Hair conditioner

Abstract

A hair conditioner formulation is provided comprising a dermatologically acceptable vehicle and a conditioning polymer, the conditioning polymer being a cationic dextran polymer comprising a dextran polymer functionalized with quaternary ammonium groups, the dextran polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, 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; [Formula 1] JPEG2024510645000021.jpg26170 During the ceremony, [chemical 2] JPEG2024510645000022.jpg23170 are pendant oxygens on the dextran polymer, X is a divalent linking group that attaches a quaternary ammonium moiety to the pendant oxygen on the dextran polymer, and each R 2 is C 1~3 alkyl groups, each R 3 is a linear or branched chain C 4~16 The alkyl group is independently selected from the group consisting of alkyl groups.

Description

[Technical Field]

[0001] The present invention relates to a hair conditioner formulation. In particular, the present invention relates to a hair conditioner formulation containing a dermatologically acceptable vehicle and a conditioning polymer, wherein the conditioning polymer is a cationic dextran polymer containing a dextran polymer functionalized with a quaternary ammonium group, the dextran polymer having a weight-average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group is selected from the group consisting of a quaternary ammonium moiety of formula (A) bonded to a pendant oxygen on the dextran polymer.

[0002] [ka] During the ceremony,

[0003] [ka] is a pendant oxygen on the dextran polymer, X is a divalent linking group that attaches the quaternary ammonium moiety to the pendant oxygen on the dextran polymer, and each R 2 C 1~3 Independently selected from the group consisting of alkyl groups, each R 3 C is a straight or branched chain. 4~16 It is independently selected from the group consisting of alkyl groups.

[0004] Traditional hair conditioners are popular with consumers for treating hair. Silicone-based conditioning agents are the most commonly used conditioning agents in hair conditioner formulations. However, there is growing concern among some consumers regarding the persistence and potential toxicity of certain silicone-based conditioning agents in the environment, or trace compounds incorporated with such silicone-based conditioning agents, particularly D4 and D5 conditioners. Therefore, there is growing interest in developing silicone-free alternative conditioning agents for use in hair conditioner formulations.

[0005] In U.S. Patent No. 5,879,670, Melby et al. disclose a non-silicone-containing amphoteric electrolyte polymer for use as a conditioning agent for the treatment of keratin-containing substrates. In particular, Melby et al. disclose (meth)acrylamidopropyltrimethylammonium chloride, meth(acrylic acid) or 2-(meth)acrylamido-2-methylpropanesulfonic acid, and optionally C 1~22 This invention discloses novel conditioning polymers containing alkyl (meth)acrylates, as well as their use in cosmetically acceptable media for treating keratin-containing substrates.

[0006] Nevertheless, there remains a continuing need for novel hair conditioning agents that offer conditioning benefits. Furthermore, there is a continued need for new hair conditioning agents with a higher natural origin index (ISO 16128) compared to conventional hair conditioning agents.

[0007] The present invention provides a hair conditioner formulation containing a dermatologically acceptable vehicle and a conditioning polymer, wherein the conditioning polymer is a cationic dextran polymer comprising a dextran polymer functionalized with a quaternary ammonium group, the dextran polymer has a weight average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group is selected from the group consisting of quaternary ammonium moieties of formula (A) bonded to pendant oxygen on the dextran polymer,

[0008] [Chemical formula] wherein,

[0009] [Chemical formula] is a pendant oxygen on the dextran polymer, X is a divalent linking group that binds a quaternary ammonium moiety to the pendant oxygen on the dextran polymer, and each R 2 is independently selected from the group consisting of C 1~3 alkyl groups, and each R 3 is independently selected from the group consisting of linear or branched C 4~16 alkyl groups.

[0010] The present invention provides a method for conditioning mammalian hair, the method comprising selecting the hair conditioner formulation of the present invention and applying the hair conditioner formulation to mammalian hair. [Embodiments for Carrying out the Invention]

[0011] The inventors have surprisingly found that a dextran polymer functionalized with a quaternary ammonium group, wherein the dextran polymer has a weight average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group is selected from the group consisting of quaternary ammonium moieties of formula (A) bonded to pendant oxygen on the dextran polymer,

[0012] [ka] During the ceremony,

[0013] [ka] is a pendant oxygen on the dextran polymer, X is a divalent linking group that attaches the quaternary ammonium moiety to the pendant oxygen on the dextran polymer, and each R 2 C 1~3 Independently selected from the group consisting of alkyl groups, each R 3 C is a straight or branched chain. 4~16 We found that dextran polymers, independently selected from the group consisting of alkyl groups, act as conditioning polymers that effectively restore hydrophobicity to damaged hair and reduce the force required to comb treated hair.

