Comparison of Homo-Polyimide Films Derived from Two Isomeric Bis-Benzimidazole Diamines
Open Access
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-1H-benzimidazole]-2,2′-diylbis-benzenamine (4-AB) has been reported. However, reports are lacking on homo-polyimides (homo-PIs) containing 3,3′-[5,5′-bi-1H-benzimidazole]-2,2′-diylbis-benzenamine (3-AB), which is one of the isomers of 4-AB. 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 4-AB was lower than that of 3-AB, resulting in higher reactivity of 4-AB. Consequently, PIs containing 4-AB displayed better mechanical performance. Molecular simulation confirmed that 3-AB and its corresponding PI chain exhibited distorted conformation, leading to the PI films containing 3-AB having a lighter color. In addition, the 3-AB structure was calculated to have higher rotational energy compared to 4-AB, resulting in a higher glass transition temperature (Tg) in PIs prepared from 3-AB. On the other hand, PIs containing 4-AB exhibited a higher level of molecular linearity, leading to a lower coefficient of thermal expansion (CTE) compared to PIs prepared from 3-AB. Furthermore, all PIs showed higher thermal stability with a 5% weight loss temperature above 530 °C and Tg higher than 400 °C.Keywords
Funding Information
- Natural Science Foundation of Shandong Province (ZR2021QB194, 52003196, 52233016, 51733007, KJRC2020006)
- National Natural Science Foundation of China (ZR2021QB194, 52003196, 52233016, 51733007, KJRC2020006)
- Doctoral Fund of Weifang University of Science and Technology (ZR2021QB194, 52003196, 52233016, 51733007, KJRC2020006)
This publication has 54 references indexed in Scilit:
- Synthesis, characterization and properties of polyimides derived from a symmetrical diamine containing bis-benzimidazole ringsPolymer Degradation and Stability, 2012
- Correlation between hydrogen‐bonding interaction and mechanical properties of polyimide fibersPolymers for Advanced Technologies, 2009
- Syntheses and properties of polyimides derived from diamines containing 2,5‐disubstituted pyridine groupJournal of Applied Polymer Science, 2006
- A molecular simulation study of cavity size distributions and diffusion in para and meta isomersPolymer, 2005
- From molecules to solids with the DMol3 approachThe Journal of Chemical Physics, 2000
- Polyimides derived from nonaromatic monomers: synthesis, characterization and potential applicationsReactive and Functional Polymers, 1996
- Synthesis and properties of fluorinated polyimides from novel 2,2'-bis(fluoroalkoxy)benzidinesMacromolecules, 1993
- Coating thickness effect on the orientation and thermal expansion coefficient of polyimide filmsPolymer, 1992
- Effect of thermal curing on the structures and properties of aromatic polyimide filmsMacromolecules, 1991
- The relationship between glass temperature, molar cohesion, and polymer structureJournal of Applied Polymer Science, 1961