Synthesis, characterization and fluorescence studies of novel tetrachloroperylene-azo hybrid dyes

Novel rylene-azo hybrid dyes have been synthesized by condensation of azo-dyes with tetrachloroperylene dianhydride, possessing stupendous thermal, chemical and photochemical stability. Phenolic azo dyes are used for the nucleophilic replacement of chlorine substituents at 1,6,7,12-positions of perylene 3,4,9,10-dianhydride system. The absorption maxima (ʎ(max)) of these dyes have been determined in diverse solvents such as water, ethanol, methanol, ethyl acetate and N, N-dimethylformamide. Fluorescence spectra are taken in water and highest fluorescence was exhibited by dyes containing carboxylic groups. The ʎ(max) and fluorescence of these dyes is greatly affected by polarity of solvents. The structures of newly synthesized rylene-azo hybrid dyes have been confirmed by UV, FTIR and (1)HNMR spectroscopy.