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US20020090348A1 - Cosmetic and personal care compositions - Google Patents

Cosmetic and personal care compositions Download PDF

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Publication number
US20020090348A1
US20020090348A1 US10/037,066 US3706601A US2002090348A1 US 20020090348 A1 US20020090348 A1 US 20020090348A1 US 3706601 A US3706601 A US 3706601A US 2002090348 A1 US2002090348 A1 US 2002090348A1
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Prior art keywords
composition
cyclodextrin
weight
hair
optionally substituted
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US10/037,066
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English (en)
Inventor
Ezat Khoshdel
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Unilever Home and Personal Care USA
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Unilever Home and Personal Care USA
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Assigned to UNILEVER HOME & PERSONAL CARE USA, DIVISION OF CONOPCO, INC. reassignment UNILEVER HOME & PERSONAL CARE USA, DIVISION OF CONOPCO, INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KHOSHDEL, EZAT
Publication of US20020090348A1 publication Critical patent/US20020090348A1/en
Priority to US10/437,084 priority Critical patent/US7485287B2/en
Abandoned legal-status Critical Current

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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
    • A61K8/73—Polysaccharides
    • A61K8/738—Cyclodextrins
    • 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
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms

Definitions

  • This invention relates to cosmetic and personal care compositions, to a method of treating hair using the compositions and to the use of certain compounds to increase the solubility of a polymer in a cosmetic or personal care composition.
  • the styling polymers have a carbon backbone comprising various hydrophilic and hydrophobic vinylic monomers. These polymers can be nonionic or they can carry a charge, usually a negative charge.
  • the hydrophilic monomer is employed to render the polymer water-soluble and the hydrophobic monomer is generally selected to enhance humidity resistance of the styling resins.
  • the anionically charged resins are formed from the corresponding acids (neutralised) using alkalising agents such as sodium or potassium hydroxide as well as certain functional amines such as aminomethyl propanol (AMP) to tailor their solubility and film forming properties.
  • hydrophobic/hydrophilic character of modern styling resins is carefully balanced to produce materials that are soluble in hydroalcoholic solvents, typically 80% volatile organics content (VOC).
  • VOC volatile organics content
  • non-volatile plasticisers such as propylene glycol, dipropylene glycol, acetyl tri-n-butyl citrate and acetyl tri-2-ethoxyhexyl citrate (Citroflex(TM) have been employed in the compositions.
  • the conventional hair styling compositions require a relatively high VOC in order to solubilise the hair styling polymer. It is desirable, for economic and environmental reasons, to reduce the VOC of hair styling compositions.
  • Cyclodextrins are cyclic oligosaccharides which may be derived from starch, or which can be obtained in other ways. Cyclodextrins were discovered about 100 years ago and have been used in the pharmaceutical and food industries for encapsulation of drugs and flavours. Cyclodextrins have also been used as processing aids, to isolate compounds from natural sources and to remove unwanted compounds such as cholesterol from food products.
  • CDs are produced from starch by the action of cyclodextrin glycosyl transferase (CGTase), an enzyme produced by several organisms.
  • CGTase cyclodextrin glycosyl transferase
  • CDs consist of 6, 7, 8 and 9 ( ⁇ , ⁇ , ⁇ and ⁇ , respectively) glucose units. They are typically shaped like conical tubes or buckets with a hydrophobic interior and a hydrophilic exterior. CDs are able to enclose a wide range of functional molecules as guests into their cavities, as described by, for example M L Bender; M Komiyama, Cyclodextrin Chemistry, Spring-Verlag, Berlin, 1978.
  • EP-A-0469232 The use of cyclodextrins to remove odour in hair cosmetics is described in EP-A-0469232. Similarly, EP-A-0246090 teaches the use of cyclodextrins for the inhibition of perm odour.
  • a hair conditioning composition which comprises a visible breakable particle optionally comprising a cyclodextrin is disclosed in WO 00/40211.
  • the compositions are not styling products and it is clear that any cyclodextrin could not assist in solubilising a polymer.
  • JP-A-7309722 describes hair cosmetic compositions comprising hydroxylated cyclodextrin and a high molecular weight silicone.
  • compositions of the invention may, surprisingly, have one or more advantageous properties selected from low tack polymer film characteristics, and when applied to hair can give improved hold of hair and/or enhanced shine of hair and/or better natural movement of hair.
