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可在聚合物基质中调节发射颜色的不对称苝二亚胺的简便合成及其光致发光性质

Facile Synthesis and Photoluminescent Properties of Asymmetric Perylene Diimides Capable of Tuning Emission Colors in Polymeric Matrices.

作者信息

Yamaguchi Natsuki, Morisako Shogo, Isoda Kyosuke

机构信息

Organic Materials Chemistry Group, Sagami Chemical Research Institute, 2743-1 Hayakawa, Ayase, Kanagawa, 252-1193, Japan.

Department of Chemistry, School of Science, Kitasato University, 1-15-1 Kitasato Minami-ku, Sagamihara, Kanagawa, 252-0373, Japan.

出版信息

Chem Asian J. 2024 Aug 1;19(15):e202400422. doi: 10.1002/asia.202400422. Epub 2024 Jun 25.

DOI:10.1002/asia.202400422
PMID:38757349
Abstract

We report the facile synthesis of asymmetric perylene diimides (asym-PDIs) using readily available reagents, demonstrating their distinct photoluminescent properties. In CHCl, asym-PDIs exhibit higher solubility compared to traditional perylene dyes, of which solubilities can be varied by substituent selections. Among them, UV-vis absorption spectra of CPE in CHCl solution displayed no aggregate peaks in the ground state, maintaining high photoluminescent quantum yields. Also, CPE can be readily dispersed into poly(methyl methacrylate) PMMA (CPE-PMMA), forming thin films without aggregate formation. Importantly, the emission color of CPE-PMMA thin films significantly changes with the addition of polycyclic aromatic hydrocarbons (PAHs). These color changes should be strongly correlated with the HOMO level of the added PAHs.

摘要

我们报道了使用易得试剂简便合成不对称苝二亚胺(asym-PDIs)的方法,展示了它们独特的光致发光特性。在CHCl中,与传统苝染料相比,asym-PDIs表现出更高的溶解度,其溶解度可通过取代基选择而改变。其中,CPE在CHCl溶液中的紫外-可见吸收光谱在基态下没有聚集峰,保持了高光致发光量子产率。此外,CPE可以很容易地分散到聚甲基丙烯酸甲酯(PMMA)中形成CPE-PMMA,形成无聚集的薄膜。重要的是,随着多环芳烃(PAHs)的加入,CPE-PMMA薄膜的发射颜色会发生显著变化。这些颜色变化应与所添加PAHs的最高占据分子轨道(HOMO)水平密切相关。

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