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WO2011121540A1 - Procédé de soin et/ou de maquillage de rides - Google Patents

Procédé de soin et/ou de maquillage de rides Download PDF

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Publication number
WO2011121540A1
WO2011121540A1 PCT/IB2011/051331 IB2011051331W WO2011121540A1 WO 2011121540 A1 WO2011121540 A1 WO 2011121540A1 IB 2011051331 W IB2011051331 W IB 2011051331W WO 2011121540 A1 WO2011121540 A1 WO 2011121540A1
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WO
WIPO (PCT)
Prior art keywords
composition
active principle
solvent medium
application means
powder
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IB2011/051331
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English (en)
Inventor
Christophe Dumousseaux
Sophie Bodelin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Priority to US13/636,927 priority Critical patent/US20130139841A1/en
Priority to EP11717341A priority patent/EP2552396A1/fr
Publication of WO2011121540A1 publication Critical patent/WO2011121540A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A45—HAND OR TRAVELLING ARTICLES
    • A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
    • A45D44/00—Other cosmetic or toiletry articles, e.g. for hairdressers' rooms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0216—Solid or semisolid forms
    • A61K8/022—Powders; Compacted Powders
    • 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
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/606—Nucleosides; Nucleotides; Nucleic acids
    • 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
    • A61K8/899—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
    • 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
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations
    • 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

Definitions

  • the present invention relates to a method for caring for and/or making up wrinkles comprising the application, to a wrinkled skin, using an applicator, of a mixture formed extemporaneously from a pulverulent phase comprising at least one antiwrinkle active principle and from a supplementary composition comprising a solvent medium for the said antiwrinkle active principle.
  • the document WO 2007/020536 provides a novel method of application which consists in applying, to wrinkled skin, first of all a compact powder containing at least one antiwrinkle active principle and in then superimposing, on this deposited layer of powder present at the surface of the skin, a composition including a fatty and/or aqueous phase containing a solvent for the said active principle.
  • the object of the present invention is to provide a new mode of caring for and/or making up cutaneous wrinkles which is in particular devoid of the abovementioned disadvantage.
  • the present invention relates to a cosmetic method for caring for and/or making up wrinkled skin comprising at least the following stages consisting in:
  • the present invention relates to a cosmetic method for caring for and/or making up wrinkled skin comprising at least the stages consisting in:
  • composition in the form of a powder comprising at least one antiwrinkle active principle in the solid state, the said composition being substantially devoid of solvent for the said active principle
  • stages b) and c) bringing the said application surface treated according to c) into contact with the said wrinkled skin, it being possible for stages b) and c) to be carried out consecutively in the chronological order b) then c), or simultaneously.
  • composition in the form of a powder and the solvent medium coexist separately, that is to say do not exist within one and the same composition.
  • the method according to the invention can comprise at least the stages consisting in:
  • stages i) and ii) it being possible for stages i) and ii) to be carried out consecutively in the chronological order i) then ii), or simultaneously.
  • the antiwrinkle active principle is hydrophilic and the associated solvent medium is formed at least in part of water.
  • the inventors have also found that the method as defined above appears to be particularly effective in softening wrinkles.
  • the inventors have in addition observed that the deposited layer resulting from the implementation of a method according to the invention exhibits satisfactory properties in terms of masking imperfections, of coverage, of hold and of comfort on deposition or also of comfort in the applied state, that is to say by the absence of a feeling of tightness.
  • a method according to the invention is advantageous in that it makes possible the use of application means which allow wet or dry application routes, in particular when the composition is provided in the form of a compact powder of "two-way cake” type.
  • the application means can be represented by all types of application means commonly used in cosmetics, such as, for example, a brush, a sponge or a roller.
  • the composition under consideration according to the invention and containing at least one antiwrinkle active principle additionally comprises at least one pulverulent colouring material.
  • the associated solvent medium can additionally comprise at least one agent with a tightening effect intended to immediately soften the wrinkles and fine lines of the skin.
  • the expression "in the form of a powder” covers the compositions of loose powder type and the compact compositions and more particularly the compact compositions, in particular of "two-way cake” type.
  • the composition in a powder form according to the invention can be a composition for making up and/or caring for the skin, in particular of the face and/or of the body, and can constitute a blusher, an eyeshadow, a face powder, a foundation, a concealer, a product for making up and/or caring for the body, a product for caring for the face or an antisun product.
  • composition for making up the skin in particular a blusher, an eyeshadow, a face powder, a foundation or a concealer and preferably a foundation.
  • the term "antiwrinkle active principle” is understood to mean a compound of natural or synthetic origin which produces, when it is brought into contact with an area of wrinkled skin, a biological effect, such as the increase in the synthesis and/or in the activity of certain enzymes, this effect having the consequence of reducing the appearance of the wrinkles and/or fine lines.
  • antiwrinkle active principles which can be used in the present invention can be chosen from: desquamating agents; antiglycation agents; NO-synthase inhibitors; agents which stimulate the synthesis of dermal or epidermal macro molecules and/or which prevent their decomposition; agents which stimulate the proliferation of fibroblasts and/or keratinocytes; agents which stimulate or reduce the differentiation of keratinocytes; muscle-relaxing and/or dermo-decontracting agents; agents which combat free radicals; and their mixtures.
  • adenosine retinol and its derivatives, such as retinyl palmitate; ascorbic acid and its derivatives, such as magnesium ascorbyl phosphate and ascorbyl glucoside; tocopherol and its derivatives, such as tocopheryl acetate; nicotinic acid and its precursors, such as nicotinamide; ubiquinone; glutathione and its precursors, such as L-2-oxothiazolidine-4-carboxylic acid; C-P-D-xylopyranoside- 2-hydroxypropane, such as described in particular in Application EP-1 345 919; plant extracts and in particular rock samphire and olive leaf extracts, and also plant proteins and their hydro lysates, such as rice or soy protein hydrolysates; algal extracts and in particular Laminaria extracts; bacterial extracts; sapogenins, such as diosgenin, and the Dioscoreae extracts,
  • the antiwrinkle active principle is adenosine.
  • a composition according to the invention can comprise a content ranging from 0.01 to 10% by weight, preferably ranging from 0.1 to 8% by weight, indeed even from 1 to 5% by weight and better still from 2 to 5% by weight, indeed even from 3 to 5% by weight, of antiwrinkle active principle(s) in the solid state, with respect to its total weight.
  • the antiwrinkle active principles are present in the solid state within the composition.
  • the antiwrinkle active principle can be naturally solid and in this state may remain within the cosmetic composition under consideration according to the invention, in particular from the viewpoint of a lack of solubility of the said active principle in the medium forming the said composition.
  • it can be a hydrophilic antiwrinkle active principle which, within a cosmetic composition having an oily nature, cannot be dissolved.
  • this dissolved state will advantageously be acquired when the solid particles of active principles are brought together with water, then forming at least in part the solvent medium required in parallel according to the method of the invention.
  • the compounds chosen from adenosine, ascorbic acid and its derivatives, and salicylic acid and its derivatives are very particularly suitable as hydrophilic active principles according to the invention.
  • the active principle particles can be obtained by milling. They have a size of between 1 and 100 microns, preferably between 5 and 50 microns and better still between 10 and 40 microns.
  • the antiwrinkle active principle is in the solid state in the composition according to the invention from the viewpoint of the fact that it is employed therein in a supported form or also in a form adsorbed on and/or absorbed in particles which exhibit a porous nature, allowing them to adsorb a sufficient amount of active principle.
  • They are preferably spherical or substantially spherical and advantageously have a volume-average diameter, of greater than 1 ⁇ and less than 100 ⁇ , advantageously of between 5 and 50 ⁇ , indeed even ranging from 10 to 40 ⁇ .
  • the volume-average size of the particles can be measured by various techniques. Mention may in particular be made of light scattering techniques (dynamic and static), Coulter counter methods, measurements by rate of sedimentation (related to the size via Stokes' law) and microscopy. These techniques make it possible to measure a particle diameter and, for some of them, a particle size distribution.
  • the sizes and size distributions of the particles of the compositions according to the invention are measured by static light scattering using a commercial particle sizer of MasterSizer 2000 type from Malvern.
  • the data are processed on the basis of the Mie scattering theory.
  • This theory exact for isotropic particles makes it possible to determine, in the case of nonspherical particles, an "effective" particle diameter. This theory is described in particular in the work by Van de Hulst, H.C. "Light Scattering by Small Particles", Chapters 9 and 10, Wiley, New York, 1957.
  • particles which can be used according to the invention of organic particles, for example composed of polyamide (Nylon), and inorganic particles, for example composed of silica.
  • Use may be made, as polyamide particles, for example, of particles of Nylon 6, Nylon 6/6, Nylon 12 or Nylon 6/12, in particular particles of Nylon 12, having a mean particle diameter of 20 ⁇ , sold in particular by Arkema under the trade name Orgasol 2002 D NAT COS 204.
  • silica particles of amorphous silica microspheres with a size of 20 ⁇ , sold in particular by Asahi Glass under the trade name Sunsphere H-201.
  • the antiwrinkle active principle can represent at least 0.05%, preferably at least 0.1% and more preferably at least 0.5% by weight, with respect to the total weight of the particles employed as support for the said active principle and present in the composition.
  • the antiwrinkle active principle can represent at most 50% by weight, with respect to the total weight of these particles present in the composition.
  • the particles including the active principle are capable of being obtained according to an impregnation process comprising the following stages:
  • volatile is understood to mean a compound which is liquid at a temperature of greater than or equal to 20°C and which has a vapour pressure of greater than 1 mbar at 20°C.
  • the vapour pressure is defined as the pressure at which a liquid and its vapour are in equilibrium.
  • the antiwrinkle active principle remains within the cosmetic composition according to the invention in a free form.
  • composition according to the invention is favourable to the use of the said antiwrinkle active principle in a solid state. In order to do this, it is substantially devoid of liquid medium capable of dissolving the said active principle.
  • composition according to the invention is devoid of an amount of solvent(s) capable of promoting the dissolution of the said active principle.
  • a composition according to the invention comprises less than 5% by weight, preferably less than 2% by weight and better still less than 0.5% by weight of a compound, liquid at a temperature of between 20 and 37°C, in which the active principle can be dissolved (that is to say, forms a true solution) at a level of at least 0.05%> by weight at a temperature of between 20 and 37°C by simple stirring with a magnetic bar.
  • the composition used according to the invention is an anhydrous composition.
  • anhydrous composition is understood to mean a composition comprising less than 2% by weight of water, indeed even less that 0.5%> by weight of water, and in particular devoid of water. If appropriate, amounts of water which are as low can in particular be introduced by ingredients of the composition which may comprise residual amounts thereof.
  • a composition according to the invention comprises more than 95% by weight, indeed even more than 98%> by weight, with respect to the total weight of the composition, of the said active principle in an undissolved form.
  • the cosmetic composition according to the invention then has a sufficient hydrophobic nature to prevent it from disintegrating on contact with an aqueous medium.
  • hydrophobic nature can be measured by depositing a drop of water (volume 4 microlitres) at the surface of the compact and by measuring its contact angle with the surface of the compact one second after the deposition of the drop (contact angle measuring device, for example the OCA 15 from Dataphysics).
  • the contact angle must be greater than 90°, preferably greater than 100°.
  • a composition in the powder form according to the invention is a compact powder of "two-way cake" type.
  • Two-way cake powders are specific cosmetic powders. They are provided in the form of compacted products and have the advantage of being able to be picked up using a dry application means, such as, for example, a dry sponge.
