Premium
SuFEx‐Based Polysulfonate Formation from Ethenesulfonyl Fluoride–Amine Adducts
Author(s) -
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
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201701160
Subject(s) - monomer , chemistry , polymer chemistry , amine gas treating , bisphenol a , polymerization , bisphenol , chloride , adduct , silylation , fluoride , side chain , organic chemistry , condensation polymer , catalysis , polymer , inorganic chemistry , epoxy
The SuFEx‐based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis( t ‐butyldimethylsilyl) ethers (BB monomers) using [Ph 3 P=N−PPh 3 ] + [HF 2 ] − 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.