Patent Description:
<NUM>-Hydroxy-<NUM>-methyl-<NUM>-(<NUM>,<NUM>,<NUM>-trimethylpentyl)-<NUM>-pyridone monoethanolamine salt, a <NUM>-pyridinol-N-oxide material, is an anti-dandruff active used in shampoos, conditioners, and other treatments.

<CIT> refers to detergent composition containing pyridinol-N-oxide compounds and being substantially free of bleach.

<CIT> is about cosmetic preparation containing <NUM>-(tert-butyl)-<NUM>'-methoxydibenzoylmethane and at least two additives selected from the group consisting of the compounds cellulose gum, iminodisuccinate, <NUM>-hydroxy-<NUM>-methyl-<NUM>-(<NUM>,<NUM>,<NUM>-trimethylpentyl)- <NUM>(<NUM>)-pyridone (piroctone) and diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP.

<CIT> sets out detergent compositions containing an anionic surfactant, an antibacterial agent and a glyceryl ether having a C<NUM>-<NUM> alkyl or alkenyl group.

Surprisingly, iron salt impurities can reduce the efficacy of <NUM>-pyridinol-N-oxide materials. Therefore, there is a need to develop products that mitigate this phenomenon and provide higher efficacy. In the present invention it has been found that select iron chelators and <NUM>-pyridinol-N-oxide materials provide significantly higher levels of anti-fungal activity than <NUM>-pyridinol-N-oxide alone. More importantly and surprisingly and since some iron chelators show anti-fungal activity per se, said combinations of <NUM>-pyridinol-N-oxide and certain iron chelators show anti-fungal activity significantly higher than the sum of anti-fungal activities of the components themselves. By utilizing <NUM>-pyridinol-N-oxide materials in combination with select iron chelators, the present invention delivers compositions and products with superior anti-dandruff performance.

The present invention is directed to a hair care composition as recited in the claims comprising an effective amount of a <NUM>-pyridinol-N-oxide material, an effective amount of an iron chelator; wherein the combination of the iron chelator and the <NUM>-pyridinol-N-oxide material provides high anti-fungal efficacy.

While the specification concludes with claims which particularly point out and distinctly claim the invention, it is believed the present invention will be better understood from the following description.

The present invention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well any of the additional or optional ingredients, components, or limitations described herein.

All percentages, parts and ratios are based upon the total weight of the compositions of the present invention, unless otherwise specified. All such weights as they pertain to listed ingredients are based on the active level and, therefore do not include carriers or by-products that may be included in commercially available materials.

The components and/or steps, including those which may optionally be added, of the various embodiments of the present invention, are described in detail below.

All ratios are weight ratios unless specifically stated otherwise.

All temperatures are in degrees Celsius, unless specifically stated otherwise.

Except as otherwise noted, all amounts including quantities, percentages, portions, and proportions, are understood to be modified by the word "about", and amounts are not intended to indicate significant digits.

Except as otherwise noted, the articles "a", "an", and "the" mean "one or more".

Herein, "comprising" means that other steps and other ingredients which do not affect the end result can be added. The compositions and methods/processes of the present invention can comprise, consist of, and consist essentially of the essential elements and limitations of the invention described herein, as well as any of the additional or optional ingredients, components, steps, or limitations described herein.

Herein, "effective" means an amount of a subject active high enough to provide a significant positive modification of the condition to be treated. An effective amount of the subject active will vary with the particular condition being treated, the severity of the condition, the duration of the treatment, the nature of concurrent treatment, and like factors.

Herein, "hair care compositions" means products for and/or methods relating to treating hair (human, dog, and/or cat), including, bleaching, coloring, dyeing, conditioning, growing, removing, retarding growth, shampooing, styling; and products and/or methods relating to orally administered materials for enhancing the appearance of hair (human, dog, and/or cat.

The term "<NUM>-pyridinol-N-oxide material" encompasses materials that include the unsubstituted <NUM>-pyridinol-N-oxide, substituted <NUM>-pyridinol-N-oxide and their salts and tautomeric structures.

The iron chelator comprises a chelator selected from the group consisting of diethylenetriaminepentaacetic acid (DTPA), Diethylenetriaminepentakis (methylenephosphonic acid) (DTPMP), Desferrioxamine and mixtures thereof. The present invention contains from <NUM>% to <NUM>% by weight of an iron chelator, and alternatively from <NUM>% to <NUM>%.

<NUM>-Pyridinol-N-oxide materials suitable for use in this invention include a substituted or unsubstituted <NUM>-pyridinol-N-oxide material or a salt thereof. The <NUM>-pyridinol-N-oxide material comprises <NUM>-Hydroxy-<NUM>-methyl-<NUM>-(<NUM>,<NUM>,<NUM>-trimethylpentyl)-<NUM>-pyridone monoethanolamine salt.

