Hair care formulations

A cationic dextran polymer with quaternary ammonium groups enhances silicone deposition in hair care formulations, addressing inefficiencies in conventional deposition aids by improving efficiency and reducing ingredient loads while maintaining formulation quality.

JP7748379B2Active Publication Date: 2025-10-02ROHM & HAAS CO +1
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Patent Information

Application Number
JP2022553005
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-03-24
Filing Date
2021-03-17
Publication Date
2025-10-02
Estimated Expiration
2041-03-17

AI Technical Summary

Technical Problem

Existing hair care formulations struggle to efficiently deposit silicone onto hair while maintaining foaming and cost effectiveness, as conventional deposition aids like cationic polymers require high loads, impacting formulation quality.

Method used

Incorporation of a cationic dextran polymer functionalized with quaternary ammonium groups, with a molecular weight of 100,000 to 650,000 daltons, enhances silicone deposition from hair care formulations onto mammalian hair.

Benefits of technology

The cationic dextran polymer significantly improves silicone deposition efficiency, reducing the need for high active ingredient loads and maintaining formulation quality, including foaming and cost-effectiveness.

✦ Generated by Eureka AI based on patent content.

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Abstract

A hair care formulation is provided, comprising: a dermatologically acceptable vehicle; a dermatologically acceptable silicone; and a deposition aid polymer, wherein the deposition aid polymer is a branched cationic dextran polymer comprising a dextran polymer functionalized with quaternary ammonium groups, wherein the dextran polymer has a weight average molecular weight of 100,000 to 650,000 daltons, and wherein the deposition aid polymer enhances deposition of silicone from the hair care formulation onto mammalian hair.
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Description

[Technical Field]

[0001] The present invention relates to hair care formulations. In particular, the present invention relates to hair care formulations comprising a dermatologically acceptable vehicle, a dermatologically acceptable silicone, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups, the dextran polymer having a weight average molecular weight of 100,000 to 650,000 daltons, and the deposition aid polymer enhancing deposition of silicone from the hair care formulation onto mammalian hair.

[0002] 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.

[0003] 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 the individual. Cleansing formulations typically contain surfactants to facilitate the removal of substances attached to the 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 excess oil from hair can make it prone to dryness and damage. One solution to this concern is the selection of a mild surfactant. Another approach is to incorporate additives that help replace the oils removed through attachment, but this approach has proven difficult to implement, especially in rinse-off applications.

[0004] 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 an average molecular weight (Mw) with a lower limit of 5,000 and an upper limit of 200,000, a light transmittance of greater than 80% at a light wavelength of 600 nm in a 10% aqueous solution, a protein content of less than 1.0% by weight of the polysaccharide, and an aldehyde functional group content of at least 0.01 meg / gram.

[0005] While 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 cleansers, they are less efficient and require relatively high loadings of active ingredients into the personal care cleanser formulation to facilitate the desired results. However, such high levels of active ingredients (e.g., silicones) adversely affect the foaming / lather feel and cost of the formulation, which impacts the consumer experience.

[0006] Thus, there remains a need for deposition aids that help enhance the efficiency of silicone deposition from hair care formulations.

[0007] The present invention comprises a dermatologically acceptable vehicle, a dermatologically acceptable silicone, and a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer including a dextran polymer functionalized with quaternary ammonium groups, wherein the dextran polymer has a weight average molecular weight of 100,000 to 650,000 daltons, and the deposition aid polymer enhances deposition of silicone from a cleansing formulation onto mammalian hair.

[0008] The present invention provides a method of depositing silicone on mammalian hair, the method comprising selecting a hair care formulation of the present invention and applying the hair care formulation to mammalian hair. DETAILED DESCRIPTION OF THE INVENTION

[0009] Surprisingly, deposition of silicone from hair care formulations can be enhanced by the incorporation of a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer comprising a dextran polymer functionalized with quaternary ammonium groups, the dextran polymer having a weight average molecular weight of 100,000 to 650,000 daltons, and the deposition aid polymer enhances deposition of silicone from cleansing formulations onto mammalian hair.

[0010] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.

[0011] As used herein, unless otherwise indicated, "molecular weight" or M WThe 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.

[0012] 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.

[0013] Preferably, the hair care formulation of the present invention is selected from the group consisting of shampoo, conditioning shampoo, leave-on hair conditioner, rinse-off hair conditioner, hair colorant, and hair styling gel. More preferably, the hair care formulation of the present invention is selected from the group consisting of shampoo, conditioning shampoo, leave-on hair conditioner, and rinse-off hair conditioner. Even more preferably, the hair care formulation of the present invention is a shampoo, conditioner, or conditioning shampoo. Most preferably, the hair care formulation of the present invention is a shampoo or conditioning shampoo.

[0014] Preferably, the hair care formulations of the present invention comprise a dermatologically acceptable vehicle (preferably, the hair care formulation comprises 25 to 99 wt % (preferably 30 to 95 wt %, more preferably 40 to 90 wt %, most preferably 70 to 85 wt %) of a dermatologically acceptable vehicle based on the weight of the hair care formulation), a dermatologically acceptable silicone (preferably, the hair care formulation comprises 0.1 to 5 wt % (more preferably 0.15 to 4 wt %, even more preferably 0.25 to 2 wt %, most preferably 0.4 to 1.5 wt %) of a dermatologically acceptable silicone based on the weight of the hair care formulation), and a deposition aid polymer (preferably, the hair care formulation comprises 0.1 to 5 wt % (more preferably 0.15 to 4 wt %, even more preferably 0.25 to 2 wt %, most preferably 0.4 to 1.5 wt %) of a dermatologically acceptable silicone based on the weight of the hair care formulation). and a deposition aid polymer comprising from about 100,000 to about 650,000 daltons (preferably from about 125,000 to about 600,000 daltons, more preferably from about 130,000 to about 575,000 daltons, and most preferably from about 145,000 to about 525,000 daltons), wherein the deposition aid polymer comprises from about 100,000 to about 650,000 daltons (preferably from about 125,000 to about 600,000 daltons, more preferably from about 130,000 to about 575,000 daltons, and most preferably from about 145,000 to about 525,000 daltons), and wherein the deposition aid polymer enhances deposition of silicone from the cleansing formulation onto mammalian hair.

[0015] Preferably, the hair care formulations of the present invention are liquid formulations. More preferably, the hair care formulations of the present invention are aqueous liquid formulations.

[0016] Preferably, the hair care formulations of the present invention comprise a dermatologically acceptable vehicle. More preferably, the hair care formulations of the present invention comprise 25 to 99 wt. % (preferably 30 to 97.5 wt. %, more preferably 60 to 95 wt. %, and most preferably 75 to 90 wt. %) of the dermatologically acceptable vehicle based on the weight of the hair care formulation. Even more preferably, the hair care formulations of the present invention comprise 25 to 99 wt. % (preferably 30 to 97.5 wt. %, more preferably 60 to 95 wt. %, and most preferably 75 to 90 wt. %) of the dermatologically acceptable vehicle based on the weight of the hair care formulation, the dermatologically acceptable vehicle comprising water. Even more preferably, the hair care formulations of the present invention comprise 25 to 99 wt. % (preferably 30 to 97.5 wt. %, more preferably 60 to 95 wt. %, and most preferably 75 to 90 wt. %) of the dermatologically acceptable vehicle based on the weight of the hair care formulation, the dermatologically acceptable vehicle comprising water. 、 aqueous C 1~4 Alcohol mixture and water Most preferably, the hair care formulations of the present invention comprise 25 to 99% (preferably 30 to 97.5%, more preferably 60 to 95%, and most preferably 75 to 90%) by weight of a dermatologically acceptable vehicle, based on the weight of the hair care formulation, wherein the dermatologically acceptable vehicle is water.

[0017] Preferably, the water used in the hair care formulations of the present invention is at least one of distilled water and deionized water. More preferably, the water used in the hair care formulations of the present invention is distilled and deionized.

[0018] Preferably, the hair care formulations of the present invention comprise a dermatologically acceptable silicone. More preferably, the hair care formulations of the present invention comprise 0.1 to 5 wt. % (preferably 0.15 to 4 wt. %, more preferably 0.25 to 2 wt. %, most preferably 0.4 to 1.5 wt. %) of a dermatologically acceptable silicone (preferably, the dermatologically acceptable silicone conditions the hair) based on the weight of the hair care formulation. Even more preferably, the hair care formulations of the present invention comprise from 0.1 to 5 wt. % (preferably from 0.15 to 4 wt. %, more preferably from 0.25 to 2 wt. %, and most preferably from 0.4 to 1.5 wt. %) of a dermatologically acceptable silicone, based on the weight of the hair care formulation, 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 care formulations of the present invention comprise 0.1 to 5 wt. % (preferably 0.15 to 4 wt. %, more preferably 0.25 to 2 wt. %, and most preferably 0.4 to 1.5 wt. %) of a dermatologically acceptable silicone, based on the weight of the hair care formulation, wherein 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 care formulations of the present invention comprise 0.1 to 5 wt. % (preferably 0.15 to 4 wt. %, more preferably 0.25 to 2 wt. %, and most preferably 0.4 to 1.5 wt. %) of a dermatologically acceptable silicone, based on the weight of the hair care formulation, the dermatologically acceptable silicone being selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, methicone, and mixtures thereof. Even more preferably, the hair care formulations of the present invention comprise 0.1 to 5 wt. % (preferably 0.15 to 4 wt. %, more preferably 0.25 to 2 wt. %, and most preferably 0.4 to 1.5 wt. %) of a dermatologically acceptable silicone, based on the weight of the hair care formulation, the dermatologically acceptable silicone being selected from the group consisting of amodimethicone, dimethicone, dimethiconol, and mixtures thereof. Most preferably, the hair care formulations of the present invention comprise 0.1 to 5 wt. % (preferably 0.15 to 4 wt. %, more preferably 0.25 to 2 wt. %, most preferably 0.4 to 1.5 wt. %) of a dermatologically acceptable silicone, based on the weight of the hair care formulation, the dermatologically acceptable silicone comprising dimethiconol.

[0019] Preferably, the hair care formulations of the present invention comprise a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups, wherein the dextran polymer has a weight average molecular weight of 100,000 to 650,000 (preferably 125,000 to 600,000, more preferably 130,000 to 575,000, and most preferably 145,000 to 525,000) Daltons, and wherein the deposition aid polymer enhances deposition of silicone from the hair care formulation onto mammalian hair. More preferably, the hair care formulations of the present invention comprise 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 care formulation, wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups, the dextran polymer having a weight average molecular weight of 100,000 to 650,000 (preferably 125,000 to 600,000, more preferably 130,000 to 575,000, and most preferably 145,000 to 525,000) Daltons, and the deposition aid polymer enhances deposition of silicone from the hair care formulation onto mammalian hair.Most preferably, the hair care formulations of the present invention comprise 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 care formulation, wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups, the dextran polymer having a weight average molecular weight of 100,000 to 650,000 (preferably 125,000 to 600,000, more preferably 130,000 to 575,000, and most preferably 145,000 to 525,000 Daltons), and the cationic dextran polymer is present in an amount of 0.5 to 4.0 wt. % (preferably 0.75 to 3.25 wt. %, more preferably 0.9 to 2.6 wt. %, and most preferably 1.0 to 2.0 wt. %) (Buchi KjelMaster). The deposition aid polymer has a Kjeldahl nitrogen content, corrected for ash and volatiles, TKN, of 100 ppm (measured using a Kjeldahl K-375 autoanalyzer and corrected for volatiles and ash measured as described in ASTM Method D-2364), and the deposition aid polymer enhances the deposition of silicone from a hair care formulation onto mammalian hair.

