Hair care composition

Abstract

Polyhydroxy fatty acid amide surfactants of general formula (I) 1 is a C1-C4 alkyl group or a hydroxy-substituted C1-C4 alkyl group; R 2 CO is linear or branched, saturated or unsaturated C 12 ~C 18 a silicone compound; and 0.01 to 10% by weight of an antidandruff agent selected from piroctone olamine, an azole antifungal agent, or a mixture thereof. TIFF2023502110000011.tif28150

Description

[Technical field]

[0001] The present invention relates to hair care compositions comprising a specific nonionic surfactant, a silicone compound and an antidandruff agent. The present invention also relates to the use of such compositions to deposit the antidandruff agent on the hair and / or scalp of an individual. [Background technology]

[0002] Hair care compositions generally provide cleansing or conditioning benefits, or a combination of the two. Such compositions typically include one or more cleansing surfactants that generally aid in cleaning the hair and scalp to remove undesirable dirt, particles, and fatty materials. However, preferred hair care compositions provide more benefits than simple cleansing and conditioning. For example, it is desirable to incorporate mild surfactants into hair care compositions so that the hair care compositions are non-irritating and gentle on the scalp.

[0003] It is also desirable to incorporate various benefit agents into hair care compositions to provide benefits beyond cleansing and conditioning. For example, anti-dandruff benefits have been provided through hair care compositions. Dandruff is a problem that affects many people around the world. The condition is manifested by the shedding of clumps of dead skin cells from the scalp. These are white in color and provide an aesthetically unpleasant appearance. The contributing factors to dandruff are certain members of the Malassezia yeasts. To combat these, anti-dandruff products contain certain anti-dandruff agents with anti-fungal activity, such as piroctone olamine (Octopirox®), azole anti-fungals (e.g., climbazole, ketoconazole), selenium sulfide, or combinations thereof. However, many anti-dandruff hair care compositions do not provide sufficient anti-dandruff agent deposition during the excessive rinsing process. The anti-dandruff agents are simply rinsed off, thus providing little or no anti-dandruff benefit. Therefore, it is always desirable to efficiently deposit anti-dandruff agents onto the hair and / or scalp to provide good anti-dandruff performance.

[0004] WO 2015 / 078587 discloses a composition containing as component A at least one N-alkyl-N-acylglucamine, as component B dimethiconol, as component C at least one anionic surfactant, as component D optionally at least one betaine surfactant, as component E optionally at least one further surfactant, as component F water and optionally at least one further additive as component G, which composition can be used as a hair cleansing agent.

[0005] WO 2013 / 178697 describes N-methyl-N-acylglucamines suitable as thickeners in aqueous surfactant solutions containing one or more anionic surfactants from the group including alkyl ether sulfates and alkyl sulfates, the C 12 , C 14 -Acyl group or unsaturated C 18-Acyl group containing at least 60% by weight of N-methyl-N-acylglucamine, 12 The present application discloses N-methyl-N-acylglucamines containing less than 5% by weight of acyl groups.

[0006] WO 9205764 discloses a combined conditioning / anti-dandruff shampoo composition containing 3.6% by weight of coconut N-methylglucoseamide, 1.5% by weight of dimethicone and 1.5% by weight of selenium sulfide.

[0007] US Patent Application Publication No. 2019365619 discloses an anti-dandruff cleansing composition, a salicylic acid and surfactant system. [Prior art documents] [Patent documents]

[0008] [Patent Document 1] International Publication No. 2015 / 078587 Brochure [Patent Document 2] International Publication No. 2013 / 178697 Brochure [Patent Document 3] International Publication No. 9205764 Brochure [Patent Document 4] US Patent Application Publication No. 2019365619 Summary of the Invention [Problem to be solved by the invention]

[0009] It is always desirable to efficiently deposit anti-dandruff agents onto the hair and / or scalp to provide good anti-dandruff performance. [Means for solving the problem]

[0010] The present inventors have unexpectedly discovered that compositions comprising a polyhydroxy fatty acid amide surfactant and a silicone compound can provide desirable mildness and can also improve deposition of anti-dandruff agents.