[0014] Unless otherwise specified, ratios, percentages, and parts are expressed by weight.

[0015] As used herein, unless otherwise specified, "molecular weight" or M W The term refers to weight-average molecular weight measured by conventional methods 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*, WWYau, JJKirkland, DDBly; Wiley-Interscience, 1979, and in *A Guide to Materials Characterization and Chemical Analysis*, JPSibilia; VCH, 1988, pp. 81-84. Molecular weight is reported herein in units of Daltons or equivalently in g / mol.

[0016] As used herein and in the appendices, the term “dermatologically acceptable” refers to ingredients typically used for topical application to the skin, and it is intended to emphasize that materials that are toxic when present in amounts typically found in skincare compositions are not intended as part of the present invention.

[0017] Preferably, the hair conditioner formulation of the present invention is selected from the group consisting of conditioning shampoo formulations, rinse-off conditioner formulations, and leave-on conditioner formulations. More preferably, the hair conditioner formulation of the present invention is selected from the group consisting of rinse-off conditioner formulations and leave-on conditioner formulations. Most preferably, the hair conditioner formulation of the present invention is a rinse-off conditioner formulation.

[0018] Preferably, the hair conditioner formulation of the present invention comprises a dermatologically acceptable vehicle (preferably, the hair conditioner formulation contains 50 to 99.9% by weight (preferably 75 to 99.85% by weight, more preferably 80 to 99.8% by weight, most preferably 90 to 99.75% by weight) of a dermatologically acceptable vehicle based on the weight of the hair conditioner formulation) and a conditioning polymer (preferably, the hair conditioner formulation contains 0.1 to 1% by weight (preferably 0.15 to 0. The conditioning polymer comprises a dextran polymer functionalized with quaternary ammonium groups in an amount of 75% by weight, more preferably 0.2 to 0.5% by weight, most preferably 0.25 to 0.4% by weight), wherein the conditioning 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 50,000 to 3,000,000 Daltons, and the quaternary ammonium groups are selected from the group consisting of quaternary ammonium moieties of formula (A) bonded to pendant oxygen on the dextran polymer.

[0019] [ka] During the ceremony,

[0020] [ka] is a pendant oxygen on the dextran polymer, X is a divalent linking group that attaches the quaternary ammonium moiety to the pendant oxygen on the dextran polymer, and each R 2 C 1~3 Alkyl alkyl group (preferably C 1-3 alkyl group, more preferably C 1~2 A group consisting of alkyl groups (most preferably methyl groups) is independently selected from the group, and each R 3 C is a straight or branched chain. 4~16 Alkyl group (preferably linear or branched C) 6~14 Alkyl alkyl groups, more preferably linear or branched C chains. 8~12 Alkyl alkyl groups, more preferably linear or branched C8 alkyl groups and linear or branched C 12 Alkyl alkyl groups, most preferably linear C8 alkyl groups, and linear C 12 It is independently selected from the group consisting of alkyl groups.

[0021] Preferably, the hair conditioner formulation of the present invention is a liquid formulation. More preferably, the hair conditioner formulation of the present invention is an aqueous liquid formulation.

[0022] Preferably, the hair conditioner formulation of the present invention contains 50 to 99.9% by weight (preferably 75 to 99.85% by weight, more preferably 80 to 99.8% by weight, most preferably 90 to 99.75% by weight) of a dermatologically acceptable vehicle, based on the weight of the hair conditioner formulation. More preferably, the hair conditioner formulation of the present invention contains 50 to 99.9% by weight (preferably 75 to 99.85% by weight, more preferably 80 to 99.8% by weight, most preferably 90 to 99.75% by weight) of a dermatologically acceptable vehicle, based on the weight of the hair conditioner formulation, wherein the dermatologically acceptable vehicle includes water. More preferably, the hair conditioner formulation of the present invention contains 50 to 99.9% by weight (preferably 75 to 99.85% by weight, more preferably 80 to 99.8% by weight, most preferably 90 to 99.75% by weight) of a dermatologically acceptable vehicle, based on the weight of the hair conditioner formulation, wherein the dermatologically acceptable vehicle is water and aqueous C 1~4 The alcohol mixture is selected from the group consisting of alcohol mixtures. Most preferably, the hair conditioner formulation of the present invention contains 50 to 99.9% by weight (preferably 75 to 99.85% by weight, more preferably 80 to 99.8% by weight, most preferably 90 to 99.75% by weight) of a dermatologically acceptable vehicle, based on the weight of the hair conditioner formulation, wherein the dermatologically acceptable vehicle is water.

