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Fluorinated ?-Lactones and Poly(?-hydroxyalkanoate)s: Synthesis via Epoxide Carbonylation and Ring-Opening Polymerization.

ABSTRACT: Efficient and mild reaction conditions were developed for the catalytic carbonylation of fluorinated epoxides to their corresponding ?-lactones. Six new lactones with fluorinated side chains were prepared in high isolated yields. These lactones were polymerized to form a series of new poly(?-hydroxyalkanoate)s with fluorinated side chains, and their properties were examined with respect to their hydrocarbon analogs. Finally, copolymerizations were performed with fluorinated lactones and ?-butyrolactone, which resulted in tapered copolymers rather than the expected random copolymers.

SUBMITTER: Kramer JW

PROVIDER: S-EPMC2583445 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature

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Fluorinated β-Lactones and Poly(β-hydroxyalkanoate)s: Synthesis via Epoxide Carbonylation and Ring-Opening Polymerization.

Kramer John W JW Coates Geoffrey W GW

Tetrahedron 20080701 29

Efficient and mild reaction conditions were developed for the catalytic carbonylation of fluorinated epoxides to their corresponding β-lactones. Six new lactones with fluorinated side chains were prepared in high isolated yields. These lactones were polymerized to form a series of new poly(β-hydroxyalkanoate)s with fluorinated side chains, and their properties were examined with respect to their hydrocarbon analogs. Finally, copolymerizations were performed with fluorinated lactones and β-butyro ...[more]

PMID: 19606203

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