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Carbon-supported basic ionic liquid-metal catalyst as well as preparation and application thereof in catalytic transfer hydrogenation reaction

A metal catalyst and basic ion technology, which is applied to a carbon-supported alkaline ionic liquid-metal catalyst and its preparation and application in catalytic transfer hydrogenation, can solve the problem that the product yield is not higher than 90%, and the amount of catalyst is not higher than 90%. It has the advantages of simple and easy operation, lower catalyst cost and high safety.

Active Publication Date: 2020-06-16
ZHEJIANG UNIV OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0019] Although the catalytic transfer hydrogenation reduction reaction has the above-mentioned advantages, the transfer hydrogenation reduction method disclosed in the prior art (such as JP39209908, EP0380840A1, US5262541) also has the following defects and deficiencies: (1) The catalyst consumption is large, and the catalyst consumption is usually an occasional 3%~6% of nitrogen benzene weight hinders its industrialization; (2) product yield is generally not higher than 90%, does not have advantage compared with other reduction methods

Method used

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  • Carbon-supported basic ionic liquid-metal catalyst as well as preparation and application thereof in catalytic transfer hydrogenation reaction
  • Carbon-supported basic ionic liquid-metal catalyst as well as preparation and application thereof in catalytic transfer hydrogenation reaction
  • Carbon-supported basic ionic liquid-metal catalyst as well as preparation and application thereof in catalytic transfer hydrogenation reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Weigh 5g of activated carbon and put it into a three-necked flask, then add 50mL of 25wt% ammonia water into the flask, stir and impregnate at room temperature for 10h. After impregnation, the filtered activated carbon was put into a tube furnace, heated to 300°C under a nitrogen atmosphere of 20mL / min, and kept at a constant temperature of 300°C for 4 hours to obtain an activated carbon carrier treated with ammonia water.

[0072] Weigh 0.25g tetrabutylammonium hydroxide (N 4444 OH) and 7.5g deionized water were put into a three-necked flask, mixed and dissolved to make an alkaline ionic liquid solution, and then 0.307g K was added to the ionic liquid solution. 2 PdCl 4 Stir and dissolve evenly to prepare a precursor solution; then add 5 g of the prepared activated carbon carrier treated with ammonia water to the prepared precursor solution, and impregnate at room temperature for 12 hours; after the impregnation is completed, vacuum dry at 80°C for about 8 hours. Put...

Embodiment 2

[0074] Weigh 5g of activated carbon and put it into a three-necked flask, then add 50mL of 20wt% ammonia water into the flask, stir and impregnate at room temperature for 10h. After impregnation, the filtered activated carbon was put into a tube furnace, heated to 300°C under a nitrogen atmosphere of 20mL / min, and kept at a constant temperature of 300°C for 4 hours to obtain an activated carbon carrier treated with ammonia water. Weigh 0.25g tetrabutylammonium hydroxide (N 4444 OH) and 7.5g deionized water were put into a three-necked flask, mixed and dissolved to make an alkaline ionic liquid solution, and then 0.307g K was added to the ionic liquid solution. 2 PdCl 4 Stir and dissolve evenly to prepare a precursor solution; then add 5 g of the prepared activated carbon carrier treated with ammonia water to the prepared precursor solution, and impregnate at room temperature for 12 hours; after the impregnation is completed, vacuum dry at 80°C for about 8 hours. Put the drie...

Embodiment 3

[0076] Weigh 5g of activated carbon and put it into a three-necked flask, then add 50mL of 25wt% ammonia water into the flask, stir and impregnate at room temperature for 10h. After impregnation, put the filtered activated carbon into a tube furnace, raise the temperature to 300°C under a nitrogen atmosphere of 20mL / min, and keep roasting at a constant temperature of 300°C for 4 hours to prepare the activated carbon carrier treated with ammonia water. Weigh 0.25g tetrabutylammonium hydroxide (N 4444 OH) and 7.5g deionized water were put into a three-necked flask, mixed and dissolved to make an alkaline ionic liquid solution, and then 0.230g K was added to the ionic liquid solution. 2 PdCl 4 Stir and dissolve evenly to prepare a precursor solution; then add 5 g of the prepared activated carbon treated with ammonia water to the prepared precursor solution, and impregnate at room temperature for 12 hours; after impregnation, vacuum dry at 80°C for about 8 hours. Put the dried c...

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Abstract

The invention discloses a carbon-supported basic ionic liquid-metal catalyst as well as preparation and application thereof in catalytic transfer hydrogenation reaction. The carbon-supported basic ionic liquid-metal catalyst is composed of an activated carbon carrier, basic ionic liquid and metal, wherein the basic ionic liquid and the metal are loaded on the carrier. The metal is palladium or platinum. The catalyst can be prepared by the following steps: performing alkali treatment on an activated carbon carrier to weaken acidic groups on the surface of the activated carbon carrier, loading ametal precursor salt and an alkaline ionic liquid onto the surface of the pretreated activated carbon by wet impregnation, performing drying, and reducing with a reducing agent to obtain the carbon-supported alkaline ionic liquid-metal catalyst. The invention provides an application of the basic ionic liquid-metal catalyst in a reaction for synthesizing a benzotriazole ultraviolet absorbent shownin a formula (II) through catalytic transfer hydrogenation of an azo intermediate shown in a formula (I) (the formulas are shown in the specification), and the selectivity of a target product can beremarkably improved under the condition that an alkaline auxiliary agent is not added.

Description

[0001] (1) Technical field [0002] The invention relates to a carbon-supported alkaline ionic liquid-metal catalyst, a preparation method thereof, and an application in catalytic transfer hydrogenation synthesis of benzotriazole-type ultraviolet absorbers. [0003] (2) Background technology [0004] Since the 20th century, due to the environmental pollution caused by industrial development, a large amount of chlorine-containing compounds such as freon (CFCl) stayed in the air, and were decomposed into active halogens by ultraviolet rays, which then had a chain reaction with ozone, causing serious damage to the atmospheric ozone layer. The ultraviolet rays that reach the ground increase accordingly, and the impact on humans is significantly increased. Ultraviolet rays can easily cause skin spots and may induce cancer. At the same time, a large amount of ultraviolet light also oxidizes materials such as rubber and plastics, which destroys the structure of the polymer and accele...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/02C07D249/20
CPCB01J31/0292B01J31/0284B01J31/0279C07D249/20Y02P20/584
Inventor 丰枫张宁藏东李小年张军华郑红朝何火雷林士国郭伶伶张群峰卢春山
Owner ZHEJIANG UNIV OF TECH
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