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Method for preparing cyclopentanol from cyclopentene

A technology of cyclopentene and cyclopentanol, which is applied in the field of catalytic synthesis, can solve problems such as complicated process, high energy consumption, and harsh high temperature and high pressure conditions, and achieve the effects of good reaction stability, simple preparation, and low cost

Pending Publication Date: 2020-02-21
中科榆林能源技术运营有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the conversion rate and selectivity are significantly improved compared with the direct hydration method, the process is complicated and the energy consumption is high
Patent CN108069819A uses a catalytic rectification device to replace the traditional device for hydrolysis of cyclopentyl acetate, which simplifies the overall process, but the cost of the device is high, and the space-time yield of the catalytic rectification device is low
Patent CN108003018A improves the indirect hydration method, chooses to carry out addition reaction and transesterification reaction under supercritical conditions, the conversion rate of cyclopentene reaches 92%, and the selectivity of cyclopentanol is higher than 95%, but the supercritical high temperature and high pressure conditions Too harsh, not conducive to industrial applications

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] 60ml of macroporous strongly acidic ion-exchange resin Amberlyst15 is packed into a stainless steel tubular fixed-bed reactor. The temperature of the reactor was raised to 90° C., and the reaction pressure was 0.1 MPa. The reactant cyclopentene and acetic acid are fed into the reactor separately, and the molar ratio of acetic acid to cyclopentene is 4:1. The cyclopentene feed space velocity was 1.0 g / g / h. The reaction was run continuously for 250h. After the reaction product was collected, the composition of the product was analyzed by gas chromatography. The conversion rate of cyclopentene was 85%, and the selectivity of cyclopentyl acetate was 98%.

[0081] The addition reaction product is rectified to obtain cyclopentyl acetate with a purity greater than 95%. The specific steps of the hydrogenation reaction are as follows: take 2ml of 20-40 mesh copper oxide / zinc oxide (the mass content of copper oxide is 20%) catalyst and put it into a stainless steel tubular fi...

Embodiment 2

[0083] 60ml of macroporous strongly acidic ion-exchange resin Amberlyst35 was packed into a stainless steel tubular fixed-bed reactor. The temperature of the reactor was raised to 90° C., and the reaction pressure was 0.1 MPa. The reactant cyclopentene and acetic acid are fed into the reactor separately, and the molar ratio of acetic acid to cyclopentene is 4:1. The cyclopentene feed space velocity was 1.0 g / g / h. The reaction was run continuously for 250h. After the reaction product was collected, the composition of the product was analyzed by gas chromatography. The conversion rate of cyclopentene was 84.2%, and the selectivity of cyclopentyl acetate was 98.2%.

[0084] The addition reaction product is rectified to obtain cyclopentyl acetate with a purity greater than 95%. The specific steps of the hydrogenation reaction are as follows: take 2ml of 20-40 mesh copper oxide / alumina (the mass content of copper oxide is 20%) catalyst and put it into a stainless steel tubular ...

Embodiment 3

[0086] 60ml of macroporous strongly acidic ion-exchange resin Amberlyst36 was packed into a stainless steel tubular fixed-bed reactor. The temperature of the reactor was raised to 90° C., and the reaction pressure was 0.1 MPa. The reactant cyclopentene and acetic acid are fed into the reactor separately, and the molar ratio of acetic acid to cyclopentene is 4:1. The cyclopentene feed space velocity was 1.0 g / g / h. The reaction was run continuously for 250h. After the reaction product was collected, the composition of the product was analyzed by gas chromatography. The conversion rate of cyclopentene was 81.4%, and the selectivity of cyclopentyl acetate was 98.1%.

[0087] The addition reaction product is rectified to obtain cyclopentyl acetate with a purity greater than 95%. The specific steps of the hydrogenation reaction are as follows: Take 2ml of 20-40 mesh copper oxide / zirconia (the mass content of copper oxide is 20%) catalyst and put it into a stainless steel tubular...

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PUM

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Abstract

The invention discloses a method for preparing cyclopentanol from cyclopentene and acetic acid and co-producing ethanol. The method comprises the following steps: firstly, performing an addition reaction on cyclopentene and acetic acid under the action of an acid catalyst, and distilling and purifying the obtained product so as to obtain cycloamyl acetate; and performing a hydrogenation reaction on the cycloamyl acetate under the action of a metal catalyst, so as to obtain cyclopentanol and ethanol. The reaction process proposed by the invention not only has a high single-pass conversion rateand good reaction stability, but also does not use any solvent, has the characteristics of high efficiency, environmental protection and no pollution, and has a good industrial production prospect.

Description

technical field [0001] The application relates to a method for preparing cyclopentanol from cyclopentene, which belongs to the field of catalytic synthesis. Background technique [0002] Cyclopentanol is an important fine chemical raw material, which is widely used in the synthesis of pharmaceutical intermediates and the production of flavors and fragrances. The traditional production method of cyclopentanol is to use adipic acid as raw material, first to obtain cyclopentanone through decarboxylation, and then to hydrogenate to obtain cyclopentanol. Due to the large amount of pollutants produced in the reaction process and the source of raw material adipic acid being restricted, this production method was gradually eliminated. [0003] Cyclopentene is one of the by-products of naphtha cracking to ethylene, and cyclopentanol can be synthesized by direct or indirect hydration. For example, Japanese patent JP2003212803 reports a method for preparing cyclopentanol by direct hy...

Claims

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Application Information

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IPC IPC(8): C07C69/14C07C67/04C07C31/08C07C35/06C07C29/149
CPCC07C29/149C07C67/04C07C2601/08C07C69/14C07C35/06C07C31/08
Inventor 金长子黄声骏张大治秦立民焦雨桐
Owner 中科榆林能源技术运营有限责任公司
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