EP0944381A1 - Kosmetische und/oder dermatologische zusammensetzung, enthaltend eine wässrige dispension von einem polymerischen sastem und verwendung als tensor - Google Patents

Kosmetische und/oder dermatologische zusammensetzung, enthaltend eine wässrige dispension von einem polymerischen sastem und verwendung als tensor

Info

Publication number
EP0944381A1
EP0944381A1 EP97953979A EP97953979A EP0944381A1 EP 0944381 A1 EP0944381 A1 EP 0944381A1 EP 97953979 A EP97953979 A EP 97953979A EP 97953979 A EP97953979 A EP 97953979A EP 0944381 A1 EP0944381 A1 EP 0944381A1
Authority
EP
European Patent Office
Prior art keywords
polyurethanes
polymer
composition
polymers
polymer system
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.)
Withdrawn
Application number
EP97953979A
Other languages
English (en)
French (fr)
Inventor
Valérie LHOTELLIER
Didier Gagnebien
Jean-Claude Garson
Roland Bazin
Laurent Bernardet
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 EP0944381A1 publication Critical patent/EP0944381A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—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
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8164—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 a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
    • 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
    • A61K8/87—Polyurethanes
    • 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
    • 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
    • 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
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • the present invention relates to an anti-wrinkle composition containing a polymer system comprising at least one polymer of synthetic origin, and to the use of this polymer system as a tightening agent in a cosmetic composition or for the manufacture of a dermatological composition, intended in particular to the treatment, reduction, erasure and / or smoothing of wrinkles and fine lines on the skin of human beings.
  • the main clinical signs of skin aging include the appearance of fine lines and deep wrinkles, which increase with age.
  • the object of the present invention is precisely the use of a particular polymer system allowing this effect to be obtained immediately.
  • the Applicant has discovered that certain polymers of synthetic origin have specific physical characteristics and constitute particularly effective tightening agents.
  • the term “tightening agent” is understood to mean compounds capable of having a tightening effect, that is to say that can tighten the skin and, by this tensioning effect, smooth the skin and cause wrinkles to diminish or even disappear there immediately. and fine lines.
  • the polymers used according to the invention must have well-defined characteristics, and in particular have a molecular weight greater than 670,000 daltons, which means that at least one fraction of the polymer has a molecular weight greater than 670,000 daltons .
  • the polymer systems used according to the invention must be able to form a film permeable to water vapor, have a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 and produce at a concentration of 7 % in water, a retraction of the isolated stratum corneum of more than 1.5% at 30 ° C under a relative humidity of 40%.
  • the subject of the present invention is the use of at least one aqueous dispersion of a polymer system containing at least one polymer of synthetic origin having a molecular weight greater than 670,000 daltons, the said polymer system being capable of forming a vapor permeable film, having a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 and producing, at a concentration of 7% in water, a retraction of the isolated stratum corneum of more than 1.5% at 30 ° C under a relative humidity of 40%, in a cosmetic composition for reducing and / or erasing wrinkles and / or fine lines of the skin by tightening effect.
  • the present invention also relates to the use of at least one aqueous dispersion of a polymer system containing at least one polymer of synthetic origin having a molecular weight greater than 670,000 daltons, the so-called polymer system being able to form a vapor-permeable film, having a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 and producing at a concentration of 7% in water, a retraction of the stratum corneum isolated from more than 1.5% at 30 ° C under a relative humidity of 40%, as a tightening agent in a cosmetic composition with a view to reducing and / or erasing wrinkles and / or fine lines from the skin.
  • the subject of the invention is also the use of at least one aqueous dispersion of a polymer system containing at least one polymer of synthetic origin having a molecular weight greater than 670,000 daltons, the said polymer system being capable of forming a vapor permeable film, having a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 and producing at a concentration of 7% in water, a retraction of the isolated stratum corneum of more than 1.5% at 30 ° C under a relative humidity of 40%, for the manufacture of a dermatological composition intended to erase wrinkles and / or fine lines from the skin by tightening effect.
  • the invention also relates to a method of cosmetic treatment of wrinkled skin consisting in applying to the wrinkle at least one aqueous dispersion of a polymer system containing at least one polymer of synthetic origin having a molecular weight greater than 670,000 daltons, the said polymer system being capable of forming a vapor-permeable film, having a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 and producing at a concentration of 7% in water, a retraction of the stratum corneum isolated by more than 1.5% at 30 ° C at a relative humidity of 40%, in an amount effective to reduce wrinkles by tightening effect.
  • the invention also relates to an anti-wrinkle composition, characterized in that it contains, in a physiologically acceptable medium on the skin for several hours, at least one aqueous dispersion of a polymer system containing at least one original polymer. synthetic having a molecular weight greater than 670,000 daltons, the said polymer system being capable of forming a vapor-permeable film, having a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 and producing at a concentration of 7% in l water, a retraction of the isolated stratum corneum of more than 1.5% at 30 ° C under a relative humidity of 40%.
  • the polymer system used according to the present invention has the property of blurring immediately after application, wrinkles and fine lines on the surface of the skin.
  • the composition of the invention is more particularly suitable for application to the face and the neck, in particular the Vietnameselleté.
  • polymeric system is meant either a polymer alone or a polymer associated with at least one other polymer or a polymer associated with at least one plasticizing agent so as to obtain the desired mechanical characteristics.
  • a polymeric system making it possible to form a film: when spread on glass, the polymeric system must dry without being individualized like a lacquer film.
  • water permeable By water permeable is meant a porous film of water vapor.
  • the film permeability is demonstrated by measuring the PIE (insensible water loss) of the defatted stratum corneum treated with the polymer.
  • the PIE insensible water loss
  • the measurement of the PIE is carried out in a conventional manner using an evaporometer (Servomed) which quantitatively determines the evaporation of water, that is to say a transport of water by diffusion, from '' a sample of stratum corneum sealing a cylindrical capsule containing water, the whole being placed in a chamber at controlled temperature and relative humidity.
  • Sensors make it possible to measure the partial pressure of water vapor at two points located at different distances from the sample. We thus determine the partial pressure gradient of water vapor between the two points, and therefore the rate of evaporation according to Fick's law.
  • the polymer system used according to the invention has a Young's modulus ranging from 10 8 to 9.10 9 N / m 2 determined by instrumented indentation methods (micro- or nano-indentation; Standard ASTM E384 - 89), which corresponds to a modulus of elasticity at least 10 to 100 times greater than that of the stratum corneum.
  • the use of a polymer system having such a Young's modulus makes it possible to obtain both immediate and persistent efficiency and good comfort in the tensor effect, that is to say without excessive tightness.
  • the polymer system used according to the invention produces, at a concentration of 7% in water, a retraction of the isolated stratum corneum by more than 1.5% at 30 ° C under a relative humidity of 40%. This retraction is measured with a dermometer.
  • the polymer dispersions used according to the invention are free of primary alcohol and allow an effective tensor effect to be obtained for more than three hours, this effect being very well tolerated by the user (comfort and non-tightness) .
  • the synthetic polymers used according to the invention are in the form of a latex or a pseudolatex.
  • the dispersions When the dispersions are in the form of latex, they result directly from the synthesis of the polymer by a well known technique of emulsion polymerization.
  • the possible neutralization of the latex is such that the polymer remains in the form of a latex and does not dissolve in water.
  • Such latexes are used for example in nail varnishes (see EP-A-648485).
  • the dispersions of synthetic polymer can also be in the form of pseudolatex.
  • the polymer is already produced and it is then dispersed in water.
  • the dispersion in water is self-stabilized by at least partial neutralization of the acid groups carried by the polymer.
  • the latex or pseudolatex particles preferably have a size ranging from 10 to 400 nm and preferably from 20 to 350 nm.
  • the synthetic polymers of the latexes or pseudolatex can be of the polycondensate type or of the radical type.
  • polycondensates there may be mentioned anionic, cationic, nonionic or amphoteric polyurethanes, polyurethanes-acrylics, polyurethanes-polyvinylpyrrolidones, polyester-polyurethanes, polyether-polyurethanes, polyureas, and their mixtures.
  • the polyurethane can be, for example, a polyurethane, polyurea / urethane or polyurea, aliphatic, cycloaliphatic or aromatic copolymer, comprising, alone or as a mixture,
