WO1993024101A1 - Compositions cosmetiques - Google Patents

Compositions cosmetiques Download PDF

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Publication number
WO1993024101A1
WO1993024101A1 PCT/US1993/004038 US9304038W WO9324101A1 WO 1993024101 A1 WO1993024101 A1 WO 1993024101A1 US 9304038 W US9304038 W US 9304038W WO 9324101 A1 WO9324101 A1 WO 9324101A1
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WO
WIPO (PCT)
Prior art keywords
mpa
composition according
weight
viscosity
lubricant
Prior art date
Application number
PCT/US1993/004038
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English (en)
Inventor
Gillian Scott Briggs
Robert Francis Date
Marie-Isabelle Moine
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.)
Filing date
Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to CA002136319A priority Critical patent/CA2136319C/fr
Priority to EP93910906A priority patent/EP0641189A4/fr
Publication of WO1993024101A1 publication Critical patent/WO1993024101A1/fr

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Classifications

    • 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
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • the present invention relates to skin- and hair-care cosmetic compositions.
  • cosmetic compositions in the form of aqueous gels or lotions which provide improved moisturization, skin feel and skin care benefits, reduced tack and residue characteristics together with excellent visual clarity, rub-in and absorption characteristics.
  • Skin is made up of several layers of cells which coat and protect the keratin and collagen fibrous proteins that form the skeleton of its structure.
  • the outermost of these layers referred to as the stratum corneum, is known to be composed of 25nm protein bundles surrounded by 8nm thick layers.
  • Anionic surfactants and organic solvents typically penetrate the stratum corneum membrane and, by delipidization (i.e. removal of the lipids from the stratum corneum), destroy its integrity. This destruction of the skin surface topography leads to a rough feel and may eventually permit the surfactant or solvent to interact with the keratin, creating irritation.
  • Hair consists of many of the same constituents as the stratum corneum.
  • the outermost region of cells forms a rather thick chemically resistant protective coating enclosing the hair fibre which is called the cuticle.
  • the surface of the cuticle is covered with a thin layer called the epicuticle which is thought to contain lipids and protein.
  • the cuticle envelopes the cortex cells which comprise the major part of the fibre mass. Keratinization takes place in the cortex to build stability into the hair structure.
  • compositions which will assist the stratum corneum and hair cuticle in maintaining their barrier and water-retention functions at optimum performance in spite of deleterious interactions which the skin and hair may encounter in washing, work, and recreation.
  • the present invention therefore provides skin- and hair-care cosmetic compositions which provide improvements in moisturization, absorption, residue, tackiness, skin feel and skin care characteristics and which in particular provide improved short and longer term moisturizing effectiveness, while at the same time avoiding depositing oily residues on the skin.
  • a skin- or hair-care composition in the form of an aqueous gel or lotion comprising:
  • n the degree of ethoxyiation, is from about 2 to about 200, and wherein R comprises an aliphatic radical having from about 5 to about 25 carbon atoms.
  • compositions of this aspect of the present invention contain four essential ingredients as well as various optional components as indicated below. All levels and ratios are by weight of total composition, unless otherwise indicated. Chain length and degrees of ethoxyiation are also specified on a weight average basis.
  • a first essential ingredient is a polyhydric alcohol humectant, a preferred humectant being glycerine (sometimes known as glycerol or glycerin). Chemically, glycerine is 1 ,2,3- propanetriol and is a product of commerce. One large source of the material is in the manufacture of soap. Polyhydric alcohol humectants other than glycerine which can be added herein include sorbitol, propylene glycol, butylene glycol, hexylene glycol, ethoxylated glucose and hexanetriol.
