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WO2002011684A2 - Compositions a base d'emulsion eau-dans-huile avec agents capillaires a base de polyalkylene glycol - Google Patents

Compositions a base d'emulsion eau-dans-huile avec agents capillaires a base de polyalkylene glycol Download PDF

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Publication number
WO2002011684A2
WO2002011684A2 PCT/US2001/023749 US0123749W WO0211684A2 WO 2002011684 A2 WO2002011684 A2 WO 2002011684A2 US 0123749 W US0123749 W US 0123749W WO 0211684 A2 WO0211684 A2 WO 0211684A2
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WO
WIPO (PCT)
Prior art keywords
composition
hair
water
styling
weight
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Application number
PCT/US2001/023749
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English (en)
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WO2002011684A8 (fr
WO2002011684A3 (fr
Inventor
Jose Antonio Carballada
Dennis Eugene Kuhlman
Original Assignee
The Procter & Gamble Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to AU2001280858A priority Critical patent/AU2001280858A1/en
Priority to MXPA03001012A priority patent/MXPA03001012A/es
Priority to EP01959285A priority patent/EP1309306A2/fr
Priority to JP2002517022A priority patent/JP2004505901A/ja
Publication of WO2002011684A2 publication Critical patent/WO2002011684A2/fr
Publication of WO2002011684A3 publication Critical patent/WO2002011684A3/fr
Publication of WO2002011684A8 publication Critical patent/WO2002011684A8/fr

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Classifications

    • 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
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/54—Silicon compounds