  • a cosmetic or personal care composition comprising from 0.01% to 10% by weight of a hair styling polymer comprising one or more hydrophobic groups, from 0.001% to 10% by weight of an optionally substituted cyclodextrin and a cosmetically acceptable diluent or carrier, wherein the optionally substituted cyclodextrin complexes with the hydrophobic groups to increase the solubility of the hair styling polymer in the composition.
  • the invention provides the use of an optionally substituted cyclodextrin to increase the solubility of a hair styling polymer in a cosmetic or personal care composition.
  • the solubility of the hair styling polymer is increased in the composition relative to a cosmetic or personal care composition containing the same components but without the cyclodextrin.
  • the invention provides a cosmetic method of treating hair which comprises applying to the hair a composition of the invention.
  • the present invention relates to cosmetic and personal care compositions (for example, hair styling compositions) comprising a cyclodextrin.
  • hair styling polymers can be solubilised in aqueous or aqueous rich hydroalcoholic solutions, and other aqueous solvent systems, by employing a variety of cyclodextrins or derivatives thereof.
  • cyclodextrins or derivatives thereof it is believed that the cyclodextrin complexes with the hydrophobic moieties present in the styling resin and masks the hydrophobic character of the polymer. Therefore, the complexation leads to the solubilisation of hair styling polymers in aqueous or aqueous rich hydroalcoholic formulations.
  • the cyclodextrin-complexed hair styling polymers can also be neutralised with conventional neutralisers and can also be modified with conventional plasticisers.
  • complexation and related terms used herein are well-known to those skilled in the art and refer to any interaction and/or association at a molecular level between the cyclodextrin and the hair styling polymer, which does not involve the formation of covalent bonds.
  • compositions of the invention may comprise a single cyclodextrin or a mixture of different cyclodextrins.
  • the cyclodextrins used in the invention can be obtained wholly or partly from natural starch or can be wholly or partly synthetic.
  • Cyclodextrins which may be used in the invention include ⁇ -, ⁇ -, ⁇ - and ⁇ -cyclodextrins, optionally substituted.
  • the cyclodextrins may be used in the composition in the form of a hydrate, and/or a salt when the optional substituent comprises one or more acidic or basic groups.
  • a range of optionally substituted cyclodextrins is commercially available.
  • Optional substituents on the cyclodextrin include groups attached to oxygen and/or carbon atoms of the cyclodextrin.
  • Suitable substituents include, for example: anionic groups (such as sulphate, phosphate or carboxylate); mono-, di-, tri- or polyethers obtainable by alkylation of one or more oxygen atoms with one or more C 1 to C 6 alkyl groups (such as 2-hydroxyethyl or 2-hydroxypropyl); carboxyalkyl groups, wherein the alkyl group is C 1 to C 6 alkyl (such as 2-carboxyethyl); and compounds formed by condensation of the cyclodextrins with a mono-or di-saccharide (eg, D-glucose to form an ⁇ -D-glucosyl derivative or maltose to form an ⁇ -maltosyl derivative).
  • anionic groups such as sulphate, phosphate or carboxylate
  • alkyl includes straight chain and, for alkyl groups containing three or more carbon atoms, branched groups.
  • straight chain alkyl include methyl, ethyl, propyl, butyl, pentyl and hexyl.
  • branched alkyl include isopropyl, isobutyl and tert-butyl.
  • CDs which may be used in the invention include, for example: ⁇ -cyclodextrin; ⁇ -cyclodextrin hydrate; ⁇ -cyclodextrin sulphate, sodium salt; ⁇ -cyclodextrin hydrate; ⁇ -cyclodextrin hydrate; (2-carboxyethyl)- ⁇ -cyclodextrin; (2-hydroxyethyl)- ⁇ -cyclodextrin; (2-hydroxypropyl)- ⁇ -cyclodextrin; (2-hydroxypropyl)- ⁇ -cyclodextrin; (2-hydroxypropyl)- ⁇ -cyclodextrin; 2,6-di-O-methyl- ⁇ -cyclodextrin; heptakis(2,6-di-O-methyl)- ⁇ -cyclodextrin; 6-O- ⁇ -D-glucosyl- ⁇ -cyclodextrin; 6-O- ⁇ -maltosyl- ⁇ -cyclodextrin
  • the optionally substituted cyclodextrin is present in the compositions of the invention in an amount of from 0.001% to 10% by weight (based on the total weight of the composition), more preferably 0.01% to 1% by weight most preferably 0.1% to 1% by weight (eg, 0.1% to 0.8% by weight). If the cyclodextrin is used in the form of a hydrate, the amounts by weight exclude any water of hydration.
  • the skilled person can determine the most suitable cyclodextrin to select for the compositions of the invention, based on standard techniques.
  • the complexation process can be investigated by visual observation of the polymer solution turbidity as well as Nuclear Magnetic Resonance (NMR) studies. Usually, the complexation affects the chemical shifts of the complexed species.
  • the complexation process can be further investigated by microscopy and centrifugation, for example.
  • compositions of the invention comprise from 0.01% to 10% by weight (of the total composition), preferably 0.1% to 10% by weight, of a hair styling polymer.
  • the amount of the polymer may, for example, range from 0.5% to 10%, preferably 0.75% to 6% by weight based on total weight of the composition.
  • Hair styling polymers are used, for example, in hair styling compositions such as hair sprays, gels, and mousses. Hair styling polymers are well known articles of commerce and many such polymers are available commercially which contain moieties which render the polymers cationic, anionic, amphoteric or nonionic in nature. Suitable hair styling polymers include, for example, block and graft copolymers. The polymers may be synthetic or naturally derived.
  • anionic hair styling polymers are:
  • copolymers of methyl vinyl ether and maleic anhydride (molar ratio about 1:1) wherein such copolymers are 50% esterified with a saturated alcohol containing from 1 to 4 carbon atoms such as ethanol or butanol;
  • acrylic copolymers containing acrylic acid or methacrylic acid as the anionic radical-containing moiety with other monomers such as: esters of acrylic or methacrylic acid with one or more saturated alcohols having from 1 to 22 carbon atoms (such as methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-butyl acrylate, t-butyl acrylate, t-butyl methacrylate, n-butyl methacrylate, n-hexyl acrylate, n-octyl acrylate, lauryl methacrylate and behenyl acrylate); glycols having from 1 to 6 carbon atoms (such as hydroxypropyl methacrylate and hydroxyethyl acrylate); styrene; vinyl caprolactam; vinyl acetate; acrylamide; alkyl acrylamides and methacrylamides having 1 to 8 carbon atoms in the alkyl group
  • the polymer may also contain grafted silicone, such as polydimethylsiloxane.
  • compositions of the invention comprise from 0.01% to 10% (preferably from 0.01% to 5%) by weight silicone, based on the total weight of the composition.
  • Suitable anionic hair styling polymers are:
  • RESYN® 28-2930 available from National Starch (vinyl acetate/crotonic acid/vinyl neodecanoate copolymer);
  • ULTRAHOLD® 8 available from BASF (CTFA designation Acrylates/acrylamide copolymer);
  • Carboxylated polyurethane resins are linear, hydroxyl-terminated copolymers having pendant carboxyl groups. They may be ethoxylated and/or propoxylated at least at one terminal end.
  • the carboxyl group can be a carboxylic acid group or an ester group, wherein the alkyl moiety of the ester group contains one to three carbon atoms.
  • the carboxylated polyurethane resin can also be a copolymer of polyvinylpyrrolidone and a polyurethane, having a CTFA designation PVP/polycarbamyl polyglycol ester.
  • Suitable carboxylated polyurethane resins are disclosed in EP-A-0619111 and U.S. Pat. No. 5,000,955.
  • Other suitable hydrophilic polyurethanes are disclosed in U.S. Pat. No. 3,822,238; 4,156,066; 4,156,067; 4,255,550; and 4,743,673.
  • Amphoteric hair styling polymers which can contain cationic groups derived from monomers such as t-butyl aminoethyl methacrylate as well as carboxyl groups derived from monomers such as acrylic acid or methacrylic acid can also be used in the present invention.
  • One specific example of an amphoteric hair styling polymer is Amphomer® (Octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer) sold by the National Starch and Chemical Corporation.
  • nonionic hair styling polymers are homopolymers of N-vinylpyrrolidone and copolymers of N-vinylpyrrolidone with compatible nonionic monomers such as vinyl acetate.
  • Nonionic polymers containing N-vinylpyrrolidone in various weight average molecular weights are available commercially from ISP Corporation—specific examples of such materials are homopolymers of N-vinylpyrrolidone having an average molecular weight of about 630,000 sold under the name PVP K-90 and are homopolymers of N-vinylpyrrolidone having an average molecular weight of about 1,000,000 sold under the name of PVP K-120.
