Preparation of N-vinyl-O-alkyl carbamate

Details Preparation of N-vinyl-O-alkyl carbamate Preparation of N-vinyl-O-alkyl carbamate

1992-04-01

1993-08-03

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

C07C26100

Patent

active

052330770

ABSTRACT:
N-vinyl-O-methyl carbamate is formed preferentially by heating dimethyl ethylidene dicarbamate in the liquid phase at a temperature of 155.degree. to 350.degree. C. and at a pressure which permits the vinyl carbamate to vaporize as it is formed. This vinyl carbamate is quickly condensed and can then be separated from the methyl carbamate which also emanates from the liquid phase. The yield of N-vinyl-O-methyl carbamate is enhanced by including carbon in the liquid phase in contact with the dimethyl ethylidene dicarbamate as it is pyrolyzed. Using carbon in the same manner is advantageous in producing other lower alkyl N-vinyl-O-alkyl carbamates. Preferably the carbon has a surface area of 300 to 1500 m.sup.2 /g and is present in an amount such that the weight ratio of dialkyl ethylidene dicarbamate to carbon is in the range of 50 to 500. The product is a monomer which can be used in making amine-functional polymers.

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J. Org. Chem. 10 pp. 483-497 (1945).

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