WO2004089331A1 - Personal care composition containing an antidandruff component and a nonionic surfactant - Google Patents
Personal care composition containing an antidandruff component and a nonionic surfactant Download PDFInfo
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- WO2004089331A1 WO2004089331A1 PCT/US2004/010440 US2004010440W WO2004089331A1 WO 2004089331 A1 WO2004089331 A1 WO 2004089331A1 US 2004010440 W US2004010440 W US 2004010440W WO 2004089331 A1 WO2004089331 A1 WO 2004089331A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/006—Antidandruff preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- Anti-dandruff shampoos are well known in the art and are commercially available. Anti- dandruff shampoos typically incorporate an anti-dandruff active and detersive surfactants. Among the preferred types of anti-dandruff agents are particulate, crystalline anti-dandruff agents, such as sulfur, selenium disulfide and heavy metal salts of pyridinethione. Soluble anti- dandruff agents, such as ketoconazole, are also known in the art.
- the present invention further relates to a method for providing improved cleansing and anti-dandruff efficacy by applying an effective amount of the personal care composition to the hair, scalp, or skin in order to provide such benefits.
- the present invention is directed to a personal care composition
- a personal care composition comprising: a) from about 5 to about 50 weight percent of a detersive surfactant, b) from about 0.1 to about 4 weight percent of an anti-dandruff agent, c) from about 0.1 to about 50 weight percent of an octylphenol ethoxylate, represented by the formula: wherein n is a value of from about 3 to about 70, or a nonylphenol ethoxylate, represented by the formula
- n is a value of from about 4 to about 70, and d) at least about 20 weight percent of water.
- the present invention is further directed to a method of using the composition.
- compositions and methods/processes of the present invention can comprise, consist of, and consist essentially of the essential elements and limitations of the invention described herein, as well as any of the additional or optional ingredients, components, steps, or limitations described herein.
- polymer as used herein shall include materials made by polymerization of one type of monomer or made by two (i.e., copolymers) or more types of monomers.
- water soluble means that the polymer is soluble in water in the present composition.
- the polymer should be soluble at 25° C at a concentration of 0.1% by weight of the water solvent, preferably at least about 1%, more preferably at least about 5%, even more preferably at least about 15%.
- water insoluble means that the polymer is not soluble in water in the present composition. Thus, the polymer is not miscible with water.
- the composition of the present invention includes a detersive surfactant.
- the detersive surfactant component is included to provide cleaning performance to the composition.
- the detersive surfactant component in turn comprises anionic detersive surfactant, zwitterionic or amphoteric detersive surfactant, or a combination thereof.
- Such surfactants should be physically and chemically compatible with the essential components described herein, or should not otherwise unduly impair product stability, aesthetics or performance.
- Suitable anionic detersive surfactant components for use in the composition herein include those which are known for use in hair care or other personal care cleansing compositions.
- concentration of the anionic surfactant component in the composition should be sufficient to provide the desired cleaning and lather performance, and generally range from about 5% to about 50%, preferably from about 8% to about 30%, more preferably from about 10% to about 25%, even more preferably from about 12% to about 22%, by weight of the composition.
- R has from about 8 to about 18 carbon atoms, more preferably from about 10 to about 16 carbon atoms, even more preferably from about 12 to about 14 carbon atoms, in both the alkyl sulfates and alkyl ether sulfates.
- anionic detersive surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut oil or palm kernel oil; sodium or potassium salts of fatty acid amides of methyl tauride in which the fatty acids, for example, are derived from coconut oil or palm kernel oil.
- Other similar anionic surfactants are described in U.S. Pat. Nos. 2,486,921; 2,486,922; and 2,396,278.
- anionic detersive surfactants suitable for use in the compositions are the succinnates, examples of which include disodium N-octadecylsulfosuccinnate; disodium lauryl sulfosuccinate; diammonium lauryl sulfosuccinate; tetrasodium N-(l,2-dicarboxyethyl)-N- octadecylsulfosuccinnate; diamyl ester of sodium sulfosuccinic acid; dihexyl ester of sodium sulfosuccinic acid; and dioctyl esters of sodium sulfosuccinic acid.
