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Method for separating streams containing cyclohexane and acetic acid, method for producing cyclohexyl acetate, and method for co-producing cyclohexanol and ethanol

A technology for cyclohexyl acetate and cyclohexane, applied in the separation/purification of carboxylic acid compounds, chemical instruments and methods, purification/separation of hydrocarbons, etc. Separation, increasing device investment cost and operating cost, etc.

Active Publication Date: 2020-08-18
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, cyclohexane and acetic acid are a typical binary azeotropic system, and it is difficult to completely separate cyclohexane and acetic acid when conventional distillation methods are used to separate streams containing both cyclohexane and acetic acid
Although water can be used as the extractant for extraction to separate cyclohexane from acetic acid, the content of acetic acid in the cyclohexane obtained by extraction and separation is still relatively high, and the dilute acetic acid solution obtained by extraction needs to be further concentrated, which increases on the one hand The investment cost and operating cost of the device, on the other hand, it also increases the complexity of the operation

Method used

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  • Method for separating streams containing cyclohexane and acetic acid, method for producing cyclohexyl acetate, and method for co-producing cyclohexanol and ethanol
  • Method for separating streams containing cyclohexane and acetic acid, method for producing cyclohexyl acetate, and method for co-producing cyclohexanol and ethanol
  • Method for separating streams containing cyclohexane and acetic acid, method for producing cyclohexyl acetate, and method for co-producing cyclohexanol and ethanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0141] (1) Benzene and hydrogen are injected into the hydrogenation reactor filled with ruthenium particle catalyst at a molar ratio of 1:3, and the hydrogenation reaction of benzene is carried out under the conditions of a reaction temperature of 135 ° C, a pressure of 4.5 MPaG, and a residence time of 15 min. After the hydrogen gas was separated from the reaction product, the liquid product was collected. The collected liquid product was analyzed by gas chromatography, and its composition (mass percentage) was determined to be: 53.3% of benzene, 35.4% of cyclohexene, and 11.3% of cyclohexane. Then, the reaction product is extracted and rectified by using sulfolane as a solvent, and a mixed component of cyclohexene and cyclohexane is obtained at the top of the tower. Carry out gas chromatographic analysis to cyclohexene and cyclohexane, determine the composition (mass percentage content) of the mixed component obtained at the top of the tower to be: cyclohexene 75.7%, cyclohe...

Embodiment 2

[0150] In this example, the same method as in step (3) of Example 1 is used to separate the mixture stream containing cyclohexane and acetic acid, the difference is that the operating conditions are shown in Table 2. The distillation results are listed in Table 2.

[0151] Table 2

[0152]

Embodiment 3

[0158] (1) The step of providing cyclohexene source

[0159] Benzene and hydrogen are injected into the hydrogenation reactor filled with ruthenium particle catalyst at a molar ratio of 1:3, and the benzene hydrogenation reaction is carried out under the conditions of the reaction temperature of 130°C, the pressure of 5.0MPaG, and the residence time of 20min, and the reaction product is separated After hydrogen evolution, the liquid product was collected. The collected liquid product was analyzed by gas chromatography, and its composition (mass percentage) was determined to be: 50.8% of benzene, 39.4% of cyclohexene, and 9.8% of cyclohexane. Then, the reaction product is extracted and rectified by using sulfolane as a solvent, and a mixed component of cyclohexene and cyclohexane is obtained at the top of the tower. Gas chromatographic analysis was carried out on cyclohexene and cyclohexane, and the composition (mass percentage) of the mixed component obtained at the top of th...

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Abstract

The invention discloses a separation method of a material flow containing cyclohexane and acetic acid. The separation method comprises the following steps: performing azeotropic distillation on a raw material flow containing cyclohexane and acetic acid and an azeotropic agent in a distillation tower to obtain an azeotrope-containing distillate and an acetic acid-containing bottom product, wherein the azeotropic agent is water, and the azeotrope is a water-cyclohexane azeotrope; and optionally separating the distillate into an oil phase and a water phase to respectively obtain the cyclohexane and the water. The invention also discloses a production method of cyclohexyl acetate adopting the separation method and a method for simultaneous production of cyclohexanol and ethanol adopting the separation method. The acetic acid content in the cyclohexane obtained by the separation method is low. Besides, the cyclohexane-water azeotrope separated out can be further separated through conventional sedimentation, and the water separated out can be directly recycled as the azeotropic agent.

Description

technical field [0001] The present invention relates to a kind of separation method of the logistics that contains hexanaphthene and acetic acid, the present invention also relates to a kind of production method of cyclohexyl acetate adopting said separation method, the present invention relates to a kind of coproduction cyclohexanol and ethanol again method. Background technique [0002] Cyclohexyl acetate is a colorless oily liquid with a fruity aroma. It has good solubility for resins, etc., so it is often used as a solvent for paints, paints, etc., and as a spice ingredient in the food industry and cosmetics. It can also be used to prepare apples, Flavors such as banana and strawberry, and are widely used in soft drinks, ice cream and other foods. Cyclohexyl acetate can also be used as a chemical raw material for the production of other fine chemicals. For example, cyclohexyl acetate can be hydrogenated to produce cyclohexanol. [0003] Cyclohexyl acetate can be obtai...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C13/18C07C7/00C07C7/06C07C51/42C07C51/46C07C53/08C07C69/14C07C67/04C07C67/035C07C31/08C07C35/08C07C29/149C07C5/11C07C13/20C07C5/333
CPCC07C5/11C07C5/333C07C7/005C07C7/06C07C29/149C07C51/42C07C51/46C07C67/035C07C67/04C07C13/18C07C53/08C07C69/14C07C31/08C07C35/08C07C13/20
Inventor 马东强杨克勇
Owner CHINA PETROLEUM & CHEM CORP
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