Photophysical and cyanide recognition properties of a pyridinium inner salt compound

A pyridine inner salt compound with strong red fluorescence emission and good water solubility was synthesized, which can specifically recognize cyanide in aqueous solution by nucleophilic substitution. [Display omitted] •A pyridine inner salt compound with strong red fluorescence was synthesized.•T...

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Bibliographic Details
Published in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2018-12, Vol.367, p.83-88
Main Authors: Zhao, Xun, Sun, Yatong, Zhu, Yilin, Chen, Huihui, Wang, Zian, Zhao, Songfang, Cao, Duxia, Liu, Guoqun
Format: Article
Language:English
Subjects:
Anions
Aqueous solutions
Chemical synthesis
Compound A
Condensation
Construction materials
Coumarin
Cyanide anion
Cyanides
Fluorescence
Mass spectra
NMR
Nuclear magnetic resonance
Nucleophilic substitution
Photophysical property
Physical properties
Pyridine inner salt
Pyridines
Pyridinium
Recognition
Salt
Salts
Substitution reactions
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Summary:A pyridine inner salt compound with strong red fluorescence emission and good water solubility was synthesized, which can specifically recognize cyanide in aqueous solution by nucleophilic substitution. [Display omitted] •A pyridine inner salt compound with strong red fluorescence was synthesized.•The compound can specifically recognize cyanide anion in aqueous solution.•4-Coumarin of the compound reacts with CN− by nucleophilic substitution. A pyridine inner salt compound 2-{2-[7-(N, N-diethylamino)coumarin]vinyl}-N-(3-sulfonatepropyl)-pyridinium, inner salt (1) with strong red fluorescence emission and good water solubility was synthesized by condensation reaction between 7-diethylaminocoumarin-3-aldehyde and 2-methyl-N-(3-sulfooxypropyl)pyridinium, inner salt. Investigation on UV–vis absorption, fluorescence properties and cyanide recognition of the compound indicates that this compound can specifically recognize cyanide in aqueous solution with detection limit being 0.0003 μM. The color of compound solution exhibits change from brick red to purple accompanied by red fluorescence decrease, which can realize naked eye observation. Based on in situ 1H NMR, mass spectra and Job’s plot, 4-coumarin is more likely to react with cyanide anions by nucleophilic substitution.
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2018.08.022