Aqueous laundry detergent compositions

Abstract

An aqueous laundry detergent composition is provided, comprising water and a cleaning surfactant, the cleaning surfactant comprising a mixture of anionic and nonionic surfactants, the anionic surfactant being represented by Formula I [Formula 1] JPEG2025532023000024.jpg26170 (In the formula, each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I - a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactants of formula I.

Description

[Technical Field]

[0001] The present invention relates to aqueous laundry detergent compositions. Specifically, the present invention relates to aqueous laundry detergent compositions comprising water and a detersive surfactant, the detersive surfactant comprising a mixture of anionic and nonionic surfactants, the anionic surfactant being represented by Formula I

[0002] [ka] (In the formula, each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I - a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactants of formula I.

[0003] Aqueous laundry detergent formulations often contain alkyl ethoxy sulfate anionic surfactants (e.g., alcohol ethoxy sulfate surfactants). However, such surfactants are associated with undesirable 1,4 dioxane content. Regulatory agencies are increasing restrictions on the amount of 1,4 dioxane that can be present in consumer products. For example, New York State has banned all but trace amounts of 1,4 dioxane in cleaning products. Typically, consumer products must contain less than 10 parts per million (ppm) by weight of 1,4 dioxane to comply with regulations. One factor contributing to the unintentional contamination of consumer products with 1,4 dioxane may be the inclusion of alkyl ethoxy sulfate anionic surfactants.

[0004] The inclusion of 1,4 dioxane in conventional AES surfactants is believed to occur at multiple points. The first point of 1,4 dioxane formation in conventional AES surfactants is believed to occur during the sulfation process of alcohol ethoxylates to produce alcohol ethoxy sulfates. The alcohol ethoxylate intermediates for the production of conventional alcohol ethoxy sulfate surfactants are typically made via ethoxylation (i.e., reaction of alcohol with ethylene oxide), which results in a distribution of alcohol ethoxylate oligomers. It is believed that 1,4 dioxane may be formed under sulfation process conditions during the production of conventional AES surfactants. The second point of 1,4-dioxane formation associated with conventional AES surfactants is believed to occur during handling and processing of conventional AES surfactants. Handling and processing of conventional AES surfactants often involves acidic conditions at ambient or elevated temperatures. Prolonged exposure of conventional AES surfactants and their alcohol ethoxylate precursors to acidic environments can result in the formation of 1,4 dioxane. Additionally, exposure to elevated temperatures (eg, up to 280° C.) during processing, storage, and / or handling can result in decomposition of conventional AES surfactants, resulting in the formation of dioxane.

[0005] To date, 1,4-dioxane content in conventional AES surfactants and products incorporating such surfactants has been addressed through the use of stripping techniques. For example, if the 1,4-dioxane concentration exceeds a target threshold, a stripping process is used to remove excess 1,4-dioxane from conventional AES surfactants or products incorporating them. Stripping processes are not only expensive and time-consuming, but they also do not guarantee compliance with increasingly stringent regulatory requirements. Furthermore, because 1,4-dioxane can form over time depending on how the conventional AES surfactant or product is handled and further processed, any previously applied stripping techniques may be rendered ineffective by the generation of new 1,4-dioxane. Therefore, ensuring that products containing AES surfactants comply with appropriate regulations before being sold to the end consumer is a challenging task.

[0006] Therefore, there remains a need for aqueous laundry detergent compositions having anionic alcohol ethoxy sulfate surfactants that resist the formation of 1,4-dioxane both during the sulfation process to form the surfactant and when the alcohol ethoxy sulfate surfactant is subsequently exposed to elevated temperatures up to 280°C.

[0007] The present invention provides an aqueous laundry detergent composition comprising water and a cleaning surfactant, the cleaning surfactant comprising a mixture of anionic and nonionic surfactants, the anionic surfactant being represented by Formula I

[0008] [ka] (In the formula, each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I - a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactants of formula I.

[0009] The present invention provides an aqueous laundry detergent composition comprising water and a detersive surfactant, the detersive surfactant comprising a mixture of anionic and nonionic surfactants, the anionic surfactant having a structure represented by Formula I, where each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I -a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactant of formula I, wherein the alcohol ethoxy sulfate surfactant of formula I contains less than 9 ppm of 1,4-dioxane.

[0010] The present invention provides an aqueous laundry detergent composition comprising water and a detersive surfactant, the detersive surfactant comprising a mixture of anionic and nonionic surfactants, the anionic surfactant having a structure represented by Formula I, where each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I - wherein n is a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactant of formula I, wherein the alcohol ethoxy sulfate surfactant of formula I contains less than 9 ppm 1,4-dioxane, and the aqueous laundry detergent composition contains less than 1 wt % of an alcohol ethoxy sulfate surfactant of formula II, based on the solids weight of the aqueous laundry detergent composition.

[0011] [ka] (In the formula, each R 3 and R 4 independently, C 1~16 is an alkyl group, and the total carbon atoms is 3 and R 4 is 7 to 17, and A + is -SO3 in formula II - It contains an alcohol sulfate surfactant (a cation that balances the negative charge on the anion).

[0012] The present invention provides a method for cleaning soiled fabric articles, the method comprising providing soiled fabric articles, providing a laundry detergent composition according to the present invention, preparing wash water, and applying the wash water and the laundry detergent composition to the soiled fabric articles to provide washed fabric articles. DETAILED DESCRIPTION OF THE INVENTION

[0013] The inventors have surprisingly found that compounds of formula I

[0014] [ka] (In the formula, each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I - It has been found that alcohol ethoxy sulfate surfactants of Formula I, wherein n is a cation that balances the negative charge of the anion and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactants of Formula I, resist the formation of 1,4 dioxane both during the sulfation process to form the alcohol ethoxy sulfate surfactant of Formula I and thereafter when the alcohol ethoxy sulfate surfactant of Formula I is exposed to elevated temperatures of up to 280°C during processing, storage and / or handling.

[0015] The inventors have also surprisingly discovered that compounds of formula I, 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I -It has been discovered that alcohol ethoxy sulfate surfactants of formula I, wherein n is a cation that balances the negative charge of the anion and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactants of formula I, provide equivalent primary cleaning performance and equivalent improved anti-redeposition performance when substituted for conventional AES surfactants in aqueous laundry detergent formulations.

[0016] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight (for example, "ppm" means parts per million by weight).

[0017] As used herein and in the appended claims with respect to aqueous laundry detergent compositions and alcohol ethoxy sulfate surfactants of formula I, the term "solids weight" means dry weight, i.e., weight excluding any water that may be present.

[0018] Preferably, the aqueous laundry detergent compositions of the present invention are liquid formulations. More preferably, the aqueous laundry detergent compositions of the present invention are aqueous liquid formulations. Most preferably, the aqueous laundry detergent compositions of the present invention are aqueous liquid laundry detergent formulations.

[0019] Preferably, the aqueous laundry detergent composition of the present invention comprises water (preferably, 10 to 99 wt % (more preferably, 20 to 94 wt %, even more preferably, 30 to 85 wt %, and most preferably, 40 to 80 wt %) of water, based on the weight of the aqueous laundry detergent composition) and a cleansing surfactant (preferably, 1 to 90 wt % (more preferably, 5 to 75 wt %, even more preferably, 10 to 60 wt %, and most preferably, 15 to 40 wt %) of a cleansing surfactant, based on the weight of the aqueous laundry detergent composition), wherein the cleansing surfactant comprises a mixture of anionic surfactants and nonionic surfactants, and the anionic surfactant is represented by Formula I

[0020] [ka] (In the formula, each R 1 and R 2independently, C 1~16 alkyl group (preferably C 1~15 alkyl groups, more preferably C 1~14 Alkyl groups, most preferably straight chain C 1~13 ) and R 1 and R 2 The total number of carbon atoms in R is 7 to 17 (preferably 10 to 16, more preferably 11 to 15, and most preferably 12 to 14). 1 and R 2 is a straight-chain alkyl group), M + is -SO3 in formula I - A cation that balances the negative charge of the anion (preferably M + is a cation selected from the group consisting of nitrogen-containing cations (e.g., ammonium cations), metal cations (e.g., alkali metal cations, alkaline earth metal cations), boron-containing cations and phosphorus-containing cations, more preferably ammonium cations, alkali metal cations and alkaline earth metal cations, even more preferably ammonium cations, sodium cations and calcium cations, and most preferably sodium cations), and n is 1 in 95 to 100 mol % (preferably 96 to 100 mol %, more preferably 97 to 100 mol %, most preferably 97.5 to 100 mol %) of the alcohol ethoxy sulfate surfactant of formula I (preferably, 13 Contains alcohol ethoxy sulfate surfactants of 100% (as determined using C nuclear magnetic resonance characterization).

[0021] Preferably, the aqueous laundry detergent composition of the present invention comprises 10 to 99% by weight (preferably 20 to 94% by weight, more preferably 30 to 85% by weight, most preferably 40 to 80% by weight) of water. More preferably, the aqueous laundry detergent composition of the present invention comprises 10 to 99% by weight (preferably 20 to 94% by weight, more preferably 30 to 85% by weight, most preferably 40 to 80% by weight) of water, and the water is at least one of distilled water and deionized water. Most preferably, the aqueous laundry detergent composition of the present invention comprises 10 to 99% by weight (preferably 20 to 94% by weight, more preferably 30 to 85% by weight, most preferably 40 to 80% by weight) of water, and the water is distilled and deionized.

[0022] Preferably, the aqueous laundry detergent composition of the present invention comprises 1 to 90% (preferably 5 to 75% by weight, more preferably 10 to 60% by weight, preferably 15 to 40% by weight) of the aqueous laundry detergent composition of a cleansing surfactant, the cleansing surfactant comprising a blend of a nonionic surfactant and an anionic surfactant, the anionic surfactant being represented by Formula I

[0023] [ka] (In the formula, each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I -and n is a cation that balances the negative charge of the anion, and n is 1 in 95-100 mol % of the alcohol ethoxy sulfate surfactant of Formula I. More preferably, the aqueous laundry detergent composition of the present invention comprises 1-90 wt % (preferably 5-75 wt %, more preferably 10-60 wt %, preferably 15-40 wt %) of a cleaning surfactant, based on the weight of the aqueous laundry detergent composition, the cleaning surfactant comprising a blend of a nonionic surfactant and an anionic surfactant, the anionic surfactant comprising a mixture of another anionic surfactant and an alcohol ethoxy sulfate surfactant of Formula I, (wherein each R 1 and R 2 independently, C 1~16 is an alkyl group, and R 1 and R 2 The total number of carbon atoms in the + is -SO3 of formula I - a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole % of the alcohol ethoxy sulfate surfactants of formula I.

[0024] Nonionic surfactants include alkoxylates, polyglycol ethers, fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, end-capped polyglycol ethers, mixed ethers, hydroxy mixed ethers, fatty acid polyglycol esters, and mixtures thereof. Preferred nonionic surfactants include alkoxylates. More preferred nonionic surfactants are those according to Formula A:

[0025] [ka] In the formula, w is an average of 5 to 40 (preferably 7 to 27, more preferably 8 to 20, and most preferably 7 to 12), and R 11 is hydrogen and linear or branched C 1~20Alkyl groups (preferably hydrogen and linear or branched C 1~15 Alkyl groups, more preferably linear C 1~15 alkyl groups), and R 12 is a linear or branched C 1~20 Alkyl groups and linear or branched C 1~4 Hydroxyalkyl groups (preferably linear or branched C 1~15 Alkyl groups and linear or branched C 1~4 Hydroxyalkyl groups, more preferably linear C 1~15 Alkyl groups and linear or branched C 1~3 Hydroxyalkyl groups, most preferably linear C 1~15 alkyl group), and each R 13 are independently selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, 2-butyl, and 2-methyl-2-butyl (preferably hydrogen, methyl, and ethyl, more preferably hydrogen and methyl, most preferably hydrogen), with the proviso that R 11 and R 12 The total number of carbon atoms in the formula (I) is 5 to 21 (preferably 6 to 20 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 11 to 15 carbon atoms). Even more preferred nonionic surfactants are those according to formula I, where w is an average of 8 to 16, and R 11 is hydrogen and linear C 1~15 alkyl groups, and R 12 is a linear or branched C 1~15 Alkyl groups and linear or branched C 1~4 hydroxyalkyl groups, R 13 is selected from the group consisting of hydrogen, methyl, and ethyl groups, with the proviso that R 11 and R 12 The most preferred nonionic surfactants are those according to Formula I, where w is an average of 7 to 12, and R 11 is hydrogen and linear C 1~15 alkyl groups, and R 12 is a linear C1~15 Alkyl groups and linear or branched C 1~3 hydroxyalkyl groups, R 13 is hydrogen, with the proviso that R 11 and R 12 The total number of carbon atoms is 7 to 18.

[0026] Preferably, the aqueous laundry detergent composition of the present invention comprises 0.01 to 35 wt. % (preferably 0.1 to 20 wt. %, more preferably 1 to 15 wt. %, most preferably 2.5 to 10 wt. %) of an alcohol ethoxy sulfate surfactant of formula I, based on the weight of the aqueous laundry detergent composition, and each R 1 and R 2 independently, C 1~16 Alkyl groups (preferably C 1~15 alkyl groups, more preferably C 1~14 Alkyl groups, most preferably straight chain C 1~13 ) and R 1 and R 2 The total number of carbon atoms in R is 7 to 17 (preferably 10 to 16, more preferably 11 to 15, and most preferably 12 to 14). 1 and R 2 is a straight-chain alkyl group), M + is -SO3 in formula I - A cation that balances the negative charge of the anion (preferably M + is a cation selected from the group consisting of nitrogen-containing cations (e.g., ammonium cations), metal cations (e.g., alkali metal cations, alkaline earth metal cations), boron-containing cations and phosphorus-containing cations, more preferably ammonium cations, alkali metal cations and alkaline earth metal cations, even more preferably ammonium cations, sodium cations and calcium cations, and most preferably sodium cations), and n is 1 in 95 to 100 mol % (preferably 96 to 100 mol %, more preferably 97 to 100 mol %, most preferably 97.5 to 100 mol %) of the alcohol ethoxy sulfate surfactant of formula I (preferably, 13(determined using C nuclear magnetic resonance characterization).

[0027] Preferably, the alcohol ethoxy sulfate surfactant of Formula I contains less than 9 ppm (preferably less than 8 ppm, more preferably less than 7 ppm, even more preferably less than 6 ppm, even more preferably less than 5 ppm, even more preferably less than 4 ppm, even more preferably less than 3 ppm, even more preferably less than 2 ppm, even more preferably less than 1 ppm, even more preferably less than 0.25 ppm, and most preferably below the detection limit) of 1,4-dioxane based on the solids weight of the alcohol ethoxy sulfate surfactant of Formula I (preferably, the 1,4-dioxane content is measured by liquid injection low temperature gas chromatography-mass spectrometry for the organic layer and by liquid chromatography-mass spectrometry for the aqueous layer).

[0028] Preferably, the alcohol ethoxy sulfate surfactant of formula I contains less than 2 wt. % (preferably less than 1.75 wt. %, more preferably less than 1.5 wt. %, even more preferably less than 1.25 wt. %, still more preferably less than 1.1 wt. %, and most preferably 1 wt. % or less) of an alcohol ethoxy sulfate surfactant of formula II, based on the solids weight of the alcohol ethoxy sulfate surfactant of formula I.

[0029] [ka] (In the formula, each R 3 and R 4 independently, C 1~16 Alkyl groups (preferably C 1~15 alkyl groups, more preferably C 1~14 Alkyl groups, most preferably straight chain C 1~13 ) and R 1 and R 2 The total number of carbon atoms in R is 7 to 17 (preferably 10 to 16, more preferably 11 to 15, and most preferably 12 to 14). 1 and R 2is a straight-chain alkyl group), and A + is -SO3 in formula II - A cation that balances the negative charge of the anion (preferably A + contains an alcohol sulfate surfactant of a nitrogen-containing cation (e.g., ammonium cation), a metal cation (e.g., alkali metal cation, alkaline earth metal cation), a boron-containing cation, and a phosphorus-containing cation, more preferably an ammonium cation, an alkali metal cation, and an alkaline earth metal cation, even more preferably an ammonium cation, a sodium cation, and a calcium cation, and most preferably a cation selected from the group consisting of sodium cation.

[0030] Preferably, the aqueous laundry detergent composition of the present invention comprises an alcohol ethoxy sulfate surfactant of formula I above, which has high thermal stability. More preferably, the aqueous laundry detergent composition of the present invention comprises an alcohol ethoxy sulfate surfactant of formula I above, which has improved thermal stability. The term "high thermal stability" as used herein and in the appended claims means that the alcohol ethoxy sulfate surfactant of Formula I, when heated to 110°C, contains less than 9 ppm (preferably less than 8 ppm, more preferably less than 7 ppm, even more preferably less than 6 ppm, even more preferably less than 5 ppm, even more preferably less than 4 ppm, even more preferably less than 3 ppm, even more preferably less than 2 ppm, even more preferably less than 1 ppm, and most preferably less than 0.5 ppm) of 1,4-dioxane based on the solids weight of the alcohol ethoxy sulfate surfactant of Formula I (preferably, the 1,4-dioxane content is measured by liquid injection low temperature gas chromatography-mass spectrometry for the organic layer and by liquid chromatography-mass spectrometry for the aqueous layer). As used herein and in the appended claims, the term "enhanced thermal stability" means that the alcohol ethoxy sulfate surfactant of Formula I, when heated to 280°C, contains less than 10 ppm 1,4-dioxane, based on the solids weight of the alcohol ethoxy sulfate surfactant of Formula I (preferably, the 1,4-dioxane content is measured by liquid injection gas chromatography-mass spectrometry for the organic layer and by liquid chromatography-mass spectrometry for the aqueous layer).

[0031] Preferably, the other anionic surfactant is selected from the group consisting of alkyl sulfates, alkyl benzene sulfates, alkyl benzene sulfonic acids, alkyl benzene sulfonates, paraffin sulfonic acids, paraffin sulfonates, olefin sulfonic acids, olefin sulfonates, alpha-sulfocarboxylates, esters of alpha-sulfocarboxylates, alkyl glyceryl ether sulfonic acids, alkyl glyceryl ether sulfonates, sulfates of fatty acids, sulfonates of fatty acid esters, alkyl phenols, 2-acryloxy-alkane-1-sulfonic acids, 2-acryloxy-alkane-1-sulfonates, amine oxides, and mixtures thereof. More preferably, the other anionic surfactant is selected from the group consisting of C 8~20 Alkylbenzene sulfate, C 8~20 Alkylbenzene sulfonic acid, C 8~20 Alkylbenzene sulfonate, Paraffin sulfonic acid, Paraffin sulfonate, Alpha-olefin sulfonic acid, Alpha-olefin sulfonate, C 8~20 Preferably, the other anionic surfactant is selected from the group consisting of alkylphenols, amine oxides, sulfonates of fatty acids, sulfonates of fatty acid esters, and mixtures thereof. 12~16 Alkylbenzene sulfonic acid, C 12~16 Alkylbenzene sulfonate, C 12~18 Paraffin-sulfonic acid, C 12~18 Most preferably, the other anionic surfactant is selected from the group consisting of paraffin-sulfonic acids and mixtures thereof. 12~16 Alkylbenzene sulfonic acid, C 12~16 alkyl benzene sulfonates and mixtures thereof.

