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
  • A61K8/042—Gels
• • 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
  • A61K8/0241—Containing particulates characterized by their shape and/or structure
  • A61K8/0279—Porous; Hollow
• • 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
  • A61K8/73—Polysaccharides
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
  • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • 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 solid aqueous gel, a solid composition with an aqueous continuous phase comprising such a gel and their use in the cosmetic field, in particular for making up the skin and / or mucous membranes and / or keratin fibers.
• Products in solid form are known in the cosmetic industry. As products of this type, mention may be made, for example, in the field of make-up, of sticks or “sticks” of lipstick, foundation or eye shadow; in the field of skin or lip care, lip repair pencils, depigmenting, make-up removing or moisturizing sticks or "sticks”; in the field of hygiene, deodorant sticks, sticks or foam bars for shaving or for washing the skin.
• makeup products are fairly generally formulated on the one hand on the basis of an oily phase for reasons of comfort and softness and on the other hand on a pulverulent phase which provides the desired color.
• This pulverulent phase can comprise pigments and / or fillers and / or nacres.
• the fatty phase generally comprises waxes and / or oils and / or pasty compounds.
• the sticks formulated based on waxes have certain disadvantages: they have a fatty character which is not appreciated by the users and they lack freshness on application. In addition, it is difficult to introduce hydrophilic active agents into it.
• a makeup product in particular, that the removal of the product be carried out in an ideal manner, that is to say, allows, in a simple manner, using the finger or a sponge. or even directly on the skin of the body for example, to take not only the quantity of adequate product (not too much not to lose product unnecessarily but enough to ensure a makeup effect) but also to preserve the integrity of the product at the time of its removal: the product must not be broken by a shearing phenomenon, but the entire product must be removed with the pigments and / or pearlescent agents, and / or possibly the fillers, which ensure the function of the makeup. It is only under this condition that the application of the product can be done in a homogeneous manner and that the makeup obtained will be uniform.
• Stable solid aqueous gels comprising pigments are known: but these products are generally impossible to disintegrate; they are often brittle, so it is impossible to take the product on the finger or on a sponge. Such products do not allow the deposition of a homogeneous film on the skin. Breakable products also exist but they are then too soft and end up shearing during repeated applications or even exhibit phenomena of syneresis over time, that is to say that the liquid part ends up exuding and the product has two phases: an indelible solid phase and a liquid phase. The product can no longer ensure its function, namely, make up, since it is impossible to take the pigments on the finger or on a sponge.
• the Applicant has unexpectedly discovered that by associating with a hydrophilic gelling agent a filler of a particular nature, namely a filler with deformable particles, it was possible to produce solid aqueous gels optionally comprising pigments and / or nacres, these gels can be easily disintegrated with a finger or a sponge or directly on the skin of the face or body and having remarkable cosmetic qualities.
• the present invention therefore relates to a solid aqueous gel comprising i) at least one hydrophilic gelling agent and ii) a pulverulent phase comprising at least one filler with deformable particles, the hydrophilic gelling agent being present in the gel at a content less than or equal to 20% by weight, relative to the total weight of the gel.
• the gels of the invention have excellent application and disintegration qualities.
• a level of disintegration higher than that of known sticks is obtained, at equivalent hardness.
• Taking the product is easy, it can be done directly on the body or with the finger or even with a sponge, taking a sufficient amount of product, easy to apply then on the skin evenly, without the need for wetting prior.
• the gel spreads easily on the skin.
• the makeup obtained is uniform and homogeneous.
• the gels according to the invention do not exude, even at low levels of gelling agent, and they do not necessarily require the intervention of a particular preparation technique. They give the application a feeling of great freshness while retaining good cosmetic properties, in particular of softness.
• the present invention also relates to a solid composition with an aqueous continuous phase comprising a gel as defined above.
• the present invention also relates to a product for making up the skin or keratin fibers comprising a gel and / or a composition as defined above.
• the present invention also relates to a process for making up the skin and / or mucous membranes and / or keratin fibers, consisting in applying to the latter, an aqueous gel and / or a solid composition and / or a make-up product such as defined above.
• the term “gel or solid composition” means a gel or composition having a hardness defined by a maximum force before rupture ranging from 5 to 50 grams, at room temperature (20-25 ° C.), after penetration by a 2 mm diameter stainless steel mobile in the gel matrix or composition at a thickness of 1 mm at a speed of 1 mm / s and removal of said mobile from the gel matrix or composition at a speed of 2 mm / s; the maximum force before rupture being measured with a texture analyzer of the "TAXT2" type sold by the company RHEO.
