2-pentenenitrile isomerization reaction generates the method for 3-pentenenitrile

A technology of pentene nitrile and isomerization, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of catalyst deactivation, reduction of catalyst activity and service life, etc., to reduce process costs, reduce The effect of separating the burden and shortening the reaction time

Active Publication Date: 2021-08-24
ANHUI ANQING SHUGUANG CHEM GRP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The boiling points of the above-mentioned nitrile compounds are not much different, and the relative volatility is close to 1, so it is difficult to separate 2-pentenenitrile from the target product 3-pentenenitrile and 4-pentenenitrile (4PN) by rectification
In addition, our research found that the by-product 2-pentenenitrile can lead to catalyst deactivation, which significantly reduces the activity and service life of the catalyst

Method used

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  • 2-pentenenitrile isomerization reaction generates the method for 3-pentenenitrile
  • 2-pentenenitrile isomerization reaction generates the method for 3-pentenenitrile

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Embodiment 1

[0031] The invention discloses a method for generating 3-pentenenitrile by isomerization reaction of 2-pentenenitrile, comprising the following steps:

[0032] Mix 2-pentenenitrile, nickel, triphenyl phosphite, 1,2-bisdiphenylphosphine ethane, triphenylboron, and benzene in a molar ratio of 30:1:5:5:1:50 Ratio is added to the isomerization reactor, the reaction pressure is set to 0.1Mpa, and the reaction temperature is set to 130°C. During the reaction, nitrogen protection was carried out, mechanical stirring was carried out, and the reaction time was 30 hours. After the reaction was completed, unreacted 2-pentenenitrile and product 3-pentenenitrile were separated by vacuum distillation. The specific process of vacuum distillation is as follows: the temperature at the top of the tower is 30°C, the temperature at the bottom of the tower is 70°C, and the pressure is 3KPa. It was detected and analyzed by a well-known gas chromatography analysis method, and the results were: the ...

Embodiment 2

[0034] The invention discloses a method for generating 3-pentenenitrile by isomerization reaction of 2-pentenenitrile, comprising the following steps:

[0035] Mix 2-pentenenitrile, cobalt, triisooctyl phosphite, 1,1'-binaphthyl-2,2'-bisdiphenylphosphine, ferric chloride, and dimethylformamide at a ratio of 60:1:15 : 10:10:30 molar ratio is added in the isomerization reactor, the control reaction pressure is 0.2Mpa, the reaction temperature is 130 ℃, in the reaction process, carry out nitrogen protection, mechanical stirring, the reaction time is 18 hours, After the reaction, unreacted 2-pentenenitrile and product 3-pentenenitrile were separated by vacuum distillation. The specific process of vacuum distillation is: the tower top temperature is 55°C, the tower bottom temperature is 105°C, and the pressure is 25KPa. It was detected and analyzed by a well-known gas chromatography analysis method, and the results were: the conversion rate of 2-pentenenitrile was 41%, and the sel...

Embodiment 3

[0037] The invention discloses a method for generating 3-pentenenitrile by isomerization reaction of 2-pentenenitrile, comprising the following steps:

[0038] Mix 2-pentenenitrile, copper, diisodecyl phosphite, 1,6-bisdiphenylphosphine hexane, magnesium chloride, and xylene in a molar ratio of 50:1:20:10:5:30 Add it into the isomerization reactor, control the reaction pressure to be 0.5Mpa, and the reaction temperature is 150°C. During the reaction, nitrogen protection is carried out, and mechanical stirring is carried out. The reaction time is 24 hours. The reacted 2-pentenenitrile and the product 3-pentenenitrile are separated. The specific process of vacuum distillation is: the tower top temperature is 40°C, the tower bottom temperature is 90°C, and the pressure is 15KPa. It was detected and analyzed by a well-known gas chromatography analysis method, and the result was: the conversion rate of 2-pentenenitrile was 45%, and the selectivity of 3-pentenenitrile was 85%.

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Abstract

The invention discloses a method for generating 3-pentenenitrile by isomerization reaction of 2-pentenenitrile, which is characterized in that it comprises the following steps: 2-pentenenitrile, catalyst, bidentate phosphorus ligand, Lewis acid, solvent Mix to obtain a reaction system; under the condition of nitrogen protection, the reaction system in step 1 is reacted at a reaction pressure of 0.1 to 0.5Mpa and a reaction temperature of 80 to 150°C; after the reaction is completed, the unreacted 2-pentenenitrile and the product 3-pentenenitrile are separated. The invention has the advantages of increasing the yield of the target product, shortening the reaction process and reducing the difficulty of product separation.

Description

technical field [0001] The invention relates to the technical field of adiponitrile production, in particular to a method for generating 3-pentenenitrile through the isomerization reaction of 2-pentenenitrile. Background technique [0002] Adiponitrile (molecular formula: NC-CH 2 -CH 2 -CH 2 -CH 2 -CN) is a colorless viscous liquid with a density of 960kg / m3, a melting point of 2.4°C and a boiling point of 295°C. Adiponitrile is miscible with chloroform, methanol, ethanol, etc., but insoluble in water, cyclohexane, etc., and is toxic and corrosive. The most important use of adiponitrile is in the production of nylon 66. Hexamethylenediamine is obtained by hydrogenation reduction of adiponitrile, and nylon 66 is obtained by polycondensation reaction of hexamethylenediamine and adipic acid. Adiponitrile can also be used in the preparation of caprolactam and other chemical products, as well as in the textile industry and electroplating industry. Therefore, adiponitrile h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/30C07C255/07
CPCC07C253/30C07C255/07
Inventor 韩明汉余永发刘凯凯陈长斌陈韬余升琴黄祥叶怀安王刚王军吴琨
Owner ANHUI ANQING SHUGUANG CHEM GRP
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