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Adsorption of Unsaturated Amides on a Graphite Surface: trans-Unsaturated Amides
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    Adsorption of Unsaturated Amides on a Graphite Surface: trans-Unsaturated Amides
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    BP Institute and Department of Chemistry, University of Cambridge, Madingley Road, Cambridge CB3 0EZ, United Kingdom
    Diamond Light Source Limited, Diamond House, Harwell Science and Innovation Campus, Didcot, Oxfordshire OX11 0DE, United Kingdom
    *E-mail [email protected]; tel +44 1223 765700; fax +44 1223 765701.
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    The Journal of Physical Chemistry C

    Cite this: J. Phys. Chem. C 2011, 115, 14, 6682–6689
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    https://doi.org/10.1021/jp1121257
    Published March 7, 2011
    Copyright © 2011 American Chemical Society

    Abstract

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    The adsorption of three unsaturated amides on graphite is investigated using a combination of synchrotron X-ray diffraction and differential scanning calorimetry (DSC). In this work unsaturated amides with chain lengths of six and nine carbons have been studied with one trans double bond in the alkyl chain at different positions. The structure of each unsaturated amide has been separately determined using synchrotron X-ray diffraction at submonolayer coverages. These monolayer structures are compared with the structure of the saturated amide of the same chain length. The hydrogen bond geometries in these structures are discussed, and these indicate that the position of the double bond relative to the amide headgroup has an important influence on the stability of the monolayer, a finding also supported by the DSC results. Binary mixtures of saturated and trans-unsaturated amides have also been studied using DSC and the behavior discussed using the monolayer structures of the individual species.

    Copyright © 2011 American Chemical Society

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    Supporting Information

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    The fractional coordinates for the repeating motif in the unit cells of the unsaturated amides and purity information of the amides. This material 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 5 publications.

    1. Youyu Di, Shuai Zhang, Xi-Qiao Feng, Qunyang Li. Tuning frictional properties of molecularly thin erucamide films through controlled self-assembling. Acta Mechanica Sinica 2021, 37 (7) , 1041-1049. https://doi.org/10.1007/s10409-021-01122-x
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    4. Adam Y. Brewer, Marco Sacchi, Julia E. Parker, Chris L. Truscott, Stephen J. Jenkins, Stuart M. Clarke. Supramolecular self-assembled network formation containing N⋯Br halogen bonds in physisorbed overlayers. Phys. Chem. Chem. Phys. 2014, 16 (36) , 19608-19617. https://doi.org/10.1039/C4CP03379E
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    The Journal of Physical Chemistry C

    Cite this: J. Phys. Chem. C 2011, 115, 14, 6682–6689
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jp1121257
    Published March 7, 2011
    Copyright © 2011 American Chemical Society

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