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Method for preparing benzaldehyde through styrene catalytic oxidation

A technology for catalytic oxidation and styrene, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, and the preparation of organic compounds. Effect of high conversion rate and yield improvement

Inactive Publication Date: 2009-09-16
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Yet said method has following shortcoming: (1) the transformation rate of said method is relatively low, only has 25.8%, and the productive rate of final benzaldehyde only has about 21.18%, remains to improve further; (2) said method is under high pressure (more than Atmospheric pressure (0.5bar) is carried out, the reaction conditions are relatively harsh, and do not meet the theme of green chemistry; (3) the amount of catalyst used in this reaction is relatively large, and the noble metal Au is loaded on the carrier in nanometer form. After conversion, relative to each g Styrene, the dosage of Au is 0.48~0.56mg, so the cost is higher

Method used

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  • Method for preparing benzaldehyde through styrene catalytic oxidation
  • Method for preparing benzaldehyde through styrene catalytic oxidation
  • Method for preparing benzaldehyde through styrene catalytic oxidation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] In the reaction flask, 2.5 g of styrene, 0.5 g of gold nanowire toluene solution (wherein, about 0.5 mg of gold nanowire, diameter less than or equal to 5 nm), and 14.5 g of toluene are loaded into the reaction flask; the system is connected with an oxygen bag and a condenser tube, Then cool down-vacuumize-release oxygen, cycle 3-4 times, put in oxygen, and return to room temperature; the system is heated in an oil bath at 100°C for 24 hours to obtain the product.

[0022] Get product and carry out gas-mass coupling (GC-MS) and gas chromatography (GC) analysis, the result is as follows: transformation rate: 54.3%; Benzaldehyde, benzo epoxy, the selectivity of acetophenone are respectively 51.6%, 43.1%; % and 5.3%, the yield of benzaldehyde is 28.0%.

Embodiment 2

[0024] In the reaction flask, 2.5 g of styrene, 0.8 g of gold nanowire toluene solution (wherein, about 0.8 mg of gold nanowire and a diameter less than or equal to 5 nm), and 14.2 g of toluene are loaded into the reaction flask; the system is connected with an oxygen bag and a condenser tube, Then cool down-vacuumize-release oxygen, cycle 3-4 times, put in oxygen, and return to room temperature; the system is heated in an oil bath at 100°C for 25 hours to obtain the product.

[0025] Get product and carry out gas-mass coupling (GC-MS) and gas chromatography (GC) analysis, the result is as follows: transformation rate: 54.7%; Benzaldehyde, benzo epoxy, the selectivity of acetophenone are respectively 52.0%, 44.5%; % and 3.5%, the yield of benzaldehyde is 28.4%.

[0026] Measured the impact of reaction time simultaneously, the result is as follows:

[0027]

[0028] It can be seen that with the increase of the reaction time, the conversion rate of styrene and the yield of b...

Embodiment 3

[0030] In the reaction flask, 2.5 g of styrene, 1.2 g of gold nanowire toluene solution (wherein, about 1.2 mg of gold nanowire and a diameter less than or equal to 5 nm), and 13.8 g of toluene are loaded into the reaction flask; the system is connected with an oxygen bag and a condenser tube, Then cool down-vacuumize-release oxygen, cycle 3-4 times, put in oxygen, and return to room temperature; the system is heated in an oil bath at 100°C for 24 hours to obtain the product.

[0031] Get product and carry out gas-mass coupling (GC-MS) and gas chromatography (GC) analysis, the result is as follows: transformation rate: 43.6%; Benzaldehyde, benzo epoxy, the selectivity of acetophenone are respectively 66.1%, 30.8%; % and 3.1%, the yield of benzaldehyde is 28.8%.

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Abstract

The invention discloses a method for preparing benzaldehyde through styrene catalytic oxidation, which comprises the following steps: using styrene as a reactant and a gold nano-wire of which the diameter is less than or equal to 5 nanometers as a catalyst, reacting at a temperature of between 80 and 100 DEGC for 20 to 48 hours in a normal pressure oxygen atmosphere in the presence of a solvent, and cooling and separating the mixture after the reaction to obtain the benzaldehyde, wherein the solvent is methylbenzene. The method has the advantages of higher conversion rate, higher benzaldehyde yield, and milder and greener reaction conditions.

Description

technical field [0001] The invention relates to the field of industrial catalysis in the petrochemical industry, in particular to a method for preparing benzaldehyde by catalytic oxidation of styrene. Background technique [0002] Benzaldehyde (Benzaldehyde) is the simplest but one of the most widely used aromatic aldehydes in industry. It is an important raw material for medicine, dyestuff, perfume and resin industry. Used as spices and seasonings, it can be used for processing and synthesizing other spices and seasonings. [0003] The preparation methods of benzaldehyde mainly include toluene chlorination hydrolysis method, benzyl alcohol oxidation method, toluene direct oxidation method, direct electrosynthesis oxidation method, benzoic acid hydrogenation reduction method, etc. At present, most of the benzaldehyde produced in my country is produced by the hydrolysis process of benzyl dichloride, which restricts the large-scale application of benzaldehyde in the perfume a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/54C07C45/36B01J23/52C11B9/00
Inventor 胡磊路建美顾宏伟李敏
Owner SUZHOU UNIV
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