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WO2002017864A1 - Composition revitalisante capillaire a appliquer avant le shampooing - Google Patents

Composition revitalisante capillaire a appliquer avant le shampooing Download PDF

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Publication number
WO2002017864A1
WO2002017864A1 PCT/US2000/024018 US0024018W WO0217864A1 WO 2002017864 A1 WO2002017864 A1 WO 2002017864A1 US 0024018 W US0024018 W US 0024018W WO 0217864 A1 WO0217864 A1 WO 0217864A1
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WO
WIPO (PCT)
Prior art keywords
hair
oil
silicone
conditioning
available
Prior art date
Application number
PCT/US2000/024018
Other languages
English (en)
Inventor
Natsumi Komure
Miwa Nagao
Aiko Takabatake
Bruce Russell Cox
Original Assignee
The Procter And 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.)
Filing date
Publication date
Priority to AU2000270997A priority Critical patent/AU2000270997A1/en
Application filed by The Procter And Gamble Company filed Critical The Procter And Gamble Company
Priority to PCT/US2000/024018 priority patent/WO2002017864A1/fr
Priority to JP2002522838A priority patent/JP2004517812A/ja
Priority to EP00959725A priority patent/EP1313429A1/fr
Priority to MXPA03001801A priority patent/MXPA03001801A/es
Priority to CN00819859.4A priority patent/CN1454073A/zh
Priority to JP2002522839A priority patent/JP2004518619A/ja
Priority to AU2001241677A priority patent/AU2001241677A1/en
Priority to MXPA03001802A priority patent/MXPA03001802A/es
Priority to PCT/US2001/005739 priority patent/WO2002017865A1/fr
Priority to CN01814951.0A priority patent/CN1449275A/zh
Priority to EP01912950A priority patent/EP1313430A1/fr
Publication of WO2002017864A1 publication Critical patent/WO2002017864A1/fr
Priority to US10/375,203 priority patent/US20030143178A1/en

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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
    • A61K8/30—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
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • 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
    • A61K8/25—Silicon; Compounds thereof
    • 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
    • A61K8/31—Hydrocarbons
    • 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
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • 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
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • 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
    • A61K8/60—Sugars; Derivatives thereof
    • 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
    • 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
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • 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

  • the present invention relates to pre-shampoo conditioning compositions which deliver conditioning benefit to the hair by applying on dry hair and subsequently washing the hair with a shampoo.
  • the present invention relates to pre-shampoo conditioning compositions containing a conditioning oil and a thickener.
  • shampooing cleans the hair by removing excess soil and sebum.
  • shampooing can leave the hair in a wet, tangled, and generally unmanageable state. Once the hair dries, it is often left in a dry, rough, lusterless, or frizzy condition due to removal of the hair's natural oils and other natural conditioning and moisturizing components.
  • the hair can further be left with increased levels of static upon drying, which can interfere with combing and result in a condition commonly referred to as "fly-away hair", or contribute to an undesirable phenomena of "split ends", particularly for long hair.
  • conditioners Although some consumers prefer the ease and convenience of a shampoo which includes conditioners, a substantial proportion of consumers prefer the more conventional conditioner formulations which are applied to the hair as a separate step from shampooing.
  • conditioners there are two types of product forms that consumers prefer using.
  • One form is the rinse off type conditioners, which would be applied during a bathing regimen subsequent to shampooing the hair, and typically be rinsed off from the hair.
  • Another form is the leave on type conditioners, which would be applied to the hair in a dry or partially wet condition, typically as part of a styling regimen, and the hair would be left to dry.
  • oils which are liquid at room temperature, such as coconut oil
  • Such oils are difficult to effectively deliver to the hair.
  • the oils When such oils are contained in rinse off conditioning formulations and applied to the hair in a wet condition subsequent to shampooing, the oils would not deposit on and/or penetrate in the hair in an effective manner, and thus easily washed off in the rinsing process.
  • leave on conditioning formulations and applied in a relatively dry condition and left to dry the hair would be left with a sticky feel and a negative appearance.
  • the conditioning benefit of oils were not achieved with the conventional method of use for such oils.
  • the present invention is directed to a hair conditioning composition for applying to the dry hair prior to washing the hair, comprising by weight:
  • a thickener in an amount which provides the composition to have a viscosity of from about 500 mPa «s to about 200,000 mPa»s, the thickener selected from the group consisting of fatty compounds, waxy compounds, gelling agents, inorganic thickeners, oil soluble polymers, and mixtures thereof.
  • composition of the present invention comprises by weight from about 30% to about 99.9%, preferably from about 50% to about 99.9% of a conditioning oil which is in liquid form at 25°C.
  • conditioning oils useful herein are those which deposit and cover the surface of the hair when it is dry.
  • the conditioning oils useful herein are those which can, to some extent, penetrate into the hair and thus not easily washed off after subsequent shampooing.
  • Conditioning oils useful herein include those extracted or derived from a natural resource which contain a variety of compounds, and synthetic oils consisting of more or less a single compound. While volatile conditioning oils are not precluded herein, such oils are either kept to a relatively high boiling point or to a low level so as not to dry the hair, scalp, and hands.
  • Useful conditioning oils herein include vegetable oils, animal oils, and oils from other natural resources, synthetic oils, and mixtures thereof. The oils are selected according to the characteristics desired for the conditioner formulations. It is preferred that a certain amount of oils having a molecular weight of less than about 1500 is contained. Without being bound by theory, it is believed that oils having such molecular weight have the ability to penetrate into the hair.
