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Application of hydrogenation catalyst to preparation of 1,4-cyclohexanediamine

A hydrogenation catalyst, cyclohexanediamine technology, applied in the preparation of amino compounds, metal/metal oxide/metal hydroxide catalysts, preparation of organic compounds, etc., can solve the problems of high catalyst consumption and high catalyst cost, Achieve the effect of reducing internal diffusion resistance, reducing catalyst cost and improving yield

Inactive Publication Date: 2012-06-13
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But its catalyst consumption is 18.5% of the raw material, and it can only be reused 3 times, and the catalyst consumption is as high as 6.2% of the raw material quality
Therefore, the catalyst cost is high

Method used

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  • Application of hydrogenation catalyst to preparation of 1,4-cyclohexanediamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] In a stirred autoclave, add 0.1 g of 10% Ru / mesoporous carbon catalyst (supported mesoporous carbon treated with 20% H 2 O 2 Pretreatment), p-phenylenediamine 5g, isopropanol 25ml, LiOH 0.05g, close the reactor, replace the air in the reactor with nitrogen three times, then replace the nitrogen in the reactor with hydrogen three times, then fill with hydrogen to make The reaction pressure of the reaction kettle reached 8.0 MPa, and the reaction kettle was heated to make the reaction temperature reach 120 ° C. The stirring was started, and the reaction was performed at a constant temperature until the pressure no longer decreased. The reaction product was taken out, the catalyst was removed by filtration, and analyzed by gas chromatography.

Embodiment 2

[0018] In an autoclave with stirring, add 10% Ru / mesoporous carbon catalyst 0.1g (support mesoporous carbon is pretreated with 6M hydrochloric acid), p-phenylenediamine 5g, isopropanol 25ml, LiOH 0.5g, close the reactor , replace the air in the reactor with nitrogen three times, and then replace the nitrogen in the reactor with hydrogen three times, and then fill with hydrogen to make the reaction pressure of the reactor reach 8.0MPa, heat the reactor to make the reaction temperature reach 120 ℃, start stirring, The reaction was carried out at a constant temperature until the pressure no longer decreased, the reaction product was taken out, the catalyst was removed by filtration, and analyzed by gas chromatography.

Embodiment 3

[0020] In a stirred autoclave, add 0.1 g of 10% Ru / mesoporous carbon catalyst (supported mesoporous carbon treated with 20% H 2 O 2 Pretreatment), p-phenylenediamine 5g, isopropanol 25ml, LiOH 0.5g, close the reactor, replace the air in the reactor with nitrogen three times, then replace the nitrogen in the reactor with hydrogen three times, then fill with hydrogen to make The reaction pressure of the reaction kettle reached 8.0MPa, the reaction kettle was heated to make the reaction temperature reach 80°C, stirring was started, and the reaction was performed at a constant temperature until the pressure no longer decreased, the reaction product was taken out, the catalyst was removed by filtration, and analyzed by gas chromatography.

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Abstract

The invention relates to an application of a hydrogenation catalyst to preparation of 1,4-cyclohexanediamine. A method for preparing the 1,4-cyclohexanediamine comprises the following steps of: adding a ruthenium catalyst consisting of an active ingredient and a carrier into a stainless steel high-pressure reaction kettle with a stirring function; adding para-phenylene diamine; adding a solvent and an aid; closing the reaction kettle; replacing air in the reaction kettle with nitrogen for at least three times; replacing nitrogen in the reaction kettle with hydrogen for at least three times; charging hydrogen till a reaction pressure in the reaction kettle is 1-10 MPa; heating the reaction kettle till a reaction pressure is 80-180 DEG C; and performing catalytic hydrogenation to prepare the 1,4-cyclohexanediamine. In the method for preparing the 1,4-cyclohexanediamine by performing catalytic hydrogenation with the para-phenylene diamine, a hydrogenation reaction technology for using the stainless high-pressure reaction kettle with the stirring function is adopted, and a catalyst carrier is pretreated, so that the activity of the catalyst is raised, the consumption of the catalyst is lowered, and catalyst cost is reduced greatly; and process conditions are optimized, so that high transformation ratio of the para-phenylene diamine is kept, and the high selectivity of the 1,4-cyclohexanediamine serving as a product is raised.

Description

technical field [0001] The invention relates to a hydrogenation catalyst and a preparation process of 1,4-cyclohexanediamine, in particular to a catalyst and a process method for preparing 1,4-cyclohexanediamine by liquid-phase catalytic hydrogenation of p-phenylenediamine . Background technique [0002] 1,4-cyclohexanediamine (1,4-diaminocyclohexane, CHDA for short) exists in both cis and trans isomers. It is an important intermediate in the polyurethane industry and can be used to prepare polyamide resins and aliphatic polyurethanes. The trans isomer is thermodynamically more stable than the cis isomer, so the composition of the two isomers determines the properties and uses of CHDA and subsequent products. In industry, CHDA is generally used to make isocyanate first, and then isocyanate is further polymerized to form polyurethane. [0003] CHDA belongs to a kind of alicyclic polyamine, which can be prepared by various methods, such as the amination of hydroxyl groups on...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/36C07C209/72B01J23/46
Inventor 林雪李明时鲁墨弘张伟沈俭一
Owner CHANGZHOU UNIV
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