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MOFs supported catalyst, preparation method thereof, and application in olefin hydrosilylation reaction

A supported catalyst and hydrosilylation reaction technology, which is applied in chemical instruments and methods, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc., can solve the problems of no combination and achieve saving The effect of not reducing resources and catalytic activity

Active Publication Date: 2015-09-16
GUANGZHOU TINCI MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the prior art, there is no report on combining it with a hydrosilylation reaction catalyst and successfully using it in the hydrosilylation reaction of olefins

Method used

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  • MOFs supported catalyst, preparation method thereof, and application in olefin hydrosilylation reaction
  • MOFs supported catalyst, preparation method thereof, and application in olefin hydrosilylation reaction
  • MOFs supported catalyst, preparation method thereof, and application in olefin hydrosilylation reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] This embodiment has the synthesis of the MOFs supported catalyst of structural formula (II), and its synthetic route is as follows figure 1 shown.

[0044]

[0045] Its synthetic steps are:

[0046] (1) Under the protection of nitrogen, add 1.3g of pyrrole and 3.2g of p-bromobenzaldehyde into a 2L three-necked flask, add 1.5L of dichloromethane after drying and dehydration at room temperature, and add 3.7mL of trifluoroacetic acid after 10min, Stir at room temperature under nitrogen protection for 1.0h, then add 9g DDQ (dichlorodicyanobenzoquinone), continue to stir for 1.0h, then remove the solvent under reduced pressure, and the crude product is separated using a chromatographic column (stationary phase: silica gel; Mobile phase: petroleum ether / dichloromethane with a volume ratio of 1:1) to obtain organic framework monomer compound 1 with a yield of 30%; mass spectrometry test results: (MALDI-TOF): m / z=926.9, calculated value: 926.9;

[0047] (2) Under nitrogen...

Embodiment 2

[0050] This embodiment has the synthesis of the MOFs supported catalyst of structural formula (III), and its synthetic route is as follows figure 2 shown.

[0051]

[0052] Its synthetic steps are:

[0053] (1) Under the protection of nitrogen, add 1.3g of pyrrole and 4.7g of 2,4-dibromobenzaldehyde into a 2L three-necked flask, add 1.5L of dichloromethane after drying and dehydration at room temperature, and add 3.7mL of tris Fluoroacetic acid, stirred at room temperature under nitrogen protection for 1.0h, then added 9g DDQ (dichlorodicyanobenzoquinone), continued to stir for 1.0h, then removed the solvent under reduced pressure, and the crude product was separated using a chromatographic column (stationary phase : silica gel; Mobile phase: petroleum ether / dichloromethane with a volume ratio of 1:1) to obtain organic framework monomer compound 3 with a yield of 30%; mass spectrometry test results: (MALDI-TOF): m / z=1245.9, Calculated value: 1245.9;

[0054] (2) Under n...

Embodiment 3

[0057] This embodiment has the synthesis of the MOFs supported catalyst of structural formula (IV), and its synthetic route is as follows image 3 shown.

[0058]

[0059] Its synthetic steps are:

[0060] (1) Under nitrogen protection, add 1.3g of pyrrole and 6.2g of 2,4,6-tribromobenzaldehyde into a 2L three-necked flask, add 1.5L of dichloromethane at room temperature, and add 3.7 mL trifluoroacetic acid, stirred at room temperature under nitrogen protection for 1.0h, then added 9g DDQ (dichlorodicyanobenzoquinone), continued to stir for 1.0h, then removed the solvent under reduced pressure, and the crude product was separated using a chromatographic column ( Stationary phase: silica gel; Mobile phase: petroleum ether / dichloromethane with a volume ratio of 1:1) to obtain organic framework monomer compound 5 with a yield of 30%; mass spectrometry test results: (MALDI-TOF): m / z= 1561.5, calculated value: 1561.5;

[0061] (2) Under nitrogen protection, 8.9g of organic fr...

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Abstract

The invention belongs to the technical field of organic metal catalysis, and concretely relates to an MOFs supported catalyst, a preparation method thereof, and an application in an olefin hydrosilylation reaction. The catalyst has a structure represented by formula (I); and in the formula (I), M is metallic platinum, rhodium, palladium or ruthenium, and R1 and R2 can be H or Br, and can be same to or different from each other. The preparation method of the catalyst comprises the following steps: adding pyrrole, bromine-substituted benzaldehyde and a solvent into a reactor, adding trifluoroacetic acid and DDQ, and reacting to obtain an organic framework monomer; reacting the organic framework monomer with 1,3,5-triethynylbenzene to obtain an organic framework polymer; and reacting a homogeneous solution of the metallic platinum, rhodium, palladium or ruthenium with the organic framework polymer to obtain the catalyst. The MOFs supported catalyst can efficiently catalyze the hydrosilylation reaction of hydrogen-containing silane and olefin, can be recycled through a simple technology, and can effectively improve the utilization rate of precious metals.

Description

technical field [0001] The invention belongs to the technical field of organometallic catalysis, and in particular relates to a MOFs supported catalyst, a preparation method thereof and an application in olefin hydrosilylation reaction. Background technique [0002] The hydrosilylation reaction refers to the addition reaction of hydrogen-containing silanes and compounds containing unsaturated bonds, and is one of the most important methods for preparing organosilicon monomers. Over the years, many researchers have devoted themselves to developing efficient and highly selective catalytic systems for this reaction. The most representative ones are the Speier catalyst formed by the coordination of chloroplatinic acid and isopropanol and the Kartstedt catalyst formed by the coordination of chloroplatinic acid and ethylenic polysiloxane. Although these two catalysts have been widely used in the organosilicon industry, as a homogeneous catalyst, the separation of the catalyst is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C08G61/12C07F7/08C07F7/14C07F7/18
CPCY02P20/50
Inventor 吴伟张宇张利萍雷秋芬郭守彬
Owner GUANGZHOU TINCI MATERIALS TECH
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