高选择性甲基苯丙胺蒸气检测用荧光探针的设计、合成及性能  

Design,Synthesis and Properties of Highly Selective Fluorescent Probe for Methylamphetamine Vapor Detection

作　　者：王凯霞 徐炜[1,2] 贺庆国 程建功[1] WANG Kaixia;XU Wei;HE Qingguo;CHENG Jiangong(State Key Lab of Transducer Technology,Shanghai Institute of Microsystem and Information Technology, Shanghai 200050,P.R.China;University of the Chinese Academy of Sciences,Beijing 100049,P.R.China)

机构地区：[1]中国科学院上海微系统与信息技术研究所传感技术国家重点实验室,上海200050 [2]中国科学院大学,北京100049

出　　处：《影像科学与光化学》2018年第6期478-488,共11页Imaging Science and Photochemistry

基　　金：科技部重点研发计划项目(2016YFA0200800);国家自然科学基金(51473182;61771460;61731016);青年创新促进基金协会CAS(2015190)资助

摘　　要：冰毒,是本世纪的主流毒品之一,其检测对于社会稳定和人类健康具有重大意义。冰毒的有效成分是甲基苯丙胺(MA),针对MA分子中同时含有苯环和仲胺的结构特点,本文设计并合成了两种带有五氟苯甲酰基官能团的荧光探针:五氟苯甲酰基芘(5F-O-Py)和五氟苯甲酰基三苯胺(5F-O-TPA)。与苯环电性相反的五氟苯基对苯环的静电吸引,吸电子的羰基与富电子的仲胺间的选择性相互作用,这两种因素协同作用使得探针和MA接触更紧密,二者之间更容易发生光诱导电子转移(PET)过程,导致其荧光猝灭。研究发现,两种探针分子在对MA的传感性能上差别较大,其中5F-O-Py薄膜具有较大的比表面积和较好的通透性,能够与被检测物MA良好的接触,在饱和的MA蒸气中,300s内荧光猝灭了68%,对MA蒸气的检测限可达3.73ppm,且重复利用6次后仍然具有38%的猝灭响应。该传感薄膜抗干扰能力强,对与MA结构非常类似的模拟物可以有效区分。Ice is one of the mainstream drugs in this century,effective detection and monitoring of ice is an important aspect of ensuring human health and maintaining social stability.The active ingredient of ice is methamphetamine(MA).Aiming at the structural characteristics of both benzene ring and the secondary amine in the MA molecule,two simple small molecule fluorescent probes,5F-O-TPA and 5F-O-Py were designed and synthesized.The electrostatic attraction of pentafluorophenyl with phenyl ring,combined with the interaction between electron-withdrawing carbonyl groups and secondary electron-rich amines,two factors synergistically contribute to their strong intermolecular interaction,and hence a much efficient PET process and fluorescence quenching.It was found that the two probe molecules have a great difference in the sensing performance of MA.Because 5F-O-Py film has a large specific surface area and good permeability,it can be in good contact with MA molecules.Therefore,in the saturated MA vapor,the fluorescence quenched by 68%within 300 s,and the detection limit of MA vapor can theoretically reach 3.73 ppm,and still has a 38%quenching response after being reversibly used for 6 times.The sensory film has strong anti-interference ability,even its mimetics that are very similar to the MA structure can be effectively distinguished by 5F-O-Py.

关 键 词：甲基苯丙胺检测 荧光探针 五氟苯甲酰基 荧光猝灭 

分 类 号：O657.3[理学—分析化学]