  • vegetable oils comprising a high percentage of oleic acid and its triglyceride esters is preferred. Such high-oleic vegetable oils are believed to provide good penetration and coverage to the hair.
  • Vegetable oils useful herein are canola oil, camellia oil, olive oil, sunflower seed oil, cottonseed oil, soybean oil, peanut oil, olive oil, palm oil, corn oil, rapeseed oil, sesame oil, safflower oil, coconut oil, palm kernel oil, avocado oil, macadamia nut oil, corn oil, persic oil, wheat germ oil, pasanqua oil, linseed oil, perillic oil, teaseed oil, kaya oil, rice bran oil, china paulownia oil, Japanese paulownia oil, jojoba oil, rice germ oil, and mixtures thereof.
  • Particularly preferred are canola oil, camellia oil, olive oil, sunflower seed oil, and mixtures thereof.
  • Animal oils and oils from other natural resources useful herein are sardine oil, lard, tallow, turtle oil, eggyolk oil, mink oil, squalane, lanolin, liquid lanolin, liquid paraffin, vaseline, and mixtures thereof.
  • oils of natural resource useful herein include: canola oil with tradename Canola Salad Oil available from Ajinomoto, olive oil with tradename Fully Refined Olive Oil available from Hispanoliva, and sunflower seed oil with tradename Florasun 90 available from Floratech.
  • Fatty alcohols useful herein as a conditioning oil include those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty alcohols can be straight or branched chain alcohols and are preferably unsaturated alcohols. Nonlimiting examples of these compounds include oleyl alcohol, palmitoleic alcohol, linoleyl alcohol, and recinoleyl alcohol.
  • Fatty acids useful herein as a conditioning oil include those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty acids can be straight or branched chain acids and are unsaturated. Suitable fatty acids include, for example, oleic acid, linoleic acid, linolenic acid, ethyl linolenic acid, ethyl linolenic acid, arachidonic acid, and ricinolic acid.
  • Fatty acid derivatives and fatty alcohol derivatives useful herein as a conditioning oil are defined herein to include, for example, esters of fatty alcohols, alkoxylated fatty alcohols, alkyl ethers of fatty alcohols, alkyl ethers of alkoxylated fatty alcohols, and bulky ester oils such as pentaerythritol ester oils, trimethylol ester oils, citrate ester oils, glyceryl ester oils, and mixtures thereof.
  • Nonlimiting examples of fatty acid derivatives and fatty alcohol derivatives include, for example, methyl linoleate, ethyl linoleate, isopropyl linoleate, isodecyl oleate, isopropyl oleate, ethyl oleate, octyldodecyl oleate, oleyl oleate, decyl oleate, butyl oleate, methyl oleate, octyldodecyl stearate, octyldodecyl isostearate, octyldodecyl isopalmitate, octyl isopelargonate, octyl pelargonate, hexyl isostearate, isopropyl isostearate, isodecyl isononanoate, isopropyl isostearate,
  • Bulky ester oils such as pentaerythritol ester oils, trimethylol ester oils, citrate ester oils and glyceryl ester oils useful herein are those which have a molecular weight of less than about 800, preferably less than about 500.
  • Hydrocarbons useful herein as a conditioning oil include straight chain, cyclic, and branched chain hydrocarbons which can be either saturated or unsaturated, so long as they have a melting point of not more than about 25°C. These hydrocarbons have from about 12 to about 40 carbon atoms, preferably from about 12 to about 30 carbon atoms, and preferably from about 12 to about 22 carbon atoms. Also encompassed herein are polymeric hydrocarbons of alkenyl monomers, such as polymers of C 2-6 alkenyl monomers. These polymers can be straight or branched chain polymers. The straight chain polymers will typically be relatively short in length, having a total number of carbon atoms as described above. The branched chain polymers can have substantially higher chain lengths.
  • the number average molecular weight of such materials can vary widely, but will typically be up to about 500, preferably from about 200 to about 400, and more preferably from about 300 to about 350.
  • mineral oils are liquid mixtures of hydrocarbons that are obtained from petroleum. Specific examples of suitable hydrocarbon materials include paraffin oil, mineral oil, dodecane, isododecane, hexadecane, isohexadecane, eicosene, isoeicosene, tridecane, tetradecane, polybutene, polyisobutene, and mixtures thereof.
  • fatty alcohols and their derivatives useful herein include: oleyl alcohol with tradename UNJECOL 90BHR available from Shin Nihon Rika, various liquid esters with tradenames SCHERCEMOL series available from Scher, and hexyl isostearate with a tradename HIS and isopropryl isostearate having a tradename ZPIS available from Kokyu Alcohol.
  • commercially available bulky ester oils useful herein include: trimethylolpropane tricaprylate/tricaprate with tradename MOBIL ESTER P43 from Mobil Chemical Co.
  • hydrocarbons useful herein include isododecane, isohexadeance, and isoeicosene with tradenames PERMETHYL 99A, PERMETHYL 101 A, and PERMETHYL 1082, available from Presperse (South Plainfield New Jersey, USA), a copolymer of isobutene and normal butene with tradenames INDOPOL H-100 available from Amoco Chemicals (Chicago Illinois, USA), mineral oil with tradename BENOL available from Witco, and isoparaffin with tradename ISOPAR from Exxon Chemical Co. (Houston Texas, USA).
