Efficient quasi-solid-state dye-sensitized solar cells based on organic sensitizers containing fluorinated quinoxaline moiety

被引:25
作者
Jia, Xiaowei
Zhang, Weiyi
Lu, Xuefeng
Wang, Zhong-Sheng
Zhou, Gang [1 ]
机构
[1] Fudan Univ, Adv Mat Lab, Shanghai 200438, Peoples R China
基金
中国国家自然科学基金;
关键词
D-PI-A; POWER CONVERSION EFFICIENCY; BAND-GAP CHROMOPHORES; HIGHLY EFFICIENT; CONJUGATED POLYMERS; ENERGY-LEVELS; PERFORMANCE; BENZOTHIADIAZOLE; PORPHYRIN; DONOR;
D O I
10.1039/c4ta04884a
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two novel organic sensitizers (FNE55 and FNE56) containing a 6,7-difluoroquinoxaline moiety have been designed and synthesized for quasi-solid-state dye-sensitized solar cells (DSSCs). For comparison, an organic dye, FNE54, without fluorine has also been synthesized. The effects of the introduction of fluorine on the absorption, electrochemical and photovoltaic properties have been systematically investigated. Upon the incorporation of fluorine in the quinoxaline unit, the electron-withdrawing ability is strengthened, which results in the enhanced push-pull interactions and thus narrows the energy band gap. The absorption maximum wavelength in toluene solution bathochromically shifts from 504 nm for FNE54 to 511 nm for FNE55, and further to 525 nm for FNE56. However, although the lowest unoccupied molecular orbitals (LUMOs) are lowered down after the introduction of fluorines, the driving force for the photo-excited electrons from their excited states to the semiconductor conduction band is still sufficient. Consequently, the quasi-solid-state DSSC based on FNE56 exhibits a highest power conversion efficiency of 8.2%, which is 37% higher than that for FNE54 based quasi-solid-state DSSCs.
引用
收藏
页码:19515 / 19525
页数:11
相关论文
共 71 条
[21]   A polymer gel electrolyte to achieve ≥6% power conversion efficiency with a novel organic dye incorporating a low-band-gap chromophore [J].
Kim, Jeum-Jong ;
Choi, Hyunbong ;
Lee, Ji-Won ;
Kang, Moon-Sung ;
Song, Kihyung ;
Kang, Sang Ook ;
Ko, Jaejung .
JOURNAL OF MATERIALS CHEMISTRY, 2008, 18 (43) :5223-5229
[22]   High Open Circuit Voltage Solution-Processed Tandem Organic Photovoltaic Cells Employing a Bottom Cell Using a New Medium Band Gap Semiconducting Polymer [J].
Kim, Ji-Hoon ;
Song, Chang Eun ;
Kim, Hee Un ;
Grimsdale, Andrew C. ;
Moon, Sang-Jin ;
Shin, Won Suk ;
Choi, Si Kyung ;
Hwang, Do-Hoon .
CHEMISTRY OF MATERIALS, 2013, 25 (13) :2722-2732
[23]   Synthetic Strategy of Low-Bandgap Organic Sensitizers and Their Photoelectron Injection Characteristics [J].
Kim, Sukwon ;
Lim, Hunbae ;
Kim, Kwanghyun ;
Kim, Chulhee ;
Kang, Tae Yeon ;
Ko, Min Jae ;
Kim, Kyungkon ;
Park, Nam-Gyu .
IEEE JOURNAL OF SELECTED TOPICS IN QUANTUM ELECTRONICS, 2010, 16 (06) :1627-1634
[24]  
KNOEVENAGEL E, 1894, LIEBIGS ANN CHEM, V281, P25, DOI DOI 10.1002/JLAC.18942810104
[25]   Organic dyes incorporating low-band-gap chromophores based on π-extended benzothiadiazole for dye-sensitized solar cells [J].
Lee, Dong Hyun ;
Lee, Myung Jun ;
Song, Hae Min ;
Song, Bok Joo ;
Seo, Kang Deuk ;
Pastore, Mariachiara ;
Anselmi, Chiara ;
Fantacci, Simona ;
De Angelis, Filippo ;
Nazeeruddin, Mohammad K. ;
Graeetzel, Michael ;
Kim, Hwan Kyu .
DYES AND PIGMENTS, 2011, 91 (02) :192-198
[26]   Ambipolar Polymer Field-Effect Transistors Based on Fluorinated Isoindigo: High Performance and Improved Ambient Stability [J].
Lei, Ting ;
Dou, Jin-Hu ;
Ma, Zhi-Jun ;
Yao, Cong-Hui ;
Liu, Chen-Jiang ;
Wang, Jie-Yu ;
Pei, Jian .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (49) :20025-20028
[27]   New donor-π-acceptor sensitizers containing 5H-[1,2,5]thiadiazolo [3,4-f]isoindole-5,7(6H)-dione and 6H-pyrrolo[3,4-g]quinoxaline-6,8(7H)-dione units [J].
Li, Hairong ;
Koh, Teck Ming ;
Hagfeldt, Anders ;
Graetzel, Michael ;
Mhaisalkar, Subodh G. ;
Grimsdale, Andrew C. .
CHEMICAL COMMUNICATIONS, 2013, 49 (24) :2409-2411
[28]   High-Performance Dipolar Organic Dyes with an Electron-Deficient Diphenylquinoxaline Moiety in the p-Conjugation Framework for Dye-Sensitized Solar Cells [J].
Li, Sie-Rong ;
Lee, Chuan-Pei ;
Kuo, Hui-Tung ;
Ho, Kuo-Chuan ;
Sun, Shih-Sheng .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (38) :12085-12095
[29]   Synthesis of π-Conjugated Polymers Containing Fluorinated Arylene Units via Direct Arylation: Efficient Synthetic Method of Materials for OLEDs [J].
Lu, Wei ;
Kuwabara, Junpei ;
Iijima, Takayuki ;
Higashimura, Hideyuki ;
Hayashi, Hideki ;
Kanbara, Takaki .
MACROMOLECULES, 2012, 45 (10) :4128-4133
[30]   X-shaped organic dyes with a quinoxaline bridge for use in dye-sensitized solar cells [J].
Lu, Xuefeng ;
Jia, Xiaowei ;
Wang, Zhong-Sheng ;
Zhou, Gang .
JOURNAL OF MATERIALS CHEMISTRY A, 2013, 1 (34) :9697-9706