[0032] Preferably, the aqueous laundry detergent composition of the present invention comprises 1 to 90% by weight (preferably 5 to 75% by weight, more preferably 10 to 60% by weight, preferably 15 to 40% by weight) of a cleaning surfactant, the cleaning surfactant comprising a blend of a nonionic surfactant and an anionic surfactant, the anionic surfactant comprising an alcohol ethoxy sulfate surfactant of formula I, and the weight ratio of nonionic surfactant to anionic surfactant in the blend is 10:1 to 1:10 (preferably 7.5:1 to 1:7.5, more preferably 5:1 to 1:7.5, most preferably 2.5:1 to 1:6). More preferably, the aqueous laundry detergent composition of the present invention comprises 1 to 90 wt % (preferably 5 to 75 wt %, more preferably 10 to 60 wt %, preferably 15 to 40 wt %) of a detersive surfactant based on the weight of the aqueous laundry detergent composition, the detersive surfactant comprising a blend of a nonionic surfactant and an anionic surfactant, the anionic surfactant comprising an alcohol ethoxy sulfate surfactant of Formula I, and the weight ratio of the nonionic surfactant to the alcohol ethoxy sulfate surfactant of Formula I is 5:1 to 1:5 (preferably 4:1 to 1:2.5, more preferably 3:1 to 1:2, most preferably 2:1 to 1:1).

[0033] Preferably, the aqueous laundry detergent composition of the present invention further comprises additives. Preferably, the aqueous laundry detergent composition of the present invention further comprises additives such as amphoteric / zwitterionic surfactants, bleach activators (tetraacetyl ethylenediamine, diamine, TAED)), bleaching agents (e.g., sodium percarbonate, sodium perborate, sodium hypochlorite), builders (e.g., sodium bicarbonate, sodium carbonate, zeolites, sodium citrate, sodium tripolyphosphate and aminocarboxylates (e.g., methylglycine diacetate, sodium salt of glutamic acid diacetate), cationic surfactants, colorants, conditioning agents, dyes, enzymes (e.g., proteases, cellulases, lipases, amylases, mannanases), fillers, optical brighteners, foam control agents (e.g., fatty acids, polydimethylsiloxanes), fragrances (e.g., essential oils such as D-limonene), hydrotropes (e.g., sodium xylene sulfonate), optical brighteners, organic solvents (e.g., ethanol, polyethylene glycol), pigments, pH adjusters, pH buffers, preservatives, rheology modifiers, stabilizers, structurants, softeners (e.g., softening silicones, cationic polymers) and mixtures thereof.

[0034] Preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 30 wt % (preferably 0.1 to 15 wt %, more preferably 1 to 10 wt %, most preferably 2.5 to 7.5 wt %) of a builder, based on the weight of the aqueous laundry detergent composition. More preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 30 wt. % (preferably 0.1 to 15 wt. %, more preferably 1 to 10 wt. %, and most preferably 2.5 to 7.5 wt. %) of a builder, based on the weight of the aqueous laundry detergent composition, and the builder is selected from the group consisting of inorganic builders (e.g., tripolyphosphates, pyrophosphates), alkali metal carbonates, borates, bicarbonates, hydroxides, zeolites, citrates (e.g., sodium citrate), polycarboxylates, monocarboxylates, aminotrismethylenephosphonic acid, salts of aminotrismethylenephosphonic acid, hydroxyethanediphosphonic acid, salts of hydroxyethanediphosphonic acid, diethylenetriaminepenta(methylenephosphonic acid), salts of diethylenetriaminepenta(methylenephosphonic acid), ethylenediaminetetraethylene-phosphonic acid, salts of ethylenediaminetetraethylene-phosphonic acid, oligomeric phosphonates, polymeric phosphonates, and mixtures thereof. Most preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 30 wt % (preferably 0.1 to 15 wt %, more preferably 1 to 10 wt %, most preferably 2.5 to 7.5 wt %) of a builder, based on the weight of the aqueous laundry detergent composition, and the builder comprises a citrate salt (preferably sodium citrate).

[0035] Preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 12 wt % (preferably 0.1 to 12 wt %, more preferably 0.5 to 10 wt %, most preferably 1 to 8 wt %) of an organic solvent based on the weight of the aqueous laundry detergent composition. Preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 12 wt % (preferably 0.1 to 12 wt %, more preferably 0.5 to 10 wt %, most preferably 1 to 8 wt %) of an organic solvent based on the weight of the aqueous laundry detergent composition, the organic solvent being miscible with water. More preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 12 wt % (preferably 0.1 to 12 wt %, more preferably 0.5 to 10 wt %, most preferably 1 to 8 wt %) of an organic solvent based on the weight of the aqueous laundry detergent composition, the organic solvent being an aliphatic alcohol (e.g., C 1~6 Alkanol, C 1~6alkyl diols), glycols (e.g., propylene glycol), monoalkylene glycol ethers (e.g., ethylene glycol propyl ether, ethylene glycol n-butyl ether, ethylene glycol t-butyl ether, propylene glycol propyl ether, propylene glycol n-butyl ether, propylene glycol t-butyl ether, propylene glycol methyl ether acetate, propylene glycol diacetate), polyalkylene glycol ethers (e.g., diethylene glycol ethyl ether, diethylene glycol propyl ether, diethylene glycol n-butyl ether, diethylene glycol t- butyl ether, diethylene glycol hexyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol propyl ether, dipropylene glycol n-butyl ether, dipropylene glycol t-butyl ether, dipropylene glycol phenyl ether, dipropylene glycol methyl ether acetate, tripropylene glycol methyl ether, tripropylene glycol ethyl ether, tripropylene glycol propyl ether, tripropylene glycol n-butyl ether, tripropylene glycol t-butyl ether), and mixtures thereof. Even more preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 12 wt. % (preferably 0.1 to 12 wt. %, more preferably 0.5 to 10 wt. %, and most preferably 1 to 8 wt. %) of an organic solvent, based on the weight of the aqueous laundry detergent composition, wherein the organic solvent is selected from the group consisting of isopropanol, ethanol, propylene glycol, 2-(2-butoxyethoxy)ethanol, ethylene glycol butyl ether, propylene glycol methyl ether, propylene glycol propyl ether, propylene glycol t-butyl ether, dipropylene glycol methyl ether, dipropylene glycol propyl ether, dipropylene glycol n-butyl ether, and mixtures thereof.Even more preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 12 wt % (preferably 0.1 to 12 wt %, more preferably 0.5 to 10 wt %, most preferably 1 to 8 wt %) of an organic solvent, based on the weight of the aqueous laundry detergent composition, the organic solvent being a mixture of ethanol and propylene glycol. Most preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 12 wt % (preferably 0.1 to 12 wt %, more preferably 0.5 to 10 wt %, most preferably 1 to 8 wt %) of an organic solvent, based on the weight of the aqueous laundry detergent composition, the organic solvent being a mixture of ethanol and propylene glycol.