  • Poly -olefin oils useful herein are those derived from 1-alkene monomers having from about 6 to about 16 carbons, preferably from about 6 to about 12 carbons atoms.
  • 1-alkene monomers useful for preparing the poly ⁇ -olefin oils include 1-hexene, 1-octene, 1-decene, 1- dodecene, 1-tetradecene, 1-hexadecene, branched isomers such as 4-methyl-1- pentene, and mixtures thereof.
  • Preferred 1-alkene monomers useful for preparing the poly ⁇ -olefin oils are 1-octene, 1-decene, 1 -dodecene, 1- tetradecene, 1-hexadecene, and mixtures thereof.
  • Poly ⁇ -olefin oils useful herein further have a viscosity of from about 1 to about 35,000 cst, a molecular weight of from about 200 to about 60,000, preferably less than about 6,000, and more preferably less than about 800; and a polydispersity of no more than about 3.
  • poly ⁇ -olefin oils herein include polydecenes with tradenames PURESYN 6 having a number average molecular weight of about 500 available from Mobil Chemical Co.
  • High molecular weight ester oils useful herein as a conditioning oil include pentaerythritol ester oils, trimethylol ester oils, citrate ester oils, glyceryl ester oils, and mixtures thereof.
  • the high molecular weight ester oils herein are "water- insoluble".
  • water-insoluble means the compound is substantially not soluble in water at 25°C; when the compound is mixed with water at a concentration by weight of above 1.0%, preferably at above 0.5%, the compound is temporarily dispersed to form an unstable colloid in water, then is quickly separated from water into two phases.
  • Pentaerythritol ester oils useful herein are those having the following formula: wherein R 1 , R 2 , R 3 , and R 4 , independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 1 , R 2 , R 3 , and R 4 independently, are branched, straight, saturated, or unsaturated alkyl groups having from about 8 to about 22 carbons. More preferably, R 1 , R 2 , R 3 and R 4 are defined so that the molecular weight of the compound is from about 500 to about 1200.
  • Trimethylol ester oils useful herein are those having the following formula:
  • R 11 is an alkyl group having from 1 to about 30 carbons
  • R 12 , R 13 , and R 14 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 11 is ethyl and R 12 , R 13 , and R 14 , independently, are branched, straight, saturated, or unsaturated alkyl groups having from 8 to about 22 carbons. More preferably, R 11 , R 12 , R 13 and R 14 are defined so that the molecular weight of the compound is from about 500 to about 1200.
  • pentaerythritol ester oils and trimethylol ester oils herein include pentaerythritol tetraisostearate, pentaerythritol tetraoleate, trimefhylolpropane triisostearate, trimethylolpropane trioleate, and mixtures thereof.
  • Such compounds are available from Kokyo Alcohol with tradenames KAKPTl, KAKTTI, and Shin-nihon Rika with tradenames PTO, ENUJERUBU TP3SO.
  • Citrate ester oils useful herein are those having a molecular weight of at least about 500 having the following formula: wherein R 21 is OH or CH 3 COO, and R 22 , R 23 , and R 24 , independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 21 is OH
  • R 22 , R 23 , and R 24 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 8 to about 22 carbons.
  • citrate ester oils herein include triisocetyl citrate with tradename CITMOL 316 available from Bernel, triisostearyl citrate with tradename PELEMOL TISC available from Phoenix, and trioctyldodecyl citrate with tradename CITMOL 320 available from Bernel.
  • Glyceryl ester oils useful herein are those having a molecular weight of at least about 500 and having the following formula:
  • R 41 , R 42 , and R 43 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 41 , R 42 , and R 43 are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 8 to about 22 carbons.
  • Particularly useful glyceryl ester oils herein include triisostearin with tradename SUN ESPOL G-318 available from Taiyo Kagaku, triolein with tradename CITHROL GTO available from Croda Surfactants Ltd., trilinolein with tradename EFADERMA-F available from Vevy, or tradename EFA-
  • the composition of the present invention comprises a thickener in an amount which provides the composition to have a viscosity of from about 500 mPa «s to about 200,000 mPa*s, preferably from about 1 ,000 mPa»s to about 100,000 mPa»s.
  • a viscosity is suitable for providing a product which is easily applied to the hair, while not being too sticky.
  • the viscosity herein is measured by a Brookfield DV-II + viscometer. When the viscosity is above about 10,000 mPa*s, a #52 spindle is used and measured at a condition of using 0.5 ml of the sample at 1 rpm after 1 minute at 27°C. When the viscosity is below about 10,000 mPa*s, a #41 spindle is used and measured at a condition of using 2 ml of the sample at 1 rpm after 3 minutes at 27°C.
  • the thickeners useful herein are selected from the group consisting of fatty compounds, waxy compounds, gelling agents, inorganic thickeners, oil soluble polymers, and mixtures thereof.
  • the amount and type of thickeners are selected according to the desired viscosity and characteristics of the product.
  • a combination of thickeners are used.
  • the total amount of thickeners used is from about 0.1 % to about 60%.
