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

Electropolymerization studies on a series of thiophene-substituted 1,3-Dithiole-2-ones: solid-state preparation of a novel TTF-derivatized polythiophene
Electropolymerization studies on a series of thiophene-substituted 1,3-Dithiole-2-ones: solid-state preparation of a novel TTF-derivatized polythiophene
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.
2505-2515
Anjos, Tania
0baf53ee-4b95-46ab-9cbe-cfddcff5b0ef
Charlton, Adam
c7e08fce-e94b-48b9-b229-d4cfcb13bab5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Croft, Anna K.
12be7473-571d-4934-bf35-18af873ab37b
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kalaji, Maher
d038af73-0115-4638-a7c4-a1224b10fe8d
Murphy, Patrick J.
5ab567ae-c42c-44d4-8ae4-8b376cf2e6e6
Roberts-Bleming, Susan J.
9241eb98-8854-40e3-ade6-264dfe8bba0e
Anjos, Tania
0baf53ee-4b95-46ab-9cbe-cfddcff5b0ef
Charlton, Adam
c7e08fce-e94b-48b9-b229-d4cfcb13bab5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Croft, Anna K.
12be7473-571d-4934-bf35-18af873ab37b
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kalaji, Maher
d038af73-0115-4638-a7c4-a1224b10fe8d
Murphy, Patrick J.
5ab567ae-c42c-44d4-8ae4-8b376cf2e6e6
Roberts-Bleming, Susan J.
9241eb98-8854-40e3-ade6-264dfe8bba0e

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.

Record type: Article

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.

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e-pub ahead of print date: 10 March 2009
Published date: 14 April 2009
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 346359
URI: https://eprints.soton.ac.uk/id/eprint/346359
PURE UUID: 29a87ae0-d18f-487c-b052-29a45921f5e7
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 18 Dec 2012 14:40
Last modified: 06 Jun 2018 12:54

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