Patent ID: 6565837
Filing Date: 2003-05-20
Classification: C08G

Abstract:
A method for preparing silicone-modified amidoamine compositions having the formula I: wherein:R10 is the silicone backbone chain to which at least one pyrrolidone containing amidoamine derivative of a pyrrolidone containing carboxyl functional group as shown is attached; R6 is hydrogen or alkyl, hydroxyalkyl or alkenyl of up to 6 carbon atoms each, or cycloalkyl of up to 6 carbon atoms, or polyoxyalkylene of up to 10 carbon atoms within the oxyalkylene unit; R7 and R8, which may be the same or different, are selected from alkyl of up to 6 carbon atoms, hydroxyalkyl of up to 6 carbon atoms, cycloalkyl of up to 6 carbon atoms, carboxyalkyl of up to 6 carbon atoms or polyoxalkylene of up to 10 carbon atoms; or in addition R7 and R8 taken together with the nitrogen to which they are attached can represent an N-heterocycle; F1 is linear or branched alkylene of 1-12 carbon atoms; F is linear or branched alkylene of 2-10 carbon atoms; n3 is at least 1; n2 is 0 or 1, B is â€”NR9, wherein R9 is hydrogen or lower alkyl of 1-6 carbon atoms; and d is at least one; comprising the step of: a) reacting an organosilicone composition having at least one primary amine functional group with itaconic acid or an ester derivative thereof at an elevated temperature for a time sufficient to react substantially all the itaconic acid or ester derivative thereof with the functional primary amine group(s) on the silicone composition to form an organosilicone composition having at least one pyrrolidone containing carboxyl functional group of formula II: â€ƒwherein R5 is hydrogen, lower alkyl (C1-6) or alkali metal, and R10, F1, F, B and n2 are defined as above; and b) reacting the carboxyl-containing silicone reactant of the formula II with an amine reactant of formula III: â€ƒto form the silicone-modified amidoamine compositions of formula I; wherein R6, R7, R8, and n3 are defined as above; and further wherein mole ratio of the amine reactant to the carboxyl-containing silicone reactant is from 1:0.8 to 1:1.2 on a mole basis.