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A class of compound preparation method based on amidodihydropyridine structure for detecting explosive rdx

A technology based on amido dihydropyridines and explosives, applied in chemical instruments and methods, organic chemistry, measuring devices, etc., can solve the problems such as the lack of fluorescence detection methods for non-aromatic hydrocarbon nitro explosives, and achieve a high yield High, low price, chemically stable effect

Active Publication Date: 2016-03-02
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no fluorescent detection method for non-aromatic hydrocarbon nitro explosives such as RDX and PTEN

Method used

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  • A class of compound preparation method based on amidodihydropyridine structure for detecting explosive rdx
  • A class of compound preparation method based on amidodihydropyridine structure for detecting explosive rdx
  • A class of compound preparation method based on amidodihydropyridine structure for detecting explosive rdx

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1 (compound Ce-ZPS preparation)

[0036](1) Preparation of three-arm ester compound

[0037] Methyl propiolate (1.68g, 20mmol), benzaldehyde (1.06g, 10mmol), and methyl 4-aminobenzoate (1.51g, 10mmol) were added to 2.0ml of glacial acetic acid, stirred at 80°C for 30 minute. After the reaction was completed and cooled, the reaction mixture was poured into 20 ml of cold water and stirred for 1 hour, and the mixture was suction filtered after stirring. After suction filtration, the obtained filter cake was washed 3 times with ether, 30ml each time, and the solid was collected and recrystallized in ethanol to obtain a yellow powder (2.26g, yield 55.5%), namely the three-arm ester compound. 1 HNMR (400MHz, CDCl 3 ,ppm): δ8.13(d,2H),7.75(s,2H),7.36(d,2H),7.34(d,2H),7.27(t,2H),7.18(t,1H),4.97( s,1H), 3.95(s,3H), 3.67(s,6H).

[0038] (2) Preparation of three-arm hydrazine compound

[0039] The three-arm ester compound (4.07 g, 10 mmol) was mixed with hydrazin...

Embodiment 2

[0044] Example 2 (compound Zn-ZPT preparation)

[0045] (1) Preparation of three-arm ester compound

[0046] Methyl propiolate (1.68g, 20mmol), benzaldehyde (1.06g, 10mmol), and methyl 4-aminobenzoate (1.51g, 10mmol) were added to 2.0ml of glacial acetic acid, stirred at 80°C for 30 minute. After the reaction was completed and cooled, the reaction mixture was poured into 20 ml of cold water and stirred for 1 hour, and the mixture was suction filtered after stirring. After suction filtration, the obtained filter cake was washed 3 times with ether, 30ml each time, and the solid was collected and recrystallized in ethanol to obtain a yellow powder (2.26g, yield 55.5%), namely the three-arm ester compound. 1 HNMR (400MHz, CDCl 3 ,ppm): δ8.13(d,2H),7.75(s,2H),7.36(d,2H),7.34(d,2H),7.27(t,2H),7.18(t,1H),4.97( s,1H), 3.95(s,3H), 3.67(s,6H).

[0047] (2) Preparation of three-arm hydrazine compound

[0048] The three-arm ester compound (4.07 g, 10 mmol) was mixed with hydrazi...

Embodiment 3

[0053] Example 3 (The UV absorption position of compound Ce-ZPS and its fluorescence intensity change with time after adding RDX)

[0054] Compound Ce-ZPS (10μM) has fluorescence emission at 465nm in N,N-dimethylformamide solvent, after adding RDX (1μM), its fluorescence emission intensity at 465nm gradually increases with time (eg figure 1 shown), the UV absorption peak of the compound Ce-ZPS is located at 398nm (such as figure 2 shown).

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Abstract

The invention relates to a method for preparing a compound based on an amidodihydropyridine structure for detecting explosives RDX, which is prepared by using Ce3+ in rare earth metal salts or Zn2+ in transition metal salts as nodes and L as a ligand reaction. Compounds based on amidodihydropyridine structure, the synthetic route is as follows: Ce3++L→Ce-L or Zn2++L→Zn-L; the ligand L is selected from H6ZPS and H6ZPT respectively; the rare earth metal salt Selected from cerium nitrate; the transition metal salt is selected from zinc nitrate; the cerium nitrate and zinc nitrate react with ligands H6ZPS and H6ZPT respectively to obtain compounds based on amidodihydropyridine structure Ce-ZPS and Zn-ZPT; using The compound based on the amidodihydropyridine structure prepared by the method has low raw material price and high yield, and the obtained compound has stable chemical properties and is easy to be put into practical application. The detection limit reaches the ppb level, and it can detect traces of non-volatile non-aromatic RDX explosives that are difficult to detect by conventional detection methods.

Description

technical field [0001] The invention relates to a method for preparing a compound based on an amidodihydropyridine structure for detecting explosive RDX, and belongs to the technical field of fine chemicals. Background technique [0002] Terrorist attacks occur from time to time in the world today, among which bomb attacks are the most frequent. Therefore, how to quickly, real-time, and accurately detect explosives hidden in places with high population density such as airports, railway stations, and subway stations has become a global problem. The study found that the three most frequently used explosives are TNT, PTEN, and RDX. Therefore, the detection of explosives mainly focuses on the detection of these three types. At present, the traditional detection methods mainly include gas chromatography, mass spectrometry, ion mobility spectrometry, infrared absorption spectrometry and so on. However, these methods have some disadvantages, such as expensive, complicated operat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/90C07D401/14C09K11/06G01N21/64
CPCC07D211/90C07D401/04C07D401/14C09K11/06C09K2211/182C09K2211/188G01N21/643
Inventor 段春迎赵亮褚雨露刘旭何成
Owner DALIAN UNIV OF TECH