The influence of alkyl groups at ortho-position of amino group on the structure and properties of polyimides

A series of polyimides (PIs) using four kinds of m -phenylenediamine monomers containing different substituent groups at the ortho -position of the amino group was synthesized. Furthermore, these polyimides with variable rotational freedom of the imide bond and the rigidity of the polyimides molecul...

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Bibliographic Details
Published in:Polymer bulletin (Berlin, Germany) Germany), 2023-09, Vol.80 (9), p.9881-9897
Main Authors: Zhao, Yixin, Wang, Mingliang, Wang, Xi, Yi, Chunwang, Su, Shengpei
Format: Article
Language:English
Subjects:
Characterization and Evaluation of Materials
Charge transfer
Chemistry
Chemistry and Materials Science
Complex Fluids and Microfluidics
Electromagnetic absorption
Ethanol
Glass transition temperature
Hydrocarbons
Modulus of elasticity
Molecular chains
Optical properties
Organic Chemistry
Original Paper
Phenylenediamine
Physical Chemistry
Polyimide resins
Polymer Sciences
Rigidity
Soft and Granular Matter
Tensile strength
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Summary:A series of polyimides (PIs) using four kinds of m -phenylenediamine monomers containing different substituent groups at the ortho -position of the amino group was synthesized. Furthermore, these polyimides with variable rotational freedom of the imide bond and the rigidity of the polyimides molecular chain were used to investigate the influence of these alkyl groups on the structure and properties of PIs. The results of property tests revealed the effects of these substituent groups on the properties of PIs. The glass transition temperatures ( T g s) and tensile strengths of PIs have increased due to the decrease of the rotational freedom of the imide bond and the increased rigidity of the polyimides molecular chain. Due to the weakening of the intermolecular charge-transfer (CT) interactions caused by the substituent groups, the solubility of PIs has been improved. All the PIs with alkyl groups exhibit greater tensile strength and higher Young's modulus because the introduction of alkyl groups can increase the rigidity of the molecular chain. While due to the electron-donating property of the alkyl groups, the intramolecular CT interactions in the PI molecule become stronger making the PIs with alkyl groups exhibit stronger visible light absorption capability.
ISSN:0170-0839
1436-2449
DOI:10.1007/s00289-022-04537-z