COSMETIC COMPOSITION FOR HAIR CARE, EXCLUDING ITS THERAPEUTIC USES, METHOD FOR DEPOSITING ANTI-DANDRUFF AGENTS ON THE SCALP, EXCLUDING ITS THERAPEUTIC USES

AR120480B1Active Publication Date: 2026-08-28UNILEVER GLOBAL IP LTD
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Patent Information

Application Number
ARP20200103177
Authority / Receiving Office
AR · AR
Patent Type
Patents
Current Assignee / Owner
Priority Date
2019-11-19
Filing Date
2020-11-18
Publication Date
2026-08-28
Estimated Expiration
2040-11-18

AI Technical Summary

Technical Problem

Existing hair care compositions fail to effectively deposit anti-dandruff agents on the scalp due to the harshness of sulfated surfactants, leading to insufficient anti-dandruff benefits.

Method used

A hair care composition comprising a specific combination of acyl glycinate salt and ethoxylated alkyl sulfate anionic surfactant, along with anti-dandruff agents like piroctone olamine or azole-based antifungal agents, in a weight ratio of 1:10 to 1:1, which stabilizes and enhances the deposition of these agents.

Benefits of technology

The composition achieves improved deposition of anti-dandruff agents on the scalp, maintaining softness and providing effective anti-dandruff performance.

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Abstract

A hair care composition is described comprising an acyl glycinate salt, an ethoxylated alkyl sulfate anionic surfactant having formula R 2 O(CH2CH2O) n SO3M, in which R 2 is an alkyl or al-kenyl group having 8 to 18 carbon atoms; M is a solubilizing cation comprising sodium, potassium, ammonium, substituted ammonium or mixtures thereof; n is the degree of ethoxylation from 0.5 to 3; and an anti-dandruff agent selected from piroctone olamine, azole-based antifungal agents and mixtures thereof; wherein the composition comprises the acyl glycinate salt and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:1.
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Description

