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O-dichlorobenzene synthesizing method

A technology of o-dichlorobenzene and synthesis method, which is applied in the fields of chemical instruments and methods, organic compound/hydride/coordination complex catalyst, organic chemistry, etc. It can solve the problems of many by-products, complicated synthesis process, and low separation efficiency, etc. problems, to achieve the effect of reducing by-products, optimizing reaction conditions, and improving economic benefits

Inactive Publication Date: 2016-01-06
FUJIAN YIMING MEDICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

2) O-chloroaniline is formed by diazotization and chlorination. The synthesis rate of o-chloroaniline diazotization method is low and the production capacity is not high
4) Benzene chlorination, the process control conditions of benzene chlorination are difficult, and the separation efficiency is not high
Among them, the synthesis process of phenylenediamine diazotization method is complicated and has been eliminated.
O-dinitrobenzene, an explosive substance, exists in the chlorination method of o-dinitrobenzene, and there are great safety hazards in the synthesis process
The Chinese invention patent with the patent number CN102976886A discloses a synthesis method of o-dichlorobenzene, which uses iron rings and fluorspar as catalysts. Compared with traditional synthesis methods, the consumption of raw materials is reduced, and the total production capacity (including p-dichlorobenzene , the sum of production capacity of chlorinated benzene and o-dichlorobenzene) has increased, but the amount of catalyst used is relatively large, the production capacity of o-dichlorobenzene is not significantly increased, there are many by-products, the production process cannot be carried out continuously, and the production efficiency is low , the reaction residue can not be effectively utilized

Method used

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  • O-dichlorobenzene synthesizing method

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] 78 kilograms of benzene and 0.1 kilogram of catalyzer (5,10,15,20-tetraphenyliron porphyrin, concrete structural formula as shown in the above formula (1), M is iron ion) is added in the reactor, feeds 145 kilograms of chlorine gas Reaction, the reaction temperature is 70-120 degrees, the reaction pressure is 1-4 atmospheres, and the reaction time is 2-7 hours. Absorb the hydrogen chloride gas generated by the reaction with an appropriate amount of water. The reacted solution was distilled to obtain a mixture of chlorobenzene and o-dichlorobenzene. The mixture was washed with a 5% sodium hydroxide solution, dried, and rectified to obtain 135 kg of o-dichlorobenzene with a purity of 99.5%. and a small amount of chlorobenzene. The residue in the reactor was directly used for subsequent reactions.

[0024] The yield of o-dichlorobenzene of this embodiment is 98%.

Embodiment 2

[0026] The residue after distillation in 78 kilograms of benzene and embodiment 1 (main component is 5,10,15,20-tetraphenyliron porphyrin) is added in reaction unit, feeds 145 kilograms of chlorines and reacts, and temperature of reaction is 70 -120 degrees, the reaction pressure is 1-4 atmospheres, and the reaction time is 2-7 hours. Absorb the hydrogen chloride gas generated by the reaction with an appropriate amount of water. The reacted solution was distilled to obtain a mixture of chlorobenzene and o-dichlorobenzene. The mixture was washed with a 5% sodium hydroxide solution, dried, and rectified to obtain 132 kg of o-dichlorobenzene with a purity of 99.5%. and a small amount of chlorobenzene. The residue in the reactor was directly used for subsequent reactions.

[0027] The yield of o-dichlorobenzene in this embodiment is 95.8%.

Embodiment 3

[0029] The residue (main component is 5,10,15,20-tetraphenyliron porphyrin) after the distillation in 78 kilograms of benzene and embodiment 2 is added in the reactor, feeds 145 kilograms of chlorines and reacts, and reaction temperature is 70 -120 degrees, the reaction pressure is 1-4 atmospheres, and the reaction time is 2-7 hours. Absorb the hydrogen chloride gas generated by the reaction with an appropriate amount of water. The reacted solution was distilled to obtain a mixture of chlorobenzene and o-dichlorobenzene. The mixture was washed with 5% sodium hydroxide solution, dried, and rectified to obtain 133 kilograms of o-dichlorobenzene with a purity of 99.5%. A small amount of chlorobenzene. The residue in the reactor was directly used for subsequent reactions.

[0030] The yield of o-dichlorobenzene in this embodiment is 96.6%.

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Abstract

The invention relates to an o-dichlorobenzene synthesizing method. O-dichlorobenzene is formed through reaction of the materials including benzene, chlorine and a metalloporphyrin catalyst. The weight ratio of benzene, chlorine and the metalloporphyrin catalyst is 1:2.3:0.0001-0.1. The reaction temperature is 70-120 DEG C, reaction pressure is 1-4 atmospheric pressures, and reaction time is 2-7 hours. According to the method, metalloporphyrin serves as the catalyst, reaction conditions are optimized, and the characteristic that metalloporphyrin is high in catalytic activity and selectivity is used, so that o-dichlorobenzene is generated more easily through benzene and chlorine under special reaction conditions. Thus, generation of side products is reduced, the productivity of o-dichlorobenzene is remarkably improved, and raw material consumption is effectively reduced.

Description

technical field [0001] The invention relates to a synthesis method of o-dichlorobenzene. Background technique [0002] Dichlorobenzene mainly refers to p-dichlorobenzene and o-dichlorobenzene, which are important fine chemical raw materials. Among them, o-dichlorobenzene is the raw material and intermediate for the manufacture of pesticides and dyes, and can also be used as resin tar, asphalt, rubber, degreasing agent and organic heat carrier. O-dichlorobenzene is a colorless liquid with aromatic odor, melting point -17°C, insoluble in water, soluble in ethanol and ether, easily soluble in organic solvent benzene. [0003] Ortho-dichlorobenzene can be used as an intermediate of broad-spectrum antifungal drug miconazole. The traditional synthesis methods include: 1) diazotization reaction of phenylenediamine with sulfuric acid and sodium nitrite to make diazonium salt, and then through chlorine turned into. 2) O-chloroaniline is formed by diazotization and chlorination. Th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/08C07C17/12C07C17/38B01J31/22
Inventor 江国防王敬祝陈华平
Owner FUJIAN YIMING MEDICAL TECH CO LTD
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