ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

UV-degradable perfluoroalkyl bridged bonding with tetrafluoro-λ⁶-sulfanyl

Faqiang Wang, Lei Chen, Dong Xu, and Zhanxiong Li

College of Textile and Clothing Engineering, Soochow University, Suzhou, China

E-mail: lizhanxiong@suda.edu.cn

Received: 28 February 2020  Accepted: 27 May 2020

Abstract:

Tetrafluoro-λ⁶-sulfanyl (–SF₄–) was synthesized via oxidative fluorination and used as a bridging group to bond perfluoroalkyl to phenylene. As a result, perfluoroalkylphenyltrichlorosilane was prepared by hydrosilylation using perfluoroalkylstyrene as a raw material under platinum catalytic conditions. And the corresponding monolayers produced a coating on silicon surfaces by spontaneous self-assembly from solution. Due to the introduction of –SF₄–, it can increase the shielding effect of the fluoroalkyl group and reduce the surface energy of the material on the basis of extending the length of the perfluoroalkyl chain. At the same time, the sulfur–carbon bond formed by the bridge group is more likely to decrease under ultraviolet light. Once the bridge bond is broken, the perfluoroalkyl-terminated carbon chain perfluoroalkyl group is decomposed and detached. Therefore, the fluorine-containing material has good ultraviolet light degradation property, and the obtained fluorine-containing material is environmentally friendly. The self-assembled film containing a perfluoroalkylsilane can effectively reduce the friction properties and adhesion of the substrate, and the substrate modified with the self-assembled film containing a perfluoroalkylsilane has good stability.

Keywords: Tetrafluoro-λ6-sulfanyl; UV degradation; Surface repellency; Synthesis

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-020-01233-y

Chemical Papers 74 (11) 4125–4133 (2020)