WO2006037665A1 - Poudre compacte contenant des particules de polyamide renfermant un agent actif - Google Patents
Poudre compacte contenant des particules de polyamide renfermant un agent actif Download PDFInfo
- Publication number
- WO2006037665A1 WO2006037665A1 PCT/EP2005/012031 EP2005012031W WO2006037665A1 WO 2006037665 A1 WO2006037665 A1 WO 2006037665A1 EP 2005012031 W EP2005012031 W EP 2005012031W WO 2006037665 A1 WO2006037665 A1 WO 2006037665A1
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- WIPO (PCT)
- Prior art keywords
- composition
- active agent
- composition according
- skin
- particles
- Prior art date
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Classifications
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- 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
- A61Q19/008—Preparations for oily skin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
- A61K8/022—Powders; Compacted Powders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- 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
- A61K8/88—Polyamides
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- 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
- A61Q1/12—Face or body powders for grooming, adorning or absorbing
-
- 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
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- 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
- A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
Definitions
- Compact powder comprising polyamide particles containing an active agent
- the present invention relates to an anhydrous cosmetic composition, especially in the form of a compact powder, comprising: a pulverulent phase comprising polyamide particles; a fatty phase; and at least one moisture-sensitive cosmetic or pharmaceutical active agent, characterized in that the said particles have a mean volume diameter of less than or equal to 10 ⁇ m and contain at least a fraction of the active agent, and in that the fatty phase represents from 0.1% to 20% by weight of the composition.
- the invention also relates to a cosmetic process for caring for greasy skin or for bleaching the skin, comprising the topical application to the skin of the abovementioned composition.
- Compact care or makeup face powders are anhydrous compositions that generally comprise, on the one hand, a pulverulent phase especially comprising pigments and/or fillers (such ,as ⁇ polyamide particles) and, on the other hand, a fatty phase as binder comprising fatty substances, which is intended to give the finished product a certain density, to give the product softness and an emollient nature and to promote its adhesion to the skin.
- These compact powders are generally intended for making up the skin, to give it a healthy appearance or to efface surface defects, or to make the surface of the skin matt by absorbing the excess sebum.
- the Applicant has now demonstrated that by trapping these active agents in nylon particles, it is possible to avoid their degradation in a humid environment.
- the nylon particles are moreover capable of being compacted, unlike particles of other materials, for instance silica.
- the encapsulated active agents can enter the pilosebaceous follicles, down to their site of action, and thus act more efficiently. This therefore avoids losses of active agent in the upper layers of the epidermis and in particular on the surface of the skin where it is liable to degrade.
- compositions that may be anhydrous or in powder form, comprising a porous support, for example made of polyamide, on or in which is adsorbed an active agent, such as vitamin C, the support having any particle size or a size such that the active agent remains on the surface of the skin (thus greater than 10 ⁇ m) .
- Patent application WO 98/58628 also discloses anhydrous bleaching compositions, optionally in powder form, which deliver active agents to the stratum corneum, the upper layer of the epidermis.
- These compositions contain a depigmenting agent (kojic acid), and also an exfoliant, in particular salicylic acid, adsorbed onto or in a support material such as a polyamide with a particle size of less than 20 ⁇ m, but preferably such that the exfoliant does not enter the pilosebaceous follicles, i.e. generally greater than 10 ⁇ m.
- the particles of the support material have the function of protecting the exfoliant in the event of incompatibility with other active agents of the composition.
- They contain the exfoliant, optionally in a form dissolved or dispersed in a hydrophilic support medium such as water, an alcohol or an ether.
- Example 4 of patent application WO 98/58628 thus discloses an anhydrous composition containing kojic acid, and also nylon beads filled with lactic acid mixed with glycerol.
- This composition contains more than 65% by weight of fatty phase, which creates a protective medium with respect to ambient moisture and thus avoids the degradation of the moisture-sensitive active agents. However, it does not have the powdery feel of a compact powder.
- the HAPPI database discloses an anhydrous face powder containing 8.75 weight percent of binding agents and powders, among which Orgasol 2002 N5 HY COS which has a size of 5 ⁇ m and contains hyaluronic acid.
- Orgasol 2002 N5 HY COS which has a size of 5 ⁇ m and contains hyaluronic acid.
- US- 6,569,438 Examples K13 and K15
- sticks containing Nylon powder of 10 ⁇ m (Orgasol 1002 EXD WEISS 10 COS) charged with octoxyglycerine.
