Hair care composition comprising a malodor reducing material

The hair care composition effectively reduces malodor and dandruff using malodor-reducing substances and sulfur, addressing fragrance interference and cosmetic issues in existing technologies.

JP2026012350APending Publication Date: 2026-01-23PROCTER & GAMBLE CO
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Patent Information

Application Number
JP2025183708
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2020-12-04
Filing Date
2025-10-30
Publication Date
2026-01-23

AI Technical Summary

Technical Problem

Current malodor control technologies in unscented or lightly scented hair care products are ineffective in reducing malodors without masking fragrances, leading to consumer skepticism, and sulfur-based preparations cause undesirable odors and cosmetic issues.

Method used

A hair care composition containing 0.1% to 2% malodor-reducing substances, 0.01% to 10% sulfur, and 0.1% to 40% surfactant, which effectively reduces malodor perception without altering fragrances and addresses dandruff conditions.

Benefits of technology

The composition provides broad malodor control without fragrance interference and offers effective dandruff relief, enhancing consumer satisfaction and product usability.

✦ Generated by Eureka AI based on patent content.

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Abstract

Highly undesirable cosmetic properties may cause consumers to want to avoid formulations of sulfur and other sulfur sources, thus making it difficult to follow product usage and, as a result, consumers often fail to find complete relief from dandruff conditions.SOLUTION: The present invention discloses a hair care composition comprising, based on the total weight of the composition: a) a total of from about 0.1% to about 2% of a perfume comprising one or more malodor reducing materials, wherein the perfume comprises from about 0.0001% to about 2% by weight of the one or more malodor reducing materials; b) from about 0.01% to about 10% of a scalp active selected from the group consisting of sulfur and mixtures thereof; and c) from about 0.1% to about 40% of a surfactant.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to hair care compositions comprising a malodor-reducing composition, and methods of making and using such hair care compositions. [Background technology]

[0002] Unscented or lightly scented products are desired by consumers because they may be perceived as more natural and less obtrusive than stronger scented products. Manufacturers of unscented or lightly scented products that control malodors rely on malodor-reducing ingredients or other techniques (e.g., filters) to reduce the malodor. However, malodors such as amine-based malodors (e.g., fish and urine), thiol- and sulfide-based malodors (e.g., garlic and onion), C2-C3 12 Carboxylic acid malodors (e.g., body and pet odors), indole malodors (e.g., feces and breath), short-chain aliphatic aldehyde malodors (e.g., grease), and geosmin malodors (e.g., mold / mildew) are difficult to effectively control, and the time it takes for a product to significantly reduce the malodor can lead to consumer skepticism about the product's effectiveness against the malodor. Manufacturers often incorporate pleasant-smelling fragrances to mask these troublesome malodors.

[0003] Unfortunately, malodor control technologies typically mask malodors with stronger fragrances, thereby interfering with the fragrance of the perfumed or unscented areas treated with the malodor control technology. Thus, the limited nature of current malodor control technologies is extremely restrictive. Therefore, there is a need for broader malodor control technologies to enable the perfume industry to provide desired levels of properties in more situations / applications. Surprisingly, applicants have recognized that in order to achieve the desired goal, malodor control technologies must not only block malodor access to receptor cells, but also leave such receptor cells open to other molecules, such as fragrance molecules. Thus, hair care compositions containing the malodor control technology disclosed herein enable malodor control without leaving behind undesirable fragrances, and when fragrances are used to scent such compositions, such fragrances are not unduly altered by the malodor control technology.

[0004] Sulfur-containing antifungal hair and scalp care compositions offer some of the most effective protection from and relief from dandruff conditions. Traditionally, sulfur and other sulfur-based preparations have resulted in products with a strong medicinal or pungent odor during use and throughout the day due to the sulfur compounds remaining on the hair and scalp and their interaction with the hair and skin. These highly undesirable cosmetic properties can lead consumers to avoid sulfur and other sulfur-based preparations, making product usage difficult to follow, and often resulting in consumers not finding complete relief from their dandruff condition. Summary of the Invention [Means for solving the problem]

[0005] The present invention is directed to a hair care composition comprising, based on the total weight of the composition: a) from about 0.1% to about 2% in total of a fragrance comprising one or more malodor-reducing materials, the fragrance comprising from about 0.0001% to about 2% by weight of the one or more malodor-reducing substances; b) from about 0.01% to about 10% of a scalp active selected from the group consisting of sulfur and mixtures thereof; and c) from about 0.1% to about 40% of a surfactant. DETAILED DESCRIPTION OF THE INVENTION

[0006] definition "Hair care compositions" as defined herein can include shampoos, conditioners and leave-on treatments.

[0007] By "rinse-off" it is meant that the intended use of the product includes application to the hair followed by rinsing and / or wiping of the product from the skin and / or hair within a few seconds to a few minutes of this application step.

[0008] "STnS" refers to sodium trideceth(n) sulfate, where n can define the average number of moles of ethoxylate per molecule.

[0009] As used herein, "MORV" is the calculated malodor reduction value for a substance of interest. The MORV of a substance indicates the ability of such material to reduce the detection or even eliminate the perception of one or more malodors. For purposes of this application, the MORV of a substance is calculated according to the method found in the Test Methods section of this application.

[0010] As used herein, "malodor" means a compound that is generally unpleasant or objectionable to most people, such as the complex odor associated with bowel movements.

[0011] As used herein, the term "odor-blocking" refers to the ability of a compound to dull the perception of malodors.

[0012] As used herein, the term "fragrance" does not include malodor-reducing substances. Thus, the fragrance portion of a composition does not include malodor-reducing substances (e.g., malodor-reducing substances as described herein) that are found in the composition when the perfume's composition is determined. Simply put, if the malodor reduction value "MORV" of a substance is within the MORV range referred to in this claim, then such substance is a malodor-reducing substance for purposes of this claim.

[0013] As used herein, PRM is an abbreviation for perfume raw material.

[0014] As used herein, the terms "a" and "an" mean "at least one."

[0015] As used herein, the terms "include," "includes," and "including" are meant to be non-limiting.

[0016] Unless otherwise noted, all component or composition levels refer to the active portion of that component or composition and exclude impurities, e.g., residual solvents or by-products, that may be present in commercial sources of such component or composition.

[0017] All percentages and ratios are calculated by weight unless otherwise indicated. All percentages and ratios are calculated based on the total composition unless otherwise indicated.

[0018] It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification is intended to include every higher numerical limitation, as if such higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly written herein.

[0019] Hair care composition The rinse-off hair care composition can be provided in a variety of forms, for example, the hair care composition can be in liquid form, such as a shampoo or a conditioning shampoo.

[0020] Hair care compositions can include fragrance materials. Many consumers prefer hair care compositions that consistently provide a desired scent or odor that can be perceived each time the product is used. Fragrance materials can provide these hair care compositions with a desired scent or odor. These fragrance (i.e., fragrance) materials can include perfumes, perfume raw materials, and fragrance delivery systems. The present invention may have a total of about 0.1% to about 2% of a perfume containing one or more malodor-reducing substances, a total of about 0.5% to about 1.5% of a perfume containing one or more malodor-reducing substances, a total of about 0.8% to about 1.2% of a perfume containing one or more malodor-reducing substances, or a total of about 0.85% to about 1.0% of a perfume containing one or more malodor-reducing substances.

[0021] Odor-reducing substances A non-limiting set of suitable malodor reducing substances is provided in the table below: In the present invention, the malodor reducing substance may be selected from one or more perfume raw materials.

[0022] [Table 1-1]

[0023] [Table 1-2]

[0024] [Table 1-3]

[0025] [Table 1-4]

[0026] [Table 2-1]

[0027] [Table 2-2]

[0028] [Table 2-3]

[0029] [Table 2-4]

[0030] [Table 3]

[0031] The materials in Tables 1-7 may be sourced from one or more of, but not limited to, the following: Firmenich Inc. (Plainsboro NJ USA), International Flavor and Fragrance Inc. (New York, NY USA), Takasago Corp. (Teterboro, NJ, USA), Symrise Inc. (Teterboro, NJ, USA); Sigma-Aldrich / SAFC Inc. (Carlsbad, CA USA), V. Mane Fils (620, Route de Grasse 06620 Le-Bar-Sur-Loup France), and Bedoukian Research Inc. (Danbury, CT USA).

[0032] In one embodiment of the hair care composition, the composition comprises one or more perfume ingredients.

[0033] In one aspect of the hair care composition, the composition comprises, based on the total weight of the consumer product, a total of about 0.0001% to about 2% of one or more malodor-reducing substances, about 0.0001% to about 0.5% of one or more malodor-reducing substances, about 0.0002% to about 0.25% of a malodor-reducing substance, and about 3% to 30% of a surfactant, and optionally a micellar and / or lamellar phase.

[0034] In one embodiment of the hair care composition, the composition comprises from about 0.1% to about 50% in total of materials selected from structuring agents, humectants, fatty acids, inorganic salts, antimicrobial agents, antimicrobial actives, and mixtures thereof, based on the total weight of the consumer product.

[0035] In one aspect of the hair care composition, the composition comprises an adjunct ingredient selected from the group consisting of clay mineral powders, pearlescent pigments, organic powders, emulsifiers, partitioning agents, pharmaceutical active agents, topical active agents, preservatives, surfactants, and mixtures thereof.

[0036] Disclosed is a method for controlling malodor comprising contacting an area containing malodor and / or an area expected to emit malodor with a hair care composition selected from the group consisting of the hair care compositions disclosed herein.

[0037] In one aspect of the method, the site comprises hair, and the contacting step comprises contacting the malodor-containing hair with a sufficient amount of a hair care composition of the present invention to provide the hair with at least 0.0001 mg of malodor-reducing substance per hair or hair, optionally from about 0.0001 mg of malodor-reducing substance per hair to about 5 mg of malodor-reducing substance per hair, optionally from about 0.0002 mg of malodor-reducing substance per hair to about 2 mg of malodor-reducing substance per hair, and further optionally from about 0.002 mg of malodor-reducing substance per hair to about 0.5 mg of malodor-reducing substance per hair.

[0038] sulfur The hair care compositions of the present invention may contain sulfur. Sulfur suitable for use herein can be elemental sulfur in any form. At room temperature, sulfur exists primarily as orthorhombic crystals. The two most common methods for obtaining elemental sulfur are by precipitation from hydrogen sulfide derived from contaminants in sour gas using the Claus process, or by mining underground deposits using superheated water, known as the flash process. Other forms of sulfur, such as monoclinic crystalline sulfur, oligomeric sulfur, or polymeric sulfur, are common primary forms of elemental sulfur at certain elevated temperatures. At room temperature, these forms convert or revert to orthorhombic sulfur. Elemental sulfur may be physically mixed with protective colloids such as gum arabic, clay, wax, oil, activated carbon, zeolite, or silica, or with dispersing agents such as surfactants, or may have undergone processing steps to modify its particle size and other physical properties. Sulfur is commercially available in a variety of forms, including pellets, cakes, prills, colloidal, micronized, sublimated, precipitated, and commercially available powders.

[0039] The sulfur may have a particle size distribution with 90% of the particles (D90) between about 30 micrometers (μm) and about 250 micrometers (μm). The sulfur may have a particle size distribution with a D90 between about 30 micrometers (μm) and about 200 micrometers (μm). The sulfur may have a particle size distribution with a D90 between about 30 micrometers (μm) and about 150 micrometers (μm). The sulfur may have a particle size distribution with a D90 between about 30 micrometers (μm) and about 100 micrometers (μm).

[0040] The sulfur may have a particle size distribution where 50% of the particles (D50) are between about 5 micrometers (μm) and about 150 micrometers (μm). The sulfur may have a particle size distribution where D50 is between about 10 micrometers (μm) and about 100 micrometers (μm). The sulfur may have a particle size distribution where D50 is between about 15 micrometers (μm) and about 75 micrometers (μm). The sulfur may have a particle size distribution where D50 is between about 20 micrometers (μm) and about 50 micrometers (μm).

[0041] The sulfur may have a particle size distribution where 10% of the particles (D10) are from about 1 micrometer (μm) to about 25 micrometers (μm). The sulfur may have a particle size distribution where D10 is from about 5 micrometers (μm) to about 25 micrometers (μm). The sulfur may have a particle size distribution where D10 is from about 10 micrometers (μm) to about 25 micrometers (μm). The sulfur may have a particle size distribution where D10 is from about 18 micrometers (μm) to about 25 micrometers (μm).

[0042] Sulfur may be present in a D(90) / D(10) ratio of about 3 to about 100. Sulfur may be present in a D(90) / D(10) ratio of about 3 to about 50. Sulfur may be present in a D(90) / D(10) ratio of about 3 to about 10. Sulfur may be present in a D(90) / D(10) ratio of about 3 to about 4.

[0043] Sulfur may be present in an amount between about 0.01% and 10%, between about 0.1% and about 9%, between about 0.25% and 8%, between about 0.5% and 6%.

[0044] Auxiliary materials Although not required for purposes of the present invention, the non-limiting list of adjuvants exemplified below are suitable for use in the present compositions and may be desirable to incorporate in certain embodiments of the present invention, for example, to aid or enhance performance.

[0045] A variety of optional ingredients can also be added to the hair care composition, including, but not limited to, structuring agents, humectants, fatty acids, inorganic salts, and other antimicrobial agents or active agents.

[0046] The hair care composition can also include hydrophilic structuring agents, such as carbohydrate structuring agents and gums. Some suitable carbohydrate structuring agents include raw starches (corn, rice, potato, wheat, etc.) and pregelatinized starches. Some suitable gums include carrageenan and xanthan gum. The hair care composition can include from about 0.1% to about 30%, from about 2% to about 25%, or from about 4% to about 20% of the carbohydrate structuring agent, by weight of the hair care composition.

[0047] The hair care composition can optionally contain one or more humectants. Examples of such humectants include polyhydric alcohols. Furthermore, humectants such as glycerin can be included in the hair care composition as a result of production or as an additional component. For example, glycerin can be a by-product of the saponification of the hair care composition. The inclusion of an additional humectant can provide many benefits, such as improving the hardness of the hair care composition, reducing the water activity of the hair care composition, and reducing the rate of weight loss of the hair care composition over time due to water evaporation.

[0048] The hair care composition can include an inorganic salt. The inorganic salt can help maintain a specific water content or amount of the hair care composition and improve the hardness of the hair care composition. The inorganic salt can also help bind water in the hair care composition to prevent water loss by evaporation or other means. The hair care composition can optionally include from about 0.01% to about 15%, from about 1% to about 12%, or from about 2.5% to about 10.5% by weight of the hair care composition of the inorganic salt. Examples of suitable inorganic salts include magnesium nitrate, trimagnesium phosphate, calcium chloride, sodium carbonate, sodium aluminum sulfate, disodium phosphate, sodium polymetaphosphate, sodium magnesium succinate, sodium tripolyphosphate, aluminum sulfate, aluminum chloride, aluminum chlorohydrate, aluminum-zirconium trichlorohydrate, aluminum-zirconium trichlorohydrate glycine complex, zinc sulfate, ammonium chloride, ammonium phosphate, calcium acetate, calcium nitrate, calcium phosphate, calcium sulfate, ferric sulfate, magnesium chloride, magnesium sulfate, and tetrasodium pyrophosphate.

[0049] The hair care composition can include one or more additional antimicrobial agents, which can further enhance the antimicrobial efficacy of the hair care composition. The hair care composition can include, for example, from about 0.001% to about 2%, from about 0.01% to about 1.5%, or from about 0.1% to about 1% of the additional antimicrobial agent(s) by weight of the hair care composition. Examples of suitable antimicrobial agents include carbanilide, triclocarban (also known as trichlorocarbanilide), triclosan, halogenated diphenyl ether available from Ciba-Geigy as DP-300, hexachlorophene, 3,4,5-tribromosalicylanilide, and 2-pyridinethiol-1-oxide, salicylic acid, and salts of other organic acids. Other suitable antimicrobial agents are described in U.S. Patent No. 6,488,943.

[0050] scalp active substances In the present invention, the hair care composition may include a scalp activator, and the scalp activator may be an anti-dandruff active ingredient. The anti-dandruff active ingredient may be selected from the group consisting of pyridinethione salts, zinc carbonate, azoles such as ketoconazole, econazole, and elubiol, selenium sulfide, particulate sulfur, colloidal sulfur, keratolytic agents such as salicylic acid, and mixtures thereof. The anti-dandruff active ingredient may be anti-dandruff microparticles. The anti-dandruff microparticles are pyridinethione salts. Such anti-dandruff microparticles must be physically and chemically compatible with the components of the composition and must not unduly impair the stability, aesthetics, or performance of the product.

[0051] In the present invention, sulfur, or selenium sulfide, may be present in amounts of about 0.01% to 10%, about 0.1% to about 9%, about 0.25% to 8%, and about 0.5% to 6%.

