Phenolic antioxidant and process

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568719, C07C 3912

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active

052929698

ABSTRACT:
A 1,3,5-trimethyl-2,4,6-tris(3,5-dialkyl-4-hydroxybenzyl)benzene is prepared in high yield by reacting a 2,6-dialkyl-4-methoxymethylphenol with mesitylene in a hydrocarbon solvent and in the presence of at least about 10 mol %, based on the amount of mesitylene, of a hydrocarbon-soluble acid (e.g., an alkylbenzenesulfonic acid having 12-18 carbons in the alkyl group, a carboxylic acid, or a dialkylsulfosuccinate) as a catalyst or co-catalyst while distilling methanol by-product out of the reaction mixture as it is formed. The process may be conducted so as to provide a substantially pure product or a product, such as 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, having fairly high purity (e.g., about 98-98%) and a melting point much lower than would be expected of a product having such high purity.

REFERENCES:
patent: 4259534 (1981-03-01), Gurvich et al.
patent: 4870214 (1989-09-01), Mina et al.
patent: 4898994 (1990-02-01), Livingston et al.
patent: 4992597 (1991-02-01), Mina et al.
patent: 4994628 (1991-02-01), Goddard et al.

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