Electro-polymerizable chemically-modified electrode organic material and application of electrode organic material in ultra-trace TNT (Trinitrotoluene) detection

A chemical modification and organic material technology, applied in the field of electrochemical sensing, can solve the problems of large electrode consumption, limited application, cumbersome operation, etc., and achieve the effect of easy realization, easy control of shape and clear structure

Inactive Publication Date: 2013-12-11
陕西金士盾防务技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the modification and detection of TNT based on glassy carbon electrodes has limited its application in the actual detection process due to high cost, cumbersome operation, and large consumption of electrodes.

Method used

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  • Electro-polymerizable chemically-modified electrode organic material and application of electrode organic material in ultra-trace TNT (Trinitrotoluene) detection
  • Electro-polymerizable chemically-modified electrode organic material and application of electrode organic material in ultra-trace TNT (Trinitrotoluene) detection
  • Electro-polymerizable chemically-modified electrode organic material and application of electrode organic material in ultra-trace TNT (Trinitrotoluene) detection

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Embodiment 1: the synthesis of compound TCAC:

[0069]

[0070] Synthesis of N-(6-bromo-hexane)-carbazole

[0071] 10g of carbazole and 9.48mL of 1,6-dibromohexane were dissolved in tetrahydrofuran and added dropwise to the sodium hydride that had washed off the oxide film, and stirred at room temperature for 24h. The remaining sodium hydride was filtered, and the filtrate was concentrated. A white solid was obtained by column chromatography with a mixed solvent of dichloromethane and petroleum ether as the eluent, and the yield was 45%. 1 H NMR (500MHz, CDCl 3 ):δ8.10(d,2H),δ7.45(t,2H),δ7.40(d,2H),δ7.22(t,2H),δ4.31(t,2H),δ3.36 (t,2H), δ1.92(m,2H), δ1.84(m,2H), δ1.47(m,2H), δ1.40(m,2H).

[0072] Synthesis of 2-bromo-9,9-(N-carbazole-hexyl)fluorene

[0073] 2.03g of 2-bromofluorene in tetrahydrofuran was slowly added dropwise to 0.7g of N-(6-bromo-hexane)-carbazole and sodium hydride in tetrahydrofuran, and refluxed for 48 hours. Cool down, filter the remaining ...

Embodiment 2

[0078] Embodiment 2: Preparation of chemically modified electrode membrane

[0079] The chemically modified electrode membrane was prepared by cyclic voltammetry, using tetrabutylammonium hexafluorophosphate as the electrolyte, and the concentration of TCAC was 0.5 mg / mL. Each scan cycle is accompanied by the dedoping process of each layer of chemically modified electrode film. We choose 0.9V as the upper limit of the cyclic voltammetry scanning range. In order to improve the dedoping performance of the chemically modified electrode film, we set the lower limit of the cyclic voltammetry scanning range to be -0.8V, and then set the cyclic voltammetry scanning range to be -0.8V~0.9V. Set the scanning speed to 200mV / s, and the number of scanning circles to 10 circles (such as figure 1 ).

Embodiment 3

[0080] Embodiment 3: post-treatment of chemically modified electrode membrane

[0081] The chemically modified electrode membrane was cleaned with a mixed solvent of acetonitrile and dichloromethane with a volume ratio of 3:2. Flush with high-purity nitrogen for 5 minutes, and heat at 45°C for 4 hours under vacuum to remove the solvent.

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Abstract

The invention relates to an electro-polymerizable chemically-modified electrode organic material and application of the electrode organic material in ultra-trace TNT (Trinitrotoluene) detection and belongs to the field of electrochemical sensing technologies. The structural formula of the organic material is shown in the specification, wherein the molecular main chain skeleton consists of an A and two side units B. The A can be pyrene, naphthalene, anthracene, an anthracene derivative, phenanthrene, dibenzo-quinoxaline or the like; each B can be benzene, biphenyl, phenylene vinylene, fluorene or the like; each unit C is an electro-active unit and can be furan, pyrrole, thiophene, carbazole, diphenylamine, triphenylamine or the like. A connecting chain R for the molecular main chain skeleton and electrochemically-polymerized groups can be an alkyl chain, alkoxy chain or oxy chain. Carbazolyl groups can be subjected to crosslinking during electrochemical polymerization, and molecules can form spherical micro-nano structures due to crosslinking, so that on one hand, the contact specific surface area between the molecules of the organic material and TNT molecules is increased, on the other hand, due to pore structures formed among the micro-nano structures, TNT molecule diffusion paths are increased, and electrical signal response is enhanced.

Description

technical field [0001] The invention belongs to the technical field of electrochemical sensing, and specifically relates to an electropolymerizable chemically modified electrode organic material and its application in ultra-trace TNT detection. The detection cost of this type of material is low, high in sensitivity and good in repeatability. Background technique [0002] As the most widely used explosive in the world - 2,4,6-trinitrotoluene (TNT), it is mainly used in military and industry. However, the environmental pollution and public safety hazards caused by TNT have brought great harm to human beings, so TNT detection has been highly valued by people. Some technologies have begun to be applied to the detection of TNT: fluorescence detection, surface plasmon resonance technology, mass spectrometry, liquid chromatography, etc., but these technologies generally have disadvantages such as poor selectivity, low sensitivity, complicated operation, expensive price, and large-s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86G01N27/327C25D13/08
Inventor 张明马洪伟姚亮李鹏吉长印
Owner 陕西金士盾防务技术有限公司
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