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Sample records for thiophene poluchenie kompositnykh

  1. Thiophene metabolism by E. coli

    Energy Technology Data Exchange (ETDEWEB)

    Clark, D.P.

    1991-01-01

    The objective for this project was to continue the genetic analysis of the thiophene oxidation system, in particular: 1. characterization of the biochemical pathway for thiophene oxidation, 2. identification and mapping of any further genes involved in thiophene degradation, 3. analysis of how the thd genes are regulated, and 4. cloning and sequencing of at least some of the thd genes.

  2. 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).

  3. 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...... microscopy. The growth mechanism of such thiophene fibers is compared to that of para-phenylenes. Distinct needle orientations are present on the surface, their formation being explained by a combination of epitaxy and electric field assisted alignment....

  4. Thiophene in Conducting Polymers: Synthesis of Poly(thiophene)s and Other Conjugated Polymers Containing Thiophenes, for Application in Polymer Solar Cells

    DEFF Research Database (Denmark)

    Livi, Francesco; Carlé, Jon Eggert; Bundgaard, Eva

    2015-01-01

    Conducting polymers based on thiophene are described. The polymers include poly(thiophene) with and without side-chains and other conjugated polymers in general, based on thiophene. The synthesis and characteristics of the polymers are described along with the application of these as light-absorb......-absorbing materials in polymer solar cells.......Conducting polymers based on thiophene are described. The polymers include poly(thiophene) with and without side-chains and other conjugated polymers in general, based on thiophene. The synthesis and characteristics of the polymers are described along with the application of these as light...

  5. Thiophenic Sulfur Compounds Released During Coal Pyrolysis.

    Science.gov (United States)

    Xing, Mengwen; Kong, Jiao; Dong, Jie; Jiao, Haili; Li, Fan

    2013-06-01

    Thiophenic sulfur compounds are released during coal gasification, carbonization, and combustion. Previous studies indicate that thiophenic sulfur compounds degrade very slowly in the environment, and are more carcinogenic than polycyclic aromatic hydrocarbons and nitrogenous compounds. Therefore, it is very important to study the principle of thiophenic sulfur compounds during coal conversion, in order to control their emission and promote clean coal utilization. To realize this goal and understand the formation mechanism of thiophenic sulfur compounds, this study focused on the release behavior of thiophenic sulfur compounds during coal pyrolysis, which is an important phase for all coal thermal conversion processes. The pyrolyzer (CDS-5250) and gas chromatography-mass spectrometry (Focus GC-DSQII) were used to analyze thiophenic sulfur compounds in situ . Several coals with different coal ranks and sulfur contents were chosen as experimental samples, and thiophenic sulfur compounds of the gas produced during pyrolysis under different temperatures and heating rates were investigated. Levels of benzothiophene and dibenzothiophene were obtained during pyrolysis at temperatures ranging from 200°C to 1300°C, and heating rates ranging from 6°C/ms to 14°C/ms and 6°C/s to 14°C/s. Moreover, the relationship between the total amount of benzothiophene and dibenzothiophene released during coal pyrolysis and the organic sulfur content in coal was also discussed. This study is beneficial for understanding the formation and control of thiophenic sulfur compounds, since it provides a series of significant results that show the impact that operation conditions and organic sulfur content in coal have on the amount and species of thiophenic sulfur compounds produced during coal pyrolysis.

  6. Thiophenic Sulfur Compounds Released During Coal Pyrolysis

    Science.gov (United States)

    Xing, Mengwen; Kong, Jiao; Dong, Jie; Jiao, Haili; Li, Fan

    2013-01-01

    Abstract Thiophenic sulfur compounds are released during coal gasification, carbonization, and combustion. Previous studies indicate that thiophenic sulfur compounds degrade very slowly in the environment, and are more carcinogenic than polycyclic aromatic hydrocarbons and nitrogenous compounds. Therefore, it is very important to study the principle of thiophenic sulfur compounds during coal conversion, in order to control their emission and promote clean coal utilization. To realize this goal and understand the formation mechanism of thiophenic sulfur compounds, this study focused on the release behavior of thiophenic sulfur compounds during coal pyrolysis, which is an important phase for all coal thermal conversion processes. The pyrolyzer (CDS-5250) and gas chromatography–mass spectrometry (Focus GC-DSQII) were used to analyze thiophenic sulfur compounds in situ. Several coals with different coal ranks and sulfur contents were chosen as experimental samples, and thiophenic sulfur compounds of the gas produced during pyrolysis under different temperatures and heating rates were investigated. Levels of benzothiophene and dibenzothiophene were obtained during pyrolysis at temperatures ranging from 200°C to 1300°C, and heating rates ranging from 6°C/ms to 14°C/ms and 6°C/s to 14°C/s. Moreover, the relationship between the total amount of benzothiophene and dibenzothiophene released during coal pyrolysis and the organic sulfur content in coal was also discussed. This study is beneficial for understanding the formation and control of thiophenic sulfur compounds, since it provides a series of significant results that show the impact that operation conditions and organic sulfur content in coal have on the amount and species of thiophenic sulfur compounds produced during coal pyrolysis. PMID:23781126

  7. Thiophene in Conducting Polymers: Synthesis of Poly(thiophene)s and Other Conjugated Polymers Containing Thiophenes, for Application in Polymer Solar Cells

    DEFF Research Database (Denmark)

    Livi, Francesco; Carlé, Jon Eggert; Bundgaard, Eva

    2015-01-01

    Conducting polymers based on thiophene are described. The polymers include poly(thiophene) with and without side-chains and other conjugated polymers in general, based on thiophene. The synthesis and characteristics of the polymers are described along with the application of these as light......-absorbing materials in polymer solar cells....

  8. Growth of nanofibers from thiophenes, thiophene-phenylenes and phenylenes: a systematic study

    DEFF Research Database (Denmark)

    Rubahn, Horst-Günter; Balzer, Frank; Schiek, Manuela

    2007-01-01

    ('nanofiber') growth. The former growth mode is observed for blue light emitting phenylene fibers, whereas the latter growth mode appears for single crystalline fibers made from green- and orange-light emitting oligo-thiophenes and thiophene/phenylene co-oligomers. In all cases the tailored bottom-up growth...

  9. Hydrodesulfurization of thiophenic compounds: the reaction mechanism

    International Nuclear Information System (INIS)

    Kwart, H.; Schuit, G.C.A.; Gates, B.C.

    1980-01-01

    It has often been assumed that catalytic hydrodesulfurization of thiophene and related compounds proceeds via a one-point end-on adsorption involving bonding of the sulfur atom with Mo ions at an anion vacancy on the catalyst surface. This interpretation is inadequate, failing to account for hydrogen-deuterium exchange results, the reactivities of benzothiophene and dibenzothiophene, and the small steric effects of methyl substituents on the adsorption and reaction of compounds in the thiophene, benzothiopene, and dibenzothiophene families of homologs. An alternative mechanism, presented here, involves a multipoint adsorption of the reactant, with a C=C bond interacting with a Mo cation, and the S atom of the reactant interacting with an S ion on the surface. The new mechanism accounts for the observed deuterium exchange and hydrodesulfurization reactions and is consistent with the observed steric effects. 24 references, 5 figures

  10. Uses of acetoacetanilide for the synthesis of thiophene derivatives ...

    African Journals Online (AJOL)

    Uses of acetoacetanilide for the synthesis of thiophene derivatives with cytotoxic activities. ... Bulletin of the Chemical Society of Ethiopia ... The latter was the key starting material for the synthesis of different thiophene and fused derivatives through its reaction with aryldiazonium chloride, benzaldehyde and acetic anhydride.

  11. 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...

  12. A NIXSW and NEXAFS investigation of thiophene on Cu(111)

    Science.gov (United States)

    Milligan, P.; M cNamarra, J.; Murphy, B.; Cowie, B. C. C.; Lennon, D.; Kadodwala, M.

    1998-09-01

    The local registry and geometry of thiophene at sub-monolayer coverages on Cu(111) has been probed with normal incidence X-ray standing wavefield absorption (NIXSW) and near edge X-ray absorption fine structure (NEXAFS). Thiophene was found to adopt a flat geometry on the surface with the sulphur atom in an atop position. The relatively short data collection times required for the NIXSW technique were found to be beneficial when looking at thiophene overlayers which are sensitive to X-ray induced damage.

  13. 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.

  14. 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.

  15. A review of the occurrence, toxicity, and biodegradation of condensed thiophenes found in petroleum

    Energy Technology Data Exchange (ETDEWEB)

    Kropp, K.G.; Fedorak, P.M. [Alberta Univ., Dept. of Biological Sciences, Edmonton, AB (Canada)

    1998-07-01

    A review of the types of organosulfur compounds found in petroleum was presented focusing on condensed thiophenes, which consist of a thiophene ring fused with one or more aromatic rings. The acute toxicity, genotoxicity and potential bioaccumulation of many of the condensed thiophenes was summarized. This paper also reviewed different studies on aerobic microbial metabolism of individual pure and condensed thiophenes, particularly benzothiophene and dibenzothiophene, and their alkyl-substituted derivatives.

  16. Thiophene metabolism by E. coli. Final technical report, September 15, 1987--December 31, 1991

    Energy Technology Data Exchange (ETDEWEB)

    Clark, D.P.

    1991-12-31

    The objective for this project was to continue the genetic analysis of the thiophene oxidation system, in particular: 1. characterization of the biochemical pathway for thiophene oxidation, 2. identification and mapping of any further genes involved in thiophene degradation, 3. analysis of how the thd genes are regulated, and 4. cloning and sequencing of at least some of the thd genes.

  17. 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

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

    Indian Academy of Sciences (India)

    in organic electronic devices, such as light-emitting diodes (LEDs), lasers, thin film transistors (TFT),1–5 solar cells6,7 etc. Heeger et al., discovered high elec- trical conductivity in ... thiophene subunits15,16 spur a greater conjugation in ground state17 and .... to quantify the reactivity of molecular systems. Among different ...

  19. Electronic correlations in oligo-thiophene molecular crystals

    NARCIS (Netherlands)

    van den Brink, J.; Brocks, G.; Morpurgo, Alberto F.

    2005-01-01

    The Coulomb interaction between two holes on oligo-thiophene molecules is studied systematically as a function of the oligomer length using first principles density function calculations. The effect of molecular geometry relaxation upon this interaction is found to be small. In contrast, electronic

  20. Support Effect in the Hydrodesulfurization of Thiophene over Rhodium Sulfide

    Czech Academy of Sciences Publication Activity Database

    Kaluža, Luděk; Vít, Zdeněk; Zdražil, Miroslav

    2010-01-01

    Roč. 101, č. 1 (2010), s. 63-72 ISSN 1878-5190 R&D Projects: GA ČR GA104/09/0751 Institutional research plan: CEZ:AV0Z40720504 Keywords : hydrodesulfurization * thiophene * rhodium sulfide Subject RIV: CI - Industrial Chemistry, Chemical Engineering

  1. Synthesis of Thiophene, Selenophene and Thiophene- S-Dioxide Based Organic Semiconductors for Organic Electronics

    Science.gov (United States)

    Khambhati, Devang P.

    Solid materials having electrical conductivity greater than insulators but less than metals are semiconductors. Carbon-based materials that exhibit semiconductor properties are known as organic semiconductors (OSCs). These materials hold promise for flexible, lightweight, inexpensive and easy to fabricate devices. Due to these advantages, OSCs have gained tremendous interest in recent decades for their use in solar cells, thin film transistors and light emitting diodes. OSCs can be broadly classified in two categories: conjugated polymers (CPs) and small molecules. (1) CPs: Organic macromolecules which have a backbone chain of alternating double/triple- and single-Bonds are known as CP. Application and device fabrication is dictated by the Energy gap between highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO). Therefore it is a vital parameter for CPs. Here, the synthesis a narrow bandgap conjugated polymer- Poly(3- alkoxy selenophene), inspired from poly(3-alkoxythiophene), will be discussed. Li ion batteries may catch fire due to the conventionally used cathode material, LiCoOn. We have formed a mixture, comprised of poly(3-alkoxy thiophene) and Li salt, as an alternative material for the cathode in Li ion batteries. (2) Small molecules: Small molecules were synthesized based on the electron deficient moiety of Benzodithiophene-S,S-tetraoxide (BDTT) via Cu catalyzed C-H activated direct arylation. Reaction conditions were optimized for various parameters like catalysts, ligands and base. Also, the optoelectronic properties of these molecules were studied.

  2. 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...

  3. Optically active thiophenes via an organocatalytic one-pot methodology.

    Science.gov (United States)

    Ransborg, Lars Krogager; Albrecht, Łukasz; Weise, Christian F; Bak, Jesper R; Jørgensen, Karl Anker

    2012-02-03

    A general methodology for the synthesis of trisubstituted, optically active thiophenes by an organocatalytic one-pot reaction cascade is presented. The target products are synthesized in good yields (up to 92%) and with excellent enantioselectivities (up to 98% ee). Importantly, based on practical and easily available starting materials, the presented methodology can be conducted under mild reaction conditions. To further elucidate the generality, the synthesis of optically active thienoindoles, as well as selenophenes, is also demonstrated. © 2012 American Chemical Society

  4. Thiophene-based donor–acceptor conjugated polymer as potential ...

    Indian Academy of Sciences (India)

    thetic procedures for the synthesis of the monomer and the polymer are as follows. 2.3a Synthesis of (3,4-bis(dodecyloxy)thiophene-2,5- diyl)dimethanol (2): To a solution of diethyl 3,4- didodecyloxythiophene-2,5-dicarboxylate, 1, (1 g,. 1.67mmol) in 10ml of dry diethyl ether, 0.15g. (4.18mmol) lithium aluminum hydride ...

  5. Solubilities and toxicities of condensed thiophenes and their microbial metabolites

    Energy Technology Data Exchange (ETDEWEB)

    Seymour, D. T.; Hrudey, S. E.; Fedorak, P. M. [Alberta Univ., Edmonton, AB (Canada)

    1995-12-31

    A method to assess the reduction in toxicity of contaminants as a measure of the effectiveness of a bioremediation program was described. Condensed thiophenes are commonly found in petroleum and creosote, and some of these compounds have been found to persist in crude oil-contaminated environments. To help identify these bacterial products several of the metabolites were chemically synthesized and tested for toxicity, using the Microtox method. Part 1 of the study measured the toxicity of twelve organosulphur compounds; Part 2 determined the aqueous solubilities of the parent compounds and the synthesized metabolites; Part 3 measured the changes in toxicity that occurred in batch cultures of Pseudomonas strain F grown in the presence of selected condensed thiophenes. The aqueous solubility measurements gave results that agreed well with those found in the literature; i.e., each polar metabolite was more soluble than its parent compound. The Microtox assays showed that the available pure compounds that are known to be microbial oxidation products were less toxic than their parent compounds. Microtox assays of cultures of Pseudomonas strain F grown in the presence of condensed thiophenes showed no increase in toxicity. Indeed, the growth of cultures detoxified each of the four compounds tested. While all of these results suggest that microbial transformations of condensed thiophenes reduce the toxicity of these compounds, they cannot be accepted as fully reliable because no single test can give a complete picture of the spectrum of toxicity related to these compounds. A broad range of tests, ideally on different trophic levels, is required for a complete assessment. 38 refs., 1 fig.

  6. Microbial metabolism of alkyl and condensed thiophenes: Final report

    Energy Technology Data Exchange (ETDEWEB)

    Fedorak, P.M.

    1992-01-01

    This study was conducted to gain a better understanding of the metabolic pathways used by aerobic microorganisms for the biodegradation or biotransformation of organosulfur compounds found in petroleum. The study used alkyl-substituted thiophenes, benzothiophene and alkyl-substituted benzothiophenes and alkyl-substituted dibenzothiophenes. The results provide information relevant to environmental matters, aspects of microbial transformations in petroleum reservoirs and further assessment of the feasibility of biodesulfurization.

  7. Microbially Mediated Formation of Benzonaphthothiophenes from Benzo[b]thiophenes

    Science.gov (United States)

    Kropp, Kevin G.; Gonçalves, José A.; Andersson, Jan T.; Fedorak, Phillip M.

    1994-01-01

    Studies of the microbial metabolism of benzo[b]thiophene (molecular weight 134) by three Pseudomonas isolates showed the formation of benzothiophene sulfoxide, benzothiophene sulfone, and a sulfur-containing metabolite with a molecular weight of 234. Desulfurization of the high-molecular-weight product with nickel boride gave 1-phenylnaphthalene, indicating that the metabolite was benzo[b]naphtho[1,2-d]thiophene. Similarly, the isolates were capable of producing the analogous dimethyl-substituted benzonaphthothiophenes from methylbenzothiophenes that had the methyl substitution on the benzene ring. The formation of benzo[b] naphtho[1,2-d]thiophene was also observed when a petroleum-degrading mixed culture was incubated with benzothiophene-supplemented Prudhoe Bay crude oil. Investigations into the mechanism of formation of these high-molecular-weight compounds showed that they resulted from an abiotic, Diels-Alder-type condensation of two molecules of the sulfoxide, which were microbially produced from the respective benzothiophene, with the subsequent loss of two atoms of hydrogen and oxygen and one atom of sulfur. The condensation products also formed from the sulfoxides of benzothiophene and methylbenzothiophenes when the sulfoxides were enzymatically synthesized by oxidation of the benzothiophene with horse heart cytochrome c and H2O2. PMID:16349409

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

    African Journals Online (AJOL)

    Aghomotsegin

    2016-04-27

    Apr 27, 2016 ... Thiophene accumulation in relation to morphology in roots of. Tagetes patula effets of auxin and transformation by Agrobacterium. Planta 179: 43-50. Downum KR, Towers GHN (1983). Analysis of thiophenes in the. Tageteae (Asteraceae) by HPLC. J. Nat. Prod. 46: 98-103. Gareau BJ, Du Puis EM (2009).

  9. 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.

  10. 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

    The influence of benzene as a growth substrate on the cometabolic conversion of thiophene was investigated in batch systems with microorganisms originating from an creosote contaminated site. Benzene was shown to stimulate the conversion of thiophene with a first-order rate, during the initial...

  11. 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...

  12. (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.

  13. 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)

  14. Synthesis of a novel fused thiophene-thieno[3,2-b]thiophene-thiophene donor monomer and co-polymer for use in OPV and OFETs.

    Science.gov (United States)

    Bronstein, Hugo; Ashraf, Raja Shahid; Kim, Youngju; White, Andrew J P; Anthopoulos, Thomas; Song, Kigook; James, David; Zhang, Weimin; McCulloch, Iain

    2011-10-18

    The synthesis of a novel fused hexacyclic electron rich monomer incorporating thieno[3,2-b]thiophene is reported and characterized by single crystal X-ray diffraction. Suzuki co-polymerization with benzothiadiazole (BT) afforded a novel low band-gap polymer P4TBT with high molecular weights and good solution processability. Bulk heterojunction solar cell devices using the P4TBT and [70]PCBM gave power conversion efficiencies of 2.5%. Top-gate, bottom-contact field effect transistors (FETs) using P4TBT displayed high hole mobilities of 0.07 cm(2) · Vs(-1) demonstrating the suitability of the novel monomer and polymer for use in high performing organic electronic devices. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  15. 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.

  16. 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.

  17. Synthesis and Characterization of Polyacetylene with Side-chain Thiophene Functionality

    Directory of Open Access Journals (Sweden)

    Yusuf Yagci

    2008-03-01

    Full Text Available A new polyacetylene derivative with electroactive thiophene substituent, namely poly(2-methylbut-2-enyl thiophene-3-carboxylate was synthesized and characterized. For this purpose, novel acetylene monomer was synthesized by the reaction of 3- thiophenecarboxylic acid with propargyl bromide and polymerized with a Rh catalyst to give the corresponding polymer. The chemical structure of the polymer was characterized to comprise the conjugated backbone and electroactive thiophene side group. UV spectral changes of the polymer with temperature were also studied. The polymer exhibited better thermal stability than the unsubstituted polyacetylenes.

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

    Energy Technology Data Exchange (ETDEWEB)

    Cheylan, S. [ICFO, Institut de Ciencies Fotoniques, Edificio NEXUS II, c. Jordi Girona 29, 08034 Barcelona (Spain)]. E-mail: Stephanie.cheylan@icfo.es; Fraleoni-Morgera, A. [Department of Industrial and Materials Chemistry, University of Bologna, V. Risorgimento 4, 40136 Bologna (Italy); Puigdollers, J. [Departamento de Ingenieria Electronica, Universidad Politecnica de Cataluna, UPC, Campus Nord Edifici C4, c/ Jordi Girona 1-3, 08034 Barcelona (Spain); Voz, C. [Departamento de Ingenieria Electronica, Universidad Politecnica de Cataluna, UPC, Campus Nord Edifici C4, c/ Jordi Girona 1-3, 08034 Barcelona (Spain); Setti, L. [Department of Industrial and Materials Chemistry, University of Bologna, V. Risorgimento 4, 40136 Bologna (Italy); Alcubilla, R. [Departamento de Ingenieria Electronica, Universidad Politecnica de Cataluna, UPC, Campus Nord Edifici C4, c/ Jordi Girona 1-3, 08034 Barcelona (Spain); Badenes, G. [ICFO, Institut de Ciencies Fotoniques, Edificio NEXUS II, c. Jordi Girona 29, 08034 Barcelona (Spain); Costa-Bizzarri, P. [Department of Industrial and Materials Chemistry, University of Bologna, V. Risorgimento 4, 40136 Bologna (Italy); Lanzi, M. [Department of Industrial and Materials Chemistry, University of Bologna, V. Risorgimento 4, 40136 Bologna (Italy)

    2006-02-21

    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.

  19. Thiophene-based monolayer OFETs prepared by Langmuir techniques

    Science.gov (United States)

    Agina, Elena V.; Sizov, Alexey S.; Anisimov, Daniil S.; Trul, Askold A.; Borshchev, Oleg V.; Paraschuk, Dmitry Y.; Shcherbina, Maxim A.; Chvalun, Sergey N.; Ponomarenko, Sergey A.

    2015-08-01

    A novel fast, easily processible and highly reproducible approach to thiophene-based monolayer OFETs fabrication by Langmuir-Blodgett or Langmuir-Schaefer techniques was developed and successfully applied. It is based on selfassembly of organosilicon derivatives of oligothiophenes or benzothienobenzothiophene on the water-air interface. Influence of the conjugation length and the anchor group chemistry of the self-assembling molecules on the monolayer structure and electric performance of monolayer OFETs was systematically investigated. The efficient monolayer OFETs with the charge carrier mobilities up to 0.01 cm2/Vs and on/off ratio up to 106 were fabricated, and their functionality in integrated circuits under normal air conditions was demonstrated.

  20. 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...

  1. 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)

  2. Mass spectrometry of sulphur compounds as model substances for crude oil analysis - bisanellated thiophenes

    Energy Technology Data Exchange (ETDEWEB)

    Glinzer, O.; Severin, D.; Beduerftig, C.; Czogalla, C.D.; Puttins, U.

    1983-06-01

    Due to their usefulness as model substances for the analysis of sulphur compounds in high boiling crude oil fractions six bisanellated thiophenes were investigated with a mass spectrometer using 70 eV electron impact. The model substances are fully conjugated systems or contain two methylene groups. The spectra are interpreted for both neutral fragments and double-charged ions. Under electron impact, all thiophenes yield a high proportion of molecular ions and display characteristic fragmentation.

  3. Research on the Antimicrobial Activity of α-triple Thiophene in the Marigold

    OpenAIRE

    Liu Yan-yan; Li Man; Wang Xian-qing; Liang Ying

    2015-01-01

    In this study we measured the marigold extract α-triple thiophene by filter paper to study the kind of antibacterial activity in common food spoilage bacteria, the experiments found that the α-triple thiophene-like liquid has a descending antibacterial order of six kinds of bacteria as: the Colibacillus> Penicillium> Salmonella>> Staphylococcus aureus> B. subtilis> root fungus. It had some inhibitory effect on E. coli, Salmonella and strains of Penicillium. And it had the most obvious inhibit...

  4. Sulfur-bonded thiophenes in organometallic rhenium complexes and adsorption of isocyanides on gold

    Energy Technology Data Exchange (ETDEWEB)

    Robertson, Mitchell Joe [Iowa State Univ., Ames, IA (United States)

    1993-08-01

    This dissertation contains results of research conducted in two different areas: (1) organometallic synthesis and reactivity, and (2) organometallic surface chemistry. In the synthesis and reactivity studies, sulfur coordination of thiophene and benzo[b]thiophene to the metal center in organometallic rhenium complexes is examined. In the surface chemistry studies, diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS) is used to analyze the adsorption of several isocyanides on the surface of gold powder. Results are compared and contrasted to known organometallic chemistry.

  5. 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

  6. 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.

  7. Fused-Thiophene Based Materials for Organic Photovoltaics and Dye-Sensitized Solar Cells

    Directory of Open Access Journals (Sweden)

    Prabakaran Kumaresan

    2014-10-01

    Full Text Available Organic photovoltaics (OPVs and dye-sensitized solar cells (DSSCs have drawn great interest from both academics and industry, due to the possibility of low-cost conversion of photovoltaic energy at reasonable efficiencies. This review focuses on recent progress in molecular engineering and technological aspects of fused-thiophene-based organic dye molecules for applications in solar cells. Particular attention has been paid to the design principles and stability of these dye molecules, as well as on the effects of various electrolyte systems for DSSCs. Importantly, it has been found that incorporation of a fused-thiophene unit into the sensitizer has several advantages, such as red-shift of the intramolecular charge transfer band, tuning of the frontier molecular energy level, and improvements in both photovoltaic performance and stability. This work also examines the correlation between the physical properties and placement of fused-thiophene in the molecular structure with regard to their performance in OPVs and DSSCs.

  8. Organo-montimorillonites containing a reactive thiophene group for polythiophenes nanocomposites

    Directory of Open Access Journals (Sweden)

    J. C. Macêdo-Fonsêca

    Full Text Available Abstract A sodium montmorillonite clay (Na+MMT was modified with different contents of a reactive salt derived from thiophene (trimethyl-(2-thiophen-3-yl-ethyl-ammonium bromide (TMETA. The thiophene salt in the organoclay (xtioMMT was oxidatively polymerized in situ, giving rise to montmorillonite clay intercalated with a polythiophene salt (xpoltioMMT. Analysis by Fourier transform infrared spectroscopy shows a difference in organization of the salt inside the clay lamellae, before and after its polymerization. X-ray diffraction indicates that the salts, whether polymeric or not, are arranged as a monolayer for all compositions. Differently to the expected, the thermal stability of the organoclays decreases upon polymerization suggesting degradation of TMETA in the polymerization reaction.

  9. 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.

  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. 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......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...

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

    OpenAIRE

    Moustafa A. Gouda; Hadeer Fakhr Eldien; Margret M. Girges; Moged A. Berghot

    2016-01-01

    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 bl...

  13. Syntheses and Structures of Thiophene-Containing Cycloparaphenylenes and Related Carbon Nanohoops.

    Science.gov (United States)

    Thakellapalli, Haresh; Farajidizaji, Behzad; Butcher, Trevor W; Akhmedov, Novruz G; Popp, Brian V; Petersen, Jeffrey L; Wang, Kung K

    2015-07-17

    Thiophene-containing cycloparaphenylenes (CPPs) bearing 8, 10, and 16 aromatic and heteroaromatic units in the macrocyclic ring structures were synthesized. Specifically, two and four thiophene-2,5-diyl units were incorporated into functionalized [6]- and [12]CPP macrocyclic carbon frameworks, respectively. In addition, two 2,2'-bithiophene-5,5'-diyl units were inserted into a functionalized [6]CPP carbon framework. The cyclic and differential pulse voltammetry and the UV-vis and fluorescence spectra of the fully aromatized macrocycles and their precursors exhibited interesting electrochemical and optical properties.

  14. 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....

  15. 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

  16. Perturbation of spectra properties of 3,4-diphenyl thiophene by polar ...

    African Journals Online (AJOL)

    SERVER

    2007-11-19

    Nov 19, 2007 ... The UV/visible spectra of 3,4-diphenyl thiophene were obtained in various solvents (both polar and non polar). The wave number of transition energies, corresponding molar ... of absorption of light, the quantum energy (E) of which is a function of frequency (v). However not all absorption of radiation by ...

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

    Indian Academy of Sciences (India)

    Abstract. A new molecule consisting of a bithiazole chromophore sandwiched between two thiophenes, functionalized with benzothiophene unit at one end and cyanoacrylic acid at the other end (BT1) was synthe- sized, photophysical properties were studied and employed as a photosensitizer in dye-sensitized solar cells.

  18. D-A conjugated polymers containing substituted thiophene, 1,3,4 ...

    Indian Academy of Sciences (India)

    s12039-016-1145-6. D-A conjugated polymers containing substituted thiophene,. 1,3,4-oxadiazole and non-conjugation linkers: Synthesis and study of optical and electrochemical properties. PRASHANTH KUMAR K Ra, UDAYAKUMAR Da,∗ ...

  19. 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

    of the three polymers was examined and compared to P3HT. They were found to be substantially more robust than P3HT with a ranking of DTTQ>BDTQ>TQ1P3HT, indicating that the fused ring systems of DTT and BDT impart a large degree of photochemical stability than thiophene. Furthermore devices with normal...

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

    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 dehydra...

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

    African Journals Online (AJOL)

    userpc

    and alloys. In this paper 2-thiophene ace chloride is use as corrosion inhibitor hydrogen tetraoxosulphate (VI) acid. Computational Method. Quantitative Structure Activity. (QSAR). The dimensional structure of the inhibi. (TAC) was initially generated and converted to 3D structure using Chemdraw develop the QSAR model.

  2. Preparation of 35S-labeled natural thiophene derivatives by biosynthesis in Tagetes sp

    International Nuclear Information System (INIS)

    Zacek, M.; Smrcek, S.; Maca, B.; Leseticky, L.

    1996-01-01

    Some 35 S labeled thiophene derivatives have been prepared by biosynthesis in in vitro cultures of Tagetes sp. A different sources of isotopic sulfur were tested and the best results were achieved with [ 35 S] sodium sulfate. Elemental sulfur was not incorporated. Radiochemical yields were around 1%. (author). 12 refs., 4 figs., 3 tabs

  3. Acute toxicity and aqueous solubility of some condensed thiophenes and their microbial metabolites

    Energy Technology Data Exchange (ETDEWEB)

    Seymour, D.T.; Hrudey, S.E.; Fedorak, P.M. [Univ. of Alberta, Edmonton, Alberta (Canada); Verbeek, A.G. [Chemex Labs Alberta Inc., Edmonton, Alberta (Canada)

    1997-04-01

    Petroleum or creosote contamination of surface waters, soils, or groundwaters introduces countless aromatic compounds to these environments. Among these are condensed thiophenes that were shown to be oxidized to sulfoxides, sulfones, and 2,3-diones by microbial cultures. In this study, the acute toxicities of 12 compounds (benzothiophene, benzothiophene sulfone, benzothiophene-2,3-diones, dibenzothiophene, dibenzothiophene sulfoxide, and dibenzothiophene sulfone) were determined by the Microtox{reg_sign} and Daphnia magna bioassays. To aid in determining the toxicities, the solubilities of many of these compounds were determined, which showed that the oxidized compounds were much more water soluble than the parent thiophenes. In nearly every case, the oxidized compounds were less toxic than their parent thiophenes. The Microtox method was more sensitive than the D. magna bioassay, but in general, there was a good correlation between toxicities measured by the two tests. Samples were removed from batch cultures of a Pseudomonas strain capable of oxidizing the thiophenes, and these samples were subjected to Microtox bioassays. These experiments showed that the toxicities of the culture supernatants decreased with incubation time.

  4. Highly Luminescent Solution-Grown Thiophene-Phenylene Co-Oligomer Single Crystals

    NARCIS (Netherlands)

    Kudryashova, Lyudmila G.; Kazantsev, Maxim S.; Postnikov, Valery A.; Bruevich, Vladimir V.; Luponosov, Yuriy N.; Surin, Nikolay M.; Borshchev, Oleg V.; Ponomarenko, Sergei A.; Pshenichnikov, Maxim S.; Paraschuk, Dmitry Yu.

    2016-01-01

    Thiophene-phenylene co-oligomers (TPCOs) are among the most promising materials for organic light emitting devices. Here we report on record high among TPCO single crystals photoluminescence quantum yield reaching 60%. The solution-grown crystals are stronger luminescent than the vapor-grown ones,

  5. A new acyclic thiophene sesterterpene from the Sikao Bay sponge, Xestospongia sp.

    Science.gov (United States)

    Pedpradab, Patchara; Suwanborirux, Khanit

    2011-09-01

    Bioactivity-guided fractionation of the ethyl acetate extract of a marine sponge, Xestospongia sp., led to the isolation of a new thiophene-S-oxide acyclic sesterterpene (1). The chemical structure was extensively analyzed using NMR and mass spectral data. Compound 1 showed weak cytotoxicity against Vero cells.

  6. In vitro antioxidant activity of new thiophene ring-based compounds ...

    African Journals Online (AJOL)

    In vitro antioxidant activity of new thiophene ring-based compounds. Sridhara Murthy, Mohammed Naseeruddin Inamdar, Shamanna Mohan, Rajesh Kale. Abstract. Free radicals are implicated in causation of various histo-pathological disturbances like myocardial ischemia injury, cancer, neurodegenerative diseases, ...

  7. 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.

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

    Indian Academy of Sciences (India)

    sized, photophysical properties were studied and employed as a photosensitizer in dye-sensitized solar cells. (DSSCs). The molecule exhibited ... thiophene based conjugated systems are less explored in. DSSCs, although many reports of ... Air and water sensitive synthetic steps were per- formed in an argon atmosphere ...

