Aqueous light-duty liquid detergent formulations

By using the alcohol ethoxysulfate surfactant of formula I, the surfactant resists the formation of 1,4-dioxane during the sulfation process and under high temperature conditions, solving the problem of exceeding the 1,4-dioxane content in the prior art, and achieving the effect of low content and high thermal stability.

CN120019135APending Publication Date: 2025-05-16DOW GLOBAL TECHNOLOGIES LLC +1
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Patent Information

Application Number
CN202380064392.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-09-20
Filing Date
2023-09-13
Publication Date
2025-05-16

AI Technical Summary

Technical Problem

Conventional alcohol ethoxysulfate surfactants in existing aqueous light scale liquid detergents are prone to form 1,4-dioxane during preparation and use, resulting in the 1,4-dioxane content in the product exceeding the standard and violating regulatory regulations.

Method used

An alcohol ethoxysulfate surfactant of formula I is employed which resists the formation of 1,4-dioxane during sulfation and under high temperature conditions and maintains an oligomer structure of n=1 in the range of 95 mol% to 100 mol%.

Benefits of technology

It effectively reduces the content of 1,4-dioxane, ensures that the content of 1,4-dioxane in the product is less than 9ppm, meets strict regulatory requirements, and improves the thermal stability of the surfactant.

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Abstract

There is provided an aqueous light-duty liquid detergent formulation, the aqueous light-duty liquid detergent formulation comprising: water; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I wherein each R1 and R2 are independently a C1-16 alkyl group; wherein the sum of carbon atoms in R1 and R2 is from 7 to 17; wherein M + is a negatively charged cation that balances the-SO3-anion of formula I; and wherein n is 1 in 95 mol% to 100 mol% of the alcohol ethoxysulfate surfactant of formula (I). # imgabs0 #
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Description

[0001] The present invention relates to an aqueous light-duty liquid detergent formulation. Specifically, the present invention relates to an aqueous light-duty liquid detergent formulation, the aqueous light-duty liquid detergent formulation comprising water; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I

[0002]

[0003] Each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; and wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxysulfate surfactant of formula I.

[0004] Aqueous cleaning compositions such as floor care formulations, hard surface cleaning formulations and personal care formulations have a wide range of uses. For example, uses include cleaning hard surfaces such as floors, counters, walls, tables and other objects made of, for example, wood, stone, laminate, ceramic and plastic materials that require regular cleaning of accumulated dirt, oil, grease and other contaminants.

[0005] Aqueous light-duty liquid detergent formulations are commonly used in hand dishwashing liquids, hard surface cleaners, and certain laundry applications. These aqueous light-duty liquid detergent formulations typically include anionic surfactants that are primary soap suds generators and secondary surfactants. Alkyl ethoxy sulfate anionic surfactants (e.g., alcohol ethoxy sulfate surfactants) have established use in a variety of aqueous light-duty liquid detergent formulations, i.e., conventional AES anionic surfactants; however, have been associated with undesirable 1,4 dioxane content. Regulatory agencies have been tightening restrictions on the amount of 1,4 dioxane that may 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 by weight (ppm) of 1,4 dioxane to comply with regulations. One contributing factor to the unintentional incorporation of 1,4 dioxane in consumer products may be the inclusion of alkyl ethoxy sulfate anionic surfactants.

[0006] It is believed that the inclusion of 1,4 dioxane in conventional AES surfactants occurs at multiple time points. It is believed that the first time point for the formation of 1,4 dioxane in conventional AES surfactants occurs during the sulfation process of alcohol ethoxylates, which is used to prepare alcohol ethoxysulfates. The alcohol ethoxylate intermediates used to produce conventional alcohol ethoxysulfate surfactants are prepared via ethoxylation (i.e., the reaction of alcohol with ethylene oxide), which typically results in the distribution of alcohol ethoxylate oligomers. It is believed that 1,4 dioxane can be formed under the conditions of the sulfation process during the manufacture of conventional AES surfactants. It is believed that the second time point for the formation of 1,4 dioxane associated with conventional AES surfactants occurs during the handling and processing of conventional AES surfactants. The handling and processing of conventional AES surfactants typically involves acidic conditions at ambient or elevated temperatures. Prolonged exposure of conventional AES surfactants and their alcohol ethoxylate precursors to acidic environments may result in the formation of 1,4 dioxane. Furthermore, exposure to high temperatures (eg, up to 280° C.) during processing, storage, and / or handling may cause conventional AES surfactants to decompose, resulting in dioxane formation.

[0007] 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, when 1,4-dioxane concentrations are above a target threshold, a stripping process is employed to remove excess 1,4-dioxane from conventional AES surfactants or products incorporating such surfactants. Stripping processes are not only expensive and time consuming, but there is no guarantee that increasingly stringent regulatory requirements will be met. Furthermore, because 1,4-dioxane may be formed over time as a result of the handling and further processing of conventional AES surfactants or products, any stripping techniques previously applied may be rendered ineffective by the formation of new 1,4-dioxane. As a result, ensuring that products including AES surfactants comply with appropriate regulations when sold to end consumers is a daunting challenge.

[0008] Thus, there remains a need for aqueous light liquid detergent formulations having anionic alcohol ethoxysulfate surfactants that resist the formation of 1,4-dioxane both during the sulfation process used to form the surfactant and subsequently when the alcohol ethoxysulfate surfactant is exposed to elevated temperatures up to 280°C.

[0009] The present invention provides an aqueous light-duty liquid detergent formulation, which comprises: water; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I.

