Aqueous personal care rinse-off composition

An alcohol ethoxy sulfate surfactant with specific alkyl and cation characteristics addresses 1,4-dioxane formation, ensuring compliance with regulatory limits and efficient cleansing in personal care products.

JP2025531111APending Publication Date: 2025-09-19DOW GLOBAL TECHNOLOGIES LLC +1
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Patent Information

Application Number
JP2025514730
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-09-20
Filing Date
2023-09-13
Publication Date
2025-09-19

AI Technical Summary

Technical Problem

Conventional alcohol ethoxy sulfate surfactants in personal care products form 1,4-dioxane during production and handling, leading to regulatory compliance challenges due to stringent 1,4-dioxane content limits, and existing stripping techniques are inefficient and costly.

Method used

Development of an alcohol ethoxy sulfate surfactant with a specific alkyl group range and cation balance that resists 1,4-dioxane formation during sulfation and elevated temperatures, ensuring low 1,4-dioxane content in personal care compositions.

Benefits of technology

The surfactant maintains less than 9 ppm 1,4-dioxane, meeting regulatory standards and providing effective cleansing without the need for costly stripping processes.

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Abstract

An aqueous personal care rinse-off composition is provided comprising a dermatologically acceptable aqueous vehicle and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises 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 is 7 to 17, and M + is a cation that balances the negative charge of the -SO3- anion of formula (I), and n is 1 in 95-100 mol % of the alcohol ethoxy sulfate surfactant of formula (I). [Formula 1] JPEG2025531111000023.jpg19170
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Description

[Technical Field]

[0001] The present invention relates to a personal care rinse-off composition. In particular, the present invention relates to a personal care rinse-off composition comprising a dermatologically acceptable aqueous vehicle and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises an alcohol ethoxy sulfate surfactant of 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 is 7 to 17, and M + is -SO3 in formula I - It is the 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.

[0003] Alkyl ethoxy sulfate anionic surfactants (e.g., alcohol ethoxy sulfate surfactants) have established use in various personal care cleansing formulations, such as shampoos and body wash formulations. However, traditional AES anionic surfactants are associated with undesirable 1,4-dioxane content. Regulatory agencies are increasingly restricting 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 cosmetics, personal care, and 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 that may contribute to the unintentional incorporation of 1,4-dioxane into consumer products 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 ethoxylated alcohol intermediates for the production of conventional alcohol ethoxy sulfate surfactants are typically produced 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 an acidic environment 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] Traditionally, 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 the conventional AES surfactant or products incorporating it. Stripping processes are not only expensive and time-consuming, but also do not guarantee compliance with increasingly stringent regulatory requirements. Furthermore, because 1,4-dioxane can form over time in response to 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. As such, ensuring that products containing AES surfactants comply with appropriate regulations at the time of sale to the end consumer is a challenging task.

[0006] Therefore, there remains a need for personal care cleansing formulations having 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 personal care rinse-off composition comprising a dermatologically acceptable aqueous vehicle and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises an alcohol ethoxy sulfate surfactant of 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 is 7 to 17, and M +is -SO3 in formula I - It is the 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.

[0009] The present invention provides an aqueous personal care rinse-off composition containing a dermatologically acceptable aqueous vehicle and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises 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 is 7 to 17, and M + is -SO3 in formula I - 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, which contains less than 9 ppm of 1,4-dioxane.

[0010] The present invention provides an aqueous personal care rinse-off composition containing a dermatologically acceptable aqueous vehicle and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises 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 is 7 to 17, and M + is -SO3 in formula I -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; the alcohol ethoxy sulfate surfactant of formula I contains less than 9 ppm of 1,4-dioxane; and the alcohol ethoxy sulfate surfactant of formula I is resistant to forming 1,4-dioxane when exposed to temperatures up to 280°C.

[0011] The present invention provides an aqueous personal care rinse-off composition containing a dermatologically acceptable aqueous vehicle and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises 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 is 7 to 17, and M + is -SO3 in formula I - a cation that balances the negative charge of the anion, and n is 1 in 95 to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I, and the aqueous personal care rinse-off composition contains less than 2 wt % of the alcohol sulfate surfactant of formula II, based on the solids weight of the aqueous personal care rinse-off composition;

[0012] [ka] In the formula, each R 3 and R 4 independently, C 1~16 is an alkyl group, and R 3 and R 4 The total number of carbon atoms in A is 7 to 17. + In formula II, -SO3 - It is the cation that balances the negative charge on the anion.

[0013] The present invention provides an aqueous personal care rinse-off composition comprising a dermatologically acceptable aqueous vehicle, a thickening salt, and a dermatologically acceptable cleansing surfactant, wherein the dermatologically acceptable cleansing surfactant comprises 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 + is -SO3 in formula I - is a cation that balances the negative charge of the anion, and n is 1 in 95 to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I, and the aqueous personal care rinse-off composition contains less than 2 wt % of the alcohol sulfate surfactant of formula II, based on the solids weight of the aqueous personal care rinse-off composition, wherein each R 3 and R 4 independently, C 1~16 is an alkyl group, and R 3 and R 4 The total number of carbon atoms in A is 7 to 17. + In formula II, -SO3 - It is the cation that balances the negative charge on the anion.

[0014] The present invention provides a method for cleansing at least one of mammalian skin and hair, comprising: (a) applying an aqueous personal care rinse-off composition according to the present invention to the mammalian skin or hair; and (b) rinsing the aqueous personal care rinse-off composition from the skin or hair with rinse water. DETAILED DESCRIPTION OF THE INVENTION

[0015] The inventors have surprisingly discovered an alcohol ethoxy sulfate surfactant of formula I,

[0016] [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 + In formula I, -SO3 - It has been found that surfactants having a cation that balances the negative charge of the anion, and n being 1 in 95-100 mol % of the alcohol ethoxy sulfate surfactant of formula I, resist forming 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 up to 280° C. during processing, storage, and / or handling.

[0017] The inventors have also surprisingly discovered alcohol ethoxy sulfate surfactants of formula I,

[0018] [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 + is -SO3 in formula I - It has been discovered that alcohol ethoxy sulfate surfactants of Formula I, where 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, promote lower levels of salt for dilution thickening of aqueous personal care rinse-off compositions containing same compared to conventional sodium laureth sulfate surfactants.

[0019] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight (for example, "ppm" means parts per million by weight).

[0020] As used herein and in the appended claims, the term "cosmetically acceptable" refers to ingredients typically used in personal care compositions and is intended to emphasize that materials that are toxic when present in amounts typically found in personal care compositions are not contemplated as part of the present invention.

[0021] As used herein and in the appended claims with respect to aqueous personal care rinse-off 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.

[0022] Preferably, the aqueous personal care rinse-off compositions of the present invention are selected from the group consisting of shampoos, conditioning shampoos, body wash formulations, exfoliating body wash formulations, facial wash formulations, exfoliating facial wash formulations, liquid hand soap formulations, mild cleansing formulations, etc. More preferably, the aqueous personal care rinse-off compositions of the present invention are selected from the group consisting of shampoos, conditioning shampoos, body wash formulations, exfoliating body wash formulations, facial wash formulations, exfoliating facial wash formulations, liquid hand soap formulations, and mild cleansing formulations. Even more preferably, the aqueous personal care rinse-off compositions of the present invention are selected from the group consisting of shampoos, conditioning shampoos, body wash formulations, facial wash formulations, and liquid hand soap formulations. Most preferably, the aqueous personal care rinse-off compositions of the present invention are shampoos or body wash formulations.

[0023] Preferably, the aqueous personal care rinse-off composition of the present invention comprises a dermatologically acceptable aqueous vehicle (preferably, 25 to 99 wt. % (preferably, 30 to 95 wt. %, even more preferably, 40 to 92 wt. %, and most preferably, 70 to 90 wt. %) of the dermatologically acceptable aqueous vehicle, based on the weight of the aqueous personal care rinse-off composition), and a dermatologically acceptable cleansing surfactant (preferably, 0.5 to 60 wt. % (more preferably, 1 to 50 wt. %, even more preferably, 5 to 30 wt. %, and most preferably, 7 to 20 wt. %) of the dermatologically acceptable aqueous vehicle, based on the weight of the aqueous personal care rinse-off composition), wherein the dermatologically acceptable cleansing surfactant comprises an alcohol ethoxy sulfate surfactant of Formula I:

[0024] [ka] In the formula, 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 linear 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 linear 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, most preferably sodium cations), and n is (preferably 13 95-100 mol % (preferably, 96-100 mol %, more preferably, 97-100 mol %, and most preferably, 97.5-100 mol %) of the alcohol ethoxy sulfate surfactant of formula I is 1, as determined using C nuclear magnetic resonance characterization.