[0011] Summary of the Invention In a first aspect, the present invention is directed to a hair care composition comprising: (a) A polyhydroxy fatty acid amide surfactant of general formula (I): [ka] (In the formula, R 1 is a C1-C4 alkyl group or a hydroxy-substituted C1-C4 alkyl group; R 2 CO is a linear or branched, saturated or unsaturated C 12 ~C 18 acyl group; (b) a silicone compound; and (c) 0.01 to 10% by weight of an antidandruff agent selected from piroctone olamine, an azole antifungal agent, or a mixture thereof.

[0012] In a second aspect, the present invention is directed to a packaged hair care product comprising the hair care composition of the first aspect of the present invention.

[0013] In a third aspect, the present invention is directed to a method of depositing an anti-dandruff agent on the scalp comprising applying a hair care composition of any embodiment of the first aspect of the present invention onto the scalp surface of an individual, followed by rinsing the surface with water.

[0014] All other aspects of the present invention will become more readily apparent from a consideration of the following detailed description and examples. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0015] Detailed explanation Except in the examples or where expressly indicated otherwise, all numbers herein expressing quantities of ingredients or reaction conditions, physical properties and / or uses of ingredients can be understood to be optionally modified by the word "about."

[0016] All amounts are by weight of the final hair care composition unless otherwise specified. It should be noted that in specifying any range of values, any particular upper value can be associated with any particular lower value.

[0017] For the avoidance of doubt, the word "comprise" is intended to mean "including" but not necessarily "consisting of" or "consisting of." In other words, the listed steps or options need not be exhaustive.

[0018] The disclosure of the invention found herein should be considered to cover all embodiments found in the claims as having multiple dependencies on one another, notwithstanding the fact that the claims may be found without multiple dependencies or redundancy.

[0019] Where features are disclosed with respect to a particular embodiment of the invention (e.g., a composition of the invention), such disclosure should be considered to apply mutatis mutandis to any other embodiment of the invention (e.g., a method of the invention).

[0020] "Hair care composition" as used herein is meant to include compositions for topical application to mammalian, particularly human, hair and / or scalp. Such compositions can generally be classified as leave-on or rinse-off and include any product applied to the human body to improve appearance, cleansing, odor control or even general aesthetics. The compositions of the present invention may be in the form of a liquid, lotion, cream, foam, scrub, gel, or bar. Non-limiting examples of such compositions include leave-on hair lotions, creams, and rinse-off shampoos, conditioners, shower gels, or toilet bars. The compositions of the present invention are preferably rinse-off compositions, particularly preferably shampoos or conditioners, and most preferably shampoos.

[0021] Polyhydroxy fatty acid amide surfactants suitable for use in the compositions of the present invention are nonionic surfactants represented by the general formula (I): [ka] (In the formula, R 1 is a C1-C4 alkyl group or a hydroxy-substituted C1-C4 alkyl group; R 2 CO is linear or branched, saturated or unsaturated 12 ~C 18 acyl group.) Preferably, R 1 is a methyl group, and R is an acyl group. 2 CO is derived from lauric acid, myristic acid, oleic acid, linoleic acid, palmitic acid or stearic acid. 1 is a methyl group, and R is an acyl group. 2 CO is derived from coconut oil.

[0022] Most preferably, the polyhydroxy fatty acid amide of general formula (I) for use in the present invention comprises lauroyl methyl glucamide, cocoyl methyl glucamide, myristoyl methyl glucamide or a mixture thereof, preferably lauroyl methyl glucamide, myristoyl methyl glucamide or a mixture thereof, more preferably myristoyl methyl glucamide or a mixture thereof with lauroyl methyl glucamide. In a preferred embodiment, the polyhydroxy fatty acid amide comprises at least 60% by weight of a mixture of lauroyl methyl glucamide and myristoyl methyl glucamide, based on the total weight of the polyhydroxy fatty acid amide, preferably 65 to 99% by weight of a mixture of lauroyl methyl glucamide and myristoyl methyl glucamide, more preferably 70 to 95% by weight, based on the total weight of the polyhydroxy fatty acid amide. In another preferred embodiment, the polyhydroxy fatty acid amide is a mixture of lauroyl methyl glucamide and myristoyl methyl glucamide.

