Perfluoro(methyl vinyl ether)
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Perfluoro(methyl vinyl ether) is a perfluorinated compound used as a precursor to fluoropolymers. It is the simplest unsaturated perfluoroether.
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Preparation
Preparation begins with hexafluoropropylene oxide (HFPO) and carbonyl fluoride over a metal fluoride catalyst. The fluoride reacts with the carbonyl, forming a perfluoroalkoxide anion. The anion attacks the electrophilic central carbon atom of HFPO in a nucleophilic ring-opening reaction similar to anionic polymerization. Elimination of fluoride regenerates the catalyst and yields perfluoro(2-methoxy propionyl fluoride). The acyl fluoride is then treated with potassium hydroxide to produce the perfluorocarboxylate.cite-ref-2[2]
The carboxylate is then heated, causing decarboxylation followed by elimination of fluoride to form the vinyl ether.cite-ref-3[3]
References
cite-note-11. "Perfluoro(methyl vinyl ether)". PubChem. National Center for Biotechnology Information. Retrieved 2025-04-25.
cite-note-33. ↑ citereftranglixueateia2022Trang, Brittany; Li, Yuli; Xue, Xiao-Song; Ateia, Mohamed; Houk, K. N.; Dichtel, William R. (2022). "Low-temperature mineralization of perfluorocarboxylic acids". Science. 377 (6608): 839–845. Bibcode:2022Sci...377..839T. doi:10.1126/science.abm8868. PMID 35981038.