Definitions

  • the present invention is directed to water-in-oil emulsion compositions which include polyalkylene glycol styling agents and which provide for improved hair look and/or feel without causing the hair to look or feel oily or greasy.
  • Hair styling compositions are well known and are commercially available in a variety of forms including mousses, gels, lotions, pumps, or hair sprays. Many of these products contain various hair styling agents to provide temporary hair styling benefits such as body, hold, luster, improved hair feel, and good style retention.
  • One method of providing temporary hair styling benefits from a styling product involves the use of a hair lotion.
  • Many hair lotion products have been formulated such that the hair styling lotion composition can be applied to wet or damp hair before styling or "setting" the hair.
  • the hair lotion compositions are aqueous formulations which contain water-soluble styling agents that provide adhesive properties to the hair while the hair is wet and being styled.
  • These styling agents can form hard breakable films on the hair as the styling process is near completion, and this can result in an unacceptable hair style or in a hair style that cannot be restyled unless additional water and/or supplemental styling products are added to the hair.
  • the use of aqueous hair lotion compositions which contain water-soluble styling agents can leave the hair feeling unduly sticky and stiff.
  • aqueous hair lotion compositions have been employed in attempts to improve hair styling performance and hair feel. Oftentimes, however, these hair lotion compositions are applied to wet or damp hair to achieve the desired hair conditioning benefits and generally require reapplication of the composition or another styling product to maintain or modify the original hairstyle.
  • a recent method of making a hair styling composition that can be applied to wet and/or dry hair during the styling process is described in JP 8-346608, published June 23, 1998.
  • the hair styling compositions disclosed in this publication contain polyalkylene glyceryl ether styling agents to provide for sustained hair styling performance and aesthetics such as luster to the hair. These polyalkylene glyceryl ether styling agents typically do not readily penetrate into the hair and can remain on the hair fibers to provide hair styling benefits.
  • the polyalkylene glyceryl ether-containing compositions disclosed in this particular publication tend to provide minimal or no hold to the hair, and this can result in poor style achievement and poor style retention performance.
  • compositions disclosed in this publication use certain styling agents which deliver hair style performance to dry hair, and provide for the dry hair to be restyled without having to reapply the composition and without requiring the use of another styling product.
  • the styling agents described in this reference include anionic, cationic, amphoteric, and nonionic styling polymers, preferably sulfonated anionic styling polymers which have an average molecular weight of from about 500 to about 5,000,000. These styling agents, however, have exceptional cohesive strength which provides for the hair fibers to be firmly held together, and this can cause the dry hair to feel coarse and to be difficult to comb, style and restyle.
  • compositions containing polyalkylene glycol styling agents are described in U.S. Application Serial No. 09/305,502 and are advantageous in that they provide for improved dry hair restyling performance without the need to reapply the composition and/or apply additional styling aids.
  • the compositions of this reference are in the form of oil-in-water emulsions.
  • the compositions tend to impart an oily look or feel to the hair.
  • the present invention is directed to water-in-oil emulsion compositions which comprise (a) a discontinuous phase comprising a water-soluble polyalkylene glycol having a number average molecular weight of from about 200 to about 900 and from about 4 to about 18 repeating alkylene oxide radicals, wherein each of the repeating alkylene oxide radicals has from 2 to 6 carbon atoms; and (b) a continuous phase which comprises (i) a silicone emulsifier, and (ii) a volatile, hydrophobic solvent.
  • Another embodiment of the present invention is directed to water-in-oil emulsion compositions which comprise (a) a discontinuous phase comprising from about 5% to about 20% of a water-soluble polyalkylene glycol having a number average molecular weight of from about 200 to about 900 and from about 4 to about 18 repeating alkylene oxide radicals, wherein each of the repeating alkylene oxide radicals has from 2 to 6 carbon atoms; and (b) a continuous phase which comprises: (i) a silicone emulsifier, and (ii) a volatile, hydrophobic solvent.
  • Another embodiment of the present invention is directed to water-in-oil emulsion compositions which comprise (a) a discontinuous phase comprising from about 5% to about 12%, by weight, of a water-soluble polyalkylene glycol having a number average molecular weight of from about 200 to about 900 and from about 4 to about 18 repeating alkylene oxide radicals, wherein each of the repeating alkylene oxide radicals has from 2 to 6 carbon atoms; and (b) a continuous phase which comprises: (i) from about 0.5% to about 3%, by weight, of a silicone emulsifier, and (ii) from about 8% to about 25%, by weight, of a volatile, hydrophobic solvent.
  • the invention is also directed to methods for styling hair by applying an effective amount of such compositions to hair.
  • the water-in-oil emulsion compositions of the present invention provides good styling and restyling properties to hair, without causing the hair to look or feel oily or greasy.
  • the compositions provide desirable wet and/or dry hair restyling performance, for example, hair styling and restyling without reapplication of the compositions, or application of water and/or an additional styling aid, hair restyling for several days by simply combing or brushing, and or improved styling aesthetics including frizz and volume control, superior hold, in combination with superior non-oily hair look and feel.
  • the water-in-oil emulsion compositions of the present invention comprise polyalkylene glycols which are deposited on the hair. While not intending to be limited by theory, it is believed that the compositions form reformable welds on the hair fibers. As will be understood hereafter, the most preferred embodiments of the present invention relate to leave-on hair styling products.
