This investigation reports the effective use of the Diels–Alder (DA) click reaction in the preparation of self‐healing bio‐based dendritic methacrylates having reactive furfuryl functionality. Bio‐based methacrylates were synthesized by modifying tannic acid with glycidyl methacrylate and furfuryl functionality was introduced by atom transfer radical polymerization with varied amount of furfuryl methacrylate monomer. The thermoreversible network was successfully achieved by DA and retro‐DA reaction between the furfuryl groups and a bifunctional maleimide crosslinker, bismaleimide. This process was studied by nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, thermogravimetric analysis, and solvent exposure tests. Differential scanning calorimetry analysis was used to determine the endothermic retro‐DA reaction in the DA adduct. The self‐healing property of the above crosslinked material was demonstrated by monitoring the repair of a scratch in the polymer film upon heating and cooling. This was analyzed by scanning electron microscopy. POLYM. ENG. SCI., 60:140–150, 2020. © 2019 Society of Plastics Engineers

中文翻译：

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热可逆狄尔斯-阿尔德反应合成自修复的基于生物鞣酸的甲基丙烯酸酯

这项研究报告了Diels–Alder（DA）点击反应在制备具有反应性糠基官能团的自修复生物基树枝状甲基丙烯酸酯中的有效利用。通过用甲基丙烯酸缩水甘油酯修饰鞣酸来合成生物基甲基丙烯酸酯，并通过原子转移自由基聚合与不同量的甲基丙烯酸糠酯单体引入糠基官能度。热可逆网络通过糠基和双功能马来酰亚胺交联剂双马来酰亚胺之间的DA和Retro-DA反应成功实现。通过核磁共振波谱，傅立叶变换红外光谱，热重分析和溶剂暴露测试对这一过程进行了研究。差示扫描量热分析用于确定DA加合物中的吸热逆转录DA反应。通过监测加热和冷却后聚合物膜中划痕的修复，可以证明上述交联材料的自我修复性能。通过扫描电子显微镜分析。POLYM。ENG。SCI。，60：140–150，2020.©2019塑料工程师协会