Method for producing cyclohexanol

A technology of cyclohexanol and cyclohexene, applied in the field of cyclohexanol production, can solve the problem of no cyclohexanol and ethanol and the like

Inactive Publication Date: 2014-07-09
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0023] It can be seen from the published literature that there is no information disclosure about the co-production of cyclohexanol and ethanol through the hydrogenation of cyclohexyl acetate in the prior

Method used

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  • Method for producing cyclohexanol
  • Method for producing cyclohexanol
  • Method for producing cyclohexanol

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0069] Example 1

[0070] This example illustrates the selective hydrogenation of benzene to produce cyclohexene.

[0071] 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 a reaction temperature of 135°C, a pressure of 4.5 MPa, and a residence time of 15 minutes. After the hydrogen is separated from the reaction product , Collect liquid products and run continuously for 1000h. After the test, the collected liquid product was analyzed by gas chromatography, and its composition was: benzene 53.3%, cyclohexene 35.4%, and cyclohexane 11.3%.

Example Embodiment

[0072] Example 2

[0073] 100mL of macroporous strongly acidic hydrogen ion exchange resin (synthesized in the laboratory according to the classic literature method, suspension copolymerization of a styrene solution containing 15% divinylbenzene to make white balls, and then sulfonated with concentrated sulfuric acid The exchange capacity is 5.2mmolH + / g dry basis) into the middle part of a φ32×4×1000mm stainless steel tube reactor with a jacket, and a certain amount of quartz sand is filled at both ends. The raw materials of acetic acid and cyclohexene (53.3% of benzene, 35.4% of cyclohexene, 11.3% of cyclohexane) are fed into the reactor by a metering pump at a certain flow rate for reaction, and heat is introduced into the outer jacket of the reaction tube Water is used to control the reaction temperature, and the reactor pressure is controlled through the back pressure valve at the reactor outlet. The product at the outlet of the reactor was sampled by an online sampling va...

Example Embodiment

[0077] Example 3

[0078] The test equipment, methods and raw materials are the same as in Example 2, except that the catalyst is a phosphorus-modified Hβ molecular sieve catalyst (the Hβ molecular sieve with a silicon-to-aluminum ratio of 50 is modified by 85% phosphoric acid, and then it is kneaded and extruded with alumina. , Dried at 120°C and calcined at 500°C, the phosphorus content is 2%). The reaction conditions and results are shown in Table 2. It can be seen from Table 2 that the reaction conversion rate of cyclohexene and acetic acid is greater than 80%, and the ester product selectivity is greater than 99%. After 480 hours of operation, the catalyst activity and selectivity remain stable.

[0079] Table 2 Test data of the esterification of acetic acid with cyclohexane / cyclohexene / phenyl catalyzed by Hβ molecular sieve catalyst

[0080]

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Abstract

The invention provides a method for producing cyclohexanol, which is characterized in that benzene is taken as an initial raw material, selective hydrogenation through benzene, addition esterification of cyclohexene, and hydrogenation of acetate and cyclohexyl acetate are carried out to produce cyclohexanol, and can co-produce cyclohexanol and ethanol. The method has the following characteristics that 1)the esterification reaction and the hydrogenation reaction have high selectivity, and the atom utilization rate is high; 2)the process is eco-friendly; and 3) when cyclohexanol is produced, ethanol is simultaneously co-produced.

Description

technical field [0001] The invention relates to a method for producing cyclohexanol, in particular to a method for producing cyclohexanol and simultaneously co-producing ethanol and cyclohexane. Background technique [0002] Both cyclohexanol and ethanol are important chemical raw materials and solvents. Cyclohexanol is mainly used to produce nylon 6, nylon 66 and other products; ethanol is not only a raw material for synthetic esters and other chemical products, but also widely used as a fuel additive for gasoline. [0003] The method of industrially synthesizing ethanol is mainly the direct hydration method of ethylene, but in some countries rich in agricultural and sideline products, the fermentation method is still the main method of ethanol production. Due to the large population and insufficient arable land in our country, and the problem of "competing with the mouth for food" in the production of ethanol by fermentation, the fermentation method does not conform to th...

Claims

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Application Information

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IPC IPC(8): C07C29/149C07C31/08C07C35/08C07C13/18C07C5/10C07C67/04C07C69/14
CPCC07C29/149C07C5/10C07C5/11C07C67/04C07C2523/75C07C2523/80C07C2523/89C07C2601/14C07C2601/16
Inventor 宗保宁马东强温朗友孙斌杨克勇
Owner CHINA PETROLEUM & CHEM CORP
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