WO2008075282A2 - Kit esthétique produisant un film hydrophobe - Google Patents

Kit esthétique produisant un film hydrophobe Download PDF

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Publication number
WO2008075282A2
WO2008075282A2 PCT/IB2007/055181 IB2007055181W WO2008075282A2 WO 2008075282 A2 WO2008075282 A2 WO 2008075282A2 IB 2007055181 W IB2007055181 W IB 2007055181W WO 2008075282 A2 WO2008075282 A2 WO 2008075282A2
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WO
WIPO (PCT)
Prior art keywords
compounds
compound
solid particles
kit according
composition
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Ceased
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PCT/IB2007/055181
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English (en)
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WO2008075282A3 (fr
Inventor
Henri Samain
Estelle Mathonneau
Pascal Arnaud
Annick Collette
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LOreal SA
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LOreal SA
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Priority claimed from FR0655748A external-priority patent/FR2910315B1/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2008075282A2 publication Critical patent/WO2008075282A2/fr
Publication of WO2008075282A3 publication Critical patent/WO2008075282A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A61K8/25—Silicon; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—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
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K2800/882—Mixing prior to application
    • 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
    • A61K2800/95—Involves in-situ formation or cross-linking of polymers

Definitions

  • the present invention aims primarily to offer a cosmetic kit that can be used for forming, on the surface of a keratinous substance, a deposit possessing improved resistance to hydrophilic compounds. Generally, it is necessary to provide the various types of cosmetic deposits on the surface of a keratinous substance with a certain level of water resistance.
  • a foundation applied on the skin of the face, must possess sufficient resistance to sweat.
  • polish applied to the surface of the nails must withstand regular contact with water.
  • the present invention therefore has the specific aim of offering novel cosmetic formulations that are more satisfactory in these respects.
  • this desire to enhance the hydrophobicity of certain substrates with respect to water is also encountered in other fields of industry.
  • a coating to the surface of these materials that can form a texture, namely a succession of elevations and depressions for significantly reducing the area of contact between water and its surface, thus ensuring better imperviousness of the substrate.
  • this solution aims to reproduce artificially a surface architecture that exists naturally, notably in plants and in particular on the leaf of the lotus.
  • the surface of this leaf is composed of hydrophobic greasy materials, which are arranged in a random succession of elevations and depressions. Contact of the water droplets is generally limited to the surface of the crests of the elevations.
  • compounds called compound X and compound Y prove to be capable of polymerizing in situ if necessary in the presence of a catalyst or a peroxide, at atmospheric pressure and at room temperature, and forming films that are advantageously biocompatible, covering, and endowed with good cohesion.
  • the present invention relates, according to a first aspect, to a cosmetic kit for colouring the hair and/or care and/or make-up of keratinous substance(s) comprising at least two different compositions packaged separately, the kit comprising at least some hydrophobic solid particles, one or more compounds X, one or more compounds Y, and optionally at least one catalyst or a peroxide, at least one of the compounds X or Y being a silicone compound, said compounds X and Y being capable of react with one another by a hydrosilylation reaction in the presence of a catalyst, or by a condensation reaction, or by a crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, in which the compounds X, Y and the catalyst or the peroxide when they are present, are not present simultaneously in the same composition, and the hydrophobic solid particles are present in a weight ratio (hydrophobic solid particles)/(compounds X + Y) varying from 100/1 to 1/2.
  • the compound or compounds X, the compound or compounds Y can be applied on keratinous substances from several compositions containing hydrophobic solid particles, the compound or compounds X, the compound or compounds Y, and if necessary the catalyst or the peroxide individually or mixed, or from a single composition containing the compound or compounds X, the compound or compounds Y, the hydrophobic solid particles, and if necessary the catalyst or the peroxide.
  • the kit comprises at least: i. a first composition comprising, in a physiologically acceptable medium, at least one compound X, and ii. a second composition comprising, in a physiologically acceptable medium, at least one compound Y, with at least one of said first and second compositions additionally including at least the hydrophobic solid particles, and at least one of the first and second compositions additionally including, if necessary, at least one catalyst or a peroxide.
  • the first and second compositions are different from one another.
  • the first composition is advantageously devoid of compound Y and the second composition is advantageously devoid of compound X.
  • compounds X and Y are not present simultaneously in a first and/or second composition forming a kit according to the invention when their interaction is not dependent on the presence of a catalyst or a peroxide.
  • each composition in the kit can be packaged separately in the same packaging article, for example in a two-compartment pen, the base composition being delivered by one end of the pen and the top composition being delivered by the other end of the pen, each end being closed notably hermetically with a cap.
  • Each composition can also be packaged in a compartment within the same packaging article, the two compositions being mixed at the end or ends of the packaging article during delivery of each composition.
  • each of the first and second compositions can be packaged in a different packaging article.
  • the present invention also relates to a cosmetic composition, notably for colouring the hair and/or care and/or make-up of keratinous substance(s) containing, in a physiologically acceptable medium, at least one compound X, a compound Y, if necessary at least one catalyst or a peroxide, and hydrophobic solid particles as defined above, with at least one of the compounds X and Y being in an encapsulated form.
  • the two compounds X and Y are present in separate encapsulated forms.
  • the two compounds X and Y can be packaged in one and the same composition while avoiding the risk of premature reaction between them.
  • the reaction only occurs at the moment when the composition is manipulated prior to or at the moment of its application on the keratinous substance.
  • the encapsulated form or forms break apart on drying and compounds X and Y can react to form the expected film.
  • the cosmetic kits considered according to the invention can be, for example, kits for make-up, for colouring and/or care of a keratinous substance, notably of the skin, the integumentary appendages, the lips or the hair.
  • kit for make-up of keratinous substance(s) for example a kit for make-up of the skin of the face, or a kit for care of keratin fibre(s), for example a kit for hair care.
  • the keratinous substances can in particular be keratin fibres, for example the hair.
  • the invention also relates, according to another of its aspects, to a cosmetic method for colouring the hair and/or care and/or make-up of keratinous substance(s) comprising at least the application (a) of at least some hydrophobic solid particles, (b) of one or more compounds X, (c) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting with one another by a hydrosilylation reaction in the presence of a catalyst, or by a condensation reaction, or by a crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, and (d) if necessary of at least one catalyst or a peroxide, and the applications (a), (b), (c) and (d) can be simultaneous or consecutive in any order provided that it is favourable to the interaction of said compounds X and Y, said hydrophobic solid particles being used in a weight ratio (hydrophobic solid particles)/(compounds
  • the invention relates to a cosmetic method comprising at least the application on said keratinous substances of at least: a layer of a first composition comprising, in a physiologically acceptable medium, one or more compounds X, and - a layer of a second composition comprising, in a physiologically acceptable medium, one or more compounds Y, at least one of the first and second compositions additionally including at least some hydrophobic solid particles and, if necessary, at least one catalyst or a peroxide, and the compounds X and Y and the hydrophobic solid particles being as defined previously.
  • the compound or compounds X, the compound or compounds Y can be applied on the keratinous substances from several compositions, the compositions comprising respectively the compound or compounds X, the compound or compounds Y, the hydrophobic solid particles, and if necessary the catalyst or the peroxide on their own or mixed, or from a single composition comprising the compound or compounds X, the compound or compounds Y, the hydrophobic solid particles and if necessary the catalyst or the peroxide.
  • composition (A) comprising the compound or compounds X, the compound or compounds Y, the hydrophobic solid particles, and, if necessary the catalyst or the peroxide is applied on the keratinous substance.
  • Composition (A) can for example result from the extemporaneous mixing of compositions comprising respectively the said compound or compounds X, the said compound or compounds Y, said hydrophobic solid particles and, if necessary, the catalyst or the peroxide.
  • compositions (B) comprising the hydrophobic solid particles and a composition (C) comprising the compound or compounds X and the compound or compounds Y are applied on the keratinous substances, compositions (B) and (C) being applied in any order, and at least one of the compositions (B) and (C) additionally including at least the catalyst or the peroxide.
  • compositions (B) comprising the hydrophobic solid particles, a composition (D) comprising the compound or compounds X and a composition (E) comprising the compound or compounds Y are applied on the keratinous substance, compositions (B), (D) and (E) being applied in any order, and at least one of the compositions (B), (D) and (E) additionally including, if necessary, at least the catalyst or the peroxide.
  • compositions (F) comprising the compound or compounds X and the hydrophobic solid particles, and a composition (E) comprising the compound or compounds Y, are applied on the keratinous substance, compositions (F) and (E) being applied in any order, and at least one of the compositions (F) and (E) additionally including, if necessary, at least the catalyst or the peroxide.
  • a composition comprising the compound or compounds X and the hydrophobic solid particles, and a composition (E) comprising the compound or compounds Y, are applied on the keratinous substance, compositions (F) and (E) being applied in any order, and at least one of the compositions (F) and (E) additionally including, if necessary, at least the catalyst or the peroxide.
  • a compositions (F) and (E) additionally including, if necessary, at least the catalyst or the peroxide.
  • compositions (D) comprising the compound or compounds X and a composition (G) comprising the compound or compounds Y and the hydrophobic solid particles, are applied on the keratinous substance, compositions (D) and (G) being applied in any order, and at least one of the compositions (D) and (G) additionally including, if necessary, at least the catalyst or the peroxide.
