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Syntheses of Soluble Biopolyimides Using 4-Aminophenylalanine
Chinese Journal of Polymer Science ( IF 4.1 ) Pub Date : 2020-07-27 , DOI: 10.1007/s10118-020-2450-6
Kenji Takada , Hiromasa Shinagawa , Yuki Morita , Manjit S. Grewal , Kazuya Taya , Amit Kumar , Tatsuo Kaneko

4-Aminophenylalanine (4APhe), an exotic amino acid which is obtained as a microorganism metabolite of glucose, is polycondensed with various tetracarboxylic dianhydrides as a diamine monomer to obtain poly(amic acid)s. Subsequent thermal imidization of poly(amic acid)s is made at 220 °C with stepwise heating from 100 °C. Some of the obtained polyimides (PIs) exhibited good solubility in organic solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, and more. The progress of imidization was observed by proton nuclear magnetic resonance and infrared spectroscopy to confirm that the imidization ratio was up to 98%. Carboxylate group of the side-chains of PIs affected their solubilities despite the high imidization ratio, and the solubility was lost for any organic solvents by decarboxylation at 280 °C, confirmed from mass-loss of thermogravimetric analysis. Thus, a new series of PIs were obtained with abilities of solvent-molding in PI state and thermal resistivity enhancement by further heating after molding.



中文翻译:

使用4-氨基苯丙氨酸合成可溶性生物聚酰亚胺

4-氨基苯丙氨酸(4APhe)是一种异源氨基酸,它是葡萄糖的微生物代谢产物,它与各种四羧酸二酐作为二胺单体缩聚,得到聚酰胺酸。随后在220°C进行热酰亚胺化,然后从100°C逐步加热。某些获得的聚酰亚胺(PI)在有机溶剂(如NN-二甲基甲酰胺,NN-二甲基乙酰胺等。通过质子核磁共振和红外光谱观察酰亚胺化的进展,证实酰亚胺化率高达98%。热重分析的质量损失证实,尽管酰亚胺化率高,但PI侧链的羧酸根基团仍会影响其溶解度,并且任何有机溶剂的溶解度都会在280°C下通过脱羧作用而丧失。因此,获得了一系列新的PI,其具有在PI状态下溶剂成型和通过在成型后进一步加热而提高热阻性的能力。

更新日期:2020-09-03
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