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2,4,6-tri(5-amino tetrazole)-1,3,5-triazine compound and preparation method thereof

A technology of triazine compound and aminotetrazole, which is applied in the field of high nitrogen-containing energy compounds, can solve the problems of poor thermal stability, limited application of triazine compounds, poor stability, etc., and achieves the effect of good thermal stability

Inactive Publication Date: 2013-10-02
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Triazine compounds have high heat of formation and high nitrogen content, but when their 2, 4, and 6 positions are energetic substituents such as nitro, nitroamino, and azido groups, their thermal stability is poor and their sensitivity is low. High, which limits the application of triazine compounds in energetic materials
[0006] 2,4,6-Triazido-1,3,5-triazine is a high-nitrogen energetic material, but its stability is extremely poor, and it is very sensitive to collision, friction, and sparks, so it has no practical value

Method used

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  • 2,4,6-tri(5-amino tetrazole)-1,3,5-triazine compound and preparation method thereof
  • 2,4,6-tri(5-amino tetrazole)-1,3,5-triazine compound and preparation method thereof
  • 2,4,6-tri(5-amino tetrazole)-1,3,5-triazine compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add 1.404g (16.7mmol) of 5-aminotetrazole and 1.2mL of triethylamine into 100mL of acetonitrile to dissolve. In the reaction bottle, a white solid gradually dissolves in acetonitrile. After adding triethylamine, there are a small amount of air bubbles in the reaction bottle emerge;

[0022] At 0°C, add 0.512g (2.78mmol) 2,4,6-trichloro-1,3,5-triazine, use an ice bath to control the reaction temperature at 0-10°C during the addition, and complete the addition Withdraw the ice bath and react for 2 hours, and then raise the temperature to reflux temperature for reaction. During this process, most of the added 2,4,6-trichloro-1,3,5-triazine began to be suspended on the reaction solution. As the process progresses, the suspended solids of 2,4,6-trichloro-1,3,5-triazine gradually decrease, and a finer white powder is formed thereupon. The progress of the reaction was monitored by thin-layer chromatography. After 6 hours, the point of the raw material 2,4,6-trichloro-1,3,5-tr...

Embodiment 2

[0036] Add 1.386g (16.5mmol) 5-aminotetrazole and 2.0mL ammonia water into 100mL acetonitrile to dissolve;

[0037] At 0°C, add 0.506g (2.74mmol) 2,4,6-trichloro-1,3,5-triazine, and use an ice bath to control the reaction temperature at 0-10°C during the addition process. , reacted for 2 hours after removing the ice bath, then heated up to reflux reaction, and used thin layer chromatography to monitor the progress of the reaction. After 6 hours, the point of the raw material 2,4,6-trichloro-1,3,5-triazine disappeared, and the Remove the heating apparatus to end the reaction;

[0038] After the reaction was completed, the acetonitrile solution was removed in vacuo after the reaction liquid was lowered to 15°C, and the obtained solids were successively washed with 100 mL of dilute hydrochloric acid with a mass concentration of 5%, 120 mL of ethanol and 100 mL of acetone, filtered, and dried to obtain a white solid product 0.402 g, 44.0% yield, 97.0% purity (HPLC).

[0039] The...

Embodiment 3

[0042] Add 1.458g (17.4mmol) of 5-aminotetrazole and 1.2mL of triethylamine into 100mL of tetrahydrofuran to dissolve;

[0043] At 0°C, add 0.523g (2.84mmol) 2,4,6-trichloro-1,3,5-triazine, and use an ice bath to control the reaction temperature at 0-10°C during the addition process. , reacted for 2 hours after removing the ice bath, then heated up to reflux reaction, and used thin layer chromatography to monitor the progress of the reaction. After 6 hours, the point of the raw material 2,4,6-trichloro-1,3,5-triazine disappeared, and the Remove the heating apparatus to end the reaction;

[0044] After the reaction was completed, when the reaction liquid was lowered to 15°C, the acetonitrile solution was removed in vacuo, and the obtained solids were successively washed with 100 mL of dilute hydrochloric acid with a mass concentration of 5%, 120 mL of ethanol, and 100 mL of acetone, filtered, and dried to obtain a white solid product of 0.389 g, 41.2% yield, 97.1% purity (HPLC...

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Abstract

The invention belongs to the field of high-nitrogen energy-containing compounds and provides a 2,4,6-tri(5-amino tetrazole)-1,3,5-triazine compound. The structural formula is shown in the specification. The compound is prepared from 5-amino tetrazole and 2,4,6-trichloro-1,3,5-triazine; and the decomposition temperature of the compound is as high as 296.6 DEG C, and the thermal stability is good. The 2,4,6-tri(5-amino tetrazole)-1,3,5-triazine compound provided by the invention can be used as a solid rocket fuel component, an explosive component and a gas generator, and has a great application prospect in terms of solid propellants, gas generation agents, explosives, pyrotechnic compositions and the like.

Description

technical field [0001] The invention belongs to the field of high-nitrogen energetic compounds, and relates to triazine compounds, in particular to 2,4,6-tris(5-aminotetrazole)-1,3,5-triazine compounds and a preparation method thereof. Background technique [0002] High-nitrogen energetic compounds usually refer to compounds with a nitrogen content of 50% in the molecule, mainly including compounds such as tri(tetra)azine, high-nitrogen furazan and tri(tetra)azole. This type of compound has a high density content. The compound molecule contains a large number of N-N, N=N, C-N, C=N bonds, so that the whole molecule has a high positive enthalpy of formation, which is the main source of chemical energy. High in the compound molecule The characteristics of nitrogen and low carbon and hydrogen content make it easy to achieve oxygen balance. [0003] Triazine compounds have high heat of formation and high nitrogen content, but when their 2, 4, and 6 positions are energetic substi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/14
Inventor 郝晓春毕福强卜建华丁可伟刘愆纪晓唐许诚肖啸
Owner XIAN MODERN CHEM RES INST
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