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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
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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 reaction is carried out under high pressure (over 0.5 bar of atmospheric pressure), which does not meet the theme of green chemistry; (3) The amount of catalyst is relatively large, and the precious metal Au is loaded on the carrier in nanometer form. , relative to every 1g of styrene, the amount of Au is 0.48 ~ 0.56mg, so the cost is higher

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  • 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

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Experimental program
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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...

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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

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Application Information

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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
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