n,n-Dimethyl-4-cyclohexylaminocyclohexylmethane and its preparation method and application

A technology of cyclohexylaminobenzenemethane and cyclohexylmethane, which is applied in the field of by-product ammonia removal mixture, can solve the problems of high cost and low catalytic efficiency of amine catalysts, and achieve reduced production costs, low toxicity, and low amine odor Effect

Active Publication Date: 2021-02-02
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On the other hand, the amine catalyst of the premix reaction type has low catalytic efficiency and high cost, and is not suitable for the processing of rigid foam plastics

Method used

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  • n,n-Dimethyl-4-cyclohexylaminocyclohexylmethane and its preparation method and application
  • n,n-Dimethyl-4-cyclohexylaminocyclohexylmethane and its preparation method and application
  • n,n-Dimethyl-4-cyclohexylaminocyclohexylmethane and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Preparation of palladium series catalyst 1:

[0044] Dissolve 12.52g of palladium nitrate dihydrate, 2.81g of rhodium nitrate, and 1.38g of ruthenium acetate in 100ml of deionized water, heat to 80°C to form a homogeneous solution, then add 93.5g of activated carbon (average particle size 20μm, specific surface area 220m 2 / g, pore volume 0.35cc / g), in a water bath at 80°C for 4 hours and then gradually evaporated to dryness, then baked in an oven at 120°C for 12 hours; finally moved to a muffle furnace, in an air atmosphere at 2°C / The temperature was raised to 500°C for 6 hours, and the catalyst was obtained after natural cooling. The composition of the catalyst is as follows: Pd is 5wt%, Rh is 1wt%, Ru is 0.5wt%, and the rest is activated carbon, based on the corresponding metal elements accounting for the total mass of the catalyst.

Embodiment 2

[0046] Preparation of Palladium Series Catalyst 2:

[0047] Dissolve 25.04g of palladium nitrate dihydrate, 0.14g of rhodium nitrate, and 2.76g of ruthenium acetate in 100ml of deionized water, heat to 60°C to form a homogeneous solution, then add 88.95g of alumina (average particle size 50μm, specific surface area 180m 2 / g, pore volume 0.30cc / g), in a water bath at 70°C for 5 hours and then gradually evaporated to dryness, then baked in an oven at 100°C for 16 hours; finally moved to a muffle furnace, in an air atmosphere at 3°C / The temperature was raised to 550°C for 8 hours, and the catalyst was obtained after natural cooling. The composition of the catalyst is as follows: 10wt% of Pd, 0.05wt% of Rh, 1wt% of Ru, and the rest are aluminum oxide, based on the weight of corresponding metal elements in the total mass of the catalyst.

Embodiment 3

[0049] Preparation of palladium series catalyst 3:

[0050] Dissolve 5.01g of palladium nitrate dihydrate, 1.40g of rhodium nitrate, and 5.51g of ruthenium acetate in 100ml of deionized water, heat to 70°C to form a homogeneous solution, then add 95.5g of silicon dioxide (average particle size 60μm, specific surface area 240m 2 / g, pore volume 0.38cc / g), in a water bath at 60°C for 6 hours and then gradually evaporated to dryness, then baked in an oven at 120°C for 12 hours; finally moved to a muffle furnace, in an air atmosphere at 2°C / The temperature was raised to 600°C for 6 hours, and the catalyst was obtained after natural cooling. The composition of the catalyst is as follows: Pd is 2wt%, Rh is 0.5wt%, Ru is 2wt%, and the rest is silicon dioxide, based on the corresponding metal elements accounting for the total mass of the catalyst.

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Abstract

The invention relates to N,N-dimethyl-4-cyclohexylaminocyclohexylmethane and its preparation method and application. The method prepares N,N-dimethyl-4 through hydrogenation and methylation of the by-product deamination light components in the HMDA reaction process, formaldehyde and hydrogen under the action of a catalyst at a certain temperature and pressure. ‑Cyclohexylaminocyclohexylmethane. Gained N,N-dimethyl-4-cyclohexylaminocyclohexylmethane can be used as polyurethane catalyst after purification, the present invention realizes the effective utilization of HMDA by-product, and the polyurethane foam prepared by it has low odor, Excellent physical properties and other advantages.

Description

technical field [0001] The invention relates to the utilization of a by-product deamination mixture in the production process of diaminodicyclohexylmethane. Specifically, it is N,N-dimethyl-4-cyclohexylaminocyclohexylmethane prepared from a deamination mixture as a raw material, its preparation method and application. Background technique [0002] Diaminodicyclohexylmethane (HMDA for short) is the raw material for preparing epoxy resin curing agent, polyamide, and diisocyanate dicyclohexylmethane (HMDI). It is usually prepared by reacting diaminodiphenylmethane (MDA) under the action of hydrogen and a hydrogenation catalyst. However, in the preparation process of HMDA, the raw material MDA will be deaminated, and the intermediate product and the product will also undergo deamination reaction to form a series of deaminated light component mixtures. At present, there is no effective way to use this product, and we can only spend money to ask a qualified environmental protect...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/35C07C209/26C07C209/72C08G18/76C08G18/48C08G18/42C08G18/18C08G101/00
CPCC07C211/35C08G18/1816C08G18/42C08G18/48C08G18/7664
Inventor 刘振国丁宗雷张聪颖张兵陈杰姜庆梅
Owner WANHUA CHEM GRP CO LTD
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