基于单体设计的可回收高分子研究进展

doi:10.6023/A22050235

化学学报 ›› 2022, Vol. 80 ›› Issue (8): 1165-1182.DOI: 10.6023/A22050235 上一篇下一篇

综述

基于单体设计的可回收高分子研究进展

蔡中正^a^,^*(), 刘野^b^,^*(), 陶友华^c^,^*(), 朱剑波^a^,^*()

a 四川大学化学学院环保型高分子材料国家地方联合工程实验室成都 610064
b 大连理工大学精细化工国家重点实验室大连 116024
c 中国科学院长春应用化学研究所中科院生态环境高分子材料重点实验室长春 130022

投稿日期:2022-05-23 发布日期:2022-09-01
通讯作者: 蔡中正, 刘野, 陶友华, 朱剑波

作者简介:

蔡中正, 四川大学化学学院特聘副研究员、硕士生导师. 2013年于中国人民大学获得化学学士学位. 2018年获美国休斯顿大学理学专业博士学位(导师: Loi H. Do). 2019年至2021年在美国俄亥俄州立大学从事博士后工作(合作导师: Casey R. Wade). 2021年加入四川大学化学学院. 目前主要研究方向为高分子聚合催化剂的设计以及高性能可循环高分子的合成.

刘野, 大连理工大学精细化工国家重点实验室研究员, 博士生导师. 2008年于大连理工大学化工学院获得学士学位, 2014年于大连理工大学获得应用化学工学博士学位(导师: 吕小兵教授), 并留校任教至今. 2016年至2018年在德国康斯坦茨大学从事洪堡博士后研究(合作导师: Stefan Mecking). 主要研究方向包括配位催化和羰化聚合等.

陶友华, 中国科学院长春应用化学研究所研究员, 博士生导师. 2008年于中国科学院长春应用化学研究所获得高分子化学与物理的理学博士学位, 导师为王献红研究员. 曾在日本名古屋大学(合作导师: Masami Kamigaito)、美国科罗拉多大学博尔德分校(合作导师: Christopher N. Bowman)以及德克萨斯理工大学从事博士后研究. 2013年加入中国科学院长春应用化学研究所独立开展研究工作. 主要研究方向包括氨基酸高分子合成化学、有机催化开环聚合等.

朱剑波, 四川大学化学学院特聘研究员, 博士生导师. 2009年于四川大学化学学院获得学士学位, 2014年于中国科学院上海有机化学研究所获得有机化学博士学位(导师: 唐勇院士). 2014年至2019年在美国科罗拉多州立大学从事博士后研究(合作导师: Eugene Y.-X Chen). 2019年加入四川大学化学学院独立开展研究工作. 主要研究方向包括环境友好高分子合成、立体选择性聚合催化剂设计等.

基金资助:
国家重点研发计划(2021YFA1501700); 国家自然科学基金(51903177); 国家自然科学基金(21871036); 国家自然科学基金(52073274)

Recent Advances in Monomer Design for Recyclable Polymers

Zhongzheng Cai^a(), Ye Liu^b(), Youhua Tao^c(), Jian-Bo Zhu^a()

a National Engineering Laboratory of Eco-Friendly Polymeric Materials (Sichuan), College of Chemistry, Sichuan University, Chengdu 610064, China
b State Key of Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China
c Key Laboratory of Polymeric Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China

Received:2022-05-23 Published:2022-09-01
Contact: Zhongzheng Cai, Ye Liu, Youhua Tao, Jian-Bo Zhu
Supported by:
National Key Research and Development Program of China(2021YFA1501700); National Natural Science Foundation of China(51903177); National Natural Science Foundation of China(21871036); National Natural Science Foundation of China(52073274)

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摘要/Abstract

现代社会的发展越来越依赖高分子材料, 但其大量使用后不当处置不仅造成资源浪费, 更造成严重的生态环境问题. 将废弃高分子材料解聚回单体, 然后通过聚合反应重新生成与解聚之前等值的高分子材料, 实现高分子材料循环利用被认为是解决上述问题的重要手段之一. 近年来, 通过单体设计发展“理想单体”从而调节“聚合—解聚”平衡, 实现温和条件下高分子材料闭环回收的策略取得了长足进展. 本文将从闭环回收聚酯、聚碳酸酯、含硫聚合物、聚环状烯烃等方面进行综述, 并对该领域的挑战和未来发展方向进行简要讨论.

关键词: 单体设计, 化学回收, 闭环回收, 可回收高分子

The development of modern society highly depends on polymer materials. However, progressive usage and accumulation of polymer products caused the waste of resources and severe environmental issues. To address the abovementioned problem, the development of chemical recycling polymers that could transform the polymers back to monomers and repolymerize to produce polymer materials without value loss is an attractive and important strategy. In recent years, significant advances in the design of “ideal monomers” have enabled the regulation of “polymerization-depolymerization” equilibrium and achieved the closed-loop recycling under mild conditions. This review will focus on the closed-loop recycling of polyesters, polycarbonates, sulfur-containing polymers, and poly(cyclic olefin)s, illustrate the challenges of this field, and provide a perspective on the future development direction.

