WO2023121747A1 - Composition de gel cosmétique comprenant des particules - Google Patents

Composition de gel cosmétique comprenant des particules Download PDF

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Publication number
WO2023121747A1
WO2023121747A1 PCT/US2022/046275 US2022046275W WO2023121747A1 WO 2023121747 A1 WO2023121747 A1 WO 2023121747A1 US 2022046275 W US2022046275 W US 2022046275W WO 2023121747 A1 WO2023121747 A1 WO 2023121747A1
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WIPO (PCT)
Prior art keywords
gel composition
weight
sulfonic acid
present
porous material
Prior art date
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PCT/US2022/046275
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English (en)
Inventor
Hungta LIN
Siliu Tan
Original Assignee
L'oreal
Valeriano De Carvalho, Leandro
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 claimed from US17/556,022 external-priority patent/US20230190589A1/en
Priority claimed from FR2201077A external-priority patent/FR3132431A1/fr
Application filed by L'oreal, Valeriano De Carvalho, Leandro filed Critical L'oreal
Publication of WO2023121747A1 publication Critical patent/WO2023121747A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions 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
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • A61K8/025Explicitly spheroidal or spherical shape
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions 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
    • A61K8/8147Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions 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
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to a cooling gel composition that includes water; at least one C2-C5 alcohol; at least one copolymer formed from sulfonic acid acrylic monomer; at least one acrylic thickening polymer free of sulfonated monomers; and a particulate portion comprising a majority fraction of substantially spherical particulates having an average particle size less than about 20 microns.
  • a cosmetic system that includes an applicator that includes a container and at least one porous material in the container, wherein the porous material has different pore sizes in different portions of the material.
  • the system further includes a gel composition such as the gel composition described above.
  • the present invention relates to a method for enhancing the appearance of skin that includes applying a gel composition such as the gel composition described above to the skin using an applicator comprising a container and at least one porous material in the container, wherein the porous material has different pore sizes in different portions of the material.
  • a gel composition such as the gel composition described above
  • an applicator comprising a container and at least one porous material in the container, wherein the porous material has different pore sizes in different portions of the material.
  • the term "devoid of" a particular material refers to a composition not containing any of the particular material. So, for example, a composition “devoid of” surfactant does not contain any surfactant. Similarly, a composition “free of” surfactant contains 0.25% by weight of the composition or less of surfactant. A composition “substantially free of” surfactant contains 1% by weight of the composition or less of surfactant.
  • the expression "at least one” means at least one and thus includes individual components as well as mixtures/combinations. [0013] Other than in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients and/or reaction conditions are to be understood as being modified in all instances by the term “about,” meaning within 10% of the indicated number (e.g. “about 10%” means 9% – 11% and “about 2%” means 1.8% - 2.2%).
  • Film former or “film forming agent” or “film forming polymer” or “film forming resin” as used herein mean a polymer or resin that leaves a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, absorbed into and/or dissipated on the substrate.
  • Substituted as used herein, means comprising at least one substituent.
  • Non- limiting examples of substituents include atoms, such as oxygen atoms and nitrogen atoms, as well as functional groups, such as amine groups, ether groups, alkoxy groups, acyloxyalky groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen containing groups, ester groups, thiol groups, sulphonate groups, thiosulphategroups, siloxane groups, and polysiloxane groups.
  • the substituent(s) may be further substituted.
  • a range from 1-5 includes specifically 1, 2, 3, 4 and 5, as well as subranges such as and 2-5, 3-5, 2-3, 2-4, 1- 4, etc.
  • a range of ratios is meant to include every specific ratio within, and combination of subranges between the given ranges.
  • “Keratinous materials” includes materials containing keratin such as hair, skin, eyebrows, lips and nails, preferably skin.
  • “Volatile”, as used herein, means having a flash point of less than about 100°C.
  • Gel Crossover Point (Sol/Gel Point), means the point at which the G” (loss modulus) intersects the G’ (storage modulus), reported in % strain. It is the point at which a composition goes from a more solid state to a more liquid state.
