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Preparation method of benzaldehydes compound and novel double-metal catalyst loaded by mesoporous carbon for preparation method

A bimetallic catalyst and mesoporous carbon technology are used in the preparation of benzaldehyde compounds, catalyzing alcohol oxidation to prepare aldehydes or ketones, and in the field of bimetallic catalysts supported by new mesoporous carbon materials, which can solve the problem of limiting catalysts and reaction selection. It can improve the catalytic activity, high conversion rate of raw materials and low cost.

Active Publication Date: 2012-06-27
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the noble metal catalysts supported by carbon are widely used, these catalysts also have their inherent weaknesses, such as the catalyst is easily deactivated when placed in the air, and the reaction selectivity is not high in some selective reactions (Chem.Commun.2003, 1960 -1961), often need to add cocatalyst (Science, 2009,326,1250-1252.) etc. as catalyst, these problems have limited the application of this class catalyst

Method used

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  • Preparation method of benzaldehydes compound and novel double-metal catalyst loaded by mesoporous carbon for preparation method
  • Preparation method of benzaldehydes compound and novel double-metal catalyst loaded by mesoporous carbon for preparation method
  • Preparation method of benzaldehydes compound and novel double-metal catalyst loaded by mesoporous carbon for preparation method

Examples

Experimental program
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Embodiment 1

[0024] This embodiment provides a nitrogen-doped mesoporous carbon-supported Au-Pd catalyst, which is prepared by the following steps:

[0025](1) Mix 1g 1-ethyl-3-methylimidazolium dicyanamide salt with 1.5g templating agent SBA-15 at room temperature, then heat up to 900°C for 3 hours, cool to room temperature and use ammonium bifluoride Decompose SBA-15 to obtain 0.7g of nitrogen-doped mesoporous carbon material. Elemental analysis shows that the nitrogen content is 11.8%, and its specific surface area is 150-1200m 2 / g.

[0026] (2) Take 0.1 g of nitrogen-doped mesoporous carbon material and add it to 50 ml of ethanol, sonicate for 10 minutes, add 1 ml of ethanol solution of chloroauric acid and palladium chloride with a concentration of 1 mg / ml, and continue to sonicate for 10 minutes Add 10 mg of sodium borohydride for reduction, filter and wash with water several times, and dry to obtain a nitrogen-doped mesoporous carbon-supported Au-Pd catalyst.

Embodiment 2

[0028] This example provides a nitrogen and phosphorus co-doped mesoporous carbon-supported Au-Pd catalyst, which is prepared by the following steps:

[0029] (1) Mix 1g of 1-pentylcyano-3-methylimidazolium hexafluorophosphate with 1.5g of templating agent Ludox HS40 at room temperature, then heat up to 900°C for 2 hours, cool to room temperature and use ammonium bifluoride Decompose Ludox HS 40 to obtain 0.6g of nitrogen and phosphorus co-doped mesoporous carbon material. Elemental analysis shows that the nitrogen content is 11.3%, the phosphorus content is 0.1%, and its specific surface area is 150-1200m 2 / g.

[0030] (2), take 0.1g of the above nitrogen and phosphorus co-doped mesoporous carbon material and add it to 50ml ethanol, ultrasonic for 10 minutes, add 1ml of ethanol solution of chloroauric acid and palladium chloride with a concentration of 1mg / ml respectively, continue After ultrasonication for 10 minutes, 10 mg of sodium borohydride was added for reduction, su...

Embodiment 3

[0032] This example provides a nitrogen and sulfur co-doped mesoporous carbon-supported Au-Pd catalyst, which is prepared by the following steps:

[0033] (1), mix 1g 1-butyl-3-methylimidazolium dicyanamide salt, 0.5g 1-butyl-3-methylimidazolium ethyl sulfate salt and 2.5g templating agent Ludox HS 40 at room temperature , and then heated to 900 ° C for 2 hours, cooled to room temperature and decomposed Ludox HS 40 with ammonium bifluoride to obtain 0.7 g of nitrogen and sulfur co-doped mesoporous carbon material. Elemental analysis showed that the nitrogen content was 11.6%, and the sulfur content It is 0.3%, and its specific surface area is 150-1200m2 / g.

[0034] (2), take 0.1g of the above-mentioned nitrogen and sulfur co-doped mesoporous carbon material and add it to 50ml deionized water, sonicate for 10 minutes, add 1ml of the aqueous solution of chloroauric acid and palladium chloride with a concentration of 1mg / ml respectively, and continue After ultrasonication for 10...

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Abstract

The invention relates to a preparation method of a benzaldehydes compound and a catalyst for the preparation method. The catalyst is composed of 0.01-90 wt% of metal grains and 10-99.99 wt% of mesoporous carbon carrier; the metal grains are selected from any two of Pd, Au, Ag, Pt, Ru, Rh, Ni, Cu, Fe, Co, Cr, W, Mo, Ti and Ta; the weight ratio of two types of the metal is 1: (0.01-100) and the average grain diameter of the metal grains is 1-100 nm; and the mesoporous carbon carrier is prepared from a heteroatom-doped mesoporous carbon material. The content of heteroatoms in the mesoporous carbon material is 0.01-80 wt%. The catalyst provided by the invention is stable for water, air and heat and has an excellent catalytic activity; particularly, the catalyst has a high selectivity when being used for catalyzing an alcohol oxidation reaction to prepare aldehyde or ketone. The preparation method of the benzaldehydes compound provided by the invention has the advantages of high conversion rate of raw materials and good selectivity of a target product.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of benzaldehyde compounds and a catalyst thereof, in particular to a bimetallic catalyst supported by a novel mesoporous carbon material and its use in catalyzing the oxidation reaction of alcohols to prepare aldehydes or ketones the use of. Background technique [0002] Benzaldehyde compounds (such as benzaldehyde, methylbenzaldehyde, methoxybenzaldehyde, nitrobenzaldehyde, etc.) are important industrial raw materials, mainly used in the manufacture of important intermediates such as dyes, medicines, spices, seasonings, and pesticides . Due to the atom economy and the easy availability of raw materials, the selective catalytic oxidation of benzyl alcohols is a direct and efficient preparation method, and the key to this method is to control the selectivity of the catalytic oxidation reaction. Literature (Science, 2006, 311, 362-365) introduces ...

Claims

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Application Information

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IPC IPC(8): B01J23/52B01J23/50B01J23/46B01J32/00B01J21/18C07B41/06C07C45/38C07C47/54C07C49/403C07C47/228
Inventor 王勇巩玉同李浩然
Owner ZHEJIANG UNIV
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