- Suitable anionic detersive surfactants include olefin sulfonates having from about 10 to about 24 carbon atoms.
- the olefin sulfonates can contain minor amounts of other materials, such as alkene disulfonates depending upon the reaction conditions, proportion of reactants, the nature of the starting olefins and impurities in the olefin stock and side reactions during the sulfonation process.
- alpha-olefin sulfonate mixture is described in U.S. Patent 3,332,880.
- Ri is a straight chain alkyl group having from about 6 to about 20 carbon atoms
- R ⁇ is a lower alkyl group having from about 1 to about 3 carbon atoms, preferably 1 carbon atom
- M is a water-soluble cation as described hereinbefore.
- Preferred anionic detersive surfactants for use in the 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, lauric monoglyceride sodium sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfate, potassium laureth sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sulfate, am
- Amphoteric detersive surfactants suitable for use in the composition are well known in the art, and include those surfactants broadly described as derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight or branched chain and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate.
- Preferred amphoteric detersive surfactants for use in the present invention include cocoamphoacetate, cocoamphodiacetate, lauroamphoacetate, lauroamphodiacetate, and mixtures thereof.
- Zwitterionic detersive surfactants suitable for use in the composition are well known in the art, and include those surfactants broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate or phosphonate. Zwitterionics such as betaines are preferred.
- compositions of the present invention may further comprise additional surfactants for use in combination with the anionic detersive surfactant component described hereinbefore.
- Suitable optional surfactants include nonionic and cationic surfactants. Any such surfactant known in the art for use in hair or personal care products may be used, provided that the optional additional surfactant is also chemically and physically compatible with the essential components of the composition, or does not otherwise unduly impair product performance, aesthetics or stability.
- concentration of the optional additional surfactants in the composition may vary with the cleansing or lather performance desired, the optional surfactant selected, the desired product concentration, the presence of other components in the composition, and other factors well known in the art.
- Pyridinethione anti-dandruff particulates are highly preferred particulate anti-dandruff agents for use in compositions of the present invention.
- Preferred pyridinethione salts include those formed from heavy metals such as zinc, tin, cadmium, magnesium, aluminum and zirconium, preferably zinc, more preferably the zinc salt of l-hydroxy-2-pyridinethione (known as "zinc pyridinethione" or "ZPT”), more preferably 1- hydroxy-2-pyridinethione salts in platelet particle form, wherein the particles have an average size of up to about 20 ⁇ , preferably up to about 5 ⁇ , more preferably up to about 2.5 ⁇ .
- Salts formed from other cations, such as sodium, may also be suitable.
- Pyridinethione anti-dandruff agents are described, for example, in U.S. Pat. No. 2,809,971; U.S. Pat. No. 3,236,733; U.S. Pat. No. 3,753,196; U.S. Pat. No. 3,761,418; U.S. Pat. No. 4,345,080; U.S. Pat. No. 4,323,683; U.S. Pat. No. 4,379,753; and U.S. Pat. No. 4,470,982.
- the present invention may comprise one or more anti-fungal or anti-microbial actives.
- Suitable anti-microbial actives include coal tar, sulfur, whitfield's ointment, castellani's paint, aluminum chloride, gentian violet, octopirox (piroctone olamine), ciclopirox olamine, undecylenic acid and its metal salts, potassium permanganate, selenium sulphide, sodium thiosulfate, propylene glycol, oil of bitter orange, urea preparations, griseofulvin, 8- Hydroxyquinoline ciloquinol, thiobendazole, thiocarbamates, haloprogin, polyenes, hydroxypyridone, morpholine, benzylamine, allylamines (such as terbinafine), tea tree oil, clove leaf oil, coriander, palmarosa, berberine, thyme red, cinnamon oil, cinnamic
- the present invention may also comprise combinations of anti-microbial actives.
- Such combinations may include octopirox and zinc pyrithione combinations, pine tar and sulfur combinations, salicylic acid and zinc pyrithione combinations, octopirox and climbasole combinations, and salicylic acid and octopirox combinations, and mixtures thereof.
