Polyalxykothiophenes soluble electrically conducting polymers

Feldhues, Michael; Kämpf, G.; Litterer, H.; Mecklenburg, Thomas; Wegener, P

doi:10.1016/0379-6779(89)90563-8

Cited by 83 publications

(25 citation statements)

References 7 publications

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“…In fact, poly-tert-butoxyCOT displayed the smallest separation between EO'ox and EO'rd of all the poly-RCOT materials studied in this work. An analogous lowering of the band gap has been observed for polythiophenes after substitution with alkoxy groups, 56 ' 57 although the origin of this effect is not well understood.…”

Section: Methodsmentioning

confidence: 84%

Voltammetric characterization of soluble polyacetylene derivatives obtained from the ring-opening metathesis polymerization (ROMP) of substituted cyclooctatetraenes

et al. 1993

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Section: Methodsmentioning

confidence: 84%

Voltammetric characterization of soluble polyacetylene derivatives obtained from the ring-opening metathesis polymerization (ROMP) of substituted cyclooctatetraenes

et al. 1993

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“…To date, a wide range of substituted polythiophenes has been explored with a view of optimizing electrical conductivities while at the same time enhancing processibility. However, most studies have focused on polymers derived from alkyl and alkoxy-substituted thiophene at the 3-or 3,4-positions (Hotta et al, 1988;Feldhues et al, 1989;Leclerc et al, 1991, Ferraris etal., 1992and Osawa etal., 1992). More recently, poly(3,3'-dihalogeno-2,2'-bithiophenes) have been synthesized (Chan et al, 1992).…”

Section: Introductionmentioning

confidence: 99%

Crystal structures of 3,5,5?-trichloro-2,2?-bithiophene and 3,3?,5,5?-tetrachloro-2,2?-bithiophene

Mok

Novak

et al. 1993

Journal of Crystallographic and Spectroscopic Research

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The crystal structures of 3,5,5'-tfichloro-2,2'-bithiophene (I) and 3,3',5,5'-tetrachloro-2,2'-bithiophene (II) have been determined by single crystal X-ray diffraction techniques. Both I and II crystallize in the monoclinic crystal system. ForI, a = 3.895(2), b = 11.928(2), c = 10.701(2),~, /3 = 97.70(1) ~ space group P21, Z = 2 and for II, a = 8.942(2), b = 3.900(2), c = 15.180(2),~, /3 ---92.30(1) ~ space group P2Jn, Z = 2. The structures have been solved by direct methods and all nonhydrogen atoms refined with anisotropic thermal parameters. For I the final residual is 0.035 (all 1185 independent reflections, MoKa radiation) and for II, 0.034 (all 1209 independent reflections, MoKc~ radiation). Both I and II have the anti conformation but I has a torsion angle of 3.4(5) ~ between the two thiophene rings while II is completely planar.

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“…14-17 Short pendant groups have also been introduced into synthesized heteroaromatic monomers in order to produce both solution-and melt-processable polythiophenes. [18][19][20][21][22] Of short pendant incorporated thiophene monomers, 3-(2-hydroxyethyl)thiophene (3HET) has particularly gained great attention because of its commercial availability and potential to produce soluble polythiophene derivative which can be used as a reactive polymer intermediate. 21,22 For these potential advantages, Andreani et al 21 and Della Casa et al 22 have attempted to synthesize poly(3-(2-hydroxyethyl)thiophene) (P3HET) by oxidative homopolymerization of the monomer in nitro-methane using ferric chloride.…”

Section: Introductionmentioning

confidence: 99%

Functional polythiophene bearing hydroxyethyl groups and their derivatives

Kim

Baek

et al. 2006

Macromol. Res.

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Poly(3-(2-hydroxyethyl)thiophene) (P3HET) was synthesized using oxidative coupling polymerization that involved the protecting and deprotecting of hydroxyl groups but not the chlorine substitution or oxidative decomposition of the hydroxyl groups. The resulting P3HET exhibited good solubility in aprotic solvents, in contrast to the insoluble polymer product synthesized directly from the monomer, 3-(2-hydroxyethyl)thiophene (3HET). P3HET had low conductivity due to the strong hydrogen bonding of its hydroxyl groups. The ester-functionalized poly(3-(2-acetoxyethyl)thiophene) and poly(3-(4-pentylbenzoateethyl)thiophene) were also prepared with reasonably high molecular weights in order to examine how this functionalization modified the physical and chemical properties of P3HET. These polymers exhibited better solubility in common solvents and higher conductivity than P3HET. All these polymers exhibited bathochromic shifts of their film state absorption maxima with respect to those found in the UV-visible spectra of their solution phases. The extent of the bathochromic shift was found to vary with the lengths of the side chains of the ester-functionalized polymers.

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Polyalxykothiophenes soluble electrically conducting polymers

Cited by 83 publications

References 7 publications

Voltammetric characterization of soluble polyacetylene derivatives obtained from the ring-opening metathesis polymerization (ROMP) of substituted cyclooctatetraenes

Voltammetric characterization of soluble polyacetylene derivatives obtained from the ring-opening metathesis polymerization (ROMP) of substituted cyclooctatetraenes

Crystal structures of 3,5,5?-trichloro-2,2?-bithiophene and 3,3?,5,5?-tetrachloro-2,2?-bithiophene

Functional polythiophene bearing hydroxyethyl groups and their derivatives

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