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Energetic material 4, 4, 8, 8-tetranitroadamantane-2, 6-dinitrate and preparation method thereof

A technology of tetranitroadamantane and dinitrate is applied in the preparation of nitro compounds, nitrated acyclic/alicyclic/heterocyclic amine explosive compositions, organic chemistry and other directions, and can solve the problems of many steps, high cost and high yield. Low problems, to achieve the effect of simple processing, easy product and high yield

Inactive Publication Date: 2014-06-18
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this synthetic method has disadvantages such as many steps, low yield, high cost, and difficulty in scaling up. Therefore, it is urgent and necessary to develop lower-cost, more efficient nitroadamantane derivatives.

Method used

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  • Energetic material 4, 4, 8, 8-tetranitroadamantane-2, 6-dinitrate and preparation method thereof
  • Energetic material 4, 4, 8, 8-tetranitroadamantane-2, 6-dinitrate and preparation method thereof
  • Energetic material 4, 4, 8, 8-tetranitroadamantane-2, 6-dinitrate and preparation method thereof

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preparation example Construction

[0039] Preparation of 1,5-cyclooctanediol

[0040]

Embodiment 1

[0042] N 2 Under protective conditions, 20 mL of 1M borane tetrahydrofuran complex (20 mmol) was added into a three-necked flask. Add 2.45 mL of 1,5-cyclooctadiene (20 mmol) into a dropping funnel with 2.55 mL of tetrahydrofuran, and slowly drop it into a three-neck flask under ice-cooling conditions. After the dropwise addition was completed, the reaction was carried out at room temperature for 1 h. Then 8 mL of 3 M NaOH aqueous solution was slowly added dropwise to the system. After the NaOH aqueous solution was added dropwise, 12 mL of 30% hydrogen peroxide solution was added dropwise to the system, and reacted at 40 °C for 4 h after the dropwise addition was completed. After the reaction was completed, an appropriate amount of K was added 2 CO 3 The solution was separated, extracted 3-6 times with ethyl acetate, and the organic phase was washed with anhydrous Na 2 SO 4 After drying, the solvent was distilled off under reduced pressure to obtain 2.6 g of a colorless v...

Embodiment 2

[0046] Add 55 mL of dichloromethane and 4.13 mL of oxalyl chloride (48.05 mmol) into the three-necked flask successively, and cool to -68 °C. N 2 Under protection, 6.62 mL DMSO (93.2 mmol) was slowly added dropwise to the system, and stirring was continued for 15 min after the dropwise addition was complete. 3 g of 1,5-cyclooctanediol (20.8 mmol) was dissolved in 15 mL of DMSO, and slowly added dropwise to the flask, the solution became cloudy, and the reaction was continued at low temperature for 70 min after the addition was completed. Continue to add 29.7 mL of triethylamine (213 mmol) dropwise at low temperature, continue to stir for 30 min, and let the reaction system slowly rise to room temperature within 1 h. After the reaction, the reaction system was washed with 150 mL of a saturated aqueous solution of ammonium chloride and sodium bicarbonate, extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate, and the solvent was distilled off...

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Abstract

The invention discloses an energetic material 4, 4, 8, 8-tetranitroadamantane-2, 6-dinitrate and a preparation method thereof. According to the preparation method, cyclooctadiene as the raw material undergoes the steps of hydroboration-oxidation, oxidation, formylation, cyclization, nitric acid esterification, oximation, germinal nitration and the like to be finally synthesized into 4, 4, 8, 8-tetranitroadamantane-2, 6-dinitrate. Polynitroadamantane and adamantine nitrate have the advantages of symmetrical structure, high density, excellent explosion property, low sensitivity and the like, and can be widely used in the fields of explosives, propellants, pyrotechnic compositions, fuels and the like.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a method for synthesizing a novel energetic material 4,4,8,8-tetranitroadamantane-2,6-dinitrate. Background technique [0002] Adamantane is a cage-like hydrocarbon with a unique structure and excellent performance. Its bridgehead carbon atoms are prone to a series of substitution and oxidation reactions to generate a variety of adamantane derivatives with important uses. They are used in pharmaceuticals, fine chemicals, and functional polymer materials. , aerospace and other fields have a wide range of uses, known as "a new generation of fine chemical raw materials". Among them, nitroadamantane derivatives have the advantages of high energy and low sensitivity due to the high symmetry of their molecular structure, and can be used as heat-resistant insensitive high-energy materials, so they have broad application prospects. So far, a variety of substituted polynitro-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C201/06C07C205/41C06B25/34
Inventor 罗军凌亦飞任晓莉张萍萍孙露何晓茜居平文万子娟邹坡
Owner NANJING UNIV OF SCI & TECH
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