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Catechol Containing Polyhydroxyurethanes as High-Performance Coatings and Adhesives
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2018-10-03 00:00:00 , DOI: 10.1021/acssuschemeng.8b03429 Satyannarayana Panchireddy 1 , Bruno Grignard 1 , Jean-Michel Thomassin 1 , Christine Jerome 1 , Christophe Detrembleur 1
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2018-10-03 00:00:00 , DOI: 10.1021/acssuschemeng.8b03429 Satyannarayana Panchireddy 1 , Bruno Grignard 1 , Jean-Michel Thomassin 1 , Christine Jerome 1 , Christophe Detrembleur 1
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Green routes for the synthesis of high-performance isocyanate-free polyurethane coatings and adhesives are intensively searched for. In this article, we report a solvent- and isocyanate-free formulation for novel poly(hydroxyurethane) glues bearing strongly adherent catechol groups. These adhesives are prepared by the polyaddition of a CO2-sourced tricyclic carbonate, hexamethylene diamine, and a catecholamine (dopamine). The role of the catechol functions on the PHU curing and on the final PHU properties are investigated. Although the dopamine slows down the curing of the formulation, this catecholamine added at only 3.9 mol % impressively improves the mechanical and adhesion performances of PHU. The lap shear adhesion of our product surpasses those of PHU that do not contain the catechols. We also demonstrate that the catechol-bearing PHU glues are competing with the adhesion performances of commercial PU glues, at least when a thermal curing is implemented to overcome the low reactivity of cyclic carbonate with amines. The use of renewable feedstocks, the solvent-free process, the atom economy polyaddition reaction, and the absence of any toxic reagent benefit the sustainability of the final product.
中文翻译：
含邻苯二酚的聚羟基聚氨酯作为高性能涂料和胶粘剂
人们一直在寻找绿色的合成高性能无异氰酸酯聚氨酯涂料和粘合剂的途径。在本文中，我们报告了带有牢固粘附的邻苯二酚基团的新型聚（羟基聚氨酯）胶的无溶剂和异氰酸酯配方。这些粘合剂是通过加CO 2制备的来源的三环碳酸酯，六亚甲基二胺和儿茶酚胺（多巴胺）。研究了邻苯二酚功能在PHU固化和最终PHU性能上的作用。尽管多巴胺减慢了制剂的固化，但是仅以3.9 mol％添加的儿茶酚胺却可以显着改善PHU的机械性能和粘合性能。我们产品的搭接剪切粘合力超过不含邻苯二酚的PHU。我们还证明，至少当进行热固化以克服环状碳酸酯与胺的低反应性时，带有邻苯二酚的PHU胶才能与商用PU胶的粘合性能竞争。使用可再生原料，无溶剂工艺，原子经济加聚反应，
更新日期：2018-10-03
中文翻译：
含邻苯二酚的聚羟基聚氨酯作为高性能涂料和胶粘剂
人们一直在寻找绿色的合成高性能无异氰酸酯聚氨酯涂料和粘合剂的途径。在本文中，我们报告了带有牢固粘附的邻苯二酚基团的新型聚（羟基聚氨酯）胶的无溶剂和异氰酸酯配方。这些粘合剂是通过加CO 2制备的来源的三环碳酸酯，六亚甲基二胺和儿茶酚胺（多巴胺）。研究了邻苯二酚功能在PHU固化和最终PHU性能上的作用。尽管多巴胺减慢了制剂的固化，但是仅以3.9 mol％添加的儿茶酚胺却可以显着改善PHU的机械性能和粘合性能。我们产品的搭接剪切粘合力超过不含邻苯二酚的PHU。我们还证明，至少当进行热固化以克服环状碳酸酯与胺的低反应性时，带有邻苯二酚的PHU胶才能与商用PU胶的粘合性能竞争。使用可再生原料，无溶剂工艺，原子经济加聚反应，
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