WO2001013871A1 - Compositions de batons antisudorifiques permettant d'obtenir un meilleur depot de la matrice de la composition sur la peau - Google Patents

Compositions de batons antisudorifiques permettant d'obtenir un meilleur depot de la matrice de la composition sur la peau Download PDF

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Publication number
WO2001013871A1
WO2001013871A1 PCT/US2000/022995 US0022995W WO0113871A1 WO 2001013871 A1 WO2001013871 A1 WO 2001013871A1 US 0022995 W US0022995 W US 0022995W WO 0113871 A1 WO0113871 A1 WO 0113871A1
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Prior art keywords
particle size
particulate
composition
antiperspirant
compositions
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PCT/US2000/022995
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English (en)
Inventor
James David Landgrebe
Edward Dewey Smith, Iii
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The Procter & Gamble Company
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Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to AU70646/00A priority Critical patent/AU7064600A/en
Publication of WO2001013871A1 publication Critical patent/WO2001013871A1/fr

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Classifications

    • 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
    • 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
    • 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
    • A61K8/0208—Tissues; Wipes; Patches
    • 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
    • A61K8/0216—Solid or semisolid forms
    • A61K8/0229—Sticks
    • 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
    • A61K8/042—Gels
    • 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
    • A61K8/26—Aluminium; 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/28—Zirconium; 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
    • A61K8/33—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
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • 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
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
    • 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
    • A61Q19/10—Washing or bathing preparations

Definitions

  • the present invention relates to antiperspirant stick compositions that provide improved deposition of the composition matrix onto skin, wherein the composition contains antiperspirant particulate solids having a particle size distribution characte ⁇ zed by specific mode particle size and d90 values
  • the present invention is also directed to methods of improving the deposition of other hard, waxy compositions onto skin or other substrate through the use of particulate solids having defined mode particle size and d90 values
  • Hard, waxy compositions are used frequently in consumer products They include products ranging from crayons to solid antiperspirant stick products Recent applications of these compositions include their use on nonwoven or woven substrates, in products such as cleansing cloths and diapers, as a means of depositing ingredients to skin from these products
  • Waxy compositions generally need to be relatively soft to rub off and deposit on the skin or other applied surface
  • Soft waxes tend to be messy and are difficult to package
  • Soft waxes are also more unstable as far as their ability to suspend active ingredients or pigments
  • consumer products manufacturers are forced to use harder, waxy structures in their products, with the resulting products depositing less on the skin than may be desired
  • the present invention is directed to antiperspirant stick compositions comprising particulate antiperspirant active, wherein the particulate antiperspirant active has a particle size distribution characterized by a ratio of a d90 value to mode particle size of from about 2.0 to about 10.0.
  • the present invention is also directed to methods of improving the deposition of a antiperspirant stick compositions and other hard, waxy products to the skin and other applied surface by incorporating into the compositions a particulate solid having a particle size distribution characterized by a mode particle size of from about 20 ⁇ m to about lOO ⁇ m.
  • composition refers to the amount of an antiperspirant stick composition or other solid composition (e.g., hard, waxy compositions) transferred to the skin during application from a container or substrate.
  • improved deposition and “deposition efficiency” as used herein refer to the increased amount of product that can be applied to the desired surface with any given application but without any additional force being applied during that application and without any significant reduction in the compositions product hardness .
  • particle solid as used herein means any solid material in the antiperspirant or other solid composition described herein which is in the form of discrete particles, including solid antiperspirant active in particulate form, and which have the particle size and distribution characteristics defined herein. In this context, the discrete particles or particulate solids typically have particle diameters ranging from about l ⁇ m to about lOOO ⁇ m, although it is understood that these particulate solids can also include small fractions of smaller or larger diameter particles as well.
  • d90 value is the measured diameter of a particle within a particulate solids distribution such that 90% of the particles within that distribution have an average diameter that falls below the d90 value.
  • mode particle size as used herein means the particle diameter of the particulate solids described herein at which point there is the highest percentage of such particles having that diameter.
  • hard, waxy composition refers generally to compositions that are solid under ambient conditions (e.g., one atmosphere of pressure, 50% relative humidity, 25 °C) and are intended for topical application to the skin or other applied surface. This particular term carries with it no other meaning or limitation for purposes of defining the methods and compositions of the present invention, unless otherwise specified for preferred embodiments thereof.
  • volatile refers to those materials which have a measurable vapor pressure at 25°C. Such vapor pressures will typically range from about 0.01 mmHg to about 6 mmHg, more typically from about 0.02 mmHg to about 1.5 mmHg, and have an average boiling point at one (1) atmosphere of pressure (atm) of less than about 250°C, more typically less than about 235°C at one (1) atm. Conversely, the term “non volatile” refers to those materials which are not “volatile” as defined herein, unless otherwise specified.
  • compositions and methods of the present invention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise suitable for use in such compositions and methods. These compositions and methods can likewise be substantially free of any or all such additional or optional ingredients, components, or limitations.
  • the methods and compositions of the present invention are directed to or comprise the incorporation of particulate solids into a hard, waxy or other similar composition to improve the deposition efficiency of the composition when applied to the skin or other applied surface.
  • the particulate solids may comprise any solid material which is insoluble in the hard, waxy composition.
  • the particulate solid for use in the compositions and methods of the present invention are used to increase or otherwise improve the deposition efficiency of such compositions when applied to the skin or other applied surface.
  • These particulate solids have a particle size distribution such that the mode particle size is greater than about 20 ⁇ m, preferably greater than about 25 ⁇ m, more preferably greater than about 30 ⁇ m and less than about lOO ⁇ m, preferably less than about 75 ⁇ m, and more preferably less than about 50 ⁇ m. It is understood, however, that other particulate solids may be added to the composition which have a mode particle size of less than 20 ⁇ m, so long as the other particulate solids are also added to the composition which have the above-described mode particle size values
  • particulate solid concentrations for use in the antiperspirant stick compositions and methods is described hereinbefore
  • particulate solid concentrations preferably range from about 0 25% to about 10%, more preferably from about 0 5% to about 5%, and even more preferably from about 1% to about 4%, by weight of the composition
  • the particulate solids can include any organic or inorganic, natural or synthetic, active or inert, solid material having the requisite solubility and particle size characteristics as defined herein
  • suitable for use herein include inert polymeric or plastic particulates, skin active materials such as solid antiperspirant active as described hereinbefore, inorganic oxide particles such as titanium and zinc oxides, and other cosmetic particles such as polysiloxane particles (e g , dimethicone, alkyl dimethicones, phenyl methicones, crosshnked dimethicone, cross-linked alkyl dimethicone, etc )
  • Other suitable particulate solids include boron nitride from Wacker Silicone, Kunststoff, Germany, starch particles such as aluminum starch octenylsuccmate from National Starch and Chemical Co , B ⁇ dgewater, New Jersey, USA, mica, talc, and combinations thereof
  • the method of the present invention is directed to the formulation and application of hard, waxy compositions comprising separate particulate solids having a mode particle size of less than about 12 ⁇ m It has been found that particulate solids having a mode particle size of less than 12 ⁇ m do not disrupt the crystal structure within the hard waxy or other composition enough to increase deposition of that composition to the skin or other applied surface Therefore, the method and corresponding compositions of the present invention are directed to the application and incorporation of particulate solids into such compositions such that the incorporated particulate solids have a mode particle size of from about 20 ⁇ m to about lOO ⁇ m so that they will now help to increase the deposition of the composition onto the skm or other applied surface Such compositions may or may not then further comprise the particulate solids having a mode particle size of less than 12 ⁇ m
  • the particulate solid used is a particulate solid which also compnses antiperspirant particulate solids having a mode particle size of from about 20 ⁇ m to about lOO ⁇ m
  • the particulate solid used is a particulate solid which also compnses antiperspirant particulate solids having a mode particle size of from about 20 ⁇ m to about lOO ⁇ m
  • a combination of solid particulate antiperspirant active such that the particle size distribution of the total solid particles or total solid antiperspirant particles in the composition has a ratio of the d90 value to mode particle size of from about 2 0 to about 10 0, preferably from about 2 0 to about 4 5, more preferably from about 2 5 to about 4 0
  • the ratio of the amount of the solid active having a mode particle size of less than about 12 ⁇ m and the amount of particulate active or other solid having a mode particle size greater than about 20 ⁇ m is greater than about 5 1 , preferably greater than about 6 1 and less than about 75 1 , preferably less than about 50
  • Particulate solids for use in the compositions and methods of the present invention will not typically contain particle solids comprising discrete particles all having exactly the same diameter
  • Processes for making solid particulates, such as crystallization, spray drying or grinding normally result in particles having sizes which result in a particle size distribution
  • a particle size distribution is a statistical evaluation of the percent of particles having a given size, expressed as a particle diameter or more commonly volume, under the assumption of spherical particles, measured over the full range of sizes seen in the distribution
  • the particle size of particulate solids as defined herein are measured with a Coulter Multisizer 1 1 manufactured by Coulter Corporation, Haleah, Florida Particle size or other measurement distribution with respect to such particulate solid measurements can be characterized in terms of a measured value mean or average, a median or mid-point, and/or a mode
  • the mode particle size and d90 values as described herein are determined in accordance with the Coulter measurements and the above- described assumptions and process
  • compositions of the present invention include antiperspirant stick compositions comprising solid particulates as defined herein, including solid antiperspirant particulates having the defined particulate solid characteristics defined herein
  • the solid antiperspirant particulates having the defined characteristics can be used in any solid stick formulation that is known or otherwise effective for use in controlling or inhibiting underarm perspiration and/or underarm odor associated with such perspiration.
  • These compositions will also typically comprise a suitable suspending or thickening agent and a suitable liquid carrier.
  • the antiperspirant stick compositions of the present invention are preferably anhydrous and are therefore preferably substantially free of added or free water. From a formulation standpoint, this means that the anhydrous antiperspirant embodiments of the present invention preferably contain less than about 5%, more preferably less than about 3%, even more preferably less than about 1%, most preferably zero percent, by weight of free or added water, other than the water of hydration typically associated with the particulate antiperspirant active prior to formulation.
  • the antiperspirant stick compositions of the present invention have a product hardness that is preferably at least about 600 gram-force, most typically from about 600 gram-force to about 5,000 gram-force, more preferably from about 750 gram-force to about 2,000 gram- force, even more preferably from about 800 gram- force to about 1,400 gram-force.
  • product hardness or “hardness” as used herein is a reflection of how much force is required to move a penetration cone a specified distance and at a controlled rate into an antiperspirant stick composition under the following test conditions. Higher values represent harder product, and lower values represent softer product.
  • the product hardness value as used herein represents the peak force required to move a standard 45° angle penetration cone through the composition for a distance of 10mm at a rate of 2mm/second.
  • the standard cone is available from Texture Technology Corp., as part number TA-15, and has a total cone length of about 24.7 mm, angled cone length of about 18.3 mm, a maximum diameter of the angled surface of the cone of about 15.5 mm.
  • the cone is a smooth, stainless steel construction and weighs about 17.8 grams.
  • the antiperspirant stick compositions of the present invention comprise antiperspirant active in solid particulate form, most or all of which has the particle size characteristics of the solid particulates defined herein.
  • the particle size characterization of the solid particulate active in these antiperspirant stick compositions is important for the desired product performance. Preferably at least about 25%, more preferably at least about 50%, even more preferably 100%, of the antiperspirant active in the compositions have the particle size characteristics as defined herein.
  • the concentration of solid antiperspirant active in the composition should be sufficient to provide the desired perspiration wetness and/or odor control, but will typically range from about 0.1% to about 50%, more preferably from about 5% to about 35%, even more typically from about 10% to about 26%, by weight of the composition. These weight percentages are calculated on an anhydrous metal salt basis exclusive of water and any complexing agents such as glycme, glycine salts, or other complexing agents
  • Antiperspirant active suitable for use in the compositions of the present invention include any compound, composition or other material having antiperspirant activity, preferably astringent metallic salts, especially the inorganic and organic salts of aluminum, zirconium and zinc, as well as mixtures thereof Particularly preferred are the aluminum and zirconium salts, such as aluminum hahdes, aluminum chlorohydrate, aluminum hydroxyhalides, zirconyl oxyha des, zirconyl hydroxyhalides, and mixtures thereof
  • Preferred aluminum salts for use in the antiperspirant stick compositions include those which conform to the formula
  • Al 2 (OH) a Cl b x H 2 0 wherein a is from about 2 to about 5, the sum of a and b is about 6, x is from about 1 to about 6, and wherein a, b, and x may have non-integer values
  • Processes for preparing aluminum salts are disclosed in U S Patent 3,887,692, Gilman, issued June 3, 1975, U S Patent 3,904,741 , Jones et al , issued September 9, 1975, U S Patent 4,359,456, Gosling et al , issued November 16, 1982, and British Patent Specification 2,048,229, Fitzgerald et al , published December 10, 1980, all of which are incorporated herein by reference
  • Mixtures of aluminum salts are described in B ⁇ tish Patent Specification 1 ,347,950, Shin
  • Preferred zirconium salts for use in the antiperspirant stick compositions include those which conform to the formula
  • zirconium salts are described in Belgian Patent 825,146, Schmitz, issued August 4, 1975, which description is incorporated herein by reference
  • Particularly preferred zirconium salts are those complexes which additionally contain aluminum and glycine, commonly known as ZAG complexes
  • ZAG complexes contain aluminum chlorohydroxide and zirconyl hydroxy chloride conforming to the above described formulas
  • Such ZAG complexes are described in U S Patent 3,679,068, Luedders et al , issued February 12, 1974, Great Britain Patent Application 2,144,992, Callaghan et al , published March 20, 1985, and U S Patent 4,120,948, Shelton, issued October 17, 1978, all of which are incorporated herein by reference
  • the antiperspirant stick compositions of the present invention will typically comp
  • the carrier liquids can be organic or silicone-containing, volatile or non volatile, aqueous or anhydrous (preferably anhydrous).
  • concentration of such carrier liquids in the antiperspirant compositions can range from about 1% to about 95%, preferably from about 10% to about 90%, even more preferably from about 30% to about 85%, most preferably from about 30% to about 75%, by weight of the composition.
  • the carrier liquid within the antiperspirant composition preferably comprises a volatile carrier liquid, e.g., volatile silicone, volatile isoparafin or other organic liquid, preferably a volatile silicone liquid such as volatile cyclomethicone, e.g., cyclopentasiloxane, cyclohexasiloxane, cyclopentasiloxane, combinations thereof.
  • the volatile carrier liquid can represent from zero to 100%, preferably from about 20% to 100%), more preferably from about 20%) to about 90%, by weight of the carrier liquid.
  • suitable volatile silicone materials are described in Todd et al., "Volatile Silicone Fluids for Cosmetics", Cosmetics and Toiletries, 91 :27-32 (1976), which descriptions are incorporated herein by reference.
  • the antiperspirant stick compositions of the present invention will typically also comprise a nonvolatile silicone liquid such as a polydimethylsiloxane fluid at concentrations ranging from about 1% to about 35%, preferably from about 2% to about 20%, by weight of the composition.
  • a nonvolatile silicone liquid such as a polydimethylsiloxane fluid at concentrations ranging from about 1% to about 35%, preferably from about 2% to about 20%, by weight of the composition.
  • these non-volatile silicone liquids are preferably used in combination with volatile silicone liquid (e.g., cyclopentasiloxane, cyclohexasiloxane, cyclotetrasiloxane) as described in U.S. Patent 5,156,834 (Beckmeyer et al.), which patent is incorporated herein by reference.
  • the antiperspirant stick compositions of the present invention in order to obtain the desired product hardness for a solid stick formulation, will typically also comprise a suspending or thickening agent to help provide the composition with the desired viscosity, rheology, texture or product hardness, or to otherwise help suspend any dispersed solids or liquids within the composition.
  • suspending agent and “thickening agent” are used interchangeably herein and include any material known or otherwise effective in providing suspending, gelling, viscosifying, solidifying or thickening properties to the composition or which otherwise provide structure to the final product form.
  • suspending or thickening agents include gelling agents, and polymeric or nonpolymeric or inorganic thickening or viscosifying agents Such materials will most typically be solids under ambient conditions and include organic solids, silicone solids, crystalline or other gellants, inorganic particulates such as clays or silicas, polymeric thickeners (e g , silicone elastomers, silicone copolymers) or combinations thereof
  • concentration and type of suspending or thickening agent selected for use in the antiperspirant stick composition will vary depending upon the desired product form, viscosity, hardness and/or other product characteristics For most suspending or thickening agents suitable for use herein, the concentration will most typically range from about 0 1% to about 50%, more typically from about 1% to about 35%, preferably from about 1% to about 25%, most preferably from about 5% to about 25%, by weight of the composition
  • Suitable suspending or thickening agents in the antiperspirant stick compositions include, but are not limited to, fatty acid gellants, salts of fatty acids, hydroxy acid gellants, esters and amides of fatty acid or hydroxy fatty acid gellants, cholesterohc materials, dibenzy dene alditols, lanolinohc materials, fatty alcohols, t ⁇ glycendes, sucrose esters, inorganic materials such as clays or silicas, and other suitable gellants
  • suspending or thickening agents include gellants such as fatty alcohols having from about 8 to about 40 carbon atoms, preferably from 8 to about 30 carbon atoms, more preferably from about 12 to about 18 carbon atoms.
  • gellants are wax-like mate ⁇ als which are most typically used at concentrations ranging from about 1% to about 30%, preferably from about 5% to about 20%, most preferably from about 10% to about 20%, by weight of the antiperspirant stick compositions
  • suitable suspending or thickening agents for use in the antiperspirant stick compositions include waxes or wax-like materials having a melt point of above 65°C, more typically from about 65°C to about 130°C, examples of which include, but are not limited to, waxes such as beeswax, camauba, baysberry, candelilla, montan, ozokerite, ceresin, hydrogenated castor oil (castor wax), synthetic waxes, microcrystalline waxes Castor wax is preferred within this group Other high melting point waxes are described in U S Patent 4,049,792 (Elsnau), which description is incorporated herein by reference
  • Suitable suspending or thickening agents for use in the antiperspirant stick compositions include fatty acid gellants such as fatty acid and hydroxy acids such as alpha or beta hydroxy fatty acids, having from about 10 to about 40 carbon atoms, and esters and amides of such gelling agents
  • fatty acid gellants such as fatty acid and hydroxy acids such as alpha or beta hydroxy fatty acids, having from about 10 to about 40 carbon atoms
  • esters and amides of such gelling agents include 12-hydroxystea ⁇ c acid, 12-hydroxylau ⁇ c acid, 16-hydroxyhexadecano ⁇ c acid, behenic acid, eurcic acid, stea ⁇ c acid, caprylic acid, lau ⁇ c acid, lsostea ⁇ c acid, and combinations thereof
  • Preferred are 12-hydroxystea ⁇ c acid, esters of 12-hydroxystea ⁇ c acid, amides of 12-hydroxystea ⁇ c acid and combinations thereof, and all other gelling agents which correspond to the following formula wherein Ri is OR 2
  • Suitable amide gellants include disubstituted or branched monoamide gellants, monosubstituted or branched diamide gellants, t ⁇ amide gellants, and combinations thereof, including n-acyl amino acid derivatives such as n-acyl amino acid amides, n-acyl amino acid esters prepared from glutamic acid, lysme, glutamine, aspartic acid, and combinations thereof
  • n-acyl amino acid derivatives such as n-acyl amino acid amides, n-acyl amino acid esters prepared from glutamic acid, lysme, glutamine, aspartic acid, and combinations thereof
  • Other suitable amide gelling agents are described in U S Patent 5,429,816 (Hofrichter et al ) and U S Patent 5,840,287 (Guskey et al ), which descriptions are incorporated herein by reference Concentrations of all such gellants preferably range from about 0 1% to about 25%, more preferably of from about 1% to about
  • suitable suspending or thickening agents for use in the antiperspirant stick compositions include triglyceride gellant systems which comprise glyceryl t ⁇ behenate or other solid t ⁇ glyce ⁇ des
  • suitable suspending or thickening agents for use in the antiperspirant stick compositions include particulate suspending or thickening agents such as clays and colloidal pyrogenic silica pigments Other known or otherwise effective particulate suspending agents.
  • Concentrations of optional particulate thickening agents preferably range from about 0 1% to about 15%, more preferably from about 1% to about 15%, even more preferably from about 1% to about 8%, by weight of the composition
  • Colloidal pyrogenic silica pigments are preferred, a common example of which includes Cab-O-Sil ®, a submicron particulated pyrogenic silica
  • Suitable clay suspending or thickening agents include montmo ⁇ llonite clays, examples of which include bentonites, hectorites, and colloidal magnesium aluminum silicates These and other suitable clay suspending agents are preferably hydrophobically treated, and when so treated will generally be used in combination with a clay activator
  • suitable clay activators include propylene carbonate, ethanol, and combinations thereof
  • the amount of clay activator will typically range from about 25% to about 75% by weight of the clay, more typically from about 40% to about 60% by weight of the clay
  • the antiperspirant stick compositions of the present invention may further comprise one or more other optional materials that are known for use in antiperspirant compositions or other personal care products, or which are otherwise suitable for topical application to human skin
  • Such other optional materials include dyes or colorants, emulsifiers, perfumes, distributing agents, pharmaceutical or other topical active, preservatives, surfactants, processing aides such as viscosity modifiers, wash-off aids, and so forth
  • Examples of such optional materials are described in U.S Patent 4,049,792 (Elsnau), U S Patent 5,019,375 (Tanner et al ), and U S Patent 5,429,816 (Hofrichter et al ), which descriptions are incorporated herein by reference.
  • the antiperspirant compositions of the present invention preferably further comprise solid antiperspirant active having a mode particle size of less than about 20 ⁇ m, preferably less than about 12 ⁇ m, all at the active concentrations described herein, and preferably a density greater than about 0 7 g/cn
  • hard, waxy material or compositions to which all of the methods and compositions of the present invention are directed will most typically comprise one or more of the suspending or thickening agents as described heremabove
  • compositions for use in or otherwise associated with diapers, feminine protection products, cleansing wipes, non-cleansing wipes, moisturing wipes, cleansing products and other similar consumer products.
  • consumer products can comprise materials that contain waxes and fatty alcohols, e.g., stearyl alcohol, to help deliver skin protectants and moisturizers such as petrolatum or zinc oxide, other any other desired material, to the skin.
  • the hard, waxy compositions can, for example, be coated onto or otherwise placed in contact with a substrate (e.g., diaper substrate) within the consumer product item for application to the desired area of the skin.
  • the solid particulates as defined herein help to improve the transfer efficiency, i.e., increase the amount of coating delivered from a substrate onto skin divided by or relative to the total amount of coating on the substrate.
  • compositions of the present invention may be combined with an appropriate application implement to provide an article of manufacture consumers may use to conveniently apply the composition to the skin and other substrates.
  • the implement may be anything which may deliver the composition to the skin or other substrates such as a container filled with the composition or a substrate coated or impregnated with the composition.
  • the article of manufacture of the present invention may comprise any container, bottle, wrap or package which may be filled with the composition.
  • the articles of manufacture of the present invention may comprise a water insoluble substrate as an application device to apply the hard, waxy composition to the skin or other substrates.
  • water insoluble is meant that the substrate does not dissolve in or readily break apart upon immersion in water.
  • a wide variety of materials can be used as the substrate.
  • the following nonlimiting characteristics are desirable: (i) sufficient wet strength for use, (ii) sufficient abrasivity, (iii) sufficient loft and porosity, (iv) sufficient thickness, and (v) appropriate size.
  • suitable insoluble substrates which meet the above criteria include nonwoven substrates, woven substrates, hydro- or fluid-entangled substrates, air entangled substrates, natural sponges, synthetic sponges, polymeric netted meshes, and the like.
  • Preferred embodiments employ nonwoven substrates since they are economical and readily available in a variety of materials.
  • nonwoven is meant that the layer is comprised of fibers which are not woven into a fabric but rather are formed into a sheet, mat, or pad layer.
  • the fibers can either be random (i.e., randomly aligned) or they can be carded (i.e. combed to be oriented in primarily one direction). Furthermore, the nonwoven substrate can be composed of a combination of layers of random and carded fibers.
  • Nonwoven substrates may be comprised of a variety of materials both natural and synthetic.
  • natural is meant that the materials are derived from plants, animals, insects or byproducts of plants, animals, and insects.
  • synthetic is meant that the materials are obtained primarily from various man-made materials or from natural materials which have been further altered
  • the conventional base starting material is usually a fibrous web comprising any of the common synthetic or natural textile-length fibers, or mixtures thereof.
  • Nonlimiting examples of natural materials useful in the present invention are silk fibers, keratin fibers and cellulosic fibers
  • Nonlimiting examples of keratin fibers include those selected from the group consisting of wool fibers, camel hair fibers, and the like.
  • Nonlimiting examples of cellulosic fibers include those selected from the group consisting of wood pulp fibers, cotton fibers, hemp fibers, jute fibers, flax fibers, and mixtures thereof.
  • Nonlimiting examples of synthetic materials useful in the present invention include those selected from the group consisting of acetate fibers, acrylic fibers, cellulose ester fibers, modacryhc fibers, polyamide fibers, polyester fibers, polyolefin fibers, polyvinyl alcohol fibers, rayon fibers, polyurethane foam, and mixtures thereof
  • acrylics such as ac ⁇ lan, creslan, and the acrylonit ⁇ le-based fiber, orlon
  • cellulose ester fibers such as cellulose acetate, arnel, and accelerator
  • polyamides such as nylons (e.g., nylon 6, nylon 66, nylon 610, and the like)
  • polyesters such as fortrel, kodel, and the polyethylene terephthalate fiber, dacron
  • polyolefins such as polypropylene, polyethylene
  • Nonwoven substrates made from natural materials consist of webs or sheets most commonly formed on a fine wire screen from a liquid suspension of the fibers. See CA. Hampel et al., The Encyclopedia of Chemistrv. third edition, 1973, pp. 793-795 (1973); The Encyclopedia Americana, vol 21, pp. 376-383 (1984); and G.A Smook, Handbook of Pulp and Paper Technologies. Technical Association for the Pulp and Paper Industry (1986); which are incorporated by reference herein m their entirety.
  • Substrates made from natural materials useful in the present invention can be obtained from a wide variety of commercial sources.
  • suitable commercially available paper layers useful herein include A ⁇ rtex* an embossed airlaid cellulosic layer having a base weight of about 71 gsy, available from James River, Green Bay, WI; and Walkisoft , an embossed airlaid cellulosic having a base weight of about 75 gsy, available from Walkisoft U.S.A., Mount Holly, NC.
  • nonwoven substrates are well known in the art.
  • these nonwoven substrates can be made by air-laying, water-laying, eltblowing, coforming, spunbonding, or carding processes in which the fibers or filaments are first cut to desired lengths from long strands, passed into a water or air stream, and then deposited onto a screen through which the fiber-laden air or water is passed.
  • the resulting layer regardless of its method of production or composition, is then subjected to at least one of several types of bonding operations to anchor the individual fibers together to form a self-sustaining web.
