Circularly polarised luminescence from excimer emission of anthracene derivatives complexed with γ-cyclodextrin in the solid state. Issue 3 (11th January 2023)

• Record Type: Journal Article
• Authors: Kakimoto, Yuna; Ikemura, Ryoya; Imai, Yoshitane; Tohnai, Norimitsu; Yamazaki, Shoko; Nakata, Eiji; Takashima, Hiroshi
• Is Part Of: RSC advances. Volume 13:Issue 3(2023)
• Page Start: 1914
• Page End: 1922
• Publication Date: 2023-01-11
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra07971b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The 9-substituted anthracene derivative forms a spatially restricted dimer in the cavity of γ-cyclodextrin and exhibits circularly polarised luminescence with g CPL = +1.3 × 10 −3 in the solid state. 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 N 9, N 10 -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 ( Φ f = 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 g CPL = 1.3 × 10 −3 was observed for 9AnGlyEt/γ-CD based on its excimer emission.