Tuning the optoelectronic properties of cyanine and ketocyanine dyes by incorporation of 9,9-di-n-propylfluorenylindolenine

Jansen-van Vuuren, R. D., Deakin, P. C., Olsen, S. and Burn, P. L. (2014) Tuning the optoelectronic properties of cyanine and ketocyanine dyes by incorporation of 9,9-di-n-propylfluorenylindolenine. Dyes and Pigments, 101 1-8. doi:10.1016/j.dyepig.2013.09.003


Author Jansen-van Vuuren, R. D.
Deakin, P. C.
Olsen, S.
Burn, P. L.
Title Tuning the optoelectronic properties of cyanine and ketocyanine dyes by incorporation of 9,9-di-n-propylfluorenylindolenine
Journal name Dyes and Pigments   Check publisher's open access policy
ISSN 0143-7208
1873-3743
Publication date 2014-01-01
Year available 2013
Sub-type Article (original research)
DOI 10.1016/j.dyepig.2013.09.003
Open Access Status
Volume 101
Start page 1
End page 8
Total pages 8
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon
Language eng
Abstract The synthesis and properties of novel cyanine and ketocyanine dyes incorporating 9,9-di-n-propylfluorenyl units is reported. While bathochromic shifts of order 100 nm are observed in cyanines for addition of each vinylene unit (lengthening the methine chain) it was observed that addition of the fluorenyl unit enabled fine tuning of the UV-visible absorption spectrum. The hypsochromic shift in the UV-visible absorption spectrum of the ketocyanines relative to the corresponding cyanine dyes was found to be consistent with the Dewar-Knott colour rule. The oxidation ('Highest Occupied Molecular Orbital energy') and reduction ('Lowest Unoccupied Molecular Orbital energy') potentials were also qualitatively consistent with the Dewar-Knott colour rule, with the 'HOMO energies' of the comparative dyes being the same and the LUMO energies of the ketocyanines being destabilized relative to the cyanine dyes.
Keyword Cyanine
Fluorenyl
Ketocyanine
Organic semiconductor
Photodiodes
Solar cells
Q-Index Code C1
Q-Index Status Confirmed Code
Grant ID EP/E01075X/1
DP110101580
Institutional Status UQ
Additional Notes Available online: 22 September 2013.

Document type: Journal Article
Sub-type: Article (original research)
Collections: Centre for Organic Photonics and Electronics
School of Mathematics and Physics
Official 2014 Collection
 
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