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Method for synthesizing 2, 4-dichlorotoluene and 3, 4-dichlorotoluene by directionally chlorinating parachlorotoluene with supported catalyst

A supported catalyst, p-chlorotoluene technology, applied in the direction of molecular sieve catalysts, chemical instruments and methods, physical/chemical process catalysts, etc., can solve problems such as strong corrosion, polluting the environment, and affecting the service life of devices

Active Publication Date: 2022-07-22
常州新东化工发展有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, while the antimony trichloride catalyst has extremely high activity, it also has obvious shortcomings: ① it is highly corrosive, and it is easy to damage the reactor and other devices, which affects the service life of the device; ② the use of antimony trichloride Catalysts will produce a large amount of sewage during polymerization production, which will seriously pollute the environment if they cannot be treated in time; ③It is difficult to recycle after the reaction, and post-treatment is required, otherwise a large amount of corrosive waste will be generated
Many of the synthetic reactions of fine chemicals involve esterification, alkylation, acylation and isomerization reactions. Most of these reactions require Lewis acid as a catalyst. The commonly used acids are liquid acids such as sulfuric acid and hydrofluoric acid. Acids are highly corrosive and pollute the environment

Method used

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  • Method for synthesizing 2, 4-dichlorotoluene and 3, 4-dichlorotoluene by directionally chlorinating parachlorotoluene with supported catalyst

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0036] Take a 500mL four-necked flask, add 95g of p-chlorotoluene, take 3.2g ZSM-5 type molecular sieve supported anhydrous SbCl3 supported catalyst, weigh the ZSM-5 type molecular sieve loaded anhydrous SbCl in the above steps 3 The supported catalyst was added to the above-mentioned four-necked flask; the four-necked flask was placed in an oil bath, and chlorine gas was passed through at a flow rate of 7mL / min and heated to 40°C, and the reaction was stirred for 6h.

[0037] After 6 hours of reaction, samples were taken for analysis. The conversion rate of raw materials in the sample was 62.33%, the yield of 2,4-dichlorotoluene was 32.25%, and the yield of 3,4-dichlorotoluene was 22.52%. The ratio of 2,4-dichlorotoluene to 3,4-dichlorotoluene was The ratio of chlorotoluene was 1.43.

example 2

[0039] Take a 500mL four-necked flask, add 98g of p-chlorotoluene, and take 3g of ZSM-5 molecular sieve-loaded anhydrous SbCl 3 Loaded catalyst, the 3g ZSM-5 molecular sieve-loaded anhydrous SbCl that was weighed in the above steps was added into the above-mentioned four-necked flask; the four-necked flask was placed in an oil bath, and the flow rate was 8mL / min. Chlorine was passed through and heated to 41 °C, and the reaction was stirred for 6.5 h.

[0040] After 6.5 hours of reaction, samples were taken for analysis. In the sample, the conversion rate of raw materials was 58.82%, the yield of 2,4-dichlorotoluene was 30.99%, and the yield of 3,4-dichlorotoluene was 21.18%. The ratio of 2,4-dichlorotoluene to 3,4-dichlorotoluene was The ratio of chlorotoluene was 1.46.

example 3

[0042] Take a 500mL four-necked flask, add 100g of p-chlorotoluene, get 3g ZSM-5 type molecular sieve-loaded anhydrous SbCl The supported catalyst, the 3g ZSM-5 type molecular sieve-loaded anhydrous SbCl that was taken in the above steps The supported catalyst was added to the above-mentioned In a four-necked flask; put the four-necked flask in an oil bath, pass chlorine gas at a flow rate of 9 mL / min, heat to 42° C., and stir for 6 h.

[0043] After 6 hours of reaction, samples were taken for analysis. The conversion rate of raw materials in the sample was 60.12%, the yield of 2,4-dichlorotoluene was 31.83%, and the yield of 3,4-dichlorotoluene was 21.45%. The ratio of 2,4-dichlorotoluene to 3,4-dichlorotoluene was The ratio of chlorotoluene was 1.48.

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Abstract

The invention relates to a method for synthesizing 2, 4-dichlorotoluene and 3, 4-dichlorotoluene by directionally chlorinating parachlorotoluene with a supported catalyst, and belongs to the technical field of chemical catalytic synthesis. According to the synthesis method disclosed by the invention, after the reaction is finished, the conversion rate of the raw materials is 60-65%, the yield of the 2, 4-dichlorotoluene is 31-32.5%, and the yield of the 3, 4-dichlorotoluene is 20-22%. The ratio of the 2, 4-dichlorotoluene to the 3, 4-dichlorotoluene is 1.43 to 1.49. The method is simple in process and mild in reaction condition, the used molecular sieve supported catalyst is good in catalytic activity, good in stability and easy to separate from a product, the yield of 2, 4-dichlorotoluene and 3, 4-dichlorotoluene can be remarkably increased, the ratio of 2, 4-dichlorotoluene to 3, 4-dichlorotoluene is reduced, and the method has very high industrial application value.

Description

technical field [0001] The invention relates to a method for directional chlorination of p-chlorotoluene to synthesize 2,4-dichlorotoluene and 3,4-dichlorotoluene with a supported catalyst, and belongs to the technical field of chemical catalysis synthesis. Background technique [0002] At present, 2,4-dichlorotoluene is an important intermediate in the pharmaceutical, pesticide and dye industries. It is used to manufacture 2,4-dichlorobenzyl chloride and 2,4-dichlorobenzoyl chloride. It is mainly used in the pharmaceutical industry. It is used in the manufacture of the antimalarial drug Ardipine. At the same time, it is also a good high-boiling organic solvent and is widely used in pharmaceuticals and organic synthesis. The traditional synthesis method takes 2,4-dinitrotoluene as the raw material, through iron powder or hydrogenation reduction, and then through the process of diazotization and catalytic chlorination; this method is due to the long process route, high cost ...

Claims

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Application Information

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IPC IPC(8): C07C17/12C07C25/08B01J29/40
CPCC07C17/12B01J29/40C07C25/08Y02P20/584
Inventor 李景林陶文平刘定华王肖王顺利赵晓龙
Owner 常州新东化工发展有限公司
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