Potentiation of Anti-dandruff agent

Abstract

Hair treatment composition is disclosed containing an anti-dandruff agent and a potentiator for the anti-dandruff agent. The potentiator can dramatically improve the effectiveness of the anti-dandruff agent without having to increase the concentration of the anti-dandruff agent.

Description

POTENTIATION OF ANTI-DANDRUFF AGENTBACKGROUND

[0001] Hair and scalp treatment compositions can include shampoos, conditioners, and other similar compositions that are designed to be applied to the hair or scalp of a user and then rinsed off. These products are often applied when a user is bathing and / or taking a shower. These products can also be applied during hair styling or hair cutting procedures or by healthcare professionals.

[0002] One type of hair treatment composition can contain an anti-dandruff agent. Anti-dandruff shampoos, for instance, are a type of shampoo formulated to help alleviate or treat dandruff, a common scalp condition characterized by the shedding of dead skin flakes from the scalp. Dandruff can be caused by various factors including fungal overgrowth, dry scalp, or an excessive buildup of oil. Antidandruff shampoos typically contain active ingredients that target these underlying causes and provide relief from dandruff.

[0003] Only a very small list of compounds, however, are known to provide antidandruff relief, especially against microorganisms, such as the fungus Malassezia.

[0004] Effective anti-dandruff agents, however, are relatively expensive to produce and thus are present in anti-dandruff shampoos at low concentrations.The cost of increasing anti-dandruff agents in shampoos can be prohibitive and commercially unfeasible for providing improved formulations. Consequently, one reoccurring problem in formulating anti-dandruff hair treatment compositions is to improve the efficacy of the anti-dandruff agents without increasing their concentration.SUMMARY

[0005] The present disclosure is generally directed to an improved anti-dandruff hair treatment composition. More particularly, the present disclosure is directed to a hair treatment composition that includes an anti-dandruff agent in combination with a potentiator that is capable of increasing the efficacy of the anti-dandruff agent without having to increase its concentration.

[0006] In one embodiment, for instance, the present disclosure is directed to a hair treatment composition comprising an anti-dandruff agent combined with a potentiator. The anti-dandruff agent can comprise piroctone olamine, climbazole,or mixtures thereof. In one aspect, the anti-dandruff agent can comprise piroctone olamine. The potentiator comprises at least one polyglyceryl ester. The potentiator, for instance, can increase the effectiveness of the anti-dandruff agent by increasing a deposition of the anti-dandruff agent when tested according to a Deposition Test that mimics the amount of anti-dandruff agent that is applied to the scalp during normal use of treating the hair. For example, the hair treatment composition displays a deposition of the anti-dandruff agent of greater than about 23 ppm, such as greater than about 25 ppm, such as greater than about 27 ppm. The Deposition Test, for instance, is described in the International Journal of Cosmetic Science, 2011 , 33, pp. 276-282.

[0007] In addition, the hair treatment composition displays greater than about a 4.5 log reduction when tested against Malassezia furfur ATCC 14521 when tested according to ASTM Test E2315-16.

[0008] The potentiator or at least one polyglyceryl ester can comprise a reaction product of a polyglycerol component containing from about 2 to about 12 molecules of glycerol based on an average and a fatty acid. The fatty acid can comprise caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, or mixtures thereof.

[0009] In one aspect, the at least one polyglyceryl ester can comprise polyglyceryl laurate, a polyglyceryl caprylate / caprate, or mixtures thereof. Particular polyglyceryl esters that can be used include polyglyceryl-10 laurate, polyglyceryl-10 decaoleate; polyglyceryl-3 monostearate; polyglyceryl-6 distearate, polyglyceryl-10 stearate; polyglyceryl-10 dipalmitate, polyglyceryl-10 caprylate / caprate or mixtures thereof. In one aspect, one or more of the polyglyceryl esters has an HLB of from about 3 to about 18, such as from about 6 to about 18, such as from about 12 to about 18, such as from about 14 to about 17. One or more polyglyceryl esters can be present in the hair treatment composition in an amount from about 0.1 % by weight to about 10% by weight, such as in an amount from about 0.1 % by weight to about 8% by weight, such as in an amount from about 0.3% by weight to about 5% by weight, such as in an amount from about 0.3% by weight to about 2% by weight.

[0010] The anti-dandruff agent, such as the piroctone olamine and / or the climbazole, can be present in the hair treatment composition in an amount less than 2% by weight, such as in an amount from about 0.01 % by weight to about 2% by weight, such as in an amount from about 0.1 % by weight to about 1 % by weight.

[0011] In addition to the anti-dandruff agent and the potentiator, the hair treatment composition can contain various other additives and components. For instance, the hair treatment composition can contain conditioning agents, fragrances, pH adjustment agents, chelating agents, preservatives, antioxidants, moisturizing agents, coloring agents, stabilizers, lathering agents, or mixtures thereof.

[0012] In one aspect, the hair treatment composition contains at least one lathering agent. The lathering agent can comprise sodium laureth sulfate, sodium lauryl sulfate, cocam idopropyl betaine, cocamide monoethanolamine, or mixtures thereof. The lathering agent can also comprise a biosurfactant, such as sophorolipids, rhamnolipids, and the like.

[0013] In one aspect, the hair treatment composition contains at least one moisturizing agent. The moisturizing agent can comprise a silicone, such as dimethiconol, dimethicone, Bis-aminopropyl dimethicone, amodimethicon, or mixtures thereof.