In the present invention, the hair care composition may contain from <NUM>% to <NUM>% of a substituted or unsubstituted <NUM>-pyridinol N-oxide material. Alternatively, the hair care composition may contain from <NUM>% to <NUM>% of a substituted or unsubstituted <NUM>-pyridinol N-oxide material. Alternatively, the hair care composition may contain from <NUM>% to <NUM>% of a substituted or unsubstituted <NUM>-pyridinol N-oxide material.

The minimum inhibitory concentration (MIC) is the inhibitor concentration that causes growth inhibition so that the culture optical density less than or equal to <NUM>/<NUM> (<NUM>%) of the culture optical density of the untreated control.

To measure the growth inhibition properties of test materials against Malassezia, the following protocol is followed. The Malassezia furfur is cultured in <NUM> M. Dixon medium (per one liter: <NUM> malt extract (Difco <NUM>-<NUM>), <NUM> ox bile (Fluka <NUM>), <NUM> Tween <NUM> (Aldrich <NUM>-<NUM>), <NUM> peptone (Difco <NUM>-<NUM>), <NUM> oleic acid (Baker <NUM>-<NUM>), and <NUM> glycerol (Sigma G-<NUM>. The pH is adjusted to <NUM> using 1N HCl. The media is autoclaved.

Starting cultures are prepared by incubating freezer stocks with shaking at <NUM>. The inoculum of Malassezia cells is <NUM> x10<NUM> cfu/ml. Cells are incubated at <NUM> for two days. After the two day incubation optical density is read and background subtracted. MIC values are determined by averaging the results from two replicate experiments.

A Modified Fractional Inhibitory Concentration (MFIC) is used to determine the combinatorial effects of two chemicals on anti-Malassezia activity in a tissue culture setting. MFIC is a measure of the anti-Malassezia activity of concentrations of a substituted or unsubstituted <NUM>-pyridinol-N-oxide material that are less than the substituted or unsubstituted <NUM>-pyridinol-N-oxide material's MIC, in combination with other materials.

A lower MFIC value indicates a higher level of efficacy for a combination of materials. The MFIC value of <NUM>-hydroxy-<NUM>-methyl-<NUM>-(<NUM>,<NUM>,<NUM>-trimethylpentyl)-<NUM>-pyridone monoethanolamine salt in combination with EDTA is greater than <NUM> ppm, indicating this combination has a low level of efficacy.

The strength of the association between a ligand and metal, in this case iron, can be termed iron affinity. A high iron binding affinity is required for chelators to effectively compete with iron salt impurities that reduce the efficacy of <NUM>-pyridinol-N-oxide materials.

Affinity between a metal (M) and ligand (L) can be measured by the stepwise association constant, K<NUM> which describes the following equilibrium: <MAT>.

The affinity constant is conveniently expressed as the logarithm (log K<NUM>) and the larger the magnitude of this number, the stronger the association between the metal (iron ions in this case) and ligand.

In the present invention, the hair care composition may contain an iron chelator which has a log K<NUM> greater than <NUM>. Alternatively, the hair care composition may contain an iron chelator which has a log K<NUM> greater than <NUM>.

The hair care composition of the present invention may be a shampoo, a rinse-off hair conditioner or a leave-on treatment.

The hair care composition of the present invention can be a shampoo. The shampoo composition delivers consumer desired shampooing in addition to scalp anti-dandruff efficacy benefit.

The shampoo composition may comprise from <NUM> wt% to <NUM> wt%, alternatively, from <NUM> wt% to <NUM> wt%, alternatively from <NUM>% to <NUM>% of a substituted or unsubstituted <NUM>-pyridinol-N-oxide material in an aqueous carrier. The shampoo composition may also comprise from <NUM> wt% to <NUM> wt%, alternatively from <NUM>% to <NUM>% of a chelator.

After applying to the hair a shampoo composition as described herein, the shampoo is rinsed from the hair using water.

The shampoo composition may comprise one or more detersive surfactants, which provides cleaning performance to the composition. The one or more detersive surfactants in turn may comprise an anionic surfactant, amphoteric or zwitterionic surfactants, or mixtures thereof. Various examples and descriptions of detersive surfactants are set forth in <CIT>; <CIT>; and <CIT>.

The concentration of the detersive surfactant component in the shampoo composition should be sufficient to provide the desired cleaning and lather performance, and generally ranges from <NUM> wt% to <NUM> wt%, from <NUM> wt% to <NUM> wt%, from <NUM> wt% to <NUM> wt%, from <NUM> wt% to <NUM> wt%, <NUM> wt%, <NUM> wt%, <NUM> wt%, <NUM> wt%, <NUM> wt%, <NUM> wt%, or <NUM> wt%.

Anionic surfactants suitable for use in the compositions are the alkyl and alkyl ether sulfates. Other suitable anionic surfactants are the water-soluble salts of organic, sulfuric acid reaction products. Still other suitable anionic surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide. Other similar anionic surfactants are described in <CIT>; <CIT>; and <CIT>.

Exemplary anionic surfactants for use in the shampoo composition include ammonium lauryl sulfate, ammonium laureth sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauric monoglyceride sodium sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfate, potassium laureth sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, potassium cocoyl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate, triethanolamine lauryl sulfate, monoethanolamine cocoyl sulfate, monoethanolamine lauryl sulfate, sodium tridecyl benzene sulfonate, sodium dodecyl benzene sulfonate, sodium cocoyl isethionate and combinations thereof. Alternatively, the anionic surfactant is sodium lauryl sulfate or sodium laureth sulfate.

Suitable amphoteric or zwitterionic surfactants for use in the shampoo composition herein include those which are known for use in shampoo or other personal care cleansing. Concentrations of such amphoteric surfactants range from <NUM> wt% to <NUM> wt%, and from <NUM> wt% to <NUM> wt%. Non limiting examples of suitable zwitterionic or amphoteric surfactants are described in <CIT> and <CIT>,.

Amphoteric detersive surfactants suitable for use in the shampoo composition include those surfactants broadly described as derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight or branched chain and wherein one of the aliphatic substituents contains from <NUM> to <NUM> carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate. Exemplary amphoteric detersive surfactants for use in the present shampoo composition include cocoamphoacetate, cocoamphodiacetate, lauroamphoacetate, lauroamphodiacetate, and mixtures thereof.

Zwitterionic detersive surfactants suitable for use in the shampoo composition include those surfactants broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium materials, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains from <NUM> to <NUM> carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate or phosphonate. Alternatively, zwitterionics such as betaines are selected.

Non limiting examples of other anionic, zwitterionic, amphoteric or optional additional surfactants suitable for use in the shampoo composition are described in <NPL>. , and <CIT>, <CIT>;<CIT>; <CIT>.

The shampoo composition may also comprise a shampoo gel network, an aqueous carrier, and other additional ingredients described herein.

The shampoo composition comprises a first aqueous carrier. Accordingly, the formulations of the shampoo composition can be in the form of pourable liquids (under ambient conditions). Such compositions will therefore typically comprise a first aqueous carrier, which is present at a level of at least <NUM> wt%, from <NUM> wt% to <NUM> wt%, or from <NUM> wt% to <NUM> wt%. The first aqueous carrier may comprise water, or a miscible mixture of water and organic solvent, and in one aspect may comprise water with minimal or no significant concentrations of organic solvent, except as otherwise incidentally incorporated into the composition as minor ingredients of other components.

The first aqueous carriers useful in the shampoo composition include water and water solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful herein are monohydric alcohols having <NUM> to <NUM> carbons, in one aspect, ethanol and isopropanol. The polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.

The shampoo composition described herein may comprise a shampoo gel network. The shampoo gel network comprises (i) from <NUM>% to <NUM>% of one or more fatty alcohols, alternatively, from <NUM>% to <NUM>%, alternatively, from <NUM>% to <NUM>%, alternatively, from <NUM>% to <NUM>%, by weight of the shampoo gel network; (ii) from <NUM>% to <NUM>% of one or more shampoo gel network surfactants, by weight of the shampoo gel network; and (iii) from <NUM>% to <NUM>% of an aqueous carrier, alternatively, from <NUM>% to <NUM>% by weight of the shampoo gel network.

The fatty alcohols useful herein are those having from <NUM> to <NUM> carbon atoms, from <NUM> to <NUM> carbon atoms, from <NUM> to <NUM> carbon atoms, or <NUM> to <NUM> carbon atoms. These fatty alcohols can be straight or branched chain alcohols and can be saturated or unsaturated. Nonlimiting examples of fatty alcohols include, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. Mixtures of cetyl and stearyl alcohol in a ratio of from <NUM>:<NUM> to <NUM>:<NUM> are suitable.

The shampoo gel network surfactants may be any of the detersive surfactants described in section "A" herein.

The aqueous carrier may comprise water, or a miscible mixture of water and organic solvent, and in one aspect may comprise water with minimal or no significant concentrations of organic solvent, except as otherwise incidentally incorporated into the composition as minor ingredients of other components.

The aqueous carrier useful herein includes water and water solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful herein are monohydric alcohols having <NUM> to <NUM> carbons, in one aspect, ethanol and isopropanol. Exemplary polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.

Hair conditioners are typically applied on hair after rinsing the shampoo composition from the hair. The conditioner composition described herein delivers consumer desired hair conditioning in addition to anti-dandruff benefits.

The conditioner composition comprises from <NUM> wt% to <NUM> wt%, alternatively, from <NUM> wt% to <NUM> wt%, alternatively, from <NUM>% to <NUM>% of a <NUM>-pyridinol-N-oxide material in an aqueous carrier. The conditioner composition also comprises alternatively, from <NUM> wt% to <NUM> wt%, alternatively, from <NUM>% to <NUM>% of a chelator. The conditioner composition described herein may also comprise a conditioner gel matrix comprising (<NUM>) one or more high melting point fatty materials, (<NUM>) a cationic surfactant system, and (<NUM>) a second aqueous carrier. After applying to the hair a conditioner composition, the conditioner is rinsed from the hair using water.

