Hair care compositions containing hydroxylated triglyceride oligomers

Abstract

Hair care compositions, such as shampoos, conditioners, and leave-on treatments, that include one or more hydroxylated triglyceride oligomers are disclosed. Methods of using the hair care compositions are also disclosed.

Description

[Technical Field]

[0001] The present invention relates to hair care compositions comprising hydroxylated triglyceride oligomers derived from castor oil or lesquerella oil, and methods of using the same. [Background technology]

[0002] Human hair becomes dirty through contact with the environment and the sebum secreted by the scalp, causing the hair to feel unclean and have an unattractive appearance.

[0003] Shampooing cleanses hair by removing excess dirt and sebum. However, shampooing can leave hair wet, tangled, and generally unmanageable. Once hair is dried, it often becomes dry, rough, dull, or frizzy because the hair's natural oils are removed.

[0004] To alleviate these post-shampoo problems, various approaches have been developed. One approach is the application of hair shampoos that attempt to both cleanse and condition the hair with a single product. Other approaches include the application of hair conditioners and / or leave-in treatments after shampooing.

[0005] A wide variety of conditioning actives have been proposed to provide hair conditioning benefits to hair care bases.However, the inclusion of active levels of conditioning agents in shampoos, conditioners, and treatments can cause rheology and stability problems, resulting in consumer trade-offs in cleaning, foam profile, and hair weight-down effect.In addition, the rising cost of silicones and their non-biodegradable nature make silicones less desirable as conditioning actives. Summary of the Invention [Problem to be solved by the invention]

[0006] Based on the above, there is a need for conditioning actives that can provide conditioning benefits to hair and can be used in place of or in combination with silicone or other conditioning actives to maximize the conditioning activity of hair care compositions.Furthermore, it is desirable to find conditioning actives that can be obtained from natural resources, thereby providing conditioning actives that are obtained from renewable resources.It is also desirable to find conditioning actives that are derived from biodegradable sources and that can result in stable products that include micellar surfactant systems. [Means for solving the problem]

[0007] The present invention provides a hair care composition comprising: a) from about 0.01% to about 15% by weight of the hair care composition of a hydroxylated triglyceride oligomer, (i.) at least two hydroxylated triglyceride repeat units containing one or more hydroxyl groups; (ii.) at least one fatty acid esterified with at least one of the hydroxyl groups in the hydroxylated triglyceride oligomer; a hydroxylated triglyceride oligomer, the oligomer having a viscosity of 1 to 30 Pa·s; b) a vehicle comprising, by weight of the hair care composition, the following ingredients: (i.) an aqueous carrier; (ii.) about 5% to about 50% of one or more anionic surfactants in an aqueous carrier; (ii.) a gel matrix phase in an aqueous carrier, based on the weight of the hair care composition, 1) about 0.1% to about 20% of one or more high melting point aliphatic compounds; 2) a gel matrix phase in an aqueous carrier comprising about 0.1% by weight to about 10% by weight of a cationic surfactant system; (iii.) about 0.1% to 20% of a nonionic surfactant in an aqueous carrier; (iv.) a vehicle having from about 20% to about 99.99% of one or more solvent carriers.

[0008] The present invention is also directed to a method of cleansing and conditioning hair with an effective amount of the above-described hair care composition.

[0009] These and other features, aspects, and advantages of the present invention will become apparent to those of ordinary skill in the art upon reading this disclosure. [Brief explanation of the drawings]

[0010] [Figure 1] The structure of castor oil is shown. [Figure 2] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 3] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 4] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 5] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 6] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 7] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 8] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 9] The structures of materials 1 to 8 used in the composition of the present invention are shown below. [Figure 10] The structures of materials 9 to 11 used in the comparative compositions are shown below. [Figure 11] The structures of materials 9 to 11 used in the comparative compositions are shown below. [Figure 12]The structures of materials 9 to 11 used in the comparative compositions are shown below. DETAILED DESCRIPTION OF THE INVENTION

[0011] In all embodiments of the present invention, all percentages are by weight of the total composition unless otherwise specified. All ratios are by weight unless otherwise specified. All ranges are inclusive and combinable. The number of significant digits does not represent a limitation on the stated amount or on the precision of the measurements. Unless otherwise specified, all quantities are understood to be modified by the word "about." Unless otherwise specified, all measurements are understood to be made at 25°C and ambient conditions, where "ambient conditions" means conditions of about 1 atmosphere pressure and about 50% relative humidity. All weights associated with listed ingredients are based on the active level and do not include carriers or by-products that may be included in commercially available materials, unless otherwise specified.

[0012] As used herein, the term "comprising" means that other steps and other ingredients can be added that do not affect the end result. This term encompasses the terms "consisting of" and "consisting essentially of." The compositions and methods / processes of the present invention can comprise, consist of, and consist essentially of the inventive elements and limitations described herein, as well as any of the additional or optional ingredients, components, steps, or limitations described herein.

[0013] 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.

[0014] To determine the values ​​of each of the parameters of Applicants' invention, the test methods disclosed in the Test Methods section of this application should be used.

[0015] 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.

[0016] All percentages and ratios are calculated by weight unless otherwise specified. All percentages and ratios are calculated based on the total composition unless otherwise specified. The term "weight percent" may be expressed herein as "wt %."

[0017] 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.

[0018] A. Hydroxylated triglyceride oligomers derived from castor oil or lesquerella oil The hair care composition may contain from about 0.01% to about 15%, alternatively from about 0.1% to about 10%, alternatively from about 0.25% to about 5%, by weight of the hair care composition, of one or more derivatives of castor oil, specifically oligomers derived from castor oil (ricinoleic acid triglyceride oligomers) and lesquerella oil (lesquerolic acid triglyceride oligomers). The term "derivatives" refers to esters resulting from esterification of hydroxyl groups contained in castor oil or lesquerella oil, where the esters are derived from carboxylic acids or functional carboxylic acids, and the resulting materials are nonionic or cationic in nature. The structure of castor oil is shown in Figure 1.

[0019] Exemplary hydroxylated triglyceride oligomers and methods for their preparation are described herein. Hydroxylated triglyceride oligomers refer to the product obtained when two or more ricinoleic acid triglycerides are subjected to an esterification reaction. Esterification is the reaction of an alcohol with an acid to produce an ester and water. When the acid is a diacid, ester bond propagation can occur, resulting in oligomerization or polymerization of the hydroxylated triglyceride. For example, the structures of Materials 1-5, as shown in Figures 2-6, show hydroxylated triglyceride oligomers containing ricinoleic acid triglyceride and succinic acid. In these structures, esterification results in the formation of hydroxylated triglyceride oligomers. The molecular weight of the oligomers, as determined by gel permeation chromatography (GPC) using polystyrene as a standard, may be higher than the molecular weight of the hydroxylated triglyceride from which the oligomers are formed. Each of the linked hydroxylated triglyceride ester molecules may be referred to as a "repeating unit or group." Typically, the number of hydroxylated triglyceride repeat units can range from 2 to about 6. In many embodiments of the present invention, ricinoleic acid triglyceride is further esterified with a hydroxylated fatty acid. Examples of hydroxylated fatty acids include ricinoleic acid and 12-hydroxystearic acid. The purpose of the additional hydroxylated fatty acid ester on the ricinoleic acid triglyceride is twofold. First, the hydroxyl group on the hydroxylated acid ester serves as a reactive site for esterification with succinic acid. The resulting hydroxylated triglyceride oligomer has a longer linker containing two hydroxylated fatty acid groups and one succinic acid group between the ricinoleic acid triglyceride repeat units than the linker of a hydroxylated triglyceride oligomer formed directly from ricinoleic acid triglyceride and succinic acid. The shorter linker has only a succinic acid group between the ricinoleic acid triglyceride repeat units. Examples of long linkers for hydroxylated triglyceride oligomers include Material 1, Material 2, Material 3, and Material 4, while an example of a short linker is Material 5. The length of the linker is believed to affect the molecular flexibility of the oligomer.Longer linkers are more likely to reduce steric hindrance of the molecule, resulting in a more extended conformation of the hydroxylated triglyceride oligomer than shorter linkers. Second, additional hydroxylated fatty acid esters on the ricinoleic acid triglyceride (not used for reaction with the diacid) can be further esterified with fatty acids to extend the ricinoleic acid groups on the hydroxylated triglyceride oligomer. Fatty acids may include stearic acid, oleic acid, 12-hydroxy acids, and mixtures thereof. In some embodiments, the material may contain some residual unesterified fatty acids, which can form a separate gel-like phase with or within the oligomer. An exemplary material is Material 1. Examples of Materials 3, 4, and 5 have oleic acid esters. An example of Material 1 has stearic acid esters. An example of Material 2 has a mixture of 25% stearic acid esters and 75% oleic acid esters by weight. In some embodiments, up to 5% by weight of residual fatty acids may remain in the hydroxylated triglyceride oligomers.

[0020] Exemplary cationic hydroxylated triglyceride oligomers and methods for their preparation are described herein. The cationic hydroxylated triglyceride oligomers may have at least one quaternary ammonium group. The quaternary ammonium group may be derived from a protonated amino group when incorporated into a hair care composition. The cationic hydroxylated triglyceride oligomers may contain two to about six quaternary ammonium groups, as exemplified by materials 6 and 8 shown in Figures 7-9, respectively. The quaternary ammonium groups are attached to a hydrocarbon, such as material 8, or to a hydroxylated polyether, such as material 6 and material 7. The quaternary ammonium groups in the oligomers may have a counterion, which may be chloride or a fatty acid. The fatty acid counterion may be selected from stearic acid, oleic acid, or a mixture thereof. Ricinoleic acid triglyceride may be attached to the quaternary ammonium group. The cationic hydroxylated triglyceride oligomer may contain two hydroxylated triglyceride repeat units, such as material 8, or four hydroxylated triglyceride repeat units, such as materials 6 and 7.

[0021] Examples of molecular information for some of the materials are shown in the table below: Molecular weights were determined by standard gel permeation chromatography (GPC) and compared to polystyrene standards.

[0022] [Table 1]

[0023] In some embodiments, the oligomer may have a viscosity of from about 1 to about 30 Pa·s, while in other embodiments, the viscosity may be from about 2 to about 25 Pa·s.

[0024] Comparative examples of hydroxylated triglycerides, Material 9 and Material 10, and their methods of preparation are described herein and shown in Figures 10 and 11, respectively. While these examples fail to demonstrate oligomerization of the hydroxylated triglycerides, esterification of the hydroxyl groups on the ricinoleic acid triglyceride with acetic acid in Material 9 or fatty acids in Material 10 is achieved. The viscosities of these examples, as shown in Comparative Examples A and B, are below the range of 1 to 30 Pa·s according to the present invention.

[0025] Another comparative example is Material 11, Crodabond CSA from Croda, as shown in Figure 12. This is a copolymer of hydrogenated castor oil / sebacic acid copolymer, as described in detail in the Crodabond CSA technical information from Croda and in JP 2007-126371A. The hydrogenated castor oil significantly increases the viscosity of the copolymer beyond the upper limit of the inventive range of 30 Pa·s for hair conditioning, as shown in Comparative Example C. No comparative examples of cationic hydroxylated triglyceride oligomers were found.

[0026] The hair care compositions of the present invention may comprise a hydroxylated triglyceride oligomer and a vehicle. The vehicle may comprise a combination of additional components that make up the hair care composition, including, but not limited to, surfactants, emulsifiers, fatty compounds, aqueous carriers, solvent carriers, and additional components.

