| アイテムタイプ |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2024-10-09 |
| タイトル |
|
|
タイトル |
A Series of Soluble Planar Oligorylenes up to Hexarylene |
| 言語 |
|
|
言語 |
eng |
| キーワード |
|
|
主題Scheme |
Other |
|
主題 |
Oligorylenes |
| キーワード |
|
|
主題Scheme |
Other |
|
主題 |
Undistorted skeleton |
| キーワード |
|
|
主題Scheme |
Other |
|
主題 |
Near infrared absorption |
| キーワード |
|
|
主題Scheme |
Other |
|
主題 |
Crystal structure |
| キーワード |
|
|
主題Scheme |
Other |
|
主題 |
Effective conjugation length |
| 資源タイプ |
|
|
資源タイプ |
report |
| アクセス権 |
|
|
アクセス権 |
open access |
| 著者 |
Fujita, Ryuichi
Yoshida, Shoko
Kano, Haruka
Matsuo, Kyohei
林, 宏暢
山田, 容子
荒谷, 直樹
|
| 抄録 |
|
|
内容記述タイプ |
Abstract |
|
内容記述 |
Preparation of large rylenes often needs the use of solubilizing groups along the rylene backbone, which results in the distortion of the skeleton and thus broadening of the absorption spectrum. In this work, we successfully synthesized 2,5,8,16,19,22-hexakis[2,6- bis(tri-fluoromethyl)phenyl]hexarylene (H) by using an oxidative fusion reaction of perylene trimer in 5% yield. The product is soluble in common organic solvents and could be purified with column chromatography. Single-crystal X-ray diffraction analysis revealed that the hexarylene core is not disturbed by the substituents very much and is almost planar. The longest absorption of H exhibits a sharp peak at 831 nm and an on-set at 875 nm in toluene with a small full-width-at-half-maximum (FWHM) of 660 cm-1. The molar extinction coefficient is as large as 131,000 M-1 cm-1. The substituents could not perturb the electronic properties of the hexarylene because aryl groups are perpendicular to the hexarylene core and the carbon atoms at 2,5,16,19-positions have negligible coefficients on its HOMO and LUMO, estimated by theoretical calculations. As a result, the hexarylene having less absorption at the visible light region was stable enough in solution under the LED room light for more than 1 week. This strategy gives a useful guideline to establish the near-infrared materials that exhibit stability under ambient conditions. |
| 書誌情報 |
en : Chinese Journal of Chemistry
巻 41,
号 9,
p. 1023-1027,
発行日 2023-05-01
|
| 出版者 |
|
|
出版者 |
Wiley |
| ISSN |
|
|
収録物識別子タイプ |
EISSN |
|
収録物識別子 |
1614-7065 |
| 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/10.1002/cjoc.202200692 |
| 権利 |
|
|
権利情報 |
c 2022 SIOC, CAS, Shanghai, & WILEY-VCH GmbH. This is the peer reviewed version of the following article: https://onlinelibrary.wiley.com/doi/full/10.1002/cjoc.202200692, which has been published in final form at https://doi.org/10.1002/cjoc.202200692. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. |
| 著者版フラグ |
|
|
出版タイプ |
AM |
fulltext (2.5 MB)
