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Effect of alkyl substituents: 5,15-bis(trimethylsilylethynyl)- vs. 5,15-bis(triisopropylsilylethynyl)-tetrabenzoporphyrins and their metal complexes
http://hdl.handle.net/10061/12096
http://hdl.handle.net/10061/1209635bfae84-f4b0-4d82-b77b-915604042ccf
名前 / ファイル | ライセンス | アクション |
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fulltext (20.8 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2017-08-08 | |||||
タイトル | ||||||
タイトル | Effect of alkyl substituents: 5,15-bis(trimethylsilylethynyl)- vs. 5,15-bis(triisopropylsilylethynyl)-tetrabenzoporphyrins and their metal complexes | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | benzoporphyrin | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | metal complexes | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | crystal structure | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | organic solar cells | |||||
資源タイプ | ||||||
資源タイプ | journal article | |||||
アクセス権 | ||||||
アクセス権 | open access | |||||
著者 |
Takahashi, Kohtaro
× Takahashi, Kohtaro× Yamada, Naoya× Kumagai, Daichi× Kuzuhara, Daiki× Suzuki, Mitsuharu× Yamaguchi, Yuji× Aratani, Naoki× Nakayama, Ken-ichi× Yamada, Hiroko |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The copper(II), nickel(II), etc. complexes of 5,15-bis(trimethylsilylethynyl)tetrabenzoporphyrin (TMS-H2BP) and 5,15-bis(triisopropylsilylethynyl)tetrabenzoporphyrin (TIPS-H2BP) have been prepared from the corresponding bicycle[2.2.2]octadiene(BCOD)-fused precursors by the retro-Diels-Alder reaction. X-ray diffraction (XRD) analyses show that TMS-H2BP and its metal complexes of zinc(II) (TMS-ZnBP) and copper(II) (TMS-CuBP) adopt flat molecular conformations and form herringbone-type packing structures in the single crystalline state. TIPS-H2BP and the zinc(II) and copper(II) complexes (TIPS-ZnBP and TIPS-CuBP) are similar to the TMS derivatives in molecular conformation, but these TIPS derivatives form one-dimensional slipped-stack structures. The nickel complexes TMS-NiBP and TIPS-NiBP have U-shaped structures because of the small size of nickel(II) ion. Solution processed organic thin-film transistors of the benzoporphyrins were fabricated and TMS-H2BP showed the highest hole mobility of 0.11 cm2.V-1.s-1. Bulk heterojunction organic solar cells based on TMS- or TIPS-H2BP and their metal complexes as p-type and PC71BM as n-type materials were fabricated by solution process. Atomic force microscopy and thin-film XRD measurements indicated that the film crystallinities were increased by raising the annealing temperature over 180°C or by changing the substituents from triisopropylsilyl to trimethylsilyl. The best power-conversion efficiency (PCE) of 1.49% was achieved with TMS-ZnBP by annealing at 180°C with a moderate crystallinity and smooth surface. | |||||
書誌情報 |
en : Journal of Porphyrins and Phthalocyanines 巻 19, 号 01-03, p. 465-478, 発行日 2015-01-01 |
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出版者 | ||||||
出版者 | World Scientific Publishing | |||||
EISSN/PISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1088-4246 | |||||
出版者版DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1142/S1088424615500388 | |||||
権利 | ||||||
権利情報 | Copyright c 2015 World Scientific Publishing Company | |||||
権利 | ||||||
権利情報 | Electronic version of an article published as J. Porphyrins Phthalocyanines, 19, 01-03, 2015, 465-478, 10.1142/S1088424615500388, c copyright World Scientific Publishing Company, https://doi.org/10.1142/S1088424615500388 | |||||
著者版フラグ | ||||||
出版タイプ | AM |