摘要：阴离子在化学反应、生物学研究及环境科学发展中有着举足轻重的作用，而设计人工合成高灵敏性、专一性及高选择性识别阴离子的荧光探针一直是超分子化学领域研究和发展的热点之一。41167
本论文以1，8-萘酰亚胺为起始原料，通过引入Si-O键和-CHCN基双结合位点设计并合成一种荧光化合物5并合成了参比化合物6、7及8。在乙腈溶液里，目标产物5与F-(2.0 eq)作用，紫外发生275 nm的红移，裸眼能观察到溶液夜色由澄清透明变成蓝色。通过荧光滴定、紫外测试及核磁滴定等所得出的数据表明目标产物5与F-发生了反应，即Si-O键的断裂和脱质子脱氰基自氧化反应。探针在含水混和溶剂中对F-依旧具有高灵敏性、专一性和高选择性，且它的荧光检测限能达到0.105μM。
毕业论文关键词：阴离子；阴离子识别；1，8-萘酰亚胺；荧光探针
Synthesis and fluoride binding of novel naphthalimide derivative based on combination of Si-O bond and CHCN group
Abstract：Anion plays an important role in chemistry, biology, environmental science. Research and development of novel synthetic fluorescent probe for high sensitivity, high selectivity and specificity for anion has been a hot field in the supramolecular chemistry.
In this paper, 1,8-naphthalimide as a starting material, a fluorescent probe (5) based on Si-O bond and –CHCN group was designed and synthesized–for selective sensing for fluoride. Three reference compounds (6-8) was also synthesized. In acetonitrile, the adding of F- (2.0 eq) into the solution of receptor 5,a big red-shift (275 nm) was observed in the UV-vis spectroscopy, and the color of solution was changed from colorless to blue, which can be observed by the naked eye., the mechanism was certified by by fluorescence titration, UV-vis experiments and NMR titration, which indicates that the target product 5 could cleavage the Si-O bond followed by the deprotonation of the CHCN group. in an aqueous solution, Probe 5 still shows high sensitivity, high specificity and selectivity for fluoride ions, and its fluorescence detection limit can reach 0.105 μM.
Keywords：anion; anion recognition; 1,8-naphthalimide; fluorescent probe
目录
1 前言 2
1.1 阴离子识别研究背景 2
1.1.1 超分子化学 2
1.1.2 阴离子识别 2
1.1.3 阴离子识别在环境和生物领域的重要性和意义 2
1.2 荧光探针的简介 3
1.3 对于F－识别探针的研究历程 4
1.3.1 F－荧光探针的识别概述 4
1.3.2对于F－识别探针的近期研究热点 4
1.4 选题依据和研究内容 6
2 实验方案和实验路线 7
2.1 实验方案的确定 7
2.2 实验路线的确定 8
3 实验部分 9
3.1 试剂及仪器 9
3.1.1 各步实验所用的试剂： 9
3.1.2 实验仪器： 10
3.2 实验方法 11
3.2.1 化合物2的合成 11
3.2.2 化合物5的合成 12
3.2.3 化合物6的合成 13
3.2.4 化合物7的合成 14
3.2.5 化合物8的合成 15
3.3受体5的阴离子识别性能实验 16
3.3.1 受体5与阴离子作用的紫外-可见滴定实验 16
3.3.2 受体5与阴离子作用的荧光滴定实验 17
3.3.3 参比化合物6，7，8的滴定数据 21
3.3.4 受体5的荧光检测限 22
3.4 受体5与氟离子的作用机理 23 双识别位点萘酰亚胺类氟离子受体的设计合成及其识别研究:http://www.youerw.com/huaxue/lunwen_41142.html