Patent classifications
C07C303/18
Quaternized fatty amines, amidoamines and their derivatives from natural oil metathesis
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 C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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 quaternary ammonium, betaine, and sulfobetaine compositions and their sulfonated or sulfitated derivatives are valuable for a wide variety of end uses, including cleaners, fabric treatment, hair conditioning, personal care (liquid cleansing products, conditioning bars, oral care products), antimicrobial compositions, agricultural uses, and oil field applications.
PROCESS FOR PREPARATION OF TRIFLUOROMETHANESULFINYL CHLORIDE
A process for the preparation of trifluoromethanesulfinyl chloride is provided. Trifluoromethanesulfinyl chloride is used as an intermediate for preparing pesticides and insecticides. Trifluoromethanesulfinyl chloride is represented by Formula I:
##STR00001##
The process for the preparation of trifluoromethanesulfinyl chloride employs readily available reagents and does not involve formation of toxic by-products, and is thus a simple, economic, and environmental-friendly process for the preparation of trifluoromethanesulfinyl chloride.
PROCESS FOR PREPARATION OF TRIFLUOROMETHANESULFINYL CHLORIDE
A process for the preparation of trifluoromethanesulfinyl chloride is provided. Trifluoromethanesulfinyl chloride is used as an intermediate for preparing pesticides and insecticides. Trifluoromethanesulfinyl chloride is represented by Formula I:
##STR00001##
The process for the preparation of trifluoromethanesulfinyl chloride employs readily available reagents and does not involve formation of toxic by-products, and is thus a simple, economic, and environmental-friendly process for the preparation of trifluoromethanesulfinyl chloride.
FATTY AMIDES AND DERIVATIVES FROM NATURAL OIL METATHESIS
- 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
Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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.
FATTY AMIDES AND DERIVATIVES FROM NATURAL OIL METATHESIS
- 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
Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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.
Sulfonates from natural oil metathesis
Sulfonate compositions are disclosed. The compositions include alkanesulfonates, alkenesulfonates, sultones, and hydroxy-substituted alkanesulfonates. The sulfonates comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with a sulfonating or sulfitating agent. In one aspect, the sulfonate composition is a sulfo-estolide made by reacting a metathesis-derived C10-C17 monounsaturated acid or octadecene-1,18-dioic acid with a sulfonating agent, optionally in the presence of a saturated fatty acid. The sulfonates are valuable for a wide variety of end uses, including cleaners, fabric treatment, hair conditioning, personal care (liquid cleansing products, conditioning bars, oral care products), paint additives, antimicrobial compositions, agricultural uses, and oil field applications.
Sulfonates from natural oil metathesis
Sulfonate compositions are disclosed. The compositions include alkanesulfonates, alkenesulfonates, sultones, and hydroxy-substituted alkanesulfonates. The sulfonates comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with a sulfonating or sulfitating agent. In one aspect, the sulfonate composition is a sulfo-estolide made by reacting a metathesis-derived C10-C17 monounsaturated acid or octadecene-1,18-dioic acid with a sulfonating agent, optionally in the presence of a saturated fatty acid. The sulfonates are valuable for a wide variety of end uses, including cleaners, fabric treatment, hair conditioning, personal care (liquid cleansing products, conditioning bars, oral care products), paint additives, antimicrobial compositions, agricultural uses, and oil field applications.
Imidazoline amides and derivitives from natural oil metathesis
- 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
Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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.
Imidazoline amides and derivitives from natural oil metathesis
- 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
Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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.
Imidazoline amides and derivitives from natural oil metathesis
- 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
Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C.sub.10-C.sub.17 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 C.sub.10-C.sub.17 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.