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Phenylboronic Ester- and Phenylboronic Acid-Terminated Alkanethiols on Gold Surfaces
Linköping University, Department of Physics, Chemistry and Biology, Molecular Surface Physics and Nano Science. Linköping University, Faculty of Science & Engineering.
Linköping University, Department of Physics, Chemistry and Biology, Computational Physics. Linköping University, The Institute of Technology.
Linköping University, Department of Physics, Chemistry and Biology, Computational Physics. Linköping University, The Institute of Technology.
Linköping University, Department of Physics, Chemistry and Biology, Molecular Surface Physics and Nano Science. Linköping University, Faculty of Science & Engineering.
2012 (English)In: The Journal of Physical Chemistry C, ISSN 1932-7447, E-ISSN 1932-7455, Vol. 116, no 1, 796-806 p.Article in journal (Refereed) Published
Abstract [en]

In this work, it is shown that a well-organized monolayer of phenylboronic ester-terminated thiol (BOR-capped) on gold surfaces can be prepared. Our results also show that the BOR-capped molecular system can be cleaved directly on the surface, resulting in an unprotected BOR-uncapped monolayer with the boronic acid functional groups available for coordination to diol molecules in the ambient media. The monolayers of BOR-capped and BOR-uncapped were characterized using infrared spectroscopy, near edge X-ray absorption fine structure spectroscopy, X-ray photoelectron spectroscopy, ellipsometry, and contact angle goniometry. The X-ray photoelectron spectroscopy results showed that both BOR-capped and BOR-uncapped are chemically linked to the gold substrate. According to the infrared spectroscopy results, the main component of the CO vibrational mode present in the amide moiety is perpendicular oriented relative to the gold surface normal for the BOR-capped molecular system. The near edge X-ray absorption fine structure spectroscopy resonance peak located at approximately 285 eV, assigned to pi(1)* transitions, was used to estimate the average tilt angle of the vector parallel to the pi* orbitals of the aromatic ring relative to the gold surface normal. The average tilt angle is estimated to be approximately 63 degrees for the BOR-capped monolayer on gold surfaces. The aromatic ring of the BOR-uncapped molecule has a more tilted orientation compared to the BOR-capped one. The experimental infrared spectroscopy and near edge X-ray absorption fine structure spectroscopy results were supported with theoretical modeling including calculations of vibrational modes and of excitation processes.

Place, publisher, year, edition, pages
American Chemical Society , 2012. Vol. 116, no 1, 796-806 p.
National Category
Engineering and Technology
Identifiers
URN: urn:nbn:se:liu:diva-75282DOI: 10.1021/jp208597xISI: 000298978700098OAI: oai:DiVA.org:liu-75282DiVA: diva2:505917
Note

Funding Agencies|Swedish research council Carl Tryggers Foundation|621-2010-5014|CeNano at LiU||

Available from: 2012-02-27 Created: 2012-02-24 Last updated: 2017-12-07

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Vahlberg, CeciliaLinares, MathieuNorman, PatrickUvdal, Kajsa

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Molecular Surface Physics and Nano ScienceFaculty of Science & EngineeringComputational PhysicsThe Institute of Technology
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