Synthesis and characterization of thermotropic liquid crystalline poly(azomethine ether)s

Abstract

Two series of monomers, namely 4,4′-diformyl-α,ω-diphenoxydecane and 4,4′-diformyl-3,3-methoxy-α,ω-diphenoxydecane, were prepared from 1,10-dibromodecane with p-hydroxybenzaldehyde and 4-hydroxy-3-methoxybenzaldehyde (vanillin), respectively. The poly(azomethine ether)s were prepared by solution polycondensation using 4,4′-diformyl-α,ω-diphenoxydecane, 4,4′-diformyl-3,3-methoxy-α,ω-diphenoxydecane with various diamines. The monomers and polymers were characterized by intrinsic viscosity, FT-IR, 1H, and 13C NMR spectroscopy. The thermogravimetric analysis reveals that the polymers are stable up to 320–500°C and decomposed with good char yield. The thermotropic liquid crystalline properties of the polymers were examined by differential scanning calorimetry (DSC) and their textures observed under hot stage optical polarized microscopy (HOPM). All the polymers were exhibited thermotropic liquid crystalline properties except tetramethylene diamines-based polymers.