CN116808968A - System and method for preparing isononanoic acid through continuous oxidation of isononanal - Google Patents
System and method for preparing isononanoic acid through continuous oxidation of isononanal Download PDFInfo
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- CN116808968A CN116808968A CN202310567476.2A CN202310567476A CN116808968A CN 116808968 A CN116808968 A CN 116808968A CN 202310567476 A CN202310567476 A CN 202310567476A CN 116808968 A CN116808968 A CN 116808968A
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- isononanoic acid
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- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 title claims abstract description 70
- JRPPVSMCCSLJPL-UHFFFAOYSA-N 7-methyloctanal Chemical compound CC(C)CCCCCC=O JRPPVSMCCSLJPL-UHFFFAOYSA-N 0.000 title claims abstract description 39
- 230000003647 oxidation Effects 0.000 title claims abstract description 29
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 15
- 238000005194 fractionation Methods 0.000 claims abstract description 21
- 239000007788 liquid Substances 0.000 claims abstract description 21
- 239000002699 waste material Substances 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- 230000001590 oxidative effect Effects 0.000 claims abstract description 4
- 238000000926 separation method Methods 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 30
- 238000010438 heat treatment Methods 0.000 claims description 16
- WTPYRCJDOZVZON-UHFFFAOYSA-N 3,5,5-Trimethylhexanal Chemical compound O=CCC(C)CC(C)(C)C WTPYRCJDOZVZON-UHFFFAOYSA-N 0.000 claims description 9
- 238000007599 discharging Methods 0.000 claims description 5
- NIDNOXCRFUCAKQ-UMRXKNAASA-N (1s,2r,3s,4r)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1[C@H]2C=C[C@@H]1[C@H](C(=O)O)[C@@H]2C(O)=O NIDNOXCRFUCAKQ-UMRXKNAASA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 5
- 239000013064 chemical raw material Substances 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 description 7
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 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 1
- -1 6-isononyl Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a system and a method for preparing isononanoic acid by continuous oxidation of isononanal, and particularly relates to the technical field of chemical raw material preparation. The system comprises a first reactor, a second reactor and a third reactor, wherein the three reactors are sequentially connected, and the reactors are used for oxidizing isononaldehyde to generate isononanoic acid; a first fractionation column, a second fractionation column; the lower end of the first fractionating tower is connected with the second fractionating tower after being connected with the third reactor; the first fractionating tower is used for separating waste liquid from isononanoic acid; the second fractionation column is used for separation of the heavy components from isononanoic acid. According to the invention, three reactors connected in series are used for carrying out the reaction step by step, so that isononanal can be more fully oxidized to generate isononanoic acid; the product after the reaction is subjected to fractionation treatment by a fractionating tower for two times, and the purity of the isononanoic acid product can reach more than 99 percent.
Description
Technical Field
The invention relates to the technical field of chemical raw material preparation, in particular to a system for preparing isononanoic acid by continuous oxidation of isononanal and a preparation method thereof.
Background
Isononanoic acid (3, 5-trimethylhexanoic acid) has the following structure:
the metal salt can be used as raw materials of synthetic lubricants, medical intermediates, metal soaps and metal processing fluids, is also suitable for alkyd resin modification, can improve yellowing resistance and impact resistance, can be used for producing various isononanoates, can be used in the field of cosmetics, and can be used for different purposes such as paint drier, vinyl stabilizer, polyvinyl chloride stabilizer and preservative, tire bonding aid and the like.
The preparation of isononanoic acid by aldehyde oxidation is a main production process at present, and the raw material is isononanal (3, 5-trimethylhexanal), and the structure is as follows:
however, since isononanal is oxidized to isononanoic acid by a gas, a highly oxidizing gas is generally required, and the emission thereof is polluting the atmosphere; or high oxygen gas is used, but is easily oxidized incompletely. How to continuously oxidize isononanal into isononanoic acid through gas is a problem to be solved in the present stage.
Disclosure of Invention
Therefore, the invention provides a system and a method for preparing isononanoic acid by continuous oxidation of isononanal, which are used for solving the problems of incomplete isononanoic acid preparation reaction, low yield and the like of the existing isononanal.
