Preparation and properties of polyarylsulphonates

Vizgert, R. V.; Буденкова, Н. М.; Maksimenko, N. N.

doi:10.1016/0032-3950(89)90490-5

Cited by 2 publications

(4 citation statements)

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“…This family of polymers shows considerable potential as moldable high‐impact engineering thermoplastics and as useful materials for making films, fibers and coatings. However, most established attempts to synthesize polysulfonates relied on reacting sulfonyl chlorides with phenols under basic condition . The poor selectivity of sulfonyl chlorides in this process significantly limits the utility of these methods, and as a consequence, the structures of currently available polysulfonates are quite limited …”

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confidence: 99%

“…[12] This family of polymers shows considerable potential as moldable high-impact engineering thermoplastics and as useful materials for making films,fibers and coatings.H owever,m ost established attempts to synthesize polysulfonates relied on reacting sulfonyl chlorides with phenols under basic condition. [12,13] Thep oor selectivity of sulfonyl chlorides in this process significantly limits the utility of these methods,a nd as ac onsequence,t he structures of currently available polysulfonates are quite limited. [10, 11c] Herein, we report on the finding that the bifluoride salt [Ph 3 P = N À PPh 3 ] + [HF 2 ] À is an excellent catalyst for the synthesis of polysulfonate polymers via aA A ÀBB polycondensation process ( Figure 1).…”

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confidence: 94%

“…However, most established attempts to synthesize polysulfonates relied on reacting sulfonyl chlorides with phenols under basic condition. [12-13] The poor selectivity of sulfonyl chlorides in this process significantly limits the utility of these methods, and as a consequence, the structures of currently available polysulfonates are quite limited. [10, 11c] …”

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confidence: 99%

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SuFEx‐Based Polysulfonate Formation from Ethenesulfonyl Fluoride–Amine Adducts

et al. 2017

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In this work, we describe 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. 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, we were able to achieve a remarkable diversity of monomeric building blocks 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.

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Section: Figurementioning

confidence: 99%

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confidence: 94%

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SuFEx‐Based Polysulfonate Formation from Ethenesulfonyl Fluoride–Amine Adducts

et al. 2017

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“…However, most established attempts to synthesize polysulfonates relied on reacting sulfonyl chlorides with phenols under basic condition. [12][13] The poor selectivity of sulfonyl chlorides in this process significantly limits the utility of these methods, and as a consequence, the structures of currently available polysulfonates are quite limited. [10, 11c] Here, we report on the finding that the bifluoride salt [Ph3P=N-PPh3] + [HF2]is an excellent catalyst for the synthesis of polysulfonate polymers via a AA-BB polycondensation process (Figure 1).…”

mentioning

confidence: 99%