  • An example of a method for determining gel crossover point is as follows: a Discovery HR-2 Rheometer by TA Instruments can be used, having 40 mm parallel plate geometry on a stainless steel flat peltier plate. The test can be run @ 20°C, with test parameter of angular frequency of 1.0 rad/s and logarithmic sweep: Strain % 0.01 to 1000.0%. 5 points per decade. Results reported in % strain.
  • Viscosity may be measured at a temperature of 25°C, for example, using a Brooksfield viscometer, Model RVT (Brookfield Engineering Laboratories, Inc.) at about 6 revolutions per minute (RPM), at ambient room temperature of about 20 to 25°C; spindle sizes may be selected in accordance with the standard operating recommendations form the manufacturer, such as a T-Bar No. 34 spindle.
  • Such viscosity readings for gel compositions of the present invention may be less than about 1000 centipoise, such as from about 100cps to about 800cps, such as from about 400cps to about 800cps when measured accordingly.
  • compositions, systems 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 useful.
  • Gel composition [0024] According to the present invention, cooling gel compositions that include water; at least one C2-C5 alcohol; at least one copolymer formed from sulfonic acid acrylic monomer; at least one acrylic thickening polymer free of sulfonated monomers; and a particulate portion comprising a majority fraction of substantially spherical particulates substantially spherical particulates having an average particle size less than about 20 microns are provided.
  • the gel composition may be free of surfactants.
  • the gel compositions have a gel crossover point ranging from about 35% to about 85% strain, preferably from about 40% to about 80% strain, and preferably from about 45% to about 75% strain, including all ranges and subranges therebetween.
  • the “color cosmetic composition” referred to herein can be any suitable cosmetic composition containing at least one coloring agent which can provide color to a keratinous material to which it has been applied.
  • C2-C5 Alcohol and Water Hydrophilic Solvent Component
  • the gel composition includes at least one C2-C5 alcohol.
  • Suitable C2-C5 alcohols include ethanol, propanol, butanol, pentanol, isopropanol, isobutanol and isopentanol. Ethanol is particularly preferred.
  • the C2-C5 alcohol(s) is/are present in the gel compositions of the present invention in amounts ranging from about 0.5% to about 30%, preferably from about 4% to about 30%, preferably from about 5% to about 30%, preferably from about 10% to about 30%, preferably from about 20% to about 30%, by weight, based on the total weight of the composition, including all ranges and subranges in between.
  • the gel composition include water.
  • the gel compositions comprise from about 40% to about 90% water, preferably from about 50% to about 85% water, and preferably from about 60% to about 80% water, by weight, based on the total weight of the composition, including all ranges and subranges therebetween.
  • the solvent component of the gel compositions of the present invention consists essentially of, or consists of, water and C2-C5 alcohols. That is, the gel composition preferably will not contain any solvent in an amount which has a material adverse effect on the transfer-resistance properties of a color cosmetic composition to which it has been applied.
  • the gel compositions of the present invention are devoid of, free of, or substantially free of surfactants.
  • Such surfactants include those amphiphilic molecules capable of depressing surface tension of water to less than about 50 mN/m, such as less than about 40 mN/m, when present in a concentration by weight in deionized water of 0.25% at 25C, particularly those having a molecular weight of less than about 600 daltons, and more particularly foaming surfactants.
  • the gel compositions of the present invention are devoid of, free of, or substantially free of silicones.
  • the gel compositions of the present invention are devoid of, free of, or substantially free of film formers.
  • the gel compositions of the present invention are devoid of, free of, or substantially free of coloring agents.
  • the gel compositions of the present invention are devoid of, free of, or substantially free of at least one of coloring agents, surfactants, silicones and film formers.
  • Particulate Portion [0037] According to the present invention, the gel composition includes a particulate portion. The particulate portion consists of any of various finely divided solid materials that are suspended or otherwise stabilized in the gel composition. [0038] The inventors have found that, in order to enhance the expression of the particles through the porous applicator, it is important that the particulates chosen in the composition include substantially spherical particles having an average particle size less than about 20 microns.
  • substantially spherical it is meant an essentially spherical shape, for example in the form of beads (hollow or solid).
