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Circularly polarised luminescence from excimer emission of anthracene derivatives complexed with γ-cyclodextrin in the solid state†
Yuna Kakimoto,Ryoya Ikemura,Yoshitane Imai,Norimitsu Tohnai,Shoko Yamazaki,Eiji Nakata,Hiroshi Takashima
RSC Advances Pub Date : 01/11/2023 00:00:00 , DOI:10.1039/D2RA07971B
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), N-butylanthracene-9-carboxamide (9AnB), N-benzylanthracene-9-carboxamide (9AnPh), and N9,N10-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 (Φf = 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 gCPL = 1.3 × 10−3 was observed for 9AnGlyEt/γ-CD based on its excimer emission.

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