[0027] B. Surfactants and Emulsifiers The hair care composition may comprise a detersive surfactant, which provides the composition with cleaning performance.The detersive surfactant may then comprise an anionic surfactant, an amphoteric surfactant, or a zwitterionic surfactant, or a mixture thereof.Various examples and descriptions of detersive surfactants are described in U.S. Patent No. 6,649,155, U.S. Patent Application Publication No. 2008 / 0317698, and U.S. Patent Application Publication No. 2008 / 0206355, which are incorporated herein by reference in their entirety.

[0028] The concentration of the detersive surfactant component in the hair care composition should be sufficient to provide the desired cleaning and lathering performance, and generally ranges from about 2% to about 50%, about 5% to about 30%, about 8% to about 25%, or about 10% to about 20% by weight. Thus, the hair care composition may contain, for example, about 5%, about 10%, about 12%, about 15%, about 17%, about 18%, or about 20% by weight of the detersive surfactant.

[0029] Suitable anionic surfactants for use in the present composition are alkyl and alkyl ether sulfates.Other suitable anionic surfactants are water-soluble salts of organic sulfuric acid reaction products.Still other suitable anionic surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide.Other similar anionic surfactants are described in U.S. Patent Nos. 2,486,921, 2,486,922, and 2,396,278, which are incorporated herein by reference in their entirety.

[0030] Exemplary anionic surfactants for use in the hair care compositions include ammonium lauryl sulfate, ammonium laureth sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauryl monoglyceride sodium sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfate, potassium laureth sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, potassium cocoyl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate, triethanolamine lauryl sulfate, monoethanolamine cocoyl sulfate, monoethanolamine lauryl sulfate, sodium tridecylbenzenesulfonate, sodium dodecylbenzenesulfonate, sodium cocoyl isethionate, and combinations thereof. In a further embodiment, the anionic surfactant is sodium lauryl sulfate or sodium laureth sulfate.

[0031] Various anionic emulsifiers can be used in hair care compositions, including, but not limited to, water-soluble salts of alkyl sulfates, alkyl ether sulfates, alkyl isothionates, alkyl carboxylates, alkyl sulfosuccinates, alkyl succinamates, alkyl sulfates such as sodium dodecyl sulfate, alkyl sarcosinates, alkyl derivatives of protein hydrolysates, acylaspartates, alkyl or alkyl ether or alkylaryl ether phosphate esters, sodium dodecyl sulfate, phospholipids or lecithins, or soaps, sodium, potassium or ammonium stearates, oleates or palmitates, alkylaryl sulfonates such as sodium dodecylbenzenesulfonate, sodium dialkyl sulfosuccinates, dioctyl sulfosuccinate, sodium dilauryl sulfosuccinate, poly(styrene sulfonate) sodium salt, isobutylene-maleic anhydride copolymers, gum arabic, sodium alginate, carboxymethylcellulose, sulfuric acid, hydroxypropyl methylcellulose ... Acid cellulose and pectin, poly(styrene sulfonate), isobutylene-maleic anhydride copolymer, gum arabic, carrageenan, sodium alginate, pectinic acid, tragacanth gum, almond gum, and agar; semi-synthetic polymers such as carboxymethyl cellulose, sulfated cellulose, sulfated methyl cellulose, carboxymethyl starch, phosphated starch, and lignosulfonic acid; and synthetic polymers such as maleic anhydride copolymers (including their hydrolysates), polyacrylic acid, polymethacrylic acid, acrylate-butyl acrylate copolymers or crotonic acid homopolymers and copolymers, vinylbenzenesulfonic acid, or 2-acrylamido-2-methylpropanesulfonic acid homopolymers and copolymers, and partial amides or partial esters of such polymers and copolymers, carboxy-modified polyvinyl alcohol, sulfonic acid-modified polyvinyl alcohol, and phosphoric acid-modified polyvinyl alcohol, and phosphated or sulfated tristyrylphenol ethoxylate.

[0032] Additionally, anionic emulsifiers having acrylate functionality may be used in the shampoo compositions. Anionic emulsifiers useful herein include, but are not limited to, poly(meth)acrylic acid; copolymers of (meth)acrylic acid and its (meth)acrylates with C1-22 alkyl, C1-C8 alkyl, and butyl; copolymers of (meth)acrylic acid and (meth)acrylamide; carboxyvinyl polymers; acrylate copolymers such as acrylates / C10-30 alkyl acrylate crosspolymer, acrylic acid / vinyl ester copolymer / acrylates / vinyl isodecanoate crosspolymer, acrylates / Palmeth-25 acrylate copolymer, acrylates / Steareth-20 itaconate copolymer, and acrylates / Celeth-20 itaconate copolymer; polystyrene sulfonate, copolymers of methacrylic acid and acrylamidomethylpropanesulfonic acid, and copolymers of acrylic acid and acrylamidomethylpropanesulfonic acid; carboxymethylcellulose; carboxyguar; copolymers of ethylene and maleic acid; and acrylate silicone polymers. A neutralizing agent may be included to neutralize the anionic emulsifier herein. Non-limiting examples of such neutralizing agents include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monoethanolamine, diethanolamine, triethanolamine, diisopropanolamine, aminomethylpropanol, tromethamine, tetrahydroxypropylethylenediamine, and mixtures thereof. Commercially available anionic emulsifiers include, for example, Carbomer, supplied by Noveon under the trade names Carbopol 981 and Carbopol 980; acrylate / C10-30 alkyl acrylate crosspolymers, supplied by Noveon under the trade names Pemulen TR-1, Pemulen TR-2, Carbopol 1342, Carbopol 1382, and Carbopol ETD2020; sodium carboxymethylcellulose, supplied by Hercules under the CMC series; and acrylate copolymers, supplied by Seppic under the trade name Capigel.In another embodiment, the anionic emulsifier is carboxymethyl cellulose.

[0033] Suitable amphoteric or zwitterionic surfactants for use in the hair care compositions herein include those known for use in hair care or other personal care cleansing. Concentrations of such amphoteric surfactants range from about 0.5% to about 20% by weight, and from about 1% to about 10% by weight. Non-limiting examples of suitable zwitterionic or amphoteric surfactants are described in U.S. Patent Nos. 5,104,646 and 5,106,609, which are incorporated herein by reference in their entireties.

[0034] Suitable amphoteric detersive surfactants for use in hair care compositions include those broadly described as derivatives of aliphatic secondary and tertiary amines, in which the aliphatic group may be straight or branched, one of the aliphatic substituents containing from about 8 to about 18 carbon atoms, and one containing an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate. Exemplary amphoteric detersive surfactants for use in the present hair care compositions include cocoamphoacetate, cocoamphodiacetate, lauroamphoacetate, lauroamphodiacetate, and mixtures thereof.

[0035] Zwitterionic detersive surfactants suitable for use in hair care compositions include those broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic group can be straight or branched, one of the aliphatic substituents containing from about 8 to about 18 carbon atoms, and one containing an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate. In another embodiment, zwitterionics such as betaines are selected.

[0036] Non-limiting examples of other anionic, zwitterionic, amphoteric, or optional additional surfactants suitable for use in the compositions are described in McCutcheon's, Emulsifiers and Detergents, 1989 Annual, Published by McCutcheon's Publishing Co., as well as U.S. Pat. Nos. 3,929,678, 2,658,072, 2,438,091, and 2,528,378, which are incorporated herein by reference in their entireties.

[0037] The composition of the present invention may contain a cationic surfactant system. The cationic surfactant system may be one cationic surfactant or a mixture of two or more cationic surfactants. Preferably, the cationic surfactant system may be selected from mono-long-chain alkyl quaternized ammonium salts; a combination of mono-long-chain alkyl quaternized ammonium salts and di-long-chain alkyl quaternized ammonium salts; mono-long-chain alkyl amidoamine salts; a combination of mono-long-chain alkyl amidoamine salts and di-long-chain alkyl quaternized ammonium salts; and a combination of mono-long-chain alkyl amidoamine salts and mono-long-chain alkyl quaternized ammonium salts.

[0038] The cationic surfactant system may be included in the composition at a concentration of from about 0.1% to about 10% by weight, preferably from about 0.5% to about 8% by weight, more preferably from about 0.8% to about 5% by weight, and even more preferably from about 1.0% to about 4% by weight.

[0039] Mono-long-chain alkyl quaternized ammonium salts Monoalkyl quaternized ammonium salt cationic surfactants useful herein are those having one long alkyl chain having 12 to 30 carbon atoms, preferably 16 to 24 carbon atoms, more preferably a C18-22 alkyl group. The remaining groups attached to the nitrogen are independently selected from alkyl groups of 1 to about 4 carbon atoms, or alkoxy groups, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups having up to about 4 carbon atoms.

[0040] The mono-long chain alkyl quaternized ammonium salts useful herein have the following formula (I):

[0041] [ka] (In the formula, R 75 , R 76 , R 77 , and R 78 is selected from an alkyl group of 12 to 30 carbon atoms, or an aromatic group, an alkoxy group, a polyoxyalkylene group, an alkylamido group, a hydroxyalkyl group, an aryl group, or an alkylaryl group having up to about 30 carbon atoms; 75 , R 76 , R 77 , and R 78 the remainder are independently selected from alkyl groups of 1 to about 4 carbon atoms, or alkoxy groups having up to about 4 carbon atoms, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups; and X - is one having a salt-forming anion, such as one selected from halogen (e.g., chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkyl sulfate, and alkyl sulfonate groups. In addition to carbon and hydrogen atoms, the alkyl group may contain ether and / or ester linkages, as well as other groups such as amino groups. Longer chain alkyl groups, e.g., those having about 12 carbon atoms or more, may be saturated or unsaturated. Preferably, R 75 , R 76 , R 77 , and R 78 is selected from alkyl groups of 12 to 30 carbon atoms, more preferably 16 to 24 carbon atoms, even more preferably 18 to 22 carbon atoms, and still more preferably 22 carbon atoms; 75 , R 76 , R 77 , and R 78the remainder are independently selected from CH3, C2H5, C2H4OH, and mixtures thereof, and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3, and mixtures thereof.

[0042] Non-limiting examples of such mono-long chain alkyl quaternized ammonium salt cationic surfactants include behenyltrimethylammonium salts, stearyltrimethylammonium salts, cetyltrimethylammonium salts, and hydrogenated tallowalkyltrimethylammonium salts.

[0043] Mono-long chain alkylamidoamine salt Mono-long chain alkylamines are also suitable as cationic surfactants. Primary, secondary, and tertiary aliphatic amines are useful. Tertiary amidoamines having alkyl groups of about 12 to about 22 carbon atoms are particularly useful. Exemplary tertiary amidoamines include stearamidopropyl dimethylamine, stearamidopropyl diethylamine, stearamidoethyl diethylamine, stearamidoethyl dimethylamine, palmitamidopropyl dimethylamine, palmitamidopropyl diethylamine, palmitamidoethyl diethylamine, palmitamidoethyl dimethylamine, behenamidopropyl dimethylamine, behenamidopropyl diethylamine, behenamidoethyl diethylamine, behenamidoethyl dimethylamine, arachidamidopropyl dimethylamine, arachidamidopropyl diethylamine, arachidamidoethyl diethylamine, arachidamidoethyl dimethylamine, and diethylaminoethyl stearamide.

[0044] Amines useful in the present invention are disclosed in U.S. Patent No. 4,275,055 (Nachtigal et al.). These amines can also be used in combination with acids such as L-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, L-glutamic acid hydrochloride, maleic acid, and mixtures thereof, and are more preferably used in combination with L-glutamic acid, lactic acid, or citric acid. The amines herein are preferably partially neutralized with any of the acids in an amine to acid molar ratio of about 1:0.3 to about 1:2, more preferably about 1:0.4 to about 1:1.