  • Suitable examples of substantially spherical particles include certain silica aerogels.
  • Silica aerogels are porous materials obtained by replacing (by drying) the liquid component of a silica gel with air. They are generally synthesized via a sol-gel process in liquid medium and then dried, usually by extraction of a supercritical fluid, the one most commonly used being supercritical C02. This type of drying makes it possible to avoid shrinkage of the pores and of the material.
  • the sol-gel process and the various drying processes are described in detail in Brinker CJ., and Scherer G.W., Sol-Gel Science: New York: Academic Press, 1990.
  • Silica aerogels in general, have been disclosed in U.S. Pat. No. 9,320,689, the entire contents of which is hereby incorporated by reference.
  • the aerogels used according to the present invention are hydrophobic silica aerogels.
  • hydrophobic silica means any silica whose surface is treated with silylating agents, for example halogenated silanes such as alkylchlorosilanes, siloxanes, in particular dimethylsiloxanes such as hexamethyldisiloxane, or silazanes, so as to functionalized the OH groups with silyl groups Si--Rn, for example trimethylsilyl groups.
  • Hydrophobic silica aerogels particles surface- modified with trimethylsilyl groups are preferred.
  • sica silylate As regards the preparation of hydrophobic silica aerogels particles that have been surface-modified by silylation, (“silica silylate”), reference may be made to document U.S.
  • substantially spherical silica aerogels having an average particle size less than about 20 microns examples include AIRLICA TL-10 from Tokuyama Corporation or CAB-O-SIL TS-530 from Cabot Corporation.
  • substantially spherical silica aerogel particulates having an average particle size less than about 20 microns are exemplified above, the substantially spherical particulates having an average particle size less than about 20 microns need not be silica aerogel. They may, for example be other spherical silicas such as Silica Balloon BA4 available from JGC Catalysts and Chemicals.
  • This silica has an oil absorption 40 mL/100- gram powder and an average particle size of about 4 ⁇ m.
  • Other microspheres (beads) made from glass or polymers are also suitable.
  • the spherical particles having an average particle size less than about 20 microns comprise silica.
  • the spherical particles are silica aerogel particles.
  • the particulate portion may include particulates that are not substantially spherical particulates having an average (e.g., median) particle size less than about 20 microns, at least 50% by weight of the particulate material in the particulate portion meets this requirement.
  • the particulate portion “comprises a majority fraction of substantially spherical particulates having an average particle size less than about 20 microns.”
  • the particulate portion is substantially free of substantially non-spherical particulates.
  • substantially non- spherical particulates may include, for example, perlite; poly(vinyl chloride) powder; pumice; ground fruit kernel shells, such as ground materials derived from apricot kernels or walnut shells; sawdust, wood flour; cellulose, and the like.
  • Other particles which may be included are certain polyethylene beads, and certain nylon particles, such as the Nylon- 12.
  • the substantially spherical particulates having an average particle size less than about 20 microns is/are present in the gel compositions of the present invention in amounts ranging from about 0.05% to about 10% by weight, preferably from 0.1% to 2% by weight, and preferably from 0.1% to 1% by weight, and more preferably from 0.25% to 1%, and more preferably from 0.2% to 0.8% by weight including all ranges and subranges therebetween, all weights based on the weight of the composition as a whole.
  • the total percentage of particulates in the gel composition may range from about 0.05% to about 10% by weight, such as from about 0.1% to about 5%, such as from about 0.1% to about 1% by weight.
  • compositions that include at least one copolymer formed from sulfonic acid acrylic monomer are provided.
  • the copolymer formed from sulfonic acid acrylic monomer comprises at least one ethylenically unsaturated monomer containing a sulphonic group, in freeform or partially or totally neutralized form and comprising at least one hydrophobic portion.
  • the hydrophobic portion present in these polymers preferably contains from 6 to 50 carbon atoms, preferably from 6 to 22 carbon atoms, preferably from 6 to 18 carbon atoms and preferably from 12 to 18 carbon atoms, including all ranges and subranges therebetween.
  • the copolymer formed from sulfonic acid acrylic monomer may be based on at least one ethylenically unsaturated hydrophilic monomer A and on at least one hydrophobic monomer B.
