Method for producing phenylene diamine by performing hydrogenation reduction on mixed dinitrobenzene with palladium catalyst

A technology of dinitrobenzene palladium and dinitrobenzene is applied in the field of hydrogenation reduction of mixed dinitrobenzene palladium catalyst to produce phenylenediamine, and can solve the problems of high energy consumption, high reaction temperature, low raw material conversion rate, and the like, Achieve the effect of reducing energy consumption, increasing product output and improving product quality

Active Publication Date: 2011-05-25
上海鸿源鑫创材料科技有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing technology adopts Raney nickel or carrier nickel catalyst hydrogenation reduction to produce phenylenediamine, and its disadvantages are: 1, high reaction pressure, high energy con

Method used

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  • Method for producing phenylene diamine by performing hydrogenation reduction on mixed dinitrobenzene with palladium catalyst
  • Method for producing phenylene diamine by performing hydrogenation reduction on mixed dinitrobenzene with palladium catalyst

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Effect test

Embodiment 1

[0044] The method step of mixing dinitrophenyl palladium catalyst hydrogenation reduction to produce m-phenylenediamine is as follows:

[0045] Reactor volume 2M 3, add 506 kilograms of mixed dinitrobenzene raw materials in the reactor, wherein 500 kilograms of dinitrobenzene content, the ratio of ortho, meta, right isomer in dinitrobenzene 10:88:2; 1000 kilograms of alcoholic solvents 6 kg of 5% palladium catalyst, closed reactor, nitrogen replacement qualified, steam heating, control the temperature in the reactor 56 ℃, maintain the reaction pressure 0.55Mpa, keep 120 minutes for hydrogenation reaction. After the hydrogenation reaction, HPLC detected that the reduction product contained 320.7 kg of phenylenediamine, and the hydrogenation yield of dinitrobenzene was 99.7%. Pump the reducing solution to the filter to filter the catalyst, then pump the filtered phenylenediamine reducing solution to the dealcoholization tower for dealcoholization; the reducing solution enters t...

Embodiment 2

[0047] The method steps of mixing dinitrophenyl palladium catalyst hydrogenation reduction to produce o-phenylenediamine are as follows:

[0048] Reactor volume 2M 3 , add 505 kilograms of mixed dinitrobenzene raw materials in the reactor, wherein 500 kilograms of dinitrobenzene content, the ratio of ortho, meta, right isomer in dinitrobenzene 12: 85.7: 2.3; 1000 kilograms of alcoholic solvents 5 kg of 5% palladium catalyst, closed reactor, nitrogen replacement qualified, steam heating, control reactor temperature 50 ℃, reaction pressure 0.45Mpa, keep 90 minutes for hydrogenation reaction. After the hydrogenation reaction, HPLC detected that the reduced product contained 320.1 kg of phenylenediamine, and the hydrogenation yield of dinitrobenzene was 99.52%. Pump the reducing solution to the filter to filter the catalyst, then pump the filtered phenylenediamine reducing solution to the dealcoholization tower for dealcoholization; the reducing solution enters the middle part of...

Embodiment 3

[0050] The method step of mixing dinitrobenzene palladium catalyst hydrogenation reduction to produce p-phenylenediamine is as follows:

[0051] Reactor volume 2M 3 , add 506 kilograms of mixed dinitrobenzene raw materials in the reactor, wherein 500 kilograms of dinitrobenzene content, the ratio of ortho, meta, right isomer in dinitrobenzene 11: 86.8: 2.2; 1000 kilograms of alcoholic solvents 5 kg of 5% palladium catalyst, closed reactor, nitrogen replacement qualified, through steam heating, control the temperature in the reactor 60 ℃, pressure 0.5Mpa, keep 100 minutes for hydrogenation reaction. After the hydrogenation reaction, HPLC detected that the reduced product contained 320.2 kg of phenylenediamine, and the hydrogenation yield of dinitrobenzene was 99.55%. Pump the reducing solution to the filter to filter the catalyst, then pump the filtered phenylenediamine reducing solution to the dealcoholization tower for dealcoholization; the reducing solution enters the middl...

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Abstract

The invention belongs to a method for producing phenylene diamine, in particular to the method for producing the phenylene diamine by performing hydrogenation reduction on mixed dinitrobenzene with palladium catalyst. The prior art which produces the phenylene diamine by performing the hydrogenation reduction by adopting a Raney nickel or carrier nickel catalyst has the disadvantages of high energy consumption, low raw material conversion rate, and poor product quality. The method comprises the following steps of: adding 100 weight parts of dinitrobenzene, 100 to 200 weight parts of alcohols solvents and 0.5 to 1 weight part of the palladium catalyst into a reaction kettle, wherein the temperature in the reaction kettle is between 40 and 60 DEG C and the pressure is between 0.25 and 0.60 MPa; performing hydrogenation for 30 to 120 minutes; conveying a reaction product to a filter; dealcoholizing in a dealcoholization tower for recovering to obtain phenylene diamine solution; and obtaining m-phenylenediamine, o-phenylenediamine and p-phenylenediamine products by dewatering, rectifying and separating. The method has the advantages of improving product quality, reducing raw material consumption and reducing production cost.

Description

technical field [0001] The invention belongs to a production method of phenylenediamine, in particular to a method for producing phenylenediamine through hydrogenation reduction of a mixed dinitrobenzene palladium catalyst. Background technique [0002] Phenylenediamine, also known as diaminobenzene, is a fine chemical intermediate with molecular formula C 6 h 4 (NH 2 ) 2 , composed of a benzene ring and two amino groups, with a molecular weight of 108.14. According to the different positions of the amino groups on the benzene ring, phenylenediamine includes three isomers of o-phenylenediamine, m-phenylenediamine, and p-phenylenediamine. Each product can be used to produce dyes, medicines, and epoxy resin curing agents. And petroleum additives, rubber additives, polyaramid fibers, etc. The prior art adopts Raney nickel or carrier nickel catalyst hydrogenation reduction to produce phenylenediamine, and its disadvantages are: 1, high reaction pressure, high energy consump...

Claims

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Application Information

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IPC IPC(8): C07C211/51C07C209/36B01J23/44
Inventor 谭应龙苏建军齐秀杰姜培培彭文博何光喜贡晗何旭斌
Owner 上海鸿源鑫创材料科技有限公司
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