EP3897512A1 - Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux - Google Patents

Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux

Info

Publication number
EP3897512A1
EP3897512A1 EP19835648.7A EP19835648A EP3897512A1 EP 3897512 A1 EP3897512 A1 EP 3897512A1 EP 19835648 A EP19835648 A EP 19835648A EP 3897512 A1 EP3897512 A1 EP 3897512A1
Authority
EP
European Patent Office
Prior art keywords
acrylate
meth
dispersion
composition
polymer
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.)
Pending
Application number
EP19835648.7A
Other languages
German (de)
English (en)
Inventor
Xavier Jalenques
Julien PORTAL
Simon TAUPIN
Laure Ramos-Stanbury
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
Publication of EP3897512A1 publication Critical patent/EP3897512A1/fr
Pending legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/044—Suspensions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/046—Aerosols; Foams
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/614—By macromolecular compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/65—Characterized by the composition of the particulate/core
    • A61K2800/654—The particulate/core comprising macromolecular material

Definitions

  • the present invention relates to a dispersion of polymer particles dispersed in a nonaqueous medium, and also to a cosmetic composition comprising such a dispersion.
  • EP-A-749 747 describes in the examples dispersions in hydrocarbon-based oils (liquid paraffin, isododecane) of acrylic polymers stabilized with
  • WO-A-2010/046 229 describes dispersions in isododecane of acrylic
  • WO-A- 2015/091513 describes in the examples a dispersion of methyl
  • acrylate particles stabilized with a statistical copolymer stabilizer containing 92% isobornyl acrylate and 8% methyl acrylate in isododecane.
  • WO-A- 2017/017222 describes in the examples a dispersion of particles of methyl acrylate/ethyl acrylate (50/50 by weight) copolymer, stabilized with a statistical copolymer stabilizer containing 75.2% by weight of isobornyl acrylate, 3% of methyl acrylate, 3% of ethyl acrylate and 18.8% of
  • the known dispersions generally have one or more of the
  • the known polymer dispersions also have the drawback of not being able to be removed easily, notably with a washing composition, for instance a shower gel.
  • a washing composition for instance a shower gel.
  • the consequence of this is the formation on the keratin materials, for example under the armpits, of a very thick deposit which may be uncomfortable, and which ends up by coming off in the form of unsightly flakes.
  • One subject of the present invention is thus a dispersion of particles of at least one polymer that is surface-stabilized with a stabilizer in a nonaqueous medium containing at least one apolar hydrocarbon-based oil, the polymer of the particles being a copolymer of ethyl (meth)acrylate and of (meth)acrylic acid; the stabilizer being an isobornyl (meth)acrylate polymer chosen from isobornyl (meth)acrylate homopolymer and statistical copolymers of isobornyl (meth)acrylate and of ethyl (meth)acrylate present in an isobornyl (meth)acrylate/ethyl (meth)acrylate weight ratio of greater than 4.
  • the defined weight ratio makes it possible to obtain a polymer dispersion that is stable, notably after storage for seven days at room temperature (25°C).
  • composition comprising, in a
  • physiologically acceptable medium a polymer particle dispersion as defined previously, such as an anhydrous aerosol composition comprising, in a physiologically acceptable medium:
  • At least one cosmetic active agent notably an antiperspirant agent, a deodorant agent and/or a moisture absorber
  • a subject of the invention is also a nontherapeutic cosmetic process for
  • treating keratin materials comprising the application to the keratin materials of a composition as defined previously.
  • the treatment process is in particular a process for caring for or making up keratin materials.
  • Another subject of the present invention is an aerosol device consisting of a container comprising an anhydrous aerosol composition as defined previously and of a means for dispensing said composition.
  • the dispersions according to the invention thus consist of particles, which are generally spherical, of at least one surface-stabilized polymer, in a nonaqueous medium.
  • the dispersions according to the invention are dispersions of polymer particles formed of copolymers of ethyl (meth)acrylate and of (meth)acrylic acid.
  • the said copolymers are resulting from the chemical reaction of monomers of ethyl (meth)acrylate with monomers of (meth)acrylic acid only.
  • monomers of ethyl (meth)acrylate with monomers of (meth)acrylic acid only.
  • only it is understood that polymerization is achieved by the reaction of monomers of ethyl (meth)acrylate and of (meth)acrylic acid together, without monomers others than ethyl (meth)acrylate and (meth)acrylic acid.
  • a (meth)acrylic acid salt may be used.
  • the salt may be chosen from salts of alkali metals, for example sodium or potassium; salts of alkaline-earth metals, for example calcium, magnesium or strontium; metal salts, for example zinc, aluminum, manganese or copper; ammonium salts of formula NhV; quaternary ammonium salts; salts of organic amines, for instance salts of methylamine, dimethylamine, trimethylamine, triethylamine, ethylamine, 2-hydroxyethylamine, bis(2-hydroxyethyl)amine or tris(2-hydroxyethyl)amine; lysine or arginine salts.
  • the polymer of the particles may thus comprise or consist essentially of 70% to 80% by weight of ethyl (meth)acrylate and of 20% to 30% by weight of
  • the polymer of the particles may be chosen from ethyl
  • the said copolymers are resulting from the chemical reaction of monomers of ethyl acrylate with monomers of acrylic acid only.
  • monomers of ethyl acrylate with monomers of acrylic acid only.
  • only it is understood that polymerization is achieved by the reaction of monomers of ethyl acrylate and of acrylic acid together, without monomers others than ethyl acrylate and acrylic acid.
  • the polymer of the particles is a non-crosslinked polymer.
  • the polymer of the particles of the dispersion preferably has a number- average molecular weight ranging from 2000 to 10 000 000 and preferably ranging from 150 000 to 500 000.
  • the polymer of the particles may be present in the dispersion in a content ranging from 21 % to 58.5% by weight and preferably ranging from 36% to 42% by weight, relative to the total weight of the dispersion.
  • the stabilizer is an isobornyl (meth)acrylate polymer chosen from isobornyl (meth)acrylate homopolymer and statistical copolymers of isobornyl
  • the said statistical copolymers are resulting from the chemical reaction of isobornyl (meth)acrylate and of ethyl (meth)acrylate monomers only.
  • “only” it is understood that polymerization is achieved by the reaction of monomers of isobornyl
  • the said statistical copolymers are resulting from the chemical reaction of isobornyl acrylate and of ethyl acrylate monomers only.
  • “only” it is understood that polymerization is achieved by the reaction of monomers of isobornyl acrylate and of ethyl acrylate together, without monomers others than isobornyl acrylate and of ethyl acrylate.
  • the said statistical copolymers are resulting from the chemical reaction of isobornyl methacrylate and of ethyl acrylate monomers only.
  • “only” it is understood that polymerization is achieved by the reaction of monomers of isobornyl methacrylate and of ethyl acrylate together, without monomers others than isobornyl methacrylate and of ethyl acrylate.
  • the stabilizer is chosen from:
  • the stabilizing polymer preferably has a number-average molecular weight ranging from 10 000 to 400 000 and preferably ranging from 20 000 to 200 000.
  • the stabilizer is in contact with the surface of the polymer particles and thus makes it possible to stabilize these particles at the surface in order to keep these particles in dispersion in the nonaqueous medium of the dispersion.
  • the combination of the stabilizer + polymer of the particles present in the dispersion comprises from 15% to 25% by weight of polymerized isobornyl (meth)acrylate, from 50% to 70% by weight of polymerized ethyl (meth)acrylate and from 15% to 25% by weight of polymerized (meth)acrylic acid, relative to the total weight of the combination of the stabilizer + polymer of the particles.
  • present in the dispersion comprises from 17.5% to 22.5% by weight of
  • polymerized isobornyl (meth)acrylate from 55% to 65% by weight of polymerized ethyl (meth)acrylate and from 17.5% to 22.5% by weight of polymerized
  • (meth)acrylic acid relative to the total weight of the combination of the stabilizer + polymer of the particles.
  • the oily medium of the polymer dispersion comprises an apolar hydrocarbon- based oil (which is thus formed solely from carbon and hydrogen atoms).
  • the apolar hydrocarbon-based oil is an oil that is liquid at room temperature (25°C).
  • the apolar hydrocarbon-based oil may be chosen from apolar hydrocarbon- based oils containing from 8 to 14 carbon atoms, and notably:
  • C8-C14 alkanes such as C8-C14 isoalkanes of petroleum origin (also known as isoparaffins), such as isododecane (also known as 2, 2, 4,4,6- pentamethylheptane), isodecane and, for example, the oils sold under the Isopar or Permethyl trade names,
  • the hydrocarbon-based oil is isododecane.
  • the polymer particles of the dispersion preferably have an average size
  • a number-average size ranging from 50 to 500 nm, notably ranging from 75 to 400 nm and better still ranging from 100 to 250 nm.
  • the dispersion according to the invention may be prepared in the following manner, which is given as an example.
  • the polymerization may be performed in dispersion, i.e. by precipitation of the polymer during formation, with protection of the formed particles with a stabilizer.
  • the stabilizing polymer is prepared by mixing the constituent monomer(s) of the stabilizing polymer with a free-radical initiator, in a solvent known as the synthesis solvent, and by polymerizing these monomers.
  • the constituent monomer(s) of the polymer of the particles are added to the stabilizing polymer formed and polymerization of these added monomers is performed in the presence of the free-radical initiator.
  • the polymerization may be performed in an apolar organic solvent (synthesis solvent), followed by adding the nonvolatile hydrocarbon-based oil (which should be miscible with said synthesis solvent) and selectively distilling off the synthesis solvent.
  • synthesis solvent which is such that the monomers of the stabilizing polymer and the free-radical initiator are soluble therein, and the polymer particles obtained are insoluble therein, so that they precipitate therein during their formation, is thus chosen.
  • the synthesis solvent may be chosen from alkanes such as heptane or cyclohexane.
  • the nonaqueous medium is a volatile hydrocarbon-based oil
  • polymerization may be performed directly in said oil, which thus also acts as synthesis solvent.
  • the monomers should also be soluble therein, as should the free-radical initiator, and the polymer of the particles which is obtained should be insoluble therein.
  • the monomers are preferably present in the synthesis solvent, before
  • the total amount of the monomers may be present in the solvent before the start of the reaction, or part of the monomers may be added gradually as the polymerization reaction proceeds.
  • the free-radical initiator may notably be azobisisobutyronitrile or tert- butylperoxy-2-ethyl hexanoate.
  • the polymerization may be performed at a temperature ranging from 70 to 110°C.
  • the polymer particles are surface-stabilized, when they are formed during the polymerization, by means of the stabilizer.