[0023] The polyhydroxy fatty acid amides preferably comprise lauroyl methyl glucamide and myristoyl methyl glucamide in a weight ratio ranging from 1:5 to 10:1, more preferably from 1:2 to 5:1.

[0024] Furthermore, the composition of the present invention is preferably a mixture of short chain fatty acids, particularly C1-C4-, C6-, C8-, C 10 -acyl groups.

[0025] Examples of commercially available polyhydroxy fatty acid amides having the general formula (I) and suitable for use in the present invention include lauroyl / myristoyl methyl glucamide (GLUCOTAIN® FLEX, Clariant), cocoyl methyl glucamide (GLUCOTAIN® CARE, Clariant), and mixtures thereof.

[0026] The hair care compositions of the present invention typically comprise the polyhydroxy fatty acid amide in an amount of from 0.1 to 45%, more preferably from 1 to 30%, and most preferably from 5 to 20%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0027] The hair care composition of the present invention comprises a silicone compound. Preferably, the silicone compound is a non-volatile silicone. As used herein, "non-volatile" means that the silicone has a vapor pressure of less than 1000 Pa at 25°C and 1 atmosphere.

[0028] Preferably, the silicone compound has a mean droplet size (D) of less than 15 μm, preferably less than 10 μm, more preferably less than 5 μm. 3,2 ) is an emulsion of silicone oil. Preferably, the silicone oil has an average droplet diameter (D 3,2 ) is greater than 0.05 μm, more preferably greater than 0.1 μm, and ideally 0.1 μm to 5 μm. 3,2 ) can be measured by means of laser light scattering techniques, for example using a Malvern Instruments 2600D Particle Sizer.

[0029] Suitable silicones include polydiorganosiloxanes, especially polydimethylsiloxanes with the CTFA name dimethicone.Also suitable for use in the compositions of the present invention (especially shampoos and conditioners) are polydimethylsiloxanes with hydroxyl end groups with the CTFA name dimethiconol.Also suitable for use in the compositions of the present invention are silicone gums with a low degree of crosslinking, as described, for example, in WO 96 / 31188.Preferably, silicone oil comprises dimethicone, dimethiconol or a mixture thereof.

[0030] The preferred silicone compound itself for use as the emulsified silicone oil typically has a viscosity of 25 oC at least 10,000 cSt (centi-Stokes = mm 2 ·S -1 ), preferably at least 60,000 cSt, most preferably at least 500,000 cSt, and ideally at least 1,000,000 cSt. Preferably, the viscosity is less than 10 for ease of formulation. 9 The viscosity of the silicone may be determined by relevant international standards, such as ISO 3104.

[0031] Suitable emulsified silicones for use in the hair care compositions of the present invention are available as preformed silicone emulsions from silicone suppliers such as Dow Silicones Corporation and GE silicones. The use of such preformed silicone emulsions is preferred for ease of processing and control of silicone particle size. Such preformed silicone emulsions typically further comprise a suitable emulsifier and can be prepared by chemical emulsification processes (e.g., emulsion polymerization) or by mechanical emulsification using a high shear mixer. Examples of suitable preformed silicone emulsions include MEM-7128, MEM-1788, MEM-1785, all of which are available from Dow Silicones Corporation. These are dimethiconol / dimethicone emulsions.

[0032] Another type of silicone that can be used is functionalized silicone, such as aminofunctional silicone, which means a silicone that contains at least one primary, secondary or tertiary amine group, or a quaternary ammonium group. Examples of suitable aminofunctional silicones include polysiloxanes with the CTFA designation "amodimethicone".

[0033] The silicone compound is generally present in the hair care compositions of the present invention in an amount from 0.1 to 15%, more preferably from 0.5 to 10%, and most preferably from 1 to 5%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0034] The hair care composition of the present invention comprises an antidandruff agent which is a compound active against dandruff, typically an antibacterial agent, preferably an antifungal agent. The antidandruff agent used in the present invention is selected from piroctone olamine (Octopirox®), an azole antifungal agent or a mixture thereof. The preferred azole antifungal agent is ketoconazole, climbazole or a mixture thereof. Preferably, the antidandruff agent is selected from piroctone olamine, climbazole or a mixture thereof. In a particularly preferred embodiment, the antidandruff agent is piroctone olamine.