- the active agents contained in the Nylon particles disclosed in these two publications are either carried in water, or swellable in water, and are not considered moisture-sensitive active agents in the meaning of the present invention. There is thus still a need for a composition that may be used as a compact powder and in which moisture-sensitive active agents will be protected against degradation.
- anhydrous cosmetic composition especially in compact form, comprising: a pulverulent phase comprising polyamide particles; a fatty phase; and at least one moisture-sensitive cosmetic or pharmaceutical active agent, characterized in that the said particles have a mean volume diameter of less than or equal to 10 ⁇ m and contain at least a fraction of the active agent, and in that the fatty phase represents from 0.1% to 20% of the weight of the composition.
- a subject of the invention is also a cosmetic process for caring for greasy skin or for bleaching the skin, comprising the topical application to the skin of the abovementioned composition.
- a subject of the invention is also the use of this composition for the manufacture of a dermatological preparation for depigmenting the skin.
- the composition according to the invention comprises polyamide particles. These particles have a porous nature that allows them to adsorb a sufficient amount of active agent. They are preferably spherical, or substantially spherical, and have a mean numerical diameter of less than or equal to 10 ⁇ m and advantageously between 0.5 and 10 ⁇ m. Their specific surface area, measured by the BET method, is generally greater than 1 m 2 /g.
- the BET (Brunauer-Emmet-Teller) method is a method that is well known to those skilled in the art. It is described especially in "The Journal of the American Chemical Society", vol. 60, page 309, February 1938 and corresponds to international standard ISO 5794/1 (appendix D) .
- the specific surface area measured according to the BET method corresponds to the total specific surface area, i.e. it includes the area formed by the pores.
- polyamide particles examples include particles of Nylon 6, Nylon 6-6, Nylon 12 or Nylon 6-12, in particular particles of Nylon-12, with a mean particle diameter of 10 ⁇ m, sold by the company Atofina under the trade name Orgasol 2002 EXD NAT COS, or particles of nylon-6, with a mean particle diameter range from 5 to 9 ⁇ m, sold under the trade name Micropan 777 by the company Rim-Tech.
- the polyamide particles may, where appropriate, be surface-treated with at least one hydrophobic treatment agent, which is especially non- fluorinated, so long as they remain porous.
- This hydrophobic treatment agent may especially be chosen from: silicones, for instance, methicones or dimethicones; fatty acids, for instance stearic acid; metal soaps, for instance aluminium dimyristate or the aluminium salt of hydrogenated tallow glutamate; amino acids, N-acylamino acids or salts thereof; lecithin or isopropyl triisostearyl titanate; and mixtures thereof.
- the N-acylamino acids may comprise an acyl group containing from 8 to 22 carbon atoms, for instance a 2-ethylhexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl or cocoyl group.
- the salts of these compounds may be the aluminium, magnesium, calcium, zirconium, zinc, sodium or potassium salts.
- the amino acid may be, for example, lysine, glutamic acid or alanine.
- the polyamide particles may be present in the composition according to the invention in a content ranging from 0.01% to 50% by weight, preferably ranging from 0.1% to 30% by weight and preferentially from 1% to 15% by weight relative to the total weight of the composition.
- These polyamide particles contain at least one cosmetic or pharmaceutical active agent, which is at least partly present inside the said particles, for example present to a proportion of at least 50%, preferably at least 70% by weight and more preferentially at least 90% by weight in the said particles, relative to the total weight of the active agent introduced into the composition.
- the particles containing the active agent may be obtained according to an impregnation process comprising the following steps: - dissolution of the active agent to be encapsulated in an organic solvent with a boiling point lower than that of water at atmospheric pressure, such as acetone, isopropanol, dichloromethane or ethanol, to obtain an impregnation solution, impregnation of the polyamide particles with the said impregnation solution, evaporation of the solvent until a dry powder is obtained.
- This process allows the production of particles which, once introduced into an anhydrous composition, will not be liable or will only be sparingly liable to release the active agent they contain. This active agent will thus be well protected against the ambient moisture to which it is sensitive.
- the particles according to this invention entrap at least one moisture-sensitive active agent that can be adsorbed onto, but is at least partially absorbed into, said particles.
- moisture-sensitive active agent a compound providing at least one biological property when brought into contact with a living material such as skin, and which becomes at least to some extent degraded chemically, and more particularly oxidized, when contacted with water.
