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WO2020099099A1 - Kit de deux compositions pour maquiller les sourcils et leur contour ; procédé de maquillage en deux étapes - Google Patents

Kit de deux compositions pour maquiller les sourcils et leur contour ; procédé de maquillage en deux étapes Download PDF

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Publication number
WO2020099099A1
WO2020099099A1 PCT/EP2019/079125 EP2019079125W WO2020099099A1 WO 2020099099 A1 WO2020099099 A1 WO 2020099099A1 EP 2019079125 W EP2019079125 W EP 2019079125W WO 2020099099 A1 WO2020099099 A1 WO 2020099099A1
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Prior art keywords
acrylate
composition
weight
meth
polymer
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PCT/EP2019/079125
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English (en)
Inventor
Grégory Plos
Philippe Ilekti
Marion FRAICHE
Anne Bouchara
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LOreal SA
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LOreal SA
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    • 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
    • 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
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • 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
    • 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
    • A61K8/29—Titanium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/025—Semi-permanent tattoos, stencils, e.g. "permanent make-up"
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • 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
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • A61K2800/31—Anhydrous
    • 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
    • A61K2800/52—Stabilizers
    • 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/65—Characterized by the composition of the particulate/core
    • A61K2800/654—The particulate/core comprising macromolecular material
    • 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
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/884—Sequential application

Definitions

  • the present patent application relates to the field of making up keratin materials, in particular the eyebrows and the skin around the eyebrows.
  • the invention relates more particularly to a makeup kit comprising a first base-coat composition (A) intended to be applied onto said keratin materials, comprising, in an oily phase, a silicone resin, a silicone polyamide, a volatile hydrocarbon-based oil, a polar volatile solvent and a pigment, and a second top-coat composition (B) intended to be applied onto the coat formed by the first composition (A) and comprising a particular oily dispersion of surface-stabilized polymer particles combined with a volatile polar organic solvent and a non-crosslinked and non- elastomeric amphiphilic silicone compound.
  • the invention also relates to a two-step process for making up said keratin materials, consisting in successively applying said composition (A) and said composition (B).
  • Products also exist based on the use of direct dyes, but these products, although durably coloring the keratin fiber, do not durably color the skin, and do not allow the eyebrow to be drawn.
  • Products also exist based on oxidation dyes, but these products require mixing at the time of use and may give rise to an ammonia odor. Furthermore, this solution is perceived as chemical by users (Refectocils® product range).
  • One solution also consists in applying a water-resistant makeup product based on the use of a silicone resin of MQ type, but the makeup result of this solution lasts for a maximum of two days and does not make it possible to preview the final result before it is fixed (Wunderbrow 2® product range from Wonder 2).
  • a final solution consists in applying products containing a self-tanning active agent such as dihydroxyacetone DHA; optionally combined with direct dyes, but this solution is limited in terms of colors offered and the colors are mainly orangey (Brow Tattoo® product range from Maybelline).
  • a self-tanning active agent such as dihydroxyacetone DHA
  • direct dyes but this solution is limited in terms of colors offered and the colors are mainly orangey (Brow Tattoo® product range from Maybelline).
  • composition (A) then, onto the coat formed by composition (A), applying at least one second coat of a second anhydrous "top-coat” composition (B) comprising at least, in an oily phase:
  • the polymer of the particles being a C1-C4 alkyl (meth)acrylate polymer
  • the stabilizer being an isobornyl (meth)acrylate polymer chosen from isobornyl (meth)acrylate homopolymer and statistical copolymers of isobornyl (meth)acrylate and of C1-C4 alkyl (meth)acrylate present in an isobornyl (meth)acrylate/Ci-C4 alkyl (meth)acrylate weight ratio of greater than 4;
  • the first step of applying the "base-coat” composition (A) makes it possible to color the eyebrows and their contour and allows the consumer to preview the final result before fixing.
  • the second step of applying the "top-coat” composition (B) makes it possible to fix the makeup obtained on the eyebrows and their contour and to obtain a makeup with good staying power which has good resistance to rubbing, to sebum, to washing with a shower gel and a makeup remover for a period of more than 2 days, notably from 3 to 5 days.
  • a first subject of the present invention is a kit for making up keratin materials, in particular the eyebrows and the skin around the eyebrows, comprising:
  • the polymer of the particles being a C1-C4 alkyl (meth)acrylate polymer
  • the stabilizer being an isobornyl (meth)acrylate polymer chosen from isobornyl (meth)acrylate homopolymer and statistical copolymers of isobornyl (meth)acrylate and of C1-C4 alkyl (meth)acrylate present in an isobornyl (meth)acrylate/Ci-C4 alkyl (meth)acrylate weight ratio of greater than 4;
  • a second subject of the present invention is a cosmetic process for making up keratin materials, in particular the eyebrows and the skin around the eyebrows, comprising:
  • composition (A) at least one second composition (B) as defined previously.
  • keratin materials means the eyebrows and the skin around the eyebrows.
  • anhydrous composition denotes, respectively, a composition which contains less than 5% by weight of water, preferably less than 2% by weight of water, indeed even less than 0.5% of water, relative to its total weight, and notably a composition which is free of water.
  • the “base-coat” composition (A) according to the invention comprises at least one pigment.
  • pigment means a pulverulent material, also known as a particulate material, formed from white or colored, mineral or organic particles, which are insoluble in an aqueous medium, and which are intended to color and/or opacify the resulting composition and/or film. These pigments may be white or colored, and mineral and/or organic.
  • a composition (A) according to the invention preferably contains from 1 % to 25% by weight and preferentially from 4% to 20% by weight of these pigments, relative to the total weight of composition (A).
  • the pigments used according to the invention are chosen from mineral pigments.
  • mineral pigment means any pigment that satisfies the definition in Ullmann’s encyclopedia in the chapter on inorganic pigments.
  • mineral pigments that are useful in the present invention, mention may be made of zirconium oxide or cerium oxide, and also zinc oxide, iron oxide (black, yellow or red) or chromium oxide, manganese violet, ultramarine blue, chromium hydrate and ferric blue, titanium dioxide, and metal powders, for instance aluminum powder and copper powder.
  • the following mineral pigments may also be used: Ta205, T13O5, T12O3, TiO, ZrC>2 as a mixture with T1O2, ZrC>2, Nb20s, CeC>2, ZnS.
  • the size of the pigment that is useful in the context of the present invention is generally between 10 nm and 10 pm, preferably between 20 nm and 5 pm and more preferentially between 30 nm and 1 pm.
  • the mineral pigments are more particularly metal oxides, for instance iron oxide and titanium dioxide.
  • mineral pigments that may be used in the invention, mention may be made in particular of nacres.
  • nacres should be understood as meaning colored particles of any form, which may or may not be iridescent, notably produced by certain molluscs in their shell, or alternatively synthesized, and which have a color effect via optical interference.
  • the nacres may be chosen from nacreous pigments such as titanium mica coated with an iron oxide, titanium mica coated with bismuth oxychloride, titanium mica coated with chromium oxide, titanium mica coated with an organic dye and also nacreous pigments based on bismuth oxychloride. They may also be mica particles, at the surface of which are superposed at least two successive layers of metal oxides and/or of organic dyestuffs.
  • nacres examples include natural mica covered with titanium oxide, with iron oxide, with natural pigment or with bismuth oxychloride.
  • nacres available on the market mention may be made of the nacres Timica®, Flamenco® and Duochrome® (based on mica) sold by the company Engelhard, the Timiron® nacres sold by the company Merck, the Prestige® mica- based nacres sold by the company Eckart, and the Sunshine® synthetic mica- based nacres sold by the company Sun Chemical.
  • the nacres may more particularly have a yellow, pink, red, bronze, orange, brown, gold and/or coppery color or tint.
  • nacres that may be used in the context of the present invention, mention may notably be made of gold-colored nacres sold notably by the company Engelhard under the name Brilliant gold 212G® (Timica), Gold 222C® (Cloisonne), Sparkle gold® (Timica), Gold 4504® (Chromalite) and Monarch gold 233X® (Cloisonne); the bronze nacres sold notably by the company Merck under the names Bronze fine (17384)® (Colorona) and Bronze (17353)® (Colorona) and by the company Engelhard under the name Super bronze® (Cloisonne); the orange nacres sold notably by the company Engelhard under the names Orange 363C® (Cloisonne) and Orange MCR 101® (Cosmica) and by the company Merck under the names Passion orange® (Colorona) and Matte orange (17449)® (Microna); the brown-tinted nacres sold notably by the company Engelhard under the names Nu-antique copper 340
  • a unified and stabilized effect such as produced by conventional dyestuffs, for instance monochromatic pigments.
  • the term“stabilized” means lacking the effect of variability of the color with the angle of observation or in response to a temperature change.
  • this material may be chosen from particles with a metallic tint, goniochromatic coloring agents, diffractive pigments, thermochromic agents, optical brighteners, and also fibers, notably interference fibers. Needless to say, these various materials may be combined in order simultaneously to afford two effects, or even a novel effect in accordance with the invention.
  • the particles with a metallic tint that are usable in the invention are in particular chosen from:
  • - particles including a monomaterial or multimaterial organic or mineral substrate, at least partially coated with at least one layer with a metallic tint comprising at least one metal and/or at least one metal derivative, and mixtures of said particles.
  • metals that may be present in said particles, mention may be made, for example, of Ag, Au, Cu, Al, Ni, Sn, Mg, Cr, Mo, Ti, Zr, Pt, Va, Rb, W, Zn, Ge, Te and Se, and mixtures or alloys thereof.
  • Ag, Au, Cu, Al, Zn, Ni, Mo, Cr and mixtures or alloys thereof are preferred metals.
  • metal derivatives denotes compounds derived from metals, notably oxides, fluorides, chlorides and sulfides.
  • metal powders of copper or of alloy mixtures such as the references 2844® sold by the company Radium Bronze, metallic pigments, for instance aluminum or bronze, such as those sold under the names Rotosafe 700® from the company Eckart, silica-coated aluminum particles sold under the name Visionaire Bright Silver® from the company Eckart, and metal alloy particles, for instance the silica-coated bronze (alloy of copper and zinc) powders sold under the name Visionaire Bright Natural Gold from the company Eckart.
  • They may also be particles including a glass substrate, such as those sold by the company Nippon Sheet Glass under the name Microglass Metashine®.
  • the goniochromatic coloring agent may be chosen, for example, from multilayer interference structures and liquid-crystal coloring agents.
  • symmetrical multilayer interference structures that may be used in the compositions prepared in accordance with the invention are, for example, the following structures: AI/Si0 2 /AI/Si0 2 /AI, pigments having this structure being sold by the company DuPont de Nemours; Cr/MgF2/AI/MgF2/Cr, pigments having this structure being sold under the name Chromaflair® by the company Flex; MoS2/Si0 2 /AI/Si02/MoS 2 ; Fe 2 03/Si02/AI/Si0 2 /Fe203, and
  • Fe203/Si02/Fe203/Si02/Fe203 pigments having these structures being sold under the name Sicopearl® by the company BASF; MoS 2 /Si0 2 /mica- oxide/Si02/MoS2; Fe203/Si02/mica-oxide/Si02/Fe203; Ti02/Si02/Ti02 and Ti02/AI 2 03/Ti0 2 ; Sn0/Ti0 2 /Si0 2 /Ti0 2 /Sn0; Fe 2 03/Si02/Fe 2 03;
  • pigments having these structures being sold under the name Xirona® by the company Merck (Darmstadt).
  • these pigments may be the pigments of silica/titanium oxide/tin oxide structure sold under the name Xirona Magic® by the company Merck, the pigments of silica/brown iron oxide structure sold under the name Xirona Indian Summer® by the company Merck and the pigments of silica/titanium oxide/mica/tin oxide structure sold under the name Xirona Caribbean Blue® by the company Merck.
  • Mention may also be made of the Infinite Colors® pigments from the company Shiseido. Depending on the thickness and the nature of the various layers, different effects are obtained.
  • the color changes from greenish gold to reddish gray for S1O2 layers of 320 to 350 nm; from red to gold for S1O2 layers of 380 to 400 nm; from violet to green for S1O2 layers of 410 to 420 nm; from copper to red for S1O2 layers of 430 to 440 nm.
  • pigments with a multilayer polymeric structure mention may be made of those sold by the company 3M under the name Color Glitter®.
  • liquid-crystal goniochromatic particles examples include those sold by the company Chenix and also the product sold under the name Helicone® HC by the company Wacker.
  • composition (A) of the invention comprises at least one pigment as defined above, coated with at least one hydrophobic surface agent as defined below.
  • a surface agent is a molecule that is capable of interacting with the surface of the pigment via a weak interaction, such as adsorption, or via a strong interaction, such as a chemical reaction.
  • hydrophobic surface agent means any lipophilic or hydrophobic compound which has interacted or which is interacting with the surface of the pigment(s).
  • lipophilic compound means any compound that is soluble or dispersible in an oily phase.
  • hydrophobic compound means any compound that is insoluble in water.
  • the presence of a hydrophobic surface agent in the composition makes it possible to disperse and stabilize better the pigment(s) in the oily phase of the composition.
  • a pigment coated with a hydrophobic surface agent is particularly advantageous insofar as it shows a predominant affinity for the oily phase of the composition which can then convey it.
  • a “coated pigment” generally denotes a pigment that is totally or partially surface-treated with a surface agent, absorbed, adsorbed or grafted onto said pigment.
  • the surface-treated pigments may be prepared according to surface treatment techniques of chemical, electronic, mechanochemical or mechanical nature that are well known to a person skilled in the art. Commercial products may also be used.
  • the surface agent may be absorbed, adsorbed or grafted onto the pigments by evaporation of solvent, chemical reaction and creation of a covalent bond.
  • the surface treatment consists of coating the pigments.
  • the coating may represent from 0.1 % to 20% by weight and in particular from 0.5% to 5% by weight, relative to the total weight of the coated pigment.
  • a composition (A) according to the invention preferably contains from 1 % to 25% by weight and preferentially from 4% to 20% by weight of the combination of pigments and of coating agent, relative to the total weight of composition (A).
  • the coating may be produced, for example, by adsorption of a liquid surface agent onto the surface of the solid particles by simple mixing with stirring of the particles and of said surface agent, optionally with heating, prior to the incorporation of the particles into the other ingredients of the makeup or care composition.
  • the coating may be produced, for example, by chemical reaction of a surface agent with the surface of the solid pigment particles and creation of a covalent bond between the surface agent and the particles. This method is notably described in patent US 4 578 266.
  • the chemical surface treatment may consist in diluting the surface agent in a volatile solvent, dispersing the pigments in this mixture and then slowly evaporating off the volatile solvent, so that the surface agent is deposited at the surface of the pigments.
  • the surface agent of the composition of the invention is chosen from silicone surface agents; fluoro surface agents; fluorosilicone surface agents; metal soaps; N-acylamino acids or salts thereof; lecithin and derivatives thereof; isopropyl triisostearyl titanate; isostearyl sebacate; natural plant or animal waxes; polar synthetic waxes; fatty esters; phospholipids; and mixtures thereof.
  • the surface agent of the composition of the invention is chosen from silicone surface agents, in particular alkylsilanes and alkoxysilanes, notably triethoxycaprylylsilane; N- acylamino acids or salts thereof, in particular stearoyl glutamate; isopropyl triisostearyl titanate; and mixtures thereof.
  • the hydrophobic surface agent is a silicone compound.
  • the silicone surface agents may be chosen from organopolysiloxanes and silane derivatives, and mixtures thereof.
  • organopolysiloxane compound means a compound having a structure comprising an alternance of silicium atoms and oxygen atoms and comprising organic radicals bonded to silicon atoms.
  • Non-elastomeric orqanopolvsiloxane Non-elastomeric organopolysiloxanes that may notably be mentioned include polydimethylsiloxanes, polymethylhydrogenosiloxanes and polyalkoxydimethylsiloxanes.
  • the alkoxy group may be represented by the radical R-O- such that R represents methyl, ethyl, propyl, butyl or octyl, 2-phenylethyl, 2-phenylpropyl or 3,3,3- trifluoropropyl radicals, aryl radicals such as phenyl, tolyl or xylyl, or substituted aryl radicals such as phenylethyl.
  • One method for surface-treating pigments with a polymethylhydrogenosiloxane consists in dispersing the pigments in an organic solvent and then in adding the silicone compound. On heating the mixture, covalent bonds are created between the silicone compound and the surface of the pigment.
  • the silicone surface agent may be a non- elastomeric organopolysiloxane, notably chosen from polydimethylsiloxanes. ii) Alkylsilanes and alkoxysilanes
  • Silanes bearing alkoxy functionality are notably described by Witucki in“A silane primer, Chemistry and applications of alkoxy silanes, Journal of Coatings Technology, 65, 822, pages 57-60, 1993”.
  • Alkoxysilanes such as the alkyltriethoxysilanes and the alkyltrimethoxysilanes sold under the references Silquest A-137® (OSI Specialities) and Prosil 9202® (PCR) may be used for coating the pigments.
  • alkylpolysiloxanes bearing a reactive end group such as alkoxy, hydroxyl, halogen, amino or imino is described in patent application JP H07- 196946. They are also suitable for treating the pigments.
  • the hydrophobic surface agent is a fluoro compound.
  • the fluoro surface agents may be chosen from perfluoroalkyl phosphates, perfluoropolyethers, polytetrafluoropolyethylenes (PTFE), perfluoroalkanes, perfluoroalkyl silazanes, polyhexafluoropropylene oxides, and polyorganosiloxanes comprising perfluoroalkyl perfluoropolyether groups.
  • perfluoroalkyl phosphates perfluoropolyethers
  • PTFE polytetrafluoropolyethylenes
  • perfluoroalkanes perfluoroalkyl silazanes
  • polyhexafluoropropylene oxides polyhexafluoropropylene oxides
  • polyorganosiloxanes comprising perfluoroalkyl perfluoropolyether groups.
  • perfluoroalkyl radical means an alkyl radical in which all the hydrogen atoms have been replaced with fluorine atoms.
  • Perfluoropolyethers are described notably in patent application EP 0 486 135, and sold under the trade name Fomblin® by the company Montefluos.
  • Perfluoroalkyl phosphates are in particular described in application JP H05- 86984.
  • the perfluoroalkyl diethanolamine phosphates sold by Asahi Glass under the reference AsahiGuard AG530® may be used.
  • linear perfluoroalkanes that may be mentioned are perfluorocycloalkanes, perfluoro(alkylcycloalkanes), perfluoropolycycloalkanes, aromatic perfluoro hydrocarbons (perfluoroarenes) and hydrocarbon-based perfluoro organic compounds including at least one heteroatom.
  • perfluoroalkanes mention may be made of the linear alkane series such as peril uorooctane, perfluorononane or perfluorodecane.
  • perfluorocycloalkanes and peril uoro(alkylcycloalkanes) mention may be made of perfluorodecalin sold under the name Flutec PP5 GMP® by the company Rhodia, perfluoro(methyldecalin) and peril uoro(C3-Cs alkylcyclohexanes) such as perfluoro(butylcyclohexane).
  • perfluoropolycycloalkanes mention may be made of bicyclo[3.3.1 ]nonane derivatives such as perfluorotrimethylbicyclo[3.3.1 ]nonane, adamantane derivatives such as perfluorodimethyladamantane, and hydrogenated perfluorophenanthrene derivatives such as tetracosafluorotetradecahydrophenanthrene.