  9. DFT study of the interactions between thiophene-based corrosion inhibitors and an Fe4cluster.

    Science.gov (United States)

    Dao, Duy Quang; Hieu, Truong Dinh; Le Minh Pham, Thong; Tuan, Dinh; Nam, Pham Cam; Obot, Ime Bassey

    2017-08-11

    Understanding the physicochemical properties of corrosion inhibitors and their chemical interactions with metal surfaces is crucial to the design of improved (i.e., more efficient) corrosion inhibitors. In this work, the physicochemical properties of six thiophene-based corrosion inhibitors (2-acetylthiophene (AT), 2-formylthiophene (FT), thiophene (Th), 2-methyl-3-thiophenthiol (MTT), 2-pentylthiophene (PT), and 2-thenylthiol (TT)) were systematically studied by performing ab initio calculations at the MP2(full)/6-31G(2df,p) level of theory. Adsorption of the inhibitors on an iron surface was also modeled by investigating the interactions of these molecules with a tetrahedral Fe 4 cluster using the B3LYP method and the 6-311G(d,p) basis set or the LanL2DZ basis set. The calculated results indicate that the nature of the substituent group present has a significant impact on the geometric and electronic structures of the thiophene-based molecules. The presence of an electron-donating group causes the electron density in the thiophene ring to increase, while the presence of an electron-withdrawing group has the opposite effect. Accordingly, the examined molecules were ranked in order of corrosion inhibition efficiency as follows: FT ≈ AT < Th < PT < TT < MTT. The calculated binding energies demonstrated that the π-1Fe and π-3Fe interaction configurations dominated over the S-1Fe configuration for all the compounds. Natural bond orbital analysis revealed that all of the thiophene-based compounds donate electrons from the π and σ orbitals of high-electron-density regions such as C2-S1-C5 and C3-C4 or from two lone pairs on S1 to the Fe 4 cluster. Although electron donation from the thiophene-based compounds is always the dominant electron transfer process during adsorption, the backdonation of electrons from the 3d orbital of iron to σ*-antibonding orbitals of the thiophene compounds is also observed, especially in the case of π-3Fe parallel adsorption

  10. Following the TRMC Trail: Optimization of Photovoltaic Efficiency and Structure-Property Correlation of Thiophene Oligomers.

    Science.gov (United States)

    Ghosh, Tanwistha; Gopal, Anesh; Nagasawa, Shinji; Mohan, Nila; Saeki, Akinori; Nair, Vijayakumar C

    2016-09-28

    Semiconducting conjugated oligomers having same end group (N-ethylrhodanine) but different central core (thiophene: OT-T, bithiophene: OT-BT, thienothiophene: OT-TT) connected through thiophene pi-linker (alkylated terthiophene) were synthesized for solution processable bulk-heterojunction solar cells. The effect of the incorporation of an extra thiophene to the central thiophene unit either through C-C bond linkage to form bithiophene or by fusing two thiophenes together to form thienothiophene on the optoelectronic properties and photovoltaic performances of the oligomers were studied in detail. Flash photolysis time-resolved microwave conductivity (FP-TRMC) technique shows OT-TT has significantly higher photoconductivity than OT-T and OT-BT implying that the former can outperform the latter two derivatives by a wide margin under identical conditions in a bulk-heterojunction solar cell device. However, the initial photovoltaic devices fabricated from all three oligomers (with PC71BM as the acceptor) gave power conversion efficiencies (PCEs) of about 0.7%, which was counterintuitive to the TRMC observation. By using TRMC results as a guiding tool, solution engineering was carried out; no remarkable changes were seen in the PCE of OT-T and OT-BT. On the other hand, 5-fold enhancement in the device efficiency was achieved in OT-TT (PCE: 3.52%, VOC: 0.80 V, JSC: 8.74 mA cm(-2), FF: 0.50), which was in correlation with the TRMC results. The structure-property correlation and the fundamental reasons for the improvement in device performance upon solvent engineering were deduced through UV-vis absorption, atomic force microscopy, bright-field transmission electron microscopy, photoluminescence quenching analysis and two-dimensional grazing incidence X-ray diffraction studies.

  11. 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)

  12. 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)

  13. Crystal structure of 3-({[(thiophen-2-ylmethylidene]hydrazinyl}carbonylpyridinium chloride dihydrate

    Directory of Open Access Journals (Sweden)

    Thangayyah Chandrasekaran

    2014-09-01

    Full Text Available In the title compound, C11H10N3OS+·Cl−·2H2O, the organic cation exhibits a dihedral angle of 21.26 (8° between the mean planes of the pyridine and thiophene rings, and dihedral angles of 15.11 (9 and 6.49 (9° between the mean planes of the hydrazide moiety and the pyridine and thiophene rings, respectively. In the crystal, the organic cation, the chloride counter-anion and the two water molecules of crystallization are linked through an intricate hydrogen-bonding network consisting of O—H...O, O—H...N, N—H...Cl, C—H...Cl, C—H...O, N—H...O, O—H...Cl and C—H...S interactions that consolidate a three-dimensional network.

  14. Crystal structure of (E-3-allyl-2-sulfanylidene-5-[(thiophen-2-ylmethylidene]thiazolidin-4-one

    Directory of Open Access Journals (Sweden)

    Rahhal El Ajlaoui

    2015-06-01

    Full Text Available Molecules of the title compound, C11H9NOS3, are built up by one thiophene and one 2-thioxathiazolidin-4-one ring which are connected by a methylene bridge. In addition, there is an allyl substituent attached to nitrogen. The two rings are almost coplanar, making a dihedral angle between them of 0.76 (11°. The allyl group is oriented perpendicular to the mean plane through both ring systems. The crystal structure exhibits inversion dimers in which molecules are linked by pairs of C—H...O hydrogen bonds. Additional π–π interactions between neighboring thiophene and 2-thioxathiazolidin-4-one rings [intercentroid distance = 3.694 (2 Å] lead to the formation of a three-dimensional network.

  15. 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.

  16. 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

  17. 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.

  18. Photoabsorption and desorption studies on thiophene-based polymers following sulphur K-shell excitation

    Energy Technology Data Exchange (ETDEWEB)

    Santa Rita, J.R.; Arantes, C.; Araujo, G. [Departamento de Fisico-Quimica, Universidade Federal do Rio de Janeiro, 21941-909 Rio de Janeiro, RJ (Brazil); Roman, L.S. [Departamento de Fisica, Universidade Federal do Parana, 81531-990 Curitiba, PR (Brazil); Micaroni, L. [Departamento de Quimica, Universidade Federal do Parana, 81531-990 Curitiba, PR (Brazil); Rocco, M.L.M., E-mail: luiza@iq.ufrj.br [Departamento de Fisico-Quimica, Universidade Federal do Rio de Janeiro, 21941-909 Rio de Janeiro, RJ (Brazil)

    2011-04-15

    Research highlights: {yields} Photon stimulated ion desorption (PSID) measurements at the S K-shell excitation energies were performed on three thiophene-based polymer films, following their NEXAFS spectra. {yields} For poly(thiophene) (PT) and poly(3-methylthiophene) (P3MT) it was found that the S 1s {yields} {pi}*, {sigma}* (S-C) excitation produces S{sup +} desorption efficiently, showing the importance of the resonant Auger process for breaking the C-S bond. {yields} In the case of poly(3-hexylthiophene) (P3HT) S{sup +} desorption seems to be suppressed due to the orientation of 3-hexyl side-chains on the surface. {yields} Desorption ion yield curves for molecular fragments reproduce the photoabsorption spectrum, indicating that the indirect process is here predominant. - Abstract: Photon stimulated ion desorption (PSID) and NEXAFS studies have been performed on thiophene-based polymers at the Brazilian Synchrotron Light Source following sulphur K-shell photoexcitation. For poly(thiophene) (PT) and poly(3-methylthiophene) (P3MT) it was found that the S 1s {yields} {pi}*, {sigma}{sup *} (S-C) excitation produces S{sup +} desorption efficiently. On the other hand, S{sup 2+} desorption is enhanced at higher energy excitations. These results are interpreted in terms of the Auger-stimulated ion desorption mechanism. For poly(3-hexylthiophene) (P3HT) S{sup +} desorption seems to be suppressed, which may be due to the hexyl side-chains. Desorption ion yield curves for molecular fragments reproduce the photoabsorption spectrum, being dominated by the indirect process.

  19. Characterization of fluorene – thiophene copolymer layers by the surface photovoltage method

    Czech Academy of Sciences Publication Activity Database

    Toušek, J.; Pavlačková, Petra; Cimrová, Věra; Toušková, J.

    2008-01-01

    Roč. 268, č. 1 (2008), s. 96-99 ISSN 1022-1360. [Microsymposium on Advanced Polymer Materials for Photonics and Electronics /47./. Prague, 15.07.2007-19.07.2007] R&D Projects: GA AV ČR IAA4050409; GA MŠk(CZ) 1M06031 Institutional research plan: CEZ:AV0Z40500505 Keywords : conjugated polymers * diffusion length * fluorene-thiophene * surface photovoltage * thin films Subject RIV: BM - Solid Matter Physics ; Magnetism

  20. 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.

  1. 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.

  2. 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.

  3. 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)

  4. 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.

  5. Pervaporation separation of n-heptane/thiophene mixtures by polyethylene glycol membranes: Modeling and experimental.

    Science.gov (United States)

    Lin, Ligang; Zhang, Yuzhong; Kong, Ying

    2009-11-01

    Gasoline desulfurization by membrane processes is a newly emerged technology, which has provided an efficient new approach for sulfur removal and gained increasing attention of the membrane and petrochemical field. A deep understanding of the solution/diffusion of gasoline molecules on/in the membrane can provide helpful information in improving or optimizing membrane performance. In this study, a desulfurization mechanism of polyethylene glycol (PEG) membranes has been investigated by the study of sorption and diffusion behavior of typical sulfur and hydrocarbon species through PEG membranes. A solution-diffusion model based on UNIFAC and free volume theory has been established. Pervaporation (PV) and sorption experiments were conducted to compare with the model calculation results and to analyze the mass transport behavior. The dynamic sorption curves for pure components and the sorption experiments for binary mixtures showed that thiophene, which had a higher solubility coefficient than n-heptane, was the preferential sorption component, which is key in the separation of thiophene/hydrocarbon mixtures. In all cases, the model calculation results fit well the experimental data. The UNIFAC model was a sound way to predict the solubility of solvents in membranes. The established model can predict the removal of thiophene species from hydrocarbon compounds by PEG membranes effectively.

  6. A New Polymer Electron Acceptor Based on Thiophene-S,S-dioxide Unit for Organic Photovoltaics.

    Science.gov (United States)

    Meng, Bin; Miao, Junhui; Liu, Jun; Wang, Lixiang

    2018-01-01

    For polymer solar cells (PSCs), efficient polymer electron acceptors are always based on strong electron-withdrawing imide unit or boron-nitrogen coordinative bond (B←N). In this paper, a new polymer electron acceptor based on thiophene-S,S-dioxide (TDO) unit is reported. The polymer electron acceptor, PBDT-TDO, consists of alternating TDO unit and 4,8-bis(alkylthienyl)-2-yl]benzo[1,2-b:4,5-b']dithiophene (BDT) unit. For comparison, a control polymer with alternating BDT unit and thiophene unit has also been synthesized. Replacing thiophene unit with TDO unit in the polymer backbone leads to large downshift of lowest unoccupied molecular orbital/highest occupied molecular orbital energy levels by 0.9 eV/0.4 eV, which is attributed to the dearomatization and electron deficiency of TDO unit. The replacement also leads to redshift of absorption spectra by ≈110 nm. PSC device with PBDT-TDO as the electron acceptor shows photovoltaic response with the preliminary power conversion efficiency of 0.64%. This work suggests a new approach to design polymer electron acceptors using the TDO unit. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  7. 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.

  8. Cytotoxic and apoptotic effects of chalcone derivatives of 2-acetyl thiophene on human colon adenocarcinoma cells.

    Science.gov (United States)

    de Vasconcelos, Alana; Campos, Vinicius Farias; Nedel, Fernanda; Seixas, Fabiana Kömmling; Dellagostin, Odir A; Smith, Kevin R; de Pereira, Cláudio Martin Pereira; Stefanello, Francieli Moro; Collares, Tiago; Barschak, Alethéa Gatto

    2013-06-01

    Recent studies report that chalcones exhibit cytotoxicity to human cancer cell lines. Typically, the form of cell death induced by these compounds is apoptosis. In the context of the discovery of new anticancer agents and in light of the antitumour potential of several chalcone derivatives, in the present study, we synthesized and tested the cytotoxicity of six chalcone derivatives on human colon adenocarcinoma cells. Six derivatives of 3-phenyl-1-(thiophen-2-yl) prop-2-en-1-one were prepared and characterized on the basis of their (1) H and (13) C NMR spectra. HT-29 cells were treated with synthesized chalcones on two concentrations by three different incubation times. Cells were evaluated by cell morphology, Tetrazolium dye (MTT) colorimetric assay, live/dead, flow cytometry (annexin V) and gene expression analyses to determine the cytotoxic way. Chalcones 3-(4-bromophenyl)-1-(thiophen-2-yl)prop-2-en-1-one (C06) and 3-(2-nitrophenyl)-1-(thiophen-2-yl)prop-2-en-1-one (C09) demonstrated higher cytotoxicity than other chalcones as shown by cell morphology, live/dead and MTT assays. In addition, C06 induced apoptosis on flow cytometry annexin V assay. These data were confirmed by a decreased expression of anti-apoptotic genes and increased pro-apoptotic genes. Our findings indicate in summary that the cytotoxic activity of chalcone C06 on colorectal carcinoma cells occurs by apoptosis. Copyright © 2012 John Wiley & Sons, Ltd.

  9. Thiophene antibacterials that allosterically stabilize DNA-cleavage complexes with DNA gyrase.

    Science.gov (United States)

    Chan, Pan F; Germe, Thomas; Bax, Benjamin D; Huang, Jianzhong; Thalji, Reema K; Bacqué, Eric; Checchia, Anna; Chen, Dongzhao; Cui, Haifeng; Ding, Xiao; Ingraham, Karen; McCloskey, Lynn; Raha, Kaushik; Srikannathasan, Velupillai; Maxwell, Anthony; Stavenger, Robert A

    2017-05-30

    A paucity of novel acting antibacterials is in development to treat the rising threat of antimicrobial resistance, particularly in Gram-negative hospital pathogens, which has led to renewed efforts in antibiotic drug discovery. Fluoroquinolones are broad-spectrum antibacterials that target DNA gyrase by stabilizing DNA-cleavage complexes, but their clinical utility has been compromised by resistance. We have identified a class of antibacterial thiophenes that target DNA gyrase with a unique mechanism of action and have activity against a range of bacterial pathogens, including strains resistant to fluoroquinolones. Although fluoroquinolones stabilize double-stranded DNA breaks, the antibacterial thiophenes stabilize gyrase-mediated DNA-cleavage complexes in either one DNA strand or both DNA strands. X-ray crystallography of DNA gyrase-DNA complexes shows the compounds binding to a protein pocket between the winged helix domain and topoisomerase-primase domain, remote from the DNA. Mutations of conserved residues around this pocket affect activity of the thiophene inhibitors, consistent with allosteric inhibition of DNA gyrase. This druggable pocket provides potentially complementary opportunities for targeting bacterial topoisomerases for antibiotic development.

  10. Synthesis, spectroscopic characterization and DFT calculations of novel Schiff base containing thiophene ring

    Science.gov (United States)

    Ermiş, Emel

    2018-03-01

    In this study, a new Schiff base derivative, 2-[(2-hydroxy-5-thiophen-2-yl-benzylidene)-amino]-6-methyl-benzoic acid (5), which has a thiophene ring and N, O donor groups, was successfully prepared by the condensation reaction of 2-hydroxy-5-(thiophen-2-yl)benzaldehyde (3) and 2-amino-6-methylbenzoic acid (4). The characterization of a Schiff base derivative (5) was performed by experimentally the UV-Vis., FTIR, 1H and 13C NMR spectroscopic methods and elemental analysis. Density Functional Theory (DFT/B3LYP/6-311+G(d, p)) calculations were used to examine the optimized molecular geometry, vibrational frequencies, 1H and 13C NMR chemical shifts, UV-Vis. spectroscopic parameters, HOMO-LUMO energies and molecular electrostatic potential (MEP) map of the compound (5) and the theoretical results were compared to the experimental data. In addition, the energetic behaviors such as the sum of electronic and thermal free energy (SETFE), atomic charges, dipole moment of the compound (5) in solvent media were investigated using the B3LYP method with the 6-311+G(d, p) basis set. The obtained experimental and theoretical results were found to be compatible with each other and they were supported the proposed molecular structure for the synthesized Schiff base derivative (5).

  11. 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.

  12. Regeneration of Ni/Al{sub 2}O{sub 3} poisoned by thiophene during the selective hydrogenation of styrene

    Energy Technology Data Exchange (ETDEWEB)

    L`Argentiere, P.C.; Liprandi, D.A.; Figoli, N.S. [Inst. de Investigaciones en Catalysis y Petroquimica, Santa Fe (Argentina)

    1995-11-01

    The poisoning by thiophene and the regeneration of a Ni/Al{sub 2}O{sub 3} catalyst during the selective hydrogenation of styrene at 353 K was studied. It was determined by X-ray photoelectron spectroscopy and Fourier transform infrared spectroscopy that the sulfur species adsorbed during the catalyst poisoning is thiophene, which is adsorbed coplanarly to the surface. The catalyst was regenerated by H{sub 2} treatments for different times and at several pressures. Part of the sulfur remained irreversibly adsorbed after regeneration, and hence the activity and selectivity values corresponding to the nonpoisoned catalyst were never recovered. After the regeneration treatments at 473 K, a modification on the adsorbed sulfur electronic state was detected, which can be ascribed to thiophene hydrogenolysis, thus producing superficial sulfide adsorbed species.

  13. Structural and spectroscopic investigation on a new potentially bioactive di-hydrazone containing thiophene heterocyclic rings

    Science.gov (United States)

    Nogueira, Vanessa de S.; Ramalho Freitas, Maria Clara; Cruz, Wellington S.; Ribeiro, Tatiana S.; Resende, Jackson A. L. C.; Rey, Nicolás A.

    2016-02-01

    Hydrazones and several substituted hydrazones are associated with a broad spectrum of biological activities, as well as compounds containing the thiophene ring. In this context, a novel di-hydrazone derived from 2-thiophenecarboxylic acid hydrazide was synthesized and completely characterized by elemental analysis, XRD, FT-IR, Raman and UV-Vis spectroscopies, thermogravimetry, 1H NMR, 1H-1H COSY and 1H-1H ROESY. A preliminary in silico pharmacological evaluation was also performed in order to assess the performance of the new compound regarding some molecular properties relevant for a drug's pharmacokinetics in the human body.

  14. 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.

  15. Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties

    Directory of Open Access Journals (Sweden)

    Neil Thomson

    2013-06-01

    Full Text Available Oligofluorene-functionalised truxenes containing perfluorohexylthiophene units at the terminal positions on the arms were synthesised, and their optical and electrochemical properties were investigated to determine the effect that the perfluorohexylthiophene unit has on the HOMO and LUMO properties of the oligomers. By synthesising a molecule with longer oligofluorene arms the effects of the perfluorohexylthiophene unit on larger oligomers was explored. The effect of steric hindrance from the perfluorohexyl chain was also evaluated by altering the position of the chain on the thiophene moiety.

  16. Structure-property investigations of conjugated thiophenes fused onto a dehydro[14]annulene scaffold.

    Science.gov (United States)

    O'Connor, Matthew J; Yelle, Robert B; Zakharov, Lev N; Haley, Michael M

    2008-06-20

    A series of 12 thieno-fused macrocycles based on the dehydro[14]annulene framework have been prepared. Studies have focused on the optical and electronic properties of the dehydrobenzothieno[14]annulenes (DBTAs) and dehydrothieno[14]annulenes (DTAs) utilizing NMR spectroscopy, UV-vis spectrophotometry, electrochemistry, and DFT computations. X-ray crystal structures were also obtained for two of the macrocycles. The structure-property relationships were found to vary significantly based on the relative orientation of the thiophenes. The stability, properties, and reactivity of these macrocycles were found to be more typical of dehydroannulenes rather than oligothiophenes.

  17. 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

  18. Crystal structure of a new polymorph of di(thiophen-3-yl ketone

    Directory of Open Access Journals (Sweden)

    Jörg Hübscher

    2017-10-01

    Full Text Available The crystal structure of the title compound, C9H6OS2, represents a new polymorph. The crystal structure was solved in the orthorhombic space group Pbcn with one half of the molecule in the asymmetric unit. The thiophene rings are perfectly planar and twisted with respect to each other, showing the molecule to be in an S,O-trans/S,O-trans conformation. In the crystal, C—H...O hydrogen bonds connect the molecules into layers extending parallel to the ab plane. The crystal structure also features π–π interactions.

  19. 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.

  20. A new class of anticonvulsants possessing 6 Hz activity: 3,4-dialkyloxy thiophene bishydrazones.

    Science.gov (United States)

    Kulandasamy, Ravi; Adhikari, Airody Vasudeva; Stables, James P

    2009-11-01

    Thirty nine new 3,4-di(substituted)oxy-N(2),N(5)-bis(substituted)thiophene-2,5-dicarbohydrazides were synthesized starting from ethyl thiodiglycolate through multi-step reactions. In the synthetic sequence, 3,4-dihydroxythiophene-2,5-diester (1) was obtained by condensing the ethyl thiodiglycolate with diethyl oxalate. It was derivatized using different alkyl halides to give disubstituted thiophene esters (2-5), which were then converted to corresponding hydrazides (6-9) following usual methods. Finally, these hydrazides, on treatment with various substituted carbonyl compounds underwent smooth condensation to yield target hydrazones (10-13). The new compounds were characterized using FT-IR, (1)H NMR and (13)C NMR, mass spectral and elemental analyses. The anticonvulsant activity of the title compounds was established after intraperitoneal (ip) administration in three seizure models, which include maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) and 6 Hz screens and their neurotoxicity was also evaluated. Compound 11f has emerged as an active compound with no neurotoxicity in this series. Also, the structure-activity relationship of the tested compounds was discussed.

  1. Theoretical study of the oxidation mechanisms of thiophene initiated by hydroxyl radicals.

    Science.gov (United States)

    Shiroudi, Abolfazl; Deleuze, Michael S

    2015-11-01

    The mechanisms for the oxidation of thiophene by OH radicals under inert conditions (Ar) have been studied using density functional theory in conjunction with various exchange-correlation functionals. These results were compared with benchmark CBS-QB3 theoretical results. Kinetic rate constants were estimated by means of variational transition state theory (VTST) and the statistical Rice-Ramsperger-Kassel-Marcus (RRKM) theory. Effective rate constants were calculated via a steady-state analysis based upon a two-step model reaction mechanism. In line with experimental results, the computed branching ratios indicate that the most kinetically efficient process involves OH addition to a carbon atom adjacent to the sulfur atom. Due to the presence of negative activation energies, pressures larger than 10(4) bar are required to reach the high-pressure limit. Nucleus-independent chemical shift indices and natural bond orbital analysis show that the computed activation energies are dictated by changes in aromaticity and charge-transfer effects due to the delocalization of lone pairs from sulfur to empty π(*) orbitals. Graphical Abstract CBS-QB3 energy profiles for the reaction pathways 1-3 characterizing the oxidation of thiophene by hydroxyl radicals into the related products.

  2. 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.

  3. 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.

  4. Adsorption of thiophene on transition metal surfaces with the inclusion of van der Waals effects

    Science.gov (United States)

    Malone, Walter; Matos, Jeronimo; Kara, Abdelkader

    2018-03-01

    We use density functional theory with the inclusion of the van der Waals interaction to study the adsorption of thiophene, C4H4S, on Pt, Rh, Pd, Au, and Ag (100) surfaces. The five van der Waals (vdW) inclusive functionals we employ are optB86b-vdW, optB88-vdW, optPBE-vdW, revPBE-vdW, and rPW86-vdW2. For comparison we also run calculations with the GGA- Perdew Burke and Ernzerhof (PBE) functional. We examine several adsorption sites with the plane of the molecule parallel or perpendicular to the surface. The most stable configuration on all metals was the site where the center of the thiophene lies over a 4-fold hollow site with the sulfur atom lying close to a top site. Furthermore, we examine several electronic and geometric properties of the adsorbate including charge transfer, modification of the d-band, adsorption energy, tilt angle, and adsorption height. For the coinage metals PBE gives the lowest adsorption energy. For reactive transition metal substrates, revPBE-vdW and rPW86-vdW2 give lower adsorption energies than PBE.

  5. Optoelectronic performance comparison of new thiophene linked benzimidazole conjugates with diverse substitution patterns

    Science.gov (United States)

    Saltan, Gözde Murat; Dinçalp, Haluk; Kırmacı, Eser; Kıran, Merve; Zafer, Ceylan

    2018-01-01

    In an approach to develop efficient organic optoelectronic devices to be used in light-driven systems, a series of three thiophene linked benzimidazole conjugates were synthesized and characterized. The combination of two thiophene rings to a benzimidazole core decorated with different functional groups (such as sbnd OCH3, sbnd N(CH3)2, sbnd CF3) resulted in donor-acceptor type molecular scaffold. The effect of the electronic behavior of the substituents on the optical, electrochemical, morphological and electron/hole transporting properties of the dyes were systematically investigated. DTBI2 dye exhibited distinct absorption properties among the other studied dyes because N,N-dimethylamino group initiated intramolecular charge transfer (ICT) process in the studied solvents. In solid state, the dyes exhibit peaks extending up to 600 nm. Depending on the solvent polarities, dyes show significant wavelength changes on their fluorescence emission spectra in the excited states. Morphological parameters of the thin films spin-coated from CHCl3 solution were investigated by using AFM instrument; furthermore photovoltaic responses are reported, even though photovoltaic performances of the fabricated solar cells with different configurations are quite low.

  6. 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.

  7. 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.

  8. A New Synthetic Approach to Thiophene-Nickel(II)porphyrin Hybrid Molecules and their Electrochemical and Computional Investigation

    Czech Academy of Sciences Publication Activity Database

    Zöllner, M. J.; Frähmcke, J. S.; Elstner, M.; Jahn, Ullrich; Jones, P. G.; Becker, E.; Kowalsky, W.; Johannes, H. H.

    2010-01-01

    Roč. 211, č. 3 (2010), s. 359-371 ISSN 1022-1352 Institutional research plan: CEZ:AV0Z40550506 Keywords : hybrid material * porphyrin * thiophene Subject RIV: CC - Organic Chemistry Impact factor: 2.437, year: 2010

  9. 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

  10. 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.

  11. 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...

  12. Copper-based coordination polymers from thiophene and furan dicarboxylates with high isosteric heats of hydrogen adsorption

    NARCIS (Netherlands)

    Yang, Jie; Lutz, Martin; Grzech, Anna; Mulder, Fokko M.; Dingemans, Theo J.

    2014-01-01

    Self-assembled Cu-based coordination polymers derived from thiophene-2,5-dicarboxylic acid (Cu-TDC) and furan-2,5-dicarboxylic acid (Cu-FDC) were synthesized via a solvothermal method and their H2 adsorption behaviour was investigated and contrasted with isophthalic acid (Cu-m-BDC) and terephthalic

  13. Molecular cloning and sequence of the thdF gene involved in the thiophene and furan oxidation by Escherichia coli

    Energy Technology Data Exchange (ETDEWEB)

    Alam, K.Y.; Clark, D.P.

    1990-01-01

    Since sulfur dioxide emission from burning high sulfur coals is a major contributor to acid rain, it is important to develop bacteria which are capable of efficiently removing the sulfur from coal before combustion. Inorganic sulfur can be removed from coal by certain strains of Thiobacillus or Sulfolobus; however the organic sulfur remains intransigent. Since high sulfur Illinois coals typically contain 60% to 70% of their sulfur in the form of the heterocyclic thiophene ring we have started to investigate the biodegradation of derivatives of thiophene and the corresponding oxygen heterocycle, furan. Our previous work resulted in the isolation of a triple mutant, NAR30, capable of oxidizing a range of furan and thiophene derivatives. However, NAR30 does not completely degrade thiophenes or furans and its oxidation of these compounds is slow and inefficient. We decided to clone the thd genes both in order to increase the efficiency of degradation and to investigate the nature of the reactions involved. 37 refs., 4 figs., 3 tabs.

  14. 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.

  15. 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...

  16. Design and synthesis of hybrid cyclophanes containing thiophene and indole units via Grignard reaction, Fischer indolization and ring-closing metathesis as key steps

    Directory of Open Access Journals (Sweden)

    Sambasivarao Kotha

    2015-08-01

    Full Text Available We demonstrate a new synthetic strategy to cyclophanes containing thiophene and indole moieties via Grignard addition, Fischer indolization and ring-closing metathesis as key steps.

  17. 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.

  18. 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)

  19. Synthesis and Characterization of Two New Thiophene Acetyl Salicylic Acid Esters and their ortho- and para-effect on Anticancer Activity.

    Science.gov (United States)

    Unver, Hakan; Canturk, Zerrin

    2017-01-01

    The present study aimed to explore the cytotoxic effect of ortho- and para-positional isomers of thiophene acetyl salicylic acid esters against cancer and normal cell lines. Two new thiophene-2-acetic acid esters (2-((2-(thiophen-2-yl)acetyl)thio)benzoic acid and 4-((2-(thiophen-2- yl)acetyl)thio)benzoic acid) were synthesized and characterized by Elemental analysis, Fourier transform infrared spectroscopy, 1H-nuclear magnetic resonance (NMR), 13C-NMR and High-resolution mass spectroscopy. The compounds were tested for their in vitro cytotoxic activity against A549 and Caco2 tumor cell lines and CCD- 19Lu and CCD 841 CoN normal cell lines using the 3-(4,5-dimethylthiazol-2-yl)-2,4,diphenyltetrazolium bromide assay. 2-((2-(thiophene-2-yl)acetyl)thio)benzoic acid showed a higher activity with (IC50 = 239.88µM/mL) compared with a reference drug nearly as active as cyclophosphamide (IC50 = 257.11 µM/mL) on Caco2 cell line. Apoptosis was observed by flow cytometric analysis on Caco2 cells. Thus, positional isomerism is critical for the pharmacological properties of thiophene acetyl salicylic acid esters against colon cancer cell line compared with nonsmall cell lung cancer cell line. The ortho-isomer induced cell death and was much more potent than the para-isomer. Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.org.

  20. 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

  1. 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.

  2. 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.

  3. The Effect of New Thiophene-Derived Aminophosphonic Derivatives on Growth of Terrestrial Plants: A Seedling Emergence and Growth Test

    Directory of Open Access Journals (Sweden)

    Jarosław Lewkowski

    2016-05-01

    Full Text Available The aim of this work was to synthesize selected thiophene-derived aminophosphonic systems and evaluate the phytotoxicity of newly obtained products according to the OECD 208 Guideline. Seven new thiophene-derived N-substituted dimethyl aminomethylphosphonic acid esters 2a–h were synthesized by the addition of an appropriate phosphite to azomethine bond of starting Schiff bases 1a–h, and NMR spectroscopic properties of aminophosphonates were investigated. These eight compounds were analyzed in regard to their phytotoxicity towards two plants, radish (Raphanus sativus and oat (Avena sativa. On the basis of the obtained results, it was found that tested aminophosphonates 2a–h showed an ecotoxicological impact against selected plants, albeit to various degrees.

  4. 5-Substituted-benzylsulfanyl-thiophene-2-sulfonamides with effective carbonic anhydrase inhibitory activity: Solution and crystallographic investigations.

    Science.gov (United States)

    Ivanova, Jekaterīna; Balode, Agnese; Žalubovskis, Raivis; Leitans, Janis; Kazaks, Andris; Vullo, Daniela; Tars, Kaspars; Supuran, Claudiu T

    2017-02-01

    A series of 5-substituted-benzylsulfanyl-thiophene-2-sulfonamides was prepared by reacting 5-bromo-thiophene-2-sulfonamide with 5-substituted-benzyl mercaptans. The new compounds were investigated as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. The cytosolic human (h) isoforms hCA I was poorly inhibited by the new sulfonamides (K I s in the range of 683-4250nM), whereas hCA II, and the transmembrane, tumor associated isoforms hCA IX and XII were effectively inhibited in the subnanomolar-nanomolar range. A high resolution X-ray crystal structure of the adduct of hCA II with one of the new sulfonamides allowed us to rationalize the excellent inhibitory activity of these heterocyclic sulfonamides. Copyright © 2016 Elsevier Ltd. All rights reserved.

  5. (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.

  6. Pd(II)-catalyzed ligand controlled synthesis of pyrazole-4-carboxylates and benzo[b]thiophene-3-carboxylates.

    Science.gov (United States)

    Dhage, Yogesh Daulat; Daimon, Hiroki; Peng, Cheng; Kusakabe, Taichi; Takahashi, Keisuke; Kanno, Yuichiro; Inouye, Yoshio; Kato, Keisuke

    2014-11-21

    Cyclization-carbonylation of α,β-alkynic hydrazones and (o-alkynylphenyl) (methoxymethyl) sulfides with Pd(tfa)2 in DMSO/MeOH afforded methyl pyrazole-4-carboxylates and benzo[b]thiophene-3-carboxylates, respectively, in good yields. A simple change of the ligand (solvent) allowed controlled, effective switching between cyclization-carbonylation-cyclization-coupling (CCC-coupling) reactions and cyclization-carbonylation reactions.

  7. Bis{N-benzyl-N-[2-(thiophen-2-ylethyl]dithiocarbamato-κ2S,S′}lead(II

    Directory of Open Access Journals (Sweden)

    S. Selvanayagam

    2013-08-01

    Full Text Available The molecule of the title compound, [Pb(C14H14NS32], is located on a twofold rotation axis. The dithiocarbamate anion S,S′-chelates to the PbII atom, which shows a Ψ-trigonal–bipyramidal coordination. The thiophene ring is disordered over two positions, the major component having 71.3 (7% occupancy. The molecular conformation is stabilized by intramolecular C—H...S interactions.

  8. Characterization of Conjugated Polymer Poly(fluorene-co-thiophene and Its Application as Photosensitizer of TiO2

    Directory of Open Access Journals (Sweden)

    Rongliang Qiu

    2008-01-01

    Full Text Available The copolymer poly(fluorene-co-thiophene (PFT has strong absorption in the visible light region. In this paper, PFTs with four different thiophene contents were evaluated for their suitability as photosensitizers of TiO2. All four of the PFTs were capable of being excited by light with wavelengths above 455 nm, and all had reductive potentials more negative than the conduction band potential of TiO2. Consequently, it was deemed that transfer of electrons from the excited PFTs to the conduction band of TiO2 was thermodynamically possible. PFTs with higher thiophene content had more electron transitions in the excited state, resulting in increased photocatalytic activity of PFT-sensitized TiO2. The method used to prepare the combined PFT/TiO2 photocatalyst affected its photocatalytic activity. Best results in this study were achieved by dropwise addition of a tetrahydrofuran solution of PFT to a stirred TiO2/ethanol suspension.