  • Polyurethanes can also be obtained from polyesters, branched or not, or from alkyds comprising mobile hydrogens which are modified by reaction with a diisocyanate and a bifunctional organic compound (for example dihydro, diamino or hydroxyamino), comprising in plus either a carboxylic acid or carboxylate group, or a sulfonic acid or sulfonate group, or even a neutralizable tertiary amine group or a quaternary ammonium group. Mention may also be made of polyesters, polyester amides, fatty chain polyesters, polyamides, and epoxy ester resins.
  • a diisocyanate for example dihydro, diamino or hydroxyamino
  • a bifunctional organic compound for example dihydro, diamino or hydroxyamino
  • Mention may also be made of polyesters, polyester amides, fatty chain polyesters, polyamides, and epoxy ester resins.
  • a polyurethane there may be mentioned as a monomer carrying an anionic group which can be used during polycondensation, dimethylolpropionic acid, trimellitic acid or a derivative such as trimellitic anhydride, the sodium salt of the 3-sulfo pentanediol acid, the sodium salt of 5-sulfo 1, 3-benzenedicarboxylic acid.
  • the latexes or pseudolatex can also consist of acrylic polymers, acrylic copolymers (in the CTFA name acrylates copolymer) and sulfonated isophthalic acid polymers.
  • the latexes or pseudolatex can also be obtained from polymers resulting from the radical polymerization of one or more radical monomers inside and / or partially on the surface, of pre-existing particles of at least one polymer chosen from the group consisting of polyurethanes, polyureas, polyesters, polyesteramides and / or alkyds. These polymers are generally called hybrid polymers.
  • polyester-polyurethane and polyether-polyurethane sold under the names "Sancure 2060” (polyester-polyurethane), “Sancure 2255 “(polyester-polyurethane),” Sancure 815 “(polyester-polyurethane),” Sancure 878 “(polyether-polyurethane) and” Sancure 861 "(polyether-polyurethane) by the company Sanncor, under the names” Neorez R974 "(polyester - polyurethane), “Neorez R981” (polyester-polyurethane), “Neorez R970” (polyether-polyurethane) by the company ICI, and the dispersion of acrylic copolymer sold under the name "Neocryl XK-90" by the company Zeneca.
  • the plasticizing agent can be chosen from all the compounds known to a person skilled in the art as being "capable of fulfilling the desired function.
  • This agent can be water-soluble or insoluble in water and can optionally be in the form of an aqueous dispersion.
  • plasticizers such as glycols and their derivatives such as diethylene glycol ethyl ether or methyl ether, ethylene glycol ethyl ether or butyl ether, propylene glycol methyl ether or phenyl ether, dipropylene glycol ethyl ether or butylether, tripropylene glycol butylether or methylether; glycerol esters; esters of acids such as citrates, phthalates, adipates, carbonates, tartrates, phosphates, sebacates; oxyethylenated derivatives such as oxyethylenated oils, in particular vegetable oils such as oxyethylenated castor oil and oxyethylenated silicone oils; polymers which are water-soluble or in aqueous dispersion, having a low glass transition temperature, less than 25 ° C, preferably less than 15 ° C.
  • the quantity of plasticizing agent is chosen by a person skilled in the art on the basis of his general knowledge, so as to obtain a polymer system leading to a film having the desired mechanical properties, while retaining cosmetically acceptable properties in the composition.
  • composition containing the polymer system used according to the invention may also comprise an aqueous dispersion of at least one polymer of natural origin.
  • polymers of natural origin there may be mentioned in particular extracts of cereals, legumes and oilseeds, such as polymers of vegetable origin such as extracts of corn, rye, wheat, buckwheat, sesame, d spelled, pea, bean, lentil, soy (for example the derivative sold under the name "Eleseryl” by the company LSN), oats (for example the derivative sold under the name "Reductine” by the company Silab) and lupine; polymers from integuments (hairs, nails, shell of insects or crustaceans, hair, feathers, beaks, hooves and crests of animals), such as for example chitin and its derivatives, in particular chitosan which is a deacetylated derivative of chitin, as well as chitosan derivatives such as hydroxypropylchitosan
  • the polymer system used (polymer (s) or polymer and plasticizer) of the invention may especially be 'present in an amount of active ingredient (MA) ranging from 0.5 to 70%, and better still from 0.5 to 30% of the total weight of the composition.
  • MA active ingredient
  • the composition containing the polymer system is suitable for topical use and therefore contains a physiologically acceptable medium, that is to say compatible with the skin for several hours.
  • a physiologically acceptable medium that is to say compatible with the skin for several hours.
  • severe hours is meant at least two hours and preferably more than three hours.
  • the pH of the composition is close to the pH of the skin, that is to say from approximately 5 to approximately 8, and preferably 5.5 to 6.5.
  • composition of the invention can be in all dosage forms normally used for topical application, in particular in the form of an aqueous, hydroalcoholic or oily solution, of an oil-in-water or water-in-oil emulsion or multiple, of an aqueous or oily gel, of a liquid, pasty or solid anhydrous product, of an oil dispersion in an aqueous phase in the presence of spherules, these spherules possibly being polymeric nanoparticles such as nanospheres and nanocapsules or better lipid vesicles of ionic and / or nonionic type.