[0010]

[0011] Each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; and wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxysulfate surfactant of formula I.

[0012] The present invention provides an aqueous light-duty liquid detergent formulation, which comprises: water; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I; wherein each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I; and wherein the alcohol ethoxy sulfate surfactant of formula I contains <9 ppm of 1,4-dioxane.

[0013] The present invention provides an aqueous light-duty liquid detergent formulation, which comprises: water; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I; wherein each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I; wherein the alcohol ethoxy sulfate surfactant of formula I contains <9 ppm of 1,4-dioxane; and wherein the alcohol ethoxy sulfate surfactant of formula I has increased thermal stability (preferably, enhanced thermal stability).

[0014] The present invention provides an aqueous light-duty liquid detergent formulation, which comprises: water; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I; wherein each R 1 and R2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I; wherein the alcohol ethoxy sulfate surfactant of formula I contains <9 ppm of 1,4-dioxane; and wherein the aqueous light-duty liquid detergent formulation contains <1 wt % of the alcohol sulfate surfactant of formula II based on the solid weight of the aqueous light-duty liquid detergent formulation

[0015]

[0016] Each R 3 and R 4 Independently C 1-16 Alkyl group; wherein R 3 and R 4 The total number of carbon atoms in is 7 to 17, and wherein A + It is -SO3 in Equation II - Anions have a negative charge on cations.

[0017] The present invention provides an aqueous light-duty liquid detergent formulation, which comprises: water; an organic solvent; a zwitterionic surfactant; and an alcohol ethoxysulfate surfactant of formula I; wherein each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I; wherein the alcohol ethoxy sulfate surfactant of formula I contains <9 ppm of 1,4-dioxane; and wherein based on the solid weight of the aqueous light-duty liquid detergent formulation, the aqueous light-duty liquid detergent formulation contains <1 wt % of the alcohol sulfate surfactant of formula II; wherein each R 3 and R 4 Independently C 1-16 Alkyl group; wherein R 3 and R 4 The total number of carbon atoms in is 7 to 17, and wherein A +It is -SO3 in Equation II - Anions have a negative charge on cations.

[0018] The present invention provides an aqueous light-duty liquid detergent formulation, which comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 50 wt% to 97 wt% of water; based on the weight of the aqueous light-duty liquid detergent formulation, 0.1 wt% to 10 wt% of an organic solvent; based on the weight of the aqueous light-duty liquid detergent formulation, 0.1 wt% to 10 wt% of a zwitterionic surfactant; and based on the weight of the aqueous light-duty liquid detergent formulation, 0.1 wt% to 20 wt% of an alcohol ethoxysulfate surfactant of formula I; wherein each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I; wherein the alcohol ethoxy sulfate surfactant of formula I contains <9 ppm of 1,4-dioxane; and wherein based on the solid weight of the aqueous light-duty liquid detergent formulation, the aqueous light-duty liquid detergent formulation contains <1 wt % of the alcohol sulfate surfactant of formula II; wherein each R 3 and R 4 Independently C 1-16 Alkyl group; wherein R 3 and R 4 The total number of carbon atoms in is 7 to 17, and wherein A + It is -SO3 in Equation II - Anions have a negative charge on cations.

[0019] The present invention provides a method for manually washing an article, the method comprising: providing an article, wherein the article is selected from the group consisting of: at least one of tableware, glassware, cutlery, pots, pans and delicate clothing; providing an aqueous light-duty liquid detergent formulation of the present invention; manually contacting the article with the aqueous light-duty liquid detergent formulation; and rinsing the aqueous light-duty liquid detergent formulation on the article. DETAILED DESCRIPTION

[0020] We have unexpectedly discovered that alcohol ethoxysulfate surfactants of formula I

[0021]

[0022] Each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 in the equilibrium formula I - anionic negatively charged cation; and wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I, the alcohol ethoxy sulfate surfactant of formula I resists the formation of 1,4 dioxane both during the sulfation process used to form the alcohol ethoxy sulfate surfactant of formula I and subsequently when the alcohol ethoxy sulfate surfactant of formula I is exposed to high temperatures up to 280° C. during processing, storage and / or handling.

[0023] We have also unexpectedly discovered alcohol ethoxysulfate surfactants of formula I; wherein each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 in the equilibrium formula I - anionic negatively charged cation; and wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I, the alcohol ethoxy sulfate surfactant of formula I provides improved thickening to aqueous light-duty liquid detergent formulations and provides better soap foam consumption for cleaning surfaces in higher oil load environments relative to conventional AES surfactants.

[0024] Unless otherwise indicated, ratios, percentages, parts, etc., are by weight (eg, "ppm" means parts per million by weight).

[0025] As used herein and in the appended claims with respect to aqueous light-duty liquid detergent formulations and the alcohol ethoxysulfate surfactant of formula I, the term "solids weight" means dry weight, ie, excluding any water that may be present.

[0026] Preferably, the aqueous light-duty liquid detergent formulation of the present invention is a hard surface cleaning formulation.More preferably, the aqueous light-duty liquid detergent formulation of the present invention is a hand dishwashing liquid.