[0023] Preferably, the water used in the hair conditioner formulation of the present invention is at least one of distilled water and deionized water. More preferably, the water used in the hair conditioner formulation of the present invention is distilled and deionized.

[0024] Preferably, the hair conditioner formulation of the present invention comprises 0.1 to 1% by weight (preferably 0.15 to 0.75% by weight, more preferably 0.2 to 0.5% by weight, most preferably 0.25 to 0.4% by weight) of a conditioning polymer based on the weight of the hair conditioner formulation, wherein the conditioning polymer is a cationic dextran polymer containing a dextran polymer functionalized with a quaternary ammonium group, and the dextran polymer has a weight-average molecular weight of 50,000 to 3,000,000 daltons.

[0025] Preferably, the dextran 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 145,000 to 525,000 daltons). More preferably, the dextran 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 145,000 to 525,000 daltons), and the dextran polymer has a plurality of glucose structural units The polymer contains branched dextran polymers in which 90-98 mol% (preferably 92.5-97.5 mol%, more preferably 93-97 mol%, most preferably 94-96 mol%) of glucose structural units are linked by α-D-1,6 bonds, and 2-10 mol% (preferably 2.5-7.5 mol%, more preferably 3-7 mol%, most preferably 4-6 mol%) of glucose structural units are linked by α-1,3 bonds. Most preferably, the dextran 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, most preferably 145,000 to 525,000 daltons), and the dextran polymer contains multiple glucose structural units. It is a branched dextran polymer in which 90-98 mol% (preferably 92.5-97.5 mol%, more preferably 93-97 mol%, most preferably 94-96 mol%) of glucose structural units are linked by α-D-1,6 bonds, and 2-10 mol% (preferably 2.5-7.5 mol%, more preferably 3-7 mol%, most preferably 4-6 mol%) of glucose structural units are linked by α-1,3 bonds according to formula I.

[0026] [ka] In the formula, R is hydrogen, C 1~4 Alkyl alkyl groups, and hydroxy C 1~4 Selected from alkyl groups, the average branching from the dextran polymer backbone is less than or equal to 3 anhydrous glucose units.

[0027] 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 alternan below the detectable limit.

[0028] Preferably, the hair conditioner formulation of the present invention comprises 0.05 to 5% by weight (preferably 0.1 to 2% by weight, more preferably 0.15 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a conditioning polymer based on the weight of the hair conditioner formulation, wherein the conditioning polymer is a cationic dextran polymer comprising a dextran polymer functionalized with a quaternary ammonium group, and the quaternary ammonium group is selected from the group consisting of a quaternary ammonium moiety of formula (A) bonded to a pendant oxygen on the dextran polymer.

[0029] [ka] During the ceremony,

[0030] [ka] X is a pendant oxygen on the dextran polymer, and X is a divalent linking group that bonds the quaternary ammonium moiety to the pendant oxygen on the dextran polymer (preferably, X is selected from a divalent hydrocarbon group, which may optionally be substituted (e.g., a hydroxyl group, an alkoxy group, or an ether group), and more preferably, X is -CH2CH(OR 4 )CH2- group, in the formula, R 4 is hydrogen and C 1~4 Selected from the group consisting of alkyl groups (preferably hydrogen), most preferably X is a -CH2CH(OH)CH2- group), where each R 2 C 1~4 Alkyl alkyl group (preferably C 1~3 alkyl group, more preferably C 1~2 A group consisting of alkyl groups (most preferably methyl groups) is independently selected from the group, and each R 3 C is a straight or branched chain. 4~16 Alkyl group (preferably linear or branched C) 6~14 Alkyl alkyl groups, more preferably linear or branched C chains. 8~12 Alkyl alkyl groups, more preferably linear or branched C8 alkyl groups and linear or branched C 12 Alkyl alkyl groups, most preferably linear C8 alkyl groups and linear C 12 A quaternary ammonium group is independently selected from the group consisting of alkyl groups. More preferably, the hair conditioner formulation of the present invention comprises 0.05 to 5% by weight (preferably 0.1 to 2% by weight, more preferably 0.15 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a conditioning polymer based on the weight of the hair conditioner formulation, wherein the conditioning polymer is a cationic dextran polymer comprising a dextran polymer functionalized with a quaternary ammonium group, the dextran polymer having a weight-average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group is selected from the group consisting of a quaternary ammonium moiety of formula (B) bonded to a pendant oxygen on the dextran polymer.

