Chemical and electrochemical polymerisation of diacetylenes containing thienyl moiety as the side group
TL;DR: In this article, two symmetrical diacetylene monomers containing thienyl moiety as the side groups, namely 1,4-bis(2'-thienyl)butadiyne and 1, 4-bis (3'-thiamyl) butadiynes, are reported which have been successfully polymerised electrochemically.
Abstract: Two symmetrical diacetylene monomers containing thienyl moiety as the side groups, namely 1,4-bis(2'-thienyl)butadiyne and 1,4-bis(3'-thienyl)butadiyne, are reported which have been successfully polymerised electrochemically. They have also been polymerised chemically in solution using Lewis acid as initiator. The resulting polymers have been characterised by elemental analysis, infrared spectra, absorption spectra and by solid state NMR spectra. The polymers were found to have conjugated π-electron structure and both of them show high environmental stability. The properties of the polymers have been compared with that of poly(3-methylthiophene) which is a conventional and much studied conjugated polymer. The electrical conductivity of the polymers has also been investigated.
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TL;DR: In this paper, photo-induced radical homopolymerization of MIThi and its copolymerization with styrene were performed at room temperature to give linear polymers containing pendant thienyl moieties using ω,ω-dimethoxy-ω-phenylacetophenone as an initiator.
Abstract: Two types of novel functionalized N-[4-(4′-hydroxyphenyloxycarbonyl)phenyl]maleimide and N-(4-{[2-(3-thienyl)acetyl]oxyphenyl}oxycarbonylphenyl)maleimide (MIThi) were synthesized starting from 4-maleimido benzoic acid. Photoinduced radical homopolymerization of MIThi and its copolymerization with styrene were performed at room temperature to give linear polymers containing pendant thienyl moieties using ω,ω-dimethoxy-ω-phenylacetophenone as an initiator. Copolymers' compositions and the equilibrium constant (K) for electron donor–acceptor complex formation suggest an alternating nature of the copolymerization. The monomer reactivity ratios and Alfrey–Price Q,e values were also determined. The thermal behavior of the new synthesized monomers and polymers was investigated by differential scanning calorimetry and thermogravimetric analysis. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 995–1004, 2002
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TL;DR: In this article, the same authors showed that conduction proceeds without the help of the links via a direct redox hopping between sexithiophene blocks of adjacent polymer chains, and that the polymers obtained are characterized by cyclic voltammetry, EQCM, UV−vis, and FTIR spectroscopy, in situ ESR and in situ conductivity.
Abstract: Electrochemical oxidation of bis-terthienyl-B (B = ethane, disulfide, diacetylene, acetylene, ethylene) has been investigated. Monomers without and with 3,3′′-dialkylsubstitution are regularly coupled to polymers alternating sexithiophene and B moieties. The corresponding terthienyl homopolymers have also been produced for comparison. The polymers obtained are characterized by cyclic voltammetry, EQCM, UV−vis, and FTIR spectroscopy, in situ ESR and in situ conductivity. The conductivities of p-doped polymers with ethane or disulfide bridges fall in a narrow range (1−5 × 10−2 S cm−1) and are practically the same as those of α,ω-dimethylsexithiophene (1 × 10−2 S cm−1), suggesting that conduction proceeds without the help of the links via a direct redox hopping between sexithiophene blocks of adjacent polymer chains. In the cases of diacetylene and acetylene, conduction changes from redox to bipolaron-type but only in the case of ethylene the conductivity jumps to high values (1−5 S cm−1) corresponding to th...
12 citations