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基于香豆素衍生物的铜(Ⅱ)、镍(Ⅱ)重金属离子荧光探针的合成及性质研究

Synthesis and Properties of Coumarin-based Fluorescent Probes for Cu(Ⅱ),Ni(Ⅱ) Heavy Metal Ions

【作者】 白雪

【导师】 杨正银;

【作者基本信息】 兰州大学 , 无机化学, 2018, 硕士

【摘要】 重金属污染具有来源广、易蓄积、难降解的特点,对环境和生物造成严重威胁。近年来荧光探针已成为检测环境和生物体中重金属离子的有力工具。香豆素衍生物由于其优秀的光学性质,广泛应用于荧光探针和比色探针领域。本文以7-二乙胺基香豆素为母体,通过在其3位上修饰席夫碱类多齿配体,设计合成了一系列高选择性、高灵敏度的铜(Ⅱ)、镍(Ⅱ)重金属离子荧光探针和比色探针,并对这些探针的结构、光学性质及识别机理进行了系统的研究。本文由六章构成,主要内容如下:第一章:简要介绍了荧光探针,香豆素在荧光探针中的应用,重金属离子的危害,香豆素类铜(Ⅱ)、镍(Ⅱ)离子荧光探针的研究现状。第二章:设计合成了铜(Ⅱ)离子淬灭型荧光探针与比色探针,7-二乙胺基香豆素-3-甲醛(3’-羟基-2’-萘甲酰基)腙(L1)。该探针激发波长较长,灵敏度高,检测限为5.78×10-77 M。第三章:设计合成了镍(Ⅱ)离子淬灭型荧光探针与比色探针,7-二乙胺基香豆素-3-甲醛(荧光素)腙(L2)。该探针是少见的镍(Ⅱ)离子多通道化学传感器,具有很高的选择性和灵敏度。第四章:设计合成了铜(Ⅱ)离子淬灭型荧光探针,3-甲氧基-2-羟基苯甲醛(7’-二乙胺基香豆素-3’-甲酰基)腙(L3)。该探针制作成本低、选择性好、灵敏度高,检测限为5.61×10-7 M。第五章:设计合成了铜(Ⅱ)离子淬灭型荧光探针及比色探针,6-羟基色酮-3-甲醛(7’-二乙胺基香豆素-3’-甲酰基)腙(L4)。该探针选择性好,颜色变化明显。通过对探针L1、L3、L4的性质进行对比,总结出一些铜(Ⅱ)离子淬灭型荧光探针及比色探针的设计思路。第六章:总结与展望。

【Abstract】 Heavy metal pollution has the characteristics of wide source,easy accumulation and difficult degradation.It poses a serious threat to the environment and biology.Fluorescent probes have become powerful tools for detecting heavy metal ions in the environment and organisms.Coumarin derivatives are widely used in fluorescent and colorimetric probes due to their excellent optical properties.A series of highly selective and sensitive Cu2+and Ni2+fluorescent and colorimetric probes have been designed and synthesized based on 7-diethylaminocoumarin.The structure,optical properties and recognition mechanism of these probes have been systematically studied.This paper is composed of six chapters:Chapter 1:A brief introduction was given of fluorescent probes,the application of coumarin in fluorescent probes,the harm of heavy metal ions,the current status of coumarin-based Cu2+and Ni2+fluorescent probes.Chapter 2:7-diethylaminocoumarin-3-carbaldehyde-(3’-hydroxy-2’-naphthoyl)hydrazone(L1)was designed and synthesized.L1 is a fluorescent and colorimetric probe for Cu2+,it exhibits long excitation wavelength and high sensitivity,with a detection limit as low as 5.78×10-77 M.Chapter 3:7-diethylaminocoumarin-3-carbaldehyde-(fluorescein)hydrazone(L2)was de-signed and synthesized.L2 is a fluorescent and colorimetric probe for Ni2+,it is a rare Ni2+multichannel chemical sensor with high selectivity and sensitivity.Chapter 4:3-methoxy-2-hydroxy-benzaldehyde-(7’-diethylaminolcoumarin-3’-formyl)hyd-razone(L3)was designed and synthesized.L3 is a fluorescent probe for Cu2+,it has the advantages of low cost,good selectivity and high sensitivity,the detection limit is 5.61×10-7 M.Chapter 5:6-hydroxychromone-3-formaldehyde-(7’-diethylaminocoumarin-3’-formyl)hydr-azone(L4)was designed and synthesized.L4 is a fluorescent and colorimetric probe for Cu2+,it shows good selectivity and obvious color change.By comparing the properties of L1,L3 and L4,some design ideas of Cu2+quenched fluorescent probes and colorimetric probes are summarized.Chapter 6:Summary and prospect.

  • 【网络出版投稿人】 兰州大学
  • 【网络出版年期】2018年 11期
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