CN115178304A - Catalyst regeneration process for cyclohexanone production based on cyclohexene hydration method - Google Patents
Catalyst regeneration process for cyclohexanone production based on cyclohexene hydration method Download PDFInfo
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- CN115178304A CN115178304A CN202210754564.9A CN202210754564A CN115178304A CN 115178304 A CN115178304 A CN 115178304A CN 202210754564 A CN202210754564 A CN 202210754564A CN 115178304 A CN115178304 A CN 115178304A
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- catalyst
- catalyst regeneration
- cyclohexanone
- hydration method
- regeneration process
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- 238000000034 method Methods 0.000 title claims abstract description 57
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 title claims abstract description 40
- 230000008569 process Effects 0.000 title claims abstract description 39
- 239000003054 catalyst Substances 0.000 title claims abstract description 38
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 230000008929 regeneration Effects 0.000 title claims abstract description 23
- 238000011069 regeneration method Methods 0.000 title claims abstract description 23
- 230000036571 hydration Effects 0.000 title claims abstract description 15
- 238000006703 hydration reaction Methods 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 14
- 238000005273 aeration Methods 0.000 claims description 26
- 238000009835 boiling Methods 0.000 claims description 19
- 238000010438 heat treatment Methods 0.000 claims description 5
- 230000001105 regulatory effect Effects 0.000 claims description 3
- 230000006837 decompression Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 abstract description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 12
- 230000003647 oxidation Effects 0.000 abstract description 12
- 150000001336 alkenes Chemical class 0.000 abstract description 4
- 230000036961 partial effect Effects 0.000 abstract description 4
- QORYBJZFIBBDSH-UHFFFAOYSA-N ruthenium zinc Chemical compound [Zn].[Zn].[Zn].[Ru] QORYBJZFIBBDSH-UHFFFAOYSA-N 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 238000005984 hydrogenation reaction Methods 0.000 abstract description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 3
- 229910000510 noble metal Inorganic materials 0.000 abstract description 2
- 230000009467 reduction Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 230000002950 deficient Effects 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Images
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/12—Treating with free oxygen-containing gas
- B01J38/14—Treating with free oxygen-containing gas with control of oxygen content in oxidation gas
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/02—Heat treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/06—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst using steam
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/12—Treating with free oxygen-containing gas
- B01J38/16—Oxidation gas comprising essentially steam and oxygen
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/12—Treating with free oxygen-containing gas
- B01J38/20—Plural distinct oxidation stages
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a catalyst regeneration process based on cyclohexanone production by a cyclohexene hydration method, which belongs to the technical field of cyclohexanone production by a cyclohexene hydration method, and aims at solving the problems that in the production process of cyclohexanone by an alkene hydration method, benzene is partially hydrogenated to produce cyclohexene in the first step, a noble metal ruthenium-zinc catalyst is used in the process, the ruthenium-zinc catalyst is slowly inactivated in the using process, and partial activity of the catalyst needs to be recovered by a continuous catalyst regeneration process, and the catalyst regeneration process comprises a stripping tower; the invention is suitable for all oxygen-poor oxidation processes in the catalyst regeneration process in the benzene partial hydrogenation process in the olefin cyclohexanone process, can ensure that the catalyst is kept at a constant oxidation temperature in oxygen-poor oxidation, can improve the temperature of oxygen-poor oxidation regeneration as far as possible according to the existing process conditions of the catalyst, and ensures that the catalyst is regenerated under the highest temperature through the existing control conditions, thereby achieving the optimal regeneration effect within a limited time.
Description
Technical Field
The invention belongs to the technical field of cyclohexanone produced by a cyclohexene hydration method, and particularly relates to a catalyst regeneration process based on cyclohexanone production by the cyclohexene hydration method.
Background
There are three main methods for cyclohexanone production: cyclohexane oxidation, phenol and cyclohexene hydration. In recent years, the cyclohexanone process production in China is rapidly developed, and the capacity expansion speed is fastest due to the green and energy-saving cyclohexanone process, few process side reactors and few product impurities in the cyclohexene hydration method, so that the method is also the mainstream trend of the cyclohexanone production process in the future.
In the process for producing cyclohexanone by an olefin method, the first step is to partially hydrogenate benzene to produce cyclohexene, a noble metal ruthenium-zinc catalyst is used in the process, the ruthenium-zinc catalyst is slowly inactivated in the using process, and partial activity of the catalyst needs to be recovered by a continuous catalyst regeneration process.
Disclosure of Invention
The invention aims to provide a catalyst regeneration process based on cyclohexanone production by a cyclohexene hydration method, so as to solve the problems in the background art.
In order to achieve the purpose, the invention provides the following technical scheme: the catalyst regeneration process based on cyclohexanone production by a cyclohexene hydration method comprises a stripping tower, wherein the input end of the stripping tower is connected with a three-level pressure reduction pore plate, the output end of the stripping tower is connected with an aeration tank, the output end of the aeration tank is connected with a first delivery pump, the other end of the first delivery pump is connected with a boiling tank, and the other end of the boiling tank is connected with a second delivery pump.
