COMPOSITION FOR HAIR CARE, EXCLUDING ITS THERAPEUTIC USES, AND METHOD FOR DEPOSITING ANTI-DANDRUFF AGENTS ON THE SCALP, EXCLUDING ITS THERAPEUTIC USES
Patent Information
- Application Number
- ARP20200103122
- Authority / Receiving Office
- AR · AR
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-11-19
- Filing Date
- 2020-11-10
- Publication Date
- 2026-08-28
- Estimated Expiration
- 2040-11-10
AI Technical Summary
Existing hair care compositions fail to provide sufficient deposition of anti-dandruff agents on the scalp, leading to inadequate anti-dandruff benefits due to agents rinsing off during the washing process.
A hair care composition comprising a polyhydroxy fatty acid amide surfactant and an ethoxylated alkyl sulfate anionic surfactant, along with anti-dandruff agents like piroctone olamine or azole-based antifungal agents, is formulated to enhance deposition by stabilizing these agents in micelles, reducing solubility and improving retention on the scalp.
The composition achieves improved deposition and retention of anti-dandruff agents, providing enhanced anti-dandruff performance by stabilizing and retaining them on the scalp during rinsing.
Abstract
Description
DESCRIPTIVE MEMORANDUM Technical field of the invention This invention relates to hair care compositions comprising a specific mild surfactant 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 generally provide cleansing or conditioning benefits, or a combination of both. These products typically include one or more cleansing surfactants that help cleanse the hair and scalp, removing dirt, particles, and unwanted oils. However, the best hair care products offer more benefits than simple cleansing and conditioning. For example, it is desirable to incorporate mild surfactants into hair care products so that they are non-irritating and gentle on the scalp. It is also desirable to incorporate several beneficial agents into the hair care formula to provide benefits beyond cleansing and conditioning. For example, anti-dandruff benefits have been provided through hair care formulations. Dandruff is a problem that affects many people worldwide. The condition manifests itself through 1176145 of 27 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 anti-dandruff agents with antifungal activity, for example, piroctone olamine (Octopirox®), azole-based antifungal agents (e.g., climbazole, ketoconazole), selenium sulfide, or combinations thereof. However, many anti-dandruff hair care formulations 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 or no anti-dandruff benefit. Therefore, it is always desirable to efficiently deposit the anti-dandruff agents onto the hair and / or scalp to provide good anti-dandruff performance. WO 2015 / 078587 A1 discloses compositions containing at least one N-alkyl-N-acylglucamine as component A, dimethiconol as component B, at least one anionic surfactant as component C, optionally at least one betaine surfactant as component D, optionally at least one additional surfactant as component E, water as component F, and optionally at least one additional additive as component G, the compositions of which can be used as hair washing agents. Document WO 2013 / 178697 A2 discloses N-methyl-N-acylglucamines suitable as thickening agents in aqueous surfactant solutions containing 1176145 of 27 one or more surfactants from the group including alkyl ether sulfates and alkyl sulfates, N-methyl-N-acylglucamines containing at least 60% by weight of N-methyl-N-acylglucamines having a C12, C14 or C18 unsaturated acyl group and at the same time less than 5% by weight of N-methyl-N-acylglucamines containing an acyl group <Ci2. Document WO 9205764 A1 discloses the composition of an anti-dandruff conditioner / shampoo containing 3.6% by weight of coconut N-methyl glucosamide, 1.5% by weight of dimethicone and 1.5% of selenium sulfide. Document US 2019365619 A1 discloses a salicylic acid anti-dandruff cleaning composition and surfactant system. US patent 5234618 A discloses a detergent composition comprising (a) 0.1 to 95% by weight of a nonionic surfactant and (b) 0.01 to 5% by weight of an antibacterial agent. There is a continuing need to achieve a hair care composition that provides desirable softness and improved deposition of anti-dandruff agents. Summary of the invention In one aspect, the present invention relates to a hair care composition comprising: 1176145 of 27 (a) a polyhydroxy fatty acid amide surfactant of general formula (I): 2OR1OH R2-CN-CH2—CH CH2 oh - J 4 (I) wherein R1 is a C1-C4 alkyl group or a C1-C4 alkyl group substituted by hydroxy; R2CO is a linear or branched C3-C10 acyl group, saturated or unsaturated, preferably a C6-C10 acyl group; (b) an ethoxylated alkyl sulfate anionic surfactant having the formula R3O(CH2CH2O)nSO3M, wherein R3 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) 0.01 to 10% by weight of an anti-dandruff agent selected from piroctone olamine, azole-based antifungal agents, and mixtures thereof. in which the weight ratio of ethoxylated anionic alkyl sulfate surfactant to polyhydroxy fatty acid amide surfactant ranges from 1:10 to 10:1. 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 onto the scalp comprising the step of applying the hair care composition in any embodiment of the 1176145 of 27 first aspect of this invention on the scalp surfaces of an individual followed by rinsing the surfaces with water. All other aspects of the present invention will become more evident upon consideration of the detailed description and examples that follow. Detailed description 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. 1176145 of 27 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. 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. The polyhydroxy fatty acid amide surfactant suitable for use in the compositions of the present invention is a non-ionic surfactant represented by the general formula (I): 1176145 of 27 O r1OH R2C N CH2 CH CH2OH - -14 (I) wherein R1 is a C1-C4 alkyl group or a C1-C4 alkyl group substituted by hydroxy; R2CO is a linear or branched C3-C10 acyl group, saturated or unsaturated, preferably a C6-C10 acyl group. More preferably, R1 is a methyl group, the acyl group R2CO being derived from caproic acid, caprylic acid or capric acid. Suitable examples of polyhydroxy fatty acid amides that may be used in this invention include capryloyl methylglucamide, caproyl methylglucamide, or mixtures thereof. In a preferred embodiment, the polyhydroxy fatty acid amide comprises at least 60% by weight of capryloyl methylglucamide and caproyl methylglucamide based on the total weight of the polyhydroxy fatty acid amide, preferably 65% to 100% by weight of a mixture of capryloyl methylglucamide and caproyl methylglucamide, and more preferably 70% to 100% based on the total weight of the polyhydroxy fatty acid amide. In another embodiment, the polyhydroxy fatty acid amide is a mixture of capryloyl methylglucamide and caproyl methylglucamide. The polyhydroxy fatty acid amide preferably comprises capryloyl methyl glucamide and caproyl methyl glucamide in a weight ratio ranging from 1:5 to 5:1, more preferably from 1:2 to 3:1. The composition of the present invention may also have amide fractions 1176145 of 27 polyhydroxy fatty acid derived from long-chain fatty acids, in particular those comprising C12-, C14-, C16-, C18 acyl groups. An example of a polyhydroxy fatty acid amide is available on the market from Clariant International Ltd under the trademark GLUCOTAIN® CLEAR. Typically, the hair care composition comprises polyhydroxy fatty acid amide in an amount of 0.1 to 45%, more 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 also comprises an ethoxylated anionic surfactant having the formula R3O(CH2CH2O)nSO3M, wherein R3 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; n is the degree of ethoxylation from 0.5 to 3; preferably from 1 to 3. An example is sodium lauryl ether sulfate (SLES). Degree of ethoxylation, as used in this document, refers to the average number of moles of ethylene oxide unit 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 from the 1176145 of 27 as follows: the sample is dispersed in D2O in a centrifuge tube and sonicated, then the solution is filtered and transferred to an NMR tube. The peaks corresponding to the sample protons appear at approximately 3.98 ppm, approximately 4.15 ppm, and between approximately 3.58 and approximately 3.84 ppm. The peaks corresponding to the protons for CH2-, 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) having a degree of ethoxylation of 0.5 to 3, preferably 1 to 3. The ethoxylated alkyl sulfate anionic surfactant is normally present in an amount of 0.1 to 45%, more preferably 1 to 30%, and much more preferably 5 to 20%, based on the total weight of the hair care composition and includes all intervals therein. The hair care composition comprises the anionic surfactant ethyl sulfate ethoxylated surfactant and the polyhydroxy fatty acid amide surfactant in a 1176145 of 27 weight ratio of 1:10 to 10:1, preferably 1:6 to 6:1 and more preferably 1:4 to 4:1. The hair care composition comprises anti-dandruff agents, which are compounds active against dandruff and are generally antimicrobial and preferably antifungal agents. Suitable anti-dandruff agents that may be used in the present invention are selected from piroctone olamine (Octopirox®), azole-based antifungal agents, and mixtures thereof. Without intending to be bound by theory, the present inventors consider that the surfactant system of this invention works for antifungal agents based on piroctone olamine or azole (especially climbazole) because both of them can be stabilized and resolved into micelles, and deposition can be improved by reducing the solubility of the agent 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 from 0.01 to 5%, more preferably even from 0.05 to 2%, and much 1176145 of 27, preferably from 0.05 to 1.5%, based on the total weight of the hair care composition and includes all intervals included therein. The pH of the hair care composition is preferably equal to or greater than 4.0, more preferably in the range of 4.0 to 7.0. In addition, polyhydroxy fatty acid amide and ethoxylated alkyl sulfate anionic surfactant are 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, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids and their salts, especially 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. 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 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, and sodium N-lauryl sarcosinate. Mixtures of any of these surfactants are also included. 1176145 of 27 previous 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 other nonionic surfactants in addition to the polyhydroxy fatty acid amide, 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 primary or secondary linear-chain or branched aliphatic (C8-C18) alcohols 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 R4-(OCH2CH2)mOH, where R4 is an alkyl chain having 12 to 15 carbon atoms and m is 5 to 9. Other suitable nonionic surfactants include mono- or dialkyl alkanolamides. Examples include coc- or coc-diethanolamide and coc-monoisopropanolamide. 1176145 of 27 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: R5O-(G)k wherein R5 is a straight-chain or branched alkyl group, which may be saturated or unsaturated, and G is a saccharide group. R5 may represent an average alkyl chain length of C5 to C20. Preferably, R5 represents an average alkyl chain length of C8 to C12. Much more preferably, the value of R5 is between 9.5 and 10.5. G may be selected from C5 or C6 monosaccharide residues and is preferably a glucoside. G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose, and derivatives thereof. Preferably, G is glucose. The degree of polymerization, k, may have a value of 1 to 10 or more; preferably, the value of k is between 1.1 and 2; much more preferably, the value of k is between 1.3 and 1.5.The alkylpolyglycosides 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 that may be included in a quantity of 1176145 of 27 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 intervals therein. 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 lauryl amine 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 additional amphoteric or zwitterionic surfactants as described above. An additional preferred 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 1176145 of 27 quaternary ammonium or protonated amino groups, or a mixture thereof. The group containing cationic nitrogen 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 that has a cationic charge density in 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, 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. 1176145 of 27 Cationic polysaccharide polymers suitable for use in the compositions of this invention include those represented by the general formula: AO-[R6-N+(R7XR8)(R9)X-] where: A is an anhydroglucose residue group, such as a starch or cellulose anhydroglucose residue. R6 is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or a combination thereof. R7, R8, and R9 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 R7, R8, and R9) 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. 1176145 of 27 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, N-Hance™ 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. Guar hydroxypropyltrimonium chloride is particularly 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. 1176145 of 27 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 and atmospheric pressure. 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. 1176145 of 27 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 with 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. Emulsified silicones suitable for use in the hair care compositions of this invention are available as preformed silicone emulsions from silicone suppliers such as Dow Silicones Corporation and GE Silicones. The use of such a preformed silicone emulsion is preferred for ease of processing and control of the silicone particle size. Such preformed 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 type of silicone that can be used are functionalized silicones such as silicones with amino function, that is, a silicone that contains at least one 1176145 of 27 primary, secondary, or tertiary amine group, or a quaternary ammonium group. Examples of suitable amino-functional silicones include: polysiloxanes that have the CTFA designation 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 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 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.Polymers of acrylic acid 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 carboxylic acid. 1176145 of 27 containing acrylic acid monomer and esters is Carbopol 1342. All Carbopol (registered trademark) materials are available from 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 intervals therein. The shampoo compositions of the invention are generally aqueous, that is, they have water or an aqueous solution or a lyotropic liquid crystalline phase as their main component. The composition will normally comprise 50 to 98% water, more preferably 60 to 90%, based on the total weight of the hair care composition. Preservatives can also be incorporated into the hair care composition of this invention to protect against the growth of 1176145 of 27 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. The preservatives are preferably employed 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 application 1176145 of 27 topical application to the scalp and / or at least to a portion of an individual's hair, either in compositions that are left on or rinsed off, preferably in compositions that are rinsed off such as 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 demonstrates the enhanced deposition of anti-dandruff agents using a combination of polyhydroxy acid amide surfactant 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 Sodium lauryl ether sulfate (1EO) 13.00 — Piroctone olamine 0.50 0.50 Disodium EDTA 0.05 0.05 Sodium benzoate 0.50 0.50 1176145 of 27 Carbopol 980 0.35 0.35 Guar Hydroxypropyltrimonium Chloride 0.20 0.20 Dimethiconol 0.78 0.78 Dimethiconac 0.52 0.52 Capryloyl / Caproyl Methylglucan -- 13.00 Perfume 0.80 0.80 Sodium Chloride 1.00 1.00 Water 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. d. Capryloyl / caproyl methyl glucoamide available on the market under the brand name Glucotain® Clear by Clariant. TABLE 2 Ingredient Samples 3 4 5 6 7 8 Sodium lauryl ether sulfate (1EO) 13.00 11.00 9.00 5.00 4.00 2.00 1176145 of 27 Piroctone olamine 0.50 0.50 0.50 0.50 0.50 0.50 Disodium EDTA 0.05 0.05 0.05 0.05 0.05 0.05 Sodium benzoate 0.50 0.50 0.50 0.50 0.50 0.50 Carbopol 980 0.35 0.35 0.35 0.35 0.35 0.35 Guar hydroxypropyltrimonium chloride 0.20 0.20 0.20 0.20 0.20 0.20 Dimethiconolb 0.78 0.78 0.78 0.78 0.78 0.78 Dimethiconac 0.52 0.52 0.52 0.52 0.52 0.52 Capryloyl / caproyl methylglucan -- 2.00 4.00 8.00 9.00 11.00 Perfume 0.80 0.80 0.80 0.80 0.80 0.80 Sodium chloride 1.00 1.00 1.00 1.00 1.00 1.00 Water A 100 A 100 A 100 A 100 A 100 A 100 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 (VITROSKIN 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. 1176145 of 27 Results The average deposition (from five experiments) is reported in Table 3 and in the Table 4 (error represents the standard deviation for duplicate measurements). Table 3 Samples 1 2 Piroctone olamine deposition (μg / plate) 8.94±1.85 9.74±1.22 Table 4 Samples 3 4 5 6 7 8 Piroctone deposition 8.03 9.92 13.00 14.35 18.60 16.10 olamine (μg / plate) ±1.04 ±0.93 ±1.91 ±1.03 ±0.76 ±1.02 The data in Table 3 indicate that sample 1 comprising sodium lauryl ether sulfate provided comparable piroctone olamine deposition to sample 2 comprising polyhydroxy fatty acid amide. Table 4 further indicates that samples 4 to 8 comprising a combination of sodium lauryl ether sulfate and polyhydroxy fatty acid amide provided significantly better (p<0.05) piroctone olamine deposition than sample 3 comprising only sodium lauryl ether sulfate (used as a control). 1176145 of 27 MOELLER & CO. SA - 30529767664 Digitally signed by PORTALTRAM ITES - INPI Date: 2020.11.10 13:17:11 -03:00 Reason: Digitally Signed by the INPI Location: Buenos Aires, Argentina 1176145
Claims
1. A hair care composition, excluding its therapeutic uses, characterized in that it comprises: 5% to 11% by weight of a polyhydroxylated fatty acid amide surfactant selected from capryloyl methyl glucamide, caproyl methyl glucamide, or any mixture thereof; 2% to 9% by weight of an ethoxylated anionic alkyl sulfate surfactant, wherein the ethoxylated anionic alkyl sulfate surfactant is sodium lauryl ether sulfate; and 0.05% to 0.5% by weight of piroctone olamine, wherein the weight ratio of the ethoxylated anionic alkyl sulfate surfactant to the polyhydroxylated fatty acid amide surfactant ranges from 1:6 to 6:
1. 14 Claims follow