Composition for cleaning hair

Abstract

A composition for cleansing the hair comprising: a) at least one anionic surfactant; b) at least one alpha-hydroxy acid and at least one beta-hydroxy acid; c) at least one piroctone compound; and d) at least one alpha-olefin sulfonate. A method for cleaning hair comprising applying the composition to the hair and subsequently rinsing the hair with water after any exposure period of time.

Description

Technical Field

[0001] The present invention relates to compositions for cleansing hair. The present invention also relates to methods for cleansing hair. Background Art

[0002] Desquamative conditions of the scalp, such as dandruff and seborrheic dermatitis, are associated with the presence of a characteristic yeast called Malassezia ovale, formerly known as Pityrosporum (P. ovale and P. orbiculare).

[0003] Furthermore, it is known that this yeast is able to change its shape and metabolism. In particular, it can change into a filamentous form (Malassezia furfur), which is responsible for the inflammatory and pigmentary disorder known as pityriasis versicolor.

[0004] Common treatments for all of these diseases involve the use of antifungal agents in a vehicle such as a shampoo, gel or lotion that is suitable for distributing these agents and depositing them on the integument.

[0005] The antifungal activity of these agents is limited; moreover, the persistence of the antifungal activity is low. Therefore, treatment with these antifungal agents has very mediocre or even low efficacy.

[0006] It is known that piroctone olamine is a strong anti-dandruff active, and lactic acid and salicylic acid have strong exfoliating effects. However, piroctone olamine is very difficult to dissolve in a low pH system.

[0007] As a commercial product, it is desirable that the product be stable over time.

[0008] Therefore, there is a need in the art to develop products for cleansing the scalp that are effective in combating dandruff and that are stable over time. SUMMARY OF THE INVENTION

[0010] It was therefore an object of the present invention to develop compositions for cleaning the hair which are effective with regard to combating dandruff and which are stable over time.

[0011] Another object of the present invention is to provide a method for cleaning the scalp.

[0012] Thus, according to a first aspect, the present invention provides a composition for cleansing hair comprising:

[0013] a) at least one anionic surfactant;

[0014] b) at least one alpha-hydroxy acid and at least one beta-hydroxy acid;

[0015] c) at least one piroctone compound; and

[0016] d) at least one alpha-olefin sulfonate.

[0017] Preferably, the composition according to the invention is free of silicon.

[0018] According to a second aspect, the present invention provides a method for cleansing hair comprising applying to the hair a composition as described above and subsequently rinsing the hair with water after any exposure period.

[0019] The inventors have found that the composition according to the invention is effective with respect to (anti-)dandruff and is stable over time.

[0020] Other objects and features, aspects and advantages of the invention will appear even more clearly on reading the detailed description and examples which follow. DETAILED DESCRIPTION OF THE INVENTION

[0022] Unless otherwise indicated, the upper and lower limits of a numerical range as used herein are included in the range, especially in the expressions "between ... and ..." and "... to ...".

[0023] As used herein, the term "comprising" should be interpreted as covering all the specifically mentioned features as well as optional, additional, unspecified features.

[0024] As used herein, use of the term "comprising" also discloses embodiments in which features other than those specifically mentioned are absent (ie, "consisting of.").

[0025] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which the invention belongs. When the definition of a term in this specification conflicts with the meaning commonly understood by those skilled in the art to which the invention belongs, the definition described in this article shall apply.

[0026] Unless otherwise indicated, all numerical values ​​expressing quantities of ingredients and the like used in the specification and claims are to be understood as modified by the term “about.” Accordingly, unless indicated to the contrary, the numerical values ​​and parameters described herein are approximations that can vary depending upon the desired properties as required to be obtained.

[0027] As used herein, the expression "at least one" used in this specification is equivalent to the expression "one or more".

[0028] As used herein, "silicon-free" means that no silicon-containing compound is intentionally added, and the content of silicon-containing compound in the composition is less than 0.5 wt%, especially less than 0.1 wt%, relative to the total weight of the composition. In particular, silicon is not present in the composition.

[0029] According to a first aspect of the present invention, a composition for cleaning hair comprises:

[0030] a) at least one anionic surfactant;

[0031] b) at least one alpha-hydroxy acid and at least one beta-hydroxy acid;

[0032] c) at least one piroctone compound; and

[0033] d) at least one alpha-olefin sulfonate.

