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Method for preparing 2,6-dichlorotoluene from o-chlorotoluene under catalysis of ionic liquid

An ionic liquid, dichlorotoluene technology, applied in chemical instruments and methods, physical/chemical process catalysts, catalytic reactions, etc., can solve the problems of difficult separation and purification of products, difficulty in selecting chlorination, low comprehensive yield, etc. Industrial application value, easy product separation, high conversion rate of raw materials

Inactive Publication Date: 2018-04-03
青岛九洲千和机械有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] 2,6-dichlorotoluene has a wide range of uses and has attracted more and more attention. At present, there is no domestic scale production and it mainly relies on imports, which seriously restricts the development and research of downstream products.
There are many steps in this reaction, and the diazotization reaction causes many wastes, the reaction is dangerous and the comprehensive yield is low
2) Toluene is directly chlorinated, and the yield and chlorination selectivity of this method are very low, and the separation and purification of the product is difficult
This method has a large amount of waste acid waste water and poor economy
4) Alkyltoluene chlorination method, which basically introduces a tert-butyl positioning group. In this synthesis, chlorination is easy to generate 4-tert-butyl-2,5-dichlorotoluene, and the selected chlorine at the 2-position and 6-position generation is very difficult

Method used

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Embodiment Construction

[0020] The present invention will be further described in detail below in combination with specific embodiments.

[0021] A kind of method for preparing 2,6-dichlorotoluene by o-chlorotoluene selective chlorination comprises the following steps:

[0022] 1) Preparation of ionic liquid [BMIM]Cl-2AlCl 3 Under the protection of N 2 , mix 0.65 mol of 1-methylimidazole and 0.7 mol of chlorobutane in a 250 mL three-necked flask with a condenser, and heat up React at 80°C for 48h under reflux. The product was separated by a separatory funnel, the unreacted liquid was removed, and then washed 3 times with 20 mL of ethyl acetate. The crude product was rotary evaporated under vacuum at 60°C to remove residual ethyl acetate, and dried under vacuum at 70°C for 24 hours. The obtained pale yellow liquid was [BMIM]Cl ionic liquid intermediate, which was stored under a dry N2 atmosphere for future use.

[0023] 2) In N 2 atmosphere, at 120°C, add 34.92 g (0.2 mol) of the intermediate prepar...

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PUM

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Abstract

The invention discloses a method for preparing 2,6-dichlorotoluene by catalyzing o-chlorotoluene with an ionic liquid. The method for preparing 2,6-dichlorotoluene uses Cl as a chlorination agent, and the catalyst chloroaluminate ion Under the action of the liquid, the raw material o-chlorotoluene is directional chlorinated to obtain 2,6-dichlorotoluene; the intermediate of the aluminum chlorate ionic liquid is [BMIM]Cl, wherein the mole of AlCl3 and [BMIM]Cl Compared with 1 to 3, the amount of the chloroaluminate ionic liquid is 0.1% to 1% of the mass of o-chlorotoluene; the selective chlorination of o-chlorotoluene to prepare 2,6-dichlorotoluene has simple process and mild reaction conditions , the chloroaluminate ionic liquid used has good catalytic activity, good stability, is easy to separate from the product, and can significantly improve the selectivity of 2,6-dichlorotoluene. This invention has high industrial application value.

Description

technical field [0001] The invention relates to the application field of ionic liquid catalysts, in particular to a method for preparing 2,6-dichlorotoluene by using ionic liquid to catalyze o-chlorotoluene. Background technique [0002] 2,6-Dichlorotoluene is an important fine chemical raw material for the manufacture of fungicides, insecticides, herbicides, dyes and pigments, pharmaceuticals and other chemical products. 2,6-dichlorotoluene can produce 2,6-dichlorobenzaldehyde, which can be further processed to produce pharmaceutical intermediate 2,6-dichlorobenzaldehyde oxime, dicloxacillin for medicine and wool fabric dyeing Dye acid medium bleaching blue B; 2,6-dichlorotoluene can be used to produce herbicide 2,6-dichlorobenzonitrile through ammonia oxidation, which can be further processed into pesticide herbicide Cao Kele, fluorine-containing acyl urea insecticides, etc. , 2,6-dichlorotoluene can also produce 2,4-dichloro-3-methylphenol, 2,4-dichloro-3-methylacetophen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/12C07C25/02C07C17/38B01J31/02
CPCC07C17/12B01J31/0284B01J2231/4277C07C17/38C07C25/02
Inventor 李辉
Owner 青岛九洲千和机械有限公司
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