CN220056681U - System for isononanoic acid is prepared in isononanal oxidation - Google Patents
System for isononanoic acid is prepared in isononanal oxidation Download PDFInfo
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- CN220056681U CN220056681U CN202320325067.7U CN202320325067U CN220056681U CN 220056681 U CN220056681 U CN 220056681U CN 202320325067 U CN202320325067 U CN 202320325067U CN 220056681 U CN220056681 U CN 220056681U
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- pipeline
- oxidation
- recovery system
- isononanal
- catalyst
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- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 63
- 230000003647 oxidation Effects 0.000 title claims abstract description 39
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 title claims abstract description 33
- JRPPVSMCCSLJPL-UHFFFAOYSA-N 7-methyloctanal Chemical compound CC(C)CCCCCC=O JRPPVSMCCSLJPL-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 239000003054 catalyst Substances 0.000 claims abstract description 73
- 238000011084 recovery Methods 0.000 claims abstract description 53
- 239000000047 product Substances 0.000 claims abstract description 27
- 238000000926 separation method Methods 0.000 claims abstract description 19
- 239000006227 byproduct Substances 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims description 44
- 238000007599 discharging Methods 0.000 claims description 14
- WTPYRCJDOZVZON-UHFFFAOYSA-N 3,5,5-Trimethylhexanal Chemical compound O=CCC(C)CC(C)(C)C WTPYRCJDOZVZON-UHFFFAOYSA-N 0.000 claims description 12
- 239000012043 crude product Substances 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 10
- 239000000376 reactant Substances 0.000 claims description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 6
- 238000004064 recycling Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 abstract description 4
- 230000008901 benefit Effects 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract description 2
- 238000000034 method Methods 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- OILUAKBAMVLXGF-UHFFFAOYSA-N 3,5,5-trimethyl-hexanoic acid Chemical compound OC(=O)CC(C)CC(C)(C)C OILUAKBAMVLXGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000007037 hydroformylation reaction Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000012621 metal-organic framework Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 229940071125 manganese acetate Drugs 0.000 description 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002153 silicon-carbon composite material Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
The utility model provides a system for preparing isononanoic acid by oxidizing isononanal, which comprises an oxidation reaction system, a main catalyst recovery system, a cocatalyst recovery system and a product separation system; the oxidation reaction system is connected with the main catalyst recovery system, the top of the main catalyst recovery system is connected with the cocatalyst recovery system, the bottom of the main catalyst recovery system is connected with the oxidation reaction system, the top of the cocatalyst recovery system is connected with the oxidation reaction system, and the bottom of the cocatalyst recovery system is connected with the product separation system. The system for preparing isononanoic acid by isononanal oxidation has the advantages of simple flow, less generated byproducts and contribution to large-scale continuous industrial production.
Description
Technical Field
The utility model belongs to the technical field of petrochemical industry, and particularly relates to a system for preparing isononanoic acid by oxidizing isononanal.
Background
Isononanoic acid, i.e. 3, 5-trimethylhexanoic acid, is widely used in the field of organic synthesis, mainly in the industries of plasticizers, fragrances, lubricants, etc. Meanwhile, the modified polyvinyl chloride is widely used as a raw material in different fields such as rust-proof additives, lubricants, metal soaps, gold material driers, polyvinyl chloride stabilizers, preservatives and the like. Can produce isononanoate and is widely applied in the field of cosmetics.
The main production processes for preparing isononanoic acid are aldehyde oxidation and hydroformylation. The hydroformylation method uses Co as a catalyst and Xin Xi as a raw material to prepare corresponding acid through hydroformylation reaction. However, the production process has great disadvantages, such as large Co catalyst loss, low acid yield, etc. The aldehyde oxidation method is to take isononyl aldehyde, namely 3, 5-trimethyl hexanal, as a raw material, and perform oxidation reaction with oxygen to generate 3, 5-trimethyl hexanoic acid. This process is highly dependent on the catalyst.
Patent CN201711396736.5 discloses a system and a method for preparing isononanoic acid and a method for preparing a metal-organic framework catalyst, which comprises an oxidation reactor, a cooler, a metal ion separation device, a peroxide decomposer and a rectification device. The preparation of the catalyst comprises the steps of stirring and mixing metal salt, a template agent, an organic solvent and water, drying to obtain a precursor crystal, roasting the precursor crystal, and cooling to room temperature to obtain the metal-organic framework catalyst. The method has the characteristics of high selectivity, high yield and the like, but needs to prepare the catalyst, the catalyst is not acid and alkali resistant, the flow is longer, and the production cost is higher. Patent CN202110084627.X discloses a method for preparing isononanoic acid by using sulfonated mesoporous silicon-carbon composite material as catalyst and hydrogen peroxide as oxidant, which has the characteristics of mild reaction condition, less byproducts, high product purity, good economic benefit and the like, but the cost of the catalyst is high, sodium hydroxide and hydrogen peroxide are needed in the process, and the cost is further increased. The product yield is not ideal.
Disclosure of Invention
In view of this, the present utility model aims to solve the problems of high cost and unsatisfactory product yield.
In order to achieve the above purpose, the technical scheme of the utility model is realized as follows:
a system for preparing isononanoic acid by isononanal oxidation comprises an oxidation reaction system, a main catalyst recovery system, a cocatalyst recovery system and a product separation system;
the oxidation reaction system is connected with the main catalyst recovery system, the top of the main catalyst recovery system is connected with the cocatalyst recovery system, the bottom of the main catalyst recovery system is connected with the oxidation reaction system, the top of the cocatalyst recovery system is connected with the oxidation reaction system, and the bottom of the cocatalyst recovery system is connected with the product separation system.
Further, the oxidation reaction system comprises an oxidation reactor, an isononyl aldehyde feeding pipeline, an oxygen-containing gas feeding pipeline, an air outlet pipeline and a liquid outlet pipeline;
isononanal feed pipeline, oxygen-containing gas feed pipeline set gradually in one side of oxidation reactor, and oxidation reactor's top is equipped with the pipeline of giving vent to anger, and oxidation reactor passes through the liquid pipeline and communicates with main catalyst recovery system.
Further, the oxidation reactor comprises a 1-5 stage series reactor, preferably a 2-4 stage series reactor.
Further, the main catalyst recovery system comprises a first reaction kettle, a first catalyst circulation pipeline, a supplementary material pipeline and a reactant flow outlet pipeline, wherein the first catalyst circulation pipeline is arranged at the bottom of the first reaction kettle, the other end of the first catalyst circulation pipeline is connected with one side of the oxidation reactor, the supplementary material pipeline is communicated with the first catalyst circulation pipeline, and the supplementary material pipeline is arranged at one side of the first catalyst circulation pipeline;
the first reaction kettle is connected with a cocatalyst recovery system through a reactant flow outlet pipeline.
Further, the reactant flow pipeline is arranged at the top of the first reaction kettle.
Further, the cocatalyst recovery system comprises a second reaction kettle, a second catalyst circulating pipeline and a crude product pipeline, one end of the second catalyst circulating pipeline is arranged at the top of the second reaction kettle, the other end of the second catalyst circulating pipeline is arranged on an isononaldehyde feeding pipeline, and the second reaction kettle is connected with the product separation system through the crude product pipeline.
Further, a byproduct discharging pipe is arranged on the second catalyst circulating pipeline.
Further, the product separation system comprises a third reaction kettle, an isononanoic acid product discharging pipe and a heavy component discharging pipe;
the second reaction kettle is connected with the third reaction kettle through a crude product pipeline, an isononanoic acid product discharging pipe is arranged at the top of the third reaction kettle, and a heavy component discharging pipeline is arranged at the top of the third reaction kettle.
Compared with the prior art, the system for preparing isononanoic acid by isononanal oxidation has the following beneficial effects:
1. the device can directly oxidize isononanoic acid from isononanal to prepare, air is used as an oxidant, and the set oxidation reactor is a 1-5-level series reactor, so that the production cost is low.
2. The device is provided with a main catalyst recovery system and a cocatalyst recovery system respectively, and can improve the catalytic efficiency by being matched with the main catalyst recovery system and the cocatalyst recovery system, and is provided with a first catalyst circulating pipeline and a second catalyst circulating pipeline, so that the catalyst can be recycled, the required cost is low, and the reaction yield is high.
3. The device has simple flow and less byproducts, and is beneficial to large-scale continuous industrial production.
Drawings
The accompanying drawings, which are included to provide a further understanding of the utility model and are incorporated in and constitute a part of this specification, illustrate embodiments of the utility model and together with the description serve to explain the utility model. In the drawings:
FIG. 1 is a schematic diagram of a system for preparing isononanoic acid by oxidation of isononanal according to the example of the present utility model.
