Hair shampoo containing natural oils

Abstract

The present invention provides a hair care formulation comprising a dermatologically acceptable vehicle, a surfactant, a dermatologically acceptable oil, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer comprising a dextran-based polymer functionalized with quaternary ammonium groups, the dextran-based polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, the quaternary ammonium groups being selected from the group represented by formula (II) and the group represented by formula (III): and (III), where X is a divalent linking group, each R2 is independently selected from a C1-4 alkyl group, each R3 is independently selected from a C1-4 alkyl group, and each R4 is independently selected from a straight chain or branched C12 alkyl group, and the deposition aid polymer has a degree of substitution DS(II) of the formula (II) moiety from 0.01 to 0.2, and a degree of substitution DS(III) of the formula (III) moiety from greater than 0 to less than 0.02. [Formula 1] JPEG2025509511000028.jpg65170

Description

[Technical field]

[0001] The present invention relates to a hair care formulation, in particular to a hair care formulation comprising a dermatologically acceptable vehicle, a hair cleansing surfactant, a dermatologically acceptable oil, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer comprising a dextran-based polymer functionalized with quaternary ammonium groups, the dextran-based polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, the quaternary ammonium groups being comprised of (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran-based polymer,

[0002] [ka] (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer,

[0003] [ka] During the ceremony,

[0004] [ka] are pendant oxygens on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 are independently linear or branched C 12 The deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2. (II) and the degree of substitution DS of the moiety of formula (III) is greater than 0 and less than 0.02. (III) has.

[0005] Oil deposition is of particular interest to various personal care compositions, especially hair cleansers (e.g., shampoos, shampoo conditioners) that provide moisturizing / conditioning benefits in addition to cleansing benefits.

[0006] Hair washing has become a ubiquitous element of personal hygiene. Hair washing facilitates the removal of dirt, bacteria, and other things that are perceived to be harmful to the hair or the individual. Washing formulations typically include surfactants to aid in the removal of materials deposited on the hair. Unfortunately, washing formulations remove both undesirable and desirable materials from the hair. For example, washing formulations often remove oils from the hair that act to undesirably protect the hair from moisture loss. Removing excess oil from the hair can make the hair more 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 removed oils through deposition, but this approach has proven difficult to implement, especially in rinse-off applications.

[0007] 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 moieties on the cationic derivatized polygalactomannan are 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 a light 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 meg / gram.

[0008] Although 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 nevertheless exhibit low efficiency, necessitating a relatively high loading of actives into the personal care cleanser formulation to promote the desired results.However, such high levels of active ingredients (e.g., oils) adversely affect the consumer foaming / foaming experience and cost of the formulation.

[0009] Thus, there remains a need for deposition aids that promote improved efficiency of oil deposition from hair care formulations, particularly from hair cleansing surfactant containing hair care formulations.

[0010] The present invention provides a hair care formulation comprising a dermatologically acceptable vehicle, a hair cleansing surfactant, a dermatologically acceptable oil, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the dextran based polymer having a weight average molecular weight of from 50,000 to 3,000,000 Daltons, the quaternary ammonium groups being comprised of (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran based polymer,

[0011] [ka] (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer,

[0012] [ka] During the ceremony,

[0013] [ka] are pendant oxygens on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 are independently linear or branched C 12 The deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2. (II) and the degree of substitution DS of the moiety of formula (III) is greater than 0 and less than 0.02. (III) has.

[0014] The present invention provides a hair care formulation comprising a dermatologically acceptable vehicle, a hair cleansing surfactant, a dermatologically acceptable oil, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the dextran based polymer having a weight average molecular weight of from 50,000 to 3,000,000 Daltons, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran base polymer, and (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer, wherein

[0015] [ka] are pendant oxygens on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 are independently linear or branched C 12 The deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2. (II) and the degree of substitution DS of the moiety of formula (III) is greater than 0 and less than 0.02. (III) and the hair care formulation contains less than 0.1 wt. % of silicon-containing molecules based on the weight of the hair care formulation.

[0016] The present invention provides a hair care formulation comprising a dermatologically acceptable vehicle, a hair cleansing surfactant comprising sodium lauryl ether sulfate, a dermatologically acceptable oil, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the dextran based polymer having a weight average molecular weight of from 50,000 to 3,000,000 Daltons, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran base polymer, and (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer, wherein

[0017] [ka] are pendant oxygens on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 are independently linear or branched C 12 The deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2. (II) and the degree of substitution DS of the moiety of formula (III) is greater than 0 and less than 0.02. (III) and the hair care formulation contains less than 0.1 wt. % of silicon-containing molecules based on the weight of the hair care formulation.