[0052] Pyridinethione particles are a preferred particulate anti-dandruff active ingredient for use in the compositions of the present invention. In the present invention, the anti-dandruff active ingredient may be a 1-hydroxy-2-pyridinethione salt, in particulate form. In the present invention, the concentration of pyridinethione anti-dandruff particulates may range from about 0.01% to about 5%, or from about 0.1% to about 3%, or from about 0.1% to about 2% by weight of the composition. In the present invention, pyridinethione salts can be formed from heavy metals such as zinc, tin, cadmium, magnesium, aluminum, and zirconium, typically zinc, primarily zinc salts of 1-hydroxy-2-pyridinethione ("zinc pyridinethione" or "zinc pyridinethione, ZPT," also known as zinc pyrithione), typically 1-hydroxy-2-pyridinethione salts in platelet particle form. In the present invention, the 1-hydroxy-2-pyridinethione salts, which may be in the form of platelet particles, may have an average particle size of up to about 20 microns, or up to about 5 microns, or up to about 2.5 microns. Salts formed from other cations (e.g., sodium) may also be suitable. Pyridinethione anti-dandruff active ingredients are described, for example, in U.S. Patent Nos. 2,809,971, 3,236,733, 3,753,196, 3,761,418, 4,345,080, 4,323,683, 4,379,753, and 4,470,982.

[0053] In accordance with the present invention, the composition further comprises, in addition to the anti-dandruff active ingredient selected from polyvalent metal salts of pyrithione, one or more antifungal and / or antibacterial active ingredients. In the present invention, the antibacterial active ingredient may be coal tar, sulfur, charcoal, Whitfield's ointment, Castellani liniment, aluminum chloride, gentian violet, octopirox (piroctone olamine), ciclopirox olamine, undecylenic acid and its metal salts, potassium permanganate, selenium sulfide, sodium thiosulfate, propylene glycol, bitter orange oil, urea preparation, azoxystrobin, griseofulvin, 8-hydroxyquinoline citric acid, thiobendazole, thiocarbamate, haloprogin, polyene, hydroxypyridone, morpholine, benzylamine, allylamine (terbinafine, etc.), tea tree oil, clove leaf oil, coriander, palmarosa, berberine, thyme red, cinnamon bark oil, cinnamic aldehyde, citronellic acid, hinoki tol, ichthyol pale, Sensiva SC-50, Elestab HP-100, azelaic acid, lyticase, iodopropynyl butylcarbamate (IPBC), isothiazarinones such as octylisothiazarinone, azoles, and mixtures thereof. In the present invention, the antibacterial agent may be selected from the group consisting of itraconazole, ketoconazole, selenium sulfide, coal tar, and mixtures thereof.

[0054] In the present invention, the azole antibacterial agent may be an imidazole selected from the group consisting of benzimidazole, benzothiazole, bifonazole, butaconazole nitrate, climbazole, clotrimazole, cloconazole, eberconazole, econazole, elubiol, fenticonazole, fluconazole, flutimazole, isoconazole, ketoconazole, lanoconazole, metronidazole, miconazole, neticonazole, omoconazole, oxiconazole nitrate, sertaconazole, sulconazole nitrate, tioconazole, thiazole, and mixtures thereof, or the azole antibacterial agent may be a triazole selected from the group consisting of terconazole, itraconazole, and mixtures thereof. When present in the composition, the azole antibacterial active ingredient is present in an amount of about 0.01% to about 5%, or about 0.1% to about 3%, or about 0.3% to about 2% by weight of the total weight of the composition. In the present invention, the azole antibacterial active ingredient may be ketoconazole.In the present invention, the only antibacterial active ingredient may be ketoconazole.

[0055] The present invention may also include a combination of antibacterial active ingredients, which may be selected from the group consisting of octopirox and zinc pyrithione, pine tar and sulfur, salicylic acid and zinc pyrithione, salicylic acid and elubiol, zinc pyrithione and elubiol, zinc pyrithione and climbazole, octopirox and climbazole, salicylic acid and octopirox, and mixtures thereof.

[0056] In the present invention, the composition may comprise an effective amount of zinc-containing layered material, such as from about 0.001% to about 10%, or from about 0.01% to about 7%, or from about 0.1% to about 5% of the zinc-containing layered material by total weight of the composition.

[0057] Zinc-containing layered materials may be those in which crystal growth occurs primarily in two dimensions. It is customary to describe the layered structure not only as having all atoms incorporated into well-defined layers, but also as having ions or molecules between the layers, called gallery ions (A.F. Wells, "Structural Inorganic Chemistry," Clarendon Press, 1975). Zinc-containing layered materials (ZLMs) may incorporate zinc into the layers and / or as a component of the gallery ions. The following classifications of ZLMs represent relatively general examples of general categories and are not intended to be limiting with respect to the broader range of materials that fit this definition.

[0058] Many ZLMs occur naturally as minerals. In the present invention, the ZLM may be selected from the group consisting of hydrozincate (zinc carbonate hydroxide), basic zinc carbonate, hydrozincate (zinc copper carbonate hydroxide), zinc malachite (zinc copper carbonate hydroxide), and mixtures thereof. Related minerals containing zinc may also be included in the composition. Natural ZLMs may also exist in which anionic layer species, such as clay minerals (e.g., phyllosilicates), contain ion-exchanged zinc gallery ions. All of these natural materials may be synthetically obtained or formed in situ in the composition or during the manufacturing process.

[0059] Another general class of ZLMs, which are often, but not always, synthetic, are layered double hydroxides. In the present invention, ZLMs are those having the formula [M 2+ 1-x M 3+ x (OH)2] x+ A m- x / m nH2O (wherein divalent ions (M 2+) may be a layered double hydroxide conforming to (Crepaldi, EL, Pava, PC, Tronto, J, Valim, JB J. Colloid Interfac. Sci. 2002, 248, 429-42), in which some or all of the ions are zinc ions.

[0060] Another class of ZLMs, called hydroxy double salts, can also be prepared (Morioka, H., Tagaya, H., Karasu, M., Kadokawa, J., Chiba, K. Inorg. Chem. 1999, 38, 4211-6). In the present invention, ZLMs are those having the formula [M 2+ 1-x M 2+ 1+x (OH) 3(1-y) ] + A n- (1=3y) / n nH2O (wherein two metal ions (M 2+ ) may be the same or different) and may be a hydroxy double salt corresponding to ). When the metal ion is the same and is represented by zinc, the formula is simplified to [Zn 1+x (OH)2] 2x+ 2x A - ·nH2O. This latter formula represents materials such as zinc hydroxychloride and zinc hydroxynitrate (where x=0.4). In the present invention, ZLM can be zinc hydroxychloride and / or zinc hydroxynitrate. This also relates to zinc hydroxylates in which a divalent anion replaces a monovalent anion. These materials can also be formed in situ in the composition or during the manufacturing process.

[0061] In the present invention, the composition may contain basic zinc carbonate. Commercial sources of basic zinc carbonate include basic zinc carbonate (Cater Chemicals, Bensenville, IL, USA), zinc carbonate (Shepherd Chemicals, Norwood, OH, USA), zinc carbonate (CPS Union Corp., New York, NY, USA), zinc carbonate (Elementis Pigments, Durham, UK), and zinc carbonate AC (Bruggemann Chemical, Newtown Square, PA, USA). Basic zinc carbonate, sometimes commercially referred to as "zinc carbonate," "zinc carbonate base," or "zinc hydroxycarbonate," is a synthetic product made from materials similar to natural zinc oxide. While the ideal stoichiometry is represented by Zn5(OH)6(CO3)2, the actual stoichiometric ratio may vary slightly, and other impurities may be incorporated into the crystal lattice.

[0062] The present invention can contain a zinc-containing layered material and pyrithione or a polyvalent metal salt of pyrithione, and the ratio of the zinc-containing layered material to the pyrithione or the polyvalent metal salt of pyrithione is about 5:100 to about 10:1, or about 2:10 to about 5:1, or about 1:2 to about 3:1.

[0063] Hair care composition Exemplary hair care rinse-off compositions can include an aqueous carrier, which can be present in an amount of from about 5% to about 95%, from about 60% to about 85%. The aqueous carrier can include water or a miscible mixture of water and an organic solvent. Non-aqueous carrier materials can also be used.

[0064] In the present invention, the surfactant may be present in the range of about 0.1% to about 40%, about 0.5% to about 30%, or about 1% to about 25%.