- Azole anti-microbials include imidazoles such as benzimidazole, benzothiazole, bifonazole, butaconazole nitrate, climbazole, clotrimazole, croconazole, eberconazole, econazole, elubiol, fenticonazole, fluconazole, flutimazole, isoconazole, ketoconazole, lanoconazole, metronidazole, miconazole, neticonazole, omoconazole, oxiconazole nitrate, sertaconazole, sulconazole nitrate, tioconazole, thiazole, and triazoles such as terconazole and itraconazole, and combinations thereof. Especially preferred herein is ketoconazole.
- Selenium sulfide is a particulate anti-dandruff agent suitable for use in the compositions of the present invention, effective concentrations of which range from about 0.1% to about 4%, by weight of the composition, preferably from about 0.3% to about 2.5%, more preferably from about 0.5% to about 1.5%.
- Sulfur may also be used as a particulate anti-dandruff agent in the compositions of the present invention. Effective concentrations of the particulate sulfur are typically from about 1% to about 4%, by weight of the composition, preferably from about 2% to about 4%.
- the present invention may further comprise one or more keratolytic agents such as Salicylic Acid.
- keratolytic agents such as Salicylic Acid.
- compositions of the present invention comprise at least one octylphenol ethoxylate, represented by the following formula (II)
- n is a value of from about 3 to about 70, preferably from about 5 to about 20, more preferably from about 5 to about 10, or a nonylphenol ethoxylate, represented by the following formula (III)
- n is a value of from about 4 to about 70, preferably from about 4 to about 30, more preferably from about 7 to about 15.
- TRITON X series a common tradename for the octylphenol ethoxylates
- TERGITOL NP series a common tradename for the nonylphenol ethoxylates
- the TRITON X series or TERGITOL NP series surfactant is present in the personal care composition in an amount preferably greater than 0.1%, more preferably greater than 1%, still more preferably greater than 2%.
- the amount of surfactant less than about 50%, more preferably less than about 20%, and still more preferably less than about 10%.
- TRITON X series and TERGITOL NP series surfactants that are useful in the present invention include TRITON X-100, TRITON X-45, TERGITOL NP-10, and TERGITOL NP-30, (all commercially available from Dow Chemical).
- compositions of the present invention may further comprise one or more optional components known for use in hair care or personal care products, provided that the optional components are physically and chemically compatible with the essential components described herein, or do not otherwise unduly impair product stability, aesthetics or performance. Individual concentrations of such optional components may range from about 0.001% to about 10% by weight of the compositions.
- Non-limiting examples of optional components for use in the composition include a deposition aid, cationic polymers, nonionic polymers, dispersed particles, conditioning agents (silicones and organic conditioning oils), humectant, suspending agent, additional anti-dandruff actives, viscosity modifiers, dyes, nonvolatile solvents or diluents (water soluble and insoluble), pearlescent aids, foam boosters, additional surfactants or nonionic cosurfactants, pediculocides, pH adjusting agents, perfumes, preservatives, chelants, proteins, skin active agents, sunscreens, UV absorbers, and vitamins.
- a deposition aid cationic polymers, nonionic polymers, dispersed particles, conditioning agents (silicones and organic conditioning oils), humectant, suspending agent, additional anti-dandruff actives, viscosity modifiers, dyes, nonvolatile solvents or diluents (water soluble and insoluble), pearlescent aids, foam booster
- the personal care compositions of the present invention may include a deposition aid.
- the deposition aid is included to effectively enhance deposition of the personal care composition components.
- the deposition aid can comprise any material that enhances the deposition of the personal care composition components onto the hair, scalp, or skin.
- the deposition aids are cationic polymers.
- the concentration of the deposition aid in the personal care composition should be sufficient to effectively enhance the deposition of the components and typically range from about 0.05% to about 5%, preferably from about 0.075% to about 2.5%, more preferably from about 0.1% to about 1.0%, by weight of the personal care composition.
