COF material-loaded transition metal catalyst, and preparation method and application thereof

A transition metal and catalyst technology, which is applied to COF material-supported transition metal catalysts and their preparation and application fields, can solve the problems of inability to control the degree of hydrogenation reaction, complex catalyst preparation process, and small application range of substrate alkynes, etc. It has the advantages of wide application range, easy recycling and reuse, and low production cost.

Active Publication Date: 2020-05-08
GUANGZHOU INST OF ENERGY CONVERSION - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Transition metal catalysts (active components are palladium, nickel, etc.) are commonly used catalysts for catalytic hydrogenation reactions, and their reactivity is usually high, but the degree of hydrogenation reaction cannot be controlled. Further deep hydrogenation occurs in the process, resulting in fully hydrogenated by-products - alkanes
[0003] At present, researchers have also developed a variety of hydrogenation catalysts that can effectively control the reaction selectivity, such as: a core-shell nanocatalyst (Pd@Ag)@CeO composed of an alloy and a second metal. 2 , using heteroatom-containing organic ligands or modified palladium catalysts modified by macromolecules, etc., but the catalyst preparation process is complicated, the loading capacity is large, the cost is high, the substrate alkyne has a small scope of application, low conversion rate, and reaction conditions Harsh, product selectivity is not high and many other problems

Method used

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  • COF material-loaded transition metal catalyst, and preparation method and application thereof
  • COF material-loaded transition metal catalyst, and preparation method and application thereof
  • COF material-loaded transition metal catalyst, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] A kind of COF material supports transition metal catalyst, and its preparation method comprises the following steps:

[0035] 1) Mix 2.38mmol of 2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde, 3.57mmol of tris(4-aminophenyl)amine and 60mL of absolute ethanol, stir at room temperature for 30min, and The product was subjected to centrifugation and suction filtration, and then the solid obtained by suction filtration was added to N,N-dimethylformamide, stirred and refluxed at 160°C for 5 hours, then centrifuged and suction filtered, and then the solid obtained by suction filtration was added to absolute ethanol Stir and reflux at 80°C for 3 hours, then perform centrifugation and suction filtration, and finally vacuum-dry the solid obtained by suction filtration at 80°C for 24 hours to obtain a COF material. The synthesis route is as follows:

[0036]

[0037] 2) Mix 160mg of COF material, 20mg of palladium acetate and 10mL of dichloromethane, stir at 25°C for 24h for imp...

Embodiment 2

[0040] A kind of COF material supports transition metal catalyst, and its preparation method comprises the following steps:

[0041] 1) Mix 2.38mmol of 2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde, 3.57mmol of 4,4-diaminodiphenylsulfide and 60mL of absolute ethanol, stir at room temperature for 30min, Centrifuge and suction filter the product, then add the solid obtained by suction filtration into N,N-dimethylformamide, stir and reflux at 160°C for 5 hours, then perform centrifugation and suction filtration, and then add the solid obtained by suction filtration into absolute ethanol Stir and reflux at 80°C for 3 hours, then perform centrifugation and suction filtration, and finally vacuum-dry the solid obtained by suction filtration at 80°C for 24 hours to obtain a COF material. The synthesis route is as follows:

[0042]

[0043] 2) Mix 160mg of COF material, 15mg of nickel acetate and 10mL of dichloromethane, stir at 25°C for 24h to impregnate and load, centrifuge and fi...

Embodiment 3

[0045] A kind of COF material supports transition metal catalyst, and its preparation method comprises the following steps:

[0046] 1) Mix 2.38mmol of terephthalaldehyde, 3.57mmol of melamine and 60mL of absolute ethanol, stir at room temperature for 30min, centrifuge and suction filter the product, and then add the solid obtained by suction filtration into N,N-dimethyl Stir and reflux in formamide at 160°C for 5 hours, then perform centrifugation and suction filtration, then add the solid obtained by suction filtration into absolute ethanol at 80°C and stir for reflux for 3 hours, then perform centrifugation and suction filtration, and finally place the solid obtained by suction filtration in Vacuum drying at 80°C for 24 hours to obtain the COF material, the synthesis route is as follows:

[0047]

[0048] 2) Mix 160mg of COF material, 15mg of palladium acetate and 10mL of dichloromethane, stir at 25°C for 24h for impregnation and loading, centrifuge and suction filter the ...

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Abstract

The invention discloses a COF material-loaded transition metal catalyst, and a preparation method and application thereof. The COF material-loaded transition metal catalyst comprises a COF material and Pd<2 +> or Ni <2+> loaded on the COF material. The preparation method comprises the following steps: 1) mixing an aldehyde precursor, an amine precursor and absolute ethyl alcohol, carrying out a full reaction, and separating and purifying a reaction product to obtain a COF material; and 2) mixing the COF material, a soluble Pd salt or soluble Ni salt and dichloromethane, carrying out impregnation loading, and separating and purifying the obtained product. The COF material-loaded transition metal catalyst has the advantages of high catalytic activity, good selectivity, wide substrate application range, easiness in recycling, mild reaction conditions, usage of green and environment-friendly reaction solvents and the like when used for a semi-hydrogenation reaction of phenylacetylene compounds, and is simple in preparation process, easily available in raw materials and low in production cost.

Description

technical field [0001] The invention relates to a transition metal catalyst supported by a COF material and a preparation method and application thereof. Background technique [0002] The selective catalytic hydrogenation of alkynes to olefins is a very important reaction in the synthesis of fine chemicals, and is widely used in the production of bioactive molecules, fine chemicals, pharmaceuticals, and health foods. Selective regulation of the reactivity of catalysts is the key to the catalytic hydrogenation of alkynes to alkenes. Transition metal catalysts (active components are palladium, nickel, etc.) are commonly used catalysts for catalytic hydrogenation reactions, and their reactivity is usually high, but the degree of hydrogenation reaction cannot be regulated. Further deep hydrogenation occurs in the process, resulting in fully hydrogenated by-products - alkanes. [0003] At present, researchers have also developed a variety of hydrogenation catalysts that can eff...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22B01J31/06C07C5/05C07C15/46C07C17/354C07C25/24C07C22/04C07C201/12C07C205/06C07C209/70C07C211/47C07C29/17C07C33/20C07C67/303C07C69/76C07C41/20C07C43/215C07C253/30C07C255/50C08G12/08
CPCB01J31/183B01J31/069C07C5/05C07C17/354C07C201/12C07C209/70C07C29/17C07C67/303C07C41/20C07C253/30C08G12/08C07C15/46C07C25/24C07C22/04C07C205/06C07C211/47C07C33/20C07C69/76C07C43/215C07C255/50
Inventor 刘建国王晨光马隆龙
Owner GUANGZHOU INST OF ENERGY CONVERSION - CHINESE ACAD OF SCI
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