Synthesis and Absorption Properties of Trisubstituted Hetarylazo Indole Dyes

Abstract

In this study, as a result of azo coupling of diazonium salts prepared with various aromatic amines with 2-(4-methylphenyl)-1H-indole and 2-(4-chlorophenyl)-1H-indole compounds, a series of new hetarylazo indole dyes were synthesized. N-substituted indole derivatives were synthesized by alkylation of the prepared dyes with the isopropyl alcohol from the N-position by Mitsunobu reaction. The chemical structures of the synthesized compounds were determined by NMR, FT-IR, UV-vis, mass spectrometry and elemental analysis. In order to determine the photophysical properties of the dyes obtained, visible region absorption spectra were examined in solvents of different polarity. In addition, the behavior of acid and base addition on absorption maxima were examined in detail.