In order to achieve the above object, the present invention provides the following technical solutions:
according to one aspect of the invention, a system for preparing isononanoic acid by continuous oxidation of isononanal is provided, which comprises a first reactor, a second reactor and a third reactor, wherein the three reactors are sequentially connected, and the reactors are used for generating isononanoic acid by oxidation of isononanal;
a first fractionation column, a second fractionation column; the lower end of the first fractionating tower is connected with the second fractionating tower after being connected with the third reactor;
the first fractionating tower is used for separating waste liquid from isononanoic acid;
the second fractionation column is used for separation of the heavy components from isononanoic acid.
Further, the system also comprises an isononyl aldehyde input pipe and a purified air input pipe;
wherein, isononyl aldehyde input pipe and air-purifying input pipe are connected with the first reactor.
Further, the system also comprises a waste liquid output pipe, an isononanoic acid product output pipe and a heavy component output pipe;
wherein, waste liquid output pipe connects in first fractionating tower upper end, isononanoic acid product output pipe connects in second fractionating tower upper end export, and heavy component output pipe connects in second fractionating tower lower extreme export.
According to another aspect of the present invention there is provided a process for the continuous oxidation of isononanal to isononanoic acid comprising:
step one, isononyl aldehyde is input into a first reactor, purified air is introduced, and the pressure is kept; slowly heating and reacting to obtain a first mixture;
step two, after the reaction is finished, inputting the first mixture in the first reactor into the second reactor, continuously introducing purified air, and maintaining the pressure; slowly heating and reacting to obtain a second mixture;
step three, after the reaction is finished, the second mixture in the second reactor is input into a third reactor, purified air is continuously introduced, and the pressure is maintained; slowly heating and reacting to obtain a third mixture;
step four, inputting the third mixture into a first fractionating tower for fractionating, and discharging the waste liquid after fractionating from a waste liquid output pipe; the rest part enters a second fractionating tower to be subjected to continuous fractionation treatment; after the fractionation is finished, isononanoic acid is collected from an isononanoic acid product output pipe; the heavy components are discharged from the heavy component output pipe.
Further, in the first step, the pressure is 0.2Mpa-0.5Mpa;
the temperature is raised to 60-80 ℃.
Further, in the second step, the pressure is 0.2Mpa-0.5Mpa;
the temperature is raised to 60-80 ℃.
Further, in the third step, the pressure is 0.2Mpa-0.5Mpa;
the temperature is raised to 60-80 ℃.
Further, the temperature of the top of the first fractionating tower is 80-100 ℃, and the pressure is-0.06 Mpa to-0.08 Mpa;
the temperature at the top of the tower is 20 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
Further, the temperature of the top of the second fractionating tower is 110-130 ℃, and the pressure is-0.06 Mpa to-0.08 Mpa;
the temperature at the top of the tower is 15 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
The invention has the following advantages:
according to the invention, three reactors connected in series are used for carrying out the reaction step by step, so that isononanal can be more fully oxidized to generate isononanoic acid; the product after the reaction is subjected to fractionation treatment by a fractionating tower for two times, and the purity of the isononanoic acid product can reach more than 99 percent.
The system for preparing isononanoic acid by continuous oxidation of isononanoic acid improves the production efficiency of isononanoic acid by oxidation of isononanoic acid, reduces the production cost, realizes full-automatic production of aldehyde to acid, realizes continuous production, and has more stable product quality.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below. It will be apparent to those of ordinary skill in the art that the drawings in the following description are exemplary only and that other implementations can be obtained from the extensions of the drawings provided without inventive effort.
The structures, proportions, sizes, etc. shown in the present specification are shown only for the purposes of illustration and description, and are not intended to limit the scope of the invention, which is defined by the claims, so that any structural modifications, changes in proportions, or adjustments of sizes, which do not affect the efficacy or the achievement of the present invention, should fall within the ambit of the technical disclosure.
FIG. 1 is a system diagram for preparing isononanoic acid by continuous oxidation of isononanal provided in example 1 of the present invention;
in the figure: 1-a first reactor; 2-a second reactor; 3-a third reactor; 4-a first fractionation column; 5-a second fractionating tower; a 6-isononyl aldehyde input tube; 7-a purified air input pipe; 8-a waste liquid output pipe; 9-isononanoic acid product output pipe; 10-heavy component output tube.
