基于双取代聚炔类荧光探针的设计、合成及性能研究
发布时间：2018-12-16 11:42
【摘要】：化学传感器对于许多领域和学科有着巨大的应用,高灵敏度和易操作性是传感器开发的两个主要问题,可以通过荧光技术实现这些要求,因此荧光传感器表现为化学传感器中最有前景的。荧光传感材料的发展越来越吸引科学家的注意,因为其实现真正的感觉系统是最直观的。共轭聚合物已经成为其中最重要的一类传导材料,由于它们容易将化学信号转换成容易测量的光学信号,而且由于分子导线效应使信号放大、荧光信号调节等优点,这引起诸多科研工作者的兴趣。通过调研文献、查阅资料,本篇论文设计合成了两种双取代聚炔的共轭聚合物荧光探针,并通过核磁共振氢谱、碳谱,质谱,红外吸收光谱等系列手段对所合成的化合物进行结构表征。然后我们进一步探索研究了所设计、合成化合物的光学性质和检测能力,并做了一些实际水样的检测实验,和制成试纸做为检测平台,取得了 一定的成果。本篇论文主要分为三个部分,首先对荧光探针的设计、工作原理做简单介绍,再衍生到共轭聚合物荧光探针的简介。第二部分是设计合成一系列双取代共轭聚合物荧光探针P1-P4。通过调研文献可以获知Pd~(2+)能够与N、S原子配位,我们通过改变聚炔悬垂集团中N、S原子的种类和个数从而调节荧光探针对Pd~(2+)的专一性检测。对比实验可以得出化合物P3对于Pd~(2+)的检测选择性更好、灵敏度更高。众所周知,大多数农药含有N、P、S等元素,所以我们设想用某种农药分子从P3/Pd~(2+)的配合物上将Pd~(2+)夺下来,从而达到检测农药分子的效果。通过实验可得到P3/Pd~(2+)配合物能够专一性检测甲基托布津,且检测限达到12.1 nM。接着我们尝试着将探针做些实际的应用,在实际水样检测的实验中探针P3能很好的检测Pd~(2+),然后我们将P3用试纸负载也能实现对Pd~(2+)的检测。第三部分是设计合成另一种双取代共轭聚合物荧光探针P5。通过后功能化的方式将氮三唑接入双取代聚炔支链上,由于氮原子能很好的与Cu~(2+)配位,通过能量转移的方式,当加入Cu~(2+)离子后P5的荧光会发生萃灭,然后用荧光仪记录这一变化从而达到检测Cu~(2+)的效果。草甘膦是一种含N、P等元素的农药,目前被广泛使用中。根据文献可以了解到草甘膦能与Cu~(2+)以1:1的形式形成配合物,因此我们尝试用P5/Cu~(2+)的配合物来检测草甘膦分子。实验结果显示P5/Cu~(2+)的配合物能很好的检测草甘膦分子,且选择性良好,灵敏度较高。
[Abstract]:Chemical sensors have great applications in many fields and disciplines. High sensitivity and ease of operation are the two main problems in sensor development. These requirements can be realized by fluorescence technology. Therefore, the fluorescence sensor is the most promising one in the chemical sensor. The development of fluorescent sensing materials has attracted more and more attention of scientists because it is the most intuitive way to realize the real sense system. Conjugated polymers have become one of the most important conducting materials, because they can easily convert chemical signals into optical signals that are easy to measure, and because of the molecular traverse effect, they can amplify the signals and regulate the fluorescence signals, etc. This aroused the interest of many researchers. In this paper, two kinds of conjugated polymer fluorescent probes of disubstituted polyacetylene were designed and synthesized. The structures of the synthesized compounds were characterized by IR absorption spectra. Then we further explore and study the optical properties and detection ability of the designed synthetic compounds, and do some testing experiments of the actual water samples, and make the test paper as the detection platform, and obtain certain results. This paper is divided into three parts. Firstly, the design and working principle of fluorescent probe are introduced, then the conjugated polymer fluorescent probe is introduced. The second part is the design and synthesis of a series of disubstituted conjugated polymer fluorescence probes P1-P4. It is found that Pd~ (2) can coordinate with N ~ (2) S atom. We adjust the specificity of Pd~ (2) by changing the type and number of N ~ (2) S atoms in Polyacetylene drape cluster. The results show that the detection selectivity and sensitivity of compound P3 for Pd~ (2) are better. It is well known that most pesticides contain elements such as Nu Pu S, so we assume that Pd~ (2) can be removed from the P3 / Pd2 complex with some pesticide molecule, so that the detection of Pesticide molecules can be achieved. The experimental results show that the P3 / Pd2 complex can be used to detect methyl tobutamine with a detection limit of 12.1 nM.. Then we try to make some practical application of the probe. Probe P3 can detect Pd~ (2) very well in the experiment of real water sample detection. Then we can also test Pd~ (2) with the load of P3 test paper. The third part is the design and synthesis of another disubstituted conjugated polymer fluorescence probe P5. The nitrogen triazole is connected to the disubstituted polyacetylene branched chain by post-functionalization. Because of the excellent coordination of nitrogen and atomic energy with Cu~ (2), the fluorescence of P5 can be extracted when the Cu~ (2) ion is added through the way of energy transfer. The Cu~ (2) was detected by using fluorescence instrument to record the change. Glyphosate (glyphosate) is a kind of pesticide with N-P and other elements, which is widely used at present. It is known that glyphosate can form complex with Cu~ (2) at 1:1, so we try to detect glyphosate molecule with P5 / Cu2 complex. The experimental results show that P5 / Cu2 complex can be used to detect glyphosate with good selectivity and high sensitivity.