In the scheme, a first temperature transmitter is connected to the aeration tank, and a second temperature transmitter is connected to the boiling tank.
It is further worth mentioning that the output end of the stripping column is connected with a fire torch system.
It should be further noted that the output end of the aeration tank is connected with a process gas system, and the aeration tank is connected with a regulating valve.
In a preferred embodiment, one end of the second conveying pump, which is far away from the boiling tank, is connected with the reactor, and a heating coil is arranged in the boiling tank.
Compared with the prior art, the catalyst regeneration process based on the cyclohexanone production by the cyclohexene hydration method, provided by the invention, at least comprises the following beneficial effects:
1. the invention is suitable for all oxygen-deficient oxidation processes in the catalyst regeneration process in the benzene partial hydrogenation process in the olefin cyclohexanone process.
2. The invention can ensure that the catalyst is kept at a constant oxidation temperature in the oxygen-deficient oxidation.
3. The invention can raise the temperature of oxygen-deficient oxidation regeneration as much as possible according to the existing process conditions of the catalyst.
4. The invention ensures that the catalyst is regenerated under the highest temperature under the existing condition, and the best regeneration effect is achieved within a limited time.
Drawings
FIG. 1 is a schematic structural diagram of the present invention.
In the figure: the system comprises a stripping tower 1, a three-level pressure reduction pore plate 2, an aeration tank 3, a boiling tank 4, a temperature transmitter I5, a temperature transmitter II 6, a delivery pump I7 and a delivery pump II 8.
Detailed Description
The present invention will be further described with reference to the following examples.
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions of the embodiments of the present invention will be described clearly and completely with reference to the drawings of the embodiments of the present invention, and it is obvious that the described embodiments are some embodiments of the present invention, but not all embodiments, and all other embodiments obtained by a person of ordinary skill in the art without creative work based on the described embodiments of the present invention belong to the protection scope of the present invention.
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention. The conditions in the embodiments can be further adjusted according to specific conditions, and simple modifications of the method of the present invention based on the concept of the present invention are within the scope of the claimed invention.
Referring to fig. 1, the present invention provides a catalyst regeneration process for producing cyclohexanone by a cyclohexene hydration method, including a stripping tower 1, wherein an input end of the stripping tower 1 is connected with a three-stage pressure reduction pore plate 2, an output end of the stripping tower 1 is connected with an aeration tank 3, an output end of the aeration tank 3 is connected with a first delivery pump 7, the other end of the first delivery pump 7 is connected with a boiling tank 4, and the other end of the boiling tank 4 is connected with a second delivery pump 8.
In the scheme, a first temperature transmitter 5 is connected to the aeration tank 3, and a second temperature transmitter 6 is connected to the boiling tank 4.
It is further worth mentioning that the output of the stripping column 1 is connected to a torch system.
It should be further noted that the output end of the aeration tank 3 is connected with a process gas system, the aeration tank 3 is connected with a regulating valve, one end of the second delivery pump 8, which is far away from the boiling tank 4, is connected with a reactor, and a heating coil is arranged in the boiling tank 4.
The scheme has the following working processes: the catalyst in the reactor enters the middle upper part of the stripping tower 1 through the control valve and the three-stage pressure reduction pore plate 2 by the pressure of 5.0MPa in the reactor, the pressure in the stripping tower 1 is instantly reduced to about 5KPaG, the oil mixed in the catalyst is immediately subjected to pressure reduction flash evaporation, and 1Nm is continuously introduced into the bottom of the stripping tower 1 3 The nitrogen per hour is used for blowing the oil gas after flash evaporation to a torch system; the hydrogenation catalyst flows into an aeration tank 3 along a pipeline under the action of gravity, enters from the bottom of the aeration tank 3, nitrogen and instrument air are introduced into the middle lower part of the aeration tank 3, mixed gas is mixed into oxygen-poor air containing about 3 percent of oxygen, the oxygen-poor mixed air enters the aeration tank 3 and undergoes slow oxidation reaction with the catalyst in the aeration tank 3, oil and hydrogen adsorbed on the surface of the catalyst are removed, and the continuous stirring of a stirrer on the tankThe catalyst is fully and moderately contacted with air, an inner coil is arranged in the aeration tank 3, medium-pressure steam passes through the coil, the adding amount of the steam is controlled by an adjusting valve, meanwhile, the adjusting valve and a temperature transmitter at the bottom of the aeration tank 3 are set to be automatically controlled, the aeration oxidation temperature in the tank is ensured to be constant, the catalyst after aeration oxidation flows out from the middle upper part of the aeration tank 3, is pumped into the upper part of the boiling tank 4 through a pipeline connection by a first delivery pump 7 and enters the tank; a heating coil is arranged in the boiling tank 4, medium-pressure steam is introduced into the coil and heated to 140 ℃ by the steam, meanwhile, the stirrer continuously stirs to ensure uniform heating, and the catalyst enters the pump inlet of the second conveying pump 8 from the bottom of the boiling tank 4 and is pumped into the reactor by the second conveying pump 8 to achieve the optimal oxidation regeneration effect.