[0025] Preferably, the personal care rinse-off compositions of the present invention contain 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 10 to 92 wt. %, and most preferably 70 to 90 wt. %) of a dermatologically acceptable vehicle based on the weight of the personal care composition. More preferably, the personal care rinse-off compositions of the present invention contain 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 10 to 92 wt. %, and most preferably 70 to 90 wt. %) of a dermatologically acceptable vehicle based on the weight of the personal care composition, and the dermatologically acceptable aqueous vehicle is water, water and C 1~4and mixtures with alcohols. Even more preferably, the personal care rinse-off compositions of the present invention contain 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 10 to 92 wt. %, and most preferably 70 to 90 wt. %) of a dermatologically acceptable vehicle based on the weight of the personal care composition, the dermatologically acceptable vehicle comprising water. Most preferably, the personal care rinse-off compositions of the present invention contain 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 10 to 92 wt. %, and most preferably 70 to 90 wt. %) of a dermatologically acceptable vehicle based on the weight of the personal care composition, the dermatologically acceptable vehicle being water.

[0026] Preferably, the aqueous personal care rinse-off composition of the present invention comprises 0.5 to 60 wt. % (preferably 1 to 50 wt. %, more preferably 5 to 30 wt. %, and most preferably 7 to 20 wt. %) of a dermatologically acceptable cleansing surfactant, based on the weight of the aqueous personal care rinse-off composition, wherein the dermatologically acceptable cleansing surfactant comprises an alcohol ethoxy sulfate surfactant of Formula I:

[0027] [ka] In the formula, 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 linear 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 linear 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, most preferably sodium cations), and n is (preferably 13 95-100 mol % (preferably, 96-100 mol %, more preferably, 97-100 mol %, and most preferably, 97.5-100 mol %) of the alcohol ethoxy sulfate surfactant of formula I is 1, as determined using C nuclear magnetic resonance characterization.

[0028] 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 detectable 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).

[0029] 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. %, even more preferably less than 1.1 wt. %, and most preferably ≦1 wt. %) of the alcohol sulfate surfactant of formula II, based on the solids weight of the alcohol ethoxy sulfate surfactant of formula I;

[0030] [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 linear 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), and A + is -SO3 in formula II - A cation that balances the negative charge of the anion (preferably A + 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).

[0031] Preferably, the personal care rinse-off compositions of the present invention comprise an alcohol ethoxy sulfate surfactant of Formula I above, wherein the alcohol ethoxy sulfate surfactant of Formula I has increased thermal stability. More preferably, the personal care rinse-off compositions of the present invention comprise an alcohol ethoxy sulfate surfactant of Formula I above, wherein the alcohol ethoxy sulfate surfactant of Formula I has enhanced thermal stability. The term "enhanced 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).

