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Organic fluorescent material, fluorescent film and application of fluorescent film to detection of nerve agents

A fluorescent material and organic technology, applied in the field of fluorescent sensing, can solve the problems of high cost and long detection time, and achieve the effects of short response time, short detection time and good reversible performance

Active Publication Date: 2020-02-11
NORTHEAST FORESTRY UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the above detection methods generally have problems such as high cost and long detection time.

Method used

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  • Organic fluorescent material, fluorescent film and application of fluorescent film to detection of nerve agents
  • Organic fluorescent material, fluorescent film and application of fluorescent film to detection of nerve agents
  • Organic fluorescent material, fluorescent film and application of fluorescent film to detection of nerve agents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Synthesis of compound TPMCN and compound TBPMCN:

[0042] 1) Synthesis of compound TPMCN

[0043] Mix 2.0mmol (546mg) 4-(diphenylamino)benzaldehyde, 2.0mmol (410mg) phenanthrenequinone, 8.0mmol (944mg) p-aminobenzonitrile and 10mmol (740mg) ammonium acetate in a 100mL round bottom flask, add 10mL of glacial acetic acid, degassed twice, placed in an oil bath, under N 2 Heated to 120°C under protection and reacted for 2h. After cooling, filter the solid product in the reactor, wash the filter cake with 30 mL of glacial acetic acid and 30 mL of water successively to remove acid-soluble impurities and residual acetic acid, then dissolve the filter cake in 100 mL of chloroform, dry overnight with anhydrous magnesium sulfate, The organic phase was concentrated and purified by thin-layer chromatography to obtain 830 mg (1.47 mmol) of a pure bright yellow product (ie compound TPMCN), with a yield of 74% and a purity of >99%.

[0044] Specifically, the synthetic route is as f...

Embodiment 2

[0061] Preparation of spin-coated thin films:

[0062] The compound TPMCN and the compound TBPMCN are prepared into a TPMCN solution and a TBPMCN solution with a concentration of 0.5 mg / mL respectively, and the solvent is dichloromethane, and a thin film is formed by spin coating with a homogenizer, and the speed of the homogenizer is 1000r / min, and the homogenization time is Finally, vacuum-dry the film for 10 minutes to make TPMCN fluorescent film and TBPMCN fluorescent film. The substrate is made of soda-lime glass. Soda-lime glass needs to be ultrasonicated for 10 minutes with water, ethanol, acetone, toluene and other solvents before use to remove surface impurities. .

Embodiment 3

[0064] Put into the good TPMCN fluorescent film / TBPMCN fluorescent film of spin-coating in cuvette, measure original fluorescent intensity I with fluorescence spectrometer earlier 0 , and then inject a certain concentration of different nerve agent simulants (diethyl chlorophosphate (DCP), diethyl methyl phosphate (DMMP), triethyl phosphate (TEP), diethyl cyanophosphate (DCNP), Toluene (Tol), benzene (Benzene), pyridine (Pyridine), ethyl acetate (EA), aniline (Aniline), 2-chloroethyl ethyl sulfide (2-CEES)), placed in the fluorescence spectrometer after 30s Detect the fluorescence change of TPMCN fluorescent film / TBPMCN fluorescent film (1-I / I 0 ). (I 0 : the initial fluorescence intensity of the fluorescent film; I: the intensity of the fluorescent film after being quenched by the nerve agent simulant vapor).

[0065] Specifically, the test results are as follows figure 1 As shown, it can be seen from the histogram of the fluorescence quenching rate of the TPMCN fluoresce...

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Abstract

The invention relates to the technical field of fluorescent sensing, and particularly discloses an organic fluorescent material, a fluorescent film and application of the fluorescent film to detectionof nerve agents. The organic fluorescent material is of a following structure (please see the specifications for the structure), a unit A is a phenanthroimidazole substitute, phenanthroimidazole or benzimidazole, a unit B is benzene or cyanophenyl, and a unit C is triphenylamine, benzotriphenylamine, carbazole or 9-phenylcarbazole. The fluorescent film provided by the invention is provided with arigid main chain, is high in conjugation degree and has the high luminous efficiency, meanwhile, local-hybrid charge transfer-state molecules can be constructed through introduction of side chain groups, and thus the organic fluorescent material achieves high-sensitivity detection on the nerve agents; and the fluorescent film has the advantages of low detection cost, high sensitivity, good repeatability, short detection time, significant fluorescence change and the like, the problems of high detection cost and long detection time of an existing nerve agent detection method are solved, and thefluorescent film has good application prospects in the field of detection of the organic phosphoric acid nerve agents.

Description

technical field [0001] The invention relates to the technical field of fluorescent sensing, in particular to an organic fluorescent material, a fluorescent film and its application in the detection of nerve agents. Background technique [0002] Nerve agent (nerve agent) is a highly toxic volatile liquid that irreversibly blocks acetylcholinesterase in nerve synapses, thereby blocking the transmission of neurotransmitters, which in turn leads to paralysis of respiratory muscles leading to die. Among them, tabun, sarin, soman and Viex (VX) among nerve agents are typical organophosphorus compounds (OPs). In addition, organophosphorus compounds are also important pesticide and herbicide compounds in agriculture. Therefore, the detection of these nerve agents by simple and convenient analytical methods is of critical importance to both public health and safety systems. [0003] Due to the high toxicity of the nerve agent itself, international organizations have used diethyl ch...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/64C09K11/06C09K11/02G01N21/64
CPCC07D233/64C09K11/06C09K11/025G01N21/6428C09K2211/1044C09K2211/1007
Inventor 马洪伟程智勇李晓白
Owner NORTHEAST FORESTRY UNIVERSITY
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