CN109020858A - The method for inhibiting ethylbenzene hydroperoxide to decompose - Google Patents
The method for inhibiting ethylbenzene hydroperoxide to decompose Download PDFInfo
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- CN109020858A CN109020858A CN201811056642.8A CN201811056642A CN109020858A CN 109020858 A CN109020858 A CN 109020858A CN 201811056642 A CN201811056642 A CN 201811056642A CN 109020858 A CN109020858 A CN 109020858A
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- ethylbenzene
- ethylbenzene hydroperoxide
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- C07C407/00—Preparation of peroxy compounds
Abstract
The invention discloses a kind of methods that inhibition ethylbenzene hydroperoxide decomposes.The method includes diphosphonate ester class compound is added in the preparation process of ethylbenzene hydroperoxide.The ethylbenzene hydroperoxide that the method for the present invention can effectively inhibit oxidation to generate decomposes, it is particularly suitable for SMPO technique, conducive to the stability for improving the intermediate ethylbenzene hydroperoxide in the technique, metal cation sodium or potassium etc. will not be introduced simultaneously, reduce scale problems caused by material clamp band etc., and the generation for reducing the by-products such as methyl phenyl carbinol in reaction system, acetophenone improves the selectivity and yield of reaction.
Description
Technical field
The present invention relates to petrochemical industries, more particularly, to a kind of method that inhibition ethylbenzene hydroperoxide decomposes.
Background technique
Ethylbenzene hydroperoxide is the intermediate in propylene oxide and styrene joint production process, propylene oxide and benzene second
Alkene combined producing process is referred to as SMPO technique, reaction route summary are as follows: ethylbenzene first uses dioxygen oxidation in Liquid-phase reactor
Ethylbenzene peroxide is generated, the ethylbenzene hydroperoxide of generation enters epoxidation process after concentrate, and epoxidation occurs with propylene
Reaction generates propylene oxide and α-methylbenzylalcohol, and epoxidation reaction liquid obtains propylene oxide by distillation, and α-methylbenzylalcohol is normal
Dehydration generates styrene under the conditions of pressure.The characteristics of SMPO co-production method is not need pyroreaction, can simultaneously coproduction styrene and
Two kinds of important Organic chemical products of propylene oxide.
It is a crucial step that ethylbenzene oxidation, which generates ethylbenzene hydroperoxide, in SMPO technical process, and Halcon company succeeds in developing
And it is most described early in United States Patent (USP) US3459810 and US3475498, and realized work for the first time in Spain in 1973
Industry metaplasia produces.At present possess in the world the method patent power of alienation manufacturer mainly have Lyondell company, Shell company,
Repsol company etc..In the SMPO technique, in addition to ethylbenzene oxidation generates the main reaction of ethylbenzene hydroperoxide, it also occur that
Side reaction generates methyl phenyl carbinol and acetophenone etc., and main reaction and side reaction belong to exothermic reaction, and reaction process
In not every ethylbenzene all react, unreacted ethylbenzene can be recycled in oxidation reactor.The oxidation reaction exists
The concentration of total weight of the ethylbenzene hydroperoxide based on the reaction mixture carries out under conditions of being lower than 20wt%, in general,
At or above this concentration, the generation of side-products methyl phenyl methanol and acetophenone has been more than ethylbenzene hydroperoxidation
The amount of object causes the inefficiency loss of reactant ethylbenzene.
It is described in CN201510624458, the reaction that ethylbenzene oxidation generates ethylbenzene hydroperoxide is zero-order reaction, and second
Benzene hydroperoxides depth side reaction generates methyl phenyl carbinol and acetophenone close to 1 grade, and reactant concentration is to ethylbenzene
Oxidation influence smaller, but be affected to the decomposition of ethylbenzene hydroperoxide, plural serial stage reaction can make ethylbenzene hydroperoxidation
Object is unfavorable for improving the selectivity of ethylbenzene hydroperoxide, i.e. increase conversion of ethylbenzene and raising ethylbenzene in later period high accumulation
The selectivity of hydroperoxides is a pair of implacable contradiction.But the patent does not refer to how inhibiting second when improving ethylbenzene oxidation
Benzene hydroperoxides decomposable process.
In patent US8017812, CN200780042092, Shell Co. Ltd describes changing about ethylbenzene liquid phase oxidation technique
Into improving ethylbenzene oxidation by addition styrene and/or styrene derivative, realize high oxidization rate.But it does not refer to and adding
Adding assistant improves oxidation effectiveness.
Ethylbenzene hydroperoxidation is reduced using potassium pyrophosphate or sodium pyrophosphate solution to be injected into reactor on device at present
Object decomposition rate.But metal cation sodium or potassium etc. are introduced in potassium pyrophosphate or sodium pyrophosphate use process, it may be due to
Material clamp band, which is deposited in tower tray, causes fouling, it is necessary to be handled using other methods.In addition, acid in reactor and alkalinity
Impurity can all accelerate the decomposition of ethylbenzene hydroperoxide, and sodium pyrophosphate aqueous solution is alkalescent, such as the pH value of its 1% aqueous solution
For 10.0-10.2, therefore sodium pyrophosphate or potassium pyrophosphate aqueous solution are injected in the reaction system can accelerate second to a certain extent
The decomposition of benzene hydroperoxides.
For relevant issues in the prior art, effective solution method is not yet proposed at present.
Summary of the invention
The application technical problems to be solved are to provide a kind of method that inhibition ethylbenzene hydroperoxide decomposes.This method can
Decompose with effective ethylbenzene hydroperoxide for inhibiting oxidation to generate, while metal cation sodium or potassium will not be introduced etc., reduce object
Scale problems caused by feed collet band etc., simplify subsequent processing.
In order to solve the above technical problems, the present invention adopts the following technical scheme that:
A method of inhibit ethylbenzene hydroperoxide to decompose, the method includes the preparations in ethylbenzene hydroperoxide
Diphosphonate ester class compound is added in journey.
As the further improvement of technical solution, the general formula of the diphosphonate ester class compound is as follows:
Wherein, R1For hydrogen or the alkyl of C1~C8, R2For hydrogen or the alkyl of C1~C8, R3For hydrogen or the alkyl of C1~C6.
Preferably, in the general formula, R1For the alkyl of C3~C6, R2For the alkyl of C3~C6, R3For the alkyl of C1~C4.
As the further improvement of technical solution, the method includes being feed oxygen metaplasia into ethylbenzene hydroperoxidation using ethylbenzene
Diphosphonate ester class compound is added during object.
As the further improvement of technical solution, in terms of raw material total amount, the addition of the diphosphonate ester class compound is dense
Degree is 0.1~300mg/kg.
As the further improvement of technical solution, described method includes following steps:
Using single-stage or multi-stage oxidizing reactor, oxygen-containing gas is blasted in single-stage or multi-stage oxidizing reactor, by product two
Phosphonate ester compound mixes with liquid phase ethylbenzene and followed by single-stage or multi-stage oxidizing reactor, and gradually oxidation, which generates, contains ethylbenzene
The solution of hydroperoxides, solution through conduit line containing ethylbenzene hydroperoxide generated are sent to next unit.
As the further improvement of technical solution, the oxidation reactor is bubbling column reactor, and number is 1~6.
As the further improvement of technical solution, oxygen content is 10~50v% in the oxygen-containing gas.
As the further improvement of technical solution, the diphosphonate ester class compound is from first oxidation reactor liquid phase
Ethylbenzene inlet is added.
As the further improvement of technical solution, the oxidation reactor reaction temperature is 130~180 DEG C,
As the further improvement of technical solution, the adjacent two-stage oxidation reaction device temperature difference is 0~10 DEG C.
As the further improvement of technical solution, the oxidation reactor reaction pressure is 0.1~1.0MPa.
