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新型电子给体/受体取代的四苯乙烯衍生物:具有可调发射颜色和光波导性能的聚集诱导发光。

New electron-donor/acceptor-substituted tetraphenylethylenes: aggregation-induced emission with tunable emission color and optical-waveguide behavior.

机构信息

Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory and Photochemistry Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P. R. China), Fax: (+86) 10-62562693.

出版信息

Chem Asian J. 2013 Oct;8(10):2362-9. doi: 10.1002/asia.201300451. Epub 2013 Jun 6.

DOI:10.1002/asia.201300451
PMID:23744831
Abstract

Herein, we report the synthesis of new tetraphenylethylene derivatives 1-5 that feature electron-donating (methoxy) and -accepting (dicyanomethane) groups as AIE-active molecules with tunable emission colors. The crystal structures of compounds 3 and 4 are described and the intermolecular interactions within their crystals agree with the observation that they exhibit strong solid-state emission. Compounds 1-4 exhibit typical AIE behavior and their emission maxima are red-shifted in the order: 1<2<3<4. Such red-shifts are ascribed to the fact that intramolecular interactions between the electron donor and the electron acceptor become stronger with increasing number of methoxy groups. The solid-state emission colors of compounds 1-4 are successfully tuned from yellow-green to red. Compound 5 shows AIE behavior, but its emission is only slightly enhanced after aggregation and its solid shows a low quantum yield. Furthermore, microplates of compound 3 exhibit 2D optical-waveguide behavior.

摘要

在此,我们报告了新型四苯乙烯衍生物 1-5 的合成,这些化合物具有供电子(甲氧基)和受电子(二氰基甲烷)基团,是具有可调发射颜色的 AIE 活性分子。描述了化合物 3 和 4 的晶体结构,并且它们晶体中的分子间相互作用与观察到的它们表现出强固态发射的结果一致。化合物 1-4 表现出典型的 AIE 行为,它们的发射最大值按照以下顺序红移:1<2<3<4。这种红移归因于电子供体和电子受体之间的分子内相互作用随着甲氧基数量的增加而增强的事实。化合物 1-4 的固态发射颜色成功地从黄绿光调谐到红光。化合物 5 表现出 AIE 行为,但其聚集后发射强度仅略有增强,且其固体量子产率较低。此外,化合物 3 的微板表现出 2D 光学波导行为。

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