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Nonisocyanate polyurethanes from six-membered cyclic carbonates: Catalysis and side reactions

机译:来自六元环碳酸酯的非异氰酸酯聚氨酯:催化和副反应

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摘要

We present a detailed investigation of the aminolysis of six-membered cyclic carbonates to form (poly)hydroxyurethanes. Model reactions between hexyl amine and trimethylene carbonate were performed under different conditions where we surveyed the effects of temperature and the presence of catalyst on the rate of reaction. Increased temperatures and the presence of catalyst lead to significant increases in the rate of reaction and overall conversion depending on the structure of the catalyst. Similar observations were also made in model polymerization between a carbonate derivative of di(trimethylolpropane) and diaminopentane. However, the increased rates of reaction and conversion only lead to modest gains in molecular weight. In addition, gelation of the polymerization mixture often occurred as well. Nominal and high-resolution mass spectrometry were used to identify side products that formed during the reaction between trimethylene carbonate and hexyl amine, which explained the gelation of polymerization mixture and lower than expected molecular weights. (C) 2017 Wiley Periodicals, Inc.
机译:我们详细研究了六元环碳酸盐的氨基氨基,形成(聚)羟基氨基乙烷。在不同条件下进行己基胺和三甲基碳酸酯之间的模型反应,在不同的条件下进行温度和催化剂存在对反应速率的影响。提高温度和催化剂的存在导致反应速度和总转化率的显着增加,这取决于催化剂的结构。在二(三羟甲基丙烷)和二氨基戊烷的碳酸酯衍生物之间的模型聚合中也进行了类似的观察结果。然而,反应率的增加仅导致分子量的适度增益。此外,通常也发生聚合混合物的凝胶化。使用标称和高分辨率质谱法鉴定在三甲基碳酸亚乙酯和己胺之间反应期间形成的侧产物,其解释了聚合混合物的凝胶和低于预期的分子量。 (c)2017 Wiley期刊,Inc。

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