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

Compounds and their energetic ion salts

A compound and ionic salt technology, applied in the field of energetic material synthesis, to achieve high yield, good thermal stability, and environmental friendliness

Active Publication Date: 2021-04-06
NANJING UNIV OF SCI & TECH
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no acidic hydrogen in the furoxan ring, which makes them unable to be directly used as Bronsted acids, that is, they cannot react with Lewis bases, so they cannot be directly used as anions of energetic ion salts

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
  • Compounds and their energetic ion salts
  • Compounds and their energetic ion salts
  • Compounds and their energetic ion salts

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Preparation of 3,3'-azobis[5-amino-1,2,4-oxadiazol-3-yl-]-1,2,5-oxadiazole, whose structure is as follows:

[0033]

[0034] Compound 1 (4 g, 23.8 mmol) was added to a mixture of acetonitrile (80 ml) and concentrated hydrochloric acid (50 ml) at room temperature. After mixing evenly, slowly add saturated potassium permanganate (3.76g, 23.8mmol) aqueous solution. After the addition, continue stirring for 15min, add water (30ml) for dilution, and slowly add 5% hydrogen peroxide until the solution becomes colorless. After filtering and washing with water, Compound 2 (3.5 g, 10.5 mol) was obtained with a yield of 87.5%.

[0035] Decomposition temperature>250℃. 1 H NMR (500MHz, d6-DMSO): δ8.37ppm. 13 C NMR (500MHz, d6-DMSO): δ173.66, 163.11, 158.33, 142.52ppm.

Embodiment 2

[0037] 4-(5-amino-1,2,4-oxadiazol-3-yl-)-4'-(4H-5-O-1,2,4-oxadiazol-3-yl)-3, The preparation of 3'-azobis 1,2,5-oxadiazole, its structure is as follows:

[0038]

[0039] Compound 2 was oxidized with a mixture of acetic anhydride and 100 wt% nitric acid (mass ratio 2:1) at -20°C-10°C to obtain compound 3.

[0040] 1 H NMR(500MHz,d6-DMSO):δ8.42ppm(s,2H).IR(KBr):υ3450 3280 1770 16701610 1560 1490 1340 1240 1170 1030 973 895 811 764 615 526cm -1 ; Elemental analysis: C 28.83, H 0.92, N 46.26%.

[0041] After differential scanning calorimetry test, the decomposition temperature of compound 3 is 270°C; the measured density is 1.80g / cm -3 Calculated by the equibond equation, the enthalpy of formation is 942.6kJ / mol; calculated by Explo5 software, the detonation velocity is 8419m / s, and the detonation pressure is 29.6GPa; after the sensitivity measurement, the impact sensitivity is 26J, and the friction sensitivity is 240N.

Embodiment 3

[0043] Preparation of 3,3'-azobis[1,2,4-oxadiazol-5-one-3-yl-]-1,2,5-oxadiazole, whose structure is as follows:

[0044]

[0045]At 0°C, 2 (3.32g, 10mmol) was slowly added to a mixture of acetic anhydride (10ml) and 100% nitric acid (5ml). After reacting at 0°C for 30 minutes, the reaction temperature was raised to room temperature, and the reaction was stopped until solid was precipitated with vigorous stirring. The suspension was poured into ice water, and a large amount of insoluble matter precipitated out. After filtering and washing with water, 4 (1.8 g, 5.4 mmol) was obtained with a yield of 53.9%.

[0046] 1 H NMR (500MHz, d6-DMSO): No peak. 13 C NMR (500MHz, D6-DMSO): Δ162.18,159.52,148.26,139.89ppm.ir (KBR): υ2990 2820 2700 1800 1760 1540 1430 1310 12501140 943 906 873 798686869cm 526C -1 .

[0047] After differential scanning calorimetry test, the decomposition temperature of compound 4 is 322°C; the measured density is 1.89g / cm -3 Calculated by the equibond...

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
impact sensitivityaaaaaaaaaa
densityaaaaaaaaaa
Login to View More

Abstract

The invention relates to 3,3'-azobis[1,2,4-oxadiazole-5-ketone-3-yl-]-1,2,5-oxadiazole and its energetic ion salt, which belongs to the synthesis field. 4‑[5‑amino‑1,2,4‑oxadiazole‑3‑yl‑]‑3‑amino 1,2,5‑oxadiazole is coupled with potassium permanganate aqueous solution to obtain 3,3' ‑Azobis[5‑amino‑1,2,4‑oxadiazole‑3‑yl‑]‑1,2,5‑oxadiazole, and on this basis, with acetic anhydride and 100wt% nitric acid (mass 2:1) mixture solution to carry out oxidation reaction on compound 2 to obtain 3,3'-azobis[1,2,4-oxadiazole-5-one-3-yl-]-1,2, 5-Oxadiazole, which is neutralized with a basic compound to obtain a corresponding energetic ion salt, the synthesis method of the present invention is safe and reasonable in technology, short in reaction time, high in yield, low in production cost, and basically free of three wastes .

Description

technical field [0001] The present invention relates to the synthesis of 3,3'-azobis[1,2,4-oxadiazol-5-one-3-yl-]-1,2,5-oxadiazole and its energetic ion salt The preparation method belongs to the technical field of energetic material synthesis. Background technique [0002] High energy density materials are compounds used as high energy components in explosives, propellants and pyrotechnics. These materials are used in all strategic and tactical weapon systems and are used in equipment for all arms. The performance improvement of high energy density materials (HEDM) will have a great impact on the performance of the weapon system, thereby significantly improving the effectiveness of the weapon system. For example, a 10% increase in the range of submarine-launched strategic missiles will increase the hidden sea area of ​​submarines by millions of square miles, thereby greatly improving the survivability of strategic weapons. Improving the destructive power of explosive exp...

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): C07D271/08C07D249/14C06B25/34
CPCC06B25/34C07D249/14C07D271/08
Inventor 林秋汉孙琦陆明王鹏程
Owner NANJING UNIV OF SCI & TECH
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

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com