Phenylboronic ester- and Phenylboronic acid-terminated alkanethiols on Gold Surfaces
(English)Manuscript (preprint) (Other academic)
In this work, it is shown that well-organized monolayer of phenylboronic ester-terminated thiol (BOR-Capped) on gold surfaces can be prepared. Our results also show that the BORCapped molecular system can be cleaved directly on the surface, resulting in an unprotected BOR-Uncapped monolayer with the boronic acid functional groups available for dopamine coordination. 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 C=O 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 π* transitions, was used to estimate the average tilt angle of the vector parallel to the π* orbitals of the aromatic ring relative to the gold surface normal. The average tilt angle is estimated to be approximately 63º for BOR-Capped monolayer on gold surfaces. The aromatic ring of the BOR-Uncapped molecule has a more tilted orientation compared to BOR-Capped. 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.
IdentifiersURN: urn:nbn:se:liu:diva-71455OAI: oai:DiVA.org:liu-71455DiVA: diva2:449084