WO2003051829A1 - Method of purifying liquid oxidation reaction mixture - Google Patents
Method of purifying liquid oxidation reaction mixture Download PDFInfo
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- WO2003051829A1 WO2003051829A1 PCT/JP2002/012950 JP0212950W WO03051829A1 WO 2003051829 A1 WO2003051829 A1 WO 2003051829A1 JP 0212950 W JP0212950 W JP 0212950W WO 03051829 A1 WO03051829 A1 WO 03051829A1
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- oxidation reaction
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- C07—ORGANIC CHEMISTRY
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- C07C407/00—Preparation of peroxy compounds
- C07C407/003—Separation; Purification; Stabilisation; Use of additives
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- the present invention relates to a method for purifying an oxidation reaction solution. More specifically, the present invention relates to a method for purifying an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene, wherein the water used for purification is effectively used, and therefore, a relatively small amount of water is used.
- the present invention relates to a method for purifying an oxidation reaction solution, which has excellent characteristics that an oxidation reaction solution can be purified and a wastewater treatment amount can be reduced. Background art
- a method for obtaining propylene oxide by oxidizing cumene into cumene hydroperoxide and subjecting the cumene hydroperoxide and propylene to an epoxidation reaction is known.
- the concentration of the organic acid in the oxidation reaction solution containing cumene hydropoxide obtained by oxidizing cumene is preferably 0.5% by weight or less, more preferably 0.1% by weight. % Is disclosed in JP-A-2001-031662.
- Japanese Patent Application Laid-Open No. 2001-270875 discloses that it is necessary that the concentration be 100 ppm by weight or less, and that washing with water before the epoxidation step is preferable from the viewpoint of efficient batch removal of sodium. It has been disclosed. Further, with respect to the water concentration in the oxidation reaction solution containing cumenehydroxide used in the epoxidation step, JP-A-2001-270876 discloses a step of removing water.
- An object of the present invention is a method for purifying an oxidation reaction solution containing cumene hydrooxide obtained by oxidizing cumene, wherein the water used for purification is effectively used, and thus the oxidation reaction is performed with a relatively small amount of water. It is an object of the present invention to provide a method for purifying an oxidation reaction solution, which has excellent characteristics that the solution can be purified and the amount of wastewater treatment can be reduced.
- Purification here means neutralizing the organic acids present in the oxidation reaction solution containing cumene hydroxide obtained by oxidizing cumene with alcohol, and forming the salts and excess alkali added. To be removed by water washing.
- the present invention relates to a method for purifying an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene including the following steps.
- First step Add the alkaline aqueous solution (2) and all or part of the aqueous layer (3) obtained in the second step below to the oxidation reaction solution (1) to be purified (1) and mix them. Step of separating into (5) and aqueous layer (6)
- Second step Add all or part (8) of the aqueous layer (7) obtained in the following third step to the oil layer (5) obtained in the first step and mix, and then add the oil layer (9) and the aqueous layer (3) Separation process
- Third step a step of adding water (10) to the oil layer (9) obtained in the second step, mixing and then separating into a purified oil layer (11) and an aqueous layer (7).
- FIG. 1 shows an example of the flow of the present invention. The broken line in the figure should be installed as necessary
- Oxidation reaction solution to be purified > 2. Aqueous solution, 3. Aqueous layer, 4. Part or all of aqueous layer, 5. Oil layer, 6. Aqueous layer, 7. Aqueous layer, 8. Aqueous layer Part or all, 9. Reservoir, 10. Water, 11. Refined reservoir Reservoir for implementing the invention
- the present invention is a method for purifying an oxidation reaction solution containing cumene hydridoperoxide obtained by oxidizing cumene.
- the oxidation of cumene is usually performed by autoxidation with oxygenated gas such as air or oxygen-enriched air. This oxidation reaction may be carried out without using an additive, or an additive such as an alkali may be used.
- the reaction temperature is usually 50 to 200, and the reaction pressure is usually between atmospheric pressure and 5 MPa.
- the alkali includes an alkali metal compound such as Na ⁇ H or K ⁇ H and an aqueous solution thereof, or an alkali earth metal compound or Na 2 C ⁇ 3 or NaHCO 3 Alkali metal carbonate or ammonia and (NH 4 ) 2 CO 3 , alkali metal ammonium carbonate and the like and an aqueous solution thereof are used.