  9. Design, synthesis, molecular docking and biological evaluation of thiophen-2-iminothiazolidine derivatives for use against Trypanosoma cruzi.

    Science.gov (United States)

    Silva-Júnior, E F; Silva, E P S; França, P H B; Silva, J P N; Barreto, E O; Silva, E B; Ferreira, R S; Gatto, C C; Moreira, D R M; Siqueira-Neto, J L; Mendonça-Júnior, F J B; Lima, M C A; Bortoluzzi, J H; Scotti, M T; Scotti, L; Meneghetti, M R; Aquino, T M; Araújo-Júnior, J X

    2016-09-15

    In this study, we designed and synthesized a series of thiophen-2-iminothiazolidine derivatives from thiophen-2-thioureic with good anti-Trypanosoma cruzi activity. Several of the final compounds displayed remarkable trypanocidal activity. The ability of the new compounds to inhibit the activity of the enzyme cruzain, the major cysteine protease of T. cruzi, was also explored. The compounds 3b, 4b, 8b and 8c were the most active derivatives against amastigote form, with significant IC50 values between 9.7 and 6.03μM. The 8c derivative showed the highest potency against cruzain (IC50=2.4μM). Molecular docking study showed that this compound can interact with subsites S1 and S2 simultaneously, and the negative values for the theoretical energy binding (Eb=-7.39kcal·mol(-1)) indicates interaction (via dipole-dipole) between the hybridized sulfur sp(3) atom at the thiazolidine ring and Gly66. Finally, the results suggest that the thiophen-2-iminothiazolidines synthesized are important lead compounds for the continuing battle against Chagas disease. Copyright © 2016 Elsevier Ltd. All rights reserved.

  10. Interface engineering of hybrid perovskite solar cells with poly(3-thiophene acetic acid) under ambient conditions.

    Science.gov (United States)

    Shit, Arnab; Nandi, Arun K

    2016-04-21

    The properties of methyl ammonium lead iodide (MAPbI3) perovskite solar cells with poly(3-thiophene acetic acid) (P3TAA) as a hole transporting material (HTM) and a dense layer of ZnO nanoparticle film as an electron transporting material (ETM) are described using the conventional ZnO (n)/perovskite (i)/P3TAA (p) (n-i-p) architecture. The FT-IR spectra of a MAPbI3/P3TAA mixture indicate a shift of the N-H stretching and the abolition of the N-H bending peak indicating the interaction between the components. UV-Vis spectra of the mixture exhibit a large red shift of the π-π* transition peak of the conjugated chain arising from the interaction causing an increase of the conjugation length. The cross-sectional SEM image of the device shows the sequence of the individual layers of ZnO, MAPbI3, P3TAA and Ag, respectively. The current density (J)-voltage (V) curves obtained upon illumination with a light of 100 mW cm(-2) indicate the average PCE to be 7.38 ± 0.59% under ambient conditions. The IPCE values of these cells reach about 63% across a broad range of wavelength (300-800 nm). The HOMO and the LUMO of P3TAA are measured using cyclic voltammetry and the optical band gap and the relative energy level of the components explain the operation of photocurrent in the cell. For comparison purposes a device using poly(3-hexyl thiophene) (P3HT) as the HTM is fabricated under similar conditions and it exhibits a lower PCE (5.85 ± 0.51%) than that of the P3TAA based device. The longevity of the P3TAA based cell is also found to be better than that of the P3HT based cell for storing in air. The UV-Vis and impedance spectral results clearly explain the above results, signifying the influence of the interface on the performance of hybrid solar cells.

  11. Resonance Energy Transfer Studies from Derivatives of Thiophene Substituted 1,3,4-Oxadiazoles to Coumarin-334 Dye in Liquid and Dye-Doped Polymer Media

    Science.gov (United States)

    Naik, Lohit; Deshapande, Narahari; Khazi, Imtiyaz Ahamed M.; Malimath, G. H.

    2018-02-01

    In the present work, we have carried out energy transfer studies using newly synthesised derivatives of thiophene substituted 1,3,4-oxadiazoles namely, 2-(-4-(thiophene-3-yl)phenyl)-5-(5-(thiophene-3-yl)thiophene-2-yl)-1,3,4-oxadiazole [TTO], 2-(-4-(benzo[b]thiophene-2-yl)phenyl)-5-(5-(benzo[b]thiophene-2-yl)-1,3,4-oxadiozole [TBO] and 2-(4-(4-(trifluoromethyl)phenyl)phenyl)-5-(5-(4-(trifluoromethyl)phenyl)thiophen-2-yl)-1,3,4-oxadiazole [TMO] as donors and laser dye coumarin-334 as acceptor in ethanol and dye-doped polymer (poly(methyl methacrylate) (PMMA)) media following steady-state and time-resolved fluorescence methods. Bimolecular quenching constant ( k q), translation diffusion rate parameter ( k d), diffusion length ( D l), critical transfer distance ( R 0), donor- acceptor distance ( r) and energy transfer efficiency ( E T) are calculated. It is observed that, critical transfer distance is more than the diffusion length for all the pairs. Further, bimolecular quenching constant is also more than the translation diffusion rate parameter. Hence, our experimental findings suggest that overall energy transfer is due to Förster resonance energy transfer (FRET) between donor and acceptor in both the media and for all the pairs. In addition, considerable increase in fluorescence intensity and energy transfer efficiency is observed in dye-doped polymer matrix systems as compared to liquid media. This suggests that, these donor-acceptor pairs doped in PMMA matrix may be used for applications such as energy transfer dye lasers (ETDL) to improve the efficiency and photostability, to enhance tunability and for plastic scintillation detectors.

  12. 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.

  13. Thiophene Appended Dual Fluorescent Sensor for Detection of Hg2+and Cysteamine.

    Science.gov (United States)

    Sarkar, Soma; Roy, Swapnadip; Saha, R N; Panja, Sujit S

    2018-01-01

    An efficient and highly selective pyrene-thiophene conjugate has been reported as a dual sensor for Hg 2+ and cysteamine (an important drug for genetic disorder). The sensor displays a turn-on fluorescence response towards Hg 2+ in a 2:1 stoichiometric ratio via excimer formation with a detection limit as low as of 30.6 nM. The excimer emission upon binding with Hg 2+ has been rationalized by experimental as well as theoritical studies. Moreover, the [probe-Hg 2+ ] adduct functions as an efficient sensor for cysteamine. This sensing process happens via the extraction of Hg 2+ from the adduct. In this paper, change in emission properties of the receptor with varying pH and water content has also been explained. The sensing abilities of the sensor were examined in real water sample analysis. Therefore, the sensor can be used as an efficient and reusable fluorescent sensor for recognition of Hg 2+ in water.

  14. 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.

  15. Enlargement of photocatalytic efficiency of BaSnO3 by indium doping for thiophene degradation

    Science.gov (United States)

    Sobahi, Tariq R.; Amin, M. S.; Mohamed, R. M.

    2018-02-01

    BaSnO3 nanorods were produced by a sol-gel mode. Indium, as dopant, was introduced to the surface of BaSnO3 via photo-assisted deposition technique. Phase composition, microstructure and surface area of the synthesized samples were identified via X-ray diffraction, field emission scanning electron microscopy (FESEM) and BET techniques, respectively. State of element, band gap energy and position of emission energy were measured via X-ray photoelectron spectroscopy (XPS), ultraviolet and visible spectroscopy (UV-Vis) and photoluminescence emission spectra (Pl), respectively. Furthermore, the catalytic performance of both BaSnO3 and In/BaSnO3 specimens was implemented for photocatalytic destruction of thiophene solution via visible light irradiation. XPS results displayed the patterns corresponding to the In-In at about 443.8 eV, illustrating the presence of indium metal in a nano-sized scale. A red shift was observed after indium loading within the BaSnO3 lattice which was proved via the UV-Vis analysis. 100% oxidation efficiency percent was attained using 0.3 wt% In/BaSnO3 photocatalyst after 1 h reaction time. The enhancement of the photocatalytic activity was mainly attributed to the indium doping into BaSnO3 as a result of its capability to hinder the e--h+ re-combination. The catalyst was reused up to five cycles without any change in its efficiency.

  16. 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.

  17. 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.

  18. Synthesis of Oxadiazoles, Thiadiazoles and Triazoles Derived from Benzo[b]thiophene

    Directory of Open Access Journals (Sweden)

    N. Rezki

    2005-09-01

    Full Text Available In this work 3-chloro-2-chlorocarbonylbenzo[b]thiophene (1 was prepared from cinnamic acid and then converted into the acid hydrazide 2. The azomethines 3a-e were prepared from the corresponding aryl aldehydes and the acid hydrazide 2. Treatment of compound 2 with formic acid gave the N-formyl acid hydrazide 4, which upon refluxing with phosphorous pentoxide or phosphorous pentasulphide in xylene yielded the corresponding 2- (3-chloro-1-benzothien-2-yl-1,3,4-oxadiazole (5 and 2-(3-chloro-1-benzo-thien-2-yl-1,3,4- thiadiazole (6. Reaction of 1-thiosemicarbazide 7 with NaOH leads to ring closure giving 5- (3-chloro-1-benzothien-2- yl-4H–triazole-3-thiol (8 which is converted into a number of derivatives 9-12 Reaction of 2 with phenyl isothiocyanate and NaOH afforded 5-(3-chloro- 1-benzothien-2-yl-4-(phenyl-4H-1,2,4-triazole-3-thiol (14.

  19. Hybrid nanocomposites of CdSe nanocrystals distributed in complexing thiophene-based copolymers.

    Science.gov (United States)

    Aldakov, Dmitry; Jiu, Tonggang; Zagorska, Malgorzata; de Bettignies, Rémi; Jouneau, Pierre-Henri; Pron, Adam; Chandezon, Frédéric

    2010-07-21

    Two types of conjugated polymers were prepared with the goal to blend them with rod-like CdSe nanocrystals. The polymers of the first type were synthesized through copolymerization of 3-octylthiophene and 3-methylene-ethylcarboxylate-thiophene to give polythiophene with solubilizing alkyl groups and methylene ester functional groups (PE series). Post-polymerization hydrolysis of the ester type polymers yielded acid-type ones (PA series). Photoluminescence (PL) quenching in these polymers induced by their titration with nanocrystals solution was chosen as a measure of the polymer-nanocrystal interactions. PL of polyacids turned out to be more efficiently quenched as compared to the case of polymers with ester groups which was interpreted as an indication of better electronic communication between the hybrid components. Infrared (IR) spectroscopy confirmed efficient coordination of the carboxylic groups to CdSe. Voltammetric studies combined with UV-vis spectroelectrochemistry enabled the determination of energy levels alignment of the molecular composite components which turned out to be of staggered type-appropriate for photovoltaic applications. The obtained blends of polyacids with CdSe nanocrystals, when studied by transmission electron microscopy (TEM), revealed the presence of an interpenetrating network in which nanorods were homogeneously distributed within the polymer matrix without any indication of agglomerates formation both on the film surface and in the cross-section. Blends with polymers containing ester groups were less homogeneous which could be explained by weaker polymer-nanocrystals interactions. Photovoltaic cells based on these hybrid materials are also discussed.

  20. 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.

  1. Crystal structure of 4-amino-3-(thiophen-3-ylmethyl-1H-1,2,4-triazole-5(4H-thione

    Directory of Open Access Journals (Sweden)

    Trung Vu Quoc

    2017-09-01

    Full Text Available In the title compound, C7H8N4S2, the thiophene ring shows rotational disorder over two orientations in a 0.6957 (15:0.3043 (15 ratio. The plane of the 1,2,4-triazole ring makes a dihedral angle of 75.02 (17° with the major-disorder component of the thiophene ring. In the crystal, two types of inversion dimers, described by the graph-set motifs R22(8 and R22(10, are formed by N—H...S interactions. Chains of molecules running in the [101] direction are linked by weaker N—H...N interactions. The thiophene ring is involved in π–π and C—H...π interactions.

  2. Thiophene-Thiazole-Based Semiconducting Copolymers for High-Performance Polymer Field-Effect Transistors.

    Science.gov (United States)

    Chung, Jong Won; Park, Won-Tae; Park, Jeong-Il; Yun, Youngjun; Gu, Xiaodan; Lee, Jiyoul; Noh, Yong-Young

    2017-11-08

    We report a newly synthesized donor (D)-acceptor (A)type semiconducting copolymer, consisting of thiophene as an electron-donating unit and thiazole as an electron-accepting unit (PQTBTz-TT-C8) for the active layer of the organic field-effect transistors (OFETs). Specifically, this study investigates the structure and electrical property relationships of PQTBTz-TT-C8 with comprehensive analyses on the charge-transporting properties corresponding to the spin rate of the spin coater during the formation of the PQTBTz-TT-C8 film. The crystallinity of PQTBTz-TT-C8 films is examined with grazing incidence X-ray diffraction. Temperature-dependent transfer measurements of the OFETs are conducted to extract the density of states (DOS) and characterize the charge-transport properties. Comparative analyses on charge transports within the framework of the physical model, based on polaron hopping and Gaussian DOS, reveal that the prefactors of both physical charge-transport models are independent of the spin-coating condition for the films. For staggered structural transistors, however, the thickness of the PQTBTz-TT-C8 films, which strongly affect the series resistance along the charge-transfer path in a vertical direction, is changed in accordance with the spin-coating rate. In other words, the spin-coating rate of the PQTBTz-TT-C8 films influences the thickness of the polymer films, yet any significant changes in the crystallinity of the film or electronic coupling between the neighboring molecules upon the spin-coating condition were barely noticeable. Because the PQTBTz-TT-C8 backbone chains inside the thin film are stacked up with the edge-on, the series resistances are changed according to the thickness of the film and thus the performance of the device varies depending on the thickness.

  3. 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)

  4. 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

    We present density functional theory (DFT) calculations of the hydrogenation (HYD) and direct desulfurization (DDS) pathways of thiophene hydrodesulfurization (HDS) over cobalt-promoted MoS2. We find that the Co–Mo–S edge in its equilibrium state under HDS conditions is reactive toward both...... 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...

  5. 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

  6. 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)

  7. Computational design of small organic dyes with strong visible absorption by controlled quinoidization of the thiophene unit

    Science.gov (United States)

    Tan, Yi Yin; Tu, Wei Han; Manzhos, Sergei

    2014-02-01

    We present rational design of phenothiazine dyes by controlled quinoidization of the thiophene unit. We systematically study the effect of electron-withdrawing functional groups including pseudo- and super-halogens. We propose a new dye where a fumaronitrile unit induces an increase in the bond length alternation and a concurrent red shift in the absorption spectrum vs. the parent dye. The visible absorption peak is predicted at 520 nm, in CH2Cl2 vs. 450 nm for the parent dye. The LUMO and HOMO levels of the new dye are suitable for injection into TiO2 and regeneration by available redox shuttles, respectively.

  8. 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...

  9. 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.

  10. Synthesis, preclinical evaluation and antidepressant activity of 5-substituted phenyl-3-(thiophen-2-yl)-4, 5-dihydro-1H-pyrazole-1-carbothioamides

    OpenAIRE

    Mathew, Bijo; Suresh, Jerad; Anbazhagan, S.

    2014-01-01

    A series of phenyl-3-(thiophen-2-yl)-4, 5-dihydro-1H-pyrazole-1-carbothioamides (TTa-TTg) were synthesized by the ring closure reaction of phenyl-1-(thiophen-2-yl) prop-2-en-1-ones with thiosemicarbazide in alcoholic basic medium. All the final derivatives were evaluated for their antidepressant and neurotoxicity screening. The structures of the compounds were characterized by IR, 1H NMR, 13C NMR, Mass and elemental analyses. Preclinical evaluation of the compounds were ascertained by in sili...

  11. Designing the Ideal Uranyl Ligand: a Sterically-Induced Speciation Change in Complexes with Thiophene-Bridged Bis(3-hydroxy-N-methylpyridin-2-one)

    Energy Technology Data Exchange (ETDEWEB)

    Szigethy, Geza; Raymond, Kenneth N.

    2009-09-11

    Structural characterization of a mononuclear uranyl complex with a tetradentate, thiophene-linked bis(3-hydroxy-N-methylpyridin-2-one) ligand reveals the most planar coordination geometry yet observed with this ligand class. The introduction of ethylsulfanyl groups onto the thiophene linker disrupts this planar, conjugated ligand arrangement, resulting in the formation of dimeric (UO{sub 2}){sub 2}L{sub 2} species in which each ligand spans two uranyl centers. Relative energy calculations reveal that this tendency toward dimer formation is the result of steric interference between ethylsulfanyl substituents and linking amides.

  12. Tuning the structural and electronic properties of novel thiophene-pyrrole based 1,2,3,4-tetrazine

    Science.gov (United States)

    Dutta, Rakesh; Kalita, Dhruba Jyoti

    2017-04-01

    Here, we have studied the structural and optoelectronic behaviour of a series of conjugated heterocyclic polymers. The basic monomer unit of the conjugated polymers contains a backbone of novel thiophene and pyrrole based 1,2,3,4-tetrazine. The other oligomers are designed by substituting the basic monomer unit with different electron-donating and electron-withdrawing groups at the nitrogen and the 3rd C-atom of the pyrrole and the thiophene ring respectively. We have calculated dihedral angles, HOMO-LUMO gaps, excitation energies and oscillator strengths by employing TD-DFT method. Our study reveals that compounds having bulky substituents exhibit larger dihedral angles. This in turn renders an increase in the band gaps (ΔH - L). Presence of the electron-withdrawing substituents also increases the ΔH - L values of the oligomers. However, the electron-donating groups decrease the ΔH - L values of the oligomers. Therefore, small electron-donating substituents have an overwhelming effect on the optoelectronic properties of the conjugated polymers which in turn makes them interesting materials with good conduction properties for fabrication of optoelectronic devices such as OLEDs, OFETs and solar cells.

  13. Thiophene-degrading Escherichia coli mutants possess sulfone oxidase activity and show altered resistance to sulfur-containing antibiotics

    Energy Technology Data Exchange (ETDEWEB)

    Juhl, M.J.; Clark, D.P. (Southern Illinois Univ., Carbondale (USA))

    1990-10-01

    The authors have previously isolated mutants of Escherichia coli which show increased oxidation of heterocyclic furan and thiophene substrates. They have now found that strains carrying the thdA mutation express a novel enzyme activity which oxidizes a variety of substrates containing a sulfone (e.g., ethyl sulfone) were oxidized. The thdA mutants were more resistant than wild-type strains to aromatic sulfone antibiotics such as dapsone. In contrast they showed increased susceptibility to thiolutin, a cyclic antibiotic containing sulfur at the sulfide level of oxidation. Several new thdA mutant alleles were isolated by selecting for increased oxidation of various aliphatic sulfur compounds. These new thdA mutants showed similar sulfone oxidase activity and the same map location (at 10.7 min) as the original thdA1 mutation. The constitutive fadR mutation was required for the phenotypic expression of thdA-mediated oxidation of sulfur compounds. However, the thdA-directed expression of sulfone oxidase activity was not fadR dependent. The thdC and thdD mutations probably protect against the toxicity of thiophene derivatives rather than conferring improved metabolic capability.

  14. 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.

  15. Copolymer from electropolymerization of thiophene and 3,4-ethylenedioxythiophene and its use as cathode for lithium ion battery

    International Nuclear Information System (INIS)

    Chang, C.-C.; Her, L.-J.; Hong, J.-L.

    2005-01-01

    Electropolymerizations (EPs) of thiophene (Th), 3,4-ethylenedioxythiophene (EDOT) and the mixed monomers of Th and EDOT in 0.05 M Et 4 NClO 4 /propylene carbonate (PC) solution were performed to prepare polymer films as potential cathode materials in lithium ion battery. The incorporation of EDOT units into pure polythiophene (PTh) chain leads to large alternations on the experimental conditions of EPs and the properties of the resulting polymer films. Onset potential of the EPs was reduced with the participation of EDOT component. The resulting polymers, PTh, poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(thiophene-co-3,4-ethylenedioxythiophene) (PTh-EDOT) were then served as cathode materials to test their capabilities to transport lithium ion in 1.0 M LiPF 6 /ethylene carbonate/dimethyl carbonate solution. With the inherent EDOT unit, PEDOT and PTh-EDOT have better charge capacity, stability and response rate than pure PTh. Among the copolymers, PTh-EDOT (1/1) even shows better stability than pure PEDOT homopolymer, advantage of using EDOT as copolymer component is thus evaluated

  16. A Novel Thiophene-Fused Polycyclic Aromatic with a Tetracene Core: Synthesis, Characterization, Optical and Electrochemical Properties

    Directory of Open Access Journals (Sweden)

    Yasushiro Nishioka

    2011-05-01

    Full Text Available FeCl3-mediated oxidative cyclization was successfully used to construct an extended thiophene-pendant pyrene skeleton and synthesize a novel thiophene-fused polycyclic aromatic (THTP-C with a tetracene core. The identity of the compound was confirmed by 1H-NMR, 13C-NMR, MS, and elemental analysis. Meanwhile, a single crystal of THTP-C was obtained and analyzed by X-ray single-crystal diffraction. THTP-C has a “saddle” shaped π-conjugated 1-D supramolecular structure, and favors highly ordered self-assembly by π-π interactions as evidenced by its concentration-dependent 1H-NMR spectra in solution. The optical properties of THTP-C were investigated by ultraviolet-visible (UV-Vis and photoluminescence (PL spectroscopy and its electrochemical properties were investigated by cyclic voltammetry (CV. The relatively large band gap (2.86 eV, low EHOMO level (−5.64 eV and intermolecular π-π interactions imply that THTP-C has a high stability against photo-degradation and oxidation, and may be a promising candidate for stable hole-transporting materials.

  17. 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.

  18. 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.

  19. Synthesis of poly(benzothiadiazole-co-dithienobenzodithiophenes) and effect of thiophene insertion for high-performance polymer solar cells.

    Science.gov (United States)

    Yun, Hui-Jun; Lee, Yun-Ji; Yoo, Seung-Jin; Chung, Dae Sung; Kim, Yun-Hi; Kwon, Soon-Ki

    2013-09-23

    We describe herein the synthesis of novel donor-acceptor conjugated polymers with dithienobenzodithiophenes (DTBDT) as the electron donor and 2,1,3-benzothiadiazole as the electron acceptor for high-performance organic photovoltaics (OPVs). We studied the effects of strategically inserting thiophene into the DTBDT as a substituent on the skeletal structure on the opto-electronic performances of fabricated devices. From UV/Vis absorption, electrochemical, and field-effect transistor analyses, we found that the thiophene-containing DTBDT derivative can substantially increase the orbital overlap area between adjacent conjugated chains and thus dramatically enhance charge-carrier mobility up to 0.55 cm(2)  V(-1)  s(-1). The outstanding charge-transport characteristics of this polymer allowed the realization of high-performance organic solar cells with a power conversion efficiency (PCE) of 5.1 %. Detailed studies on the morphological factors that enable the maximum PCE of the polymer solar cells are discussed along with a hole/electron mobility analysis based on the space-charge-limited current model. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  20. 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)

  1. 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

  2. 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)

  3. 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)

  4. 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

  5. An Electrochemical and Raman Spectroscopy Study of the Surface Behaviour of Mononuclear Ruthenium and Osmium Polypyridyl Complexes Based on Pyridyl- and Thiophene-Based Linkers

    NARCIS (Netherlands)

    Halpin, Yvonne; Logtenberg, Hella; Cleary, Laura; Schenk, Stephan; Schulz, Martin; Draksharapu, Apparao; Browne, Wesley R.; Vos, Johannes G.

    2013-01-01

    The utility of a thiophene anchor unit as an alternative for thiols in the immobilisation of ruthenium and osmium complexes on gold and platinum is examined with special attention focused on the relative contributions of physi- and chemisorption of the complexes and the chemical stability of the

  6. Diketopyrrolopyrroles disubstituted with alkylated thiophenes: effect of the donor unit size and solubilizing substituents on their redox, photo- and electroluminescence properties

    Czech Academy of Sciences Publication Activity Database

    Wiosna-Salyga, G.; Gora, M.; Zagorska, M.; Toman, Petr; Luszczynska, B.; Pfleger, Jiří; Glowacki, I.; Ulanski, J.; Mieczkowski, J.; Pron, A.

    2015-01-01

    Roč. 5, č. 73 (2015), s. 59616-59629 ISSN 2046-2069 R&D Projects: GA ČR(CZ) GA15-05095S Institutional support: RVO:61389013 Keywords : diketopyrrolopyrrole * thiophene * density functional theory Subject RIV: BM - Solid Matter Physics ; Magnetism Impact factor: 3.289, year: 2015

  7. Cobalt(II), nickel(II), copper(II), zinc(II), cadmium(II) and dioxouranium(II) complexes of thiophene-2-aldehyde-4-phenyl-thiosemicarbazone

    International Nuclear Information System (INIS)

    Singh, Balwan; Misra, Harihar

    1986-01-01

    The present paper describes the synthesis and characterisation of thiophene-2-aldehyde-4-phenylthiosemicarbazone (TAPTSC) and its metal complexes with Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and UO(II). (author). 30 refs., 1 table

  8. Ultrasound assisted synthesis and physicochemical characterizations of fluorine-modified CoMo/Al2O3 nanocatalysts used for hydrodesulfurization of thiophene.

    Science.gov (United States)

    Ebrahimynejad, Mitra; Haghighi, Mohammad; Asgari, Nazli

    2014-09-01

    A series of CoMo/F-Al2O3 nanocatalysts with different fluorine loadings of 0, 0.4, 0.8 and 1 wt% were successfully synthesized by a sonochemical method and used for catalytic hydrodesulfurization (HDS) of thiophene. The nanocatalysts were characterized with X-ray diffraction analysis (XRD), Field Emission Scanning Electron Microscopy (FESEM), BET nitrogen adsorption Brunauer-Emmett-Teller (BET) analysis, Fourier Transform Infrared Spectroscopy (FTIR) and temperature programmed desorption of ammonia (TPD-NH3) techniques. The XRD results showed a high dispersion of the molybdenum species on the γ-Al2O3 support due to the application of sonochemical method along with fluorine addition. The CoMo/F-Al2O3 nanocatalysts had a particle size less than 100 nm. The specific surface area of the samples was slightly decreased with increasing the fluorine content. The FTIR results confirmed that with the increase of fluorine amount in the CoMo/Al2O3 nanocatalysts, it would generate more active sites. Moreover, the TPD results showed that the fluorinated nanocatalysts had higher acidity than the promoter-free nanocatalysts, because of the formation of new strong acid sites on the γ-Al2O3 support by the promoter. The catalytic activity for thiophene HDS reaction was investigated in a stirred slurry-tank reactor in the atmospheric pressure to determine the effect of fluorine amount on the nanocatalyst performance. The results of thiophene HDS reaction showed that the fluorinated nanocatalysts were more active than fluorine-free nanocatalysts and consequently, they were able to remove nearly 100% of thiophene in the initial solution. Furthermore, the nanocatalyst with the fluorine content of 0.8 wt% had the highest activity in HDS of thiophene. However, further addition of fluorine led to decrease in catalytic activity which could be attributed to the agglomerated particles formed on the nanocatalyst surface.

  9. 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.

  10. Reaction of pregnenolone with cyanoacetylhydrazine: novel synthesis of hydrazide-hydrazone, pyrazole, pyridine, thiazole, thiophene derivatives and their cytotoxicity evaluations.

    Science.gov (United States)

    Mohareb, Rafat M; Al-Omran, Fatima

    2012-12-01

    Pregnenolone (1) was used as a template to develop new anticancer compounds. Ring D modification of 1 through its reaction with cyanoacetylhydrazine (2) gave the hydrazide-hydrazone derivative 3. The latter compound underwent heterocyclization reactions to give the pyrazole, pyridine, thiazole and thiophene derivatives of pregnenolone. The cytotoxicity of the newly synthesized heterocyclic steroids against three human tumor cell lines namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) were studied. Some of tested compounds were found to exhibit much higher inhibitory effects towards the three tumor cell lines than the reference drug, doxorubicin. Copyright © 2012 Elsevier Inc. All rights reserved.

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

    Science.gov (United States)

    Gholamrezaie, Fatemeh; de Leeuw, Dago M; Meskers, Stefan C J

    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.

  12. 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.

  13. Design of new coumarin dyes having thiophene moieties for highly efficient organic-dye-sensitized solar cells

    Energy Technology Data Exchange (ETDEWEB)

    Kohjiro, Hara; Mitsuhiko, Kurashige; Kazuhiro, Sayama; Hironori, Arakawa [National Institute of Advanced Industrial Sciences and Technology, Photoreaction Control Research Center, Ibaraki (Japan); Yasufumi, Dan-Oh; Chiaki, Kasada; Akira, Shinpo; Sadaharu, Suga [Hayashibara Biochemical Laboratories, Inc., Okayama (Japan)

    2003-07-01

    We have developed new coumarin dyes having thiophene moieties in order to improve the photovoltaic performance of dye-sensitized nanocrystalline TiO{sub 2} solar cells based on the organic dyes as photo-sensitizers. A solar-energy-to-electricity conversion efficiency ({eta}) of 7.7% was attained under AM 1.5 irradiation (100 mW cm''-''2) with a short-circuit current density (J{sub s}c) of 14.3 mA cm''-''2, an open-circuit voltage (V{sub o}c) of 0.73 V, and a fill factor (ff) of 0.74. (authors)

  14. Design of iron atom modified thiophene-linked metalloporphyrin 2D conjugated microporous polymer as CO2reduction photocatalyst.

    Science.gov (United States)

    Chen, Chongyang; Tang, Chao; Xu, Weiwei; Li, Youyong; Xu, Lai

    2018-03-23

    Herein, by means of density functional theory (DFT) calculations, we designed a new type of thiophene-linked porphyrin unit and incorporated it into an extended 2D conjugated microporous polymer (CMP) to serve as a CO2 reduction catalyst. This newly designed catalyst combines the advantages of molecular catalysis, heterogeneous catalysis, high structural stability and tunable electronic properties. A series of metal atoms (Fe, Mg, Mn, and Cu) were introduced into the center of the porphyrin ring to modify its capacity for reducing CO2. Our transition state (TS) search calculations revealed that the Fe-modified CMP possessed the highest catalytic activity toward CO2 reduction. The plausible reduction pathway was also determined. The band structure and frontier orbital distribution calculations further demonstrated its semimetallic property and higher stimulated transition probability, both of which are critical factors for photocatalytic performance. We hope that our design could provide meaningful guidance for other relevant CO2 catalytic reactions.

  15. Side chain engineering of poly-thiophene and its impact on crystalline silicon based hybrid solar cells

    Energy Technology Data Exchange (ETDEWEB)

    Zellmeier, M.; Rappich, J.; Nickel, N. H. [Helmholtz-Zentrum Berlin für Materialien und Energie GmbH, Institute for Silicon Photovoltaics, Kekuléstr. 5, 12489 Berlin (Germany); Klaus, M.; Genzel, Ch. [Department of Microstructure and Residual Stress Analysis, Helmholtz-Zentrum Berlin für Materialien und Energie GmbH, Albert-Einstein-Straße 15, 12489 Berlin (Germany); Janietz, S. [Department of Polymer Electronics, Fraunhofer Institute for Applied Polymer Research, Geiselbergstr. 69, 14476 Potsdam (Germany); Frisch, J.; Koch, N. [Humboldt Universität zu Berlin, Brook-Taylor-Straße 6, 12489 Berlin (Germany)

    2015-11-16

    The influence of ether groups in the side chain of spin coated regioregular polythiophene derivatives on the polymer layer formation and the hybrid solar cell properties was investigated using electrical, optical, and X-ray diffraction experiments. The polymer layers are of high crystallinity but the polymer with 3 ether groups in the side chain (P3TOT) did not show any vibrational fine structure in the UV-Vis spectrum. The presence of ether groups in the side chains leads to better adhesion resulting in thinner and more homogeneous polymer layers. This, in turn, enhances the electronic properties of the planar c-Si/poly-thiophene hybrid solar cell. We find that the power conversion efficiency increases with the number of ether groups in the side chains, and a maximum power conversion efficiency of η = 9.6% is achieved even in simple planar structures.

  16. 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.

  17. 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...

  18. Towards Rational Designing of Efficient Sensitizers Based on Thiophene and Infrared Dyes for Dye-Sensitized Solar Cells

    Directory of Open Access Journals (Sweden)

    Ahmad Irfan

    2014-01-01

    Full Text Available Geometries, electronic properties, and absorption spectra of the dyes which are a combination of thiophene based dye (THPD and IR dyes (covering IR region; TIRBD1-TIRBD3 were performed using density functional theory (DFT and time dependent density functional theory (TD-DFT, respectively. Different electron donating groups, electron withdrawing groups, and IR dyes have been substituted on THPD to enhance the efficiency. The bond lengths of new designed dyes are almost the same. The lowest unoccupied molecular orbital energies of designed dyes are above the conduction band of TiO2 and the highest occupied molecular orbital energies are below the redox couple revealing that TIRBD1-TIRBD3 would be better sensitizers for dye-sensitized solar cells. The broad spectra and low energy gap also showed that designed materials would be efficient sensitizers.

  19. 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

  20. New copolythiophene containing thiophene integrated in the polymer chain, useful in the form of a field effect transistor, a diode, a photovoltaic cell, an integrated circuit, a capacitor or a sensor

    OpenAIRE

    Janietz, Silvia; Krueger, Hartmut; Egorov-Brening, Tatjana

    2011-01-01

    Copolythiophene containing thiophene (I) integrated in the polymer chain, is new. Copolythiophene containing thiophene of formula (I) integrated in the polymer chain, is new. R 1>an oxygen moiety of formula [(-CH 2) n-O] m-R 2>; R 2>1-18C alkyl; n : 1-6; and m : 1-20, preferably 1-9. An independent claim is also included for the electrical component comprising a semiconductor made from a copolythiophene.

  1. 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

  2. The Reaction of Cyanoacetic Acid Hydrazide with 2-Acetylfuran: Synthesis of Coumarin, Pyridine, Thiophene and Thiazole Derivatives with Potential Antimicrobial Activities

    OpenAIRE

    MOHAREB, Rafat; EL-ARAB, Elham Ezz; EL-SHARKAWY, Karam

    2009-01-01

    The hydrazide-hydrazone derivative 1 was formed through the reaction of cyanoacetic acid hydrazide with 2-acetylfuran. Compound 1 underwent a series of hetrocyclization reactions through its reaction with different chemical reagents to produce arylidene, coumarin, aryl hydrazone, pyridine, thiophene and thiazole derivatives 2–10. The MIC values for the newly synthesized products were tested against E. coli, B. cereus, B. subtilis and C. albicans compared with ampicilline and cycloheximide as ...

