Abstract

Abstract The absorption of 2-(substituted phenylazo)-1-naphthol-4-sulfonic acid has been studied in neutral, acidic, and alkaline aqueous solutions as well as in solid state. Assignment of band positions to azo and hydrazone tautomers has been made by calculations using the SCF-CI-MO method. Introduction of electron-donating (or electron-withdrawing) substituent in the diazo part showed bathochromic (or hypsochromic) shift of the absorption band, which was elucidated by the charge migration and the character of the substituents taking into account azo-hydrazone tautomerism. In case of compounds containing electron-donating substituents, aggregation seems to take place in the solid state.

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