Method of recovering dialkylbenzene dihydroperoxide
AssigneeThe Goodyear Tire & Rubber Company
InventorWard J. Burkholder
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Abstract
Separation of diisopropylbenzene dihydroperoxide from a diisopropylbenzene oxidation reaction mixture by treating the reaction mixture with concentrated alkali metal hydroxide and recovering the alkali metal salt of diisopropylbenzene dihydroperoxide in high purity and good yield, and subsequently converting the salt to diisopropylbenzene dihydroperoxide.
Claims16
A method for recovering dialkylbenzene dihydroperoxide from an oxidation reaction product containing dialkylbenzene dihydroperoxide, dialkylbenzene monohydroperoxide, and unreacted dialkylbenzene, comprising the steps:
- (a) mixing said oxidation reaction product with an amount of water immiscible organic solvent in a volume ratio of organic solvent to reaction product of about 0.1/1 to about 6/1, said organic solvent being of a type which is substantially non-reactive, under the processing conditions, with said reaction product or alkali metal hydroxide and in which alkali metal salts of diakylbenzene dihydroperoxides are substantially insoluble;
- (b) treating, at a temperature maintained below about 130.degree. C., the oxidation reaction product-solvent mixture with alkali metal hydroxide in a molar ratio of hydroxide to dihydroperoxide of about 0.5/1 to about 5/1 to precipitate the alkali metal salt of the dialkylbenzene dihydroperoxide from said solution,
- (c) separating the solid alkali metal salt of the dihydroperoxide from the solution, and
- (d) converting the dihydroperoxide salt to dialkylbenzene dihydroperoxide.
A method for recovering diisopropylbenzene dihydroperoxide from an oxidation reaction product which contains said diisopropylbenzene dihydroperoxide, diisopropylbenzene monohydroperoxide in an amount of about 2 to 3 times the amount of said diisopropylbenzene dihydroperoxide, (2-hydroperoxy-2-propyl) phenyl dimethyl carbinol, and unreacted diisopropylbenzene, comprising the steps:
- (a) mixing said oxidation reaction product with a water immiscible organic solvent in a volume ratio of solvent to oxidation reaction product of between about 0.1/1 to about 6/1 to form a reaction product-solvent mixture, said organic solvent being of a type which is substantially non-reactive, under the processing conditions, with said reaction product or alkali metal hydroxide and in which alkali metal salts of dialkylbenzene dihydroperoxides are substantially insoluble,
- (b) treating, at a temperature maintained below about 130.degree. C., the oxidate-solvent solution with alkali metal hydroxide in a molar ratio of alkali metal hydroxide to diisopropylbenzene dihydroperoxide of between about 0.5/1 to 5/1 to precipitate the alkali metal salt of said diisopropylbenzene dihydroperoxide from said solution,
- (c) recovering said precipitated solid alkali metal salt of said diisopropylbenzene dihydroperoxide substantially free of diisopropylbenzene monohydroperoxide and (2-hydroperoxy-2-propyl) phenyl dimethyl carbinol,
- (d) redissolving said alkali metal salt in an aqueous solution, and
- (e) recovering diisopropylbenzene dihydroperoxide from said aqueous alkali metal salt solution.
A method for recovering diisopropylbenzene dihydroperoxide, as its alkali metal salts, from an oxidate which contains diisopropylbenzene dihydroperoxide, diisopropylbenzene monohydroperoxide in an amount of about 2 to about 3 times the amount of said dihydroperoxide, unreacted diisopropylbenzene, and (2-hydroperoxy-2-propyl) phenyl carbinol, comprising the steps:
- (a) treating said oxidate with a water immiscible organic solvent in a volume ratio of solvent to oxidate of about 0.1/1 to about 6/1 to form an oxidate-solvent solvent solution, said organic solvent being of a type which is substantially non-reactive, under the processing conditions, with said oxidate or alkali metal hydroxide and in which alkali metal salts of dialkylbenzene dihyroperoxides are substantially insoluble,
- (b) treating, at a temperature maintained below about 130.degree. C., the oxidate-solvent solution with alkali metal hydroxide in a molar ratio of alkali metal hydroxide to diisopropylbenzene dihydroperoxide of about 0.5/1 to about 5/1, thereby precipitating the alkali metal salt of said dihydroperoxide from said solution,
- (c) recoveing said precipitated, solid, alkali metal salt of the diisopropylbenzene monohydroperoxide substantially free of diisopropylbenzene monohydroperoxide and (2-hydroperoxy-2-propyl) phenyl carbinol.
Dependencies are inferred from the claim text.