[0018] The present invention provides a method of depositing oil on mammalian hair comprising selecting a hair care formulation of the present invention and applying the hair care formulation to mammalian hair, wherein the deposition aid polymer enhances deposition of dermatologically acceptable oil from the hair care formulation onto the mammalian hair as compared to an otherwise identical formulation without the deposition aid polymer. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0019] Surprisingly, oil deposition from hair care formulations containing a hair cleansing surfactant can be enhanced by the incorporation of a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the dextran based polymer having a weight average molecular weight of from 50,000 to 3,000,000 Daltons, the quaternary ammonium groups being comprised of (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran based polymer, and

[0020] [ka] (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer,

[0021] [ka] During the ceremony,

[0022] [ka] are pendant oxygens on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 are independently linear or branched C 12 The deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2. (II) and the degree of substitution DS of the moiety of formula (III) is greater than 0 and less than 0.02. (III)wherein the deposition aid polymer improves deposition of dermatologically acceptable oil from the hair care formulation to mammalian hair as compared to an otherwise identical formulation not including the deposition aid polymer.

[0023] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.

[0024] As used herein, unless otherwise indicated, the term "molecular weight" or Mw 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 technique of GPC is described in detail in Modern Size Exclusion Chromatography, WW Yau, JJ Kirkland, DDBly; Wiley-Interscience, 1979, and A Guide to Materials Characterization and Chemical Analysis, JP Sibilia; VCH, 1988, p.81-84. Molecular weights are reported herein in units of Daltons, or equivalently, g / mol.

[0025] 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.

[0026] Preferably, the hair care formulation of the present invention is selected from the group consisting of shampoos and conditioning shampoos.

[0027] Preferably, the hair care formulation of the present invention comprises a dermatologically acceptable vehicle (preferably, the hair care formulation comprises 35 to 98.89 wt. % (preferably, 50 to 98.25 wt. %, more preferably, 60 to 96.3 wt. %, most preferably, 75 to 92.75 wt. %) of a dermatologically acceptable vehicle based on the weight of the hair care formulation), a hair cleansing surfactant (preferably, the hair care formulation comprises 1 to 50 wt. % (more preferably, 1.5 to 30 wt. %, more preferably, 2.5 to 25 wt. %, most preferably, 5 to 15 wt. %) of a hair cleansing surfactant based on the weight of the hair care formulation), and a dermatologically acceptable oil (preferably, the hair care formulation comprises 0.01 to 10 wt. % (more preferably, 0.1 to 7.5 wt. %, more preferably, 1 to 6 wt. %, most preferably, 2 to 5 wt. %) of a dermatologically acceptable oil based on the weight of the hair care formulation). ) a dermatologically acceptable oil of formula (II) or (III) and a deposition aid polymer (preferably the hair care formulation comprises 0.1 to 5 wt. % (more preferably 0.15 to 3 wt. %, more preferably 0.2 to 1.5 wt. %, and most preferably 0.25 to 0.75 wt. %) of the deposition aid polymer based on the weight of the hair care formulation), wherein the deposition aid polymer is a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the dextran based polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran base polymer, and (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer;

[0028] [ka] During the ceremony,

[0029] [ka] are pendant oxygens on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 are independently linear or branched C 12 The deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2 (preferably 0.1 to 0.15). (II) and a substitution degree DS of the moiety of formula (III) of more than 0 and less than 0.02 (preferably 0.0025 to 0.0049, more preferably 0.003 to 0.0045, and most preferably 0.0035 to 0.004). (III) (preferably, the deposition aid polymer enhances deposition of dermatologically acceptable oil from the hair care formulation onto mammalian hair as compared to an otherwise identical formulation without the deposition aid polymer).

[0030] 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.