  • leave-on refers to compositions that contain ingredients that are intended to be deposited and left on the hair for extended periods (e.g., several hours or days) until the ingredients are subsequently removed by water and/or shampooing the hair.
  • reformable weld refers to residues which are left on dry hair and which contain materials that are liquid or semisolid at ambient conditions, and that can remain as a liquid or semisolid after the compositions described herein have been applied and allowed to dry on the hair.
  • ambient conditions refers to surrounding conditions at about one atmosphere of pressure, at about 50% relative humidity, and at about 25°C. All percentages, parts and ratios are by weight of the total composition, unless otherwise specified.
  • An emulsion is generally a substantially stable mixture of two or more immiscible phases held in suspension by one or more emulsifiers.
  • emulsions typically consist of a continuous phase and a discontinuous phase.
  • the oil phase is the continuous phase and the water phase is the discontinuous phase.
  • the present invention comprises compositions having a continuous phase which comprises a silicon emulsifier and a volatile, hydrophobic solvent and a discontinuous phase which comprises a water-soluble polyalkylene styling agent.
  • the discontinuous phase of the emulsion compositions of the present invention comprises a water-soluble liquid or semisolid hair styling agent suitable for being left on dry hair as a liquid or semisolid after the composition has been applied and allowed to dry on the hair.
  • a water-soluble liquid or semisolid hair styling agent suitable for being left on dry hair as a liquid or semisolid after the composition has been applied and allowed to dry on the hair.
  • low molecular weight polyalkylene glycol liquid or semisolid styling agents can be delivered to the hair as droplets which can be characterized as reformable welds that provide dry hair restyling performance.
  • the reformable welds allow the hair fibers to be separated by forces such as wind, and then re-adhered using styling techniques such as combing, brushing, or running one's fingers through the hair.
  • This separation/re-adherence property provided by the styling agents defined herein results in improved dry hair restyling performance for several days without leaving the hair feeling unduly sticky or stiff, and without reapplication of the compositions described herein and/or application of additional styling aids on the hair.
  • Styling agents which are suitable for use in the present compositions comprise water- soluble polyalkylene glycols including, but not limited to, polyalkylene glycol homopolymers, polyethylene/polypropylene glycol copolymers, polyethylene/polypropylene diol copolymers, polyglycerins, and mixtures thereof, and/or their derivatives, and/or mixtures thereof.
  • polyalkylene glycols does not include polyalkylene glyceryl ethers.
  • water-soluble refers to those styling materials that have a solubility in water at 25°C. of greater than 0.6%, preferably greater than 1.0%, more preferably greater than about 1.5% by weight.
  • Preferred styling agents suitable for use herein include those water-soluble polyalkylene glycols of the formula:
  • each A is individually methyl or hydrogen and wherein each R is individually hydrogen, methyl, or mixtures thereof.
  • these materials are polymers of ethylene oxide, which are also known as polyethylene oxides, polyoxyethylenes, and polyethylene glycols.
  • R is methyl these materials are polymers of propylene oxide, which are also known as polypropylene oxides, polyoxypropylenes and polypropylene glycols.
  • R is methyl it is also understood that various positional isomers of the resulting polymers can exist.
  • n has an average value of from 4 to about 18, more preferably from about 6 to about 12, and even more preferably from about 8 to about 12.
  • the polyalkylene glycol comprises a polyethylene glycol, polypropylene glycol or an alkoxy polyethylene/polypropylene glycol copolymer.
  • suitable polyalkylene glycol polymers include: polyethylene/polypropylene glycol copolymers (e.g., methoxy, ethoxy, propoxy, butoxy, and pentoxy polyethylene/polypropylene glycols), triglycerin, hexaglycerin, PPG-4, PPG-6, PEG-5, PEG-6, PEG-8, PEG-12, PEG-14, PEG-18, and mixtures thereof.
  • Preferred in some embodiments are those polyalkylene glycols which have a number average molecular weight of from about 200 to about 900, specifically from about 300 to about 600, more specifically from about 400 to about 600, and from about 4 to about 18, preferably from about 6 to about 12, more preferably from about 8 to about 12, repeating alkylene oxide radicals wherein each of the repeating alkylene oxide radicals has from 2 to 6 carbon atoms.
  • polyalkylene glycols include, but are not limited to, PPG-4, wherein R equals methyl and n has an average value of about 4; PEG- 8, wherein R equals hydrogen and n has an average value of about 8 (PEG-8 is available as Carbowax 400 from Union Carbide); PEG-12, wherein R equals hydrogen and n has an average value of about 12 (PEG-12 is available as Carbowax 600 from Union Carbide); and PEG-18, wherein R equals hydrogen and n has an average value of about 18 (PEG-18 is available as Carbowax 900 from Union Carbide).
  • PPG-4 wherein R equals methyl and n has an average value of about 4
  • PEG- 8 wherein R equals hydrogen and n has an average value of about 8
  • PEG-12 wherein R equals hydrogen and n has an average value of about 12
  • PEG-18 wherein R equals hydrogen and n has an average value of about 18 (PEG-18 is available as Carbowax 900 from Union
  • the compositions are substantially free of polyalkylene glycerol ethers.
  • the terms “substantially free” means that the compositions preferably contain less than an effective amount of such agents when used alone to provide any hair styling performance when the compositions are applied to the hair.
  • the negative limitations pertain only to those polyalkylene glyceryl ether styling agents which are also a liquid or semi-solid under ambient conditions, and to compositions which do not contain silicone-containing materials.
  • the compositions preferably contain less than about 5%, more preferably, less than about 2%, even more preferably, less than about 1%, most preferably 0%, of such agents by weight of the compositions.
  • the water-in-oil emulsion compositions typically comprise the styling agent in an amount which provides the desired styling properties.
