Fast Reprocessing of Acetal Covalent Adaptable Networks with High Performance Enabled by Neighboring Group Participation

被引:91
作者
Li, Qiong [1 ,2 ]
Ma, Songqi [1 ]
Li, Pengyun [1 ,2 ]
Wang, Binbo [1 ]
Yu, Zhen [1 ]
Feng, Hongzhi [1 ]
Liu, Yanlin [1 ]
Zhu, Jin [1 ]
机构
[1] Chinese Acad Sci, Ningbo Inst Mat Technol & Engn, Div Polymers & Composites, Key Lab Biobased Polymer Mat Technol & Applicat Z, Ningbo 315201, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
VITRIMERS; THERMOSETS; CHEMISTRY; ROBUST;
D O I
10.1021/acs.macromol.1c01046
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Covalent adaptable networks (CANS) represent a transition material combining favorable features of thermosets and thermoplastics. However, it is still a huge challenge to simultaneously achieve fast reprocessability and high performance for CANs. Here, we designed catechol-based acetal CANs to achieve continuous reprocessing without sacrificing thermal and mechanical properties. A small-molecule model study demonstrated the significantly accelerated acetal exchange by neighboring group participation (NGP) of phenolic hydroxyl. Using this internally catalyzed acetal chemistry, a series of CANs with a broad range of properties were simply prepared from bio-based epigallocatechin gallate (EGCG) and tri(ethylene glycol) divinyl ether (TEGVE) via one-step "click" cross-linking without using catalysts or releasing small-molecule byproducts. The dynamic nature of the CANs was confirmed via stress relaxation and multiple recycling methods including extrusion. While the dense cross-link density and high rigidity of the network provided high solvent resistance and mechanical properties. This work provides a promising and practical method to produce fast-reprocessing dynamic covalent polymer networks with dense cross-link density and superior performance.
引用
收藏
页码:8423 / 8434
页数:12
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