- an alkaline aqueous solution (2) and all or a part of the aqueous layer (3) obtained in the second step described below are added to the oxidation reaction solution (1) to be purified, mixed, and then mixed. This is the step of separating into a back oil layer (5) and an aqueous layer (6).
- Alkaline aqueous solution supplied to the first step is N A_ ⁇ _H, alkali metals such as or an aqueous solution of an alkali metal compound such as K_ ⁇ _H, Al force Li earth metal compound or N a 2 C_ ⁇ 3, NaHCO 3
- An aqueous solution of carbonate, ammonia, (NH 4 ) 2 C 3 , alkali metal ammonium carbonate, or the like is used, and may be added directly to the oxidation reactor or may be added after the reaction.
- the operating temperature of the present apparatus (that is, the temperature of the oxidation reaction solution to be purified) is preferably equal to or lower than the temperature represented by the following formula (1) as described in JP-A-200270874.
- the operating pressure is preferably between atmospheric pressure and 5 MPa.
- a common mixing device and oil-water separation device can be used as in the first step.
- the operating temperature and pressure of the present apparatus are preferably in the same ranges as in the first step.
- the third step is a step in which water (10.) is added to the oil layer (9) obtained in the second step, mixed, and then separated into a purified oil layer (11) and an aqueous layer (7). is there.
- a common mixing apparatus and an oil-water separation apparatus can be used as in the first and second steps.
- the operating temperature and pressure are also preferably in the same range as in the first step.
- the present invention includes the above-described first to third steps as essential steps. However, if necessary, these steps can be further added in series to enhance the effect of purification.
- the oxidation reaction solution containing cumene hydroperoxide purified according to the present invention is usually dehydrated and then subjected to an epoxidation reaction between cumene hydroperoxide and propylene in the presence of an epoxidation catalyst to form propylene oxide.
- the epoxidation reaction is preferably carried out in the presence of a catalyst comprising a titanium-containing silicon oxide, from the viewpoint of obtaining the target product with high yield and high selectivity.
- a catalyst comprising a titanium-containing silicon oxide
- These catalysts are preferably so-called titanium-silica catalysts containing titanium chemically bonded to silicon oxide.
- a titanium compound supported on a silica carrier, a compound compounded with silicon oxide by a coprecipitation method or a sol-gel method, or a zeolite compound containing titanium can be used.
- the epoxidation reaction is carried out by bringing propylene and cumene hydroxide into contact with a catalyst.
- the reaction can be carried out in a liquid phase using a solvent.
- the solvent must be liquid at the temperature and pressure of the reaction and must be substantially inert to the reactants and products.
- the solvent may consist of the substances present in the hydroperoxide solution used.
- cumene hydroperoxide is a mixture of the raw material and cumene, it can be used as a substitute for the solvent without adding a solvent.
- Other useful solvents include aromatic monocyclic compounds (eg, benzene, toluene, cyclobenzene, orthodichlorobenzene) and alkanes (eg, octane, decane, dodecane).
- the epoxidation reaction temperature is generally 0 to 200 ° C, but preferably 25 to 200 ° C.
- the pressure may be sufficient to keep the reaction mixture in a liquid state. In general, it is advantageous for the pressure to be between 100 and 1000 kPa.
- the epoxidation reaction can be advantageously carried out using a catalyst in the form of a slurry or fixed bed.
- a catalyst in the form of a slurry or fixed bed.
- it is preferred to use a fixed bed. It can be carried out by a batch method, a semi-continuous method, a continuous method, or the like.
- the liquid containing the reactants is passed through the fixed bed, the liquid mixture leaving the reaction zone contains no or substantially no catalyst.
- the present invention in the purification of an oxidation reaction solution containing cumenehydroxide peroxide, water used for purification can be effectively used, and thus the oxidation reaction solution can be purified with a relatively small amount of water, and It is possible to provide a method for purifying an oxidation reaction solution having an excellent feature that the amount of wastewater treatment can be reduced.