  • Nonionic hair styling polymers are cross-linked silicone resins or gums. Specific examples include rigid silicone polymers such as those described in EP-A-0240350 and cross-linked silicone gums such as those described in WO 96/31188.
  • Examples of cationic hair styling polymers are copolymers of amino-functional acrylate monomers such as lower alkyl aminoalkyl acrylate, or methacrylate monomers such as dimethylaminoethyl methacrylate, with compatible monomers such as N-vinylpyrrolidone, vinyl caprolactam, alkyl methacrylates (such as methyl methacrylate and ethyl methacrylate) and alkyl acrylates (such as ethyl acrylate and n-butyl acrylate).
  • amino-functional acrylate monomers such as lower alkyl aminoalkyl acrylate, or methacrylate monomers such as dimethylaminoethyl methacrylate
  • compatible monomers such as N-vinylpyrrolidone, vinyl caprolactam
  • alkyl methacrylates such as methyl methacrylate and ethyl methacrylate
  • alkyl acrylates such as ethyl acrylate and
  • Suitable cationic polymers are:
  • copolymers of N-vinylpyrrolidone and dimethylaminoethyl methacrylate available from ISP Corporation as Copolymer 845, Copolymer 937 and Copolymer 958;
  • copolymers of N-vinylpyrrolidone and dimethylaminopropylacrylamide or methacrylamide available from ISP Corporation as Styleze® CC10;
  • Polyquaternium-4 (a copolymer of diallyldimonium chloride and hydroxyethylcellulose);
  • Polyquaternium-11 (formed by the reaction of diethyl sulphate and a copolymer of vinyl pyrrolidone and dimethyl aminoethylmethacrylate), available from ISP as Gafquat® 734, 755 and 755N, and from BASF as Luviquat® PQ11;
  • Polyquaternium-16 (formed from methylvinylimidazolium chloride and vinylpyrrolidone), available from BASF as Luviquat® FC 370, FC 550, FC 905 and HM-552;
  • Polyquaternium-46 prepared by the reaction of vinylcaprolactam and vinylpyrrolidone with methylvinylimidazolium methosulphate, available from BASF as Luviquat®Hold.
  • Suitable naturally-derived polymers include shellac, alginates, gelatins, pectins, cellulose derivatives and chitosan or salts and derivatives thereof.
  • Commercially available examples include Kytamer® (ex Amerchol) and Amaze® (ex National Starch).
  • compositions of the invention are also suitable for use as optional components in the compositions of the invention.
  • Preferred hair styling polymers for use in the compositions of the invention comprise one or more of the same or different hydrophobic groups.
  • Hydrophobic groups are those groups which confer hydrophobic character on the polymer, preferably relative to polar and/or charged groups also present in the polymer.
  • the hydrophobic groups are preferably selected from: C 1 -C 24 alkyl, C 2 -C 24 alkenyl or C 2 -C 24 alkynyl; C 1 -C 24 alkyl, C 2 -C 24 alkenyl or C 2 -C 24 alkynyl, each of the latter three groups being optionally substituted with aryl, and mixtures thereof.
  • the hydrophobic groups are selected from: C 4 -C 24 alkyl, C 4 -C 24 alkenyl or C 4 -C 24 alkynyl; C 4 -C 24 alkyl, C 4 -C 24 alkenyl or C 4 -C 24 alkynyl, each of the latter three groups being optionally substituted with aryl, and mixtures thereof.
  • the hydrophobic groups are selected from: C 6 -C 24 alkyl, C 6 -C 24 alkenyl or C 6 -C 24 alkynyl; C 6 -C 24 alkyl, C 6 -C 24 alkenyl or C 6 -C 24 alkynyl, each of the latter three groups being optionally substituted with aryl, and mixtures thereof.
  • the hydrophobic groups may be selected from: C 8 -C 18 alkyl, C 8 -C 18 alkenyl or C 8 -C 18 alkynyl; C 8 -C 18 alkyl, C 8 -C 18 alkenyl or C 8 -C 18 alkynyl, each of the latter three groups being optionally substituted with aryl, and mixtures thereof.
  • alkenyl and alkynyl are defined similarly to the term “alkyl” but the groups contain one or more carbon-carbon double or triple bonds, respectively.
