Fluoroalkylsilanes with Embedded Functional Groups as Building Blocks for Environmentally Safer Self-Assembled Monolayers

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• 作者：Barbara Ballarin ; Davide Barreca ; Maria Cristina Cassani ; Giorgio Carraro ; Chiara Maccato ; Adriana Mignani ; Dario Lazzari ; Maurizio Bertola
• 刊名：Langmuir
• 出版年：2015
• 出版时间：June 30, 2015
• 年：2015
• 卷：31
• 期：25
• 页码：6988-6994
• 全文大小：420K
• ISSN：1520-5827

文摘

The fabrication of silane-based fluorinated self-assembled monolayers (FSAMs) on indium tin oxide (ITO, a transparent electrode) was carried out making use of the following fluoroalkylsilanes (FAS): 2,2,3,3,4,4,5,5,6,6,6-undecafluoro-N-[3-(trimethoxysilyl)propyl]hexanamide (1; R_F = C₅F₁₁) and 1,1,2,2,3,3,4,4,4-nonafluoro-N-[3-(trimethoxysilyl)propyl]butane-1-sulfonamide (2; R_F = C₄F₉), containing an embedded amide and a sulfonamide group, respectively, between the short perfluoroalkyl chain (R_F with C < 6) and the syloxanic moiety. The obtained FSAM-modified/ITO systems were characterized by X-ray photoelectron spectroscopy (XPS), contact angle (CA), surface energy measurements, and electrochemical impedance spectroscopy (EIS) and compared to ITO modified with a 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyltriethoxysilane (3; R_F = C₆F₁₃), with the perfluoroalkyl group linked to the syloxanic moiety through a simple hydrocarbon chain. The results obtained show that the presence of the 鈭扤HCO鈥?and 鈭扤HSO₂鈥?groups have a different mode of action and, with the former, despite the short perfluoroalkyl chain, the ITO鈥?b>1 system presents a CA (螛_water = 113.5掳) and surface energy (纬_l = 14.0 mJ m^鈥?) typical of amphiphobic materials. These properties can be exploited in a variety of applications, such as self-cleaning, anti-fouling, and anti-fingerprint coatings, and in advanced microelectronic components.