  • the stabilization may be performed by any known means, and in particular by direct addition of the stabilizer, during the polymerization.
  • the stabilizer is preferably also present in the mixture before polymerization of the monomers of the polymer of the particles. However, it is also possible to add it continuously, notably when the monomers of the polymer of the particles are also added continuously.
  • stabilizer From 10% to 30% by weight and preferably from 15% to 25% by weight of stabilizer may be used relative to the total weight of monomers used (stabilizer + polymer of the particles).
  • the polymer particle dispersion advantageously comprises from 30% to 65% by weight and preferably from 40% to 60% by weight of solids, relative to the total weight of the dispersion.
  • the oily dispersion may comprise a plasticizer chosen from tri-n-butyl citrate, tripropylene glycol monomethyl ether (INCI name: PPG-3 methyl ether) and trimethyl pentaphenyl trisiloxane (sold under the name Dow Corning PH-1555 HRI Cosmetic Fluid by the company Dow Corning).
  • plasticizers make it possible to improve the mechanical strength of the polymer film.
  • the plasticizer may be present in the oily dispersion in a content ranging from 5% to 50% by weight, relative to the total weight of the polymer of the particles.
  • composition comprising the dispersion of polymer particles
  • the polymer dispersion according to the invention may be used in a
  • composition comprising a physiologically acceptable medium, in particular in a cosmetic composition.
  • physiologically acceptable medium means a medium that is
  • cosmetic composition means a composition that is compatible with keratin materials, which has a pleasant color, odor and feel and which does not cause any unacceptable discomfort (stinging, tautness or redness) liable to discourage the consumer from using it.
  • keratin materials means the skin (body, face, contour of the eyes, scalp), head hair, the eyelashes, the eyebrows, bodily hair, the nails or the lips.
  • the composition according to the invention may comprise the polymer of the dispersion in a content ranging from 1 % to 50% by weight and preferably ranging from 10% to 45% by weight relative to the total weight of the composition.
  • composition according to the invention may also comprise a cosmetic adjuvant chosen from antiperspirant active agents, deodorant active agents, moisture absorbers, lipophilic suspension or gelling agents, softeners,
  • antioxidants include antioxidants, opacifiers, stabilizers, moisturizers, vitamins, free-radical
  • scavengers polymers, fragrances, preserving agents, fillers, dyestuffs, UV- screening agents, ceram ides or any other ingredient usually used in cosmetics for this type of application.
  • antiperspirant active agent means a salt which, by itself, has the effect of reducing the flow of sweat, of reducing the sensation on the skin of moisture associated with human sweat or of masking human sweat.
  • the antiperspirant active agent is advantageously chosen from aluminum
  • aluminum salts mention may in particular be made of aluminum chlorohydrate, aluminum chlorohydrex, the aluminum chlorohydrex-polyethylene glycol complex, the aluminum chlorohydrex-propylene glycol complex, aluminum dichlorohydrate, the aluminum dichlorohydrex-polyethylene glycol complex, the aluminum dichlorohydrex-propylene glycol complex, aluminum
  • sesquichlorohydrate the aluminum sesquichlorohydrex-polyethylene glycol complex, the aluminum sesquichlorohydrex-propylene glycol complex, aluminum sulfate buffered with sodium aluminum lactate.
  • Aluminum sesquichlorohydrate is notably sold under the trade name Reach 301® by the company SummitReheis.
  • Aluminum chlorohydrate is notably sold under the trade names Locron S
  • Aloxicoll PF 40® by the company Guilini Chemie; Cluron 50%® by the company Industria Quimica Del Centro; or Clorohidroxido Aluminio SO A 50%® by the company Finquimica.
  • Aluminum chlorohydrate, aluminum sesquichlorohydrate and mixtures thereof will more particularly be used.
  • the aluminum and/or zirconium salts or complexes may be present in the final composition according to the invention in a content ranging from 1 % to 25% by weight, preferably in a content ranging from 2% to 20% and more particularly between 3% and 15% by weight relative to the total weight of the final
  • the composition may contain at least one deodorant active agent in the liquid phase.
  • deodorant active agent means any substance that is capable of reducing, masking or absorbing human body odor, in particular underarm odor.
  • the deodorant active agents may be bacteriostatic agents or bactericides that act on underarm odor microorganisms, such as 2,4,4'-trichloro-2'- hydroxydiphenyl ether (Triclosan), 2,4-dichloro-2'-hydroxydiphenyl ether, 3’, 4’, 5’- trichlorosalicylanilide, 1 -(3’,4’-dichlorophenyl)-3-(4’-chlorophenyl)urea (Triclocarban) or 3,7,11-trimethyldodeca-2, 5,10-trienol (Farnesol); quaternary ammonium salts such as cetyltrimethylammonium salts, cetylpyridinium salts, DPTA (1 ,3-diaminopropanetetraacetic acid), 1 ,2-decanediol (Symclariol from the company Symrise); glycerol derivatives,
  • polyhexamethylene biguanide salts such as chlorhexidine and salts thereof; 4-phenyl- 4,4-dimethyl-2-butanol (Symdeo MPP® from Symrise); zinc salts such as zinc salicylate, zinc gluconate, zinc pidolate, zinc sulfate, zinc chloride, zinc lactate or zinc phenolsulfonate; salicylic acid and derivatives thereof such as 5-n- octanoylsalicylic acid.
  • the deodorant active agents may be odor absorbers such as zinc
  • ricinoleates sodium bicarbonate, sodium hydrogen carbonate, magnesium oxide, magnesium hydroxide, magnesium carbonate; metallic or silver or silver-free zeolites, or cyclodextrins and derivatives thereof.
  • They may also be chelating agents such as Dissolvine GL-47-S® from AkzoNobel, EDTA and DPTA.
