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Selective Adsorption of l-Tartaric Acid on Gemini-Type Self-Assembled Monolayers

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    Selective Adsorption of l-Tartaric Acid on Gemini-Type Self-Assembled Monolayers
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    Physics Department, Blk S12, Faculty of Science, National University of Singapore, 2 Science Drive 3, S(117542), Singapore, and Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan
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    The Journal of Physical Chemistry C

    Cite this: J. Phys. Chem. C 2008, 112, 8, 3049–3053
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    https://doi.org/10.1021/jp076785d
    Published February 6, 2008
    Copyright © 2008 American Chemical Society
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    Abstract

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    Synchrotron photoelectron spectroscopy and X-ray absorption spectroscopy studies of cationic self-assembled monolayers (SAMs) of quaternary ammonium (QA) sulfur derivates prepared on gold substrates were performed to investigate the adsorption mechanism of l-tartaric acid on a gemini-structured didodecyl dithiol (HS-gQA-SH). Using soft X-rays from a synchrotron light source, the carboxylate (deprotonated carboxylic acid) of l-tartaric acid was found to undergo an exchange reaction with the native bromide counterion of HS-gQA-SH-SAM. We also report the first soft XPS spectra of the bromide counterion of the QA. These results indicate the necessary chemical architecture via distance matching for exchange reactions to occur between complex molecules and point the way to more effective molecular recognition systems.

    Copyright © 2008 American Chemical Society

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    †

     National University of Singapore.

    ‡

     Tokyo Institute of Technology.

    *

     Corresponding author. E-mail:  [email protected].

    Supporting Information Available

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    Survey and narrow XPS scans of SAMs at 650 and 500 eV, XAS C K-edge and N K-edge of SAMs, N1s spectra for HS(CH2)11NH3+HCl-, Au4f spectra of G-SAM, and UPS spectra of the SAMs. This information is available free of charge via the Internet at http://pubs.acs.org.

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    Cited By

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    This article is cited by 9 publications.

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    6. Cüneyt Kaya, Aylin Şahbaz, Özgür Arar, Ümran Yüksel, Mithat Yüksel. Removal of tartaric acid by gel and macroporous ion-exchange resins. Desalination and Water Treatment 2015, 55 (2) , 514-521. https://doi.org/10.1080/19443994.2014.919239
    7. Kaoru Tamadaa, Shinobu Yokokawab. Gemini SAMs. 2013, 31-57. https://doi.org/10.1201/b14900-4
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    The Journal of Physical Chemistry C

    Cite this: J. Phys. Chem. C 2008, 112, 8, 3049–3053
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jp076785d
    Published February 6, 2008
    Copyright © 2008 American Chemical Society
    Request reuse permissions

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