Synthesis and properties of polyimides derived from diamine monomer containing bi-benzimidazole unit

Synthesis and properties of polyimides derived from diamine monomer containing bi-benzimidazole unit
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含双苯并咪唑单元的二胺单体聚酰亚胺的合成及性能

DOI:
10.1007/s10965-014-0424-5
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发表时间:
2014-04-04
影响因子:
2.8
通讯作者:
Zhang, Qinghua
Zhang, Qinghua
中科院分区:
化学3区
文献类型:
--
作者:
Chen, Yingtao;Zhang, Qinghua

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以3,3 ',4,4'-联苯四胺和对硝基苯甲醛为原料合成了2,2-双(4 '-硝基苯基)-5,5-双-1H-苯并咪唑(BNPBBI),并以较高的收率合成了一种新型含双苯并咪唑结构的芳香杂环二胺单体2,2-双(4'-氨基苯基)-5,5-双-1H-苯并咪唑。用FTIR、H-1 NMR和元素分析对它们的组成和化学结构进行了表征。以3,3 ′,4,4 ′-联苯四甲酸二酐、4,4 ′-邻苯二甲酸酐和均苯四甲酸二酐为原料,与BAPBBI反应,合成了一系列主链含杂环的芳香族聚酰亚胺。该聚合物具有> 415 ℃的高玻璃化转变温度和高达566 ℃的良好热稳定性,重量损失为5%。聚苯并咪唑和聚酰亚胺通过在主链中引入BAPBBI的结合提供了刚性结构,从而增强了大分子间的相互作用,从而导致优异的机械性能。这些聚酰亚胺显示出201至327 MPa的强拉伸强度和10.7至15.5 GPa的无后拉伸的拉伸模量。
A new aromatic heterocyclic diamine monomer containing bi-benzimidazole unit, 2,2-bis(4'-aminophenyl)-5,5-bi-1H-benzimidazole, was synthesized from 2,2-bis(4'-nitrophenyl)-5,5-bi-1H-benzimidazole (BNPBBI) prepared via the reaction of 3,3', 4,4'-biphenyltetramine and p-nitrobenzaldehyde with a high yield. Their compositions and chemical structures containing polybenzimidazole backbone were characterized by FTIR, H-1 NMR and elemental analysis. A series of aromatic polyimides containing the heterocyclic moiety in the main chain were prepared by the reaction of BAPBBI with various aromatic dianhydrides of 3,3', 4,4'-biphenyltetracarboxylic dianhydride, 4,4'-oxydiphthalic anhydride or pyromellitic dianhydride. The polymers possess a high glass transition temperature of > 415 degrees C and a good thermal stability up to 566 degrees C with a 5 % weight loss. The combination of polybenzimidazole and polyimide via introducing BAPBBI into the main chains provides the rigid structure, and macromolecular interactions are thus enhanced, resulting in the outstanding mechanical properties. These polyimides exhibit the strong tensile strength of 201 to 327 MPa, and the ultrahigh tensile moduli of 10.7 to 15.5 GPa without post stretching.