Highly Asymmetrical Porphyrins with Enhanced Push-Pull Character for Dye-Sensitized Solar Cells

被引:130
作者
Kurotobi, Kei [1 ]
Toude, Yuuki [2 ]
Kawamoto, Kyosuke [2 ]
Fujimori, Yamato [2 ]
Ito, Seigo [3 ]
Chabera, Pavel [4 ]
Sundstrom, Villy [4 ]
Imahori, Hiroshi [1 ,2 ]
机构
[1] Kyoto Univ, Inst Integrated Cell Mat Sci WPI iCeMS, Nishikyo Ku, Kyoto 6158510, Japan
[2] Kyoto Univ, Dept Mol Engn, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan
[3] Univ Hyogo, Dept Elect Engn & Comp Sci, Grad Sch Engn, Himeji, Hyogo 6712280, Japan
[4] Lund Univ, Dept Chem Phys, S-22100 Lund, Sweden
关键词
absorption spectroscopy; electron transfer; porphyrinoids; solar cells; titanium oxide; TIO2; EFFICIENCY; FACILE; FILM;
D O I
10.1002/chem.201303460
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A porphyrin -system has been modulated by enhancing the push-pull character with highly asymmetrical substitution for dye-sensitized solar cells for the first time. Namely, both two diarylamino moieties as a strong electron-donating group and one carboxyphenylethynyl moiety as a strong electron-withdrawing, anchoring group were introduced into the meso-positions of the porphyrin core in a lower symmetrical manner. As a result of the improved light-harvesting property as well as high electron distribution in the anchoring group of LUMO, a push-pull-enhanced, porphyrin-sensitized solar cell exhibited more than 10% power conversion efficiency, which exceeded that of a representative highly efficient porphyrin (i.e., YD2)-sensitized solar cell under optimized conditions. The rational molecular design concept based on highly asymmetric, push-pull substitution will open the possibilities of further improving cell performance in organic solar cells.
引用
收藏
页码:17075 / 17081
页数:7
相关论文
共 36 条
[1]  
[Anonymous], 2010, ANGEW CHEM INT ED, V49, P6646
[2]  
Barsoukov E, 2005, IMPEDANCE SPECTROSCOPY: THEORY, EXPERIMENT, AND APPLICATIONS, 2ND EDITION, pXII
[3]  
Bessho T., 2010, Angew. Chem, V122, P6796
[4]   IODINATION AND HECK ALKYNYLATION OF 5,15-DIPHENYLPORPHYRIN - A CONVENIENT ENTRY TO ASYMMETRICALLY MESOSUBSTITUTED PORPHYRINS [J].
BOYLE, RW ;
JOHNSON, CK ;
DOLPHIN, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (05) :527-528
[5]   Highly Efficient Light-Harvesting Ruthenium Sensitizer for Thin-Film Dye-Sensitized Solar Cells [J].
Chen, Chia-Yuan ;
Wang, Mingkui ;
Li, Jheng-Ying ;
Pootrakulchote, Nuttapol ;
Alibabaei, Leila ;
Ngoc-le, Cevey-ha ;
Decoppet, Jean-David ;
Tsai, Jia-Hung ;
Graetzel, Carole ;
Wu, Chun-Guey ;
Zakeeruddin, Shaik M. ;
Graetzel, Michael .
ACS NANO, 2009, 3 (10) :3103-3109
[6]   Facile and efficient synthesis of meso-arylamino- and alkylamino-substituted porphyrins via palladium-catalyzed amination [J].
Chen, Y ;
Zhang, XP .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11) :4432-4438
[7]   Enhance the optical absorptivity of nanocrystalline TiO2 film with high molar extinction coefficient ruthenium sensitizers for high performance dye-sensitized solar cells [J].
Gao, Feifei ;
Wang, Yuan ;
Shi, Dong ;
Zhang, Jing ;
Wang, Mingkui ;
Jing, Xiaoyan ;
Humphry-Baker, Robin ;
Wang, Peng ;
Zakeeruddin, Shaik M. ;
Graetzel, Michael .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (32) :10720-10728
[8]   Recent Advances in Sensitized Mesoscopic Solar Cells [J].
Graetzel, Michael .
ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (11) :1788-1798
[9]   Porphyrins for dye-sensitised solar cells: new insights into efficiency-determining electron transfer steps [J].
Griffith, Matthew J. ;
Sunahara, Kenji ;
Wagner, Pawel ;
Wagner, Klaudia ;
Wallace, Gordon G. ;
Officer, David L. ;
Furube, Akihiro ;
Katoh, Ryuzi ;
Mori, Shogo ;
Mozer, Attila J. .
CHEMICAL COMMUNICATIONS, 2012, 48 (35) :4145-4162
[10]   A novel organic chromophore for dye-sensitized nanostructured solar cells [J].
Hagberg, Daniel P. ;
Edvinsson, Tomas ;
Marinado, Tannia ;
Boschloo, Gerrit ;
Hagfeldt, Anders ;
Sun, Licheng .
CHEMICAL COMMUNICATIONS, 2006, (21) :2245-2247