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

The electroactivity of tetrathiafulvalene vs. polythiophene: synthesis and characterisation of a fused thieno-TTF polymer
The electroactivity of tetrathiafulvalene vs. polythiophene: synthesis and characterisation of a fused thieno-TTF polymer
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 x 10(-7) and 7 x 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.
pi-conjugated polymers, donors, unit, poly(thiophenes), electrosynthesis, complexes, design, spacer, salts
1964-1969
Skabara, Peter J.
7138e414-7d50-41c7-933e-0bccad2fa4cd
Berridge, Rory
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McInnes, Eric J.L.
bba4b839-d79c-4561-b6e7-c002cc251ff4
West, David P.
8671f8f2-6a68-44cf-9641-267e21d7833b
Coles, Simon J.
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Hursthouse, Michael B.
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Müllen, Klaus
0c18c6b8-7d1b-41a0-b5c7-1dcab6df3269
Skabara, Peter J.
7138e414-7d50-41c7-933e-0bccad2fa4cd
Berridge, Rory
6aa42596-b293-4914-a1eb-2a974e7f2ed4
McInnes, Eric J.L.
bba4b839-d79c-4561-b6e7-c002cc251ff4
West, David P.
8671f8f2-6a68-44cf-9641-267e21d7833b
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Müllen, Klaus
0c18c6b8-7d1b-41a0-b5c7-1dcab6df3269

Skabara, Peter J., Berridge, Rory, McInnes, Eric J.L., West, David P., Coles, Simon J., Hursthouse, Michael B. and Müllen, Klaus (2004) The electroactivity of tetrathiafulvalene vs. polythiophene: synthesis and characterisation of a fused thieno-TTF polymer. Journal of Materials Chemistry, 14 (13), 1964-1969. (doi:10.1039/b400809j).

Record type: Article

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 x 10(-7) and 7 x 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.

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More information

Published date: 2004
Keywords: pi-conjugated polymers, donors, unit, poly(thiophenes), electrosynthesis, complexes, design, spacer, salts

Identifiers

Local EPrints ID: 20320
URI: http://eprints.soton.ac.uk/id/eprint/20320
PURE UUID: 2954a6a4-0c8a-49c3-9757-31cc1a04729b
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 17 Feb 2006
Last modified: 16 Mar 2024 03:05

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Contributors

Author: Peter J. Skabara
Author: Rory Berridge
Author: Eric J.L. McInnes
Author: David P. West
Author: Simon J. Coles ORCID iD
Author: Klaus Müllen

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