Low bandgap copolymer of 1,4-diketopyrrolo[3,4-c]pyrrole and thieno[3,2-b]thiophene: Synthesis and applications in polymer solar cells and field-effect transistors

被引:12
作者
Min, Jie [1 ,2 ]
Peng, Bo [1 ]
Wen, Yugen [1 ]
Zhang, Zhi-Guo [1 ]
Zhang, Maojie [1 ]
Zhang, Jing [1 ]
Xie, Qiang [2 ]
Liu, Yunqi [1 ]
Li, Yongfang [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Organ Solids, Beijing 100190, Peoples R China
[2] China Univ Min & Technol, Sch Chem & Environm Engn, Beijing 100083, Peoples R China
关键词
Low bandgap polymers; 1,4-Diketopyrrolo[3,4-c]pyrrole-based polymers; Polymer solar cells; Organic field effect transistors; SIDE-CHAIN; POLYTHIOPHENE DERIVATIVES; PHOTOVOLTAIC PROPERTIES; SEMICONDUCTORS; PERFORMANCE; GAP;
D O I
10.1016/j.synthmet.2011.06.015
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
A new conjugated polymer, poly(3,6-dihexyl-thieno[3,2-b]thiophenyl-2,5-diyl-alt-2,5-di(2-ethylhexyl)-3,6-bis(thien-2,5-diyl)-pyrrolo[3,4-c]-pyrrole-1,4-dione)(DH-PTTDPP) was synthesized by Pd-catalyzed Stille-coupling method. The thermal, absorption, electrochemical, photovoltaic properties, and field-effect charge transport of the polymer were examined. The polymer is soluble in common organic solvents and possesses a broad absorption band covering from 500 nm to 900 nm with an optical bandgap of 1.33 eV. Field-effect transistors (FETs) based on DH-PTTDPP thin film showed a hole mobility of 2.5 x 10(-3) cm(2) V-1 s(-1) with an on/off ratio of 10(5), which is among the high values for the conjugated polymers. Polymer solar cells (PSCs) based on DH-PTTDPP/PC70BM (1:1.5, w/w) demonstrated a power conversion efficiency of 1.90% under the illumination of AM 1.5, 100 mW cm(-2). These results indicate that DH-PTTDPP is an attractive polymer semiconductor for the applications in FETs and PSCs. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:1832 / 1837
页数:6
相关论文
共 35 条
[1]   Organic semiconductors for solution-processable field-effect transistors (OFETs) [J].
Allard, Sybille ;
Forster, Michael ;
Souharce, Benjamin ;
Thiem, Heiko ;
Scherf, Ullrich .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (22) :4070-4098
[2]   High performance amorphous metallated π-conjugated polymers for field-effect transistors and polymer solar cells [J].
Baek, Nam Seob ;
Hau, Steven K. ;
Yip, Hin-Lap ;
Acton, Orb ;
Chen, Kung-Shih ;
Jen, Alex K. -Y. .
CHEMISTRY OF MATERIALS, 2008, 20 (18) :5734-5736
[3]   Soluble regioregular polythiophene derivatives as semiconducting materials for field-effect transistors [J].
Bao, ZN ;
Lovinger, AJ .
CHEMISTRY OF MATERIALS, 1999, 11 (09) :2607-2612
[4]   SYNTHESIS OF BENZO[1,2-B-4,5-B']DITHIOPHENE AND ITS 4,8-DIMETHOXY AND 4,8-DIMETHYL DERIVATIVES [J].
BEIMLING, P ;
KOSSMEHL, G .
CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (10) :3198-3203
[5]   Poly(diketopyrrolopyrrole-terthiophene) for Ambipolar Logic and Photovoltaics [J].
Bijleveld, Johan C. ;
Zoombelt, Arjan P. ;
Mathijssen, Simon G. J. ;
Wienk, Martijn M. ;
Turbiez, Mathieu ;
de Leeuw, Dago M. ;
Janssen, Rene A. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) :16616-+
[6]  
Brabec CJ, 2001, ADV FUNCT MATER, V11, P15, DOI 10.1002/1616-3028(200102)11:1<15::AID-ADFM15>3.0.CO
[7]  
2-A
[8]   High-mobility ambipolar near-infrared light-emitting polymer field-effect transistors [J].
Buergi, Lukas ;
Turbiez, Mathieu ;
Pfeiffer, Reto ;
Bienewald, Frank ;
Kirner, Hans-Joerg ;
Winnewisser, Carsten .
ADVANCED MATERIALS, 2008, 20 (11) :2217-2224
[9]  
Dennler G., 2001, ADV MATER, V11, P15
[10]   Synthesis and structure of alkyl-substituted fused thiophenes containing up to seven rings [J].
He, Mingqian ;
Zhang, Feixia .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (02) :442-451