Structural Investigation of Molecular Organization in Self-Assembled Monolayers of a Semifluorinated Amidethiol

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A new fluorocarbon-chain-containing molecule, CF3(CF2)7C(O)N(H)CH2CH2SH, for self-assembly was synthesized using a simple and general technique. Self-assembled monolayers of this molecule were studied using ellipsometry, contact angle measurements, grazing-incidence infrared spectroscopy, X-ray photoelectron spectroscopy, and near-edge X-ray absorption fine structure measurements. The films were found to be uniform and reproducible, presenting a fluorocarbon surface (θadv(H2O) = 114°) with predominantly CF3 groups exposed. The C=O and N‒H dipoles are found to be oriented parallel to the gold surface, with the fluorocarbon axis oriented perpendicular to the surface. © 1994, American Chemical Society. All rights reserved.