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N,N-dimethyl-4-cyclohexylaminomethylcyclohexane as well as preparation method and application thereof

A technology of cyclohexylaminobenzylmethane and cyclohexylmethane, which is applied in the field of by-product deamination mixture, can solve the problems of high cost, low catalytic efficiency of amine catalyst, etc., and achieves reduced production cost, low toxicity and low amine odor. Effect

Active Publication Date: 2018-05-18
WANHUA CHEM GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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-cyclohexylaminomethylcyclohexane as well as preparation method and application thereof
  • N,N-dimethyl-4-cyclohexylaminomethylcyclohexane as well as preparation method and application thereof
  • N,N-dimethyl-4-cyclohexylaminomethylcyclohexane as well as preparation method and application thereof

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-cyclohexylaminomethylcyclohexane as well as a preparation method and application thereof. The method comprises the following step of preparing the N,N-dimethyl-4-cyclohexylaminomethylcyclohexane by utilizing a byproduct deammoniated light component in an HMDA (Hexamethylene Diamine) reaction process, formaldehyde and hydrogen gas under the action of a catalyst and under certain temperature and pressure through hydrogenation and methylation. After being purified, the obtained N,N-dimethyl-4-cyclohexylaminomethylcyclohexane can be used as a polyurethane catalyst; effective utilization of an HMDA byproduct is realized and polyurethane foam prepared from the N,N-dimethyl-4-cyclohexylaminomethylcyclohexane has the advantages of low odor, good physical properties and the like.

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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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
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