[0065] Such rinse-off hair care compositions may comprise one or more detersive surfactants. The detersive surfactant component may be included to provide cleaning performance to the product. The detersive surfactant component may comprise an anionic detersive surfactant, a zwitterionic or an amphoteric detersive surfactant, or a combination thereof. A representative, non-limiting list of anionic surfactants for use in the compositions includes 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, lauryl 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 tridecylbenzenesulfonate, sodium dodecylbenzenesulfonate, sodium cocoyl isethionate, and combinations thereof. In one example, the anionic surfactant may be sodium lauryl sulfate or sodium laureth sulfate. The concentration of the anionic surfactant component in the product may be sufficient to provide the desired cleaning and / or lathering performance, generally ranging from about 2% to about 40%.

[0066] Amphoteric cleansing surfactants suitable for use in rinse-off hair care compositions are well known in the art and include surfactants generally described as derivatives of aliphatic secondary and tertiary amines, where the aliphatic radical can be linear or branched, the aliphatic substituent can contain from about 8 to about 18 carbon atoms, and one carbon atom can contain an anionic water-solubilizing group, such as carboxy, sulfonate, sulfate, phosphate, or phosphonate.Examples of compounds that fit this definition include sodium 3-dodecylaminopropionate, sodium 3-dodecylaminopropanesulfonate, N-alkyltaurines such as those prepared by reacting dodecylamine with sodium isethionate according to the teachings of U.S. Pat. No. 2,658,072, N-higher alkylaspartic acids such as those produced according to the teachings of U.S. Pat. No. 2,438,091, and the products described in U.S. Pat. No. 2,528,378. Other examples of amphoteric surfactants may include sodium lauroamphoacetate, sodium cocoamphoacetate, disodium lauroamphoacetate, disodium cocoamphoacetate, and mixtures thereof. Amphoacetates and diamphoacetates may also be used.

[0067] Zwitterionic detersive surfactants suitable for use in rinse-off hair care compositions are well known in the art and include surfactants broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, where the aliphatic radical can be straight or branched, the aliphatic substituent can contain from about 8 to about 18 carbon atoms, and one carbon atom can contain an anionic group, such as carboxy, sulfonate, sulfate, phosphate, or phosphonate. Other zwitterionic surfactants can include betaines, including cocoamidopropyl betaine.

[0068] In the present invention, the hair care composition may contain a cationic surfactant.

[0069] Liquid rinse-off hair care compositions can include one or more phases. Such hair care compositions can include a cleansing phase and / or a benefit phase (i.e., a single-phase or multi-phase composition). Each of the cleansing phase or benefit phase can include various ingredients. The cleansing phase and benefit phase can be pre-mixed, separate, or a combination thereof. The cleansing phase and benefit phase can also be patterned (e.g., striped).

[0070] The cleansing phase of the personal cleansing composition can include at least one surfactant. The cleansing phase can be an aqueous structured surfactant phase and can be present at about 5% to about 20% by weight of the hair care composition. Such a structured surfactant phase can include sodium trideceth(n) sulfate (hereinafter STnS), where n defines the average moles of ethoxylation. n can range, for example, from about 0 to about 3, from about 0.5 to about 2.7, from about 1.1 to about 2.5, from about 1.8 to about 2.2, or n can be about 2. When n is less than 3, STnS can provide improved stability of benefit agents in the hair care composition, improved compatibility, and improved softness of the composition, as disclosed in U.S. Patent Application Publication No. 2010 / 009285(A1) (pre-grant publication).

[0071] The cleansing phase may also include at least one of an amphoteric surfactant and a zwitterionic surfactant. Suitable amphoteric or zwitterionic surfactants may include those described in U.S. Patent Nos. 5,104,646 and 5,106,609 (in addition to those cited herein).

[0072] The cleansing phase may include a structuring system, which may optionally include a nonionic emulsifier, and optionally an associative polymer, from about 0.05% to about 5% by weight of the hair care composition, and an electrolyte.

[0073] The hair care composition may optionally be free of sodium lauryl sulfate (hereinafter referred to as SLS) or may contain at least 70% lamellar structure. However, the cleansing phase may contain at least one surfactant, and at least one surfactant may include SLS. Suitable examples of SLS are described in U.S. Patent Application Publication No. 2010 / 0322878(A1) (pre-grant publication).

[0074] The rinse-off hair care composition may also include a benefit phase. The benefit phase may be hydrophobic and / or anhydrous. The benefit phase may also be substantially free of surfactants. The benefit phase may also include a benefit agent. In particular, the benefit phase may include from about 0.1% to about 50% by weight of the hair care composition of the benefit agent. The benefit phase may also include less benefit agent, for example, from about 0.5% to about 20% by weight of the hair care composition of the benefit agent. Examples of suitable benefit agents may include petrolatum, glyceryl monooleate, mineral oil, natural oils, and mixtures thereof. Examples of other benefit agents may include water-insoluble or hydrophobic benefit agents. Other suitable benefit agents are described in U.S. Patent Publication No. 2012 / 0009285(A1) (pre-grant publication).

[0075] Non-limiting examples of glycerides suitable for use as hydrophobic hair benefit agents herein can include castor oil, safflower oil, corn oil, walnut oil, peanut oil, olive oil, cod liver oil, almond oil, avocado oil, palm oil, sesame oil, vegetable oil, sunflower seed oil, soybean oil, vegetable oil derivatives, coconut oil and derivatized coconut oil, cottonseed oil and derivatized cottonseed oil, jojoba oil, cocoa butter, and combinations thereof.

[0076] Non-limiting examples of alkyl esters suitable for use as hydrophobic hair benefit agents herein can include isopropyl esters of fatty acids, and long chain esters of long chain (i.e., C10-C24) fatty acids, such as cetyl ricinoleate, non-limiting examples of which can include isopropyl palmitate, isopropyl myristate, cetyl riconoleate, and stearyl riconoleate. Other examples may include hexyl laurate, isohexyl laurate, myristyl myristate, isohexyl palmitate, decyl oleate, isodecyl oleate, hexadecyl stearate, decyl stearate, isopropyl isostearate, diisopropyl adipate, diisohexyl adipate, dihexyldecyl adipate, diisopropyl sebacate, acyl isononanoate lauryl lactate, myristyl lactate, cetyl lactate, and combinations thereof.

[0077] Non-limiting examples of polyglycerol fatty acid esters suitable for use as hydrophobic hair benefit agents herein can include decaglyceryl distearate, decaglyceryl diisostearate, decaglyceryl monomyriate, decaglyceryl monolaurate, hexaglyceryl monooleate, and combinations thereof.

[0078] Rinse-off conditioner composition The conditioner compositions described herein comprise a) from 0.0001% to about 2% total of malodor-reducing substances, and one or more malodor-reducing substances with a MORV of sulfur greater than 3, and b) from about 0.01% to about 10% sulfur, and from about 0.1% to about 10% cationic surfactant, or a mixture of cationic surfactant and aqueous carrier. The conditioner composition may also include a conditioner gel matrix that includes some or all of the cationic surfactant, while the conditioner gel network may also include one or more high melting point fatty compounds (i.e., fatty alcohols), and a second aqueous carrier.

[0079] The conditioner gel matrix of the conditioner composition includes a cationic surfactant system selected from mono-long-chain alkyl quaternized ammonium salts; a combination of a mono-long-chain alkyl quaternized ammonium salt and a di-long-chain alkyl quaternized ammonium salt; a mono-long-chain alkyl amidoamine salt; a combination of a mono-long-chain alkyl amidoamine salt and a di-long-chain alkyl quaternized ammonium salt; or a combination of a mono-long-chain alkyl amidoamine salt and a mono-long-chain alkyl quaternized ammonium salt. The cationic surfactant system may be present in the composition in an amount by weight of about 0.1% to about 10%, about 0.5% to about 8%, about 0.8% to about 5%, or about 1.0% to about 4%.

[0080] The conditioner gel matrix of the conditioner composition includes one or more high-melting-point fatty compounds. Suitable fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. The high-melting-point fatty compounds may be included in the conditioner composition in an amount of from about 0.1% to about 20%, alternatively from about 1% to about 15%, and further alternatively from about 1.5% to about 8% by weight of the composition. The conditioner gel matrix of the conditioner composition includes a second aqueous carrier. The second aqueous carrier may include water or a miscible mixture of water and an organic solvent.

[0081] Leave-on treatment compositions The leave-on treatment compositions described herein comprise a) a total of 0.0001% to about 2% of a malodor-reducing substance, and one or more malodor-reducing substances, wherein sulfur has a MORV of greater than 3, and b) about 0.01% to about 10% sulfur and about 0.1% to about 10% of a cationic surfactant, or a mixture of a cationic surfactant and an aqueous carrier. The leave-on treatment may also include one or more rheology modifiers, and a third aqueous carrier.