[0032] Preferably, the aqueous personal care rinse-off composition of the present invention comprises 0.5 to 60 wt. % (preferably 1 to 50 wt. %, more preferably 5 to 30 wt. %, and most preferably 7 to 20 wt. %) of a dermatologically acceptable cleansing surfactant, based on the weight of the aqueous personal care rinse-off composition, wherein the dermatologically acceptable cleansing surfactant comprises an alcohol ethoxy sulfate surfactant of Formula I and at least one additional surfactant, and the weight ratio of the alcohol ethoxy sulfate surfactant of Formula I to the at least one additional surfactant in the aqueous personal care rinse-off composition is 10:1 to 1:10 (preferably 7:1 to 1:7, more preferably 5:1 to 1:1, and most preferably 3.5:1 to 1.75:1). More preferably, the aqueous personal care rinse-off composition of the present invention comprises 0.5 to 60 wt. % (preferably 1 to 50 wt. %, more preferably 5 to 30 wt. %, and most preferably 7 to 20 wt. %) of a dermatologically acceptable cleansing surfactant, based on the weight of the aqueous personal care rinse-off composition, the dermatologically acceptable cleansing surfactant comprising an alcohol ethoxy sulfate surfactant of Formula I and at least one additional surfactant, the at least one additional surfactant being selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, cocoyl glucoside, decyl glucoside), alkyl polypentosides (e.g., C 5~18 glycosides), glycinates (e.g., sodium cocoyl glycinate), betaines (e.g., alkyl betaines such as cetyl betaine and amido betaines such as cocamidopropyl betaine), taurates (e.g., sodium cocoyl taurate), glutamates (e.g., sodium cocoyl glutamate), sarcosinates (e.g., sodium lauroyl sarcosinate), isethionates (e.g., sodium cocoyl isethionate, sodium lauroyl methyl isethionate), sulfoacetates (e.g., sodium lauryl sulfoacetate), alaninates (e.g., sodium cocoyl alaninate), amphoacetates (e.g., sodium cocoamphoacetate), sulfonates (e.g., C 14~16and the weight ratio of the alcohol ethoxy sulfate surfactant of Formula I to the at least one additional surfactant in the aqueous personal care rinse-off composition is from 10:1 to 1:10 (preferably from 7:1 to 1:7, more preferably from 5:1 to 1:1, and most preferably from 3.5:1 to 1.75:1). More preferably, the aqueous personal care rinse-off composition of the present invention comprises 0.5 to 60 wt. % (preferably 1 to 50 wt. %, more preferably 5 to 30 wt. %, and most preferably 7 to 20 wt. %) of a dermatologically acceptable cleansing surfactant, based on the weight of the aqueous personal care rinse-off composition, the dermatologically acceptable cleansing surfactant comprising an alcohol ethoxy sulfate surfactant of Formula I and at least one additional surfactant, the at least one additional surfactant being selected from the group consisting of sulfates, sophorolipids, rhamnolipids, betaines, glycinates, glucosides, and succinates, and the weight ratio of the alcohol ethoxy sulfate surfactant of Formula I to the at least one additional surfactant in the aqueous personal care rinse-off composition is 10:1 to 1:10 (preferably 7:1 to 1:7, more preferably 5:1 to 1:1, and most preferably 3.5:1 to 1.75:1).Even more preferably, the aqueous personal care rinse-off composition of the present invention comprises 0.5 to 60 wt. % (preferably 1 to 50 wt. %, more preferably 5 to 30 wt. %, and most preferably 7 to 20 wt. %) of a dermatologically acceptable cleansing surfactant, based on the weight of the aqueous personal care rinse-off composition, the dermatologically acceptable cleansing surfactant comprising an alcohol ethoxy sulfate surfactant of Formula I and at least one additional surfactant, the at least one additional surfactant being selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, cocoyl glucoside, decyl glucoside) and betaine, and the weight ratio of the alcohol ethoxy sulfate surfactant of Formula I to the at least one additional surfactant in the aqueous personal care rinse-off composition is 10:1 to 1:10 (preferably 7:1 to 1:7, more preferably 5:1 to 1:1, and most preferably 3.5:1 to 1.75:1). Most preferably, the aqueous personal care rinse-off composition of the present invention comprises 0.5 to 60 wt. % (preferably 1 to 50 wt. %, more preferably 5 to 30 wt. %, and most preferably 7 to 20 wt. %) of a dermatologically acceptable cleansing surfactant, based on the weight of the aqueous personal care rinse-off composition, the dermatologically acceptable cleansing surfactant comprising an alcohol ethoxy sulfate surfactant of Formula I and at least one additional surfactant, the at least one additional surfactant being a mixture of an alkyl polyglucoside and cocamidopropyl betaine, and the weight ratio of the alcohol ethoxy sulfate surfactant of Formula I to the at least one additional surfactant in the aqueous personal care rinse-off composition is 10:1 to 1:10 (preferably 7:1 to 1:7, more preferably 5:1 to 1:1, and most preferably 3.5:1 to 1.75:1).

