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Hydrogenation catalyst and preparation method of 4,4'-diamino-dicyclohexyl methane

A dicyclohexylmethane and hydrogenation catalyst technology, which is applied in the preparation of amino compounds, metal/metal oxide/metal hydroxide catalysts, organic compounds, etc., can solve the problems that are not conducive to large-scale application and the preparation process is difficult to control , Catalyst preparation method is complex and other issues, to achieve the effect of increased product yield, simple preparation method, easy to recycle

Inactive Publication Date: 2011-02-09
CHANGZHOU UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst preparation method of this technology is complicated, and the preparation process is not easy to control, which is not conducive to large-scale application

Method used

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  • Hydrogenation catalyst and preparation method of 4,4'-diamino-dicyclohexyl methane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment one: in the autoclave with stirring, add 0.2g of 5% Ru / mesoporous carbon catalyst (the pore volume of carrier mesoporous carbon is 2.0mL / g, specific surface area is 1500m 2 / g, the pore diameter is 5nm, the carrier mesoporous carbon is not pretreated,), 4,4'-diaminodiphenylmethane 5g, tetrahydrofuran 32.5ml, add auxiliary agent potassium hydroxide 0.6g, close the reaction kettle, use nitrogen Replace the air in the reactor for three times, then replace the nitrogen in the reactor with hydrogen for three times, then fill the reactor with hydrogen to make the reaction pressure of the reactor reach 8.0MPa, heat the reactor to make the reaction temperature reach 140°C, start stirring, and react at a constant temperature until Until the pressure no longer drops, the reaction product is taken out, the catalyst is removed by filtration, and analyzed by gas chromatography.

Embodiment 2

[0020] Embodiment two: in the autoclave with agitation, add 0.2g of 5%Ru / mesoporous carbon catalyst (carrier mesoporous carbon is pretreated with 1M hydrochloric acid for 24 hours, the pore volume of carrier mesoporous carbon is 1.7mL / g, The specific surface area is 1800m 2 / g, pore diameter is 4nm,), 4,4'-diaminodiphenylmethane 5g, tetrahydrofuran 32.5ml, without adding additives, close the reactor, replace the air in the reactor with nitrogen for three times, and then replace the reaction with hydrogen Nitrogen in the kettle for three times, and then filled with hydrogen to make the reaction pressure of the reaction kettle reach 8.0MPa, heat the reaction kettle to make the reaction temperature reach 90°C, start stirring, keep the constant temperature reaction until the pressure no longer drops, take out the reaction product, filter to remove the catalyst , analyzed by gas chromatography.

Embodiment 3

[0021] Embodiment three: in the autoclave with stirring, add 0.2g of 5%Ru / mesoporous carbon catalyst (carrier mesoporous carbon is pretreated with 6M hydrochloric acid for 2 hours, the pore volume of carrier mesoporous carbon is 2.4mL / g, The specific surface area is 1400m 2 / g, pore diameter is 7nm,), 4,4'-diaminodiphenylmethane 5g, tetrahydrofuran 32.5ml, add auxiliary agent lithium hydroxide 0.5, close the reactor, replace the air in the reactor with nitrogen three times, and then use Replace the nitrogen in the reactor with hydrogen for three times, then fill the reactor with hydrogen to make the reaction pressure of the reactor reach 8.0MPa, heat the reactor to make the reaction temperature reach 120°C, start stirring, keep the temperature until the pressure no longer drops, take out the reaction product, The catalyst was removed by filtration and analyzed by gas chromatography.

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Abstract

The invention discloses a hydrogenation catalyst and a preparation method of 4,4'-diamino-dicyclohexyl methane. The hydrogenation catalyst comprises a carrier used as mesoporous carbon and an active component used as ruthenium, wherein the load capacity of the active component is 0.5-10 percent by mass of the hydrogenation catalyst. in the preparation method of low transisomer 4,4'-diamino-dicyclohexyl methane, the catalyst of the invention is adopted to selectively hydrogenate and generate a target product under the conditions of solvents and hydrogenation. In the invention, the catalyst and the method reduce the generation of byproducts while the higher conversion ratio of the 4,4'-diamino-diphenylmethane is remained, and decrease the content of the transisomer of the 4,4'-diamino-dicyclohexyl methane. Meanwhile, the catalyst is low in cost and simple and convenient in preparation and is suitable for industrial application.

Description

technical field [0001] The invention relates to a hydrogenation catalyst and a preparation process of 4,4'-diamino-dicyclohexylmethane, in particular to a liquid-phase catalytic hydrogenation of 4,4'-diamino-dicyclohexylmethane to prepare low-reaction- Catalyst and process for transisomer 4,4'-diamino-dicyclohexylmethane. Background technique [0002] 4,4'-Diaminodicyclohexylmethane is an important raw material for preparing a new generation of saturated polyurethane "dicyclohexylmethane diisocyanate" with superior performance. It is usually based on 4,4'-diaminodiphenylmethane (MDA for short). As a raw material, under the action of a hydrogenation catalyst, 4,4'-diaminodicyclohexylmethane (referred to as PACM) is first produced through hydrogenation, and then 4,4'-diaminodicyclohexylmethane is phosgenated to obtain 4,4'-Dicyclohexylmethane diisocyanate is obtained. This type of isocyanate has the characteristics of stable performance, strong oxidation resistance, and wide...

Claims

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Application Information

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IPC IPC(8): B01J35/10B01J23/46C07C209/72C07C211/36
Inventor 赵长艳李明时沈俭一鲁墨弘
Owner CHANGZHOU UNIV
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