Coupling device in cyclohexanone production
By optimizing the closed-loop process and flow monitoring of the coupled cyclohexanone production unit, the problems of low production efficiency and high energy consumption of cyclohexanone were solved, resulting in improved production efficiency and reduced costs.
Patent Information
- Application Number
- CN202520329543.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Utility models(China)
- Current Assignee / Owner
- Filing Date
- 2025-02-27
- Publication Date
- 2026-02-03
- Estimated Expiration
- 2035-02-27
AI Technical Summary
Existing cyclohexanone production processes suffer from low production efficiency, high energy consumption, and excessive costs, especially the poor material consumption-to-output ratio of the cyclohexane oxidation and cyclohexene hydration methods.
By designing a coupling device, the cyclohexane oxidation reaction system, ketol separation system, alcohol dehydrogenation reaction system, benzene hydrogenation reaction system, and alkane-olefin separation system are coupled to form a closed-loop process. The production cycle is optimized by flow monitoring and PID control devices, thereby realizing the exchange and sharing of matter, energy, and information.
This improved the production efficiency of cyclohexanone, reduced energy consumption and production costs, and decreased the generation of byproducts and environmental hazards.
Smart Images
Figure CN223866555U_ABST
Abstract
Description
Technical Field
[0001] This utility model relates to the field of cyclohexanone production technology, and in particular to a coupling device in cyclohexanone production. Background Technology
[0002] Cyclohexanone is an important chemical raw material and a major intermediate in the manufacture of nylon, caprolactam, and adipic acid. It is also an important industrial solvent, used in paints, particularly those containing nitrocellulose, vinyl chloride polymers and their copolymers, or methacrylate polymers. It is an excellent solvent for pesticides such as organophosphorus insecticides and many similar agents, a solvent for dyes, a viscous solvent for piston-type aviation lubricants, and a solvent for greases, waxes, and rubbers. It is also used as a homogenizing agent for dyeing and bleaching silk, a degreasing agent for polishing metals, and for wood staining and varnishing. It is a high-boiling-point solvent for cosmetics such as nail polish. It is usually formulated into mixed solvents with low-boiling-point and medium-boiling-point solvents to obtain suitable evaporation rates and viscosities.
[0003] There are two main processes for producing cyclohexanone: cyclohexane oxidation and cyclohexene hydration. In the cyclohexane oxidation process, benzene is completely hydrogenated to produce cyclohexane. Cyclohexane is then oxidized, decomposed, and separated to obtain cyclohexanol and cyclohexanone. Dehydrogenation of cyclohexanol also yields cyclohexanone. In the cyclohexene hydration process, benzene is partially selectively hydrogenated to produce cyclohexene, with cyclohexane being collected as a byproduct. Cyclohexene is hydrated to obtain cyclohexanol, and dehydrogenation of cyclohexanol yields cyclohexanone. However, both methods have very low production efficiency and high energy consumption. The material consumption, the cyclohexanone yield ratio, and the amount of byproducts in the production process make the production cost of cyclohexanone too high. Summary of the Invention
[0004] The technical problem to be solved by this utility model is to provide a coupling device in the production of cyclohexanone. It utilizes the relationship between various systems and materials in the cyclohexanone production process to achieve coupling, and through structural process optimization, it achieves the exchange and sharing of matter, energy or information, thereby improving production efficiency and reducing energy consumption and costs.
[0005] To solve the above-mentioned technical problems, the technical solution adopted by this utility model is as follows:
[0006] A coupling device for cyclohexanone production includes a cyclohexane oxidation reaction system, the output end of which is connected to the input end of a ketone-alcohol separation system, the output end of which is connected to the input end of an alcohol dehydrogenation reaction system, both the ketone-alcohol separation system and the alcohol dehydrogenation reaction system producing cyclohexanone, the output end of which is connected to the input end of a benzene hydrogenation reaction system, and the output end of which is connected to the input end of an alkane-ene separation system.
[0007] The output end of the alkane-alkene separation system described above is connected to the input end of the cyclohexane oxidation reaction system.
