Method for preparing aldehydes or ketones compounds by selective catalytic oxidation of alcohols compounds

A ketone compound, catalytic oxidation technology, applied in the oxidation preparation of carbonyl compounds, organic chemistry and other directions, can solve the problem of expensive catalyst, and achieve the effect of easy separation and recycling, low cost and high selectivity

Inactive Publication Date: 2008-06-25
DALIAN UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Palladium is a rare and precious metal, and the catalyst is expensive

Method used

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  • Method for preparing aldehydes or ketones compounds by selective catalytic oxidation of alcohols compounds

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] 1. Preparation of Titanium Dioxide Supported Gold Catalyst

[0016] with HAuCl 4 4H 2 O is the precursor of gold, TiO 2 (P25) was used as catalyst carrier, urea was used as precipitant, and Au / TiO was prepared by deposition-precipitation method 2 catalyst. 1g.TiO 2 respectively added to 25mL, 50mL, 75mL or 100mL solution (where HAuCl 4 : 4.2×10 -3 M, urea: 0.42M, sodium citrate: 6.9×10 -3 M). The mixture was placed in a round-bottomed flask and stirred under strong magnetic force at 80°C for 4 hours in an oil bath. Centrifuge and wash the solid matter in the above mixture to no chloride ion exists (AgNO 3 test). The separated solid was dried in a vacuum oven at 100° C. for 2 hours. Finally, it was placed in a tube furnace and reduced in a hydrogen atmosphere at 300°C for 4 hours. Preparation of Au / TiO with different loadings 2 (2.0 wt%, 4.0 wt%, 6.0 wt% or 8.0 wt%) catalyst.

[0017] 2. Oxidation of Benzyl Alcohol Catalyzed by Titanium Dioxide Supported Go...

Embodiment 2

[0022] Embodiment 2: the catalytic oxidation of benzyl alcohol

[0023] 0.1 g of 8.0wt% Au / TiO used through three cycles 2 Put the catalyst into the autoclave, add 15mL of deionized water and 29mmol of benzyl alcohol, seal the autoclave, pass through the autoclave for four times for replacement, then pressurize to 1MPa, heat the autoclave until the temperature in the autoclave is 100°C, start stirring and timing, and react The time is 8h. After the reaction, the oil phase was separated by centrifugation, and the composition of the product was analyzed by a gas chromatograph. The results are: the conversion rate of benzyl alcohol is 80%, the selectivity of benzaldehyde is 67%, the selectivity of benzoic acid is 10%, and the selectivity of benzyl benzoate is 23%.

Embodiment 3

[0024] Embodiment 3: the catalytic oxidation of benzyl alcohol

[0025] Weigh 0.1g 8.0wt% Au / TiO 2 Put the catalyst in an autoclave, add a mixed solvent of 10mL deionized water and 10mL p-xylene, 29mmol benzyl alcohol, seal the autoclave, replace it with oxygen four times, pressurize it to 1MPa, and heat it until the temperature in the autoclave is 100 °C, start stirring and timing, and the reaction time is 8h. After the reaction, the oil phase was separated by centrifugation, and the composition of the product was analyzed by a gas chromatograph. The results are: the conversion rate of benzyl alcohol is 83%, the selectivity of benzaldehyde is 93%, the selectivity of benzoic acid is 3%, and the selectivity of benzyl benzoate is 4%.

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Abstract

The invention relates to a method for selectively catalyzing and oxidating the alcohol compounds to prepare the aldehyde or ketone compounds, which comprises the steps that the highly active supported nanometer gold catalysts, water or water and cosolvent and alcohol compounds are put in an autoclave, the oxygen or air is pumped in the autoclave so as to carry out the reaction among the mixtures for 6 to 8 hours on the conditions of a reaction pressure ranging from 0.2 to 1.2MPa and a reaction temperature ranging from 100 to 130 DEG C; then the organic phase is separated and the aldehyde or ketone compounds is obtained. The conversion rate of the alcohol compounds ranges from 80 per cent to 83 per cent and the selectivity of the aldehyde or ketone products reaches 90 per cent to 100 per cent. The invention has the advantages of simple process, low production cost, environmental friendliness, easy separation and cycling use of the catalysts, etc.

Description

technical field [0001] The invention relates to a method for preparing aldehyde or ketone compounds by selective catalytic oxidation of alcohol compounds. Background technique [0002] Liquid-phase oxidation of alcohols to aldehydes or ketones is an important and challenging reaction. Traditional oxidation methods mainly use stoichiometric oxidants such as dichromate and permanganate to oxidize alcohol compounds, and this process produces a large amount of heavy metal salt pollutants. In recent years, the green catalytic process using hydrogen peroxide and oxygen as oxidants has attracted people's attention, and the oxidation process using oxygen or air as the oxygen source has attracted much attention due to its high atom economy. In the field of oxygen or air oxidation of alcohol compounds, currently used catalytic systems include homogeneous catalytic reaction systems and heterogeneous catalytic reaction systems. However, most homogeneous catalytic reaction systems need...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/29C07C49/04C07C49/78C07C47/52
Inventor 邱介山杨晓敏梁长海
Owner DALIAN UNIV OF TECH
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