- Suitable cationic polymers for use in the compositions of the present invention contain cationic nitrogen-containing moieties such as quaternary ammonium or cationic protonated amino moieties.
- the cationic protonated amines can be primary, secondary, or tertiary amines (preferably secondary or tertiary), depending upon the particular species and the selected pH of the composition.
- Any anionic counterions can be used in association with the cationic polymers so long as the polymers remain soluble in water, in the composition, or in a coacervate phase of the composition, and so long as the counterions are physically and chemically compatible with the essential components of the composition or do not otherwise unduly impair product performance, stability or aesthetics.
- Non-limiting examples of such counterions include halides (e.g., chloride, fluoride, bromide, iodide), sulfate and methylsulfate.
- Non-limiting examples of cationic polymers are described in the CTFA Cosmetic Ingredient Dictionary, 3rd edition, edited by Estrin, Crosley, and Haynes, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, D.C. (1982)).
- Suitable cationic protonated amino and quaternary ammonium monomers for inclusion in the cationic polymers of the composition herein, include vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, trialkyl methacryloxyalkyl ammonium salt, trialkyl acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidone, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts.
- the nitrogen attached to R 2 , R 3 and R 4 may be a protonated amine (primary, secondary or tertiary), but is preferably a quaternary ammonium wherein each of R 2 , R 3 and R 4 are alkyl groups a non- limiting example of which is polymethyacrylamidopropyl trimonium chloride, available under the trade name Polycare 133, from Rhone-Poulenc, Cranberry, N.J., U.S.A. Also preferred are copolymers of the above cationic monomer with nonionic monomers such that the charge density of the total copolymer is from about 2.0 to about 4.5 meq/gm.
- A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual
- R is an alkylene oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof
- RI, R2, and R3 independently are alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms, and the total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in RI, R2 and R3) preferably being about 20 or less
- X is an anionic counterion as described in hereinbefore.
- Preferred cationic cellulose polymers are salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquatemium 10 and available from Amerchol Corp. (Edison, N.J., USA) in their Polymer LR, JR, and KG series of polymers.
- CTFA trimethyl ammonium substituted epoxide
- Other suitable types of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide referred to in the industry (CTFA) as Polyquatemium 24. These materials are available from Amerchol Corp. under the tradename Polymer LM-200.
- the cationic polymers herein are either soluble in the composition or are soluble in a complex coacervate phase in the composition formed by the cationic polymer and the anionic, amphoteric and/or zwitterionic detersive surfactant component described hereinbefore.
- Complex coacervates of the cationic polymer can also be formed with other charged materials in the composition.
- Polyalkylene glycols having a molecular weight of more than about 1000 are useful herein. Useful are those having the following general formula (VI):
- Conditioning agents include any material which is used to give a particular conditioning benefit to hair and/or skin.
- the conditioning agents useful in the compositions of the present invention typically comprise a water insoluble, water dispersible, non-volatile, liquid that forms emulsified, liquid particles or are solubilized by the surfactant micelles, in the anionic detersive surfactant component (described above).
- Suitable conditioning agents for use in the composition are those conditioning agents characterized generally as silicones (e.g., silicone oils, cationic silicones, silicone gums, high refractive silicones, and silicone resins), organic conditioning oils (e.g., hydrocarbon oils, polyolefins, and fatty esters) or combinations thereof, or those conditioning agents which otherwise form liquid, dispersed particles in the aqueous surfactant matrix herein.
- silicones e.g., silicone oils, cationic silicones, silicone gums, high refractive silicones, and silicone resins
- organic conditioning oils e.g., hydrocarbon oils, polyolefins, and fatty esters
- the concentration of the silicone conditioning agent typically ranges from about 0.01% to about 10%, by weight of the composition, preferably from about 0.1% to about 8%, more preferably from about 0.1% to about 5%, more preferably from about 0.2% to about 3%.
- suitable silicone conditioning agents, and optional suspending agents for the silicone are described in U.S. Reissue Pat. No. 34,584, U.S. Pat. No. 5,104,646, and U.S. Pat. No. 5,106,609.
