Aqueous hair conditioner compositions containing solubilized anti-dandruff actives - Patent Application 20070122997

Abstract

A hair conditioner composition comprising a gel network, a soluble anti-dandruff active, and a preservative system. The preservative system can comprise a component selected from the group consisting of glycols, glyceryl esters, glyceryl ethers, and combinations thereof. No visible crystals of the soluble anti-dandruff active can be present in the conditioning composition.

Description

[Technical Field]

[0001] The present invention relates to hair conditioner compositions, and more particularly to aqueous hair conditioner compositions containing a solubilized anti-dandruff active and a preservative system comprising glycols and / or glyceryl esters / ethers. [Background technology]

[0002] There are various ways to condition hair.These ways range from applying hair conditioner after shampooing, such as leave-on products and rinse-off products, to hair conditioning shampoos that attempt to cleanse and condition hair from a single product.The general way to achieve conditioning effect is to make the conditioner contain a dispersed gel network structure, which can include a high melting point fatty compound, at least one secondary component such as cationic surfactant, and a solvent such as water.

[0003] It may be desirable for conditioners to contain additional actives, such as anti-dandruff actives, to provide additional benefits to the conditioner composition. Anti-dandruff actives are common in shampoo compositions but less common in conditioners. To enhance scalp deposition, it may be advantageous to include anti-dandruff actives in conditioners that are typically applied after a rinse shampoo.

[0004] However, many anti-dandruff actives are solid organic compounds with low solubility in water. Therefore, it is difficult to dissolve the anti-dandruff actives in aqueous conditioning compositions without destroying the gel network conditioning structure. Solid organic compounds tend to form crystals in aqueous conditioning compositions, which can negatively affect product performance, appearance, and texture. For example, piroctone and its salts, such as piroctone olamine, are known to provide anti-dandruff effects. Piroctone olamine is often supplied as a crystalline powder and generally has very limited solubility in aqueous hair conditioning compositions. Summary of the Invention [Problem to be solved by the invention]

[0005] Therefore, there is a need for aqueous hair conditioners that contain solubilized solid organic anti-dandruff actives, such as piroctone and its salts, without destroying the gel network-forming conditioning structure. [Means for solving the problem]

[0006] 1. A hair conditioner composition comprising: (a) from about 50% to about 95% by weight of the composition of an aqueous carrier; (b) from about 0.1% to about 10% by weight of a cationic surfactant; (c) from about 1.5% to about 15% by weight of a high melting point fatty compound; (d) a gel network comprising the aqueous carrier, the cationic surfactant, and the high melting point fatty compound; (e) from about 0.1% to about 1.0% by weight of a soluble anti-dandruff active; and (f) from about 0.3% to about 1.5% of a preservative composition, the preservative composition being selected from the group consisting of glycols, glyceryl esters, and combinations thereof.

[0007] 1. A hair conditioner composition comprising: (a) about 50% to about 95% by weight of the composition; (b) about 1% to about 6% by weight of a cationic surfactant; (c) about 2% to about 8% by weight of a high melting point fatty compound selected from the group consisting of cetyl alcohol, stearyl alcohol, and combinations thereof; (d) a gel network comprising the aqueous carrier, the cationic surfactant, and the high melting point fatty compound; (e) about 0.1% to about 1.0% by weight of piroctone olamine; (f) about 0.3% to about 1.5% of a preservative system comprising a preservative composition selected from the group consisting of glycols, glyceryl esters, glyceryl ethers, and combinations thereof; and (g) a fragrance, wherein the weight ratio of the preservative system to the fragrance is about 0.8 to about 1.5. [Brief explanation of the drawings]

[0008] While the specification concludes with claims particularly pointing out and distinctly claiming the subject matter of the invention, it is believed the present invention can be more readily understood from the following description taken in conjunction with the accompanying drawings. [Figure 1] 1 is a photograph taken under a 10x optical microscope of the aqueous conditioner composition of Comparative Example A, containing a gel network and 0.25% by weight of piroctone olamine. [Figure 2] 1 is a photograph taken under a 10x optical microscope of the aqueous conditioner composition of Comparative Example E, containing a gel network, 0.25 wt. % piroctone olamine, and 1.0 wt. % fragrance. [Figure 3] 1 is a photograph taken under a 10x optical microscope of the aqueous conditioner composition of Comparative Example I, containing a gel network, 0.25 wt. % piroctone olamine, and 0.6 wt. % glycol. [Figure 4] 1 is a photograph taken under a 10x optical microscope of an aqueous conditioner composition of Example 1 of the present invention, containing a gel network, 0.25 wt. % piroctone olamine, 0.6 wt. % glycol, and 0.70 wt. % fragrance. [Figure 5] 1 is a photograph taken under a 10x optical microscope of an aqueous conditioner composition of Example 2 of the present invention, containing a gel network, 0.25 wt. % piroctone olamine, 0.6 wt. % glycol, and 1.0 wt. % fragrance. DETAILED DESCRIPTION OF THE INVENTION

[0009] While the specification concludes with claims particularly pointing out and distinctly claiming the invention, it is believed the present invention will be better understood from the following description.

[0010] Hair conditioners are used to improve the feel, appearance, and manageability of hair. Hair conditioning compositions generally contain a dispersed gel network structure made from a cationic surfactant, a high-melting point fatty compound having a melting point above 25°C, and in some instances 40-85°C, and an aqueous carrier. The gel network structure is generally a lamellar structure that may be an aggregate of fine sheets and / or vesicles that may help provide conditioning benefits to hair.

[0011] It may be desirable for conditioners to contain additional actives, such as anti-dandruff actives, to provide additional benefits to the conditioner composition. However, many anti-dandruff actives, including piroctone and its salts, are solid organic compounds with low water solubility. Therefore, the anti-dandruff actives may form crystals in the aqueous conditioner composition rather than being solubilized and dispersed throughout the aqueous conditioner composition. This can adversely affect product performance, appearance, and texture.

[0012] It has been found that a composition selected from the group consisting of glycols, glyceryl esters, and combinations thereof can help dissolve solid organic compounds, including piroctone and its salts. In some instances, glycols and / or glyceryl esters may be the only composition that can help solubilize solid organic acids. However, depending on the level of solid organic acids and / or glycols, glyceryl esters, and combinations thereof, it may be necessary to add another substance to solubilize the solid organic acids. It has been found that a combination of glycols, glyceryl esters, and combinations thereof, and fragrances can further dissolve solid organic acids, such as piroctone and its salts.

[0013] Another advantage of glycols and / or glyceryl esters is that they are used both as solubilizers and in preservative systems.Some consumers desire conditioner compositions that meet certain standards (for example, EWG VERIFIED™, which is listed as acceptable by Whole Foods® Market) in addition to good conditioning performance, so glycols and / or glyceryl esters can be attractive preservatives.Glycols and / or glyceryl esters can have an EWG rating score of 3 or less, be EWG VERIFIED™, and do not contain any of the ingredients that Whole Foods® Market lists as unacceptable, and can be classified as "risk-free" by the Yuka® application, while helping to maintain antimicrobial effectiveness and achieving good conditioning performance.

[0014] Figure 1 shows Comparative Example A, which contains 0.25 wt. % piroctone olamine in the gel network, as described in Table 1 below. The photograph clearly shows large crystals of piroctone olamine unevenly distributed throughout the conditioner. These crystals may inhibit the anti-dandruff performance of the conditioner. Solubilization of anti-dandruff actives, such as piroctone olamine, can provide effective and consistent anti-dandruff control throughout the conditioner product's shelf life. Some anti-dandruff actives can be soluble in anionic surfactants, commonly used in shampoos. However, solubilizing anti-dandruff actives in conditioners, which may contain cationic surfactants and fatty alcohols, can be difficult.

[0015] Figure 2 shows Comparative Example E, which contains 0.25 wt. % piroctone olamine in a gel network containing 0.7 wt. % fragrance, as set forth in Table 1 below, and Figure 3 shows Comparative Example I, which contains 0.25 wt. % piroctone olamine in a gel network containing 0.60 wt. % glycol, as set forth in Table 2 below. Both Figures 2 and 3 show large crystals of piroctone olamine along some of the gel network vesicles. Even though these crystals are smaller than those in the comparative example in Figure 1, the crystals in Figures 2 and 3 are still too large, making these comparative examples undesirable to consumers.

[0016] Figure 4 shows Inventive Example 1, which contains 0.25 wt.% piroctone olamine, a gel network, 0.6 wt.% glycol, and 0.7 wt.% fragrance, as set forth in Table 3 below, and Figure 5 shows Inventive Example 2, which contains 0.25 wt.% piroctone olamine, a gel network, 0.6 wt.% glycol, and 1 wt.% fragrance, as set forth in Table 3 below. Both Figures 4 and 5 show conditioner compositions containing gel network vesicles and no discernible piroctone olamine crystals. The compositions are consumer-acceptable.

[0017] The conditioner composition may have a pH of less than 5. Alternatively, the conditioner composition may have a pH of from about 2.5 to about 5, or from about 3.5 to about 4.5. The pH can be measured using the pH Test Method described below.

[0018] As used herein, articles such as "a" and "an," when used in a claim, are understood to mean one or more of what is claimed or described.

[0019] As used herein, "comprising" means that other steps and other ingredients that do not affect the end result can be added. This term encompasses the terms "consisting of" and "consisting essentially of."

[0020] As used herein, the term "gel network" refers to a lamellar solid crystalline phase comprising at least one fatty acid, as specified below, and at least one secondary component selected from at least one secondary surfactant or additional fatty amphiphile, as specified below, and water or other suitable solvent. The lamellar or vesicular phase comprises bilayers made up of a first layer comprising the fatty acid and the secondary surfactant and / or fatty amphiphile alternating with a second layer comprising water or other suitable solvent.

[0021] As used herein, the terms "include," "Includes," and "including" are meant to be open-ended and are understood to mean "comprise," "comprises," and "comprising," respectively.

[0022] As used herein, the term "free" means that 0% of an ingredient has been intentionally added to the conditioner composition, or that the conditioner composition contains 0% of an ingredient based on the total weight of the composition, and therefore, there is no detectable amount of the listed ingredient.

[0023] As used herein, the term "substantially free" means less than 0.5%, less than 0.3%, less than 0.1%, less than 0.05%, less than 0.01%, or less than an insignificant amount of the recited component based on the total weight of the composition.

[0024] As used herein, "mixture" is meant to include simple combinations of substances and any compounds that may result from those combinations.

[0025] All percentages, parts and ratios are based on 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.

[0026] 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.

[0027] 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 limit given throughout this specification includes 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.

[0028] Cationic surfactants The composition of the present invention can contain a cationic surfactant, which can be present in the composition at a level of from about 0.1% by weight, alternatively from about 0.5% by weight, alternatively from about 0.8% by weight, alternatively from about 1.0% by weight to about 20% by weight, alternatively from about 10% by weight, alternatively from about 8.0% by weight, alternatively from about 6.0% by weight, or alternatively from about 4% by weight, in consideration of the effects of the present invention.

[0029] The surfactant may be water-insoluble. In the present invention, "water-insoluble surfactant" means that the surfactant has a solubility in water at 25°C of less than 0.5 g per 100 g of water (excluding 0.5 g / 100 g), or 0.3 g or less per 100 g of water.

[0030] The cationic surfactant can be one type of cationic surfactant or a mixture of two or more types of cationic surfactants. Alternatively, the cationic surfactant is selected from mono-long chain alkylamines, di-long chain alkyl quaternized ammonium salts, mono-long chain alkyl cationic neutralized amino acid esters, a combination of mono-long chain alkylamines and di-long chain alkyl quaternized ammonium salts, and a combination of mono-long chain alkylamines and mono-long chain alkyl cationic neutralized amino acid esters.

[0031] In some examples, the conditioner composition may be substantially free or free of cationic surfactants having quaternized ammonium salts.

[0032] Mono-long chain alkylamine The mono-long chain alkylamines can alternatively include those having a single long chain alkyl of 19 to 30 carbon atoms, alternatively 19 to 24 carbon atoms, alternatively 20 to 24 carbon atoms, alternatively 20 to 22 carbon atoms. The mono-long chain alkylamines can include mono-long chain alkylamidoamines. Primary, secondary, and tertiary aliphatic amines can be used.

[0033] Tertiary amidoamines having an alkyl group of about 19 to about 22 carbons. Exemplary tertiary amidoamines include behenamidopropyl dimethylamine, behenamidopropyl diethylamine, behenamidoethyl diethylamine, behenamidoethyl dimethylamine, brassicamidopropyl dimethylamine, brassicamidopropyl diethylamine, brassicamidoethyl diethylamine, and brassicamidoethyl dimethylamine. The amines of the present invention are disclosed in U.S. Pat. No. 4,275,055 (Nachtigal et al.).

[0034] In some examples, the conditioner composition may be substantially free of or may be free of stearamidopropyl dimethylamine, stearamidopropyl diethylamine, stearamidoethyl diethylamine, stearamidoethyl dimethylamine, palmitamidopropyl dimethylamine, palmitamidopropyl diethylamine, palmitamidoethyl diethylamine, palmitamidoethyl dimethylamine, arachidamidopropyl dimethylamine, arachidamidopropyl diethylamine, arachidamidoethyl diethylamine, arachidamidoethyl diethylamine, and / or diethylaminoethyl stearamide.

[0035] These amines may 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 acid hydrochloride, maleic acid, and mixtures thereof; or l-glutamic acid, lactic acid, citric acid, etc., in a molar ratio of amine to acid of about 1:0.3 to about 1:2, or about 1:0.4 to about 1:1.

[0036] In some examples, the conditioner composition may be free of mono-long chain alkyl quaternized ammonium salts.

[0037] Di-long alkyl quaternized ammonium salts When used, the di-long-chain alkyl quaternized ammonium salt is alternatively combined with the mono-long-chain alkyl quaternized ammonium salt and / or the mono-long-chain alkyl amine salt in a weight ratio of 1:1 to 1:5, alternatively 1:1.2 to 1:5, alternatively 1:1.5 to 1:4, taking into consideration rheological stability and conditioning effect.

[0038] The di-long chain alkyl quaternized ammonium salts can have two long chain alkyl chains of 12 to 30 carbon atoms, alternatively 16 to 24 carbon atoms, or alternatively 18 to 22 carbon atoms. Such di-long chain alkyl quaternized ammonium salts can be represented by the formula (I):

[0039] [ka] [In the formula, R 71 , R 72 , R 73 , and R 74 two of R are selected from aliphatic groups of 12 to 30 carbon atoms, alternatively 16 to 24 carbon atoms, alternatively 18 to 22 carbon atoms, or aromatic groups having up to about 30 carbon atoms, alkoxy groups, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups; and R 71 , R 72 , R 73 , and R 74 the remainder are independently selected from aliphatic groups of 1 to about 8 carbon atoms, alternatively 1 to 3 carbon atoms, or aromatic groups having up to about 8 carbon atoms, alkoxy groups, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups; and X -is a salt-forming anion selected from the group consisting of halides (e.g., chloride and bromide), C1-C4 alkyl sulfates (e.g., methosulfate and ethosulfate), and mixtures thereof. The aliphatic groups may contain, in addition to carbon and hydrogen atoms, ether linking groups, and other groups such as amino groups. Longer chain aliphatic groups, e.g., those having about 16 carbon atoms or more, may be saturated or unsaturated. Alternatively, R 71 , R 72 , R 73 and R 74 two of R may be selected from alkyl groups of 12 to 30 carbon atoms, alternatively 16 to 24 carbon atoms, alternatively 18 to 22 carbon atoms; 71 , R 72 , R 73 and R 74 and the remainder are independently selected from CH3, C2H5, C2H4OH, CH2C6H5, and mixtures thereof. Examples of di-long chain alkyl cationic surfactants include dialkyl(14-18)dimethylammonium chloride, ditallowalkyldimethylammonium chloride, dihydrogenated tallowalkyldimethylammonium chloride, distearyldimethylammonium chloride, and dicetyldimethylammonium chloride.

[0040] High-melting-point aliphatic compounds The composition of the present invention includes a high melting point fatty compound, which may be present in the composition at a level of from about 1.0% by weight, alternatively from about 1.5% by weight, alternatively from about 2.0% by weight, alternatively from about 2.5% by weight, alternatively from about 3% by weight to about 30% by weight, alternatively from about 15% by weight, alternatively from about 10% by weight, alternatively from about 8.0% by weight, or alternatively from about 7% by weight, in consideration of providing the effects of the present invention.

[0041] The high-melting-point fatty compound may have a melting point of 25°C or higher, alternatively 40°C or higher, alternatively 45°C or higher, alternatively 47°C or higher, or alternatively 49°C or higher, in consideration of the stability of the emulsion, particularly the gel network. Alternatively, such a melting point may be up to about 90°C, alternatively up to about 80°C, alternatively up to about 75°C, or alternatively up to about 71°C, in consideration of easier production and easier emulsification. In the present invention, the high-melting-point fatty compound may be used as a single compound or as a blend or mixture of at least two high-melting-point fatty compounds. When used as such a blend or mixture, the melting point referred to above refers to the melting point of the blend or mixture.

[0042] High-melting-point fatty compounds can be selected from the group consisting of fatty alcohols, fatty acids, and their mixtures.Furthermore, those skilled in the art understand that, depending on the number and position of double bonds and the length and position of branching, certain compounds with certain essential carbon atoms may have melting points lower than the melting points preferred in the present invention.Such compounds with low melting points are not intended to be included in this section.Non-limiting examples of high-melting-point compounds can be found in the International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and the CTFA Cosmetic Ingredient Handbook, Second Edition, 1992.

[0043] Among the various high melting point fatty compounds, fatty alcohols may alternatively be used in the compositions of the present invention. The fatty alcohols may have from about 14 to about 30 carbon atoms, or alternatively from about 16 to about 22 carbon atoms. These fatty alcohols are saturated and may be straight-chain or branched-chain alcohols.

[0044] Examples of fatty alcohols include cetyl alcohol (having a melting point of about 56°C), stearyl alcohol (having a melting point of about 58-59°C), behenyl alcohol (having a melting point of about 71°C), and mixtures thereof. These compounds are known to have the above melting points. However, they often have low melting points when supplied. This is because such supplied products are often mixtures of fatty alcohols with alkyl chain length distributions in which the alkyl backbone is cetyl, stearyl, brassica, or behenyl.

[0045] The fatty alcohol may be a mixture of cetyl alcohol and stearyl alcohol.

[0046] Generally, in the mixture, the weight ratio of cetyl alcohol to stearyl alcohol is alternatively from about 1:9 to 9:1, alternatively from about 1:4 to about 4:1, alternatively from about 1:2.3 to about 1.5:1.

[0047] When using higher levels of total cationic surfactant and high melting point fatty compound, the mixture has a weight ratio of cetyl alcohol to stearyl alcohol of from about 1:1 to about 4:1, from about 1:1 to about 2:1, or from about 1.2:1 to about 2:1 to avoid excessive viscosity due to spreadability, which can also provide better conditioning to damaged areas of the hair.

[0048] Aqueous Carrier The compositions of the present invention can include an aqueous carrier. The level and species of carrier can be selected according to compatibility with other components and other desired characteristics of the product.

[0049] The carrier can include water and an aqueous solution of a lower alkyl alcohol, which can be a monohydric alcohol having 1 to 6 carbons, or ethanol and isopropanol.

[0050] Alternatively, the aqueous carrier may be substantially water. Deionized water may be used. Water derived from natural sources containing mineral cations may also be used, depending on the desired properties of the product. Generally, the compositions of the present invention contain from about 40% to about 99%, alternatively from about 50% to about 95%, alternatively from about 70% to about 93%, alternatively from about 80% to about 92% water.

[0051] Gel Network Gel network structure can be included in conditioner composition to realize conditioning effect, including improving moisturized feeling of hair after rinsing conditioner.As used herein, the term "gel network" or "gel network structure" refers to a layered or vesicular solid crystalline phase comprising at least one high-melting-point fatty compound such as the fatty alcohol specified herein, at least one surfactant, particularly the cationic surfactant specified herein, and water or other suitable solvent.The layered structure, which can comprise layered sheets or vesicles, can comprise a double layer consisting of a first layer comprising a high-melting-point fatty compound and a surfactant, and a second layer alternating therewith comprising water or other suitable solvent. Gel networks in general are further described by G.M. Eccleston, "Functions of Mixed Emulsifiers and Emulsifying Waxes in Dermatological Lotions and Creams", Colloids and Surfaces A: Physiochem. and Eng. Aspects 123-124 (1997) 169-182, and G.M. Eccleston, "The Microstructure of Semisolid Creams", Pharmacy International, Vol. 7, 63-70 (1986).

[0052] The gel network can be formed by a cationic surfactant, a high melting point fatty compound, and an aqueous carrier, and is suitable for providing various conditioning benefits, such as a slippery feel during application to wet hair and softness and moisturization to dry hair.

[0053] Alternatively, when forming a gel network structure, the cationic surfactant and high melting point fatty compound may be contained at a level such that the weight ratio of cationic surfactant to high melting point fatty compound is alternatively in the range of about 1:1 to about 1:10, alternatively about 1:1.5 to about 1:7, or alternatively about 1:2 to about 1:6, in consideration of improving wet conditioning effects.

[0054] Alternatively, the compositions of the present invention are substantially free of anionic surfactants, especially when forming a gel network, taking into consideration the stability of the gel network. In the present invention, "the composition is substantially free of anionic surfactants" means that the composition does not contain anionic surfactants, or, if the composition contains anionic surfactants, the level of such anionic surfactants is very low. In the present invention, if such anionic surfactants are present, the total level is 1% by weight or less of the composition, alternatively 0.5% by weight or less, or alternatively 0.1% by weight or less. Alternatively, in most cases, the total level of such anionic surfactants is 0% by weight of the composition.

[0055] Preservatives The conditioning composition may contain a safe and effective preservative system to prevent microbial growth under normal storage and use conditions. Common preservatives in conditioner products include isothiazolinones (including methylisothiazolinone and a mixture of methylisothiazolinone and methylchloroisothiazolinone, which is commercially available from Dow® as Kathon®), parabens (including Germaben®, methylparaben, propylparaben, butylparaben, and phenoxyethanol, which are commercially available from Ashland® as Optiphen® and Optiphen® Plus), benzyl alcohol, phenoxyethanol, and ethylenediaminetetraacetic acid (EDTA) and its salts, including disodium EDTA, calcium disodium EDTA, and tetrasodium EDTA.

[0056] Some consumers may desire a preservative system that meets at least one, two, or all three of the following criteria while maintaining antimicrobial efficacy and product performance: EWG VERIFIED™ (based on criteria as of November 25, 2019), which includes meeting Environmental Working Group (EWG) standards, such as avoiding EWG ingredients of concern, fully transparent labeling, and using good manufacturing practices, in addition to other criteria set forth in EWG's Licensing Criteria: Personal Care Products (2019). Does not contain any of the ingredients listed as unacceptable by Whole Foods® in its Premium Body Care Unacceptable Ingredients (July 2018). Classified as "risk-free" (green dot) by the Yuka® application (March 2019).

[0057] Sodium benzoate preservatives can meet these criteria. However, using sodium benzoate as the sole preservative may not result in a conditioner product that effectively prevents microbial growth while having the smooth, creamy consistency consumers expect. See U.S. Patent Application Nos. 62 / 942,209 and 62 / 942,208, which are incorporated by reference.

[0058] A preservative system containing sodium benzoate and a second preservative composition selected from the group consisting of glycols, glyceryl esters, and combinations thereof can have an EWG rating score of 3 or less, be EWG VERIFIED™, and not contain any of the ingredients listed as unacceptable by Whole Foods® Market, and can be classified as "risk-free" by the Yuka® application while maintaining antimicrobial efficacy and providing good conditioning performance. In some examples, the preservative system and / or conditioner can also meet COSMOS standards (January 1, 2019).

[0059] The preservative composition can contain glycols and / or glyceryl esters. Both glycols and glyceryl esters have two -OH groups in the molecule. Non-limiting examples of glycols include butylene glycol, pentylene glycol, hexylene glycol, 1,2-hexanediol, caprylyl glycol, decylene glycol (1,2-decanediol), and mixtures thereof. In one example, the glycol can be caprylyl glycol. Non-limiting examples of glycerol esters include glyceryl caprylate, glyceryl caprate, glyceryl undecylenate, and mixtures thereof. Non-limiting examples of glycerol ethers include ethylhexylglycerin, caprylyl glyceryl ether, glyceryl capryl ether, and mixtures thereof.

[0060] The conditioner composition and / or preservative system may be free or substantially free of certain preservatives, particularly preservatives that do not meet one or more of the criteria, such as ethylenediaminetetraacetic acid (EDTA) and its salts, isothiazolinones including 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one (commercially available as Kathon™ CG from Dow®), benzyl alcohol, phenoxyethanol, cyclohexylglycerin, and / or parabens.

[0061] The conditioner composition may contain from about 0.2% to about 2.25% by weight of a preservative system, alternatively from about 0.4% to about 2.0% by weight of a preservative system, alternatively from about 0.6% to about 1.75% by weight of a preservative system, alternatively from 0.7% to about 1.50% by weight of a preservative system, alternatively from about 0.8% to about 1.30% by weight of a preservative system, and alternatively from 0.95% to 1.25% by weight of a preservative system.

[0062] The conditioner composition can contain from about 0.05% to about 0.8% by weight of sodium benzoate, alternatively from 0.1% to about 0.5% by weight of sodium benzoate, alternatively from about 0.2% to about 0.4% by weight of sodium benzoate, and alternatively from about 0.22% to about 0.3% by weight of sodium benzoate. The conditioner composition can contain sodium benzoate, and can contain less than 2% by weight of sodium benzoate, alternatively less than 1.5% by weight of sodium benzoate, alternatively less than 1% by weight of sodium benzoate, alternatively less than 0.8% by weight of sodium benzoate, alternatively less than 0.6% by weight of sodium benzoate, alternatively less than 0.5% by weight of sodium benzoate, alternatively less than 0.4% by weight of sodium benzoate, alternatively less than 0.3% by weight of sodium benzoate.

[0063] The preservative system can contain from about 5% to about 50% sodium benzoate by weight of the preservative system, or from about 10% to about 40% sodium benzoate by weight of the preservative system, and from about 15% to about 30% sodium benzoate by weight of the preservative system.

[0064] The conditioner composition can contain from about 0.2% to about 2.0% by weight, alternatively from about 0.3% to about 1.75% by weight, alternatively from about 0.4% to about 1.70% by weight, alternatively from about 0.5% to about 1.65% by weight, alternatively from about 0.55% to about 1.60% by weight, alternatively from about 0.60% to about 1.50% by weight of glycols, glyceryl esters, and combinations thereof. If the conditioner composition contains too much glycol and / or glyceryl ester (e.g., more than 2%), the gel network structure may be destroyed and the conditioner will not have consumer-acceptable rheology and / or performance.

[0065] The preservative system can contain from about 50% to about 100% by weight of the preservative system, alternatively from about 60% to about 95% by weight of the preservative system, alternatively from about 65% to about 90% by weight of the preservative system, alternatively from about 70% to about 85% by weight of the preservative system, glycol and / or glyceryl esters.

[0066] The weight ratio of preservative composition (e.g., glycols, glyceryl esters, and combinations thereof) to fragrance can be from about 0.1 to about 10, alternatively from about 0.2 to about 8, alternatively from about 0.2 to about 5, alternatively from about 0.3 to about 5, alternatively from about 0.5 to about 2, alternatively from about 0.6 to about 1.8, alternatively from about 0.8 to about 1.5, or alternatively from about 0.85 to about 1.25.

[0067] fragrance The conditioner compositions disclosed herein can include a fragrance, which can be referred to as a fragrance accord. The fragrance can be suitable for application to hair or skin.

[0068] The conditioner composition may contain, based on the total weight of the composition, from about 0.1% to about 5% by weight of fragrance, alternatively from about 0.2% to about 3% by weight, alternatively from about 0.3% to about 4% by weight, alternatively from about 0.4% to about 2.5% by weight, alternatively from about 0.5% to about 2% by weight, alternatively from about 0.6% to about 1.5% by weight, alternatively from about 0.6% to about 1.2% by weight, and alternatively from about 0.7% to about 1% by weight.

[0069] A wide variety of chemicals are known for use in fragrances (i.e., perfumes), including materials such as aldehydes, ketones, and esters. More commonly, naturally occurring plant and animal oils and exudates containing complex mixtures of various chemical components are known for use as fragrances. Fragrances can be relatively simple in their composition, containing a single chemical, or can comprise highly sophisticated, complex mixtures of natural and synthetic chemical components, all selected to produce any desired scent.

[0070] The perfume raw materials of the compositions of the present invention may have a boiling point (BP) of about 500° C. or less, alternatively about 400° C. or less, alternatively about 350° C. or less. The BP of many perfume raw materials is given in *Perfume and Flavor Chemicals* (Aroma Chemicals*), Steffen Arctander (1969). The ClogP values ​​of perfume raw materials useful herein may be greater than 0.1, alternatively greater than about 0.5, alternatively greater than about 1.0, alternatively greater than about 1.2.

[0071] Suitable perfume raw materials include, but are not limited to, ethyl 2,4-decadienoate, allyl heptoate, amyl acetate, ethyl butyrate, grapefruit zest (C&A), prenyl acetate, pinoacetaldehyde, 2,6-nonadienol, 3,6-nonadienol, cis-6-nonenol, excital, evaporanol, polysanthol, orange juice carbonyl, lemon juice carbonyl, orange sinenthal, paradif, tangerinal, benzaldehyde, mandarin aldehyde, undecalactone, norlinvanol, decyl aldehyde, trans-2-hexenal, trans-2-decenal, damascenone, 2-isobutylthiazole, 4-methyl-4-mercaptopentan-2-one, corpus cassis (corpus cassis), and the like. cassis) 0.1% TEC, patchouli, 2-methoxy-4-vinylphenol, pyridine acetyl 10%, sulforol, diacetyl, furaneol, maple lactone, allyl amyl glycolate, ambroxan, alpha damascondamasene, cetalox, cyclal C, cedrumbar, cyclogalbanate, galbex, Cymal, nerol, flurohydral, Pt bucinal, isocyclocitral, fractone, methyl isobutenyl tetrahydropyran, fultene, delphon, ethyl methylphenylglycidate, Violiff, foracetate acetate), delta damascondamacene, ambrox, karone, isoeugenol, hivenal, methyl beta naphthyl ketone, ozonyl, benzyl salicylate, spirogalbone, cinnamic alcohol, javanol, dihydroisojasmonate, aduxal, charismal, pyrazine, ethyl anthranilate, aldehyde supra, vacadanol, anethole, irisanthemum, yarahuala, keone, cis 3 hexenyl salicylate, methyl nonyl ketone, coumarin, gamma dodecalactone, aprinate, eucalptol, intrelevenaldehyde, heliotropin, indole, manzanate, ionone, alpha, trans 4 decynal, ionone beta, oxane, neobutanone, clonal,Methyloctyne carbonate, Floralozone, Methylheptyne carbonate, Methylnonylacetaldehyde, Cashmeran, Phenoxyethyl isobutyrate, Phenylacetaldehyde, Ethyl methylphenylglycidate, Undecyl aldehyde, Aurantiol, Nectaryl, Butoxym, Laurie aldehyde, Nirvanol, Triphenal, Pyrazobutyl, Belotone, Anisaldehyde, Paramenthene, Isovaleric aldehyde 0.1% DPG, Liminal, Labienoxime, Rhubofix, Isopropylquinoline, 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-butenone 2;(3aR-(3aalpha,5abeta,9aalpha,9bbeta))-dodecahydro-3a,6,6 ,9a-Tetramethylnaphtha(2,1-b)furan;2,6-Dimethyl-5-heptenal;3,7-Dimethyl-1,6-octadien-3-ol;3-Methyl-2-buten-1-yl acetate;3,7-Dimethyl-2,6-octadienenitrile;2,4-Dimethylcyclohexene-3-carbaldehyde;Phenylacetaldehyde, indole, ethyl methyldioxolane acetate;4-(2,6,6-trimethyl-1,3-cyclohexadiene) (enyl)-3-buten-4-one;Cis-3-hexenyl acetate;Ald laurate, tricyclodecenyl acetate, paracresyl methyl ether, 7-acetyl, 1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene;3-Buten-2-one;3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl);Acetic acid (cyclohexyloxy), 2-propenyl ester;3-Buten-2-one , 4-(2,6,6-trimethyl-2-cyclohexen-1-yl), (E); decyl aldehyde, methyl-3,4-dioxy(cycloacetonyl)benzene; 2,6-dimethyl-2,6-octadien-8-ol; ortho-tert-butylcyclohexanyl acetate; hexanoic acid, 2-propenyl ester; 4-methoxybenzaldehyde; 3-(3-isopropylphenyl)butanal; iso-2-methoxy-4-(2-propenyl)phenol,Tetrahydro-3,7-dimethyl-1,6-octadien-3-ol; 1-Methyl-4-isopropenyl-1-cyclohexene; Methylphenylcarbonyl acetate; Hexahydro-4,7-methano-1H-inden-5(or 6)-yl propionate; Benzaldehyde, 3,7-dimethyl-2,6-octadienal; 3,3-Dimethyl-5-(2,2,3-trimethyl-3-cycloenten-1-yl)- 4-Pentaen-2-ol; 2-Methoxy-4-(2-propenyl)phenol; 3,7-Dimethyl-6-octen-1-ol; Allyl heptanoate; 1,3-Oxathiane, 2-methyl-4-propyl-, cis-; Para-diphenyl; (all-E)-alpha-sinensal, 2,6,10-trimethyl-2(E),6(E),9(E),11-dodecatetraenal; Mandarinaldehyde, pI-methene-8 thiol; 4-Methyl-3- Decen-5-ol; Ethyl caproate, ethyl 2-4-decadienoate, 4-pentaen-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-; 1H-indene-α-propanal, 2,3-dihydro-1,1-dimethyl-(9CI); Methylnonylacetaldehyde; Orange juice carbonyl; 4-dodecenal; 3-cyclohexene-1-carboxaldehyde, 2,4-dimethyl; 2,6-nonenoic 2,6-nonadeinal; 2,6-nonadienol; 3-P-cumenyl-propionaldehyde 4-(1-methylethyl)-benzenepropanal; 1-(2,6,6-trimethyl-1,3-cyclohexanedienyl)-2-buten-1-one; 6-(Z,3-pentenyl)-tetrahydro-(2H)-pyranone-2; 3-methyl-(cis-2-pentaen-1-yl)-2-cyclopentaen-1-one,2,6-Noneol; 2,6-Nonadienol; (3aR-(3aalpha,5abeta,9aalpha,9bbeta))-Dodecahydro-3a,6,6,9a-tetramethylnaphtha(2,1-b)furan; Beta-gamma-Hexenol; Cis-3-Hexenyl Acetate; 3-P-Cumenyl-Propionaldehyde; 4-(1-Methylethyl)-Benzenepropanal; 1-(2,6,6-Trimethyl-1,3-cyclohexadienyl)-2-buten-1-one; 3-(3-Isopropylphenyl)butanal; 4-Pentaen-1-one, 1-( 5,5-Dimethyl-1-cyclohexen-1-yl)-; 1H-Indene-α-propanal, 2,3-dihydro-1,1-dimethyl-(9CI); 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-butenone 2; 6-(Z,3-pentenyl)-tetrahydro-(2H)-pyranone-2; 2,6-Dimethyl-5-heptenal; 6,6-Dimethylbicyclo(3.1.1)hept-2-ene-2-propanal; 3-Cyclohexene-1-carboxaldehyde, 2,4-dimethyl; 4-Methyl-3-decen-5-ol; O Tertiary butyl cyclohexanyl acetate; 3-Methyl-(cis-2-pentaen-1-yl)-2-cyclopentaen-1-one; 4-Penten-2-ol, 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopentaen-1-yl)-benzaldehyde; Undeclactone; 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-butenone; Allyl heptanoate; 1,3-Oxathiane, 2-methyl-4-propyl-, cis-; Paradiphenyl, (all-E)-alpha- Sinensal, 2,6,10-trimethyl-2(E),6(E),9(E),11-dodecatetraenal; Mandarin aldehyde; 4-Dodecenal; p-1-methene-8 thiol; Orange juice carbonyl; Decyl aldehyde; 4-Methyl-3-decen-5-ol; 4-Pentaen-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-hexanoic acid, 2-propenyl ester; 4-Methoxybenzaldehyde; Allyl heptanoate; Benzaldehyde; 1,3-Oxathiane, 2-methyl-4-propyl-,cis-;Decyl aldehyde;Ethyl 2',4-decadienoate;Ethyl caproate;4-Pentaen-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-;p-1-methene-8 thiol;(all-E)-alpha-sinensal 2,6,10-trimethyl-2(E),6(E),9(E),11-dodecatetraenal;IH-Indene-α-propanal, 2,3-dihydro-1,1-dimethyl-(9C1);4-(2,6,6-trimethyl-1-cyclohexenyl)-3-butenone 2;3-dodecenal;Methylnonylacetal Dehyde; Orange juice carbonyl; Paradifu; 4-dodecenal; 3-cyclohexene-1-carboxaldehyde, 2,4-dimethyl; 4-methyl-3-decen-5-ol; Animal fragrances (musk oil, musk, castoreum, ambergris, etc.); Plant fragrances (nutmeg extract, cardom extract, ginger extract, cinnamon extract, patchouli oil, geranium oil, orange oil, mandarin oil, orange flower extract, cedarwood, vetiver, lavandin, ylang-ylang extract, tuberose extract, sandalwood) Oil, bergamot oil, rosemary oil, spearmint oil, peppermint leaf oil, lemon oil, lavender oil, citronella oil, chamomile oil, clove oil, sage oil, neroli oil, labdanum oil, eucalyptus oil, verbena oil, mimosa extract, daffodil extract, carrot seed extract, jasmine extract, olibanum extract, rose extract, etc.), acetophenone, aduxal, aldehyde C-12, aldehyde C-14, aldehyde C-18, allyl caprylate, allyl heptanoate, ambroxan, dimethylindane derivatives, aneto ethanol, anisaldehyde, benzaldehyde, benzyl acetate, benzyl alcohol and ester derivatives, benzyl propionate, benzyl salicylate, beta-gamma hexanol, borneol, butyl acetate, camphor, carbitol, carvone, cetalox, cinnamaldehyde, cinnamyl acetate, cinnamyl alcohol, cis-3-hexanol and ester derivatives, cis-3-hexenylmethyl carbonate, cis-jasmone, citral, citronellol and ester derivatives, cuminaldehyde, cyclamen aldehyde, cyclogalbanate, damascone,Decanol, decyl aldehyde, estragole, deltamcenone, dihydromyrcenol, dimethylbenzyl carbinol, 6,8-dimethyl-2-nonanol, dimethylbenzylcarbinyl butyrate, ethyl isobutyrate, ethyl propionate, ethyl caprylate, ethyl cinnamate, ethyl hexanoate, ethyl valerate, exaltolide, fenchone, galaxolide, geraniol and ester derivatives, hedione, helional, 2-heptonone, hexenol, hexyl salicylate, hydroxycitronellal, ionone, isoeugenol, isovaleric acid Isoamyl, Iso-E Super, Linalool Acetate, Lilial, Lyral, Majantol, Mayol, Menthol, p-Methylacetophenone, Methyl Cedrylone, Methyl Dihydrojasmonate, Methyl Eugenol, Mugetanol, Para-Hydroxyphenylbutanone, Phenoxynol, Phenylacetaldehyde Dimethyl Acetate, Phenoxyethyl Isobutyrate, Phenylethyl Alcohol, Pinene, Sandalol, Sandinol, Santalol, Thymol, Terpene, Tonalide, 3,3,5-Trimethylcyclohexanol, Undecylenal, Dehyde, Phenylethyl Alcohol, Linalool, Geraniol, Citronellol, Cinnamic Alcohol, Isobornyl Acetate, Benzyl Acetate, Para-Tertiary-Butylcyclohexyl Acetate, Linalyl Acetate, Dihydro-Nor-Dicyclopentadienyl Acetate, Dihydro-Nor-Dicyclopentadienyl Propionate, Amyl Salicylate, Benzyl Salicylate, Para-Iso-Propyl α-Octyl Hydrocinnamic Aldehyde, Hexyl Cinnamic Aldehyde, Hydroxycitronellal, Heliotropin, Nisaldehyde, citral, dextrolimonene, coumarin, ionone gamma methyl, methyl beta naphthyl ketone, gamma undecalactone, eugenol, musk xylol, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-gamma-2-benzopyran, 4-acetyl-6-tert-butyl-1,1-dimethylindane, 6-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene, beta naphthyl ethyl ether, methyl eugenol , Methyl Cedrenyl Ketone, Patchouli, Lavandin, Geranyl Nitrile, Alpha-Ionone, Alpha-Beta-Ionone, Benzyl Isoeugenol, Amyl Cinnamaldehyde, Beta-Gamma Hexenol, Orange CP, Ortho-Tertiary-Butyl Cyclohexyl Acetate, 2-Methyl-3-(para-Isopropylphenyl)propionaldehyde, Trichloromethylphenylcarbinyl Acetate, Diol-1,3-Nonane Acetate, Methyl Dihydrojasmonate, Phenoxyethyl Isobutyrate, Citronellol Nera, citronellal, citratal, tetrahydromuguol, ethylene brassylate, musk ketone, musk tibet, phenylethyl acetate, oakmoss 25%, hexyl salicylate, eucalptol, stemone, cashmeran, geraniol, citronellyl nitrile, linalool, ethyl linalool, benzyl acetate, undecavertol, methylphenylcarbinyl acetate, 6-nonen-1-ol, (6Z)-, benzyl propionate, iso-E super, 2,6-nonadien-1-ol, (2E,6Z)-(10% nonadienol in DPG), cis-3-hexen-1-ol (beta-gamma hexenol), isobornyl acetate, Ambrox DL, ozone propanal (Florarozone), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)pent-4-en-2-ol (Evanol), phenethyl isobutyrate, Florhydral, phenylethyl alcohol, bourgeonal, gamma-undecalactone (racemic), dihydromyrcenol, 2-methyl-1,3-dioxolane-2-ethyl acetate (fractone), bigarade oxide, allyl cyclohexylpropionate, tetrahydrolinalool, Trimofix O, Citronellol, Neofolion, Hivernal Mixture, Linalyl Acetate, Citronellyloxyacetaldehyde, Delta-Mucenone, Romanolide, Beta-Pinene, Caranal, Vertenex, o-tert-Butylcyclohexyl Acetate, Nectaryl, Gamma-Decalactone, Isoeugenol, Heliotropin, Oxalone (Caron 1951), Cinnamaldehyde, Dihydro-beta-Ionone, Ethyl Acetate, Cyclemax, Eugenol, d-Limonene, Vivaldie, Cyclogalbanate, Trans-Anethole, Anethole, Cis-3-Hexenyl Butyrate, Flor Acetate acetate), Violiff, Aurantiol, Damascenone, trans-pinoacetaldehyde, Dodecanal, Eucalptol, Roseoxide, Undecanal (Undecylaldehyde), Allyl Caproate, Romascone, Allyl Heptanoate, α-Iron, Hexyl Acetate, Liffarome, Bartolif, Anisaldehyde, Gamma Methyl Ionone, Nonanal, Fultene, Allyl Amyl Glycolate, Methyl 2-Octinoate, Beta-Ionone, Ethyl Enanthate, Maltol, Alpha-Damascone, Methyl 2-noninoate, Gamma-Nonalactone, Dimetol, Methyl Pamplemousse, Methyl Ionone (Xandralia), 2-Nonen-1-al, Oxane, (E)-2Examples of suitable amines include (Z)-6-nonadienal, trans-2-hexenal, ethyl butyrate, prenyl acetate, ethyl 2-methylbutyrate, melonal, isoamyl acetate, 2,6-nonadien-1-ol, (2E,6Z)-(nonadienol), 10% Labienone Oxim in DPG, ethyl caproate, phenylacetaldehyde, isobutylquinoline, manzanate, 2-methylundecanal, methyl anthranilate, cis-3, cis-6-nonadienol, ethyl vanillin, benzaldehyde, neobutenone, tripral or ligustral, 10-undecenal, citronellal, N-decanal, vanillin, L-carvone, isocyclocitral, octanal, methyl benzoate, phenylethyl acetate, citral, indole, and mixtures thereof.

