Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions

Two new Schiff base fluorescent probes (L and S) were designed for selectively detecting Al<sup>3+</sup> ions in aqueous medium. Structural characterization of the purely synthesized compounds was acquired by IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR. Moreover,...

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Main Authors: Yanling Pang, Desu Meng, Jian Liu, Shengxia Duan, Jingru Fan, Longyu Gao, Xinshu Long
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/7/3090
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author Yanling Pang
Desu Meng
Jian Liu
Shengxia Duan
Jingru Fan
Longyu Gao
Xinshu Long
author_facet Yanling Pang
Desu Meng
Jian Liu
Shengxia Duan
Jingru Fan
Longyu Gao
Xinshu Long
author_sort Yanling Pang
collection DOAJ
description Two new Schiff base fluorescent probes (L and S) were designed for selectively detecting Al<sup>3+</sup> ions in aqueous medium. Structural characterization of the purely synthesized compounds was acquired by IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR. Moreover, their photochromic and fluorescent behaviors have been investigated systematically by UV–Vis absorption and fluorescence spectra. The two probes have both high selectivity and sensitivity toward Al<sup>3+</sup> ions in aqueous medium. The 2:1 stoichiometry between the Al<sup>3+</sup> and probes was verified by Job’s plot. Moreover, the limits of detection (LOD) for Al<sup>3+</sup> by L and S were 1.98 × 10<sup>−8</sup> and 4.79 × 10<sup>−8</sup> mol/L, respectively, which was much lower than most previously reported probes. The possible recognition mechanism was that the metal ions would complex with Schiff base probes because of the prevalence of the species optimal for complex formation, inhibiting the structural isomerization of conjugated double bonds (-C=N-), inhibiting the proton transfer process in the excited state of the molecules and resulting in changes of its color and fluorescence behavior. Furthermore, the probes will have potential applications for selectively, detecting Al<sup>3+</sup> ions in the environmental system with high accuracy and providing a new strategy for the design and synthesis of multi-functional sensors.
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spelling doaj.art-a337f73b17ff46ae922600b85e66dbf52023-11-17T17:13:23ZengMDPI AGMolecules1420-30492023-03-01287309010.3390/molecules28073090Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> IonsYanling Pang0Desu Meng1Jian Liu2Shengxia Duan3Jingru Fan4Longyu Gao5Xinshu Long6Department of Chemistry and Engineering, Heze University, Heze 274500, ChinaDepartment of Chemistry and Engineering, Heze University, Heze 274500, ChinaCollege of Agriculture and Bioengineering, Heze University, Heze 274000, ChinaDepartment of Chemistry and Engineering, Heze University, Heze 274500, ChinaDepartment of Chemistry and Engineering, Heze University, Heze 274500, ChinaDepartment of Chemistry and Engineering, Heze University, Heze 274500, ChinaDepartment of Chemistry and Engineering, Heze University, Heze 274500, ChinaTwo new Schiff base fluorescent probes (L and S) were designed for selectively detecting Al<sup>3+</sup> ions in aqueous medium. Structural characterization of the purely synthesized compounds was acquired by IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR. Moreover, their photochromic and fluorescent behaviors have been investigated systematically by UV–Vis absorption and fluorescence spectra. The two probes have both high selectivity and sensitivity toward Al<sup>3+</sup> ions in aqueous medium. The 2:1 stoichiometry between the Al<sup>3+</sup> and probes was verified by Job’s plot. Moreover, the limits of detection (LOD) for Al<sup>3+</sup> by L and S were 1.98 × 10<sup>−8</sup> and 4.79 × 10<sup>−8</sup> mol/L, respectively, which was much lower than most previously reported probes. The possible recognition mechanism was that the metal ions would complex with Schiff base probes because of the prevalence of the species optimal for complex formation, inhibiting the structural isomerization of conjugated double bonds (-C=N-), inhibiting the proton transfer process in the excited state of the molecules and resulting in changes of its color and fluorescence behavior. Furthermore, the probes will have potential applications for selectively, detecting Al<sup>3+</sup> ions in the environmental system with high accuracy and providing a new strategy for the design and synthesis of multi-functional sensors.https://www.mdpi.com/1420-3049/28/7/3090Schiff baseAl<sup>3+</sup>fluorescent probecontent detection
spellingShingle Yanling Pang
Desu Meng
Jian Liu
Shengxia Duan
Jingru Fan
Longyu Gao
Xinshu Long
Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions
Molecules
Schiff base
Al<sup>3+</sup>
fluorescent probe
content detection
title Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions
title_full Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions
title_fullStr Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions
title_full_unstemmed Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions
title_short Schiff Base Compounds as Fluorescent Probes for the Highly Sensitive and Selective Detection of Al<sup>3+</sup> Ions
title_sort schiff base compounds as fluorescent probes for the highly sensitive and selective detection of al sup 3 sup ions
topic Schiff base
Al<sup>3+</sup>
fluorescent probe
content detection
url https://www.mdpi.com/1420-3049/28/7/3090
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