Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): synthesis, optical and electronic properties

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

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26 Citations (Scopus)

Abstract

A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)6107-6114
Number of pages8
JournalPolymer
Volume51
Issue number26
DOIs
Publication statusPublished - 10 Dec 2010

Keywords

  • Pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  • DPP
  • Electropolymerization
  • FIELD-EFFECT TRANSISTORS
  • CONJUGATED POLYMERS
  • MAIN-CHAIN
  • ELECTROCHEMICAL POLYMERIZATION
  • COPOLYMERS
  • UNITS
  • POLYTHIOPHENE
  • DERIVATIVES
  • PIGMENTS
  • CELLS

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