  • aryl includes phenyl, optionally substituted (e.g., with from one to five alkyl groups).
  • Particularly preferred polymers for use in the compositions of the invention comprise carboxylic acid groups and/or salts thereof and/or esters thereof with C 1 -C 12 (more preferably C 4 -C 12 , even more preferably C 6 -C 12 , such as C 8 -C 12 ) alcohols and/or amides thereof with C 1 -C 12 (more preferably C 4 -C 12 , even more preferably C 6 -C 12 , such as C 6 -C 12 ) amines.
  • the alcohols and amines preferably comprise straight chain alkyl groups.
  • Suitable neutralising agents include 2-amino-2-methyl-1,3-propanediol (AMPD); 2-amino-2-ethyl-1,3-propanediol (AEPD); 2-amino-2-methyl-1-propanol (AMP); 2-amino-1-butanol (AB); monoethanolamine (MEA); diethanolamine (DEA); triethanolamine (TEA); monoisopropanolamine (MIPA); diisopropanol-amine (DIPA); triisopropanolamine (TIPA); and dimethyl stearamine (DMS).
  • AMPD 2-amino-2-methyl-1,3-propanediol
  • AEPD 2-amino-2-ethyl-1,3-propanediol
  • AMP 2-amino-2-methyl-1-propanol
  • MEA monoethanolamine
  • DEA diethanolamine
  • TIPA triisopropano
  • a long chain amine neutralising agent such as stearamidopropyl dimethylamine or lauramidopropyl dimethylamine may be employed, as is described in U.S. Pat. No. 4,874,604.
  • inorganic neutralisers examples of which include sodium hydroxide, potassium hydroxide and borax. Mixtures of any of the above neutralising agents may be used. Amounts of the neutralising agents will range from about 0.001% to about 10% by weight of the total composition.
  • compositions of the present invention are preferably formulated into hair care compositions, especially hairspray compositions, but can also be formulated into a wide variety of product types, including mousses, gels, lotions, tonics, sprays, shampoos, conditioners, rinses, hand and body lotions, facial moisturisers, sunscreens, anti-acne preparations, topical analgesics, mascaras, and the like.
  • Compositions of the invention comprise a cosmetically acceptable diluent or carrier.
  • the compositions are for use in styling human hair and, more preferably, they are packaged and labelled as such.
  • a particularly preferred composition according to the invention is a hair spray composition comprising:
  • (iii) optionally, from 0.001% to 10% (preferably from 0.01% to 5%) by weight of a neutraliser;
  • Hair care compositions of the present invention can comprise a carrier, or a mixture of such carriers, which are suitable for application to the hair.
  • the carriers are present at from about 0.5% to about 99.5%, preferably from about 5.0% to about 99.5%, more preferably from about 10.0% to about 98.0%, by weight of the composition.
  • suitable for application to hair means that the carrier does not damage or negatively affect the aesthetics of hair or cause irritation to the underlying skin.
  • Carriers suitable for use with hair care compositions of the present invention include, for example, those used in the formulation of hair sprays, mousses, tonics, gels, shampoos, conditioners, and rinses.
  • the choice of appropriate carrier will also depend on the particular composition to be used, and on whether the product formulated is meant to be left on the surface to which it is applied (e.g., hair spray, mousse, tonic, or gel) or rinsed off after use (e.g., shampoo, conditioner, rinse).
  • the carriers used herein can include a wide range of components conventionally used in hair care compositions.
  • the carriers can contain a solvent to dissolve or disperse the particular composition being used, with water, the C 1 -C 6 alcohols, lower alkyl acetate and mixtures thereof being preferred.
  • the carriers can also contain a wide variety of additional materials such as acetone, hydrocarbons (such as isobutane, hexane, decene), halogenated hydrocarbons (such as Freons) and volatile silicones such as cyclomethicone.
  • the preferred solvents include water, ethanol, volatile silicone derivatives, and mixtures thereof.
  • the solvents used in such mixtures may be miscible or immiscible with each other.
  • Mousses and aerosol hair sprays can also utilise any of the conventional propellants to deliver the material as a foam (in the case of a mousse) or as a fine, uniform spray (in the case of an aerosol hair spray).
  • suitable propellants include materials such as trichlorofluoromethane, dichlorodifluoromethane, difluoroethane, dimethylether, propane, n-butane or isobutane.
  • a tonic or hair spray product having a low viscosity may also utilise an emulsifying agent.
