Donor-acceptor conjugated polymers based on p- and o-benzodifuranone and thiophene derivatives: electrochemical preparation and optical and electronic properties

Kai Zhang, Bernd Tieke, John C. Forgie, Filipe Vilela, Peter J. Skabara

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

A series of pi-conjugated polymers consisting of bis-EDOT or bis-EDTT units and p- or o-diphenylbenzodifuranones have been prepared electrochemically. The monomers and polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. The monomers were synthesized from 3,4-ethylenedioxythien-2-yl or 3,4-ethylenedithiathien-2-yl trimethylstannane and 3,7-bis(4-bromophenyl)benzo[1,2-b:4,5-b']difuran-2,6-dione or 3,6-bis(4-bromophenyl)benzo[1,2-b:6,5-b']difuran-2,7-dione using Stile coupling. The polymers exhibit broad absorption bands, and strong donor-acceptor characteristics with very small band gaps (in a range from 0.40 to 1.20 eV). Electrochemically grown polymer thin films exhibit reversible behavior under oxidative and reductive conditions. Under reduction, the polymer films show color changes from dark to almost transparent.

Original languageEnglish
Pages (from-to)743-750
Number of pages8
JournalMacromolecules
Volume45
Issue number2
DOIs
Publication statusPublished - 24 Jan 2012

Keywords

  • monomers
  • conjugated polymers
  • o-benzodifuranone
  • thiophene derivatives

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