Unless defined otherwise, technical or scientific terms used herein should be construed as commonly understood by one of ordinary skill in the art, and the use of the term "comprising" or "including" and the like in the present invention means that the element or item preceding the term covers the element or item listed after the term and its equivalents, but does not exclude other elements or items, and the term "connected" or "connected" and the like are not limited to physical or mechanical connections, but may also include electrical connections, whether direct or indirect, "upper", "lower", "left", "right", and the like, are used merely to indicate relative positional relationships, and when the absolute position of the object being described is changed, the relative positional relationships may be changed accordingly.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (5)
1. The utility model provides a catalyst regeneration technology based on cyclohexene hydration method cyclohexanone production, includes strip tower (1), its characterized in that, the input of strip tower (1) is connected with tertiary decompression orifice plate (2), the output of strip tower (1) is connected with aeration tank (3), the output of aeration tank (3) is connected with delivery pump (7), the other end of delivery pump (7) is connected with boiling pot (4), the other end of boiling pot (4) is connected with delivery pump two (8).
2. The process of claim 1, wherein the catalyst regeneration process comprises the following steps: the aeration tank (3) is connected with a first temperature transmitter (5), and the boiling tank (4) is connected with a second temperature transmitter (6).
3. The process of claim 2, wherein the catalyst regeneration process based on the cyclohexanone production by the cyclohexene hydration method is characterized in that: the output end of the stripping tower (1) is connected with a flame torch system.
4. The process of claim 3, wherein the catalyst regeneration process comprises the following steps: the output end of the aeration tank (3) is connected with a process gas system, and the aeration tank (3) is connected with a regulating valve.
5. The process of claim 4, wherein the catalyst regeneration process comprises the following steps: one end of the second delivery pump (8) far away from the boiling tank (4) is connected with a reactor, and a heating coil is arranged in the boiling tank (4).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210754564.9A CN115178304A (en) | 2022-06-30 | 2022-06-30 | Catalyst regeneration process for cyclohexanone production based on cyclohexene hydration method |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210754564.9A CN115178304A (en) | 2022-06-30 | 2022-06-30 | Catalyst regeneration process for cyclohexanone production based on cyclohexene hydration method |
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| CN115178304A true CN115178304A (en) | 2022-10-14 |
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| CN202210754564.9A Pending CN115178304A (en) | 2022-06-30 | 2022-06-30 | Catalyst regeneration process for cyclohexanone production based on cyclohexene hydration method |
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106588536A (en) * | 2016-12-06 | 2017-04-26 | 福建永荣科技有限公司 | Preparation method and preparation system of cyclohexanone |
| CN206232628U (en) * | 2016-12-06 | 2017-06-09 | 福建永荣科技有限公司 | A kind of production system of cyclohexanone |
| CN106824301A (en) * | 2016-12-23 | 2017-06-13 | 聊城煤泗新材料科技有限公司 | A kind of benzene hydrogenating catalyst regenerative system and technique |
| CN107233931A (en) * | 2017-07-03 | 2017-10-10 | 中国平煤神马集团尼龙科技有限公司 | A kind of continuous catalyst regenerating device and method |
| CN111470941A (en) * | 2020-03-21 | 2020-07-31 | 河南神马尼龙化工有限责任公司 | High-quality cyclohexanol production device and process |
| CN213872217U (en) * | 2020-12-25 | 2021-08-03 | 福建永荣科技有限公司 | Hydrogenation catalyst regeneration pipeline for olefin method cyclohexanone production |
| CN215609879U (en) * | 2021-06-11 | 2022-01-25 | 河北美邦工程科技股份有限公司 | Cyclohexene hydration catalyst regeneration washing system |
-
2022
- 2022-06-30 CN CN202210754564.9A patent/CN115178304A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106588536A (en) * | 2016-12-06 | 2017-04-26 | 福建永荣科技有限公司 | Preparation method and preparation system of cyclohexanone |
| CN206232628U (en) * | 2016-12-06 | 2017-06-09 | 福建永荣科技有限公司 | A kind of production system of cyclohexanone |
| CN106824301A (en) * | 2016-12-23 | 2017-06-13 | 聊城煤泗新材料科技有限公司 | A kind of benzene hydrogenating catalyst regenerative system and technique |
| CN107233931A (en) * | 2017-07-03 | 2017-10-10 | 中国平煤神马集团尼龙科技有限公司 | A kind of continuous catalyst regenerating device and method |
| CN111470941A (en) * | 2020-03-21 | 2020-07-31 | 河南神马尼龙化工有限责任公司 | High-quality cyclohexanol production device and process |
| CN213872217U (en) * | 2020-12-25 | 2021-08-03 | 福建永荣科技有限公司 | Hydrogenation catalyst regeneration pipeline for olefin method cyclohexanone production |
| CN215609879U (en) * | 2021-06-11 | 2022-01-25 | 河北美邦工程科技股份有限公司 | Cyclohexene hydration catalyst regeneration washing system |
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Application publication date: 20221014 |