[0045] Di-long alkyl quaternized ammonium salts The di-long-chain alkyl quaternized ammonium salt is preferably combined with a mono-long-chain alkyl quaternized ammonium salt or a mono-long-chain alkyl amidoamine salt. It is believed that such a combination can provide a feeling of easier rinsing compared to the use of a mono-long-chain alkyl quaternized ammonium salt or a mono-long-chain alkyl amidoamine salt alone. In such a combination with a mono-long-chain alkyl quaternized ammonium salt or a mono-long-chain alkyl amidoamine salt, the di-long-chain alkyl quaternized ammonium salt is preferably used at a concentration such that the weight percent of the di-alkyl quaternized ammonium salt in the cationic surfactant system is in the range of about 10% to about 50%, more preferably about 30% to about 45%.

[0046] The dialkyl quaternized ammonium salt cationic surfactants useful herein are those having two long alkyl chains having from 12 to 30 carbon atoms, preferably from 16 to 24 carbon atoms, and more preferably from 18 to 22 carbon atoms. The remaining groups attached to the nitrogen are independently selected from alkyl groups of from 1 to about 4 carbon atoms, or alkoxy groups having up to about 4 carbon atoms, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups.

[0047] The di-long chain alkyl quaternized ammonium salts useful herein have the following formula (II):

[0048] [ka] (In the formula, R 75 , R 76 , R 77 and R 78 two of R are selected from alkyl groups of 12 to 30 carbon atoms, or aromatic groups, alkoxy groups, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups having up to about 30 carbon atoms; 75 , R 76 , R 77 , and R 78 the remainder are independently selected from alkyl groups of 1 to about 4 carbon atoms, or alkoxy groups having up to about 4 carbon atoms, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups, or alkylaryl groups; and X - is one having a salt-forming anion, such as one selected from halogen (e.g., chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkyl sulfate, and alkyl sulfonate groups. In addition to carbon and hydrogen atoms, the alkyl group may contain ether and / or ester linkages, as well as other groups such as amino groups. Longer chain alkyl groups, e.g., those having about 12 carbon atoms or more, may be saturated or unsaturated. Preferably, R 75 , R 76 , R 77 , and R 78 is selected from alkyl groups of 12 to 30 carbon atoms, more preferably 16 to 24 carbon atoms, even more preferably 18 to 22 carbon atoms, and still more preferably 22 carbon atoms; 75 , R 76 , R 77 , and R 78 the remainder are independently selected from CH3, C2H5, C2H4OH, and mixtures thereof, and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3, and mixtures thereof.

[0049] Examples of such dialkyl quaternized ammonium salt cationic surfactants include dialkyl(14-18)dimethylammonium chloride, ditallowalkyldimethylammonium chloride, dihydrogenated tallowalkyldimethylammonium chloride, distearyldimethylammonium chloride, and dicetyldimethylammonium chloride. Examples of such dialkyl quaternized ammonium salt cationic surfactants also include asymmetric dialkyl quaternized ammonium salt cationic surfactants.

[0050] The compositions of the present invention may also include a nonionic surfactant. Suitable nonionic surfactants for use in hair care compositions include C8-C12 alkyl acrylates having an average degree of alkoxylation of 1 to 20. 24 Alkyl alkoxylated alcohols, preferably C with an average degree of alkoxylation of 1 to 10 10 ~C 18 Alkyl alkoxylated alcohols, or even C alkoxylated alcohols with an average degree of alkoxylation of 1 to 7 12 ~C 18 Nonionic detersive surfactants include, but are not limited to, nonionic detersive surfactants containing alkyl alkoxylated alcohols. Preferably, the nonionic detersive surfactant is an ethoxylated alcohol. Preferably, the nonionic surfactant comprises an alkyl polyglucoside. The nonionic detersive surfactant is primarily C alkoxylated with an average ethoxylation degree of 3 to 7. 16 It may also be an alkyl ethoxylated alcohol.

[0051] In one embodiment, the surfactant may be a nonionic surfactant selected from the group consisting of cocamide, cocamide methyl MEA, cocamide DEA, cocamide MEA, cocamide MIPA, lauramide DEA, lauramide MEA, lauramide MIPA, myristamide DEA, myristamide MEA, PEG-20 cocamide MEA, PEG-2 cocamide, PEG-3 cocamide, PEG-4 cocamide, PEG-5 cocamide, PEG-6 cocamide, PEG-7 cocamide, PEG-3 lauramide, PEG-5 lauramide, PEG-3 oleamide, PPG-2 cocamide, PPG-2 hydroxyethyl cocamide, and mixtures thereof.

[0052] Suitable nonionic surfactants for use in the hair care compositions include, but are not limited to, polyoxyethylenated alkylphenols, polyoxyethylenated alcohols, polyoxyethylenated polyoxypropylene glycols, polyoxyethylenated hydrogenated castor oil, glyceryl esters of alkanoic acids, polyglyceryl esters of alkanoic acids, propylene glycol esters of alkanoic acids, sorbitol esters of alkanoic acids, polyoxyethylenated sorbitol esters of alkanoic acids, polyoxyethylene glycol esters of alkanoic acids, polyoxyethylenated alkanoic acids, alkanolamides, N-alkylpyrrolidones, alkyl glycosides, alkyl polyglucosides, alkyl amine oxides, and polyoxyethylenated silicones.

[0053] C. High-melting point aliphatic compounds High-melting-point fatty compounds useful herein can have a melting point of 25°C or higher and can be selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof. Those skilled in the art will understand that the compounds disclosed in this section of the specification may in some cases belong to more than one classification (e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives). However, a given classification is not intended to limit the specific compound, but is made so for the convenience of classification and nomenclature. Furthermore, those skilled in the art will also understand that, depending on the number and position of double bonds and the length and position of branching, the melting point of certain compounds with certain essential carbon atoms may be below 25°C. 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. Of the various high-melting-point fatty compounds, fatty alcohols are preferably used in the compositions of the present invention. The fatty alcohols useful herein are those having from about 14 to about 30 carbon atoms, preferably from about 16 to about 22 carbon atoms. These fatty alcohols are saturated and may be straight-chain or branched-chain alcohols. Preferred fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.

[0054] High-purity single-compound high-melting-point fatty acid compounds are preferred.Highly preferred is a single-compound pure fatty alcohol selected from the group consisting of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol.In this specification, "pure" means that the compound has a purity of at least about 90%, preferably at least about 95%.These high-purity single-compound compounds allow consumers to easily rinse off the composition from hair when rinsing it off.

[0055] The high melting point fatty compound is contained in the composition at a concentration of about 0.1% to about 20% by weight, preferably about 1% to about 15% by weight, and more preferably about 1.5% to about 8% by weight of the composition, in consideration of providing improved conditioning effects, for example, a smooth feeling during application to wet hair and a soft and moist feeling on dry hair.

[0056] D. Gel matrix The composition of the present invention may comprise a gel matrix, which comprises a cationic surfactant, a high-melting point fatty compound, and an aqueous carrier.

[0057] The gel matrix is ​​suitable for providing various conditioning effects, such as a smooth feel during application to wet hair and a soft and moist feel on dry hair. In consideration of providing the gel matrix, the cationic surfactant and the high-melting-point fatty compound are contained in concentrations such that the weight ratio of the cationic surfactant to the high-melting-point fatty compound is preferably in the range of about 1:1 to about 1:10, more preferably about 1:1 to about 1:6.

[0058] The gel matrix of the hair care compositions of the present invention may include an aqueous carrier. Thus, the formulations of the present invention may be in the form of a pourable liquid (under ambient conditions). Accordingly, such compositions typically include an aqueous carrier, which is present in a concentration of about 20% to about 95% by weight, or even about 60% to about 85% by weight. This aqueous carrier may include water or a miscible mixture of water and an organic solvent, and in one aspect, water with minimal or no significant concentrations of organic solvent, especially when incidentally incorporated into the composition as a minor component of other ingredients.

[0059] Aqueous carriers useful in the present invention include water and aqueous solutions of lower alkyl alcohols and polyhydric alcohols. Lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbon atoms, in one embodiment, ethanol and isopropanol. Polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propanediol.

[0060] According to embodiments of the present invention, the hair care composition may have a pH ranging from about 2 to about 10 at 25° C. In one embodiment, the hair care composition has a pH ranging from about 2 to about 6, which may help to solubilize minerals and redox metals already deposited on the hair. Thus, the hair care composition may also be effective in washing away existing mineral and redox metal deposits, which may reduce cuticle deformation and reduce cuticle chipping and damage.

[0061] E. Aqueous Carrier Hair care compositions can be in the form of pourable liquids (under ambient conditions). Accordingly, such compositions typically include a carrier, which is present in a concentration of about 20% to about 95% by weight, or even about 60% to about 85% by weight. The carrier may include water or a miscible mixture of water and an organic solvent, but in one aspect, may include water with minimal or no significant concentrations of organic solvent, except when incidentally incorporated into the composition as a minor component of other ingredients.

[0062] Carriers useful in embodiments of the hair care composition include water and aqueous solutions of lower alkyl alcohols and polyhydric alcohols. Lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbon atoms, in one aspect ethanol and isopropanol. Exemplary polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propanediol.

[0063] F. Solvent Carrier The compositions according to the invention can be formulated in alcoholic or aqueous-alcoholic compositions. The hair treatment composition can therefore optionally contain a liquid, water-miscible, or water-soluble solvent, such as a lower alkyl alcohol, e.g., a C1-C5 alkyl monohydric alcohol, preferably a C2-C3 alkyl alcohol. Alcohols that may be present are in particular lower monohydric or polyhydric alcohols having 1 to 4 carbon atoms, such as ethanol and isopropanol, which are commonly used for cosmetic purposes.

[0064] The water-soluble polyhydric alcohol that can be used in the present invention is also a polyhydric alcohol having two or more hydroxyl groups in the molecule. Typical examples of such polyhydric alcohols include dihydric alcohols such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, and octylene glycol; trihydric alcohols such as glycerin, trimethylolpropane, and 1,2,6-hexanetriol; tetrahydric alcohols such as pentaerythritol; pentahydric alcohols such as xylitol; hexahydric alcohols such as sorbitol and mannitol; and polyhydric alcohol polymers such as diethylene glycol and dipropylene glycol. diol, polyethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin; dihydric alcohol alkyl ethers, such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether;Dihydric alcohol alkyl ethers, such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether; dihydric alcohol ether esters, such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol Glycerin monoalkyl ethers, such as xyl alcohol, selachyl alcohol, batyl alcohol; sugar alcohols, such as sorbitol, maltol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch sugar, maltose, xylytose, starch sugar reducing alcohols, glysolid, tetrahydrofurfuryl alcohol, POE tetrahydrofurfuryl alcohol, POP butyl ether, POP POE butyl ether, tripolyoxypropylene glycerin ether, POP glycerin ether, POP glycerin ether phosphate, POP POE pentaneerythritol ether;

[0065] Additional solvent carriers that may be present are cosmetically acceptable organic solvents or mixtures of solvents with a boiling point below 400°C. Particularly suitable solvent carriers are unbranched or branched hydrocarbons such as pentane, hexane, isopentane, and cyclic hydrocarbons such as cyclopentane and cyclohexane. Suitable solvent carriers also include cyclomethicones such as cyclopentasiloxane.

[0066] G. Additional Components The hair care composition may further comprise one or more additional components known for use in hair care or personal care products, so long as the additional components do not unduly impair the product's stability, aesthetics, or performance. Such optional ingredients are most typically those described in references such as CTFA Cosmetic Ingredient Handbook, 2nd Edition, The Cosmetic, Toiletries, and Fragrance Association, Inc. 1988, 1992. The individual concentrations of such additional components may range from about 0.001% to about 10% by weight of the personal care composition.