[0082] In the present invention, the leave-on treatment may comprise a conditioner gel matrix as described above (in the description of the rinse-off conditioner).

[0083] In the present invention, the leave-on treatment may include one or more rheology modifiers. Any suitable rheology modifier may be used. In the present invention, the leave-on treatment may include from about 0.01% to about 3% of a rheology modifier, or from about 0.1% to about 1% of a rheology modifier. Additional ingredients The conditioner compositions and / or leave-on treatments described herein can optionally contain one or more additional ingredients known for use in hair care or personal care products. Non-limiting examples of additional ingredients for use in hair care compositions include conditioning agents (silicone or non-silicone conditioning agents), natural cationic deposition polymers, synthetic cationic deposition polymers, antidandruff agents, particles, suspending agents, paraffinic hydrocarbons, propellants, viscosity modifiers, dyes, non-volatile solvents or diluents (water-soluble and water-insoluble), pearlizing aids, foaming agents, additional surfactants or nonionic co-surfactants, pediculicides, pH adjusters, fragrances, preservatives, proteins, skin active agents, sunscreens, UV absorbers, and vitamins.

[0084] The rinse-off hair care composition may be applied by various means, including by rubbing, scrubbing, or tapping with hands or fingers, or by an implement and / or a delivery-enhancing device. Non-limiting examples of implements include sponges or sponge-tipped applicators, mesh shower puffs, swabs, brushes, wipes (e.g., washcloths), loofahs, and combinations thereof. Non-limiting examples of delivery-enhancing devices include mechanical, electrical, ultrasonic, and / or other energy devices. The implement or device may be used to facilitate delivery of the particulate antimicrobial agent to target areas, such as hair follicles and undulations that may be present in the armpits. The rinse-off care product may be sold together with such an implement or device. Alternatively, the implement or device may be sold separately but include instructions for use in conjunction with the rinse-off care product. The implement and delivery device may use interchangeable parts (e.g., skin-interacting parts), which may be sold separately or in a kit with the rinse-off care product.

[0085] Test Method The malodor-reducing substances can be isolated from the mixture, including but not limited to, end products such as consumer products, and identified by analytical methods including GC-MS and / or NMR.

[0086] Test Method for Determining Saturated Vapor Pressure (VP) (VP@25C) Saturated vapor pressure (VP) values ​​are calculated for each perfume raw material (PRM) in the perfume mixture being tested. The VP of each PRM is calculated using the VP Computational Model, version 14.02 (Linux), available from Advanced Chemistry Development Inc. (ACD / Labs) (Toronto, Canada), which gives VP values ​​at 25°C expressed in units of torr. The ACD / Labs vapor pressure model is part of the ACD / Labs instrument.

[0087] Test method for determining the logarithm of the octanol / water partition coefficient (logP) The logarithm of the octanol / water partition coefficient (logP) was calculated for each PRM in the fragrance mixture being tested. The logP values ​​of individual PRMs were calculated using the Consensus logP Computational Model, version 14.02 (Linux), available from Advanced Chemistry Development Inc. (ACD / Lab) (Toronto, Canada), to obtain dimensionless logP values. The ACD / Labs Consensus logP Computational Model is part of the ACD / Labs model suite.

[0088] Test methods for the creation of molecular descriptors To perform the calculations involved in the computational value testing methods described herein, the initial information required includes the identity of each PRM in the perfume being tested, its weight % as a percentage of the perfume, and its mole % so that all PRMs in the perfume composition are included in the calculation. Additionally, for each of these PRMs, the molecular structure, values ​​of the various computationally derived molecular descriptors are also required, as determined according to the testing methods for generating molecular descriptors described herein.

[0089] For each PRM in a fragrance mixture or composition, its molecular structure is used to quantify various molecular descriptors. Molecular structures are determined from graphic molecular structure diagrams provided by the Chemical Abstract Service ("CAS"), a division of the American Chemical Society (Columbus, Ohio, USA). These molecular structures can be obtained by looking up the index name or CAS number of each PRM in the CAS Chemical Registry System database. For PRMs not yet listed in the CAS Chemical Registry System database at the time of testing, other databases or sources may be used to determine their structures. For PRMs that may have more than one isomer, the molecular structure of only one isomer selected to represent the PRM is used to perform the quantification of molecular descriptors. The choice of isomer is determined by the relative extent of the molecular structures of the isomers. Of all isomers of a given PRM, the isomer whose molecular structure is most predominant is the isomer selected to represent the PRM. The structures of other possible isomers of the PRM are excluded from this quantification. The molecular structure of the most relevant isomer is combined with the concentration of the PRM, which reflects the presence of all isomers of the PRM present.

[0090] Use a molecular editor or molecular drawing software program, such as ChemDraw (CambridgeSoft / PerkinElmer Inc., Waltham, Massachusetts, USA), to recreate a two-dimensional molecular structure representing each PRM. Molecular structures must be represented as neutral species (quaternary nitrogen atoms are allowed) without unlinked fragments (e.g., single structures without counterions). The winMolconn program, described below, can convert any deprotonated functional group to its neutral form by adding the appropriate number of hydrogen atoms, eliminating the need for counterions.

[0091] For each PRM, molecular drawing software is used to create a file describing the PRM's molecular structure. The file(s) describing the PRM's molecular structure are then sent to the computer software program winMolconn, version 1.0.1.3 (Hall Associates Consulting, Quincy, Massachusetts, USA, www.molconn.com) to derive various molecular descriptors for each PRM. The winMolconn software program thus describes the acceptable options for structure representation and file format. These options include either a MACCS SDF format file (i.e., structure data file) or a Simplified Molecular Input Line Entry Specification (i.e., SMILES string structure line representation), which is commonly used within simple text files and often has a ".smi" or ".txt" filename extension. SDF files represent each molecular structure in the form of a multiline record, while the syntax for SMILES structures is a single line of text with no whitespace. A structure name or identifier can be added to the SMILES string by including it on the same line following the SMILES string with a space between them, e.g., C1=CC=CC=C1 benzene.

[0092] The winMolconn software program is used to generate many molecular descriptors for each PRM, which are then output in tabular form. The specific molecular descriptors obtained by winMolconn are then used as input (i.e., as variable terms in mathematical equations) for various computer model test methods to calculate values ​​for each PRM, such as: saturated vapor pressure (VP); boiling point (BP); logarithm of the octanol / water partition coefficient (logP); odor detection threshold (ODT); malodor reduction value (MORV); and / or universal malodor reduction value (UNIVERSAL MORV). The molecular descriptor labels used in the model test method calculations are the same labels reported by the winMolconn program, and their descriptions and definitions can be found in a list in the winMolconn documentation. The following is a comprehensive description of how to run the winMolconn software program and generate the necessary molecular structure descriptors for each PRM in a composition.

[0093] Metrics for molecular structure descriptors using winMolconn: 1) Assembling the molecular structures of one or more perfume ingredients in the form of a MACCS structural data file, also called an SDF file, or as a SMILES file. 2) Using the winMolconn program, version 1.0.1.3, running on a suitable computer, and using the SDF file or SMILES file mentioned above as input, calculate all of the molecular descriptors available from this program. The output of a.winMolconn is in the form of an ASCII text file, typically space-delimited, containing, for each structure in the input file, a structure identifier in the first column and respective molecular descriptors in the remaining columns. 3) Using a spreadsheet software program or some other suitable technique, parse the text file into columns. The molecular descriptor labels are found in the first row of the resulting table. 4) Find and extract the descriptor sequences identified by the molecular descriptor labels and corresponding to the required inputs for each model. a. Note that the labels in winMolconn molecular descriptors are case sensitive.

[0094] MORV calculation 1.) Enter the molecular descriptor values ​​determined by the above method into the following equation: MORV=-0.0035+0.8028x(SHCsatu)+2.1673x(xvp7)-1.3507x(c1C1C3d)+0.61496x(c1C1O2)+0.00403x(idc)-0.23286x(nd2).

[0095] This formula relates to the effectiveness of a material in reducing the malodor 3-mercapto-3-methylhexan-1-ol (a thiol malodor), which in the present invention is used as a marker for hydrogen sulfide and other sulfur odorous compounds such as methanethiol.

[0096] 2.) For purposes of this application, the MORV of a material is taken to be the highest MORV value from the above formula.

[0097] The purpose of this experimental design is to determine whether the malodor-reducing composition is effective in reducing the perception of malodor from a sulfur-containing shampoo.

