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Energetic compound 1,3,5-three(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene and synthetic method thereof

A technology of trinitrobenzene and a synthesis method, which is applied in the direction of organic chemistry and the like, can solve the problems of loose molecular stack structure and low nitrogen content, and achieves the effects of high energy density, simple reaction steps and mild reaction conditions.

Active Publication Date: 2013-11-20
INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main reason for the increase in energy from PATO compounds to SDATO compounds is that the number of triazoles connected to the benzene ring has increased from 1 to 2, but there is still a certain gap in meeting the requirements of high energy and low sensitivity, which may be due to the low nitrogen content. , Molecular stack structure is not tight and other reasons

Method used

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  • Energetic compound 1,3,5-three(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene and synthetic method thereof
  • Energetic compound 1,3,5-three(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene and synthetic method thereof
  • Energetic compound 1,3,5-three(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene and synthetic method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0026] At room temperature, add 15ml of dimethylformamide (DMF) solvent into a 50mL three-necked reaction flask equipped with a drying tube, turn on the magnetic stirrer, and weigh 0.949g (3mmol) of 1,3,5-trichloro-2 , Add 4,6-trinitrobenzene into the reaction flask, then weigh 0.683g (9mmoL) of 1H-1,2,4-triazole into the reaction flask, and raise the temperature to 45-50°C. After all the solids are dissolved, weigh 1.368g (9.9mmoL) of potassium carbonate (K 2 CO 3 ) as a catalyst and slowly added to the reaction flask several times, the addition time is 20-25min, and the reaction is kept at this temperature. After thin-layer chromatography detects that there is no raw material point, the solid-liquid mixture is filtered under reduced pressure, and solids such as potassium carbonate are filtered off, washed twice with 10 mL of DMF solvent, and the filtrate is evaporated with a rotary evaporator to remove the DMF solvent, and then filtered with a chromatographic column Method...

Embodiment 2

[0028] At room temperature, add 15 mL of dimethyl sulfoxide (DMSO) solvent into a 50 mL three-neck reaction flask equipped with a drying tube, turn on the magnetic stirrer, and weigh 0.949 g (3 mmoL) of 1,3,5-trichloro-2 , Add 4,6-trinitrobenzene into the reaction flask, then weigh 0.683g (9mmoL) of 1H-1,2,4-triazole into the reaction flask, and raise the temperature to 45-50°C. After all the solids are dissolved, weigh 1.368g (9.9mmoL) of potassium carbonate (K 2 CO 3 ) as a catalyst and slowly added to the reaction flask several times, the addition time is 20-25min, and the reaction is kept at this temperature. When the thin-layer chromatography detects that there is no raw material point, the solid-liquid mixture is filtered under reduced pressure to remove solids such as potassium carbonate, and is washed twice with 10 mL of DMSO solvent. Methods for separation, the developer used a mixed solvent of petroleum ether and ethyl acetate, the volume ratio of petroleum ether: ...

Embodiment 3

[0030] At room temperature, add 15mL of acetone solvent into a 50mL three-neck reaction flask equipped with a drying tube, turn on the magnetic stirrer, and weigh 0.949g (3mmoL) of 1,3,5-trichloro-2,4,6-trinitrate Add phenylbenzene into the reaction flask, then weigh 0.683g (9mmoL) of 1H-1,2,4-triazole into the reaction flask, and raise the temperature to 45-50°C. After all the solids are dissolved, weigh 1.368g (9.9mmoL) of potassium carbonate (K2CO3) as a catalyst and slowly add it to the reaction flask several times for 20-25 minutes, and keep it at this temperature for reaction. When the thin-layer chromatography detects that there is no raw material point, the solid-liquid mixture is filtered under reduced pressure to remove solids such as potassium carbonate, and is washed twice with 10 mL of DMSO solvent. Methods for separation, the developer used a mixed solvent of petroleum ether and ethyl acetate, the volume ratio of petroleum ether: ethyl acetate = 1:6. Evaporate t...

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Abstract

The invention discloses an energetic compound 1,3,5-three(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene and a synthetic method thereof. The synthetic method comprises the following steps: dissolving 1,3,5-trichloro-2,4,6-trinitrobenzene in a reaction medium, adding 1H-1,2,4-triazole, then adding a catalyst at a constant temperature, carrying out a reaction until no material point is detected by thin-layer chromatography, filtering the solid-liquid mixture under reduced pressure, steaming off the reaction medium in the filtrate by a rotary evaporator, then separating and purifying by a column chromatography method, and carrying out vacuum drying to obtain the target product 1,3,5-three(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene. The new compound is the novel energetic material having good potential application prospects. The synthetic method adopts 1,3,5-trichloro-2,4,6-trinitrobenzene and 1H-1,2,4-triazole as the raw materials, synthesizes the target product through the coupling reaction, has mild reaction conditions in the synthetic steps and simple reaction steps, and is suitable for mass production.

Description

technical field [0001] The present invention relates to an energetic material, in particular to a compound 1,3,5-tris(1H-1,2,4-triazolyl)-2,4,6-trinitrobenzene (TTZTNB for short) and its synthesis method. Background technique [0002] With the increasing complexity of modern military struggles, continuous changes in the battlefield environment, and the rapid development of science and technology, the pace of upgrading and upgrading of advanced conventional weapons and the development of new equipment have been significantly accelerated. The development of advanced conventional weapons has put forward higher requirements. In the design of weapon systems, how to improve the energy and safety of weapons is a problem that weapon designers are very concerned about. One of the key components to achieve high-efficiency damage to weapon systems under high-security conditions is the main charge of the warhead. People have been looking for new energetic materials with high energy d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/08
Inventor 黄靖伦舒远杰马卿张丽媛谭碧生黄兵
Owner INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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