  • perfluoronaphthalene derivatives for instance perfluoronaphthalene and perfluoromethyl-1 - naphthalene.
  • the hydrophobic surface agent is a fluorosilicone compound.
  • the fluorosilicone compound may be chosen from peril uoroalkyl dimethicones, perfluoroalkyl silanes and peril uoroalkyl trialkoxysilanes.
  • Perfluoroalkyl silanes that may be mentioned include the products LP-IT and LP- 4T sold by Shin-Etsu Silicone.
  • the perfluoroalkyl dimethicones may be represented by the following formula:
  • - R represents a linear or branched divalent alkyl group containing from 1 to 6 carbon atoms, preferably a divalent methyl, ethyl, propyl or butyl group;
  • Rf represents a perfluoroalkyl radical containing 1 to 9 carbon atoms and preferably 1 to 4 carbon atoms;
  • - m is chosen between 0 and 150 and preferably between 20 and 100;
  • - n is chosen between 1 and 300 and preferably between 1 and 100.
  • pigments treated with a fluorosilicone compound mention may be made of the titanium dioxide/fluorosilicone sold under the reference Fluorosil Titanium Dioxide 100TA® by the company Advanced Dermaceuticals International Inc.
  • the hydrophobic surface agent may also be chosen from: i) metal soaps such as aluminum dimyristate and the aluminum salt of hydrogenated tallow glutamate;
  • Metal soaps that may notably be mentioned include metal soaps of fatty acids containing from 12 to 22 carbon atoms and in particular those containing from 12 to 18 carbon atoms.
  • the metal of the metal soap may notably be zinc or magnesium.
  • Metal soaps that may be used include zinc laurate, magnesium stearate, magnesium myristate and zinc stearate, and mixtures thereof; ii) fatty acids such as lauric acid, myristic acid, stearic acid and palmitic acid; iii) N-acylamino acids or salts thereof, which may comprise an acyl group containing from 8 to 22 carbon atoms, for instance a 2-ethylhexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl or cocoyl group;
  • the amino acid may be, for example, lysine, glutamic acid or alanine.
  • the salts of these compounds may be the aluminum, magnesium, calcium, zirconium, zinc, sodium or potassium salts.
  • an N-acylamino acid derivative may notably be a glutamic acid derivative and/or a salt thereof, and more particularly a stearoyl glutamate, for instance aluminum stearoyl glutamate.
  • coated pigments according to the invention examples include titanium dioxides and iron oxide coated with aluminum stearoyl glutamate, sold, for example, under the reference NAI® by Miyoshi Kasei.
  • isopropyl titanium triisostearate (ITT)-treated pigments mention may be made of those sold under the commercial references BWBO-I2® (Iron oxide CI77499 and isopropyl titanium triisostearate), BWYO-I2® (Iron oxide CI77492 and isopropyl titanium triisostearate) and BWRO-I2® (Iron oxide CI77491 and isopropyl titanium triisostearate) by the company Kobo. vi) natural plant or animal waxes or polar synthetic waxes;
  • waxes mentioned in the compounds mentioned previously may be those generally used in cosmetics, as defined hereinbelow.
  • They may notably be hydrocarbon-based, silicone and/or fluoro waxes, optionally including ester or hydroxyl functions. They may also be of natural or synthetic origin.
  • a polar wax is notably formed from molecules including, besides carbon and hydrogen atoms in their chemical structure, heteroatoms (such as O, N and P).
  • Nonlimiting illustrations of these polar waxes include natural polar waxes, such as beeswax, lanolin wax, orange wax, lemon wax and Chinese insect waxes, rice bran wax, carnauba wax, candelilla wax, ouricury wax, cork fiber wax, sugar cane wax, Japan wax, sumac wax and montan wax.
  • natural polar waxes such as beeswax, lanolin wax, orange wax, lemon wax and Chinese insect waxes, rice bran wax, carnauba wax, candelilla wax, ouricury wax, cork fiber wax, sugar cane wax, Japan wax, sumac wax and montan wax.
  • the pigments may be coated with at least one compound chosen from silicone surface agents; N-acylamino acids or salts thereof; isopropyl triisostearyl titanate; and mixtures thereof.
  • the pigments may be coated with a silicone surface agent, in particular an alkoxy silane such as triethoxycaprylylsilane.
  • the pigments may be coated with an N-acylamino acid and/or a salt thereof, in particular with a glutamic acid derivative and/or a salt thereof, such as a stearoyl glutamate, for instance aluminum stearoyl glutamate.
  • the pigments may be coated with isopropyl triisostearyl titanate.
  • the compositions according to the invention may in parallel contain pigments not coated with a hydrophobic compound.
  • These other pigments may be coated with a hydrophilic compound or uncoated. These pigments may be mineral pigments notably as defined previously.
  • These pigments may also be organic pigments.
  • a pigment chosen from metal oxides in particular iron oxides and more particularly metal oxides coated with a hydrophobic agent, even more particularly iron oxides coated with isopropyl titanium triisostearate (ITT), such as those sold under the commercial reference BWBO-I2® (Iron oxide CI77499 and isopropyl titanium triisostearate), BWYO-I2® (Iron oxide CI77492 and isopropyl titanium triisostearate), and BWRO-I2® (Iron oxide CI77491 and isopropyl titanium triisostearate) by the company Kobo.
  • BWBO-I2® Iron oxide CI77499 and isopropyl titanium triisostearate
  • BWYO-I2® Iron oxide CI77492 and isopropyl titanium triisostearate
  • BWRO-I2® Iron oxide CI77491 and isopropyl titanium triisostearate
  • SILICONE RESIN Composition (A) according to the invention comprises at least one silicone resin.
  • a polydimethylsiloxane is not a silicone resin.
  • silicone resins also known as siloxane resins
  • MDTQ siloxane resins
  • the letter “M” represents the Monofunctional unit of formula R1 R2R3S1O1/2, the silicon atom being connected to only one oxygen atom in the polymer comprising this unit.
  • the letter “D” means a Difunctional unit R1R2S1O2/2 in which the silicon atom is connected to two oxygen atoms.
  • T represents a Trifunctional unit of formula R1 S1O3/2.
  • Such resins are described, for example, in the Encyclopedia of Polymer Science and Engineering, vol. 15, John Wiley and Sons, New York, (1989), pp. 265-270, and US 2 676 182, US 3 627 851 , US 3 772 247, US 5 248 739 or else US 5 082 706, US 5 319 040, US 5 302 685 and US 4 935 484.
  • R namely Ri, R2 and R3
  • R represents a hydrocarbon-based radical (notably alkyl) containing from 1 to 10 carbon atoms, a phenyl group, a phenylalkyl group or a hydroxyl group.
  • the letter Q means a Quadrifunctional unit S1O4/2 in which the silicon atom is bonded to four oxygen atoms, which are themselves bonded to the rest of the polymer.
  • silicone resins with different properties may be obtained from these different units, the properties of these polymers varying as a function of the type of monomer (or unit), the nature and number of the radical R, the length of the polymer chain, the degree of branching and the size of the side chains.
  • silicone resins that may be used in the compositions according to the invention, use may be made, for example, of silicone resins of MQ type, of T type or of MQT type.
  • MQ resins As examples of silicone resins of MQ type, mention may be made of the alkyl siloxysilicates of formula [(Ri)3Si0i/2]x(Si04/2) y (MQ units) in which x and y are integers ranging from 50 to 80, and such that the group Ri represents a radical as defined previously, and is preferably an alkyl group containing from 1 to 8 carbon atoms or a hydroxyl group, preferably a methyl group.
  • MQ silicone resins of trimethyl siloxysilicate type mention may be made of those sold under the reference SR1000® by the company General Electric, under the reference TMS 803® by the company Wacker, or under the name KF-7312J® by the company Shin-Etsu or DC749® or DC593® by the company Dow Corning.
  • silicone resins comprising MQ siloxysilicate units
  • phenylpropyldimethylsiloxysilicate sold by the company General Electric.
  • the preparation of such resins is notably described in patent US 5 817 302.
  • silicone resins of type T examples include the polysilsesquioxanes of formula (RSi03 /2 ) x (T units) in which x is greater than 100 and such that the group R is an alkyl group containing from 1 to 10 carbon atoms, said polysilsesquioxanes also possibly comprising Si-OH end groups.
  • Polymethylsilsesquioxane resins that may preferably be used are those in which R represents a methyl group, for instance those sold:
  • Resin MK such as Belsil PMS MK®: polymer comprising CH 3 Si0 3/2 repeating units (T units), which may also comprise up to 1 % by weight of (CH 3 ) 2 Si0 2/2 units (D units) and having an average molecular weight of about 10 000 g/mol, or
  • MQT resins Resins comprising MQT units that are notably known are those mentioned in US 5 110 890.
  • a preferred form of resins of MQT type are MQT-propyl (also known as MQTpr) resins.
  • MQTpr MQT-propyl
  • Such resins that may be used in the compositions according to the invention are notably the resins described and prepared in patent application WO 2005/075 542, the content of which is incorporated herein by reference.
