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固态下蒽衍生物与γ-环糊精络合物的准分子发射产生的圆偏振发光。

Circularly polarised luminescence from excimer emission of anthracene derivatives complexed with γ-cyclodextrin in the solid state.

作者信息

Kakimoto Yuna, Ikemura Ryoya, Imai Yoshitane, Tohnai Norimitsu, Yamazaki Shoko, Nakata Eiji, Takashima Hiroshi

机构信息

Department of Chemistry, Biology and Environmental Science, Faculty of Science, Nara Women's University Nara 630-8506 Japan

Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University Osaka 577-8502 Japan.

出版信息

RSC Adv. 2023 Jan 11;13(3):1914-1922. doi: 10.1039/d2ra07971b. eCollection 2023 Jan 6.

Abstract

In this study, we report circularly polarised luminescence (CPL)-active molecules that exhibit high fluorescence quantum yields in the solid state. We developed anthracene derivatives with substituents at the 9 and 10 positions, such as ethyl(anthracene-9-carbonyl)glycinate (9AnGlyEt), -butylanthracene-9-carboxamide (9AnB), -benzylanthracene-9-carboxamide (9AnPh), and , -dibutylanthracene-9,10-dicarboxamide (9,10AnB). These compounds were complexed with γ-cyclodextrin (γ-CD) in the solid state by grinding, and the fluorescence properties of the resulting γ-CD complexes were investigated. The fluorescence quantum yields were enhanced after γ-CD complexation. Among the prepared γ-CD complexes, 9AnGlyEt/γ-CD had the highest fluorescence quantum yield ( = 0.35), which was enhanced up to 5.8 times after γ-CD complexation. This was probably due to the interaction between the two anthracene molecules in the γ-CD cavity, which prevented fluorescence quenching caused by aggregation of the compounds. Positive CPL of = 1.3 × 10 was observed for 9AnGlyEt/γ-CD based on its excimer emission.

摘要

在本研究中,我们报道了在固态下表现出高荧光量子产率的圆偏振发光(CPL)活性分子。我们开发了在9位和10位带有取代基的蒽衍生物,如乙基(蒽-9-羰基)甘氨酸酯(9AnGlyEt)、9-丁基蒽甲酰胺(9AnB)、9-苄基蒽甲酰胺(9AnPh)以及9,10-二丁基蒽-9,10-二甲酰胺(9,10AnB)。这些化合物通过研磨在固态下与γ-环糊精(γ-CD)形成复合物,并对所得γ-CD复合物的荧光性质进行了研究。γ-CD络合后荧光量子产率提高。在所制备的γ-CD复合物中,9AnGlyEt/γ-CD具有最高的荧光量子产率(Φ = 0.35),γ-CD络合后提高了5.8倍。这可能是由于γ-CD腔内两个蒽分子之间的相互作用,阻止了化合物聚集导致的荧光猝灭。基于其准分子发射,9AnGlyEt/γ-CD观察到正的圆偏振发光(g lum)为1.3×10。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c601/9832359/a3175f0ab3c7/d2ra07971b-f1.jpg

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