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Preparation method of adiponitrile

A technology for adiponitrile and pentene nitrile, which is applied in the field of preparation and separation of chemical products, can solve the problems of complicated separation and recovery process of homogeneous catalyst, increased production cost of adiponitrile, extremely sensitive catalyst to water, etc. It is easy to recover and recycle, reduce the consumption of phosphorus ligands, and save the effect of removing water from raw materials

Active Publication Date: 2021-08-17
ZHEJIANG NHU CO LTD +3
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0004] The Chinese patent application whose publication number is CN 111995547 A discloses a preparation method of adiponitrile. The preparation method mainly reduces the residue of hydrocyanic acid to a low level by monitoring the content of hydrocyanic acid in real time, and improves the safety and security of operation. The stability of the catalyst during the reaction, but this method uses a homogeneous catalyst, and the separation and recovery process of the homogeneous catalyst is relatively complicated, resulting in an increase in the production cost of the overall adiponitrile
In addition, the catalyst in the patent CN 111995547 A is extremely sensitive to water and decomposes when it meets water
If it is necessary to control the hydrolysis ratio of the catalyst, it is necessary to strictly control the moisture in the reaction raw materials and the system, which increases the process cost

Method used

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  • Preparation method of adiponitrile
  • Preparation method of adiponitrile
  • Preparation method of adiponitrile

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preparation example Construction

[0051] The invention provides a kind of preparation method of adiponitrile, comprising:

[0052] Step 1: hydrocyanic acid and butadiene carry out the first hydrogen cyanation reaction in the presence of porous polymer-nickel catalyst, forming 3-pentenenitrile (3PN), 2-methyl-3-butenenitrile ( 2M3BN) and the first stream of butadiene, the molar ratio of the total amount of hydrocyanic acid and the amount of butadiene in the first hydrocyanation reaction is 0.75-1.0;

[0053] Step 2: The first stream obtained in step 1 is subjected to an isomerization reaction in the presence of a porous polymer-nickel catalyst to obtain a compound comprising 2-pentenenitrile (2PN), 3-pentenenitrile (3PN) and 4-pentenenitrile Mononitrile of acetonitrile (4PN), unreacted 2-methyl-3-butenenitrile (2M3BN) and a second stream of butadiene; a second stream comprising 3-pentenenitrile (3PN) is then obtained by a work-up step the material flow;

[0054] Step 3: The second hydrocyanation reaction is c...

Embodiment 1

[0176] (1) Preparation of porous polymer A

[0177]

[0178] Dissolve monomer 2-a (23.3g, 60mmol) and monomer 3-a (40.2g, 60mmol) in 800mL tetrahydrofuran (the difference between the solubility parameters of the solvent and the mixed monomer is 2.35MPa 1 / 2 ), add 1.0g of azobisisobutyronitrile (AIBN), and carry out prepolymerization with stirring at 50°C for 4 hours to obtain a prepolymer; then add 133mL of n-heptane (so that the solubility parameter of the mixed solvent and The difference is 0.3MPa 1 / 2 ), heated up to 85°C and continued to react for 4 hours to make the prepolymer swell and fully solidify. After the reaction was completed, the temperature was lowered to normal temperature, filtered, washed with 3-pentenenitrile, and vacuum-dried to obtain porous polymer A (58.4 g).

[0179] Adopt BET test method to test, the specific surface area of ​​gained porous polymer A is 1840m 2 / g; pore volume is 1.50cm 3 / g. Micromeritics ASAP 2020 automatic physical adsorptio...

Embodiment 2

[0183] (1) Preparation of porous polymer B

[0184]

[0185] Dissolve monomer 2-a (23.3g, 60mmol) and monomer 3-b (45.3g, 60mmol) in 1000mL chloroform (the difference between the solubility parameters of the solvent and the mixed monomer is 2.28MPa 1 / 2 ), add 1.0g of azobisisobutyronitrile (AIBN), and carry out prepolymerization with stirring at 50°C for 4 hours to obtain a prepolymer; then add 200mL of isobutyl acetate (so that the solubility parameters of the mixed solvent and the prepolymer The difference is 0.39MPa 1 / 2 ), followed by obtaining porous polymer B (63.1 g) in the same manner as in Example 1.

[0186] The test was carried out in the same manner as in Example 1, and the performance parameters of the porous polymer B are shown in Table 2-1.

[0187] (2) Preparation of porous polymer-nickel catalyst B

[0188] Under nitrogen atmosphere, porous polymer B (57.1 g, the amount of P is 150 mmol) and bis-(1,5-cyclooctadiene)nickel (8.3 g, 30 mmol) were added to 15...

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Abstract

The invention discloses a preparation method of adiponitrile, the preparation method comprises the steps of first hydrocyanation reaction, isomerization reaction and second hydrocyanation reaction, and the preparation method adopts a porous polymer-nickel catalyst to replace a traditional homogeneous catalyst for reaction. The catalyst can be recycled in a reaction system through simple separation, the catalyst separation and recovery steps are simplified, the catalyst recycling frequency is greatly increased, the catalyst cost is reduced, and industrial production is easier to realize.

Description

technical field [0001] The invention relates to a method for preparing and separating chemical products, in particular to a method for preparing and separating adiponitrile. Background technique [0002] Adiponitrile (ADN), an important organic chemical intermediate, is a colorless, transparent oily liquid with a slightly bitter taste and is flammable. Its molecular formula is NC(CH 2 ) 4 CN. Industrially, adiponitrile is mainly used for hydrogenation to produce hexamethylenediamine, and then polyhexamethylene adipamide (nylon 66) is produced by polymerization of hexamethylenediamine and adipic acid. Compared with nylon 6, the material of nylon 66 has better strength, heat resistance, crystallinity, wear resistance and lower water absorption, and is widely used in automobiles, machinery industry, electronic appliances, precision instruments and other fields. [0003] The process routes for preparing adiponitrile mainly include electrolytic dimerization of acrylonitrile, c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/10C07C253/30C07C255/04C07C255/07B01J31/22B01J35/10
CPCC07C253/10C07C253/30B01J31/1691B01J31/185B01J31/186B01J31/2295B01J2231/322B01J2531/847B01J35/618B01J35/638B01J35/647C07C255/04C07C255/07Y02P20/584
Inventor 吴文彬陈志荣周贵阳查增仕尹红刘晓庆王广华黄国东徐勇张雄伟
Owner ZHEJIANG NHU CO LTD
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