The electronic structure and electronic transitions of four new mono Schiff base derivatives are interpreted by using absorption and fluorescence spectra including 28 different solution medium. Electrical dipole moments have been found by means of four different quantum mechanical methods based on solvatochromic shifts like Lippert-Mataga, Bakhshiev, modified Bilot-Kawski, and Reichardt methods. Quantitative researches of solvent-solute interactions are done by using Kamlet-Taft and Catalan parameters. In absorption and fluorescence spectra, bathochromic shift occurs with dispersion-polarization forces effect. The electronic transitions and electronic structure of these molecules have changed to dependent on solvent medium property. HOMO, LUMO, MEP, and SAS were calculated using B3LYP/6-311G(d,p) level of theory. Solvatochromism, photophysical properties, and electronic structure were discussed in detail. The dipole moments in ground-state and excited-state have not almost change.