1. SuFEx-Based Polysulfonate Formation from Ethenesulfonyl Fluoride-Amine Adducts
- Author
-
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, and Wu, Peng
- Subjects
Aniline Compounds ,SuFEx reaction ,Organic Chemistry ,Ethylenes ,bifluoride salt ,Polymerization ,ethenesulfonyl fluoride ,Fluorides ,Phenols ,click chemistry ,Chemical Sciences ,Organosilicon Compounds ,Sulfonic Acids ,Amines ,Benzhydryl Compounds ,polysulfonate formation - Abstract
The SuFEx-based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis(t-butyldimethylsilyl) ethers (BB monomers) using [Ph3 P=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.
- Published
- 2017