Mechanochemical synthesis of an elusive fluorinated polyacetylene
Autor: | Joseph A. H. Romaniuk, Noah Z. Burns, Jordan M. Cox, Carl M. F. Mansson, Yan Xia, Kurt P. Lindquist, Zexin Jin, Lynette Cegelski, Steven A. Lopez, Benjamin R. Boswell |
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Rok vydání: | 2020 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry General Chemical Engineering chemistry.chemical_element Nanotechnology General Chemistry Polymer 010402 general chemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Polyacetylene Monomer Polymerization Chemical bond Mechanochemistry Fluorine Fluoropolymer |
Zdroj: | Nature Chemistry. 13:41-46 |
ISSN: | 1755-4349 1755-4330 |
DOI: | 10.1038/s41557-020-00608-8 |
Popis: | 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. |
Databáze: | OpenAIRE |
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