Synthesis of New Indolocarbazole-Acceptor Alternating Conjugated Copolymers and Their Applications to Thin Film Transistors and Photovoltaic Cells

被引:119
作者
Tsai, Jung-Hsun [1 ]
Chueh, Chu-Chen [1 ]
Lai, Mei-Hsiu [1 ]
Wang, Chih-Feng [1 ]
Chen, Wen-Chang [1 ,2 ]
Ko, Bao-Tsan [3 ]
Ting, Ching [3 ]
机构
[1] Natl Taiwan Univ, Dept Chem Engn, Taipei 106, Taiwan
[2] Natl Taiwan Univ, Inst Polymer Sci & Engn, Taipei 106, Taiwan
[3] Ind Technol Res Inst, Mat & Chem Labs, Hsinchu 300, Taiwan
关键词
FIELD-EFFECT TRANSISTORS; BAND-GAP POLYMER; CONDUCTIVE PROPERTIES; CARRIER MOBILITY; CHARGE-TRANSPORT; SOLAR-CELLS; DONOR; THIOPHENE; DESIGN; POLY(2,7-CARBAZOLE);
D O I
10.1021/ma802720n
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We report synthesis, properties, and optoelectronic device characteristics of six new indolocarbazole-acceptor Conjugated copolymers prepared by Suzuki coupling reaction. Two different linkages of indolocarbazole (28IC and 39IC) and four acceptors of 2,3-didodecylthieno[3,4-b]pyrazine (TP12), 2,3-bis(4-(2-ethylhexyloxy) phenyl)thieno[3,4-b]pyrazine (TPO), 2,1,3-benzothiadiazole (BT), and 2,3-bis(4-(2-ethylhexyloxy)phenyl)quinoxaline (QO) were used to explore the effects of acceptor structure, linkage, and side group on the electronic and optoelectronic properties. The optical hand gap (eV) of the Studied copolymers were in the following order: P28IC-TPO (1.58) < P39IC-TP12 (1.79) < P28IC-TP12 (1.84) < P28IC-BT (2.09) < P28IC-QO (2.31) < P39IC-QO (2.34). The hole mobility and on-off ratios of the studied copolymers were in the ranges 1.66 x 10(-5) to 4 x 10(-4) cm(2)/V.s and 40-46900, respectively. It basically depended on the degree of intromolecular charge transfer between indolocarbazole and acceptor as well as the HOMO level. The power conversion efficiency (PCE) of the indolocarbazole-acceptor polymer/PC61BM or PC71BM based photovoltaic cells were in the range 0.14-1.40% under the illumination of AM 1.5G (100 mW/cm(2)). P28IC-QO showed the best PCE among the Studied copolymers because of its Suitable HOMO/LUMO energy level, high molecular weight, good hole mobility, efficient PL quenching, and large V-oc.
引用
收藏
页码:1897 / 1905
页数:9
相关论文
共 61 条
[1]   Benzothiadiazoles and dipyrrolyl quinoxalines with extended conjugated chromophores-fluorophores and anion sensors [J].
Aldakov, D ;
Palacios, MA ;
Anzenbacher, P .
CHEMISTRY OF MATERIALS, 2005, 17 (21) :5238-5241
[2]   High electron mobility and ambipolar charge transport in binary blends of donor and acceptor conjugated polymers [J].
Babel, Amit ;
Zhu, Yan ;
Cheng, Kai-Fang ;
Chen, Wen-Chang ;
Jenekhe, Samson A. .
ADVANCED FUNCTIONAL MATERIALS, 2007, 17 (14) :2542-2549
[3]   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
[4]   Optical, electrochemical, magnetic, and conductive properties of new poly (indolocarbazole-alt-bithiophene)s [J].
Blouin, N ;
Leclerc, M ;
Vercelli, B ;
Zecchin, S ;
Zotti, G .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2006, 207 (02) :175-182
[5]   Optical, electrochemical, magnetic, and conductive properties of new polyindolocarbazoles and polydiindolocarbazoles [J].
Blouin, N ;
Michaud, A ;
Wakim, S ;
Boudreault, PLT ;
Leclerc, M ;
Vercelli, B ;
Zecchin, S ;
Zotti, G .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2006, 207 (02) :166-174
[6]   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
[7]   A low-bandgap poly(2,7-carbazole) derivative for use in high-performance solar cells [J].
Blouin, Nicolas ;
Michaud, Alexandre ;
Leclerc, Mario .
ADVANCED MATERIALS, 2007, 19 (17) :2295-+
[8]   Poly(2,7-carbazole)s and related polymers [J].
Boudreault, Pierre-Luc T. ;
Blouin, Nicolas ;
Leclerc, Mario .
POLYFLUORENES, 2008, 212 (99-124) :99-124
[9]   Synthesis, characterization, and application of indolo[3,2-b]carbazole semiconductors [J].
Boudreault, Pierre-Luc T. ;
Wakim, Salem ;
Blouin, Nicolas ;
Simard, Michel ;
Tessier, Christian ;
Tao, Ye ;
Leclerc, Mario .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (29) :9125-9136
[10]   Extended photocurrent spectrum of a low band gap polymer in a bulk heterojunction solar cell [J].
Campos, LM ;
Tontcheva, A ;
Günes, S ;
Sonmez, G ;
Neugebauer, H ;
Sariciftci, NS ;
Wudl, F .
CHEMISTRY OF MATERIALS, 2005, 17 (16) :4031-4033