[0031] Preferably, the hair care formulation of the present invention comprises 35 to 98.89% by weight (preferably 50 to 98.25% by weight, more preferably 60 to 96.3% by weight, most preferably 75 to 92.75% by weight) of a dermatologically acceptable vehicle based on the weight of the hair care formulation. More preferably, the hair care formulation of the present invention comprises 35 to 98.89% by weight (preferably 50 to 98.25% by weight, more preferably 60 to 96.3% by weight, most preferably 75 to 92.75% by weight) of a dermatologically acceptable vehicle based on the weight of the hair care formulation, the dermatologically acceptable vehicle comprising water. Even more preferably, the hair care formulation of the present invention comprises 35 to 98.89 wt. % (preferably 50 to 98.25 wt. %, more preferably 60 to 96.3 wt. %, and most preferably 75 to 92.75 wt. %) of a dermatologically acceptable vehicle based on the weight of the hair care formulation, the dermatologically acceptable vehicle being water and aqueous C 1~4 Most preferably, the hair care formulation of the present invention comprises 35 to 98.89% by weight (preferably 50 to 98.25%, more preferably 60 to 96.3%, most preferably 75 to 92.75% by weight) of a dermatologically acceptable vehicle, based on the weight of the hair care formulation, and the dermatologically acceptable vehicle is water.

[0032] 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.

[0033] Preferably, the hair care formulation of the present invention comprises 1 to 50% by weight (preferably 1.5 to 30% by weight, more preferably 2.5 to 25% by weight, most preferably 5 to 15% by weight) of a hair cleansing surfactant based on the weight of the hair care formulation. More preferably, the hair care formulation of the present invention comprises 1 to 50% by weight (preferably 1.5 to 30% by weight, more preferably 2.5 to 25% by weight, most preferably 5 to 15% by weight) of a hair 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, amido betaines such as cocamidopropyl betaine), taurates (e.g. , sodium methyl cocoyl taurate), glutamates (e.g., sodium cocoyl glutamate), sarcosinates (e.g., sodium lauroyl sarcosine), 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), aliphatic 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), sophorolipids, alkyl polypentosides, and mixtures thereof. Even more preferably, the hair care formulation of the present invention comprises 1 to 50% by weight (preferably 1.5 to 30% by weight, more preferably 2.5 to 25% by weight, most preferably 5 to 15% by weight) of a hair cleansing surfactant based on the weight of the hair care formulation, the hair cleansing surfactant comprising sodium lauryl ether sulfate. Most preferably, the hair care formulation of the present invention comprises 1 to 50% by weight (preferably 1.5 to 30% by weight, more preferably 2.5 to 25% by weight, most preferably 5 to 15% by weight) of a hair cleansing surfactant based on the weight of the hair care formulation, the hair care cleansing surfactant comprising a mixture of betaine (preferably cocamidopropyl betaine), fatty alkanolamide (preferably cocamide monoethanolamine), sodium lauryl ether sulfate.

[0034] Preferably, the hair care formulations of the present invention comprise 0.01 to 10% by weight (preferably 0.1 to 7.5% by weight, more preferably 1 to 6% by weight, most preferably 2 to 5% by weight) of a dermatologically acceptable oil, based on the weight of the hair care formulation. More preferably, the hair care formulation of the present invention comprises 0.01 to 10% by weight (preferably 0.1 to 7.5% by weight, more preferably 1 to 6% by weight, most preferably 2 to 5% by weight) of a dermatologically acceptable oil, based on the weight of the hair care formulation, the dermatologically acceptable oil being selected from hydrocarbon oils (e.g. mineral oil, petrolatum, polyisobutene, hydrogenated polyisobutene, hydrogenated polydecene, polyisohexadecane, natural oils (e.g. caprylic and capric triglycerides, sunflower oil, soybean oil, coconut oil, argan oil, olive oil, almond oil), aromatic oils (e.g. limonene, linalool, citronellol, benzyl alcohol) and mixtures thereof. Even more preferably, the hair care formulation of the present invention comprises 0.01 to 10% by weight (preferably 0.1 to 7.5% by weight, more preferably 1 to 6% by weight, most preferably 2 to 5% by weight) of a dermatologically acceptable oil, based on the weight of the hair care formulation. 2-5% by weight of a dermatologically acceptable oil, the dermatologically acceptable oil comprising natural oils (e.g. caprylic and capric triglycerides, sunflower oil, soybean oil, coconut oil, argan oil, olive oil, almond oil). Even more preferably, the hair care formulation of the present invention comprises 0.01-10% by weight (preferably 0.1-7.5% by weight, more preferably 1-6% by weight, most preferably 2-5% by weight) of a dermatologically acceptable oil, based on the weight of the hair care formulation, the dermatologically acceptable oil comprising coconut oil. Most preferably, the hair care formulation of the present invention comprises 0.01-10% by weight (preferably 0.1-7.5% by weight, more preferably 1-6% by weight, most preferably 2-5% by weight) of a dermatologically acceptable oil, based on the weight of the hair care formulation, the dermatologically acceptable oil comprising coconut oil.