[0027] Preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: water (preferably, 25 wt% to 99 wt% (more preferably, 50 wt% to 98 wt%; still more preferably, 60 wt% to 97 wt%; most preferably, 65 wt% to 80 wt%) of water based on the weight of the aqueous light-duty liquid detergent formulation); a zwitterionic surfactant (preferably, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 1 0wt%; still more preferably, 0.5wt% to 7.5wt%; most preferably, 1wt% to 5wt%) of a zwitterionic surfactant); and an alcohol ethoxysulfate surfactant of Formula I (preferably, 0.01wt% to 35wt% (more preferably, 0.1wt% to 20wt%; still more preferably, 1wt% to 15wt%; most preferably, 2.5wt% to 10wt%) of an alcohol ethoxysulfate surfactant of Formula I, based on the weight of the aqueous light-duty liquid detergent formulation)

[0028]

[0029] Each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; and wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxysulfate surfactant of formula I.

[0030] Preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: 25 wt% to 99 wt% (more preferably, 50 wt% to 98 wt%; still more preferably, 60 wt% to 97 wt%; most preferably, 65 wt% to 80 wt%) of water, based on the weight of the aqueous light-duty liquid detergent formulation. More preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: 25 wt% to 99 wt% (more preferably, 50 wt% to 98 wt%; still more preferably, 60 wt% to 97 wt%; most preferably, 65 wt% to 80 wt%) of water, based on the weight of the aqueous light-duty liquid detergent formulation, wherein the water is at least one of distilled water, deionized water and industrial soft water. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 25 wt% to 99 wt% (more preferably, 50 wt% to 98 wt%; still more preferably, 60 wt% to 97 wt%; most preferably, 65 wt% to 80 wt%) of water, wherein the water is distilled and deionized. Most preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 25 wt% to 99 wt% (more preferably, 50 wt% to 98 wt%; still more preferably, 60 wt% to 97 wt%; most preferably, 65 wt% to 80 wt%) of water, wherein the water is distilled, deionized and industrially soft to avoid introducing undesirable metal ions into the aqueous light-duty liquid detergent formulation.

[0031] Preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant. Preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant; wherein the zwitterionic surfactant is selected from the group consisting of betaines, amine oxides, alkylamidoalkylamines, alkyl-substituted amine oxides, acylated amino acids, derivatives of fatty quaternary ammonium compounds, and mixtures thereof. More preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant; wherein the zwitterionic surfactant comprises an amine oxide containing a long-chain group having 8 to 18 carbon atoms. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant; wherein the zwitterionic surfactant comprises an amine oxide containing a long-chain group having 8 to 18 carbon atoms. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant; wherein the zwitterionic surfactant comprises C 8-18 Alkyl dimethyl amine oxide. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant; wherein the zwitterionic surfactant comprises C 10-14 Alkyl dimethyl amine oxide. Most preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: 0.01 wt% to 15 wt% (more preferably, 0.1 wt% to 10 wt%; still more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a zwitterionic surfactant, based on the weight of the aqueous light-duty liquid detergent formulation; wherein the zwitterionic surfactant comprises (preferably, is) lauryl dimethyl amine oxide.

[0032] Preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0.01 wt% to 35 wt% (preferably, 0.1 wt% to 20 wt%; more preferably, 1 wt% to 15 wt%; most preferably, 2.5 wt% to 10 wt%) of an alcohol ethoxysulfate surfactant of formula I

[0033]

[0034] Each R 1 and R 2 Independently C 1-16 Alkyl groups (preferably C 1-15 More preferably, C 1-14 Alkyl groups; most preferably, straight chain C 1-13 );where R 1 and R 2 The sum of carbon atoms in is 7 to 17 (preferably, 10 to 16; more preferably, 11 to 15; most preferably, 12 to 14) (preferably, wherein R 1 and R 2 is a straight chain alkyl group); wherein M + It is -SO3 in the equilibrium formula I - The negatively charged cation of the anion (preferably, wherein 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; still more preferably ammonium cations, sodium cations, and calcium cations; most preferably sodium cations); and wherein n is 1 (preferably, if used) in 95 mol % to 100 mol % (preferably, 96 mol % to 100 mol %; more preferably, 97 mol % to 100 mol %; most preferably, 97.5 mol % to 100 mol %) of the alcohol ethoxysulfate surfactant of formula I 13 C NMR characterization).

[0035] Preferably, the alcohol ethoxy sulfate surfactant of formula I contains: based on the solid weight of the alcohol ethoxy sulfate surfactant of formula I, <9ppm (preferably, <8ppm; more preferably,

[0036] <7ppm; still more preferably, <6ppm; yet more preferably, <5ppm; yet yet more preferably,

[0037] <4 ppm; yet still more preferably, <3 ppm; still even more preferably, <2 ppm; yet even more preferably, <1 ppm; still yet even more preferably, <0.25 ppm; most preferably, less than the detectable limit) of 1,4-dioxane (preferably, wherein the 1,4-dioxane content is measured by liquid injection cryogenic gas chromatography-mass spectrometry for the organic layer and liquid chromatography-mass spectrometry for the aqueous layer).

[0038] Preferably, the alcohol ethoxy sulfate surfactant of formula I contains: based on the solid weight of the alcohol ethoxy sulfate surfactant of formula I, <2wt% (preferably, <1.75wt%; more preferably, <1.5wt%; still more preferably, <1.25wt%; yet more preferably, <1.1wt%; most preferably, ≤1wt%) of the alcohol sulfate surfactant of formula II

[0039]

[0040] Each R 3 and R 4 Independently C 1-16 Alkyl groups (preferably C 1-15 More preferably, C 1-14 Alkyl groups; most preferably, straight chain C 1-13 );where R 1 and R 2 The sum of carbon atoms in is 7 to 17 (preferably, 10 to 16; more preferably, 11 to 15; most preferably, 12 to 14) (preferably, wherein R 1 and R 2 is a straight chain alkyl group); and wherein A + It is -SO3 in Equation II - Anions are negatively charged cations (preferably, wherein A + The cation is 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; still more preferably ammonium cations, sodium cations, and calcium cations; most preferably sodium cations).

