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Issue 45, 2007
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Linear and branched electroactive polymers based on ethylenedioxythiophene–triarylamine conjugates

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Abstract

Triphenylamines with one, two, or three 3,4-ethylenedioxythiophene (EDOT) substituents attached to the para-phenyl carbons have been prepared via metal-catalyzed cross-coupling reactions. The amines with two or three EDOTs (compounds 4 and 3, respectively) can be oxidatively electropolymerized (via intermolecular coupling between two EDOT groups at their respective α-carbon atoms) to afford stable, linear and cross-linked polymers, respectively. The linear polymer (poly-4) exhibits two resolved, reversible oxidation waves corresponding to the oxidation of the amine and EDOT centers. These two oxidation processes occur at the same potential in cross-linked poly-3 giving rise to one broad, reversible oxidation wave. The observation of redox processes associated with the EDOT-based chromophores contrasts the properties of related (non-EDOT-containing) polymers for which the thiophene backbone serves only as a conjugated ‘linker’. These polymers are highly stable to electrochemical oxidation and can be electrochemically cycled hundreds of times with no detectable decomposition; color changes accompany the redox processes, interconverting between reduced (yellow) and oxidized (green–blue) forms.

Graphical abstract: Linear and branched electroactive polymers based on ethylenedioxythiophene–triarylamine conjugates

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Publication details

The article was received on 31 Jul 2007, accepted on 14 Sep 2007 and first published on 24 Sep 2007


Article type: Paper
DOI: 10.1039/B711693D
Citation: J. Mater. Chem., 2007,17, 4768-4771
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    Linear and branched electroactive polymers based on ethylenedioxythiophene–triarylamine conjugates

    M. Chahma, J. B. Gilroy and R. G. Hicks, J. Mater. Chem., 2007, 17, 4768
    DOI: 10.1039/B711693D

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