[0035] Preferably, the hair care formulations of the present invention comprise 0.1 to 5 wt. % (preferably 0.15 to 3 wt. %, more preferably 0.2 to 1.5 wt. %, and most preferably 0.25 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the hair care formulation, where the deposition aid polymer is a cationic dextran polymer comprising a dextran base polymer functionalized with quaternary ammonium groups, the dextran base polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran base polymer, and (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer.

[0036] Preferably, the dextran-based polymer has a weight average molecular weight of 50,000 to 3,000,000 daltons (preferably 100,000 to 2,000,000 daltons, more preferably 125,000 to 1,000,000 daltons, even more preferably 130,000 to 650,000 daltons, and most preferably 140,000 to 500,000 daltons). More preferably, the dextran-based polymer has a weight-average molecular weight of (preferably 100,000 to 2,000,000 daltons, more preferably 125,000 to 1,000,000 daltons, even more preferably 130,000 to 650,000 daltons, and most preferably 140,000 to 500,000 daltons), and the dextran-based polymer is a branched-chain dextran-based polymer containing a plurality of glucose structural units, and the glucose structures are 90 mol % to 98 mol % (preferably 92.5 mol % to 97.5 mol %, more preferably 93 mol % to 97 mol %, and most preferably 94 mol % to 96 mol %) of the units are connected via α-1.6 bonds, and 2 mol % to 10 mol % (preferably 2.5 mol % to 7.5 mol %, more preferably 3 mol % to 7 mol %, and most preferably 4 to 6 mol %) of the glucose structural units are connected via α-1,2 bonds, α-1,3 bonds, and / or α-1,4 bonds. Most preferably, the dextran-based polymer has a weight-average molecular weight of (preferably 100,000 to 2,000,000 daltons, more preferably 125,000 to 1,000,000 daltons, even more preferably 130,000 to 650,000 daltons, and most preferably 140,000 to 500,000 daltons), and the dextran-based polymer is a branched-chain dextran polymer containing a plurality of glucose structural units, and the glucose is preferably 0.01 to 0.02. 90 mol % to 98 mol % (preferably 92.5 mol % to 97.5 mol %, more preferably 93 mol % to 97 mol %, most preferably 94 mol % to 96 mol %) of the cose structural units are connected by α-D-1,6 bonds, and 2 mol % to 10 mol % (preferably 2.5 mol % to 7.5 mol %, more preferably 3 mol % to 7 mol %, most preferably 4 to 6 mol %) of the glucose structural units are connected by α-1,3 bonds according to formula I,

[0037] [ka] In the formula, R 1 is hydrogen, C 1~4 Alkyl and hydroxy C 1~4 The alkyl groups are selected from the dextran polymer backbone with an average branch of 1 to 3 anhydroglucose units.

[0038] Preferably, the dextran-based polymer contains less than 0.01% by weight of alternan, based on the weight of the dextran-based polymer. More preferably, the dextran-based polymer contains less than 0.001% by weight of alternan, based on the weight of the dextran-based polymer. Most preferably, the dextran-based polymer contains less than the detectable limit of alternan.

[0039] Preferably, less than 0.1 mol % (preferably less than <0.01 mol %, more preferably less than 0.001 mol %, most preferably below the detection limit) of the glucose structural units in the dextran-based polymer are linked by β-1,4 bonds.

[0040] Preferably, less than 0.1 mol % (preferably less than <0.01 mol %, more preferably less than 0.001 mol %, most preferably below the detection limit) of the glucose structural units in the dextran-based polymer are linked by β-1,3 bonds.