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Abstract
Description
明 細 書 酸化反応液の精製方法 桉術分野 Description Method for purifying oxidation reaction solution Technical field
本発明は酸化反応液の精製方法に関するものである。 更に詳しくは、 本発明 はクメンを酸化することにより得られるクメンハイドロパーォキサイドを含む 酸化反応液の精製方法であって、 精製に用いる水を有効に活用し、 よって比較 的少量の水で酸化反応液を精製でき、 かつ排水処理量を軽減できるという優れ た特徴を有する酸化反応液の精製方法に関するものである。 背景技術 The present invention relates to a method for purifying an oxidation reaction solution. More specifically, the present invention relates to a method for purifying an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene, wherein the water used for purification is effectively used, and therefore, a relatively small amount of water is used. The present invention relates to a method for purifying an oxidation reaction solution, which has excellent characteristics that an oxidation reaction solution can be purified and a wastewater treatment amount can be reduced. Background art
クメンを酸化することによりクメンハイドロパーォキサイドとし、 該クメン ハイドロパ一ォキサイドとプロピレンをエポキシ化反応させることによりプロ ピレンォキサイドを得る方法は公知である。 A method for obtaining propylene oxide by oxidizing cumene into cumene hydroperoxide and subjecting the cumene hydroperoxide and propylene to an epoxidation reaction is known.
ここで、 クメンを酸化することにより得られるクメンハイドロパ一ォキサイ ドを含む酸化反応液中の有機酸の濃度は 0 . 5重量％以下であることが好まし く、 更に好ましくは 0 . 1重量％以下であることが特開 2001-031662号公報に 開示されている。 また、 酸化反応に伴い副生する有機酸類をアルカリで中和す ることは一般的であるが、 エポキシ化反応に供されるクメンハイドロパ一ォキ サイドを含む反応液中のナトリウムの濃度は 1 0 0 0重量 p p m以下であるこ とが必要であり、 そのためエポキシ化工程の前において水洗浄を行うことがナ トリゥムの効率的な一括除去という観点から好ましいことが特開 2001-270875 号公報に開示されている。 さらに、 エポキシ化工程に供されるクメンハイド口 パ一オキサイドを含む酸化反応液中の水分濃度については、 特開 2001- 270876 号公報に水を除去する工程が開示されている。 Here, the concentration of the organic acid in the oxidation reaction solution containing cumene hydropoxide obtained by oxidizing cumene is preferably 0.5% by weight or less, more preferably 0.1% by weight. % Is disclosed in JP-A-2001-031662. In addition, it is common to neutralize organic acids produced as a by-product of the oxidation reaction with an alkali.However, the concentration of sodium in the reaction solution containing cumene hydrooxide used for the epoxidation reaction may be reduced. Japanese Patent Application Laid-Open No. 2001-270875 discloses that it is necessary that the concentration be 100 ppm by weight or less, and that washing with water before the epoxidation step is preferable from the viewpoint of efficient batch removal of sodium. It has been disclosed. Further, with respect to the water concentration in the oxidation reaction solution containing cumenehydroxide used in the epoxidation step, JP-A-2001-270876 discloses a step of removing water.
すなわち、 酸化反応液をアルカリで中和し、 ついで水洗浄を行うことで精製 し、 その後反応液を脱水してエポキシ化原料に用いる方法が開示されている。 しかし、 上記の酸化反応液の精製には多量の水が必要であり、 このため排水 処理量の負担が大きいという欠点がある。 発明の開示 That is, a method is disclosed in which an oxidation reaction solution is neutralized with an alkali, purified by washing with water, and then dehydrated to use the reaction solution as an epoxidation raw material. However, purification of the above oxidation reaction solution requires a large amount of water, and thus has a disadvantage that the burden on the wastewater treatment amount is large. Disclosure of the invention
本発明の目的はクメンを酸化することにより得られるクメンハイドロパ一ォ キサイドを含む酸化反応液の精製方法であって、 精製に用いる水を有効に活用 し、 よって比較的少量の水で酸化反応液を精製でき、 かつ排水処理量を軽減で きるという優れた特徴を有する酸化反応液の精製方法を提供することにある。 ここでいう精製とは、 クメンを酸化することにより得られるクメンハイドロ パ一ォキサイドを含む酸化反応液中に存在する有機酸類をアル力リにより中和 し、 生成した塩類や過剰に添加されたアルカリを水洗浄で除去することを意味 する。 An object of the present invention is a method for purifying an oxidation reaction solution containing cumene hydrooxide obtained by oxidizing cumene, wherein the water used for purification is effectively used, and thus the oxidation reaction is performed with a relatively small amount of water. It is an object of the present invention to provide a method for purifying an oxidation reaction solution, which has excellent characteristics that the solution can be purified and the amount of wastewater treatment can be reduced. Purification here means neutralizing the organic acids present in the oxidation reaction solution containing cumene hydroxide obtained by oxidizing cumene with alcohol, and forming the salts and excess alkali added. To be removed by water washing.
