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Effect of Auxiliary Chromophores on the Optical, Electrochemical, and Photovoltaic Properties of Carbazole‐Based Dyes

Effect of Auxiliary Chromophores on the Optical, Electrochemical, and Photovoltaic Properties of... Organic dyes containing 2‐diphenylaminocarbazole donors and decorated with auxiliary chromophores at the diphenylamine moiety have been synthesized and characterized. The nature of the chromophores on diphenylamine unit alters the light‐harvesting properties and HOMO/LUMO energies of the dyes. Butoxy substitution raises the HOMO and lowers the LUMO energies. But the incorporation of fluorenyl units fine‐tunes the LUMO upwardly, which improves the thermodynamic driving force for electron injection into the conduction band of TiO2 and hikes the incident photon‐to‐current conversion efficiency. Consequently, a dye with fluorene in the donor unit and thiophene in the π‐conjugation pathway is the most efficient (5.76 %) and has the highest photocurrent density (14.60 mA cm−2) in the series. Electrochemical impedance analysis of the devices showed the importance of fluorene units in suppressing electron recombination. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Effect of Auxiliary Chromophores on the Optical, Electrochemical, and Photovoltaic Properties of Carbazole‐Based Dyes

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References (82)

Publisher
Wiley
Copyright
Copyright © 2015 Wiley Subscription Services, Inc., A Wiley Company
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201402235
Publisher site
See Article on Publisher Site

Abstract

Organic dyes containing 2‐diphenylaminocarbazole donors and decorated with auxiliary chromophores at the diphenylamine moiety have been synthesized and characterized. The nature of the chromophores on diphenylamine unit alters the light‐harvesting properties and HOMO/LUMO energies of the dyes. Butoxy substitution raises the HOMO and lowers the LUMO energies. But the incorporation of fluorenyl units fine‐tunes the LUMO upwardly, which improves the thermodynamic driving force for electron injection into the conduction band of TiO2 and hikes the incident photon‐to‐current conversion efficiency. Consequently, a dye with fluorene in the donor unit and thiophene in the π‐conjugation pathway is the most efficient (5.76 %) and has the highest photocurrent density (14.60 mA cm−2) in the series. Electrochemical impedance analysis of the devices showed the importance of fluorene units in suppressing electron recombination.

Journal

Asian Journal of Organic ChemistryWiley

Published: Jan 1, 2015

Keywords: ; ; ; ;

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