[0020] Preferably, the dextran polymer is a branched-chain dextran polymer. More preferably, the dextran polymer is a branched-chain dextran polymer that contains 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 connected 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 connected by α-1,3 bonds. Most preferably, the dextran polymer is a branched dextran polymer, which comprises 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 connected 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 connected by α-1,3 bonds according to Formula I.

[0021] [ka] In the formula, R1 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 no more than 3 anhydroglucose units.

[0022] Preferably, the dextran polymer contains less than 0.01% by weight of alternan based on the weight of the dextran polymer. More preferably, the dextran polymer contains less than 0.001% by weight of alternan based on the weight of the dextran polymer. Most preferably, the dextran polymer contains less than the detectable limit of alternan.

[0023] Preferably, the deposition aid polymer is a cationic dextran polymer, the cationic dextran polymer comprising a dextran polymer functionalized with quaternary ammonium groups. More preferably, the deposition aid polymer is a cationic dextran polymer, the cationic dextran polymer comprising a dextran polymer functionalized with quaternary ammonium groups, the quaternary ammonium groups being selected from the group consisting of quaternary ammonium moieties of formula (A) attached to pendant oxygens on the dextran polymer:

[0024] [ka] During the ceremony,

[0025] [ka] is a pendant oxygen on the dextran polymer, where X is a divalent linking group (preferably, where X is selected from divalent hydrocarbon groups, which may be optionally substituted (e.g., with hydroxy, alkoxy, ether groups), more preferably, where X is -CHCH(OR 4 )CH group, where R 4 is hydrogen and C 1~4 alkyl groups (preferably hydrogen), and most preferably X is a —CH2CH(OH)CH2 group), wherein each R 2 independently, C 1~7 Alkyl group (preferably C 1~3 alkyl groups, more preferably methyl and ethyl groups, most preferably methyl groups), wherein R 3 is C 1~22 Alkyl group (preferably C 1~3 Alkyl groups and C 6~22Preferably, the deposition aid polymer is a cationic dextran polymer, the cationic dextran polymer comprising a dextran polymer functionalized with a quaternary ammonium group, the quaternary ammonium group being selected from the group consisting of quaternary ammonium moieties of formula (B) attached to pendant oxygens on the dextran polymer:

[0026] [ka] In the formula, R 4 is hydrogen and C 1~4 alkyl groups (preferably hydrogen), and each R 5 are independently selected from the group consisting of methyl and ethyl groups (preferably methyl groups).

[0027] Preferably, the deposition aid polymer contains less than 0.001 meq / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, most preferably below the detectable limit) of aldehyde functionality.

[0028] Preferably, the deposition aid polymer contains less than 0.1% (preferably less than 0.01%, more preferably less than 0.001%, and most preferably below the limit of detection) of linkages between individual glucose units in the deposition aid polymer that are β-1,4 linkages.

[0029] Preferably, the deposition aid polymer contains less than 0.1% (preferably less than 0.01%, more preferably less than 0.001%, and most preferably below the detectable limit) linkages between individual glucose units in the deposition aid polymer, and those linkages are β-1,3 linkages.

[0030] Preferably, the deposition aid polymer contains less than 0.001 meq / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, most preferably below the detectable limit) of silicone-containing functional groups.

[0031] Preferably, the hair care formulations of the present invention optionally contain a hair care cleansing surfactant, an antimicrobial / 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 humectant (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, a hydroxypropyl methylcellulose ... and at least one additional formulation ingredient selected from the group consisting of: hydroxypropyl methyl acrylate (e.g., methyl methacrylate polyol), wax, foaming agent, emulsifier, colorant, fragrance, chelating agent (e.g., tetrasodium ethylenediaminetetraacetate), preservative (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), bleach, lubricant, sensory modifier, sunscreen additive, vitamin, protein / amino acid, plant extract, natural formulation ingredient, bioactive agent, antidegradant, pigment, acid, penetrating agent, antistatic agent, anti-frizz agent, anti-dandruff agent, hair waving / straightening agent, hair styling agent, hair oil, absorbent, hard particle, soft particle, conditioning agent (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), slip agent, opacifier, pearlizing agent, and salt. More preferably, the hair care formulations of the present invention optionally further comprise at least one additional formulation ingredient selected from the group consisting of hair care cleansing surfactants, antimicrobials / preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), rheology modifiers (e.g., PEG-150 pentaerythrityl tetrastearate), and chelating agents (e.g., tetrasodium ethylenediaminetetraacetate).Most preferably, the hair care formulations of the present invention optionally further comprise at least one additional formulation ingredient selected from the group consisting of a hair care cleansing surfactant, an antibacterial / antiseptic mixture of phenoxyethanol and methylisothiazolinone, PEG-150 pentaerythrityl tetrastearate, tetrasodium ethylenediaminetetraacetic acid, and a mixture of phenoxyethanol and methylisothiazolinone.

[0032] Preferably, the hair care formulations of the present invention further comprise a hair care cleansing surfactant. More preferably, the hair care formulations of the present invention further comprise a hair care cleansing surfactant, which may be 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), glutamate, or the like. esters (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 hair care cleansing surfactant, wherein the hair care formulation is selected from the group consisting of shampoos and conditioning shampoos, and the 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., methyl cocoyl taurate sodium), 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 formulations of the present invention further comprise a hair care cleansing surfactant, wherein the hair care formulation is selected from the group consisting of shampoos and conditioning shampoos, and the hair care cleansing surfactant comprises a mixture of betaine (preferably cocamidopropyl betaine), sulfate (preferably sodium lauryl ether sulfate (SLES)), and fatty alkanolamide (preferably cocamide monoethanolamine).

[0033] Preferably, the hair care formulations of the present invention further comprise 0.01 to 80 wt % (preferably 1 to 50 wt %, even more preferably 5 to 20 wt %, most preferably 7 to 15 wt %, based on the weight of the hair care formulation) of a hair care cleansing surfactant. More preferably, the hair care formulations of the present invention further comprise 0.01 to 80 wt % (more preferably 1 to 50 wt %, even more preferably 5 to 20 wt %, most preferably 7 to 15 wt %) of a hair care cleansing surfactant, based on the weight of the hair care formulation, the hair care cleansing surfactant being 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., methyl methyl acrylate), methyl acrylates (e.g., ... For example, sodium methyl cocoyl taurate), glutamate (e.g., sodium cocoyl glutamate), sarcosinate (e.g., sodium lauroyl sarcosinate), isethionate (e.g., sodium cocoyl isethionate, sodium lauroyl methyl isethionate), sulfoacetate (e.g., sodium lauryl sulfoacetate), alaninate (e.g., sodium cocoyl alaninate), amphoacetate (e.g., sodium cocoamphoacetate), sulfate (e.g., sodium lauryl ether sulfate (SLES)), sulfonate (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 formulations of the present invention further comprise 0.01 to 80 wt. % (more preferably 1 to 50 wt. %, even more preferably 5 to 20 wt. %, and most preferably 7 to 15 wt. %) of a hair care cleansing surfactant, based on the weight of the hair care formulation, wherein the hair care formulation is a body wash formulation and the 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. Most preferably, the hair care formulations of the present invention further comprise 0.01 to 80% (more preferably 1 to 50%, even more preferably 5 to 20%, most preferably 7 to 15%) by weight of a hair care cleansing surfactant, based on the weight of the hair care formulation, wherein the hair care formulation is a body wash formulation and the hair care cleansing surfactant comprises a mixture of betaine (preferably cocamidopropyl betaine), sulfate (preferably sodium lauryl ether sulfate (SLES)), and fatty alkanolamide (preferably cocamide monoethanolamine).

[0034] Preferably, the hair care formulation further comprises a thickener. More preferably, the hair care formulation further comprises a thickener, preferably selected to increase the viscosity of the hair care formulation without substantially altering other properties of the hair care formulation. Preferably, the hair care formulation further comprises a thickener, preferably selected to increase the viscosity of the hair care formulation without substantially altering other properties of the hair care formulation, and the thickener comprises 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 care formulation.

[0035] Preferably, the hair care formulations of the present invention further comprise an antimicrobial / antiseptic. More preferably, the hair care formulations of the present invention further comprise an antimicrobial / antiseptic selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM ​​hydantoin, 2-ethylhexylglyceryl ether, isothiazolinones (e.g., methylchloroisothiazolinone, methylisothiazolinone), and mixtures thereof. Even more preferably, the hair care formulations of the present invention further comprise an antimicrobial / antiseptic, wherein the antimicrobial / antiseptic is a mixture of phenoxyethanol and an isothiazolinone (more preferably, the antimicrobial / antiseptic is a mixture of phenoxyethanol and methylisothiazolinone).

[0036] Preferably, the hair care formulations of the present invention optionally further comprise a pH adjuster. More preferably, the hair care formulations of the present invention further comprise a pH adjuster, the hair care formulation having a pH of 4 to 9 (preferably 4.25 to 8, more preferably 4.5 to 7, most preferably 4.75 to 6).

[0037] 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.

[0038] Preferably, the method of depositing silicone on mammalian hair of the present invention comprises selecting a hair care formulation of the present invention and applying the hair care formulation to the mammalian hair. More preferably, the method of depositing silicone on mammalian hair of the present invention further comprises rinsing the hair care formulation from the mammalian hair with rinse water. Most preferably, the method of depositing silicone on mammalian hair of the present invention comprises selecting a hair care formulation of the present invention, applying the hair care formulation to the mammalian hair, and rinsing the hair care formulation from the mammalian hair, wherein the hair care formulation is at least one of a shampoo and a conditioner (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).

[0039] Some embodiments of the present invention are described in detail in the following examples.

[0040] Example S1: Synthesis of cationic dextran polymer Dextran polymer (30.33 g, Sigma-Aldrich product D4876) and deionized water (160.75 g) were placed in a 500 mL four-neck round-bottom flask equipped with a rubber serum cap, nitrogen inlet, pressure-equalizing addition funnel, 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 polymer was 100,000-200,000 daltons. A 70% aqueous solution of 2,3-epoxypropyltrimethylammonium chloride (27.13 g, QUAB® 151, available from SKW QUAB Chemicals) was placed in the addition funnel. The contents of the flask were stirred until the dextran polymer dissolved in the deionized water. While stirring the contents, the apparatus was purged with nitrogen to displace any entrained oxygen in the system. The nitrogen flow rate was approximately 1 bubble per second. The mixture was purged with nitrogen while stirring for 1 hour. Using a plastic syringe, 25% aqueous sodium hydroxide (4.76 g) was added to the flask contents over several minutes while stirring under nitrogen. The flask contents were stirred under nitrogen for 30 minutes. The contents of the addition funnel were then added dropwise to the flask contents over several minutes under nitrogen with continued stirring. After the contents of the addition funnel were transferred to the flask contents, the mixture was stirred for 5 minutes. Heat was then applied to the flask contents using a heating mantle controlled using a J-KEM controller set at 55°C. The flask contents were heated and held at 55°C 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, glacial acetic acid (2.5 g) was added. The polymer was recovered by non-solvent precipitation from methanol. The precipitated polymer was collected by vacuum filtration using a Buchner funnel and dried overnight in vacuo at 50°C. The product branched cationic dextran polymer was an off-white solid (24.3 g) with a volatile content of 3.65% and an ash content of 0.37% (as sodium chloride). Volatiles and ash were determined as described in ASTM Method D-2364.The Kjeldahl nitrogen content TKN was determined using a Buchi KjelMaster K-375 autoanalyzer and found to be 1.41% (corrected for volatiles and ash), which corresponds to a degree of trimethylammonium substitution of 0.19.

