首页|A multi-stimuli-responsive tetraphenylethene derivative with high fluorescent emission in solid state
A multi-stimuli-responsive tetraphenylethene derivative with high fluorescent emission in solid state
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In this study, a tetraphenylethene derivative 2-(4-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzyloxy) phenyl)-3-(4-(l,2,2-triphenylvinyl)phenyl)acrylonitrile (abbreviated as TPEB) modified with borate ester group had been designed and synthesized, which exhibited high quantum yield in solid state (Φ = 0.66) and multi-stimuli-responsive performance. For the first one, TPEB showed aggregation induced emission (A1E) feature, the fluorescence intensity of which in water/THF mixture (fw = 90%) was 131.4 times that in pure THF. Secondly, TPEB can respond to viscosity and the fluorescence intensity increased by 43.8 times in high-viscosity solvent (1400 cP) from that in 2 cP. Thirdly, TPEB exhibited reversible mechanofluorochromic (MFC) character between blue (482 nm) and yellow-green-coloured (505 nm) fluorescence during grinding-fuming process. Moreover, TPEB can recognize hypochlorite (C10~) under both UV-vis absorption and fluorescence emission modes with high selectivity. In the presence of C10~, the UV-vis absorption band of TPEB red-shifted from 375 nm to 414 nm, which shifted from 501 m to 566 nm for fluorescence emission with 1.24 fold increase in intensity. The mechanism of multi-stimuli responsive performance was thoroughly studied through single crystal structure, scanning electron microscopy (SEM), powder X-ray diffraction (PXRD), differential scanning calo-rimetry (DSC) and hybrid density functional theory (HDFT) calculation.
College of Chemistry and Chemical Engineering, Key Laboratory of Structure and Functional Regulation of Hybrid Materials (Anhui University), Ministry of Education, Photoelectric Conversion Energy Materials and Devices Key Laboratory of Anhui Province, Anhui University, Hefei, 230039, PR China
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