[0035] Without wishing to be bound by theory, the inventors believe that the deposition enhancer may only be applicable to piroctone olamine or azole antifungals (especially climbazole) because both of them can be stabilized and dissolved in micelles and deposition can be improved by reducing the solubility of the active substances in the system.

[0036] Typically, the hair care compositions of the present invention comprise an anti-dandruff agent in an amount of from 0.01 to 10%, more preferably from 0.01 to 5%, even more preferably from 0.05 to 2%, and most preferably from 0.05 to 1.5%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0037] The pH of the hair care composition of the present invention is preferably 4.0 or higher, and more preferably in the range of 4.0 to 7.0.

[0038] It is preferred if the hair care composition of the present invention also contains other surfactants in addition to the polyhydroxy fatty acid amide.

[0039] Examples of suitable anionic surfactants include alkyl sulfates, alkyl ether sulfates, alkaryl sulfonates, alkanoyl isethionates, alkyl succinates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids or their salts, in particular their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts. The alkyl and acyl groups generally contain 8 to 18, preferably 10 to 16, carbon atoms and may be unsaturated. The alkyl ether sulfates, alkyl ether sulfosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and their salts may contain 1 to 20 ethylene oxide or propylene oxide units per molecule. Typical anionic cleansing surfactants for use in the compositions of the present invention include, but are not limited to, sodium oleyl succinate, ammonium lauryl sulfoccinate, sodium lauryl sulfate, sodium lauryl ether sulfate, sodium lauryl ether sulfoccinate, ammonium lauryl sulfonate, sodium dodecylbenzenesulfonate, triethanolamine dodecylbenzenesulfonate, sodium cocoyl isethionate, sodium lauryl isethionate, lauryl ether carboxylic acid, sodium N-lauryl sarcosinate and mixtures thereof.Preferred anionic cleansing surfactants are alkyl sulfates and alkyl ether sulfates.Preferred alkyl sulfates are C 8-18 Alkyl sulfates, more preferably C 12-18 It is preferably an alkyl sulfate, preferably in the form of a salt with a solubilizing cation such as sodium, potassium, ammonium or substituted ammonium. Examples are sodium lauryl sulfate (SLS) or sodium dodecyl sulfate (SDS). It is particularly preferred that the anionic cleansing surfactant is an alkyl ether sulfate. The preferred alkyl ether sulfate has the formula: R 3 O(CH2CH2O) n SO3M (in the formula, R 3is an alkyl or alkenyl having 8 to 18 (preferably 12 to 18) carbon atoms; n is a number at least greater than 0.5, preferably having an average value between 1 and 3, more preferably between 2 and 3; and M is a solubilizing cation such as sodium, potassium, ammonium, or substituted ammonium. An example is sodium lauryl ether sulfate (SLES). A preferred alkyl ether sulfate is sodium lauryl ether sulfate having an average degree of ethoxylation of 0.5 to 3, preferably 1 to 3, more preferably 2 to 3. The anionic cleansing surfactant is typically present in the hair care composition of the present invention at a concentration of 0.5 to 45%, more preferably 1.5 to 35%, and most preferably 5 to 20%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0040] The hair care compositions of the present invention may also include other nonionic surfactants in addition to the polyhydroxy fatty acid amides, which may be included in amounts of 0.1 to 10%, preferably 0.5 to 8%, more preferably 1 to 5%, based on the total weight of the hair care composition, including all ranges included therein. Examples of suitable nonionic surfactants include aliphatic (C8 to C9) 18 ) Condensation products of primary or secondary straight or branched chain alcohols or phenols with alkylene oxides, usually ethylene oxide, generally having from 6 to 30 ethylene oxide groups. Alkyl ethoxylates are preferred, more preferably those of the formula: R 4 -(OCH2CH2) m OH (in the formula, R 4 is an alkyl chain having 12 to 15 carbon atoms, and m is 5 to 9.