  • the monomer A comprises a strong acid function, in particular a sulphonic acid or phosphonic acid function.
  • the hydrophobic monomer B comprises at least one hydrophobic radical, chosen from: saturated or unsaturated C6-C18 linear alkyl radicals (for example, n-hexyl, n-octyl, n-decyl, n-hexadecyl, n-dodecyl or oleyl); branched alkyl radicals (for example, isostearic) or cyclic alkyl radicals (for example, cyclododecane or adamantane); C6-C18 fluoro or alkylfluoro radicals (for example, the group of formula —(CH2)2—(CF2)9—CF3); a cholesteryl radical or radicals derived from cholesterol (for example, cholesteryl hexanoate); aromatic polycyclic groups, for instance naphthalene or pyrene; and silicone or alkylsilicone or alkylfluorosilicone radicals.
  • the copolymer formed from sulfonic acid acrylic monomer are preferably water-soluble or water-dispersible in neutralized form. Their viscosity at a concentration of 1% in water, at a shear rate of 1 s ⁇ 1, at a pH of between 5 and 8, at 25° C., is preferably less than 5000 mPa.s.
  • Copolymers formed from sulfonic acid acrylic monomer suitable for use in the present invention are described in US 2001/049419 and US 6,645,476, the entire contents of both of which are hereby incorporated by reference.
  • the copolymer formed from sulfonic acid acrylic monomer may be crosslinked.
  • the crosslinking agents may be chosen from, for example, the polyolefinically unsaturated compounds commonly used for crosslinking polymers obtained by free-radical polymerization.
  • the crosslinking agent is chosen from methylenebisacrylamide, allyl methacrylate or trimethylolpropane triacrylate (TMPTA).
  • TMPTA trimethylolpropane triacrylate
  • the degree of crosslinking preferably ranges from 0.01 mol % to 10 mol %, and preferably from 0.2 mol % to 2 mol %, relative to the polymer, including all ranges and subranges therebetween.
  • Preferred amphiphilic polymers are chosen from crosslinked or non-crosslinked amphiphilic polymers of 2acrylamido-2- methylpropanesulphonic (AMPS) acid and of at least one ethylenically unsaturated monomer comprising at least one hydrophobic portion containing from 6 to 30 carbon atoms, preferably from 6 to 22 carbon atoms, preferably from 6 to 18 carbon atoms and preferably from 12 to 18 carbon atoms, including all ranges and subranges therebetween.
  • AMPS 2acrylamido-2- methylpropanesulphonic
  • Suitable copolymers formed from sulfonic acid acrylic monomers include crosslinked acrylamide/sodium acrylamido-2-methylpropanesulfonate (AMPS) copolymers, such as that used in the commercial product Sepigel 305 (CTFA name: Polyacrylamide/C13-C14 Isoparaffin/Laureth-7) or that used in the commercial product sold under the name Simulgel 600 (CTFA name: Acrylamide/Sodium Acryloyldimethyltaurate/Isohexadecane/Poly sorbate-80) by the company SEPPIC; copolymers of AMPS® and of vinylpyrrolidone or vinylformamide, such as that used in the commercial product sold under the name Aristoflex AVC® by the company Clariant (CTFA name: Ammonium acryloyldimethyltaurate/VP copolymer) but neutralized with sodium hydroxide or potassium hydroxide; copolymers of AMPS and of sodium acrylate,
  • the at least one copolymers formed from sulfonaic acid acrylic monomers may be present in a concentration by weight ranging from about 0.1% to about 20%, such as from about any of 0.1%, 0.25, 0.5%, or 1% by weight to about any of 1%, 1.5%, or 2% by weight with respect to the total weight of the composition.
  • Acrylic thickening polymer free of sulfonated monomers [0055] In accordance with the present invention, compositions that include at least one acrylic thickening polymer free of sulfonated monomers are provided.
  • the acrylic thickening polymer free of sulfonated monomers is formed from at least one ethylenically unsaturated monomers, each of which is free of sulfonated moieties. According to certain notable embodiments, the acrylic thickening polymer free of sulfonated monomers is at least partially crosslinked. [0056] Preferably, the acrylic thickening polymer free of sulfonated monomers is an acrylic emulsion polymer (formed from emulsion polymerization). According to certain embodiments, the acrylic thickening polymer free of sulfonated monomers is an alkali- swellable acrylic emulsion polymer.
  • the thickening effect from this polymer may be from neutralization of the protonated carboxyl groups which then ionize, thereby expanding the polymer due to charge repulsion.
  • the acrylic thickening polymer free of sulfonated monomers is further hydrophobically modified, such as with one or mor alkyl groups.
  • the acrylic thickening polymer free of sulfonated monomers is free of hydrophobic modification.
  • Suitable acrylic thickening polymer free of sulfonated monomers include CARBOPOL polymers such as CARBOPOL 2984, CARBOPOL 5984, CARBOPOL 940, CARBOPOL 941, CARBOPOL 980, CARBOPOL 981, CARBOPOL Clear Polymer, CARBOPOL SC-200, CARBOPOL SC-800, CARBOPOL Silk-100, CARBOPOL Ultrez- 10, CARBOPOL Aqua SF-1.
  • CARBOPOL polymer are available from Lubrizol.
  • the acrylic thickening polymer free of sulfonated monomers is CARBOPOL Aqua SF-1, a lightly-crosslinked alkali emulsion polymer.
  • the at least one acrylic thickening polymer free of sulfonated monomers may be present in a concentration by weight ranging from about 0.1% to about 20%, such as from about any of 0.1%, 0.25% 0.5%, or 1% by weight to about any of 1%, 1.5%, or 2% by weight with respect to the total weight of the composition.
  • Additional Ingredients [0061] According to preferred embodiments, the gel compositions can comprise additional ingredients typically included in cosmetic compositions. A non-exhaustive discussion of such ingredients is set forth below.
  • the gel compositions may optionally further comprise as least one film-forming agent (that do not meet the requirements for either the at least one acrylic thickening polymer free of sulfonated monomers or the at least one copolymers formed from sulfonaic acid acrylic monomers).
  • films-forming agent selected from the group consisting of silicone resins, polyorganosiloxane copolymers, and mixtures thereof.
  • the silicone resin is selected from the group consisting of siloxysilicate resins, silsesquioxane resins, and mixtures thereof.
  • the gel compositions of the present invention are devoid of or free of the film-forming agents described in this paragraph.
  • glycols such as glycerin, butylene- glycol, hexylene glycol or propylene glycol
  • fragrance such as glycerin, butylene- glycol, hexylene glycol or propylene glycol
  • a preserving agent such as neutralizing agents such as alkalis including sodium hydroxide
  • cooling agents such as methyl diisopropyl propionamide
  • cosmetically active agents and/or dermatological active agents such as, for example, emollients, moisturizers, vitamins, hydroxy acids such salicylic acid, and medicaments.
  • methods for enhancing the appearance of a skin include optionally applying a color cosmetic composition to the keratinous material; and (2) applying the gels compositions of the present invention either (a) the color cosmetic composition or (b) directly to the skin, are provided.
  • the gel composition of the present invention includes less than about 5% solids (percent solids is determined starting at 100% and subtracting all volatile solvents and water. One skilled in the art will recognize this can be also measured placing a small amount of material in a suitable flat container and allowing it to sit at 105°C until a steady mass is obtained. leaving behind the condensed phase material that.
  • gel compositions of the present invention comprise from about 50% by weight to about 85% by weight of water; from about 5% by weight to about 30% by weight of water at least one C2-C5 alcohol; from about 0.1% to about 2% by weight of at least one copolymer formed from sulfonic acid acrylic monomer; from about 0.1% to about 2% by weight at least one acrylic thickening polymer free of sulfonated monomers; and from about 0.1% to 2% by weight a particulate portion comprising a majority fraction of substantially spherical particulates.
  • This gel composition may include less than 5% solids and may be substantially free of surfactants, such as those amphiphilic molecules capable of depressing surface tension of water to less than about 50 mN/m, such as less than about 40 mN/m, when present in a concentration by weight in deionized water of 0.25% at 25C, particularly those having a such materials having molecular weight of less than about 600 daltons.
  • This gel composition may have a viscosity of less than about 1000 centipoise, such as 100cps to 800cps, when measured at 6 rpm using a T-Bar No. 34 spindle.
  • This gel composition may be substantially free of substantially nonspherical particulates.
  • the applicator comprises a container (10) and at least one porous material (50) in the container (10).
  • the container (10) can be made of any substance suitable for housing the porous material such as, for example, plastic, glass, metal, wood, etc. Further, the container substance can be hard (does not deform upon application of pressure), resilient (slightly deforms upon application of pressure but returns to its original form after application pressure stops) or soft (deforms upon application of pressure).
  • Cross-sections of the container can be of shape such as, for example, square, rectangular, circular, elliptical, oval, etc.
  • the container is of a size and shape which can be held comfortably and/or ergonomically in a hand during application.
  • preferred containers comprise a cross-section having a width of 1.5 cm to 4.5 cm and a length of 1.5 cm to 4.5 cm, preferably a width of 2 cm to 4 cm and a length of 2 cm to 4 cm, and preferably a width of 2.5 cm to 3.5 cm and a length of 2.5 cm to 3.5 cm, including all ranges and subranges therebetween.
  • the length and width of the container are in the shape of a square, and have a length and width of about 2.5 cm to about 3 cm.
  • the container comprises a base portion (12) and a cap (14).
  • the cap (14) is removed from the base portion (12) to expose the porous material (50) in the base portion (12), and the porous material (50) is contacted with keratinous material as described more fully below.
  • the cap (14) can be detachable from the base portion (12), or the cap (14) can be connected to the base portion (12) through a hinge or other known attachment structure (16).
  • the porous material (50) can either be removable (for example, in a reusable system) or not removable (for example, in a single use system) from the base portion (12) of the container (10).
  • the porous material (50) has different sizes of pores (60) in different portions of the material.
  • the porous material (50) has a pore (60) size gradient in which pore size increases from one side or portion of the material to the opposite side or portion of the material.
  • the porous material has a pore size gradient which goes from large pore size at the side or portion of the porous material at the bottom of the base portion of the container (that is, the side or portion of the porous material facing the bottom of the base portion of the container) to small pore size at the side or portion of the porous material to be contacted with keratinous material (that is, the side or portion of the porous material facing outward from the base portion of the container).
  • a gradient can be made, for example, by serially combining layers of different, desired porosities, or by sintering or molding materials at specific rates, temperatures and pressure as is known in the art.
  • the porous material can be made through cast-molding processes as is known in the art.
  • the surface of the mold used to cast and mold the porous material has a texture depth of 0.03 inches or less, including all ranges and subranges therebetween such as, for example, less than 0.01 inches, less than 0.0005 inches, from about 0.01 inches to about 0.03 inches, and from about 0.0001 inches to about 0.01 inches.
  • the texture corresponds to that of MT11000 according to the Moldtech book standard.
  • Preferred methods of making the porous material include the processes set forth in U.S. Pat. No.6,030,558, the entire contents of which is hereby incorporated by reference.
  • the portion of the porous material to be contacted with keratinous material has an average pore size of about 30 to 80 microns, preferably about 35 to 75 microns, preferably about 40 to 70 microns, and preferably about 45 to 65 microns, including all ranges and subranges therebetween.
  • the portion of the porous material to be contacted with keratinous material constitutes no more than half (50%) of the porous material, preferably no more than a third (33%) of the porous material, and preferably no more than a quarter (25%) of the porous material.
  • the portion of the porous material at the bottom of the base portion of the container has an average pore size of about 90 to 200 microns, preferably about 95 to 190 microns, preferably about 100 to 170 microns, and preferably about 110 to 160 microns, including all ranges and subranges therebetween.
  • the portion of the porous material at the bottom of the base portion of the container constitutes no more than bottom half (50%) of the porous material, preferably no more than a third (33%) of the porous material, and preferably no more than a quarter (25%) of the porous material.