  • They may also be a polyol of glycerol or 1 ,3-propanediol type (Zemea Propanediol sold by DuPont Tate and Lyle BioProducts); or else an enzyme inhibitor such as triethyl citrate; or alum.
  • the deodorant active agents may also be bacteriostatic agents or
  • bactericides 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Triclosan®), 2,4-dichloro- 2'-hydroxydiphenyl ether, 3’,4’,5’-trichlorosalicylanilide, 1 -(3’,4’-dichlorophenyl)-3- (4’-chlorophenyl)urea (Triclocarban®) or 3,7,11 -trimethyldodeca-2, 5,10-trienol (Farnesol®); quaternary ammonium salts such as cetyltrimethylammonium salts or cetylpyridinium salts.
  • the deodorant active agents may be present in the composition according to the invention in a proportion of approximately 0.01 % to 20% by weight relative to the total composition, preferably in a proportion of approximately 0.1 % to 10% by weight relative to the total weight of the final composition, preferably from 0.5% to 8% by weight, and preferably in a proportion of approximately 0.7% to 5% by weight relative to the total weight of the final composition.
  • the composition according to the invention comprises a deodorant active agent, it also advantageously comprises one or more mineral fillers and/or organic fillers.
  • Fillers that may be mentioned include mineral fillers such as talc or magnesium silicate sold under the name Mistrobond R10C by the company Imerys Talc, kaolin or aluminum silicate, for instance the product sold under the name Kaolin Supreme® by the company Imerys, or organic fillers such as starch, for instance the product sold under the name Amidon de Mais B® by the company Roquette, Nylon microspheres such as those sold under the name Orgasol 2002 UD Nat Cos® by the company
  • chloride/acrylonitrile/methacrylonitrile copolymer containing isobutane such as the products sold under the name Expancel 551 DE® by the company Expancel.
  • Use will preferably be made more particularly of a talc, such as the product sold under the name Mistrobond R10C by the company Imerys Talc.
  • composition according to the invention comprises one or more
  • the total concentration of these fillers ranges from 1 % to 40% by weight relative to the weight of the composition, preferably from 5% to 35% by weight, preferably from 10% to 30% by weight and preferably from 15% to 25% by weight relative to the total weight of the composition.
  • composition according to the invention may also comprise one or more moisture absorbers, for instance perlites and preferably expanded perlites.
  • the cosmetic composition may comprise one or more moisture absorbers chosen from perlites.
  • the cosmetic composition comprises one or more absorbers
  • the perlites that may be used according to the invention are generally rectangular
  • aluminosilicates of volcanic origin have the composition:
  • the perlite is milled, dried and then calibrated in a first step.
  • the product obtained, known as perlite ore, is gray-colored and has a size of about 100 pm.
  • the perlite ore is subsequently expanded (1000°C/2 seconds) to give more or less white particles.
  • the temperature reaches 850-900°C, the water trapped in the structure of the material evaporates and brings about the expansion of the material, relative to its original volume.
  • the expanded perlite particles in accordance with the invention may be obtained via the expansion process described in patent US 5 002 698.
  • the perlite particles used will be milled; in this case, they are
  • EMP Expanded Milled Perlite
  • the perlite particles used have a loose bulk density at 25°C
  • the expanded perlite particles according to the invention have a water absorption capacity, measured at the wet point, ranging from 200% to 1500% and preferably from 250% to 800%.
  • the wet point corresponds to the amount of water which has to be added to 1 g of particle in order to obtain a homogeneous paste.
  • This method is directly derived from the oil uptake method applied to solvents. The measurements are taken in the same manner by means of the wet point and the flow point, which have, respectively, the following definitions: [0080] wet point: weight expressed in grams per 100 g of product corresponding to the production of a homogeneous paste during the addition of a solvent to a powder;
  • flow point weight, expressed in grams per 100 g of product, at and above which the amount of solvent is greater than the ability of the powder to retain it. This is reflected by the production of a more or less homogeneous mixture which flows over the glass plate.
  • the glass plate is placed on the balance and 1 g of perlite particles is weighed out.
  • the beaker containing the solvent and the liquid sampling pipette is placed on the balance.
  • the solvent is gradually added to the powder, the whole being regularly blended (every 3 to 4 drops) by means of the spatula.
  • the mass of solvent needed to obtain the wet point is noted. Further solvent is added and the mass which makes it possible to reach the flow point is noted.
  • the mean of three tests will be taken.
  • the expanded perlite particles sold under the trade names Optimat 1430 OR or Optimat 2550 by the company World Minerals will be used in particular.
  • composition according to the invention is an
  • the antiperspirant and/or deodorant composition and comprises at least one cosmetic adjuvant chosen from an antiperspirant, deodorant and/or moisture-absorbing agent such as those described above.
  • the composition according to the invention is a makeup composition, in particular a lip makeup composition, a mascara, an eyeliner, an eye shadow or a foundation.
  • composition according to the invention is a
  • photoprotective composition and comprises at least one cosmetic adjuvant chosen from UV-screening agents.
  • composition according to the invention is an