[0033] Preferably, the personal care rinse-off compositions of the present invention further comprise at least one optional personal care ingredient. More preferably, the personal care rinse-off compositions of the present invention further comprise at least one optional personal care ingredient, the at least one optional personal care ingredient being selected from the group consisting of emollients (e.g., hydrocarbon oils, esters, natural oils), cosmetically acceptable silicones (e.g., amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, hexamethyldisiloxane, methicone, phenyldimethicone, stearoxydimethicone), waxes, soaps, sensory modifiers, lubricants, preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol), antioxidants (e.g., butylated hydroxytoluene), chelating agents, antibacterial agents, pH adjusters / buffers / neutralizers, humectants (e.g., glycerin, sorbitol, monoglycerides, lecithin, glycolipids, fatty alcohols, fatty acids, polysaccharides, sorbitan esters, Polysorbates (e.g., polysorbate 20, polysorbate 40, polysorbate 60, and polysorbate 80), diols (e.g., propylene glycol), diol analogs, triols, triol analogs, polymer polyols), sunscreen actives, vitamins, proteins / amino acids, plant extracts, natural ingredients, bioactives, fragrances / fragrances, penetrating agents, polymers / resins / hair fixatives / film formers, surfactants / detergents / emulsifiers / opacifying agents, volatiles / propellants / solvents / carriers, liquid vehicles / solvents / carriers, salts, antistatic agents, anti-frizz agents, antidandruff agents, hair wave / straighteners, absorbents, colorants, hard particles, rheology modifiers (e.g., carbomers, acrylates, celluloses, stearates, natural gums), and conditioning agents (e.g., polyquaternium 10, cationic guar).

[0034] Preferably, the personal care rinse-off composition of the present invention further comprises a thickening salt. Most preferably, the personal care rinse-off composition of the present invention further comprises 0.1 to 20 wt % (preferably 0.2 to 15 wt %, more preferably 0.3 to 10 wt %, most preferably 0.5 to 3 wt %) of a thickening salt based on the weight of the personal care rinse-off composition, and the personal care rinse-off composition of the present invention further comprises 0.1 to 20 wt % (preferably 0.2 to 15 wt %, more preferably 0.3 to 10 wt %, most preferably 0.5 to 3 wt %) of a thickening salt based on the weight of the personal care rinse-off composition, the thickening salt being selected from the group consisting of sodium chloride, potassium chloride, sodium sulfate, potassium sulfate, magnesium chloride, magnesium sulfate, zinc sulfate, ammonium chloride, and monoethanolamine chloride, and mixtures thereof. Even more preferably, the personal care rinse-off compositions of the present invention further comprise 0.1 to 20 wt. % (preferably 0.2 to 15 wt. %, more preferably 0.3 to 10 wt. %, and most preferably 0.5 to 3 wt. %) of a thickening salt, based on the weight of the personal care rinse-off composition; the personal care rinse-off compositions of the present invention further comprise 0.1 to 20 wt. % (preferably 0.2 to 15 wt. %, more preferably 0.3 to 10 wt. %, and most preferably 0.5 to 3 wt. %) of a thickening salt, based on the weight of the personal care rinse-off composition, the thickening salt being selected from the group consisting of sodium chloride, potassium chloride, magnesium chloride, and mixtures thereof. Most preferably, the personal care rinse-off composition of the present invention further comprises 0.1 to 20 wt % (preferably 0.2 to 15 wt %, more preferably 0.3 to 10 wt %, most preferably 0.5 to 3 wt %) of a thickening salt based on the weight of the personal care rinse-off composition, and the personal care rinse-off composition of the present invention further comprises 2 to 35 wt % (preferably 4 to 20 wt %, more preferably 5 to 15 wt %, most preferably 6 to 10 wt %) of a thickening salt based on the weight of the personal care rinse-off composition, the thickening salt being sodium chloride.