- the composition according to the invention is intended for caring for greasy skin, especially greasy skin with imperfections, such that the active agent that it contains preferably has sebo-regulatory and/or antibacterial and/or keratolytic and/or calmative properties.
- Cosmetic active agents of this type include: seboregulators such as: retinoids, in particular retinol; sulfur and sulfur derivatives; vitamin B ⁇ or pyridoxine; extracts of plants such as Cinnamomum zeylanicum, Laminaria saccharina, Spiraea ulmaria, Arnica montana, Cinchona succirubra, Eugenia caryophyllata, Humulus lupulus, Hypericum perforatum, Mentha piperita, Rosmarinus officinalis, Salvia officinalis, Thymus vulgaris; Serenoa repens; and Eugenia caryophyllata;
- seboregulators such as: retinoids, in particular retinol; sulfur and sulfur derivatives; vitamin B ⁇ or pyridoxine
- extracts of plants such as Cinnamomum zeylanicum, Laminaria saccharina, Spiraea ulmaria, Arnica montana, Cin
- keratolytic agents such as ⁇ -hydroxy acids, in particular salicylic acid and its derivatives
- ⁇ -hydroxy acids such as glycolic acid, citric acid, lactic acid, tartaric acid, malic acid or mandelic acid; urea; gentisic acid; oligofucoses; cinnamic acid; extracts of Saphora japonica; resveratrol; certain jasmonic acid derivatives; aminosulfonic compounds and in particular (N-2-hydroxyethylpiperazine-N-2- ethane) sulfonic acid (HEPES); 2-oxothiazolidine-4- carboxylic acid (procysteine) derivatives; derivatives of ⁇ -amino acids of glycine type (as described in EP 0 852 949, such as the sodium methyl glycine diacetate sold by BASF under the trade name Trilon M) ; honey; and sugar derivatives such as O-octanoyl-6-D-maltose and N-
- anti-inflammatory agents or calmatives such as: pentacyclic triterpenes and plant extracts (e.g.: Glycyrrhiza glabra) containing them; oleanolic acid and its salts; betulinic acid and its salts; salicylic acid salts, in particular zinc salicylate; extracts of plants such as Paeonia suffruticosa and/or lactiflora, Laminaria saccharina, Pygeum, Boswellia serrata, Centipeda cunnighami, Helianthus annuus, Linum usitatissimum, Cola nitida, Epilobium angustifolium, Aloe vera, Bacopa monieri; bisabolol and camomile extracts; allantoin; the phosphoric diester of vitamins E and C sold especially by the company SEPPIC; omega-3 unsaturated oils such as musk rose oil, blackcurrant oil or Echium oil; capryloyl gly
- the composition according to the invention is intended for bleaching or depigmenting the skin, such that the active agent that it contains preferably has the property of inhibiting tyrosinase and/or of reducing the dendricity of the melanocytes.
- it may be used for cosmetic purposes to lighten the complexion and may comprise, as cosmetic active agent, at least one compound chosen from: kojic acid; ellagic acid; arbutin and its derivatives such as those described in patent applications EP-895 779 and EP-524 109; hydroquinone; aminophenol derivatives such as those described in patent applications WO 99/10318 and WO 99/32077,and in particular N-cholesteryloxycarbonyl-para-aminophenol and N-ethyloxycarbonyl-para-aminophenol; iminophenol derivatives, in particular those described in patent application WO 99/22707; L-2-oxothiazolidine-4- carboxylic acid or procysteine, and also its salts and esters; calcium D-pantheteine sulfonate; ascorbic acid and its derivatives, especially ascorbyl glucoside; and extracts of plants, in particular of liquorice, of mulberry, of skullcap and of Bacopa monnieri.
- composition according to the invention may also be used in the treatment of certain leucodermas, such as vitiligo.
- composition according to the invention may comprise hydroquinone as pharmaceutical active agent.
- composition according to the invention may also comprise pigments and/or fillers conventionally used in products in compact powder form.
- pigments should be understood as meaning white or coloured, mineral or organic particles of any form, which are insoluble in the composition and are intended to colour it.
- the pigments may be white or coloured, and mineral and/or organic.
