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Sample records for thiophene poluchenie kompositnykh

  1. Aminopropyl thiophene compounds

    International Nuclear Information System (INIS)

    Goodman, M.M.; Knapp, F.F.

    1990-01-01

    This patent describes radiopharmaceuticals useful in brain imaging comprising radiohalogenated thienylethylamine derivatives. The compounds are 5-halo-thiophene-2-isopropyl amines able to cross the blood-brain barrier and be retained for a sufficient length of time to allow the evaluation of regional blood flow by radioimaging of the brain

  2. Aminopropyl thiophene compounds

    Science.gov (United States)

    Goodman, Mark M.; Knapp, Jr., Furn F.

    1990-01-01

    Radiopharmaceuticals useful in brain imaging comprising radiohalogenated thienylethylamine derivatives. The compounds are 5-halo-thiophene-2-isopropyl amines able to cross the blood-brain barrier and be retained for a sufficient length of time to allow the evaluation of regional blood flow by radioimaging of the brain.

  3. Thiophene-Based Organic Semiconductors.

    Science.gov (United States)

    Turkoglu, Gulsen; Cinar, M Emin; Ozturk, Turan

    2017-10-24

    Thiophene-based π-conjugated organic small molecules and polymers are the research subject of significant current interest owing to their potential use as organic semiconductors in material chemistry. Despite simple and similar molecular structures, the hitherto reported properties of thiophene-based organic semiconductors are rather diverse. Design of high performance organic semiconducting materials requires a thorough understanding of inter- and intra-molecular interactions, solid-state packing, and the influence of both factors on the charge carrier transport. In this chapter, thiophene-based organic semiconductors, which are classified in terms of their chemical structures and their structure-property relationships, are addressed for the potential applications as organic photovoltaics (OPVs), organic field-effect transistors (OFETs) and organic light emitting diodes (OLEDs).

  4. vinyltriphenylphosphonium salt-mediated preparation of thiophene ...

    African Journals Online (AJOL)

    Preferred Customer

    via thiophene-containing phosphorus ylides intermediates in fairly high yields. ... important reagents in synthetic organic chemistry [1-16], especially in the synthesis of .... reduced pressure and the viscous residue was purified by flash column ...

  5. Biodegradation of thiophene by cometabolism in a biofilm system

    DEFF Research Database (Denmark)

    Rivas, Isabelle Marie; Arvin, Erik

    2000-01-01

    mineralised in the presence of thiophene. The micro-organisms are inactivated by thiophene, its metabolites or the metabolites of benzene. For low ratios of thiophene to benzene in the inlet of the reactor, the bacteria seem to adapt to thiophene and regain part of their activity that was lost when thiophene...... was introduced in the system. A hypothesis for this phenomena is that toxic metabolites of thiophene are converted biologically or abiotically into compounds, which are less harmful and inhibiting to the micro-organisms. Resting cells, which have been activated previously with benzene, are able to degrade...

  6. Anaerobic desulphurisation of thiophenes by mixed microbial communities from oilfields

    NARCIS (Netherlands)

    Marcelis, C.L.M.; Ivanova, A.E.; Janssen, A.J.H.; Stams, A.J.M.

    2003-01-01

    Anaerobic enrichment cultures obtained from oil fields degraded various thiophenic compounds i.e. thiophene, benzothiophene and dibenzothiophene, with the concomitant formation of sulphide using hydrogen, lactate and ethanol as possible electron donors. It was demonstrated that dibenzothiophene was

  7. Study of thiophene inner shell photofragmentation

    International Nuclear Information System (INIS)

    Mundim, M.S.P.; Mocellin, A.; Makiuchi, N.; Naves de Brito, A.; Attie, M.; Correia, N.

    2007-01-01

    We investigated the inner shell photofragmentation of thiophene by time of flight (TOF) mass spectroscopy using multi-coincidence electron-ion techniques. Our main purpose was to understand aspects of molecular relaxation process after inner shell excitation and to search for bond break selectivity. Analyses of mass and branching ratios are presented and the results suggest different mechanisms and channel of fragmentation when compared with S 2p and C 1s excitations

  8. Study of thiophene inner shell photofragmentation

    Energy Technology Data Exchange (ETDEWEB)

    Mundim, M.S.P. [Instituto de Fisica, Universidade de Brasilia-UnB, P.O. Box 04455, CEP 70919-970 Brasilia, DF (Brazil)], E-mail: spedrosa@fis.unb.br; Mocellin, A.; Makiuchi, N. [Instituto de Fisica, Universidade de Brasilia-UnB, P.O. Box 04455, CEP 70919-970 Brasilia, DF (Brazil); Naves de Brito, A. [Instituto de Fisica, Universidade de Brasilia-UnB, P.O. Box 04455, CEP 70919-970 Brasilia, DF (Brazil); Laboratorio Nacional de Luz Sincrotron-LNLS, P.O. Box 6192, CEP 13084-971 Campinas, SP (Brazil); Attie, M. [Departamento de Ciencias Biologicas, Universidade Estadual de Santa Cruz, UESC Rodovia Ilheus-Itabuna, km 16, CEP 45 650 000 Ilheus, BA (Brazil); Correia, N. [Departamento de Ciencias Exatas e Tecnologicas, Universidade Estadual de Santa Cruz, UESC, Rodovia Ilheus-Itabuna, km 16, CEP 45 650 000 Ilheus, BA (Brazil); Departament of Quantum Chemistry, University of Uppsala, P.O. Box 518, 751 21 Uppsala (Sweden)

    2007-03-15

    We investigated the inner shell photofragmentation of thiophene by time of flight (TOF) mass spectroscopy using multi-coincidence electron-ion techniques. Our main purpose was to understand aspects of molecular relaxation process after inner shell excitation and to search for bond break selectivity. Analyses of mass and branching ratios are presented and the results suggest different mechanisms and channel of fragmentation when compared with S 2p and C 1s excitations.

  9. Aerobic microbial metabolism of condensed thiophenes found in petroleum

    International Nuclear Information System (INIS)

    Kropp, K. G.

    1997-01-01

    The aerobic microbial degradation of 21 condensed thiophenes found in petroleum or synthetic fuels have been studied, motivated by recent research which showed that resistance to biodegradation increases with increasing methyl-substitution. The specific objective was to identify metabolites in pure cultures of aromatic hydrocarbon-degrading Pseudomonas spp. incubated in mineral medium in the presence of an aromatic growth substrate and a condensed thiophene. Over 80 metabolites of the condensed thiophenes were identified using gas chromatography analysis with an atomic emission detector. Among the metabolites identified were sulfoxides, sulfones, hydroxy- and carboxyl-substituted benzothiophenes, hydroxy-substituted dibenzothiophenes, substituted benzothiophene-2,3-diones, and 3-hydroxy-2-formylbenzothiophenes

  10. Holographic recording in thiophene-based polyester

    DEFF Research Database (Denmark)

    Matharu, Avtar Singh; Chambers-Asman, David; Jeeva, Shehzad

    2008-01-01

    The synthesis and optical data storage properties of a side-chain thiophene-phenyl azopolyester ThPhAzoP.ol is reported. The polyester is derived from diphenyl tetradecanedioate and a thiophenebased liquid crystalline diol which exhibits a short-lived enantiotropic SmA phase (Cryst 177.7 SmA 180.......4 I). The polyester ThPhAzoPol exhibits amorphous (Tg, 78.6 DC), crystalline and liquid crystalline character as evidenced by differential scanning calorimetry and thermal polarising microscopy. A grainy texture, which is thermally reversible, with increasing birefringence on cooling from...... the isotropic melt is observed. The polyester is amenable to optical data storage, showing efficient induced anisotropy, which is stable at room temperature. Polarisation gratings can be inscribed using orthogonally.linear and circularly polarised light to good effect (>10/0) and surface relief gratings...

  11. Electrochemical investigation on an acrylated thiophene

    Energy Technology Data Exchange (ETDEWEB)

    Hogervorst, A.C.R. (TNO Plastics and Rubber Research Inst., Delft (Netherlands)); Kock, T.J.J.M. (TNO Plastics and Rubber Research Inst., Delft (Netherlands)); Ruiter, B. de (TNO Plastics and Rubber Research Inst., Delft (Netherlands)); Waal, A. van der (TNO Plastics and Rubber Research Inst., Delft (Netherlands))

    1993-03-22

    The electrochemical behaviour of electropolymerized 2-(3-thienyl)ethyl acrylate (PAcrT) has been investigated, and compared to the behaviour of electropolymerized thiophene and 3-n-decylthiophene (PDT). The effect of electron beam irradiation on the electrochemical properties of these three polymers has been studied. It has been found that for PAcrT the oxidation wave shifts to higher potentials upon electron beam irradiation. For PDT a similar but smaller change occurs. We suggest that the shift of the oxidation wave of PAcrT is caused by cross-links, formed between the acrylate substituents, which fixate the main chain parts in twisted states and reduce the conjugation length. (orig.)

  12. Densities at high pressures and derived properties of thiophenes

    International Nuclear Information System (INIS)

    Antón, V.; Lomba, L.; Cea, P.; Giner, B.; Lafuente, C.

    2017-01-01

    Highlights: • The pρT behaviour of four members of the thiophene family has been studied. • The experimental results have been correlated with the TRIDEN equation. • Isobaric expansibilities, isothermal compressibilities and internal pressures have been calculated. • The results were discussed in terms of structural differences among thiophenes. - Abstract: This contribution reports the densities in wide temperature (from 283.15 to 338.15 K) and pressure (from 0.1 to 65.0 MPa) ranges of four members of the thiophene family (thiophene, 2-methylthiophene, 3-methylthiophene and 2,5-dimethylthiophene). These densities have been satisfactorily correlated by means of the TRIDEN equation. From these data, several derived properties as isobaric expansibility, isothermal compressibility, and internal pressure have been estimated. Using all these properties, interesting information about molecular organization can be deduced.

  13. Thiophene Scaffold as Prospective Central Nervous System Agent: A Review.

    Science.gov (United States)

    Deep, Aakash; Narasimhan, Balasubramanian; Aggarwal, Swati; Kaushik, Dhirender; Sharma, Arun K

    2016-01-01

    Heterocyclic compounds are extensively dispersed in nature and are vital for life. Various investigational approaches towards Structural Activity Relationship that focus upon the exploration of optimized candidates have become vastly important. Literature studies tell that for a series of compounds that are imperative in industrial and medicinal chemistry, thiophene acts as parent. Among various classes of heterocyclic compounds that have potential central nervous system activity, thiophene is the most important one. In the largely escalating chemical world of heterocyclic compounds showing potential pharmacological character, thiophene nucleus has been recognized as the budding entity. Seventeen Papers were included in this review article to define the central nervous system potential of thiophene. This review article enlightens the rationalized use and scope of thiophene scaffold as novel central nervous system activity such as anticonvulsant, acetylcholinesterase inhibitor, cyclin-dependent kinase 5 (cdk5/p25) inhibitors, CNS depressant, capability to block norepinephrine, serotonin and dopamine reuptake by their respective transporters etc. The Finding of this review confirm the importance of thiophene scaffold as potential central nervous system agents. From this outcome, ideas for future molecular modifications leading to the novel derivatives with better constructive pharmacological potential may be derived.

  14. Product formation from thiophene by a mixed bacterial culture. Influence of benzene as growth substrate

    DEFF Research Database (Denmark)

    Rivas, Isabelle Marie; Mosbæk, Hans; Arvin, Erik

    2003-01-01

    phase of transformation. The microorganisms were able to transform thiophene in the absence of benzene at a zero-order rate. Thiophene was converted to five oxidation products, regardless of the presence of benzene. Benzene had no influence on the distribution of these oxidation products. The main...... oxidation product, a thiophene sulphoxide dimer, represented 78+/-12% of the transformed thiophene, while the second most important product, also a thiophene sulphoxide dimer, represented 20+/-2% of the converted thiophene. (C) 2003 Elsevier Science Ltd. All rights reserved....

  15. Peculiarities of spin polarization inversion at a thiophene/cobalt interface

    KAUST Repository

    Wang, Xuhui; Manchon, Aurelien; Schwingenschlö gl, Udo; Zhu, Zhiyong

    2013-01-01

    We perform ab initio calculations to investigate the spin polarization at the interface between a thiophene molecule and cobalt substrate. We find that the reduced symmetry in the presence of a sulfur atom (in the thiophene molecule) leads to a

  16. The electrochemical polymerization of indole with thiophene

    International Nuclear Information System (INIS)

    Sarac, S.

    2004-01-01

    Electropolymerization of indole (IN) in the presence of thiophene (Th) was followed by in situ spectrochemical studies. A correlation between absorbance (390 nm) and charge (at 600 mV) values indicated that oligomeric species were formed in solution, and similar results were found with in situ measurements. The copolymer was characterized by FT-IR, UV-Visible Spectroscopy, Cyclic Voltammetry and four-point probe conductymeter. The increase in conductivity by the incorporation of Th into polyindole was about 60 times for a feed ratio n I N/n T H=1:10 and 19 times for n I N/n T H=1:1. Similar effects were also observed during in situ spectroelectrochemical measurements of copolymer formation. It was also found that the cyclic voltametry peak potentials for the electrogrowth of copolymer films were closely correlated to the conductivities of the corresponding films (measured separately by four-point probe method), thereby allowing us to use the peak potential currents to predict the final copolymer film conductivities during the electrochemical growth process. The ex-situ spectroelectrocopolymerization of indole was also obtained in acetonitril medium.The Tg value of the polymer also increased with the incorporation of Th. The results strongly suggest that IN and Th copolymerize on the electrode surface as well as in solution

  17. Separation of thiophene from heptane with ionic liquids

    International Nuclear Information System (INIS)

    Domańska, Urszula; Lukoshko, Elena Vadimovna; Królikowski, Marek

    2013-01-01

    Highlights: ► The ternary (liquid + liquid) equilibria in 1-butyl-1-methylpyrrolidinium-based ILs was measured. ► High selectivity and distribution ratio for the extraction of thiophene was found. ► [BMPYR][TCM] was proposed as entrainer for the separation process. ► Extraction of sulphur-compounds from alkanes was proposed. -- Abstract: Ionic liquids (ILs) are well known novel green solvents, which can be used for removing sulfur compounds from gasoline and diesel oils. Ternary (liquid + liquid) equilibrium data are presented for mixtures of {ionic liquid (1) + thiophene (2) + heptane (3)} at T = 298.15 K and ambient pressure to analyze the performance of the ionic liquid (IL) in the extraction of thiophene from the alkanes. Three pyrrolidinium-based ionic liquids have been studied: 1-butyl-1-methylpyrrolidinium tris(pentafluoroethyl)trifluorophosphate, ([BMPYR][FAP]), 1-butyl-1-methylpyrrolidinium tetracyanoborate, [BMPYR][TCB] and 1-butyl-1-methylpyrrolidinium tricyanomethanide, [BMPYR][TCM]. The results are discussed in terms of the selectivity and distribution ratio of separation of related systems. The immiscibility in the binary liquid systems of (thiophene + heptane) with all used ILs was observed. The [TCM] − anion in comparison with [TCB] − and [FAP] − anions shows much higher selectivity and slightly lower distribution ratio for extraction of thiophene. The non-random two liquid NRTL model was used successfully to correlate the experimental tie-lines and to calculate the phase composition error in mole fraction in the ternary systems. The average root mean square deviation (RMSD) of the phase composition was 0.047. The densities of [BMPYR][TCM] in temperature range from (298.15 to 348.15) K were measured. The data presented here show that the [BMPYR][TCM] ionic liquid can be used as an alternative solvent for the separation of thiophene from the hydrocarbon stream using solvent liquid–liquid extraction at ambient conditions

  18. Recommended vapor pressures for thiophene, sulfolane, and dimethyl sulfoxide

    Czech Academy of Sciences Publication Activity Database

    Fulem, Michal; Růžička, K.; Růžička, M.

    2011-01-01

    Roč. 303, č. 2 (2011), s. 205-216 ISSN 0378-3812 Institutional research plan: CEZ:AV0Z10100521 Keywords : thiophene sulfolane * dimethyl sulfoxide * vapor pressure * heat capacity * vaporization enthalpy * recommended vapor pressure equation Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 2.139, year: 2011

  19. Does oligomerization in fused thiophene affect reactivity and ...

    Indian Academy of Sciences (India)

    of interdisciplinary research activities on conjugated polymers to be ..... value shown by 1c (−146.18 kcal/mol) and the highest by. 1d (−118.19 .... chain length, etc. Earlier ...... In Handbook of Thiophene-Based Materials (Chich- ester: John ...

  20. Toxicity of thiophenes from echinops transiliensis (Asteraceae) against aedes aegypti (Diptera: Culicidae) larvae

    Science.gov (United States)

    Six known thiophenes, 5-(3,4-diacetoxybut-1-ynyl)-2,2'-bithiophene (3), 2-(penta-1,3-diynyl)-5-(3,4-diacetoxybut-1-ynyl)thiophene (4), 5-(4-acetoxy-3-hydroxybut-1-ynyl)-2,2'-bithiophene (5), 2-(penta-1,3-diynyl)-5-(4-acetoxy-3-hydroxybut-1-ynyl)thiophene (6), 2-(penta-1,3-diynyl)-5-(3-acetoxy-4-hydr...

  1. Solidification treatment of thiophene and BTEX contaminated soils

    International Nuclear Information System (INIS)

    Zarlinski, S.J.; Kingham, N.W.; Blevins, J.

    1995-01-01

    Contamination at the McColl Superfund Site, located in Fullerton, California, is due to the disposal, in pits, of spent sulfuric acid sludge from the production of aviation fuel. A treatability study was performed to evaluate the electiveness of in situ solidification treatment of materials contaminated with high concentrations of benzene, toluene, ethylbenzene, and xylenes (BTEX), as well as thiophene and other organic compounds. The contaminated materials were extremely acidic (pH<1) and had high organic and sulfur contents of greater than 70 percent and 10 percent, respectively. A total of 150 mixtures were screened to evaluate the effectiveness of 15 reagents. Based on the preliminary screening results, six mixtures were selected as being the most effective at treating the contaminated materials. Comprehensive evaluations of the candidate mixtures included (1) quantitative glovebag volatilization studies, (2) chemical characterization of the treated materials, (3) strength characterizations at multiple cure times of up to 60 days, (4) emissions monitoring of the treated materials at cure times of 7 and 14 days, and (5) the evaluation of oxidation reagents for treatment of the thiophene contamination. The treatability study demonstrated that solidification treatment is an effective alternative for remediation of the thiophene and BTEX contaminated materials

  2. Electrochemical copolymerization of thiophene derivatives; a precursor to photovoltaic devices

    International Nuclear Information System (INIS)

    Kumar, Prajwal; Ranjith, K.; Gupta, Satyajit; Ramamurthy, Praveen C.

    2011-01-01

    Highlights: → This work presents an electrochemical technique for the polymerization and copolymerization of thiophene derivatives. → Copolymerization of thiophene based monomers like 7,9-dithiophene-2yl-8H-cyclopenta[a]acenaphthalene-8-one and 3-hexylthiophene are synthesized. → Study of the structural, optical, thermal, conductivity, morphological, band gap and impedance measurements of the copolymer indicates a suitable material for photovoltaic applications. - Abstract: This work presents an electrochemical technique for the polymerization and copolymerization of thiophene derivatives like 7,9-dithiophene-2yl-8H-cyclopenta[a]acenaphthalene-8-one and 3-hexylthiophene. The structural characterization of chemically synthesized monomers and electrochemically synthesized polymers was carried out by nuclear magnetic resonance and Fourier transform infrared spectroscopy. Thermal characterizations indicate that copolymer has increased thermal stability than that of homopolymer. Morphological studies of the polymerized films carried out by scanning electron microscopy shows network structure of copolymer. Optical properties of the homopolymers and copolymer were studied by UV-visible spectrometer and it was observed that band gap of copolymer is less than the homopolymers. HOMO and LUMO levels, band gap values of the respective polymers were also calculated from the cyclic voltammetry technique with various scan rates. By the peak current obtained from various scan rates shows that all polymerization reactions are diffusion controlled process. Charge transfer resistances of polymers were determined using Nyquist plots. Conductivity of synthesized polymers shows higher conductivity for copolymer than homopolymers.

  3. In vitro production of thiophenes using hairy root cultures of Tagetes ...

    African Journals Online (AJOL)

    Aghomotsegin

    2016-04-27

    Apr 27, 2016 ... Road, P. O. CIMAP, Lucknow 226015, India. 2Analytical ... Four types of thiophenes that accumulated in root cultures of Tagetes ... Thiophenes act as ... remaining stockpiles requires annual critical use .... hairy root lines were selected for further analysis. The .... Ambros PF, Matzke AJM, Matzke AM (1986).

  4. 2-(4-Methylpiperazin-1-yl-4-phenyl-6-(thiophen-2-yl-pyridine-3-carbonitrile

    Directory of Open Access Journals (Sweden)

    Nawal Mishriky

    2013-02-01

    Full Text Available 2-(4-Methylpiperazin-1-yl-4-phenyl-6-(thiophen-2-yl-pyridine-3-carbonitrile (4 was synthesized via nucleophilic substitution reaction of 1-methylpiperazine with 2-bromo analogue 3. The latter was obtained through bromination (Br2/AcOH of 2-[3-oxo-1-phenyl-3-(thiophen-2-ylpropyl]malononitrile (2.

  5. Dynamic NMR studies of restricted arene rotation in the chromiu tricarbonyl thiophene and selenophene complexes

    Energy Technology Data Exchange (ETDEWEB)

    Sanger, Michael J. [Iowa State Univ., Ames, IA (United States)

    1994-05-27

    This thesis contains the results of organometallic studies of thiophene and selenophene coordination in transition metal complexes. Chromium tricarbonyl complexes of thiophene, selenophene, and their alkyl-substituted derivatives were prepared and variable-temperature 13C NMR spectra of these complexes were recorded in dimethyl ether. Bandshape analyses of these spectra yielded activation parameters for restricted rotation of the thiophene and selenophene ligands in these complexes. Extended Hueckel molecular orbital calculations (EHMO) of the free thiophene and selenophene ligands and selected chromium tricarbonyl thiophene complexes were performed to better explain the activation barriers of these complexes. The structure of Cr(CO)35-2,5-dimethylthiophene) was established by a single crystal X-ray diffraction study.

  6. (4-Methylphenyl[2-(thiophen-2-ylcarbonylphenyl]methanone

    Directory of Open Access Journals (Sweden)

    V. Silambarasan

    2011-09-01

    Full Text Available The crystal studied of the title compound, C19H14O2S, was an inversion twin with a 0.7 (1:0.3 (1 domain ratio. The central benzene ring makes dihedral angles of 63.31 (9 and 60.86 (9°, respectively, with the 4-methylphenyl and thiophene rings. In the crystal, molecules are linked by weak intermolecular C—H...O hydrogen bonds and S...π [3.609 (3 Å] interactions.

  7. Structure and photoconductivity in synthesized poly thiophene by plasma

    International Nuclear Information System (INIS)

    Enriquez, M.A.; Colin, E.; Cruz, G.J.; Olayo, M.G.; Ordonez, E.; Morales, J.; Olayo, R.; Romero, M.

    2006-01-01

    In this work the electric answer of poly thiophene is studied (PTh) to pulses of light to evaluate its luminescence potential. The synthesis of the polymers is made by plasma with different energy to study its effects on the structure of the material. The electric conductivity was calculated by means of the resistance of the polymers in a parallel arrangement of badges between 10 to 250 V, stimulated with ultraviolet light (250 nm) to promote the transfer of electric loads to different temperatures. The results indicate that the aromatic structure of the PTh depends on the power applied during the synthesis. (Author)

  8. Antifungal activity of topical microemulsion containing a thiophene derivative

    Directory of Open Access Journals (Sweden)

    Geovani Pereira Guimarães

    2014-06-01

    Full Text Available Fungal infections have become a major problem of worldwide concern. Yeasts belonging to the Candida genus and the pathogenic fungus Cryptococcus neoformans are responsible for different clinical manifestations, especially in immunocompromised patients. Antifungal therapies are currently based on a few chemotherapeutic agents that have problems related to effectiveness and resistance profiles. Microemulsions are isotropic, thermodynamically stable transparent systems of oil, water and surfactant that can improve the solubilization of lipophilic drugs. Taking into account the need for more effective and less toxic drugs along with the potential of thiophene derivatives as inhibitors of pathogenic fungi growth, this study aimed to evaluate the antifungal activity of a thiophene derivative (5CN05 embedded in a microemulsion (ME. The minimum inhibitory concentration (MIC was determined using the microdilution method using amphotericin B as a control. The formulations tested (ME- blank and ME-5CN05 showed physico-chemical properties that would allow their use by the topical route. 5CN05 as such exhibited moderate or weak antifungal activity against Candida species (MIC = 270-540 µg.mL-1 and good activity against C. neoformans (MIC = 17 µg.mL-1. Candida species were susceptible to ME-5CN05 (70-140 µg.mL-1, but C. neoformans was much more, presenting a MIC value of 2.2 µg.mL-1. The results of this work proved promising for the pharmaceutical industry, because they suggest an alternative therapy against C. neoformans.

  9. An overview of benzo[b]thiophene-based medicinal chemistry.

    Science.gov (United States)

    Keri, Rangappa S; Chand, Karam; Budagumpi, Srinivasa; Balappa Somappa, Sasidhar; Patil, Siddappa A; Nagaraja, Bhari Mallanna

    2017-09-29

    Among sulfur containing heterocycles, benzothiophene and its derivatives are at the focus as these candidates have structural similarities with active compounds to develop new potent lead molecules in drug design. Benzo[b]thiophene scaffold is one of the privileged structures in drug discovery as this core exhibits various biological activities allowing them to act as anti-microbial, anti-cancer, anti-inflammatory, anti-oxidant, anti-tubercular, anti-diabetic, anti-convulsant agents and many more. Further, numerous benzothiophene-based compounds as clinical drugs have been extensively used to treat various types of diseases with high therapeutic potency, which has led to their extensive developments. Due to the wide range of biological activities of benzothiophene, their structure activity relationships (SAR) have generated interest among medicinal chemists, and this has culminated in the discovery of several lead molecules against numerous diseases. The present review is endeavoring to highlight the progress in the various pharmacological activities of benzo[b]thiophene derivatives. It is hoped that this review will be helpful for new thoughts in the quest for rational designs of more active and less toxic benzothiophene-based medicinal drugs, as well as more effective diagnostic agents and pathologic probes. Also, SAR studies that highlight the chemical groups responsible for evoking the potential activities of benzothiophene derivatives are studied and compared. Copyright © 2017 Elsevier Masson SAS. All rights reserved.

  10. Current's Fluctuations through Molecular Wires Composed of Thiophene Rings.

    Science.gov (United States)

    Ojeda Silva, Judith Helena; Cortés Peñaranda, Juan Camilo; Gómez Castaño, Jovanny A; Duque, Carlos Alberto

    2018-04-11

    We study theoretically the electronic transport and quantum fluctuations in single-molecule systems using thiophene rings as integrated elementary functions, as well as the dependence of these properties with the increase of the coupled rings, i.e., as a quantum wire. In order to analyze the current flow through these molecular systems, the thiophene rings are considered to be connected to metal contacts, which, in general terms, will be related to the application of voltages (bias voltages or gate voltages) to generate non-equilibrium behavior between the contacts. Due to the nonlinear behavior that is generated when said voltages are applied, it is possible to observe quantum fluctuations in the transport properties of these molecular wires. For the calculation of the transport properties, we applied a tight-binding approach using the Landauer-Büttiker formalism and the Fischer-Lee relationship, by means of a semi-analytic Green's function method within a real-space renormalization (decimation procedure). Our results showed an excellent agreement with results using a tight-binding model with a minimal number of parameters reported so far for these molecular systems.

  11. Antimalarial Activity of Acetylenic Thiophenes from Echinops hoehnelii Schweinf

    Directory of Open Access Journals (Sweden)

    Helen Bitew

    2017-11-01

    Full Text Available Malaria is one of the world’s most severe endemic diseases and due to the emergence of resistance to the currently available medicines, the need for new targets and relevant antimalarial drugs remains acute. The crude extract, four solvent fractions and two isolated compounds from the roots of Echinops hoehnelii were tested for their antimalarial activity using the standard four-day suppressive method in Plasmodium berghei-infected mice. The 80% methanol extract exhibited suppression of 4.6%, 27.8%, 68.5% and 78.7% at dose of 50, 100, 200 and 400 mg/kg respectively. The dichloromethane fraction displayed chemosuppression of 24.9, 33.5 and 43.0% dose of 100, 200 and 400 mg/kg of body weight. Five acetylenicthiophenes were isolated from the dichloromethane fraction of which 5-(penta-1,3-diynyl-2-(3,4-dihydroxybut-1-ynyl-thiophene decreased the level of parasitaemia by 43.2% and 50.2% while 5-(penta-1,3-diynyl-2-(3-chloro-4-acetoxy-but-1-yn-thiophene suppressed by 18.8% and 32.7% at 50 and 100 mg/kg, respectively. The study confirmed the traditional claim of the plant to treat malaria and could be used as a new lead for the development of antimalarial drugs.

  12. Thiophene dendrimer-based low donor content solar cells

    Science.gov (United States)

    Stoltzfus, Dani M.; Ma, Chang-Qi; Nagiri, Ravi C. R.; Clulow, Andrew J.; Bäuerle, Peter; Burn, Paul L.; Gentle, Ian R.; Meredith, Paul

    2016-09-01

    Low donor content solar cells containing polymeric and non-polymeric donors blended with fullerenes have been reported to give rise to efficient devices. In this letter, we report that a dendrimeric donor can also be used in solution-processed low donor content devices when blended with a fullerene. A third generation dendrimer containing 42 thiophene units (42T) was found to give power conversion efficiencies of up to 3.5% when blended with PC70BM in optimized devices. The best efficiency was measured with 10 mole percent (mol. %) of 42T in PC70BM and X-ray reflectometry showed that the blends were uniform. Importantly, while 42T comprised 10 mol. % of the film, it made up 31% of the film by volume. Finally, it was found that solvent annealing was required to achieve the largest open circuit voltage and highest device efficiencies.

  13. Study of a thiophene-based polymer for optoelectronic applications

    International Nuclear Information System (INIS)

    Cheylan, S.; Fraleoni-Morgera, A.; Puigdollers, J.; Voz, C.; Setti, L.; Alcubilla, R.; Badenes, G.; Costa-Bizzarri, P.; Lanzi, M.

    2006-01-01

    A thiophene-based conjugated polymer bearing a cyano group (-CN) as a side chain substituent was successfully synthesized. The polymer evidences an excellent film ability from various organic solvents as well as an enhanced photoluminescence. The polymer has been characterized optically (Fourier Transformed Infrared spectroscopy, absorption and photoluminescence) in solution and in film, while X-ray diffraction measurements (XRD) of thin films were performed to investigate its bulk morphological features. From the absorption edge of the spectrum of a thin polymer film, the optical band gap of the polymer is estimated to be 2.0 eV, which corresponds to orange emission. Furthermore, a single layer light emitting diode (LED) was fabricated. The device produced bright stable electroluminescence at room temperature. All of the results indicate that this polymer is a promising emissive material for application in polymeric LEDs

  14. Ternary (liquid + liquid) equilibria of {trifluorotris(perfluoroethyl)phosphate based ionic liquids + thiophene + heptane}

    International Nuclear Information System (INIS)

    Marciniak, Andrzej; Królikowski, Marek

    2012-01-01

    Highlights: ► Ternary (liquid + liquid) equilibria for 3 ionic liquid + thiophene + heptane systems. ► The influence of ionic liquid structure on phase diagrams is discussed. ► High selectivity for separation of heptane/thiophene is observed. - Abstract: Ternary (liquid + liquid) equilibria for three systems containing ionic liquids {(4-(2-methoxyethyl)-4-methylmorpholinium trifluorotris(perfluoroethyl)phosphate, 1-(2-methoxyethyl)-1-methylpiperidinium trifluorotris(perfluoroethyl)phosphate, 1-(2-methoxyethyl)-1-methylpyrrolidinium trifluorotris(perfluoroethyl)phosphate) + thiophene + heptane} have been determined at T = 298.15 K. All systems showed high solubility of thiophene in the ionic liquid and low solubility of heptane. The solute distribution coefficient and the selectivity were calculated for all systems. High values of selectivity were obtained. The experimental results have been correlated using NRTL model. The influence of ionic liquid structure on phase equilibria is discussed.

  15. inhibition performance of mild ste thiophene ac rmance of mild steel

    African Journals Online (AJOL)

    userpc

    d Industrial Chemistry, Faculty of Physical Science, Bayero University, Kan. P. M. B. 3011 ..... chemical studies on the inhibition potentials of some ... Efficiency of Thiophene Derivatives on. Mild Steel : A QSAR Model. International. Journal.

  16. Fixation of carbon dioxide into dimethyl carbonate over titanium-based zeolitic thiophene-benzimidazolate framework

    Data.gov (United States)

    U.S. Environmental Protection Agency — A titanium-based zeolitic thiophene-benzimidazolate framework has been designed for the direct synthesis of dimethyl carbonate (DMC) from methanol and carbon...

  17. Thiophene-bithiazole based metal-free dye as DSSC sensitizer ...

    Indian Academy of Sciences (India)

    aPhotosciences and Photonics Group, Chemical Sciences and Technology Division, CSIR-National. Institute ... Dye sensitized solar cell; Thiophenes; Bithiazoles, co-adsorbents; photoconversion .... After cooling, transparent TiO2 paste of par-.

  18. Poly thiophene hydrophobic and hydrophilic compounds, silver and iodine synthesized by plasma

    International Nuclear Information System (INIS)

    Palacios, J.C.; Chavez, J.A.; Olayo, M.G.; Cruz, G.J.

    2007-01-01

    Compounds in thin films of poly thiophene with silver and poly thiophene doped with iodine and silver using splendor discharges were synthesized. It is studied the wettability of the compounds and its transport properties. It was found that the compounds can modify their hydrophilic to hydrophobic behavior controlling their surface ruggedness and the metallic content. The doped with iodine plays a fundamental paper in the modification of the ruggedness of the compounds. (Author)

  19. The synthesis of pi-electron molecular rods with a thiophene or thieno[3,2-b]thiophene core unit and sulfur alligator clips

    Czech Academy of Sciences Publication Activity Database

    Seidler, A.; Svoboda, J.; Dekoj, Václav; Vacek Chocholoušová, Jana; Vacek, Jaroslav; Stará, Irena G.; Starý, Ivo

    2013-01-01

    Roč. 54, č. 22 (2013), s. 2795-2798 ISSN 0040-4039 R&D Projects: GA AV ČR IAA400550919 Grant - others:Rada Programu interní podpory projektů mezinárodní spolupráce AV ČR(CZ) M200550914 Institutional support: RVO:61388963 Keywords : molecular wires * thiophene OPE rods * thiophene OPV rods * UV spectra * HOMO-LUMO gaps Subject RIV: CC - Organic Chemistry Impact factor: 2.391, year: 2013

  20. Improvement of high voltage cycling performance and thermal stability of lithium-ion cells by use of a thiophene additive

    Energy Technology Data Exchange (ETDEWEB)

    Lee, Ki-Soo; Sun, Yang-Kook; Kim, Dong-Won [Department of Chemical Engineering, Hanyang University, Seungdong-gu, Seoul 133-791 (Korea); Noh, Jaegeun [Department of Chemistry, Hanyang University, Seungdong-gu, Seoul 133-791 (Korea); Song, Kwang Soup [Advanced Medical Device Center, Korea Electrotechnology, Research Institute, Ansan, Gyeonggi-do 426-170 (Korea)

    2009-10-15

    This study demonstrates that the addition of thiophene improves the cycle life of lithium-ion cells at high voltage. Electrochemical impedance spectroscopy results suggest that addition of thiophene significantly suppresses the increase of the charge transfer resistance that occurs during cycling up to high voltage. Differential scanning calorimetric studies showed that the thermal stability of fully charged LiCoO{sub 2} cathode was also enhanced in the presence of thiophene. (author)

  1. The nature of interactions between [Cu2Cl3]−-based ionic liquid and thiophene – A theoretical study

    Directory of Open Access Journals (Sweden)

    Renqing Lü

    2016-05-01

    Full Text Available In an effort to deepen the understanding of nature of interactions between CuCl-based ionic liquids and thiophene, the electronic and topological properties of interactions between 1-butyl-3-methylimidazolium ([BMIM]+[Cu2Cl3]− and thiophene (TS have been investigated by the density functional theory. The occurrence of interactions caused by resonance effects between virtual orbitals of Cu and virtual orbitals of thiophene has been corroborated at the molecular level.

  2. Ternary thiophene-X-thiophene semiconductor building blocks (X = fluorene, carbazole, phenothiazine): Modulating electronic properties and electropolymerization ability by tuning the X core

    Energy Technology Data Exchange (ETDEWEB)

    Tacca, Alessandra, E-mail: alessandra.tacca@eni.com [Centro Ricerche per le Energie non Convenzionali, Istituto ENI Donegani, ENI S.p.A., Via G. Fauser 4, 28100 Novara (Italy); Po, Riccardo; Caldararo, Maria; Chiaberge, Stefano; Gila, Liliana; Longo, Luca [Centro Ricerche per le Energie non Convenzionali, Istituto ENI Donegani, ENI S.p.A., Via G. Fauser 4, 28100 Novara (Italy); Mussini, Patrizia Romana [Dipartimento di Chimica Fisica ed Elettrochimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano (Italy); Pellegrino, Andrea; Perin, Nicola; Salvalaggio, Mario; Savoini, Alberto; Spera, Silvia [Centro Ricerche per le Energie non Convenzionali, Istituto ENI Donegani, ENI S.p.A., Via G. Fauser 4, 28100 Novara (Italy)

    2011-07-30

    Highlights: > Effect of aromatic core on electronic properties in thiophene-X-thiophene trimers. > The lower the electron richness of X core, the deeper the HOMO level. > Different thiophene positions on X lead to kinked structure with lower conjugation. > The fluorene structure exhibits the lowest Stokes shift and the highest quantum yield. > The corresponding polymers obtained through three routes were studied. - Abstract: To achieve rationalization criteria for target-oriented molecular design of Th-X-Th (Th = thiophene) semiconductor building blocks, we have carried out an extensive investigation on the effects of the X core (X = fluorene, carbazole or phenothiazine) on the electronic properties and polymerization ability of Th-X-Th monomers and on the electronic and structural properties of the corresponding periodic conducting polymers -(Th-X-Th){sub n}-, obtained by electropolymerization and, for comparison's sake, by FeCl{sub 3}-catalyzed polymerization and/or Suzuki coupling. The effects of molecule bending and of solubilising bulky alkyl substituents have also been considered. The systematic, exhaustive template sequence combined with a rigorous, multitechnique investigation protocol affords a unique data library and a complete set of reliable interpretative/predictive guidelines.

  3. Ultrathin regioregular poly(3-hexyl thiophene) field-effect transistors

    DEFF Research Database (Denmark)

    Sandberg, H.G.O.; Frey, G.L.; Shkunov, M.N.

    2002-01-01

    Ultrathin films of regioregular poly(3-hexyl thiophene) (RR-P3HT) were deposited through a dip-coating technique and utilized as the semiconducting film in field-effect transistors (FETs). Proper selection of the substrate and solution concentration enabled the growth of a monolayer-thick RR-P3HT...... film. Atomic force microscopy (AFM), U-V-vis absorption spectroscopy, X-ray reflectivity, and grazing incidence diffraction were used to study the growth mechanism, thickness and orientation of self-organized monolayer thick RR-P3HT films on SiO2 surfaces. Films were found to adopt a Stranski......-Krastanov-type growth mode with formation of a very stable first monolayer. X-ray measurements show that the direction of pi-stacking in the films (the (010) direction) is parallel to the substrate, which is the preferred orientation for high field-effect carrier mobilities. The field-effect mobilities in all ultrathin...

  4. Exciton Transport Simulations in Phenyl Cored Thiophene Dendrimers

    Science.gov (United States)

    Kim, Kwiseon; Erkan Kose, Muhammet; Graf, Peter; Kopidakis, Nikos; Rumbles, Garry; Shaheen, Sean E.

    2009-03-01

    Phenyl cored 3-arm and 4-arm thiophene dendrimers are promising materials for use in photovoltaic devices. It is important to understand the energy transfer mechanisms in these molecules to guide the synthesis of novel dendrimers with improved efficiency. A method is developed to estimate the exciton diffusion lengths for the dendrimers and similar chromophores in amorphous films. The approach exploits Fermi's Golden Rule to estimate the energy transfer rates for an ensemble of bimolecular complexes in random orientations. Using Poisson's equation to evaluate Coulomb integrals led to efficient calculation of excitonic couplings between the transition densities. Monte-Carlo simulations revealed the dynamics of energy transport in the dendrimers. Experimental exciton diffusion lengths of the dendrimers range 10 ˜ 20 nm, increasing with the size of the dendrimer. Simulated diffusion lengths correlate well with experiments. The chemical structure of the chromophore, the shape of the transition densities and the exciton lifetime are found to be the most important factors that determine the exciton diffusion length in amorphous films.

  5. Metal-molecular interface of sulfur-containing amino acid and thiophene on gold surface

    International Nuclear Information System (INIS)

    Honda, M; Baba, Y; Hirao, N; Sekiguchi, T

    2008-01-01

    Chemical-bonding states of metal-molecular interface have been investigated for L-cysteine and thiophene on gold by x-ray photoelectron spectroscopy (XPS) and near edge x-ray adsorption fine structure (NEXAFS). A remarkable difference in Au-S bonding states was found between L-cysteine and thiophene. For mono-layered L-cysteine on gold, the binding energy of S 1s in XPS and the resonance energy at the S K-edge in NEXAFS are higher by 8-9 eV than those for multi-layered film (molecular L-cysteine). In contrast, the S K-edge resonance energy for mono-layered thiophene on gold was 2475.0 eV, which is the same as that for molecular L-cysteine. In S 1s XPS for mono-layered thiophene, two peaks were observed. The higher binging-energy and more intense peak at 2473.4 eV are identified as gold sulfide. The binding energy of smaller peak, whose intensity is less than 1/3 of the higher binding energy peak, is 2472.2 eV, which is the same as that for molecular thiophene. These observations indicate that Au-S interface behavior shows characteristic chemical bond only for the Au-S interface of L-cysteine monolayer on gold substrate

  6. Organosulfur chemistry on W(211) surfaces. 2. A comparison of benzene, thiophene, and tetrahydrothiophene

    International Nuclear Information System (INIS)

    Preston, R.E.; Benziger, J.B.

    1985-01-01

    The interactions of benzene, thiophene, and tetrahydrothiophene with clean, oxidized, and sulfided W(211) surfaces were studied with LEED, AES, and temperature programmed reaction. Benzene and thiophene appear to absorb as bases making π-bonds to the surface. Benzene decomposed to yield adsorbed carbon and hydrogen. Thiophene appeared to undergo electrophilic attack at the 2-position forming a carbon bound surface intermediate. This surface intermediate was desulfurized and the resulting hydrocarbon surface intermediate underwent C-C bond scission forming C 3 hydrocarbons as the dominate desorption product. The electrophilic attack at the 2-position was shown by methyl group elimination from 2,5-dimethylthiophene. Adsorbed oxygen and sulfur enhanced the adsorption of benzene and thiophene by making the surface more acidic. Tetrahydrothiophene (THT) appear to adsorb as a base, forming a bond between the S(3p) electrons and the surface. Desulfurization of adsorbed THT led to C 4 hydrocarbons as the dominate desorption product. Adsorbed oxygen and sulfur inhibited reaction of THT. These results suggest that the surface reactivity and subsequent desulfurization of thiophene is controlled by electrophilic attack on the aromatic ring, and the ensuing reduction of resonance stabilization facilitates sulfur removal. 41 references, 8 figures, 4 tables

  7. Alkylated indacenodithieno[3,2-b]thiophene-based all donor ladder-type conjugated polymers for organic thin film transistors

    KAUST Repository

    Lu, Rimei; Han, Yang; Zhang, Weimin; Zhu, Xiuxiu; Fei, Zhuping; Hodsden, Thomas; Anthopoulos, Thomas D.; Heeney, Martin

    2018-01-01

    We report the synthesis of a series of indacenodithieno[3,2-b]thiophene (IDTT) based conjugated polymers by copolymerization with three different electron rich co-monomers [thiophene (T), thieno[3,2-b]thiophene (TT) and dithieno[3,2-b:2',3'-d

  8. Gold and Nickel Extended Thiophenic-TTF Bisdithiolene Complexes

    Directory of Open Access Journals (Sweden)

    Rafaela A. L. Silva

    2018-02-01

    Full Text Available Gold and nickel bisdithiolene complexes with methyl and tert-butyl substituted thiophenetetrathiafulavalenedithiolate ligands (α-mtdt and α-tbtdt were prepared and characterized. These complexes were obtained, under anaerobic conditions, as tetrabutylammonium salts. The diamagnetic gold monoanion (n-Bu4N[Au(α-mtdt2] (3 and nickel dianionic species (n-Bu4Nx[Ni(α-mtdt2] (x = 1,2 (4 were similar to the related non-substituted extended thiophenic-TTF (TTF = tetrathiafulvalene bisdithiolenes. However the introduction of the large, bulky substituent tert-butyl, led to the formation of a Au (I dinuclear complex, (n-Bu4N2[Au2(α-tbtdt2] (5. The neutral methyl substituted gold and nickel complexes were easily obtained through air or iodine exposure as polycrystalline or amorphous fine powder. [Au(α-mtdt2] (6 and [Ni(α-mtdt2] (7 polycrystalline samples display properties of a metallic system with a room temperature electrical conductivity of 0.32 S/cm and ≈4 S/cm and a thermoelectric power of ≈5 µV/K and ≈32 µV/K, respectively. While [Au(α-mtdt2] (6 presented a Pauli-like magnetic susceptibility typical of conducting systems, in [Ni(α-mtdt2] (7 large magnetic susceptibilities indicative of high spin states were observed. Both electric transport properties and magnetic properties for gold and nickel [M(α-mtdt2] are indicative that these compounds are single component molecular conductors.

  9. Conducting polymers of octanoic acid 2-thiophen-3-yl-ethyl ester and their electrochromic properties

    International Nuclear Information System (INIS)

    Camurlu, Pinar; Cirpan, Ali; Toppare, Levent

    2005-01-01

    Octanoic acid 2-thiophen-3-yl-ethyl ester was synthesized via the reaction of 3-thiophene ethanol with octanoyl chloride. The resulting monomer was electrochemically homopolymerized in the presence of tetrabutylammonium tetrafluoroborate as the supporting electrolyte, in the acetonitrile/borontrifluoride ethyl ether solvent system. The resulting polymer was characterized using various experimental techniques. Spectroelectrochemistry analysis of the homopolymer reflects electronic transitions at 434, ∼800 and ∼1100 nm, revealing π-π* transition, polaron and bipolaron band formation, respectively, leading to esthetically pleasing color changes between transmissive yellow and blue, with reasonable switching times

  10. Peculiarities of spin polarization inversion at a thiophene/cobalt interface

    KAUST Repository

    Wang, Xuhui

    2013-03-20

    We perform ab initio calculations to investigate the spin polarization at the interface between a thiophene molecule and cobalt substrate. We find that the reduced symmetry in the presence of a sulfur atom (in the thiophene molecule) leads to a strong spatial dependence of the spin polarization of the molecule. The two carbon atoms far from the sulfur acquire a polarization opposite to that of the substrate, while the carbon atoms bonded directly to sulfur possess the same polarization as the substrate. We determine the origin of this peculiar spin interface property as well as its impact on the spin transport.

  11. Fine tuning the HOMO energy levels of polythieno[3,4-b]thiophene derivatives by incorporation of thiophene-3,4-dicarboxylate moiety for photovoltaic applications

    DEFF Research Database (Denmark)

    Hu, Xiao-Lian; Zuo, Li-Jian; Nan, Ya-Xiong

    2012-01-01

    To lower the HOMO (highest occupied molecular orbital) energy level of polythieno[3,4-b]thiophene (∼−4.5eV), a series of ester-functionalized polythieno[3,4-b]thiophene derivatives (P1–P3) were designed and synthesized by Stille cross coupling reaction. The resulting copolymers exhibited broad...... voltage (Voc) of 0.54V, a short circuit current density (Isc) of 3.3mA/cm2, a fill factor (FF) of 0.57, and a power conversion efficiency (PCE) of 1.02%. A high Voc up to 0.71V was achieved in the solar cell based on a P3:PCBM blend....

  12. Electronic structures of spinterface for thiophene molecule adsorbed at Co, Fe, and Ni electrode: First principles calculations

    Energy Technology Data Exchange (ETDEWEB)

    Cai, Linlin; Tian, Yanli; Yuan, Xiaobo; Hu, Guichao; Ren, Junfeng, E-mail: renjf@sdnu.edu.cn

    2016-12-15

    Highlights: • Thiophene molecule could be spin polarized when adsorbed at Co(001), Fe(100), and Ni(111) surfaces. • The biggest spin polarization will be obtained when the thiophene molecule adsorbed at the Fe(100) surface. • The spin polarization is originated from the interfacial orbital hybridizations between the 3d orbital of ferromagnetic electrodes and the 2p orbital of the thiophene molecule. - Abstract: First principles calculations are adopted to study the spin polarization properties of thiophene molecule which adsorbed at the Co, Fe, and Ni electrode surfaces. The density of states, spin-polarized density distributions as well as the differential charge density distributions are obtained. It is found that the p orbital of the thiophene molecule will interact with the d orbital of the ferromagnetic electrodes, which will generate new spin coupling states and lead to obvious spin polarization in the thiophene molecule. Different electrodes induce different spin polarization properties, and in which the Fe electrode will bring the biggest spin polarization of the thiophene molecule. People can selectively and efficiently inject spin polarized electrons into molecules by choosing suitable ferromagnetic electrodes in organic spintronic devices.

  13. In vitro production of thiophenes using hairy root cultures of Tagetes ...

    African Journals Online (AJOL)

    Marigold (Tagetes spp.) is a source of thiophenes, which are a group of heterocyclic sulfurous compounds possessing strong biocidal activity, thus making Tagetes plants very useful as natural source of agents for controlling pathogens such as nematodes, insects, fungi and bacteria. Hairy root cultures of Tagetes erecta L.

  14. Optical absorption spectra of linear and cyclic thiophenes--selection rules manifestation

    International Nuclear Information System (INIS)

    Bednarz, Mariusz; Reineker, Peter; Mena-Osteritz, Elena; Baeuerle, Peter

    2004-01-01

    We theoretically study the size-dependent relation between absorption spectra of thiophene-based oligomers and the corresponding cyclothiophenes. In our approach based on a Frenkel exciton Hamiltonian, we demonstrate that the geometry and selection rules determine the observed relations between the spectra

  15. Crystal structure of (E-N-phenyl-N′-[1-(thiophen-2-ylethylidene]formohydrazide

    Directory of Open Access Journals (Sweden)

    C. S. Dileep

    2014-09-01

    Full Text Available In the title compound, C13H12N2OS, the planes of the thiophene and phenyl rings are nearly perpendicular to each other, making a dihedral angle of 86.42 (12°. In the crystal, molecules are linked by C—H...O hydrogen bonds, forming a helical chain along the b-axis direction.

  16. 40 CFR 721.10088 - Thiophene, 2,5-dibromo-3-hexyl-.

    Science.gov (United States)

    2010-07-01

    ..., and consumer activities. Requirements as specified in § 721.80(s) (4,500 kilograms). (ii) Release to... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Thiophene, 2,5-dibromo-3-hexyl-. 721.10088 Section 721.10088 Protection of Environment ENVIRONMENTAL PROTECTION AGENCY (CONTINUED) TOXIC...

  17. Synthesis, characterization and nano-structuration of poly-thiophene derivatives for organic photovoltaic solar cells

    International Nuclear Information System (INIS)

    Berson, S.

    2007-10-01

    This work is devoted to the synthesis of poly-thiophene derivatives with low bandgap and preserving high oxidation potential. Disubstituted thiophenes and 'Donor-Acceptor' bi-thiophenes were synthesized and then polymerized. The side chains of these polymers, donor or acceptor, were modified in order to tune the properties of material as well from the optical point of view as electrochemical. These polymers were also tested in blend with PCBM in bulk-heterojunction photovoltaic cells. Voc delivered by the devices showed a linear dependence according to the potential of oxidation of the polymers. Copolymers containing cyano-thiophene and alkyl- or alkoxy-thiophene showed values of 0.8 V. However, in spite of power conversion efficiency of 1 %, these performances remain lower than the one obtained with the P3HT. Optimizations in terms of morphology are certainly necessary. Indeed, the morphology of the active layer plays a key role in obtaining high power conversion efficiency. An original technique of nano-structuration of the polymer on a nano-metric scale was developed during this work, leading to the development of fibrillar P3HT. These nano-structures, presenting an important degree of order, are formed spontaneously in solution. Their rate compared to amorphous material is perfectly controllable and adjustable in solution and in solid state. Measurements of mobilities show a strong improvement of the transport of load within these fibrillar layers compared to a traditional film of P3HT obtained without annealing. Power conversion efficiencies of 3.6% on glass and 3.3 % on plastic were reached without annealing. (author)

  18. Synthesis, characterization and nano-structuration of poly-thiophene derivatives for organic photovoltaic solar cells

    International Nuclear Information System (INIS)

    Berson, S.

    2007-10-01

    This work is devoted to the synthesis of poly-thiophene derivatives with low bandgap and preserving high oxidation potential. Di-substituted thiophenes and 'Donor-Acceptor' bi-thiophenes were synthesized and then polymerized. The side chains of these polymers, donor or acceptor, were modified in order to tune the properties of material as well from the optical point of view as electrochemical. These polymers were also tested in blend with PCBM in bulk-heterojunction photovoltaic cells. Voc delivered by the devices showed a linear dependence according to the potential of oxidation of the polymers. Copolymers containing cyano-thiophene and alkyl- or alkoxy-thiophene showed values of 0.8 V. However, in spite of power conversion efficiency of 1 %, these performances remain lower than the one obtained with the P3HT. Optimizations in terms of morphology are certainly necessary. Indeed, the morphology of the active layer plays a key role in obtaining high power conversion efficiency. An original technique of nano-structuration of the polymer on a nano-metric scale was developed during this work, leading to the development of fibrillary P3HT. These nano-structures, presenting an important degree of order, are formed spontaneously in solution. Their rate compared to amorphous material is perfectly controllable and adjustable in solution and in solid state. Measurements of mobilities show a strong improvement of the transport of load within these fibrillary layers compared to a traditional film of P3HT obtained without annealing. Power conversion efficiencies of 3.6 % on glass and 3.3 % on plastic were reached without annealing. (author)

  19. Crystal structures of functional building blocks derived from bis(benzo[b]thiophen-2-yl)methane.

    Science.gov (United States)

    Katzsch, Felix; Gruber, Tobias; Weber, Edwin

    2016-09-01

    The syntheses of three bis(benzo[b]thiophen-2-yl)methane derivatives, namely bis(benzo[b]thiophen-2-yl)methanone, C17H10OS2, (I), 1,1-bis(benzo[b]thiophen-2-yl)-3-(trimethylsilyl)prop-2-yn-1-ol, C22H20OS2Si, (II), and 1,1-bis(benzo[b]thiophen-2-yl)prop-2-yn-1-ol, C19H12OS2, (III), are described and their crystal structures discussed comparatively. The conformation of ketone (I) and the respective analogues are rather similar for most of the compounds compared. This is true for the interplanar angles, the Caryl-Cbridge-Caryl angles and the dihedral angles. The best resemblance is found for a bioisotere of (I), viz. 2,2'-dinaphthyl ketone, (VII). By way of interest, the crystal packings also reveal similarities between (I) and (VII). In (I), the edge-to-face interactions seen between two napthyl residues in (VII) are substituted by S...π contacts between the benzo[b]thiophen-2-yl units in (I). In the structures of the bis(benzo[b]thiophen-2-yl)methanols, i.e. (II) and (III), the interplanar angles are also quite similar compared with analogues and related active pharmaceutical ingredients (APIs) containing the dithiophen-2-ylmethane scaffold, though the dihedral angles show a larger variability and produce unsymmetrical molecules.

  20. Poly(methyl methacrylate) and thiophene-coated single-walled carbon nanotubes for volatile organic compound discrimination

    Science.gov (United States)

    Muangrat, Worawut; Chodjarusawad, Thanawee; Maolanon, Rungroj; Pratontep, Sirapat; Porntheeraphat, Supanit; Wongwiriyapan, Winadda

    2016-02-01

    Poly(methyl methacrylate) (PMMA) and thiophene-coated single-walled carbon nanotubes (SWNTs) were fabricated for use in volatile organic compound (VOC) detection. Pristine SWNTs were separately coated with PMMA (PMMA/SWNTs) and thiophene (thiophene/SWNTs) by spin-coating. Pristine SWNTs showed the highest response to methanol, while PMMA/SWNTs enabled 5.4-fold improved dichloromethane detection and thiophene/SWNTs enabled 1.4-fold improved acetone detection compared with pristine SWNTs. The sensor response of PMMA/SWNTs to dichloromethane and that of thiophene/SWNTs to acetone can be attributed to the Hildebrand solubility parameter (HSP). The more similar the HSP, the higher the sensor response. The sensor response of pristine SWNTs to methanol is related to the diffusion coefficient and molecular size. The relationships between the vapor concentration and sensor response of PMMA/SWNTs to dichloromethane and thiophene/SWNTs to acetone are based on Henry’s adsorption isotherm, while that of pristine SWNTs to methanol is based on the Henry-clustering model. Principal component analysis (PCA) results show that dichloromethane, acetone, and methanol were successfully discriminated.

  1. Comprehensive and Facile Synthesis of Some Functionalized Bis-Heterocyclic Compounds Containing a Thieno[2,3-b]thiophene Motif

    Science.gov (United States)

    Mabkhot, Yahia N.; Barakat, Assem; Al-Majid, Abdullah M.; Alshahrani, Saeed A.

    2012-01-01

    A comprehensive and facile method for the synthesis of new functionalized bis-heterocyclic compounds containing a thieno[2,3-b]thiophene motif is described. The hitherto unknown bis-pyrazolothieno[2,3-b]thiophene derivatives 2a–c, bis-pyridazin othieno[2,3-b]thiophene derivatives 4, bis-pyridinothieno[2,3-b]thiophene derivatives 6a,b, and to an analogous bis-pyridinothieno[2,3-b]thiophene nitrile derivatives 7 are obtained. Additionally, the novel bis-pyradazinonothieno[2,3-b]thiophene derivatives 9, and nicotinic acid derivatives 10, 11 are obtained via bis-dienamide 8. The structures of all newly synthesized compounds have been elucidated by 1H, 13C NMR, GCMS, and IR spectrometry. These compounds represent a new class of sulfur and Nitrogen containing heterocycles that should also be of interest as new materials. PMID:22408452

  2. Synthesis and antitumor evaluation of thiophene based azo dyes incorporating pyrazolone moiety

    Directory of Open Access Journals (Sweden)

    Moustafa A. Gouda

    2016-03-01

    Full Text Available A series of thiophene incorporating pyrazolone moieties 5a–f and 6a–c were synthesized via diazo coupling of diazonium salt of 3-substituted-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophenes 1a–c with 3-methyl-1H-pyrazol-5(4H-one, 3-methyl-1-phenyl-1H-pyrazol-5(4H-one or 3-amino-1H-pyrazol-5(4H-one, respectively. Newly synthesized dyes were applied to polyester fabric as disperse dyes in which their color measurements and fastness properties were evaluated. These dyes showed generally red to blue shifted color with high extinction coefficient in comparison with aniline-based azo dyes. The antitumor activity of the synthesized dyes was evaluated. The results showed clearly that most of them exhibited good activity and compounds 5c and 5d exhibited moderate activity.

  3. Growth Kinetics of Rhodococcus Erythropolis IGTS8 on Thiophene and Dimethylsulphoxide

    International Nuclear Information System (INIS)

    El-Temtamy, S.A.; Farahat, L.A.; Al-Shatnawi, D.F.; AI-Sayed, S.

    2004-01-01

    Sulfur oxides emissions through fossil fuel combustion posse environmental problems because these oxides are major cause of acid rain, which dissolve buildings, kills forests and poisons lakes. That is why world environmental regulations are becoming harder with respect to sulfur content in fossil fuels. The demand for new low-cost desulfurization technologies has led to renewed interest in bio desulfurization. In this work the growth kinetics of Rhodococcus Erythopolis IGTS8 have been studied on two model sulfur compounds that are found among other sulfur compounds in petroleum fractions. These are namely thiophene and dimethyl sulfoxide, DEMSO. Batch reactor and different substrate concentrations ranging between 1 and 8 gl -1 were used to study the growth kinetics. Growth on thiophene was shown to follow Monode kinetics with μ m ax =0.064 h -1 and K s = 2.8 gl -1 , on the other hand, growth on DEMSO was found to be substrate inhibited

  4. A First Synthesis and Physical Properties of Asymmetric Anthracenes-Thiophenes Bridged with Ethylene

    International Nuclear Information System (INIS)

    Hwang, Min Ji; Park, Ji Hee; Jeong, Eun Bin

    2012-01-01

    Here we report our recent result of a new semiconductor material, which has an asymmetric structure. The synthesized molecules consist of anthracene and thiophene connected by bridged ethylene and substituted with hexyl or dodecyl groups as pendants. The semiconductors were synthesized using a McMurry coupling reaction between anthracene-2-carbaldehyde and corresponding 5-hexyl(or dodecyl)thiophene-2-carbaldehyde. A first investigation of synthesized asymmetry AVHT (9a) and AVDT (9b) for the physical properties showed that they have high oxidation potential and thermal stability. The devices prepared by using AVHT (9a) and AVDT (9b) showed the mobility of 2.6 Χ 10 -2 cm 2 /Vs and 4.4 Χ 10 -3 cm 2 /Vs, respectively, in solution processed OTFTs

  5. Measurement and correlation of vapour pressures of pyridine and thiophene with [EMIM][SCN] ionic liquid

    International Nuclear Information System (INIS)

    Khelassi-Sefaoui, Asma; Mutelet, Fabrice; Mokbel, Ilham; Jose, Jacques; Negadi, Latifa

    2014-01-01

    Highlights: • VLE of (pyridine + [EMIM][SCN]), or (thiophene + [EMIM][SCN]) binary mixtures were measured. • The investigated temperatures are 273 K to 363 K. • The PC-SAFT equation of state has been used to correlate the vapour pressures of the binary systems. - Abstract: In this work (vapour + liquid) equilibrium (VLE) measurements were performed on binary systems of the ionic liquid 1-ethyl-3-methylimidazolium thiocynate [EMIM][SCN] with thiophene or pyridine at pressures close to the atmospheric pressure using a static device at temperatures between 273 K and 363 K. Experimental data were correlated by the PC-SAFT EoS. The binary interaction parameters k ij were optimised on experimental VLE data. The results obtained for the two binary mixtures studied in this paper indicate that the PC-SAFT EoS can be used to represent systems containing ionic liquids

  6. Low coercive field and conducting nanocomposite formed by Fe3O4 and poly(thiophene)

    International Nuclear Information System (INIS)

    Silva, R.A.; Santos, M.J.L.; Rinaldi, A.W.; Zarbin, A.J.G.; Oliveira, M.M.; Santos, I.A.; Cotica, L.F.; Coellho, A.A.; Rubira, A.F.; Girotto, E.M.

    2007-01-01

    Magnetite and poly(thiophene) composites have been produced by in situ monomer oxidation. Fourier transform infrared (FTIR) and X-ray diffraction (XRD) confirmed the presence of Fe 3 O 4 as particle agglomerates ranging from 15 to ca. 54 nm in size. Transmission electron micrographs (TEMs) revealed a face-to-face structure in both the pure magnetite and the nanocomposite. Typical superparamagnetic (ferrimagnetic) curves have been observed, whereas the relatively weak magnetic field employed in measurement, 200 Oe, was sufficient to split the curves completely. Zero field cooling (ZFC) and field cooling (FC) curves coincide only above room temperature, indicating that the characteristic blocking temperature (T B ) for superparamagnetic particles in this assembly is above room temperature. - Graphical abstract: TEM image of magnetite/poly(thiophene) nanocomposite

  7. Bioinorganic Relevance of Some Cobalt(II Complexes with Thiophene-2-glyoxal Derived Schiff Bases

    Directory of Open Access Journals (Sweden)

    Prashant Singh

    2009-01-01

    Full Text Available Complexes of Co(II with two new Schiff bases TEAB [2-hydroxy-4-{[2-oxo-2-(thiophen-2-ylethylidene]amino}benzoic acid] and TEPC [N-[2-oxo-2-(thiophen-2-ylethylidene]pyridine-3-carboxamide] have been synthesized and characterized with the help of elemental analysis, magnetic, mass, 1H-NMR, 13C-NMR, IR and electronic spectral data. IR spectra manifest the coordination of the ligand to the metal ion through the carbonyl oxygen, azomethine nitrogen and thienyl sulphur atoms. With the help of electronic spectral data various ligand field parameters were also calculated. All these studies reveal the distorted octahedral Co(II complexes. Synthesized compounds have also been screened against some micro organisms viz, Escherichia coli, Proteus vulgaris, Aspergillus niger and Aspergillus flavus with the help of ‘filter paper disc’ technique. It has been observed that the antimicrobial activities of metal complexes are higher than that of the free ligand.

  8. Antifungal activity of synthetic di(hetero)arylamines based on the benzo[b]thiophene moiety.

    Science.gov (United States)

    Pinto, Eugénia; Queiroz, Maria-João R P; Vale-Silva, Luís A; Oliveira, João F; Begouin, Agathe; Begouin, Jeanne-Marie; Kirsch, Gilbert

    2008-09-01

    The antifungal activity of several di(hetero)arylamine derivatives of the benzo[b]thiophene system was evaluated against clinically relevant Candida, Aspergillus, and dermatophyte species by a broth macrodilution test based on CLSI (formerly NCCLS) guidelines. The most active compound showed a broad spectrum of activity (against all tested fungal strains, including fluconazole-resistant fungi), with particularly low MICs for dermatophytes. Results from the inhibition of the dimorphic transition in Candida albicans and flow cytometry studies further confirmed their biological activity. With this study it was possible to establish some structure-activity relationships (SARs). The hydroxy groups proved to be essential for the activity in the aryl derivatives. Furthermore, the spectrum of activity in the pyridine derivatives was broadened by the absence of the ester group on position 2 of the benzo[b]thiophene system.

  9. Self organized growth of organic thiophene-phenylene nanowires on silicate surfaces

    DEFF Research Database (Denmark)

    Balzer, F.; Schiek, Manuela; Lützen, Arne

    2009-01-01

    changes in the choice of the substrate lead to distinctly different growth behavior. On muscovite, a commensurate wetting layer of lying molecules is initially formed with subsequent formation of clusters, which assemble into mutually parallel nanowires. The wires grow along a 110 muscovite direction......Results of a systematic study of the growth of blue-green light-emitting 2,5-di-4-biphenyl-thiophene (PPTPP) molecules on the (001) faces of the sheet silicates muscovite and phlogopite mica are reported. This includes morphology, crystallography, and optical properties. It is shown that small....... In comparison to similar organic molecules, it is found that overall PPTPP has a growth behavior more similar to that of the p-phenylenes as compared to that of the α-thiophenes....

  10. Synthesis, reactions, and antiarrhythmic activities of some novel pyrimidines and pyridines fused with thiophene moiety

    OpenAIRE

    AMR, Abdel-Galil El-Sayed; ABDEL-HAFEZ, Naglaa Abdel-Samei

    2009-01-01

    We report herein the synthesis and antiarrhythmic activities of some newly synthesized heterocyclic theino[2,3-c]pyrimidine and theino[2,3-c]pyridine derivatives fused with thiophene moiety. Initially the acute toxicity of the compounds was assayed via the determination of their LD50. The antiarrhythmic activities for the compounds were determined and all the tested compounds were found more potent than Procaine amide\\textregistered and Lidocaine\\textregistered as positive antiarrhyth...

  11. Synthesis, reactions, and antiarrhythmic activities of some novel pyrimidines and pyridines fused with thiophene moiety

    OpenAIRE

    AMR, Abdel-Galil El-Sayed; ABDEL-HAFEZ, Naglaa Abdel-Samei; MOHAMED, Salwa Fahem; ABDALLA, Mohamed Mostafa

    2014-01-01

    We report herein the synthesis and antiarrhythmic activities of some newly synthesized heterocyclic theino[2,3-c]pyrimidine and theino[2,3-c]pyridine derivatives fused with thiophene moiety. Initially the acute toxicity of the compounds was assayed via the determination of their LD50. The antiarrhythmic activities for the compounds were determined and all the tested compounds were found more potent than Procaine amide\\textregistered and Lidocaine\\textregistered as positive antiarrhyth...

  12. Toxicity of Thiophenes from Echinops transiliensis (Asteraceae) against Aedes aegypti (Diptera: Culicidae) Larvae

    Science.gov (United States)

    2014-01-01

    Toxicity of Thiophenes from Echinops transiliensis (Asteraceae) against Aedes aegypti (Diptera: Culicidae) Larvae by Hiroshi Nakano*a)b)c), Abbas...larvicides against Aedes aegypti. Structural differences among compounds 3, 5, and 8 consisted in differing AcO and OH groups attached to C(3’’) and C(4...serious human diseases including malaria, Japanese encephalitis, yellow fever, dengue, and filariasis. The urban-adapted Aedes aegypti mosquito has become

  13. Novel quinolines carrying pyridine, thienopyridine, isoquinoline, thiazolidine, thiazole and thiophene moieties as potential anticancer agents

    Directory of Open Access Journals (Sweden)

    Ghorab Mostafa M.

    2016-06-01

    Full Text Available As a part of ongoing studies in developing new anticancer agents, novel 1,2-dihydropyridine 4, thienopyridine 5, isoquinolines 6–20, acrylamide 21, thiazolidine 22, thiazoles 23–29 and thiophenes 33–35 bearing a biologically active quinoline nucleus were synthesized. The structure of newly synthesized compounds was confirmed on the basis of elemental analyses and spectral data. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. 2,3-Dihydrothiazole-5-carboxamides 27, 25, 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (34, 1,2-dihydroisoquinoline-7-carbonitrile (7, 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxamide (35, 1,2-dihydroisoquinoline-7-carbonitrile (6, 2-cyano-3-(dimethylamino-N-(quinolin-3-ylacrylamide (21, 1,2-dihydroisoquinoline-7-carbonitriles (11 and (8 exhibited higher activity (IC50 values of 27–45 μmol L–1 compared to doxorubicin (IC50 47.9 μmol L–1. LQ quinolin-3-yl-1,2-dihydroisoquinoline-7-carbonitrile (12, 2-thioxo-2,3-dihydrothiazole-5-carboxamide (28 and quinolin-3-yl-1,2-dihydroisoquinoline-7-carbonitrile (15 show activity comparable to doxorubicin, while (quinolin-3-yl-1,2-dihydroisoquinoline-7-carbonitrile (9, 2,3-dihydrothiazole-5-carboxamide (24, thieno [3,4-c] pyridine-4(5H-one (5, cyclopenta[b]thiophene-3-carboxamide (33 and (quinolin-3-yl-6-stryl-1,2-dihydroisoquinoline-7-carbonitrile (10 exhibited moderate activity, lower than doxorubicin.

  14. Incorporating TCNQ into thiophene-fused heptacene for n-channel field effect transistor

    KAUST Repository

    Ye, Qun

    2012-06-01

    Incorporation of electron-deficient tetracyanoquinodimethane (TCNQ) into electron-rich thiophene-fused heptacene was successfully achieved for the purpose of stabilizing longer acenes and generating new n-type organic semiconductors. The heptacene-TCNQ derivative 1 was found to have good stability and an expected electron transporting property. Electron mobility up to 0.01 cm 2 V -1 s -1 has been obtained for this novel material in solution processed organic field effect transistors. © 2012 American Chemical Society.

  15. Synthesis and Characterization of New Thieno[3,2-b]thiophene Derivatives

    Directory of Open Access Journals (Sweden)

    Wojciech Pisula

    2012-10-01

    Full Text Available Three derivatives of thieno[3,2-b]thiophene end-capped with phenyl units have been synthesized and characterized by MALDI TOF mass spectroscopy, elemental analysis, UV-vis absorption spectroscopy and thermogravimetric analysis (TGA. All compounds were prepared using Pd-catalyzed Stille or Suzuki coupling reactions. Optical measurements and thermal analysis revealed that these compounds are promising candidates for p-type organic semiconductor applications.

  16. Thiophene-fused tetracene diimide with low band gap and ambipolar behavior

    KAUST Repository

    Ye, Qun

    2011-11-18

    The first tetracene diimide derivative fused with four thiophene rings, TT-TDI, was synthesized by an FeCl3 mediated oxidative cyclodehydrogenation reaction. TT-TDI exhibited a low band gap of 1.52 eV and amphoteric redox behavior. TT-TDI also showed a liquid crystalline property and ambipolar charge transport in thin film field-effect transistors. © 2011 American Chemical Society.

  17. Thiophene-fused tetracene diimide with low band gap and ambipolar behavior

    KAUST Repository

    Ye, Qun; Chang, Jingjing; Huang, Kuo-Wei; Chi, Chunyan

    2011-01-01

    The first tetracene diimide derivative fused with four thiophene rings, TT-TDI, was synthesized by an FeCl3 mediated oxidative cyclodehydrogenation reaction. TT-TDI exhibited a low band gap of 1.52 eV and amphoteric redox behavior. TT-TDI also showed a liquid crystalline property and ambipolar charge transport in thin film field-effect transistors. © 2011 American Chemical Society.

  18. The cobalt-mediated [2+2+2]cycloaddition of thiophenes and benzofurans to alkynes

    Energy Technology Data Exchange (ETDEWEB)

    Malaska, M.J.

    1991-01-01

    The cobalt-mediated [2+2+2]cycloaddition of thiophenes and benzofurans to alkynes was investigated. The cocyclization of 2-propynyloxymethylthiophenes provided two types of cyclohexadiene complexes. It was found that one of these complexes could be converted to the other by a thermal rearrangement. This novel transformation was investigated by deuterium-labelling and kinetic studies, and a mechanism was proposed. The complexes could be oxidatively demetallated to provide the liberated organic framework. Further reorganization of these dienes were observed during the decomplexation process and in the presence of CpCo(C[sub 2]H[sub 4])[sub 2]. In this manner several new heterocyclic ring systems could be constructed from 2-substituted thiophenes. Following the success of the thiophene cyclizations, the cocyclization of the benzofuran nucleus was examined. Reagents and conditions were developed that provide an efficient synthesis of alkynols from carboxylic acids; other functional group interconversions of the alkynols were briefly studied. The synthesis and cyclization of 1-[7-methoxy-4-benzofuranyl]-3-butyn-2-ol produced a cobalt complex containing the A,B,C, and D rings of the morphine skeleton. A synthetic advantage of this methodology would be the ease of substitution at pharmaco-logically relevant C-6 and C-7 positions of the morphine framework. Synthetic routes using a cobalt cyclization strategy were proposed.

  19. A thiophene-modified screen printed electrode for detection of dengue virus NS1 protein.

    Science.gov (United States)

    Silva, M M S; Dias, A C M S; Cordeiro, M T; Marques, E; Goulart, M O F; Dutra, R F

    2014-10-01

    A thiophene-modified screen printed electrode (SPE) for detection of the Dengue virus non-structural protein 1 (NS1), an important marker for acute phase diagnosis, is described. A sulfur-containing heterocyclic compound, the thiophene was incorporated to a carbon ink to prepare reproducible screen printed electrodes. After cured, the thiophene SPE was coated by gold nanoparticles conjugated to Protein A to form a nanostrutured surface. The Anti-NS1 antibodies immobilized via their Fc portions via Protein A, leaving their antigen specific sites free circumventing the problem of a random antibodies immobilization. Amperometric responses to the NS1 protein of dengue virus were obtained by cyclic voltammetries performed in presence of ferrocyanide/ferricyanide as redox probe. The calibration curve of immunosensor showed a linear response from 0.04 µg mL(-1) to 0.6 µg mL(-1) of NS1 with a good linear correlation (r=0.991, pink enhanced the electroanalytical properties of the SPEs, increasing their reproducibility and sensitivity. This point-of-care testing represents a great potential for use in epidemic situations, facilitating the early diagnosis in acute phase of dengue virus. Copyright © 2014 Elsevier B.V. All rights reserved.

  20. Jumping, Rotating, and Flapping: The Atomic-Scale Motion of Thiophene on Cu(111).

    Science.gov (United States)

    Lechner, Barbara A J; Sacchi, Marco; Jardine, Andrew P; Hedgeland, Holly; Allison, William; Ellis, John; Jenkins, Stephen J; Dastoor, Paul C; Hinch, B J

    2013-06-06

    Self-assembled monolayers of sulfur-containing heterocycles and linear oligomers containing thiophene groups have been widely employed in organic electronic applications. Here, we investigate the dynamics of isolated thiophene molecules on Cu(111) by combining helium spin-echo (HeSE) spectroscopy with density functional theory calculations. We show that the thiophene/Cu(111) system displays a rich array of aperiodic dynamical phenomena that include jump diffusion between adjacent atop sites over a 59-62 meV barrier and activated rotation around a sulfur-copper anchor, two processes that have been observed previously for related systems. In addition, we present experimental evidence for a new, weakly activated process, the flapping of the molecular ring. Repulsive inter-adsorbate interactions and an exceptionally high friction coefficient of 5 ± 2 ps(-1) are also observed. These experiments demonstrate the versatility of the HeSE technique, and the quantitative information extracted in a detailed analysis provides an ideal benchmark for state-of-the-art theoretical techniques including nonlocal adsorbate-substrate interactions.

  1. Characterization of ZSM-5 modified with niobium pentoxide: the study of thiophene adsorption

    Energy Technology Data Exchange (ETDEWEB)

    Cavalcanti, Rodrigo M.; Barros, Ivoneide de C.L., E-mail: ibarros@ufam.edu.br [Universidade Federal do Amazonas (UFAM), Manaus, AM (Brazil). Inst. de Ciencias Exatas; Dias, Jose A.; Dias, Silvia C.L. [Universidade de Brasilia (UnB), DF (Brazil). Inst. de Quimica

    2013-01-15

    ZSM-5 adsorbents impregnated with Nb{sub 2}O{sub 5} were applied in the sulfur removal in the form of thiophene, refractory substance of difficult removal of liquid fuels. For this purpose, a model fuel containing iso-octane contaminated with thiophene in concentrations of 877.5 to 1155 ppmw was prepared. The samples were characterized by X-ray diffractometry (XRD), Fourier transform infrared (FTIR) and Fourier transform-Raman (FT-Raman) spectroscopies for confirmation of the adsorbents, being prioritized the adsorption study with that containing 5 wt.% of niobium pentoxide, because it showed a greater capacity for removal of thiophene. The best results of adsorption were achieved at 353 K, a longer time to reach equilibrium was observed. Under these conditions, the best kinetic fitting was achieved using the equation of pseudo-second order, demonstrating the domain of the phenomenon of chemisorption. While under lower temperatures, the diffusion model presented a better approximation of the experimental results. Also, the increasing of temperature did enhance spontaneous processes. (author)

  2. N1-(Thiophen-2-ylmethyl-N3,N3-bis[3-(thiophen-2-ylmethylammoniopropyl]propane-1,3-diammonium hexafluoridosilicate methanol trisolvate

    Directory of Open Access Journals (Sweden)

    Md. Alamgir Hossain

    2013-12-01

    Full Text Available In the title compound, C24H40N4S34+·2SiF62−·3CH3OH, the central tertiary amine function is protonated and is connected to three thiophen-2-ylmethylamino-n-propyl groups, forming the arms of a T-shaped cation that has two pockets. Each arm contains one protonated secondary amine function, and each pocket is occupied by one SiF62− anion bonded via two N—H...F interactions with the protonated amine group on the middle arm, while two methanol solvent molecules are N—H...O hydrogen-bonded with the other secondary protonated amine groups on the side arms. Weak O—H...O and O—H...F hydrogen bonds between the solvent molecules and between the solvent molecules and the anions, respectively, are also observed. All three thiophene groups in the arms are disordered over two sets of sites, with occupancy ratios of 0.828 (3:0.172 (3, 0.910 (2:0.090 (2 and 0.890 (3:0.110 (3.

  3. Molecular dynamics simulations on desulfurization of n-octane/thiophene mixture using silica filled polydimethylsiloxane nanocomposite membranes

    International Nuclear Information System (INIS)

    Shariatinia, Zahra; Jalali, Azin Mazloom; Taromi, Faramarz Afshar

    2016-01-01

    Molecular dynamics (MD) simulations were performed at 298.15 K and 1 atm in order to study microstructure and transport behaviors of polydimethylsiloxane (PDMS) membranes containing 0%–8% SiO 2 nanoparticles used for the separation of thiophene from n-octane. It was found that the fractional free volume (FFV) of 0% SiO 2 was the highest (47.24%) among five nanocomposite membranes and addition of 2%–8% silica nanoparticles led to dramatic decrease in the FFV of the cells. The x-ray diffraction (XRD) patterns of all membranes showed that they had a semi-crystalline structure containing a broad peak around 15°–18°. The radial distribution function (RDF) analysis proved that the smallest C(CH 2 -octane)–O(SiO 2 ), C(PDMS)–O(SiO 2 ) and H(thiophene)–O(SiO 2 ) distances were present in 4% SiO 2 membrane reflecting the silica–octane, silica–polymer and silica–thiophene interactions were the strongest in this membrane. The mean squared displacement (MSD) and diffusion coefficients of n-octane were both small in the 6% silica membrane but they were high for thiophene suggesting this membrane was the most suitable for the desulfurization process and separation of thiophene from n-octane. (paper)

  4. A Furan-Thiophene-Based Quinoidal Compound: A New Class of Solution-Processable High-Performance n-Type Organic Semiconductor.

    Science.gov (United States)

    Xiong, Yu; Tao, Jingwei; Wang, Ruihao; Qiao, Xiaolan; Yang, Xiaodi; Wang, Deliang; Wu, Hongzhuo; Li, Hongxiang

    2016-07-01

    The furan-thiophene-based quinoidal organic semiconductor, TFT-CN, is designed and synthesized. TFT-CN displays a high electron mobility of 7.7 cm(2) V(-1) s(-1) , two orders of magnitude higher than the corresponding thiophene-based derivative. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  5. Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

    KAUST Repository

    Shi, Xueliang

    2015-07-06

    A pro-aromatic bisphenaleno-thieno[3,2-b]thiophene (BPT-TIPS) was synthesized and compared with an anti-aromatic bisindeno-thieno[3,2-b]thiophene (S2-TIPS). BPT-TIPS showed larger diradical character, stronger absorption, longer excited state lifetime and better redox amphotericity than S2-TIPS. X-ray crystallographic analysis of BPT-TIPS disclosed an ordered 3D packing via close π-π interactions and field-effect hole mobility of 0.26 cm2V-1s-1 was obtained.

  6. Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

    KAUST Repository

    Shi, Xueliang; Lee, Sangsu; Son, Minjung; Zheng, Bin; Chang, Jingjing; Jing, Linzhi; Huang, Kuo-Wei; Kim, Dongho; Chi, Chunyan

    2015-01-01

    A pro-aromatic bisphenaleno-thieno[3,2-b]thiophene (BPT-TIPS) was synthesized and compared with an anti-aromatic bisindeno-thieno[3,2-b]thiophene (S2-TIPS). BPT-TIPS showed larger diradical character, stronger absorption, longer excited state lifetime and better redox amphotericity than S2-TIPS. X-ray crystallographic analysis of BPT-TIPS disclosed an ordered 3D packing via close π-π interactions and field-effect hole mobility of 0.26 cm2V-1s-1 was obtained.

  7. Plasma nanocoating of thiophene onto MoS{sub 2} nanotubes

    Energy Technology Data Exchange (ETDEWEB)

    Türkaslan, Banu Esencan [Suleyman Demirel University, Faculty of Engineering, Department of Chemical Engineering, 32260 Isparta (Turkey); Dikmen, Sibel [Suleyman Demirel University, Faculty of Arts and Science, Department of Chemistry, 32260 Isparta (Turkey); Öksüz, Lütfi [Suleyman Demirel University, Faculty of Arts and Science, Department of Physics, 32260 Isparta (Turkey); Öksüz, Aysegul Uygun, E-mail: ayseguluygun@sdu.edu.tr [Suleyman Demirel University, Faculty of Arts and Science, Department of Chemistry, 32260 Isparta (Turkey)

    2015-12-01

    Highlights: • MoS{sub 2} nanotubes were coated with thiophene by atmospheric pressure radio-frequency (RF) glow discharge. • Among nanohybrid preparation methods, the plasma methods appear as new technology. • The effect of plasma power on PTh/MoS{sub 2} nanocomposite properties has been investigated. • When the discharge power is increased between 117 and 360 W the chemical structure of PTh is not changed and the structure of nanocomposites become more uniformly. - Abstract: MoS{sub 2} nanotubes were coated with conductive polymer thiophene by atmospheric pressure radio-frequency (RF) glow discharge. MoS{sub 2} nanotubes were prepared by thermal decomposition of hexadecylamine (HDA) intercalated laminar MoS{sub 2} precursor on anodized aluminum oxide template and the thiophene was polymerized directly on surface of these nanotubes as in situ by plasma method. The effect of plasma power on PTh/MoS{sub 2} nanocomposite properties has been investigated by means of Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM and EDX), and X-ray diffraction spectroscopy (XRD). The presence of PTh bands in the FTIR spectra of PTh/MoS{sub 2} nanotube nanocomposites corresponding XRD results indicates that the polythiophene coating onto MoS{sub 2} nanotube. The chemical structure of PTh is not changed when the plasma power of discharge differ from 117 to 360 W. SEM images of nanocomposites show that when the discharge power is increased between 117 and 360 W the average diameter of PTh/MoS{sub 2} nanotube nanocomposites are changed and the structure become more uniformly.

  8. 4,4′-Bipyridine–3-(thiophen-3-ylacrylic acid (1/2

    Directory of Open Access Journals (Sweden)

    Malaichamy Sathiyendiran

    2011-10-01

    Full Text Available In the title 1/2 adduct, C10H8N2·2C7H6O2S, the dihedral angle between the pyridine rings is 18.41 (11°. In the thiopheneacrylic acid molecules, the dihedral angles between the respective thiophene and acrylic acid units are 5.52 (17° and 23.92 (9°. In the crystal, the components are linked via O—H...N hydrogen-bonding interactions, forming units of two 3-thiopheneacrylic acid molecules and one 4,4′-bipyridine molecule.

  9. Ethyl 2-cyano-5-oxo-5-(thiophen-2-yl-3-(3,4,5-trimethoxyphenylpentanoate

    Directory of Open Access Journals (Sweden)

    M. Prabhuswamy

    2012-12-01

    Full Text Available In the title compound, C21H23NO6S, the dihedral angle between the thiopene and benzene rings is 88.66 (6°. In the crystal, molecules are connected by C—H...N and C—H...O hydrogen bonds, forming a tape along [10-1]. In addition, C—H...π and π–π stacking [centroid–centroid distance = 3.879 (2 Å between the thiophene rings] interactions are observed.

  10. Oxidative desulfurization of thiophene on TiO2/ZSM-12 zeolite

    OpenAIRE

    Santos,Marília Ramalho Figueiredo dos; Pedrosa,Anne Michelle Garrido; Souza,Marcelo José Barros de

    2016-01-01

    In this work the hydrothermal synthesis of ZSM-12 zeolite was performed, varying the MTEACl/SiO2 ratio, where the synthesis temperature was 140 ºC and the crystallization time was 144 hours. The catalysts were characterized by XRD, FTIR and TG. TiO2/ZSM-12 catalysts were used with titanium ions concentrations of 5, 10 and 15%. The oxidative desulfurization (ODS) reactions were performed using a model mixture containing n-heptane as solvent and thiophene as sulfur compound, H2O2 as an oxidizin...

  11. Designing thiophene-based azomethine oligomers with tailored properties: Self-assembly and charge carrier mobility

    DEFF Research Database (Denmark)

    Kiriy, N.; Bocharova, V.; Kiriy, A.

    2004-01-01

    This paper describes synthesis and characterization of two thiophene-based azomethines designed to optimize solubility, self-assembly, and charge carrier mobility. We found that incorporation of azomethine and amide moieties in the alpha,omega-position, and hexyl chains in the beta-position of th...... with the mobilities of the best organic semiconductors. All these significant differences in properties of related compounds can be attributed to the hydrogen bonding between QT-amide molecules responsible for the observed self-assembly....

  12. X-ray diffraction studies of the structure and orientations of thiophene and fluorenone based molecule

    International Nuclear Information System (INIS)

    Porzio, William; Pasini, Mariacecilia; Destri, Silvia; Giovanella, Umberto; Fontaine, Philippe

    2006-01-01

    The crystal structure of a conjugated molecule containing thiophene and fluorenone residues has been determined from powder X-ray diffraction (XRD). Thin films ( -5 Pa) onto oxidized silicon substrates, are oriented along with different crystallographic directions. A comparison of XRD in both Grazing Incidence and Bragg-Brentano geometries allowed to perform a quantitative analysis of the various orientations. This approach is generally applicable in the case of multi-oriented films. The results fully account for the poor performance of this molecule in p-type field effect transistor devices

  13. 5-(Thiophen-2-ylmethyl-1,3,4-thiadiazol-2-amine

    Directory of Open Access Journals (Sweden)

    Jerry P. Jasinski

    2012-05-01

    Full Text Available In the title molecule, C7H7N3S2, the dihedral angle between the thiophene and thiadiazole rings is 72.99 (5°; the two rings are oriented so that the S atoms in each ring are on the same side. In the crystal, the three-dimensional network involves strong N—H...O hydrogen bonds, as well as C—H...π and π–π stacking interactions [centroid–centroid distances = 3.654 (1 and 3.495 (1 Å].

  14. Low band gap polymers based on 1,4-dialkoxybenzene, thiophene, bithiophene donors and the benzothiadiazole acceptor

    DEFF Research Database (Denmark)

    Carlé, Jon Eggert; Andreasen, Jens Wenzel; Jørgensen, Mikkel

    2010-01-01

    Four new copolymers of 1,4-dialkoxybenzene, thiophene, bithiophene and benzothiadiazole have been prepared and investigated for optical properties and in photovoltaic devices. The structures were chosen to show the effect of successively introducing an acceptor moiety, longer alkoxy side chains...... and finally, substituting thiophene for bithiophene. The absorption spectra and IPCE showed that these are low band gap polymers that can harvest light in the visible spectrum (400 to 700 nm) and that photoelectrons are generated in the whole range. The photovoltaic devices produced short circuit current...

  15. Atmospheric pressure chemical ionization Fourier transform ion cyclotron resonance mass spectrometry for complex thiophenic mixture analysis

    KAUST Repository

    Hourani, Nadim

    2013-10-01

    Rationale Polycyclic aromatic sulfur heterocycles (PASHs) are detrimental species for refining processes in petroleum industry. Current mass spectrometric Methods that determine their composition are often preceded by derivatization and dopant addition approaches. Different ionization Methods have different impact on the molecular assignment of complex PASHs. The analysis of such species under atmospheric pressure chemical ionization (APCI) is still considered limited due to uncontrolled ion generation with low- and high-mass PASHs. Methods The ionization behavior of a model mixture of five selected PASH standards was investigated using an APCI source with nitrogen as the reagent gas. A complex thiophenic fraction was separated from a vacuum gas oil (VGO) and injected using the same method. The samples were analyzed using Fourier transform ion cyclotron resonance mass spectrometry (FTICR MS). RESULTS PASH model analytes were successfully ionized and mainly [M + H]+ ions were produced. The same ionization pattern was observed for the real thiophenic sample. It was found that S1 class species were the major sulfur-containing species found in the VGO sample. These species indicated the presence of alkylated benzothiophenic (BT), dibenzothiophenic (DBT) and benzonaphthothiophenic (BNT) series that were detected by APCI-FTICR MS. CONCLUSIONS This study provides an established APCI-FTICR MS method for the analysis of complex PASHs. PASHs were detected without using any derivatization and without fragmentation. The method can be used for the analysis of S-containing crude oil samples. © 2013 John Wiley & Sons, Ltd.

  16. Current’s Fluctuations through Molecular Wires Composed of Thiophene Rings

    Directory of Open Access Journals (Sweden)

    Judith Helena Ojeda Silva

    2018-04-01

    Full Text Available We study theoretically the electronic transport and quantum fluctuations in single-molecule systems using thiophene rings as integrated elementary functions, as well as the dependence of these properties with the increase of the coupled rings, i.e., as a quantum wire. In order to analyze the current flow through these molecular systems, the thiophene rings are considered to be connected to metal contacts, which, in general terms, will be related to the application of voltages (bias voltages or gate voltages to generate non-equilibrium behavior between the contacts. Due to the nonlinear behavior that is generated when said voltages are applied, it is possible to observe quantum fluctuations in the transport properties of these molecular wires. For the calculation of the transport properties, we applied a tight-binding approach using the Landauer–Büttiker formalism and the Fischer–Lee relationship, by means of a semi-analytic Green’s function method within a real-space renormalization (decimation procedure. Our results showed an excellent agreement with results using a tight-binding model with a minimal number of parameters reported so far for these molecular systems.

  17. Origin and Distribution of Thiophenes and Furans in Gas Discharges from Active Volcanoes and Geothermal Systems

    Directory of Open Access Journals (Sweden)

    Franco Tassi

    2010-03-01

    Full Text Available The composition of non-methane organic volatile compounds (VOCs determined in 139 thermal gas discharges from 18 different geothermal and volcanic systems in Italy and Latin America, consists of C2–C20 species pertaining to the alkanes, alkenes, aromatics and O-, S- and N-bearing classes of compounds. Thiophenes and mono-aromatics, especially the methylated species, are strongly enriched in fluids emissions related to hydrothermal systems. Addition of hydrogen sulphide to dienes and electrophilic methylation involving halogenated radicals may be invoked for the formation of these species. On the contrary, the formation of furans, with the only exception of C4H8O, seems to be favoured at oxidizing conditions and relatively high temperatures, although mechanisms similar to those hypothesized for the production of thiophenes can be suggested. Such thermodynamic features are typical of fluid reservoirs feeding high-temperature thermal discharges of volcanoes characterised by strong degassing activity, which are likely affected by conspicuous contribution from a magmatic source. The composition of heteroaromatics in fluids naturally discharged from active volcanoes and geothermal areas can then be considered largely dependent on the interplay between hydrothermal vs. magmatic contributions. This implies that they can be used as useful geochemical tools to be successfully applied in both volcanic monitoring and geothermal prospection.

  18. Conductive and photoactive nature of conjugated polymer based on thiophene functionalized thiazole or benzothiadiazole

    Directory of Open Access Journals (Sweden)

    K. Mahesh

    2018-03-01

    Full Text Available New poly (thiophene vinyl thiazole (PTVT and poly (thiophene vinyl benzothiadiazole (PTVBT was synthesized by Wittig condensation route. The absorption maximum of PTVT and PTVBT appeared at 376 and 410 nm in a solution state, and it was red-shifted to 417 and 510 nm in a thin film state. The optical band gaps were 1.7 and 1.5 eV calculated from thin film absorption edges of the polymer. The photoluminescence spectra of PTVT and PTVBT have an emission peak at 457 nm with bluish green and 487 nm with greenish-yellow fluorescence in THF solution. Both polymers showed a short fluorescence decay time (τ1 of 2.31 and 0.73 ns respectively. Furthermore, the aggregation-caused quenching (ACQ phenomenon observed in both polymers in decreased fluorescence intensity with different water fractions. The lower electrochemical band gaps were achieved for both polymers (1.4, and 1.3 eV from cyclic voltammetry. Both polymers have a granular shaped morphology with good surface roughness was observed using AFM. High thermal stability was observed with 8% weight loss at 400 °C for PTVT and 6% weight loss at 460°C for PTVBT. The highest electrical conductivity was observed from electrochemical impedance measurement which was 7.68·10–6 Ω–1·cm–1 for PTVBT.

  19. Origin and distribution of thiophenes and furans in gas discharges from active volcanoes and geothermal systems.

    Science.gov (United States)

    Tassi, Franco; Montegrossi, Giordano; Capecchiacci, Francesco; Vaselli, Orlando

    2010-03-31

    The composition of non-methane organic volatile compounds (VOCs) determined in 139 thermal gas discharges from 18 different geothermal and volcanic systems in Italy and Latin America, consists of C(2)-C(20) species pertaining to the alkanes, alkenes, aromatics and O-, S- and N-bearing classes of compounds. Thiophenes and mono-aromatics, especially the methylated species, are strongly enriched in fluids emissions related to hydrothermal systems. Addition of hydrogen sulphide to dienes and electrophilic methylation involving halogenated radicals may be invoked for the formation of these species. On the contrary, the formation of furans, with the only exception of C(4)H(8)O, seems to be favoured at oxidizing conditions and relatively high temperatures, although mechanisms similar to those hypothesized for the production of thiophenes can be suggested. Such thermodynamic features are typical of fluid reservoirs feeding high-temperature thermal discharges of volcanoes characterised by strong degassing activity, which are likely affected by conspicuous contribution from a magmatic source. The composition of heteroaromatics in fluids naturally discharged from active volcanoes and geothermal areas can then be considered largely dependent on the interplay between hydrothermal vs. magmatic contributions. This implies that they can be used as useful geochemical tools to be successfully applied in both volcanic monitoring and geothermal prospection.

  20. Preliminary antifungal and cytotoxic evaluation of synthetic cycloalkyl[b]thiophene derivatives with PLS-DA analysis.

    Science.gov (United States)

    Souza, Beatriz C C; De Oliveira, Tiago B; Aquino, Thiago M; de Lima, Maria C A; Pitta, Ivan R; Galdino, Suely L; Lima, Edeltrudes O; Gonçalves-Silva, Teresinha; Militão, Gardênia C G; Scotti, Luciana; Scotti, Marcus T; Mendonça, Francisco J B

    2012-06-01

    A series of 2-[(arylidene)amino]-cycloalkyl[b]thiophene-3-carbonitriles (2a-x) was synthesized by incorporation of substituted aromatic aldehydes in Gewald adducts (1a-c). The title compounds were screened for their antifungal activity against Candida krusei and Criptococcus neoformans and for their antiproliferative activity against a panel of 3 human cancer cell lines (HT29, NCI H-292 and HEP). For antiproliferative activity, the partial least squares (PLS) methodology was applied. Some of the prepared compounds exhibited promising antifungal and proliferative properties. The most active compounds for antifungal activity were cyclohexyl[b]thiophene derivatives, and for antiproliferative activity cycloheptyl[b]thiophene derivatives, especially 2-[(1H-indol-2-yl-methylidene)amino]- 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile (2r), which inhibited more than 97 % growth of the three cell lines. The PLS discriminant analysis (PLS-DA) applied generated good exploratory and predictive results and showed that the descriptors having shape characteristics were strongly correlated with the biological data.

  1. Substituted 2,1,3-Benzothiadiazole- And Thiophene-Based Polymers for Solar Cells - Introducing a New Thermocleavable Precursor

    DEFF Research Database (Denmark)

    Petersen, Martin Helgesen; Gevorgyan, Suren; Krebs, Frederik C

    2009-01-01

    Alkoxysubstituted and unsubstituted 2,1,3-benzothiadiazoles were prepared and copolymerized with substituted and unsubstituted thiophenes using both Stille and Yamamoto cross-coupling reactions. One class of the materials bore thermally labile ester groups. The materials were all found to have...

  2. Insight into thiophene hydrodesulfurization on clean and S-modified MoP(010): a periodic density functional theory study.

    Science.gov (United States)

    Li, Guixia; Zhao, Lianming; Zhu, Houyu; Liu, Xiuping; Ma, Huifang; Yu, Yanchen; Guo, Wenyue

    2017-07-05

    The hydrodesulfurization (HDS) of thiophene on clean and S-modified MoP(010) is investigated to understand the HDS mechanism as well as the surface sulfur (S) atom effect using periodic density functional theory (DFT). The results show that thiophene prefers strongly flat adsorption on both the clean and S-modified surfaces, in either the molecular state or the dissociative state breaking simultaneously one C-S bond, and the adsorption of thiophene can be slightly weakened by the surface S atom. Thermodynamic and kinetic analysis indicates that the HDS of thiophene in both the molecular and dissociative adsorption states prefers to take place along the direct desulfurization (DDS) pathway rather than hydrogenation on both the clean and S-modified MoP(010) surfaces. Surface S shows a promotion effect on the HDS catalytic activity of MoP(010), because the energy barrier/rate constant of the rate-determining step on the DDS pathway is decreased/enlarged under the S modification. Compared with the situation of MoP(001), MoP(010) should have relatively low HDS activity, since a higher energy barrier as well as weaker exothermicity is involved in the reaction on the latter surface.

  3. Acid-Base Equilibria of Some N-Substituted Thiophene-2-Carboxamidoximes in Non-Aqueous Media

    OpenAIRE

    DÜRÜST, Nedime

    2002-01-01

    The protonation constants of the amino nitrogens of some N-substituted thiophene-2-carboxamidoximes have been determined in acetic acid by means of potentiometric titration with perchloric acid. pKa values of the title compounds were interpreted on the basis of structural effects due to the substituents and the main skeleton.

  4. Thiophene Conversion and Ethanol Oxidation on SiO2-Supported 12-PMoV-Mixed Heteropoly Compounds

    Czech Academy of Sciences Publication Activity Database

    Spojakina, A. A.; Kostova, N. G.; Sow, Bineta; Stamenova, M. W.; Jirátová, Květa

    2001-01-01

    Roč. 65, 2-4 (2001), s. 315-321 ISSN 0920-5861 Institutional research plan: CEZ:AV0Z4072921 Keywords : thiophene conversion * ethanol oxidation * mixed heteropoly compounds Subject RIV: CI - Industrial Chemistry, Chemical Engineering Impact factor: 2.333, year: 2001

  5. C-shaped diastereomers containing cofacial thiophene-substituted quinoxaline rings: synthesis, photophysical properties, and X-ray crystallography.

    Science.gov (United States)

    DeBlase, Catherine R; Finke, Ryan T; Porras, Jonathan A; Tanski, Joseph M; Nadeau, Jocelyn M

    2014-05-16

    Synthesis and characterization of two diastereomeric C-shaped molecules containing cofacial thiophene-substituted quinoxaline rings are described. A previously known bis-α-diketone was condensed with an excess of 4-bromo-1,2-diaminobenzene in the presence of zinc acetate to give a mixture of two C-shaped diastereomers with cofacial bromine-substituted quinoxaline rings. After chromatographic separation, thiophene rings were installed by a microwave-assisted Suzuki coupling reaction, resulting in highly emissive diastereomeric compounds that were studied by UV-vis, fluorescence, and NMR spectroscopy, as well as X-ray crystallography. The unique symmetry of each diastereomer was confirmed by NMR spectroscopy. NMR data indicated that the syn isomer has restricted rotation about the bond connecting the thiophene and quinoxaline rings, which was also observed in the solid state. The spectroscopic properties of the C-shaped diastereomers were compared to a model compound containing only a single thiophene-substituted quinoxaline ring. Ground state intramolecular π-π interactions in solution were detected by NMR and UV-vis spectroscopy. Red-shifted emission bands, band broadening, and large Stokes shifts were observed, which collectively suggest excited state π-π interactions that produce excimer-like emissions, as well as a remarkable positive emission solvatochromism, indicating charge-transfer character in the excited state.

  6. Theoretical studies on the effect of benzene and thiophene groups on the charge transport properties of Isoindigo and its derivatives

    Science.gov (United States)

    Jia, Xu-Bo; Wei, Hui-Ling; Shi, Ya-Ting; Shi, Ya-Rui; Liu, Yu-Fang

    2017-12-01

    In this work, the charge transport properties of Isoindigo (II) and its derivatives which have the same hexyl chain were theoretically investigated by the Marcus-Hush theory combined with density functional theory (DFT). Here we demonstrate that the changes of benzene and thiophene groups in molecular structure have an important influence on the charge transport properties of organic semiconductor. The benzene rings of II are replaced by thiophenes to form the thienoisoindigo (TII), and the addition of benzene rings to the TII form the benzothienoisoindigo (BTII). The results show that benzene rings and thiophenes change the chemical structure of crystal molecules, which lead to different molecule stacking, thus, the length of hydrogen bond was changed. A shorter intermolecular hydrogen bond lead to tighter molecular stacking, which reduces the center-to-center distance and enhances the ability of charge transfer. At the same time, we theoretically demonstrated that II and BTII are the ambipolar organic semiconductor. BTII has better carrier mobility. The hole mobility far greater than electron mobility in TII, which is p-type organic semiconductor. Among all hopping path, we find that the distance of face-to-face stacking in II is the shortest and the electron-transport electronic coupling Ve is the largest, but II has not a largest anisotropic mobility, because the reorganization energy has a greater influence on the mobility than the electronic coupling. This work is helpful for designing ambipolar organic semiconductor materials with higher charge transport properties by introducing benzene ring and thiophene.

  7. 1,4-Bis(thiophen-2-ylbutane-1,4-dione

    Directory of Open Access Journals (Sweden)

    Zhi-Min Miao

    2012-03-01

    Full Text Available In the centrosymmetric title compound, C12H10O2S2, the alkyl chains adopt a fully extended all-trans conformation with respect to the C(thiophene—C bond. The non-H atoms of the molecule are nearly planar, with a maximum deviation of 0.063 (2 Å from the mean plane of the constituent atoms. In the crystal, symmetry-related molecules are linked via pairs of C—H...π contacts [H–centroid distances of the thiophene units = 2.79 (9 and 2.82 (4 Å], in turn interdigitating with each other along the bc plane, thus leading to an interwoven two-dimensional network.

  8. Polyelectrolyte Complexes of a Cationic All Conjugated Fluorene Thiophene Diblock Copolymer with Aqueous DNA

    DEFF Research Database (Denmark)

    Knaapila, Matti; Costa, Telma; Garamus, Vasil M.

    2015-01-01

    TMAHT repeat units; x = 0.5 equals the nominal charge neutralization. PF2/6-P3TMAHT forms 20–40 nm sized particles with PF2/6 core and hydrated P3TMAHT exterior. The polymer particles form loose one-dimensional chains giving micrometer long branched chains (0.19 ≤ x ≤ 0.76) and subsequently randomly......We report on the structural and colorimetric effects of interaction of aqueous ∼0.06–1% poly[9,9-bis(2-ethylhexyl)fluorene]-b-poly[3-6-trimethylammoniumhexyl)thiophene] bromide (PF2/6-P3TMAHT) with double-stranded DNA to form PF2/6-P3TMAHT(DNA)x where x is the molar ratio of DNA base pairs to P3...

  9. Resonant stimulation of Raman scattering from single-crystal thiophene/phenylene co-oligomers

    International Nuclear Information System (INIS)

    Yanagi, Hisao; Marutani, Yusuke; Matsuoka, Naoki; Hiramatsu, Toru; Ishizumi, Atsushi; Sasaki, Fumio; Hotta, Shu

    2013-01-01

    Amplified Raman scattering was observed from single crystals of thiophene/phenylene co-oligomers (TPCOs). Under ns-pulsed excitation, the TPCO crystals exhibited amplified spontaneous emission (ASE) at resonant absorption wavelengths. With increasing excitation wavelength to the 0-0 absorption edge, the stimulated resonant Raman peaks appeared both in the 0-1 and 0-2 ASE band regions. When the excitation wavelength coincided with the 0-1 ASE band energy, the Raman peaks selectively appeared in the 0-2 ASE band. Such unusual enhancement of the 0-2 Raman scattering was ascribed to resonant stimulation via vibronic coupling with electronic transitions in the uniaxially oriented TPCO molecules

  10. Solvent polarity effects on supramolecular chirality of a polyfluorene-thiophene copolymer.

    Science.gov (United States)

    Hirahara, Takashi; Yoshizawa-Fujita, Masahiro; Takeoka, Yuko; Rikukawa, Masahiro

    2018-06-01

    This study demonstrates the supramolecular chirality control of a conjugated polymer via solvent polarity. We designed and synthesized a chiral polyfluorene-thiophene copolymer having two different chiral side chains at the 9-position of the fluorene unit. Chiral cyclic and alkyl ethers with different polarities were selected as the chiral side chains. The sign of the circular dichroism spectra in the visible wavelength region was affected by the solvent system, resulting from the change of supramolecular structure. The estimation of the solubility parameter revealed that the solubility difference of the side chains contributed to the change of the circular dichroism sign, which was also observed in spin-coated films prepared from good solvents having different polarities. © 2018 Wiley Periodicals, Inc.

  11. Interactions of a zwitterionic thiophene-based conjugated polymer with surfactants

    DEFF Research Database (Denmark)

    Costa, Telma; De Azevedo, Diego; Stewart, Beverly

    2015-01-01

    In this paper we investigate the optical and structural properties of a zwitterionic poly[3-(N-(4-sulfonato-1-butyl)-N,N-diethylammonium)hexyl-2,5-thiophene] (P3SBDEAHT) conjugated polyelectrolyte (CPE) and its interaction in water with surfactants, using absorption, photoluminescence (PL......), electrical conductivity, molecular dynamics simulations (MDS) and small-angle X-ray scattering (SAXS). Different surfactants were studied to evaluate the effect of the head group and chain length on the self-assembly. PL data emphasize the importance of polymer-surfactant electrostatic interactions...... in the formation of complexes. Nevertheless, conductivity and MDS data have shown that nonspecific interactions also play an important role. These seem to be responsible for the spatial position of the surfactant tail in the complex and, eventually, for breaking-up P3SBDEAHT aggregates. SAXS measurements on P3...

  12. Crystal structure of diethyl 2-amino-6-[(thiophen-3-ylethynyl]azulene-1,3-dicarboxylate

    Directory of Open Access Journals (Sweden)

    Sebastian Förster

    2015-03-01

    Full Text Available The title compound, C22H19NO4S, has an almost planar geometry supported by intramolecular N—H...O and C—H...O hydrogen bonds. The thiophene ring is inclined to the azulene ring by 4.85 (16°, while the ethoxycarbonyl groups are inclined to the azulene ring by 7.0 (2 and 5.7 (2°. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(12 ring motif. The dimers are linked via C—H...π interactions, forming sheets parallel to (10-1.

  13. Theoretical Study on Interactions between N-Butylpyridinium Nitrate and Thiophenic Compounds

    International Nuclear Information System (INIS)

    Lue, Renqing; Wang, Shutao; Lu, Yukun; Liu, Dong

    2013-01-01

    By using density functional theory calculations, we have performed a systemic study on the electronic structures and topological properties of interactions between N-butylpyridinium nitrate ([BPY] + [NO 3 ] - ) and thiophene (TS), benzothiophene (BT), dibenzothiophene (DBT), naphthalene (NAP). The most stable structure of [BPY] + [NO 3 ] - ion pair indicates that hydrogen bonding interactions between oxygen atoms on [NO 3 ] - anion and C2-H2 on pyridinium ring play a dominating role in the formation of ion pair. The occurrence of hydrogen bonding, π···H-C, and π···π interactions between [BPY] + [NO 3 ] - and TS, BT, DBT, NAP has been corroborated at the molecular level. But hydrogen bonding and π···π interactions between [BPY] + [NO 3 ] - and NAP are weak in terms of structural properties and NBO, AIM analyses. DBT is prior to adsorption on N-butylpyridinium nitrate ionic liquid

  14. Operational electrochemical stability of thiophene-thiazole copolymers probed by resonant Raman spectroscopy

    Energy Technology Data Exchange (ETDEWEB)

    Wade, Jessica; Wood, Sebastian; Kim, Ji-Seon, E-mail: ji-seon.kim@imperial.ac.uk [Department of Physics and Centre for Plastic Electronics, Imperial College London, London SW7 2AZ (United Kingdom); Beatrup, Daniel; Hurhangee, Michael; McCulloch, Iain; Durrant, James R. [Department of Chemistry and Centre for Plastic Electronics, Imperial College London, London SW7 2AY (United Kingdom); Bronstein, Hugo [Department of Chemistry and Centre for Plastic Electronics, Imperial College London, London SW7 2AY (United Kingdom); Department of Chemistry, University College London, London WC1H 0AJ (United Kingdom)

    2015-06-28

    We report on the electrochemical stability of hole polarons in three conjugated polymers probed by resonant Raman spectroscopy. The materials considered are all isostructural to poly(3-hexyl)thiophene, where thiazole units have been included to systematically deepen the energy level of the highest occupied molecular orbital (HOMO). We demonstrate that increasing the thiazole content planarizes the main conjugated backbone of the polymer and improves the electrochemical stability in the ground state. However, these more planar thiazole containing polymers are increasingly susceptible to electrochemical degradation in the polaronic excited state. We identify the degradation mechanism, which targets the C=N bond in the thiazole units and results in disruption of the main polymer backbone conjugation. The introduction of thiazole units to deepen the HOMO energy level and increase the conjugated backbone planarity can be beneficial for the performance of certain optoelectronic devices, but the reduced electrochemical stability of the hole polaron may compromise their operational stability.

  15. Thiophene fused azacoronenes: regioselective synthesis, self organization, charge transport, and its incorporation in conjugated polymers

    Science.gov (United States)

    Liu, Yi; He, Bo

    2015-09-15

    A regioselective synthesis of an azacoronene fused with two peripheral thiophene groups has been realized through a concise synthetic route. The resulting thienoazacoronene (TAC) derivatives show high degree of self-organization in solution, in single crystals, in the bulk, and in spuncast thin films. Spuncast thin film field-effect transistors of the TACs exhibited mobilities up to 0.028 cm.sup.2V.sup.-1 S.sup.-1, which is among the top field effect mobilities for solution processed discotic materials. Organic photovoltaic devices using TAC-containing conjugated polymers as the donor material exhibited a high open-circuit voltage of 0.89 V, which was ascribable to TAC's low-lying highest occupied molecular orbital energy level.

  16. Materials for n-type organic electronics: synthesis and properties of fluoroarene-thiophene semiconductors

    Science.gov (United States)

    Facchetti, Antonio; Yoon, Myung-Han; Katz, Howard E.; Marks, Tobin J.

    2003-11-01

    Recent progress in the field of organic electronics is due to a fruitful combination of both innovative molecular design and promising low-cost material/device assembly. Targeting the first strategy, we present here the general synthesis of fluoroarene-containing thiophene-based semiconductors and the study of their properties with respect to the corresponding fluorine-free hole-transporting analogues. The new compounds have been characterized by elemental analysis, mass spectrometry, and 1H- and 19F NMR. The dramatic influence of fluorine substitution and molecular architecture has been investigated by solution/film optical absorption, fluorescence emission, and cyclic voltammetry. Single crystal data for all of the oligomers have been obtained and will be presented. Film microstructure and morphology of this new class of materials have been studied by XRD and SEM. Particular emphasis will be posed on the solution-processable oligomers and polymers.

  17. Molecular Structure and Electronic Properties of Porphyrin-Thiophene-Perylene Using Quantum Chemical Calculation

    Directory of Open Access Journals (Sweden)

    Tatiya Chokbunpiam

    2010-01-01

    Full Text Available This study aimed to design a new series of compounds consisting of a porphyrin macrocycle linked to a perylene unit via a thiophenic bridge. The structural and electronic properties of the molecules, and the effects of mono- and di-substituents R on C3 and R′ on C4 of the thiophene ring were investigated using a quantum calculation approach. The results from the method validation revealed that using the density functional theory approach at B3LYP/6–31G(d data set was the optimal one, considering the accuracy attained and maintaining the computer time required within tractable limits. The results from the B3LYP/6–31G(d approach indicated that significant changes of the torsion angle between the molecular planes of the porphyrin and perylene rings, compared to that of the unsubstituted derivatives, were found in the di-substituted systems bearing R = R′ = −OCH3 and −NH2, and in a mono-substituted system having R = −H and R′=−NH2. The symmetric di-substitution does not provide a significantly lower HOMO-LUMO energy gap (ΔEg. Noticeable decreases in ΔEg were found only with the substitution patterns of: R, R′ = −OCH3, −H; −OH, −H; −N(CH32, −H; −H, −NH2. UV-visible spectra of all derivatives exhibited characteristic absorption maxima of the free bases of porphyrin and perylene.

  18. Alkylated indacenodithieno[3,2-b]thiophene-based all donor ladder-type conjugated polymers for organic thin film transistors

    KAUST Repository

    Lu, Rimei

    2018-01-29

    We report the synthesis of a series of indacenodithieno[3,2-b]thiophene (IDTT) based conjugated polymers by copolymerization with three different electron rich co-monomers [thiophene (T), thieno[3,2-b]thiophene (TT) and dithieno[3,2-b:2\\',3\\'-d]thiophene (DTT)] under Stille coupling conditions. The resulting all-donor polymers show very good solubility in common solvents and exhibit similar optical, thermal and electronic properties. However, the performance of these semiconductors in thin film transistor devices varied and was highly dependent on the nature of the co-monomer. All polymers exhibited unipolar p-type charge transport behaviour, with the mobility values following the trend of IDTT-TT>IDTT-DTT>IDTT-T. The peak saturation mobility value of IDTT-TT was extracted to be 1.1 cm2V-1s-1, amongst the highest mobility for all-donor conjugated polymers reported to date.

  19. Poly thiophene hydrophobic and hydrophilic compounds, silver and iodine synthesized by plasma; Compuestos hidrofobicos e hidrofilicos de politiofeno, plata y yodo sintetizados por plasma

    Energy Technology Data Exchange (ETDEWEB)

    Palacios, J.C.; Chavez, J.A. [IIM, UNAM, Circuito exterior, Ciudad Universitaria, 04510 Coyoacan, D.F. (Mexico); Olayo, M.G.; Cruz, G.J. [ININ, Apdo. Postal 18-1027, 11801 Mexico D.F. (Mexico)

    2007-07-01

    Compounds in thin films of poly thiophene with silver and poly thiophene doped with iodine and silver using splendor discharges were synthesized. It is studied the wettability of the compounds and its transport properties. It was found that the compounds can modify their hydrophilic to hydrophobic behavior controlling their surface ruggedness and the metallic content. The doped with iodine plays a fundamental paper in the modification of the ruggedness of the compounds. (Author)

  20. Thiophene hydrodesulfurization over CoMo/Al2O3-CuY catalysts: Temperature effect study

    Directory of Open Access Journals (Sweden)

    Yamina Boukoberine

    2016-09-01

    Full Text Available CoMo/γ-Al2O3-CuY catalysts are prepared by physically mixing CoMo/γ-Al2O3 catalyst with Cu-exchanged Y zeolite. The CuY zeolite is prepared by the solid state ion exchange technique. The thiophene hydrodesulfurization is performed in a fixed bed reactor at high temperature and atmospheric pressure. The results show that the presence of CuY zeolite particles in CoMo/Al2O3 catalyst can have a noticeable effect on both the conversion and product selectivities. An increasing zeolite loading in catalyst results in a decrease of the thiophene HDS activity. This decrease is probably caused by the formation of heavy compounds and the deactivation of the zeolite at high temperatures.

  1. Adsorption of thiophene on a Si(0 0 1)-2 x 1 surface studied by photoelectron spectroscopy and diffraction

    Energy Technology Data Exchange (ETDEWEB)

    Shimomura, M. [Research Institute of Electronics, Shizuoka University, Johoku, Hamamatsu 432-8011 (Japan)]. E-mail: romshimo@rie.shizuoka.ac.jp; Ikejima, Y. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan); Yajima, K. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan); Yagi, T. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan); Goto, T. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan); Gunnella, R. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan); UdR INFM, Department of Physics, University of Camerino, Camerino 62032 (Italy); Abukawa, T. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan); Fukuda, Y. [Research Institute of Electronics, Shizuoka University, Johoku, Hamamatsu 432-8011 (Japan); Kono, S. [Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577 (Japan)

    2004-10-15

    Chemisorption of thiophene on a Si(0 0 1) surface has been studied by synchrotron radiation induced photoelectron spectroscopy (SRPES). Two adsorption-related components in Si 2p and S 2p spectra are observed after exposure of thiophene. It is suggested that the two components of Si 2p are ascribed to silicon bonded to hydrocarbon and sulfur. The core-level shift resolved photoelectron diffraction (PED) result indicates that the low-kinetic-energy component of S 2p can be ascribed to 2,5-dihydrothiophehe (DHT)-like species. Another S 2p component could be assigned to dissociated sulfur based on the results of PED and time evolution of the spectrum under irradiation. These assignments are consistent with the core-level shift of S 2p.

  2. Adsorption of thiophene on a Si(0 0 1)-2 x 1 surface studied by photoelectron spectroscopy and diffraction

    International Nuclear Information System (INIS)

    Shimomura, M.; Ikejima, Y.; Yajima, K.; Yagi, T.; Goto, T.; Gunnella, R.; Abukawa, T.; Fukuda, Y.; Kono, S.

    2004-01-01

    Chemisorption of thiophene on a Si(0 0 1) surface has been studied by synchrotron radiation induced photoelectron spectroscopy (SRPES). Two adsorption-related components in Si 2p and S 2p spectra are observed after exposure of thiophene. It is suggested that the two components of Si 2p are ascribed to silicon bonded to hydrocarbon and sulfur. The core-level shift resolved photoelectron diffraction (PED) result indicates that the low-kinetic-energy component of S 2p can be ascribed to 2,5-dihydrothiophehe (DHT)-like species. Another S 2p component could be assigned to dissociated sulfur based on the results of PED and time evolution of the spectrum under irradiation. These assignments are consistent with the core-level shift of S 2p

  3. Synthesis of Poly(3,4-Ethylenedioxy thiophene)-Poly(Styrene-4-Sulfonate) Composites for Support Fuel Cell Catalyst Layer

    International Nuclear Information System (INIS)

    Eko Sulistiyono; Murni Handayani

    2009-01-01

    Synthesis of poly(3,4-ethylenedioxy thiophene)-poly(styrene-4-sulfonate) composites for support fuel cell catalyst layer are synthesis composites which become fuel cell catalyst support so that catalyst has optimal performance. Main function of composites is support platinum particle for application in fuel cell. This article explains the result of composites production process from ( 3,4 Ethylenedioxy thiophene) and Sodium poly( styrene - 4-sulfonate) using two methods Jingning Shan method (method 1) and Zhigang Qi and Peter G.Pickup method (method 2). Analysis of the synthesis results used Scanning Electron Microscopic –Electron Dispersive X – Ray Spectrophotometer (SEM-EDS ). The analysis result show that both methods produce polymer agglomerate into a sponge-like morphology. Composite from method 1 has morphology, pores and proton transport better than composite produced by method 2. (author)

  4. Solid-State Examination of Conformationally Diverse Sulfonamide Receptors Based on Bis(2-anilinoethynyl)pyridine, -Bipyridine, and -Thiophene.

    Science.gov (United States)

    Berryman, Orion B; Johnson, Charles A; Vonnegut, Chris L; Fajardo, Kevin A; Zakharov, Lev N; Johnson, Darren W; Haley, Michael M

    2015-03-04

    Utilizing an induced-fit model and taking advantage of rotatable acetylenic C(sp)-C(sp 2 ) bonds, we disclose the synthesis and solid-state structures of a series of conformationally diverse bis-sulfonamide arylethynyl receptors using either pyridine, 2,2'-bipyridine, or thiophene as the core aryl group. Whereas the bipyridine and thiophene structures do not appear to bind guests in the solid state, the pyridine receptors form 2 + 2 dimers with water molecules, two halides, or one of each, depending on the protonation state of the pyridine nitrogen atom. Isolation of a related bis-sulfonimide derivative demonstrates the importance of the sulfonamide N-H hydrogen bonds in dimer formation. The pyridine receptors form monomeric structures with larger guests such as BF 4 - or HSO 4 - , where the sulfonamide arms rotate to the side opposite the pyridine N atom.

  5. Solid-State Examination of Conformationally Diverse Sulfonamide Receptors Based on Bis(2-anilinoethynyl)pyridine, -Bipyridine, and -Thiophene

    Science.gov (United States)

    Berryman, Orion B.; Johnson, Charles A.; Vonnegut, Chris L.; Fajardo, Kevin A.; Zakharov, Lev N.; Johnson, Darren W.; Haley, Michael M.

    2015-01-01

    Utilizing an induced-fit model and taking advantage of rotatable acetylenic C(sp)–C(sp2) bonds, we disclose the synthesis and solid-state structures of a series of conformationally diverse bis-sulfonamide arylethynyl receptors using either pyridine, 2,2′-bipyridine, or thiophene as the core aryl group. Whereas the bipyridine and thiophene structures do not appear to bind guests in the solid state, the pyridine receptors form 2 + 2 dimers with water molecules, two halides, or one of each, depending on the protonation state of the pyridine nitrogen atom. Isolation of a related bis-sulfonimide derivative demonstrates the importance of the sulfonamide N–H hydrogen bonds in dimer formation. The pyridine receptors form monomeric structures with larger guests such as BF4− or HSO4−, where the sulfonamide arms rotate to the side opposite the pyridine N atom. PMID:26405435

  6. Desulfurization from thiophene by SO(4)(2-)/ZrO(2) catalytic oxidation at room temperature and atmospheric pressure.

    Science.gov (United States)

    Wang, Bo; Zhu, Jianpeng; Ma, Hongzhu

    2009-05-15

    Thiophene, due to its poison, together with its combustion products which causes air pollution and highly toxic characteristic itself, attracted more and more attention to remove from gasoline and some high concentration systems. As the purpose of achieving the novel method of de-thiophene assisted by SO(4)(2-)/ZrO(2) (SZ), three reactions about thiophene in different atmosphere at room temperature and atmospheric pressure were investigated. SO(4)(2-)/ZrO(2) catalyst were synthesized and characterized by X-ray photoelectron spectroscopy (XPS), Fourier transformation infrared spectroscopy (FT-IR), X-ray diffraction (XRD) and scanning electron microscope (SEM). The products were detected by gas chromatography-mass spectrometry (GC-MS). XP spectra show that ozone-catalyst system (SZO) have two forms of sulfur element (S(6+) and S(2-)) on the catalyst surface, which distinguished from that of air-catalyst system (SZA) and blank-catalyst system (SZB) (S(6+)). And the results of GC-MS exhibited that some new compounds has been produced under this extremely mild condition. Especially, many kinds of sulfur compounds containing oxygen, that is easier to be extracted by oxidative desulfurization (ODS), have been detected in the SZA-1.5h and SZB-3h system. In addition, some long chain hydrocarbons have also been detected. While in SZO-0.5h system, only long chain hydrocarbons were found. The results show that total efficiency of desulfurization from thiophene with ozone near to 100% can be obtained with the SO(4)(2-)/ZrO(2) catalytic oxidation reaction.

  7. Desulfurization from thiophene by SO42-/ZrO2 catalytic oxidation at room temperature and atmospheric pressure

    International Nuclear Information System (INIS)

    Wang Bo; Zhu Jianpeng; Ma Hongzhu

    2009-01-01

    Thiophene, due to its poison, together with its combustion products which causes air pollution and highly toxic characteristic itself, attracted more and more attention to remove from gasoline and some high concentration systems. As the purpose of achieving the novel method of de-thiophene assisted by SO 4 2- /ZrO 2 (SZ), three reactions about thiophene in different atmosphere at room temperature and atmospheric pressure were investigated. SO 4 2- /ZrO 2 catalyst were synthesized and characterized by X-ray photoelectron spectroscopy (XPS), Fourier transformation infrared spectroscopy (FT-IR), X-ray diffraction (XRD) and scanning electron microscope (SEM). The products were detected by gas chromatography-mass spectrometry (GC-MS). XP spectra show that ozone-catalyst system (SZO) have two forms of sulfur element (S 6+ and S 2- ) on the catalyst surface, which distinguished from that of air-catalyst system (SZA) and blank-catalyst system (SZB) (S 6+ ). And the results of GC-MS exhibited that some new compounds has been produced under this extremely mild condition. Especially, many kinds of sulfur compounds containing oxygen, that is easier to be extracted by oxidative desulfurization (ODS), have been detected in the SZA-1.5 h and SZB-3 h system. In addition, some long chain hydrocarbons have also been detected. While in SZO-0.5 h system, only long chain hydrocarbons were found. The results show that total efficiency of desulfurization from thiophene with ozone near to 100% can be obtained with the SO 4 2- /ZrO 2 catalytic oxidation reaction

  8. (E-3-Methyl-6-(3-oxo-3-(thiophen-2-yl-1-propenyl-2(3H-benzothiazolone

    Directory of Open Access Journals (Sweden)

    Yordanka Ivanova

    2016-04-01

    Full Text Available The title compound, (E-3-methyl-6-(3-oxo-3-(thiophen-2-yl-1-propenyl-2(3H-benzothiazolone, was synthesized by Claisen-Schmidt condensation of 3-methyl-2(3H-benzothiazolone-6-carbaldehyde with 2-acetylthiophene in 94% yield. The structure of the target compound was confirmed using 1H-NMR, 13C-NMR, IR, MS, and elemental analysis.

  9. The performance of pelletized Ce-Y and Ni-Y zeolites for removal of thiophene from model gasoline solutions

    Energy Technology Data Exchange (ETDEWEB)

    Montazerolghaem, Maryam; Seyedeyn-Azad, Fakhry; Rahimi, Amir [University of Isfahan, Isfahan (Iran, Islamic Republic of)

    2015-02-15

    H-Y zeolite was prepared with Na-Y zeolite via ion-exchange method. Ni-Y and Ce-Y zeolites were then prepared with H-Y zeolite via solid-state ion-exchange (SSIE) method. The pellet form of the zeolites was employed for removal of thiophene from samples containing 194, 116 and 72 ppmw sulfur in a batch system at ambient condition. The removal of sulfur over the three types of the adsorbents decreased according to the following order: Ce-Y (81..7%)>Ni-Y (75.2%)>Na-Y (51.7%), indicating that the Ce-Y zeolite was the most effective adsorbent for removing of sulfur compounds from gasoline. Adsorption isotherms of thiophene on Ni-Y and Ce-Y zeolites were obtained and correlated with six well-known isotherms. The equilibrium data of thiophene adsorption were well fitted to the isotherms and the corresponding parameters and fitting error criteria of the isotherm equations were obtained.

  10. Electron-Poor Thiophene 1,1-Dioxides: Synthesis, Characterization, and Application as Electron Relays in Photocatalytic Hydrogen Generation.

    Science.gov (United States)

    Tsai, Chia-Hua; Chirdon, Danielle N; Kagalwala, Husain N; Maurer, Andrew B; Kaur, Aman; Pintauer, Tomislav; Bernhard, Stefan; Noonan, Kevin J T

    2015-08-03

    The synthesis and characterization of electron-poor thiophene 1,1-dioxides bearing cyanated phenyl groups are reported. The electron-accepting nature of these compounds was evaluated by cyclic voltammetry, and highly reversible and facile reductions were observed for several derivatives. Moreover, some of the reduced thiophene dioxides form colorful anions, which were investigated spectroelectrochemically. Photoluminescence spectra of the electron-deficient sulfones were measured in CH2 Cl2, and they emit in the blue-green region with significant variation in the quantum yield depending on the aryl substituents. By expanding the degree of substitution on the phenyl rings, quantum yields up to 34 % were obtained. X-ray diffraction data are reported for two of the thiophene 1,1-dioxides, and the electronic structure was probed for all synthesized derivatives through DFT calculations. The dioxides were also examined as electron relays in a photocatalytic water reduction reaction, and they showed potential to boost the efficiency. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  11. Unraveling the Role of Π - Conjugation in Thiophene Oligomers for Optoelectronic Properties by DFT/TDDFT Approach

    Directory of Open Access Journals (Sweden)

    Gajalakshmi

    Full Text Available ABSTRACT Thiophene oligomer has been investigated using DFT/TDDFT calculations with an aim to check its suitability for opto electronic applications and also to analyse the influence of π-bridge. Our results revealed that thiophene oligomers have excellent π-conjugation throughout. FMO analysis give an estimate of band gap of thiophene oligomer and further revealed HOMO are localized on π - bridge, donor group and LUMO are localized on π - bridge and acceptor group. A TDDFT calculation has been performed to understand the absorption properties of them in gas phase and solvent phase. PCM calculations convey that absorption maxima show positive solvatochromism. Among the designed candidates, the one with more π - bridge show higher wavelength of absorption maxima and would be a choice for better optoelectronic materials. NBO analysis provides support for complete delocalization in these systems. It is interesting to note that oligomer with more π-bridge display an enhanced optoelectronic properties than with less π - bridge.

  12. The performance of pelletized Ce-Y and Ni-Y zeolites for removal of thiophene from model gasoline solutions

    International Nuclear Information System (INIS)

    Montazerolghaem, Maryam; Seyedeyn-Azad, Fakhry; Rahimi, Amir

    2015-01-01

    H-Y zeolite was prepared with Na-Y zeolite via ion-exchange method. Ni-Y and Ce-Y zeolites were then prepared with H-Y zeolite via solid-state ion-exchange (SSIE) method. The pellet form of the zeolites was employed for removal of thiophene from samples containing 194, 116 and 72 ppmw sulfur in a batch system at ambient condition. The removal of sulfur over the three types of the adsorbents decreased according to the following order: Ce-Y (81..7%)>Ni-Y (75.2%)>Na-Y (51.7%), indicating that the Ce-Y zeolite was the most effective adsorbent for removing of sulfur compounds from gasoline. Adsorption isotherms of thiophene on Ni-Y and Ce-Y zeolites were obtained and correlated with six well-known isotherms. The equilibrium data of thiophene adsorption were well fitted to the isotherms and the corresponding parameters and fitting error criteria of the isotherm equations were obtained

  13. DFT study of adsorption and dissociation of thiophene molecules on Ni(1 1 0)

    Science.gov (United States)

    Morin, C.; Eichler, A.; Hirschl, R.; Sautet, P.; Hafner, J.

    2003-08-01

    The different adsorption possibilities of thiophene (C 4H 4S) on the Ni(1 1 0) surface have been studied using first principle local-density-functional calculations, with the Vienna ab initio simulation package, which is based on a plane wave basis set and projector augmented wave potentials. For each configuration, a geometric optimisation has been performed. A detailed analysis of the structural and electronic properties of the molecule and the surface in the most stable conformations is presented, showing the combined roles of the molecular distortion and the interactions between the molecule and the surface. Three structures with comparatively large adsorption energies are identified, all with the molecule plane parallel to the surface. Starting from these stabilised structures, various scenarios for the desulfurisation process have been envisaged. While, for the most stable structure, the formation of an adsorbed thiol is an activated process, with an energetic barrier of 0.70 eV, the two structures which are just a bit less stable can dissociate to a C 4H 4 species and a sulfur atom with barriers as low as 0.07 eV. A description of the different transition states and a kinetic analysis of the desulfurisation reaction is also presented.

  14. Influence of Backbone Fluorination in Regioregular Poly(3-alkyl-4-fluoro)thiophenes

    KAUST Repository

    Fei, Zhuping

    2015-06-03

    © 2015 American Chemical Society. We report two strategies toward the synthesis of 3-alkyl-4-fluorothiophenes containing straight (hexyl and octyl) and branched (2-ethylhexyl) alkyl groups. We demonstrate that treatment of the dibrominated monomer with 1 equiv of alkyl Grignard reagent leads to the formation of a single regioisomer as a result of the pronounced directing effect of the fluorine group. Polymerization of the resulting species affords highly regioregular poly(3-alkyl-4-fluoro)thiophenes. Comparison of their properties to those of the analogous non-fluorinated polymers shows that backbone fluorination leads to an increase in the polymer ionization potential without a significant change in optical band gap. Fluorination also results in an enhanced tendency to aggregate in solution, which is ascribed to a more co-planar backbone on the basis of Raman and DFT calculations. Average charge carrier mobilities in field-effect transistors are found to increase by up to a factor of 5 for the fluorinated polymers.

  15. QSAR models for thiophene and imidazopyridine derivatives inhibitors of the Polo-Like Kinase 1.

    Science.gov (United States)

    Comelli, Nieves C; Duchowicz, Pablo R; Castro, Eduardo A

    2014-10-01

    The inhibitory activity of 103 thiophene and 33 imidazopyridine derivatives against Polo-Like Kinase 1 (PLK1) expressed as pIC50 (-logIC50) was predicted by QSAR modeling. Multivariate linear regression (MLR) was employed to model the relationship between 0D and 3D molecular descriptors and biological activities of molecules using the replacement method (MR) as variable selection tool. The 136 compounds were separated into several training and test sets. Two splitting approaches, distribution of biological data and structural diversity, and the statistical experimental design procedure D-optimal distance were applied to the dataset. The significance of the training set models was confirmed by statistically higher values of the internal leave one out cross-validated coefficient of determination (Q2) and external predictive coefficient of determination for the test set (Rtest2). The model developed from a training set, obtained with the D-optimal distance protocol and using 3D descriptor space along with activity values, separated chemical features that allowed to distinguish high and low pIC50 values reasonably well. Then, we verified that such model was sufficient to reliably and accurately predict the activity of external diverse structures. The model robustness was properly characterized by means of standard procedures and their applicability domain (AD) was analyzed by leverage method. Copyright © 2014 Elsevier B.V. All rights reserved.

  16. QSAR, molecular docking studies of thiophene and imidazopyridine derivatives as polo-like kinase 1 inhibitors

    Science.gov (United States)

    Cao, Shandong

    2012-08-01

    The purpose of the present study was to develop in silico models allowing for a reliable prediction of polo-like kinase inhibitors based on a large diverse dataset of 136 compounds. As an effective method, quantitative structure activity relationship (QSAR) was applied using the comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA). The proposed QSAR models showed reasonable predictivity of thiophene analogs (Rcv2=0.533, Rpred2=0.845) and included four molecular descriptors, namely IC3, RDF075m, Mor02m and R4e+. The optimal model for imidazopyridine derivatives (Rcv2=0.776, Rpred2=0.876) was shown to perform good in prediction accuracy, using GATS2m and BEHe1 descriptors. Analysis of the contour maps helped to identify structural requirements for the inhibitors and served as a basis for the design of the next generation of the inhibitor analogues. Docking studies were also employed to position the inhibitors into the polo-like kinase active site to determine the most probable binding mode. These studies may help to understand the factors influencing the binding affinity of chemicals and to develop alternative methods for prescreening and designing of polo-like kinase inhibitors.

  17. p/n-Polarity of thiophene oligomers in photovoltaic cells: role of molecular vs. supramolecular properties.

    Science.gov (United States)

    Ghosh, Tanwistha; Gopal, Anesh; Saeki, Akinori; Seki, Shu; Nair, Vijayakumar C

    2015-04-28

    Molecular and supramolecular properties play key roles in the optoelectronic properties and photovoltaic performances of organic materials. In the present work, we show how small changes in the molecular structure affect such properties, which in turn control the intrinsic and fundamental properties such as the p/n-polarity of organic semiconductors in bulk-heterojunction solar cells. Herein, we designed and synthesized two acceptor-donor-acceptor type semiconducting thiophene oligomers end-functionalized with oxazolone/isoxazolone derivatives (OT1 and OT2 respectively). The HOMO-LUMO energy levels of both derivatives were found to be positioned in such a way that they can act as electron acceptors to P3HT and electron donors to PCBM. However, OT1 functions as a donor (with PCBM) and OT2 as an acceptor (with P3HT) in BHJ photovoltaic cells, and their reverse roles results in either no or poor performance of the cells. Detailed studies using UV-vis absorption and fluorescence spectroscopy, time-correlated single photon counting, UV-photoelectron spectroscopy, density functional theory calculations, X-ray diffraction, and thermal gravimetric analysis proved that both molecular and supramolecular properties contributed equally but in a contrasting manner to the abovementioned observation. The obtained results were further validated by flash-photolysis time-resolved microwave conductivity studies which showed an excellent correlation between the structure, property, and device performances of the materials.