  • the MQ-T-propyl resin preferably comprises the following units:
  • R1 , R2 and R3 independently representing a hydrocarbon-based radical (notably alkyl) containing from 1 to 10 carbon atoms, a phenyl group, a phenylalkyl group or a hydroxyl group and preferably an alkyl radical containing from 1 to 8 carbon atoms or a phenyl group,
  • a hydrocarbon-based radical notably alkyl
  • R1 , R2 and R3 independently representing a hydrocarbon-based radical (notably alkyl) containing from 1 to 10 carbon atoms, a phenyl group, a phenylalkyl group or a hydroxyl group and preferably an alkyl radical containing from 1 to 8 carbon atoms or a phenyl group
  • a being between 0.05 and 0.5
  • d being between 0.05 and 0.6
  • the siloxane resin comprises the units:
  • R1 and R3 independently representing an alkyl group containing from 1 to 8 carbon atoms, R1 preferably being a methyl group and R3 preferably being a propyl group,
  • a being between 0.05 and 0.5 and preferably between 0.15 and 0.4, c being greater than zero, preferably between 0.15 and 0.4, d being between 0.05 and 0.6, preferably between 0.2 and 0.6 or alternatively between 0.2 and 0.55,
  • siloxane resins that may be used according to the invention may be obtained via a process comprising the reaction of:
  • an MQ resin comprising at least 80 mol% of units (Rl 3SiOi/2) a and (Si04/2)d, R1 representing an alkyl group containing from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group,
  • the ratio a/d being between 0.5 and 1 .5;
  • T-propyl resin comprising at least 80 mol% of units (R3SiC>3/2)c
  • R3 representing an alkyl group containing from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group
  • the groups R3 are propyl groups, in which the weight ratio A/B is between 95/5 and 15/85 and preferably the weight ratio A/B is 30/70.
  • the weight ratio A/B is between 95/5 and 15/85. Preferably, the ratio A/B is less than or equal to 70/30. These preferred ratios have proven to afford comfortable deposits.
  • the composition according to the invention comprises, as silicone resin, at least one resin of MQ type, more particularly of trimethyl siloxysilicate type, such as those sold under the reference SR1000® by the company General Electric, under the reference TMS 803® by the company Wacker, or under the name KF-7312J®J by the company Shin-Etsu or DC749® or DC593® by the company Dow Corning.
  • MQ type more particularly of trimethyl siloxysilicate type
  • the silicone resin is present in composition (A) in a resin solids content ranging from 8% to 40% by weight relative to the total weight of the composition, preferably ranging from 10% to 35% by weight and more preferentially from 15% to 30% by weight relative to the total weight of composition (A).
  • the first composition (A) of the makeup kit according to the invention comprises at least one silicone polyamide.
  • the silicone polyamides are preferably solid at room temperature (25°C) and atmospheric pressure (760 mmHg).
  • polymer means a compound containing at least two repeating units, preferably at least three repeating units and better still ten repeating units.
  • the silicone polyamides of the composition of the invention may be polymers of the polyorganosiloxane type, for instance those described in documents US-A- 5 874 069, US-A-5 919 441 , US-A-6 051 216 and US-A-5 981 680. According to the invention, the silicone polymers may belong to the following two families:
  • polyorganosiloxanes including at least two amide groups, these two groups being located in the polymer chain, and/or
  • polyorganosiloxanes including at least two amide groups, these two groups being located on grafts or branches.
  • the silicone polymers are polyorganosiloxanes as defined above in which the units capable of establishing hydrogen interactions are located in the polymer chain.
  • the silicone polymers may be more particularly polymers comprising at least one unit corresponding to the general formula I:
  • G’ represents C(O) when G represents -C(0)-NH-Y-NH-
  • G’ represents -NH- when G represents -NH-C(0)-Y-C(0)-
  • R 4 , R 5 , R 6 and R 7 which may be identical or different, represent a group chosen from:
  • Ci to C40 linear, branched or cyclic hydrocarbon-based groups, which may contain in their chain one or more oxygen, sulfur and/or nitrogen atoms, and which may be partially or totally substituted with fluorine atoms,
  • C6 to C10 aryl groups optionally substituted with one or more Ci to C4 alkyl groups, polyorganosiloxane chains possibly containing one or more oxygen, sulfur and/or nitrogen atoms,
  • the groups X which may be identical or different, represent a linear or branched Ci to C30 alkylenediyl group, possibly containing in its chain one or more oxygen and/or nitrogen atoms,
  • Y is a saturated or unsaturated Ci to C50 linear or branched alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene divalent group, which may include one or more oxygen, sulfur and/or nitrogen atoms, and/or may bear as substituent one of the following atoms or groups of atoms: fluorine, hydroxyl, C3 to Cs cycloalkyl, Ci to C40 alkyl, Cs to C10 aryl, phenyl optionally substituted with one to three Ci to C3 alkyl, Ci to Cs hydroxyalkyl and Ci to Ce aminoalkyl groups, or
  • Y represents a group corresponding to the formula: in which
  • T represents a linear or branched, saturated or unsaturated, C3 to C24 trivalent or tetravalent hydrocarbon-based group optionally substituted with a polyorganosiloxane chain, and possibly containing one or more atoms chosen from O, N and S, or T represents a trivalent atom chosen from N, P and Al
  • R 8 represents a linear or branched C1 -C50 alkyl group or a polyorganosiloxane chain, possibly including one or more ester, amide, urethane, thiocarbamate, urea, thiourea and/or sulfonamide groups, which may possibly be linked to another chain of the polymer,
  • n is an integer ranging from 2 to 500 and preferably from 2 to 200
  • m is an integer ranging from 1 to 1000, preferably from 1 to 700 and better still from 6 to 200.
  • m is an integer ranging from 50 to 150.
  • 80% of the groups R 4 , R 5 , R 6 and R 7 of the polymer are preferably chosen from methyl, ethyl, phenyl and 3,3,3- trifl uoropropyl groups. According to another embodiment, 80% of the groups R 4 , R 5 , R 6 and R 7 of the polymer are methyl groups.
  • Y may represent various divalent groups, furthermore optionally including one or two free valencies to establish bonds with other units of the polymer or copolymer.
  • Y represents a group chosen from: linear Ci to C20 and preferably Ci to C10 alkylene groups,
  • phenylene groups optionally substituted with one or more Ci to C40 alkyl groups, Ci to C20 alkylene groups including from 1 to 5 amide groups,
  • Ci to C20 alkylene groups including one or more substituents chosen from hydroxyl, C3 to Cs cycloalkane, Ci to C3 hydroxyalkyl and Ci to Ce alkylamine groups,
  • the polyorganosiloxanes may be polymers comprising at least one unit corresponding to formula (II):
  • R 4 and R 6 which may be identical or different, are as defined above for formula (I).
  • R 10 represents a group as defined above for R 4 and R 6 , or represents a group of formula -X-G-R 12 in which X and G are as defined above for formula (I) and R 12 represents a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated, C1 -C50 hydrocarbon-based group optionally including in its chain one or more atoms chosen from O, S and N, optionally substituted with one or more fluorine atoms and/or one or more hydroxyl groups, or a phenyl group optionally substituted with one or more C1 -C4 alkyl groups,
  • R 11 represents a group of formula -X-G-R 12 in which X, G and R 12 are as defined above,
  • mi is an integer ranging from 1 to 998
  • the silicone polymer used as structuring agent may be a homopolymer, that is to say a polymer including several identical units, in particular units of formula (I) or of formula (II).
  • the copolymer may also be formed from several units of formula (II), in which at least one from among R 4 , R 6 , R 10 , R 1 1 , mi and m2 is different in at least one of the units.
  • copolymers may be block polymers or grafted polymers.
  • the groups capable of establishing hydrogen interactions are amide groups of formulae -C(0)NH- and -HN-C(O)-.
  • the structuring agent may be a polymer comprising at least one unit of formula (III) or (IV):
  • R 4 , R 5 , R 6 , R 7 , X, Y, m and n are as defined above.
  • m ranges from 1 to 700, in particular from 15 to 500 and notably from 50 to 200, and n ranges in particular from 1 to 500, preferably from 1 to 100 and better still from 4 to 25,
  • X is preferably a linear or branched alkylene chain containing from 1 to 30 carbon atoms, in particular 1 to 20 carbon atoms, notably from 5 to 15 carbon atoms and more particularly 10 carbon atoms, and
  • Y is preferably an alkylene chain that is linear or branched, or which may include rings and/or unsaturations, containing from 1 to 40 carbon atoms, in particular 1 to 20 carbon atoms and better still from 2 to 6 carbon atoms, in particular 6 carbon atoms.
  • the alkylene group representing X or Y may optionally contain in its alkylene part at least one of the following components:
  • a phenylene group optionally substituted with 1 to 3 identical or different Ci to C3 alkyl groups.
  • the alkylene groups may also be substituted with at least one member chosen from the group formed from: a hydroxyl group,
  • a phenyl group optionally substituted with one to three Ci to C3 alkyl groups, a Ci to C3 hydroxyalkyl group, and
  • Y may also represent:
  • R 8 represents a polyorganosiloxane chain and T represents a group of formula:
  • a, b and c are, independently, integers ranging from 1 to 10
  • R 13 is a hydrogen atom or a group such as those defined for R 4 , R 5 , R 6 and R 7 .
  • R 4 , R 5 , R 6 and R 7 preferably represent, independently, a linear or branched Ci to C40 alkyl group, preferably a CH3, C2H5, n-Cshl ⁇ or isopropyl group, a polyorganosiloxane chain or a phenyl group optionally substituted with one to three methyl or ethyl groups.
  • the silicone polyamide comprises at least one unit of formula (III) and/or (IV).
  • the polymer may comprise identical or different units of formula (III) or (IV).
  • the polymer may be a polyamide containing several units of formula (III) or (IV) of different lengths, i.e. a polyamide corresponding to formula (V):
  • the units may be structured to form either a block copolymer, or a random copolymer or an alternating copolymer. In this copolymer, the units may be not only of different lengths, but also of different chemical structures, for example containing different groups Y. In this case, the polymer may correspond to formula VI: in which R 4 to R 7 , X, Y, mi, m2, n and p have the meanings given above and Y 1 is different than Y but chosen from the groups defined for Y.
  • the various units may be structured to form either a block copolymer, or a random copolymer or an alternating copolymer.
