Covalent organic framework material loaded Pd catalyst and preparation method and application thereof

A covalent organic framework and catalyst technology, applied in the preparation of organic compounds, organic compound/hydride/coordination complex catalysts, organic chemistry, etc., can solve complex organic ligand preparation, unstable catalyst repeatability, reaction Harsh conditions and other problems, to achieve the effect of easy recycling and reuse, wide application range of substrates, and mild reaction conditions

Inactive Publication Date: 2020-05-05
GUANGZHOU INST OF ENERGY CONVERSION - CHINESE ACAD OF SCI
View PDF4 Cites 13 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, catalysts for the Suzuki reaction are generally divided into two categories: 1) organic ligands (PPh 3 ) 4 Supported Pd homogeneous catalyst: This type of catalyst has the advantages of high activity and good selectivity, but palladium has poor stability in conventional media (water, air), and the reaction conditions are harsh (air isolation, benzene as a solvent), and the catalyst It is difficult to separate and reuse, and the preparation of organic ligands is complex, unstable and expensive; 2) Pd heterogeneous catalysts supported by porous materials (such as molecular sieves, activated carbon, organic polymers, etc.): this type of catalyst has the advantages of easy separation and recovery, The reaction effect is good, etc., but due to the weak interaction between the metal center and the carrier, the problem of active component falling off and metal center agglomeration is prone to occur, the repeatability of the catalyst is unstable, and the preparation process of the porous material carrier is cumbersome

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Covalent organic framework material loaded Pd catalyst and preparation method and application thereof
  • Covalent organic framework material loaded Pd catalyst and preparation method and application thereof
  • Covalent organic framework material loaded Pd catalyst and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] A kind of covalent organic framework material supports Pd catalyst, and its preparation method comprises the following steps:

[0034] 1) Mix 2.3mmol of 2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde, 3.5mmol of 5,5'-diamino-2,2'-bipyridine and 60mL of absolute ethanol , stirred at room temperature for 20 minutes, centrifuged and suction filtered the product, then added the solid obtained by suction filtration into N,N-dimethylformamide and stirred and refluxed at 160°C for 5 hours, then centrifuged and suction filtered, and then filtered the solid obtained by suction filtration The solid was added to absolute ethanol at 80°C, stirred and refluxed for 3 hours, then centrifuged and suction filtered, and finally the solid obtained by suction filtration was vacuum-dried at 80°C for 24 hours to obtain a covalent organic framework material. The synthetic route is as follows:

[0035]

[0036] 2) Mix 160mg of covalent organic framework material, 10mg of palladium acetate an...

Embodiment 2

[0038] A kind of covalent organic framework material supports Pd catalyst, and its preparation method comprises the following steps:

[0039] 1) Mix 2.4mmol of 2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde, 3.6mmol of p-phenylenediamine and 60mL of absolute ethanol, stir at room temperature for 20min, centrifuge and pump the product Filtrate, then add the solid obtained by suction filtration into N,N-dimethylformamide, stir and reflux at 160°C for 5h, then perform centrifugation and suction filtration, then add the solid obtained by suction filtration into absolute ethanol, stir and reflux for 3h at 80°C , followed by centrifugation and suction filtration, and finally the solid obtained by suction filtration was vacuum-dried at 80°C for 24 hours to obtain a covalent organic framework material. The synthesis route is as follows:

[0040]

[0041] 2) Mix 160mg of covalent organic framework material, 20mg of palladium acetate and 10mL of dichloromethane, stir at 25°C for 24h f...

Embodiment 3

[0044] A kind of covalent organic framework material supports Pd catalyst, and its preparation method comprises the following steps:

[0045]1) Mix 2.0mmol of 2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde, 4.0mmol of benzidine and 60mL of absolute ethanol, stir at room temperature for 20min, centrifuge and filter the product, Then add the solid obtained by suction filtration into N,N-dimethylformamide and stir and reflux at 160°C for 5h, then perform centrifugation and suction filtration, then add the solid obtained by suction filtration into absolute ethanol and stir at reflux for 3h at 80°C, and then Carry out centrifugation and suction filtration, and finally place the solid obtained by suction filtration at 80°C for 24 hours in vacuum to obtain a covalent organic framework material. The synthesis route is as follows:

[0046]

[0047] 2) Mix 160mg of covalent organic framework material, 20mg of palladium acetate and 10mL of dichloromethane, stir at 25°C for 24h for impr...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a covalent organic framework material loaded Pd catalyst and a preparation method and application thereof. The covalent organic framework material loaded Pd catalyst comprisesa covalent organic framework material and Pd2+ loaded on the covalent organic framework material. The preparation method comprises the following steps: 1) mixing an aldehyde precursor, an amine precursor and absolute ethyl alcohol, carrying out aldehyde-amine condensation reaction, and separating and purifying the product to obtain a covalent organic framework material; and 2) mixing the covalentorganic framework material, soluble Pd salt and dichloromethane, carrying out impregnation loading, and separating and purifying the product. The covalent organic framework material loaded Pd catalystdisclosed by the invention has the advantages of high catalytic activity, good selectivity, the wide substrate application range, easiness in recycling, mild reaction conditions, the green and environment-friendly reaction solvent and the like when being used for Suzuki reaction, and is simple in preparation process, easily available in raw materials, low in production cost and the like.

Description

technical field [0001] The invention relates to a covalent organic framework material supported Pd catalyst, a preparation method and application thereof. Background technique [0002] The coupling reaction of carbon-carbon bonds is a key reaction step in the synthesis of many organic chemicals (such as drugs, fuels and pesticides, etc.), and occupies a very important position in the synthesis of organic chemistry. The Suzuki reaction catalyzed by transition metal Pd is a relatively new organic coupling reaction, which has many advantages such as strong substrate adaptability and functional group tolerance, mild reaction conditions, few by-products and easy handling. Efficient approach to carbon bonding. [0003] Currently, catalysts for the Suzuki reaction are generally divided into two categories: 1) organic ligands (PPh 3 ) 4 Supported Pd homogeneous catalyst: This type of catalyst has the advantages of high activity and good selectivity, but palladium has poor stabili...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06C07C41/30C07C43/205C07C17/263C07C25/18C07C1/32C07C15/14C07C201/12C07C205/06C07C43/225C07C45/68C07C49/84
CPCB01J31/063C07C41/30C07C17/263C07C1/321C07C201/12C07C45/68C07C43/205C07C43/2055C07C43/225C07C25/18C07C15/14C07C205/06C07C49/84
Inventor 刘建国王晨光马隆龙
Owner GUANGZHOU INST OF ENERGY CONVERSION - CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap