Diketopyrrolopyrrole-Based π-Conjugated Copolymer Containing β-Unsubstituted Quintetthiophene Unit: A Promising Material Exhibiting High Hole-Mobility for Organic Thin-Film Transistors

被引:85
作者
Yi, Zhengran [1 ,2 ]
Sun, Xiangnan [3 ]
Zhao, Yan [3 ]
Guo, Yunlong [3 ]
Chen, Xingguo [1 ,2 ]
Qin, Jingui [1 ,2 ]
Yu, Gui [3 ]
Liu, Yunqi [3 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
[2] Wuhan Univ, Hubei Key Lab Organ & Polymer Optoelect Mat, Wuhan 430072, Peoples R China
[3] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Key Lab Organ Solids, Beijing 100190, Peoples R China
基金
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词
donor-acceptor copolymer; organic thin-film transistors; hole mobility; HIGH-PERFORMANCE AMBIPOLAR; FIELD-EFFECT TRANSISTORS; MOLECULAR PACKING; POLYMER; SEMICONDUCTORS; TRANSPORT; ACCEPTOR; DONOR; MORPHOLOGY;
D O I
10.1021/cm302341m
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 diketopyrrolopyrrole-based pi-conjugated copolymer (PDPP5T) with high molecular weight has been synthesized by Stille coupling polymerization of 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo-[3,4-c]-pyrrole-1,4(2H,5H)-dione with alpha,alpha'-bis(trimethylstannyl)-terthiophene. Its hole mobility without thermal annealing reaches 1.08 cm(2) V-1 s(-1), and a higher hole mobility of 3.46 cm(2) V-1 s(-1) is obtained annealed at 200 degrees C directly in an air atmosphere. This indicates that introducing a longer beta-unsubstituted quinquethiophene (5T) unit into the main-chain of DPP-oligothiophene copolymer produces much pronounced p-type behavior and also reduces the steric hindrance of the bulk side-chain groups, which is favorable to enhance the molecular ordering capability at low temperatures and improve the organic thin-film transistors (OTFT) performances. This work demonstrates that PDPP5T is a promising material that can be applied to the cost-effective and large-scale production of OTFTs.
引用
收藏
页码:4350 / 4356
页数:7
相关论文
共 40 条
[1]   Silaindacenodithiophene Semiconducting Polymers for Efficient Solar Cells and High-Mobility Ambipolar Transistors [J].
Ashraf, Raja Shahid ;
Chen, Zhuoying ;
Leem, Dong Seok ;
Bronstein, Hugo ;
Zhang, Weimin ;
Schroeder, Bob ;
Geerts, Yves ;
Smith, Jeremy ;
Watkins, Scott ;
Anthopoulos, Thomas D. ;
Sirringhaus, Henning ;
de Mello, John C. ;
Heeney, Martin ;
McCulloch, Iain .
CHEMISTRY OF MATERIALS, 2011, 23 (03) :768-770
[2]   Molecular Design and Ordering Effects in π-Functional Materials for Transistor and Solar Cell Applications [J].
Beaujuge, Pierre M. ;
Frechet, Jean M. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (50) :20009-20029
[3]   Small band gap copolymers based on furan and diketopyrrolopyrrole for field-effect transistors and photovoltaic cells [J].
Bijleveld, Johan C. ;
Karsten, Bram P. ;
Mathijssen, Simon G. J. ;
Wienk, Martijn M. ;
de Leeuw, Dago M. ;
Janssen, Rene A. J. .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (05) :1600-1606
[4]   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-+
[5]   Thieno[3,2-b]thiophene-Diketopyrrolopyrrole-Containing Polymers for High-Performance Organic Field-Effect Transistors and Organic Photovoltaic Devices [J].
Bronstein, Hugo ;
Chen, Zhuoying ;
Ashraf, Rap Shahid ;
Zhang, Weimin ;
Du, Junping ;
Durrant, James R. ;
Tuladhar, Pabitra Shakya ;
Song, Kigook ;
Watkins, Scott E. ;
Geerts, Yves ;
Wienk, Martijn M. ;
Janssen, Rene A. J. ;
Anthopoulos, Thomas ;
Sirringhaus, Henning ;
Heeney, Martin ;
McCulloch, Iain .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (10) :3272-3275
[6]   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
[7]   Highly p-Extended Copolymers with Diketopyrrolopyrrole Moieties for High-Performance Field-Effect Transistors [J].
Chen, Huajie ;
Guo, Yunlong ;
Yu, Gui ;
Zhao, Yan ;
Zhang, Ji ;
Gao, Dong ;
Liu, Hongtao ;
Liu, Yunqi .
ADVANCED MATERIALS, 2012, 24 (34) :4618-4622
[8]   High-Performance Ambipolar Diketopyrrolopyrrole-Thieno[3,2-b]thiophene Copolymer Field-Effect Transistors with Balanced Hole and Electron Mobilities [J].
Chen, Zhuoying ;
Lee, Mi Jung ;
Ashraf, Raja Shahid ;
Gu, Yun ;
Albert-Seifried, Sebastian ;
Nielsen, Martin Meedom ;
Schroeder, Bob ;
Anthopoulos, Thomas D. ;
Heeney, Martin ;
McCulloch, Iain ;
Sirringhaus, Henning .
ADVANCED MATERIALS, 2012, 24 (05) :647-+
[9]   Poly(diketopyrrolopyrrole-benzothiadiazole) with Ambipolarity Approaching 100% Equivalency [J].
Cho, Shinuk ;
Lee, Junghoon ;
Tong, Minghong ;
Seo, Jung Hwa ;
Yang, Changduk .
ADVANCED FUNCTIONAL MATERIALS, 2011, 21 (10) :1910-1916
[10]  
Dimitrakopoulos CD, 2002, ADV MATER, V14, P99, DOI 10.1002/1521-4095(20020116)14:2<99::AID-ADMA99>3.0.CO