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http://dx.doi.org/10.5012/bkcs.2011.32.8.2553

Synthesis of Novel Quinacridone Dyes and Their Photovoltaic Performances in Organic Dye-sensitized Solar Cells  

SaKong, Chun (Department of Materials Science and Engineering, Seoul National University)
Kim, Se-Hun (Department of Materials Science and Engineering, Seoul National University)
Yuk, Sim-Bum (Department of Materials Science and Engineering, Seoul National University)
Kim, Jeong-Yun (Department of Materials Science and Engineering, Seoul National University)
Park, Se-Woong (Solar Cell Research Center, Materials Science and Technology Division, Korea Institute of Science and Technology (KIST))
Ko, Min-Jae (Solar Cell Research Center, Materials Science and Technology Division, Korea Institute of Science and Technology (KIST))
Kim, Jae-Pil (Department of Materials Science and Engineering, Seoul National University)
Publication Information
Abstract
Two novel quinacridone (QNC) dyes with thiophene or benzene-conjugated bridge and cyanoacrylic acid acceptor were first designed and synthesized for use in dye-sensitized solar cells (DSSCs). The absorption spectra, electrochemical and photovoltaic properties of these dyes were investigated. Under simulated AM 1.5G irradiation conditions, the solar cell based on the quinacridone dye containing thiophene as a bridge unit had a short-circuit photocurrent density of 8.51 $mA{\cdot}cm^{-2}$, an open-circuit voltage of 643.6 mV, and a fill factor of 0.70, corresponding to an overall conversion efficiency of 3.86%.
Keywords
Quinacridone chromophore; Organic dyes; Dye-sensitized solar cell; Intramolecular charge transfer; Thiophene; Benzene;
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1 Hagberg, D. P.; Marinado, T.; Karlsson, K. M.; Nonomura, K.; Qin, P.; Boschloo, G.; Brinck, T.; Hagfeldt, A.; Sun, L. J. Org. Chem. 2007, 72, 9550.   DOI   ScienceOn
2 Tae, E. L.; Lee, S. H.; Lee, J. K.; Yoo, S. S.; Kang, E. J.; Yoon, K. B. J. Phys. Chem. B 2005, 109, 22513.   DOI   ScienceOn
3 Li, C.; Yang, X.; Chen, R.; Pan, J.; Tian, H.; Zhu, H.; Wang, X.; Hagfeldt, A.; Sun, L. Sol. Energy Mater. Sol. Cells 2007, 91, 1863.   DOI   ScienceOn
4 Ferrere, S.; Zaban, A.; Gregg, B. A. J. Phys. Chem. B 1997, 101, 4490.   DOI   ScienceOn
5 Ferrere, S.; Gregg, B. A. J. Phys. Chem. B 2001, 105, 7602.   DOI   ScienceOn
6 Ferrere, S.; Gregg, B. A. New J. Chem. 2002, 26, 1155.   DOI   ScienceOn
7 Shibano, Y.; Umecyama, T.; Matano, Y.; Imahori, H. Org. Lett. 2007, 9, 1971.   DOI   ScienceOn
8 Fortage, J.; Séverac, M.; Houarner- Rassin, C.; Pellegrin, Y.; Blart, E.; Odobel, F. J. Photochem. Photobiol. A 2008, 197, 156.   DOI   ScienceOn
9 Jin, Y.; Hua, J.; Wu, W.; Ma, X.; Meng, F. Synth. Met. 2008, 158, 64.   DOI   ScienceOn
10 Pomel, V.; Klicic, J.; Covini, D.; Church, D. D.; Shaw, J. P.; Roulin, K.; Burgat-Charvilon, F.; Valognes, D.; Camps, M.; Chabert, C.; Gillieron, C.; Francon, B.; Perrin, D.; Leroy, D.; Gretener, D.; Nichols, A.; Vitte, P. A.; Carboni, S.; Rommel, C.; Schwarz, M. K.; Rückle, T. J. Med. Chem. 2006, 49, 3857.   DOI   ScienceOn
11 Roquet, S.; Cravino, A.; Leriche, P.; Aleveque, O.; Frere, P.; Roncali, J. J. Am. Chem. Soc. 2006, 128, 3459.   DOI   ScienceOn
12 Thomas, K. R. J.; Hsu, Y. C.; Lin, J. T.; Lee, K. M.; Ho, K. C.; Lai, C. H.; Cheng, Y. M.; Chou, P. T. Chem. Mater. 2008, 20, 1830.   DOI   ScienceOn
13 Morley, J. O.; Push, D. J. Chem. Soc. Faraday Trans. 1991, 87, 3021.   DOI
14 Wu, I. Y.; Lin, J. T.; Li, C. S.; Tsai, C.; Wen, Y. S.; Hsu, C. C.; Yeh, F. F.; Liou, S. Organometallics 1998, 17, 2188.   DOI   ScienceOn
15 March, J. Advanced Organic Chemistry, 4th ed.; Wiley: New York, U.S.A., 1992; p 45.
16 Ramakishna, G.; Ghosh, H. N. J. Phys. Chem. A 2002, 106, 2545.   DOI   ScienceOn
17 Wu, W.; Yang, J.; Hua, J.; Tang, J.; Zhang, L.; Long, Y.; Tian, H. J. Mater. Chem. 2010, 20, 1772.   DOI   ScienceOn
18 Hwang, S.; Lee, J. H.; Park, C.; Lee, H.; Kim, C.; Park, C.; Lee, M. H.; Lee, W.; Park, J.; Kim, K.; Park, N. G.; Kim, C. Chem. Commun. 2007, 4887.
