Syntheses and characterizations of oligo(azomethine ether)s derived from 2,2′-[1,4-enylenebis (methyleneoxy)]dibenzaldehyde and 2,2′-[1,2-phenylenebis (methyleneoxy)]dibenzaldehyde

Abstract

The oligo(azomethine ether)s were synthesized via polycondensation of alkyl diamines with aromatic dialdehydes. Two series of dialdehydes, namely 2,2′-[1,2-phenylenebis(methyleneoxy)]dibenzaldehyde [2,2′-1,2-(PBMODB)] and 2,2′-[1,4-phenylenebis(methyleneoxy)]dibenzaldehyde [2,2′-1,4-(PBMODB)] were prepared from the condensation reactions of salicylaldehyde with o-xylenedibromide and p-xylenedibromide, respectively. The structures of dialdehydes and oligomers were determined by FT-IR, 1H-NMR and 13C-NMR. The thermal analyses of oligomers were conducted by DSC and TG/DTA techniques, respectively. Size exclusion chromatography (SEC) technique was also used to determine molecular weights and molecular weight distributions of oligomers. Electrochemical properties of the synthesized products were investigated.