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Processable, high Tg polyimides from unsymmetrical diamines containing 4-phenoxy aniline and benzimidazole moieties

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Abstract Two novel unsymmetric diamine isomers, 6-amino-2-(4-(4-aminophenoxy)phenyl)-1H-benzimidazole (3p) and 6-amino-2-(3-(4-aminophenoxy)phenyl)-1H-benzimidazole (3 m), were synthesized and employed to react with several aromatic dianhydrides to yield two new series of poly (benzimidazole imide)s… Click to show full abstract

Abstract Two novel unsymmetric diamine isomers, 6-amino-2-(4-(4-aminophenoxy)phenyl)-1H-benzimidazole (3p) and 6-amino-2-(3-(4-aminophenoxy)phenyl)-1H-benzimidazole (3 m), were synthesized and employed to react with several aromatic dianhydrides to yield two new series of poly (benzimidazole imide)s (PBIPIs), PI-4 (a-e) and PI-5 (c-e) through two-step and one step polymerization method, respectively. The effect of chain isomerism on molecular packing and physical properties of PBIPIs is investigated. Both series exhibited excellent thermal stability (T5% = 503–559 °C), high Tg values (276–383 °C) and good mechanical properties (tensile strengths of 98–151 MPa and tensile moduli of 3.5–5.2 GPa). The PI-5 (c-e) showed high solubility compared to PI-4 (a-e) series. Such improved solubility attributed to the flexible ether connecting groups with non-coplanarity. Furthermore, controlled molecular weight (Mw) polymer PI-5e-PA derived from 3 m, demonstrated good solution and melt processability.

Keywords: high polyimides; processable high; unsymmetrical diamines; polyimides unsymmetrical; benzimidazole; diamines containing

Journal Title: Polymer
Year Published: 2018

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