  • the polyhydric alcohol humectant is present at a level of from about 0.5% to about 20%, preferably from about 1 % to about 10%, more preferably from about 2% to about 5% by weight of composition.
  • a second essential component is a water-soluble polyglycerylmethacrylate lubricant.
  • suitable lubricants include those having a viscosity (neat) of less than about 5000 mPa.s, preferably less than about 2000 mPa.s, lubricants having a viscosity (neat) of at least about 50,000 mPa.s, preferably at least about 80,000 mPa.s, and mixtures thereof (viscosities being measured with a Brookfield RVT at 20°C).
  • a preferred lubricant herein comprises a mixture of a first lubricant c nponent having a viscosity (neat) of from about 200 to about 5000 mPa.s, preferably from about 700 to about 900 mPa.s, and a second lubricant component having a viscosity (neat) of at least about 200,000 mPa.s, preferably at least about 500,000 mPa.s, wherein the weight ratio of first lubricant component to second lubricant component is from about 5:1 to about 1 :20, preferably from about 2: 1 to about 1 : 15.
  • Lubrajel The polyglycerylmethacrylate lubricants which can be used in the compositions of this invention are available under the trademark Lubrajel (RTM) from Guardian Chemical Corporation, 230 Marcus Blvd., Hauppage, N.Y. 11787.
  • Lubrajels can be described as hydrates or clathrates which are formed by the reaction of sodium glycerate with a methacrylic acid polymer. Thereafter, the hydrate or clathrate is stabilized with a small amount of propylene glycol, followed by controlled hydration of the resulting product.
  • Lubrajels are marketed in a number of grades of varying glycerate: polymer ratio and viscosity.
  • Lubrajels include Lubrajel TW, Lubrajel CG and Lubrajel MS, Lubrajel WA, Lubrajel DV and so-called Lubrajel Oil.
  • Lubrajel Oil which has a typical viscosity of about 800 mPa.s
  • Lubrajel DV which has a typical viscosity of about 1 ,100,000 mPa.s and mixtures thereof.
  • the polyglycerylmethacrylate lubricant is incorporated at a level of from about 0.1 % to about 10%, preferably from about 0.2% to about 8%, and more preferably from about 0.5% to about 6% by weight of composition.
  • compositions of the invention also contain a hydrophilic gelling agent at a level preferably from about 0.1 % to about 20%, more preferably from about 0.2% to about 2%, and especially from about 0.3% to about 1 %.
  • the gelling agent preferably has a viscosity (1 % aqueous solution, 20°C, Brookfield RVT) of at least about 4000 mPa.s more preferably at least about 10,000 mPa.s and especially at least 50,000 mPa.s.
  • Suitable hydrophilic gelling agents can generally be described as water-soluble or colloidally water-soluble polymers, and include cellulose ethers (e.g. hydroxyethyl cellulose, methyl cellulose, hydroxypropylmethyl cellulose), polyvinylpyrrolidone, polyvinylalcohol, guar gum, hydroxypropyl guar gum and xanthan gum.
  • cellulose ethers e.g. hydroxyethyl cellulose, methyl cellulose, hydroxypropylmethyl cellulose
  • polyvinylpyrrolidone polyvinylalcohol
  • guar gum hydroxypropyl guar gum
  • xanthan gum xanthan gum
  • Preferred hydrophilic gelling agents herein are acrylic acid/ethyl acrylate copolymers and the carboxyvinyl polymers sold by the B.F. Goodrich Company under the trade mark of Carbopol resins. These resins consist essentially of a colloidally water-soluble polyalkenyl polyether crosslinked polymer of acrylic acid crosslinked with from 0.75% to 2.00% of a crosslinking agent such as for example polyallyl sucrose or polyallyl pentaerythritol. Examples include Carbopol 934, Carbopol 940, Carbopol 950, Carbopol 980 and Carbopol 981.
  • Carbopol 934 is a water-soluble polymer of acrylic acid crosslinked with about 1 % of a polyallyl ether of sucrose having an average of about 5.8 allyl groups for each sucrose molecule.
  • a most preferred polymer is Carbopol 981 which has. an average molecular weight of about 1 ,250,000.
  • CTFA Designation Acrylates/10-30 Alkyl Acrylate Crosspolymer.
  • a combination of the polyalkenyl polyether cross ⁇ linked acrylic acid polymer and the hydrophobically modified cross-linked acrylic acid polymer is also suitable for use herein.