[0041] Preferably, the hair care formulation of the present invention comprises 0.1 to 5 wt. % (preferably 0.15 to 3 wt. %, more preferably 0.2 to 1.5 wt. %, most preferably 0.25 to 0.75 wt. %) of a deposition aid polymer based on the weight of the hair care formulation, the deposition aid polymer being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran based polymer, and (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran based polymer;

[0042] [ka] During the ceremony,

[0043] [ka] are pendant oxygens on the dextran-based polymer; X is a divalent linking group; X is a divalent linking group (preferably, X is selected from divalent alkyl groups, which may be optionally substituted with hydroxy, alkoxy, and / or ether groups; more preferably, X is -CHCH(OR 5 )CH2- group (wherein, R 5 is hydrogen and linear or branched C 1~4 alkyl groups), most preferably X is a -CHCH(OH)CH- group), and each R 2 are independently linear or branched C 1~4 Alkyl group (preferably linear or branched C 1~3 Alkyl groups, more preferably C 1~2 alkyl groups, and most preferably methyl groups; 3 are independently linear or branched C 1~4 Alkyl group (preferably linear or branched C 1~3 Alkyl groups, more preferably C 1~2alkyl groups, and most preferably methyl groups; 4 are independently linear or branched C 12 Alkyl groups (preferably linear C 12 The adhesion promoter polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2 (preferably 0.1 to 0.15). (II) and a substitution degree DS of the moiety of formula (III) of more than 0 and less than 0.02 (preferably 0.0025 to 0.0049, more preferably 0.003 to 0.0045, and most preferably 0.0035 to 0.004). (III) More preferably, the hair care formulation of the present invention comprises 0.1 to 5 wt. % (preferably 0.15 to 3 wt. %, more preferably 0.2 to 1.5 wt. %, and most preferably 0.25 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the hair care formulation, the deposition aid polymer being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (IIa) attached to a pendant oxygen on the dextran based polymer, and (ii) a quaternary ammonium group of formula (IIIa) attached to a pendant oxygen on the dextran based polymer,

[0044] [ka] During the ceremony,

[0045] [ka] are the pendant oxygens on the dextran-based polymer, and each R 2 are independently linear or branched C 1~4 Alkyl groups (preferably C 1~3 Alkyl groups, more preferably C 1~2 alkyl groups, and most preferably methyl groups; 3 are independently linear or branched C 1~4 Alkyl groups (preferably C1~3 Alkyl groups, more preferably C 1~2 alkyl groups, and most preferably methyl groups; 4 are independently linear or branched C 12 Alkyl groups (preferably C 12 alkyl group), each R 5 are independently hydrogen and linear or branched C 1~4 alkyl groups (preferably hydrogen), and the deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2 (preferably 0.1 to 0.15). (II) and a degree of substitution DS(III) of the moiety of formula (III) from greater than 0 to less than 0.02 (preferably from 0.0025 to 0.0049, more preferably from 0.003 to 0.0045, most preferably from 0.0035 to 0.004). Most preferably, the hair care formulation of the present invention comprises from 0.1 to 5 wt. % (preferably from 0.15 to 3 wt. %, more preferably from 0.2 to 1.5 wt. %, most preferably from 0.25 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the hair care formulation, the deposition aid polymer being a cationic dextran polymer comprising a dextran-based polymer functionalized with quaternary ammonium groups, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (IIa) attached to a pendant oxygen on the dextran-based polymer, and (ii) a quaternary ammonium group of formula (IIIa) attached to a pendant oxygen on the dextran-based polymer, wherein each R 2 is a methyl group, and each R 3 is a methyl group, and each R 4 is a linear C 12 is an alkyl group, and each R 5 is hydrogen, and the deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.2 (preferably 0.1 to 0.15). (II) and has a degree of substitution DS(III) of the moiety of formula (III) of more than 0 and less than 0.02 (preferably 0.0025 to 0.0049, more preferably 0.003 to 0.0045, and most preferably 0.0035 to 0.004).

[0046] Preferably, the deposition aid polymer has a Kjeldahl nitrogen content TKN of 0.5 to 2 wt. % (preferably, 0.6 to 1.5 wt. %, more preferably, 0.65 wt. % to 1 wt. %, and most preferably, 0.7 to 0.8 wt. %) measured using a Buchi KjelMaster K-375 automated analyzer, corrected for volatile matter and ash content measured as described in ASTM method D-2364.

[0047] Preferably, 70 to 98% by weight (preferably 75 to 97% by weight, more preferably 85 to 96% by weight, most preferably 90 to 95% by weight) of the quaternary ammonium groups on the deposition aid polymer are of formula (II) (preferably the quaternary ammonium groups of formula (II) are of formula (IIa)) and 2 to 30% by weight (preferably 3 to 25% by weight, more preferably 4 to 15% by weight, most preferably 5 to 10% by weight) of the quaternary ammonium groups on the deposition aid polymer are of formula (III) (preferably the quaternary ammonium groups of formula (III) are of formula (IIIa)).

[0048] 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 limit of detectability) of aldehyde functionality.

[0049] 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 limit of detectability) of silicone-containing functional groups.

[0050] Preferably, the deposition aid polymer contains less than 0.1 mol% (preferably, 0 to less than 0.01 mol%, more preferably, 0 to less than 0.001 mol%, most preferably, 0 to less than the detection limit) of reactive siloxane structural units, the reactive siloxane structural units containing Si-O moieties. More preferably, the deposition aid polymer contains less than 0.1 mol% (preferably, 0 to less than 0.01 mol%, more preferably, 0 to less than the detection limit) of reactive siloxane structural units, the reactive siloxane structural units containing Si-O moieties, the reactive siloxane being a polymer that may contain one or more functional moieties selected from the group consisting of amino, amido, alkoxy, hydroxy, polyether, carboxy, hydride, mercapto, phosphate sulfate, and / or quaternary ammonium moieties, which may be directly attached to the siloxane backbone (i.e., pendant) via a divalent alkylene group, or may be part of the backbone.

[0051] Preferably, the formulations for the care of damaged hair (preferably mammalian hair, most preferably human hair) of the present invention optionally contain absorbents, acids, antidandruff agents, antifrizz agents, antimicrobials / preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone, ethylhexylglycerin), antioxidants (e.g., butylated hydroxytoluene), antistatic agents, bleaching agents, bioactive agents, chelating agents (e.g., tetrasodium ethylenediaminetetraacetate), colorants, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), emulsifiers, foaming agents, fragrances, hair styling agents, hair waving / straightening agents, moisturizing agents (e.g., glycerin, sorbitol, monoglycerides, lecithin, glycolipids, etc.). , fatty alcohols, fatty acids, polysaccharides, sorbitan esters, polysorbates (e.g., polysorbate 20, polysorbate 40, polysorbate 60, and polysorbate 80), diols (e.g., propylene glycol), diol analogs, triols, triol analogs, cationic polymeric polyols), lubricants, natural ingredients, opacifiers, pearlescent agents, pH adjusters, pigments, botanical extracts, preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), proteins / amino acids, salts, sensory modifiers, slip agents, soaps, sunscreen additives, thickeners (e.g., PEG-150 pentaerythrityl tetrastearate), vitamins, and waxes. More preferably, the hair care formulations of the present invention optionally further comprise at least one additional ingredient selected from the group consisting of antimicrobial / antiseptic agents (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone, ethylhexylglycerin), thickeners (e.g., PEG-150 pentaerythrityl tetrastearate), chelating agents (e.g., tetrasodium ethylenediaminetetraacetate) and salts (sodium chloride).Most preferably, the hair care formulations of the present invention optionally further comprise at least one additional ingredient selected from the group consisting of a mixture of phenoxyethanol and methylisothiazolinone, a mixture of phenoxyethanol and ethylhexylglycerin, PEG-150 pentaerythrityl tetrastearate, tetrasodium ethylenediaminetetraacetate, and sodium chloride.

[0052] Preferably, the hair care formulation further comprises a thickening agent. More preferably, the hair care formulation further comprises a thickening agent, the thickening agent being preferably selected to increase the viscosity of the hair care formulation, preferably without substantially altering other properties of the hair care formulation. Preferably, the hair care formulation further comprises a thickening agent, the thickening agent being preferably selected to increase the viscosity of the hair care formulation, preferably without substantially altering other properties of the hair care formulation, the thickening agent comprising 0 to 5.0% by weight (preferably 0.1 to 5.0% by weight, more preferably 0.2 to 2.5% by weight, most preferably 0.5 to 2.0% by weight) based on the weight of the hair care formulation.

[0053] Preferably, the hair care formulations of the present invention further comprise an antimicrobial / antiseptic agent. More preferably, the hair care formulations of the present invention further comprise an antimicrobial / antiseptic agent, the antimicrobial / antiseptic agent being selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM ​​hydantoin, 2-ethylhexyl glyceryl 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 agent, the antimicrobial / antiseptic agent being a mixture of phenoxyethanol and an isothiazolinone (more preferably, the antimicrobial / antiseptic agent being a mixture of phenoxyethanol and methylisothiazolinone).

