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Method for preparing adiponitrile

A kind of technology of adiponitrile and butadiene nitrile, applied in the field of preparation of adiponitrile

Inactive Publication Date: 2011-03-16
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are no relevant literature and patent reports on the isomerization of 2-methylglutaronitrile into adiponitrile both at home and abroad

Method used

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  • Method for preparing adiponitrile
  • Method for preparing adiponitrile
  • Method for preparing adiponitrile

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The method of the invention is illustrated by the following non-limiting representative examples. All parts, ratios and percentages are by weight unless otherwise indicated. The catalyst solution is composed of triphenylphosphine and Ni(COD) 2(“COD” refers to 1,5-cyclooctadiene) is prepared by mixing and dissolving in 3-pentenenitrile at a molar ratio of 4:1. Add 2-methylglutaronitrile to the catalyst solution, the molar ratio of 2-methylglutaronitrile to nickel is 100:1, and stir for 10 minutes to combine the catalyst solution and the substrate 2-methylglutaronitrile A homogeneous reaction mixture was formed. The reaction was continued for 4 hours at 100°C under the protection of argon, and the reaction was stopped. The reaction method is shown in the appendix figure 1 . The reaction mixture was analyzed using standard gas chromatography techniques, see attached Figure 2-6 . GC-MS model: Polaris-Q; manufacturer: Thermo Finnigan, USA. The conversion rate of 2-me...

Embodiment 2

[0036] The catalyst solution is composed of triphenylphosphine and Ni(COD) 2 It is prepared by mixing and dissolving in 3-pentenenitrile at a molar ratio of 4:1, and the reaction temperature is 170° C. Others are the same as in Example 1. The conversion rate of 2-methylglutaronitrile isomerization is 25%, and adiponitrile The selectivity is 82%.

Embodiment 3

[0038] The catalyst solution is composed of triphenylphosphine and Ni(COD) 2 It is prepared by mixing and dissolving in 3-pentenenitrile at a molar ratio of 4:1. The reaction temperature is 70° C., and the others are the same as in Example 1. The conversion rate of isomerization of 2-methylglutaronitrile is 0%.

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Abstract

The invention discloses a method for preparing adiponitrile, relates to reaction for isomerizing branched chain adiponitrile into linear adiponitrile in the technical field of chemical industry, in particular to the method for preparing the adiponitrile. In the method, 2-methyl glutaronitrile is isomerized into the adiponitrile; and the 2-methyl glutaronitrile is independently isomerized or mixedwith other compounds and then the mixture is isomerized in an organic solvent in the presence of a transition metal organic compound serving as a catalyst, wherein the other compounds are 2-methyl-3-butene nitrile, 2-methyl-2-butene nitrile, 4-amylene nitrile, 3-amylene nitrile, 2-amylene nitrile, butadiene nitrile, the adiponitrile, and 2-ethyl butanedinitrile or valeronitrile; and the reaction temperature is between 10 and 250 DEG C. The 2-methyl glutaronitrile is one of main byproducts in the synthesis industry of the adiponitrile and has a small practical application range at present. By designing appropriate reaction conditions and selecting a high-efficiency catalyst, the reaction for isomerizing the 2-methyl glutaronitrile into the adiponitrile is realized and the 2-methyl glutaronitrile is isomerized into the linear adiponitrile, so that a new field is created for the industrial application of the 2-methyl glutaronitrile and the method certainly has profound effect on the conventional synthesis industry of the adiponitrile.

Description

technical field [0001] The invention relates to the reaction of isomerizing branched dinitriles into linear dinitriles in the technical field of chemical industry; in particular, it relates to a preparation method of adiponitrile. Background technique [0002] 2-Methylglutaronitrile is a by-product of the hydrocyanation of butadiene to prepare adiponitrile. A description of the essential features of a continuous process for the preparation of adiponitrile can be obtained from US 4,080,374, where US 3,496,215 describes the reaction of 1,3-butadiene with hydrogen cyanide to obtain a compound comprising 3-pentenenitrile and 2-methyl - Mixtures of 3-butenenitrile. US 3,542,874 describes the isomerization of 2-methyl-3-butenenitrile to 3-pentenenitrile, US 3,752,839 describes the reaction of the obtained 3-pentenenitrile with hydrogen cyanide to obtain a compound comprising adiponitrile and Mixture of methylglutaric acid. [0003] Adiponitrile is hydrogenated and reduced to pr...

Claims

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Application Information

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IPC IPC(8): C07C255/04C07C253/30
Inventor 黄唯平董建勋朱宝林石玉坤
Owner NANKAI UNIV
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