Method for Catalyzing Dehalogenation of Aromatic Halogen-Containing Organic Compounds Using Supported Metal Oxide

An organic and aromatic technology, applied in the direction of metal/metal oxide/metal hydroxide catalysts, hydrocarbon production from halogen-containing organic compounds, carbon compound catalysts, etc., can solve the difficulties of catalyst regeneration and recovery, low product selectivity, Poor selectivity of target products and other issues, to achieve high industrial application prospects and stable catalytic materials

Active Publication Date: 2021-06-08
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the 1980s, research on hydrodehalogenation catalysts has become more and more extensive, but there are very few catalytic materials with industrial application prospects, mainly because the current hydrodehalogenation catalysts generally have poor catalytic activity and poor target product selection Poor performance, insufficient stability of catalytic materials, etc.
For example, when some halogen-containing organic compounds containing two or more groups that can be hydrogenated are subjected to hydrodehalogenation, it is often easy to hydrogenate functional groups other than halogens, resulting in problems such as low product selectivity; for nitrogen-containing , Hydrodehalogenation reaction system of fluorine-containing compounds, these types of substrates are easy to cause the active components of the catalytic material to be lost and sintered, making it difficult to regenerate and recover the catalyst after use, and it is difficult to carry out industrial scale-up production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 100mg Au / CeO to 6g ethanol 2 (Au loading mass percentage: 5%, the mass percentage of the whole catalytic material in the mixture: 1.7%), 60mg p-chlorobenzonitrile (mass percentage in the mixture: 1.0%), 60mg diethylamine (mass percentage in the mixture: 1.0%), 60mg diethylamine (mass percentage in the mixture Percentage: 1.0%), poured into 0.5MPa hydrogen, mixed uniformly; reacted at 80°C for 5 hours, the conversion rate of p-chlorobenzonitrile was 87.0%, and the corresponding selectivity of benzonitrile was 81.9%.

Embodiment 2

[0022] Add 100mg Au / TiO to 6g ethanol 2 (Au loading mass percentage: 5%, the mass percentage of the whole catalytic material in the mixture: 1.7%), 60mg p-chlorobenzonitrile (mass percentage in the mixture: 1.0%), 60mg diethylamine (mass percentage in the mixture: 1.0%), 60mg diethylamine (mass percentage in the mixture Percentage: 1.0%), poured into 0.5MPa hydrogen, mixed uniformly; reacted at 80°C for 5 hours, the conversion rate of p-chlorobenzonitrile was >99.0%, and the corresponding selectivity of benzonitrile was 93.1%.

Embodiment 3

[0024] Add 100mg Au / Fe to 6g ethanol 2 o 3 (Au loading mass percentage: 5%, the mass percentage of the whole catalytic material in the mixture: 1.7%), 60mg p-chlorobenzonitrile (mass percentage in the mixture: 1.0%), 60mg diethylamine (mass percentage in the mixture: 1.0%), 60mg diethylamine (mass percentage in the mixture Percentage: 1.0%), poured into 0.5MPa hydrogen, mixed uniformly; reacted at 80°C for 5 hours, the conversion rate of p-chlorobenzonitrile was >99.0%, and the corresponding selectivity of benzonitrile was >99.0%.

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Abstract

The invention relates to a catalyst for hydrogenation dehalogenation, and aims to provide a method for selective dehalogenation of aromatic halogen-containing organic substances catalyzed by supported metal oxides. Including: adding organic solvents, aromatic halogen-containing organic substances, neutralizers and catalyst materials into a sealable reaction vessel, and mixing them uniformly; filling hydrogen until the pressure is 0.1-3.0MPa, controlling the reaction temperature from 25°C to 180°C, The reaction time is 0.1 to 24 hours; during the reaction process, the catalytic dehalogenation is realized by the catalyst, and finally the dehalogenated organic matter is obtained. The invention can effectively control the selectivity of products in the dehalogenation process of aromatic halogen-containing organic substances, and can still efficiently dehalogenate even when the halogen-containing organic substances contain two or more functional groups that can be reduced, thereby efficiently preparing chemical and Important compounds in agricultural processes. In the dehalogenation process, the catalytic material is stable and can be recycled, and no toxic and harmful by-products are produced in the whole reaction process, which is green and environmentally friendly, and has industrial application prospects.

Description

technical field [0001] The invention relates to a catalyst for catalyzing the hydrogenation and dehalogenation of aromatic halogen-containing organic substances, in particular to a method for catalyzing the dehalogenation of aromatic halogen-containing organic substances by using supported metal oxides. Background technique [0002] In recent years, with the rapid development of chemistry and chemical industry, the large amount of halogen-containing organic compounds produced in agriculture, industry, pharmaceutical synthesis and other fields has attracted the attention of governments and researchers. Most of the chlorine-containing organic compounds are due to the These substances have the characteristics of environmental persistence, bioaccumulation, and high toxicity, and are not easy to be decomposed or biodegraded, so that these substances continue to accumulate in nature, causing increasingly serious damage to the environment and increasing hazards to human health. Suc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07B35/06C07C1/26C07C17/23C07C41/24C07C67/317C07C253/30C07C255/50C07C15/04C07C43/205C07C22/08C07C15/06C07C15/46C07C69/78B01J23/52B01J23/66B01J23/68B01J23/755B01J23/835B01J23/89
CPCB01J23/52B01J23/66B01J23/688B01J23/755B01J23/835B01J23/8906B01J23/8913C07B35/06C07C1/26C07C17/23C07C41/24C07C67/317C07C253/30C07C2523/89C07C255/50C07C15/04C07C43/205C07C22/08C07C15/06C07C15/46C07C69/78Y02P20/52
Inventor 王亮肖丰收王海
Owner ZHEJIANG UNIV
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