CN1357527A - Production process of 2-ethyl hexanoic acid - Google Patents

Production process of 2-ethyl hexanoic acid Download PDF

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Publication number
CN1357527A
CN1357527A CN 00129414 CN00129414A CN1357527A CN 1357527 A CN1357527 A CN 1357527A CN 00129414 CN00129414 CN 00129414 CN 00129414 A CN00129414 A CN 00129414A CN 1357527 A CN1357527 A CN 1357527A
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reaction
ethyl
gram
oxygen
hexanoic acid
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CN 00129414
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Inventor
刘福胜
邵常东
丁文光
杨琦
吕志果
刘莹
安丰发
刘付芳
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Qilu Petrochemical Co of Sinopec
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Qilu Petrochemical Co of Sinopec
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Abstract

The production process of 2-ethyl hexanoic acid is oxidation reaction between the reaction mixture comprising material containing 2-ethyl acetaldehyde and solvent and oxygen-containing gas at 0-30 deg.c and in the presence of catalyst. The said catalyst is Mn(Ac)2, KAc, Cu(Ac)2 or their mixture in any ratio. The present invention has high 2-ethyl hexanoic acid selectivity, high yield and low catalyst using cost.

Description

The manufacture method of 2 ethyl hexanoic acid
The present invention relates to a kind of manufacture method of 2 ethyl hexanoic acid.
2 ethyl hexanoic acid, the popular name isocaprylic acid, it is a kind of branched chain fatty acid of synthetic, it is a kind of water white oily liquids, be mainly used in its ester of preparation and salt, be widely used in coatings industry and make siccative, already make thickening material at printing ink, on plastics and synthetic resins, make softening agent, on medicine is synthetic, make salt forming agent etc.
Usually, 2 ethyl hexanoic acid has three kinds of manufacture method: 2-Ethylhexyl Alcohol oxidation style, 2-Ethylhexyl Alcohol catalytic dehydrogenation method and 2-ethyl hexanal oxidation style.Wherein 2-Ethylhexyl Alcohol oxidation style and 2-Ethylhexyl Alcohol catalytic dehydrogenation method product yield are low, and reaction process produces a large amount of by products, and environment is polluted, and new device is without this method.2-ethyl hexanal oxidation style is the manufacture method of present general 2 ethyl hexanoic acid.
Openly specially permit the flat 4-108758 of communique and disclose a kind of manufacture method of carboxylic acid:
React with oxygen-containing gas under a kind of katalysis of nickel compound with the aldehyde shown in the general formula 1, make the carboxylic acid shown in the general formula 2.
General formula 1:R 1CHO
General formula 2:R 1C0OH
And the nickel compound that uses as catalyzer is the oxygen helerocyclics of a class complexity, this class polyoxy heterogeneous ring compound complex structure, and synthetic difficulty, market value is higher, uses as commercial catalysts, will cause product cost to raise.
Openly specially permit the clear 58-121240 of communique and disclose a kind of manufacture method of n-caprylic acid:
N-octaldehyde under the effect of catalyzer, in room temperature~120 ℃, preferably 30~90 ℃, feeds the oxygen-containing gas oxidation and makes n-caprylic acid in solvent.Catalyst system therefor is cobalt salt, manganese salt, nickel salt, mantoquita, molysite etc.This patent only relates to the manufacture method of n-caprylic acid, and the manufacture method of 2 ethyl hexanoic acid is not related to.And temperature of reaction is than higher.
Openly specially permit the flat 4-108758 of communique and relate to the making method of 2 ethyl hexanoic acid, but catalyst system therefor is very complicated nickel compound, causes the manufacturing cost of 2 ethyl hexanoic acid higher.
The objective of the invention is to overcome the weak point that exists in the prior art, a kind of new manufacturing 2 ethyl hexanoic acid method is provided, the reaction preference height, the yield height can reduce the use cost of catalyzer.
The manufacture method of 2 ethyl hexanoic acid of the present invention is characterized in that under catalyst action carrying out oxidizing reaction with oxygen-containing gas with the reaction mixture that the raw material that contains the 2-ethyl hexanal and solvent form in 0~30 ℃ makes.