  • the structuring agent may also be formed from a grafted copolymer.
  • the polyamide containing silicone units may be grafted and optionally crosslinked with silicone chains containing amide groups.
  • Such polymers may be synthesized with trifunctional amines.
  • the polymer may comprise at least one unit of formula (VII):
  • X 1 and X 2 which are identical or different, have the meaning given for X in formula (I)
  • n is as defined in formula (I)
  • Y and T are as defined in formula (I)
  • R 14 to R 21 are groups chosen from the same group as R 4 to R 7
  • mi and m2 are numbers in the range from 1 to 1000
  • p is an integer ranging from 2 to 500.
  • formula (VII) it is preferred that:
  • p is in the range from 1 to 25 and better still from 1 to 7,
  • R 14 to R 21 are methyl groups
  • T corresponds to one of the following formulae:
  • R 22 is a hydrogen atom or a group chosen from the groups defined for R 4 to R 7
  • R 23 , R 24 and R 25 are, independently, linear or branched alkylene groups, and more preferably correspond to the formula:
  • R 23 , R 24 and R 25 representing -CH2-CH2-
  • mi and m2 are in the range from 15 to 500 and better still from 15 to 45,
  • X 1 and X 2 represent -(Chtejio-
  • Y represents -CH2-.
  • polyamides containing a grafted silicone unit of formula (VII) may be copolymerized with polyamide-silicones of formula (II) to form block copolymers, alternating copolymers or random copolymers.
  • the weight percentage of grafted silicone units (VII) in the copolymer may range from 0.5% to 30% by weight.
  • the siloxane units may be in the main chain or backbone of the polymer, but they may also be present in grafted or pendent chains.
  • the siloxane units may be in the form of segments as described above.
  • the siloxane units may appear individually or in segments.
  • a copolymer of silicone polyamide and of hydrocarbon-based polyamide or a copolymer including units of formula (III) or (IV) and hydrocarbon-based polyamide units, may be used.
  • the polyamide-silicone units may be located at the ends of the hydrocarbon-based polyamide.
  • the silicone polyamide comprises units of formula III.
  • R 4 , R 5 , R 6 and R 7 represent, independently, a linear or branched Ci to C40 alkyl group, preferably a CH3, C2H5, n-Cshl ⁇ or isopropyl group, a polyorganosiloxane chain or a phenyl group optionally substituted with one to three methyl or ethyl groups, and m ranges from 1 to 700, in particular from 15 to 500 and notably from 50 to 200 and n ranges in particular from 1 to 500, preferably from 1 to 100 and better still from 4 to 25.
  • the groups R 4 , R 5 , R 6 and R 7 represent methyl groups, one from among X and Y represents an alkylene group of 6 carbon atoms and the other represents an alkylene group of 11 carbon atoms, n representing the degree of polymerization (DP) of the polymer.
  • silicone polyamides examples include the compounds sold by the company Dow Corning under the names DC 2-8179 Gellant® (DP 100) and DC 2-8178 Gellant® (DP 15), the INCI name of which is Nylon-611/dimethicone copolymer.
  • composition according to the invention comprises at least one polydimethylsiloxane block polymer of general formula (I) with an m value of about 100.
  • the value "m” corresponds to the degree of polymerization of the silicone portion of the polymer.
  • the composition according to the invention comprises at least one polymer comprising at least one unit of formula (III) in which m ranges from 50 to 200, in particular from 75 to 150 and is preferably about 100.
  • R 4 , R 5 , R 6 and R 7 independently represent a linear or branched Ci to C40 alkyl group, preferably a group CH3, C2H5, n-Cshl ⁇ or an isopropyl group in formula (III).
  • the polymer is formed from a homopolymer or copolymer including urethane or urea groups.
  • urethane or urea groups are described in detail in patent application WO 2003/106 614 published on 12/24/2003, the content of which is incorporated into the present patent application by reference.
  • such a polymer may include polyorganosiloxane units containing two or more urethane and/or urea groups, either in the backbone of the polymer or on side chains or as pendent groups.
  • the polymers and/or copolymers used in the composition of the invention advantageously have a temperature of transition from the solid state to the liquid state ranging from 45 to 190°C. Preferably, they have a temperature of transition from the solid state to the liquid state ranging from 70 to 130°C and better still from 80 to 105°C.
  • the content of silicone polyamide, expressed as active material, preferably ranges from 8% to 30% by weight, preferentially from 10% to 25% by weight and more particularly from 12% to 25% by weight (expressed as active material), relative to the weight of composition (A).
  • a composition (A) and/or a composition (B) according to the invention also comprises at least one polar volatile solvent.
  • polar volatile solvent denotes, in the present invention, an organic compound which is liquid at room temperature (20°C), which includes at least one polar group such as a hydroxyl, ester, ketone, ether or aldehyde group, and which has a vapor pressure greater than 1 mbar at 20°C.
  • C2-C5 monoalcohols preferably chosen from ethanol, isopropanol, butanol, butan-2-ol, methylpropan-1 -ol and methylpropan-2-ol.
  • composition (A) of isopropanol Use will be made more particularly in composition (A) of isopropanol.
  • composition (B) of ethanol Use will be made more particularly in composition (B) of ethanol.
  • the polar volatile solvent(s) may be present in composition (A) in a total content of greater than 1 % by weight relative to the total weight of the composition, preferably ranging from 1.5% to 30% by weight and more preferentially ranging from 1.5% to 15% by weight relative to the total weight of composition (A).
  • the polar volatile solvent(s) may be present in composition (B) in a total content of greater than or equal to 30% by weight, preferably greater than or equal to 40% by weight and more preferentially ranging from 50% to 80% by weight relative to the total weight of composition (B).
  • composition (A) and composition (B), in an identical or different manner, comprise at least one oily phase comprising at least one hydrocarbon-based volatile oil.
  • oil means a water-immiscible non-aqueous compound that is liquid at room temperature (25°C) and at atmospheric pressure (760 mmHg).
  • liquid oil means an oil that is capable of flowing under its own weight, at room temperature (20°C) and at atmospheric pressure (760 mmHg), as opposed to “solid” fatty substances.
  • hydrocarbon-based oil means an oil predominantly including carbon and hydrogen atoms and not comprising any silicon atoms.
  • the oily phase preferably represents from 30% to 70%, preferentially from 30% to 60% by weight and advantageously from 40% to 60% by weight, relative to the total weight of composition (A).
  • the oily phase preferably represents an amount of less than 40% by weight, preferentially less than 35% by weight and advantageously from 5% to 30% by weight, relative to the total weight of composition (B).
  • the volatile hydrocarbon-based oil is preferably chosen from hydrocarbon-based oils containing from 8 to 16 carbon atoms and better still from 12 to 16 carbon atoms.
  • the hydrocarbon-based oil of the dispersion is apolar (thus formed solely from carbon and hydrogen atoms).
  • the volatile hydrocarbon-based oil may be chosen from:
  • Cs-Ci6 alkanes for instance Cs-Ci6 isoalkanes of petroleum origin (also known as isoparaffins), for instance isododecane (also known as 2, 2, 4,4,6- pentamethylheptane), isodecane, isohexadecane and, for example, the oils sold under the trade name Isopar or Permethyl,
  • the volatile hydrocarbon-based oil is isododecane.
  • the content of hydrocarbon-based volatile oil(s) ranges from 30% to 70% by weight, preferably from 30% to 60% by weight and more preferentially from 40% to 60% by weight, relative to the total weight of composition (A).
  • the content of hydrocarbon-based volatile oil(s) is preferably less than or equal to 40% by weight, more preferentially less than or equal to 35% by weight, advantageously ranging from 5% to 30% by weight, relative to the total weight of composition (B).
  • composition (B) according to the invention comprises at least one surface-stabilized polymer.
  • the polymer of the particles is a C1 -C4 alkyl (meth)acrylate polymer.
  • the C1 -C4 alkyl (meth)acrylate monomers may be chosen from methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate and tert-butyl (meth)acrylate.
  • a C 1 -C 4 alkyl acrylate monomer is advantageously used.
  • the polymer of the particles is a methyl (meth)acrylate and/or ethyl (meth)acrylate polymer, more preferentially a methyl acrylate and/or ethyl acrylate polymer.
  • the polymer of the particles may also comprise an ethylenically unsaturated acid monomer or the anhydride thereof, chosen notably from ethylenically unsaturated acid monomers comprising at least one carboxylic, phosphoric or sulfonic acid function, such as crotonic acid, itaconic acid, fumaric acid, maleic acid, maleic anhydride, styrenesulfonic acid, vinylbenzoic acid, vinylphosphoric acid, acrylic acid, methacrylic acid, acrylamidopropanesulfonic acid or acrylamidoglycolic acid, and salts thereof.
  • an ethylenically unsaturated acid monomer or the anhydride thereof chosen notably from ethylenically unsaturated acid monomers comprising at least one carboxylic, phosphoric or sulfonic acid function, such as crotonic acid, itaconic acid, fumaric acid, maleic acid, maleic anhydride, styrenesulfonic acid
  • the ethylenically unsaturated acid monomer is preferably chosen from (meth)acrylic acid, maleic acid and maleic anhydride.
  • the salts may be chosen from salts of alkali metals, for example sodium or potassium; salts of alkaline-earth metals, for example calcium, magnesium or strontium; metal salts, for example zinc, aluminum, manganese or copper; ammonium salts of formula NhV; quaternary ammonium salts; salts of organic amines, for instance salts of methylamine, dimethylamine, trimethylamine, triethylamine, ethylamine, 2-hydroxyethylamine, bis(2-hydroxyethyl)amine or tris(2-hydroxyethyl)amine; lysine or arginine salts.
