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Nano-loaded metal-organic framework palladium composite catalyst, preparation method and application

A metal-organic framework, composite catalyst technology, applied in the direction of organic compound/hydride/coordination complex catalyst, organic chemistry, catalytic reaction, etc. Simple process, high catalytic activity, and the effect of heterogeneous catalytic carbon-carbon coupling reaction

Inactive Publication Date: 2019-02-26
SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the emergence of heterogeneous catalysts can solve the problem of catalyst separation, the cumbersome filtration process and problems such as catalyst emulsification and clogging still hinder the effective recycling of catalysts.

Method used

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  • Nano-loaded metal-organic framework palladium composite catalyst, preparation method and application
  • Nano-loaded metal-organic framework palladium composite catalyst, preparation method and application
  • Nano-loaded metal-organic framework palladium composite catalyst, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Example 1: Fe 3 o 4 Preparation of @La-MOF-Schiff-Pd

[0034] (1) Take 6 mmol of LaCl 3 •6H 2 O and 12 mmol of 2-amino-1,4-phthalic acid sodium salt were dissolved in water. LaCl 3 •6H 2 O was poured into a three-necked flask, and 7 mg / mL of Fe was added under mechanical stirring 3 o 4 Ethanol dispersion, after stirring for a while, add 2-amino-1,4-phthalic acid sodium salt and keep stirring. The reaction product was washed with distilled water and absolute ethanol and dried to obtain Fe 3 o 4 @La-MOF.

[0035] (2) Take 2.7133g of Fe 3 o 4 @La-MOF, 760 mu Put L of 2-pyridinecarbaldehyde and 100 mL of absolute ethanol in a three-necked flask. Stir at room temperature for 24h, the obtained product is washed with distilled water and absolute ethanol and dried to obtain Fe 3 o 4 @La-MOF-Schiff.

[0036] (3) Take 2.7133g of Fe 3 o 4 @La-MOF, 760 mu Put L of 2-pyridinecarbaldehyde and 100 mL of absolute ethanol in a three-necked flask. After stirring at...

Embodiment 2

[0042] Example 2: Fe 3 o 4 Catalytic Activity of @La-MOF-Schiff-Pd for Suzuki C-C Coupling Reaction

[0043] (1) Fe will be obtained 3 o 4 @La-MOF-Schiff-Pd was used to verify its catalytic activity in the Suzuki C-C coupling reaction of aryl halides and phenylboronic acid. The specific operation method is to mix 1 mmol aryl halide (chlorobenzene, bromobenzene or iodobenzene), 1.2 mmol phenylboronic acid, 2 mmol potassium carbonate and 8 mg of Fe as catalyst 3 o 4 @La-MOF-Schiff-Pd was added to a round bottom flask, 6mL of ethanol was used as the reaction solvent, and magnetically stirred at a temperature of 60 °C for 1-6 h, the reacted solution was extracted with ethyl acetate, and dried with anhydrous sodium sulfate , and then remove the organic solvent to obtain the final product, the yield is measured by the internal standard method in gas chromatography, and the yield is 99%, which proves that the compound Fe 3 o 4 @La-MOF-Schiff-Pd has high catalytic activity for ...

Embodiment 3

[0046] Example 3: Fe 3 o 4 Catalytic activity of @La-MOF-Schiff-Pd for recycling in Suzuki C-C coupling reactions

[0047] After the Suzuki C-C coupling reaction of embodiment 2 finishes, according to Figure 6 The method shown is that the catalyst Fe in the above reaction is adsorbed by an external magnet. 3 o 4 @La-MOF-Schiff-Pd was isolated and put into the Suzuki C-C coupling reaction of aryl halide and phenylboronic acid to verify its cyclic catalytic activity. The specific operation method is to mix 1 mmol aryl halide (chlorobenzene, bromobenzene or iodobenzene), 1.2 mmol phenylboronic acid, 2 mmol potassium carbonate, and Fe 3 o 4 Add @La-MOF-Schiff-Pd into a round-bottomed flask, use 6mL ethanol as the reaction solvent, stir magnetically at a temperature of 60-80 °C for 1-6 h, extract the reacted solution with ethyl acetate, and wash it with anhydrous sulfuric acid Sodium drying, and then remove the organic solvent to obtain the final product, the yield is measur...

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Abstract

The nano-loaded metal organic framework palladium composite catalyst and its preparation method and application relate to the technical field of chemical functional materials. The invention is a metal organic framework-palladium composite catalyst Fe supported by magnetic nanoparticles or rods 3 o 4 @La‑MOF‑Schiff‑Pd, including the following preparation steps: (1) Fe 3 o 4 Preparation of @La‑MOF; (2) Fe 3 o 4 Preparation of @La‑MOF‑Schiff; (3) Fe 3 o 4 Synthesis of @La‑MOF‑Schiff‑Pd. The present invention is modified with 2-pyridine formaldehyde to form two N coordination sites; finally through coordination with Pd 2+ Complexation, to obtain a heterogeneous catalyst with highly active Pd catalytic sites for catalyzing the Suzuki coupling reaction, and can be separated by external magnet adsorption. The preparation method is simple, the yield is high, the catalyst is stable in air and water, and can efficiently and heterogeneously catalyze the Suzuki coupling reaction. The catalyst can be separated by external magnet adsorption and recycled.

Description

technical field [0001] The invention relates to the technical field of chemical functional materials, in particular to a nano-loaded metal-organic framework palladium composite catalyst, a preparation method and an application. Background technique [0002] The formation of carbon-carbon bonds is one of the most important processes in chemical changes. Using such changes can transform simple reaction precursors into molecules with complex structures. It is used in the synthesis of various compounds such as medicines, pesticides and fine chemical products. has important meaning. Suzuki coupling reaction, Heck coupling reaction and Sonogashira coupling reaction are the three most commonly used methods in the construction of carbon-carbon bonds. [0003] Palladium-catalyzed carbon-carbon bond coupling reaction has the advantages of wide substrate sources, good compatibility of functional groups, mild reaction conditions and high yield, and is currently the most widely used cat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/28C07C1/32C07C15/14
CPCC07C1/32B01J31/1691B01J31/1815B01J31/28B01J2231/4211B01J2531/824B01J2531/0252B01J35/33C07C15/14
Inventor 孙亚光陈小玲由立新王淑菊熊刚丁茯
Owner SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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