- mineral pigments that may be mentioned are titanium dioxide, optionally surface- treated, zirconium oxide and cerium oxide, and also zinc oxide, iron oxide (black, yellow or red) or chromium oxide, manganese violet, ultramarine blue, chromium hydrate and ferric blue, and metal powders, for instance aluminium powder or copper powder.
- the pigments may also be chosen from metal oxide nanopigments, such as titanium dioxide, zinc oxide, iron oxide, zirconium oxide or cerium oxide, and mixtures thereof.
- nanopigments means pigments with a mean particle size ranging from 1 nm to 500 nm and preferably ranging from 10 nm to 100 nm.
- organic pigments that may be mentioned are carbon black, pigments of D & C type, and lakes, especially lakes based on cochineal carmine, barium, strontium, calcium or aluminium.
- the pigments may be present in the composition in a content ranging from 0.1% to 15% by weight, preferably from 0.5% to 12% by weight and preferentially from 1% to 10% by weight relative to the total weight of the composition.
- the compact powder according to the invention may comprise an additional pulverulent dyestuff other than the pigments described above, which may especially be chosen from nacres.
- nacres should be understood as meaning iridescent particles of any form, especially produced by certain molluscs in their shell or else synthesized.
- the nacres may be chosen from white nacres such as mica coated with titanium or with bismuth oxychloride, coloured nacres such as titanium mica coated with iron oxides, titanium mica coated especially with ferric blue or with chromium oxide, titanium mica coated with an organic pigment of the abovementioned type, and also nacres based on bismuth oxychloride.
- the nacres may be present in the composition in a content ranging from 0.1% to 50% by weight, preferably from 0.1% to 40% by weight and preferentially from 0.1% to 30% by weight relative to the total weight of the composition.
- the composition according to the invention may also or as a variant comprise fillers other than the polyamide particles, nacres and pigments described above.
- fillers should be understood as meaning colourless or white, mineral or organic particles of any form, which are insoluble in the medium of the composition irrespective of the temperature at which the composition is manufactured, and which do not colour the composition.
- the fillers may be of any form, platelet- shaped, spherical or oblong, irrespective of the crystallographic form (for example lamellar, cubic, hexagonal, orthorhombic, etc.) . Mention may be made of: talc, mica, silica, kaolin, poly- ⁇ -alanine and polyethylene, powders of tetrafluoroethylene polymers
- Teflon® lauroyllysine, starch, boron nitride, hollow polymer microspheres such as those of polyvinylidene chloride/acrylonitrile, for instance Expancel® (Nobel Industrie) or of acrylic acid copolymers, silicone resin microbeads (for example Tospearls® from Toshiba) , elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrocarbonate, hydroxyapatite, barium sulfate, aluminium oxides, polyurethane powders, composite fillers, hollow silica microspheres, and glass or ceramic microcapsules.
- silicone resin microbeads for example Tospearls® from Toshiba
- elastomeric polyorganosiloxane particles precipitated calcium carbonate, magnesium carbonate, magnesium hydrocarbonate, hydroxyapatite, barium sulfate, aluminium oxides, polyurethane powders, composite fillers, hollow si
- the composition may also contain metal soaps derived from organic carboxylic acids containing from 8 to 22 carbon atoms and preferably from 12 to 18 carbon atoms, for example zinc stearate, magnesium stearate, lithium stearate, zinc laurate or magnesium myristate.
- the fillers may be present in the composition in a content ranging from 0.1% to 95% by weight, preferably from 1% to 85% by weight and preferentially from 1% to 80% by weight relative to the total weight of the composition.
- the fatty phase of the compact powder is a phase that is fatty at room temperature (25°C) , consisting of water- insoluble liguid or waxy compounds that have no surfactant properties within the meaning of the McCutcheon and CTFA dictionaries.
- This fatty phase may comprise one or more oils and/or waxes, commonly used in compact powders.
- oils and waxes that may be used, mention may be made of soybean oil, grapeseed oil, .sesame seed oil, corn oil, rapeseed oil, sunflower oil, cottonseed oil, avocado oil, olive oil, castor oil, jojoba oil, or groundnut oil; hydrocarbon oils, such as liquid paraffin, squalane, petroleum jelly and polydecene; fatty esters, such as isopropyl myristate, isopropyl palmitate, butyl stearate, isodecyl stearate, hexyl laurate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-hexyldecyl laurate, 2-octyldecyl palmitate, 2-octyldodecyl myristate or lactate, 2- diethylhexyl succinate, diisostearyl malate, and glyceryl or diglyceryl triisost
- the fatty phase may be present in a content ranging from 0.1% to 20% by weight, preferably from 0.1% to 15% by weight and preferentially from 0.1% to 10%- by weight relative to the total weight of the composition.
