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Method for preparing 2,4-dichlorophenoxyacetic acid

A technology of dichlorophenoxyacetic acid and phenoxyacetic acid is applied in the preparation of carboxylates, chemical instruments and methods, preparation of organic compounds, etc., and can solve problems such as affecting quality and yield, complex synthesis route and technological process, etc. The effect of low cost, shortened response time, and accelerated response speed

Inactive Publication Date: 2015-03-25
常熟市尚登新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The existing synthetic route has a complex technological process, and the products contain impurities such as 2,6-dichlorophenoxyacetic acid, trichlorophenoxyacetic acid, and intermediate monochlorophenoxyacetic acid; the existence of these impurities directly affects the quality and yield. Rate

Method used

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  • Method for preparing 2,4-dichlorophenoxyacetic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment one: the preparation of phenoxyacetic acid

[0021] Add 1Kg of chloroacetic acid and 1Kg of 10% sodium hydroxide solution into the reactor, stir for 15-20 minutes, then add 800g of phenol 0.6mol, adjust the pH value to 11 with sodium bicarbonate; then heat at 100°C for 40 Minutes; then add hydrochloric acid to adjust the pH value to 4; finally cool in an ice-water bath, wash and dry the obtained solid to obtain phenoxyacetic acid with a content of 96%.

Embodiment 2

[0022] Embodiment two: the preparation of 2,4-dichlorophenoxyacetic acid

[0023] In the reaction flask, put 10 mol of the original powder of phenoxyacetic acid in Example 1, 700 g of acetic acid, 175 g of water, and 0.1 mole of iron phthalocyanine; after stirring, start feeding 22 mol of chlorine gas for chlorination reaction, stir and heat up to 75°C, and continue stirring After half an hour, the reaction product was directly cooled to 18°C, maintained for about 0.6 hours, filtered with suction, and the obtained filter cake was directly dried at 60°C to obtain 2,4-dichlorophenoxyacetic acid with a content of 99.7%, and the yield (relative to phenoxy Acetic acid calculation) 98%.

Embodiment 3

[0024] Embodiment three: the preparation of 2,4-dichlorophenoxyacetic acid

[0025] Using the mother liquor obtained in Example 2, add 50 g of 60% acetic acid aqueous solution and 9 mol of phenoxyacetic acid powder, and follow the process and operation described in Example 1 to obtain 2,4-dichlorophenoxyacetic acid with a content of 98.8% and a yield of 98.1%.

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Abstract

The invention discloses a method for preparing 2,4-dichlorophenoxyacetic acid. The method comprises the following specific steps of adding chloroacetic acid into a sodium hydroxide solution, stirring, adding phenol and adjusting the pH to 11 with sodium bicarbonate; heating for 40 minutes at 100 DEG C; adding hydrochloric acid to adjust the pH value to 4; finally cooling in an ice-water bath to obtain a solid, washing the obtained solid and drying to obtain phenoxy acetic acid; adding the phenoxy acetic acid into a mixed solution of acetic acid and water, adding iron phthalocyanine and stirring; introducing chlorine to carry out chlorination reaction; reacting for 35-50 minutes until the chlorination reaction is completed to obtain a reaction product; cooling the reaction product and filtering to obtain a solid substance; and finally cooling the solid substance to obtain the finished product 2,4-dichlorophenoxyacetic acid, wherein the molar amount of iron phthalocyanine is 0.1% of phenoxy acetic acid. By the method, the product has the advantages of high quality, high yield and high purity; the preparation process is simple and stable, low in industrial cost and environmental friendly.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of 2,4-dichlorophenoxyacetic acid. Background technique [0002] 2,4-Dichlorophenoxyacetic acid (2,4-D) is a plant growth regulator widely used at present. It is an effective herbicide and preservative. It has the functions of preventing lodging, promoting rice production and early maturity , can also be used as an antifungal agent. After 1945, many countries put it into production and application. [0003] Phenol is first chlorinated by chlorine gas to produce 2,4-dichlorophenol, and then etherified and acidified with sodium chloroacetate under alkaline conditions to prepare 2,4-D; phenol and chloroacetic acid can be quickly Etherification, acidification, phenoxyacetic acid, and then chlorination in the aqueous phase can also synthesize 2,4-D. [0004] However, the chlorination end point of phenol is difficult to control. Dichlorophenol contai...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C59/70C07C51/363
CPCC07C51/363C07C51/367C07C59/70
Inventor 吴国民
Owner 常熟市尚登新材料有限公司
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