DESCRIPTIVE MEMORANDUM Technical field of the invention The present invention relates to a hair care composition, especially a hair care composition comprising an amino acid surfactant, a specific anionic surfactant, and anti-dandruff agents that provide improved deposition of anti-dandruff agents on the hair and / or scalp of an individual. Background of the invention Hair care products are formulated for specific purposes, such as cleansing, conditioning, or a combination of both. The ideal hair care product will provide more benefits than just cleansing and conditioning. For example, there is a growing demand for hair care products that are gentle and also offer anti-dandruff benefits. 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. However, many hair care formulations 1184838 of 29 anti-dandruff products do not provide sufficient deposition of the anti-dandruff agent during the excessive rinsing process. The anti-dandruff agents are simply rinsed away and therefore provide little to 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. Anionic surfactants, such as sulfated surfactants, are typically incorporated into hair care formulations for their superior cleansing and foaming properties. However, sulfated surfactants like sodium lauryl sulfate or sodium lauryl ether sulfate (SLES) tend to be harsh on the skin and can adversely affect the deposition of anti-dandruff agents. One approach to providing gentleness is to use mild anionic surfactants. Among such mild anionic surfactants that can be used are N-acylamino acids and their salts. These acyl amino acids are considered as co-surfactants to alleviate the harshness of primary anionic surfactants, as seen in US patent 6,703,427. It has been unexpectedly discovered that compositions comprising a specific combination of acyl glycinate salt and ethoxylated alkyl sulfate anionic surfactant can provide enhanced deposition of anti-dandruff agents while maintaining desirable softness. Summary of the invention In one aspect, the present invention relates to a hair care composition comprising: 1184838 of 29 (a) an acyl glycinate salt; (b) an ethoxylated alkyl sulfate anionic surfactant having the formula R2O(CH2CH2O)nSO3M, wherein R2 is an alkyl or alkenyl group having 8 to 18 carbon atoms; M is a solubilizing cation comprising sodium, potassium, ammonium, substituted ammonium, or mixtures thereof; n is the degree of ethoxylation from 0.5 to 3; and (c) an anti-dandruff agent selected from piroctone olamine, azole-based antifungal agents, and mixtures thereof; wherein the composition comprises the acyl glycinate salt and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:1. 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 1184838 of 29 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 multiplely dependent on each other, regardless of the fact that claims without multiple dependence or redundancy may be found. 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. 1184838 of 29 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 a leave-in or rinse-out composition and includes any product applied to the human body to further enhance appearance, cleanliness, odor control, or overall 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 hair lotions, creams, rinse-out shampoos, conditioners, shower gels, or bar soap. The composition of the present invention is preferably a rinse-out composition, especially preferably a shampoo or conditioner, and most preferably a shampoo. Acyl glycinate salt is an amino acid surfactant derived from the amino acid glycine. Glycine is the smallest of the naturally occurring amino acids. This small size facilitates the production of smaller surfactant micelles and the generation of a creamy lather during use. The acyl glycinate salt suitable for use in the compositions of the present invention has a general formula (I): R1—C-NH-CH2—COX (I) wherein R1 is an alkyl or alkenyl group having 7 to 23 carbons, 1184838 of 29 preferably from 9 to 17 carbons, and X is a solubilizing cation comprising sodium, potassium, ammonium, substituted ammonium, or mixtures thereof. The cation is preferably sodium or potassium, more preferably sodium. Suitable examples of the acyl glycinate salt that may be used in this invention include, but are not limited to, sodium capryloyl glycinate, sodium cocoyl glycinate, sodium lauroyl glycinate, sodium myristoyl glycinate, sodium palmitoyl glycinate, sodium stearoyl glycinate, sodium oleoyl glycinate, potassium capryloyl glycinate, potassium cocoyl glycinate, potassium lauroyl glycinate, potassium myristoyl glycinate, or mixtures thereof. It is particularly preferred that the acyl glycinate salt be sodium cocoyl glycinate, sodium lauroyl glycinate, or mixtures thereof. The acyl glycinate salt is typically present in an amount of 0.1 to 20% by weight of