Synthesis, Characterization, and Transistor and Solar Cell Applications of a Naphthobisthiadiazole-Based Semiconducting Polymer

被引:314
作者
Osaka, Itaru [1 ,2 ]
Shimawaki, Masafumi [1 ]
Mori, Hiroki [1 ]
Doi, Iori [1 ]
Miyazaki, Eigo [1 ]
Koganezawa, Tomoyuki [3 ]
Takimiya, Kazuo [1 ,4 ]
机构
[1] Hiroshima Univ, Grad Sch Engn, Dept Appl Chem, Hiroshima 7398527, Japan
[2] Japan Sci & Technol Agcy, Precursory Res Embryon Sci & Technol PRESTO, Chiyoda Ku, Kawaguchi, Saitama 1020075, Japan
[3] Japan Synchrotron Radiat Res Inst, Sayo, Hyogo 6795198, Japan
[4] Hiroshima Univ, Inst Adv Mat Res, Higashihiroshima 7398530, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
HIGH PHOTOVOLTAIC PERFORMANCE; CONJUGATED POLYMER; THIOPHENE; COPOLYMER; POLYTHIOPHENES;
D O I
10.1021/ja210687r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the synthesis and characterization of a novel donor acceptor semiconducting polymer bearing naphtho-bisthiadiazole (NTz), a doubly benzothiadiazole (BTz)-fused ring, and its applications to organic field-effect transistors and bulk heterojunction solar cells. With NTz's highly pi-extended structure and strong electron affinity, the NTz-based polymer (PNTz4T) affords a smaller bandgap and a deeper HOMO level than the BTz-based polymer (PBTz4T). PNTz4T exhibits not only high field-effect mobilities of similar to 0.56 cm(2)/(V s) but also high photovoltaic properties with power conversion efficiencies of similar to 6.3%, both of which are significantly high compared to those for PBTz4T. This is most likely due to the more suitable electronic properties and, importantly, the more highly ordered structure of PNTz4T in the thin film than that of PBTz4T, which might originate in the different symmetry between the cores. NTz, with centrosymmetry, can lead to a more linear backbone in the present polymer system than BTz with wdsymmetry, which might be favorable for better molecular ordering. These results demonstrate great promise for using NTz as a bulding unit for high-performance semiconducting polymers for both transistors and solar cells.
引用
收藏
页码:3498 / 3507
页数:10
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