[0008] The cyclohexane oxidation reaction system described above uses cyclohexane as a raw material and reacts it with oxygen to produce a mixture of cyclohexanol and cyclohexanone. The cyclohexanol and cyclohexanone mixture then enters the ketol-alcohol separation system for separation. In other words, the cyclohexanol and cyclohexanone mixture produced at the output end of the cyclohexane oxidation reaction system is used as the input to the ketol-alcohol separation system.
[0009] The ketol separation system described above separates the cyclohexanol and cyclohexanone mixture to obtain the separated cyclohexanol and cyclohexanone. The separated cyclohexanol then enters the alcohol dehydrogenation reaction system, meaning that the cyclohexanol produced at the ketol separation system is used as the input to the alcohol dehydrogenation reaction system.
[0010] The above-mentioned alcohol dehydrogenation reaction system dehydrogenates cyclohexanol to obtain cyclohexanone and hydrogen. The cyclohexanone produced by the alcohol dehydrogenation reaction system and the ketol-ethanol separation system is the target product, and the hydrogen enters the benzene hydrogenation reaction system. That is, the hydrogen produced at the end of the alcohol dehydrogenation reaction system is used as the input of the benzene hydrogenation reaction system.
[0011] The aforementioned benzene hydrogenation reaction system uses benzene as the raw material input and performs a selective hydrogenation reaction with hydrogen from the alcohol dehydrogenation reaction system to obtain an alkane-alkene mixture, which enters the alkane-alkene separation system. That is, the alkane-alkene mixture produced by the benzene hydrogenation reaction system is used as the input of the alkane-alkene separation system.
[0012] The alkene separation system described above separates the alkene mixture to obtain cyclohexene and cyclohexane. The separated cyclohexene is produced as the target product, and the separated cyclohexane enters the cyclohexane oxidation reaction system. That is, the cyclohexane at the output end of the alkene separation system is used as the input of the cyclohexane oxidation reaction system.
[0013] The output ends of the aforementioned cyclohexane oxidation reaction system, ketone-alcohol separation system, alcohol dehydrogenation reaction system, benzene hydrogenation reaction system, and alkane-ene separation system are all equipped with output flow monitoring and PID control devices. These devices monitor the output flow of the cyclohexane oxidation reaction system, ketone-alcohol separation system, alcohol dehydrogenation reaction system, benzene hydrogenation reaction system, and alkane-ene separation system, and adjust the production speed of the next system based on the output flow monitoring data.
[0014] The coupling device provided by this utility model in the production of cyclohexanone has the following beneficial effects:
[0015] 1. By coupling the two reaction devices for the production of cyclohexanone by cyclohexane oxidation and the production of cyclohexanone by cyclohexene hydration, the production efficiency can be improved.
[0016] 2. By coupling the two devices for producing cyclohexanone by cyclohexane oxidation and cyclohexene hydration, the byproducts produced in both systems can be fully utilized, thereby reducing energy consumption and costs. Attached Figure Description
[0017] The present invention will be further described below with reference to the accompanying drawings and embodiments:
[0018] Figure 1 This is a schematic diagram of the coupling device structure of this utility model;
[0019] Figure 2 A schematic diagram of the optimized scheme.
[0020] In the diagram: 1. Cyclohexane oxidation reaction system; 2. Ketone-alcohol separation system; 3. Alcohol dehydrogenation reaction system; 4. Benzene hydrogenation reaction system; 5. Alkylene separation system; 6. Output flow monitoring and PID control device. Detailed Implementation
[0021] Example 1:
[0022] like Figure 1 As shown, a coupling device for cyclohexanone production includes a cyclohexane oxidation reaction system 1, the output end of which is connected to the input end of a ketone-alcohol separation system 2, the output end of which is connected to the input end of an alcohol dehydrogenation reaction system 3, both of which produce cyclohexanone, the output end of which is connected to the input end of a benzene hydrogenation reaction system 4, and the output end of which is connected to the input end of an alkane-alkene separation system 5.
