A turn-off fluorescent probe for the detection of Cu2+ based on a tetraphenylethylene-functionalized salicylaldehyde Schiff-base

A non-planar tetraphenylethylene-functionalized salicylaldehyde Schiff-base fluorescent probe (TPE-An-Py) with aggregation-induced enhanced emission (AIEE) characteristics was synthesized via a classical Knoevenagel condensation reaction, and exhibited a high sensitivity towards copper ions in aqueo...

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Bibliographic Details
Published in:Materials chemistry frontiers 2020-01, Vol.4 (5), p.1500-1506
Main Authors: Hai-Fang Xie, Chang-Jin, Yu, Ya-Li, Huang, Xu, Hong, Qi-Long, Zhang, Xiao-Hong, Sun, Xing, Feng, Redshaw, Carl
Format: Article
Language:English
Subjects:
Absorption spectra
Aqueous solutions
Copper
Crystallography
Drinking water
Fluorescent indicators
Imines
NMR spectroscopy
Single crystals
Spectrum analysis
Stoichiometry
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Summary:A non-planar tetraphenylethylene-functionalized salicylaldehyde Schiff-base fluorescent probe (TPE-An-Py) with aggregation-induced enhanced emission (AIEE) characteristics was synthesized via a classical Knoevenagel condensation reaction, and exhibited a high sensitivity towards copper ions in aqueous media with a “turn-off” fluorescence mechanism; the limit of detection is 2.36 × 10−7 mol L−1. Importantly, the coordination mode of the probe towards copper was further evaluated by UV-vis and NMR spectroscopy and a 1 : 2 stoichiometry was identified. A single crystal X-ray diffraction study confirmed the binding mode. In addition, the AIEE fluorescent probe can be applied to the detection of Cu2+ in practical samples with satisfactory recoveries in a range of 106–111% in lake water and 97–108% in tap water.
ISSN:2052-1537
DOI:10.1039/c9qm00759h