Hair care composition

Abstract

Salt of acylglycinate; formula: R 2 O(CH2CH2O) n SO3M (in the formula, R 2 is an alkyl or alkenyl group having 8 to 18 carbon atoms, M is a solubilizing cation including sodium, potassium, ammonium, substituted ammonium, or a mixture thereof, and n is a degree of ethoxylation of 0.5 to 3; and an antidandruff agent selected from piroctone olamine, an azole antifungal agent, or a mixture thereof, wherein the hair care composition comprises the salt of acyl glycinate and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:1.

Description

Technical Field

[0001] The present invention relates to a hair care composition, in particular, a hair care composition containing an amino acid surfactant, a specific anionic surfactant and an anti-dandruff agent that provides enhanced deposition of the anti-dandruff agent on an individual's hair and / or scalp.

Background Art

[0002] Hair care compositions are formulated for specific purposes (e.g., the benefits of cleansing or conditioning, or a combination of the two). Preferred hair care compositions offer more advantages than simple cleansing and conditioning. For example, there is an increasing demand for hair care compositions that are mild and have an anti-dandruff effect.

[0003] Dandruff is a problem that affects many people around the world. This condition is manifested by the shedding of clumps of dead skin cells from the scalp. These are white and provide an aesthetically unpleasant appearance. Factors contributing to dandruff are certain members of the Malassezia yeast. To counter these, anti-dandruff products contain certain anti-dandruff agents having antifungal activity, such as piroctone olamine (Octopirox (registered trademark)), azole antifungal agents (e.g., climbazole, ketoconazole), selenium sulfide or combinations thereof. However, many anti-dandruff hair care compositions do not provide sufficient deposition of the anti-dandruff agent during the excessive rinsing process. The anti-dandruff agent is simply rinsed off and thus provides little or no anti-dandruff effect. Therefore, it is always desired to efficiently deposit the anti-dandruff agent on the hair and / or scalp to provide good anti-dandruff performance.

[0004] Anionic surfactants such as sulfated surfactants are typically incorporated into hair care compositions for their excellent cleansing and foaming properties. However, sulfated surfactants such as sodium lauryl sulfate or sodium lauryl ether sulfate (SLES) tend to be harsh on the skin and may adversely affect the deposition of anti-dandruff agents. One approach to providing mildness is to use mild anionic surfactants. Such mild anionic surfactants that can be used include N-acyl amino acids and their salts. Such acyl amino acids are intended as co-surfactants to reduce the harshness of the major anionic surfactants, as seen in U.S. Patent No. 6,703,427.

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0006] It is always desirable to efficiently deposit an anti-dandruff agent on the hair and / or scalp to provide good anti-dandruff performance.

Means for Solving the Problems

[0007] Unexpectedly, it has been found that a composition comprising a specific combination of an acyl glycinate salt and an ethoxylated alkyl sulfate anionic surfactant can enhance the deposition of an anti-dandruff agent while maintaining the desired mildness.

[0008] Summary of the Invention In a first aspect, the present invention is directed to the following hair care composition: (a) a salt of acyl glycinate; (b) a formula: R 2O(CH2CH2O) n SO3M (wherein R 2 is an alkyl or alkenyl group having 8 to 18 carbon atoms; M is a solubilizing cation including sodium, potassium, ammonium, substituted ammonium or a mixture thereof; n represents an ethoxylation degree of 0.5 to 3.) An ethoxylated alkyl sulfate anionic surfactant; and (c) contains an anti-dandruff agent selected from piroctone olamine, azole antifungal agents or mixtures thereof, and the composition contains the salt of the acylglycinate and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:1.

[0009] In a second aspect, the present invention is directed to a packaged hair care product comprising the hair care composition of the first aspect of the present invention.

[0010] In a third aspect, the present invention relates to a method of depositing an anti-dandruff agent on the scalp, which comprises the step of applying the hair care composition of any embodiment of the first aspect of the present invention onto the scalp surface of an individual.

[0011] All other aspects of the present invention will become more readily apparent by considering the following detailed description and examples.

DETAILED DESCRIPTION OF THE INVENTION

[0012] Detailed Description Unless otherwise indicated by an example or explicitly stated otherwise, all numbers in this specification indicating amounts of materials or reaction conditions, physical properties and / or uses of materials are optionally understood to be modified by the word "about".

[0013] All amounts 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 limit value can be associated with any particular lower limit value.

[0014] To avoid any ambiguity, the word "comprising" is intended to mean "including" but does not necessarily mean "consisting of" or "consisting essentially of". In other words, the recited steps or options need not be exhaustive.

[0015] The disclosure of the invention found herein should be considered to encompass all embodiments found in the claims as having multiple dependencies on each other, regardless of the fact that the claims may be found without multiple dependencies or redundancy.

[0016] When a feature is disclosed with respect to a particular aspect of the invention (e.g., a composition of the invention), such disclosure should be considered to apply, with the necessary modifications, to any other aspect of the invention (e.g., a method of the invention).

[0017] As used herein, "hair care composition" means a composition for topical application to mammalian, particularly human, hair and / or scalp. Such compositions can generally be classified as leave-on or rinse-off and include any product applied to the human body to improve appearance, cleansing, odor control, or general aesthetics. The compositions of the invention can be in the form of a liquid, lotion, cream, foam, scrub, gel, or bar. Non-limiting examples of such compositions include leave-on hair lotions, creams, and rinse-off shampoos, conditioners, shower gels, or toilet bars. The compositions of the invention are preferably rinse-off compositions, particularly preferably shampoos or conditioners, and most preferably shampoos.

[0018] The salt of acyl glycinate is an amino acid-based surfactant derived from the amino acid glycine. Glycine is the smallest of the naturally occurring amino acids. This small size facilitates the formation of smaller surfactant micelles and the formation of creamy foam during use. The salts of acyl glycinate suitable for use in the compositions of the invention have the general formula (I): [Chem.] (In the formula, R 1 is an alkyl or alkenyl group having 7 to 23 carbon atoms, preferably 9 to 17 carbon atoms; X is a solubilizing cation including sodium, potassium, ammonium, substituted ammonium or a mixture thereof.). The cation is preferably sodium or potassium, and more preferably sodium.

[0019] Suitable examples of the salts of acyl glycinate that can be used in the present invention include, but are not limited to, sodium capryloyl glycinate, sodium cocooyl glycinate, sodium lauroyl glycinate, sodium myristoyl glycinate, sodium palmitoyl glycinate, sodium stearoyl glycinate, sodium oleoyl glycinate, potassium capryloyl glycinate, potassium cocooyl glycinate, potassium lauroyl glycinate, potassium myristoyl glycinate or mixtures thereof. The salts of acyl glycinate are particularly preferably sodium cocooyl glycinate, sodium lauroyl glycinate or mixtures thereof.

[0020] The salts of acyl glycinate are typically present in an amount of 0.1 to 20% by weight, more preferably 0.5 to 10% by weight, and most preferably 1 to 5% by weight of the composition, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0021] The hair care composition of the present invention has the formula: R 2 O(CH2CH2O) n SO3M (wherein R 2is an alkyl or alkenyl group having 8 to 18 (preferably 12 to 18) carbon atoms; M is a solubilizing cation including sodium, potassium, ammonium, substituted ammonium or a mixture thereof; n is an ethoxylation degree of 0.5 to 3, preferably 1 to 3.) An ethoxylated anionic surfactant which is an ethoxylated alkyl sulfate anion surfactant is included. An example is sodium lauryl ether sulfate (SLES).

[0022] The "ethoxylation degree", as used herein, refers to the average number of moles of ethylene oxide units per mole of the ethoxylate. The ethoxylation degree is measured using 1 HNMR in the solvent of heavy water (D2O). For example, the ethoxylation degree of sodium lauryl ether sulfate (SLES) is 1 measured using 1H NMR (Bruker - Biospin, 400 MHz), and the spectrum is recorded at 25°C. The sample to be measured using NMR is prepared by dispersing the sample in D2O in a centrifuge tube, sonicating, filtering, and transferring it to an NMR tube. Peaks corresponding to the protons of the sample appear at about 3.98 ppm, about 4.15 ppm, and about 3.58 to about 3.84 ppm.

[0023] The peaks corresponding to the protons of -CH2- appearing at about 4.15 ppm and about 3.98 ppm are integrated as A1. The peaks corresponding to the four protons for -OCH2CH2- appearing between 4.15 ppm and about 3.58 to about 3.84 ppm are also integrated as A2. The ethoxylation degree of SLES can be calculated as follows:

Chemical formula

[0024] A preferred ethoxylated alkyl sulfate anion surfactant is sodium lauryl ether sulfate (SLES) having an ethoxylation degree of 0.5 to 3, preferably 1 to 3.

[0025] Ethoxylated alkyl sulfate anionic surfactants are typically present in an amount of 0.1 to 45% by weight, more preferably 1 to 30% by weight, and most preferably 5 to 20% by weight of the hair care composition, based on the total weight of the hair care composition, including all ranges therebetween.

[0026] The pH of the hair care composition of the present invention is preferably 4.0 or higher, more preferably 4.0 to 7.0, even more preferably 4.0 to 6.0, and most preferably 4.0 to 5.0. Since the salts of acyl glycinate tend to precipitate the molecules, it is difficult to solubilize them in a lower pH range. In order to formulate a uniform composition with good fluidity, the amount of acyl glycinate salt in the composition is preferably equal to or less than the amount of the ethoxylated alkyl sulfate anionic surfactant. The composition of the present invention contains the salt of acyl glycinate and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:10 to 1:1, preferably 1:8 to 1:1, more preferably 1:6 to 1:1.5, and most preferably 1:5.5 to 1:2.25, including all ratios included therein.

[0027] The hair care composition of the present invention also contains an anti-dandruff agent, which is a compound that is active against dandruff and is typically an antibacterial agent and preferably an antifungal agent. Suitable anti-dandruff agents that can be used in the present invention are selected from piroctone olamine (Octopirox (registered trademark)), azole antifungal agents, or mixtures thereof.

[0028] Without wishing to be bound by theory, the inventors believe that the composition of the present invention can function for their deposition because both piroctone olamine or azole antifungal agents can be stabilized and dissolved in the micelles and the deposition can be improved by reducing the solubility of the active substances in the system.

[0029] Preferred azole antifungal agents are ketoconazole, climbazole or mixtures thereof. Preferably, the anti-dandruff agent is selected from pyrithione zinc, climbazole or mixtures thereof. In a particularly preferred embodiment, the anti-dandruff agent is pyrithione zinc.

[0030] Typically, the hair care composition of the present invention contains an anti-dandruff agent in an amount of 0.01 to 10%, more preferably 0.01 to 5%, even more preferably 0.05 to 2%, and most preferably 0.05 to 1.5%, including all ranges therein, based on the total weight of the hair care composition.

[0031] In addition to acyl glycinate salts and ethoxylated alkyl sulfate anionic surfactants, it is preferred when the hair care composition also contains other surfactants.

[0032] Examples of suitable anionic surfactants include alkyl sulfates, alkali aryl sulfonates, alkanoyl isethionates, alkyl succinates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids or their salts, 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. The alkyl ether sulfosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and their salts can contain 1 to 20 ethylene oxide or propylene oxide units per molecule. Examples of typical anionic surfactants include 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 ether carboxylic acid, sodium N-lauryl sarcosinate, but are not limited thereto. Any mixture of the aforementioned 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%, most preferably from 5 to 20% based on the total weight of the hair care composition, including all ranges subsumed therein.

[0033] The hair care composition of the present invention may also contain a nonionic surfactant, which may be included in an amount of 0.1 to 10%, preferably 0.5 to 8%, more preferably 1 to 5% based on the total weight of the hair care composition, including all ranges subsumed therein. Examples of suitable nonionic surfactants include aliphatic (C8-C 18)It contains a condensation product of a primary or secondary straight-chain or branched-chain alcohol or phenol and an alkylene oxide (usually ethylene oxide), and generally has 6 to 30 ethylene oxide groups. An alkyl ethoxylate is preferred, and more preferably, it has the formula: R 3 -(OCH2CH2) m OH (wherein R 3 is an alkyl chain having 12 to 15 carbon atoms, and m is 5 to 9.) is an alkyl ethoxylate.

[0034] Other suitable nonionic surfactants include mono- or di-alkyl alkanolamides. Examples thereof include coco mono- or di-ethanolamide and coco mono-isopropanolamide.

[0035] A further nonionic surfactant that can be included in the composition of the present invention is an alkyl polyglycoside (APG). Typically, APG contains an alkyl group linked (optionally via a crosslinking group) to a block of one or more glycosyl groups. Preferred APGs are defined by the following formula:

Chemical formula

[0036] The hair care composition of the present invention can also contain an amphoteric or zwitterionic surfactant in an amount of 0.1 to 10%, preferably 0.5 to 8%, more preferably 1 to 5% based on the total weight of the hair care composition, including all ranges included therein. Examples thereof include alkylamine oxide, alkyl betaine, alkylamidopropyl betaine, alkylsulfobetaine (sulfaine), alkyl amphoacetate, alkyl amphopropionate, alkylamidopropyl hydroxysulfaine, and 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 present invention include laurylamine oxide, coco dimethyl sulfopropyl betaine, lauryl betaine, cocoamidopropyl betaine and sodium coco amphoacetate. Cocoamidopropyl betaine (CAPB) is particularly preferred.

[0037] Any mixture of the aforementioned amphoteric or zwitterionic surfactants may also be suitable. A preferred mixture is a mixture of cocoamidopropyl betaine and a further amphoteric or zwitterionic surfactant as described above. A preferred further amphoteric or zwitterionic surfactant is sodium coco amphoacetate.

[0038] The composition of the present invention may further contain a cationic polymer. Suitable cationic polymers may be homopolymers or may be formed from two or more types of monomers. The molecular weight of the polymer is generally from 5,000 to 10,000,000 g / mol, typically at least 10,000 g / mol, preferably from 100,000 to 2,000,000 g / mol.

[0039] The polymer has a cationic nitrogen-containing group (e.g., a quaternary ammonium or protonated amino group, or a mixture thereof). The cationic nitrogen-containing group is generally present as a substituent in a part of all monomer units of the cationic polymer. Thus, when the polymer is not a homopolymer, it can contain spacer non-cationic monomer units. The ratio of cationic monomer units to non-cationic monomer units is selected to give a polymer having the required range of cationic charge density.

[0040] Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionality with water-soluble spacer monomers such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamide, alkyl (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine. These alkyl and dialkyl substituted monomers preferably have an alkyl group of C1-C7, more preferably an alkyl group of C1-C3. Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.

[0041] Preferably, the cationic polymer is a cationic polysaccharide polymer such as a cationic cellulose derivative, a cationic starch derivative and a cationic guar gum derivative.

[0042] Suitably, such a cationic polysaccharide polymer has a molecular weight of 100,000 g / mol to 2,300,000 g / mol, more preferably 150,000 g / mol to 2,000,000 g / mol. Such a cationic polysaccharide polymer preferably has a cationic charge density of 0.1 to 4 meq / g.

[0043] Cationic polysaccharide polymers suitable for use in the compositions of the present invention include those represented by the following general formula:

Chemical formula

[0044] Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) as the polymers of the Polymer JR (trademark) and LR (trademark) series, as the salts of hydroxyethyl cellulose reacted with trimethylammonium-substituted epoxide (referred to as Polyquaternium 10 in the art (CTFA)). Another type of cationic cellulose includes the polymers of the quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryldimethylammonium-substituted epoxide, which is referred to as Polyquaternium 24 in the art (CTFA). These materials are available from Amerchol Corp. (Edison, NJ, USA) under the trade name Polymer LM-200.

[0045] Other suitable cationic polysaccharide polymers include quaternary nitrogen-containing cellulose ethers (such as those described in U.S. Patent No. 3,962,418) and copolymers of etherified cellulose and starch (such as those described in U.S. Patent No. 3,958,581).

[0046] Particularly preferred types of cationic polysaccharide polymers that can be used in the compositions of the present invention are cationic guar gum derivatives such as guahydroxypropyltrimonium chloride (for example, those commercially available from Solvay under the Jaguar trademark series or from Ashland under the N-Hance trademark series).

[0047] 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.

[0048] Any mixture of the above cationic polymers can be used. The cationic polymer preferably includes a cationic cellulose derivative, a cationic guar gum derivative, or a mixture thereof. Guahydroxypropyltrimonium chloride is particularly preferred.

[0049] When used, the cationic polymer is generally present in the hair care composition of the present invention in an amount of 0.001 to 1% by weight, more preferably 0.01 to 0.5%, and most preferably 0.03 to 0.3% based on the total weight of the hair care composition, including all ranges subsumed therein.

[0050] The hair care composition of the present invention may further contain a conditioning agent to provide a conditioning effect. Typically, the most common conditioning agents used in hair care compositions are water-insoluble oily materials such as mineral oil, natural oils such as triglycerides, and silicone polymers. The advantages of conditioning are achieved by depositing an oily material on the hair to form a film, which makes the hair easier to comb when wet and more manageable when dry. Preferably, the conditioning agent is non-volatile and has a vapor pressure of less than 1000 Pa at 25 o °C.

[0051] Preferably, the hair care composition of the present invention contains discrete dispersed droplets of a water-insoluble conditioning agent having an average droplet diameter (D 3,2 ) of less than 15 microns, preferably less than 10 microns, more preferably less than 5 microns, and most preferably less than 3 microns. The average droplet diameter (D 3,2 ) of the water-insoluble conditioning agent can be measured, for example, by means of laser light scattering technology using a Malvern Instruments 2600D particle sizer.

[0052] The water-insoluble conditioning agent may include a non-silicone conditioning agent containing a non-silicone oily or fatty substance such as a hydrocarbon oil, a fatty ester, or a mixture thereof. Preferably, the water-insoluble conditioning agent is an emulsified silicone oil.

[0053] Suitable silicones include polydiorganosiloxanes, in particular polydimethylsiloxane having the CTFA name dimethicone. Also suitable for use in the compositions of the present invention (especially shampoos and conditioners) is polydimethylsiloxane having a hydroxyl terminal group with the CTFA name dimethiconol. Also suitable for use in the compositions of the present invention is a silicone gum having a slight degree of crosslinking, as described, for example, in WO 96 / 31188. Preferably, the silicone oil contains dimethicone, dimethiconol, or a mixture thereof.

[0054] The viscosity of the emulsified silicone itself (not the emulsion or the final hair care composition) is typically at least 10,000 cSt (centistokes = mm o ·S 2 ) at 25 -1 ° C., preferably at least 60,000 cSt, most preferably at least 500,000 cSt, and ideally at least 1,000,000 cSt. Preferably, the viscosity does not exceed 10 9 cSt for ease of formulation. Suitable methods for measuring the kinematic viscosity of silicone oils are known to those skilled in the art and include, for example, capillary viscometers. For high-viscosity silicones, the viscosity can be measured using a constant stress rheometer.

[0055] Suitable emulsified silicones for use in the hair care compositions of the present invention are available as preformed silicone emulsions from silicone suppliers such as Dow Silicones Corporation and GE Silicones. The use of such preformed silicone emulsions is preferred for ease of processing and control of silicone particle size. Such preformed silicone emulsions typically further contain a suitable emulsifier and can be prepared by a chemical emulsification process (e.g., emulsion polymerization) or by mechanical emulsification using a high shear mixer.

[0056] Examples of suitable preformed silicone emulsions include MEM-7128, MEM-1785, MEM-1788, all of which are available from Dow Silicones Corporation. These are emulsions of dimethiconol / dimethicone.

[0057] Another type of silicone that can be used is a functionalized silicone such as an amino-functional silicone, which means 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 having the CTFA name "amodimethicone".

[0058] The water-insoluble conditioning agent is generally present in the hair care composition in an amount of 0.05 to 15%, preferably 0.1 to 10%, more preferably 0.5 to 8%, most preferably 1 to 5% based on the total weight of the hair care composition, including all ranges subsumed therein.

[0059] Preferably, the composition of the present invention further contains a suspending agent. Suitable suspending agents are selected from polyacrylic acid, cross-linked polymers of acrylic acid, copolymers of acrylic acid with hydrophobic monomers, copolymers of carboxylic acid-containing monomers and acrylic esters, cross-linked copolymers of acrylic acid and acrylic esters, heteropolysaccharide gums or crystalline long-chain acyl derivatives. The long-chain acyl derivatives are preferably selected from ethylene glycol stearate, alkanolamides of fatty acids having 16 to 22 carbon atoms, or mixtures thereof. Ethylene glycol distearate and polyethylene glycol 3 distearate are preferred long-chain acyl derivatives because they impart a pearlescent luster to the composition. Polyacrylic acid is commercially available as Carbopol 420, Carbopol 488 or Carbopol 493. Polymers of acrylic acid cross-linked with polyfunctional agents can also be used; they are commercially available as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980. An example of a suitable copolymer of a carboxylic acid-containing monomer and an acrylic ester is Carbopol 1342. All Carbopol™ materials are available from Goodrich.

[0060] Suitable cross-linked polymers of acrylic acid and acrylic esters are Pemulen TR1 or Pemulen TR2. A suitable heteropolysaccharide gum is xanthan gum, available, for example, as Kelzan mu.

[0061] Mixtures of any of the above suspending agents can also be used. A mixture of a cross-linked polymer of acrylic acid and a crystalline long-chain acyl derivative is preferred.

[0062] The suspending agent is generally present in the hair care composition of the present invention in an amount of 0.1 to 10%, more preferably 0.5 to 6%, most preferably 0.5 to 4%, based on the total weight of the hair care composition, including all ranges subsumed therein.

[0063] Preservatives may also be incorporated into the hair care compositions of the present invention to protect against the growth of potentially harmful microorganisms. Suitable conventional preservatives include alkyl esters of para-hydroxybenzoic acid, hydantoin derivatives, propionates, and various quaternary ammonium compounds. Examples of types of preservatives that may be used in the present 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, but are not limited thereto. In particularly preferred embodiments, the preservative is phenoxyethanol, sodium salicylate, or a mixture thereof. The preservative is preferably used in an amount in the range of 0.01 to 2% by weight of the hair care composition.

[0064] The hair care compositions of the present invention may contain other components common in the art to enhance physical properties and performance. Suitable components include fragrances, dyes and pigments, pH adjusters, pearlescent or opacifying agents, viscosity modifiers, thickeners, and natural hair nutrients such as plant and fruit extracts, sugar derivatives, and amino acids, but are not limited thereto. Such components typically and collectively constitute less than 20% by weight of the composition, preferably 0.0 to 15% by weight, most preferably 0.01 to 12% by weight, including all ranges subsumed therein.

[0065] The compositions of the present invention are primarily intended for topical application to at least a portion of an individual's scalp and / or hair and are either a rinse-off or leave-on composition, preferably a rinse-off composition such as a shampoo.

[0066] 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

[0067] Example 1 This example demonstrates the deposition of an anti-dandruff agent by using a combination of an acyl glycinate salt and an ethoxylated alkyl sulfate anionic surfactant. The composition was prepared according to the formulation detailed in Table 1. All components are expressed as weight percentages of the total formulation and are expressed as the concentration of the active ingredient.

Table 1

[0068] Method Citric acid was added to the sample to adjust the pH to 4.3. Approximately 0.2 grams of the test sample was applied onto artificial skin (VITRO-SKIN from IMS Testing Group). This was diluted with 1.8 mL of water and rubbed with a plastic rod for 30 seconds. Next, the artificial skin surface was rinsed twice with water, i.e., 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 onto the skin (10.75 cm 2 / plate) was measured using high performance liquid chromatography.

[0069] Results The average deposition amount (for the above 5 experiments) is shown in Table 2 (the error represents the standard deviation of repeated measurements).

Table 2

[0070] The results showed that Samples 2 - 5 containing a combination of an acyl glycinate salt and sodium lauryl ether sulfate provided significantly better (p < 0.01) deposition of piroctone olamine than Sample 1 (used as a control) containing only sodium lauryl ether sulfate.

[0071] Attempts were made to formulate samples with a higher amount of acyl glycinate salt, but the samples were found to be heterogeneous with solid precipitation and very low fluidity.

[0072] Example 2 This example demonstrates the effects on different antidandruff agents. All components are expressed as weight percentages of the total formulation and as concentrations of the active ingredient.

Table 3

[0073] Method Using the same protocol as described in Example 1, the deposition of piroctone olamine on artificial skin was measured.

[0074] Results The average deposition amount (for the above 5 experiments) is shown in Table 4 (the error represents the standard deviation of repeated measurements).

Table 4

[0075] The results showed that Sample 7, which contains a combination of acylglycinate salt and sodium lauryl ether sulfate, provided significantly better (p < 0.01) deposition of piroctone olamine compared to Sample 6, which contains only sodium lauryl ether sulfate, and that Sample 9 provided equivalent deposition of ZPTO to Sample 8.

[0076] Example 3 This example demonstrates the deposition of climbazole (azole antifungal agent) by using a combination of acylglycinate salt and ethoxylated alkyl sulfate anionic surfactant. The composition was prepared according to the formulation detailed in Table 5. All components are expressed as weight percentages of the total formulation and as concentrations of the active ingredient.

Table 5

[0077] Method Using the same protocol as described in Example 1, the deposition onto the artificial skin was measured.

[0078] Results The average deposition amount (for the above 5 experiments) is shown in Table 6 (the error represents the standard deviation of repeated measurements). [Table 6]

[0079] The results showed that Samples 11 - 13 containing a combination of acylglycinate salt and sodium lauryl ether sulfate provided significantly better (p < 0.01) deposition of climbazole than Sample 10 (used as a control) containing only sodium lauryl ether sulfate.

Claims

1. The following, (a) a salt of acylglycinate; Formula (b): R ２ O(CH ２ CH ２ O) ｎ SO ３ M (wherein R ２ is an alkyl or alkenyl group having 8 to 18 carbon atoms; M is a solubilizing cation including sodium, potassium, ammonium, substituted ammonium or a mixture thereof; n represents an ethoxylation degree of 0.5 to 3); an ethoxylated alkyl sulfate anionic surfactant having; and (c) an anti-dandruff agent selected from piroctone olamine, azole antifungal agents or mixtures thereof; A hair care composition comprising, wherein the composition comprises the salt of acylglycinate and the ethoxylated alkyl sulfate anionic surfactant in a weight ratio of 1:5.5 to 1:2.25, and the salt of acylglycinate has a structure represented by formula (I): 【Chemical 1】 (wherein R １ is an alkyl group having 7 to 13 carbons; X is a solubilizing cation including sodium, potassium, ammonium, substituted ammonium or a mixture thereof) The hair care composition having the above.

2. The hair care composition according to claim 1, wherein X is sodium or potassium.

3. The hair care composition according to claim 1 or 2, wherein the salt of acylglycinate comprises sodium capryloyl glycinate, sodium cocoyl glycinate, sodium lauroyl glycinate, sodium myristoyl glycinate, potassium capryloyl glycinate, potassium cocoyl glycinate, potassium lauroyl glycinate, potassium myristoyl glycinate or mixtures thereof.

4. The hair care composition according to claim 3, wherein the salt of acylglycinate comprises sodium cocoyl glycinate, sodium lauroyl glycinate or mixtures thereof.

5. The hair care composition according to any one of claims 1 to 4, wherein the salt of acylglycinate is present in an amount of 0.1 to 20% by weight of the composition.

6. The hair care composition according to claim 5, wherein the salt of acylglycinate is present in an amount of 0.5 to 10% by weight of the composition.

7. The hair care composition according to any one of claims 1 to 6, wherein the ethoxylated alkyl sulfate anionic surfactant is sodium lauryl ether sulfate.

8. The hair care composition according to any one of claims 1 to 7, wherein the anti-dandruff agent is selected from piroctone olamine, climbazole or mixtures thereof.

9. The hair care composition according to claim 8, wherein the anti-dandruff agent is piroctone olamine.

10. The hair care composition according to any one of claims 1 to 9, wherein the composition comprises 0.01 to 10% by weight of an anti-dandruff agent.

11. The hair care composition according to claim 10, wherein the composition comprises 0.01 to 5% by weight of an anti-dandruff agent.

12. The hair care composition according to any one of claims 1 to 11, wherein the composition further comprises a cationic polymer.

13. The hair care composition according to claim 12, wherein the cationic polymer is guar hydroxypropyltrimonium chloride.

14. The hair care composition according to any one of claims 1 to 13, wherein the composition further comprises a conditioning agent.

15. The hair care composition according to claim 14, wherein the conditioning agent is a silicone oil.

16. The hair care composition according to claim 14, wherein the conditioning agent is dimethicone, dimethiconol or a mixture thereof.

17. The hair care composition according to any one of claims 1 to 16, wherein the pH of the composition ranges from 4.0 to 7.

0.

18. The hair care composition according to claim 17, wherein the pH of the composition ranges from 4.0 to 6.

0.

19. A method of depositing an anti-dandruff agent on the scalp, comprising applying the hair care composition according to any one of claims 1 to 18 onto the scalp surface of an individual, and subsequently rinsing the surface with water.

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