Preparation, Characterization and Analytical Studies of novel Azo dyes and Diazo dyes

Abstract The amino {4-hydroxy-3-[(E)-{4-[(5-methylisoxazol-3-yl) sulfamoyl] phenyl} diazenyl] phenyl} acetic acid (1) and the amino {4-hydroxy-3,5-bis[(E)-{4-[(5-methylisoxazol-3-yl) sulfamoyl] phenyl} diazenyl] phenyl} acetic acid (2) were Prepared. The resulting azo and diazo dyes were then characterized using m.p., IR, UV-visible, mass spectrum and 1H-NMR spectrum. Analytical studies were carried on the azo dye (1) and the diazo dye (2). The best solubility of (1) and (2) was in methanol and ethyl acetate respectively, with no deviation from the linear relationship in each dye, which is due to the fact that the effect of the dielectric constant is the main factor that can control the shift of the absorption beaks. Though, the pH effects of (1) and (2) in a range of buffer solution were showed one and two isopiestic points respectively. Calculation of the ionization (pKa) and the protonation (pKp) constants by using the half height method was associated to the nitrogen atom and the OH-groups respectively. The pKp1, pKa1 and pKa2 were also intended. But, the value of the pKp2 was absent in the azo dye (1) and seems to be equal to 2.5 in the diazo dye (2). These results were indicated the suggested ionization scheme in acidic and basic medium of each dye. Furthermore, the dyes with different concentrations have harmless, nontoxic and no haemolysis effects.