[0054] Preferably, the hair care formulation of the present invention optionally further comprises a pH adjuster. More preferably, the hair care formulation of the present invention further comprises a pH adjuster, and the hair care formulation has a pH of 4 to 9 (preferably 4.25 to 8, more preferably 4.5 to 7, most preferably 5 to 6).

[0055] 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 contains citric acid. Most preferably, the pH adjuster is citric acid.

[0056] Preferably, the hair care formulations of the present invention contain less than 0.1% (preferably less than 0.001%, more preferably less than 0.0001%, and most preferably below the detectable limit) of silicones (e.g., polydimethylsiloxane, dimethicone, cyclodimethicone) by weight based on the weight of the hair conditioner formulation.

[0057] Preferably, the method of depositing oil onto mammalian hair (preferably human hair) of the present invention comprises selecting a hair care formulation of the present invention and applying the hair care formulation to mammalian hair (preferably human hair) (preferably, the deposition aid polymer enhances deposition of dermatologically acceptable oil from the hair care formulation onto the mammalian hair compared to an otherwise identical formulation without the deposition aid polymer). More preferably, the method of depositing oil onto mammalian hair (preferably human hair) of the present invention further comprises rinsing the hair care formulation from the mammalian hair (preferably human hair) with rinse water. Most preferably, the method of depositing oil on mammalian hair (preferably human hair) of the present invention comprises selecting a hair care formulation of the present invention, applying the hair care formulation to the mammalian hair (preferably human hair), and rinsing the hair care formulation from the mammalian hair (preferably human hair), wherein the deposition aid polymer enhances deposition of dermatologically acceptable oil from the hair care formulation onto the mammalian hair compared to an otherwise identical formulation without the deposition aid polymer.

[0058] Some embodiments of the present invention will now be described in detail in the following examples.

[0059] Synthesis S1: Synthesis of cationic dextran polymer A 500 mL four-neck round bottom flask equipped with a rubber septum cap, nitrogen inlet, pressure equalizing addition funnel, stirring paddle and motor, subsurface thermocouple connected to a J-KEM controller, and a Friedrich condenser connected to a mineral oil bubbler was charged with dextran polymer (30.1 g, Sigma-Aldrich product D4876) and deionized water (69.8 g). The weight average molecular weight of the dextran polymer was 100,000-200,000 Daltons. The addition funnel was charged with a 40% aqueous solution of 3-chloro-2-hydroxypropyl-lauryl-dimethylammonium chloride (1.6 g, QUAB® 342 available from SKW QUAB Chemicals). While stirring the contents of the flask, the apparatus was purged with nitrogen to remove any oxygen trapped in the system for 1 hour. The nitrogen flow rate was approximately 1 bubble per second.

[0060] Using a plastic syringe, 25% aqueous sodium hydroxide (6.4 g) was added to the contents of the flask over a period of several minutes while stirring under nitrogen. The contents of the flask were then allowed to stir under nitrogen for 1 hour. The contents of the addition funnel were then dripped into the contents of the flask over a period of several minutes under nitrogen with continued stirring. After the contents of the addition funnel were transferred to the contents of the flask, the mixture was allowed to stir for 20 minutes. Heat was then applied to the contents of the flask with a heating mantle controlled using a J-KEM controller set at 70° C. The contents of the flask were heated and maintained at 70° C. for 30 minutes.

[0061] Next, a 70% aqueous solution of 2,3-epoxypropyltrimethylammonium chloride (16.3 g, QUAB® 151 available from SKW QUAB Chemicals) was added dropwise to the flask contents over a period of 1 hour while maintaining the J-KEM controller set at 70° C. The flask contents were then cooled in an ice-water bath while maintaining a positive nitrogen pressure in the flask. When the flask contents reached room temperature, glacial acetic acid (1.94 g) was added dropwise to the flask contents. The flask contents were then stirred under nitrogen for 10 minutes. The product solution was used without further purification. The product polymer was characterized by nuclear magnetic resonance (1H NMR) for structural analysis and the degree of substitution of the trimethylammonium moiety, DS, reported in Table 2. (II) and the degree of substitution of the dimethyldodecylammonium moiety DS (III) It was decided.

[0062] Synthesis S2-S3: Synthesis of cationic dextran polymers In Syntheses S2-S3, cationic dextran polymers were prepared essentially as described in Synthesis S1, but with varying reagent supplies as shown in Table 1. The degree of substitution of QUAB® 151 in the product cationic dextran polymers, DS, as determined by 1H NMR, (II) and the degree of substitution DS of QUAB (registered trademark) 342 (III) is reported in Table 2. The calculated total Kjeldahl nitrogen, TKN, in the product cationic dextran polymer based on the DS value is also reported in Table 2.