  3. 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.

  4. The Availability of Neutral Cyan, Green, Blue and Purple Colors from Simple D–A Type Polymers with Commercially Available Thiophene Derivatives as the Donor Units

    Directory of Open Access Journals (Sweden)

    Lingqian Kong

    2017-11-01

    Full Text Available In this paper, the Stille coupling reaction was used to prepare four donor–acceptor–donor (D–A–D type monomers. For this purpose, 2,3-bis(4-methoxyphenyl quinoxaline was used as the acceptor unit, and thiophene derivatives (3,4-ethylenedioxythiophene, or EDOT; 3-methoxythiophene, or MOTh; 3-methylthiophene, or MTh; and thiophene, or Th were used as the donor units. The monomers were polymerized to the corresponding polymers by the cyclic voltammetry (CV or potentiostatic method. The band gaps and the adsorption profiles of the polymers were finely tuned with the incorporation of the different thiophene units. All four polymers have low band gaps, and switched between the colored neutral states and the highly transmissive oxidized state. We were successfully able to obtain the valuable neutral colors of cyan, green, blue, and violet for the polymers employing EDOT, MOTh, MTh, and Th as the donor unit, respectively. Furthermore, electrochromic kinetic investigations showed that all four polymers displayed excellent optical contrasts (ΔT%, fast switching times, high coloration efficiencies, and robust stabilities, indicating that these four polymers are probably promising choices for developing electrochromic devices.

  5. 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)

  6. 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

  7. 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.

  8. 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.

  9. Click-based synthesis and antitubercular evaluation of novel dibenzo[b,d]thiophene-1,2,3-triazoles with piperidine, piperazine, morpholine and thiomorpholine appendages.

    Science.gov (United States)

    Pulipati, Lokesh; Yogeeswari, Perumal; Sriram, Dharmarajan; Kantevari, Srinivas

    2016-06-01

    A series of novel piperidine, piperazine, morpholine and thiomorpholine appended dibenzo[b,d]thiophene-1,2,3-triazoles were designed and synthesized utilizing azide-alkyne click chemistry in the penultimate step. The required azide building block 6a-e was synthesized from commercial dibenzo[b,d]thiophene in good yields following five step reaction sequence. All the new analogues 8a-f, 9a-f, 10a-f, 11a-f &12a-f were characterized by their NMR and mass spectral analysis. Screening all thirty new compounds for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, resulted 8a, 8f and 11e as potent analogues with MIC 0.78μg/mL, 0.78μg/mL & 1.56μg/mL, respectively, and has shown lower cytotoxicity. Interestingly, all six piperazine appended dibenzo[b,d]thiophene-1,2,3-triazoles 11a-f exhibited Mtb inhibition activity with MIC 1.56-12.5μg/mL. To some extent, the data observed here indicated Mycobacterium tuberculosis inhibition among the appendages is in the order, piperazine>thiomorpholine>morpholine. Copyright © 2016 Elsevier Ltd. All rights reserved.

  10. 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

  11. 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.

  12. Electron-transporting oligothiophenes containing dicyanomethylene-substituted cyclopenta[b]thiophene: chemical tuning for air stability in OFETs.

    Science.gov (United States)

    Ie, Yutaka; Nishida, Kazufumi; Karakawa, Makoto; Tada, Hirokazu; Aso, Yoshio

    2011-08-19

    We have synthesized new electron-transporting oligothiophenes containing dicyanomethylene-substituted cyclopenta[b]thiophene as an active material for the fabrication of solution-processable n-type organic field-effect transistors (OFETs). The influence of the number of dicyanomethylene groups as well as the position of hexyl groups was investigated in detail by performing photophysical and electrochemical measurements. Results revealed that the optical energy gaps and the lowest unoccupied molecular orbital (LUMO) energy levels can be controlled by changing the number of dicyanomethylene groups. In contrast, the position of hexyl groups has little influence on molecular electronic properties. X-ray diffraction and atomic force microscopy measurements revealed that spin-coated thin films of the new compounds had a crystalline structure. OFETs based on these compounds were evaluated in vacuum and air-exposed conditions, and the electron mobility of up to 0.016 cm(2) V(-1) s(-1) was achieved. Furthermore, we demonstrated that the air stability of the OFETs depends on the LUMO energy level of the compounds.

  13. Density Functional Theoretical and Time-dependent Density Functional Theoretical Study on Thiophene.Benzothiadiazole-based Polymers

    Energy Technology Data Exchange (ETDEWEB)

    Wo, Han Young; Uddin, Mohammad Afsar; Hwang, Sungu Hwang [Pusan National University, Busan (Korea, Republic of)

    2015-01-15

    In order to improve the performance of the photovoltaic cell, much effort has been dedicated in terms of the design of new materials, device architectures, and processing techniques. In the design of new molecular structure of the repeat unit, electronic properties such as the highest occupied molecular orbital (HOMO) level and bandgap are important because they are related to the efficiency of the photovoltaic cell. A quantitative prediction of these electronic properties prior to the actual synthesis would be of great help by minimizing the effort of trial-and-error synthesis. Recently, we reported the molecular design and photovoltaic property relationships of low bandgap polymer based on a thiophene (T).benzothiadiazole (BT) alternating structure. DFT and TD-DFT calculations were applied to six different T.BT units. Torsional profile studies showed that the presence of the alkoxy linkage provides ring coplanarity, which leads to good π-π packing between two chains. Quantitative studies on the HOMO and bandgap of the polymers show excellent correlation between the experimental results and the DFT calculations.

  14. 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.

  15. Push–pull effect on the geometries, electronic and optical properties of thiophene based dye-sensitized solar cell materials

    Directory of Open Access Journals (Sweden)

    Ahmad Irfan

    2014-12-01

    Full Text Available Geometries, electronic structure and electronic absorption spectra of thiophene based dye-sensitized solar cells were performed using Density Functional Theory (DFT and time dependent density functional theory (TD-DFT. Different electron donating and electron withdrawing groups have been substituted. Geometries and electronic properties have been computed at B3LYP/6-31G∗∗ and absorption spectra at TD-B3LYP/6-31G∗∗ level of theory. Major change in bond lengths and bond angles occurs in the system where there is electron withdrawing or electron donating groups have been substituted. In SYSTEM-2 and SYSTEM-3 intra charge transfer has been observed. HOMO of SYSTEM-2 and SYSTEM-3 is delocalized on left side while LUMO on right side of the molecule. In SYSTEM-1, HOMO is on left side while LUMO is in the center. The designed systems show two absorption peaks for each of the system. In short, choice of appropriate electron withdrawing and donating groups is very important for improving the performance of dye-sensitized solar cells.

  16. 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

  17. 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)

  18. Kinetic Studies of Atom Transfer Radical Polymerisations of Styrene and Chloromethylstyrene with Poly(3-hexyl thiophene Macroinitiator

    Directory of Open Access Journals (Sweden)

    Nattawoot Rattanathamwat

    2015-01-01

    Full Text Available Poly(3-hexyl thiophene-b-poly(styrene-co-chloromethylstyrene copolymers, to be used as a prepolymer for preparing donor-acceptor block copolymers for organic solar cells, have been synthesised by reacting P3HT macroinitiators with styrene and chloromethylstyrene via three types of atom transfer radical polymerisation (ATRP systems, which are (1 a normal ATRP, (2 activators generated by electron transfer (AGET, and (3 a simultaneous reverse and normal initiation (SR&NI. The kinetics of these ATRP systems were studied as a function of monomers to the macroinitiator molar ratio. It was found that all of the three types of ATRP systems led to first order kinetics with respect to monomers. The highest rate constant (k of 3.4 × 10−3 s−1 was obtained from the SR&NI ATRP system. The molecular weights of the product determined by the GPC were lower than were the theoretical values. The result was discussed in light of the chain transfer reaction to the poly(chloromethylstyrene repeating units. Morphology of the synthesized block copolymers, examined by an atomic force microscopy (AFM, were also compared and discussed.

  19. 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.

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

    Directory of Open Access Journals (Sweden)

    Mnaza Noreen

    2015-11-01

    Full Text Available 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-chlorophenylthiophen-2-ylsulfonyl 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.

  1. Temporal quantitation of mutant Kit tyrosine kinase signaling attenuated by a novel thiophene kinase inhibitor OSI-930.

    Science.gov (United States)

    Petti, Filippo; Thelemann, April; Kahler, Jen; McCormack, Siobhan; Castaldo, Linda; Hunt, Tony; Nuwaysir, Lydia; Zeiske, Lynn; Haack, Herbert; Sullivan, Laura; Garton, Andrew; Haley, John D

    2005-08-01

    OSI-930, a potent thiophene inhibitor of the Kit, KDR, and platelet-derived growth factor receptor tyrosine kinases, was used to selectively inhibit tyrosine phosphorylation downstream of juxtamembrane mutant Kit in the mast cell leukemia line HMC-1. Inhibition of Kit kinase activity resulted in a rapid dephosphorylation of Kit and inhibition of the downstream signaling pathways. Attenuation of Ras-Raf-Erk (phospho-Erk, phospho-p38), phosphatidyl inositol-3' kinase (phospho-p85, phospho-Akt, phospho-S6), and signal transducers and activators of transcription signaling pathways (phospho-STAT3/5/6) were measured by affinity liquid chromatography tandem mass spectrometry, by immunoblot, and by tissue microarrays of fixed cell pellets. To more globally define additional components of Kit signaling temporally altered by kinase inhibition, a novel multiplex quantitative isobaric peptide labeling approach was used. This approach allowed clustering of proteins by temporal expression patterns. Kit kinase, which dephosphorylates rapidly upon kinase inhibition, was shown to regulate both Shp-1 and BDP-1 tyrosine phosphatases and the phosphatase-interacting protein PSTPIP2. Interactions with SH2 domain adapters [growth factor receptor binding protein 2 (Grb2), Cbl, Slp-76] and SH3 domain adapters (HS1, cortactin, CD2BP3) were attenuated by inhibition of Kit kinase activity. Functional crosstalk between Kit and the non-receptor tyrosine kinases Fes/Fps, Fer, Btk, and Syk was observed. Inhibition of Kit modulated phosphorylation-dependent interactions with pathways controlling focal adhesion (paxillin, leupaxin, p130CAS, FAK1, the Src family kinase Lyn, Wasp, Fhl-3, G25K, Ack-1, Nap1, SH3P12/ponsin) and septin-actin complexes (NEDD5, cdc11, actin). The combined use of isobaric protein quantitation and expression clustering, immunoblot, and tissue microarray strategies allowed temporal measurement signaling pathways modulated by mutant Kit inhibition in a model of mast cell

  2. Phenacyl-thiophene and quinone semiconductors designed for solution processability and air-stability in high mobility n-channel field-effect transistors.

    Science.gov (United States)

    Letizia, Joseph A; Cronin, Scott; Ortiz, Rocio Ponce; Facchetti, Antonio; Ratner, Mark A; Marks, Tobin J

    2010-02-08

    Electron-transporting organic semiconductors (n-channel) for field-effect transistors (FETs) that are processable in common organic solvents or exhibit air-stable operation are rare. This investigation addresses both these challenges through rational molecular design and computational predictions of n-channel FET air-stability. A series of seven phenacyl-thiophene-based materials are reported incorporating systematic variations in molecular structure and reduction potential. These compounds are as follows: 5,5'''-bis(perfluorophenylcarbonyl)-2,2':5',- 2'':5'',2'''-quaterthiophene (1), 5,5'''-bis(phenacyl)-2,2':5',2'': 5'',2'''-quaterthiophene (2), poly[5,5'''-(perfluorophenac-2-yl)-4',4''-dioctyl-2,2':5',2'':5'',2'''-quaterthiophene) (3), 5,5'''-bis(perfluorophenacyl)-4,4'''-dioctyl-2,2':5',2'':5'',2'''-quaterthiophene (4), 2,7-bis((5-perfluorophenacyl)thiophen-2-yl)-9,10-phenanthrenequinone (5), 2,7-bis[(5-phenacyl)thiophen-2-yl]-9,10-phenanthrenequinone (6), and 2,7-bis(thiophen-2-yl)-9,10-phenanthrenequinone, (7). Optical and electrochemical data reveal that phenacyl functionalization significantly depresses the LUMO energies, and introduction of the quinone fragment results in even greater LUMO stabilization. FET measurements reveal that the films of materials 1, 3, 5, and 6 exhibit n-channel activity. Notably, oligomer 1 exhibits one of the highest mu(e) (up to approximately = 0.3 cm(2) V(-1) s(-1)) values reported to date for a solution-cast organic semiconductor; one of the first n-channel polymers, 3, exhibits mu(e) approximately = 10(-6) cm(2) V(-1) s(-1) in spin-cast films (mu(e)=0.02 cm(2) V(-1) s(-1) for drop-cast 1:3 blend films); and rare air-stable n-channel material 5 exhibits n-channel FET operation with mu(e)=0.015 cm(2) V(-1) s(-1), while maintaining a large I(on:off)=10(6) for a period greater than one year in air. The crystal structures of 1 and 2 reveal close herringbone interplanar pi-stacking distances (3.50 and 3.43 A, respectively

  3. 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.

  4. Part 1: synthesis and visible absorption spectra of some new monoazo dyes derived from ethyl 2-amino-4-(4'-substitutedphenyl)thiophenes.

    Science.gov (United States)

    Babür, Banu; Ertan, Nermin

    2014-10-15

    Series of monoazo dyes from some ethyl 2-amino-4-(4'-substitutedphenyl) thiophenes were prepared and characterized. The structure of the substances was confirmed by FT-IR, (1)H NMR and mass spectroscopic techniques. The relationship among the structure of the dyes, their absorption characteristics and the solvatochromic and halochromic behaviors of the dyes were investigated. Introduction of electron-accepting substituent into the diazo moiety results in large bathochromic shifts in all solvents used. The dyes exhibited positive solvatochromism and their solvatochromic properties were discussed in relation to tautomerism. Copyright © 2014 Elsevier B.V. All rights reserved.

  5. 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

  6. 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.

  7. Four thiophene-pyridyl-amide-based ZnII/CdII coordination polymers: Assembly, structures, photocatalytic properties and fluorescent recognition for Fe3+

    Science.gov (United States)

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

    2017-05-01

    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·2H2O (1), [Zn(3-bptpa)(5-MIP)] (2), [Cd(3-bptpa)(1,3-BDC)]·2H2O (3) and [Cd(3-bptpa)(5-MIP)]·4H2O (4) (3-bptpa=N,N‧-bis(pyridine-3-yl)thiophene-2,5-dicarboxamide, 1,3-H2BDC=1,3-benzenedicarboxylic acid, 5-H2MIP=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 (412·63) 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 Fe3+ ions.

  8. Biologically active Schiff bases containing thiophene/furan ring and their copper(II) complexes: Synthesis, spectral, nonlinear optical and density functional studies

    Science.gov (United States)

    Gündüzalp, Ayla Balaban; Özsen, İffet; Alyar, Hamit; Alyar, Saliha; Özbek, Neslihan

    2016-09-01

    Schiff bases; 1,8-bis(thiophene-2-carboxaldimine)-p-menthane (L1) and 1,8-bis(furan-2-carboxaldimine)-p-menthane (L2) have been synthesized and characterized by elemental analysis, 1Hsbnd 13C NMR, UV-vis, FT-IR and LC-MS methods. 1H and 13C shielding tensors for L1 and L2 were calculated with GIAO/DFT/B3LYP/6-311++G(d,p) methods in CDCl3. The vibrational band assignments, nonlinear optical (NLO) activities, frontier molecular orbitals (FMOs) and absorption spectrum have been investigated by the same basis set. Schiff base-copper(II) complexes have been synthesized and structurally characterized with spectroscopic methods, magnetic and conductivity measurements. The spectroscopic data suggest that Schiff base ligands coordinate through azomethine-N and thiophene-S/furan-O donors (as SNNS and ONNO chelating systems) to give a tetragonal geometry around the copper(II) ions. Schiff bases and Cu(II) complexes have been screened for their biological activities on different species of pathogenic bacteria, those are, Gram positive bacteria: Bacillus subtitilus, Yersinia enterotica, Bacillus cereus, Listeria monocytogenes, Micrococcus luteus and Gram negative bacteria: Escherichia coli, Pseudomonas aeroginosa, Shigella dysenteriae, Salmonella typhi, Klebsiella pseudomonas by using microdilution technique (MIC values in mM). Biological activity results show that Cu(II) complexes have higher activities than parent ligands and metal chelation may affect significantly the antibacterial behavior of the organic ligands.

  9. Synthesis, characterization and optical studies of conjugated Schiff base polymer containing thieno[3,2-b]thiophene and 1,2,4-triazole groups

    Science.gov (United States)

    Cetin, Adnan; Korkmaz, Adem; Kaya, Esin

    2018-02-01

    A conjugated polyschiff base (poly(N-thieno[3,2-b]thiophen-2-yl)methylene)-1H-1,2,4-triazol-5-amine) poly(TTMA)) was synthesized by condensation polymerization between thieno[3,2-b]thiophene-2,5-dicarboxaldehyde and 3,5-diamino-1,2,4-triazole. The poly(TTMA) was characterized by FT-IR, 1H NMR, 13C NMR spectra and thermal analysis. The number average molecular weight (Mn) and polydispersity index of the poly(TTMA) were determined by gel permeation chromatography (GPC). In addition, the optical properties of the poly(TTMA) solutions were investigated at different molarities. The band gap Eg value of the poly(TTMA) decreased with the increasing molarity. The absorption band edge values of the poly(TTMA) decreased as the molarity increased. The average transmittance values of the poly(TTMA) increased with the increasing molarity and the highest values of molar extinction coefficient also were found in the near ultraviolet region. Its values decreased with the increasing molarity. These results showed that the poly(TTMA) can be used for the fabrication of many optoelectronic devices due to its suitable optical properties and low optical band gap.

  10. 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.

  11. A 3D metal-organic framework with a pcu net constructed from lead(II) and thiophene-2, 5-dicarboxylic acid: Synthesis, structure and ferroelectric property

    Science.gov (United States)

    Lin, Jian-Di; Rong, Cheng; Lv, Ri-Xin; Wang, Zu-Jian; Long, Xi-Fa; Guo, Guo-Cong; Pan, Chun-Yang

    2018-01-01

    Self-assembly reaction of Pb(NO3)2 with thiophene-2, 5-dicarboxylic acid (H2TDC) led to an acentric three-dimensional (3D) metal-organic framework under solvothermal conditions, namely, Pb(TDC) (1). The 3D framework of 1 is a pillared-layer structure with the I2O1 type which is composed of a 2D inorganic Pb-O-Pb substructural layer and two independent μ6-TDC2- anions pillars. This 3D framework shows a six-connected pcu topological net according to the topological analysis. Compound 1 crystallizes in an acentric space group and displays potential ferroelectric property which could be due to the swing of the thiophene rings. The remnant polarization (Pr), coercive field (Ec) and saturation spontaneous polarization (Ps) of 1 are ca. 0.034 μC cm-2, 15.7 kV cm-1 and 0.0997 μC cm-2, respectively. Among the H2TDC-based MOFs, the present compound is the first example which shows ferroelectric property. In addition, 1 also exhibits photoluminescent property which can be attributed to ligand-to-metal charge transfer.

  12. A Twisted Thieno[3,4-b]thiophene-Based Electron Acceptor Featuring a 14-π-Electron Indenoindene Core for High-Performance Organic Photovoltaics.

    Science.gov (United States)

    Xu, Sheng Jie; Zhou, Zichun; Liu, Wuyue; Zhang, Zhongbo; Liu, Feng; Yan, Hongping; Zhu, Xiaozhang

    2017-11-01

    With an indenoindene core, a new thieno[3,4-b]thiophene-based small-molecule electron acceptor, 2,2'-((2Z,2'Z)-((6,6'-(5,5,10,10-tetrakis(2-ethylhexyl)-5,10-dihydroindeno[2,1-a]indene-2,7-diyl)bis(2-octylthieno[3,4-b]thiophene-6,4-diyl))bis(methanylylidene))bis(5,6-difluoro-3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (NITI), is successfully designed and synthesized. Compared with 12-π-electron fluorene, a carbon-bridged biphenylene with an axial symmetry, indenoindene, a carbon-bridged E-stilbene with a centrosymmetry, shows elongated π-conjugation with 14 π-electrons and one more sp 3 carbon bridge, which may increase the tunability of electronic structure and film morphology. Despite its twisted molecular framework, NITI shows a low optical bandgap of 1.49 eV in thin film and a high molar extinction coefficient of 1.90 × 10 5 m -1 cm -1 in solution. By matching NITI with a large-bandgap polymer donor, an extraordinary power conversion efficiency of 12.74% is achieved, which is among the best performance so far reported for fullerene-free organic photovoltaics and is inspiring for the design of new electron acceptors. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  13. 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.

  14. Facile coating of Poly(3,4-ethylenedioxy thiophene) on manganese dioxide by galvanic displacement reaction and its electrochemical properties for electrochemical capacitors

    International Nuclear Information System (INIS)

    Kim, Kwangheon; Kim, Jiyoung; Kim, Kwangbum

    2012-01-01

    Poly(3,4-ethylenedioxy thiophene) coated Manganese Dioxide (PEDOT/MnO 2 ) composite electrode was fabricated by simply immersing the MnO 2 electrode in an acidic aqueous solution containing 3,4-ethylenedioxy thiophene (EDOT) monomers. Analysis of open-circuit potential of the MnO 2 electrode in the solution indicates the reduction of outer surface of MnO 2 to dissolved Mn 2+ ions and simultaneously oxidation of EDOT monomer to PEDOT on the MnO 2 surface to form a PEDOT shell via a galvanic displacement reaction. Analysis of cyclic voltammograms and specific capacitance of the PEDOT/MnO 2 , conductive carbon added MnO 2 and conductive carbon added PEDOT/MnO 2 electrodes suggests that the conductive carbon acted mainly to provide a continuous conducting path in the electrode to improve the rate capability and the PEDOT layer on MnO 2 acts to increase the active reaction site of MnO 2

  15. Crystal structure of 4-[benzylideneamino]-3-thiophen-2-yl-methyl-4,5-dihydro-1H-[1,2,4] triazole-5-one

    Energy Technology Data Exchange (ETDEWEB)

    Tanak, H., E-mail: hasantanak@gmail.com [Amasya University, Department of Physics, Faculty of Arts and Sciences (Turkey)

    2013-12-15

    The crystal structure of the title compound C{sub 14}H{sub 12}N{sub 4}OS was determined by the X-ray diffraction method. The compound crystallizes in the triclinic space group P-bar1 with Z = 2. The molecule is not planar: the dihedral angle between the triazole and thiophene rings is 73.98(2)°, and that between the triazole and benzene rings is 4.05(2)°. The thiophene ring is disordered over two positions, which are approximately parallel and oppositely oriented. The major component refined to a site-occupancy factor of 0.573(3). An intramolecular C-H...O hydrogen bond generates an S(6) ring motif. In the crystal, molecules are linked together by two pairs of N-H...O interactions (to the same O atom as acceptor), forming inversion dimers. The crystal packing is also stabilized by π-π interactions [centroid-centroid distance is 3.978 Å].

  16. Synthesis and photovoltaic properties of the polymers base on thiophene derivatives with electron-deficient 3-nitro-1,2,4-triazole side chains

    International Nuclear Information System (INIS)

    Zhao, Bin; Li, Xinwei; Tang, Peng; Cao, Zhencai; Huang, Hongyan; Shen, Ping; Tan, Songting

    2013-01-01

    Three soluble alternating conjugated copolymers PT-TZN, PF-TZN, and PBDT-TZN, composed of thiophene, fluorene, benzo[1,2-b:4,5-b′]dithiophene and thiophene derivatives with 3-nitro-1,2,4-triazole side chains, were synthesized via the palladium-catalyzed Suzuki coupling reaction and Stille coupling reaction. The effects of 3-nitro-1,2,4-triazole on the thermal, photophysical, electrochemical and photovoltaic properties were investigated. The introduction of the 3-nitro-1,2,4-triazole side chains is beneficial for lowering the bandgaps of the polymers. The bulk-heterojunction polymer solar cells were fabricated based on the blend of the as-synthesized polymers and the fullerene acceptor [6, 6]-phenyl-C 61 -butyric acid methyl ester. The maximum power conversion efficiency (1.13%) was obtained with PBDT-TZN as the electron donor under the illumination of Air Mass 1.5, 100 mW/cm 2 . - Highlights: • Three conjugated polymers with 3-nitro-1,2,4-triazole side chains were synthesized. • The introduction of the side chains favors lowering the bandgaps of the polymers. • The strong electron-withdrawing nitro group likely promotes excimer quenching

  17. Photoreactivity, Optical Behavior and DFT Studies of 2,5-Bis[4-choloro-acetyl(thiophen-2-ylmethylene)]cyclopentanone BCTCP in Different Solvents.

    Science.gov (United States)

    Hussein, M A; Osman, O I; Asiri, A M; Rozman, H D; El-Daly, S A

    2017-05-01

    Diarylidenecyclopentanone compound namely, 2,5-bis[4-choloroacetyl-(thiophen-2-ylmethylene)]cyclopentanone (BCTCP) was firstly synthesized using the normal condition of Friedel-Crafts method by reacting 2,5-bis(thiophen-2-ylmethylene)cyclopentanone (BTCP) with chloroacetyl chloride in the presence of aluminum chloride anhydrous. The structure of this compound was confirmed by elemental and spectral analyses including FT-IR, 1 H-NMR, 13 C-NMR and mass spectrometry. The electronic absorption and emission properties of BCTCP were studied in different solvents. BCTCP displays a slight solvatochromic effect of the absorption and emission spectrum, indicating a small change in dipole moment of BCTCP upon excitation. BCTCP displayed photodecomposition in chlorinated solvents upon irradiating with 365 nm light. Ground and excited states electronic geometric optimizations were performed using density functional theory (DFT) and time-dependent density functional theory (TD-DFT), respectively. A DFT natural bond orbital (NBO) analysis complemented the intramolecular charge transfer (ICT). The simulated maximum absorption and emission wavelengths are in line the observed ones in trend, and were proportionally red-shifted with the increase of the solvent polarity. The stability, hardness and electrophilicity of BCTCP in different solvents were correlated with the polarity of the elected solvents.

  18. 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

  19. 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.

  20. 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

  1. 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.

  2. 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)

  3. Inactivation of cytochrome P450 (P450) 3A4 but not P450 3A5 by OSI-930, a thiophene-containing anticancer drug.

    Science.gov (United States)

    Lin, Hsia-lien; Zhang, Haoming; Medower, Christine; Hollenberg, Paul F; Johnson, William W

    2011-02-01

    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 b(5) 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 b(5). 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 K(I) of 24 μM and a k(inact) of 0.04 min(-1). This K(I) is significantly greater than the clinical OSI-930 C(max) 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

  4. 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

  5. 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

  6. 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.

  7. X-Ray Photoelectron Spectroscopy characterization of electrosynthesized poly(3-thiophene acetic acid) and its application in Molecularly Imprinted Polymers for atrazine

    Energy Technology Data Exchange (ETDEWEB)

    Malitesta, Cosimino, E-mail: cosimino.malitesta@unisalento.i [Dipartimento di Scienza dei Materiali, Universita del Salento, via Monteroni 73100 Lecce (Italy); Guascito, Maria Rachele; Mazzotta, Elisabetta; Picca, Rosaria Anna [Dipartimento di Scienza dei Materiali, Universita del Salento, via Monteroni 73100 Lecce (Italy)

    2010-05-03

    X-Ray Photoelectron Spectroscopy (XPS) was used to extensively investigate the chemical structure of electrosynthesized poly(3-thiophene acetic acid). The observation of the integrity of carboxylic functionalities upon polymerization, along with the strong affinity between monomer and the herbicide atrazine (At) evidenced by Nuclear Magnetic Resonance, prompted the exploitation of the application of the electrosynthesized polymer in the preparation of a Molecularly Imprinted Polymer (MIP) for At. Experimental conditions for film electrosynthesis in the presence of template (At) were selected. XPS spectroscopy was used also for the characterization of the imprinted film, evidencing the entrapment of the template in polymer matrix and the removal of most template upon washing. Moreover, XPS results about the use of a cross-linking agent (3,3-bithiophene) for prospective improvement of MIP structural integrity are illustrated.

  8. 8-Methoxy-naphtho[2,3-b]thiophen-4,9-quinone, a non-competitive inhibitor of trypanothione reductase

    Directory of Open Access Journals (Sweden)

    Zani Carlos L

    2003-01-01

    Full Text Available The enzyme trypanothione reductase is a recognised drug target in trypanosomatids and has been used in the search of new compounds with potential activity against diseases such as leishmaniasis, Chagas disease and African trypanosomiasis. 8-Methoxy-naphtho [2,3-b] thiophen-4,9-quinone was selected in a screening of natural and synthetic compounds using an in vitro assay with the recombinant enzyme from Trypanosoma cruzi. Its mode of inhibition fits a non-competitive model with respect to the substrate (trypanothione and to the co-factor (NADPH, with Ki-values of 5 and 3.6 µM, respectively. When tested against human glutathione reductase, this compound did not display any significant inhibition at 100 µM, indicating a good selectivity against the parasite enzyme.

  9. Poly[[diaqua(μ2-5,5-dioxodibenzo[b,d]thiophene-3,7-dicarboxylato(μ2-ethylene glycolmanganese(II] dimethylacetamide solvate

    Directory of Open Access Journals (Sweden)

    Xiu-Chun Yi

    2010-12-01

    Full Text Available In the title complex, {[Mn(C14H6O6S(C2H6O2(H2O2]·C4H9NO}n, the MnII ion is six-coordinated in a trans-octahedral geometry by two carboxylate O atoms from two 5,5-dioxodibenzo[b,d]thiophene-3,7-dicarboxylate (L ligands in a monodentate mode, two O atoms from two ethylene glycol (EG molecules and two aqua O atoms. The metal ions are linked by the EG and L ligands, forming two-dimensional coordination networks, which are associated into the three-dimensional structure through O—H...O hydrogen bonds.

  10. 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.

  11. Conductivity and magneto conductivity below 1 k in films of poly(3,4-ethylenedioxy thiophene) doped with CF3SO3

    International Nuclear Information System (INIS)

    Levin, M.; Shlimak, I.; Aleshin, A.N.; Kiebooms, R.; Yu, H.

    1998-01-01

    The temperature dependence of the electrical conductivity σ(T) and the magneto conductivity σ(B, T) of poly(3,4-ethylenedioxy thiophene) - PEDOT films heavily doped with CF 3 SO 3 has been measured down to 150 mk in magnetic fields up to B = 9 T. It is shown that below 1k, σ(T)∝lnT and σ(B, T) depends significantly on the orientation of B parallel or perpendicular to the film surface. These facts are interpreted as a manifestation of two-dimensional character of electron transport in highly doped PEDOT films because of the possible formation of strongly graphitized layers with plane structure of polymer chains or fibrils

  12. Synthesis and Photoelectrochemistry Characterization of Polymer based on 4,7-Di(thiophen-2-yl)-benzo[c][1,2,5]thiadiazole, (DTBT)

    Science.gov (United States)

    Lazo Jimenez, Luz Maria; Frontana-Uribe, Bernardo Antonio

    Poly[4,7-di-(thiophen-2-yl)-benzo[c]-[1,2,5] thiadiazole], P(DTBT), is used in polymer:PCMB blends as active layer on organic photovoltaic devices, (OPV); DTBT-based copolymers show well-reversible oxidation and reduction electrochemical processes. These processes indicate their hig electrochemical stability suitable for n- and p-doping. This is a typical feature benzothiadiazole containing molecules. In the present study the synthesis conditions of the monomer, 4,7-di-(thiophen-2-yl)-benzo[c]-[1,2,5]-thiadiazole based on Stille coupling reactions has been investigated and its respectively polymer P(DTBT) was prepared by repetitive potential-sweep anodic oxidation of the corresponding monomer DTBT onto Pt disk or indium tin oxide (ITO) electrodes. Electrochemical cyclic voltammetry (CV) was performed to determine the HOMO and the LUMO energy levels of the conjugated DTBT and P(DTBT), both exhibit amphoteric redox properties, n- and p- doping process. The optical gap estimated from electrochemical measurements of the polymer P(DTBT) was found to be 1.77 eV, which is close to the reported band gap (1.1-1.2eV) determined by optical absorption technique . Photoelectrochemical characterization of P(DTBT) was realized from UV-Vis-NIR spectra recorded at different applied potentials. These result are correlated with the charge-transfer phenomena in the polymers applied as active layer on OPV`s. Av. Universidad 3000. Coyoacán.C.P. 04510. México. D.F. MEXICO.

  13. Crystal structure of [4-(2-methoxyphenyl-3-methyl-1-phenyl-6-trifluoromethyl-1H-pyrazolo[3,4-b]pyridin-5-yl](thiophen-2-ylmethanone

    Directory of Open Access Journals (Sweden)

    V. Rajni Swamy

    2014-09-01

    Full Text Available The title compound, C26H18F3N3O2S, a 2-methoxy-substituted derivative, is closely related to its 4-methyl- and 4-chloro-substituted analogues and yet displays no structural relationships with them. The thiophene ring is disorder free and the –CF3 group exhibits disorder, respectively, in contrast and similar to that observed in the 4-methyl- and 4-chloro-substituted derivatives. The torsion angle which defines the twist of the thiophene ring is −69.6 (2° (gauche in the title compound, whereas it is anticlinal in the 4-methyl- and 4-chloro-substituted derivatives, with respective values of 99.9 (2 and 99.3 (2°. The absence of disorder in the thiophene ring facilitates one of its ring C atoms to participate in the lone intermolecular C—H...O hydrogen bond present in the crystal, leading to a characteristic C(5 chain graph-set motif linking molecules related through glides along [010]. An intramoleculr C—H...N hydrogen bond also occurs.

