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Method for preparing 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, hindering industrial application, excessive oxidation, etc., and achieves the effects of high product selectivity, reduced production cost, and improved selectivity

Active Publication Date: 2020-05-12
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

[0007] 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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  • Method for preparing adipic dialdehyde
  • Method for preparing adipic dialdehyde
  • Method for preparing adipic dialdehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-10

[0065] The preparation of embodiment 1-10 supported type W, Mo catalyst

[0066] Firstly, the carrier was calcined at 550 °C for 4 h in a nitrogen atmosphere to remove species adsorbed in the pores. Dissolve a certain amount of ammonium tungstate and ammonium molybdate in water, and set the volume according to the saturated water absorption of the carrier (when using MCM-41, set the volume to 50 ml, when using SBA-15, set the volume to 30 ml, use medium When using porous silica, set the volume to 20 ml), take 10 g of the carrier and use the equal volume impregnation method to load the metal salt solution on the carrier, then place it in an oven at 100 ° C for 12 h, and then bake it in a muffle furnace at 500 ° C for 4 h Prepare the catalyst. The types and qualities of carriers and metal salts are shown in Table 1.

[0067] The preparation parameter of table 1 catalyst

[0068] Example catalyst Ammonium tungstate quality (g) Ammonium molybdate mass (g) Carri...

Embodiment 11

[0070] Example 11 Cyclohexene oxidation to adipaldehyde

[0071] In a 250mL round-bottomed flask, add 1.0g of cyclohexene, 0.10g of methyl pyruvate, 25mL of acetonitrile, 0.5W-1.0Mo / MCM-41 catalyst (0.10g), rise to 20°C, and feed ozone with a concentration of The mixed gas of 100mg / L, described mixed gas is made up of ozone and oxygen, and described mixed gas flow rate is 80mL / min, is down to room temperature rapidly after reacting 1h, analyzes product composition with gas chromatograph.

Embodiment 12-20

[0072] Example 12-20 Cyclohexene oxidation to adipaldehyde

[0073] 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 method for preparing 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 supported metal oxide is adopted as a catalyst, and the metal oxide comprises a W oxide and a Mo oxide. According to the method, a supported W and Mo double-metal oxide is adopted as a catalyst, cyclohexene is oxidized with high selectivity to produce adipic dialdehyde, and the defect that precious metal coordination compounds and sodium periodate need to be used in a cyclohexene oxidation reaction is overcome; and ozone is adopted as an oxidizing agent, cyclohexene is selectively oxidized into adipic dialdehyde, and the product selectivity is high.

Description

technical field [0001] The application relates to a method for preparing 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. In addition, as a cross-linking agent, 1,6-hexanedialdehyde has the characteristics of high activity, fast reaction, large binding capacity, stable product, and strong resistance to acid, water, and enzymes...

Claims

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Application Information

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IPC IPC(8): C07C45/40C07C47/12
CPCC07C45/40C07C2523/30C07C2529/03C07C47/12
Inventor 袁扬扬许磊陆标李沛东赵晓炜史鑫
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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