[0014] Preservatives that can be present in the hair treatment composition include gluconolactone, sodium benzoate, benzyl salicylate, sodium salicylate, or mixtures thereof.

[0015] In one embodiment, the hair treatment composition contains a conditioning agent. The conditioning agent can comprise behentrimonium methosulfate, glycerin, guar hydroxypropyltrimonium chloride, or mixtures thereof.

[0016] The present disclosure is also directed to a method for cleansing and / or conditioning hair. The method includes applying an effective amount of the hair treatment composition as described above to a user’s hair, massaging the composition in the hair, and rinsing the hair after a period of time.

[0017] Other features and aspects of the present disclosure are discussed in greater detail below.DETAILED DESCRIPTION

[0018] It is to be understood by one of ordinary skill in the art that the present discussion is a description of exemplary embodiments only and is not intended as limiting the broader aspects of the present disclosure.

[0019] In general, the present disclosure is directed to increasing the efficacy of an anti-dandruff agent without having to increase the concentration of the antidandruff agent in a hair treatment composition, such as a shampoo. More particularly, the present disclosure is directed to combining an anti-dandruff agent with a potentiator for the anti-dandruff agent. In one aspect, the anti-dandruff agent can comprise a substituted pyridine, such as piroctone olamine or an imidazole, such as climbazole. The potentiator, on the other hand, can comprise at least one polyglyceryl ester.

[0020] It was unexpectedly discovered that the combination of at least one polyglyceryl ester and a selected anti-dandruff agent can result in the anti-dandruff agent having an increased deposition effect on a scalp. As used herein, a Deposition Test is used to determine the deposition of an anti-dandruff agent on skin and is conducted in accordance with a test entitled “Determination of Skin Substantivity of Actives Using Pig Skin as a Model Substrate," which was published in an article entitled “Efficacy of a Piroctone Olamine / Climbazol shampoo in Comparison With a Zinc Pyrithione Shampoo in Subjects with Moderate to Severe Dandruff”, International Journal of Cosmetic Science, 2011 , 33, pp. 276-282. In general, the test applies a composition to wet pig skin and washed for one minute. After a one minute incubation, the samples are rinsed for two minutes with warm water and the content of the anti-dandruff agent is determined by extraction with 80% methanol. Extracts were mixed with a titanium chloride solution. Determination of the anti-dandruff agent is performed by reversed phase HPLC-MSD using, for instance, an Agilent 1100 Series system commercially available from Agilent.

[0021] In accordance with the present disclosure, it was discovered that the potentiator of the present disclosure can dramatically and unexpectedly increase the deposition of the anti-dandruff agent when tested according to the test described above. For instance, the hair treatment composition can display a deposition of the anti-dandruff agent of greater than about 23 ppm, such as greaterthan about 25 ppm, such as greater than about 27 ppm when tested according to the Deposition Test. Although unknown, it is believed that the potentiator of the present disclosure somehow influences the state of the anti-dandruff agent molecules causing a greater amount of the molecules to reside on the surface of the skin, even after the hair treatment composition has been rinsed.

[0022] In addition to increasing deposition amounts of the anti-dandruff agent, the potentiator of the present disclosure has also been found to dramatically improve the ability of the anti-dandruff agent to control the growth of microorganisms. For instance, anti-dandruff agents should be very effective against various Malassezia species. For instance, hair treatment compositions made according to the present disclosure can display greater than about a 4 log reduction, such as even greater than about a 4.5 log reduction when tested against Malassezia furfur, ATCC 14521 according to ASTM Test E2315-16.

[0023] As described above, the potentiator used in accordance with the present disclosure can comprise at least one polyglyceryl ester. The potentiator is particularly effective for use in conjunction with imidazole anti-fungal agents, such as climbazole. In another aspect, the anti-dandruff agent comprises a N- hydroxypyridone, such as an ethanolamine salt of an N-hydroxypyridone. One particular example of an anti-dandruff agent that may be incorporated into the hair treatment composition of the present disclosure, for instance, is piroctone olamine.

[0024] The anti-dandruff agent, such as piroctone olamine or climbazole, can be present in the hair treatment composition in an amount of from about 0.01 % by weight to about 2% by weight, such as in an amount from about 0.1 % by weight to about 1 % by weight. In one aspect, the anti-dandruff agent is present in the hair treatment composition in an amount less than about 1 .5% by weight, such as in an amount less than about 1 .3% by weight, such as in an amount less than about 1.1% by weight, such as in an amount less than about 0.8% by weight, while still having increased effectiveness.

[0025] The potentiator for use in conjunction with the anti-dandruff agent comprises a non-ionic surfactant that can be produced by the etherification of glycerol to polyglycerol followed by the esterification of polyglycerol with a fatty acid. The resulting polyglyceryl ester is known to be mild to the skin, can provide active moisturization, while still increasing the effectiveness of the anti-dandruffagent. Of particular advantage, the one or more polyglyceryl esters can also be naturally derived from plant origin, thus making the potentiator sustainable and environmentally friendly.

[0026] Polyglyceryl esters can include a relatively large hydrophilic head group comprising glycerol units in addition to a shorter chain hydrophobic tail formed from the fatty acid.

[0027] Polyglyceryl esters useable in the present invention may be formed from saturated, unsaturated, natural or synthetic fatty acids, and the like. For instance, saturated fatty acids include, but are not limited to, caprylic acid, capric acid, lauric acid, myrystic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, combinations thereof, derivatives thereof, and the like.