[0098] Perceptual Test Method: The hair switch was rinsed thoroughly with water (38°C) to thoroughly wet the switch (5-10 seconds). 0.1 g of test material per gram of hair was added and lathered for 20 seconds. At 20 seconds, water was added and lathering continued for 30 seconds. The hair switch was evaluated for sulfur malodor (SM-1). The hair switch was thoroughly rinsed. The hair switch was evaluated for sulfur malodor (SM-2). The hair switch was gently wiped dry with a towel. The hair switch was blow-dried on a high heat setting until completely dry to the touch. The hair switch was immediately evaluated for sulfur malodor (SM-3). The hair switch was allowed to cool for 3-5 minutes (until it felt cool to the touch). The hair switch was evaluated for sulfur malodor (SM-4). SM-1, SM-2, SM-3, and SM-4 were added together to obtain total sulfur malodor (TSM), or cumulative sulfur odor.

[0099] In the present invention, sulfur malodor can be rated or measured on a scale of 0 (no malodor) to 9 (severe malodor). A non-limiting example of malodor rating can be as follows: Malodor Rating Scale A 10-point scale with the following descriptions: 0 = none, no scent / malodor present, 1 = slight scent / malodor present (unsure), 2 = mild to moderate, detect something but can you recognize what it is?, 3 = moderate slight scent / malodor present, 4 = moderate to high moderate scent / malodor present, 5 = high, 6 = high to very high, 7 = very strong scent / malodor present, 8 = extremely high, 9 = very high, even very strong scent / malodor present.

[0100] [Table 4]

[0101] [Table 5]

[0102] [Table 6]

[0103] [Table 7]

[0104] [Table 8]

[0105] result

[0106] [Table 9] * The sulfur-free shampoo control is a commercially available anti-dandruff shampoo formulation containing ZPT, fragrance, and a peppermint oil mixture. ** The 2% sulfur, fragrance-free shampoo control is representative of Example 1 (the shampoo example herein) which does not contain a neat fragrance.

[0107] Materials in this group (Group 1, MORV > 3) have a cumulative sulfur score of less than 2 and meet the success criteria. In the present invention, the success criteria may be a cumulative sulfur score of 0-2.

[0108] In the present invention, the MORV can be greater than 3. It can be greater than 3.2, or it can be greater than 3.5.

[0109] [Table 10]

[0110] Decyl aldehyde and several other aldehydes in this group (Group 2), including undec-10-enal, 6-cyclopentylidene-hexanal, 2,6,10-trimethylundec-9-enal, 3-(3,3-dimethyl-12-dihydroinden-5-yl)propanal, 4-dodecenal, and dec-4-enal, have cumulative sulfur scores between 2 and 0 and meet the success criteria. These are effective sulfur malodor reducers.

[0111] [Table 11]

[0112] Some substances in this group (Group 3—Ketones, Esters, and Alcohols) have cumulative sulfur scores of 4 or greater, making their sulfur malodor reduction ineffective. [(1R,2S)-1-methyl-2-[[(1R,3S,5S)-122-trimethyl-3-bicyclo[3.1.0]hexanyl]methyl]cyclopropyl]methanol, cyclohexanepropanol, 2,2,6-trimethyl-α-propyl-, and ethylcyclohexanecarboxylate meet the success criteria, having cumulative sulfur scores of less than 3. These are effective sulfur malodor reducing substances.

[0113] [Table 12]

[0114] Patchouli oil was very effective in reducing sulfur malodor, meeting the success criteria with a cumulative sulfur score of 0.

[0115] [Table 13]

[0116] Mint Spicata Terpeneless SX, Mint Piperita Cascade SX, and peppermint oil blends were effective in reducing sulfur malodor and met the success criteria with a cumulative sulfur score of less than or equal to 2. Note that these materials reduce sulfur malodor during the wetting and rinsing stages.

[0117] Examples of fragrances containing sulfur malodor-reducing substances The following are non-limiting examples of perfumes incorporating sulfur malodor reducing materials.

[0118] Perfume Example 1: Comparative Perfume Example 1:

[0119] [Table 14]

[0120] Perfume Example 2: Perfume Example 1 of the Invention (Comparative Perfume Example 1 + Sulfur Reducing Substance):

[0121] [Table 15]

[0122] For the following sulfur shampoo example 1, including undec-10-enal in the perfume 2 example reduced the cumulative sulfur score from greater than 5 to less than 2 when compared to the same shampoo using the perfume 1 example.

[0123] Perfume Example 3: Perfume Example 2 of the Invention (Comparative Perfume Example 1 + Multiple Sulfur-Reducing Substances):

[0124] [Table 16]

[0125] For the following sulfur shampoo example 1, the inclusion of undec-10-enal, 2,6,10-trimethylundec-9-enal, and patchouli oil in the perfume 3 example reduced the cumulative sulfur score from greater than 5 to less than 1 when compared to the same shampoo using the perfume 1 example.

[0126] Perfume Example 4: Perfume Example 3 of the Invention (Comparative Perfume Example 1 + Multiple Sulfur-Reducing Substances):

[0127] [Table 17]

[0128] For sulfur shampoo example 1 below, including peppermint oil blend and 6-cyclopentylidene-hexanal in fragrance example 4 reduced the cumulative sulfur score from greater than 5 to less than 1 when compared to the same shampoo using fragrance example 1.

[0129] Perfume Example 5: Perfume Example 4 of the Invention (Comparative Perfume Example 1 + Multiple Sulfur-Reducing Substances):

[0130] [Table 18]

[0131] For the following sulfur shampoo example 1, including a peppermint oil mixture and decanal in fragrance example 5 reduced the cumulative sulfur score from greater than 5 to less than 1 when compared to the same shampoo using fragrance example 1.

[0132] Perfume Example 6: Comparative Perfume Example 2:

[0133] [Table 19]

[0134] Perfume Example 7: Perfume Example 5 of the Invention (Comparative Perfume Example 2 + Sulfur Reducing Substance):

[0135] [Table 20]

[0136] For the following sulfur shampoo example 1, inclusion of 3-(3,3-dimethyl-12-dihydroinden-5-yl)propanal in the perfume 5 example reduced the cumulative sulfur score from greater than 5 to less than 2 when compared to the same shampoo using the perfume 4 example.

[0137] Perfume Example 8: Perfume Example 6 of the Invention (Comparative Perfume Example 2 + Multiple Sulfur-Reducing Substances):

[0138] [Table 21]

[0139] For the following sulfur shampoo example 1, the inclusion of 3-(3,3-dimethyl-12-dihydroinden-5-yl)propanal, undec-10-enal, decanal, and 2,6,10-trimethylundec-9-enal in the perfume 6 example reduced the cumulative sulfur score from greater than 5 to less than 1 when compared to the same shampoo using the perfume 4 example.

[0140] Perfume Example 9: Perfume Example 7 of the Invention (Comparative Perfume Example 2 + Sulfur Reducing Substance):

[0141] [Table 22]

[0142] For Sulfur Shampoo Example 1 below, including cyclohexanepropanol, 2,2,6-trimethyl-α-propyl- in Perfume Example 9 reduced the cumulative sulfur score from greater than 5 to less than 1 when compared to the same shampoo using Perfume Example 6.

[0143] Perfume Example 10: Perfume Example 8 of the Invention (Comparative Perfume Example 2 + Multiple Sulfur-Reducing Substances):

[0144] [Table 23]

[0145] For Sulfur Shampoo Example 1 below, the inclusion of cyclohexanepropanol, 2,2,6-trimethyl-α-propyl, and 6-cyclopentylidene-hexanal in Fragrance Example 10 reduced the cumulative sulfur score from greater than 5 to less than 1 when compared to the same shampoo using Fragrance Example 6.

[0146] Shampoo containing a malodor-reducing composition The following are non-limiting examples of the present invention, which are provided for illustrative purposes only and should not be construed as limiting the present invention, as those skilled in the art will recognize that many modifications are possible without departing from the spirit and scope of the present invention.

[0147] [Table 24]

[0148] [Table 25]

[0149] Example of a rinse-off conditioner The following examples further describe and demonstrate embodiments within the scope of the present invention. These examples are provided for illustrative purposes only and should not be construed as limiting the invention, as many variations thereof are possible without departing from the spirit and scope of the invention. Where applicable, components are identified by chemical or CTFA name, or are otherwise defined below.