Any range documented by the present invention includes any numerical value between end value and end value and end value or end value
Between any subrange for being constituted of any number.
Unless otherwise specified, each raw material in the present invention can be obtained by commercially available purchase, equipment used in the present invention
The conventional equipment in fields can be used or carried out referring to the prior art of fields.
Compared with prior art, the invention has the following beneficial effects:
Method of the invention can effectively inhibit the second of oxidation generation using diphosphonate ester class compound as inhibitor
Benzene hydroperoxides decompose, and reduce the generation of by-product, while this method will not introduce new impurity, without complicated rear place
Reason.
Method of the invention is suitable for SMPO technique, conducive to the intermediate ethylbenzene hydroperoxide improved in the technique
Stability；By being acted on using diphosphonate ester class compound chelating, the ethylbenzene hydroperoxidation that can effectively inhibit oxidation to generate
Object decomposes, while not influencing the free hydroxide ion concentration of system, reduces methyl phenyl carbinol, aminomethyl phenyl in reaction system
The generation of the by-products such as ketone improves the selectivity and yield of reaction.
Method of the invention will not introduce metal cation sodium compared with using antisludging agent sodium pyrophosphate or potassium pyrophosphate
Or potassium etc., scale problems caused by material clamp band etc. are reduced, subsequent processing is simplified.
Specific embodiment
In order to illustrate more clearly of the present invention, below with reference to preferred embodiment, the present invention is described further.Ability
Field technique personnel should be appreciated that following specifically described content is illustrative and be not restrictive, this should not be limited with this
The protection scope of invention.
A kind of method for inhibiting ethylbenzene hydroperoxide to decompose of the present invention, including the preparation process in ethylbenzene hydroperoxide
Middle addition diphosphonate ester class compound.
It has been investigated that can effectively inhibit the ethylbenzene hydrogen mistake of oxidation generation by adding diphosphonate ester class compound
Peroxide breaks down, while metal cation sodium or potassium etc. will not be introduced in system, it reduces fouling caused by material clamp band etc. and asks
Topic simplifies subsequent processing.
According to the certain embodiments of the application, the general formula of the diphosphonate ester class compound is as follows:
Wherein, R1For hydrogen or the alkyl of C1~C8, concretely hydrogen, methyl, ethyl, propyl, normal-butyl, isopropyl, just
Octyl etc.；R2For hydrogen or the alkyl of C1~C8, concretely hydrogen, methyl, ethyl, propyl, normal-butyl, isopropyl, n-octyl etc.；
R3For hydrogen or the alkyl of C1~C6, concretely hydrogen, methyl, ethyl, propyl, normal-butyl, isopropyl, n-hexyl etc..The derivative
Object can effectively inhibit oxidation generate ethylbenzene hydroperoxide decompose, while will not be introduced in system metal cation sodium or
Potassium etc. reduces scale problems caused by material clamp band etc..
According to the certain embodiments of the application, in the general formula, R1For the alkyl of C3~C6, R2For the alkyl of C3~C6,
R3For the alkyl of C1~C4.
According to the certain embodiments of the application, the method includes being feed oxygen metaplasia into ethylbenzene hydroperoxidation using ethylbenzene
Diphosphonate ester class compound is added during object, especially using ethylbenzene as raw material Joint Production propylene oxide and styrene
SMPO technique in add diphosphonate ester class compound.
Ethylbenzene hydroperoxide is the intermediate in propylene oxide and styrene joint production process, propylene oxide and benzene second
Alkene combined producing process is referred to as SMPO technique.Ethylbenzene is first generated in Liquid-phase reactor with dioxygen oxidation in SMPO technical process
Ethylbenzene peroxide carries out further conversion reaction again later.It is crucial that wherein ethylbenzene oxidation, which generates ethylbenzene hydroperoxide,
One step, usually because the impurity in system leads to the decomposition of ethylbenzene hydroperoxide.And present inventor is through a large amount of practical studies
It was found that by adding diphosphonate ester class compound the influence for effectively eliminating system impurity can be acted on by chelating, to press down
The ethylbenzene hydroperoxide that oxygenerating generates decomposes, and reduces the generation of by-product, improves the yield of SMPO technique.
