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Microwave-enhanced rapid synthesis of organosoluble polyamides based on 5-(3-acetoxynaphthoylamino)isophthalic acid

A series of photoactive polyamides (PAs) containing acetoxynaphthalamide side chain with inherent viscosities of 0.27–0.56 dl g−1 were prepared by the direct polycondensation reaction of the 5-(3-acetoxynaphthoylamino)isophthalic acid with various commercially available diamines by means of triphenyl phosphite (TPP) and pyridine (Py) in the presence of calcium chloride and N-methyl-2-pyrrolidone (NMP) under microwave irradiation and conventional heating conditions. Most of the resulting PAs are soluble in strong polar solvents such asN,N-dimethylformamide (DMF), N,N-dimethylacetamide, and NMP. Thermo-gravimetric analysis (TGA) showed that polymers are thermally stable, 10% weight loss temperatures in excess of 320 and 378°C, and char yields at 600°C in nitrogen higher than 60%. These macromolecules exhibited maximum UV-Vis absorption at 265 and 300 nm in a DMF solution. Their photoluminescence in the DMF solution demonstrated fluorescence emission maxima around 361 and 427 nm for all of the PAs