Synthesis, characterization, and DFT studies of a novel azo dye derived from racemic or optically active binaphthol

Abstract

We present a new azo reactive dye from racemic or optically active BINOL. This dye was characterized by UV–vis, FTIR, mass, 1H NMR, and 13C NMR spectroscopic techniques and elemental analysis. The structure and spectrometry of this azo dye have been investigated theoretically by performing HF and DFT levels of theory using the standard 6-31G ∗ basis set. The optimized geometries and calculated vibrational frequencies are evaluated via comparison with experimental values. The vibrational spectral data obtained from solid phase FTIR spectra are assigned based on the results of the theoretical calculations. The theoretical electronic absorption spectra have been calculated using CIS, TD-DFT, and ZINDO methods. In addition, a good agreement between calculated and experimental NMR data is observed.