Transesterification process for making allyl esters of aromatic carboxylic acids
AssigneeArco Chemical Technology, L.P.
InventorsJude T. Ruszkay, Katherine A. McCarron
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Abstract
A transesterification process for making allyl esters of aromatic carboxylic acids from the corresponding alkyl esters and allylic alcohols is disclosed. The alkyl ester/allylic alcohol mixture is dried by distillation to less than about 200 ppm water before heating it in the presence of the transesterification catalyst. The resulting allyl ester is obtained rapidly in high yield with a minimal level of catalyst. In addition, product isolation is simple, and color is exceptionally low. The process is particularly valuable for making diallyl phthalate from dialkyl esters of phthalic acid.
Claims13
A transesterification process for making an allyl ester of an aromatic carboxylic acid, said process comprising:
- (a) preparing a mixture of an alkyl ester of an aromatic carboxylic acid and an allylic alcohol;
- (b) distilling the mixture to produce a dry mixture that contains less than about 200 ppm of water;
- (c) heating the dry mixture in the presence of an amount of a transesterification catalyst effective to produce an allyl ester of the carboxylic acid and an alcohol by-product;
- (d) distilling alcohol by-product from the mixture to produce a purified allyl ester of the carboxylic acid.
A transesterification process for making diallyl phthalate, said process comprising:
- (a) preparing a mixture of an ester selected from the group consisting of dimethyl phthalate and diethyl phthalate, and allyl alcohol;
- (b) distilling the mixture to produce a dry mixture that contains less than about 150 ppm of water;
- (c) heating the dry mixture in the presence of an amount of an alkali metal alkoxide catalyst effective to produce diallyl phthalate and methanol or ethanol;
- (d) distilling methanol or ethanol from the mixture to produce purified diallyl phthalate.
Dependencies are inferred from the claim text.