[0034] Anionic surfactants

[0035] According to a first aspect of the present invention, the composition comprises at least one anionic surfactant.

[0036] The term "anionic surfactant" denotes a surfactant which comprises only anionic groups as ionic or ionizable groups.

[0037] In this specification, a species is referred to as "anionic" when it carries at least one permanent negative charge or when it can be ionized into a negatively charged species under the conditions of use of the composition of the invention (e.g., medium or pH), and in the absence of any cationic charge.

[0038] The anionic surfactant may be a sulfate surfactant and / or a sulfonate surfactant.

[0039] It is understood in this specification that:

[0040] -Sulfonate anionic surfactants contain at least one sulfonate functional group (-SO3H or -SO3 – ) and may optionally further comprise one or more sulfate functional groups, but does not comprise any carboxylate functional groups; and

[0041] -Sulfate anionic surfactants contain at least one sulfate functional group, but do not contain any carboxylate functional groups or sulfonate functional groups.

[0042] Sulfonate anionic surfactants that can be used contain at least one sulfonate functional group (-SO3H or -SO3 – ).

[0043] They may be chosen from the following compounds: alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, α-olefinsulfonates, paraffinsulfonates, alkylsulfosuccinates, alkylethersulfosuccinates, alkylamidesulfosuccinates, alkylsulfoacetates, N-acyltaurates, acylisothionates; alkylsulfolaurates; and also the salts of these compounds;

[0044] The alkyl group of these compounds contains 6 to 30 carbon atoms, in particular 12 to 28 carbon atoms, still better still 14 to 24 carbon atoms or even 16 to 22 carbon atoms; aryl preferably denotes phenyl or benzyl;

[0045] These compounds may be polyoxyalkylenated, in particular polyoxyethylenated, and thus contain preferably 1 to 50 ethylene oxide units and better still 2 to 10 ethylene oxide units.

[0046] Preferably, the sulfonate anionic surfactants are selected, alone or in combination, from:

[0047] - C6-C24-alkyl sulfosuccinates and in particular C12-C20-alkyl sulfosuccinates, in particular lauryl sulfosuccinate;

[0048] - C6-C24-alkyl ether sulfosuccinates and especially C12-C20-alkyl ether sulfosuccinates;

[0049] - C6-C24 acyl isethionate, and preferably C12-C18 acyl isethionate,

[0050] In particular, they are in the form of alkali metal or alkaline earth metal salts, ammonium salts or amino alcohol salts.

[0051] Sulfate ester anionic surfactants that can be used contain at least one sulfate functional group (-SO3H or -SO3 – ).

[0052] They may be chosen from the following compounds: alkyl sulfates, alkyl ether sulfates, alkyl amido ether sulfates, alkyl aryl polyether sulfates, monoglycerol sulfates; and also the salts of these compounds;

[0053] The alkyl group of these compounds contains 6 to 30 carbon atoms, in particular 12 to 28 carbon atoms, still better still 14 to 24 carbon atoms or even 16 to 22 carbon atoms; aryl preferably denotes phenyl or benzyl;

[0054] These compounds may be polyoxyalkylenated, in particular polyoxyethylenated, and thus contain preferably 1 to 50 ethylene oxide units and better still 2 to 10 ethylene oxide units.

[0055] Preferably, the sulfate anionic surfactant is selected from the group consisting of:

[0056] - C6-C24 alkyl sulfates and especially C12-C20 alkyl sulfates;

[0057] - alkyl ether sulfates, especially C6-C24-alkyl ether sulfates or even C12-C20-alkyl ether sulfates, preferably containing 2 to 20 ethylene oxide units;

[0058] In particular, they are in the form of alkali metal or alkaline earth metal salts, ammonium salts or amino alcohol salts.

[0059] When the anionic surfactant is in salt form, the salt may be selected from alkali metal salts, such as sodium or potassium salts; ammonium salts; amine salts, and in particular amino alcohol salts; and alkaline earth metal salts, such as magnesium salts.

[0060] Examples of aminoalcohol salts that may be mentioned include mono-, di- and triethanolamine salts, mono-, di- or triisopropanolamine salts, 2-amino-2-methyl-1-propanol salts, 2-amino-2-methyl-1,3-propanediol salts and tris(hydroxymethyl)aminomethane salts.

[0061] Preference is given to using alkali metal salts or alkaline earth metal salts, and in particular sodium salts or magnesium salts.

[0062] Preferably, the anionic surfactants are selected, alone or in combination, from:

[0063] - C6-C24 alkyl sulfates and especially C12-C20 alkyl sulfates;

[0064] - C6-C24 alkyl ether sulfates and especially C12-C20 alkyl ether sulfates; preferably containing 2 to 20 ethylene oxide units;

[0065] - C6-C24-alkyl sulfosuccinates and in particular C12-C20-alkyl sulfosuccinates, in particular lauryl sulfosuccinate;

[0066] - C6-C24-alkyl ether sulfosuccinates and especially C12-C20-alkyl ether sulfosuccinates;

[0067] - C6-C24 acyl isethionate, and preferably C12-C18 acyl isethionate;

[0068] In particular, they are in the form of alkali metal salts, such as sodium salts, or alkaline earth metal salts, ammonium salts or amino alcohol salts.

[0069] Preferably, the anionic surfactant is selected from sodium laureth sulfate, sodium lauryl sulfate and combinations thereof.

[0070] Advantageously, the anionic surfactant is present in an amount ranging from 5% to 50% by weight, preferably from 8% to 30% by weight, more preferably from 10% to 20% by weight relative to the total weight of the composition.

[0071] Hydroxy Acid

[0072] According to a first aspect of the present invention, a composition comprises at least one alpha-hydroxy acid and at least one beta-hydroxy acid.

[0073] Alpha Hydroxy Acids

[0074] According to the present invention, the term "alpha-hydroxy acid" is understood to mean a carboxylic acid having at least one hydroxyl function occupying the alpha position (the carbon adjacent to the carboxylic acid function) on the acid.

[0075] Suitable α-hydroxy acids include glycolic acid, citric acid, lactic acid, methyllactic acid, glucuronic acid, pyruvic acid, 2-hydroxybutyric acid, 2-hydroxyvaleric acid, 2-hydroxyhexanoic acid, 2-hydroxyheptanoic acid, 2-hydroxyoctanoic acid, 2-hydroxynonanoic acid, 2-hydroxydecanoic acid, 2-hydroxyundecanoic acid, 2-hydroxydodecanoic acid, 2-hydroxytetradecanoic acid, 2-hydroxyhexadecanoic acid, 2-hydroxyoctadecanoic acid, 2-hydroxytetracosanoic acid, 2-hydroxyeicosanoic acid, mandelic acid, phenyllactic acid, gluconic acid, galacturonic acid, eleuric acid, ribonic acid, tartaric acid, malic acid, and fumaric acid.

[0076] Preferably, the alpha-hydroxy acid is selected from lactic acid, glycolic acid, tartaric acid, mandelic acid, citric acid and combinations thereof.

[0077] More preferably, the alpha-hydroxy acid in the composition consists of lactic acid.

[0078] Lactic acid or 2-hydroxypropionic acid provides gentle exfoliation for excess sebum, residues and loose dead cells around follicles, and strengthens and lifts the hair roots. In addition, lactic acid promotes the production of glycosaminoglycans (GAGs) in the skin, improving the skin's barrier function and moisturizing.

[0079] Advantageously, the alpha-hydroxy acid is present in an amount ranging from 0.5% to 20% by weight, preferably from 1% to 15% by weight and more preferably from 2% to 10% by weight relative to the total weight of the composition.

[0080] Beta-Hydroxy Acids

[0081] According to the invention, the term "β-hydroxy acid" is understood to mean a carboxylic acid having a hydroxyl function and a carboxyl function separated by two carbon atoms.

[0082] Suitable beta-hydroxy acids include salicylic acid, propionic acid, beta-hydroxybutyric acid, beta-hydroxy beta-methylbutyric acid, carnitine, derivatives thereof, and combinations thereof.

[0083] Preferably, the β-hydroxy acid is selected from salicylic acid and its derivatives of formula (I):

[0084]

[0085] wherein R is a linear, branched or cyclic saturated aliphatic group, or an aliphatic unsaturated group containing one or more double bonds which may or may not be conjugated, these groups contain 2 to 22 carbon atoms, preferably 3 to 11 carbon atoms, and can be substituted by, for example, at least one substituent selected from the following: (a) a halogen atom, (b) a trifluoromethyl group, (c) a hydroxyl group in free form or esterified with an acid having 1 to 6 carbon atoms, or (d) a free carboxyl functional group or a carboxyl functional group esterified with a lower alcohol having 1 to 6 carbon atoms;

[0086] R' is a hydroxyl group or an ester functional group of the formula:

[0087]

[0088] wherein R1 is a straight or branched saturated or unsaturated aliphatic group having 1 to 18 carbon atoms.

[0089] Preferred salicylic acid derivatives include 5-n-octanoylsalicylic acid (octanoylsalicylic acid), 5-n-decanoylsalicylic acid, 5-n-dodecanoylsalicylic acid, 5-n-heptyloxysalicylic acid and 4-n-heptyloxysalicylic acid.

[0090] More preferably, the β-hydroxy acid is selected from salicylic acid, 5-n-octanoyl salicylic acid, 5-n-decanoyl salicylic acid, 5-n-dodecanoyl salicylic acid, 5-n-heptyl salicylic acid, 4-n-heptyl salicylic acid, and combinations thereof.

[0091] Most preferably, the beta-hydroxy acid is salicylic acid.

[0092] Salicylic acid or 2-hydroxybenzoic acid is provided to the chemical peel composition to provide enhanced penetration of the composition into the skin. Salicylic acid penetrates deeper into the skin than alpha-hydroxy acids such as lactic acid.

[0093] Advantageously, the beta-hydroxy acid is present in an amount ranging from 0.3% to 20% by weight, preferably from 0.5% to 10% by weight and more preferably from 1% to 5% by weight relative to the total weight of the composition.

[0094] Advantageously, the ratio of alpha-hydroxy acid to beta-hydroxy acid is 0.5 to 30, preferably 1 to 15, and more preferably 2 to 10. Preferably, the alpha-hydroxy is lactic acid and the beta-hydroxy acid is salicylic acid.

[0095] The inventors have found that the composition according to the invention can effectively remove stubborn sebum, especially when the composition contains lactic acid and salicylic acid or derivatives thereof. Thus, the combination of surfactant and hydroxy acid provides an even better long-lasting cleaning effect.

[0096] Piroctone compounds

[0097] The composition according to the invention comprises at least one piroctone compound.

[0098] The piroctone compound used in the present invention may include piroctone acid, primary ethanolamine salts, secondary ethanolamine salts and tertiary ethanolamine salts of piroctone acid (e.g., diethanolamine salts and triethanolamine salts), and mixtures thereof, preferably piroctone acid, primary ethanolamine salts of piroctone acid (i.e., piroctone olamine, also known as ) and mixtures thereof.

[0099] Piroctone compounds useful in the present invention generally have a structure defined by formula (III):

[0100]

[0101] Wherein R2 is selected from C1-C17 alkyl and C2-C17 alkenyl, R3 is selected from C1-4 alkyl, C2-4 alkenyl or alkynyl, hydrogen, phenyl or benzyl, and M1 is selected from hydrogen, monoethanolamine (MEA), diethanolamine (DEA) or triethanolamine (TEA).

[0102] Preferred R2 is (CH3)3CCH2CH(CH3)CH2-, and preferred R3 is methyl.

[0103] More preferably, R2 is (CH3)3CCH2CH(CH3)CH2-, R3 is methyl, and M1 is hydrogen or MEA. Most preferably, R2 is (CH3)3CCH2CH(CH3)CH2-, R3 is methyl, and M1 is hydrogen.

[0104] Particularly preferably, the composition according to the invention comprises piroctone olamine.

[0105] Advantageously, the piroctone compound is present in an amount ranging from 0.1% to 10% by weight, preferably from 0.3% to 5% by weight, more preferably from 0.5% to 2% by weight relative to the total weight of the composition.

[0106] α-Olefin Sulfonate

[0107] The composition according to the invention comprises at least one alpha-olefin sulfonate.

[0108] The alpha-olefin sulfonates (hereinafter also referred to as alpha-olefin sulfonates) preferably contain 8 to 28 carbon atoms, especially 10 to 24 carbon atoms, still better 12 to 20 carbon atoms and in particular 14 to 18 carbon atoms.

[0109] The α-olefin sulfonates are known compounds and are described, inter alia, in Ullmann's Encyclopedia of Industrial Chemistry or in patent US Pat. No. 8,211,850. These compounds are generally obtained by sulfonation of α-olefins.

[0110] Preferably, the alpha-olefin sulfonate is a linear alpha-olefin sulfonate (hereinafter also referred to as a linear alpha-olefin sulfonate).

[0111] The linear α-olefin sulfonate according to the present invention may have the formula (A):

[0112] R-CH2-CH=CH-(CH2) n -SO3M(A)

[0113] in:

[0114] - R is a saturated straight-chain hydrocarbon group containing 4 to 30 carbon atoms, in particular 6 to 20 carbon atoms, or even 8 to 18 carbon atoms and still better still 10 to 14 carbon atoms;

[0115] - n is an integer between 0 and 10, preferably between 1 and 4, and still more preferably n=1;

[0116] - M is a cosmetically acceptable cation, in particular chosen from ammonium cations, cations derived from alkali metals or alkaline earth metals, cations derived from organic amines such as alkanolamines; preferably those derived from alkali metals; and in particular Na + or K + .

[0117] Preferably, R represents a straight-chain alkyl group comprising 8 to 14 carbon atoms, in particular 10 to 12 carbon atoms.

[0118] Preferably, M is derived from an alkali metal, especially Na + or K + .

[0119] Preferably, the linear olefin sulfonate according to the present invention has the following formula:

[0120]

[0121] in:

[0122] - R is a saturated straight-chain hydrocarbon group containing 4 to 20 carbon atoms, in particular 6 to 18 carbon atoms, or even 8 to 14 carbon atoms and still better still 10 to 12 carbon atoms;

[0123] - M is a cosmetically acceptable cation, in particular chosen from ammonium cations, cations derived from alkali metals or alkaline earth metals, cations derived from organic amines such as alkanolamines; preferably those derived from alkali metals or alkaline earth metals; and in particular Na + or K + .

[0124] Preferably, the linear α-olefin sulfonate according to the present invention is chosen from linear α-olefin sulfonates containing 8 to 28 carbon atoms, especially 10 to 24 carbon atoms, still better 12 to 20 carbon atoms, especially 14 to 18 carbon atoms; especially alkali metal linear α-olefin sulfonates, especially sodium linear α-olefin sulfonate.

[0125] Commercial products that may especially be mentioned include those sold under the name Bio-Terge AS-40A or Bio-Terge AS-40HA by the company Stepan, or under the name Calsoft AOS-40 by the company Pilot Chemical, or under the name NANSA LSS 38 / FL by the company INNOSPEC ACTIVE CHEMICALS.

[0126] Advantageously, the linear alpha-olefin sulfonate is present in an amount ranging from 0.1% to 20% by weight, preferably from 0.3% to 15% by weight, more preferably from 0.5% to 10% by weight, most preferably from 0.5% to 3% by weight relative to the total weight of the composition.

[0127] Water Phase

[0128] The composition according to the invention comprises an aqueous phase.

[0129] Preferably, the aqueous phase is the continuous phase.

[0130] The aqueous phase of the present invention comprises water.

[0131] The aqueous phase may also comprise a water-miscible organic solvent (at room temperature of 20-25° C.), for example a polyol, for example a C2-C6 polyol, more particularly glycerol, hexylene glycol; a glycol ether (especially containing 3 to 16 carbon atoms), for example monopropylene glycol (C1-C4) alkyl ether, dipropylene glycol (C1-C4) alkyl ether or tripropylene glycol (C1-C4) alkyl ether, monoethylene glycol (C1-C4) alkyl ether, diethylene glycol (C1-C4) alkyl ether or triethylene glycol (C1-C4) alkyl ether, and combinations thereof.

[0132] Advantageously, the aqueous phase is present in an amount ranging from 60% to 90% by weight and preferably from 65% to 85% by weight relative to the total weight of the composition.

[0133] Additional Ingredients

[0134] The composition according to the invention may also comprise any other additional ingredients conventionally used in the field of self-cleaning products, in particular shampoos.

[0135] A person skilled in the art may select the amounts of additional ingredients so as not to adversely affect the end use of the composition according to the invention.

[0136] For example, such additional ingredients include pH adjusters, preservatives, antioxidants, fragrances, electrolytes and stabilizers, plant extracts, proteins, amino acids, vitamins, glycols, emollients, and combinations thereof.

[0137] Non-limiting examples of pH adjusters include potassium acetate, potassium hydroxide, sodium carbonate, sodium hydroxide, phosphoric acid, succinic acid, sodium citrate, sodium bicarbonate, and combinations thereof.

[0138] The pH adjuster is used in an amount such that the pH of the composition of the present invention is less than or equal to 6.5, preferably 2 to 6.5, more preferably 3.5 to 4.5.

[0139] According to a preferred embodiment, the present invention provides a composition for cleaning hair, which comprises, relative to the total weight of the composition:

[0140] a) 10 to 20% by weight of at least one anionic surfactant;

[0141] b) 2 to 10 wt% of lactic acid and 1 to 5 wt% of at least one β-hydroxy acid selected from the group consisting of salicylic acid, 5-n-octanoyl salicylic acid, 5-n-decanoyl salicylic acid, 5-n-dodecanoyl salicylic acid, 5-n-heptyloxy salicylic acid, 4-n-heptyloxy salicylic acid, and combinations thereof;

[0142] c) 0.5% to 2% by weight of piroctone olamine; and

[0143] d) 0.5% to 3% by weight of at least one α-olefin sulfonate of the following formula:

[0144]

[0145] in:

[0146] - R is a saturated straight-chain hydrocarbon group containing 4 to 20 carbon atoms, in particular 6 to 18 carbon atoms, or even 8 to 14 carbon atoms and still better still 10 to 12 carbon atoms;

[0147] -M+ is selected from Na + or K + ,

[0148] The pH of the composition is between 3.5 and 4.5.

[0149] Preparation and use

[0150] The composition according to the invention can be prepared by mixing components a) to d) as essential ingredients and additional ingredients (as explained above).

[0151] The method and tools for mixing the above essential ingredients and optional ingredients are not limited. Any conventional method and tools may be used to mix the above essential ingredients and optional ingredients to prepare the composition according to the present invention.

[0152] The composition according to the invention may have a gel-like texture.

[0153] According to a second aspect of the invention, a method for cleansing hair comprises applying to the hair a composition as described above and subsequently rinsing with water after any exposure period.

[0154] The following examples are given by way of illustration of the present invention and should not be construed as limiting the scope. Example

[0155] The main raw materials used, their trade names and suppliers are listed in Table 1.

[0156] Table 1

[0157]

[0158] Inventive Examples 1-2 and Comparative Example 1

[0159] Shampoos according to Inventive Examples (IE.) 1-2 and shampoo according to Comparative Example (CE.) 1 were prepared using the ingredients listed in Table 2 (the contents are expressed as weight percentages of active material relative to the total weight of the respective shampoo unless otherwise indicated):

[0160] Table 2

[0161]

[0162] The shampoos of Inventive Examples (IE.) 1-2 are compositions according to the present invention.

[0163] The shampoo of Comparative Example (CE.) 1 does not contain α-olefin sulfonate.

[0164] Preparation Procedure:

[0165] Taking the shampoo of Inventive Example 1 as an example, each shampoo was prepared as follows.

[0166] 1) adding sodium laureth sulfate and sodium C14-16 olefin sulfonate to water and stirring at room temperature to obtain a uniform mixture,

[0167] 2) adding lactic acid, salicylic acid and piroctone olamine to the homogeneous mixture and stirring at room temperature,

[0168] 3) Sodium hydroxide was added to adjust the pH value to 3.8 to obtain a shampoo.

[0169] Evaluate:

[0170] Each of the compositions prepared above was characterized for stability and anti-dandruff efficacy.

[0171] stability

[0172] The appearance of each composition prepared above when stored at 4°C, room temperature, 37°C or 45°C for 2 months was observed to evaluate the stability of the composition.

[0173] If the appearance of the composition after storage for two months at each of 4° C., room temperature, 37° C., and 45° C. was transparent, the stability was evaluated as “good”. If precipitates (crystals) were present in the composition after storage for two months at any one of 4° C., room temperature, 37° C., and 45° C., the stability was evaluated as “bad”.

[0174] The viscosity and stability results are summarized in Table 3.

[0175] Table 3

[0176] nature IE.1 IE.2 CE.1 Appearance transparent transparent Sediment stability good good not good

[0177] Anti-dandruff effect

[0178] The anti-dandruff efficacy of the compositions of Invention Examples 1 and 2 and the HS shampoo from Procter & Gamble were evaluated according to QB / T 2738-2012: Evaluation Method for Antibacterial and Antibacterial Effect of Daily Chemical Products - 7.3 Antibacterial Effect Test Method of Antibacterial Daily Chemical Products (Suspension Quantitative Method). The HS shampoo contains 0.8% by weight of OCT (piroximate olamine) and is well known in the market for its anti-dandruff efficacy. In addition, the HS shampoo contains a small amount of citric acid to adjust the pH value to about 5.7 to control the preservative system, and the HS shampoo does not contain β-hydroxy acid.

[0179] Test organism: Malassezia furfur ATCC 44344.

[0180] The anti-dandruff efficacy is summarized in Table 4.

[0181] Table 4

[0182]

[0183] The results show that the compositions of Inventive Examples 1 and 2 have better anti-dandruff efficacy compared to HS shampoo from Procter & Gamble.

Claims

1. A composition for cleaning hair, comprising: a) at least one anionic surfactant; b) at least one alpha-hydroxy acid and at least one beta-hydroxy acid; c) at least one piroctone compound; and d) at least one alpha-olefin sulfonate.

2. The composition according to claim 1, wherein the anionic surfactant is selected from: - C6-C24 alkyl sulfates and especially C12-C20 alkyl sulfates; - C6-C24 alkyl ether sulfates and especially C12-C20 alkyl ether sulfates; preferably containing 2 to 20 ethylene oxide units; - C6-C24-alkyl sulfosuccinates and in particular C12-C20-alkyl sulfosuccinates, in particular lauryl sulfosuccinate; - C6-C24-alkyl ether sulfosuccinates and especially C12-C20-alkyl ether sulfosuccinates; - C6-C24 acyl isethionate and preferably C12-C18 acyl isethionate, In particular, in the form of an alkali metal salt, such as a sodium salt, or an alkaline earth metal salt, an ammonium salt or an amino alcohol salt; Preferably, the anionic surfactant is selected from sodium laureth sulfate, sodium lauryl sulfate and a combination thereof.

3. The composition according to claim 1 or 2, wherein the anionic surfactant is present in an amount ranging from 5% to 50% by weight, preferably from 8% to 30% by weight, more preferably from 10% to 20% by weight, relative to the total weight of the composition.

4. The composition according to any one of claims 1-3, wherein the α-hydroxy acid is selected from lactic acid, glycolic acid, tartaric acid, mandelic acid, citric acid and a combination thereof, preferably, the α-hydroxy acid is lactic acid.

5. The composition according to any one of claims 1 to 4, wherein the alpha-hydroxy acid is present in an amount ranging from 0.5% to 20% by weight, preferably from 1% to 15% by weight, and more preferably from 2% to 10% by weight relative to the total weight of the composition.

6. A composition according to any one of claims 1 to 5, wherein the β-hydroxy acid is selected from salicylic acid and its derivatives of the following formula: wherein R is a linear, branched or cyclic saturated aliphatic group, or an aliphatic unsaturated group containing one or more double bonds which may or may not be conjugated, these groups contain 2 to 22 carbon atoms, preferably 3 to 11 carbon atoms, and can be substituted by, for example, at least one substituent selected from the following: (a) a halogen atom, (b) a trifluoromethyl group, (c) a hydroxyl group in free form or esterified with an acid having 1 to 6 carbon atoms, or (d) a free carboxyl functional group or a carboxyl functional group esterified with a lower alcohol having 1 to 6 carbon atoms; R' is a hydroxyl group or an ester functional group of the formula: Where R 1 is a straight or branched, saturated or unsaturated aliphatic group having 1 to 18 carbon atoms, Preferably, the β-hydroxy acid is selected from salicylic acid, 5-n-octanoyl salicylic acid, 5-n-decanoyl salicylic acid, 5-n-dodecanoyl salicylic acid, 5-n-heptyl salicylic acid, 4-n-heptyl salicylic acid and combinations thereof. More preferably, the beta-hydroxy acid is salicylic acid.

7. The composition according to any one of claims 1 to 6, wherein the β-hydroxy acid is present in an amount ranging from 0.3% to 20% by weight, preferably from 0.5% to 10% by weight, more preferably from 1% to 5% by weight, relative to the total weight of the composition.

8. A composition according to any one of claims 1 to 7, wherein the piroctone compound comprises a structure defined by formula (III): wherein R2 is selected from C1-C17 alkyl and C2-C17 alkenyl, R3 is selected from C1-4 alkyl, C2-4 alkenyl or alkynyl, hydrogen, phenyl or benzyl, and M 1 is selected from hydrogen, monoethanolamine (MEA), diethanolamine (DEA) or triethanolamine (TEA), Preferably, R2 is (CH 3 ) 3 CCH 2 CH(CH 3 )CH 2 -, R3 is methyl, and M 1 It is hydrogen or MEA.

9. A composition according to any one of claims 1 to 8, wherein the piroctone compound is present in an amount ranging from 0.1 wt % to 10 wt %, preferably from 0.3 wt % to 5 wt %, more preferably from 0.5 wt % to 2 wt %, relative to the total weight of the composition.

10. The composition according to any one of claims 1 to 9, wherein the α-olefin sulfonate is selected from linear α-olefin sulfonates of formula (A): R-CH 2 -CH=CH-(CH 2 )n-SO 3 M in - R is a saturated straight-chain hydrocarbon group containing 4 to 30 carbon atoms, in particular 6 to 20 carbon atoms, or even 8 to 18 carbon atoms and still better still 10 to 14 carbon atoms; - n is an integer between 0 and 10, preferably between 1 and 4, and still more preferably n=1; - M is a cosmetically acceptable cation, in particular chosen from ammonium cations, cations derived from alkali metals or alkaline earth metals, cations derived from organic amines such as alkanolamines; preferably those derived from alkali metals; and in particular Na + or K + .

11. The composition of claim 10, wherein the α-olefin sulfonate is selected from those of the formula: in - R is a saturated straight-chain hydrocarbon group containing 4 to 20 carbon atoms, in particular 6 to 18 carbon atoms, or even 8 to 14 carbon atoms and still better still 10 to 12 carbon atoms; - M is a cosmetically acceptable cation, in particular chosen from ammonium cations, cations derived from alkali metals or alkaline earth metals, cations derived from organic amines such as alkanolamines; preferably those derived from alkali metals or alkaline earth metals; and still more preferably Na + or K + .

12. The composition according to any one of claims 1 to 11, wherein the α-olefin sulfonate is present in an amount ranging from 0.1 wt% to 20 wt%, preferably from 0.3 wt% to 15 wt%, more preferably from 0.5 wt% to 10 wt%, most preferably from 0.5 wt% to 3 wt%, relative to the total weight of the composition.

13. The composition according to any one of claims 1 to 12, wherein the pH of the composition is from 2 to 6.5, preferably from 3.5 to 4.

5.

14. The composition according to claim 1, comprising, relative to the total weight of the composition: a) 10 to 20% by weight of at least one anionic surfactant; b) 2 to 10 wt% of lactic acid and 1 to 5 wt% of at least one β-hydroxy acid selected from the group consisting of salicylic acid, 5-n-octanoyl salicylic acid, 5-n-decanoyl salicylic acid, 5-n-dodecanoyl salicylic acid, 5-n-heptyloxy salicylic acid, 4-n-heptyloxy salicylic acid, and combinations thereof; c) 0.5% to 2% by weight of piroctone olamine; and d) 0.5% to 3% by weight of at least one α-olefin sulfonate of the following formula: in: - R is a saturated straight-chain hydrocarbon group containing 4 to 20 carbon atoms, in particular 6 to 18 carbon atoms, or even 8 to 14 carbon atoms and still better still 10 to 12 carbon atoms; -M+ is selected from Na + or K + , The pH of the composition is between 3.5 and 4.

5.

15. The composition of any one of claims 1-14 which is free of silicon.

16. A method for cleansing hair comprising applying to the hair a composition according to any one of claims 1 to 15 and subsequently rinsing the hair with water after any exposure period.

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