摘要：阴离子在自然界和生物体内广泛存在，在许多生物和化学过程中都起着基础而重要的作用。但是阴离子的过量存在又会对环境造成污染、对生命体造成危害。因此设计一个快速识别、灵敏度高、选择性好用于定性定量的检测阴离子的荧光探针是当前的研究热点之一。本课题拟在前期研究基础上，通过引入香豆素荧光基团构建基于FRET机理的香豆素萘酰亚胺的新颖荧光探针8，通过CH与阴离子形成氢键引发分子内电荷转移，进而控制香豆素荧光。经过6步化学反应得到探针8，并对其结构进行了HNMR及HRMS表征。该荧光探针以1,8-萘酰亚胺为荧光发色团，通过与F-作用从而将供体激发态能量转移到受体激发态的一个过程。在与F-作用后，其光谱数据会发生显著变化，进而达到识别检测F-的目的。42730

毕业论文关键词：阴离子识别；香豆素萘酰亚胺； 荧光探针；荧光共振能量转移 

Design and Synthesis of FRET-based Coumarin-naphthalimide dyads for sensing of Fluorine ions

Abstract: Anion exists widely in nature and organism, which play an important role in many biological and chemical processes. However, the excess anions can pollute the environment and do harm to the living organisms. Therefore, fluorescent probes with the design of a rapid identification, high sensitivity and selectivity for the qualitative and quantitative detection of anions which have been extensively studied currently. On the basis of previous studies, We have designed a novel fluorescent probe 8 of FRET based Coumarin-naphthalimide dyads by the combination of Coumarin. The intramolecular charge transfer induced by hydrogen-bonding formed by hydrogen and anion interaction, and the fluorescence of the fluorescence is controlled. The probe 8 is obtained by six step of chemical reaction, and its structure was characterized by HNMR and HRMS. The fluorescent probe based on 1,8-naphthalimide fluorescent chromophores which has interaction with F- in an excited state energy transfer process from a donor to the acceptor. After the probe binding with F-, its spectrum data has remarkable changes, and be achieved to the purpose of identifying and detecting F-.

Keywords : Anion recognition; F-; Fluorescent probe; FRET

  目录 

1前言 1

1.1 概述 1

1.2 阴离子识别类型 2

1.2.1 氢键作用 2

1.2.2 静电作用 2

1.2.3 协同作用 2

1.2.4 化学反应 2

1.3 荧光探针 3

1.3.1 荧光分子探针的结构 3

1.3.2 荧光分子探针设计原理 3

1.4 信号传递机制 4

1.4.1 分子内电荷转移 4

1.4.2 光诱导电子转移 4

1.4.3 激发态分子内质子转移 4

1.4.4 激基缔/复合物 5

1.4.5 荧光共振能量转移 5

1.5 选题依据 6

2 文献综述 7

2.1 对于F-探针的早期研究 7

2.1.1 氟离子基于N-H键的荧光探针 7

2.1.2 氟离子切断硅氧键/硅碳键 8

2.1.3 基于C-H键的阴离子识别新型探针