New heterocyclic azo-disperse dyes; their synthesis, characterization, application, photo physical properties and solvatochromic studies

In current research exploration, novel heterocyclic disperse dyes were synthesized, using 8-aminonaphthalen-2-ol as a coupling component and different heterocyclic aromatic amines e.g. sulfadiazine, sulfamethazine, sul-fathiazole sodium salt, 2-aminobenzothiazole and 2-amino-6-methoxybenzothiazol as a diazonium component. Different analytical techniques including FT-IR, 1H-NMR, UV-Visible, FAB-LRMS and FAB-HRMS were used for the structural elucidation of the synthesized disperse dyes. The melting point of the synthesized compounds were also determined. The solvatochromism of these dyes was examined in six organic solvents possessing different polarity and the sensitivity of the absorption maxima (lambda max) to acidic and basic pH were evaluated in methanol. Bathochromic shift was observed with increase in solvent polarity and under acidic pH. The fluorescence studies all the dyes were performed in four different solvents. The obtained chromophores were applied on polyester fabric observing different parameters like build-up profile, perspiration fastness, rubbing fastness, wash fastness, light fastness and sublimation fastness. All the dyes exhibited good to very good color yield and excellent fastness properties.

Automated summary

In this research, novel heterocyclic disperse dyes were synthesized using 8-aminonaphthalen-2-ol and different heterocyclic aromatic amines as the coupling and diazonium components, respectively. Various analytical techniques were employed to determine the structure of the synthesized dyes. The solvatochromism and fluorescence properties of the dyes were also investigated, and their application on polyester fabric showed excellent color yield and fastness properties.