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A method for producing 2,6-dichlorobenzylidene dichloride while by-producing 2,6-dichlorotoluene

A technology of dichlorobenzylidene dichloride and dichlorotoluene, which is applied in the production field of chemical raw materials, can solve the problems of unfavorable reactions, single components, and high cost, and achieve economic benefits, flexible operation control, and low production costs. Effect

Active Publication Date: 2021-03-30
NANJING TECH UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The above-mentioned prior art uses 2-chloro-6-nitrotoluene as a raw material to synthesize 2,6-dichlorobenzylidene dichloride, and chlorination involves the substitution of nitro on the benzene ring, the one, two, and three chlorines of side chain methyl groups. Substitution and substitution of chloromethyl and other series-parallel reactions, so the process is more complicated, the reaction terminal is difficult to control, the deep chlorination, the yield is low, not only post-processing difficulties but also certain harm to the environment; with 2,6 -Dichlorotoluene is used as raw material for deep chlorination to obtain 2,6-dichlorobenzylidene dichloride, which also has these problems, and the cost is higher
When the reaction yield is not high, 2,6-dichlorobenzylidene dichloride contains a large amount of impurities which is not only unfavorable for subsequent reactions, but also causes serious environmental pollution
The Chinese patent whose publication number is CN 103172490A only relates to the rectification and separation of products, and does not relate to reactive distillation; and the Chinese patent whose publication number is CN 101070267A mentions a knapsack type reactive distillation device for producing benzylidene dichloride, but its The reaction raw materials and process are simple, and the generated components are single, so it is not suitable for complex chlorination reactions

Method used

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  • A method for producing 2,6-dichlorobenzylidene dichloride while by-producing 2,6-dichlorotoluene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Such as figure 1 In the process flow shown, a 2000mL tank reactor is coupled with a rectification tower, 2000g of 2-chloro-6-nitrotoluene is added, and 20g of catalyst tetramethylammonium chloride is added. During chlorination, the reactor chlorine gas flow rate is 300mL / min, and the chlorination temperature is 150°C. The operating pressure of No. 1 rectifying tower is 2.5kPa, the temperature at the top of the tower is 85°C, and the temperature at the bottom of the tower is 135°C. The packing height of the rectification column is 1m, and the column diameter is 30mm. Reactive distillation yielded 469.40 g of 2,6-dichlorotoluene with a purity of 99%, and deep chlorination gave 1903.41 g of 2,6-dichlorobenzylidene dichloride with a purity of 95.0%.

Embodiment 2

[0028] Such as figure 1 As shown in the process flow, a 000mL tank reactor is coupled with a rectification tower, 2000g of 2-chloro-6-nitrotoluene is added, and 20g of catalyst tetraethylammonium chloride is added. During chlorination, the chlorine gas flow rate in the reactor is 300mL / min, and the chlorination temperature is 160°C. The operating pressure of No. 1 rectifying tower is 2.5kPa, the temperature at the top of the tower is 85°C, and the temperature at the bottom of the tower is 135°C. The packing height of the rectification column is 1m, and the column diameter is 30mm. Reactive distillation yielded 512.08 g of 2,6-dichlorotoluene with a purity of 99%, and deep chlorination gave 1848.88 g of 2,6-dichlorobenzylidene dichloride with a purity of 95.5%.

Embodiment 3

[0030] Such as figure 1 In the process flow shown, a 2000mL photochemical reactor is coupled with a rectification tower, 2000g of 2-chloro-6-nitrotoluene is added into the reactor, and 20g of catalyst tetramethylammonium chloride is added. During chlorination, the chlorine flow rate of each reactor is 300mL / min, and the chlorination temperature is 50°C. The operating pressure of No. 1 rectifying tower is 2.5kPa, the temperature at the top of the tower is 85°C, and the temperature at the bottom of the tower is 135°C. The packing height of the rectification column is 1.2m, and the column diameter is 30mm. Reactive distillation yielded 560.01 g of 2,6-dichlorotoluene with a purity of 99%, and deep chlorination gave 1,796.17 g of 2,6-dichlorobenzylidene dichloride with a purity of 97.0%.

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Abstract

The invention discloses a method for producing 2,6-dichloro benzal chloride with a byproduct of 2,6-dichlorotoluene. Through a chlorination-rectification-chlorination process, the method is capable ofmeeting a purpose of continuous reactions. The method comprises the following steps: by adopting a backpack type reaction rectification coupling mode and 2-chlorine-6-nitrotoluene as a raw material,adding the raw material and a catalyst into a chlorination reactor coupled with a rectification tower, and introducing chlorine to implement a chlorination reaction; transferring the material after the chlorination reaction into a #1 rectification tower, backflowing a top part of the tower, and discharging the material from the tower top to obtain 2,6-dichlorotoluene; transferring the residual material after the chlorination reaction into a #2 rectification tower, backflowing the top part of the tower, and discharging the material from the tower top to obtain 2-chloro-6-nitrotoluene, mixing the 2-chloro-6-nitrotoluene with a fresh raw material, circulating, transferring into the chlorination reactor, collecting residual liquid at the bottom of the #2 rectification tower as 2-chloro-6-nitrobenzyl chloride and 2,6-dichloro monobenzyl chloride, further mixing the product with the fresh raw material, feeding back to the chlorination reactor coupled with the rectification tower, and carrying out deep chlorination to obtaining 2,6-dichloro benzal chloride.

Description

technical field [0001] The invention relates to a method for producing chemical raw materials, more specifically to a method for producing 2,6-dichlorobenzylidene dichloride while by-producing 2,6-dichlorotoluene. Background technique [0002] 2,6-dichlorobenzylidene dichloride, also known as 2,6-dichlorobenzylidene dichloride, is used as an intermediate of 2,6-dichlorobenzaldehyde and 2,6-dichlorobenzonitrile in industrial production The deep chlorination reaction is carried out with 2,6-dichlorotoluene or 2-chloro-6-nitrotoluene as the raw material. The reaction mechanism is a free radical reaction. The chlorination temperature is high and the time is long. In addition to 2,6-dichlorobenzylidene dichloride, there are polychlorinated products such as 2,6-dichlorobenzyl chloride and 2,6-dichlorobenzylidene trichloride. Therefore, for green production, researchers Continuous research and improvement has been carried out. [0003] Chen Qun et al. (Chen Qun, chlorination proc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C17/14C07C17/093C07C17/383C07C25/02
CPCC07C17/093C07C17/14C07C17/383C07C25/02Y02P20/10Y02P20/584
Inventor 刘定华张怡君李松跃刘晓勤孙林兵徐军
Owner NANJING TECH UNIV
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