According to the certain embodiments of the application, in terms of raw material total amount, i.e., in terms of raw material liquid phase ethylbenzene total amount, the product two
The addition concentration of phosphonate ester compound be 0.1~300mg/kg, preferably 0.5~250mg/kg, concretely 0.5mg/kg,
15mg/kg, 55.6mg/kg, 110mg/kg, 155mg/kg, 250mg/kg etc..The compound can effectively inhibit oxidation to generate
Ethylbenzene hydroperoxide decomposes.
According to the certain embodiments of the application, described method includes following steps:
Using single-stage or multi-stage oxidizing reactor, oxygen-containing gas is blasted in single-stage or multi-stage oxidizing reactor, by product two
Phosphonate ester compound mixes with liquid phase ethylbenzene and followed by single-stage or multi-stage oxidizing reactor, and gradually oxidation, which generates, contains ethylbenzene
The solution of hydroperoxides, solution through conduit line containing ethylbenzene hydroperoxide generated are sent to next unit.
According to the certain embodiments of the application, the oxidation reactor is bubbling column reactor, and number is 1~6, excellent
3~5 are selected, concretely 3,4,5.Usually number can be determined according to real reaction effect and practice in factory.
According to the certain embodiments of the application, in the oxygen-containing gas oxygen content be 10~50v%, it is preferable to use 20~
30v%, concretely 20v%, 22.5v%, 25v%, 26.8v%, 28v%, 30v% etc., also can be used directly sky after purification
Gas.Oxygen content under the concentration can guarantee the smooth oxidation of ethylbenzene hydroperoxide.
According to the certain embodiments of the application, the diphosphonate ester class compound is from first oxidation reactor liquid phase
Ethylbenzene inlet is added, and compared with first oxidation reactor ethylbenzene feed, and the concentration of auxiliary agent is 0.1~300mg/kg, excellent
It is selected as 0.5~250mg/kg, concretely 0.5mg/kg, 15mg/kg, 55.6mg/kg, 110mg/kg, 155mg/kg, 250mg/
Kg etc..The ethylbenzene hydroperoxide that the compound and selected concentration can effectively inhibit oxidation to generate decomposes.
According to the certain embodiments of the application, the oxidation reactor reaction temperature be 130~180 DEG C, preferably 140~
160 DEG C, concretely 140 DEG C, 145 DEG C, 150.5 DEG C, 160 DEG C etc..To guarantee the conversion ratio of ethylbenzene, and it can be reduced ethylbenzene hydrogen
Peroxide decomposes.
According to the certain embodiments of the application, the adjacent two-stage oxidation reaction device temperature difference be 0~10 DEG C, preferably 0~5 DEG C,
Concretely 0 DEG C, 0.5 DEG C, 1 DEG C, 2 DEG C, 5 DEG C etc..It is poor using suitable reaction temperature, it is ensured that ethylbenzene in subsequent reactor
Hydroperoxide concentration further increases.
According to the certain embodiments of the application, the oxidation reactor reaction pressure be 0.1~1.0MPa, 1.0MPa,
It is preferred that 0.1~0.5MPa, concretely 0.1MPa, 0.15MPa, 0.2MPa, 0.3MPa, 0.5MPa etc..Using suitable reaction
Pressure, it is ensured that the raising of ethylbenzene hydroperoxide concentration.
The invention will be further described for the following examples.
