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Design of Vinylboron Monomers for the Comprehensive Structural Control of Poly(vinyl alcohol)s via Stereospecific Controlled Radical Polymerization and Subsequent Side-Chain Replacement

Hiroshi Suzuki, Tsuyoshi Nishikawa, Makoto Ouchi

2025Journal of the American Chemical Society11 citationsDOIOpen Access PDF

Abstract

-alkyl-substituted anthranilamide moieties allowed suppressing backbiting reactions during the radical polymerization, thus enabling the generation of linear PVAs. In particular, when relatively bulky substituents such as isobutyl and neopentyl groups were installed on the anthranilamide protecting group, the polymerization proceeded in an isospecific fashion through helical conformation, yielding isotactic PVAs. Stereoblock PVAs and a vinyl alcohol-acrylamide block copolymer were also synthesized via RAFT polymerization, and the thermal properties specific to tacticity, e.g., dual melting behavior affected by the two segments, were observed.

Topics & Concepts

ChemistryStereospecificityMonomerPolymerizationSide chainRadical polymerizationVinyl alcoholPolymer chemistryAlcoholChain transferCobalt-mediated radical polymerizationReversible addition−fragmentation chain-transfer polymerizationOrganic chemistryPolymerCatalysisConducting polymers and applicationsOrganoboron and organosilicon chemistryOrganic Electronics and Photovoltaics
Design of Vinylboron Monomers for the Comprehensive Structural Control of Poly(vinyl alcohol)s via Stereospecific Controlled Radical Polymerization and Subsequent Side-Chain Replacement | Litcius