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;RF = C5F11) and 1,1,2,2,3,3,4,4,4-nonafluoro-N-[3-(trimethoxysilyl)propyl]butane-1-sulfonamide (2;RF =C4F9), containing an embedded amide and a sulfonamide group, respectively, between the short perfluoroalkyl chain (RF 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;RF =C6F13), with the perfluoroalkyl group linked to the syloxanic moiety through a simple hydrocarbon chain. The results obtained show that the presence of the −NHCO− and −NHSO2 − groups have a different mode of action and, with the former, despite the short perfluoroalkyl chain, the ITO−1 system presents a CA (Θ water = 113.5°) and surface energy (γ = 14.0 mJ m −2) 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.
Barbara Ballarin, Davide Barreca, Maria Cristina Cassani, Giorgio Carraro, Chiara Maccato, Adriana Mignani, et al. (2015). Fluoroalkylsilanes with Embedded Functional Groups as Building Blocks for Environmentally Safer Self-Assembled Monolayers. LANGMUIR, 31, 6988-6994 [10.1021/acs.langmuir.5b01416].
Fluoroalkylsilanes with Embedded Functional Groups as Building Blocks for Environmentally Safer Self-Assembled Monolayers
BALLARIN, BARBARA;CASSANI, MARIA CRISTINA;MIGNANI, ADRIANA;
2015
Abstract
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;RF = C5F11) and 1,1,2,2,3,3,4,4,4-nonafluoro-N-[3-(trimethoxysilyl)propyl]butane-1-sulfonamide (2;RF =C4F9), containing an embedded amide and a sulfonamide group, respectively, between the short perfluoroalkyl chain (RF 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;RF =C6F13), with the perfluoroalkyl group linked to the syloxanic moiety through a simple hydrocarbon chain. The results obtained show that the presence of the −NHCO− and −NHSO2 − groups have a different mode of action and, with the former, despite the short perfluoroalkyl chain, the ITO−1 system presents a CA (Θ water = 113.5°) and surface energy (γ = 14.0 mJ m −2) 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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
