Synthesis, geometry optimization, spectroscopic investigations (UV/Vis, excited states, FT-IR) and application of new azomethine dyes

• DOI: 10.1016/j.molstruc.2017.07.036
• Publication Date: 2017-07-17T12:45:22Z
• Authors: Siyamak Shahab; Masoome Sheikhi; Liudmila Filippovich; Rakesh Kumar; Evgenij Dikusar; Hooriye Yahyaei; Mehrnoosh Khaleghian
• Keywords: 01 natural sciences; 0104 chemical sciences

Abstract In the present work, the quantum theoretical calculations of the molecular structures of the four new synthesized azomethine dyes such as: 1. ( E )- N -(4-butoxybenzylidene)-4-(( E )-phenyldiazenyl)aniline (PAZB-6), 2. ( E )- N -(4-(benzyloxy)benzylidene)-4-(( E ))-phenyldiazenyl)aniline (PAZB-7), 3. 4-(( E )-4-(( E )-phenyldiazenyl)phenyl)imino)methyl)phenol (PAZB-8), 4. ( E )- N -(4-methoxybenzylidene)-4-(( E ))-phenyldiazenyl)aniline (PAZB-9) have been predicted using Density Functional Theory in the solvent Dimethylformamide. The geometries of the azomethine dyes were optimized by PBE1PBE/6-31+G* level of theory. The electronic spectra of the title compounds in the solvent DMF was carried out by TDPBE1PBE/6-31+G* method. FT-IR spectra of the title compounds are recorded and discussed. Frontier molecular orbitals, molecular electrostatic potential, electronic properties, natural charges and Natural Bond Orbital (NBO) analysis of the mentioned compounds were investigated and discussed by theoretical calculations. The azomethine dyes were synthesized after quantum chemical modeling for optical applications. A new study of anisotropy of thermal and electrical conductivity of the colored stretched PVA-films have been undertaken.