A light controlled, sensitive, selective and portable spiropyran based receptor for mercury ions in aqueous solution

[Display omitted] •A benzothiazolinic spiropyran was synthesized with subsitutent at a unique position to bind metal ions.•The structure of the spiropyran derivative was established through x-ray crystallography.•The spiropyran derivative selectively detected highly toxic Hg2+ ions in aqueous soluti...

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Vydáno v:	Journal of photochemistry and photobiology. A, Chemistry. Ročník 384; s. 112061
Hlavní autoři:	Kumar, Arvind, Sahoo, Priya Ranjan, Arora, Priya, Kumar, Satish
Médium:	Journal Article
Jazyk:	angličtina
Vydáno:	Lausanne Elsevier B.V 01.11.2019 Elsevier BV
Témata:	Aqueous solutions Chemical synthesis Colorimetric sensor for Hg2+ ions Crystal structure Density functional theory DFT Digital image colorimetry Digital imaging Fluorescence Fluorescence spectroscopy Fluorescent sensor Fluorometric sensors for Hg2+ ions Handheld sensors for Hg2+ ions Hg2+ sensor Image analysis Image detection Image processing Magnetic resonance spectroscopy Mercury Mercury (metal) Metal ions Molecular orbitals NMR NMR spectroscopy Nuclear magnetic resonance Optical sensor Oxygen Phenolic compounds Phenols Piperidine Portable sensors Portable sensors for Hg2+ ions Reversible Hg2+ sensor Smartphone assisted sensors Smartphone based sensors for Hg2+ ions Spectroscopy Spectrum analysis Spiropyran Spiropyrans Stereoisomers X-ray of spiropyran Spiropyran Colorimetric sensor for Hg2+ ions Optical sensor Smartphone based sensors for Hg2+ ions Digital image colorimetry Fluorometric sensors for Hg2+ ions Reversible Hg2+ sensor Fluorescent sensor X-ray of spiropyran DFT Hg2+ sensor Portable sensors Handheld sensors for Hg2+ ions Portable sensors for Hg2+ ions Smartphone assisted sensors Crystal structure
ISSN:	1010-6030, 1873-2666
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Popis
Shrnutí:	[Display omitted] •A benzothiazolinic spiropyran was synthesized with subsitutent at a unique position to bind metal ions.•The structure of the spiropyran derivative was established through x-ray crystallography.•The spiropyran derivative selectively detected highly toxic Hg2+ ions in aqueous solution.•The selectivity of the receptor was established using naked eye, digital imaging and spectroscopic techniques.•Computational studies established the stabilities of different stereoisomers of the receptor and their complex. A substituted benzothiazolinic spiropyran was synthesized through a reaction between 2-hydroxy-3-methoxy-5-nitrobenzaldehyde and 2-ethyl-3-methylbenzo[d]thiazol-3-ium-4-toluenesulfonate in the presence of piperidine. The spiropyran derivative was characterized using IR, NMR, mass and SCXRD analysis. Owing to the presence of a methoxy group ortho to the phenolic oxygen atom, the affinity of the synthesized spiropyran derivative towards toxic metal ions was investigated in CH3CN: water (1:1). A hypsochromic shift in the absorption and fluorescence spectra was observed in response to the presence of Hg2+ ions. The formation of complex was also observed through a visible change in color from dark yellow to colorless. UV–vis, fluorescence spectroscopy and digital image analysis were used to obtain good limit of detection value (5.5 μM, 78.5 nM and 0.62 μM, respectively) for the receptor towards Hg2+ ions. The 1H-NMR spectroscopy indicated the interaction of the phenolic oxygen atom and Hg2+ ions. The density functional theory was further used to investigate the stabilities of the different stereoisomers of the spiropyran derivative and their complex. The DFT studies also supported the interaction between the phenolic oxygen atom and the Hg2+ ions. TD-DFT studies were also performed to analyze the observed changes in the UV-Visible spectra upon addition of the Hg2+ ions, which indicates an increase in the HOMO-LUMO gap.
Bibliografie:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14
ISSN:	1010-6030 1873-2666
DOI:	10.1016/j.jphotochem.2019.112061