  • They can also be dedicated to being brought into contact with water, for example using a wet sponge or a wet applicator, where they can then be used as foundations.
  • Such powders are particularly valued by consumers.
  • Tro-way cake powders are characterized more particularly in that they comprise between 75 and 99% of pulverulent compounds and between 1 and 20% of binder, that is to say of oily compounds which allow the pulverulent compounds to cohere.
  • two-way cake powders can be dedicated to being picked up with a wet application means, such as a wet sponge, they exhibit a hydrophobic nature, in particular at the surface.
  • the water of the wet sponge would in fact be incorporated in the powders, which would thus adhere to the application means. It would then be impossible to disintegrate a portion of the said powder in order to apply it subsequently to the face, for example.
  • hydrophobic compounds can be naturally hydrophobic or can be rendered hydrophobic by a surface treatment with a hydrophobic agent.
  • This hydrophobic treatment agent can be chosen in particular from:
  • stearic acid such as stearic acid
  • - metal soaps such as aluminium dimyristate or the aluminium salt of hydrogenated tallow glutamate
  • - amino acids such as N-acylated amino acids, or their salts
  • the N-acylated amino acids can comprise an acyl group comprising from 8 to 22 carbon atoms, such as, for example, a 2-ethylhexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl and cocoyl group.
  • the salts of these compounds can be aluminium, magnesium, calcium, zirconium, zinc, sodium or potassium salts.
  • the amino acid can, for example, be lysine, glutamic acid or alanine.
  • a composition according to the invention can comprise at least 30% by weight, in particular at least 50% by weight, indeed even at least 65%o by weight of hydrophobic compound(s) which is/are naturally hydrophobic or which is/are rendered hydrophobic by a surface treatment with a hydrophobic agent, with respect to the total weight of the composition.
  • hydrophobic compounds are represented in particular by at least the abovementioned porous particles and/or the pigments, fillers and/or pearlescent agents as defined above.
  • a composition according to the invention can also comprise pigments and/or fillers, in particular when it is in the compact powder form.
  • the composition according to the invention comprises at least one pulverulent colouring material chosen in particular from pigments, pearlescent agents and their mixtures.
  • the composition according to the invention comprises at least pigments, in particular iron oxides.
  • pigments should be understood as meaning white or coloured and inorganic or organic particles of any shape which are insoluble in the composition and which are intended to colour it.
  • the pigments can also be chosen from micronized pigments formed of metal oxides, such as titanium dioxide, zinc oxide, iron oxide, zirconium oxide, cerium oxide and their mixtures.
  • the composition according to the invention comprises inorganic pigments and in particular iron oxides.
  • the pigments can be present in the composition in a content ranging from 0.1% to 25% by weight, preferably from 0.5%> to 20%> by weight and preferably from 2% to 15% by weight, with respect to the total weight of the composition.
  • a composition according to the invention can comprise an additional pulverulent colouring material other than the pigments described above which can be chosen in particular from pearlescent agents.
  • pearlescent agent should be understood as meaning iridescent particles of any shape, in particular produced by certain shellfish in their shells or else synthesized.
  • the pearlescent agents can be chosen from white pearlescent agents, such as mica covered with titanium oxide or with bismuth oxychloride, coloured pearlescent agents, such as titanium oxide-coated mica covered with iron oxides, titanium oxide-coated mica covered with in particular ferric blue or chromium oxide, or titanium oxide-coated mica covered with an organic pigment of the abovementioned type, and pearlescent agents based on bismuth oxychloride.
  • the pearlescent agents can be present in the composition in a content ranging from 0.1% to 50% by weight, preferably from 0.1% to 40% by weight and preferentially from 0.1% to 30% by weight, with respect to the total weight of the composition.
  • the pulverulent colouring material(s) will be present in the composition in a content ranging from 4 to 15% by weight, with respect to the total weight of the said composition.
  • a composition according to the invention can, in addition or as an alternative form, comprise fillers other than the porous particles, the pearlescent agents and the pigments described above.
  • fillers should be understood as meaning colourless or white and inorganic or organic particles which are insoluble in the medium of the composition, whatever the temperature at which the composition is manufactured, and which do not colour the composition.
  • the fillers can be of any shape, platelet, spherical, hemispherical or oblong, whatever the crystallographic form (for example, sheet, cubic, hexagonal, orthorhombic, and the like). Mention may be made of: talc, mica, silica, kaolin, powders formed of poly-P-alanine and of polyethylene, powders formed of tetrafluoro ethylene polymers (Teflon®), lauroyl lysine, starch, boron nitride, hollow polymeric microspheres, such as those of poly(vinylidene chloride)/acrylonitrile, for example Expancel® (Nobel Industry), or of acrylic acid copolymers, silicone resin microbeads (Tospearls® from Toshiba, for example), polyorganosiloxane elastomer particles, precipitated calcium carbonate, magnesium carbonate, basic magnesium carbonate, hydroxyapatite, barium sulphate, aluminium oxides
  • these particles are treated at the surface with a hydrophobic treatment agent as described above.
  • the fillers chosen from:
  • silicone resin powders such as, for example, the Tospearl 145 A silicone resin from GE Silicone with a mean size of 4.5 urn;
  • polyethylene powders in particular comprising at least one ethylene/acrylic acid copolymer and especially composed of ethylene/acrylic acid copolymers, such as, for example, the Flobeads EA 209 particles from Sumitomo (with a mean size of 10 ⁇ );
  • organopolysiloxane elastomer powders which are coated with silicone resin, in particular with silsesquioxane resin, such as described, for example, in Patent US 5 538 793.
  • silicone resin in particular with silsesquioxane resin, such as described, for example, in Patent US 5 538 793.
