Method of obtaining n-cymene hydroperoxide

FIELD: chemistry.

SUBSTANCE: invention relates to obtaining n-cemene hydroperoxide, which can be used for combined production of cresol and acetone. In accordance with invention claimed is method of obtaining n-cymene hydroperoxide by liquid-phase oxidation of n-cymene with air oxygen at atmospheric pressure, temperature of the process 80-110°C, for 1-3 hours, in presence of N-hydroxyphthalimide as catalyst in amount 1-5 wt %, until content of n-cymene hydroperoxyde is 25-28%.

EFFECT: catalyst excludes application of initiator and alkaline additives, which simplifies the process considerably; high rate of n-cymene oxidation is achieved.

1 cl, 3 ex

 

The invention relates to the petrochemical industry and can be used in the process of joint receipt cresol and acetone (Bedkruli, Bigelowiella. Joint production of phenol and acetone. - M.: Costoptimized, 1963; Gdipalloc, Uwisconsin. Phenols. - M.: Chemistry, 1974).

It is known that the hydroperoxide n-simola is produced by oxidation of n-zimola at elevated temperature in the presence of alkaline additives and initiator of oxidation with subsequent isolation of the target product.

Closest to the proposed method of obtaining cumene hydroperoxide, n-simola is liquid-phase oxidation of n-zimola the oxygen in the air supplied in the amount of 3.5 to 4 wt.% for raw materials at a temperature 135-138°C in the presence of 0.5% of the initiator is cumene hydroperoxide, n-zimola. The total contact time in the reactor of the oxidation - 4 hours. The concentration of hydroperoxide in oxidate not more than 13 wt.%. The conversion of the original hydrocarbon - 14-14,7 wt.%. The selectivity of the formation of the tertiary hydroperoxide n-zimola - 82 mol.%. The rate of oxidation of n-simola is about 4-6% per hour (Gdipalloc, Uwisconsin. Phenols. - M.: Chemistry, 1974).

The number of products increases significantly during the oxidation of n-zimola compared with the oxidation of cumene, which is strongly associated with the formation of isopropylbenzoic acid is the end product ocil is of a methyl group in the molecule n-zimola. The content of this acid in the oxidation products is about 16-18% reacted on zymol.

To speed up the oxidation process is carried out at elevated temperature. In some cases this leads to the spontaneous decomposition of hydroperoxides, significant energy consumption and reduce the selectivity of the process by increasing the formation of by-products, including isopropylbenzoic acid. Therefore, you should strive to decrease the temperature. It is known that the content of carboxylic acid is sharply reduced, if the content of cumene hydroperoxide, n-zimola in oxidate will not exceed 6-8% (very significantly increases the selectivity of the formation of the tertiary hydroperoxide), but such low levels of hydroperoxide will lead to the complication of the process flow diagram and additional costs that are not profitable from an economic point of view.

To improve the selectivity of the process is carried out in the presence of catalysts, metal salts of chromium, Nickel, titanium, manganese, etc. But in this case you need additional cleaning oxidation products from inorganic waste catalysts.

The objective of the invention is to eliminate the above disadvantages, increasing the rate of oxidation of n-zimola, while maintaining high selectivity, resulting from the use of odnokon entogo catalyst.

This technical problem is solved using the method of producing cumene n-zimola by liquid-phase oxidation of n-zimola oxygen at atmospheric pressure and a temperature of 80-110°C., in the presence as catalyst of N-hydroxyphthalimide in the amount of 1-5 wt.%. In these conditions it is possible to achieve the conversion of n-zimola about 25-28% for 1-3 hours response when the selectivity of the formation of hydroperoxide n-zimola 92-95%. In these conditions, the contents of isopropylbenzene acids formed during the oxidation of a methyl group, can be reduced to 0-0,2%. A characteristic feature of the used catalyst is the simplicity of its receipt and the possibility of its reuse. N-hydroxyphthalimide eliminates the use of initiator and alkaline additives.

The present invention is illustrated by the following examples

Example 1

In a glass reactor with a capacity of 10 cm3downloaded 4 cm3n-zimola and 2.4 wt.% N-hydroxyphthalimide was given oxygen at atmospheric pressure, at a temperature of 90°C for 1.5 hours and continuous stirring.

The hydroperoxide content of n-zimola reached 23.2% with a selectivity his education 94,1%. Oxidat analyzed for the content of hydroperoxide by iodometric method of analysis. Potentiometrically titration showed that the content of isopro what eventing acid oxidase amounted to 0.14%.

Example 2

In a glass reactor with a capacity of 10 cm3downloaded 4 cm3n-zimola and 2.4 wt.% N-hydroxyphthalimide was given oxygen at atmospheric pressure, at a temperature of 80°C for 2.5 hours and continuous stirring.

The hydroperoxide content of n-zimola amounted to 25.7% with a selectivity his education 95,0%. Oxidat analyzed for the content of hydroperoxide by iodometric method of analysis. Potentiometrically titration showed that the content of isopropylbenzoic acid oxidase amounted to 0.08%.

Example 3

In a glass reactor with a capacity of 10 cm3downloaded 4 cm3n-zimola and 2.4 wt.% N-hydroxyphthalimide was given oxygen at atmospheric pressure, at a temperature of 110°C for 1.5 hours and continuous stirring.

The hydroperoxide content of n-zimola was 27.8% with a selectivity his education to 92.4%. Oxidat analyzed for the content of hydroperoxide by iodometric method of analysis. Potentiometrically titration showed that the content of isopropylbenzoic acid oxalate was 0-21%.

The method of obtaining cumene hydroperoxide, n-zimola liquid-phase oxidation of n-zimola oxygen at atmospheric pressure and elevated temperature in the presence of a catalyst, wherein the process is carried out at a temperature of 80-110°C for 1-3 h, and as ka is Aligator use N-hydroxyphthalimide in the amount of 1-5 wt.%.



 

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FIELD: chemistry.

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FIELD: pharmacology.

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FIELD: chemistry.

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3 cl, 2 dwg, 3 tbl, 3 ex

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