  18. Selective adsorption of thiophene and 1-benzothiophene on metal-ion-exchanged zeolites in organic medium.

    Science.gov (United States)

    Xue, Mei; Chitrakar, Ramesh; Sakane, Kohji; Hirotsu, Takahiro; Ooi, Kenta; Yoshimura, Yuji; Feng, Qi; Sumida, Naoto

    2005-05-15

    Adsorption of the organic sulfur compounds thiophene (TP) and 1-benzothiophene (1-BTP) in an organic model solution of hydrodesulfurizated gasoline (heptane with 1 wt% toluene and 0.156 mM (5 ppmw as sulfur) TP or 1-BTP) was studied by a batch method at 80 degrees C using metal-ion-exchanged Y-zeolites. Although NaY-zeolite or its acid-treated material rarely adsorbed the organic sulfur compounds, NaY-zeolites exchanged with Ag+, Cu2+, and Ce3+ ions and NH(4)Y-zeolites exchanged with Ce3+ ions showed markedly high adsorptive capacities for TP and 1-BTP. The sulfur uptake increased in the order CuY-zeolite(Na)

  19. Implication of novel thiazolo-thiophene derivative (MCD-KV-10) for management of asthma.

    Science.gov (United States)

    Patil, Dhiraj; Dash, Ranjeet Prasad; Thakur, Sandeep Kumar; Pandya, Amit N; Venkatesh, P; Vasu, Kamala K; Nivsarkar, Manish

    2015-04-01

    Asthma is multifaceted disease where many targets contribute towards its development and progression. Among these, adenosine receptor subtypes play a major role. MCD-KV-10, a novel thiazolo-thiophene was designed and evaluated pre-clinically for its implication in management of asthma. This compound showed good affinity and selectivity towards A(2A)/A3 adenosine receptor (AR) subtypes. Furthermore, MCD-KV-10 was evaluated for in vitro lipoxygenase inhibition activity; in vivo mast cell stabilization potential and in vivo anti-asthmatic activity was done in ovalbumin-induced airway inflammation model in guinea pigs. The compound showed good (>57%) inhibition of lipoxygenase enzyme and also effectively protected mast cell degranulation (>63%). The compound showed good anti-asthmatic activity as inferred from the in vivo studies. These results indicate that MCD-KV-10 has an inhibitory effect on airway inflammation. Though, we have identified a potential candidate for management of asthma, further mechanistic studies are needed.

  20. Fused thiophene-based conjugated polymers and their use in optoelectronic devices

    Science.gov (United States)

    Facchetti, Antonio; Marks, Tobin J.; Takai, Atsuro; Seger, Mark; Chen; , Zhihua

    2017-07-18

    The present teachings relate to polymeric compounds and their use as organic semiconductors in organic and hybrid optical, optoelectronic, and/or electronic devices such as photovoltaic cells, light emitting diodes, light emitting transistors, and field effect transistors. The disclosed compounds generally include as repeating units at least one annulated thienyl-vinylene-thienyl (TVT) unit and at least one other pi-conjugated unit. The annulated TVT unit can be represented by the formula: ##STR00001## where Cy.sup.1 and Cy.sup.2 can be a five- or six-membered carbocyclic ring. The annulated TVT unit can be optionally substituted at any available ring atom(s), and can be covalently linked to the other pi-conjugated unit via either the thiophene rings or the carbocyclic rings Cy.sup.1 and Cy.sup.2. The other pi-conjugated unit can be a conjugated linear linker including one or more unsaturated bonds, or a conjugated cyclic linker including one or more carbocyclic and/or heterocyclic rings.

  1. Theoretical study of singlet oxygen molecule generation via an exciplex with valence-excited thiophene.

    Science.gov (United States)

    Sumita, Masato; Morihashi, Kenji

    2015-02-05

    Singlet-oxygen [O2((1)Δg)] generation by valence-excited thiophene (TPH) has been investigated using multireference Møller-Plesset second-order perturbation (MRMP2) theory of geometries optimized at the complete active space self-consistent field (CASSCF) theory level. Our results indicate that triplet TPH(1(3)B2) is produced via photoinduced singlet TPH(2(1)A1) because 2(1)A1 TPH shows a large spin-orbit coupling constant with the first triplet excited state (1(3)B2). The relaxed TPH in the 1(3)B2 state can form an exciplex with O2((3)Σg(-)) because this exciplex is energetically more stable than the relaxed TPH. The formation of the TPH(1(3)B2) exciplex with O2((3)Σg(-)) whose total spin multiplicity is triplet (T1 state) increases the likelihood of transition from the T1 state to the singlet ground or first excited singlet state. After the transition, O2((1)Δg) is emitted easily although the favorable product is that from a 2 + 4 cycloaddition reaction.

  2. Thermodynamic behavior of poly(3-alkyl thiophene) blends: Equilibrium cocrystal formation and phase segregation.

    Science.gov (United States)

    Pal, Susmita; Nandi, Arun K

    2005-02-24

    The equilibrium cocrystal formation of poly(3-alkyl thiophene) (P3AT) blends has been studied by isothermal cocrystallization in a differential scanning calorimeter (DSC-7). The equilibrium melting points (T(m)0) of the cocrystals are measured using the Hoffman-Weeks extrapolation procedure. The equilibrium phase diagrams are of three different types: (a) concave upward, (b) linear, and (c) linear with phase separation at higher content of lower melting component. The phase diagram nature depends on the regioregularity difference and also on the difference in the number of carbon atoms in the pendent alkyl group of the components. The origin of biphasic nature of type "c" phase diagram has been explored from the glass transition temperature (Tg) measurement using a dynamic mechanical analyzer. The biphasic compositions show two glass transition temperatures (Tg) as well as two beta transition temperatures (T beta). The T(g)s of phase-separated regions correspond to almost the component values but the T(beta)s correspond to that of a lower (T beta) component value, and the other is higher than that of the higher (T beta) component value. Possible reasons are discussed from the interchain lamella thickness in the P3AT blends and molecular modeling using molecular mechanics program.

  3. Selective determination of semi-volatile thiophene compounds in water by molecularly imprinted polymer thin films with direct headspace gas chromatography sulfur chemiluminescence detection.

    Science.gov (United States)

    Hijazi, Hassan Y; Bottaro, Christina S

    2018-02-26

    Water-compatible molecularly imprinted polymer (MIP) thin films are coupled with headspace gas chromatography sulfur chemiluminescence detection (HS-GC-SCD) to create a new approach for the determination of trace concentrations of thiophene compounds in water samples. Thiophene compounds are persistent, typically petrogenic, organic pollutants of concern due to their potential for biomagnification and bioaccumulation, mutagenicity, and carcinogenicity in terrestrial and aquatic fauna. Identification and quantitation in water, particularly following oil spills, is a priority. Following adsorption of the thiophenes to the MIPs, the MIP-bound analytes are analyzed directly by HS-GC-SCD, with minimal sample manipulation and virtually no organic solvent. Calibration curves of spiked seawater were linear from 5 μg L -1 to 100 μg L -1 and limits of detection (LOD) were in the range of 0.24-0.82 μg L -1 . Low matrix effects were observed in the analysis of thiophene compounds in seawater making the method suitable for use in fresh and saline waters without modification. Acceptable reproducibility was obtained for analysis of thiophene compounds from spiked seawater samples at RSDs ≤7.0% (n = 3).

  4. Solvent extraction of thiophene from n-alkanes (C7, C12, and C16) using the ionic liquid [C8mim][BF4

    International Nuclear Information System (INIS)

    Alonso, Luisa; Arce, Alberto; Francisco, Maria; Soto, Ana

    2008-01-01

    In the last years, new strict environmental regulations to reduce sulfur content in liquid fuels have been established. Thiophene derivates can be considered as the key substances to be separated from liquid fuel oils. This paper reports the ability of the ionic liquid 1-methyl-3-octylimidazolium tetrafluoroborate to act as solvent in the (liquid + liquid) extraction of thiophene from aliphatic hydrocarbons. Tie-line data have been determined for ternary systems containing the ionic liquid, thiophene, and some n-alkanes at T = 298.15 K. Extraction process has been analyzed by means of thiophene distribution ratio and selectivity. The solute distribution coefficient decreases and the selectivity increases as the chain length of n-alkane increases. The use of 1-methyl-3-octylimidazolium tetrafluoroborate as potential solvent for separation of thiophene from n-alkanes is feasible using the necessary quantity of solvent. A correlation of the equilibrium data reported here has also been made, using the NRTL activity coefficient model, in order to facilitate their use in simulation and design processes

  5. Pharmacological Classification and Activity Evaluation of Furan and Thiophene Amide Derivatives Applying Semi-Empirical ab initio Molecular Modeling Methods

    Directory of Open Access Journals (Sweden)

    Leszek Bober

    2012-05-01

    Full Text Available Pharmacological and physicochemical classification of the furan and thiophene amide derivatives by multiple regression analysis and partial least square (PLS based on semi-empirical ab initio molecular modeling studies and high-performance liquid chromatography (HPLC retention data is proposed. Structural parameters obtained from the PCM (Polarizable Continuum Model method and the literature values of biological activity (antiproliferative for the A431 cells expressed as LD50 of the examined furan and thiophene derivatives was used to search for relationships. It was tested how variable molecular modeling conditions considered together, with or without HPLC retention data, allow evaluation of the structural recognition of furan and thiophene derivatives with respect to their pharmacological properties.

  6. Charge Delocalization in Oligomers of Poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2-b]thiophene), PBTTT

    KAUST Repository

    Zhang, Yuexing

    2016-04-25

    We investigate theoretically charge delocalization in radical-cations, i.e., positive polarons, formed on oligomer chains of poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2-b]thiophene), PBTTT. We use non-empirically tuned range-separated density functionals (TRS-DFT), including LC-ωPBE, LC-BLYP, and ωB97XD. We consider the evolution with oligomer length of the molecular geometric and electronic structures, optical absorption features, and spin densities. The TRS-DFT results indicate that a positive polaron can delocalize ideally over some 10 thiophene rings when the backbone is non-planar and up to 14 rings for a backbone forced to be completely planar. Interestingly, up to six polarons can co-exist side-by-side in a hexamer (which contains 24 thiophene rings), which is consistent with the highest degrees of doping (oxidation) experimentally achievable in polythiophene derivatives.

  7. Charge Delocalization in Oligomers of Poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2-b]thiophene), PBTTT

    KAUST Repository

    Zhang, Yuexing; Steyrleuthner, Robert; Bredas, Jean-Luc

    2016-01-01

    We investigate theoretically charge delocalization in radical-cations, i.e., positive polarons, formed on oligomer chains of poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2-b]thiophene), PBTTT. We use non-empirically tuned range-separated density functionals (TRS-DFT), including LC-ωPBE, LC-BLYP, and ωB97XD. We consider the evolution with oligomer length of the molecular geometric and electronic structures, optical absorption features, and spin densities. The TRS-DFT results indicate that a positive polaron can delocalize ideally over some 10 thiophene rings when the backbone is non-planar and up to 14 rings for a backbone forced to be completely planar. Interestingly, up to six polarons can co-exist side-by-side in a hexamer (which contains 24 thiophene rings), which is consistent with the highest degrees of doping (oxidation) experimentally achievable in polythiophene derivatives.

  8. Electrochemical properties of novel organodisulfide poly 1,2-bis(thiophen-3-ylmethyl)disulfane as cathode material for secondary lithium batteries

    International Nuclear Information System (INIS)

    Weng, Guoming; Su, Yuzhi; Liu, Zhaoqing; Zhang, Jianhua; Dong, Wen; Xu, Changwei

    2009-01-01

    We successfully synthesized a new organodisulfide poly 1,2-bis(thiophen-3-ylmethyl)disulfane by a facile preparation method. The types of the chemical groups of poly-3-thienylthiophene were characterized by Fourier transform infrared spectroscopy (FTIR). The electrochemical properties of S-S bonds redox behavior in the organodisulfides were investigated in CH 3 CN/0.1 M [Bu 4 N] [PF 6 ] solution. The separation of the anodic and cathodic peak potentials for poly 1,2-bis(thiophen-3-ylmethyl)disulfane is 180 mV. The results indicated that poly 1,2-bis(thiophen-3-ylmethyl)disulfane has an excellent electrochemical reversibility. The average specific capacity of 230 mAh g -1 for poly-3-thienylthiophene is about 2 times higher than that of LiCoO 2 .

  9. Preparation, characterization of Mo catalysts supported on Ni- containing calcium deficient hydroxyapatite and reactivity for the thiophene HDS reaction

    Directory of Open Access Journals (Sweden)

    Cherif A.

    2013-09-01

    Full Text Available Ni-containing Calcium Hydroxyapatite (NiCaHAp; 3.31 wt.% Ni was synthesized by coprecipitation and used as catalyst support. Molybdenum was supported on NiCaHAp by impregnation using ammonium heptamolybdate. The prepared catalysts Mo(x/NiCaHAp (x: 2 to 8 wt % in Mo were characterized by elemental analysis, XRD, FT-IR, N2 adsorption-desorption and TEM-EDX. The catalysts were sulfided in-situ at 673 K under flowing H2S/H2 (15 Vol.% H2S and tested in hydrodesulfurization (HDS of thiophene at 673 K. The main XRD peaks of hydroxyapatite CaHAp phase were observed in all samples and a peak due probably to crystalline MoO3 phase was also identified from the results. However, no crystalline phase of NiO was found for the catalysts, which showed its Ni species were highly dispersed. The sulfided catalysts Mo(x/NiCaHAp presented are active in HDS of thiophene, despite the presence of some large MoO3 crystallites and incomplete sulfidation. This activity may be due to interaction of NiO and MoO3 on CaHAp resulting in the formation of Ni-Mo-S phase under flowing H2S/H2. When the molybdenum content increased the HDS activity increasead slightly, which was caused by the agglomeration of MoO3. The Mo(8/NiCaHAp catalyst is about two times less active for thiophene HDS than the commercial NiMoP/Al2O3.

  10. Pervaporation and sorption behavior of zeolite-filled polyethylene glycol hybrid membranes for the removal of thiophene species.

    Science.gov (United States)

    Lin, Ligang; Zhang, Yuzhong; Li, Hong

    2010-10-01

    Polyethylene glycol (PEG)-CuY zeolite hybrid membranes were prepared for sulfur removal from gasoline feed. The sorption and diffusion behavior of typical gasoline components through the hybrid membranes has been investigated by systematic studies of dynamic sorption curves. Influencing factors including feed temperature, permeate pressure, and zeolite content in the membranes on membrane performance have been evaluated. Immersion experiments results showed the preferential sorption of thiophene, which is key in fulfilling the separation of thiophene/hydrocarbon mixtures. The sorption, diffusion, and permeation coefficients of gasoline components in filled membranes are higher than those in unfilled membranes. Pervaporation (PV) and gas chromatography (GC) experiments results corresponded to the discussions on dynamic sorption curves. PV experiments showed that lower permeate pressure meant higher separation performance. The optimum temperature occurred at 383K, and an Arrhenius relationship existed between permeation flux and operating temperature. The CuY zeolite filling led to a significant increase of flux since the porous zeolite provides for more diffusion for small molecules in mixed matrix membranes. The sulfur enrichment factor increased first and then decreased with the increasing zeolite content, which was attributed to the combined influence of complexation force between CuY and thiophenes as well as the trade-off phenomenon between flux and selectivity. At 9 wt% CuY content, a higher permeation flux (3.19 kg/(m(2) h)) and sulfur enrichment factor (2.95) were obtained with 1190 microg/g sulfur content level in gasoline feed. Copyright 2010 Elsevier Inc. All rights reserved.

  11. The influence of inserted thiophene into the (π-A'-π)-bridge on photovoltaic performances of dye-sensitized solar cells

    International Nuclear Information System (INIS)

    Zhang, Zemin; Hu, Weixia; He, Rongxing; Shen, Wei; Li, Ming

    2017-01-01

    A series of metal-free D-π-A'-π-A type organic dyes have been designed by inserting one or two thiophene between the (π-A'-π)-bridge and the donor and/or acceptor moieties based on BZTP-1. The influence of inserted thiophene into the (π-A'-π)-bridge on photovoltaic performances of sensitizer was investigated in detail using the density functional theory (DFT) and its time-dependent density functional theory (TD-DFT) methods. Calculated results show that increasing the length of the conjugated-linker leads to a high planarity and very narrow HOMO-LUMO energy gap. Especially, dye T-T-BZTP-T-T that forms by inserting two thiophenes into two sides of BZTP exhibits the most obvious red-shifted and the strongest absorption, which leads to a high V oc . Moreover, we find that these dyes show a good character of electron injection and dye regeneration owing to the ideal ΔG inject , μ normal and ΔG reg . Therefore, the insertion of thiophene into the (π-A'-π)-bridge has a better influence on photovoltaic performance of designed dyes compared with BZTP-1. We hope the present work will be helpful for future experimental synthesis of organic dyes to improve the performance of DSSCs. - Highlights: • New D-π-A'-π-A type dyes were designed by inserting thiophene into (π-A'-π)-bridge. • The insertion of thiophene induces perfect electronic and photovoltaic performance. • Adsorbed dyes show good coupling interaction and photovoltaic properties on TiO 2 . • These novel dyes provide guiding strategy for improve efficiency of DSSCs.

  12. The influence of inserted thiophene into the (π-A'-π)-bridge on photovoltaic performances of dye-sensitized solar cells

    Energy Technology Data Exchange (ETDEWEB)

    Zhang, Zemin; Hu, Weixia; He, Rongxing; Shen, Wei; Li, Ming, E-mail: liming@swu.edu.cn

    2017-04-15

    A series of metal-free D-π-A'-π-A type organic dyes have been designed by inserting one or two thiophene between the (π-A'-π)-bridge and the donor and/or acceptor moieties based on BZTP-1. The influence of inserted thiophene into the (π-A'-π)-bridge on photovoltaic performances of sensitizer was investigated in detail using the density functional theory (DFT) and its time-dependent density functional theory (TD-DFT) methods. Calculated results show that increasing the length of the conjugated-linker leads to a high planarity and very narrow HOMO-LUMO energy gap. Especially, dye T-T-BZTP-T-T that forms by inserting two thiophenes into two sides of BZTP exhibits the most obvious red-shifted and the strongest absorption, which leads to a high V{sub oc}. Moreover, we find that these dyes show a good character of electron injection and dye regeneration owing to the ideal ΔG{sub inject}, μ{sub normal} and ΔG{sub reg}. Therefore, the insertion of thiophene into the (π-A'-π)-bridge has a better influence on photovoltaic performance of designed dyes compared with BZTP-1. We hope the present work will be helpful for future experimental synthesis of organic dyes to improve the performance of DSSCs. - Highlights: • New D-π-A'-π-A type dyes were designed by inserting thiophene into (π-A'-π)-bridge. • The insertion of thiophene induces perfect electronic and photovoltaic performance. • Adsorbed dyes show good coupling interaction and photovoltaic properties on TiO{sub 2}. • These novel dyes provide guiding strategy for improve efficiency of DSSCs.

  13. Photophysical, electrochemical and photovoltaic properties of thiophene-containing arylene-ethynylene/arylene-vinylene polymers

    International Nuclear Information System (INIS)

    Egbe, Daniel Ayuk Mbi; Huong Nguyen, Le; Muehlbacher, David; Hoppe, Harald; Schmidtke, Kathy; Serdar Sariciftci, Niyazi

    2006-01-01

    This work reports the properties of two types of thiophene-containing poly(arylene-ethynylene)-alt-poly(arylene-vinylene)s polymers, whose repeating units (-Ph-C≡C-Th-CH=CH-Ph-CH=CH-) n , 1, and (-Th-C≡C-Ph-C≡C-Th-CH=CH-Ph-CH=CH-) n , 2, consist respectively of a 1 : 2 and a 2 : 2 ratio of -C≡C-/-CH=CH- moieties. Although similar electrochemical data (HOMO: - 5.43 eV, LUMO: ∼- 3.15 eV, E g ec = 2.28 eV) as well as identical thin film absorption behaviour (λ a = 501 nm, E g opt = 2.10 eV) were obtained for both types of materials, significant differences in their thin film photoluminescence behaviour and photovoltaic properties were observed. While polymer 1 shows a fluorescence maximum at λ e = 568 nm (with a fluorescence quantum yield of Φ f = 7%), a total fluorescence quenching was observed in 2. Solar cells (set up: ITO/PEDOT : PSS/active layer/LiF/Al; active layer consisting of 1 or 2 as donor and PCBM as acceptor in a 1 : 3 ratio by weight) designed from 1 (best cell: V OC = 900 mV, I SC = 2.51 mA.cm -2 , FF = 53.7%, η AM1.5 = 1.21%) show far better photovoltaic performance than those from 2 (best cell: V OC = 500 mV, I SC = 1.44 mA.cm -2 , FF = 37.1%, η AM1.5 = 0.27%)

  14. In situ oligomerization of 2-(thiophen-3-yl)acetate intercalated into Zn{sub 2}Al layered double hydroxide

    Energy Technology Data Exchange (ETDEWEB)

    Tronto, Jairo, E-mail: jairotronto@ufv.br [Universidade Federal de Viçosa, Instituto de Ciências Exatas e Tecnológicas, Campus de Rio Parsanaíba, Rodovia BR 354 km 310, Cx. Postal 22, CEP, 38.810-000 Rio Paranaíba, MG (Brazil); Pinto, Frederico G.; Costa, Liovando M. da [Universidade Federal de Viçosa, Instituto de Ciências Exatas e Tecnológicas, Campus de Rio Parsanaíba, Rodovia BR 354 km 310, Cx. Postal 22, CEP, 38.810-000 Rio Paranaíba, MG (Brazil); Leroux, Fabrice; Dubois, Marc [Clermont Université, Université Blaise Pascal, Institut de Chimie de Clermont-Ferrand, BP 10448, F-63000 Clermont-Ferrand (France); CNRS, UMR 6296, ICCF, BP 80026, F-6317 Clermont-Ferrand (France); Valim, João B. [Universidade de São Paulo, Faculdade de Filosofia Ciências e Letras de Ribeirão Preto, Departamento de Química, Av. dos Bandeirantes 3900, CEP 14.040-901, Ribeirão Preto, SP (Brazil)

    2015-01-15

    A layered double hydroxide (LDH) with cation composition Zn{sub 2}Al was intercalated with 2-(thiophen-3-yl)acetate (3-TA) monomers. To achieve in situ polymerization and/or oligomerization of the intercalated monomers, soft thermal treatments were carried out, and subsequent hybrid LDH materials were analyzed by means of several characterization techniques using powder X-ray diffraction (PXRD), Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), {sup 13}C CP–MAS nuclear magnetic resonance (NMR), electron spin resonance (EPR), scanning electron microscopy (SEM), and transmission electron microscopy (TEM), inductively coupled plasma optical emission spectroscopy (ICP–OES), and elemental analysis. PXRD analysis suggested that the intercalated monomers formed a bilayer. Thermal treatment of the hybrid LDH assembly above 120 °C provokes partially the breakdown of the layered structure, generating the phase zincite. EPR results indicated that vicinal monomers (oligomerization) were bound to each other after hydrothermal or thermal treatment, leading to a polaron response characteristic of electron conductivity localized on a restricted number of thiophene-based monomer segments. Localized unpaired electrons exist in the material and interact with the {sup 27}Al nuclei of the LDH layers by superhyperfine coupling. These unpaired electrons also interact with the surface of ZnO (O{sup 2−} vacancies), formed during the thermal treatments. - Graphical abstract: We synthesized a layered double hydroxide (LDH) with cation composition Zn{sub 2}Al, intercalated with 2-(thiophen-3-yl)acetate (3-TA) monomers, by coprecipitation at constant pH. We thermally treated the material, to achieve in situ polymerization and/or oligomerization of the intercalated monomers. - Highlights: • A Zn{sub 2}Al–LDH was intercalated with 2-(thiophen-3-yl)acetate monomers. • To achieve in situ oligomerization of the monomers, thermal treatments were made.

  15. W-containing oxide layers obtained on aluminum and titanium by PEO as catalysts in thiophene oxidation

    Science.gov (United States)

    Rudnev, V. S.; Lukiyanchuk, I. V.; Vasilyeva, M. S.; Morozova, V. P.; Zelikman, V. M.; Tarkhanova, I. G.

    2017-11-01

    W-containing oxide layers fabricated on titanium and aluminum alloys by Plasma electrolytic oxidation (PEO) have been tested in the reaction of the peroxide oxidation of thiophene. Samples with two types of coatings have been investigated. Coatings I contained tungsten oxide in the matrix and on the surface of amorphous silica-titania or silica-alumina layers, while coatings II comprised crystalline WO3 and/or Al2(WO4)3. Aluminum-supported catalyst containing a smallest amount of transition metals in the form of tungsten oxides and manganese oxides in low oxidation levels showed high activity and stability.

  16. Spectrally narrowed emissions in 2,5-bis(4-biphenylyl)thiophene crystals pumped by fs laser pulse

    International Nuclear Information System (INIS)

    Kobayashi, S.; Sasaki, F.; Yanagi, H.; Hotta, S.; Ichikawa, M.; Taniguchi, Y.

    2005-01-01

    Spectrally narrowed emission (SNE) in 2,5-bis(4-biphenylyl)thiophene (BP1T) crystals is investigated using fs laser pulse. Two different types of narrowing are observed at different vibronic emission bands with increasing pump intensities. Based on their pump intensity dependence and illumination area dependence, we assign the SNE at 20,200 cm -1 (β-band) to amplified spontaneous emission (ASE) and the SNE at 21,600 cm -1 (α-band) to superfluorescence rather than ASE

  17. Structure and photoconductivity in synthesized poly thiophene by plasma; Estructura y fotoconductividad en politiofeno sintetizado por plasma

    Energy Technology Data Exchange (ETDEWEB)

    Enriquez, M.A.; Colin, E.; Cruz, G.J.; Olayo, M.G.; Ordonez, E. [ININ, A.P. 18-1027, Mexico, D.F. (Mexico); Morales, J.; Olayo, R. [UAM-I, A.P. 55-534 Mexico D.F. (Mexico); Romero, M. [UAM-A, DEP, 02200 Mexico D.F. (Mexico)]. e-mail: angelenrimx@hotmail.com

    2006-07-01

    his work the electric answer of poly thiophene is studied (PTh) to pulses of light to evaluate its luminescence potential. The synthesis of the polymers is made by plasma with different energy to study its effects on the structure of the material. The electric conductivity was calculated by means of the resistance of the polymers in a parallel arrangement of badges between 10 to 250 V, stimulated with ultraviolet light (250 nm) to promote the transfer of electric loads to different temperatures. The results indicate that the aromatic structure of the PTh depends on the power applied during the synthesis. (Author)

  18. Synthesis, characterization, and photophysical properties of a thiophene-functionalized bis(pyrazolyl) pyridine (BPP) tricarbonyl rhenium(I) complex.

    Science.gov (United States)

    Lytwak, Lauren A; Stanley, Julie M; Mejía, Michelle L; Holliday, Bradley J

    2010-09-07

    A bromo tricarbonyl rhenium(I) complex with a thiophene-functionalized bis(pyrazolyl) pyridine ligand (L), ReBr(L)(CO)(3) (1), has been synthesized and characterized by variable temperature and COSY 2-D (1)H NMR spectroscopy, single-crystal X-ray diffraction, and photophysical methods. Complex 1 is highly luminescent in both solution and solid-state, consistent with phosphorescence from an emissive (3)MLCT excited state with an additional contribution from a LC (3)(pi-->pi*) transition. The single-crystal X-ray diffraction structure of the title ligand is also reported.

  19. Steady State and Time-Resolved Fluorescence Dynamics of Triphenylamine Based Oligomers with Phenylene/Thiophene/Furan in Solvents

    International Nuclear Information System (INIS)

    Qi, Zeng; Ying-Liang, Liu; Kang, Meng; Xiang-Jie, Zhao; Shu-Feng, Wang; Qi-Huang, Gong

    2009-01-01

    We investigate the photo-physical properties of a series of triphenylamine-based oligomers by steady-state and picosecond transient fluorescence measurements in solvents. The oligomers are composed alternatively with triphenylamine and phenylene/thiophene/furan group, bridged by vinyl group (PNB/PNT/PNF). Their fluorescence spectra show bathochromic phenomenon with solvent polarity and viscosity increasing. The fluorescence decays are bi-exponential for PNB and PNT, and tri-exponential for PNF in THF and aniline. The strong viscosity dependence suggests conformational relaxation along the PNF chain after photo excitation. (condensed matter: electronicstructure, electrical, magnetic, and opticalproperties)

  20. Synthesis of Novel Heterocyclic Compounds Incorporate 4,5,6,7-Tetrahydrobenzo[b]thiophene Together with Their Cytotoxic Evaluations.

    Science.gov (United States)

    Abdallah, Amira Elsayed Mahmoud; Mohareb, Rafat Milad; Khalil, Eid Metwally; Elshamy, Menna Alla Mohamed Abd Elaleem

    2017-01-01

    The 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene was the key starting compound used to synthesize new thiazole, pyrimidine, pyran, pyridine and thiazine derivatives. The cytotoxicity of the synthesized compounds was studied towards the three cancer cell lines namely MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and SF-268 (central nervous system (CNS) cancer) in addition to the normal cell line (WI-38) using doxorubicin as the reference drug. The study showed that compounds 5, 9a, 15b, 17c, 18 and 21b were the most potent compounds.

  1. Thiophene hydrodesulfurization over CoMo/Al2O3-CuY catalysts: Temperature effect study

    OpenAIRE

    Boukoberine, Yamina; Hamada, Boudjema

    2016-01-01

    CoMo/γ-Al2O3-CuY catalysts are prepared by physically mixing CoMo/γ-Al2O3 catalyst with Cu-exchanged Y zeolite. The CuY zeolite is prepared by the solid state ion exchange technique. The thiophene hydrodesulfurization is performed in a fixed bed reactor at high temperature and atmospheric pressure. The results show that the presence of CuY zeolite particles in CoMo/Al2O3 catalyst can have a noticeable effect on both the conversion and product selectivities. An increasing zeolite loading in ca...

  2. Thiophene-free diphenyl-amino-stilbene-diketo-pyrrolo-pyrrole derivatives as donors for organic bulk heterojunction solar cell

    Czech Academy of Sciences Publication Activity Database

    Honová, J.; Luňák, S.; Vala, M.; Stříteský, S.; Fekete, Ladislav; Weiter, M.; Kovalenko, A.

    2016-01-01

    Roč. 70, č. 10 (2016), s. 1416-1424 ISSN 0366-6352 R&D Projects: GA MŠk LO1409; GA ČR(CZ) GA15-05095S; GA MŠk LM2015088 Institutional support: RVO:68378271 Keywords : organic solar cell * thiophene-free * diphenyl-amino-stilbene * hole mobility * molecular structure Subject RIV: BM - Solid Matter Physics ; Magnetism OBOR OECD: Condensed matter physics (including formerly solid state physics, supercond.) Impact factor: 1.258, year: 2016

  3. Polymers for organic photovoltaics based on 1,5-bis(2-hexyldecyloxy)-naphthalene, thiophene, and benzothiadiazole

    DEFF Research Database (Denmark)

    Carlé, Jon Eggert; Jørgensen, Mikkel; Krebs, Frederik C

    2011-01-01

    Two new conjugated polymers consisting of the donors 1,5-bis(2-hexyldecyloxy)naphthalene, thiophene, or bithiophene and the acceptor benzothiadiazole has been synthesized and their optical and photovoltaic properties have been characterized. The two polymers were compared with earlier synthesized...... and characterized polymers containing benzene instead of naphthalene. The two polymers absorb light in the visible spectrum (400 to 700 nm). The naphthalene containing polymers had blueshifted absorption spectra compared to the benzene containing polymers and also higher band gaps. In photovoltaic devices...

  4. Synthesis of dansyl-labeled probe of thiophene analogue of annonaceous acetogenins for visualization of cell distribution and growth inhibitory activity toward human cancer cell lines.

    Science.gov (United States)

    Kojima, Naoto; Suga, Yuki; Matsumoto, Takuya; Tanaka, Tetsuaki; Akatsuka, Akinobu; Yamori, Takao; Dan, Shingo; Iwasaki, Hiroki; Yamashita, Masayuki

    2015-03-15

    The convergent synthesis of the dansyl-labeled probe of the thiophene-3-carboxamide analogue of annonaceous acetogenins, which shows potent antitumor activity, was accomplished by two asymmetric alkynylations of the 2,5-diformyl THF equivalent with an alkyne having a thiophene moiety and another alkyne tagged with a dansyl group. The growth inhibitory profiles toward 39 human cancer cell lines revealed that the probe retained the biological function of its mother compound, and would be useful for studying cellular activity. Copyright © 2015 Elsevier Ltd. All rights reserved.

  5. Discovery of novel N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides as potent RORγt inhibitors.

    Science.gov (United States)

    Wang, Yonghui; Cai, Wei; Zhang, Guifeng; Yang, Ting; Liu, Qian; Cheng, Yaobang; Zhou, Ling; Ma, Yingli; Cheng, Ziqiang; Lu, Sijie; Zhao, Yong-Gang; Zhang, Wei; Xiang, Zhijun; Wang, Shuai; Yang, Liuqing; Wu, Qianqian; Orband-Miller, Lisa A; Xu, Yan; Zhang, Jing; Gao, Ruina; Huxdorf, Melanie; Xiang, Jia-Ning; Zhong, Zhong; Elliott, John D; Leung, Stewart; Lin, Xichen

    2014-01-15

    Novel series of N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides were discovered as potent retinoic acid receptor-related orphan receptor-gamma-t (RORγt) inhibitors. SAR studies of the RORγt HTS hit 6a led to identification of thiazole ketone amide 8h and thiophene ketone amide 9g with high binding affinity and inhibitory activity of Th17 cell differentiation. Compound 8h showed in vivo efficacy in both mouse experimental autoimmune encephalomyelitis (EAE) and collagen induced arthritis (CIA) models via oral administration. Copyright © 2013 Elsevier Ltd. All rights reserved.

  6. Large-area photovoltaics based on low band gap copolymers of thiophene and benzothiadiazole or benzo-bis(thiadiazole)

    DEFF Research Database (Denmark)

    Bundgaard, Eva; Krebs, Frederik C

    2007-01-01

    to give poor devices when employed in bulk heterojunctions with PCBM. This was linked to a poor alignment of the energy levels in 2 with that of the electrodes and PCBM, showing that the requirement for a control of the positions of the energy levels becomes increasingly important as the band gap......Large-area solar cells (active area = 3 and 10cm(2)) were prepared with low band gap polymers based on thiophene and benzothiadiazole (1) or thiophene and benzo-bis(thiadiazole) (2). The band gaps of the polymers were 1.65 and 0.67 eV, respectively. The best photovoltaic performance was obtained...... for the device ITO/PEDOT/1:PCBM (1:2)/Al with an active area of 3 cm(2). The efficiency of the device was 0.62%. This is a high efficiency for a low band gap polymer in a large-area organic solar cell and thus polymer I is a very promising material for organic solar cells. The devices based on 2 were found...

  7. Probing topological electronic effects in catalysis: thiophene adsorption on NiMoS and CoMoS clusters

    Energy Technology Data Exchange (ETDEWEB)

    Borges Junior, Itamar; Silva, Alexander M., E-mail: itamar@ime.eb.br [Instituto Militar de Engenharia (IME), Rio de Janeiro-RJ (Brazil). Programa de Pos-Graduacao em Engenharia de Defesa

    2012-10-15

    A general two-step theoretical approach to study electronic redistributions in catalytic processes is presented. In the first step, density functional theory (DFT) is used to fully optimize two geometries: the cluster representing the catalyst and the cluster plus adsorbed molecule system. In the second step, the converged electron density is divided into multipoles centered on atomic sites according to a distributed multipole analysis which provides detailed topological information on the charge redistribution of catalyst and molecule before and after adsorption. This approach is applied to thiophene adsorption on the 10{sup -}10 metal edge of Ni(Co)MoS catalysts and compared to the same reaction on bare MoS{sub 2}. Calculated adsorption energies, geometries and multipole analysis indicate weak thiophene chemisorption on both cases. A Coulombic bond model showed that surface metal-sulfur bond strengths in Ni(Co)MoS promoted catalysts are considerably smaller than in bare MoS{sub 2}, thus confirming the origin of the enhancement of hydrodesulfurization (HDS) activity in these catalysts. (author)

  8. Synthesis and Characterization of Some New Bis-Pyrazolyl-Thiazoles Incorporating the Thiophene Moiety as Potent Anti-Tumor Agents

    Directory of Open Access Journals (Sweden)

    Sobhi M. Gomha

    2016-09-01

    Full Text Available A new series of 1,4-bis(1-(5-(aryldiazenylthiazol-2-yl-5-(thiophen-2-yl-4,5-dihydro-1H-pyrazol-3-ylbenzenes 3a–i were synthesized via reaction of 5,5′-(1,4-phenylenebis(3-(thiophen-2-yl-4,5-dihydro-1H-pyrazole-1-carbothioamide (1 with hydrazonoyl halides 2a–i. In addition, reaction of 1 with ethyl chloroacetate afforded bis-thiazolone derivative 8 as the end product. Reaction of compound 8 with methyl glyoxalate gave bis-thiazolone derivative 10. The structures of the newly synthesized compounds were established on the basis of spectroscopic evidences and their alternative syntheses. All the synthesized compounds were evaluated for their anti-tumor activities against hepatocellular carcinoma (HepG2 cell lines, and the results revealed promising activities of compounds 3g, 5e, 3e, 10, 5f, 3i, and 3f with IC50 equal 1.37 ± 0.15, 1.41 ± 0.17, 1.62 ± 0.20, 1.86 ± 0.20, 1.93 ± 0.08, 2.03 ± 0.25, and 2.09 ± 0.19 μM, respectively.

  9. C2 Arylated Benzo[b]thiophene Derivatives as Staphylococcus aureus NorA Efflux Pump Inhibitors.

    Science.gov (United States)

    Liger, François; Bouhours, Pascale; Ganem-Elbaz, Carine; Jolivalt, Claude; Pellet-Rostaing, Stéphane; Popowycz, Florence; Paris, Jean-Marc; Lemaire, Marc

    2016-02-04

    An innovative and straightforward synthesis of second-generation 2-arylbenzo[b]thiophenes as structural analogues of INF55 and the first generation of our laboratory-made molecules was developed. The synthesis of C2-arylated benzo[b]thiophene derivatives was achieved through a method involving direct arylation, followed by simple structural modifications. Among the 34 compounds tested, two of them were potent NorA pump inhibitors, which led to a 16-fold decrease in the ciprofloxacin minimum inhibitory concentration (MIC) against the SA-1199B strain at concentrations of 0.25 and 0.5 μg mL(-1) (1 and 1.5 μm, respectively). This is a promising result relative to that obtained for reserpine (MIC=20 μg mL(-1)), a reference compound amongst NorA pump inhibitors. These molecules thus represent promising candidates to be used in combination with ciprofloxacin against fluoroquinolone-resistant strains. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  10. Singlet Fission via an Excimer-Like Intermediate in 3,6-Bis(thiophen-2-yl)diketopyrrolopyrrole Derivatives.

    Science.gov (United States)

    Mauck, Catherine M; Hartnett, Patrick E; Margulies, Eric A; Ma, Lin; Miller, Claire E; Schatz, George C; Marks, Tobin J; Wasielewski, Michael R

    2016-09-14

    Singlet fission (SF) in polycrystalline thin films of four 3,6-bis(thiophen-2-yl)diketopyrrolopyrrole (TDPP) chromophores with methyl (Me), n-hexyl (C6), triethylene glycol (TEG), and 2-ethylhexyl (EH) substituents at the 2,5-positions is found to involve an intermediate excimer-like state. The four different substituents yield four distinct intermolecular packing geometries, resulting in variable intermolecular charge transfer (CT) interactions in the solid. SF from the excimer state of Me, C6, TEG, and EH takes place in τSF = 22, 336, 195, and 1200 ps, respectively, to give triplet yields of 200%, 110%, 110%, and 70%, respectively. The transient spectra of the excimer-like state and its energetic proximity to the lowest excited singlet state in these derivatives suggests that this state may be the multiexciton (1)(T1T1) state that precedes formation of the uncorrelated triplet excitons. The excimer decay rates correlate well with the SF efficiencies and the degree of intermolecular donor-acceptor interactions resulting from π-stacking of the thiophene donor of one molecule with the DPP core acceptor in another molecule as observed in the crystal structures. Such interactions are found to also increase with the SF coupling energies, as calculated for each derivative. These structural and spectroscopic studies afford a better understanding of the electronic interactions that enhance SF in chromophores having strong intra- and intermolecular CT character.

  11. Synthesis and application of magnetic deep eutectic solvents: Novel solvents for ultrasound assisted liquid-liquid microextraction of thiophene.

    Science.gov (United States)

    Khezeli, Tahere; Daneshfar, Ali

    2017-09-01

    Two novel magnetic deep eutectic solvents (MDESs), comprised of cheap and simple components named [choline chloride/phenol] [FeCl 4 ] and [choline chloride/ethylene glycol] [FeCl 4 ] were prepared and characterized by CHN elemental analysis, proton nuclear magnetic resonance ( 1 H NMR), vibrating sample magnetometery (VSM), Raman, Fourier transform-infrared (FT-IR) and UV-Vis spectrometery. The extraction efficiency of the prepared MDESs has been investigated in ultrasound assisted liquid-liquid microextraction based MDES (UALLME-MDES). Briefly, MDESs were added to n-heptan containing thiophene. Then, MDESs were dispersed in n-heptane by sonication. After that, microdroplets of MDESs were collected by a magnet and the remained concentration of thiophene in n-heptane phase was analyzed by GC-FID. The results indicated that [choline chloride/phenol] [FeCl 4 ] has higher extraction efficiency than [choline chloride/ethylene glycol] [FeCl 4 ]. This work opens a new way to the application of MDESs. Copyright © 2016 Elsevier B.V. All rights reserved.

  12. Adsorption of molecular additive onto lead halide perovskite surfaces: A computational study on Lewis base thiophene additive passivation

    Science.gov (United States)

    Zhang, Lei; Yu, Fengxi; Chen, Lihong; Li, Jingfa

    2018-06-01

    Organic additives, such as the Lewis base thiophene, have been successfully applied to passivate halide perovskite surfaces, improving the stability and properties of perovskite devices based on CH3NH3PbI3. Yet, the detailed nanostructure of the perovskite surface passivated by additives and the mechanisms of such passivation are not well understood. This study presents a nanoscopic view on the interfacial structure of an additive/perovskite interface, consisting of a Lewis base thiophene molecular additive and a lead halide perovskite surface substrate, providing insights on the mechanisms that molecular additives can passivate the halide perovskite surfaces and enhance the perovskite-based device performance. Molecular dynamics study on the interactions between water molecules and the perovskite surfaces passivated by the investigated additive reveal the effectiveness of employing the molecular additives to improve the stability of the halide perovskite materials. The additive/perovskite surface system is further probed via molecular engineering the perovskite surfaces. This study reveals the nanoscopic structure-property relationships of the halide perovskite surface passivated by molecular additives, which helps the fundamental understanding of the surface/interface engineering strategies for the development of halide perovskite based devices.

  13. Potentiometric and Conductometric Study of Aqueous Solutions of Lithium and Sodium Salts of Poly(thiophen-3-ylacetic acid).

    Science.gov (United States)

    Hostnik, Gregor; Vlachy, Vojko; Bondarev, Dmitrij; Jiří, Vohlídal; Cerar, Janez

    2012-09-01

    The title polymer, PTAA, practically free of ester groups was obtained by oxidative polymerization of methyl thiophen-3-ylacetate and subsequent basic hydrolysis of primary polymer. Poly(thiophen-3-ylacetic acid) has been thoroughly characterized by NMR, IR, Raman, and UV/Vis spectroscopy. The polyacid behavior during neutralization titrations with lithium and sodium hydroxides, carried out under nitrogen atmosphere, has been studied by conductometry and potentiometry. Henderson-Hasselbach plots of potentiometric titration curves show a break point at pH around 6, where the curve slope drops from 1.8 (at lower pH) to a value from 1.05 to 1.3 (at higher pH values). The UV/Vis spectra monitored during back titration show: (i) monotonous decrease of both λmax and εmax as pH decreases, (ii) the presence of the isosbestic point at 401 nm that can be ascribed to conformational transition of PTAA chains, and (iii) absence of the isosbestic point at 392 nm reported previously by other authors.

  14. Synthesis and antitumor activity of some novel thiophene, pyrimidine, coumarin, pyrazole and pyridine derivatives

    Directory of Open Access Journals (Sweden)

    Albratty Mohammed

    2017-03-01

    Full Text Available 2-Cyano-N-(thiazol-2-yl acetamide (2a and 2-cyano-N-(oxazol- 2-yl acetamide (2b were obtained via the reaction of ethyl cyanoacetate with either 2-aminothiazole (1a or 2-aminooxazole (1b. The formed products were directed toward the reaction with cyclopentanone and elemental sulfur in the presence of triethylamine to give cyclopenta[b]thiophene derivatives (3a,b. The latter products were reacted with either ethyl cyanoacetate or malononitrile to form compounds 4a,b and 5a,b, respectively. Compounds 4a,b were aimed at synthesizing some heterocyclic compounds; thus internal cyclization reactions were introduced to form compounds 6a,b. Also, compounds 4a,b reacted with salicylaldehyde, hydrazine derivatives and either urea or thiourea to produce coumarin derivatives (7a,b, pyrazole derivatives (8a-d and pyrimidine derivatives (9a-d, respectively. Reaction of either benzaldehyde or benzene diazonium chloride (11 with compounds 4a,b afforded compounds 10a,b and 12a,b, respectively. On the other hand, compounds 5a,b underwent internal cyclization to form pyrimidine derivatives 13a,b. Also, when compounds 5a,b reacted with either ethyl cyanoacetate or malononitrile, they gave pyridine derivatives (15a-d through the formation of intermediates (14a-d. Finally, formation of fused pyrimidine derivatives (17a,b was achieved through the reaction of compounds 5a,b and salicylaldehyde applying two different pathways. The first pathway used a catalytic amount of piperidine to form compounds 16a,b; the latter products underwent cyclization to give compounds 17a,b. The second pathway, using a catalytic amount of sodium ethoxide solution directly in one step, afforded compounds 17a,b. Structures of the newly synthesized compounds were established using IR, 1H NMR, 13C NMR and mass spectrometry and their antitumor activity was investigated. Some of these compounds showed promising inhibitory effects on three different cell lines. However, fused pyrimidine

  15. Synthesis and Biological Evaluation of Thiophene-Based Cannabinoid Receptor Type 2 Radiotracers for PET Imaging

    Directory of Open Access Journals (Sweden)

    Ahmed Haider

    2016-07-01

    Full Text Available Over the past two decades, our understanding of the endocannabinoid system has greatly improved due to the wealth of results obtained from exploratory studies. Currently, two cannabinoid receptor subtypes have been well characterized. The cannabinoid receptor type 1 (CB1 is widely expressed in the central nervous system, while the levels of the cannabinoid receptor type 2 (CB2 in the brain and spinal cord of healthy individuals are relatively low. However, recent studies demonstrated a CB2 upregulation on activated microglia upon neuroinflammation, an indicator of neurodegeneration. Our research group aims to develop a suitable positron emission tomography (PET tracer to visualize the CB2 receptor in patients suffering from neurodegenerative diseases. Herein we report two novel thiophene-based 11C-labeled PET ligands designated [11C]AAT-015 and [11C]AAT-778. The reference compounds were synthesized using Gewald reaction conditions to obtain the aminothiophene intermediates, followed by amide formation. Saponification of the esters provided their corresponding precursors. Binding affinity studies revealed Ki values of 3.3 ± 0.5 nM (CB2 and 1.0 ± 0.2 µM (CB1 for AAT-015. AAT-778 showed similar Ki values of 4.3 ± 0.7 nM (CB2 and 1.1 ± 0.1 µM (CB1. Radiosynthesis was carried out under basic conditions using [11C]iodomethane as methylating agent. After semi-preparative HPLC purification both radiolabeled compounds were obtained in 99% radiochemical purity and the radiochemical yields ranged from 12 to 37%. Specific activity was between 96 - 449 GBq/µmol for both tracers. In order to demonstrate CB2 specificity of [11C]AAT-015 and [11C]AAT-778, we carried out autoradiography studies using CB2-positive mouse/rat spleen tissues. The obtained results revealed unspecific binding in spleen tissue that was not blocked by an excess of CB2-specific ligand GW402833. For in vivo analysis, [11C]AAT-015 was administered to healthy rats via tail

  16. Spectroscopie du Furanne et du Thiophene Par Diffusion Inelastique D'electrons

    Science.gov (United States)

    Lotfi, Said

    Nous avons etudie les molecules de furanne ( rm C_4H_4O) et de thiophene (rm C_4H_4O) au moyen de la spectroscopie de diffusion inelastique d'electrons. Pour (rm C_4H_4O), les spectres realises dans differentes conditions d'energie d'impact et d'angle de diffusion contiennent des singularites ou des families de pics correspondant a: (1) des vibrations de l'etat fondamental dans le domaine 0-0.5 eV, (2) des etats triplets ^3 B_1 et ^3 A_1 qui dominent la region 3-5.5 eV, (3) des etats de valences, entre 5 et 10 eV, dont certains son accompagnes de progressions vibrationnelles, soit ~ A _1B_2, ~ B ^1A_1 et ~ C ^1A_1, (4) toujours entre 5 et 10 eV, deux series de Ryhdberg (rm 1a_2to nda_2 et rm 1a_2to npb_2) qui convergent vers la premiere limite d'ionisation de la molecule, avec une progression vibrationnelle associee au mdoe nu_4 pour la seconde, et une troisieme serie (rm 2b_1to nsa_1 ) convergent vers la seconde limite d'ionisation accompagnee de la progression de mode nu _1. Pour rm C_4H_4S, nos spectres presentent les memes etats de vibration et les memes etats triplets que pour rm C_4H _4O. Nous avons releve egalement, dans la region de 5 a 10 eV, des etats de valence ~ A ^1A_1 (ou ~ A ^1B_2), ~ B ^1A_1 (ou ~ B ^1B _2) et ~ C ^1A_1 (ou ~ C ^1B_2). Pour la premiere fois, par la spectroscopie de diffusion inelastique d'electrons, de nombreux pics ont ete identifies et attribues, dans le cadre de ce travail. Il s'agit, notamment, des etats de vibration de l'etat electronique fondamental de ces molecules et egalement de certains etats de Rydberg dans le cas du furanne.

  17. An Asymmetric Furan/Thieno[3,2-b]Thiophene Diketopyrrolopyrrole Building Block for Annealing-Free Green-Solvent Processable Organic Thin-Film Transistors.

    Science.gov (United States)

    Ding, Shang; Ni, Zhenjie; Hu, Mengxiao; Qiu, Gege; Li, Jie; Ye, Jun; Zhang, Xiaotao; Liu, Feng; Dong, Huanli; Hu, Wenping

    2018-06-21

    A new asymmetric furan and thieno[3,2-b]thiophene flanked diketopyrrolopyrrole (TTFDPP) building block for conjugated polymers is designed and used to generate a donor-acceptor semiconducting polymer, poly[3-(furan-2-yl)-2,5-bis(2-octyldodecyl)-6-(thieno[3,2-b]thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione-alt-thieno[3,2-b]thiophene] (abbreviated to PTTFDPP-TT), consisting of TTFDPP unit copolymerized with thieno[3,2-b]thiophene comonomer (TT), which is further synthesized. Results demonstrate that PTTFDPP-TT-based thin-film transistors in a bottom-gate bottom-contact device configuration exhibit typical hole-transporting property, with weak temperature dependence for charge carrier mobility from room temperature to 200 °C. In addition, the good solubility of PTTFDPP-TT due to the incorporation of a polar furan unit and an asymmetric conjugated structure makes it able to be solution processed with a less toxic nonchlorinated solvent such as toluene, demonstrating comparable performance with that prepared from chlorinated solution. These results suggest PTTFDPP-TT as a promising organic semiconductor candidate for annealing-free, environmentally benign, and less energy-consuming applications in large-area flexible organic electronic devices. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  18. The Catalytic Conversion of Thiophenes over Large H-ZSM-5 Crystals: An X-Ray, UV/Vis, and Fluorescence Microspectroscopic Study

    NARCIS (Netherlands)

    Kox, M.H.F.; Mijovilovich, A.E.; S ättler, J.J.H.B.; Stavitski, I.; Weckhuysen, B.M.

    2013-01-01

    X-ray absorption, UV/Vis, and fluorescence microspectroscopy have been used to characterize the catalytic conversion of thiophene derivatives within the micropores of an individual H-ZSM-5 zeolite crystal. Space-resolved information into the Si/ Al ratios and sulfur content was provided by X-ray

  19. Complexes of cobalt(II), nickel(II), copper(II), zinc(II), cadmium(II) and dioxouranium(II) with thiophene-2-aldehydethiosemicarbazone

    International Nuclear Information System (INIS)

    Singh, Balwan; Misra, Harihar

    1986-01-01

    Metal complexes of thiosemicarbazides have been known for their pharmacological applications. Significant antitubercular, fungicidal and antiviral activities have been reported for thiosemicarbazides and their derivatives. The present study describes the systhesis and characterisation of complexes of Co II , Cu II , Zn II ,Cd II and UO II with thiosemicarbazone obtained by condensing thiophene-2-aldehyde with thiosemicarbazide. 17 refs., 2 tables. (author)

  20. Preparation of deuterated heterocyclic five-membered ring compounds (furan, thiophene, pyrrole, and derivatives) by base-catalyzed hydrogen isotope exchange with deuterium oxide

    International Nuclear Information System (INIS)

    Heinrich, K.H.; Herrmann, M.; Moebius, G.; Sprinz, H.

    1984-01-01

    Several deuterated heterocyclic compounds of the type of furan,thiophene and pyrrole were prepared by base-catalyzed proton exchange with deuterium oxide at temperatures above 423 K in a closed system. The determination of deuterium and its distribution within the molecules was carried out by mass spectrometry and 1 H nmr spectrometry. (author)

  1. The chiroptical properties of chiral substituted poly[3-((3S)-3,7-dimethyloctyl)thiophene] as a function of film thickness

    NARCIS (Netherlands)

    Lakhwani, G.; Koeckelberghs, G.; Meskers, S.C.J.; Janssen, R.A.J.

    2007-01-01

    Circular dichroism (CD) and circular polarization of the luminescence (CPL) of spin coated films of chiral, regioregular poly[3-((3S)-3,7-dimethyloctyl)thiophene] are investigated as a function of their thickness (50–500 nm). The dissymmetry factors for absorption (gabs) and emission (glum) do not

  2. Synthesis of poly (3-hexyl thiophene-2,5-diyl) in presence of CdS nanoparticles: microscopic and spectroscopic studies

    Energy Technology Data Exchange (ETDEWEB)

    Nicho, M. E.; Jaimes, W. [Universidad Autonoma del Estado de Morelos, Centro de Investigacion en Ingenierias y Ciencias Aplicadas, Av. Universidad 1001, Col. Chamilpa, 62209 Cuernavaca, Morelos (Mexico); Rivas A, M. E.; Quevedo L, M. A. [University of Texas at Dallas, Department of Materials Science and Engineering, 800 West Campbell Road, Richardson, Texas 75252 (United States); Hu, H., E-mail: menicho@uaem.mx [UNAM, Instituto de Energias Renovables, 62580 Temixco, Morelos (Mexico)

    2017-11-01

    In this paper, the synthesis of nano composites of poly(3-hexyl thiophene-2,5-diyl) (P3HT) and cadmium sulfide (CdS) nanoparticles are reported. CdS nanoparticles were first synthesized using chemical precipitation. Then P3HT was synthesized by direct oxidation of 3-hexyl thiophene with FeCl{sub 3} as oxidant in presence of CdS nanoparticles. The goal of this work was to investigate the effect of the CdS nanoparticles during the synthesis of P3HT. The resulting films of P3HT/CdS nano composites were investigated by Fourier Transform Infrared Spectroscopy (Ft-IR), Ultraviolet-Visible Spectroscopy (UV-Vis), X-ray diffraction, Transmission electron microscopy (Tem), Atomic force microscopy (AFM) and Scanning electron microscopy (Sem). Homogeneous distribution of CdS nanoparticles in P3HT was demonstrated by Sem, AFM and Tem. Ft-IR analysis showed interaction between CdS and the S atoms of the thiophene rings. This result, together with UV-Vis spectra and XRD pattern suggest a better arrangement of the polymer chains. It is possible that the CdS nanoparticles are coupled with the unpaired electrons of S atoms in the thiophene rings through the positive delocalized charge, resulting in a more ordered P3HT polymer matrix with embedded CdS nanoparticles. (Author)

  3. Acylated 2-(N-arylaminomethylene)benzo[b]thiophene-3(2H)-Ones: Molecular Switches with Varying Migrants and Substituents

    International Nuclear Information System (INIS)

    Dubonosov, A.D.; Rybalkin, V.P.; Tsukanov, A.V.; Minkin, V.I.; Popova, L.L.; Revinsky, Y.V.; Bren, V.A.; Minkin, V.I.

    2009-01-01

    Synthesis and properties of photo chromic acylated 2-(N-arylaminomethylene)benzo[b]thiophene-3(2H)-ones are described. Their structure largely depends on the nature of acyl migrant and in a less degree on N-aryl substituent.

  4. Thiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applications

    KAUST Repository

    Mondal, Rajib; Becerril, Hector A.; Verploegen, Eric; Kim, Dongwook; Norton, Joseph E.; Ko, Sangwon; Miyaki, Nobuyuki; Lee, Sangjun; Toney, Michael F.; Bré das, Jean-Luc; McGehee, Michael D.; Bao, Zhenan

    2010-01-01

    Thiophene enriched fused-aromatic thieno[3,4-b]pyrazine systems were designed and employed to produce low band gap polymers (Eg = 1.0-1.4 eV) when copolymerized with fluorene and cyclopentadithiophene. The copolymers are mainly investigated

  5. Benchmarking semiempirical and DFT methods for the interaction of thiophene and diethyl sulfide molecules with a Ti(OH)4(H2O) cluster.

    Science.gov (United States)

    Vorontsov, Alexander V; Smirniotis, Panagiotis G

    2017-08-01

    Semiempirical methods pm6 and pm7 as well as density functional theory functionals exchange LSDA, exchange-correlation PW91 and PBE, hybrid B3LYP1 and PBE0 were compared for energy and geometry of thiophene, diethyl sulfide (DES) molecules and their binding to a frozen Ti(OH) 4 (H 2 O) complex having one coordinatively unsaturated Ti 5C site representing small fragment of TiO 2 anatase (001) surface. PBE0/6-31G(d) with DFT-D3 dispersion correction was the best method for description of thiophene and DES molecules geometries as comparison with experimental data demonstrated. Semiempirical methods pm6 and pm7 resulted in only three of four possible binding configurations of thiophene with the Ti(OH) 4 (H 2 O) complex while pm7 described correctly the enthalpy and all configurations of DES binding with the Ti(OH) 4 (H 2 O) complex. SBKJC pseudopotential and LSDA with and without dispersion correction produced flawed results for many configurations. PBE0 and PBE with and without dispersion correction and PW91 with 6-31G(d) basis set systematically produced dependable results for thiophene and DES binding to the Ti(OH) 4 (H 2 O) complex. PBE0-D3/6-31G(d), B3LYP1-D3/6-31G(d), and PBE-D3/6-31G(d) gave best match of binding energy for thiophene while PBE0/6-31G(d) gave best match of DES binding energy as comparison with CCSD(T) energy demonstrated. On the basis of the superior results obtained with PBE0/6-31G(d), it is the recommended method for modeling of adsorption over TiO 2 surfaces. Such a conclusion is in agreement with recent literature.

  6. The oxidation of alkylaryl sulfides and benzo[b]thiophenes by Escherichia coli cells expressing wild-type and engineered styrene monooxygenase from Pseudomonas putida CA-3.

    Science.gov (United States)

    Nikodinovic-Runic, Jasmina; Coulombel, Lydie; Francuski, Djordje; Sharma, Narain D; Boyd, Derek R; Ferrall, Rory Moore O; O'Connor, Kevin E

    2013-06-01

    Nine different sulfur-containing compounds were biotransformed to the corresponding sulfoxides by Escherichia coli Bl21(DE3) cells expressing styrene monooxygenase (SMO) from Pseudomonas putida CA-3. Thioanisole was consumed at 83.3 μmoles min(-1) g cell dry weight(-1) resulting mainly in the formation of R-thioanisole sulfoxide with an enantiomeric excess (ee) value of 45 %. The rate of 2-methyl-, 2-chloro- and 2-bromo-thioanisole consumption was 2-fold lower than that of thioanisole. Surprisingly, the 2-methylthioanisole sulfoxide product had the opposite (S) configuration to that of the other 2-substituted thioanisole derivatives and had a higher ee value (84 %). The rate of oxidation of 4-substituted thioanisoles was higher than the corresponding 2-substituted substrates but the ee values of the products were consistently lower (10-23 %). The rate of benzo[b]thiophene and 2-methylbenzo[b]thiophene sulfoxidation was approximately 10-fold lower than that of thioanisole. The ee value of the benzo[b]thiophene sulfoxide could not be determined as the product racemized rapidly. E. coli cells expressing an engineered SMO (SMOeng R3-11) oxidised 2-substituted thioanisoles between 1.8- and 2.8-fold faster compared to cells expressing the wild-type enzyme. SMOeng R3-11 oxidised benzo[b]thiophene and 2-methylbenzo[b]thiophene 10.1 and 5.6 times faster that the wild-type enzyme. The stereospecificity of the reaction catalysed by SMOeng was unchanged from that of the wild type. Using the X-ray crystal structure of the P. putida S12 SMO, it was evident that the entrance of substrates into the SMO active site is limited by the binding pocket bottleneck formed by the side chains of Val-211 and Asn-46 carboxyamide group.

  7. Reflection and extinction of light by self-assembled monolayers of a quinque-thiophene derivative: A coherent scattering approach

    Energy Technology Data Exchange (ETDEWEB)

    Gholamrezaie, Fatemeh; Meskers, Stefan C. J., E-mail: s.c.j.meskers@tue.nl [Molecular Materials and Nanosystems and Institute of Complex Molecular Systems, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven (Netherlands); Leeuw, Dago M. de [Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany)

    2016-06-07

    Scattering matrix theory is used to describe resonant optical properties of molecular monolayers. Three types of coupling are included: exciton-exciton, exciton-photon, and exciton-phonon coupling. We use the K-matrix formalism, developed originally to describe neutron scattering spectra in nuclear physics to compute the scattering of polaritons by phonons. This perturbation approach takes into account the three couplings and allows one to go beyond molecular exciton theory without the need of introducing additional boundary conditions for the polariton. We demonstrate that reflection, absorption, and extinction of light by 2D self-assembled monolayers of molecules containing quinque-thiophene chromophoric groups can be calculated. The extracted coherence length of the Frenkel exciton is discussed.

  8. Optical detection of ion diffusion in electrochromic poly(3,4-ethylenedioxy)thiophene film using microcantilever electrodes

    DEFF Research Database (Denmark)

    Lin, Rong; Stokbro, Kurt; Madsen, Dorte Nørgaard

    2005-01-01

    potential of the film induced dark (light-absorbing) rings, which spread out from the anode on a time scale of seconds. The rate of expansion of the rings as well as the final diameter depended on the bias voltage. Using two micro four-point probes simultaneously, we measured with one probe the conductance......We present measurements of microscale electrochromic switching of poly(3,4-ethylenedioxy)thiophene doped with poly(4-styrene sulfonate), thin film using microfabricated multi-point probe electrodes. After treatment with a dilute hydrochloric acid, a voltage bias above 3 V with respect to the ground...... of the film outside, near and inside a dark ring induced by a voltage applied to another probe and found the resistivity to be directly related to the observed absorbance of the film. The standard electrochromic mechanism of ion insertion was used to explain the observations. We anticipate this experimental...

  9. 4,4′-[Thiophene-2,5-diylbis(ethyne-2,1-diyl]dibenzonitrile

    Directory of Open Access Journals (Sweden)

    Kari Rissanen

    2008-04-01

    Full Text Available In the solid state, the title compound, C22H10N2S, forms centrosymmetric dimers by pairs of non-classical C—H...S hydrogen bonds linking approximately coplanar molecules. The benzene ring involved in this interaction makes a dihedral angle of only 7.21 (16° with the thiophene ring, while the other benzene ring is twisted somewhat out of the plane, with a dihedral angle of 39.58 (9°. The hydrogen-bonded dimers stack on top of each other with an interplanar spacing of 3.44 Å. C—H...N hydrogen bonds link together stacks that run in approximately perpendicular directions. Each molecule thus interacts with 12 adjacent molecules, five of them approaching closer than the sum of the van der Waals radii for the relevant atoms. Optimization of the inter-stack contacts contributes to the non-planarity of the molecule.

  10. Diels-Alder reactions for the rational design of benzo[b]thiophenes: DFT-based guidelines for synthetic chemists

    Science.gov (United States)

    Brasca, Romina; Kneeteman, María N.; Mancini, Pedro M. E.; Fabian, Walter M. F.

    2012-02-01

    In this work we studied the capability of several diene/dienophile pairs to undergo Diels-Alder (DA) reactions leading to benzo[b]thiophenes. A variety of synthetically and commercially available nitrothiophenes were chosen as dienophiles. Methyl 5-nitro-3-thiophenecarboxylate was selected as a potential strong electrophilic candidate based on some DFT-based properties and the substitution pattern of the expected product. The mechanistic details concerning the participation of this dienophile in polar DA reactions were investigated through a theoretical point of view. The results were compared with the experimental outcomes. This methodology should allow synthetic chemists to analyze DA reactions in detail in a stage prior to the synthetic job.

  11. Photovoltaic characterization of hybrid solar cells using surface modified TiO2 nanoparticles and poly(3-hexyl)thiophene

    International Nuclear Information System (INIS)

    Guenes, Serap; Marjanovic, Nenad; Nedeljkovic, Jovan M; Sariciftci, Niyazi Serdar

    2008-01-01

    We report on the photovoltaic performance of bulk heterojunction solar cells using novel nanoparticles of 6-palmitate ascorbic acid surface modified TiO 2 as an electron acceptor embedded into the donor poly(3-hexyl)thiophene (P3HT) matrix. Devices were fabricated by using P3HT with varying amounts of red TiO 2 nanoparticles (1:1, 1:2, 1:3 w-w ratio). The devices were characterized by measuring current-voltage characteristics under simulated AM 1.5 conditions. Incident photon to current efficiency (IPCE) was spectrally resolved. The nanoscale morphology of such organic/inorganic hybrid blends was also investigated using atomic force microscopy (AFM).

  12. Synthesis of New Chiral Ligands Based on Thiophene Derivatives for Use in Catalytic Asymmetric Oxidation of Sulfides

    International Nuclear Information System (INIS)

    Jeong, Yong Chul; Ahn, Dae Jun; Lee, Woo Sun; Lee, Seung Han; Ahn, Kwang Hyun

    2011-01-01

    We discovered that the vanadium complexes of new Schiff base ligands and prepared from thiophene derivatives efficiently catalyze the asymmetric oxidation of sulfides by hydrogen peroxide to provide sulfoxides with enantioselectivities up to 79% ee and in yields up to 89%. Notably, Schiff base showed better or similar enantioselectivity than the well-studied Schiff base. These results suggest possible applications of Schiff bases derived from and in other catalytic asymmetric reactions. Chiral sulfoxides are important functional groups for various applications. For example, the biological activities of sulfoxide containing drugs such as omeprazole are strongly related to the chirality of the sulfoxide group; for this reason, esomeprazole, the enantiomerically pure form of omeprazole, was later developed. There are several chiral sulfoxide based drugs that have been introduced by the pharmaceutical industry including armodafinil, aprikalim, oxisurane, and ustiloxin. Chiral sulfoxides have also been utilized as chiral auxiliaries in asymmetric syntheses of chiral intermediates

  13. Microneedle crystals of cyano-substituted thiophene/phenylene co-oligomer epitaxially grown on KCl surface

    Science.gov (United States)

    Torii, Kazuki; Dokiya, Shohei; Tanaka, Yosuke; Yoshinaga, Shohei; Yanagi, Hisao

    2017-06-01

    A cyno-substituted thiophene/phenylene co-oligomer (TPCO), 5,5‧-bis(4‧-cyanobiphenyl-4-yl)-2,2‧-bithiophene (BP2T-CN), is vapor-deposited on KCl (001) surface kept at 220 °C by the mask-shadowing method. Transmission electron microscopy and fluorescence microscopy reveal that the deposited BP2T-CN crystallizes in two types of morphologies: microneedles and thin film crystallites. In particular, the predominant microneedles epitaxially grow in four directions in the manner that the BP2T-CN molecules align along the [110]KCl or [-110]KCl. X-ray diffraction patterns indicate that the BP2T-CN molecules in the microneedle lie parallel while those in the thin film crystallite obliquely stand on the KCl surface.

  14. Tuning Fullerene Intercalation in a Poly (thiophene) derivative by Controlling the Polymer Degree of Self-Organisation

    Science.gov (United States)

    Paternò, G. M.; Skoda, M. W. A.; Dalgliesh, Robert; Cacialli, F.; Sakai, V. García

    2016-10-01

    Controlling the nanoscale arrangement in polymer-fullerene organic solar cells is of paramount importance to boost the performance of such promising class of photovoltaic diodes. In this work, we use a pseudo-bilayer system made of poly(2,5-bis(3-hexadecylthiophen-2-yl)thieno[3,2-b]thiophene (PBTTT) and [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), to acquire a more complete understanding of the diffusion and intercalation of the fullerene-derivative within the polymer layer. By exploiting morphological and structural characterisation techniques, we observe that if we increase the film solidification time the polymer develops a higher crystalline order, and, as a result, it does not allow fullerene molecules to intercalate between the polymer side-chains. Gaining insight into the detailed fullerene intercalation mechanism is important for the development of organic photovoltaic diodes (PVDs).

  15. Synthesis, Density Functional Theory (DFT), Urease Inhibition and Antimicrobial Activities of 5-Aryl Thiophenes Bearing Sulphonylacetamide Moieties.

    Science.gov (United States)

    Noreen, Mnaza; Rasool, Nasir; Gull, Yasmeen; Zubair, Muhammad; Mahmood, Tariq; Ayub, Khurshid; Nasim, Faiz-Ul-Hassan; Yaqoob, Asma; Zia-Ul-Haq, Muhammad; de Feo, Vincenzo

    2015-11-05

    A variety of novel 5-aryl thiophenes 4a-g containing sulphonylacetamide (sulfacetamide) groups were synthesized in appreciable yields via Pd[0] Suzuki cross coupling reactions. The structures of these newly synthesized compounds were determined using spectral data and elemental analysis. Density functional theory (DFT) studies were performed using the B3LYP/6-31G (d, p) basis set to gain insight into their structural properties. Frontier molecular orbital (FMOs) analysis of all compounds 4a-g was computed at the same level of theory to get an idea about their kinetic stability. The molecular electrostatic potential (MEP) mapping over the entire stabilized geometries of the molecules indicated the reactive sites. First hyperpolarizability analysis (nonlinear optical response) were simulated at the B3LYP/6-31G (d, p) level of theory as well. The compounds were further evaluated for their promising antibacterial and anti-urease activities. In this case, the antibacterial activities were estimated by the agar well diffusion method, whereas the anti-urease activities of these compounds were determined using the indophenol method by quantifying the evolved ammonia produced. The results revealed that all the sulfacetamide derivatives displayed antibacterial activity against Bacillus subtiles, Escherichia coli, Staphylococcus aureus, Shigella dysenteriae, Salmonella typhae, Pseudomonas aeruginosa at various concentrations. Furthermore, the compound 4g N-((5-(4-chlorophenyl)thiophen-2-yl)sulfonyl) acetamide showed excellent urease inhibition with percentage inhibition activity ~46.23 ± 0.11 at 15 µg/mL with IC50 17.1 µg/mL. Moreover, some other compounds 4a-f also exhibited very good inhibition against urease enzyme.

  16. Selective adsorption of thiophenic compounds from fuel over TiO2/SiO2 under UV-irradiation.

    Science.gov (United States)

    Miao, Guang; Ye, Feiyan; Wu, Luoming; Ren, Xiaoling; Xiao, Jing; Li, Zhong; Wang, Haihui

    2015-12-30

    This study investigates selective adsorption of thiophenic compounds from fuel over TiO2/SiO2 under UV-irradiation. The TiO2/SiO2 adsorbents were prepared and then characterized by N2 adsorption, X-ray diffraction and X-ray photoelectron spectroscopy. Adsorption isotherms, selectivity and kinetics of TiO2/SiO2 were measured in a UV built-in batch reactor. It was concluded that (a) with the employment of UV-irradiation, high organosulfur uptake of 5.12 mg/g was achieved on the optimized 0.3TiO2/0.7SiO2 adsorbent at low sulfur concentration of 15 ppmw-S, and its adsorption selectivity over naphthalene was up to 325.5; (b) highly dispersed TiO2 served as the photocatalytic sites for DBT oxidation, while SiO2 acted as the selective adsorption sites for the corresponding oxidized DBT using TiO2 as a promoter, the two types of active sites worked cooperatively to achieve the high adsorption selectivity of TiO2/SiO2; (c) The kinetic rate-determining step for the UV photocatalysis-assisted adsorptive desulfurization (PADS) over TiO2/SiO2 was DBT oxidation; (d) consecutive adsorption-regeneration cycles suggested that the 0.3TiO2/0.7SiO2 adsorbent can be regenerated by acetonitrile washing followed with oxidative air treatment. This work demonstrated an effective PADS approach to greatly enhance adsorption capacity and selectivity of thiophenic compounds at low concentrations for deep desulfurization under ambient conditions. Copyright © 2015 Elsevier B.V. All rights reserved.

  17. Measurements of activity coefficients at infinite dilution of aliphatic and aromatic hydrocarbons, alcohols, thiophene, tetrahydrofuran, MTBE, and water in ionic liquid [BMIM][SCN] using GLC

    International Nuclear Information System (INIS)

    Domanska, Urszula; Laskowska, Marta

    2009-01-01

    The activity coefficients at infinite dilution, γ 13 ∞ for 32 solutes: alkanes, alken-1-es, alkyn-1-es, cycloalkanes, aromatic hydrocarbons, alcohols, thiophene, tetrahydrofuran, tert-butyl methyl ether, and water in the ionic liquid 1-butyl-3-methylimidazolium thiocyanate [BMIM][SCN] were determined by gas-liquid chromatography at the temperatures from 298.15 K to 368.15 K. The values of the partial molar excess enthalpies at infinite dilution ΔH 1 E,∞ were calculated from the experimental γ 13 ∞ values obtained over the temperature range. The selectivities for the hexane/benzene, cyclohexane/benzene, hexane/thiophene, and other separation problems were calculated from the γ 13 ∞ and compared to the other ionic liquids, N-methyl-2-pyrrolidinone, and sulfolane, taken from the recent literature. This work demonstrates that with chosen ionic liquid it is possible to separate different organic compounds with the highest selectivity, ever published

  18. Ferrocene-Functionalized 4-(2,5-Di(thiophen-2-yl-1H-pyrrol-1-ylaniline: A Novel Design in Conducting Polymer-Based Electrochemical Biosensors

    Directory of Open Access Journals (Sweden)

    Rukiye Ayranci

    2015-01-01

    Full Text Available Herein, we report a novel ferrocenyldithiophosphonate functional conducting polymer and its use as an immobilization matrix in amperometric biosensor applications. Initially, 4-(2,5-di(thiophen-2-yl-1H-pyrrol-1-ylamidoferrocenyldithiophosphonate was synthesized and copolymerized with 4-(2,5-di(thiophen-2-yl-1H-pyrrol-1-ylbenzenamine at graphite electrodes. The amino groups on the polymer were utilized for covalent attachment of the enzyme glucose oxidase. Besides, ferrocene on the backbone was used as a redox mediator during the electrochemical measurements. Prior to the analytical characterization, optimization studies were carried out. The changes in current signals at +0.45 V were proportional to glucose concentration from 0.5 to 5.0 mM. Finally, the resulting biosensor was applied for glucose analysis in real samples and the data were compared with the spectrophotometric Trinder method.

  19. Electronic Properties and Photovoltaic Performances of a Series of Oligothiophene Copolymers Incorporating Both Thieno[3,2-b]thiophene and 2,1,3-Benzothiadiazole Moieties.

    Science.gov (United States)

    Biniek, Laure; Chochos, Christos L; Hadziioannou, Georges; Leclerc, Nicolas; Lévêque, Patrick; Heiser, Thomas

    2010-04-06

    A series of donor-acceptor alternated conjugated copolymers, composed of thiophene, bithiophene, thieno[3,2-b]thiophene, and 2,1,3-benzothiadiazole units and differing from each other by the nature and the number of 3-alkylthiophene in the backbone, have been synthesized by Stille cross-coupling polymerization. The material's optical and electrochemical properties, in solution and in thin films, have been investigated using UV-Visible absorption and cyclic voltammetry. Bulk heterojunction solar cells using blends of the newly synthesized copolymers, as electron donor, and C60-PCBM or C70-PCBM, as electron transporting material, have been elaborated. A maximum power conversion efficiency of 1.8% is achieved with a 1:4 PPBzT(2) -C12:C70-PCBM weight ratio. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  20. Synthesis, physical and chemical properties of 2-((4-(R-amino-5-(thiophen-2-ylmethyl-4H-1,2,4-triazol-3-ylthioacetic acids salts

    Directory of Open Access Journals (Sweden)

    А.А. Safonov

    2017-12-01

    Full Text Available Thanks to the rapid development of science, humanity has achieved remarkable success in various fields. This also applies to the synthesis of biological compounds. Over the centuries, scientists have invented many methods and drugs that are being actively used to date. Derivatives of 1,2,4-triazole can be the foundation for the manufacture of new native drugs that will compete with foreign ones. The aim of work was synthesis and confirmation the structure of 2-((4-(R-amino-5-(thiophen-2-ylmethyl-4H-1,2,4-triazol-3-ylthioacetate acids salts. Materials and methods. As starting substances we used 2-((4-(R-amino-5-(thiophen-2-ylmethyl-4H-1,2,4-triazol-3-ylthioacetic acids, which were synthesized by previously described methods. The structure of synthesized compounds was confirmed by the complex use of modern physical-chemical methods of analysis: elemental analysis, 1H-NMR spectroscopy, HPLC-MS. Results. Salts of 2-((4-(R-amino-5-(thiophen-2-ylmethyl-4H-1,2,4-triazol-3-ylthioacetic acids were synthesized by the interaction of the appropriate acids with organic (morpholin, methanamin, 2-hydroxyethanamin, inorganic basics (aqueous ammonia solution, sodium hydroxide and salts (zinc sulfate, ferrum (III chloride, magnesium sulfate, copper (II sulfate in alcoholic or aqueous media. Conclusions. A series of novel 2-((4-(R-amino-5-(thiophen-2-ylmethyl-4H-1,2,4-triazol-3-ylthioacetic acids salts were synthesized. The structure of synthesized compounds is established using modern physical-chemical methods of analysis.

  1. Consecutive thiophene-annulation approach to π-extended thienoacene-based organic semiconductors with [1]benzothieno[3,2-b][1]benzothiophene (BTBT) substructure.

    Science.gov (United States)

    Mori, Takamichi; Nishimura, Takeshi; Yamamoto, Tatsuya; Doi, Iori; Miyazaki, Eigo; Osaka, Itaru; Takimiya, Kazuo

    2013-09-18

    We describe a new synthetic route to the [1]benzothieno[3,2-b][1]benzothiophene (BTBT) substructure featuring two consecutive thiophene-annulation reactions from o-ethynyl-thioanisole substrates and arylsulfenyl chloride reagents that can be easily derived from arylthiols. The method is particularly suitable for the synthesis of unsymmetrical derivatives, e.g., [1]benzothieno[3,2-b]naphtho[2,3-b]thiophene, [1]benzothieno[3,2-b]anthra[2,3-b]thiophene, and naphtho[3,2-b]thieno[3,2-b]anthra[2,3-b]thiophene, a selenium-containing derivative, [1]benzothieno[3,2-b][1]benzoselenophene. It also allows us to access largely π-extended derivatives with two BTBT substructures, e.g., bis[1]benzothieno[2,3-d:2',3'-d']benzo[1,2-b:4,5-b']dithiophene and bis[1]benzothieno[2,3-d:2',3'-d']naphtho[2,3-b:6,7-b']dithiophene (BBTNDT). It should be emphasized that these new BTBT derivatives are otherwise difficult to be synthesized. In addition, since various substrates and reagents, o-ethynyl-thioanisoles and arylthiols, respectively, can be combined, the method can be regarded as a versatile tool for the development of thienoacene-based organic semiconductors in this class. Among the newly synthesized materials, highly π-extended BBTNDT afforded very high mobility (>5 cm(2) V(-1) s(-1)) in its vapor-deposited organic field-effect transistors (OFETs), which is among the highest for unsubstituted acene- or thienoacenes-based organic semiconductors. In fact, the structural analyses of BBTNDT both in the single crystal and thin-film state indicated that an interactive two-dimensional molecular array is realized in the solid state, which rationalize the higher carrier mobility in the BBTNDT-based OFETs.

  2. [(4S,5S-2,2-Dimethyl-1,3-dioxolane-4,5-diyl]bis[N-(thiophen-2-ylmethylidenemethanamine

    Directory of Open Access Journals (Sweden)

    Yan Jiang

    2012-02-01

    Full Text Available In the title compound, C17H20N2O2S2, the five-membered heterocycle exhibits an envelope conformation and the molecular chirality and configuration are well preserved from l-tartaric acid. The dihedral angle between the two thiophene rings is 17.0 (2°. In the crystal, molecules are linked by C—H...O and C—H...S hydrogen interactions, which are effective in the stabilization of the crystal structure.

  3. p-TSA/Base-Promoted Propargylation/Cyclization of β-Ketothioamides for the Regioselective Synthesis of Highly Substituted (Hydro)thiophenes.

    Science.gov (United States)

    Nandi, Ganesh Chandra; Singh, Maya Shankar

    2016-07-15

    Metal-free, p-toluenesulfonic acid (p-TSA)-mediated, straightforward propargylation of β-ketothioamides with aryl propargyl alcohol has been achieved at room temperature. In addition, the reaction also provided thiazole rings as byproducts. Furthermore, the propargylated thioamides undergo intramolecular 1,5-cyclization to afford fully substituted (hydro)thiophenes in the presence of base. Notably, the approach is pot, atom, and step economical (PASE).

  4. Electronic states of thiophene/phenylene co-oligomers: Extreme-ultra violet excited photoelectron spectroscopy observations and density functional theory calculations

    International Nuclear Information System (INIS)

    Kawaguchi, Yoshizo; Sasaki, Fumio; Mochizuki, Hiroyuki; Ishitsuka, Tomoaki; Tomie, Toshihisa; Ootsuka, Teruhisa; Watanabe, Shuji; Shimoi, Yukihiro; Yamao, Takeshi; Hotta, Shu

    2013-01-01

    We have investigated electronic states in the valence electron bands for the thin films of three thiophene/phenylene co-oligomer (TPCO) compounds, 2,5-bis(4-biphenylyl)thiophene (BP1T), 1,4-bis(5-phenylthiophen-2-yl)benzene (AC5), and 1,4-bis{5-[4-(trifluoromethyl)phenyl]thiophen-2-yl}benzene (AC5-CF 3 ), by using extreme-UV excited photoelectron spectroscopy (EUPS). By comparing both EUPS spectra and secondary electron spectra between AC5 and AC5-CF 3 , we confirm that CF 3 substitution to AC5 deepens valence states by 2 eV, and increases the ionization energy by 3 eV. From the cut-off positions of secondary electron spectra, the work functions of AC5, AC5-CF 3 , and BP1T are evaluated to be 3.8 eV, 4.8 eV, and 4.0 eV, respectively. We calculate molecular orbital (MO) energy levels by the density functional theory and compare results of calculations with those of experiments. Densities of states obtained by broadening MO levels well explain the overall features of experimental EUPS spectra of three TPCOs.

  5. Adsorption behaviors of thiophene, benzene, and cyclohexene on FAU zeolites: Comparison of CeY obtained by liquid-, and solid-state ion exchange

    Energy Technology Data Exchange (ETDEWEB)

    Qin, Yucai [College of Chemistry and Chemical Engineering, China University of Petroleum (East China), Qingdao 266555, Shandong (China); Key Laboratory of Petrochemical Catalytic Science and Technology, Liaoning Province, Liaoning Shihua University, Fushun 113001, Liaoning (China); Mo, Zhousheng; Yu, Wenguang; Dong, Shiwei; Duan, Linhai [College of Chemistry and Chemical Engineering, China University of Petroleum (East China), Qingdao 266555, Shandong (China); Gao, Xionghou, E-mail: gaoxionghou@petrochina.com.cn [Petrochemical Research Institute, PetroChina Company Limited, 9 Dongzhimen North Street, Dongcheng District, Beijing 100007 (China); Song, Lijuan, E-mail: lsong56@263.net [College of Chemistry and Chemical Engineering, China University of Petroleum (East China), Qingdao 266555, Shandong (China); Key Laboratory of Petrochemical Catalytic Science and Technology, Liaoning Province, Liaoning Shihua University, Fushun 113001, Liaoning (China)

    2014-02-15

    Cerium containing Y zeolites were prepared by liquid- (L-CeY) and solid- (S-CeY) state ion exchange from NaY and HY, respectively. The structural and textural properties were characterized by XRD and N{sub 2} adsorption, and acidity properties were characterized by NH{sub 3} temperature-programmed desorption (NH{sub 3}-TPD) and in situ FTIR spectrum of chemisorbed pyridine (in situ Py-FTIR). Furthermore, the single component adsorption and multi-component competitive adsorption behavior of thiophene, benzene and cyclohexene on those zeolites have also been studied by using vapor adsorption isotherms, solution adsorption breakthrough curves, thermogravimetry and derivative thermogravimetry (TG/DTG), frequency response (FR) and in situ FTIR techniques. The results indicate that the primary adsorption mode of benzene is simply micropore filling process, but the nature of effect of aromatics on selective adsorption of thiophene is competitive adsorption. The strong chemical adsorptions and protonization reactions of thiophene and cyclohexene occur upon the Brönsted acid sites of the HY and L-CeY zeolites, and the preferable acid catalytic protonization reactions of olefins hinder the further adsorption of sulfur compounds.

  6. PBE-DFT theoretical study of organic photovoltaic materials based on thiophene with 1D and 2D periodic boundary conditions

    Science.gov (United States)

    Saïl, K.; Bassou, G.; Gafour, M. H.; Miloua, F.

    2015-12-01

    Conjugated organic systems such as thiophene are interesting topics in the field of organic solar cells. We theoretically investigate π-conjugated polymers constituted by n units ( n = 1-11) based on the thiophene (Tn) molecule. The computations of the geometries and electronic structures of these compounds are performed using the density functional theory (DFT) at the 6-31 G( d, p) level of theory and the Perdew-Burke-Eenzerhof (PBE) formulation of the generalized gradient approximation with periodic boundary conditions (PBCs) in one (1D) and two (2D) dimensions. Moreover, the electronic properties (HOCO, LUCO, E gap, V oc, and V bi) are determined from 1D and 2D PBC to understand the effect of the number of rings in polythiophene. The absorption properties—excitation energies ( E ex), the maximal absorption wavelength (λmax), oscillator strengths, and light harvesting—efficiency are studied using the time-dependent DFT method. Our studies show that changing the number of thiophene units can effectively modulate the electronic and optical properties. On the other hand, our work demonstrates the efficiency of theoretical calculation in the PBCs.

  7. Density functional theory studies on electronic properties of thiophene s oxides as aromatic dienophiles for reactivity prediction in diels-alder reactions

    International Nuclear Information System (INIS)

    Banjo, S.

    2013-01-01

    The reactivity of thiophene S-oxides was discussed with special emphasis on the use of thiophene S-oxides as dienophiles in Diels-Alder type reactions. The omega values obtained for thiophene S-oxide (TO) with electron-donating group (-CH/sub 3/) increased the nucleophilicity power whereas substitution with electron-withdrawing groups (such as -NO/sub 2/ and -CO/sub 2/CH/sub 2/CH/sub 3/) increased the electrophilicity power, indicating an increase of reactivity towards a nucleophiles. The higher the value of delta omega the more favourable the D-A process, therefore apart from (4+2) addition reactions of these TO as diene with the typical dienophiles like 1,2-dicyanoethene and 1,2-dicyanoethene, it could be possible for TO with strong electron withdrawing substituents to serve as dienophile, e.g. heterocycles Ie and If. Also, from the value of delta omega heterocycle 1d could involve in (4+2) addition reactions with heterocyles 1e and If. (author)

  8. PBE–DFT theoretical study of organic photovoltaic materials based on thiophene with 1D and 2D periodic boundary conditions

    International Nuclear Information System (INIS)

    Saïl, K.; Bassou, G.; Gafour, M. H.; Miloua, F.

    2015-01-01

    Conjugated organic systems such as thiophene are interesting topics in the field of organic solar cells. We theoretically investigate π-conjugated polymers constituted by n units (n = 1–11) based on the thiophene (Tn) molecule. The computations of the geometries and electronic structures of these compounds are performed using the density functional theory (DFT) at the 6–31 G(d, p) level of theory and the Perdew–Burke–Eenzerhof (PBE) formulation of the generalized gradient approximation with periodic boundary conditions (PBCs) in one (1D) and two (2D) dimensions. Moreover, the electronic properties (HOCO, LUCO, E gap , V oc , and V bi ) are determined from 1D and 2D PBC to understand the effect of the number of rings in polythiophene. The absorption properties—excitation energies (E ex ), the maximal absorption wavelength (λ max ), oscillator strengths, and light harvesting—efficiency are studied using the time-dependent DFT method. Our studies show that changing the number of thiophene units can effectively modulate the electronic and optical properties. On the other hand, our work demonstrates the efficiency of theoretical calculation in the PBCs

  9. PBE–DFT theoretical study of organic photovoltaic materials based on thiophene with 1D and 2D periodic boundary conditions

    Energy Technology Data Exchange (ETDEWEB)

    Saïl, K., E-mail: sailkari7@yahoo.com; Bassou, G. [Université Djillali Liabès, Laboratoire de Microscopie, Microanalyse de la Matière et Spectroscopie Moléculaire (L2MSM), Faculté des Sciences Exactes (Algeria); Gafour, M. H. [Centre Universitaire Ahmed Zabana de Rélizane, Institut des Sciences Exactes et Sciences de la Nature et de la Vie, Département de Chimie (Algeria); Miloua, F. [Université Djillali Liabès, Laboratoire de Microscopie, Microanalyse de la Matière et Spectroscopie Moléculaire (L2MSM), Faculté des Sciences Exactes (Algeria)

    2015-12-15

    Conjugated organic systems such as thiophene are interesting topics in the field of organic solar cells. We theoretically investigate π-conjugated polymers constituted by n units (n = 1–11) based on the thiophene (Tn) molecule. The computations of the geometries and electronic structures of these compounds are performed using the density functional theory (DFT) at the 6–31 G(d, p) level of theory and the Perdew–Burke–Eenzerhof (PBE) formulation of the generalized gradient approximation with periodic boundary conditions (PBCs) in one (1D) and two (2D) dimensions. Moreover, the electronic properties (HOCO, LUCO, E{sub gap}, V{sub oc}, and V{sub bi}) are determined from 1D and 2D PBC to understand the effect of the number of rings in polythiophene. The absorption properties—excitation energies (E{sub ex}), the maximal absorption wavelength (λ{sub max}), oscillator strengths, and light harvesting—efficiency are studied using the time-dependent DFT method. Our studies show that changing the number of thiophene units can effectively modulate the electronic and optical properties. On the other hand, our work demonstrates the efficiency of theoretical calculation in the PBCs.

  10. Study on aggregation and electric properties in the micro-region of functionalized dithieno[2, 3-b: 3′, 2′-d]thiophene (DTT) oligomers

    Energy Technology Data Exchange (ETDEWEB)

    Jiang, Xiaohong; Huang, Xiaowei; Zhang, Jiajia; Lu, Zhijuan; Wang, Hua; Du, Zuliang, E-mail: zld@henu.edu.cn [Key Laboratory for Special Functional Materials of Ministry of Education, Henan University, Kaifeng, 475004 (China)

    2016-07-15

    Three kinds of 2,5,-diphenyl-dithienol[2, 3-b: 3′, 2′-d]thiophene (DP-DTT), 2,5,-distyryl-dithienol[2, 3-b: 3′, 2′-d]thiophene (DEP-DTT) and 2,5,-thienyl-dithienol[2, 3-b: 3′, 2′-d]thiophene (DET-DTT) micro-region structure and electronic properties were studied. Thin films of these functionalized DTT oligomers were prepared in a one-step drop-casting deposition onto highly oriented pyrolytic graphite substrates. The surface structure of these films was characterized by atomic force microscopy (AFM). Conducting probe atomic force microscope (C-AFM) and Kelvin probe force microscope (KFM) were both used to characterize the electronic transport behavior and surface potential distribution. The substituents of DTT oligomers can greatly affect their aggregation and the hopping conductance mechanism was used to explain the Au-DTTs-HOPG junctions. KFM investigation revealed that these oligomers with different substituents have different highest occupied molecular orbital energy levels. The corresponding theoretical analysis reveals similar result to KFM characterization. The I-V results indicated that the aggregates of molecules were the dominating factor to their micro-region electrical transport.

  11. Synthesis, characterization and biological activity of some transition metals with Schiff base derived from 2-thiophene carboxaldehyde and aminobenzoic acid

    Science.gov (United States)

    Mohamed, Gehad G.; Omar, M. M.; Hindy, Ahmed M. M.

    2005-12-01

    Metal complexes of Schiff base derived from 2-thiophene carboxaldehyde and 2-aminobenzoic acid (HL) are reported and characterized based on elemental analyses, IR, 1H NMR, solid reflectance, magnetic moment, molar conductance and thermal analysis (TGA). The ligand dissociation as well as the metal-ligand stability constants were calculated pH metrically at 25 °C and ionic strength μ = 0.1 (1 M NaCl). The complexes are found to have the formulae [M(HL) 2](X) n· yH 2O (where M = Fe(III) (X = Cl, n = 3, y = 3), Co(II) (X = Cl, n = 2, y = 1.5), Ni(II) (X = Cl, n = 2, y = 1) and UO 2(II) (X = NO 3, n = 2, y = 0)) and [M(L) 2] (where M = Cu(II) (X = Cl) and Zn(II) (X = AcO)). The molar conductance data reveal that Fe(III) and Co(II), Ni(II) and UO 2(II) chelates are ionic in nature and are of the type 3:1 and 2:1 electrolytes, respectively, while Cu(II) and Zn(II) complexes are non-electrolytes. IR spectra show that HL is coordinated to the metal ions in a terdentate manner with ONS donor sites of the carboxylate O, azomethine N and thiophene S. From the magnetic and solid reflectance spectra, it is found that the geometrical structure of these complexes are octahedral. The thermal behaviour of these chelates shows that the hydrated complexes losses water molecules of hydration in the first step followed immediately by decomposition of the anions and ligand molecules in the subsequent steps. The activation thermodynamic parameters, such as, E*, Δ H*, Δ S* and Δ G* are calculated from the DrTG curves using Coats-Redfern method. The synthesized ligands, in comparison to their metal complexes also were screened for their antibacterial activity against bacterial species, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus pyogones and Fungi (Candida). The activity data show that the metal complexes to be more potent/antibacterial than the parent Schiff base ligand against one or more bacterial species.

  12. Facile electrochemical polymerization of 2-(thiophen-2-yl)furan and the enhanced capacitance properties of its polymer in acetonitrile electrolyte containing boron trifluoride diethyl etherate

    International Nuclear Information System (INIS)

    Mo, Daize; Zhou, Weiqiang; Ma, Xiumei; Xu, Jingkun

    2015-01-01

    Highlights: • The low-potential polymerization of 2-(thiophen-2-yl)furan into polymer (PTFu) was reported. • The electrochemical performance of PTFu was studied in three different electrolytes. • The specific capacitance of PTFu electrode reached 392.0 F g −1 at 5 A g −1 and had 67.0% retention after 500 cycles. • The addition of boron trifluoride diethyl etherate into acetonitrile electrolyte benefited to enhance the specific capacitance and stability of PTFu electrode. - ABSTRACT: In this study, a new simple hybrid poly(2-(thiophen-2-yl)furan) (PTFu) was easily electrodeposited by direct anodic oxidation of 2-(thiophen-2-yl)furan in acetonitrile solution containing 0.1 M lithium perchlorate (LiClO 4 ). The oxidation onset potential of 2-(thiophen-2-yl)furan monomer in this medium was measured to be 0.90 V, which was lower than those of thiophene (1.47 V) and furan (1.28 V). The structure and morphology of PTFu were characterized by Ultraviolet–visible spectroscopy, Fourier transform infrared spectroscopy, scanning electron microscopy, and thermal analysis. The electrochemical capacitance properties of PTFu electrode in three electrolytes were also investigated by cyclic voltammetry, galvanostatic charge/discharge and electrochemical impedance spectroscope techniques. The electrochemical results showed that the specific capacitance of PTFu electrode was enhanced to 392.0 F g −1 from 249.4 F g −1 at 5 A g −1 and the cycling stability was also enhanced to 67.0% retention from 25.5% retention after 500 cycles when the equivalent boron trifluoride diethyl etherate (BFEE) was added into the acetonitrile electrolyte. Furthermore, the PTFu electrode in ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate (BmimPF 6 ) showed a lower specific capacitance value (209.4 F g −1 at 5 A g −1 ) and an improved stability (67.6% retention after 600 cycles). These results indicated that the conducting polymers based on furan should be a promising

  13. Variations of structures and solid-state conductivity of isomeric silver(I) coordination polymers having linear and V-shaped thiophene-centered ditriazole ligands

    International Nuclear Information System (INIS)

    Hu, Bin; Geng, Jiao; Zhang, Lie; Huang, Wei

    2014-01-01

    A pair of new linear and V-shaped acceptor–donor–acceptor (A−D−A) thiophene-centered ditriazole structural isomers, i.e., 2,5-di(1H-1,2,4-triazol-1-yl)thiophene (L 1 ) and 3,4-di(1H-1,2,4-triazol-1-yl)thiophene (L 2 ), has been synthesized and characterized. They are used as μ 2 -bridging ligands to prepare a pair of silver(I) coordination polymers formulated as [Ag(L 1 )(NO 3 )] n (1) and [Ag(L 2 )(NO 3 )] n (2), which are also structural isomers at the supramolecular level. X-ray single-crystal diffraction analyses for 1 and 2 reveal that they exhibit the same one-dimensional (1D) coordination polymers but different structural architectures because of the distinguishable shape and configuration of isomeric ligands (L 1 and L 2 ) and the alterations of the coordination numbers. More interestingly, compared with the free ligands, 1D silver(I) polymeric isomers 1 and 2 show significant enhancement of solid-state conductivity to different extents (1.42×10 4 and 2.17×10 3 times), where 6.96 times' enhancement of solid-state conductivity from 1 to 2 has been observed. The formation of Ag–N coordinative bonds and the configurational discrepancy of L 1 and L 2 are believed to play important roles in facilitating the electron transport between molecules, which can also be supported by Density Function Theory calculations of their band gaps. - Graphical abstract: A pair of linear and V-shaped isomeric thiophene-centered ditriazole ligands (L 1 ) and L 2 are used to prepare a pair of silver(I) polymeric isomers (1 and 2), where significant enhancement of solid-state conductivity to different extents are observed originating from the distinguishable shape and configuration of isomeric ligands. - Highlights: • A pair of linear and V-shaped thiophene-centered ditriazole structural isomers is prepared. • They are used as µ 2 -bridging ligands to prepare a pair of silver(I) polymeric isomers. • Significant enhancement of solid-state conductivity is observed

  14. Combretastatin A-4 based thiophene derivatives as antitumor agent: Development of structure activity correlation model using 3D-QSAR, pharmacophore and docking studies

    Directory of Open Access Journals (Sweden)

    Vijay K. Patel

    2017-12-01

    Full Text Available The structure and ligand based synergistic approach is being applied to design ligands more correctly. The present report discloses the combination of structure and ligand based tactics i.e., molecular docking, energetic based pharmacophore, pharmacophore and atom based 3D-QSAR modeling for the analysis of thiophene derivatives as anticancer agent. The main purpose of using structure and ligand based synergistic approach is to ascertain a correlation between structure and its biological activity. Thiophene derivatives have been found to possess cytotoxic activity in several cancer cell lines and its mechanism of action basically involves the binding to the colchicine site on β-tubulin. The structure based approach (molecular docking was performed on a series of thiophene derivatives. All the structures were docked to colchicine binding site of β tubulin for examining the binding affinity of compounds for antitumor activity. The pharmacophore and atom based 3D-QSAR modeling was accomplished on a series of thiophene (32 compounds analogues. Five-point common pharmacophore hypotheses (AAAAR.38 were selected for alignment of all compounds. The atom based 3D-QSAR models were developed by selection of 23 compounds as training set and 9 compounds as test set, demonstrated good partial least squares statistical results. The generated common pharmacophore hypothesis and 3D-QSAR models were validated further externally by measuring the activity of database compounds and assessing it with actual activity. The common pharmacophore hypothesis AAAAR.38 resulted in a 3D-QSAR model with excellent PLSs data for factor two characterized by the best predication coefficient Q2 (cross validated r2 (0.7213, regression R2 (0.8311, SD (0.3672, F (49.2, P (1.89E-08, RMSE (0.3864, Stability (0.8702, Pearson-r (0.8722. The results of these molecular modeling studies i.e., molecular docking, energetic based pharmacophore, pharmacophore and atom based 3D-QSAR modeling

  15. A novel fluorescent probe based on rhodamine hydrazone derivatives bearing a thiophene group for Al³⁺.

    Science.gov (United States)

    Li, Meng-xiao; Zhang, Xia; Fan, Yu-hua; Bi, Cai-feng

    2016-05-01

    In the present work, a novel 5-methyl-thiophene-carbaldehyde-functionalized rhodamine 6G Schiff base (RA) was designed and easily prepared as an Al(3+) fluorescent and colorimetric probe, which could selectively and sensitively detect Al(3+) by showing enhanced fluorescence emission. Meanwhile distinct color variation from colorless to pink also provided 'naked eye' detection of Al(3+), due to the ring spirolactam opening of the rhodamine derivative. Other metal ions (including K(+), Mg(2+), Na(+), Ba(2+), Mn(2+), Cd(2+), Fe(2+), Ni(2+), Pb(2+), Zn(2+), Hg(2+), Co(2+), Li(+), Sr(2+) and Cu(2+)) could only induce limited interference. The detection limit of the fluorescent probe was estimated to be 4.17 × 10(-6) M, the binding constant of the RA-Al(3+) complex was 1.4 × 10(6)  M(-1). Moreover, this fluorescent probe RA possessed high reversibility. As aluminum is a ubiquitous metal in nature and plays vital roles in many biological processes, this chemosensor could be explored for biological study applications. Copyright © 2015 John Wiley & Sons, Ltd.

  16. Thiophene-based rhodamine as selectivef luorescence probe for Fe(III) and Al(III) in living cells.

    Science.gov (United States)

    Wang, Kun-Peng; Chen, Ju-Peng; Zhang, Si-Jie; Lei, Yang; Zhong, Hua; Chen, Shaojin; Zhou, Xin-Hong; Hu, Zhi-Qiang

    2017-09-01

    The thiophene-modified rhodamine 6G (GYJ) has been synthesized as a novel chemosensor. The sensor has sufficiently high selectivity and sensitivity for the detection of Fe 3+ and Al 3+ ions (M 3+ ) by fluorescence and ultraviolet spectroscopy with a strong ability for anti-interference performance. The binding ratio of M 3+ -GYJ complex was determined to be 2:1 according to the Job's plot. The binding constants for Fe 3+ and Al 3+ were calculated to be 3.91 × 10 8 and 5.26 × 10 8  M -2 , respectively. All these unique features made it particularly favorable for cellular imaging applications. The obvious fluorescence microscopy experiments demonstrated that the probes could contribute to the detection of Fe 3+ and Al 3+ in related cells and biological organs with satisfying resolution. Graphical abstract GYJ has high selectivity and sensitivity for the detection of Fe(III) and Al(III) with the binding ratio of 2:1.

  17. Diverse Reactions of Thiophenes, Selenophenes, and Tellurophenes with Strongly Oxidizing I(III) PhI(L)2 Reagents.

    Science.gov (United States)

    Egalahewa, Sathsara; Albayer, Mohammad; Aprile, Antonino; Dutton, Jason L

    2017-02-06

    We report the outcomes of the reactions of aromatic group 16 thiophene, selenophene, and tellurophene rings with the I(III) oxidants PhI(OAc)(OTf) and [PhI(Pyr) 2 ][OTf] 2 (Pyr = pyridine). In all reactions, oxidative processes take place, with generation of PhI as the reduction product. However, with the exception of tellurophene with PhI(OAc)(OTf), +4 oxidation state complexes are not observed, but rather a variety of other processes occur. In general, where a C-H unit is available on the 5-membered ring, an electrophilic aromatic substitution reaction of either -IPh or pyridine onto the ring occurs. When all positions are blocked, reactions with PhI(OAc)(OTf) give acetic and triflic anhydride as the identifiable oxidative byproducts, while [PhI(Pyr) 2 ][OTf] 2 gives pyridine electrophilic aromatic substitution onto the peripheral rings. Qualitative mechanistic studies indicate that the presence of the oxidizable heteroatom is required for pyridine to act as an electrophile in a substantial manner.

  18. Oxidative desulfurization of benzothiophene and thiophene with WOx/ZrO2 catalysts: effect of calcination temperature of catalysts.

    Science.gov (United States)

    Hasan, Zubair; Jeon, Jaewoo; Jhung, Sung Hwa

    2012-02-29

    Oxidative desulfurization (ODS) of model fuel containing benzothiophene (BT) or thiophene (Th) has been carried out with WO(x)/ZrO2 catalyst, which was calcined at various temperatures. Based on the conversion of BT in the model fuel, it can be shown that the optimum calcination temperature of WOx/ZrO2 catalyst is around 700 °C. The most active catalyst is composed of tetragonal zirconia (ZrO2) with well dispersed polyoxotungstate species and it is necessary to minimize the contents of the crystalline WO3 and monoclinic ZrO2 for a high BT conversion. The oxidation rate was interpreted with the first-order kinetics, and it demonstrated the importance of electron density since the kinetic constant for BT was higher than that for Th even though the BT is larger than Th in size. A WOx/ZrO2 catalyst, treated suitably, can be used as a reusable active catalyst in the ODS. Copyright © 2012 Elsevier B.V. All rights reserved.

  19. Oxidative desulfurization of benzothiophene and thiophene with WOx/ZrO2 catalysts: Effect of calcination temperature of catalysts

    International Nuclear Information System (INIS)

    Hasan, Zubair; Jeon, Jaewoo; Jhung, Sung Hwa

    2012-01-01

    Highlights: ► Oxidative desulfurization was studied with WO x /ZrO 2 calcined at different temp. ► The importance of the phases of zirconia and tungsten oxide was suggested. ► The catalyst was analyzed thoroughly with Raman and XRD techniques. ► The importance of electron density on S was confirmed with the kinetics of oxidation. - Abstract: Oxidative desulfurization (ODS) of model fuel containing benzothiophene (BT) or thiophene (Th) has been carried out with WO x /ZrO 2 catalyst, which was calcined at various temperatures. Based on the conversion of BT in the model fuel, it can be shown that the optimum calcination temperature of WO x /ZrO 2 catalyst is around 700 °C. The most active catalyst is composed of tetragonal zirconia (ZrO 2 ) with well dispersed polyoxotungstate species and it is necessary to minimize the contents of the crystalline WO 3 and monoclinic ZrO 2 for a high BT conversion. The oxidation rate was interpreted with the first-order kinetics, and it demonstrated the importance of electron density since the kinetic constant for BT was higher than that for Th even though the BT is larger than Th in size. A WO x /ZrO 2 catalyst, treated suitably, can be used as a reusable active catalyst in the ODS.

  20. The preparation of Ag-BiVO4 metal composite oxides and its application in efficient photocatalytic oxidative thiophene

    Science.gov (United States)

    Gao, Xiao-Ming; Fu, Feng; Zhang, Li-Ping; Li, Wen-Hong

    2013-06-01

    A series of Ag-BiVO4 photocatalysts was synthesized by the hydrothemal synthesis method for different pH values. A strong correlation was found among the prepared processing, structure and property of the samples. With increasing pH value from 5 to 9, the crystallinity increases and the as-prepared Ag-BiVO4 sample gradually disappeared from the nanostructures. The light absorption became higher in the UV and visible range, accompanied by a bathochromic shift of the absorption edge. The competitive relations between crystallinity and surface area affecting photocatalytic activity were also discussed. Photocatalytic desulfurization on the as-prepared Ag-BiVO4 samples using thiophene dissolved in n-octane as a model organosulfur compound was performed. It showed that the photocatalytic desulfurization on the as-prepared Ag-BiVO4 sample at pH=7 can be up to 95%, which existed as various size particles and had significant high surface area of 13.768 m2 g-1.

  1. The preparation of Ag–BiVO{sub 4} metal composite oxides and its application in efficient photocatalytic oxidative thiophene

    Energy Technology Data Exchange (ETDEWEB)

    Gao, Xiao-Ming, E-mail: dawn1026@163.com [Department of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Chemical Reaction Engineering, Yan' an University, Yan' an, Shaanxi 716000 (China); Department of Chemical Engineering, Northwest University, Xi' an, Shaanxi 710069 (China); Fu, Feng; Zhang, Li-Ping [Department of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Chemical Reaction Engineering, Yan' an University, Yan' an, Shaanxi 716000 (China); Li, Wen-Hong [Department of Chemical Engineering, Northwest University, Xi' an, Shaanxi 710069 (China)

    2013-06-15

    A series of Ag–BiVO{sub 4} photocatalysts was synthesized by the hydrothemal synthesis method for different pH values. A strong correlation was found among the prepared processing, structure and property of the samples. With increasing pH value from 5 to 9, the crystallinity increases and the as-prepared Ag–BiVO{sub 4} sample gradually disappeared from the nanostructures. The light absorption became higher in the UV and visible range, accompanied by a bathochromic shift of the absorption edge. The competitive relations between crystallinity and surface area affecting photocatalytic activity were also discussed. Photocatalytic desulfurization on the as-prepared Ag–BiVO{sub 4} samples using thiophene dissolved in n-octane as a model organosulfur compound was performed. It showed that the photocatalytic desulfurization on the as-prepared Ag–BiVO{sub 4} sample at pH=7 can be up to 95%, which existed as various size particles and had significant high surface area of 13.768 m{sup 2} g{sup −1}.

  2. X-shape oligo(thiophene)s as donor materials for vacuum-deposited organic photovoltaic cells

    Institute of Scientific and Technical Information of China (English)

    Wang Ya-Nan; Zhou Yin-Hua; Xu Yue; Sun Xiao-Bo; Wu Wei-Cai; Tian Wen-Jing; Liu Yun-Qi

    2008-01-01

    The films of two x-shape oligo(thiophene)s, 3, 4-dibithienyl-2, 5-dithienylthiophene (TT) and 2, 5-dibithienyl-3, 4-ditrithienylthiophene (11T), which are prepared by vacuum evaporation, have been investigated as novel electron donor layers in two-layer photovoltaic cells. UV-Vis absorptions show red-shifted and broadened absorptions of the vacuumevaporated films as compared with those of the corresponding solutions and spin-coating films, which is beneficial for photovoltaic properties. X-ray diffraction (XRD) and differential scanning calorimetry (DSC) measurements show that the vacuum-evaporated films are almost amorphous. Two-layer photovoltaic cells have been realized by the thermal evaporation of 7T and 11T as donors and N, N'-bis(1-ethylpropyl)-3, 4:9,10-perylene bis(tetracarboxyl diimide) (EPPTC) as an acceptor. An energy conversion efficiency (ECE) of 0.18% of the cell based on 7T with an irradiation of white light at 100 mw/cm2 has been demonstrated by the measurements of current (Ⅰ)- voltage (Ⅴ) curves of the cells to be higher than the ECE of the reference system based on donor dihexylterthienyl (H3T) that is linear and without á, a linkage.

  3. Synthesis, characterization, and reactivity of furan- and thiophene-functionalized bis(n-heterocyclic carbene) complexes of iron(II)

    KAUST Repository

    Rieb, Julia

    2014-09-15

    The synthesis of iron(II) complexes bearing new heteroatom-functionalized methylene-bridged bis(N-heterocyclic carbene) ligands is reported. All complexes are characterized by single-crystal X-ray diffraction (SC-XRD), nuclear magnetic resonance (NMR) spectroscopy, and elemental analysis. Tetrakis(acetonitrile)-cis-[bis(o-imidazol-2-ylidenefuran)methane]iron(II) hexafluorophosphate (2a) and tetrakis(acetonitrile)-cis-[bis(o-imidazol-2-ylidenethiophene)methane]iron(II) hexafluorophosphate (2b) were obtained by aminolysis of [Fe{N(SiMe3)2}2(THF)] with furan- and thiophene-functionalized bis(imidazolium) salts 1a and 1b in acetonitrile. The SC-XRD structures of 2a and 2b show coordination of the bis(carbene) ligand in a bidentate fashion instead of a possible tetradentate coordination. The four other coordination sites of these distorted octahedral complexes are occupied by acetonitrile ligands. Crystallization of 2a in an acetone solution by the slow diffusion of Et2O led to the formation of cisdiacetonitriledi[ bis(o-imidazol-2-ylidenefuran)methane]iron(II) hexafluorophosphate (3a) with two bis(carbene) ligands coordinated in a bidentate manner and two cis-positioned acetonitrile molecules. Compounds 2a and 2b are the first reported iron(II) carbene complexes with four coordination sites occupied by solvent molecules, and it was demonstrated that those solvent ligands can undergo ligand-exchange reactions.

  4. Photoluminescence properties of lanthanide-organic frameworks (LnOFs) with thiophene-2,5-dicarboxylate and acetate

    Energy Technology Data Exchange (ETDEWEB)

    Han, Jing; Wei, Qing; Xie, Gang; Chen, Sanping [Key Lab. of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science, Northwest Univ., Xi' an, Shaanxi (China); Zhang, Sheng [Key Lab. of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science, Northwest Univ., Xi' an, Shaanxi (China); College of Chemistry and Chemical Engineering, Baoji Univ. of Arts and Science, Baoji, Shaanxi (China)

    2017-07-17

    S-heterocyclic dicarboxylic acid, thiophene-2,5-dicarboxylic acid (H{sub 2}TDC), was employed to construct a series of lanthanide-organic frameworks (LnOFs) with coligand acetate, formulated as [Ln(TDC)(OAc)(H{sub 2}O)]{sub n} [Ln = Eu (1), Tb (2), Gd (3), Dy (4), Sm (5)] under hydrothermal conditions. Structure analysis reveals that 1-5 have dinuclear 3D metal organic frameworks (MOFs), in which TDC{sup 2-} and OAc{sup -} display (κ{sup 1}-κ{sup 1})-(κ{sup 1}-κ{sup 1})-μ{sub 4} and (κ{sup 2}-κ{sup 1})-μ{sub 2} coordination fashions, respectively. The dehydrated products of all compounds show high thermal stability above 410 C. As for 1, 2, 4, and 5, the photoluminescence analyses exhibit characteristic luminescence emission bands of the corresponding lanthanide ions in the visible region. In particular, compound 2 displays bright green luminescence in the solid state with {sup 5}D{sub 4} lifetime of 0.510 ms and relative high overall quantum yield of 16 %, based on an ideal energy gap between the lowest triplet state energy level of H{sub 2}TDC ligand and the {sup 5}D{sub 4} state energy level of Tb{sup 3+}. The energy transfer mechanisms in compounds 1 and 2 were also discussed. (copyright 2017 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim)

  5. Study of the efectiveness of the mixed solvents for radically removing thiophenes from benzene and toluene by extractive rectification

    Energy Technology Data Exchange (ETDEWEB)

    Miroshnicenko, A.A.; Fedosyuk, A.A.

    1981-01-01

    A study has been made of the selectivity of solvents under the conditions of liquid-liquid equilibrium in the systems which include thiophene, benzene, toluene, the polar solvent and n-decane. The presence of the latter has maintained the heterogeneity of the mixtures being studied. The systems under consideration were drawn up in volumetric ratios. Equilibrium was studied in thermostat units. The equilibrium phases were analyzed by a special method, while the coefficient of the relative distribution of the components with respect to selectivity was calculated by the known relations. The investigations of the systems with different solvents have shown that there are functionally selective classes of extractants in which selectivity is determined by free unsubstituted functional groups of a solvent. The growth of the selectivity of solvents according to the following classes has been observed: aprotic ones with a keto group < protic ones with a hydroxyl < < unsubstituted amides of acids < sulphones < sulphoxides. To study the liquid-vapor equilibrium, use was made of the most selective extractants (including DMSO, Pyrrolidone-2, carbamide, ethylene carbamide, and NMP) which were revealed earlier in extraction investigations. Since the most selective representative of acid amides, namely, ethylene carbamide and carbamide, are solids, they were studied in mixtures with the less selective liquid solvents of NMP and pyrrolidone-2. NMP-ethylene-carbamide-water and pyrrolidone-2-ethylene carbamida-water are the most selective mixed solvents, and preference is given to the latter one.

  6. Oligo- and polymeric FET devices: Thiophene-based active materials and their interaction with different gate dielectrics

    International Nuclear Information System (INIS)

    Porzio, W.; Destri, S.; Pasini, M.; Bolognesi, A.; Angiulli, A.; Di Gianvincenzo, P.; Natali, D.; Sampietro, M.; Caironi, M.; Fumagalli, L.; Ferrari, S.; Peron, E.; Perissinotti, F.

    2006-01-01

    Derivatives of both oligo- and polythiophene-based FET were recently considered for low cost electronic applications. In the device optimization, factors like redox reversibility of the molecule/polymer, electronic level compatibility with source/drain electrodes, packing closeness, and orientation versus the electrodes, can determine the overall performance. In addition, a gate insulator with a high dielectric constant, a low leakage current, and capability to promote ordering in the semiconductor is required to increase device performances and to lower the FET operating voltage. In this view, Al 2 O 3 appears a good candidate, although its widespread adoption is limited by the disorder that such oxide induces on the semiconductor with detrimental consequences on semiconductor electrical properties. In this contribution, an overview of recent results obtained on thiophene-derivative-based FET devices, fabricated by different growth techniques, and using both thermally grown SiO 2 and Al 2 O 3 from atomic layer deposition gate insulators will be reported and discussed with particular reference to organic solid state aggregation, morphology, and organic-inorganic interface

  7. Diphenylphenoxy-Thiophene-PDI Dimers as Acceptors for OPV Applications with Open Circuit Voltage Approaching 1 Volt

    Directory of Open Access Journals (Sweden)

    Caterina Stenta

    2018-03-01

    Full Text Available Two new perylenediimides (PDIs have been developed for use as electron acceptors in solution-processed bulk heterojunction solar cells. The compounds were designed to exhibit maximal solubility in organic solvents, and reduced aggregation in the solid state. In order to achieve this, diphenylphenoxy groups were used to functionalize a monomeric PDI core, and two PDI dimers were bridged with either one or two thiophene units. In photovoltaic devices prepared using PDI dimers and a monomer in conjunction with PTB7, it was found that the formation of crystalline domains in either the acceptor or donor was completely suppressed. Atomic force microscopy, X-ray diffraction, charge carrier mobility measurements and recombination kinetics studies all suggest that the lack of crystallinity in the active layer induces a significant drop in electron mobility. Significant surface recombination losses associated with a lack of segregation in the material were also identified as a significant loss mechanism. Finally, the monomeric PDI was found to have sub-optimum LUMO energy matching the cathode contact, thus limiting charge carrier extraction. Despite these setbacks, all PDIs produced high open circuit voltages, reaching almost 1 V in one particular case.

  8. Crystal structures of (Z-5-[2-(benzo[b]thiophen-2-yl-1-(3,5-dimethoxyphenylethenyl]-1H-tetrazole and (Z-5-[2-(benzo[b]thiophen-3-yl-1-(3,4,5-trimethoxyphenylethenyl]-1H-tetrazole

    Directory of Open Access Journals (Sweden)

    Narsimha Reddy Penthala

    2016-05-01

    Full Text Available (Z-5-[2-(Benzo[b]thiophen-2-yl-1-(3,5-dimethoxyphenylethenyl]-1H-tetrazole methanol monosolvate, C19H16N4O2S·CH3OH, (I, was prepared by the reaction of (Z-3-(benzo[b]thiophen-2-yl-2-(3,5-dimethoxyphenylacrylonitrile with tributyltin azide via a [3 + 2]cycloaddition azide condensation reaction. The structurally related compound (Z-5-[2-(benzo[b]thiophen-3-yl-1-(3,4,5-trimethoxyphenylethenyl]-1H-tetrazole, C20H18N4O3S, (II, was prepared by the reaction of (Z-3-(benzo[b]thiophen-3-yl-2-(3,4,5-trimethoxyphenylacrylonitrile with tributyltin azide. Crystals of (I have two molecules in the asymmetric unit (Z′ = 2, whereas crystals of (II have Z′ = 1. The benzothiophene rings in (I and (II are almost planar, with r.m.s deviations from the mean plane of 0.0084 and 0.0037 Å in (I and 0.0084 Å in (II. The tetrazole rings of (I and (II make dihedral angles with the mean planes of the benzothiophene rings of 88.81 (13 and 88.92 (13° in (I, and 60.94 (6° in (II. The dimethoxyphenyl and trimethoxyphenyl rings make dihedral angles with the benzothiophene rings of 23.91 (8 and 24.99 (8° in (I and 84.47 (3° in (II. In both structures, molecules are linked into hydrogen-bonded chains. In (I, these chains involve both tetrazole and methanol, and are parallel to the b axis. In (II, molecules are linked into chains parallel to the a axis by N—H...N hydrogen bonds between adjacent tetrazole rings.

  9. Applications of Tris(4-(thiophen-2-ylphenylamine- and Dithienylpyrrole-based Conjugated Copolymers in High-Contrast Electrochromic Devices

    Directory of Open Access Journals (Sweden)

    Tzi-Yi Wu

    2016-05-01

    Full Text Available Tris(4-(thiophen-2-ylphenylamine- and dithienylpyrrole-based copolymers (P(TTPA-co-DIT and P(TTPA-co-BDTA were electropolymerized on ITO electrode by applying constant potentials of 1.0, 1.1, and 1.2 V. Spectroelectrochemical investigations revealed that P(TTPA-co-DIT film displayed more color changes than P(TTPA-co-BDTA film. The P(TTPA-co-DIT film is yellow in the neutral state, yellowish-green and green in the intermediate state, and blue (1.2 V in highly oxidized state. The ∆Tmax of the P(TTPA-co-DIT and P(TTPA-co-BDTA films were measured as 60.3% at 1042 nm and 47.1% at 1096 nm, respectively, and the maximum coloration efficiency (η of P(TTPA-co-DIT and P(TTPA-co-BDTA films were calculated to be 181.9 cm2·C−1 at 1042 nm and 217.8 cm2·C−1 at 1096 nm, respectively, in an ionic liquid solution. Dual type electrochromic devices (ECDs consisting of P(TTPA-co-DIT (or P(TTPA-co-BDTA anodic copolymer, ionic liquid-based electrolyte, and poly(3,4-(2,2-diethylpropylenedioxythiophene (PProDOT-Et2 cathodic polymer were constructed. P(TTPA-co-BDTA/PProDOT-Et2 ECD showed high ΔTmax (48.1% and high coloration efficiency (649.4 cm2·C−1 at 588 nm. Moreover, P(TTPA-co-DIT/PProDOT-Et2 and P(TTPA-co-BDTA/PProDOT-Et2 ECDs displayed satisfactory optical memory and long term switching stability.

  10. Facilitated and selective oxidation of thiophenic sulfur compounds using MoOx/Al₂O₃-H₂O₂ system under ultrasonic irradiation.

    Science.gov (United States)

    Akbari, Azam; Omidkhah, Mohammadreza; Towfighi Darian, Jafar

    2015-03-01

    Oxidative desulfurization of thiophenic sulfur compounds of benzothiophene (BT), dibenzothiophene (DBT) and 4,6-dimethyl dibenzothiophene (4,6-DMDBT) with MoOx/Al₂O₃ catalyst and H₂O₂ oxidant has been facilitated and more selective under ultrasonic irradiation. The catalyst with the optimum 10% of Mo loading consisted of isolated tetrahedral molybdenum oxide species based on FTIR analysis. The increase of Mo loading to 15% and 20% caused to generation of polymolybdate and MoO₃ crystals which decreased desulfurization activity. Sonication enhanced the apparent reaction rate constants in oxidation of all three sulfur compounds. An increase in the Arrhenius factor (A0), which is the total number of collisions per second, could explain the acceleration in the rate constants by sonication. The apparent activated energy (Ea) of BT oxidation was reduced from 96.6 to 75.3 kJ/mol by using ultrasound. This indicated that ultrasound had also a chemical effect, like a catalytic influence, in the acceleration of BT removal. DBT oxidation was reduced when investigated in the presence of tetralin, naphthalene and 2-methyl naphthalene as the model aromatic compounds of actual light oils. A higher selectivity toward DBT elimination in the presence of aromatics was obtained by sonication when compared with the silent treatment. Ultrasound cleaned the catalyst surface from adsorbed aromatics. On the basis of the obtained results, a mechanistic proposal for this desulfurization was explained. Oxidation was performed by nucleophilic attack of sulfur atom to the molybdenum peroxide species of tetrahedral molybdates, which was more advanced by sonication. Copyright © 2014 Elsevier B.V. All rights reserved.

  11. Rh(II-mediated domino [4 + 1]-annulation of α-cyanothioacetamides using diazoesters: A new entry for the synthesis of multisubstituted thiophenes

    Directory of Open Access Journals (Sweden)

    Jury J. Medvedev

    2017-11-01

    Full Text Available A new approach towards the synthesis of multisubstituted thiophenes is elaborated based on Rh(II-catalyzed domino reactions of acyclic diazoesters with α-cyanothioacetamides. It provides a way for the preparation of 5-amino-3-(alkoxycarbonylaminothiophene-2-carboxylates, 2-(5-amino-2-methoxycarbonylthiophene-3-ylaminomalonates and (2-cyano-5-aminothiophene-3-ylcarbamates with the preparative yields of up to 67%. It was also shown that α-cyanothioacetamides easily interact with dirhodium carboxylates to give rather stable 2:1 complexes, resulting in an evident decrease in the efficiency of the catalytic process at moderate temperatures (20–30 °C.

  12. Adsorption kinetics and dynamics of small organic molecules on a silica wafer: Butane, pentane, nonane, thiophene, and methanol adsorption on SiO2/Si(1 1 1)

    International Nuclear Information System (INIS)

    Funk, S.; Goering, J.; Burghaus, U.

    2008-01-01

    The adsorption kinetics (by thermal desorption spectroscopy) and adsorption dynamics (by molecular beam scattering) have been determined for a number of alkanes, methanol, thiophene, and water on a silica wafer-SiO 2 /Si(1 1 1). No indications for bond activation were present, i.e., all probe molecules adsorb molecularly obeying 1st order kinetics. The coverage-dependent heat of adsorption has been determined accordingly. The adsorption dynamics are precursor-mediated with Kisliuk-like shapes of the adsorption probabilities at low impact energies and adsorbate-assisted adsorption at large impact energies

  13. Synthesis, physical-chemical properties of 2-((4-R-5-(thiophene-2-ylmethyl-4H-1,2,4-triazole-3-ylthioacetohydrazides

    Directory of Open Access Journals (Sweden)

    O. A. Suhak

    2017-04-01

    Full Text Available Aim. Analysis of the scientific literature over the past decade has shown that large synthetic possibilities towards creating new and effective drug substances have heterocyclic compounds, in particular the derivatives of 1,2,4-triazole. 1,2,4-Triazole is a structural fragment of many synthetic drugs. The special interest cause ylidene hydrazides of 2-(5-R-1,2,4-triazole-3-ylthioacetic acids as potential biologically active compounds, among which highly effective medicines can be found. With the aim of finding new biologically active compounds the derivatives of 2-((4-R-5-(thiophene-2-ylmethyl-4H-1,2,4-triazole-3-ylthioaceticohydrazides have been synthesized, their physical-chemical properties have been studied with the use of modern methods, namely elemental analysis, IR,1H-NMR spectroscopy, and their individuality by HPLC-MS. Materials and methods. N'-R1-еden-2-((4-R-5-(thiophene-2-ylmethyl-4H-1,2,4-triazole-3-ylthioaceticohydrazides were received by adding aromatic (2-BrC6H4, 2,3-(OCH32C6H3, 3,5-(OCH32C6H3, 4-N(CH32C6H4, 3,4-F2C6H3, 2-NO2C6H4,4-NO2C6H4, 4-OHC6H4, 2-OHC6H4, 4-FC6H4, 2-CI-6-FC6H3 or heterocyclic (2-SC4H3, 5-NO2-2-C4H2O aldehyde to an equivalent amount of the appropriate 2-((4-R-5-(thiophene-2-ylmethyl-4H-1,2,4-triazole-3-ylthioaceticohydrazide in the acetic acid medium. The study of physical-chemical properties of obtained compounds was carried out according to the methods outlined in SPU. Chromato-mass-spectral studies were performed on hazarding chromatograph Agilent 1260 Infinity HPLC equipped with mass spectrometer Agilent 6120 with ionization in electro-spray (ESI. Conclusion. This suggests the possibility for further study of biological action of the synthesized compounds. As a result of studies the N'-R1-eden-2-((4-R-5-(thiophene-2-ylmethyl-4H-1,2,4-triazole-3-ylthioaceticohydrazides have been synthesized and their physical-chemical properties have been studied.

  14. Four thiophene-pyridyl-amide-based Zn{sup II}/Cd{sup II} coordination polymers: Assembly, structures, photocatalytic properties and fluorescent recognition for Fe{sup 3+}

    Energy Technology Data Exchange (ETDEWEB)

    Wang, Xiu-Li; Wu, Xiao-Mei; Liu, Guo-Cheng; Li, Qiao-Min; Lin, Hong-Yan; Wang, Xiang

    2017-05-15

    By tuning metal ions and combining with different dicarboxylates, four new semi-rigid thiophene-bis-pyridyl-bis-amide-based coordination polymers, namely, [Zn(3-bptpa)(1,3-BDC)]·DMA·2H{sub 2}O (1), [Zn(3-bptpa)(5-MIP)] (2), [Cd(3-bptpa)(1,3-BDC)]·2H{sub 2}O (3) and [Cd(3-bptpa)(5-MIP)]·4H{sub 2}O (4) (3-bptpa=N,N′-bis(pyridine-3-yl)thiophene-2,5-dicarboxamide, 1,3-H{sub 2}BDC=1,3-benzenedicarboxylic acid, 5-H{sub 2}MIP=5-methylisophthalic acid, DMA=N,N-dimethylacetamide), were solvothermally/hydrothermally synthesized and structurally characterized by single-crystal X-ray diffraction analyses, IR spectra, UV–vis diffuse-reflectance spectra (DRS), powder X-ray diffraction (PXRD) and thermal gravimetric analyses (TG). The structural analysis reveals that Zn-complexes 1 and 2 are similar 2D networks. While Cd-complexes 3 and 4 exhibit similar 2-fold interpenetrating 3D α-Po frameworks with the (4{sup 12}·6{sup 3}) topology. The photocatalytic properties for the degradation of methylene blue (MB) under ultraviolet light irradiation of the title complexes have been investigated in detail. Furthermore, the luminescent sensing behaviors for metal cations of 1–4 have been studied, the results indicate that 3 is an excellent fluorescent probe, with high sensitivity, selectivity, and simple regeneration, for environmentally relevant Fe{sup 3+} ions. - Graphical abstract: Four Zn{sup II}/Cd{sup II} coordination polymers with a thiophene-pyridyl-amide ligand have been prepared. The photocatalytic activities and fluorescent sensing properties for metal ions of the title complexes have been investigated. - Highlights: • Four coordination polymers with thiophene-pyridyl-amide ligands have been obtained. • The central metal ions play an important role in the formation of the frameworks. • The photoluminescent sensing and the photocatalytic properties have been investigated.

  15. Functional and toxicological consequences of metabolic bioactivation of methapyrilene via thiophene S-oxidation: Induction of cell defence, apoptosis and hepatic necrosis

    International Nuclear Information System (INIS)

    Mercer, Amy E.; Regan, Sophie L.; Hirst, Charlotte M.; Graham, Emma E.; Antoine, Daniel J.; Benson, Craig A.; Williams, Dominic P.; Foster, John; Kenna, J. Gerry; Park, B. Kevin

    2009-01-01

    Methapyrilene, [N,N-dimethyl-N'-pyridyl-N'(2-thienylmethyl)-1,2-ethanediamine] (MP) was withdrawn from, clinical use due to reported periportal hepatic necrosis and hepatocarcinogenicity in the rat, via S-oxidation of the thiophene group. In this study MP is used as a model hepatotoxin to further characterise the functional consequences of S-oxidation of the thiophene group in vivo, in rat models and in vitro, in freshly isolated rat hepatocyte suspensions. In vivo histological studies revealed the early depletion of glutathione (GSH), which was confined to the damaged periportal area, in contrast to an increase in GSH levels in the centrilobular region. Additionally, the induction of cell defence was demonstrated by an increase in the protein levels of heme-oxygenase 1 (HO-1) and glutamate cysteine ligase, catalytic subunit (GCLC) in vivo. Histological examination demonstrated that cytotoxicity progresses initially via apoptosis before an increase in necrosis over the 3-day administration. An apoptotic-like mechanism was observed in vitro via the measurement of cytochrome c release and caspase activation. Conclusion: This study provides evidence for a complex pathway of MP-induced hepatotoxicity which progresses through early adaptation, apoptosis, necrosis and inflammation, all underpinned by the zonal induction and depletion of GSH within the liver.

  16. Electrochromic properties of poly (1-(phenyl)-2,5-di(2-thienyl)-1H-pyrrole-co-3,4-ethylenedioxy thiophene) and its application in electrochromic devices

    Science.gov (United States)

    Tarkuc, S.; Sahmetlioglu, E.; Tanyeli, C.; Akhmedov, I. M.; Toppare, L.

    2008-06-01

    Electrochemical copolymerization of 1-(phenyl)-2,5-di(2-thienyl)-1H-pyrrole (PTP) with 3,4-ethylenedioxy thiophene (EDOT) was carried out in acetonitrile (AN)/NaClO4/LiClO4 (0.1 M) solvent-electrolyte couple via potentiodynamic electrolysis. Characterizations of the resulting copolymer were performed via cyclic voltammetry (CV), Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and spectroelectrochemical analysis. Spectroelectrochemical analyses show that the copolymer of PTP with EDOT has an electronic band gap (due to π to π∗ transition) of 1.9 eV at 480 nm, with a claret red in the fully reduced form and a blue color in the fully oxidized form. Via kinetic studies, the optical contrast (ΔT %) was found to be 8% for P(PTP-co-EDOT). Results showed that the time required to reach 95% of the ultimate transmittance was 1.7 s for the copolymer. The P(PTP-co-EDOT) film was used to construct a dual type polymer electrochromic device (ECDs) with poly(3,4-ethylenedioxy thiophene) (PEDOT). Spectroelectrochemistry, electrochromic switching and open circuit memory of the device were investigated.

  17. Furan- and Thiophene-2-Carbonyl Amino Acid Derivatives Activate Hypoxia-Inducible Factor via Inhibition of Factor Inhibiting Hypoxia-Inducible Factor-1

    Directory of Open Access Journals (Sweden)

    Shin-ichi Kawaguchi

    2018-04-01

    Full Text Available Induction of a series of anti-hypoxic proteins protects cells during exposure to hypoxic conditions. Hypoxia-inducible factor-α (HIF-α is a major transcription factor that orchestrates this protective effect. To activate HIF exogenously, without exposing cells to hypoxic conditions, many small-molecule inhibitors targeting prolyl hydroxylase domain-containing protein have been developed. In addition, suppression of factor inhibiting HIF-1 (FIH-1 has also been shown to have the potential to activate HIF-α. However, few small-molecule inhibitors of FIH-1 have been developed. In this study, we synthesized a series of furan- and thiophene-2-carbonyl amino acid derivatives having the potential to inhibit FIH-1. The inhibitory activities of these compounds were evaluated in SK-N-BE(2c cells by measuring HIF response element (HRE promoter activity. Several furan- and thiophene-2-carbonyl amino acid derivatives inhibited FIH-1 based on correlations among the docking score of the FIH-1 active site, the chemical structure of the compounds, and biological HIF-α/HRE transcriptional activity.

  18. Influence of electron delocalization in heterocyclic core systems on the electrochemical communication in 2,5-di- and 2,3,4,5-tetraferrocenyl thiophenes, furans, and pyrroles.

    Science.gov (United States)

    Hildebrandt, Alexander; Schaarschmidt, Dieter; Claus, Ron; Lang, Heinrich

    2011-11-07

    A series of 2,5-di- and 2,3,4,5-tetraferrocenyl-substituted thiophenes, furans, and pyrroles were synthesized using the Negishi C,C cross-coupling protocol. The electronic and electrochemical properties of these compounds were investigated by cyclic voltammetry (CV), square wave voltammetry (SWV), and in situ UV-vis/NIR spectroscopy. The molecular structures of 2,5-diferrocenyl furan and 2,3,4,5-tetraferrocenyl-1-methyl-1H-pyrrole in the solid state are discussed. The ferrocenyls could sequentially be oxidized giving two or four reversible responses for the appropriate di- or tetraferrocenyl-substituted heterocyclic molecules. The observed ΔE°' values range between 186 and 450 mV. The NIR measurements confirm electronic communication as intervalence charge transfer (IVCT) absorptions were found in the corresponding mono- and in case of the tetraferrocenyl compounds also in the dicationic species. All compounds, except tetraferrocenyl thiophene (a class I system), were classified as class II systems according to Robin and Day. They show a linear relationship between ΔE°' and the IVCT oscillator strength f which could be shown for the first time in organometallic chemistry. This was possible because the series of molecules exhibit analogous geometries and hence, similar electrostatic properties. This correlation was confirmed by electro- and spectro-electrochemical measurements. Within these studies a new approach for the estimation of the effective electron transfer distances r(ab) is discussed. © 2011 American Chemical Society

  19. Theoretical Study of the π-Bridge Influence with Different Units of Thiophene and Thiazole in Coumarin Dye-Sensitized Solar Cells

    Directory of Open Access Journals (Sweden)

    Rody Soto-Rojo

    2016-01-01

    Full Text Available Eight coumarin derivative dyes were studied by varying the π-bridge size with different thiophene and thiazole units for their potential use in dye-sensitized solar cells (DSSC. Geometry optimization, the energy levels and electron density of the Highest Occupied Molecular Orbital and the Lowest Unoccupied Molecular Orbital, and ultraviolet-visible absorption spectra were calculated by Density Functional Theory (DFT and Time-Dependent-DFT. All molecular properties were analyzed to decide which dye was the most efficient. Furthermore, chemical reactivity parameters, such as chemical hardness, electrophilicity index, and electroaccepting power, were obtained and analyzed, whose values predicted the properties of the dyes in addition to the rest of the studied molecular properties. Our calculations allow us to qualitatively study dye molecules and choose the best for use in a DSSC. The effects of π-bridges based on thiophenes, thiazoles, and combinations of the two were reviewed; dyes with three units mainly of thiazole were chosen as the best photosensitizers for DSSC.

  20. One Pot Selective Arylation of 2-Bromo-5-Chloro Thiophene; Molecular Structure Investigation via Density Functional Theory (DFT), X-ray Analysis, and Their Biological Activities.

