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A kind of method for preparing cyclopentanone

A technology for cyclopentanone and heterocyclic compounds, applied in the field of preparing bio-based cyclopentanone, can solve the problems of hindering the industrialization of cyclopentanone technology, increasing the difficulty of catalyst filtration, low separation yield and the like

Active Publication Date: 2021-09-07
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the above technology, the polymerization of furfural and furfuryl alcohol in the reactor is ignored during the reaction process. Furfural and / or furfuryl alcohol are very easy to polymerize to form polyfuran ring polymers, and this type of polymer does not show peaks on gas chromatography.
The above-mentioned technology has not solved the polymerization problem of furfural and / or furfuryl alcohol. On the one hand, the actual yield of cyclopentanone is far less than 90-99%; , due to the adhesion of furfural and / or furfuryl alcohol polymers on the surface of the catalyst, the catalyst can no longer be reused, so that the cost of the catalyst is too high; in addition, the production of polymers will also increase the difficulty of filtering the catalyst, and due to the large amount of polymers The existence of the product makes the separation yield of the product low
The above defects have hindered the industrialization of furfural method to prepare cyclopentanone technology

Method used

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  • A kind of method for preparing cyclopentanone
  • A kind of method for preparing cyclopentanone
  • A kind of method for preparing cyclopentanone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Add 2kg of solvent (water: tetrahydrofuran = 2:1, mass ratio) into a 10L stirred 316L stainless steel high-pressure hydrogenation kettle, and add about 50g of 1#Au-Ni / TiO 2 catalyst. The reactor was sealed and replaced three times with 1Mpa nitrogen, and then three times with 1Mpa hydrogen containing 50ppm carbon dioxide. Then open the reactor and stir to 600 rpm, and increase the temperature in the reactor to 130°C, and use the aforementioned hydrogen containing 50ppm carbon dioxide to increase the pressure in the reactor to 3MPa, then change the hydrogen source from the aforementioned hydrogen containing 50ppm carbon dioxide The hydrogen switch is 99.999% pure and CO free 2 of hydrogen. Then, furfural was added to the reactor at a rate of 200 g / h by a high-pressure advection pump, and the temperature of the reactor was kept at 130° C. and the pressure at 3 Mpa (G) during the process. The reaction was continued for 10 hours and stopped. Sampling analysis showed tha...

Embodiment 2-6

[0063] Other conditions were consistent with Example 1, and the other conditions were changed to the parameters shown in the following table, the reaction product was sampled and analyzed and the product was separated by rectification to obtain the cyclopentanone product. The experimental conditions and analysis results are shown in Table 2 below.

[0064] Table 2 embodiment 2-6 reaction condition and result

[0065]

[0066] Note: THF: Tetrahydrofuran DOX: Dioxane

Embodiment 8

[0068] Add 2kg of solvent (the solvent is a THF to water solution with a mass ratio of 1:1) into a 10L stirred 316L stainless steel high-pressure hydrogenation kettle, and add about 50g of 1#Au-Ni / TiO 2 catalyst. The reactor was sealed and replaced three times with 1Mpa nitrogen, and then three times with 1Mpa hydrogen containing 50ppm carbon dioxide. Then the reactor was turned on and stirred to 600 rpm, and the temperature inside the reactor was increased to 130° C., and the pressure was increased to 3 MPa. Add furfural solution at a rate of 200g / h (the furfural / solvent mass ratio is 1:1, and the solvent is a mixture of THF and water with a mass ratio of 1:1). Go out cyclopentanone reaction mother liquor. Through the online gas detection device on the reactor, detect the content of carbon dioxide in the gas phase of the reactor, and through the switch of the carbon dioxide flow control valve, keep the content of carbon dioxide in the gas phase of the reactor at 50ppm. Dur...

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Abstract

The invention provides a method for preparing cyclopentanone. The method comprises the following steps: isomeric hydrogenation of furfural to cyclopentanone under the action of hydrogen, carbon dioxide and a catalyst under certain reaction temperature and reaction pressure conditions. The reaction preferably uses a mixture of water and an oxygen-containing heterocyclic compound as solvent. By adopting the method of the invention, the selectivity of cyclopentanone is improved, the adhesion of furfural and / or furfuryl alcohol polymer on the surface of the catalyst is avoided, and the service life of the catalyst is prolonged.

Description

technical field [0001] The invention relates to a method for preparing cyclopentanone. In particular, it relates to a method for preparing bio-based cyclopentanone by using the bio-based platform compound furfural as a raw material. Background technique [0002] Cyclopentanone is an important intermediate in the perfume and pharmaceutical industries, and can be used to produce fine chemical products such as new perfume methyl dihydrojasmonate and brandyne, as well as the anti-anxiety drug buspirone. It can also be used in the synthesis of pesticides such as insecticides and herbicides. In addition, cyclopentanone is widely used as a solvent in the electronics industry due to its good solubility. The annual demand for cyclopentanone in the world reaches 10,000 tons. [0003] There are many synthetic methods of cyclopentanone, and the traditional synthesis of cyclopentanone is that adipic acid is cyclized into cyclopentanone under the action of a catalyst. The method uses ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/59C07C49/395B01J23/89
CPCB01J23/002B01J23/892C07C45/59C07C49/395
Inventor 陈长生杨恒东胡江林黎源曾伟丁可王坤刘运海
Owner WANHUA CHEM GRP CO LTD
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