  14. Pt and Pd catalysts supported on Al{sub 2}O{sub 3} modified with rare earth oxides in the hydrogenation of tetralin, in the presence of thiophene

    Energy Technology Data Exchange (ETDEWEB)

    Brandao, Denise Sousa; Galvao, Rosana Machado; Da Graca, Maria; Da Rocha, Martins Carneiro; Bargiela, Pascal; Sales, Emerson Andrade [Universidade Federal da Bahia - Instituto de Quimica. Rua Barao de Geremoabo, S/N, Campus Universitario de Ondina, CEP 40.170-290, Salvador-Bahia (Brazil)

    2008-04-15

    Due to stringent environmental regulations, the reduction of aromatic compounds present in diesel fuel, precursors of particulate matter, is becoming one of the most important technologies in petroleum refining industries. However, the high quantity of nitrogen and sulfur compounds limits the use of catalytic processes. In this work Pt and Pd catalysts supported on alumina modified with rare earth oxides (Ce and Pr) were prepared, characterized by XRF, XRD, UV-vis-DRS and XPS, and tested in the hydrogenation of tetralin reaction, in the presence of different concentrations of thiophene. The results showed that the use of a Pr-modified alumina support enhanced the tolerance of the Pt/Al{sub 2}O{sub 3} catalyst to thiophene. The addition of a second metal, Pd, despite a loss in activity, increased tolerance to this poison. The combination of both promoters exhibited a synergic effect, as the bimetallic catalyst supported in the Pr-modified alumina showed a very low sensitivity to thiophene, up to 2600 ppm, explained by the electron-deficiency of the metallic Pt. (author)

  15. 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

  16. Novel 2-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,3,4-oxadiazole and 3-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,2,4-oxadiazole derivatives as dengue virus inhibitors targeting NS5 polymerase.

    Science.gov (United States)

    Benmansour, Fatiha; Eydoux, Cécilia; Querat, Gilles; de Lamballerie, Xavier; Canard, Bruno; Alvarez, Karine; Guillemot, Jean-Claude; Barral, Karine

    2016-02-15

    Using a functional high-throughput screening (HTS) and subsequent SAR studies, we have discovered a novel series of non-nucleoside dengue viral polymerase inhibitors. We report the elaboration of SAR around hit compound 1 as well as the synthesis and antiviral evaluation of 3-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,2,4-oxadiazole and 5-phenyl-2-[2-(2-thienyl)ethenyl]-1,3,4-oxadiazole analogues derived from a rapid and easily accessible chemical pathway. A large number of compounds prepared by this method were shown to possess in vitro activity against the polymerase of dengue virus. The most potent inhibitors were tested against Dengue virus clinical isolates on infected cells model and exhibit submicromolar activity on the four dengue virus serotypes. Copyright © 2016 Elsevier Masson SAS. All rights reserved.

  17. Synthesis, in-vitro antibacterial, antifungal, and molecular modeling of potent anti-microbial agents with a combined pyrazole and thiophene pharmacophore.

    Science.gov (United States)

    Mabkhot, Yahia Nasser; Kaal, Nahed Ahmed; Alterary, Seham; Al-Showiman, Salim S; Barakat, Assem; Ghabbour, Hazem A; Frey, Wolfgang

    2015-05-14

    Ethyl 5-acetyl-4-methyl-2-(phenylamino)thiophene-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.

  18. 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

  19. 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.

  20. 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.

  1. 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.

  2. Preparation of Fe3O4-Embedded Poly(styrene/Poly(thiophene Core/Shell Nanoparticles and Their Hydrogel Patterns for Sensor Applications

    Directory of Open Access Journals (Sweden)

    Yong Seok Kim

    2014-01-01

    Full Text Available This research describes the preparation and sensor applications of multifunctional monodisperse, Fe3O4 nanoparticles-embedded poly(styrene/poly(thiophene (Fe3O4-PSt/PTh, core/shell nanoparticles. Monodisperse Fe3O4-PSt/PTh nanoparticles were prepared by free-radical combination (mini-emulsion/emulsion polymerization for Fe3O4-PSt core and oxidative seeded emulsion polymerization for PTh shell in the presence of FeCl3/H2O2 as a redox catalyst, respectively. For applicability of Fe3O4-PSt/PTh as sensors, Fe3O4-PSt/PTh-immobilized poly(ethylene glycol (PEG-based hydrogels were fabricated by photolithography. The hydrogel patterns showed a good sensing performance under different H2O2 concentrations. They also showed a quenching sensitivity of 1 µg/mL for the Pd2+ metal ion within 1 min. The hydrogel micropatterns not only provide a fast water uptake property but also suggest the feasibility of both H2O2 and Pd2+ detection.

  3. 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)

  4. INVESTIGATING THE LONG-TERM STABILITY AND KINETICS OF SUPEROXIDE ION IN DIMETHYL SULFOXIDE CONTAINING IONIC LIQUIDS AND THE APPLICATION OF THIOPHENE DESTRUCTION

    Directory of Open Access Journals (Sweden)

    M. Hayyan

    Full Text Available Abstract The long-term stability of superoxide ion (O2•− with four ionic liquids (ILs, namely 1-(2-methoxyethyl-1-methylpiperidinium tris(pentafluoroethyltrifluorophosphate [MOEMPip][TPTP], 1-(3-methoxypropyl-1-methylpiperidinium bis(trifluoromethylsulfonylimide [MOPMPip][TFSI], N-ethyl-N,N-dimethyl-2-methoxyethylammonium bis(trifluoromethylsulfonylimide [N112,1O2][TFSI], and ethyl-dimethyl-propylammonium bis(trifluoromethylsulfonylimide [EDMPAmm][TFSI], was studied for up to 24 h using two-second intervals. This was achieved by chemical generation of O2•− by dissolution of potassium superoxide salt in dimethyl sulfoxide and the subsequent addition of the IL. The decrease in the concentration of O2•− after the introduction of the IL was monitored using a UV-vis spectrophotometer. The ammonium-based ILs were found to be more stable than piperidinium-based ILs. To the best of our knowledge, this was the first time that O2•− stability with ILs has been monitored continuously for up to 24 h. This should provide a better insight into the stability and kinetics of O2•− for industrial applications and its role in energy-storage devices. The most appropriate IL as a medium was [EDMPAmm][TFSI], and O2•− generated in this IL was used to destroy nearly 90% of thiophene.

  5. Low-Recombination Thieno[3,4-b]thiophene-Based Photosensitizers for Dye-Sensitized Solar Cells with Panchromatic Photoresponses.

    Science.gov (United States)

    Brogdon, Phillip; Cheema, Hammad; Delcamp, Jared H

    2017-09-22

    We report four NIR photosensitizers employing a low-recombination donor and a thieno[3,4-b]thiophene (3,4-TT) π bridge for use in dye-sensitized solar cells. The inclusion of electron rich π spacers red-shifts the dye absorbance with solution absorption onsets reaching 700 nm. Dyes were found to have suitable energy levels for rapid electron transfers using cyclic voltammetry and UV/Vis-NIR absorption spectroscopy. Computationally optimized ground-state geometries show an increased torsional angle between π spacer and π bridge brought about by an added alkyl chain. This results in a widened optical band gap and increased oxidation potentials owing to a weakening of the electron-accepting ability of 3,4-TT for solution-state measurements. Interestingly in terms of device parameters, the alkylated π spacer had a nearly identical incident photon-to-current conversion efficiency (IPCE) curve onset when compared to a non-alkylated analogue, suggesting more similar dye geometries on the surface of TiO 2 . Elevated short-circuit current density (J SC ) values and comparable open-circuit voltage (V OC ) values were observed in the alkylated-π-spacer-dye-based devices with power conversion efficiencies up to 6.8 % observed with IPCE onsets exceeding 800 nm. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

  6. ]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 .

  7. Effect of interfacial layers on physical and electrical properties of dinaphtho[2,3-b:2‧,3‧-d]thiophene organic thin-film transistors

    Science.gov (United States)

    Shaari, Safizan; Naka, Shigeki; Okada, Hiroyuki

    2017-03-01

    We fabricated hexyl-substituted dinaphtho[2,3-b:2‧,3‧-d]thiophene (C6-DNT-V) organic thin-film transistors (OTFTs) with different interfacial layers. The interfacial layers comprised various types of polymers, polyimide, self-assembled monolayers, and high-κ materials. We investigated the effect of interfacial layers on the physical and electrical properties of C6-DNT-V OTFTs. The relationships between mobility and contact angle, threshold voltage and contact angle, on/off ratio and contact angle, mobility and X-ray diffraction intensity, and mobility and dielectric constant were investigated. We found that the contact angle strongly affected the threshold voltage, and the correlation coefficient was calculated to be 0.88. This is due to the fact that use of interfacial layers on the dielectric surface changes the contact angle and hence the surface energy. The altered surface energy will contribute to a change in the grain boundary of C6-DNT-V and affect the shift in threshold voltage. The relationships between other properties showed correlation coefficients of lower than 0.51.

  8. Design, Synthesis, and Biological Evaluation of 1-(thiophen-2-yl)-9H-pyrido[3,4-b]indole Derivatives as Anti-HIV-1 Agents.

    Science.gov (United States)

    Ashok, Penta; Lu, Cui-Lin; Chander, Subhash; Zheng, Yong-Tang; Murugesan, Sankarnarayanan

    2015-06-01

    A novel series of 1-(thiophen-2-yl)-9H-pyrido [3,4-b]indole derivatives were synthesized using DL-tryptophan as starting material. All the compounds were characterized by spectral analysis such as (1) H NMR, Mass, IR, elemental analysis and evaluated for inhibitory potency against HIV-1 replication. Among the reported analogues, compound 7g exhibited significant anti-HIV activity with EC(50) 0.53 μm and selectivity index 483; compounds 7e, 7i, and 7o displayed moderate activity with EC(50) 3.8, 3.8, and 2.8 μm and selectivity index >105, >105, and 3.85, respectively. Interestingly, compound 7g inhibited p24 antigen expression in acute HIV-1(IIIB) infected cell line C8166 with EC50 1.1 μm. In this study, we also reported the Lipinski rule of 5 parameters, predicted toxicity profile, drug-likeness, and drug score of the synthesized analogues. © 2014 John Wiley & Sons A/S.

  9. 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.

  10. Design, Synthesis, and Evaluation of Thiophene[3,2-d]pyrimidine Derivatives as HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors with Significantly Improved Drug Resistance Profiles.

    Science.gov (United States)

    Kang, Dongwei; Fang, Zengjun; Li, Zhenyu; Huang, Boshi; Zhang, Heng; Lu, Xueyi; Xu, Haoran; Zhou, Zhongxia; Ding, Xiao; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong

    2016-09-08

    We designed and synthesized a series of human immunodeficiency virus type 1 (HIV-1) non-nucleoside reverse transcriptase inhibitors (NNRTIs) with a piperidine-substituted thiophene[3,2-d]pyrimidine scaffold, employing a strategy of structure-based molecular hybridization and substituent decorating. Most of the synthesized compounds exhibited broad-spectrum activity with low (single-digit) nanomolar EC50 values toward a panel of wild-type (WT), single-mutant, and double-mutant HIV-1 strains. Compound 27 was the most potent; compared with ETV, its antiviral efficacy was 3-fold greater against WT, 5-7-fold greater against Y181C, Y188L, E138K, and F227L+V106A, and nearly equipotent against L100I and K103N, though somewhat weaker against K103N+Y181C. Importantly, 27 has lower cytotoxicity (CC50 > 227 μM) and a huge selectivity index (SI) value (ratio of CC50/EC50) of >159101. 27 also showed favorable, drug-like pharmacokinetic and safety properties in rats in vivo. Molecular docking studies and the structure-activity relationships provide important clues for further molecular elaboration.

  11. 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

    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...... that the stabilization of P3HT by PCBM is due to a morphological reorganization between P3HT and PCBM. This change occurs at a low temperature (ca. 42 degrees C) and increases the lifetime of the primary property, i.e., the ability of the active layer to absorb light. However, this is counterbalanced by the enhanced...... 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...

  12. 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.

  13. 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)

  14. Photophysical properties and computational investigation on substituent effects on the structural and electronic properties of 3,6-di(thiophene-2-yl)-carbazole-based derivatives

    Science.gov (United States)

    Sriyab, Suwannee; Gleeson, Matthew Paul; Hannongbua, Supa; Suramitr, Songwut

    2016-12-01

    A series of 3,6-carbazole-based derivatives, 3,6-CzTh-(1), 3,6-CzTh-(2), 3,6-CzTh-(3) and 3,6-CzTh-(4), were synthesized to investigate the influence of structural distortion on intramolecular charge transfer (ICT) complexation between the conjugation components and carbazole core unit of the 3,6-carbazole-based derivatives. The 3,6-carbazole-based derivatives were synthesized and analysed using UV-Visible, photoluminescence spectroscopy and DFT calculations. The electron-donating substituents on the carbazole core unit, which was linked by formyl and acetyl at the 3,6-positions of the carbazole core so as to directly involve the electron-donating edge substituents in backbone, exhibited conjugation breaks in the middle of the carbazole core units. The break lead to a planar structure with an extraordinary ability to stabilize on the excited state resulting in a strong fluorescence quantum yield (Фfluo ≈ 0.6-0.7). The results of the Time-dependent density functional theory (TD-DFT) calculations were in agreement with the experimental results, and indicated that the low fluorescence of 3,6-CzTh-(1) and 3,6-CzTh-(2) is derived not only from intersystem crossing but also from internal conversion due to the proximity effect; this inference was also supported by the measurements of the photoluminescence spectra at low temperatures. In addition, factors leading efficiently to non-radiative processes were shown to be absent in 3,6-CzTh-(3) and 3,6-CzTh-(4). This work deepens our understanding of 3,6-di(thiophen-2-yl)-carbazole-based derivatives and provides insight into the future design of novel materials for improved fluorescence efficiencies and optoelectronic devices.

  15. Synthesis, spectroscopic characterization, electrochemistry and biological evaluation of some binuclear transition metal complexes of bicompartmental ONO donor ligands containing benzo[b]thiophene moiety

    Science.gov (United States)

    Mahendra Raj, K.; Vivekanand, B.; Nagesh, G. Y.; Mruthyunjayaswamy, B. H. M.

    2014-02-01

    A series of new binucleating Cu(II), Co(II), Ni(II) and Zn(II) complexes of bicompartmental ligands with ONO donor were synthesized. The ligands were obtained by the condensation of 3-chloro-6-substituted benzo[b]thiophene-2-carbohydrazides and 4,6-diacetylresorcinol. The synthesized ligands and their complexes were characterized by elemental analysis and various spectroscopic techniques. Elemental analysis, IR, 1H NMR, ESI-mass, UV-Visible, TG-DTA, magnetic measurements, molar conductance and powder-XRD data has been used to elucidate their structures. The bonding sites are the oxygen atom of amide carbonyl, azomethine nitrogen and phenolic oxygen for ligands 1 and 2. The binuclear nature of the complexes was confirmed by ESR spectral data. TG-DTA studies for some complexes showed the presence of coordinated water molecules and the final product is the metal oxide. All the complexes were investigated for their electrochemical activity, only the Cu(II) complexes showed the redox property. Cu(II) complexes were square planar, whereas Co(II), Ni(II) and Zn(II) complexes were octahedral. Powder-XRD pattern have been studied in order to test the degree of crystallinity of the complexes and unit cell calculations were made. In order to evaluate the effect of antimicrobial activity of metal ions upon chelation, both the ligands and their metal complexes 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 ligands. The DNA cleaving capacities of all the complexes were analyzed by agarose gel electrophoresis method against supercoiled plasmid DNA. Among the compounds tested for antioxidant capacity, ligand 1 displayed excellent activity than its metal complexes.

  16. Discovery of Thiophene[3,2-d]pyrimidine Derivatives as Potent HIV-1 NNRTIs Targeting the Tolerant Region I of NNIBP.

    Science.gov (United States)

    Kang, Dongwei; Ding, Xiao; Wu, Gaochan; Huo, Zhipeng; Zhou, Zhongxia; Zhao, Tong; Feng, Da; Wang, Zhao; Tian, Ye; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong

    2017-11-09

    Our previous studies led us to conclude that thiophene[3,2- d ]pyrimidine is a promising scaffold for diarylpyrimidine (DAPY)-type anti-HIV agents with potent activity against resistance-associated human immunodeficiency virus (HIV) variants ( J. Med. Chem . 2016 , 59 , 7991-8007; J. Med. Chem . 2017 , 60 , 4424-4443). In the present study, we designed and synthesized a series of thiophenepyrimidine derivatives with various substituents in the right wing region of the structure with the aim of developing new interactions with the tolerant region I of the binding pocket of the HIV-1 non-nucleoside reverse transcriptase (NNRTI), and we evaluated their activity against a panel of mutant HIV-1 strains. All the derivatives exhibited moderate to excellent potency against wild-type (WT) HIV-1 in MT-4 cells. Among them, sulfonamide compounds 9b and 9d were single-figure-nanomolar inhibitors with EC 50 values of 9.2 and 7.1 nM, respectively. Indeed, 9a and 9d were effective against the whole viral panel except RES056. Notably, both compounds showed potent antiviral activity against K103N (EC 50 = 0.032 and 0.070 μM) and E138K (EC 50 = 0.035 and 0.045 μM, respectively). Furthermore, 9a and 9d exhibited high affinity for WT HIV-1 RT (IC 50 = 1.041 and 1.138 μM, respectively) and acted as classical NNRT inhibitors (NNRTIs). These results are expected to be helpful in the design of thiophenepyrimidine-based NNRTIs with more potent activity against HIV strains with RT mutations.

  17. 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.

  18. 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.

  19. Synthesis and spectroscopic characterisation of novel bioactive molecule of 3-(2-substituted)-1H-indol-3-yl)-1-(thiophen-2yl)prop-2-en-1-one chalcone derivatives as effective anti-oxidant and anti-microbial agents

    OpenAIRE

    Gopi, Chandravadivelu; Sastry, Vedula Girija; Dhanaraju, Magharla Dasaratha

    2016-01-01

    The chief purpose of this work was to synthesise and find out the anti-oxidant and anti-microbial activities of novel 3-(2-substituted)-1H-indol-3-yl)-1-(thiophen-2yl)prop-2-en-1-one chalcone derivatives. These derivatives were prepared by performing Claisen–Schmidt condensation reaction of 1-(thiophen-2yl)ethanone and 2 substituted 1H-indole-3-carbaldehyde with constant stirring (approximately for 3 hours) in the presence of ethanol and potassium hydroxide. The newly synthesised compounds' a...

  20. 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.

  1. Improving the performance of P3HT-fullerene solar cells with side-chain-functionalized poly(thiophene) additives: a new paradigm for polymer design.

    Science.gov (United States)

    Lobez, Jose M; Andrew, Trisha L; Bulović, Vladimir; Swager, Timothy M

    2012-04-24

    The motivation of this study is to determine if small amounts of designer additives placed at the polymer-fullerene interface in bulk heterojunction (BHJ) solar cells can influence their performance. A series of AB-alternating side-chain-functionalized poly(thiophene) analogues, P1-6, are designed to selectively localize at the interface between regioregular poly(3-hexylthiophene) (rr-P3HT) and PC(n)BM (n = 61, 71). The side chains of every other repeat unit in P1-6 contain various terminal aromatic moieties. BHJ solar cells containing ternary mixtures of rr-P3HT, PC(n)BM, and varying weight ratios of additives P1-6 are fabricated and studied. At low loadings, the presence of P1-6 consistently increases the short circuit current and decreases the series resistance of the corresponding devices, leading to an increase in power conversion efficiency (PCE) compared to reference P3HT/PC(61)BM cells. Higher additive loadings (>5 wt %) lead to detrimental nanoscale phase separation within the active layer blend and produce solar cells with high series resistances and low overall PCEs. Small-perturbation transient open circuit voltage decay measurements reveal that, at 0.25 wt % incorporation, additives P1-6 increase charge carrier lifetimes in P3HT/PC(61)BM solar cells. Pentafluorophenoxy-containing polymer P6 is the most effective side-chain-functionalized additive and yields a 28% increase in PCE when incorporated into a 75 nm thick rr-P3HT/PC(61)BM BHJ at a 0.25 wt % loading. Moreover, devices with 220 nm thick BHJs containing 0.25 wt % P6 display PCE values of up to 5.3% (30% PCE increase over a control device lacking P6). We propose that additives P1-6 selectively localize at the interface between rr-P3HT and PC(n)BM phases and that aromatic moieties at side-chain termini introduce a dipole at the polymer-fullerene interface, which decreases the rate of bimolecular recombination and, therefore, improves charge collection across the active layer.

  2. 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

  3. 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.

  4. 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.

  5. 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.

  6. Understanding the grain-growth mechanism of high-performance organic semiconducting diphenyl-dibenzothiopheno[6,5-b:6',5'-f]thieno[3,2-b]thiophene molecules

    Science.gov (United States)

    Kim, Jung-Hwa; Kwon, Young-Nam; Lee, Eunkyung; Jung, Ji Young; Kim, Joo-Young; Shin, Jaikwang; Park, Jeong-Il; Choi, Ajeong

    2017-12-01

    We report here our investigation on the grain-growth mechanism of diphenyl-dibenzothiopheno[6,5-b:6',5'-f]thieno[3,2-b]thiophene (DPh-DBTTT), which was recently published as a high-performance organic semiconductor. Atomic force microscopy revealed that unconventional needle-like structures grew on the surface of DPh-DBTTT thin films, and these structures became more dominant as the film thickness increased and the deposited film's surface temperature decreased. In combination with the crystal structure simulations, the grazing-incidence wide-angle x-ray scattering data indicated that the DPh-DBTTT molecules preferred an edge-on orientation near the interface between the substrate and DPh-DBTTT thin film, while the needle-like structures consisted of a face-on arrangement of the molecules. We suggest that this structural change originates from the large step-edge energy barrier of the DPh-DBTTT molecules. Our findings would be highly valuable to the design of new high-performance organic semiconducting materials and optimization of the conditions of thin-film deposition.

  7. Diphenyl derivatives of dinaphtho[2,3-b:2',3'-f]thieno[3,2-b]thiophene: organic semiconductors for thermally stable thin-film transistors.

    Science.gov (United States)

    Kang, Myeong Jin; Miyazaki, Eigo; Osaka, Itaru; Takimiya, Kazuo; Nakao, Akiko

    2013-04-10

    Two isomeric diphenyl-dinaphtho[2,3-b:2',3'-f]thieno[3,2-b]thiophene (DPh-DNTTs), 2,9- and 3,10-DPh-DNTT, were characterized by means of single-crystal X-ray analysis, thin film XRDs, and evaluation of organic field-effect transistors (OFETs) using their evaporated thin films. The packing structures both in the single crystal and thin film state were classified into a typical herringbone packing regardless of the substitution positions, similar to the parent DNTT. The OFETs showed typical p-channel transistor characteristics with mobilities of as high as 3.5 cm2 V(-1) s(-1) for both isomers, which is slightly higher than that of the parent DNTT. Compared to related DNTT-based organic semiconductors, a unique point of DPh-DNTTs was found to be superior thermal stability in OFET devices. In particular, the 2,9-DPh-DNTT-based OFETs preserved its superior FET characteristics up to 250 °C. For its excellent thermal stability with good FET characteristics, 2,9-DPh-DNTT can be a useful organic semiconductor in various applications that require processes at high temperatures.

  8. 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.

  9. Structure-Based Optimization of Thiophene[3,2-d]pyrimidine Derivatives as Potent HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors with Improved Potency against Resistance-Associated Variants.

    Science.gov (United States)

    Kang, Dongwei; Fang, Zengjun; Huang, Boshi; Lu, Xueyi; Zhang, Heng; Xu, Haoran; Huo, Zhipeng; Zhou, Zhongxia; Yu, Zhao; Meng, Qing; Wu, Gaochan; Ding, Xiao; Tian, Ye; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong

    2017-05-25

    This work follows on from our initial discovery of a series of piperidine-substituted thiophene[3,2-d]pyrimidine HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTI) ( J. Med. Chem. 2016 , 59 , 7991 - 8007 ). In the present study, we designed, synthesized, and biologically tested several series of new derivatives in order to investigate previously unexplored chemical space. Some of the synthesized compounds displayed single-digit nanomolar anti-HIV potencies against wild-type (WT) virus and a panel of NNRTI-resistant mutant viruses in MT-4 cells. Compound 25a was exceptionally potent against the whole viral panel, affording 3-4-fold enhancement of in vitro antiviral potency against WT, L100I, K103N, Y181C, Y188L, E138K, and K103N+Y181C and 10-fold enhancement against F227L+V106A relative to the reference drug etravirine (ETV) in the same cellular assay. The structure-activity relationships, pharmacokinetics, acute toxicity, and cardiotoxicity were also examined. Overall, the results indicate that 25a is a promising new drug candidate for treatment of HIV-1 infection.

  10. Synthesis and in vitro antitumor activity of thiophene analogues of 5-chloro-5,8-dideazafolic acid and 2-methyl-2-desamino-5-chloro-5,8-dideazafolic acid.

    Science.gov (United States)

    Forsch, Ronald A; Wright, Joel E; Rosowsky, Andre

    2002-06-01

    N-[5-[N-(2-Amino-5-chloro-3,4-dihydro-4-oxoquinazolin-6-yl)methylamino]-2-thenoyl]-L-glutamic acid (6) and N-[5-[N-(5-chloro-3,4-dihydro-2-methyl-4-oxoquinazolin-6-yl)methylamino]-2-thenoyl]-L-glutamic acid (7), the first reported thiophene analogues of 5-chloro-5,8-dideazafolic acid, were synthesized and tested as inhibitors of tumor cell growth in culture. 4-Chloro-5-methylisatin (10) was converted stepwise to methyl 2-amino-5-methyl-6-chlorobenzoate (22) and 2-amino-5-chloro-3,4-dihydro-6-methyl-4-oxoquinazoline (19). Pivaloylation of the 2-amino group, followed by NBS bromination, condensation with di-tert-butyl N-(5-amino-2-thenoyl)-L-glutamate (28), and stepwise cleavage of the protecting groups with ammonia and TFA yielded. Treatment of 9 with acetic anhydride afforded 2,6-dimethyl-5-chlorobenz[1,3-d]oxazin-4-one (31), which on reaction with ammonia, NaOH was converted to 2,6-dimethyl-5-chloro-3,4-dihydroquinazolin-4-one (33). Bromination of, followed by condensation with and ester cleavage with TFA, yielded. The IC(50) of and against CCRF-CEM human leukemic lymphoblasts was 1.8+/-0.1 and 2.1+/-0.8 microM, respectively.

  11. 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.

  12. Development of potential manufacturing routes for substituted thiophenes – Preparation of halogenated 2-thiophenecarboxylic acid derivatives as building blocks for a new family of 2,6-dihaloaryl 1,2,4-triazole insecticides

    Directory of Open Access Journals (Sweden)

    Ash Mezzie L

    2007-09-01

    Full Text Available Abstract Background Dow AgroSciences has been investigating a new family of functionalized 2,6-dihaloaryl 1,2,4-triazole insecticides featuring specifically targeted insecticidal activities coupled with low mammalian toxicity. With broad spectrum control of both chewing and sap-feeding pests in mind, this family of compounds has been under investigation for aphid, mite, and whitefly control in food crop protection as well as ornamental applications. Two specific targets for development have been the 2,6-dihalo 1,2,4-triazoles XR-693 and XR-906, which require a supply of the halogenated 2-thiophenecarboxylic acid derivatives 1, 2, and 3 for assembly of the C-ring portion of the triazole products. Results Potential manufacturing routes to three halogenated 2-thiophenecarboxylic acid derivatives 4-bromo-3-methyl-2-thiophenecarbonyl chloride 1, 3,4,5-trichloro-2-thiophenecarbonyl chloride 2, and 3,4,5-trichloro-2-thiophenecarbonitrile 3 from commercially available thiophene raw materials have been developed and demonstrated on a laboratory scale. A one-pot bromination/debromination procedure developed for 3-methylthiophene gave 2,4-dibromo-3-methylthiophene. Carboxylic acid functionality was then introduced either by a Grignard metallation followed by carbonation with CO2, or by a palladium catalyzed carbonylation procedure under CO pressure. The vapor phase chlorination of 2-thiophenecarbonitrile with chlorine gas at 500°C with an average residence time of 6 seconds gave 3,4,5-trichloro-2-thiophenenitrile 3 in a 69% distilled yield, a process that was carried out on a multi-kilogram scale in the laboratory. Finally, a route for the preparation of 3,4,5-trichloro-2-thiophenecarbonyl chloride 2 was developed from tetrachlorothiophene via either a lithiation reaction with n-butyllithium in MTBE solvent, or by a previously reported Grignard method using 1,2-dibromoethane as activator, followed by carbonation of the anion with CO2 to give the trichloro

  13. Density functional study of electronic, charge density, and chemical bonding properties of 9-methyl-3-Thiophen-2-YI-Thieno [3,2-e] [1, 2, 4] Thriazolo [4,3-c] pyrimidine-8-Carboxylic acid ethyl ester crystals

    Energy Technology Data Exchange (ETDEWEB)

    Reshak, A.H., E-mail: maalidph@yahoo.co.uk [New Technologies – Research Center, University of West Bohemia, Univerzitni 8, 306 14 Pilsen (Czech Republic); Center of Excellence Geopolymer and Green Technology, School of Material Engineering, University Malaysia Perlis, 01007 Kangar, Perlis (Malaysia); Kamarudin, H. [Center of Excellence Geopolymer and Green Technology, School of Material Engineering, University Malaysia Perlis, 01007 Kangar, Perlis (Malaysia); Alahmed, Z.A. [Department of Physics and Astronomy, King Saud University, Riyadh 11451 (Saudi Arabia); Auluck, S. [CSIR-National Physical Laboratory, Dr. K S Krishnan Marg, New Delhi 110012 (India); Chyský, Jan [Department of Instrumentation and Control Engineering, Faculty of Mechanical Engineering, CTU in Prague, Technicka 4, 166 07 Prague 6 (Czech Republic)

    2014-06-01

    A comprehensive theoretical density functional investigation of the electronic crystal structure, chemical bonding, and the electron charge densities of 9-Methyl-3-Thiophen-2-YI-Thieno [3, 2-e] [1, 2, 4] Thriazolo [4,3-c] Pyrimidine-8-Carboxylic Acid Ethyl Ester (C{sub 15}H{sub 12}N{sub 4}O{sub 2}S{sub 2}) is performed. The density of states at Fermi level equal to 5.50 (3.45) states/Ry cell, and the calculated bare electronic specific heat coefficient is found to be 0.95 (0.59) mJ/mole-K{sup 2} for the local density approximation (Engel–Vosko generalized gradient approximation). The electronic charge density space distribution contours in (1 0 0) and (1 1 0) planes were calculated. We find that there are two independent molecules (A and B) in the asymmetric unit exhibit intramolecular C–H…O, C–H…N interactions. This intramolecular interaction is different in molecules A and B, where A molecule show C–H…O interaction while B molecule exhibit C–H…N interaction. We should emphasis that there is π–π interaction between the pyrimidine rings of the two neighbors B molecules gives extra strengths and stabilizations to the superamolecular structure. The calculated distance between the two neighbors pyrimidine rings found to be 3.345 Å, in good agreement with the measured one (3.424(1) Å). - Highlights: • Electronic structure, chemical bonding, and electron charge density were studied. • Density of states at Fermi level is 5.50 (3.45) states/Ry cell, for LDA (EVGGA). • Bare electronic specific heat coefficient is 0.95 (0.59) mJ/mole-K{sup 2} for LDA(EVGGA). • There are two independent molecules (A and B) in the asymmetric unit.

  14. 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

    Energy Technology Data Exchange (ETDEWEB)

    Domanska, Urszula, E-mail: ula@ch.pw.edu.p [Department of Physical Chemistry, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw (Poland); Zolek-Tryznowska, Zuzanna [Department of Physical Chemistry, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw (Poland)

    2010-03-15

    Thermodynamic properties of the hyperbranched polymer, Boltorn H2004 (B-H2004), were investigated by inverse gas chromatography with 42 different solvents: n-alkanes (C{sub 5}-C{sub 10}), cycloalkanes (C{sub 5}-C{sub 8}), alkenes (C{sub 5}-C{sub 8}), alkynes (C{sub 5}-C{sub 8}), aromatic hydrocarbons (benzene, toluene, ethylbenzene, o-, m-, p-xylene, thiophene), alcohols (C{sub 1}-C{sub 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{sub g}), the mass-fraction activity coefficient at infinite dilution (OMEGA{sub 13}{sup i}nfinity), the Flory-Huggins interaction parameter (chi{sub 13}{sup i}nfinity), the molar enthalpy of sorption in the polymer (DELTA{sub s}H), the partial molar excess enthalpy at infinite dilution (DELTAH{sub 1}{sup E,i}nfinity), the molar enthalpy of vaporization to the ideal-gas state for the pure solutes (DELTA{sub vap}H{sup 0}), the partial molar Gibbs excess energy at infinite dilution (DELTAG{sub 1}{sup E,i}nfinity), and the solubility parameter of the polymer (delta{sub 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.

  15. Structural, electronic and charge transfer studies of dianthra[2,3-b:2‧,3‧-f]thieno[3,2-b]thiophene and its analogues: Quantum chemical investigations

    Science.gov (United States)

    Irfan, Ahmad; Al-Sehemi, Abdullah G.; Kalam, Abul

    2013-10-01

    The ground state structures of dianthra[2,3-b:2',3'-f]thieno[3,2-b]thiophene, its derivatives and analogues have been optimized at B3LYP/6-31G** level of density functional theory. The computed geometrical parameters are in good agreement with the experimental data. The decrease in the bond length has been observed in the sequence, Ssbnd C > Bsbnd C > Osbnd C. The substitution of sbnd F and sbnd N has no effect to lengthen or shorten the nearest Csbnd C or central Csbnd C, Ssbnd C, Osbnd C, Bsbnd C bond lengths. The highest occupied molecular orbitals (HOMOs) and lowest unoccupied molecular orbitals (LUMOs) of all the molecules are spread over the whole pi-conjugated backbones with similar character. The HOMOs displays bonding character within each unit while the LUMOs exhibit the antibonding character. By substituting the boron (3), fluoro and nitrogen (4-6) make the LUMOs energy levels lower resulting higher electron mobility. The values of IPv/a and EAv/a increase from 1 to 6 except in 2 where EA decrease but the effect is not so significant. The high EAs of 3 and 6 revealed that these molecules would be more suitable for generating free electron. The positive correlation between EAv and the LUMO levels has been observed. The 3 and 6 would be better as n-type materials having EAs close to 3.0 eV. The electron reorganization energies for 1, 2, 4 and 5 are higher than hole reorganization energies while λe are less than those of λh for 3 and 6. In the last step, we have simulated and successfully regenerated the crystal structure of parent molecule by MM energy minimization approach.