- composition may comprise other ingredients (adjuvants) usually used in cosmetics, such as preserving agents, UV-screening agents, thickeners, surfactants and fragrances .
- adjuvants usually used in cosmetics, such as preserving agents, UV-screening agents, thickeners, surfactants and fragrances .
- the composition according to the invention is an anhydrous composition, i.e. a composition containing less than 2% by weight of water, or even less than 0.5% of water, and especially free of water, the water not being added during the preparation of the composition, but corresponding to the residual water introduced by the mixed ingredients.
- the composition is advantageously in the form of a compact powder, which may be prepared by mixing the ingredients of the pulverulent phase (optional polyamide particles, fillers, nacres and pigments) , followed by adding the fatty phase with stirring, the mixture then being ground (for example in a powder mill of Baker type) , screened and then poured into a dish and compacted.
- the ground and screened mixture of the pulverulent phase and of the fatty phase is compacted, for example, using a press, especially by applying a pressure ranging from 0.5 MPa to 10 MPa and preferably ranging from 1 MPa to 5 MPa.
- a press especially by applying a pressure ranging from 0.5 MPa to 10 MPa and preferably ranging from 1 MPa to 5 MPa.
- the filled particles were prepared in the following manner: a solution containing 20 g of salicylic acid, 1 1 of acetone and 200 g of Nylon-12 (Orgasol 2002 UD NAT COS 204 - Atofina) was prepared. This solution was stirred at room temperature until dissolution of the active agent was complete. The solution was then transferred into a round-bottomed flask and the acetone was evaporated off on a Rotavapor at 40 0 C. After complete evaporation of the solvent, a powder was thus obtained consisting of nylon particles whose pores are filled with salicylic acid in solid form.
- compositions A and B above were evaluated. To do this, these compositions were packaged in a 10 g case. The cases were then placed for two months in an oven under a relative humidity of 80% and at a temperature of 45°C. The macroscopic appearance of the powders after storage in the oven was then evaluated. After two months, composition A was in the form of a pinkish powder with dark pink spots, whereas composition B was in the form of a white powder with no coloration at the surface or in the bulk.
- composition according to the invention shows no unattractive coloration.
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Abstract
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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FR0452314A FR2876284B1 (fr) | 2004-10-08 | 2004-10-08 | Poudre compacte contenant des particules de polyamide renfermant un actif |
FR0452314 | 2004-10-08 | ||
US62418004P | 2004-11-03 | 2004-11-03 | |
US60/624,180 | 2004-11-03 |
Publications (1)
Publication Number | Publication Date |
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WO2006037665A1 true WO2006037665A1 (fr) | 2006-04-13 |
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ID=35734916
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2005/012031 WO2006037665A1 (fr) | 2004-10-08 | 2005-09-23 | Poudre compacte contenant des particules de polyamide renfermant un agent actif |
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WO (1) | WO2006037665A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104411742A (zh) * | 2012-07-06 | 2015-03-11 | 阿克马法国公司 | 水分散性聚酰胺粉末 |
WO2015150694A1 (fr) | 2014-03-31 | 2015-10-08 | Arkema France | Composition cosmetique pour l'eclaircissement de la peau |
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US5876758A (en) * | 1989-08-04 | 1999-03-02 | Lvmh Recherche | Solid complex particles comprising a biologically active solid substance, mode of preparation and compositions for topical use containing them and intended to treat biological surfaces |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104411742A (zh) * | 2012-07-06 | 2015-03-11 | 阿克马法国公司 | 水分散性聚酰胺粉末 |
US20150166736A1 (en) * | 2012-07-06 | 2015-06-18 | Arkema France | Water-dispersible polyamide powder |
CN104411742B (zh) * | 2012-07-06 | 2018-04-24 | 阿克马法国公司 | 水分散性聚酰胺粉末 |
US10323130B2 (en) * | 2012-07-06 | 2019-06-18 | Arkema France | Water-dispersible polyamide powder |
WO2015150694A1 (fr) | 2014-03-31 | 2015-10-08 | Arkema France | Composition cosmetique pour l'eclaircissement de la peau |
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