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Synthesis method of dichloro tetrafluoroethoxy aniline

A technology of dichlorotetrafluoroethoxyaniline and a synthesis method, which is applied in the field of synthesis of dichlorotetrafluoroethoxyaniline, can solve the problems of prolonging the process route, waste of resources, strong alkalinity, etc., and achieve shortening of the process route, Effect of reducing waste water discharge and mild reaction

Active Publication Date: 2011-06-08
SHANDONG HUAFU FLUORO CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This synthetic method is owing to adopt potassium hydroxide to make catalyzer, and alkali is too strong, and side reaction is more, and the conversion rate of 3,5-dichloro-p-aminophenol, dichlorotetrafluoroethoxyaniline selectivity are all relatively poor, 90% and 81% respectively
Causes a waste of resources and increases the difficulty of the three wastes treatment
The synthesis method of dichlorotetrafluoroethoxyaniline uses DMF as solvent, while the production process of hexaflumuron uses toluene as solvent, so in the production process of hexaflumuron, DMF must be replaced with toluene, which prolongs the process route and wastes energy , more waste water is produced during the replacement process, which brings great difficulties to environmental protection work

Method used

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  • Synthesis method of dichloro tetrafluoroethoxy aniline
  • Synthesis method of dichloro tetrafluoroethoxy aniline
  • Synthesis method of dichloro tetrafluoroethoxy aniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] First add 7 kg of solvent into the 10-liter reaction kettle through the hand hole, then add 2 kg of 3,5-dichloro-p-aminophenol into the reaction kettle, and finally add 220 grams of catalyst, and tighten the hand hole. Vacuumize, replace with nitrogen twice, and then evacuate to -0.09MPa. Start the hot water system, pass the hot water into the jacket of the addition kettle and circulate it, pass tetrafluoroethylene into the addition kettle, and control the pressure in the kettle to 0.15-0.2MPa. Sampling and analysis after 30 minutes, sampling and analysis once every 30 minutes, until the aminophenol reaction is complete, stop passing tetrafluoroethylene, stop passing hot water, and keep warm to continue the reaction for 30-60 minutes. Out of barrels.

[0025] The catalyst is a mixture of potassium carbonate and potassium bicarbonate with a weight ratio of 1:1; the solvent is mainly toluene, and DMSO, an aprotic solvent accounting for 2% of the total weight of the solve...

Embodiment 2

[0035] First add 6.6 kg of solvent into the 10-liter reaction kettle through the hand hole, then add 1.8 kg of 3,5-dichloro-p-aminophenol into the reaction kettle, and finally add 210 grams of catalyst, and tighten the hand hole. Vacuumize, replace with nitrogen twice, and then evacuate to -0.09MPa. Start the hot water system, pass the hot water into the jacket of the addition kettle and circulate it, pass tetrafluoroethylene into the addition kettle, and control the pressure in the kettle to 0.15-0.2MPa. Sampling and analysis after 30 minutes, sampling and analysis once every 30 minutes, until the aminophenol reaction is complete, stop passing tetrafluoroethylene, stop passing hot water, and keep warm to continue the reaction for 30-60 minutes. Out of barrels.

[0036] The catalyst is a mixture of potassium carbonate and potassium bicarbonate with a weight ratio of 1:3; the solvent is mainly toluene, and 3% of the total weight of the solvent is added with an aprotic solvent ...

Embodiment 3

[0040]First put 5.6 kg of solvent into the 10-liter reaction kettle through the hand hole, then add 1.5 kg of 3,5-dichloro-p-aminophenol into the reaction kettle, and finally add 200 grams of catalyst, and tighten the hand hole. Vacuumize, replace with nitrogen twice, and then evacuate to -0.09MPa. Start the hot water system, pass the hot water into the jacket of the addition kettle and circulate it, pass tetrafluoroethylene into the addition kettle, and control the pressure in the kettle to 0.15-0.2MPa. Sampling and analysis after 30 minutes, sampling and analysis once every 30 minutes, until the aminophenol reaction is complete, stop passing tetrafluoroethylene, stop passing hot water, and keep warm to continue the reaction for 30-60 minutes. Out of barrels.

[0041] The catalyst is a mixture of potassium carbonate and potassium bicarbonate with a weight ratio of 3:1; the solvent is mainly toluene, and DMSO, an aprotic solvent accounting for 2% of the total weight of the so...

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Abstract

The invention relates to a method for synthesizing dichlorotetrafluoroethoxyaniline. 3, 5-dichloro-p-aminophenol and tetrafluoroethylene are taken as raw materials to react, and a catalyst is one or two of potassium carbonate and potassium bicarbonate; and a solvent is formed by taking methylbenzene as a main body and adding an aprotic solvent which accounts for 1 to 5 percent of the total weightof the solvent. The method for synthesizing the dichlorotetrafluoroethoxyaniline takes weakly alkaline salt compounds as the catalyst; the alkalinity is relatively weaker, so the method has mild reaction and few side reactions, and effectively improves the conversion rate of the 3, 5-dichloro-p-aminophenol and the selectivity of the dichlorotetrafluoroethoxyaniline; moreover, the synthesis methodmainly takes the methylbenzene as the solvent, and can be directly used for the synthesis of a downstream product, namely hexaflumuron without performing displacement of the solvent after the reaction is finished, thereby shortening a process route, saving energy sources, reducing the drainage of wastewater, and protecting the environment.

Description

technical field [0001] The invention relates to a synthesis method of dichlorotetrafluoroethoxyaniline, in particular to a synthesis method using tetrafluoroethylene and 3,5-dichloro-p-aminophenol as raw materials and weakly basic salt compounds as catalysts. The method of dichlorotetrafluoroethoxyaniline. Background technique [0002] Hexaflumuron is a new type of fluorine-containing chemical pesticide widely used in the world, and hexaflumuron belongs to the benzoylurea insecticides. The main function is to inhibit the synthesis of chitin in insects and hinder the normal molt growth of insects. It is mainly stomach poisoning and also has contact killing effect. This unique insecticidal mechanism has attracted people's attention. It is different from traditional insecticides that target the nervous system. It overcomes the serious deficiency of traditional insecticides that are toxic to most animals and humans, and It can be decomposed by microorganisms, so authorities be...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C217/84C07C213/08
Inventor 郭希刚张景海刘贵志杨晓泉陈浩
Owner SHANDONG HUAFU FLUORO CHEM
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