  • antiaging composition a moisturizing composition, a matt-effect composition and/or a composition intended for treating greasy skin.
  • the composition according to the invention is an anhydrous composition.
  • anhydrous composition means a composition containing less than 2% by weight of water, or even less than 0.5% of water, and is notably free of water. Where appropriate, such small amounts of water may notably be introduced by ingredients of the composition that may contain residual amounts thereof.
  • the composition according to the invention is an anhydrous composition in aerosol form comprising, notably in a physiologically acceptable medium:
  • the composition according to the invention is an anhydrous composition in aerosol form comprising, notably in a physiologically acceptable medium:
  • volatile oil means an oil that is capable of evaporating on contact with the skin or the keratin fiber in less than one hour, at room temperature and atmospheric pressure.
  • liquid phase or “fluid” means the base of the composition without the propellant.
  • the volatile oils A of the invention are volatile cosmetic oils, which are liquid at room temperature, having a nonzero vapor pressure, at room temperature and atmospheric pressure, ranging in particular from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmFIg), in particular ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mmFIg) and more particularly ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mmFIg).
  • the volatile oil A is chosen from hydrocarbon-based volatile oils and silicone volatile oils, or mixtures thereof.
  • volatile hydrocarbon-based oils A that may be used in the invention, mention may be made of volatile hydrocarbon-based oils containing from 8 to 16 carbon atoms, such as:
  • C8-C16 alkanes such as C8-C16 isoalkanes of petroleum origin (also known as isoparaffins), such as isododecane (also known as 2, 2, 4,4,6- pentamethylheptane), isodecane, isohexadecane and, for example, the oils sold under the Isopar or Permethyl trade names, - linear alkanes, for instance n-dodecane (C12) and n-tetradecane (C14) sold by Sasol under the respective references Parafol 12-97 and Parafol 14-97, and also mixtures thereof, the undecane-tridecane mixture, the mixtures of n-undecane (C11 ) and of n-tridecane (C13) obtained in examples 1 and 2 of patent application WO 2008/155 059 from the company Cognis, and mixtures thereof.
  • C8-C16 isoalkanes of petroleum origin also known as isoparaffins
  • volatile silicone oils A that may be used in the invention, mention may be made of:
  • volatile linear or cyclic silicone oils notably those with a viscosity ⁇ 8 centistokes (8x10 6 m 2 /s) and notably containing from 2 to 7 silicon atoms, these silicones optionally including alkyl or alkoxy groups containing from 1 to 10 carbon atoms.
  • volatile silicone oils that may be used in the invention, mention may be made notably of octamethylcyclotetrasiloxane,
  • R represents an alkyl group containing from 2 to 4 carbon atoms and of which one or more hydrogen atoms may be substituted with one or more fluorine or chlorine atoms.
  • the volatile oils A are chosen from hydrocarbon-based oils and more particularly C8-C16 isoalkanes such as isododecane or isohexadecane, or linear C8-C16 alkanes such as an undecane/tridecane mixture. Even more particularly, isododecane will be chosen.
  • the oily phase of the composition may also comprise one or more nonvolatile oils chosen from nonvolatile hydrocarbon-based oils and nonvolatile silicone oils.
  • nonvolatile hydrocarbon-based oils that may be used in the invention may be chosen from nonvolatile hydrocarbon-based oils containing from 8 to 16 carbon atoms, such as:
  • esters containing from 3 to 8 carbon atoms in total
  • ethyl acetate methyl acetate
  • propyl acetate n-butyl acetate
  • oils of plant origin such as triglycerides consisting of fatty acid esters of glycerol, the fatty acids of which may have chain lengths varying from C4 to C24, these chains possibly being linear or branched, and saturated or unsaturated; these oils are notably heptanoic or octanoic acid triglycerides, or alternatively wheatgerm oil, sunflower oil, coconut oil, grapeseed oil, sesame seed oil, corn oil, apricot oil, castor oil, shea oil, avocado oil, olive oil, soybean oil, sweet almond oil, palm oil, rapeseed oil, cottonseed oil, hazelnut oil, macadamia oil, jojoba oil, alfalfa oil, poppy oil, pumpkin oil, marrow oil, blackcurrant oil, evening primrose oil, millet oil, barley oil, quinoa oil, rye oil, safflower oil, candlenut oil, passion flower oil and musk rose oil; she
  • caprylic/capric acid triglycerides for instance those sold by the company
  • - synthetic ethers containing from 10 to 40 carbon atoms - linear or branched hydrocarbons of mineral or synthetic origin, such as petroleum jelly, polydecenes, hydrogenated polyisobutene such as Parleam®, squalane and liquid paraffins, and mixtures thereof;
  • oils of formula R1 COOR2 in which R1 represents a linear or branched fatty acid residue including from 1 to 40 carbon atoms and R2 represents a notably branched hydrocarbon-based chain containing from 1 to 40 carbon atoms, on the condition that R1 + R2 > 10, for instance purcellin oil
  • octyldodecanol isostearyl alcohol, oleyl alcohol, 2-hexyldecanol, 2- butyloctanol and 2-undecylpentadecanol.
  • PDMSs nonvolatile polydimethylsiloxanes
  • polydimethylsiloxanes including alkyl, alkoxy or phenyl groups, which are pendant or at the end of a silicone chain, these groups containing from 2 to 24 carbon atoms; phenyl trimethicones, phenyl dimethicones,
  • polydimethylsiloxane(s) will be at most 10% by weight, relative to the total weight of the oils.
  • the nonvolatile hydrocarbon-based oils will be chosen from
  • hydrogenated polyisobutene oils such as Parleam®, ethers such as dicaprylyl ether or PPG-14 butyl ether, fatty acid esters such as isopropyl palmitate, isononyl isononanoate or C12-C15 alkyl benzoates, fatty alcohols such as octyldodecanol, and mixtures thereof.
