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Deep eutectic solvents based on L-Arginine and glutamic acid as green catalysts and conductive agents for epoxy resins
Journal of Molecular Liquids ( IF 6 ) Pub Date : 2021-09-16 , DOI: 10.1016/j.molliq.2021.117568
Mehdi Sheikhi 1 , Fatemeh Rafiemanzelat 1 , Narges Sadeghpour 2 , Marzieh Shams 3 , Atefeh Nasr Esfahani 1
Affiliation  

Many engineered epoxy products in the recent years require sustainable materials to be contributive in the coming decades. The efficiency of [DES]Arg/Eg and [DES]Glu/Eg deep eutectic solvents (DESs) on the curing reaction of bisphenol A diglicydyl ether (DGEBA) with the application of differential scanning calorimetry (DSC) at temperatures 313–333 K is assessed. The both DESs studied here can act as the catalyst of epoxy-amine reaction, hardener and conducting agents in a simultaneous manner. Moreover, it reveals different reaction kinetics which strongly depend on the type of hydrogen bonding acceptor of the mixture. It is observed that there exist many fundamental differences between the progress of isothermal curing reaction in the presence of [DES]Arg/Eg and [DES]Glu/Eg considering the conductive ionic liquids and non-conductive conventional hardeners. The [DES]Glu/Eg at lower concentrations exhibits different catalytic behavior in the initial stages of the reaction, in a sense that the reaction progresses at higher rates up to 5 min and hampered afterward. In contrast, [DES]Arg/Eg act as a high-efficient catalyst in a sense that it allows the curing reaction approaches the completion level within 30 min which is comparable to previously reported conducting dopants. From kinetic results it is deduced that the mechanism of curing reaction follows the first-order kinetic in the presence of [DES]Arg/Eg and [DES]Glu/Eg and reaction occurring in the presence of [DES]Glu/Eg is characterized by higher activation energy compared to [DES]Arg/Eg. To analyze the efficiency of DESs as a catalyst for the epoxy-amine reaction, a computational study is run on a simplified model reaction catalyzed by [DES]Glu/Eg revealing a significant decrease in activation energy of the catalyzed reaction.



中文翻译:

基于 L-精氨酸和谷氨酸的低共熔溶剂作为环氧树脂的绿色催化剂和导电剂

近年来,许多工程环氧树脂产品需要可持续材料才能在未来几十年做出贡献。[DES] Arg/Eg和 [DES] Glu/Eg 低共熔溶剂 (DESs) 对双酚 A 二甘醇醚 (DGEBA) 固化反应的效率,应用差示扫描量热法 (DSC) 在 313–333 K 温度下进行被评估。这里研究的两种 DES 都可以同时作为环氧胺反应的催化剂、硬化剂和导电剂。此外,它揭示了不同的反应动力学,这在很大程度上取决于混合物的氢键受体的类型。观察到[DES] Arg/Eg存在下等温固化反应的进程存在许多根本差异[DES] Glu/Eg考虑导电离子液体和非导电常规固化剂。较低浓度的 [DES] Glu/Eg在反应的初始阶段表现出不同的催化行为,从某种意义上说,反应以更高的速率进行,最多 5 分钟,然后受到阻碍。相比之下,[DES] Arg/Eg在某种意义上充当高效催化剂,它允许固化反应在 30 分钟内接近完成水平,这与之前报道的导电掺杂剂相当。从动力学结果推断,在[DES] Arg/Eg和[DES] Glu/Eg存在下,固化反应的机理遵循一级动力学与[DES] Arg/Eg相比,在 [DES] Glu/Eg存在下发生的反应具有更高的活化能。为了分析 DES 作为环氧-胺反应催化剂的效率,对 [DES] Glu/Eg催化的简化模型反应进行了计算研究,结果显示催化反应的活化能显着降低。

更新日期:2021-09-23
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