[0067] Non-limiting examples of additional components for use in hair care compositions include conditioning agents (e.g., silicones, hydrocarbon oils, fatty acid esters, natural oils), natural cationic deposition polymers, synthetic cationic deposition polymers, antidandruff agents, particles, suspending agents, paraffinic hydrocarbons, propellants, viscosity modifiers, dyes, non-volatile solvents or diluents (water soluble and water insoluble), pearlizing aids, foaming agents, additional surfactants or nonionic co-surfactants, pediculicides, pH adjusters, fragrances, preservatives, proteins, skin active agents, sunscreens, UV absorbers, and vitamins.

[0068] 1. Conditioning agent In one embodiment, the hair care composition comprises one or more conditioning agents. Conditioning agents include materials used to provide specific conditioning benefits to hair and / or skin. Conditioning agents useful in hair care compositions typically comprise water-insoluble, water-dispersible, non-volatile liquids that form emulsified liquid particles. Conditioning agents suitable for use in hair care compositions are generally characterized as silicones (e.g., silicone oils, cationic silicones, silicone gums, high refractive index silicones, and silicone resins), organic conditioning oils (e.g., hydrocarbon oils, polyolefins, and fatty acid esters), or combinations thereof, or conditioning agents that otherwise form liquid dispersed particles in an aqueous surfactant matrix.

[0069] The one or more conditioning agents are present in from about 0.01% to about 10%, alternatively from about 0.1% to about 8%, and alternatively from about 0.2% to about 4% by weight of the composition.

[0070] a. Silicone The conditioning agent of hair care composition can be an insoluble silicone conditioning agent.Silicone conditioning agent particles can comprise volatile silicone, non-volatile silicone, or a combination thereof.When volatile silicone exists, it is typically used as a solvent or carrier for commercially available non-volatile silicone material components such as silicone gum and resin.Silicone conditioning agent particles can comprise silicone fluid conditioning agent, and can further comprise other components such as silicone resin to improve the deposition efficiency of silicone fluid or increase hair gloss.

[0071] The concentration of the silicone conditioning agent typically ranges from about 0.01% to about 10%, alternatively from about 0.1% to about 8%, alternatively from about 0.1% to about 5%, alternatively from about 0.2% to about 3% by weight of the composition. Non-limiting examples of suitable silicone conditioning agents, and optional suspending agents for silicones, are described in U.S. Reissue Patent No. 34,584, U.S. Patent Nos. 5,104,646, and 5,106,609, which are incorporated herein by reference. Silicone conditioning agents for use in hair care compositions include:

[0072]

number

[0073] The dispersed silicone conditioning agent particles typically have a volume average particle size ranging from about 0.01 micrometers to about 50 micrometers. For small particles applied to hair, the volume average particle size typically ranges from about 0.01 micrometers to about 4 micrometers, alternatively from about 0.01 micrometers to about 2 micrometers, alternatively from about 0.01 micrometers to about 0.5 micrometers. For larger particles applied to hair, the volume average particle size typically ranges from about 5 micrometers to about 125 micrometers, alternatively from about 10 micrometers to about 90 micrometers, alternatively from about 15 micrometers to about 70 micrometers, alternatively from about 20 micrometers to about 50 micrometers.

[0074] A reference on silicones, including sections discussing silicone fluids, rubbers, and resins, and the manufacture of silicones, can be found in Encyclopedia of Polymer Science and Engineering, vol. 15, 2d ed., pp 204-308, John Wiley & Sons, Inc. (1989), which is incorporated herein by reference.

[0075] i. Silicone oil Silicone fluids include silicone oils, which are flowable silicone materials having a viscosity of less than 1,000,000 csk, alternatively from about 5 csk to about 1,000,000 csk, alternatively from about 100 csk to about 600,000 csk, when measured at 25°C. Suitable silicone oils for use in hair care compositions include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, and mixtures thereof. Other insoluble, nonvolatile silicone fluids with hair conditioning properties may also be used.

[0076] Silicone oils include polyalkyl or polyaryl siloxanes conforming to the following formula (I):

[0077] [ka] (wherein R is aliphatic, and in some embodiments alkyl, alkenyl, or aryl; R can be substituted or unsubstituted; and x is an integer from 1 to about 8,000.) Suitable R groups for use in the compositions include, but are not limited to, alkoxy, aryloxy, alkaryl, arylalkyl, arylalkenyl, alkamino, and ether-, hydroxyl-, and halogen-substituted aliphatic and aryl groups. Suitable R groups also include cationic amines and quaternary ammonium groups.

[0078] Possible alkyl and alkenyl substituents include C1-C5, alternatively C1-C4, or alternatively C1-C2 alkyl and alkenyl. The aliphatic portions of other alkyl-, alkenyl-, or alkynyl-containing groups (e.g., alkoxy, alkaryl, and alkamino) can be straight-chain or branched and can be C1-C5, alternatively C1-C4, alternatively C1-C3, or alternatively C1-C2. As discussed above, the R substituents can contain amino functionalities (e.g., alkamino groups), which can be primary, secondary, or tertiary amines, or quaternary ammonium. These include mono-, di-, and tri-alkylamino and alkoxyamino groups, where the chain length of the aliphatic portion can be as described herein.

[0079] ii. Amino and cationic silicones Cationic silicone fluids suitable for use in the composition include, but are not limited to, those conforming to the general formula (II): (R 1 ) a G 3-a -Si--(--OSiG2) n -(--OSiG b (R 1 ) 2-b ) m --O--SiG 3-a (R 1 ) a wherein G is hydrogen, phenyl, hydroxy, or C1-C8 alkyl, in some embodiments, methyl; a is 0 or an integer having a value of 1 to 3; b is 0 or 1; n is a number from 0 to 1,999, or 49 to 499; m is an integer from 1 to 2,000, or 1 to 10; the sum of n and m is a number from 1 to 2,000, or 50 to 500; and R 1 is the general formula CqH 2q is a monovalent radical according to formula L, where q is an integer having a value of 2 to 8, and L is --N(R 2 )CH2--CH2--N(R 2 )2 --N(R 2 )2 --N(R 2 )3A - --N(R 2 )CH2--CH2--NR 2 H2A - (In the formula, R 2 is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical, in some embodiments from about C to about C 20 is an alkyl radical of A - is a halide ion).

[0080] In one embodiment, the cationic silicone corresponding to formula (II) is the polymer known as "trimethylsilylamodimethicone," shown below in formula (III):

[0081] [ka]

[0082] Other silicone cationic polymers that may be used in the hair care compositions are represented by the general formula (IV):

[0083] [ka] (In the formula, R 3 is C 1~ C 18 and in some embodiments an alkyl or alkenyl radical, such as methyl; R is a hydrocarbon radical, and in some embodiments, C 1~ C 18 Alkylene radical or C 10~ C 18 Alkyleneoxy radical, or C 1~ C8 alkyleneoxy radical, Q -is a halide ion, in some embodiments chloride; r is an average statistical value of 2 to 20, in some embodiments 2 to 8; and s is an average statistical value of 20 to 200, in some embodiments 20 to 50. One polymer in this class is known as UCARE SILICONE ALE 56®, available from Union Carbide.

[0084] iii. Silicone rubber Other silicone fluids suitable for use in hair care compositions are insoluble silicone gums. These gums are polyorganosiloxane materials with a viscosity of 1,000,000 csk or greater when measured at 25°C. Silicone gums are described in U.S. Pat. No. 4,152,416; Noll and Walter, Chemistry and Technology of Silicones, New York: Academic Press (1968); and General Electric Silicones Rubber Product Data Sheets SE30, SE33, SE54, and SE76, all of which are incorporated herein by reference. Non-limiting examples of silicone gums for use in hair care include polydimethylsiloxane, (polydimethylsiloxane) (methylvinylsiloxane) copolymer, poly(dimethylsiloxane) (diphenylsiloxane) (methylvinylsiloxane) copolymer, and mixtures thereof.

[0085] iv. High refractive index silicone Other nonvolatile, insoluble silicone fluid conditioning agents suitable for use in hair care compositions are known as "high refractive index silicones," having a refractive index of at least about 1.46, alternatively at least about 1.48, alternatively at least about 1.52, alternatively at least about 1.55. The refractive index of polysiloxane fluids is generally less than about 1.70, typically less than about 1.60. In this context, polysiloxane "fluids" include oils and gums. High refractive index polysiloxane fluids include cyclic polysiloxanes, such as those represented by the general formula (I) above and those represented by the following formula (V):

[0086] [ka] (wherein R is as defined above, and n is a number from about 3 to about 7, or from about 3 to about 5).

[0087] High refractive index polysiloxane fluids contain a sufficient amount of aryl-containing R substituents to increase the refractive index to the desired level as described herein. Furthermore, R and n may be selected so that the material is non-volatile.

[0088] Aryl-containing substituents include those containing alicyclic and heterocyclic five- and six-membered aryl rings, as well as those containing five- or six-membered fused rings. The aryl ring itself may be substituted or unsubstituted.

[0089] Generally, the high refractive index polysiloxane fluids have an aryl-containing degree of substitution of at least about 15%, alternatively at least about 20%, alternatively at least about 25%, alternatively at least about 35%, alternatively at least about 50%. Typically, the aryl substitution is less than about 90%, more typically less than about 85%, alternatively from about 55% to about 80%. In some embodiments, the high refractive index polysiloxane fluids have a phenyl or phenyl derivative substituent and an alkyl substituent, in some embodiments C1-C4 alkyl, hydroxy, or C1-C4 alkylamino (particularly -R 4NHR 5 NH2 (in the formula, each R 4 and R 5 are independently C1-C3 alkyl, alkenyl, and / or alkoxy).

[0090] When high refractive index silicones are used in hair care compositions, they may be used in a solution with a spreading agent, such as a silicone resin or surfactant, in an amount sufficient to reduce surface tension, enhance spreading, and thereby enhance the gloss (after drying) of hair treated with the composition.

[0091] Suitable silicone fluids for use in hair care compositions are disclosed in U.S. Pat. Nos. 2,826,551, 3,964,500, 4,364,837, British Patent No. 849,433, and Silicon Compounds, Petrarch Systems, Inc. (1984), all of which are incorporated herein by reference.

[0092] v. Silicone resin Silicone resins may be included in the silicone conditioning agent of the hair care composition. These resins are highly crosslinked polymeric siloxane systems. Crosslinking is introduced during the preparation of the silicone resin by incorporating trifunctional and tetrafunctional silanes along with monofunctional and / or difunctional silanes.

[0093] Specifically, silicone materials and silicone resins can be conveniently identified by a system of abbreviated nomenclature known to those skilled in the art as "MDTQ" nomenclature. In this system, silicones are described according to the presence of the various siloxane monomer units that make up the silicone. In summary, the symbol M represents the monofunctional unit (CH3)3SiO 0.5 where D represents the difunctional unit (CH3)2SiO and T represents the trifunctional unit (CH3)SiO 1.5where Q represents a quadra- or tetrafunctional unit SiO2. Unit symbols preceded by a prime symbol (e.g., M', D', T', and Q') represent substituents other than methyl and must be specifically defined in each occurrence.

[0094] Silicone resins for use in hair care compositions can include, but are not limited to, MQ, MT, MTQ, MDT, and MDTQ resins. Methyl is a possible silicone substituent. In some embodiments, the silicone resin is an MQ resin, the M:Q ratio is about 0.5:1.0 to about 1.5:1.0, and the average molecular weight of the silicone resin is about 1000 to about 10,000.

