Effects of Alkyl Chain as a Spacer on Electrochemical Reaction and SEIRA Spectra for Self-assembled Monolayers Having Anthraquinone Redox Center

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  • NISHIYAMA Katsuhiko
    Department of Applied Chemistry & Biochemistry, Kumamoto University
  • KUBO Atsushi
    Department of Applied Chemistry & Biochemistry, Kumamoto University
  • TANIGUCHI Isao
    Department of Applied Chemistry & Biochemistry, Kumamoto University
  • YAMADA Mami
    Department of Chemistry, School of Science, The University of Tokyo
  • NISHIHARA Hiroshi
    Department of Chemistry, School of Science, The University of Tokyo

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<p>Self-assembled monolayers (SAMs) of 1-mercaptoanthraquinone (AQSC0), bis(3-(1-anthraquinonylthio)propyl)disulfide (AQSC3), and bis(6-(1-anthraquinonylthio)hexyl) disulfide (AQSC6), on a gold electrode were investigated by cyclic voltammetry and surface enhanced infrared absorption spectroscopy (SEIRAS). A redox wave was observed for all the anthraquinone (AQ) derivatives studied and the redox potential shifted ca. -60 mV pH−1 in the pH region from 1 to 7. The peak separation of the voltammograms depended on the spacer length of the AQ derivatives, and the heterogeneous electron transfer rates of AQSC0, AQSC3, and AQSC6 at pH 1 were 7.5, 2.3×10−1, and 3.1×10−3 s−1, respectively. For the SEIRA spectra of AQSC0 and AQSC3, the C = 0 stretching and C - C stretching bands of the AQ ring are clearly observed, suggesting that the AQ ring plane is perpendicular or tilted to the electrode surface. The SEIRA signal of the AQ derivatives decreased with an increase in the alkyl chain length, indicating that the AQSC3 and AQSC6 molecules are adsorbed on the electrode not by the sulfide S atoms but by the thiolate S atoms.</p>

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  • Electrochemistry

    Electrochemistry 69 (12), 980-983, 2001-12-05

    公益社団法人　電気化学会

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