N-Triflylation Enables δ-Valerolactam-Epoxide Alternating Copolymerization DOI

Tao Lai,

Shuanjin Wang, Junpeng Zhao

et al.

ACS Macro Letters, Journal Year: 2025, Volume and Issue: unknown, P. 597 - 602

Published: April 27, 2025

δ-Valerolactam (VL), a six-membered cyclic amide, is easily accessible but hardly polymerizable, unlike other-membered homologues. We have discovered that simple N-triflylation effectively activates VL for undergoing copolymerization with epoxides. The strong electron-withdrawing triflyl group allows mild organobases, in cooperation triethyl borane and an alcohol initiator, to trigger the reaction at room temperature, affording strictly alternating poly(ester-sulfonamide) controlled molar mass low dispersity. method proven applicable variety of epoxides, regardless polarity bulkiness substituents, products exhibit good chemical degradability, thermal/enzymatic stability, wide range glass transition temperatures. study indicates N-sulfonylation ring-opening (alternating) together may build up versatile platform support design construction heteroatom-rich polymers using conventionally nonpolymerizable compounds.

Language: Английский

N-Triflylation Enables δ-Valerolactam-Epoxide Alternating Copolymerization DOI

Tao Lai,

Shuanjin Wang, Junpeng Zhao

et al.

ACS Macro Letters, Journal Year: 2025, Volume and Issue: unknown, P. 597 - 602

Published: April 27, 2025

δ-Valerolactam (VL), a six-membered cyclic amide, is easily accessible but hardly polymerizable, unlike other-membered homologues. We have discovered that simple N-triflylation effectively activates VL for undergoing copolymerization with epoxides. The strong electron-withdrawing triflyl group allows mild organobases, in cooperation triethyl borane and an alcohol initiator, to trigger the reaction at room temperature, affording strictly alternating poly(ester-sulfonamide) controlled molar mass low dispersity. method proven applicable variety of epoxides, regardless polarity bulkiness substituents, products exhibit good chemical degradability, thermal/enzymatic stability, wide range glass transition temperatures. study indicates N-sulfonylation ring-opening (alternating) together may build up versatile platform support design construction heteroatom-rich polymers using conventionally nonpolymerizable compounds.

Language: Английский

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