[0095] When used, the weight ratio of non-volatile silicone fluid having a refractive index of less than 1.46 to the silicone resin component can be from about 4:1 to about 400:1, alternatively from about 9:1 to about 200:1, alternatively from about 19:1 to about 100:1, particularly when the silicone fluid component is a polydimethylsiloxane fluid or a mixture of a polydimethylsiloxane fluid and a polydimethylsiloxane gum as described herein. To the extent that the silicone resin forms part of the same phase as the silicone fluid, i.e., conditioning active, in the compositions of the present invention, the total of the fluid and resin must be included when determining the level of silicone conditioning agent in the composition.

[0096] b. Organic conditioning oil The conditioning agent of the hair care composition may comprise at least one organic conditioning oil, either alone or in combination with other conditioning agents such as the silicones described above.

[0097] i. Hydrocarbon oil Organic conditioning oils suitable for use as conditioning agents in hair care compositions include, but are not limited to, hydrocarbon oils having at least about 10 carbon atoms, such as cyclic hydrocarbons, straight chain aliphatic hydrocarbons (saturated or unsaturated), and branched chain aliphatic hydrocarbons (saturated or unsaturated), including polymers thereof and mixtures thereof. Straight chain hydrocarbon oils have at least about C 12 ~About C 19 Branched chain hydrocarbon oils (including hydrocarbon polymers) typically contain more than 19 carbon atoms.

[0098] ii. Polyolefin The organic conditioning oil for use in the hair care composition may comprise a liquid polyolefin, alternatively a liquid poly-α-olefin, or alternatively a hydrogenated liquid poly-α-olefin. Polyolefins for use herein include those having a molecular weight of from C4 to about C 14 In some embodiments, from about C to about C 12 It is prepared by polymerizing olefinic monomers.

[0099] iii. Fatty acid esters Other organic conditioning oils suitable for use as conditioning agents in hair care compositions include fatty acid esters having at least 10 carbon atoms. These fatty acid esters include esters having hydrocarbyl chains derived from fatty acids or alcohols. The hydrocarbyl groups of the fatty acid esters herein may contain or be covalently bonded to other compatible functional groups, such as amide and alkoxy moieties (e.g., ethoxy or ether linkages).

[0100] iv. Fluorinated Conditioning Compounds Fluorinated compounds suitable for delivering conditioning benefits to hair or skin as organic conditioning oils include perfluoropolyethers, perfluorinated olefins, certain fluorine-based polymers that may be in fluid or elastomeric form similar to the silicone fluids previously described, and perfluorinated dimethicones.

[0101] v. Fatty alcohol Other organic conditioning oils suitable for use in personal care hair care compositions include, but are not limited to, fatty alcohols having at least about 10 carbon atoms, alternatively from about 10 to about 22 carbon atoms, alternatively from about 12 to about 16 carbon atoms.

[0102] vi. Alkyl glucosides and alkyl glucoside derivatives Suitable organic conditioning oils for use in personal care hair care compositions include, but are not limited to, alkyl glucosides and alkyl glucoside derivatives. Non-limiting examples of suitable alkyl glucosides and alkyl glucoside derivatives include Glucam E-10, Glucam E-20, Glucam P-10, and Glucquat 125, available from Amerchol.

[0103] vii.Natural oil Natural oils of the type described herein are typically composed of triglycerides and esters of fatty acids. These fatty acids may be either saturated, monounsaturated, or polyunsaturated, and range from C8 to C9. 30 The most common fatty acids include saturated fatty acids such as lauric acid (dodecanoic acid), myristic acid (tetradecanoic acid), palmitic acid (hexadecanoic acid), stearic acid (octadecanoic acid), arachidic acid (eicosanoic acid), and lignoceric acid (tetracosanoic acid), while unsaturated acids include palmitoleic acid (C 16 acid), and oleic acid (C 18Examples of polyunsaturated acids include fatty acids such as linoleic acid (diunsaturated C 18 Acid), Linolenic acid (triunsaturated C 18 acid), and arachidonic acid (tetraunsaturated C 20 Natural oils are further composed of esters of these fatty acids randomly located at three sites on the trifunctional glycerin molecule. Different natural oils have different ratios of fatty acids, and even within a given natural oil, these acids vary depending on factors such as where the vegetable or crop was grown, the maturity of the vegetable or crop, and the weather during the growing season. Therefore, it is difficult to assign a specific or unique structure to any given natural oil; the structure is typically based on some statistical average. For example, soybean oil contains a mixture of stearic, oleic, linoleic, and linolenic acids in the ratio 15:24:50:11, and the average number of double bonds per triglyceride is 4.4 to 4.7. One way to quantify the number of double bonds is the iodine value (IV), defined as the number of grams of iodine that will react with 100 grams of oil. Thus, for soybean oil, the average iodine value ranges from 120 to 140. Soybean oil may comprise about 95% by weight or more (e.g., about 99% by weight or more) of triglycerides of fatty acids. The predominant fatty acids in the polyol esters of soybean oil include saturated fatty acids (non-limiting examples include palmitic acid (hexadecanoic acid) and stearic acid (octadecanoic acid)) and unsaturated fatty acids (non-limiting examples include oleic acid (9-octadecenoic acid), linoleic acid (9,12-octadecadienoic acid), and linolenic acid (9,12,15-octadecatrienoic acid)).

[0104] In exemplary embodiments, vegetable oils include, but are not limited to, canola oil, safflower oil, argan oil, jojoba oil, coconut oil, shea butter, orange peel wax, tea tree oil, and rice bran oil.

[0105] c. Other conditioning agents i. Quaternary ammonium compounds Quaternary ammonium compounds suitable for use as conditioning agents in personal care hair care compositions include, but are not limited to, hydrophilic quaternary ammonium compounds having long chain substituents with carbonyl moieties, such as amide moieties, or phosphate ester moieties, or similar hydrophilic moieties.

[0106] Examples of useful hydrophilic quaternary ammonium compounds include, but are not limited to, compounds described in the CTFA Cosmetic Dictionary as ricinoleamidopropyltrimonium chloride, ricinoleamidotrimonium ethyl sulfate, hydroxystearamidopropyltrimonium methyl sulfate, and hydroxystearamidopropyltrimonium chloride, or combinations thereof.

[0107] ii. Polyethylene glycol Additional compounds useful herein as conditioning agents include polyethylene glycols and polypropylene glycols having a molecular weight of about 2,000,000 or less, such as those having the CTFA designations PEG-200, PEG-400, PEG-600, PEG-1000, PEG-2M, PEG-7M, PEG-14M, PEG-45M, and mixtures thereof.

[0108] iii. Cationic polymers The personal care composition may further comprise a cationic polymer. When combined with the cationic polymer, the hydroxylated triglyceride oligomer in the hair care composition exhibits improved benefits in deposition, wet and dry conditioning, and hair feel.

[0109] Any known natural or synthetic cationic polymer may be used herein, including, for example, those disclosed in U.S. Patent No. 6,649,155, U.S. Patent Application Publication Nos. 2008 / 0317698, 2008 / 0206355, and 2006 / 0099167, which are incorporated herein by reference in their entireties.

[0110] The cationic polymer is included in the composition at a concentration of about 0.01% to about 1% by weight, in one embodiment about 0.05% to about 1.0% by weight, and in another embodiment about 0.25% to about 0.60% by weight, to provide the benefits of the hair care composition. The weight ratio of the cationic polymer to the hydroxylated triglyceride oligomer is in one embodiment about 1:100 to about 1:1, and in another embodiment 1:10 to about 1:2.

[0111] The cationic polymer is a water-soluble polymer having a charge density of about 0.5 meq / gram to about 12 meq / gram. The cationic polymer used in the composition has a molecular weight of about 1,000 daltons to about 100,000,000 daltons. The cationic polymer may be a low charge density, medium charge density, or high charge density cationic polymer.

[0112] These cationic polymers may include at least one of (a) cationic guar polymers, (b) cationic non-guar polymers, (c) cationic tapioca polymers, (d) cationic copolymers of acrylamide monomers and cationic monomers, (e) synthetic non-crosslinked cationic polymers that form lyotropic liquid crystals when combined with detersive surfactants, and / or (f) cationic hydroxyethyl cellulose. Additionally, the cationic polymer may be a mixture of polymers.

[0113] (a) Cationic guar polymer According to one embodiment, the cationic guar polymer has a weight average molecular weight of less than about 1,000,000 g / mol and a charge density of from about 0.1 meq / g to about 2.5 meq / g. In one embodiment, the cationic guar polymer has a weight average molecular weight of less than 900,000 g / mol, or from about 150,000 to about 800,000 g / mol, or from about 200,000 to about 700,000 g / mol, or from about 300,000 to about 700,000 g / mol, or from about 400,000 to about 600,000 g / mol, or from about 150,000 to about 800,000 g / mol, or from about 200,000 to about 700,000 g / mol, or from about 300,000 to about 700,000 g / mol, or from about 400,000 to about 600,000 g / mol. In one embodiment, the cationic guar polymer may have a charge density of from about 0.2 to about 2.2 meq / g, or from about 0.3 to about 2.0 meq / g, or from about 0.4 to about 1.8 meq / g, or from about 0.5 meq / g to about 1.5 meq / g.

[0114] In some embodiments, the composition comprises from about 0.01% to less than about 0.6%, or from about 0.04% to about 0.55%, or from about 0.08% to about 0.5%, or from about 0.16% to about 0.5%, or from about 0.2% to about 0.5%, or from about 0.3% to about 0.5%, or from about 0.4% to about 0.5% by weight of the total composition.

[0115] Suitable cationic guar polymers include cationic guar gum derivatives such as guar hydroxypropyltrimonium chloride. In one embodiment, the cationic guar polymer is guar hydroxypropyltrimonium chloride. Specific examples of guar hydroxypropyltrimonium chloride include the Jaguar® series available from Rhone-Poulenc Incorporated, such as Jaguar® C-500 available from Rhodia. Jaguar® C-500 has a charge density of 0.8 meq / g and a molecular weight of 500,000 g / mol. Another guar hydroxypropyltrimonium chloride with a charge density of about 1.1 meq / g and a molecular weight of about 500,000 g / mol is available from Ashland. Another guar hydroxypropyltrimonium chloride with a charge density of about 1.5 meq / g and a molecular weight of about 500,000 g / mol is available from Ashland.

[0116] Other suitable polymers include Hi-Care 1000, available from Rhodia, which has a charge density of about 0.7 meq / g and a molecular weight of about 600,000 g / mol; N-Hance 3269 and N-Hance 3270, available from Ashland, which have a charge density of about 0.7 meq / g and a molecular weight of about 425,000 g / mol; and AquaCat CG518, available from Ashland, which has a charge density of about 0.9 meq / g and a molecular weight of about 50,000 g / mol. A further non-limiting example is N-Hance 3196, manufactured by Ashland.

[0117] (b) Cationic Non-Guar Polymers The shampoo compositions of the present invention comprise a galactomannan polymer derivative having a mannose to galactose ratio of greater than 2:1 on a monomer-to-monomer basis, the galactomannan polymer derivative being selected from the group consisting of cationic galactomannan polymer derivatives and amphoteric galactomannan polymer derivatives having a net positive charge. As used herein, the term "cationic galactomannan" refers to a galactomannan polymer having cationic groups attached thereto. The term "amphoteric galactomannan" refers to a galactomannan polymer having cationic and anionic groups attached thereto such that the polymer has a net positive charge.

[0118] The galactomannan polymer derivative for use in the shampoo composition of the present invention has a molecular weight of about 1,000 to about 10,000,000. In one embodiment of the present invention, the galactomannan polymer derivative has a molecular weight of about 5,000 to about 3,000,000. As used herein, the term "molecular weight" refers to the weight average molecular weight. The weight average molecular weight can be measured by gel permeation chromatography.

