Sulfonated estolides and other derivatives of fatty acids, methods of making them, and compositions and processes employing them

A liquid laundry detergent composition, comprising:

• about 1% to about 99% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted, wherein the total number of carbon atoms is from about 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation or substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• and
• 0% to about 40% by weight of at least one additional surfactant;
• and
• about 1% to about 99% by weight of water.

A laundry concentrate composition, comprising:

• about 1% to about 99% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted hydrocarbon wherein the total number of carbon atoms is from 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• and
• 0% to about 40% by weight of at least one additional surfactant;
• about 1% to about 99% by weight of water;
• and
• 0% to about 40% by weight of at least one additive.

A process of making at least one sulfo-estolide mixture comprising the steps of:

• providing at least one unsaturated fatty carboxylic acid having about 8 to about 24 carbon atoms;
• providing at least one chain termination agent having about 4 to about 24 carbon atoms;
• sulfonating the unsaturated fatty carboxylic acid to form at least one sulfonated intermediate;
• and
• reacting the chain termination agent with the sulfonated intermediate to form at least one sulfo-estolide mixture.

A process of making at least one sulfo-estolide mixture comprising the steps of:

• providing at least one unsaturated fatty acyl containing triglyceride having about 27 to about 75 carbon atoms;
• providing at least one chain termination agent having about 4 to about 24 carbon atoms;
• sulfonating the unsaturated fatty acyl to form a sulfonated intermediate;
• and
• reacting the chain termination agent with the sulfonated intermediate to form at least one sulfo-estolide mixture.

A laundry detergent composition, comprising:

• about 5% to about 90% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted hydrocarbon wherein the total number of carbon atoms is from 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• 0% to about 50% by weight of at least one non ionic surfactant;
• 0% to about 25% by weight of at least one alcohol ether sulfate;
• a sufficient amount of at least three enzymes selected from the group consisting of
• cellulases, hemicellulases, peroxidases, proteases, gluco-amylases, amylases, lipases, cutinases, pectinases, xylanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, malanases, beta-glucanases, arabinosidases;
• and derivatives thereof, and wherein
• the composition has a pH value in the range of about 7 to about 10.

A laundry detergent composition, comprising:

• about 5% to about 90% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted hydrocarbon wherein the total number of carbon atoms is from 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• 0% to about 50% by weight of at least one nonionic surfactant;
• 0% to about 25% by weight of at least one alcohol ether sulfate;
• and
• a sufficient amount of one or two enzymes selected from the group consisting of cellulases, hemicellulases, peroxidases, proteases, gluco-amylases, amylases, lipases, cutinases, pectinases, xylanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, malanases, beta-glucanases, arabinosidases, and derivatives thereof;
• and wherein the composition has a pH value in the range of about 7 to about 10.

A laundry detergent composition, comprising:

• about 5% to about 90% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted hydrocarbon wherein the total number of carbon atoms is from about 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• 0% to about 50% by weight of at least one nonionic surfactant;
• 0% to about 25% by weight of at least one alcohol ether sulfate, and
• wherein the composition has a pH value in the range of about 7 to about 10 and is substantially free of enzymes.

A laundry detergent composition, comprising:

• about 5% to about 90% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted hydrocarbon wherein the total number of carbon atoms is from 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• 0% to about 50% by weight of at least one nonionic surfactant;
• 0% to about 25% by weight of at least one alcohol ether sulfate;
• about 0.1% to about 5% by weight of metasilicate, and wherein the composition has a pH value greater than about 10.

A laundry detergent composition, comprising:

• about 5% to about 90% by weight of at least one compound having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is linear or branched, saturated or unsaturated, substituted or un-substituted hydrocarbon wherein the total number of carbon atoms is from about 1 to about 24;
• W is a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• 0% to about 50% by weight of at least one nonionic surfactant;
• 0% to about 25% by weight of at least one alcohol ether sulfate;
• about 0.1% to about 20% by weight of sodium carbonate;
• and
• wherein the composition has a pH value greater than about 10.

A laundry detergent composition, comprising:

• about 2% to about 90% by weight of one or more compounds having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl radical with from 1 to 24 carbon atoms;
• W is a monovalent or divalent metal cation, ammonium or substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• about 2% to about 40% by weight of at least one non ionic surfactant;
• 0% to about 32% by weight of at least one alcohol ether sulfate;
• 0% to about 25% by weight of at least one 016 alpha methyl ester sulfonate;
• 0% to about 6% by weight of lauryl dimethlyamine oxide;
• 0% to about 6% by weight of C12EO3;
• 0% to about 10% by weight of coconut fatty acid;
• 0% to about 3% by weight of borax pentahydrate;
• 0% to about 6% by weight of propylene glycol;
• 0% to about 10% by weight of sodium citrate;
• 0% to about 6% by weight of triethanolamine;
• 0% to about 6% by weight of monoethanolamine;
• 0% to about 1% by weight of at least one fluorescent whitening agent;
• 0% to about 1.5% by weight of at least one anti-redeposition agent;
• 0% to about 2% by weight of at least one thickener;
• 0% to about 2% by weight of at least one thinner;
• 0% to about 2% by weight of at least one protease;
• 0% to about 2% by weight of at least one amylase;
• and
• 0% to about 2% by weight of at least one cellulase.

A laundry detergent composition, comprising:

• about 2% to about 90% by weight of one or more compounds having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl radical with from 1 to 24 carbon atoms;
• W is a monovalent or divalent metal cation, ammonium or substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• about 2% to about 40% by weight of at least one non ionic surfactant;
• 0% to about 32% by weight of at least one or more alcohol ether sulfate;
• 0% to about 6% by weight of lauryl dimethlyamine oxide;
• 0% to about 6% by weight of C12EO3;
• 0% to about 10% by weight of coconut fatty acid;
• 0% to about 10% by weight of sodium metasilicate;
• 0% to about 10% by weight of sodium carbonate;
• 0% to about 1% by weight of at least one fluorescent whitening agent;
• 0% to about 1.5% by weight of at least one anti-redeposition agent;
• 0% to about 2% by weight of at least one thickener;
• and
• 0% to about 2% by weight of at least one thinner.

A green laundry detergent composition, comprising:

• about 2% to about 90% by weight of one or more compounds having the following Formula 1:
• wherein n is an integer from 1-30;
• one of X and Y is SO3—Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;
• A1 and A2 are linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C8 to C22;
• a is 0, 1, or 2, and is independently assigned in each repeating unit;
• R is a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl radical with from 1 to 24 carbon atoms;
• W is a monovalent or divalent metal cation, ammonium or substituted ammonium cation, H, or an alkyl or substituted alkyl group;
• Z is H, or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;
• 0% to about 30% by weight of at least one 016 methyl ester sulfonate;
• 0% to about 30% by weight of at least one 012 methyl ester sulfonate;
• 0% to about 30% by weight of sodium lauryl sulfate;
• 0% to about 30% by weight of sodium stearoyl lactylate;
• 0% to about 30% by weight of sodium lauroyl lactate;
• 0% to about 60% by weight of alkyl polyglucoside;
• 0% to about 60% by weight of polyglycerol monoalkylate;
• 0% to about 30% by weight of lauryl lactyl lactate;
• 0% to about 30% by weight of saponin;
• 0% to about 30% by weight of rhamnolipid;
• 0% to about 30% by weight of sphingolipid;
• 0% to about 30% by weight of glycolipid;
• 0% to about 30% by weight of at least one abietic acid derivative;
• and
• 0% to about 30% by weight of at least one polypeptide.