Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Energetic ion salts of 1-nitramine-2, 4-dimetridazloe and preparation method thereof

A technology of dinitroimidazole potassium salt and dinitroimidazole, which is applied in the field of 1-nitroamine-2, can solve the problems that the energy needs to be further improved, and achieve the effects of high yield, mild conditions and simple method

Inactive Publication Date: 2014-01-01
BEIJING INSTITUTE OF TECHNOLOGYGY
View PDF2 Cites 23 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the detonation velocity is less than 9000m s -1 , the energy needs to be further improved

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
  • Energetic ion salts of 1-nitramine-2, 4-dimetridazloe and preparation method thereof
  • Energetic ion salts of 1-nitramine-2, 4-dimetridazloe and preparation method thereof
  • Energetic ion salts of 1-nitramine-2, 4-dimetridazloe and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Add 218mg (1.0mmol) 1-nitroamine-2,4-dinitroimidazole and 5mL deionized water into a 25mL single-necked flask to dissolve into a light yellow clear liquid, then add 69mg (0.5mmol) Potassium carbonate was stirred at room temperature for 10 minutes to generate carbon dioxide bubbles and simultaneously generate 1-nitroamine-2,4-dinitroimidazole potassium salt solution. Then, 53.5 mg of ammonium chloride was added to the reaction liquid, and the reaction was stirred at room temperature, and an off-white solid precipitate was precipitated. The reaction mixture was stirred at room temperature for 1 h, and the off-white precipitate was filtered, and the crude solid product was dried in a desiccator at room temperature. The crude product was recrystallized from a mixed solvent of 3 mL of acetone and 30 mL of diethyl ether to precipitate a solid, filtered and washed 3 times with diethyl ether, and dried at room temperature to obtain 212 mg of the product 1-nitroamine-2,4-dinitroi...

Embodiment 2

[0034] The conditions are the same as in Example 1, except that ammonia water is changed to hydrazine hydrate, and the product 2-(dinitromethyl)-3-nitro-1,3-diazacyclopent-1-ene hydrazine salt yield is 246mg, producing The rate is 98%.

[0035] Its structural formula is as follows:

[0036]

[0037] Decomposition temperature: 183°C (DSC). Density is 1.93g cm -3. 1 H NMR (400MHz, d 6 -DMSO): δ = 7.08 (s, 4H), 8.62 (s, 1H) ppm; 13 C NMR (100MHz, d 6 -DMSO): δ=123.16, 141.50ppm; IR (neat): 3190, 3142, 1555, 1492, 1431, 1367, 1337, 1290, 1149, 1024, 892, 820, 753, 632cm -1 ;elemental analysis(%) calcd for C 3 h 6 N 8 o 6 : C 14.42, H 2.42, N 44.80; found: C 14.39, H 2.40, N 44.69.

Embodiment 3

[0039] Condition is the same as embodiment 1, only changes ammoniacal liquor into the guanidine dissolved in a small amount of methanol, product 2-(dinitromethyl)-3-nitro-1,3-diazacyclopent-1-ene guanidine salt output is 267 mg, 96% yield.

[0040] Its structural formula is as follows:

[0041]

[0042] Decomposition temperature: 191°C (DSC). Density is 1.77g cm -3 . 1 H NMR (400MHz, d 6 -DMSO): δ=6.95 (t, 2H), 8.69 (s, 6H) ppm; 13 C NMR (100MHz, d 6 -DMSO): δ=123.61, 139.98, 157.92ppm; IR (neat): 3351, 3272, 3203, 3132, 1648, 1547, 1484, 1416, 1379, 1300, 1150, 988, 886, 818, 753, 634cm -1 ;elemental analysis(%) calcd for C 4 h 7 N 9 o 6 : C 17.33, H 2.55, N 45.48; found: C 17.27, H 2.51, N 45.33.

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
Decomposition temperatureaaaaaaaaaa
Decomposition temperatureaaaaaaaaaa
Decomposition temperatureaaaaaaaaaa
Login to View More

Abstract

The invention discloses energetic ion salts of 1-nitramine-2, 4-dimetridazloe and a preparation method thereof, and belongs to the technical field of energetic materials. The synthetic method is as follows: dissolving the 1-nitramine-2, 4-dimetridazloe in deionized water to obtain a pale yellow clear liquid, adding with stirring 0.5 time molar equivalent of potassium carbonate at room temperature for in-situ generation of 1-nitramine-2, 4-dimetridazloe potassium salt, then adding one time molar equivalent of ammonium chloride, hydrazine hydrochloride, guanidine hydrochloride, monoaminoguanidine hydrochloride, diaminoguanidine hydrochloride, triaminoguanidine hydrochloride and 3, 4, 5-triamino-1, 2, 4-triazole hydrochloride, stirring to precipitate a pale yellow solid precipitate, after about 1 hour of reaction, filtering the pale yellow precipitate, further recrystallizing a coarse product by use of an acetone and diethyl ether mixed solvent to obtain a pure product. The synthetic method of the invention is simple, mild in condition and high in yield, and is environmental friendly due to using of the deionized water as a solvent. The density of involved seven salts is 1.70-1.93g cm<-3>, the detonation velocity calculated by EXPLO software is between 8370 and 9209 m s<-1>, the detonation pressure is between 29.3 and 40.5 GPa, the actually measured impact sensitivity is 4-40J, the detonation performance is excellent, and the energetic ion salts are potential energetic materials.

Description

technical field [0001] The invention relates to 1-nitroamine-2,4-dinitroimidazole energetic ion salts and a preparation method thereof, belonging to the technical field of energetic materials. Background technique [0002] With the development of military science and society, designing and synthesizing new high-energy and low-sensitivity energetic materials to meet the high comprehensive performance requirements of modern weapons and equipment is of great significance to national defense construction and national economy. In the past ten years, energetic ionic compounds have become the focus of new high-energy-density energetic materials because of their advantages such as lower vapor pressure, higher density, enthalpy of formation, and stability, and the performance can be optimized through the modification and combination of anions and cations. hotspot. [0003] At present, the research on N-anion-based energetic ion salts based on heterocyclic compounds with high nitroge...

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): C07D233/92C07C279/02C07C277/00C07C281/16C07D249/14C06B25/34
CPCC07D233/92C06B25/34C07D249/14
Inventor 周智明宋靳红梁丽轩凌黎明
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products