| アイテムタイプ |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2025-02-05 |
| タイトル |
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タイトル |
Excellent π-Bowl Semiconductors Based on C70 Subunit |
| 言語 |
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言語 |
eng |
| キーワード |
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主題Scheme |
Other |
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主題 |
organic semiconductor |
| キーワード |
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主題Scheme |
Other |
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主題 |
π-bowl |
| キーワード |
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主題Scheme |
Other |
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主題 |
fullerene |
| キーワード |
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主題Scheme |
Other |
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主題 |
crystal engineering |
| キーワード |
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主題Scheme |
Other |
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主題 |
mobility |
| 資源タイプ |
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資源タイプ |
journal article |
| アクセス権 |
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アクセス権 |
open access |
| 著者 |
Chen, Meng
Duan, Yuxiao
Liu, Xinyue
Zhan, Qian
Hayashi, Hironobu
Matsuo, Kyohei
山田, 容子
Gao, Guangpeng
Zheng, Yonghao
Zhang, Lei
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| 抄録 |
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内容記述タイプ |
Abstract |
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内容記述 |
As open substructures of fullerenes, aromatic π-bowls are promising candidates as new organic semiconductors, as well as attractive hosts for fullerenes. We demonstrate herein the synthesis and characterization of a novel C2v symmetric π-bowl, pyracyleno[6,5,4,3,2,1-pqrstuv]pentaphene ( 3). Bowl 3 was equipped with two distinctive reactive sites, allowing for bromination and cross-coupling reactions to readily yield functionalized bowls with two 2,4,6-trimethylphenyl ( 5) and triethylsilyl (TES)-ethynyl ( 6) substituents, respectively. Variable-temperature 1H NMR analysis and density functional theory (DFT) calculations indicated bowl-to-bowl inversions of 3, 5, and 6 at room temperature. By alternating the substituents, the crystal structures of the three π-bowls 3, 5, and 6 could be controlled from 1D linear to 1D slipped to 2D herringbone packing motifs, providing insight into the packing behavior of π-bowls. 1H NMR titration study indicated that the TES-ethynyl substituent enhanced the ability of π-bowl to bind C70 with an association constant of 2485 M$22121. The C70 molecules with π-bowls 3 and 6 formed 1:1 complexes, in which C70 molecules aggregated into zig-zag and 1D linear arrays, respectively. The hole mobility of 2.3 cm2 V$22121 s$22121 and electron mobility of 0.16 cm2 V$22121 s$22121 of π-bowl 3 and its complex with C70 were demonstrated, respectively, which proved a great value for the development of aromatic π-bowl semiconductors with tunable properties for organic electronic devices. |
| 書誌情報 |
en : CCS Chemistry
巻 6,
号 2,
p. 353-364,
発行日 2023-05-04
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| 出版者 |
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出版者 |
Chinese Chemical Society |
| ISSN |
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収録物識別子タイプ |
EISSN |
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収録物識別子 |
2096-5745 |
| 出版者版DOI |
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関連タイプ |
isReplacedBy |
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識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.31635/ccschem.023.202302848 |
| 出版者版URI |
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関連タイプ |
isReplacedBy |
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識別子タイプ |
URI |
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関連識別子 |
https://www.chinesechemsoc.org/doi/full/10.31635/ccschem.023.202302848 |
| 権利 |
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権利情報 |
$00A9 2024 Chinese Chemical Society |
| 著者版フラグ |
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出版タイプ |
NA |
