Issue 13, 2004

The electroactivity of tetrathiafulvalenevs. polythiophene: synthesis and characterisation of a fused thieno–TTF polymer

Abstract

The polymerisation of a fused 2,5-dibromothieno–TTF derivative has been achieved using Ni(COD)2 as the catalyst. Whilst higher molecular weight fractions are sparingly soluble, lower weight samples are soluble in common organic solvents. Cyclic voltammetry shows that the polymer undergoes two reversible oxidation processes at +0.71 and +1.10 V (vs. Ag/AgCl), respectively. The optical and electrochemical band gaps have been deduced by electronic absorption spectroscopy and cyclic voltammetry and are in the range 1.75–1.89 eV. Independent conductivity measurements by impedance spectroscopy and four-probe methods give values of 5 × 10−7 and 7 × 10−6 S cm−1 for the neutral polymer. The highest conductivity for the doped material as a thin film (0.1 S cm−1) was obtained from a drop cast solution of poly(11)/TCNQ (1 ∶ 2 molar ratio). EPR and UV-vis spectroelectrochemical experiments reveal that both oxidation processes are centred on the TTF unit of the polymer. Chronocoulometric experiments show that almost two electrons per repeat unit are released upon oxidation at +1.3 V.

Graphical abstract: The electroactivity of tetrathiafulvalene vs. polythiophene: synthesis and characterisation of a fused thieno–TTF polymer

Supplementary files

Article information

Article type
Paper
Submitted
19 Jan 2004
Accepted
28 Apr 2004
First published
27 May 2004

J. Mater. Chem., 2004,14, 1964-1969

The electroactivity of tetrathiafulvalene vs. polythiophene: synthesis and characterisation of a fused thieno–TTF polymer

P. J. Skabara, R. Berridge, E. J. L. McInnes, D. P. West, S. J. Coles, M. B. Hursthouse and K. Müllen, J. Mater. Chem., 2004, 14, 1964 DOI: 10.1039/B400809J

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