  • the water-in- oil emulsion compositions comprise the styling agent in an amount of from about 5% to about 20%, more specifically in an amount of from about 5% to about 12%, even more specifically in an amount of from about 7% to about 10%, based on the weight of the emulsion composition.
  • the discontinuous phase of the emulsion compositions of the present invention also comprises any known or otherwise effective solvent or carrier that is suitable for use in formulations intended for topical applications to human hair.
  • the solvent or carrier helps to solubilize or disperse the styling agents described hereinbefore and is substantially non- soluble in the continuous phase. While it is recognized that the polyalkylene glycol styling agent may be dispersed, rather than solubilized, in this component in the discontinuous phase, the term solvent is employed to describe this component herein.
  • the solvent may comprise one or more solvents provided that the selected styling agent is sufficiently miscible or dispersible in the selected solvent.
  • Suitable solvent for the discontinuous phase of the water-in-oil emulsion compositions of the present invention include volatile discontinuous phase solvents.
  • volatile discontinuous phase solvent refers to materials which have a boiling point of less than about 260°C, preferably from about 50°C to about 260°C, more preferably from about 60°C to about 200°C (at about one atmosphere of pressure).
  • Nonlimiting examples of such solvents include water, organic solvents such as C ⁇ -C 6 alkanols, mono- and dialkyl ethers of diethylene (commercially available as Carbitol), and combinations thereof.
  • the discontinuous phase solvent comprises water.
  • the discontinuous phase solvent comprises at least 80% water, more preferably at least 90% water.
  • the discontinuous phase solvent consists essentially of water.
  • the total concentration of the discontinuous phase in the compositions of the present invention will vary with the type of discontinuous phase solvent selected, the type of styling agent used in combination with the solvent, and the solubility or dispersibility of the selected styling agent in the solvent.
  • Preferred total concentration of the discontinuous phase ranges from about 58% to about 95%, more preferably from about 75% to about 92%, and even more preferably from about 80% to about 90%, based on the weight of the emulsion composition.
  • the continuous phase of the emulsion compositions of the present invention comprises a silicone emulsifier. It is believed that the silicone emulsifier provides for improved hair look and feel in the present compositions.
  • Preferred silicone emulsifiers suitable for use in the present invention include those emulsifiers having the general formula (I)
  • X is selected from the group consisting of hydrogen, alkyl, alkoxy and acyl groups having from about 1 to about 16 carbon atoms, n is from about 1 to about 100, m is from about 1 to about 40, the molecular weight of the residue (C H 4 O-) x (C 3 H 6 O-) y X is from about 50 to about 2000, and x and y are such that the weight ratio of oxyethylene.Oxypropylene is from about 100:0 to about 0:100.
  • Silicone emulsifiers which are suitable for use in the present compositions include, but are not limited to, dimethicone copolyols, cetyl dimethicone copolyols, laurylmethicone copolyols, including crosslinked forms thereof, and mixtures thereof.
  • silicone emulsifiers include, but are not limited to, dimethicone copolyols such as DC5225C, DC3225C and DC 5000 (commercially available from Dow Corning Corp.); SF1228, SF1328 and SF1528 (commercially available from General Electric Co.); Silwet L-7602 and Silwet L-7622 (commercially available from CKWitco); and KF6015, KF6016 and KF6017 (commercially available from Shin-Etsu); cetyl dimethicone copolyols such as Abil WE-09, Abil WS-08 and Abil EM 90 (commercially available from Goldsmith); octyldimethicone ethoxyglucoside copolyols such as Belsil SPG 128 VP (commercially available from Wacker); dimethicone copolyol crosspolymers such as KGS21 (commercially available from Shin- Etsu); and laurylmethicone
  • the water-in-oil emulsion compositions typically comprise the silicone emulsifier in an amount of from about 0.25% to about 7%, more preferably in an amount of from about 0.5% to about 3%, even more preferably in an amount of from about 0.5% to about 1.5%, based on the weight of the emulsion composition.
  • the continuous phase of the emulsion compositions of the present invention also includes a volatile, hydrophobic solvent. It is recognized that the emulsifier may be dispersed in the hydrophobic solvent, rather than solubilized therein. Nevertheless, this component is referred to as a solvent for the continuous phase described herein.
  • the term "volatile hydrophobic solvent” means that the solvent exhibits a significant vapor pressure at ambient conditions (e.g., 1 atmosphere at 25°C), as understood by those skilled in the scientific arts. Specially, the solvent has a boiling point at one atmosphere of about 260°C or less, preferably about 230°C or less, more preferably about 215°C. or less, and most preferably about 210°C or less and a solubility parameter of about 8.5 (cal/cm 3 ) 1/2 or less.
  • the solvent component should also be acceptable for topical application to the hair.
  • Hydrophobic solvents which are suitable for use in the present compositions include, but are not limited to, volatile silicones, branched chain hydrocarbons and mixtures thereof.
  • Preferred silicones useful as the volatile hydrophobic solvent include, but are not limited to, volatile siloxanes such as phenyl pentamethyl disiloxane, phenylethylpentamethyl disiloxane, hexamethyl disiloxane, methoxy propylheptamethyl cyclotetrasiloxane, chloropropyl pentamethyl disiloxane, hydroxypropyl pentamethyl disiloxane, octamethyl cyclotetrasiloxane, decamethyl cylcopentasiloxane, and mixtures thereof.
  • volatile silicones More preferred among the volatile silicones are cyclomethicones, examples of which include hexamethyl disiloxane, octamethyl cyclo tetrasiloxane and decamethyl cyclopentasiloxane, which are commonly referred to as D4 and D5 cyclomethicone, respectively.
  • volatile silicones include, but are not limited to, cyclopentasiloxane (commercially available from General Electric Co. as SF1202), hexymethicone (commercially available from Archimica as Silcare 41M10), caprylil methicone (commercially available from Archimica as Silcare 41M15), stearoxytrimethylsilane and mixtures thereof.
