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Synthesis method of cyclohexylamine

A synthesis method and technology of cyclohexylamine, applied in chemical instruments and methods, preparation of amino compounds, preparation of organic compounds, etc., can solve problems such as poor selectivity of cyclohexylamine, low selectivity, long process route, etc., and achieve reaction The effect of mild conditions, high conversion rate of raw materials, and rich sources of raw materials

Pending Publication Date: 2022-07-29
山东达民化工股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process route is long, the selectivity of cyclohexylamine is poor, and the reaction product contains hydrogen chloride, which requires high equipment
[0007] ③Cyclohexanol gas-phase ammoniation method: This method is under the action of nickel / silica catalyst, cyclohexanol and ammonia liquid-phase hydrogenation generate cyclohexylamine and dicyclohexylamine, the product cyclohexylamine and dicyclohexylamine The yield is 3:1, and the conversion rate of cyclohexanol is about 70%. There is no industrialization report in China
At present, many research institutions are working hard on aniline catalytic hydrogenation catalysts, but the results are not obvious, and it is difficult to successfully break through the technical barriers and obstacles of aniline catalytic hydrogenation catalysts
Above-mentioned existing method all exists the problem that cyclohexylamine yield is low and selectivity is not high in the synthetic cyclohexylamine process

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0037] A kind of synthetic method of cyclohexylamine, described synthetic method comprises:

[0038] Under the action of a catalyst, the first raw material, ammonia gas and hydrogen gas are used to obtain a mixed product, and the mixed product includes cyclohexylamine and dicyclohexylamine,

[0039] Wherein, the first raw material includes cyclohexanone, cyclohexanol or a combination thereof.

[0040] Reaction formula 1 is cyclohexanol (C 6 H 12 O) Reaction mode with ammonia:

[0041] C 6 H 12 O+NH 3 →C 6 H 13 N+H 2 O+C 12 H 24 N (1)

[0042] In reaction formula 1, hydrogen and ammonia are used as pressure-holding gas.

[0043] Reaction formula 2 is cyclohexanone (C 6 H 10 O) Reaction mode with ammonia and hydrogen:

[0044] C 6 H 10 O+H 2 +NH 3 →C 6 H 13 N+H 2 O+C 12 H 24 N (2)

[0045] In Reaction Equation 2, hydrogen is used as a pressure-holding gas and participates in the reaction at the same time.

[0046] The invention has mild reaction condition...

Embodiment 1

[0066] Prepare 2000ml of catalyst according to the catalyst preparation method. The composition of the catalyst is: Co is 25%, Ni is 15%, Mg is 3%, Cu is 15%, Zn is 10%, and the rest is Al 2 O 3 .

[0067] Set up the following 9 reaction conditions:

[0068] Reaction condition 1 is as follows: the molar ratio of ammonia gas to hydrogen gas is 3:1, the pressure maintained as circulating gas is 0.7Mpa, the reaction temperature is 150°C, and the feed rate is 90ml / h, and the obtained experimental data are:

[0069] water Cyclohexylamine cyclohexanol Dicyclohexylamine 18.12 80.28 0.29 1.27

[0070] Reaction condition 2 is as follows: the molar ratio of ammonia gas to hydrogen gas is 3:1, the pressure maintained as circulating gas is 0.7Mpa, the reaction temperature is 190°C, and the feed rate is 90ml / h, and the obtained experimental data are:

[0071] water Cyclohexylamine cyclohexanol Dicyclohexylamine 18.10 80.18 0.26 1.42

...

Embodiment 2

[0088] The composition of the catalyst is: Co is 40%, Ni is 5%, Mg is 13%, Cu is 15%, Zn is 10%, and the rest is Al 2 O 3 , the reaction condition 1 of Example 1 is repeated, and the conversion rate of cyclohexylamine is above 97%.

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PUM

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Abstract

The present invention discloses a cyclohexylamine synthesis method, and belongs to the technical field of cyclohexylamine synthesis, the synthesis method comprises: mixing a first raw material, ammonia gas and hydrogen under the action of a catalyst to obtain a mixed product, the mixed product comprises cyclohexylamine and dicyclohexylamine, and the first raw material comprises cyclohexanone, cyclohexanol or a composition thereof. According to the method, cyclohexanol or cyclohexanone is used as a raw material, reaction conditions are mild, raw material sources are rich, the raw material conversion rate is high, byproducts are few, the method can be applied to industrial production, and the proportion of cyclohexylamine to dicyclohexylamine in the product can be adjusted by adjusting the proportion of ammonia gas to hydrogen.

Description

technical field [0001] The invention relates to the technical field of preparation of cyclohexylamine, in particular to a method for synthesizing cyclohexylamine. Background technique [0002] Cyclohexylamine, also known as hexahydroaniline and aminocyclohexane, is a colorless and transparent liquid with a strong fishy amine odor and is miscible with water and general organic solvents. It is an important organic chemical raw material and fine chemical intermediate, mainly used in rubber auxiliaries, food additives, anti-corrosion, papermaking, plastic processing and textile industries. Dicyclohexylamine is also an important chemical raw material and fine chemical intermediate. It is mainly used in synthetic rubber accelerators, metal corrosion inhibitors, surfactants, oilfield chemicals, medicines and pesticides, and is widely used in industry. [0003] In Europe, cyclohexylamine has been in short supply due to the limitation of hydrogen feedstock. The domestic production ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/35C07C209/26C07C209/16C07C209/84B01J23/80
CPCC07C209/26C07C209/16C07C209/84B01J23/80C07C2601/14C07C211/35
Inventor 常兵陈国华郭文杰曹振力董新波王真真田晓波
Owner 山东达民化工股份有限公司