  • alkali metals for example sodium or potassium
  • salts of alkaline-earth metals for example calcium, magnesium or strontium
  • metal salts for example zinc, aluminum, manganese or copper
  • ammonium salts of formula NhV quaternary ammonium salts
  • salts of organic amines for instance salts of methylamine, dimethyl
  • the polymer of the particles may thus comprise or consist essentially of from 80% to 100% by weight of C1-C4 alkyl (meth)acrylate and from 0 to 20% by weight of ethylenically unsaturated acid monomer, relative to the total weight of the polymer.
  • the polymer consists essentially of a polymer of one or more C1 -C4 alkyl (meth)acrylate monomers.
  • the polymer consists essentially of a copolymer of C1 -C4 (meth)acrylate and of (meth)acrylic acid or maleic anhydride.
  • the polymer of the particles may be chosen from:
  • the polymer of the particles is a non-crossl inked polymer.
  • the polymer of the particles preferably has a number-average molecular weight ranging from 2000 to 10 000 000 g/mol and preferably ranging from 150 000 to 500 000 g/mol.
  • the stabilizer is an isobornyl (meth)acrylate polymer chosen from isobornyl (meth)acrylate homopolymer and statistical copolymers of isobornyl (meth)acrylate and of C1-C4 alkyl (meth)acrylate present in an isobornyl (meth)acrylate/Ci-C4 alkyl (meth)acrylate weight ratio of greater than 4, preferably greater than 4.5 and even more advantageously greater than or equal to 5.
  • said weight ratio ranges from 4.5 to 19, preferably from 5 to 19 and more particularly from 5 to 12.
  • a composition according to the invention comprises one or more stabilizers, said stabilizer(s) being a statistical copolymer of isobornyl (meth)acrylate and of C1-C4 alkyl (meth)acrylate present in an isobornyl (meth)acrylate/Ci-C4 alkyl (meth)acrylate weight ratio of greater than or equal to 5.
  • the stabilizer is chosen from:
  • the stabilizing polymer preferably has a number-average molecular weight ranging from 10 000 g/mol to 400 000 g/mol and preferably ranging from 20 000 g/mol to 200 000 g/mol.
  • the particles are introduced into composition (B) in the form of a dispersion of particles, which are generally spherical, of at least one surface- stabilized polymer, in an oily medium, containing at least one volatile hydrocarbon-based oil, as defined previously, in particular isododecane.
  • the polymer(s) of the particles may be present in the dispersion in a content ranging from 21 % to 58.5% by weight and preferably ranging from 36% to 42% by weight, relative to the total weight of the dispersion.
  • the stabilizer is in contact with the surface of the polymer particles and thus makes it possible to stabilize these particles at the surface, in particular in order to keep these particles in dispersion in the oily medium.
  • the combination of the stabilizer(s) + polymer(s) of the particles present in particular in the dispersion comprises from 10% to 50% by weight of polymerized isobornyl (meth)acrylate and from 50% to 90% by weight of polymerized C1 -C4 alkyl (meth)acrylate, relative to the total weight of the combination of the stabilizer(s) + polymer(s) of the particles.
  • the combination of the stabilizer(s) + polymer(s) of the particles present in particular in the dispersion comprises from 15% to 30% by weight of polymerized isobornyl (meth)acrylate and from 70% to 85% by weight of polymerized C1 -C4 alkyl (meth)acrylate, relative to the total weight of the combination of the stabilizer(s) + polymer(s) of the particles.
  • the stabilizer(s) are soluble in the hydrocarbon-based oil(s), in particular soluble in isododecane.
  • the inventors put forward the hypothesis that the surface stabilization of the Ci- C4 alkyl (meth)acrylate polymer particles results from a phenomenon of surface adsorption of the stabilizer onto the C1 -C4 alkyl (meth)acrylate polymer particles.
  • the oily medium of this polymer dispersion comprises a volatile hydrocarbon-based oil as defined previously, in particular isododecane.
  • the volatile hydrocarbon-based oil(s) may be provided totally or partly with surface-stabilized polymer particles, in particular when these particles are introduced into composition (B) in the form of a pre-prepared dispersion of stabilized polymer particles.
  • the volatile hydrocarbon-based oil(s) present in composition (B) represent at least the oily medium of the dispersion of polymer particles.
  • the polymer particles in particular in the dispersion, preferably have an average size, notably a number-average size, ranging from 50 to 500 nm, notably ranging from 75 to 400 nm and better still ranging from 100 to 250 nm.
  • a dispersion of polymer particles that is suitable for use in the invention may be prepared in the following manner, which is given as an example.
  • the polymerization may be performed in dispersion, i.e. by precipitation of the polymer during formation, with protection of the formed particles with a stabilizer.
  • the stabilizing polymer is prepared by mixing the constituent monomer(s) of the stabilizing polymer with a free-radical initiator, in a solvent known as the synthesis solvent, and by polymerizing these monomers.
  • the constituent monomer(s) of the polymer of the particles are added to the stabilizing polymer formed and polymerization of these added monomers is performed in the presence of the free-radical initiator.
  • the polymerization may be performed directly in the volatile hydrocarbon-based oil, which thus also acts as synthesis solvent.
  • the monomers should also be soluble therein, as should the free-radical initiator, and the polymer of the particles which is obtained should be insoluble therein.
  • the monomers are preferably present in the synthesis solvent, before polymerization, in a proportion of 5%-20% by weight.
  • the total amount of the monomers may be present in the solvent before the start of the reaction, or part of the monomers may be added gradually as the polymerization reaction proceeds.
  • the free-radical initiator may notably be azobisisobutyronitrile or tert-butyl peroxy- 2-ethylhexanoate.
  • the polymerization may be performed at a temperature ranging from 70 to 1 10°C.
  • the polymer particles are surface-stabilized, when they are formed during the polymerization, by means of the stabilizer.
  • the stabilization may be performed by any known means, and in particular by direct addition of the stabilizer, during the polymerization.
  • the stabilizer is preferably also present in the mixture before polymerization of the monomers of the polymer of the particles. However, it is also possible to add it continuously, notably when the monomers of the polymer of the particles are also added continuously.
  • the dispersion of polymer particles advantageously comprises from 30% to 65% by weight and preferably from 40% to 60% by weight of solids, relative to the total weight of the dispersion.
  • composition (B) according to the invention comprises a dispersion in isododecane of surface-stabilized polymer particles chosen from
  • composition (B) according to the invention comprises a dispersion in isododecane of methyl acrylate/ethyl acrylate/acrylic acid (1 1 .7/75.6/12.7) copolymer particles stabilized with an isobornyl acrylate/methyl acrylate/ethyl acrylate (92/4/4) statistical copolymer stabilizer.
  • composition (B) according to the invention comprises a dispersion in isododecane of surface-stabilized polymer particles chosen from:
  • composition (B) according to the invention comprises an oily dispersion in isododecane containing 10% acrylic acid, 10% methyl acrylate, 60% ethyl acrylate and 20% isobornyl acrylate relative to the total weight of the stabilizer and of the polymer particles.
  • a composition (B) according to the invention may thus comprise an amount of polymer particles as described previously (content expressed as solids) of less than or equal to 20% by weight, preferentially less than or equal to 15% by weight, advantageously from 5% to 15% by weight relative to the total weight of composition (B).
  • a composition (B) according to the invention may thus comprise an amount of dispersion of polymer particles and of volatile hydrocarbon-based oil as described previously of less than or equal to 40% by weight, preferentially less than or equal to 30% by weight, advantageously from 10% to 30% by weight relative to the total weight of composition (B).
  • composition (B) according to the invention also comprises at least one non- crosslinked and non-elastomeric amphiphilic silicone compound.
  • amphiphilic compound means any compound bearing at least two parts of different polarity. Generally, one is lipophilic (soluble or dispersible in an oily phase). The other is hydrophilic (soluble or dispersible in water).
  • silicon compound refers to a chemical compound comprising at least one silicon atom, and notably at least one Si-0 group.
  • non-crosslinked amphiphilic silicone compound means any amphiphilic silicone compound which is different than:
  • organopolysiloxanes which may be obtained by crosslinking addition reaction of diorganopolysiloxane containing at least one hydrogen bonded to silicon and of a polyoxyalkylene containing at least two ethylenically unsaturated groups;
  • organopolysiloxanes which may be obtained by crosslinking addition reaction of diorganopolysiloxane containing at least one hydrogen bonded to silicon and of polyglycerolated compounds containing ethylenically unsaturated groups, notably in the presence of a platinum catalyst.
  • organopolysiloxane compound refers to a compound having a structure comprising an alternance of silicone atoms and oxygen atoms and comprising organic radicals bonded to silicon atoms.
  • non-elastomeric amphiphilic silicone compound refers to any amphiphilic silicone compound which is not flexible, not deformable, does not have any viscoelastic properties and notably does not have the consistency of a sponge or a supple sphere; which does not have a modulus of elasticity such that this material withstands deformation; does not have a limited capacity for extension and for contraction; is incapable of regaining its initial form after stretching.
  • the non-crosslinked and non-elastomeric amphiphilic silicone compounds may be chosen from amphiphilic organopolysiloxanes, amphiphilic silane derivatives, and mixtures thereof.
  • the non-crosslinked and non-elastomeric silicone compounds are preferably chosen from dimethicone copolyols which are polyoxyalkylenated dimethylpolyorganosiloxanes (comprising oxyalkylene groups, in particular oxyethylene and/or oxypropylene groups) and mixtures thereof.
  • dimethicone copolyols mention may be made of the product having the INCI name Dimethicone (and) PEG/PPG-18/18 Dimethicone sold under the brand name X-22-671 1 D® by the company Shin-Etsu, the mixture of cyclomethicone and of dimethicone copolyol, sold under the name DC 5225 C® by the company Dow Corning, and PEG-10 Dimethicone sold by Shin-Etsu under the name KF-6017®; the product having the INCI name: Bis-PEG/PPG-14/14 dimethicone (and) dimethicone sold under the name Abil EM 97 S® by the company Evonik Goldschmidt.