すなわち、 本発明は、 下記の工程を含むクメンを酸化することにより得られ るクメンハイドロパーォキサイドを含む酸化反応液の精製方法に係るものであ る。 That is, the present invention relates to a method for purifying an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene including the following steps.
第一工程：精製すべき酸化反応液 （1) にアルカリ水溶液 （2) 及び下記第 二工程で得られる水層 （3) の全部または一部 （4) を添加して混合し、 その 後油層 （5) と水層 （6) に分離する工程 First step: Add the alkaline aqueous solution (2) and all or part of the aqueous layer (3) obtained in the second step below to the oxidation reaction solution (1) to be purified (1) and mix them. Step of separating into (5) and aqueous layer (6)
第二工程：第一工程で得られる油層（5)に下記第三工程で得られる水層（7) の全部または一部 （8) を添加して混合し、 その後油層 （9) と水層 （3) に 分離する工程 Second step: Add all or part (8) of the aqueous layer (7) obtained in the following third step to the oil layer (5) obtained in the first step and mix, and then add the oil layer (9) and the aqueous layer (3) Separation process
第三工程：第二工程で得られる油層 （9) に水 （10) を添加して混合し、 その後精製された油層 （11) と水層 （7) に分離する工程 図面の簡単な説明 Third step: a step of adding water (10) to the oil layer (9) obtained in the second step, mixing and then separating into a purified oil layer (11) and an aqueous layer (7).
図 1は本発明のフローの例を示す。 図中の破線は必要に応じて設置すること FIG. 1 shows an example of the flow of the present invention. The broken line in the figure should be installed as necessary
'を示す。 '.
符号の説明 1.精製すべき酸化反応液 > 2.アル力リ水溶液、 3.水層、 4.水層の一部又は 全部、 5.油層、 6.水層、 7.水層、 8.水層の一部又は全部、 9.油層、 10.水、 11.精製された油層 発明を実施するための暴良の形態 Explanation of reference numerals 1. Oxidation reaction solution to be purified> 2. Aqueous solution, 3. Aqueous layer, 4. Part or all of aqueous layer, 5. Oil layer, 6. Aqueous layer, 7. Aqueous layer, 8. Aqueous layer Part or all, 9. Reservoir, 10. Water, 11. Refined reservoir Reservoir for implementing the invention
本発明はクメンを酸化することにより得られるクメンハイド口パーォキサイ ドを含む酸化反応液の精製方法である。 クメンの酸化は、 通常、 空気や酸素濃 縮空気などの含酸素ガスによる自動酸化で行われる。 この酸化反応は添加剤を 用いずに実施してもよいし、 アルカリのような添加剤を用いてもよい。 反応温 度は通常 50〜200 であり、 反応圧力は通常大気圧から 5 MP aの間であ る。 アルカリを用いた酸化法の場合、 アルカリとしては、 Na〇H、 K〇Hの ようなアル力リ金属化合物及びその水溶液や、 アル力リ土類金属化合物又は N a 2C〇3、 NaHCO 3のようなアルカリ金属炭酸塩又はアンモニア及び （N H 4)2 CO 3、アルカリ金属炭酸アンモニゥム塩等及びその水溶液が用いられる。 第一工程は、 精製すべき酸化反応液 （1) にアルカリ水溶液 （2) 及び下記 第二工程で得られる水層 （3) の全部または一部 （4) を添加して混合し、 そ の後油層 （5) と水層 （6) に分離する工程である。 The present invention is a method for purifying an oxidation reaction solution containing cumene hydridoperoxide obtained by oxidizing cumene. The oxidation of cumene is usually performed by autoxidation with oxygenated gas such as air or oxygen-enriched air. This oxidation reaction may be carried out without using an additive, or an additive such as an alkali may be used. The reaction temperature is usually 50 to 200, and the reaction pressure is usually between atmospheric pressure and 5 MPa. In the case of the oxidation method using an alkali, the alkali includes an alkali metal compound such as Na〇H or K〇H and an aqueous solution thereof, or an alkali earth metal compound or Na 2 C〇 3 or NaHCO 3 Alkali metal carbonate or ammonia and (NH 4 ) 2 CO 3 , alkali metal ammonium carbonate and the like and an aqueous solution thereof are used. In the first step, an alkaline aqueous solution (2) and all or a part of the aqueous layer (3) obtained in the second step described below are added to the oxidation reaction solution (1) to be purified, mixed, and then mixed. This is the step of separating into a back oil layer (5) and an aqueous layer (6).