The present invention is to be main raw material with the 2-ethyl hexanal, can be that 2-ethyl hexanal and solvent form reaction mixture, also can be to contain the raw material of 2-ethyl hexanal and the reaction mixture that solvent forms, as produce the intermediate product 2-ethyl hexenal of 2-Ethylhexyl Alcohol, after selective hydrogenation, obtain the 2-ethyl hexanal.Solvent has the reduction speed of response, reduces by product and generates, and improves the characteristics of reaction preference.The present invention can suppress the generation of side reaction than under the low reaction temperatures, thereby improves the selectivity of reaction, improves the yield of 2 ethyl hexanoic acid.Optimal reaction temperature is 0~15 ℃.
Reaction mixture is during by 2-ethyl hexanal and solvent composition, and the quality compositing range of 2-ethyl hexanal is 5~80%, and the quality group of solvent becomes 20~95%.
Described solvent is wherein 2~4 kinds of mixtures of forming with arbitrary proportion of 2 ethyl hexanoic acid or butanic acid or acetate or propionic acid or they, preferably adopts 2 ethyl hexanoic acid.
Described oxygen-containing gas can be oxygen, air or oxygen and the mixture that reaction is inert gasses.
Described catalyzer is preferably Mn (Ac) 2Or KAc or Cu (Ac) 2Or they wherein 2~4 kinds with any than the mixtures of forming.The mass content of catalyzer in reaction mixture is 0.05~2%.
Oxidizing reaction of the present invention is preferably in bubble tower or the reactor carries out, and oxygen-containing gas is fed by the bottom, and reaction raw materials is extracted out by bubble tower or reactor bottom, injects through bubble tower or reactor top after overcooling again, forms the outer circulation of reaction raw materials.
Below be concrete reaction process of the present invention:
In stainless steel, lass lining bubble tower or reactor, add the reaction mixture of 2-ethyl hexanal and solvent, wherein dissolve 0.05%~2% catalyzer.Solvent is 2 ethyl hexanoic acid preferably, can save the separated from solvent operation like this.Also can use butanic acid, acetate, propionic acid or their mixture to form.Catalyzer can be Mn (Ac) 2Or KAc or NaAc or Cu (Ac) 2Or 2~4 kinds of mixtures of forming with any ratio in these four kinds of materials.In bubble tower or tank reactor, temperature of reaction is controlled between 0~30 ℃, and reacting system pressure is 0.1~2Mpa (absolute pressure), feeds the oxygen oxygen-containing gas of equivalent oxygen (or contain) of 1.1~5.0 times of theoretical amount in 30~600 minutes.Oxygen or oxygen-containing gas are fed by bubble tower or reactor bottom, are divided into bubble in small, broken bits through gas distributor, can increase the gas-to-liquid contact area like this, improve gas effciency.Reaction mass, is injected by bubble tower or reactor top after the outer water cooler cooling of process by bubble tower or the extraction of reactor bottom through pump again in reaction process, thereby forms the outer circulation of reaction mass.Outer circulation plays stirring action.The total overall reaction material at 1~10 minute internal recycle once.The manufacture method of 2 ethyl hexanoic acid disclosed in this invention, the transformation efficiency of 2-ethyl hexanal are greater than 99%, and the selectivity of 2 ethyl hexanoic acid is greater than 93%.
Advantage of the present invention is:
1, under the lower temperature of reaction, can suppress the generation of side reaction, thereby improve the selectivity of 2 ethyl hexanoic acid.
2, oxidizing reaction is carried out under certain pressure, can increase speed of response, reduces the reaction times.
3, reaction mass can play the effect of stirring by outer circulation, improves speed of response.
4, catalyst system therefor, cost is low, and is effective, can improve the selectivity of 2 ethyl hexanoic acid.
In order to describe technical characterstic of the present invention better, be described further below in conjunction with embodiment, but the present invention is not limited to following embodiment.
Embodiment 1
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
1 ??5℃ ??0 ??20% ??0.2% ??41 ??240 ??99.2 ??93.7
