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Energetic compound 1-(2,2,2-trinitroethylamino)-3,5-dinitropyrazole and preparation method thereof

A technology of trinitroethylamine and dinitropyrazole, which is applied in the field of energy-containing compounds 1--3,5-dinitropyrazole and its preparation, and can solve the problems of corrosion of metal materials, low energy content, etc. problems, to achieve the effect of less corrosiveness, mild reaction conditions and fewer reaction steps

Inactive Publication Date: 2015-06-17
INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The purpose of the present invention is to solve the problem of nitroazole compounds in the field of energetic materials being corrosive to metal materials and having relatively low energy content, and to provide a high-energy energetic compound 1-(2,2,2-trinitroethane Amino)-3,5-dinitropyrazole and preparation method thereof

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  • Energetic compound 1-(2,2,2-trinitroethylamino)-3,5-dinitropyrazole and preparation method thereof
  • Energetic compound 1-(2,2,2-trinitroethylamino)-3,5-dinitropyrazole and preparation method thereof
  • Energetic compound 1-(2,2,2-trinitroethylamino)-3,5-dinitropyrazole and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0035] Dissolve 3,5-dinitro-1H-pyrazole (10mmol, 1.58g) in methanol (50mL), add potassium hydroxide (10mmol, 0.56g), heat to reflux, stir for 2h, and filter out the solid. 3,5-Dinitropyrazole-N-potassium salt is obtained. In an ice-water bath, the prepared 3,5-dinitropyrazole-N-potassium salt was dissolved in 30 mL of N,N-dimethylformamide (DMF), and then MSH (20 mmol, 4.3 g) was dissolved in DMF (20 mL) was configured into a solution, slowly added dropwise to the above potassium salt solution, returned to room temperature and stirred for 12 hours. The solvent was spin-dried, ethyl acetate was added, and a white solid was precipitated. It was filtered off, and the filtrate was distilled under reduced pressure to obtain a yellow oil. A small amount of distilled water was added to precipitate a yellow solid, which was filtered off to obtain 1.08 g of N-amino-3,5-dinitropyrazole, with a yield of 62.4%. m.p.110°C, T d :264℃, MS(EI): m / z 172.01[M-H] - .

[0036] figure 2 It...

Embodiment 2

[0039]Dissolve 3,5-dinitro-1H-pyrazole (10mmol, 1.58g) in methanol (50mL), add sodium hydroxide (10mmol, 0.40g), heat to reflux, stir for 2h, and filter out the solid. 3,5-Dinitropyrazole-N-sodium salt is obtained. In an ice-water bath, the above sodium salt was dissolved in DMF (30 mL), and then MSH (20 mmol, 4.3 g) was dissolved in DMF (20 mL) to form a solution, which was slowly added dropwise to the potassium salt solution, returned to room temperature and stirred for 12 hours. The solvent was spin-dried, ethyl acetate was added, and a white solid was precipitated. It was filtered off, and the filtrate was distilled under reduced pressure to obtain a yellow oil. A small amount of distilled water was added to precipitate a yellow solid, which was filtered off to obtain 1.05 g of N-amino-3,5-dinitropyrazole, with a yield of 60.7%. Add N-amino-3,5-dinitropyrazole (1mmol, 173mg) into distilled water (30mL), heat to 80°C for 1h under stirring, then cool down to 50°C, slowly a...

Embodiment 3

[0041] 3,5-Dinitro-1H-pyrazole (10mmol, 1.58g) was added to excess concentrated ammonia water (100mL, mass concentration 22%), stirred at room temperature for 2h, and the solvent was spin-dried to obtain 3,5-dinitro Pyrazole-N-ammonium salt. In an ice-water bath, the ammonium salt was dissolved in DMF (30 mL), and then MSH (20 mmol, 4.3 g) was dissolved in DMF (20 mL) to form a solution, which was slowly added dropwise to the potassium salt solution, returned to room temperature and stirred for 12 hours. The solvent was spin-dried, ethyl acetate was added, and a white solid was precipitated. It was filtered off, and the filtrate was distilled under reduced pressure to obtain a yellow oil. A small amount of distilled water was added to precipitate a yellow solid, which was filtered off to obtain 1.12 g of N-amino-3,5-dinitropyrazole, with a yield of 64.8%. Add N-amino-3,5-dinitropyrazole (1mmol, 173mg) into distilled water (30mL), heat to 80°C for 1h under stirring, then cool...

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Abstract

The invention discloses an energetic compound 1-(2,2,2-trinitroethylamino)-3,5-dinitropyrazole and a preparation method thereof. The method comprises the following steps: reacting the raw material 3,5-dinitro-1H-pyrazole with strong alkali to form 3,5-dinitro-N-ion salt, carrying out nucleophilic substitution reaction with 2,4,6-trimethylphenylsulfonyl hydroxylamine (MSH) in an organic solvent to obtain N-amino-3,5-dinitropyrazole, and carrying out Mannich reaction with trinitroethanol in a hydrosolvent to generate the target product. 1HNMR, 13CNMR and DSC-TG are adopted to characterize the structure and thermal properties of the target product. The preparation method has the advantages of mild reaction conditions and fewer reaction steps. The detonation energy of the target product is higher than that of RDX, the specific impulse is higher than that of the RDX and hexanitrohexazazisowurtzitane (CL20), the thermal decomposition peak temperature is up to 332 DEG C, and the energetic compound can be used as a heat-resistant explosive or high-energy oxidizer.

Description

technical field [0001] Embodiments of the present invention relate to the field of organic chemistry, more specifically, embodiments of the present invention relate to an energetic compound 1-(2,2,2-trinitroethylamine)-3,5-dinitropyridine Azole and its preparation method. Background technique [0002] Nitroazole compounds are widely used in the field of energetic materials due to their high heat of formation and excellent thermal stability. They are often used as high-energy components in military, aerospace, civil explosives and other fields. In long-term use, this type of compound also exposed some defects, such as the presence of active hydrogen on the 1-position nitrogen. Active hydrogen can bring a series of problems such as hygroscopicity and acidity, and cause certain corrosion to metal materials such as spacecraft and missiles. The introduction of amino groups can not only eliminate active hydrogen, but also provides the possibility for the design and synthesis of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D231/16C06B25/34
Inventor 马卿王军范桂娟张晓玉蒋涛陈东黄靖伦屈延阳
Owner INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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