- the silicone conditioning agents for use in the compositions of the present invention preferably have a viscosity, as measured at 25°C, from about 20 to about 2,000,000 centistokes ("csk”), more preferably from about 1,000 to about 1,800,000 csk, even more preferably from about 50,000 to about 1,500,000 csk, more preferably from about 100,000 to about 1,500,000 csk.
- csk centistokes
- the dispersed silicone conditioning agent particles typically have a volume average particle diameter ranging from about 0.0 l ⁇ m to about 50 ⁇ m.
- the volume average particle diameters typically range from about 0.0 l ⁇ m to about 4 ⁇ m, preferably from about 0.0 l ⁇ m to about 2 ⁇ m, more preferably from about 0.0 l ⁇ m to about 0.5 ⁇ m.
- the volume average particle diameters typically range from about 5 ⁇ m to about 125 ⁇ m, preferably from about lO ⁇ m to about 90 ⁇ m, more preferably from about 15 ⁇ m to about 70 ⁇ m, more preferably from about 20 ⁇ m to about 50 ⁇ m.
- Silicone fluids include silicone oils, which are flowable silicone materials having a viscosity, as measured at 25°C, less than 1,000,000 csk, preferably from about 5 csk to about 1,000,000 csk, more preferably from about 100 csk to about 600,000 csk.
- Suitable silicone oils for use in the compositions of the present invention include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, and mixtures thereof.
- Other insoluble, non-volatile silicone fluids having hair conditioning properties may also be used.
- Silicone oils include polyalkyl or polyaryl siloxanes which conform to the following formula (Nil):
- Preferred alkyl and alkenyl substituents are to C 5 alkyls and alkenyls, more preferably from Ci to C 4 , more preferably from Ci to C 2 .
- the aliphatic portions of other alkyl-, alkenyl-, or alkynyl-containing groups can be straight or branched chains, and are preferably from d to C 5 , more preferably from Ci to C 4 , even more preferably from Ci to C 3 , more preferably from C ⁇ to C 2 .
- the R substituents can also 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, wherein the aliphatic portion chain length is preferably as described herein.
- Amino and Cationic silicones Cationic silicone fluids suitable for use in the compositions of the present invention include, but are not limited to, those which conform to the general formula (VIII):
- G is hydrogen, phenyl, hydroxy, or Ci-Cs alkyl, preferably methyl; a is 0 or an integer having a value from 1 to 3, preferably 0; b is 0 or 1, preferably 1; n is a number from 0 to 1,999, preferably from 49 to 499; m is an integer from 1 to 2,000, preferably from 1 to 10; the sum of n and m is a number from 1 to 2,000, preferably from 50 to 500; Ri is a monovalent radical conforming to the general formula CqH 2q L, wherein q is an integer having a value from 2 to 8 and L is selected from the following groups:
- R 2 is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical, preferably an alkyl radical from about to about C 2 o, and A is a halide ion. iii. Silicone gums
- silicone fluids suitable for use in the compositions of the present invention are the insoluble silicone gums. These gums are polyorganosiloxane materials having a viscosity, as measured at 25°C, of greater than or equal to 1,000,000 csk. 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 in General Electric Silicone Rubber Product Data Sheets SE 30, SE 33, SE 54 and SE 76.
- the high refractive index polysiloxane fluid includes those represented by general formula (VII) above, as well as cyclic polysiloxanes such as those represented by formula (IX) below:
- n is a number from about 3 to about 7, preferably from about 3 to about 5.
- Aryl-containing substituents include those which contain alicyclic and heterocyclic five and six member aryl rings and those which contain fused five or six member rings.
- the aryl rings themselves can be substituted or unsubstituted.
- Silicone fluids suitable for use in the compositions of the present invention are disclosed in U.S. Pat. No. 2,826,551, U.S. Pat. No. 3,964,500, U.S. Pat. No. 4,364,837, British Pat. No. 849,433, and Silicon Compounds, Petrarch Systems, Inc. (1984). v. Silicone resins
- Silicone resins may be included in the silicone conditioning agent of the compositions of the present invention. These resins are highly cross-linked polymeric siloxane systems. The cross-linking is introduced through the incorporation of trifunctional and tetrafunctional silanes with monofunctional or difunctional, or both, silanes during manufacture of the silicone resin.
