4.8 Article

A Photo- and Thermo-Driven Azoarene-Based Circularly Polarized Luminescence Molecular Switch in a Liquid Crystal Host

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202311486

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Chirality Inversion; Cholesteric Liquid Crystal; Circularly Polarized Luminescence; Information Encryption; Molecular Switch

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In this study, a molecular switch with switchable circularly polarized luminescence (CPL) signals was designed and prepared. The switch exhibited reversible isomerization and could achieve polarization inversion and switching-off of CPL signals in a liquid crystal medium, which could be recovered after heating.
The development of chiral optical active materials with switchable circularly polarized luminescence (CPL) signals remains a challenge. Here an azoarene-based circularly polarized luminescence molecular switch, (S, R, S)-switch 1 and (R, R, R)-switch 2, are designed and prepared with an (R)-binaphthyl azo group as a chiral photosensitive moiety and two (S)- or (R)-binaphthyl fluorescent molecules with opposite or the same handedness as chiral fluorescent moieties. Both switches exhibit reversible trans/cis isomerization when irradiated by 365 nm UV light and 520 nm green light in solvent and liquid crystal (LC) media. In contrast with the control (R, R, R)-switch 2, when switch 1 is doped into nematic LCs, polarization inversion and switching-off of the CPL signals are achieved in the resultant helical superstructure upon irradiation with 365 nm UV and 520 nm green light, respectively. Meanwhile, the fluorescence intensity of the system is basically unchanged during this switching process. In particular, these variations of the CPL signals could be recovered after heating, realizing the true sense of CPL reversible switching. Taking advantage of the unique CPL switching, the proof-of-concept for a dual-optical information encryption system based on the above CPL active material is demonstrated. A photo- and thermo-driven azoarene-based circularly polarized luminescence molecular switch has been designed. Reversible modulation of the polarization inversion and on-off-switchable circularly polarized luminescence in a helical superstructure have also been demonstrated.image

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