Reference numerals illustrate:
1. isononyl aldehyde feed line; 2. an oxygen-containing gas feed line; 3. a liquid outlet pipe; 4. a first catalyst circulation conduit; 5. a material supplementing pipeline; 6. an air outlet pipe; 7. a reactant flow conduit; 8. a second catalyst circulation conduit; 9. a byproduct discharge pipe; 10. a crude product conduit; 11. isononanoic acid product discharge pipe; 12. a heavy component discharge pipeline; A. an oxidation reaction system; B. a primary catalyst recovery system; C. a cocatalyst recovery system; D. a product separation system.
Detailed Description
It should be noted that, without conflict, the embodiments of the present utility model and features of the embodiments may be combined with each other.
The utility model will be described in detail below with reference to the drawings in connection with embodiments.
A system for preparing isononanoic acid by isononanal oxidation comprises an oxidation reaction system A, a main catalyst recovery system B, a cocatalyst recovery system C and a product separation system D; the oxidation reaction system A is connected with the main catalyst recovery system B, the top of the main catalyst recovery system B is connected with the cocatalyst recovery system C, the bottom of the main catalyst recovery system B is connected with the oxidation reaction system A, the top of the cocatalyst recovery system C is connected with the oxidation reaction system A, and the bottom of the cocatalyst recovery system C is connected with the product separation system D.
The oxidation reaction system A comprises an oxidation reactor, an isononyl aldehyde feeding pipeline 1, an oxygen-containing gas feeding pipeline 2, an air outlet pipeline 6 and a liquid outlet pipeline 3; isononanal feed pipe 1, oxygen-containing gas feed pipe 2 set gradually in one side of oxidation reactor, and the top of oxidation reactor is equipped with gas outlet pipe 6, and oxidation reactor passes through liquid outlet pipe 3 and main catalyst recovery system B intercommunication. The oxidation reactor comprises a 1-5 stage series reactor, preferably a 2-4 stage series reactor.
The main catalyst recovery system B comprises a first reaction kettle, a first catalyst circulation pipeline 4, a supplementary material pipeline 5 and a reactant flow pipeline 7, wherein the first catalyst circulation pipeline 4 is arranged at the bottom of the first reaction kettle, the other end of the first catalyst circulation pipeline 4 is connected with one side of the oxidation reactor, the supplementary material pipeline 5 is communicated with the first catalyst circulation pipeline 4, and the supplementary material pipeline 5 is arranged at one side of the first catalyst circulation pipeline 4; the first reaction kettle is connected with a cocatalyst recovery system C through a reactant flow outlet pipeline. The reactant flow conduits are disposed at the top of the first reactor. The cocatalyst recovery system C comprises a second reaction kettle, a second catalyst circulating pipeline 8 and a crude product pipeline 10, one end of the second catalyst circulating pipeline 8 is arranged at the top of the second reaction kettle, the other end of the second catalyst circulating pipeline 8 is arranged on the isononyl aldehyde feeding pipeline 1, and the second reaction kettle is connected with the product separation system D through the crude product pipeline 10.
The second catalyst circulation pipe 8 is provided with a byproduct discharge pipe 9. The product separation system D comprises a third reaction kettle, an isononanoic acid product discharging pipe 11 and a heavy component discharging pipe 12; the second reaction kettle is connected with a third reaction kettle through a crude product pipeline 10, an isononanoic acid product discharging pipe 11 is arranged at the top of the third reaction kettle, and a heavy component discharging pipe 12 is arranged at the top of the third reaction kettle.
The oxidation reaction system A comprises a primary or multistage reactor, isononyl aldehyde and oxygen-containing gas are introduced into the reactor, and the materials after reaction are sent to the main catalyst recovery system B; the material after reaction returns to the oxidation reaction system A through the circulating catalyst obtained by separating the main catalyst recovery system B, and the rest material enters the cocatalyst recovery system C; the catalyst recovery system separates out the cocatalyst and unreacted raw materials, returns to the oxidation reaction system A, is provided with a byproduct discharge port, and a crude product obtained by separation enters the product separation system D; the separation system obtains the isononanoic acid and heavy byproducts. The method for producing isononanoic acid has the advantages of mild reaction conditions, simple flow, high product yield, low cost and good effect, and the used catalyst is divided into a main catalyst and a cocatalyst which are matched for use.