[0041] Preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises an alcohol ethoxysulfate surfactant of formula I as described above, wherein the alcohol ethoxysulfate surfactant of formula I has increased thermal stability. More preferably, the aqueous light-duty liquid detergent formulation of the present invention comprises an alcohol ethoxysulfate surfactant of formula I as described above, wherein the alcohol ethoxysulfate surfactant of formula I has enhanced thermal stability. The term "increased thermal stability" as used herein and in the appended claims means that the alcohol ethoxy sulfate surfactant of Formula I contains: <9 ppm (preferably, <8 ppm; more preferably, <7 ppm; still more preferably, <6 ppm; yet more preferably, <5 ppm; still yet more preferably, <4 ppm; even more preferably, <3 ppm; still even more preferably, <2 ppm; yet even more preferably, <1 ppm; most preferably, <0.5 ppm) of 1,4-dioxane (preferably, wherein the 1,4-dioxane content is measured by liquid injection cryogenic gas chromatography-mass spectrometry for the organic layer and liquid chromatography-mass spectrometry for the aqueous layer) based on the solid weight of the alcohol ethoxy sulfate surfactant of Formula I when heated to 110°C. The term "enhanced thermal stability" as used herein and in the appended claims means that the alcohol ethoxy sulfate surfactant of Formula I contains: <10 ppm of 1,4-dioxane based on the solid weight of the alcohol ethoxy sulfate surfactant of Formula I when heated to 280°C (preferably, wherein the 1,4-dioxane content is measured by liquid injection gas chromatography-mass spectrometry for the organic layer and liquid chromatography-mass spectrometry for the aqueous layer).

[0042] Preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of an organic solvent, based on the weight of the aqueous light-duty liquid detergent formulation. Preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of an organic solvent, based on the weight of the aqueous light-duty liquid detergent formulation; wherein the organic solvent is miscible with water. More preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of an organic solvent; wherein the organic solvent is selected from the group consisting of: aliphatic alcohols (e.g., C 1-6 Alkyl alcohol, C 1-6alkyl glycol); monoalkylene glycol ethers (e.g., ethylene glycol propyl ether, ethylene glycol n-butyl ether, ethylene glycol tert-butyl ether, propylene glycol propyl ether, propylene glycol n-butyl ether, propylene glycol tert-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 tert-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 tert-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 tert-butyl ether) and mixtures thereof. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: 0 wt % to 10 wt % (preferably, 0.1 wt % to 10 wt %; more preferably, 0.5 wt % to 7.5 wt %; most preferably, 1 wt % to 5 wt %) of an organic solvent, based on the weight of the aqueous light-duty liquid detergent formulation; wherein the organic solvent is selected from the group consisting of: isopropanol, ethanol, 2-(2-butoxyethoxy)ethanol, ethylene glycol butyl ether, propylene glycol methyl ether, propylene glycol propyl ether, propylene glycol tert-butyl ether, dipropylene glycol methyl ether, dipropylene glycol propyl ether, dipropylene glycol n-butyl ether and mixtures thereof. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of an organic solvent; wherein the organic solvent comprises ethanol. Most preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of an organic solvent; wherein the organic solvent is ethanol.

[0043] Preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a hydrotrope. More preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a hydrotrope; wherein the hydrotrope is selected from the group consisting of calcium, sodium, potassium, ammonium and alkanolammonium salts of xylene sulfonic acid, toluene sulfonic acid, ethylbenzene sulfonic acid, isopropylbenzene sulfonic acid and mixtures thereof. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: 0 wt % to 10 wt % (preferably, 0.1 wt % to 10 wt %; more preferably, 0.5 wt % to 7.5 wt %; most preferably, 1 wt % to 5 wt %) of a hydrotrope, based on the weight of the aqueous light-duty liquid detergent formulation; wherein the hydrotrope is selected from the group consisting of sodium toluene sulfonate, potassium toluene sulfonate, sodium xylene sulfonate, ammonium xylene sulfonate, potassium xylene sulfonate, calcium xylene sulfonate, sodium isopropylbenzene sulfonate, ammonium isopropylbenzene sulfonate and mixtures thereof. Still more preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a hydrotrope; wherein the hydrotrope comprises sodium xylene sulfonate. Most preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises: based on the weight of the aqueous light-duty liquid detergent formulation, 0 wt% to 10 wt% (preferably, 0.1 wt% to 10 wt%; more preferably, 0.5 wt% to 7.5 wt%; most preferably, 1 wt% to 5 wt%) of a hydrotrope; wherein the hydrotrope is sodium xylene sulfonate.

[0044] Preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises an additive. Preferably, the aqueous light-duty liquid detergent formulation of the present invention further comprises an additive selected from the group consisting of salts, builders, enzymes, corrosion inhibitors, acids, bleaches, abrasives, antimicrobial agents, chelating agents, other surfactants, pH adjusters, buffers and mixtures thereof.

[0045] Preferably, the method of manually washing an article of the present invention comprises: providing an article, wherein the article is selected from the group consisting of at least one of tableware, glassware, cutlery, pots, pans and delicates (preferably, wherein the article is selected from the group consisting of at least one of tableware, glassware, cutlery, pots and pans; more preferably, wherein the article is selected from the group consisting of at least one of tableware, glassware and cutlery); providing an aqueous light-duty liquid detergent formulation of the present invention; manually contacting the article with the aqueous light-duty liquid detergent formulation; and rinsing the aqueous light-duty liquid detergent formulation from the article.

[0046] Some embodiments of the present invention will now be described in detail in the following examples.

[0047] Experimental Materials

[0048]

[0049]

[0050] Synthesis S1:C 12 EO

[0051] A 3-liter (L) 3-neck glass round-bottom flask equipped with a tower top stirred by a center neck, a reflux condenser, and a heating jacket was used to etherify 1-dodecene and monoethylene glycol with a catalyst. To ensure good mixing, a paddle impeller was used for stirring. A reaction mixture of 551.7 grams (g) of ethylene glycol and 505.8 g of 1-dodecene was prepared and loaded into a reactor at 23° C. with 61 g of a powdered catalyst. The impeller stirring rate was set to 400 revolutions per minute ("rpm"). The reactor was heated to 135° C. in 30 minutes, kept at 135° C. for 18 hours, and then the reactor was cooled to 23° C. by turning off the heater. A separating funnel was used to separate the reaction mixture into monoethylene glycol and catalyst phases and olefin phases.

[0052] The distillation apparatus consisted of a 1-liter round-bottom flask connected to a short-path still head with a thermometer connection and a condenser with a vacuum connection at the outlet. The distillation flask was heated in an aluminum block by an IKA heated stirring plate. The combined olefin phases were charged to the distillation pot, which was then stirred and evacuated. Obvious 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 a distillation head temperature of 25°C to 50°C and a pressure of 13.3 Pascals to 40 Pascals (Pa). The temperature of the heating block was gradually increased to 140°C, and an intermediate fraction containing both monoether alcohol ethoxylate and dodecene was recovered at a pressure of 13 Pa when the head temperature was increased from 50°C to 75°C. C was collected under conditions of a head temperature of 70°C to 115°C and a pressure of 6 Pa to 33 Pa. 12 EO. The heating block temperature was gradually raised to 200°C. At a pressure of 6 Pa, when the head temperature increased from 115°C to 130°C, an intermediate fraction containing both monoether alcohol ethoxylate and diether was collected. The distillation was stopped and the diether retained in the tank was collected. 12 The EO is sent to the next sulfation process to prepare sulfate anionic surfactant.

[0053] Synthesis of S2:C 14 EO

[0054] A 300 mL Parr reactor with a heating jacket and controller was used for the etherification of 1-tetradecene and monoethylene glycol using the catalyst. To ensure good mixing, a paddle impeller was used for stirring.

[0055] A reaction mixture of 100.0 g of monoethylene glycol and 100.0 g of 1-tetradecene was prepared and loaded into a reactor at 23 ° C together with 10.0 g of a powdered catalyst. The impeller stirring rate was set to at least 600 rpm. The reactor was heated to 135 ° C in 30 minutes, kept at 135 ° C for 6 hours, and then cooled to room temperature by turning off the heater. The reaction mixture was separated with a separatory funnel. The reaction mixture was separated into monoethylene glycol and catalyst phases and olefin phases using a separatory funnel. 15 batches were produced, and the olefin phases were collected and combined for distillation.

[0056] C was distilled using the same distillation apparatus as used in Synthesis S1. 14EO. The distillation tank was charged with the product of the olefin phase produced by the operation of multiple batch reactors, then stirred and evacuated. Obvious boiling was observed, but no condensate was observed or collected. The temperature of the heating block was increased to 95°C, and the unreacted 1-tetradecene was collected under the conditions of a distillation head temperature of 30°C to 60°C and a pressure of 27Pa to 5Pa. The temperature of the heating block was gradually increased to 170°C, and at a pressure of 7Pa to 5Pa, when the head temperature was increased from 60°C to 85°C, an intermediate fraction containing both monoether and tetradecene was recovered. C was collected at a head temperature of 80°C to 115°C and a pressure of 8Pa to 5Pa. 14 EO. When the temperature of the distillation pot was set to 170°C, the distillation was stopped when no more material was distilled out.

[0057] Synthesis of S3:C 12 EO Sulfate

[0058] All chemical manipulations were performed under a dry nitrogen atmosphere. Prior to the experiments, all glassware was heated in a laboratory oven to remove residual moisture. A 2 L three-necked round bottom flask was charged with dichloromethane (500 mL) and C prepared according to Synthesis S1. 12 EO (40g, 0.173mol, 1.0 equivalent). The reaction flask was equipped with an overhead mechanical stirrer, a charging funnel and a thermocouple. Next, chlorosulfonic acid (12.7mL, 0.191mol, 1.1 equivalents) was carefully loaded into the charging funnel. The reaction flask was then immersed in an ice bath and cooled for 20 minutes to 0°C. After the reaction was cooled, chlorosulfonic acid was added dropwise to the reaction flask at a rate of about 1.0mL / min in about 20 minutes. During the addition of chlorosulfonic acid, the reaction temperature did not exceed 5°C. After addition, the reactants were reacted and the temperature was maintained between 0°C and 5°C for 3 hours. At this point, the reaction was neutralized by slowly adding a NaOH aqueous solution (500mL aqueous solution of 18.0g NaOH, 0.9 moles) dropwise. The addition rate was slow enough not to exceed 5°C during the addition process. After adding about 300mL 0.9 molar NaOH solution, the solution became alkaline. The dichloromethane was then carefully removed from the two phase reaction in vacuo. During the dichloromethane removal, 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 as a white solid (61.9 g).

[0059] Synthesis of S4:C 14 EO Sulfate

[0060] All chemical manipulations were performed under a dry nitrogen atmosphere. Prior to the experiment, all glassware was heated in a laboratory oven to remove residual moisture. A 2 L three-necked round bottom flask was charged with dichloromethane (500 mL) and C prepared according to Synthesis S2. 14 EO (50g, 0.193mol, 1.0 equivalent). The reaction flask was equipped with an overhead mechanical stirrer, a charging funnel and a thermocouple. Next, chlorosulfonic acid (14.2mL, 0.213mol, 1.1 equivalents) was carefully loaded into the charging funnel. The reaction flask was then immersed in an ice bath and cooled for 20 minutes to 0°C. After the reaction was cooled, chlorosulfonic acid was added dropwise to the reaction flask at a rate of about 1.0mL / min in about 20 minutes. During the addition of chlorosulfonic acid, the reaction temperature did not exceed 5°C. After addition, the reactants were reacted and the temperature was maintained between 0°C and 5°C for 3 hours. At this point, the reaction was neutralized by slowly adding a NaOH aqueous solution (500mL aqueous solution of 18.0g NaOH, 0.9 moles) dropwise. The addition rate was slow enough not to exceed 5°C during the addition process. After adding about 400mL 0.9 molar NaOH solution, the solution became alkaline. The dichloromethane was then carefully removed from the two phase reaction in vacuo. During the removal of DCM, a large amount of foaming was observed. After the DCM was removed, the remaining aqueous solution was placed in a freeze dryer / lyophilizer to give the secondary alcohol ethoxylate sulfate product (68.6 g).

[0061] Synthetic S5: ALEO1 Sulfate

[0062] ALEO1 sulfate was prepared from ALEO1 in the same manner as described in the synthesis of S3.

[0063] Synthetic S6: SA3EO sulfate

[0064] SA3EO sulfate was prepared from SA3EO in the same manner as described in the synthesis of S3.

[0065] EO distribution of surfactants

[0066] The distribution of EO adducts in the surfactants listed in Table 1 was determined by NMR or UHPLC-MS as indicated using the methods set forth below, and the results are provided in Table 1 .

[0067] Nuclear Magnetic Resonance EO Distribution Characterization (NMR)

[0068] The surfactant samples to be analyzed were prepared by dissolving the surfactant in deuterated dimethyl sulfoxide containing 0.025 M chromium (III) acetylacetonate. The NMR (13 C NMR) spectrum with the following parameters: 90 ° pulse, anti-gated decoupling, 1.38 seconds acquisition time and 6.4 seconds recycle delay. 2048 scans were collected. Data were processed in MNOVA and chemical shift was based on the solvent peak at 39.52ppm. DEPT-135 experiments were also collected with the same parameters, but the recycle delay was 2.0 seconds and 2048 scans. The ratio of different EO adducts was calculated by integrating and comparing the oxirane alcohol end group intensity of about 60ppm to 61ppm, the oxirane main chain group intensity of about 69ppm to 70ppm, the oxirane end group ether peak intensity of about 71ppm to 72ppm, the unreacted primary alcohol peak intensity of about 60ppm to 61ppm and the unreacted secondary alcohol peak intensity of about 65ppm to 66ppm.

[0069] Analysis of Sodium Laureth Sulfate by UHPLC-MS

[0070] Ultra-high performance liquid chromatography-mass spectrometry (UHPLC-MS) conditions:

[0071]

[0072]

[0073] program : Compositions containing commercial surfactants were analyzed by ultra-high performance liquid chromatography-mass spectrometry (UHPLC-MS) with electrospray ionization (ESI). For this analysis, a stock solution was prepared at a concentration of 25 ppm in a 50 / 50 methanol / water mixture. Alcohol ethoxylate samples were diluted 1:100 in 50 / 50 methanol / water, repeated once, and vortexed for a few seconds. They were then diluted 1:10 in 50 / 50 methanol / water to give a final dilution of 1:1,000. LA-4 is a 1 molar sodium laureth sulfate standard used in commerce, and LA-7 is a 3 molar sodium laureth sulfate standard used in commerce. Calibration standards were prepared in 50 / 50 methanol / water at 10 ppm, 5 ppm, 2 ppm and 1 ppm.

[0074] Dilute the alkyl sulfate from a 1:1,000 preparation in 50 / 50 methanol / water to give a 1:20,000 final solution. BN-5 was used as the standard for alkyl sulfate analysis. Standards were prepared in 50 / 50 methanol / water at concentrations of 5 ppm, 2 ppm, 1 ppm and 0.5 ppm.

[0075] A Waters BEH C18 1.7 μm 1×50 mm column was used. The samples were analyzed by UPLC system. Mass spectrometry was performed using a Waters LCT Premier TOF mass spectrometer with ESI. Measurements were performed in positive and negative ion modes. Each sample preparation was injected three times for analysis. The ratios of different EO adducts were calculated by peak areas and reported in Table 1.

[0076] Table 1

[0077]

[0078] At least 95 mol% of the oligomers of the products of Synthesis S4 and Synthesis S5 have n 1, and no more than 5 mol% of the oligomers have n ≥ 2. Specifically, ≥ 98 mol% of the oligomers of the products of Synthesis S4 and Synthesis S5 have n 1, and ≤ 2 mol% of the oligomers have n ≥ 2.

[0079] 1,4-Dioxane content of surfactant

[0080] The 1,4-dioxane content of the surfactants listed in Table 2 was determined using the method described below by liquid injection cryogenic gas chromatography-mass spectrometry (GC-MS) for the organic layer and liquid chromatography-mass spectrometry (LC-MS) for the aqueous layer as indicated, and the results are provided in Table 2.

[0081] For the organic layer Gas chromatography-mass spectrometry (GC-MS) conditions , 1,4-dioxane measurement:

[0082]

[0083]

[0084] Standards were prepared by adding a solution of dioxane in tetrahydrofuran ("THF") and diluting to 0.1 ppm to 100 ppm.

[0085] The sample was prepared by mixing 3.3 g of the crude mixture organic (DCM) layer with 6.7 g THF, and then the solution was shaken for about 20 minutes. The solid was then centrifuged to the bottom and the supernatant was placed in an autosampler vial. The spiked samples were prepared by spiking a THF solution of dioxane standards into individual samples at 5 ppm to 10 ppm.

[0086] For water layer Liquid chromatography-mass spectrometry (LC-MS) conditions , 1,4-dioxane content measurement:

[0087]

[0088]

[0089] Samples were injected neat or diluted 1:4 with water. Standards were prepared by preparing a stock solution of dioxane in THF and diluting with water to 0.1 ppm to 100 ppm.

[0090] Calculation of dioxane content relative to solids

[0091] The ppm value of dioxane content relative to the solid content in the sample was calculated according to Equation 1.

[0092]

[0093] Table 2

[0094]

[0095]

[0096] The GC results for the SA3EO sulfate surfactant indicated 2 ppm of 1,4-dioxane in the organic phase at 110°C with an average of 3 moles of ethylene oxide per molecule of secondary alcohol and indicated 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 the SA3EO sulfate increased from 2 ppm to 1,471 ppm of 1,4-dioxane in the organic phase. This result suggests that sulfated surfactants with n ≥ 2 may produce observable 1,4-dioxane at 110°C, but also suggests that such surfactants may not be stable at the elevated temperature of 280°C, potentially resulting in significant 1,4-dioxane formation. Similar to the SA3EO sulfate, the GC results for the ALEO1 sulfate surfactant indicated the formation of >9 ppm of 1,4-dioxane relative to the solid at 110°C. In addition, the ALEO1 sulfate surfactant also showed a large amount of 1,4-dioxane (259 ppm) at 280°C, which indicates that the ALEO1 sulfate surfactant lacks stability at high temperatures. 12 EO sulfate surfactants exhibit low 1,4-dioxane content. 12 The EO sulfate surfactant also exhibited very low 1,4-dioxane content and dropped below the limit of detection (LOD) of the GC and LC methods. Using the LOD as a basis, this indicates that at 110°C, relative to solids, C 12 The dioxane content of EO sulfate is <1.6 ppm. Interestingly, 12When the inlet temperature of the 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 indicates that the C 12 EO sulfate has improved thermal stability relative to the comparative materials.

[0097] Comparative Examples CF1 to CF4 and Examples F1 to F5

[0098] Light Duty Liquid Detergent Formulations

[0099] Light duty liquid detergent formulations of Comparative Examples CF1-CF4 and Examples F1-F5 were prepared by mixing together the components in the weight proportions indicated in Table 3 adjusted to pH 8 with sodium hydroxide (if necessary).

[0100] Table 3

[0101]

[0102] Performance Testing

[0103] Flash foam (hand shaking method)

[0104] By 15dH hard water (3:1Ca 2+ Mg 2+ ) was loaded into a glass vial (30 mL, 25 mm diameter x 95 mm height) to evaluate the flash foam performance of the light duty liquid detergent formulations of Comparative Examples CF1 to Comparative Examples CF4 and Examples F1 to Example F5. The formulations were oscillated up and down at a rate of about 2 oscillations per second for 20 seconds. The height of the foam generated by the solution was measured using a ruler after standing for 1 minute, 3 minutes, or 5 minutes. The results are provided in Tables 4 and 5.

[0105] Table 4

[0106]

[0107] Table 5

[0108]

[0109] Foam performance (stirring method)

[0110] Prepared by 15dH hard water (3:1Ca 2+ Mg 2+) in a 0.1wt% test solution of a light-duty liquid detergent formulation to evaluate the foam performance of the light-duty liquid detergent formulations of Comparative Examples CF1 to Comparative Examples CF4 and Examples F1 to Example F2. A portion of 100mL of the test solution was transferred to the test cylinder of a Kruss Dynamic Foam Analyzer (DFA100) instrument. Foam was generated at a mixing speed of 4,000rpm for 80 seconds, with a vibration period of 5 seconds. After mixing, the foam height and bubble count were continuously monitored for five minutes. The foam analysis results are provided in Table 6.

[0111] Table 6

[0112]

[0113] Viscosity

[0114] The viscosities of the light duty liquid detergent formulations of Comparative Example CF2 and Examples F1 to F5 were measured using a Total Aspiration and Discharge Monitoring (TADM) system on a Hamilton MICROLAB STAR liquid handler (Hamilton Robotics).

[0115] Table 7

[0116] sample Viscosity(cP) Comparative Example CF2 134.7 Example F1 121.5 Example F2 658.3 Example F3 226.6 Example F4 292.8 Example F5 379.3

[0117] Soap foam consumption

[0118] The following procedure was used to evaluate the soap suds consumption performance of the light duty liquid detergent formulations of Comparative Examples CF1-CF2 and Examples F1-F5. A test vial (30 mL, 25 mm diameter x 95 mm height) was filled with 15 dH hard water (3:1 Ca 2+ Mg 2+) in 10g of 0.1wt% solution of light-duty liquid detergent formulation and 0.012g of olive oil to form a test solution. Then, the test solution was mixed at 500rpm in a closed test bottle at room temperature in an ElectrothermalRS-5000 reaction station with a PTFE-coated magnetic stirring bar for 2 minutes. Then, the test bottle was oscillated up and down for 20 seconds at a rate of 2 up and down oscillations per second. Then, the foam height was measured immediately with a ruler (Initial). Then, the test solution was stirred at 500rpm for 1 hour on the reaction station at 46°C. Then, the test bottle was oscillated up and down for 20 seconds at a rate of 2 up and down oscillations per second. Then, the foam height was measured by a ruler (H1). Finally, the test solution was stirred at 500rpm for another 30 minutes on the reaction station at 46°C. Then, the test bottle was oscillated up and down for 20 seconds at a rate of 2 up and down oscillations per second. Then, the foam height was measured by a ruler (H2). The soap foam retention rate is equal to (H2 / H1) x 100. The first olive oil dosage results are provided in Table 8. A second set of test vials including an additional 0.012 g dosage of olive oil (a total of 0.014 g of olive oil) was prepared and the foam procedure was repeated. The second olive oil dosage results are provided in Table 9.

[0119] Table 8

[0120]

[0121]

[0122] Table 9

[0123]

[0124] Oily dirt cleaning

[0125] The oily dirt cleaning performance of the light-duty liquid detergent formulations of Comparative Examples CF1-CF2 and Examples F1-F2 was determined using tiles pre-stained with red palm oil (DM-97, Center For Testmaterials, Netherlands). The test solutions were prepared in 15 dH hard water (3:1 Ca 2+ Mg 2+) in a 1.0 wt % solution of a light-duty liquid detergent formulation in water. The test solution was heated to 35°C. A portion (2 mL) of the heated test solution was placed on a small area (approximately 1.5 cm x 4.5 cm) of a pre-soiled tile. The treated tile was placed in an oven at 35°C and soaked for 15 minutes. The tile was then removed from the oven. The test solution was quickly removed and the tile was rinsed twice with deionized water. The cleaning percentage was determined by measuring the color change of the tile relative to before and after cleaning. The results are provided in Table 10.

[0126] Table 10

[0127] sample Dirt removal percentage Comparative Example CF1 5 Comparative Example CF2 47 Example F1 64 Example F2 45

Claims

1. An aqueous light-duty liquid detergent formulation, comprising: water; Zwitterionic surfactants; and Alcohol ethoxysulfate surfactant of formula I Each R 1 and R 2 Independently C 1-16 Alkyl group; wherein R 1 and R 2 The total number of carbon atoms in is 7 to 17; + It is -SO3 of balanced formula I - anionic negatively charged cation; and wherein n is 1 in 95 mol % to 100 mol % of the alcohol ethoxy sulfate surfactant of formula I.

2. An aqueous light-duty liquid detergent formulation according to claim 1, wherein the alcohol ethoxysulfate surfactant of formula I contains <9 ppm of 1,4-dioxane.

3. An aqueous light-duty liquid detergent formulation according to claim 2, wherein the alcohol ethoxysulfate surfactant of formula I has increased thermal stability, (preferably enhanced thermal stability).

4. The aqueous light-duty liquid detergent formulation according to claim 2, wherein the aqueous light-duty liquid detergent formulation contains <1 wt% of the alcohol sulfate surfactant of formula II based on the solid weight of the aqueous light-duty liquid detergent formulation. Each R 3 and R 4 Independently C 1-16 Alkyl group; wherein R 3 and R 4 The total number of carbon atoms in is 7 to 17, and wherein A + It is -SO3 in Equation II - Anions have a negative charge on cations.

5. The aqueous light-duty liquid detergent formulation according to claim 4, further comprising an organic solvent.

6. An aqueous light-duty liquid detergent formulation according to claim 5, wherein the zwitterionic surfactant is an alkyl-substituted amine oxide.

7. The aqueous light-duty liquid detergent formulation according to claim 5, wherein the zwitterionic surfactant is C 10-14 Alkyl dimethyl amine oxide.

8. The aqueous light-duty liquid detergent formulation according to claim 1, further comprising a hydrotrope.

9. The aqueous light-duty liquid detergent formulation of claim 7, wherein the aqueous cleaning formulation comprises 50 wt % to 97 wt % water, based on the weight of the aqueous light-duty liquid detergent formulation; 0.1 wt % to 10 wt % of the organic solvent based on the weight of the aqueous light-duty liquid detergent formulation; 0.1 wt % to 10 wt % of the zwitterionic surfactant, based on the weight of the aqueous light-duty liquid detergent formulation; and 0.1 wt% to 20 wt% of the alcohol ethoxysulfate surfactant of Formula I, based on the weight of the aqueous light duty liquid detergent formulation.

10. A method for manually washing an article, the method comprising: Providing an article, wherein the article is selected from the group consisting of: at least one of tableware, glassware, cutlery, pots and pans, and delicates; Providing an aqueous light-duty liquid detergent formulation according to claim 1; manually contacting the article with the aqueous light-duty liquid detergent formulation; as well as The aqueous light-duty liquid detergent formulation is rinsed from the article.