    Science.gov (United States)

    Rasool, Nasir; Kanwal, Aqsa; Rasheed, Tehmina; Ain, Quratulain; Mahmood, Tariq; Ayub, Khurshid; Zubair, Muhammad; Khan, Khalid Mohammed; Arshad, Muhammad Nadeem; M Asiri, Abdullah; Zia-Ul-Haq, Muhammad; Jaafar, Hawa Z E

    2016-06-28

    Synthesis of 2,5-bisarylthiophenes was accomplished by sequential Suzuki cross coupling reaction of 2-bromo-5-chloro thiophenes. Density functional theory (DFT) studies were carried out at the B3LYP/6-31G(d, p) level of theory to compare the geometric parameters of 2,5-bisarylthiophenes with those from X-ray diffraction results. The synthesized compounds are screened for in vitro bacteria scavenging abilities. At the concentration of 50 and 100 μg/mL, compounds 2b, 2c, 2d, 3c, and 3f with IC50-values of 51.4, 52.10, 58.0, 56.2, and 56.5 μg/mL respectively, were found most potent against E. coli. Among all the synthesized compounds 2a, 2d, 3c, and 3e with the least values of IC50 77, 76.26, 79.13 μg/mL respectively showed significant antioxidant activities. Almost all of the compounds showed good antibacterial activity against Escherichia coli, whereas 2-chloro-5-(4-methoxyphenyl) thiophene (2b) was found most active among all synthesized compound with an IC50 value of 51.4 μg/mL. All of the synthesized compounds were screened for nitric oxide scavenging activity as well. Frontier molecular orbitals (FMOs) and molecular electrostatic potentials of the target compounds were also studied theoretically to account for their relative reactivity.

  1. Synthesis of some new thiophene and thiopyrimidine compounds of expected anticancer activity and studying the augmenting effect of gamma radiation

    International Nuclear Information System (INIS)

    Zaher, N.H.M.

    2010-01-01

    The present investigation comprises a survey on the synthesis of, thiophene, thieno[2,3-d]pyrimidines, triazolothieno[2,3-d]-pyrimidines, thiadiazolothieno[2,3-d]pyrimidines. The thesis involves the synthesis of the following reported starting and intermediate compounds needed for the synthesis of the new intermediates and final compounds: Diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate (I).+ Diethyl-5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate (II) Diethyl 5-(hydrazinecarbothioamido)-3-methylthiophene-2,4- dicarboxylate (XI). Potassium 3-amino-6-(ethoxycarbonyl)-5-methyl-4-oxo-3,4- dihydrothieno[2,3-d]pyrimidine-2-thiolate (XII). .. Ethyl 3-amino-5-methyl-4-oxo-2-sulfanyl-1,2,3,4-tetrahydrothieno[ 2,3-d]pyrimidine-6-carboxylate (XIII) Ethyl 5-amino-4-cyano-3-methylthiophene-2-carboxylate (XXV). Diethyl 5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate (II) was synthesized by thiophosogenation of diethyl 5-amino-3-methylthiophene- 2,4-dicarboxylate (I). Ethyl 3-amino-5-methyl-4-oxo-2-sulfanyl-1,2,3,4-tetrahydrothieno[ 2,3-d]pyrimidine-6-carboxylate (XIII) was prepared by reacting (II) with hydrazine hydrate in dichloromethane at room temperature. The new potassium salt (XII) was obtained by heating diethyl 5-(hydrazinecarbothioamido)- 3-methylthiophene-2,4-dicarboxylate (XI) in an ethanolic potassium hydroxide solution. Acidification of an aqueous solution of potassium 3-amino-6-(ethoxycarbonyl)-5-methyl-4-oxo-3,4- dihydrothieno[2,3-d]pyrimidine-2-thiolate (XII) gave the sulfanyl-Namino substituted thienopyrimidine compound (XIII). Ethyl 5-amino-4-cyano-3-methylthiophene-2-carboxylate (XXV) was synthesized by the reaction of ethylacetoacetate, sulfur, malononitrile and diethylamine in ethanol stirred in ice bath. Ethyl 4-cyano-5- ethoxymethylene amino-3-methylthiophene-2-carboxylate, (XXVI) a VI new intermediate was obtained upon the nucleophilic reaction of (XXV) with triethylorthoformate in acetic anhydride. The reaction of (XXVI) with hydrazine

  2. Antihypoxic activity of benzylidenhydrazides of 4-R-5- (thiophene-2-ylmethyl-1,2,4-triazol-3-ilthioacetic acid

    Directory of Open Access Journals (Sweden)

    O. A. Suhak

    2017-08-01

    of 4-R-5-(thiophene-2-ylmethyl-1,2,4-triazol-3-il thioacetic acid shows expressive antihypoxic action.

  3. High-performance semiconductors based on oligocarbazole–thiophene derivatives for solution-fabricated organic field-effect transistors

    Energy Technology Data Exchange (ETDEWEB)

    Chang, Gung-Pei; Hsieh, Kuo-Huang, E-mail: khhsieh@ntu.edu.tw

    2013-01-01

    A series of oligocarbazole–thiophenes based on a constant conjugate backbone (carbazole–bithiophene–carbazole) with various n-alkyl chain lengths was prepared for application to organic field-effect transistors (OFETs). The lengths of the n-alkyl substitutions attached on 9-position of carbazole moieties were methyl (CCzT2), hexyl (C6CzT2), dodecyl (C12CzT2), and octadecyl (C18CzT2), called CxCzT2. Variations of n-alkyl chain lengths are proposed to figure out the optimization of OFET performance via solution fabrication of the active layer. Before fabricating OFET devices, the thermal, optical, and electrochemical properties of CxCzT2 were fully characterized with thermogravimetric analysis, differential scanning calorimetry, ultraviolet–visible spectroscopy, and cyclic voltammetry to realize the relationships of the structure to the properties. After fabricating CxCzT2 on Si/SiO{sub 2} substrates via solution casting, the thin film morphologies were also studied with polarizing optical microscopy, atomic force microscopy, and X-ray diffraction to investigate the structural relationship to OFET performance. A higher hole mobility was observed with C12CzT2 (3.6 × 10{sup −2} cm{sup 2} V{sup −1} s{sup −1}) due to its liquid crystal properties, and the hole mobility could be further improved to 1.2 × 10{sup −1} cm{sup 2} V{sup −1} s{sup −1} by the introduction of a phenyl-self-assembled monolayer on the Si/SiO{sub 2} substrates. The excellent OFET performances of C12CzT2 by solution–fabrication could be considered as a promising candidate for high-end OFET application. - Highlights: ► These oligomeric semiconductors were synthesized rapidly. ► The thermal, optical, and electrochemical properties were fully investigated. ► The liquid crystal properties can be obtained via alkyl chain length adjustment. ► These oligomeric semiconductors can be solution-fabricated. ► One of these oligomeric semiconductors yields high field-effect hole

  4. Design and Synthesis of Novel Antimicrobial Acyclic and Heterocyclic Dyes and Their Precursors for Dyeing and/or Textile Finishing Based on 2-N-Acylamino-4,5,6,7-tetrahydro-benzo[b]thiophene Systems

    Directory of Open Access Journals (Sweden)

    Rafat Milad Mohareb

    2011-07-01

    Full Text Available A series of novel polyfunctionalized acyclic and heterocyclic dye precursors and their respective azo (hydrazone counterpart dyes and dye precursors based on conjugate enaminones and/or enaminonitrile moieties were synthesized. The dyes and their precursors are based on 2-cyano-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl-acetamide, 2-ethoxycarbonyl-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl-acetamide or 2-phenylcarbamoyl-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl-acetamide systems as precursors. The latter compounds were used to synthesize polyfunctional thiophene-, thiazole-, pyrazole, pyridine-, pyrimidine-, oxazine-, as well as acyclic moieties. The dyes and dye precursors were characterized by elemental analysis and spectral methods. All dyes and their precursors were screened in vitro and evaluated for both their antibacterial and antifungal activities. MIC data of the novel dye systems and their respective precursors showed significant antimicrobial activity against most tested organisms. Some compounds exhibited comparable or even higher efficiency than selected standards. Dyes were applied at 5% depth for disperse dyeing of nylon, acetate and polyester fabrics. Their spectral characteristics and fastness properties were measured and evaluated.

  5. Oxadiazole-substituted naphtho[2,3-b]thiophene-4,9-diones as potent inhibitors of keratinocyte hyperproliferation. Structure-activity relationships of the tricyclic quinone skeleton and the oxadiazole substituent

    DEFF Research Database (Denmark)

    Basoglu, Atila; Dirkmann, Simone; Zahedi Golpayegani, Nader

    2017-01-01

    Novel analogues of oxadiazole-substituted naphtho[2,3-b]thiophene-4,9-diones were synthesized in which the tricyclic quinone skeleton was systematically replaced with simpler moieties, such as structures with fewer rings and open-chain forms, while the oxadiazole ring was maintained. In addition...

  6. Synthesis, characterization and nano-structuration of poly-thiophene derivatives for organic photovoltaic solar cells; Synthese, caracterisation et nanostructuration de derives du polythiophene pour des applications en cellules photovoltaiques organiques

    Energy Technology Data Exchange (ETDEWEB)

    Berson, S

    2007-10-15

    This work is devoted to the synthesis of poly-thiophene derivatives with low bandgap and preserving high oxidation potential. Disubstituted thiophenes and 'Donor-Acceptor' bi-thiophenes were synthesized and then polymerized. The side chains of these polymers, donor or acceptor, were modified in order to tune the properties of material as well from the optical point of view as electrochemical. These polymers were also tested in blend with PCBM in bulk-heterojunction photovoltaic cells. Voc delivered by the devices showed a linear dependence according to the potential of oxidation of the polymers. Copolymers containing cyano-thiophene and alkyl- or alkoxy-thiophene showed values of 0.8 V. However, in spite of power conversion efficiency of 1 %, these performances remain lower than the one obtained with the P3HT. Optimizations in terms of morphology are certainly necessary. Indeed, the morphology of the active layer plays a key role in obtaining high power conversion efficiency. An original technique of nano-structuration of the polymer on a nano-metric scale was developed during this work, leading to the development of fibrillar P3HT. These nano-structures, presenting an important degree of order, are formed spontaneously in solution. Their rate compared to amorphous material is perfectly controllable and adjustable in solution and in solid state. Measurements of mobilities show a strong improvement of the transport of load within these fibrillar layers compared to a traditional film of P3HT obtained without annealing. Power conversion efficiencies of 3.6% on glass and 3.3 % on plastic were reached without annealing. (author)

  7. Inactivation of Cytochrome P450 (P450) 3A4 but not P450 3A5 by OSI-930, a Thiophene-Containing Anticancer DrugS⃞

    Science.gov (United States)

    Lin, Hsia-lien; Zhang, Haoming; Medower, Christine; Johnson, William W.

    2011-01-01

    An investigational anticancer agent that contains a thiophene moiety, 3-[(quinolin-4-ylmethyl)-amino]-N-[4-trifluoromethox)phenyl] thiophene-2-carboxamide (OSI-930), was tested to investigate its ability to modulate the activities of several cytochrome P450 enzymes. Results showed that OSI-930 inactivated purified, recombinant cytochrome P450 (P450) 3A4 in the reconstituted system in a mechanism-based manner. The inactivation was dependent on cytochrome b5 and required NADPH. Catalase did not protect against the inactivation. No inactivation was observed in studies with human 2B6, 2D6, or 3A5 either in the presence or in the absence of b5. The inactivation of 3A4 by OSI-930 was time- and concentration-dependent. The inactivation of the 7-benzyloxy-4-(trifluoromethyl)coumarin catalytic activity of 3A4 was characterized by a KI of 24 μM and a kinact of 0.04 min−1. This KI is significantly greater than the clinical OSI-930 Cmax of 1.7 μM at the maximum tolerated dose, indicating that clinical drug interactions of OSI-930 via this pathway are not likely. Spectral analysis of the inactivated protein indicated that the decrease in the reduced CO spectrum at 450 nm was comparable to the amount of inactivation, thereby suggesting that the inactivation was primarily due to modification of the heme. High-pressure liquid chromatography (HPLC) analysis with detection at 400 nm showed a loss of heme comparable to the activity loss, but a modified heme was not detected. This result suggests either that the heme must have been modified enough so as not to be observed in a HPLC chromatograph or, possibly, that it was destroyed. The partition ratio for the inactivation of P450 3A4 was approximately 23, suggesting that this P450 3A4-mediated pathway occurs with approximately 4% frequency during the metabolism of OSI-930. Modeling studies on the binding of OSI-930 to the active site of the P450 3A4 indicated that OSI-930 would be oriented properly in the active site for oxidation

  8. Thiophene-2-carbonyl azide

    Directory of Open Access Journals (Sweden)

    Michael Findlater

    2013-08-01

    Full Text Available The title compound, C5H3N3OS, is almost planar (r.m.s. deviation for the ten non-H atoms = 0.018 Å and forms an extended layer structure in the (100 plane, held together via hydrogen-bonding interactions between adjacent molecules. Of particular note is the occurrence of RC—H...N−=N+=NR interactions between an aromatic C—H group and an azide moiety which, in conjunction with a complementary C—H...O=C interaction, forms a nine-membered ring.

  9. Anaerobic biodesulfurization of thiophenes

    NARCIS (Netherlands)

    Marcelis, C.

    2002-01-01

    Distillates from crude oil such as diesel and fuel oil may contain significant amounts of dibenzothiophenes and their alkylated derivatives, containing organically bound sulfur. Combustion of those fossil fuels leads to the release of polluting sulfur dioxide into the atmosphere, where it causes

  10. N-{(Z-3-Oxo-3-[(E-(pyridin-2-ylmethyldiazenyl]-1-(thiophen-2-ylprop-1-en-2-yl}benzamide

    Directory of Open Access Journals (Sweden)

    Devinder K. Sharma

    2016-08-01

    Full Text Available In the title compound, C20H16N4O2S, the thiophene ring subtends dihedral angles of 58.6 (3 and 9.8 (3° with the benzamide and pyridine rings, respectively, whereas these two rings are inclined to one another by 59.3 (3°. There is an intramolecular C—H...π interaction present involving the pyridine and benzamide rings. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming chains along the [010] direction. The chains are linked by C—H...S hydrogen bonds and C—H...π interactions, forming sheets parallel to the ab plane.

  11. Mixed-Stack Architecture and Solvatomorphism of Trimeric Perfluoro-ortho-Phenylene Mercury complexes with Dithieno[3,2-b:2',3'-d]thiophene

    KAUST Repository

    Castañeda, Raúl

    2015-08-01

    The formation of the mixed-stack donor-acceptor complex of dithieno[3,2-b:2\\',3\\'-d]thiophene (1) and trimeric perfluoro-ortho-phenylene mercury (I) has been investigated under different conditions. Two solvatomorphs – mixed-stack complexes with a 1:1 donor-acceptor ratio and different solvent molecules in the solid state (dichloromethane (2) and dichloroethane (3)) have been obtained and characterized by experimental methods (FT-IR spectroscopy, differential thermogravimetric analysis, and X-ray crystallography) and quantum-chemical calculations at the density functional theory level. The differences in the solid state packing, thermal stability and potential charge-transfer properties of 2 and 3 are discussed.

  12. Prediction of the chemo- and regioselectivity of Diels-Alder reactions of o-benzoquinone derivatives with thiophenes by means of DFT-based reactivity indices

    Science.gov (United States)

    Ghomri, Amina; Mekelleche, Sidi Mohamed

    2014-03-01

    Global and local reactivity indices derived from density functional theory were used to elucidate the regio- and chemoselectivity of Diels-Alder reactions of masked o-benzoquinones with thiophenes acting as dienophiles. The polarity of the studied reactions is evaluated in terms of the difference of electrophilicity powers between the diene and dienophile partners. Preferential cyclisation modes of these cycloadditions are predicted using Domingo's polar model based on the local electrophilicity index, ωk, of the electrophile and the local nucleophilicity index, Nuk, of the nucleophile. The theoretical calculations, carried out at the B3LYP/6-311G(d,p) level of theory, are in good agreement with experimental findings.

  13. Nephelauxetic and hypersensitive nature of neodymium(III) complexes with α-pyridyl-thiosemicarbazide and its furfural-2-aldehyde and thiophene-2-aldehyde derivatives

    International Nuclear Information System (INIS)

    Jain, C.L.; Mundley, P.N.; Khandelwal, B.E.

    1986-01-01

    A new series of octahedral Nd(III) complexes with recently synthesised α-pyridylthiosemicarbazide (C 6 H 8 N 4 S or 'PT'), N-(α-pyridyl)furfural-2-aldehyde-thiosemicarbazone (C 11 H 10 N 4 SO or 'PFT') and N-(α-pyridyl)thiophene-2-aldehyde-thiosemicarbazone (C 11 H 10 N 4 S 2 or 'PTT'), have been isolated and characterised on the basis of their elemental analysis, magnetic and reflectance and ir spectral data revealing 'PT' as bidentate (pyridinic-N and thioketo-S) and 'PFT' and 'PTT' as tetradentate with pyridinic-N, thioketo-S, imine-N and furfuryl-O/thiophenyl-S as donor sites. Isolation and characterisation of Nd(III) complexes with 'PT', 'PFT' and 'PTT' and their nephelauxetic and hypersensitive nature are studied in order to evaluate the stereochemistry of the ligands around Nd(III) ion. (author). 12 refs., 2 tables

  14. An HPLC method for the quantitation of 3-pentylbenzo[c]thiophen-1(3H)-one in dog plasma and its application to a pharmacokinetic study.

    Science.gov (United States)

    Li, Ting-Ting; Hua, Kai; Sheng, Xiao; Liu, Ling; Tan, Jia-Ni; Wang, Lin-Na; Wei, Bo; Ji, Hui; Zhang, Yi-Hua

    2014-12-01

    A simple, sensitive and reproducible high-performance liquid chromatography (HPLC) assay method was developed for the estimation of 3-pentylbenzo[c]thiophen-1(3H)-one (S5 ), a potential anti-ischemic stroke agent, in dog plasma. The analytical procedure involves protein precipitation of S5 and nobiletin (internal standard) from dog plasma with acetonitrile. Chromatographic separation was achieved on Sapphire C18 analytical column with methanol-water (80:20, v/v) as mobile phase. The eluate was monitored using a UV detector set at 260 nm. The calibration curves were linear over the range of 0.2-20 µg/mL. Absolute recoveries of S5 were 79.2-86.1% from dog plasma. The intra- and inter-day relative standard deviation precisions were dogs. Copyright © 2014 John Wiley & Sons, Ltd.

  15. Electrochromic behavior of poly(3,5-bis(4-bromophenyl)dithieno[3,2-b;2',3'-d]thiophene)

    International Nuclear Information System (INIS)

    Osken, Ipek; Bildirir, Hakan; Ozturk, Turan

    2011-01-01

    Electropolymerization of 3,5-bis(4-bromophenyl)dithieno[3,2-b;2',3'-d]thiophene, having a mild electron-withdrawing bromine atom attached to the para position of the two phenyl groups of dithienothiophene, was performed, utilizing a potentiodynamic method. The resultant homopolymer was characterized by cyclic volyammetry, fourier transform infrared and ultraviolet-visible spectroscopy. Spectroelectrochemical and electrochromic properties were investigated and a device was constructed with polyethylenedioxythiophene to understand the characteristics in detail, which had the potential range of 0.0-2.0 V for operating the device between green and blue colors. It had a good optical contrast of 18% with a switching time of less than a second. Moreover, open circuit memory and stability of the device were investigated.

  16. Photovoltaic characterization of hybrid solar cells using surface modified TiO{sub 2} nanoparticles and poly(3-hexyl)thiophene

    Energy Technology Data Exchange (ETDEWEB)

    Guenes, Serap [Yildiz Technical University, Faculty of Arts and Science, Department of Physics, Davutpasa Campus, 34220, Esenler, Istanbul (Turkey); Marjanovic, Nenad [Plastic electronic GmbH, Rappetsederweg 28, A-4040 Linz (Austria); Nedeljkovic, Jovan M [Vinca Institute of Nuclear Sciences, PO Box 522, 11001 Belgrade (Serbia); Sariciftci, Niyazi Serdar [Linz Institute for Organic Solar Cells (LIOS), Physical Chemistry, Johannes Kepler University Linz, Altenberger Strasse 69, A-4040, Linz (Austria)], E-mail: sgunes@yildiz.edu.tr

    2008-10-22

    We report on the photovoltaic performance of bulk heterojunction solar cells using novel nanoparticles of 6-palmitate ascorbic acid surface modified TiO{sub 2} as an electron acceptor embedded into the donor poly(3-hexyl)thiophene (P3HT) matrix. Devices were fabricated by using P3HT with varying amounts of red TiO{sub 2} nanoparticles (1:1, 1:2, 1:3 w-w ratio). The devices were characterized by measuring current-voltage characteristics under simulated AM 1.5 conditions. Incident photon to current efficiency (IPCE) was spectrally resolved. The nanoscale morphology of such organic/inorganic hybrid blends was also investigated using atomic force microscopy (AFM)

  17. New Insights into the Mechanisms of Photodegradation/Stabilization of P3HT:PCBM Active Layers Using Poly(3-hexyl-d13-Thiophene)

    DEFF Research Database (Denmark)

    Tournebize, Aurelien; Bussiere, Pierre-Olivier; Rivaton, Agnes

    2013-01-01

    species involved in the chain radical oxidation of P3HT is a key characteristic in the underlying mechanism. The results obtained in this work advance the understanding of active layer stability and will help improve the design of long lifetime organic solar cells thanks to the use of cutoff filter......The photo-oxidation mechanism of thin-film blends based on poly(3-hexylthiophene):phenyl-C-61-butyric acid methyl ester (P3HT:PCBM) upon irradiation with ultraviolet-visible light (UV-Vis) was studied. The use of deuterated P3HT, i.e., poly(3-hexyl-d(13)-thiophene) (P3HdT), permitted discrimination...

  18. Multiple C-H Bond Activations and Ring-Opening C-S Bond Cleavage of Thiophene by Dirhenium Carbonyl Complexes.

    Science.gov (United States)

    Adams, Richard D; Dhull, Poonam; Tedder, Jonathan D

    2018-06-14

    The reaction of Re 2 (CO) 8 (μ-C 6 H 5 )(μ-H) (1) with thiophene in CH 2 Cl 2 at 40 °C yielded the new compound Re 2 (CO) 8 (μ-η 2 -SC 4 H 3 )(μ-H) (2), which contains a bridging σ-π-coordinated thienyl ligand formed by the activation of the C-H bond at the 2 position of the thiophene. Compound 2 exhibits dynamical activity on the NMR time scale involving rearrangements of the bridging thienyl ligand. The reaction of compound 2 with a second 1 equiv of 1 at 45 °C yielded the doubly metalated product [Re 2 (CO) 8 (μ-H)] 2 (μ-η 2 -2,3-μ-η 2 -4,5-C 4 H 2 S) (3), formed by the activation of the C-H bond at the 5 position of the thienyl ligand in 2. Heating 3 in a hexane solvent to reflux transformed it into the ring-opened compound Re(CO) 4 [μ-η 5 -η 2 -SCC(H)C(H)C(H)][Re(CO) 3 ][Re 2 (CO) 8 (μ-H)] (4) by the loss of one CO ligand. Compound 4 contains a doubly metalated 1-thiapentadienyl ligand formed by the cleavage of one of the C-S bonds. When heated to reflux (125 °C) in an octane solvent in the presence of H 2 O, the new compound Re(CO) 4 [η 5 -μ-η 2 -SC(H)C(H)C(H)C(H)]Re(CO) 3 (5) was obtained by cleavage of the Re 2 (CO) 8 (μ-H) group from 4 with formation of the known coproduct [Re(CO) 3 (μ 3 -OH)] 4 . All new products were characterized by single-crystal X-ray diffraction analyses.

  19. Ferrocene-functionalized 4-(2,5-Di(thiophen-2-yl)-1H-pyrrol-1-yl)aniline: a novel design in conducting polymer-based electrochemical biosensors.

    Science.gov (United States)

    Ayranci, Rukiye; Demirkol, Dilek Odaci; Ak, Metin; Timur, Suna

    2015-01-13

    Herein, we report a novel ferrocenyldithiophosphonate functional conducting polymer and its use as an immobilization matrix in amperometric biosensor applications. Initially, 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)amidoferrocenyldithiophosphonate was synthesized and copolymerized with 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)benzenamine at graphite electrodes. The amino groups on the polymer were utilized for covalent attachment of the enzyme glucose oxidase. Besides, ferrocene on the backbone was used as a redox mediator during the electrochemical measurements. Prior to the analytical characterization, optimization studies were carried out. The changes in current signals at +0.45 V were proportional to glucose concentration from 0.5 to 5.0 mM. Finally, the resulting biosensor was applied for glucose analysis in real samples and the data were compared with the spectrophotometric Trinder method.

  20. Novel synthesis and antitumor evaluation of polyfunctionally substituted heterocyclic compounds derived from 2-cyano-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide.

    Science.gov (United States)

    Shams, Hoda Z; Mohareb, Rafat M; Helal, Maher H; Mahmoud, Amira E

    2010-12-27

    The reaction of 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene with ethyl cyanoacetate gave 2-cyano-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide. The latter was used to synthesize different heterocyclic derivatives comprising thiophene, thiazole, pyrazole, pyridine, pyrimidine, and coumarin rings. The mechanistic and synthetic pathways depended on regioselective attack and/or cyclization by the cyanoacetamido moiety in the key precursor on various chemical reagents. The competition of the reaction pathways including dipolar cyclization, dinucleophilic-bielectrophilic attack, β-attack, Gewald-type attack, and condensation reactions led to the diversity of the synthesized products. The antitumor activities of the synthesized products were studied and evaluated. Most of the compounds revealed high inhibitory effects when screened in vitro for their antiproliferative activity. Three human cancer cell lines, namely, breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) were used in the screening tests. The simplicity of the synthetic procedures which mainly involved one-pot reactions under mild reaction conditions, the convenience of yield production and the diversity of the reactive sites in the produced systems play a valuable role for further heterocyclic transformations and further biological investigations.

  1. 2D→3D polycatenated and 3D→3D interpenetrated metal–organic frameworks constructed from thiophene-2,5-dicarboxylate and rigid bis(imidazole) ligands

    Energy Technology Data Exchange (ETDEWEB)

    Erer, Hakan [Department of Chemistry, Faculty of Arts and Sciences, Eskişehir Osmangazi University, 26480 Eskişehir (Turkey); Yeşilel, Okan Zafer, E-mail: yesilel@ogu.edu.tr [Department of Chemistry, Faculty of Arts and Sciences, Eskişehir Osmangazi University, 26480 Eskişehir (Turkey); Arıcı, Mürsel [Department of Chemistry, Faculty of Arts and Sciences, Eskişehir Osmangazi University, 26480 Eskişehir (Turkey); Keskin, Seda [Department of Chemical and Biological Engineering, Koç University, İstanbul (Turkey); Büyükgüngör, Orhan [Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139 Samsun (Turkey)

    2014-02-15

    Hydrothermal reactions of rigid 1,4-bis(imidazol-1-yl)benzene (dib) and 1,4-bis(imidazol-1-yl)-2,5-dimethylbenzene (dimb) with deprotonated thiophene-2,5-dicarboxylic acid (H{sub 2}tdc) in the presence of Zn(II) and Cd(II) salts in H{sub 2}O produced three new metal–organic frameworks, namely, [Zn(µ-tdc)(H{sub 2}O)(µ-dib)]{sub n} (1), [Cd(µ-tdc)(H{sub 2}O)(µ-dib)]{sub n} (2), and ([Cd{sub 2}(µ{sub 3}-tdc){sub 2}(µ-dimb){sub 2}]·(H{sub 2}O)){sub n}(3). These MOFs were characterized by FT-IR spectroscopy, elemental, thermal (TG, DTA, DTG and DSC), and single-crystal X-ray diffraction analyses. Isomorphous complexes 1 and 2 reveal polycatenated 2D+2D→3D framework based on an undulated (4,4)-sql layer. Complex 3 exhibits a new 4-fold interpenetrating 3D framework with the point symbol of 6{sup 6}. Molecular simulations were used to assess the potentials of the complexes for H{sub 2} storage application. Moreover, these coordination polymers exhibit blue fluorescent emission bands in the solid state at room temperature. - Graphical abstract: In this study, hydrothermal reactions of rigid 1,4-bis(imidazol-1-yl)benzene (dib) and 1,4-bis(imidazol-1-yl)-2,5-dimethylbenzene (dimb) with deprotonated thiophene-2,5-dicarboxylic acid (H{sub 2}tdc) in the presence of Zn(II) and Cd(II) salts in H{sub 2}O produced three new metal–organic frameworks. Isomorphous complexes 1 and 2 reveal polycatenated 2D+2D→3D framework based on an undulated (4,4)-sql layer. Complex 3 exhibits a new 4-fold interpenetrating 3D framework with the point symbol of 6{sup 6}. Molecular simulations were used to assess the potentials of the complexes for H{sub 2} storage application. These coordination polymers exhibit blue fluorescent emission bands in the solid state at room temperature. Display Omitted - Highlights: • Complexes 1 and 2 display polycatenated 2D+2D→3D framework. • Complex 3 exhibits a new 4-fold interpenetrating 3D framework. • Complex 1 adsorbs the highest amount of

  2. Selective adsorption of thiophenic compounds from fuel over TiO{sub 2}/SiO{sub 2} under UV-irradiation

    Energy Technology Data Exchange (ETDEWEB)

    Miao, Guang [School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (China); Ye, Feiyan [Key Laboratory of Enhanced Heat Transfer and Energy Conservation of the Ministry of Education South China University of Technology, Guangzhou 510640 (China); Wu, Luoming; Ren, Xiaoling [School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (China); Xiao, Jing, E-mail: cejingxiao@scut.edu.cn [School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (China); Li, Zhong, E-mail: cezhli@scut.edu.cn [Key Laboratory of Enhanced Heat Transfer and Energy Conservation of the Ministry of Education South China University of Technology, Guangzhou 510640 (China); Wang, Haihui [Key Laboratory of Enhanced Heat Transfer and Energy Conservation of the Ministry of Education South China University of Technology, Guangzhou 510640 (China)

    2015-12-30

    Highlights: • TiO{sub 2}/SiO{sub 2} was developed for selective adsorption of DBTs under UV irradiation. • Remarkable adsorption uptake and selectivity were achieved for deep desulfurization. • Introduction of TiO{sub 2} into SiO{sub 2} enhanced its adsorption for DBTO{sub 2}. • Adsorption mechanism using TiO{sub 2}/SiO{sub 2} under UV irradiation was elucidated. - Abstract: This study investigates selective adsorption of thiophenic compounds from fuel over TiO{sub 2}/SiO{sub 2} under UV-irradiation. The TiO{sub 2}/SiO{sub 2} adsorbents were prepared and then characterized by N{sub 2} adsorption, X-ray diffraction and X-ray photoelectron spectroscopy. Adsorption isotherms, selectivity and kinetics of TiO{sub 2}/SiO{sub 2} were measured in a UV built-in batch reactor. It was concluded that (a) with the employment of UV-irradiation, high organosulfur uptake of 5.12 mg/g was achieved on the optimized 0.3TiO{sub 2}/0.7SiO{sub 2} adsorbent at low sulfur concentration of 15 ppmw-S, and its adsorption selectivity over naphthalene was up to 325.5; (b) highly dispersed TiO{sub 2} served as the photocatalytic sites for DBT oxidation, while SiO{sub 2} acted as the selective adsorption sites for the corresponding oxidized DBT using TiO{sub 2} as a promoter, the two types of active sites worked cooperatively to achieve the high adsorption selectivity of TiO{sub 2}/SiO{sub 2}; (c) The kinetic rate-determining step for the UV photocatalysis-assisted adsorptive desulfurization (PADS) over TiO{sub 2}/SiO{sub 2} was DBT oxidation; (d) consecutive adsorption-regeneration cycles suggested that the 0.3TiO{sub 2}/0.7SiO{sub 2} adsorbent can be regenerated by acetonitrile washing followed with oxidative air treatment. This work demonstrated an effective PADS approach to greatly enhance adsorption capacity and selectivity of thiophenic compounds at low concentrations for deep desulfurization under ambient conditions.

  3. Establishing and validating the fluorescent amyloid ligand h-FTAA (heptamer formyl thiophene acetic acid) to identify transthyretin amyloid deposits in carpal tunnel syndrome.

    Science.gov (United States)

    Hahn, Katharina; Nilsson, K Peter R; Hammarström, Per; Urban, Peter; Meliss, Rolf Rüdiger; Behrens, Hans-Michael; Krüger, Sandra; Röcken, Christoph

    2017-06-01

    Transthyretin-derived (ATTR) amyloidosis is a frequent finding in carpal tunnel syndrome. We tested the following hypotheses: the novel fluorescent amyloid ligand heptameric formic thiophene acetic acid (h-FTAA) has a superior sensitivity for the detection of amyloid compared with Congo red-staining; Amyloid load correlates with patient gender and/or patient age. We retrieved 208 resection specimens obtained from 184 patients with ATTR amyloid in the carpal tunnel. Serial sections were stained with Congo red, h-FTAA and an antibody directed against transthyretin (TTR). Stained sections were digitalized and forwarded to computational analyses. The amount of amyloid was correlated with patient demographics. Amyloid stained intensely with h-FTAA and an anti-TTR-antibody. Congo red-staining combined with fluorescence microscopy was significantly less sensitive than h-FTAA-fluorescence and TTR-immunostaining: the highest percentage area was found in TTR-immunostained sections, followed by h-FTAA and Congo red. The Pearson correlation coefficient was .8 (Congo red vs. h-FTAA) and .9 (TTR vs. h-FTAA). Amyloid load correlated with patient gender, anatomical site and patient age. h-FTAA is a highly sensitive method to detect even small amounts of ATTR amyloid in the carpal tunnel. The staining protocol is easy and h-FTAA may be a much more sensitive procedure to detect amyloid at an earlier stage.

  4. C–H arylation of unsubstituted furan and thiophene with acceptor bromides: access to donor–acceptor–donor-type building blocks for organic electronics.

    Science.gov (United States)

    Matsidik, Rukiya; Martin, Johannes; Schmidt, Simon; Obermayer, Johannes; Lombeck, Florian; Nübling, Fritz; Komber, Hartmut; Fazzi, Daniele; Sommer, Michael

    2015-01-16

    Pd-catalyzed direct arylation (DA) reaction conditions have been established for unsubstituted furan (Fu) and thiophene (Th) with three popular acceptor building blocks to be used in materials for organic electronics, namely 4,7-dibromo-2,1,3-benzothiadiazole (BTBr2), N,N′-dialkylated 2,6-dibromonaphthalene-1,4,5,8-bis(dicarboximide) (NDIBr2), and 1,4-dibromotetrafluorobenzene (F4Br2). Reactions with BTBr2, F4Br2, and NDIBr2 require different solvents to obtain high yields. The use of dimethylacetamide (DMAc) is essential for the successful coupling of BTBr2 and F4Br2, but detrimental for NDIBr2, as the electron-deficient NDI core is prone to nucleophilic core substitution in DMAc as solvent but not in toluene. NDIFu2 is much more planar compared to NDITh2, resulting in an enhanced charge-transfer character, which makes it an interesting building block for conjugated systems designed for organic electronics. This study highlights direct arylation as a simple and inexpensive method to construct a series of important donor–acceptor–donor building blocks to be further used for the preparation of a variety of conjugated materials.

  5. Is Oxidative Stress in Mice Brain Regions Diminished by 2-[(2,6-Dichlorobenzylideneamino]-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile?

    Directory of Open Access Journals (Sweden)

    A. C. Fortes

    2013-01-01

    Full Text Available 2-[(2,6-Dichlorobenzylideneamino]-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile, 5TIO1, is a new 2-aminothiophene derivative with promising pharmacological activities. The aim of this study was to evaluate its antioxidant activity in different areas of mice central nervous system. Male Swiss adult mice were intraperitoneally treated with Tween 80 dissolved in 0.9% saline (control group and 5TIO1 (0.1, 1, and 10 mg kg−1. Brain homogenates—hippocampus, striatum, frontal cortex, and cerebellum—were obtained after 24 h of observation. Superoxide dismutase and catalase activities, lipid peroxidation and nitrite content were measured using spectrophotometrical methods. To clarify the 5TIO1’s mechanism on oxidative stress, western blot analysis of superoxide dismutase and catalase was also performed. 5TIO1 decreased lipid peroxidation and nitrite content in all brain areas and increased the antioxidant enzymatic activities, specially, in cerebellum. The data of Western blot analysis did not demonstrate evidence of the upregulation of these enzymes after the administration of this compound. Our findings strongly support that 5TIO1 can protect the brain against neuronal damages regularly observed during neuropathologies.

  6. Reflectance study on the metal-insulator transition driven by crystallinity change in poly(3,4-ethylenedioxy thiophene)/poly(styrenesulfonate) films

    International Nuclear Information System (INIS)

    Cho, Shinuk; Park, Sungheum; Lee, Kwanghee

    2005-01-01

    We report optical reflectance, R(ω), studies on free-standing films of poly(3,4-ethylene dioxy thiophene)/poly(style ne sulfonate) (PEDOT-PSS) measured over a range from 0.02 - 5.0 eV. When the PEDOT-PSS films were prepared at an elevated temperature of 60 .deg. C, the films exhibit an increased dc-conductivity (σ dc ∼ 104 S/cm) and an optical conductivity, σ(ω), in the intraband transitions below 1.0 eV as compared with the films prepared at room temperature (σ dc ∼ 47 S/cm). Detailed analysis of σ(ω) in terms of the 'localization-modified Drude (LMD) model' demonstrated that the heat-treated PEDOT-PSS was a disordered metal near the metal-insulator transition (MIT) while the as-grown films could be better described as a Fermi glass on the insulating side of MIT. The heat-annealing process increased the degree of crystallinity of the films, thereby inducing a MIT near the critical limit.

  7. Three-Dimensional Packing Structure and Electronic Properties of Biaxially Oriented Poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2- b ]thiophene) Films

    KAUST Repository

    Cho, Eunkyung

    2012-04-11

    We use a systematic approach that combines experimental X-ray diffraction (XRD) and computational modeling based on molecular mechanics and two-dimensional XRD simulations to develop a detailed model of the molecular-scale packing structure of poly(2,5-bis (3-tetradecylthiophene-2-yl) thieno[3,2-b]thiophene) (PBTTT-C 14) films. Both uniaxially and biaxially aligned films are used in this comparison and lead to an improved understanding of the molecular-scale orientation and crystal structure. We then examine how individual polymer components (i.e., conjugated backbone and alkyl side chains) contribute to the complete diffraction pattern, and how modest changes to a particular component orientation (e.g., backbone or side-chain tilt) influence the diffraction pattern. The effects on the polymer crystal structure of varying the alkyl side-chain length from C 12 to C 14 and C 16 are also studied. The accurate determination of the three-dimensional polymer structure allows us to examine the PBTTT electronic band structure and intermolecular electronic couplings (transfer integrals) as a function of alkyl side-chain length. This combination of theoretical and experimental techniques proves to be an important tool to help establish the relationship between the structural and electronic properties of polymer thin films. © 2012 American Chemical Society.

  8. Charge stabilization by reaction center protein immobilized to carbon nanotubes functionalized by amine groups and poly(3-thiophene acetic acid) conducting polymer

    Energy Technology Data Exchange (ETDEWEB)

    Szabo, T.; Magyar, M.; Nagy, L. [Department of Medical Physics and Informatics, University of Szeged, H-6720 Szeged (Hungary); Nemeth, Z.; Hernadi, K. [Department of Applied and Environmental Chemistry, University of Szeged, H-6720 Szeged (Hungary); Endrodi, B.; Bencsik, G.; Visy, Cs. [Department of Physical Chemistry and Materials Science, University of Szeged, H-6720 Szeged (Hungary); Horvath, E.; Magrez, A.; Forro, L. [Institute of Physics of Complex Matter, Ecole Polytechnique Federale de Lausanne, CH-1015 Lausanne (Switzerland)

    2012-12-15

    A large number of studies have indicated recently that photosynthetic reaction center proteins (RC) bind successfully to nanostructures and their functional activity is largely retained. The major goal of current research is to find the most efficient systems and conditions for the photoelectric energy conversion and for the stability of this bio-nanocomposite. In our studies, we immobilized the RC protein on multiwalled carbon nanotubes (MWNT) through specific chemical binding to amine functional groups and through conducting polymer (poly(3-thiophene acetic acid), PTAA). Both structural (TEM, AFM) and functional (absorption change and conductivity) measurements has shown that RCs could be bound effectively to functionalized CNTs. The kinetics of the light induced absorption change indicated that RCs were still active in the composite and there was an interaction between the protein cofactors and the CNTs. The light generated photocurrent was measured in an electrochemical cell with transparent CNT electrode designed specially for this experiment. (Copyright copyright 2012 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim)

  9. Interactions between halloysite nanotubes and 2,5-bis(2-benzoxazolyl) thiophene and their effects on reinforcement of polypropylene/halloysite nanocomposites

    International Nuclear Information System (INIS)

    Liu Mingxian; Guo Baochun; Zou Quanliang; Du Mingliang; Jia Demin

    2008-01-01

    Many types of clay tend to absorb organics via electron transferring interactions between the clay and the organics. This may be utilized to design clay incorporated polymer composites with better interfacial properties. In the present paper, 2,5-bis(2-benzoxazolyl) thiophene (BBT), capable of donating electrons, is selected as the interfacial modifier for polypropylene (PP)/halloysite nanotube (HNTs) composites. The electron transfer between HNTs and BBT are confirmed. The mechanical properties and the unique morphology of the nanocomposites are examined. Formation of fibrils of BBT in the presence of HNTs is found in the nanocomposites. The chemical composition of the fibrils in the nanocomposites is found to be composed of largely BBT and a small amount of HNTs. The formation mechanism of BBT fibrils are elucidated to be the strong interactions between BBT and HNTs under melt shearing. The formation of the BBT fibrils leads to much higher crystallinity compared with previously reported PP nanocomposites. The nanocomposites with BBT show substantially increased tensile and flexural properties, which are attributed to the enhanced crystallinity of the nanocomposites

  10. Interactions between halloysite nanotubes and 2,5-bis(2-benzoxazolyl) thiophene and their effects on reinforcement of polypropylene/halloysite nanocomposites

    Energy Technology Data Exchange (ETDEWEB)

    Liu Mingxian; Guo Baochun; Zou Quanliang; Du Mingliang; Jia Demin [Department of Polymer Materials and Engineering, South China University of Technology, Guangzhou 510640 (China)], E-mail: psbcguo@scut.edu.cn

    2008-05-21

    Many types of clay tend to absorb organics via electron transferring interactions between the clay and the organics. This may be utilized to design clay incorporated polymer composites with better interfacial properties. In the present paper, 2,5-bis(2-benzoxazolyl) thiophene (BBT), capable of donating electrons, is selected as the interfacial modifier for polypropylene (PP)/halloysite nanotube (HNTs) composites. The electron transfer between HNTs and BBT are confirmed. The mechanical properties and the unique morphology of the nanocomposites are examined. Formation of fibrils of BBT in the presence of HNTs is found in the nanocomposites. The chemical composition of the fibrils in the nanocomposites is found to be composed of largely BBT and a small amount of HNTs. The formation mechanism of BBT fibrils are elucidated to be the strong interactions between BBT and HNTs under melt shearing. The formation of the BBT fibrils leads to much higher crystallinity compared with previously reported PP nanocomposites. The nanocomposites with BBT show substantially increased tensile and flexural properties, which are attributed to the enhanced crystallinity of the nanocomposites.

  11. Influence of hybrid fibrils of 2,5-bis(2-benzoxazolyl) thiophene and halloysite nanotubes on the crystallization behaviour of polypropylene

    Energy Technology Data Exchange (ETDEWEB)

    Liu, Mingxian; Guo, Baochun; Du, Mingliang; Zou, Quanliang; Jia, Demin, E-mail: psbcguo@scut.edu.c [Department of Polymer Materials and Engineering, South China University of Technology, Guangzhou 510640 (China)

    2009-04-07

    2,5-bis(2-benzoxazolyl) thiophene (BBT) included polypropylene (PP)/halloysite nanotubes (HNTs) composites showed substantially increased mechanical properties and this was attributed to the changed crystallinity of the PP matrix by BBT (Liu et al 2007 Nanotechnology 18 455703). This paper intends to give a detailed study on the influence of BBT hybrid fibrils on the crystallization of the PP matrix by using the observations of polarized optical microscopy (POM) and scanning electron microscopy, together with the comparisons of the activation energy of crystallization. The POM results show that PP crystals could epitaxially grow on the BBT and hybrid fibril substrates, indicating the nucleating ability of BBT. Oriented PP ribbon-like crystals with a thickness of 200 nm around BBT fibrils are observed. The formation of this unique crystal morphology is attributed to the epitaxial crystallization under the shearing orientation effect. A new transition peak well above the glass transition of PP is observed, which is attributed to the glass transition of the confined amorphous PP in the ribbon-like crystal layers around the fibrils. The fold-surface free energy of the BBT included composites is substantially decreased, suggesting facilitated crystallization in the presence of hybrid fibrils.

  12. Influence of hybrid fibrils of 2,5-bis(2-benzoxazolyl) thiophene and halloysite nanotubes on the crystallization behaviour of polypropylene

    International Nuclear Information System (INIS)

    Liu, Mingxian; Guo, Baochun; Du, Mingliang; Zou, Quanliang; Jia, Demin

    2009-01-01

    2,5-bis(2-benzoxazolyl) thiophene (BBT) included polypropylene (PP)/halloysite nanotubes (HNTs) composites showed substantially increased mechanical properties and this was attributed to the changed crystallinity of the PP matrix by BBT (Liu et al 2007 Nanotechnology 18 455703). This paper intends to give a detailed study on the influence of BBT hybrid fibrils on the crystallization of the PP matrix by using the observations of polarized optical microscopy (POM) and scanning electron microscopy, together with the comparisons of the activation energy of crystallization. The POM results show that PP crystals could epitaxially grow on the BBT and hybrid fibril substrates, indicating the nucleating ability of BBT. Oriented PP ribbon-like crystals with a thickness of 200 nm around BBT fibrils are observed. The formation of this unique crystal morphology is attributed to the epitaxial crystallization under the shearing orientation effect. A new transition peak well above the glass transition of PP is observed, which is attributed to the glass transition of the confined amorphous PP in the ribbon-like crystal layers around the fibrils. The fold-surface free energy of the BBT included composites is substantially decreased, suggesting facilitated crystallization in the presence of hybrid fibrils.

  13. Density functional theory investigation of opto-electronic properties of thieno[3,4-b]thiophene and benzodithiophene polymer and derivatives and their applications in solar cell

    Science.gov (United States)

    Khoshkholgh, Mehri Javan; Marsusi, Farah; Abolhassani, Mohammad Reza

    2015-02-01

    PTBs polymers with thieno[3,4-b]thiophene [TT] and benzodithiophene [BDT] units have particular properties, which demonstrate it as one of the best group of donor materials in organic solar cells. In the present work, density functional theory (DFT) is applied to investigate the optimized structure, the highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO), band gap and dihedral angle of PTB7 at B3LYP/6-31G(d). Two different approaches are applied to carry out these investigations: Oligomer extrapolation technique and periodic boundary condition (PBC) method. The results obtained from PBC-DFT method are in fair agreement with experiments. Based on these reliable outcomes; the investigations continued to perform some derivatives of PTB7. In this study, sulfur is substituted by nitrogen, oxygen, silicon, phosphor or selenium atoms in pristine PTB7. Due to the shift of HOMO and LUMO levels, smaller band gaps are predicted to appear in some derivatives in comparison with PTB7. Maximum theoretical efficiencies, η, of the mentioned derivatives as well as local difference of dipole moments between the ground and excited states (Δμge) are computed. The results indicate that substitution of sulfur by nitrogen or oxygen in BDT unit, and silicon or phosphor in TT unit of pristine PTB7 leads to a higher η as well as Δμge.

  14. Thiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applications

    KAUST Repository

    Mondal, Rajib

    2010-01-01

    Thiophene enriched fused-aromatic thieno[3,4-b]pyrazine systems were designed and employed to produce low band gap polymers (Eg = 1.0-1.4 eV) when copolymerized with fluorene and cyclopentadithiophene. The copolymers are mainly investigated for organic thin film transistor and organic photovoltaic applications. Molecular packing in the thin films of these polymers was investigated using Grazing incidence X-ray Scattering. Although both fluorene and cyclopentadithiophene polymers follow similar face to face π-π stacking, the latter polymers show much smaller lamellar d-spacings due to side-chain interdigitation between the lamellae. This lead to the higher charge carrier mobilities in cyclopentadithiophene polymers (up to 0.044 cm2/V.s) compared to fluorene polymers (up to 8.1 × 10-3 cm2/V.s). Power conversion efficiency of 1.4% was achieved using fluorene copolymer in solar cells with a fullerene derivative as an acceptor. Although the cyclopentadithiophene polymers show lower band gaps with higher absorption coefficients compared to fluorene copolymers, but the power conversion efficiencies in solar cells of these polymers are low due to their low ionization potentials. © The Royal Society of Chemistry 2010.

  15. Vibrational frequency analysis, FT-IR, DFT and M06-2X studies on tert-Butyl N-(thiophen-2yl)carbamate

    Science.gov (United States)

    Sert, Yusuf; Singer, L. M.; Findlater, M.; Doğan, Hatice; Çırak, Ç.

    2014-07-01

    In this study, the experimental and theoretical vibrational frequencies of a newly synthesized tert-Butyl N-(thiophen-2yl)carbamate have been investigated. The experimental FT-IR (4000-400 cm-1) spectrum of the molecule in the solid phase have been recorded. The theoretical vibrational frequencies and optimized geometric parameters (bond lengths and bond angles) have been calculated by using density functional theory (DFT/B3LYP: Becke, 3-parameter, Lee-Yang-Parr) and DFT/M06-2X (the highly parametrized, empirical exchange correlation function) quantum chemical methods with the 6-311++G(d,p) basis set by Gaussian 09W software, for the first time. The vibrational frequencies have been assigned using potential energy distribution (PED) analysis by using VEDA 4 software. The computational optimized geometric parameters and vibrational frequencies have been found to be in good agreement with the corresponding experimental data, and with related literature results. In addition, the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energies and the other related molecular energy values have been calculated and are depicted.

  16. ]thiophene-Based Nonfullerene Acceptor with High Crystallinity Exhibiting Single Junction Solar Cell Efficiencies Greater than 13% with Low Voltage Losses

    KAUST Repository

    Fei, Zhuping

    2018-01-10

    A new synthetic route, to prepare an alkylated indacenodithieno[3,2-b]thiophene-based nonfullerene acceptor (C8-ITIC), is reported. Compared to the reported ITIC with phenylalkyl side chains, the new acceptor C8-ITIC exhibits a reduction in the optical band gap, higher absorptivity, and an increased propensity to crystallize. Accordingly, blends with the donor polymer PBDB-T exhibit a power conversion efficiency (PCE) up to 12.4%. Further improvements in efficiency are found upon backbone fluorination of the donor polymer to afford the novel material PFBDB-T. The resulting blend with C8-ITIC shows an impressive PCE up to 13.2% as a result of the higher open-circuit voltage. Electroluminescence studies demonstrate that backbone fluorination reduces the energy loss of the blends, with PFBDB-T/C8-ITIC-based cells exhibiting a small energy loss of 0.6 eV combined with a high JSC of 19.6 mA cm-2 .

  17. Sensitivity Improvement of Ammonia Gas Sensor Based on Poly(3,4-ethylenedioxy thiophene):Poly(styrenesulfonate) by Employing Doping of Bromo cresol Green

    International Nuclear Information System (INIS)

    Aba, L.; Yusuf, Y.; Triyana, K.; Aba, L.; Siswanta, D.

    2014-01-01

    The aim of this research is to improve the sensitivity of ammonia gas sensor (hereafter referred to as sensor) based on poly(3,4-ethylenedioxy thiophene):poly(styrenesulfonate) (PEDOT:PSS) by employing the doping dye of bromo cresol green (BCG). The doping process was carried out by mixing the BCG and the PEDOT:PSS in a solution with an optimum ratio of 1:1 in volume. The sensor was fabricated by using spin-coating technique followed by annealing process. For comparison, the BCG thin film and the PEDOT:PSS thin film were also deposited with the same method on glass substrates. For optical characterization, a red-light laser diode with a 650 nm wavelength was used as light source. Under illumination with the laser diode, the bare glass substrate and BCG film showed no absorption. The sensor exhibited linear response to ammonia gas for the range of 200 ppm to 800 ppm. It increased the sensitivity of sensor based on PEDOT:PSS with BCG doping being about twofold higher compared to that of without BCG doping. Furthermore, the response time and the recovery time of the sensor were found very fast. It suggests that the optical sensor based on BCG-doped PEDOT:PSS is promising for application as ammonia gas sensor.

  18. Molecular assembly and electro polymerization of 3,4-ethylenedioxy thiophene on Au(100) single crystal electrode using in-situ electrochemical scanning tunneling microscopy

    International Nuclear Information System (INIS)

    Garcia, Jonyl L.; Tongol, Bernard John V.; ShuehLin Yau

    2012-01-01

    Electrochemical scanning tunneling microscopy (Ec-STM) is a powerful technique that can provide molecular-level information regarding electrode surface processes in-situ in electrolyte solvent under ambient conditions. In this study, the adsorption and electro polymerization of an industrially important conducting polymer precursor, 3,4-ethylenedioxy thiophene (EDOT), on Au (100) single crystal was probed using Ec-STM. The Au (100) single crystal electrode substrate used for this study was fabricated using the well-known Clavilier's flame melting procedure. Cyclic voltammetry (CV) was used along with Ec-STM to characterize the bare, EDOT-modified, and poly(EDOT)-modified Au (100) single crystal electrode. Time-dependent Ec-STM imaging at 0.550 V showed the formation of an EDOT self-assembled monolayer through 2-D surface dillusion. The resulting EDOT molecular assembly on Au (100) single crystal electrode was found to fit in a 4√2χ3√2 unit cell. Difference in apparent corrugation between molecular rows was attributed to different angular orientation with respect to the substrate. The electro polymerization of EDOT on Au (100) single crystal electrode was done by potentiostatic and potentiodynamic methods. Both methods suggested a solution-process mechanism for EDOT electro polymerization. (author)

  19. Influence of Concentration and Electrodeposition Time on the Electrochemical Super capacitor Performance of Poly(3,4-Ethylenedioxy thiophene)/Graphene Oxide Hybrid Material

    International Nuclear Information System (INIS)

    Azman, N. H. N.; Lim, H. N.; Sulaiman, Y.; Lim, H. N.; Sulaiman, Y.

    2016-01-01

    Poly(3,4-ethylenedioxy thiophene)/graphene oxide (PEDOT/GO) composites with wrinkled paper-like sheets morphology were electro polymerized potentiostatically at 1.2 V with different electrodeposition times (1-30 min) and various concentrations of GO (0.5, 1.0, 1.5, and 2.0 mg/ml). The electrochemical properties of PEDOT/GO composites as an electrode material for super capacitor were investigated using cyclic voltammetry, electrochemical impedance spectroscopy (EIS), and galvanostatic charge-discharge (GCD). The CV results revealed that PEDOT/GO containing 1.0 mg/ml GO and electro polymerized for 10 minutes exhibited the highest specific capacitance (157.17 F/g). This optimum PEDOT/GO was found to have energy and power density of 18.24 W/kg and 496.64 Wh/kg, respectively, at 1.0 A/g current density. The resistance of charge transfer obtained for PEDOT/GO is very low (13.10 Ω) compared to PEDOT (638.98Ω), proving that PEDOT/GO has a good super capacitive performance due to the synergistic effect of the high conductivity of PEDOT and large surface area of GO

  20. ]thiophene-Based Nonfullerene Acceptor with High Crystallinity Exhibiting Single Junction Solar Cell Efficiencies Greater than 13% with Low Voltage Losses

    KAUST Repository

    Fei, Zhuping; Eisner, Flurin D.; Jiao, Xuechen; Azzouzi, Mohammed; Rö hr, Jason A.; Han, Yang; Shahid, Munazza; Chesman, Anthony S. R.; Easton, Christopher D.; McNeill, Christopher R.; Anthopoulos, Thomas D.; Nelson, Jenny; Heeney, Martin

    2018-01-01

    A new synthetic route, to prepare an alkylated indacenodithieno[3,2-b]thiophene-based nonfullerene acceptor (C8-ITIC), is reported. Compared to the reported ITIC with phenylalkyl side chains, the new acceptor C8-ITIC exhibits a reduction in the optical band gap, higher absorptivity, and an increased propensity to crystallize. Accordingly, blends with the donor polymer PBDB-T exhibit a power conversion efficiency (PCE) up to 12.4%. Further improvements in efficiency are found upon backbone fluorination of the donor polymer to afford the novel material PFBDB-T. The resulting blend with C8-ITIC shows an impressive PCE up to 13.2% as a result of the higher open-circuit voltage. Electroluminescence studies demonstrate that backbone fluorination reduces the energy loss of the blends, with PFBDB-T/C8-ITIC-based cells exhibiting a small energy loss of 0.6 eV combined with a high JSC of 19.6 mA cm-2 .

  1. Exploring the relevance of thiophene rings as bridge unit in acceptor-bridge-donor dyes on self-aggregation and performance in DSSCs.

    Science.gov (United States)

    Zarate, Ximena; Saavedra-Torres, Mario; Rodriguez-Serrano, Angela; Gomez, Tatiana; Schott, Eduardo

    2018-04-30

    The possibility of dye charge recombination in DSSCs remains a challenge for the field. This consists of: (a) back-transfer from the TiO 2 to the oxidized dye and (b) intermolecular electron transfer between dyes. The latter is attributed to dye aggregation due to dimeric conformations. This leads to poor electron injection which decreases the photocurrent conversion efficiency. Most organic sensitizers are characterized by an Acceptor-Bridge-Donor (A-Bridge-D) arrangement that is commonly employed to provide charge separation and, therefore, lowering the unwanted back-transfer. Here, we address the intermolecular electron transfer by studying the dimerization and photovoltaic performance of a group of A-Bridge-D structured dyes. Specifically, eight famous sulfur containing π-bridges were analyzed (A and D remained fixed). Through quantum mechanical and molecular dynamics approaches, it was found that the formation of weakly stabilized dimers is allowed. The dyes with covalently bonded and fused thiophene rings as Bridges, 6d and 7d as well as 8d with a fluorene, would present high aggregation and, therefore, high probability of recombination processes. Conversely, using TiO 2 cluster and surface models, delineated the shortest bridges to improve the adsorption energy and the stability of the system. Finally, the elongation of the bridge up to 2 and 3 units and their photovoltaic parameters were studied. These results showed that all the sensitizers are able to provide similar photocurrent outcomes, regardless of whether the bridge is elongated. © 2017 Wiley Periodicals, Inc. © 2017 Wiley Periodicals, Inc.

  2. Oxidative desulfurization of benzothiophene and thiophene with WO{sub x}/ZrO{sub 2} catalysts: Effect of calcination temperature of catalysts

    Energy Technology Data Exchange (ETDEWEB)

    Hasan, Zubair; Jeon, Jaewoo [Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University, Daegu 702-701 (Korea, Republic of); Jhung, Sung Hwa, E-mail: sung@knu.ac.kr [Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University, Daegu 702-701 (Korea, Republic of)

    2012-02-29

    Highlights: Black-Right-Pointing-Pointer Oxidative desulfurization was studied with WO{sub x}/ZrO{sub 2} calcined at different temp. Black-Right-Pointing-Pointer The importance of the phases of zirconia and tungsten oxide was suggested. Black-Right-Pointing-Pointer The catalyst was analyzed thoroughly with Raman and XRD techniques. Black-Right-Pointing-Pointer The importance of electron density on S was confirmed with the kinetics of oxidation. - Abstract: Oxidative desulfurization (ODS) of model fuel containing benzothiophene (BT) or thiophene (Th) has been carried out with WO{sub x}/ZrO{sub 2} catalyst, which was calcined at various temperatures. Based on the conversion of BT in the model fuel, it can be shown that the optimum calcination temperature of WO{sub x}/ZrO{sub 2} catalyst is around 700 Degree-Sign C. The most active catalyst is composed of tetragonal zirconia (ZrO{sub 2}) with well dispersed polyoxotungstate species and it is necessary to minimize the contents of the crystalline WO{sub 3} and monoclinic ZrO{sub 2} for a high BT conversion. The oxidation rate was interpreted with the first-order kinetics, and it demonstrated the importance of electron density since the kinetic constant for BT was higher than that for Th even though the BT is larger than Th in size. A WO{sub x}/ZrO{sub 2} catalyst, treated suitably, can be used as a reusable active catalyst in the ODS.

  3. Use of TiO{sub 2}/Cr-MCM-41 molecular sieve irradiated with visible light for the degradation of thiophene in the gas phase

    Energy Technology Data Exchange (ETDEWEB)

    Marques, Fabielle C.; Canela, Maria Cristina; Stumbo, Alexandre M. [Laboratorio de Ciencias Quimicas (LCQUI), Universidade Estadual do Norte Fluminense Darcy Ribeiro, Av. Alberto Lamego, 2000 Campos dos Goytacazes-RJ, CEP 28013-602 (Brazil)

    2008-04-15

    Photocatalytic processes using TiO{sub 2} and UV radiation to eliminate pollutants are not yet suitable for industrial facilities due to their high consumption of energy. Transition metals incorporated onto mesoporous MCM-41 molecular sieves impregnated with TiO{sub 2} constitute an alternative that allows the use of solar light. In this study, Cr-substituted MCM-41 were synthesized (Si/Cr = 100, 50 and {infinity}) and impregnated with TiO{sub 2} (10 and 20 wt.%). Raman results showed the formation of anatase. Electronic spectroscopy and EPR exposed the formation of trivalent chromium after impregnation with TiO{sub 2}, which is related to a Cr-TiO{sub 2} interaction. The synthesized photocatalysts, as well as TiO{sub 2} P25, were tested in the degradation of thiophene in gaseous phase. A test with UV lamp showed 100% of conversion for 20%TiO{sub 2}/Cr-MCM-41(100) and exceeded the activity of TiO{sub 2} P25, probably due to the higher dispersion of TiO{sub 2} on the surface of the molecular sieve. During tests using visible light and 20%TiO{sub 2}/Cr-MCM-41(50) higher conversions than those of 20%TiO{sub 2}/Cr-MCM-41(100) and TiO{sub 2} P25 were observed. These results indicate that chromium concentration is a key factor influencing the photocatalytic activity under visible light. (author)

  4. Synthesis, spectroscopic characterization, electrochemistry and biological evaluation of some metal (II) complexes with ONO donor ligand containing benzo[b]thiophene and coumarin moieties

    Science.gov (United States)

    Mahendra Raj, K.; Mruthyunjayaswamy, B. H. M.

    2014-09-01

    Schiff base ligand 3-chloro-N‧-((7-hydroxy-4-methyl-2-oxo-2H-chromen-8-yl)methylene)benzo[b]thiophene-2-carbohydrazide and its Cu(II), Co(II), Ni(II) and Zn(II) complexes were synthesized, characterized by elemental analysis and various physico-chemical techniques like, IR, 1H NMR, ESI-mass, UV-Visible, thermogravimetry - differential thermal analysis, magnetic measurements and molar conductance. Spectral analysis indicates octahedral geometry for all the complexes. Cu(II) complex have 1:1 stoichiometry of the type [M(L)(Cl)(H2O)2], whereas Co(II), Ni(II) and Zn(II) complexes have 1:2 stoichiometric ratio of the type [M(L)2]. The bonding sites are the oxygen atom of amide carbonyl, nitrogen of azomethine function and phenolic oxygen of the Schiff base ligand via deprotonation. The thermogravimetry - differential thermal analysis studies gave evidence for the presence of coordinated water molecules in the composition of Cu(II) complex which was further supported by IR measurements. All the complexes were investigated for their electrochemical activity, but only the Cu(II) complex showed the redox property. In order to evaluate the effect of antimicrobial potency of metal ions upon chelation, ligand and its metal complexes along with their respective metal chlorides were screened for their antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The results showed that the metal complexes were found to be more active than free ligand. Ligand and its complexes were screened for free radical scavenging activity by DPPH method and DNA cleavage activity using Calf-thymus DNA (Cat. No-105850).

  5. Epitaxial growth of sexi-thiophene and para-hexaphenyl and its implications for the fabrication of self-assembled lasing nano-fibres

    International Nuclear Information System (INIS)

    Simbrunner, Clemens

    2013-01-01

    Over the last few years, epitaxially grown self-assembled organic nano-structures became of increasing interest due to their high potential for implementation within opto-electronic devices. Exemplarily, the epitaxial growth of the rod-like molecules para-hexaphenyl (p-6P) and α-sexi-thiophene (6T) is discussed within this review. Both molecules tend to crystallize in highly asymmetric elongated entities which are also called nano-fibres. It is demonstrated that the obtained needle orientations and morphologies result from a complex interplay between various parameters e.g. substrate surface symmetry, molecular adsorption, crystal structure and contact plane. The interplay and its implications on the fabrication of self-assembled waveguiding nano-fibres and optical resonator structures are discussed and substantiated by a comparison with the reported literature. In further consequence, it is demonstrated that a precise control on the molecular adsorption geometry and the crystal contact plane represents a fundamental key parameter for the fabrication of self-assembled nano-fibres. As both parameters are basically determined by the chosen molecule–substrate material couple, the possible spectrum of molecular building blocks for the fabrication of waveguiding and lasing nano-structures can be predicted by the discussed growth model. A possible expansion of this common valid concept is presented by the utilization of organic–organic heteroepitaxy. Based on the reported p-6P/6T heterostructures which have been fabricated on various substrate surfaces, it is substantiated that the fabrication of organic–organic interfaces can be effectively used to gain control on the molecular adsorption geometry. As the proposed strategy still lacks a precise control of the obtained crystal contact plane, further strategies are discussed which potentially lead to a controlled fabrication of opto-electronic devices based on self-assembled organic nano-structures. (invited review)

  6. 2,6-Bis(benzo[b]thiophen-2-yl-3,7-dipentadecyltetrathienoacene (DBT-TTAR2 as an Alternative of Highly Soluble p-type Organic Semiconductor for Organic Thin Film Transistor (OTFT Application

    Directory of Open Access Journals (Sweden)

    Mery B. Supriadi

    2013-03-01

    Full Text Available A new compound of organic semiconductor based on tetrathienoacene (TTA derivatives, DBT-TTAR2 was synthesized and characterized. The corporation of dibenzo[b,d]thiophene (DBT group and alkyl substituent in both ends of TTA core have a significant effect on their π-π molecular conjugation length, energy gaps value and solubility properties. DBT-TTAR2 is fabricated as p-type organic semiconductor of organic thin film transistor (OTFT by solution process at Industrial Technology Research Institute, Taiwan. A good optical, electrochemical, and thermal properties of DBT-TTAR2 showed that its exhibits a better performance as highly soluble p-type organic semiconductor.

  7. Regular square planer bis-(4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione)/copper(II) complex: Trans/cis-DFT isomerization, crystal structure, thermal, solvatochromism, hirshfeld surface and DNA-binding analysis

    Science.gov (United States)

    Hema, M. K.; Karthik, C. S.; Warad, Ismail; Lokanath, N. K.; Zarrouk, Abdelkader; Kumara, Karthik; Pampa, K. J.; Mallu, P.

    2018-04-01

    Trans-[Cu(O∩O)2] complex, O∩O = 4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione was reported with high potential toward CT-DNA binder. The solved XRD-structure of complex indicated a perfect regular square-planer geometry around the Cu(II) center. The trans/cis-DFT-isomerization calculation supported the XRD seen in reflecting the trans-isomer as the kinetic-favor isomer. The desired complex structure was also characterized by conductivity measurement, CHN-elemental analyses, MS, EDX, SEM, UV-Vis., FT-IR, HAS and TG/DTG. The Solvatochromism behavior of the complex was evaluated using four different polar solvents. MPE and Hirshfeld surface analysis (HSA) come to an agreement that fluoride and thiophene protons atoms are with suitable electro-potential environment to form non-classical H-bonds of type CThsbnd H⋯F. The DNA-binding properties were investigated by viscosity tests and spectrometric titrations, the results revealed the complex as strong calf-thymus DNA binder. High intrinsic-binding constants value ∼1.8 × 105 was collected.

  8. Design of co-crystals/salts of some Nitrogenous bases and some derivatives of thiophene carboxylic acids through a combination of hydrogen and halogen bonds.

    Science.gov (United States)

    Jennifer, Samson Jegan; Muthiah, Packianathan Thomas

    2014-01-01

    The utility of N-heterocyclic bases to obtain molecular complexes with carboxylic acids is well studied. Depending on the solid state interaction between the N-heterocyclic base and a carboxylic acid a variety of neutral or ionic synthons are observed. Meanwhile, pyridines and pyrimidines have been frequently chosen in the area of crystal engineering for their multipurpose functionality. HT (hetero trimers) and LHT (linear heterotetramers) are the well known synthons that are formed in the presence of pyrimidines and carboxylic acids. Fourteen crystals involving various substituted thiophene carboxylic acid derivatives and nitrogenous bases were prepared and characterized by using single crystal X-ray diffraction. The 14 crystals can further be divided into two groups [1a-7a], [8b-14b] based on the nature of the nitrogenous base. Carboxylic acid to pyridine proton transfer has occurred in 3 compounds of each group. In addition to the commonly occurring hydrogen bond based pyridine/carboxylic acid and pyrimidine/carboxylic acid synthons which is the reason for assembly of primary motifs, various other interactions like Cl…Cl, Cl…O, C-H…Cl, C-H…S add additional support in organizing these supermolecules into extended architectures. It is also interesting to note that in all the compounds π-π stacking occurs between the pyrimidine-pyrimidine or pyridine-pyridine or acid-acid moieties rather than acid-pyrimidine/pyridine. In all the compounds (1a-14b) either neutral O-H…Npyridyl/pyrimidine or charge-assisted Npyridinium-H…Ocarboxylate hydrogen bonds are present. The HT (hetero trimers) and LHT (linear heterotetramers) are dominant in the crystal structures of the adducts containing N-heterocyclic bases with two proton acceptors (1a-7a). Similar type supramolecular ladders are observed in 5TPC44BIPY (8b), TPC44BIPY (9b), TPC44TMBP (11b). Among the seven compounds [8b-14b] the extended ligands are linear in all except for the TMBP (10b, 11b, 12b). The

  9. Organic nanofibers from thiophene oligomers

    DEFF Research Database (Denmark)

    Kankate, Laxman; Balzer, Frank; Niehus, Horst

    2009-01-01

    We report on the growth and morphology of α-quaterthiophene and α-sexithiophene clusters, needles (or ''fibers''), and flat islands on muscovite mica (001). Samples are prepared by organic molecular beam deposition, and characterized ex situ by polarized fluorescence microscopy and by atomic force...

