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Supported PtAu catalyst and method for catalytic reduction of olefinic bonds or acetylenic bonds by using same

A supported catalyst technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic reduction, etc., can solve problems such as poor stability, difficulty in preparation, large amount of catalyst or additives, etc., to achieve mild reaction conditions and preparation The effect of simple procedure, selectivity and high stability

Active Publication Date: 2013-03-20
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these systems have disadvantages such as complex structures of catalysts and ligands, difficulty in preparation, poor stability, and large amounts of catalysts or additives used.

Method used

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  • Supported PtAu catalyst and method for catalytic reduction of olefinic bonds or acetylenic bonds by using same
  • Supported PtAu catalyst and method for catalytic reduction of olefinic bonds or acetylenic bonds by using same
  • Supported PtAu catalyst and method for catalytic reduction of olefinic bonds or acetylenic bonds by using same

Examples

Experimental program
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Effect test

Embodiment 2

[0045] Implementation method: heat octadecylamine to form a clear solution as solvent, surfactant and reducing agent. Continue heating to 140 DEG C, then add platinum acetylacetonate and chloroauric acid tetrahydrate, wherein the concentration of platinum acetylacetonate and chloroauric acid tetrahydrate is 0.0022mol / L. Continue heating to 230°C, stir for 20 minutes, then cool to room temperature, wash with ethanol to obtain bimetallic PtAu, and disperse it in cyclohexane. Then add activated carbon, wherein the mass ratio of bimetallic PtAu to activated carbon is 1:20, the mixture is stirred at room temperature for 12h and then filtered, and then the filter residue is washed with cyclohexane and dried to obtain supported PtAu, wherein the PtAu nanoparticles The grain size is 9nm.

Embodiment 3

[0047] Implementation method: heat octadecylamine to form a clear solution as solvent, surfactant and reducing agent. Continue heating to 150° C., then add platinum acetylacetonate and chloroauric acid tetrahydrate, wherein the concentrations of platinum acetylacetonate and chloroauric acid tetrahydrate are 0.0044mol / L. Continue heating to 250°C, stir for 30 minutes, then cool to room temperature, wash with ethanol to obtain bimetallic PtAu, and disperse it in cyclohexane. Activated carbon was added, wherein the mass ratio of bimetallic PtAu to activated carbon was 1:40, the mixture was stirred at room temperature for 24 h and then filtered, and the filter residue was washed with cyclohexane and dried to obtain supported PtAu, in which the crystals of PtAu nanoparticles The particle size is 15nm.

Embodiment 4

[0049]

[0050] Implementation method: at normal temperature, place 2-bromostyrene and supported PtAu in methanol, wherein the molar concentration of the substrate is 0.10 mol / L, and the molar concentration of the catalyst is 0.0012 mol / L. After the reactor was sealed, a balloon filled with hydrogen was added, and the gas was changed continuously for 3 times. Under stirring, the mixture was reacted at room temperature for 4 hours, and the catalyst was recovered by filtration. The filtrate was analyzed by gas chromatography-mass spectrometry, and the yield was 86%.

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Abstract

The invention relates to a supported PtAu catalyst and a method for catalytic reduction of olefinic bonds or acetylenic bonds by using same, and belongs to the technical field of heterogeneous catalysis. The supported PtAu catalyst is prepared by taking platinum acetylacetonate and chloroauric acid tetrahydrate as precursors and active carbon as a carrier, putting the two precursors into n-octadecylamine to prepare a bimetal PtAu through reduction, and loading the obtained bimetal PtAu on the active carbon. According to the method for catalytic reduction of the olefinic bonds or acetylenic bonds by using supported PtAu, halogenated aryl hydrocarbon is used as a substrate, the supported PtAu is used as a catalyst, and under a normal pressure hydrogen atmosphere at room temperature, the substrate and the catalyst are placed into an organic solvent to react so as to selectively reduce the olefinic bonds or acetylenic bonds in substrate molecules. The method has the advantages of simple preparation process of the catalyst, mild reaction condition, high catalyst activity, selectivity and stability and the like, so that highly selective reduction of the olefinic bonds or acetylenic bonds in a series of halogenated aryl hydrocarbon molecules.

Description

technical field [0001] The invention relates to the preparation of supported PtAu and a method for catalytically reducing olefinic or acetylenic bonds, and belongs to the technical field of heterogeneous catalysis. Background technique [0002] The reduction reaction of unsaturated bonds (such as ethylenic and acetylenic bonds) is one of the key points of organic synthesis. As a highly active commercial catalyst, Pd / C has been widely used for the reduction of olefinic or acetylenic bonds. However, for substrates with complex structures, such as when multiple reducible groups such as olefinic (or acetylenic) bonds, halogens, and carbonyls coexist in the substrate molecule, it is difficult to achieve olefinic or acetylenic bonds using commercial Pd / C selective restoration. Therefore, it is very challenging to achieve highly selective reduction of olefinic or acetylenic bonds in structurally complex substrates. [0003] In this regard, people have mainly studied the followin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B35/02C07C17/354C07C25/02C07C45/62C07C49/233C07C51/36C07C57/58C07C67/303C07C69/65C07C69/78C07C67/283C07D403/06B01J23/52
Inventor 蔡双飞何伟李亚栋毛俊杰李林森
Owner TSINGHUA UNIV
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