[0035] Preferably, the personal care rinse-off compositions of the present invention contain less than 9 ppm (preferably less than 5 ppm, more preferably less than 4 ppm, also 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 0.5 ppm, even more preferably less than 0.25 ppm, even more preferably less than 0.15 ppm, and most preferably below the detectable limit) of 1,4-dioxane based on the solids weight of the personal care rinse-off composition (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).

[0036] Preferably, the aqueous personal care rinse-off compositions of the present invention comprise less than 1 wt. % (preferably less than 0.1, more preferably less than 0.01 wt. %, even more preferably less than 0.0015 wt. %, and even more preferably less than 0.001 wt. %, and most preferably below the detectable limit) of an alcohol sulfate surfactant of formula II, based on the solids weight of the personal care rinse-off composition;

[0037] [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 linear 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), and A + is -SO3 in formula II -A cation that balances the negative charge of the anion (preferably A + 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).

[0038] Preferably, the personal care rinse-off compositions of the present invention have a viscosity of 3,000 cP or greater, as determined according to the method used in the Examples herein. More preferably, the personal care rinse-off compositions of the present invention have a viscosity of 3,000 to 15,000 cP, as determined according to the method used in the Examples herein. Even more preferably, the personal care rinse-off compositions of the present invention have a viscosity of 4,000 to 12,000 cP, as determined according to the method used in the Examples herein. Most preferably, the personal care rinse-off compositions of the present invention have a viscosity of 5,000 to 9,000 cP, as determined according to the method used in the Examples herein.

[0039] Preferably, the personal care rinse-off composition of the present invention further comprises a pH adjuster. More preferably, the personal care rinse-off composition of the present invention further comprises a pH adjuster, and the personal care rinse-off composition has a pH of 5 to 9 (preferably 6 to 8, most preferably 6.25 to 7.75).

[0040] Preferably, the pH adjuster is selected from the group consisting of citric acid, lactic acid, hydrochloric acid, aminoethylpropanediol, triethanolamine, monoethanolamine, sodium hydroxide, potassium hydroxide, and amino-2-methyl-1-propanol. More preferably, the pH adjuster is selected from the group consisting of citric acid, lactic acid, sodium hydroxide, potassium hydroxide, triethanolamine, and amino-2-methyl-1-propanol. Most preferably, the pH adjuster is selected from the group consisting of citric acid and sodium hydroxide.

[0041] Preferably, the method of cleansing mammalian skin and / or hair (preferably human skin and / or hair) of the present invention comprises applying the aqueous personal care rinse-off composition of the present invention to mammalian (preferably human) skin or hair, and rinsing the aqueous personal care rinse-off composition from the skin or hair with rinse water. [Example]

[0042] Some embodiments of the present invention will now be described in detail in the following examples.

[0043] Experimental materials

[0044] [Table 1]

[0045] Synthesis S1:C 12 EO A 3-liter (L) three-necked 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. The reaction mixture was separated into a monoethylene glycol and catalyst phase and an olefin phase using a separatory funnel.

[0046] The distillation apparatus was constructed 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 phase was charged to the distillation pot, and then stirring and vacuum were 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 a head temperature of 70°C to 115°C and a pressure of 6 Pa to 33 Pa. The heating block temperature was gradually increased to 200°C, an intermediate fraction containing both monoether alcohol ethoxylates and diethers was collected, and the head temperature was increased from 115°C to 130°C at a pressure of 6 Pa. The distillation was stopped, and the remaining diethers in the pot were collected. 12 The EO was then subjected to a sulfation process to produce sulfate anionic surfactants.

[0047] Synthesis S2:C 14 EO A 300 mL Parr reactor with a heating jacket and controls was used for the catalytic etherification of 1-tetradecene and monoethylene glycol. 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 into a reactor at 23°C along with 10.0 g of powdered catalyst. The impeller stirring speed was set to at least 600 rpm. The reactor was heated to 135°C in 30 minutes and held at 135°C for 6 hours. The heater was then turned off, allowing the reactor to cool to room temperature. The reaction mixture was separated using a separatory funnel. The reaction mixture was separated into a monoethylene glycol and catalyst phase and an olefin phase using a separatory funnel. 15 batches were produced, and the olefin phase was collected and combined for distillation.