  • dimethicone copolyols and more particularly the compound having the INCI name: Bis-PEG/PPG-14/14 dimethicone (and) dimethicone sold under the name Abil EM 97 S® by the company Evonik Goldschmidt.
  • composition (B) of the invention preferably in an active material content of less than or equal to 5% by weight, preferentially less than or equal to 3% by weight and advantageously ranging from 0.2% to 3% by weight relative to the total weight of said composition (B).
  • the invention relates to a kit for making up keratin materials, in particular the eyebrows and the skin around the eyebrows, comprising:
  • amphiphilic silicone compound chosen from dimethicone copolyols, in particular the compound having the INCI name: Bis-PEG/PPG-14/14 dimethicone (and) dimethicone.
  • the invention relates to the cosmetic process for making up keratin materials, in particular the eyebrows and the skin around the eyebrows, which consists in applying to said keratin materials:
  • composition (A) at least one second composition (B) as defined previously.
  • compositions (A) and (B) in accordance with the present invention comprise a physiologically acceptable medium.
  • physiologically acceptable means a composition that is compatible with the skin and/or its integuments, which has a pleasant color, odor and feel, and which does not cause any unacceptable discomfort (stinging, tautness or redness) liable to put the consumer off using this composition.
  • compositions (A) and (B) may also comprise a cosmetic additive usually used in anhydrous supports, notably chosen from preserving agents, bactericidal agents, antioxidants, fragrances, fillers, oil gelling agents and/or structuring agents, waxes, pasty substances, additional oils, lipophilic active agents, moisturizers, emollients, surfactants, sunscreens, odor absorbers, liposoluble dyes, and mixtures thereof.
  • a cosmetic additive usually used in anhydrous supports, notably chosen from preserving agents, bactericidal agents, antioxidants, fragrances, fillers, oil gelling agents and/or structuring agents, waxes, pasty substances, additional oils, lipophilic active agents, moisturizers, emollients, surfactants, sunscreens, odor absorbers, liposoluble dyes, and mixtures thereof.
  • the base-coat composition (A) according to the invention may also comprise at least one oil gelling agent and/or structuring agent.
  • This (these) compounds may be chosen notably from lipophilic gelling agents, for instance hydrophobic-modified clays, such as modified magnesium silicate (Bentone gel VS38® from Rheox), hectorite modified with distearyldimethylammonium chloride (CTFA name: Disteardimonium hectorite) sold notably under the name Bentone 38 CE® by the company Rheox or under the name Bentone 38 VCG® by the company Elementis.
  • hydrophobic-modified clays such as modified magnesium silicate (Bentone gel VS38® from Rheox), hectorite modified with distearyldimethylammonium chloride (CTFA name: Disteardimonium hectorite) sold notably under the name Bentone 38 CE® by the company Rheox or under the name Bentone 38 VCG® by the company Elementis.
  • the base-coat composition (A) according to the invention may also comprise at least one wax.
  • the term“wax” means a lipophilic fatty compound that is solid at room temperature (25°C), with a reversible solid/liquid change of state, having a melting point of greater than 30°C which may be up to 200°C, a hardness of greater than 0.5 MPa, and having an anisotropic crystal organization in the solid state.
  • the waxes that may be used in the invention may be hydrocarbon-based waxes and/or silicone waxes, and may be of plant, mineral, animal and/or synthetic origin, preferably hydrocarbon-based. In particular, they have a melting point of greater than 40°C and better still greater than 45°C, for example ranging from 50°C to 1 10°C.
  • waxes that may be used in the invention, mention may be made of those generally used in cosmetics: they are notably of natural origin, such as beeswaxes, carnauba wax, such as the product sold notably under the name Cerauba T1 by the company Baerlocher, candel ilia wax, ouricury wax, Japan wax, cork fiber wax or sugarcane wax, rice wax, montan wax, paraffin waxes notably such as the product sold under the name Affine 56-58 Pastilles by the company Baerlocher, lignite wax or microcrystalline wax, ceresin or ozokerite, hydrogenated oils such as jojoba oil; synthetic waxes such as polyethylene waxes derived from the polymerization or copolymerization of ethylene and Fischer-Tropsch waxes, or alternatively fatty acid esters such as octacosanyl stearate, glycerides that are concrete at 40°C and better still at 45°C, silicone waxes such as alkyl or alk
  • a composition (A) in accordance with the invention preferably includes a content of wax(es) of less than or equal to 15% by weight, better still less than or equal to 10% and advantageously less than or equal to 5% by weight relative to the total weight of the composition.
  • a composition according to the invention is free of wax.
  • the top-coat composition (B) according to the invention may also comprise at least one pigment as defined previously and chosen from nacres, particles with a metallic tint, goniochromatic coloring agents, diffractive pigments, thermochromic agents, optical brighteners, and also fibers, notably interference fibers, and mixtures thereof.
  • compositions (A) and (B) of the invention are in the form of a product for the eyebrows.
  • One subject of the present patent application is a cosmetic process for coloring keratin materials, in particular the eyebrows and the skin notably around the eyebrows, which consists in applying to said keratin materials:
  • composition (A) at least one second composition (B) as defined previously.
  • the drying time preferably ranges from 3 to 20 minutes, more preferentially from 5 to 15 minutes.
  • compositions (A) and (B) according to the invention may each be packaged in a container delimiting at least one compartment that comprises said composition (A) or (B), said container being closed by a closing member.
  • the container may be in any suitable form. It may notably be in the form of a bottle, a tube, a jar or a case.
  • the closing member may be in the form of a removable stopper, a lid or a cover, notably of the type including a body fixed to the container and a cap articulated on the body. It may also be in the form of a member for selectively closing the container, notably a pump, a valve or a flap valve.
  • the container may be combined with an applicator, notably in the form of a brush including an arrangement of bristles maintained by a twisted wire. Such a twisted brush is described notably in patent US 4 887 622.
  • the applicator may be in the form of a fine brush, as described, for example, in patent FR 2 722 380.
  • the applicator may be in the form of a block of foam or of elastomer.
  • the applicator may be free (sponge) or securely fastened to a rod borne by the closing member, as described, for example, in patent US 5 492 426.
  • the applicator may be securely fastened to the container, as described, for example, in patent FR 2 761 959.
  • the product may be contained directly in the container, or indirectly.
  • the closing member may be coupled to the container by screwing.
  • the coupling between the closing member and the container occurs other than by screwing, in particular via a bayonet mechanism, by click-fastening or by tightening.
  • click-fastening in particular means any system involving the crossing of a bead or cord of material by elastic deformation of a portion, notably of the closing member, followed by return to the elastically unconstrained position of said portion after the crossing of the bead or cord.
  • the container may be at least partially made of thermoplastic material.
  • thermoplastic materials that may be mentioned include polypropylene and polyethylene.
  • the container may have rigid or deformable walls, notably in the form of a tube or a tube bottle.
  • the container may comprise means intended to bring about or facilitate the dispensing of the composition.
  • the container may have deformable walls so as to cause the composition to exit in response to excess pressurization inside the container, which excess pressurization is brought about by the elastic (or nonelastic) crushing of the walls of the container.
  • the container may be equipped with a wiping element positioned in the vicinity of the opening of the container.
  • a wiping element makes it possible to wipe the applicator and possibly the shaft to which it may be solidly attached.
  • Such a wiping element is described, for example, in patent FR 2 792 618.
  • a first step 1300 g of isododecane, 337 g of isobornyl acrylate, 28 g of methyl acrylate and 3.64 g of tert-butyl peroxy-2-ethylhexanoate (Trigonox 21 S from Akzo) were placed in a reactor.
  • the isobornyl acrylate/methyl acrylate mass ratio is 92/8.
  • the mixture was heated to 90°C under argon with stirring. After 2 hours of reaction, 1430 g of isododecane were added to the reactor feedstock and the mixture was heated to 90°C.
  • the oily dispersion contains 80% methyl acrylate and 20% isobornyl acrylate relative to the total weight of the stabilizer and of the polymer particles.
  • the polymer particles of the dispersion have a number-average size of about 160 nm.
  • a dispersion of polymer in isododecane was prepared according to the preparation method of Example 1 , using:
  • Step 1 275.5 g of isobornyl acrylate, 1 1 .6 g of methyl acrylate, 1 1 .6 g of ethyl acrylate, 2.99 g of Trigonox 21 , 750 g of isododecane; followed by addition, after reaction, of 750 g of isododecane.
  • Step 2 539.5 g of methyl acrylate, 539.5 g of ethyl acrylate, 10.8 g of Trigonox 21 S, 1079 g of isododecane. After reaction, addition of 2 liters of isododecane and evaporation to obtain a solids content of 35% by weight.
  • the oily dispersion contains 40% methyl acrylate, 40% ethyl acrylate and 20% isobornyl acrylate relative to the total weight of the stabilizer and of the polymer particles.
  • a dispersion of polymer in isododecane was prepared according to the preparation method of Example 1 , using: Step 1 : 315.2 g of isobornyl acrylate, 12.5 g of methyl acrylate, 12.5 g of ethyl acrylate, 3.4 g of Trigonox 21 , 540 g of isododecane, 360 g of ethyl acetate; followed by addition, after reaction, of 540 g of isododecane and 360 g of ethyl acetate.
  • Step 2 303 g of methyl acrylate, 776 g of ethyl acrylate, 157 g of acrylic acid, 11 g of Trigonox 21 S, 741.6 g of isododecane and 494.4 g of ethyl acetate.