  • a thickener comprising a combination of from about 0.1 % to about 10% fatty alcohol and from about 0.1% to about 50%, preferably up to about 30% of waxy compounds is used. In another preferred embodiment, from about 0.1% to about 10% of gelling agents is used. In another preferred embodiment, a thickener comprising from about 0.1 % to about 10% inorganic thickeners is used.
  • the fatty compound useful herein have a melting point of 25°C or higher, and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof. It is understood by the artisan that, depending on the number and position of double bonds, and length and position of the branches, certain compounds having certain required carbon atoms may have a melting point of less than 25°C.
  • the fatty compounds useful as thickeners herein are only those having a melting point of 25°C or higher.
  • the fatty alcohols useful herein are those having from about 14 to about
  • fatty alcohols are saturated and can be straight or branched chain alcohols.
  • fatty alcohols include, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
  • the fatty acids useful herein are those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty acids are saturated and can be straight or branched chain acids. Also included are diacids, triacids, and other multiple acids which meet the requirements herein. Also included herein are salts of these fatty acids.
  • Nonlimiting examples of fatty acids include lauric acid, palmitic acid, stearic acid, behenic acid, sebacic acid, and mixtures thereof.
  • the fatty alcohol derivatives and fatty acid derivatives useful herein include alkyl ethers of fatty alcohols, alkoxylated fatty alcohols, alkyl ethers of alkoxylated fatty alcohols, esters of fatty alcohols, fatty acid esters of compounds having esterifiable hydroxy groups, hydroxy-substituted fatty acids, and mixtures thereof.
  • Nonlimiting examples of fatty alcohol derivatives and fatty acid derivatives include materials such as methyl stearyl ether; the ceteth series of compounds such as ceteth-1 through ceteth-45, which are ethylene glycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 10, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth-10, which are the ethylene glycol ethers of ceteareth alcohol, i.e.
  • high melting point fatty compounds useful herein include: cetyl alcohol, stearyl alcohol, and behenyl alcohol having tradenames KONOL series available from Shin Nihon Rika (Osaka, Japan), and NAA series available from NOF (Tokyo, Japan); pure behenyl alcohol having tradename 1- DOCOSANOL available from WAKO (Osaka, Japan), various fatty acids having tradenames NEO-FAT available from Akzo (Chicago Illinois, USA), HYSTRENE available from Witco Corp. (Dublin Ohio, USA), and DERMA available from Vevy
  • Waxy compounds are useful as thickeners of the present invention.
  • Useful herein are petrolatum, which is a mixture of hydrocarbons obtained from petroleum and which is semisolid at room temperature, paraffin wax, microcrystalline wax, ozokerite wax, ceresin wax, camauba wax, candellila wax, eicosanyl behenate, and mixtures thereof. Petrolatum is particularly preferred.
  • waxy compounds useful herein include petrolatum having a tradename Super White Protopet available from Witco, Candelilla wax NC-
  • the gelling agents useful as thickeners of the present invention include esters and amides of fatty acid gellants, hydroxy acids, hydroxy fatty acids, cholesterolic materials, lanolinolic materials, other amide gellants, and crystalline gellants.
  • N-acyl amino acid amides useful herein are prepared from glutamic acid, lysine, glutamine, aspartic acid and mixtures thereof. Particularly preferred are n-acyl glutamic acid amides corresponding to the following formula: R 2 -NH-CO-(CH 2 ) 2 -CH-(NH-CO-R 1 )-CO-NH-R 2 wherein R 1 is an aliphatic hydrocarbon radical having from about 12 to about 22 carbon atoms, and R 2 is an aliphatic hydrocarbon radical having from about 4 to about 12 carbon atoms.
  • Non-limiting examples of these include n-lauroyl-L- glutamic acid dibutyl amide, n-stearoyl-L-glutamic acid diheptyl amide, and mixtures thereof. Most preferred is n-lauroyl-L-glutamic acid dibutyl amide, also referred to as dibutyl lauroyl glutamide.
  • This material is commercial available with tradename Gelling agent GP-1 available from Ajinomoto.
  • gelling agents suitable for use in the compositions include 12- hydroxystearic acid, esters of 12-hydroxystearic acid, amides of 12- hydroxystearic acid and combinations thereof.
  • These preferred gellants include those which correspond to the following formula: R 1 -CO-(CH 2 ) ⁇ o-CH-(OH)-(CH 2 )5-CH3 wherein R 1 is R 2 or NR 2 R 3 ; and R 2 and R 3 are hydrogen, or an alkyl, aryl, or arylalkyl radical which is branched linear or cyclic and has from about 1 to about 22 carbon atoms; preferably, from about 1 to about 18 carbon atoms.
  • R 2 and R 3 may be either the same or different; however, at least one is preferably a hydrogen atom.
  • Preferred among these gellants are those selected from the group consisting of 12-hydroxystearic acid, 12-hydroxystearic acid methyl ester, 12-hydroxystearic acid ethyl ester, 12-hydroxystearic acid stearyl ester, 12- hydroxystearic acid benzyl ester, 12-hydroxystearic acid amide, isopropyl amide of 12-hydroxystearic acid, butyl amide of 12-hydroxystearic acid, benzyl amide of 12-hydroxystearic acid, phenyl amide of 12-hydroxystearic acid, t-butyl amide of 12-hydroxystearic acid, cyclohexyl amide of 12-hydroxystearic acid, 1 -adamantyl amide of 12-hydroxystearic acid, 2-adamantyl amide of 12-hydroxystearic acid, diisopropyl amide of 12-hydroxystearic acid, and mixture
  • Suitable amide gellants include disubstituted or branched monoamide gellants, monosubstituted or branched diamide gellants, triamide gellants, and combinations thereof, excluding the n-acyl amino acid derivatives selected from the group consisting of n-acyl amino acid amides, n-acyl amino acid esters prepared from glutamic acid, lysine, glutamine, apartic acid, and combinations thereof, and which are specifically disclosed in U.S. Patent 5,429,816.