[0119] The shampoo composition of the present invention contains a galactomannan polymer derivative having a cationic charge density of about 0.9 meq / g to about 7 meq / g. In one embodiment of the present invention, the galactomannan polymer derivative has a cationic charge density of about 1 meq / g to about 5 meq / g. The degree of substitution of cationic groups onto the galactomannan structure must be sufficient to provide the required cationic charge density.

[0120] (c) cationically modified starch polymers The shampoo composition of the present invention comprises a water-soluble cationically modified starch polymer. As used herein, the term "cationically modified starch" refers to starch to which cationic groups have been added before the starch is degraded to smaller molecular weights, or to starch to which cationic groups have been added after the starch has been modified to achieve the desired molecular weight. The definition of the term "cationically modified starch" also includes amphoterically modified starch. The term "amphoterically modified starch" refers to a starch hydrolysate to which cationic and anionic groups have been added.

[0121] Shampoo compositions of the present invention comprise cationically modified starch polymers in the range of from about 0.01% to about 10%, more preferably from about 0.05% to about 5%, by weight of the composition.

[0122] Non-limiting examples of these ammonium groups include substituents such as hydroxypropyltrimonium chloride, trimethylhydroxypropylammonium chloride, dimethylstearylhydroxypropylammonium chloride, and dimethyldodecylhydroxypropylammonium chloride. See Solarek, DB, "Cationic Starches in Modified Starches: Properties and Uses," Wurzburg, OB, Ed., CRC Press, Inc., Boca Raton, Fla. 1986, pp. 113-125. Cationic groups may be added to the starch before it is degraded to smaller molecular weights, or the cationic groups may be added after such modification.

[0123] The starch source before chemical modification can be selected from various sources, such as tubers, legumes, cereals, and grains. Non-limiting examples of starch from this source can include corn starch, wheat starch, rice starch, waxy corn starch, oat starch, cassava starch, glutinous barley, waxy rice starch, glutinous rice starch, sweet rice starch, Amioca, potato starch, tapioca starch, oat starch, sago starch, sweet rice, or mixtures thereof. Tapioca starch is preferred.

[0124] In one embodiment of the present invention, the cationically modified starch polymer is selected from degraded cationic corn starch, cationic tapioca, cationic potato starch, and mixtures thereof. In another embodiment, the cationically modified starch polymer is cationic corn starch and cationic tapioca. Cationic tapioca starch is preferred.

[0125] In another embodiment, the cationic deposition polymer is a naturally derived cationic polymer. As used herein, the term "naturally derived cationic polymer" refers to a cationic deposition polymer obtained from a natural source. The natural source may be a polysaccharide polymer. Thus, the naturally derived cationic polymer may be selected from the group including starch, guar, cellulose, cassia, carob, konjac, tara, galactomannan, and tapioca. In a further embodiment, the cationic deposition polymer is selected from Mirapol® 100S (Rhodia), Jaguar® C17, polyquaternium-6, cationic tapioca starch (Akzo), polyquaternium-76, and mixtures thereof.

[0126] (d) Cationic copolymers of acrylamide monomers and cationic monomers According to some embodiments of the present invention, the shampoo composition comprises a cationic copolymer of acrylamide monomers and cationic monomers, the cationic copolymer having a charge density of from about 1.0 meq / g to about 3.0 meq / g. In some embodiments, the cationic copolymer is a synthetic cationic copolymer of acrylamide monomers and cationic monomers.

[0127] In one embodiment, the cationic copolymer (b) is AM:TRIQUAT, which is a copolymer of acrylamide and 1,3-propanediaminium, N-[2-[[[dimethyl[3-[(2-methyl-1-oxo-2-propenyl)amino]propyl]ammonio]acetyl]amino]ethyl]2-hydroxy-N,N,N',N',N'-pentamethyl-, trichloride. AM:TRIQUAT is also known as polyquaternium 76 (PQ76). AM:TRIQUAT can have a charge density of 1.6 meq / g and a molecular weight of 1.1 million g / mol.

[0128] In one embodiment, the cationic copolymer is trimethylammoniopropyl methacrylamide chloride-N-acrylamide copolymer, also known as AM:MAPTAC. AM:MAPTAC may have a charge density of about 1.3 meq / g and a molecular weight of about 1.1 million g / mol. In one embodiment, the cationic copolymer is AM:ATPAC. AM:ATPAC may have a charge density of about 1.8 meq / g and a molecular weight of about 1.1 million g / mol.

[0129] (e) Cationic synthetic polymer The cationic polymers described herein are useful for providing a substitute hydrophobic F layer to damaged hair, especially chemically treated hair. Lyotropic liquid crystals are formed by combining the synthetic cationic polymers described herein with the aforementioned anionic cleansing surfactant components of shampoo compositions. The charge density of synthetic cationic polymers is relatively high. It should be noted that some synthetic polymers with relatively high cationic charge density do not form lyotropic liquid crystals, mainly due to their abnormal linear charge density. Such synthetic cationic polymers are described in WO 94 / 06403 (Reich et al.).

[0130] The concentration of the cationic polymer ranges from about 0.025% to about 5% by weight of the shampoo composition, preferably from about 0.1% to about 3% by weight, and more preferably from about 0.2% to about 1% by weight.

[0131] The cationic polymer has a cationic charge density of about 2 meq / gm to about 7 meq / gm, preferably about 3 meq / gm to about 7 meq / gm, and more preferably about 4 meq / gm to about 7 meq / gm. In some embodiments, the cationic charge density is about 6.2 meq / gm. The polymer also has a molecular weight of about 1,000 to about 5,000,000, more preferably about 10,000 to about 2,000,000, and most preferably 100,000 to about 2,000,000. X- is a halogen, hydroxide, alkoxide, sulfate, or alkyl sulfate.

[0132] Examples of cationic monomers include aminoalkyl(meth)acrylates, (meth)aminoalkyl(meth)acrylamides; monomers containing at least one secondary, tertiary, or quaternary amine functional group, or a heterocyclic group containing a nitrogen atom, vinylamine, or ethyleneimine; diallyldialkylammonium salts; mixtures thereof, salts thereof, and macromonomers derived therefrom.

[0133] Further examples of cationic monomers include dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, ditertiobutylaminoethyl (meth)acrylate, dimethylaminomethyl (meth)acrylamide, dimethylaminopropyl (meth)acrylamide, ethyleneimine, vinylamine, 2-vinylpyridine, 4-vinylpyridine, trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulfate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoylbenzyldimethylammonium ethyl acrylate chloride, trimethylammonium ethyl (meth)acrylamido chloride, trimethylammonium propyl (meth)acrylamido chloride, vinylbenzyltrimethylammonium chloride, and diallyldimethylammonium chloride (DADMAC).

[0134] Non-limiting examples of cationic monomers include those of the formula -NR3 + (wherein R may be the same or different and represent a hydrogen atom, an alkyl group containing 1 to 10 carbon atoms, or a benzyl group, optionally having a hydroxyl group, and including an anion (counter ion)). Examples of anions are halides such as chloride and bromide, sulfate, hydrosulfate, alkyl sulfate (containing, for example, 1 to 6 carbon atoms), phosphate, citrate, formate, and acetate.

[0135] Non-limiting examples of cationic monomers include trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulfate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoylbenzyldimethylammonium ethyl acrylate chloride, trimethylammonium ethyl (meth)acrylamide chloride, trimethylammonium propyl (meth)acrylamide chloride, vinylbenzyl trimethylammonium chloride. Non-limiting examples of cationic monomers include trimethylammonium propyl (meth)acrylamide chloride.

[0136] (f) cationically modified hydroxyethyl cellulose polymer The hair care composition of the present invention may contain a cationically modified hydroxyethyl cellulose polymer. The cationic cellulose-based polymer may further contain a hydrophobic material to adjust the polymer hydrophobicity. Non-limiting examples include quaternized hydroxyethyl cellulose polyquaternium-10, such as UCARE® Polymer LR-30M, JR-30M, and KG-30M from Dow, and UCARE® Extreme Polymer.

[0137] In many embodiments, the mixtures of cationic polymers in the hair care compositions are binary and ternary. The weight ratio of the binary mixtures ranges from about 1:10 to 10:1. An example of a binary mixture is a 1:1 mixture of DADMAC and UCARE™ Polymer KG-30M.

[0138] 2. Beneficial Agents In one embodiment, the hair care composition further comprises one or more additional benefit agents, including materials selected from the group consisting of anti-dandruff agents, vitamins, fat-soluble vitamins, chelating agents, fragrances, brighteners, enzymes, sensates, attractants, antimicrobial agents, dyes, pigments, bleaching agents, and mixtures thereof.

[0139] In one aspect, the benefit agent may include an anti-dandruff agent. Such anti-dandruff particulates should be physically and chemically compatible with the components of the composition and not unduly impair product stability, aesthetics, or performance.

[0140] According to one embodiment, the hair care composition comprises an anti-dandruff active, which may be a microparticle of an anti-dandruff active. In one embodiment, the anti-dandruff active may be selected from the group consisting of pyridinethione salts, azoles such as ketoconazole, econazole, and elubiol, selenium sulfide, particulate sulfur, keratolytic agents such as salicylic acid, and mixtures thereof. In one embodiment, the anti-dandruff microparticle is a pyridinethione salt.

[0141] Pyridinethione microparticles are a suitable microparticulate anti-dandruff active. In one embodiment, the anti-dandruff active is a 1-hydroxy-2-pyridinethione salt and is in microparticulate form. In one embodiment, the concentration of the pyridinethione anti-dandruff particles ranges from about 0.01% to about 5% by weight, or from about 0.1% to about 3% by weight, or from about 0.1% to about 2% by weight. In one embodiment, the pyridinethione salt is formed from a heavy metal such as zinc, tin, cadmium, magnesium, aluminum, and zirconium, generally zinc, typically the zinc salt of 1-hydroxy-2-pyridinethione (known as "zinc pyridinethione" or "ZPT"), usually in platelet-like particle form. In one embodiment, the 1-hydroxy-2-pyridinethione salt in platelet-like particle form has an average particle size of about 20 μm or less, or about 5 μm or less, or about 2.5 μm or less. Salts formed from other cations (e.g., sodium) may also be suitable. Pyridinethione anti-dandruff actives are described, for example, in U.S. Patent Nos. 2,809,971, 3,236,733, 3,753,196, 3,761,418, 4,345,080, 4,323,683, 4,379,753, and 4,470,982.

[0142] In one embodiment, the composition further comprises one or more antifungal and / or antibacterial actives in addition to the antidandruff active selected from polyvalent metal salts of pyrithione. In one embodiment, the antibacterial active is selected from the group consisting of coal tar, sulfur, charcoal, Whitfield's ointment, Castellani liniment, aluminum chloride, gentian violet, octopirox (piroctone olamine), ciclopirox olamine, undecylenic acid and its metal salts, potassium permanganate, selenium sulfide, sodium thiosulfate, propylene glycol, bitter orange oil, urea preparations, griseofulvin, 8-hydroxyquinoline ciquinol, thiobendazole, thiocarbamate, haloprogin, polyenes, hydroxypyridone, morpholine, benzylamine, allylamines (such as terbinafine), tea tree oil, clove leaf oil, coriander, palmarosa, berberine, thyme red, cinnamon bark oil, cinnamic aldehyde, citronellic acid, hinoki tol, ichthyol pale, Sensiva SC-50, and Elestab HP-100, azelaic acid, lyticase, iodopropynyl butylcarbamate (IPBC), isothiazarinones such as octylisothiazarinone, and azoles, and mixtures thereof. In one embodiment, the antibacterial agent is selected from the group consisting of itraconazole, ketoconazole, selenium sulfide, coal tar, and mixtures thereof.

