In this study, new substitute-((2-phenoxybenzylidene)amino)phenol derivatives were synthesized and characterized by elemental analysis, H-1 NMR,C-13 NMR and FT-IR spectra. The absorption and fluorescence spectra of the three different of substitute-((2-phenoxybenzylidene)amino)phenol derivatives are measured in 28 different polarity solvent. The maximum wavelength peak analysis is performed and electronic structure is evaluated. Excited state (mu(e)) and ground state (mu(g)) dipole moments are determined by means of Lippert-Mataga, Bakhshiev, Bilot-Kawski and Reichardt solvatochromic shift methods based on the solvent polarity parameters. Solute solvent interactions are analyzed by means of linear solvation energy relationships (LSER) using Kamlet-Taft parameters, Catalan parameters, Marcus optical dielectric solvent function and Reichardt solvent parameter. Also in this study, the molecular electrostatic potential (MEP), atomic charges, solvents accessible surface (SAS), energy gap (E-wmo-E-somo = Delta E) was calculated with using the quantum chemical calculations. (C) 2017 Elsevier B.V. All rights reserved.