[0150] [Table 26] * 1 Polyquaternium-6: Poly(diallyldimethylammonium chloride), supplied under the trade name Merquat 100 (Lubrizol), has a charge density of approximately 6.2 meq / g and a molecular weight of approximately 150,000 g / mol. * 2 Polyquaternium-6: Poly(diallyldimethylammonium chloride), supplied under the trade name Merquat 106 (NLubrizol), has a charge density of approximately 6.2 meq / g and a molecular weight of approximately 15,000 g / mol. * 5 Eskay selenium disulfide * 6 Vertellus sulfur * 7 Polydimethylsiloxane with a viscosity of 10,000 cSt * 8 Aminosilicone: A terminal aminosilicone available from GE having a viscosity of about 10,000 mPa.s and having the formula: (R1) a G 3-a -Si-(-OSiG2) n -O-SiG 3-a (R1) a (wherein G is methyl, a is an integer of 1, n is a number of 400 to about 600, and R1 is a group represented by the general formula C q H 2q is a monovalent radical conforming to L, where q is the integer 3 and L is -NH2.

[0151] [Table 27] * 1 Polyquaternium-6: Poly(diallyldimethylammonium chloride), supplied under the trade name Merquat 100 (NLubrizol), has a charge density of approximately 6.2 meq / g and a molecular weight of approximately 150,000 g / mol. *2 Polyquaternium-6: Poly(diallyldimethylammonium chloride), supplied under the trade name Merquat 106 (NLubrizol), has a charge density of approximately 6.2 meq / g and a molecular weight of approximately 15,000 g / mol. * 5 Eskay selenium disulfide * 6 Vertellus sulfur * 7 Polydimethylsiloxane with a viscosity of 10,000 cSt * 8 Aminosilicone: A terminal aminosilicone available from GE having a viscosity of about 10,000 mPa.s and having the formula: (R1) a G 3-a -Si-(-OSiG2) n -O-SiG 3-a (R1) a (wherein G is methyl, a is an integer of 1, n is a number of 400 to about 600, and R1 is a group represented by the general formula C q H 2q is a monovalent radical conforming to L, where q is the integer 3 and L is -NH2.

[0152] Preparation method The adjusting compositions of "Examples 1" to 3" and "CEx.i" can be prepared by any conventional method known in the art, as described above. They are preferably made by one of the following methods I or II, as shown above.

[0153] Method I The cationic surfactant and high-melting point fatty compound are added to water with stirring and heated to about 80°C. The mixture is cooled to about 55°C to form a gel matrix. The sulfur or selenium sulfide, silicone, and preservative, if included, are added to the gel matrix with stirring. The polymer, if included, is then added with stirring at about 45°C. Other ingredients, such as fragrance, if included, are then added with stirring. The composition is then cooled to room temperature.

[0154] Method II The cationic surfactant and high melting point fatty compound are mixed and heated to about 66°C to about 85°C to form an oil phase. Separately, water is heated to about 20°C to about 48°C to form an aqueous phase. The oil phase is injected into a Becomix® direct injection rotor-stator homogenizer, and if an aqueous phase is already present, an energy density of 1.0 x 10 5 J / m 3 ~1.0×10 7 J / m 3 It takes 0.2 seconds or less for the oil phase to reach this high shear field. A gel matrix is ​​formed at a temperature above 50°C to about 60°C. Silicones, fragrances, polymers, and preservatives (if included) are added to the gel matrix with stirring at a temperature below 55°C and thoroughly mixed. Selenium sulfide or sulfur is then added to the gel matrix with stirring at a temperature below 50°C and thoroughly mixed. Finally, the composition is cooled to room temperature.

[0155] Leave-on treatment formulations and examples The following are non-limiting examples of the present invention, which are provided for illustrative purposes only and should not be construed as limiting the present invention, as those skilled in the art will recognize that many modifications are possible without departing from the spirit and scope of the present invention.

[0156] [Table 28] 1. Carbopol Ultrez 21 available from Lubrizol 2. Eskay Selenium Disulfide 3. Vertellus Sulfur 4. BASF D-Panthenol 5. Lonza Niacinamide 6. Merck Caffeine 7. Glycerin (Procter & Gamble) 8. Sigma Aldrich Propylene Glycol 9. Menthol from Kerry Ingredients and Flavors 10. Charkit benzyl alcohol, NF 11. Kathon CG 1.5% active, manufactured by Dow 12. BASF Cremophor RH 40 13. BASF Neutrol Te

[0157] In the examples, unless otherwise specified, all concentrations are listed as weight percent and may exclude minor materials such as diluents, fillers, etc. Therefore, the listed formulations include the listed components and any minor materials associated with such components. As will be apparent to one skilled in the art, the selection of these minor materials will depend on the physical and chemical properties of the specific ingredients selected to create the hair care composition.

[0158] combination: Paragraph A. A hair care composition comprising, based on the total weight of the composition: a) A fragrance comprising from about 0.1% to about 2% in total of one or more malodor reducing materials, the fragrance comprising from about 0.0001% to about 2% by weight of one or more malodor reducing substances, the malodor reducing substances being selected from the group consisting of 2'-isopropyl-1,7,7-trimethylspiro[bicyclo[2.2.1]heptane-2,4'-[1,3]dioxane], (1',1',5',5'-tetramethylhexahydro-2'H,5'H-spiro[[1,3]dioxolane-2,8'-[2,4a]methanonaphthalene], 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoindole benzoin-6-yl acetate), decahydro-3H-spiro[furan-2,5'-[4,7]methanoindene], cedryl methyl ether, ethyl (1R,2R,3R,4R)-3-isopropylbicyclo[2.2.1]hept-5-ene-2-carboxylate, 3aR,5aR,9aR,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, α,α,6,6-tetramethylbicyclo[3.1.1]hept-2-ene-propanal, 4,5-epoxy-4,11,11-trimethyl-8-methylenebicyclo(7.2.0) undecane), 4aR,8aS)-7-methyloctahydro-1,4-methanonaphthalen-6(2H)-one, 5-methoxyoctahydro-1H-4,7-methanoindene-2-carbaldehyde, 8,8-dimethyl-6,7-dihydro-5H-naphthalene-2-carbaldehyde, 2R,4a'R,8a'R)-3,7'-dimethyl-3',4',4a',5',8',8a'-hexahydro-1'H-spiro[oxirane-2,2'-[1,4]methanonaphthalene]), (2,2,6,6,7,8,8-heptamethyldecahydro-2H-indeno[4,5-b]furan, 1,3,4,6,7,8α-hexahydro-1,1,5,5-tetramethyl-2H-2,4α-methanophthalen-8(5H)-one), 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-5-yl isobutyrate, 3S,5aR,7aS,11aS,11bR)-3,8,8,11a-tetramethyldodecahydro-5H-3,5a-epoxynaphtho [2,1-c]oxepin, (8,8-dimethyl-3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-ylpropionate), 4aR,5R,7aS,9R)-2,2,5,8,8,9a-hexamethyloctahydro-4H-4a,9-methanoazuleno[5,6-d][1,3]dioxole, 2-(8-isopropyl-6-methylbicyclo[2.2.2]oct-5-en-2-yl)-1,3-dioxolane, 3a,4,5,6,7,7a -Hexahydro-1H-4,7-methanoinden-6-yl pivalate, 3a,5,6,7,8,8b-hexahydro-2,2,6,6,7,8,8-heptamethyl-4H-indeno(4,5-d)-1,3-dioxole, (3R-(3α,3a,6α,7,8aα))-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-yl formate, (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol, 1-((2S,3S)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethan-1-one, ((E)-4-((3aS,7aS)-octahydro-5H-4,7-methanoinden-5-ylidene)butanal, 1R-(1α,4β,4aα,6β,8aα))-octahydro-4,8a,9,9-tetramethyl-1,6-methano-1(2H)-naphthol, [(3Z)-4 ,11,11-trimethyl-8-methylidene-5-bicyclo[7.2.0]undec-3-enyl]acetate, (1aR,4S,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol, Z)-6-ethylideneoctahydro-2H-5,8-methanochromen-2-one), 1-((3R,3aR,7R,8aS)-3,6,8,8-tetramethyl-2,3,4,7,8,8a-hexahydro-1 H-3a,7-methanoazulen-5-yl)ethan-1-one, 3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydronaphthalene-2-carbonitrile, 4-(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl)cyclohexan-1-ol, (E)-4-((3aR,4R,7R,7aR)-1,3a,4,6,7,7a-hexahydro-5H-4,7-methanoinden-5-ylidene)-3-methylbutan-2-ol, ( E)-3,7-dimethylocta-2,6-dien-1-yl palmitate), 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8,-hexamethyl-cyclopenta[g]benzopyran, 5H-cyclopenta[h]quinazoline, 6,6a,7,8,9,9a-hexahydro-7,7,8,9,9-pentamethyl-cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester, cyclohexanol, 3-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-cyclopentanecarboxylic acid, 2-hexyl-3-oxo-methyl ester, naphtho[2,1-b]furan, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)-, ethanone, 1-(1,2,3,5,6,7,8,8a-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-, ethanone, 1-(1,2,3,4,6,7,8,8a-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-, 2-naphthalenecarboxaldehyde, 1,2,3,4,5,6,7,8-octahydro-8,8-di Methyl-, 1H-3a,7-methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, 6-acetate, (3R,3aS,6R,7R,8aS)-, tricyclo[6.3.1.02,5]dodecan-1-ol, 4,4,8-trimethyl-, (1R,2S,5R,8S)-, 1H-3a,6-methanoazulen-3-methanol, octahydro-7,7-dimethyl-8-methylene-, (3S,3aR,6R,8aS)-, 1H-indol-1-heptanol, η-1H-indol-1-yl-α,α,ε-trimethyl-, decanal, undec-10-enal. 6-Cyclopentylidene-hexanal, 2,6,10-trimethylundec-9-enal, 3-(3,3-dimethyl-12-dihydroinden-5-yl)propanal, 4-dodecenal, dec-4-enal, [(1R,2S)-1-methyl-2-[[(1R,3S,5S)-122-trimethyl-3-bicyclo[3.1.0]hexanyl]methyl]cyclopropyl]methanol, 1-naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-, 1-formate, cyclohexanepropanol, 2,2,6-trimethyl α-Propyl-, Cyclododecane Ethanol, β-Methyl-, Ethyl Cyclohexanecarboxylate, 6-Oxabicyclo[3.2.1]octane, 5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-, Cyclododecane, 1,1-Dimethoxy-, 2,6,10-Dodecatrien-1-ol, 3,7,11-Trimethyl-, 2-Nonynoic Acid, Methyl Ester, 2,6-Nonadien-1-ol, (2E,6Z)-, 3,6-Nonadien-1-ol, Patchouli and Derivatives, Patchouli Oil MD, Patchouli Indonesia, Patchouli 30 and Clear a fragrance selected from the group consisting of patchouli-like oil obtained by fermentation using yeast (Saccharomyces cerevisiae) containing patchouliol synthase, sold under the trademark Wood®, Mint Spicata Terpeneless SX, Mint Piperita Cascade SX, a mixture of peppermint oils, and mixtures thereof; b) about 0.01% to about 10% of a scalp active selected from the group consisting of sulfur and mixtures thereof; c) about 0.1% to about 40% of a surfactant.