[0023] Cyclohexane oxidation reaction system 1 oxidizes cyclohexane with oxygen to obtain a mixture of cyclohexanol and cyclohexanone. The mixture is then separated into cyclohexanol and cyclohexanone by ketol-alcohol separation system 2, with cyclohexanone being the target product. Cyclohexanol is then used as input to alcohol dehydrogenation reaction system 3 for dehydrogenation treatment, yielding the target product cyclohexanone and hydrogen. The hydrogen is then used as input to benzene hydrogenation reaction system 4 for selective hydrogenation with benzene, yielding an alkene-ene mixture that enters alkene-ene separation system 5. Alkene-ene separation system 5 separates cyclohexene and cyclohexane, with cyclohexene being the target product.
[0024] The output end of the alkane-alkene separation system 5 is connected to the input end of the cyclohexane oxidation reaction system 1.
[0025] By using the cyclohexane from the output of the alkane-alkene separation system 5 as the input to the cyclohexane oxidation reaction system 1, the output of the entire system forms a coupled closed loop. This improves production efficiency, reduces costs, decreases byproducts, and reduces environmental harm in the production of cyclohexane.
[0026] The cyclohexane oxidation reaction system 1 described above uses cyclohexane as raw material and reacts it with oxygen to obtain a mixture of cyclohexanol and cyclohexanone. The cyclohexanol and cyclohexanone mixture enters the ketol-alcohol separation system 2 for separation. That is, the cyclohexanol and cyclohexanone mixture at the output end of the cyclohexane oxidation reaction system 1 is used as the input of the ketol-alcohol separation system 2.
[0027] The ketol separation system 2 described above separates the cyclohexanol and cyclohexanone mixture to obtain the separated cyclohexanol and cyclohexanone. The separated cyclohexanol enters the alcohol dehydrogenation reaction system 3, that is, the cyclohexanol produced at the end of the ketol separation system 2 is used as the input of the alcohol dehydrogenation reaction system 3.
[0028] The alcohol dehydrogenation reaction system 3 described above dehydrogenates cyclohexanol to obtain cyclohexanone and hydrogen. The cyclohexanone produced by the alcohol dehydrogenation reaction system 3 and the ketol separation system 2 is the target product, and the hydrogen enters the benzene hydrogenation reaction system 4. That is, the hydrogen produced at the end of the alcohol dehydrogenation reaction system 3 is used as the input of the benzene hydrogenation reaction system 4.
[0029] The aforementioned benzene hydrogenation reaction system 4 uses benzene as the raw material input and performs a selective hydrogenation reaction with hydrogen from the alcohol dehydrogenation reaction system 3 to obtain an alkane-alkene mixture that enters the alkane-alkene separation system 5. That is, the alkane-alkene mixture produced by the benzene hydrogenation reaction system 4 is used as the input of the alkane-alkene separation system 5.
[0030] The alkene separation system 5 described above separates the alkene mixture to obtain separated cyclohexene and cyclohexane. The separated cyclohexene is produced as the target product, and the separated cyclohexane enters the cyclohexane oxidation reaction system 1. That is, the cyclohexane at the output end of the alkene separation system 5 is used as the input of the cyclohexane oxidation reaction system 1.
[0031] In the optimized scheme, the output ends of the cyclohexane oxidation reaction system 1, ketone-alcohol separation system 2, alcohol dehydrogenation reaction system 3, benzene hydrogenation reaction system 4, and alkane-ene separation system 5 are all equipped with output flow monitoring and PID control devices 6. The output flow monitoring and PID control devices 6 monitor the output flow of the cyclohexane oxidation reaction system 1, ketone-alcohol separation system 2, alcohol dehydrogenation reaction system 3, benzene hydrogenation reaction system 4, and alkane-ene separation system 5, and adjust the production speed of the next system based on the output flow monitoring data.
