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Method for preparing cyclohexanol and cyclohexyl acetate by using cyclohexene and acetic acid

A technology of cyclohexyl acetate and cyclohexene, which is applied to the preparation of carboxylic acid esters, chemical instruments and methods, hydrolysis preparation, etc., can solve the problems of high price, low selectivity, and large hydrogen consumption, and achieve low production costs , high selectivity, flexible control effect

Active Publication Date: 2017-12-05
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The oxidation process of cyclohexane is not safe because cyclohexane can form explosive mixtures when mixed with air
In addition, this process also has the disadvantages of low selectivity, low conversion rate and high energy consumption.
The phenol hydrogenation process mainly considers that the price of phenol is much higher than that of benzene, and the hydrogen consumption is large, so the process is subject to some limitations in application
The cyclohexene direct hydration method also has the disadvantage of low conversion rate

Method used

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  • Method for preparing cyclohexanol and cyclohexyl acetate by using cyclohexene and acetic acid
  • Method for preparing cyclohexanol and cyclohexyl acetate by using cyclohexene and acetic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Reaction raw materials: cyclohexene is an industrial product with a purity greater than 99.5%, acetic acid is glacial acetic acid with a purity greater than 99.5%, water is deionized water, and both the first catalyst and the second catalyst use H-type macroporous strongly acidic styrene series cations Resin, brand name is NKC-9, put 50g of the first catalyst into the first reactor A, put 50g of the second catalyst into the second reactor B.

[0047] Step i: Cyclohexene 1 and acetic acid 2 are respectively charged from the top of the first reactor A by a metering pump and then reacted under the action of the first catalyst to obtain a mixture 3 . The reaction conditions are: the temperature of the catalyst bed is 90°C; the aspect ratio of the catalyst bed is 10; the reaction pressure is 1.5MPa; the molar ratio of cyclohexene to acetic acid is 0.8; the weight space velocity of cyclohexene is 2h -1 .

[0048] The mixture 3 flows into the first separation tower C from the...

Embodiment 2

[0055] Reaction raw materials: the same as in Example 1, the difference is that both the first catalyst and the second catalyst use modified H-type macroporous strongly acidic styrene series cationic resin NKC-9, and 50g of the first catalyst is loaded into the first reaction In vessel A, 50 g of the second catalyst was charged into the second reactor B.

[0056] The preparation method of modified H-type macroporous strongly acidic styrene series cationic resin NKC-9:

[0057] Add 2.0 g of sulfamic acid and 200 mL of methanol into a 500 mL round-bottomed flask, and stir to dissolve the sulfamic acid. Add 180g of NKC-9 resin and methanol solution dissolved with sulfamic acid into the autoclave respectively, install the autoclave, heat it to 80°C under stirring, cool down after 2 hours, stop stirring, and the temperature of the autoclave drops to After room temperature, the reactor was disassembled, the catalyst was poured out, dried at 80°C for 4 hours, taken out and placed in...

Embodiment 3

[0063] Reaction raw materials: same as embodiment 1.

[0064] Step i: The operation is the same as in Example 1, except that the catalyst bed temperature is 95° C.; the reaction pressure is 1.0 MPa; and the molar ratio of cyclohexene to acetic acid is 0.70.

[0065] Step ii: operation is identical with embodiment 1, and difference is: catalyst bed temperature is 80 ℃; Reaction pressure is 2.5MPa; Water and the mol ratio of the cyclohexyl acetate in the cyclohexyl acetate thick product that contains acetic acid is 1.1; The weight space velocity of the cyclohexyl acetate crude product containing acetic acid is 3h -1 .

[0066] The operation of step iii and step iv is the same as in embodiment 1.

[0067] The reaction conditions and reaction results of step i are shown in Table 1; the reaction conditions and reaction results of step ii are shown in Table 2.

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Abstract

The present invention relates to a method for preparing cyclohexanol and cyclohexyl acetate by using cyclohexene and acetic acid. The method comprises: 1, carrying out a reaction on cyclohexene and acetic acid under the action of a catalyst to obtain an acetic acid-containing cyclohexyl acetate crude product; 2, carrying out a hydrolysis reaction on water and the acetic acid-containing cyclohexyl acetate crude product, and separating the mixture of cyclohexyl acetate and cyclohexanol from the mixture obtained through the reaction; and 3, rectifying the mixture of cyclohexyl acetate and cyclohexanol so as to respectively obtain cyclohexanol and cyclohexyl acetate. With the method of the present invention, the high-purity cyclohexanol product and the high-purity cyclohexyl acetate product can be obtained, the cyclohexanol selectivity is high, the process is simple, and the production cost is greatly reduced.

Description

technical field [0001] The invention belongs to the technical field of preparation of chemical products, in particular to a method for preparing cyclohexanol and cyclohexyl acetate by using cyclohexene and acetic acid. Background technique [0002] Cyclohexyl acetate is a colorless or slightly yellowish transparent oily liquid with banana and apple aromas. It is mainly used to prepare flavors for food and cosmetics, and is also commonly used as paint and paint solvents. In industry, cyclohexanol and acetic acid are commonly used as raw materials, and concentrated sulfuric acid is used as a catalyst to synthesize cyclohexyl acetate. Due to the strong acidity and strong oxidizing properties of concentrated sulfuric acid, side reactions such as oxidation and dehydration are prone to occur, and at the same time, it is severely corrosive to equipment, the post-treatment process of acid waste liquid is complicated, and catalyst regeneration is difficult, so it belongs to the non-g...

Claims

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Application Information

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IPC IPC(8): C07C69/14C07C67/04C07C35/08C07C29/09
CPCC07C29/095C07C67/04C07C69/14C07C35/08
Inventor 王定博张明森郭敬杭
Owner CHINA PETROLEUM & CHEM CORP
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