  10. Photo-reorganization of 3-alkoxy-6-chloro-2-(benzo[b]thiophen-2-yl)-4H-chromen-4-ones: a green and convenient synthesis of angular pentacyclics.

    Science.gov (United States)

    Dalal, Aarti; Khanna, Radhika; Kumar, Parvin; Kamboj, Ramesh C

    2017-05-17

    Photo-reorganization of 3-alkoxy-6-chloro-2-(benzo[b]thiophen-2-yl)-4H-chromen-4-ones in methanol with Pyrex filtered UV-light from a medium pressure 125 W Hg-vapor lamp led to the formation of angular pentacyclic compounds (dihydro and aromatic products) along with some rearranged chromenones where the product(s) distribution depended upon the structure of 3-alkoxy groups (methoxy, ethoxy, allyloxy and benzyloxy). The phenyl moiety in the 3-benzyloxy group had a profound effect on the dihydro product(s) formation as the latter was in high yield when the alkoxy group was benzyloxy followed by allyloxy, ethoxy and methoxy groups. The present photochemical study represents a general method for the synthesis of some angular pentacyclic - benzothiophene fused xanthenone derivatives in a single step without using any specific and toxic reagent. The structures of the new organic scaffolds obtained were established by their spectral data (UV, IR and NMR).

  11. Crystal structure of 2-(thiophen-2-yl)-1-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl) ethenyl]benzamide: N,N-dimethylformamide (1 : 1)

    Energy Technology Data Exchange (ETDEWEB)

    Sharma, P. [University of Jammu, X-ray Crystallography Laboratory, Department of Physics (India); Subbulakshmi, K. N.; Narayana, B. [Mangalore University, Department of Chemistry (India); Sarojini, B. K. [Mangalore University, Industrial Chemistry Division, Department of Studies in Chemistry (India); Kant, R., E-mail: rkant.ju@gmail.com [University of Jammu, X-ray Crystallography Laboratory, Department of Physics (India)

    2016-03-15

    The title compound, 2-(thiophen-2-yl)-1-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethenyl] benzamide:N,N-dimethylformamide (1: 1), (C{sub 15}H{sub 11}N{sub 3}O{sub 2}S{sub 2} · C{sub 3}H{sub 7}NO), was synthesized, and its structure was established by spectral analysis and X-ray diffraction studies. The compound crystallizes in the monoclinic space group P2{sub 1}/n with a = 10.8714(7), b = 9.0497(5), c = 19.8347(13) Å, β = 91.093(5)°, Z = 4. The crystal structure is stabilized by N–H···S, C–H···O and N–H···O hydrogen bonds. The π···π interactions are also observed between the rings.

  12. 3′,6′-Bis(ethylamino-2′,7′-dimethyl-2-{2-(E-[(thiophen-2-ylmethylideneamino]ethyl}spiro[isoindoline-1,9′-xanthen]-3-one methanol monosolvate

    Directory of Open Access Journals (Sweden)

    Rui Guo

    2012-05-01

    Full Text Available The title compound, C33H34N4O2S·CH3OH, was prepared as a spirolactam ring formation of rhodamine 6 G dye for comparison with a ring-opened form. The xanthene and spirolactam rings are approximately planar [r.m.s. deviations from planarity = 0.122 (3 and 0.072 (6 Å, respectively]. The dihedral angles formed by the spirolactam and thiophene rings with the xanthene ring system are 89.7 (6 and 86.5 (2°, respectively. The crystal structure features N—H...O and C—H...O hydrogen bonds.

  13. Synthesis and in vitro anti-proliferative effects of 3-(hetero)aryl substituted 3-[(prop-2-ynyloxy)(thiophen-2-yl)methyl]pyridine derivatives on various cancer cell lines.

    Science.gov (United States)

    Reddy Chamakura, Upendar; Sailaja, E; Dulla, Balakrishna; Kalle, Arunasree M; Bhavani, S; Rambabu, D; Kapavarapu, Ravikumar; Rao, M V Basaveswara; Pal, Manojit

    2014-03-01

    A series of 3-(hetero)aryl substituted 3-[(prop-2-ynyloxy)(thiophen-2-yl)methyl]pyridine derivatives were designed as potential anticancer agents. These compounds were conveniently prepared by using Pd/C-Cu mediated Sonogashira type coupling as a key step. Many of these compounds were found to be promising when tested for their in vitro anti-proliferative properties against six cancer cell lines. All these compounds were found to be selective towards the growth inhibition of cancer cells with IC50 values in the range of 0.9-1.7 μM (against MDA-MB 231 and MCF7 cells), comparable to the known anticancer drug doxorubicin. Copyright © 2014 Elsevier Ltd. All rights reserved.

  14. Low Band Gap Donor–Acceptor Type Polymers Containing 2,3-Bis(4-(decyloxyphenylpyrido[4,3-b]pyrazine as Acceptor and Different Thiophene Derivatives as Donors

    Directory of Open Access Journals (Sweden)

    Yan Zhang

    2016-10-01

    Full Text Available Four donor–acceptor type conducting polymers, namely poly(2,3-bis(4-decyloxyphenyl-5,8-bis(4-thiophen-2-ylpyrido[4,3-b]pyrazine (P1, poly(2,3-bis(4-decyloxyphenyl-5,8-bis(4-butylthiophen-2-ylpyrido[4,3-b]pyrazine (P2, poly(2,3-bis(4-(decyloxyphenyl-5,8-bis(4-hexyloxythiophen-2-ylpyrido[4,3-b]pyrazine (P3 and poly(2,3-bis(4-(decyloxyphenyl-5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-7-ylpyrido[4,3-b]pyrazine (P4, containing thiophene or its derivative as the donor and pyrido[4,3-b]pyrazine as the acceptor were prepared and characterized by cyclic voltammetry, scanning electron microscopy, and UV-Vis spectroscopy to detect the influence of the donor units’ strength on the electrochromic performances. The results demonstrated that all of the polymers could be reversibly reduced and oxidized by p-type doping and n-type doping, and showed near-infrared activities and different color changes in p-type doping process. Especially, P3 and P4 showed lower optical band gap than P1 and P2 due to the strong electron-donating hexyloxythiophen group of P3 and ethylenedioxythiophene group of P4. Besides, P3 and P4 displayed the saturated green color at the neutral state and the desirable transparency at the oxidized state. All the polymers displayed desirable optical contrasts, satisfactory coloration efficiency, excellent stability and short switching time, which made the polymers fascinating candidates in the electrochromic device applications.

  15. Mutagenicity, stable DNA adducts, and abasic sites induced in Salmonella by phenanthro[3,4-b]- and phenanthro[4,3-b]thiophenes, sulfur analogs of benzo[c]phenanthrene

    Energy Technology Data Exchange (ETDEWEB)

    Swartz, Carol D. [Department of Environmental Science and Engineering, University of North Carolina, Chapel Hill, NC 27599 (United States); King, Leon C.; Nesnow, Stephen [Environmental Carcinogenesis Division, US Environmental Protection Agency, Research Triangle Park, NC, 27711 (United States); Umbach, David M. [Biostatistics Branch, National Institute of Environmental Health Sciences, National Institutes of Health, DHHS, Research Triangle Park, NC 27709 (United States); Kumar, Subodh [Environmental Toxicology and Chemistry Laboratory, Great Lakes Center, State University of New York College at Buffalo, Buffalo, NY 14222 (United States); DeMarini, David M. [Environmental Carcinogenesis Division, US Environmental Protection Agency, Research Triangle Park, NC, 27711 (United States)], E-mail: demarini.david@epa.gov

    2009-02-10

    Sulfur-containing polycyclic aromatic hydrocarbons (thia-PAHs or thiaarenes) are common constituents of air pollution and cigarette smoke, but only a few have been studied for health effects. We evaluated the mutagenicity in Salmonella TA98, TA100, and TA104 of two sulfur-containing derivatives of benzo[c]phenanthrene, phenanthro[3,4-b]thiophene (P[3,4-b]T), and phenanthro[4,3-b]thiophene (P[4,3-b]T) as well as their dihydrodiol and sulfone derivatives. In addition, we assessed levels of stable DNA adducts (by {sup 32}P-postlabeling) as well as abasic sites (by an aldehydic-site assay) produced by six of these compounds in TA100. P[3,4-b]T and its 6,7- and 8,9-diols, P[3,4-b]T sulfone, P[4,3-b]T, and its 8,9-diol were mutagenic in TA100. P[3,4-b]T sulfone, the most potent mutagen, was approximately twice as potent as benzo[a]pyrene in both TA98 and TA100. Benzo-ring dihydrodiols were much more potent than K-region dihydrodiols, which had little or no mutagenic activity in any strain. P[3,4-b]T sulfone produced abasic sites and not stable DNA adducts; the other five compounds examined, B[c]P, B[c]P 3,4-diol, P[3,4-b]T, P[3,4-b]T 8,9-diol, and P[4,3-b]T 8,9-diol, produced only stable DNA adducts. P[3,4-b]T sulfone was the only compound that produced significant levels of frameshift mutagenicity and induced mutations primarily at GC sites. In contrast, B[c]P, its 3,4-diol, and the 8,9 diols of the phenanthrothiophenes induced mutations primarily at AT sites. P[3,4-b]T was not mutagenic in TA104, whereas P[3,4-b]T sulfone was. The two isomeric forms (P[3,4-b]T and P[4,3-b]T) are apparently activated differently, with the latter, but not the former, involving a diol pathway. This study is the first illustrating the potential importance of abasic sites in the mutagenicity of thia-PAHs.

  16. Designing 3D Multihierarchical Heteronanostructures for High-Performance On-Chip Hybrid Supercapacitors: Poly(3,4-(ethylenedioxy)thiophene)-Coated Diamond/Silicon Nanowire Electrodes in an Aprotic Ionic Liquid.

    Science.gov (United States)

    Aradilla, David; Gao, Fang; Lewes-Malandrakis, Georgia; Müller-Sebert, Wolfgang; Gentile, Pascal; Boniface, Maxime; Aldakov, Dmitry; Iliev, Boyan; Schubert, Thomas J S; Nebel, Christoph E; Bidan, Gérard

    2016-07-20

    A versatile and robust hierarchically multifunctionalized nanostructured material made of poly(3,4-(ethylenedioxy)thiophene) (PEDOT)-coated diamond@silicon nanowires has been demonstrated to be an excellent capacitive electrode for supercapacitor devices. Thus, the electrochemical deposition of nanometric PEDOT films on diamond-coated silicon nanowire (SiNW) electrodes using N-methyl-N-propylpyrrolidinium bis((trifluoromethyl)sulfonyl)imide ionic liquid displayed a specific capacitance value of 140 F g(-1) at a scan rate of 1 mV s(-1). The as-grown functionalized electrodes were evaluated in a symmetric planar microsupercapacitor using butyltrimethylammonium bis((trifluoromethyl)sulfonyl)imide aprotic ionic liquid as the electrolyte. The device exhibited extraordinary energy and power density values of 26 mJ cm(-2) and 1.3 mW cm(-2) within a large voltage cell of 2.5 V, respectively. In addition, the system was able to retain 80% of its initial capacitance after 15 000 galvanostatic charge-discharge cycles at a high current density of 1 mA cm(-2) while maintaining a Coulombic efficiency around 100%. Therefore, this multifunctionalized hybrid device represents one of the best electrochemical performances concerning coated SiNW electrodes for a high-energy advanced on-chip supercapacitor.

  17. 有机噻吩类衍生物作为光伏材料的研究进展%Research Progress of Organic Photovoltaic Materials Based on Thiophene Derivatives

    Institute of Scientific and Technical Information of China (English)

    陈卫星; 张苏艳; 邹敏; 米巧艳

    2012-01-01

    Polythiophene and its derivatives are a class of important organic conjugate polymer materials. They arc ideal polymer solar materials because they are stable in atmosphere and their gaps are very narrow. The development of organic thiophene derivatives in polymer solar cell is summarized. Although there's been a noticeable improvement , a lot of efforts should be put into increasing open-circuit voltage and short circuit current and effciency of energy transfer ,so polymer solar cell can be applied in our lives. Furthermore, the factors about cell performance are analyzed and the prospect of polymer solar cells is previewed.%聚噻吩及其衍生物是一类重要的有机共轭高分子材料,不仅具有良好的环境稳定性,而且带隙窄,是理想的聚合物光伏材料.分类介绍了有机噻吩类衍生物在聚合物太阳能电池中的研究进展及需要改进的地方,如开路电压、短路电流及能量转换效率仍需要大幅度提高才能应用到生活中.展望了聚合物太阳能电池的发展前景.

  18. 1,4-Bis(5-(naphthalen-1-yl)thiophen-2-yl)naphthalene, a small molecule, functions as a novel anti-HIV-1 inhibitor targeting the interaction between integrase and cellular Lens epithelium-derived growth factor.

    Science.gov (United States)

    Gu, Wan-gang; Ip, Denis Tsz-Ming; Liu, Si-jie; Chan, Joseph H; Wang, Yan; Zhang, Xuan; Zheng, Yong-tang; Wan, David Chi-Cheong

    2014-04-25

    Translocation of viral integrase (IN) into the nucleus is a critical precondition of integration during the life cycle of HIV, a causative agent of Acquired Immunodeficiency Syndromes (AIDS). As the first discovered cellular factor to interact with IN, Lens epithelium-derived growth factor (LEDGF/p75) plays an important role in the process of integration. Disruption of the LEDGF/p75-IN interaction has provided a great interest for anti-HIV agent discovery. In this work, we reported that one small molecular compound, 1,4-bis(5-(naphthalen-1-yl)thiophen-2-yl)naphthalene(Compound 15), potently inhibit the IN-LEDGF/p75 interaction and affect the HIV-1 IN nuclear distribution at 1 μM. The putative binding mode of Compound 15 was constructed by a molecular docking simulation to provide structural insights into the ligand-binding mechanism. Compound 15 suppressed viral replication by measuring p24 antigen production in HIV-1IIIB acute infected C8166 cells with EC50 value of 11.19 μM. Compound 15 might supply useful structural information for further anti-HIV agent discovery. Copyright © 2014. Published by Elsevier Ireland Ltd.

  19. Gate-bias and temperature dependence of charge transport in dinaphtho[2,3-b:2‧,3‧-d]thiophene thin-film transistors with MoO3/Au electrodes

    Science.gov (United States)

    Shaari, Safizan; Naka, Shigeki; Okada, Hiroyuki

    2018-04-01

    We investigated the gate-bias and temperature dependence of the voltage-current (V-I) characteristics of dinaphtho[2,3-b:2‧,3‧-d]thiophene with MoO3/Au electrodes. The insertion of the MoO3 layer significantly improved the device performance. The temperature dependent V-I characteristics were evaluated and could be well fitted by the Schottky thermionic emission model with barrier height under forward- and reverse-biased regimes in the ranges of 33-57 and 49-73 meV, respectively. However, at a gate voltage of 0 V, at which a small activation energy was obtained, we needed to consider another conduction mechanism at the grain boundary. From the obtained results, we concluded that two possible conduction mechanisms governed the charge injection at the metal electrode-organic semiconductor interface: the Schottky thermionic emission model and the conduction model in the organic thin-film layer and grain boundary.

  20. Measurements of mass-fraction activity coefficient at infinite dilution of aliphatic and aromatic hydrocarbons, thiophene, alcohols, water, ethers, and ketones in hyperbranched polymer, Boltorn H2004, using inverse gas chromatography

    International Nuclear Information System (INIS)

    Domanska, Urszula; Zolek-Tryznowska, Zuzanna

    2010-01-01

    Thermodynamic properties of the hyperbranched polymer, Boltorn H2004 (B-H2004), were investigated by inverse gas chromatography with 42 different solvents: n-alkanes (C 5 -C 10 ), cycloalkanes (C 5 -C 8 ), alkenes (C 5 -C 8 ), alkynes (C 5 -C 8 ), aromatic hydrocarbons (benzene, toluene, ethylbenzene, o-, m-, p-xylene, thiophene), alcohols (C 1 -C 5 ), water, ethers (tetrahydrofuran (THF), methyl-tert-butylether (MTBE), diethyl-, di-n-propyl-, di-n-butyl ether), and ketones (acetone, 2-pentanone, 3-pentanone, 2-hexanone, 3-hexanone, cyclopentanone) at the temperatures from (308.15 to 348.15) K using the inverse gas chromatography (IGC). The density and thermophysical properties of polymer were described. The specific retention volume (V g ), the mass-fraction activity coefficient at infinite dilution (Ω 13 ∞ ), the Flory-Huggins interaction parameter (χ 13 ∞ ), the molar enthalpy of sorption in the polymer (Δ s H), the partial molar excess enthalpy at infinite dilution (ΔH 1 E,∞ ), the molar enthalpy of vaporization to the ideal-gas state for the pure solutes (Δ vap H 0 ), the partial molar Gibbs excess energy at infinite dilution (ΔG 1 E,∞ ), and the solubility parameter of the polymer (δ 3 ), were calculated. The UNIFAC-FV model was used to predict the mass-fraction activity coefficient at infinite dilution for different solutes in the B-H2004 polymer.

  1. A facile synthesis of new 5-aryl-thiophenes bearing sulfonamide moiety via Pd(0-catalyzed Suzuki–Miyaura cross coupling reactions and 5-bromothiophene-2-acetamide: As potent urease inhibitor, antibacterial agent and hemolytically active compounds

    Directory of Open Access Journals (Sweden)

    Mnaza Noreen

    2017-01-01

    Full Text Available The present study reports a convenient approach for the synthesis of thiophene sulfonamide derivatives (3a–3k via Suzuki cross coupling reaction. This method of synthesis involved the reactions of various aryl boronic acids and esters with 5-bromthiophene-2-sulfonamide (2 under mild and suitable temperature conditions. The compounds synthesized in the present study were subjected to urease inhibition and hemolytic activities. The substitution pattern and the electronic effects of different functional groups (i.e., Cl, CH3, OCH3, F etc. available on the aromatic ring are found to have significant effect on the overall results. The compound 5-Phenylthiophene-2-sulfonamide 3a showed the highest urease inhibition activity with IC50 value ∼ 30.8 μg/mL compared with the thiourea (used as standard having IC50 value ∼ 43 μg/mL. Moreover, almost all of the compounds were examined for the hemolytic activity against triton X-100 with positive results obtained in most of the cases. In addition, the antibacterial activities of the derivatives of 5-arylthiophene-2-sulfonamide and 5-bromothiophene-2-acetamide were also investigated during the course of the study.

  2. The Preparation and Thermodynamics of Europium Dicarbide; Preparation et Thermodynamique du Bicarbure d'Europium; Poluchenie i termodinamicheskie svojstva dikarbida evropiya; Preparacion y Termodinamica del Dicarburo de Europio

    Energy Technology Data Exchange (ETDEWEB)

    Gebelt, R. E. [Oklahoma State University, Stillwater, OK (United States); Eick, H. A. [Michigan State University, East Lansing, MI (United States)

    1966-01-15

    Europium dicarbide has been prepared by the reaction of europium metal and graphite in a stainless steel bomb. Chemical analysis indicates an average composition of the product of EuC{sub 1.87{+-}0.07}. X-ray powder diffraction analysis shows the compound to be of body-centred tetragonal symmetry, space group D{sup 17}{sub 4}n-14/mm , with lattice parameters: a{sub 0} = 4.045 A; c{sub 0} = 6.645 A. Vapour phase chromatographic analysis indicates that 98% of the gaseous product of acid hydrolysis of europium dicarbide is the hydrocarbon acetylene. These analytical data, together with the lattice parameters, indicate that europium dicarbide resembles alkaline earth dicarbides more than it resembles the other lanthanon dicarbides. The vaporization of europium dicarbide over the temperature range 1130 to 1600 Degree-Sign K was investigated by the Knudsen effusion method. The effusate was either collected and analysed chemically or observed with a time-of-flight mass spectrometer. Thedata presented here are based predominantly on the massspectro- metric observations since they yielded more reproducible data than the collection technique. Gaseous europium dicarbide and europium, in concentrations of 1 and 99%respectively, were found in the effusate. Instrument limitations prevented determination of the concentration of the gaseous dicarbide as a function of temperature. Calibration of the mass spectrometer with silver permitted the calculation of the pressures corresponding to the observed ion intensities. An empirical equation was fitted to the data for europium by the method of least squares. From the second law of thermodynamics the following values were calculated for the reaction: EuC{sub 2} Rightwards-Harpoon-Over-Leftwards-Harpoon Eu(g) + 2C (graphite); {Delta}H{sup 0}{sub 298} = 51.09{+-}1.42kcal/mole; {Delta}H{sup 0}{sub 298} = 18.43 {+-} 1.75 e.u. Values of the free energy function for EuC{sub 2}(s) were estimated and combined with published data to yield for the same reaction, from the third law of thermodynamics, the value of {Delta}H{sup 0}{sub 298} = 51.22 {+-} 0.80 kcal/mole. The enthalpies obtained for the dissociation reaction were combined with published data on the enthalpy of vaporization of europium to yield for the standard enthalpy of formation of EuC{sub 2} the value {Delta}H{sub f(298)} = -9.17 {+-} 1.15 kcal/mole. (author) [French] Les auteurs ont prepare du bicarbure d'europium par reaction entre l'europium metallique et le graphite dans une bombe en acier inoxydable. L'analyse chimique indique EuC{sub 1.87{+-}0.07} comme composition moyenne du produit. D'apres l'analyse au moyen de la diffraction des rayons X par les poudres, le compose presente une symetrie quadratique centree (groupe spatial de Schoenflies D{sup 17}{sub 4}n-14/mm) avec les parametres de reseau a{sub 0} = 4.045 A; c{sub 0} = 6.645 A. Il ressort de l'analyse chromatographique de la phase vapeur que 98% du produit gazeux de l'hydrolyse acide du bicarbure d'europium sont constitues par de l'acetylene. Les resultats de ces operations d'analyse et les parametres de reseau indiquent que le bicarbure d'europium presente plus d'analogie avec les bicarbures des metaux alcalino-terreux qu'avec les bicarbures des autres lanthanides. Les auteurs ont etudie, par la methode d'effusion de Knudsen, la vaporisation du bicarbure d'europium dans l'intervalle de temperature compris entre 1130 et 1600 Degree-Sign K. L'effusat a ete rassemble et analyse chimiquement ou observe a l'aide d'un spectrometre de masse a temps de vol. Les valeurs- donnees dans le memoire se fondent avant tout sur les observations faites au moyen de cet appareil; en effet, ces observations fournissent des valeurs plus aisement reproductibles que la methode du rassemblement. Il a ete constate que l'effusat contenait du bicarbure d'europium et de l'europium gazeux, dont les concentrations etaient respectivement de 1 et 99%. Les limitations dues a l'appareil n'ont pas permis de determiner la concentration du bicarbure gazeux en fonction de la temperature. Apres avoir etalonne le spectrometre de masse au moyen de l'argent, il a ete possible de calculer les pressions correspondant aux intensites ioniques observees. Une equation empirique a ete ajustee aux donnees relatives a l'europium par la methode des moindres carres. En appliquant le deuxieme principe de la thermodynamique a la reaction, on a calcule les valeurs suivantes: EuC{sub 2} Rightwards-Harpoon-Over-Leftwards-Harpoon Eu(g) + 2C (graphite); {Delta}H{sup 0}{sub 298} = 51.09{+-}1.42kcal/mole; {Delta}H{sup 0}{sub 298} = 18.43 {+-} 1.75 e.u. Les auteurs ont determine des valeurs estimees de la fonction d'energie libre pour EuC{sub 2}(s) et les ont combinees avec les donnees publiees; ils ont ainsi obtenu pour la meme reaction, en se fondant sur le troisieme principe de thermodynamique, la valeur {Delta}H{sup 0}{sub 298} = 51.22 {+-} 0.80 kcal/mole. Ils ont combine les enthalpies obtenues pour la reaction de dissociation avec les donnees publiees sur l'enthalpie de vaporisation de l'europium et ont ainsi obtenu la valeur ci-apres pour Venthalpie type de la formation de EuC{sub 2} : {Delta}H{sub f(298)} = -9.17 {+-} 1.15 kcal/ mole. (author) [Spanish] Se preparo dicarburo de europio por reaccion entre europio metalico y grafito, en una bomba de acero inoxidable. Los analisis quimicos indican que la composicion media del producto puede representarse por la formula EuC{sub 1.87{+-}0.07}. El examen mediante difraccion de rayos X por polvos muestra que el compuesto posee una simetria tetragonal centrada en el cuerpo (grupo espacial D{sup 17}{sub 4}n-14/mmm) con parametros del reticulado a{sub 0} = 4.045 A; c{sub 0} = 6.645 A. El analisis cromato- grafico en fase vapor indica que el 98% del producto gaseoso proveniente de la hidrolisis acida del dicarburo de europio esta formado por acetileno. Estos datos analiticos, juntamente con los parametros del reticulado, indican que el dicarburo de europio se asemeja mas a los dicarburos de elementos alcalinoterreos que a los de lantanidos. Empleando el metodo de efusion de Knudsen, se estudio la vaporizacion del dicarburo de europio en el intervalo de temperaturas 1130 - 1600 Degree-Sign K. El producto efundido se recogio y se analizo quimicamente, o bien se observo con un espectrometro de masas por el metodo del tiempo de vuelo. Los resultados presentados en la memoria se basan fundamentalmente en las observaciones efectuadas con este ultimo aparato, pues los datos suministrados son mas reproducibles que los obtenidos con la tecnica de recoleccion. En el producto efundido se hallo dicarburo de europio y europio gaseosos, en concentraciones de 1 y 99% respectivamente. Las limitaciones del instrumental impidieron determinar la concentracion del dicarburo gaseoso en funcion de la temperatura. La calibracion del espectrometro de masas con plata permitio calcular las presiones correspondientes a las intensidades ionicas observadas. Una ecuacion empirica fue adaptada a los datos del europio usando el metodo de los cuadrados minimos. Partiendo del segundo principio de la termodinamica se obtuvieron los siguientes valores para la reaccion EuC{sub 2} Rightwards-Harpoon-Over-Leftwards-Harpoon Eu(g) + 2C (graphite); {Delta}H{sup 0}{sub 298} = 51.09{+-}1.42kcal/mole; {Delta}H{sup 0}{sub 298} = 18.43 {+-} 1.75 e.u. Se estimaron los valores correspondientes a la funcion de energia libre para el EuC{sub 2} (s) y se combinaron con los datos publicados alcanzando para la misma reaccion y aplicando el tercer principio de la termodinamica, el valor {Delta}H{sup 0}{sub 298} = 51.22 {+-} 0.80 kcal/mol. Las entalpias obtenidas para la reaccion de disociacion se combinaron con los datos publicados sobre la entalpia de vaporizacion del europio, obteniendose para la entalpia tipo de formacion del EuC{sub 2} el valor {Delta}H{sub f(298)} = -9.17 {+-} 1.15 kcal/mole. (author) [Russian] Dikarbid evropija poluchen v rezul'tate reakcii metallicheskogo evropija i grafita v bombe iz nerzhavejushhej stali. Dannye himicheskogo analiza ukazyvajut, chto srednij sostav produkta sostavljaet EuC{sub 1.87{+-}0.07}. Rezul'taty analiza rentgenogramm tipa Debaja-IIl errera svidetel'stvujut o nalichii ob{sup e}mno-centrirovannoj tetragonal'noj simmetrii v strukture soedinenija i prostranstvennoj gruppy D{sup 17}{sub 4}n-14/mm s parametrami reshetki: a{sub 0} = 4.045 A; c{sub 0} = 6.645 A. Dannye hromatograficheskogo analiza fazy para ukazyvajut na to, chto devjanosto vosem' procentov gazoobraznogo produkta kislotnogo gidroliza dikarbida evropija sostavljaet uglevodorod, acetilen. Jeti dannye analiza vmeste s parametrami reshetki svidetel'stvujut o tom, chto dikarbid evropija pohozh na dikarbidy shhelochnyh zemel' bol'she, chem na drugie dikarbidy lantanonov. Process vyparivanija dikarbida evropija v diapazone temperatur 1130 Degree-Sign - 1 600 Degree-Sign K izuchalsja metodom jeffuzii Knudsena. Jeffuzat libo sobiralsja i analizirovalsja himicheskim putem, libo izuchalsja s pomoshh'ju mass-spektrometra po vremeni proleta. Predstavlennye zdes' dannye osnovany glavnym obrazom na rezul'tatah nabljudenij s pomoshh'ju mass-spektrometra, poskol'ku jeti rezul'taty priveli k oblucheniju bolee vosproizvodimyh dannyh, chem pri metode sbora. V jeffuzate obnaruzheny gazoobraznye dikarbid evropija i evropij v koncentracijah sootvetstvenno 1 i 99%. Vozmozhnosti priborov ne pozvolili opredelit' koncentraciju gazoobraznogo dikarbida kak funkciju temperatury. Kalibrovanie mass-spektrometra serebrom dalo vozmozhnost' rasschitat' davlenija, sootvetstvujushhie otmechennoj intensivnosti ionov. Jempiricheskoe uravnenie sootvetstvovalo dannym po evropiju, poluchennym metodom naimen'shih kvadratov . Na osnovanii vtorogo zakona termodinamiki EuC{sub 2} Rightwards-Harpoon-Over-Leftwards-Harpoon Eu(g) + 2C (graphite) byli vychisleny sledujushhie dannye: {Delta}H{sup 0}{sub 298} = 51.09{+-}1.42kcal/mole; {Delta}H{sup 0}{sub 298} = 18.43 {+-} 1.75 e.u. Znachenija funkcii svobodnoj jenergii dlja EuC{sub 2} (S) rasschityvalis' i ispol'zovalis' vmeste s opublikovannymi dannymi s cel'ju poluchenija dlja jetoj reakcii iz tret'ego za{sup k}ona termodinamiki sledujushhej velichiny : {Delta}H{sup 0}{sub 298} = 51.22 {+-} 0.80 kkal/mol'. Dannye po jental'pijam, poluchennye dlja sluchaja reakcii dissociacii, uvjazyvalis' s opublikovannymi dannymi po jental'pii processa vyparivanija evropija s cel'ju poluchenija dlja standartnoj jental'pii pri obrazovanija EiS{sub 2} velichiny: {Delta}H{sub f(298)} = -9.17 {+-} 1.15 kkal/mol'. (author)

  3. Thin Film Structure of Tetraceno(2,3-B)thiophene Characterized By Grazing Incidence X-Ray Scattering And Near-Edge X-Ray Absorption Fine Structure Analysis

    International Nuclear Information System (INIS)

    Yuan, Q.; Mannsfeld, S.C.B.; Tang, M.L.; Toney, M.F.; Luening, J.; Bao, Z.A.

    2008-01-01

    Understanding the structure-property relationship for organic semiconductors is crucial in rational molecular design and organic thin film process control. Charge carrier transport in organic field-effect transistors predominantly occurs in a few semiconductor layers close to the interface in contact with the dielectric layer, and the transport properties depend sensitively on the precise molecular packing. Therefore, a better understanding of the impact of molecular packing and thin film morphology in the first few monolayers above the dielectric layer on charge transport is needed to improve the transistor performance. In this Article, we show that the detailed molecular packing in thin organic semiconductor films can be solved through a combination of grazing incidence X-ray diffraction (GIXD), near-edge X-ray absorption spectra fine structure (NEXAFS) spectroscopy, energy minimization packing calculations, and structure refinement of the diffraction data. We solve the thin film structure for 2 and 20 nm thick films of tetraceno(2,3-b)thiophene and detect only a single phase for these thicknesses. The GIXD yields accurate unit cell dimensions, while the precise molecular arrangement in the unit cell was found from the energy minimization and structure refinement; the NEXAFS yields a consistent molecular tilt. For the 20 nm film, the unit cell is triclinic with a = 5.96 A, b = 7.71 A, c = 15.16 A, alpha = 97.30 degrees, beta = 95.63 degrees, gamma = 90 degrees; there are two molecules per unit cell with herringbone packing (49-59 degree angle) and tilted about 7 degrees from the substrate normal. The thin film structure is significantly different from the bulk single-crystal structure, indicating the importance of characterizing thin film to correlate with thin film device performance. The results are compared to the corresponding data for the chemically similar and widely used pentacene. Possible effects of the observed thin film structure and morphology on

  4. Identification of 5-(1-Methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)thiophene-2-Carboxamides as Novel and Selective Monoamine Oxidase B Inhibitors Used to Improve Memory and Cognition.

    Science.gov (United States)

    Kaplan, Alan P; Keenan, Terence; Scott, Roderick; Zhou, Xianbo; Bourchouladze, Rusiko; McRiner, Andrew J; Wilson, Mark E; Romashko, Darlene; Miller, Regina; Bletsch, Matthew; Anderson, Gary; Stanley, Jennifer; Zhang, Adia; Lee, Dong; Nikpur, John

    2017-12-20

    Initial work in Drosophila and mice demonstrated that the transcription factor cyclic adenosine monophosphate (cAMP) response element binding protein (CREB) is a master control gene for memory formation. The relationship between CREB and memory has also been found to be true in other species, including aplysia and rats. It is thus well-established that CREB activation plays a central role in memory enhancement and that CREB is activated during memory formation. On the basis of these findings, a phenotypic high-throughput screening campaign utilizing a CRE-luciferase (CRE-Luci) SK-N-MC cell line was performed to identify compounds that enhance transcriptional activation of the CRE promoter with a suboptimal dose of forskolin. A number of small-molecule hits of unknown mechanisms of action were identified in the screening campaign, including HT-0411. Follow-up studies suggested that the CREB activation by HT-0411 is attributed to its specific and selective inhibition of monoamine oxidase B (MAO-B). Further, HT-0411 was shown to improve 24 h memory in rodents in a contextual fear conditioning model. This report describes the lead optimization of a series of 5-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl) thiophene-2-carboxamides that were identified as novel, potent, and selective inhibitors of MAO-B. Extensive SAR studies and in vivo behavioral evaluations of this and other related analogue series identified a number of potential clinical development candidates; ultimately, compound 8f was identified as a candidate molecule with high selectivity toward MAO-B (29-56 nM) over MAO-A (19% inhibition at a screening concentration of 50 μM), an excellent profile against a panel of other enzymes and receptors, good pharmacokinetic properties in rodents and dogs, and efficacy in multiple rodent memory models.

  5. Le souffre thiophénique dans les pétroles et les extraits de roche. Analyse par spectrométrie de masse et chromatographie en phase gazeuse Mass-Spectrometry and Gas-Chromatography Analysis of Thiophene Sulfur in Oil and Rock Extracts

    Directory of Open Access Journals (Sweden)

    Castex H.

    2006-11-01

    Full Text Available On étudie par spectrométrie de masse à haute résolution la répartition du soufre thiophénique par coupe de distillation et par nombre de carbone dans la fraction > C10 d'un pétrole brut. Parallèlement on chromatographie à l'aide d'un détecteur sélectif à photométrie de flamme les diverses fractions thiophéniques. L'examen des chromatogrammes permet de déterminer les zones dé réponse et l'allure générale des différentes coupes thiophéniques. Les applications sont variées : on vérifie le bien-fondé de l'utilisation d'un spectromètre de masse à basse résolution pour les analyses en routine d'huiles brutes et on peut, par la connaissance des différents profils de type thiophénique prévoir des analogies ou des différences au sein d'huiles brutes et d'extraits de roche d'un même bassin pétrolier, ce qui limite le nombre d'échantillons à analyser en détail. High-resolution mass spectrometry is used to analyze the distribution of thiophenic sulfur per distillation cut and per carbon number in the > C10 fraction of a crude oil. At the same time, a selective flame-photometry sensor is used to chromatograph the different thiophenic fractions. An analysis of the chromatograms serves to determine the response zones and the general aspect of the different thiophenic cuts. There are various applications of this process. The validity of using a low-resolution mass spectrometer is checked for routine crude-cil analyses. By determining the different profiles of the thiophenic type, similarities or differences can be predicted in the crude cils and rock extracts from the saure cil basin. This limits the number of samples having to be analyzed in detail.

  6. In silico modeling of the specific inhibitory potential of thiophene-2,3-dihydro-1,5-benzothiazepine against BChE in the formation of β-amyloid plaques associated with Alzheimer's disease

    Directory of Open Access Journals (Sweden)

    Kalsoom Saima

    2010-06-01

    due to the additional hydrophobic interaction between the 2-thiophene moiety of Compound A and Ile69. The involvement of one catalytic triad residue (His438 of butyrylcholinesterase with the 3'-hydroxy group on ring A increases the selectivity of Compound A. C-C bond rotation around ring A also stabilizes and enhances the interaction of Compound A with butyrylcholinesterase. Furthermore, the classical network of hydrogen bonding interactions as formed by the catalytic triad of butyrylcholinesterase is disturbed by Compound A. This study may open a new avenue for structure-based drug design for Alzheimer's disease by considering the 3D-pharmacophoric features of the complex responsible for discriminating these two closely-related cholinesterases.

  7. Crystal structures of three 1-oxo-1,2-dihydronaphthalene derivatives: dimethyl 4-(4-methoxyphenyl-2-(4-methylphenyl-1-oxo-1,2-dihydronaphthalene-2,3-dicarboxylate, dimethyl 1-oxo-2-(pyren-4-yl-4-(thiophen-2-yl-1,2-dihydronaphthalene-2,3-dicarboxylate and ethyl 1-oxo-2-phenyl-2,4-bis(thiophen-2-yl-1,2-dihydronaphthalene-3-carboxylate

    Directory of Open Access Journals (Sweden)

    S. Gopinath

    2017-02-01

    Full Text Available In the title 1-oxo-1,2-dihydronaphthalene derivatives, C28H24O6, (I, C34H22O5S, (II, and C27H20O3S2, (III, the cyclohexa-1,3-diene rings of the 1,2-dihydronaphthalene ring systems adopt half-chair, boat and half-chair conformations, respectively. The carbonyl O atoms attached to the dihydronaphthalene ring systems are each significantly deviated from the mean plane of the 1,2-dihydronaphthalene ring system, by 0.6162 (12 Å in (I, 0.6016 (16 Å in (II and 0.515 (3 Å in (III. The mean planes of the 1,2-dihydronaphthalene ring systems make dihedral angles of 85.83 (3, 88.19 (3 and 81.67 (8°, respectively, with the methylphenyl ring in (I, the pyrene ring in (II and the phenyl ring in (III. In (I, the molecular structure is stabilized by an intramolecular C—H...O hydrogen bond, generating an S(6 ring motif. In the crystal of (I, molecules are linked by an intermolecular C—H...O hydrogen bond, which generates a C(8 zigzag chain running along [100]. Adjacent chains are further connected by C—H...π and offset π–π interactions [centroid–centroid distance = 3.6572 (9 Å], forming a double-chain structure. In the crystals of (II and (III, molecules are linked into chain structures by offset π–π interactions with centroid–centroid distances of 3.5349 (12 and 3.8845 (13 Å for (II and 3.588 (2 Å for (III. In (II and (III, the thiophene rings are orientationally disordered over two sites, with occupancy ratios of 0.69:0.31 for (II, and 0.528 (4:0.472 (4 and 0.632 (5:0.368 (5 for (III.

  8. Thio-phene-2-carbonyl azide.

    Science.gov (United States)

    Hsu, Gene C; Singer, Laci M; Cordes, David B; Findlater, Michael

    2013-01-01

    The title compound, C5H3N3OS, is almost planar (r.m.s. deviation for the ten non-H atoms = 0.018 Å) and forms an extended layer structure in the (100) plane, held together via hydrogen-bonding inter-actions between adjacent mol-ecules. Of particular note is the occurrence of RC-H⋯N(-)=N(+)=NR inter-actions between an aromatic C-H group and an azide moiety which, in conjunction with a complementary C-H⋯O=C inter-action, forms a nine-membered ring.

  9. A new and general method for the preparation of novel II-heterocyclic derivatives of ruthenium [C5Me5Ru (η6-arene)]X (arene = benzene, thiophene, 3-methylthiophene, benzothiophene, pyridine, 2.6 and 3.5-lutidine, quinoline, acridine). X-ray crystal structure of [(C5Me5)2Ru2Cl2(pyridine)2] PF6

    International Nuclear Information System (INIS)

    Chaudret, B.; Jalon, F.; Perez-Manrique, M.; Lahoz, F.; Plou, F.J.

    1990-01-01

    Zinc reduction of (Cp*RuCl 2 ) n (Cp* = C 5 Me 5 ) in acetone or THF followed by addition of 1 equivalent of an arene or aromatic heterocycle leads to compounds of general formulation [Cp* Ru(arene)]X (X = Cl, BF 4 ). Coordination of benzene is rapid and competes successfully with any other arene. Thiophene and 3-methylthiophene give stable π adducts whereas benzothiophene is coordinated through the benzene not through the heterocyclic ring. 2.6 and 3.5-lutidine coordinate through the ring, thus demonstrating an electronic rather than steric stabilization. Again, quinoline and acridine coordinate through the benzene ring. Pyridine gives an unstable π adduct in THF. A paramagnetic mixed-valence species, byproduct of the reaction in THF, has been characterized by an X-ray crystal structure determination. Crystals are triclinic, space group P-1

  10. Crystal structures and conformations of two Diels–Alder adduct derivatives: 1,8-bis(thiophen-2-yl-14-oxatetracyclo[6.5.1.02,7.09,13]tetradeca-2(7,3,5-trien-10-one and 1,8-diphenyl-14-oxatetracyclo[6.5.1.02,7.09,13] tetradeca-2,4,6-trien-10-one

    Directory of Open Access Journals (Sweden)

    S. Gopinath

    2015-02-01

    Full Text Available The title compounds, C21H16O2S2 (I and C25H20O2 (II, are products of a tandem `pincer' Diels–Alder reaction consisting of [2 + 2] cycloadditions between benzo[c]furan and cyclopentanone. Each comprises a fused tetracyclic ring system containing two five-membered rings (in envelope conformations with the O atom as the flap and six-membered rings (in boat conformations. In addition, two thiophene rings in (I and two phenyl rings in (II are attached to the tetracyclic ring system. The cyclopentanone ring adopts a twisted conformation in (I and an envelope conformation in (II. In (I, the thiophene rings are positionally disordered over two sets of sites, with occupancy ratios of 0.901 (2:0.099 (2 and 0.666 (2:0.334 (2. In (II, the oxygen atom of the cyclopentanone ring is rotationally disordered over two sites with an occupancy ratio of 0.579 (4:0.421 (4. The molecular structure of (I is stabilized by an intramolecular C—H...O hydrogen bond, which generates an S(7 ring motif. In the crystal, the molecules are linked via weak C—H...O hydrogen bonds, which generate R22(16 ring motifs in (I and C(8 chains in (II. In both structures, the crystal packing also features C—H...π interactions. The crystal studied of compound (I was twinned by non-merohedry. The twin component is related by the twin law [−1 0 0 −0.101 1 −0.484 0 0 −1] operated by a twofold rotation axis parallel to the b axis. The structure of (I was refined with a twin scale factor of 0.275 (2.

  11. Green-Yellow Electroluminescence from a host-dopant blended system as the active layer in a bilayer polymer light emitting diode: Poly(n-vinyl carbazole) as the host and a new soluble thiophene based copolymer [poly(2,2‧-BT)-co-(3-DDT)] as the dopant

    Science.gov (United States)

    Shahalizad, Afshin; Ahmadi-Kandjani, Sohrab; Movla, Hossein; Omidi, Hafez; Massoumi, Bakhshali; Zakerhamidi, Mohammad Sadegh; Entezami, Ali Akbar

    2014-11-01

    A new type of bilayer Polymer Light Emitting Diode (PLED) which emits green-yellow light is reported. In this PLED, a novel thiophene-based copolymer [poly(2,2‧-BT)-co-(3-DDT)] with an excellent electron transporting property has been doped in hole transporting and electron blocking poly(n-vinylcarbazole) (PVK). Formation of type-II heterojunctions among nm-size features in PVK:poly(2,2‧-BT)-co-(3-DDT) blended system makes exciplex and electroplex emissions would be dominant in the Electroluminescence (EL) spectrum of the device. These cross recombinations between electrons in the LUMO of poly(2,2‧-BT)-co-(3-DDT) and holes in the HOMO of PVK is a reason for the low driving voltage of the PLED because there is no need for the charge carriers to hop or tunnel to the adjacent polymer. Morphological investigations demonstrate that the mixing degree between the components is high, favoring formation of exciplexes and electroplexes at the interface of the components.

  12. Preparation and physical properties of rare earth, alkaline earth, and transition metal ternary chalcogenides; Poluchenie i fizicheskie svojtsva trojnykh khal`kogenidov redkozemel`nykh, shchelochnykh i perekhodnykh ehlementov

    Energy Technology Data Exchange (ETDEWEB)

    Georgobiani, A N [RAN, Moskva (Russian Federation). Fizicheskij Inst. im. P.N.Lebedeva; Dzhabbarov, R B; Izzatov, B M; Musaeva, N N; Sultanov, F N; Tagiev, B G; Tagiev, O B [Inst. Fiziki im. G.M.Abdullaeva Akademii nauk Azerbajdzhana, Baku (Azerbaijan)

    1997-02-01

    A study was made on current-voltage characteristics, temperature dependences of electric conductivity and currents of thermoinduced depolarization of monocrystals, including EuGa{sub 2}S{sub 4} and (Ga{sub 2}S{sub 3}){sub 1-x}(Eu{sub 2}O{sub 3}){sub x} solid solutions. It is shown that these compounds, activated by europium, cerium, neodymium and other rare earths, manifest effective luminescence under the effect of ultraviolet and X-radiation, as well as under the effect of electron beams and electric field. 13 refs., 7 figs.

  13. Preparation of. alpha. -deuterated L-amino acids using E. coli cells containing tryptophanase. Poluchenie. alpha. -dejterirovannykh L-aminokislot s ispol'zovaniem kletok E. coli, soderzhashchikh triptofanazy

    Energy Technology Data Exchange (ETDEWEB)

    Faleev, N G; Ruvinov, S B; Saporovskaya, M B; Belikov, V M; Zakomyrdina, L N; Sakharova, I S; Torchinskij, Yu M [AN SSSR, Moscow (USSR). Inst. Ehlementoorganicheskikh Soedinenij AN SSSR, Moscow (USSR). Inst. Molekulyarnoj Biologii AN SSSR, Moscow (USSR)

    1989-10-01

    Method for preparation of a series of {alpha}-deuterated L-amino acids of high optical purity with quantitative chemica yield, suing stereospecific isotopic exchange in D{sub 2}O under the effect of E.coli cells with high tryptophanase activity was developed.

  14. A Urea Potentiometric Biosensor Based on a Thiophene Copolymer

    Directory of Open Access Journals (Sweden)

    Cheng-Yuan (Kevin Lai

    2017-03-01

    Full Text Available A potentiometric enzyme biosensor is a convenient detector for quantification of urea concentrations in industrial processes, or for monitoring patients with diabetes, kidney damage or liver malfunction. In this work, poly(3-hexylthiophene-co-3-thiopheneacetic acid (P(3HT-co-3TAA was chemically synthesized, characterized and spin-coated onto conductive indium tin oxide (ITO glass electrodes. Urease (Urs was covalently attached to the smooth surface of this copolymer via carbodiimide coupling. The electrochemical behavior and stability of the modified Urs/P(3HT-co-3TAA/ITO glass electrode were investigated by cyclic voltammetry, and the bound enzyme activity was confirmed by spectrophotometry. Potentiometric response studies indicated that this electrode could determine the concentration of urea in aqueous solutions, with a quasi-Nernstian response up to about 5 mM. No attempt was made to optimize the response speed; full equilibration occurred after 10 min, but the half-time for response was typically <1 min.

  15. 4-Nitro-N-[(E-thiophen-2-ylmethylidene]aniline

    Directory of Open Access Journals (Sweden)

    Abdullah M. Asiri

    2012-07-01

    Full Text Available In the title compound, C11H8N2O2S, there is a twist in the molecule, with the dihedral angle between the five- and six-membered rings being 31.77 (9°. The nitro group is slightly twisted out of the plane of the benzene ring to which it is attached [O—N—C—C torsion angle = 9.0 (3°]. The S and N atoms are syn. In the crystal, supramolecular layers parallel to (-204 are formed by C—H...O and C—H...N interactions. These layers are connected into a three-dimensional architecture by π–π interactions occurring between centrosymmetrically related benzene rings [centroid–centroid distance = 3.6020 (11 Å].

  16. Design and synthesis of bioisosteric tetrasubstituted thiophenes as ...

    African Journals Online (AJOL)

    VIIIg) were prepared by hydrolyzing the methyl ester in methanol with one equivalent of potassium hydroxide solution at room temperature. All the synthesized compounds were evaluated for their anti-inflammatory activity. Compounds VIIIe ...

  17. Thermal stability of thiophene biomarkers as studied by hydrous pyrolysis

    NARCIS (Netherlands)

    Sinninghe Damsté, J.S.; Koopmans, M.P.; Lewan, M.D.; Leeuw, J.W. de

    1995-01-01

    An immature (Ro = 0.25%) sulphur-rich calcareous shale from the Gessoso-solfifera Formation (Messinian) in the Vena del Gesso Basin (northern Italy) was artificially matured by hydrous pyrolysis at constant temperatures ranging from 160 to 330°C for 72 h to study the applicability of alkylthiophenes

  18. A Methyl Substituted Thiophenic-TTF Donor and its Salts

    OpenAIRE

    Silva, Rafaela A. L.; Santos, Isabel C.; Lopes, Elsa B.; Rabaça, Sandra; Galindo, Sergi; Mas-Torrent, Marta; Rovira Angulo, Concepció

    2015-01-01

    α-Methyldithiophene–tetrathiafulvalene (α-mDT-TTF), the first alkyl-substituted thiophene–tetrathiafulvalene electronic donor, and some of its charge-transfer salts were explored. The crystal structure of α-mDT-TTF is composed of molecular stacks aligned parallel to each other. Its cyclic voltammetry shows higher electron-donor ability than the unsubstituted analogue. This material was employed as a semiconductor in an organic field-effect transistor and showed a mobil...

  19. Modeling the Thiophene HDS reaction on a molecular level

    NARCIS (Netherlands)

    Diemann, E.; Weber, T.; Müller, A.

    1994-01-01

    The structure of MoS2/Al2O3 catalyst and the initial step of the hydrodesulfurization (HDS) reaction using an experimental model have been studied by in situ Raman-, infrared emission (IRE)-, inelastic electron tunneling (IET)-spectroscopy and thermal desorption measurements accompanied by molecular

  20. Safety evaluation of substituted thiophenes used as flavoring ingredients

    NARCIS (Netherlands)

    Cohen, Samuel M.; Fukushima, Shoji; Gooderham, Nigel J.; Guengerich, F.P.; Hecht, Stephen S.; Rietjens, Ivonne M.C.M.; Smith, Robert L.; Bastaki, Maria; Harman, Christie L.; McGowen, Margaret M.; Valerio, Luis G.; Taylor, Sean V.

    2017-01-01

    This publication is the second in a series by the Expert Panel of the Flavor and Extract Manufacturers Association summarizing the conclusions of its third systematic re-evaluation of the safety of flavorings previously considered to be generally recognized as safe (GRAS) under conditions of

  1. Separation of thiophene from aliphatic hydrocarbons using tetrahexylammonium-based deep eutectic solvents as extracting agents

    NARCIS (Netherlands)

    Warrag, S.E.E.; Rodriguez, N.R.; Nashef, I.M.; Van Sint Annaland, M.; Siepmann, J.I.; Kroon, M.C.; Peters, C.J.

    2017-01-01

    Catalytic hydrodesulfurization is the common process that is used in the industry to achieve low sulfur concentrations in oil fuels. However, it is usually conducted at relatively high pressure and temperature resulting in an expensive and energy-consuming process. Aiming to reduce the energy

  2. Some actinide complexes of pyridin-, pyrrol-, furan- and thiophen-aldazine Schiff bases

    International Nuclear Information System (INIS)

    Dawod, M.M.; Khalili, F.I.; Seyam, A.M.

    1990-01-01

    Actinide chloride complexes with pyridinaldazine (PAA), pyrrolaldazine(PyAA-H 2 ), furanaldazine (FAA), and thiophenaldazine (TAA): An(L)Cl n ·m-H 2 O, where An = Th, UO 2 ; L PAA, PyAA-H 2 , FAA, TAA; n = 2,4; m = 0, 2, 3, 5 (also, mononuclear with 2L, dinuclear and trinuclear complexes) have been prepared by the reaction of ThCl 4 , UO 2 Cl 2 or UO 2 (Ac) 2 ·2H 2 O with PAA, PyAA-H 2 , FAA or TAA and characterized by spectral data, electrical conductance, thermal and elemental analysis. (author)

  3. Fused thiophene/quinoxaline low band gap polymers for photovoltaic's with increased photochemical stability

    DEFF Research Database (Denmark)

    Carlé, Jon Eggert; Jørgensen, Mikkel; Manceau, Matthieu

    2011-01-01

    and inverted geometry were prepared and tested in air. The normal geometry devices showed the highest efficiencies compared to the inverted, in particular owing to a higher Voc, with TQ1 being the most efficient with a power conversion efficiency (PCE) of 1.5% (1000 W m−2, AM1.5 G). For the inverted devices TQ...

  4. Computational Investigation on the Spectroscopic Properties of Thiophene Based Europium β-Diketonate Complexes.

    Science.gov (United States)

    Greco, Claudio; Moro, Giorgio; Bertini, Luca; Biczysko, Malgorzata; Barone, Vincenzo; Cosentino, Ugo

    2014-02-11

    The adiabatic transition energies from the lowest triplet states of four Europium tris β-diketonate/phenantroline complexes have been determined in vacuo and in dicholomethane solution by the ΔSCF approach at the density functional theory level, using the PBE1PBE and the CAM-B3LYP hybrid functionals. The calculated adiabatic transition energies have been compared with the experimental 0-0 transitions of each complex determined from phosphorescence spectra of the corresponding Gd(3+) complexes and followed by direct comparison between simulated and experimental spectra line shapes. For compound 1, the Eu(TTA)3Phen system, triplet states other than the lowest one and conformational isomers other than the one present in the crystallographic structure have been considered. In the crystallographic structure, this compound presents three quasi-degenerate low energy triplet states, differing for the TTA ligand where the two unpaired electrons are localized and showing close adiabatic transition energies. For compound 1, the lowest triplet states of the four investigated conformational isomers show similar characteristics and close adiabatic transition energies. On the basis of these results, an investigation of compounds 2-4 (Eu(Br-TTA)3Phen, Eu(DTDK)3Phen, and Eu(MeT-TTA)3) has been performed by considering only the isomer present in the crystallographic structure and only the lowest triplet state of each compound. For compounds 1-3, the energies of the lowest triplet states calculated by both functionals in solution including zero-point energy corrections well reproduce the experimental trends as well as the values of the adiabatic transition energies: CAM-B3LYP, the best performing functional, provides energies of the lowest triplet state with deviations from experiments lower than 1200 cm(-1). Also, the calculated vibrationally resolved phosphorescence spectra and UV-vis absorptions well reproduce the main features of their experimental counterparts. Significant differences between calculated and experimental results are observed for compound 4, for which difficulties in the experimental determination of the triplet state energy were encountered: our results show that the negligible photoluminescence quantum yield of this compound is due to the fact that the energy of the most stable triplet state is significantly lower than that of the resonance level of the Europium ion, and thus the energy transfer process is prevented. These results confirm the reliability of the adopted computational approach in calculating the energy of the lowest triplet state energy of these systems, a key parameter in the design of new ligands for lanthanide complexes presenting large photoluminescence quantum yields.

  5. Synthesis and Biological Activities of Novel Anthranilic Diamides Analogues Containing Benzo[b]thiophene

    Institute of Scientific and Technical Information of China (English)

    ZHANG Ji-feng; LIU Chen; LIU Peng-fei; YAN Tao; WANG Bao-lei; XIONG Li-xia; LI Zheng-ming

    2013-01-01

    A series of novel anthranilic diamides analogues containing benzo[b]thiophenyl ring was designed and synthesized.Their structures were characterized by melting points,1H nuclear magnetic resonance(1H NMR) and high-resolution mass spectrometry(HRMS).The bioassay tests indicate that their insecticidal activities were weak to moderate.Antibacterial tests indicate that some of the compounds showed favourable activity in vitro against Physalospora piricola,Alternaria solani,Cercospora arachidicola,Gibberella sanbinetti and Phytophthora infestans at a dosage of 50 mg/L.

  6. Effects of oxidation potential and retention time on electrochromic stability of poly (3-hexyl thiophene) films

    Science.gov (United States)

    Kim, Tae-Ho; Hyun Song, Seok; Kim, Hyo-Jae; Oh, Seong-Hyeon; Han, Song-Yi; Kim, Goung; Nah, Yoon-Chae

    2018-06-01

    Herein, we report the effects of applied voltage on the electrochromic (EC) stability of poly(3-hexylthiophene) (P3HT) films during EC reactions. The transmittance difference and cycling stability of these films were monitored to optimize the oxidation voltage, and their chemical compositions were analyzed by X-ray photoelectron spectroscopy after long-term electrochemical cycling. High oxidation voltages increased the color contrast of P3HT films but decreased their cycling stability due to facilitating chemical degradation. Furthermore, at an optimized oxidation voltage, the retention time during potential pulsing was adjusted utilizing the optical memory of P3HT, revealing that the decreased voltage application time reduced power consumption by 9.6% and enhanced EC stability without loss of color contrast.

  7. Synthesis and antioxidant activity study of pyrazoline carrying arylfuran/thiophene moiety

    Directory of Open Access Journals (Sweden)

    Jois Vidyashree H.S.

    2014-01-01

    Full Text Available A novel series of N-acetyl-3-aryl-5-(5-(p/o-nitrophenyl-2-arylfuryl/thienyl substituted pyrazoline (3a-o were synthesized by the reaction of 1-aryl-3-(5-(p/o-nitrophenyl-2-furyl/thienyl-2-propene-1-one with hydrazine hydrate in acetic acid medium. The structures of the newly synthesized compounds were established by IR, 1H NMR, mass spectra and single crystal X-ray study. The synthesized compounds were subjected to antioxidant activity using DPPH scavenging assay. The compounds 3a, 3f, 3h and 3o showed moderate activity.

  8. Control of the molecular density in a chemically adsorbed thiophene system monolayer

    Directory of Open Access Journals (Sweden)

    Tanaka Yosuke

    2013-08-01

    Full Text Available Chemically absorbed monolayers (CAM of thienyl functionalized n-alkyltrichlorosilane 11-(3-thienyl undecyltrichlorosilane (TUTS have been prepared with two methods which are the standard technique (TUTS-STD and the twice adsorption method (TUTS-TAM. The existence of TUTS-CAM was confirmed with water contact angle measurements, calculation of thickness with ellipsometry, fourier transform infrared reflection adsorption spectroscopy (FTIR-RAS. Here are described is the comparison of TUTS-STD and TUTS-TAM characterized by using Electron Spectroscopy for Chemical Analysis (ESCA and ultraviolet visible (UV-vis absorption spectroscopy. TUTS-TAM showed more densely packing than TUTS-STD by these measurements. Moreover, these TUTS-CAM polymerized by chemical oxidative polymerization and UV-Vis absorption spectra was measured to confirm the conjugated bond length of the polymerized thienyl groups. UV-vis spectra of the polymerized TUTS-CAM showed a new broad absorbance band at longer wavelength than 700nm.

  9. 4-Hydroxy-6-methyl-3-[3-(thiophen-2-ylacryloyl]-2H-pyran-2-one

    Directory of Open Access Journals (Sweden)

    Salima Thabti

    2013-04-01

    Full Text Available The title compound, C13H10O4S, crystallizes with two molecules in the asymmetric unit in which the rings make dihedral angles of 3.9 (1 and 6.0 (1°; this planarity is due in part to the presence of an intramolecular O—H...O hydrogen bond, which generates an S(6 ring in each molecule. Both molecules represent E isomers with respect to the central C=C bond. In the crystal, molecules are linked by C—H...O interactions into a three-dimensional network.

  10. Support Effect on the Formation of Catalytic Site Precursors in the Thiophene Hydrodesulfurization

    Czech Academy of Sciences Publication Activity Database

    Kraleva, E.; Spojakina, A.A.; Jirátová, Květa; Petrov, L.

    2006-01-01

    Roč. 110, 3-4 (2006), s. 203-209 ISSN 1011-372X Institutional research plan: CEZ:AV0Z40720504 Keywords : TiO2 and Al2O3 supports * ammonium ironheteropolybdate Subject RIV: CI - Industrial Chemistry, Chemical Engineering Impact factor: 1.772, year: 2006

  11. Enantioselective Allylation of Thiophene-2-carbaldehyde: Formal Total Synthesis of Duloxetine

    Czech Academy of Sciences Publication Activity Database

    Motloch, P.; Valterová, Irena; Kotora, M.

    2014-01-01

    Roč. 356, č. 1 (2014), s. 199-204 ISSN 1615-4150 Grant - others:GA ČR(CZ) GAP207/11/0587 Institutional support: RVO:61388963 Keywords : aldehydes * allylation * Lewis bases * organocatalysis * synthetic methods Subject RIV: CC - Organic Chemistry Impact factor: 5.663, year: 2014

  12. Growth of alkyl-monosubstituted thiophene/phenylene co-oligomer crystals and their device application

    Science.gov (United States)

    Sugahara, Kazuchika; Nakagawa, Takao; Hirase, Ryuji; Katagiri, Toshifumi; Inada, Yuhi; Yamao, Takeshi; Hotta, Shu

    2018-04-01

    We synthesized a novel small-molecule organic semiconductor, which is soluble in organic solvents at room temperature under normal pressure. We demonstrated that its high-quality crystalline films can be directly grown on substrates using various solution techniques such as solution casting, slow evaporation, and edge casting. We applied crystals to FETs with a bottom- or top-contact configuration, revealing that the carrier mobility ranged from ˜10-4 to ˜10-2 cm2 V-1 s-1.

  13. New Thiophene and Flavonoid from Tagetes minuta Leaves Growing in Saudi Arabia

    Directory of Open Access Journals (Sweden)

    Nawal M. Al-Musayeib

    2014-03-01

    Full Text Available Phytochemical investigation of the methanolic extract of Tagetes minuta L. (Asteraceae leaves resulted in the isolation and identification of two new compounds: 5-methyl-2,2',5',2'',5'',2''',5''',2''''-quinquethiophene (1 and quercetagetin-6-O-(6-O-caffeoyl-β-D-glucopyranoside (9, in addition to seven known compounds: quercetin-3,6-dimethyl ether (2, quercetin-3-methyl ether (3, quercetin (4, axillarin-7-O-β-D-glucopyranoside (5, quercetagetin-3,7-dimethoxy-6-O-β-D-glucopyranoside (6, quercetagetin-7-methoxy-6-O-β-D-glucopyranoside (7, and quercetagetin-6-O-β-D-glucopyranoside (8. The compounds were identified by UV, IR, 1D, 2D NMR, and HRESIMS spectral data. They showed significant antioxidant activity, comparable with that of propyl gallate. Compounds 8 and 3 showed weak to moderate antileishmanial and antimalarial activities, with IC50 values of 31.0 μg/mL and 4.37 μg/mL, respectively.

  14. Immobilization of Helicene onto Carbon Substrates through Electropolymerization of [7]Helicenyl-thiophene

    Czech Academy of Sciences Publication Activity Database

    Hrbáč, J.; Storch, Jan; Halouzka, V.; Církva, Vladimír; Matějka, P.; Vacek, J.

    2014-01-01

    Roč. 4, č. 86 (2014), s. 46102-46105 ISSN 2046-2069 R&D Projects: GA TA ČR TA01010646 Grant - others:GA MPO(CZ) FR-TI4/457 Institutional support: RVO:67985858 Keywords : electrochemical characterization * solar cells * polymer electrode Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 3.840, year: 2014

  15. Thiophene-derivatized Fluorescent Benzamides as Possible Probes for Histone Deacetylases

    International Nuclear Information System (INIS)

    Seo, Young Jun

    2013-01-01

    We have synthesized a series of novel fluorescent benzamides inhibitors possessing intrinsic fluorescence properties. Most of these benzamide fluorophores exhibit high quantum yields, making them suitable for use in imaging studies, with colors ranging from blue to green; a couple of them were also water-soluble. Notably, TB1 and TB2 display a high quantum yield and TB1 exhibits high binding affinity to HDAC enzymes. We believe that these new fluorescent benzamide inhibitors might be useful diagnostic tools for in vitro studies of HDACs. Histone deacetylases (HDACs) are crucial gene regulating enzymes that control the expression of histones-epigenetic targets in research related to developing new therapies for cancer, central nervous system disorders, and heart disease. The deacetylation of histones is a vital repression process in transcriptional gene expression; it also affects apoptosis, cell-cycle arrest, and angiogenesis

  16. Thiophene-derivatized Fluorescent Benzamides as Possible Probes for Histone Deacetylases

    Energy Technology Data Exchange (ETDEWEB)

    Seo, Young Jun [Chonbuk National Univ., Jeonju (Korea, Republic of)

    2013-08-15

    We have synthesized a series of novel fluorescent benzamides inhibitors possessing intrinsic fluorescence properties. Most of these benzamide fluorophores exhibit high quantum yields, making them suitable for use in imaging studies, with colors ranging from blue to green; a couple of them were also water-soluble. Notably, TB1 and TB2 display a high quantum yield and TB1 exhibits high binding affinity to HDAC enzymes. We believe that these new fluorescent benzamide inhibitors might be useful diagnostic tools for in vitro studies of HDACs. Histone deacetylases (HDACs) are crucial gene regulating enzymes that control the expression of histones-epigenetic targets in research related to developing new therapies for cancer, central nervous system disorders, and heart disease. The deacetylation of histones is a vital repression process in transcriptional gene expression; it also affects apoptosis, cell-cycle arrest, and angiogenesis.

  17. Atmospheric pressure chemical ionization Fourier transform ion cyclotron resonance mass spectrometry for complex thiophenic mixture analysis

    KAUST Repository

    Hourani, Nadim; Andersson, Jan T.; Mö ller, Isabelle; Amad, Maan H.; Witt, Matthí as; Sarathy, Mani

    2013-01-01

    oil (VGO) and injected using the same method. The samples were analyzed using Fourier transform ion cyclotron resonance mass spectrometry (FTICR MS). RESULTS PASH model analytes were successfully ionized and mainly [M + H]+ ions were produced. The same

  18. New directions in medical biosensors employing poly(3,4-ethylenedioxy thiophene) derivative-based electrodes

    DEFF Research Database (Denmark)

    Rozlosnik, Noemi

    2009-01-01

    production and they are suitable for biosensor applications. Conducting polymer-based electrochemical sensors have shown numerous advantages in a number of areas related to human health, such as the diagnosis of infectious diseases, genetic mutations, drug discovery, forensics and food technology, due...... developed methods associated with the application of PEDOT to diagnostic sensing....

  19. Synthesis and characterization of metallo-supramolecular polymers from thiophene-based unimers bearing pybox ligands

    Czech Academy of Sciences Publication Activity Database

    Hladysh, S.; Václavková, D.; Vrbata, D.; Bondarev, D.; Havlíček, D.; Svoboda, Jan; Zedník, J.; Vohlídal, J.

    2017-01-01

    Roč. 7, č. 18 (2017), s. 10718-10728 ISSN 2046-2069 Institutional support: RVO:61389013 Keywords : metallo-supramolecular polymers * XPS Subject RIV: CD - Macromolecular Chemistry OBOR OECD: Polymer science Impact factor: 3.108, year: 2016

  20. 4-Methoxy-2-{(E-[(thiophen-2-ylmethylimino]methyl}phenol

    Directory of Open Access Journals (Sweden)

    Esen Nur Kantar

    2012-09-01

    Full Text Available The title Schiff base, C13H13NO2S, adopts the phenol–imine tautomeric form and reveals an intramolecular O—H...N hydrogen bond involving the hydroxy group and the imino N atom, forming an S(6 ring. The molecule is highly twisted with respect to the central imine group, which is reflected in the dihedral angle of 67.83 (10° formed by the thienyl and phenol rings. The crystal packing is characterized by weak C—H...O and C—H...π interactions.

  1. N1-(Benzo[b]thiophen-3-ylmethylidene-N2-(2-((2-((2-(benzo[b]thiophen-3-ylmethylideneaminoethylaminoethylaminoethylethane-1,2-diamine

    Directory of Open Access Journals (Sweden)

    Carlos Lodeiro

    2012-08-01

    Full Text Available A novel probe L has been synthesized by classical Schiff-base reaction between 1-benzothiophene-3-carbaldehyde and tetraethylenepentamine as diamine. The structure of compound L was confirmed by melting point, elemental analysis, ESI-MS spectrometry, IR and 13C-NMR and 1H-NMR spectroscopy.