Detailed Description
Other advantages and advantages of the present invention will become apparent to those skilled in the art from the following detailed description, which, by way of illustration, is to be read in connection with certain specific embodiments, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The present example provides a system for continuous oxidation of isononanal to isononanoic acid:
as shown in fig. 1, the system comprises a first reactor 1, a second reactor 2 and a third reactor 3, wherein the three reactors are connected in sequence, and the reactors are used for preparing isononanoic acid by oxidizing isononanal;
a first fractionating tower 4 and a second fractionating tower 5; the lower end of the first fractionating tower 4 is connected with the second fractionating tower 5 after the third reactor 3;
the first fractionating tower 4 is used for separating waste liquid from isononanoic acid;
the second fractionation column 5 is used for separation of the heavy components from isononanoic acid.
The system also comprises an isononyl aldehyde input pipe 6 and a purified air input pipe 7;
wherein, isononyl aldehyde input pipe 6 and purified air input pipe 7 are connected with the first reactor 1.
The system also comprises a waste liquid output pipe 8, an isononanoic acid product output pipe 9 and a heavy component output pipe 10;
wherein, waste liquid output pipe 8 connects in first fractionating tower 4 upper end, and isononanoic acid product output pipe 9 connects in second fractionating tower 5 upper end export, and heavy component output pipe 10 links to each other with second fractionating tower 5 lower extreme export.
Example 2
This example provides a method for preparing isononanoic acid by continuous oxidation of isononanal, comprising:
step one, isononanal 0.5kg/h is input into a first reactor, and purified air (300L/h of air) is introduced, and the pressure is kept at 0.2Mpa; slowly heating to 60 ℃ to react to obtain a first mixture;
step two, after the reaction is finished, inputting the first mixture in the first reactor into the second reactor, continuously introducing purified air, and keeping the pressure at 0.2Mpa; slowly heating to 60 ℃ to react to obtain a second mixture;
step three, after the reaction is finished, the second mixture in the second reactor is input into a third reactor, purified air is continuously introduced, and the pressure is kept at 0.2Mpa; slowly heating to 60 ℃ to react to obtain a third mixture;
step four, inputting the third mixture into a first fractionating tower for fractionating, and discharging the waste liquid after fractionating from a waste liquid output pipe; the rest part enters a second fractionating tower to be subjected to continuous fractionation treatment; after the fractionation is finished, isononanoic acid is collected from an isononanoic acid product output pipe; heavy components are discharged from the heavy component output pipe
Wherein, the temperature of the top of the first fractionating tower is 80 ℃ and the pressure is-0.08 Mpa;
the temperature at the top of the tower is 20 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
The temperature of the top of the second fractionating tower is 110 ℃, and the pressure is-0.06 Mpa;
the temperature at the top of the tower is 15 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
Yield 99.6%; the purity was 99.2%.
Example 3
This example provides a method for preparing isononanoic acid by continuous oxidation of isononanal, comprising:
step one, isononanal 0.5kg/h is input into a first reactor, and purified air (300L/h of air) is introduced, and the pressure is kept at 0.3Mpa; slowly heating to 70 ℃ to react to obtain a first mixture;
step two, after the reaction is finished, inputting the first mixture in the first reactor into the second reactor, continuously introducing purified air, and keeping the pressure at 0.3Mpa; slowly heating to 70 ℃ to react to obtain a second mixture;
step three, after the reaction is finished, the second mixture in the second reactor is input into a third reactor, purified air is continuously introduced, and the pressure is kept at 0.3Mpa; slowly heating to 70 ℃ to react to obtain a third mixture;
step four, inputting the third mixture into a first fractionating tower for fractionating, and discharging the waste liquid after fractionating from a waste liquid output pipe; the rest part enters a second fractionating tower to be subjected to continuous fractionation treatment; after the fractionation is finished, isononanoic acid is collected from an isononanoic acid product output pipe; heavy components are discharged from the heavy component output pipe
Wherein, the temperature of the top of the first fractionating tower is 90 ℃ and the pressure is-0.08 Mpa;
the temperature at the top of the tower is 20 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
The temperature of the top of the second fractionating tower is 110 ℃, and the pressure is-0.06 Mpa;
the temperature at the top of the tower is 15 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
Yield 99.1%; the purity is 99.1%.