  • Fatty acid esters such as isopropyl myristate, isopropyl palmitate, isononyl isononanoate or C12-C15 alkyl benzoates, and even more particularly isopropyl myristate, will be more preferentially chosen.
  • the nonvolatile hydrocarbon-based oil(s) may be present in the liquid phase of the composition in a content ranging from 0% to 50% by weight, relative to the total oils of the composition.
  • composition according to the invention comprises one or more cosmetic adjuvants as described above.
  • the composition according to the invention comprises at least one antiperspirant agent, at least one deodorant agent and/or at least one moisture absorber.
  • invention comprises one or more propellants.
  • the propellant is chosen from dimethyl ether, volatile hydrocarbons such as propane, isopropane, n-butane, isobutane, n-pentane and isopentane, and mixtures thereof, optionally with at least one chlorohydrocarbon and/or fluorohydrocarbon; among the latter, mention may be made of the compounds sold by the company DuPont de Nemours under the names Freon and Dymel, and in particular monofluorotrichloromethane, difluorodichloromethane, tetrafluorodichloroethane and 1 ,1-difluoroethane, sold notably under the trade name Dymel 152 A® by the company DuPont.
  • volatile hydrocarbons such as propane, isopropane, n-butane, isobutane, n-pentane and isopentane, and mixtures thereof, optionally with at least one chlorohydrocarbon and/or fluorohydrocarbon; among the latter,
  • Use may also be made, as propellant, of carbon dioxide gas, nitrous oxide, nitrogen or compressed air.
  • the anhydrous cosmetic composition in aerosol form according to the invention comprises a propellant chosen from volatile hydrocarbons.
  • the propellant is chosen from isopropane, n-butane, isobutane, pentane and isopentane, and mixtures thereof.
  • the weight ratio between the liquid phase and the propellant gas varies in a ratio from 5/95 to 50/50, preferably from 10/90 to 40/60 and more preferentially from 15/85 to 30/70.
  • the anhydrous aerosol composition according to the invention may also contain
  • suspension agents may contain one or more suspension agents and/or one or more gelling agents. Some of them may perform both functions simultaneously.
  • clays in powder form or in oily gel form, it being possible for said clays optionally to be modified, notably modified montmorillonite clays such as hydrophobic-modified bentonites or hectorites, for instance hectorites modified with a C10 to C22 ammonium chloride, for instance hectorite modified with distearyldimethylammonium chloride, for instance the product disteardimonium hectorite (CTFA name) (product of reaction of hectorite and of distearyldimonium chloride) sold under the name Bentone 38 or Bentone Gel by the company Elementis Specialities.
  • CFA name product disteardimonium hectorite
  • CFA name Stearalkonium Bentonite
  • Tixogel MP 250® by the company Sud Chemie Rheologicals, United Catalysts Inc.
  • hydrotalcites in particular hydrophobic modified hydrotalcites, for instance the products sold under the name Gilugel by the company BK Giulini.
  • hydrophobic surface treatment the particle size of which is less than 1 pm.
  • silica it is possible to chemically modify the surface of the silica, by chemical reaction generating a reduction in the number of silanol groups present at the surface of the silica. It is notably possible to substitute silanol groups with hydrophobic groups: a hydrophobic silica is then obtained.
  • the hydrophobic groups may be trimethylsiloxyl groups, which are obtained notably by treating fumed silica in the presence of hexamethyldisilazane.
  • Silicas thus treated are known as“silica silylate” according to the CTFA (8th Edition, 2000). They are sold, for example, under the references Aerosil R812 by the company Degussa, Cab-O-Sil TS-530 by the company Cabot, dimethylsilyloxyl or
  • polydimethylsiloxane groups which are notably obtained by treating fumed silica in the presence of polydimethylsiloxane or dimethyldichlorosilane.
  • Silicas thus treated are known as“Silica Dimethyl Silylate” according to the CTFA (8th edition, 2000). They are sold, for example, under the references Aerosil R972 and Aerosil R974 by the company Degussa, and Cab-O-Sil TS-610 and Cab-O- Sil TS-720 by the company Cabot.
  • the hydrophobic fumed silica in particular has a particle size that may be nanometric to micrometric, for example ranging from about 5 to 200 nm.
  • the suspension agents or gelling agents may be activated with oils such as propylene carbonate or triethyl citrate.
  • composition according to the invention are those conventionally used in cosmetic compositions, notably in cosmetic compositions for treating perspiration.
  • composition according to the invention comprises:
  • an oily phase comprising one or more volatile oils A chosen from volatile hydrocarbon-based oils, and preferably C8-C16 isoalkanes and more particularly isododecane;
  • nonvolatile hydrocarbon-based oils preferably chosen from fatty acid esters, and more particularly isopropyl myristate;
  • a subject of the invention is also a nontherapeutic cosmetic process for
  • treating keratin materials comprising the application to the keratin materials of a composition as defined previously.
  • the treatment process is in particular a process for caring for or making up keratin materials.
  • the invention relates to a cosmetic process for treating human perspiration, and optionally body odor associated with human perspiration, which consists in applying to the surface of the skin an effective amount of the cosmetic composition as described previously.