At internal diameter is to add 120 gram 2 ethyl hexanoic acids, 30 gram 2-ethyl hexanals, 0.3 gram Mn (Ac) in the stainless steel bubbling tower of 20mm, high 750mm 2Be cooled to 5 ℃, normal pressure at the uniform velocity fed 15 gram oxygen in 240 minutes.Reaction mass carries out outer circulation with the speed of 41ml/min in reaction process.Keeping temperature of reaction in the reaction process is 4~6 ℃.Afterreaction finished in 240 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.2%, and the 2 ethyl hexanoic acid selectivity is 93.7%.
Embodiment 2
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
2 ?5℃ ?0.1 ?30% 0.4% 82 ?200 ?99.6 ?93.4
Bubble tower adds 105 gram 2 ethyl hexanoic acids, 45 gram 2-ethyl hexanals, 0.15 gram Mn (Ac) with embodiment 1. 2Be cooled to 5 ℃, to 0.1MPa, in 200 minutes, at the uniform velocity feed 22.5 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 8~12 ℃.Afterreaction finished in 200 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.6%, and the 2 ethyl hexanoic acid selectivity is 93.4%.
Embodiment 3
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
3 ?5℃ 0.3 ?40% 0.8% 160 ?180 ?99.7 ?93.6
Bubble tower adds 90 gram butanic acids, 60 gram 2-ethyl hexanals, 1.2 gram Mn (Ac) with embodiment 1. 2Be cooled to 5 ℃, to 0.3MPa, in 180 minutes, at the uniform velocity feed 150 gram air with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 160ml/min in reaction process.Keeping temperature of reaction in the reaction process is 4~6 ℃.Afterreaction finished in 180 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.7%, and the 2 ethyl hexanoic acid selectivity is 93.6%.
Embodiment 4
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
4 ?5 ?1.0 ?50% 1.0 ?82 ?100 ?99.5 ?93.1
Bubble tower adds 75 gram Glacial acetic acid, 75 gram 2-ethyl hexanals, 1.5 gram Mn (Ac) with embodiment 1. 2Be cooled to 5 ℃, to 1.0MPa, in 100 minutes, at the uniform velocity feed 188 gram air with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 4~6 ℃.Afterreaction finished in 100 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.5%, and the 2 ethyl hexanoic acid selectivity is 93.1%.
Embodiment 5
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
5 ?10 ?0 ?80% 0.2 ?160 ?300 ?98.8 ?91.6
Bubble tower adds 30 gram 2 ethyl hexanoic acids, 120 gram 2-ethyl hexanals, 0.3 gram Mn (Ac) with embodiment 1. 2Be cooled to 10 ℃, normal pressure at the uniform velocity fed 300 gram air in 300 minutes.Reaction mass carries out outer circulation with the speed of 160ml/min in reaction process.Keeping temperature of reaction in the reaction process is 8~12 ℃.Afterreaction finished in 300 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 98.8%, and the 2 ethyl hexanoic acid selectivity is 91.6%.
Embodiment 6
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
6 ?10 ?0.5 ?5% ?0.5%Mn(Ac) 2?0.5%Cu(Ac) 2 ?82 ?50 ?99.4 ?92.5
Bubble tower adds 142.5 gram 2 ethyl hexanoic acids, 7.5 gram 2-ethyl hexanals, 0.75 gram Mn (Ac) with embodiment 1. 2With 0.75 gram Cu (Ac) 2, be cooled to 10 ℃, to 0.5MPa, in 50 minutes, at the uniform velocity feed 3.75 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 8~12 ℃.Afterreaction finished in 50 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.4%, and the 2 ethyl hexanoic acid selectivity is 92.5%.
Embodiment 7
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
7 ?10 ?1.0 ?15% ?0.2%Mn(Ac) 2?0.2%Cu(Ac) 2 ?41 ?60 ?99.5 ?93.6
Bubble tower adds 127.5 gram 2 ethyl hexanoic acids, 22.5 gram 2-ethyl hexanals, 0.3 gram Mn (Ac) with embodiment 1. 2With 0.3 gram Cu (Ac) 2, be cooled to 10 ℃, to 1.0MPa, in 60 minutes, at the uniform velocity feed 11 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 41ml/min in reaction process.Keeping temperature of reaction in the reaction process is 8~12 ℃.Afterreaction finished in 60 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.5%, and the 2 ethyl hexanoic acid selectivity is 93.6%.
Embodiment 8
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
8 ?10 ?1.5 ?25% ?0.2%Mn(Ac) 2?0.2%KAc ?82 ?60 ?99.7 ?93.8
Bubble tower adds 112.5 gram propionic acid, 37.5 gram 2-ethyl hexanals, 0.3 gram Mn (Ac) with embodiment 1. 2With 0.3 gram KAc, be cooled to 10 ℃, to 1.5MPa, in 60 minutes, at the uniform velocity feed 19 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 8~12 ℃.Afterreaction finished in 60 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.7%, and the 2 ethyl hexanoic acid selectivity is 93.8%.
Embodiment 9
