COMPOSITION FOR HAIR CARE, EXCLUDING ITS THERAPEUTIC USES, AND METHOD FOR DEPOSITING AN ANTI-DANDRUFF AGENT ON THE SCALP, EXCLUDING ITS THERAPEUTIC USES

Abstract

A hair care composition comprising 0.5 to 45% by weight of an acyl glutamate salt and a piroctone olamine anti-dandruff agent is disclosed, wherein the acyl glutamate salt and the anti-dandruff agent are present in a weight ratio of 5:1 to 50:1, and wherein the composition does not comprise any other anionic surfactants besides the acyl glutamate salt.

Description

MOELLER & CO. SA - 30529767664 Digitally signed by PORTALTRAM ITES - INPI Date: 2020.01.03 11:00:54 -03:00 Reason: Digitally Signed by the INPI Location: Buenos Aires, Argentina DESCRIPTIVE MEMORANDUM Technical field of the invention This invention relates to hair care compositions. More particularly, the present invention relates to hair care compositions comprising amino acid surfactants and anti-dandruff agents that provide enhanced deposition of anti-dandruff agents on the hair and / or scalp of an individual. Background of the invention Hair care products typically provide cleansing or conditioning benefits, or a combination of both. These products usually contain one or more cleansing surfactants that help to cleanse the hair and scalp, removing dirt, particles, and unwanted oils. The anti-dandruff benefit has also been provided through hair care formulations. Dandruff is a problem that affects many people worldwide. The condition manifests as the shedding of clumps of dead skin cells from the scalp. These are white and give an aesthetically unpleasant appearance. One contributing factor to dandruff is certain members of the Malassezia yeast family. To combat them, anti-dandruff products have included certain antifungal agents, such as piroctone olamine (octopirox), azole-based antifungals (e.g., climbazole, ketoconazole), selenium sulfide, or combinations thereof. This product has to... It acts like a shampoo to cleanse the hair while mitigating the causes of dandruff. However, many anti-dandruff shampoos don't provide sufficient deposition of the anti-dandruff agent during the shampooing process. The anti-dandruff agents are simply rinsed away during the shampooing process and therefore provide little to no anti-dandruff efficacy. Therefore, it's always desirable to improve the deposition of anti-dandruff agents to maximize their effectiveness. Surfactants, such as cationic, anionic, amphoteric, and nonionic surfactants, are widely used in hair care formulations. Anionic surfactants, such as sulfated surfactants, generally exhibit superior cleaning and foaming properties and are therefore commonly incorporated into such formulations. However, sulfated surfactants like sodium lauryl ether sulfate (SLES) tend to be harsh on the skin and can negatively affect the deposition of anti-dandruff agents. Therefore, it is necessary to find gentler surfactants that are not as harsh and irritating to the skin and that, in turn, aid in the deposition of anti-dandruff agents. Tests and definitions Hair care formula Hair care composition, as used herein, means a composition for topical application to the hair and / or scalp of mammals, especially humans. Such a composition may be generally classified as either leave-in or rinse-out, and includes any product applied to the human body to improve appearance, cleanliness, odor control, or general aesthetics. The composition of the present invention may be in the form of a liquid, lotion, cream, foam, scrub, gel, or bar. Non-restrictive examples of such compositions include leave-in lotions and hair creams, and rinse-out shampoos, conditioners, shower gels, or toilet bars. The composition of the present invention is preferably a rinse-out composition, especially a shampoo or conditioner, and most preferably a shampoo. Cationic charge density Cationic charge density, as used herein, refers to the number of cationic charges per unit weight of a given polymer. Cationic charge density can be calculated from the degree of substitution described in WO 2013 / 011122, which is incorporated herein by reference in its entirety, but particularly on page 8, lines 8-17. For example, for the cationicly modified guar polymer obtained by reacting with 2,3-epoxypropyltrimethylammonium chloride, the cationic charge density can be calculated from the degree of substitution using the following equation: Cationic charge density in milliequivalents per gram (meq / g)= DS*1000 162+151*DS Insoluble in water Insoluble in