  16. 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.

  17. 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.

  18. 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.

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

    African Journals Online (AJOL)

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    phosphonium salts are usually made from phosphine and an alkyl halide [10-16], and they are also obtained by the ... novel reaction of dialkyl acetylenedicarboxylates (DAAD), triphenylphosphine (TPP) and acids ... concomitant protonation of the intermediate by an acid leads to vinyltriphenylphosphonium salts [18-28].

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

    African Journals Online (AJOL)

    Preferred Customer

    products indicated that the reactions are regio- and stereoselective. ... The proton affinity of these ylides can be used as a molecular guide to assess their utility as ... Stabilized phosphorus ylides, versatile intermediates in synthetic organic chemistry can be prepared by the novel reaction of dialkyl acetylenedicarboxylates ...

  1. complexes with thiophene based N -substituted thiosemicarbazones

    Indian Academy of Sciences (India)

    )2]·2MeOH 1, [Ag2Cl2(κ1-S-. Httsc-NPh)2(μ-S ... Further, the sulfur donor atoms have shown variable coordination modes in complexes, namely, κ1-S in 1 and 3; ..... which reveal that Ag2Br2 core forms a parallelogram. Other important bond ...

  2. Synthesis of thiophene-linked pyrimidopyrimidines as ...

    Indian Academy of Sciences (India)

    ... of DMF produced compounds 5a-e. Nucleophilic substitution reactions on 5a-e were carried out with aniline to obtain 6a-e. The structures of the newly synthesised compounds have been confirmed by elemental analysis and spectral studies. Some selected compounds have been screened for antibacterial and analgesic ...

  3. Synthesis of thiophene-linked pyrimidopyrimidines as ...

    Indian Academy of Sciences (India)

    (0.1 g, 0.01 mol) in catalytic amount of acetic acid13 were taken in a round bottomed flask and refluxed for. 10 h. The reaction was monitored by TLC, the reaction mixture was then poured into crushed ice. The product obtained was filtered, washed, dried and recrystalized using ethanol. Similarly, the compounds 3b–e were.

  4. Synthesis, characterization and in silico designing of diethyl-3-methyl-5-(6-methyl-2-thioxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamido) thiophene-2,4-dicarboxylate derivative as anti-proliferative and anti-microbial agents.

    Science.gov (United States)

    Malani, Kalpesh; Thakkar, Sampark S; Thakur, Mukund Chandra; Ray, Arabinda; Doshi, Hiren

    2016-10-01

    A series of eight compounds diethyl-3-methyl-5-(6-methyl-2-thioxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamido) thiophene-2,4-dicarboxilate (KM10-17) analogues have been prepared by conventional methods and characterized by IR, Mass, NMR and elemental analysis. In silico docking studies on Human topoisomerase IIbeta (PDB Id: 3QX3) have been performed for all molecules (KM10-17) synthesized. The compounds were tested for in vitro anti-proliferative activity on VERO and 786-O cell lines. Out of all the synthesized compounds, KM11 &KM16 showed moderate activity on both cell lines. In vitro anti-microbial activity was also checked against Bacillus subtilis (BS), Staphylococcus aurous (SA), Pseudomonas aeruginosa (PA), Escherichia coli (EC) and Candida albicans (CA) by well diffusion method. The compound KM11 was found to have highest zone of inhibition against BS, SA, PA and EC. The molecules KM13 and KM16 exhibited good activity against CA. The compounds KM14 and KM16 indicated good zone of inhibition against BS. Copyright © 2016 Elsevier Inc. All rights reserved.

  5. Thermophysical properties of sulfur heterocycles: Thiane and thiophene derivatives

    Energy Technology Data Exchange (ETDEWEB)

    Temprado, Manuel [Instituto de Quimica Fisica ' Rocasolano' , CSIC, Serrano 119, 28006 Madrid (Spain); Roux, Maria Victoria [Instituto de Quimica Fisica ' Rocasolano' , CSIC, Serrano 119, 28006 Madrid (Spain)]. E-mail: victoriaroux@iqfr.csic.es; Jimenez, Pilar [Instituto de Quimica Fisica ' Rocasolano' , CSIC, Serrano 119, 28006 Madrid (Spain); Guzman-Mejia, Ramon [Departamento de Quimica, Centro de Investigacion y de Estudios Avanzados del IPN, Apartado Postal 14740, 07000 Mexico D.F. (Mexico); Juaristi, Eusebio [Departamento de Quimica, Centro de Investigacion y de Estudios Avanzados del IPN, Apartado Postal 14740, 07000 Mexico D.F. (Mexico)

    2006-02-01

    The present study reports a DSC study of the sulfur heterocyclic compounds: 2,2'-bithiophene [492-97-7]; 2,5-thiophenedicarboxylic acid [4282-31-9]; 3-acetylthiophene [1468-83-3]; 2-thiopheneacetic acid [1918-77-0]; 3-thiopheneacetic acid [6964-21-2]; 1,4-dithiane sulfone [139408-38-1]; 1,3-oxathiane-3,3-dioxide (1,3-oxathiane sulfone) [109577-03-9] and 1,4-oxathiane-4,4-dioxide (1,4-oxathiane sulfone) [107-61-9] in the temperature interval T = 268 K and the melting temperatures. Temperatures, enthalpies and entropies of fusion are reported. 1,4-Oxathiane sulfone presents solid-solid phase transitions near to fusion. No additional solid-solid phase transitions were observed for the other solid compounds. For the compounds that are solids over the temperature interval, the heat capacity of the condensed phase was measured. Heat capacities at T 298.15 K for the liquids 2-acetylthiophene [88-15-3]; methyl, 2-thiopheneacetate [19432-68-9]; methyl, 3-thiopheneacetate [58414-52-1] and thiazole [288-47-1] were also measured. The C {sub p,m} (298.15 K) values obtained in this work were compared with the available experimental data and with values estimated with group contribution schemes.

  6. 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 ...

  7. Oligo and Poly-thiophene/Zno Hybrid Nanowire Solar Cells

    Energy Technology Data Exchange (ETDEWEB)

    Briseno, Alejandro L.; Holcombe, Thomas W.; Boukai, Akram I.; Garnett, Erik C.; Shelton, Steve W.; Frechet, Jean J. M.; Yang, Peidong

    2009-11-03

    We demonstrate the basic operation of an organic/inorganic hybrid single nanowire solar cell. End-functionalized oligo- and polythiophenes were grafted onto ZnO nanowires to produce p-n heterojunction nanowires. The hybrid nanostructures were characterized via absorption and electron microscopy to determine the optoelectronic properties and to probe the morphology at the organic/inorganic interface. Individual nanowire solar cell devices exhibited well-resolved characteristics with efficiencies as high as 0.036percent, Jsc = 0.32 mA/cm2, Voc = 0.4 V, and a FF = 0.28 under AM 1.5 illumination with 100 mW/cm2 light intensity. These individual test structures will enable detailed analysis to be carried out in areas that have been difficult to study in bulk heterojunction devices.

  8. 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.

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

    Indian Academy of Sciences (India)

    trical conductivity in doped polyacetylene in the late. 1970s.8 This discovery augmented a massive amount of interdisciplinary research activities on conjugated polymers to be used as a material in electronics and optoelectronics. Among different classes of conjugated polymers (polyaniline, polyacetylene, polythiophene,.

  10. DA conjugated polymers containing substituted thiophene, 1, 3, 4 ...

    Indian Academy of Sciences (India)

    ... electron-accepting (A) 1,3,4- oxadiazole unit and non-conjugation linkers. The conjugated segment in P1-P3 contains only five aromatic rings resulting in short conjugation length, but has an alternate D-A arrangement which significantly enhances the intramolecular charge transfer (ICT) interaction within the segment.

  11. Thiophene-based donor–acceptor conjugated polymer as potential ...

    Indian Academy of Sciences (India)

    styrene sulphonate) (PEDOT:PSS) and nano-sized TiO2 powder ... FTIR,. √. (cm. −1): 3311 (-OH), 2915 and 2848. (-C-H), 1500, 1462, 1427, 1364, 1240, 1086, 992. Ele- ment. Anal. Calcd. For C30H56O4S: C, 70.26; H 11.01;. S, 6.24; found: C, ...

  12. Thiophene-based donor-acceptor conjugated polymer as potential ...

    Indian Academy of Sciences (India)

    Polymer light-emitting diodes are fabricated using PTh-CN as the emissive layer with a device configuration of ITO/PEDOT:PSS/PTh-CN/Al. The device showed stable saturated red electroluminescence with CIE coordinate values (0.65, 0.32) at 12 V, which are very close to the values for standard red demanded by the ...

  13. Synthesis and antimicrobial activity of some novel hydrazide, benzochromenone, dihydropyridine, pyrrole, thiazole and thiophene derivatives.

    Science.gov (United States)

    Refat, Hala M; Fadda, A A

    2013-01-01

    As a part of ongoing studies in developing new potent antimicrobial agents, a novel synthesis of 2-cyano-N-(1-(3-oxo-3H-benzo[f]chromen-2-yl)ethylidene)acetohydrazide (3) has been reported. The latter compound was reacted with different reagents to give new heterocyclic compounds. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, (1)H NMR, (13)C NMR and mass spectral data. Representative compounds of the synthesized products were tested and evaluated as antimicrobial agents. Copyright © 2013 Elsevier Masson SAS. All rights reserved.

  14. Radiation induced damage and recovery in poly(3-hexyl thiophene) based polymer solar cells

    Science.gov (United States)

    Li, Gang; Yang, Yang; Devine, R. A. B.; Mayberry, Clay

    2008-10-01

    Polymer solar cells have been characterized during and after x-ray irradiation. The open circuit voltage, dark current and power conversion efficiency show degradation consistent with the generation of defect states in the polymer semiconductor. The polymer solar cell device remained functional with exposure to a considerable dose (500 krad (SiO2)) and showed clear signs of recovery upon removal of the irradiation source (degraded from 4.1% to 2.2% and recovered to 2.9%). Mobility-relaxation time variation, derived from J-V measurement, clearly demonstrates that radiation induced defect generation mechanisms in the organic semiconductor are active and need to be further studied. Optical transmission results ruled out the possibility of reduced light absorption and/or polymer crystallinity. The results suggest that organic solar cells are sufficiently radiation tolerant to be useful for space applications.

  15. 10,11-Dihydrodiindeno[1,2-b:2′,1′-d]thiophene

    Directory of Open Access Journals (Sweden)

    Irina Afonina

    2008-01-01

    Full Text Available The title compound, C18H12S, comprises five fused rings forming an essentially planar molecule, with a total puckering amplitude (Q of 0.032 Å and a maximum deviation from the mean plane of 0.014 (4 Å for the C atoms of the methylene groups. A crystallographic mirror plane orthogonal to the molecular plane passes through the S atom and the midpoint of the opposite C—C bond within the central five-membered ring. The molecules lie in layers, forming edge-to-face C—H...π interactions, with a separation of 2.66 Å between one H atom of the methylene group and the centroid of an adjacent indene ring.

  16. 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

  17. Tailoring ferroelectric interfaces: surface modification of PZT mediated through functionalized thiophene derivates

    Energy Technology Data Exchange (ETDEWEB)

    Milde, Peter; Koehler, Denny; Zerweck, Ulrich; Eng, Lukas M. [Department of Applied Photophysics, TU Dresden (Germany); Haubner, Kinga [Leibniz Institute for Solid State and Materials Research, TU Dresden (Germany); Institute of Macromolecular Chemistry and Textile Chemistry, TU Dresden (Germany); Jaehne, Evelyn [Institute of Macromolecular Chemistry and Textile Chemistry, TU Dresden (Germany)

    2010-07-01

    Organic field effect transistors (OFETs) with a gate ''electrode'' that is made out of a ferroelectric (FE) have become a field of intense research. Non-volatile memory functionality is expected due to the strong and remanent electric field arising from bound surface charges at the FE/molecular interface. In order to achieve excellent electric transport properties, a high degree of intermolecular ordering is inevitable. In our approach, lead zirconate titanate (PZT) is used as material of choice for the design of an ultra-thin ferroelectric gate electrode in a Ferroelectric-OFET. The focus of the present work lays on the growth process of the molecularly thin organic conduction layer, based on {alpha},{omega}-dicyano-{beta},{beta}*-dibutylquaterthiophene (DCNDBQT). Film formation is effectively promoted through specifically designed, bifunctional self-assembling molecules (CNBTPA: 5-cyano-2-(butyl-4-phosphonic acid)-3-butylthiophene) which act as template layer. We report on nc-AFM and KPFM investigation of the template layer's structural and electronic properties.

  18. 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

  19. 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...

  20. Molecular Aggregation Behavior of One-Dimensional Poly(hexyl thiophene)/ Imogolite Nano fiber Hybrid

    International Nuclear Information System (INIS)

    Yahi, W.O.; Irie, Atsushi

    2009-01-01

    Full text: Recent development in the solution derived P3HT nano fiber has brought significant attention because of its high aspect ratio and large specific surface area which allow large scale material properties improvement possible. Additionally, hybridization of P3HT nano fiber with surface modified imogolite can generate hybrid material for sophisticated optical, electronic and optoelectronic application. P3HT nano fiber was prepared via whisker method, in which P3HT will be dissolved in poor solvent of anisole at elevated temperature (80 degree Celsius) and cooled to room temperature at constant low cooling rate. Similar approach was used to prepare the P3HT/Imogolite nano fiber hybrid, where surface modified imogolite was mixed with P3HT solution during the dissolution process. The chemical and morphology of nano fiber hybrid were analyzed by DFM observation, UV-vis and FT-IR spectroscopy. While, the crystallinity of the sample was analyzed by X-ray diffraction technique using the beam line facility located at SPring-8, Hyogo, Japan. (author)

  1. Bulk heterojunctions based on a low band gap copolymer of thiophene and benzothiadiazole

    DEFF Research Database (Denmark)

    Bundgaard, Eva; Shaheen, S.E.; Krebs, Frederik C

    2007-01-01

    , polymer concentration and annealing temperature, on the photovoltaic device performance. The devices show spectral response down to the absorption edge of 1.65 eV and exhibit an efficiency of 1% under AM 1.5 illumination and a peak external quantum efficiency of 18 % at 600 nm. (c) 2007 Elsevier B.V. All...

  2. 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.

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

    Science.gov (United States)

    2014-01-01

    with a collection of information if it does not display a currently valid OMB control number. 1. REPORT DATE 2014 2. REPORT TYPE 3. DATES COVERED...Kazakhstan. A voucher specimen No. 9442/25-1972 was deposited with the Institute of Botany and Phytointroduction herbarium , Almaty, Republic of

  4. 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

  5. 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.

  6. 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

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

    Indian Academy of Sciences (India)

    Home; Journals; Journal of Chemical Sciences; Volume 128; Issue 1 ... The ground state energy level is more positive than the triiodide electrolyte and excited state energy level is considerably more negative than the TiO2 satisfying the energetic requirements for a photosensitizer in DSSC. ... Supplementary Material.

  8. 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.

  9. 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

  10. 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.

  11. Thiophene antibacterials that allosterically stabilize DNA-cleavage complexes with DNA gyrase

    OpenAIRE

    Chan, Pan F.; Germe, Thomas; Bax, Benjamin D.; Huang, Jianzhong; Thalji, Reema K.; Bacqu��, Eric; Checchia, Anna; Chen, Dongzhao; Cui, Haifeng; Ding, Xiao; Ingraham, Karen; McCloskey, Lynn; Raha, Kaushik; Srikannathasan, Velupillai; Maxwell, Anthony

    2017-01-01

    The spread of multidrug-resistant bacteria constitutes a significant unmet medical need. Fluoroquinolone antibiotics have been compromised by resistance mutations in their targets: DNA gyrase and topoisomerase IV. Using biochemical and genetic techniques, we have identified and characterized a class of antibacterials which transforms DNA gyrase into toxic DNA-cleavage complexes, similar to fluoroquinolones, but with a distinct mechanism of action. X-ray crystallography shows that the inhibito...

  12. Synthesis, antimicrobial, antioxidant and molecular docking studies of thiophene based macrocyclic Schiff base complexes

    Science.gov (United States)

    Rathi, Parveen; Singh, D. P.

    2015-11-01

    The macrocyclic complexes of pharmaceutical importance with trivalent transition metals have been synthesized by [1 + 1] condensation of succinyldihydrazide and thiophenedicarboxaldehyde, via template method, resulting in the formation of the complex [MLX] X2; where L is (C10H10N4O2S), a macrocyclic ligand, M = Cr (III) and Fe (III) and X = Cl-, CH3COO- or NO3- . These complexes have been characterized with the help of elemental analyses, molar conductance measurements, magnetic susceptibility measurements, ultraviolet, infrared, far infrared, electron spin resonance, mass spectral studies and powder x-ray diffraction analysis. On the basis of all these studies, mononuclear complexes having 1:2 electrolytic nature with a five coordinated square pyramidal geometry have been proposed. Powder diffraction XRD indicates the presence of triclinic crystal system with p bravais lattice for the representative complex. All the metal complexes have also been explored for their in vitro antimicrobial and antioxidant activities.

  13. 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.

  14. 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...

  15. Crystal structure of racemic [(1R,2S,3R,4S,6S-2,6-bis(furan-2-yl-4-hydroxy-4-(thiophen-2-ylcyclohexane-1,3-diyl]bis(thiophen-2-ylmethanone

    Directory of Open Access Journals (Sweden)

    Ísmail Çelik

    2016-07-01

    Full Text Available In the title compound, C28H22O5S3, the central cyclohexane ring adopts a chair conformation. The atoms of the furan ring attached to the 6-position of the central cyclohexane ring are disordered over two sets of sites with occupancies of 0.832 (5 and 0.168 (5. The hydroxy group is disordered over two positions (at the 4- and 6-positions of the cyclohexane ring in the ratio 0.832 (5:0.168 (5. In the crystal, molecules are linked by C—H...O hydrogen bonds and C—H...π interactions, forming layers parallel to (100.

  16. 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

  17. Rhodamine 6G hydrazone bearing thiophene unit: A highly sensitive and selective off-on fluorescent chemosensor for Al3+

    Science.gov (United States)

    Wu, Wei-Na; Mao, Pan-Dong; Wang, Yuan; Zhao, Xiao-Lei; Jia, Lei; Xu, Zhou-Qing

    2016-10-01

    A rhodamine derivative (R1) has been synthesized by a hydrazone formation of rhodamine 6G hydrazide with 3-methylthiophene-2-carbaldehyde, which exhibits high selectivity and sensitivity as an "off-on" fluorescent sensor toward Al3+ in water containing media. The binding process was confirmed by UV-vis absorption, fluorescence measurements, mass spectroscopy and DFT calculation. The probe functions by Al3+ induced hydrolytic cleavage of the imine-bond to produce an intense rhodamine-based emission. To test the practical use of the probe, the determination of Al3+ in real water samples was also evaluated.

  18. 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.

  19. Spectroscopic and theoretical studies of some 2-(2‧-haloacetyl)-5-substituted: 1-Methylpyrrole, furan and thiophene

    Science.gov (United States)

    Valença, Jéssica; Rodrigues, Daniel N. S.; Olivato, Paulo R.; Dal Colle, Maurizio

    2018-01-01

    The conformational study of some 2-(2‧-haloacetyl)-5-substituted five-membered heteroaromatic compounds Z-CH2C(O)(C4H2X)sbnd Y bearing a halogen (Z = Cl or Br) at the 2‧-position and (Y = NO2, H, Me or Cl) substituents at the 5-position of the heteroaromatic ring for X = NMe, O and S was performed by IR carbonyl stretching band (νCO) analysis supported by the harmonic frequency, NBO and PCM calculations on the minima and saddle-point structures obtained at the M05-2X/aug-cc-pVTZ level. The computational results predicted the presence of four stable conformers, classified by the orientation of the Xring-Csbnd Cdbnd O (syn/anti) and the Odbnd Csbnd C-Z (anticlinal/ synperiplanar) moieties as ac(syn), sp(syn), ac(anti) and sp(anti). The anti/syn equilibrium controls the relative stabilities of the conformers to a large extent while the anticlinal/synperiplanar accounts for the observed trend of the IR carbonyl band components. The computed νCO frequencies and the PCM trend of the relative abundance in solvents of increasing permittivity allowed the pairs of ac(syn)/ac(anti) and sp(syn)/sp(anti) conformers to be assigned to the lower and higher νCO frequency IR carbonyl doublet components, respectively. The PCM data failed to reproduce the experimental carbonyl triplet found in chloroform. However, the additional component could be justified by assuming the formation of complexes constituted by one chloroform molecule hydrogen bonded to the conformers in a PCM chloroform continuum. The NBO and short contact analysis suggested that the syn/anti conformational equilibrium is governed mainly by electrostatic interactions, while the anticlinal/synperiplanar depends to different extents on both orbital and electrostatic interactions.

  20. 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

  1. 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

  2. CCDC 1025419: Experimental Crystal Structure Determination : bisthieno[3,2-b:2',3'-d]thiophene

    KAUST Repository

    Castañeda, Raúl

    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.

  3. 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

  4. Green approach for synthesis of bioactive Hantzsch 1,4-dihydropyridine derivatives based on thiophene moiety via multicomponent reaction

    Science.gov (United States)

    Sharma, M. G.; Rajani, D. P.; Patel, H. M.

    2017-06-01

    A novel green and efficient one-pot multicomponent reaction of dihydropyridine derivatives was reported as having good to excellent yield. In the presence of the catalyst ceric ammonium nitrate (CAN), different 1,3-diones and same starting materials as 5-bromothiophene-2-carboxaldehyde and ammonium acetate were used at room temperature under solvent-free condition for the Hantzsch pyridine synthesis within a short period of time. All compounds were evaluated for their in vitro antibacterial and antifungal activity and, interestingly, we found that 5(b-f) show excellent activity compared with Ampicillin, whereas only the 5e compound shows excellent antifungal activity against Candida albicans compared with griseofulvin. The cytotoxicity of all compounds has been assessed against breast tumour cell lines (BT-549), but no activity was found. The X-ray structure of one such compound, 5a, viewed as a colourless block crystal, corresponded accurately to a primitive monoclinic cell.

  5. 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.

  6. Identification of homologous series of alkylated thiophenes, thiolanes, thianes and benzothiophenes present in pyrolysates of sulphur-rich kerogens

    NARCIS (Netherlands)

    Sinninghe Damsté, J.S.; Kock-van Dalen, A.C.; Leeuw, J.W. de; Schenck, P.A.

    1988-01-01

    The ability of flash pyrolysis-gas chromatography with dual flame ionization and flame photometric detection, and flash pyrolysis-gas chromatography-mass spectrometry, to afford detailed information about the organic sulphur pyrolysis products of kerogens is exemplified through analysis of five

  7. Identification of homologous series of alkylated thiophenes, thiolanes, thianes and benzothiophenes present in pyrolysates of sulphur-rich kerogens

    OpenAIRE

    Sinninghe Damsté, J.S.; Kock-van Dalen, A.C.; Leeuw, J.W. de; Schenck, P.A.

    1988-01-01

    The ability of flash pyrolysis-gas chromatography with dual flame ionization and flame photometric detection, and flash pyrolysis-gas chromatography-mass spectrometry, to afford detailed information about the organic sulphur pyrolysis products of kerogens is exemplified through analysis of five different sulphur-rich, type II kerogens. The pyrolysates of these kerogens are extremely complex mixtures. The technique with flame photometric detection yields a chromatogram that shows the distribut...

  8. 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

    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...

  9. 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.

  10. 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

  11. Novel Synthesis of Hydrazide-Hydrazone Derivatives and Their Utilization in the Synthesis of Coumarin, Pyridine, Thiazole and Thiophene Derivatives with Antitumor Activity

    Directory of Open Access Journals (Sweden)

    Rafat M. Mohareb

    2010-12-01

    Full Text Available The reaction of cyanoacetyl hydrazine (1 with 3-acetylpyridine (2 gave the hydrazide-hydrazone derivative 3. The latter compound undergoes a series of heterocyclization reactions to give new heterocyclic compounds. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7, non-small cell lung cancer (NCI-H460 and CNS cancer (SF-268 was performed. Most of the synthesized compounds showed high inhibitory effects.

  12. Novel Synthesis of Hydrazide-Hydrazone Derivatives and Their Utilization in the Synthesis of Coumarin, Pyridine, Thiazole and Thiophene Derivatives with Antitumor Activity

    OpenAIRE

    Rafat M. Mohareb; Ola K. Sakka; Daisy H. Fleita

    2010-01-01

    The reaction of cyanoacetyl hydrazine (1) with 3-acetylpyridine (2) gave the hydrazide-hydrazone derivative 3. The latter compound undergoes a series of heterocyclization reactions to give new heterocyclic compounds. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) was performed. Most of the synthesized compounds showed high inhibitory effects.

  13. Novel synthesis of hydrazide-hydrazone derivatives and their utilization in the synthesis of coumarin, pyridine, thiazole and thiophene derivatives with antitumor activity.

    Science.gov (United States)

    Mohareb, Rafat M; Fleita, Daisy H; Sakka, Ola K

    2010-12-23

    The reaction of cyanoacetyl hydrazine (1) with 3-acetylpyridine (2) gave the hydrazide-hydrazone derivative 3. The latter compound undergoes a series of heterocyclization reactions to give new heterocyclic compounds. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) was performed. Most of the synthesized compounds showed high inhibitory effects.

  14. Anionic sigmatropic-electrocyclic-Chugaev cascades: accessing 12-aryl-5-(methylthiocarbonylthiotetracenes and a related anthra[2,3-b]thiophene

    Directory of Open Access Journals (Sweden)

    Laurence Burroughs

    2015-02-01

    Full Text Available 1,4-Diols resulting from the double addition of ArCCLi (Ar = Ph, substituted phenyl, 2-thienyl to ortho-C6H4(CHO2 undergo cascades to tetracenes on simple admixture of LiHDMS, CS2 and MeI. Acene formation proceeds by [3,3]-sigmatropic rearrangement of xanthate anions followed by 6π electrocyclisations. The reactions are terminated by E2 or anionic Chugaev-type eliminations. Structural packing motifs and electronic properties are reported for the tetracenes.

  15. 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.

  16. Synergetic Effects of Pt and Ru Added to Mo/Al2O3 Sulfide Catalyst in Simultaneous Hydrodesulfurization of Thiophene and Hydrogenation of Cyclohexene

    Czech Academy of Sciences Publication Activity Database

    Vít, Zdeněk; Gulková, Daniela; Kaluža, Luděk; Zdražil, Miroslav

    2005-01-01

    Roč. 232, č. 2 (2005), s. 447-455 ISSN 0021-9517 R&D Projects: GA AV ČR(CZ) IAA4072103 Institutional research plan: CEZ:AV0Z40720504 Keywords : mo sulfide catalyst * platinum * hydrodesulfurization Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 4.780, year: 2005

  17. Magnesia-Supported Mo, CoMo and NiMo Sulfide Catalysts Prepared by Nonaqueous Impregnation: Parallel HDS/HDN of Thiophene and Pyridine and TEM Microstructure

    Czech Academy of Sciences Publication Activity Database

    Cinibulk, Josef; Kooyman, P. J.; Vít, Zdeněk; Zdražil, Miroslav

    2003-01-01

    Roč. 89, 1-2 (2003), s. 147-152 ISSN 1011-372X R&D Projects: GA ČR GA104/01/0544 Institutional research plan: CEZ:AV0Z4072921 Keywords : sulfide cataysts * MgO support * hydrotreating Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 1.581, year: 2003

  18. Multi-Target Mining of Alzheimer Disease Proteome with Hansch's QSBR-Perturbation Theory and Experimental-Theoretic Study of New Thiophene Isosters of Rasagiline.

    Science.gov (United States)

    Abeijon, Paula; Garcia-Mera, Xerardo; Caamano, Olga; Yanez, Matilde; Lopez-Castro, Edgar; Romero-Duran, Francisco J; Gonzalez-Diaz, Humberto

    2017-01-01

    Hansch's model is a classic approach to Quantitative Structure-Binding Relationships (QSBR) problems in Pharmacology and Medicinal Chemistry. Hansch QSAR equations are used as input parameters of electronic structure and lipophilicity. In this work, we perform a review on Hansch's analysis. We also developed a new type of PT-QSBR Hansch's model based on Perturbation Theory (PT) and QSBR approach for a large number of drugs reported in CheMBL. The targets are proteins expressed by the Hippocampus region of the brain of Alzheimer Disease (AD) patients. The model predicted correctly 49312 out of 53783 negative perturbations (Specificity = 91.7%) and 16197 out of 21245 positive perturbations (Sensitivity = 76.2%) in training series. The model also predicted correctly 49312/53783 (91.7%) and 16197/21245 (76.2%) negative or positive perturbations in external validation series. We applied our model in theoretical-experimental studies of organic synthesis, pharmacological assay, and prediction of unmeasured results for a series of compounds similar to Rasagiline (compound of reference) with potential neuroprotection effect. Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.org.

  19. 3′-(4-Chlorophenyl-4′-phenyl-3H,4′H-spiro[benzo[b]thiophene-2,5′-isoxazol]-3-one

    Directory of Open Access Journals (Sweden)

    Mohamed Bakhouch

    2017-05-01

    Full Text Available The molecule of the title compound, C22H14ClNO2S, is built up from an isoxazole ring linked to a benzothiophene ring system with additional phenyl and 4-chlorophenyl substituents. The benzothiophene system is virtually planar with the largest deviation from the mean plane being 0.041 (2 Å, while the isoxazole ring adopts an envelope conformation. The plane of the benzothiophene ring system is almost perpendicular to those of the phenyl and the 4-chlorophenyl rings, with dihedral angles of 64.76 (10 and 82.81 (10°, respectively, between them. The phenyl ring is inclined by 85.76 (12° to the plane of the 4-chlorophenyl ring, which in turn lies close to the plane of the isoxazole ring. In the crystal, molecules are linked by weak C—H...O hydrogen bonds and offset π–π interactions between the aromatic rings of adjacent benzothiophene ring systems. These combine to form a three-dimensional network structure.

  20. 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.

  1. 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......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 OFETs are promising for applications in ambipolar devices and integrated circuits, as well as model systems for fundamental studies....

  2. 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 on the glass substrate. The ITO surface shows a surface roughness, with a layer of about 15 nm. Structural characteristics of the polymer blends were studied using Raman spectroscopy and photoluminescence (PL). The complete reduction of PL of P3HT after mixing...

  3. 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

  4. Promotion of Mo/Al2O3 Sulfide Catalyst by Noble Metals in Simultaneous Hydrodesulfurization of Thiophene and Hydrodenitrogenation of Pyridine: A Comparative Study

    Czech Academy of Sciences Publication Activity Database

    Vít, Zdeněk; Cinibulk, Josef; Gulková, Daniela

    2004-01-01

    Roč. 272, 1-2 (2004), s. 99-107 ISSN 0926-860X R&D Projects: GA AV ČR IAA4072103 Institutional research plan: CEZ:AV0Z4072921 Keywords : Mo catalyst * noble metal * HDS Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor : 2.378, year: 2004

  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. Non-canonical amino acids bearing thiophene and bithiophene: synthesis by an Ugi multicomponent reaction and studies on ion recognition ability.

    Science.gov (United States)

    Esteves, Cátia I C; Raposo, M Manuela M; Costa, Susana P G

    2017-05-01

    Novel thienyl and bithienyl amino acids with different substituents were obtained by a multicomponent Ugi reaction between a heterocyclic aldehyde, an amine, an acid and an isocyanide. Due to the presence of the sulphur heterocycle at the side chain, these unnatural amino acids are highly emissive and bear extra electron donating atoms so they were tested for their ability to act as fluorescent probes and chemosensors in the recognition of biomedically relevant ions in acetonitrile and acetonitrile/water solutions. The results obtained from spectrophotometric/spectrofluorimetric titrations in the presence of organic and inorganic anions, and alkaline; alkaline-earth and transition metal cations indicated that the bithienyl amino acid bearing a methoxy group is a selective colorimetric chemosensor for Cu 2+ , while the other (bi)thienyl amino acids act as fluorimetric chemosensors with high sensitivity towards Fe 3+ and Cu 2+ in a metal-ligand complex with 1:2 stoichiometry. The photophysical and ion sensing properties of these amino acids confirm their potential as fluorescent probes suitable for incorporation into peptidic frameworks with chemosensory ability.

  7. 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

  8. 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.

  9. 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.

  10. 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

    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.

  11. 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.

    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.

  12. 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.

  13. Effect of Preparation of Pd and Pd-Pt Catalysts from Acid Leached Silica-Alumina on Their Activity in HDS of Thiophene and Benzothiophene

    Czech Academy of Sciences Publication Activity Database

    Vít, Zdeněk; Kmentová, Hana; Kaluža, Luděk; Gulková, Daniela; Boaro, M.

    108-109, 1-2 (2011), s. 152-160 ISSN 0926-3373 R&D Projects: GA ČR GA104/09/0751; GA ČR GAP106/11/0902 Institutional research plan: CEZ:AV0Z40720504 Keywords : hydrodesulfurization * silica-alumina * Pd-Pt catalyst Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 5.625, year: 2011

  14. Quinone-Enriched Gold Nanoparticles in Bioelectrochemistry and Charge Storage

    DEFF Research Database (Denmark)

    Wagner, Michal; Qvortrup, Katrine; Tanner, David Ackland

    groups ranging from thiophenes to thiols) were chosen as model compounds for linking together bulk quantities of gold nanoparticles and providing desired functionality. Anthraquinone thiophene and thiol derivatives were synthetized via Sonogashira coupling-type reactions. The synthetic pathways...

  15. 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.

  16. Thiotagetin B and tagetannins A and B, new acetylenic thiophene and digalloyl glucose derivatives from Tagetes minuta and evaluation of their in vitro antioxidative and anti-inflammatory activity.

