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Pd/FeOOH@RGO Pickering emulsion and application thereof in catalyzing carbon-carbon coupling reaction

A Pickering emulsion and carbon-carbon coupling technology, applied in the field of catalysis, can solve the problems of difficult reaction, time-consuming, and difficult synthesis of ligands in organic reactions, and achieve the effects of low production cost, high efficiency, and good amphiphilicity.

Active Publication Date: 2020-05-29
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Moreover, ligands are often required in palladium-catalyzed coupling reactions, and these reported ligands are usually difficult and time-consuming to synthesize.
Furthermore, organic reactions are usually difficult to react in aqueous phase

Method used

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  • Pd/FeOOH@RGO Pickering emulsion and application thereof in catalyzing carbon-carbon coupling reaction
  • Pd/FeOOH@RGO Pickering emulsion and application thereof in catalyzing carbon-carbon coupling reaction
  • Pd/FeOOH@RGO Pickering emulsion and application thereof in catalyzing carbon-carbon coupling reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] 1. Add 125 mg of graphite oxide (GO) into 15 mL of deionized water, and ultrasonically disperse to obtain a graphite oxide dispersion. Under stirring conditions, add 1 mg of palladium chloride to the graphite oxide dispersion, then transfer to a 150 mL round bottom flask, add 15 mL of acetonitrile solution of iron pentacarbonyl with a volume concentration of 16.7 mL / L, and react at 60 ° C under airtight conditions for 3 hours, after the reaction was completed, it was filtered, washed with deionized water, and freeze-dried to obtain a nano-iron oxyhydroxide / palladium / graphene ternary composite material, which was denoted as Pd / FeOOH@RGO.

[0024] 2. Weigh 10mg of Pd / FeOOH@RGO and ultrasonically disperse in 2mL of deionized water to obtain a Pd / FeOOH@RGO dispersion with a concentration of 5mg / mL. Under stirring conditions, 2 mL of n-heptane was added to the Pd / FeOOH@RGO dispersion, and the Pd / FeOOH@RGO Pickering emulsion was obtained by shaking with a homogenizer.

[002...

Embodiment 2

[0029]1. Add 25 mg of graphite oxide into 5 mL of deionized water, and ultrasonically disperse to obtain a graphite oxide dispersion. Under stirring conditions, add 5 mg of palladium chloride to the graphite oxide dispersion, then move to a 150 mL round bottom flask, add 15 mL of acetonitrile solution with a volume concentration of 5 mL / L iron pentacarbonyl, and react at 50 °C for 2 hours under airtight conditions. After the reaction, it was filtered, washed with deionized water, and freeze-dried to obtain Pd / FeOOH@RGO.

[0030] 2. Weigh 10mg of Pd / FeOOH@RGO and ultrasonically disperse in 2mL of deionized water to obtain a Pd / FeOOH@RGO dispersion with a concentration of 5mg / mL. Under stirring conditions, 2 mL of n-heptane was added to the Pd / FeOOH@RGO dispersion, and the Pd / FeOOH@RGO Pickering emulsion was obtained by shaking with a homogenizer.

Embodiment 3

[0032] 1. Add 25 mg of graphite oxide into 5 mL of deionized water, and ultrasonically disperse to obtain a graphite oxide dispersion. Under stirring conditions, add 5 mg of palladium chloride to the graphite oxide dispersion, then move to a 150 mL round bottom flask, add 15 mL of acetonitrile solution with a volume concentration of 20 mL / L iron pentacarbonyl, and react at 50 °C for 2 hours under airtight conditions. After the reaction, it was filtered, washed with deionized water, and freeze-dried to obtain Pd / FeOOH@RGO.

[0033] 2. Weigh 10mg of Pd / FeOOH@RGO, and ultrasonically disperse it in 10mL of deionized water to obtain a Pd / FeOOH@RGO dispersion with a concentration of 1mg / mL. Under stirring conditions, 10 mL of n-heptane was added to the Pd / FeOOH@RGO dispersion, and the Pd / FeOOH@RGO Pickering emulsion was obtained by shaking with a homogenizer.

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Abstract

The invention discloses a Pd / FeOOH@RGO Pickering emulsion and an application of the Pd / FeOOH@RGO Pickering emulsion in catalyzing a Suzuki carbon-carbon coupling reaction. Water and an organic solventare used as solvents at the same time; graphite oxide and a metal chloride are reduced with pentacarbonyl iron, no other reducing agent is added, Pd / FeOOH@RGO is prepared through a one-step reaction,then Pd / FeOOH@RGO is used as an emulsifier to stabilize a plurality of water-oil systems to form the Pickering emulsion. The Pickering emulsion prepared by the method is high in stability, is used for catalyzing Suzuki carbon-carbon coupling reaction of halogenated benzene and derivatives thereof; the catalytic reaction effect is excellent; recycling can be realized; the problems that a substrateof an organic chemical reaction system is poor in solubility in a water solution, low in catalyst activity, narrow in application range, difficult to separate and the like are effectively solved; theemulsion can meet requirements of the green and environment-friendly synthesis concept, and has huge application prospects in the field of catalysis.

Description

technical field [0001] The invention belongs to the technical field of catalysis, and in particular relates to a Pd / FeOOH@RGO Pickering emulsion and the application of the emulsion in catalyzing the Suzuki carbon-carbon coupling reaction of halogenated aromatic hydrocarbons and phenylboronic acid. Background technique [0002] For a long time, organic solvents have been used for chemical reactions in laboratories and industries, and the discharge of toxic organic solvents and the loss of precious metals have caused serious environmental pollution. Facing the great pressure of environmental protection, in order to achieve sustainable development, the greening of organic chemical reactions has become a major challenge for chemists. As a solvent for organic synthesis, water has the advantages of simple operation, safe use, low cost and no environmental pollution. Therefore, in today's advocacy of green chemistry, carrying out organic reactions in aqueous solution has become a ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/89B01J37/16C07C41/30C07C43/205C07C1/32C07C15/14C07D333/08
CPCB01J23/8906B01J37/16C07C41/30C07C1/321C07D333/08C07C43/205C07C43/2055C07C15/14Y02P20/584
Inventor 孙华明林德智高子伟
Owner SHAANXI NORMAL UNIV
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