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A kind of method for preparing cyclohexylamine

A technology of cyclohexylamine and aniline, which is applied in the field of preparation of organic compounds, can solve the problems of unexplained aniline conversion rate, low reaction pressure, and low degree of automation, and achieve continuous process safety, mild reaction conditions, and high degree of automation Effect

Active Publication Date: 2022-07-12
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction pressure of the present invention is low, and low to the material requirement of equipment, but the weak point of the present invention is that the yield of cyclohexylamine is relatively low, only about 93%, simultaneously the present invention does not illustrate the transformation rate of aniline, by-product and Quality situation of distillation product cyclohexylamine
Under optimal technological condition: reaction temperature is 190 ℃, and reaction pressure is under 30MPa, and the yield of cyclohexylamine is only 90.6%, and yield is on the low side, and reaction temperature height can affect the life-span of catalyst in addition, and reaction pressure is high, to It is a major source of danger for the factory, and at the same time has very high requirements for the material and type selection of the equipment
[0005] U.S. published patent US3196179A discloses a kind of with aniline as raw material, the method for preparing cyclohexylamine under the effect of rhodium catalyst, this method carries out liquid-phase hydrogenation with aniline and hydrogen and catalyzer in autoclave, describes according to embodiment, reaction Time is different with the temperature of reaction, pressure and catalyst consumption, and the yield of cyclohexylamine is all>96%, and wherein the highest yield of cyclohexylamine is 97.6%, and the advantage of the present invention is that the yield of cyclohexylamine is high, and shortcoming Due to: 1. Expensive catalysts are used, and the production cost is high; 2. The reaction is a batch process, the production automation is low, the labor intensity is high, and safety accidents are prone to occur
[0012] (1) The process for preparing cyclohexylamine adopts a batch process, the operation process is complicated, and the degree of automation is low. The catalyst is easily broken under the action of the stirring paddle, causing the catalyst to leak into the post-treatment system, resulting in product decomposition and some safety issues.
[0013] (2) prior art adopts the technique that fixed-bed gas-phase hydrogenation prepares cyclohexylamine, and the yield of cyclohexylamine is low
In addition, according to the inventor's research on the synthesis of cyclohexylamine by gas phase method, it was found that although the reaction temperature was high, the reaction speed was fast and the processing capacity of the unit catalyst was high, but it was easy to generate deamination light components, and the catalyst life was short
[0014] (3) Cyclohexylamine contains a certain amount of Schiff base, failing to obtain high-quality cyclohexylamine, which will also cause product loss

Method used

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  • A kind of method for preparing cyclohexylamine
  • A kind of method for preparing cyclohexylamine
  • A kind of method for preparing cyclohexylamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Preparation of 1# co-precipitated Co-based catalyst:

[0057] Dissolve 310.74g cobalt nitrate hexahydrate, 37.73g copper nitrate, 2.93g silver nitrate, 135.08g barium nitrate in 2000ml deionized water, heat to 90°C to form a homogeneous solution, and slowly add 25wt% sodium carbonate aqueous solution to the solution, In the reaction process, the pH value is controlled between 9-10. After the reaction, the temperature is kept for 4 hours at 60° C. to obtain a suspension of the corresponding mixture. Then, vacuum filtration is carried out for separation, and the solid phase is washed with deionized water to the sodium content. <0.2wt%, after natural drying, it was dried at 120°C for 24h, then calcined at 700°C for 6h, and finally pressed into a tablet to obtain a catalyst with an oxidized state of 3*3mm, in which the content of cobalt oxide was 40wt%. The content of copper is 8 wt %, the content of silver oxide is 1 wt %, and the rest is carrier barium carbonate.

Embodiment 2

[0059] Preparation of 2# co-precipitated Co-based catalyst:

[0060] Dissolve 271.90g cobalt nitrate hexahydrate, 28.30g copper nitrate, 5.86g silver nitrate, and 150.98g barium nitrate in 2000ml deionized water, heat to 85°C to form a homogeneous solution, and slowly add 25wt% sodium carbonate aqueous solution to the solution, In the reaction process, the pH value is controlled between 9-10. After the reaction is completed, heat preservation and aging at 70 ° C for 2 hours to obtain the suspension of the corresponding mixture, then vacuum filtration and separation, and the solid phase is washed with deionized water to the sodium content. <0.2wt%, after natural drying, it was dried at 110°C for 36h, then calcined at 750°C for 6h, and finally pressed into a tablet to obtain a catalyst in an oxidized state of 3*3mm, in which the content of cobalt oxide was 35wt%. The content of copper is 6 wt %, the content of silver oxide is 2 wt %, and the rest is carrier barium carbonate.

Embodiment 3

[0062] 3# Co-precipitated Co-based catalyst preparation:

[0063] Dissolve 116.53g cobalt nitrate hexahydrate, 47.16g copper nitrate, 1.47g silver nitrate, and 197.33g barium nitrate in 2000ml deionized water, heat to 80°C to form a homogeneous solution, and slowly add 25wt% sodium carbonate aqueous solution to the solution, In the reaction process, the pH value is controlled between 9-10. After the reaction is completed, the suspension is kept at 65° C. for 2 hours to obtain a suspension of the corresponding mixture. Then, vacuum filtration is carried out for separation, and the solid phase is washed with deionized water to the sodium content. <0.2wt%, after natural drying, it was dried at 100°C for 48h, then calcined at 650°C for 8h, and finally pressed into a tablet to obtain a catalyst with an oxidized state of 3*3mm, in which the content of cobalt oxide was 15wt%. The content of copper is 10 wt %, the content of silver oxide is 0.5 wt %, and the rest is carrier barium car...

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Abstract

The invention discloses a method for preparing high-yield and high-purity cyclohexylamine. The method comprises the following steps: (1) reacting raw materials aniline, ammonia, hydrogen and water through a fixed bed reactor filled with a hydrogenation catalyst under gas-phase reaction conditions to obtain a reaction solution; (2) obtaining a reaction solution in step (1) The reaction solution is reacted with sulfhydryl compounds, and then rectified to obtain cyclohexylamine products. The advantage of the present invention is that the catalyst used is used for continuous synthesis of cyclohexylamine, which has the advantages of mild reaction conditions, long service life of the catalyst, not easy to pulverize, not easy to affect the post-treatment process, and high yield of cyclohexylamine; The cyclohexylamine product has high purity, does not contain Schiff base, and is suitable for industrial large-scale production.

Description

technical field [0001] The invention relates to a preparation method of an organic compound, and more particularly to a method for preparing cyclohexylamine with high yield and high purity. Background technique [0002] Cyclohexylamine is an important fine chemical intermediate and a raw material for a wide range of organic synthesis industries. It can be used to prepare cyclohexanol, cyclohexanone, caprolactam, acetate and nylon 6. Cyclohexylamine itself is a solvent and can be used in resins, coatings, fats, and paraffin oils. It can also be used to prepare desulfurizer, rubber antioxidant, vulcanization accelerator, plastic and textile chemical auxiliaries, boiler feed water treatment agent, metal corrosion inhibitor, emulsifier, preservative, antistatic agent, latex coagulant, petroleum additive , fungicides, pesticides and dye intermediates. There are five main synthesis methods: aniline catalytic hydrogenation method, nitrocyclohexylamine reduction method, cyclohexan...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/16C07C209/72C07C211/35B01J27/232
CPCC07C209/16C07C209/72B01J27/232C07C2601/14C07C211/35Y02P20/584
Inventor 刘振国张聪颖王丛张立娟姜瑞航张兵康学青梁海涛
Owner WANHUA CHEM GRP CO LTD