Abstract
The photophysical characteristics of Schiff base, DHBABA [4-((3, 4-dihydroxybenzylidene) amino) benzoic acid] were investigated in a series of increasing polarity solvents. The absorption and fluorescence spectra of DHBABA in different representative solvents were recorded, and its spectral characteristics were computed. The spectroscopic characteristics, such as absorption maxima (λex), emission maxima (λem), and Stoke shift, were also employed to examine the influence of solvent on DHBABA. The change in solvent polarity displayed considerable red shifts in the fluorescence spectra of DHBABA, when compared to their absorption spectra. These massive spectrum changes show that the solvent polarity had a significant influence on the emission spectra of DHBABA, showing that the singlet excited state energy level was more stable than its ground state equivalent. Further, stokes shift values for DHBABA varied as solvent polarity increased. The substantial variations in Stokes shift values revealed bathochromic (red) shift and ICT owing to the π → π* transition, indicating that the molecules were more stable in polar solvents than non-polar solvents. Gaussian 09 W software was used to compute the atomic charges, frontier molecular orbital energies and dipole moments. The calculations revealed that the dipole moment of the molecule in an excited state is greater than that in a ground state.
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