    Science.gov (United States)

    Ibrahim, Sabrin R M; Abdallah, Hossam M; El-Halawany, Ali M; Esmat, Ahmed; Mohamed, Gamal A

    2018-03-01

    The three new metabolites: thiotagetin B (2) [(Z)-1″-([2,2'-bithiophen]-5-yl)-8″-chloro-6″,11″-dimethylundeca-6″,10″-dien-2″-yn-9″-one], tagetannin A (9) [3,4-bis-(galloyl-3,5-dimethyl ether)-(α/β)-d-glucopyranose], and tagetannin B (10) [2,3-bis-(galloyl-3,5-dimethyl ether)-(α/β)-d-glucopyranose], along with ecliptal (5-formyl-α-terthiophene) (1), 5-(4-hydroxybut-1-ynyl)-2,2'-bithiophene (3), scopoletin (4), p-hydroxybenzoic acid (5), protocatechuic acid methyl ester (6), gallic acid (7), and patuletin 7-O-β-d-glucoside (8) were isolated from the aerial parts of Tagetes minuta L. (Asteraceae). Their structures were verified by extensive spectroscopic analyses as well as by comparison with literature data. The isolated compounds were evaluated for their antioxidant and anti-inflammatory activities using DPPH and enzyme-linked immunosorbent assays, respectively. Compounds 5-10 possessed the highest antioxidant potential with a scavenging activity (SCA)≈74 to 93% of DPPH radicals. Moreover, 5-10 displayed significant anti-inflammatory potential, while 4 showed moderate activity. Compounds 5-10 exhibited significant decreases in NFκB p65, TNF-α, and IL-6 levels at all tested concentrations. Copyright © 2018 Elsevier B.V. All rights reserved.

  17. 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......-propionylthiophene [FL-no: 15.097]. These data on 2-pentylthiophene [FL-no: 15.096] should cover 2-butylthiophene [FL-no: 15.045], 2-hexylthiophene [FL-no: 15.076] and 2-octylthiophene [FL-no: 15.093]. For two of the substances [FL-no: 15.060 and 15.119] the Panel concluded that additional genotoxicity data...... are required. The remaining 39 substances were evaluated through a stepwise approach (the Procedure) that integrates information on structure–activity relationships, intake from current uses, toxicological threshold of concern and available data on metabolism and toxicity. The Panel concluded that the 39...

  18. 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 Commission Regulation (EC) No 1565/2000. Since the publication of the last revision of this FGE, the EFSA has been requested to evaluate three additional substances [FL-no: 15.057, 15.079 and 15.135], which have been included in the present revision of FGE.21. Seven of the substances [FL-no: 15.060, 15.......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...

  19. Development of potential manufacturing routes for substituted thiophenes – Preparation of halogenated 2-thiophenecarboxylic acid derivatives as building blocks for a new family of 2,6-dihaloaryl 1,2,4-triazole insecticides

    OpenAIRE

    Ash Mezzie L; Podhorez David E; Romer Duane R; Hull John W; Brady Christine H

    2007-01-01

    Abstract Background Dow AgroSciences has been investigating a new family of functionalized 2,6-dihaloaryl 1,2,4-triazole insecticides featuring specifically targeted insecticidal activities coupled with low mammalian toxicity. With broad spectrum control of both chewing and sap-feeding pests in mind, this family of compounds has been under investigation for aphid, mite, and whitefly control in food crop protection as well as ornamental applications. Two specific targets for development have b...

  20. 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

    Castañeda, Raúl

    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.

  1. 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

    Castañeda, Raúl

    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.

  2. 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.

  3. SnO{sub 2} films: In-situ template-sacrificial growth and photovoltaic property based on SnO{sub 2}/poly(3-hexyl-thiophene) for hybrid solar cell

    Energy Technology Data Exchange (ETDEWEB)

    Zhang, Yange, E-mail: zhangygzhang@163.com [Key Laboratory for Micro-Nano Energy Storage and Conversion Materials of Henan Province, Institute of Surface Micro and Nano Materials, Xuchang University, Xuchang 461000 (China); Li, Pinjiang [Key Laboratory for Micro-Nano Energy Storage and Conversion Materials of Henan Province, Institute of Surface Micro and Nano Materials, Xuchang University, Xuchang 461000 (China); Xu, Xiaoyun [Key Laboratory for Micro-Nano Energy Storage and Conversion Materials of Henan Province, Institute of Surface Micro and Nano Materials, Xuchang University, Xuchang 461000 (China); School of Materials Science and Engineering, Nanjing University of Science and Technology, Nanjing 210094 (China); Wang, Min [Key Laboratory for Micro-Nano Energy Storage and Conversion Materials of Henan Province, Institute of Surface Micro and Nano Materials, Xuchang University, Xuchang 461000 (China); College of Chemistry, Zhengzhou University, Zhengzhou 450001 (China); Shen, Jinfeng [School of Materials Science and Engineering, Nanjing University of Science and Technology, Nanjing 210094 (China); Zhang, Fujuan; Zheng, Zhi [Key Laboratory for Micro-Nano Energy Storage and Conversion Materials of Henan Province, Institute of Surface Micro and Nano Materials, Xuchang University, Xuchang 461000 (China)

    2015-10-15

    Highlights: • SnO{sub 2} nanocrystals/thin films were fabricated on ITO glass substrate from preformed SnS thin film as sacrificial template. • The SnO{sub 2} film and SnO{sub 2}/P3HT was characterized by several techniques. • The new hybrid solar cell device was based on the hybrid thin film of SnO{sub 2} NCs and P3HT composites. - Abstract: we described a facile in-situ wet chemical method to prepare SnO{sub 2} thin film on ITO glass substrate from preformed SnS thin film as sacrificial template. The chemical conversion process of SnS to SnO{sub 2} was studied. The SnO{sub 2} film and SnO{sub 2}/P3HT was characterized by several techniques, such as powder X-ray diffract meter (XRD), Raman spectrometer, scanning electron microscope (SEM), atomic force microscope (AFM) and UV–vis spectrophotometer in detail. The new SnO{sub 2}/P3HT hybrid solar cell device showed an open-circuit voltage of 0.185 V, a short-circuit current density of 0.366 mA/cm{sup 2} and a fill factor of 0.247, corresponding to a power conversion efficiency of 0.0167%.

  4. 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

    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.

  5. 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

    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.

  6. 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

    , variants of the original 1,2,4-oxadiazole ring were explored. Overall, the complete three-ring quinone was essential for potent suppression of human keratinocyte hyperproliferation, whereas analogous anthraquinones were inactive. Also, the oxadiazole ring per se was not sufficient to elicit activity...

  7. 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.

    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.

  8. The Electrochemical Behavior in Aqueous Media of Conducting Polymers. 2. The Insoluble Fractions Obtained on the Cu(II) Catalyzed Polymerization of (2,5-Dibromo-3-Group IV Substituted) Thiophenes.

    Science.gov (United States)

    1986-07-30

    using anhydrous CuCI 2 as the promoter in the polymerization of 2,5-dilithiothiophene (23). We shall demonstrate that the broad peaks are due to the...Poly(thienylene) and Its Derivatives. Scan rate 100 mVs -1 . Polymer Catalyst E ° mV / \\ CuCI 2 -28 S n 6- CH 3 CuCI2 -56 Sn S i / \\ CuCl2 -24 S n G...e CuCI 2 -33 S n ’V Sn / \\ CuCI 2 -23 S S C H3 CuCI -185 S L:’ 0 Figures Figure 1: Cyclic voltammograms of Cu(l1)-poly(2,5-thienylene) in 0.1 N NaCI0

  9. Interfacial insertion of a poly(3,4-ethylenedioxythiophene): poly(styrenesulfonate) layer between the poly(3-hexyl thiophene) semiconductor and cross-linked poly(vinyl alcohol) insulator layer in organic field-effect transistors

    International Nuclear Information System (INIS)

    Cruz-Cruz, Isidro; Tavares, Ana C B; Hümmelgen, Ivo A; Reyes-Reyes, Marisol; López-Sandoval, Román

    2014-01-01

    The role of a thin layer of conductive poly(3,4-ethylenedioxythiophene) doped with polystyrene sulfonate (PEDOT : PSS), inserted between the gate dielectric and the active layer in poly(3-hexylthiophene)-based transistors was investigated. The devices were fabricated in the bottom-gate top-contact geometry by using cross-linked poly(vinyl alcohol) as the dielectric, whereas the PEDOT : PSS layer was prepared by using an aged aqueous dispersion with addition of different amounts of dimethyl sulfoxide (DMSO) as a secondary dopant. Under these conditions, both a significant reduction in the number of electrically active traps at the interface with the semiconductor and an improvement in the field-effect mobility were obtained, whereas the low power consumption was preserved. The threshold voltage was also displaced by approximately −1 V. (paper)

  10. Photocyclization reaction of a diarylmaleimide derivative in polar solvents.

    Science.gov (United States)

    Ohsumi, Masato; Hazama, Masaki; Fukaminato, Tuyoshi; Irie, Masahiro

    2008-07-28

    Photochromism of a symmetric diarylmaleimide derivative, having two thiophene rings (1), and a non-symmetric derivative having a S,S-dioxide thiophene ring and a thiophene ring (2) as the aryl moieties, was studied in various solvents. The photocyclization quantum yield of gradually decreased with increasing the solvent polarity and the reaction was not observed in polar solvents, such as ethanol and acetonitrile; on the other hand, such a strong solvent dependence of the photocyclization reaction was not observed for ; the different behavior is attributed to the weaker electron donating ability of the S,S-dioxide thiophene ring.

  11. Transport Properties of Polymer Semiconductor Controlled by Ionic Liquid as a Gate Dielectric and a Pressure Medium

    NARCIS (Netherlands)

    Shi, Wu; Ye, Jianting; Checkelsky, Joseph G.; Terakura, Chieko; Iwasa, Yoshihiro

    An effective way of using ionic liquid as a gate dielectric as well as a pressure medium to tune the transport of an exemplary polymer semiconductor, poly(2,5-bis(3-tetradecyl-thiophene-2-yl)thieno[3,2-b]thiophene) (pBTTT-C14) is presented. Working as gate dielectrics, the ionic liquids exhibit the

  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. USES OF ACETOACETANILIDE FOR THE SYNTHESIS OF ...

    African Journals Online (AJOL)

    exhibited optimal cytotoxic effect against cancer cell lines. KEY WORDS: Thiophene, Thieno[2,3-d]pyrimidine, Coumarin, Cytotoxicity. INTRODUCTION. Thiophene derivatives represent a class of important and well-studied heterocycles [1]. The interest in this kind of heterocycles has spread from early dye chemistry [2] to ...

  14. Influence of Si/Al Ratio on Catalytic Performance of (Co)Mo/Saponite Catalysts

    NARCIS (Netherlands)

    Koningsberger, D.C.; Leliveld, R.G.; Ros, T.G.; Dillen, A.J. van; Geus, John W.

    1999-01-01

    The influence of the Si/Al ratio of the support of (Co)Mo/saponite catalysts on the performance in the hydrodesulfurisation of thiophene and hydrocracking of n-decane has been studied. The initial thiophene HDS activity of the sulfided Co catalysts increased with increasing support acidity, while

  15. Adsorption isotherms and kinetics for dibenzothiophene on activated ...

    Indian Academy of Sciences (India)

    Model fuel; thiophene; selectivity; adsorptive removal; reusability. 1. Introduction. The presence of refractory thiophenic compounds in fuel leads to very serious environmental and health problems. The main reason for acid rain is SOx emission from fuel combus- tion that containing these compounds. In refinery industries,.

  16. 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 ...

  17. 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 capac-.

  18. Synthesis and Analysis of Some Bis-Heterocyclic Compounds Containing Sulphur

    Directory of Open Access Journals (Sweden)

    Yahia Nasser Mabkhoot

    2009-05-01

    Full Text Available A facile and convenient synthesis of a series of bisheterocycles 7a,b 10, 12 and 13a,b containing a thieno[2,3-b]thiophene base unit via the versatile, hitherto unreported 3-[3,4-dimethyl-5-(3-nitrilopropanoylthieno[2,3-b]thiophen-2-yl]-3-oxopropanenitrile (4 is described.

  19. Synthesis and Analysis of Some Bis-Heterocyclic Compounds Containing Sulphur

    OpenAIRE

    Mabkhoot, Yahia Nasser

    2009-01-01

    A facile and convenient synthesis of a series of bisheterocycles 7a,b 10, 12 and 13a,b containing a thieno[2,3-b]thiophene base unit via the versatile, hitherto unreported 3-[3,4-dimethyl-5-(3-nitrilopropanoyl)thieno[2,3-b]thiophen-2-yl]-3-oxopropanenitrile (4) is described.

  20. 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.

  1. 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.

  2. Organic Nanowires

    DEFF Research Database (Denmark)

    Balzer, Frank; Schiek, Manuela; Al-Shamery, Katharina

    Single crystalline nanowires from fluorescing organic molecules like para-phenylenes or thiophenes are supposed to become key elements in future integrated optoelectronic devices [1]. For a sophisticated design of devices based on nanowires the basic principles of the nanowire formation have...... to be well understood [2]. Nanowires from para-phenylenes, from ®-thiophenes, and from phenylene/thiophene co-oligomers, Fig. 1, are investigated exemplarily. Epitaxy and electrostatic interactions determine the microscopic growth mechanism, whereas kinetics ascertains the macroscopic habit. Results from...

  3. 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 the remaining part of the monomer remaining intact. XPS, ToF-SIMS, and IR are used to investigate the chemistry of the films produced by plasma polymerization of EDT, which contains a high content of the aromatic group. We find that the plasma-polymerized films of EDT contain intact thiophene groups...... 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...

  4. 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 the su......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....

  5. 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...

  6. Sensitive and rapid assessment of amyloid by oligothiophene fluorescence in subcutaneous fat tissue

    NARCIS (Netherlands)

    Sjolander, Daniel; Bijzet, Johan; Hazenberg, Bouke P.; Nilsson, Peter R.; Hammarstrom, Per

    Systemic amyloidosis (SA) is often diagnosed late. Combining clinical and biochemical biomarkers is necessary for raising suspicion of disease. Fine needle aspiration (FNA) of subcutaneous fat enables SA detection by Congo red staining. The luminescent conjugated probe heptameric formic thiophene

  7. 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...

  8. 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

  9. 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 ...

  10. Influence of Functionality on Direct Arylation of Model Systems as a Route Toward Fluorinated Copolymers via Direct Arylation Polymerization (DArP)

    DEFF Research Database (Denmark)

    Livi, Francesco; Gobalasingham, Nemal S.; Bundgaard, Eva

    2015-01-01

    . Themodel system features a coupling between a 2-substituted thiopheneand a pentafluorobenzene, where one of the partnerswas brominated. A substantial difference in reactivity isobserved, demonstrating that the optimal functionalization fordirect arylation between a thiophene-based donor...

  11. 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.

  12. Synthesis of heterocyclic chalcone derivatives and their radical scavenging ability toward 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radicals

    Energy Technology Data Exchange (ETDEWEB)

    Hwang, Kijun; Kim, Hoseok; Kim, Beomtae [Research Center of Bioactive Materials, Hwaseong (Korea, Republic of); Han, Incheol [Chonbuk National Univ., Jeonju (Korea, Republic of)

    2012-04-15

    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.

  13. Molecular design for improved photovoltaic efficiency: band gap and absorption coefficient engineering

    KAUST Repository

    Mondal, Rajib

    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.

  14. 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.

  15. (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.

  16. 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)

  17. 5-tert-Butyl-2-[5-(5-tert-butyl-1,3-benzoxazol-2-yl-2-thienyl]-1,3-benzoxazole

    Directory of Open Access Journals (Sweden)

    Fang-Fang Jian

    2008-12-01

    Full Text Available The title compound, C26H26N2O2S, was prepared by the reaction of thiophene-2,5-dicarboxylic acid and 2-amino-4-tert-butylphenol. One of the tert-butyl groups is disordered over two conformations, with occupancies of 0.539 (1 and 0.461 (2. The two 1,3-benzoxazole rings are almost planar, with dihedral angles of 0.83 (18 and 1.64 (17° between the five- and six-membered rings. The thiophene ring makes dihedral angles of 21.54 (19 and 4.49 (18° with the planes of the five-membered oxazole rings. The crystal packing is controlled by π–π stacking interactions involving the thiophene and benzene rings, with a centroid–centroid distance of 3.748 (2 Å.

  18. Synthesis and Characterization of Group-6 Metal Carbonyl Complexes of Aroyl Hydrazone Derivatives

    OpenAIRE

    Saleem, Mohd; Sharma, Mohita; Mahajan, Simpy; Sheikh, H. N.; Kalsotra, B. L.

    2012-01-01

    Carbonyl complexes of Chromium, molybdenum and tungsten of composition, [M(CO)4L-L], (where M= Cr, Mo or W and L-L= benzoic acid[1-(Furan-2-yl)methylene]hydrazide (BFMH), benzoic acid[(thiophene-2-yl)methylene]hydrazide (BTMH), benzoic acid[1-(thiophene-2-yl)ethylidene] hydrazide (BTEH), benzoic acid (phenylmethylene)hydrazide (BPMH) and benzoic acid[1-(anisol-3-yl)methylene] hydrazide (BAMH) are reported. These have been prepared by refluxing metal carbonyls and the ligands in 1:1molar ratio...

  19. Heteroaromatic-based electrolytes for lithium and lithium-ion batteries

    Energy Technology Data Exchange (ETDEWEB)

    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.

  20. 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.

  1. Synthesis of thienyl analogues of PCBM and investigation of morphology of mixtures in P3HT

    Directory of Open Access Journals (Sweden)

    2008-09-01

    Full Text Available Novel [6,6]-phenyl-C61-butyric acid methyl ester (PCBM analogues containing benzo[b]thiophene (3a, 3b and thieno[3,2-b]thiophene (3c, 3d were synthesized and characterized. The morphology of the thin films prepared from the mixtures of these methanofullerenes with regioregular poly(3-hexylthiophene (P3HT was investigated by AFM measurement and UV-Vis absorption spectroscopy. A solubility test of these methanofullerenes was performed by using dichloromethane as a solvent. es-TThCBM (3d exhibited 1.4 times greater solubility in dichloromethane than PCBM.

  2. Enhanced Efficiency of Polymer Light-Emitting Diodes by Dispersing Dehydrated Nanotube Titanic Acid in the Hole-buffer Layer

    International Nuclear Information System (INIS)

    Qian, L.; Xu, Z.; Teng, F.; Duan, X.-X.; Jin, Z.-S.; Du, Z.-L.; Li, F.-S.; Zheng, M.-J.; Wang, Y.-S.

    2007-01-01

    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

  3. Modelling and measuring vapour-liquid equilibria for the removal of sulphur compounds

    Energy Technology Data Exchange (ETDEWEB)

    Sapei, E.

    2007-07-01

    Increasing concern about air pollution has led many countries to adopt more stringent regulations, which impose an ultra-low concentration of sulphur in gasoline. These regulations place many challenges for the refining industry. Lower sulphur levels are being recommended for gasoline and diesel for environmental reasons. New methods and innovations are required to further reduce the sulphur level in liquid fuels. Separation process design to accomplish the removal of sulphur compounds requires knowledge of the vapour-liquid equilibrium (VLE) of sulphur compounds with hydrocarbons, particularly their activity coefficients at infinite dilution. However, the investigations concerning the systems containing sulphur compounds are very limited. This thesis deals with the VLE measurements of selected sulphur compounds (1-propanethiol, diethyl sulphide, and thiophene) with various hydrocarbons (C{sub 6} to C{sub 8}) and 2-ethoxy-2-methylpropane (ETBE) under isobaric and isothermal conditions, using a circulation still and the infinite dilutions activity coefficients measurements of 1-propanethiol, ethyl methyl sulphide, and thiophene in toluene, n-heptane, and 2,2,4-trimethylpentane at 90 kPa using comparative ebulliometer techniques. The gamma-phi approach was used in the calculation of VLE. The activity coefficients of the liquid phase (gamma) were correlated with the Wilson model. The Wilson model gave a good correlation for all systems. The activity coefficients at infinite dilution (gammainfinity) were extrapolated from the VLE measurements with the Wilson model. The gammainfinity values of sulphur compounds for the systems thiophene + toluene and thiophene + 2,2,4-trimethylpentane obtained from the recirculation still measurements are compared with the gammainfinity values of sulphur compounds obtained from the comparative ebulliometer measurements. The agreement between the measurements is good. All the measured gammainfinity of sulphur compounds in hydrocarbons

  4. 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.

  5. Low band gap poly-thienopyrazines for solar cells - Introducing the 11-thia-9,13-diaza-cyclopenta[b]triphenylenes

    DEFF Research Database (Denmark)

    Petersen, Martin Helgesen; Hagemann, Ole; Nielsen, K.T.

    2007-01-01

    The chemistry of the thienopyrazines has been explored with the aim of producing new low band gap polymers. 5,7-Di-(thiophen-2-yl)thieno[3,4-b]pyrazines substituted in the pyrazine ring with alkyl groups, aryl groups and fused aromatic rings have been prepared and characterized. The electronic sp...

  6. Fulltext PDF

    Indian Academy of Sciences (India)

    1, 2-diamine} have been synthesized and characterized by molar conductance, elemental analyses ... Variable coordinating activity of sulfur in silver(I) complexes with thiophene based N1-substituted ... europium-doped sodium lutetium fluoride (NaLuF4:Eu3+) shell induces highly efficient luminescent intensity with average ...

  7. Relating polymer chemical structure to the stability of polymer: : fullerene solar cells

    NARCIS (Netherlands)

    Doumon, Nutifafa Y.; Wang, Gongbao; Chiechi, Ryan; Koster, Lambert

    2017-01-01

    The design of novel polymers has brought more attention to bulk heterojunction polymer:fullerene solar cells in the past decade. A typical example is the synthesis, through chemical structure engineering, of the benzodithiophene-co-thieno[3,4-b]thiophene (BDT-TT) polymers leading to power conversion

  8. Surface morphology and corrosion resistance of electrodeposited ...

    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 ...

  9. 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...

  10. 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 ...

  11. 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,

  12. 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,

  13. Photoinduced absorption and photoinduced reflectance in conducting polymer methanofullerene films : Nonlinear-optical changes in the complex index of refraction

    NARCIS (Netherlands)

    Lee, K; Miller, EK; Sariciftci, NS; Hummelen, JC; Wudl, F; Heeger, AJ

    1996-01-01

    We report photoinduced absorption (PIA) and photoinduced reflectance (PIR) spectra of poly(3-octyl thiophene)/methanofullerene films. As a result of the efficient photoinduced intermolecular charge transfer, the PIA and PIR spectra of the composite films are significantly enhanced in magnitude over

  14. [3.3]Dithia-bridged cyclophanes featuring a thienothiophene ring : synthesis, structures and conformational analysis

    NARCIS (Netherlands)

    Mashraqui, Sabir H.; Sanghvikar, Yogesh; Ghadhigaonkar, Shailesh; Kumar, Sukeerthi; Meetsma, Auke; Dau, Elise Tran Huu

    2009-01-01

    The synthesis of [3.3]dithia-bridgedcyclophanes 7, 9 and 11 incorporating a fused heterocycle, thieno[2,3-b] thiophene is described. The structures are established by H-1 NMR analysis and, in the case of 11, also by single crystal X-ray crystallography. Conformational analysis by variable

  15. 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

  16. 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

  17. 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.

  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. 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

  20. 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 ...

  1. (S-(+-1-(1-Naphthyl-1-(2-thienylmethyleneethylamine

    Directory of Open Access Journals (Sweden)

    Armando Espinosa Leija

    2009-07-01

    Full Text Available The title chiral imine, C17H15NS, has been obtained via a direct synthesis route. The imine group displays the common E configuration, and is almost coplanar with the thiophene heterocycle; the dihedral angle between the C=N—C group and the thiophene ring is 5.1 (8°. In contrast, the naphthyl group makes an angle of 83.79 (13° with the thiophene ring. The observed solid-state molecular conformation is suitable for the use of this molecule as an N,S-bidentate Schiff base ligand. The molecular packing features double C—H...π interactions between naphthyl groups of neighboring molecules, which form chains in the [100] direction. The crystal structure is further stabilized by a short C—H...π contact involving the methyl group and one ring of a naphthyl group. The resulting two-dimensional network is completed by a weak intermolecular C—H(imine...π(thiophene interaction.

  2. 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...

  3. Reduction of Sulphur Content of Urals Crude Oil Prior to Processing ...

    African Journals Online (AJOL)

    the crude oil was 61.6 % while those of the gasoline, kerosene, diesel and residue were 32.0, 45.1, 68.9 and 75.0 % respectively. Therefore, peracetic acid is an effective oxidant for oxidative desulphurization of the crude oil. Keywords: Sulphur content, Crude oil, Oxidative desulphurization, Thiophenic compounds.

  4. High-throughput roll-to-roll X-ray characterization of polymer solar cell active layers

    DEFF Research Database (Denmark)

    Böttiger, Arvid P.L.; Jørgensen, Mikkel; Menzel, Andreas

    2012-01-01

    be possible with dedicated laboratory instruments. We found that poly(3-hexyl)thiophene (P3HT) only crystallizes at a ratio above 1 : 2 with phenyl-C61-butyric acid methyl ester (PCBM) and that an optimum addition of 2 vol% chloronaphthalene (CN) as a processing additive significantly improves polymer...

  5. 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...

  6. 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

  7. High-quality reduced graphene oxide by a dual-function chemical reduction and healing process.

    Science.gov (United States)

    Some, Surajit; Kim, Youngmin; Yoon, Yeoheung; Yoo, HeeJoun; Lee, Saemi; Park, Younghun; Lee, Hyoyoung

    2013-01-01

    A new chemical dual-functional reducing agent, thiophene, was used to produce high-quality reduced graphene oxide (rGO) as a result of a chemical reduction of graphene oxide (GO) and the healing of rGO. Thiophene reduced GO by donation of electrons with acceptance of oxygen while it was converted into an intermediate oxidised polymerised thiophene that was eventually transformed into polyhydrocarbon by loss of sulphur atoms. Surprisingly, the polyhydrocarbon template helped to produce good-quality rGOC (chemically reduced) and high-quality rGOCT after thermal treatment. The resulting rGOCT nanosheets did not contain any nitrogen or sulphur impurities, were highly deoxygenated and showed a healing effect. Thus the electrical properties of the as-prepared rGOCT were superior to those of conventional hydrazine-produced rGO that require harsh reaction conditions. Our novel dual reduction and healing method with thiophene could potentially save energy and facilitate the commercial mass production of high-quality graphene.

  8. 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 ...

  9. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    Variable coordinating activity of sulfur in silver(I) complexes with thiophene based N¹ -substituted thiosemicarbazones: First case of thiopheneyl-thione sulfur bridging in a dinuclear complex · REKHA SHARMA TARLOK S LOBANA MANVIR KAUR NEERAJ THATHAI GEETA HUNDAL JERRY P JASINSKI RAY J BUTCHER.

  10. Structure, morphology and corrosion resistance of Ni–Mo+PTh ...

    Indian Academy of Sciences (India)

    molybdenum galvanic bath with the addi- tion of thiophene (Th) and HClO4 as result of two processes: induced Ni–Mo alloy deposition and PTh polymeriza- tion. A scanning electron microscope was used for surface morphology characterization of the ...

  11. Fulltext PDF

    Indian Academy of Sciences (India)

    conductance, elemental analyses, VSM-RT, UV-Vis, FTIR, EPR, and CD spectra. Both the complexes were structurally characterized by single crystal. XRD. Both the complexes showed good inhibitory activity for α-amylase and α-glucosidase. Variable coordinating activity of sulfur in silver(I) complexes with thiophene based ...

  12. 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

  13. Structure, morphology and corrosion resistance of Ni–Mo+PTh ...

    Indian Academy of Sciences (India)

    Ni–Mo+PTh composite coatings were prepared from nickel–molybdenum galvanic bath with the addition of thiophene (Th) and HClO4 as result of two processes: induced Ni–Mo alloy deposition and PTh polymerization. A scanning electron microscope was used for surface morphology characterization of the coatings.

  14. Synthetic protocol for diarylethenes through Suzuki-Miyaura coupling.

    Science.gov (United States)

    Hiroto, Satoru; Suzuki, Katsuya; Kamiya, Hiroki; Shinokubo, Hiroshi

    2011-07-07

    The synthesis of a variety of diarylethenes through the Suzuki-Miyaura coupling reaction of 1,2-dichlorohexafluorocyclopentene with arylboronic acids and esters has been developed. Thiophenes with various substituents such as cyano and ester functionalities can be incorporated. This journal is © The Royal Society of Chemistry 2011

  15. Using bis(pinacolato)diboron to improve the quality of regioregular conjugated co-polymers

    NARCIS (Netherlands)

    Brouwer, Frank; Alma, Jan; Valkenier, Hennie; Voortman, Thomas P.; Hillebrand, Jorrit; Chiechi, Ryan C.; Hummelen, Jan C.

    2011-01-01

    We demonstrate the use of bis(pinacolato)diboron to directly polymerize symmetric, bisbromo, thiophene-based monomers via a Suzuki homo-polymerization to form co-polymers in less steps than the corresponding co-polymerization. We compare this method to the commonly used Stille co-polymerization by

  16. 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

  17. Density functional study of the adsorption and van der Waals binding of aromatic and conjugated compounds on the basal plane of MoS2

    DEFF Research Database (Denmark)

    Moses, Poul Georg; Mortensen, Jens Jørgen; Lundqvist, Bengt

    2009-01-01

    der Waals interactions are essential for binding energies on MoS2 surfaces and that DFT with a recently developed exchange-correlation functional (vdW-DF) accurately calculates the van der Waals energy. Values are calculated for the adsorption energies of butadiene, thiophene, benzothiophene, pyridine...

  18. A DENSITY FUNCTIONAL THEORY STUDY OF SUBSTITUTED ...

    African Journals Online (AJOL)

    In this work the electronic and thermodynamic properties of both neutral and radical cationic oligothiophene chains with up to eight thiophene units, substituted and bridged oligothiophenes are investigated by performing hybrid DFT (BH and HLYP) and Hartree-Fock calculations using 6-31G* and 6-311G** basis sets.

  19. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    D-A conjugated polymers containing substituted thiophene, 1,3,4-oxadiazole and non-conjugation linkers: Synthesis and study of optical and electrochemical properties · PRASHANTH KUMAR K R UDAYAKUMAR D SIJI NARENDRAN N K CHANDRASEKHARAN K RITU SRIVASTAVA · More Details Abstract Fulltext PDF.

  20. Growth of phenylene vinylene thin films via surface polymerization by ion-assisted deposition

    NARCIS (Netherlands)

    Wroble, Amanda T.; Wildeman, Jurjen; Anunskis, Daniel J.; Hanley, Luke

    2008-01-01

    Surface polymerization by ion-assisted deposition was used to grow phenylene vinylene films (SPIAD-PPV) using the evaporation of 2methoxy-5-(2'-ethylhexyloxy)-1,4-bis((4',4 ''-bisstyryl) benzene) (MEH-OPV5) and the simultaneous deposition of non-mass-selected 10-200 eV thiophene or acetylene ions.

  1. Electronic structure analysis and vertical ionization energies of ...

    Indian Academy of Sciences (India)

    Administrator

    Electronic structure analysis and vertical ionization energies of thiophene and ethynylthiophenes. RAMAN K SINGH and MANOJ K MISHRA*. Department of Chemistry, Indian Institute of Technology Bombay, Powai 400 076 e-mail: mmishra@iitb.ac.in. Abstract. Results from different decouplings of the electron propagator ...

  2. Photoinduced singlet and triplet energy 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.

    2001-01-01

    Photophysical properties of fullerene-oligothiophene-fullerene (C60-nT-C60) triads with n = 3, 6, or 9 thiophene units have been investigated using photoinduced absorption (PIA) and (time-resolved) fluorescence spectroscopy in toluene and compared to mixtures of oligothiophenes (nT) with

  3. 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 ...

  4. 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)

  5. 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.

  6. 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). Pharmacological...

  7. Synthesis, Anti-Proliferative Activity Evaluation and 3D-QSAR Study of Naphthoquinone Derivatives as Potential Anti-Colorectal Cancer Agents

    Directory of Open Access Journals (Sweden)

    Julio Acuña

    2018-01-01

    Full Text Available Colorectal cancer (CRC is a disease with high incidence and mortality, constituting the fourth most common cause of death from cancer worldwide. Naphthoquinones are attractive compounds due to their biological and structural properties. In this work, 36 naphthoquinone derivatives were synthesized and their activity evaluated against HT-29 cells. Overall, high to moderate anti-proliferative activity was observed in most members of the series, with 15 compounds classified as active (1.73 < IC50 < 18.11 μM. The naphtho[2,3-b]thiophene-4,9-dione analogs showed potent cytotoxicity, 8-hydroxy-2-(thiophen-2-ylcarbonylnaphtho[2,3-b]thiophene-4,9-dione being the compound with the highest potency and selectivity. Our results suggest that the toxicity is improved in molecules with tricyclic naphtho[2,3-b]furan-4,9-dione and naphtho[2,3-b]thiophene-4,9-dione systems 2-substituted with an electron-withdrawing group. A 3D-QSAR study of comparative molecular field analysis (CoMFA was carried out, resulting in the generation of a reliable model (r2 = 0.99 and q2 = 0.625. This model allowed proposing five new compounds with two-fold higher theoretical anti-proliferative activity, which would be worthwhile to synthesize and evaluate. Further investigations will be needed to determine the mechanism involved in the effect of most active compounds which are potential candidates for new anticancer agents.

  8. 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

  9. 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

  10. High yield synthesis of some phosphonic acid derivatives as surface ...

    African Journals Online (AJOL)

    Efficient synthesis of novel 6-(2-bromo-2-methyl propanoyloxy)hexyl phosphonic acid, dodecane di-phosphonic acid, 6-(thiophene-3-carbonyloxy)hexyl phosphonic acid, octadecyl phosphonic acid and such other derivatives are reported here. These derivatives have a potential application as tethers to nanoparticle ...

  11. Synthesis and two-photon absorption property of new -conjugated ...

    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 ...

  12. Synthesis and Anti-inflammatory Activity of Some Novel ...

    African Journals Online (AJOL)

    Synthesis and Anti-inflammatory Activity of Some Novel Trisubstituted Thiophene Analogues. ... Ethiopian Pharmaceutical Journal ... analogues (IVa-IVf) were designed, synthesized, characterized and evaluated for their anti-inflammatory activity in carrageenin-induced rat hind paw oedema model at 10 mg/kg dose.

  13. a density functional theory study of substituted and bridged ...

    African Journals Online (AJOL)

    Preferred Customer

    change in Gibbs free energy versus number of thiophene oligomers, are plotted in Figure 3. The figure shows that as the conjugation length increases the stability of the radical cationic species increases. This fact is favoured by the delocalization of the radical cation through the longer conjugated molecule that supports it to.

