Method for preparing benzaldehyde through catalytic oxidation of styrene

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, etc. It can solve the problems that the yield of benzaldehyde is only about 21.18%, it does not conform to green chemistry, and the amount of catalyst is large. , to achieve the effect of high atom utilization, low cost and easy operation

Active Publication Date: 2010-11-17
产学研共同体(山东)科技成果转化有限公司
View PDF4 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The above method has certain advantages in terms of product purity and catalyst low toxicity, but also has the following disadvantages: (1) the conversion rate is low, only 25.8%, and the final yield of benzaldehyde is only about 21.18%, which needs to be further improved; (2) The reaction conditions are relatively harsh, and the...

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing benzaldehyde through catalytic oxidation of styrene
  • Method for preparing benzaldehyde through catalytic oxidation of styrene
  • Method for preparing benzaldehyde through catalytic oxidation of styrene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Synthesis of iron-platinum catalyst: Reduction of platinum acetylacetonate in oleylamine at 160 °C while thermally decomposing iron pentacarbonyl to obtain FePt nanowires with a diameter of 2-3 nm (see Angew.Chem.Int.Ed.2007, 46, 6333-6335) ; Scanning electron microscopy on the obtained nanowires, the results are as follows figure 1 ,From figure 1 It can be seen that the diameter of the iron-platinum nanowires is 2-3 nm.

[0024] In order to facilitate the experimental operation, the iron-platinum nanowires are dispersed in n-hexane, and because the boiling point of n-hexane is low, it is easy to remove, and the dispersion effect on iron-platinum is better, which can prevent the nanowires from agglomerating.

[0025] Under ultrasonic conditions, the above-mentioned iron-platinum nanowires are dispersed in n-hexane, and every 1 m of n-hexane corresponds to 1.6-4 mg of iron-platinum nanowires to obtain an n-hexane solution of iron-platinum nanowires.

Embodiment 2

[0027] 100 μL of n-hexane solution of iron-platinum nanowires was sequentially loaded into the reaction bottle (n-hexane was removed by vacuum pump, leaving catalyst solid); acetonitrile 2 ml; styrene 500 μL; n-dodecane 50 μL (as internal standard). Connect the system with an oxygen bag and a condenser tube, then cool down-vacuumize-release oxygen, cycle 3 to 4 times, put in oxygen, and return to room temperature; the system is heated in an oil bath at 70°C for 24 hours while stirring get the product.

[0028] After the reaction, the mixed solution was centrifuged, and the supernatant was taken for gas-mass chromatography (GC-MS) and gas chromatography (GC) analysis (in the test process, the standard raw material was directly compared to prove that the desired compound was indeed obtained), Result is as follows: the absolute productive rate of benzaldehyde is 38.2%, and benzaldehyde, benzoic acid, the selectivity of benzooxirane are respectively 77.1: 4.1: 18.8, wherein there ...

Embodiment 3

[0030] Put 100 μL of n-hexane iron-platinum nanowire solution in 8 reaction flasks in turn (use a vacuum pump to remove n-hexane and leave the catalyst solid); solvent (see Table 1 below) 2ml; styrene 500 μL; n-dodecane 50 μL (as internal standard). Connect the system with an oxygen bag and a condenser tube, then cool down - vacuumize - release oxygen, cycle 3 to 4 times, put in oxygen, and return to room temperature; then put the 8 reaction systems in an oil bath at 60°C, The product was obtained after heating with stirring for 24 h.

[0031] After the reaction, the mixed solution was centrifuged, and the supernatant was taken for gas-mass chromatography (GC-MS) and gas chromatography (GC) analysis (in the test process, the standard raw material was directly compared to prove that the desired compound was indeed obtained), The results are as follows:

[0032] The impact of different solvents in table 1 on the reaction

[0033]

[0034] As can be seen from the table, the...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
Diameteraaaaaaaaaa
Login to view more

Abstract

The invention relates to a method for preparing benzaldehyde through catalytic oxidation of styrene, in particular to a method for preparing the benzaldehyde through the catalytic oxidation of the styrene by using an iron-platinum (FePt) nano-wire as a catalyst. The method comprises the following steps of: using the iron-platinum nano-wire as the catalyst and one of toluene, dioxane, dimethyl formamide, dimethyl sulfoxide, acetonitrile or chloroform as a solvent; in an oxygen atmosphere and under normal pressure, reacting for 3 to 32 hours at the temperature of between 50 and 90 DEG C; cooling the mixture after the reaction, and separating the mixture to obtain the benzaldehyde. The preparation method has a mild reaction condition, has an improved yield compared with that of the prior art, and is more economical and environment-friendly.

Description

technical field [0001] The invention relates to a method for preparing benzaldehyde by catalytically oxidizing styrene, in particular to a method for preparing benzaldehyde by catalytically oxidizing styrene with iron platinum (FePt) nanowires as a catalyst. Background technique [0002] Benzaldehyde, also known as benzoin aldehyde, is an important raw material in the pharmaceutical, dye, spice and resin industries, and can also be used as a solvent, plasticizer and low-temperature lubricant; Daily chemicals and tobacco flavors. [0003] The traditional process for preparing benzaldehyde is mainly to chlorinate the side chain of toluene to form benzyl chloride, then hydrolyze and oxidize to obtain benzaldehyde. The method requires four-step organic reactions to produce benzaldehyde and consumes a large amount of chlorine gas, acid and alkali, low atom utilization rate, serious corrosion, low yield, complicated process, and great pollution to the environment. At the same tim...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07C47/54C07C45/36
Inventor 顾宏伟洪海燕李敏曹雪琴胡磊路建美
Owner 产学研共同体(山东)科技成果转化有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products