席夫碱型荧光探针的合成及其光谱性质的研究
发布时间：2018-10-29 22:00
【摘要】：随着人类各金属用品的使用以及环境污染的加剧,使生物体内金属离子的含量都有所增加,并可能造成生物体各系统的紊乱,甚至会引起各种疾病的发生,严重影响生命体的健康。为了检测金属离子的存在以及含量,需要一个高效并且能够快速检测金属离子的方法。荧光探针因有良好的选择性、识别性、快速检测性及在环境与生物体中的可应用性,而受到广大研究者的关注。席夫碱类探针合成简单、配位能力强,是组成探针理想的候选结构。本文合成了6种不同的席夫碱型荧光探针分子,通过HRMS,IR,1HNMR以及13CNMR对探针化合物的结构进行表征,并对其光谱性质进行了研究。具体内容如下：1.对探针的结构、影响因素以及机理等方面进行了综述,重点对近年报道的席夫碱型荧光探针类做了总结。2.以罗丹明B为荧光团,设计了4种席夫碱型荧光探针R1、R2、R4、R5,主要测试了包括离子选择性、竞争性、浓度滴定曲线、Job曲线、pH及时间对探针荧光强度的影响等项目,并且讨论了取代基对探针荧光强度的影响。通过紫外吸收和荧光光谱的测定表明,4种产物可以作为Fe~(3+)探针。与探针R3相比,探针R1的荧光强度减弱,探针R2的荧光强度增加。探针R4、R5对Fe~(3+)的选择识别能力很高,对其他离子无响应。3.以噻唑类衍生物为电子供体,合成了席夫碱型探针化合物R6、R7。通过研究发现,Cd~(2+)的加入会使探针R6荧光迅速增强,实现高选择性的识别,而且探针R6与Cd~(2+)体系可以组成新的荧光探针RC实现接力识别。探针RC可以通过荧光猝灭的方式高效识别PO_4~(3-),其他阴离子对其检测没有干扰。当PO_4~(3-)在一定浓度范围内时,探针RC的荧光强度与PO_4~(3-)浓度具有一定的线性关系,可以定量检测PO_4~(3-)。而探针R7则对Fe~(3+)具有一定的的选择性。
[Abstract]:With the use of human metal supplies and the intensification of environmental pollution, the content of metal ions in organisms has increased, which may lead to the disorder of biological systems and even the occurrence of various diseases. Seriously affect the health of life. In order to detect the presence and content of metal ions, an efficient and rapid method is needed to detect metal ions. Fluorescent probes have attracted much attention due to their good selectivity, recognition, rapid detection and applicability in environment and organisms. Schiff base probe is an ideal candidate structure for its simple synthesis and strong coordination ability. In this paper, six kinds of Schiff base fluorescent probe molecules were synthesized and characterized by HRMS,IR,1HNMR and 13CNMR, and their spectral properties were studied. The specific contents are as follows: 1. The structure, influencing factors and mechanism of the probes are reviewed, and the Schiff base fluorescent probes reported in recent years are emphatically summarized. 2. Using Rhodamine B as the fluorescence group, four kinds of Schiff base fluorescence probes R1OR2OR4OR5 have been designed. The main items include ion selectivity, competition, concentration titration curve, Job curve, pH and the influence of time on the fluorescence intensity of the probe. The influence of substituents on the fluorescence intensity of the probe was also discussed. The UV absorption and fluorescence spectra showed that the four products could be used as Fe~ (3) probes. Compared with probe R3, the fluorescence intensity of probe R1 decreased and the fluorescence intensity of probe R2 increased. The probe R4N R5 has a high ability to select and recognize Fe~ (3), and has no response to other ions. 3. The Schiff base probe compound R 6 O R 7 was synthesized by using thiazole derivatives as electron donor. It is found that the fluorescence of probe R6 can be enhanced rapidly with the addition of Cd~ (2), and the system of probe R6 and Cd~ (2) can form a new fluorescent probe RC to realize relay recognition. The probe RC can efficiently recognize PO_4~ (3-) by fluorescence quenching, and other anions do not interfere with the detection of PO_4~ (3-). When PO_4~ (3-) is in a certain concentration range, the fluorescence intensity of the probe RC has a certain linear relationship with the concentration of PO_4~ (3-). It can be used to quantitatively detect PO_4~ (3-). The probe R7 has a certain selectivity to Fe~ (3).
【学位授予单位】：西北大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O657.3
[Abstract]:With the use of human metal supplies and the intensification of environmental pollution, the content of metal ions in organisms has increased, which may lead to the disorder of biological systems and even the occurrence of various diseases. Seriously affect the health of life. In order to detect the presence and content of metal ions, an efficient and rapid method is needed to detect metal ions. Fluorescent probes have attracted much attention due to their good selectivity, recognition, rapid detection and applicability in environment and organisms. Schiff base probe is an ideal candidate structure for its simple synthesis and strong coordination ability. In this paper, six kinds of Schiff base fluorescent probe molecules were synthesized and characterized by HRMS,IR,1HNMR and 13CNMR, and their spectral properties were studied. The specific contents are as follows: 1. The structure, influencing factors and mechanism of the probes are reviewed, and the Schiff base fluorescent probes reported in recent years are emphatically summarized. 2. Using Rhodamine B as the fluorescence group, four kinds of Schiff base fluorescence probes R1OR2OR4OR5 have been designed. The main items include ion selectivity, competition, concentration titration curve, Job curve, pH and the influence of time on the fluorescence intensity of the probe. The influence of substituents on the fluorescence intensity of the probe was also discussed. The UV absorption and fluorescence spectra showed that the four products could be used as Fe~ (3) probes. Compared with probe R3, the fluorescence intensity of probe R1 decreased and the fluorescence intensity of probe R2 increased. The probe R4N R5 has a high ability to select and recognize Fe~ (3), and has no response to other ions. 3. The Schiff base probe compound R 6 O R 7 was synthesized by using thiazole derivatives as electron donor. It is found that the fluorescence of probe R6 can be enhanced rapidly with the addition of Cd~ (2), and the system of probe R6 and Cd~ (2) can form a new fluorescent probe RC to realize relay recognition. The probe RC can efficiently recognize PO_4~ (3-) by fluorescence quenching, and other anions do not interfere with the detection of PO_4~ (3-). When PO_4~ (3-) is in a certain concentration range, the fluorescence intensity of the probe RC has a certain linear relationship with the concentration of PO_4~ (3-). It can be used to quantitatively detect PO_4~ (3-). The probe R7 has a certain selectivity to Fe~ (3).
【学位授予单位】：西北大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O657.3
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