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Verfasst von:Meyerbröker, Nikolaus [VerfasserIn]   i
 Waske, Prashant Ankushrao [VerfasserIn]   i
 Zharnikov, Michael [VerfasserIn]   i
Titel:Amino-terminated biphenylthiol self-assembled monolayers as highly reactive molecular templates
Verf.angabe:N. Meyerbroeker, P. Waske, and M. Zharnikov
E-Jahr:2015
Jahr:19 February 2015
Umfang:8 S.
Fussnoten:Gesehen am 29.05.2020
Titel Quelle:Enthalten in: The journal of chemical physics
Ort Quelle:Melville, NY : American Institute of Physics, 1933
Jahr Quelle:2015
Band/Heft Quelle:142(2015), 10, Artikel-ID 104i101919, Seite 1-8
ISSN Quelle:1089-7690
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/cm2 and, subsequently, immersed in either trifluoroacetic, pentafluoropropionic, or heptafluorobutyric anhydride. Analysing the amount of the attached anhydride species made it possible to determine the percentage of reactive amino groups as well as the effect of steric hindrance upon the coupling reaction. The above results are compared with those obtained for the well-established nitro-substituted biphenylthiol monolayers.
DOI:doi:10.1063/1.4907942
URL:Bitte beachten Sie: Dies ist ein Bibliographieeintrag. Ein Volltextzugriff für Mitglieder der Universität besteht hier nur, falls für die entsprechende Zeitschrift/den entsprechenden Sammelband ein Abonnement besteht oder es sich um einen OpenAccess-Titel handelt.

Volltext: https://doi.org/10.1063/1.4907942
 Verlag: https://aip.scitation.org/doi/10.1063/1.4907942
 DOI: https://doi.org/10.1063/1.4907942
Datenträger:Online-Ressource
Sprache:eng
K10plus-PPN:1699069131
Verknüpfungen:→ Zeitschrift

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