Search results for "thiophene"
showing 10 items of 284 documents
Polythiophene S,S dioxides: an investigation on electrochemical doping
2000
Abstract A new strategy for functionalizing oligothiophenes is the transformation of the thienyl sulphurs into the corresponding S,S dioxides, with the effect of lowering the LUMO energy without significantly affecting the HOMO one. From a quinquethiophene S,S dioxide derivative, a polymer (pQTDO) which can be reversibly n-doped at not very negative potentials still maintaining the property of being p-doped at moderate potential values was electrosynthesized. There is, however, a great difference in the ability to store charge of the polymer’s p- and n-doped forms: a great amount of injected negative charge irreversibly modifies the structure of pQTDO.
Controlling the electronic properties of polythiophene through the insertion of nonaromatic thienyl S,S-dioxide units
1999
A new class of thiophene-based polymers characterized by the presence of one nonaromatic thienyl S,S-dioxide moiety (O) to every two, four, and six aromatic thienyl units (T) was prepared from the newly synthesized precursors TOT, TTOTT, and TTTOTTT, and electrochemically characterized. The polymers displayed remarkably greater electron affinities than that of polythiophene and could be reversibly n-doped at moderate potentials, while still maintaining the property of also being p-doped at moderate potential values. All polymers were characterized by good p-doping/undoping cyclability, while at least four aromatic units to every nonaromatic one were needed to ensure good n-doping/undoping c…
A spectroelectrochemical study of poly(dithienothiophenes)
1997
Abstract The use of n- and p-dopable conjugated polymers as both the working and counter electrodes in an electrochemical device has always attracted chemists and has stimulated the design of new molecules with a low energy gap that can be p- and n-doped efficiently. The present paper reports the spectroelectrochemical study of polymers obtained from several dithienothiophene isomers, molecules with three thiophene rings fused in different positions. Of the six isomers, poly(dithieno[3,4-b:3′,2′-d]thiophene) and poly(dithieno[3,4-b:2′,3′-d] thiophene) were tested against poly(dithieno[3,2-b:2′,3′-d]thiophene) and poly(dithieno[3,4-b:3′,4′-d]thiophene). The differences in their performance, …
In-situ synthesis of thiophene-based multifunctional polymeric networks with tunable conductivity and high photolithographic performance
2017
Abstract Design of novel multifunctional polymeric materials combining electrically conducting properties with patterning capability is a significant challenge in materials science. Herein, we report on the synthesis of multifunctional interpenetrating polymer networks (IPN) by the in-situ oxidative polymerization of thiophene-based monomers with Cu(ClO 4 ) 2 inside a novolac-based photoresist. The resulting IPNs show conductivities up to 20 S/cm depending on the monomer properties. Among them, 3,3‴-Dihexyl-2,2’:5′,2’’:5″,2‴-quaterthiophene (DH4T) is chosen because it has the largest conjugation length and excellent solubility in organic solvents. Moreover, it renders a low percolation thre…
From linear quaterthiophene to sulflower: A comparative theoretical study
2009
Abstract In this paper, we report a theoretical study of four types of thiophene-based oligomers showing the same number of C C double bonds and very different molecular structures. The comparative study has been performed on the basis of B3LYP/6-31G∗∗ calculations. The way the thiophene rings are linked together has a remarkable influence on the molecular and electronic properties. Linear quaterthiophene and heptathienoacene show similar aromatic structures but a loss of π-conjugation is detected for the latter due to the condensation of thiophene rings. A blue shift of the most intense electronic transition is predicted for fused heptathienoacene compared with non-fused quaterthiophene. C…
Synthesis and photophysical properties of hyperbranhced polyfluorenes containing 2,4,6-tris(tiophen-2-yl)-1,3,5-triazine as the core
2011
A series of new hyperbranched polymers containing a 2,4,6-tris(thiophen-2-yl)-1,3,5-triazine core unit and polyfluorene chain arms have been synthesized via Suzuki coupling, and characterized by NMR, IR and GPC. All the polymers exhibit good thermal stability with a high decomposition temperature. By changing the 2,4,6-tris(thiophen-2-yl)-1,3,5-triazine/fluorene ratio the UV-vis absorption and emission spectra can be partially tuned. It has been found that the polymers containing a low ratio of 2,4,6-tris(thiophen-2-yl)-1,3,5-triazine units (P1-P3) have an absorption maximum around 385 nm, localized in the polyfluorene chain, and a shoulder around 425 nm ascribable to a charge transfer stat…
Cytotoxicity of an unprecedented brominated oleanolide and a new furoceramide from the Cameroonian spice, Echinops giganteus
2016
A preliminary study on Echinops giganteus (Asteraceae) showed that the methanolic extract has interesting cytotoxicities against a panel of cancer cell lines. From this extract, a lignan, a flavonoid and a polyacetylenic thiophene identified were three times less cytotoxic than the extract. In the search of the metabolites responsible for the bioactivity, a new harvested E. giganteus was subjected to a phytochemical study using chromatographic methods. In the course of the work, two new compounds: a brominated oleanolide (1) and a tetrahydrofurano-ceramide (2) were obtained along with β-amyrin acetate (3), 2-(penta-1,3-diynyl)-5-(4-hydroxybut-1-ynyl)-thiophene (4), 2-(penta-1,3-diynyl)-5-(3…
Symmetric naphthalenediimidequaterthiophenes for electropolymerized electrochromic thin films
2015
A new symmetric naphthalenediimidequaterthiophene (s-NDI2ODT4) was synthesized and exhibited the capability to electropolymerize alone or with EDOT affording polymers with controlled donor/acceptor monomer ratios. s-NDI2ODT4-EDOT-based copolymers showed low band gaps, wide optical absorption ranges extending to the near IR region, tuned electrical properties, thin-film surface morphology and hydrophilicity as well as high coloration efficiency in electrochromic devices.
New n-dopable thiophene based polymers
1999
Abstract New conjugated polymers containing variable amounts of thienyl and thienyl-S,S-dioxide units have been prepared by chemical or electrochemical polymerization of the appropriate substrates. The presence of the thienyl S,S-dioxide units leads to the decrease of the LUMO energies with respect to those of the ‘all thienyl’ counterparts. Electrochemical and spectro electrochemical data of n-doping of these materials are reported.
Solution-processed bi-layer polythiophene–fullerene organic solar cells
2013
An ionic polymer based on a polythiophene backbone with appended imidazolium moieties was successfully implemented as a donor material in fully solution-processed efficient bi-layer solar cells prepared by the low impact meniscus coating technique. High fill factors and device reproducibility were obtained, even for ultrathin polymer layers, indicating excellent film formation properties and good compatibility with solution processing techniques. The possibility of smooth counter ion exchange, allowing solubility modification and efficiency tuning, enables exploration of new functionalities and other device architectures.