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
9 ?15 ?0 ?20% 0.2%KAc ?82 ?180 ?99.1 ?93.9
Bubble tower adds 120 gram 2 ethyl hexanoic acids, 30 gram 2-ethyl hexanals, 0.3 gram KAc with embodiment 1., is cooled to 15 ℃, and normal pressure at the uniform velocity fed 15 gram oxygen in 180 minutes.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 13~17 ℃.Afterreaction finished in 180 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.1%, and the 2 ethyl hexanoic acid selectivity is 93.9%.
Embodiment 10
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
10 ?15 ?0.3 ?35% 0.2%Cu(Ac) 2 ?82 ?150 ?99.4 ?92.9
Bubble tower adds 97.5 gram 2 ethyl hexanoic acids, 52.5 gram 2-ethyl hexanals, 0.3 gram Cu (Ac) with embodiment 1. 2, be cooled to 15 ℃, to 0.3MPa, in 150 minutes, at the uniform velocity feed 26 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 13~17 ℃.Afterreaction finished in 150 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.4%, and the 2 ethyl hexanoic acid selectivity is 92.9%.
Embodiment 11
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
11 ?15 ?1.0 ?35% 1.5% 41 ?90 ?99.7 ?93.5
Bubble tower adds 47.5 gram 2 ethyl hexanoic acids, 50 gram butanic acids, 52.5 gram 2-ethyl hexanals, 2.25 gram Mn (Ac) with embodiment 1. 2Be cooled to 15 ℃, to 1.0MPa, in 90 minutes, at the uniform velocity feed 26 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 41ml/min in reaction process.Keeping temperature of reaction in the reaction process is 13~17 ℃.Afterreaction finished in 90 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.7%, and the 2 ethyl hexanoic acid selectivity is 93.5%.
Embodiment 12
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
12 ?0 ?0 ?50% 2.0% 82 ?240 ?98.6 ?94.2
Bubble tower adds 75 gram 2 ethyl hexanoic acids, 75 gram 2-ethyl hexanals, 3.0 gram Mn (Ac) with embodiment 1. 2Be cooled to 0 ℃, normal pressure at the uniform velocity fed 37 gram oxygen in 240 minutes.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 0~2 ℃.Afterreaction finished in 240 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 98.6%, and the 2 ethyl hexanoic acid selectivity is 94.2%.
Embodiment 13
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
13 ?0 ?0.3 ?60% 0.2% 160 ?200 ?99.4 ?94.9
Bubble tower adds 60 gram 2 ethyl hexanoic acids, 90 gram 2-ethyl hexanals, 0.3 gram Mn (Ac) with embodiment 1. 2Be cooled to 0 ℃, to 0.3MPa, in 200 minutes, at the uniform velocity feed 45 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 160ml/min in reaction process.Keeping temperature of reaction in the reaction process is 0~2 ℃.Afterreaction finished in 200 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.4%, and the 2 ethyl hexanoic acid selectivity is 94.9%.
Embodiment 14
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
14 ?0 ?2.0 ?15% 2% 82 ?40 ?99.3 ?94.1
Bubble tower adds 127.5 gram 2 ethyl hexanoic acids, 22.5 gram 2-ethyl hexanals, 3.0 gram Mn (Ac) with embodiment 1. 2Be cooled to 0 ℃, to 2.0MPa, in 40 minutes, at the uniform velocity feed 11 gram oxygen with the nitrogen punching press.Reaction mass carries out outer circulation with the speed of 82ml/min in reaction process.Keeping temperature of reaction in the reaction process is 0~2 ℃.Afterreaction finished in 40 minutes.Through sampling analysis, 2-ethyl hexanal transformation efficiency is 99.3%, and the 2 ethyl hexanoic acid selectivity is 94.1%.
Embodiment Temperature Pressure The 2-ethyl hexanal Catalytic amount The outer circulation amount Reaction times Transformation efficiency % Selectivity %
?1 ?5℃ 0 ?20% 0.2 ?41 ?240 ?99.2 ?93.7
?2 ?5℃ 0.1 ?30% 0.4 ?82 ?200 ?99.6 ?93.4
?3 ?5℃ 0.3 ?40% 0.8 ?160 ?180 ?99.7 ?93.6
?4 ?5℃ 1.0 ?50% 1.0 ?82 ?100 ?99.5 ?93.1
?5 ?10℃ 0 ?80% 0.2 ?160 ?300 ?98.8 ?91.6
?6 ?10℃ 0.5 ?5% 0.5%Mn(Ac) 20.5%Cu(Ac) 2 ?82 ?50 ?99.4 ?92.5
?7 ?10℃ 1.0 ?15% 0.2%Mn(Ac) 20.2%Cu(Ac) 2 ?41 ?60 ?99.5 ?93.6
?8 ?10℃ 1.5 ?25% 0.2%Mn(Ac) 20.2%KAc ?82 ?60 ?99.7 ?93.8
?9 ?15℃ 0 ?20% 0.2% ?82 ?180 ?99.1 ?93.9
?10 ?15℃ 0.3 ?35% 0.2% ?82 ?150 ?99.4 ?92.9
?11 ?15℃ 0.5 ?35% 0.2%KAc 0.2%Cu(Ac) 2 ?41 ?120 ?99.4 ?93.5
?12 ?15℃ 1.0 ?35% 1.5 ?41 ?90 ?99.7 ?94.2
?13 ?0℃ 0.3 ?60% 0.2% ?160 ?200 ?99.4 ?94.9
?14 ?0℃ 2.0 ?15% 2% ?82 ?40 ?99.3 ?94.1
Embodiment 15:
Catalyzer is 0.2%KAc, 0.2%Cu (Ac) 2And 0.5%Mn (Ac) 2All the other are with embodiment 1.
Embodiment 16:
Temperature of reaction is 25 ℃, and all the other are with embodiment 12.

