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Covalent modification of glassy carbon surfaces by using electrochemical and solid-phase synthetic methodologies: application to bi- and trifunctionalisation with different redox centres

Covalent modification of glassy carbon surfaces by using electrochemical and solid-phase synthetic methodologies: application to bi- and trifunctionalisation with different redox centres
Covalent modification of glassy carbon surfaces by using electrochemical and solid-phase synthetic methodologies: application to bi- and trifunctionalisation with different redox centres
Glassy carbon electrodes functionalised with two redox centres have been prepared by using electrochemical and solid-phase synthetic methodologies. Initially the individual coupling of anthraquinone, nitrobenzene and dihydroxybenzene to a glassy carbon electrode bearing an ethylenediamine linker was optimised by using different coupling agents and conditions. Bifunctionalisation was then carried out, either simultaneously, with a mixture of nitrobenzene and dihydroxybenzene, or sequentially, with anthraquinone then nitrobenzene and with anthraquinone then dihydroxybenzene. Characterisation of these electrodes by cyclic voltammetry and differential pulse voltammetry clearly proved the attachment of the pairs of redox centres to the glassy carbon electrode. Their partial surface coverages can be controlled by varying the coupling agent or by controlling the substrate concentration during the solid-phase coupling process. Trifunctionalisation was also realised according to this methodology.
electrochemistry, glassy carbon, solid-phase synthesis, surface chemistry
0947-6539
11928-11936
Chrétien, Jean-Mathieu
ae3cb8ea-7cf0-4ce1-a1d0-1a6fdfe7e311
Ghanem, Mohamed A.
cef6c814-2709-4a2f-a052-06d28d0ba04c
Bartlett, Philip N.
d99446db-a59d-4f89-96eb-f64b5d8bb075
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a
Chrétien, Jean-Mathieu
ae3cb8ea-7cf0-4ce1-a1d0-1a6fdfe7e311
Ghanem, Mohamed A.
cef6c814-2709-4a2f-a052-06d28d0ba04c
Bartlett, Philip N.
d99446db-a59d-4f89-96eb-f64b5d8bb075
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a

Chrétien, Jean-Mathieu, Ghanem, Mohamed A., Bartlett, Philip N. and Kilburn, Jeremy D. (2009) Covalent modification of glassy carbon surfaces by using electrochemical and solid-phase synthetic methodologies: application to bi- and trifunctionalisation with different redox centres. Chemistry - A European Journal, 15 (44), 11928-11936. (doi:10.1002/chem.200901135).

Record type: Article

Abstract

Glassy carbon electrodes functionalised with two redox centres have been prepared by using electrochemical and solid-phase synthetic methodologies. Initially the individual coupling of anthraquinone, nitrobenzene and dihydroxybenzene to a glassy carbon electrode bearing an ethylenediamine linker was optimised by using different coupling agents and conditions. Bifunctionalisation was then carried out, either simultaneously, with a mixture of nitrobenzene and dihydroxybenzene, or sequentially, with anthraquinone then nitrobenzene and with anthraquinone then dihydroxybenzene. Characterisation of these electrodes by cyclic voltammetry and differential pulse voltammetry clearly proved the attachment of the pairs of redox centres to the glassy carbon electrode. Their partial surface coverages can be controlled by varying the coupling agent or by controlling the substrate concentration during the solid-phase coupling process. Trifunctionalisation was also realised according to this methodology.

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More information

Published date: 9 November 2009
Keywords: electrochemistry, glassy carbon, solid-phase synthesis, surface chemistry

Identifiers

Local EPrints ID: 144997
URI: http://eprints.soton.ac.uk/id/eprint/144997
ISSN: 0947-6539
PURE UUID: a4b031ef-9d48-420a-807d-38c3d1020d89
ORCID for Philip N. Bartlett: ORCID iD orcid.org/0000-0002-7300-6900

Catalogue record

Date deposited: 15 Apr 2010 14:11
Last modified: 03 Dec 2019 02:04

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Contributors

Author: Jean-Mathieu Chrétien
Author: Mohamed A. Ghanem
Author: Jeremy D. Kilburn

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