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Method for preparing 3-pentenenitrile

A technology for pentene nitrile and butene nitrile is applied in the field of preparing 3-pentene nitrile and can solve the problems such as the decrease of catalytic activity of catalyst

Active Publication Date: 2019-05-07
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 convert 2-methyl-2-butenenitrile from the target product 3-pentenenitrile and 2-methyl-3-butene by rectification. Separation from nitrile
In addition, the...

Method used

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  • Method for preparing 3-pentenenitrile

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Experimental program
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Effect test

Embodiment 1

[0057] 2-methyl-2-butenenitrile, copper, diisodecyl phosphite, 1,6-bisdiphenylphosphine hexane, magnesium chloride, and xylene at 110:1:20:10:5:30 The molar ratio of the isomerization reactor was added, the reaction pressure was controlled to be 0.5Mpa, and the reaction temperature was 100°C. During the reaction, nitrogen protection was carried out, mechanical stirring was carried out, and the reaction time was 12 hours. The content of each component of the reaction process is detected and analyzed by the conventional gas chromatography analysis method, and the peak area of ​​each material is provided by the gas chromatography in the experimental process as shown in Table 1. In the experiment, n-octane is used as the internal standard. The standard sample of known n-octane and nitriles content is analyzed by chromatography, so that the area relationship between the internal standard and nitriles is as follows:

[0058] Calibration formula for trans-2-methyl-2-butenenitrile: y ...

Embodiment 2

[0076] 2-Methyl-2-butenenitrile, nickel, triphenyl phosphite, 1,2-bisdiphenylphosphineethane, triphenylboron, and benzene in a ratio of 30:1:5:5:1: The molar ratio of 50 was added to the isomerization reactor, the reaction pressure was set at 0.3Mpa, and the reaction temperature was set at 130°C. During the reaction, nitrogen protection was carried out, mechanical stirring was carried out, and the reaction time was 6 hours. After the reaction was completed, unreacted 2-methyl-2-butenenitrile and product 3-pentenenitrile were separated by vacuum distillation . It was detected and analyzed by a conventional gas chromatography analysis method, and the results were: the conversion rate of 2-methyl-2-butenenitrile was 83%, and the selectivity of 3-pentenenitrile was 89.5%.

Embodiment 3

[0078] 2-methyl-2-butenenitrile, cobalt, triisooctyl phosphite, 1,1'-binaphthyl-2,2'-bisdiphenylphosphine, ferric chloride, and dimethylformamide Add the molar ratio of 60:1:10:10:5:30 into the isomerization reactor, control the reaction pressure to 0.2Mpa, and the reaction temperature to 150°C. During the reaction, carry out nitrogen protection, mechanical stirring, and react The time was 18 hours. After the reaction was finished, the unreacted 2-methyl-2-butenenitrile and the product 3-pentenenitrile were separated by distillation under reduced pressure. It was detected and analyzed by a conventional gas chromatography analysis method, and the results were: the conversion rate of 2-methyl-2-butenenitrile was 81%, and the selectivity of 3-pentenenitrile was 89%.

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Abstract

The invention discloses a method for preparing 3-pentenenitrile from 2-methyl-2-butenenitrile. The method comprises the following steps: performing an isomerization reaction on the 2-methyl-2-butenenitrile under catalytic action of a catalyst and a bidentate phosphorus ligand, so as to obtain the 3-pentenenitrile, wherein the catalyst is a coordination compound formed by a low-valence transition metal and a monodentate phosphorus ligand. The method provided by the invention is simple to operate, the raw materials are easy to obtain, and the yield is high.

Description

technical field [0001] The present invention relates to the technical field of adiponitrile production, specifically, the present invention relates to a kind of method for preparing 3-pentenenitrile, more specifically, the present invention relates to the effective utilization of by-product 2-methyl-2-butenenitrile , realize atom economy of adiponitrile process. 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 / m 3 , melting point 2.4°C, boiling point 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 ...

Claims

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Application Information

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IPC IPC(8): C07C253/30C07C255/07C07C253/10C07C255/04
Inventor 韩明汉余永发刘凯凯陈长斌陈韬余升琴黄祥王军王刚吴琨
Owner ANHUI ANQING SHUGUANG CHEM GRP
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