Supercharge Your Innovation With Domain-Expert AI Agents!

Method for preparing CL-20 through three-step reaction

A CL-20, reaction technology, applied in the direction of organic chemistry, can solve the problems of increasing the complexity of the process, and achieve the effect of simplifying the operation, shortening the process flow and reducing the cost

Active Publication Date: 2017-11-17
HUBEI INST OF AEROSPACE CHEMOTECHNOLOGY
View PDF4 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Two operations of catalytic hydrogenolysis, with solid-liquid separation processes such as filtration, also increase the complexity of the process

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
  • Method for preparing CL-20 through three-step reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030]Add 75g of HBIW, 300mL of DMF, and 2.50mL of bromobenzene into a 1000mL autoclave. 3.75g Pd / C (10% metal palladium content on a dry basis), 200mL acetic anhydride. The reactor was replaced three times with nitrogen and three times with hydrogen. During the replacement process, the temperature of the reactor jacket was controlled below 10°C. After the replacement, the hydrogen pressure in the reactor rose to 0.2 MPa, and the stirring was started. As the hydrogenation reaction proceeds, the temperature of the reactor rises. Control the reaction temperature in the kettle at 28-50°C by adjusting the temperature of the jacket circulating liquid, add 240mL formic acid (85%) after 2 hours, control the reaction temperature in the kettle at 50-90°C, continue the reaction for 3 hours, and end the reaction after the reaction . Turn off the hydrogen. 33.61 g of TADF was obtained with a yield of 84%.

[0031] Synthesis of CL-20: Add 125mL of fuming sulfuric acid dropwise to 300...

Embodiment 2

[0033] Add 75g of HBIW, 300mL of DMAc (N,N-dimethylacetamide), and 2.50 mL of bromobenzene into a 1000mL autoclave. 5.0 g Pd / C (10% metal palladium content on a dry basis), 200 mL acetic anhydride. The reactor was replaced three times with nitrogen and three times with hydrogen. During the replacement process, the temperature of the reactor jacket was controlled below 10°C. After the replacement, the hydrogen pressure in the reactor rose to 0.35MPa, and the stirring was started. As the hydrogenation reaction proceeds, the temperature of the reactor rises. Control the reaction temperature in the kettle at 28-50°C by adjusting the temperature of the jacket circulating liquid, add 240mL formic acid (55%) after 3 hours, control the reaction temperature in the kettle at 50-90°C, continue the reaction for 3 hours, and end the reaction after the reaction . Turn off the hydrogen. Obtained TADF 34.86g, yield 81%.

[0034] Synthesis of CL-20: Add 125mL of fuming sulfuric acid drop...

Embodiment 3

[0036] Add 75g of HBIW, 300mL of DMAc (N,N-dimethylacetamide), and 2.50mL of bromobenzene into a 1000mL autoclave. 6.0 g Pd / C (10% palladium content on dry basis), 160 mL acetic anhydride. The reactor was replaced three times with nitrogen and three times with hydrogen. During the replacement process, the temperature of the reactor jacket was controlled below 10°C. After the replacement, the hydrogen pressure in the reactor rose to 0.25MPa, and the stirring was started. As the hydrogenation reaction proceeds, the temperature of the reactor rises. Control the reaction temperature in the kettle at 28-50°C by adjusting the temperature of the jacket circulating liquid, add 200 mL of formic acid (55%) after 2.5 hours, control the reaction temperature in the kettle at 40-90°C, continue the reaction for 3 hours, and end after the reaction reaction. Turn off the hydrogen. TADF 31.38 was obtained with a yield of 75.60%.

[0037] Synthesis of CL-20: Add 125mL of fuming sulfuric ac...

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

No PUM Login to View More

Abstract

The invention relates to a method for preparing CL-20 through a three-step reaction. The method comprises: adding HBIW, DMF, bromobenzene, Pd / C and acetic anhydride into a high pressure reaction kettle; and carrying out first hydrogenolysis on the HBIW in the high pressure reaction kettle to remove partial benzyl, adding formic acid, carrying out second hydrogenolysis to remove the remaining benzyl at the 4,10-site, and nitrifying with fuming nitric acid / fuming sulfuric acid to prepare the CL-20. In the prior art, the two catalytic hydrogenolysis are performed with the precious metal catalyst (palladium / carbon), and the CL-20 is synthesized through the four-step reaction, such that the cost is high, and the process is complex. Based on the disadvantages in the prior art, the two hydrogenolysis processes are integrated into the one-step reaction in the method of the present invention so as to reduce the catalyst consumption by 50%, and the intermediate TADB can be directly subjected to the next reaction without the separation so as to simplify the CL-20 synthesis process. According to the present invention, the preparation method can significantly reduce the product cost, and is suitable for industrial production, and the prepared CL-20 has the purity equivalent to the product prepared by the original process, and has wide application prospect.

Description

technical field [0001] The present invention relates to an energetic compound 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (referred to as HNIW, the American code is CL -20, the same below), the energetic compound synthesized by this method -- CL-20 is mainly used for high-energy explosives and solid propellants, which can replace RDX and HMX, which are widely used at present, and effectively improve the power and solid propellant of weapon warheads. Propellant specific impulse. Background technique [0002] Since 1990 Nielson (Nielsen, A., et al., Polyazapolycyclics bycondensation of aldehydes with amines. 2. Formation of 2, 4, 6, 8, 10, 12-hexabenzyl-2, 4, 6, 8, 10, 12 -hexaazatetracyclo[5.5.0.0 5. 9 .0 3, 11 ] dodecanes from glyoxal and benzylamines. The Journal of Organic Chemistry, 1990. 55(5):p. 1459-1466.) Since the first report of the structure of CL-20, it has received continuous attention in the field of energetic materials in the past 20 years. C...

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
IPC IPC(8): C07D487/22
CPCC07D487/22
Inventor 卢艳华雷晴任晓婷叶丹阳郭滢媛丁宁何金选
Owner HUBEI INST OF AEROSPACE CHEMOTECHNOLOGY
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com