  • the nonwoven layer can be prepared by a variety of processes including hydroentanglement, thermally bonding or thermo-bonding, and combinations of these processes.
  • the substrates of the present invention can consist of a single layer or multiple layers.
  • a multilayered substrate can include films and other nonfibrous materials.
  • Nonwoven substrates made from synthetic materials useful in the present invention can also be obtained from a wide variety of commercial sources.
  • suitable nonwoven layer materials useful herein include HEF 40-047, an apertured hydroentangled material containing about 50% rayon and 50%> polyester, and having a basis weight of about 43 grams per square yard (gsy), available from Veratec, Inc., Walpole, MA; HEF 140-102, an apertured hydroentangled material containing about 50% rayon and 50% polyester, and having a basis weight of about 56 gsy, available from Veratec, Inc., Walpole, MA; NovonetR 149-616, a thermo-bonded grid patterned material containing about 100% polypropylene, and having a basis weight of about 50 gsy, available from Veratec, Inc., Walpole, MA; Novonet ⁇ 149-801, a thermo-bonded grid patterned material containing about 69% rayon, about 25% polypropylene, and about 6% cotton, and having a basis weight of about 75 gsy, available from Vera
  • Walpole, MA Novonet ⁇ 149-191, a thermo-bonded grid patterned material containing about 69% rayon, about 25% polypropylene, and about 6% cotton, and having a basis weight of about 100 gsy, available from Veratec, Inc. Walpole, MA; HEF Nubtex 149-801, a nubbed, apertured hydroentangled material, containing about 100%) polyester, and having a basis weight of about 70 gsy, available from Veratec, Inc.
  • the water insoluble substrate can be a polymeric mesh sponge as described in European Patent No EP 702550 Al published March 27, 1996, incorporated by reference herein in its entirety
  • the poiyme ⁇ c sponge comprises a plurality of plies of an extruded tubular netting mesh prepared from a strong flexible polymer, such as addition polymers of olefin monomers and polyamides of polycarboxy c acids
  • these polymeric sponges are designed to be used in conjunction with a liquid cleanser, these types of sponges can be used as the water insoluble substrate in the present invention
  • the substrate can be made into a wide variety of shapes and forms including flat pads, thick pads, thin sheets, ball-shaped implements, irregularly shaped implements, and having sizes ranging from a surface area of about a square inch to about hundreds of square inches
  • the exact size will depend upon the desired use and product characteristics Especially convenient are square, circular, rectangular, or oval pads having a surface area of from about 1 ⁇ n ⁇ to about 144 m ⁇ , preferably from about 10 ⁇ n ⁇ to about 120 in ⁇ , and more preferably from about 30 ⁇ n ⁇ to about 80 ⁇ n and a thickness of from about 1 mil to about 500 mil, preferably from about 5 mil to about 250 mil, and more preferably from about 10 mil to about 100 mil
  • the water insoluble substrates of the present invention can comprise two or more layers, each having different textures and abrasiveness
  • the differing textures can result from the use of different combinations of materials or from the use of different manufacturing processes or a combination thereof
  • a dual textured substrate can be made to provide the advantage of having a more abrasive side for exfoliation and a softer, absorbent side for gentle cleansing
  • separate layers of the substrate can be manufactured to have different colors, thereby helping the user to further distinguish the surfaces
  • Preferable articles of the present invention comprise a water insoluble substrate which comprises a non-scouring, lofty, low-density batting layer and a non-lofty, fluid-permeable nonwoven layer
  • the batting layer of the present invention is lofty, non-scouring, and is of low-density
  • "lofty” means that the layer has density of from about 0 00005 g/cm 3 to about 0 1 g/cm 3 , preferably from about 0 001 g/cm 3 to about 0 09 g/cm 3 and a thickness of from about 0 04 inches to about 2 inches at 5 gms/in 2
  • Nonwovens made from synthetic materials useful the present invention can be obtained from a wide variety of commercial sources
  • suitable nonwoven layer materials useful herein include HEF 40-047, an apertured hydroentangled material containing about 50% rayon and 50%> polyester, and having a basis weight of about 61 grams per square meter (gsm), available from Veratec, Inc
  • Walpole, MA Novonet® 149-191, a thermo-bonded grid patterned material containing about 69% rayon, about 25% polypropylene, and about 6% cotton, and having a basis weight of about 120 gsm, available from Veratec, Inc. Walpole, MA; HEF Nubtex® 149- 801 , a nubbed, apertured hydroentangled material, containing about 100% polyester, and having a basis weight of about 84 gsm, available from Veratec, Inc.
  • Preferred non-woven substrate materials have a basis weight of about from 24 gsm to about 96 gsm, more preferably from about 36 gsm to about 84 gsm , and most preferably from about 42 gsm to about 78 gsm.
  • the nonwoven layer may also comprise formed films and composite materials, i.e., multiply materials containing formed films.
  • the nonwoven layer comprises a plastic formed film which is both microapertured and macroapertured.
  • the nonwoven layer is well- suited to contact the area to be cleansed given the cloth-like feel of such microapertured films.
  • the surface aberrations of the microapertures face opposite of the surface aberrations of the macroapertures on the nonwoven layer. In such an instance, it is believed that the macroapertures maximize the overall wetting/lathering of the article by the three-dimensional thickness formed from the surface aberrations which are under constant compression and decompression during the use of the article thereby creating lathering bellows.