[0072] Other suitable fragrances, including perfume raw materials, can be found in the following U.S. Patent Nos. 4,145,184; 4,209,417; 4,515,705; and 4,152,272, which are incorporated herein by reference in their entireties.

[0073] Suitable perfume raw materials include: stemone, cashmeran, geraniol, citronellyl nitrile, linalool, ethyl linalool, benzyl acetate, undecavertol, methylphenylcarbinyl acetate, 6-nonen-1-ol, (6Z)-, benzyl propionate, iso-E super, 2,6-nonadien-1-ol, (2E,6Z)-(10% nonadienol in DPG), cis-3-hexen-1-ol. (beta-gamma hexenol), isobornyl acetate, Ambrox DL, ozone propanal (Florarozone), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)pent-4-en-2-ol (Evanol), phenethyl isobutyrate, Florhydral, phenylethyl alcohol, bourgeonal, γ-undecalactone (racemic), dihydromyrcenol, 2-methyl-1,Ethyl 3-dioxolane-2-acetate (fractone), bigarade oxide, allyl cyclohexyl propionate, tetrahydrolinalool (tetrahydrolinalool), Trimofix O, Citronellol, Neofolion, Hivernal Mixture, Linalyl Acetate, Citronellyloxyacetaldehyde, Delta-Mucenone, Romanolide, Beta-Pinene, Caranal, Vertenex, o-tert-Butylcyclohexyl Acetate, Nectaryl, Gamma-Decalactone, Isoeugenol, Heliotropin, Oxalone (Caron 1951), Cinnamaldehyde, Dihydro-beta-Ionone, Ethyl Acetate, Cyclemax, Eugenol, d-Limonene, Vivaldier, Cyclogalbanate, trans-Anethole, Anethole, cis-3-Hexenyl Butyrate, Flor Acetate, Violiff, Aurantiol, Damascenone, trans-Pinoacetaldehyde, Dodecanal, Eucalptol, Roseoxide, U Undecyl aldehyde, allyl caproate, romascone, allyl heptanoate, α-iron, hexyl acetate, rifalome, batrif, anisaldehyde, gamma methyl ionone, nonanal, fultene, allyl amyl glycolate, methyl 2-octynoate, beta-ionone, ethyl enanthate, maltol, alpha-damascone, methyl 2-noninoate, gamma-nonalactone, dimetol, methyl pamplemousse, methyl ionone (xandraria), 2-nonen-1-al, oxane, (E)-2,(Z)-6-nonadienal, trans-2-hexenal, ethyl butyrate, prenyl acetate, ethyl 2-methylbutyrate, melonal, isoamyl acetate, 2,6-nonadien-1-ol, (2E,6Z)-(nonadienol), 10% Labienone Oxim in DPG, ethyl caproate, phenylacetaldehyde, isobutylquinoline, manzanate, 2-methylundecanal, methyl anthranilate, cis-3, cis-6-nonadienol, ethyl vanillin, benzaldehyde, neobutenone, tripral or ligustral, 10-undecenal, citronellal, N-decanal, vanillin, L-carvone, isocyclocitral, octanal, methyl benzoate, phenylethyl acetate, citral, indole, and mixtures thereof.

[0074] Additional suitable perfume raw materials include: isoeugenol, heliotropin, oxalone (Kalon 1951), cinnamaldehyde, dihydro-beta-ionone, ethyl acetate, cyclemax, eugenol, d-limonene, vivaldier, cyclogalbanate, trans-anethole, anethole, cis-3-hexenyl butyrate, furol acetate, violiff, aurantiol, damascenone, trans-pinoacetaldehyde, dodecanal, eucal. Ptol, rose oxide, undecanal (undecyl aldehyde), allyl caproate, romascone, allyl heptanoate, α-iron, hexyl acetate, rifarom, batrif, anisaldehyde, gamma methyl ionone, nonanal, fultene, allyl amyl glycolate, methyl 2-octynoate, beta-ionone, ethyl enanthate, maltol, alpha-damascone, methyl 2-noninoate, gamma-nonalactone, dimetol, methyl pump Lumouse, methyl ionone (xandraria), Violiff, aurantiol, damascenone, trans-pinoacetaldehyde, dodecanal, eucalptol, rose oxide, undecanal (undecyl aldehyde), allyl caproate, romascone, allyl heptanoate, α-irone, hexyl acetate, rifalome, burtlif, anisaldehyde, gamma methyl ionone, nonanal, fultene, allyl amyl glycolate, methyl 2-octynoate Chil, beta-ionone, ethyl enanthate, maltol, alpha-damascone, methyl-2-noninoate, gamma-nonalactone, dimetol, methyl pamplemousse, methyl ionone (xandraria), 2-nonen-1-al, oxane, (E)-2,(Z)-6-nonadienal, trans-2-hexenal, ethyl butyrate, prenyl acetate, ethyl-2-methylbutyrate, melonal, isoamyl acetate, 2,6-nonadien-1-ol, (2E,6Z)-(nonadienol), 10% Labienone Oxim in DPG, ethyl caproate, phenylacetaldehyde, isobutylquinoline, manzanate, 2-methylundecanal, methyl anthranilate, cis-3, cis-6-nonadienol, ethyl vanillin, benzaldehyde, neobutenone, tripral or ligustral, 10-undecenal, citronellal, N-decanal, vanillin, L-carvone, isocyclocitral, octanal, methyl benzoate, phenylethyl acetate, citral, indole, and mixtures thereof.

[0075] Further suitable perfume raw materials include: Violiff, aurantiol, damascenone, trans-pinoacetaldehyde, dodecanal, eucalptol, rose oxide, undecanal (undecyl aldehyde), allyl caproate, romascone, allyl heptanoate, α-irone, hexyl acetate, rifalome, batrif, anisaldehyde, gamma methyl ionone, nonanal, fultene, allyl amyl glycolate, methyl 2-octynoate, beta-ionone, enanthate. Tyl, Maltol, Alpha-Damascone, Methyl-2-noninoate, Gamma-Nonalactone, Dimetol, Methyl Pamplemousse, Methyl Ionone (Xandraria), 2-None-1-al, Oxane, (E)-2,(Z)-6-Nonadienal, Trans-2-Hexenal, Ethyl Butyrate, Prenyl Acetate, Ethyl-2-Methylbutyrate, Melonal, Isoamyl Acetate, 2,6-Nonadien-1-ol, (2E,6Z)-(Nonadienol), Labienone in 10% DPG Oxim (labienoxime), ethyl caproate, phenylacetaldehyde, isobutylquinoline, manzanate, 2-methylundecanal, methyl anthranilate, cis-3, cis-6-nonadienol, ethyl vanillin, benzaldehyde, neobutenone, tripral or ligustral, 10-undecenal, citronellal, N-decanal, vanillin, L-carvone, isocyclocitral, octanal, methyl benzoate, phenylethyl acetate, citral, indole, and mixtures thereof.

[0076] Further suitable perfume raw materials include: 2-nonen-1-al, oxane, (E)-2,(Z)-6-nonadienal, trans-2-hexenal, ethyl butyrate, prenyl acetate, ethyl-2-methylbutyrate, melonal, isoamyl acetate, 2,6-nonadien-1-ol, (2E,6Z)-(nonadienol), 10% Labienone in DPG. Oxim (labienoxime), ethyl caproate, phenylacetaldehyde, isobutylquinoline, manzanate, 2-methylundecanal, methyl anthranilate, cis-3, cis-6-nonadienol, ethyl vanillin, benzaldehyde, neobutenone, tripral or ligustral, 10-undecenal, citronellal, N-decanal, vanillin, L-carvone, isocyclocitral, octanal, methyl benzoate, phenylethyl acetate, citral, indole, and mixtures thereof.

[0077] Examples of fragrances include ligustral or tripral, cis-3-hexenyl acetate, delta damascene, cyclemax, ethyl-2-methyl butyrate, hexyl acetate, allyl cyclohexane propionate, ethyl linalool, undecalactone, ambroxan, furohydral, ethyl-2-methylpentanoate, prenyl acetate, ethyl maltol, methyl iso-butenyl tetrahydropyran, ethyl enanthate, oxane, allyl heptanoate, fultene, and ionone gamma methyl.

[0078] Further examples of fragrances include octyl aldehyde, oxane, pinoacetaldehyde, anethole USP, alpha damascene, citronellol, methyl pamplemousse, ambronat, 4-tertiary butyl hexyl cycloacetate, hexyl acetate, cis-3-hexenyl acetate, melonal, irone alpha refined product, dimethyl benzyl carbyl acetate, precyclemon B, fultene, helvetolide 947650, undecalactone, ethyl 2-methylpentanoate, phenylacetaldehyde, gamma decalactone, dihydrobeta ionone, ethyl 2-methyl butyrate, ethyl methylphenylglycidate, lomascone, citral, and ethyl vanillin.

[0079] Further examples of fragrances include cold-pressed lemon, melonal, parahydroxyphenylbutanone, undecalactone, ligustral or tripral, undecavertol, isoesuper or wood, isoeugenol, ambronat, beta gamma hexenol, ethyl maltol, oxane, cis-3-hexenyl acetate, delta damascene, dihydromyrcenol, ethyl caproate, ethyl-2-methyl butyrate, heliotropin, hexyl acetate, ionone gamma methyl, linalool, and linalyl acetate.

[0080] The perfume may comprise one or more perfume raw materials, wherein at least one perfume raw material has a water solubility of 10 g / liter of water or less, alternatively 5 g / liter of water or less, alternatively 2 g / liter of water or less.

[0081] The perfume raw materials may have a dielectric constant (DC) of about 5 to about 10, alternatively about 6 to about 9, alternatively about 7 to about 9. The dielectric constant is measured at room temperature (23.1 to 23.4°C) using a BI-870 Liquid Dielectric Constant Meter (Brookhaven Instruments, Corp., New York).

[0082] At least one perfume raw material may have a lower AlogP of from about 1 to 6.0, alternatively from about 1.5 to 6.0, alternatively from about 2.0 to 5.5.

[0083] Perfume raw materials may include those in the table below.

[0084] [Table 1]

[0085] Soluble Anti-Dandruff Actives The soluble anti-dandruff agent may be one or a mixture selected from the group consisting of azoles such as climbazole, ketoconazole, itraconazole, econazole and elubiol; hydroxypyridones such as piroctone olamine, ciclopirox, rilopirox and MEA-hydroxyoctyloxypyridinone; keratolytic agents such as salicylic acid and other hydroxy acids; strobilurins such as azoxystrobin, and metal chelators such as 1,10-phenanthroline, and hinokitiol. 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. The azole antibacterial agent may be ketoconazole. The sole antimicrobial agent may be ketoconazole.

[0086] The soluble anti-dandruff agent may be present in an amount of about 0.1% to 10%, in further embodiments about 0.25% to 8%, and in further embodiments about 0.5% to 6%. Alternatively, the soluble anti-dandruff agent may be present in an amount of about 0.1% to about 2%, alternatively about 0.15% to about 1.5%, alternatively about 0.2% to about 1%, alternatively about 0.2% to about 0.75%, or alternatively about 0.25% to about 0.5%.