  • Neutralizing agents suitable for use in neutralizing acidic group containing hydrophilic gelling agents herein include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monoethanolamine, diethanolamine and triethanolamine.
  • compositions of the invention also contain from about 0.1 % to about 10%, preferably from about 1 % to about 5%, most preferably from about 2% to about 4% by weight of polyethyleneglycol glyceryl fatty ester surfactant having the formula (I).
  • n the degree of ethoxyiation, is from about 2 to about 200, preferably from about 3 to about 80, more preferably from about 5 to about 15, and wherein R comprises an aliphatic radical having from about 5 to about 25 carbon atoms, preferably from about 7 to about 20 carbon atoms.
  • the weight ratio of water-soluble polyglycerylmethacrylate lubricant to polyethyleneglycol glyceryl fatty ester surfactant in the present composition is from about 5:1 to about 1 : 10, preferably from about 3:1 to about 1 :3.
  • Suitable glyceryl fatty ester surfactants include polyethyleneglycol derivatives of glyceryl cocoate, glyceryl caproate, glyceryl caprylate, glyceryl tallowate, glyceryl palmate, glyceryl stearate, glyceryl laurate, glyceryl oleate, glyceryl ricinoleate, and glyceryl fatty esters derived from triglycerides, such as evening primrose oil, palm oil, almond oil, and corn oil, preferably glyceryl caproate and glyceryl caprylate.
  • Varonic LI 2 PEG 28 glyceryl tallowate
  • Varonic LI 420 PRG 200 glyceryl tallowate
  • Varonic LI 63 and 67 PEG 30 and PEG 80
  • Crovol A-40 PEG 20 almond glyceride
  • Crovol A-70 PEG 60 almond glyceride
  • Crovol M-40 PEG 20 maize glyceride
  • Crovol M-70 PEG 60 maize glyceride
  • Crovol PK-40 PEG 12 palm kernel glyceride
  • Crovol P -70 PEG 45 palm kernel glyceride
  • Crovol EP-70 PEG 70 evening primrose glyceride
  • Especially preferred from the viewpoint of moisturizing effectiveness are monocaprylate and monocaproate fatty ester derivatives of polyethylene glycol, or mixtures thereof, particularly materials such as PEG (6) caprylic/capryl glycerate (Softigen 767). Also preferred for use herein are evening primrose derived fatty acid ester surfactants, such as PEG (70) evening primrose glycerides. In preferred embodiments of the invention mixtures of glyceryl fatty ester surfactants are used.
  • Especially preferred embodiments include a mixture of a polyethyleneglycol glyceryl fatty ester surfactant having the formula (I) wherein n is from about 4 to about 20, preferably from about 5 to about 8 and wherein R comprises an aliphatic radical having from about 7 to about 12 carbon atoms and a polyethyleneglycol glyceryl fatty ester surfactant having the formula (I) wherein n is from about 30 to about 50, preferably from about 40 to about 80 and R comprises an aliphatic radical having from about 12 to about 22 carbon atoms, preferably from about 14 to about 20 carbon atoms.
  • compositions of the invention are in aqueous gel or lotion form and are preferably formulated so as to have a product viscosity of at least about 4,000 mPa.s and preferably in the range from about 4,000 to about 300,000 mPa.s, more preferably from about 8,000 to about 200,000 mPa.s and especially from about 10,000 to about 50,000 mPa.s (25°C, neat, Brookfield RVT Spindle No. 5).
  • the compositions are visually clear.
  • the compositions are also preferably substantially free of oil, i.e. contain less than about 1 %, and preferably less than about 0.1 % of materials which are insoluble or which are not colloidally-soluble in the aqueous gel matrix at 20°C.
  • the skin- or hair-care compositions provide excellent moisturizing effectiveness, despite the fact that they contain no or low levels of insoluble emollient oils.
  • Colloidally-soluble herein refers to particles in the usual colloidal size range, typically from 1 to 1000 nm, especially from 1 to 500 nm.
  • the compositions are substantially free of materials which are insoluble or not colloidally-soluble in distilled water at 20°C.
  • Such materials include many conventional emollient materials such as hydrocarbon oils and waxes, glyceride esters, alkyl esters, alkenyl esters, fatty alcohols, certain fatty alcohol ethers and fatty acid esters of ethoxylated fatty alcohols, sterols extracted from lanolin, lanolin esters, wax esters, beeswax derivatives, vegetable waxes, phospholipids, sterols and amides.
