- Hittite Journal of Science and Engineering
- Vol: 5 Issue: 4
- Synthesis, Structural Characterization and Theoretical Investigations of New Azo-Azomethine Compound...
Synthesis, Structural Characterization and Theoretical Investigations of New Azo-Azomethine Compounds Bearing Acryloyl Moiety
Authors : Sevil Ozkinali, M. Serdar Cavus, Busra Sakin
Pages : 259-269
Doi:10.17350/HJSE19030000101
View : 16 | Download : 8
Publication Date : 2018-12-31
Article Type : Other
Abstract :I n this study six new azo-azomethine dyes containing acryloyl group, 4-[[[4-[4′-methyl phenyl azo phenyl] imino] methyl] phenyl-2-propenoat, 4-[[[4-[4′- hydroxy phenylazo phenyl] imino] methyl] phenyl-2-propenoat, 4-[[[4- phenyl azo phenyl] imino] methyl]- phenyl-2-propenoat, 4-[[[4-[4′-chloro phenyl azo phenyl] imino] methyl] phenyl-2-propenoat, 4-[[[4-[4′- nitro phenyl azo phenyl] imino] methyl] phenyl-2propenoat were synthesized. The acryloyl derivatives of the azo-azomethine dyes were prepared with metallic sodium and acryloyl chloride in 1:1 Molar ratio and characterized using elemental analysis, IR, UV-Vis, 1H-NMR and 13C-NMR spectroscopy. The molecular geometry was also optimized using density functional theory DFT/B3LYP method with the 6-311G 2d,2p and cc-pvtz basis sets in ground state. From the optimized geometry of the compounds, vibrational frequencies, UV-Vis, molecular electrostatic potential distribution and frontier molecular orbitals were performed using same method and basis stets, and the results were compared with the experimental dataKeywords : Azo-Azomethine, Schiff bases, Imine group, DFT, Acryloyl chloride