  • the catalyst when it is necessary for reaction of compound X with compound Y considered in the kit according to the invention, is present in the composition containing the compound or compounds X or in the composition containing the compound or compounds Y.
  • the catalysts advantageously selected are those that are described hereunder.
  • At least one composition containing either the compound or compounds X, or the compound or compounds Y, in addition contains hydrophobic solid particles.
  • At least compound X can be present in a first composition
  • at least compound Y can be present in a second composition.
  • the hydrophobic solid particles can be present in at least one of said first and second compositions, and at least one of said first and second compositions additionally including, if necessary, at least one catalyst or a peroxide, or can be present in a third composition comprising at least one physiologically acceptable medium, and at least one of said first, second and third compositions additionally including, if necessary, at least one catalyst or a peroxide.
  • the first and second compositions can be mixed, in an extemporaneous way, prior to application.
  • the mixture thus formed comprises compounds X and/or Y in a form that has not yet reacted and not exclusively in the form of their reaction product by hydrosilylation, by condensation and/or by crosslinking in the presence of a peroxide.
  • reaction product according to the invention can either be carried out directly on the surface of the keratinous substance that is to be treated, or initiated just before application by extemporaneous mixing of compounds X and Y in conditions favourable for their interaction, formation of the reaction product being in the latter case finalized on the surface of the keratinous substance.
  • the method according to the invention comprises at least the following successives steps: (i) the extemporaneous mixing of a first composition comprising at least one compound X and of a third composition comprising at least some solid particles,
  • step (ii) application of the mixture obtained at the end of step (i) on all or part of at least one keratinous substance, and - (iii) application of a second composition comprising at least one compound Y, at least one of said first, second and third compositions additionally including, if necessary, at least one catalyst or a peroxide, said steps being carried out in the order (i), (ii) and (iii).
  • the method according to the invention comprises at least the following successive steps:
  • step (ii) application of the mixture obtained at the end of step (i) on all or part of at least one keratinous substance, and - (iii) application of a third composition comprising at least some solid particles, at least one of said first, second and third compositions additionally including, if necessary, at least one catalyst or a peroxide, said steps being carried out in the order (i), (ii) and (iii).
  • At least one layer of at least one supplementary composition comprising a cosmetically acceptable medium, and preferably at least one film-forming polymer and at least one organic (or oily) or aqueous solvent medium, is applied on the layer or layers of the composition or compositions comprising the compounds X and Y, if necessary the catalyst or the peroxide and the hydrophobic solid particles, in order for example to improve the durability and/or the comfort of the latter.
  • the first step can be preceded by the application of a hair product: a care product, shampoo, after-shampoo, coloration, decoloration, permanent wave, straightening.
  • the method of the invention can also comprise one or more additional intermediate or final steps such as the application of a cosmetic product, hairstyling, a rinsing step, a drying step.
  • at least one step can be interrupted by hairstyling, rinsing or drying, preferably drying.
  • Drying can be carried out under a hair-dryer, with a portable hair dryer and/or with smoothing tongs, or by infrared drying.
  • composition of the invention it is also possible to carry out multiple applications of the composition of the invention to obtain a superposition of layers to achieve specific properties of the deposit in terms of chemical nature, mechanical resistance, thickness, appearance, feel.
  • the composition applied can combine the two compounds X and Y and if necessary the catalyst or the peroxide necessary for the interaction of compounds X and Y with at least one of them being in an encapsulated form.
  • the present invention also relates to a cosmetic composition, notably for care and/or for make-up of keratinous substances, containing, in a physiologically acceptable medium, some hydrophobic solid particles, one or more compounds X, one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting with one another by a hydrosilylation reaction in the presence of a catalyst or by a condensation reaction, or by a crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, and if necessary the catalyst or the peroxide necessary for the interaction of compounds X and Y with at least one of the compounds from among the compounds X, Y and the catalyst or peroxide if present, being in an a cosmetic composition,
  • the two compounds X and Y can be packaged in one and the same composition while avoiding the risk of premature reaction between them. This reaction only takes place at the moment when the composition is manipulated prior to or at the moment of its application on the keratinous substance.
  • the encapsulated form or forms break apart on drying and the compounds X and Y can then react, if necessary in the presence of a catalyst or a peroxide, to form the expected film.
  • the invention relates, according to yet another of its aspects, to the use of hydrophobic solid particles, of at least one compound X, and of at least one compound Y, said compounds X and Y being as defined previously, and optionally of at least one catalyst or of a peroxide, for example in a cosmetic kit as considered according to the invention, to obtain a hydrophobic film with the lotus effect, which is comfortable and has good cohesion.
  • the hydrophobic solid particles can be used according to this use at a weight ratio (hydrophobic solid particles)/(compounds X + Y) varying from 100/1 to 1/2, for example from 20/1 to 1/2, notably from 20/1 to 1/1, and preferably from 10/1 to 2/1.
  • kit, the composition and the method according to the invention are particularly advantageous in that they provide, on the surface of the keratinous substances, deposits or films possessing a high degree of hydrophobicity, also called "lotus effect".
  • the lotus effect is the name given to a physical phenomenon of interaction between water droplets and a hydrophobic surface, studied notably by Barthlott and Neinhuis in the 1970s.
  • the solid particles that can be used according to the present invention can be of mineral or organic origin, porous or non-porous, coloured or non-coloured.
  • the solid particles that can be used according to the invention are hydrophobic.
  • hydrophobic means solid particles that do not disperse spontaneously in water, either on account of their nature, or because their surface has been modified, in particular by coating or as a result of a chemical treatment.
  • the coatings that may be suitable within the scope of the present invention can notably be hydrocarbon-containing, siliconized, fluorinated or fluoro-siliconized.
  • hydrocarbon compounds for example isopropyl triisostearoyl titanate, and aluminium stearoyl glutamate
  • silicone compounds for example polydimethylsiloxanes (PDMS), polymethylhydrogenosiloxanes (methicone), polyalkoxydimethylsiloxanes, trialkoxyalkylsilanes, and notably n-octyl triethoxysilane, silicone acrylate copolymers, silicone resins (trimethylsiloxysilicates), and silicone elastomers,
  • fluorinated compounds for example perfluoroalkyl phosphates, perfluoropolyethers, polytetrafluoropolyethylene (PTFE), and perfluoroalkanes, and
  • the hydrophobic treatment agent can also be selected from fatty acids, such as stearic acid; metal soaps, such as aluminium dimyristate, the aluminium salt of hydrogenated tallow glutamate; amino acids; N-acylated amino acids or their salts; lecithin, isopropyl triisostearyl titanium; and mixtures thereof.
  • the N-acylated amino acids can include an acyl group having from 8 to 22 carbon atoms, for example a 2-ethyl hexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl and cocoyl group.
  • the salts of these compounds can be aluminium salts, magnesium salts, calcium salts, zirconium salts, zinc salts, sodium salts or potassium salts.
  • the amino acid can be for example lysine, glutamic acid or alanine.
  • hydrophobic solid particles considered according to the invention can be selected from solid particles that are naturally hydrophobic, solid particles whose surface has been rendered hydrophobic, and mixtures thereof.
  • solid particles that are naturally hydrophobic, we may notably mention: polytetrafluoroethylene powders, such as PTFE Ceridust 9205F from CL ARI ANT with average particle size 8 ⁇ m; silicone resin powders, such as the silicone resins Tospearl 145 A from GE Silicone with average particle size 4.5 ⁇ m; hollow hemispherical silicone particles, such as NLK 500, NLK 506 and NLK 510 from Takemoto Oil and Fat; powders of acrylic copolymers, notably of polymethyl methacrylate (PMMA), such as the PMMA particles Jurymer MBI from Nihon Junyoki with average particle size 8 ⁇ m, the hollow PMMA spheres sold under the name Covabead LH85 by the company Wackherr, the polymethyl methacrylate microspheres marketed under the name MICROSPHERE M-100 by the company Matsumoto; or the microspheres marketed under the name MICROPEARL F 80 ED by the company Matsumoto
  • elastomer powders are sold under the names "KSP-100”, “KSP-101", “KSP-102”, “KSP-103", “KSP-104", "KSP-105" by the company SHIN ETSU; polyamide (Nylon®) powders, for example the particles of Nylon 12 of the Orgasol type from Atof ⁇ na with average particle size 10 ⁇ m; - microspheres based on acrylic copolymers, such as those of ethylene glycol dimethacrylate/lauryl methacrylate copolymer sold by the company Dow Corning under the name of POLYTRAP; expanded powders such as hollow microspheres, and notably the microspheres formed from a terpolymer of vinylidene chloride, acrylonitrile and methacrylate and marketed under the name EXPANCEL by the company Kemanord Plast under the references 551 DE 12 (particle size of about 12 ⁇ m and density 40 kg/m 3 ), 551 DE 20 (particle size of about 30 ⁇
  • solid particles whose surface has been rendered hydrophobic we may mention: the fumed silicas having trimethylsiloxy hydrophobic groups, for example marketed under the references Aerosil R 812, Aerosil R 812S, Aerosil R 8200 by the company Degussa, CAB-O-SIL TS-530 by the company Cabot, or the silicas having dimethylsilyloxy or polydimethylsiloxane hydrophobic groups, for example marketed under the references Aerosil R 972, Aerosil R 974 by the company Degussa, and CAB-O-
  • SIL TS-610, CAB-O-SIL TS-720 by the company Cabot or the silicas having alkylsiloxy hydrophobic groups, for example marketed under the reference Aerosil R 805 by the company Degussa, and the modified hydrophobic silicas such as TEGOTOP 105 from the company Degussa; talc coated with polydimethylsiloxane sold under the reference Talc DS 34 by the company Toshiki Pigment; - boron nitride coated with polymethylhydrogenosiloxane sold under the reference UHP 1107 by the company Carborundum; red iron oxide coated with dimethicone sold under the reference SA-C 338075 - 10 by the company Miyoshi Kasei;
  • the hydrophobic solid particles considered according to the invention can be dispersed in an apolar medium.
