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Preparation of five-membered bis(cyclic carbonate)s at atmospheric pressure for polyhydroxyurethane coatings

机译:多羟基脲丙烷涂料大气压制备五元二乙酸(环碳酸酯)S.

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Cyclic carbonates reacted with diamines or polyamines have been proposed as a greener and safer method to prepare free isocyanate polyurethane coatings. Here, five kinds of bis(cyclic carbonate)s (TDC: toluene bis(cyclic carbonate), MDC: 4,4 '-diphenylmethane bis(cyclic carbonate), IPDC: isophorone bis(cyclic carbonate), HMDC: 4,4 '-methylenebis(cyclohexyl cyclic carbonate), HDC: hexamethylene bis(cyclic carbonate)) were prepared by reacting glycerol carbonate with diisocyanate under atmospheric pressure. Their structures were verified by H-1-NMR and C-13-NMR. These difunctional cyclic carbonates were then reacted with several amines to prepare new polyhydroxyurethane (PHU) coatings, and the film properties were tested. It was found that PHUs based on aromatic and alicyclic structures including TDC, MDC, IPDC, and HMDC displayed high hardness but had poor flexibility and impact resistance, whereas PHUs based on aliphatic structures such as HDC exhibited good flexibility and impact resistance and low hardness. When the length of the alkyl groups in the amine curing agents increased, the impact resistance and flexibility of the PHUs increased, but their pencil hardness decreased. PHUs from TDC, MDC, and IPDC had excellent chemical resistance, but the PHUs from HMDC and HDC had less chemical resistance. Some films displayed excellent properties including 4H pencil hardness, 100 cm kg impact resistance, and excellent flexibility. Some PHUs exhibited good thermal stability, with T-5% values all above 242 degrees C. (c) 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47957.
机译:已提出与二胺或多胺反应的环状碳酸酯作为更环保和更安全的方法,以制备游离异氰酸酯聚氨酯涂料。在此,五种双(环碳酸酯)(TDC:甲苯二酮(环碳酸盐),MDC:4,4'-二苯基甲烷双(环碳酸酯),IPDC:异佛酮双(环碳酸酯),HMDC:4,4' - 通过在大气压力下使二异氰酸酯反应使甘油碳酸酯与二异氰酸酯反应,制备制备甲基甲基甲基(环己基环碳酸酯),HDC:六亚甲基双(环碳酸酯))。它们的结构由H-1-NMR和C-13-NMR验证。然后将这些双官能环状碳酸酯与几种胺反应以制备新的多羟基氨基乙烷(PHU)涂层,并测试膜性质。发现PHUS基于芳族和脂环结构包括TDC,MDC,IPDC和HMDC的高硬度但具有差的柔韧性和抗冲击性,而基于HDC如HDC的脂族结构的PHU表现出良好的柔韧性和抗冲击性和低硬度。当胺固化剂中的烷基的长度增加时,PHU的抗冲击性和柔韧性增加,但它们的铅笔硬度降低。来自TDC,MDC和IPDC的PHU具有优异的耐化学性,但来自HMDC和HDC的PHU具有较少的耐化学性。一些薄膜显示出优异的性能,包括4H铅笔硬度,100厘米kg抗冲击性和优异的柔韧性。一些PHUS表现出良好的热稳定性,T-5%值全部在242摄氏度上方C.(c)2019 Wiley期刊,Inc。聚合物。 SCI。 2019,136,47957。

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