[0049] The same distillation apparatus as used in synthesis S1 was used. 14 This was used for the distillation of EO. The distillation pot was charged with the olefin phase product from a multiple batch reactor run, then agitation and vacuum were 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, with the head temperature increasing 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 to the reaction flask. The reaction flask was equipped with an overhead mechanical stirrer, an addition funnel, and a thermocouple. Chlorosulfonic acid (12.7 mL, 0.191 mol, 1.1 equiv.) was then carefully charged to the addition funnel. The reaction flask was then submerged in an ice bath and allowed to cool 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 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, and the temperature was maintained between 0 and 5°C for 3 hours. At this point, the reaction was neutralized by the slow, dropwise addition of an aqueous NaOH solution (18.0 g NaOH, 0.9 mol, in 500 mL water). The rate of addition was slow enough so that the temperature 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, copious amounts of foaming were observed. Upon removal of the dichloromethane, the remaining aqueous solution was placed in a freeze dryer to obtain the secondary alcohol ethoxylate sulfate product, C. 12 EO sulfate was obtained as an off-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 to the reaction flask. The reaction flask was equipped with an overhead mechanical stirrer, an addition funnel, and a thermocouple. Chlorosulfonic acid (14.2 mL, 0.213 mol, 1.1 equiv.) was then carefully charged to the addition funnel. The reaction flask was then submerged in an ice bath and allowed to cool 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 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, and the temperature was maintained 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 rate of addition was slow enough so that the temperature 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 foaming was observed. Upon removal of the DCM, the remaining aqueous solution was placed on a freeze dryer to yield the secondary alcohol ethoxylate sulfate product (68.6 grams).

[0052] Synthetic S5:ALEO1 Sulfate ALEO1 sulfate was prepared from ALEO1 by the same method 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 methodologies described below with the results provided in Table 1.

[0055] Nuclear Magnetic Resonance (NMR) EO Distribution Characterization The surfactant samples to be analyzed were prepared by dissolving the surfactant in deuterated dimethyl sulfoxide containing 0.025 M chromium(III) acetylacetate. 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 gated 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 were collected. 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 group 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 in 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 equipped with 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, ≥ 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 liquid injection low-temperature gas chromatography-mass spectrometry (GC-MS) for the organic layer and liquid chromatography-mass spectrometry (LC-MS) for the aqueous layer, as noted, 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 mixing 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 of 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] Calculating 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 secondary alcohols with an average of 3 moles of ethylene oxide per molecule containing 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 1471 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 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 on the solids at 110°C. Furthermore, the ALEO1 sulfate surfactant also showed significant production of 1,4-dioxane (259 ppm) at 280°C, indicating that the ALEO1 sulfate surfactant lacks stability at high temperatures. 12 EO 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 for EO sulfate is less than 1.6 ppm on a solid basis at 110° C. Interestingly, the C 12 When the inlet temperature of EO sulfate 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 compared to the comparative material.

[0075] Comparative Examples CF1 to CF5 and Examples F1 to F4 Personal Care Cleansing Formulations The personal care cleansing formulations of Comparative Examples CF1-CF5 and Examples F1-F4 listed in Table 3 were first treated with an anionic surfactant, followed by a cocamidopropyl betaine surfactant, then a C 8~14 A 15g scale was prepared by adding alkyl polyglucoside surfactant followed by water. The formulation was heated to 60°C until completely dissolved. The pH of the formulation was then adjusted to 5.5-6.0 using 10% by weight citric acid before testing.

[0076] [Table 7]

[0077] foam performance The foam performance of the personal care cleaning formulations of Comparative Examples CF1-CF5 and Examples F1-F2 was evaluated by loading a 50 mL sample of a 3% formulation dilution in water into a Kruss Dynamic Foam Analyzer Instrument. Foam was generated for 10 seconds at a mixing speed of 4,000 rpm with a 5-second oscillation period. After mixing, foam height and bubble size were continuously monitored for 5 minutes. The results of the foam analysis are provided in Table 4.