The conditioner gel matrix of the conditioner composition includes a cationic surfactant system. The cationic surfactant system can be one cationic surfactant or a mixture of two or more cationic surfactants. The cationic surfactant system can be selected from: mono-long alkyl quaternized ammonium salt; a combination of mono-long alkyl quaternized ammonium salt and di-long alkyl quaternized ammonium salt; mono-long alkyl amidoamine salt; a combination of mono-long alkyl amidoamine salt and di-long alkyl quaternized ammonium salt, a combination of mono-long alkyl amindoamine salt and mono-long alkyl quaternized ammonium salt.

The cationic surfactant system can be included in the composition at a level by weight of from <NUM>% to <NUM>%, from <NUM>% to <NUM>%, from <NUM> % to <NUM>%, and from <NUM>% to <NUM>%.

The monoalkyl quaternized ammonium salt cationic surfactants useful herein are those having one long alkyl chain which has <NUM> carbon atoms and alternatively, a C22 alkyl group. The remaining groups attached to nitrogen are independently selected from an alkyl group of from <NUM> to <NUM> carbon atoms; or an aryl group; or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, or alkylaryl group having up to <NUM> carbon atoms.

Mono-long alkyl quaternized ammonium salts useful herein are those having the formula (I):
<CHM>
wherein one of R<NUM>, R<NUM>, R<NUM> and R<NUM> is selected from an alkyl group of <NUM> carbon atoms or an aromatic group; or an aryl group; or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, or alkylaryl group having up to <NUM> carbon atoms; the remainder of R<NUM>, R<NUM>, R<NUM> and R<NUM> are independently selected from an alkyl group of from <NUM> to <NUM> carbon atoms; or an aryl group; or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, or alkylaryl group having up to <NUM> carbon atoms; and X- is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals. The alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups. The longer chain alkyl groups, e.g., those of <NUM> carbons, or higher, can be saturated or unsaturated. One of R<NUM>, R<NUM>, R<NUM> and R<NUM> can be selected from an alkyl group of <NUM> carbon atoms, the remainder of R<NUM>, R<NUM>, R<NUM> and R<NUM> are independently selected from CH<NUM>, C<NUM>H<NUM>, C<NUM>H<NUM>OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH<NUM>OSO<NUM>, C<NUM>H<NUM>OSO<NUM>, and mixtures thereof.

Nonlimiting examples of such mono-long alkyl quaternized ammonium salt cationic surfactants include: behenyl trimethyl ammonium salt.

Mono-long alkyl amines are also suitable as cationic surfactants. Primary, secondary, and tertiary fatty amines are useful. Particularly useful are tertiary amido amines having an alkyl group of <NUM> carbons. Exemplary tertiary amido amines include: behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine. Useful amines in the present invention are disclosed in <CIT> These amines can also be used in combination with acids such as ℓ-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, ℓ-glutamic hydrochloride, maleic acid, and mixtures thereof; alternatively, L-glutamic acid, lactic acid, and/or citric acid. The amines herein can be partially neutralized with any of the acids at a molar ratio of the amine to the acid of from <NUM> : <NUM> to <NUM> : <NUM>, and/or from <NUM> : <NUM> to <NUM> : <NUM>.

Di-long alkyl quaternized ammonium salt can be combined with a mono-long alkyl quaternized ammonium salt or mono-long alkyl amidoamine salt. It is believed that such combination can provide easy-to rinse feel, compared to single use of a monoalkyl quaternized ammonium salt or mono-long alkyl amidoamine salt. In such combination with a mono-long alkyl quaternized ammonium salt or mono-long alkyl amidoamine salt, the di-long alkyl quaternized ammonium salts are used at a level such that the wt% of the dialkyl quaternized ammonium salt in the cationic surfactant system is in the range of from <NUM>% to <NUM>%, and/or from <NUM>% to <NUM>%.

The di-long alkyl quaternized ammonium salt cationic surfactants useful herein are those having two long alkyl chains having <NUM> carbon atoms. The remaining groups attached to nitrogen are independently selected from an alkyl group of from <NUM> to <NUM> carbon atoms; or an aryl group; or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, or alkylaryl group having up to <NUM> carbon atoms.

Di-long alkyl quaternized ammonium salts useful herein are those having the formula (II):
<CHM>
wherein two of R<NUM>, R<NUM>, R<NUM> and R<NUM> is selected from an alkyl group of from <NUM> carbon atoms; or an aromatic group; or an aryl group; or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to <NUM> carbon atoms; the remainder of R<NUM>, R<NUM>, R<NUM> and R<NUM> are independently selected from an alkyl group of from <NUM> to <NUM> carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to <NUM> carbon atoms; and X- is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals. The alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups. The longer chain alkyl groups, e.g., those of <NUM> carbons, or higher, can be saturated or unsaturated. One of R<NUM>, R<NUM>, R<NUM> and R<NUM> can be selected from an alkyl group of from <NUM> carbon atoms, the remainder of R<NUM>, R<NUM>, R<NUM> and R<NUM> are independently selected from CH<NUM>, C<NUM>H<NUM>, C<NUM>H<NUM>OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH<NUM>OSO<NUM>, C<NUM>H<NUM>OSO<NUM>, and mixtures thereof.

Such dialkyl quaternized ammonium salt cationic surfactants include, for example, dialkyl (C22) dimethyl ammonium chloride, ditallow alkyl dimethyl ammonium chloride, dihydrogenated tallow alkyl dimethyl ammonium chloride. Such dialkyl quaternized ammonium salt cationic surfactants also include, for example, asymmetric dialkyl quaternized ammonium salt cationic surfactants.

The conditioner gel matrix of the conditioner composition includes one or more high melting point fatty compounds. The high melting point fatty compounds useful herein may have a melting point of <NUM> or higher, and is selected from the group consisting of fatty alcohols, fatty acids, and mixtures thereof. Further, it is understood by the artisan that, depending on the number and position of double bonds, and length and position of the branches, certain compounds having certain carbon atoms may have a melting point of less than <NUM>. Such compounds of low melting point are not intended to be included in this section. Nonlimiting examples of the high melting point compounds are found in<NPL>, and <NPL>.

Among a variety of high melting point fatty compounds, fatty alcohols are suitable for use in the conditioner composition. The fatty alcohols useful herein are those having from <NUM> to <NUM> carbon atoms, from <NUM> to <NUM> carbon atoms. These fatty alcohols are saturated and can be straight or branched chain alcohols. Suitable fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.

High melting point fatty compounds of a single compound of high purity can be used. Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol can also be used. By "pure" herein, what is meant is that the compound has a purity of at least <NUM>%, and/or at least <NUM>%. These single compounds of high purity provide good rinsability from the hair when the consumer rinses off the composition.

The high melting point fatty compound can be included in the conditioner composition at a level of from <NUM>% to <NUM>%, alternatively, from <NUM>% to <NUM>%, alternatively, from <NUM>% to <NUM>% by weight of the composition, in view of providing improved conditioning benefits such as slippery feel during the application to wet hair, softness and moisturized feel on dry hair.

The conditioner gel matrix of the conditioner composition includes a second aqueous carrier. Accordingly, the formulations of the conditioner composition can be in the form of pourable liquids (under ambient conditions). Such compositions will therefore typically comprise a second aqueous carrier, which is present at a level of from <NUM> wt% to <NUM> wt%, or from <NUM> wt% to <NUM> wt%. The second aqueous carrier may comprise water, or a miscible mixture of water and organic solvent, and in one aspect may comprise water with minimal or no significant concentrations of organic solvent, except as otherwise incidentally incorporated into the composition as minor ingredients of other components.

The second aqueous carriers useful in the conditioner composition include water and water solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful herein are monohydric alcohols having <NUM> to <NUM> carbons, in one aspect, ethanol and isopropanol. The polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.

The hair care composition of the present invention can be a leave-on treatment. The leave-on treatment composition delivers consumer desired hair conditioning or styling benefit in addition to scalp anti-dandruff efficacy benefit.

The leave-on treatment described herein comprises from <NUM> wt% to <NUM> wt%, alternatively, from <NUM> wt% to <NUM> wt%, alternatively, from <NUM>% to <NUM>% of a <NUM>-pyridinol-N-oxide material in an aqueous or a non-aqueous carrier. The leave-on treatment composition also comprises from <NUM> wt% to <NUM> wt%, alternatively, from <NUM>% to <NUM>% of the chelator. The leave-on treatment may also comprise (<NUM>) one or more rheology modifiers.

The leave-on treatment may comprise an aqueous carrier. Accordingly, the formulations of the leave-on treatment can be in the form of pourable liquids (under ambient conditions). Such compositions will therefore typically comprise an aqueous carrier, which is present at a level of at least <NUM> wt%, from <NUM> wt% to <NUM> wt%, or from <NUM> wt% to <NUM> wt%. The aqueous carrier may comprise water, or a miscible mixture of water and organic solvent, and in one aspect may comprise water with minimal or no significant concentrations of organic solvent, except as otherwise incidentally incorporated into the composition as minor ingredients of other components. The aqueous carriers useful in the leave-on treatment include water and water solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful herein are monohydric alcohols having <NUM> to <NUM> carbons, in one aspect, ethanol and isopropanol. The polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.

The hair care compositions mentioned above may also contain one or more rheology modifier/thickener to adjust the rheological characteristics of the composition for better feel, in-use properties and the suspending stability of the composition. For example, the rheological properties are adjusted so that the composition remains uniform during its storage and transportation and it does not drip undesirably onto other areas of the body, clothing or home furnishings during its use. Any suitable rheology modifier can be used. Alternatively, the leave-on treatment may comprise from <NUM>% to <NUM>% of a rheology modifier, alternatively, from <NUM>% to <NUM>% of a rheology modifier.

The one or more rheology modifier may be selected from the group consisting of polyacrylamide thickeners, cationically modified polysaccharides, associative thickeners, and mixtures thereof. Associative thickeners include a variety of material classes such as, for example: hydrophobically modified cellulose derivatives; hydrophobically modified alkoxylated urethane polymers, such as PEG-<NUM>/decyl alcohol/SMDI copolymer, PEG-<NUM>/stearyl alcohol/SMDI copolymer, polyurethane-<NUM>; hydrophobically modified, alkali swellable emulsions, such as hydrophobically modified polypolyacrylates, hydrophobically modified polyacrylic acids, and hydrophobically modified polyacrylamides; hydrophobically modified polyethers. These materials may have a hydrophobe that can be selected from cetyl, stearyl, oleayl, and combinations thereof, and a hydrophilic portion of repeating ethylene oxide groups with repeat units from <NUM>-<NUM>, alternatively, from <NUM>-<NUM>, and alternatively, from <NUM>-<NUM>. Examples of this class include PEG-<NUM>-methylglucose dioleate, PEG-(<NUM> or <NUM>) sorbitan tetraoleate, PEG-<NUM> pentaerythrityl tetrastearate, PEG-<NUM> propylene glycol oleate, PEG-<NUM> distearate.

Non-limiting examples of additional rheology modifiers include acrylamide/ammonium acrylate copolymer (and)polyisobutene (and) polysorbate <NUM>; acrylamide/sodium acryloyldimethyl taurate copolymer/ isohexadecane/ polysorbate <NUM>; acrylates copolymer; acrylates/beheneth-<NUM> methacrylate copolymer; acrylates/C10-C30 alkyl acrylate crosspolymer; acrylates/steareth-<NUM> itaconate copolymer; ammonium polyacrylate/Isohexadecane/PEG-<NUM> castor oil; C12-<NUM> alkyl PEG-<NUM> hydroxypropyl hydroxyethyl ethylcellulose (HM-EHEC); carbomer; crosslinked polyvinylpyrrolidone (PVP); dibenzylidene sorbitol; hydroxyethyl ethylcellulose (EHEC); hydroxypropyl methylcellulose (HPMC); hydroxypropyl methylcellulose (HPMC); hydroxypropylcellulose (HPC); methylcellulose (MC); methylhydroxyethyl cellulose (MEHEC); PEG-<NUM>/decyl alcohol/SMDI copolymer; PEG-<NUM>/stearyl alcohol/SMDI copolymer; polyacrylamide/C13-<NUM> isoparaffin/laureth-<NUM>; polyacrylate <NUM>/polyisobutene/polysorbate <NUM>; polyacrylate crosspolymer-<NUM>; polyamide-<NUM>; polyquaternium-<NUM> (and) hydrogenated polydecene (and) trideceth-<NUM>; polyurethane-<NUM>; sodium acrylate/acryloyldimethyltaurate/dimethylacrylamide; crosspolymer (and) isohexadecane (and) polysorbate <NUM>; sodium polyacrylate. Exemplary commercially-available rheology modifiers include ACULYN™ <NUM>, Klucel M CS, Klucel H CS, Klucel G CS, SYLVACLEAR AF1900V, SYLVACLEAR PA1200V, Benecel E10M, Benecel K35M, Optasense RMC70, ACULYN™<NUM>, ACULYN™<NUM>, ACULYN™<NUM>, ACULYN™<NUM>, Carbopol Ultrez <NUM>, Carbopol Ultrez <NUM>, Carbopol Ultrez <NUM>, Carbopol <NUM>, Sepigel™ <NUM>, Simulgel™<NUM>, Sepimax Zen, and/or combinations thereof. A non-exclusive list of suitable thickeners for use herein include xanthan, guar, hydroxypropyl guar, scleroglucan, methyl cellulose, ethyl cellulose (commercially available as Aquacote (Registered trademark), hydroxyethyl cellulose (Natrosol (Registered trademark), carboxymethyl cellulose, hydroxypropylmethyl cellulose, microcrystalline cellulose, hydroxybutylmethyl cellulose, hydroxypropyl cellulose (Klucel (Registered trademark), hydroxyethyl ethyl cellulose, cetyl hydroxyethyl cellulose (Natrosol (Registered trademark Plus <NUM>), N-vinylpyrollidone (Povidone (Registered trademark), Acrylates / Ceteth-<NUM> Itaconate Copolymer (Structure (Registered trademark <NUM>), hydroxypropyl starch phosphate (Structure (Registered trademark ZEA), polyethoxylated urethanes or polycarbamyl polyglycol ester (e.g. PEG-<NUM>/Decyl/SMDI copolymer = Aculyn (Registered trademark <NUM>, PEG-<NUM>/Stearyl/SMDI copolymer = Aculyn <NUM> (Registered trademark ), trihydroxystearin (Thixcin (Registered trademark) acrylates copolymer (e.g. Aculyn (Registered trademark <NUM>) or hydrophobically modified acrylate copolymers (e.g. Acrylates / Steareth-<NUM> Methacrylate Copolymer = Aculyn (Registered trademark <NUM>), and fatty alcohols, such as cetyl and stearyl alcohol, and combinations thereof.

The hair care compositions mentioned above may also comprise one or more pH adjusting material. The compositions may have a pH in the range from <NUM> to <NUM>, at <NUM>. Alternatively, the shampoo composition, rinse-off conditioner composition, and/or leave-on treatment may have a pH in the range of from <NUM> to alternatively, from <NUM> to <NUM>, alternatively, from <NUM> to <NUM>.

The hair care compositions mentioned above may further comprise one or more pH buffering agent. Suitable buffering agents are well known in the art and include for example ammonia/ammonium acetate mixture and monoethanolamine (MEA). Alternatively, the shampoo composition and/or rinse-off conditioner composition may comprise citric acid, wherein the citric acid acts as a buffer.

The shampoo composition, conditioner compositions, and/or leave-on treatments described herein may optionally comprise one or more additional components known for use in hair care or personal care products, provided that the additional components are physically and chemically compatible with the essential components described herein, or do not otherwise unduly impair product stability, aesthetics or performance. Such additional components are most typically those described in reference books such as the<NPL>. Individual concentrations of such additional components may range from <NUM> wt% to <NUM> wt% by weight of the hair care compositions.

Non-limiting examples of additional components for use in the hair care compositions include conditioning agents, natural cationic deposition polymers, synthetic cationic deposition polymers, other anti-dandruff agents, particles, suspending agents, paraffinic hydrocarbons, propellants, viscosity modifiers, dyes, non-volatile solvents or diluents (water-soluble and water-insoluble), pearlescent aids, foam boosters, additional surfactants or nonionic cosurfactants, pediculocides, pH adjusting agents, perfumes, preservatives, proteins, skin active agents, sunscreens, UV absorbers, and vitamins.

The hair care compositions may comprise one or more conditioning agents. Conditioning agents include materials that are used to give a particular conditioning benefit to hair. The conditioning agents useful in the hair care compositions of the present invention typically comprise a water-insoluble, water-dispersible, non-volatile, liquid that forms emulsified, liquid particles. Suitable conditioning agents for use in the hair care composition are those conditioning agents characterized generally as silicones , organic conditioning oils or combinations thereof, or those conditioning agents which otherwise form liquid, dispersed particles in the aqueous surfactant matrix.

One or more conditioning agents are present from <NUM> wt% to <NUM> wt%, from <NUM> wt% to <NUM> wt%, and from <NUM> wt% to <NUM> wt%, by weight of the composition.

The compositions of the present invention may contain one or more silicone conditioning agents. Examples of the silicones include dimethicones, dimethiconols, cyclic silicones, methylphenyl polysiloxane, and modified silicones with various functional groups such as amino groups, quaternary ammonium salt groups, aliphatic groups, alcohol groups, carboxylic acid groups, ether groups, epoxy groups, sugar or polysaccharide groups, fluorine-modified alkyl groups, alkoxy groups, or combinations of such groups. Such silicones may be soluble or insoluble in the aqueous (or non-aqueous) product carrier. In the case of insoluble liquid silicones, the polymer can be in an emulsified form with droplet size of <NUM> to <NUM> micrometers Organic Conditioning Materials.

The conditioning agent of the compositions of the present invention may also comprise at least one organic conditioning material such as oil or wax, either alone or in combination with other conditioning agents, such as the silicones described above. The organic material can be nonpolymeric, oligomeric or polymeric. It may be in the form of oil or wax and may be added in the formulation neat or in a pre-emulsified form. Some non-limiting examples of organic conditioning materials include, but are not limited to: i) hydrocarbon oils; ii) polyolefins, iii) fatty esters, iv) fluorinated conditioning compounds, v) fatty alcohols, vi) alkyl glucosides and alkyl glucoside derivatives; vii) quaternary ammonium compounds; viii) polyethylene glycols and polypropylene glycols having a molecular weight of up to <NUM>,<NUM>,<NUM> including those with CTFA names PEG-<NUM><NUM>, PEG-<NUM>, PEG-<NUM>, PEG-<NUM>, PEG-<NUM>, PEG-<NUM>, PEG-<NUM>, PEG-<NUM> and mixtures thereof.

The hair care composition may further comprise one or more additional benefit agents. The benefit agents comprise a material selected from the group consisting of anti-dandruff agents, anti-fungal agents, anti-itch agents, anti-bacterial agents, anti-microbial agents, moisturization agents, anti-oxidants, vitamins, lipid soluble vitamins, perfumes, brighteners, enzymes, sensates, attractants, dyes, pigments, bleaches, and mixtures thereof.

The hair care composition may further comprise one or more additional anti-dandruff active agents may be present in the hair care composition and may include climbazole, ketoconazole, itraconazole, econazole, elubiol and combinations thereof.