  • Alkyl amides or di- and tri-basic carboxylic acids or anhydrides suitable for use in the composition include alkyl amides of citric acid, tricarballylic acid, aconitic acid, nitrilotriacetic acid, succinic acid and itaconic acid such as 1 ,2,3- propane tributylamide, 2-hydroxy-1 ,2,3-propane tributylamide, 1 -propene-1 ,2,3- triotylamide, N,N',N"-tri(acetodecylamide amine, 2-dodecyl-N,N'- dihexylsuccinamide, and 2 dodecyl-N,N'-dibutylsuccinamide.
  • alkyl amides of citric acid, tricarballylic acid, aconitic acid, nitrilotriacetic acid, succinic acid and itaconic acid such as 1 ,2,3- propane tributy
  • alkyl amides of di-carboxylic acids such as di-amides of alkyl succinic acids, alkenyl succinic acids, alkyl succinic anhydrides and alkenyl succinic anhydrides, more preferably 2-dodecyl-N,N'-dibutylsuccinamide.
  • Preferred solid non-polymeric gellants for use herein include those enantomeric compounds or materials containing at least one asymmetric (chiral) carbon atom.
  • Non-limiting examples of these preferred enantomeric gellants include 12-hydroxystearic acid, other hydroxy acids such as alpha hydroxy acids, cholesterols, lanolin, and derivatives thereof.
  • Inorganic Thickeners Inorganic thickeners useful herein include silica, oil soluble clays, and mixtures thereof. Highly dispersed, amorphous silicon dioxide of submicron particle size, also known as fumed silica, are particularly useful. Such material is commercially available as the Aerosil series (200, 300, 200CF, and 300CF) available from Degussa. Oil soluble polymers
  • Oil soluble polymers are useful as thickeners of the present invention.
  • Oil soluble polymers useful herein include guar gum which is a resinous material derived from the ground endosperm of cyanopsis tetragonoloba and close relatives.
  • Silicone compounds may be included in composition of the present invention to provide additional smooth feel when the hair is dried, and friction reduction.
  • the silicone compounds useful herein include volatile soluble or insoluble, or nonvolatile soluble or insoluble silicone conditioning agents.
  • soluble what is meant is that the silicone compound is miscible with the carrier of the composition so as to form part of the same phase.
  • insoluble what is meant is that the silicone forms a separate, discontinuous phase from the carrier, such as in the form of an emulsion or a suspension of droplets of the silicone.
  • the silicone compounds herein may be made by any suitable method known in the art, including emulsion polymerization.
  • the silicone compounds may further be incorporated in the present composition in the form of an emulsion, wherein the emulsion is made my mechanical mixing, or in the stage of synthesis through emulsion polymerization, with or without the aid of a surfactant selected from anionic surfactants, nonionic surfactants, cationic surfactants, and mixtures thereof.
  • the silicone compounds for use herein will preferably have a viscosity of from about 1 ,000 to about 2,000,000 centistokes at 25 °C, more preferably from about 10,000 to about 1 ,800,000, and even more preferably from about 100,000 to about 1 ,500,000.
  • the viscosity can be measured by means of a glass capillary viscometer as set forth in Dow Corning Corporate Test Method CTM0004, July 20, 1970.
  • Silicone compound of high molecular weight may be made by emulsion polymerization.
  • Suitable silicone fluids include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, and mixtures thereof. Other nonvolatile silicone compounds having hair conditioning properties can also be used.
  • silicone compounds herein also include polyalkyl or polyaryl siloxanes with the following structure
  • Z 8 represents groups which block the ends of the silicone chains.
  • the alkyl or aryl groups substituted on the siloxane chain (R 123 ) or at the ends of the siloxane chains Z 8 can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, is neither irritating, toxic nor otherwise harmful when applied to the hair, is compatible with the other components of the composition, is chemically stable under normal use and storage conditions, and is capable of being deposited on and conditions the hair.
  • Suitable Z 8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy.
  • the two R 123 groups on the silicon atom may represent the same group or different groups.
  • the two R 23 groups represent the same group.
  • Suitable R 123 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl.
  • the preferred silicone compounds are polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane, which is also known as dimethicone, is especially preferred.
  • the polyalkylsiloxanes that can be used include, for example, polydimethylsiloxanes.
  • silicone compounds are available, for example, from the General Electric Company (Waterford, New York, USA) in their Viscasil® and SF 96 series, and from Dow Corning Corp. (Midland, Michigan, USA) in their Dow Corning 200 series and BY22-067.
  • Polyalkylaryl siloxane fluids can also be used and include, for example, polymethylphenylsiloxanes. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.
  • highly arylated silicone compounds such as highly phenylated polyethyl silicone having refractive index of about 1.46 or higher, especially about 1.52 or higher.
  • a spreading agent such as a surfactant or a silicone resin, as described below to decrease the surface tension and enhance the film forming ability of the material.