  • the compositions can, however, contain low levels of insoluble ingredients added, for example for visual-effect purposes, e.g.
  • thermochromic liquid crystalline materials such as the microencapsulated cholesteryl esters and chiral nematic (non-sterol) based chemicals such as the (2-methylbutyl)phenyl 4- alkyl(oxy)benzoates available from Hallcrest, Glenview, Illinois 60025, U.S.A.
  • insoluble silicone component is also envisaged herein, as described in detail below.
  • compositions of the invention have no need of and are preferably substantially free of surfactant materials which are conventionally added to cosmetic cream and lotion compositions in order to emulsify a water-insoluble oily phase.
  • substantially free means less than about 1 %, preferably less than about 0.1 % of the indicated materials.
  • emulsifiers include ethoxylated fatty acids, ethoxylated esters, phosphated es ⁇ er s, ethoxylated fatty alcohols, polyoxyethylene fatty ether phosphates, fatty : i amides, acyl lactylates, soaps, etc.
  • compositions of the invention can additionally comprise from about 1.0% to about 10% by weight of a silicone component consisting essentially of (i) a silicone having a molecular weight of from about 200,000 to about 600,000 selected from dimethiconol, fluorosilicone and dimethicone and mixtures thereof; and
  • a silicone-based carrier having a viscosity from about 0.65 mPa.s to about 100 mPa.s;
  • the ratio of i) to ii) is from about 10:90 to about 20:80 and wherein said silicone component has a final viscosity of from about 500 mPa.s to about 10,000 mPa.s.
  • Dimethiconol-based silicones suitable for use herein have the chemical structure (II):
  • n is from about 2700 to about 4500, preferably from about 3200 to about 4300 and most preferably from about 4000 to about 4300.
  • the dimethiconol has a molecular weight of from about 200,000 to about 300,000, preferably from about 240,000 to about 260,000 and most preferably about 250,000.
  • the fluorosilicones useful herein have a molecular weight of from about 200,000 to about 300,000, preferably from about 240,000 to about 260,000 and most preferably about 250,000.
  • the dimethicones include silicone gums as described by Petrarch and others including US-A-4, 152,416, May 1 , 1979 to Spitzer, et al, and Noll, Walter, Chemistrv and Technology of Silicones, New York: Academic Press 1968. Also describing silicone gums are General Electric Silicone Rubber Product Data Sheets SE 30, SE 33, SE 54 and SE 76. "Silicone gum” materials useful herein denote high molecular weight materials having a molecular weight of from about 200,000 to about 600,000.
  • silicone-based carriers suitable for use herein include certain silicone fluids.
  • the silicone fluid can be either a poiyalkyl siloxane, a polyar ⁇ l siloxane, a polyalkylar ⁇ l siloxane or a polyether siloxane copolymer and is present at a level of from about 0.1 % to about 10.0%, preferably from about 0.5% to about 5.0% by weight of the silicone component. Mixtures of these fluids can also be used and are preferred in certain executions.
  • the poiyalkyl siloxane fluids that can be used include, for example, polydimethylsiloxanes with viscosities ranging from abOLt 5 to 600,000 mm ⁇ .s" ' ' at 25 °C. These siloxanes are available, for example, from the General Electric Company as the Viscasil (RTM) series and from Dow Corning as the Dow Corning 200 series.
  • the essentially non-volatile polyalkylarylsiloxane fluids that can be used include, for example, polymethylphenylsiloxanes, having viscosities of about 0.65 to 30,000 mm ⁇ .s-l at 25 °C. 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.
  • volatile cyclic polydimethylsiloxanes having a ring structure incorporating from about 3 to about 7 (CH3)2SiO moieties.
  • the viscosity can be measured by means of a glass capillary viscometer as set forth in Dow Corning Corporate Test Method CTM0004, July 29, 1970. Preferably the viscosity ranges from about 3500 mm ⁇ .s -1 to about 100,000 mm2.s"1.
  • the most preferred silicone component for use herein is a dimethiconol gum having a molecular weight of from about 240,000 to about 260,000 along with a silicone carrier with a viscosity of about 5 mm ⁇ .s "' ' .
  • An example of this silicone component is Dow Q2-1403 fluid (85% 5 mm ⁇ .s "' ' Dimethyl Fluid/15% Dimethiconol) available from Dow Corning.
  • a number of additional water-soluble materials can be added to the compositions of the invention.
  • a highly preferred additional ingredient from the viewpoint of skin feel and tack reduction is a fluid copolymer of ethylene oxide and propylene oxide having a viscosity in the range of from 55 to 300,000 Saybolt Universal Seconds [S.U.S.], preferably from 100 to 2,000 S.U.S. at 38°C, for example Ucon Fluid 75-H 450.
  • Trimethylglycine is valuable herein from the viewpoint of providing improved skin feel and tack reduction.
  • trimethylglycine is preferably present at a level of from about 1 % to about 10% by weight, preferably from about 3% to about 7% by weight.
  • compositions of the invention can also contain from about 0.1 % to about 10%, preferably from about 1 % to about 5% of a panthenol moisturizer.
  • the panthenol moisturizer can be selected from D-panthenol ([R]-2,4-dihydroxy-N- [3-hydroxypropyl)]-3,3-dimethylbutamide), DL-panthenol, calcium pantothenate, royal jelly, panthetine, pantotheine, panthenyl ethyl ether, pangamic acid, pyridoxin, pantoyl lactose and Vitamin B complex.
  • Highly preferred from the viewpoint of skin care and tack reduction is D-panthenol.
  • compositions of the present invention can additionally comprise from about 0.001 % to about 0.5%, preferably from about 0.002% to about 0.05%, more preferably from about 0.005% to about 0.02% by weight of carboxymethylchitin.
  • Chitin is a polysaccharide which is present in the integument of lobsters and crabs and is a mucopolysaccharide having beta (1- 4) linkages of N-acetyl-D-glucosamine.
  • Carboxymethylchitin is prepared by treating the purified chitin material with alkali followed by monochloracetic acid. It is sold commercially in the form of a dilute (approximately 0.1 % to 0.5% by weight) aqueous solution under the name Chitin Liquid available from A & E Connock Ltd., Fordingbridge, Hampshire, England.
  • keratolytic agents such as salicylic acid; proteins and polypeptides and derivatives thereof; water-soluble or solubilizable preservatives such as Germall 1 15, methyl, ethyl, propyl and butyl esters of hydroxybenzoic acid, EDTA, Euxyl (RTM) 400, Bromopol (2-bromo-2- nitropropane-1 ,3-diol) and phenoxypropanol; anti-bacterials such as Irgasan (RTM) and phenoxyethanol (preferably at levels of from 0.2% to about 5%); soluble or colloidally-soluble moisturising agents such as hylaronic acid and starch-grafted sodium polyacrylates such as Sanwet (RTM) IM-1000, IM-1500 and IM-2500 available from Celanese Superabsorbent Materials, Portsmith, VA, USA and described in USA-A-4,076,663; colouring agents; perfumes and perfume solubilizers etc.
  • the pH of the compositions is preferably from about 4 to about 9, more preferably from about 4.5 to about 7, the pH being controlled where necessary through the use of pH buffers such as citric acid/sodium citrate.
  • compositions are made by mixing at ambient temperature.
  • compositions display improved moisturization, skin feel, skin care and residue characteristics together with excellent emolliency, rub-in and absorption characteristics.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
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  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention se rapporte à une composition pour les soins de la peau et des cheveux se présentant sous la forme d'un gel aqueux comprenant un agent humidifiant, un agent lubrifiant de polyglycérylméthacrylate soluble dans l'eau, un agent gélifiant hydrophyle et un tensioactif d'ester gras de polyéthylène-glycol glycérile. Les compositions assurent une meilleure hydratation, apportent douceur et bien être à la peau, et se caractérisent par le fait qu'elles sont moins collantes et laissent moins de résidus sur la peau, et présentent également d'excellentes caractéristiques de clarté visuelle, de pénétration par friction et d'absorption.
PCT/US1993/004038 1992-05-22 1993-04-29 Compositions cosmetiques WO1993024101A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CA002136319A CA2136319C (fr) 1992-05-22 1993-04-29 Compositions cosmetiques
EP93910906A EP0641189A4 (fr) 1992-05-22 1993-04-29 Compositions cosmetiques.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB929210966A GB9210966D0 (en) 1992-05-22 1992-05-22 Cosmetic compositions
GB9210966.9 1992-05-22

