反应型荧光探针分子的合成及其对肼的检测研究
发布时间：2018-11-21 15:55
【摘要】：荧光分析法具有取样小、灵敏度高、重现性好、快捷方便等优点,在理论亦或是应用上都取得了迅速的发展,并被应用于化学、生物、医药、农业、环境保护等众多领域。肼是一类重要的化工原料,但对人体或环境有危害。发展一种可靠性好、灵敏度高、选择性好,并且方便的分析方法来用于检测肼就显得尤为重要,但肼检测用荧光探针的相关研究报道仍较少。以荧光素、香豆素为母体荧光团,本论文设计并合成了三个用于检测肼的荧光探针分子,并研究了在生理环境下探针对肼的检测。此外通过修饰香豆素,合成出用于在酸性条件下识别NO_2~-的探针,最后是其它工作。具体内容为:第一章:综述部分,主要讲述了荧光探针的基本概念以及检测机理,重点阐述了相关肼检测用荧光探针的研究现状,同时提出课题的设计思路。第二章:基于荧光素母体设计合成出用于检测肼的荧光探针,在荧光团结构上引入酯键、碳碳双键,得到探针分子1,2;利用肼的强亲核性实现了对肼的检测,在HEPES缓冲溶液(pH=7.4)的体系中研究了该探针的紫外荧光性质,结果表明探针化合物2对N2H4有着很好的选择性和专一性,是一个性能良好的反应型荧光探针分子,并通过质谱等推测了相应的反应检测机理。第三章:基于7-羟基-4-甲基香豆素母体,设计合成用于检测肼的荧光探针3,在HEPES缓冲溶液(pH=7.4)的体系中,对探针3与肼反应的光学性能进行了研究。结果表明,基于肼相继串联亲核进攻氟和碳碳双键,使得母体7-OH的2-氟-4-硝基苯甲酸保护基脱除,母体荧光分子得以释放,实现对肼的检测,证实探针3也是一个性能良好的反应型探针分子。第四章:在香豆素6位上引入氨基后,合成了香豆素衍生物探针,利用桑德梅尔反应研究了其在酸性条件下识别NO_2~-时相关的光学性能。探针合成简单,响应时间快,选择特异性好。
[Abstract]:Fluorescence analysis has the advantages of small sampling, high sensitivity, good reproducibility and convenience. It has made rapid development in theory and application, and has been applied in many fields such as chemistry, biology, medicine, agriculture, environmental protection and so on. Hydrazine is an important chemical raw material, but it is harmful to human body or environment. It is very important to develop a kind of analytical method with good reliability, high sensitivity, good selectivity and convenient analytical method for the detection of hydrazine. However, there are few reports on the fluorescence probe for hydrazine detection. Using fluorescein and coumarin as parent fluorescent groups, three fluorescent probe molecules were designed and synthesized for the detection of hydrazine, and the detection of hydrazine in physiological environment was studied. In addition, a probe was synthesized by modifying coumarin to recognize NO_2~- under acidic conditions. The main contents are as follows: chapter one: summary part, the basic concept and detection mechanism of fluorescent probe are mainly described, and the research status of fluorescent probe for detection of correlated hydrazine is emphasized, and the design idea of the subject is put forward at the same time. Chapter 2: based on the fluorescein matrix, a fluorescent probe was designed and synthesized for the detection of hydrazine. The probe molecule 1 / 2 was obtained by introducing ester bond and carbon / carbon double bond into the structure of fluorescence group. The detection of hydrazine was realized by using the strong nucleophilic property of hydrazine. The UV fluorescence properties of the probe were studied in HEPES buffer solution (pH=7.4) system. The results showed that the probe compound 2 had good selectivity and specificity to N2H4. It is a reactive fluorescent probe molecule with good performance, and the corresponding reaction detection mechanism is inferred by mass spectrometry. Chapter 3: based on 7-hydroxy-4-methylcoumarin matrix, a fluorescent probe 3 was designed and synthesized for the determination of hydrazine. The optical properties of the reaction of probe 3 with hydrazine in HEPES buffer solution (pH=7.4) system were studied. The results showed that the protection of 2-fluoro-4-nitrobenzoic acid from the parent 7-OH was removed and the fluorescence molecule of the parent was released to detect hydrazine based on the successive series of hydrazine nucleophilic attacks on fluorine and carbon-carbon bonds. It is proved that probe 3 is also a reactive probe molecule with good performance. Chapter 4: the coumarin derivative probe was synthesized by introducing amino groups into coumarin 6. The optical properties of coumarin derivative probe in NO_2~- recognition under acidic conditions were studied by Sandemer reaction. The probe synthesis is simple, the response time is fast, and the selection specificity is good.
【学位授予单位】：兰州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3;TQ226.52
[Abstract]:Fluorescence analysis has the advantages of small sampling, high sensitivity, good reproducibility and convenience. It has made rapid development in theory and application, and has been applied in many fields such as chemistry, biology, medicine, agriculture, environmental protection and so on. Hydrazine is an important chemical raw material, but it is harmful to human body or environment. It is very important to develop a kind of analytical method with good reliability, high sensitivity, good selectivity and convenient analytical method for the detection of hydrazine. However, there are few reports on the fluorescence probe for hydrazine detection. Using fluorescein and coumarin as parent fluorescent groups, three fluorescent probe molecules were designed and synthesized for the detection of hydrazine, and the detection of hydrazine in physiological environment was studied. In addition, a probe was synthesized by modifying coumarin to recognize NO_2~- under acidic conditions. The main contents are as follows: chapter one: summary part, the basic concept and detection mechanism of fluorescent probe are mainly described, and the research status of fluorescent probe for detection of correlated hydrazine is emphasized, and the design idea of the subject is put forward at the same time. Chapter 2: based on the fluorescein matrix, a fluorescent probe was designed and synthesized for the detection of hydrazine. The probe molecule 1 / 2 was obtained by introducing ester bond and carbon / carbon double bond into the structure of fluorescence group. The detection of hydrazine was realized by using the strong nucleophilic property of hydrazine. The UV fluorescence properties of the probe were studied in HEPES buffer solution (pH=7.4) system. The results showed that the probe compound 2 had good selectivity and specificity to N2H4. It is a reactive fluorescent probe molecule with good performance, and the corresponding reaction detection mechanism is inferred by mass spectrometry. Chapter 3: based on 7-hydroxy-4-methylcoumarin matrix, a fluorescent probe 3 was designed and synthesized for the determination of hydrazine. The optical properties of the reaction of probe 3 with hydrazine in HEPES buffer solution (pH=7.4) system were studied. The results showed that the protection of 2-fluoro-4-nitrobenzoic acid from the parent 7-OH was removed and the fluorescence molecule of the parent was released to detect hydrazine based on the successive series of hydrazine nucleophilic attacks on fluorine and carbon-carbon bonds. It is proved that probe 3 is also a reactive probe molecule with good performance. Chapter 4: the coumarin derivative probe was synthesized by introducing amino groups into coumarin 6. The optical properties of coumarin derivative probe in NO_2~- recognition under acidic conditions were studied by Sandemer reaction. The probe synthesis is simple, the response time is fast, and the selection specificity is good.
【学位授予单位】：兰州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3;TQ226.52
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