巯基-烯烃点击聚合在高分子化学实验教学中的探索

doi:10.12461/PKU.DXHX202405143

大学化学 >> 2025, Vol. 40 >> Issue (4): 87-93.doi: 10.12461/PKU.DXHX202405143

所属专题：高分子教育教学

巯基-烯烃点击聚合在高分子化学实验教学中的探索

高利龙, 翟禹豪, 张冬冬, 黄林军, 隋坤艳

青岛大学材料科学与工程学院, 山东青岛 266071

收稿日期:2024-05-20 录用日期:2024-08-14 发布日期:2025-04-25
通讯作者: 高利龙 E-mail:gaolilong@qdu.edu.cn
基金资助:
国家自然科学基金(22275106)；山东省自然科学基金(ZR2022ME107)；山东省高等学校青创团队计划创新团队(2023KJ363)；2023年度山东省属普通本科高校教师访学研修项目

Exploration of Thiol-Ene Click Polymerization in Polymer Chemistry Experiment Teaching

Lilong Gao, Yuhao Zhai, Dongdong Zhang, Linjun Huang, Kunyan Sui

College of Materials Science and Engineering, Qingdao University, Qingdao 266071, Shandong Province, China

Received:2024-05-20 Accepted:2024-08-14 Published:2025-04-25
Contact: Lilong Gao E-mail:gaolilong@qdu.edu.cn

摘要/Abstract

摘要： 硫醇与乙烯基醚的加成反应为自由基机理的反马氏加成反应，该反应可在光引发剂或光敏剂存在下，经紫外辐照高效进行。本实验选择三乙二醇二乙烯基醚和3,6-二氧杂-1,8-辛烷二硫醇为单体，经由巯-烯点击逐步聚合合成聚(醚-硫醚)高分子，并使用核磁共振仪(NMR)确定聚合物分子结构，凝胶渗透色谱仪(GPC)测定所得聚合物的分子量。通过调控单体的摩尔配比和聚合时间，探索获得高分子量聚加成产物的方法；通过加入自由基捕捉剂，验证该聚合反应的机理。本实验是一种简单高效、绿色环保的综合性高分子化学实验。

关键词: 巯-烯点击反应, 二硫醇和二乙烯基醚, 逐步聚合, 分子量调控方法, 凝胶渗透色谱

Abstract: The addition reaction between thiols and vinyl ethers is an anti-Markovnikov addition reaction based on a free radical mechanism, which proceeds efficiently under ultraviolet (UV) irradiation in the presence of photoinitiator or photosensitizer. In this experiment, triethylene glycol divinyl ether (TEGDVE) and 3,6-dioxa-1,8-octanedithiol (DODT) were selected as monomers to synthesize poly(ether-thioether) polymers through thiol-ene click stepwise polymerization. Nuclear magnetic resonance (NMR) was used to determine the molecular structure of the polymers, and gel permeation chromatography (GPC) was employed to measure the molecular weight of the obtained polymers. Strategies to achieve high-molecular-weight polyaddition products were explored by adjusting the molar ratio of monomers and polymerization time. The mechanism of the polymerization reaction was further verified by introducing radical scavengers. This experiment serves as a simple, efficient, green, and environmentally friendly comprehensive polymer chemistry experiment.

Key words: Thiol-ene click reaction, Dithiol and divinyl ether, Stepwise polymerization, Molecular weight control method, Gel permeation chromatography

高利龙, 翟禹豪, 张冬冬, 黄林军, 隋坤艳. 巯基-烯烃点击聚合在高分子化学实验教学中的探索[J]. 大学化学, 2025, 40(4): 87-93.

Lilong Gao, Yuhao Zhai, Dongdong Zhang, Linjun Huang, Kunyan Sui. Exploration of Thiol-Ene Click Polymerization in Polymer Chemistry Experiment Teaching[J]. University Chemistry, 2025, 40(4): 87-93.

链接本文: https://www.dxhx.pku.edu.cn/CN/10.12461/PKU.DXHX202405143

https://www.dxhx.pku.edu.cn/CN/Y2025/V40/I4/87

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巯基-烯烃点击聚合在高分子化学实验教学中的探索

Exploration of Thiol-Ene Click Polymerization in Polymer Chemistry Experiment Teaching

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