the composition, more preferably 0.5 to 10% and most preferably 1 to 5%, based on the total weight of the hair care composition and including all ranges included. The hair care composition of the present invention comprises an ethoxylated anionic surfactant having the formula R2O(CH2CH2O)nSO3M, wherein R2 is an alkyl or alkenyl group having 8 to 18 (preferably 12 to 18) carbon atoms; M is a solubilizing cation comprising sodium, potassium, ammonium, substituted ammonium, or mixtures thereof 1184838 of the 29 above; n is the degree of ethoxylation from 0.5 to 3; preferably from 1 to 3. An example is sodium lauryl ether sulfate (SLES). The degree of ethoxylation, as used herein, refers to the average number of moles of ethylene oxide per mole of ethoxylated product. The degree of ethoxylation is measured using 1H NMR in a deuterium oxide (D₂O) solvent. For example, the degree of ethoxylation of sodium lauryl ether sulfate (SLES) is measured using 1H NMR (Bruker-Biospin, 400 MHz), and the spectrum is recorded at 25°C. The sample for NMR measurement is prepared as follows: the sample is dispersed in D₂O in a centrifuge tube and sonicated; the solution is then filtered and transferred to an NMR tube. The peaks corresponding to the protons in the sample appear at approximately 3.98 ppm, approximately 4.15 ppm, and between approximately 3.58 and approximately 3.84 ppm. The -CH2- groups, which appear at approximately 4.15 ppm and approximately 3.98 ppm, are integrated as A1. The peaks corresponding to the four protons for -OCH2CH2-, which appear at 4.15 ppm and between approximately 3.58 and approximately 3.84 ppm, are also integrated as A2. The degree of ethoxylation of SLES can be calculated as follows: The degree of ethoxylation = (A2 / 4) (A1 / 2) The preferred ethoxylated alkyl sulfate anionic surfactant is sodium lauryl ether sulfate (SLES) which has a degree of ethoxylation of 0.5 to 3. 1184838 of 29 preferably from 1 to 3. The anionic surfactant alkyl sulfate ethoxylated is normally present in an amount of 0.1 to 45% by weight of the hair care composition, more preferably from 1 to 30%, and much more preferably from 5 to 20%, based on the total weight of the hair care composition and includes all ranges included. The pH of the hair care composition is preferably equal to or greater than 4.0, more preferably from 4.0 to 7.0, more preferably from 4.0 to 6.0, and most preferably from 4.0 to 5.0. Acyl glycinate salts are difficult to solubilize at lower pH ranges because the molecule tends to precipitate. To formulate a homogeneous composition with good flowability, it is preferable that the amount of acyl glycinate salts in the composition is equal to or less than the amount of ethoxylated alkyl sulfate anionic surfactant. The composition of the present invention comprises the acyl glycinate salt and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:1, preferably 1:8 to 1:1 and more preferably 1:6 to 1:1.5, most preferably 1:5.5 to 1:2.25, including all ratios included. The hair care composition also comprises anti-dandruff agents, which are compounds active against dandruff and are generally antimicrobial and preferably antifungal agents. Suitable anti-dandruff agents that can be used in the present invention are selected from piroctone olamine (Octopirox®), antifungal agents based on 1184838 of 29 azole and mixtures thereof. Without wishing to be limited to any theory, the present inventors believe that the composition of the present invention may work for the deposition of piroctone olamine or azole-based antifungal agents because both can be stabilized and resolved into micelles, and the deposition may be enhanced by reducing the solubility of the active ingredient in the system. The preferred azole-based antifungal agent is ketoconazole, climbazole, or mixtures thereof. Preferably, the antidandruff agent is selected from piroctone olamine, climbazole, or mixtures thereof. In a particularly preferred embodiment, the antidandruff 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 ranges therein. In addition to acyl glycinate salt and ethoxylated alkyl sulfate anionic surfactant, it is preferred if the hair care composition comprises other surfactants. Examples of suitable anionic surfactants include alkyl sulfates, alkaryl sulfonates, alkanoyl isethionates, alkyl succinates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, N-alkyl sarcosinates, 1184838 of 29 alkyl phosphates, alkyl ether phosphates and alkyl ether carboxylic acids and their salts, especially their sodium, magnesium, ammonium salts and mono-, di- and triethanolamine. The alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated. Alkyl ether sulfosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and their salts may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule. Typical examples of anionic surfactants include, but are not limited to, sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium lauryl 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.Mixtures of any of the above anionic surfactants may also be suitable. Generally, the total amount of additional anionic surfactant in the hair care composition of the present invention ranges from 0.5 to 45%, more preferably from 1.5 to 35%, and most preferably from 5 to 20%, based on the total weight of the hair care composition and including all ranges therein. The hair care composition may also comprise nonionic surfactants, which may be included in an amount of 0.1 to 10%, preferably 0.5 to 8%, and more preferably 1 to 5%, based on the total weight of the hair care composition and includes all ranges therein. Examples of nonionic surfactants suitable for use in the compositions of the invention may include condensation products of 1184838 of 29 primary or secondary linear or branched aliphatic alcohols (Ce - Cíe) or phenols with alkylene oxides, usually ethylene oxide, and generally having 6 to 30 ethylene oxide groups. Alkyl ethoxylates are preferred, more preferably alkyl ethoxylates having the formula R3-(OCH2CH2)mOH, where R3 is an alkyl chain having 12 to 15 carbon atoms and m is 5 to 9. Other suitable nonionic surfactants include mono- and dialkyl alkanolamides. Examples include coc-mono- and coc-diethanolamide and coc-monoisopropanolamide. Additional nonionic surfactants that may be included in the compositions of the invention are alkyl polyglycosides (APGs). Typically, an APG comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups. Preferred APGs are defined by the following formula: R4O-(G)k wherein R4 is a straight-chain or branched alkyl group that may be saturated or unsaturated and G is a saccharide group. R4 may represent an average alkyl chain length from C5 to C20. Preferably, R4 represents an average alkyl chain length from C0 to C12. Much more preferably, the value of R4 is between 9.5 and 10.5. G may be selected from C5 or C6 monosaccharide residues and is preferably a glycoside. 1184838 of 29 of the group comprising glucose, xylose, lactose, fructose, mannose, and derivatives thereof. Preferably, G is glucose. The degree of polymerization, k, can have a value from 1 to 10 or more; preferably, the value of k is from 1.1 to 2; much more preferably, the value of m is from 1.3 to 1.5. Alkyl polyglycosides suitable for use in the invention are commercially available and include, for example, those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel. The hair care composition may also comprise amphoteric or zwitterionic surfactants, which may be included in an amount of 0.1 to 10%, preferably 0.5 to 8%, and more preferably 1 to 5%, based on the total weight of the hair care composition and includes all ranges listed. 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 8 to 19 carbon atoms. Preferably, the co-surfactant is a betaine surfactant. Typical amphoteric and zwitterionic surfactants for use in the invention include laurylamine oxide, cocodimethyl sulfopropyl betaine, lauryl betaine, cocamidopropyl betaine, and sodium cocoamphoacetate. Cocamidopropyl betaine (CAPB) is particularly preferred. Mixtures of any of the above amphoteric or zwitterionic surfactants may also be suitable. Preferred mixtures are those of cocamidopropyl betaine with amphoteric or zwitterionic surfactants. 1184838 of 29 additional as described above. A preferred additional amphoteric or zwitterionic surfactant is sodium cocoamphoacetate. 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 functionalities 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, more preferably C1-C3 alkyl groups. Other suitable spacers include vinyl esters, 1184838 of 29 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 the compositions of this invention include those represented by the general formula: AO-[R5-N+(R6)(R7)(R8)X-] where: A is an anhydroglucose residue group, such as a starch or cellulose anhydroglucose residue. R5 is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or a combination thereof. R6, R7, and R8 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 moiety (i.e., the sum of the carbon atoms in R6, R7, and R8) is preferably approximately 20 or less, and X is an anionic counterion. 1184838 of 29 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 U.S. Patent 3,962,418) and copolymers of etherified cellulose and starch (e.g., 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, and N-HanceTMBF17. N-HanceTMBF13 and N-HanceTMCCG45. Mixtures of any of the cationic polymers can be used 1184838 of the 29 preceding items. 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 from 0.01 to 0.5%, and much more preferably from 0.03 to 0.3%, based on the total weight of the hair care composition and includes all ranges therein. 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 the oily material being deposited on the hair, forming a film that makes the hair easier to comb when wet and more manageable 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 discrete dispersed droplets of a water-insoluble conditioning agent, having a mean droplet diameter (Da,2) of less than 1184838 of 29 microns, preferably less than 10 microns, more preferably less than 5 microns, most preferably less than 3 microns. The mean droplet diameter (D3,2) of a water-insoluble conditioning agent can be measured by means of 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 composition) is normally at least 10,000 cSt (centi-Stokes = mm² / S¹) at 25 °C, preferably at least 60,000 cSt, plus 1184838 of 29, preferably at least 500,000 cSt, ideally at least 1,000,000 cSt. Preferably, the viscosity does not exceed 109 cSt to facilitate formulation. Skilled professionals are familiar with suitable methods for measuring the kinematic viscosity of silicone oils, for example, 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 Silicones Corporation 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 preformed silicone emulsions include MEM-7128, MEM-1785, and MEM-1788, all available from Dow Silicones Corporation. These are dimethiconol / dimethicone emulsions. Another class of silicones that can be used are functionalized silicones, such as amino-functional silicones, that is, a silicone containing at least one primary, secondary, or tertiary amine group, or a quaternary ammonium group. Examples of suitable amino-functional silicones include polysiloxanes that 1184838 of 29 have the designation CTFA amodimethicone. 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 ranges included. 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 derivatives of long-chain acyls. 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 long-chain acyl derivatives because they impart pearlescence to the composition. The 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 readily available commercially as Carbopol 910, Carbopol 934, Carbopol 941, and Carbopol 980. An example of a suitable copolymer of a carboxylic acid containing acrylic acid monomer and esters is Carbopol 1342. All Carbopol (registered trademark) materials are available from [source missing]. 1184838 of 29 Goodrich. Suitable crosslinked acrylic acid polymers 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 ranges 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, and sodium benzoate. 1184838 of 29 iodopropynyl butylcarbamate, caprylyl glycol, disodium EDTA or mixtures thereof. In a particularly preferred embodiment, the preservative is phenoxyethanol, sodium salicylate or a mixture thereof. The preservatives are preferably used in amounts 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, pearlescent or opacifying agents, viscosity modifiers, thickeners, and natural hair nutrients such as botanicals, fruit extracts, sugar derivatives, and amino acids. Such ingredients normally and collectively constitute less than 20% by weight of the composition, and preferably from 0.0 to 15% by weight, and much more preferably from 0.01 to 12% by weight of the composition, including all ranges in between. 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. 1184838 of 29 Examples Example 1 This example demonstrates the deposition of anti-dandruff agents using a combination of acyl glycinate salt and ethoxylated alkyl sulfate anionic surfactant. 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 5 Sodium lauryl ether sulfate (1EO) 13.00 11.00 9.00 11.00 9.00 Piroctone olamine 0.50 0.50 0.50 0.50 0.50 Disodium EDTA 0.05 0.05 0.05 0.05 0.05 Sodium benzoate 0.50 0.50 0.50 0.50 0.50 Carbopol 980 0.35 0.35 0.35 0.35 0.35 Guar hydroxypropyltrimonium chloride 0.20 0.20 0.20 0.20 0.20 Dimethiconol 0.78 0.78 0.78 0.78 0.78 Dimethicone 0.52 0.52 0.52 0.52 0.52 Sodium cocoyl glycinate — 2.00 4.00 — — Sodium lauryl glycinate — — — 2.00 4.00 Perfume 0.75 0.75 0.75 0.75 0.75 1184838 of 29 Sodium chloride 0.50 0.50 0.50 0.50 0.50 Water A 100 A 100 A 100 A 100 A 100 a. Commercial guar hydroxypropyltriammonium chloride 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. b. Commercial dimethiconol with a particle size of 0.2 μm from Dow Silicones Corporation. c. Commercial dimethicone with a particle size of 10 μm from Dow Silicones Corporation. Methods Citric acid was added to the samples to adjust the pH to 4.3. 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 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. The deposition of piroctone olamine on the skin (10.75 cm² per plate) was measured using HPLC. Results The average deposition (from five such experiments) is reported in Table 2 (error represents the standard deviation for duplicate measurements). Table 2 1184838 of 29 Samples 1 2 3 4 5 Piroctone olamine deposition (pg / plate) 5.52±0.33 8.14±0.35 9.88±0.55 8.01±0.53 9.85±0.67 The results showed that samples 2 to 5 comprising a combination of acyl glycinate salt and sodium lauryl ether sulfate provided significantly better piroctone olamine deposition (p < 0.01) than sample 1 comprising only sodium lauryl ether sulfate (used as a control). Attempts were made to formulate samples with higher amounts of acyl glycinate salts; however, the samples turned out to be non-homogeneous with solid precipitation and very low fluidity. Example 2 This example demonstrates the effect of different anti-dandruff agents. All ingredients are expressed as a percentage by weight of the total formulation and as the level of active ingredient. Table 3 Ingredient Samples 6 7 8 9 Lauryl ether sulfate 13.00 11.00 13.00 11.00 1184838 of 29 Sodium (1EO) Piroctone olamine 0.50 0.50 — — Zinc pyrithione (ZPTO) — — 0.50 0.50 Disodium EDTA 0.05 0.05 0.05 0.05 Sodium benzoate 0.50 0.50 0.50 0.50 Carbopol 980 0.35 0.35 0.35 0.35 Dimethiconolb 0.78 0.78 0.78 0.78 Dimethiconac 0.52 0.52 0.52 0.52 Sodium cocoyl glycinate — 2.00 — 2.00 Perfume 0.75 0.75 0.75 0.75 Sodium chloride 0.50 0.50 0.50 0.50 Water A 100 A 100 to 100 to 100 Methods The same protocol was used to measure the deposition of piroctone olamine on artificial skin as described in Example 1. Results The average deposition (from five such experiments) is reported in Table 4 (error represents the standard deviation for duplicate measurements). Table 4 1184838 of 29 Samples 6 7 8 9 Piroctone olamine deposition (g / plate) 6.43±0.5 3 8.48±1.0 2 — — ZPTO deposition (pg / plate) — — 2.17±0.20 2.34±0.1 1 The results showed that sample 7 comprising a combination of acyl glycinate salt and sodium lauryl ether sulfate provided significantly better deposition (p < 0.01) of piroctone olamine compared to sample 6 comprising only sodium lauryl ether sulfate, while sample 9 provided comparable deposition of ZPTO to sample 8. Example 3 This example demonstrates the deposition of climbazole (an azole-based antifungal agent) using a combination of acyl glycinate salt and ethoxylated alkyl sulfate anionic surfactant. The compositions were prepared according to the formulations detailed in Table 5. All ingredients are expressed as a percentage by weight of the total formulation and as the level of active ingredient. 1184838 of 29 Table 5 Ingredient Samples 10 11 12 13 Sodium lauryl ether sulfate (1EO) 13.00 11.00 9.00 9.00 Climbazole 0.50 0.50 0.50 0.50 Propylene glycol 1 1 1 1 Disodium EDTA 0.05 0.05 0.05 0.05 Sodium benzoate 0.50 0.50 0.50 0.50 Carbopol 980 0.35 0.35 0.35 0.35 Guar hydroxypropyltrimonium chloride 0.20 0.20 0.20 0.20 Dimethiconol 0.78 0.78 0.78 0.78 Dimethiconac 0.52 0.52 0.52 0.52 Sodium cocoyl glycinate — 2.00 4.00 — Sodium lauryl glycinate — — — 4.00 Perfume 0.75 0.75 0.75 0.75 Sodium chloride 0.50 0.50 0.50 0.50 Water A 100 A 100 A 100 A 100 a. Commercial guar hydroxypropyltriammonium chloride 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. 1184838 of 29 b. Commercial dimethiconol with a particle size of 0.2 μm from Dow Silicones Corporation. c. Commercial dimethicone with a particle size of 10 μm from Dow Silicones Corporation. Methods The same protocol was used to measure the deposition of piroctone olamine on artificial skin as described in Example 1. Results The average deposition (from five such experiments) is reported in Table 6 (error represents the standard deviation for duplicate measurements). Table 6 Samples 10 11 12 13 Climbazole deposition (pg / plate) 5.97±0.79 7.53±0.65 7.68±0.73 8.63±1.38 The results showed that samples 11 to 13 comprising a combination of acyl glycinate salt and sodium lauryl ether sulfate provided significantly better climbazole deposition (p < 0.01) than sample 10 comprising only sodium lauryl ether sulfate (used as a control). 1184838 of 29 MOELLER & CO. SA - 30529767664 Digitally signed by PORTALTRAMITES - INPI Date: 2020.11.18 07:58:26 -03:00 Reason: Digitally Signed by the INPI Location: Buenos Aires, Argentina 1184838

Claims

1. A cosmetic composition for hair care, excluding its therapeutic uses, characterized in that it comprises: (a) an acyl glycinate salt; (b) an ethoxylated alkyl sulfate anionic surfactant having the formula R₂O(CH₂CH₂O)nSO₃M, wherein R₂ is an alkyl or alkenyl group having 8 to 18 carbon atoms; M is a solubilizing cation comprising sodium, potassium, ammonium, substituted ammonium, or mixtures thereof; n is the degree of ethoxylation from 0.5 to 3; and (c) an anti-dandruff agent selected from piroctone olamine, azole-based antifungal agents, and mixtures thereof; wherein the composition comprises the acyl glycinate salt and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:

1. 14 Claims follow