Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions

For the detection of Cd(II) in aquatic media, a novel dicyanomethylene dihydrofuran hydrazone(DCDHFH)-based colorimetric chemosensor was developed. DCDHFH was prepared by an azo-coupling process involving the diazonium chloride of 2, 4-dichloroaniline and a dicyanomethylene dihydrofuran heterocyclic...

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Main Authors: Islam El-Nagar, Ahmed M. Youssef, A. A. Abd El-Hakim, El-Refaie Kenawy, Hamada S. A. Mandour, Tawfik A. Khattab
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Chemosensors
Subjects:
Online Access:https://www.mdpi.com/2227-9040/10/11/451
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author Islam El-Nagar
Ahmed M. Youssef
A. A. Abd El-Hakim
El-Refaie Kenawy
Hamada S. A. Mandour
Tawfik A. Khattab
author_facet Islam El-Nagar
Ahmed M. Youssef
A. A. Abd El-Hakim
El-Refaie Kenawy
Hamada S. A. Mandour
Tawfik A. Khattab
author_sort Islam El-Nagar
collection DOAJ
description For the detection of Cd(II) in aquatic media, a novel dicyanomethylene dihydrofuran hydrazone(DCDHFH)-based colorimetric chemosensor was developed. DCDHFH was prepared by an azo-coupling process involving the diazonium chloride of 2, 4-dichloroaniline and a dicyanomethylene dihydrofuran heterocyclic moiety bearing an active methyl group. The DCDHFH chromophore showed strong solvatochromism depending on solvent polarity due to electronic delocalization. The pH sensory effects of the DCDHFH chromophore were also explored. DCDHFH could be used to identify Cd(II) in the presence of other competitive metals, as indicated by variations in color and absorbance spectra. In the presence of cadmium ions, the synthesized DCDHFH probe with hydrazone recognition moiety exhibited a significant sensitivity and selectivity to cadmium ions at the ppm concentration level (10–250 ppm). A DCDHFH-immobilized paper test strip was also prepared and effectively used for the detection of cadmium in aqueous media at various concentrations. According to CIE Lab’s criteria, colorimetric strength (<i>K</i>/<i>S</i>), and the UV–Vis absorbance spectra, the cadmium detection abilities of the DCDHFH-immobilized paper strips were evaluated. The optimal pH range for the determination of Cd(II) was monitored in the area of 5.5–6.3, with a fast chromogenic change from yellow to red relying on the Cd(II) concentration. The deposition of dicyanomethylene dihydrofuran hydrazone onto the paper strip’s surface was studied by scanning electron microscopy (SEM).
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spelling doaj.art-cf2788dd16ad4d6da14bcff232ba6eba2023-11-24T04:10:26ZengMDPI AGChemosensors2227-90402022-11-01101145110.3390/chemosensors10110451Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium IonsIslam El-Nagar0Ahmed M. Youssef1A. A. Abd El-Hakim2El-Refaie Kenawy3Hamada S. A. Mandour4Tawfik A. Khattab5Packaging Materials Department, National Research Centre, 33 El-Bohouth St. (former El-Tahrir St.), Dokki, Cairo 12622, EgyptPackaging Materials Department, National Research Centre, 33 El-Bohouth St. (former El-Tahrir St.), Dokki, Cairo 12622, EgyptPackaging Materials Department, National Research Centre, 33 El-Bohouth St. (former El-Tahrir St.), Dokki, Cairo 12622, EgyptPolymer Research Group, Chemistry Department, Faculty of Science, Tanta University, Tanta 31527, EgyptPolymer Research Group, Chemistry Department, Faculty of Science, Tanta University, Tanta 31527, EgyptDyeing, Printing and Auxiliaries Department, National Research Centre, Cairo 12622, EgyptFor the detection of Cd(II) in aquatic media, a novel dicyanomethylene dihydrofuran hydrazone(DCDHFH)-based colorimetric chemosensor was developed. DCDHFH was prepared by an azo-coupling process involving the diazonium chloride of 2, 4-dichloroaniline and a dicyanomethylene dihydrofuran heterocyclic moiety bearing an active methyl group. The DCDHFH chromophore showed strong solvatochromism depending on solvent polarity due to electronic delocalization. The pH sensory effects of the DCDHFH chromophore were also explored. DCDHFH could be used to identify Cd(II) in the presence of other competitive metals, as indicated by variations in color and absorbance spectra. In the presence of cadmium ions, the synthesized DCDHFH probe with hydrazone recognition moiety exhibited a significant sensitivity and selectivity to cadmium ions at the ppm concentration level (10–250 ppm). A DCDHFH-immobilized paper test strip was also prepared and effectively used for the detection of cadmium in aqueous media at various concentrations. According to CIE Lab’s criteria, colorimetric strength (<i>K</i>/<i>S</i>), and the UV–Vis absorbance spectra, the cadmium detection abilities of the DCDHFH-immobilized paper strips were evaluated. The optimal pH range for the determination of Cd(II) was monitored in the area of 5.5–6.3, with a fast chromogenic change from yellow to red relying on the Cd(II) concentration. The deposition of dicyanomethylene dihydrofuran hydrazone onto the paper strip’s surface was studied by scanning electron microscopy (SEM).https://www.mdpi.com/2227-9040/10/11/451hydrazone chemosensorsolvatochromichalochromiccadmium ionscolorimetric paper strip
spellingShingle Islam El-Nagar
Ahmed M. Youssef
A. A. Abd El-Hakim
El-Refaie Kenawy
Hamada S. A. Mandour
Tawfik A. Khattab
Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions
Chemosensors
hydrazone chemosensor
solvatochromic
halochromic
cadmium ions
colorimetric paper strip
title Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions
title_full Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions
title_fullStr Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions
title_full_unstemmed Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions
title_short Novel Hydrazone Chromophore Sensor for Metallochromic Determination of Cadmium Ions
title_sort novel hydrazone chromophore sensor for metallochromic determination of cadmium ions
topic hydrazone chemosensor
solvatochromic
halochromic
cadmium ions
colorimetric paper strip
url https://www.mdpi.com/2227-9040/10/11/451
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AT elrefaiekenawy novelhydrazonechromophoresensorformetallochromicdeterminationofcadmiumions
AT hamadasamandour novelhydrazonechromophoresensorformetallochromicdeterminationofcadmiumions
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