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A method for selectively preparing 2,6-dichlorotoluene

A dichlorotoluene, selective technology, applied in the field of chemistry, can solve the problems of high reaction temperature, short catalyst life, low selectivity, etc.

Active Publication Date: 2018-11-09
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

2,6-Dichlorotoluene has very low selectivity
The product yield is high, but the dealkylation reaction temperature is high, and the isobutene produced in the dealkylation step is prone to polymerization, and the catalyst life is very short

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1 Selectively prepares the method for 2,6-dichlorotoluene

[0016] 30mg of iron powder and 15mg of TCNB (mass ratio is 2:1, the total mass of the catalyst is equivalent to 0.14% of the mass of the o-chlorotoluene solution) was added to 30ml of the o-chlorotoluene solution, and chlorine gas was evenly and slowly introduced for about 5 hours under dark conditions. The temperature range of the whole process is controlled at 50-60° C., and samples are taken during the reaction for monitoring by gas chromatography. After the chlorination, the test results of the mixture are as follows: the conversion rate of o-chlorotoluene is 80.3%, the content of 2,6-dichlorotoluene is 31.7%, the content of 2,4-dichlorotoluene is 34.4%, the content of 2,5-dichlorotoluene is the same as that of 2, The sum of the 3-dichlorotoluene contents is 33.9%.

Embodiment 2

[0018] 20 mg of iron powder and 15 mg of TCNB (mass ratio is 4:3, the total mass of the catalyst is equivalent to 0.11% of the mass of the o-chlorotoluene solution) was added to 30 ml of the o-chlorotoluene solution, and chlorine gas was uniformly and slowly introduced for about 5 hours under dark conditions. The temperature range of the whole process is controlled at 50-60° C., and samples are taken during the reaction for monitoring by gas chromatography. After the chlorination, the test results of the mixture are as follows: the conversion rate of o-chlorotoluene is 81.2%, the content of 2,6-dichlorotoluene is 31.1%, the content of 2,4-dichlorotoluene is 36.1%, the content of 2,5-dichlorotoluene and The sum of the contents of 2,3-dichlorotoluene is 32.8%.

Embodiment 3

[0020] 15 mg of iron powder and 30 mg of TCNB (mass ratio is 1:2, the total mass of the catalyst is equivalent to 0.11% of the mass of the o-chlorotoluene solution) was added to 30 ml of the o-chlorotoluene solution, and chlorine gas was evenly and slowly introduced for about 5 hours under dark conditions. The temperature range of the whole process is controlled at 50-60° C., and samples are taken during the reaction for monitoring by gas chromatography. After the chlorination, the test results of the mixture are as follows: the conversion rate of o-chlorotoluene is 81.1%, the content of 2,6-dichlorotoluene is 32.5%, the content of 2,4-dichlorotoluene is 35.4%, the content of 2,5-dichlorotoluene and The sum of the 2,3-dichlorotoluene contents is 32.1%.

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Abstract

The invention discloses a method for selectively preparing 2,6-dichlorotoluene. According to the method, a mixture of iron powder and 1,2,4,5-tetracyanobenzene serves as a catalyst, the catalyst is added into an o-chlorotoluene solution, and chlorine is evenly introduced to the solution under the light shielding condition. After the catalyst is applied to o-chlorotoluene chlorination, the percentage composition of 2,6-dichlorotoluene in a dichloro product is effectively increased, the content of 2,6-dichlorotoluene reaches 32.5% to the maximum degree, the content of 2,4-dichlorotoluene is 35.4%, and the sum of the content of 2,5-dichlorotoluene and the content of 2,3-dichlorotoluene is 32.1%. By means of the method, the selectivity of 2,6-dichlorotoluene is effectively improved, in other words, the percentage composition of 2,6-dichlorotoluene in the dichloro product is effectively increased.

Description

technical field [0001] The invention belongs to the technical field of chemistry, and in particular relates to a method for selectively preparing 2,6-dichlorotoluene. Background technique [0002] 2,6-dichlorotoluene is an important organic raw material intermediate, widely used as fine chemical intermediates such as pesticides, dyes and medicines. Use 2,6-dichlorotoluene as raw material to synthesize 2,6-dichlorobenzaldehyde series derivatives, which are used in the pharmaceutical industry to synthesize dicloxacillin sodium, and in the pesticide industry to synthesize the herbicide dichonil and insecticide Diflubenzuril is mainly used in the dye industry to synthesize dyes acidic medium bleaching blue B. [0003] The synthesis of 2,6-dichlorotoluene in industry usually takes toluene as the starting material, chlorine as the chlorine source, and Lewis acids such as iron powder or ferric chloride as the catalyst, by introducing a positioning group on the benzene ring or addi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C17/12C07C25/08
CPCC07C17/12C07C25/08
Inventor 王明亮单鸿斌张伟王慧敏彭景薛忠俊
Owner SOUTHEAST UNIV
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