[0031] [ka] During the ceremony,

[0032] [ka] R is a pendant oxygen on a dextran polymer, where each R is a pendant oxygen on the dextran polymer. 2 C 1~4 Alkyl alkyl group (preferably C 1~3 alkyl group, more preferably C 1~2 A group consisting of alkyl groups (most preferably methyl groups) is independently selected from the group, and each R 3 C is a straight or branched chain. 4~16 Alkyl group (preferably linear or branched C) 6~14 Alkyl alkyl groups, more preferably linear or branched C chains. 8~12 Alkyl alkyl groups, more preferably linear or branched C8 alkyl groups and linear or branched C 12 Alkyl alkyl groups, most preferably linear C8 alkyl groups, and linear C 12 A quaternary ammonium group is independently selected from the group consisting of alkyl groups. Most preferably, the hair conditioner formulation of the present invention comprises 0.05 to 5% by weight (preferably 0.1 to 2% by weight, more preferably 0.15 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a conditioning polymer based on the weight of the hair conditioner formulation, wherein the conditioning polymer is a cationic dextran polymer comprising a dextran polymer functionalized with a quaternary ammonium group, the dextran polymer having a weight-average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group is selected from the group consisting of a quaternary ammonium moiety of formula (B) bonded to a pendant oxygen on the dextran polymer, and each R 2 This is a methyl group, and each R 3 This includes linear C8 alkyl groups and linear C 12 Independently selected from the group consisting of alkyl groups, R 4 It is hydrogen.

[0033] Preferably, the conditioning polymer has a Kjeldahl nitrogen content, TKN, of 0.5 to 5.0% by weight (preferably 0.75 to 4% by weight, more preferably 1 to 3.5% by weight, most preferably 1.5 to 3.0% by weight), as measured using a Buchi KjelMaster K-375 automated analyzer, corrected for volatile substances and ash content as measured in ASTM Method D-2364.

[0034] Preferably, the conditioning polymer contains aldehyde functional groups in amounts of less than 0.001 meq / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, and most preferably less than the detection limit).

[0035] Preferably, the conditioning polymer contains less than 0.1% (preferably less than 0.01%, more preferably less than 0.001%, and most preferably less than the detection limit) of bonds between individual glucose units in the conditioning polymer, which are β-1,4 bonds.

[0036] Preferably, the conditioning polymer contains less than 0.1% (preferably less than 0.01%, more preferably less than 0.001%, and most preferably less than the detection limit) of bonds between individual glucose units in the conditioning polymer, which are β-1,3 bonds.

[0037] Preferably, the conditioning polymer contains a silicone with functional groups in a quantity of less than 0.001 meq / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, and most preferably less than the detection limit).

[0038] Preferably, the hair conditioner formulation of the present invention contains less than 0.01% by weight (preferably less than 0.001% by weight, more preferably less than 0.0001% by weight, and most preferably less than the detection limit) of dermatologically acceptable oils based on the weight of the hair conditioner formulation. More preferably, the hair conditioner formulation of the present invention contains less than 0.01% by weight (preferably less than 0.001% by weight, more preferably less than 0.0001% by weight, most preferably less than the detection limit) of dermatologically acceptable oils based on the weight of the hair conditioner formulation, and the dermatologically acceptable oils are selected from the group consisting of 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)), fragrance oils (e.g., limonene), and mixtures thereof.

[0039] Preferably, the hair conditioner formulation of the present invention contains less than 0.1% by weight (preferably less than 0.001% by weight, more preferably less than 0.0001% by weight, and most preferably less than the detection limit) of silicone (e.g., polydimethylsiloxane, dimethicone, cyclodimethicone) based on the weight of the hair conditioner formulation.

[0040] Preferably, the hair conditioner formulation of the present invention contains less than 0.1% by weight (preferably less than 0.001% by weight, more preferably less than 0.0001% by weight, and most preferably less than the detection limit) of silicon (Si)-containing molecules based on the weight of the hair conditioner formulation.

[0041] Preferably, the hair conditioner formulation of the present invention optionally contains antimicrobial agents / preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), cleansing surfactants, rheology modifiers (e.g., PEG-150 pentaerythrityl tetrastearate), soap, colorants, pH adjusters, antioxidants (e.g., butylated hydroxytoluene), humectants (e.g., glycerin, sorbitol, monoglycerides, lecithin, glycolipids, fatty alcohols, fatty acids, polysaccharides, sorbitan esters, polysorbates (e.g., polysorbate 20, polysorbate 40, polysorbate 60, and polysorbate 80), diols (e.g., propylene glycol), diol analogs, triols, triol analogs, catio The product further comprises at least one additional ingredient selected from the group consisting of (non-polymeric polyols), 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, bioactives, degradation inhibitors, pigments, acids, penetrating agents, antistatic agents, anti-frizzy agents, anti-dandruff agents, hair weaving / straightening agents, hair styling agents, absorbents, hard particles, soft particles, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), lubricants, opacifiers, pearlescent agents, and salts. More preferably, the hair conditioner formulation of the present invention further optionally comprises at least one additional component selected from the group consisting of antimicrobial agents / preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), cleansing surfactants, rheology modifiers (e.g., PEG-150 pentaerythrityl tetrastearate), and chelating agents (e.g., tetrasodium ethylenediaminetetraacetate).Most preferably, the hair conditioner formulation of the present invention further optionally comprises at least one additional component selected from the group consisting of an antimicrobial / preservative mixture of phenoxyethanol and methylisothiazolinone, PEG-150 pentaerythrityl tetrastearate, tetrasodium ethylenediaminetetraacetate, and a mixture of phenoxyethanol and methylisothiazolinone.

[0042] Preferably, the hair conditioner formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant. More preferably, the hair conditioner formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant, the dermatologically acceptable hair care cleansing surfactant being alkyl polyglucoside (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), glycinate (e.g., sodium cocoyl glycinate), betaine (e.g., alkyl betaine such as cetyl betaine and amide betaine such as cocamidopropyl betaine), taurate (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), amfoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium lauryl ether sulfate, SLES), sulfonates (e.g., C 14~16Selected from the group consisting of sodium olefin sulfonate, succinate (e.g., disodium lauryl sulfosuccinate), fatty alkanolamides (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramido diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramido monoethanolamine, capramido diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, taloamide diethanolamine, lauramido monoisopropanolamine, taloamide monoethanolamine, isostearamido diethanolamine, isostearamido monoethanolamine), and mixtures thereof.

[0043] Preferably, the hair conditioner formulation of the present invention further comprises a thickening agent. More preferably, the hair conditioner formulation of the present invention further comprises a thickening agent, which is preferably selected to increase the viscosity of the hair conditioner formulation without substantially altering other properties of the hair conditioner formulation. Preferably, the hair conditioner formulation of the present invention further comprises a thickening agent, which is preferably selected to increase the viscosity of the hair conditioner formulation without substantially altering other properties of the hair conditioner formulation, and the thickening agent accounts for 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 conditioner formulation.

[0044] Preferably, the hair conditioner formulation of the present invention further comprises an antimicrobial agent / preservative. More preferably, the hair conditioner formulation of the present invention further comprises an antimicrobial agent / preservative, the antimicrobial agent / preservative being 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. Most preferably, the hair conditioner formulation of the present invention further comprises an antimicrobial agent / preservative, the antimicrobial agent / preservative being a mixture of phenoxyethanol and isothiazolinone (more preferably, the antimicrobial agent / preservative being a mixture of phenoxyethanol and methylisothiazolinone).

[0045] Preferably, the hair conditioner formulation of the present invention further optionally comprises a pH adjuster. More preferably, the hair conditioner formulation of the present invention further comprises a pH adjuster, and the hair conditioner formulation has a pH of 4 to 9 (preferably 4.25 to 8, more preferably 4.5 to 7, most preferably 4.75 to 6).

