TW200301242A - Refining method of oxidative reaction solution - Google Patents

Abstract

A refining method of oxidative reaction solution for refining cumene hydroperoxide reaction solution which is made by oxidizing cumene. A first process is performed with adding and mixing an alkali solution (2) and all or a part of water layer (3) from second process into a pre-refining oxidative reaction solution (1) then separated an oil layer (5) and a water layer (6). A second process is performed with adding and mixing all or a part of water layer (7) from third process into an oil layer (5) from the first process then separated a oil layer (9) and a water layer (3). A third process is performed with adding and mixing water (10) into the oil layer (9) from the second process then separated a oil layer (11) and a water layer (7).

Description

200301242 V. Description of the invention α) Technical field to which the invention belongs The present invention relates to a method for producing an oxidation reaction solution, and in particular, to a cumene hydroperoxide containing cumene hydroperoxide obtained by oxidizing cumene ) Method for purifying the oxidation reaction solution. This method for purification of the oxidation reaction solution has the advantages of effectively utilizing purified water, and can use a smaller amount of water to refine the oxidation reaction solution, and can reduce the amount of wastewater treatment. In the prior art, cumene hydrogen peroxide was obtained by oxidizing cumene, and then cumene hydroperoxide and Propylene were used to perform epoxidation to obtain propylene oxide (P r pypy 1 ene ο). X ide) is a known method. Here, as disclosed in Japanese Patent Laid-Open No. 2 0 1-0 3 1 6 6 2, in an oxidation reaction liquid containing cumene hydroperoxide obtained by cumene oxidation The organic acid concentration is preferably 0.5% by weight or less, and more preferably 0.1% by weight or less. In addition, the organic acid produced by the oxidation reaction is generally neutralized with a base. In order to make the sodium concentration in the reaction solution containing cumene hydroperoxide supplied to the epoxidation reaction be 100 ppm by weight or less, Japanese Patent Laid-Open No. 2000- 2 7 0 8 7 5 discloses that it is preferable to perform a water washing process before the epoxidation process to efficiently remove sodium at the same time. In addition, as for the water concentration in the cumene hydroperoxide-containing reaction solution for the epoxidation reaction, Japanese Patent Laid-Open No. 2 0 1-2 7 0 8 7 6 also discloses a process for removing water. . That is, a method is disclosed for neutralizing the oxidation reaction solution, washing it with water for purification, and then dehydrating the reaction solution to obtain an epoxidation raw material.

10561pi f. Ptd Page 6 200301242 V. Description of the invention (2) However, the purification of the above-mentioned oxidation reaction solution requires a large amount of water, and therefore has the disadvantage of a large amount of water treatment. SUMMARY OF THE INVENTION In view of this, an object of the present invention is to provide a method for purifying an oxidation reaction solution containing cumene hydroperoxide (Cumene Hydroperoxide Xide) obtained by oxidizing cumene. The method for purifying the oxidation reaction solution has the advantages of being able to effectively utilize purified water, and can use a smaller amount of water to refine the oxidation reaction solution, and can reduce the amount of wastewater treatment. The term "refining" used herein refers to the use of organic acids present in an oxidation reaction solution containing Cumene Hydroperoxide obtained by oxidizing cumene, followed by washing with water to remove the generated products. Of salt and excess added. That is, the present invention proposes a method for purifying an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene, including the following processes: The first process: the oxidation reaction solution (1) to be refined A process of adding a mixture of an alkaline aqueous solution (2) and all or part of the water layer (3) obtained in the second process described below, and then separating the oil layer (5) and the water layer (6). The second process: adding or mixing all or part of the water layer (7) obtained by the following third process to the oil layer (5) obtained by the first process, and then making the oil layer (9) and the water layer (3) ) Separation process. The third process: a process of adding mixed water (1 0) to the oil layer (9) obtained by the second process, and then separating the oil layer (1 1) from the water layer (7).