  • the solid particles that can be used according to the present invention have a number-average size of the primary particles between 1 nm and 100 ⁇ m, for example between 1 nm and 30 ⁇ m, preferably between 1 nm and 1 ⁇ m, or even between 1 nm and
  • nm 100 nm, notably between 4 nm and 80 nm, for example between 4 nm and 50 nm, preferably between 5 nm and 20 nm.
  • the hydrophobic solid particles comprise hydrophobic fumed silicas with average size of the primary particles between 4 nm and 50 nm, preferably between 5 nm and 20 nm.
  • the solid particles considered according to the invention can be present at a content ranging from 0.1 to 50 wt.%, for example from 0.5 to 30 wt.%, preferably from 1 to 20 wt. %, or even from 5 to 20 wt.%, and preferably from 10 to 15 wt.% relative to the total weight of the composition containing them.
  • hydrophobic solid particles considered according to the invention are employed in a range of weight ratio that is adjusted with respect to the compounds X and Y to allow the required effect to be displayed.
  • hydrophobic solid particles are present in a weight ratio (hydrophobic solid particles)/(compounds X + Y) varying from 100/1 to 1/2.
  • said ratio varies from 20/1 to 1/2, for example from 20/1 to 1/1, and preferably from 10/1 to 2/1.
  • Silicone compound means a polyorganosiloxane compound, i.e. comprising at least two organosiloxane units, for example at least 5 organosiloxane units, notably at least
  • At least one of compounds X and Y, or compounds X and compounds Y are silicone compounds.
  • Compounds X and Y are silicone compounds.
  • Y can be aminated or non-aminated.
  • At least one of compounds X and Y is a polymer whose main chain is formed primarily of organosiloxane units.
  • silicone compounds mentioned below some may display both film-forming and adhesive properties, depending for example on their proportion of silicone or depending on whether they are used mixed with a particular additive. It is therefore possible to adjust the film- forming properties or the adhesive properties of said compounds according to the proposed use, which is the case in particular for the so-called "room temperature vulcanization" reactive elastomeric silicones.
  • Compounds X and Y can react with each other at a temperature varying between room temperature and 180 0 C.
  • compounds X and Y are capable of reacting together at room temperature (20 ⁇ 5°C) and atmospheric pressure, or advantageously in the presence of a catalyst, by a hydrosilylation reaction or a condensation reaction, or a crosslinking reaction in the presence of a peroxide.
  • Polar groups are capable of reacting together at room temperature (20 ⁇ 5°C) and atmospheric pressure, or advantageously in the presence of a catalyst, by a hydrosilylation reaction or a condensation reaction, or a crosslinking reaction in the presence of a peroxide.
  • At least one of compounds X and Y bears at least one polar group that is able to form at least one hydrogen bond with keratinous substances.
  • polar group we mean a group having carbon atoms and hydrogen atoms in its chemical structure and at least one heteroatom (such as O, N, S and P), such that said group is able to establish at least one hydrogen bond with keratinous substances.
  • Compounds bearing at least one group that can form a hydrogen bond are particularly advantageous, as they endow the compositions containing them with better adherence on keratinous substances.
  • the polar group or groups borne by at least one of compounds X and Y is/are able to establish a hydrogen bond, and include either a hydrogen atom bound to an electronegative atom, or an electronegative atom for example an oxygen, nitrogen or sulphur atom.
  • the group has a hydrogen atom bound to an electronegative atom, the hydrogen atom can interact with another electronegative atom borne for example by another molecule, such as keratin, to form a hydrogen bond.
  • the electronegative atom can interact with a hydrogen atom bound to an electronegative atom borne for example by another molecule, such as keratin, to form a hydrogen bond.
  • these polar groups can be selected from the following groups: carboxylic acids -COOH, alcohols, such as: -CH 2 OH or -CH(R)OH, R being an alkyl radical having from 1 to 6 carbon atoms, amino of formula -NRiR 2 , in which Ri and R 2 , which may be identical or different, represent an alkyl radical having from 1 to 6 carbon atoms or one of Ri or R 2 denotes a hydrogen atom, and the other one of Ri and R 2 represents an alkyl radical having from 1 to 6 carbon atoms, pyridino, amido of formula -NH-COR or -CO-NH-R in which R' represents a hydrogen atom or an alkyl radical having from 1 to 6 carbon atoms, pyrrolidino preferably selected from the groups of formula:
  • Ri being an alkyl radical having from 1 to 6 carbon atoms
  • these polar groups are present at a content less than or equal to 10 wt. % relative to the weight of each compound X or Y, preferably less than or equal to 5 wt.%, for example at a content ranging from 1 to 3 wt.%.
  • the polar group or groups can be located in the main chain of compound X and/or Y or can be pendant from the main chain or located at the ends of the main chain of compound X and/or Y.
  • the invention relates to a cosmetic kit for colouring the hair and/or care and/or make-up of keratinous substance(s) comprising at least two different compositions packaged separately, the kit comprising at least some hydrophobic solid particles, one or more compounds X, one or more compounds Y and at least one catalyst, at least one of the compounds X or Y being a silicone compound, provided that the compounds X, Y and the catalyst are not present simultaneously in the same composition, said compounds X and Y being capable of reacting with one another by a hydrosilylation reaction in the presence of a catalyst when they are brought into contact with one another, and the hydrophobic solid particles are present in a weight ratio (hydrophobic solid particles)/(compounds X + Y) varying from 100/1 to 1/2.
  • compounds X and Y are capable of reacting by hydrosilylation in the presence of a catalyst, said reaction being represented schematically in a simplified manner as follows:
  • Si-H CH, CH — W -Si-CH 2 -CH 2 -W
  • W representing a carbon chain and/or silicone chain containing one or more unsaturated aliphatic groups.
  • compound X can be selected from silicone compounds comprising at least two unsaturated aliphatic groups.
  • compound X can be a polyorganosiloxane comprising a silicone main chain whose unsaturated aliphatic groups are pendant from the main chain (side group) or located at the ends of the main chain of the compound (end group).
  • These particular compounds will be called, hereinafter, polyorganosiloxanes with unsaturated aliphatic groups.
  • compound X and/or compound Y bear at least one polar group, as described above, capable of forming at least one hydrogen bond with keratinous substances.
  • This polar group is advantageously carried by compound X, which has at least two unsaturated aliphatic groups.
  • compound X is selected from the polyorganosiloxanes comprising at least two unsaturated aliphatic groups, for example two or three vinyl or allyl groups, each attached to a silicon atom.
  • compound X is selected from the polyorganosiloxanes containing siloxane units of formula:
  • - R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms, preferably from 1 to 20, and better still from 1 to 10 carbon atoms, for example a short-chain alkyl radical, comprising for example from 1 to 10 carbon atoms, in particular a methyl radical or alternatively a phenyl group, preferably a methyl radical, m is equal to 1 or 2 and R' represents: o an unsaturated aliphatic hydrocarbon group having from 2 to
  • R' is an unsaturated aliphatic hydrocarbon group, preferably a vinyl group.
  • R represents an alkyl radical having from 1 to 10 carbon atoms or alternatively a phenyl group, and preferably a methyl radical, and R' is a vinyl group.
  • the polyorganosiloxane also contains units of formula:
  • compound X can be a silicone resin comprising at least two ethylenic unsaturations, said resin being capable of reacting with compound Y by hydrosilylation in the presence of a catalyst.
  • These resins are crosslinked organosiloxane polymers.
  • the class of the silicone resins is known by the name "MDTQ", the resin being described in relation to the different siloxane monomer units that it contains, each of the letters "MDTQ" characterizing a type of unit.
  • the letter M represents the mono functional unit of formula the silicon atom being bound to a single oxygen atom in the polymer comprising said unit.
  • the letter D denotes a bifunctional unit (CH 3 ) 2 Si0 2/2 in which the silicon atom is bound to two oxygen atoms.
  • T represents a trifunctional unit of formula (CH3)Si ⁇ 3/ 2 .
  • At least one of the methyl groups can be substituted with a group R other than the methyl group, such as a hydrocarbon radical (notably alkyl) having from 2 to 10 carbon atoms or a phenyl group or alternatively a hydroxy 1 group.
  • a group R other than the methyl group such as a hydrocarbon radical (notably alkyl) having from 2 to 10 carbon atoms or a phenyl group or alternatively a hydroxy 1 group.
  • the letter Q denotes a tetrafunctional unit Si ⁇ 4/2 in which the silicon atom is bound to four hydrogen atoms which are themselves attached to the rest of the polymer.
  • said resins we may mention the MT silicone resins such as poly(phenyl-vinylsilsesquioxane) such as that marketed under the reference SST-3PV1 by the company Gelest.
  • compounds X have from 0.01 to 1 wt.% of unsaturated aliphatic groups.
  • compound X is selected from the polyorganopolysiloxanes, notably those comprising the siloxane units (I) and optionally (II) described previously.
  • Compound Y preferably has at least two free Si-H groups (hydrogenosilane groups).
  • R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms, for example an alkyl radical having from 1 to 30 carbon atoms, preferably from 1 to 20 and better still from 1 to 10 carbon atoms, in particular a methyl radical, or alternatively a phenyl group and p is equal to 1 or 2.
  • R is a hydrocarbon group, preferably methyl.
  • Compound Y can be a silicone resin comprising at least one unit selected from the units M, D, T, Q as defined above and comprising at least one Si-H group such as the poly(methyl-hydridosilsesquioxane) marketed under the reference SST-3MH1.1 by the company Gelest.
  • these polyorganosiloxane compounds Y have from 0.5 to 2.5 wt.% of Si-H groups.
  • the radicals R represent a methyl group in formulae (I), (II),
  • these polyorganosiloxanes Y have end groups of formula
  • the polyorganosiloxanes Y have at least two alkylhydrogenosiloxane units of formula -(H 3 C)(H)SiO- and optionally include -(H 3 C) 2 SiO- units.
  • compound X is selected from the organic oligomers or polymers (by organic, we mean compounds whose main chain is not a silicone chain, preferably compounds not containing silicon atoms) or from hybrid organic/silicone polymers or oligomers, said oligomers or polymers bearing at least 2 unsaturated reactive aliphatic groups, compound Y being selected from the polyorganosiloxanes Y with hydrogenosilane groups mentioned above.
  • the organic or hybrid organic/silicone compounds X bearing at least 2 unsaturated reactive aliphatic groups have at least one polar group as described above.
  • Compound X of organic nature, can then be selected from the vinylic,
  • (meth)acrylic polymers or oligomers polyesters, polyurethanes and/or polyureas, polyethers, perfluoropolyethers, polyolefms such as polybutene, polyisobutylene, dendrimers or organic hyperbranched polymers, or mixtures thereof.
  • organic polymer or the organic moiety of the hybrid polymer can be selected from the following polymers:
  • These unsaturated polyesters are obtained by polycondensation of a mixture: of linear or branched aliphatic or cycloaliphatic dicarboxylic acids notably having 3 to 50 carbon atoms, preferably from 3 to 20 and better still from 3 to 10 carbon atoms, such as adipic acid or sebacic acid, of aromatic dicarboxylic acids notably having from 8 to 50 carbon atoms, preferably from 8 to 20 and better still from 8 to 14 carbon atoms, such as phthalic acids, notably terephthalic acid, and/or of dicarboxylic acids derived from dimers of fatty acids with ethylenic unsaturations such as the dimers of oleic or linoleic acids described in application EP-A-959 066 (paragraph [0021]) marketed under the designations Pripol ® by the company
  • polyesters with (meth)acrylate side and/or end groups This is a group of polymers of the polyester type obtained by polycondensation of a mixture: - of linear or branched aliphatic or cycloaliphatic dicarboxylic acids notably having from 3 to 50 carbon atoms, preferably from 3 to 20 and better still from 3 to 10 carbon atoms, such as adipic acid or sebacic acid, of aromatic dicarboxylic acids notably having from 8 to 50 carbon atoms, preferably from 8 to 20 and better still from 8 to 14 carbon atoms, such as phthalic acids, notably terephthalic acid, and/or of dicarboxylic acids derived from dimers of fatty acids with an ethylenic unsaturation such as the dimers of oleic or linoleic acids described in application EP-A-959 066 (paragraph [0021]) marketed under the designations Pripol® by the company Unichema or Empol® by the company He
  • polyesters differ from those described above in section a) by the fact that the ethylenic double bonds are not located in the main chain but on side groups or at the end of the chains. These ethylenic double bonds are those of the (meth)acrylate groups present in the polymer.
  • polyesters are marketed for example by the company UCB under the designations EBECRYL® (EBECRYL® 450: molecular weight 1600, on average 6 acrylate functions per molecule, EBECRYL® 652: molecular weight 1500, on average 6 acrylate functions per molecule, EBECRYL® 800: molecular weight 780, on average 4 acrylate functions per molecule, EBECRYL® 810: molecular weight 1000, on average 4 acrylate functions per molecule, EBECRYL® 50 000: molecular weight 1500, on average 6 acrylate functions per molecule).
  • EBECRYL® 450 molecular weight 1600, on average 6 acrylate functions per molecule
  • EBECRYL® 652 molecular weight 1500, on average 6 acrylate functions per molecule
  • EBECRYL® 800 molecular weight 780, on average 4 acrylate functions per molecule
  • EBECRYL® 810 molecular weight 1000, on average 4 acrylate functions
  • polyurethanes and/or polyureas with (meth)acrylate groups obtained by polycondensation: of aliphatic, cycloaliphatic and/or aromatic diisocyanates, triisocyanates and/or polyisocyanates notably having from 4 to 50, preferably from 4 to 30 carbon atoms, such as hexamethylenediisocyanate, isophoronediisocyanate, toluenediisocyanate, diphenylmethanediisocyanate or isocyanurates of formula:
  • R-NCO resulting from the trimerization of 3 molecules of diisocyanates OCN-R-CNO, where R is a linear, branched or cyclic hydrocarbon radical having from 2 to 30 carbon atoms; - of polyols, notably of diols, free from polymerizable ethylenic unsaturations, such as 1,4-butanediol, ethylene glycol or trimethylolpropane, and/or of polyamines, notably of aliphatic, cycloaliphatic and/or aromatic diamines, notably having from 3 to 50 carbon atoms, such as ethylenediamine or hexamethylenediamine, and - of at least one ester of (meth)acrylic acid and of a diol or polyol having from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms, such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate and glycerol me
  • polyurethanes/polyureas with acrylate groups are marketed for example under the designation SR 368 (tris(2-hydroxyethyl)isocyanurate-triacrylate) or CRAYNOR® 435 by the company CRAY VALLEY, or under the designation EBECRYL® by the company UCB (EBECRYL® 210: molecular weight 1500, 2 acrylate functions per molecule, EBECRYL® 230: molecular weight 5000, 2 acrylate functions per molecule, EBECRYL® 270: molecular weight 1500, 2 acrylate functions per molecule, EBECRYL® 8402: molecular weight 1000, 2 acrylate functions per molecule, EBECRYL® 8804: molecular weight 1300, 2 acrylate functions per molecule, EBECRYL® 220: molecular weight 1000, 6 acrylate functions per molecule, EBECRYL® 2220: molecular weight 1200, 6 acrylate functions per
  • Di(meth)acrylate polyoxy ethylenes of suitable molecular weight are marketed for example under the designations SR 259, SR 344, SR 610, SR 210, SR 603 and SR 252 by the company CRAY VALLEY or under the designation EBECRYL® 11 by UCB.
  • Polyethoxylated trimethylolpropane triacrylates are marketed for example under the designations SR 454, SR 498, SR 502, SR 9035, SR 415 by the company CRAY VALLEY or under the designation EBECRYL® 160 by the company UCB.
  • Polypropoxylated trimethylolpropane triacrylates are marketed for example under the designations SR 492 and SR 501 by the company CRAY VALLEY.
  • a phenol- formaldehyde polycondensate (Novolac ® resin), of which the end groups and/or side groups have been epoxidized, and one or more carboxylic acids or carboxylic poly acids having at least one ethylenic double bond at ⁇ , ⁇ of the carboxyl group such as (meth)acrylic acid or crotonic acid or esters of (meth)acrylic acid and of a diol or polyol having from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms such as 2-hydroxyethyl (meth)acrylate.
  • Novolac ® resin phenol- formaldehyde polycondensate
  • Such polymers are marketed for example under the designations SR 349, SR
  • Such copolymers are marketed for example under the designations IRR® 375, OTA® 480 and EBECRYL® 2047 by the company UCB.
  • polyolef ⁇ ns such as polybutene, polyisobutylene,
  • perfluoropolyethers with acrylate groups obtained by esterification for example by (meth)acrylic acid, of perfluoropolyethers bearing hydroxyl side and/or end groups.
  • dendrimers and hyperbranched polymers bearing (meth)acrylate or (meth)acrylamide end groups obtained respectively by esterification or amidation of dendrimers and of hyperbranched polymers with hydroxyl or amino terminal functions, by (meth)acrylic acid.
  • Dendrimers of the polyamidoamine type are marketed for example under the name STARBURST ® by the company DENDRITECH.
  • the hyperbranched polymers are poly condensates, generally of the polyester, polyamide or polyethyleneamine type, obtained from multifunctional monomers, which have a tree-like structure similar to that of the dendrimers but far less regular than the latter (see for example WO-A-93/17060 and WO 96/12754).
  • Hyperbranched polyesters under the name BOLTORN ® .
  • Hyperbranched polyethyleneamines are available under the name COMBURST ® from the company DENDRITECH.
  • Hyperbranched poly(esteramide)s with hydroxyl end groups are marketed by the company DSM under the name HYBRANE ® .
