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Synthesis of aromatic poly(urea-imide) with heterocyclic side-chain structure

机译：具有杂环侧链结构的芳族聚脲酰亚胺的合成

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摘要

The poly(urea-imide) copolymers with inherent viscosity of 0.81-1.08 dL/g were synthesized by reacting aryl ether diamine or its polyurea prepolymer with various diisocyanate-terminated polyimide prepolymers. The aryl ether diamine was obtained by first nucleophilic substitution of phenolphthalein with p-chloronitrobenzene in the presence of anhydrous potassium carbonate to form a dinitro aryl ether, and then further hydrogenated to diamine. The polyimide prepolymers were prepared by using 4,4 prime -diphenylmethane diisocyanate to react with pyromellitic dianhydride, 3,3 prime ,4,4 prime -benzophenonetetracarboxylic dianhydride, or 3,3 prime ,4,4 prime -sulfonyldiphthalic anhydride by using the direct one-pot method to improve their solubility, but without sacrificing thermal property. These copolymers are amorphous and readily soluble in a wide range of organic solvents such as N-methyl-2-pyrrolidone, dimethylimidazole, N,N-dimethylacetamide, dimethyl sulfoxide, N,N-dimethylformamide, m-cresol, and sulfolane. All the poly(urea-imides) have glass transition temperatures in the range of 205-240°C and show a 10 wt % loss at 326-352°C in nitrogen and 324-350°C in air. The tensile strength, elongation at break, and initial modulus of these copolymer films range from 42 to 79 MPa, 5 to 16%, and 1.23 to 2.02 GPa, respectively.
机译：通过使芳基醚二胺或其聚脲预聚物与各种二异氰酸酯封端的聚酰亚胺预聚物反应，合成特性粘度为0.81-1.08 dL / g的聚（脲酰亚胺）共聚物。通过在无水碳酸钾存在下先用对氯硝基苯亲和取代酚酞，形成二硝基芳基醚，然后进一步氢化成二胺，得到芳基醚二胺。聚酰亚胺预聚物是通过使用4,4,4-伯-二苯基甲烷二异氰酸酯与均苯四甲酸二酐，3,3伯，4,4伯-二苯甲酮四羧酸二酐或3,3伯，4,4伯-磺酰基二邻苯二甲酸酐反应制得的一锅法可提高其溶解度，但又不影响热性能。这些共聚物是无定形的，易于溶于各种有机溶剂，例如N-甲基-2-吡咯烷酮，二甲基咪唑，N，N-二甲基乙酰胺，二甲基亚砜，N，N-二甲基甲酰胺，间甲酚和环丁砜。所有聚（脲-酰亚胺）的玻璃化转变温度为205-240°C，在326-352°C的氮气中和324-350°C的空气中损失10％。这些共聚物薄膜的拉伸强度，断裂伸长率和初始模量分别为42至79 MPa，5至16％和1.23至2.02 GPa。

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