Process for the removal of cyclic imidic ester impurities from a

Details Process for the removal of cyclic imidic ester impurities from a Process for the removal of cyclic imidic ester impurities from a

1980-01-14

1981-04-07

Torrence, Dolph H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

260101, 544 88, 548239, 560105, 560110, 560248, C07C119042, C07C119048

Patent

active

042608112

ABSTRACT:
The level of 2-oxazoline or an oxazine impurity in an isocyanatoalkyl ester of an organic carboxylic acid is reduced by (i) reacting the impurity with an organic acid chloride, a chloroformate, a thiochloroformate, a sulfonyl chloride, phosphoryl chloride, sulfuryl chloride or thionyl chloride and (ii) fractionally distilling the reaction mixture to recover the isocyanatoalkyl ester. As an example, crude 2-isocyanatoethyl methacrylate (IEM) containing 0.19 weight percent 2-isopropenyl-2-oxazoline (IPO) is contacted with terephthaloyl chloride for 0.5 hour at 90.degree. C. The reaction mixture is fractionally distilled to recover 97 weight percent of the IEM containing only 0.02 weight percent IPO.

REFERENCES:
patent: 3326929 (1967-06-01), Seeliger
Nehring et al., Chemical Abstracts, vol. 68: 3922b, (1968).

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