[0046] Preferably, the pH adjusting agent 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 adjusting agent 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 adjusting agent contains citric acid. Most preferably, the pH adjusting agent is citric acid.

[0047] Preferably, the method for conditioning mammalian hair according to the present invention comprises selecting a hair conditioner formulation according to the present invention and applying the hair conditioner formulation to the mammalian hair. Preferably, the method for conditioning mammalian hair according to the present invention further comprises wetting the hair with water before applying the hair conditioner. Most preferably, the method for conditioning mammalian hair according to the present invention comprises selecting a hair conditioner formulation according to the present invention, wetting the mammalian hair, and applying the hair conditioner formulation to the wet mammalian hair.

[0048] Herein, several embodiments of the present invention will be described in detail by the following examples.

[0049] Synthesis S1: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber salam cap, a nitrogen inlet, a pressure equalization funnel, a stirring paddle and motor, a subsurface thermocouple connected to a J-KEM control device, and a Friedrich condenser connected to a mineral oil bubbler, was filled with dextran polymer (125.97 g, 21.4% Polydex aqueous dextran), N,N-dimethyloctylamine (9.83 g), and epichlorohydrin (5.69 g). The contents of the flask were stirred at 70 rpm. While stirring, the headspace inside the flask was purged with a slow, steady flow of nitrogen (approximately one bubble per second) for 1 hour to remove all entrained oxygen from the apparatus.

[0050] After purging with nitrogen for one hour, heat was applied to the contents of the flask using a heated mantle and a J-KEM control device (set to 70°C). The contents of the flask were maintained at 70°C for 5 hours while stirring under nitrogen. During this time, the color of the contents of the flask changed from yellow to dark brown, and the viscosity increased significantly as the reaction progressed.

[0051] Next, the contents of the flask were cooled in a water bath while maintaining a positive nitrogen pressure inside the flask. The solid polymer product was recovered from the flask contents by non-solvent precipitation with acetone. A Waring blender was filled with 500 mL of acetone, and approximately 20 mL of the polymer solution was slowly and continuously added at a moderate mixing rate using a disposable plastic syringe. The polymer was recovered by vacuum filtration through a Buchner funnel with fine frit. The Waring blender was filled with fresh acetone, and non-solvent precipitation of the remaining aqueous solution was continued. The polymer was air-dried for a short time, and then dried overnight in vacuum at 50°C. The dried polymer was manually ground using a mortar and pestle and screened through a US Standard #30 sieve.

[0052] The resulting polymer was obtained as a white solid (29.63 g), with a volatile matter content of 2.47%, an ash content (as sodium chloride) of 1.84%, a Kjeldahl nitrogen content (corrected for ash and volatile matter) of 1.442%, and a correspondence value to CS of 0.225.

[0053] Synthesis S2: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber seal cap, a nitrogen inlet, a pressure equalization funnel, a stirring paddle and motor, a subsurface thermocouple connected to a J-KEM control device, and a Friedrich condenser connected to a mineral oil bubbler, was filled with dextran polymer (126.92 g, 21.4% Polydex aqueous dextran), N,N-dimethyldodecylamine (13.54 g), and epichlorohydrin (5.84 g). The contents of the flask were stirred at 70 rpm. While stirring, the headspace inside the flask was purged with a slow, steady flow of nitrogen (approximately one bubble per second) for 1 hour to remove all entrained oxygen from the apparatus.

[0054] After purging with nitrogen for one hour, heat was applied to the contents of the flask using a heated mantle and a J-KEM control device (set to 70°C). The contents of the flask were maintained at 70°C for 5 hours while stirring under nitrogen. During this time, the color of the contents of the flask changed from yellow to dark brown, and the viscosity increased significantly as the reaction progressed.

[0055] Next, the contents of the flask were cooled in a water bath while maintaining a positive nitrogen pressure inside the flask. The solid polymer product was recovered from the flask contents by non-solvent precipitation with acetone. A Waring blender was filled with 500 mL of acetone, and approximately 20 mL of the polymer solution was slowly and continuously added at a moderate mixing rate using a disposable plastic syringe. The polymer was recovered by vacuum filtration through a Buchner funnel with fine frit. The Waring blender was filled with fresh acetone, and non-solvent precipitation of the remaining aqueous solution was continued. The polymer was air-dried for a short time, and then dried overnight in vacuum at 50°C. The dried polymer was manually ground using a mortar and pestle and screened through a US Standard #30 sieve.