Embodiment 1
A method of inhibit ethylbenzene hydroperoxide to decompose, includes the following steps:
It is being carried out in identical bubble column oxidation reactor device there are three tools, by ethylbenzene and diphosphonate ester class compound
After mixer mixes, into the first oxidation reactor, the nitrogen and oxygen mixed gas of the oxygen containing 25v% are from reactor bottom
Into, and reacted, wherein the general formula of diphosphonate ester class compound is as follows:
In above-mentioned general formula, R1Methyl, R2For normal-butyl, R3For n-propyl.In first oxidation reactor, ethylbenzene feed amount
For 1kg/h, controlling diphosphonate ester kind compound content in ethylbenzene feed is 90mg/kg, and reaction temperature is 155 DEG C, reaction pressure
Power is 0.25MPa, and the reaction liquid phase residence time is 40min, enters second reactor later, and reaction temperature is 152 DEG C, reaction pressure
Power is 0.25MPa, and the reaction liquid phase residence time is 40min, finally enters third reactor, and reaction temperature is 152 DEG C, reaction pressure
Power is 0.25MPa, and the reaction liquid phase residence time is 40min, and after the reaction was completed, ethylbenzene hydroperoxide concentration is 7.86%, separately
Outside, side-products methyl phenyl methanol concentration is 0.78%, and acetophenone concentration is 1.03%.
Embodiment 2
A method of inhibit ethylbenzene hydroperoxide to decompose, includes the following steps:
It is being carried out in identical bubble column oxidation reactor device there are four tools, by ethylbenzene and diphosphonate ester class compound
After mixer mixes, into the first oxidation reactor, the nitrogen and oxygen mixed gas of the oxygen containing 20v% are from reactor bottom
Into, and reacted, wherein the general formula of diphosphonate ester class compound used is as follows:
In above-mentioned general formula, R1For ethyl, R2For n-propyl, R3For normal-butyl.In first oxidation reactor, ethylbenzene feed amount
For 1kg/h, controlling auxiliary agent content in ethylbenzene feed is 120mg/kg, and reaction temperature is 165 DEG C, reaction pressure 0.23MPa, instead
Answering the liquid phase residence time is 35min, enters second reactor later, and reaction temperature is 160 DEG C, reaction pressure 0.23MPa, instead
Answering the liquid phase residence time is 35min, enters third reactor later, and reaction temperature is 155 DEG C, reaction pressure 0.23MPa, instead
Answering the liquid phase residence time is 35min, finally enters the 4th reactor, and reaction temperature is 150 DEG C, reaction pressure 0.23MPa, instead
Answering the liquid phase residence time is 35min, and after the reaction was completed, ethylbenzene hydroperoxide concentration is 8.77%, in addition, by-product methylbenzene
Base methanol concentration is 0.81%, and acetophenone concentration is 1.13%.
Embodiment 3
A method of inhibit ethylbenzene hydroperoxide to decompose, includes the following steps:
It is being carried out in identical bubble column oxidation reactor device there are five tools, by ethylbenzene and diphosphonate ester class compound
After mixer mixes, into the first oxidation reactor, the nitrogen and oxygen mixed gas of the oxygen containing 23v% are from reactor bottom
Into, and reacted, wherein the general formula of diphosphonate ester class compound used is as follows:
In above-mentioned general formula, R1For isobutyl group, R2For n-hexyl, R3For hydrogen.In first oxidation reactor, ethylbenzene feed amount is
1kg/h, controlling auxiliary agent content in ethylbenzene feed is 130mg/kg, and reaction temperature is 165 DEG C, reaction pressure 0.20MPa, reaction
The liquid phase residence time is 35min, enters second reactor later, and reaction temperature is 163 DEG C, reaction pressure 0.20MPa, reaction
The liquid phase residence time is 35min, enters third reactor later, and reaction temperature is 161 DEG C, reaction pressure 0.20MPa, reaction
The liquid phase residence time is 35min, enters the 4th reactor later, and reaction temperature is 159 DEG C, reaction pressure 0.20MPa, reaction
The liquid phase residence time is 35min, finally enters the 5th reactor, and reaction temperature is 157 DEG C, reaction pressure 0.20MPa, reaction
The liquid phase residence time is 35min, and after the reaction was completed, ethylbenzene hydroperoxide concentration is 9.98%, in addition, side-products methyl phenyl
Methanol concentration is 0.85%, and acetophenone concentration is 1.21%.