  • Such elastomer powders are sold under the names KSP-100, KSP-101, KSP-102, KSP-103, KSP-104 and KSP-105 by Shin-Etsu;
  • a composition according to the invention, in particular of compact type can also comprise at least 3% by weight, preferably at least 5% by weight, of spherical particles, preferably hydrophobic spherical particles, composed of organic polymers of Nylon ® or PMMA type.
  • the fillers can be present in the composition in a content ranging from 0.1 % to
  • a composition according to the invention can additionally comprise a fatty phase.
  • this fatty phase is then described as binder and is composed, at 25°C, of liquid or waxy compounds which are insoluble in water and which do not have surfactant properties within the meaning of the McCutcheon and CTFA dictionaries.
  • This liquid fatty phase can be present at a concentration of between 1 and 20%, preferably between 5 and 12%, of the total weight of the composition.
  • This fatty phase can in particular comprise one or more oils and/or waxes normally used in compact powders.
  • the fatty phase comprises oils.
  • oils and waxes which can be used, of soybean oil, grape seed oil, sesame oil, maize oil, rapeseed oil, sunflower oil, cottonseed oil, avocado oil, olive oil, castor oil, jojoba oil or peanut oil; hydrocarbon oils, such as liquid paraffins, squalane, liquid petrolatum or polydecene; fatty esters, such as isopropyl myristate, isopropyl palmitate, butyl stearate, isodecyl stearate, hexyl laurate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-hexyldecyl laurate, 2-octyldecyl palmitate, 2-octyldodecyl myristate, 2-octyldodecyl lactate, di(2-ethylhexyl) succinate, diisostearyl malate,
  • composition according to the invention can comprise other ingredients (adjuvants) normally used in cosmetics, such as preservatives, UV screening agents, thickeners, surfactants, fragrances, indeed even other active principles.
  • additional cosmetic active principles can be chosen from depigmenting active principles or active principles for greasy skin, such as desquamating active principles, antimicrobial active principles, seboregulating active principles and astringent active principles.
  • slaughterment active principle is understood to mean an active principle which acts on the vitality of the epidermal melanocytes where melanogenesis takes place or which interferes with one of the stages in the biosynthesis of melanin, either by inhibiting one of the enzymes involved in melanogenesis or by being inserted as structural analogue of one of the chemical compounds in the sequence for the synthesis of melanin, which sequence can then be blocked and thus ensure depigmentation.
  • This depigmenting active principle can be chosen, for example, from kojic acid, ellagic acid, ascorbic acid and derivatives, ferulic acid, vitamin B8, vitamin B3, resorcinol derivatives (for example: phenylethyl resorcinol), undecylenoyl phenylalanine and caffeine.
  • active principle for greasy skin is understood to mean a compound which has a biological activity which can in particular be a desquamating activity, an antimicrobial activity, a seboregulating activity or a cicatrizing or astringent activity.
  • This active principle for greasy skin can be chosen, for example, from salicylic acid and derivatives, ascorbic acid and derivatives, and copper and zinc salts.
  • composition according to the invention is advantageously provided in the compact powder form which can be prepared by mixing the ingredients of the pulverulent phase (polyamide particles, fillers, pearlescent agents and pigments which may be present) and by then adding the fatty phase with stirring, the mixture being subsequently milled (for example with a powder mixer of Baker type), sieved, then poured into a dish and compacted.
  • the pulverulent phase polyamide particles, fillers, pearlescent agents and pigments which may be present
  • the milled and sieved mixture of the pulverulent phase and of the fatty phase is, for example, compacted using a press, in particular by applying a pressure ranging from 0.5 MPa to 10 MPa and preferably ranging from 1 MPa to 5 MPa.
  • the composition under consideration according to the invention can be provided in a form similar to modelling clay and can in this case comprise up to 40% by weight of binder.
  • Associated solvent medium Associated solvent medium
  • a “solvent medium” denotes, generally, a physiologically acceptable solvent or a mixture of physiologically acceptable solvents which, from the viewpoint of a composition according to the invention, makes it possible either to dissolve the antiwrinkle active principle present in the solid state in the compositions or to release the active principle present in an adsorbed or absorbed form on or in porous particles, as described above.
  • physiologically acceptable is understood to mean that the solvent is compatible with the skin.
  • the solvent is cosmetically acceptable, that is to say that it is not capable, at the level at which it is employed, of causing unacceptable discomfort (smarting, redness, tightness, and the like) to the user liable to dissuade her from using this composition.
  • the amount of solvent for the active principle depends on the level of active principle present in the associated composition and is adjusted so as to bring a maximum amount of active principle into contact with the skin, optionally in combination with the water naturally present on the skin, when the active principle is hydrophilic.
  • the active principle is advantageously a hydrophilic antiwrinkle active principle, in which case the composition comprising it is anhydrous and the associated solvent medium is formed at least partly of water.
  • a water suitable for the invention can be a floral water, such as cornflower water, and/or a mineral water, such as water from Vittel, water from Lucas or water from La Roche-Posay, and/or a thermal water.
  • a floral water such as cornflower water
  • a mineral water such as water from Vittel, water from Lucas or water from La Roche-Posay, and/or a thermal water.
  • the aqueous medium can also comprise organic solvents which are miscible with water (at ambient temperature - 25°C), such as, for example, monoalcohols having from 2 to 6 carbon atoms, such as ethanol or isopropanol; polyols having in particular from 2 to 20 carbon atoms, preferably having from 2 to 10 carbon atoms and preferentially having from 2 to 6 carbon atoms, such as glycerol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol or diethylene glycol; glycol ethers (having in particular from 3 to 16 carbon atoms), such as mono-, di- or tripropylene glycol (Ci-C 4 )alkyl ethers or mono-, di- or triethylene glycol (Ci-C 4 )alkyl ethers, and their mixtures.
  • organic solvents which are miscible with water (at ambient temperature - 25°C), such as, for
  • the aqueous medium can additionally comprise stabilizing agents, for example sodium chloride, magnesium dichloride and magnesium sulphate.
