Tetrazine-furazan ring high-nitrogen energetic compound and synthesis method thereof

A technology with high nitrogen content and energy, synthesis method, applied in the direction of organic chemistry, etc., can solve the problems of non-green environmental protection, long reaction time, unstable synthesis intermediates, etc., and achieve the effect of simple and safe operation and short reaction time.

Inactive Publication Date: 2020-11-13
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The existing synthetic intermediates of high-nitrogen energetic compounds are unstable, the operation process is dangerous, the reaction time is long, and the process involves toxic compounds, which is not environmentally friendly.

Method used

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  • Tetrazine-furazan ring high-nitrogen energetic compound and synthesis method thereof
  • Tetrazine-furazan ring high-nitrogen energetic compound and synthesis method thereof
  • Tetrazine-furazan ring high-nitrogen energetic compound and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] 1. Synthesis of tetrazine compounds through five-step reaction.

[0017] In the first step, add 80ML of distilled water, 200ML of 80% hydrazine hydrate, 42g of ammonium chloride, and 76.28g of guanidine hydrochloride into the reaction device, raise the temperature to 98°C, and react for 4 hours. After being placed in the refrigerator for 2 hours, it was suction filtered, washed with ice water, and dried in vacuo to obtain a white needle-like solid with a yield of 96%.

[0018]

[0019] In the second step, dissolve 50 g of the product from the previous step in 300 ML of distilled water, raise the temperature to 45 ° C, slowly add 61.7 mL of acetylacetone dropwise, after the drop is complete, raise the temperature to 70 ° C, and react for 2 hours. Cool to room temperature, vacuum filter, wash with water, and vacuum dry to obtain a light yellow powder solid with a yield of 94%.

[0020]

[0021] In the third step, 2.7 g of the product from the previous step was diss...

Embodiment 2

[0035] Other steps are the same as in Example 1. In the synthesis of the target compound, add 0.541g of 3,4-diaminofurazan and DMF25ML into a 50ML three-flask, under nitrogen protection at room temperature, stir until completely dissolved, then add 0.812g of NaH, and release a large amount of gas , stirred at room temperature for 15 minutes, 25 minutes, and 35 minutes. Then add 0.625 g of synthesized tetrazine compound and react for 40 minutes. As a result, the yields were found to be 50%, 81%, and 45%, respectively. The yield was highest when stirred for 25 minutes.

Embodiment 3

[0037] Other steps are the same as in Example 1. In the synthesis of the target compound, add 0.541g of 3,4-diaminofurazan and DMF25ML into a 50ML three-flask, under nitrogen protection at room temperature, stir until completely dissolved, then add 0.812g of NaH, and release a large amount of gas , and stirred for 25 minutes. Then add 0.625 g of synthesized tetrazine compound, react for 30 minutes, 40 minutes, and 50 minutes, and the yields are 54%, 81%, and 43%, respectively. The yield was highest at 40 minutes of reaction.

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PUM

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Abstract

The invention relates to a tetrazine-furazan ring high-nitrogen energetic compound and a synthesis method thereof. The compound is named as 4-amino-N-(3-amino-[1,2,4]triazolo[4,3-b][1,2,4,5-]tetrazine)-1,2,5-oxadiazole-3-amine. The preparation method comprises the following steps: dissolving a compound 2 in DMF, adding sodium hydride under the protection of nitrogen, stirring for 23-26 minutes atthe room temperature, adding a compound 1, reacting for 38-42 minutes, and after the reaction is finished, separating and purifying by column chromatography to obtain a target compound. Furazan ring is used as a latent nitro group and introduced into a tetrazine ring, the energy density and detonation velocity of the compound can be improved, the oxygen balance can be improved, and the synthesis method is simple and safe to operate, short in reaction time, green and environment-friendly.

Description

technical field [0001] The invention belongs to the field of fine chemical industry, and specifically relates to a tetrazine-furazan ring high-nitrogen energetic compound and a synthesis method thereof. Background technique [0002] Energetic materials are the energy carrier and source of life of modern weapons. In recent years, high-nitrogen energetic compounds have developed into a class of new energetic materials with potential applications. Most of them do not contain nitro groups in their molecular structures, have high positive enthalpy of formation, low sensitivity, and good thermal stability. They are converted to nitrogen gas in a chemical reaction that can release enormous amounts of energy. The high nitrogen and low carbon hydrogen content in the high-nitrogen energetic compound structure makes it have a higher density and it is easier to achieve oxygen balance; the combustion products are mainly environmentally friendly N 2 , while H 2 O and CO 2 The low con...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/04
CPCC07D487/04
Inventor 叶志文朱王莹
Owner NANJING UNIV OF SCI & TECH
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