water, as used herein, refers to the solubility of a material in water at 25 °C and atmospheric pressure of 0.1% by weight or less. Molecular weight Molecular weight, as used herein, refers to the weight-average molecular mass of a given polymer. The weight-average molecular weight (WAVG MW) of a given polymer is determined by size-exclusion chromatography (SEC) analysis using absolute calibration (universal calibration). Pulluan polysaccharide and dextran standards were used for calibration. Various Except in the examples, or where explicitly stated otherwise, all numbers in this description that indicate quantities of material or reaction conditions, physical properties of materials and / or use may optionally be understood as modified by the word approximately. All quantities are by weight of the final hair care composition, unless otherwise specified. It should be noted that when specifying any range of values, any particular upper value can be associated with any particular lower value. To avoid confusion, the word "comprises" means that it includes, but not necessarily that it consists of or is composed of. In other words, the stages or options listed do not need to be exhaustive. The disclosure of the invention, as it is found herein, should be considered to encompass all embodiments found in the claims as being multi-dependent on each other, regardless of the fact that the claims can be found without multi-dependence or redundancy. When a feature is disclosed with respect to a particular aspect of the invention (e.g., a composition of the invention), such disclosure should also be considered applicable to any other aspect of the invention (e.g., a method of the invention) mutatis mutandis. Summary of the invention In one aspect, the present invention relates to a hair care composition comprising: (a) from 0.5 to 45% by weight of an acyl glutamate salt; (b) a piroctone olamine anti-dandruff agent; wherein the acyl glutamate salt and the anti-dandruff agent are present in a weight ratio of 5:1 to 50:1; and wherein the composition does not comprise any other anionic surfactants besides the acyl glutamate salt. In a second aspect, the present invention relates to a packaged hair care product comprising the hair care composition of the first aspect of this invention. In a third aspect, the present invention relates to a method for depositing anti-dandruff agents on the scalp comprising the step of applying the hair care composition of any embodiment of the first aspect of this invention to the scalp surfaces of an individual. All other aspects of the present invention will become more evident upon consideration of the detailed description and examples that follow. Detailed description Acyl glutamate salt is an amino acid surfactant derived from glutamate. It is used as a mild anionic surfactant to relieve roughness and irritation. The chemical structure of the acyl glutamate salt suitable for use in compositions of the present invention is represented by the general formula (I), (II), or (III): OC—θ' O II III HO—c—c—c—C—N—C—R h2h2h h O c—OH O .11 III M+O c—C—C—C—N—C—R H2H2H H oc—o' o .11 III M+oc—C—C—C—N—C—R h2h2h h where R is an alkyl or alkenyl group having 7 to 20 carbons, preferably 8 to 17 carbons, and M is a solubilizing cation comprising sodium, potassium, ammonium, substituted ammonium or mixtures thereof, preferably sodium. Suitable examples of the acyl glutamate salt that can be used in this invention include, but are not limited to, sodium capryloyl glutamate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium olivoyl glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, sodium undecylenoyl glutamate, potassium capryloyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, dipotassium capryloyl glutamate, dipotassium undecylenoyl glutamate, disodium capryloyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, and disodium undecylenoyl glutamate. or mixtures thereof. In particular, sodium cocoyl glutamate, sodium lauroyl glutamate, or mixtures thereof are preferred. The hair care composition of the present invention comprises acyl glutamate salt in an amount of 0.5 to 45%, preferably 1 to 30% and more preferably 5 to 20%, based on the total weight of the hair care composition and includes all intervals therein. The hair care composition of the present invention does not comprise any anionic surfactants other than the acyl glutamate salt included in the composition. If other anionic surfactants are present, it is preferred that the acyl