Abstract

Abstract Self-assembled monolayers (SAM) of perfluoroalkyl amideethanethiols, F(CF2)nCONH(CH2)2SH (n = 6, 7, or 8), inhibit the corrosion of silver by hydrogen sulfide (H2S) in air. Unlike conventional hydrocarbon thiols used to protect silver from corrosion, these fluorinated amidethiols have a very low mercaptan odor, impart fluorocarbon wettability properties to the silver surfaces, and exhibit intermolecular associations via hydrogen bonding of the amide functionality. These fluorinated thiols were synthesized by reacting fluoroalkyl acid chloride with 2-aminoethanethiol, or by reacting methyl fluoroalkanoate with 2-aminoethanethiol. SAM were formed by immersing silver coupons in 0.01, 0.1, and 1 wt% solutions of the fluorinated amidethiol in propanol (CH3CH2CH2OH), or by applying a thin film of the thiol solution that rapidly evaporated. Electrochemical impedance spectroscopy (EIS) was used to evaluate the thickness and integrity of the monolayers. The thin films of evaporating thiol solution yielded...

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