[0041] Other suitable nonionic surfactants include mono- or di-alkyl alkanolamides, examples of which include coco mono- or di-ethanolamide and coco mono-isopropanolamide.

[0042] Further nonionic surfactants that may be included in the compositions of the present invention are the alkyl polyglycosides (APGs). Typically, the APGs comprise an alkyl group linked (optionally via a bridging group) to a block of one or more glycosyl groups. Preferred APGs are defined by the following formula: [ka] (In the formula, R 5 is a branched or straight chain alkyl group which may be saturated or unsaturated, and G is a sugar group. 5 is C5~C 20 Preferably, R 5 C8~C 12 Most preferably, R 5 The value of is between 9.5 and 10.5. G may be selected from C5 or C6 monosaccharide residues, preferably a glucoside. G may be selected from the group including glucose, xylose, lactose, fructose, mannose and derivatives thereof. Preferably, G is glucose. The degree of polymerization k may have a value between 1 and 10 or more, preferably the value of k is between 1.1 and 2, most preferably the value of k is between 1.3 and 1.5. Alkyl polyglycosides suitable for use in the present invention are commercially available, for example the materials identified as Oramix NS10 from Seppic; Plantaren 1200 and Plantaren 2000 from Henkel.

[0043] The hair care compositions of the present invention may also contain an amphoteric or zwitterionic surfactant in an amount of 0.1 to 10%, preferably 0.5 to 8%, more preferably 1 to 5%, based on the total weight of the hair care composition, including all ranges subsumed therein. Examples include alkylamine oxides, alkyl betaines, alkylamidopropyl betaines, alkyl sulfobetaines (sultaines), alkyl amphoacetates, alkyl amphopropionates, alkylamidopropyl hydroxysultaines, the alkyl groups having 8 to 19 carbon atoms. Preferably, the co-surfactant is a betaine surfactant. Exemplary amphoteric and zwitterionic surfactants for use in the present invention include laurylamine oxide, cocodimethylsulfopropyl betaine, lauryl betaine, cocamidopropyl betaine, and sodium cocoamphoacetate. Cocamidopropyl betaine (CAPB) is particularly preferred.

[0044] Mixtures of any of the aforementioned amphoteric or zwitterionic surfactants may also be suitable. A preferred mixture is a mixture of cocamidopropyl betaine with an additional amphoteric or zwitterionic surfactant as described above. A preferred additional amphoteric or zwitterionic surfactant is sodium cocoamphoacetate.

[0045] The composition of the present invention may further comprise a cationic polymer. Suitable cationic polymers may be homopolymers or may be formed from two or more types of monomers. The molecular weight of the polymer is generally 5,000 to 10,000,000 g / mol, typically at least 10,000 g / mol, preferably 100,000 to 2,000,000 g / mol.

[0046] The polymer has cationic nitrogen-containing groups (e.g., quaternary ammonium or protonated amino groups, or mixtures thereof). The cationic nitrogen-containing groups are generally present as substituents on a portion of all monomer units of the cationic polymer. Thus, if the polymer is not a homopolymer, it can contain spacer non-cationic monomer units. The ratio of cationic and non-cationic monomer units is selected to provide a polymer with a cationic charge density in the required range.

[0047] Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionality with water-soluble spacer monomers such as (meth)acrylamides, alkyl and dialkyl (meth)acrylamides, alkyl (meth)acrylates, vinyl caprolactone, and vinyl pyrrolidine. These alkyl and dialkyl substituted monomers preferably have C1-C7 alkyl groups, more preferably C1-C3 alkyl groups. Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol, and ethylene glycol.

[0048] Preferably, the cationic polymers are cationic polysaccharide polymers such as cationic cellulose derivatives, cationic starch derivatives and cationic guar gum derivatives.

[0049] Suitably, such cationic polysaccharide polymers have a molecular weight of from 100,000 g / mol to 2,300,000 g / mol, more preferably from 150,000 g / mol to 2,000,000 g / mol.Such cationic polysaccharide polymers preferably have a cationic charge density of from 0.1 to 4 meq / g.

