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A hydrogenation catalyst, its preparation method and the method for preparing o-diaminomethylcyclohexane

A hydrogenation catalyst and catalyst technology, which are applied in the preparation of amino compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve problems such as being unsuitable for large-scale continuous industrial production, unstable product quality, and low concentration of raw material substrates, etc. The problem is to inhibit the formation of deamination products and secondary amine products, facilitate large-scale preparation, and avoid irreversible deactivation.

Active Publication Date: 2022-04-22
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] (1) The existing catalytic hydrogenation process conditions are harsh, and the content of deamination products and secondary amines in the product is high, resulting in poor product selectivity and low product quality;
[0009] (2) adopt batch process, influence factor is many, product quality is unstable, simultaneously, raw material substrate concentration is low in the reaction process, is not suitable for large-scale continuous industrialized production;
[0010] (3) Using a large amount of volatile ether solvents, there are problems of difficult solvent recovery and environmental pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] (1) 1%NiO-0.1%CuS / 80%Al 2 o 3 -20% Mg 2 Preparation of Si catalyst

[0053] to 80gγ-Al 2 o 3 and 20g Mg 2 Add 0.1g of CuS, 1g of citric acid, 2g of methylcellulose and 1g of turnip powder to Si, mix well, add 5.0g of deionized water and knead into a plastic block, and use an extruder to extrude the block into a clover shape , then dried at 100°C for 5h, and calcined at 260°C for 5h to obtain a semi-finished catalyst for use.

[0054] According to the content and composition of the catalyst, the semi-finished catalyst was impregnated with 3.89g Ni(NO 3 ) 3 ·6H 2 O in 100ml aqueous solution, after adsorption equilibrium, then dry at 100°C for 10h, and roast at 500°C for 6h to obtain catalyst precursor 1%NiO-0.1%CuS / 80%Al 2 o 3 -20% Mg 2 Si.

[0055] (2) Evaluation of catalyst

[0056] Catalyst evaluation was carried out by a continuous fixed-bed process. Before using the catalyst, it was reduced for 6 h at 300° C. in a hydrogen stream (at normal pressure). ...

Embodiment 2

[0085] (1) 5%NiO-5%CuS / 82%Al 2 o 3 -18% Mg 2 Preparation of Si catalyst

[0086] to 82gγ-Al 2 o 3 and 18g Mg 2 Add 5g CuS, 2g citric acid, 1.5g methylcellulose and 1.5g safflower powder to Si, mix evenly, add 6g deionized water and knead it into a plastic block, and use an extruder to extrude the block into a clover shape , then dried at 80°C for 6h, and calcined at 300°C for 4h to obtain a semi-finished catalyst for use.

[0087] According to the content and composition of the catalyst, the semi-finished catalyst was impregnated with 19.47g Ni(NO 3 ) 3 ·6H 2 O in 100ml aqueous solution, after adsorption equilibrium, then dry at 115°C for 9h, and roast at 450°C for 7h to obtain the catalyst precursor 5%NiO-5%CuS / 82%Al 2 o 3 -18% Mg 2 Si.

[0088] (2) Evaluation of catalyst

[0089] Catalyst evaluation was carried out by a continuous fixed-bed process. Before using the catalyst, it was reduced for 12 hours at 200° C. in a hydrogen stream (at normal pressure). The...

Embodiment 3

[0091] (1) 8%NiO-0.5%CuS / 84%Al 2 o 3 -16%Mg 2 Preparation of Si catalyst

[0092] to 84gγ-Al 2 o 3 and 16g Mg 2 Add 0.5g of CuS, 3g of citric acid, 1g of methylcellulose and 2g of turnip powder to Si, mix evenly, add 7g of deionized water and knead into a plastic block, and extrude the block into a clover shape with an extruder. Then it was dried at 90°C for 4 hours and calcined at 240°C for 6 hours to obtain a semi-finished catalyst for use.

[0093] According to the content and composition of the catalyst, the semi-finished catalyst was impregnated with 31.15g Ni(NO 3 ) 3 ·6H 2 O in 100ml aqueous solution, after adsorption equilibrium, then dry at 120°C for 8h, and roast at 400°C for 8h to obtain catalyst precursor 8%NiO-0.5%CuS / 84%Al 2 o 3 -16%Mg 2 Si.

[0094] (2) Evaluation of catalyst

[0095] Catalyst evaluation was carried out by a continuous fixed-bed process. Before using the catalyst, it was reduced for 10 h at 350° C. in a hydrogen stream (at normal p...

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Abstract

The invention discloses a hydrogenation catalyst, a preparation method thereof and a method for preparing o-diaminomethylcyclohexane. Described catalyst, carrier is γ-Al 2 o 3 and Mg 2 Si composite support, the active components are NiO and CuS. The catalyst can be applied to the hydrogenation of o-diaminotoluene to prepare o-diaminomethylcyclohexane, and exhibits high activity, high selectivity and high stability. The raw material conversion rate is 100%, the product yield is over 98%, and the selectivity of deamination products and secondary amine products can be suppressed. The catalyst realizes long-term operation of 5000 hours, and the activity of the catalyst does not change substantially, thereby greatly reducing the production cost.

Description

technical field [0001] The invention relates to a hydrogenation catalyst, in particular to a catalyst for preparing o-diaminomethylcyclohexane and a preparation method thereof, and to a method for preparing o-diaminomethylcyclohexane by hydrogenation. Background technique [0002] o-diaminomethylcyclohexane such as 1,2-diaminomethylcyclohexane, i.e. 1,2-diamino-3-methylcyclohexane and 1,2-diamino-4-methylcyclohexane Alkanes are important raw materials, especially as hardeners (crosslinkers) for the production of epoxy resins. [0003] The catalytic hydrogenation of aromatic amines to prepare diaminomethylcyclohexane is known, wherein rhodium, ruthenium, nickel and cobalt are widely used hydrogenation catalysts. The main problem in the hydrogenation of aromatic amines is the life of the catalyst. The aromatic amine itself is not only difficult to hydrogenate, but also various impurities in the raw materials of the aromatic amine often lead to the deactivation of the catalyst...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J21/10B01J27/043C07C209/72C07C211/36
CPCB01J21/10B01J27/043C07C209/72C07C2601/14C07C211/36
Inventor 任树杰张聪颖刘振国唐磊刘志鹏吴健尚永华黎源
Owner WANHUA CHEM GRP CO LTD
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