  • These dendrimers and hyperbranched polymers, esterified or amidated by acrylic and/or methacrylic acid, differ from the polymers described in sections a) to h) above by the very large number of ethylenic double bonds present. This increased functionality, generally greater than 5, makes them particularly useful in enabling them to act as a "crosslinking node", i.e. a multiple crosslinking site.
  • compositions containing compound X and/or Y can additionally comprise an additional reactive compound such as:
  • organic or mineral particles having on their surface at least 2 unsaturated aliphatic groups we may mention for example the silicas surface-treated for example with silicone compounds with vinylic groups such as for example cyclotetramethyltetravinylsiloxane- treated silica,
  • - silazane compounds such as hexamethyldisilazane.
  • the hydrosilylation reaction takes place in the presence of a catalyst which can be present with one or other of the compounds X or Y or can be present on its own.
  • this catalyst can be present in the composition in an encapsulated form if the two compounds X and Y, which it must cause to interact, are present in this same composition in an unencapsulated form or conversely it can be contained there in an unencapsulated form if at least one of compounds X and Y is present in the composition in an encapsulated form.
  • the catalyst is preferably based on platinum or tin.
  • platinum-based catalysts deposited on a support of silica gel or of powdered charcoal, platinum chloride, salts of platinum and of chloroplatinic acids we may mention for example platinum-based catalysts deposited on a support of silica gel or of powdered charcoal, platinum chloride, salts of platinum and of chloroplatinic acids.
  • chloroplatinic acids are preferably used in hexahydrate or anhydrous form, which are easily dispersible in organosilicone media.
  • platinum complexes such as those based on chloroplatinic acid hexahydrate and divinyl tetramethyldisiloxane.
  • the catalyst can be present at a content in the range from 0.0001 to 20 wt.% relative to the total weight of the composition containing it.
  • Compounds X and/or Y can be combined with polymerization inhibitors or retarders, and more particularly inhibitors of the catalyst.
  • polymerization inhibitors or retarders and more particularly inhibitors of the catalyst.
  • cyclic polymethylvinylsiloxanes and in particular tetravinyl tetramethyl cyclotetrasiloxane, acetylenic alcohols, preferably volatile, such as methylisobutynol.
  • ionic salts such as sodium acetate
  • compounds X and Y are selected from silicone compounds capable of reacting by hydrosilylation in the presence of a catalyst; in particular compound X is selected from the polyorganosiloxanes comprising units of formula (I) described above and compound Y is selected from organosiloxanes comprising alkylhydrogenosiloxane units of formula (III) described above.
  • compound X is a polydimethylsiloxane with vinylic end groups
  • compound Y is a polymethylhydrogenosiloxane
  • the invention relates to a cosmetic kit for colouring the hair and/or care and/or make-up of keratinous substance(s) comprising at least two different compositions packaged separately, the kit comprising at least some hydrophobic solid particles, one or more compounds X, one or more compounds Y, and optionally at least one catalyst, at least one of the compounds X and Y being a silicone compound, provided that the compounds X, Y and the catalyst when it is present, are not present simultaneously in the same composition, said compounds X and Y being capable of reacting with one another by a condensation reaction when they are brought into contact with one another, and the hydrophobic solid particles are present in a weight ratio (hydrophobic solid particles)/(compounds X + Y) varying from 100/1 to 1/2.
  • compounds X and Y are capable of reacting by condensation, either in the presence of water (hydrolysis) by reaction of 2 compounds bearing alkoxysilane groups, or by so-called “direct” condensation by reaction of a compound bearing alkoxysilane group(s) and a compound bearing silanol group(s) or by reaction of 2 compounds bearing silanol group(s).
  • the condensation can in particular be the ambient humidity, the residual water of the skin, of the lips, of the eyelashes and/or of the nails, or water from an external source, for example by prior moistening of the keratinous substance (for example by an atomizer, by natural or artificial tears).
  • compounds X and Y which may be identical or different, can therefore be selected from silicone compounds whose main chain contains at least two alkoxysilane groups and/or at least two silanol (Si-OH) side groups or end groups.
  • compound X and/or compound Y bears at least one polar group, as described above, capable of forming at least one hydrogen bond with keratinous substances.
  • compounds X and/or Y are selected from the polyorganosiloxanes comprising at least two alkoxysilane groups.
  • alkoxysilane group we mean a group comprising at least one -Si-OR moiety, R being an alkyl group having from 1 to 6 carbon atoms.
  • Compounds X and Y are notably selected from the polyorganosiloxanes comprising alkoxysilane end groups, more specifically those which have at least 2 alkoxysilane end groups, preferably trialkoxysilane end groups.
  • groups R 9 represent, independently of one another, a radical selected from alkyl groups having from 1 to 6 carbon atoms, phenyl groups, fluoroalkyl groups, and s is equal to 0, 1, 2 or 3.
  • groups R 9 represent, independently of one another, an alkyl group having from 1 to 6 carbon atoms.
  • alkyl group we may notably mention methyl, propyl, butyl, hexyl and mixtures thereof, preferably methyl or ethyl.
  • fluoroalkyl group we may mention 3,3,3-trifluoropropyl.
  • compounds X and Y which may be identical or different, are polyorganosiloxanes comprising units of formula:
  • R 9 is as described above, preferably R 9 is a methyl radical, and f is such that the polymer advantageously has a viscosity at 25°C in the range from 0.5 to 3000 Pa.s, preferably in the range from 5 to 150 Pa.s; for example f can range from 2 to 5000, preferably from 3 to 3000, and more preferably from 5 to 1000.
  • These polyorganosiloxane compounds X and Y contain at least 2 trialkoxysilane end groups per molecule of polymer, said groups having the following formula
  • the radicals R represent, independently, a methyl, ethyl, n-propyl, isopropyl, n- butyl, sec-butyl, isobutyl group, preferably a methyl or ethyl group
  • R 1 is a methyl or ethyl group
  • x is equal to 0 or 1 , preferably x is equal to 0 and
  • Z is selected from: the divalent hydrocarbon groups that do not have an ethylenic unsaturation and have from 1 to 18 carbon atoms, preferably from 2 to 18 carbon atoms (alkylene groups), the combinations of divalent hydrocarbon radicals and siloxane segments of the following formula (IX):
  • G is a divalent hydrocarbon radical without an ethylenic unsaturation and having from 1 to 18 carbon atoms, preferably from 2 to 18 carbon atoms and c is an integer in the range from 1 to 6.
  • Z and G can notably be selected from the alkylene groups such as methylene, ethylene, propylene, butylene, pentylene, hexylene, the arylene groups such as phenylene.
  • Z is an alkylene group, and more preferably ethylene.
  • These polymers can have on average at least 1.2 trialkoxysilane end groups or terminal chains per molecule, and preferably on average at least 1.5 trialkoxysilane end groups per molecule.
  • These polymers that can have at least 1.2 trialkoxysilane end groups per molecule some can include other types of end groups such as end groups of formula or of formula R 6 3-Si-, in which R 9 is as defined previously and each group R 6 is selected independently from the R 9 or vinyl groups.
  • end groups we may mention the trimethoxysilane, triethoxysilane, vinyldimethoxysilane and vinylmethyloxyphenylsilane groups.
  • Such polymers are notably described in documents US 3 175 993, US
  • Compounds X and/or Y can also include a mixture of polymers of formula (VII) above with polymers of the following formula (VIII):
  • the various polyorganosiloxanes are present at contents such that the organosilyl terminal chains represent less than 40%, preferably less than 25% in number of terminal chains.
  • Polyorganosiloxane compounds X and/or Y that are particularly preferred are those of formula (VII) described above. Such compounds X and/or Y are described for example in document WO 01/96450.
  • compounds X and Y can be identical or different.
  • compounds X and Y can represent a mixture of polydimethylsiloxanes with methoxysilane groups.
  • one of the 2 reacting compounds X or Y is of silicone character and the other is of organic character.
  • compound X is selected from organic oligomers or polymers or hybrid organic/silicone oligomers or polymers, said polymers or oligomers comprising at least two alkoxysilane groups, and Y is selected from silicone compounds such as the polyorganosiloxanes described above.
  • the organic oligomers or polymers are selected from the vinylic, (meth)acrylic oligomers or polymers, polyesters, polyamides, polyurethanes and/or polyureas, polyethers, polyolefms, perfluoropolyethers, dendrimers and hyperbranched organic polymers, and mixtures thereof.
  • compound X of organic character or of hybrid organic/silicone character bears at least one polar group, as described above, capable of forming at least one hydrogen bond with the keratinous substance.
  • the organic polymers of vinylic or (meth)acrylic character, bearing alkoxysilane side groups can in particular be obtained by copolymerization of at least one vinylic or (meth)acrylic organic monomer with a (meth)acryloxypropyltrimethoxysilane, a vinyltrimethoxysilane, a vinyltriethoxysilane, an allyltrimethoxysilane etc.
  • the organic polymers resulting from a poly condensation or a polyaddition can result for example from reaction of an oligomeric prepolymer as described above with one of the following silane reaction partners bearing at least one alkoxysilane group: aminopropyltrimethoxysilane, aminopropyltriethoxysilane, aminoethyl aminopropyl trimethoxysilane, glycidoxypropyltrimethoxysilane, glycidoxypropyltriethoxysilane, epoxycyclohexylethyltrimethoxysilane, mercaptopropy ltrimethoxy silane .