  • stabilizing agents for example sodium chloride, magnesium dichloride and magnesium sulphate.
  • the solvent medium can be provided in all the formulation forms conventionally used for a topical application and in particular in the form of dispersions of the lotion or gel type, of emulsions with a liquid or semi-liquid consistency of the milk type, obtained by dispersion of a fatty phase in an aqueous phase (O/W) or vice versa (W/O), or of suspensions or emulsions with a soft, semi-solid or solid consistency of the cream or gel type, or also of multiple (W/O/W or 0/W/O) emulsions, of micro emulsions, of vesicular dispersions of ionic and/or nonionic type, or of wax/aqueous phase dispersions.
  • These compositions are prepared according to the usual methods.
  • the aqueous medium is provided in the form of a cream, of a lotion, of a serum or of a gel. It will preferably be in the aqueous gel, serum, oil-in-water emulsion or emulsified gel form. It is preferably fluid, so as to be able to easily wet the applicator and/or the associated composition.
  • aqueous phase it comprises a high proportion of aqueous phase, at least 50% by weight, preferably 60% by weight, better still 70%> by weight, with respect to its total weight.
  • the choice of the solvent medium may also condition additional benefits such as freshness and lightness, which are particularly appreciated cosmetic properties of the part of consumers.
  • the solvent medium under consideration can also comprise any supplementary compound compatible with the solvent phase under consideration, such as gelling agents, film-forming polymers, thickeners, surfactants and their mixtures, indeed even a tightening agent.
  • any supplementary compound compatible with the solvent phase under consideration such as gelling agents, film-forming polymers, thickeners, surfactants and their mixtures, indeed even a tightening agent.
  • the said solvent medium additionally comprises at least one tightening agent.
  • Tightening agent which can be used in the solvent medium of the invention is understood to mean compounds capable of having a tightening effect, that is to say which can render the skin taut.
  • the term "tightening agent” is understood to mean any compound which is soluble or dispersible in water at a temperature ranging from 25°C to 50°C at the concentration of 7% by weight in water or at the maximum concentration at which it forms a medium of uniform appearance and which produces, at this concentration of 7% or at this maximum concentration in water, a retraction of more than 15% in the test described below.
  • the maximum concentration at which it forms a medium of uniform appearance is determined to within about ⁇ 10% and preferably to within about ⁇ 5%.
  • medium of uniform appearance is understood to mean a medium not exhibiting aggregates visible to the naked eye.
  • the tightening agent is gradually added to the water with stirring using a deflocculator at a temperature ranging from 25°C to 50°C and then the mixture is kept stirred for one hour. It is subsequently observed, after 24 hours, whether the mixture thus prepared is of uniform appearance (absence of aggregates visible to the naked eye).
  • the tightening effect can be characterized by an in vitro retraction test.
  • a homogeneous mixture of the tightening agent in water, at the concentration of 7% by weight or at the maximum concentration defined above, is prepared beforehand and as described above.
  • test specimen of elastomer After drying at 22 ⁇ 3°C and 40 ⁇ 10% relative humidity RH for 3 h, the test specimen of elastomer exhibits a retracted width, denoted W3h, due to the tension exerted by the tightening agent deposited.
  • the tightening effect (TE) of the said agent is then quantified in the following way:
  • the tightening agent can be chosen from: vegetable or animal proteins and their hydro lysates;
  • proteins and protein hydrolysates of maize, rye, wheat, buckwheat, sesame, spelt, tobacco, peas, broad beans, lentils, soya, almonds and lupins Mention may in particular be made, as animal proteins, of proteins extracted from silk, milk, whey and eggs.
  • polysaccharides have a high molecular weight, generally ranging from 100 to lO OOO kD. Mention may in particular be made of carragheenans, which are composed in particular of alternating ⁇ -1 ,3- and a-l ,4-galactose residues, it being possible for numerous galactose residues to be sulphated, and which are present in particular in some red algae; mention may also be made of agars, for example extracted from red algae and composed of alternating 1 ,4-L-galactose and 1 ,3-D-galactose residues.
  • a third family of polysaccharides is composed of polysaccharides of bacterial origin known as gellans.
  • silicates of natural or synthetic origin including at least two different cations chosen from alkali metals (for example Na, Li or K), alkaline earth metals (for example Be, Mg or Ca) and transition metals.
  • alkali metals for example Na, Li or K
  • alkaline earth metals for example Be, Mg or Ca
  • transition metals for example Na, Li or K
  • phyllosilicates namely silicates having a structure in which the Si0 4 tetrahedra are arranged in layers between which are enclosed the metal cations.
  • a family of silicates which is particularly preferred as tightening agents is that of the laponites.
  • Laponites are sodium magnesium lithium silicates having a layered structure similar to that of montmorillonites.
  • Laponite is the synthetic form of the natural mineral known as "hectorite".
  • Use may be made, for example, of the laponite sold under the name Laponite XLS or Laponite XLG by Rockwood. In the specific case of
  • colloidal particles is understood to mean particles in dispersion in an aqueous, aqueous/alcoholic or alcoholic medium, preferably an aqueous medium, and having a number-average diameter of between 0.1 and 100 nm, preferably between 3 and 30 nm.
  • colloidal particles of inorganic fillers which are used in the associated solvent medium are generally chosen from colloidal particles of silica, cerium oxide, zirconium oxide, alumina, calcium carbonate, barium sulphate, calcium sulphate, zinc oxide and titanium dioxide, colloidal particles of platinum, or mixed colloidal particles, such as, for example, titanium dioxides coated one or more times, such as titanium dioxide with a silica coating.
  • colloidal silicas or composite silica/alumina colloidal particles are generally chosen from colloidal particles of silica, cerium oxide, zirconium oxide, alumina, calcium carbonate, barium sulphate, calcium sulphate, zinc oxide and titanium dioxide, colloidal particles of platinum, or mixed colloidal particles, such as, for example, titanium dioxides coated one or more times, such as titanium dioxide with a silica coating.
  • colloidal silicas for example, of those sold by
  • silica/alumina colloidal particles for example, of those sold by Grace under the names Ludox AM, Ludox AM-X 6021, Ludox HSA and Ludox TMA.
  • the synthetic polymers used according to the invention can be in solution or in suspension in a polar or nonpolar liquid (latex), in particular in aqueous solution or aqueous dispersion, or a dry form which can be redispersed in a cosmetic solvent.
  • a polar or nonpolar liquid latex
  • aqueous solution or aqueous dispersion or a dry form which can be redispersed in a cosmetic solvent.
  • the synthetic polymers which can be used as tightening agent can be chosen from:
  • polycondensates in particular polyurethanes; - acrylic polymers;
  • the synthetic polymers according to the invention can be chosen in particular from interpenetrating polymer networks (IPNs).
  • IPNs interpenetrating polymer networks
  • polymers can in particular be in the form of random linear copolymers, of interpenetrating polymer networks (IPNs), of polycondensates, of grafted silicone polymers and of block polymers.
  • IPNs interpenetrating polymer networks
  • the synthetic polymeric tightening agent can have a weight-average molecular weight Mw varying from 3000 to 1 000 000 Da.
  • grafted silicone polymers in particular, such as defined in Application EP-1 038 519.
  • a polymer comprising a silicone or polysiloxane (Si-O- polymer) main chain, to which is grafted, inside the said chain and optionally at at least one of its ends, at least one organic group not comprising silicone may more particularly be concerned.
  • grafted silicone polymer is polysilicone-8 (CTFA name), which is a polydimethylsiloxane to which are grafted, via a connecting link of thiopropylene type, mixed polymer units of the poly((meth)acrylic acid) type and of the poly(alkyl (meth)acrylate) type, in particular of the poly(Ci-C3 alkyl (meth)acrylate) type, indeed even of the poly(Ci alkyl (meth)acrylate) type.
  • CTFA name is a polydimethylsiloxane to which are grafted, via a connecting link of thiopropylene type, mixed polymer units of the poly((meth)acrylic acid) type and of the poly(alkyl (meth)acrylate) type, in particular of the poly(Ci-C3 alkyl (meth)acrylate) type, indeed even of the poly(Ci alkyl (meth)acrylate) type.
  • it can be a polydimethylsiloxane grafted with propylthio(poly(iso butyl methacrylate)) and propylthio(poly(methacrylic acid)).
  • Use is preferably made of a polydimethylsiloxane grafted with propylthio(poly(methyl acrylate/methyl methacrylate/methacrylic acid)).
  • a polymer of this type is available in particular under the trade name VS 80 or VS 70 (at 10% in water) or LO 21 (in the pulverulent form) from 3M.
  • the tightening agent can be present in the associated solvent medium in the process of the invention in a content ranging from 0.1 to 20% by weight, preferably from 0.5 to 5% by weight, with respect to the total weight of the associated solvent medium.
  • the associated solvent medium can additionally comprise various adjuvants commonly used in the cosmetics field, such as emulsifiers, including glyceryl fatty acid esters, sugar fatty acid esters which are optionally polyoxyethylenated, polyoxyethylene fatty acid esters and sorbitan fatty acid esters; fillers, including fillers with a soft focus effect, such as colloidal dispersions of silica or of composite silica/alumina filler, or also polyamide fibres; wax microparticles, for example chosen from carnauba, candeliUa or esparto waxes; preservatives; sequestering agents; colorants; fragrances; and thickening and gelling agents, in particular acrylamide homo- and copolymers, acrylic homo- and copolymers and acrylamidomethylpropanesulphonic acid (AMPS) homo- and copolymers.
  • emulsifiers including glyceryl fatty acid esters, sugar fatty acid esters which are optionally poly
  • antiwrinkle active principles can also comprise antiwrinkle active principles, antibacterial active principles, antiseborrheic active principles, depigmenting active principles chosen in particular from those listed above, and other active principles, such as soothing active principles, moisturizing active principles or active principles which activate the cutaneous mico circulation or the energy metabolism without this list being limiting.
  • the method according to the invention comprises at least the following stages, consisting in:
  • stages i) and ii) it being possible for stages i) and ii) to be carried out consecutively in the chronological order i) then ii), or simultaneously.
  • the application means can thus be dedicated, first, to the withdrawal of a portion of the solvent medium present in an associated container, secondly, to the withdrawal of a portion of the composition present in a second associated container and, finally, to the application of the composition thus withdrawn at the surface of a keratinous substance.
  • these two stages i) and ii), impregnation of the application means with the solvent medium and bringing into contact with the composition can, in a first alternative embodiment, be carried out consecutively, as is the case in particular when the container containing the solvent medium is separate from the application means.
  • the user will, in a first step, have to bring the solvent medium into contact with the application surface, for example by "dipping" the application means in the solvent medium, prior to the withdrawal of the composition in the form of a powder.
  • stages i) and ii) can be carried out simultaneously, as is the case when the solvent medium is stored in a container integral with the application means and is directly delivered to the surface of the application means.
  • the user can thus directly withdraw from the pulverulent phase forming the composition, for example by rubbing and/or pressing the surface of the application means at the surface of the composition, the surface of the said application means being simultaneously coated with the appropriate solvent medium originating from a reservoir integral with the application means.
  • stage b) of bringing the application surface of the said application means into contact with at least the associated composition and at least a solvent medium comprises more specifically the following stages, consisting in:
  • stages i) and ii) it being possible for stages i) and ii) to be carried out consecutively in the chronological order i) then ii), or simultaneously.
  • stage i) of this second alternative form can more particularly be carried out by depositing one or more drops of the said solvent medium at the surface of the cake of composition.