- Silicone materials and silicone resins in particular can conveniently be identified according to a shorthand nomenclature system known to those of ordinary skill in the art as "MDTQ" nomenclature. Under this system, the silicone is described according to presence of various siloxane monomer units which make up the silicone. Briefly, the symbol M denotes the monofunctional unit (CH 3 ) 3 SiO 0 . 5 ; D denotes the difunctional unit (CH 3 ) 2 SiO; T denotes the trifunctional unit (CH 3 )SiO ⁇ . 5 ; and Q denotes the quadra- or terra-functional unit Si0 2 . Primes of the unit symbols (e.g. M', D', , and Q') denote substituents other than methyl, and must be specifically defined for each occurrence.
- Preferred silicone resins for use in the compositions of the present invention include, but are not limited to MQ, MT, MTQ, MDT and MDTQ resins.
- Methyl is a preferred silicone substituent.
- Especially preferred silicone resins are MQ resins, wherein the M:Q ratio is from about 0.5:1.0 to about 1.5:1.0 and the average molecular weight of the silicone resin is from about 1000 to about 10,000.
- Organic conditioning oils are organic conditioning oils
- the conditioning component of the compositions of the present invention may also comprise from about 0.05% to about 3%, by weight of the composition, preferably from about 0.08% to about 1.5%, more preferably from about 0.1% to about 1%, of at least one organic conditioning oil as the conditioning agent, either alone or in combination with other conditioning agents, such as the silicones (described above).
- at least one organic conditioning oil as the conditioning agent, either alone or in combination with other conditioning agents, such as the silicones (described above).
- hydrocarbon oils include paraffin oil, mineral oil, saturated and unsaturated dodecane, saturated and unsaturated tridecane, saturated and unsaturated tetradecane, saturated and unsaturated pentadecane, saturated and unsaturated hexadecane, polybutene, polydecene, and mixtures thereof.
- Branched-chain isomers of these compounds, as well as of higher chain length hydrocarbons can also be used, examples of which include highly branched, saturated or unsaturated, alkanes such as the permethyl-substituted isomers, e.g., the permethyl-substituted isomers of hexadecane and eicosane, such as 2, 2, 4, 4, 6, 6, 8, 8-dimethyl-10-methylundecane and 2, 2, 4, 4, 6, 6-dimethyl-8-methylnonane, available from Permethyl Corporation.
- Hydrocarbon polymers such as polybutene and polydecene are preferred.
- a preferred hydrocarbon polymer is polybutene, such as the copolymer of isobutylene and butene.
- Organic conditioning oils for use in the compositions of the present invention can also include liquid polyolefins, more preferably liquid poly- ⁇ -olefins, more preferably hydrogenated liquid poly- ⁇ -olefins.
- Polyolefins for use herein are prepared by polymerization of C to about C ⁇ 4 olefenic monomers, preferably from about C_ to about C ⁇ 2 .
- Non-limiting examples of olefenic monomers for use in preparing the polyolefin liquids herein include ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 1-octene, 1-decene, 1- dodecene, 1-tetradecene, branched chain isomers such as 4-methyl- 1-pentene, and mixtures thereof.
- olefin-containing refinery feedstocks or effluents are also suitable for preparing the polyolefin liquids.
- Preferred hydrogenated ⁇ -olef ⁇ n monomers include, but are not limited to: 1-hexene to 1-hexadecenes, 1-octene to 1-tetradecene, and mixtures thereof.
- Suitable organic conditioning oils for use as the conditioning agent in the compositions of the present invention include, but are not limited to, fatty esters having at least 10 carbon atoms.
- fatty esters include esters with hydrocarbyl chains derived from fatty acids or alcohols (e.g. mono-esters, polyhydric alcohol esters, and di- and tri-carboxylic acid esters).
