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A kind of aniline hydrogenation catalyst, preparation method and application

A hydrogenation catalyst and a catalyst technology, which are applied in the directions of catalyst carrier, amino compound preparation, chemical instruments and methods, etc., can solve the problems of low catalyst activity, high content of dicyclohexylamine, equipment corrosion, etc., and achieve the inhibition of by-product bicyclic The formation of hexylamine, the effect of improving hydrogenation activity and improving selectivity

Active Publication Date: 2022-07-12
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage is that the activity of the catalyst still has a large room for improvement; the content of the by-product dicyclohexylamine is relatively high; the reaction is carried out under a high pressure of 30 MPa, which has potential safety hazards and is not conducive to industrial production
The weak point of above technology is, the activity of catalyst is low, and cyclohexylamine yield is insufficient
The disadvantage of this method is that the introduction of a relatively large amount of ammonia gas in industrial devices will cause equipment corrosion and bring potential safety hazards; the recovery and analysis of ammonia gas is also required in the post-treatment process, which increases the investment in procedures and equipment; Ammonia waste gas treatment problem
[0008] 1. In the existing patent reports, the activity and selectivity of the catalyst are generally low, and the content of dicyclohexylamine in the product is relatively high. Even if the reaction is performed at high temperature and high pressure, the reaction result is still unsatisfactory;
[0009] 2. Inhibiting the production of dicyclohexylamine by adding anhydrous ammonia will cause equipment corrosion, increase reaction process and equipment investment, and have the problem of ammonia-containing waste gas treatment

Method used

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  • A kind of aniline hydrogenation catalyst, preparation method and application
  • A kind of aniline hydrogenation catalyst, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] (1) Preparation of carrier:

[0046] 76.9g Mg(NO 3 ) 2 ·6H 2 O, 37.5g Al (NO 3 ) 3 ·9H 2 O and 240 g of urea were dissolved in 400 mL of deionized water to obtain a transparent solution; the solution was transferred to an autoclave and crystallized at 110 °C for 12 h to obtain a solid-liquid mixture. The solid was obtained by filtration, washed with deionized water, and dried to obtain a Mg / Al-based hydrotalcite precursor. The Mg / Al hydrotalcite precursor was calcined at 550 °C for 6 h to obtain a Mg / Al bimetallic oxide support.

[0047] (2) prepare catalyst intermediate:

[0048] 74.1g Co(NO 3 ) 2 ·6H 2 O and 4.6g Ce (NO 3 ) 3 ·6H 2 O was dissolved in deionized water, 50 g of carrier powder was added to the above aqueous solution, stirred evenly, sonicated for 0.5 h, then left to stand at room temperature for 12 h; finally, dried at 100 °C for 18 h and calcined at 450 °C for 6 h to obtain catalyst intermediate;

[0049] (3) Preparation of catalyst:

[005...

Embodiment 2

[0052] (1) Preparation of carrier:

[0053] 73.8g MgSO 4 ·7H 2 O, 25.6g Al 2 (SO 4 ) 3 and 324 g of urea were dissolved in 450 mL of deionized water to obtain a transparent solution; the solution was transferred to an autoclave and crystallized at 100 ° C for 20 h to obtain a solid-liquid mixture. The solid was obtained by filtration, washed with deionized water, and dried to obtain a Mg / Al-based hydrotalcite precursor. The Mg / Al hydrotalcite precursor was calcined at 500 °C for 8 h to obtain a Mg / Al bimetallic oxide support.

[0054] (2) prepare catalyst intermediate:

[0055] Dissolve 105.7 g of cobalt acetylacetonate and 13.0 g of vanadyl acetylacetonate in ethanol, add 50 g of carrier powder to the above solution, stir evenly, sonicate for 1 hour, and then stand at room temperature for 18 hours; finally at 110 ° C Dry for 12h, calcinate at 500℃ for 5h to obtain the catalyst intermediate;

[0056] (3) Preparation of catalyst:

[0057] In an argon-filled glove box, ...

Embodiment 3

[0059] (1) Preparation of carrier:

[0060] Dissolve 81.3 g of magnesium chloride hexahydrate, 24.1 g of aluminum chloride hexahydrate and 450 g of urea in 500 mL of deionized water to obtain a transparent solution; transfer the solution to an autoclave and crystallize at 120 ° C for 10 h to obtain a solid-liquid mixture. The solid was obtained by filtration, washed with deionized water, and dried to obtain a Mg / Al-based hydrotalcite precursor. The Mg / Al hydrotalcite precursor was calcined at 520 °C for 7 h to obtain a Mg / Al bimetallic oxide support.

[0061] (2) prepare catalyst intermediate:

[0062] Dissolve 80.8g of cobalt chloride hexahydrate and 7.2g of manganese chloride tetrahydrate in deionized water, add 50g of carrier powder to the above solution, stir evenly, sonicate for 0.5h, and then let stand for 15h at room temperature; Finally, it was dried at 120°C for 12h and calcined at 400°C for 10h to obtain the catalyst intermediate;

[0063] (3) Preparation of catal...

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Abstract

The invention provides an aniline hydrogenation catalyst, a preparation method and an application. The aniline hydrogenation catalyst includes a carrier, an active component with Co as a catalytic center, a first auxiliary agent and a second auxiliary agent; wherein, Co mainly exists in the form of oxide; the first auxiliary agent is Ce, Ti, Oxides of at least one metal among Mn, Sn, and V; preferably, the second auxiliary agent is an alkali metal, more preferably at least one of Li, Na, and K; preferably, the carrier is Mg / Al Bimetallic oxides. The catalyst in the invention can catalyze the hydrogenation reaction of aniline with high activity and high selectivity to prepare cyclohexylamine.

Description

technical field [0001] The invention relates to a hydrogenation catalyst, in particular to an aniline hydrogenation catalyst, a preparation method and an application, and belongs to the technical field of organic catalysis. Background technique [0002] Cyclohexylamine is an important organic chemical and fine chemical intermediate, widely used in rubber auxiliaries, food additives, metal corrosion inhibitors, anti-corrosion, papermaking, plastic processing and textile industries. Due to the rapid development of food additives and rubber accelerators , cyclohexylamine as a raw material has been in short supply for a long time. [0003] The production of cyclohexylamine is mainly through four process routes: aniline hydrogenation reduction, cyclohexanol catalytic amination, cyclohexanone catalytic amination, and nitrocyclohexane reduction. Among them, the aniline hydrogenation process is mature and the product quality is stable, which is adopted by most domestic and foreign ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J21/10B01J32/00B01J23/78B01J23/83B01J23/835B01J23/847B01J23/889C07C209/72C07C211/35
CPCB01J21/10B01J23/83B01J23/8472B01J23/8892B01J23/78B01J23/835C07C209/72C07C2601/14C07C211/35Y02P20/584
Inventor 张立娟张聪颖刘振国姜瑞航张兵康学青李文滨
Owner WANHUA CHEM GRP CO LTD
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