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Bridged Stilbenes: AIEgens Designed via a Simple Strategy to Control the Non‐radiative Decay Pathway
Author(s) -
Iwai Riki,
Suzuki Satoshi,
Sasaki Shunsuke,
Sairi Amir Sharidan,
Igawa Kazunobu,
Suenobu Tomoyoshi,
Morokuma Keiji,
Konishi Genichi
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202000943
Subject(s) - steric effects , quantum yield , chemistry , alkyl , fluorescence , aggregation induced emission , yield (engineering) , photochemistry , radiative transfer , solid state , stereochemistry , organic chemistry , materials science , physics , quantum mechanics , metallurgy
Abstract To broaden the application of aggregation‐induced emission (AIE) luminogens (AIEgens), the design of novel small‐molecular dyes that exhibit high fluorescence quantum yield (Φ fl ) in the solid state is required. Considering that the mechanism of AIE can be rationalized based on steric avoidance of non‐radiative decay pathways, a series of bridged stilbenes was designed, and their non‐radiative decay pathways were investigated theoretically. Bridged stilbenes with short alkyl chains exhibited a strong fluorescence emission in solution and in the solid state, while bridged stilbenes with long alkyl chains exhibited AIE. Based on this theoretical prediction, we developed the bridged stilbenes BPST[7] and DPB[7], which demonstrate excellent AIE behavior.