Toward the Control of the Creation of Mixed Monolayers on Glassy Carbon Surfaces by Amine Oxidation

Jessica Groppi, Philip N. Bartlett*, Jeremy Dunbar Kilburn

*Corresponding author for this work

    Research output: Contribution to journalArticle

    4 Citations (Scopus)

    Abstract

    A versatile and simple methodology for the creation of mixed monolayers on glassy carbon (GC) surfaces was developed, using an osmium-bipyridyl complex and anthraquinone as model redox probes. The work consisted in the electrochemical grafting on GC of a mixture of mono-protected diamine linkers in varying ratios which, after attachment to the surface, allowed orthogonal deprotection. After optimisation of the deprotection conditions, it was possible to remove one of the protecting groups selectively, couple a suitable osmium complex and cap the residual free amines. The removal of the second protecting group allowed the coupling of anthraquinone. The characterisation of the resulting surfaces by cyclic voltammetry showed the variation of the surface coverage of the two redox centres in relation to the initial ratio of the linking amine in solution.

    Original languageEnglish
    Pages (from-to)1030-1036
    Number of pages7
    JournalChemistry : a European Journal
    Volume22
    Issue number3
    Early online date4 Dec 2015
    DOIs
    Publication statusPublished - 18 Jan 2016

    Keywords

    • amines
    • electrochemistry
    • monolayers
    • osmium
    • solid-phase synthesis
    • SELF-ASSEMBLED MONOLAYERS
    • PHASE SYNTHESIS METHODOLOGIES
    • ELECTROCHEMICAL OXIDATION
    • COVALENT MODIFICATION
    • MOLECULAR RULERS
    • NORBORNYLOGOUS BRIDGES
    • ELECTRON-TRANSFER
    • ORGANIC FILMS
    • REDOX CENTERS
    • GOLD

    Cite this

    Toward the Control of the Creation of Mixed Monolayers on Glassy Carbon Surfaces by Amine Oxidation. / Groppi, Jessica; Bartlett, Philip N.; Kilburn, Jeremy Dunbar.

    In: Chemistry : a European Journal, Vol. 22, No. 3, 18.01.2016, p. 1030-1036.

    Research output: Contribution to journalArticle

    Groppi, Jessica ; Bartlett, Philip N. ; Kilburn, Jeremy Dunbar. / Toward the Control of the Creation of Mixed Monolayers on Glassy Carbon Surfaces by Amine Oxidation. In: Chemistry : a European Journal. 2016 ; Vol. 22, No. 3. pp. 1030-1036.
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    abstract = "A versatile and simple methodology for the creation of mixed monolayers on glassy carbon (GC) surfaces was developed, using an osmium-bipyridyl complex and anthraquinone as model redox probes. The work consisted in the electrochemical grafting on GC of a mixture of mono-protected diamine linkers in varying ratios which, after attachment to the surface, allowed orthogonal deprotection. After optimisation of the deprotection conditions, it was possible to remove one of the protecting groups selectively, couple a suitable osmium complex and cap the residual free amines. The removal of the second protecting group allowed the coupling of anthraquinone. The characterisation of the resulting surfaces by cyclic voltammetry showed the variation of the surface coverage of the two redox centres in relation to the initial ratio of the linking amine in solution.",
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    KW - ORGANIC FILMS

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