19 Hara, K.; Tachibana, Y.; Ohga, Y.; Shinpo, A.; Sugab, S.; Sayamaa, K.; Sugihara, H.; Arakawa, H. Sol. Energy Mater. Sol. Cells 2003, 77, 89.   DOI   ScienceOn
20 Hara, K.; Sato, T.; Katoh, R.; Furube, A.; Ohga, Y.; Shinpo, A.; Suga, S.; Sayama, K.; Sugihara, H.; Arakawa, H. J. Phys. Chem. B 2003, 107, 597.   DOI   ScienceOn
21 Kuang, D.; Walter, P.; Nuesch, F.; Kim, S.; Ko, J.; Comte, P.; Zakeeruddin, S. M.; Nazeeruddin, M. K.; Gratzel, M. Langmuir 2007, 23, 10906.   DOI   ScienceOn
22 Tsutsui, T.; Aminaka, E.; Fujita, Y.; Hamada, Y.; Saito, S. Synth. Met. 1993, 57, 4157.   DOI   ScienceOn
23 Shi, J.; Tang, C. W. Appl. Phys. Lett. 1997, 70, 1665.   DOI   ScienceOn
24 Jabbour, G. E.; Kawabe, Y.; Shaheen, S. E.; Wang, J. F.; Morrell, M. M.; Kippelen, B.; Peyghambarian, N. Appl. Phys. Lett. 1997, 71, 1762.   DOI   ScienceOn
25 Feyter, S. D.; Gesquiere, A.; Schryver, F. C. D.; Keller, U.; Mullen, K. Chem. Mater. 2002, 14, 989.   DOI   ScienceOn
26 Mu, Z.; Wang, Z.; Zhang, X.; Ye, K.; Wang, Y. J. Phys. Chem. B 2004, 108, 19955.   DOI   ScienceOn
27 Yang, X.; Mu, Z.; Wang, Z.; Zhang, X.; Wang, J.; Wang, Y. Langmuir 2005, 20, 7225.
28 Ortiz, A.; Flora, W. H.; D'Ambruoso, G. D.; Armstrong, N. R.; McGrath, D. V. Chem. Commun. 2005, 444.
29 Liu, J.; Gao, B.; Cheng, Y.; Xie, Z.; Geng, Y.; Wang, L.; Jing, X.; Wang, F. Macromolecules 2008, 41, 1162.   DOI   ScienceOn
30 Sakong, C.; Kim, Y. D.; Choi, J.-H.; Yoon, C.; Kim, J. P. Dyes and Pigments 2011, 88, 166.   DOI   ScienceOn
31 Liu, P. H.; Tian, H.; Chang, C. P. J. Photochem. Photobiol. A 2000, 137, 99.   DOI   ScienceOn
32 O'Regan, B.; Gratzel, M. Nature 1991, 353, 737.   DOI
33 Smith, J. A.; West, R. M.; Allen, M. J. Fluoresc. 2004, 14, 151.   DOI   ScienceOn
34 Marson, C. M. Tetrahedron 1992, 48, 3659.   DOI   ScienceOn
35 Smith, J. A. inventor; GE Healthcare UK Limited, assignee. United States Patent US 7335771. 2008 Feb 26.
36 Gratzel, M. Nature 2001, 414, 338.   DOI   ScienceOn
37 Chiba, Y.; Islam, A.; Watanabe, Y.; Komiya, R.; Koide, N.; Han, L. Jpn. J. Appl. Phys. 2006, 45, L638.   DOI   ScienceOn
38 Nazeeruddin, M. K.; Angelis, F. D.; Fantacci, S.; Selloni, A.; Viscardi, G.; Liska, P.; Ito, S.; Takeru, B.; Grätzel, M. J. Am. Chem. Soc. 2005, 127, 16835.   DOI   ScienceOn
39 Wang, Z.-S.; Yamaguchi, T; Sugihara, H.; Arakawa, H. Langmuir 2005, 21, 4272.   DOI   ScienceOn
40 Wang, P.; Zakeeruddin, S. M.; Moser, J. E.; Nazeeruddin, M. K.; Sekiguchi, T.; Gratzel, M. Nat. Mater. 2003, 2, 402.   DOI   ScienceOn
41 Mishra, A.; Fischer, M. K.; Bauerle, P. Angew. Chem., Int. Ed. 2009, 48, 2474.   DOI   ScienceOn
42 Labana, S. S.; Lababa, L. L. Chem. Rew. 1967, 67, 1.   DOI
43 Marco, P. D.; Fattori, V.; Giro, G.; Kalinowski, J. Mol. Cryst. Liq. Cryst. 1992, 217, 223.   DOI
44 Herbst, W.; Hunger, K. Industrial Pigments; VCH: Weinheim, 1993; 447.
45 Lincke, G. Dyes and Pigments 2002, 52, 169.   DOI   ScienceOn
46 Manabe, K.; Kusabayashi, S.; Yokoyama, M. Chem. Lett. 1987, 609.