Naphthodithiophene-Based Donor-Acceptor Polymers: Versatile Semiconductors for OFETs and OPVs

被引:127
作者
Osaka, Itaru [1 ,2 ]
Abe, Toru [1 ]
Shimawaki, Masafumi [1 ]
Koganezawa, Tomoyuki [3 ]
Takimiya, Kazuo [1 ,4 ]
机构
[1] Hiroshima Univ, Dept Appl Chem, Grad Sch Engn, Hiroshima 7398527, Japan
[2] Japan Sci & Technol Agcy, Chiyoda Ku, Tokyo 1020075, Japan
[3] Japan Synchrotron Radiat Res Inst, Sayo, Hyogo 6795198, Japan
[4] Hiroshima Univ, Inst Adv Mat Res, Higashihiroshima 7398530, Japan
基金
日本科学技术振兴机构; 日本学术振兴会;
关键词
HIGH-PERFORMANCE; HIGH-MOBILITY; SOLAR-CELLS; TRANSISTORS; COPOLYMERS;
D O I
10.1021/mz300065t
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 the synthesis, characterization, and OFET and OPV properties of a series of novel naphthodithiophene (NDT3)-based donor-acceptor semiconducting polymers. A striking feature of the present polymers is the very close pi-pi stacking of 3.5 angstrom, most likely as a result of the large pi system and the D-A system in the polymer backbone. PNDT3NTz-DT, in particular, is found to be one of the few examples of versatile polymers that exhibit both the field-effect mobility of similar to cm(2)/(V s) and the PCE of similar to 5%. These results indicate that NDT3 is a promising versatile core unit for semiconducting polymers and that the use of highly pi-extended heteroarenes as both the donor and the acceptor unit is a promising design strategy to develop high performance polymers.
引用
收藏
页码:437 / 440
页数:4
相关论文
共 34 条
[1]   Efficient Solar Cells Based on an Easily Accessible Diketopyrrolopyrrole Polymer [J].
Bijleveld, Johan C. ;
Gevaerts, Veronique S. ;
Di Nuzzo, Daniele ;
Turbiez, Mathieu ;
Mathijssen, Simon G. J. ;
de Leeuw, Dago M. ;
Wienk, Martijn M. ;
Janssen, Rene A. J. .
ADVANCED MATERIALS, 2010, 22 (35) :E242-+
[2]   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
[3]   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
[4]   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
[5]   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
[6]   Development of naphtho[1,2-b:5,6-b′]dithiophene based novel small molecules for efficient bulk-heterojunction organic solar cells [J].
Dutta, Pranabesh ;
Yang, Wooseung ;
Eom, Seung Hun ;
Lee, Woo-Hyung ;
Kang, In Nam ;
Lee, Soo-Hyoung .
CHEMICAL COMMUNICATIONS, 2012, 48 (04) :573-575
[7]   Tetrathienoacene copolymers as high mobility, soluble organic semiconductors [J].
Fong, Hon Hang ;
Pozdin, Vladimir A. ;
Amassian, Aram ;
Malliaras, George G. ;
Smilgies, Detlef-M. ;
He, Mingqian ;
Gasper, Susan ;
Zhang, Feixia ;
Sorensen, Michael .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (40) :13202-13203
[8]   Undoped polythiophene field-effect transistors with mobility of 1 cm2 V-1 s-1 [J].
Hamadani, B. H. ;
Gundlach, D. J. ;
McCulloch, I. ;
Heeney, M. .
APPLIED PHYSICS LETTERS, 2007, 91 (24)
[9]   Tetrathienoanthracene-Based Copolymers for Efficient Solar Cells [J].
He, Feng ;
Wang, Wei ;
Chen, Wei ;
Xu, Tao ;
Darling, Seth B. ;
Strzalka, Joseph ;
Liu, Yun ;
Yu, Luping .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (10) :3284-3287
[10]  
Leclerc M., 2010, Design and Synthesis of Conjugated Polymers