[0028] Furthermore, the polyglyceryl esters are derived from (a) a polyglycerol component built up from 2 to 12 molecules of glycerol, based on an average, and (b) a fatty acid selected from the group consisting of caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, mixtures thereof, and the like.

[0029] Examples of polyglyceryl ester, having an HLB value between 1-9 or 10- 18, includes, but are not limited to, polyglyceryl monooleate such as polyglyceryl- 10 decaoleate; polyglyceryl monooleate such as polyglyceryl-2-monooleate, polyglyceryl-3 monooleate, polyglyceryl-4 monooleate, polyglyceryl-6 monooleate, or polyglyceryl-10 monooleate; polyglyceryl dioleate such as polyglyceryl-2 dioleate, polyglyceryl-3 dioleate, polyglyceryl-5 dioleate, polyglyceryl-6 dioleate or polyglyceryl-10 dioleate; polyglyceryl trioleate such as polyglyceryl-5 trioleate or polyglyceryl-10 trioleate; polyglyceryl tetraoleate such as polyglyceryl-2 tetraoleate, polyglyceryl-6 tetraoleate, or polyglyceryl-10 tetraoleate; polyglyceryl pentaoleate such as polyglyceryl-4 pentaoleate, polyglyceryl-6 pentaoleate, or polyglyceryl-10 pentaoleate; polyglyceryl heptaoleate such as polyglyceryl-6 heptaoleate, polyglyceryl-10 heptaoleate; polyglyceryl monostearate such as polyglyceryl-2 monostearate, polyglyceryl-3 monostearate, polyglyceryl-4 monostearate, polyglyceryl-5 monostearate, polyglyceryl-6 monostearate or polyglyceryl-10 monostearate; polyglyceryl distearate such as polyglyceryl-2 distearate, polyglyceryl-3 distearate, polyglyceryl-4 distearate, polyglyceryl-6 distearate, orpolyglyceryl-10 distearate; polyglyceryl tristearate such as polyglyceryl-4 tristearate, polyglyceryl-5 tristearate, polyglyceryl-6 tristearate, or polyglyceryl-10 tristearate; polyglyceryl tetrastea rate such as polyglyceryl-2 tetrastearate; polyglyceryl pentastearate such as polyglyceryl-4 pentastearate, polyglyceryl-6 pentastearate, or polyglyceryl-10 pentastearate; polyglyceryl heptastearate such as polyglyceryl-10 heptastearate; polyglyceryl isostearate such as polyglyceryl-2 isostearate, polyglyceryl-3 isostearate, polyglyceryl-4 isostearate, polyglyceryl-6 isostearate, or polyglyceryl-10 isostearate; polyglyceryl diisostearate such as polyglyceryl-2 di isostearate, polyglyceryl-3 di isostearate, polyglyceryl-4 diisostearate, polyglyceryl-6 di isostearate, polyglyceryl-10 diisostearate, or polyglyceryl-15 diisostearate; polyglyceryl tri isostearate such as polyglyceryl-2 triisostearate, polyglyceryl-3 triisostearate, polyglyceryl-5 triisostearate, polyglyceryl-10 triisostearate; polyglyceryl tetraisostearate such as polyglyceryl-2 tetraisostearate; polyglyceryl caprylate such as polyglyceryl-2 caprylate, polyglyceryl-3 caprylate, polyglyceryl-4 caprylate, polyglyceryl-6 caprylate, or polyglyceryl-10 caprylate; polyglyceryl dicaprylate such as polyglyceryl-5 dicaprylate; polyglyceryl sesquicaprylate such as polyglyceryl-2 sesquicapyrlate; polyglyceryl octacaprylate such as polyglyceryl-6 octacaprylate; polyglyceryl caprate such as polyglyceryl-2 caprate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-5 caprate, polyglyceryl-6 caprate, polyglyceryl-10 caprate: polyglyceryl dicaprate such as polyglyceryl-3 dicaprate or polyglyceryl-6 dicaprate; polyglyceryl caprylate / caprate such as polyglyceryl-4 capyrlateicaprate, polyglyceryl-6 caprylate / caprate, or polyglyceryl-10 caprylate / caprate; polyglyceryl palmitate such as polyglyceryl-2 palmitate, polyglyceryl-3 palmitate, polyglyceryl-6 palmitate or polyglyceryl-10 palmitate; polyglyceryl dipalmitate such as polyglyceryl-6 dipalmitate or polyglyceryl-10 dipalmitate; polyglyceryl tetrabehenate such as polyglyceryl-6 tetrabehenate; polyglyceryl myristate such as polyglyceryl-6 myristate or polyglyceryl-10 myristate; polyglyceryl rincinoleate such polyglyceryl-6 polyricinoleate or polyglyceryl-10 ricinoleate; other derivatives thereof, or mixtures thereof, and the like.

[0030] A variety of polyglyceryl esters in various forms may be used, specifically a polyglyceryl-10 laurate, polyglyceryl-10 decaoleate; polyglyceryl-3 monostearate; polyglyceryl-6 distearate, polyglyceryl-10 stearate; polyglyceryl-10oleate; polyglyceryl-10 dipalmitate, polyglyceryl-10 caprylate / caprate, or mixtures thereof.