  • the porous material may optionally further contain at least one mid-portions between the portion at the bottom of the base portion of the container and the portion to be contacted with keratinous material.
  • the at least one mid- portions contain average pore size(s) between those in the portion of the porous material at the bottom of the base portion of the container and those in the portion of the porous material to be contacted with keratinous material.
  • the porous material is soft and/or not abrasive.
  • the porous material is a porous polymeric material, or a sponge-like material.
  • the porous material is made out of at least one thermoplastic polymers.
  • thermoplastic polymers include, but are not limited to, polyethylene (PE), polypropylene (PP), polyethylene terephthalate (PET), polytetrafluoroethylene (PTFE), ethyl vinyl acetate (EVA), polyvinylidene fluoride (PVDF), polycarbonate (PC), acrylnitrile-butadiene-styrene (ABS), and mixtures thereof.
  • Particularly preferred thermoplastic polymers include low density polyethylene (for example, polyethylene having a density range of 0.910-0.940 g/cm3) and polyethylene terephthalate.
  • the porous material has rounded edges.
  • the porous material can also act as a reservoir for the gel composition.
  • the porous material contains enough gel composition to deliver product for at 30 days, preferably at least 60 days, and preferably at least 90 days.
  • the applicator further contains a storage reservoir (52) for the gel composition.
  • the storage reservoir (52) is preferably located between the base portion of the container (12) and the porous material (50) and is in contact with the porous material (50) such that the storage reservoir supplies gel composition to the porous material (50).
  • the storage reservoir is a porous, low-density layer of compressed fibers which stores gel composition.
  • the fibers are made out of at least one thermoplastic polymers.
  • thermoplastic polymers include, but are not limited to, polyethylene (PE), polypropylene (PP), polyethylene terephthalate (PET), polytetrafluoroethylene (PTFE), ethyl vinyl acetate (EVA), polyvinylidene fluoride (PVDF), poly carbonate (PC), acrylnitrile-butadiene-styrene (ABS), and mixtures thereof.
  • Particularly preferred thermoplastic polymers include low density polyethylene (for example, polyethylene having a density range of 0.910-0.940 g/cm3) and polyethylene terephthalate.
  • the compressed fibers have a density from about 0.04 g/cc to about 0.08 g/cc, preferably from about 0.05 g/cc to about 0.07 g/cc, and preferably about 0.06 g/cc. Also preferably, the compressed fibers are capable of holding about 67% to about 85% of its volume in gel composition, preferably about 70% to about 83%, and preferably from about 77% to about 82%, including all ranges and subranges therebetween.
  • Example 1 Invention Compositions
  • Table 1 Table 1 *Including only active compounds including salicylic acid; glycols; methyl diisopropyl propionamide; pH adjuster; and fragrance.
  • Example 2 Restitution and Stability Testing
  • Table 2 The following compositions, as shown in Table 2 were prepared by mixing the ingredients listed below as well as water, ethanol, and additional ingredients and allowing to equilibrate.
  • Restitution testing was performed by loading about 500 milligrams of the composition into a porous applicator consistent with embodiments described herein, such as a porous applicator described in FIG. 2 and having a portion of the porous material to be contacted with keratinous material has an average pore size of about 30 to about 80 microns and a portion of the porous material at the bottom of the base portion of the container having an average pore size of about 90 to 200 microns.
  • Applications were made by dabbing the applicator 20 times, for 5 sec increments, onto a CURAD non-stick adhesive pad having a 496 g mass provided atop the applicator in order to resemble consumer application force.
  • the % restitution was calculated as (initial mass of composition inside applicator -final mass of composition inside the applicator)/(initial mass of composition inside applicator) and expressed as a percent.
  • Stability testing was performed by placing composition into a 4oz. jar and putting the samples into different chambers to test for freeze thaw (e.g., 10 cycles of 20°C to 20°C); or constant temperature exposure: 50°C (one month); and/or 5°C, 25°C, 50°C or 37°C for two months. If the samples showed significant color, pH, viscosity change or phase separation, a failure was recorded.