[0036] Examples of amphoteric surfactants include betaine, amine oxide, alkylamidoalkylamine, alkyl-substituted amine oxide, acylated amino acid, derivatives of aliphatic quaternary ammonium compounds, and mixtures thereof. Preferred amphoteric surfactants include derivatives of aliphatic quaternary ammonium compounds. More preferred amphoteric surfactants include derivatives of aliphatic quaternary ammonium compounds having a long chain group with 8 to 18 carbon atoms. Even more preferred amphoteric surfactants include C 12~14 alkyldimethylamine oxide, 3-(N,N-dimethyl-N-hexadecyl-ammonio)propane-1-sulfonate, 3-(N,N-dimethyl-N-hexadecylammonio-2-hydroxypropane-1-sulfonate). The most preferred amphoteric surfactants include C 12~14 At least one of alkyl dimethyl amine oxides may be mentioned.

[0037] The cationic surfactant includes a quaternary surfactant compound.Preferred cationic surfactant includes a quaternary surfactant compound having at least one of an ammonium group, a sulfonium group, a phosphonium group, an iodonium group, and an arsonium group.More preferred cationic surfactant includes at least one of dialkyldimethylammonium chloride and alkyldimethylbenzylammonium chloride.Even more preferred cationic surfactant includes C 16~18 Dialkyldimethylammonium chloride, C 8~18 The cationic surfactants include at least one of alkyldimethylbenzylammonium chloride, ditallowdimethylammonium chloride, and ditallowdimethylammonium chloride. The most preferred cationic surfactant is ditallowdimethylammonium chloride.

[0038] Preferably, the aqueous laundry detergent composition of the present invention optionally further comprises 0 to 3 wt % (preferably 0.05 to 2.5 wt %, more preferably 0.1 to 2 wt %, most preferably 0.5 to 1.5 wt %) of a fragrance, based on the weight of the aqueous laundry detergent composition. More preferably, the aqueous laundry detergent composition of the present invention optionally further comprises 0.01 to 3 wt % (preferably 0.05 to 2.5 wt %, more preferably 0.1 to 2 wt %, most preferably 0.5 to 1.5 wt %) of a fragrance, based on the weight of the aqueous laundry detergent composition, the fragrance comprising a component selected from the group consisting of benzyl alcohol, citronellol, linalool, limonene, and mixtures thereof (preferably benzyl alcohol, limonene, citronellol, and mixtures thereof). Even more preferably, the aqueous laundry detergent composition of the present invention optionally further comprises 0 to 3 wt. % (preferably 0.05 to 2.5 wt. %, more preferably 0.1 to 2 wt. %, and most preferably 0.5 to 1.5 wt. %) of a fragrance, based on the weight of the aqueous laundry detergent composition, wherein the fragrance is selected from the group consisting of benzyl alcohol, limonene, citronellol, and mixtures thereof. Most preferably, the aqueous laundry detergent composition of the present invention comprises 0 to 3 wt. % (preferably 0.05 to 2.5 wt. %, more preferably 0.1 to 2 wt. %, and most preferably 0.5 to 1.5 wt. %) of a fragrance, based on the weight of the aqueous laundry detergent composition, wherein the fragrance comprises a component selected from the group consisting of limonene, benzyl alcohol, and mixtures thereof.

[0039] Preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 10 wt % (preferably 1 to 10 wt %, more preferably 2 to 8 wt %, most preferably 5 to 7.5 wt %) of a hydrotrope, based on the weight of the aqueous laundry detergent composition. More preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 10 wt % (preferably 1 to 10 wt %, more preferably 2 to 8 wt %, most preferably 5 to 7.5 wt %) of a hydrotrope, based on the weight of the aqueous laundry detergent composition, the hydrotrope being selected from the group consisting of calcium, sodium, potassium, ammonium, and alkanolammonium salts of alkyl hydroxides, glycols, urea, monoethanolamine, diethanolamine, triethanolamine, xylene sulfonic acid, toluene sulfonic acid, ethylbenzene sulfonic acid, and cumene sulfonic acid, salts thereof, and mixtures thereof. Even more preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 10 wt. % (preferably, 1 to 10 wt. %, more preferably, 2 to 8 wt. %, and most preferably, 5 to 7.5 wt. %) of a hydrotrope, based on the weight of the aqueous laundry detergent composition, wherein the hydrotrope is selected from the group consisting of ethanol, propylene glycol, sodium toluene sulfonate, potassium toluene sulfonate, sodium xylene sulfonate, ammonium xylene sulfonate, potassium xylene sulfonate, calcium xylene sulfonate, sodium cumene sulfonate, ammonium cumene sulfonate, and mixtures thereof. Even more preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 10 wt. % (preferably, 1 to 10 wt. %, more preferably, 2 to 8 wt. %, and most preferably, 5 to 7.5 wt. %) of a hydrotrope, based on the weight of the aqueous laundry detergent composition, wherein the hydrotrope comprises at least one of ethanol, propylene glycol, and sodium xylene sulfonate. Most preferably, the aqueous laundry detergent composition of the present invention further comprises 0 to 10 wt. % (preferably 1 to 10 wt. %, more preferably 2 to 8 wt. %, most preferably 5 to 7.5 wt. %) of a hydrotrope, based on the weight of the aqueous laundry detergent composition, wherein the hydrotrope is a mixture of ethanol, propylene glycol, and sodium xylene sulfonate.

[0040] Preferably, the aqueous laundry detergent composition is in liquid form having a pH of 6 to 12.5, preferably at least 6.5, preferably at least 7, preferably at least 7.5, preferably no more than 12.25, preferably no more than 12, preferably no more than 11.5. Suitable bases for adjusting the pH of the formulation include inorganic bases such as sodium hydroxide (including soda ash) and potassium hydroxide, sodium bicarbonate, sodium silicate, and ammonium hydroxide, as well as organic bases such as mono-, di-, or tri-ethanolamine or 2-dimethylamino-2-methyl-1-propanol (DMAMP). Mixtures of bases may be used. Suitable acids for adjusting the pH of aqueous media include inorganic acids such as hydrochloric acid, phosphoric acid, and sulfuric acid, as well as organic acids such as acetic acid. Mixtures of acids may be used. The formulation may be adjusted to a higher pH using a base and then back-titrated to the above-mentioned range using an acid.

[0041] Preferably, the method of cleaning soiled fabric articles of the present invention comprises providing soiled fabric articles, providing wash water, providing rinse water, providing a laundry detergent composition of the present invention, applying the wash water and the laundry detergent composition to the soiled fabric articles to provide washed fabric articles, and then rinsing the washed fabric articles with rinse water.

[0042] Preferably, in the method of cleaning soiled fabric articles of the present invention, the soiled fabric articles are treated with the laundry detergent composition and wash water using well-known techniques. Preferably, the laundry detergent composition is mixed with wash water in a weight ratio of laundry detergent composition to wash water of 1:100 to 1:1,000.

[0043] Some embodiments of the present invention will now be described in detail in the following examples.

