Molecular design of new hydrazone dyes for dye-sensitized solar cells: Synthesis, characterization and DFT study

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

Research output: Contribution to journalArticlepeer-review

43 Scopus citations


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.
Original languageEnglish (US)
Pages (from-to)130-134
Number of pages5
JournalJournal of Molecular Structure
StatePublished - Jul 2012
Externally publishedYes

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledged KAUST grant number(s): 08-NAN155-7
Acknowledgements: 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.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.


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