Synthesis, characterization and DFT study of methoxybenzylidene containing chromophores for DSSC materials

Al-Sehemi, Abdullah G.; Irfan, Ahmad; Asiri, Abdullah M.; Ammar, Yousry Ahmed

Synthesis, characterization and DFT study of methoxybenzylidene containing chromophores for DSSC materials

Type

Article

Authors

Al-Sehemi, Abdullah G.
Irfan, Ahmad
Asiri, Abdullah M.
Ammar, Yousry Ahmed

KAUST Grant Number

08-NAN155-7

Date

2012-06

Abstract

Novel tricyanovinyl derived from hydrazones have been prepared by the reaction of tetracyanoethylene and phenylethylidene hydrazone, and these dyes showed absorption in the region of 539-650 nm. The dyes showed pronounced solvatochromic effects as the polarity of the solvents changed. The torsion in E isomer is smaller than Z and azo isomers of MBD1 and MBD2. The HOMOs are delocalized on whole of the molecule while LUMOs are distributed on the tricarbonitrile. The LUMO energies are above the conduction band of TiO 2 and HOMOs of the dyes are below the redox couple of MBD1 and MBD2. The HOMO energies, LUMO energies and HOMO-LUMO energy gap of MBD1 and MBD2 are almost same. The absorption spectra of both the dyes in different solvents are approximately same except in cyclohexane. © 2012 Elsevier B.V. All rights reserved.

Citation

Al-Sehemi AG, Irfan A, Asiri AM, Ammar YA (2012) Synthesis, characterization and DFT study of methoxybenzylidene containing chromophores for DSSC materials. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 91: 239–243. Available: http://dx.doi.org/10.1016/j.saa.2012.01.016.

Acknowledgements

The present work has been carried out under project No. 08-NAN155-7 funded by KAUST (King Abdulaziz City for Science and Technology) through the Long Term Comprehensive National Plan for Science, Technology and Innovation program.