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Rapid Synthesis of D‐A′‐π‐A Dyes through a One‐Pot Three‐Component Suzuki–Miyaura Coupling and an Evaluation of their Photovoltaic Properties for Use in Dye‐Sensitized Solar Cells
Authors:Shunsuke Irie  Dr. Shinichiro Fuse  Dr. Masato M. Maitani  Prof. Yuji Wada  Dr. Yuhei Ogomi  Prof. Shuzi Hayase  Dr. Tatsuo Kaiho  Dr. Hisashi Masui  Dr. Hiroshi Tanaka  Prof. Takashi Takahashi
Affiliation:1. Department of Applied Chemistry, Tokyo Institute of Technology, Tokyo, Japan;2. Chemical Resources Laboratory, Tokyo Institute of Technology, Yokohama, Japan;3. Graduate School of Life Science and Systems Engineering, Kyushu Institute of Technology, Fukuoka, Japan;4. Brine Resources Research & Development Division, Kanto Natural Gas Development Co., Ltd., Chiba, Japan;5. Yokohama University of Pharmacy, Yokohama, Japan
Abstract:Twenty‐four D‐A′–π‐A dyes were rapidly synthesized through a one‐pot three‐component Suzuki–Miyaura coupling reaction, which was assisted by microwave irradiation. We measured the absorption spectra, electrochemical properties, and solar‐cell performance of all the synthesized dyes. The D5 πA4 dye contained our originally designed rigid and nonplanar donor and exerted the highest efficiency at 5.4 %. The short‐circuit current (Jsc) was the most important parameter for the conversion efficiency (η) in the case of the organic D‐A′‐π‐A dyes. Optimal ranges for the D‐A′‐π‐A dyes were observed for high values of Jsc/λmax at λ=560–620 nm, an optical‐absorption edge of λ=690–790 nm, and EHOMO and ELUMO values of <1.14 and ?0.56 to ?0.76 V, respectively.
Keywords:combinatorial chemistry  cross-coupling  dyes/pigments  solar cells  one-pot reactions
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