• the maximum force before rupture ranges from 7 to 40 g.
• the gel according to the invention comprises a hydrophilic gelling agent.
• gelling agent is meant a compound which, in the presence of a solvent, creates more or less strong intermacromolecular bonds thus inducing a three-dimensional network which freezes said solvent.
• This hydrophilic gelling agent can be chosen from polysaccharides, protein derivatives, synthetic or semi-synthetic gels of polyester type, polyacrylates or polymethacrylates and their derivatives.
• - seaweed extracts such as agar-agar, carrageenans (iota, kappa, lambda), alginates, in particular Na or Ca;
• - gelling agents of animal origin such as protein derivatives, in particular gelatin, beef or fish, casemates;
• the hydrophilic gelling agent is chosen from polysaccharides, and more preferably, the hydrophilic gelling agent is gellan.
• gellan gum sold under the trade name “Kelcogel F” by the company NUTRASWEET-KELCO or else iota carraghenane sold under the trade names “Seaspen PF 357” or “Viscarin SD 389 "by FMC.
• the hydrophilic gelling agent is present in the gel according to the invention at a concentration of up to 20% by weight, and of . preferably 0.2 to 10%, by weight, relative to the total weight of the gel. This concentration makes it possible to obtain the hardness and consistency suitable for an ideal crumbling.
• the gel according to the invention also comprises a pulverulent phase which comprises at least one filler with deformable particles.
• fillers it is necessary to understand colorless or white particles, mineral or synthetic, spherical or non-spherical, intended to give body or rigidity in composition, and / or softness, matness and uniformity in make-up.
• filler with deformable particles is meant, within the meaning of the present invention, spherical particles or not of sufficiently low hardness to deform when the composition is removed using a finger or a sponge or directly by friction on the skin when it is a stick.
• deformable it should be understood that the particles are flexible and elastic: after crushing, they return to their initial shape.
• These particles can be of any chemical nature. Preferably, they have an average particle size ranging from 0.1 to 500 microns, and preferably from 1 to 100 microns. They can be full or hollow.
• solid deformable particles there may be mentioned particles of crosslinked organosiloxane or “silicone rubber powder” as described in document JP 10 175816, the JIS A hardness of which is equal to or less than 80 and preferably less than 65 These particles can be coated with surfactant or a fine organic powder. They may also contain a non-crosslinked silicone or hydrocarbon oil which may exude "silicone rubber powder".
• the solid deformable particles which can be used according to the present invention preferably have a density ranging from 0.8 to 4, more preferably ranging from 0.8 to 1.5.
• the deformable particles When the deformable particles are hollow or filled with gas or air, they advantageously have a density ranging from 0.015 to 0.2 and better still greater than 0.04 and / or less than 0.1 and in particular ranging from 0.06 to 0.08.
• the acrylic monomer is for example a methyl acrylate or methacrylate and, in particular methacrylate. These particles are present in particular in the dry or hydrated state.
• This copolymer is non-toxic and non-irritating to the skin.
• the hollow particles are in the form of microspheres and have an average size or particle size ranging from 10 ⁇ m to 60 ⁇ m.
• the hollow particles of the invention can be obtained, for example, according to the methods of patents and patent applications EP-56 219, EP-348 372, EP-486 080, EP-320473, EP-112 807 and US-3 615,972.
• the internal cavity of the particles in principle contains a gas which can be air, nitrogen or a hydrocarbon such as isobutane or isopentane.
• the hollow particles which can be used in the invention are in particular those sold under the brand name Expancel by the company Casco Nobel such as the Expancel 551 DE 20 with a particle size of 27 ⁇ m and a density of about 0.052, the Expancel 551 DE 80 with a particle size of 50 ⁇ m and density approximately 0.045, Expancel 051 DE with a particle size of 30 ⁇ m and density approximately 0.056, Expancel 461 DE with a particle size of 30 ⁇ m and density approximately 0.058, Expancel 551 DE 12 with a particle size of 17 ⁇ m and density approximately 0.07, or again the Expancel of the "W" series such as the Expancel 551 W 20 with a particle size of 27 ⁇ m and a density of about 0.033.