第一工程に供給されるアルカリ水溶液は N a〇H、 K〇Hのようなアルカリ 金属化合物の水溶液や、 アル力リ土類金属化合物又は N a 2C〇3、 NaHCO 3のようなアルカリ金属炭酸塩又はアンモニア及び （NH4) 2C〇3、 アルカリ 金属炭酸アンモニゥム塩等の水溶液が用いられ、 酸化反応器に直接添加しても よいし、 反応の後に添加してもよい。 Alkaline aqueous solution supplied to the first step is N A_〇_H, alkali metals such as or an aqueous solution of an alkali metal compound such as K_〇_H, Al force Li earth metal compound or N a 2 C_〇 3, NaHCO 3 An aqueous solution of carbonate, ammonia, (NH 4 ) 2 C 3 , alkali metal ammonium carbonate, or the like is used, and may be added directly to the oxidation reactor or may be added after the reaction.
装置としては、 一般的な混合装置および油水分離装置を用いることができる。 本装置の操作温度 （すなわち、 精製される酸化反応液の温度） は、 特開 200卜270874号公報に記載されているように下記式（1)で示される温度以下が 好ましい。 As a device, a general mixing device and an oil-water separation device can be used. The operating temperature of the present apparatus (that is, the temperature of the oxidation reaction solution to be purified) is preferably equal to or lower than the temperature represented by the following formula (1) as described in JP-A-200270874.
t = 150-0. 8Xw (1) t = 150-0.8Xw (1)
w：酸化反応液中のクメン八ィドロパーォキサイド濃度 （重量％) t ：温度 （°C) w: Cumene octadropoxide concentration in oxidation reaction solution (% by weight) t: Temperature (° C)
上記の条件を満足しない場合、 クメンハイドロパーォキサイドが熱分解を受 けて収率が低下する傾向がある。 If the above conditions are not satisfied, the yield of cumene hydroperoxide tends to be reduced due to thermal decomposition.
操作圧力は大気圧から 5 MP aの間が好ましい。 The operating pressure is preferably between atmospheric pressure and 5 MPa.
第二工程は、 第一工程で得られる油層 （5 ) に下記第三工程で得られる水層 ( 7 ) の全部または一部（8 ) を添加して混合し、その後油層 （9 ) と水層 （3 ) に分離する工程である。 In the second step, all or part (8) of the aqueous layer (7) obtained in the following third step is added to the oil layer (5) obtained in the first step and mixed, and then the oil layer (9) and the water layer are mixed. This is the step of separating into layers (3).
装置としては、 第一工程と同じように一般的な混合装置および油水分離装置 を用いることができる。 As the device, a common mixing device and oil-water separation device can be used as in the first step.
本装置の操作温度 ·圧力は第一工程と同じ範囲が好ましい。 The operating temperature and pressure of the present apparatus are preferably in the same ranges as in the first step.
第三工程は、 第二工程で得られる油層 （9 ) に水 （1 0.) を添加して混合し、 その後、 精製された油層 （1 1 ) と水層 （7 ) に分離する工程である。 The third step is a step in which water (10.) is added to the oil layer (9) obtained in the second step, mixed, and then separated into a purified oil layer (11) and an aqueous layer (7). is there.
装置としては、 第一及び第二工程と同じように一般的な混合装置および油水 分離装置を用いることができる。 As the apparatus, a common mixing apparatus and an oil-water separation apparatus can be used as in the first and second steps.