[0087] Silicone Compounds The compositions of the present invention may contain a silicone compound, which may be contained in the composition at a level of from about 0.05% to about 15% by weight of the composition, preferably from about 0.1% to about 10% by weight, more preferably from about 0.15% to about 5% by weight, and even more preferably from about 0.2% to about 4% by weight.

[0088] Silicone polymers containing quaternary ammonium groups Such silicone compounds useful herein may be those having amine or quaternary ammonium groups, as well as alkylene oxide groups, such as trideceth-9-amodimethicone, silicone quaternium-22, and those described in more detail below.

[0089] Silicone compounds useful herein include, for example, quaternary-containing silicone polymers that include terminal ester groups, have a viscosity of up to 100,000 mPa·s, and a D-block length of greater than 200 D units. Without being bound by theory, this low viscosity silicone polymer provides improved conditioning benefits, such as smooth feel, reduced friction, and protection from hair damage, while eliminating the need for silicone blends.

[0090] Structurally, the silicone polymer is a polyorganosiloxane compound containing one or more quaternary ammonium groups, at least one silicone block containing more than 200 siloxane units, at least one polyalkylene oxide structural unit, and at least one terminal ester group. In one or more embodiments, the silicone block may contain 300 to 500 siloxane units. In a preferred embodiment, the polyorganosiloxane compound has the general formula (Ia) and (Ib): MY-[-(N + R2-TN + R2)-Y-] m -[-(NR 2 -AE-A'-NR 2 )-Y-] k -M (Ia) MY-[-(N + R2-TN + R2)-Y-] m -[-(N + R 2 2-AE-A'-N + R 2 2)-Y-] k -M (Ib) During the ceremony, m is >0, preferably 0.01 to 100, more preferably 0.1 to 100, even more preferably 1 to 100, specifically 1 to 50, more specifically 1 to 20, and even more specifically 1 to 10; k is 0 or an average value of from greater than 0 to 50, or preferably from 1 to 20, or even more preferably from 1 to 10; M represents a terminal group containing a terminal ester group selected from the following: -OC(O)-Z -OS(O)2-Z -OS(O2)OZ -OP(O)(OZ)OH -OP(O)(OZ)2 Z represents a terminal group containing a terminal ester group selected from monovalent organic residues having up to 40 carbon atoms, optionally containing one or more heteroatoms.

[0091] A and A' are each independently selected from a single bond or a divalent organic group having up to 10 carbon atoms and one or more heteroatoms; E is a polyalkylene oxide group of the general formula: -[CH2CH2O] q -[CH2CH(CH3)O] r -[CH2CH(C2H5)O] s - In the formula, q=0 to 200, r=0 to 200, s=0 to 200, and q+r+s=1 to 600.

[0092] R 2 is selected from hydrogen or R; R is selected from monovalent organic groups having up to 22 carbon atoms and optionally one or more heteroatoms, the free valence on the nitrogen atom being attached to a carbon atom; Y is a group of the formula: -KSK- and -AE-A'- or -A'-EA- and

[0093] [ka] In the formula, R1 is C1 to C 22 Alkyl, C1-C 22 It is a fluoroalkyl or aryl, and n is 200 to 1000. When several S groups are present in the polyorganosiloxane compound, they may be the same or different.

[0094] K is a divalent or trivalent linear, cyclic, and / or branched C2-C 40 A hydrocarbon residue, which may optionally be -O-, -NH-, trivalent N, -NR 1 interrupted by -, -C(O)-, -C(S)- and optionally substituted by -OH, R 1 is defined as above, T is selected from divalent organic groups having up to 20 carbon atoms and one or more heteroatoms.

[0095] The residues K may be identical or different. In the -KSK- moiety, the residue K is bonded to the silicon atom of the residue S via a C-Si- bond.

[0096] In the polyorganosiloxane compound, the amine group (-(NR 2 -AE-A'-NR 2 Due to the possible presence of amine groups, such compounds may have protonated ammonium groups resulting from the protonation of such amine groups with organic or inorganic acids. Such compounds are sometimes referred to as acid addition salts of polyorganosiloxane compounds.

[0097] In a preferred embodiment, the molar ratio of quaternary ammonium groups b) to terminal ester groups c) is less than 100:20, even more preferably less than 100:30, and most preferably less than 100:50. 13 It can be determined by C-NMR.

[0098] In a further embodiment, the polyorganosiloxane composition comprises: A) at least one polyorganosiloxane compound comprising a) at least one polyorganosiloxane group, b) at least one quaternary ammonium group, c) at least one terminal ester group, and d) at least one polyalkylene oxide group (as defined above); B) may comprise at least one polyorganosiloxane compound different from compound A), which comprises at least one terminal ester group.

[0099] In the definition of component A), reference can be made to the description of the polyorganosiloxane compound of the present invention. Polyorganosiloxane compound B) differs from polyorganosiloxane compound A) in that it preferably does not contain quaternary ammonium groups. Preferred polyorganosiloxane compound B) is obtained by reacting a monofunctional organic acid, especially a carboxylic acid, with a polyorganosiloxane containing a bisepoxide.

[0100] In the polyorganosiloxane composition, the weight ratio of compound A) to compound B) is preferably less than 90:10. In other words, the content of component B) is at least 10% by weight. In a further preferred embodiment of the polyorganosiloxane composition in compound A), the molar ratio of quaternary ammonium groups b) to terminal ester groups c) is less than 100:10, even more preferably less than 100:15, and most preferably less than 100:20.

[0101] The silicone polymer was heated at 20°C and a shear rate of 0.1 s -1 (plate-plate system, plate diameter 40 mm, gap width 0.5 mm) has a viscosity of less than 100,000 mPa·s (100 Pa·s). In further embodiments, the viscosity of the undiluted silicone polymer may range from 500 to 100,000 mPa·s, or preferably from 500 to 70,000 mPa·s, or more preferably from 500 to 50,000 mPa·s, or even more preferably from 500 to 20,000 mPa·s. In further embodiments, the viscosity of the undiluted polymer is less than 100,000 mPa·s at 20°C and a shear rate of 0.1 s -1 When determined by the above equation, the viscosity may be in the range of 500 to 10,000 mPa·s, or preferably in the range of 500 to 5000 mPa·s.

[0102] In addition to the silicone polymers listed above, the following preferred compositions are provided below: For example, in the polyalkylene oxide group E of the general formula: -[CH2CH2O] q -[CH2CH(CH3)O] r -[CH2CH(C2H5)O] s - q, r and s can be defined as follows: q=0 to 200, or preferably 0 to 100, or more preferably 0 to 50, or even more preferably 0 to 20; r=0 to 200, or preferably 0 to 100, or more preferably 0 to 50, or even more preferably 0 to 20; s=0 to 200, or preferably 0 to 100, or more preferably 0 to 50, or even more preferably 0 to 20; q+r+s=1 to 600, or preferably 1 to 100, or more preferably 1 to 50, or even more preferably 1 to 40. In the polyorganosiloxane structural unit having the general formula S,

[0103] [ka] In the formula, R 1 is C1~C 22 Alkyl, C1-C 22 fluoroalkyl or aryl, n is 200 to 1000, or preferably 300 to 500, and K (in the -KSK- group) is preferably a divalent or trivalent linear, cyclic, or branched C2-C 20 A hydrocarbon residue, optionally -O-, -NH-, trivalent N, -NR 1 It is interrupted by -, -C(O)-, -C(S)- and optionally substituted by -OH.

[0104] In specific embodiments, R 1 is C1~C 18 Alkyl, C1-C 18 fluoroalkyl and aryl. 1 is preferably C1 to C 18 alkyl, C1-C6 fluoroalkyl, and aryl. 1 is more preferably C1-C6 alkyl, C1-C6 fluoroalkyl, even more preferably C1-C4 fluoroalkyl, and phenyl. Most preferably, R 1 are methyl, ethyl, trifluoropropyl, and phenyl.

[0105] As used herein, "C1-C 22The term "alkyl" means an aliphatic hydrocarbon group having 1 to 22 carbon atoms, which may be straight-chained or branched. Examples include methyl, ethyl, propyl, n-butyl, pentyl, hexyl, heptyl, nonyl, decyl, undecyl, isopropyl, neopentyl, and 1,2,3-trimethylhexyl moieties.

[0106] Furthermore, as used herein, "C1-C 22 The term "fluoroalkyl" means an aliphatic hydrocarbon compound having 1 to 22 carbon atoms, which may be linear or branched, and which is substituted with at least one fluorine atom. Suitable examples are monofluormethyl, monofluoroethyl, 1,1,1-trifluorethyl, perfluoroethyl, 1,1,1-trifluoropropyl, and 1,2,2-trifluorobutyl.

[0107] Furthermore, the term "aryl" refers to phenyl that is unsubstituted or substituted one or several times with OH, F, Cl, CF3, C1-C6 alkyl, C1-C6 alkoxy, C3-C7 cycloalkyl, C2-C6 alkenyl, or phenyl. Aryl can also refer to naphthyl.

[0108] For embodiments of polyorganosiloxanes, the positive charge derived from the ammonium group can be provided by an inorganic anion such as chloride, bromide, hydrogen sulfate, sulfate, or a C1-C 30 Carboxylate derivatives derived from carboxylic acids, such as acetate, propionate, octanoate, among others, C 10 ~C 18Carboxylate derived from carboxylic acid, for example, decanoate, dodecanoate, tetradecanoate, hexadecanoate, octadecanoate, and oleate, alkyl polyether carboxylate, alkyl sulfonate, aryl sulfonate, alkyl aryl sulfonate, alkyl sulfate, alkyl polyether sulfate, phosphate derived from monoalkyl / aryl phosphate ester and dialkyl / aryl phosphate ester, neutralized with organic anions such as. The properties of the polyorganosiloxane compound can be modified, inter alia, based on the choice of acid used.

[0109] Quaternary ammonium groups are typically produced by reacting a di-tertiary amine with an alkylating agent, especially selected from diepoxides (sometimes called bisepoxides), in the presence of a monocarboxylic acid and a difunctional dihalogen alkyl compound.

[0110] In a preferred embodiment, the polyorganosiloxane compound has the following general formulas (Ia) and (Ib): MY-[-(N + R2-TN + R2)-Y-] m -[-(NR 2 -AE-A'-NR 2 )-Y-] k -M (Ia) MY-[-(N + R2-TN + R2)-Y-] m -[-(N + R 2 2-AE-A'-N + R 2 2)-Y-] k -M (Ib) wherein each group is as defined above, but the repeat units are in a statistical arrangement (i.e., not in a block-like arrangement).

[0111] In a further preferred embodiment, the polyorganosiloxane compound also has the following general formula (IIa) or (IIb): MY-[-N + R2-Y-] m -[-(NR 2 -AE-A'-NR 2 )-Y-] k -M (IIa) MY-[-N + R2-Y-] m -[-(N + R 2 2-AE-A'-N + R 2 2)-Y-] k -M (IIb) wherein each group is as defined above. Similarly, in such formulas, the repeat units are usually in a statistical arrangement (i.e., not in a block-like arrangement). where M, as defined above, is -OC(O)-Z, -OS(O)2-Z, -OS(O2)OZ, -OP(O)(OZ)OH, -OP(O)(OZ)2, Z is a linear, cyclic, or branched saturated or unsaturated C1-C 20 , or preferably C2 to C 18 or even more preferably, a hydrocarbon group interrupted by one or more -O- or -C(O)- and optionally substituted with -OH. In specific embodiments, M is -OC(O)-Z, which arises from a normal carboxylic acid, particularly one having more than 10 carbon atoms, such as, for example, dodecanoic acid.

