检测神经毒剂类似物化学传感器的合成及应用

发布时间：2018-05-07 12:06

本文选题：喹啉 + 沙林毒气　；参考：《中国科学技术大学》2017年硕士论文

【摘要】：化学战争毒剂(CWAs)是对在战争或者相关的军事行动中用于伤害,杀害或者使敌人瘫痪的所有具有毒性的化学物质的统称,主要包括糜烂性毒剂,神经毒剂,窒息性毒剂和窒息剂。这些战争毒剂中以神经毒剂(NAs)最为臭名昭著。尽管现代战争中已经禁止使用这些毒剂,但仍然有恐怖分子利用它们对平民发动攻击。因此,发展一种能够快速有效检测神经毒剂的方法对预防此类事件的发生有重大意义。在第二章中,以6-氨基-2-甲基喹啉为母体,根据分子内电荷转移(ICT)机理设计合成了多种化学传感器,用于检测一种神经毒剂类似物——氯磷酸二乙酯(DCP)。传感器的设计思路是将分子上的吡啶环结构同时作为反应位点和电子受体,通过DCP的催化水解过程,生成质子化的传感器,从而产生出更强的ICT过程,最终导致传感器分子的颜色以及荧光发生变化。根据氨基处取代基的不同,控制传感器反应前后的ICT过程强弱来改变传感器的反应性能,最后选择出性质最好的传感器作进一步研究。通过对传感器反应的核磁跟踪以及控制实验,我们验证了所提出的传感机理。由于气相检测相对于液相检测更具有应用价值,我们将选出的传感器负载到高聚物上制作成胶片进行气相实验,其中包括在液相中最普遍的选择性实验和当量实验,这些研究表明该传感器具有很好的应用潜力。在第三章中,为了提高传感器对DCP的检测效率,我们对6-氨基-2-甲基喹啉的甲基进行修饰。通过简单的两步反应将甲基转化为肟羟基,之后研究所选择的三种传感器的传感性质。基于对传感器反应的核磁跟踪以及对反应产物进行高分辨质谱分析,我们验证了所提出的传感机理。挑选出性质最好的传感器进一步进行气相实验。相对于之前所合成的甲基取代传感器,肟羟基取代的传感器仍然具有良好的选择性和敏感性,并且在气相检测中对酸性蒸气具有更好的区分性。
[Abstract]:The chemical warfare agent CWAsis a generic term for all toxic chemicals used in war or related military operations to harm, kill, or paralyze the enemy, including erosive agents, nerve agents, asphyxiating agents, and asphyxiating agents. Of these war agents, the nerve agent NAsis the most notorious. Although the use of these agents has been banned in modern warfare, they are still used by terrorists to attack civilians. Therefore, it is of great significance to develop a rapid and effective method for the detection of nerve agents. In the second chapter, using 6-amino-2-methylquinoline as the parent, several chemical sensors were designed and synthesized according to the intramolecular charge transfer (ICTI) mechanism for the detection of a nerve agent analogue, diethyl chlorophosphate (DCPP). The design idea of the sensor is to take the pyridine ring structure on the molecule as the reaction site and the electron receptor at the same time. Through the catalytic hydrolysis process of DCP, the sensor will be protonated, which will produce a stronger ICT process. Ultimately, the color and fluorescence of the sensor molecules change. According to the difference of amino substituents, the ICT process before and after the reaction is controlled to change the performance of the sensor. Finally, the best sensor is selected for further study. The proposed sensing mechanism is verified by nuclear magnetic field tracking and control experiments. Because gas phase detection is more valuable than liquid phase detection, we load the selected sensor onto polymer to make film for gas phase experiment, which includes the most common selective experiment and equivalent experiment in liquid phase. These studies show that the sensor has good application potential. In chapter 3, in order to improve the detection efficiency of DCP, we modify the methyl of 6-amino-2-methylquinoline. The methyl was converted to oxime hydroxyl group by a simple two step reaction, and the sensing properties of the three sensors were studied. Based on the NMR tracking of the sensor reaction and the analysis of the reaction products by high resolution mass spectrometry, the proposed sensing mechanism is verified. The best sensors are selected for further gas phase experiments. Compared with the previously synthesized methyl substituted sensors, the Oxime hydroxyl substituted sensors still have good selectivity and sensitivity, and they are more sensitive to acid vapor in gas phase detection.
【学位授予单位】：中国科学技术大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：E9392;TP212.2

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