[0143] In one embodiment, the azole antibacterial agent is 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. Alternatively, the azole antibacterial agent is a triazole selected from the group consisting of terconazole, itraconazole, and mixtures thereof. When present in a hair care composition, the azole antibacterial active is included in an amount of from about 0.01% to about 5%, or from about 0.1% to about 3%, or from about 0.3% to about 2% by weight. In one embodiment, the azole antibacterial active is ketoconazole. In one embodiment, the only antibacterial active is ketoconazole.

[0144] Embodiments of the hair care composition may also include combinations of antimicrobial actives. In one embodiment, the combination of antibacterial actives is selected from the group consisting of combinations of octopirox and zinc pyrithione, pine tar and sulfur, salicylic acid and zinc pyrithione, salicylic acid and elubiol, zinc pyrithione and elubiol, zinc pyrithione and climbazole, octopirox and climbazole, salicylic acid and octopirox, and mixtures thereof.

[0145] In one embodiment, the composition comprises an effective amount of zinc-containing layered material, ie, from about 0.001% to about 10%, or from about 0.01% to about 7%, or from about 0.1% to about 5% by weight of the zinc-containing layered material, based on the total weight of the composition.

[0146] Zinc-containing layered materials may be those in which crystal growth occurs primarily in two dimensions. It is customary to describe the layered structure not only as having all atoms incorporated into well-defined layers, but also as having ions or molecules between the layers, called gallery ions (A.F. Wells, "Structural Inorganic Chemistry," Clarendon Press, 1975). Zinc-containing layered materials (ZLMs) may incorporate zinc into the layers and / or as a component of the gallery ions. The following classifications of ZLMs represent relatively general examples of general categories and are not intended to be limiting with respect to the broader range of materials that fit this definition.

[0147] Many ZLMs occur naturally as minerals. In one embodiment, the ZLM is selected from the group consisting of hydrozincite (zinc carbonate hydroxide), hydrozincite (zinc copper carbonate hydroxide), zinc malachite (zinc copper carbonate hydroxide), and mixtures thereof. Related minerals containing zinc may also be included in the composition. Natural ZLMs may also exist in which anionic layer species, such as clay minerals (e.g., phyllosilicates), contain zinc gallery ions ion-exchanged. All of these natural materials may be synthetically obtained or formed in situ in the composition or during the manufacturing process.

[0148] Another general class of ZLMs, which are often, but not always, synthetic, are the layered double hydroxides. In one embodiment, a ZLM has the formula [M 2+ 1-x M 3+ x (OH)2] x+ A m- x / m nH2O (wherein divalent ions (M 2+) are layered double hydroxides conforming to (Crepaldi, EL, Pava, PC, Tronto, J, Valim, JB J. Colloid Interfac. Sci. 2002, 248, 429-42).

[0149] Yet another class of ZLMs, called hydroxy double salts, can also be prepared (Morioka, H., Tagaya, H., Karasu, M., Kadokawa, J., Chiba, K. Inorg. Chem. 1999, 38, 4211-6). In one embodiment, the ZLMs have the formula [M 2+ 1-x M 2+ 1+x (OH) 3(1-y) ] + A n- (1=3y) / n It is a hydroxy double salt corresponding to nH2O, and contains two metal ions (M 2+ ) may be the same or different. If the metal ion is the same and is represented by zinc, the formula is simplified to [Zn 1+x (OH)2] 2x+ 2x A - ·nH2O. This latter formula represents materials such as zinc hydroxychloride and zinc hydroxynitrate (where x=0.4). In one embodiment, ZLM is zinc hydroxychloride and / or zinc hydroxynitrate. These also refer to zinc hydroxides, in which divalent anions replace monovalent anions. These materials can also be formed in situ in the composition or during the manufacturing process.

[0150] In embodiments having a zinc-containing layered material and pyrithione or a polyvalent metal salt of pyrithione, the ratio of zinc-containing layered material to pyrithione or a polyvalent metal salt of pyrithione is from about 5:100 to about 10:1, or from about 2:10 to about 5:1, or from about 1:2 to about 3:1.

[0151] The amount of anti-dandruff active agent deposited on the scalp is at least about 1 microgram / cm 2The amount of anti-dandruff active deposited on the scalp is important in order to ensure that the anti-dandruff active reaches the scalp and exerts its effect there. In one embodiment, the deposition of the anti-dandruff active on the scalp is at least about 1.5 micrograms / cm. 2 , or at least about 2.5 micrograms / cm 2 , or at least about 3 micrograms / cm 2 , or at least about 4 micrograms / cm 2 , or at least about 6 micrograms / cm 2 , or at least about 7 micrograms / cm 2 , or at least about 8 micrograms / cm 2 , or at least about 8 micrograms / cm 2 , or at least about 10 micrograms / cm 2 The amount of anti-dandruff active deposited on the scalp is measured by having a trained hairdresser wash an individual's hair with an anti-dandruff active-containing composition, such as a composition according to the present invention, according to a conventional washing protocol. The hair is then parted over the scalp area and an open-ended glass cylinder is held on the surface while an aliquot of extraction solution is added and stirred, then collected and analytically determined for anti-dandruff active content using conventional methods such as HPLC.

[0152] Hair care composition embodiments may also include fatty alcohol gel networks, which have been used for many years in cosmetic creams and hair conditioners. These gel networks are formed by combining fatty alcohols with surfactants in a ratio of about 1:1 to about 40:1 (alternatively, about 2:1 to about 20:1, alternatively, about 3:1 to about 10:1). Formation of the gel network involves heating an aqueous dispersion of fatty alcohol with surfactant to a temperature above the melting point of the fatty alcohol. During this mixing process, the fatty alcohol melts, partitioning the surfactant into fatty alcohol droplets. The surfactant then entrains water into the fatty alcohol, transforming the isotropic fatty alcohol droplets into liquid crystalline phase droplets. When the mixture is cooled below the chain melting temperature, the liquid crystalline phase is transformed into a solid crystalline gel network. The gel network contributes a stabilizing effect to cosmetic creams and hair conditioners. Additionally, it provides tailored feel benefits to hair conditioners.

[0153] Thus, according to some embodiments, the fatty alcohol is included in the fatty alcohol gel network at a concentration of about 0.05% to about 14% by weight. For example, the fatty alcohol may be present in an amount ranging from about 1% to about 10% by weight, or from about 6% to about 8% by weight.

[0154] Fatty alcohols useful herein include those having from about 10 to about 40 carbon atoms, from about 12 to about 22 carbon atoms, from about 16 to about 22 carbon atoms, or from about 16 to about 18 carbon atoms. These fatty alcohols may be linear or branched, saturated or unsaturated. Non-limiting examples of fatty alcohols include cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. A mixture of cetyl alcohol and stearyl alcohol in a ratio of about 20:80 to about 80:20 is preferred.

[0155] In some embodiments, the compositions of the present invention may be sulfate-free, silicone-free, mineral oil-free, dye-free, and / or paraben-free.

[0156] The following is an optional method for preparing a gel network in a shampoo: Fill a container with water and heat the water to about 74°C. Add cetyl alcohol, stearyl alcohol, and SLES surfactant to the heated water. After incorporation, pass the resulting mixture through a heat exchanger, where the mixture is cooled to about 35°C. Upon cooling, the fatty alcohol and surfactant crystallize to form a crystalline gel network. Table 2 provides the components of the gel network composition and their respective amounts.

[0157] [Table 2]

[0158] 3. Stabilizers In one embodiment, the hair care composition further comprises one or more stabilizers. The stabilizer comprises a material selected from the group consisting of polymeric thickeners, platelets, or crystalline powders. Exemplary stabilizers include, but are not limited to, acrylic crosslinked polymers such as acrylate copolymers having the trade name Rheocare TTA manufactured by BASF, ethylene glycol distearate (EGDS) manufactured by Galaxy Surfactants, polyquaternium-10 having the trade name UCARE EP manufactured by Dow, and / or hydrogenated castor oil having the trade name Thixcin R manufactured by Elementis Specialties. The concentration of the stabilizer in the hair care composition ranges from about 0.01% to about 5%. [Example]

[0159] The following examples illustrate the present invention. The exemplified compositions can be prepared by conventional formulation and mixing techniques. It will be understood that other modifications of the hair care compositions within the skill of those skilled in the art of hair care formulations can be made without departing from the spirit and scope of the present invention. All parts, percentages, and ratios herein are by weight unless otherwise specified. Some components may be supplied as dilute solutions from the source. The amounts stated represent the weight percent of actives unless otherwise specified.

[0160] [Table 3] All exemplary compositions above include 0.15 wt % comparative or inventive examples in hexane.

[0161] [Table 4]

[0162] [Table 5]

[0163] [Table 6]

[0164] [Table 7]

[0165] [Table 8]

[0166] [Table 9]

[0167] [Table 10]

[0168] [Table 11]

[0169] [Table 12]

[0170] [Table 13]

[0171] The hair care composition may be provided in a typical hair care formulation. The composition may be in the form of a solution, dispersion, emulsion, powder, talc, encapsulated spheres, sponge, solid dosage form, foam, and other delivery mechanisms. The composition of the present embodiment may be a hair tonic, a leave-on hair product (e.g., treatment and styling product), a rinse-off hair product (e.g., shampoo), or any other form that can be applied to hair.

[0172] According to one embodiment, the hair care composition may be provided in the form of a porous dissolvable solid structure, such as those disclosed in U.S. Patent Application Publication Nos. 2009 / 0232873 and 2010 / 0179083, which are incorporated herein by reference in their entireties. As described in these references, such dissolvable solid structure embodiments will typically have a water content significantly less than the aqueous carrier component of the specific embodiments described above, which is at least about 20%. In the solid matrix, the weight percentage of the hydroxylated triglyceride oligomer in the dissolvable solid structure is about 5 to about 60, more preferably about 10 to 40.

[0173] Hair care compositions are generally prepared by conventional methods, such as those known in the art of manufacturing compositions. Such methods typically involve mixing the ingredients in one or more steps to a relatively homogeneous state, with or without heating, cooling, application of vacuum, etc. The compositions are formulated to optimize stability (physical stability, chemical stability, photostability) and / or delivery of actives. The hair care composition may be present in a single phase or product, or the hair care composition may be present in separate phases or separate products. When two products are used, the products may be used together, simultaneously, or sequentially. Sequential use may occur within a short period of time, such as immediately after use of one product, or over a period of several hours or days.

[0174] The hydroxylated triglyceride oligomer in the hair care composition can be dispersed as discrete particles or dissolved in a liquid carrier and mixed in a solid matrix. The particle size of the discrete particles ranges from about 0.01 μm to about 50 μm, more preferably from 0.05 μm to about 30 μm. The discrete particles can be pre-emulsified before being added to the hair care composition. Pre-emulsions include cationic, nonionic, and anionic emulsions with emulsifiers as described in G. Additional Components. The particle size range of the pre-emulsion is targeted to achieve the particle size in the hair care composition. The weight ratio of emulsifier to hydroxylated triglyceride oligomer in the pre-emulsion ranges from about 0.01 to about 1.0, more preferably from about 0.04 to about 0.4. The pH of the hair care composition is about 3 to about 8, more preferably from about 4.5 to about 7.

[0175] Test Method It is understood that the test methods disclosed in the "Test Methods" section of this application are used to determine the values ​​of each of the parameters of Applicants' invention as it is described and claimed herein.