[0159] Paragraph B. The hair care composition of Paragraph A, wherein the malodor reducing material has a sulfur malodor reduction value of greater than 3, MORV, and greater than 3, ClogP.

[0160] Paragraph C The hair care composition of Paragraphs A-B, wherein the malodor reducing material has a sulfur malodor reduction value of greater than 3 MORV and greater than 3 ClogP and greater than 0.005 VP.

[0161] Paragraph D. The hair care composition of Paragraphs A-C, wherein the malodor-reducing material is selected from the group consisting of decanal, undec-10-enal, 6-cyclopentylidene-hexanal, 2,6,10-trimethylundec-9-enal, 3-(3,3-dimethyl-12-dihydroinden-5-yl)propanal, 4-dodecenal, and dec-4-enal, and mixtures thereof.

[0162] Paragraph E: The odor-reducing substance is [(1R,2S)-1-methyl-2-[[(1R,3S,5S)-122-trimethyl-3-bicyclo[3.1.0]hexanyl]methyl]cyclopropyl]methanol, 1-naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-, 1-formate, cyclohexanepropanol, 2,2,6-trimethyl-α-propyl-, cyclododecaneethanol, β-methyl-, ethylcyclohexanecarbo 10. The hair care composition of paragraphs A-D, wherein the alkyl acrylate is selected from the group consisting of 2,6-dihydroxybenzoyl ester, ...

[0163] Paragraph F. The hair care composition of Paragraphs A-E, wherein the malodor-reducing substance is selected from the group consisting of patchouli and derivatives, Patchouli Oil MD, Patchouli Indonesia, Patchouli 30, patchouli-like oils obtained by fermentation using a yeast (Saccharomyces cerevisiae) containing patchoulol synthase, sold under the trademark Clear Wood®, and mixtures thereof.

[0164] Paragraph G The hair care composition of Paragraphs A-F, wherein the malodor-reducing material is selected from the group consisting of Mint Spicata Terpeneless SX, Mint Piperita Cascade SX, peppermint oil mixtures, and mixtures thereof.

[0165] Paragraph H The hair care composition of Paragraphs A to G, wherein the cumulative sulfur odor is 0 to 2.

[0166] Paragraph I The hair care composition of Paragraphs AH, wherein the surfactant is selected from the group consisting of anionic, amphoteric or zwitterionic, cationic, or mixtures thereof.

[0167] Paragraph J The hair care composition of Paragraphs AI, wherein the composition comprises a total of about 0.0001% to about 0.5% of malodor-reducing materials.

[0168] Paragraph K The hair care composition of Paragraphs AJ, wherein the composition comprises a total of about 0.0002% to about 0.25% malodor-reducing materials.

[0169] Paragraph L The hair care composition of Paragraphs A-K, wherein the hair care composition is a shampoo.

[0170] Paragraph M The hair care composition of Paragraphs A-L, wherein the hair care composition is a rinse-off conditioner.

[0171] Paragraph N The hair care composition of Paragraphs A-M, wherein the hair care composition is a leave-on treatment.

[0172] Paragraph O: A method for controlling malodor, the method comprising contacting an area containing malodor and / or an area expected to emit malodor with a hair care composition selected from the group consisting of the hair care compositions described in Paragraph A.

[0173] Paragraph P. The method of Paragraphs A-O, wherein the site is hair and the contacting step comprises contacting the hair with a sufficient amount of the hair care composition to deliver the malodor-reducing substance to the hair in an amount of at least 0.0001 mg of the malodor-reducing substance.

[0174] Dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​recited. Instead, unless otherwise indicated, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm."

[0175] All documents cited herein, including any cross-references or related patents or applications, are incorporated herein by reference in their entirety unless expressly excluded or otherwise limited. The citation of any document shall not be deemed to be prior art to any invention disclosed or claimed herein, or that it alone, or in combination with any other reference(s), teaches, suggests, or discloses any such invention. Furthermore, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall govern.

[0176] While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims

1. 1. A hair care composition comprising, based on total weight of the composition: a) a fragrance comprising a total of 0.1% to 2% of one or more malodor reducing materials, wherein the fragrance comprises 0.0001% to 2% by weight of said one or more malodor reducing substances, said malodor reducing substances being selected from the group consisting of decanal, undec-10-enal, 6-cyclopentylidene-hexanal, 2,6,10-trimethylundec-9-enal, 3-(3,3-dimethyl-12-dihydroinden-5-yl)propanal, 4-dodecenal, and dec-4-enal, and mixtures thereof; b) 0.01% to 10% of a scalp active selected from the group consisting of selenium sulfide and mixtures thereof; c) 0.1% to 40% of a surfactant; A hair care composition comprising:

2. 10. The hair care composition of claim 1, wherein the malodor-reducing material has a sulfur malodor reduction value of greater than 3 MORV and greater than 3 ClogP.

3. 3. The hair care composition of claim 1 or 2, wherein the malodor reducing material has a sulfur malodor reduction value of greater than 3 MORV and greater than 3 ClogP and greater than 0.005 VP.

4. The hair care composition according to any one of claims 1 to 3, wherein the cumulative sulfur odor is 0 to 2.

5. 5. A hair care composition according to any one of claims 1 to 4, wherein the surfactant is selected from the group consisting of anionic, amphoteric or zwitterionic, cationic or mixtures thereof.

6. A hair care composition according to any one of claims 1 to 5, wherein the composition comprises a total of 0.0001% to 0.5% of said malodour-reducing substances.

7. 7. The hair care composition of claim 6, wherein said composition comprises a total of 0.0002% to 0.25% of said malodor-reducing materials.

8. The hair care composition according to any one of claims 1 to 7, wherein the hair care composition is a shampoo.

9. The hair care composition according to any one of claims 1 to 7, wherein the hair care composition is a rinse-off conditioner.

10. The hair care composition according to any one of claims 1 to 7, wherein the hair care composition is a leave-on treatment.

11. A method for controlling malodor, comprising contacting an area containing malodor and / or an area expected to emit malodor with a hair care composition selected from the group consisting of the hair care compositions of claim 1.

12. 12. The method of claim 11, wherein the site is hair and the contacting step comprises contacting the hair with a sufficient amount of a hair care composition to provide the malodor-reducing substance to the hair in an amount of at least 0.0001 mg of the malodor-reducing substance.