Method for preparing cyclopentanol from cyclopentene through indirect hydration method

A technology from cyclopentene and cyclopentanol, applied in the field of preparation of cyclopentanol, can solve the problems of difficult recovery and recycling of sulfuric acid, low conversion rate, and extremely high requirements for equipment corrosion resistance, and achieve easy recovery and recycling, high conversion rate. and selective effects

Active Publication Date: 2012-04-04
CHINA PETROLEUM & CHEM CORP +1
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Problems solved by technology

The advantage of direct hydration is that the process route is simple, and the pollution is small and friendly to the environment, but the disadvantage is that the single-pass conversion rate of the reaction is very low. Although the selectivity can reach about 98%, the ideal reaction yield cannot be obtained due to the too low conversion rate. Rate
Chinese patent ZL200410017401.4 introduces an improved method for preparing cyclopentanol by direct hydration of cyclopentene. The single-pass conversion rate is significantly improved under the premise of ensuring high selectivity, but the single-pass yield still cannot exceed 10%.
The indirect hydration process in the prior art is generally that cyclopentene is first sulfonated with sulfuric acid to generate cyclopentyl sulfate, and then cyclopentyl sulfate is hydrolyzed with water to generate cyclopentanol, and sulfuric acid is produced as a by-product. There is a high concentration of sulfuric acid in the system, so the requirements for corrosion resistance of equipment are extremely high, the investment and maintenance costs of production equipment are expensive, and sulfuric acid is difficult to recycle and reuse, resulting in very serious pollutant emissions

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  • Method for preparing cyclopentanol from cyclopentene through indirect hydration method
  • Method for preparing cyclopentanol from cyclopentene through indirect hydration method
  • Method for preparing cyclopentanol from cyclopentene through indirect hydration method

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Embodiment Construction

[0025] One, addition reaction [embodiment 1~10]

[0026] The addition reaction was carried out in a tubular fixed-bed reactor with a size of φ25mm×1500mm. 100 grams of spherical sulfonic acid-based cation-exchange resin with a particle size of 0.40-1.25 mm is placed in the reactor to form a catalyst fixed bed, and the mass exchange capacity of the resin is 3-5.5 mmol / g. The outside of the reactor is equipped with a temperature-controlled jacket of circulating hot water, and platinum resistors for temperature measurement are respectively installed on the upper, middle and lower parts of the catalyst bed. The amount of reaction feed is controlled by a feed pump, and the system pressure is regulated by a back pressure valve.

[0027] The reaction raw materials pass through the fixed bed according to the set feed ratio and feed amount, and the addition reaction is carried out according to the set reaction conditions. The addition reaction product obtained in the embodiment was a...

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Abstract

The invention relates to a method for preparing cyclopentanol from cyclopentene through an indirect hydration method. The method comprises steps that: liquid phase cyclopentene and acetic acid are subject to an addition reaction with a fixed-bed catalyst, such that cyclopentyl acetate is obtained, wherein the catalyst is sulfonic cation exchange resin with a mass exchange capacity of 3-5.5mmol/g;the product of the addition reaction is processed through rectification separation, such that refined cyclopentyl acetate is obtained; the refined cyclopentyl acetate is subject to an ester exchange reaction with methanol under the existence of a catalyst CaO, such that cyclopentanol and methyl acetate are produced; the produced methyl acetate is removed during the reaction process; the product of the ester exchange reaction is filtered, such that the catalyst is removed; and the obtained product is processed through rectification separation, such that the product cyclopentanol is obtained. The method provided by the invention provides substantial positive effects. The addition reaction and the ester exchange reaction have relatively high conversion rate and selectivity, and an average overall yield reaches approximately 80%. More importantly, no substance with high acidity and corrosivity is appeared in the reaction system during the whole reaction process. The raw materials which are not reacted can easily be recovered and reused, and almost no environment pollution is caused.

Description

technical field [0001] The invention relates to a method for preparing cyclopentanol, in particular to a method for preparing cyclopentene through addition reaction with acetic acid and further through transesterification. Background technique [0002] Cyclopentanol is an important fine chemical raw material. It can be used not only for the preparation of the important fragrance intermediate cyclopentanone, but also for the manufacture of antibacterial and antiallergic drugs with higher value. It is one of the most important industrial production methods to obtain cyclopentanol through hydration reaction from the cyclopentene obtained by separating the C5 fraction produced by the by-product of petroleum cracking to ethylene, which includes two processes of indirect hydration and direct hydration. The advantage of direct hydration is that the process route is simple, and the pollution is small and friendly to the environment, but the disadvantage is that the single-pass conve...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/06C07C29/128
Inventor 徐泽辉陆鑫范存良朱瑶洁夏蓉晖叶军明
Owner CHINA PETROLEUM & CHEM CORP
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