Amide waxes
AssigneeH. L. Blachford Limited
InventorJohn Blachford
Life of this patent
Estimating the term…
Abstract
Organic amide waxes having at least two amide groups per molecule are prepared by reacting monocarboxylic acids preferably fatty acids with organic di- or poly-isocyanates; the wax products are useful particularly as lubricants.
Drawings
Claims24
A process for preparing organic amide waxes having at least two amide groups of formula --CO--NH-- per molecule derived from reaction between carboxylic acid groups and isocyanate groups, which comprises heating to an elevated temperature at least one monocarboxylic acid of the formula R.sub.1 --COOH wherein R.sub.1 is a linear or branched, saturated or unsaturated aliphatic hydrocarbon radical of 5 to 21 carbon atoms, introducing to the acid at least one organic isocyanate having the general formula
- NCO--R.sub.2 --A
- wherein R.sub.2 is selected from the group consisting of straight chained, branch chained and cyclic aliphatic hydro-carbon radicals of at least 6 carbon atoms, and aromatic hydrocarbon radicals;
- wherein the aliphatic or aromatic hydrocarbon radical may be unsubstituted or substituted with one or more of lower alkyl of 1 to 8 carbon atoms, lower alkoxy of 1 to 8 carbon atoms, aryl and halogen;
- and A is selected from --NCO and --Alk--(NCO--R.sub.3 --CH.sub.2 --).sub.N --R.sub.4 --NCO wherein Alk is a single bond or an aliphatic hydrocarbon radical of 1 to 4 carbon atoms, n is 0 or more and R.sub.3 and R.sub.4 which may be the same or different are selected from the same group as R.sub.2 and may be the same or different as R.sub.2, and reacting the acid and isocyanate together with elimination of carbon dioxide, said acid and isocyanate being reacted in amounts such that the number of carboxlic acid groups is at least approximately equal to the number of isocyanate groups, and the carboxylic acid groups are in an excess up to completion of amide group formation.
A process for preparing organic amide waxes free of isocyanate groups and having at least two amide groups of formula --CO--NH-- per molecule derived from reaction between carboxlic acid groups and isocyanate groups which comprises:
- heating at least one fatty acid having from 6 to 22 carbon atoms to an elevated temperature, not higher than the boiling point, to form a molten fatty acid phase, slowly adding to the acid, with stirring, at least one organic isocyanate, and reacting the acid with the isocyanate, with elimination of carbon dioxide, in the resulting reaction mixture containing an excess of said acid, to form the amide wax, said isocyanate having the general formula
- NCO--R.sub.2 --A
- wherein R.sub.2 is selected from the group consisting of straight chained, branched and cyclic aliphatic hydrocarbon radicals of at least 6 carbon atoms, phenyl and naphthyl;
- wherein the phenyl, nahthyl or aliphatic hydrocarbon radical may be unsubstituted or substituted with one or more of lower alkyl of 1 to 8 carbon atoms, lower alkoxy of 1 to 8 carbon atoms, aryl and halogen;
- and A is selected from --NCO and --Alk--(NCO--R.sub.3 --CH.sub.2 --).sub.n --R.sub.4 --NCO wherein Alk is a single bond or an aliphatic hydrocarbon radical of 1 to 4 carbon atoms, n is 0 or more and R.sub.3 and R.sub.4 which may be the same or different are selected from the same group as R.sub.2 and may be the same or different as R.sub.2 ;
- and continuing the slow addition of the isocyanate to the reaction mixture until the number of isocyanate groups added is at least approximately equal to the original number of carboxylic acid groups such that said acid groups are in an excess up to completion of said amide group formation.
Dependencies are inferred from the claim text.