[0044] [Table 1]

[0045] Synthesis S1:C 12 EO A 3-liter (L) three-neck glass round-bottom flask equipped with a centrally stirred overhead, a reflux condenser, and a heating jacket was used for the catalytic etherification of 1-dodecene and monoethylene glycol. A pitch-blade impeller was used for stirring to ensure good mixing. A reaction mixture of 551.7 grams (g) of ethylene glycol and 505.8 g of 1-dodecene was prepared and charged to the reactor at 23°C along with 61 g of catalyst in powder form. The impeller stirring speed was set at 400 revolutions per minute (rpm). The reactor was heated to 135°C over 30 minutes, held at 135°C for 18 hours, and then cooled to 23°C by turning off the heater. Using a separatory funnel, the reaction mixture was separated into a monoethylene glycol and catalyst phase and an olefin phase.

[0046] The distillation apparatus was configured using a 1-liter round-bottom flask connected to a short-path distillation head with a thermometer adapter and a condenser with a vacuum adapter at the outlet. The distillation flask was heated in an aluminum block with an IKA heated stir plate. The combined olefin phases were placed in the distillation pot, and stirring and vacuum were then applied. Significant boiling was observed, but no condensate was observed or collected. The temperature of the heating block was increased to 75°C, and unreacted dodecane was collected at distillation head temperatures of 25°C to 50°C and pressures of 13.3 to 40 Pascals (Pa). The heating block temperature was gradually increased to 140°C, and an intermediate fraction containing both monoether alcohol ethoxylate and dodecene was collected while the head temperature was increased from 50°C to 75°C at a pressure of 13 Pa. 12 EO was collected at head temperatures of 70°C to 115°C and pressures of 6 Pa to 33 Pa. The heating block temperature was gradually increased to 200°C, and the head temperature was increased from 115°C to 130°C at a pressure of 6 Pa while collecting intermediate fractions containing both monoether alcohol ethoxylates and diethers. The distillation was stopped, and the remaining diethers in the pot were collected. 12The EO was then subjected to a sulfation process to produce sulfate anionic surfactants.

[0047] Synthesis S2:C 14 EO For the catalytic etherification of 1-tetradecene and monoethylene glycol, a 300 mL Parr reactor equipped with a heating jacket and control devices was used. A pitched blade impeller was used for agitation to ensure good mixing.

[0048] A reaction mixture of 100.0 g of monoethylene glycol and 100.0 g of 1-tetradecene was prepared and charged to a reactor at 23°C along with 10.0 g of powdered catalyst. The impeller agitation speed was set to at least 600 rpm. The reactor was heated to 135°C in 30 minutes, held at 135°C for 6 hours, and then cooled to room temperature by turning off the heater. The reaction mixture was separated using a separatory funnel. Using the separatory funnel, the reaction mixture was separated into a monoethylene glycol and catalyst phase and an olefin phase. Fifteen batches were produced, and the olefin phase was collected and combined for distillation.

[0049] The same distillation apparatus used in synthesis S1 was used. 14 This was used for the distillation of EO. The olefin phase product from multiple batch reactor runs was placed in a distillation pot, which was then stirred and vacuum applied. Significant boiling was observed, but no condensate was observed or collected. The heating block temperature was increased to 95°C, and unreacted 1-tetradecene was collected at a distillation head temperature of 30°C to 60°C and a pressure of 27 Pa to 5 Pa. The heating block temperature was gradually increased to 170°C, and an intermediate fraction containing both the monoether and tetradecene was collected as the head temperature increased from 60°C to 85°C at a pressure of 7 Pa to 5 Pa. 14 EO was collected at a head temperature of 80° C. to 115° C. and a pressure of 8 Pa to 5 Pa. Distillation was stopped when no more material was distilling with the pot temperature set at 170° C.

[0050] Synthesis S3:C 12 EO Sulfate All chemical manipulations were carried out under a dry nitrogen atmosphere. Prior to the experiments, all glassware was heated in a laboratory oven to remove residual water. A 2 L three-necked round-bottom flask was charged with dichloromethane (500 mL) and C (prepared according to Synthesis S1). 12 EO (40 g, 0.173 mol, 1.0 equiv.) was charged. The reaction flask was equipped with an overhead mechanical stirrer, an addition funnel, and a thermocouple. Next, chlorosulfonic acid (12.7 mL, 0.191 mol, 1.1 equiv.) was carefully added to the addition funnel. The reaction flask was then immersed in an ice bath and cooled to 0°C for 20 minutes. Once the reaction was cooled, chlorosulfonic acid was added dropwise to the reaction flask at a rate of approximately 1.0 mL / min over a period of approximately 20 minutes. The reaction temperature did not exceed 5°C during the addition of the chlorosulfonic acid. After the addition, the reaction was allowed to react, maintaining the temperature between 0°C and 5°C for 3 hours. At this point, the reaction was neutralized by the slow, dropwise addition of aqueous NaOH (18.0 g NaOH, 0.9 mol, in 500 mL water). The addition rate was slow enough that it did not exceed 5°C over the course of the addition. The solution became basic after the addition of approximately 300 mL of 0.9 M NaOH solution. The dichloromethane was then carefully removed from the two-phase reaction mixture in vacuo. During the removal of the dichloromethane, a large amount of foaming was observed. After the dichloromethane was removed, the remaining aqueous solution was placed in a freeze dryer / lyophilizer to obtain the secondary alcohol ethoxylate sulfate product, C. 12 EO sulfate was obtained as a white solid (61.9 grams).

[0051] Synthesis S4:C 14 EO Sulfate All chemical manipulations were carried out under a dry nitrogen atmosphere. Prior to the experiments, all glassware was heated in a laboratory oven to remove residual water. A 2 L three-necked round-bottom flask was charged with dichloromethane (500 mL) and C (prepared according to Synthesis S2). 14EO (50 g, 0.193 mol, 1.0 equiv.) was charged. The reaction flask was equipped with an overhead mechanical stirrer, an addition funnel, and a thermocouple. Next, chlorosulfonic acid (14.2 mL, 0.213 mol, 1.1 equiv.) was carefully added to the addition funnel. The reaction flask was then immersed in an ice bath and cooled to 0°C for 20 minutes. Once the reaction was cooled, chlorosulfonic acid was added dropwise to the reaction flask at a rate of approximately 1.0 mL / min over a period of approximately 20 minutes. The reaction temperature did not exceed 5°C during the addition of the chlorosulfonic acid. After the addition, the reaction was allowed to react, maintaining the temperature between 0°C and 5°C for 3 hours. At this point, the reaction was neutralized by the slow, dropwise addition of aqueous NaOH (18.0 g, 0.9 mol in 500 mL of water). The addition rate was slow enough that it did not exceed 5°C over the course of the addition. The solution became basic after the addition of approximately 400 mL of 0.9 M NaOH solution. The dichloromethane was then carefully removed from the two-phase reaction in vacuo. During the removal of the DCM, copious amounts of foaming were observed. After the DCM was removed, the remaining aqueous solution was placed in a freeze dryer / lyophilizer to yield the secondary alcohol ethoxylate sulfate product (68.6 grams).