  2. New copolymers with thieno[3,2-b]thiophene or dithieno[3,2-b:2',3'-d]thiophene units possessing electron-withdrawing 4-cyanophenyl groups: synthesis and photophysical, electrochemical, and electroluminescent properties

    Czech Academy of Sciences Publication Activity Database

    Výprachtický, Drahomír; Demirtas, I.; Dzhabarov, Vagif; Pokorná, Veronika; Ertas, E.; Ozturk, T.; Cimrová, Věra

    2017-01-01

    Roč. 55, č. 16 (2017), s. 2629-2638 ISSN 0887-624X R&D Projects: GA ČR(CZ) GA13-26542S Institutional support: RVO:61389013 Keywords : conjugated polymers * electrochemistry * electroluminescence Subject RIV: BM - Solid Matter Physics ; Magnetism OBOR OECD: Condensed matter physics (including formerly solid state physics, supercond.) Impact factor: 2.952, year: 2016

  3. Synthesis and prospective study of the use of thiophene thiosemicarbazones as signalling scaffolding for the recognition of anions

    OpenAIRE

    Raposo, M. Manuela M.; García-Acosta, Beatriz; Ábalos, Tatiana; Calero, P.; Martínez-Máñez, Ramón; Ros-Lis, José Vicente; Soto, Juan

    2010-01-01

    A family of phenyl-thiosemicarbazone dyes have been prepared and their interactions with anions monitorized via UV-Vis, fluorescence and 1H NMR titrations. Additionally quantum chemical calculations and electrochemical studies completed the studies carried out. The phenyl-thiosemicarbazone dyes show a modulation of their hydrogen-bonding and electron-donating capabilities as a function of the chemical groups attached and display two different chromo-fluorogenic responses towards anions in ace...

  4. CCDC 1025419: Experimental Crystal Structure Determination : bisthieno[3,2-b:2',3'-d]thiophene

    KAUST Repository

    Castañ eda, Raú l; Khrustalev, Victor N.; Fonari, Alexandr; Bredas, Jean-Luc; Getmanenko, Yulia A.; Timofeeva, Tatiana V.

    2015-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  5. Arrays of Ag and Au nanoparticles with terpyridine- and thiophene-based ligands: morphology and optical responses

    Czech Academy of Sciences Publication Activity Database

    Prusková, M.; Sutrová, V.; Šlouf, Miroslav; Vlčková, B.; Vohlídal, J.; Šloufová, I.

    2017-01-01

    Roč. 33, č. 17 (2017), s. 4146-4156 ISSN 0743-7463 R&D Projects: GA ČR(CZ) GAP108/12/1143 Institutional support: RVO:61389013 Keywords : nanocomposite monolayers * self-assembly * Ag and Au arrays Subject RIV: CD - Macromolecular Chemistry OBOR OECD: Polymer science Impact factor: 3.833, year: 2016

  6. Synthesis and anti-tubercular activity of 3-substituted benzo[b]thiophene-1,1-dioxides

    Directory of Open Access Journals (Sweden)

    N. Susantha Chandrasekera

    2014-10-01

    Full Text Available We demonstrated that the 3-substituted benzothiophene-1,1-dioxide class of compounds are effective inhibitors of Mycobacterium tuberculosis growth under aerobic conditions. We examined substitution at the C-3 position of the benzothiophene-1,1-dioxide series systematically to delineate structure–activity relationships influencing potency and cytotoxicity. Compounds were tested for inhibitory activity against virulent M. tuberculosis and eukaryotic cells. The tetrazole substituent was most potent, with a minimum inhibitory concentration (MIC of 2.6 µM. However, cytotoxicity was noted with even more potency (Vero cell TC50 = 0.1 µM. Oxadiazoles had good anti-tubercular activity (MICs of 3–8 µM, but imidazoles, thiadiazoles and thiazoles had little activity. Cytotoxicity did not track with anti-tubercular activity, suggesting different targets or mode of action between bacterial and eukaryotic cells. However, we were unable to derive analogs without cytotoxicity; all compounds synthesized were cytotoxic (TC50 of 0.1–5 µM. We conclude that cytotoxicity is a liability in this series precluding it from further development. However, the series has potent anti-tubercular activity and future efforts towards identifying the mode of action could result in the identification of novel drug targets.

  7. Regio-Regular Oligo and Poly(3-hexyl thiophene): Precise Structural Markers from the Vibrational Spectra of Oligomer Single Crystals.

    KAUST Repository

    Brambilla, Luigi; Tommasini, Matteo; Botiz, Ioan; Rahimi, Khosrow; Agumba, John O.; Stingelin, Natalie; Zerbi, Giuseppe

    2014-01-01

    , namely, amorphous, semicrystalline, polycrystalline and single crystal. We have based our analysis on the spectra of the (3HT)8 single crystal (whose structure has been determined by selected area electron diffraction) taken as reference

  8. TUNING OF THE LUMINESCENCE IN MULTIBLOCK ALTERNATING COPOLYMERS .1. SYNTHESIS AND SPECTROSCOPY OF POLY[(SILANYLENE)THIOPHENE]S

    NARCIS (Netherlands)

    Herrema, J.K; Hutten, P.F.van; Gill, R.E; Wildeman, J.; Wieringa, R.H; Hadziioannou, G

    1995-01-01

    Synthetic routes to alternating copolymers consisting of oligosilylene blocks and oligothiophene blocks (T-x; x = 1, 2, 3, 4, or 6 rings) are presented. Solubility requirements for obtaining acceptable molecular weights and, eventually, for film formation are met by the introduction of butyl groups

  9. Synthesis, characterization, and reactivity of furan- and thiophene-functionalized bis(n-heterocyclic carbene) complexes of iron(II)

    KAUST Repository

    Rieb, Julia; Raba, Andreas; Haslinger, Stefan; Kaspar, Manuel; Pö thig, Alexander; Cokoja, Mirza; Basset, Jean-Marie; Kü hn, Fritz

    2014-01-01

    The synthesis of iron(II) complexes bearing new heteroatom-functionalized methylene-bridged bis(N-heterocyclic carbene) ligands is reported. All complexes are characterized by single-crystal X-ray diffraction (SC-XRD), nuclear magnetic resonance

  10. Microwave Assisted Synthesis of Some New Fused 1,2,4-Triazines Bearing Thiophene Moieties With Expected Pharmacological Activity

    Directory of Open Access Journals (Sweden)

    Mosselhi A. Mosselhi

    2011-06-01

    Full Text Available Rapid and efficient solvent-free synthesis of 4-amino-3-mercapto-6-[2-(2-thienylvinyl]-1,2,4-triazin-5(4H-one 1 under microwave irradiation is described. Some new fused heterobicyclic nitrogen systems such as 1,2,4-triazino[3,4-b][1,3,4]thiadiazinones, 1,3,4-thiadiazolo[2,3-c][1,2,4]triazinone and pyrazolo[5,1-c]-[1,2,4]triazine-7-carbonitrile, have been synthesized by treatment of 1 with bifunctional oxygen and halogen compounds, CS2/KOH and malononitrile via heterocyclization reactions, in addition to some uncondensed triazines. Structures of the products have been deduced from their elemental analysis and spectral data (IR, 1H-NMR, 13C-NMR. Select new synthesized compounds were screened as anticancer agents, with some showing activity as cytotoxic agents against different cancer cell lines.

  11. Regio-Regular Oligo and Poly(3-hexyl thiophene): Precise Structural Markers from the Vibrational Spectra of Oligomer Single Crystals.

    KAUST Repository

    Brambilla, Luigi

    2014-10-14

    © 2014 American Chemical Society. In this work, we report a comparative analysis of the infrared and Raman spectra of octa(3-hexylthiophene) (3HT)8, trideca(3-hexylthiophene) (3HT)13, and poly(3-hexylthiophene) P3HT recorded in various phases, namely, amorphous, semicrystalline, polycrystalline and single crystal. We have based our analysis on the spectra of the (3HT)8 single crystal (whose structure has been determined by selected area electron diffraction) taken as reference and on the results of DFT calculations and molecular vibrational dynamics. New and precise spectroscopic markers of the molecular structures show the existence of three phases, namely: hairy (phase 1), ordered (phase 2), and disordered/amorphous (phase 3). Conceptually, the identified markers can be used for the molecular structure analysis of other similar systems.

  12. The effect of Co-promotion on MoS2 catalysts for hydrodesulfurization of thiophene: A density functional study

    DEFF Research Database (Denmark)

    Moses, Poul Georg; Hinnemann, Berit; Topsøe, Henrik

    2009-01-01

    to proceed. We find that Co-promotion decreases the barrier of hydrogenation reactions and active site regeneration but increases the barrier of C–S-scission reactions. The net result of Co promotion is found to be an increase in the hydrogenation activity and also of the relative importance of the DDS...

  13. Plasmonic screening effect of gold nanoparticles array on light absorption in poly(3-hexyl)thiophene thin film

    Czech Academy of Sciences Publication Activity Database

    Rais, David; Menšík, Miroslav; Paruzel, Bartosz; Šeděnková, Ivana; Pfleger, Jiří

    2018-01-01

    Roč. 18, č. 2 (2018), s. 1164-1168 ISSN 1533-4880 R&D Projects: GA MŠk(CZ) LO1507; GA ČR(CZ) GA17-03984S; GA MŠk(CZ) LTC17029 EU Projects: European Commission(XE) MPNS COST Action MP1406 Institutional support: RVO:61389013 Keywords : localized surface plasmon * near-field optics * organic semiconductor Subject RIV: CD - Macromolecular Chemistry OBOR OECD: Polymer science Impact factor: 1.483, year: 2016

  14. Crystal structure of ethyl (E-2-cyano-3-(thiophen-2-ylacrylate: two conformers forming a discrete disorder

    Directory of Open Access Journals (Sweden)

    Brian Castro Agudelo

    2017-09-01

    Full Text Available In the title compound, C10H9NO2S, all the non-H atoms, except for the ethyl fragment, lie nearly in the same plane. Despite the molecular planarity, the ethyl fragment presents more than one conformation, giving rise to a discrete disorder, which was modelled with two different crystallographic sites for the ethoxy O and ethoxy α-C atoms, with occupancy values of 0.5. In the crystal, the three-dimensional array is mainly directed by C—H...(O,N interactions, giving rise to inversion dimers with R22(10 and R22(14 motifs and infinite chains running along the [100] direction.

  15. Singlet fission in thin films of metallo-supramolecular polymers with ditopic thiophene-bridged terpyridine ligands

    Czech Academy of Sciences Publication Activity Database

    Rais, David; Pfleger, Jiří; Menšík, Miroslav; Zhigunov, Alexander; Štenclová, P.; Svoboda, Jan; Vohlídal, J.

    2017-01-01

    Roč. 5, č. 32 (2017), s. 8041-8051 ISSN 2050-7526 R&D Projects: GA ČR(CZ) GAP108/12/1143; GA MŠk(CZ) LD14011; GA MŠk(CZ) LO1507 Grant - others:European Commission(XE) COST Action MP1202 HINT Institutional support: RVO:61389013 Keywords : triplet exciton * excimer * zinc Subject RIV: CD - Macromolecular Chemistry OBOR OECD: Polymer science Impact factor: 5.256, year: 2016

  16. Thiophene Rings Improve the Device Performance of Conjugated Polymers in Polymer Solar Cells with Thick Active Layers

    NARCIS (Netherlands)

    Duan, C.; Gao, K.; Colberts, F. J. M.; Liu, F.; Meskers, S. C. J.; Wienk, M. M.; Janssen, R. A. J.

    2017-01-01

    Developing novel materials that tolerate thickness variations of the active layer is critical to further enhance the efficiency of polymer solar cells and enable large-scale manufacturing. Presently, only a few polymers afford high efficiencies at active layer thickness exceeding 200 nm and

  17. Method of obtaining concentrated preparations of Cl{sup 36} and Br{sup 82} by recoil nuclei under exposure to high-density neutron fields; Preparation de composes du chlore-36 et du brome-82 de haute activite specifique, par exposition de noyaux de recul a des champs neutroniques intenses; Poluchenie kontsentrirovannykh preparatov Cl{sup 36} i Br{sup 82} metodom yader otdachi pri obluchenii v nejtronnykh polyakh vysokoj plotnosti; Obtencion de compuestos de cloro-36 y de bromo-82 de alta actividad especifica por retroceso de nucleos en campos neutronicos intensos

    Energy Technology Data Exchange (ETDEWEB)

    Kurchatova, L N; Kurchatov, B V

    1962-01-15

    The classical Szilard-Chalmers method for obtaining concentrated radioactive preparations is usually considered rather ineffective when large integral neutron fluxes are used, because of the considerable disintegration of the compound under irradiation. The authors found compounds of bromine and chlorine with carbon which made it possible to enrich considerably the chlorine and bromine in radioisotopes by means of recoil nuclei during exposure to neutron fluxes of the order of 10{sup 13} n/cm{sup 2}s. These compounds correspond to the formula C{sub n}X, where X = Cl or Br, and n = 10-20 for chlorine compounds and 25-70 for bromine compounds. They are fairly stable thermally and chemically. The compound C{sub 30} Br withstands heat up to 300{sup o}C in an argon atmosphere without detachment of bromine; it disintegrates completely at a temperature of 600{sup o}C. It is practically unaffected by reducing agents in aqueous sofution. The chlorine and carbon compounds are about as stable as the bromine and carbon compounds. Only strong reducing agents (e.g. solution of the sulphate CrSO{sub 4}) slowly detach the chlorine from the compounds of chlorine and activated carbon at room temperature. Enrichment of bromine in Br{sup 82} with these bromine and carbon compounds goes up 50-500 times in integral fluxes of the order of 5 X 10{sup 17} n/cm{sup 2}. The specific activity of the concentration fluctuates between 6 and 35 mc/mg of bromine, and will probably be raised by improvement of the method. The structure of the compound ensures a good extraction of radioactive bromine (up to 75%) by a very simple technique. The carbon + chlorine iron + chlorine system proved the most effective for obtaining concentrated chlorine-36. By this system an enrichment factor of 6-20 was obtained, with a specific activity of the concentrate of 230-55 {mu}c/g chlorine. The concentration effect when these chlorine and bromine compounds are exposed to neutrons is the cumulative result of a number of processes: formation of radioactive chlorine atoms, radiolytic detachment of the halide, diffusion of the products in the carbon lattice, their absorption on the surface, and their recombination at various centres. Many factors, such as the ultramicroscopio structure; the nature of the new compounds, related in type to the surface compounds; the presence on the carbon surface of centres with a continuous sorption energy spectrum; the probable formation, through carbon irradiation, of various stationary recombination centres, and others, constitute an extraordinary variety of conditions for the formation and interaction of irradiation products with the carbon skeleton and surface. Therefore these systems open the way to a wide range of experiments to select the ideal conditions for enrichment. (author) [French] D'une maniere generale, la methode classique de Szilard-Chalmers pour l'obtention de preparations radioactives concentrees est consideree comme peu efficace lorsqu'on utilise d'importants flux integraux de neutrons, en raison de la 'desintegration considerable du compose sous l'effet des rayonnements. Les auteurs ont trouve des composes de brome et de chlore avec du carbone, qui permettent d'enrichir considerablement le chlore et le brome en radioisotopes par exposition de noyaux de recul a. des flux neutroniques de l'ordre de 10{sup 13} n/cm{sup 2} s. Ces composes repondent a la formule C{sub n}X, X etant du Cl ou du Br et n = 10 a 20 pour les composes du chlore, et 25 a 70 pour les composes du brome. Ces composes sont suffisamment stables aux points de vue thermique et chimique. Le compose C30 Br supporte un echauffement allant jusqu'a 300{sup o}C dans une atmosphere d'argon sans que le brome s'en separe; il se decompose completement a une temperature de 600{sup o}C. Il resiste pratiquement a l'action des reducteurs en solution aqueuse. Les composes de chlore et de carbone sont a peu pres aussi stables que ceux de brome et de carbone. A la temperature ambiante, seuls des reducteurs puissants (CrSO{sub 4} en solution, par exemple) separent le chlore lentement du compose chlore-carbone active. L'enrichissement du brome en isotope {sup 82}Br, au moyen des composes brome carbone indiques, est de 50 a 500 pour des flux integraux de l'ordre de 5.10{sup 17} n/cm{sup 2}. L'activite specifique du concentre, qui varie entre 6 et 35 mc/mg de brome, peut sans doute etre augmentee par une amelioration de la methode. La structure du compose assure une bonne extraction du brome radioactif (jusqu'a 75%) par une methode tres simple. Pour l'obtention d'un concentre de chlore-36, le systeme suivant semble etre le plus efficace : carbone + chlorure de fer + chlore. Ce systeme a permis d'obtenir un taux d'enrichissement de 6 a 20 pour un concentre ayant une activite specifique de 230-55 {mu}c/g de chlore. L'effet de concentration qui s'obtient lorsque les composes susmentionnes du chlore et du brome sont irradies par des neutrons ont le resultat cumulatif de toute une serie d'operations: formation d'atomes de chlore radioactifs, separation radiolytique des halogenures, diffusion des produits obtenus dans le reseau du carbone, sorption de ces produits a la surface et reoombinaison en divers centres. De multiples facteurs - structure ultramicroscopique; nature des nouveaux composes, qui relevent du type des composes superficiels; presence a la surface du carbone de centres comportant un spectre ininterrompu d'energie de sorption ; formation probable, par l'irradiation du carbone, de divers centres de recombinaison immobiles, etc. - determinent l'extraordinaire variete des conditions de formation et de l'interaction entre les produits de l'irradiation et le squelette du carbone et sa surface. C'est pourquoi les systemes utilises donnent la possibilite de faire varier les essais dans une large mesure pour determiner les conditions d'enrichissement optima. (author) [Spanish] El metodo clasico de Szilard-Chalmers para obtener preparados radiactivos concentrados suele considerarse poco eficaz cuando se utilizan intensidades elevadas de flujo integrado de neutrones, debido al alto grado de descomposicion de la sustancia irradiada. Los autores han encontrado compuestos de carbono que contienen bromo o cloro y que permiten enriquecer considerablemente estos elementos en sus isotopos radiactivos por efecto de retroceso durante la exposicion a flujos neutronieos del orden de 10{sup 13} n/cm{sup 2} s. Estos compuestos responden a la formula C{sub n}X, en la que X = Cl o Br, y n = 10-20 para los compuestos clorados, y 25-70 para los compuestos del bromo. Son bastante estables termica y quimicamente. Los compuestos de formula C{sub 30}Br soportan temperaturas de hasta 300{sup o} C en una atmosfera de argon, sin desprendimiento de bromo ; se descomponen por completo a 600{sup o} C. Las soluciones acuosas de agentes reductores los dejan practicamente inalterados. Los compuestos de cloro y carbono son casi tan estables como los de bromo y carbono. Solo los agentes reductores muy energicos (por ejemplo, una solucion sulfurosa de CrSO{sub 4}) separan lentamente el cloro a temperatura ambiente. El enriquecimiento del bromo en su isotopo {sup 82}Br utilizando estos compuestos de bromo y carbono aumenta de 50 a 500 veces en flujos integrados del orden de 5 x 10{sup 17} n/cm2. La actividad especifica del concentrado oscila entre 6 y 35 mc/mg de bromo y, probablemente, podria aumentarse perfeccionando el metodo. La estructura del compuesto permite aislar con buen rendimiento hasta el 75 por ciento del bromo radiactivo recurriendo a una tecnica muy sencilla. Se ha demostrado que el sistema carbono-cloruro de hierro-cloro es el mas eficaz para obtener cloro-36 en forma concentrada. Este sistema hizo posible aumentar de 6 a 20 veces el enriquecimiento, siendo la actividad especifica del concentrado de 230-255 {mu}c/g de cloro. El efecto de concentracion cuando se irradian con neutrones los compuestos clorados y bromados es el resultado de la superposicion de toda una serie de procesos : formacion de atomos de cloro radiactivo, separacion radiolitica del haluro, difusion de los productos obtenidos en la red cristalina del carbono, su sorcion en la superficie y su recombinacion en distintos centros. La extraordinaria variedad de condiciones en que se forman e interaccionan los productos de irradiacion con el esqueleto carbonico y su superficie depende de un gran numero de factores, a saber : la estructura ultramicroscopica, la naturaleza de los nuevos compuestos, que estan relacionados con el tipo de compuestos superficiales, la existencia en la superficie del carbono de centros con un espectro continuo de energia de sorcion, la probable formacion de diversos centros estacionarios de recombinacion por irradiacion del carbono, etc. Por ello, las tecnicas utilizadas ofrecen la posibilidad de realizar una gran variedad de experimentos a fin de establecer las condiciones optimas de enriquecimiento. (author) [Russian] Klassicheskij metod polucheniya kontsentrirovannykh radioaktivnykh preparatov Stsilarda-CHalmersa obychno rassmatrivaetsya kak malo ehffektivnyj pri ispol'zovanii bol'shikh integral'nykh potokov nejtronov iz-za znachitel'nogo razlozheniya obluchaemogo soedineniya pod dejstviem radiatsii. Avtorami najdeny soedineniya broma i khlora s uglerodom, pozvolyayushchie poluchat' sushchestvennoe obogashchenie radioaktivnymi izotopami khlora i broma metodom yader otdachi pri obluchenii v nejtronnykh potokakh poryadka 10{sup 13} nejtr./sek-cm{sup 2}. EHti soedineniya otvechayut formule C{sub n}X, gde X-Cl ili Br, N = 10 + 20 dlya soedineniya khlora i 25 + 70 -dlya soedinenij broma. Oni dostatochno ustojchivy termicheski i khimicheski. Soedinenie sostava C{sub 30}Br vyderzhivaet nagrevanie do 300{sup o}C v atmosfere argona bez otshchepleniya broma; ono razlagaetsya polnost'yu pri temperature 600{sup o}C. Ukazannoe soedinenie broma s uglerodom prakticheski ustojchivo k vozdejstviyu vodnykh rastvorov umerennykh vosstanovitelej. Soedineniya khlora s uglem po ustojchivosti blizki k soedineniyam broma s uglem. Tol'ko sil'nye vosstanoviteli (sernokislyj rastvor CrSO{sub 4}) medlenno otshcheplyayut khlor pri komnatnoj temperature iz soedinenij khlora s aktivirovannym uglem. Obogashchenie broma izotopom Br{sup 82} pri ispol'zovanii ukazannykh soedinenij broma s uglem dostigaet 50+500-kratnogo pri integral'nykh potokakh poryadka 5.10{sup 17} nejtr./cm{sup 2}. Udel'naya aktivnost' kontsentrata kolebletsya ot 6 do 35 mkyuri/mg broma i, veroyatno, mozhet byt' povyshena pri dal'nejshej otrabotke metoda. Struktura soedineniya obespechivaet khoroshee izvlechenie radioaktivnogo broma (do 75%) pri prostejshikh tekhnologicheskikh operatsiyakh. Dlya poluteniya kontsentrata khlora-36 naibolee ehffektivnoj okazalas' sistema uglerod + khlornoe zhelezo + khlor. Na ehtoj sisteme poluchen koehffitsient obogashcheniya ot 6 do 20-kratnogo pri udel'noj aktivnosti kontsentrata 230-55 mikrokyuri/g khlora. EHffekt kontsentrirovaniya pri obluchenii nejtronami ukazannykh soedinenij khlora i broma yavlyaetsya rezul'tatom nalozheniya tselogo ryada protsessov: obrazovaniya radioaktivnykh atomov khlora, radioliticheskogo otshchepleniya galoida, diffuzii poluchennykh produktov v reshetke ugleroda, sorbtsii ikh na poverkhnosti i rekombinatsii na razlichnykh tsentrakh. Mnogochislennye faktory - ul'tramikroskopicheskaya struktura, priroda novykh soedinenij, otnosyashchikhsya k tipu poverkhnostnykh soedinenij, nalichie na poverkhnosti uglya tsentrov s nepreryvnym spektrom ehnergii sorbtsii, veroyatnoe obrazovanie pri obluchenii uglya razlichnykh nepodvizhnykh tsentrov rekombinatsii i dr., - obuslavlivayut chrezvychajnoe raznoobrazie uslovij obrazovaniya i vzaimodejstviya produktov oblucheniya s uglerodnym skeletom i ego poverkhnost'yu. Poehtomu ispol'zovannye sistemy predstavlyayut vozmozhnost' shirokoj variatsii opytov dlya podbora optimal'nykh uslovij obogashcheniya. (author)

  18. Design of Amperometric Biosensors for the Detection of Glucose Prepared by Immobilization of Glucose Oxidase on Conducting (PolyThiophene Films

    Directory of Open Access Journals (Sweden)

    Maria Pilo

    2018-01-01

    Full Text Available Enzyme-based sensors have emerged as important analytical tools with application in diverse fields, and biosensors for the detection of glucose using the enzyme glucose oxidase have been widely investigated. In this work, the preparation of biosensors by electrochemical polymerization of (polythiophenes, namely 2,2′-bithiophene (2,2′-BT and 4,4′-bis(2-methyl-3-butyn-2-ol-2,2′-bithiophene (4,4′-bBT, followed by immobilization of glucose oxidase on the films, is described. N-cyclohexyl-N′-(2-morpholinoethylcarbodiimide metho-p-toluenesulfonate (CMC was used as a condensing agent, and p-benzoquinone (BQ was used as a redox mediator in solution. The glucose oxidase electrodes with films of 2,2′-BT and 4,4′-bBT were then tested for their ability in detecting glucose from synthetic and real samples (pear, apricot, and peach fruit juices.

  19. Pervaporative desulfurization of gasoline – separation of thiophene/n-heptane mixture / Perwaporacyjne odsiarczanie benzyny – separacja mieszanin tiofen/n-heptan

    Directory of Open Access Journals (Sweden)

    Rychlewska Katarzyna

    2015-06-01

    Full Text Available W pracy zaprezentowano dotychczasowe osiągnięcia w perwaporacyjnym odsiarczaniu benzyny krakingowej. Przedstawiono kryteria wstępnego doboru materiału warstwy aktywnej membran. Omówiono ponadto wpływ typowych węglowodorów oraz związków siarkoorganicznych obecnych w benzynie krakingowej na selektywność i właściwości transportowe membran jak również wpływ parametrów procesowych (temperatury nadawy, ciśnienia po stronie permeatu oraz szybkości przepływu nadawy na efektywność procesu perwaporacyjnego odsiarczania. W pracy przedstawiono możliwość zastosowania komercyjnych membran kompozytowych z warstwą aktywną wykonaną z poli(dimetylosiloksanu (PDMS w procesie perwaporacyjnego odsiarczania benzyny pochodzącej z fluidalnego krakingu katalitycznego (FCC. Określono wpływ stężenia organicznych związków siarki na efektywność ich usuwania z organicznych mieszanin tiofen/n-heptan metodą perwaporacji próżniowej.

  20. High Performance Ambipolar Diketopyrrolopyrrole-Thieno[3,2-b]thiophene Copolymer Field-Effect Transistors with Balanced Hole and Electron Mobilities

    DEFF Research Database (Denmark)

    Chen, Zhuoying; Lee, Mi Jung; Ashraf, Raja Shahid

    2012-01-01

    Ambipolar OFETs with balanced hole and electron field-effect mobilities both exceeding 1 cm2 V−1 s−1 are achieved based on a single-solution-processed conjugated polymer, DPPT-TT, upon careful optimization of the device architecture, charge injection, and polymer processing. Such high-performance...

  1. Mixed-Stack Architecture and Solvatomorphism of Trimeric Perfluoro-ortho-Phenylene Mercury complexes with Dithieno[3,2-b:2',3'-d]thiophene

    KAUST Repository

    Castañ eda, Raú l; Khrustalev, Victor N.; Fonari, Alexandr; Bredas, Jean-Luc; Getmanenko, Yulia A.; Timofeeva, Tatiana V.

    2015-01-01

    :1 donor-acceptor ratio and different solvent molecules in the solid state (dichloromethane (2) and dichloroethane (3)) have been obtained and characterized by experimental methods (FT-IR spectroscopy, differential thermogravimetric analysis, and X

  2. Three-Dimensional Packing Structure and Electronic Properties of Biaxially Oriented Poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2- b ]thiophene) Films

    KAUST Repository

    Cho, Eunkyung; Risko, Chad; Kim, Dongwook; Gysel, Roman; Cates Miller, Nichole; Breiby, Dag W.; McGehee, Michael D.; Toney, Michael F.; Kline, R. Joseph; Bredas, Jean-Luc

    2012-01-01

    We use a systematic approach that combines experimental X-ray diffraction (XRD) and computational modeling based on molecular mechanics and two-dimensional XRD simulations to develop a detailed model of the molecular-scale packing structure of poly

  3. Synthesis of Isothianaphthene (ITN and 3,4-Ethylenedioxy-Thiophene (EDOT-Based Low-Bandgap Liquid Crystalline Conjugated Polymers

    Directory of Open Access Journals (Sweden)

    Hiromasa Goto

    2013-05-01

    Full Text Available Copolymers, consisting of isothianaphthene and phenylene derivatives with liquid crystal groups, were synthesized via Migita-Kosugi-Stille polycondensation reaction. IR absorption, UV-vis optical absorption, and PL spectroscopy measurements were carried out. Thermotropic liquid crystallinity of the polymers with bandgap of ~2.5 eV was confirmed.

  4. Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility

    KAUST Repository

    Fallon, Kealan J.

    2016-10-18

    Herein, we present the synthesis and characterization of four conjugated polymers containing a novel chromophore for organic electronics based on an indigoid structure. These polymers exhibit extremely small band gaps of ∼1.2 eV, impressive crystallinity, and extremely high n-type mobility exceeding 3 cm V s. The n-type charge carrier mobility can be correlated with the remarkably high crystallinity along the polymer backbone having a correlation length in excess of 20 nm. Theoretical analysis reveals that the novel polymers have highly rigid nonplanar geometries demonstrating that backbone planarity is not a prerequisite for either narrow band gap materials or ultrahigh mobilities. Furthermore, the variation in backbone crystallinity is dependent on the choice of comonomer. OPV device efficiencies up to 4.1% and charge photogeneration up to 1000 nm are demonstrated, highlighting the potential of this novel chromophore class in high-performance organic electronics.

  5. Metal-Induced Thiophene Ring Opening and CC Bond Formation To Produce Unique Hexa-1,3,5-trienediyl-Coupled Non-Innocent Ligand Chelates

    Czech Academy of Sciences Publication Activity Database

    Ehret, F.; Bubrin, M.; Záliš, Stanislav; Priego, J. L.; Jiménez-Aparicio, R.; Kaim, W.

    2015-01-01

    Roč. 21, č. 43 (2015), s. 15163-15166 ISSN 1521-3765 R&D Projects: GA MŠk LD14129 Grant - others:COST(XE) CM1202 Institutional support: RVO:61388955 Keywords : mixed valence * non-innosent ligand * ruthenium Subject RIV: CF - Physical ; Theoretical Chemistry

  6. CCDC 1004905: Experimental Crystal Structure Determination : 5,11-Dimesitylindeno[2,1-b]indeno[1',2':4,5]thieno[2,3-d]thiophene

    KAUST Repository

    Shi, Xueliang; Burrezo, Paula Mayorga; Lee, Sangsu; Zhang, Wenhua; Zheng, Bin; Dai, Gaole; Chang, Jingjing; Navarrete, Juan T. Ló pez; Huang, Kuo-Wei; Kim, Dongho; Casado, Juan; Chi, Chunyan

    2014-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  7. Simultaneous Increase in Open-Circuit Voltage and Efficiency of Fullerene-Free Solar Cells through Chlorinated Thieno[3,4- b ]thiophene Polymer Donor

    Energy Technology Data Exchange (ETDEWEB)

    Wang, Huan [Department; Chao, Pengjie [Department; Chen, Hui [Department; Mu, Zhao [Department; Chen, Wei [Materials; Institute; He, Feng [Department

    2017-08-09

    The chlorinated polymer, PBTCl, has been found to be an efficient donor in nonfullerene polymer solar cells (PSCs), which showed a blue-shifted absorbance compared to that of its fluorine analogue (PTB7-th) and resulted in more complementary light absorption with a nonfullerene acceptor, such as ITIC. Meanwhile, chlorine substitution lowered the HOMO level of PBTCl, which increased the open-circuit voltage of the corresponding polymer-based devices. The 2D GIWAXS analysis illustrated that the PBTCl/ITIC blend film exhibited a “face-on” orientation and scattering features of both PBTCl and ITIC, suggesting that the blend of PBTCl and ITIC was phase-separated and formed individual crystalline domains of the donor and acceptor, which promoted charge transfer in the bicontinuous film and eventually elevated the solar energy conversion efficiency. The PBTCl-based nonfullerene PSC exhibited a maximum PCE of 7.57% with a Voc of 0.91 V, which was an approximately 13% increasing in the PCE compared to that of the fluorine-analogue-based device.

  8. Synthesis, In-Vitro Antibacterial, Antifungal, and Molecular Modeling of Potent Anti-Microbial Agents with a Combined Pyrazole and Thiophene Pharmacophore

    Directory of Open Access Journals (Sweden)

    Yahia Nasser Mabkhot

    2015-05-01

    Full Text Available Ethyl 5-acetyl-4-methyl-2-(phenylaminothiophene-3-carboxylate (2 and there derivatives 3a–c, 4, 6a–c and 9a–f were synthesized. The structure of compound 2 was deduced by 1H-NMR, 13C-NMR, FT-IR, MS, microanalysis, and single-crystal X-ray crystallography. The compound crystallized in the monoclinic system, with space group P21/c and cell coordinates a = 8.5752(16 Å, b = 21.046(4 Å, c = 8.2941(12 Å, β = 101.131(6°, V = 1468.7(4 Å3, and Z = 4. Compounds 2, 3a–c, 4, 5a–c and 9a–f were subjected into in vitro antimicrobial activity tests. Compounds 3a and 3c were more potent than standard drug amphotericin B, showing MIC values of 23.8 ± 0.42 and 24.3 ± 0.68, respectively, against Aspergillus fumigatus while the standard drug MIC was 23.7 ± 0.1. Compound 3c was also more potent (MIC 24.8 ± 0.64 than the standard drug amphotericin B (MIC 19.7 ± 0.2 against Syncephalastrum racemosum. Compounds 4 and 9f also showed promising anti-microbial activity. Molecular modeling was performed for the most active compounds.

  9. Scattering Study of Conductive-Dielectric Nano/Micro-Grained Single Crystals Based on Poly(ethylene glycol, Poly(3-hexyl thiophene and Polyaniline

    Directory of Open Access Journals (Sweden)

    Samira Agbolaghi

    2017-12-01

    Full Text Available Two types of rod-coil block copolymers including poly(3-hexylthiophene-block-poly(ethylene glycol (P3HT-b-PEG and PEG-block-polyaniline (PANI were synthesized using Grignard metathesis polymerization, Suzuki coupling, and interfacial polymerization. Afterward, two types of single crystals were grown by self-seeding methodology to investigate the coily and rod blocks in grafted brushes and ordered crystalline configurations. The conductive P3HT fibrillar single crystals covered by the dielectric coily PEG oligomers were grown from toluene, xylene, and anisole, and characterized by atomic force microscopy (AFM and grazing wide angle X-ray scattering (GIWAXS. Longer P3HT backbones resulted in folding, whereas shorter ones had a high tendency towards backbone lamination. The effective factors on folding of long P3HT backbones in the single crystal structures were the solvent quality and crystallization temperature. Better solvents due to decelerating the growth condition led to a higher number of foldings. Via increasing the crystallization temperature, the system decreased the folding number to maintain its stability. Poorer solvents also reflected a higher stacking in hexyl side chain and π-π stacking directions. The dielectric lamellar PEG single crystals sandwiched between the PANI nanorods were grown from amyl acetate, and analyzed using the interface distribution function (IDF of SAXS and AFM. The molecular weights of PANI and PEG blocks and crystallization temperature were focused while studying the grown single crystals.

  10. Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility

    KAUST Repository

    Fallon, Kealan J.; Wijeyasinghe, Nilushi; Manley, Eric F.; Dimitrov, Stoichko D.; Yousaf, Syeda A.; Ashraf, Raja S.; Duffy, Warren; Guilbert, Anne A. Y.; Freeman, David M. E.; Al-Hashimi, Mohammed; Nelson, Jenny; Durrant, James R.; Chen, Lin X.; McCulloch, Iain; Marks, Tobin J.; Clarke, Tracey M.; Anthopoulos, Thomas D.; Bronstein, Hugo

    2016-01-01

    Herein, we present the synthesis and characterization of four conjugated polymers containing a novel chromophore for organic electronics based on an indigoid structure. These polymers exhibit extremely small band gaps of ∼1.2 eV, impressive crystallinity, and extremely high n-type mobility exceeding 3 cm V s. The n-type charge carrier mobility can be correlated with the remarkably high crystallinity along the polymer backbone having a correlation length in excess of 20 nm. Theoretical analysis reveals that the novel polymers have highly rigid nonplanar geometries demonstrating that backbone planarity is not a prerequisite for either narrow band gap materials or ultrahigh mobilities. Furthermore, the variation in backbone crystallinity is dependent on the choice of comonomer. OPV device efficiencies up to 4.1% and charge photogeneration up to 1000 nm are demonstrated, highlighting the potential of this novel chromophore class in high-performance organic electronics.

  11. Interfacial analysis and properties of regioregular Poly (3-Hexyl thiophene) spin-coated on an Indium tin oxide coated glass substrate

    CSIR Research Space (South Africa)

    Malgas, GF

    2008-08-01

    Full Text Available Interfacial analysis of the rrP3HT samples spincoated on a glass substrate was studied in detail using transmission electron microscopy (TEM) and SEM measurements. Very homogeneous and smooth polymer (P3HT and PEDOT:PSS) layers are observed...

  12. CCDC 1017114: Experimental Crystal Structure Determination : dimethyl 4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole-5,6-dicarboxylate

    KAUST Repository

    Nielsen, Christian B.; Ashraf, Raja Shahid; Treat, Neil D.; Schroeder, Bob C.; Donaghey, Jenny E.; White, Andrew J. P.; Stingelin, Natalie; McCulloch, Iain

    2016-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  13. A new approach to molecular dynamics with non-adiabatic and spin-orbit effects with applications to QM/MM simulations of thiophene and selenophene

    Czech Academy of Sciences Publication Activity Database

    Pederzoli, Marek; Pittner, Jiří

    2017-01-01

    Roč. 146, č. 11 (2017), č. článku 114101. ISSN 0021-9606 R&D Projects: GA ČR(CZ) GAP208/12/0559 Institutional support: RVO:61388955 Keywords : configuration-interaction method * potential-energy surfaces * excited-state dynamics * photodissociation dynamics * electronic states * quantum dynamics Subject RIV: CF - Physical ; Theoretical Chemistry OBOR OECD: Physical chemistry Impact factor: 2.965, year: 2016

  14. Substitution of Ethynyl-Thiophene Chromophores on Ruthenium Sensitizers: Influence on Thermal and Photovoltaic Performance of Dye-Sensitized Solar Cells

    Directory of Open Access Journals (Sweden)

    Malapaka Chandrasekharam

    2012-01-01

    Full Text Available A new high molar extinction coefficient ruthenium(II bipyridyl complex, “Ru(2,2-bipyridine-4,4′-dicarboxylic acid(4,4′-bis((3-hexylthiophen-2-ylethynyl-2,2′-bipyridine(NCS2 (N(C4H94, MC101” was synthesized and fully characterized by 1H-NMR, ESI-MASS, FT-IR, UV-Vis., and fluorescence spectroscopes. The dye showed relatively high molar extinction coefficient of 25.0 × 103 M-1 cm-1 at λ maximum of 544 nm, while the reference C101 has shown 15.8 × 103 M-1cm-1 at λ maximum 528 nm. The monochromatic incident photon-to-collected electron conversion efficiency of 44.1% was obtained for MC101 over the entire visible range, while the C101 sensitized solar cell fabricated and evaluated under identical conditions exhibited 40.1%. The DSSCs fabricated with 0.54 cm2 active area TiO2 electrodes and high efficient electrolyte (E01, from the sensitizers MC101 and C101 exhibited energy conversion efficiencies of 3.25% (short-circuit current density (JSC = 7.32 mA/cm2, VOC = 610 mV, ff = 0.725 and 2.94% (JSC = 6.60 mA/cm2; VOC = 630 mV; ff = 0.709, respectively, under air mass of 1.5 sunlight.

  15. Optical and Photovoltaic Properties of Thieno[3,2-b]thiophene-Based Push-Pull Organic Dyes with Different Anchoring Groups for Dye-Sensitized Solar Cells.

    Science.gov (United States)

    Fernandes, Sara S M; Castro, M Cidália R; Pereira, Ana Isabel; Mendes, Adélio; Serpa, Carlos; Pina, João; Justino, Licínia L G; Burrows, Hugh D; Raposo, M Manuela M

    2017-12-31

    The effect of anchoring groups on the optical and electrochemical properties of triphenylamine-thienothiophenes, and on the photovoltaic performance of DSSCs photosensitized with the prepared dyes, was studied using newly synthesized compounds with cyanoacetic acid or rhodanine-3-acetic acid groups. Precursor aldehydes were synthesized through Suzuki cross-coupling, whereas Knoevenagel condensation of these with 2-cyanoacetic acid or rhodanine-3-acetic acid afforded the final push-pull dyes. A comprehensive photophysical study was performed in solution and in the solid state. The femtosecond time-resolved transient absorption spectra for the synthesized dyes were obtained following photoexcitation in solution and for the dyes adsorbed to TiO 2 mesoporous films. Information on conformation, electronic structure, and electron distribution was obtained by density functional theory (DFT) and time-dependent DFT calculations. Triphenylamine-thienothiophene functionalized with a cyanoacetic acid anchoring group displayed the highest conversion efficiency (3.68%) as the dye sensitizer in nanocrystalline TiO 2 solar cells. Coadsorption studies were performed for this dye with the ruthenium-based N719 dye, and they showed dye power conversion efficiencies enhanced by 20-64%. The best cell performance obtained with the coadsorbed N719 and cyanoacetic dye showed an efficiency of 6.05%.

  16. Optical and Photovoltaic Properties of Thieno[3,2-b]thiophene-Based Push–Pull Organic Dyes with Different Anchoring Groups for Dye-Sensitized Solar Cells

    Science.gov (United States)

    2017-01-01

    The effect of anchoring groups on the optical and electrochemical properties of triphenylamine-thienothiophenes, and on the photovoltaic performance of DSSCs photosensitized with the prepared dyes, was studied using newly synthesized compounds with cyanoacetic acid or rhodanine-3-acetic acid groups. Precursor aldehydes were synthesized through Suzuki cross-coupling, whereas Knoevenagel condensation of these with 2-cyanoacetic acid or rhodanine-3-acetic acid afforded the final push–pull dyes. A comprehensive photophysical study was performed in solution and in the solid state. The femtosecond time-resolved transient absorption spectra for the synthesized dyes were obtained following photoexcitation in solution and for the dyes adsorbed to TiO2 mesoporous films. Information on conformation, electronic structure, and electron distribution was obtained by density functional theory (DFT) and time-dependent DFT calculations. Triphenylamine–thienothiophene functionalized with a cyanoacetic acid anchoring group displayed the highest conversion efficiency (3.68%) as the dye sensitizer in nanocrystalline TiO2 solar cells. Coadsorption studies were performed for this dye with the ruthenium-based N719 dye, and they showed dye power conversion efficiencies enhanced by 20–64%. The best cell performance obtained with the coadsorbed N719 and cyanoacetic dye showed an efficiency of 6.05%. PMID:29302638

  17. Microscopic origin of the charge transfer in single crystals based on thiophene derivatives: A combined NEXAFS and density functional theory approach

    Energy Technology Data Exchange (ETDEWEB)

    Chernenkaya, A., E-mail: chernenk@uni-mainz.de [Graduate School Materials Science in Mainz, 55128 Mainz (Germany); Institut für Physik, Johannes Gutenberg-Universität, 55099 Mainz (Germany); Morherr, A.; Witt, S.; Krellner, C. [Physikalisches Institut, Goethe-Universität, 60438 Frankfurt am Main (Germany); Backes, S.; Popp, W.; Jeschke, H. O.; Valentí, R. [Institut für Theoretische Physik, Goethe-Universität, 60438 Frankfurt am Main (Germany); Kozina, X.; Nepijko, S. A.; Elmers, H. J.; Schönhense, G. [Institut für Physik, Johannes Gutenberg-Universität, 55099 Mainz (Germany); Bolte, M. [Institut für Anorganische Chemie, Goethe-Universität, 60438 Frankfurt am Main (Germany); Medjanik, K.; Öhrwall, G. [MAX-IV Laboratory, Lund University, 22100 Lund (Sweden); Baumgarten, M. [Max-Planck-Institut für Polymerforschung, 55021 Mainz (Germany)

    2016-07-21

    We have investigated the charge transfer mechanism in single crystals of DTBDT-TCNQ and DTBDT-F{sub 4}TCNQ (where DTBDT is dithieno[2,3-d;2′,3′-d′] benzo[1,2-b;4,5-b′]dithiophene) using a combination of near-edge X-ray absorption spectroscopy (NEXAFS) and density functional theory calculations (DFT) including final state effects beyond the sudden state approximation. In particular, we find that a description that considers the partial screening of the electron-hole Coulomb correlation on a static level as well as the rearrangement of electronic density shows excellent agreement with experiment and allows to uncover the details of the charge transfer mechanism in DTBDT-TCNQ and DTBDT-F{sub 4} TCNQ, as well as a reinterpretation of previous NEXAFS data on pure TCNQ. Finally, we further show that almost the same quality of agreement between theoretical results and experiment is obtained by the much faster Z+1/2 approximation, where the core hole effects are simulated by replacing N or F with atomic number Z with the neighboring atom with atomic number Z+1/2.

  18. Synthesis, Anticonvulsant Activity and In silco Studies of Schiff ...

    African Journals Online (AJOL)

    Georgette M, Castanedo, Daniel PS. Synthesis of tetrasubstituted thiophenes on solid support using the Gewald reaction.Tetrahedron lett 2001; 42: 7181-7184. 11. Pushyamitra M, Hardesh K, Maurya, Brijesh K, Vishnu. K, Tandon, Vishnu JR. synthesis of thiophenes and pyranone fused thiophenes by base induced inter.

  19. Oxidative desulfurization of benzene fraction on transition metal oxides

    Science.gov (United States)

    Boikov, E. B.; Vishnetskaya, M. V.

    2013-02-01

    It is established that molecular oxygen is able to oxidize thiophene selectively in a mixture with benzene on V2O5 · MoO3. The introduction of thiophene inhibits the oxidation of benzene. It is shown that the conversion of thiophene during operation of the catalyst is reduced at first and then increases until it reaches its initial value.

  20. Direct and solvent-assisted thione–thiol tautomerism in 5-(thiophen-2-yl)-1,3,4-oxadiazole-2(3H)-thione: Experimental and molecular modeling study

    Energy Technology Data Exchange (ETDEWEB)

    Burcu Arslan, N. [Department of Computer Education and Instructional Technology, Faculty of Education, Giresun University, 28100 Giresun (Turkey); Özdemir, Namık, E-mail: namiko@omu.edu.tr [Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139 Samsun (Turkey); Dayan, Osman, E-mail: osmandayan@comu.edu.tr [Laboratory of Inorganic Synthesis and Molecular Catalysis, Çanakkale Onsekiz Mart University, 17020 Çanakkale (Turkey); Dege, Necmi [Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139 Samsun (Turkey); Koparır, Metin [Department of Chemistry, Faculty of Science, Fırat University, 23169 Elazığ (Turkey); Koparır, Pelin [Department of Chemistry, Forensic Medicine Institute, 44000 Malatya (Turkey); Muğlu, Halit [Department of Chemistry, Faculty of Arts and Sciences, Kastamonu University, 37200 Kastamonu (Turkey)

    2014-08-17

    Graphical abstract: - Highlights: • The molecule exists in the thione form in the solid state. • FT-IR and NMR data support the thione form. • The anti-thione conformer has the lowest energy. • The barrier height increases with increasing polarity of the solvent. • Multiple methanol or water-assisted thione–thiol tautomerism may happen. - Abstract: The compound has been synthesized and characterized by IR, NMR and X-ray diffraction. Quantum chemical calculations at B3LYP/6−311++G(d,p) level were performed to study the molecular and spectroscopic properties, conformational equilibrium, thione ↔ thiol tautomerism and intermolecular double proton transfer reaction of the compound. The obtained structural and spectroscopic results are well in agreement with the experimental data. The solvent effect on the proton transfer reaction was investigated in three solvents using the polarizable continuum model approximation and solvent-assisted mechanism. The anti-thione tautomer is the most stable isomer among the four possible structural forms both in the gas phase and in solution phase. A high tautomeric energy barrier is found for the tautomerism between the anti and syn forms of the compound, indicating a quite disfavored process. Although the presence of one methanol or water solvent molecule significantly lowers the energy barrier, it is not adequate for the reaction to occur.

  1. Accepting the Invitation to Open Innovation in Malaria Drug Discovery: Synthesis, Biological Evaluation, and Investigation on the Structure-Activity Relationships of Benzo[b]thiophene-2-carboxamides as Antimalarial Agents.

    Science.gov (United States)

    Pieroni, Marco; Azzali, Elisa; Basilico, Nicoletta; Parapini, Silvia; Zolkiewski, Michal; Beato, Claudia; Annunziato, Giannamaria; Bruno, Agostino; Vacondio, Federica; Costantino, Gabriele

    2017-03-09

    Malaria eradication is a global health priority, but current therapies are not always suitable for providing a radical cure. Artemisinin has paved the way for the current malaria treatment, the so-called Artemisinin-based Combination Therapy (ACT). However, with the detection of resistance to ACT, innovative compounds active against multiple parasite species and at multiple life stages are needed. GlaxoSmithKline has recently disclosed the results of a phenotypic screening of an internal library, publishing a collection of 400 antimalarial chemotypes, termed the "Malaria Box". After analysis of the data set, we have carried out a medicinal chemistry campaign in order to define the structure-activity relationships for one of the released compounds, which embodies a benzothiophene-2-carboxamide core. Thirty-five compounds were prepared, and a description of the structural features responsible for the in vitro activity against different strains of P. falciparum, the toxicity, and the metabolic stability is herein reported.

  2. CCDC 1010339: Experimental Crystal Structure Determination : catena-[hexakis(mu-isonicotinato)-(mu-oxo)-tris(mu-thiophene-2,5-dicarboxylate)-hydroxo-diaqua-tri-chromium-tri-zinc unknown solvate

    KAUST Repository

    Schoedel, Alexander; Jaquier, Michael; Boyette, Wesley; Wojtas, Lukasz; Eddaoudi, Mohamed; Zaworotko, Michael J.

    2014-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  3. CCDC 1024867: Experimental Crystal Structure Determination : tris(mu-3,4,5,6-tetrafluorobenzene-1,2-diyl)-tri-mercury bisthieno[3,2-b:2',3'-d]thiophene dichloromethane solvate

    KAUST Repository

    Castañ eda, Raú l; Khrustalev, Victor N.; Fonari, Alexandr; Bredas, Jean-Luc; Getmanenko, Yulia A.; Timofeeva, Tatiana V.

    2015-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  4. CCDC 1024868: Experimental Crystal Structure Determination : tris(mu-3,4,5,6-tetrafluorobenzene-1,2-diyl)-tri-mercury bisthieno[3,2-b:2',3'-d]thiophene 1,2-dichloroethane solvate

    KAUST Repository

    Castañ eda, Raú l; Khrustalev, Victor N.; Fonari, Alexandr; Bredas, Jean-Luc; Getmanenko, Yulia A.; Timofeeva, Tatiana V.

    2015-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  5. EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF); Scientific Opinion on Flavouring Group Evaluation 21, Revision 3 (FGE.21Rev3): Thiazoles, thiophenes, thiazoline and thienyl derivatives from chemical groups 29 and 30

    DEFF Research Database (Denmark)

    Larsen, John Christian; Nørby, Karin Kristiane; Beltoft, Vibe Meister

    The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 59 flavouring substances in the Flavouring Group Evaluation 21, including an additional three substances in this Revision 3, using the Procedure in Commiss......The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 59 flavouring substances in the Flavouring Group Evaluation 21, including an additional three substances in this Revision 3, using the Procedure.......086, 15.090, 15.099, 15.114, 15.119 and 15.133] were considered to have genotoxic potential. The remaining 52 substances were evaluated through a stepwise approach (the Procedure) that integrates information on structure-activity relationships, intake from current uses, toxicological threshold of concern.......092, 15.093, 15.094, 15.096, 15.097, 15.106, 15.107, 15.129 and 15.135] evaluated through the Procedure, no appropriate NOAEL was available and additional data are required. Besides the safety assessment of these flavouring substances, the specifications for the materials of commerce have also been...

  6. EFSA CEF Panel (EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids), 2015. Scientific Opinion on Flavouring Group Evaluation 21, Revision 5 (FGE.21Rev5): Thiazoles, thiophenes, thiazoline and thienyl derivatives from chemical groups 29 and 30

    DEFF Research Database (Denmark)

    Nørby, Karin Kristiane; Beltoft, Vibe Meister

    The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 41 flavouring substances in Flavouring Group Evaluation 21, Revision 5, using the Procedure in Commission Regulation (EC) No 1565/2000. This revision...... have also been considered. Adequate specifications, including complete purity criteria and identity for the materials of commerce, have been provided for all 41 candidate substances....

  7. CCDC 1004906: Experimental Crystal Structure Determination : 5,11-bis(4-t-Butylphenyl)indeno[2,1-b]indeno[1',2':4,5]thieno[2,3-d]thiophene

    KAUST Repository

    Shi, Xueliang; Burrezo, Paula Mayorga; Lee, Sangsu; Zhang, Wenhua; Zheng, Bin; Dai, Gaole; Chang, Jingjing; Navarrete, Juan T. Ló pez; Huang, Kuo-Wei; Kim, Dongho; Casado, Juan; Chi, Chunyan

    2014-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  8. CCDC 1017115: Experimental Crystal Structure Determination : 6-butyl-4,8-bis(thiophen-2-yl)-5H-[1,2,5]thiadiazolo[3,4-f]isoindole-5,7(6H)-dione

    KAUST Repository

    Nielsen, Christian B.; Ashraf, Raja Shahid; Treat, Neil D.; Schroeder, Bob C.; Donaghey, Jenny E.; White, Andrew J. P.; Stingelin, Natalie; McCulloch, Iain

    2016-01-01

    An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

  9. Soluble Electrochromic Polymers Incorporating Benzoselenadiazole and Electron Donor Units (Carbazole or Fluorene: Synthesis and Electronic-Optical Properties

    Directory of Open Access Journals (Sweden)

    Jianzhong Xu

    2018-04-01

    Full Text Available A series of π-conjugated polymers containing alternating benzoselenadiazole (BSe-bi(thiophene derivative-carbazole or benzoththiadiazole (BSe-bi(thiophene derivative-fluorene units were designed and synthesized. Thiophene derivatives, namely 3-hexylthiophene, 3,4-bihexyloxythiophene, and 3,4-bioctyloxythiophene, were used as the π-bridges of the polymers. The polymers were characterized in detail in terms of their thermal stabilities, cyclic voltammograms, UV-Vis absorption, spectroelectrochemistry, dynamic switching property and so forth. The alkoxy thiophene π-bridged polymers have lower onset oxidation potentials and bandgaps than that of their corresponding alkyl thiophene π-bridged polymers. The selection of the donor units between the carbazole and the fluorene units has nearly no effect on the bandgaps and colors as well as the onset oxidation potentials of the polymers. The increase in the length of the side alkyl chains on the thiophene ring caused a slight increase in the polymer bandgap, which may be caused by the space hindrance effect. The dynamic switching abilities of the polymers were obtained by the chronoabsorptometry method, and the results also suggested that the alkoxy thiophene-containing polymers (as π-bridges have higher contrast ratios than the corresponding alkyl thiophene-containing polymers. Furthermore, the increase in the length of the side alkyl chain might have a detrimental effect on the optical contrast ratios of the polymers.

  10. Improved synthesis of carbon nanotubes with junctions and of single ...

    Indian Academy of Sciences (India)

    Unknown

    Abstract. Pyrolysis of thiophene over nickel nanoparticles dispersed on silica is shown to yield Y- junction carbon nanotubes with smaller diameters than those obtained by the pyrolysis of organometallic- thiophene mixtures. In the presence of water vapour, the pyrolysis of organometallic-hydrocarbon mixtures.

  11. A Robust Electroactive n-Dopable Aromatic Polyketone

    NARCIS (Netherlands)

    Chiechi, Ryan C.; Sonmez, Gursel; Wudl, Fred

    2005-01-01

    A new n-dopable polyketone, poly[(5-(2,5-dihexyl-4-(thiophen-2-yl)phenyl)thiophen-2-yl)(4-ketophenyl)methanone] (PTK), is synthesized via Friedel-Crafts acylation. Though insulating in the neutral state, PTK becomes conductive upon electrochemical reduction. The stable, two-electron, fully

  12. Cyclohexenones Through Addition of Ethyl Acetoacetate to 3-Aryl-1 ...

    African Journals Online (AJOL)

    Chalcone derivatives 3a–i containing a thiophene ring were prepared by the condensation of 1-(thiophen-3-yl)ethanone with aromatic aldehydes in excellent yields. The Michael addition of ethyl acetoacetate 4 to chalcone derivatives 3a–i resulted in the formation of nine novel ethyl 6-aryl ...

  13. Adsorption isotherms and kinetics for dibenzothiophene on activated

    Indian Academy of Sciences (India)

    Adsorption isotherms were obtained and desulphurization kinetics were carried out on solutions of dibenzothiophene (DBT) and thiophene in a model fuel. The efficiencies of DBT and thiophene removal were reported. The adsorption isotherms fitted the Langmuir and Freundlich models. The highest adsorption capacity for ...

  14. Synthesis of Some Thienopyrimidine Derivatives

    Directory of Open Access Journals (Sweden)

    Hassan M. Al-Hazimi

    2006-07-01

    Full Text Available Thioxothienopyrimidinones, alkylthio- and arylalkylthiothienopyrimidinones, thienopyrimidinones, thienopyrimidines a thienopyrimidinedione and a thienotriazolo- pyrimidinone were prepared from 2-amino-3-carboethoxy-4,5-disubstituted thiophenes and 2-amino-3-cyano-4,5-disubstituted thiophenes via reactions with different reagents.

  15. Ground vs. excited state interaction in ruthenium-thienyl dyads : implications for through bond interactions in multicomponent systems

    NARCIS (Netherlands)

    Henry, William; Browne, Wesley R.; Ronayne, Kate L.; O’Boyle, Noel M.; Vos, Johannes G.; McGarvey, John J.

    2005-01-01

    The vibrational and photophysical properties of mononuclear ruthenium(II) and ruthenium(III) polypyridyl complexes based on the, ligands 2-(5-(pyridin-2"-yl)-1'H-1',2',4'-triaz-3'-yl)-thiophene, 2-(5-(pyrazin-2"-yl)-1'H-1',2,4-triaz-3'-yl)-thiophene, are reported. The effect of the introduction of

  16. N,N′-Bis(2-thienylmethylenebenzene-1,4-diamine

    Directory of Open Access Journals (Sweden)

    Nai-Wei Dong

    2009-09-01

    Full Text Available The Schiff base, C16H12N2S2, has been synthesized by refluxing an ethanolic solution of thiophene-2-carbaldehyde and benzene-1,4-diamine. The center of the benzene ring is located on a crystallographic center of inversion. The dihedral angle between the benzene and thiophene rings is 63.6 (1°.

  17. Phosphorus poisoning of molybdenum sulfide hydrodesulfurization catalysts supported on carbon and alumina

    NARCIS (Netherlands)

    Bouwens, S.M.A.M.; Vissers, J.P.R.; Beer, de V.H.J.; Prins, R.

    1988-01-01

    Phosphorus-containing Mo sulfide catalysts supported on ¿-Al2O3 and activated carbon were evaluated for their thiophene HDS activities. Phosphorus was added as phosphoric acid to the carrier material prior to the molybdenum component. The thiophene HDS activity of the carbon-supported catalysts was

  18. Influence of vibronic contribution on light harvesting efficiency of NKX-2587 derivatives with oligothiophene as π-conjugated linker

    Science.gov (United States)

    Yang, Pan; Zhang, Yang; Li, Ming; Shen, Wei; He, Rongxing

    2018-01-01

    Based on the NKX-2587 molecule we designed ten sensitizers with 1-10 thiophene moieties to investigate how the number of thiophene unit in the spacer influences the absorption spectra of sensitizer in dye sensitized solar cells (DSSCs). The parameters of short-circuit current density (Jsc), open circuit voltage (Voc), the light harvesting efficiency (LHE), injection driving force (Δ Ginject), and transferred electron number (nc), were calculated and discussed in detail. Results indicated that the increasing of thiophene units makes for the enhancement of oscillator strengths (f), although the red shift of vertical electronic absorption spectra is small. For the designed sensitizers with 1-5 thiophene units, their ΔGinject and nc raise gradually with the increasing of thiophene number. However, for those sensitizers with 6-10 thiophene units, the ΔGinject and nc decrease continuously with the increasing of thiophene units. In order to study how the oligothiophene as π-conjugated linker affects light harvesting efficiency of DSSCs, the vibrationally resolved electronic spectra of five metal-free NKX-2587 derivatives with 1-5 thiophene units were simulated within the Franck-Condon approximation including the Herzberg-Teller and Duschinsky effects. The present theoretical results provided helpful guidance for understanding the sources of spectral intensities of dye molecules, and a valuable method for rational design of new molecules to improve the energy conversion efficiency (η) of DSSCs.

  19. Characterization of Plasma-Polymerized Fused Polycyclic Compounds for Binding Conducting Polymers

    DEFF Research Database (Denmark)

    Winther-Jensen, Bjørn; Norrman, Kion; Kingshott, Peter

    2005-01-01

    with hydrogen in the position which is able to co-polymerize with thiophene derivatives polymerized by conventional oxidative polymerization, thereby forming a conducting thiophene polymer bonded to the substrate. The durability of the surface modification procedure is demonstrated by micropatterning of PEDT...

  20. Tris{2-[(3-thienylmethylideneamino]ethyl}amine

    Directory of Open Access Journals (Sweden)

    Muhammet Işıklan

    2010-11-01

    Full Text Available The title compound, C21H24N4S3, is a tripodal Schiff base that was obtained from the reaction of tris(2-aminoethylamine (tren and thiophene-3-carbaldehyde. The compound forms a cavity with approximate C3 symmetry. One of the thiophene units is disordered in a 0.764 (2:0.236 (2 ratio. In the crystal, the three thiophene ligands are involved in intramolecular C—H...π interactions and the molecules are connected by C—H...N interactions, forming hydrogen-bonded chains.

  1. A Facile Synthesis of Pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine and Pyrido[2′,3′:3,4]pyrazolo[5,1-c][1,2,4]triazine Bearing a Thiophene Moiety

    Directory of Open Access Journals (Sweden)

    Tilal Elsaman

    2013-01-01

    Full Text Available Pyridinone derivative 8 was synthesized and transformed into the respective chloropyridine 9, which was allowed to react with hydrazine hydrate to afford pyrazolo[3,4-b]pyridin-3-amine derivative 11. Compound 11 was used as a key intermediate for a facile synthesis of the title compounds 14, 15, 17, 21a,b, and 24a–c where the reaction of 11 with some 1,3-dielecrophiles resulted in the formation of pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidines 14, 15, and 17, whereas diazotization of compound 11 gave the respective diazonium salt 18 which was coupled with some active methylene-containing compounds to give the corresponding hydrazones 19a,b and 22a–c. Cyclization of the latter hydrazones yielded the pyrido[2′,3′:3,4]pyrazolo[5,1-c][1,2,4]triazines 21a,b and 24a–c, respectively.

  2. EFSA Panel on Food Contact Materials , Enzymes, Flavourings and Processing Aids (CEF); Scientific Opinion on Flavouring Group Evaluation 224 (FGE.224): Consideration of genotoxic potential for two α,β - unsaturated thiophenes from subgroup 5.2 of FGE.19 by EFSA

    DEFF Research Database (Denmark)

    Beltoft, Vibe Meister; Binderup, Mona-Lise; Lund, Pia

    The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate the genotoxic potential of two flavouring substances from subgroup 5.2 of FGE.19 in the Flavouring Group Evaluation 224 (FGE.224). The Flavour Industry has...... provided additional genotoxicity studies for one of the two substances in FGE.224, namely 5-methyl-2-thiophenecarbaldehyde [FL-no: 15.004]. The data requested by EFSA for the other substance, 3-acetyl-2,5-dimethylthiophene [FL-no: 15.024] of FGE.224 will be provided subsequently according to the Flavour...... are still pending and no conclusion could be drawn in the present FGE. © European Food Safety Authority, 2013...

  3. EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF); Scientific Opinion on Flavouring Group Evaluation 21, Revision 2 (FGE.21Rev2): Thiazoles, thiophene, thiazoline and thienyl derivatives from chemical group 29. Miscellaneous substances from chemical group 30

    DEFF Research Database (Denmark)

    Larsen, John Christian; Nørby, Karin Kristiane; Beltoft, Vibe Meister

    The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 56 flavouring substances in the Flavouring Group Evaluation 21, Revision 2, using the Procedure in Commission Regulation (EC) No 1565/2000. Seven...... of commerce have also been considered. For two substances are an identity test lacking and for one has the stereoisomeric composition to be specified....

  4. Boosting Up Performance of Inverted Photovoltaic Cells from Bis(alkylthien-2-yl)dithieno[2,3-d:2',3'-d']benzo[1,2-b:4',5'-b']di thiophene-Based Copolymers by Advantageous Vertical Phase Separation.

    Science.gov (United States)

    Guo, Pengzhi; Luo, Guoping; Su, Qiang; Li, Jianfeng; Zhang, Peng; Tong, Junfeng; Yang, Chunyan; Xia, Yangjun; Wu, Hongbin

    2017-03-29

    The photovoltaic cells (PVCs) from conjugated copolymers of PDTBDT-BT and PDTBDT-FBT with 5,10-bis(4,5-didecylthien-2-yl)dithieno[2,3-d:2',3'-d']benzo[1,2-b:4,5-b']dithiophene as electron donor moieties and benzothiadiazole and/or 5,6-difluorobenzothiadiazole as electron acceptor moieties are optimized by employing alcohol-soluble PFN (poly(9,9-bis(3'-(N,N-dimethylamino)propyl)-2,7-fluorene)-alt-2,7-(9,9-dioctylfluorene)) as cathode modification interlayer. The power conversion efficiencies (PCEs) of inverted PVCs (i-PVCs) from PDTBDT-BT and PDTBDT-FBT with devices configuration as ITO/PFN/active layer/MoO 3 /Ag are increased from 4.97% to 8.54% and 5.92% to 8.74%, in contrast to those for the regular PVCs (r-PVCs) with devices configuration as ITO/PEDOT:PSS/active layer/Ca/Al under 100 mW/cm 2 AM 1.5 illumination. The optical modeling calculations and X-ray photoelectron spectroscopy (XPS) investigations reveal that the r-PVCs and i-PVCs from the copolymers exhibit similar light harvesting characteristics, and the enhancements of the PCEs of the i-PVCs from the copolymers are mainly contributed to the favorable vertical phase separation as the strongly polymer-enriched top surface layers and slightly PC 71 BM (phenyl-C 71 -butyric acid methyl ester)-enriched bottom surface layers are correspondingly connected to the anodes and cathodes of the i-PVCs, while they are opposite in the r-PVCs. As we known, it is the first time to experimentally verify that the i-PVCs with alcohol-soluble conjugated polymers cathode modification layers enjoy favorable vertical phase separation.

  5. New NIR Absorbing DPP-based Polymer for Thick Organic Solar Cells

    KAUST Repository

    Oklem, Gulce; Song, Xin; Toppare, Levent; Baran, Derya; Gunbas, Gorkem

    2018-01-01

    infrared region (NIR) for better photon harvesting in organic solar cells. It has been shown that copolymers compromising diketopyrrolopyrrole based acceptors and simple donors (thiophene or furan) achieve absorption maximum around 800 nm

  6. Low band gap polymers for organic solar cells

    DEFF Research Database (Denmark)

    Bundgaard, Eva; Krebs, Frederik C

    2008-01-01

    The synthesis of copolymers based on thiophene, benzothiadiazole and benzo-bis-thiadiazole are described. The polymers were obtained by employing Stille cross coupling polymerization. The polymers were characterized by NMR, size exclusion chromatography, UV-vis and ultraviolet photoelectron...

  7. Dihydropyrroloindoledione-based copolymers for organic electronics

    NARCIS (Netherlands)

    Rumer, JW; Dai, SY; Levick, M; Young Kim, Young; Madec, MB; Ashraf, R.S.; Huang, Z.; Rossbauer, S; Schroeder, B.; Biniek, L; Watkins, S.E.; Anthopoulos, T.D.; Janssen, R.A.J.; Durrant, J.R.; Procter, DJ; McCulloch, I.

    2013-01-01

    A series of four dihydropyrroloindoledione-based organic semi-conducting polymers are examined for performance in transistor and photovoltaic cell devices. The dihydropyrroloindoledione unit was alternately copolymerized with phenyl, thiophene and bithiophene comonomers, and the resultant polymers

  8. Visible-Light-Driven Hydrogen Evolution Using Planarized Conjugated Polymer Photocatalysts.

    Science.gov (United States)

    Sprick, Reiner Sebastian; Bonillo, Baltasar; Clowes, Rob; Guiglion, Pierre; Brownbill, Nick J; Slater, Benjamin J; Blanc, Frédéric; Zwijnenburg, Martijn A; Adams, Dave J; Cooper, Andrew I

    2016-01-26

    Linear poly(p-phenylene)s are modestly active UV photocatalysts for hydrogen production in the presence of a sacrificial electron donor. Introduction of planarized fluorene, carbazole, dibenzo[b,d]thiophene or dibenzo[b,d]thiophene sulfone units greatly enhances the H 2 evolution rate. The most active dibenzo[b,d]thiophene sulfone co-polymer has a UV photocatalytic activity that rivals TiO 2 , but is much more active under visible light. The dibenzo[b,d]thiophene sulfone co-polymer has an apparent quantum yield of 2.3 % at 420 nm, as compared to 0.1 % for platinized commercial pristine carbon nitride.

  9. Synthesis and antiplatelet activity of thioaryloxyacids analogues of clofibric acid.

    Science.gov (United States)

    Ammazzalorso, Alessandra; Amoroso, Rosa; Baraldi, Mario; Bettoni, Giancarlo; Braghiroli, Daniela; De Filippis, Barbara; Giampietro, Letizia; Tricca, Maria L; Vezzalini, Francesca

    2005-09-01

    The thiophene-, benzothiazole- and pyridine-thioaryloxyacids analogues of clofibric acid were synthesized and their antiplatelet activity was screened. Some compounds exhibited antiaggregating properties. The platelet-related haemostasis was measured on a PFA-100 analyzer using bull blood.