操作温度 ·圧力も第一工程と同じ範囲が好ましい。 The operating temperature and pressure are also preferably in the same range as in the first step.
本発明は、 上記の第一工程〜第三工程を必須の工程として含むものであるが、 必要に応じ、 これらの工程を更に直列に追加し、 精製の効果を高めることも可 能である。 The present invention includes the above-described first to third steps as essential steps. However, if necessary, these steps can be further added in series to enhance the effect of purification.
本発明により精製されたクメンハイドロパーォキサイドを含む酸化反応液は、 通常脱水された後、 エポキシ化触媒の存在下、 クメンハイドロパ一オキサイド とプロピレンをエポキシ化反応させてプロピレンォキサイドとする工程にクメ ンハイドロパ一ォキサイド原料として供給される。 The oxidation reaction solution containing cumene hydroperoxide purified according to the present invention is usually dehydrated and then subjected to an epoxidation reaction between cumene hydroperoxide and propylene in the presence of an epoxidation catalyst to form propylene oxide. Is supplied as a raw material for cumene hydroxide.
エポキシ化反応は、 目的物を高収率及び高選択率下に得る観点から、 チタン 含有珪素酸化物からなる触媒の存在下に実施することが好ましい。 これらの触 媒は珪素酸化物と化学的に結合したチタンを含有する、 いわゆるチタンーシリ 力触媒が好ましい。 たとえば、 チタン化合物をシリカ担体に担持したもの、 共 沈法やゾルゲル法で珪素酸化物と複合したもの、 あるいはチタンを含むゼォラ ィト化合物などをあげることができる。 エポキシ化反応はプロピレンとクメンハイドロパ一ォキサイドを触媒に接触 させることで行われる。 反応は溶媒を用いて液相中で実施できる。 溶媒は反応 時の温度及び圧力のもとで液体であり、 かつ反応体及び生成物に対して実質的 に不活性なものでなければならない。 溶媒は使用されるハイドロパーォキサイ ド溶液中に存在する物質からなるものであってよい。 たとえばクメンハイドロ パーォキサイドがその原料であるクメンとからなる混合物である場合には、 特 に溶媒を添加することなく、 これを溶媒の代用とすることも可能である。 その 他、有用な溶媒としては芳香族の単環式化合物（たとえばベンゼン、 トルエン、 クロ口ベンゼン、 オルトジクロロベンゼン）及びアルカン（たとえばオクタン、 デカン、 ドデカン） などがあげられる。 The epoxidation reaction is preferably carried out in the presence of a catalyst comprising a titanium-containing silicon oxide, from the viewpoint of obtaining the target product with high yield and high selectivity. These catalysts are preferably so-called titanium-silica catalysts containing titanium chemically bonded to silicon oxide. For example, a titanium compound supported on a silica carrier, a compound compounded with silicon oxide by a coprecipitation method or a sol-gel method, or a zeolite compound containing titanium can be used. The epoxidation reaction is carried out by bringing propylene and cumene hydroxide into contact with a catalyst. The reaction can be carried out in a liquid phase using a solvent. The solvent must be liquid at the temperature and pressure of the reaction and must be substantially inert to the reactants and products. The solvent may consist of the substances present in the hydroperoxide solution used. For example, when cumene hydroperoxide is a mixture of the raw material and cumene, it can be used as a substitute for the solvent without adding a solvent. Other useful solvents include aromatic monocyclic compounds (eg, benzene, toluene, cyclobenzene, orthodichlorobenzene) and alkanes (eg, octane, decane, dodecane).
エポキシ化反応温度は一般に 0〜 2 0 0 °Cであるが、 2 5〜 2 0 0 °Cが好ま しい。 圧力は反応混合物を液体の状態に保つのに充分な圧力でよい。 一般に圧 力は 1 0 0〜1 0 0 0 0 k P aであることが有利である。 The epoxidation reaction temperature is generally 0 to 200 ° C, but preferably 25 to 200 ° C. The pressure may be sufficient to keep the reaction mixture in a liquid state. In general, it is advantageous for the pressure to be between 100 and 1000 kPa.
