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2,2',4,4',6,6'-hexanitro diphenylethylene preparation method

A technology of hexanitrodiphenylethylene and hexanitrobibenzyl, which is applied in the field of preparation of 2,2',4,4',6,6'-hexanitrodiphenylethylene, can solve the problem of benzene- Solve the problems of large loss of pyridine mixed solvent, large amount of use and loss, etc., to achieve the effect of less pyridine consumption, less loss, and reduced solvent loss

Inactive Publication Date: 2014-04-02
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The benzene-pyridine mixed solvent used in the dehydrogenation reaction of this method has a large loss in the reaction process, and the average loss per time is 43%. The proportion of pyridine in the mixed solvent is relatively high, generally 1:1. The losses are large

Method used

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  • 2,2',4,4',6,6'-hexanitro diphenylethylene preparation method
  • 2,2',4,4',6,6'-hexanitro diphenylethylene preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] This embodiment adopts new ethanol-benzene mixed solvent to prepare hexanitrobibenzyl.

[0028] Under stirring at room temperature, add 400.0g (1.76mol) of 2,4,6-trinitrotoluene into a mixed solvent of 1200ml of benzene and 2200ml of ethanol, heat up to 55°C, add dropwise 850.0g (2.39mol) of 21% sodium hypochlorite aqueous solution, after the dropwise addition, react at a temperature of 55°C for 45min, cool down to 20°C, filter the reaction solution, collect the filtrate to obtain 4000ml, and wash the filter cake with water, rinse with ethanol and dry to obtain hexanitrobibenzyl 299.2 g, yield 75.2%, DSC: 223.6°C.

Embodiment 2

[0030] In this example, the filtrate in Example 1 is recycled as a reaction solvent to prepare hexanitrobibenzyl.

[0031] Take 4000ml of the filtrate of Example 1, add 2000ml of saturated saline, shake, let it stand for 45min, separate the liquid, collect the upper layer of benzene liquid to obtain 1000ml, add 300ml of benzene and 2200ml of ethanol, and use the resulting mixture as a reaction solvent.

[0032] Under stirring at room temperature, add 400.0g (1.76mol) 2,4,6-trinitrotoluene to the mixed solvent prepared above, heat up to 55°C, and drop 850.0g (2.39mol) with a mass concentration of 21% The sodium hypochlorite aqueous solution, after the dropwise addition, was reacted at a temperature of 55°C for 45min, cooled to 20°C, the reaction solution was filtered, the filtrate was collected, and the filter cake was washed with water, rinsed with ethanol and dried to obtain 294.0 g of hexanitrobibenzyl, with a yield of 73.9 %, DSC: 214.3°C.

Embodiment 3

[0034] This example uses a new dichloroethane-pyridine mixed solvent to prepare 2,2',4,4',6,6'-hexanitrodiphenylethylene.

[0035] Under stirring at room temperature, add 240.0g (0.53mol) of hexanitrobibenzyl into a mixed solvent of 1600ml of dichloroethane and 300ml of pyridine, heat up to 70°C, add 160.0g (1.0mol) of liquid bromine dropwise, and add dropwise After completion, react at a temperature of 80°C for 3 hours, lower the temperature to 20°C, filter the reaction solution, collect the filtrate to obtain 1700ml, wash the filter cake with water, rinse with acetone and dry to obtain 2,2',4,4',6,6' - 233.0 g of hexanitrodiphenylethylene, yield 97.5%, DSC: 325.5°C.

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Abstract

The present invention relates to a 2,2',4,4',6,6'-hexanitro diphenylethylene preparation method, which comprises that: (1) 2,4,6-trinitrotoluene and sodium hypochlorite are subjected to a reaction in a reaction solvent to prepare hexanitro bibenzyl, wherein the reaction solvent is a mixing solution of ethanol and benzene, and (2) the hexanitro bibenzyl and bromine are subjected to a reaction in a reaction solvent to prepare 2,2',4,4',6,6'-hexanitro diphenylethylene, wherein the reaction solvent is a mixing solution of dichloroethane and pyridine, the reaction solutions in the step (1) and the step (2) can be filtered to collect the filtrates, and the filtrates can be used as the reaction solvent of the corresponding steps. Compared with the preparation method in the prior art, the preparation method of the present invention has the following characteristics that: the coupling reaction solvents can be recycled, the solvent loss in the dehydrogenation reaction is less, and the pyridine consumption is less.

Description

technical field [0001] The invention relates to a preparation method of 2,2',4,4',6,6'-hexanitrodiphenylethylene. Background technique [0002] 2,2’,4,4’,6,6’-hexanitrostilbene (referred to as hexanitrostilbene), its structural formula is shown in (I). [0003] [0004] 2,2',4,4',6,6'-hexanitrodiphenylethylene is a heat-resistant explosive with good performance, mainly used in high-temperature pyrotechnics, aviation special explosive devices, heat-resistant industrial blasting equipment and other fields. [0005] The book "Green Manufacturing of Explosives" by Lu Chunxu of Nanjing University of Science and Technology introduced the preparation method of 2,2',4,4',6,6'-hexanitrodiphenylethylene, and its synthetic route is as follows Show: [0006] [0007] In this method, 2,4,6-trinitrotoluene is used as a raw material, and the intermediate hexanitrobibenzyl is obtained by coupling reaction first, and then hexanitrostilbene is synthesized by dehydrogenation reaction,...

Claims

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Application Information

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IPC IPC(8): C07C205/06C07C201/12
Inventor 邓明哲田战怀李宗英张川贡桂红周杰文简鸿志张月娥熊彬
Owner XIAN MODERN CHEM RES INST
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