Molecular design of new hydrazone dyes for dye-sensitized solar cells: Synthesis, characterization and DFT study
Type
ArticleKAUST Grant Number
08-NAN155-7Date
2012-07Permanent link to this record
http://hdl.handle.net/10754/598873
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Three new sensitizers 2-{4-[2-(4-Nitrobenzylidene)hydrazino)]phenyl} ethylene-1,1,2-tricarbonitrile (NBHPET), 2-{4-[2-p-Chlorobenzylidenehydrazino] phenyl}- ethylene-1,1,2-tri carbonitrile (CBHPET) and 2-{4-[2-p- Bromobenzylidenehydrazino] phenyl}ethylene-1,1,2-tricarbonitrile (BBHPET) have been synthesized. The dyes showed pronounced solvatochromic effects as the polarity of the solvents increased. The structures have been optimized at B3LYP/6-31G(d) level of theory. The torsion in E-isomer is smaller than Z-isomer and azo isomers. The highest occupied molecular orbitals are delocalized on whole molecule while lowest unoccupied molecular orbitals are distributed on the tricarbonitrile. The lowest unoccupied molecular orbital energies are above the conduction band of titanium dioxide, highest occupied molecular orbitals of the dyes are below the redox couple of new synthesized dyes and small energy gap revealed these dyes would be better sensitizers for dye-sensitized solar cells. © 2012 Elsevier B.V. All rights reserved.Citation
Al-Sehemi AG, Irfan A, Asiri AM, Ammar YA (2012) Molecular design of new hydrazone dyes for dye-sensitized solar cells: Synthesis, characterization and DFT study. Journal of Molecular Structure 1019: 130–134. Available: http://dx.doi.org/10.1016/j.molstruc.2012.02.035.Sponsors
The present work has been carried out under Project No. 08-NAN155-7 funded by KAUST (King Abdul Aziz City for Science and Technology) through the Long Term Comprehensive National Plan for Science, Technology and Innovation program.Publisher
Elsevier BVJournal
Journal of Molecular Structureae974a485f413a2113503eed53cd6c53
10.1016/j.molstruc.2012.02.035