Isotruxene-Derived Cone-Shaped Organic Dyes for Dye-Sensitized Solar Cells

被引:51
作者
Lin, Shih-Hsun [2 ]
Hsu, Ying-Chan [1 ]
Lin, Jiann T. [1 ]
Lin, Cheng-Kai [2 ]
Yang, Jye-Shane [2 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 11529, Taiwan
[2] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan
关键词
TIO2; FILM; PERFORMANCE; ROUTE; ABSORPTIVITY; THIOPHENE; DESIGN; FURAN; DONOR;
D O I
10.1021/jo101831p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis, electronic properties, and performance in dye-sensitized solar cells (DSSCs) of four cone-shaped organic dyes (ITD, ITD-Th, ITD-Hx, and ITD-OM) containing the isotruxene pi-scaffold are reported Selective substitution of the unsymmetrical isotruxene core with two diarylamino donors and one cyanocarboxylic acid acceptor was achieved by using a prefunctionalized dibromoisotruxene building block The ortho-para-branched isotruxene core allows strong electronic couplings among the donors and the acceptor, leading to red-shifted absorption profiles with significant charge-transfer character All four isotruxene dyes display reversible anodic waves in cyclic voltammagrams with both HOMO and LUMO potentials suitable for application in DSSCs The DSSCs fabricated with these cone-shaped organic dyes exhibited high open-circuit voltages (0 67-0 76 V) and fill factors (0 67-0 72) with a power conversion efficiency (eta) up to 545%, which is 80% of the ruthenium dye N719-based standard cell fabricated and measured under the same conditions
引用
收藏
页码:7877 / 7886
页数:10
相关论文
共 41 条
[1]   Photodriven heterogeneous charge transfer with transition-metal compounds anchored to TiO2 semiconductor surfaces [J].
Ardo, Shane ;
Meyer, Gerald J. .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (01) :115-164
[2]   Comprehensive evaluation of the absorption, photophysical, energy transfer, structural, and theoretical properties of alpha-oligothiophenes with one to seven rings [J].
Becker, RS ;
deMelo, JS ;
Macanita, AL ;
Elisei, F .
JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (48) :18683-18695
[3]   Highly Efficient Mesoscopic Dye-Sensitized Solar Cells Based on Donor-Acceptor-Substituted Porphyrins [J].
Bessho, Takeru ;
Zakeeruddin, Shaik M. ;
Yeh, Chen-Yu ;
Diau, Eric Wei-Guang ;
Graetzel, Michael .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (37) :6646-6649
[4]   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
[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]   High Molar Extinction Coefficient Branchlike Organic Dyes Containing Di(p-tolyl)phenylamine Donor for Dye-Sensitized Solar Cells Applications [J].
Chen, Huajie ;
Huang, Hui ;
Huang, Xianwei ;
Clifrord, John N. ;
Forneli, Amparo ;
Palomares, Emilio ;
Zheng, Xiaoyan ;
Zheng, Liping ;
Wang, Xianyou ;
Shen, Ping ;
Zhao, Bin ;
Tan, Songting .
JOURNAL OF PHYSICAL CHEMISTRY C, 2010, 114 (07) :3280-3286
[7]   Structurally Simple Dipolar Organic Dyes Featuring 1,3-Cyclohexadiene Conjugated Unit for Dye-Sensitized Solar Cells [J].
Chen, Kuan-Fu ;
Hsu, Ying-Chan ;
Wu, Qiongyou ;
Yeh, Ming-Chang P. ;
Sun, Shih-Sheng .
ORGANIC LETTERS, 2009, 11 (02) :377-380
[8]   A NEW SYNTHETIC ROUTE TO (+/-)-STRIGOL [J].
DAILEY, OD .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (10) :1984-1989
[9]   THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].
DEWAR, MJS ;
ZOEBISCH, EG ;
HEALY, EF ;
STEWART, JJP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909
[10]   A panchromatic boradiazaindacene (BODIPY) sensitizer for dye-sensitized solar cells [J].
Erten-Ela, Sule ;
Yilmaz, M. Deniz ;
Icli, Burcak ;
Dede, Yavuz ;
Icli, Siddik ;
Akkaya, Engin U. .
ORGANIC LETTERS, 2008, 10 (15) :3299-3302