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Thiophene/cyclopentadiene regular copolymers from electrochemical oxidation of dithienylcyclopentadienes
Author(s) -
Berlin Anna,
Zotti Gianni,
Zecchin Sandro,
Schiavon Gilberto
Publication year - 2002
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/1521-3935(200206)203:9<1228::aid-macp1228>3.0.co;2-t
Subject(s) - polythiophene , cyclopentadiene , cyclic voltammetry , thiophene , polymer chemistry , polymer , conductive polymer , acetonitrile , copolymer , alkyl , chemistry , materials science , electrochemistry , photochemistry , organic chemistry , electrode , catalysis
Anodic coupling to polymer of some dithienylcyclopentadienes has been performed in acetonitrile. The polymers have been characterized by cyclic voltammetry, UV‐vis, MALDI mass and FT‐IR spectroscopies, and in situ conductivity. Nonsubstituted dithienylcyclopentadiene undergoes coupling both at the thiophene α‐position and at the internal cyclopentadiene sites with the production of an insoluble polymer corresponding to a tetrameric formulation. Protection of the cyclopentadiene 5 position with alkyl chains has allowed the production of regularly α‐coupled polymers. The optical gap of poly(dithienylcyclopentadiene) has been evaluated as 2.2 eV, i.e., close to that of polythiophene (2.3 eV).Structure of 4b 1 .