Comparative example 1
A method of inhibit ethylbenzene hydroperoxide to decompose, includes the following steps:
In tool there are three being tested in identical bubble column oxidation reactor device, ethylbenzene and auxiliary agent sodium pyrophosphate are passed through
After mixer mixing, into the first oxidation reactor, the nitrogen and oxygen mixed gas of the oxygen containing 25v% from reactor bottom into
Enter, and reacted, ethylbenzene feed amount is 1kg/h, and the inlet amount 150mg/kg of auxiliary agent, reaction temperature is 155 DEG C, reaction pressure
For 0.25MPa, the reaction liquid phase residence time is 40min, enters second reactor later, and reaction temperature is 152 DEG C, reaction pressure
For 0.25MPa, the reaction liquid phase residence time is 40min, finally enters third reactor, and reaction temperature is 152 DEG C, reaction pressure
For 0.25MPa, the reaction liquid phase residence time is 40min, and after the reaction was completed, ethylbenzene hydroperoxide concentration is 6.12%, in addition,
Side-products methyl phenyl methanol concentration is 1.10%, and acetophenone concentration is 1.97%.
Comparative example 2
A method of inhibit ethylbenzene hydroperoxide to decompose, includes the following steps:
In tool there are four being tested in identical bubble column oxidation reactor device, ethylbenzene and auxiliary agent sodium pyrophosphate are passed through
After mixer mixing, into the first oxidation reactor, the nitrogen and oxygen mixed gas of the oxygen containing 20v% from reactor bottom into
Enter, and reacted, ethylbenzene feed amount is 1kg/h, and the inlet amount 160mg/kg of auxiliary agent, reaction temperature is 165 DEG C, reaction pressure
For 0.23MPa, the reaction liquid phase residence time is 35min, enters second reactor later, and reaction temperature is 160 DEG C, reaction pressure
For 0.23MPa, the reaction liquid phase residence time is 35min, enters third reactor later, and reaction temperature is 155 DEG C, reaction pressure
For 0.23MPa, the reaction liquid phase residence time is 35min, finally enters the 4th reactor, and reaction temperature is 150 DEG C, reaction pressure
For 0.23MPa, the reaction liquid phase residence time is 35min, and after the reaction was completed, ethylbenzene hydroperoxide concentration is 7.01%, in addition,
Side-products methyl phenyl methanol concentration is 1.35%, and acetophenone concentration is 2.06%.
Comparative example 3
A method of inhibit ethylbenzene hydroperoxide to decompose, includes the following steps:
In tool there are five being tested in identical bubble column oxidation reactor device, ethylbenzene and auxiliary agent potassium pyrophosphate are passed through
After mixer mixing, into the first oxidation reactor, the nitrogen and oxygen mixed gas of the oxygen containing 23v% from reactor bottom into
Enter, and reacted, ethylbenzene feed amount is 1kg/h, and the inlet amount 200mg/kg of auxiliary agent, reaction temperature is 165 DEG C, reaction pressure
For 0.20MPa, the reaction liquid phase residence time is 35min, enters second reactor later, and reaction temperature is 163 DEG C, reaction pressure
For 0.20MPa, the reaction liquid phase residence time is 35min, enters third reactor later, and reaction temperature is 161 DEG C, reaction pressure
For 0.20MPa, the reaction liquid phase residence time is 35min, enters the 4th reactor later, and reaction temperature is 159 DEG C, reaction pressure
For 0.20MPa, the reaction liquid phase residence time is 35min, finally enters the 5th reactor, and reaction temperature is 157 DEG C, reaction pressure
For 0.20MPa, the reaction liquid phase residence time is 35min, and after the reaction was completed, ethylbenzene hydroperoxide concentration is 8.13%, in addition,
Side-products methyl phenyl methanol concentration is 1.41%, and acetophenone concentration is 2.33%.
