Using Cyclopenta[2,1-b:3,4-c′]dithiophene-4-one as a Building Block for Low-Bandgap Conjugated Copolymers Applied in Solar Cells

被引:15
作者
Zhang, Wei [1 ,3 ]
Cao, Jiamin [1 ,2 ]
Liu, Ying [1 ]
Xiao, Zuo [1 ]
Zhu, Weiguo [2 ]
Zuo, Qiqun [4 ]
Ding, Liming [1 ]
机构
[1] Natl Ctr Nanosci & Technol, Beijing 100190, Peoples R China
[2] Xiangtan Univ, Coll Chem, Key Lab Environm Friendly Chem & Applicat, Minist Educ, Xiangtan 411105, Peoples R China
[3] Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China
[4] Jiahong Optoelect, Suzhou 215151, Peoples R China
关键词
conjugated polymers; electron-accepting unit; low bandgap; low-lying HOMO level; polymer solar cells; OPEN-CIRCUIT VOLTAGE; PHOTOVOLTAIC PROPERTIES; HIGH-PERFORMANCE; ACCEPTOR GROUPS; POLYMER; DONOR; GAP; CARBAZOLE; STABILITY;
D O I
10.1002/marc.201200311
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel electron-accepting unit cyclopenta[2,1-b:3,4-c']dithiophene-4-one (CPDTO-c'), which is an isomer of CPDTO-b' was developed. CPDTO-c' can be incorporated into the DA backbone through 5, 7 positions. The 2 position of CPDTO-c' can be easily functionalized with an electron-withdrawing chain. By copolymerizing CPDTO-c' with four different donor units: benzo[1,2-b:4,5-b']dithiophene (BDT), dithieno[3,2-b:2',3'-d]silole (DTS), carbazole, and fluorene, four new conjugated copolymers P1P4 were obtained. All these polymers have good solubility and low-lying HOMO energy levels (-5.41 similar to -5.92 eV). Among them, P1 and P2 exhibit broad absorption and narrow optical bandgaps of 1.91 and 1.72 eV, respectively. Solar cells based on P1/PC71BM afforded a PCE up to 2.72% and a high Voc up to similar to 0.9 V.
引用
收藏
页码:1574 / 1579
页数:6
相关论文
共 41 条
[1]   Mobility and photovoltaic performance studies on polymer blends: effects of side chains volume fraction [J].
Adam, Getachew ;
Pivrikas, Almantas ;
Ramil, Alberto M. ;
Tadesse, Sisay ;
Yohannes, Teketel ;
Sariciftci, Niyazi S. ;
Egbe, Daniel A. M. .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (08) :2594-2600
[2]   Electrogenerated poly(thiophenes) with extremely narrow bandgap and high stability under n-doping cycling [J].
Akoudad, S ;
Roncali, J .
CHEMICAL COMMUNICATIONS, 1998, (19) :2081-2082
[3]   Dithienogermole As a Fused Electron Donor in Bulk Heterojunction Solar Cells [J].
Amb, Chad M. ;
Chen, Song ;
Graham, Kenneth R. ;
Subbiah, Jegadesan ;
Small, Cephas E. ;
So, Franky ;
Reynolds, John R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (26) :10062-10065
[4]   Toward a rational design of poly(2,7-carbazole) derivatives for solar cells [J].
Blouin, Nicolas ;
Michaud, Alexandre ;
Gendron, David ;
Wakim, Salem ;
Blair, Emily ;
Neagu-Plesu, Rodica ;
Belletete, Michel ;
Durocher, Gilles ;
Tao, Ye ;
Leclerc, Mario .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (02) :732-742
[5]   Synthesis and Photovoltaic Properties of Low Band Gap Polymers Containing Benzo[1,2-b:4,5-c′]dithiophene-4,8-dione [J].
Cao, Jiamin ;
Zhang, Wei ;
Xiao, Zuo ;
Liao, Lingyan ;
Zhu, Weiguo ;
Zuo, Qiqun ;
Ding, Liming .
MACROMOLECULES, 2012, 45 (03) :1710-1714
[6]   Enhanced Performance and Stability of a Polymer Solar Cell by Incorporation of Vertically Aligned, Cross-Linked Fullerene Nanorods [J].
Chang, Chih-Yu ;
Wu, Cheng-En ;
Chen, Shih-Yung ;
Cui, Chaohua ;
Cheng, Yen-Ju ;
Hsu, Chain-Shu ;
Wang, Yuh-Lin ;
Li, Yongfang .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (40) :9386-9390
[7]   Polymer solar cells with enhanced open-circuit voltage and efficiency [J].
Chen, Hsiang-Yu ;
Hou, Jianhui ;
Zhang, Shaoqing ;
Liang, Yongye ;
Yang, Guanwen ;
Yang, Yang ;
Yu, Luping ;
Wu, Yue ;
Li, Gang .
NATURE PHOTONICS, 2009, 3 (11) :649-653
[8]   A family of electroluminescent silyl-substituted poly(p-phenylenevinylene)s:: Synthesis, characterization, and structure-property relationships [J].
Chen, ZK ;
Huang, W ;
Wang, LH ;
Kang, ET ;
Chen, BJ ;
Lee, CS ;
Lee, ST .
MACROMOLECULES, 2000, 33 (24) :9015-9025
[9]   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
[10]   Bulk Heterojunction Solar Cells Using Thieno[3,4-c]pyrrole-4,6-dione and Dithieno[3,2-b:2′,3′-d]silole Copolymer with a Power Conversion Efficiency of 7.3% [J].
Chu, Ta-Ya ;
Lu, Jianping ;
Beaupre, Serge ;
Zhang, Yanguang ;
Pouliot, Jean-Remi ;
Wakim, Salem ;
Zhou, Jiayun ;
Leclerc, Mario ;
Li, Zhao ;
Ding, Jianfu ;
Tao, Ye .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (12) :4250-4253