• the fillers with deformable particles are present in the gels according to the invention at a content ranging from 0.1 to 50% by weight relative to the weight of the gel.
• This content can vary, in particular depending on the density of the load with deformable particles.
• this filler has a density ranging from 0.015 to 0.2, then it is preferably present at a content ranging from 0.1 to 10% by weight, by weight, relative to the total weight of the gel.
• this filler has a density ranging from 0.8 to 4 then it is preferably present at a content ranging from 1 to 50%, by weight, relative to the total weight of the gel.
• this content generally ranges from 0.1% to 10% by weight of particles and better still from 0.3% to 5% by weight and again from 0.3 % to 2%, based on the total weight of the gel.
• the pulverulent phase can comprise, in addition to the fillers with deformable particles mentioned above, other fillers, which can be mineral or synthetic, lamellar or non-lamellar, as well as pigments and / or nacres.
• talc talc
• mica silica
• silica kaolin
• powders of nylon polyethylene, Teflon, lauroyl-lysine, starch, boron nitride, bismuth oxychloride, powders of tetrafluoroethylene polymers, polymethyl methacrylate powders, polyurethane powders, polystyrene powders, polyester powders, synthetic hollow microspheres, non-deformable silicone resin microbeads, zinc and titanium oxides, zirconium or cerium oxides, precipitated calcium carbonate, magnesium carbonate and hydrocarbon, hydroxyapatite, hollow silica microspheres, glass or ceramic microcapsules, metal soaps derived from organic carboxylic acids having from 8 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, such as stearate zinc, magnesium or lithium, zinc laurate, magnesium myristate, compounds Si0 2 / TiO 2 / SiO 2 , TiO 2
• the fillers may be present in the composition in an amount of 0.1-60% by weight, relative to the total weight of the composition, preferably in an amount of 0.1 to 40%, more preferably 1-20%,
• pigments should be understood to mean white or colored, mineral or organic particles, insoluble in the medium, that is to say in the gel, intended to color and / or opacify the composition.
• the pigments can be present in an amount of 0-40% by weight, relative to the total weight of the composition, preferably in an amount of 0.1 to 30% and more preferably in an amount of 1-20%. They can be white or colored, mineral and / or organic, of usual size or nanometric. By nanometric size is meant pigments with an average particle size of 5 to 100 nm.
• inorganic pigments and nanopigments there may be mentioned titanium, zirconium or cerium dioxides, as well as oxides of zinc, iron or chromium, nanotitanes, ferric blue.
• organic pigments there may be mentioned carbon black, and the lacquers commonly used to give the lips and the skin a makeup effect, which are calcium, barium, aluminum or zirconium salts, dyes acids such as halo-acid, azo or anthraquinone dyes.
• the pigments can in particular be coated with silicone compounds such as PDMS and / or with polymers, in particular polyethylenes or also with fluorinated compounds.
• silicone compounds such as PDMS and / or with polymers, in particular polyethylenes or also with fluorinated compounds.
• SA pigments from Maprecos or PI pigments from Myoshi. By nacres, it is necessary to understand iridescent particles which reflect light, insoluble in the medium, that is to say in the gel.
• the nacres can be present in the composition in an amount of 0-40% by weight, preferably in an amount of 0.1 to 30% and more preferably in an amount of 1-20% by weight.
• the pulverulent phase comprises sufficient pigments and / or pearlescent agents to ensure the desired makeup effect.
• the pulverulent phase comprises at least one pigment and / or a nacre.
• the aqueous gel according to the invention is not transparent, that is to say that the characters of a newspaper page cannot be seen through the gel. More preferably, it is not translucent, that is to say that it does not allow the passage of light.
• the pulverulent phase preferably comprises from 0.1 to 40%, more preferably from 0.1 to 20% by weight, relative to the total weight of the gel, of pigments and / or nacres.
• the gels of the invention also contain a cosmetically or physiologically acceptable medium, that is to say a medium compatible with all keratin materials such as the skin, the nails, the hair, the eyelashes and eyebrows, the mucous membranes and the semi-mucous membranes, and any other skin area of the body and face.
• a cosmetically or physiologically acceptable medium that is to say a medium compatible with all keratin materials such as the skin, the nails, the hair, the eyelashes and eyebrows, the mucous membranes and the semi-mucous membranes, and any other skin area of the body and face.