[0112] In a further embodiment, the molar ratio of polyorganosiloxane-containing repeating groups -KSK- to polyalkylene repeating groups -AE-A'- or -A'-EA- is from 100:1 to 1:100, or preferably from 20:1 to 1:20, or more preferably from 10:1 to 1:10.

[0113] -(N + R2-TN +In the R2)- group, R is a monovalent linear, cyclic, or branched C1-C6 alkyl group which may be interrupted by one or more -O-, -C(O)-, and may be substituted by -OH. 20 may represent a hydrocarbon radical, where T is a divalent linear, cyclic, or branched C1-C alkyl group, optionally interrupted by -O-, -C(O)-, and optionally substituted by hydroxyl. 20 May represent a hydrocarbon radical.

[0114] The polyorganosiloxane compound described above containing quaternary ammonium functional groups and ester functional groups may also include: 1) individual molecules containing quaternary ammonium functional groups and no ester functional groups; 2) molecules containing quaternary ammonium functional groups and ester functional groups; and 3) molecules containing ester functional groups and no quaternary ammonium functional groups. Although not limited by structure, the polyorganosiloxane compound described above containing quaternary ammonium functional groups and ester functional groups should be understood as a mixture of molecules containing a specific average amount and ratio of both moieties.

[0115] A variety of monofunctional organic acids can be used to obtain the esters. Exemplary embodiments include C1-C 30 Carboxylic acids, e.g., C2, C3, C8 acids, C 10 ~C 18 Carboxylic acids, e.g., C 12 , C 14 , C 16 Acid, saturated, unsaturated, and hydroxyl-functionalized C 18 Acids include alkyl polyether carboxylic acids, alkyl sulfonic acids, aryl sulfonic acids, alkylaryl sulfonic acids, alkyl sulfates, alkyl polyether sulfates, monoalkyl / aryl phosphate esters, and dialkyl / aryl phosphate esters.

[0116] Other Silicones Such other silicones useful herein can be, for example, volatile silicones such as cyclic silicones, dimethylpolysiloxane fluids, dimethylpolysiloxane gums, aminosilicones, and silicone copolyols. Preferred aminosilicones include, for example, those having the general formula (I): (R1) a G 3-a -Si-(-OSiG2) n -(-OSiG b (R1) 2-b ) m -O-SiG 3-a (R1) a wherein G is hydrogen, phenyl, hydroxy, or C1-C8 alkyl, preferably methyl; a is an integer having a value of 0 or 1-3, preferably 1; b is 0, 1, or 2, preferably 1; n is a number from 0 to 1,999; m is an integer from 0 to 1,999, the sum of n and m is a number from 1 to 2,000; a and m are not both 0; and R1 is a compound having the general formula CqH 2q is a monovalent radical conforming to L, where q is an integer having a value of 2 to 8, and L is -N(R2)CH2-CH2-N(R2)2, -N(R2)2, -N(R2)3A - ;-N(R2)CH2-CH2-NR2H2A - and R2 is selected from the group consisting of hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical, preferably from about C1 to about C 20 is an alkyl radical of A - is a halide ion.

[0117] A highly preferred aminosilicone corresponds to formula (I), where m = 0, a = 1, q = 3, and G = methyl; n is preferably about 1500 to about 1700, more preferably about 1600; and L is -N(CH3)2 or -NH2, more preferably -NH2. Another highly preferred aminosilicone corresponds to formula (I), where m = 0, a = 1, q = 3, and G = methyl; n is preferably about 400 to about 600, more preferably about 500; and L is -N(CH3)2 or -NH2, more preferably -NH2. Because one or both ends of the silicone chain are terminated with a nitrogen-containing group, such highly preferred aminosilicones can be referred to as terminal aminosilicones.

[0118] Additional Components The compositions of the present invention may also contain other additional components, which can be selected by one skilled in the art depending on the desired properties of the final product and which are suitable to make the composition more cosmetically or aesthetically acceptable or to provide additional usage benefits to the composition. Such other additional components are generally used individually at levels of from about 0.001% to about 10%, or up to about 5%, by weight of the composition.

[0119] A wide variety of other additional components can be incorporated into the compositions of the present invention, including other conditioning agents such as aloe vera gel, aloe barbadensis leaf juice, ecklonia radiata extract, shea butter, safflower oil, cocoa butter, orange peel wax, olive oil, macadamia seed oil, oenothera biennis oil, crambe abyssinica seed oil, arginine oil, camellia oil, sunflower oil, almond oil, argania spinosa oil, argania spinosa kernel ... Natural oils and waxes, including laurel wort (Spinosa) kernel oil, grapeseed oil, jojoba oil, coconut oil, meadowfoam seed oil, neem oil, linseed oil, castor oil, soybean oil, sesame oil, beeswax, sunflower wax, candelilla wax, rice bran wax, carnauba wax, white bayberry wax, and soybean wax; essential oils, such as lime peel oil, lavender oil, peppermint oil, cedarwood oil, tea tree oil, ylang-ylang oil, and coensage oil, which can be used in fragrances; Peptein brand name available from Hormel 2000 hydrolyzed collagen, vitamin E under the trade name Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, hydrolyzed keratin, proteins, plant extracts, and nutrients; pH adjusters (such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate, and the like); general salts (such as potassium acetate and sodium chloride); coloring agents (such as any of the FD&C or D&C dyes); and sequestrants such as disodium ethylenediaminetetraacetate; and ultraviolet and infrared light blocking and absorbing agents such as octyl salicylate; antioxidants such as rosemary, tocopherol, vitamin E, vitamin A, tea extract, and the like; amino acids including histidine, l-arginine, and the like.

[0120] Some consumers prefer conditioner compositions that are free or substantially free of the following: silicones, propellants, phthalates, parabens, isothiazolinones (e.g., Kathon™), phenoxyethanol, dyes, sulfates, and / or formaldehyde donors. Conditioner compositions can also be vegan.

[0121] Test Method Anti-dandruff active substance crystal detection method The conditioner composition is inspected at room temperature under a 10x magnification using an Axioscope microscope (ZEISS, Germany). The microscope is equipped with an Axiocam305 color camera connected to a computer. The image of piroctone olamine crystals in the conditioner composition is captured by the camera and downloaded from the computer using ZEISS ZEN lite software. The image is then visually inspected to determine whether it contains crystals of anti-dandruff active substances. As used herein, "visual detection" means that a human observer can visually identify crystals with the naked eye (excluding standard corrective lenses that are designed to compensate for myopia, hyperopia, or astigmatism, or other corrective vision) at 10x magnification.

[0122] Anti-dandruff active substance deposition test The deposition of anti-dandruff actives on the scalp is measured by washing an individual's hair and scalp. First, shampoo is applied to the hair and scalp and rinsed off. Then, one of the compositions from the above examples is applied and rinsed off. All washings are controlled and follow strict protocols to maintain consistency between individuals. The hair is parted over the scalp area, and while holding an open-ended glass cylinder on the surface, an aliquot of extraction solution is added, stirred, and the piroctone olamine content is collected and analyzed by conventional methods such as HPLC.

[0123] pH method First, calibrate your Mettler Toledo Seven Compact pH meter. To do this, power on the pH meter and wait 30 seconds. Next, remove the electrode from the storage solution, rinse it with distilled water, and carefully wipe the electrode with a scientific cleaning wipe, such as Kimwipe®. Immerse the electrode in a pH 4 buffer solution and press the calibrate button. Wait until the pH icon stops flashing and press the calibrate button a second time. Rinse the electrode with distilled water and carefully wipe the electrode with a scientific cleaning wipe. Next, immerse the electrode in a pH 7 buffer solution and press the calibrate button a second time. Wait until the pH icon stops flashing and press the calibrate button a third time. Rinse the electrode with distilled water and carefully wipe the electrode with a scientific cleaning wipe. Next, immerse the electrode in a pH 10 buffer solution and press the calibrate button a third time. Wait until the pH icon stops flashing and press the measure button. Rinse the electrode with distilled water and carefully wipe the electrode with a scientific cleaning wipe.

[0124] Immerse the electrode in the test sample and press the read button. Wait until the pH icon stops flashing and record the value. [Example]

[0125] The following are non-limiting examples of conditioner compositions described herein. It will be understood that other modifications of the present invention within the skill of those skilled in the art can be made without departing from the spirit and scope of the present invention.

[0126] All parts, percentages, and ratios herein are by weight unless otherwise specified. Some components may be supplied as dilute solutions from the source. Amounts stated represent the weight percent of the material added unless otherwise specified.

[0127] The examples in Tables 1-3 were prepared as follows: Sodium benzoate and L-glutamic acid were dissolved in water. The mixture was heated to 80°C. The cationic surfactant and fatty alcohol were then added to the mixture. The mixture was then cooled while the cationic surfactant and fatty alcohol continued to dissolve. Piroctone olamine and glycol or glyceryl ester / ether were then added. Once the temperature was below 45°C, the oil and fragrance were added. The composition was cooled to room temperature to prepare the conditioner composition. Finally, if necessary, the pH was adjusted to 3.5-5.

[0128] Appearance was determined using the anti-dandruff active crystal detection method described herein.

[0129] [Table 2]

[0130] [Table 3]

[0131] [Table 4]

[0132] [Table 5]

[0133] Bacterial microorganisms on day 2 and fungal microorganisms on day 2 are determined by the bacterial and fungal microorganism susceptibility testing methods described herein. For a preservative system to be effective, the levels of microorganisms (bacteria and fungi) must be undetectable, meaning greater than a 99.99% reduction in microorganisms on day 2 as determined by the bacterial and fungal microorganism susceptibility testing methods. All of the examples in Tables 3-4 have preservative systems that are effective (i.e., bacteria and fungi are undetectable (>99.99% reduction) on day 2).

[0134] [Table 6]

[0135] Comparative Examples K to P do not achieve sufficient reduction of microorganisms by day 2 for bacteria and fungi.

[0136] 1. Piroctone olamine (Octopirox®) available from Clariant® 2. Decylene Glycol (SymClariol®) available from Symrise® 3. Pentylene glycol (Hydrolite® 5) available from Symrise® 4. Caprylyl Glycol (Hydrolite® CG) available from Symrise® 5. Glyceryl Caprylate (Lexgard® GMCY) available from Inolex® 6. Glyceryl caprylate (and) glyceryl undecylenate available from Inolex® (Lexgard® Natural) 7. Sodium Benzoate available from Kalama® 8. Behenamidopropyldimethylamine (BAPDMA) available from Croda® (Incromine™ BD) 9. Brassamidopropyldimethylamine (BrassaPDMA) available from Inolex® (ProCondition22®) 10. L-Glutamic Acid available from Ajinomoto® 11. Cetyl alcohol, 95% active level, available from Procter & Gamble® 12. Cetyl alcohol, 97% active level, available from Procter & Gamble® 13. Cetearyl Alcohol (Lanette®) available from BASF®

[0137] Comparative Examples A-J (see Tables 1 and 2) and Inventive Examples 1-12 (see Tables 3 and 4) are all aqueous conditioner compositions containing 0.25% to 0.5% piroctone olamine, a cationic surfactant, and a fatty alcohol.