Obviously, the above embodiment of the present invention be only to clearly illustrate example of the present invention, and not be pair
The restriction of embodiments of the present invention.For those of ordinary skill in the art, may be used also on the basis of the above description
To make other variations or changes in different ways.Here all embodiments can not be exhaustive.It is all to belong to this hair
The obvious changes or variations that bright technical solution is extended out are still in the scope of protection of the present invention.
Claims (10)
1. a kind of method for inhibiting ethylbenzene hydroperoxide to decompose, it is characterised in that: the method includes in ethylbenzene hydroperoxidation
Diphosphonate ester class compound is added in the preparation process of object.
2. the method according to claim 1 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the long-pending di 2 ethylhexyl phosphonic acid
The general formula of ester type compound is as follows:
Wherein, R1For hydrogen or the alkyl of C1~C8, R2For hydrogen or the alkyl of C1~C8, R3For hydrogen or the alkyl of C1~C6.
3. the method according to claim 2 for inhibiting ethylbenzene hydroperoxide to decompose, it is characterised in that: in the general formula, R1
For the alkyl of C3~C6, R2For the alkyl of C3~C6, R3For the alkyl of C1~C4.
4. the method according to claim 1 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the method includes
Using ethylbenzene as feed oxygen metaplasia at ethylbenzene hydroperoxide during add diphosphonate ester class compound.
5. the method according to claim 1 or 4 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that total with raw material
Meter, the addition concentration of the diphosphonate ester class compound are 0.1~300mg/kg.
6. the method according to claim 4 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the method includes
Following steps:
Using single-stage or multi-stage oxidizing reactor, oxygen-containing gas is blasted in single-stage or multi-stage oxidizing reactor, by product di 2 ethylhexyl phosphonic acid
Ester type compound mixes with liquid phase ethylbenzene and followed by single-stage or multi-stage oxidizing reactor, and gradually oxidation generates the mistake of hydrogen containing ethylbenzene
The solution of oxide, solution through conduit line containing ethylbenzene hydroperoxide generated are sent to next unit.
7. the method according to claim 4 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the oxidation reaction
Device is bubbling column reactor, and number is 1~6.
8. the method according to claim 4 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the oxygen-containing gas
Middle oxygen content is 10~50v%.
9. the method according to claim 4 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the long-pending di 2 ethylhexyl phosphonic acid
Ester type compound is added from first oxidation reactor liquid phase ethylbenzene inlet.
10. the method according to claim 4 for inhibiting ethylbenzene hydroperoxide to decompose, which is characterized in that the oxidation is anti-
Answering device reaction temperature is 130~180 DEG C；The adjacent two-stage oxidation reaction device temperature difference is 0~10 DEG C；The oxidation reactor reaction pressure
Power is 0.1~1.0MPa.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP3903925A4 (en) * | 2018-12-26 | 2022-07-27 | Wanhua Chemical Group Co., Ltd. | Device and method for oxidizing organic substance |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1621398A (en) * | 2003-11-25 | 2005-06-01 | 肖藻生 | Method for preparing cyclohexanone and cyclohexanol by cyclohexane oxidation |
| CN106554298A (en) * | 2015-09-28 | 2017-04-05 | 万华化学集团股份有限公司 | A kind of method that ethylbenzene oxidation prepares ethylbenzene hydroperoxide |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1621398A (en) * | 2003-11-25 | 2005-06-01 | 肖藻生 | Method for preparing cyclohexanone and cyclohexanol by cyclohexane oxidation |
| CN106554298A (en) * | 2015-09-28 | 2017-04-05 | 万华化学集团股份有限公司 | A kind of method that ethylbenzene oxidation prepares ethylbenzene hydroperoxide |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3903925A4 (en) * | 2018-12-26 | 2022-07-27 | Wanhua Chemical Group Co., Ltd. | Device and method for oxidizing organic substance |
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