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Nitrogen-doped carbon-loaded ruthenium monatomic catalyst as well as preparation method and application thereof

A nitrogen-doped carbon and catalyst technology, which is applied in the preparation of amino compounds, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of high catalyst cost, environmental pollution, poor selectivity of alicyclic amines, etc., and achieve simple process, Reduced production cost and ease of industrialization

Active Publication Date: 2021-02-23
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In summary, the catalyst system disclosed in the prior art for the hydrogenation of nitroaromatic compounds to prepare alicyclic amines has no application of ruthenium single-atom catalytic systems, and the existing catalytic systems have side reactions that seriously cause alicyclic amines Poor selectivity, need to be modified by basic additives, high catalyst cost, and possible environmental pollution. Therefore, it is important to develop a new high-efficiency green catalyst for the preparation of alicyclic amines by one-step method of nitroaromatic compounds. Guiding significance and practical value

Method used

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  • Nitrogen-doped carbon-loaded ruthenium monatomic catalyst as well as preparation method and application thereof
  • Nitrogen-doped carbon-loaded ruthenium monatomic catalyst as well as preparation method and application thereof
  • Nitrogen-doped carbon-loaded ruthenium monatomic catalyst as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] This example provides a nitrogen-doped carbon-supported ruthenium single-atom catalyst for the one-step hydrogenation of nitroaromatic compounds to prepare alicyclic amines. The preparation method is as follows:

[0074] (1) Put urea in a crucible, cover it, and calcinate it in a muffle furnace at 600°C for 4h, wash the obtained solid three times with deionized water and ethanol, and then dry it in a blast drying oven at 100°C 12h, obtain carbon nitride;

[0075] (2) Mix carbon nitride with polyionic liquid (number average molecular weight: 150,000) with the following structure at a mass ratio of 5:1 and then calcinate in a tube furnace at 750°C for 1 h in a nitrogen atmosphere to obtain nitrogen-doped carbon;

[0076]

[0077] (3) 0.04g RuCl 3 Dissolve in 10mL deionized water to obtain a metal ruthenium precursor solution with a concentration of 0.004g / mL; disperse 2.00g of the nitrogen-doped carbon powder obtained in step (2) in 60mL of deionized water, and ultras...

Embodiment 2

[0082] This example provides a nitrogen-doped carbon-supported ruthenium single-atom catalyst for the one-step hydrogenation of nitroaromatic compounds to prepare alicyclic amines. The preparation method is as follows:

[0083] (1) Put urea and melamine in a crucible at a mass ratio of 4:1, cover the lid, and calcinate in a muffle furnace at 550°C for 3 hours. The obtained solids are washed three times with deionized water and ethanol, and then placed in Dry in a blast drying oven at 100°C for 12 hours to obtain carbon nitride;

[0084] (2) After mixing carbon nitride and polyionic liquid with the following structure at a mass ratio of 3:1, they were calcined in a tube furnace at 700° C. for 1 h in a nitrogen atmosphere to obtain nitrogen-doped carbon; the infrared of the polyionic liquid Spectral graph such as figure 1 shown;

[0085]

[0086] (3) 0.05g RuCl 3 Dissolve in 5mL deionized water to obtain a metal ruthenium precursor solution with a concentration of 0.01g / mL; ...

Embodiment 3

[0091] This example provides a nitrogen-doped carbon-supported ruthenium single-atom catalyst for the one-step hydrogenation of nitroaromatic compounds to prepare alicyclic amines. The preparation method is as follows:

[0092] (1) Put melamine in a crucible, cover it, and calcinate it in a muffle furnace at 550°C for 4 hours, wash the obtained solid three times with deionized water and ethanol, and then dry it in a blast drying oven at 100°C 12h, obtain carbon nitride;

[0093] (2) Mix carbon nitride with polyionic liquid (number average molecular weight 80,000) with the following structure at a mass ratio of 8:1, and then calcine in a tube furnace at 680°C for 1.5 hours in a nitrogen atmosphere to obtain nitrogen-doped carbon;

[0094]

[0095] (3) 0.04g RuCl 3 Dissolve in 20mL deionized water to obtain a metal ruthenium precursor solution with a concentration of 0.002g / mL; disperse 3.00g of the nitrogen-doped carbon powder obtained in step (2) in 70mL of deionized water...

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Abstract

The invention relates to a nitrogen-doped carbon supported ruthenium monatomic catalyst which is characterized by comprising a carrier and an active component supported on the carrier, wherein the carrier is nitrogen-doped carbon, and the active component is a metal ruthenium single atom; and the mass percentage of the metal ruthenium single atoms in the nitrogen-doped carbon-loaded ruthenium single atom catalyst is 0.01-1.2%. The catalyst takes nitrogen-doped carbon as the carrier and the metal ruthenium single atoms as the active component, and compared with the prior art, the catalyst can greatly improve the utilization rate of precious metal ruthenium in the reaction of preparing alicyclic amine through one-step hydrogenation of a nitro aromatic compound, does not introduce an alkalineauxiliary agent, and does not need subsequent separation operation. The production cost is greatly reduced, and the high-activity and high-selectivity one-step hydro-conversion of the nitro aromaticcompound into alicyclic amine is realized under mild conditions.

Description

technical field [0001] The invention belongs to the technical field of catalysts, in particular to a nitrogen-doped carbon-supported ruthenium single-atom catalyst and its preparation method and application, especially to a nitrogen-doped carbon used for one-step hydrogenation of nitroaromatic compounds to prepare alicyclic amines Supported ruthenium single-atom catalyst and its preparation method and application. Background technique [0002] Alicyclic amine is an important organic intermediate, which is widely used in rubber synthesis additives, heavy-duty anti-corrosion coatings, dyes, plastics, resin synthesis and other fields. Compared with aromatic amines, alicyclic amines do not contain benzene rings and are not easily oxidized. Products made of alicyclic amines are not easy to turn yellow, are resistant to aging, and have excellent performance. At present, alicyclic amines are mainly prepared by hydrogenation of corresponding aromatic amines. For example, cyclohexy...

Claims

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Application Information

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IPC IPC(8): B01J27/24C07C209/32C07C211/35
CPCB01J27/24C07C209/32C07C211/35Y02P20/584
Inventor 王利国杨焕焕李会泉徐爽曹妍贺鹏陈家强郑征王雪
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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