Example 4
This example provides a method for preparing isononanoic acid by continuous oxidation of isononanal, comprising:
step one, 0.5kg/h isononanal is input into a first reactor, and purified air (300L/h of air) is introduced, and the pressure is kept at 0.5Mpa; slowly heating to 80 ℃ to react to obtain a first mixture;
step two, after the reaction is finished, inputting the first mixture in the first reactor into the second reactor, continuously introducing purified air, and keeping the pressure at 0.5Mpa; slowly heating to 80 ℃ to react to obtain a second mixture;
step three, after the reaction is finished, the second mixture in the second reactor is input into a third reactor, purified air is continuously introduced, and the pressure is kept at 0.5Mpa; slowly heating to 80 ℃ to react to obtain a third mixture;
step four, inputting the third mixture into a first fractionating tower for fractionating, and discharging the waste liquid after fractionating from a waste liquid output pipe; the rest part enters a second fractionating tower to be subjected to continuous fractionation treatment; after the fractionation is finished, isononanoic acid is collected from an isononanoic acid product output pipe; heavy components are discharged from the heavy component output pipe
Wherein, the temperature of the top of the first fractionating tower is 100 ℃ and the pressure is-0.08 Mpa;
the temperature at the top of the tower is 20 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
The temperature of the top of the second fractionating tower is 130 ℃ and the pressure is 0.08Mpa;
the temperature at the top of the tower is 15 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
Yield 98.5%; the purity was 98.2%.
Comparative example 1
This comparative example provides a method for preparing isononanoic acid by oxidation of isononanal:
adding 0.5kg/h isononyl aldehyde into a reactor, introducing oxygen for 62L/h, and keeping the pressure at 0.2Mpa; slowly heating to 80 ℃ to react to obtain isononanoic acid.
The yield was 89.2%; the purity was 95.3%.
Therefore, in the comparative example 1, pure oxygen is selected, but the purity of isononanoic acid prepared by oxidation of isononanal is obviously not higher than that of isononanoic acid prepared by the invention, and the recovery rate is not higher than that of isononanoic acid prepared by the invention, so that the system for preparing isononanoic acid by continuous oxidation of isononanal of the invention improves the production efficiency of isononanoic acid prepared by oxidation of isononanal, reduces the production cost, realizes full-automatic production of aldehyde to acid, realizes continuous production and has more stable product quality.
While the invention has been described in detail in the foregoing general description and specific examples, it will be apparent to those skilled in the art that modifications and improvements can be made thereto. Accordingly, such modifications or improvements may be made without departing from the spirit of the invention and are intended to be within the scope of the invention as claimed.
Claims (9)
1. A system for preparing isononanoic acid by continuous oxidation of isononanal is characterized by comprising a first reactor, a second reactor and a third reactor which are sequentially connected, wherein the reactors are used for oxidizing isononanal to generate isononanoic acid;
the system also comprises a first fractionating tower and a second fractionating tower;
wherein, the first fractionating tower is connected with the second fractionating tower after the third reactor, and the lower end of the first fractionating tower is connected with the second fractionating tower;
the first fractionating tower is used for separating waste liquid from isononanoic acid;
the second fractionation column is used for separation of the heavy components from isononanoic acid.
2. The system for preparing isononanoic acid by continuous oxidation of isononanal according to claim 1 further comprising isononanal input pipe and purified air input pipe;
wherein, isononyl aldehyde input pipe and air-purifying input pipe are connected with the first reactor.
3. The system for preparing isononanoic acid by continuous oxidation of isononanal according to claim 1, further comprising a waste liquid output pipe, an isononanoic acid product output pipe and a heavy component output pipe;
wherein, waste liquid output pipe links to each other with first fractionating tower upper end, and isononanoic acid product output pipe links to each other with second fractionating tower upper end export, and heavy component output pipe links to each other with second fractionating tower lower extreme export.
