Synthesis, characterization, and properties of new sequenced poly(ether amide)s based on 2‐(4‐aminophenyl)‐5‐aminobenzimidazole and 2‐(3‐aminophenyl)‐5‐aminobenzimidazole

Abstract

Abstract A set of new aromatic poly(ether amide)s containing benzimidazole groups and ethylene oxide sequences of different lengths were synthesized and characterized. The new polymers were prepared from two benzimidazole diamines, 2‐(4‐aminophenyl)‐5‐aminobenzimidazole and 2‐(3‐aminophenyl)‐5‐aminobenzimidazole, and various oligo(ethylene oxide)dibenzoyl chlorides. They exhibited good solubility in polar aprotic solvents and glass‐transition temperatures in the range of 125–300 °C (the longer the ethylene oxide spacer was, the lower the glass‐transition temperature was). The new polyamides were essentially amorphous, as observed by X‐ray diffraction measurements and confirmed by differential scanning calorimetry measurements, by means of which no melting endotherm was observed in any case. The decomposition temperatures, as revealed by thermogravimetric analysis in nitrogen, were about 400 °C for all of them, regardless of the length of the ethylene oxide content or the phenylene ring orientation (meta or para) of the diamine moiety. The number of ethylene oxide linkages per repeat unit also determined the water uptake. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 1414–1423, 2006