X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length

Self-assembled monolayers (SAMs) of nitrile-substituted oligo(phenylene ethynylene) thiols (NC-OPEn) with a variable chain length n (n ranging from one to three structural units) on Au(111) were studied by synchrotron-based high-resolution X-ray photoelectron spectroscopy and near-edge absorption fi...

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Main Authors: Hicham Hamoudi, Ping Kao, Alexei Nefedov, David L. Allara, Michael Zharnikov
Format: Article
Language:English
Published: Beilstein-Institut 2012-01-01
Series:Beilstein Journal of Nanotechnology
Subjects:
Online Access:https://doi.org/10.3762/bjnano.3.2
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author Hicham Hamoudi
Ping Kao
Alexei Nefedov
David L. Allara
Michael Zharnikov
author_facet Hicham Hamoudi
Ping Kao
Alexei Nefedov
David L. Allara
Michael Zharnikov
author_sort Hicham Hamoudi
collection DOAJ
description Self-assembled monolayers (SAMs) of nitrile-substituted oligo(phenylene ethynylene) thiols (NC-OPEn) with a variable chain length n (n ranging from one to three structural units) on Au(111) were studied by synchrotron-based high-resolution X-ray photoelectron spectroscopy and near-edge absorption fine-structure spectroscopy. The experimental data suggest that the NC-OPEn molecules form well-defined SAMs on Au(111), with all the molecules bound to the substrate through the gold–thiolate anchor and the nitrile tail groups located at the SAM–ambient interface. The packing density in these SAMs was found to be close to that of alkanethiolate monolayers on Au(111), independent of the chain length. Similar behavior was found for the molecular inclination, with an average tilt angle of ~33–36° for all the target systems. In contrast, the average twist of the OPEn backbone (planar conformation) was found to depend on the molecular length, being close to 45° for the films comprising the short OPE chains and ~53.5° for the long chains. Analysis of the data suggests that the attachment of the nitrile moiety, which served as a spectroscopic marker group, to the OPEn backbone did not significantly affect the molecular orientation in the SAMs.
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spelling doaj.art-cb6f1723aec842879a3e6f93fd41af3e2022-12-22T03:21:16ZengBeilstein-InstitutBeilstein Journal of Nanotechnology2190-42862012-01-0131122410.3762/bjnano.3.22190-4286-3-2X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain lengthHicham Hamoudi0Ping Kao1Alexei Nefedov2David L. Allara3Michael Zharnikov4Angewandte Physikalische Chemie, Universität Heidelberg, D-69120 Heidelberg, GermanyDepartments of Chemistry and Material Science, Pennsylvania State University, University Park, PA16802, USAInstitut für Funktionelle Grenzflächen, Karlsruher Institut für Technologie, D-76344 Eggenstein-Leopoldshafen, GermanyDepartments of Chemistry and Material Science, Pennsylvania State University, University Park, PA16802, USAAngewandte Physikalische Chemie, Universität Heidelberg, D-69120 Heidelberg, GermanySelf-assembled monolayers (SAMs) of nitrile-substituted oligo(phenylene ethynylene) thiols (NC-OPEn) with a variable chain length n (n ranging from one to three structural units) on Au(111) were studied by synchrotron-based high-resolution X-ray photoelectron spectroscopy and near-edge absorption fine-structure spectroscopy. The experimental data suggest that the NC-OPEn molecules form well-defined SAMs on Au(111), with all the molecules bound to the substrate through the gold–thiolate anchor and the nitrile tail groups located at the SAM–ambient interface. The packing density in these SAMs was found to be close to that of alkanethiolate monolayers on Au(111), independent of the chain length. Similar behavior was found for the molecular inclination, with an average tilt angle of ~33–36° for all the target systems. In contrast, the average twist of the OPEn backbone (planar conformation) was found to depend on the molecular length, being close to 45° for the films comprising the short OPE chains and ~53.5° for the long chains. Analysis of the data suggests that the attachment of the nitrile moiety, which served as a spectroscopic marker group, to the OPEn backbone did not significantly affect the molecular orientation in the SAMs.https://doi.org/10.3762/bjnano.3.2nitrile substitutionoligo(phenylene ethynylene)self-assembled monolayerstwist angleX-ray absorption spectroscopy
spellingShingle Hicham Hamoudi
Ping Kao
Alexei Nefedov
David L. Allara
Michael Zharnikov
X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length
Beilstein Journal of Nanotechnology
nitrile substitution
oligo(phenylene ethynylene)
self-assembled monolayers
twist angle
X-ray absorption spectroscopy
title X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length
title_full X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length
title_fullStr X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length
title_full_unstemmed X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length
title_short X-ray spectroscopy characterization of self-assembled monolayers of nitrile-substituted oligo(phenylene ethynylene)s with variable chain length
title_sort x ray spectroscopy characterization of self assembled monolayers of nitrile substituted oligo phenylene ethynylene s with variable chain length
topic nitrile substitution
oligo(phenylene ethynylene)
self-assembled monolayers
twist angle
X-ray absorption spectroscopy
url https://doi.org/10.3762/bjnano.3.2
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