Curable mixtures
AssigneeCiba-Geigy Corporation
InventorsHeinz Peter, Dieter Reinehr, Eduard Troxler
Life of this patent
Estimating the term…
Abstract
The invention relates to curable mixtures which contain 1,10-substituted 1,10-diaminodecanes, as the curing agents, new 1,10-substituted 1,10-diaminodecanes and a process for the manufacture of the latter. The new 1,10-diaminodecanes are manufactured by catalytic hydrogenation of corresponding 3,12-substituted 1,2-diazo-1,5,9-cyclododecatrienes in the presence of an inert organic solvent, while raising the temperature to at least 120.degree. C.
Claims14
Curable mixtures which are suitable for the manufacture of mouldings, impregnated materials, coatings, lacquers and sealings, characterised in that they contain (a) a compound having more than one epoxy group and (b), as the curing agent, at least one 1,10-diaminodecane of the formula I ##STR23## wherein R.sub.1 and R.sub.3 independently of one another represent an alkyl, cycloalkyl, aralkyl, phenyl or naphthyl group and R.sub.2 and R.sub.4 independently of one another represent hydrogen, alkyl, cycloalkyl, aralkyl, phenyl or naphthyl group or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4, conjointly with the carbon atom to which they are linked, form a 5-membered to 12-membered alkylene or oxaalkylene ring.
A 1,10-Diaminodecane of the formula Ia ##STR24## wherein R.sub.1, R.sub.2, R'.sub.3 and R.sub.4 are identical, and represent alkyl, cycloalkyl, aralkyl, phenyl, naphthyl, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 conjointly with the carbon atom to which they are linked, form a 5-membered to 12-membered alkylene or oxaalkylene ring.
The compound 1,10-diethyl-1,10-dimethyl-1,10-diaminodecane.
Process for the manufacture of 1,10-diaminodecanes of the formula Ia ##STR25## wherein R.sub.1 represents an alkyl, cycloalkyl, aralkyl, phenyl or naphthyl group, R.sub.3 ' represents an alkyl, cycloalkyl, aralkyl or naphthyl group which corresponds to R.sub.3, or represents a phenyl group and R.sub.2 and R.sub.4 independently of one another represent hydrogen or an alkyl, cycloalkyl, aralkyl, phenyl or naphthyl group, or R.sub.1 and R.sub.2 and/or R.sub.3 ' and R.sub.4, conjointly with the carbon atom to which they are linked, form a 5-membered to 12-membered alkylene or oxaalkylene ring, characterised in that a compound of the formula ##STR26## wherein what has been indicated under formula Ia applies to R.sub.1, R.sub.2, R.sub.3 ' and R.sub.4, is hydrogenated in the presence of an inert organic solvent, by catalytic means, in one or two stages and with the reaction temperature being raised to at least 120.degree. C, to give a compound of the formula Ia.
Dependencies are inferred from the claim text.