Covalent Modification of Glassy Carbon Surfaces by Using Electrochemical and Solid-Phase Synthetic Methodologies: Application to Bi- and Trifunctionalisation with Different Redox Centres

Jean-Mathieu Chretien, Mohamed A. Ghanem, Philip N. Bartlett, Jeremy Dunbar Kilburn

    Research output: Contribution to journalArticle

    17 Citations (Scopus)

    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.

    Original languageEnglish
    Pages (from-to)11928-11936
    Number of pages9
    JournalChemistry : a European Journal
    Volume15
    Issue number44
    Early online date25 Sep 2009
    DOIs
    Publication statusPublished - 9 Nov 2009

    Keywords

    • electrochemistry
    • glassy carbon
    • solid-phase synthesis
    • surface chemistry
    • ARYL DIAZONIUM SALTS
    • SELF-ASSEMBLED MONOLAYERS
    • ELECTRODE SURFACE
    • GOLD ELECTRODES
    • OSMIUM COMPLEX
    • METAL-SURFACES
    • REDUCTION
    • FUNCTIONALIZATION
    • IMMOBILIZATION
    • ATTACHMENT

    Cite this

    Covalent Modification of Glassy Carbon Surfaces by Using Electrochemical and Solid-Phase Synthetic Methodologies : Application to Bi- and Trifunctionalisation with Different Redox Centres. / Chretien, Jean-Mathieu; Ghanem, Mohamed A.; Bartlett, Philip N.; Kilburn, Jeremy Dunbar.

    In: Chemistry : a European Journal, Vol. 15, No. 44, 09.11.2009, p. 11928-11936.

    Research output: Contribution to journalArticle

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    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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    AU - Bartlett, Philip N.

    AU - Kilburn, Jeremy Dunbar

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    AB - 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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