  • Hydrophobic branched chain hydrocarbons useful as the volatile, hydrophobic solvent herein include, but are not limited to, those containing from about 7 to about 14, more preferably from about 10 to about 13, and most preferably from about 11 to about 12 carbon atoms. Saturated hydrocarbons are preferred, although it is not intended to exclude unsaturated hydrocarbons. Examples of such preferred branched chain hydrocarbons include isoparaffins of the above chain sizes.
  • isoparaffins include Isopar E (C 8 -C 9 isoparaffins), Isopar H and K (C ⁇ -C ⁇ 2 isoparaffins), and Isopar L (C ⁇ - C 13 isoparaffins) or mixtures thereof (all commercially available form Exxon Chemical Co.)
  • isododecane and isoundecane are examples of isododecane and isoundecane. Isododecane is preferred and is commercially available from Presperse, Inc. as Permethyl TM 99A.
  • the water-in-oil emulsion compositions typically comprise the volatile, hydrophobic solvent in an amount suitable to form a continuous phase with the silicone emulsifier.
  • the emulsion composition comprises from about 5% to about 35%, more preferably from about 8% to about 25%, even more preferably from about 10% to about 20%, of the volatile hydrophobic solvent, based on the weight of the composition.
  • the emulsion compositions of the present invention provide hair care compositions which exhibit good dry hair restyling performance and good hair look and feel for extended periods of time without the need to reapply the compositions or to apply any other styling aids.
  • the emulsion compositions of the present invention also provide leave-on hair styling compositions which do not feel oily or greasy, or unduly sticky or stiff after the composition has been applied and allowed to dry. Additionally, the emulsion compositions of the present invention exhibit good styling aesthetics, including frizz and volume control, superior hold, and superior hair look and feel.
  • Optional Components including frizz and volume control, superior hold, and superior hair look and feel.
  • the water-in-oil emulsion compositions of the present invention may further comprise one or more optional components known or otherwise effective for use in hair care or personal care products, provided that the optional components are physically and chemically compatible with the components described above, or do not otherwise unduly impair product stability, aesthetics or performance.
  • optional components are disclosed in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA Cosmetic Ingredient Handbook, Second Edition, 1992, both of which are incorporated by reference herein in their entirety.
  • the hereinbefore described water-in-oil emulsion compositions of the present invention may further comprise one or more optional styling polymers which can help provide improved initial hair hold performance.
  • the total concentration of such optional styling polymers ranges from about 0.25% to about 1.5%, preferably from about 0.5% to about 4.0%, by weight of the emulsion compositions.
  • Optional styling polymers for use in combination with the styling agents defined herein include any known or otherwise effective styling polymer.
  • Such optional styling polymers include, but are not limited to, polysaccharide styling polymers, polyvinylpyrrolidone polymers and copolymers, polyvinylcaprolactam polymers and copolymers, hydrophilic polyurethanes, vinylacetate / crotonate / vinylneodecanoate terpolymers, isobutylene ethylmaleimide / hydroxyethylmaleimide copolymers, octylacrylamide / (meth)acrylate / alkylaminoalkyl(meth)acrylate terpolymers, and mixtures thereof, and/or their derivatives, and/or mixtures thereof.
  • suitable polysaccharide styling polymers include anionic polysaccharides, cationic polysaccharides, and glucosamine polysaccharide derivatives.
  • Suitable optional cationic polysaccharide styling polymers for use herein include, but are not limited to, hydroxyalkyl cellulose polymers such as hydroxyethyl cellulose polymers and copolymers, for example copolymers of hydroxyethyl cellulose and diallyldimethyl ammonium chloride (referred to in the industry by CTFA as Polyquaternium-4) such as those commercially available from National Starch (Bridgewater, New Jersey) under the CELQUAT tradename (e.g., CELQUAT L-200 and CELQUAT H-100); and cationic quaternary ammonium-containing polymers, including, for example, homopolymers of hydroxyethyl cellulose reacted with a trimethyl ammonium substituted epoxide, (referred to in the industry by CTFA as Polyquaternium- 10) such as those commercially available from Amerchol Corp.
  • UCARE tradename e.g. UCARE POLYMER JR-400, and UCARE POLYMER LR-400
  • CELQUAT tradename e.g., CELQUAT SC 230 and CELQUAT SC 240.
  • nonionic cellulosic derivatives such as methyl and hydroxyalkyl celluloses. More specifically, the hydroxyethyl celluloses, sold under various tradenames (e.g., Natrosol by Aqualon, and Cellosize by Union Carbide) are available in a wide variety of molecular weights and degrees of substitution. Methyl celluloses are available from Dow Chemical Company and hydroxypropyl methylcellulose is available from Aqualon. Examples of such materials include Klucel H, Natrosol 300H, and Cellosize QP-40.
  • hydroxyethyl celluloses sold under various tradenames (e.g., Natrosol by Aqualon, and Cellosize by Union Carbide) are available in a wide variety of molecular weights and degrees of substitution. Methyl celluloses are available from Dow Chemical Company and hydroxypropyl methylcellulose is available from Aqualon. Examples of such materials include Klucel H, Natrosol 300H, and Cellosize QP-40.
  • Suitable optional polyvinylpyrrolidone polymers and copolymers for use herein include, but are not limited to, polyvinylpyrrolidone/vinyl acetate copolymers, polyvinylpyrrolidone / polyvinylcaprolactam copolymers, polyvinylpyrrolidone / dialkylaminoalkyl(meth)acrylamide copolymers, polyvinylpyrrolidone / polyvinylcaprolactam / dialkylaminoalkyl(meth)acrylamide terpolymers, polyvinylpyrrolidone / dialkylaminoalkylacrylate copolymers, and polyvinylpyrrolidone / polyvinylcaprolactam / dialkylaminoalkyl(meth)acrylate terpolymers.
  • An example of the use of chitin to make a chitin derivative for use in the compositions herein is the preparation of Chitosan, a water-soluble chitin derivative that is prepared by the known process of deacylation of the chitin compound.
  • the chitin derivatives can also be prepared by other methods well known in the art for the preparation of such materials, including the hydroxypropylation of the chitin compound.
