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The Introduction of Pyrrolotetrathiafulvalene into Conjugated Architectures: Synthesis and Electronic Properties
Author(s) -
Kanibolotsky Alexander L.,
Forgie John C.,
Gordeyev Sergey,
Vilela Filipe,
Skabara Peter J.,
Lohr Jan E.,
Petersen Bo M.,
Jeppesen Jan O.
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200800154
Subject(s) - conjugated system , polarizability , steric effects , cyclic voltammetry , redox , polymer , absorption spectroscopy , copolymer , materials science , polymer chemistry , chemistry , photochemistry , organic chemistry , molecule , electrochemistry , electrode , physics , quantum mechanics
A series of new conjugated copolymers incorporating the redox‐active pyrrolo‐TTF unit has been synthesised. The properties of the polymers have been investigated by cyclic voltammetry and electronic absorption spectroscopy, revealing that the pyrrolo‐TTF behaves very differently to its thieno‐TTF variant. In comparison to thieno analogues, the band gaps of the new polymers are wider than expected due to a decrease in the polarizability of the heteratom (nitrogen vs. sulfur) and steric interactions between repeat units. Whilst the pyrrolo‐TTF units are stronger electron donors than thieno‐TTFs in related structures, the two redox active elements of the new polymers (TTF and conjugated chain) function independently under oxidative conditions.