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Boswell, Benjamin R; Mansson, Carl M F; Cox, Jordan M; Jin, Zexin; Romaniuk, Joseph A H; Lindquist, Kurt P; Cegelski, Lynette; Xia, Yan; Lopez, Steven A; Burns, Noah Z
Nature chemistry, 01/2021, Volume: 13, Issue: 1Journal Article
Polymer mechanochemistry has traditionally been employed to study the effects of mechanical force on chemical bonds within a polymer backbone or to generate force-responsive materials. It is under-exploited for the scalable synthesis of wholly new materials by chemically transforming the polymers, especially products inaccessible by other means. Here we utilize polymer mechanochemistry to synthesize a fluorinated polyacetylene, a long-sought-after air-stable polyacetylene that has eluded synthesis by conventional means. We construct the monomer in four chemical steps on gram scale, which involves a rapid incorporation of fluorine atoms in an exotic photochemical cascade whose mechanism and exquisite stereoselectivity were informed by computation. After polymerization, force activation by ultrasonication produces a gold-coloured, semiconducting fluoropolymer. This work demonstrates that polymer mechanochemistry is a valuable synthetic tool for accessing materials on a preparative scale.
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