Patent number: 10322994
Abstract: Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with a primary or secondary amine. Derivatives made by reducing, quaternizing, sulfonating, alkoxylating, sulfating, and sulfitating the fatty amide are also included. The amine reactant can be diethylenetriamine or (2-aminoethyl)ethanolamine, which provide imidazoline amides or esters, respectively. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin. The compositions are valuable for cleaners, fabric treatment, hair conditioning, personal care, antimicrobial compositions, agricultural uses, and oil field applications.
Type:
Grant
Filed:
January 11, 2017
Date of Patent:
June 18, 2019
Assignee:
Stepan Company
Inventors:
Dave R. Allen, Marcos Alonso, Randal J. Bernhardt, Aaron Brown, Kelly Buchek, Sangeeta Ganguly-Mink, Brian Holland, Gary Luebke, Renee Luka, Andrew D. Malec, Ronald A. Masters, Dennis S. Murphy, Irene Shapiro, Patti Skelton, Brian Sook, Michael R. Terry, Gregory Wallace, Laura Lee Whitlock, Michael Wiester, Patrick Shane Wolfe, Lena Titievsky
Patent number: 9815780
Abstract: Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amines, wherein the fatty amine is made by reducing the amide reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and a secondary amine, are disclosed. Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amidoamines, wherein the amidoamine is made by reacting of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and an aminoalkyl-substituted tertiary amine, are also disclosed. The quaternized compositions are advantageously sulfonated or sulfitated. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride N made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.
Type:
Grant
Filed:
September 28, 2015
Date of Patent:
November 14, 2017
Assignee:
Stepan Company
Inventors:
Dave R Allen, Marcos Alonso, Randal J Bernhardt, Aaron Brown, Sangeeta Ganguly-Mink, Andrew Malec, Teresa Manuel, Ronald A. Masters, Lawrence A. Munie, Dennis S. Murphy, Patti Skelton, Brian Sook, Michael R. Terry, Jeremy Aaron Weitgenant, Laura Lee Whitlock, Michael Wiester, Patrick Shane Wolfe