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Elucidating Halogen‐Assisted Self‐Assembly Enhanced Mechanochromic Aggregation‐Induced Emission
Author(s) -
Miao Xinrui,
Cai Zhengkai,
Li Jinxing,
Liu Liqian,
Wu Juntian,
Li Bang,
Ying Lei,
Silly Fabien,
Deng Wenli,
Cao Yong
Publication year - 2021
Publication title -
chemphotochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.13
H-Index - 18
ISSN - 2367-0932
DOI - 10.1002/cptc.202100041
Subject(s) - fluorophore , intermolecular force , halogen , quantum yield , hydrogen bond , halogen bond , photoluminescence , self assembly , molecule , photochemistry , aggregation induced emission , chemistry , materials science , nanotechnology , fluorescence , alkyl , organic chemistry , optoelectronics , physics , quantum mechanics
We present a successful strategy to obtain a self‐assembled material stabilized by halogen bonding with enhanced mechanochromic aggregation‐induced emission (AIE). The meta ‐bromophenyl‐substituted tetraphenylethene fluorophore ( m ‐BrTBE) exhibits an emission which is more red‐shifted compared to the phenyl‐ring‐substituted tetraphenylethene fluorophore (TBE) in film. Remarkably, m ‐BrTBE molecules self‐assemble into uniform ball‐like aggregates with high photoluminescence quantum yield up to 85.3 %, which indicates that the molecular conformation and intermolecular interactions are different from those in the crystalline state. Based on single‐crystal analysis, scanning tunneling microscopic observations, and theoretical calculations, the unusual self‐assembly enhanced AIE behavior is attributed to the important effect of meta ‐bromide substituents which not only form intermolecular Br⋅⋅⋅π halogen bonding and H⋅⋅⋅Br hydrogen bonding interactions to block nonradiative relaxation pathways effectively but also promote radiative processes.