10561pi f. Ptd Page 7 20031242 V. Description of the invention (3) In order to make the above and other objects, features, and advantages of the present invention more comprehensible, a preferred embodiment is given below in conjunction with the accompanying drawings The detailed description is as follows: Embodiment: The present invention is a method for purifying an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene. The oxidation of cumene is usually carried out automatically by using oxygen-containing gas such as air or oxygen-concentrated air. This oxidation reaction can be carried out without using an additive, and, of course, an alkali additive can also be used. The reaction temperature is usually about 50 ° C to 200 ° C, and the reaction pressure is between normal pressure and 5 MPa. In the case of using the oxidation method, for example, the use of alkali metal compounds such as sodium hydroxide (NaOH), potassium hydroxide (KOH) and their aqueous solutions, alkaline earth metal compounds or sodium carbonate (N a2C 03), carbonic acid Alkali metal carbonates such as sodium hydrogen (NaHC03) or ammonia and ammonium carbonate ((NH4) 2C03), alkali metal ammonium carbonate, etc. and their aqueous solutions. The first process is to add the mixed alkaline aqueous solution (2) and the aqueous layer (3) obtained in the following second process to the oxidation reaction solution (1) to be refined, and then make the oil layer (5) a process of separating from the water layer (6). The alkali aqueous solution supplied to the first process is, for example, an alkali metal compound using sodium hydroxide (N a 0 Η), potassium hydroxide (K 0 Η), etc., and an aqueous solution thereof, a test group metal compound, or sodium carbonate (N a 2 C). 0 3), sodium bicarbonate (N a HC 0 3) and other metal carbonates or ammonia and carbonic acid ((N H4) 2 C 03), metal I carbonate and other aqueous solutions, and alkaline aqueous solutions can also Add directly to the oxidation reactor, or add a test solution after the reaction. As for the device, a common mixing device can be used to separate the oil and water.

10561pif.ptd Page 8 200301242 V. Description of the invention (4). The operating temperature of the device (that is, the temperature of the refined oxidation reaction solution) preferably satisfies the temperature shown by the following formula (1) as described in Japanese Patent Nos. 2001-2 7 0 8 74. t two 150-0.8xw (1) w: concentration of cumene hydroperoxide in the oxidation reaction solution (weight percent) t: temperature (° C) under the conditions that do not meet the above conditions, cumene hydroperoxide The product will be thermally decomposed to reduce the yield. The operating pressure is preferably between atmospheric pressure and 5 MPa. In the second process, the oil layer (5) obtained in the first process is added and mixed with all or part of the water layer (7) obtained in the following third process (8), and then the oil layer (9) and Water layer (3) separation process. As for the device, the same general mixing device and oil-water separation device as in the first process can be used. The operating temperature and pressure of the device are preferably in the same range as the first process. The third process is a process of adding mixed water (1 0) to the oil layer (9) obtained by the second process, and then separating the refined oil layer (1 1) from the water layer (7). As for the device, the same general mixing device and oil-water separation device as those used in the first and second processes can be used. The operating temperature and pressure of the device are preferably in the same range as the first process.

1 0561pif. Ptd Page 9 20031242 V. Description of the invention (5) The present invention uses the above-mentioned first to third processes as necessary processes. Of course, according to actual needs, additional processes can be added in series after these processes to enable Improve the effect of refinement. After the oxidation reaction solution containing cumene hydroperoxide refined by the present invention is subjected to general dehydration, in the presence of an epoxidation catalyst, the cyclic reaction is carried out with cumene hydroperoxide and Propylene. In the process of obtaining propylene oxide by oxidation reaction, cumene hydroperoxide is used as a raw material. From the viewpoint of providing the target with high yield and high selectivity, the epoxidation reaction is preferably performed in an environment having a catalyst composed of a titanium-containing silicon oxide. Such a catalyst preferably contains Shi Xi oxide and chemically bonded titanium, that is, a titanium-silicon dioxide catalyst. For example, it can be a catalyst in which a titanium compound is supported on a silicon dioxide carrier, and a catalyst in which a Chin compound and a chop oxide are compounded by a co-precipitation method or a sol-gel (S ο 1-G e 1) method. , Or titanium-containing zeolite (Z e ο 1 i epoxidation reaction is carried out by C. The reaction is based on the reaction temperature and pressure of the reaction temperature and pressure of the reactants and products with the actual use of hydroperoxide solution in isopropyl In the case of benzene hydroperoxide, there is no need to replace the solvent. Other monocyclic compounds (such as te) compounds, etc .. The ene and cumene hydroperoxide contact the catalyst and the agent can be used in It is carried out in the liquid phase. The solvent is liquid under the reaction, and the solvent must be inactive in nature. The solvent may also be composed of the substances present. For example, it is composed of cumene as its raw material. The mixture is dissolved in a solvent, and cumene can be directly used as a solvent. For example, it includes aromatics: Benzene, Toluene,

