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Synthesis of Silphenylene-Containing Siloxane Resins Exhibiting Strong Hydrophobicity and High Water Vapor Barriers

Year: 2019

Journal: Coatings, Volume 9, AUG

Authors: Chen, Xunjun; Yi, Minghao; Wu, Shufang; Tan, Lewen; Xu, Yixin; Guan, Zhixing; Ge, Jianfang; Yin, Guoqiang

Organizations: Guangdong Province Applied Science and Technology R&D Special Fund Project: Key technologies for industrialization of sulfur-resistant and high refractive-index LED packaging silicone materials [2016B090930010]; Yele Technology Innovation Fund Project [YL201805]; Applied Science and Technology Research and Development of Guangdong Province Project [2015B090925022]; Guangdong Public Welfare Fund and Ability Construction Project [2016A010103037]

Keywords: 1; 4-bis(dimethoxyphenylsilyl)benzene; Grignard reaction; silphenylene; hydrophobicity; water vapor barrier

The novel phenylenedisilane, 1,4-bis(dimethoxyphenylsilyl)benzene (BDMPD), was successfully synthesized via the reaction between trimethoxyphenylsilane (TMPS) and a Grignard reagent originating from 1,4-dibromobenzene. In comparison to common Grignard reactions, this process was a facile one-pot method. H-1 NMR spectroscopy, FT-IR measurements, and elemental analysis confirmed the predicted structure of BDMPD. In addition, vinyl-terminated polysiloxanes containing silphenylene units (VPSSP), which were hydrolytically copolymerized from BDMPD, TMPS, and divinyltetramethyldisiloxane, exhibited excellent thermal stabilities (T-10%: 502 degrees C, R-w%: 76.86 beyond 700 degrees C) and suitable refractive indices (1.542). Furthermore, water contact angle and water vapor permeability tests confirmed that the fully cured siloxane resins containing VPSSP-based silphenylene units exhibited strong hydrophobicity (water contact angle: 119 degrees) and superior water vapor barrier properties, thereby indicating their potential to serve as strong waterproof coatings for moisture-proof applications or as adhesives for use in immersed equipment.