  • the said cosmetic composition comprises, in a physiologically acceptable medium, a dispersion as described above and, optionally, at least one cosmetic adjuvant chosen from antiperspirant active agents, deodorant active agents, moisture absorbers, lipophilic suspension or gelling agents, softeners, antioxidants, opacifiers, stabilizers, moisturizers, vitamins, free-radical scavengers, polymers, fragrances, preserving agents, fillers, dyestuffs and ceram ides.
  • the application time of the cosmetic composition to the surface of the skin may then range from 0.5 to 10 seconds and preferably from 1 to 5 seconds.
  • the cosmetic composition in accordance with the invention may be applied several times to the surface of the skin.
  • invention consists in applying to the surface of the armpits an effective amount of a cosmetic composition as described above.
  • the invention also relates to the use of a
  • Another subject of the present invention is an aerosol device consisting of a container comprising an aerosol composition as defined above and of a means for dispensing said composition.
  • the dispensing means which forms a part of the aerosol device, generally consists of a dispensing valve controlled by a dispensing head, which itself comprises a nozzle via which the aerosol composition is vaporized.
  • the container containing the pressurized composition may be opaque or transparent. It may be made of glass, polymer or metal, optionally coated with a protective varnish coat.
  • composition to be studied is deposited on an imitation leather article sold under the name Supplale® by the company Idemitsu Technofine, which is bonded to a rigid support.
  • the deposition is performed by spraying the aerosol for 2 seconds at a distance of 15 cm from the support.
  • a black cotton fabric which is dry or which has been sprayed with artificial sweat*, is deposited on the imitation leather article.
  • a pressure of 1 newton is applied with a rotational motion over 1 rotation at a speed of 3.14 cm/sec.
  • the fabric is scanned with a scanner sold under the name Epson V500 Scanner (16-bits gray setting, resolution 300 dpi).
  • the gray level of the scans is then analyzed using the ImageJ software which has a gray level ranging from 0 to 255.
  • composition of the artificial sweat is a composition of the artificial sweat
  • test compositions in aerosol form
  • the deposit is left to dry for 3 hours 30 minutes at 35°C.
  • the deposits undergo two types of test:
  • Test 1 a cleansing cycle with a shower gel comprising 10.5% of sodium laureth sulfate (as active material): the deposit is moistened beforehand with water, and 0.10 g of shower gel is applied uniformly by massaging for 20 seconds. The product is left to act for 20 seconds. The deposit is rinsed off with water with gentle massaging. The plate is left to dry naturally.
  • Test 2 a cycle of cleansing with water. Cleansing is performed as in test 1 , but without shower gel and only in the presence of water.
  • a first step 315.2 g of isobornyl acrylate, 25 g of ethyl acrylate, 3.4 g of Trigonox 21 , 540 g of isododecane and 360 g of ethyl acetate were placed in a reactor.
  • the isobornyl acrylate/ethyl acrylate mass ratio is 91/9.
  • the mixture was heated to 90°C under argon with stirring.
  • 540 g of isododecane and 360 g of ethyl acetate were added to the reactor feedstock and the mixture was heated to 90°C.
  • copolymer particles stabilized with an isobornyl acrylate/ethyl acrylate (91/9) statistical copolymer stabilizer was obtained.
  • the oily dispersion contains in total (stabilizer + particles) 20% acrylic acid, 60% ethyl acrylate and 20% isobornyl acrylate.
  • formulations are tested in aerosol form and comprise a base
  • a medium containing isododecane and the radical initiator of Trigonox T21 S type is poured into the reactor and heated to a reaction temperature of between 60 and 120°C;
  • a first addition is poured in, over 1 hour, mainly containing isobornyl acrylate in isododecane in the presence of a radical initiator of Trigonox T21 S type at 90°C.
  • the reaction is left for 2 hours at 90°C;
  • the second block formed with isobutyl acrylate and acrylic acid is obtained.
  • These monomers are introduced into the reactor mainly containing the isobornyl acrylate homopolymer.
  • the monomers are added in the presence of isododecane and of radical initiator of Trigonox T21 S type.
  • the addition generally lasts 2 hours and is performed on the reaction medium at 90°C.
  • purification is performed to remove the residual monomers.
  • the polymer is at a solids content of about 50% in the isododecane.
  • phase A was mixed with stirring.
  • Phase (B) was introduced slowly into phase (A) and the mixture was then left to swell for five minutes.
  • Phase (C) was introduced into the mixture obtained. The mixture was stirred vigorously until good homogenization was obtained.
  • the aluminum chlorohydrate (phase D) was then added portionwise. Stirring was continued to obtain good homogenization.
  • compositions A and B show good transfer-resistance capacity.
  • composition A according to the invention, the deposit washes off with shower gel, whereas the deposit of composition B (outside the invention) does not wash off with shower gel. In both cases, the deposits do not wash off with water.
  • the formulation tested in aerosol form comprises a base manufactured
  • Phase A was mixed with stirring.
  • Phase (B) was introduced slowly into phase (A) and the mixture was then left to swell for five minutes.
  • Phase (C) was introduced into the mixture obtained. The mixture was stirred vigorously until good homogenization was obtained.
  • the zinc PCA and the talc (phase D) were then added portionwise. Stirring was continued to obtain good homogenization.
  • composition C [0170] It was found that the transfer-resistance capacity of composition C is good.
  • composition C It was found that, in the case of composition C, the deposit washes off with shower gel, but does not wash off with water.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

