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一种由2-甲氧基苄胺和2,3-二羟基苯甲醛衍生的选择性裸眼化学传感器——其二齿席夫碱金属配合物的合成、光谱表征及电化学性质

A selective naked-eye chemosensor derived from 2-methoxybenzylamine and 2,3-dihydroxybenzaldehyde - synthesis, spectral characterization and electrochemistry of its bis-bidentates Schiff bases metal complexes.

作者信息

Djouhra Aggoun, Ali Ourari, Ramiro Ruiz-Rosas, Emilia Morallon

机构信息

Laboratoire d'Electrochimie, d'Ingénierie Moléculaire et de Catalyse Redox (LEIMCR), Faculté de Technologie, Université Ferhat ABBAS de Sétif-1, Sétif 19000, Algeria; Département de chimie, Faculté des sciences, Université Ferhat ABBAS de Sétif-1, Sétif 19000, Algeria.

Laboratoire d'Electrochimie, d'Ingénierie Moléculaire et de Catalyse Redox (LEIMCR), Faculté de Technologie, Université Ferhat ABBAS de Sétif-1, Sétif 19000, Algeria.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2017 Sep 5;184:299-307. doi: 10.1016/j.saa.2017.05.022. Epub 2017 May 10.

Abstract

A new colorimetric receptor HL, acting as a bidentate Schiff base ligand, has been synthesized by condensation of 2-methoxybenzylamine on 2,3-dihydroxybenzaldehyde in a methanolic solution. Interestingly, this chelating agent can selectively detect Cu, Co, Fe and Fe ions with a simple and an easy-to-make, well defined naked-eye visible color changes in two different solvents like acetonitrile and methanol. This bidentate ligand coordinates three metal ions of Co(II), Cu(II) and Fe(II) via nitrogen and oxygen atoms. The molecular structures of the synthesized compounds were elucidated by various physicochemical properties such as the elemental analysis, FT-IR, HNMR, UV-Vis and the Mass spectrometry. The resulting general formulae [M(L)·HO] (M(II)=Cu, Fe, Co) are proposed as mononuclear complexes. The solvatochromism properties of these compounds were studied with their absorption spectra using different solvents as methanol (MeOH), acetonitrile (AN), tetrahydrofuran (THF), dimethylformamid (DMF), dimethylsulfoxid (DMSO) and dichloromethane (DC). The Electrochemical behavior of copper complex was explored in DMF solutions by cyclic voltammetry (CV) with two working electrodes: glassy carbon (GC) and platinum electrode (Pt). This study reveals that copper complex shows successively two redox systems as Cu and Cu. The Fe and Co redox systems have also been studied in DMF and DMSO media.

摘要

一种新型比色受体HL,作为双齿席夫碱配体,由2-甲氧基苄胺与2,3-二羟基苯甲醛在甲醇溶液中缩合而成。有趣的是,这种螯合剂能在乙腈和甲醇等两种不同溶剂中,通过简单且易于制备的、明确的肉眼可见颜色变化,选择性地检测铜、钴、铁和亚铁离子。这种双齿配体通过氮原子和氧原子与钴(II)、铜(II)和铁(II)的三种金属离子配位。通过元素分析、傅里叶变换红外光谱(FT-IR)、核磁共振氢谱(HNMR)、紫外可见光谱(UV-Vis)和质谱等各种物理化学性质对合成化合物的分子结构进行了阐明。提出了通式[M(L)·HO](M(II)=Cu、Fe、Co)作为单核配合物。使用甲醇(MeOH)、乙腈(AN)、四氢呋喃(THF)、二甲基甲酰胺(DMF)、二甲基亚砜(DMSO)和二氯甲烷(DC)等不同溶剂,通过吸收光谱研究了这些化合物的溶剂致变色性质。采用循环伏安法(CV)在DMF溶液中,使用玻碳(GC)和铂电极(Pt)两个工作电极,研究了铜配合物的电化学行为。该研究表明,铜配合物依次显示出Cu和Cu的两个氧化还原体系。还在DMF和DMSO介质中研究了铁和钴的氧化还原体系。

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