Key words: monomer design, chemical recycling, closed-loop recycling, recyclable polymers

引用此文

蔡中正, 刘野, 陶友华, 朱剑波. 基于单体设计的可回收高分子研究进展[J]. 化学学报, 2022, 80(8): 1165-1182.

Zhongzheng Cai, Ye Liu, Youhua Tao, Jian-Bo Zhu. Recent Advances in Monomer Design for Recyclable Polymers[J]. Acta Chimica Sinica, 2022, 80(8): 1165-1182.

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图/表 23

图1. 理想的闭环回收高分子经济

Figure 1. Ideal, circular polymer economy

图2. “理想单体”的热力学平衡

Figure 2. Thermodynamics for “Ideal monomer”

图3. 基于五元环内酯闭环回收单体设计

Figure 3. Monomer design for closed-loop recycling based on γ-butyrolactone

图4. 开环聚合金属催化剂和有机催化剂

Figure 4. Metal catalysts and organocatalysts for ROP

图5. MBL聚合与解聚循环

Figure 5. Polymerization-depolymerization cycle of MBL

图6. MMA及衍生物聚合与解聚循环

Figure 6. Polymerization-depolymerization cycle of MMA and its derivatives

图7. 闭环回收六元环和七元环内酯

Figure 7. Selected six, seven-membered ring monomers for closed-loop recycling

图8. 聚乳酸化学回收

Figure 8. Chemical recycling of P(L-LA)

图9. 脂肪族聚碳酸酯的合成方法: 环氧烷烃/CO2开环共聚合和环状碳酸酯的开环聚合

Figure 9. Synthetic methods for aliphatic polycarbonates: ROCOP of epoxides with CO2 and ROP of carbonates

图10. 不同活性链端可能经历的回咬反应: (a)碳酸酯活性链端和(b)烷氧活性链端

Figure 10. Possible backbiting reactions via (a) carbonate species and (b) alkoxide species

图11. 不同环结构的CO2基聚碳酸酯的降解反应

Figure 11. Degradation of CO2-based polycarbonates with different ring structures

图12. 双金属镁/锌配合物催化聚碳酸环己烯酯循环到单体

Figure 12. Chemical recycle of poly(cyclohexene carbonate) to epoxide using bimetallic Mg and Zn complexes

图13. 柠檬烯环氧烷烃CO2基聚碳酸酯的合成和循环性

Figure 13. Synthesis and recyclability of CO2-based polycarbonates from limonene oxide Synthesis and recyclability of CO2-based polycarbonates from limonene oxide

图14. 含氮环氧烷烃和CO2共聚制备完全可循环的CO2基聚碳酸酯

Figure 14. Completely recyclable polycarbonates made from CO2 and N-hetero-epoxide Completely recyclable polycarbonates made from CO2 and N-hetero-epoxide

图15. 六元环碳酸酯的开环聚合和聚碳酸酯的解聚反应

Figure 15. ROP of six ring membered carbonates and depolymerization of resultant polycarbonates

图16. 并环结构七元环碳酸酯开环聚合和脂肪族聚碳酸酯解聚

Figure 16. Ring fused seven-membered cyclic carbonates for aliphatic polycarbonates synthesis and their depolymerizations

图17. 大环碳酸酯单体快速开环聚合和聚碳酸酯产物选择性解聚

Figure 17. Fast polymerization and selective depolymerization of macrocyclic carbonates

图18. 通过缩聚方法制备的聚碳酸酯的化学解聚方式

Figure 18. Chemical depolymerization of polycarbonates via polycondensation

图19. 类聚乙烯脂肪族聚碳酸酯的化学循环反应: 上图, PC-18的溶剂解聚合重新聚合;下图, PC-18的化学循环实验

Figure 19. Chemical recycling of polyethylene-like aliphatic polycarbonates. Top, schematic overview of the chemical recycling of PC-18 solvolysis and repolymerization; Bottom, recycling experiment for PC-18

图20. 经典的含硫环状单体

Figure 20. Typical sulfur-containing cyclic monomers

图21. TA基聚合物的双闭环回收网络

Figure 21. The dually closed-loop recycling network of TA-based polymers

图22. 开环易位聚合机理

Figure 22. Mechanism of ring-opening metathesis polymerization

图23. 环辛烯衍生物聚合与解聚循环

Figure 23. Polymerization-depolymerization cycle of cyclooctene derivatives

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基于单体设计的可回收高分子研究进展

Recent Advances in Monomer Design for Recyclable Polymers

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