  • the silicone compounds that can be used include, for example, a polypropylene oxide modified polydimethylsiloxane although ethylene oxide or mixtures of ethylene oxide and propylene oxide can also be used.
  • the ethylene oxide and polypropylene oxide level should be sufficiently low so as not to interfere with the dispensability characteristics of the silicone. These material are also known as dimethicone copolyols.
  • Suitable alkylamino substituted silicone compounds include those represented by the following structure (II)
  • R 124 is H, CH 3 or OH
  • p 1 , p 2 , q 1 and q 2 are integers which depend on the molecular weight, the weight average molecular weight being approximately between 5,000 and 10,000.
  • This polymer is also known as "amodimethicone”. These Amodimethicones are available, for example, from Dow Corning as SM8704C.
  • Suitable amino substituted silicone fluids include those represented by the formula (III)
  • R 125 a G 3-a -Si-(OSiG 2 ) p3 -(OSiG b (R 125 ) 2 - b )p 4 -0-SiG 3-a (R 125 ) a (III) in which G is chosen from the group consisting of hydrogen, phenyl, OH, C- ⁇ -C 8 alkyl and preferably methyl; a denotes 0 or an integer from 1 to 3, and preferably equals 0; b denotes 0 or 1 and preferably equals 1 ; the sum p 3 +p 4 is a number from 1 to 2,000 and preferably from 50 to 150, p 3 being able to denote a number from 0 to 1 ,999 and preferably from 49 to 149 and p 4 being able to denote an integer from 1 to 2,000 and preferably from 1 to 10; R 125 is a monovalent radical of formula C q3 H 2q3 L in which q 3 is an integer from 2 to 8 and L
  • R 126 is chosen from the group consisting of hydrogen, phenyl, benzyl, a saturated hydrocarbon radical, preferably an alkyl radical containing from 1 to 20 carbon atoms, and X' denotes a halide ion.
  • An especially preferred amino substituted silicone corresponding to formula (III) is the polymer known as "trimethylsilylamodimethicone" wherein R 124 is CH 3 .
  • amino substituted silicone polymers useful herein include cationic amino substituted silicones represented by the formula (V):
  • R 128 denotes a monovalent hydrocarbon radical having from 1 to 18 carbon atoms, preferably an alkyl or alkenyl radical such as methyl
  • R 129 denotes a hydrocarbon radical, preferably a Ci-C-ts alkylene radical or a C 1 -C 18 , and more preferably C ⁇ -C 8 , alkyleneoxy radical
  • Q " is a halide ion, preferably chloride
  • p 5 denotes an average statistical value from 2 to 20, preferably from 2 to 8
  • p 6 denotes an average statistical value from 20 to 200, and preferably from 20 to 50.
  • a preferred polymer of this class is available from Union Carbide under the name "UCAR SILICONE ALE 56.”
  • silicone gum means a polyorganosiloxane material having a viscosity at 25 °C of greater than or equal to 1 ,000,000 centistokes. It is recognized that the silicone gums described herein can also have some overlap with the above-disclosed silicone compounds. This overlap is not intended as a limitation on any of these materials. Silicone gums are described by Petrarch, and others including U.S. Patent No. 4,152,416 to Spitzer, et al., issued May 1 , 1979 and Noll, Walter, Chemistry and Technology of Silicones, New York: Academic Press 1968.
  • silicone gums will typically have a weight average molecular weight in excess of about 200,000, generally between about 200,000 and about 1 ,000,000. Specific examples include polydimethylsiloxane, polydimethylsiloxane methylvinylsiloxane) copolymer, poly(dimethylsiloxane diphenylsiloxane methylvinylsiloxane) copolymer and mixtures thereof. These silicone gums are typically provided as a blend with lower molecular weight silicone oils.
  • silicone resins which are highly crosslinked polymeric siloxane systems.
  • the crosslinking is introduced through the incorporation of tri- functional and tetra-functional silanes with mono-functional or di-functional, or both, silanes during manufacture of the silicone resin.
  • the degree of crosslinking that is required in order to result in a silicone resin will vary according to the specific silane units incorporated into the silicone resin.
  • silicone materials which have a sufficient level of trifunctional and tetrafunctional siloxane monomer units, and hence, a sufficient level of crosslinking, such that they dry down to a rigid, or hard, film are considered to be silicone resins.
  • the ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material. Silicone materials which have at least about 1.1 oxygen atoms per silicon atom will generally be silicone resins herein.
  • the ratio of oxygen:silicon atoms is at least about 1.2:1.0.
  • Silanes used in the manufacture of silicone resins include monomethyl-, dimethyl-, trimethyl-, monophenyl-, diphenyl-, methylphenyl-, monovinyl-, and methylvinylchlorosilanes, and tetrachlorosilane, with the methyl substituted silanes being most commonly utilized.
  • Preferred resins are offered by General Electric as GE SS4230 and SS4267. Commercially available silicone resins will generally be supplied in a dissolved form in a low viscosity volatile or nonvolatile silicone fluid.
  • silicone resins for use herein should be supplied and incorporated into the present compositions in such dissolved form, as will be readily apparent to those skilled in the art. Without being bound by theory, it is believed that the silicone resins can enhance deposition of other silicone compounds on the hair and can enhance the glossiness of hair with high refractive index volumes.
