A bipolar small molecule based on indacenodithiophene and diketopyrrolopyrrole for solution processed organic solar cells

被引:91
作者
Bai, Huitao [1 ,2 ]
Cheng, Pei [1 ,2 ]
Wang, Yifan [1 ,2 ]
Ma, Lanchao [1 ,2 ]
Li, Yongfang [1 ]
Zhu, Daoben [1 ]
Zhan, Xiaowei [1 ,3 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Organ Solids, Inst Chem, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Peking Univ, Dept Mat Sci & Engn, Coll Engn, Beijing 100871, Peoples R China
关键词
OPEN-CIRCUIT VOLTAGE; POWER CONVERSION EFFICIENCY; BAND-GAP POLYMERS; HIGH-PERFORMANCE; CONJUGATED POLYMERS; CHARGE-TRANSPORT; TANDEM POLYMER; BENZODITHIOPHENE; THIAZOLOTHIAZOLE; BENZOTHIADIAZOLE;
D O I
10.1039/c3ta13816j
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
A new linear A-D-A type low band gap small molecule (IDT-2DPP) based on 4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b0]dithiophene (IDT) and 2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl) pyrrolo[3,4-c] pyrrole-1,4(2H,5H)-dione (DPP) was designed and synthesized by Pd-catalyzed Stille coupling reaction. IDT-2DPP exhibits good solubility and good thermal stability with a decomposition temperature of 395 degrees C. IDT-2DPP shows strong absorption from 500 to 700 nm with a high molar extinction coefficient of 1.3 x 10(5) M-1 cm(-1) at the absorption peak (640 nm) in chloroform solution. The HOMO and LUMO levels of IDT-2DPP were estimated to be -5.11 and -3.32 eV, respectively. Solution processed bulk-heterojunction solar cells using IDT-2DPP as a donor material blending with PC71BM as an acceptor yielded a power conversion efficiency of 2.82%, and solar cells using IDT-2DPP as an acceptor material blending with P3HT as a donor yielded a power conversion efficiency of 0.83% with a high V-oc of 1.17 V.
引用
收藏
页码:778 / 784
页数:7
相关论文
共 66 条
[11]   Synthesis of Conjugated Polymers for Organic Solar Cell Applications [J].
Cheng, Yen-Ju ;
Yang, Sheng-Hsiung ;
Hsu, Chain-Shu .
CHEMICAL REVIEWS, 2009, 109 (11) :5868-5923
[12]   Systematic Investigation of Benzodithiophene- and Diketopyrrolopyrrole-Based Low-Bandgap Polymers Designed for Single Junction and Tandem Polymer Solar Cells [J].
Dou, Letian ;
Gao, Jing ;
Richard, Eric ;
You, Jingbi ;
Chen, Chun-Chao ;
Cha, Kitty C. ;
He, Youjun ;
Li, Gang ;
Yang, Yang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (24) :10071-10079
[13]  
Dou LT, 2012, NAT PHOTONICS, V6, P180, DOI [10.1038/nphoton.2011.356, 10.1038/NPHOTON.2011.356]
[14]   Influence of D/A Ratio on Photovoltaic Performance of a Highly Efficient Polymer Solar Cell System [J].
Guo, Xia ;
Zhang, Maojie ;
Tan, Jiahui ;
Zhang, Shaoqing ;
Huo, Lijun ;
Hu, Wenping ;
Li, Yongfang ;
Hou, Jianhui .
ADVANCED MATERIALS, 2012, 24 (48) :6536-6541
[15]   Barium: An Efficient Cathode Layer for Bulk-heterojunction Solar Cells [J].
Gupta, Vinay ;
Kyaw, Aung Ko Ko ;
Wang, Dong Hwan ;
Chand, Suresh ;
Bazan, Guillermo C. ;
Heeger, Alan J. .
SCIENTIFIC REPORTS, 2013, 3
[16]  
He ZC, 2012, NAT PHOTONICS, V6, P591, DOI [10.1038/nphoton.2012.190, 10.1038/NPHOTON.2012.190]
[17]   Simultaneous Enhancement of Open-Circuit Voltage, Short-Circuit Current Density, and Fill Factor in Polymer Solar Cells [J].
He, Zhicai ;
Zhong, Chengmei ;
Huang, Xun ;
Wong, Wai-Yeung ;
Wu, Hongbin ;
Chen, Liwei ;
Su, Shijian ;
Cao, Yong .
ADVANCED MATERIALS, 2011, 23 (40) :4636-+
[18]   Stability/degradation of polymer solar cells [J].
Jorgensen, Mikkel ;
Norrman, Kion ;
Krebs, Frederik C. .
SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2008, 92 (07) :686-714
[19]   Fabrication and processing of polymer solar cells: A review of printing and coating techniques [J].
Krebs, Frederik C. .
SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2009, 93 (04) :394-412
[20]   Synthesis, Molecular and Photovoltaic Properties of an Indolo[3,2-b]indole-Based Acceptor-Donor-Acceptor Small Molecule [J].
Lai, Yu-Ying ;
Yeh, Jyun-Ming ;
Tsai, Che-En ;
Cheng, Yen-Ju .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (23) :5076-5084