• the gels according to the invention can also comprise a floral water such as blueberry water and or a mineral water such as VITTEL water, LUCAS water or LA ROCHE POSAY water and / or a water thermal, dyes water-soluble chosen from the usual dyes of the field considered such as the disodium salt of culvert, the disodium salt of alizarin green, quinoline yellow, the trisodium salt of amaranth, the disodium salt of tartrazine, the monosodium salt of rhodamine, disodium fuchsin salt, xanthophyll.
• a floral water such as blueberry water and or a mineral water such as VITTEL water, LUCAS water or LA ROCHE POSAY water and / or a water thermal, dyes water-soluble chosen from the usual dyes of the field considered such as the disodium salt of culvert, the disodium salt of alizarin green, quinoline yellow, the trisodium salt of amaranth, the disodium
• the gels according to the invention comprise up to 99.8% by weight, preferably from 20 to 99% by weight, relative to the total weight of the gel, of water.
• the gels according to the invention can also comprise solvents other than water, for example primary alcohols such as ethanol and isopropanol, glycols such as propylene glycol, butylene glycol, dipropylene glycol, diethylene glycol, glycol ethers such as alkyl (C-
• solvents other than water for example primary alcohols such as ethanol and isopropanol, glycols such as propylene glycol, butylene glycol, dipropylene glycol, diethylene glycol, glycol ethers such as alkyl (C-
• primary alcohols such as ethanol and isopropanol
• glycols such as propylene glycol, butylene glycol, dipropylene glycol, di
• salts which will increase this rigidity.
• These salts can be chosen from the mono-, di- or trivalent metal salts, and more particularly the alkali and alkaline-earth metal salts and in particular the sodium, calcium or magnesium salts.
• the ions constituting these salts can be chosen, for example, from carbonates, bicarbonates, sulfates, glycerophosphates, borates, chlorides, nitrates, acetates, hydroxides, persulfates as well as the ⁇ -hydroxy acid salts ( citrates, tartrates, lactates, malates) or fruit acids, or the amino acid salts (aspartate, arginate, glycocholate, fumarate).
• the amount of salt can range from 0.01 to 2% and preferably from 0.1 to 1% of the total weight of the gel.
• the salt is chosen from calcium, magnesium or strontium nitrate, calcium or magnesium borate, calcium, sodium, magnesium, strontium, neodymium or manganese chloride, sodium sulfate. magnesium or calcium, calcium or magnesium acetate, and mixtures thereof. More preferably, the salt is magnesium chloride.
• the gels of the invention can be incorporated into cosmetic compositions and constitute the continuous phase thereof. Such compositions can thus comprise a fatty phase which can for example comprise an oil.
• oils of animal, vegetable or mineral origin such as paraffin oil, petroleum jelly, perhydrosqualene, apricot oil, wheat germ oil, sweet almond, calophyllum, sesame, macadamia, grape seed, rapeseed, coconut, peanut, palm, castor, avocado, jojoba, olive or cereal sprouts; esters of fatty acids and of polyol, in particular liquid triglycerides; alcohols; acetylglycerides; octanoates, decanoates or ricinoleates of alcohols or polyalcohols; fatty acid triglycerides; glycerides, fluorinated and perfluorinated oils; synthetic oils such as fatty esters; silicone oils such as volatile silicone oils, polymethylsiloxanes, polymethylphenylsiloxanes, polysiloxanes modified with fatty acids, fatty alcohols or polyoxyalkylenes, fluor
• the fatty phase of the compositions according to the invention can also comprise other fatty substances, which can be chosen by a person skilled in the art on the basis of his general knowledge, so as to confer on the final composition the desired properties, for example in consistency, texture and / or transfer.
• additional fatty substances can be waxes, gums and / or pasty fatty substances of animal, vegetable, mineral or synthetic origin, as well as their mixtures.
• - silicone gums - animal, vegetable, mineral or synthetic waxes such as microcrystalline waxes, paraffin, petrolatum, petroleum jelly, ozokerite, montan wax; beeswax, lanolin and its derivatives; candellila, Ouricury, Camauba, Japanese waxes, cocoa butter, cork fiber or sugar cane waxes; hydrogenated oils concrete at 25 ° C, ozokerites, fatty esters and glycerides concrete at 25 ° C; polyethylene waxes and waxes obtained by Fischer-Tropsch synthesis; concrete hydrogenated oils at 25 ° C; lanolines; concrete fatty esters at 25 ° C; silicone waxes; fluorinated waxes; their mixtures.