[0056] The resulting polymer was obtained as a white solid (29.96 g), with a volatile matter content of 2.35%, an ash content (as sodium chloride) of 1.99%, a Kjeldahl nitrogen content (corrected for ash and volatile matter) of 1.079%, and a correspondence value to CS of 0.163.

[0057] Comparative Examples CF1-CF2 and Examples F1-F2: Hair Conditioner Formulations Hair conditioner formulations were prepared in each of the comparative examples CF1-CF2 and examples F1-F2, each having the formulations listed in Table 1.

[0058] [Table 1]

[0059] Hair conditioning performance A study was conducted to evaluate the ease of combing hair treated with the rinse-off conditioner formulations of Comparative Examples CF1-CF2 and Examples F1-F2, both wet and dry. Slightly bleached Caucasian hair from International Hair Importers was used to test the conditioners. Each hair section weighed 2 grams. Each hair section was rinsed for 30 seconds under running 40°C tap water. Using a pipette, 0.4 grams of a solution containing 9% sodium lauryl sulfate was applied and lathered over the entire hair section for 30 seconds. The hair section was then rinsed under running water for 1 minute. Excess water was removed from each hair section by passing it between the index and middle fingers. The hair sections were then treated with the rinse-off conditioner formulations of Comparative Examples CF1-CF2 and Examples F1-F2, using a 0.4 g formulation per 1 g of hair, by massaging the formulation into wet / damp hair for 1 minute. I rinsed the hair under running water for 30 seconds and let it dry at room temperature overnight.

[0060] Furthermore, an INSTRON Model 4464 running BlueHill 2 software was used to measure conditioning performance based on the ease of combing when wet and when dry. The tests utilized INSTRON strain gauges, which are equipped to measure the force required to comb hair. Conditioning performance was based on the ability of the rinse-off conditioner formulation to reduce the force required to comb hair, as measured by the INSTRON strain gauges. The force was reported as the Average Combing Load (ACL). A lower ACL value indicates a higher conditioning effect provided by the tested rinse-off conditioner formulation.

[0061] Following the INSTRON wet combing method, the hair was first wet by immersing it in distilled water, and then the hair was detangled by combing the hair section three times. Next, the hair section was tangled again by immersing it in distilled water three times. Excess water was removed from the hair section by passing it twice between the index and middle fingers of the hand. The hair section was placed on a hanger and combed with an INSTRON comb. The average wet combing force of the three hair sections was measured for each rinse-off conditioner formulation. The results of the average wet combing force are shown in Table 2.

[0062] Following the INSTRON dry combing method, the hair strands were detangled by combing them three times. Next, the hair strands were re-tangled by rotating them three times clockwise and three times counterclockwise. The hair strands were placed on hangers and combed with an INSTRON comb. The average dry combing force of the three hair strands was measured for each rinse-off conditioner formulation. The results of the average dry combing force are shown in Table 2.

[0063] [Table 2]

[0064] Hydrophobicity of hair Rinse-off hair conditioners prepared according to Comparative Example CF2 and Example F2 were tested on two separate 3g hair samples (lightly bleached Caucasian hair, International Hair Importers, Inc.). The hair samples were first rinsed with water for 30 seconds. Next, a 9% (wt / wt) aqueous solution of sodium lauryl sulfate was massaged into the hair samples for 30 seconds. Then, the hair samples were rinsed with water for 60 seconds. Next, the hair samples were treated with 0.4g of rinse-off hair conditioner per gram of hair and massaged into the hair for 30 seconds. Then, the hair samples were rinsed with water for 30 seconds and dried before the hydrophobicity test.

[0065] To measure the hydrophobicity of the hair, strands of hair were combed straight and then held firmly at both ends with a holder. Ten drops of water (30 μL per drop) were placed at different locations on each strand of hair, from root to tip. In the strands of hair treated with the formulation of Comparative Example CF2, the water was observed to dissipate immediately, while in the strands of hair treated with the formulation of Example F2, the water remained in a bead form even after 5 minutes, indicating that the rinse-off conditioner formulation of Example F2 successfully restored the hydrophobic benefit to slightly bleached Caucasian hair.