The hair care compositions of the present invention may be presented in typical hair care formulations. They may be in the form of solutions, dispersion, emulsions, powders, talcs, encapsulated, spheres, spongers, solid dosage forms, foams, and other delivery mechanisms. The compositions of the present invention may be hair tonics, leave-on hair products such as treatment, and styling products, rinse-off hair products such as shampoos, and treatment products; and any other form that may be applied to hair.

The hair care compositions may be provided in the form of a porous, dissolvable solid structure, such as those disclosed in <CIT>; and <CIT>. Accordingly, the hair care compositions comprise a chelator, a buffer system comprising an organic acid, from <NUM>% to <NUM>% surfactant; from <NUM>% to <NUM>% water soluble polymer; and optionally, from <NUM>% to <NUM>% plasticizer; such that the hair care composition is in the form of a flexible porous dissolvable solid structure, wherein said structure has a Percent open cell content of from <NUM>% to <NUM>%.

The hair care compositions may be in the form of a porous dissolvable solid structure comprising a chelator; a buffer system comprising an organic acid from <NUM>% to <NUM>% surfactant; wherein said surfactant has an average ethoxylate/alkyl ratio of from <NUM> to <NUM>; from <NUM>% to <NUM>% water soluble polymer; and from <NUM>% to <NUM>% plasticizer; and wherein said article has a density of from <NUM>/cm<NUM> to <NUM>/cm<NUM>.

The hair care compositions may be in the form of a viscous liquid comprising a chelator; a buffer system comprising an organic acid from <NUM>-<NUM>% surfactant and a polycarboxylate rheology modifier; wherein the polycarboxylate is specifically chosen to be effective at the high electrolyte levels resulting from the incorporation of the key buffer system and chelator used for this invention. Non-limiting examples include acrylates/C10-C30 alkyl acrylate crosspolymers such as Carbopol EDT2020, <NUM>,<NUM>, etc. from Lubrizol. Rheology benefits of these actives in our embodiments include stability, ease of dispensing, smoothness of spreading, etc..

The hair care compositions are generally prepared by conventional methods such as are known in the art of making the compositions. Such methods typically involve mixing of the ingredients in one or more steps to a relatively uniform state, with or without heating, cooling, application of vacuum, and the like. The compositions are prepared such as to optimize stability (physical stability, chemical stability, photostability) and/or delivery of the active materials. The hair care composition may be in a single phase or a single product, or the hair care composition may be in a separate phases or separate products. If two products are used, the products may be used together, at the same time or sequentially. Sequential use may occur in a short period of time, such as immediately after the use of one product, or it may occur over a period of hours or days.

The following examples illustrate embodiments of the invention described herein. The exemplified oxidative dyeing, rinse-off conditioner, and shampoo compositions can be prepared by conventional formulation and mixing techniques. All parts, percentages, and ratios herein are by weight unless otherwise specified. Some components may come from suppliers as dilute solutions. The amount stated reflects the weight percent of the active material, unless otherwise specified.

Shampoo Examples <NUM> and <NUM> are not within the scope of the invention.

The shampoo gel network may be formed by combining fatty alcohols and surfactants in the ratio of <NUM>:<NUM> to <NUM>:<NUM>, alternatively, from <NUM>:<NUM> to <NUM>:<NUM>, alternatively, from <NUM>:<NUM> to <NUM>:<NUM>. The formation of a shampoo gel network involves heating a dispersion of the fatty alcohol in water with the surfactant to a temperature above the melting point of the fatty alcohol. During the mixing process, the fatty alcohol melts, allowing the surfactant to partition into the fatty alcohol droplets. The surfactant brings water along with it into the fatty alcohol. This changes the isotropic fatty alcohol drops into liquid crystalline phase drops. When the mixture is cooled below the chain melt temperature, the liquid crystal phase is converted into a solid crystalline gel network.

Claim 1:
A hair care composition comprising:
a) from <NUM>% to <NUM>% by weight of a substituted or unsubstituted <NUM>-pyridinol-N-oxide material, preferably from <NUM>% to <NUM>% preferably from <NUM>% to <NUM>%, wherein said substituted or unsubstituted <NUM>-pyridinol-N-oxide material comprises <NUM>-hydroxy-<NUM>-methyl-<NUM>-(<NUM>,<NUM>,<NUM>-trimethylpentyl)-<NUM>-pyridone monoethanolamine salt;
b) from <NUM>% to <NUM>% by weight of an iron chelator, preferably from <NUM>% to <NUM>%, wherein the combination of the iron chelator and the substituted or unsubstituted <NUM>-pyridinol-N-oxide material has a modified fractional inhibitor concentration of less than or equal to <NUM> ppm, preferably less than or equal to <NUM> ppm, preferably less than or equal to <NUM> ppm, preferably less than or equal to <NUM> ppm,
wherein the iron chelator comprises a chelator selected from the group consisting of diethylenetriaminepentaacetic acid (DTPA), Diethylenetriaminepentakis (methylenephosphonic acid) (DTPMP), Desferrioxamine and mixtures thereof;
c) from <NUM>%to <NUM>% by weight aqueous carrier.