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Process for producing dialkyl peroxide

A technology of dialkyl peroxide and alkyl peroxide, which is applied in the preparation of peroxy compounds, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of deterioration, deactivation of catalysts, and low production efficiency.

Inactive Publication Date: 2004-12-15
NOF CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, the methods of JP-A-7-149715 and U.S. Patent No. 5,488,179 have the problems of low yield of dialkyl peroxides, long-time reaction and low production efficiency.
[0008] In addition, there is also a known production method using a sulfonic acid-based ion exchange resin, but this method has the problem that the catalyst is deactivated or deteriorated by the water that is a by-product of the ion exchange resin.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] 1.50 g of powdered zeolite beta solid acid catalyst was added to 7.337 h (98.99 mmol) of tert-butanol. The zeolite solid acid catalyst of embodiment 1 is SiO 2 / Al 2 o 3 Acidic species with a molar ratio of 100. The tert-butanol was contacted with the zeolite solid acid catalyst at 30°C for 15 minutes. To this was added 21.28 g of a mixed solution of 70.5% by weight (166.5 mmol) of tert-butyl hydroperoxide and 23.5% by weight (67.47 mmol) of tert-butanol. After raising the reaction temperature from 30° C. to 75° C. over 1 hour, the reaction was carried out at 75° C. for 10 hours.

[0074] Next, the reaction solution was allowed to stand at room temperature, whereby it was separated into an upper organic layer and a lower aqueous layer. The water layer contains a powdery β-type zeolite solid acid catalyst. The upper organic layer was separated to obtain 22.59 g of crude di(tert-butyl)peroxide.

[0075] The amount (purity) of di(t-butyl) peroxide contained in the c...

Embodiment 2

[0083] What embodiment 2 used is acidic, SiO 2 / Al 2 o 3 A powdery β-type zeolite solid acid catalyst with a molar ratio of 75. Except that the reaction time was changed to 13 hours, other operations were the same as in Example 1 to obtain 20.64 g of crude di(tert-butyl) peroxide. The purity of the crude peroxide was 84.6% by weight. Thus, the yield of pure bis(tert-butyl)peroxide was 17.46 g (119. mmol), a yield of 71.7%. The results are shown in Table 1. Moreover, the usage-amount of a catalyst and a raw material compound is the same as Example 1.

Embodiment 3

[0085] What embodiment 3 used is acid type, SiO 2 / Al 2 o 3 A powdery β-type zeolite solid acid catalyst with a molar ratio of 150. Except that the reaction time was changed to 18 hours, other operations were the same as in Example 1 to obtain 22.93 g of crude di(tert-butyl) peroxide. The purity of the crude peroxide was 86.9% by weight. Thus, the yield of pure bis(tert-butyl)peroxide was 19.93 g (136.3 mmol), a yield of 81.9%. The results are shown in Table 1. Moreover, the usage-amount of a catalyst and a raw material compound is the same as Example 1.

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Abstract

A production process in which t-butyl alcohol is reacted with t-butyl hydroperoxide in the presence of a ss-form zeolite solid acid catalyst having an SiO2 / Al2O3 molar ratio of from 30 to 280. By the process, di-t-butyl peroxide can be produced with high selectivity in high yield.

Description

technical field [0001] The present invention relates to the manufacture method of dialkyl peroxide. Background technique [0002] The traditional industrial production method of dialkyl peroxides is to use sulfuric acid as a catalyst to react alcohol compounds with organic hydroperoxide compounds, or to react alcohol compounds with hydrogen peroxide. However, the use of sulfuric acid presents several problems. For example, sulfuric acid can corrode stainless steel reactor equipment. Sulfuric acid will still remain in the waste liquid after the reaction, so the waste liquid must be treated. [0003] In the traditional manufacturing method using sulfuric acid catalyst, since alcohol and sulfuric acid must first be reacted to form a sulfonated intermediate compound, which is then reacted with an organic hydroperoxide compound or hydrogen peroxide, a multi-stage process is necessary React operations. [0004] As a solution to the problem of sulf...

Claims

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Application Information

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IPC IPC(8): B01J29/70C07C409/16
CPCB01J29/7007C07C409/16C07C407/00
Inventor 市川秀二萱场大介中村知之渡边恭成松山一夫难波征太郎
Owner NOF CORP
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