[0066] Comparative Examples CF3-CF4 and Example F3: Hair Conditioning Shampoo Hair conditioning shampoo formulations were prepared in each of the comparative examples CF3 to CF4 and Example F3, which have the formulations listed in Table 3.

[0067] [Table 3]

[0068] Hair conditioning performance A study was conducted to evaluate the ease of combing hair treated with the conditioning shampoo formulations of Comparative Examples CF3-CF4 and Example F3, both wet and dry, as follows: Slightly bleached Caucasian ("SBC") and unbleached virgin brown ("VB") hair from International Hair Importers was used for the test. Each hair stalk weighed 2 grams. Each hair stalk was rinsed for 15 seconds under running 40°C tap water. Using a pipette, 0.2 grams of a solution containing 9% sodium lauryl sulfate was applied and lathered over the entire stalk for 30 seconds. The stalk was then rinsed under running water for 1 minute. Excess water was removed from each stalk by passing it between the index and middle fingers of the hand. Next, the hair strands were treated with the conditioning shampoo formulations of Comparative Examples CF3-CF4 and Example F3, using a ratio of 0.1g of formulation per 1g of hair, by massaging the formulation into wet / damp hair for 1 minute. The hair strands were placed on a tray covered with paper towels and allowed to dry at room temperature overnight.

[0069] The wet combing results for hair strands treated with the conditioning shampoo formulations of Comparative Examples CF3-CF4 and Example F3 were determined as follows: Each hair strand was immersed once in deionized water. Excess water was removed from the hair strands by passing them through the index and middle fingers twice. Next, each hair strand was combed until the tangles were removed. Then, each hair strand was tangled again by immersing it three times in distilled water at a frequency of approximately once per second. Excess water was removed by passing it through the index and middle fingers twice. Next, for testing in a temperature and humidity controlled room, a comb positioned on a Diastron MTT175 tensile testing machine with a rubber probe fitted with a 50g normal force was used. Three hair strands were tested for each treatment, and four measurements were taken for each hair strand to generate the overall average workpiece in joules reported in Table 4.

[0070] [Table 4]

Claims

1. A hair conditioner formulation, Dermatologically acceptable vehicles and A conditioning polymer, wherein the conditioning polymer is a cationic dextran polymer containing a dextran polymer functionalized with a quaternary ammonium group. Includes, The dextran polymer has a weight-average molecular weight of 50,000 to 3,000,000 Daltons, and the quaternary ammonium group is bonded to the pendant oxygen on the dextran polymer in a compound of formula (A). 【Chemistry 1】 (In the formula, 【Chemistry 2】 is a pendant oxygen on the dextran polymer, X is a divalent linking group that bonds the quaternary ammonium moiety to the pendant oxygen on the dextran polymer, and each R ２ C １～３ Independently selected from the group consisting of alkyl groups, each R ３ C is a straight or branched chain. ４～１６ (Independently selected from the group consisting of alkyl groups) Selected from the group consisting of the quaternary ammonium moieties, A hair conditioner formulation wherein the hair conditioner formulation contains less than 0.1% by weight of silicone-containing molecules based on the weight of the hair conditioner formulation.

2. The hair conditioner formulation according to claim 1, wherein the hair conditioner formulation contains less than 0.01% by weight of dermatologically acceptable oil based on the weight of the hair conditioner formulation.

3. The hair conditioner formulation according to claim 2, wherein the hair conditioner formulation is selected from the group consisting of leave-on conditioner, rinse-off conditioner, and conditioning shampoo.

4. The hair conditioner formulation according to claim 3, wherein the hair conditioner formulation is a leave-on conditioner.

5. The hair conditioning compound according to claim 4, wherein the cationic dextran polymer has a Kjeldahl nitrogen content of 0.5 to 5.0% by weight, corrected for ash and volatile substances, TKN.

6. Each R ３ However, linear or branched chain C ８ Alkyl and linear or branched C chains １２ A hair conditioning compound according to claim 5, independently selected from the group consisting of alkyl groups.

7. The hair conditioner formulation according to claim 6, further comprising a thickening agent.

8. The hair conditioner formulation according to claim 7, further comprising a preservative.

9. A method for conditioning mammalian hair, Selecting the hair conditioner formulation described in claim 1, A method comprising applying the aforementioned hair conditioner formulation to the hair of a mammal.

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