4. A method for preparing isononanoic acid by continuous oxidation of isononanal, which is characterized by comprising the following steps:
step one, isononyl aldehyde is input into a first reactor, purified air is introduced, and the pressure is kept; slowly heating and reacting to obtain a first mixture;
step two, after the reaction is finished, inputting the first mixture in the first reactor into the second reactor, continuously introducing purified air, and maintaining the pressure; slowly heating and reacting to obtain a second mixture;
step three, after the reaction is finished, the second mixture in the second reactor is input into a third reactor, purified air is continuously introduced, and the pressure is maintained; slowly heating and reacting to obtain a third mixture;
step four, inputting the third mixture into a first fractionating tower for fractionating, and discharging the waste liquid after fractionating from a waste liquid output pipe; the rest part enters a second fractionating tower to be subjected to continuous fractionation treatment; after the fractionation is finished, isononanoic acid is collected from an isononanoic acid product output pipe; the heavy components are discharged from the heavy component output pipe.
5. The method for preparing isononanoic acid by continuous oxidation of isononanal according to claim 4, wherein in the first step, the pressure is 0.2Mpa-0.5Mpa;
the temperature is raised to 60-80 ℃.
6. The method for preparing isononanoic acid by continuous oxidation of isononanal according to claim 4, wherein in the second step, the pressure is 0.2Mpa-0.5Mpa;
the temperature is raised to 60-80 ℃.
7. The method for preparing isononanoic acid by continuous oxidation of isononanal according to claim 4, wherein in the third step, the pressure is 0.2Mpa-0.5Mpa;
the temperature is raised to 60-80 ℃.
8. The method for preparing isononanoic acid by continuous oxidation of isononanal according to claim 4, wherein the temperature of the top of the first fractionating tower is 80-100 ℃, and the pressure is-0.06 Mpa to-0.08 Mpa;
the temperature at the top of the tower is 20 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
9. The method for preparing isononanoic acid by continuous oxidation of isononanal according to claim 4, wherein the temperature of the top of the second fractionating tower is 110-130 ℃, and the pressure is-0.06 Mpa to-0.08 Mpa;
the temperature at the top of the tower is 15 ℃ lower than the temperature at the lower part of the tower, and the pressure at the bottom of the tower is 0.01Mpa higher than the pressure at the top of the tower.
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| CN202310567476.2A CN116808968A (en) | 2023-05-17 | 2023-05-17 | System and method for preparing isononanoic acid through continuous oxidation of isononanal |
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| CN202310567476.2A CN116808968A (en) | 2023-05-17 | 2023-05-17 | System and method for preparing isononanoic acid through continuous oxidation of isononanal |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1511819A (en) * | 2002-12-27 | 2004-07-14 | 中国石油化工股份有限公司齐鲁分公司 | Reaction rectifying process for aldehyde oxidation to produce acid |
| US20070010688A1 (en) * | 2005-07-09 | 2007-01-11 | Dong-Hyun Ko | Preparation or organic acids from aldehyde compounds by means of liquid phase oxidation reaction |
| CN106431884A (en) * | 2016-11-09 | 2017-02-22 | 天津渤化永利化工股份有限公司 | Device and method for preparing butyric acid through butyraldehyde oxidation |
| CN108047027A (en) * | 2017-12-21 | 2018-05-18 | 万华化学集团股份有限公司 | A kind of preparation method of the system and method for preparing isononanoic acid and metal organic framework catalyst |
| CN111138267A (en) * | 2020-01-10 | 2020-05-12 | 天津大学 | Method for preparing low carbonic acid by using low carbon aldehyde through air oxidation |
-
2023
- 2023-05-17 CN CN202310567476.2A patent/CN116808968A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1511819A (en) * | 2002-12-27 | 2004-07-14 | 中国石油化工股份有限公司齐鲁分公司 | Reaction rectifying process for aldehyde oxidation to produce acid |
| US20070010688A1 (en) * | 2005-07-09 | 2007-01-11 | Dong-Hyun Ko | Preparation or organic acids from aldehyde compounds by means of liquid phase oxidation reaction |
| CN106431884A (en) * | 2016-11-09 | 2017-02-22 | 天津渤化永利化工股份有限公司 | Device and method for preparing butyric acid through butyraldehyde oxidation |
| CN108047027A (en) * | 2017-12-21 | 2018-05-18 | 万华化学集团股份有限公司 | A kind of preparation method of the system and method for preparing isononanoic acid and metal organic framework catalyst |
| CN111138267A (en) * | 2020-01-10 | 2020-05-12 | 天津大学 | Method for preparing low carbonic acid by using low carbon aldehyde through air oxidation |
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