  • polyethers and polyisobutylenes with alkoxysilane groups are described in the work by KUSABE, M., Pitture e Vermaschine - European Coating; 12-B, pages 43-49, 2005.
  • polyurethanes with alkoxysilane end groups we may mention those described in the document PROBSTER, M., Adhesion-Kleben & Dichten, 2004, 481 (1-2), pages 12-14 or alternatively those described in the document LANDON, S., Pitture e Vermaschine Vol. 73, No. 11, pages 18-24, 1997 or in the document HUANG, Mowo, Pitture e Vermaschine Vol. 5, 2000, pages 61-67, and we may notably mention the polyurethanes with alkoxysilane groups from OSI-WITCO-GE.
  • polyorganosiloxane compounds X and/or Y we may mention the resins of type MQ or MT which themselves bear alkoxysilane and/or silanol end groups, for example the poly(isobutylsilsesquioxane) resins functionalized with silanol groups offered under reference SST-S7C41 (three Si-OH groups) by the company Gelest.
  • compound X and/or Y can additionally be combined with an additional reactive compound comprising at least two alkoxysilane or silanol groups.
  • the condensation reaction can take place in the presence of a metal-based catalyst which can be present with one or other of the compounds X or Y or can be present on its own.
  • a metal-based catalyst which can be present with one or other of the compounds X or Y or can be present on its own.
  • said catalyst can be present in the composition in an encapsulated form if the two compounds X and Y, which it is to cause to interact, are present in this same composition in an unencapsulated form or conversely it can be present there in an unencapsulated form if at least one of compounds X and Y is present in the composition in an encapsulated form.
  • the catalyst for use in this type of reaction is preferably a titanium- based catalyst.
  • R 2 is selected from the tertiary alkyl radicals such as tert-butyl, tert- amyl and 2,4-dimethyl-3-pentyl
  • R 3 represents an alkyl radical having from 1 to 6 carbon atoms, preferably a methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, hexyl group and y is a number in the range from 3 to 4, preferably from 3.4 to 4.
  • the catalyst can be present at a content ranging from 0.0001 to 20 wt.% relative to the total weight of the composition containing it.
  • compositions that can be used comprising X and/or Y, can additionally include a volatile silicone oil (or diluent) for lowering the viscosity of the composition.
  • a volatile silicone oil or diluent
  • Said oil can be selected from the short-chain linear silicones such as hexamethyldisiloxane, octamethyltrisiloxane, cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and mixtures thereof.
  • short-chain linear silicones such as hexamethyldisiloxane, octamethyltrisiloxane, cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and mixtures thereof.
  • This silicone oil can represent from 5 to 95 wt.%, preferably from 10 to 80 wt.% relative to the weight of each composition.
  • the invention relates to a cosmetic kit for colouring the hair and/or care and/or make-up of keratinous substance(s) comprising at least two different compositions packaged separately, the kit comprising at least some hydrophobic solid particles, one or more compounds X, one or more compounds Y and at least one peroxide, at least one of the compounds X or Y being a silicone compound, provided that the compounds X, Y and the peroxide are not present simultaneously in the same composition, said compounds X and Y being capable of reacting with one another by a crosslinking reaction in the presence of a peroxide when they are brought into contact with one another, and the hydrophobic solid particles are present in a weight ratio (hydrophobic solid particles)/(compounds X + Y) varying from 100/1 to 1/2.
  • This reaction is preferably effected by heating to a temperature greater than or equal to 50 0 C, preferably greater than or equal to 80 0 C, and up to 120 0 C.
  • Compounds X and Y which may be identical or different, have in this case at least two -CH 3 side groups and/or at least two side chains bearing a -CH 3 group.
  • Compounds X and Y are preferably silicone compounds and can be selected for example from the non- volatile linear polydimethylsiloxanes of high molecular weight, having a degree of polymerization above 6 and with at least two -CH3 side groups attached to the silicon atom and/or at least two side chains bearing a -CH 3 group.
  • the hydrosilylation reaction in the presence of a catalyst, or the condensation reaction, or alternatively the crosslinking reaction in the presence of a peroxide, between compounds X and Y is accelerated by supply of heat, for example by raising the temperature of the system between 25°C and 180 0 C.
  • the molar percentage of X relative to the total of compounds X and Y i.e. the ratio X/(X+Y) x 100, can vary from 5 to 95%, preferably from 10 to 90%, and more preferably from 20 to 80%.
  • the molar percentage of Y relative to the total of compounds X and Y can vary from 5 to 95%, preferably from 10 to 90%, and more preferably from 20 to 80%.
  • Compound X can have a weight-average molecular weight (Mw) in the range from 150 to 1 000 000, preferably from 200 to 800 000, more preferably from 200 to 250 000.
  • Compound Y can have a weight-average molecular weight (Mw) in the range from 200 to 1 000 000, preferably from 300 to 800 000, more preferably from 500 to 250 000.
  • Mw weight-average molecular weight
  • Compound X can represent from 0.1 to 95 wt.% relative to the total weight of the composition containing it, preferably from 1 to 90%, and more preferably from 5 to 80%.
  • Compound Y can represent from 0.1 to 95 wt.% relative to the total weight of the composition containing it, preferably from 1 to 90%, and more preferably from 5 to 80%.
  • the ratio of compound X to compound Y can be varied so as to adjust the reaction rate and therefore the rate of formation of the film or alternatively so as to adapt the properties of the film formed (for example its adhesive properties) according to the intended application.
  • compounds X and Y can be present at a molar ratio X/Y in the range from 0.05 to 20 and preferably from 0.1 to 10.
  • Compounds X and Y can advantageously be combined with at least one filler.
  • the kit according to the invention can for example include, in at least one of the compositions, a filler selected from silica or surface-treated silica.
  • compounds X and Y can be used in the form of a single composition which then contains at least one of them or, if applicable, the catalyst or the peroxide if necessary for their interaction, in an encapsulated form.
  • the encapsulated forms of the core/shell type also called microcapsules or nanocapsules
  • the shell is of polymeric character and the core contains compound X, compound Y, one of its compounds X and Y possibly being encapsulated with the catalyst or the peroxide if necessary for the interaction of the two compounds.
  • this catalyst is not encapsulated with one or other of the compounds X or Y, it is present in the cosmetic composition containing the encapsulated forms.
  • Numerous techniques are currently available for making microcapsules or nanocapsules of this type.
  • the encapsulated forms considered according to the invention are nanocapsules and are obtained by a technique called solvent nanoprecipitation, notably described in documents EP 274 961 and EP 1 552 820.
  • the shell of the nanocapsules of compound X or Y, employed according to the invention is of polymeric character, not crosslinked, not water- soluble and not soluble in the capsule core.
  • all the polymers, of natural or synthetic origin, soluble in a solvent that is not miscible with water, and notably those having a melting point below the boiling point of water at atmospheric pressure (100 0 C), may be suitable.
  • polymers can be biodegradable, for example polyesters, or nonbiodegradable.
  • polymers that are suitable for the invention, we may notably mention:
  • C 2 -C i2 alkyl cyanoacrylate polymers polymers formed by poly-L-lactides, poly-DL-lactides, polyglycolides and the corresponding copolymers, polycapro lactones, polymers of 3 -hydroxybutyric acid, - copolymers of vinyl chloride and vinyl acetate, copolymers of methacrylic acid and methacrylic ester, notably of methacrylic acid and of methacrylate, polyvinyl acetophthalate, cellulose acetophthalate, - polyvinylpyrrolidone- vinyl acetate copolymer, polyethylenevinyl acetates, polyacrylonitriles, polyacrylamides, polyethylene glycols, - poly-(Ci to C 4 hydroxyalkyl methacrylate) esters of cellulose and C1-C4 carboxylic acid, polystyrene and copolymers of styrene and maleic anhydride, copolymers of
  • These polymers or copolymers can have a weight-average molecular weight between 1000 and 500 000 and in particular between 1500 and 100 000.
  • the lipophilic core can contain at least one oil, in addition to compound X or compound Y.
  • Said oil can be selected from the oils described hereunder for the oily phase.
  • the oil is preferably a silicone oil.
  • the encapsulated forms of compound X or compound Y can be coated with a lamellar phase.
  • a person skilled in the art can notably refer to the teaching in document EP
  • compositions according to the invention include a physiologically acceptable medium, i.e. a non-toxic medium that can be applied on keratinous substances of human beings and is of a pleasant appearance, odour and feel.
  • a physiologically acceptable medium i.e. a non-toxic medium that can be applied on keratinous substances of human beings and is of a pleasant appearance, odour and feel.
  • compositions according to the invention advantageously contain at least one liquid fatty phase.
  • compositions according to the invention can advantageously be in the form of anhydrous compositions, i.e. containing less than 5 wt.%, in particular less than 3 wt.%, in particular less than 2 wt.%, and more particularly less than 1 wt.% of water relative to the total weight of the composition. They can then notably be in the form of oily gels, oily liquids, soft pastes or sticks, compacts or moulded products, loose powders, or in the form of vesicular dispersion containing ionic and/or non-ionic liquids.
  • compositions are prepared according to the usual methods.
