Polyimides Based on Norbornane-2,3,5,6-tetracarboxylic dianhydride

IF 1.6 4区化学 Q4 POLYMER SCIENCE

Polymer Science, Series C Pub Date : 2025-02-22 DOI:10.1134/S1811238225600053

D. A. Chistyakova, A. Yu. Tsegelskaya, K. S. Sadovnikov, K. V. Potapov, A. A. Kuznetsov, M. V. Bermeshev

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Abstract

The polycondensation of norbornane-2,3,5,6-tetracarboxylic acid dianhydride with various diamines has been studied for the first time in order to synthesize new polyimides based on cycloaliphatic dianhydride. Norbornane-2,3,5,6-tetracarboxylic dianhydride (NBDA) has been synthesized from cis-5-norbornane-exo-2,3-dicarboxylic anhydride. The possibility of obtaining polyimides based on norbornane-2,3,5,6-tetracarboxylic dianhydride has been studied by carrying out synthesis under different conditions. Chloroform-soluble, film-forming polyimides based on norbornane-2,3,5,6-tetracarboxylic dianhydride have been obtained by one-step catalytic polycyclocondensation of norbornane-2,3,5,6-tetracarboxylic dianhydride with aromatic diamines in a benzoic acid melt. According to the second method, the polyimide based on norbornane-2,3,5,6-tetracarboxylic dianhydride has been produced using a two-step procedure: low-temperature polycondensation of silylated cycloaliphatic diamine (N,N′-bis(trimethylsilyl)isophoronediamine) in an amide solvent to form a soluble prepolymer with its subsequent imidization in the solid phase. The heat treatment conditions have been optimized for the prepolymer, allowing the production of a polymer with a composition corresponding to the target polyimide. The obtained polymers have been characterized by IR spectrometry, ¹H NMR and solid-state ¹³C NMR spectroscopy, elemental analysis, and DSC and TGA techniques.

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基于降冰片烷-2,3,5,6-四羧基二酐的聚酰亚胺

首次研究了降冰片烷-2,3,5,6-四羧酸二酐与多种二胺的缩聚反应，以合成环脂肪二酐为基础的新型聚酰亚胺。以顺式-5-降冰片烷-2,3-二羧酸乙酐为原料合成了降冰片烷-2,3,5,6-四羧酸二酐（NBDA）。通过不同条件下的合成，研究了降冰片烷-2,3,5,6-四羧酸二酐制备聚酰亚胺的可能性。以降冰片烷-2,3,5,6-四羧酸二酐为原料，在苯甲酸熔体中与芳香二胺一步催化多环缩合，制得了氯仿可溶成膜聚酰亚胺。根据第二种方法，以降冰片烷-2,3,5,6-四羧基二酐为基础，采用两步工艺制备了聚亚胺：在酰胺溶剂中低温缩聚硅烷基环脂肪二胺（N,N ' -二（三甲基硅基）异膦二胺），形成可溶预聚物，随后在固相进行亚酰化。对预聚物的热处理条件进行了优化，允许生产具有与目标聚酰亚胺相对应的组合物的聚合物。通过红外光谱、1H NMR和固态13C NMR、元素分析、DSC和TGA技术对所得聚合物进行了表征。

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来源期刊

Polymer Science, Series C 工程技术-高分子科学

CiteScore

3.00

自引率

4.50%

发文量

审稿时长

>12 weeks

期刊介绍： Polymer Science, Series C (Selected Topics) is a journal published in collaboration with the Russian Academy of Sciences. Series C (Selected Topics) includes experimental and theoretical papers and reviews on the selected actual topics of macromolecular science chosen by the editorial board (1 issue a year). Submission is possible by invitation only. All journal series present original papers and reviews covering all fundamental aspects of macromolecular science. Contributions should be of marked novelty and interest for a broad readership. Articles may be written in English or Russian regardless of country and nationality of authors. All manuscripts are peer reviewed