Synthesis and characterization of novel aromatic polyesters from 5-[3-phenyl-2-(9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximido)propanoyl amino] isophthalic acid and various diols

Soluble novel aromatic polyesters containing pendent L-phenylalanine-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximido units in the side chain have been prepared via direct polycondensation of 5-[3-phenyl-2-(9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximido)propanoylamino]isophthalic acid with different aromatic diols using tosyl chloride (TsCl), pyridine (Py) and N,N-dimethylformamide (DMF) system as condensing agent. The polycondensation reaction was successfully applied to the preparation of thermally stable polyesters with good yields and inherent viscosities in the range of 0.40-0.58 dL/g. All polymers derived were readily soluble in the aprotic polar solvents such as N-methyl-2-pyrrolidinone, N,N-dimethylacetamide, DMF, Py, dimethyl sulfoxide. Thermogravimetric analysis (TGA) data showed that these polyesters are thermal stable, with 10% weight loss being recorded above 410 oC.