  • suitable emulsifying agents include nonionic, cationic, anionic surfactants, or mixtures thereof. If such an emulsifying agent is used, it is preferably present at a level of from about 0.01% to about 7.5% by weight based on total weight of the composition.
  • the level of propellant can be adjusted as desired but is generally from about 3% to about 30% by weight based on total weight for mousse compositions and from about 15% to about 50% by weight based on total weight for aerosol hair spray compositions.
  • Suitable spray containers are well known in the art and include conventional, non-aerosol pump sprays i.e., “atomisers”, aerosol containers or cans having propellant, as described above, and also pump aerosol containers utilising compressed air as the propellant.
  • the carrier can include a wide variety of conditioning materials.
  • the carrier can include, for example, surfactants, suspending agents, and thickeners.
  • Hair styling creams or gels also typically contain a structurant or thickener, typically in an amount of from 0.01% to 10% by weight.
  • the carrier can be in a wide variety of forms.
  • emulsion carriers including oil-in-water, water-in-oil, water-in-oil-in-water, and oil-in-water-in-silicone emulsions, are useful herein. These emulsions can cover a broad range of viscosities, e.g., from about 100 cps to about 200,000 cps. These emulsions can also be delivered in the form of sprays using either mechanical pump containers or pressurised aerosol containers using conventional propellants. These carriers can also be delivered in the form of a mousse.
  • suitable topical carriers include anhydrous liquid solvents such as oils, alcohols, and silicones (e.g., mineral oil, ethanol, isopropanol, dimethicone, cyclomethicone, and the like); aqueous-based single phase liquid solvents (e.g., hydro-alcoholic solvent systems); and thickened versions of these anhydrous and aqueous-based single phase solvents (e.g., where the viscosity of the solvent has been increased to form a solid or semi-solid by the addition of appropriate gums, resins, waxes, polymers, salts, and the like).
  • anhydrous liquid solvents such as oils, alcohols, and silicones (e.g., mineral oil, ethanol, isopropanol, dimethicone, cyclomethicone, and the like)
  • aqueous-based single phase liquid solvents e.g., hydro-alcoholic solvent systems
  • thickened versions of these anhydrous and aqueous-based single phase solvents e.
  • compositions of the present invention preferably comprise, amongst other carriers, water and ethanol, with the amount of water being preferably at least 20% by weight of the composition, more preferably at least 40% by weight (such as at least 50% by weight), more preferably at least 60% by weight, more preferably at least 70% by weight, even more preferably at least 80% by weight of the composition.
  • the ratio of water to organic solvent may preferably vary from 1:4 to 10:1, more preferably 1:1 to 10:1, most preferably 2:1 to 10:1.
  • the compositions may, alternatively, contain water as the only solvent ie, have a VOC of 0%.
  • a perfume or fragrance for example in an amount of from 0.01% to 1% by weight of the total composition.
  • sunscreening agents such as 2-ethylhexyl p-methoxycinnamate, 2-ethylhexyl N,N-dimethyl-p-aminobenzoate, p-aminobenzoic acid, 2-phenylbenzimidazole-5-sulfonic acid, octocrylene, oxybenzone, homomenthyl salicylate, octyl salicylate, 4,4′-methoxy-t-butyldibenzoylmethane, 4-isopropyl dibenzoylmethane, 3-benzylidene camphor, 3-(4-methylbenzylidene) camphor, titanium dioxide, zinc oxide, silica, iron oxide, and mixtures thereof.
  • sunscreening agents such as 2-ethylhexyl p-methoxycinnamate, 2-ethylhexyl N,N-dimethyl-p-aminobenzoate, p-aminobenzoic acid,
  • anti-dandruff actives such as zinc pyrithione, piroctone olamine, selenium disulphide, sulphur, coal tar, and the like.
  • hair conditioning agents such as hydrocarbons, silicone fluids, and cationic materials.
  • the hydrocarbons can be either straight or branched chain and can contain from about 10 to about 16, preferably from about 12 to about 16 carbon atoms.
  • suitable hydrocarbons are decane, dodecane, tetradecane, tridecane, and mixtures thereof.
  • suitable silicone conditioning agents useful herein can include either cyclic or linear polydimethylsiloxanes, phenyl and alkyl phenyl silicones, and silicone copolyols.
  • Cationic conditioning agents useful herein can include quaternary ammonium salts or the salts of fatty amines.