[0032] In practice, the output flow monitoring and PID control device 6 monitors the output flow of the cyclohexanol-cyclohexanone mixture in the cyclohexane oxidation reaction system 1, the output flow of cyclohexanol in the ketone-alcohol separation system 2, the output flow of hydrogen in the dehydrogenation reaction system 3, the output flow of the alkane-ene mixture in the benzene hydrogenation reaction system 4, and the output flow of cyclohexane in the alkane-ene separation system 5. Based on the above flow monitoring data, PID control is used to adjust the production speed or production cycle of the ketone-alcohol separation system 2, the dehydrogenation reaction system 3, the benzene hydrogenation reaction system 4, the alkane-ene separation system 5, and the cyclohexane oxidation reaction system 1, so as to make the pace or cycle of the entire system consistent, reduce emissions, and improve product utilization.
Claims
1. A coupling device for cyclohexanone production, characterized in that, The system includes a cyclohexane oxidation reaction system (1), the output of which is connected to the input of a ketol separation system (2), the output of which is connected to the input of an alcohol dehydrogenation reaction system (3), both the ketol separation system (2) and the alcohol dehydrogenation reaction system (3) produce cyclohexanone, the output of which is connected to the input of a benzene hydrogenation reaction system (4), and the output of which is connected to the input of an alkane-alkene separation system (5).
2. The coupling device for cyclohexanone production according to claim 1, characterized in that, The output end of the alkane-alkene separation system (5) is connected to the input end of the cyclohexane oxidation reaction system (1).
3. The coupling device for cyclohexanone production according to claim 2, characterized in that, The cyclohexane oxidation reaction system (1) uses cyclohexane as raw material and reacts with oxygen to obtain a mixture of cyclohexanol and cyclohexanone. The mixture of cyclohexanol and cyclohexanone enters the ketol separation system (2) for separation. That is, the cyclohexanol and cyclohexanone mixture produced by the cyclohexane oxidation reaction system (1) is used as the input of the ketol separation system (2).
4. The coupling device for cyclohexanone production according to claim 3, characterized in that, The ketol separation system (2) separates the cyclohexanol and cyclohexanone mixture to obtain the separated cyclohexanol and cyclohexanone. The separated cyclohexanol enters the alcohol dehydrogenation reaction system (3), that is, the cyclohexanol produced by the ketol separation system (2) is used as the input of the alcohol dehydrogenation reaction system (3).
5. The coupling device for cyclohexanone production according to claim 4, characterized in that, The alcohol dehydrogenation reaction system (3) dehydrogenates cyclohexanol to obtain cyclohexanone and hydrogen. The cyclohexanone produced by the alcohol dehydrogenation reaction system (3) and the ketol separation system (2) is the target product. The hydrogen enters the benzene hydrogenation reaction system (4), that is, the hydrogen produced at the end of the alcohol dehydrogenation reaction system (3) is used as the input of the benzene hydrogenation reaction system (4).
6. The coupling device for cyclohexanone production according to claim 5, characterized in that, The benzene hydrogenation reaction system (4) uses benzene as the raw material input and performs selective hydrogenation reaction with hydrogen from the alcohol dehydrogenation reaction system (3) to obtain an alkane-alkene mixture which enters the alkane-alkene separation system (5). That is, the alkane-alkene mixture produced by the benzene hydrogenation reaction system (4) is used as the input of the alkane-alkene separation system (5).
7. The coupling device for cyclohexanone production according to claim 6, characterized in that, The alkene separation system (5) separates the alkene mixture to obtain separated cyclohexene and cyclohexane. The separated cyclohexene is produced as the target product, and the separated cyclohexane enters the cyclohexane oxidation reaction system (1). That is, the cyclohexane at the output end of the alkene separation system (5) is used as the input of the cyclohexane oxidation reaction system (1).
8. The coupling device for cyclohexanone production according to claim 7, characterized in that, The cyclohexane oxidation reaction system (1), ketol separation system (2), alcohol dehydrogenation reaction system (3), benzene hydrogenation reaction system (4) and alkane-ene separation system (5) are all equipped with output flow monitoring and PID control devices (6) at their output ends. The output flow monitoring and PID control devices (6) monitor the output flow of the cyclohexane oxidation reaction system (1), ketol separation system (2), alcohol dehydrogenation reaction system (3), benzene hydrogenation reaction system (4) and alkane-ene separation system (5), and adjust the production speed of the next system based on the output flow monitoring data.