エポキシ化反応はスラリ一又は固定床の形の触媒を使用して有利に実施でき る。 大規模な工業的操作の場合には、 固定床を用いるのが好ましい。 また、 回 分法、 半連続法、 連続法等によって実施できる。 反応原料を含有する液を固定 床に通した場合には、 反応帯域から出た液状混合物には触媒が全く含まれてい ないか又は実質的に含まれていない。 産業上の利用可能件 The epoxidation reaction can be advantageously carried out using a catalyst in the form of a slurry or fixed bed. For large-scale industrial operations, it is preferred to use a fixed bed. It can be carried out by a batch method, a semi-continuous method, a continuous method, or the like. When the liquid containing the reactants is passed through the fixed bed, the liquid mixture leaving the reaction zone contains no or substantially no catalyst. Industrial availability
以上説明したとおり、 本発明によれば、 クメンハイド口パーオキサイドを含 む酸化反応液の精製において、 精製に用いる水を有効に活用し、 よって比較的 少量の水で酸化反応液を精製でき、 かつ排水処理量を軽減できるという優れた 特徴を有する酸化反応液の精製方法を提供することができる。 As described above, according to the present invention, in the purification of an oxidation reaction solution containing cumenehydroxide peroxide, water used for purification can be effectively used, and thus the oxidation reaction solution can be purified with a relatively small amount of water, and It is possible to provide a method for purifying an oxidation reaction solution having an excellent feature that the amount of wastewater treatment can be reduced.
Claims
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2002354166A AU2002354166A1 (en) | 2001-12-19 | 2002-12-11 | Method of purifying liquid oxidation reaction mixture |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001/385840 | 2001-12-19 | ||
| JP2001385840A JP2003183248A (en) | 2001-12-19 | 2001-12-19 | Purification method of oxidation reaction solution |
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| WO2003051829A1 true WO2003051829A1 (en) | 2003-06-26 |
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| PCT/JP2002/012950 Ceased WO2003051829A1 (en) | 2001-12-19 | 2002-12-11 | Method of purifying liquid oxidation reaction mixture |
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| JP (1) | JP2003183248A (en) |
| AU (1) | AU2002354166A1 (en) |
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| JP4438458B2 (en) | 2003-09-25 | 2010-03-24 | 住友化学株式会社 | Method for recovering target substance from solution |
| JP2008074909A (en) * | 2006-09-19 | 2008-04-03 | Nippon Shokubai Co Ltd | Method for producing polymerization initiator or its solution and polymer for electronic information material |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05178773A (en) * | 1991-12-26 | 1993-07-20 | Sumitomo Chem Co Ltd | Method for producing phenol and methyl ethyl ketone |
| EP0816335A1 (en) * | 1996-06-27 | 1998-01-07 | General Electric Company | Cumene oxidation process |
| WO2001005778A1 (en) * | 1999-07-14 | 2001-01-25 | Sumitomo Chemical Company, Limited | Process for producing propylene oxide |
| WO2001070710A1 (en) * | 2000-03-24 | 2001-09-27 | Sumitomo Chemical Company, Limited | Process for producing propylene oxide |
| JP2001270875A (en) * | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | Method for producing propylene oxide |
-
2001
- 2001-12-19 JP JP2001385840A patent/JP2003183248A/en active Pending
-
2002
- 2002-12-11 AU AU2002354166A patent/AU2002354166A1/en not_active Abandoned
- 2002-12-11 WO PCT/JP2002/012950 patent/WO2003051829A1/en not_active Ceased
- 2002-12-12 TW TW91135946A patent/TW200301242A/en unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05178773A (en) * | 1991-12-26 | 1993-07-20 | Sumitomo Chem Co Ltd | Method for producing phenol and methyl ethyl ketone |
| EP0816335A1 (en) * | 1996-06-27 | 1998-01-07 | General Electric Company | Cumene oxidation process |
| WO2001005778A1 (en) * | 1999-07-14 | 2001-01-25 | Sumitomo Chemical Company, Limited | Process for producing propylene oxide |
| WO2001070710A1 (en) * | 2000-03-24 | 2001-09-27 | Sumitomo Chemical Company, Limited | Process for producing propylene oxide |
| JP2001270875A (en) * | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | Method for producing propylene oxide |
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| AU2002354166A1 (en) | 2003-06-30 |
| TW200301242A (en) | 2003-07-01 |
| JP2003183248A (en) | 2003-07-03 |
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