一种席夫碱化合物的合成及其对Sb~(3+)的识别研究
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摘要
过量存在的Sb~(3+)对生物具有致毒性和致癌性,迄今有关其检测探针的报道非常少。介绍了一种席夫碱化合物(E)-N-((E)-3-(4-二甲基氨基苯基)烯丙基)-1,2-苯二胺的合成及其作为Sb~(3+)比色探针的应用研究。该化合物与Sb~(3+)结合后产生生色传感效应,席夫碱溶液由淡黄色迅速变成玫红色,最大吸收波长从398 nm红移至507 nm。而其他常见金属离子的加入则基本不引起变化。在一定浓度范围内,席夫碱溶液在507 nm的吸光度与加入的Sb~(3+)浓度呈良好的线性关系,其最低检测限为2.5×10~(-7)mol/L。配位比分析显示,探针与Sb~(3+)形成了1∶1型的配合物。该席夫碱化合物对Sb~(3+)的识别结合具有较好的选择性和灵敏度,可实现定量检测和比色检测。
Overexposure to Sb~(3+) could cause toxicities and carcinogenesis.However,chemical sensors used for Sb~(3+) detection are rarely developed up to now.In this work,a novel Schiff base compound(E)-N-((E)-3-(4-(dimethylamino) phenyl) allylidene)benzene-1,2-diamine is synthesized and evaluated as a colorimetric Sb~(3+) probe.Probe exhibits a good selectivity and sensitivity towards Sb~(3+) in aqueous solution.Addition of Sb~(3+) to a solution results in a rapid color change from light yellow to rose red,which corresponds to a large red shift of the maximum absorption peak from 398 nm to 507 nm.Meanwhile,addition of other common metal irons induce no or minimal spectral changes.The absorbance at 507 nm is linearly related to the Sb~(3+) concentrations and the detection limit for Sb~(3+)is 2.5×10~(-7) mol/L.Job's plot and Benesi—Hildebrand' s plot confirmed that the stoichiometry ratio of probe with Sb~(3+) is 1∶1.The Schiff-base compound has a high selectivity and sensitivity towards Sb~(3+),and could be used for quantitative and colorimetric detection.
Overexposure to Sb~(3+) could cause toxicities and carcinogenesis.However,chemical sensors used for Sb~(3+) detection are rarely developed up to now.In this work,a novel Schiff base compound(E)-N-((E)-3-(4-(dimethylamino) phenyl) allylidene)benzene-1,2-diamine is synthesized and evaluated as a colorimetric Sb~(3+) probe.Probe exhibits a good selectivity and sensitivity towards Sb~(3+) in aqueous solution.Addition of Sb~(3+) to a solution results in a rapid color change from light yellow to rose red,which corresponds to a large red shift of the maximum absorption peak from 398 nm to 507 nm.Meanwhile,addition of other common metal irons induce no or minimal spectral changes.The absorbance at 507 nm is linearly related to the Sb~(3+) concentrations and the detection limit for Sb~(3+)is 2.5×10~(-7) mol/L.Job's plot and Benesi—Hildebrand' s plot confirmed that the stoichiometry ratio of probe with Sb~(3+) is 1∶1.The Schiff-base compound has a high selectivity and sensitivity towards Sb~(3+),and could be used for quantitative and colorimetric detection.
引文
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[2]SMICHOWSKI P.Antimony in the environment as a global pollutant:a review on analytical methodologies for its determination in atmospheric aerosols[J].Talanta,2008,75(1):2-14.
[3]PATRA G K,CHANDRA R,GHORAI A,et al.A highly selective benzildihydrazone based Schiff base chromogenic chemosensor for rapid detection of Cu2+in aqueous solution[J].Inorg.Chim.Acta,2017,462:315-322.
[4]朱金丽,张宇唤,王淼,等.基于二苯甲酮的Schiff碱Fe3+荧光分子探针[J].精细化工,2016,33(12):1 321-1 326.
[5]姜秀娟,朱荣贵,徐曼,等.铜(Ⅱ)荧光探针的合成及其识别性能研究[J].分析试验室,2017,(7):775-777.
[6]孔祥娟,陈亚斌,王馨,等.一种新型比色荧光增强型探针识别氟离子[J].分析试验室,2017,(10):1 151-1 155.
[7]PERALTA-DOMNGUEZ D,RODRIGUEZ M,RAMOSORTIZ G,et al.A Schiff base derivative used as sensor of copper through colorimetric and surface plasmon resonance techniques[J].Sens.Actuators B Chem.,2016,225:221-227.
[8]ZHANG Xue-qiong,SHI Chun-long,JI Peng-wei,et al.A red-emitting fluorescent probe based on flavone for hydrazine and its application in aqueous solution[J].Anal.Methods,2016,8(10):2 267-2 273.
[9]YANG Xue-bo,YANG Bai-xia,GE Jian-fei,et al.Benzo[a]phenoxazinium-based red-emitting chemosensor for zinc ions in biological media[J].Org.Lett.,2011,13(10):2 710-2 713.
[10]冯泳兰,方敬贤,刘超,等.3,5-二氯水杨醛缩罗丹明B酰腙的合成及对Cu2+高选择性识别[J].无机化学学报,2016,32(1):56-62.
[11]ZHU Mei,YUAN Ming-jian,LIU Xiao-feng,et al.Visible near-infrared chemosensor for mercury ion[J].Org.Lett.,2008,10(7):1 481-1 484.
[12]郭心灵,张树峰,侯旭锋,等.基于罗丹明的Cu2+和Cd2+比色探针及光谱性能研究[J].化学试剂,2016,38(1):11-14.