[0041] Examples S2-S4: Synthesis of cationic dextran polymers Cationic dextran polymers were prepared essentially as described in Example S1, but with variations in the dextran starting material as indicated in Table 1.

[0042] [Table 1]

[0043] Comparative Examples CF1-CF4 and Examples F1-F7: Shampoo Formulations Shampoo formulations were prepared using the general shampoo formulations shown in Tables 2 and 3 for each of Comparative Examples CF1-CF4 and Examples F1-F7.

[0044] [Table 2]

[0045] [Table 3]

[0046] Shampoo formulations were prepared in each of Comparative Examples CF1-CF4 and Examples F1-F7 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 polymer shown in Tables 2 and 3 (e.g., polyquaternium-10, guar hydroxypropyltrimonium chloride, unmodified dextran, or cationic dextran prepared according to Example S1) was then added to the container with stirring. Once the polymer was dissolved, tetrasodium EDTA 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.

[0047] Silicone Deposition Analysis Silicone deposition onto hair from shampoo formulations prepared according to Comparative Examples CF1-CF4 and Examples F1-F7 was quantified using X-ray photoelectron spectroscopy (XPS), which provides quantitative elemental and chemical state information from the top 10 nm of hair samples.

[0048] 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 30 seconds. After the initial washing step, the tresses were then washed with the shampoo formulations of Comparative Examples CF1-CF4 and Examples F1-F7 by applying 0.8 g of the shampoo formulation to the tress, massaging on both sides for 30 seconds, and rinsing on both sides with water flowing at 0.4 L / min for 15 seconds. The tresses were then evaluated using XPS. XPS data were reported at 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 4. The mole % of silicone from the shampoo formulation deposited on the hair is reported in Table 5.

[0049] [Table 4]

[0050] [Table 5]

Claims

1. A hair care formulation comprising: 25 to 99% by weight of a dermatologically acceptable vehicle, based on the weight of the hair care formulation; a dermatologically acceptable silicone; a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups; the dextran polymer has a weight average molecular weight of 125,000 to 650,000 daltons and is a branched dextran polymer; said dermatologically acceptable vehicle is selected from the group consisting of an aqueous C 1-4 alcohol mixture and water; A hair care formulation, wherein the deposition aid polymer enhances deposition of silicone from the hair care formulation onto mammalian hair.

2. 10. The hair care formulation of claim 1, wherein the hair care formulation is selected from the group consisting of shampoos, conditioning shampoos, leave-on hair conditioners, and rinse-off hair conditioners.

3. 3. The hair care formulation of claim 2, wherein the hair care formulation is selected from the group consisting of shampoos and conditioning shampoos.

4. 4. A hair care formulation according to claim 3, wherein the cationic dextran polymer has a Kjeldahl nitrogen content, corrected for ash and volatiles, TKN, of 1.0 to 4.0% by weight.

5. 5. The hair care formulation of claim 4 further comprising a hair care cleansing surfactant.

6. 6. The hair care formulation of claim 5 further comprising a chelating agent and a thickening agent.

7. 7. The hair care formulation of claim 6, wherein the hair care cleansing surfactant comprises a mixture of sodium lauryl ether sulfate, cocamide monoethanolamine and cocamidopropyl betaine, the chelating agent comprises tetrasodium ethylenediaminetetraacetate, and the thickening agent comprises PEG-150 pentaerythrityl tetrastearate.

8. 8. The hair care formulation of claim 7 further comprising a preservative.

9. 1. A method for depositing silicone on mammalian hair, comprising: Selecting a hair care formulation according to claim 1; applying said hair care formulation to mammalian hair.

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