Claims (10)

1, a kind of manufacture method of 2 ethyl hexanoic acid is characterized in that under catalyst action carrying out oxidizing reaction with oxygen-containing gas with the reaction mixture that the raw material that contains the 2-ethyl hexanal and solvent form in 0~30 ℃ makes.
2, method according to claim 1 is characterized in that reaction mixture by 2-ethyl hexanal and solvent composition, and the quality compositing range of 2-ethyl hexanal is 5~80%, and the quality group of solvent becomes 20~95%.
3, method according to claim 2 is characterized in that described solvent is wherein 2~4 kinds of mixtures of forming with arbitrary proportion of 2 ethyl hexanoic acid or butanic acid or acetate or propionic acid or they.
4,, it is characterized in that described solvent is a 2 ethyl hexanoic acid according to claim 2 or 3 described methods.
5, method according to claim 1 is characterized in that described oxygen-containing gas is oxygen, air or oxygen and the mixture that reaction is inert gasses.
6, method according to claim 1 is characterized in that described temperature of reaction is 0~15 ℃.
7, method according to claim 1 is characterized in that described catalyzer is Mn (Ac) 2Or KAc or Cu (Ac) 2Or they wherein 2~4 kinds with any than the mixtures of forming.
8, method according to claim 7 is characterized in that the mass content of catalyzer in reaction mixture is 0.05~2%.
9, method according to claim 1 is characterized in that reaction pressure is 0~2.0Mpa.
10, catalyzer according to claim 1, it is characterized in that oxidizing reaction carries out in bubble tower or reactor, oxygen-containing gas is fed by the bottom, reaction raw materials is extracted out by bubble tower or reactor bottom, after overcooling, inject through bubble tower or reactor top again, form the outer circulation of reaction raw materials.
CN 00129414 2000-12-15 2000-12-15 Production process of 2-ethyl hexanoic acid Pending CN1357527A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102701944A (en) * 2012-06-15 2012-10-03 沈阳化工大学 Method for preparing 2-ethyl hexanoic acid by catalytically oxidizing 2-ethylhexanal by molybdovanadophosphoric acid
CN109609488A (en) * 2018-12-04 2019-04-12 万华化学集团股份有限公司 A kind of preparation method of immobilized lipase and the method for preparing 2 ethyl hexanoic acid
CN115999593A (en) * 2022-11-29 2023-04-25 中国石油大学(华东) Catalyst for preparing low-carbon carboxylic acid from low-carbon alcohol and application of catalyst
CN118063307A (en) * 2024-04-17 2024-05-24 张家港市华昌新材料科技有限公司 Method for continuously producing 2-ethylhexanoic acid

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102701944A (en) * 2012-06-15 2012-10-03 沈阳化工大学 Method for preparing 2-ethyl hexanoic acid by catalytically oxidizing 2-ethylhexanal by molybdovanadophosphoric acid
CN109609488A (en) * 2018-12-04 2019-04-12 万华化学集团股份有限公司 A kind of preparation method of immobilized lipase and the method for preparing 2 ethyl hexanoic acid
CN109609488B (en) * 2018-12-04 2020-06-02 万华化学集团股份有限公司 Preparation method of immobilized lipase and method for preparing 2-ethylhexanoic acid
CN115999593A (en) * 2022-11-29 2023-04-25 中国石油大学(华东) Catalyst for preparing low-carbon carboxylic acid from low-carbon alcohol and application of catalyst
CN115999593B (en) * 2022-11-29 2024-05-07 中国石油大学(华东) Catalyst for preparing low-carbon carboxylic acid from low-carbon alcohol and application of catalyst
CN118063307A (en) * 2024-04-17 2024-05-24 张家港市华昌新材料科技有限公司 Method for continuously producing 2-ethylhexanoic acid
CN118063307B (en) * 2024-04-17 2024-07-23 张家港市华昌新材料科技有限公司 Method for continuously producing 2-ethylhexanoic acid

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