Citation: HAO Xue-Liang, ZHAO Jin-Ge, GAO Jian-Rong, HAN Liang. Synthesis and Photoelectric Properties of Carbazole Sensitizing Dyes Based on a Benzoic Acid Acceptor[J]. Acta Physico-Chimica Sinica, ;2015, 31(10): 1977-1984. doi: 10.3866/PKU.WHXB201509075 shu

Synthesis and Photoelectric Properties of Carbazole Sensitizing Dyes Based on a Benzoic Acid Acceptor

1.
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, P. R. China

Received Date: 13 July 2015
Available Online: 7 September 2015
Fund Project: 国家自然科学基金(21406202, 21176223) (21406202, 21176223)浙江省自然科学基金(LY13B020012)资助项目 (LY13B020012)

4-(6-(N-butylcarbazole-3-yl)-9-oxo-9H-fluoren-3-yl)benzoic acid (HXL-3W) and 4-(7-(Nbutylcarbazole-3-yl)-9-oxo-9H-fluoren-2-yl)benzoic acid (HXL-4Z), were designed and synthesized through the linking position variation of the fluorenone π-bridge with the N-butylcarbazole donor and a benzoic acid acceptor. The spectra, electrochemistry and photoelectric conversion properties of these carbazole dyes were investigated and their geometric structure and UV-Vis spectra were optimized and calculated using the density functional theory (DFT) method. The results show two distinct absorption peaks, ascribed to the π→π^* transition, along with a small peak corresponding to intramolecular charge transfer in the absorption spectrum of HXL-4Z. However, only one π→π^* transition absorption peak is found in the spectrum of HXL-3W and its molar extinction coefficient is far smaller than that of HXL-4Z. The reason for this may be a closer distance between the donor and acceptor of HXL-3W leading to a large tension, causing inferior molecular planarity and intramolecular charge transfer. Therefore, HXL-4Z which possesses superior light absorptivity and electron injection efficiency, shows an enhanced photoelectric conversion efficiency of 2.03% (short-circuit photocurrent density (J_sc) = 3.88 mA·cm^-2, open-circuit photovoltage (V_oc) = 700 mV, fill factor (FF) = 0.75).
- Carbazole,
- Sensitizing dye,
- Benzoic acid acceptor,
- Synthesis,
- Photoelectric property
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