  • the compositions of this type can have the form of a product for care or for make-up of the face and/or of the body and/or of hair fibres and in particular the hair, and can be packaged for example in the form of cream in a pot or of fluid in a tube or in a pump bottle.
  • oils for use in the compositions according to the invention we may mention: hydrocarbon oils of animal origin, such as perhydrosqualene; hydrocarbon oils of vegetable origin, such as liquid triglycerides of fatty acids having from 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids or alternatively, for example sunflower oil, corn oil, soya oil, cucurbit oil, grapeseed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, triglycerides of caprylic/capric acids such as those sold by the company Stearineries Dubois or those sold under the designations Miglyol 810, 812 and 818 by the company Dynamit Nobel, jojoba oil, shea butter oil; esters and ethers, notably of fatty acids, such as the oils of formulae RiCOOR 2 and R1OR2 in which Ri represents the residue of
  • hydrocarbon oil means any oil comprising mainly carbon atoms and hydrogen atoms, and optionally ester groups, ether groups, fluorine, carboxylic acid and/or alcohol.
  • the other fats that can be present in the oily phase are for example fatty acids having from 8 to 30 carbon atoms, such as stearic acid, lauric acid, palmitic acid and oleic acid; waxes such as lanolin, beeswax, carnauba wax or candelilla wax, paraffin wax, lignite wax or micro crystalline waxes, ceresine or ozokerite, synthetic waxes such as polyethylene waxes, Fischer-Tropsch waxes; gums such as silicone gums (dimethiconol); silicone resins such as trifluoromethyl-Cl-4-alkyldimethicone and trifluoropropy Simethicone; and silicone elastomers such as the products marketed under the names "KSG" by the company Shin-Etsu, under the names "Trefil", "BY29” or
  • compositions according to the invention can include in particular a volatile oil.
  • oils having, at a temperature of 20 0 C, a vapour pressure above 1 mbar. Vapour pressure is defined as the pressure at which a liquid and its vapour are in equilibrium at a given temperature.
  • volatile oils we may mention, among others, the cyclic or linear silicones containing from 2 to 6 silicon atoms, such as cyclohexasiloxane, dodecamethylpentasiloxane, decamethyltetrasiloxane, butyltrisiloxane and ethyltrisiloxane.
  • branched hydrocarbons such as for example isododecane as well as volatile perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names "PF 5050 ® " and "PF 5060 ® “ by the 3M Company and the perfluoromorpholine derivatives, such as 4-trifluoromethyl perfluoromorpholine sold under the name "PF 5052 ® " by the 3M Company.
  • the amount of oily phase present in the compositions according to the invention can range for example from 0.01 to 98 wt.%, for example from 0.01 to 95 wt.%, and preferably from 0.1 to 50 wt.% relative to the total weight of the composition.
  • compositions according to the invention can in addition include at least one colorant, selected for example from pigments, nacres, dyes, materials with special effects and mixtures thereof.
  • colorants can be present at a content ranging from 0.01 to 50 wt.%, preferably from 0.01 to 30 wt.% relative to the total weight of the composition.
  • compositions according to the invention can include a filler other than the hydrophobic solid particles considered according to the invention, notably at a content ranging from 0.01 to 50 wt.%, relative to the total weight of the composition, preferably from 0.01 to 30 wt.%.
  • Said fillers can be mineral or organic of any shape, as platelets, spherical or oblong, regardless of the crystallographic form (for example plate, cubic, hexagonal, orthorhombic, etc.).
  • talc mica, kaolin, lauroyl-lysine, starch, boron nitride, barium sulphate, precipitated calcium carbonate, magnesium carbonate and hydrocarbonate, hydroxyapatite, glass or ceramic microcapsules, metal soaps derived from organic carboxylic acids having from 8 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, for example zinc stearate, magnesium stearate or lithium stearate, zinc laurate, magnesium myristate.
  • composition according to the invention can in addition contain various additives commonly used in the field of cosmetics, such as sequestering agents; perfumes; and thickening and gelling agents.
  • various additives commonly used in the field of cosmetics, such as sequestering agents; perfumes; and thickening and gelling agents.
  • the amounts of these various additives and their type will be selected so that they do not adversely affect the hydrophobic properties of the composition.
  • lipophilic gelling agents we may mention for example modified clays such as modified magnesium silicate (bentone gel VS38 ® from RHEOX), hectorite modified with distearyl dimethyl ammonium chloride (CTFA name: disteardimonium hectorite) marketed under the designation bentone 38 CE ® by the company RHEOX.
  • compositions according to the invention can include at least one active selected from: desquamating agents, anti-seborrhoeic agents, antimicrobial agents, and soothing agents.
  • the composition according to the invention can include at least one active selected from reducing agents, oxidizing agents, fats, other silicones, thickeners, softening agents, anti- foaming agents, hydrating agents, emollients, alkalizing agents, elastomers, plasticizers, sun filters, clays, colloidal minerals, perfumes, peptizing agents, preservatives, anionic, cationic, amphoteric, zwitterionic or non-ionic surfactants, ionic, anionic, cationic or amphoteric polymers, proteins, vitamins, etc.
  • active selected from reducing agents, oxidizing agents, fats, other silicones, thickeners, softening agents, anti- foaming agents, hydrating agents, emollients, alkalizing agents, elastomers, plasticizers, sun filters, clays, colloidal minerals, perfumes, peptizing agents, preservatives, anionic, cationic, amphoteric, zwitterionic or non-i
  • compositions according to the invention can be independently in the form of suspension, dispersion, solution, gel, emulsion, notably oil-in-water emulsion (O/W), wax- in- water or water-in-oil (W/O), or multiple emulsion (W/O/W or polyol/O/W or
  • they can be used for make-up of the skin, of the lips, of the eyelashes and/or of the nails, depending on the nature of the ingredients used.
  • compositions according to the invention can independently be in the form of a foundation, a lipstick or lip rouge paste, anti-eye-circle or contour product, eye-liner, eye shadow, product for make-up of the body or alternatively a skin colouring product.
  • the compositions are lipstick compositions.
  • compositions are compositions for coating the eyelashes or the eyebrows and more particularly mascaras.
  • compositions are compositions for coating the skin of the body or of the face and more particularly compositions for make-up of the skin of the body or of the face, for example foundations or compositions for makeup of the body. They can also be hair-care compositions.
  • compositions according to the invention can then be in various forms, such as lotions, sprays, mousses, creams, pastes, milks for the hair, and can be applied in the form of shampoo or after- shampoo.
  • the composition of the invention can contain a propellant.
  • the propellant comprises the compressed or liquefied gases usually employed for the preparation of aerosol compositions. Air, carbon dioxide, compressed nitrogen or alternatively a soluble gas such as dimethyl ether, hydrocarbons - halogenated (fluorinated in particular) or not - and mixtures thereof, will preferably be used.
  • compositions 1 to 4 described hereunder the combination of the following mixtures A and B produced by the company Dow Corning is used as the combination of compounds X and Y:
  • composition 5 a combination of the following mixtures A' and B' prepared by the company Dow Corning is used as the combination of compounds X and Y:
  • Example 1 Anhydrous foundation First composition
  • Titanium dioxide coated with isopropyl triisostearoyl titanate sold under the reference BTD-401 by the company Kobo 8.01%
  • Phase B is prepared by grinding the pigments 3 times in a three-roll grinder.
  • the first composition is then obtained by combining phases A and B and mixing them using a magnetic stirrer.
  • Second composition is prepared by grinding the pigments 3 times in a three-roll grinder.
  • the first composition is then obtained by combining phases A and B and mixing them using a magnetic stirrer.
  • the constituents of the second composition are weighed and stirred with a magnetic bar.
  • the foundation is obtained by mixing, in an extemporaneous way, manually or using a magnetic stirrer, the first and second compositions described above just before application on the support.
  • Example 2 Anhydrous foundation First composition Phase A:
  • Titanium dioxide coated with aluminium stearoyl glutamate sold under the reference NAI C47-051 - 10 by the company Miyoshi Kasei 8.01%
  • phase A The constituents of phase A are weighed and stirred with a magnetic bar.
  • Phase B is prepared by grinding the pigments 3 times in a three-roll grinder.
  • the first composition is obtained by combining phases A and B and stirring them using a magnetic stirrer.
  • the constituents of the second composition are weighed and stirred with a magnetic bar.
  • the foundation is obtained by mixing, in an extemporaneous way, manually or using a magnetic stirrer, the first and second compositions described above just before application on the support.
  • Phase A - Mixture A 1.00%
  • Phase A The constituents of phase A are weighed and stirred with a magnetic bar.
  • Phase B is prepared by grinding the pigments and the silica 3 times in a three- roll grinder.
  • the first composition is obtained by combining phases A and B and stirring them using a magnetic stirrer.
  • the constituents of the second composition are weighed and stirred with a magnetic bar.
  • the foundation is obtained by mixing, in an extemporaneous way, manually or using a magnetic stirrer, the first and second compositions described above just before application on the support.
  • Zinc nano-oxide (Z-Cote with size of the primary particles from 50 to 80 nm) 5.00% Red iron oxide coated with aluminium stearoyl glutamate sold under the reference NAI C33-8075- 10 by the company Miyoshi Kasei 0.57%
  • Titanium dioxide coated with aluminium stearoyl glutamate sold under the reference NAI C47-051-10 by the company Miyoshi Kasei 8.01%
  • phase A The constituents of phase A are weighed and stirred with a magnetic bar.
