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源自两种异构双苯并咪唑二胺的均聚聚酰亚胺薄膜的比较

Comparison of Homo-Polyimide Films Derived from Two Isomeric Bis-Benzimidazole Diamines.

作者信息

Lian Meng, Zheng Feng, Meng Lingbin, Zhao Fei, Liu Jun, Song Jimei, Lu Qinghua

机构信息

Shandong Engineering Laboratory for Clean Utilization of Chemical Resources, Weifang University of Science and Technology, Weifang 262700, China.

School of Chemical Science and Engineering, Tongji University, Siping Road 1239, Shanghai 200092, China.

出版信息

Molecules. 2023 Jun 21;28(13):4889. doi: 10.3390/molecules28134889.

Abstract

Heteroaromatic polyimides (PIs) containing benzimidazole have attracted tremendous attention due to their positive impact on the properties of PIs. Some research on PIs containing 4,4'-[5,5'-bi-1-benzimidazole]-2,2'-diylbis-benzenamine () has been reported. However, reports are lacking on homo-polyimides (homo-PIs) containing 3,3'-[5,5'-bi-1-benzimidazole]-2,2'-diylbis-benzenamine (), which is one of the isomers of . In this paper, the influence of amino groups' positions on the performance of homo-PIs was investigated. It was found that the net charge of the amine N group in was lower than that of , resulting in higher reactivity of . Consequently, PIs containing displayed better mechanical performance. Molecular simulation confirmed that and its corresponding PI chain exhibited distorted conformation, leading to the PI films containing having a lighter color. In addition, the structure was calculated to have higher rotational energy compared to , resulting in a higher glass transition temperature () in PIs prepared from . On the other hand, PIs containing exhibited a higher level of molecular linearity, leading to a lower coefficient of thermal expansion (CTE) compared to PIs prepared from . Furthermore, all PIs showed higher thermal stability with a 5% weight loss temperature above 530 °C and higher than 400 °C.

摘要

含苯并咪唑的杂环聚酰亚胺(PIs)因其对聚酰亚胺性能的积极影响而备受关注。已有一些关于含4,4'-[5,5'-联-1-苯并咪唑]-2,2'-二亚基双苯胺()的聚酰亚胺的研究报道。然而,关于含3,3'-[5,5'-联-1-苯并咪唑]-2,2'-二亚基双苯胺()的均聚聚酰亚胺(均聚PIs)的报道却很少,而它是 的异构体之一。本文研究了氨基位置对均聚PIs性能的影响。结果发现, 中胺N基团的净电荷低于 ,导致 具有更高的反应活性。因此,含 的聚酰亚胺表现出更好的机械性能。分子模拟证实, 及其相应的PI链呈现扭曲构象,使得含 的PI薄膜颜色更浅。此外,计算得出 结构的旋转能比 更高,导致由 制备的聚酰亚胺具有更高的玻璃化转变温度()。另一方面,含 的聚酰亚胺表现出更高的分子线性度,与由 制备的聚酰亚胺相比,其热膨胀系数(CTE)更低。此外,所有聚酰亚胺都表现出更高的热稳定性,5%失重温度高于530°C, 高于400°C。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e7e5/10343788/1e042ca7835d/molecules-28-04889-g001.jpg

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