• microcrystalline waxes paraffin, petrolatum, petroleum jelly, ozokerite, montan wax
• beeswax lanolin and its derivatives
• candellila Ouricury, Camauba, Japanese waxes, cocoa butter, cork fiber or sugar
• the fatty phase can be present in proportions ranging, for example, up to 30%, preferably from 0.1 to 20% and better still from 0.5 to 10% of the total weight of the composition, these proportions varying according to selected application.
• Oils or waxes can be introduced into the aqueous phase in the presence of one or more surfactants to ensure better dispersion.
• compositions according to the invention can therefore also contain one or more O / W surfactants or ionic or nonionic cosurfactants, of HLB (hydrophilic-lipophilic balance) greater than or equal to 8, usually used in the cosmetic field.
• HLB hydrophilic-lipophilic balance
• the amount of surfactant or cosurfactant preferably ranges from 0.05 to 8% of the total weight of the composition.
• the composition can also comprise any additional compound usually used in the cosmetic field.
• These complementary compounds can be chosen from antioxidants, essential oils, preservatives, cosmetic or pharmaceutical active ingredients that are lipophilic or hydrophilic, moisturizers, vitamins, essential fatty acids, sphingoiipids, self-tanning compounds such as DHA, sun filters, perfumes, and mixtures thereof.
• antioxidants can be chosen from antioxidants, essential oils, preservatives, cosmetic or pharmaceutical active ingredients that are lipophilic or hydrophilic, moisturizers, vitamins, essential fatty acids, sphingoiipids, self-tanning compounds such as DHA, sun filters, perfumes, and mixtures thereof.
• the gels and the compositions with an aqueous continuous phase according to the invention can be prepared according to the conventional methods for preparing the sticks, these methods being well known to those skilled in the art.
• the gels and compositions according to the invention may constitute make-up or care products for the skin, in particular the body, the face and / or the scalp, or keratin fibers, in particular the hair, nails, eyelashes and / or eyebrows, or also mucous membranes, in particular the lips. They can thus constitute body makeup products, foundations, eyeshadows, blushes, concealers, lipsticks, lip contour pencils, mascaras, contour pencils eyes, sticks for dyeing or making up locks of hair.
• the amounts are given as a percentage by weight relative to the total weight of the composition.
• the Applicant has produced the aqueous gel in the form of the following stick foundation:
• This gel was prepared as follows: the water and the preservative were heated to 90 ° C., then the gellan was incorporated with stirring. After having waited 15 min, the pigment paste produced beforehand was incorporated by mixing the pigments with propylene glycol. Then we incorporated the silicone powder.
• the mixture was then poured into a cup and then cooled. The whole is left to stand for 24 hours at room temperature.
• a very fresh stick is obtained on application, usable with a dry or wet sponge, good grip and easy and homogeneous application on the skin.
• the hardness of this gel measured as described above is: 10 g
• EXAMPLE 2 The Applicant has produced the following aqueous gel in the form of a stick for eyeshadow:
• the hardness of this stick measured as described above is: 5.54 g

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• Life Sciences & Earth Sciences (AREA)
• Health & Medical Sciences (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Veterinary Medicine (AREA)
• Birds (AREA)
• Epidemiology (AREA)
• Chemical & Material Sciences (AREA)
• Dispersion Chemistry (AREA)
• Cosmetics (AREA)

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• 1999
  • 1999-06-18 FR FR9907765A patent/FR2794999B1/fr not_active Expired - Fee Related
• 2000
  • 2000-06-09 BR BR0006830-6A patent/BR0006830A/pt not_active IP Right Cessation
  • 2000-06-09 WO PCT/FR2000/001616 patent/WO2000078279A1/fr not_active Application Discontinuation
  • 2000-06-09 AU AU56888/00A patent/AU5688800A/en not_active Abandoned
  • 2000-06-09 CA CA002340031A patent/CA2340031A1/fr not_active Abandoned
  • 2000-06-09 MX MXPA01001685A patent/MXPA01001685A/es not_active Application Discontinuation
  • 2000-06-09 EP EP00942174A patent/EP1104283A1/fr not_active Withdrawn
  • 2000-06-09 JP JP2001504344A patent/JP2003502355A/ja active Pending
  • 2000-06-09 KR KR1020017002059A patent/KR20010072738A/ko not_active Application Discontinuation

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