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- Title
SuFEx-Based Polysulfonate Formation from Ethenesulfonyl Fluoride-Amine Adducts.
- Authors
Wang, Hua; Zhou, Feng; Ren, Gerui; Zheng, Qinheng; Chen, Hongli; Gao, Bing; Klivansky, Liana; Liu, Yi; Wu, Bin; Xu, Qingfeng; Lu, Jianmei; Sharpless, K. Barry; Wu, Peng
- Abstract
The SuFEx-based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis( t-butyldimethylsilyl) ethers (BB monomers) using [Ph3P=N−PPh3]+[HF2]− as the catalyst is described. The AA monomers were prepared via the highly reliable Michael addition of ethenesulfonyl fluoride and amines/anilines while the BB monomers were obtained from silylation of bisphenols by t-butyldimethylsilyl chloride. With these reactions, a remarkable diversity of monomeric building blocks was achieved by exploiting readily available amines, anilines, and bisphenols as starting materials. The SuFEx-based polysulfonate formation reaction exhibited excellent efficiency and functional group tolerance, producing polysulfonates with a variety of side chain functionalities in >99 % conversion within 10 min to 1 h. When bearing an orthogonal group on the side chain, the polysulfonates can be further functionalized via click-chemistry-based post-polymerization modification.
- Subjects
SULFONYL compounds; POLYCONDENSATION; FLUORIDES; BISPHENOLS; MICHAEL reaction; SUBSTITUENTS (Chemistry); CLICK chemistry
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 37, p11355
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201701160