Synthesis of Azole-fused Benzothiadiazoles as Key Units for Functional π-Conjugated Compounds
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- Nakamura Tomoya
- Institute for Chemical Research, Kyoto University
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- Okazaki Shuhei
- Institute for Chemical Research, Kyoto University
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- Arakawa Noriko
- Institute for Chemical Research, Kyoto University
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- Satou Motoi
- Institute for Chemical Research, Kyoto University
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- Endo Masaru
- Institute for Chemical Research, Kyoto University
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- Murata Yasujiro
- Institute for Chemical Research, Kyoto University
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- Wakamiya Atsushi
- Institute for Chemical Research, Kyoto University
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Abstract
2,1,3-Benzothiadiazole (BT) is a widely used electron-accepting unit in organic electronics including organic solar cells (OSCs). As modifications of BT skeleton, two types of azole-fused BT units were designed and synthesized; thiazole-fused BT with an electron-withdrawing C=N bond and imidazole-fused BT with an electron-donating nitrogen atom as well as an electron-withdrawing C=N bond. Electrochemical measurements and theoretical calculations suggest that thiazole-fusion enhances the electron-accepting ability, whereas imidazole-fusion endows the BT skeleton with electron-donating ability while maintaining its electron-accepting ability. Moreover, in thiazole-fused BT units, the electronic structure could be further modulated by varying the oxidation state of the sulfur atom in methylthio group at the fused thiazole ring.
Journal
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- Journal of Photopolymer Science and Technology
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Journal of Photopolymer Science and Technology 30 (5), 561-568, 2017
The Society of Photopolymer Science and Technology(SPST)
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Details 詳細情報について
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- CRID
- 1390282679300636672
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- NII Article ID
- 130005950293
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- NII Book ID
- AA11576862
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- ISSN
- 13496336
- 09149244
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- NDL BIB ID
- 028336334
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
- KAKEN
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- Abstract License Flag
- Disallowed