- the hydrocarbyl radicals of the fatty esters hereof may include or have covalently bonded thereto other compatible functionalities, such as amides and alkoxy moieties (e.g., ethoxy or ether linkages, etc.).
- preferred fatty esters include, but are not limited to: isopropyl isostearate, hexyl laurate, isohexyl laurate, isohexyl palmitate, isopropyl palmitate, decyl oleate, isodecyl oleate, hexadecyl stearate, decyl stearate, dihexyldecyl adipate, lauryl lactate, myristyl lactate, cetyl lactate, oleyl stearate, oleyl oleate, oleyl myristate, lauryl acetate, cetyl propionate, and oleyl adipate.
- fatty esters suitable for use in the compositions of the present invention are mono- carboxylic acid esters of the general formula R'COOR, wherein R' and R are alkyl or alkenyl radicals, and the sum of carbon atoms in R' and R is at least 10, preferably at least 22.
- Still other fatty esters suitable for use in the compositions of the present invention are di- and tri-alkyl and alkenyl esters of carboxylic acids, such as esters of C 4 to C 8 dicarboxylic acids (e.g. Ci to C 22 esters, preferably to C_, of succinic acid, glutaric acid, and adipic acid).
- esters of C 4 to C 8 dicarboxylic acids e.g. Ci to C 22 esters, preferably to C_, of succinic acid, glutaric acid, and adipic acid.
- di- and tri- alkyl and alkenyl esters of carboxylic acids include isocetyl stearyol stearate, diisopropyl adipate, and tristearyl citrate.
- fatty esters suitable for use in the compositions of the present invention are those known as polyhydric alcohol esters.
- polyhydric alcohol esters include alkylene glycol esters, such as ethylene glycol mono and di-fatty acid esters, diethylene glycol mono- and di-fatty acid esters, polyethylene glycol mono- and di-fatty acid esters, propylene glycol mono- and di- fatty acid esters, polypropylene glycol monooleate, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly-fatty acid esters, ethoxylated glyceryl monostearate, 1,3 -butylene glycol monostearate, 1,3- butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters.
- Still other fatty esters suitable for use in the compositions of the present invention are glycerides, including, but not limited to, mono-, di-, and tri-glycerides, preferably di- and tri- glycerides, more preferably triglycerides.
- the glycerides are preferably the mono-, di-, and tri-esters of glycerol and long chain carboxylic acids, such as Cio to C 22 carboxylic acids.
- a variety of these types of materials can be obtained from vegetable and animal fats and oils, such as castor oil, safflower oil, cottonseed oil, com oil, olive oil, cod liver oil, almond oil, avocado oil, palm oil, sesame oil, lanolin and soybean oil.
- Synthetic oils include, but are not limited to, triolein and tristearin glyceryl dilaurate.
- fatty esters suitable for use in the compositions of the present invention are water insoluble synthetic fatty esters.
- suitable synthetic fatty esters for use in the compositions of the present invention include: P-43 (C 8 -C ⁇ o triester of trimethylolpropane), MCP- 684 (tetraester of 3,3 diethanol-1,5 pentadiol), MCP 121 (C 8 -C ⁇ o diester of adipic acid), all of which are available from Mobil Chemical Company. c.
- Other conditioning agents C 8 -C ⁇ o triester of trimethylolpropane
- MCP- 684 tetraester of 3,3 diethanol-1,5 pentadiol
- MCP 121 C 8 -C ⁇ o diester of adipic acid
- conditioning agents are also suitable for use in the compositions herein.
- compositions in general can be made by mixing most of the materials together at elevated temperatures, e.g. about 72°C. If no insoluble materials exist, the composition can be made at ambient temperatures. A triblender and/or mill can be used in each step, if necessary, to disperse the materials.
- the heated solution contains at least a portion of the surfactant and any solids requiring melting or solubilization (e.g. Ethylene glycol & Cocamide MEA).
- the dimethicone if any, is first mixed together with surfactant prior to being added to the remainder of the product.
- ZPT having an average particle size of about 2.5 ⁇ m, available from Arch Olin. 5. Puresyn 6, available from Mobil.
