Synthesis of EDOT-containing organic dyes via one-pot, four-component Suzuki-Miyaura coupling and the evaluation of their photovoltaic properties

被引:17
作者
Fuse, Shinichiro [1 ]
Asai, Yuya [1 ]
Sugiyama, Sakae [1 ]
Matsumura, Keisuke [1 ]
Maitani, Masato M. [1 ]
Wada, Yuji [1 ]
Ogomi, Yuhei [2 ]
Hayase, Shuzi [2 ]
Kaiho, Tatsuo [3 ]
Takahashi, Takashi [4 ]
机构
[1] Tokyo Inst Technol, Dept Appl Chem, Meguro Ku, Tokyo 1528552, Japan
[2] Kyushu Inst Technol, Grad Sch Life Sci & Syst Engn, Fukuoka 8080196, Japan
[3] Kanto Nat Gas Dev Co Ltd, Brine Resources Res & Dev Div, Mobara, Chiba 2978550, Japan
[4] Yokohama Coll Pharm, Yokohama, Kanagawa 2450066, Japan
关键词
Dyes; Suzuki-Miyaura coupling; One-pot; Dye-sensitized solar cell; Thiophene; SENSITIZED SOLAR-CELLS; TAIL-TYPE OLIGOTHIOPHENES; CARBAZOLE DYES; CH ARYLATION; HEXYLTHIOPHENE; DESIGN; ARYL; FUNCTIONALIZATION; SEMICONDUCTORS; CONSTRUCTION;
D O I
10.1016/j.tet.2014.09.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a one-pot, four-component Suzuki-Miyaura coupling for the synthesis of thiophene-based donor-pi-bridge acceptor (D-pi-A) dyes for dye-sensitized solar cells. Two D-pi-A dyes, 19 and 20, retaining 3,4-ethylenedioxythiophene (EDOT) beside a cyanoacrylic acid moiety, and one D-pi-A dye 21 without EDOT (reference compound) were rapidly synthesized in accordance with the developed procedure. The measurement of the absorption spectra and the electrochemical properties of synthesized dyes, and the photovoltaic properties of solar cells that were prepared using the synthesized dyes 19-21, revealed that the dyes retaining only one EDOT beside a cyanoacrylic acid moiety would exert a high J(sc). (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8690 / 8695
页数:6
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