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水杨醛衍生物的设计合成与阴离子识别研究

Design and Synthesis of Salicylaldehyde Derivatives for Anion Recognition

【作者】 游俊

【导师】 林丽榕;

【作者基本信息】 厦门大学 , 无机化学, 2008, 硕士

【摘要】 由于阴离子在生命科学、药物领域、化学催化、环境等方面起着重要的作用和影响,近年来,阴离子的研究引起了相关领域科研工作者的高度重视。阴离子的配位研究包括阴离子识别和阴离子传感。识别与传感阴离子的关键是设计合理的主体分子,主体分子由识别基团和信号报告基团组成。当阴离子与识别基团结合时,改变了信号报告基团的微环境,引起吸收光谱或荧光光谱的变化,可以实现阴离子的光化学传感。本论文合成了一系列水杨醛衍生物的主体,通过紫外-可见分光光度法及荧光光谱法研究了它们与多种阴离子的相互作用,建立了灵敏度高、选择性好的荧光传感阴离子的新体系。全文分三章,其主要内容如下:第一章简要介绍了分子识别的概念,传感器的结构和类型,阴离子识别研究的意义及现状、阴离子受体的结构特征及其与阴离子之间的作用方式。对近年来国内外有关阴离子荧光化学识别与传感文献进行了简要的评述,并在此基础上提出本论文的构想。第二章主要阐述了设计合成的一系列水杨醛亚胺类衍生物的合成和表征,通过紫外-可见吸收滴定、荧光滴定和核磁滴定的方法研究了主体分子与阴离子的相互作用,并验证了其识别机理。第三章将金属配合物应用于阴离子的识别研究中。水杨醛苯甲酰肼是一类良好的金属离子配体,可通过羰基氧原子、亚氨基氮原子和羟基氧原子与金属离子形成三齿配合物。通过紫外-可见吸收滴定和荧光滴定筛选出与主体分子水杨醛-对二甲氨基苯甲酰肼(DMABHBH)具有高结合能力和选择性的Zn2+离子,研究了配合物DMABHBH-Zn与阴离子的相互作用,发现其对含氧酸根离子具有较强的识别能力,并初步探讨了它们的结合机制。

【Abstract】 Research on anion recognition has been highly recognized all over the world because of its important role in a wide range of chemical and biological processes. The key for anion recognition is to design rational host molecules, which consist of a receptor/receptors and a reporter/reporters. When the anion combinds with the receptor, the microenvironment of the reporter will be changed, which might lead to spectral change in absorption spectrum or fluorescence spectrum, and realizes optical sensing.A series of hosts, salicylaldehyde derivatives, were synthesized, and the interaction between hosts and anions was investigated via UV-VIS spectrophotometry and fluorescence spectrophotometry. This thesis consists of three chapters as follows:In Chapter One, the development of anion recognition in the past few years was briefly reviewed, including the concept of molecule recognition, structure and type of the sensors, significance and present situation of research on anion recognition, structural characteristics of anion receptors and their interaction with anoins.In Chapter Two, a series of salicylaldehyde derivatives were synthesized and characterized by 1H NMR. Their interaction with anions was studied by UV-Vis titration, fluorescence titration and NMR titration.In Chapter Three, metal complex was applied to anion recognition. Salicylaldehyde-benzoyl hydrazine (DMABHBH) has great affinity to cations due to its multiple binding sites. The interaction between DMABHBH and cations was investigated via UV-Vis titration and fluorescence titration, and and its complexation with Zn2+ was selected as a metal complex host for recognition of anions. Complex DMABHBH-Zn has been proved to have strong interaction with oxyanions. Their bonding mechanism is under investigation.

  • 【网络出版投稿人】 厦门大学
  • 【网络出版年期】2009年 08期
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