【学位授予单位】：安徽大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3
[Abstract]:Chemical sensors have great applications in many fields and disciplines. High sensitivity and ease of operation are the two main problems in sensor development. These requirements can be realized by fluorescence technology. Therefore, the fluorescence sensor is the most promising one in the chemical sensor. The development of fluorescent sensing materials has attracted more and more attention of scientists because it is the most intuitive way to realize the real sense system. Conjugated polymers have become one of the most important conducting materials, because they can easily convert chemical signals into optical signals that are easy to measure, and because of the molecular traverse effect, they can amplify the signals and regulate the fluorescence signals, etc. This aroused the interest of many researchers. In this paper, two kinds of conjugated polymer fluorescent probes of disubstituted polyacetylene were designed and synthesized. The structures of the synthesized compounds were characterized by IR absorption spectra. Then we further explore and study the optical properties and detection ability of the designed synthetic compounds, and do some testing experiments of the actual water samples, and make the test paper as the detection platform, and obtain certain results. This paper is divided into three parts. Firstly, the design and working principle of fluorescent probe are introduced, then the conjugated polymer fluorescent probe is introduced. The second part is the design and synthesis of a series of disubstituted conjugated polymer fluorescence probes P1-P4. It is found that Pd~ (2) can coordinate with N ~ (2) S atom. We adjust the specificity of Pd~ (2) by changing the type and number of N ~ (2) S atoms in Polyacetylene drape cluster. The results show that the detection selectivity and sensitivity of compound P3 for Pd~ (2) are better. It is well known that most pesticides contain elements such as Nu Pu S, so we assume that Pd~ (2) can be removed from the P3 / Pd2 complex with some pesticide molecule, so that the detection of Pesticide molecules can be achieved. The experimental results show that the P3 / Pd2 complex can be used to detect methyl tobutamine with a detection limit of 12.1 nM.. Then we try to make some practical application of the probe. Probe P3 can detect Pd~ (2) very well in the experiment of real water sample detection. Then we can also test Pd~ (2) with the load of P3 test paper. The third part is the design and synthesis of another disubstituted conjugated polymer fluorescence probe P5. The nitrogen triazole is connected to the disubstituted polyacetylene branched chain by post-functionalization. Because of the excellent coordination of nitrogen and atomic energy with Cu~ (2), the fluorescence of P5 can be extracted when the Cu~ (2) ion is added through the way of energy transfer. The Cu~ (2) was detected by using fluorescence instrument to record the change. Glyphosate (glyphosate) is a kind of pesticide with N-P and other elements, which is widely used at present. It is known that glyphosate can form complex with Cu~ (2) at 1:1, so we try to detect glyphosate molecule with P5 / Cu2 complex. The experimental results show that P5 / Cu2 complex can be used to detect glyphosate with good selectivity and high sensitivity.
【学位授予单位】：安徽大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3
【相似文献】
相关期刊论文 前10条
1 王姗姗;;小分子荧光探针在硫醇检测中的最新研究进展[J];科技信息;2010年23期
2 向雨秘;龙少波;朱R，
本文编号：2382276
本文链接：https://www.wllwen.com/kejilunwen/huaxue/2382276.html
教材专著
