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Synthesis and properties of polyamides from 2,5-furandicarboxylic acid

机译:来自2,5-呋喃羧酸的聚酰胺的合成与性质

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The aim of this study is to investigate the synthesis of 2,5-furandicarboxylic acid (FDCA)-based copolyamides. Indeed, FDCA monomer may be a potential bio-based alternative to phthalic acids. A series of polyamides and copolyamides, PA 6-I(x)/6-F(y), are synthesized in a pilot scale reactor by melt polycondensation of salts based on FDCA, isophthalic acid (IPA), and 1,6-hexamethylenediamine. The chemical structure and composition of the resulting copolymers are extensively characterized by NMR (H-1, C-13, and 2D), MALDI-TOF as well as size exclusion chromatography and solution viscosimetry. Their thermal properties are studied by differential scanning calorimetry and TGA and also by a molecular modeling technique. It is pointed out that, during the synthesis, FDCA-rich polymers overcome a massive decarboxylation of FDCA, preventing the production of high molar mass polymers. It is also found that all polymers are amorphous and that the glass transition temperatures decrease as the amount of FDCA in the polymer increases. This is confirmed by the results from molecular dynamics. In addition, it is observed that the copolymers become more hygroscopic when the amount of FDCA in the copolyamides increases. However, the water uptake of PA 6-I(x)/6-F(y) with 90 > x > 50 is lower than those of PA6 and PA 66 polyamides. (C) 2017 Wiley Periodicals, Inc.
机译:本研究的目的是研究基于共聚酰胺的2,5-呋喃羧酸(FDCA)的合成。实际上,FDCA单体可以是邻苯二甲酸的潜在生物基替代方案。通过基于FDCA,间苯二甲酸(IPA)和1,6-六亚甲二胺的盐的熔化缩聚,在导液凝聚反应器中合成了一系列聚酰胺和共聚酰胺PA 6-I(X)/ 6-F(Y)。 。所得共聚物的化学结构和组合物通过NMR(H-1,C-13和2D),MALDI-TOF以及尺寸排阻色谱和溶液粘接性。通过差示扫描量热法和TGA以及分子建模技术研究了它们的热性能。所指出的是,在合成期间,富含FDCA的聚合物克服了FDCA的大规模脱羧,防止了高摩尔质量聚合物的产生。还发现所有聚合物都是无定形的,并且随着聚合物中的FDCA的量增加,玻璃化转变温度会降低。通过分子动力学的结果证实了这一点。另外,当共聚酰胺中的FDCA的量增加时,共聚物变得更加吸湿。然而,具有90> x> 50的PA 6-I(X)/ 6-F(Y)的水吸收低于PA6和PA 66聚酰胺的水。 (c)2017 Wiley期刊,Inc。

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