Electropolymerization studies on a series of thiophene-substituted 1,3-Dithiole-2-ones: solid-state preparation of a novel TTF-derivatized polythiophene

Anjos, Tania, Charlton, Adam, Coles, Simon J., Croft, Anna K., Hursthouse, Michael B., Kalaji, Maher, Murphy, Patrick J. and Roberts-Bleming, Susan J. (2009) Electropolymerization studies on a series of thiophene-substituted 1,3-Dithiole-2-ones: solid-state preparation of a novel TTF-derivatized polythiophene. Macromolecules, 42 (7), 2505-2515. (doi:10.1021/ma802181b).

Abstract

The synthesis, electrochemical and spectroscopic properties of a series of thiophene-substituted 1,3-dithiole-2-ones is described. The derivatives Th-3,3, Th-2,2, Th-2,3, Th-3,3(2,2'-Me), and Th3,3-(2,5,2',5'-Me), have been Successfully polymerized by cyclic voltammetry. From the UV-visible spectra of the neutral films, it was determined that PTh-3,3, PTh-2,2 and PTh-2,3 have a bandgap of 2.04, 2.30, and 2.18 eV, respectively. The voltammetric response of Th-3,3(2,2'-Me) was noticeably different from the other polymers. The SNIFTIRS data suggested that Th-3,3(2,2'-Me) was formed by bonding via the P-positions of the thiophene ring, resulting in a poorly conductive polymer. The in situ solid-state modification of PTh-3,3 to produce a new TTF-derivatized polythiophene was carried out. The cyclic voltammetry of the modified polymer confirmed the inclusion of TTF into the backbone of the film.

This record has no associated files available for download.

Contributors

Author: Simon J. Coles

Download statistics