10561pif. Ptd Page 10 200301242 V. Description of the invention (6) Chlorobenzene, Orthodichlorobenzene M Μ (iH ^: Octane, Decane, Twelve Burners (Dodecane), etc.). The epoxidation reaction temperature is generally about 0 ° C to about 200 ° C, preferably about 25 ° C to about 200 ° C. The pressure is sufficient to maintain the reaction mixture in a liquid state. Generally speaking, the pressure is preferably in the range of 100 to 1 OOOOKpa. The epoxidation reaction can be carried out using a slurry or fixed bed catalyst. In the case of large-scale industrial operations, a fixed bed is preferably used. Furthermore, it can be implemented by a batch method, a semi-continuous method, or a continuous method. When the liquid containing the reaction raw material is passed through a fixed bed, the liquid mixture exiting the reaction zone contains no catalyst at all or substantially no catalyst. INDUSTRIAL APPLICABILITY From the above description, the present invention provides a method for purifying an oxidation reaction solution. In the purification of an oxidation reaction solution containing cumene hydroperoxide, it can effectively utilize purified water, and can use less. The amount of water is used to refine the oxidation reaction solution, and the drainage treatment amount can be reduced. Although the present invention has been disclosed as above with a preferred embodiment, it is not intended to limit the present invention. Any person skilled in the art can make some modifications and retouching without departing from the spirit and scope of the present invention. The scope of protection of the invention shall be determined by the scope of the attached patent application.

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Claims (1)

200301242 6. Application patent scope 1. A method for refining an oxidation reaction solution, which is a method for refining an oxidation reaction solution containing cumene hydroperoxide obtained by oxidizing cumene, the method includes the following processes: A process is to add and mix all or part of an alkaline aqueous solution (2) and an aqueous layer (3) obtained in the second process described below to an oxidation reaction solution (1) that should be refined, and make the oil layer ( 5) a process separated from the water layer (6); a second process is to add or mix all or all of the water layer (7) obtained by the following third process to the oil layer (5) obtained by the first process; A part of the process for separating the oil layer (9) from the water layer (3); and a third process is to add mixed water (1 0) to the oil layer (9) obtained by the second process, and A process for separating the refined oil layer (1 1) from the water layer (7). 2. The method for purifying the oxidation reaction solution according to item 1 of the scope of the patent application, wherein the first process, the second process and the third process are performed at a temperature shown in the following formula (1): t = 150 -0.8 X w (1) w: concentration of cumene hydroperoxide in the oxidation reaction solution (weight percentage); t: temperature (° C). 3. A method for producing propylene oxide, the method comprising: in the presence of an epoxidation catalyst, propylene oxide is obtained by epoxidation with cumene hydroperoxide and propylene :): End (P r 〇py 1 ene ο X ide), containing isopropyl after refining using the refining method described in item 1 of the scope of patent application 10561pi f. Ptd Page 13 200301242 6. Scope of patent application The oxidation reaction solution of benzene hydroperoxide is used as the raw material of cumene hydroperoxide. 4. A method for producing propylene oxide, the method comprising: in the presence of an epoxidation catalyst, propylene oxide is obtained by epoxidation with cumene hydroperoxide and propylene (P r pypy 1 ene ο X ide), the cumene hydroperoxide-containing oxidation reaction solution refined by the refining method described in item 2 of the scope of patent application is used as the raw material of cumene hydroperoxide. 1 0561 pif. Ptd p. 14