  • the nonwoven layer comprising a formed film preferably has at least about 100 apertures/cm 2 , more preferably at least 500 apertures/cm 2 , even still more preferably at least about 1000 apertures/cm 2 , and most preferably at least about 1500 apertures/cm 2 of the substrate. More preferred embodiments of the present invention include a nonwoven layer which has water flux rate of from about 5 cm 3 /cm 2 -s to about 70 cm 3 /cm 2 -s, more preferably from about 10 cm /cm 2 -s to about 50 cm /cm -s and most preferably from about 15 cm 3 /cm 2 -s to about 40 cm 3 /cm 2 -s.
  • Suitable formed films and formed film-containing composite materials useful in the nonwoven layer of the present invention include, but are not limited to, those disclosed in U. S. Patent No. 4,342,314 issued to Radel et al. on August 3, 1982, commonly assigned co- pending application U. S. Serial No. 08/326,571 and PCT Application No. US95/07435, filed June 12, 1995 and published January 1 1 , 1996, and U. S. Patent No. 4,629,643, issued to Curro et al. on December 16, 1986, each of which is incorporated by reference herein in its entirety.
  • the nonwoven layer may be a formed film composite material comprising at least one formed film and at least one nonwoven wherein the layer is vacuum formed.
  • a suitable formed film composite material includes, but is not limited to, a vacuum laminated composite formed film material formed by combining a carded polypropylene nonwoven having a basis weight of 30 gsm with a formed film.
  • each of the layers of the articles as well as the articles themselves may be made into a wide variety of shapes and forms including flat pads, thick pads, thin sheets, ball- shaped implements, irregularly shaped implements. The exact size of the layers will depend upon the desired use and characteristics of the article and may range in surface area size from about a square inch to about hundreds of square inches..
  • Especially convenient layer and article shapes include, but are not limited to, square, circular, rectangular, hourglass, mitt-type or oval shapes having a surface area of from about 5 in 2 to about 200 in 2 , preferably from about 6 in 2 to about 120 in 2 , and more preferably from about 15 in 2 to about 100 in 2 , and a thickness of from about 0.5 mm to about 50 mm, preferably from about 1 mm to about 25 mm, and more preferably from about 2 mm to about 20 mm.
  • METHODS OF MANUFACTURE The present invention may be made by using any of the typical methods known to those skilled in the art to achieve the selected compositions and articles. For example methods to make solid antiperspirant sticks are disclosed in Gels and Sticks Formulary, 99 Cosmetics & Toiletries 77-84, 1984; herein incorporated by reference. Methods found particularly useful follow below: Combine the gelling agent and the liquid base material into a vessel equipped with a heat source. Heat the mixture to between about 80 C and about 130°C with stirring, until the mixture forms a homogeneous, molten solution. Preferably, the homogeneous, molten solution is allowed to cool to a mixing temperature; typically between about 65 C and 120 C.
  • the mixture may simply be heated to the mixing temperature until the mixture forms a homogeneous, molten solution.
  • This alternative method typically takes longer than simply overheating and then cooling.
  • the antiperspirant active may alternatively be added along with the gelling agent and the liquid base material in the first step.
  • the methods of the present invention help improve the deposition efficiency of a hard, waxy composition onto skin or other applied surface, wherein such method comprises the step of incorporating, into a hard, waxy or other similar composition, a particulate solid having particle size distribution, wherein the particle size distribution is characterized by a mode particle size of greater than about 20 ⁇ m, preferably greater than about 25 ⁇ m, and more preferably greater than about 30 ⁇ m and less than about lOO ⁇ m, preferably less than about 75 ⁇ m, and more preferably less than about 50 ⁇ m.
  • the methods of the present invention may be applied to hard, waxy compositions further comprising a separate particulate solid component having a mode particle size of less than about 12 ⁇ m. It has been found that particulate solids having a mode particle size of less than 12 ⁇ m do not disrupt the crystal structure enough to increase deposition of the hard, waxy composition. Therefore, the incorporation of the particulate solids having a mode particle size of from about 20 ⁇ m to lOO ⁇ m to such a composition, in addition to the other separate particulate solid component, will again increase the deposition of the composition on the skm
  • the methods of the present invention also includes a method of providing improved deposition of a hard, waxy or other similar composition to the skin or other applied surface, wherein the method comprises the step of applying the compositions described herein to the skin or other applied surface
  • the methods of the present invention also includes a method of providing improved deposition of an antiperspirant stick composition to the underarm area of skin, wherein the antiperspirant stick compositions described herein are applied to the underarm in an amount effective to inhibit or control underarm perspiration and/or underarm odor, such amount typically ranging from about 0 1 gram per axilla to about 1 0 gram per axilla, more typically from about 0 1 gram to about 0 5 gram
  • Moisturizing wipe e.g., moisturizin bab wi e
  • the wipe is prepared by heating the stearyl alcohol and petrolatum to 70°C, milling the zinc oxide into the mixture, stirring in the particulate solids (microthene powder). About 0.2 grams of the resulting formulation per gram of wipe substrate is slot coated along the substrate length. The resulting wipe provides improved deposition onto the skin of the substrate formulation.
  • Substrate - Permeable, fusible web comprised of low-melting heat-sealable polyamide fibers
  • the moisturizing baby cloth or wipe is prepared by heating the stearyl alcohol and petrolatum to 70°C, milling the zinc oxide into the heated mixture, and then adding and mixing the particulate solids (microthene powder) into the mixture. About 0.2 grams of the resulting formulation is per gram of wipe substrate along the substrate length, with a slot coater. The resulting wipe provides improved deposition onto the skin of the formulation that was applied during processing to the wipe substrate.