  • Example 3 Restitution of Different Particulates
  • Table 3 The results of optical microscopy analysis (using Leica DM2500 & DM2500 LED optical microscopes available from Leica Microsystems) to examine the presence of particulates that were able to travel through the pores of the applicator are also shown.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition de gel qui comprend de l'eau; au moins un alcool en C2-C5; au moins un copolymère formé à partir d'un monomère acrylique d'acide sulfonique ; au moins un polymère épaississant acrylique exempt de monomères sulfonés ; et une partie particulaire comprenant une fraction majoritaire de particules sensiblement sphériques.
PCT/US2022/046275 2021-12-20 2022-10-11 Composition de gel cosmétique comprenant des particules WO2023121747A1 (fr)

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US17/556,022 2021-12-20
US17/556,022 US20230190589A1 (en) 2021-12-20 2021-12-20 Cosmetic gel composition comprising particles
FRFR2201077 2022-02-08
FR2201077A FR3132431A1 (fr) 2022-02-08 2022-02-08 Composition de gel cosmetique comprenant des particules

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Citations (9)

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Publication number Priority date Publication date Assignee Title
US6030558A (en) 1997-04-24 2000-02-29 Porex Technologies Corp. Sintered porous plastic products and method of making same
US20010049419A1 (en) 2000-03-29 2001-12-06 Paul Mallo Novel polymer, preparation process, use as thickener and/or emulsifier and composition comprising it
US6645476B1 (en) 1999-07-15 2003-11-11 Clariant Gmbh Water-soluble polymers and their use in cosmetic and pharmaceutical compositions
US7470725B2 (en) 1996-11-26 2008-12-30 Cabot Corporation Organically modified aerogels, processes for their preparation by surface modification of the aqueous gel, without prior solvent exchange, and subsequent drying, and their use
US9320689B2 (en) 2010-12-21 2016-04-26 L'oreal Cosmetic composition comprising silica aerogels particles and hydrocarbon-based oils
US10398631B2 (en) * 2013-02-25 2019-09-03 L'oreal Gel-type cosmetic composition
US20190328627A1 (en) * 2018-04-30 2019-10-31 L'oréal Cosmetic system containing an applicator and a gel composition
US20190380923A1 (en) * 2015-12-17 2019-12-19 L'oreal Composition of gel/gel type based on hydrophobic coated pigments and a liquid fatty acid and/or a glycol compound
WO2022026085A1 (fr) * 2020-07-31 2022-02-03 L'oreal Compositions de gel comprenant de la silice hydrophobe et un copolymère formé à partir d'un monomère acrylique d'acide sulfonique

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US7470725B2 (en) 1996-11-26 2008-12-30 Cabot Corporation Organically modified aerogels, processes for their preparation by surface modification of the aqueous gel, without prior solvent exchange, and subsequent drying, and their use
US6030558A (en) 1997-04-24 2000-02-29 Porex Technologies Corp. Sintered porous plastic products and method of making same
US6645476B1 (en) 1999-07-15 2003-11-11 Clariant Gmbh Water-soluble polymers and their use in cosmetic and pharmaceutical compositions
US20010049419A1 (en) 2000-03-29 2001-12-06 Paul Mallo Novel polymer, preparation process, use as thickener and/or emulsifier and composition comprising it
US9320689B2 (en) 2010-12-21 2016-04-26 L'oreal Cosmetic composition comprising silica aerogels particles and hydrocarbon-based oils
US10398631B2 (en) * 2013-02-25 2019-09-03 L'oreal Gel-type cosmetic composition
US20190380923A1 (en) * 2015-12-17 2019-12-19 L'oreal Composition of gel/gel type based on hydrophobic coated pigments and a liquid fatty acid and/or a glycol compound
US20190328627A1 (en) * 2018-04-30 2019-10-31 L'oréal Cosmetic system containing an applicator and a gel composition
WO2022026085A1 (fr) * 2020-07-31 2022-02-03 L'oreal Compositions de gel comprenant de la silice hydrophobe et un copolymère formé à partir d'un monomère acrylique d'acide sulfonique

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BRINKER CJ.SCHERER G.W.: "Sol-Gel Science", 1990, ACADEMIC PRESS

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