Issue 22, 2020

Concurrent thiol–ene competitive reactions provide reprocessable, degradable and creep-resistant dynamic–permanent hybrid covalent networks

Abstract

A catalyst-free, solvent-free thiol–ene addition reaction was developed to produce a dynamic–permanent hybrid cross-linked polymer from two simple components, a tetrathiol and a divinyl ether, in one pot. The tetrathiol and divinyl ether underwent two competitive Markovnikov and anti-Markovnikov addition reactions simultaneously and separately generated S,O-thioacetal cross-links and thioether cross-links. The dynamic feature of S,O-thioacetal cross-links imparts excellent malleability, reprocessability and degradability to the obtained network, and the permanent covalent thioether cross-links provide favorable high-temperature creep resistance. This work will broaden the thiol–ene chemistry and provide a green method to achieve recyclable cross-linked polymers and covalent adaptable networks (CANs) or vitrimer-like materials with high-temperature creep resistance.

Graphical abstract: Concurrent thiol–ene competitive reactions provide reprocessable, degradable and creep-resistant dynamic–permanent hybrid covalent networks

Supplementary files

Article information

Article type
Communication
Submitted
19 Aug 2020
Accepted
06 Oct 2020
First published
07 Oct 2020

Green Chem., 2020,22, 7769-7777

Concurrent thiol–ene competitive reactions provide reprocessable, degradable and creep-resistant dynamic–permanent hybrid covalent networks

Q. Li, S. Ma, N. Lu, J. Qiu, J. Ye, Y. Liu, S. Wang, Y. Han, B. Wang, X. Xu, H. Feng and J. Zhu, Green Chem., 2020, 22, 7769 DOI: 10.1039/D0GC02823A

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