Publications (1)

Publication Number Publication Date
WO1993024101A1 true WO1993024101A1 (fr) 1993-12-09

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EP (1) EP0641189A4 (fr)
CA (1) CA2136319C (fr)
GB (1) GB9210966D0 (fr)
WO (1) WO1993024101A1 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996014824A1 (fr) * 1994-11-11 1996-05-23 Henkel Kommanditgesellschaft Auf Aktien Preparations regeneratrices des cheveux
GB2275419B (en) * 1993-02-27 1996-11-13 Procter & Gamble Silicone-based oil-in-water cosmetic compositions
WO1996039118A1 (fr) * 1995-06-06 1996-12-12 Sederma S.A. Compositions cosmetiques amincissantes
EP0780117A1 (fr) * 1995-12-20 1997-06-25 Wella Aktiengesellschaft Emulsion pour les soins de cheveux
WO1997030692A1 (fr) * 1996-02-21 1997-08-28 Stoa S.A. Compositions cosmetiques, dermopharmaceutiques ou veterinaires pour le traitement aseptisant de la peau humaine ou animale
WO1999043205A1 (fr) * 1998-02-26 1999-09-02 Pro-Ren A/S Desinfectant de type gel ayant une faible teneur en alcool
EP1010422A2 (fr) * 1998-12-16 2000-06-21 JOHNSON & JOHNSON CONSUMER COMPANIES, INC. Compositions détergentes claires
WO2002058665A1 (fr) * 2001-01-25 2002-08-01 The Procter & Gamble Company Composition de soin de peau
US6495149B1 (en) 2001-08-10 2002-12-17 The Procter & Gamble Company Topical leave-on compositions containing selected pantothenic acid derivatives
US11166885B2 (en) 2016-09-22 2021-11-09 Colgate-Palmolive Company Personal care gel and method

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US4719099A (en) * 1977-03-15 1988-01-12 L'oreal Composition and process for the treatment of keratin materials with polymers
US4686254A (en) * 1985-08-05 1987-08-11 The B. F. Goodrich Company Suspension composition for aqueous surfactant systems
US4690818A (en) * 1986-02-03 1987-09-01 Charles Of The Ritz Group Ltd. Shampoo and bath and shower gel
US4885659A (en) * 1987-12-21 1989-12-05 Pandel, Inc. Static dissipative mat

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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2275419B (en) * 1993-02-27 1996-11-13 Procter & Gamble Silicone-based oil-in-water cosmetic compositions
WO1996014824A1 (fr) * 1994-11-11 1996-05-23 Henkel Kommanditgesellschaft Auf Aktien Preparations regeneratrices des cheveux
WO1996039118A1 (fr) * 1995-06-06 1996-12-12 Sederma S.A. Compositions cosmetiques amincissantes
FR2735023A1 (fr) * 1995-06-06 1996-12-13 Sederma Sa Nouvelles compositions cosmetiques amincissantes
EP0780117A1 (fr) * 1995-12-20 1997-06-25 Wella Aktiengesellschaft Emulsion pour les soins de cheveux
WO1997030692A1 (fr) * 1996-02-21 1997-08-28 Stoa S.A. Compositions cosmetiques, dermopharmaceutiques ou veterinaires pour le traitement aseptisant de la peau humaine ou animale
WO1999043205A1 (fr) * 1998-02-26 1999-09-02 Pro-Ren A/S Desinfectant de type gel ayant une faible teneur en alcool
US6627207B1 (en) * 1998-02-26 2003-09-30 Pro-Ren A/S Water-based, quick-drying, gel-type disinfectant having low alcohol content
EP1010422A2 (fr) * 1998-12-16 2000-06-21 JOHNSON & JOHNSON CONSUMER COMPANIES, INC. Compositions détergentes claires
EP1010422A3 (fr) * 1998-12-16 2000-06-28 JOHNSON & JOHNSON CONSUMER COMPANIES, INC. Compositions détergentes claires
US6642198B2 (en) 1998-12-16 2003-11-04 Johnson & Johnson Consumer Companies, Inc. Clear cleansing detergent systems
WO2002058665A1 (fr) * 2001-01-25 2002-08-01 The Procter & Gamble Company Composition de soin de peau
US6495149B1 (en) 2001-08-10 2002-12-17 The Procter & Gamble Company Topical leave-on compositions containing selected pantothenic acid derivatives
US11166885B2 (en) 2016-09-22 2021-11-09 Colgate-Palmolive Company Personal care gel and method

Also Published As

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EP0641189A1 (fr) 1995-03-08
GB9210966D0 (en) 1992-07-08
CA2136319A1 (fr) 1993-12-09
EP0641189A4 (fr) 1996-03-06
CA2136319C (fr) 1998-12-29

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