Conformational changes in regioregular polythiophenes due to thermal crosslinking

Kenneth A. Murray, Andrew B. Holmes, Stephen C. Moratti, Gary Rumbles

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Regioregular polythiophene copolymers 10a-d containing hexyl and 11- hydroxyundecyl side chains have been synthesised, by nickel-catalysed cross- coupling of well-defined Grignard intermediates. The hydroxy groups were protected during the polymerisation as tetrahydropyranyl ethers, and subsequently transformed into azide groups. These azide-functionalised copolymers 11a-d were heated under vacuum, leading to azide decomposition, nitrene formation and crosslinking. The resultant polymer films showed decreased solubility (or insolubility) and a shift in the absorption spectrum to shorter wavelengths dependent on the azide content of the polymer. This colour change is rationalised in terms of the conformational change in the polythiophene backbone, associated with thermochromism, which has been partially fixed by the crosslinking at high temperature. This is supported by the modified thermochromism and photoluminescence behaviour of the crosslinked polymer films.

Original languageEnglish
Pages (from-to)2109-2115
Number of pages7
JournalJournal of Materials Chemistry
Volume9
Issue number9
DOIs
Publication statusPublished - 1999

Fingerprint

Azides
crosslinking
Crosslinking
Polymer films
copolymers
polymers
Polymers
Copolymers
Solubility
cross coupling
Ethers
Absorption spectra
ethers
Photoluminescence
solubility
polymerization
Nickel
Polymerization
nickel
Vacuum

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Materials Science(all)
  • Materials Chemistry

Cite this

Conformational changes in regioregular polythiophenes due to thermal crosslinking. / Murray, Kenneth A.; Holmes, Andrew B.; Moratti, Stephen C.; Rumbles, Gary.

In: Journal of Materials Chemistry, Vol. 9, No. 9, 1999, p. 2109-2115.

Research output: Contribution to journalArticle

Murray, Kenneth A. ; Holmes, Andrew B. ; Moratti, Stephen C. ; Rumbles, Gary. / Conformational changes in regioregular polythiophenes due to thermal crosslinking. In: Journal of Materials Chemistry. 1999 ; Vol. 9, No. 9. pp. 2109-2115.
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