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A class of compounds capable of detecting organophosphate ester nerve agent simulants and applications thereof

An organophosphate, nerve agent technology, applied in organic chemistry, analysis by chemical reaction of materials, material analysis by observing the effect on chemical indicators, etc., can solve the complex synthesis, complex structure, organophosphorus nerve Toxic simulants are difficult to sense materials, and achieve the effect of good solubility, high purity and good application prospects.

Active Publication Date: 2018-03-30
SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there are only a few literature reports on the detection of nerve agent simulants using colorimetric and fluorescent methods (Tetrahedron, 2014, 2966-2970; J.Am.Chem.Soc.2006, 128, 5041-5048; ACS Macro Lett , 2015, 4, 138-142), but most of these probes are only limited to detection in solution, and a few materials that can realize gas phase detection usually have complex structures and cumbersome synthesis
Therefore, it is still difficult to design simple and efficient sensing materials for organophosphorus nerve agent simulants that can be used for both solution and thin film phase detection.

Method used

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  • A class of compounds capable of detecting organophosphate ester nerve agent simulants and applications thereof
  • A class of compounds capable of detecting organophosphate ester nerve agent simulants and applications thereof
  • A class of compounds capable of detecting organophosphate ester nerve agent simulants and applications thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] (1) The structure and synthesis of compound 1 (n 1 = 1, n 2 = 0, n = 0, R 1 =R 2 =-CH 3 )

[0035]

[0036] Weigh 1.5g of 4-dimethylaminobenzaldehyde, 1.06g of benzaldehyde and 0.6g of 85wt% hydrazine hydrate and dissolve in 50ml of absolute ethanol, heat in a water bath to 80°C, reflux for 1.5h to obtain a yellow precipitate. The obtained crude product was separated by chromatographic column to obtain 1.3 g of compound 1 as light yellow solid.

[0037] Mass spectrum (EI): m / z 251.

[0038] H NMR 1 H-NMR (400MHz, CDCl 3 , 25°C, TMS): δ=8.65-8.60(s, 2H), 7.83(m, 2H), 7.72(d, 2H), 7.43(m, 3H), 6.72(d, 2H), 2.88(s, 6H).

[0039] (2) The structure and synthesis of compound 2 (n 1 = 1, n 2 =1, n=0, R 1 =R 2 =CH 3 )

[0040]

[0041] Weigh 3.0g of 4-dimethylaminobenzaldehyde and 0.6g of 85wt% hydrazine hydrate and dissolve it in 50ml of absolute ethanol, heat in a water bath to 80°C, condense and reflux for 1.5h to obtain a yellow precipitate. The crude ...

Embodiment 2

[0055] Select tetrahydrofuran as the solvent, and configure the concentration as 1*10 -4 For the solution of compound 1 in M, pipette 2 ml into the quartz cell. Also select tetrahydrofuran as the solvent, and configure the concentration as 1*10 -1 DCP solution of M. Extract 4 microliters into the compound 1 solution with a microsampler. At this time, it was observed that the color of the solution changed from light yellow to deep yellow, such as figure 2 shown.

Embodiment 3

[0057] Select tetrahydrofuran as the solvent, and configure the concentration as 1*10 -4 For the solution of compound 1 in M, pipette 2 ml into the quartz cell. Also select tetrahydrofuran as the solvent, and configure the concentration as 1*10 -1 DCP solution of M. Extract 4 microliters into the compound 1 solution with a microsampler. Observe the fluorescence change of the solution under ultraviolet light, and find that the fluorescence of the solution changes from no fluorescence to yellow-green fluorescence, such as image 3 shown.

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PUM

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Abstract

The invention relates to a compound capable of detecting an organophosphate neurotoxic agent stimulants and application thereof. The compound has a structural general formula shown as the specification, can be used for detection of organophosphate neurotoxic agent stimulants according to the change of color or fluorescence in preparation of solutions, films or test paper. The compound provided by the invention has the advantages of simple preparation method, high yield, easy separation, high purity, and sensitive response to organophosphorus neurotoxic agents, and can achieve quick and accurate detection of organophosphorus neurotoxic agent stimulants in solutions or gas phases.

Description

technical field [0001] The invention belongs to the field of chemical sensor materials, in particular to a class of compounds capable of detecting organophosphate ester nerve agent simulants and applications thereof. Background technique [0002] In recent years, with the frequent occurrence of terrorist incidents, the detection of organophosphorus nerve agents such as sarin, tabun, and soman, which are often used by terrorists as chemical weapons, has attracted more and more attention from scientific researchers. The characteristic of this kind of nerve agent is that it can damage the body through skin, eye contact or inhalation through the respiratory tract, causing dysfunction of the central nervous system, and can be fatal in severe cases. Moreover, most of these poisons are colorless, odorless and transparent liquids at room temperature, easily soluble in water, and can easily enter the human body through poisoned food and water. Therefore, the development of simple an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C249/16C07C251/88C09K11/06G01N21/64G01N21/78
CPCC07C249/16C09K11/06C09K2211/1007G01N21/643G01N21/78G01N2021/7759C07C251/88
Inventor 付艳艳张雨刘欢贺庆国程建功曹慧敏
Owner SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI