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Highly Fluorescent Liquid Crystals from Excited‐State Intramolecular Proton Transfer Molecules
Author(s) -
Zhang Wanying,
Sakurai Tsuneaki,
Aotani Mika,
Watanabe Go,
Yoshida Hiroyuki,
Padalkar Vikas S.,
Tsutsui Yusuke,
Sakamaki Daisuke,
Ozaki Masanori,
Seki Shu
Publication year - 2019
Publication title -
advanced optical materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.89
H-Index - 91
ISSN - 2195-1071
DOI - 10.1002/adom.201801349
Subject(s) - fluorescence , liquid crystal , materials science , intramolecular force , photochemistry , excited state , quantum yield , stokes shift , molecule , chemical physics , luminescence , optoelectronics , chemistry , optics , organic chemistry , atomic physics , physics
Fluorescence via excited‐state intramolecular proton transfer (ESIPT) provides strong light emission with a large Stokes shift and environment‐sensitive unique spectral patterns. Particular systems including 2‐(2‐hydroxyphenyl)benzothiazole (HBT) serve as efficient solid‐state emitters with the ESIPT mechanism and aggregation‐induced emission enhancement (AIEE) property, but have not been used for liquid crystalline (LC) materials. Here, rod‐shaped fluorescent LCs with ESIPT characters are newly developed based on the HBT motif. The design of the targeted molecules is in line with a simple design principle: a molecule with an alkyl tail, rigid ring, and active HBT core. The LC C 6 Ph‐HBT is highly luminescent in the solid state with an absolute fluorescence quantum yield (Φ FL ) up to 0.39 and exhibits anisotropic fluorescence in its nematic LC phase. C 6 Ph‐HBT is miscible up to 6 wt% with a conventional room‐temperature (r.t.) nematic LC 4‐cyano‐4′‐pentylbiphenyl (5CB), allowing homogeneous fluorescent r.t. LCs. The LC mixture 5CB / C 6 Ph‐HBT shows Φ FL of 0.26 even in the nonaggregated state, and responds to an electric field with dynamic modulation of not only the optical transparency but also polarized fluorescence. The interplay of highly efficient fluorescence from ESIPT cores and their visible transparency is encouraging for future optical applications of the present molecular systems.