Study on the prediction of visible absorption maxima of azobenzene compounds
- 1 June 2005
- journal article
- Published by Zhejiang University Press in Journal of Zhejiang University-SCIENCE B
- Vol. 6 (6), 584-589
- https://doi.org/10.1631/jzus.2005.b0584
Abstract
The geometries of azobenzene compounds are optimized with B3LYP/6-311G* method, and analyzed with nature bond orbital, then their visible absorption maxima are calculated with TD-DFT method and ZINDO/S method respectively. The results agree well with the observed values. It was found that for the calculation of visible absorption using ZINDO/S method could rapidly yield better results by adjusting OWF(pi-pi) (the relationship between pi-pi overlap weighting factor) value than by the TD-DFT method. The method of regression showing the linear relationship between OWF(pi-pi) and BL(N-N) (nitrogen-nitrogen bond lengths) as OWF(pi-pi)=-8.1537+6.5638BL(N-N), can be explained in terms of quantum theory, and also be used for prediction of visible absorption maxima of other azobenzne dyes in the same series. This study on molecules' orbital geometry indicates that their visible absorption maxima correspond to the electron transition from HOMO (the highest occupied molecular orbital) to LUMO (the lowest unoccupied molecular orbital).Keywords
This publication has 11 references indexed in Scilit:
- Calculation of Ground and Excited States of Free Base PhthalocyanineActa Physico Chimica Sinica, 2003
- Theoretical optical spectra of some [22](1,4)-cyclophane fused tetraazaporphyrinsJournal of Molecular Structure: THEOCHEM, 2002
- Photophysics and spectroscopic properties of 3-benzoxazol-2-yl-chromen-2-oneSpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2002
- Accurate excitation energies from time-dependent density functional theory: Assessing the PBE0 modelThe Journal of Chemical Physics, 1999
- An approach to the prediction of absorption bandwidths of dyes using the PPP-MO procedureDyes and Pigments, 1989
- Intermolecular interactions from a natural bond orbital, donor-acceptor viewpointChemical Reviews, 1988
- Analysis of the geometry of the hydroxymethyl radical by the “different hybrids for different spins” natural bond orbital procedureJournal of Molecular Structure: THEOCHEM, 1988
- Colour and constitution of azo dyes derived from 2-thioalkyl-4,6-diaminopyrimidines and 3-cyano-1,4-dimethyl-6-hydroxy-2-pyridone as coupling componentDyes and Pigments, 1986
- Colour and constitution of thiophene and thiazole azo dyes: application of CNDO/S and PPP methodsDyes and Pigments, 1985
- Practical aspects of colour prediction of organic dye moleculesDyes and Pigments, 1982