  • This composition can be more or less fluid and have the appearance of a white or colored cream, an ointment, a milk, a lotion, a serum, a paste, a foam. . It can optionally be applied to the skin in the form of an aerosol. It can also be in solid form, and for example in the form of a stick. It can be used as a care product and / or as a skin makeup product.
  • composition of the invention more particularly constitutes an anti-wrinkle composition, in particular in the form of a serum.
  • the composition of the invention may also contain the adjuvants usual in the cosmetic and dermatological fields, such as hydrophilic or lipophilic gelling agents, hydrophilic or lipophilic active agents, preservatives, antioxidants, solvents, perfumes, fillers, filters, pigments, odor absorbers and coloring matter.
  • the quantities of these various adjuvants are those. conventionally used in the fields considered, and for example from 0.01 to 20% of the total weight of the composition.
  • These adjuvants depending on their nature, can be introduced into the fatty phase, into the aqueous phase, into the lipid vesicles and / or into the nanoparticles. These adjuvants and their concentrations must be such that they do not modify the desired tensor property of the polymer system.
  • the proportion of the fatty phase can range from 5 to 80% by weight, and preferably from 5 to 50% by weight relative to the total weight of the composition.
  • the fats, emulsifiers and coemulsifiers used in the composition in the form of an emulsion are chosen from those conventionally used in the field under consideration.
  • the emulsifier and the coemulsifier are preferably present in the composition in a proportion ranging from 0.3 to 30% by weight, and preferably from 0.5 to 20% by weight relative to the total weight of the composition.
  • mineral oils mineral jelly oil
  • oils of vegetable origin oils of vegetable origin
  • lanolin oils of animal origin
  • synthetic oils perhydrosqualene
  • silicone oils cyclomethicone
  • fluorinated oils perfluoropolyethers
  • Fatty alcohols cetyl alcohol
  • fatty acids fatty acids
  • waxes and gums and in particular silicone gums can also be used as fats.
  • emulsifiers and coemulsifiers which can be used in the invention, there may be mentioned, for example, fatty acid esters of polyethylene glycol such as PEG-50 stearate and PEG-40 stearate, and fatty acid esters of polyol such as glyceryl stearate and sorbitan tristearate.
  • hydrophilic gelling agents mention may be made in particular of carboxyvinyl polymers (carbomer), acrylic copolymers such as acrylate / alkyl acrylate copolymers, polyacrylamides such as the polyacrylamide / isoparaffin / Laureth-7 mixture (Sepigel 305 sold by the company Seppic ), polysaccharides, natural gums and clays, and, as lipophilic gelling agents, mention may be made of modified clays such as bentones, metal salts of fatty acids, hydrophobic silica and polyethylenes.
  • carboxyvinyl polymers carboxyvinyl polymers
  • acrylic copolymers such as acrylate / alkyl acrylate copolymers
  • polyacrylamides such as the polyacrylamide / isoparaffin / Laureth-7 mixture (Sepigel 305 sold by the company Seppic )
  • polysaccharides such as the polyacrylamide / isoparaffin / Laureth-7 mixture (Se
  • polyols glycols
  • vitamins keratolytic and / or desquamating agents
  • keratolytic and / or desquamating agents salicylic acid and its derivatives, alpha-hydroxy acids, ascorbic acid and its derivatives
  • anti-inflammatory agents can be used, soothing agents and mixtures thereof.
  • ⁇ -hydroxy acids there may be mentioned in particular glycolic, lactic, malic, tartaric, citric, mandelic acids.
  • ⁇ -hydroxy acids mention may be made of salicylic acid and its derivatives, 2-hydroxyalkanoic acids and their derivatives such as hydroxy-2-methyl-3-benzoic acid and hydroxy-2-methoxy acid -3-benzoic.
  • retinoids there may be mentioned retinol and its esters (palmitate, acetate, propionate) as well as retinoic acid and its derivatives.
  • the active agents indicated above can be incorporated into spherules, in particular ionic or nonionic vesicles and / or nanoparticles (nanocapsules and / or nanospheres), so as to isolate them from each other in the composition.
  • compositions according to the invention are given by way of illustration and without limitation.
  • the quantities are given there in% by weight.
  • Example 2 differs from Example 1 by adding 5% xanthan gum.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
EP97953979A 1997-01-03 1997-12-30 Kosmetische und/oder dermatologische zusammensetzung, enthaltend eine wässrige dispension von einem polymerischen sastem und verwendung als tensor Withdrawn EP0944381A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9700034 1997-01-03
FR9700034A FR2758084B1 (fr) 1997-01-03 1997-01-03 Composition cosmetique et/ou dermatologique contenant une dispersion d'un systeme polymerique et utilisation de ce systeme comme tenseur
PCT/FR1997/002462 WO1998029092A1 (fr) 1997-01-03 1997-12-30 Composition cosmetique et/ou dermatologique contenant une dispersion aqueuse d'un systeme polymerique et utilisation de ce systeme comme tenseur

