“Michael addition” reaction onto vinyl sulfonyl(trifluoromethylsulfonyl)imide: An easy access to sulfonyl(trifluoromethylsulfonyl)imide-based monomers and polymers

[Display omitted] •Synthesis of STFSI-functionalized monomers by using “Michael-addition” onto vinyl-STFSI.•Efficient addition of diallylamine, dipropargylamine, dimethylmalonate and diethylmalonate onto vinyl-STFSI.•Synthesis of STFSI-based polymers via step-growth polymerization technique. Sulfony...

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Veröffentlicht in:European polymer journal 2018-10, Vol.107, p.74-81
Hauptverfasser: Ho, Hien The, Rollet, Marion, Phan, Trang N.T., Gigmes, Didier
Format: Artikel
Sprache:eng
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Zusammenfassung:[Display omitted] •Synthesis of STFSI-functionalized monomers by using “Michael-addition” onto vinyl-STFSI.•Efficient addition of diallylamine, dipropargylamine, dimethylmalonate and diethylmalonate onto vinyl-STFSI.•Synthesis of STFSI-based polymers via step-growth polymerization technique. Sulfonyl(trifluoromethylsulfonyl) imide anion (STFSI, SO2N(−)SO2CF3) is one of the most important sulfonimide groups for organic and material synthesis. However, the synthesis of STFSI-functionalized monomers and related polymers is still a problematic issue, comprising multi-step and complex synthetic processes. To overcome this drawback, we developed a robust and versatile strategy to prepare original STFSI-based monomers using the “Michael addition” reaction conducted in the presence of vinyl sulfonyl(trifluoromethylsulfonyl)imide and either an amine or a malonate derivative. Furthermore, the synthesized monomers were used to prepare the corresponding STFSI-functionalized polymers using step-growth polymerization with potential applications as electrolytes.
ISSN:0014-3057
1873-1945
DOI:10.1016/j.eurpolymj.2018.07.042