本文選題：喹啉 + 沙林毒氣�。� 參考：《中國科學(xué)技術(shù)大學(xué)》2017年碩士論文

【摘要】：化學(xué)戰(zhàn)爭毒劑(CWAs)是對在戰(zhàn)爭或者相關(guān)的軍事行動(dòng)中用于傷害,殺害或者使敵人癱瘓的所有具有毒性的化學(xué)物質(zhì)的統(tǒng)稱,主要包括糜爛性毒劑,神經(jīng)毒劑,窒息性毒劑和窒息劑。這些戰(zhàn)爭毒劑中以神經(jīng)毒劑(NAs)最為臭名昭著。盡管現(xiàn)代戰(zhàn)爭中已經(jīng)禁止使用這些毒劑,但仍然有恐怖分子利用它們對平民發(fā)動(dòng)攻擊。因此,發(fā)展一種能夠快速有效檢測神經(jīng)毒劑的方法對預(yù)防此類事件的發(fā)生有重大意義。在第二章中,以6-氨基-2-甲基喹啉為母體,根據(jù)分子內(nèi)電荷轉(zhuǎn)移(ICT)機(jī)理設(shè)計(jì)合成了多種化學(xué)傳感器,用于檢測一種神經(jīng)毒劑類似物——氯磷酸二乙酯(DCP)。傳感器的設(shè)計(jì)思路是將分子上的吡啶環(huán)結(jié)構(gòu)同時(shí)作為反應(yīng)位點(diǎn)和電子受體,通過DCP的催化水解過程,生成質(zhì)子化的傳感器,從而產(chǎn)生出更強(qiáng)的ICT過程,最終導(dǎo)致傳感器分子的顏色以及熒光發(fā)生變化。根據(jù)氨基處取代基的不同,控制傳感器反應(yīng)前后的ICT過程強(qiáng)弱來改變傳感器的反應(yīng)性能,最后選擇出性質(zhì)最好的傳感器作進(jìn)一步研究。通過對傳感器反應(yīng)的核磁跟蹤以及控制實(shí)驗(yàn),我們驗(yàn)證了所提出的傳感機(jī)理。由于氣相檢測相對于液相檢測更具有應(yīng)用價(jià)值,我們將選出的傳感器負(fù)載到高聚物上制作成膠片進(jìn)行氣相實(shí)驗(yàn),其中包括在液相中最普遍的選擇性實(shí)驗(yàn)和當(dāng)量實(shí)驗(yàn),這些研究表明該傳感器具有很好的應(yīng)用潛力。在第三章中,為了提高傳感器對DCP的檢測效率,我們對6-氨基-2-甲基喹啉的甲基進(jìn)行修飾。通過簡單的兩步反應(yīng)將甲基轉(zhuǎn)化為肟羥基,之后研究所選擇的三種傳感器的傳感性質(zhì)。基于對傳感器反應(yīng)的核磁跟蹤以及對反應(yīng)產(chǎn)物進(jìn)行高分辨質(zhì)譜分析,我們驗(yàn)證了所提出的傳感機(jī)理。挑選出性質(zhì)最好的傳感器進(jìn)一步進(jìn)行氣相實(shí)驗(yàn)。相對于之前所合成的甲基取代傳感器,肟羥基取代的傳感器仍然具有良好的選擇性和敏感性,并且在氣相檢測中對酸性蒸氣具有更好的區(qū)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.
【學(xué)位授予單位】：中國科學(xué)技術(shù)大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：E9392;TP212.2

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