[0063] [Table 1]

[0064] [Table 2]

[0065] Comparative Examples CF1-CF2 and Example F1: Shampoo Formulation Shampoo formulations were prepared using the general shampoo formulation set forth in Table 3 for each of Comparative Examples CF1-CF2 and Example F1.

[0066] [Table 3]

[0067] Coconut Oil Sediment Analysis Deposition of coconut oil onto hair from shampoo formulations prepared according to Comparative Examples CF1-CF7 and Example F1 was quantified using GC-MS.

[0068] A hair tress (2 g, European Virgin Brown available from International Hair Importers) was first washed by massaging a 9 wt% sodium lauryl sulfate (SLS) solution (0.4 g) into the tress for 30 seconds and rinsing with water flowing at 0.4 L / min for 1 minute. Following the initial washing step, the tress was then washed with the shampoo formulations of Comparative Examples CF1-CF4 and Example F1 by applying 0.8 g of the shampoo formulation to the tress and massaging on each side for 30 seconds, then rinsing on each side with water flowing at 0.4 L / min for 15 seconds. The tress was then allowed to air dry prior to deposition analysis.

[0069] The treated hair samples (1 g) were extracted with hexane (20 mL) on a shaker overnight (approximately 12 hours). A 1 M KOH solution in methanol was prepared. Extracts (4 mL) from each hair sample were mixed in a vial with 1 M KOH (0.4 mL) and octadecane (0.2 mL, 100 ppm in hexane). The vials were then placed on a shaker for 1 hour. The vials were then placed in a hood for 5 minutes. A 3 mL sample from the top layer of each vial was mixed with 3 mL of saturated aqueous NaCl solution in a separate vial and then placed on a shaker for 5 minutes. The vials were then left to stand for 5 minutes before a 1 mL sample was taken from the top layer and injected into the GC-MS for analysis. The instrument parameters used are provided in Table 4. The results are provided in Table 5.

[0070]

Table 4

[0071]

Table 5

Claims

1. A dermatologically acceptable vehicle; A hair cleansing surfactant; Dermatologically acceptable oils and and a deposition aid polymer that is a cationic dextran polymer comprising a dextran-based polymer functionalized with quaternary ammonium groups, said dextran-based polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, said quaternary ammonium groups being (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran base polymer; 【Chemistry 1】 (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer, 【Chemistry 2】 During the ceremony, 【Chemistry 3】 is a pendant oxygen on the dextran-based polymer, X is a divalent linking group, and each R ２ is independently １～４ alkyl group, each R ３ is independently １～４ alkyl group, each R ４ are independently linear or branched C １２ alkyl groups, and the deposition aid polymer has a degree of substitution DS of the moiety of formula (II) of 0.01 to 0.

2. （ＩＩ） and a degree of substitution DS of the moiety of formula (III) from greater than 0 to less than 0.

02. （ＩＩＩ） A hair care formulation comprising:

2. 10. The hair care formulation of claim 1, wherein the hair care formulation contains less than 0.1 wt. % of silicon-containing molecules, based on the weight of the hair care formulation.

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. A hair care formulation according to claim 2, wherein the deposition aid polymer has a Kjeldahl nitrogen content, corrected for ash and volatile matter, TKN, of 0.5 to 2.0% by weight.

5. 5. A hair care formulation according to claim 4, wherein the dextran-based polymer is a branched dextran polymer.

6. Each R ２ and R ３ is a methyl group, R ４ is a linear C １２ 6. The hair care formulation of claim 5, wherein the group is an alkyl group.

7. 7. The hair care formulation of claim 6 further comprising a chelating agent, a thickening agent, and a preservative.

8. 8. The hair care formulation of claim 7, 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.

9. 1. A method for depositing oil on mammalian hair, comprising: Selecting a hair care formulation according to claim 1; applying said hair care formulation to mammalian hair; wherein said deposition aid polymer enhances deposition of said dermatologically acceptable oil from said hair care formulation onto said mammalian hair as compared to an otherwise identical formulation not including said deposition aid polymer.

10. 10. The method of claim 9, wherein the selected hair care formulation is as defined in claim 8.

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