[0176] Viscosity measurement Viscosity characteristics of hydroxylated triglyceride oligomers and comparative compounds are measured in a stress-controlled rheometer, such as the TA Discovery HR-3 Hybrid Rheometer by TA Instrument, using 40 mm stainless steel parallel plates with a 1 mm gap. Approximately 1 mL of sample is placed on the lower plate. Excess material is trimmed using a plastic flat edge, ensuring that the material is not sheared by the plate movement. The conditioning step is operated at 25°C with a 10.0 second soak time. The preliminary shear rate is set to 10 1 / s for a duration of 10.0 seconds. The flow sweep step is performed logarithmically at shear rates from 0.01 to 1000 1 / s. Data are collected in log mode with 10 points per decade. Viscosity (Pa·s) at a shear rate of 1 1 / s is used.

[0177] Leave-on Treatment Protocol Moderately oxidatively damaged Caucasian hair switches weighing 4 g and 8 inches in length are first washed with a clarifying shampoo (see shampoo wash protocol below) and allowed to air dry for 24 hours. A 500 ppm amount of hydroxylated triglyceride oligomer or comparative example formulated in a carrier is spread thoroughly over the switch. The treatment is repeated for two additional switches. The treated switches are allowed to dry and equilibrate overnight under controlled temperature and relative humidity conditions (27°C and 50% RH).

[0178] Shampoo treatment Moderately oxidatively damaged Caucasian hair switches weighing 4 g and 8 inches in length are first wetted with warm water for 30 seconds. An amount of 0.10 g of shampoo per gram of switch is spread onto separate switches via syringe. Each application consists of applying the shampoo to the hair, milking for 30 seconds, followed by rinsing for 30 seconds. The treatment is repeated for two additional switches. The treated switches are allowed to dry and equilibrate overnight under controlled temperature and relative humidity conditions (27°C and 50% RH).

[0179] Rinse-off conditioner treatment Moderately oxidatively damaged Caucasian hair switches weighing 4 g and 8 inches in length are first washed with a clarifying shampoo (see shampoo wash protocol above). After rinsing, an amount of 0.10 g of conditioner per gram of switch is spread onto the switch via a syringe. Each application consists of applying the conditioner to the hair, milking for 30 seconds, followed by rinsing for 30 seconds. The treatment is repeated for two additional switches. The treated switches are allowed to dry and equilibrate overnight under controlled temperature and relative humidity conditions (27°C and 50% RH).

[0180] Dry combing test This combing test determines the amount of friction on hair provided by a hair care composition, as measured by the force required to move a comb through a moderately oxidatively damaged Caucasian hair switch weighing 4 g and measuring 8 inches in length. This method mimics the action of combing hair from root to tip of a treated hair switch. The operator ranks and compares 4 g, 8-inch bleached hair switches for the reference condition using an Instron instrument. The operator then applies a fixed amount of hair care composition to the hair switch (0.1 g / g hair), evenly distributes the product throughout the switch, and rinses the switch per protocol. The wet hair switches are evaluated for friction, then allowed to dry overnight, and the following day, friction force is evaluated using the Instron instrument. Each test product is applied to a total of three hair switches. Data is then analyzed using standard statistical methods. Combing force is measured at each switch, and the average of the three switches is calculated. Lower friction force is better for detangling hair.

[0181] Shampoo laboratory screening Moderately oxidatively damaged Caucasian hair switches weighing 20 g and 10 inches in length are washed by expert panelists (see shampoo wash protocol above). Expert panelists assign scores of 0 to 5 for wet and dry attributes. Two additional expert panelists repeat the protocol by treating another hair switch. Scores are the average of the scores from the three expert panelists. A control treatment not containing hydroxylated triglyceride oligomer or exemplary comparison compound is also tested. The expert evaluation score is calculated by the following formula: Higher scores are better. Expert evaluation score = (mean score - control score) x 100

[0182] Comparison Data Using the test protocol described above, the wet and dry conditioning benefits of selected formulations were measured. The data in Tables 9 and 10 reflect the improved dry conditioning benefits provided by leave-on treatment compositions containing the hydroxylated triglyceride oligomers described herein. The data in Table 11 show that the described hydroxylated triglyceride oligomers provided improved wet and dry conditioning in sulfate-free shampoo formulations compared to the comparative examples. The data in Table 12 show that the described hydroxylated triglyceride oligomers provided significantly lower hair friction in dry conditioning in rinse-off conditioners compared to the comparative examples.

[0183] [Table 14]

[0184] [Table 15]

[0185] [Table 16]

[0186] [Table 17]

[0187] Examples / Combinations A. A hair care composition comprising: a) from about 0.01% to about 15% by weight of the hair care composition of a hydroxylated triglyceride oligomer, (i.) at least two hydroxylated triglyceride repeat units containing one or more hydroxyl groups; (ii.) at least one fatty acid esterified with at least one of the hydroxyl groups in the hydroxylated triglyceride oligomer; a hydroxylated triglyceride oligomer, the oligomer having a viscosity of 1 to 30 Pa·s; b) a vehicle comprising, by weight of the hair care composition, the following ingredients: (i.) an aqueous carrier; (ii.) about 5% to about 50% of one or more anionic surfactants in an aqueous carrier; (ii.) a gel matrix phase in an aqueous carrier, based on the weight of the hair care composition, 1) about 0.1% to about 20% of one or more high melting point aliphatic compounds; 2) a gel matrix phase in an aqueous carrier comprising about 0.1% by weight to about 10% by weight of a cationic surfactant system; (iii.) about 0.1% to 20% of a nonionic surfactant in an aqueous carrier; (iv.) a vehicle having from about 20% to about 99.99% of one or more solvent carriers. B. The composition of paragraph A, wherein the hydroxylated triglyceride oligomer comprises ricinoleic acid triglyceride or lesquerolic acid triglyceride. C. The composition of paragraph A or B, wherein the oligomer further comprises at least one quaternary ammonium group. D. The method of any one of paragraphs A through C, wherein the hydroxylated triglyceride oligomer has from about 2 to about 6 repeat units. E. The composition of any one of paragraphs A-D, wherein at least one fatty acid is esterified at each hydroxyl group in the hydroxylated triglyceride oligomer. F. The composition of any one of paragraphs A-E, wherein the fatty acid ester of the hydroxylated triglyceride oligomer is esterified with a fatty acid selected from the group consisting of ricinoleic acid, oleic acid, stearic acid, 12-hydroxystearic acid, and mixtures thereof. G. The composition of paragraph A, wherein the hydroxylated triglyceride oligomer is oligomerized with a diacid. H. The composition of paragraph G, wherein the diacid contains 4 carbons. I. The composition of any one of paragraphs AH, wherein the fatty acid ester of a hydroxylated triglyceride oligomer has a terminal ester of oleic acid or stearic acid. J. The composition of paragraph C, wherein at least one of the quaternary ammonium groups is derived from a protonated amino group in a hydroxylated triglyceride oligomer. K. The composition of paragraph C, wherein the oligomer contains from 2 to about 6 quaternary ammonium groups. L. The composition of paragraph C, wherein the quaternary ammonium group in the oligomer has a counterion, and the counterion is chloride or a fatty acid. M. The composition of paragraph L, wherein the counterion to the quaternary ammonium group in the hydroxylated triglyceride oligomer is stearic acid or oleic acid. N. The composition of paragraph C, wherein the quaternary ammonium groups are attached through hydrocarbon and polyether linkages. O. The composition of paragraph N, wherein all of the hydroxylated triglyceride repeat units are bound to a quaternary ammonium group. P. The composition of any one of paragraphs A-O, wherein the hydroxylated triglyceride oligomer has a viscosity of about 2 to about 25 Pa·s. Q. The composition of any one of paragraphs A-P, wherein the surfactant is a sulfate-free surfactant. R. The composition of any one of paragraphs A-P, wherein the solvent carrier is a hydrocarbon or an alcohol. S. The composition of any one of paragraphs A-R, wherein the composition is silicone-free.

[0188] Dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​recited. Instead, unless otherwise indicated, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm."

[0189] All documents cited herein, including cross-referenced documents or related patents or applications, are incorporated herein by reference in their entirety unless expressly excluded or otherwise limited. The citation of any document shall not be deemed to be prior art to any invention disclosed or claimed herein, or that it alone, or in combination with any other reference(s), teaches, suggests, or discloses any such invention. Furthermore, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall govern.

[0190] While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims

1. 1. A hair care composition comprising: The hair care composition comprises: a) 0.01% to 15%, by weight of the hair care composition, of a hydroxylated triglyceride oligomer; and b) a vehicle; The hydroxylated triglyceride oligomer is (i.) at least two hydroxylated triglyceride repeat units; (ii.) at least one fatty acid esterified with at least one of the hydroxyl groups in said hydroxylated triglyceride oligomer; and Including, the hydroxylated triglyceride repeat unit comprises ricinoleic acid triglyceride or lesquerolic acid triglyceride; the fatty acid is selected from the group consisting of ricinoleic acid, oleic acid, stearic acid, 12-hydroxystearic acid, and mixtures thereof; the hydroxylated triglyceride oligomer has 2 to 6 repeat units; the hydroxylated triglyceride oligomer has a viscosity of 1 to 30 Pa s; The vehicle comprises the following components: (i.) an aqueous carrier; (ii.) 5% to 50% by weight of one or more anionic surfactants in an aqueous carrier; (iii.) a gel matrix phase in an aqueous carrier comprising: 1) 0.1% to 20% by weight of one or more high melting point fatty compounds; and 2) 0.1% to 10% by weight of a cationic surfactant system; (iv.) 0.1% to 20% by weight of a nonionic surfactant in an aqueous carrier; (v.) 20% to 99.99% by weight of a solvent carrier and The percentages of components (i.) to (v.) in the vehicle are based on the hair care composition, The high-melting-point aliphatic compound has a melting point of 25°C or higher, The composition does not contain silicone. Hair care composition.

2. The hair care composition of claim 1 , wherein the oligomer further comprises at least one quaternary ammonium group.

3. 10. The hair care composition of claim 1, wherein the at least one fatty acid is esterified with each hydroxyl group in the hydroxylated triglyceride oligomer.

4. 10. The hair care composition of claim 1, wherein the hydroxylated triglyceride oligomer is oligomerized with a diacid.

5. 5. The hair care composition of claim 4, wherein the diacid contains 4 carbon atoms.

6. 10. The hair care composition of claim 1, wherein the fatty acid ester of a hydroxylated triglyceride oligomer has a terminal ester of oleic acid or stearic acid.

7. 3. The hair care composition of claim 2, wherein at least one of the quaternary ammonium groups is derived from a protonated amino group in the hydroxylated triglyceride oligomer.

8. The hair care composition of claim 2, wherein the oligomer comprises from 2 to 6 quaternary ammonium groups.

9. 3. The hair care composition of claim 2, wherein the quaternary ammonium group in the oligomer has a counterion, the counterion being chloride or a fatty acid.

10. 10. The hair care composition of claim 9, wherein the counterion of the quaternary ammonium group in the hydroxylated triglyceride oligomer is stearic acid or oleic acid.

11. 3. The hair care composition of claim 2, wherein the quaternary ammonium groups are attached by hydrocarbon and polyether linking groups.

12. 12. The hair care composition of claim 11, wherein all of the hydroxylated triglyceride repeat units are attached to the quaternary ammonium group.

13. 2. The hair care composition of claim 1, wherein the viscosity of the hydroxylated triglyceride oligomer is from 2 to 25 Pa·s.

14. 10. The hair care composition of claim 1, wherein the surfactant is a sulfate-free surfactant.

15. The hair care composition of claim 1 , wherein the solvent carrier is a hydrocarbon or an alcohol.

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