  10. Synthesis of heterocyclic chalcone derivatives and their radical scavenging ability toward 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radicals

    International Nuclear Information System (INIS)

    Hwang, Kijun; Kim, Hoseok; Kim, Beomtae; Han, Incheol

    2012-01-01

    A series of heterocyclic chalcone derivatives bearing heterocycles such as thiophene or furan ring as an isostere of benzene ring were carefully prepared, and the influence of heterocycles on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities was systematically investigated. Structure-activity relationships (SAR) analysis showed that the activities of thiophene ring-containing chalcones were higher than those of furan ring containing chalcones, and the presence of methyl substituent of heterocyclic ring distinctly affected the activities compared with non-substituted heterocycles in an opposite manner, with the 4'-methyl group of thiophene ring increasing activity and the 3'-methyl group of the furan ring decreasing activity. The distinct isosteric effect of heterocycles (i.e., thiophene or furan ring) on radical scavenging activities of heterocyclic chalcones was distinctly demonstrated in our work

  11. The investigation of hydrogens bonds between sulphur-bearing heterocyclic and proton-donor compounds by IR absorption spectra

    International Nuclear Information System (INIS)

    Narziev, B.N.; Nurulloev, M.; Makhkambaev, D.

    1982-01-01

    In this article the results of intermolecular interaction study of sulfur-containing heterocyclic (thiophene, thiophane) and proton-donar (water, alcohol, carbonic acids, chlorophon) molecules for measuring of IR spectrum absorption of protondonar compounds in soluted shape are presented

  12. Effect of side chain length on the stability and structural properties of 3

    African Journals Online (AJOL)

    thiophene (DOOPT) and their dimers studied by Hartree-Fock (HF) and Density Functional Theory (DFT) methods. The DFT calculations suggest that dimers of the dialkoxyphenylthiophenes with longer side chains are thermodynamically more ...

  13. Componentes voláteis do café torrado. Parte I: compostos heterocíclicos Volatile components in roasted coffee. Part I: heterocyclic compounds

    Directory of Open Access Journals (Sweden)

    Carlos Alberto Bastos De Maria

    1999-04-01

    Full Text Available A review of heterocyclic compounds in roasted coffee is presented. The contents, precursors and sensorial properties of furans, pyrroles, oxazoles, thiazoles, thiophenes, pyrazines and pyridines are discussed. The impact heterocyclic compounds of coffee aroma are described.

  14. Research of coal flash hydropyrolysis

    Energy Technology Data Exchange (ETDEWEB)

    Zhu, Z.; Zhu, H.; Wu, Y.; Tang, L.; Cheng, L.; Xu, Z. [East China University of Science and Technology, Shanghai (China)

    2001-02-01

    Using x-ray photoelectron spectroscopy (XPS) analyses the organic sufur of seven different Chinese coals and their semi-cokes from flash hydropyrolysis were studied. The results showed that the organic sulfur in coal was alkyal sulfur and thiophene with the peak of XPS located in 163.1-163.5 eV and 164.1-164.5 eV. The relative thiophene content in coal increased with the coal rank. The type of organic sulfur in semi-coke in flash hydropyrolysis was generally thiophene species; its XPS peak also located in 164.1-164.5 eV, and was in accord with its corresponding coal. Total alkyl sulfur and some thiophene sulfur were removed during the flash hydropyrolysis process. The alkyl sulfur had very high activity in hydrogenation reaction. Flash hydropyrolysis was an important new clean-coal technique and had notable desulfurization effect. 13 refs., 2 figs., 4 tabs.

  15. Molecular design for improved photovoltaic efficiency: band gap and absorption coefficient engineering

    KAUST Repository

    Mondal, Rajib; Ko, Sangwon; Norton, Joseph E.; Miyaki, Nobuyuki; Becerril, Hector A.; Verploegen, Eric; Toney, Michael F.; Bré das, Jean-Luc; McGehee, Michael D.; Bao, Zhenan

    2009-01-01

    Removing the adjacent thiophene groups around the acceptor core in low band gap polymers significantly enhances solar cell efficiency through increasing the optical absorption and raising the ionization potential of the polymer. © 2009 The Royal Society of Chemistry.

  16. Development of N- and P- Types of Semiconducting Polymers

    Science.gov (United States)

    2015-03-05

    type, oligomeric donor monomers with fused thienobenzothiophene structures. These monomers are copolymerized with fluorinated thieno[3,4- b]thiophene...copolymerized with fluorinated thieno[3,4- b]thiophene ester to form a series of polymers which were investigated as donor materials in polymer/fullerene...effective but somewhat toxic drug, significantly lowered the dose of colistin required for killing bacteria and thus increased its safety. These

  17. Screening of active metals for reactive adsorption desulfurization adsorbent using density functional theory

    Energy Technology Data Exchange (ETDEWEB)

    Wang, Lei; Zhao, Liang, E-mail: liangzhao@cup.edu.cn; Xu, Chunming; Wang, Yuxian; Gao, Jinsen

    2017-03-31

    Highlights: • Electronic characteristics determined adsorption characteristics of transition metals. • Cobalt has the similar adsorption ability of thiophene as nickel. • Adsorption capacity of Cr and Mo was extremely fierce, while Cu has the potential ability for adsorbing thiophene. • The preference adsorption site for thiophene was hollow site on all the seven surface. - Abstract: To explore characteristics of active metals for reactive adsorption desulfurization (RADS) technology, the adsorption of thiophene on M (100) (M = Cr, Mo, Co, Ni, Cu, Au, and Ag) surfaces was systematically studied by density functional theory with vdW correction (DFT + D3). We found that, in all case, the most stable molecular adsorption site was the hollow site and adsorptive capabilities of thiophene followed the order: Cr > Mo > Co ≈ Ni > Cu > Au ≈ Ag. By analyzing the nature of binding between thiophene and corresponding metals and the electronic structure of metals, the excessive activities of Cr and Mo were found to have a negative regeneration, the passive activities of Au and Ag were found to have an inactive adsorption for RADS adsorbent alone, while Ni and Co have appropriate characteristics as the active metals for RADS, followed by Cu.

  18. Expeditious syntheses of stable and radioactive isotope-labeled anticonvulsant agent, JNJ-26990990, and its metabolites.

    Science.gov (United States)

    Lin, Ronghui; Weaner, Larry E; Hoerr, David C; Salter, Rhys; Gong, Yong

    2013-01-01

    Syntheses of stable and radioactive isotope-labeled anticonvulsant agent, JNJ-26990990, that is, N-(benzo[b]thien-3-ylmethyl)-sulfamide and its metabolites are described. [(13)C(15)N]Benzo[b]thiophene-3-carbonitrile was first prepared by coupling of 3-bromo-benzo[b]thiophene with [(13)C(15)N]-copper cyanide. The resultant [(13)C(15)N]benzo[b]thiophene-3-carbonitrile was reduced with lithium aluminum deuteride to give [(13)CD2(15)N]benzo[b]thiophen-3-yl-methylamine; which was then coupled with sulfamide to afford [(13)CD2(15)N]-N-(benzo[b]thien-3-ylmethyl)-sulfamide, the stable isotope-labeled compound with four stable isotope atoms. Direct oxidation of [(13)CD2(15)N]-N-(benzo[b]thien-3-ylmethyl)-sulfamide with hydrogen peroxide and peracetic acid gave the stable isotope-labeled sulfoxide and sulfone metabolites. On the other hand, radioactive (14)C-labeled N-(benzo[b]thien-3-ylmethyl)-sulfamide was prepared conveniently by sequential coupling of 3-bromo-benzo[b]thiophene with [(14)C]-copper cyanide, reduction of the carbonitrile to carboxaldehyde, and reductive amination with sulfamide. Copyright © 2013 John Wiley & Sons, Ltd.

  19. Theory of Covalent Adsorbate Frontier Orbital Energies on Functionalized Light-Absorbing Semiconductor Surfaces.

    Science.gov (United States)

    Yu, Min; Doak, Peter; Tamblyn, Isaac; Neaton, Jeffrey B

    2013-05-16

    Functional hybrid interfaces between organic molecules and semiconductors are central to many emerging information and solar energy conversion technologies. Here we demonstrate a general, empirical parameter-free approach for computing and understanding frontier orbital energies - or redox levels - of a broad class of covalently bonded organic-semiconductor surfaces. We develop this framework in the context of specific density functional theory (DFT) and many-body perturbation theory calculations, within the GW approximation, of an exemplar interface, thiophene-functionalized silicon (111). Through detailed calculations taking into account structural and binding energetics of mixed-monolayers consisting of both covalently attached thiophene and hydrogen, chlorine, methyl, and other passivating groups, we quantify the impact of coverage, nonlocal polarization, and interface dipole effects on the alignment of the thiophene frontier orbital energies with the silicon band edges. For thiophene adsorbate frontier orbital energies, we observe significant corrections to standard DFT (∼1 eV), including large nonlocal electrostatic polarization effects (∼1.6 eV). Importantly, both results can be rationalized from knowledge of the electronic structure of the isolated thiophene molecule and silicon substrate systems. Silicon band edge energies are predicted to vary by more than 2.5 eV, while molecular orbital energies stay similar, with the different functional groups studied, suggesting the prospect of tuning energy alignment over a wide range for photoelectrochemistry and other applications.

  20. (2E-1-(4-Aminophenyl-3-(2-thienylprop-2-en-1-one ethanol hemisolvate

    Directory of Open Access Journals (Sweden)

    Hoong-Kun Fun

    2009-10-01

    Full Text Available In the title compound, C13H11NOS·0.5C2H6O, the chalcone derivative is close to planar, the dihedral angle between the thiophene and 4-aminophenyl rings being 3.1 (2°. The thiophene ring is disordered over two orientations with occupancies of 0.842 (3 and 0.158 (3. In the crystal structure, molecules are linked into chains along the b axis by N—H...O hydrogen bonds. The chains are crosslinked via N—H...π interactions involving the thiophene ring. The ethanol solvent molecule is also disordered over two positions, each with an occupancy of 0.25.

  1. The formation of electronically excited fragments by the electron impact of furan and related five-membered heterocycles

    International Nuclear Information System (INIS)

    Tokue, Ikuo; Ikarashi, Masami; Takizawa, Sadachika; Ito, Yoshio

    1983-01-01

    In the wavelength region of 200-600 nm, photoemissions from electronically excited H, CH, C 2 , and CS (only from thiophene and tetrahydrothiophene) were observed when furan, tetrahydrofuran, thiophene, and tetrahydrothiophene were excited by electron impact (0-70 eV). Hydrogen atoms (n = 4) and CH(A 2 Δ) radicals were produced from these five-membered heterocycles via single collision excitations, while CS(A 1 PI) radicals from thiophene and tetrahydrothiophene were partly formed in secondary processes. The appearance potentials for the hydrogen Balmer β and the CH(A 2 Δ-X 2 PI) bands from these five-membered heterocycles are determined, and the dissociation processes forming H(n = 4) and CH(A) are discussed. (author)

  2. O-alkylation of disodium salt of diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate with 1,2-dichloroethane catalyzed by ionic type phase transfer catalyst and potassium iodide

    Energy Technology Data Exchange (ETDEWEB)

    Lu, Huasheng; Yin, Hengbo; Wang, Aili; Shen, Jun; Yan, Xiaobo; Liu, Yumin; Zhang, Changhua [Jiangsu University, Zhenjiang (China)

    2014-01-15

    Diethyl 3,4-ethylenedioxy thiophene-2,5-dicarboxylate was efficiently synthesized via the O-alkylation of disodium salt of diethyl 3,4-dihydroxy thiophene-2,5-dicarboxylate with 1,2-dichloroethane over ionic type phase transfer catalysts, such as tetrabutyl ammonium bromide and benzyl triethyl ammonium chloride. The ionic type phase transfer catalysts showed higher catalytic activities than the nonionic type phase transfer catalysts, such as triethylamine, pyridine, 18-crown-6, and polyethylene glycol 400/600, in the O-alkylation reaction. The conversion of the disodium salt of more than 97% and the selectivity of diethyl 3,4-ethylenedioxy thiophene-2,5-dicarboxylate of more than 98% were achieved when the O-alkylation reaction was synergistically catalyzed by tetrabutyl ammonium bromide and potassium iodide.

  3. Selenophene transition metal complexes

    Energy Technology Data Exchange (ETDEWEB)

    White, Carter James [Iowa State Univ., Ames, IA (United States)

    1994-07-27

    This research shows that selenophene transition metal complexes have a chemistry that is similar to their thiophene analogs. Selenophene coordination has been demonstrated and confirmed by molecular structure in both the η5- and the η1(Se)-coordination modes. The reaction chemistry of selenophene complexes closely resembles that of the analogous thiophene complexes. One major difference, however, is that selenophene is a better donor ligand than thiophene making the selenophene complexes more stable than the corresponding thiophene complexes. The 77Se NMR chemical shift values for selenophene complexes fall within distinct regions primarily depending on the coordination mode of the selenophene ligand. In the final paper, the C-H bond activation of η1(S)-bound thiophenes, η1(S)-benzothiophene and η1(Se)-bound selenophenes has been demonstrated. The deprotonation and rearrangement of the η1(E)-bound ligand to the carbon bound L-yl complex readily occurs in the presence of base. Reprotonation with a strong acid gives a carbene complex that is unreactive towards nucleophilic attack at the carbene carbon and is stable towards exposure to air. The molecular structure of [Cp(NO)(PPh3)Re(2-benzothioenylcarbene)]O3SCF3 was determined and contains a Re-C bond with substantial double bond character. Methyl substitution for the thienylcarbene or selenylcarbene gives a carbene that rearranges thermally to give back the η1(E)-bound complex. Based on these model reactions, a new mechanism for the H/D exchange of thiophene over the hydrodesulfurization catalyst has been proposed.

  4. Effect of gasoline composition on oxidative desulfurization using a phosphotungstic acid/activated carbon catalyst with hydrogen peroxide

    International Nuclear Information System (INIS)

    Xiao, Jing; Wu, Luoming; Wu, Ying; Liu, Bing; Dai, Lu; Li, Zhong; Xia, Qibin; Xi, Hongxia

    2014-01-01

    Highlights: • Concerned with the question why ODS catalyst is not effective for real gasoline. • Reported the strong inhibiting effect of gasoline composition on ODS for the 1st time. • ODS reactivity is suggested to be determined by partial charge on S atom of thiophene. • Proposed approaches to improve ODS selectivity for real gasoline desulfurization. - Abstract: This work is concerned with the question of why oxidative desulfurization (ODS) catalyst that show good catalytic performance for ODS of model gasoline thiophenic compounds is not effective for real gasoline. For the first time, the effects of gasoline composition on ODS using a phosphotungstic acid/activated carbon (HPW/AC) catalyst with H 2 O 2 were investigated. ODS of thiophene, one of the most difficult thiophenic compounds to be oxidized, was studied in a model fuel system, where a high thiophene conversion rate of 90% could be reached in 2 h at 90 °C. However, when applying the ODS to a real gasoline, the ODS conversion rate decreased to only 32%, suggesting a strong inhibiting effect of gasoline composition on ODS. The ODS studies in different model fuels suggested that the inhibiting effect can be ascribed to the competitive adsorption and oxidation with the presence of the alkenes and alkylated aromatic hydrocarbons in real gasoline. The active pi-electrons in alkenes and alkyl groups in alkylated aromatic hydrocarbons may react with polyoxoperoxo species or peroxo-metallate complexes formed by phosphotungstic acid–H 2 O 2 interaction. Additionally, it was indicated that the ODS selectivity followed the order of benzothiophene > trimethylthiophene > dimethylthiophene ∼ methylthiophene > thiophene, suggesting the partial charge on the electron-rich sulfur atom may play a decisive role for its oxidation reactivity. To mitigate the inhibiting effect of gasoline composition on ODS, we propose (a) implementation of selective separation–oxidation processes; (b) choice of suitable

  5. Enhanced photoresponsivity in organic field effect transistors by silver nanoparticles

    DEFF Research Database (Denmark)

    Linnet, Jes; Runge Walther, Anders; Albrektsen, Ole

    2017-01-01

    Organic semiconductors (OSC) such as thiophene-based oligomers exhibit useful electronic and optical properties making them applicable in photo-sensing devices. Generally, thiophene-based photodetectors exhibit a decent responsivity with a spectral sensitivity determined by the OSC's absorption...... and shape of the fabricated silver NPs, a spectrally broad enhancement is predicted, which is in agreement with the experimental results. The results show that the photoresponsivity is dominantly enhanced in a spectral region of low OSC absorption coinciding with the localized surface plasmon resonances...

  6. Light sensors based on organic phototransistors with absorption-enhancing nanoparticles

    DEFF Research Database (Denmark)

    Runge Walther, Anders; Linnet, Jes; Albrektsen, Ole

    Organic semiconductors (OSCs) exhibit promising electronic and optical properties applicable in photo-sensing devices. Previous studies have found that thiophene-based semiconductors are suitable as the active layer in organic optoelectronic devices such as light-sensing transistors [1]. The abil......Organic semiconductors (OSCs) exhibit promising electronic and optical properties applicable in photo-sensing devices. Previous studies have found that thiophene-based semiconductors are suitable as the active layer in organic optoelectronic devices such as light-sensing transistors [1...

  7. Heteroaromatic-based electrolytes for lithium and lithium-ion batteries

    Science.gov (United States)

    Cheng, Gang; Abraham, Daniel P.

    2017-04-18

    The present invention provides an electrolyte for lithium and/or lithium-ion batteries comprising a lithium salt in a liquid carrier comprising heteroaromatic compound including a five-membered or six-membered heteroaromatic ring moiety selected from the group consisting of a furan, a pyrazine, a triazine, a pyrrole, and a thiophene, the heteroaromatic ring moiety bearing least one carboxylic ester or carboxylic anhydride substituent bound to at least one carbon atom of the heteroaromatic ring. Preferred heteroaromatic ring moieties include pyridine compounds, pyrazine compounds, pyrrole compounds, furan compounds, and thiophene compounds.

  8. Enhanced Efficiency of Polymer Light-Emitting Diodes by Dispersing Dehydrated Nanotube Titanic Acid in the Hole-buffer Layer

    Energy Technology Data Exchange (ETDEWEB)

    Qian, L., E-mail: qian_lei@126.com; Xu, Z.; Teng, F.; Duan, X.-X. [Beijing Jiaotong University, Institute of Optoelectronic Technology (China); Jin, Z.-S.; Du, Z.-L. [Henan University, Key Laboratory on special functional materials (China); Li, F.-S.; Zheng, M.-J. [State Key Laboratory for Artificial Microstructures and Mesoscopic Physics, Peking University, Department of Physics (China); Wang, Y.-S. [Beijing Jiaotong University, Institute of Optoelectronic Technology (China)

    2007-06-15

    Efficiency of polymer light-emitting diodes (PLEDs) with poly(2-methoxy-5-(2-ethyl hexyloxy)-p-phenylene vinylene) (MEH-PPV) as an emitting layer was improved if a dehydrated nanotubed titanic acid (DNTA) doped hole-buffer layer polyethylene dioxythiophene (PEDOT) was used. Photoluminescence (PL) and Raman spectra indicated a stronger interaction between DNTA and sulfur atom in thiophene of PEDOT, which suppresses the chemical interaction between vinylene of MEH-PPV and thiophene of PEDOT. The interaction decreases the defect states in an interface region to result in enhancement in device efficiency, even though the hole transporting ability of PEDOT was decreased.

  9. Enhanced Efficiency of Polymer Light-Emitting Diodes by Dispersing Dehydrated Nanotube Titanic Acid in the Hole-buffer Layer

    Science.gov (United States)

    Qian, L.; Xu, Z.; Teng, F.; Duan, X.-X.; Jin, Z.-S.; Du, Z.-L.; Li, F.-S.; Zheng, M.-J.; Wang, Y.-S.

    2007-06-01

    Efficiency of polymer light-emitting diodes (PLEDs) with poly(2-methoxy-5-(2-ethyl hexyloxy)- p-phenylene vinylene) (MEH-PPV) as an emitting layer was improved if a dehydrated nanotubed titanic acid (DNTA) doped hole-buffer layer polyethylene dioxythiophene (PEDOT) was used. Photoluminescence (PL) and Raman spectra indicated a stronger interaction between DNTA and sulfur atom in thiophene of PEDOT, which suppresses the chemical interaction between vinylene of MEH-PPV and thiophene of PEDOT. The interaction decreases the defect states in an interface region to result in enhancement in device efficiency, even though the hole transporting ability of PEDOT was decreased.

  10. Quantum-chemical investigation of the 1,2-proton shift in protonated five-membered aromatic heterocycles

    International Nuclear Information System (INIS)

    Abronin, I.A.; Gorb, L.G.; Litvinov, V.P.

    1985-01-01

    Calculations of the energetics of the 1,2-proton shift in protonated five-membered aromatic heterocycles - pyrrole, furan, and thiophene - have been carried out by the SCF MO LCAO method in the MINDO/3 approximation and nonempirically on the OST-3GF (OST-3GF) basis. The general features of this process, and also the influence of solvation and of taking into account the vacant d-AOs of the sulfur atom in the protonated form of thiophene on the results of the calculation are considered. The results obtained have been used for a discussion of the activity and selectivity of the heterocycles considered in aromatic electrophilic substitution reactions

  11. Nature and electronic properties of Y-junctions in CNTs and N-doped CNTs obtained by the pyrolysis of organometallic precursors

    Science.gov (United States)

    Deepak, F. L.; John, Neena Susan; Govindaraj, A.; Kulkarni, G. U.; Rao, C. N. R.

    2005-08-01

    Carbon nanotubes (CNTs) and N-doped CNTs with Y-junctions have been prepared by the pyrolysis of nickelocene-thiophene and nickel phthalocyanine-thiophene mixtures, respectively, the latter being reported for the first time. The junctions are free from the presence of sulfur and contain only carbon or carbon and nitrogen. The electronic properties of the junction nanotubes have been investigated by scanning tunneling microscopy. Tunneling conductance measurements reveal rectifying behavior with regions of coulomb blockade, the effect being much larger in the N-doped junction nanotubes.

  12. Functional polythiophene nanoparticles: Size-controlled electropolymerization and ion selective response

    DEFF Research Database (Denmark)

    Si, P.C.; Chi, Qijin; Li, Z.S.

    2007-01-01

    polymerization to form polymer nanoparticles or clusters by which the size of the polymer nanoparticles can further be controlled electrochemically. The electropolymerization was monitored in situ by scanning tunneling microscopy to unravel the dynamics of the process and possible mechanisms. These are further......We have synthesized a thiophene derivative, (4-benzeno-15-crown-5 ether)-thiophene-3-methylene-amine (BTA), which was used as a monomer for electrochemical polymerization on metallic surfaces to prepare functional polymer films. Self-assembly of BTA monomers on Au(111) surfaces promotes ordered...

  13. Ultrasound-assisted oxidative desulfurization of bitumen

    Science.gov (United States)

    Kamal, Wan Mohamad Ikhwan bin Wan; Okawa, Hirokazu; Kato, Takahiro; Sugawara, Katsuyasu

    2017-07-01

    Bitumen contains a high percentage of sulfur (about 4.6 wt %). A hydrodesulfurization method is used to remove sulfur from bitumen. The drawback of this method is the requirement for a high temperature of >300 °C. Most of the sulfur in bitumen exists as thiophene. Oxidative desulfurization (ODS), involving oxidizing sulfur using H2O2, then removing it using NaOH, allows the removal of sulfur in thiophene at low temperatures. We removed sulfur from bitumen using ODS treatment under ultrasound irradiation, and 52% of sulfur was successfully removed. Additionally, the physical action of ultrasound assisted the desulfurization of bitumen, even at low H2O2 concentrations.

  14. Structure-Activity Analysis of Vinylogous Urea Inhibitors of Human Immunodeficiency Virus-Encoded Ribonuclease H ▿

    OpenAIRE

    Chung, Suhman; Wendeler, Michaela; Rausch, Jason W.; Beilhartz, Greg; Gotte, Matthias; O'Keefe, Barry R.; Bermingham, Alun; Beutler, John A.; Liu, Shixin; Zhuang, Xiaowei; Le Grice, Stuart F. J.

    2010-01-01

    Vinylogous ureas 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxamide and N-[3-(aminocarbonyl)-4,5-dimethyl-2-thienyl]-2-furancarboxamide (compounds 1 and 2, respectively) were recently identified to be modestly potent inhibitors of the RNase H activity of HIV-1 and HIV-2 reverse transcriptase (RT). Both compounds shared a 3-CONH2-substituted thiophene ring but were otherwise structurally unrelated, which prevented a precise definition of the pharmacophore. We have therefore exa...

  15. Enantiomerically pure (1S,5R) and racemic 3-(1-benzothiophen-2-yl)-8-azoniabicyclo 3.2.1 oct-2-ene acetate

    DEFF Research Database (Denmark)

    Frostrup, B.; Peters, D.; Bond, A. D.

    2012-01-01

    of the molecules in the asymmetric unit. The major component of the disorder has the thiophene ring in the same position as in the racemate, but generates a higher-energy molecular conformation. The minor disorder component has different intermolecular interactions but retains a more stable molecular conformation....... isostructural with the racemate, except that the glide symmetry is violated by interchange of CH and CH2 groups within the seven-membered ring. The space-group symmetry is reduced to P1 with two molecules in the asymmetric unit. The enantiomer structure shows disorder of the thiophene ring for one...

  16. Synthesis of stabilized phosphorus ylides from electron-poor alcohols and their applications in the preparation of 2,5-dihydrofuran derivatives

    Directory of Open Access Journals (Sweden)

    Yavar Ahmadi

    2012-12-01

    Full Text Available Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates, by alcohols (2-methanol thiophen, 3-methanol thiophen, 1,1,1,3,3,3-hexafluoro-2-propanol and [4-(trifluoromethyl-phenyl]methanol leads to vinyltriphenylphosphonium salts, which undergo Michael addition reaction with conjugate base to produce the corresponding stabilized phosphorus ylides. Wittig reaction of the stabilized phosphorus ylides with ninhydrin leads to the corresponding densely functionalized 2H-indeno[2,1-b]furans in fairly good yields.DOI: http://dx.doi.org/10.4314/bcse.v26i1.18

  17. A versatile route to benzodiazocine and spiropyran derivatives ...

    Indian Academy of Sciences (India)

    The photolytic reaction with trans-stilbene resulted in the exclusive formation of spiro{2 ,5 ,6 -triphenyl-2H-pyran-. 4 ,3}-benzo[b]thiophene-2-one derivatives. Theoretical calculations have been performed to study the mecha- nism and stereoselectivity of products. Good yield and broad scope of usable substrates of industrial ...

  18. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    The photolytic reaction with trans-stilbene resulted in the exclusive formation of spiro{2',5',6'-triphenyl-2H-pyran-4',3}-benzo[b]thiophene-2-one derivatives. Theoretical calculations have been performed to study the mechanism and stereoselectivity of products. Good yield and broad scope of usable substrates of industrial ...

  19. Photoinduced energy and electron transfer in fullerene- oligothiophene-fullerene triads

    NARCIS (Netherlands)

    Hal, Paul A. van; Knol, Joop; Langeveld-Voss, Bea M.W.; Meskers, Stefan C.J.; Hummelen, J.C.; Janssen, René A.J.

    2000-01-01

    A series of fullerene-oligothiophene-fullerene (C60-nT-C60) triads with n = 3, 6, or 9 thiophene units has been synthesized, and their photophysical properties have been studied using photoinduced absorption and fluorescence spectroscopy in solution and in the solid state as thin films. The results

  20. Micro-structure-mobility correlation in self-organised, conjugated polymer field-effect transistors

    NARCIS (Netherlands)

    Sirringhaus, H.; Brown, P.J.; Friend, R.H.; Nielsen, M.M.; Bechgaard, K.; Langeveld-Voss, B.M.W.; Spiering, A.J.H.; Janssen, R.A.J.; Meijer, E.W.

    2000-01-01

    We have investigated the correlation between polymer microstructure and charge carrier mobility in high-mobility, self-organised field-effect transistors of poly-3-hexyl-thiophene (P3HT). Two different preferential orientations of the microcrystalline P3HT domains with respect to the substrate have

  1. Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics

    DEFF Research Database (Denmark)

    Brandt, Rasmus G.; Sveegaard, Steffen G.; Xiao, Manjun

    2016-01-01

    In this communication, we investigate the direct and still conjugated intramolecular +N=B- interactions in novel high band gap borylated carbazole containing polymers, namely, poly(3,6-(N-di(2,4,6-trimethyl)-phenylboryl-carbazole)-alt- 4,8-di(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b: 4,5-b...

  2. Analysis of the failure mechanism for a stable organic photovoltaic during 10 000 h of testing

    DEFF Research Database (Denmark)

    Krebs, Frederik C; Norrman, Kion

    2007-01-01

    The degradation and failure mechanisms of a stable photovoltaic device comprising a bilayer heterojunction formed between poly(3-carboxythiophene-2,5-diyl-co-thiophene-2,5-diyl) (P3CT) and Buckminsterfullerene (C-60) sandwiched between indium tin oxide (ITO) and aluminium (Al) electrodes were...

  3. Selective kainate receptor (GluK1) ligands structurally based upon1H-Cyclopentapyrimidin-2,4(1H,3H)-dione: synthesis, molecular modeling, and pharmacological and biostructural characterization

    DEFF Research Database (Denmark)

    Venskutonyte, Raminta; Butini, Stefania; Coccone, Salvatore Sanna

    2011-01-01

    The physiological function of kainate receptors (GluK1- GluK5) in the central nervous system is not fully understood yet. With the aim of developing potent and selective GluK1 ligands, we have synthesized a series of new thiophene-based GluK1 agonists (6a-c) and antagonists (7a-d). Pharmacologica...

  4. α,β-Unsubstituted meso-Positioning Thienyl BODIPY: A Promising Electron Deficient Building Block for the Development of Near Infrared (NIR) p-type Donor-Acceptor (D-A) Conjugated Polymers

    KAUST Repository

    Squeo, Benedetta; Gregoriou, Vasilis G.; Han, Yang; Palma-Cando, Alex; Allard, Sybille; Serpetzoglou, Efthymis; Konidakis, Ioannis; Stratakis, Emmanuel; Avgeropoulos, Apostolos; Anthopoulos, Thomas D.; Heeney, Martin; Scherf, Ullrich; Chochos, Christos L.

    2018-01-01

    of the alkyl side chains at the two central thiophenes of the quaterthiophene segment results to lower Egopt, higher energy levels and increased hole mobility as compared to head-to-head (HH) positioning. Finally, even though the synthesized polymers exhibit

  5. The effect of passivation on the activity and structure of sulfided hydrotreating catalysts

    NARCIS (Netherlands)

    Louwers, S.P.A.; Crajé, M.W.J.; Kraan, van der A.M.; Geantet, C.; Prins, R.

    1993-01-01

    Air exposure (passivation) and subsequent resulfidation caused a substantial increase in the thiophene hydrodesulfurization activity of sulfided Co-Mo/Al2O3 catalysts. Since no effect was observed for Mo/Al2O3 and Co/Al2O3 catalysts, the passivation effect must be related to the Co---Mo---S

  6. Oil desulfurization using deep eutectic solvents as sustainable an economical extractants via liquid-liquid extraction: Experimental and PC-SAFT predictions

    NARCIS (Netherlands)

    Warrag, S.E.E.; Pototzki, Clarissa; Rodriguez Rodriguez, N.; van Sint Annaland, M.; Kroon, M.C.; Held, Christoph; Sadowski, G.; Peters, Cor

    2018-01-01

    The reduction of the sulfur content in crude oil is of utmost importance in order to meet the stringent environmental regulations. Thiophene and its derivatives are considered key substances to be separated from the crude oil. In previous works, six deep eutectic solvents (DESs) based on

  7. Film stresses and electrode buckling in organic solar cells

    KAUST Repository

    Brand, Vitali; Levi, Kemal; McGehee, Michae D.; Dauskardt, Reinhold H.

    2012-01-01

    We investigate the film stresses that develop in the polymer films and metal electrodes of poly(3-hexyl thiophene) (P3HT) and [6,6]-phenyl C61-butyric acid methyl ester (PCBM) bulk heterojunction (BHJ) organic solar cells. A compressive biaxial

  8. Phase Behaviour of 1-Ethyl-3-methylimidazolium Thiocyanate Ionic Liquid with Catalytic Deactivated Compounds and Water at Several Temperatures: Experiments and Theoretical Predictions

    Directory of Open Access Journals (Sweden)

    Ramalingam Anantharaj

    2011-01-01

    Full Text Available Density, surface tension and refractive index were determined for the binary mixture of catalytic deactivated compounds with 1-ethyl-3-methylimidazolium thiocyanate {[EMIM][SCN]} at temperature of (298.15 to 323.15 K. For all the compounds with ILs, the densities varied linearly in the entire mole fraction with increasing temperature. From the obtained data, the excess molar volume and deviation of surface tension and refractive index have been calculated. A strong interaction was found between similar (cation-thiophene or cation-pyrrole compounds. The interaction of IL with dissimilar compounds such as indoline and quinoline and other multiple ring compounds was found to strongly depend on the composition of IL at any temperatures. For the mixtures, the surface tension decreases in the order of: thiophene > quinoline > pyridine > indoline > pyrrole > water. In general from the excess volume studies, the IL-sulphur/nitrogen mixture has stronger interaction as compared to IL-IL, thiophene-thiophene or pyrrole-pyrrole interaction. The deviation of surface tension was found to be inversely proportional to deviation of refractive index. The quantum chemical based COSMO-RS was used to predict the non-ideal liquid phase activity coefficient for all mixtures. It indicated an inverse relation between activity coefficient and excess molar volumes.

  9. The role of Ni in sulfided carbon-supported Ni-Mo hydrodesulfurization catalysts

    NARCIS (Netherlands)

    Bouwens, S.M.A.M.; Barthe-Zahir, N.; Beer, de V.H.J.; Prins, R.

    1991-01-01

    The thiophene hydrodesulfurization activities of Ni and Ni---Mo sulfide catalysts supported on activated carbon were measured at atmospheric pressure and the catalyst structures were studied by means of X-ray photoelectron spectroscopy, dynamic oxygen chemisorption, and chemical sulfur analysis. The

  10. Efficient Synthesis of 1-Sulfonyl-1,2,3-triazoles

    Science.gov (United States)

    Raushel, Jessica; Fokin, Valery V.

    2010-01-01

    An efficient room temperature method for the synthesis of 1-sulfonyl-1,2,3-triazoles from in situ generated copper(I) acetylides and sulfonyl azides is described. Copper(I) thiophene-2-carboxylate (CuTC) catalyst produces the title compounds under both non-basic anhydrous and aqueous conditions in good yields. PMID:20931987

  11. Unusual bridging of three nitrates with two bridgehead protons in an octaprotonated azacryptand

    Science.gov (United States)

    Saeed, Musabbir A.; Fronczek, Frank R.; Huang, Ming-Ju; Hossain, Md. Alamgir

    2010-01-01

    Structural analysis of the nitrate complex of a thiophene-based azacryptand suggests that three nitrates are bridged with two bridgehead protons which play the topological role of two transition metal ions in a classical Werner type coordination complex bridging three anions. PMID:20066306

  12. Solvent extraction of aromatic sulfur compounds from n-heptane using the 1-ethyl-3-methylimidazolium tricyanomethanide ionic liquid

    International Nuclear Information System (INIS)

    Królikowski, Marek; Walczak, Klaudia; Domańska, Urszula

    2013-01-01

    Highlights: • LLE data for (EMIMTCM + thiophene/benzothiophene + n-heptane) were determined. • High S and β for the extraction of thiophene/benzothiophene from n-heptane was found. • Results of S and β were compared with available literature. • The NRTL model satisfactorily correlates the LLE data. -- Abstract: The ionic liquid 1-ethyl-3-methylimidazolium tricyanomethanide ([EMIM][TCM]) has been tested as a solvent for the separation of sulfur compounds from aliphatic hydrocarbon. Liquid–liquid phase equilibrium data have been determined for ternary systems containing the ionic liquid, thiophene or benzothiophene and n-heptane. The influence of temperature on the separation of thiophene from n-heptane was determined. High solubility of sulfur compounds and practical immiscibility of aliphatic hydrocarbon in ionic liquid have been found. The values of selectivity and solute distribution ratios have been calculated for all systems and compared with literature data for other 1-ethyl-3-methylimidazolium-based ionic liquids. High values of selectivity were obtained. The experimental data were correlated using the NRTL equation, and the binary interaction parameters have been reported. The phase equilibria diagrams for the ternary mixtures including the experimental and calculated tie-lines have been presented

  13. Electrode stabilizing materials

    Science.gov (United States)

    Amine, Khalil; Abouimrane, Ali; Moore, Jeffrey S.; Odom, Susan A.

    2015-11-03

    An electrolyte includes a polar aprotic solvent; an alkali metal salt; and an electrode stabilizing compound that is a monomer, which when polymerized forms an electrically conductive polymer. The electrode stabilizing compound is a thiophene, a imidazole, a anilines, a benzene, a azulene, a carbazole, or a thiol. Electrochemical devices may incorporate such electrolytes.

  14. Chlorine-containing natural compounds in higher plants

    DEFF Research Database (Denmark)

    Engvild, Kjeld Christensen

    1986-01-01

    More than 130 chlorine-containing compounds have been isolated from higher plants and ferns; about half are polyacetylenes, thiophenes and sesquiterpene lactones from the Asteraceae. A chlorinated chlorophyll may be an important part of photosystem 1. High biological activity is found in 4...

  15. Kompatibilisierung von Elastomerverschnitten durch Kautschukadditive mit maßgeschneiderten Oberflächeneigenschaften

    NARCIS (Netherlands)

    Tiwari, M.; Datta, Rabin; Guo, R.; Talma, Auke; van Ooij, W.J.; Dierkes, Wilma K.; Noordermeer, Jacobus W.M.

    2014-01-01

    Gummi ist ein herausforderndes Material, dessen Funktionalität stark von der Affinität seiner unterschiedlichen Bestand­teile und seiner Morphologie abhängt. Ein Weg, Polarität und Chemie der Füllstoffoberfläche maßzuschneidern, ist die Plasmabeschichtung. Werden Acetylen, Thiophen oder Pyrrol als

  16. Overcoming incompatibility in elastomer blends by rubber additives with tailored surface properties

    NARCIS (Netherlands)

    Tiwari, M.; Datta, Rabin; Guo, R.; Talma, Auke; van Ooij, W.J.; Dierkes, Wilma K.; Noordermeer, Jacobus W.M.

    2014-01-01

    Rubber is a challenging composite material, whose functionality strongly depends on the affinity of the different materials in the composite, and its morphology. One way to tailor polarity and chemistry of the filler surface is plasma coating. When using acetylene, thiophene, or pyrrole as monomers,

  17. Overcoming Incompatibility Problems in Elastomer Blends by Tailored Surface Properties of Rubber Additives

    NARCIS (Netherlands)

    Dierkes, Wilma K.; Tiwari, M.; Guo, R.; Datta, Rabin; Talma, Auke; Noordermeer, Jacobus W.M.; van Ooij, W.J.

    2013-01-01

    Rubber is a challenging composite material, whose functionality strongly depends on the affinity of the different materials in the composite and its morphology. One way to tailor polarity and chemistry of the filler surface is plasma coating. When using acetylene, thiophene, or pyrrole as monomers,

  18. Evidence for the existence of sulfur-doped fullerenes from elucidation of their photophysical properties

    Energy Technology Data Exchange (ETDEWEB)

    Glenis, S.; Cooke, S.; Chen, X.; Labes, M.M. [Temple Univ., Philadelphia, PA (United States)

    1996-01-01

    Cage carbon atoms of fullerenes were substituted by sulfur in sulfur-doped fullerenes synthesized by the authors. The synthesis method was based on the arc evaporation of graphite in the presence of thiophene or 3-methylthiophene. Structural characterization was accomplished through mass spectrometry and fluorescence spectroscopy and crude purification regimens using column chromatography were established. 24 refs., 4 figs., 1 tab.

  19. Mixed-Ligand Complexes Of Nickel (II) With 2-Acetylpyridine ...

    African Journals Online (AJOL)

    The preparation and spectral properties of five nickel (II) mixed-ligands complexes (Ni [2-Actsc.Y]CI2), derived from 2-acetylpyridinethiosermicarbazones and some nitrogen/sulphur monodentate ligands such as thiophene, ammonia, picoline, pyridine and aniline are described. The complexes have been characterized on ...

  20. Substituted 2,2':5',2'':5'',2''':5''',2'''':5'''',2''''': 5''''',2'''''':5'''''',2''''''':5''''''',2'''''''':5'''''''',2''''''''':5''''''''',2''''''''''-undecithiophenes, the longest characterized oligothiophenes

    NARCIS (Netherlands)

    Hoeve, ten W.; Wynberg, H.; Havinga, E.E.; Meijer, E.W.

    1991-01-01

    The title compds. I (n = 3, 11) were prepd. utilizing the Stetter reaction followed by ring closure with Lawesson's reagent. Optical studies and cond. data of doped I together with a series of differently sized oligothiophenes show that at the chain length of 11 thiophene rings the properties

  1. Impact of morphology on polaron delocalization in a semicrystalline conjugated polymer

    KAUST Repository

    Steyrleuthner, Robert; Zhang, Yuexing; Zhang, Lei; Kraffert, Felix; Cherniawski, Benjamin P.; Bittl, Robert; Briseno, Alejandro L.; Bredas, Jean-Luc; Behrends, Jan

    2016-01-01

    We investigate the delocalization of holes in the semicrystalline conjugated polymer poly(2,5-bis(3-alkylthiophene-2-yl)thieno[3,2-b]thiophene) (PBTTT) by directly measuring the hyperfine coupling between photogenerated polarons and bound nuclear

  2. High-photovoltage all-polymer solar cells based on a diketopyrrolopyrrole-isoindigo acceptor polymer

    NARCIS (Netherlands)

    Li, Z.; Xu, X.; Zhang, W.; Genene, Z.; Mammo, W.; Yartsev, A.; Andersson, M.R.; Janssen, R.A.J.; Wang, E.

    2017-01-01

    In this work, we synthesized and characterized two new n-type polymers PTDPP-PyDPP and PIID-PyDPP. The former polymer is composed of pyridine-flanked diketopyrrolopyrrole (PyDPP) and thiophene-flanked diketopyrrolopyrrole (TDPP). The latter polymer consists of PyDPP and isoindigo (IID). PIID-PyDPP

  3. Is the Chemical Strategy for Imbuing "Polyene" Character in Diketopyrrolopyrrole-Based Chromophores Sufficient for Singlet Fission?

    OpenAIRE

    Mukhopadhyay, T; Musser, AJ; Puttaraju, B; Dhar, J; Friend, Richard Henry; Patil, S

    2017-01-01

    In this work, we have rationally designed and synthesized a novel thiophene-diketopyrrolopyrrole (TDPP)-vinyl-based dimer. We have investigated the optical and electronic properties and have probed the photophysical dynamics using transient absorption to investigate the possibility of singlet exciton fission. These revealed extremely rapid decay to the ground state (

  4. Bulletin of Materials Science | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    Electrochemical corrosion resistance investigations were carried out in 5 M KOH, using potentiodynamic and electrochemical impedance spectroscopy (EIS) methods. On the basis of these investigations it was found, that the composite coatings containing thiophene are more corrosion resistant in alkaline solution than the ...

  5. The x-ray structure and MNDO calculations of a-terthienyl: a model for polythiophenes

    NARCIS (Netherlands)

    Bolhuis, van F.; Wynberg, H.; Havinga, E.E.; Meijer, E.W.; Staring, E.G.J.

    1989-01-01

    The x-ray structure of a-terthienyl reveals 2 identical, crystallog.-independent mols. in the unit cell. Neighboring thiophene moieties in a-terthienyl are placed antiparallel, while the mol. is almost planar, with torsional angles between the rings of about 6-9 Deg. MNDO calcns. of a-terthienyl

  6. Low-band gap donor-acceptor copolymers containing thienothiadiazole units for photovoltaics

    Czech Academy of Sciences Publication Activity Database

    Cimrová, Věra; Kmínek, Ivan; Pavlačková, Petra; Výprachtický, Drahomír

    2011-01-01

    Roč. 33, č. 17 (2011), s. 119-127 ISSN 1938-5862. [ECS Meeting /218./. Las Vegas, 10.10.2010-15.10.2010] R&D Projects: GA MŠk(CZ) 1M06031 Institutional research plan: CEZ:AV0Z40500505 Keywords : fluorene * thiophene * thienothiadiazole Subject RIV: BM - Solid Matter Physics ; Magnetism

  7. Spatial degradation mapping and componentwise degradation tracking in polymer-fullerene blends

    DEFF Research Database (Denmark)

    Pedersen, Emil Bøje Lind; Tromholt, Thomas; Madsen, Morten Vesterager

    2014-01-01

    Using X-ray absorption the effects of photodegradation in active layer materials for polymer solar cells are investigated. Through the observation of changes in the X-ray absorption energy spectra the degradation of the individual components is tracked in blends of poly-3-hexyl-thiophene (P3HT) a...

  8. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    Thiophene-substituted chalcones were cyclised with guanidine in the presence of potassium hydroxide to get 4-substituted-6-thiophenopyrimidines 2a-e which were then refluxed with acetylacetone to obtain pyrimidopyrimidines 3a-e. Compounds 2a-e were also refluxed with ethylacetoacetate to afford ...

  9. Mesogenic benzothiazole derivatives with methoxy substituents

    Indian Academy of Sciences (India)

    Unknown

    2003-10-11

    Oct 11, 2003 ... literature. Barbera et al14 have synthesized 2-pyr- azoline derivatives and also studied the optical,. NLO and mesogenic properties of such materials. Highly polar thiophene-based liquid crystals have also been reported15 in the literature. However, fused ring heterocyclic derivatives which are two conden-.

  10. Enhanced pervaporative desulfurization by polydimethylsiloxane membranes embedded with silver/silica core-shell microspheres

    International Nuclear Information System (INIS)

    Cao Ruijian; Zhang Xiongfei; Wu Hong; Wang Jingtao; Liu Xiaofei; Jiang Zhongyi

    2011-01-01

    Pervaporative desulfurization based on membrane technology provides a promising alternative for removal of sulfur substances (as represented by thiophene) in fluid catalytic cracking (FCC) gasoline. The present study focused on the performance enhancement of polydimethylsiloxane (PDMS) membrane by incorporation of core-shell structured silver/silica microspheres. A silane coupling agent, N-[3-(trimethoxysily)propyl]-ethylenediamine (TSD), was used to chelate the Ag + via its amino groups and attach the silver seeds onto the silica surface via condensation of its methoxyl groups. The resultant microspheres were characterized by Zeta-positron annihilation lifetime spectroscopy (ZetaPALS), inductively coupled plasmaoptical emission spectrophotometer (ICP), transmission electron microscopy (TEM), X-ray diffraction (XRD) and X-ray photoelectron spectroscopy (XPS). The Ag + /SiO 2 -PDMS composite membranes were prepared by blending PDMS with the as-synthesized silver/silica microspheres. PALS analysis was used to correlate the apparent fractional free volume with permeation flux. The sorption selectivity towards thiophene was enhanced after incorporation of silver/silica microspheres due to the π-complexation between the silver on the microsphere surface and the thiophene molecules. The pervaporative desulfurization performance of the composite membrane was investigated using thiophene/n-octane mixture as a model gasoline. The composite membrane exhibited an optimum desulfurization performance with a permeation flux of 7.76 kg/(m 2 h) and an enrichment factor of 4.3 at the doping content of 5%.

  11. Quenching of excited uranyl ion during its photochemical reduction with triphenyl-phosphine : Part IV - effect of heterocyclic molecules

    International Nuclear Information System (INIS)

    Sidhu, M.S.; Bhatia, P.V.K.

    1994-01-01

    The presence of heterocyclic compounds triggers off a competition between photophysical and photochemical annihilation of excited uranyl ion during its photochemical reduction with triphenylphosphine. This competition is used to measure Stern-Volmer constant using UV visible spectrophotometer for quenching the uranyl ion luminescence with a number of heterocyclic molecules viz., pyridine, thiophene bipyridyl, tetrahydrofuran and piperidine. (author). 7 refs., 2 figs., 1 tab

  12. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    In this communication, we report the synthesis of three newly designed fluorescent polymers P1-P3, starting from simple thiophene derivatives through precursor polyhydrazide route. The new polymers, carrying donor and acceptor heterocyclic moieties with different spacer groups were found to be thermally stable and ...

  13. Hybrid TiO2: polymer photovoltaic cells made from a titanium oxide precursor

    NARCIS (Netherlands)

    Slooff, L.H.; Wienk, M.M.; Kroon, J.M.

    2004-01-01

    Hybrid TiO2:polymer photovoltaic cells were made from mixtures of titanium(IV) isopropoxide and poly[2-methoxy-5-(3',7'-dimethyloctyl)-p-phenylene vinylene] (MDMO-PPV) or poly(3-octyl thiophene) (P3OT) via hydrolysis in air. Cells were made with varying titanium(IV) isopropoxide:polymer ratios.

  14. The effect of intramolecular donor–acceptor moieties with donor–π-bridge–acceptor structure on the solar photovoltaic performance

    Directory of Open Access Journals (Sweden)

    T. L. Wang

    2015-10-01

    Full Text Available A series of intramolecular donor–acceptor polymers containing different contents of (E-1-(2-ethylhexyl-6,9-dioctyl-2-(2-(thiophen-3-ylvinyl-1H-phenanthro[9,10-d]imidazole (thiophene-DOPI moiety and 4,4-diethylhexylcyclopenta[ 2,1-b:3,4-b']dithiophene (CPDT unit was synthesized via Grignard metathesis (GRIM polymerization. The synthesized random copolymers and homopolymer of thiophene-DOPI contain the donor–π-bridge–acceptor conjugated structure to tune the absorption spectra and energy levels of the resultant polymers. UV-vis spectra of the three polymer films exhibit panchromatic absorptions ranging from 300 to 1100 nm and low band gaps from 1.38 to 1.51 eV. It is found that more thiophene-DOPI moieties result in the decrease of band gap and lower the highest occupied molecular orbital (HOMO and lowest unoccupied molecular orbital (LUMO values of polymers. Photovoltaic performance results indicate that if the content of the intramolecular donor–acceptor moiety is high enough, the copolymer structure may be better than homopolymer due to more light-harvesting afforded by both monomer units.

  15. Enhanced natural attenuation of heterocyclic hydrocarbons: biodegradation under anaerobic conditions and in the presence of H2O2

    International Nuclear Information System (INIS)

    Sagner, A.; Tiehm, A.

    2005-01-01

    Heterocyclic aromatic compounds containing nitrogen, sulfur, or oxygen (NSO-HET) are highly mobile due to their high water solubility and low anaerobic degradation rates. In addition some of them are highly toxic and also carcinogenic. However, this class of pollutants is not included in standard risk assessment protocols. In our study, NSO-HET were analyzed in tar oil polluted groundwater plumes originating from (i) a small landfill and (ii) an abandoned manufactured gas plant site. A similar composition of the NSO-HET benzofuran, dibenzo-furan, benzo-thiophene, dibenzo-thiophene, quinoline, and carbazole was found at the two sites. In the polluted groundwater plume, the two ring NSO-HET decreased more rapidly as compared to the three ring NSO-HET. In anaerobic microcosm studies, only benzofuran was degraded under sulfate reducing conditions. In the presence of Fe(III) or nitrate, benzo-thiophene and dibenzo-thiophene were degraded within 400 days. Under aerobic conditions, the degradation of all NSO-HET was observed. In conclusion, the addition of oxygen or hydrogen peroxide is a suitable measure to stimulate biodegradation of hetero-aromatic compounds. (authors)

  16. Small band gap copolymers based on furan and diketopyrrolopyrrole for field-effect transistors and photovoltaic cells

    NARCIS (Netherlands)

    Bijleveld, Johan C.; Karsten, Bram P.; Mathijssen, Simon G.J.; Wienk, Martijn M.; Leeuw, Dago M. de; Janssen, René A.J.

    2011-01-01

    Four small band gap semiconducting copolymers based on electron deficient diketopyrrolopyrrole alternating with electron rich trimers containing furan and benzene or thiophene have been synthesized via Suzuki polymerization. The polymers have optical band gaps between 1.4 and 1.6 eV, optimized for

  17. Increasing the radiosensitivity of tumours in an hypoxic environment using inhibitors of the pentose phosphate pathway

    International Nuclear Information System (INIS)

    Sahasrabudhe, M.B.; Bhonsle, S.R.; Krishnamurti, K.; Tilak, B.D.

    1977-01-01

    Rapidly growing tumours contain few blood vessels in the tumour mass. Cells in such tumours obtain nutrients and oxygen from the periphery by diffusion, resulting in a diminishing oxygen and nutrient gradient from the periphery to centre of the tumour mass. In normal tissues, oxygen is utilized via a tricarboxylic acid (TCA) cycle; in tumour cells oxygen is utilized via a hexose monophosphate (HMP) pathway and through the TCA cycle at a 30% reduced level. Interference with the HMP pathway selectively inhibits the utilization of oxygen by tumour cells, thus increasing the availability of oxygen to hypoxic cells situated deeper in the tumour mass. This effect has been exploited for increasing the radiosensitivity of tumour cells situated in an hypoxic environment. The influence of sixteen potential antimetabolites on the HMP pathway has been studied. Of these, six compounds, namely, (1) 2-carboxy 5-hydroxymethyl thiophene, (2) the sodium salt of 2:5 dicarbethoxy 3:4 dihydroxy thiophene, (3) the dihydrazide of 2:5 dicarboxy thiophene, (4) the dihydrazide of 3:4 dimethoxy 2:5 dicarboxy thiophene, (5) trithiocyanuric acid, and (6) cyanuric trithioglycollic acid showed an inhibiting effect on the HMP pathway without any influence on the TCA cycle. Influence of administration of compounds (1), (2) and (4) prior to radiation on the growth of transplanted fibrosarcomas in mice has been studied and is reported here. These three compounds showed marked potentiation of radiosensitivity of tumours. (author)

  18. Dynamics of photogenerated polarons and polaron pairs in P3HT thin films

    Czech Academy of Sciences Publication Activity Database

    Menšík, Miroslav; Pfleger, Jiří; Toman, Petr

    2017-01-01

    Roč. 677, 1 June (2017), s. 87-91 ISSN 0009-2614 R&D Projects: GA MŠk(CZ) LO1507 Institutional support: RVO:61389013 Keywords : poly(3-hexyl thiophene) * transient absorption spectroscopy * polaron and polaron pairs Subject RIV: CD - Macromolecular Chemistry OBOR OECD: Polymer science Impact factor: 1.815, year: 2016

  19. High performance low voltage organic field effect transistors on plastic substrate for amplifier circuits

    NARCIS (Netherlands)

    Houin, G.J.R.; Duez, F.; Garcia, L.; Cantatore, E.; Torricelli, F.; Hirsch, L.; Belot, D.; Pellet, C.; Abbas, M.

    2016-01-01

    The high performance air stable organic semiconductor small molecule dinaphtho[2,3-b:2',3'-f]thieno[3,2-b]thiophene (DNTT) was chosen as active layer for field effect transistors built to realize flexible amplifier circuits. Initial device on rigid Si/SiO2 substrate showed appreciable performance

  20. Synthesis and luminescence properties of europium and terbium complexes with pyridine- or bipyridine-linked oligothiophene ligand

    International Nuclear Information System (INIS)

    Liu Ping; Huang Mingsheng; Pan Wanzhang; Zhang Yamin; Hu Jianhua; Deng Wenji

    2006-01-01

    With an aim to develop novel luminescence materials, europium and terbium complexes of 2,5-(2-thiophene)-pyridine (TPY) and 5,5'-bis(5-(2,2'-bithiophene))-2,2'-bipyridine (B2TBPY) were synthesized, and their luminescence properties studied. The complexes exhibit ligand-sensitized emission, which is typical of Eu(III) and Tb(III) ions

  1. EXAFS Determination of the Structure of Cobalt in Carbon-Supported Cobalt and Cobalt-Molybdenum Sulfide Hydrodesulfurization Catalysts.

    NARCIS (Netherlands)

    Koningsberger, D.C.; Bouwens, S.M.A.M.; Veen, J.A.R. van; Beer, V.H.J. de; Prins, R.

    1991-01-01

    The structure of the cobalt present in carbon-supported Co and Co-Mo sulfide catalysts was studied by means of X-ray absorption spectroscopy at the Co K-edge and by X-ray photoelectron spectroscopy (XPS). Thiophene hydrodesulfurization activities were used to measure the catalytic properties of

  2. CHEMISTRY OF THIENOPYRIDINES .39. SYNTHESIS OF [1]BENZOTHIENO[2,3-H]ISOQUINOLINE AND RELATED STUDIES

    NARCIS (Netherlands)

    KLEMM, LH; SEVERNS, B; WYNBERG, H

    Benzo[b]thiophene-2-carboxaldehyde undergoes condensation with 4-methylpyridine and with 2-methylquinoline to produce trans-diarylethenes (52% and 76%, respectively). The former alkene photocyclizes in cyclohexane to yield [1]benzo[2,3-h]isoquinoline (35%), while the latter alkene does not give

  3. Low-temperature side-chain cleavage and decarboxylation of polythiophene esters by acid catalysis

    DEFF Research Database (Denmark)

    Søndergaard, Roar; Norrman, Kion; Krebs, Frederik C

    2012-01-01

    Solubility switching of polymers is very useful in thin layer processing of conjugated polymers, as it allows for multilayer processing and increases the stability of the polymer. Acid catalyzed thermocleavage of ester groups from thiophene polymers carrying primary, secondary, and tertiary subst...

  4. Zinc-aluminates for an in situ sulfur reduction in cracked gasoline

    Energy Technology Data Exchange (ETDEWEB)

    Quintana-Solorzano, R.; Valente, J.S.; Hernandez-Beltran, F.J.; Castillo-Araiza, C.O. [Instituto Mexicano del Petroleo, Eje Central Lazaro Cardenas Norte 152 C.P., 07730 Mexico, D.F. (Mexico)

    2008-05-30

    Using additives remains as an attractive alternative for an in situ sulfur reduction in cracked gasoline since it is a practical, flexible and economical option. Zinc-aluminates prepared by the sol-gel method are used as additives for reducing sulfur in gasoline from the cracking of a high-sulfur feed in a fixed-bed bench reactor. Products distribution and feed conversion are not dramatically altered after incorporating the additive to the base catalyst with some effect on gasoline and its octane number and coke. A decrease in the gasoline sulfur content of up to 35 wt% including benzothiophene, and up to 50% excluding benzothiophene, is observed when blending the zinc-aluminates to the base catalyst, which is caused by lowering the C{sub 1} to C{sub 4} alkyl-thiophenes content. The zinc content of the zinc-aluminates has a positive effect on the gasoline sulfur reduction. It is suggested that together with the direct cracking of adsorbed thiophenic species on the additive, a further gasoline sulfur decrease is possible through cracking of saturated thiophenic species formed by hydrogenation of adsorbed thiophenic species with hydrogen produced in situ in the additive. The obtained results also demonstrate that solids with higher Lewis acidity are not unfailingly the most effective for gasoline sulfur reduction. (author)

  5. Synergism between Ni and W in the NiW/gama-Al2O3 Hydrotreating Catalysts

    Czech Academy of Sciences Publication Activity Database

    Spojakina, A.A.; Palcheva, R.; Jirátová, Květa; Tyuliev, G.; Petrov, L.

    2005-01-01

    Roč. 104, 1-2 (2005), s. 45-52 ISSN 1011-372X Institutional research plan: CEZ:AV0Z40720504 Keywords : NiW/gama-Al2O3 * Thiophene hydrodesulfurization * TPR, XPS Subject RIV: CI - Industrial Chemistry, Chemical Engineering Impact factor: 2.088, year: 2005

  6. Gas-Phase Excited State Dynamics of Bithiophenes

    DEFF Research Database (Denmark)

    Skov, Anders Bo; Baldtzer Liisberg, Mikkel; Bjørnholst, Martin Alex

    Ved hjælp af pump-probe spektroskopi undersøges de exciterede tilstandes dynamik af forskellige modelsystemer af polythiophen-polymerer til brug i solceller. Resultaterne viser at langt-levede, nyttige tilstande opstår allerede ved bithiophen-niveau, mens at thiophen og dimethylthiophen er dårlige...

  7. Microstructure-mobility correlation in self-organised, conjugated polymer field-effect transistors

    DEFF Research Database (Denmark)

    Sirringhaus, H.; Brown, P.J.; Friend, R.H.

    2000-01-01

    We have investigated the correlation between polymer microstructure and charge carrier mobility in high-mobility, self-organised field-effect transistors of poly-3-hexyl-thiophene (P3HT). Two different preferential orientations of the microcrystalline P3HT domains with respect to the substrate have...

  8. Soluble phthalocyanines - new materials for optoelectronics

    Czech Academy of Sciences Publication Activity Database

    Biler, M.; Zhivkov, I.; Rakušan, J.; Karásková, M.; Pochekailov, S.; Wang, G.; Nešpůrek, Stanislav

    2005-01-01

    Roč. 7, č. 3 (2005), s. 1365-1370 ISSN 1454-4164 R&D Projects: GA MPO FT-TA/036; GA MŠk ME 700 Institutional research plan: CEZ:AV0Z40500505 Keywords : phthalocyanine * poly[3,4-(ethylenedioxy)thiophene] * electrical properties Subject RIV: CD - Macromolecular Chemistry Impact factor: 1.138, year: 2005

  9. Radioiodinated 5-iodothienyl-2-substituted long chain fatty acids for myocardial imaging

    International Nuclear Information System (INIS)

    Goodman, M.M.; Knapp, F.F. Jr.; Kirsch, G.; Owen, B.A.

    1984-01-01

    Thienyl-2-alkyl derivatives undergo facile iodination regiospecifically at the 5-position of the thiophene ring and are alternatives to iodophenyl agents. /sup 125/I-labeled 2-(17-oxoheptadecanoly)-5-iodothiophene (VIIIa) and /sup 125/I-labeled 2-(13-oxotridecanoyl)-5-iodothiophene (VIIIb) were prepared as model agents. The substrate was 2-(17-oxoheptadecanoyl)thiophene (VIa), in which the thiophene ring was attached to the terminal position of heptadecanoic acid. (VIa) was prepared by Friedel-Crafts condensation of 16-iodohexadecanoyl chloride, with thiophene followed by -I + CN/sup -/ → -CN; Wolff-Kishner reduction; -CN + OH/sup -/ → -COOH (VI). Regiospecific rho-[bis-(trifluoroacety 1)] thallation of (VIa), followed by treatment with KI gave 2-(17-oxoheptadecanoyl)-5-iodothiophene (VIIIa). Compound VIIIb was prepared in the same manner. Compounds Ia, b-VIIIa,b, were analyzed by TLC, IR, MS, NMR, and CandH. I-125-labeled (VIIIa) and (VIIIb) were prepared in the same manner. I-125 (VIIIb) showed high myocardial uptake in rats (4/group). Iodothienyl fatty acids may represent alternatives to iodophenyl substituted fatty acids for myocardial imaging

  10. Rapid, facile synthesis of conjugated polymer zwitterions in ionic liquids

    Energy Technology Data Exchange (ETDEWEB)

    Page, Zachariah A. [Polymer Science & Engineering Department; Conte Center for Polymer Research; University of Massachusetts; Amherst, USA; Liu, Feng [Polymer Science & Engineering Department; Conte Center for Polymer Research; University of Massachusetts; Amherst, USA; Russell, Thomas P. [Polymer Science & Engineering Department; Conte Center for Polymer Research; University of Massachusetts; Amherst, USA; Emrick, Todd [Polymer Science & Engineering Department; Conte Center for Polymer Research; University of Massachusetts; Amherst, USA

    2014-01-01

    Ionic liquids (ILs) were utilized for the rapid air-stable Suzuki polymerization of polar zwitterionic thiophene monomers, precluding the need for volatile organic solvents, phosphine ligands and phase transfer catalysts typically used in conjugated polymer synthesis.

  11. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    Home; Journals; Journal of Chemical Sciences. UDAYAKUMAR D. Articles written in Journal of Chemical Sciences. Volume 128 Issue 9 September 2016 pp 1423-1433 Regular Article. D-A conjugated polymers containing substituted thiophene, 1,3,4-oxadiazole and non-conjugation linkers: Synthesis and study of optical ...

  12. Early diagenesis of bacteriohopanetetrol derivatives: Formation of fossil homohopanoids

    NARCIS (Netherlands)

    Sinninghe Damsté, J.S.; Duin, A.C.T. van; Hollander, D.; Kohnen, M.E.L.

    1995-01-01

    Diagenetic pathways of bacteriohopanepolyol derivatives are proposed based on the concentrations and 13C contents of homohopanes, homohop-17(21)-enes, benzohopanes, hopanoid thiophenes and sulphides, and macromolecularly S-bound homohopanes present in the extracts of twelve composite one metre

  13. Sulfidation of carbon-supported iron oxide catalysts

    NARCIS (Netherlands)

    Ramselaar, W.L.T.M.; Hadders, R.H.; Gerkema, E.; Beer, de V.H.J.; Oers, van E.M.; Kraan, van der A.M.

    1989-01-01

    The sulfidation of carbon-supported iron oxide catalysts was studied by means of in-situ Mössbauer spectroscopy at temperatures down to 4.2 K. The catalysts were dried in two different ways and then sulfided in a flow of 10% H2S in H2 at temperatures between 293 and 773 K. Thiophene

  14. The reactions of anthronylidene carbene with some heterocyclic compounds

    International Nuclear Information System (INIS)

    Divisia, Bernadette

    1970-01-01

    The action of the anthronylidene carbene, generated by photochemical decomposition of 9-diazo 10-anthron, on four heterocyclic compounds (furan, thiophene, 1-methyl-pyrrole and 2,5-dihydrofuran) has been examined. Two classical carbene reactions have been observed: the addition on double bond (furan, thiophene, 1-methylpyrrole) and hydrogen atom abstraction of the heterocyclic compound (2,5-dihydrofuran). In the case of furan and thiophene, the cyclo-propanic compound resulting from the addition is spontaneously transformed into an ethylenic derivative by valence isomerization. The furan derivative undergoes a cis-trans isomerization, while the thiophene one undergoes an extra carbene attack. In the case of 1-methylpyrrole, the corresponding cyclo-propanic compound undergoes a ring cleavage, followed by a hydrogen atom migration leading to the formation of a substituted anthron. Only an allylic hydrogen atom selective abstraction of heterocyclic compound takes place in the reaction of anthronylidene carbene with 2,5-dihydrofuran. The asymmetrical coupling of radicals so obtained yields the corresponding substituted anthron. (author) [fr

  15. Fixation of carbon dioxide into dimethyl carbonate over ...

    Science.gov (United States)

    A titanium-based zeolitic thiophene-benzimidazolate framework has been designed for the direct synthesis of dimethyl carbonate (DMC) from methanol and carbon dioxide. The developed catalyst activates carbon dioxide and delivers over 16% yield of DMC without the use of any dehydrating agent or requirement for azeotropic distillation. Prepared for submission to Nature Scientific reports.

  16. Charge Separation and Recombination in Small Band Gap Oligomer-Fullerene Triads

    NARCIS (Netherlands)

    Karsten, Bram P.; Bouwer, Ricardo K. M.; Hummelen, Jan C.; Williams, Rene M.; Janssen, Rene A. J.

    2010-01-01

    Synthesis and photophysics of a series of thiophene-thienopyrazine small band gap oligomers end-capped at both ends with C(60) are presented In these triads a photoinduced electron transfer reaction occurs between the oligomer as a donor and the fullerene as an acceptor Femtosecond photoinduced

  17. Photoinduced electron transfer and photocurrent in multicomponent organic molecular films containing oriented porphyrin-fullerene dyad

    NARCIS (Netherlands)

    Kaunisto, Kimmo; Vuorinen, Tommi; Vahasalo, Heidi; Chukharev, Vladimir; Tkachenko, Nikolai V.; Efimov, Alexander; Tolkki, Antti; Lehtivuori, Heli; Lemmetyinen, Helge

    2008-01-01

    Layers of poly(3-hexylthiophene), PHT, phenyl vinyl thiophene, PVT3, poly(p-phenylene-2,3′-bis(3,2′-diphenyl)-quinoxaline-7-7′- diyl), PPQ, and covalently linked porphyrin-fullerene donor-acceptor dyad, P-F, were deposited as various multilayer films, which then were used to study photoinduced

  18. Download this PDF file

    African Journals Online (AJOL)

    electrochemistry was also observed in the case of very thick PS films, and at potentials where polythiophene is an insulator, suggesting that we are dealing with a composite. Potentiostatic oxidation of equimolar amounts of aniline and thiophene monomers in sulfuric acid yielded voltammograms depicting mainly polyaniline ...

  19. The chemistry of 1,1-dithiolates

    DEFF Research Database (Denmark)

    Henriksen, Lars; Autrup, Herman

    1970-01-01

    The reaction of dipotassium 2-nitroethylene-1,1-dithiolate (III) with α-halogeno aldehydes or ketones leads to derivatives of 3-nitro-thiophene-2-thiols. These reactions proceed by an acid catalyzed cyclization of the initially formed 1-(acylmethylthio)-2-nitroethylene-1-thiolates (IV). The infra...

  20. From computational discovery to experimental characterization of a high hole mobility organic crystal.

    KAUST Repository

    Sokolov, Anatoliy N; Atahan-Evrenk, Sule; Mondal, Rajib; Akkerman, Hylke B; Sá nchez-Carrera, Roel S; Granados-Focil, Sergio; Schrier, Joshua; Mannsfeld, Stefan C B; Zoombelt, Arjan P; Bao, Zhenan; Aspuru-Guzik, Alá n

    2011-01-01

    can be hindered by synthetic and characterization difficulties. Here we show that in silico screening of novel derivatives of the dinaphtho[2,3-b:2',3'-f]thieno[3,2-b]thiophene semiconductor with high hole mobility and air stability can lead