  • Substrate - 70 gsm web comprised of 3 denier hydroentangled polyester fibers.
  • the wipe is prepared by melting all of the hydrophobic components together, stirring in pre-dispersed microfine titanium dioxide particles, and then stirring in the particulate solids (microthene powder).
  • the resulting formulation is slot coated onto one side of the substrate at 0.5 grams per sheet.

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Abstract

L'invention concerne des compositions de bâtons antisudorifiques permettant d'obtenir une meilleur dépôt de la matrice de la composition sur la peau, lesdites compositions comprenant des particules solides antisudorifiques ayant une granulométrie caractérisée par un rapport valeur d90/granulométrie modale compris entre 2,0 environ et 10,0 environ. L'invention concerne également des méthodes permettant d'améliorer le dépôt de compositions dures, cireuses ou analogues sur la peau ou d'autres substrats dès l'application, ladite méthode consistant à incorporer dans la composition des particules solides ayant une granulométrie définie.
PCT/US2000/022995 1999-08-23 2000-08-22 Compositions de batons antisudorifiques permettant d'obtenir un meilleur depot de la matrice de la composition sur la peau WO2001013871A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU70646/00A AU7064600A (en) 1999-08-23 2000-08-22 Antiperspirant stick compositions providing improved deposition of the composition matrix onto skin

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US15030299P 1999-08-23 1999-08-23
US60/150,302 1999-08-23

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1284128A1 (fr) 2001-08-17 2003-02-19 L'oreal Stick antitranspirant anhydre
EP1479377A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Pain de savon comprenant une cire microcristalline en tant qu'agent structurant
WO2011073356A2 (fr) 2009-12-17 2011-06-23 L'oreal Utilisation d'une composition cosmétique comprenant au moins un polymère élastomère filmogène pour traiter la transpiration humaine
WO2011073345A2 (fr) 2009-12-17 2011-06-23 L'oreal Utilisation d'un ou de plusieurs composés adhésifs sensibles à la pression à titre d'agents pour le traitement de la transpiration chez l'homme
WO2016094110A1 (fr) 2014-12-09 2016-06-16 L'oreal Compositions cosmétiques crème-poudre
US9687425B2 (en) 2014-06-30 2017-06-27 The Procter & Gamble Company Personal care compositions and methods
US9717930B2 (en) 2013-03-12 2017-08-01 The Procter & Gamble Company Antiperspirant compositions
US9877909B2 (en) 2014-06-30 2018-01-30 The Procter & Gamble Company Personal care compositions and methods
US10016343B2 (en) 2013-03-12 2018-07-10 The Procter & Gamble Company Solid stick antiperspirant compositions

Citations (3)

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Publication number Priority date Publication date Assignee Title
DE1617337A1 (de) * 1967-01-02 1971-03-25 Beiersdorf Ag Verfahren zur Herstellung eines transpirationshemmenden und/oder desodorierenden Puderstiftes
DE2430897A1 (de) * 1974-06-27 1976-01-08 Procter & Gamble Antiperspirationsmittel in form eines stiftes
US5840287A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1617337A1 (de) * 1967-01-02 1971-03-25 Beiersdorf Ag Verfahren zur Herstellung eines transpirationshemmenden und/oder desodorierenden Puderstiftes
DE2430897A1 (de) * 1974-06-27 1976-01-08 Procter & Gamble Antiperspirationsmittel in form eines stiftes
US5840287A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1284128A1 (fr) 2001-08-17 2003-02-19 L'oreal Stick antitranspirant anhydre
US7425321B2 (en) 2001-08-17 2008-09-16 L'oreal S.A. Anhydrous antiperspirant stick
EP1479377A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Pain de savon comprenant une cire microcristalline en tant qu'agent structurant
US8168682B2 (en) 2003-05-22 2012-05-01 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Personal product bar compositions comprising crystalline wax structured premix or delivery vehicle
WO2011073356A2 (fr) 2009-12-17 2011-06-23 L'oreal Utilisation d'une composition cosmétique comprenant au moins un polymère élastomère filmogène pour traiter la transpiration humaine
WO2011073345A2 (fr) 2009-12-17 2011-06-23 L'oreal Utilisation d'un ou de plusieurs composés adhésifs sensibles à la pression à titre d'agents pour le traitement de la transpiration chez l'homme
US9717930B2 (en) 2013-03-12 2017-08-01 The Procter & Gamble Company Antiperspirant compositions
US9937113B2 (en) 2013-03-12 2018-04-10 The Procter & Gamble Company Antiperspirant compositions
US10016343B2 (en) 2013-03-12 2018-07-10 The Procter & Gamble Company Solid stick antiperspirant compositions
US10052271B2 (en) 2013-03-12 2018-08-21 The Procter & Gamble Company Antiperspirant compositions
US9687425B2 (en) 2014-06-30 2017-06-27 The Procter & Gamble Company Personal care compositions and methods
US9750671B2 (en) 2014-06-30 2017-09-05 The Procter & Gamble Company Personal care compositions and methods
US9877909B2 (en) 2014-06-30 2018-01-30 The Procter & Gamble Company Personal care compositions and methods
US10154949B2 (en) 2014-06-30 2018-12-18 The Procter & Gamble Company Personal care compositions and methods
US10413493B2 (en) 2014-06-30 2019-09-17 The Procter & Gamble Company Personal care composition and methods
US10716743B2 (en) 2014-06-30 2020-07-21 The Procter & Gamble Company Personal care compositions and methods
WO2016094110A1 (fr) 2014-12-09 2016-06-16 L'oreal Compositions cosmétiques crème-poudre

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