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Fluorescent probe molecule for detecting explosive rdx and its preparation method and application

A technology of fluorescent probes and probe molecules, applied in the field of fluorescent probes, can solve problems such as difficult online detection, and achieve the effects of convenient post-processing, good fluorescence response, and simple synthesis route.

Active Publication Date: 2021-06-01
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these large-scale instruments can meet the actual needs in terms of sensitivity and detection limit, the operation of these large-scale instruments usually requires experienced technicians and most of them are still difficult to achieve real-time on-line detection. Therefore, a new method is developed for the rapid detection of explosives. Detection remains an important area of ​​research

Method used

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  • Fluorescent probe molecule for detecting explosive rdx and its preparation method and application
  • Fluorescent probe molecule for detecting explosive rdx and its preparation method and application
  • Fluorescent probe molecule for detecting explosive rdx and its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0040] The preparation of fluorescent probe molecules, the basic synthesis process is as follows:

[0041] (1) Synthesis of chlorofluoroboron dipyrrole derivatives: 0.5 mL of concentrated hydrochloric acid was dissolved in 100 mL of distilled water, and placed in a 250 mL flask. Add 57.8 mmol of pyrrole, stir until clear, and then add 9.63 mmol of p-tolualdehyde. After reacting at room temperature for 1 h, it was quenched with 2 mL of ammonia water and filtered. The obtained solid was washed three times with water, and then twice with petroleum ether to obtain a milky white crude product. Add 50mL of 9.63mmol NCS suspension in tetrahydrofuran dropwise within 1h, continue the reaction for 2h, add 50mL of water, extract with dichloromethane, and use anhydrous Na 2 SO 4 Drying yields compound 2. 2.4 mmol of compound 2 was dissolved in 25 mL of dichloromethane, and a dispersion system of 2.4 mmol of chloranil in 10 mL of dichloromethane was added dropwise to the reaction syste...

Embodiment 2

[0045] The preparation of fluorescent probe molecules, the basic synthesis process is as follows:

[0046] (1) Synthesis of chlorofluoroboron dipyrrole derivatives: 0.5 mL of concentrated hydrochloric acid was dissolved in 100 mL of distilled water, and placed in a 250 mL flask. Add 38.5 mmol of pyrrole, stir until clear, and then add 9.63 mmol of p-tolualdehyde. After reacting at room temperature for 1 h, it was quenched with 2 mL of ammonia water and filtered. The obtained solid was washed three times with water, and then twice with petroleum ether to obtain a milky white crude product. Add 50mL of 28.9mmol NCS suspension in tetrahydrofuran dropwise within 1h, continue the reaction for 2h, add 50mL of water, extract with dichloromethane, and use anhydrous Na 2 SO 4Drying yields compound 2. 2.4 mmol of compound 2 was dissolved in 25 mL of dichloromethane, and a dispersion system of 4.8 mmol of chloranil in 10 mL of dichloromethane was added dropwise to the reaction system...

Embodiment 3

[0049] Fluorescent probe molecules for the detection of explosives RDX:

[0050] Take 1000 μg / mL RDX standard solution and dilute it with acetonitrile-water to 5×10 -6 M, 1×10 -5 M, 2×10 -5 M,4×10 -5 M,6×10 -5 M,8×10 -5 M, 1×10 -4 M, 2×10 -4 M,4×10 -4 M, 6×10 -4 M, 8×10 -4 M, 1×10 -3 M; Take the above 10 μL RDX standard solution of different concentrations in a 2mL centrifuge tube, irradiate it under a 254nm portable ultraviolet lamp for 10min to decompose it; RDX solutions of different concentrations were mixed and placed for 10 minutes, then the above solution was transferred into a 1×1 cm quartz cuvette, placed in a fluorescence spectrometer for fluorescence spectrum scanning, and the excitation wavelength λ ex =365nm, emission wavelength λ em =542nm; the fluorescence spectrum after the reaction between the fluorescent probe molecule and the RDX photolysis product is shown in Figure 5 Shown; utilize fluorescence spectrometer to record the fluorescence intensit...

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Abstract

The invention relates to a fluorescent probe molecule for detecting explosive RDX and its preparation method and application. The method uses pyrrole and p-tolualdehyde as reactants to first obtain chlorofluoroboron dipyrrole derivatives, and then combine them with Hydrazine hydrate was reacted at room temperature for 12 hours, and then separated by column chromatography to obtain a fluorescent probe molecule substituted with a hydrazine group. Furthermore, RDX can be detected indirectly through the response of the fluorescent probe to the photolysis product of explosive RDX. The method has mild reaction conditions and simple test conditions, and the probe molecules have high sensitivity and good selectivity to explosives RDX, which is a feasible attempt in the application of fluorescent sensors to explosives detection.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to a fluorescent probe molecule for detecting explosive RDX, a preparation method and application thereof. Background technique [0002] In recent years, the detection of explosives still relies on large-scale instruments and equipment, such as gas / liquid chromatography, mass spectrometry, ion mobility spectrometry, etc. Although these large-scale instruments can meet the actual needs in terms of sensitivity and detection limit, the operation of these large-scale instruments usually requires experienced technicians and most of them are still difficult to achieve real-time on-line detection. Therefore, a new method is developed for the rapid detection of explosives. Detection remains an important area of ​​research. [0003] As an important class of explosives, cyclotrimethylene trinitramine (RDX) is a very difficult problem to detect directly due to its high ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
Inventor 冯亮高建梅
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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