A kind of preparation method of adipaldehyde

A technology of adipaldehyde and cyclohexene, which is applied in the field of preparation of adipaldehyde, can solve the problems of high price, excessive oxidation, and difficulty in obtaining high selectivity of adipaldehyde, and achieve the effect of high product selectivity and simple operation

Active Publication Date: 2021-07-13
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

And oxidation cyclohexene prepares 1,6-hexanedial, and cyclohexene conversion rate is 100%, but the selectivity of 1,6-hexanedial only has 40% (Fudan Journal (Natural Science Edition), 2002,41 (3):317-319)
[0004] In summary, in the preparation of adipaldehyde by cyclohexene oxidation, metal complexes-NaIO 4 Catalytic system, catalyst preparation method is complex and expensive
When using high-concentration hydrogen peroxide as an oxidant to oxidize cyclohexene, there is a problem of over-oxidation, and it is difficult to obtain high adipaldehyde selectivity, which hinders the further industrial application of this process

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-10

[0059] Example 1-10 Preparation of Molecular Sieve Supported Metal Oxide Catalyst

[0060] Dissolve a certain amount of saline solution in water, set the volume to 10 mL, take 10 g of molecular sieves and use the equal volume impregnation method to load metal elements on the molecular sieves, then place them in an oven at 100°C for 12 hours, and then place them in a muffle furnace at 500°C Roasting 4h. The types and qualities of carriers and metal salts are shown in Table 1.

[0061] Table 1 Preparation parameters of catalysts

[0062] Example catalyst Metal salt type Metal salt mass (g) Molecular sieve mass (g) 1 3.0 Fe / HY Fe(NO3)3 9H2O 2.17 10.00 2 3.0 Co / HY Co(NO3)2·6H2O 1.48 10.00 3 3.0 Ni / HY Ni(NO3)2 2H2O 1.49 10.00 4 3.0 Cu / HY Cu(NO3)2 3H2O 0.89 10.00 5 0.5 Co / HBeta C0(NO3)2 3H2O 0.25 10.00 6 2.0 Co / HBeta Co(NO3)2·6H2O 0.99 10.00 7 4.0 Co / HBeta Co(NO3)2·6H2O 1.98 10.00 8 0.5 Ni / ...

Embodiment 11

[0064] Example 11 Oxidation of cyclohexene to adipaldehyde

[0065] In a 250 mL round bottom flask, add 1.0 g of cyclohexene, 0.10 g of methyl pyruvate, 25 mL of acetonitrile, 0.10 g of 3.0 Fe / HY catalyst, raise the temperature to 20 ° C, and pass in a mixed gas with an ozone concentration of 100 mg / L , the mixed gas is composed of ozone and oxygen, the flow rate of the mixed gas is 60 mL / min, it is rapidly cooled to room temperature after 1 h of reaction, and the product composition is analyzed by a gas chromatograph.

Embodiment 12-20

[0066] Example 12-20 Oxidation of cyclohexene to adipaldehyde

[0067] The cyclohexene oxidation reaction was carried out according to the same steps as in Example 11, and the specific differences and results of the reaction conditions are shown in Table 2.

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PUM

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Abstract

The present application discloses a preparation method of adipaldehyde, the preparation method comprising: oxidizing a mixed liquid containing cyclohexene and a mixed gas containing ozone under reaction conditions to obtain adipaldehyde; wherein, the The reaction conditions include using molecular sieves as catalysts to support metal oxides. The present invention uses ozone as an oxidant, and metal oxides loaded on molecular sieves as a catalyst to oxidize cyclohexene with high selectivity to produce adipaldehyde, which overcomes the disadvantages of using noble metal complexes and sodium periodate in the oxidation reaction of cyclohexene. The invention uses ozone as an oxidizing agent to selectively oxidize cyclohexene to adipaldehyde, which is a green and environmentally friendly process with high product selectivity and no three wastes. Therefore, the present invention not only has innovation, but also has economic advantages and industrial application prospects.

Description

technical field [0001] The application relates to a preparation method of adipaldehyde, which belongs to the field of chemistry and chemical engineering. Background technique [0002] 1,6-Adipaldehyde is an important fine chemical product. It is a quick-acting and broad-spectrum chemical sterilizer. It can not only kill most bacteria, bacterial propagules, fungi, spores and viruses quickly and efficiently, but also does not Corrosion of metal instruments and glass and plastic products, because it is harmless to the human body, it can be widely used in the disinfection and sterilization of medical equipment, food utensils, etc. In addition, adipaldehyde is also used in oil extraction, which can inhibit sulfate-reducing bacteria and increase the sulfur content of crude oil. Using sodium periodate / silica gel system to oxidize cyclohexene to prepare trans-1,2-cyclohexanediol can produce 1,6-hexanedial with high selectivity (Perfume, Fragrance and Cosmetics, 2006(6):17-20 ). H...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/40C07C47/12
CPCC07C45/40C07C47/12
Inventor 许磊袁扬扬张晓敏陆标赵晓炜
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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