  • surfactants for hair shampoo and conditioner compositions are preferably from about 10% to about 30%, preferably from 12% to about 25%, by weight based on total weight of the composition.
  • the preferred level of surfactant is from about 0.2% to about 3%, by weight based on total weight of the composition.
  • Surfactants useful in compositions of the present invention include anionic, nonionic, cationic, zwitterionic and amphoteric surfactants.
  • carboxylic acid polymer thickeners for hair shampoo and conditioner compositions. These crosslinked polymers contain one or more monomers derived from acrylic acid, substituted acrylic acids, and salts and esters of these acrylic acids and the substituted acrylic acids, wherein the crosslinking agent contains two or more carbon-carbon double bonds and derived from a polyhydric alcohol.
  • carboxylic acid polymer thickeners useful herein are those selected from the group consisting of carbomers, acrylates/C 10 -C 30 alkyl acrylate crosspolymers, and mixtures thereof.
  • compositions of the present invention can comprise from about 0.025% to about 1%, more preferably from about 0.05% to about 0.75% and most preferably from about 0.10% to about 0.50% of the carboxylic acid polymer thickeners, by weight based on total weight of the composition.
  • emulsifiers for emulsifying the various carrier components of the compositions of the invention.
  • Suitable emulsifier types include polyethylene glycol 20 sorbitan monolaurate (Polysorbate 20), polyethylene glycol 5 soya sterol, Steareth-20, Ceteareth-20, PPG-2 methyl glucose ether distearate, Ceteth-10, Polysorbate 80, cetyl phosphate, potassium cetyl phosphate, diethanolamine cetyl phosphate, Polysorbate 60, glyceryl stearate, PEG-100 stearate, and mixtures thereof.
  • the emulsifiers can be used individually or as a mixture of two or more and can comprise from about 0.1% to about 10%, more preferably from about 1% to about 7%, and most preferably from about 1% to about 5%, by weight based on total weight of the composition.
  • vitamins and derivatives thereof e.g., ascorbic acid, vitamin E, tocopheryl acetate, retinoic acid, retinol, retinoids, and the like.
  • cationic polymers e.g., cationic guar gum derivatives such as guar hydroxypropyltrimonium chloride and hydroxypropyl guar hydroxypropyltrimonium chloride, available as the Jaguar® series from Rhone-Poulenc).
  • preservatives antioxidants, chelators and sequestrants; and aesthetic components such as fragrances, colourings, hair nutrients and essential oils.
  • Amphomer® was used as the hair styling polymer.
  • Amphomer® is an octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer sold by the National Starch and Chemical Corporation.
  • Tests 1, 3, 4 and 5 were carried out according to Protocol 1.
  • Test 2 was carried out according to Protocol 2.
  • Protocol 1 [0102] Protocol 1:
  • Protocol 2 [0107]
  • step 2 The contents of step 2 were poured into beaker 1 and the mixture stirred
  • Luviskol® is Luviskol VA 37 HM, a copolymer of vinylpyrrolidone and vinyl acetate available from BASF.
  • SCJ is a copolymer of methacrylic acid, ethyl methacrylate and butyl acrylate, available from S C Johnson.
  • compositions according to the invention TABLE 3 examples of compositions of the invention Example Ingredient % by weight 3 Amphomer 2.75 AMP 0.4 ⁇ -CD 0.25 Ethanol 47.3 Water 49.3 4 Amphomer 3 AMP 0.25 ⁇ -CD 0.25 DPG* 0.05 Ethanol 46.8 Water 49.65 5 Amphomer 3 AMP 0.25 ⁇ -CD 0.25 Silicone 0.05 Ethanol 46.8 Water 49.65
  • Examples 3 to 5 may be formulated together with up to 1% of conventional minor additives such as, for example, preservatives and fragrance/perfume, with the amount of minors being deducted from the amount of water present in the composition.
