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Preparation method of adipic dialdehyde

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, hindering industrial application, etc., and achieve the effects of reducing production cost, high product selectivity, and improving selectivity

Active Publication Date: 2020-05-12
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

And oxidation cyclohexene prepares 1,6-hexanedial, and the conversion rate of cyclohexene 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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  • Preparation method of adipic dialdehyde
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Examples

Experimental program
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Effect test

Embodiment 1-10

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

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

[0061] The preparation parameter of table 1 catalyst

[0062] Example catalyst Metal salt type Metal salt mass (g) Molecular sieve mass (g) 1 3.0Fe / HY Fe(NO 3 ) 3 9H 2 o

[0063] Wherein, in the name of the catalyst nA / B, A represents the supported metal element, B represents the molecular sieve, and n represents the mass loading amount of the metal element A.

Embodiment 11

[0064] Example 11 Cyclohexene oxidation to adipaldehyde

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

Embodiment 12-20

[0066] Example 12-20 Cyclohexene oxidation 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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Abstract

The invention discloses a preparation method of adipic dialdehyde. The preparation method comprises the following steps: carrying out an oxidation reaction on a cyclohexene-containing mixed solution and an ozone-containing mixed gas under reaction conditions to obtain adipic dialdehyde, wherein the reaction conditions comprise that a molecular sieve supported metal oxide is adopted as a catalyst.According to the method, ozone is used as an oxidizing agent, a molecular sieve supported metal oxide is used as a catalyst, and cyclohexene is subjected to high-selectivity oxidation to produce adipic dialdehyde, so that the defect that precious metal coordination compounds and sodium periodate need to be used in a cyclohexene oxidation reaction is overcome; and ozone is used as an oxidizing agent, cyclohexene is selectively oxidized into adipic dialdehyde, the product selectivity is high, no three wastes are generated, and the method is an environment-friendly process, so that the method hasinnovativeness, 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. Use sodium periodate / silica gel system to oxidize cyclohexene to prepare trans-1,2-cyclohexanediol, which can prepare 1,6-hexanedial with high selectivity (Perfume, Flavor and Cosmetics, 2006(6):17-20 ). ...

Claims

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Application Information

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Patent Type & Authority Applications(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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