[0052] Synthetic S5:ALEO1 Sulfate ALEO1 sulfate was prepared from ALEO1 in the same manner as described in Synthesis S3.

[0053] Synthetic S6:SA3EO Sulfate SA3EO sulfate was prepared from SA3EO in the same manner as described in Synthesis S3.

[0054] EO distribution of surfactants The distribution of EO adducts in the surfactants listed in Table 1 was determined by NMR or UHPLC-MS as noted using the methodology described below with the results provided in Table 1.

[0055] Nuclear magnetic resonance EO distribution characterization (NMR) The surfactant samples to be analyzed were prepared by dissolving the surfactant in deuterated dimethyl sulfoxide containing 0.025 M chromium(III) acetylacetonate. The samples were then analyzed by nuclear magnetic resonance (NMR) analysis. 13 C NMR spectra were collected on a Bruker AVANCE 400 MHz spectrometer equipped with a 10 mm cryoprobe set at 25 °C using the following parameters: 90° pulse, inverse gate decoupling, 1.38 s acquisition time, and 6.4 s recycle delay. 2048 scans were collected. Data were processed with MNOVA, and chemical shifts were referenced to the solvent peak at 39.52 ppm. DEPT-135 experiments were also acquired with the same parameters except for a 2.0 s recycle delay and 2048 scans. The ratios of the different EO adducts were calculated by integrating and comparing the intensities of the ethylene oxide alcohol end group at approximately 60-61 ppm, the ethylene oxide backbone at approximately 69-70 ppm, the ethylene oxide end group ether peak at approximately 71-72 ppm, the unreacted primary alcohol peak at approximately 60-61 ppm, and the unreacted secondary alcohol peak at approximately 65-66 ppm.

[0056] Sodium Lauryl Ether Sulfate Analysis by UHPLC-MS Ultra-high performance liquid chromatography-mass spectrometry (UHPLC-MS) conditions:

[0057] [Table 2]

[0058] Procedure: Commercial surfactant-containing compositions were analyzed by ultra-high performance liquid chromatography-mass spectrometry (UHPLC-MS) with electrospray ionization (ESI). For analysis, stock solutions were prepared at a concentration of 25 ppm in a 50 / 50 mixture of methanol / water. Alcohol ethoxylate samples were diluted 1:100 in duplicate with 50 / 50 methanol / water and vortexed for several seconds. They were then diluted 1:10 with 50 / 50 methanol / water to obtain a final dilution of 1:1,000. Ethal® LA-4 was the standard used for commercially available 1-molar sodium laureth sulfate, and Ethal® LA-7 was the standard used for commercially available 3-molar sodium laureth sulfate. Calibration standards were prepared at 10 ppm, 5 ppm, 2 ppm, and 1 ppm in 50 / 50 methanol / water.

[0059] Alkyl sulfates were diluted from a 1:1,000 preparation into 50 / 50 methanol / water to give a final solution of 1:20,000. POLYSTEP® BN-5 was used as the standard for alkyl sulfate analysis. Standards were prepared at concentrations of 5 ppm, 2 ppm, 1 ppm, and 0.5 ppm in 50 / 50 methanol / water.

[0060] Samples were analyzed using a Waters ACQUITY® UPLC system equipped with a Waters BEH C18 1.7 μm 1 × 50 mm column. Mass spectrometry was performed using a Waters LCT Premier TOF mass spectrometer with electrospray ionization (ESI). Measurements were performed in both positive and negative ion modes. Each sample preparation was injected three times for analysis. The ratios of the different EO adducts were calculated by peak area and are reported in Table 1.

[0061] [Table 3]

[0062] At least 95 mol % of the oligomers in the products of Syntheses S4 and S5 had an n of 1, and not more than 5 mol % of the oligomers had an n of 2 or greater. Specifically, not less than 98 mol % of the oligomers in the products of Syntheses S4 and S5 had an n of 1, and not more than 2 mol % of the oligomers had an n of 2 or greater.

[0063] 1,4-dioxane content of surfactants The 1,4-dioxane content in the surfactants listed in Table 2 was determined by a liquid injection low-temperature gas chromatography-mass spectrometry (GC-MS) method for the organic layer and by a liquid chromatography-mass spectrometry (LC-MS) method for the aqueous layer, as mentioned using the methodology described below with the results provided in Table 2.

[0064] Gas chromatography-mass spectrometry (GC-MS) conditions for measuring 1,4-dioxane in the organic layer:

[0065] [Table 4]

[0066] Standards were prepared by adding dioxane to tetrahydrofuran ("THF") and diluting from 0.1 to 100 ppm.

[0067] Samples were prepared by combining 3.3 g of the organic (DCM) layer of the crude process mixture with 6.7 g of THF, then shaking the solution for approximately 20 minutes. The solids were then centrifuged to the bottom, and the supernatant was placed in an autosampler vial. Spiked samples were prepared by adding dioxane standards in THF to separate samples at 5-10 ppm.

[0068] Liquid chromatography-mass spectrometry (LC-MS) conditions for measuring the 1,4-dioxane content in the aqueous layer:

[0069] [Table 5]

[0070] Samples were injected neat or diluted 1:4 with water. Standards were prepared by preparing a dioxane in THF stock solution and diluting with water to 0.1-100 ppm.

[0071] Calculation of dioxane content for solids The ppm of dioxane content relative to the solid content in the sample is calculated according to Equation 1.

[0072]

number

[0073] [Table 6]

[0074] Gas chromatography results for SA3EO sulfate surfactant showed that secondary alcohols with an average of 3 moles of ethylene oxide per molecule contained 2 ppm of 1,4-dioxane in the organic phase at 110°C, indicating the potential for structures with n > 2 to produce 1,4-dioxane. Interestingly, when the inlet temperature was increased to 280°C, the dioxane content of SA3EO sulfate increased from 2 ppm to 1,471 ppm of 1,4-dioxane in the organic phase. This result indicates that sulfated surfactants with n > 2 can generate observable 1,4-dioxane at 110°C, but also indicates that such surfactants may be unstable at temperatures as high as 280°C, which can result in significant 1,4-dioxane formation. Similar to SA3EO sulfate, gas chromatography results for ALEO1 sulfate surfactant show the formation of more than 9 ppm of 1,4-dioxane relative to the solid at 110°C. Furthermore, ALEO1 sulfate surfactant also showed significant production of 1,4-dioxane (259 ppm) at 280°C, suggesting that ALEO1 sulfate surfactant lacks stability at high temperatures. 12EO sulfate surfactants exhibit low 1,4-dioxane content. Surprisingly, the C 12 The EO sulfate surfactants also exhibit extremely low 1,4-dioxane content, below the limit of detection (LOD) of the GC and LC methods. Using the LOD as a measure, this indicates that 12 It shows that the dioxane content of EO sulfate is less than 1.6 ppm based on the solid at 110°C. 12 For EO sulfate, when the inlet temperature was increased to 280°C, the 1,4-dioxane content of the material was still less than 1 ppm (i.e., 0.58 ppm), which is consistent with the C 12 EO sulfate shows increased thermal stability over the comparative material.

