Dipolar organic pyridyl dyes for dye-sensitized solar cell applications

被引:25
作者
Chou, Hsien-Hsin [1 ]
Hsu, Chih-Yu [1 ]
Hsu, Ying-Chang [1 ]
Lin, Yu-Sheng [2 ]
Lin, Jiann T. [1 ]
Tsai, Chiitang [2 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
[2] Chinese Culture Univ, Dept Chem, Taipei 320, Taiwan
关键词
Dye-sensitized solar cells; Pyridine; Dipolar compounds; Metal-free dyes; NANOCRYSTALLINE TIO2 FILMS; HIGHLY-EFFICIENT; CONVERSION-EFFICIENCY; COUMARIN DYES; CHARGE RECOMBINATION; ENERGY-CONVERSION; EXCITED-STATES; PERFORMANCE; DESIGN; THIOPHENE;
D O I
10.1016/j.tet.2011.10.038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New dipolar dyes containing arylamine as the electron donor, 2-cyanoacrylic acid as the acceptor, and a conjugated spacer with incorporation of 2,5-pyridyl entity have been synthesized. Photophysical and electrochemical measurements, and theoretical computation were carried on these dyes. The solar cell devices using these dyes as the sensitizers exhibited light-to-electricity efficiencies in the range of 4.28-5.27%, which reaches 60-72% of N719-based device fabricated and measured under similar conditions. Better DSSC performance can be achieved with the dye where pyridine group is attached to thienyl or fluorenyl group because of favorable resonance energy and/or coplanarity for more effective charge transfer. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:767 / 773
页数:7
相关论文
共 63 条
[1]   Dye-Sensitized Solar Cells with a High Absorptivity Ruthenium Sensitizer Featuring a 2-(Hexylthio)thiophene Conjugated Bipyridine [J].
Cao, Yiming ;
Bai, Yu ;
Yu, Qingjiang ;
Cheng, Yueming ;
Liu, Shi ;
Shi, Dong ;
Gao, Feifei ;
Wang, Peng .
JOURNAL OF PHYSICAL CHEMISTRY C, 2009, 113 (15) :6290-6297
[2]   Dye-sensitized solar cell utilizing organic dyads containing triarylene conjugates [J].
Chang, Yuan Jay ;
Chow, Tahsin J. .
TETRAHEDRON, 2009, 65 (24) :4726-4734
[3]   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
[4]   Dipolar Compounds Containing Fluorene and a Heteroaromatic Ring as the Conjugating Bridge for High-Performance Dye-Sensitized Solar Cells [J].
Chen, Chih-Hsin ;
Hsu, Ying-Chan ;
Chou, Hsien-Hsin ;
Thomas, K. R. Justin ;
Lin, Jiann T. ;
Hsu, Chao-Ping .
CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (10) :3184-3193
[5]   Tetrahydroquinoline dyes with different spacers for organic dye-sensitized solar cells [J].
Chen, Ruikui ;
Yang, Xichuan ;
Tian, Haining ;
Sun, Licheng .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2007, 189 (2-3) :295-300
[6]   Dye-sensitized solar cells with conversion efficiency of 11.1% [J].
Chiba, Yasuo ;
Islam, Ashraful ;
Watanabe, Yuki ;
Komiya, Ryoichi ;
Koide, Naoki ;
Han, Liyuan .
JAPANESE JOURNAL OF APPLIED PHYSICS PART 2-LETTERS & EXPRESS LETTERS, 2006, 45 (24-28) :L638-L640
[7]   Metalated heterocycles and their applications in synthetic organic chemistry [J].
Chinchilla, R ;
Nájera, C ;
Yus, M .
CHEMICAL REVIEWS, 2004, 104 (05) :2667-2722
[8]   Highly efficient and thermally stable organic sensitizers for solvent-free dye-sensitized solar cells [J].
Choi, Hyunbong ;
Baik, Chul ;
Kang, Sang Ook ;
Ko, Jaejung ;
Kang, Moon-Sung ;
Nazeeruddin, Md. K. ;
Graetzel, Michael .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (02) :327-330
[9]   Failure of time-dependent density functional theory for long-range charge-transfer excited states: The zincbacteriochlorin-bacterlochlorin and bacteriochlorophyll-spheroidene complexes [J].
Dreuw, A ;
Head-Gordon, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (12) :4007-4016
[10]   Photochemical energy conversion: from molecular dyads to solar cells [J].
Durrant, James R. ;
Haque, Saif A. ;
Palomares, Emilio .
CHEMICAL COMMUNICATIONS, 2006, (31) :3279-3289