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Sustainable paeonol-derived polyimine-epoxy as a substitute for DGEBA thermoset
Reactive & Functional Polymers ( IF 4.5 ) Pub Date : 2023-12-12 , DOI: 10.1016/j.reactfunctpolym.2023.105804
Zhiyong Li , Yuting Dong , Chunyu Li , Hao Guan , Lei Shen , Jingjing Meng , Kai Guo

The bisphenol A epoxy resin is primarily reliant on petrochemicals and shows biological toxicity. To overcome such a disadvantage, both academia and industry attempt to explore both bio-based monomers and their functional polymers. A stable epoxy monomer with a proper melting point promotes a solvent-free, environmentally friendly curing technique. To address related problems, a novel bio-based mono-aromatic epoxy resin, 1-(2,4-bis(oxiran-2-ylmethoxy)phenyl)-ethan-1-one (BPEO) was derived from paeonol herein. Such a BPEO monomer allowed the mild fabrication of novel polyimine-epoxy resins with apparent activation energies ranging from 46.9 to 54.1 KJ/mol. The resultant polyimine-epoxy resins showed increased dynamic mechanical properties and adhesion values as well as relatively high char residue up to 37.3 wt%. In addition, analogous to the diglycidyl ether of bisphenol-A (DGEBA) counterpart, BPEO-derived epoxy resins behaved with comparable mechanical and thermal stability properties. Similar chemical and solvent resistance were also revealed for the biobased BPEO networks when compared to the DGEBA counterparts. Notably, the inherent NTE behaviors for these epoxy resins were also first presented which varied from −71.1 to −430.9 ppm/oC. In addition, through the bio-based or petroleum-based resorcinol transformation, the BPEO can be readily scaled up, and those will deliver excellent development for its industrial applications.



中文翻译:


可持续的丹皮酚衍生聚亚胺环氧树脂作为 DGEBA 热固性材料的替代品



双酚A型环氧树脂主要依赖于石化产品,并表现出生物毒性。为了克服这一缺点,学术界和工业界都试图探索生物基单体及其功能聚合物。具有适当熔点的稳定环氧单体可促进无溶剂、环保的固化技术。为了解决相关问题,本文从丹皮酚衍生出一种新型生物基单芳香族环氧树脂,1-(2,4-双(环氧乙烷-2-基甲氧基)苯基)-乙烷-1-酮(BPEO)。这种 BPEO 单体可以温和地制造新型聚亚胺环氧树脂,其表观活化能范围为 46.9 至 54.1 KJ/mol。所得聚亚胺环氧树脂表现出更高的动态机械性能和粘附力值,以及相对较高的残炭量(高达 37.3 wt%)。此外,与双酚 A 二缩水甘油醚 (DGEBA) 对应物类似,BPEO 衍生的环氧树脂具有相当的机械和热稳定性能。与 DGEBA 对应物相比,生物基 BPEO 网络也显示出类似的耐化学性和耐溶剂性。值得注意的是,这些环氧树脂固有的 NTE 行为也首次被提出,其变化范围为 -71.1 至 -430.9 ppm/ o C。此外,通过生物基或石油基间苯二酚转化,BPEO可以很容易地扩大规模,这将为其工业应用带来良好的发展。

更新日期:2023-12-17
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