glutamate salt be at least 75% by weight of the anionic surfactants in the composition, more preferably 80 to 100%, and much more preferably 95 to 100%, based on the total weight of the anionic surfactants in the composition. If the hair care composition comprises other anionic surfactants in addition to the acyl glutamate salt, it is preferred that they be present in an amount less than 0.01% by weight of the composition, more preferably less than 0.001%. Non-restrictive examples of other 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 and their salts, especially their sodium, magnesium, ammonium salts, 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. Alkyl ether sulfates, alkyl ether sulfosuccinates, alkyl ether phosphates, and carboxylic alkyl ether acids and their salts may contain from 1 to 20 units of ethylene oxide or propylene oxide per molecule.Typical examples of other anionic surfactants include, but are not limited to, sodium oilyl succinate, ammonium lauryl sulfosuccinate, sodium lauryl sulfate, sodium lauryl ether sulfate, sodium lauryl ether sulfosuccinate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate, sodium cocoyl isethionate, sodium lauryl isethionate, lauryl carboxylic acid, sodium N-lauryl sarcosinate, or mixtures thereof. In a preferred embodiment, the hair care composition may further comprise co-surfactants such as amphoteric and zwitterionic surfactants, in addition to the acyl glutamate salts included in the composition, to provide smoothness. Suitable examples include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), alkyl amphoacetates, alkyl amphopropionates, and alkyl amidopropyl hydroxysultaines, wherein the alkyl group has from 8 to 19 carbon atoms. Preferably, the co-surfactant is a betaine surfactant. In particular, cocamidopropyl betaine (CAPB) is preferred. When used, the co-surfactant generally constitutes 0.1 to 15%, more preferably 0.5 to 8% and much more preferably 1 to 4% by weight of the hair care composition, based on the total weight of the hair care composition and includes all intervals therein. The hair care formula includes anti-dandruff agents, which are compounds active against dandruff and are generally antimicrobial and preferably antifungal. The anti-dandruff agent is piroctone olamine. Typically, the hair care composition of the invention comprises the anti-dandruff agent in an amount of 0.01 to 10%, more preferably 0.01 to 5%, more preferably even 0.05 to 2%, and much more preferably 0.05 to 1.5%, based on the total weight of the hair care composition and includes all intervals therein. The hair care composition comprises acyl glutamate salt and anti-dandruff agent in a weight ratio of 5:1 to 50:1, preferably 5:1 to 30:1, more preferably 10:1 to 25:1, and much more preferably 15:1 to 25:1. The composition may also include a cationic polymer. Suitable cationic polymers may be homopolymers or composed of two or more types of monomers. The molecular weight of the polymer will generally be between 5,000 and 10,000,000 g / mol, normally at least 10,000 g / mol and preferably from 100,000 to 2,000,000 g / mol. The polymers will have groups containing cationic nitrogen, such as quaternary ammonium or protonated amino groups, or a mixture thereof. The cationic nitrogen-containing group will generally be present as a substituent on a fraction of all the monomeric units of the cationic polymer. Thus, when the polymer is not a homopolymer, it may contain non-cationic spacer monomeric units. The ratio of cationic to non-cationic monomer units is selected to provide a polymer with a cationic charge density within the required range. Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functional groups with water-soluble spacer monomers such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamides, alkyl (meth)acrylate, vinyl caprolactone, and vinyl pyrrolidine. The alkyl- and dialkyl-substituted monomers preferably have C1-C7 alkyl groups, and more preferably C1-C3 alkyl groups. Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol, and ethylene glycol. Preferably, the cationic polymer is a cationic polysaccharide polymer such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives. Suitablely, such cationic polysaccharide polymers have a molecular weight of 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 0.1 to 4 meq / g. Cationic polysaccharide polymers suitable for use in compositions of this invention include those represented by the general formula: AO-[R1-N+(R2)(R3)(R4)X-] where: A is an anhydroglucose residue group, such as a starch or cellulose anhydroglucose residue. R1 is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or a combination thereof. R2, R3, and R4 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to approximately 18 carbon atoms. The total number of carbon atoms for each cationic residue (i.e., the sum of the carbon atoms in R2, R3, and R4) is preferably approximately 20 or less, and X is an anionic counterion. Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) in its Polymer JR (registered trademark) and LR (registered trademark) polymer series, as hydroxyethylcellulose salts reacted with trimethylammonium epoxide, referred to in the industry (CTFA) as Polyquaternium 10. Another type of cationic cellulose includes quaternary ammonium polymer salts of hydroxyethylcellulose reacted with lauryl dimethyl ammonium epoxide, 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. Other suitable cationic polysaccharide polymers include cellulose ethers containing quaternary nitrogen (e.g., as described in the U.S. patent). 3,962,418) and copolymers of etherified cellulose and starch (for example, as described in U.S. Patent 3,958,581). A particularly preferred type of cationic polysaccharide polymer that can be used in the compositions of the present invention is a cationic derivative of guar gum, such as guar hydroxypropyltrimonium chloride (for example, commercially available from Solvay in its Jaguar series of brands, or from Ashland in its N-Hance series of brands). 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, NHance™ BF17, N-Hance™ BF13, and N-Hance™ CCG45. Mixtures of any of the above cationic polymers may be used. The cationic polymer preferably comprises cationic cellulose derivatives, cationic guar gum derivatives, or mixtures thereof. In particular, guar hydroxypropyltrimonium chloride is preferred. When used, the cationic polymer will generally be present in the hair care composition of the present invention in an amount of 0.001 to 1% by weight of the hair care composition, more preferably 0.01 to 0.5%, and much more preferably 0.03 to 0.3%, based on the total weight of the hair care composition and includes all intervals therein. The pH of the composition is preferably equal to or greater than 4.0, more preferably in the range of 4.0 to 7.0. A hair care composition may also include a conditioning agent to provide a conditioning benefit. Typically, the most popular conditioning agents used in hair care compositions are water-insoluble oily materials such as mineral oils, natural oils such as triglycerides, and silicone polymers. The conditioning benefit is achieved by placing the oily material on the hair, resulting in the formation of a film that makes the hair easier to comb when wet and easier to manage when dry. Preferably, the conditioning agent is non-volatile, meaning it has a vapor pressure of less than 1000 Pa at 25°C. Preferably, the hair care composition comprises different dispersed droplets of a water-insoluble conditioning agent having a mean droplet diameter (D3,2) of less than 15 microns, preferably less than 10 microns, more preferably less than 5 microns, and much more preferably less than 3 microns. The mean droplet diameter (D3,2) of the water-insoluble conditioning agent can be measured by a laser light scattering technique, for example, using a Malvern Instruments 2600D particle counter. The water-insoluble conditioning agent may include a silicone-free conditioning agent comprising silicone-free fatty or oily materials, such as hydrocarbon oils, fatty esters, and mixtures thereof. Preferably, the water-insoluble conditioning agent is emulsified silicone oil. Suitable silicones include polydiorganosiloxanes, in particular polydimethylsiloxanes designated CTFA dimethicone. Also suitable for use in the compositions of this invention (especially shampoos and conditioners) are polydimethylsiloxanes having terminal hydroxyl groups, designated CTFA dimethiconol. Silicone rubbers having a slight degree of crosslinking, as described, for example, in WO 96 / 31188, are also suitable for use in the compositions of this invention. Preferably, the silicone oil comprises dimethicone, dimethiconol, or a mixture thereof. The viscosity of the emulsified silicone itself (not the emulsion or the final hair care formulation) is normally at least 10,000 cSt (centistokes = mm² / S) at 25°C, preferably at least 60,000 cSt, more preferably at least 500,000 cSt, and ideally at least 1,000,000 cSt. Preferably, the viscosity does not exceed 10⁹ cSt to facilitate formulation. Those skilled in the art are familiar with suitable methods for measuring the kinematic viscosity of silicone oils, such as capillary viscometers. For high-viscosity silicones, a constant-tension rheometer can be used to measure the viscosity. Emulsified silicones suitable for use in the hair care compositions of this invention are available as pre-formed silicone emulsions from silicone suppliers such as Dow Corning and GE Silicones. The use of such a pre-formed silicone emulsion is preferred for ease of processing and control of the silicone particle size. Such pre-formed silicone emulsions further comprise a suitable emulsifier and may be prepared by a chemical emulsification process such as emulsion polymerization, or by mechanical emulsification using a high-shear mixer. Examples of suitable pre-formed silicone emulsions include DC1785, DC1788, and DC7128, all available from Dow Corning. These are dimethiconol / dimethicone emulsions. Another class of silicones that can be used are functionalized silicones, such as silicones with an amino function, meaning a silicone that contains at least one primary, secondary, or tertiary amine group, or a quaternary ammonium group. Examples of suitable silicones with amino functionals include polysiloxanes with the CTFA designation amodimethicone. Preferably, silicone emulsion droplets are mixed with certain types of high molecular weight surface active block polymers to form silicone emulsions, as described, for example, in WO03 / 094874. A preferred form of the surface active block polymer having polyoxypropylene and polyoxyethylene groups as the hydrophobic and hydrophilic parts respectively has formula I and is designated CTFA poloxamer, which is commercially known under the trade name Pluronic by BASF. (IV) HO(CH2CH2O)x(CH(CH3)CH2O)y(CH2CH2O)x H Suitablely, the mean value of x in formula (IV) is 4 or higher, preferably 8 or higher, more preferably 25 or higher, even more preferably 50 or higher, and much more preferably 80 or higher. The mean value of x is not usually higher than 200. Suitablely, the mean value of y is 25 or higher, preferably 35 or higher, more preferably 45 or higher, and much more preferably 60 or higher. The mean value of y is not usually higher than 100. Another preferred form of the surface-active block polymer matches formula (V) and is designated CTFA Poloxamine. These are commercially available under the trade name Tetronic from BASF. (V) (HO(CH2CH2O)a(CH(CH3)CH2O)b)2-N-CH2-CH2-N-((OCH2CH(CH3))b(OCH2CH2)a OH)2 Ideally, the average value of a is 2 or higher, preferably 4 or higher, more preferably 8 or higher, even more preferably 25 or higher, and much more preferably 40 or higher. The average value of a is not usually higher than 200. The average value of b is ideally 6 or higher, preferably 9 or higher, more preferably 11 or higher, and much more preferably 15 or higher. The average value of b is not usually higher than 50. Preferably, the surface active block polymer is poloxamer and / or poloxamine, more preferably, the surface active block polymer is poloxamer. Preferably, the surface active block polymer is blended with dimethicone. The weight ratio of dimethicone to surface active block polymer in the blend is preferably in the range of 2:1 to 200:1, more preferably 5:1 to 50:1, even more preferably 10:1 to 40:1, and most preferably 15:1 to 30:1. The water-insoluble conditioning agent is generally present in the hair care composition of this invention in an amount of 0.05 to 15%, preferably 0.1 to 10%, more preferably 0.5 to 8%, more preferably 1 to 5%, based on the total weight of the hair care composition and includes all intervals therein. Preferably, the composition of the invention further comprises a suspending agent. Suitable suspending agents are selected from polyacrylic acids, crosslinked polymers of acrylic acid, copolymers of acrylic acid with a hydrophobic monomer, copolymers of monomers containing carboxylic acid and acrylic esters, crosslinked copolymers of acrylic acid and acrylate esters, heteropolysaccharide gums, and crystalline long-chain acyl derivatives. The long-chain acyl derivative is desirably selected from ethylene glycol stearate, alkanolamides of fatty acids having 16 to 22 carbon atoms, and mixtures thereof. Ethylene glycol distearate and polyethylene glycol distearate 3 are preferred as long-chain acyl derivatives, as they impart pearlescence to the composition. Polyacrylic acid is commercially available as Carbopol 420, Carbopol 488 or Carbopol 493.Acrylic acid polymers crosslinked with a polyfunctional agent can also be used; these are commercially available as Carbopol 910, Carbopol 934, Carbopol 941, and Carbopol 980. An example of a suitable copolymer of a monomer containing carboxylic acid and acrylic acid esters is Carbopol 1342. All Carbopol (registered trademark) materials are available from Goodrich. Suitable crosslinked polymers of acrylic acid and acrylate esters are Pemulen TR1 or Pemulen TR2. A suitable heteropolysaccharide gum is xanthan gum, for example, that available as Kelzan mu. Mixtures of any of the above suspending agents may be used. A mixture of crosslinked acrylic acid polymer and long-chain crystalline acyl derivative is preferred. The suspending agent is generally present in the hair care composition of this invention in an amount of 0.1 to 10%, more preferably 0.5 to 6%, and much more preferably 0.5 to 4%, based on the total weight of the hair care composition and includes all intervals therein. Preservatives may also be incorporated into the hair care composition of this invention to protect against the growth of potentially harmful microorganisms. Suitable traditional preservatives include alkyl esters of parahydroxybenzoic acid, hydantoin derivatives, propionate salts, and a variety of quaternary ammonium compounds. Illustrative, but not restrictive, examples of the types of preservatives that may be used in this invention include, for example, phenoxyethanol, sodium salicylate, methylparaben, butylparaben, propylparaben, diazolidinyl urea, sodium dehydroacetate, benzyl alcohol, sodium benzoate, iodopropynyl butylcarbamate, caprylyl glycol, disodium EDTA, or mixtures thereof. In a particularly preferred embodiment, the preservative is phenoxyethanol, sodium salicylate, or a mixture thereof.Preservatives are preferably used in quantities ranging from 0.01 to 2% by weight of the hair care composition. The hair care composition of the present invention may contain other ingredients that are common in the art to improve physical properties and performance. Suitable ingredients include, but are not limited to, fragrances, dyes and pigments, pH adjusting agents, pearlizers or opacifiers, viscosity modifiers, thickeners, and natural hair nutrients such as botanicals, fruit extracts, sugar derivatives, and amino acids. The compositions of the invention are primarily intended for topical application to the scalp and / or at least a portion of an individual's hair, either in compositions that are left on or rinsed off, preferably in compositions that are rinsed off like shampoos. The following examples are provided to facilitate understanding of the present invention. The examples are not provided to limit the scope of the claims. Examples Example 1 This example demonstrated the effect of anionic surfactants on the deposition of anti-dandruff agents on the scalp. The compositions were prepared according to the formulations detailed in Table 1. All ingredients are expressed as a percentage by weight of the total formulation and as the level of active ingredient. TABLE 1 Ingredient Samples 1 2 3 4 Water Equilibrium Equilibrium Equilibrium Sodium salicylate 0.30 0.30 0.30 0.30 Disodium EDTA 0.05 0.05 0.05 0.05 Guar Hydroxypropyltrimonium Chloride 0.20 0.20 0.20 0.20 Phenoxyethanol 0.50 0.50 0.50 0.50 Piroctone Olamine (Octopirox) 0.50 0.50 0.50 0.50 Sodium Lauryl Sulfate (2EO) 10.00 — — — Sodium Cocoyl Glutamate - 10.00 — — Sodium Lauroyl Glutamate — — 10.00 - Sodium Cocoyl Glycinate — — — 10.00 Perfume 0.75 0.75 0.75 0.75 Sodium Chloride 1.00 1.00 1.00 1.00 a. Cationic guar has a weight-average molecular weight of 1.0 to 1.5 million g / mol and a degree of substitution of 0.16 to 0.20 from Lamberti Methods Approximately 0.2 grams of the test sample were taken from artificial skin (VITRO-SKIN from the IMS test group). It was diluted with 1.8 ml of water and rubbed onto the skin with a plastic swab 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. Octopirox (OCT) deposition on the skin (10.75 cm² per plate) was measured using HPLC. Results The average deposition (from five experiments) is summarized in Table 2 (error represents the standard deviation for duplicate measurements). TABLE 2 Samples 1 2 3 4 OCT deposition (μg / plate) 10.13±1.80 22.06±4.74 26.03±5.12 13.37±1.16 The results reported in Table 2 showed that samples 2 and 3 (consistent with the invention) provided significantly better octopirox deposition (p <0.05) compared to samples 1 and 4. Example 2 This example demonstrated that the weight ratio of acyl glutamate salts to anti-dandruff agents can affect the deposition of anti-dandruff agents on the scalp. The compositions were prepared according to the formulations detailed in Tables 3 and 4. All ingredients are expressed as a percentage by weight of the total formulation and as the level of active ingredient. TABLE 3 Ingredient Samples 5 6 7 8 9 Water Equilibrium Equilibrium Equilibrium Equilibrium Sodium salicylate 0.30 0.30 0.30 0.30 0.30 Disodium EDTA 0.05 0.05 0.05 0.05 0.05 Guar Hydroxypropyltrimonium Chloride 0.20 0.20 0.20 0.20 0.20 Phenoxyethanol 0.50 0.50 0.50 0.50 0.50 Piroctone Olamine (Octopirox) 0.50 0.50 0.50 0.50 0.50 Sodium Lauryl Sulfate (2EO) 10.00 — 9.25 — 9.25 Sodium Cocoyl Glutamate — 10.00 0.75 — — Sodium Lauroyl Glutamate — — — 10.00 0.75 Perfume 0.75 0.75 0.75 0.75 0.75 Sodium Chloride 1.00 1.00 1.00 1.00 1.00 TABLE 4 Ingredient Samples 10 11 Water Equilibrium Equilibrium Sodium salicylate 0.30 0.30 Disodium EDTA 0.05 0.05 Guar hydroxypropyltrimonium chloride 0.20 0.20 Phenoxyethanol 0.50 0.50 Piroctone olamine (Octopirox) 0.50 0.50 Sodium lauryl sulfate (2EO) — 0.715 Sodium cocoyl glutamate 2.50 1.785 Perfume 0.75 0.75 Sodium chloride 1.00 1.00 Methods The same protocol was used to evaluate the deposition of anti-dandruff agents on the scalp as described in Example 1. Results The average deposition (from five experiments) is summarized in Tables 5 and 6 (error represents the standard deviation for duplicate measurements). TABLE 5 Samples 5 6 7 8 9 OCT Deposition (μg / plate) 16.68±2.6 31.21±2.3 12.09±1.2 37.54±4.9 16.85±2.4 5 4 1 1 1 TABLE 6 Samples 10 11 OCT deposition (μg / plate) 36.52 ± 4.46 28.20 ± 1.15 Samples 6 and 8 provided significantly better octopirox deposition (p < 0.01) compared to the other samples. The results showed that the weight ratio of acyl glutamate salts to octopirox was important for octopirox deposition. For example, sample 6, which had a higher weight ratio of acyl glutamate salts to octopirox, provided significantly better octopirox deposition (p < 0.01) than sample 7. The same result was also observed for samples 8 and 9. Sample 10 comprising acyl glutamate salts and octopirox at a weight ratio of 5:1 showed significantly better octopirox deposition (p <0.05) than sample 11. Example 3 This example demonstrated that the presence of additional anionic surfactants can affect the deposition of anti-dandruff agents on the scalp. The compositions were prepared according to the formulations detailed in Table 7. All ingredients are expressed as a percentage by weight of the total formulation and as the level of active ingredient. TABLE 7 Ingredient Samples 12 13 14 15 Water Equilibrium Equilibrium Equilibrium Sodium salicylate 0.30 0.30 0.30 0.30 Disodium EDTA 0.05 0.05 0.05 0.05 Guar hydroxypropyltrimonium chloride 0.20 0.20 0.20 0.20 Phenoxyethanol 0.50 0.50 0.50 0.50 Piroctone Olamine (Octopirox) 0.50 0.50 0.50 0.50 Sodium cocoyl glutamate 10.00 6.25 — — Sodium lauroyl glutamate — — 10.00 6.25 Lauryl sulfate monoethanolamine salt — 3.75 — 3.75 Perfume 0.75 0.75 0.75 0.75 Sodium chloride 1.00 1.00 1.00 1.00 Methods The same protocol was used to evaluate the deposition of anti-dandruff agents on the scalp as described in Example 1. Results The average deposition (from five experiments) is summarized in Table 8 (error represents the standard deviation for duplicate measurements). TABLE 8 Samples 12 13 14 15 OCT Deposition (μg / plate) 17.63±1.28 6.97±0.70 19.58±2.15 10.99±1.75 From the results, it can be seen that sample 13, which comprises other anionic surfactants in addition to the acyl glutamate salt, provided a lower octopirox deposition than sample 12. The same result was also observed for samples 14 and 15.

Claims

1. A hair care composition, excluding its therapeutic uses, characterized in that it comprises: (a) 0.5 to 45% by weight of an anionic surfactant, wherein the anionic surfactant is an acyl glutamate salt selected from sodium cocoyl glutamate, sodium lauroyl glutamate, and mixtures thereof; (b) 0.05 to 1.5% by weight of piroctone olamine; and (c) 0.03 to 0.3% by weight of a cationic polymer, wherein the cationic polymer is guar hydroxypropyltrimonium chloride, wherein the acyl glutamate salt and the piroctone olamine are present in a weight ratio of 5:1 to 50:1; and wherein the composition does not comprise any other anionic surfactants besides the acyl glutamate salt. Ten claims follow.