  • stages i) and ii) of this second alternative embodiment can be carried out consecutively. According to another embodiment, they can be carried out simultaneously using, for example, a suitable application device, for example exhibiting, in addition to the application means, an appropriate tip, integral with a container containing the solvent medium, which makes it possible to "wet" the surface of the composition, simultaneously with the movement of the application means over this surface.
  • a suitable application device for example exhibiting, in addition to the application means, an appropriate tip, integral with a container containing the solvent medium, which makes it possible to "wet" the surface of the composition, simultaneously with the movement of the application means over this surface.
  • the container containing the cosmetic composition to be applied may or may not be integral with the application means, during use or storage. Preferably, it is nonintegral.
  • the application means can have an application surface of the following type: foam comprising open or closed cells, which cells are optionally flocked, flocking, elastomer, sintered material, woven material or nonwoven material.
  • foam comprising open or closed cells, which cells are optionally flocked, flocking, elastomer, sintered material, woven material or nonwoven material.
  • It can in particular be an application means of sponge, brush, including fine brush, or flocked tip type or a roller. It is preferably provided in the form of a fine brush, of a sponge or of a roller. It can be vibrating, rotating or heating.
  • the choice of the application means may be conditioned by the area to be treated.
  • the application means can be a fine brush.
  • the application means comprises an application surface capable, in response to the movement thereof in engagement with the skin to be treated, of rotating about at least one axis or centre of rotation.
  • Such an application means can be defined by a roller, a ball or a band positioned around two rollers having parallel axes of rotation.
  • the application means is dedicated, one the one hand, to the withdrawal of at least a portion of the composition according to the invention and of at least a portion of the solvent medium, present separately in the associated container, and, on the other hand, to the application of the mixture thus withdrawn at the surface of the skin to be treated.
  • the application means is then impregnated or coated with the mixture of the composition according to the invention and of the solvent medium by rubbing and/or pressing.
  • the two stages above can also be carried out in reverse order.
  • the external surface of the application means is, in a first step, charged with at least a portion of the solvent medium and then with at least a portion of the composition according to the invention.
  • the resulting passage of the external surface of the application means and more particularly of the roller at the surface of the skin to be treated brings about the rotation of this and the spreading of the mixture of the composition according to the invention and of the solvent medium positioned at its external surface.
  • the application means can be provided with a detachable brake which makes it possible to block or to slow down, if necessary, the free rotation thereof during the withdrawal and/or application.
  • the external face of the application means is formed, at least at the surface, of a material favourable to the withdrawal of the composition according to the invention and of the solvent medium and to the retention of the composition according to the invention and of the solvent medium until they are applied to the skin to be treated.
  • the application surface dedicated to contact with the skin to be treated can in particular be a foam comprising open or closed cells, which cells are optionally flocked, a flocking, an elastomer, a sintered material, a woven material or a nonwoven material.
  • the external surface of the application means may or may not be smooth.
  • this application means can advantageously have raised areas at the surface, generally humped and rounded, advantageous in jointly providing a massaging effect.
  • FR 985 064 lip makeup powder
  • FR 1 524 192 powder
  • FR 1 281 338 compact product
  • FR 2 848 790 solid or fluid cosmetic product
  • the application means is advantageously provided in the form of a hollow or solid roller which rotates about an axis of rotation.
  • This axis of rotation can advantageously be positioned perpendicular to the longitudinal axis of the device.
  • this roller is a sponge roller.
  • the application means may or may not be integral with the container containing the composition and the solvent medium during use or storage. According to a preferred alternative form, it is nonintegral.
  • the container may or may not also be integral with the application means during the application, to the skin, of the mixture of the composition according to the invention and of the solvent medium.
  • the application means and the container are put together in one and the same packaging combination, for example the same case provided with a base, separately containing the composition according to the invention and the solvent medium and exhibiting a housing for receiving the application means, and with a lid which is movable relative to the base, for example articulated thereon.
  • the application means is integral with the container separately containing the composition and the solvent medium during use or storage, and also during application.
  • the rotation of the roller brought about by the contact and the movement of the said packaging combination with the skin to be treated, brings about the resulting charging of the roller with the composition in the powder form and the solvent medium, or vice versa, and in the application of the mixture thus obtained to the skin to be treated.
  • a type of rotary application means for the application of a composition according to the invention in association with the solvent medium at the surface of skin to be treated makes it possible to obtain an effect additional to that obtained with a conventional applicator, such as a sponge or a powder puff.
  • the effect obtained proves to be significantly improved in terms of homogeneity of deposition.
  • the visual appearance of the deposited layer obtained is perfectly clean, that is to say devoid of the phenomenon of caking which usually emerges after numerous uses.
  • such an application means can rotate without sliding over the skin.
  • Several successive passes can be carried out at the same place.
  • the user can slightly modify the direction of rolling, in order to soften the edges of the deposited layer of the composition.
  • the composition in the powder form according to the invention is a compact powder of two-way cake type in which the antiwrinkle active principle is in a free form.
  • the composition in the powder form according to the invention is a compact powder of two-way cake type in which the antiwrinkle active principle is in a free form and the application means comprises an application surface capable, in response to the movement thereof in engagement with the skin to be treated, of rotating about at least one axis or centre of rotation, and, preferably, the application means is a roller and better still a sponge roller.
  • the various ingredients are first mixed with a powder mixer of Baker Perkins type and then milled with a Hosokawa Micron pin mill. The powder is subsequently sieved and compacted. The contact angle of a drop of water at the surface is 110°.
  • Associated solvent medium in the form of a gel with a tightening effect is 110°.
  • the polymer polysilicone-8 is dissolved in the water at 80°C with the sodium hydroxide. The mixture is subsequently cooled and the other ingredients are added with stirring.
  • the associated solvent medium in the form of a gel with a tightening effect is used to wet a sponge in a first step and then the powder is withdrawn using the impregnated sponge and applied over the whole of the face.