[0075] Comparative Examples CF1-CF2 and Examples F1-F3: Aqueous Laundry Compositions Aqueous laundry detergent compositions having the formulations set forth in Table 3 were prepared according to standard laundry formulation preparation procedures for each of Comparative Examples CF1-CF2 and Examples F1-F3. The aqueous laundry detergent compositions were observed for formulation stability, and those exhibiting phase separation were identified as not stable. The results of these observations are reported in Table 3.

[0076] [Table 7]

[0077] Primary cleaning performance The primary wash performance of the liquid laundry detergent formulations of Comparative Examples CF1-CF2 and Examples F1-F3 was evaluated in a Launder-Ometer (SDL Atlas, Model M228AA) using a 30 minute wash cycle with a set test temperature of 22°C. 2+ :Mg 2+Twenty 1.2 liter canisters filled with 500 mL of 100 ppm by weight hardness-adjusted water with a molar ratio of 2 / 1 Ca were used for each run. The washed fabrics were shaken at ambient temperature for 5 minutes at 260 osc / min in an Eberbach E6000 reciprocating shaker. 2+ / Mg 2+ The stained fabrics and soiled ballast used in the test were PCS-S-132 High Discrimination Sebum BEY Pigment and PCS-S-94 Sebum / Dust ASTM Stain from Testfabrics sewn onto pre-shrunk cotton interlock fabric. The cotton interlock measured 5 x 5 cm. The stained swatches measured 2.5 x 3 cm. One 5 x 5 cm piece of SBL-CFT soiled ballast was added to each canister to provide a baseline soil for the wash solution. The total surfactant concentration in the wash solution was 200 ppm.

[0078] Reflectance measurement and Stain Removal Index (SRI) ASTM method D4265-14 was used to determine the soil removal index (SRI) of each of the liquid laundry detergent formulations evaluated in the Primary Cleaning Performance Test. The average SRI obtained from eight swatches per condition (two swatches per pot, four pots) is provided in Table 4.

[0079] Stained fabric L * , a * and b * The values ​​of L for unwashed and unstained poly-cotton fabric were measured before and after washing using a Mach 5 spectrophotometer from Colour Consult. * , a * , and b * The value of was determined in the SRI calculation as follows:

[0080]

number

[0081] [Table 8]

[0082] Prevention of redeposition The anti-redeposition performance of the standard liquid laundry detergent + cleaning booster combinations of Comparative Examples CF1-CF2 and Examples F1-F3 was evaluated in a Terg-o-tometer Model 7243ES agitated at 90 cycles per minute under the conditions specified in Table 5.

[0083] [Table 9]

[0084] The anti-redeposition performance was determined by calculating ΔE measured with the MACH5+ instrument (L, a, and b). The results are shown in Table 6, where ΔE * is according to the following formula: ΔE * = ΔE aw -ΔE bw In the formula, ΔE aw is measured from the fabric after washing, and ΔE bw is measured from the fabric before washing. *corresponds to better anti-redeposition performance. For all fabrics tested, the blend of synthetic S3 and S4 products (1:1 wt%) provided the best anti-redeposition performance.

[0085] [Table 10]

Claims

1. Water and and a detersive surfactant, wherein the detersive surfactant comprises: a nonionic surfactant, and a blend of anionic surfactants, the anionic surfactants being represented by Formula I 【Chemical 1】 (In the formula, each R １ and R ２ are independently １～１６ is an alkyl group, and R １ and R ２ The total number of carbon atoms in M ​​is 7 to 17. ＋ is —SO of Formula I ３ － 1. An aqueous laundry detergent composition comprising an alcohol ethoxy sulfate surfactant of formula I, wherein n is a cation that balances the negative charge of the anion, and n is 1 in 95-100 mole percent of the alcohol ethoxy sulfate surfactant of formula I.

2. 10. The aqueous laundry detergent composition of claim 1, wherein the alcohol ethoxy sulfate surfactant of Formula I contains less than 9 ppm of 1,4-dioxane.

3. 3. The aqueous laundry detergent composition of claim 2, wherein the alcohol ethoxy sulfate surfactant of formula I has high thermal stability.

4. less than 1 wt. % of Formula II, based on the solids weight of the aqueous laundry detergent composition 【Chemistry 2】 (In the formula, each R ３ and R ４ are independently １～１６ alkyl group, the total carbon atoms of which is ３ and R ４ is 7 to 17, and A ＋ represents —SO in Formula II. ３ － 3. The aqueous laundry detergent composition of claim 2, containing an alcohol sulfate surfactant of formula (I), wherein the cation balances the negative charge on the anion.

5. 30 to 97 wt. % water, based on the weight of the aqueous laundry detergent composition; 5. The aqueous laundry detergent composition of claim 4, comprising: 10 to 60 wt. % of said detersive surfactant, based on the weight of said aqueous laundry detergent composition; and wherein the weight ratio of said nonionic surfactant to said anionic surfactant in said blend is from 5:1 to 1:7.

5.

6. 6. The aqueous laundry detergent composition of claim 5, further comprising an organic solvent.

7. 7. The aqueous laundry detergent composition of claim 6, further comprising an additional anionic surfactant, wherein said additional anionic surfactant is a linear alkyl benzene sulfonate surfactant.

8. 8. The aqueous laundry detergent composition of claim 7, further comprising an additive selected from the group consisting of amphoteric / zwitterionic surfactants, bleach activators, bleaching agents, builders, cationic surfactants, colorants, conditioning agents, dyes, enzymes, fillers, optical brighteners, foam control agents, fragrances, hydrotropes, optical brighteners, organic solvents, pigments, pH adjusters, pH buffers, preservatives, rheology modifiers, stabilizers, structurants, softeners, and mixtures thereof.

9. A method for cleaning soiled fabric articles, comprising: providing soiled fabric articles; providing the laundry detergent composition of claim 1; providing wash water; providing rinse water; applying the wash water and the laundry detergent composition to the soiled fabric articles to provide washed fabric articles; and rinsing the washed fabric articles with the rinse water.

10. 10. The method of claim 9, wherein the aqueous laundry detergent composition is the aqueous laundry detergent composition of claim 8.

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