Publications (1)

Publication Number Publication Date
EP0944381A1 true EP0944381A1 (de) 1999-09-29

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Application Number Title Priority Date Filing Date
EP97953979A Withdrawn EP0944381A1 (de) 1997-01-03 1997-12-30 Kosmetische und/oder dermatologische zusammensetzung, enthaltend eine wässrige dispension von einem polymerischen sastem und verwendung als tensor

Country Status (5)

Country Link
EP (1) EP0944381A1 (de)
JP (1) JPH11504949A (de)
AU (1) AU5770298A (de)
FR (1) FR2758084B1 (de)
WO (1) WO1998029092A1 (de)

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JP2012041318A (ja) * 2010-08-23 2012-03-01 Mikimoto Pharmaceut Co Ltd シワ形成抑制用基剤
FR3027796B1 (fr) * 2014-10-31 2016-11-25 Oreal Procede cosmetique pour attenuer les rides
EP3233047B1 (de) * 2014-12-18 2022-01-05 L'oreal Zusammensetzungen und verfahren zur verbesserung der erscheinung der haut

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FR2758084B1 (fr) 1999-02-05
WO1998029092A1 (fr) 1998-07-09
JPH11504949A (ja) 1999-05-11
AU5770298A (en) 1998-07-31
FR2758084A1 (fr) 1998-07-10

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