Example 1
Manganese acetate is used as a catalyst, the dosage is 0.1% of the mass of 3, 5-trimethylhexanal, hydrochloric acid is used as a cocatalyst, the dosage is 20% of the volume of 3, 5-trimethylhexanal, the reaction temperature is 90 ℃, the reaction pressure is 1Mpa, the reaction time is 1h, the conversion rate of 3, 5-trimethylhexanal is 85% after the reaction of the device, and the selectivity of 3, 5-trimethylhexanoic acid is 94%.
Claims (9)
1. A system for preparing isononanoic acid by oxidation of isononanal is characterized in that: an oxidation reaction system (A), a main catalyst recovery system (B), a cocatalyst recovery system (C) and a product separation system (D);
the oxidation reaction system (A) is connected with the main catalyst recovery system (B), the top of the main catalyst recovery system (B) is connected with the cocatalyst recovery system (C), the bottom of the main catalyst recovery system (B) is connected with the oxidation reaction system (A), the top of the cocatalyst recovery system (C) is connected with the oxidation reaction system (A), and the bottom of the cocatalyst recovery system (C) is connected with the product separation system (D).
2. The system for preparing isononanoic acid by oxidation of isononanal according to claim 1, characterized in that: the oxidation reaction system (A) comprises an oxidation reactor, an isononyl aldehyde feeding pipeline (1), an oxygen-containing gas feeding pipeline (2), an air outlet pipeline (6) and an air outlet pipeline (3);
isononanal feed pipeline (1), oxygen-containing gas feed pipeline (2) set gradually in one side of oxidation reactor, and the top of oxidation reactor is equipped with gas outlet pipe (6), and oxidation reactor passes through liquid outlet pipe (3) and main catalyst recovery system (B) intercommunication.
3. The system for preparing isononanoic acid by oxidation of isononanal according to claim 2, characterized in that: the oxidation reactor comprises 1-5 stages of reactors connected in series.
4. A system for preparing isononanoic acid by oxidation of isononanal according to claim 3 characterised in that: the oxidation reactor is a 2-4-stage series reactor.
5. The system for preparing isononanoic acid by oxidation of isononanal according to claim 1, characterized in that: the main catalyst recycling system (B) comprises a first reaction kettle, a first catalyst circulating pipeline (4), a supplementary material pipeline (5) and a reactant outlet pipeline (7), wherein the first catalyst circulating pipeline (4) is arranged at the bottom of the first reaction kettle, the other end of the first catalyst circulating pipeline (4) is connected with one side of the oxidation reactor, the supplementary material pipeline (5) is communicated with the first catalyst circulating pipeline (4), and the supplementary material pipeline (5) is arranged at one side of the first catalyst circulating pipeline (4);
the first reaction kettle is connected with a cocatalyst recovery system (C) through a reactant flow outlet pipeline.
6. The system for preparing isononanoic acid by oxidation of isononanal according to claim 5, wherein: the reactant flow conduits are disposed at the top of the first reaction vessel.
7. The system for preparing isononanoic acid by oxidation of isononanal according to claim 1, characterized in that: the cocatalyst recovery system (C) comprises a second reaction kettle, a second catalyst circulation pipeline (8) and a crude product pipeline (10), one end of the second catalyst circulation pipeline (8) is arranged at the top of the second reaction kettle, the other end of the second catalyst circulation pipeline (8) is arranged on an isononyl aldehyde feeding pipeline (1), and the second reaction kettle is connected with a product separation system (D) through the crude product pipeline (10).
8. The system for preparing isononanoic acid by oxidation of isononanal according to claim 7, characterized in that: and a byproduct discharging pipe (9) is arranged on the second catalyst circulating pipeline (8).
9. The system for preparing isononanoic acid by oxidation of isononanal according to claim 1, characterized in that: the product separation system (D) comprises a third reaction kettle, an isononanoic acid product discharging pipe (11) and a heavy component discharging pipe (12);
the second reaction kettle is connected with the third reaction kettle through a crude product pipeline (10), an isononanoic acid product discharging pipe (11) is arranged at the top of the third reaction kettle, and a heavy component discharging pipeline (12) is arranged at the top of the third reaction kettle.
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CN202320325067.7U CN220056681U (en) | 2023-02-27 | 2023-02-27 | System for isononanoic acid is prepared in isononanal oxidation |
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CN202320325067.7U CN220056681U (en) | 2023-02-27 | 2023-02-27 | System for isononanoic acid is prepared in isononanal oxidation |
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