Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of trinitromethylazole energetic compound and preparation method thereof

A technology of trinitromethylazoles and trinitromethyl, which is applied in the field of trinitromethylazole energetic compounds and their preparation, can solve the problems of obtaining products without separation, and achieve easy separation and reaction conditions mild effect

Active Publication Date: 2018-08-14
INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] V.Thottempudi, (V.Thottempudi et al.J.Am.Chem.Soc., 2011,133,6464-6471) discloses a preparation method of a class of trinitromethylazole energetic compounds from 5- Starting from nitro-1,2,4-triazole-3-carboxylic acid as a substrate, an energetic compound with energy and density comparable to Octogen (HMX) was synthesized; but they were trying to use 5-amino- 1,2,4-triazole-3-carboxylic acid was esterified and then nitrated, but only a mixture was obtained, and the product was not isolated

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of trinitromethylazole energetic compound and preparation method thereof
  • A kind of trinitromethylazole energetic compound and preparation method thereof
  • A kind of trinitromethylazole energetic compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036]Under a low-temperature bath at -15°C, 1.1g (7.7mmol) of 5-amino-1,2,4-triazole-3-carboxylic acid and 0.35g (1.6mmol) of bis(5-nitroamine-1,2 ,4-triazole)ethane hydrochloride was successively added to 8mL of fuming nitric acid, and the addition temperature should not exceed 0°C. After all the raw materials were dissolved, 12 mL of concentrated sulfuric acid was slowly added dropwise at -10°C. After the addition of concentrated sulfuric acid, stirring was continued at -5°C for 0.5 h, and then returned to 20°C for 12 h. Pour the reaction solution into 100g of crushed ice to quench, filter out the by-product bis(5-nitroamine-1,2,4-triazole)ethane, extract the filtrate 10 times with 50mL dichloromethane, and extract the organic The phase was dried with anhydrous magnesium sulfate and then spin-dried at room temperature to obtain 0.84 g of a light yellow solid with a yield of 44.9%.

Embodiment 2

[0038] Under a low-temperature bath at -15°C, 1.1g (7.7mmol) of 5-amino-1,2,4-triazole-3-carboxylic acid and 0.7g (3.2mmol) of bis(5-nitroamine-1,2 ,4-triazole)ethane hydrochloride was successively added to 8mL of fuming nitric acid, and the addition temperature should not exceed 0°C. After all the raw materials were dissolved, 12 mL of concentrated sulfuric acid was slowly added dropwise at -5°C. After the addition of concentrated sulfuric acid, the mixture was stirred at -5°C for 0.5h, and then returned to 22°C for 12h. Pour the reaction solution into 100g of crushed ice to quench, filter out the by-product bis(5-nitroamine-1,2,4-triazole)ethane, extract the filtrate 10 times with 80mL dichloromethane, and extract the organic The phase was dried with anhydrous magnesium sulfate and then spin-dried at room temperature to obtain 1.58 g of light yellow solid with a yield of 88.7%.

Embodiment 3

[0040] Under a low-temperature bath at -15°C, 1.1g (7.7mmol) of 5-amino-1,2,4-triazole-3-carboxylic acid and 1.04g (4.8mmol) of bis(5-nitroamine-1,2 ,4-triazole)ethane hydrochloride was successively added to 8mL of fuming nitric acid, and the addition temperature should not exceed 0°C. After all the raw materials were dissolved, 12mL of concentrated sulfuric acid was slowly added dropwise at 0°C. After the addition of concentrated sulfuric acid, the mixture was stirred at 5°C for 0.5h, and then returned to 25°C for 12h. Pour the reaction solution into 100g of crushed ice to quench, filter out the by-product bis(5-nitroamine-1,2,4-triazole)ethane, extract the filtrate 10 times with 100mL dichloromethane, and extract the organic The phase was dried with anhydrous magnesium sulfate and then spin-dried at room temperature to obtain 1.26 g of light yellow solid with a yield of 67.4%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
densityaaaaaaaaaa
densityaaaaaaaaaa
Login to View More

Abstract

The invention disclsoes a novel trinitromethylazoles energetic compound and a preparation method thereof. The trinitromethylazoles energetic compound is trinitromethyl-1,2,4-triazole amphoteric ion diazonium salt; the preparation method of the trinitromethylazoles energetic compound comprises the following steps: adding 5-amino-1,2,4-triazole-3-carboxylic acid and bi(5-nitramine-1,2,4-triazole)ethane hydrochloride into fuming nitric acid according to a certain ratio under a low-temperature bath at -15 DEG C, and sufficiently dissolving; after sufficiently dissolving, dropwise adding concentrated sulfuric acid at low temperature; after dropwise adding and reacting for a period of time, raising to normal temperature and continually reacting for one night; pouring a reacting solution into crushed ice and quenching; filtering, and extracting filtrate through dichloromethane; after drying an organic phase through anhydrous magnesium sulfate, spinning and drying at room temperature to obtain the trinitromethyl-1,2,4-triazole amphoteric ion diazonium salt. The trinitromethyl-1,2,4-triazole amphoteric ion diazonium salt prepared by the method is a high-energy-density energetic material with a good application prospect; the preparation method provided by the invention is easy to control and has moderate reaction conditions, and a product is easy to separate.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a trinitromethylazole energetic compound and a preparation method thereof. Background technique [0002] The further introduction of high-energy detonating groups into perazole compounds is one of the hotspots and difficulties in the organic synthesis of energetic materials. [0003] The introduction of trinitroethyl groups on amino groups through the Mannich reaction is a common modification strategy for introducing highly explosive groups into energetic materials, but the introduction of more alkane carbon chains leads to low packing density and lower energy levels of the compounds. Make it the weakness of trinitroethyl energetic compounds. The trinitromethyl group reduces the introduction of carbon chains, making the structure of the modified carrier molecule more compact, which helps to increase the crystal packing density, and thus has a tendency to gradually replace the tr...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D249/14C06D5/00
CPCC06D5/00C07D249/14
Inventor 马卿卢欢唱范桂娟杨炜廖龙渝
Owner INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS