Hair cleanser

A dextran polymer crosslinked with a dextran crosslinker improves silicone deposition in hair cleansers, addressing efficiency and cost issues in conventional deposition aids, enhancing hair conditioning benefits.

JP7749576B2Active Publication Date: 2025-10-06ROHM & HAAS CO +1
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Patent Information

Application Number
JP2022557076
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-03-24
Filing Date
2021-03-17
Publication Date
2025-10-06
Estimated Expiration
2041-03-17

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Abstract

A hair cleansing agent is provided, comprising a dermatologically acceptable vehicle, a dermatologically acceptable hair care cleansing surfactant, a dermatologically acceptable silicone, and a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I): [Formula 1] JPEG2023520755000015.jpg18128In the formula, X is a halogen, and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups, and each R 2 independently, C 1~6 The deposition aid polymer is selected from the group consisting of alkanediyl groups, and Y is a divalent bridging group, which enhances the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair.
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Description

[Technical Field]

[0001] The present invention relates to a hair cleansing agent, in particular to a hair cleansing agent comprising a dermatologically acceptable vehicle, a dermatologically acceptable hair care cleansing surfactant, a dermatologically acceptable silicone, and a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I):

[0002] [ka] wherein X is a halogen and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups, and each R 2 independently, C 1~6 The deposition aid polymer is selected from the group consisting of alkanediyl groups, and Y is a divalent bridging group, which enhances the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair.

[0003] Silicone deposition is of particular interest for a variety of personal care compositions, especially personal care cleansers (e.g., body washes, face washes, hand washes, soaps, shampoos, shampoo conditioners, and hair conditioners) that provide moisturizing / conditioning benefits in addition to cleansing benefits.

[0004] Hair cleansing has become a ubiquitous element of personal hygiene. Hair cleansing facilitates the removal of dirt, bacteria, and other substances that are perceived as harmful to hair or individuals. Cleansing formulations usually contain surfactants to facilitate the removal of substances attached to hair. Unfortunately, cleansing formulations remove both undesirable and desirable substances from hair. For example, undesirably, cleansing formulations often remove oils from hair, which act to protect hair from moisture loss. Removing excessive oils from hair can make hair prone to dryness and damage. One solution to this concern is to select a mild surfactant. Another approach is to incorporate additives that help replace the removed oils with deposits; however, this approach has proven difficult to implement, especially in rinse-off applications.

[0005] In U.S. Pat. No. 7,067,499, Erazo-Majewicz et al. disclose personal and household care product compositions comprising at least one cationic polygalactomannan or derivative of a cationic polygalactomannan, wherein the derivative moiety on the cationic derivatized polygalactomannan is selected from the group consisting of alkyl, hydroxyalkyl, alkylhydroxyalkyl, and carboxymethyl, where the alkyl has a carbon chain containing 1 to 22 carbons and the hydroxyalkyl is selected from the group consisting of hydroxyethyl, hydroxypropyl, and hydroxybutyl, and the at least one cationic polygalactomannan or derivative of a cationic polygalactomannan has a mean average molecular weight (Mw) with a lower limit of 5,000 and an upper limit of 200,000, has an optical transmittance of greater than 80% at a light wavelength of 600 nm in a 10% aqueous solution, has a protein content of less than 1.0% by weight of the polysaccharide, and has an aldehyde functional group content of at least 0.01 megahertz / gram.

[0006] Conventionally used deposition aids, such as soluble cationically modified cellulose (e.g., polyquaternium-10), guar hydroxypropyltrimonium chloride, and other cationic polymers (e.g., polyquaternium-6, polyquaternium-7), provide a certain level of deposition in personal care detergents, but nevertheless exhibit low efficiency and require the incorporation of relatively high levels of active ingredients into personal care detergent formulations to promote the desired results. However, such high levels of active ingredients (e.g., silicones) adversely affect the foaming / lather feel and cost of the formulations when used by consumers.

[0007] Thus, there remains a need for deposition aids that promote improved efficiency of silicone deposition from hair cleansing formulations.

[0008] The present invention provides a hair cleansing agent comprising a dermatologically acceptable vehicle, a dermatologically acceptable hair care cleansing surfactant, a dermatologically acceptable silicone, and a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I):

[0009] [ka] wherein X is a halogen and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups, and each R 2 independently, C 1~6 The deposition aid polymer is selected from the group consisting of alkanediyl groups, and Y is a divalent bridging group, which enhances the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair.

[0010] The present invention provides a method for cleansing mammalian hair and simultaneously depositing silicone on the mammalian hair, the method comprising selecting a hair cleanser of the present invention and applying the hair cleanser to the mammalian hair. DETAILED DESCRIPTION OF THE INVENTION

[0011] The inventors have surprisingly found that silicone deposition from hair washes can be improved by incorporating a deposition aid polymer, the deposition aid polymer being a dextran polymer crosslinked with a dextran crosslinker of formula (I):

[0012] [ka] wherein X is a halogen and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups, and each R 2 independently, C 1~6 The deposition aid polymer is selected from the group consisting of alkanediyl groups, and Y is a divalent bridging group, which enhances the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair.

[0013] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.

[0014] As used herein, unless otherwise indicated, "molecular weight" or M W The phrase "weight average molecular weight" refers to weight average molecular weight measured in a conventional manner using gel permeation chromatography (GPC) and conventional standards such as polyethylene glycol standards. The GPC technique is described in detail in "Modern Size Exclusion Chromatography," W.W. Yau, J.J. Kirkland, D.D.Bly; Wiley-Interscience, 1979, and in "A Guide to Materials Characterization and Chemical Analysis," J.P. Sibilia; VCH, 1988, pp. 81-84. Molecular weights are reported herein in units of Daltons, or equivalently, g / mol.

[0015] The term "dermatologically acceptable" as used herein and in the appended claims refers to ingredients typically used for topical application to the skin, and is intended to emphasize that materials that are toxic when present in amounts typically found in skin care compositions are not contemplated as part of the present invention.

[0016] Preferably, the hair cleansing agent of the present invention is selected from the group consisting of shampoos and conditioning shampoos, and more preferably, the hair cleansing agent of the present invention is a conditioning shampoo.

[0017] Preferably, the hair cleanser of the present invention comprises a dermatologically acceptable vehicle (preferably, the hair cleanser comprises 25 to 99 wt % (preferably, 30 to 95 wt %, more preferably, 40 to 90 wt %, and most preferably, 70 to 85 wt %) of a dermatologically acceptable vehicle based on the weight of the hair cleanser), a dermatologically acceptable hair care cleansing surfactant (preferably, the hair cleanser comprises 0.01 to 80 wt % (preferably, 1 to 50 wt %, more preferably, 5 to 20 wt %, and most preferably, 7 to 15 wt %) of a dermatologically acceptable hair care cleansing surfactant based on the weight of the hair cleanser), a dermatologically acceptable silicone surfactant, and a dermatologically acceptable silicone surfactant. a cone (preferably, the hair cleanser comprises 0.1 to 5 wt % (more preferably 0.15 to 4 wt %, even more preferably 0.25 to 2 wt %, most preferably 0.5 to 1.5 wt %) of a dermatologically acceptable silicone based on the weight of the hair cleanser), and a deposition aid polymer (preferably, the hair cleanser comprises 0.1 to 1 wt % (preferably 0.15 to 0.75 wt %, more preferably 0.2 to 0.5 wt %, most preferably 0.25 to 0.4 wt %) of a tertiary amine-functionalized dextran polymer based on the weight of the hair cleanser), wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I),

[0018] [ka] wherein X is a halogen and each R 1are independently substituted or unsubstituted C 1~6 alkyl groups, and each R 2 independently, C 1~6 The deposition aid polymer is selected from the group consisting of alkanediyl groups, and Y is a divalent bridging group, which enhances the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair.

[0019] Preferably, the hair cleanser of the present invention is a liquid formulation, more preferably an aqueous liquid formulation.

[0020] Preferably, the hair cleanser of the present invention contains a dermatologically acceptable vehicle. More preferably, the hair cleanser of the present invention contains 25 to 99% by weight (preferably 30 to 97.5% by weight, more preferably 60 to 95% by weight, and most preferably 75 to 90% by weight) of the dermatologically acceptable vehicle based on the weight of the hair cleanser. Even more preferably, the hair cleanser of the present invention contains 25 to 99% by weight (preferably 30 to 97.5% by weight, more preferably 60 to 95% by weight, and most preferably 75 to 90% by weight) of the dermatologically acceptable vehicle based on the weight of the hair cleanser, and the dermatologically acceptable vehicle comprises water. Even more preferably, the hair cleanser of the present invention contains 25 to 99% by weight (preferably 30 to 97.5% by weight, more preferably 60 to 95% by weight, and most preferably 75 to 90% by weight) of the dermatologically acceptable vehicle based on the weight of the hair cleanser, and the dermatologically acceptable vehicle is 、 aqueous C 1~4 Alcohol mixture and water Most preferably, the hair cleanser of the present invention contains 25 to 99% by weight (preferably 30 to 97.5% by weight, more preferably 60 to 95% by weight, most preferably 75 to 90% by weight) of a dermatologically acceptable vehicle, based on the weight of the hair cleanser, and the dermatologically acceptable vehicle is water.

[0021] Preferably, the water used in the hair cleanser of the present invention is at least one of distilled water and deionized water, more preferably, the water used in the hair cleanser of the present invention is distilled and deionized.

[0022] Preferably, the hair wash of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant. More preferably, the hair care formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant, and the dermatologically acceptable hair care cleansing surfactant is selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), 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 methyl cocoyl taurate), glycerides (e.g., glycerides of methyl hydroxybenzoates, ... 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), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., C 14~16sodium olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamines (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine), and mixtures thereof. Even more preferably, the hair care formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant, wherein the hair care formulation is selected from the group consisting of shampoos and conditioning shampoos, and the dermatologically acceptable hair care cleansing surfactant is selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), 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., For example, sodium methyl cocoyl taurate), glutamate (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), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., C 14~16sodium olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamines (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine), and mixtures thereof. Most preferably, the hair care formulations of the present invention further comprise a dermatologically acceptable hair care cleansing surfactant, wherein the hair care formulation is selected from the group consisting of shampoos and conditioning shampoos, and the dermatologically acceptable hair care cleansing surfactant comprises a mixture of a betaine (preferably cocamidopropyl betaine), a sulfate (preferably sodium lauryl ether sulfate (SLES)), and a fatty alkanolamide (preferably cocamide monoethanolamine).

[0023] Preferably, the hair care formulation of the present invention further comprises 0.01 to 80% by weight (more preferably 1 to 50% by weight, even more preferably 5 to 20% by weight, most preferably 7 to 15% by weight) of a dermatologically acceptable hair care cleansing surfactant, based on the weight of the hair care formulation. More preferably, the hair care formulation of the present invention further comprises 0.01 to 80% by weight (more preferably 1 to 50% by weight, even more preferably 5 to 20% by weight, most preferably 7 to 15% by weight) of a dermatologically acceptable hair care cleansing surfactant, based on the weight of the hair care formulation, and the dermatologically acceptable hair care cleansing surfactant is selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), glycinates (e.g., sodium cocoyl glycinate), betaines (e.g., alkyl betaines such as cetyl betaine and amines such as cocamidopropyl betaine), and the like. dobetaine), taurates (e.g., sodium methyl 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), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., C 14~16sodium olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamines (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine), and mixtures thereof. Even more preferably, the hair care formulation of the present invention further comprises 0.01 to 80% by weight (more preferably 1 to 50% by weight, even more preferably 5 to 20% by weight, most preferably 7 to 15% by weight) of a dermatologically acceptable hair care cleansing surfactant, based on the weight of the hair care formulation, wherein the hair care formulation is selected from the group consisting of shampoos and conditioning shampoos, and the dermatologically acceptable hair care cleansing surfactant is an alkyl betaine such as alkyl polyglucosides (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), glycinates (e.g., sodium cocoyl glycinate), betaines (e.g., cetyl betaine), amidobetaines such as cocamidopropyl betaine and cocamidopropyl betaine), taurates (e.g., sodium methyl 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), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., C 14~16sodium olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamines (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine), and mixtures thereof. Most preferably, the hair care formulation of the present invention further comprises 0.01 to 80% by weight (more preferably 1 to 50% by weight, even more preferably 5 to 20% by weight, most preferably 7 to 15% by weight) of a dermatologically acceptable hair care cleansing surfactant, based on the weight of the hair care formulation, and the hair care formulation is a conditioning shampoo, and the dermatologically acceptable hair care cleansing surfactant comprises a mixture of a betaine (preferably cocamidopropyl betaine), a sulfate (preferably sodium lauryl ether sulfate (SLES)), and a fatty alkanolamide (preferably cocamide monoethanolamine).

[0024] Preferably, the hair cleanser of the present invention contains a dermatologically acceptable silicone. More preferably, the hair cleanser of the present invention contains 0.1 to 5 wt % (preferably 0.15 to 4 wt %, more preferably 0.25 to 2 wt %, most preferably 0.5 to 1.5 wt %) of the dermatologically acceptable silicone based on the weight of the hair cleanser (preferably, the dermatologically acceptable silicone adjusts the condition of the hair). Even more preferably, the hair cleanser of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, and most preferably 0.5 to 1.5% by weight) of a dermatologically acceptable silicone, based on the weight of the hair cleanser, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, hexamethyldisiloxane, methicone, phenyldimethicone, stearoxydimethicone, polyalkylsiloxanes, polyalkylarylsiloxanes, silicone gums (i.e., polydiorganosiloxanes having a weight average molecular weight of 200,000 to 1,000,000 daltons), polyaminofunctional silicones (e.g., Dow Corning® 929), and mixtures thereof. Even more preferably, the hair cleanser of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, and most preferably 0.5 to 1.5% by weight) of a dermatologically acceptable silicone, based on the weight of the hair cleanser, and the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, hexamethyldisiloxane, methicone, phenyldimethicone, stearoxydimethicone, and mixtures thereof. Even more preferably, the hair cleanser of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, and most preferably 0.5 to 1.5% by weight) of a dermatologically acceptable silicone, based on the weight of the hair cleanser, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, methicone, and mixtures thereof.Even more preferably, the hair cleanser of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, and most preferably 0.5 to 1.5% by weight) of a dermatologically acceptable silicone, based on the weight of the hair cleanser, the dermatologically acceptable silicone being selected from the group consisting of amodimethicone, dimethicone, dimethiconol, and mixtures thereof. Most preferably, the hair cleanser of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, and most preferably 0.5 to 1.5% by weight) of a dermatologically acceptable silicone, based on the weight of the hair cleanser, the dermatologically acceptable silicone being dimethiconol.

[0025] Preferably, the hair cleanser of the present invention comprises a deposition aid polymer, which is a dextran polymer crosslinked with a dextran crosslinker of formula (I), and the deposition aid polymer improves the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair. More preferably, the hair cleanser of the present invention comprises 0.1 to 1 wt. % (preferably 0.15 to 0.75 wt. %, more preferably 0.2 to 0.5 wt. %, and most preferably 0.25 to 0.4 wt. %) of the deposition aid polymer, based on the weight of the hair cleanser, which is a dextran polymer crosslinked with a dextran crosslinker of formula (I), and the deposition aid polymer improves the deposition of dermatologically acceptable silicone from the hair cleanser onto mammalian hair. Most preferably, the hair cleanser of the present invention comprises 0.1 to 1 wt. % (preferably 0.15 to 0.75 wt. %, more preferably 0.2 to 0.5 wt. %, and most preferably 0.25 to 0.4 wt. %) of a deposition aid polymer, based on the weight of the hair cleanser, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I), and the deposition aid polymer has a Kjeldahl nitrogen content, TKN, corrected for ash and volatiles, of 0.5 to 5.0 wt. % (preferably 0.75 to 4 wt. %, more preferably 1 to 3.5 wt. %, and most preferably 1.5 to 3.0 wt. %) (measured using a Buchi KjelMaster K-375 automated analyzer and corrected for volatiles and ash measured as described in ASTM method D-2364), and the deposition aid polymer enhances dermatologically acceptable deposition of silicone from the hair cleanser onto mammalian hair.

[0026] Preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I). More preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I), wherein the dextran polymer is a branched dextran polymer containing a plurality of glucose structural units, in which 90 to 98 mol % (preferably 92.5 to 97.5 mol %, more preferably 93 to 97 mol %, and most preferably 94 to 96 mol %) of the glucose structural units are bonded via α-D-1,6 bonds, and 2 to 10 mol % (preferably 2.5 to 7.5 mol %, more preferably 3 to 7 mol %, and most preferably 4 to 6 mol %) of the glucose structural units are bonded via α-1,3 bonds. Most preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I), wherein the dextran polymer is a branched dextran polymer comprising a plurality of glucose structural units, wherein 90 to 98 mol % (preferably 92.5 to 97.5 mol %, more preferably 93 to 97 mol %, and most preferably 94 to 96 mol %) of the glucose structural units are linked by α-D-1,6 bonds, and 2 to 10 mol % (preferably 2.5 to 7.5 mol %, more preferably 3 to 7 mol %, and most preferably 4 to 6 mol %) of the glucose structural units are linked by α-1,3 bonds according to formula III,

[0027] [ka] In the formula, R is hydrogen, C 1~4 Alkyl and hydroxy C 1~4 The alkyl groups are selected from dextran polymer backbones with an average branching of ≦3 anhydroglucose units.

[0028] Preferably, the branched dextran polymer contains less than 0.01% by weight of alternan, based on the weight of the branched dextran polymer. More preferably, the branched dextran polymer contains less than 0.001% by weight of alternan, based on the weight of the branched dextran polymer. Most preferably, the branched dextran polymer contains less than the detectable limit of alternan.

[0029] Preferably, the deposition aid polymer is a dextran polymer cross-linked with a dextran cross-linker of formula (I). More preferably, the deposition aid polymer is a dextran polymer cross-linked with a dextran cross-linker of formula (I):

[0030] [ka] wherein X is a halogen (preferably, each X is independently selected from the group consisting of -Cl, -Br, and -I, more preferably, each X is -Cl), and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups ("substituted" means that the group contains at least one moiety selected from a halogen, a hydroxy group, an amino group, or a carboxy group) (preferably, each R 1 are independently unsubstituted C 1~6 alkyl groups, and more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, sec-butyl, pentyl, isopentyl, neopentyl, hexyl, and isohexyl, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, and sec-butyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, and isopropyl groups, and even more preferably, each R 1are independently selected from the group consisting of methyl and ethyl groups, and most preferably, each R 1 is a methyl group), each R 2 independently, C 1~6 Alkanediyl groups (preferably C 1~4 Alkanediyl groups, more preferably C 1~2 alkanediyl groups, most preferably -CH2- groups), and Y is a divalent bridging group (preferably C 1~6 Alkanediyl group and -R 3 -OR 4 - group (more preferably, -R 3 -OR 4 - group), R 3 and R 4 independently, C 1~6 Alkanediyl groups (preferably C 1~4 Alkanediyl groups, more preferably C 1~3 alkanediyl groups, most preferably -CH2CH2- groups) (preferably, R 3 and R 4 are the same). Even more preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinker of formula (I), and the dextran crosslinker of formula (I) is of formula (II):

[0031] [ka] wherein X is a halogen (preferably, each X is independently selected from the group consisting of -Cl, -Br, and -I, more preferably, each X is -Cl), and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups ("substituted" means that the group contains at least one moiety selected from a halogen, a hydroxy group, an amino group, or a carboxy group) (preferably, each R 1 are independently unsubstituted C 1~6 alkyl groups, and more preferably, each R 1are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, sec-butyl, pentyl, isopentyl, neopentyl, hexyl, and isohexyl, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, and sec-butyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, and isopropyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl and ethyl groups, and most preferably, each R 1 is a methyl group), each R 2 independently, C 1~6 Alkanediyl groups (preferably C 1~4 Alkanediyl groups, more preferably C 1~2 alkanediyl groups, most preferably -CH2- groups), and R 3 and R 4 independently, C 1~6 Alkanediyl groups (preferably C 1~4 Alkanediyl groups, more preferably C 1~3 alkanediyl groups, most preferably -CH2CH2- groups) (preferably, R 3 and R 4 are the same). Most preferably, the deposition aid polymer is

[0032] [ka] and mixtures thereof.

[0033] Preferably, the deposition aid polymer contains <0.001 meq / gram (preferably <0.0001 meq / gram, more preferably <0.00001 meq / gram, most preferably <detectable limit) of aldehyde functional groups.

[0034] Preferably, the deposition aid polymer has <0.1% (preferably <0.01%, more preferably <0.001%, most preferably <detectable limit) of the linkages between individual glucose units in the deposition aid polymer are β-1,4 linkages.

[0035] Preferably, the deposition aid polymer has <0.1% (preferably <0.01%, more preferably <0.001%, most preferably <detectable limit) of the linkages between individual glucose units in the deposition aid polymer are β-1,3 linkages.

[0036] Preferably, the deposition aid polymer contains <0.001 meq / gram (preferably <0.0001 meq / gram, more preferably <0.00001 meq / gram, most preferably <detectable limit) of silicone-containing functional groups.

[0037] Preferably, the hair cleanser of the present invention optionally contains an antibacterial agent / antiseptic (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), a rheology modifier (e.g., PEG-150 pentaerythrityl tetrastearate), a soap, a colorant, a pH adjuster, an antioxidant (e.g., butylated hydroxytoluene), a moisturizer (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), a diol (e.g., propylene glycol), a diol analog, a triol, a triol analog, a cationic polymer polyol, a hydroxypropyl methylcellulose ... and at least one additional ingredient selected from the group consisting of: cellulose acetate (e.g., cellulose acetate dihydrate), waxes, foaming agents, emulsifiers, colorants, fragrances, chelating agents (e.g., tetrasodium ethylenediaminetetraacetate), preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), bleaching agents, lubricants, sensory modifiers, sunscreen additives, vitamins, proteins / amino acids, plant extracts, natural ingredients, bioactive agents, anti-degradants, pigments, acids, penetrating agents, antistatic agents, anti-frizz agents, anti-dandruff agents, hair waving / straightening agents, hair styling agents, hair oils, absorbents, hard particles, soft particles, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), slip agents, opacifiers, pearlescent agents, and salts. More preferably, the hair cleanser of the present invention optionally further comprises at least one additional ingredient selected from the group consisting of an antibacterial / antiseptic agent (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), a rheology control agent (e.g., PEG-150 pentaerythrityl tetrastearate), and a chelating agent (e.g., tetrasodium ethylenediaminetetraacetate). Most preferably, the hair cleanser of the present invention optionally further comprises at least one additional ingredient selected from the group consisting of an antibacterial / antiseptic mixture of phenoxyethanol and methylisothiazolinone, PEG-150 pentaerythrityl tetrastearate, tetrasodium ethylenediaminetetraacetate, and a mixture of phenoxyethanol and methylisothiazolinone.

[0038] Preferably, the hair cleanser further comprises a thickener. More preferably, the hair cleanser further comprises a thickener, and the thickener is preferably selected to increase the viscosity of the hair cleanser without substantially changing other properties of the hair cleanser. Preferably, the hair cleanser further comprises a thickener, and the thickener is preferably selected to increase the viscosity of the hair cleanser without substantially changing other properties of the hair cleanser, and the thickener accounts for 0 to 5.0 wt % (preferably 0.1 to 5.0 wt %, more preferably 0.2 to 2.5 wt %, and most preferably 0.5 to 2.0 wt %) based on the weight of the hair cleanser.

[0039] Preferably, the hair cleanser of the present invention further comprises an antibacterial / antiseptic agent. More preferably, the hair cleanser of the present invention further comprises an antibacterial / antiseptic agent, and the antibacterial / antiseptic agent is selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM ​​hydantoin, 2-ethylhexylglyceryl ether, isothiazolinone (e.g., methylchloroisothiazolinone, methylisothiazolinone), and mixtures thereof. Even more preferably, the hair cleanser of the present invention further comprises an antibacterial / antiseptic agent, and the antibacterial / antiseptic agent is a mixture of phenoxyethanol and an isothiazolinone (more preferably, the antibacterial / antiseptic agent is a mixture of phenoxyethanol and methylisothiazolinone).

[0040] Preferably, the hair cleanser of the present invention optionally further comprises a pH adjuster. More preferably, the hair cleanser of the present invention further comprises a pH adjuster, and the hair cleanser has a pH of 4 to 9 (preferably 4.25 to 8, more preferably 4.5 to 7, and most preferably 4.75 to 6).

[0041] Preferably, the pH adjuster is selected from the group consisting of at least one 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 at least one of citric acid, lactic acid, sodium hydroxide, potassium hydroxide, triethanolamine, and amino-2-methyl-1-propanol. Even more preferably, the pH adjuster includes citric acid. Most preferably, the pH adjuster is citric acid.

[0042] Preferably, the method of the present invention for cleansing mammalian hair and simultaneously depositing silicone on the mammalian hair comprises selecting a hair cleanser of the present invention and applying the hair cleanser to the mammalian hair. More preferably, the method of the present invention for cleansing mammalian hair and simultaneously depositing silicone on the mammalian hair further comprises rinsing the hair cleanser from the mammalian hair with rinse water. Most preferably, the method of the present invention for cleansing mammalian hair and simultaneously depositing silicone on the mammalian hair comprises selecting a hair cleanser of the present invention, applying the hair cleanser to the mammalian hair, and rinsing the hair cleanser from the mammalian hair, wherein the hair cleanser is at least one of a shampoo and a conditioning shampoo (preferably, at least 10 mol % (more preferably at least 12 mol %, most preferably at least 15 mol %) of the silicone from the composition is deposited on the mammalian hair).

[0043] Some embodiments of the present invention are described in detail in the following examples.

[0044] Example S1: Synthesis of dextran crosslinker Bis[2-(N,N-dimethylamino)ethyl]ether (10.84 g) and water (23.12 g) were mixed together in a vessel. The pH of the vessel contents was adjusted to 8.5 with concentrated hydrochloric acid. 99.9% epichlorohydrin (20.84 g) was added to the vessel over 60 minutes while maintaining the vessel contents' set-point temperature at 25°C. After maintaining the vessel contents' set-point temperature at 25°C for an additional 2 hours, the set-point temperature was increased to 50°C and maintained at that temperature set-point for 2 hours. The pH of the vessel contents was then reduced to <2.0 with concentrated hydrochloric acid, and the set-point temperature was increased to 70°C and maintained at that temperature set-point for 1 hour. The vessel contents were then cooled. After the vessel contents' temperature had decreased below 50°C, the pH of the vessel contents was adjusted to 4-6 with 50% sodium hydroxide solution. The vessel contents were then extracted seven times (1 vol:1 vol) with methylene chloride, after which the residual methylene chloride was removed by conventional methods. The recovered material contained 39.4% by weight of product solids. 13 Analysis by C NMR showed that the product

[0045] [ka] The compound was identified as N,N'-(oxybis(ethane-2,1-diyl))bis(3-chloro-2-hydroxy-N,N-dimethylpropan-1-aminium) chloride.

[0046] Example S2: Synthesis of cross-linked dextran polymer Dextran (23.23 g; Aldrich product number D4876) and deionized water (120 g) were added to a 500 mL four-neck round-bottom flask equipped with a rubber ceramic cap, a nitrogen inlet, a pressure-equalizing addition funnel, a stirring paddle and motor, a subsurface thermocouple connected to a J-KEM controller, and a Friedrich condenser connected to a mineral oil bubbler. The weight-average molecular weight of the dextran was 100,000-200,000 daltons. While stirring the contents, the apparatus was purged with nitrogen to displace any oxygen trapped in the system. The nitrogen flow rate was approximately 1 bubble per second. The mixture was stirred for 1 hour while purging with nitrogen. Using a plastic syringe, 50% aqueous sodium hydroxide (14.9 g) was added to the flask contents over several minutes while stirring under nitrogen. The flask contents were then stirred under nitrogen for 30 minutes. A 47% aqueous solution (74.45 g) of dextran crosslinker prepared according to Example S1 was then added to the flask contents and stirred for 5 minutes before heating. Heat was then applied to the flask contents with a heating mantle controlled using a J-KEM controller set at 55°C. The flask contents were heated to 55°C and maintained for 90 minutes. The flask contents were then cooled to room temperature while maintaining positive nitrogen pressure within the flask. Once the flask contents reached room temperature, the flask contents were neutralized by adding glacial acetic acid (3.0 g), and the flask contents were stirred for 10 minutes. The flask contents were then diluted and transferred for use without further purification; the diluted product solids content was 11.1 wt%. An aliquot of the solution was precipitated from methanol and dried under reduced pressure at 50°C. The total Kjeldahl nitrogen content (TKN) of the dried precipitate was measured as 2.72 wt% using a Buchi KjelMaster K-375 automated analyzer.

[0047] Comparative Examples CF1-CF3 and Example F1: Hair Cleansing Formulation Hair wash formulations were prepared using the general hair wash formulations set forth in Table 1 for each of Comparative Examples CF1-CF3 and Example F1.

[0048] [Table 1]

[0049] The hair wash formulations for each of Comparative Examples CF1-CF3 and Example F1 were prepared using the following process: In a container, a 30 wt% aqueous solution of sodium lauryl sulfate was dissolved in deionized water and heated to 70°C with constant stirring. The polymers listed in Table 1 were then added to the container with stirring (i.e., polyquaternium-10, guar hydroxypropyltrimonium chloride, unmodified branched dextran, and cross-linked dextran prepared according to Example S2). Once the polymers were dissolved, tetrasodium EDTS was then added to the container. Once the contents of the container reached 70°C, a 45 wt% aqueous solution of PEG-150 pentaerythrityl tetrastearate and a 30 wt% aqueous solution of cocamide MEA were added to the container. A 30 wt% solution of cocamidopropyl betaine was then added to the container. The contents of the container were then allowed to cool. Once at room temperature, phenoxyethanol and methylisothiazolinone preservatives, and a 50% by weight solids aqueous emulsion of dimethiconol and TEA-dodecylbenzenesulfonate were added to the container. The final pH of the product shampoo formulation was then adjusted to pH 5.5 using citric acid, if necessary, and sufficient water was added to bring the total weight of the formulation to 100 g.

[0050] Silicone Deposition Analysis Silicone deposition onto hair from hair wash formulations prepared according to Comparative Examples CF1-CF3 and Example F1 was quantified using X-ray photoelectron spectroscopy (XPS), which provides quantitative elemental and chemical state information from the top 10 nm of the hair sample.

[0051] Hair tresses (2 g, European Virgin Brown, available from International Hair Importers) were first washed with a 9 wt. % sodium laureth sulfate (SLES) solution and rinsed with water flowing at 0.4 L / min for 60 seconds. After the initial washing step, the tresses were then washed with the hair wash formulations of Comparative Examples CF1-CF3 and Example F1 by applying 0.8 g of the hair wash formulation to the tress, massaging on both sides for 30 seconds, and then rinsing with water flowing at 0.4 L / min for 60 seconds. The hair tresses were then evaluated using XPS. XPS data was obtained from 1 cm 2 Measurements were taken from four areas per tress over a range of 100-150°C. The instrument parameters used are provided in Table 2. The mole % of silicon from the hair wash formulation deposited on the hair is reported in Table 3.

[0052] [Table 2]

[0053] [Table 3]

Claims

1. A hair cleanser comprising: 25 to 99% by weight of a dermatologically acceptable vehicle, based on the weight of the hair cleanser; a dermatologically acceptable hair care cleansing surfactant; a dermatologically acceptable silicone; a deposition aid polymer, said deposition aid polymer being a dextran polymer crosslinked with a dextran crosslinker of formula (I); 【Chemical 1】 wherein X is a halogen and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups, and each R 2 are independently 1~6 a deposition aid polymer selected from the group consisting of alkanediyl groups, and Y is a divalent bridging group; the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair; said dermatologically acceptable vehicle is selected from the group consisting of an aqueous C 1-4 alcohol mixture and water; The dermatologically acceptable hair care cleansing surfactant comprises a mixture of betaines, sulfates and fatty alkanolamides; The hair cleanser is selected from the group consisting of shampoos and conditioning shampoos.

2. The hair cleanser according to claim 1, wherein the hair cleanser is a conditioning shampoo.

3. A hair wash as described in claim 2, wherein the dextran polymer crosslinked with the dextran crosslinker of formula (I) has a Kjeldahl nitrogen content TKN of 0.5 to 5.0 wt. % corrected for ash and volatile matter.

4. 4. The hair wash of claim 3, wherein the surfactant comprises a mixture of sodium lauryl ether sulfate, cocamide monoethanolamine, and cocamidopropyl betaine.

5. The hair cleansing agent according to claim 4, further comprising a chelating agent.

6. The hair wash according to claim 5, further comprising a thickener.

7. 7. The hair wash according to claim 6, wherein the chelating agent comprises tetrasodium ethylenediaminetetraacetate and the thickening agent comprises PEG-150 pentaerythrityl tetrastearate.

8. The hair cleansing agent according to claim 7, further comprising a preservative.

9. 1. A method for cleansing mammalian hair and simultaneously depositing silicone on said mammalian hair, comprising: Selecting the hair cleansing agent according to claim 1; applying said hair cleanser to mammalian hair.

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