  • chitin derivatives suitable for use as an optional styling polymer herein include those chitin derivatives which are commercially available in a neutralized or unneutralized form.
  • suitable neutralizing agents include, but are not limited to, lactic acid, pyrrolidone carboxylic acid, and glycolic acid.
  • chitin derivatives for use as an optional styling polymer include, but are not limited to, Kytamer L and Kytamer PC (both are neutralized Chitosan materials commercially available from the Amerchol Corp., located in Edison, New Jersey); and Hydagen HCMF having a molecular weight (MW) of 50,000 to 1,000,000, Hydagen DCMF having a MW of 300,000 to 2,000,000, and Hydagen CMFP having a MW of 500,000 to 5,000,000 (all are unneutralized Chitosan materials commercially available from the Henkel Corp., located in Hoboken, New Jersey). Kytamer L is the most preferred chitin derivative.
  • the water-in-oil emulsion compositions of the present invention may further comprise a gelling agent or thickener in the discontinuous phase to help provide the desired viscosity to the residue which remains on the hair after the composition has been applied and allowed to dry on the hair.
  • the preferred optional gelling agent also helps to provide for improved hair hold performance.
  • Suitable optional gelling agents include any material known or otherwise effective in providing any gelling or measurable viscosity increase to the residue.
  • the concentration of the optional gelling agent in the compositions typically ranges from about 0.1% to about 2%, preferably from about 0.2% to about 0.5%, by weight of the compositions.
  • suitable optional gelling agents include crosslinked carboxylic acid polymers; unneutralized crosslinked carboxylic acid polymers; unneutralized modified crosslinked carboxylic acid polymers; crosslinked ethylene/maleic anhydride copolymers; unneutralized crosslinked ethylene/maleic anhydride copolymers (e.g., EM A 81 commercially available from Monsanto); unneutralized crosslinked allyl ether/acrylate copolymers (e.g., Salcare SC90 commercially available from Allied Colloids); unneutralized crosslinked copolymers of sodium polyacrylate, mineral oil, and PPG-1 trideceth-6 (e.g., Salcare SC91 commercially available from Allied Colloids); unneutralized crosslinked copolymers of methyl vinyl ether and maleic anhydride (e.g., Stabileze QM-PVM/MA copolymer commercially available from International Speciality Products); hydrophobically modified nonionic cellulose polymers; hydrophobically modified nonionic cellulose poly
  • Preferred optional gelling agents include water-soluble unneutralized crosslinked ethylene/maleic anhydride copolymers, water-soluble unneutralized crosslinked carboxylic acid polymers, and water-soluble hydrophobically modified nonionic cellulose polymers.
  • Examples of commercially available crosslinked carboxylic acid homopolymers suitable for use herein include the carbomers, which are homopolymers of acrylic acid crosslinked with allyl ethers of sucrose or pentaerytritol.
  • the carbomers are available as the Carbopol® 900 series from B.F. Goodrich. Most preferred are the commercially available carbomers which have unneutralized acid monomers.
  • Examples of commercially available crosslinked carboxylic acid copolymers suitable for use herein include copolymers of C 10 . 3 o alkyl acrylates with one or more monomers of acrylic acid, methacrylic acid, or one of their short chain (i.e. C M alcohol) esters, wherein the crosslinking agent is an allyl ether of sucrose or pentaerytritol.
  • These copolymers are known as acrylates/C 10 . 3 o alkyl acrylate crosspolymers and are commercially available as Carbopol® 1342, Pemulen TR-1, and Pemulen TR-2, from B.F. Goodrich.
  • Suitable crosslinked carboxylic acid polymers are more fully described in U.S. Patent No. 5,087,445, to Haffey et al., issued February 11, 1992; U.S. Patent No. 4,509,949, to Huang et al., issued April 5, 1985; U.S. Patent No. 2,798,053, to Brown, issued July 2, 1957; which descriptions are incorporated by reference herein. See also, CTFA International Cosmetic Ingredient Dictionary, fourth edition, 1991, pp. 12 and 80; which description is also incorporated herein by reference.
  • optional materials suitable for use in the water-in-oil emulsion compositions of the present invention include, but are not limited to, preservatives, surfactants, conditioning polymers, electrolytes, fatty alcohols, hair dyes, anti-dandruff actives, odor masking agents, pH adjusting agents, perfume oils, perfume solubilizing agents, sequestering agents, emollients, lubricants and penetrates such as various lanolin compounds and protein hydrolysates.
  • concentration of such optional ingredients generally ranges from zero to about 25%, more typically from about 0.05% to about 15%, even more typically from about 0.1% to about 10%, by weight of the composition.
  • the water-in-oil emulsion compositions of the present invention are used in conventional ways, including lotions and creams, to provide hair style/hold benefits without having to reapply the compositions for several days.
  • An effective amount of the composition is applied either onto dry or wet hair before the hair is styled.
  • "effective amount” means an amount sufficient to provide the hair hold and style performance desired according to the length and texture of the hair. Additionally, the hair styling and hold benefits are provided without causing the hair to look or feel oily or greasy.
  • Examples I-X describe water-in-oil emulsion compositions of the present invention.
  • Each of the exemplified compositions are prepared according to the following procedure. In a suitable vessel, the continuous phase ingredients are combined and mixed until uniform. In a separate vessel, the discontinuous phase ingredients (except perfume) are combined and heated to approximately 50°C until melted. Dispersion of each of the discontinuous phase ingredients should be complete before proceeding to the next addition. The discontinuous phase is then cooled to ambient temperature. Next, the discontinuous phase is slowly added to the continuous phase while maintaining adequate mixing. If needed, the resultant mixture can be homogenized to build viscosity.
  • Each of the exemplified compositions provides improved dry hair restyle performance without the need to reapply the composition or to apply any other additional styling aids.
  • DC5225C Formulation Aid (10.5% dimethicone copolyol; 89.5% cyclopentasiloxane) supplied by Dow Corning