- Trimethylpropane Capyl 0.2 — 0.1 0.1 0.1 0.1 0.1 —
- Cocamide MEA 0.6 0.6 0.8 0.8 0.8 0.8 1.0 0.8 3.0
- Methylcellulose : ;:
- ZPT having an average particle size of about 2.5 ⁇ m, available from Arch/Olin.
- Cocamide MEA 0.6 0.6 0.8 0.8 0.8 0.8 1.0 0.8 3.0
- UCARE Polymer LR400 available from Amerchol.
- ZPT having an average particle size of about 2.5 ⁇ m, available from Arch/Olin.
- Trimethylpropane Capyl 0.2 — 0.1 0.1 0.1 0.1 0.1 —
- Cocamide MEA 0.6 0.6 0.8 0.8 0.8 0.8 1.0 0.8 3.0
- Guar having a molecular weight of about 200,000, and having a charge density of about 0.71 meq/g, available from Aqualon.
- ZPT having an average particle size of about 2.5 ⁇ m, available from Arch/Olin.
- Trimethylpropane Capyl 0.2 — 0.1 0.1 0.1 0.1 0.1 —
- Cocamide MEA 0.6 0.6 0.8 0.8 0.8 0.8 1.0 0.8 3.0
- ZPT having an average particle size of about 2.5 ⁇ m, available from Arch Olin.
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MXPA05010654A MXPA05010654A (en) | 2003-04-04 | 2004-04-05 | Personal care composition containing an antidandruff component and a nonionic surfactant. |
EP04749750A EP1610756A1 (en) | 2003-04-04 | 2004-04-05 | Personal care composition containing an antidandruff component and a nonionic surfactant |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/408,158 | 2003-04-04 | ||
US10/408,158 US20040197296A1 (en) | 2003-04-04 | 2003-04-04 | Personal care composition containing an antidandruff component and a nonionic surfactant |
US10/412,785 US20040202636A1 (en) | 2003-04-11 | 2003-04-11 | Personal care composition containing an antidandruff component and a nonionic surfactant |
US10/412,785 | 2003-04-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2004089331A1 true WO2004089331A1 (en) | 2004-10-21 |
Family
ID=33161971
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2004/010440 WO2004089331A1 (en) | 2003-04-04 | 2004-04-05 | Personal care composition containing an antidandruff component and a nonionic surfactant |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP1610756A1 (en) |
MX (1) | MXPA05010654A (en) |
WO (1) | WO2004089331A1 (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5624666A (en) * | 1995-01-20 | 1997-04-29 | The Procter & Gamble Company | Anti-dandruff shampoos with particulate active agent and cationic polymer |
US5972322A (en) * | 1997-11-13 | 1999-10-26 | Tiro Industries Incorporated | System for customized hair products |
WO2000066081A1 (en) * | 1999-05-03 | 2000-11-09 | The Procter & Gamble Company | Anti-dandruff and conditioning shampoos containing polyalkylene glycols and cationic polymers |
-
2004
- 2004-04-05 WO PCT/US2004/010440 patent/WO2004089331A1/en not_active Application Discontinuation
- 2004-04-05 MX MXPA05010654A patent/MXPA05010654A/en unknown
- 2004-04-05 EP EP04749750A patent/EP1610756A1/en not_active Withdrawn
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5624666A (en) * | 1995-01-20 | 1997-04-29 | The Procter & Gamble Company | Anti-dandruff shampoos with particulate active agent and cationic polymer |
US5972322A (en) * | 1997-11-13 | 1999-10-26 | Tiro Industries Incorporated | System for customized hair products |
US5993792A (en) * | 1997-11-13 | 1999-11-30 | Tiro Industries Incorporated | System for customized hair products containing surfactants |
WO2000066081A1 (en) * | 1999-05-03 | 2000-11-09 | The Procter & Gamble Company | Anti-dandruff and conditioning shampoos containing polyalkylene glycols and cationic polymers |
Also Published As
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EP1610756A1 (en) | 2006-01-04 |
MXPA05010654A (en) | 2005-12-12 |
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