[0031] Polyglyceryl esters can be formulated in a wide range of HLB values. For instance, the HLB value of a polyglyceryl ester can be from about 3 to about 18, such as from about 6 to about 18. The hair treatment composition of the present disclosure, for instance, can contain at least one polyglyceryl ester that has an HLB value of from about 10 to about 18, including all increments of 1 therebetween. For instance, at least one polyglyceryl ester present in the hair treatment composition can have an HLB of greater than about 14, such as greater than about 15, and less than about 18, such as less than about 17.

[0032] One or more polyglyceryl esters or potentiators can be present in the hair treatment composition generally in an amount from about 0.1 % by weight to about 10% by weight, including all increments of 0.1 % by weight therebetween. For instance, one or more polyglyceryl esters can be present in the hair treatment composition in an amount greater than about 0.2% by weight, such as in an amount greater than about 0.3% by weight, such as in an amount greater than about 0.4% by weight, such as in an amount greater than about 0.5% by weight, such as in an amount greater than about 0.8% by weight, such as in an amount greater than about 1 % by weight, such as in an amount greater than about 1 .5% by weight, such as in an amount greater than about 2% by weight. One or more polyglyceryl esters can be present in the hair treatment composition generally in an amount less than about 10% by weight, such as in an amount less than about 8% by weight, such as in an amount less than about 6% by weight, such as in an amount less than about 5% by weight, such as in an amount less than about 4% by weight, such as in an amount less than about 3% by weight.

[0033] The weight ratio between the anti-dandruff agent and the potentiator can be from about 5:1 to about 1 :50, such as from about 1.5:1 to about 1 :20, such as from about 1 :1 to about 1 :5.

[0034] The anti-dandruff agent and the potentiator are contained within a hair treatment composition. The hair treatment composition, for instance, can include compositions that are applied to the hair and rinsed off or “leave-on” compositions that are intended to be applied and remain on the scalp of a user. Hair treatmentcompositions, for instance, include shampoos, conditioners, styling products, hair treatment products, hair colorants, and the like.

[0035] Depending upon the end use application, the hair treatment composition of the present disclosure can contain various components and ingredients in addition to the anti-dandruff agent and the potentiator. For instance, the hair treatment composition can contain lathering agents, conditioning agents, fragrances, pH adjustment agents, chelating agents, preservatives, antioxidants, moisturizing agents, coloring agents, stabilizers, or mixtures thereof.

[0036] In one aspect, for instance, the hair treatment composition can contain at least one lathering agent, which can comprise a surfactant. The lathering agent or surfactant can be an anionic surfactant, a non-ionic surfactant, or a cationic surfactant. Suitable lathering agents include alkyl sulfates e.g. sodium lauryl sulfate, ammonium lauryl sulfate; sodium cetearyl sulfate; alkyl sulfoacetates e.g. sodium lauryl sulfoacetate; alkyl ether sulfates e.g. sodium laureth sulfate; sodium trideceth sulfate; sodium oleth sulfate; ammonium laureth sulfate; alkyl ether sulfosuccinates e.g. disodium laureth sulfosuccinate; alkyl glycosides e.g. decyl glucoside; lauryl glucoside; alkyl isethionates amphoterics e.g. cocam idopropyl betaine; sodium cocoamphoacetate; sodium lauroamphoacetate; disodium lauroamphodiacetate; disodium cocoamphodiacetate; sodium lauroamphopripionate; disodium lauroamphodipropionate; potassium or ammonium salts of the aforementioned amphoterics; capryl / capram idopropyl betaine; undecylenamidopropyl betaine; laurom idopropyl betaine; and fatty alcohol polyglycol ethers.

[0037] Examples of non-ionic lathering agents that can be incorporated into the hair treatment composition include, but are not limited to, alkyl(oligo)glycosides, fatty acid alkanolamides, amine oxides, alkyl polyglucosides, sorbitan esters, ethoxylated esters, polyethyelene glycol esters, polyoxyethylene fatty acid amides, ethoxylated derivatives, polyoxyethylene surfactants, polyoxyethylene sorbitan esters, combinations thereof, and the like.

[0038] Examples of alkyl(oligo)glycoside, include but are not limited to, caprylyl / capryl glucoside, decyl glucoside, lauryl glucoside and / or coco glucoside, mixtures thereof, and the like.

[0039] Examples of amine oxides include, but are not limited to, stearamido- propyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyl-diethylamine, palmitamidoethyldiethylamine, palmitamidoethyldimethylamine, behenamidopropyldimethyl-amine, behenamidopropyldiethylmine, behenamidoethyldiethyl-amine, behenamidoethyldimethylamine, arachidamidopropyl-dimethylamine, arachidamidopropyldiethylamine, arachid-amidoethyldiethylamine, arachidamidoethyldimethylamine or combinations thereof, and the like.

[0040] The lathering agent can also comprise a biosurfactant, such as sophorolipids, rhamnolipids, and the like.

[0041] In one aspect, the hair treatment composition can contain one or more emulsifiers. Suitable emulsifiers include anionics as salts of fatty acids e.g. sodium stearate or sodium palmitate, organic soaps e.g. mono-, di- or triethanolaminoeate, sulfated or sulfonated compounds e.g. sodium lauryl sulfate or sodium cetyl sulfonate, saponines, lamepones; cationics as quaternary ammonium salts; non-ionics as fatty alcohols, fatty acid ester with saturated or unsaturated fatty acids, polyoxyethylenesters or polyoxyethylenethers of fatty acids, polymers from ethylene oxide and propylene oxide or propylene glycol, amphotherics as phosphatides, proteins as gelatine, casein alkylamidobetaines, alkyl betaines and amphoglycinates, alkyl phosphates, alkylpolyoxyethylene phosphates or the corresponding acids, silicone derivatives, e.g. alkyl dimethiconecoplyol.

[0042] Suitable fatty alcohols that can be contained in the hair treatment composition include saturated, unsaturated, straight or branched chain fatty alcohols having a carbon chain length from about Cs-Cse carbon atoms. Typically, the fatty alcohol comprises a carbon chain length from about C10-C22 carbon atoms; or desirably a carbon chain length from about C14- C22 carbon atoms.

[0043] Examples of fatty alcohols include, but are not limited to, caprylic alcohol, 2 -ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linoyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucylalcohol and brassidyl alcohol, or mixtures thereof, and the like. The water-soluble alcohols are preferred, such as ethanol, 1 ,2-propylene glycol, glycerol, sorbitol, benzyl alcohol and / or phenoxyethanol or mixtures thereof and the like.

[0044] Suitably, the fatty alcohol is a fatty alcohol selected from arachidyl alcohol, behenyl alcohol, capric alcohol, capryl alcohol, ceryl alcohol, cetyl alcohol, cis4-t-butylcyclohexanol, decyl alcohol, dodecyl alcohol, erucyl alcohol, isostearyl alcohol, isocetyl alcohol, lauryl alcohol, linalool, lignoceryl alcohol, myristyl alcohol, oleyl alcohol, pelargonic alcohol, palmitoleyl alcohol, stearyl alcohol, undecyl alcohol, or combinations thereof.

[0045] The hair treatment composition can also contain a conditioner. Suitable conditioners are e.g. alkylamido ammonium lactate, cetrimonium chloride and distearoylethyl hydroxyethylmonium methosulfate and cetearyl alcohol, cetyl dimethicone, cetyl ricinoleate, dimethicone, laureth-23, laureth-4, polydecene, retinyl palmitate, quaternized protein hydrolysates, quaternized cellulose and starch derivatives, distearyl phthalic acid amide, quaternized copolymers of acrylic or methacrylic acid or salts, quaternized silicone derivatives.

[0046] The hair treatment composition can also contain an emollient. Suitable emollients include cetearyl isononanoate, cetearyl octanoate, decyl oleate, isooctyl stearate, coco caprylate / caprate, ethylhexyl hydroxystearate, ethylhexyl isononanoate, isopropyl isostearate, isopropyl myristate, oleyl oleate, hexyl laurate, paraffinum liquidum, PEG-75 lanolin, PEG-7 glyceryl cocoate, petrolatum, ozokerite cyclomethicone, dimethicone, dimethicone copolyol, dicaprylyl ether, butyrospermum parkii, buxus chinensis, canola, carnauba cera, copernicia cerifera, oenothera biennis, elaeis guineensis, prunus dulcis, squalane, zea mays, glycine soja, helianthus annuus, lanolin, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated polyisobutene, sucrose cocoate, stearoxy dimethicone, lanolin alcohol, isohexadecane.

[0047] Suitable skin care ingredients for the hair treatment composition are e.g. plant extracts, bisabolol, anti-inflammatory agents, urea, allantoin, panthenol and panthenol derivatives, phytantriol, vitamins A, E, C, D, ceram ides of animal or plant origin, lecithins, and the like.

[0048] Suitable moisturizers for the hair treatment composition are e.g. butylenes glycol, cetyl alcohol, dimethicone, dimyristyl tartrate, glucose glycereth-26, glycerin, glyceryl stearate, hydrolyzed milk protein, lactic acid, lactose and other sugars, laureth-8, lecithin, octoxyglycerin, PEG-12, PEG 135, PEG-150, PEG-20, PEG-8, pentylene glycol, hexylene glycol, phytantriol, poly quaternium-39 PPG-20 methyl glucose ether, propylene glycol, sodium hyaluronate, sodium lactate, sodium PCA, sorbitol, succinoglycan, synthetic beeswax, tri-C14-15 alkyl citrate, starch.

[0049] Suitable thickeners for the hair treatment composition are e.g. acrylates / steareth-20 methacrylate copolymer, carbomer, carboxymethyl starch, cera alba, dimethicone / vinyl dimethicone crosspolymer, propylene glycol alginate, hydroxyethylcellulose, hydroxypropyl methylcellulose, silica, silica dimethyl silylate, xanthan gum, hydrogenated butylenes / ethylene / styrene copolymer.

[0050] Suitable humectants for the hair treatment composition are e.g. adipic acid, fumaric acid and its salts, benzoic acid and its salts, glycerine triacetate, sodium or magnesium lauryl sulfate, magnesium stearate, solid polyethylenglycol, polyvinylpyrrolidone, boric acid, mono-laurate or mono-palmitate, myristyl alcohol, cetyl alcohol, cetylstearyl alcohol, talcum, calcium or magnesium salts of higher fatty acids, mono-, di- or triglycerides of higher fatty acids, polytetrafluorethylene.

[0051] Suitable antioxidants for the hair treatment composition are e.g. sulfites, e.g. sodium sulfite, tocopherol or derivates thereof, ascorbic acid or derivates thereof, citric acid, propyl gallate, chitosan glycolate, cysteine, N-acetyl cysteine plus zinc sulfate, thiosulfates, e.g. sodium thiosulfate, polyphenols and the like.

[0052] The hair treatment composition may further contain active ingredients, e.g. antimicrobials, anti-inflammatories, plant extracts, bisabolol, panthenol, tocopherol, and the like. Other suitable actives are e.g. Medicago officinalis, Actinidia chinensis, allantoin, Aloe barbadensis, Anona cherimolia, Anthemis nobilis, Arachis hypogaea, Arnica Montana, Avena sativa, beta-carotene, bisabolol, Borago officinalis, butylenes glycol, Calendula officinalis, Camellia sinensis, camphor, capryloyl glycine, Carica papaya, Centaurea cyanus, cetylpyridinium chloride, Chamomilla recutita, Chenopodium quinoa, Chinchona succirubra, Chondrus crispus, Citrus aurantium dulcis, Citrus grandis, Citrus limonum, Cocos nucifera, Coffea Arabica, Crataegus monogina, Cucumis melo, dichlorophenyl imidazoldioxolan, Enteromorpha compressa, Equisetum arvense, ethoxydiglycol, ethyl panthenol, farnesol, ferulic acid, Fragaria chiloensis, Gentianalutea, Ginkgo biloba, glycerin, glyceryl laurate, Glycyrrhiza glabra, Hamamelis virginiana, heliotropine, hydrogenated palm glycerides, citrates, hydrolyzed castor oil, hydrolyzed wheat protein, Hypericum perforatum, Iris florentina, Juniperus communis, Lactis proteinum, lactose, Lawsonia inermis, linalool, Linum usitatissimum, lysine, magnesium aspartate, Magnifera indica, Malva sylvestris, mannitol, Melaleuca alternifolia, Mentha piperita, menthol, menthyl lactate, Mimosa tenuiflora, Nymphaea alba, olaflur, Oryza sativa, panthenol, paraffinum liquidum, PEG-20M, PEG-26 jojoba acid, PEG-26 jojoba alcohol, PEG-35 castor oil, PEG-40 hydrogenated castor oil, PEG-60 hydrogenated castor oil, PEG-8 caprylic / capric acid, Persea gratissima, petrolatum, potassium aspartate, potassium sorbate, propylene glycol, Prunus amygdalus dulcis, Prunus armeniaca, Prunus persica, retinyl palmitate, Ricinus communis, Rosa canina, Rosmarinus officinalis, Rubus idaeus, salicylic acid, Sambucus nigra, sarcosine, Serenoa serrulata, Simmondsia chinensis, sodium carboxymethyl betaglucan, sodium cocoyl amino acids, sodium hyaluronate, sodium palmitoyl praline, stearoxytrimethylsilane, stearyl alcohol, sulfurized TEA-ricinoleate, talc, Thymus vulgaris, Tilia cordata, tocopherol, tocopheryl acetate, trideceth-9, triticum vulgare, tyrosine, undecylenoyl glycine, urea, Vaccinium myrtillus, valine, zinc oxide, zinc sulfate, and mixtures thereof.

[0053] The hair treatment composition may also contain a solvent. The solvent, for instance, can be an aqueous solvent or a non-aqueous solvent. Examples of solvents include, but are not limited to, water, aqueous alcohols, ammonia water, acid solutions, salt solutions, water-miscible organic solvents, polyhydroxy alcohols (such as glycerin, diglycerin, propylene glycol, dipropylene glycol, sorbitol, pantenol and sugar); urea, alpha-hydroxy acid and its salt; and low molecular weight polyethylene glycols with molecular weight less than 20,000; water soluble or dispersible polymers; or mixtures thereof; and the like.

[0054] The term “aqueous alcohol” herein, refers to saturated, unsaturated, straight or branched hydrocarbon chain having C2-C4 carbon atoms and at least one hydroxyl groups, wherein the hydrocarbon chain may optionally comprise one or several heteroatoms (such as oxygen or sulfur).

[0055] Examples of non-aqueous solvents include, but are not limited to, nonaqueous alcohols, univalent or polyvalent alcohols, alkanolamines, or glycol ethers, any substance immiscible in water, mixtures thereof, and the like.

[0056] The hair treatment composition can also contain one or more preservatives. Examples of preservatives include, but are not limited to, benzoic acid or salts thereof, benzyl alcohol, sorbic acid or salts thereof, parabens, dehydroacetic acid, bronopol, triclosan, imidazolidinyl urea, Polyaminopropyl Biguanide (PHMB), phenoxyethanol, hydantoins (i.e. DMDMH), isothiazolones, chlorhexidine, diazolidinyl urea, chlorphenesin, sodium hydroxymethylglycinate, benzethonoium chloride, ethylhexylglycerol, IPBC (iodopropynyl butylcarbamate), salicylic acid or salts thereof such as benzyl calicylate, or sodium calicylate, gluconolactone, potassium salts, natural acids, and the like.

[0057] In addition to piroctone olamine, the hair treatment composition can also contain various other anti-dandruff agents. Such anti-dandruff agents include spiculisporic acid or salts thereof, essential oils, zinc pyrithione, acetylsalicylic acid, hydroxypyridinone or derivatives thereof [such as 2(1 H)-Pyridinone, 1 -hydroxy-6- (octyloxy)-; 2(1 H)-Pyridinone, 1-hydroxy-6-(octyloxy)-, compd. with 2-aminoethanol (1 :1 )]; hydroxypyrimidinone derivatives, octopirox (piroctone olamine), other pyrithione derivatives or salts thereof (such as calcium, magnesium, strontium, barium, cadmium, tin and zirconium salts;); bispyrithione, octenidine or salts thereof; other azole compounds (such as climbazole, ketoconazole, clotrimazole, econazole, isoconazole and miconazole), selenium or salts thereof, such as selenium disulfide, salicylic acid or salts thereof, or tea tree oil; antifungal polymers (such as amphotericin B or nystatin; ellagic acid, ethers thereof, ellagic acid salts and salts of its ethers (such as alkali metal or alkaline-earth metal salts, especially the sodium, potassium, calcium or magnesium salts)); sulfur in its various forms, cadmium sulfide, allantoin, coal or wood tars and derivatives thereof; undecylenic acid, fumaric acid, and allylamines such as terbinafme; antifungal peptides (such as syringomycins, syringostatins, syringotoxins, nikkomycins, echinocandins, pneumocadins, aculeacins, mulundocadins, cecropins, a-defensins, [3-defensins, novispirins, and mixtures thereof); or combinations thereof, and the like.

[0058] In one particular aspect, the hair treatment composition contains at least one potentiator, piroctone olamine, and a selenium sulfide. In still another embodiment, the hair treatment composition contains the potentiator, piroctone olamine, and at least one other anti-dandruff agent comprising zinc pyrithione, salicylic acid, or derivatives thereof.

[0059] Each anti-dandruff agent can generally be present in the hair treatment composition in an amount from about 0.001 % by weight to about 3% by weight, such as from about 0.1 % by weight to about 2% by weight.

[0060] Each of the different components described above in addition to the potentiator and the anti-dandruff agent can optionally be present and combined together depending upon the particular application and the desired result. Further, the amount of each component or ingredient can also vary. For example, lathering agents can be present in the hair treatment composition generally in an amount from about 0.001 % by weight to about 20% by weight, such as in an amount from about 0.01% by weight to about 15% by weight, such as in an amount from about 0.1% by weight to about 5% by weight. Emulsifiers and / or emollients can be present in the hair treatment composition generally in an amount from about 0.001 % by weight to about 12% by weight, such as in an amount from about 0.01% by weight to about 5% by weight. Conditioners, moisturizing agents, and / or humectants can be present in the hair treatment composition generally in an amount from about 0.001 % by weight to about 15% by weight, such as from about 0.01% by weight to about 12% by weight, such as from about 0.1 % by weight to about 8% by weight, such as from about 0.1 % by weight to about 5% by weight. One or more preservatives can be present in the hair treatment composition generally in an amount from about 0.001 % by weight to about 8% by weight, such as in an amount from about 0.01 % by weight to about 5% by weight, such as in an amount from about 0.1 % by weight to about 1 % by weight. In addition to the antidandruff agent, one or more other actives can also be present in the hair treatment composition in an amount less than about 2% by weight, such as in an amount less than about 1 % by weight, and in an amount greater than about 0.01 % by weight, such as in an amount greater than about 0.1% by weight. Each of the above components, however, are optional.

[0061] In one aspect, the hair treatment composition can comprise a shampoo. The shampoo can contain one or more lathering agents, water, at least one preservative, at least one conditioner or conditioning agent, a fragrance, citric acid, and optionally natural extracts or oils. The lathering agents may comprise sodium lauryl sulfate and / or sodium laureth sulfate. The shampoo can also contain cocamidopropyl betaine, cocamide DEA, and / or cocamide MEA. The conditioneror conditioning agent may comprise polyquaternium-10 and / or guar hydroxypropyltrimonium chloride. Natural extracts or oils that can be contained in the shampoo include aloe vera and / or tea tree oil.

[0062] The hair treatment composition, in addition to controlling dandruff, can be designed for cleansing and / or conditioning hair. In one aspect, the hair treatment composition can be applied to the hair of a mammal, such as a human. The hair treatment composition can be combined with water and massaged into the hair. After a period of time, the composition can be rinsed from the hair. After rinsing, the anti-dandruff agent of the present disclosure remains on the scalp of the user in a particularly effective way for controlling microbial growth.

[0063] The hair treatment composition can be in the form of a liquid, a gel, or a foam.

[0064] The present disclosure may be better understood with reference to the following examples.Examples

[0065] A commercially available shampoo was obtained containing 0.5% by weight piroctone olamine. Polyglyceryl esters were added to the shampoo in the amount of 1 % by weight. The original shampoo and the shampoos containing the polyglyceryl esters were then tested for efficacy against Malassezia furfur according to ASTM Test E2315-16, Standard Guide for Assessment of Anti- Microbial Activity Using a Time-Kill Procedure, Volume 11.05.

[0066] More particularly, the following samples were tested:Sample No. 1 : Commercially available shampoo containing 0.5% by weight piroctone olamine;Sample No. 2: Commercially available shampoo containing 0.5% by weight piroctone olamine and 1 % by weight polyglyceryl-10 caprylate / caprate; andSample No. 3: Commercially available shampoo containing 0.5% by weight piroctone olamine and 1 % by weight polyglyceryl-10 laurate.

[0067] The polyglyceryl esters tested had an HLB value of 15.

[0068] The following results were obtained:Table No. 1

[0069] As shown above, the presence of the polyglyceryl esters unexpectedly and dramatically improved the anti-microbial efficacy of the shampoo.

[0070] The above samples were also subjected to the Deposition Test as described above. The following results were obtained:Table No. 2

[0071] As shown above, the addition of the polyglyceryl esters dramatically improved the amount of deposition of the anti-dandruff agent on the test sample. The deposition increased by greater than about 5%, such as greater than about 10%, such as greater than about 15%, such as even greater than about 20%.

[0072] These and other modifications and variations to the present invention may be practiced by those of ordinary skill in the art, without departing from the spirit and scope of the present invention, which is more particularly set forth in the appended claims. In addition, it should be understood that aspects of the various embodiments may be interchanged both in whole or in part. Furthermore, those of ordinary skill in the art will appreciate that the foregoing description is by way of example only and is not intended to limit the invention so further described in such appended claims.

Claims

What Is Claimed:1 . A hair treatment composition comprising: an anti-dandruff agent comprising piroctone olamine, climbazole, or mixtures thereof; and a potentiator for the anti-dandruff agent, the potentiator comprising at least one polyglyceryl ester.

2. A hair treatment composition as defined in claim 1 , wherein the antidandruff agent comprises piroctone olamine.

3. A hair treatment composition as defined in claim 1 or 2, wherein the potentiator increases a deposition of the anti-dandruff agent when tested according to the Deposition Test.

4. A hair treatment composition as defined in any of the preceding claims, wherein the hair treatment composition displays a deposition of the antidandruff agent of greater than about 23 ppm, such as greater than about 25 ppm, such as greater than about 27 ppm when tested according to the Deposition Test.

5. A hair treatment composition as defined in any of the preceding claims, wherein the hair treatment composition displays greater than about a 4.5 log reduction when tested against Malassezia furfur ATCC 14521 according to ASTM Test E2315-16 after a 4 hour contact time.

6. A hair treatment composition as defined in any of the preceding claims, wherein the at least one polyglyceryl ester comprises a reaction product of (a) a polyglycerol component containing from 2 to 12 molecules of glycerol, based on an average, and (b) a fatty acid comprising caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, or mixtures thereof.

7. A hair treatment composition as defined in any of the preceding claims, wherein the polyglyceryl ester comprises a polyglyceryl laurate, a polyglyceryl caprylate / caprate or mixtures thereof.

8. A hair treatment composition as defined in any of the preceding claims, wherein the polyglyceryl ester comprises polyglyceryl-10 laurate, polyglyceryl-10 decaoleate; polyglyceryl-3 monostearate; polyglyceryl-6 distearate,polyglyceryl-10 stearate; polyglyceryl-10 dipalmitate, polyglyceryl-10 caprylate / caprate or mixtures thereof.

9. A hair treatment composition as defined in any of the preceding claims, wherein the polyglyceryl ester has an HLB from about 3 to about 18, such as from about 6 to about 18, such as from about 12 to about 18, such as from about 14 to about 18.

10. A hair treatment composition as defined in any of the preceding claims, wherein the polyglyceryl esters are present in the hair treatment composition in an amount of from about 0.1 % by weight to about 10% by weight, such as in an amount of from about 0.1% by weight to about 8% by weight, such as in an amount from about 0.3% by weight to about 5% by weight, such as in an amount of from about 0.3% by weight to about 2% by weight.

11. A hair treatment composition as defined in any of the preceding claims, wherein the anti-dandruff agent is present in the hair treatment composition in an amount of from about 0.01 % by weight to about 2% by weight, such as in an amount of from about 0.1 % by weight to about 1 % by weight.

12. A hair treatment composition as defined in any of the preceding claims, further comprising an additional anti-dandruff agent comprising selenium sulphide.

13. A hair treatment composition as defined in any of the preceding claims, further comprising an additive selected from conditioning agents, fragrances, pH adjustment agents, chelating agents, preservatives, antioxidants, moisturizing agents, coloring agents, stabilizers, lathering agents, or mixtures thereof.

14. A hair treatment composition as defined in claim 13, wherein the additive comprises at least one lathering agent.

15. A hair treatment composition as defined in claim 14, wherein the at least one lathering agent comprises sodium laureth sulfate, sodium lauryl sulfate, cocamidopropyl betaine, cocamide monoethanolamine, a sophorolipid, a rhamnolipid, or mixtures thereof.

16. A hair treatment composition as defined in claim 13, wherein the additive comprises the moisturizing agent, the moisturizing agent comprising asilicone, such as dimethiconal, dimethicone, Bis-aminopropyl dimethicone, amodimethicon, or mixtures thereof.

17. A hair treatment composition as defined in claim 13, wherein the additive comprises the preservative, the preservative comprising gluconolactone, sodium benzoate, benzyl salicylate, sodium salicylate, or mixtures thereof.

18. A hair treatment composition as defined in claim 13, wherein the additive comprises the chelating agent.

19. A hair treatment composition as defined in claim 13, wherein the additive comprises the conditioning agent.

20. A hair treatment composition as defined in claim 19, wherein the conditioning agent comprises behentrimonium methosulfate, glycerin, guar hydroxypropyltrimonium chloride, or mixtures thereof.21 . A method for cleansing and conditioning hair, said method comprises applying an effective amount of the hair treatment composition as defined in any of the preceding claims to the hair, massaging the composition in the hair, and rinsing the hair after a period of time.

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