Abstract In order to prepare thermally stable isosorbide-derived thermoplastic polyurethane, the synthesis of two new chiral exo–exo configured diols, prepared from isosorbide, and two types of diphenols (bisphenol A and thiodiphenol) was described. The synthesis conditions were optimized under conventional heating and microwave irradiations. To prove their suitability in polymerization, these monomers were successfully polymerized using 4,4′-diphenylmethane diisocyanate (MDI) and hexamethylene diisocyanate (HDI). Both monomers and polymers have been studied by NMR, FT-IR, TGA, DSC; intrinsic viscosity of polymers has also been determined. The results showed the effectiveness of the synthetic strategy proposed; moreover, a dramatic reduction of the reaction time and an important improvement of the monomers yield using microwave irradiation have been demonstrated. The monomers, as well as the polymers, showed excellent thermal stability both in air and nitrogen. It was also shown that the introduction of sulphur in the polyurethane backbone was effective in delaying the onset of degradation as well as the degradation rate.

中文翻译：

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微波辅助合成异山梨醇衍生二醇用于制备热稳定热塑性聚氨酯


摘要 为了制备热稳定的异山梨醇衍生热塑性聚氨酯，描述了由异山梨醇和两种二酚（双酚 A 和硫代联苯酚）制备的两种新型手性外-外构型二醇的合成。在常规加热和微波辐射下优化合成条件。为了证明它们在聚合中的适用性，使用 4,4'-二苯基甲烷二异氰酸酯 (MDI) 和六亚甲基二异氰酸酯 (HDI) 成功聚合了这些单体。单体和聚合物均经过NMR、FT-IR、TGA、DSC研究；聚合物的特性粘度也已测定。结果表明所提出的综合策略的有效性；此外，已经证明使用微波辐射可显着缩短反应时间并显着提高单体产率。单体以及聚合物在空气和氮气中均表现出优异的热稳定性。研究还表明，在聚氨酯主链中引入硫可以有效延迟降解的开始以及降解速率。