La présente invention concerne une dispersion lavable de particules de polymère dispersées dans un milieu non aqueux. La présente invention concerne une dispersion de particules de polymère formées à partir d'un copolymère de (méth)acrylate d'éthyle et d'acide (méth)acrylique stabilisé avec un stabilisant à base de polymère de (méth)acrylate d'isobornyle dans une huile hydrocarbonée apolaire, ainsi qu'une composition, de préférence une composition cosmétique, comprenant une telle dispersion.
EP19835648.7A 2018-12-21 2019-12-19 Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux Pending EP3897512A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1874059A FR3090326B1 (fr) 2018-12-21 2018-12-21 Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux
PCT/EP2019/086308 WO2020127733A1 (fr) 2018-12-21 2019-12-19 Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux

Publications (1)

Publication Number Publication Date
EP3897512A1 true EP3897512A1 (fr) 2021-10-27

Family

ID=67810634

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19835648.7A Pending EP3897512A1 (fr) 2018-12-21 2019-12-19 Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux

Country Status (4)

Country Link
EP (1) EP3897512A1 (fr)
FR (1) FR3090326B1 (fr)
MX (1) MX2021007264A (fr)
WO (1) WO2020127733A1 (fr)

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0233140B1 (fr) 1986-01-10 1989-11-08 Ciba-Geigy Ag Additifs pour lubrifiants contenant du soufre et de l'azote
FR2735689B1 (fr) 1995-06-21 1997-08-01 Oreal Composition comprenant une dispersion de particules de polymeres dans un milieu non aqueux
WO2008155059A2 (fr) 2007-06-19 2008-12-24 Cognis Ip Management Gmbh Mélanges d'hydrocarbures et leur utilisation
FR2937645B1 (fr) 2008-10-24 2010-12-17 Oreal Dispersion de particules souples de polymere, compostion cosmetique la comprenant et procede de traitement cosmetique
FR3014875B1 (fr) 2013-12-17 2016-10-21 Oreal Dispersion de particules de polymere dans un milieu non aqueux et utilisation en cosmetique
FR3030260B1 (fr) * 2014-12-18 2017-01-13 Oreal Composition comprenant des particules de polymere stabilise et un tensioactif non ionique
US9649270B2 (en) * 2014-12-18 2017-05-16 L'oréal Color cosmetic compositions
FR3030268B1 (fr) * 2014-12-22 2016-12-30 Oreal Dispersion de particules de polymere dans un milieu non aqueux et utilisation en cosmetique
FR3039395B1 (fr) 2015-07-28 2019-05-10 L'oreal Composition anhydre sous forme d'aerosol comprenant un actif anti-transpirant et une dispersion de particules de polymere dans un milieu non aqueux

Also Published As

Publication number Publication date
FR3090326A1 (fr) 2020-06-26
MX2021007264A (es) 2021-07-15
FR3090326B1 (fr) 2021-03-19
WO2020127733A1 (fr) 2020-06-25

Similar Documents

Publication Publication Date Title
US11266583B2 (en) Cosmetic method for treating human perspiration using particles of an expanded amorphous mineral material; compositions
US10993892B2 (en) Anhydrous composition in aerosol form comprising an antiperspirant active agent and a water-insoluble film-forming block ethylenic polymer and a phenyl silicone
EP3082720B1 (fr) Composition anti-transpirante anhydre sous forme d'aérosol comportant un agent actif anti-transpirant et un polymère éthylénique à blocs de formation de film insoluble dans l'eau
ES2713564T3 (es) Utilización, como antitranspirante, de una sal de catión polivalente sin antitranspirante de haluro de aluminio o compuesto capaz de reaccionar con dicha sal a fin de producir un efecto antitranspirante
EP3562558A1 (fr) Composition anhydre comprenant un sel de magnésium
BRPI0904268B1 (pt) processo cosmético de perfumação de uma matéria queratínica humana, composição perfumante aquosa, composições e processo cosmético de tratamento dos odores corporais humanos
WO2013013902A2 (fr) Procédé pour le traitement de la transpiration humaine à l'aide d'un sel de cation multivalent et d'un sel d'anion
WO2017114786A1 (fr) Composition anti-transpirante anhydre sous forme d'aérosol comprenant un agent actif anti-transpirant et un polymère dérivé de vinylpyrrolidone
BR112014029232B1 (pt) Composição cosmética, processo de preparação de uma composição e processo cosmético
WO2012084520A2 (fr) Utilisation de particules d'aérogel hydrophobe en tant qu'agent actif déodorant ; méthode pour le traitement des odeurs corporelles humaines
US20170326040A1 (en) Pickering-type emulsion comprising a synthetic phyllosilicate
EP3328349B1 (fr) Anhydrous composition in aerosol form comprising an antiperspirant active agent and a dispersion of polymer particles in a non-aqueous medium
RU2786173C1 (ru) Смываемая дисперсия полимерных частиц, диспергированных в неводной среде
WO2020127733A1 (fr) Dispersion lavable de particules de polymère dispersées dans un milieu non aqueux
WO2020002665A1 (fr) Composition déodorante sous forme d'aérosol
FR3053591A1 (fr) Composition anhydre anti-transpirante sous forme d’aerosol comprenant une huile volatile, un copolymere d’ester vinylique particulier et un actif antitranspirant
RU2780567C2 (ru) Безводная композиция, содержащая соль магния

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: UNKNOWN

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20210721

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
RAP3 Party data changed (applicant data changed or rights of an application transferred)

Owner name: L'OREAL