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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.
Asian Journal of Organic Chemistry – Wiley
Published: Jan 1, 2015
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