[0050] Cationic polysaccharide polymers suitable for use in the compositions of the present invention include those represented by the general formula: [ka] where A is an anhydroglucose residue, such as the anhydroglucose residue of starch or cellulose. R 6 R is an alkylene, oxyalkylene, polyoxyalkylene or hydroxyalkylene group, or a combination thereof. 7 , R 8 and R 9 independently represent an alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl group, each of which contains up to about 18 carbon atoms. The total number of carbon atoms in each cationic moiety (i.e., R 7 , R 8 and R 9 The total number of carbon atoms in is preferably about 20 or less, and X is an anionic counterion.

[0051] Cationic cellulose is available from Amerchol Corp, Edison, NJ, USA, as the Polymer JR™ and LR™ series of polymers, as salts of hydroxyethylcellulose reacted with trimethylammonium-substituted epoxides, referred to in the industry (CTFA) as Polyquaternium 10. Another type of cationic cellulose includes polymers of quaternary ammonium salts of hydroxyethylcellulose reacted with lauryldimethylammonium-substituted epoxides, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp, Edison, NJ, USA, under the trade name Polymer LM-200.

[0052] Other suitable cationic polysaccharide polymers include quaternary nitrogen-containing cellulose ethers (e.g., as described in U.S. Pat. No. 3,962,418) and copolymers of etherified cellulose and starch (e.g., as described in U.S. Pat. No. 3,958,581).

[0053] A particularly preferred type of cationic polysaccharide polymer that can be used in the compositions of the present invention is a cationic guar gum derivative, such as guar hydroxypropyltrimonium chloride (available, for example, from Solvay in their Jaguar trademark series, or from Ashland in their N-Hance trademark series).

[0054] Examples of such materials are Jaguar® C-13S, Jaguar® C-14S, Jaguar® C-17, Jaguar® Excel, Jaguar® C-162, Jaguar® C-500, Jaguar® Optima, Jaguar® LS, N-Hance™ BF17, N-Hance™ BF13 and N-Hance™ CCG45.

[0055] Mixtures of any of the above cationic polymers may be used. The cationic polymer preferably comprises a cationic cellulose derivative, a cationic guar gum derivative or a mixture thereof. Guar hydroxypropyltrimonium chloride is particularly preferred.

[0056] If used, the cationic polymer is generally present in the hair care compositions of the present invention in an amount of from 0.001 to 1% by weight of the hair care composition, more preferably from 0.01 to 0.5%, and most preferably from 0.03 to 0.3%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0057] Preferably, the composition of the present invention further comprises a suspending agent. Suitable suspending agents are selected from polyacrylic acid, crosslinked polymers of acrylic acid, copolymers of acrylic acid with hydrophobic monomers, copolymers of acrylic acid esters with carboxylic acid-containing monomers, crosslinked copolymers of acrylic acid and acrylic acid esters, heteropolysaccharide gums or crystalline long-chain acyl derivatives. The long-chain acyl derivatives are desirably selected from ethylene glycol stearates, alkanolamides of fatty acids having 16 to 22 carbon atoms, or mixtures thereof. Ethylene glycol distearate and polyethylene glycol 3 distearate are preferred long-chain acyl derivatives, as they impart pearlescence to the composition. Polyacrylic acids are commercially available as Carbopol 420, Carbopol 488 or Carbopol 493. Polymers of acrylic acid crosslinked with polyfunctional agents can also be used; they are commercially available as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980. An example of a suitable copolymer of carboxylic acid containing monomers and acrylic esters is Carbopol 1342. All Carbopol™ materials are available from Goodrich.

[0058] Suitable crosslinked polymers of acrylic acid and acrylic acid esters are Pemulen TR 1 or Pemulen TR 2. A suitable heteropolysaccharide gum is xanthan gum, for example available as Kelzan mu.

[0059] Mixtures of any of the above suspending agents may be used. Mixtures of crosslinked polymers of acrylic acid and crystalline long chain acyl derivatives are preferred.

