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Carbodiimide-Assisted Synthesis of High Purity Bis(cyclic carbonate) Under Atmospheric Conditions for Preparation of Non-Isocyanate Polyurethane
Journal of Polymers and the Environment ( IF 4.7 ) Pub Date : 2021-01-02 , DOI: 10.1007/s10924-020-01996-1
Mohanad Eltayeb , SanXi Li , Patrick U. Okoye , Song Wang

The cyclic carbonates as non-isocyanate polyurethane (NIPU) precursors are usually prepared via CO2 fixation under harsh conditions for a satisfactory conversion rate, which is energy-intensive. Herein, cyclic carbonate was prepared under ambient conditions with high purity and yield using a water-soluble ethyl-(N′,N′dimethylamino) propylcarbodiimide hydrochloride (EDC) to provide a favored industrialization method. The glycerol carbonate was reacted with a furan-based dicarboxylic acid using EDC to evolve cyclic carbonates, followed by the aminolysis with different chemical structural amines to produce bio-based NIPUs. The effects of the reaction parameters on the yield and purity of bis(cyclic carbonate) were investigated. The results showed that the synthesized bis(cyclic carbonate) have a purity of 99% and a yield of > 70%. The different structures of the diamines exhibited different reactivity and molecular weights in the order of multi-functional amine > linear amine > cyclic amine. All the synthesized furan-based NIPUs presented excellent thermal stability above 350 °C and glass transition temperature in the range of 51.9 °C to 99.6 °C. The result demonstrates the potential of this environmentally benign strategy to prepare high-performance bio-based NIPUs with interesting properties even for biomedical applications.



中文翻译:

常压条件下碳二亚胺辅助合成高纯度双(环状碳酸酯)制备非异氰酸酯聚氨酯

作为非异氰酸酯聚氨酯(NIPU)前体的环状碳酸酯通常通过CO 2制备在苛刻的条件下进行定影,以获得令人满意的转换率,这是高能耗的。在此,使用水溶性乙基-(N',N'二甲基氨基)丙基碳二亚胺盐酸盐(EDC)在环境条件下以高纯度和高产率制备环状碳酸酯以提供有利的工业化方法。使用EDC使碳酸甘油酯与基于呋喃的二羧酸反应生成环状碳酸酯,然后与不同化学结构的胺进行氨解以生产生物基NIPU。研究了反应参数对双(环状碳酸酯)收率和纯度的影响。结果表明,合成的双(环状碳酸酯)的纯度为99%,产率> 70%。二胺的不同结构表现出不同的反应性和分子量,依次为多官能胺>线性胺>环状胺。所有合成的基于呋喃的NIPU在350°C以上均表现出出色的热稳定性,玻璃化转变温度在51.9°C至99.6°C的范围内。结果表明,这种环境友好的策略具有潜力,即使对于生物医学应用,也可以制备具有有趣特性的高性能生物基NIPU。

更新日期:2021-01-02
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