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Abstract

L'invention concerne des compositions d'entretien capillaire à émulsion eau-dans-huile, qui renferment une phase discontinue à polyalkylène glycol soluble dans l'eau dont la masse moléculaire moyenne en nombre est comprise entre environ 200 et environ 900 et qui comporte entre environ 4 et environ 18 radicaux d'oxyde d'alkylène répétés. Chaque radical a entre 2 et 6 atomes de carbone. Ces compositions renferment aussi une phase continue qui comprend un émulsifiant au silicone et un solvant hydrophobe volatil. L'invention concerne également des procédés de coiffure qui consistent à appliquer les compositions à la chevelure.
PCT/US2001/023749 2000-08-03 2001-07-27 Compositions a base d'emulsion eau-dans-huile avec agents capillaires a base de polyalkylene glycol WO2002011684A2 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU2001280858A AU2001280858A1 (en) 2000-08-03 2001-07-27 Water-in-oil emulsion compositions comprising polyalkylene glycol styling agents
MXPA03001012A MXPA03001012A (es) 2000-08-03 2001-07-27 Composiciones de emulsiones agua en aceite que comprenden agentes estilizantes de polialquilenglicol.
EP01959285A EP1309306A2 (fr) 2000-08-03 2001-07-27 Compositions a base d'emulsion eau-dans-huile avec agents capillaires a base de polyalkylene glycol
JP2002517022A JP2004505901A (ja) 2000-08-03 2001-07-27 ポリアルキレングリコールスタイリング剤を含む油中水型エマルション組成物

Applications Claiming Priority (2)

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US63131400A 2000-08-03 2000-08-03
US09/631,314 2000-08-03

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WO2002011684A3 WO2002011684A3 (fr) 2002-08-29
WO2002011684A8 WO2002011684A8 (fr) 2003-10-30

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JP (1) JP2004505901A (fr)
CN (1) CN1592603A (fr)
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WO (1) WO2002011684A2 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1495749A2 (fr) 2003-07-07 2005-01-12 Beiersdorf AG Composition cosmétique fixante permettant plusieurs mises en forme des cheveux
DE102004060246A1 (de) * 2004-12-15 2006-07-06 Cognis Ip Management Gmbh Verwendung von Chitosan gegen Juckreiz
EP2186543A1 (fr) 2008-11-18 2010-05-19 KPSS-Kao Professional Salon Services GmbH Composition d'émulsion d'eau dans l'huile pour les cheveux

