Intrinsically Re-curable Photopolymers Containing Dynamic Thiol-Michael Bonds

被引：25

作者：

Stubbs, Connor J. ^{[1
]}

Khalfa, Anissa L. ^{[1
]}

Chiaradia, Viviane ^{[1
]}

Worch, Joshua C. ^{[1
]}

Dove, Andrew P. ^{[1
]}

机构：

[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2022年 / 144卷 / 26期

基金：

欧洲研究理事会;

关键词：

MECHANICAL-PROPERTIES; NETWORKS; CHEMISTRY; HETEROGENEITY;

D O I：

10.1021/jacs.2c03525

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The development of photopolymers that can be depolymerized and subsequently re-cured using the same light stimulus presents a significant technical challenge. A bio-sourced terpenoid structure, L-carvone, inspired the creation of a re-curable photopolymer in which the orthogonal reactivity of an irreversible thioether and a dynamic thiol-Michael bond enables both photo-polymerization and thermally driven depolymerization of mechan-ically robust polymer networks. The di-alkene containing L-carvone was partially reacted with a multi-arm thiol to generate a non-crosslinked telechelic photopolymer. Upon further UV exposure, the photopolymer crosslinked into a mechanically robust network featuring reversible Michael bonds at junction points that could be activated to revert, or depolymerize, the network into a viscous telechelic photopolymer. The regenerated photopolymer displayed intrinsic re-curability over two recycles while maintaining the desirable thermomechanical properties of a conventional network: insolubility, resistance to stress relaxation, and structural integrity up to 170 degrees C. Our findings present an on-demand, re-curable photopolymer platform based on a sustainable feedstock.

引用

页码：11729 / 11735

页数：7

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