  14. Ultra high open circuit voltage (>1 V) of poly-3-hexylthiophene based organic solar cells with concentrated light

    DEFF Research Database (Denmark)

    Tromholt, Thomas; Madsen, Morten Vesterager; Krebs, Frederik C

    2013-01-01

    One approach to increasing polymer solar cell efficiency is to blend poly-(3-hexyl-thiophene) with poorly electron accepting fullerene derivatives to obtain higher open circuit voltage (Voc). In this letter concentrated light is used to study the electrical properties of cell operation at up...

  15. 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

  16. 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

    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 p...... solution and organic phase on gold electrodes, displayed selective sensitivity to potassium ions with a linear dependence of ion concentration over 4 orders of magnitude.......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...... supported by calculations using a semiquantative model of polymer clusters and X-ray photoelectron spectroscopy analysis. On the basis of these observations, we have attempted to optimize the construction of BTA polymer based ion selective electrodes. The BTA based polymer films, prepared from both aqueous...

  17. 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

  18. Synthesis and properties of Oxasmaragdyrins containing one Five ...

    Indian Academy of Sciences (India)

    Abstract. The oxasmaragdyrins containing one five membered heterocycle such as pyrrole, thiophene and furan in place of one of the meso-phenyl group were synthesized by acid-catalyzed oxidative coupling reac- tion of meso-heterocycle substituted dipyrromethane with 16-oxatripyrrane in the presence of catalytic ...

  19. Journal of Chemical Sciences | Indian Academy of Sciences

    Indian Academy of Sciences (India)

    Carbazole-based sensitizers for potential application to dye sensitized solar cells · Naresh Duvva Ravi Kumar Kanaparthi Jaipal Kandhadi Gabriele Marotta Paolo Salvatori Filippo De Angelis Lingamallu Giribabu · More Details Abstract Fulltext PDF. Two push-pull molecules employing carbazole and alkyl thiophene ...

  20. 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

  1. Untitled

    African Journals Online (AJOL)

    1988-10-26

    University of Nairobi, Box 30197, Nairobi, Kenya. (Received October 26, 1988; revised May 10, 1988). ABSTRACT. Polythiophene (PS) was electrodeposited on carbon electrode by electrochemical oxidation of the thiophene monorner in aqueous sulfuric acid solution. Transfer of PS film to aqueous acid solution containing.

  2. 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)

  3. 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

  4. Characterization of South African Coal for Metals, Inorganic and ...

    African Journals Online (AJOL)

    The total sulfur content was also determined in coal by direct elemental analysis for carbon, hydrogen, nitrogen and sulfur. Thiophene organic sulfur compounds in coal were extracted with ultrasonication system followed by identification and quantification using gas chromatography and flame ionization detector.

  5. 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)

  6. THEORETICAL STUDY ON ELECTRONIC STRUCTURES AND ...

    African Journals Online (AJOL)

    THEORETICAL STUDY ON ELECTRONIC STRUCTURES AND SPECTROSCOPY OF TRIARYLBORANE SUBSTITUTED BY THIOPHENE. ... Also, the 13C chemical shifts of the carbon atoms on the phenyl rings in these compounds are upfield relative to those of the same carbon atoms in the parent compound.

  7. 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 ...

  8. 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...

  9. pyridine-carboxamide complexes

    Indian Academy of Sciences (India)

    In addition, a short ring interaction between thiophene S1 and pyri- dine N1 of a symmetry related complex (centroid-to- centroid distance = 3.707(4) Ε; dihedral angle between planes = 2.3(3) ..... Changes in the Histology of Kidneys in Common Carp,. Cyprinus carpio (Cyprinidae) Bull. Environ. Contam. Toxicol. 58 456. 10.

  10. Variable coordinating activity of sulfur in silver(I) complexes with ...

    Indian Academy of Sciences (India)

    Variable coordinating activity of sulfur in silver(I) complexes with thiophene based N. 1. -substituted thiosemicarbazones: First case of thiopheneyl-thione sulfur bridging in a dinuclear complex. REKHA SHARMAa,b, TARLOK S LOBANAa,∗, MANVIR KAURa, NEERAJ THATHAIa,. GEETA HUNDALa, JERRY P JASINSKIc ...

  11. Synthesis of novel bis-allyloxy and hydroxypropoxy derivatives of 4 ...

    Indian Academy of Sciences (India)

    T SHANMUGANATHAN

    rings of compounds are thiophene, pyrazole, furanone, isoxazole, and cyclopentene. ... using Buchi apparatus by the open capillary tube method and ... using TLC (toluene). After completion, the reaction mix- ture was cooled and poured slowly into 25% solution of sodium acetate in water (100 mL). The product was filtered.

  12. Synthesis and characterization of yellow and green light emitting novel polymers containing carbazole and electroactive moieties

    International Nuclear Information System (INIS)

    Aydın, Aysel; Kaya, İsmet

    2012-01-01

    Graphical abstract: The homopolymer of 1,5-bis(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)pentane and the copolymer with EDOT of 1,2-bis(2-(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)ethoxy)ethane were synthesized via electrochemical reaction on indium tin oxide (ITO)-coated glass plate. The obtained polymeric compounds were investigated as fluorescence properties in solution form. The synthesized polymers showed good fluorescence property indicating tunable light emission with green and yellow colors. This shows that these polymers could be used in production of new polymeric light emitting diodes (PLED)s for green and yellow color emissions. - Abstract: The compounds 1,5-bis(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)pentane (B1) and 1,2-bis(2-(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)ethoxy)ethane (B2) were synthesized via Ullmann and Suzuki couplings. Additionally, the homopolymers and copolymers of these compounds with 3,4-ethylenedioxythiophene (EDOT) and thiophene (Th) were synthesized and coated onto an ITO-glass surface via electrochemical oxidative polymerization. The spectroelectrochemical and electrochromic properties of these compounds were also investigated. The switching ability of these polymers was measured as the percent transmittance (%T) at their point of maximum contrast. The solid state electrical conductivities of the polymeric films coated onto the ITO-glass surface were measured via the four point probe technique using an electrometer. The compounds were characterized by FT-IR and NMR, and their thermal stabilities were determined via TG measurements. Fluorescence measurements were performed using DMSO solutions, and the synthesized polymers emitted both green and yellow colors based on the tuning of the excitation wavelength, which indicates that these polymers could be used to produce new polymeric light emitting diodes (PLEDs) with green and yellow emissions.

  13. Biodesulphurization of gasoline by Rhodococcus erythropolis supported on polyvinyl alcohol.

    Science.gov (United States)

    Fatahi, A; Sadeghi, S

    2017-05-01

    A new biodesulphurization (BDS) method has been considered using Rhodococcus erythropolis supported on polyvinyl alcohol (PVA) for BDS of thiophene as a gasoline sulphur model compound in n-hexane as the solvent, subsequently this biocatalyst has been applied to BDS of gasoline samples. The obtained results according to UV-Spectrophotometer analysis at 240 nm showed that 97·41% of thiophene at the optimum condition of primary concentration 80 mg l -1 , pH = 7, by 0·1 g of biocatalyst in 30°C and after 20 h of contact time has been degraded. These optimum conditions have been applied to gasoline BDS and the biodegradation of gasoline thiophenic compounds have been investigated by gas chromatography-mass spectrometry (GC-MS). According to GC-MS, thiophene and its 2-methyl, 3-methyl and 2- ethyl derivatives had acceptable biodegradation efficiencies of about 26·67, 21·03, 23·62% respectively. Also, benzothiophene that has been detected in a gasoline sample had 38·89% biodegradation efficiency at optimum conditions, so biomodification of PVA by R. erythropolis produces biocatalysts with an active metabolism that facilitates the interaction of bacterial strain with gasoline thiophenic compounds. The morphology and surface functional groups of supported R. erythropolis on PVA have been investigated by scanning electron microscope (SEM) and FT-IR spectroscopy respectively. SEM images suggest some regular layered shape for the supported bacteria. FT-IR spectra indicate a desirable interaction between bacterial cells and polymer supports. Also, the recovery of biocatalyst has been investigated and after three times of using in BDS activity, its biocatalytic ability had no significant decreases. The biomodification of polyvinyl alcohol by Rhodococcus erythropolis described herein produces a new biocatalyst which can be used for significantly reducing the thiophenic compounds of gasoline and other fossil fuels. The immobilization process is to increase the

  14. Microwave-Assisted Adsorptive Desulfurization of Model Diesel Fuel Using Synthesized Microporous Rare Earth Metal-Doped Zeolite Y

    Directory of Open Access Journals (Sweden)

    N. Salahudeen

    2015-06-01

    Full Text Available The microwave-assisted adsorptive desulfurization of model fuel (thiophene in n-heptane was investigated using a synthesized rare earth metal-doped zeolite Y (RE Y. Crystallinity of the synthesized zeolite was 89.5%, the silicon/aluminium (Si/Al molar ratio was 5.2, the Brunauer–Emmett–Teller (BET surface area was 980.9 m2/g, and the pore volume and diameter was 0.3494 cm3/g and 1.425 nm, respectively. The results showed that the microwave reactor could be used to enhance the adsorptive desulfurization process with best efficiency of 75% at reaction conditions of 100 °C and 15 minutes. The high desulfurization effect was likely due to the higher efficiency impact of microwave energy in the interaction between sulfur in thiophene and HO-La(OSiAl.

  15. Evolution of in situ conductivity of polythiophene deposits by potential cycling

    Energy Technology Data Exchange (ETDEWEB)

    Zotti, G.; Schiavon, G. (Ist. di Polarografia ed Elettrochimica Preparativa, Consiglio Nazionale delle Ricerche, Padua (Italy))

    1990-12-01

    In situ conductivity of polythiophene (PT) deposits from anodic coupling of thiophene (T), bithiophene (BT) and terthiophene (TT) increases with redox switching to an extent which depends on the monomer. Changes are considerable with TT, minor with BT and negligible with T, involving extra oxidative charges with the same trend, and are paralleled by evolution of electronic and infrared spectra and cyclic voltammograms. Results are explained by the occurrence of solid-state polymerization of oligomers leading ultimately to the same polymer with a conductivity of 1-3 S cm{sup -1}. PT from thiophene is much less conducting (0.06 S cm{sup -1}), because of oxidative degradation during deposition. (orig.).

  16. Manganese Oxide Nanoparticle as a New p-Type Dopant for High-Performance Polymer Field-Effect Transistors.

    Science.gov (United States)

    Long, Dang Xuan; Choi, Eun-Young; Noh, Yong-Young

    2017-07-26

    We report a new p-type dopant, manganese oxide (Mn 3 O 4 ) nanoparticle, to enhance the performance of organic field-effect transistors (OFETs) with conjugated polymers, including poly(3-hexylthiophene-2,5-diyl), poly[[N,N 9-bis(2-octyldodecyl)-naphthalene-1,4,5,8-bis(dicarboximide)-2,6-diyl]-alt-5,59-(2,29-bithiophene)], and poly[[2,5-bis(2-octyldodecyl)-2,3,5,6-tetrahydro-3,6-dioxopyrrolo[3,4-c]pyrrole-1,4-diyl]-alt-[[2,2'-(2,5-thiophene)bis-thieno(3,2b) thiophene]-5,5'-diyl

  17. Substituent Chemical Shifts of (E)-1-Aryl-3-thienylpropen-1-ones

    Energy Technology Data Exchange (ETDEWEB)

    Lee, In-Sook Han; Jeon, Hyun Ju; Yu, Ji Sook; Lee, Chang Kiu [Kangwon National University, Chuncheon (Korea, Republic of)

    2010-06-15

    Substituent chemical shifts were examined for the 2- and 3-thiophene derivatives of chalcone and compared to the thiophene series of derivatives with the phenyl series. The chemical shift values for the α-carbons of the enones showed and inverse correlation with the Hammett σ values, but the correlation coefficients were moderate (r = 0.836 - 0.878). On the other hand, the β-carbons showed a normal correlation with excellent correlation coefficients (r = 0.994). The absolute magnitude of the ρ values for the α-carbon are about half of those of the β-carbon. The observation may be the result of a through-space transition of the electronic effect of the substituents in addition to the through bond transition.

  18. 3-(4-{3,3,4,4,5,5-Hexafluoro-2-[5-(3-methoxyphenyl-2-methyl-3-thienyl]cyclopent-1-enyl}-5-methyl-2-thienylbenzonitrile

    Directory of Open Access Journals (Sweden)

    An-yin Chen

    2009-10-01

    Full Text Available The title compound, C29H19F6NOS2, is a new unsymmetrical photochromic diarylethene derivative with different meta-phenyl substituents. The distance between the two reactive (i.e. can be irradiated to form a new chemical bond C atoms is 3.501 (4 Å; the dihedral angles between the mean plane of the main central cyclopentene ring and the thiophene rings are 47.7 (5 and 45.1 (2°, and those between the thiophene rings and the adjacent benzene rings are 29.4 (2 and 28.4 (3°. The three C atoms and the F atoms of hexafuorocyclopentene ring are disordered over two positions, with site-occupancy factors of 0.751 (4 and 0.249 (4.

  19. Probing the molecular orientation of chemically polymerized polythiophene-polyrotaxane via solid state NMR

    Directory of Open Access Journals (Sweden)

    Mujeeb Khan

    2017-07-01

    Full Text Available Polyrotaxanes have attracted significant attention of scientific community and are being explored towing to its electro-optical properties. The orientation and the molecular structure of polyrotaxanes influence its final properties. Thus a, detail understanding of the structure of such compounds at the molecular level will provide an opportunity to further tune and optimize their properties. Here chemically polymerized polythiophene polyrotaxane i.e. Thiophene [2]Rotaxane which is the rotaxane like compound consisting of several macrocycle, was studied in the powdered form. This allowed us to investigate the molecular structure of polyrotaxane and to obtain the detail insights into its structure property relationship via solid state NMR. The as-obtained polymer has also been characterized via various other techniques including UV spectroscopy, solution NMR and so on. We elucidated the structure of the Thiophene [2]Rotaxane monomer remained intact even after polymerization.

  20. Exploration of the electronic structure of dendrimerlike acetylene-bridged oligothiophenes by correlating Raman spectroscopy, electrochemistry, and theory

    Science.gov (United States)

    Casado, Juan; Pappenfus, Ted M.; Mann, Kent R.; Hernández, Víctor; López Navarrete, Juan T.

    2004-06-01

    A series of radial thiophene-based structures consisting of a central benzene or thiophene ring surrounded by acetylene-bridged terthienyl arms has been investigated by physical and theoretical methods. Fourier transform Raman spectroscopy of the neutral solids shows that the terthiophene arms are weakly coupled across the core (benzene plus acetylene groups) likely due to cross-conjugation or meta-conjugation effects that may prevent full delocalization. By increasing the number of arms around the central ring, the electronic structure of the molecules seems to be affected only at the core, whereas the outer terthiophene arms remain almost unaltered. Raman spectroelectrochemistry and quantum chemical calculations provide further insight into the charge delocalization of the oxidized species. There is no evidence to suggest that these oxidized forms, obtained upon electrochemical doping of the molecules, show charge delocalization across the core.

  1. Evaluation of the polysubstituted pyridinium ionic liquid [hmmpy][Ntf2] as a suitable solvent for desulfurization: Phase equilibria

    International Nuclear Information System (INIS)

    Arce, Alberto; Francisco, Maria; Soto, Ana

    2010-01-01

    Suitability of a pyridinium ionic liquid as a solvent in desulfurization has been analyzed. (Liquid + liquid) equilibria for ternary systems composed by 1-hexyl-3,5-dimethyl pyridinium {bis[trifluoromethylsulfonyl]imide, thiophene, and three hydrocarbons representative of fuel (n-heptane, 2,2,4 trimethylpentane, and toluene) have been determined at T = 298.15 K and atmospheric pressure. High solubility of thiophene in the ionic liquid and also of toluene have been found, being this solvent practically immiscible with 2,2,4 trimethylpentane and heptane. Equilibrium data of these systems have been well correlated with UNIQUAC equations finding the highest deviations for the ternary system involving toluene. NRTL model drove to worse results being considered as not suitable model to correlate the experimental results.

  2. Sulfur-Kβ /sub emission studies on sulfur-bearing heterocycles

    International Nuclear Information System (INIS)

    Phillips, D.R.; Andermann, G.G.; Fujiwara, F.

    1986-01-01

    Sulfur-K/β /sub x-ray fluorescence spectroscopy (XFS) has been used to study the electronic structure and bonding in sulfur-bearing heterocycles. XFS not only has the capability of experimentally measuring valence electron energies in molecular species, but can also provide intensity data which can help define the nature of the molecular orbitals defined by the electrons. This report discusses the feasibility of using XFS as an analytical tool for the determination of total and specific sulfur heterocycle content in samples. A variety of compounds were studied. These include thiophene, thiophene derivatives, tetranydrothiophene, several more complex saturated and unsaturated sulfur heterocycles, and heterocycles containing both sulfur and nitrogen. The sulfur-K/β /sub spectra were obtained using a double crystal spectrometer which provided an instrumental resolution of about 0.7 eV

  3. Oligothiophenes as Fluorescent Markers for Biological Applications

    Directory of Open Access Journals (Sweden)

    Antonio Manetto

    2012-01-01

    Full Text Available This paper summarizes some of our results on the application of oligothiophenes as fluorescent markers for biological studies. The oligomers of thiophene, widely known for their semiconductor properties in organic electronics, are also fluorescent compounds characterized by chemical and optical stability, high absorbance and quantum yield. Their fluorescent emission can be easily modulated via organic synthesis by changing the number of thiophene rings and the nature of side-chains. This review shows how oligothiophenes can be derivatized with active groups such as phosphoramidite, N-hydroxysuccinimidyl and 4-sulfotetrafluorophenyl esters, isothiocyanate and azide by which the (biomolecules of interest can be covalently bound. This paper also describes how molecules such as oligonucleotides, proteins and even nanoparticles, tagged with oligothiophenes, can be used in experiments ranging from hybridization studies to imaging of fixed and living cells. Finally, a few multilabeling experiments are described.

  4. 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...... properties. We present a simple, yet efficient method to enhance and spectrally tune the photoresponsivity of organic phototransistors (OPTs) utilizing the plasmonic properties of embedded metallic nanoparticles. The ability to fabricate and characterize nanostructures with high accuracy allows for tailoring...... of the optical properties of metal nanoparticles (NPs) and thereby tuning of the spectral range of enhanced photoresponsivity. In this work we have investigated OPTs based on the molecule 5,5″-bis(naphth-2-yl)-2,2':5′,2″-terthiophene (NaT3). We have fabricated OPTs with electron beam lithography-defined arrays...

  5. Quantum mechanical and electrochemical investigations on corrosion inhibition properties of novel heterocyclic Schiff bases

    Directory of Open Access Journals (Sweden)

    Nimmy Kuriakose

    2017-07-01

    Full Text Available The corrosion inhibition efficiencies of two novel Schiff bases, namely (E-3-[thiophen-2-ylmethyleneamino]benzoic acid (T2YMABA and (E-4-(5-[(2-phenylhydrazono methyl]thiophen-2-ylbenzoic acid (PHMT2YBA on mild steel (MS in 1.0M HCl solution has been investigated and compared using electrochemical impedance spectroscopy and potentiodynamic polarization analysis. The Schiff bases exhibited very good corrosion inhibitions on mild steel in 1.0M HCl medium and the inhibition efficiency increased with the increase in concentration of the inhibitor. Polarization studies revealed that T2YMABA acted as a mixed type inhibitor whereas PHMT2YBA molecules acted as anodic inhibitor.

  6. Electro-oxidation of chlorophenols on poly(3,4-ethylenedioxythiophene)-poly(styrene sulphonate) composite electrode

    International Nuclear Information System (INIS)

    Pigani, L.; Musiani, M.; Pirvu, C.; Terzi, F.; Zanardi, C.; Seeber, R.

    2007-01-01

    The electrochemical behaviour of chlorinated phenols on Pt/poly(3,4-ethylenedioxy)thiophene,LiClO 4 and on Pt/poly(3,4-ethylenedioxy)thiophene,poly(sodium-4-styrenesulphonate) electrodes has been investigated in phosphate buffer solution. Poly(sodium-4-styrenesulphonate) exerts remarkable effect against the electrode fouling induced by oxidation of chlorophenols, allowing us to record the relevant anodic response even after repeated potential cycles. Hypotheses about the role exerted by poly(sodium 4-styrenesulphonate) are made, on the basis of evidences provided by several techniques, such as cyclic voltammetry, electrochemical impedance spectroscopy, electrochemical microgravimetry and atomic force microscopy. Thanks to the fact that different chlorophenols show differences in the voltammetric responses, depending on number and position of the chloro substituents on the aromatic ring, applications of the modified electrode in the analysis of mixtures of chlorinated phenols are possible

  7. 2,6-Diphenyl-4-(2-thienyl-1,4-dihydropyridine-3,5-dicarbonitrile

    Directory of Open Access Journals (Sweden)

    Xiao-Tong Zhu

    2009-09-01

    Full Text Available The asymmetric unit of the title compound, C23H15N3S, contains two crystallographically independent molecules. The pyridine rings adopt envelope conformations. The thiophene rings are oriented at dihedral angles of 77.97 (4/53.53 (4 and 78.44 (4/57.11 (4° with respect to the phenyl rings, while the dihedral angles between the phenyl rings are 48.51 (4 and 44.49 (4°. In the crystal structure, intermolecular N—H...N hydrogen bonds link the molecules into chains along the c axis. The S, C and H atoms of one of the thiophene rings are disordered over two orientations, with occupancy ratios of 0.314 (15:0.686 (15.

  8. Functional polythiophene nanoparticles: size-controlled electropolymerization and ion selective response.

    Science.gov (United States)

    Si, Pengchao; Chi, Qijin; Li, Zheshen; Ulstrup, Jens; Møller, Preben Juul; Mortensen, John

    2007-04-04

    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 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 supported by calculations using a semiquantative model of polymer clusters and X-ray photoelectron spectroscopy analysis. On the basis of these observations, we have attempted to optimize the construction of BTA polymer based ion selective electrodes. The BTA based polymer films, prepared from both aqueous solution and organic phase on gold electrodes, displayed selective sensitivity to potassium ions with a linear dependence of ion concentration over 4 orders of magnitude.

  9. Electrochemical activity of thiahelicenes: Structure effects and electrooligomerization ability

    International Nuclear Information System (INIS)

    Bossi, Alberto; Falciola, Luigi; Graiff, Claudia; Maiorana, Stefano; Rigamonti, Clara; Tiripicchio, Antonio; Licandro, Emanuela; Mussini, Patrizia Romana

    2009-01-01

    Thiahelicenes are polycondensed heteroaromatic molecules characterized by a chiral helix-like structure including multiple thiophene units, with a lowering effect on the oxidation potentials and a shrinking effect on the band gaps. As a consequence they can be regarded as electrochemically and optically active conducting materials, exhibiting interesting properties under electrical or magnetic polarization, and are under study for non-linear optics (NLO) applications. The present extensive investigation on 11 thiahelicenes with different chain length and functionalization (including the first example of a thiahelicene with perfluorinated alkyl chains) together with the precursor benzodithiophene provides a deep insight on the structure vs. electrochemical activity relationship within this attractive compound class, focusing on both electron transfer (ET) properties and oligomerization ability (hinging on free α positions on terminal thiophene groups).

  10. Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene: the effect of planarisation on charge transport properties

    Directory of Open Access Journals (Sweden)

    Rupert G. D. Taylor

    2015-07-01

    Full Text Available Two novel tetrathiafulvalene (TTF containing compounds 1 and 2 have been synthesised via a four-fold Stille coupling between a tetrabromo-dithienoTTF 5 and stannylated thiophene 6 or thiazole 4. The optical and electrochemical properties of compounds 1 and 2 have been measured by UV–vis spectroscopy and cyclic voltammetry and the results compared with density functional theory (DFT calculations to confirm the observed properties. Organic field effect transistor (OFET devices fabricated from 1 and 2 demonstrated that the substitution of thiophene units for thiazoles was found to increase the observed charge transport, which is attributed to induced planarity through S–N interactions of adjacent thiazole nitrogen atoms and TTF sulfur atoms and better packing in the bulk.

  11. Influence of processing and intrinsic polymer parameters on photochemical stability of polythiophene thin films

    DEFF Research Database (Denmark)

    Vesterager Madsen, Morten; Tromholt, Thomas; Böttiger, Arvid P.L.

    2012-01-01

    -to-tail connected thiophene units. Annealing was found to relax the P3HT films and increase conjugation length and, in turn, increase stability observed as a delayed spectral blueshift caused by photochemical degradation. Crystallinity was found to play a minor role in terms of stability. Oxygen diffusion and light...... the technology closer to large-scale applications. © 2012 Elsevier Ltd. All rights reserved....

  12. Synthesis and anti-tumor evaluation of novel hydrazide and hydrazide-hydrazone derivatives.

    Science.gov (United States)

    Wardakhan, Wagnat Wahba; El-Sayed, Nahed Nasser Eid; Mohareb, Rafat Milad

    2013-03-01

    The reaction of cyclopentanone with cyanoacetylhydrazine gave 2-cyano-2-cyclopentylideneacetohydrazide (1). Treatment of compound 1 with elemental sulphur in the presence of triethylamine afforded 2-amino-5,6-dihydro- -4H-cyclopenta[b]thiophene-3-carbohydrazide (2), which in-turn formed the corresponding intermediate diazonium salt. The latter was coupled with either ethyl cyanoacetate or ethyl acetoacetate to form 2-cyano-2-(3-(hydrazinecarbonyl)- 5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)hydrazono) acetate (3) and ethyl 2-(2-(3-(hydrazinecarbonyl)-5,6-dihydro- 4H-cyclopenta[b]thiophen-2-yl)hydrazono)-3-oxobutanoate (4), respectively. On the other hand, the reaction of compound 1 with either benzaldehyde or acetophenone afforded N'-benzylidene-2-cyano-2-cyclopentylideneacetohydrazide (7) and 2-cyano-2-(2-cyclopentylidene)phenylacetohydrazide (10), respectively. Moreover, compound 1 was used to synthesize 2-cyano-2-cyclopentylidene- N'-(arylthiazol-2(3H)-ylidene)acetohydrazides (6a,b), 2-(2-benzylidenecyclopentylidene)-2-cyanoacetohydrazide (8), 2-amino-N'-benzylidene-5,6-dihydro-4H- -cyclopenta[b]thiophene-3-carbohydrazide (9), 2-cyano- -2-(2-(2-phenylhydrazono)cyclopentylidene)acetohydrazide (11), N'-(1-chloropropan-2-ylidene)-2-cyano-2-cyclopentylideneacetohydrazide (12), and 2-cyclopentylidene-3- -(3,5-disubstituted-1H-pyrazol-1-yl)-3-oxopropanenitriles (13a,b) through its reaction with the respective reagents. Antitumor evaluation of the newly synthesized compounds against the three human tumor cells lines, namely, breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) showed that some of the described compounds exhibited higher inhibitory effects towards the three tumor cell lines than the reference compound doxorubicin.

  13. The effect of complexation with platinum in polyfluorene derivatives: A photo- and electro-luminescence study

    International Nuclear Information System (INIS)

    Assaka, Andressa M.; Hu Bin; Mays, Jimmy; Iamazaki, Eduardo T.; Atvars, Teresa D.Z.; Akcelrud, Leni

    2011-01-01

    The synthesis and characterization of a polymeric structure containing fluorene units statistically linked to 3-cyclohexyl-thiophene and bipyridine PFOTBipy-poly[(4-hexylthiophene-2,5-diyl)(9,9-dihexyl-fluoren-2,7-diyl) -co-(bipyridine-5.5'-diyl)(9,9-dihexyl-fluoren-2,7-diyl)], is reported. The complexation with platinum was possible through the bipyridil units present in 10%, 50% and 100% content. The structure has a fluorenyl moiety between each bipyridine and thiophene groups resulting in a stable and efficient light-emitting polymeric material combining the well known emissive properties of fluorene, the charge mobility generated by thiophene and the electron-transfer properties of a metal complex as well. All the polymers were photo and electroluminescent materials, and showed phosphorescence at low temperatures. Photoluminescence properties were studied by steady state and time resolved spectroscopy and showed changes of both emission peak and relative intensity of the emission bands depending on the relative amount of the platinum complex. The electroluminescence followed the trends found for photoluminescence. The blue emission of the copolymer without platinum is due to the fluorenyl segments and for higher complex contents the emission is characteristic of the aggregates involving the bipyridinyl moieties. Therefore, emission color can be tuned by the complex content. The turn-on voltage was strongly reduced from 22 to 8 V for the 100% complexed copolymer, as compared to the device made with the non complexed one, but the luminance decreased, due to quenching or trapping effects. - Research Highlights: →Statistic copolymer containing fluorine, thiophene and bipyridine. →Complexation of platinum with platinum with bipyridine. →Electroluminescence and electrophosphorescence at low temperatures. →Emission color can be tuned by the complex content.

  14. Desenvolvimento de um sistema automatizado para a fabricação de filmes automontados Development of an automated device for fabrication of self-assembled films

    Directory of Open Access Journals (Sweden)

    Francisco Trivinho-Strixino

    2004-08-01

    Full Text Available In this technical note, we describe the construction of a low-cost computer controlled device for layer-by-layer film fabrication. The software allows to control multiple material deposition, washing and drying steps and the time for each operation. To test the device, we produced and characterized self-assembled films of conductive polymers by alternating poly(o-methoxyaniline (POMA and poly(3-thiophene acetic acid (PTAA via the layer-by-layer technique.

  15. Charged states of alpha,omega-dicyano beta, beta' - dibutylquaterthiophene as studied by in situ ESR UV-Vis NIR spectroelectrochemistry

    Czech Academy of Sciences Publication Activity Database

    Haubner, K.; Tarábek, Ján; Ziegs, F.; Lukeš, V.; Jaehne, E.; Dunsch, L.

    2010-01-01

    Roč. 114, č. 43 (2010), s. 11545-11551 ISSN 1089-5639 Grant - others:GA ČR(CZ) GC203/07/J067 Program:GC Institutional research plan: CEZ:AV0Z40550506 Keywords : cyclic voltammetry * ESR/UV-Vis NIR spectrometry * spectroelectrochemistry * thiophene oligomer * dimerisation Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 2.732, year: 2010

  16. Microporous conjugated polymers via homopolymerization of 2,5-diethynylthiophene

    Czech Academy of Sciences Publication Activity Database

    Bondarev, D.; Sivkova, Radoslava; Šuly, P.; Polášková, M.; Krejčí, O.; Křikavová, R.; Trávníček, Z.; Zukal, Arnošt; Kubů, Martin; Sedláček, J.

    2017-01-01

    Roč. 92, July (2017), s. 213-219 ISSN 0014-3057 R&D Projects: GA ČR(CZ) GA15-09637S Institutional support: RVO:61389013 ; RVO:61388955 Keywords : thiophene * microporous * catalysis Subject RIV: CD - Macromolecular Chemistry; CD - Macromolecular Chemistry (UFCH-W) OBOR OECD: Polymer science; Polymer science (UFCH-W) Impact factor: 3.531, year: 2016

  17. A facile microwave-assisted synthesis of 8,9-cycloalkathieno[3,2-e ...

    Indian Academy of Sciences (India)

    filtration and washed with water and 2-propanol. Drying in vacuum afforded the title compounds. 2.3b Method B: To a solution of ethyl 3-cyano-4,5,6,7- tetrahydrobenzo[b]thiophen-2-ylcarbamate (2). (15·0mmol) in DMF (17·0ml) was added aryl acid hydrazides (3) (15·0 mmol). The resulting mixture was heated at 120°C for ...

  18. C-nucleoside analogues of furanfurin as ligands to A1 adenosine receptors.

    Science.gov (United States)

    Franchetti, P; Cappellacci, L; Marchetti, S; Martini, C; Costa, B; Varani, K; Borea, P A; Grifantini, M

    2000-09-01

    Furanfurin (2-beta-D-ribofuranosylfuran-4-carboxamide) derivatives and analogues were synthesized and their affinity for adenosine receptors was determined. The agonistic behavior of furanfurin against A1 receptors is preserved only when the furan ring is substituted with isosteric pentatomic ring systems such as oxazole, thiazole or thiophene, and the carboxamide group is unsubstituted. Replacement of the hydrogen atoms of the carboxamide group with alkyl, cycloalkyl or arylalkyl groups generates compounds endowed with moderate antagonistic activity.

  19. Design, synthesis, characterization and study of novel conjugated polymers

    Energy Technology Data Exchange (ETDEWEB)

    Chen, Wu [Iowa State Univ., Ames, IA (United States)

    1997-06-24

    After introducing the subject of conjugated polymers, the thesis has three sections each containing a literature survey, results and discussion, conclusions, and experimental methods on the following: synthesis, characterization of electroluminescent polymers containing conjugated aryl, olefinic, thiophene and acetylenic units and their studies for use in light-emitting diodes; synthesis, characterization and study of conjugated polymers containing silole unit in the main chain; and synthesis, characterization and study of silicon-bridged and butadiene-linked polythiophenes.

  20. Electrochromic properties of multicolored novel polymer synthesized via combination of benzotriazole and N-functionalized 2,5-di(2-thienyl)-1H-pyrrole units

    International Nuclear Information System (INIS)

    Rende, Eda; Kilic, Cihan E.; Udum, Yasemin Arslan; Toffoli, Daniele; Toppare, Levent

    2014-01-01

    Synthesis of new conducting polymers is desired since their electrochemical and optical properties enable them to be used as active layers in many device applications. Benzotriazole and N-functionalized 2,5-di(2-thienyl)-1H-pyrrole (SNS Series) containing polymers showed very promising results as electrochromic materials. In order to observe the effect of the combination of these two units, three new monomers; 2-(6-(2,5-bis(5-methylthiophen-2-yl)-1H-pyrrol-1-yl)hexyl)-4,7-di (thiophen-2-yl)-2H benzo[d][1,2,3]triazole (M1), 2-(6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexyl)-4,7-di(thiophen-2-yl) -2H-benzo[d][1,2,3]triazole (M2) and 2-(6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexyl)-4,7-bis (5-methylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole (M3) were synthesized. To better characterize the electronic and spectroscopic properties of the monomers, density functional theory (DFT) and its time-dependent generalization (TD-DFT) were used to calculate their vertical ionization potentials, vertical electron affinity and to simulate and interpret their infrared and UV-vis spectra. The monomers were electrochemically polymerized and the resultant polymers were characterized with cyclic voltammetry and UV-vis-NIR spectroscopy techniques. An electrochromic device was constructed with electrochemical polymer of M2. The device switched between red and blue colors and showed exceptional optical memory