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三种水杨醛类席夫碱荧光探针的合成及对Fe3+的识别

赵成兄 辛慧芳 伍丹 孙赞

分析测试学报2025,Vol.44Issue(3):429-437,9.
分析测试学报2025,Vol.44Issue(3):429-437,9.DOI:10.12452/j.fxcsxb.240705196

三种水杨醛类席夫碱荧光探针的合成及对Fe3+的识别

Synthesis of Three Salicylaldehyde Schiff Base Fluorescent Probes and Its Application for Fe3+Identification

赵成兄 1辛慧芳 1伍丹 1孙赞1

作者信息

  • 1. 青海民族大学 化学与材料科学学院,青海 西宁 810007
  • 折叠

摘要

Abstract

Three novel Schiff bases,namely 1,4-butane diimino-4-bromo-2-methoxyphenol(Br-4C),1,5-pentanediimino-4-bromo-2-methoxyphenol(Br-5C),1,6-hexanediimine-4-bromo-2-me-thoxyphenol(Br-6C),were prepared by the condensation reaction of 5-bromo-2-hydroxy-3-methoxy-benzaldehyde with different diamines(butylenediamine,pentenediamine and hexanediamine)at the molar ratio of 2∶1,respectively.The structure of three Schiff bases was characterized by infrared spectroscopy(IR),nuclear magnetic hydrogen spectroscopy(1 H NMR)and nuclear magnetic carbon spectroscopy(13 C NMR),and single crystal X-ray diffraction and Hirshfeld surface analysis were per-formed for Br-4C.In addition,the solid-state luminescence behavior of the above compounds was al-so studied,Br-4C,Br-5C and Br-6C all exhibit wide emission spectra(500-700 nm)at the excita-tion wavelengths of 365,396 and 396 nm.At the same time,the fluorescence intensity of the three Schiff bases in common solvents were recorded,and it is found that the strongest and weakest lumi-nescence intensity is appeared in N,N'-dimethylformamide(DMF)and water solution,respective-ly.Therefore,the identification characteristics of metal ions by Br-4C,Br-5C and Br-6C in DMF solution were studied by fluorescence spectrometry.The results show that the three probes have high selectivity to Fe3+.In addition,Fe3+was detected with test paper strips of Br-4C,Br-5C and Br-6C probes under natural light.The three probes can also be used to detect Fe3+in actual water samples.

关键词

5-溴-2-羟基-3-甲氧基苯甲醛/缩合反应/席夫碱/荧光探针/Fe3+

Key words

5-bromo-2-hydroxy-3-methoxybenzaldehyde/condensation reaction/Schiff base/flu-orescent probe/Fe3+

分类

化学

引用本文复制引用

赵成兄,辛慧芳,伍丹,孙赞..三种水杨醛类席夫碱荧光探针的合成及对Fe3+的识别[J].分析测试学报,2025,44(3):429-437,9.

基金项目

青海省自然科学基金(2020-ZJ-964Q) (2020-ZJ-964Q)

2023年青海民族大学研究生创新项目(12M2023015) (12M2023015)

分析测试学报

OA北大核心

1004-4957

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