  • Phase B is prepared by grinding the pigments and the zinc nano-oxide, 3 times in a three-roll grinder.
  • the first composition is then obtained by mixing phases A and B and stirring them using a magnetic stirrer.
  • the constituents of the second composition are weighed and stirred with a magnetic bar.
  • the foundation is obtained by mixing, in an extemporaneous way, manually or using a magnetic stirrer, the first and second compositions described above just before application on the support.
  • Example 5 Anhydrous foundation First composition
  • the first composition is prepared by grinding the pigments in the cyclopentasiloxane 3 times in a three-roll grinder, then adding the modified hydrophobic silica particles and mixing using a magnetic stirrer.
  • the foundation is obtained by mixing, in an extemporaneous way, manually or using a magnetic stirrer, 3 g of the first composition with the second and third compositions described above, just before application on the support.
  • Example 6 Anhydrous foundation First composition
  • Titanium dioxide coated with aluminium stearoyl glutamate sold under the reference NAI C47-051 - 10 by the company Miyoshi Kasei 15.7 g
  • Phase A is prepared as described for the first composition in Example 5.
  • the first composition is then obtained by mixing 3 g of phase A and phase B, and stirring them using a magnetic stirrer.
  • Titanium dioxide coated with aluminium stearoyl glutamate sold under the reference NAI C47-051 - 10 by the company Miyoshi Kasei 15.7 g - Modified hydrophobic silica particles (Tegotop 105 ® ) 1O g
  • Phase A is prepared as described for the first composition in Example 5.
  • the second composition is then obtained by mixing 3 g of phase A and phase B, and stirring them using a magnetic stirrer.
  • the foundation is obtained by mixing, in an extemporaneous way, manually or using a magnetic stirrer, 1 g of the first composition and 1 g of the second composition, just before application on the support.
  • 0.25 g of the first composition and 0.25 g of the second composition are mixed, in an extemporaneous way. Then the mixture of the first and second compositions is applied on a lock of 2.5 g of wet natural hair, and it is combed.
  • the hair strand obtained according to this method is stiff and cohesive.
  • the first composition After waiting a few minutes, 0.5 g of the first composition is then applied, and it is combed. Finally it is dried under a hair-dryer or by blow-drying.
  • the hair strand obtained according to this method is slender.

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Abstract

Cette invention se rapporte à un kit esthétique utilisé pour teindre les cheveux et/ou pour entretenir et/ou colorer une/des substance(s) kératinique(s) et qui comprend au moins deux compositions différentes conditionnées séparément. Ledit kit comporte au moins une certaine quantité de particules solides hydrophobes, un ou plusieurs composés X, un ou plusieurs composés Y et au moins un catalyseur, au moins un des composés X ou Y étant un composé à base de silicone, dans la mesure où les composés X, Y et le catalyseur ne sont pas présents simultanément dans la même composition, lesdits composés X et Y étant capables de réagir l'un avec l'autre par réaction d'hydrosilylation en présence d'un catalyseur, lorsqu'ils sont amenés en contact l'un avec l'autre ; les particules solides hydrophobes sont présentes en un rapport pondéral (particules solides hydrophobes)/(composés X + Y) variant de 100/1 à 1/2.
PCT/IB2007/055181 2006-12-20 2007-12-17 Kit esthétique produisant un film hydrophobe Ceased WO2008075282A2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR0655748A FR2910315B1 (fr) 2006-12-20 2006-12-20 Composition cosmetique a film hydrophobe
FR0655748 2006-12-20
US89026207P 2007-02-16 2007-02-16
US60/890,262 2007-02-16

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008112964A1 (fr) * 2007-03-15 2008-09-18 The Procter & Gamble Company Trousse de soin personnel ayant des compositions de soin pour la peau avec une différence aisément perceptible
FR2943910A1 (fr) * 2009-04-03 2010-10-08 Oreal Kit de revetement des cils comprenant des composes x et y silicones.
WO2012030984A2 (fr) 2010-08-31 2012-03-08 Living Proof, Inc. Compositions pour la peau et leurs applications
US9096721B2 (en) 2009-07-03 2015-08-04 Dow Corning Corporation Film forming, silicone containing compositions
US9333223B2 (en) 2011-09-21 2016-05-10 Olivo Laboratories, Llc Compositions and methods for treating conditions of compromised skin barrier function
CN111013964A (zh) * 2019-11-19 2020-04-17 一汽解放汽车有限公司 一种采用聚合物辅助的壁流式颗粒过滤器载体的涂覆方法
US10709647B2 (en) 2015-10-27 2020-07-14 Conopco, Inc. Skin care composition comprising turbostratic boron nitride
US11160827B2 (en) 2015-11-09 2021-11-02 Shiseido Company, Limited Compositions and methods for application over skin
US12257338B2 (en) 2018-09-27 2025-03-25 Shiseido Company, Limited Compositions and methods for application over skin

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FR2653338B1 (fr) * 1989-10-23 1994-06-10 Dow Corning Sa Formulation pour des pansements a liberation prolongee de medicament et son utilisation.
WO1994017780A1 (fr) * 1993-02-11 1994-08-18 Beiersdorf Ag Formulations cosmetiques ou dermatologiques de protection solaire resistant a l'eau
DE59504640D1 (de) * 1994-07-29 1999-02-04 Wilhelm Prof Dr Barthlott Selbstreinigende oberflächen von gegenständen sowie verfahren zur herstellung derselben
FR2760971B1 (fr) * 1997-03-20 1999-12-10 Dow Corning Sa Procede de production d'une composition a liberation controlee
DE10118352A1 (de) * 2001-04-12 2002-10-17 Creavis Tech & Innovation Gmbh Selbstreinigende Oberflächen durch hydrophobe Strukturen und Verfahren zu deren Herstellung
JP4076955B2 (ja) * 2002-03-11 2008-04-16 花王株式会社 化粧料
ES2275039T3 (es) * 2003-04-24 2007-06-01 Goldschmidt Gmbh Procedimiento para la produccion de revestimientos laminares desprendibles, repelentes de la suciedad y del agua.

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008112964A1 (fr) * 2007-03-15 2008-09-18 The Procter & Gamble Company Trousse de soin personnel ayant des compositions de soin pour la peau avec une différence aisément perceptible
FR2943910A1 (fr) * 2009-04-03 2010-10-08 Oreal Kit de revetement des cils comprenant des composes x et y silicones.
US9096721B2 (en) 2009-07-03 2015-08-04 Dow Corning Corporation Film forming, silicone containing compositions
US9937200B2 (en) 2010-08-31 2018-04-10 Shiseido Americas Corporation Skin compositions and methods of use thereof
KR20190004813A (ko) * 2010-08-31 2019-01-14 시쉐이도 아메리카스 코포레이션 피부 조성물 및 이의 사용방법
KR20130135843A (ko) * 2010-08-31 2013-12-11 리빙 프루프 인코포레이티드 피부 조성물 및 이의 사용방법
US9114096B2 (en) 2010-08-31 2015-08-25 Living Proof, Inc. Skin compositions and methods of use thereof
US12599623B2 (en) 2010-08-31 2026-04-14 Shiseido Company, Limited Skin compositions and methods of use thereof
US9724363B2 (en) 2010-08-31 2017-08-08 Olivo Laboratories, Llc Skin compositions and methods of use thereof
AU2016204891B2 (en) * 2010-08-31 2018-02-15 Shiseido Company, Ltd. Skin compositions and methods of use thereof
WO2012030984A2 (fr) 2010-08-31 2012-03-08 Living Proof, Inc. Compositions pour la peau et leurs applications
US10918661B2 (en) 2010-08-31 2021-02-16 Shiseido Company, Limited Skin compositions and methods of use thereof
EP2611413A4 (fr) * 2010-08-31 2015-04-15 Living Proof Inc Compositions pour la peau et leurs applications
AU2018202804B2 (en) * 2010-08-31 2020-02-06 Shiseido Company, Ltd. Skin compositions and methods of use thereof
US10022396B2 (en) 2011-09-21 2018-07-17 Shiseido Americas Corporation Compositions and methods for treating conditions of compromised skin barrier function
US10973848B2 (en) 2011-09-21 2021-04-13 Shiseido Company, Limited Compositions and methods for treating conditions of compromised skin barrier function
US9333223B2 (en) 2011-09-21 2016-05-10 Olivo Laboratories, Llc Compositions and methods for treating conditions of compromised skin barrier function
US10709647B2 (en) 2015-10-27 2020-07-14 Conopco, Inc. Skin care composition comprising turbostratic boron nitride
US11160827B2 (en) 2015-11-09 2021-11-02 Shiseido Company, Limited Compositions and methods for application over skin
US11660313B2 (en) 2015-11-09 2023-05-30 Shiseido Company, Limited Compositions and methods for application over skin
US12419906B2 (en) 2015-11-09 2025-09-23 Shiseido Company, Limited Compositions and methods for application over skin
US12257338B2 (en) 2018-09-27 2025-03-25 Shiseido Company, Limited Compositions and methods for application over skin
CN111013964A (zh) * 2019-11-19 2020-04-17 一汽解放汽车有限公司 一种采用聚合物辅助的壁流式颗粒过滤器载体的涂覆方法

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