  • conventional minor additives such as, for example, preservatives and fragrance/perfume

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US10/037,066 2000-11-07 2001-11-07 Cosmetic and personal care compositions Abandoned US20020090348A1 (en)

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US20050255067A1 (en) * 2004-05-17 2005-11-17 Leighton John C Hair fixative film
US20050255069A1 (en) * 2004-04-28 2005-11-17 Rainer Muller Cosmetic compositions comprising at least one salt, at least one cyclodextrin, and at least one surfactant, and uses thereof
US20070014744A1 (en) * 2005-07-14 2007-01-18 Azra Swistowski Preparation, in particular cosmetic preparation, process for the production thereof, and use thereof
US10125309B2 (en) * 2013-11-11 2018-11-13 Tokuyama Corporation Photochromic composition
US11975089B2 (en) * 2017-12-28 2024-05-07 L'oreal Composition for conditioning keratin fibers

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US6852815B1 (en) * 2004-05-18 2005-02-08 Isp Investments Inc. Conditioning/styling tetrapolymers
US20070184002A1 (en) * 2006-01-20 2007-08-09 Sabine Vrignaud Non-washing cosmetic composition comprising at least one ionic fixing polymer and at least one ester of polyethylene glycol and of fatty acid, and method for fixing a hairstyle
US20130058888A1 (en) * 2011-09-01 2013-03-07 Robert Joseph McChain Compositions Comprising Soil Adsorption Polymers For Reducing Particulates In The Air
JP2014047152A (ja) * 2012-08-30 2014-03-17 Kao Corp 毛髪化粧料
JP2014047151A (ja) * 2012-08-30 2014-03-17 Kao Corp 毛髪化粧料
JP2014062088A (ja) 2012-08-30 2014-04-10 Kao Corp 毛髪化粧料
GB201223374D0 (en) * 2012-12-24 2013-02-06 Keracol Ltd Personal care composition and methods of making the same
US11207262B2 (en) * 2017-04-05 2021-12-28 Kao Usa Inc. Styling composition for curly hair
DE102017217467A1 (de) * 2017-09-29 2019-04-04 Henkel Ag & Co. Kgaa Mittel und Verfahren zur temporären Verformung keratinhaltiger Fasern
WO2022251527A1 (en) * 2021-05-27 2022-12-01 L'oreal Compositions and methods for treating keratin fibers
FR3126618B1 (fr) * 2021-09-03 2024-03-08 Oreal Compositions et procédés de traitement des fibres kératineuses

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JPH0678213B2 (ja) 1986-05-15 1994-10-05 ライオン株式会社 毛髪化粧料
EP0469232A1 (en) 1990-08-03 1992-02-05 Kabushiki Kaisha Japan Happy Materials for hair cosmetics and hair cosmetics
US5324718A (en) * 1992-07-14 1994-06-28 Thorsteinn Loftsson Cyclodextrin/drug complexation
FR2705350B1 (fr) * 1993-05-13 1995-07-07 Oreal Nouveaux dérivés de mono(6-amino 6-désoxy) cyclodextrine substituée en position 6 par un reste d'alpha-aminoacide, leur procédé de préparation et leurs utilisations.
JPH07309722A (ja) 1994-05-17 1995-11-28 Shiseido Co Ltd 毛髪化粧料
FR2741079B1 (fr) * 1995-11-13 1997-12-26 Oreal Nouveaux composes, derives de cyclodextrine et leur utilisation, notamment en cosmetique
BR9916762A (pt) 1999-01-04 2001-09-25 Procter & Gamble Composição de condicionamento do cabelo

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050255069A1 (en) * 2004-04-28 2005-11-17 Rainer Muller Cosmetic compositions comprising at least one salt, at least one cyclodextrin, and at least one surfactant, and uses thereof
US20050255067A1 (en) * 2004-05-17 2005-11-17 Leighton John C Hair fixative film
EP1598046A1 (en) * 2004-05-17 2005-11-23 National Starch and Chemical Investment Holding Corporation Hair fixative film
US7972589B2 (en) 2004-05-17 2011-07-05 Akzo Nobel N.V. Hair fixative film
US20070014744A1 (en) * 2005-07-14 2007-01-18 Azra Swistowski Preparation, in particular cosmetic preparation, process for the production thereof, and use thereof
US20090196842A1 (en) * 2005-07-14 2009-08-06 Schwan-Stabilo Cosmetics Gmbh & Co.Kg Preparation, In Particular Cosmetic Preparation, Process For The Production Thereof, and Use Thereof
US10125309B2 (en) * 2013-11-11 2018-11-13 Tokuyama Corporation Photochromic composition
US11975089B2 (en) * 2017-12-28 2024-05-07 L'oreal Composition for conditioning keratin fibers

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US7485287B2 (en) 2009-02-03
US20030206880A1 (en) 2003-11-06

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