  • the sponge is replaced by a roller made of foam.
  • the tightening gel is first applied to the skin with the applicator and then the powder is withdrawn with the applicator, still impregnated with gel.
  • the adenosine is preferentially localized in the wrinkles and fine lines and acts as antiwrinkle active principle over time after dissolution in the water.
  • the deposited layer obtained by application, to the skin of the face, of the mixture resulting from the combination of the solvent medium with the powder exhibits satisfactory properties in terms of coverage, of hold, of comfort on deposition or of comfort in the applied state, that is to say by the absence of a feeling of tightness.
  • Example 2 Kit for outline of the eyes application
  • the kit is composed of a compact powder and of an associated solvent medium in the form of an emulsified gel as are described in Example 1 , and of a fine brush with a width of 15 mm.
  • the fine brush is connected continuously to the tightening gel. Impregnated with emulsified gel, it is used to withdraw the powder, which is deposited on the wrinkles and fine lines of the outline of the eye.
  • the deposited layer obtained exhibits satisfactory properties in terms of coverage, of hold, of comfort on deposition or of comfort in the applied state, that is to say by the absence of a feeling of tightness.
  • the water, the surfactant (PEG-20), the adenosine, the caffeine, the glycerol and the preservatives are heated to 70°C until the solid compounds have completely dissolved.
  • the kit is composed of a rectangular compartment in which the eye correcting power is arranged, of the gel with a concealer effect and of a fine brush with a width of
  • the fine brush is connected continuously to the gel. Under the action of a pump, the fine brush is impregnated with gel.
  • the fine brush thus impregnated is subsequently used to withdraw the powder, which is deposited around the entire outline of the eye.
  • the active principles present subsequently act in a lasting fashion with regard to the outline of the eyes.
  • the deposited layer obtained by application, around the entire outline of the eye, of the mixture resulting from the combination of the gel with the powder exhibits satisfactory properties in terms of coverage, of hold, of comfort on deposition or of comfort in the applied state, that is to say by the absence of a feeling of tightness.

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Abstract

La présente invention porte sur un procédé de soin et/ou de maquillage de rides comprenant l'application, sur une peau ridée, à l'aide d'un applicateur, d'un mélange formé au moment de l'utilisation à partir d'une composition sous forme de poudre comprenant au moins un principe actif anti-rides et à partir d'une composition supplémentaire comprenant un milieu solvant pour ledit principe actif anti-rides.
PCT/IB2011/051331 2010-04-01 2011-03-29 Procédé de soin et/ou de maquillage de rides Ceased WO2011121540A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US13/636,927 US20130139841A1 (en) 2010-04-01 2011-03-29 Method for Caring for and/or Making-up Wrinkles
EP11717341A EP2552396A1 (fr) 2010-04-01 2011-03-29 Procédé de soin et/ou de maquillage de rides

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR1052470 2010-04-01
FR1052470A FR2958154B1 (fr) 2010-04-01 2010-04-01 Procede de soin et/ou de maquillage des rides
US35058810P 2010-06-02 2010-06-02
US61/350,588 2010-06-02

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WO2011121540A1 true WO2011121540A1 (fr) 2011-10-06

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US (1) US20130139841A1 (fr)
EP (1) EP2552396A1 (fr)
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US11311509B2 (en) 2008-01-04 2022-04-26 Oxford University Innovation Limited Ketone bodies and ketone body esters as blood lipid lowering agents
US9211275B2 (en) 2008-01-04 2015-12-15 Isis Innovation Ltd. Ketone bodies and ketone body esters as blood lipid lowering agents
US12447140B2 (en) 2008-01-04 2025-10-21 Oxford University Innovation Limited Ketone bodies and ketone body esters as blood lipid lowering agents
US10154982B2 (en) 2008-01-04 2018-12-18 Oxford University Innovation Limited Ketone bodies and ketone body esters as blood lipid lowering agents
US10051880B2 (en) 2008-08-21 2018-08-21 Oxford University Innovation Limited Hydroxybutyrate ester and medical use thereof
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US11571479B2 (en) 2010-02-22 2023-02-07 Tdeltas Nutritional composition
EP2862600A1 (fr) 2011-12-20 2015-04-22 Oriflame Research and Development Ltd. Composés présentant des activités anti-vieillissement
EP2886163A1 (fr) 2011-12-20 2015-06-24 Oriflame Research and Development Ltd. Composés présentant des activités anti-vieillissement
WO2013091684A1 (fr) 2011-12-20 2013-06-27 Oriflame Research And Development Ltd. Composés dotés d'activités antivieillissement
US20150132351A1 (en) * 2012-05-22 2015-05-14 Rhodia Poliamida E Especialidades Ltda Use of a composition containing a polymer and mineral fillers to combat skin aging
US10478415B2 (en) 2012-11-05 2019-11-19 Tdeltas Limited Ketone bodies to protect tissues from damage by ionizing radiation
US11234953B2 (en) 2012-11-05 2022-02-01 Tdeltas Limited Ketone bodies to protect tissues from damage by ionizing radiation
US9579302B2 (en) 2012-11-05 2017-02-28 Tdeltas Ketone bodies to protect tissues from damage by ionizing radiation
US10821062B2 (en) 2013-03-12 2020-11-03 Tdeltas Limited Compound for use in protecting skin
US12377032B2 (en) 2013-03-12 2025-08-05 Tdeltas Limited Compound for use in protecting skin
US11566268B2 (en) 2013-03-14 2023-01-31 Government Of The Usa, As Represented By The Secretary, Department Of Health And Human Services Process for producing (R)-3-hydroxybutyl (R)-3-hydroxybutyrate

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FR2958154B1 (fr) 2012-06-08
FR2958154A1 (fr) 2011-10-07
US20130139841A1 (en) 2013-06-06
EP2552396A1 (fr) 2013-02-06

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