A kind of technology that cyclohexene prepares adipaldehyde

A technology of cyclohexene and adipaldehyde, which is applied in the field of preparation of adipaldehyde from cyclohexene, can solve the problems of high price, excessive oxidation, hindering industrial application, etc., and achieve high product selectivity, enhanced material transfer, and high-efficiency mass transfer Effect

Active Publication Date: 2021-06-22
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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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Cyclohexene is oxidized to adipaldehyde in the microchannel reactor of embodiment 1

[0054] Mix 50g of cyclohexene and 116g of acetone to prepare a cyclohexene solution with a mass concentration of 30%, add 7.78g of ruthenium chloride trihydrate and 6.08g of methyl pyruvate into the cyclohexene solution, and mix evenly with ultrasonic vibration After that, the mixed solution is obtained;

[0055] A pump is used to inject the mixed solution into the microchannel reactor, the mixed solution flow rate is 10g / min, the mixed gas is injected into the microchannel reactor through a mass flow meter, and the controlled mixed gas flow rate is 15.1 L / min, wherein the mixed gas is composed of oxygen and Ozone composition, the ozone concentration is 100mg / L;

[0056] The reaction temperature in the microchannel reactor was 10°C, and the reaction pressure was 0.10 MPa. Samples were taken after 10 minutes of reaction after feeding, and analyzed by gas chromatography.

[0057] Cycl...

Embodiment 14-17

[0060] It is basically the same as Example 1-4, the only difference is that no auxiliary agent is used, and the specific reaction conditions and results are shown in Table 1.

[0061] Table 1 Reaction conditions and results list of cyclohexene oxidation to adipaldehyde in microchannel reactor

[0062] Example solvent catalyst Catalyst mass (g) Additive type and quality (g) Pressure (MPa) Mixed liquid flow (g / min) Mixed gas flow (L / min) Reaction temperature (oC) Cyclohexene conversion rate (mol%) Adipaldehyde selectivity (mol%) 1 acetone Ruthenium chloride 7.78 A 6.08 0.1 10 15.1 10.00 82.50 85.20 2 acetone Ruthenium chloride 7.78 A 6.08 0.1 10 15.1 20.00 95.40 81.30 3 acetone Ruthenium chloride 7.78 A 6.08 0.1 10 15.1 0.00 46.50 88.40 4 acetone Ruthenium chloride 7.78 A 6.08 0.3 10 8.0 -10,00 23.50 54.30 5 Acetonitrile palladium chloride 5.28 A 9.12 0.5 10 15.1 0.00 53.50 ...

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PUM

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Abstract

The present application discloses a process for preparing adipaldehyde from cyclohexene. The preparation method comprises: respectively injecting the mixed solution and the mixed gas containing ozone into a microchannel reactor, and performing an oxidation reaction under reaction conditions to obtain adipaldehyde Aldehydes, wherein the mixed solution contains cyclohexene and metal chloride catalysts. The method uses a metal chloride catalyst combined with ozone to realize the selective oxidation of cyclohexene to adipaldehyde, which overcomes the shortcomings of using noble metal complexes and sodium periodate in the oxidation reaction of cyclohexene. The reactor utilizes the efficient mass transfer and heat transfer efficiency in the microreactor to effectively strengthen the material transfer between the two-phase materials, and the product selectivity can reach 93.5%.

Description

technical field [0001] The application relates to a process for preparing adipaldehyde from cyclohexene, which belongs to the field of chemical industry. 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 enzyme...

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 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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