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Synthesis and helical supramolecular organization of discotic liquid crystalline dibenzo[hi,st]ovalene
https://oist.repo.nii.ac.jp/records/1337
https://oist.repo.nii.ac.jp/records/13374a8ee26e-b08d-4f00-b11f-eb910c55d00b
名前 / ファイル | ライセンス | アクション |
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Chen-2019-Synthesis and helical supramolecular (4.9 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2020-04-02 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Synthesis and helical supramolecular organization of discotic liquid crystalline dibenzo[hi,st]ovalene | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者(英) |
Chen, Qiang
× Chen, Qiang× Zajaczkowski, Wojciech× Seibel, Johannes× De Feyter, Steven× Pisula, Wojciech× Müllen, Klaus× Narita, Akimitsu |
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書誌情報 |
en : Journal of Materials Chemistry C 巻 7, 号 41, p. 12898-12906, 発行日 2019-08-27 |
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抄録 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Dibenzo[hi,st]ovalene (DBOV) has emerged as a new polycyclic aromatic hydrocarbon (PAH) with intriguing optical properties with strong red emission. Nevertheless, DBOV derivatives thus far synthesized either had mesityl groups that hinder the pi-pi stacking of the aromatic cores or showed low solubility, and the self-assembly of DBOVs has not been investigated. In this work, two 3,4,5-tris(dodecyloxy)phenyl (TDOP) groups are introduced at the meso-positions of DBOV in order to enhance its solubility without compromising the intermolecular interactions. The obtained DBOV-TDOP forms at elevated temperatures a discotic liquid crystalline phase. Due to pi-pi-stacking interactions as well as local phase separation between the aromatic cores and the flexible alkoxy side chains, the DBOV-TDOP molecules self-assemble into columnar stacks. In the low temperature phase, the space demanding TDOP substituents induce a rotation of the discs towards each other leading to an exceptionally long helical pitch within the columnar structures. Moreover, scanning tunnelling microscopy (STM) elucidates intriguing self-assembly of DBOV-TDOP at the interface of highly oriented pyrolytic graphite (HOPG) and 1-phenyloctane (PO). Individual molecules are visualized by STM, revealing that the alkyl chains protrude from the surface into the solution and suggesting that a self-assembled bilayer film structure is predominantly formed. | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 2050-7526 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.1039/C9TC03350E | |||||
権利 | ||||||
権利情報 | © 2019 The Royal Society of Chemistry | |||||
情報源 | ||||||
関連名称 | https://creativecommons.org/licenses/by/3.0/ | |||||
関連サイト | ||||||
識別子タイプ | URI | |||||
関連識別子 | https://pubs.rsc.org/en/content/articlelanding/2019/tc/c9tc03350e#!divAbstract | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |