阅读说明：本技术 包含吡啶硫酮的抗头皮屑毛发护理组合物 (Anti-dandruff hair care compositions comprising pyrithione ) 是由 陈国强 M·J·霍普特罗夫 吉承栋 苗苗 于 2018-03-22 设计创作，主要内容包括：本发明涉及一种毛发护理组合物,更特别地涉及一种洗去型组合物,特别优选是洗发剂或调理剂,其提供期望的抗头皮屑功效,且在使用过程中活性物质在毛发/头皮上的稳定性增强。公开的是一种毛发护理组合物,其包含：(i)0.01-3重量％的吡啶硫酮锌；(ii)1-5重量％的氨基酸；和(iii)0.1-5重量％的另外的锌化合物。(The present invention relates to a hair care composition, more particularly to a rinse-off composition, particularly preferably a shampoo or conditioner, which provides the desired anti-dandruff effect with increased stability of the active on the hair/scalp during use. Disclosed is a hair care composition comprising: (i)0.01-3 wt% of zinc pyrithione; (ii) 1-5% by weight of an amino acid; and (iii)0.1 to 5% by weight of a further zinc compound.)

1. a hair care composition comprising:

(i)0.01-3 wt% of zinc pyrithione;

(ii) 1-5% by weight of an amino acid; and

(iii) 0.1-5% by weight of an additional zinc compound.

2. The composition of claim 1, wherein the amino acid is selected from the group consisting of histidine, arginine, glutamine, phenylalanine, proline, serine, tryptophan, and tyrosine.

3. The composition of claim 1 or 2, wherein the zinc compound is selected from zinc oxide, zinc acetate, zinc chloride, zinc citrate or zinc carbonate.

4. The composition of any one of the preceding claims, further comprising a surfactant.

5. The composition of claim 4, wherein the surfactant is an anionic surfactant or a cationic surfactant.

6. The composition of claim 5, wherein the anionic surfactant is an alkyl sulfate and/or an ethoxylated alkyl sulfate surfactant.

7. The composition of claim 6, further comprising a betaine surfactant.

8. The composition of claim 6 or 7, wherein the composition is a shampoo.

9. The composition of claim 5, wherein the cationic surfactant is selected from stearamidopropyl dimethyl amine, behenyl trimethyl ammonium chloride or stearyl trimethyl ammonium chloride.

10. The composition of claim 9, further comprising 0.5-10 wt.% of a fatty alcohol.

11. The composition of claim 9 or 10, wherein the composition is a hair conditioner.

12. A method of maximizing stability of a zinc-based anti-dandruff agent on the scalp with uniform stability characteristics, the method comprising the steps of: applying the composition of any of the preceding claims to a desired surface and then rinsing the surface with water.

Technical Field

The present invention relates to a hair care composition which provides the desired anti-dandruff efficacy, while the active has an optimal stability on the hair/scalp to ensure maximum anti-dandruff efficacy. The composition may be delivered as a rinse-off composition such as a shampoo or hair conditioner.

Background

Hair care compositions typically provide cleansing or conditioning benefits or a combination of both. Such compositions typically comprise one or more cleansing surfactants, which typically aid in cleansing the hair and/or scalp without undesirable soils, particulates and fatty materials. Conditioning benefits are obtained by including one or more conditioning agents in the hair care composition. Conditioning benefits are delivered by depositing oily materials on the hair resulting in a film formation, which makes the hair easier to comb when wet and easier to manage when dry.

Additionally, there has been provided by hair care compositions, by both shampoos and by hair conditionersAnti-dandruff benefits. Dandruff is a problem affecting many people worldwide. This condition is manifested as shedding of dead skin cell mass from the scalp. These are white and provide an aesthetically unpleasing appearance. It is believed that one factor that causes dandruff is certain members of the malassezia yeasts. Such products need to function as hair cleansing shampoos or as hair conditioners while mitigating the adverse effects of dandruff. Typical anti-dandruff agents used for hair care are metal pyrithione, such as Zinc Pyrithione (ZPTO), (Piroctone Olamine ), azole antimicrobials (e.g. climbazole), selenium sulphide and combinations thereof.

Many current anti-dandruff hair care products comprise a zinc-based anti-dandruff agent, such as zinc pyrithione (ZPTO, which is a particulate agent). The dissolved intact ZPTO molecule was found to be the only biologically active form of ZPTO. When using hair care products with zinc-based anti-dandruff agents, such as ZPTO, there are so-called ZPTO dissociation and photo-oxidation problems, where the stability of the biological active is impaired by the formation of zinc salts that can reduce the anti-dandruff efficacy. US20040213751a1(2004, P & G) discloses a composition comprising: a) an effective amount of pyrithione or a polyvalent metal salt of pyrithione; b) an effective amount of a zinc-containing layered material that provides a reinforcement factor (augmentation factor) greater than 1.

The present invention relates to the utilization of ZPTO in hair care products and to improve the stability of biological actives. The present inventors, in identifying stabilizers that protect the dissolved intact ZPTO molecule from photo-oxidation and dissociation, have identified specific combinations of amino acids and selective zinc compounds that can be used to inhibit the photo-oxidation and dissociation of ZPTO and further enhance the stability of the ZPTO bioactives. Shampoos containing ZPTO and a zinc compound are already on the market. They usually combine ZPTO with zinc sulphate and amino acids, which are usually contained in very low concentrations. The inventors have found that when the amino acid is comprised in 1-5 wt%, a synergistic effect can be obtained with the zinc compound comprised in 0.1-5 wt% for improving the stability of the ZPTO bioactives.

WO14124066a1(P & G) discloses hair care compositions comprising cationic polymers and anionic particles for improved anionic particle deposition.

WO14124068a1(P & G) discloses a method of providing cleansing to the hair and/or scalp by applying a hair care composition comprising a cationic surfactant, a high melting point fatty compound, a metal pyrithione and a metal salt other than metal pyrithione, e.g., to provide hair volume and/or to provide less greasiness to the hair and/or scalp. The addition of metal salts to the metal pyrithione-containing conditioner composition provides improved cleansing of the hair and/or scalp.

WO03088965a1(P & G) discloses a method of delivering excess zinc to eukaryotic cells to inhibit cellular metabolism, the method comprising treating the cells with a zinc ionophore material capable of delivering zinc ions across the cell membrane, wherein the zinc ionophore material is combined with a zinc containing material, and further wherein the intracellular zinc content is increased more than 1.5 fold compared to that which occurs in the absence of the zinc ionophore material.

US5227156B1(Amway Corp) discloses an antidandruff shampoo containing a thiazolinone preservative and pyrithione. The activity of the preservative is maintained by the addition of a stabilizer comprising a zinc compound.

It is therefore an object of the present invention to enhance the stability of zinc-based anti-dandruff bioactives.

Disclosure of Invention

According to a first aspect of the present invention, there is provided a hair care composition comprising:

(i)0.01-3 wt% of zinc pyrithione;

(ii) 1-5% by weight of an amino acid; and

(iii) 0.1-5% by weight of an additional zinc compound.

According to a second aspect of the present invention there is provided a method of maximising the active stability of zinc pyrithione to provide enhanced anti-dandruff benefits to the desired scalp surface, the method comprising the steps of: the composition of the first aspect is applied to a desired surface and the surface is then rinsed with water.

Detailed Description

These and other aspects, features and advantages will become apparent to those of ordinary skill in the art from a reading of the following detailed description and the appended claims. For the avoidance of doubt, any feature of one aspect of the invention may be used in any other aspect of the invention. The word "comprising" is intended to mean "including", but not necessarily "consisting of. In other words, the listed steps or options need not be exhaustive. It should be noted that the examples given in the following description are intended to illustrate the present invention, and are not intended to limit the present invention to these examples per se. Similarly, all percentages are weight/weight percentages unless otherwise indicated. Except in the operating and comparative examples, or where otherwise explicitly indicated, all numbers in this description and in the claims indicating amounts of material or conditions of reaction, physical properties of materials and/or use are to be understood as modified by the word "about". Numerical ranges expressed as "x to y" are understood to include x and y. When multiple preferred ranges are described in the form of "x to y" for a particular feature, it is to be understood that all ranges combining the different endpoints are also contemplated. In other words, any particular upper limit value may be associated with any particular lower limit value when specifying any range of values.

The disclosure of the invention as found herein is to be considered to cover all embodiments as found in the claims as being multiply dependent upon each other, irrespective of whether the claims may be found without such multiple dependencies or redundancies.

Where features relating to a particular aspect of the invention, for example a composition of the invention, are disclosed, such disclosure is also deemed applicable to any other aspect of the invention, for example a method of the invention, mutatis mutandis.

As used herein, "hair care composition" is meant to include compositions for topical application to mammalian, especially human, hair and/or scalp. Such compositions can be generally classified as leave-on or rinse-off and include any product that is applied to the human body to likewise improve appearance, cleansing, odor control, or general aesthetics. The compositions of the present invention may be in the form of a liquid, lotion, cream, foam, scrub, gel or strip. Non-limiting examples of such compositions include leave-on hair lotions, creams, and rinse-off shampoos, conditioners, body washes or toilet soaps. The compositions of the present invention are preferably rinse-off compositions, particularly preferably shampoos or conditioners.

The present invention relates to a hair care composition comprising 0.01 to 3% of zinc pyrithione; 1 to 5% amino acids; and 0.1 to 5% of an additional zinc compound.

Zinc pyrithione belongs to the insoluble metal pyrithione class and can be represented by the following general formula:

where M is a polyvalent metal ion and n corresponds to the valence of M. In the present invention, M corresponds to zinc and n has a value of 2.

The zinc pyrithione may be in any particulate form suitable for use in compositions for topical application. For example, zinc pyrithione may be in the form of amorphous or crystalline particles having a range of different particle sizes. The zinc pyrithione may be, for example, in the form of particles having a size distribution wherein at least about 90% of the particles have a size of at most 100 microns, more preferably at most 50 microns, even more preferably at most 10 microns, most preferably 5 microns or less.

various methods for preparing fine particles of metal pyrithione are described, for example, in EP-A-0173259. Suitable methods for determining particle size are described in this document. The insoluble metal pyrithione may consist of one particle form or two or more different particle forms.

other suitable particulate forms of zinc pyrithione include flakes and acicular particles. Flakes of zinc pyrithione are described in EP- ｃA-0034385, the content of which is incorporated herein by reference. The acicular particles are preferably of the type described in WO99/66886, the contents of which are incorporated herein by reference. For acicular particles, preferably at least 50% by number of the particles are acicular particles having a length between 1 μm and 50 μm.

The amount of zinc pyrithione incorporated into the composition may depend on the type of composition and the exact nature of the materials used. The amount of zinc pyrithione is from 0.01 to 3% by weight of the total composition, preferably from about 0.01 to 1.5%, more preferably from 0.05 to 1.5% by weight of the total composition.

The amino acids according to the invention are selected from a wide variety of amino acids suitable for use in combination with the essential elements of the invention. Suitable amino acids include arginine, histidine, lysine, cysteine, glutamine, glutamic acid, phenylalanine, proline, tryptophan, tyrosine, isoleucine, leucine, methionine, serine and valine, and/or precursors and derivatives thereof. The amino acids may be added individually, in mixtures, or in the form of peptides, such as di-and tripeptides. Amino acids may also be added in the form of protein hydrolysates, such as keratin or collagen hydrolysates.

Preferably, the amino acid according to the invention is selected from arginine, histidine, glutamine, phenylalanine, proline, serine, tryptophan and tyrosine and mixtures thereof. The most suitable amino acids for use according to the invention are arginine, histidine and proline.

the amount of amino acid introduced into the composition may depend on the amount of zinc-based anti-dandruff agent used. The amount of amino acid is 1-5% by weight of the total composition.

The composition according to the invention comprises a further zinc compound. The presence of a zinc compound in the composition is believed to have the ability to synergistically stabilize ZPTO bioactives in the presence of amino acids. Thus, as a first essential component, compounds, especially salts, are needed that deliver zinc ions. The term "zinc ion" refers to the zinc atom portion of a molecule of a zinc compound in a solid or undissociated state, capable of being dissociated into simple or complex zinc ions, particularly when dispersed in an aqueous medium. Examples of compounds that can be used are zinc oxide and zinc salts of the following inorganic ions: borate, bromate, carbonate, hexafluorosilicate, pyrophosphate, silicate, sulfate, and titanate. Specific examples include, but are not limited to, zinc oxide, zinc acetate, zinc chloride, zinc citrate, and carbonates.

The amount of zinc compound incorporated into the composition may depend on the amount of zinc-based anti-dandruff agent used and the type of composition. Preferred amounts of zinc compound are from 0.1 to 5%, more preferably from 1 to 5% by weight of the total composition.

According to a particularly preferred aspect of the invention, the composition is a shampoo or a conditioner.

the compositions of the present invention, particularly shampoos, are preferably formulated with anionic surfactants such as alkyl sulfate and/or ethoxylated alkyl sulfate surfactants. These anionic surfactants are preferably present in an amount of from 2 to 16%, more preferably from 3 to 16% by weight of the composition. Preferred alkyl sulfates are C8-18 alkyl sulfates, more preferably C12-18 alkyl sulfates, preferably in the form of salts with solubilizing cations such as sodium, potassium, ammonium or substituted ammonium. Examples are Sodium Lauryl Sulfate (SLS) or Sodium Dodecyl Sulfate (SDS).

Preferred alkyl ether sulfates are those having the formula: RO (CH)₂CH₂O)_nSO₃M；

Wherein R is an alkyl or alkenyl group having 8 to 18 (preferably 12 to 18) carbon atoms; n is a number having an average value of more than at least 0.5, preferably between 1 and 3, more preferably between 2 and 3; m is a solubilizing cation, such as sodium, potassium, ammonium or substituted ammonium. An example is Sodium Lauryl Ether Sulfate (SLES).

Preferred ethoxylated alkyl sulfate anionic surfactants are Sodium Lauryl Ether Sulfate (SLES) having an average degree of ethoxylation of from 0.5 to 3, preferably from 1 to 3.

The composition according to the invention optionally and preferably additionally comprises betaine surfactants. In a preferred embodiment, the composition comprises from 0.1 to 10 wt%, preferably from 0.5 to 8 wt%, more preferably from 1 to 5 wt% of a betaine surfactant, preferably an alkylamidopropyl betaine, such as cocamidopropyl betaine.

Shampoo compositions according to the invention may comprise one or more anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.

Examples of further suitable anionic cleansing surfactants are alkylaryl sulphonates, alkyl succinates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates and alkyl ether carboxylic acids and their salts, especially their sodium, magnesium, ammonium and mono-, di-and triethanolamine salts. The alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16, carbon atoms and may be unsaturated. The alkyl ether sulfosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule.

Typical anionic cleansing surfactants for use in the shampoo compositions of the present invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, sodium lauryl ether sulphosuccinate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, lauryl ether carboxylic acid and sodium N-lauryl sarcosinate.

Suitable preferred additional anionic cleansing surfactants are sodium lauryl ether sulphosuccinate (n) EO (where n is from 1 to 3), lauryl ether carboxylic acid (n) EO (where n is from 10 to 20).

Mixtures of any of the above anionic cleansing surfactants may also be suitable.

If added, the total amount of anionic cleansing surfactant in the shampoo compositions of the present invention may generally range from 0.5 to 45 wt%, preferably from 1.5 to 35 wt%, more preferably from 5 to 20 wt%, based on the total weight of the composition, based on the total weight of anionic cleansing surfactant.

The hair conditioning composition comprises a conditioning surfactant selected from cationic surfactants, used alone or in admixture. Preferably, the cationic surfactant hasFormula N⁺R¹R²R³R⁴Wherein R is¹，R²，R³And R⁴Independently is (C)₁To C₃₀) Alkyl or benzyl. Preferably, R¹，R²，R³And R⁴One, two or three of are independently (C)₄To C₃₀) Alkyl, and the other one or more R¹，R²，R³And R⁴The group is (C)₁to C₆) Alkyl or benzyl. More preferably, R¹，R²，R³And R⁴Is independently (C)₆To C₃₀) Alkyl, and other R¹，R²，R³And R⁴The group is (C)₁To C₆) Alkyl or benzyl. Optionally, the alkyl group may contain one or more ester (-OCO-or-COO-) and/or ether (-O-) linkages within the alkyl chain. Alkyl groups may be optionally substituted with one or more hydroxyl groups. The alkyl group may be linear or branched, and may be cyclic for alkyl groups having 3 or more carbon atoms. The alkyl group may be saturated or may contain one or more carbon-carbon double bonds (e.g., oleyl). The alkyl group is optionally ethoxylated on the alkyl chain with one or more ethyleneoxy groups.

Suitable cationic surfactants for use in conditioner compositions according to the invention include cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride, tetraethylammonium chloride, octyltrimethylammonium chloride, dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyldimethylammonium chloride, stearyldimethylbenzylammonium chloride, didodecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, tallow trimethylammonium chloride, dihydrogenated tallow dimethylammonium chloride (e.g., Arquad 2HT/75, from akzo nobel), cocotrimethylammonium chloride, PEG-2-oleylammonium chloride, and the corresponding hydroxides. Additional suitable cationic surfactants include those materials having the CTFA names Quaternium-5, Quaternium-31, and Quaternium-18. Mixtures of any of the above materials may also be suitable. A particularly useful cationic surfactant for use in the conditioner according to the invention is cetyltrimethylammonium chloride, commercially available, for example, as GENAMIN CTAC from hoechst celanese. Another particularly useful cationic surfactant for use in the conditioner according to the invention is behenyltrimethylammonium chloride, commercially available, for example, as GENAMIN KDMP from Clariant. Yet another preferred cationic surfactant is stearamidopropyl dimethylamine.

The most preferred cationic surfactants for use in the compositions are stearamidopropyl dimethylamine, behenyl trimethyl ammonium chloride or stearyl trimethyl ammonium chloride. In the conditioning agents of the present invention, the cationic surfactant is generally present at a level of from 0.1 to 5%, preferably from 0.5 to 2.5% by weight of the composition.

The hair conditioning composition of the present invention may preferably additionally comprise a fatty alcohol. The combined use of fatty alcohol and cationic surfactant in the conditioning composition is believed to be particularly advantageous as this results in the formation of a lamellar phase in which the cationic surfactant is dispersed.

Representative fatty alcohols contain from 8 to 22 carbon atoms, more preferably from 16 to 22 carbon atoms. Fatty alcohols are generally compounds containing straight chain alkyl groups. Examples of suitable fatty alcohols include cetyl alcohol, stearyl alcohol, and mixtures thereof. The use of these materials is also advantageous because they contribute to the overall conditioning performance of the compositions of the present invention.

The level of fatty alcohol in the conditioning agents of the invention is generally from 0.5 to 10%, preferably from 0.1 to 8%, more preferably from 0.2 to 7%, most preferably from 0.3 to 6% by weight of the composition. The weight ratio of cationic surfactant to fatty alcohol is suitably from 1:1 to 1:10, more preferably from 1:1.5 to 1:8, optimally from 1:2 to 1: 5.

According to another aspect of the present invention, there is provided a method of maximizing the stability of zinc pyrithione on the scalp with uniform stability characteristics, the method comprising the steps of: the compositions of the present invention are applied to the desired scalp surface and the surface is then rinsed with water. The method is preferably used for non-therapeutic benefits.

The invention will now be illustrated with reference to the following non-limiting examples.