Polythiophene Derivatives (polythiophene + derivative)

Distribution by Scientific Domains


Selected Abstracts


Sensing of Alkylating Agents Using Organic Field-Effect Transistors

ADVANCED FUNCTIONAL MATERIALS, Issue 1 2010
Yair Gannot
Abstract Alkylating agents are simple and reactive molecules that are commonly used in many and diverse fields, such as organic synthesis, medicine, and agriculture. Some highly reactive alkylating species are also being used as blister chemical warfare agents. The detection and identification of alkylating agent is not a trivial issue because of their high reactivity and simple structure. Here, a novel polythiophene derivative that is capable of reacting with alkylating agents is reported, along with its application in direct electrical sensing of alkylators using an organic field-effect transistor, OFET, device. Upon reacting with alkylators, the OFET containing the new polythiophene analogue as its channel becomes conductive, and the gate effect is lost; this is in marked contrast to the response of the OFET to "innocent" vapors, such as alcohols and acetone. By following the drain,source current under gate bias, one can easily follow the processes of absorption of the analyte to the polythiophene channel and their subsequent reaction. [source]


Synthesis and characterization of copolymers of alkyl- and azo-thiophenes: Chromic properties and photoinduced birefringence

JOURNAL OF APPLIED POLYMER SCIENCE, Issue 2 2009
Vanessa C. Gonçalves
Abstract Polyazothiophene is a type of polythiophene derivative that combines the electrical and luminescent properties of polythiophenes with the photoisomerization property of azopolymers. Extensive efforts have been made to improve the properties of polyazothiophenes, such as solubility, optical, and chromic properties. We report the preparation of copolymers of an alkylthiophene (3-octylthiophene, 3-OT) and an azothiophene (2-[N -ethyl- N -[4-[(4-(4-nitrophenyl)azo]phenyl]amino]ethyl 3-thienylacetate, 3-AzoT) in different ratios as an alternative route to improve these properties. The azosubstituted monomer contents in these copolymers were 6, 9, 12, and 51% (in mol), as evaluated by elemental analysis. Their chemical structures were confirmed by FTIR and 1H-NMR. HPSEC and thermal analysis were used to characterize the polymers. The presence of thermochromic and solvatochromic properties was demonstrated by UV-Vis spectroscopy. Optically induced birefringence was detected only in polymers with 12 and 51 mol % of azo-units. The introduction of different ratios of the azothiophene in the copolymer alters the polymer solubility and emissive properties. The results indicate that the polyazothiophene copolymers presented are promising active layers for optical devices and sensors. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009 [source]


Analyte-Induced Aggregation of a Water-Soluble Conjugated Polymer for Fluorescent Assay of Oxalic Acid

MACROMOLECULAR RAPID COMMUNICATIONS, Issue 18-19 2007
Huan Sun
Abstract An assay method has been developed to detect oxalic acid from other structurally similar dicarboxylic acids using a cationic polythiophene derivative (PFT). Upon adding oxalic acid, the PFT can be cross-linked through the bifunctional diacids of oxalic acid to form tense interpolymer , -stacking aggregation, which results in the fluorescence self-quenching of the PFT. Upon adding other dicarboxylic acids with a longer tether, loose interpolymer , -stacking aggregation forms and the PFT fluorescence is less quenched. The fluorescence analysis was carried out in solution for the aggregates prior to precipitation. As a result of the short tether of oxalic acid, the unique fluorescent response from the PFT/oxalic acid assembly can be used to detect oxalic acid. [source]


Detection of volatile organic compounds using a polythiophene derivative

PHYSICA STATUS SOLIDI (A) APPLICATIONS AND MATERIALS SCIENCE, Issue 7 2010
V. C. Gonçalves
Abstract Conjugated polymers have been subject of great interest in the recent literature from both fundamental point of view and applied science perspective. Among the several types of conjugated polymers used in recent investigations, polythiophene and its derivatives have attracted considerable attention over the past 20,years due to their high mobility and other remarkable solid-state properties. They have potential applications in many fields, such as microelectronic devices, catalysts, organic field-effect transistors, chemical sensors, and biosensors. They have been studied as gas and volatile organic compounds (VOCs) sensors using different principles or transduction techniques, such as optical absorption, conductivity, and capacitance measurements. In this work, we report on the fabrication of gas sensors based on a conducting polymer on an interdigitated gold electrode. We use as active layer of the sensor a polythiophene derivative: poly (3-hexylthiophene) (P3HT) and analyzed its conductivity as response for exposure to dynamic flow of saturated vapors of six VOCs [n -hexane, toluene, chloroform, dichloromethane, methanol, and tetrahydrofuran (THF)]. Different responses were obtained upon exposure to all VOCs, THF gave the higher response while methanol the lower response. The influence of moisture on the measurements was also evaluated. [source]


Synthesis of silicon-bridged polythiophene derivatives and their applications to EL device materials

JOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 20 2007
Joji Ohshita
Abstract Palladium-catalyzed oxidative homo-coupling of 2,6-bis(tributylstannyl)dithienosiloles with CuCl2 afforded poly(dithienosilole-2,6-diyl)s as novel polythiophene derivatives with intra-chain silicon bridges, which exhibited red-shifted UV absorption maxima by about 100 nm from those of the corresponding silole-free polythiophenes. Alternate copolymers also were prepared by palladium-catalyzed cross-coupling reactions of 2,6-dibromodithienosiloles with distannylthiophene or bithophene. These polymer films were applied to single and double-layered organic electroluminescence devices. It was found that some of the resulting polymers exhibited electroluminescence properties and emitted red light in EL devices with the structure of ITO/polymer/Mg-Ag. Introducing an electron-transporting Alq3 layer between the polymer film and the Mg-Ag cathode led to a remarkable improvement in the devices performance. An application of the copolymer to a field effect transistor was also studied. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 4588,4596, 2007 [source]


Effect of side-chain end groups on the optical, electrochemical, and photovoltaic properties of side-chain conjugated polythiophenes

JOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 16 2006
Erjun Zhou
Abstract Three new side-chain conjugated polythiophene derivatives, poly{3-[2-(3-methoxy-4-octyloxy-phenyl)-vinyl]-thiophene} (P3MOPVT), poly{3-[2-(3,5-dimethoxy-4-octyloxy-phenyl)-vinyl]-thiophene} (P3DMOPVT), and poly{3-[2-(3,4-dioctyloxy-phenyl)-vinyl]-thiophene} (P3DOPVT), were synthesized by Wittig-Hornor reaction and GRIM method and compared with poly{3-[2-(4-octyloxy-phenyl)-vinyl]-thiophene} (P3OPVT) for investigating the effect of the end groups of the conjugated side-chain on the properties of the polymers. Owing to the electron-donating ability of methoxy groups, the visible absorption peaks of P3MOPVT and P3DMOPVT solutions and films become stronger and red-shifted compared with P3OPVT. The electrochemical bandgaps of the four polymers are 2.15 eV for P3OPVT, 1.99 eV for P3MOPVT, 1.85 eV for P3DMOPVT, and 2.36 eV for P3DOPVT, respectively, which indicate that the electron-donating ability of the methoxy end group on the conjugated side chain of P3MOPVT and P3DMOPVT and the large steric hindrance of the two octyloxy end groups on the conjugated side chain of P3DOPVT have obvious influence on the electrochemical properties of the side-chain conjugated polythiophenes. Polymer solar cells were fabricated with a structure of ITO/PEDOT:PSS/Polymer:PCBM/LiF/Al. The best device, based on P3DMOPVT, shows a power conversion efficiency of 1.63% under the illumination of AM1.5, 80 mW/cm2. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 4916,4922, 2006 [source]


Linking Polythiophene Chains Through Conjugated Bridges: A Way to Improve Charge Transport in Polymer Solar Cells

MACROMOLECULAR RAPID COMMUNICATIONS, Issue 10 2006
Erjun Zhou
Abstract Summary: A series of cross-linked polythiophene derivatives (P1,4) are synthesized by adding different ratio (0, 2, 5, and 10%) of conjugated cross-linker via a Stille coupling reaction. From P1,4, with the increase of the content of the conjugated bridges, the UV-visible absorption peaks of the polymers were shifted towards blue and their electrochemical bandgap increased. The hole mobilities of P1,4 as determined from the SCLC model are 5.23,×,10,6, 1.28,×,10,4, 7.01,×,10,3, and 2.34,×,10,5 cm2,·,V,1,·,s,1, respectively. The PCEs of the polymer solar cells based on P1,4 are 0.37, 1.05, 1.26, and 0.78%, respectively. The improvement of PCE of the devices based on P2,4 compared with that of P1 may be due to the increase of hole mobility. Molecular structure of the polythiophene derivatives (P1,4). [source]


Photoluminescent behavior of poly(3-hexylthiophene) derivatives with a high azobenzene content in the side chains

POLYMERS FOR ADVANCED TECHNOLOGIES, Issue 5 2005
Xiongyan Zhao
Abstract A series of polythiophene derivatives with substantially higher azobenzene contents in the side chains were prepared via copolymerization of 3-hexylthiophene with four different types of 4-((4-(phenyl)azo)phenoxy)alkyl-3-thienylacetate. The alkyl spacers with different lengths, i.e. butyl, hexyl, octyl and undecyl groups were used between the azobenzene group and the thiophene ring. The compositions, structures and thermal properties of these polythiophene derivatives were characterized. The structural dependence of photoluminescent emission, photochromic behavior of these copolymers were systematically studied and compared with poly(3-hexylthiophene). The results show that the azobenzene substitution renders the polythiophene some interesting optical properties that can be modulated by UV light irradiation. In the azobenzene modified polythiophene, the intensity of photoluminescent emission associated with the conjugated polythiophene main chain was found to decrease significantly upon UV irradiation. The finding suggests that the photo-induced trans - cis isomerization of the azobenzene pendant groups has a significant effect on photoluminescent emission, particularly when short spacers are used between azobenzene groups and the main chain. However, the effect becomes less prominent when longer spacers are used between the azobenzene group and the main chain. Furthermore, UV irradiation of the copolymers also resulted in an increase in intensity and broadening of bandwidth for the absorption peak associated with the polythiophene backbones. Again the magnitude of intensity changes upon UV irradiation were found to be dependent on the spacer length between the azobenzene group and polythiophene main chain. Copyright © 2005 John Wiley & Sons, Ltd. [source]