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Compound of containing nitrine triazine symmetrel and synthetic method

A technology of azidotriazine amantadine and a synthesis method, which is applied in the field of compounds containing azide triazine amantadine and its synthesis, can solve the problems of reducing the sensitivity of new compounds, poor thermal stability, reducing costs, etc. Safe production and use, the effect of reducing sensitivity and changing molecules

Inactive Publication Date: 2007-07-25
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The purpose of the present invention is to solve the problem of low sensitivity and poor thermal stability of nitrogen-rich compounds. By introducing the tension molecule adamantane with good thermal stability into nitrogen-rich tetrazine molecules, the resulting product is nitrogen-rich. The tetrazine molecule contains a covalent molecule of adamantane, a tension molecule with high thermal stability, which reduces the sensitivity of the new compound, increases the enthalpy of formation, is easy to produce, and is cheap, and the newly synthesized compound is easy to reduce the cost

Method used

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  • Compound of containing nitrine triazine symmetrel and synthetic method
  • Compound of containing nitrine triazine symmetrel and synthetic method
  • Compound of containing nitrine triazine symmetrel and synthetic method

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Embodiment 1

[0029] Synthetic method of diazidetriazine amantadine, see accompanying drawing 1 for the synthetic route, in the first step, in 100mL acetonitrile, add 0.5mol dichlorotriazine amantadine and 5mL of hydrazine hydrate with a concentration of 80%, at 80°C After heating and stirring for 5 hours, the reaction was stopped, cooled to 20°C, and dried by filtration. In the second step, in 10 mL of 1 mol / L hydrochloric acid solution, add 1 mmol of dihydrazinotrinitrobenzamantadine at a reaction temperature of 0°C, add sodium nitrate dropwise, and stop adding sodium nitrite when the starch potassium iodide test paper changes color , the product was extracted three times with 20 mL of ethyl acetate, concentrated by rotary evaporation, and dried in a water-bath oven at 50°C for more than 1 hour to obtain a dry white product, which was dissolved in ethyl acetate and volatilized slowly to obtain a single crystal of the product. The yield 80% (based on amantadine dichlorotriazine). For the ...

Embodiment 2

[0031] Synthetic method of diazidetriazine amantadine, see accompanying drawing 1 for the synthetic route, in the first step, in 100mL acetone, add 0.5mol dichlorotriazine amantadine and 5mL of hydrazine hydrate with a concentration of 80%, at 50°C After heating and stirring for 7 hours, the reaction was stopped, cooled to 20°C, and dried by filtration. In the second step, in 10 mL of 1 mol / L hydrochloric acid solution, add 1 mmol of dihydrazinotrinitrobenzamantadine at a reaction temperature of 0°C, add sodium nitrate dropwise, and stop adding sodium nitrite when the starch potassium iodide test paper changes color , the product was extracted three times with 20 mL of ethyl acetate, concentrated by rotary evaporation, and dried in a water-bath oven at 50°C for more than 1 hour to obtain a dry white product, which was dissolved in ethyl acetate and volatilized slowly to obtain a single crystal of the product. The yield More than 76% (based on dichlorotriazine amantadine). For...

Embodiment 3

[0033] Synthetic method of diazidetriazine amantadine, the synthetic route is shown in accompanying drawing 1, the first step is in 100mL tetrahydrofuran, add 0.5mol dichlorotriazine amantadine and the concentration is 80% hydrazine hydrate 5mL, at 78 ℃ After heating and stirring for 8 hours, the reaction was stopped, cooled to 20°C, and dried by filtration. In the second step, in 10 mL of 1 mol / L hydrochloric acid solution, add 1 mmol of dihydrazinotrinitrobenzamantadine at a reaction temperature of 0°C, add sodium nitrate dropwise, and stop adding sodium nitrite when the starch potassium iodide test paper changes color , the product was extracted three times with 20 mL of ethyl acetate, concentrated by rotary evaporation, and dried in a water-bath oven at 50°C for more than 1 hour to obtain a dry white product, which was dissolved in ethyl acetate and volatilized slowly to obtain a single crystal of the product. The yield 75% (based on amantadine dichlorotriazine). For the ...

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Abstract

This invention relates to a method for synthesizing compounds containing azidotriazine amantadine, whose molecular formulae are shown in formulae I and II. The method comprises: reacting dichlorotriazine amantadine and hydrazine hydrate in a mixture of water and organic solvent by nycleophilic substitution, reacting with sodium nitrite in HCl solution to oxidize hydrazine into azide, extracting the product with ethyl acetate for three times, spin-evaporating to concentrate and obtain white product, dissolving in ethyl acetate, and slowly volatilizing to obtain single crystal of the product. The introduction of amantadine into the synthesized compounds has stable thermodynamic properties, and can release stress energy during thermal decomposition to form intramolecular hydrogen bonds, thus lowering sensitivity and improve thermal stability. The new compounds can be used in high-energy insensitive dynamites, low-signal propellants, gas generators, smoke powder and firecrackers. The method has such advantages as simple process, easy purification, no need for nitrogen protection, and no pollution.

Description

technical field [0001] The invention relates to a compound containing azidetriazine amantadine and a synthesis method thereof, belonging to the field of explosive synthesis. Background technique [0002] Traditional organic energetic compounds generally contain nitro groups in their molecular structures, and their enthalpy of formation is generally low, generally negative or close to zero, and the energy released mainly comes from the formation of CO 2 and H 2 O exothermic process. As a class of energetic materials with unique properties, the energy of nitrogen-rich energetic materials mainly depends on the high formation enthalpy of the molecule itself, rather than the oxidative cleavage of C-H bonds. The nitrogen-rich compound molecule shown in the figure below contains a large number of N-N and C-N bonds, so it has a high positive formation enthalpy. At the same time, because the carbon and hydrogen content in the compound is relatively low, it shows a double positive e...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/54
Inventor 潘万龙胡长文
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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