Amino-terminated biphenylthiol self-assembled monolayers as highly reactive molecular templates

The Journal of Chemical Physics
N MeyerbroekerM Zharnikov

Abstract

Self-assembled monolayers (SAMs) with amino tail groups are of interest due to their ability of coupling further compounds. Such groups can be, in particular, created by electron irradiation of nitro- or nitrile-substituted aromatic SAMs, which provide a basis for chemical nanolithography and the fabrication of functionalized nanomembranes. An estimate of reactivity of the created amino groups requires a reference system of homogeneous, amino-terminated aromatic SAMs, which can also be used as a highly reactive molecular template. Here, we describe the synthesis of 4'-aminobiphenyl-4-thiol (ABPT) and SAMs prepared from this precursor on Au(111). The monolayers were characterized by X-ray photoelectron spectroscopy and near edge X-ray absorption fine structure spectroscopy, which revealed that they are well defined, chemically uniform, densely packed, and highly ordered. To examine the influence of electron irradiation on the reactivity of the terminal amino groups, ABPT SAMs were exposed to low energy (50 eV) electrons up to a dose of 40 mC/cm(2) and, subsequently, immersed in either trifluoroacetic, pentafluoropropionic, or heptafluorobutyric anhydride. Analysing the amount of the attached anhydride species made it possible to...Continue Reading

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Jun 2, 2012·Langmuir : the ACS Journal of Surfaces and Colloids·Nikolaus Meyerbröker, Michael Zharnikov

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Citations

Nov 26, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Justine HouplinLionel Amiaud
Apr 14, 2016·Physical Chemistry Chemical Physics : PCCP·Musammir KhanMichael Zharnikov
Nov 4, 2015·Physical Chemistry Chemical Physics : PCCP·J HouplinA Lafosse
Nov 27, 2018·Physical Chemistry Chemical Physics : PCCP·Laxman KankatePetra Swiderek
Jul 18, 2017·The Journal of Chemical Physics·Elisabeth VerwüsterOliver T Hofmann
Jan 30, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·Xianghui ZhangThomas Huser

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