A method for manufacturing an epoxy compound and an epoxy compound

A technology of epoxy compound and manufacturing method, applied in the direction of organic chemistry, etc., can solve the problems of residual, unsuitable for removing quaternary salt compounds, difficult to adsorb quaternary salt compounds, etc.

Inactive Publication Date: 2014-01-22
ARAKAWA CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] In general, epoxy compounds are produced by oxidizing olefin compounds in the presence of an organic peroxide such as peracetic acid or performic acid, but this production method has the following problems: the organic peroxide is corrosive , the oxidation reaction is easily out of control, and by-products such as adducts of the organic peroxide remain in the resulting epoxy compound, etc.
[0007] However, these methods are all aimed at removing quaternary salt compounds contained in aqueous solutions, and are not suitable for removing quaternary salt compounds contained in organic solutions.
For example, if the aforementioned cyclodextrin aqueous solution is added to a solution of an organic solvent containing an epoxy compound and a quaternary salt compound, an emulsion is formed, and it is difficult or impossible to separate the quaternary salt compound.
In addition, ion exchange resins are generally hydrophilic and difficult to be wetted by organic solutions, so it is actually difficult to adsorb quaternary salt compounds contained in organic solutions

Method used

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  • A method for manufacturing an epoxy compound and an epoxy compound
  • A method for manufacturing an epoxy compound and an epoxy compound
  • A method for manufacturing an epoxy compound and an epoxy compound

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preparation example Construction

[0029] The preparation method of the present invention is characterized by comprising the following step 1, step 2 and step 3.

[0030] Step 1: After the olefin compound is oxidized in a mixed liquid composed of olefin compound, hydrogen peroxide solution, quaternary salt compound, heteropolyacid and organic solvent, the step of obtaining an organic solution (A) containing an epoxy compound ;

[0031] Step 2: After contacting the inorganic alkaline aqueous solution with the organic solution (A), the step of obtaining an organic solution (B) containing an epoxy compound;

[0032] Step 3: a step of obtaining an organic solution (C) containing an epoxy compound after contacting an acidic aqueous solution containing a polymer having at least one functional group selected from carboxyl and sulfonic acid groups with the organic solution (B).

[0033] Step 1 is a step of oxidizing and converting an olefin compound as a substrate into an epoxy compound.

[0034] As the olefin compou...

Embodiment 1

[0178]

[0179] To a test tube with a magnetic stir bar was added 2.34 g (24.4 mmol) of 35.5% by weight hydrogen peroxide solution, 123 mg (0.24 mmol) of methyl trioctyl ammonium chloride, 80 mg (0.24 mmol) of sodium tungstate dihydrate and 141 mg of (0.6 mmol) 42.5 weight% phosphoric acid aqueous solution was stirred at room temperature for 30 minutes, and the catalyst aqueous solution was prepared by this. Next, 2.69 g (12.2 mmol) of a diene compound represented by the following structure was added to the aqueous catalyst solution ( * 1) and 2.69 g of toluene, and carried out an oxidation reaction at 50° C. for 10 hours while stirring. After completion of the reaction, the organic phase in the aqueous phase and the organic phase separated into two layers is used as an organic solution (A). The residual amount of methyltrioctylammonium chloride in this organic solution (A) was 18053 ppm.

[0180]

[0181]

[0182] Add 4.40g of 2% aqueous solution of sodium hydroxide ...

Embodiment 2

[0187] In Example 1, the polymer aqueous solution P1 (4.90g) used in step 3 was replaced by the polymer aqueous solution P6 (4.90g), except that, the same operation was carried out to obtain the epoxy compound containing the above ( ** 1) The organic solution (C). The results are shown in Table 1.

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Abstract

The invention relates to a method for manufacturing an epoxy compound and an epoxy compound. The invention provides a method for manufacturing an epoxy compound with little residual quaternary salt compound in a manner of removing the quaternary salt compound from organic solution containing the epoxy compound and the quaternary salt compound. The method for manufacturing an epoxy compound comprises a step 1, a step 2, and a step 3. The step 1 is to obtain organic solution (A) containing the epoxy compound from mixed liquor formed by olefin compound, hydrogen dioxide solution, quaternary salt compound, heteropolyacid, and organic solvent after oxidizing reaction occurs to the olefin compound. The step 2 is to obtain organic solution (B) containing the epoxy compound after the inorganic alkaline aqueous solution contacts the organic solution (A). The step 3 is to organic solution (C) containing the epoxy compound after acidic aqueous solution of a polymer containing at least one functional group selected from carboxyl and sulfo contacts the organic solution (B).

Description

technical field [0001] The present invention relates to a method for producing an epoxy compound using hydrogen peroxide, and an epoxy compound obtained by the production method. Background technique [0002] In general, epoxy compounds are produced by oxidizing olefin compounds in the presence of an organic peroxide such as peracetic acid or performic acid, but this production method has the following problems: the organic peroxide is corrosive , the oxidation reaction is easily out of control, and by-products such as adducts of the organic peroxide remain in the resulting epoxy compound. [0003] Therefore, a method of oxidizing olefinic compounds by using hydrogen peroxide instead of the aforementioned organic peroxides is being studied. In this production method, hydrogen peroxide as an oxidizing agent is not corrosive, the oxidation reaction is mild, and the by-product is only water, so it is industrially advantageous. [0004] However, it is difficult to oxidize olef...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/48C07D301/12C07D301/03C07D493/08C07D303/04C07D303/08
CPCC07D301/12C07D303/48C07D303/04C07D303/08C07D303/14C07D493/08
Inventor 笹川巨树内匠清惠崎阳一郎
Owner ARAKAWA CHEM IND LTD
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