  • silicone resin powders such as the material given the CTFA designation polymethylsilsequioxane, which is commercially available as TospearlTM from Toshiba Silicones. The method of manufacturing these silicone compounds, can be found in
  • Silicone materials and silicone resins in particular, can conveniently be identified according to a shorthand nomenclature system well known to those skilled in the art as the "MDTQ" nomenclature. Under this system, the silicone is described according to the presence of various siloxane monomer units which make up the silicone. Briefly, the symbol M denotes the mono-functional unit (CH 3 ) 3 SiOo. 5 ; D denotes the difunctional unit (CH 3 ) 2 SiO; T denotes the trifunctional unit (CH 3 )SiO ⁇ .5 ; and Q denotes the quadri- or tetra-fu notional unit Si02.
  • Primes of the unit symbols denote substituents other than methyl, and must be specifically defined for each occurrence. Typical alternate substituents include groups such as vinyl, phenyl, amino, hydroxyl, etc.
  • the molar ratios of the various units either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone, or an average thereof, or as specifically indicated ratios in combination with the weight average molecular weight, complete the description of the silicone material under the MDTQ system. Higher relative molar amounts of T, Q, T' and/or Q' to D, D', M and/or or M' in a silicone resin is indicative of higher levels of crosslinking. As discussed before, however, the overall level of crosslinking can also be indicated by the oxygen to silicon ratio.
  • the silicone resins for use herein which are preferred are MQ, MT, MTQ, MQ and MDTQ resins.
  • the preferred silicone substituent is methyl.
  • MQ resins wherein the M:Q ratio is from about 0.5:1.0 to about 1.5:1.0 and the weight average molecular weight of the resin is from about 1000 to about 10,000.
  • silicone compounds which are useful herein include Dimethicone with tradename D-130, cetyl Dimethicone with tradename DC2502, stearyl Dimethicone with tradename DC2503, emulsified polydimethyl siloxanes with tradenames DC1664 and DC1784, and alkyl grafted copolymer silicone emulsion with tradename DC2-2845; all available from Dow Corning Corporation (Midland, Michigan, USA), emulsion polymerized Dimethiconol available from Toshiba Silicone Co., Ltd.
  • the hair conditioning composition of the present invention may further contain a sensate.
  • a sensate means a substance that, when applied to the skin, causes a perceived sensation of a change in conditions, for example, but not limited to, heating, cooling, refreshing and the like. Further, sensates may provide reduction of perceived oily and/or sticky feel during use. Still further, sensates may function as a preservative for the composition.
  • Sensates are preferably utilized at levels of from about 0.001% to about 10%, more preferably from about 0.005% to about 5%, even more preferably from about 0.01% to about 1 %, by weight, of the total compositions.
  • sensate suitable for use in hair care compositions may be used herein.
  • Preferred sensates for use in the compositions herein are camphor, menthol, l-isopulegol, ethyl menthane carboxamide and trimethyl isopropyl butanamide.
  • compositions can be formulated into the present compositions.
  • additional components such as Salcare SC96 which is a mixture of Polyquatemium 37, propylene glycol dicaprylate dicaprate, and PPG-1 trideceth-6 commercially available from Ciba Specialty Chemicals, hydrolysed collagen with tradename Peptein 2000 available from Hormel, vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, hydrolysed keratin, proteins, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts, in general, such as potassium acetate and sodium chloride; coloring agents, such as any of the FD&C or D&C dyes;
  • the conditioning compositions of the present invention are for use to apply on dry hair prior to washing the hair with a shampoo. It has been surprisingly found that the conditioning compositions deliver conditioning benefit to the hair such as manageability and volume down to the hair when used in such way. In the present invention, total hair volume is considered as the sum of the "flyaway volume" and the "bulk hair volume.” Accordingly, it has been found that reducing the bulk hair volume can therefore play a significant role in reducing the total hair volume. While certain compounds and compositions are known to reduce flyaway hair volume, for example, by reducing the static charge of hair, these compositions do not noticeably reduce bulk hair volume. It has now been found that when applied to hair, a hair care composition as described herein may reduce bulk hair volume, and may also reduce flyaway hair volume. This, in turn, provides a noticeable reduction in total hair volume.
  • a suitable method of using the present composition comprises the steps of;
  • the oils deposit and cover the surface of the hair, or to some extent, penetrate into the hair, and thus stay on the hair even during the washing process of the hair. Accordingly, it is an element of the method of the present invention to apply the present composition to dry hair, rather than after the hair is wetted with water. Without being bound by theory, it is believed that, by treating the hair prior to shampooing and then washing the hair, soils on the hair are removed, while a certain amount of the conditioning oils of the present invention are left on the hair. The conditioning oil left on the hair is believed to provide significantly better manageability and appearance benefits to the hair compared to when the hair is washed without pretreatment of the hair with the present composition.
  • the shampoo composition to be used in step (b) can be any composition comprising detersive surfactants and is suitable for washing off soils from the hair.
  • detersive surfactant as used herein, is intended to distinguish these surfactants from surfactants which are primarily emulsifying surfactants, i.e. surfactants which provide an emulsifying benefit and which have low cleansing performance. It is recognized that most surfactants have both detersive and emulsifying properties. It is not intended to exclude emulsifying surfactants from the present invention, provided the surfactant also possesses sufficient detersive properties to be useful herein.