  • the oily dispersion contains 10% acrylic acid, 20% methyl acrylate, 50% ethyl acrylate and 20% isobornyl acrylate relative to the total weight of the stabilizer and of the polymer particles.
  • a dispersion of polymer in isododecane was prepared according to the preparation method of Example 1 , using:
  • Step 1 315.2 g of isobornyl acrylate, 12.5 g of methyl acrylate, 12.5 g of ethyl acrylate, 3.4 g of Trigonox 21 , 540 g of isododecane, 360 g of ethyl acetate; followed by addition, after reaction, of 540 g of isododecane and 360 g of ethyl acetate.
  • Step 2 145 g of methyl acrylate, 934 g of ethyl acrylate, 157 g of acrylic acid, 12.36 g of Trigonox 21 S, 741.6 g of isododecane and 494.4 g of ethyl acetate.
  • the oily dispersion contains 10% acrylic acid, 10% methyl acrylate, 60% ethyl acrylate and 20% isobornyl acrylate relative to the total weight of the stabilizer and of the polymer particles.
  • Example 5 A dispersion of polymer in isododecane was prepared according to the preparation method of Example 1 , using:
  • Step 1 48 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.52 g of Trigonox 21 , 57.6 g of isododecane, 38.4 g of ethyl acetate; followed by addition, after reaction, of 540 g of isododecane and 360 g of ethyl acetate.
  • Step 2 98 g of methyl acrylate, 73 g of ethyl acrylate, 25 g of maleic anhydride, 1 .96 g of Trigonox 21 S, 50.4 g of isododecane and 33.60 g of ethyl acetate.
  • 1 liter of an isododecane/ethyl acetate mixture 60/40 weight/weight
  • total evaporation of the ethyl acetate and partial evaporation of the isododecane to obtain a solids content of 46.2% by weight.
  • the oily dispersion contains 10% maleic anhydride, 30% methyl acrylate, 40% ethyl acrylate and 20% isobornyl acrylate relative to the total weight of the stabilizer and of the polymer particles.
  • a dispersion of polymer in isododecane was prepared according to the preparation method of Example 1 , using:
  • Step 1 48.5 g of isobornyl methacrylate, 4 g of methyl acrylate, 0.52 g of Trigonox 21 , 1 15 g of isododecane; followed by addition, after reaction, of 80 g of isododecane.
  • Step 2 190 g of methyl acrylate, 1 .9 g of Trigonox 21 S, 190 g of isododecane. After reaction, addition of 1 liter of isododecane and partial evaporation of the isododecane to obtain a solids content of 48% by weight.
  • a dispersion in isododecane of methyl acrylate polymer particles stabilized with an isobornyl methacrylate/methyl acrylate (92/8) statistical copolymer stabilizer was obtained.
  • the oily dispersion contains 80% methyl acrylate and 20% isobornyl methacrylate relative to the total weight of the stabilizer and of the polymer particles.
  • the dispersion is stable after storage for 7 days at room temperature (25°C).
  • Phase 1 is prepared by wetting the pigments and the mica with the isododecane. This phase 1 is then milled with a three-roll mill. Mixing of phases 1 and 2
  • phase 2 and of the milled phase 1 are melted in a jacketed heating pan in which circulates an oil whose temperature is controlled by means of a thermostatically-controlled oil bath.
  • the nominal temperature is set at 90°C.
  • the mixture is homogenized with a Moritz blender. Stirring is continued until a homogeneous preparation is obtained (20 minutes). The mixture is then cooled with stirring.
  • Phase 3 is introduced into phase 1 +2 when the temperature of the mixture is less than or equal to 40°C.
  • Composition 7 (A) thus obtained is transferred into a closed container to prevent it from drying out on contact with air.
  • composition 7 (B) which was stable for 2 months at room temperature (25°C) was obtained. in vitro staving power test
  • Isododecane Mica, Trimethyl Siloxysilicate, Quaternium-18 Hectorite, Ethylene/Propylene/Styrene Copolymer, Butylene/Ethylene/Styrene Copolymer, Propylene Carbonate, Dimethicone, Triethoxycaprylylsilane, Isohexadecane, O- Cymen-5-ol, Isodecyl Isononanoate, Tocopheryl Acetate, Nylon-66, Nylon-6, C4-24 Alkyl Dimethicone/Divinyl Dimethicone Crosspolymer, Silica,
  • compositions were applied with a dip applicator, of brush type, on yak bristles (50 mg) adhesively bonded by means of a Pros'Aide® adhesive bond to a silicone support of the BioSkin® type.
  • a first coat of 0.07 g of composition 7(A) was applied using a brush and then, after 10 minutes of drying, a second coat of 0.07 g of composition 7(B) was applied. The whole is left to dry for 4 hours.
  • a first coat of 0.07 g of the product Wunder Brow 2 was applied using a brush and then, after 10 minutes of drying, a second coat of 0.07 g of the product Wunder Brow 2 was applied. The whole is left to dry for 4 hours.
  • compositions 8(B) to 12(B) not in accordance with the invention were prepared under the same conditions as for composition 7(B) according to the invention.

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Abstract

La présente demande de brevet concerne un kit pour maquiller des matières kératiniques, en particulier les sourcils et la peau autour des sourcils, comprenant 1) une première composition colorée anhydre (A) comprenant dans une phase huileuse : au moins une résine silicone ; au moins un polyamide siliconé ; au moins une huile volatile hydrocarbonée ; au moins un solvant polaire volatil ; et au moins un pigment ; 2) une seconde composition anhydre (B), destinée à être appliquée sur la couche formée par la première composition sur lesdites matières kératiniques et comprenant au moins, dans une phase huileuse : des particules constituées d'au moins un polymère stabilisé en surface par un agent stabilisant, le polymère des particules étant un polymère de (méth)acrylate d'alkyle en C1 à C4 et l'agent stabilisant étant un polymère de (méth)acrylate d'isobornyle choisi parmi un homopolymère de (méth)acrylate d'isobornyle et des copolymères statistiques de (méth)acrylate d'isobornyle et de (méth)acrylate d'alkyle en C1 à C4 présents dans un rapport massique (méth)acrylate d'isobornyle/(méth)acrylate d'alkyle en C1 à C4 supérieur à 4 ; au moins une huile volatile hydrocarbonée ; au moins un solvant volatil polaire ; et au moins un composé de silicone amphiphile non élastomère et non réticulé.
PCT/EP2019/079125 2018-11-13 2019-10-25 Kit de deux compositions pour maquiller les sourcils et leur contour ; procédé de maquillage en deux étapes Ceased WO2020099099A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1860451 2018-11-13
FR1860451A FR3088205B1 (fr) 2018-11-13 2018-11-13 Kit de maquillage des sourcils et de leur contour a deux compositions ; procede de maquillage en deux etapes

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WO2020099099A1 true WO2020099099A1 (fr) 2020-05-22

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WO2023208806A1 (fr) * 2022-04-28 2023-11-02 L'oreal Procédé de maquillage avec application d'une composition comprenant un polyphénol et un composé polyoxyalkyléné, et un colorant, suivi par l'application d'une composition anhydre ou émulsifiée
WO2023208802A1 (fr) * 2022-04-28 2023-11-02 L'oreal Procédés de maquillage utilisant un polyphénol et au moins un composé de polyglycérol, et compositions pour la mise en œuvre du procédé
FR3134989A1 (fr) * 2022-04-28 2023-11-03 L'oreal Procédé de maquillage avec l’application d’une composition comprenant un polyphénol et un composé polyoxyalkyléné, et une matière colorante puis application d’une composition anhydre

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FR3117786B1 (fr) * 2020-12-18 2023-10-27 Oreal Dispersion comprenant une particule polymerique, un agent stabilisant a groupe cycloalkyle en c3-c12, une huile et de l’eau, procede de traitement des matieres keratiniques mettant en œuvre la dispersion
FR3134972B1 (fr) * 2022-04-28 2024-03-15 Oreal Kit de maquillage comprenant une composition de maquillage et une composition anhydre de fixation avec une résine trialkylsiloxysilylcarbamoyl pullulane
FR3134970B1 (fr) * 2022-04-28 2024-03-15 Oreal Kit de maquillage des sourcils et de la peau autour des sourcils comprenant une composition anhydre filmogène et une composition de maquillage et procédé de maquillage à 3 couches
FR3144758A1 (fr) * 2023-01-10 2024-07-12 L'oreal Composition de maquillage des sourcils avec une résine siliconée non glycérolée , une résine siliconée glycérolée, une huile hydrocarbonée volatile et un épaississant
FR3154004A1 (fr) * 2023-10-16 2025-04-18 L'oreal Procédé de maquillage des sourcils en deux temps avec une première composition de type mine pour crayon et une deuxième composition avec une résine siliconée non glycérolée , une résine siliconée glycérolée, un polyamide siliconé
FR3154003A1 (fr) * 2023-10-16 2025-04-18 L'oreal Procédé de maquillage des sourcils avec première composition de stylo feutre et deuxième composition avec une résine siliconée non glycérolée , une résine siliconée glycérolée, un polyamide siliconé

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Publication number Priority date Publication date Assignee Title
WO2023208806A1 (fr) * 2022-04-28 2023-11-02 L'oreal Procédé de maquillage avec application d'une composition comprenant un polyphénol et un composé polyoxyalkyléné, et un colorant, suivi par l'application d'une composition anhydre ou émulsifiée
WO2023208802A1 (fr) * 2022-04-28 2023-11-02 L'oreal Procédés de maquillage utilisant un polyphénol et au moins un composé de polyglycérol, et compositions pour la mise en œuvre du procédé
FR3134989A1 (fr) * 2022-04-28 2023-11-03 L'oreal Procédé de maquillage avec l’application d’une composition comprenant un polyphénol et un composé polyoxyalkyléné, et une matière colorante puis application d’une composition anhydre

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