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EP1792640A1 (fr) * 2005-12-02 2007-06-06 Wella Aktiengesellschaft Crème de coiffrage
JP5551341B2 (ja) * 2008-03-19 2014-07-16 東レ・ダウコーニング株式会社 水中油型オルガノポリシロキサンエマルジョン組成物、それからなる化粧料原料およびそれを用いた頭髪化粧料の製造方法
CN101584647B (zh) 2008-05-20 2012-10-31 赢创德固赛特种化学(上海)有限公司 高维生素c含量油包多元醇组合物及其制备方法
CN101606901B (zh) 2008-06-20 2012-11-07 赢创德固赛特种化学(上海)有限公司 高含水量唇膏及其制备方法
JP4889795B2 (ja) * 2009-04-28 2012-03-07 株式会社 資生堂 整髪用化粧料
KR20120060869A (ko) * 2009-08-31 2012-06-12 가부시키가이샤 시세이도 정발용 화장료
JP2012025727A (ja) * 2009-08-31 2012-02-09 Shiseido Co Ltd 整髪用化粧料
CN103271840A (zh) * 2012-03-19 2013-09-04 江苏飞翔化工股份有限公司 脂肪醇聚氧乙基醚聚硅氧烷的应用

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EP0407089A2 (fr) * 1989-06-29 1991-01-09 Unilever Plc Composition cosmétique
US5576064A (en) * 1993-03-11 1996-11-19 Roussel Uclaf Multiple emulsions
US5942213A (en) * 1992-01-27 1999-08-24 L'oreal Water-in-oil emulsion stable in the course of time, with silicone content
EP0970682A2 (fr) * 1998-07-01 2000-01-12 L'oreal Composition sous forme d'émulsion eau-dans-huile ayant une vitesse de cisaillement évolutive
WO2000040212A1 (fr) * 1999-01-04 2000-07-13 The Procter & Gamble Company Composition transparente pour le conditionnement des cheveux comprenant un emulsifiant hydrophobe et des particules visibles et cassables
EP1152022A1 (fr) * 2000-05-05 2001-11-07 Societe D'exploitation De Produits Pour Les Industries Chimiques, S.E.P.P.I.C. Latex inverses sur huiles blanches minérales, squalane, polyisobutène hydrogéné, isohexadécane ou isododécane, compositions cosmétiques ou pharmaceutiques en comportant

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0407089A2 (fr) * 1989-06-29 1991-01-09 Unilever Plc Composition cosmétique
US5942213A (en) * 1992-01-27 1999-08-24 L'oreal Water-in-oil emulsion stable in the course of time, with silicone content
US5576064A (en) * 1993-03-11 1996-11-19 Roussel Uclaf Multiple emulsions
EP0970682A2 (fr) * 1998-07-01 2000-01-12 L'oreal Composition sous forme d'émulsion eau-dans-huile ayant une vitesse de cisaillement évolutive
WO2000040212A1 (fr) * 1999-01-04 2000-07-13 The Procter & Gamble Company Composition transparente pour le conditionnement des cheveux comprenant un emulsifiant hydrophobe et des particules visibles et cassables
EP1152022A1 (fr) * 2000-05-05 2001-11-07 Societe D'exploitation De Produits Pour Les Industries Chimiques, S.E.P.P.I.C. Latex inverses sur huiles blanches minérales, squalane, polyisobutène hydrogéné, isohexadécane ou isododécane, compositions cosmétiques ou pharmaceutiques en comportant

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1495749A2 (fr) 2003-07-07 2005-01-12 Beiersdorf AG Composition cosmétique fixante permettant plusieurs mises en forme des cheveux
DE102004060246A1 (de) * 2004-12-15 2006-07-06 Cognis Ip Management Gmbh Verwendung von Chitosan gegen Juckreiz
EP2186543A1 (fr) 2008-11-18 2010-05-19 KPSS-Kao Professional Salon Services GmbH Composition d'émulsion d'eau dans l'huile pour les cheveux
WO2010057615A1 (fr) 2008-11-18 2010-05-27 Kpss-Kao Professional Salon Services Gmbh Composition d'émulsion eau dans huile pour les cheveux
US8865145B2 (en) 2008-11-18 2014-10-21 Kao Germany Gmbh Water-in-oil emulsion composition for hair

Also Published As

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AU2001280858A1 (en) 2002-02-18
WO2002011684A8 (fr) 2003-10-30
WO2002011684A3 (fr) 2002-08-29
CN1592603A (zh) 2005-03-09
EP1309306A2 (fr) 2003-05-14
JP2004505901A (ja) 2004-02-26
MXPA03001012A (es) 2003-05-27

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