  • Detersive surfactants are typically selected from the group consisting of anionic surfactants, amphoteric surfactants, nonionic surfactants, and mixtures thereof. In one preferred embodiment, at least an anionic surfactant is included in the shampoo composition to be used in step (b).
  • the amount of the present composition used for treating the hair prior to shampooing depends on the volume of hair and desired conditioning benefits. Typically, from about 2ml to about 40ml, preferably from about 5ml to about 20ml of the present composition is used.
  • the present invention does not necessarily preclude overall hair treatment regimens wherein additional rinse off and/or leave on conditioning formulations are applied to the hair subsequent to washing the hair, or subsequent to washing and drying the hair.
  • Examples 1 through 6 are hair conditioning compositions of the present invention which are used by applying to the dry hair prior to shampooing the hair. Com ositions of Examples 1 through 6
  • compositions of Examples 1 through 6 as shown above can be prepared by any conventional method as follows: Conditioning oils and thickeners are heated and agitated at about 80°C. The obtained mixture is cooled down to room temperature, silicone compounds are added, if present, and further agitated. Finally, heat sensitive components such as sensates and perfume are added and mixed.
  • Conditioning oils and thickeners are heated and agitated at about 80°C. The obtained mixture is cooled down to room temperature, silicone compounds are added, if present, and further agitated. Finally, heat sensitive components such as sensates and perfume are added and mixed.
  • the embodiments disclosed and represented by the previous examples have many advantages. For example, they can provide conditioning benefit such as reduction of bulk hair volume; frizz control; smooth, soft, and moisturized feel to the hair, and shine to the hair.

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Abstract

L'invention concerne une composition revitalisante capillaire à appliquer sur des cheveux secs avant de les laver, qui comprend: (a) d'environ 30 % à environ 99,9 % en poids d'une huile revitalisante étant sous forme liquide à 25 °C, et (b) un agent épaississant dans une quantité qui confère à la composition une viscosité comprise entre environ 500 mPa.s et environ 200,000 mPa.s, cet agent épaississant étant choisi dans le groupe comprenant des composés gras, des composés cireux, des agents gélifiants, des agents épaississants inorganiques, des polymères solubles dans l'huile, et des mélanges de ceux-ci.
PCT/US2000/024018 2000-08-31 2000-08-31 Composition revitalisante capillaire a appliquer avant le shampooing WO2002017864A1 (fr)

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CN00819859.4A CN1454073A (zh) 2000-08-31 2000-08-31 预洗发的调理组合物
PCT/US2000/024018 WO2002017864A1 (fr) 2000-08-31 2000-08-31 Composition revitalisante capillaire a appliquer avant le shampooing
JP2002522838A JP2004517812A (ja) 2000-08-31 2000-08-31 シャンプー前コンディショニング組成物
EP00959725A EP1313429A1 (fr) 2000-08-31 2000-08-31 Composition revitalisante capillaire a appliquer avant le shampooing
MXPA03001801A MXPA03001801A (es) 2000-08-31 2000-08-31 Composicion acondicionadora pre-champu.
AU2000270997A AU2000270997A1 (en) 2000-08-31 2000-08-31 Pre-shampoo conditioning composition
PCT/US2001/005739 WO2002017865A1 (fr) 2000-08-31 2001-02-23 Composition capillaire revitalisante avant shampooing
AU2001241677A AU2001241677A1 (en) 2000-08-31 2001-02-23 Pre-shampoo conditioning composition
MXPA03001802A MXPA03001802A (es) 2000-08-31 2001-02-23 Composicion acondicionadora pre-champu.
JP2002522839A JP2004518619A (ja) 2000-08-31 2001-02-23 シャンプー前のコンディショニング組成物
CN01814951.0A CN1449275A (zh) 2000-08-31 2001-02-23 预洗发的调理组合物
EP01912950A EP1313430A1 (fr) 2000-08-31 2001-02-23 Composition capillaire revitalisante avant shampooing
US10/375,203 US20030143178A1 (en) 2000-08-31 2003-02-27 Pre-shampoo conditioning composition

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005107683A1 (fr) * 2004-04-30 2005-11-17 The Procter & Gamble Company Compositions cosmetiques longue duree
US8318187B2 (en) 2004-04-30 2012-11-27 The Procter & Gamble Company Long-wearing cosmetic compositions with improved shine
US9308397B2 (en) 2004-04-30 2016-04-12 The Procter & Gamble Company Long-wearing cosmetic compositions
WO2015155047A1 (fr) * 2014-04-10 2015-10-15 Unilever Plc Procédé de mise en forme de cheveux
WO2015155046A1 (fr) * 2014-04-10 2015-10-15 Unilever Plc Méthode de traitement de cheveux abîmés
US20210059915A1 (en) * 2019-08-30 2021-03-04 L'oreal Cosmetic composition having a lamellar network

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AU2000270997A1 (en) 2002-03-13
CN1449275A (zh) 2003-10-15
JP2004518619A (ja) 2004-06-24
MXPA03001802A (es) 2003-06-04
MXPA03001801A (es) 2003-06-04
CN1454073A (zh) 2003-11-05
WO2002017865A1 (fr) 2002-03-07
AU2001241677A1 (en) 2002-03-13
JP2004517812A (ja) 2004-06-17
EP1313430A1 (fr) 2003-05-28
EP1313429A1 (fr) 2003-05-28

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