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Magnetic bidentate imide palladium ligand catalyst and preparation method thereof

A technology of bidentate imine and catalyst, which is applied in the field of Suzuki reaction catalyst and its preparation, can solve the problems such as difficult recovery of palladium ligand catalyst, and achieve the effects of reduced activity, less loss, and simple operation

Inactive Publication Date: 2012-06-20
INST OF PETROCHEM HEILONGJIANG ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The present invention is to solve the problem that the existing palladium ligand catalyst is difficult to recycle in the Suzuki reaction, and provides a preparation method of the magnetic bidentate imine palladium ligand catalyst

Method used

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  • Magnetic bidentate imide palladium ligand catalyst and preparation method thereof
  • Magnetic bidentate imide palladium ligand catalyst and preparation method thereof
  • Magnetic bidentate imide palladium ligand catalyst and preparation method thereof

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Effect test

specific Embodiment approach 1

[0016] Embodiment 1: The structural formula of the magnetic bidentate imine palladium ligand catalyst of the present embodiment is:

[0017]

[0018] In this embodiment, palladium is coordinated to superparamagnetic nano-Fe containing bidentate imine ligands. 3 o 4 surface, so the entire palladium-containing catalyst has superparamagnetism and can be magnetized under an external magnetic field, so the catalyst is magnetic under the action of an external magnetic field. When the external magnetic field is removed, the magnetism disappears. With this characteristic, the catalyst can react with the external magnetic field The system is separated, the operation is simple, the catalyst is not easily lost, and the catalyst can be recovered in the reaction system under the external magnetic field. This catalyst was used in the Suzuki reaction, and the activity of the catalyst was not significantly reduced after repeated use for 7 times.

specific Embodiment approach 2

[0019] Specific embodiment two: the preparation method of the magnetic bidentate imine palladium ligand catalyst of the present embodiment is carried out according to the following steps:

[0020] 1. Fe with epoxy bonds on the surface 3 o 4 Preparation: a. Add silane coupling agent HK560 to ethanol according to the volume ratio of silane coupling agent KH560 and ethanol as 1:3-6, and then add hydrochloric acid to adjust the pH value to 5-6 to obtain acidified silane coupling agent Joint agent KH560 ethanol solution; b, under the protection of inert gas, press Fe 3 o 4 Fe 3 o 4 Add it into the acidified silane coupling agent KH560 ethanol solution, heat to 70°C ~ 80°C and stir for 3h ~ 4h, then filter under reduced pressure and vacuum dry to obtain Fe with epoxy bonds on the surface 3 o 4 ;

[0021] 2. Fe supported by bidentate imine ligand 3 o 4 Preparation: The molar ratio of bidentate imine ligand to base is 1:2~2.4, the mass volume ratio of bidentate imine ligand t...

specific Embodiment approach 3

[0025] Embodiment 3: This embodiment is different from Embodiment 2 in that the inert gas in step 1 is nitrogen or argon. Others are the same as in the second embodiment.

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Abstract

The invention relates to a preparation method of a catalyst of the Suzuki reaction, in particular to a preparation method of a magnetic bidentate imide palladium ligand catalyst. The invention aims to solve the problem that the existing palladium ligand catalyst is difficult to recycle in the Suzuki reaction. The structural formula of the magnetic bidentate imide palladium ligand catalyst is shown in the specification. The method comprises the following steps: adding Fe3O4 in a silane coupling agent solution, heating and mixing, filtering, drying to obtain Fe3O4 of which surface contains epoxy bonds, then adding the obtained Fe3O4 in an ethanol solution of a bidentate imide ligand and an alkali, heating to react, filtering to obtain bidentate imide ligand-supported Fe3O4; and then adding palladium source in the suspension of the bidentate imide ligand-supported Fe3O4, heating to react, filtering, and drying to obtain the magnetic bidentate imide palladium ligand catalyst. The catalyst can be separated under an external magnetic field; after being used for 7 times, the activity of the catalyst is not obviously reduced; and the catalyst can be used as the catalyst of the Suzuki reaction.

Description

technical field [0001] The invention relates to a Suzuki reaction catalyst and a preparation method thereof. Background technique [0002] In 1981, Suzuki et al first reported the formation of cross-coupling products between phenylboronic acid and aryl halides under palladium catalysis, and this reaction was named Suzuki reaction. This reaction has opened up a new path of green chemistry, and has been widely used in the synthesis of liquid crystal materials, biomedicine, and organic functional materials. However, homogeneous catalysts are not easy to recover, easily pollute products, increase synthesis costs, and pollute the environment, while traditional heterogeneous catalysts are easy to lose catalysts during filtration and recovery, and the operation is complicated. These shortcomings limit the wide application of Suzuki reaction. Contents of the invention [0003] The invention aims to solve the problem that the existing palladium ligand catalyst is difficult to reco...

Claims

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Application Information

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IPC IPC(8): B01J31/28B01J31/40C07B37/00C07C49/782C07C45/68
CPCY02P20/584
Inventor 白雪峰李瑞
Owner INST OF PETROCHEM HEILONGJIANG ACADEMY OF SCI
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