Multi-segment poly(azomethine)esters: Synthesis,characterization and thermal studies

A novel series of imine-diols (d-1,d-2,d-3,d-4,d-5,d-ar) having inbuilt aliphatic and aromatic segments were prepared via two-step process involving nucleophilic substitution reaction between dibromoalkanes and 4-hydroxybenzaldehyde leading to the formation of dialdehydes and then its acid catalyzed reaction with 4-hydroxyaniline. some new segmented poly(azomethine)esters (tpe-1,tpe-2,tpe-3,tpe-4,tpe-5,tpe-ar,ipe-1,ipe-2,ipe-3,ipe-4,ipe-5,ipe-ar) were synthesized by direct solution phase polycondensation of preformed monomer derivatives and organic diacid chlorides (terephthaloyl chloride (t) and isophthaloyl chlorides (i)) in thf under anhydrous/inert conditions. the monomers and polymers were characterized by viscosity,ftir,nmr,uv/visible spectroscopy,solubility and xrd studies. the thermal behavior was studied by dsc and tga. the esters prepared from 't' were found thermally more stable than those prepared from 'i' due to the presence of p-substituted groups on benzene ring. the inherent viscosity of poly(azomethine)esters in n,n-dimethylacetamide (dmac) was calculated and the range found was 0.008-0.10 dl/g. © 2015,chemical society of pakistan. all rights reserved.