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Method for preparing p-tolualdehyde by efficiently catalyzing p-xylene by polyoxometallate

A technology of polyoxometalates and p-tolualdehyde, applied in the field of catalytic oxidation of p-xylene to prepare p-tolualdehyde, Anderson type polyoxometalates, can solve the problems of no green, environmental protection, etc., and achieve production Low cost, no three wastes, and high atomic economy

Inactive Publication Date: 2019-08-02
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, there is no green, environmentally friendly, catalytic oxidation of p-xylene to generate p-tolualdehyde alone.

Method used

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  • Method for preparing p-tolualdehyde by efficiently catalyzing p-xylene by polyoxometallate
  • Method for preparing p-tolualdehyde by efficiently catalyzing p-xylene by polyoxometallate
  • Method for preparing p-tolualdehyde by efficiently catalyzing p-xylene by polyoxometallate

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] 318.5 g of p-xylene, 0.1-5.0 mol% of Fe as the Anderson type polyoxometalate of the central metal, 2.0-6.0 equiv of hydrogen peroxide, and 2.0-6.0 L of solvent acetonitrile are dropped into the dry reaction tube, The reaction tube was covered with a balloon, and the reaction temperature was controlled at 50-80°C. After 24 hours of heat preservation, the reaction was stopped, cooled to room temperature, and the sample was prepared for GC-MS detection. The GC-MS result showed that the conversion rate of the reaction substrate was 95%. Carry out NMR test after separation and purification, prove that it is p-methylbenzaldehyde by the obtained hydrogen spectrum, carbon spectrum data, such as Figure 1-2 mentioned.

Embodiment 2

[0028] Put 318.5 g of p-xylene, 0.1-5.0 mol% of Al as the center metal Anderson type polyoxometalate, 2.0-6.0 equiv of hydrogen peroxide, and 2.0-6.0 L of solvent acetonitrile into the dry reaction tube, The reaction tube was covered with a balloon, and the reaction temperature was controlled at 50-80°C. After 24 hours of insulated reaction, the reaction was stopped, cooled to room temperature, and the sample was prepared for GC-MS detection. The GC-MS result showed that the conversion rate of the reaction substrate was 93%. After separation and purification, the NMR test was carried out, and it was proved to be p-tolualdehyde by the obtained hydrogen spectrum and carbon spectrum data.

Embodiment 3

[0030] Put 318.5 g of p-xylene, 0.1-5.0 mol% of Cr as the center metal Anderson type polyoxometalate, 2.0-6.0 equiv of hydrogen peroxide, and 2.0-6.0 L of solvent acetonitrile into the dry reaction tube, The reaction tube was covered with a balloon, and the reaction temperature was controlled at 50-80°C. After 24 hours of heat preservation, the reaction was stopped, cooled to room temperature, and the sample was prepared for GC-MS detection. The GC-MS result showed that the conversion rate of the reaction substrate was 97%. After separation and purification, the NMR test was carried out, and it was proved to be p-tolualdehyde by the obtained hydrogen spectrum and carbon spectrum data.

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Abstract

The invention relates to a method for preparing p-tolualdehyde by efficiently catalyzing p-xylene by polyoxometallate. Polyoxometallate as a catalyst is placed in a reactor, an organic solvent and p-xylene are sequentially added to the reactor, finally, an oxidizing agent is added, a stirring reaction is performed at 50-80 DEG C for 12-48 h, and p-tolualdehyde is separated. Compared with the priorart, the method is simple to operate and mild in condition and is a p-tolualdehyde preparation method with atom economy and environmental friendliness, the conversion rate of p-xylene and selectivityof p-tolualdehyde are high, and the catalyst has the characteristics of being green, efficient, easy to recycle and the like and has promotion and utilization values.

Description

technical field [0001] The invention belongs to the technical field of catalytic chemistry, in particular to polyoxometalates (Keggin type, Dawson type, Silverton type, Waugh type, Lindquist type, Anderson type, wherein Fe, Al, Cr, Ni, Mn, Center metals such as Cu and Co) specifically relate to Anderson-type polyoxometalates centered on Fe, Al, Cr, Mn, Cu, Co, etc. as catalysts to catalyze the oxidation of p-xylene to prepare p-tolualdehyde The method belongs to the fine chemical industry field. Background technique [0002] Fossil energy is decreasing day by day, but human consumption is increasing day by day, which also brings a series of environmental problems. The production of chemical products and fuels from biomass has become a hot spot in current scientific research. Terephthalic acid is one of the most important raw materials for the production of polyester. At present, terephthalic acid is mainly produced by stepwise oxidation of p-xylene. This method has mature ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/28C07C47/542B01J27/188B01J31/16
CPCB01J23/002B01J23/28B01J23/34B01J23/881B01J23/882B01J23/883B01J23/885B01J27/188C07C45/28C07C47/542
Inventor 余焓刘杉杉赵启新
Owner SHANGHAI INST OF TECH
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