Structural and chemical characterization of monofluoro-substituted oligo(phenylene-ethynylene) thiolate self-assembled monolayers on gold

Langmuir : the ACS Journal of Surfaces and Colloids
Christina A HackerChristopher D Zangmeister

Abstract

Monolayers of oligo(phenylene-ethynylene) (OPE) molecules have exhibited promise in molecular electronic test structures. This paper discusses films formed from a novel molecule within this class, 2-fluoro-4-phenylethynyl-1-[(4-acetylthio)phenylethynyl]benzene (F-OPE). The conditions of self-assembled monolayer (SAM) formation were systematically altered to fabricate reproducible high-quality molecular monolayers from the acetate-protected F-OPE molecule. Detailed characterization of the F-OPE monolayers was performed by using an array of surface probes, including reflection absorbance infrared spectroscopy (RAIRS), contact angle (CA) measurements, spectroscopic ellipsometry (SE), X-ray photoelectron spectroscopy (XPS), ultraviolet photoelectron spectroscopy (UPS), and atomic force microscopy (AFM). XPS and RAIRS established that the SAM formed without removal of the F substituent and without oxidation of the thiol. The monolayer thickness, determined from SE and AFM based nanolithography, was consistent with the formation of a densely packed monolayer. The valence electronic structure of the SAM was consistent with an aromatic structure shifted by the electron-withdrawing fluorine substituent and intermolecular coupling within...Continue Reading

References

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Citations

Aug 4, 2011·Journal of the American Chemical Society·Cláudia SimãoConcepció Rovira
Nov 23, 2007·Annual Review of Physical Chemistry·Maozi LiuGang-yu Liu
Dec 31, 2010·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Melissa FletcherCharles Hosten
Apr 8, 2015·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Melissa C FletcherCharles M Hosten
Mar 28, 2016·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Javier Casado-MontenegroMarta Mas-Torrent
Mar 10, 2011·Journal of the American Chemical Society·Hennie ValkenierJan C Hummelen
Nov 16, 2005·Langmuir : the ACS Journal of Surfaces and Colloids·Joshua J StapletonDavid L Allara
Mar 22, 2006·Langmuir : the ACS Journal of Surfaces and Colloids·King Hang Aaron LauSean J O'Shea
Jun 8, 2007·The Journal of Physical Chemistry. B·Ana VillaresFèlix M Royo

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