[0060] Suspending agents are generally present in the hair care compositions of the present invention in an amount from 0.1 to 10%, more preferably from 0.5 to 6%, and most preferably from 0.5 to 4%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0061] The hair care compositions of the present invention are preferably aqueous, i.e., they have water or an aqueous solution or a lyotropic liquid crystal phase as their major component. The compositions typically comprise 50 to 98%, more preferably 60 to 90%, of water, based on the total weight of the hair care composition.

[0062] Preservatives may also be incorporated into the hair care compositions of the present invention to protect against the growth of potentially harmful microorganisms. Suitable traditional preservatives include alkyl esters of parahydroxybenzoic acid, hydantoin derivatives, propionate salts, and various quaternary ammonium compounds. Examples of the types of preservatives that may be used in the present invention include, but are not limited to, phenoxyethanol, sodium salicylate, methylparaben, butylparaben, propylparaben, diazolidinyl urea, sodium dehydroacetate, benzyl alcohol, sodium benzoate, iodopropynyl butylcarbamate, capryl glycol, disodium EDTA, or mixtures thereof. In a particularly preferred embodiment, the preservative is phenoxyethanol, sodium salicylate, or mixtures thereof. The preservative is preferably used in an amount ranging from 0.01 to 2% by weight of the hair care composition.

[0063] The hair care compositions of the present invention may contain other ingredients common in the art to enhance physical properties and performance. Suitable ingredients include, but are not limited to, fragrances, dyes and pigments, pH adjusters, pearlescent or opacifying agents, viscosity adjusters, thickeners, and natural hair nutrients such as botanical and fruit extracts, sugar derivatives, and amino acids. Such ingredients typically and collectively constitute less than 20% by weight of the composition, preferably 0.0-15% by weight, and most preferably 0.01-12% by weight, including all ranges subsumed therein.

[0064] The compositions of the present invention are primarily intended for topical application to at least a portion of an individual's scalp and / or hair and are either rinse-off or leave-on compositions, preferably rinse-off compositions such as shampoos.

[0065] The following examples are provided to facilitate understanding of the present invention and are not intended to limit the scope of the claims. EXAMPLES

[0066] Example 1 This example demonstrates the deposition of anti-dandruff agents by using a polyhydroxy fatty acid amide surfactant. The compositions were prepared according to the formulations detailed in Table 1. All ingredients are expressed as weight percent of the total formulation and are expressed as the concentration of active ingredient. [Table 1] a. Commercially available guar hydroxypropyltrimonium chloride has a weight average molecular weight of 1,000,000-1,500,000 g / mol and a degree of substitution of 0.16-0.20. Courtesy of Lamberti. b. Commercially available dimethiconol having a particle size of 0.2 μm from Dow Silicones Corporation. c. Commercially available dimethicone having a particle size of 10 μm from Dow Silicones Corporation. d. Capryloyl / caproyl methyl glucamide, available from Clariant under the trade name Glucotain® Clear. e. Lauroyl / myristoyl methyl glucamide available from Clariant under the trade name Glucotain® Fle.

[0067] method Citric acid was added to the sample to adjust the pH to 4.3. Approximately 0.2 grams of the test sample was placed on an artificial skin (VITRO-SKIN from IMS Testing Group). It was diluted with 1.8 mL of water and rubbed with a plastic rod for 30 seconds. The artificial skin surface was then rinsed twice with water, first with 4 mL of water for 30 seconds and then again with 4 mL of water for 30 seconds. The test sample was placed on the skin (10.75 cm 2Deposition of piroctone olamine onto the smeared surfaces (plates) was measured using a high performance liquid chromatography method.

[0068] result The average deposition amounts (for the five above experiments) are shown in Table 2 (errors represent the standard deviation of repeated measurements). [Table 2]

[0069] The data in Table 2 show that Sample 3, which contained lauroyl / myristoyl methyl glucamide, provided significantly better (p<0.01) deposition of piroctone olamine compared to Samples 1 and 2, while Sample 2 had equivalent piroctone olamine deposition to Sample 1.

[0070] Example 2 This example demonstrates the effect of silicone oil on deposition of antidandruff agents onto the scalp. All ingredients are expressed as weight percent of the total formulation and are expressed as the concentration of active ingredient. [Table 3]

[0071] method The deposition of piroctone olamine onto the artificial skin was measured using the same protocol as described in Example 1.

[0072] result The average deposition amounts (for the five above experiments) are shown in Table 3 (errors represent the standard deviation of repeated measurements). [Table 4]

[0073] Samples 5-7, which contained silicone compounds, provided significantly better (p<0.05) deposition of piroctone olamine than sample 4.

Claims

1. below, (a) A polyhydroxy fatty acid amide surfactant of general formula (I): 【Chemistry 1】 (In the formula, R １ is C １ ~C ４ is an alkyl group; R ２ CO is an acyl group derived from lauric acid, myristic acid or coconut oil); (b) a silicone compound that is an emulsified nonvolatile silicone; and (c) 0.01 to 10% by weight of an antidandruff agent selected from piroctone olamine, an azole antifungal agent, or a mixture thereof; 1. A hair care composition comprising:

2. The R １ is a methyl group, and R is an acyl group. ２ 2. The hair care composition of claim 1, wherein the CO is derived from lauric acid or myristic acid.

3. 3. The hair care composition of claim 1 or 2, wherein the polyhydroxy fatty acid amide comprises lauroyl methyl glucamide, cocoyl methyl glucamide, myristoyl methyl glucamide, or a mixture thereof.

4. The hair care composition of claim 3, wherein the polyhydroxy fatty acid amide comprises lauroyl methyl glucamide, myristoyl methyl glucamide or a mixture thereof.

5. A hair care composition according to any preceding claim, wherein the polyhydroxy fatty acid amide comprises at least 60% by weight of a mixture of lauroyl methyl glucamide and myristoyl glucamide.

6. The hair care composition of claim 5, wherein the polyhydroxy fatty acid amide comprises 65 to 99 weight percent of a mixture of lauroyl methyl glucamide and myristoyl glucamide.

7. 7. A hair care composition according to any one of claims 1 to 6, wherein the polyhydroxy fatty acid amide is a mixture of lauroyl methyl glucamide and myristoyl methyl glucamide.

8. 8. A hair care composition according to any preceding claim, wherein the polyhydroxy fatty acid amide comprises lauroyl methyl glucamide and myristoyl methyl glucamide in a weight ratio ranging from 1:5 to 10:

1.

9. The hair care composition of claim 8, wherein the polyhydroxy fatty acid amide comprises lauroyl methyl glucamide and myristoyl methyl glucamide in a weight ratio ranging from 1:2 to 5:

1.

10. A hair care composition according to any preceding claim, wherein the composition comprises a polyhydroxy fatty acid amide surfactant in an amount of from 0.1 to 45% by weight of the composition.

11. The hair care composition of claim 10, wherein the composition comprises a polyhydroxy fatty acid amide surfactant in an amount of 1 to 30% by weight of the composition.

12. A hair care composition according to any preceding claim, wherein the silicone compound comprises dimethicone, dimethiconol or a mixture thereof.

13. A hair care composition according to any preceding claim, wherein the composition comprises a silicone compound in an amount of from 0.1 to 15% by weight of the composition.

14. The hair care composition of claim 13, wherein the composition comprises a silicone compound in an amount of 1 to 5% by weight of the composition.

15. A hair care composition according to any preceding claim, wherein the anti-dandruff agent is selected from piroctone olamine, climbazole or a mixture thereof.

16. The hair care composition of claim 15, wherein the anti-dandruff agent is piroctone olamine.

17. A hair care composition according to any preceding claim, wherein the composition comprises an anti-dandruff agent in an amount of from 0.01 to 5% by weight of the composition.

18. The hair care composition of claim 17, wherein the composition comprises an anti-dandruff agent in an amount of 0.05 to 2% by weight of the composition.

19. The hair care composition of any of claims 1 to 18, wherein the composition further comprises a cationic polymer.

20. 20. The hair care composition of claim 19, wherein the cationic polymer comprises guar hydroxypropyltrimonium chloride.

21. 21. A method of depositing an anti-dandruff agent on the scalp, comprising the steps of applying a hair care composition according to any one of claims 1 to 20 onto the scalp surface of an individual, followed by rinsing said surface with water.

Images