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Production process for preparing parachloroaniline by catalytic hydrogenation of para-nitrochlorobenzene

A technology of p-nitrochlorobenzene and p-nitrochlorobenzene, which is applied in the production process field of preparing p-chloroaniline by hydrogenation process, can solve the problems of low product yield, short reaction route, and large amount of waste liquid

Inactive Publication Date: 2012-10-31
JIANGSU KANGHENG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The iron powder reduction method produces a large amount of iron sludge, which seriously pollutes the environment; the alkali sulfide reduction method has disadvantages such as complex reduction routes, low product yield, and large waste liquid; the electrochemical reduction method consumes too much energy; the catalytic hydrogenation method has a reaction route Short, low energy consumption, environmental friendly and other advantages
However, in the process of preparing p-chloroaniline by catalytic hydrogenation of p-nitrochlorobenzene, the side reaction of hydrogenolysis and dechlorination to generate aniline easily occurs due to the C-Cl bond on the benzene ring in the presence of a metal catalyst, thereby reducing the yield of the main product. Rate
At the same time, the hydrogen chloride generated by dechlorination will also cause corrosion to equipment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0017] Add 100 g of p-nitrochlorobenzene and 150 g of methanol into a 1L autoclave, add 5 g of Raney-Ni catalyst and 1.5 g of dicyandiamide at the same time, close the autoclave, open the hydrogen valve, feed hydrogen into the autoclave, and replace Gas 3 times, adjust the pressure of the kettle to 1.0 MPa, stir and heat up to 55 °C for 4 hours. Sampling, the result of gas chromatographic analysis is that the content of p-nitrochlorobenzene is 98.95%, and aniline is 0.45%.

example 2

[0019] Add 150 g of p-nitrochlorobenzene and 225 g of methanol into a 1L autoclave, add 7.5 g of Raney-Ni catalyst and 2.1 g of dicyandiamide at the same time, close the autoclave, open the hydrogen valve, feed hydrogen into the autoclave, and replace Gas 3 times, adjust the pressure of the kettle to 1.0 MPa, stir and heat up to 55 °C for 4 hours. Sampling was carried out, and the results of gas chromatography analysis showed that the content of p-nitrochlorobenzene was 99.03%, and that of aniline was 0.48%.

example 3

[0021] Add 200 g of p-nitrochlorobenzene and 300 g of methanol into a 1L autoclave, add 10 g of Raney-Ni catalyst, and 3 g of dicyandiamide at the same time, close the autoclave, open the hydrogen valve, feed hydrogen into the autoclave, and ventilate 3 times, adjust the pressure of the kettle to 1.0 MPa, stir and raise the temperature to 55 °C for 4 hours. Sampling, the results of gas chromatography analysis results p-nitrochlorobenzene content of 99.15%, aniline 0.38%.

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PUM

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Abstract

The invention discloses a production process for preparing chloroaniline by catalytic hydrogenation of para-nitrochlorobenzene. The meta-chloroaniline is prepared by catalytic hydrogenation of para-nitrochlorobenzene as raw material in methanol as solvent in the presence of Raney-Ni catalyst and dicyandiamide as a dechlorination inhibotor at 55 DEG C under 1 MPa. According to the process, the selectivity of parachloroaniline is more than 98.5%, and the dechlorination rate is less than 0.5%.

Description

technical field [0001] The invention relates to a production process of p-chloroaniline, in particular to a production process for preparing p-chloroaniline by using a hydrogenation process. Background technique [0002] p-Chloroaniline is an important fine chemical intermediate, widely used in the production of pesticides, dyes, pharmaceuticals and other fine chemicals. Traditional nitro reduction methods mainly include iron powder reduction method, alkali sulfide reduction method, catalytic hydrogenation reduction method, and electrochemical reduction method. The iron powder reduction method produces a large amount of iron sludge, which seriously pollutes the environment; the alkali sulfide reduction method has disadvantages such as complex reduction routes, low product yield, and large waste liquid; the electrochemical reduction method consumes too much energy; the catalytic hydrogenation method has a reaction route Short, low energy consumption, environmental friendline...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/52C07C209/36
Inventor 邱志刚雍成松
Owner JIANGSU KANGHENG CHEM
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