[0138] Comparative Examples A-J all have piroctone olamine crystals with an average size of approximately 40 μm to approximately 80 μm, which is unacceptable to consumers. Comparative Examples A-D contain no glycol, glycol ester, or fragrance, and these examples have the largest average piroctone olamine crystals of approximately 80 μm among the examples tested. Comparative Examples E-H contain 1 wt% fragrance but no glycol or glycol ester. The piroctone olamine crystals in Comparative Examples E-H have an average size of approximately 40 μm, which is smaller on average than the crystals in Comparative Examples A-D, but still unacceptable to consumers. Comparative Examples I-J contain 0.6 wt% to 1 wt% glycol and / or glycol ester but no fragrance. The piroctone olamine crystals in Comparative Examples I-J have an average size of approximately 40 μm, which is the same average as Comparative Examples E-H and unacceptable to consumers.

[0139] Examples 1-12 of the present invention have no detectable piroctone olamine crystals. In addition to piroctone olamine, cationic surfactant, and fatty alcohol, Examples 1-6 and 9-12 contain 0.6% to 1.5% by weight of glycol and / or glycol ester and 0.7% to 1% by weight of fragrance. While not wishing to be bound by theory, it is believed that the combination of glycol and / or glycol ester and fragrance can solubilize piroctone olamine in aqueous conditioner compositions. Examples 7-8 contain 1% by weight of glycol and / or glycol ester and no fragrance. While not wishing to be bound by theory, it is believed that 1% by weight of glycol and / or glycol ester is sufficient to solubilize piroctone olamine, including 0.25% by weight of piroctone olamine.

[0140] The deposition of the soluble AD active (piroctone olamine) on the scalp in the composition of Example No. 2 (EX2) is measured using the method described in the Anti-Dandruff Active Deposition Test. The amount of piroctone olamine deposited on the scalp is as high as 1.7 μg / cm.

[0141] combination A. Below: a. 50% to 95% by weight of the composition of an aqueous carrier; b. 0.1% to 10% by weight of a cationic surfactant; c. 1.0 wt% to 15 wt% of a high melting point aliphatic compound; d. a gel network comprising an aqueous carrier, a cationic surfactant, and a high melting point fatty compound; e. 0.1% to 1.0% by weight of a soluble anti-dandruff active; f. a preservative system comprising 0.3% to 1.5% of a preservative composition, wherein the preservative composition is selected from the group consisting of glycols, glyceryl esters, glyceryl ethers, and combinations thereof; A hair conditioner composition comprising: B. A hair conditioner composition according to paragraph A, further comprising from 0.1% to 2% by weight of a fragrance, preferably from 0.6% to 1.5% by weight, more preferably from 0.6% to 1.2% by weight, and even more preferably from 0.7% to 1% by weight. C. The hair conditioner composition according to paragraphs A-B, wherein the composition comprises from 0.5% to 8.0% cationic surfactant, preferably from 0.8% to 6.0% cationic surfactant, and more preferably from 1.0% to 4.0% cationic surfactant. D. The hair conditioner composition according to paragraphs A-C, wherein the cationic surfactant is selected from the group consisting of behenamidopropyl dimethylamine (BAPDMA), brassicamidpropyl dimethylamine, behentrimonium chloride, behentrimonium methosulfate, cetrimonium chloride, stearamidopropyl dimethylamine, and combinations thereof. E. The hair conditioner composition according to paragraphs A-D, wherein the composition comprises 2% to 8% by weight of a high melting point fatty compound, preferably 2.5% to 7.0% of a high melting point fatty compound, and preferably 3.0% to 6.0% of a high melting point fatty compound. F. The hair conditioner composition according to paragraphs A-E, wherein the high melting point fatty compound is a fatty alcohol selected from the group consisting of cetyl alcohol, stearyl alcohol, and combinations thereof. G. A hair conditioner according to paragraphs A-F comprising 70% to 93% aqueous carrier, preferably 80% to 92% aqueous carrier, wherein the aqueous carrier comprises water. H. The hair care composition according to paragraphs A-G, wherein the soluble anti-dandruff active is a hydroxylpyridone. I. The hair conditioner composition according to paragraphs A-H, wherein the soluble anti-dandruff active comprises piroctone olamine. J. A hair conditioner composition according to paragraphs A-I, wherein the weight ratio of preservative composition to fragrance is from 0.3 to 5, preferably from 0.3 to 2, more preferably from 0.8 to 1.5, and even more preferably from 0.4 to 2.5. K. A hair conditioner composition according to paragraphs A-J comprising 0.4% to 1.70% by weight of the preservative composition, alternatively 0.5% to 1.65% by weight of the preservative composition, alternatively 0.55% to 1.60% by weight of the preservative composition, or alternatively 0.60% to 1.50% by weight of the preservative composition. L. The hair conditioner composition according to paragraphs A-K, wherein the preservative system further comprises 0.05% to 0.8% by weight of sodium benzoate, preferably 0.1% to 0.5% by weight of sodium benzoate, more preferably 0.2% to 0.4% by weight of sodium benzoate, and even more preferably 0.22% to 0.3% by weight of sodium benzoate. M. The hair conditioner composition according to paragraphs A-L, wherein the high melting point fatty compound is a fatty alcohol selected from the group consisting of cetyl alcohol, stearyl alcohol, behenyl alcohol, brassica alcohol, and combinations thereof. The hair conditioner composition according to paragraphs A-M, wherein the glycol is selected from the group consisting of butylene glycol, pentylene glycol, hexylene glycol, 1,2-hexanediol, caprylyl glycol, decylene glycol, and mixtures thereof. O. The hair conditioner composition according to paragraphs A-N, wherein the glyceryl ester is selected from the group consisting of glyceryl caprylate, glyceryl caprate, glyceryl undecylenate, and mixtures thereof. P. The hair conditioner composition according to paragraphs A through O, wherein the hair conditioner composition is substantially free of ingredients selected from the group consisting of silicones, propellants, phthalates, dyes, sulfates, formaldehyde donors, and combinations thereof. Q. The hair conditioner composition according to paragraphs A-P, wherein the preservative system is substantially free of a preservative composition selected from the group consisting of ethylenediaminetetraacetic acid and its salts, isothiazolinones, benzyl alcohol, phenoxyethanol, cyclohexylglycerin, parabens, and combinations thereof. R. A hair conditioner composition according to paragraphs A-Q, comprising a pH of 2.5 to 5, preferably a pH of 3.5 to 4.5, when measured by the pH Test Method described herein. S. The hair conditioner composition according to paragraphs A-R, wherein piroctone olamine crystals are not visually detectable by the anti-dandruff active crystal detection method described herein. T. Use of the hair conditioner composition of paragraphs A-S to condition hair and to prevent and / or reduce dandruff. U. A method of improving deposition of anti-dandruff actives on the scalp by applying the conditioner composition of paragraphs A-T to the hair and / or scalp and optionally rinsing. V. A method of improving deposition of an anti-dandruff active according to paragraph U by first applying a shampoo to the hair and / or scalp, then rinsing the shampoo from the scalp, and then applying a conditioner composition.

[0142] 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 "approximately 40 mm."

[0143] All documents cited herein, including any cross-referenced or related patents or patent applications, and any patent applications or patents to which this application claims priority or benefit, are incorporated herein by reference in their entirety, unless expressly stated to the contrary. The citation of any document shall not be deemed to be prior art to any invention disclosed or claimed herein, or to teach, suggest, or disclose such invention, either alone or in combination with any other reference(s). 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.

[0144] 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 conditioner composition comprising: a. 50% to 95% aqueous carrier by weight of the composition; b. 0.1% to 10% by weight of a cationic surfactant; c. 1.5% to 15% by weight of a high melting point aliphatic compound; d. a gel network comprising the aqueous carrier, the cationic surfactant, and the high melting point fatty compound; e. 0.1% to 1.0% by weight of a soluble anti-dandruff active; and f. a preservative system comprising 0.3% to 1.5% of a preservative composition selected from the group consisting of glyceryl esters, glyceryl ethers, and combinations thereof; Including, the glyceryl ester is selected from the group consisting of glyceryl caprylate, glyceryl caprate, glyceryl undecylenate, and mixtures thereof; the glyceryl ether is selected from the group consisting of ethylhexylglycerin, caprylyl glyceryl ether, glyceryl capryl ether, and mixtures thereof; substantially free of components selected from the group consisting of silicones, propellants, phthalates, pigments, sulfates, formaldehyde donors, and combinations thereof; Hair conditioner composition.

2. 10. The hair conditioner composition of claim 1, wherein piroctone olamine crystals are not visually detectable by the anti-dandruff active crystal detection method described herein.

3. 10. The hair conditioner composition of claim 1, further comprising from 0.1% to 2% by weight of a fragrance.

4. 4. A hair conditioner composition according to claim 3, wherein the weight ratio of preservative system to fragrance is from 0.4 to 2.

5.

5. 10. The hair conditioner composition of claim 1, wherein the preservative system further comprises 0.1% to 0.5% by weight of sodium benzoate.

6. 2. The hair conditioner composition of claim 1, wherein the cationic surfactant is selected from the group consisting of behenamidopropyl dimethylamine (BAPDMA), brassicamidpropyl dimethylamine, behentrimonium methosulfate, behentrimonium chloride, cetrimonium chloride, stearamidopropyl dimethylamine, and combinations thereof.

7. 2. The hair conditioner composition of claim 1, wherein the high melting point fatty compound is a fatty alcohol selected from the group consisting of cetyl alcohol, stearyl alcohol, behenyl alcohol, brassica alcohol, and combinations thereof.

8. 10. The hair conditioner composition of claim 1, wherein the soluble anti-dandruff active is piroctone olamine.

9. 10. The composition of claim 1, wherein the composition comprises a pH of 2.5 to 5 as measured by the pH Test Method described herein.

10. The composition of claim 1 , wherein the composition comprises up to eight components.

11. 1. A hair conditioner composition comprising: a. 50% to 95% aqueous carrier by weight of the composition; b. 1% to 6% by weight of a cationic surfactant; c. 2% to 8% by weight of a high melting point fatty compound selected from the group consisting of cetyl alcohol, stearyl alcohol, and combinations thereof; d. a gel network comprising the aqueous carrier, the cationic surfactant, and the high melting point fatty compound; e. 0.1% to 1.0% by weight of piroctone olamine; f. a preservative system comprising 0.3% to 1.5% of a composition selected from the group consisting of glyceryl esters, glyceryl ethers, and combinations thereof; g. a fragrance; Including, the glyceryl ester is selected from the group consisting of glyceryl caprylate, glyceryl caprate, glyceryl undecylenate, and mixtures thereof; the glyceryl ether is selected from the group consisting of ethylhexylglycerin, caprylyl glyceryl ether, glyceryl capryl ether, and mixtures thereof; the weight ratio of the preservative system to the fragrance is 0.8 to 1.5; substantially free of components selected from the group consisting of silicones, propellants, phthalates, pigments, sulfates, formaldehyde donors, and combinations thereof; Hair conditioner composition.

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