» Articles » PMID: 36574186

A Colorimetric Distinct Color Change Cu(II) 4-{[1-(2,5-dihydroxyphenyl)ethylidene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one Chemosensor and Its Application As a Paper Test Kit

Overview
Journal J Fluoresc
Specialties Biophysics
Chemistry
Date 2022 Dec 27
PMID 36574186
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Abstract

In the current research work "4-{[1-(2,5-dihydroxyphenyl)ethylidene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one" chemosensor (C1) synthesized by condensation reaction using "4-amino-1,2-dihydro-1,5-dimethyl-2-phenylpyrazol-3-one" and "2,5-dihydroxy actophenone" was used as the effective sensor of metal ion. The C1 shows absorption peak at 326 nm due to the C = C bond (π-π* transition), while the absorption peak at 364 nm is caused by the C = O bond (n-π* transition). In the presence of copper, C1 only demonstrated a redshift in absorption peak from 364 to 425 nm. Even in the presence of other competing metal ions, the hypsochromic shift of the absorption band and the quenching of the fluorescence emission intensity were different for detecting Cu, in CHOH-HO (v/v = 6:4). The capacity of the C1 to bind with Cu was further proved using DFT simulations. The complex C1 + Cu has a HOMO-LUMO energy gap of 2.8002 eV, which is lesser than C1 (2.9991 eV) showing improvement in the stability of the C1 + Cu complex. Using the Benesi-Hildebrand and Scatchard plots, calculated Kb values were to be 47,340 and 48369 M respectively, showing the creation of stable complexation between Cu and C1 with 1:1 stoichiometry. The limit of detection (LOD) for Cu ion was 649 nM. Strip sheets were also built and tested to detect varying amounts of Cu in aqueous solution, and their color change suggested that they might be used for on-site Cu detection in polluted water.

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