[0078] [Table 8]

[0079] salt thickening Salt thickening of the personal care cleansing formulations of Comparative Examples CF1-CF5 and Examples F1-F4 was evaluated by preparing dilutions of the neat formulations in 1 mL vials at the 700 μL scale so that the final formulations contained 10 wt. % or 5 wt. % surfactant active with 0, 0.25, 0.5, 0.7, 1, and 1.5 wt. % added sodium chloride salt. After dilution and salt addition, the formulations were mixed by inverting and vortexing the vial until the solution was homogeneous. The reported viscosities were obtained using a high-throughput methodology based on pressure measurements with the pipette tip aspirating the sample using the Total Aspiration and Dispense Monitoring (TADM) system capabilities of a Hamilton liquid dispensing robot. Details of the method used can be found in ACS Comb. Sci. 2016, 18, 405-414. The results are provided in Table 5.

[0080] [Table 9]

Claims

1. 1. An aqueous personal care rinse-off composition comprising: a dermatologically acceptable aqueous vehicle; a dermatologically acceptable cleansing surfactant, wherein said dermatologically acceptable cleansing surfactant comprises an alcohol ethoxy sulfate surfactant of formula I: 【Chemical 1】 In the formula, each R 1 and R 2 are independently 1~16 is an alkyl group, R 1 and R 2 is 7 to 17 carbon atoms in total, M + is the —SO of Formula I 3 - is a cation that balances the negative charge of the anion, An aqueous personal care rinse-off composition wherein n is 1 in 95-100 mol % of said alcohol ethoxy sulfate surfactant of formula I.

2. 10. The aqueous personal care rinse-off composition of claim 1, wherein said alcohol ethoxy sulfate surfactant of Formula I contains less than 9 ppm 1,4-dioxane.

3. 3. The aqueous personal care rinse-off composition of claim 2, wherein said alcohol ethoxy sulfate surfactant of formula I has increased thermal stability (preferably enhanced thermal stability).

4. the aqueous personal care rinse-off composition contains less than 1 wt. % of an alcohol sulfate surfactant of formula II, based on the solids weight of the aqueous personal care rinse-off composition; 【Chemistry 2】 In the formula, each R 3 and R 4 are independently 1~16 is an alkyl group, and R 3 and R 4 The total number of carbon atoms in A is 7 to 17, + is —SO in Formula II 3 - 3. The aqueous personal care rinse-off composition of claim 2, wherein the anion is a cation that balances the negative charge on the anion.

5. 5. The aqueous personal care rinse-off composition of claim 4, wherein the aqueous personal care rinse-off composition is selected from the group consisting of a shampoo, a conditioning shampoo, a body wash formulation, an exfoliating body wash formulation, a facial wash formulation, an exfoliating facial wash formulation, and a liquid hand soap formulation.

6. 6. The aqueous personal care rinse-off composition of claim 5, wherein the dermatologically acceptable aqueous vehicle comprises water.

7. 7. The aqueous personal care rinse-off composition of claim 6, wherein the dermatologically acceptable cleansing surfactant further comprises an additional surfactant selected from the group consisting of alkyl polyglucosides, alkyl polypentosides, glycinates, betaines, taurates, glutamates, sarcosinates, isethionates, sulfoacetates, alaninates, amphoacetates, sulfonates, sulfates, succinates, sophorolipids, rhamnolipids, and mixtures thereof, and the weight ratio of the alcohol ethoxy sulfate surfactant of Formula I to the additional surfactant in the aqueous personal care rinse-off composition is from 10:1 to 1:

10.

8. 8. The aqueous personal care rinse-off composition of claim 7, further comprising a thickening salt.

9. 8. The aqueous personal care rinse-off composition of claim 7, wherein the additional surfactant comprises a mixture of betaine and alkyl polyglucoside, the thickening salt is sodium chloride, and the aqueous personal care rinse-off composition comprises 0.1 to 20 wt. % sodium chloride, based on the weight of the aqueous personal care rinse-off composition.

10. 1. A method of cleansing at least one of mammalian skin and hair, comprising: (a) applying the aqueous personal care rinse-off composition of claim 1 to the skin or hair of a mammal; (b) rinsing the aqueous personal care rinse-off composition from the skin or hair with rinse water; A method comprising: