WO1999043426A1 - Matrice pour la preparation de microparticules ou de nanoparticules, procede de fabrication de telles particules et particules obtenues - Google Patents
Matrice pour la preparation de microparticules ou de nanoparticules, procede de fabrication de telles particules et particules obtenues Download PDFInfo
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- WO1999043426A1 WO1999043426A1 PCT/FR1999/000385 FR9900385W WO9943426A1 WO 1999043426 A1 WO1999043426 A1 WO 1999043426A1 FR 9900385 W FR9900385 W FR 9900385W WO 9943426 A1 WO9943426 A1 WO 9943426A1
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- microparticles
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- nanoparticles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5107—Excipients; Inactive ingredients
- A61K9/5123—Organic compounds, e.g. fats, sugars
-
- 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
- A61K8/11—Encapsulated compositions
-
- 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
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- 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
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—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
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
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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
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
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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
- A61K8/18—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
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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
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/678—Tocopherol, i.e. vitamin E
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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
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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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
- A61Q19/06—Preparations for care of the skin for countering cellulitis
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2/00—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic
- B01J2/02—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic by dividing the liquid material into drops, e.g. by spraying, and solidifying the drops
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
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- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/28—Rubbing or scrubbing compositions; Peeling or abrasive compositions; Containing exfoliants
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- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
Definitions
- the present invention relates to the field of encapsulation and vectorization of substances, agents or ingredients having specific properties, in particular in the field of cosmetics, and relates to a hydrophobic or lipid matrix for the preparation microparticles and / or nanoparticles, a process for manufacturing such particles and the particles thus obtained.
- Dispersed lipid-based systems have been studied for a long time in the cosmetic industry with the aim of encapsulating and conveying active principles in the form of microparticles or nanoparticles (liposomes, niosomes).
- thermofusion technique or "hot-melt”
- a molten wax is dispersed with stirring in water or an immiscible liquid brought to the temperature of the molten wax.
- the dispersion obtained is then cooled to allow the solidification of the droplets of molten wax.
- the French patent application published under the number 2737668 describes a process for manufacturing beads based on lipophilic substances constituted by a wax or a mixture of waxes, with a melting point of between 25 ° C and 60 ° C, obtained after dispersion with stirring and then cooling, in the presence of surfactants, of molten waxes, in an aqueous phase (at the temperature of molten waxes) comprising water and a hydrophilic polymer.
- PCT patent applications No. WO 93/05768 and WO 94/20072 describe a process for obtaining solid lipid nanoparticles after homogenization under high pressure of a hot aqueous dispersion of a wax or a mixture of waxes in fusion, possibly in the presence of surfactants, the nanoparticles solidifying on cooling.
- the liposomes and niosomes used have a low capacity for trapping such ingredients in their lipid structure.
- the - 2 - microparticles and solid lipid nanoparticles produced cannot incorporate significant quantities of liquid active principles, without risk of modification of their structure and therefore without risk of alteration of their stability.
- the present invention aims in particular to overcome the aforementioned drawbacks and to provide a technical solution for the preparation of microparticles and / or nanoparticles highly charged, in particular in liquid active principle.
- the subject of the present invention is a matrix intended to form microparticles or nanoparticles by hot dispersion in a gaseous or liquid immiscible medium, characterized in that it is composed of at least one hydrophobic body which is solid at temperature ambient and at least one liquid, hydrophobic and / or lipophilic body, hot mixed by solubilization of the solid body (s) in the liquid body (s), said matrix having a melting temperature between 25 ° C and 85 ° C.
- the solid body or the mixture of solid bodies and, where appropriate, the liquid body or mixture of liquid bodies, as well as possibly their proportion is (are ) selected in such a way that the melting point of the resulting matrix is between 50 ° C and 75 ° C.
- This matrix can be used as it is or, preferably, added with one or of several active principles of hydrophobic, hydrophilic or lipophilic nature.
- the solid hydrophobic body or the mixture of solid hydrophobic bodies, constitutes from 10% to 90%, preferably from 30% to 60%, by weight of the matrix and is chosen from the group formed by solid gr.as bodies, the waxes and hydrophobic polymers used in cosmetic compositions, preferably of the type having melting temperatures between 25 ° C and 150 ° C.
- the solid hydrophobic body or the mixture of solid hydrophobic bodies, may in particular be selected, for example, from the following substances or compounds:
- polyol esters such as glycol stearate, for example; - 3 -
- stearin fatty acids
- esters such as cetyl palmitate, myristyl myristate, for example
- - fatty alcohols such as cetyl alcohol or behenic alcohol, for example
- - natural waxes such as beeswax, carnauba wax, candellila wax, arity butter or Illipé butter, for example
- - synthetic waxes such as silicone waxes sold under the name "Abil Wax” or ketones such as palmitone and stearone, for example;
- - sterols such as soy sterol and cholesterol, for example;
- - waxes derived from petroleum such as, for example, paraffins, ozokerite or microcrystalline waxes
- - gums and resins of natural origin such as rosin, shellac or gum sandaraque for example.
- the liquid hydrophobic body or the mixture of liquid hydrophobic body, constitutes from 10% to 90%, preferably from 40% to 70%, by weight of the matrix and is chosen from solvents, in particular when hot, of the hydrophobic body or bodies (s) solid (s) used in the composition of the matrix, in particular among liquid oils and liquid liposoluble active principles used in cosmetic compositions.
- liquid hydrophobic body or the mixture of liquid hydrophobic bodies, may in particular be chosen, for example, from the following substances or compounds:
- glycerol oleate or Miglyol 812, for example;
- fatty acids branched and unsaturated liquids, such as isostearic acid and oleic acid for example; - short and branched chain fatty alcohols, such as for example octyldodecanol sold under the name Eutanol G;
- oils such as isohexadecane, dioctyl cyclohexane, perhydrosqualene and halogenated oils, for example;
- liquid hydrophobic body or the equivalent mixture, may be totally or partially replaced by a liquid lipophilic active principle.
- the matrix comprises, in addition to the liquid hydrophobic body, or in replacement of the latter, between
- liquid lipophilic body 10% and 90%, preferably between 40% and 70%, by weight of a liquid lipophilic body or of a mixture of liquid lipophilic body, in the form of one or more lipophilic active principle (s) (s) liquid (s).
- the present invention also relates to a process for the manufacture of microparticles or nanoparticles, in particular intended to encapsulate and / or to vectorize one or more active substance (s), in particular lipophilic (s), hydrophobic (s) or hydrophilic (s), characterized in that it consists in preparing a matrix by solubilizing by heating at least one solid hydrophobic body, at least at room temperature, in at least one liquid, hydrophobic and / or lipophilic body, at a higher temperature at the melting point of the resulting matrix, dispersing this matrix when hot, in liquid or substantially liquid form, in a gaseous or liquid immiscible medium and cooling, after dispersion or during dispersion, the resulting matrix with a view to its solidification in the form of microparticles or nanoparticles.
- active substance in particular lipophilic (s), hydrophobic (s) or hydrophilic (s)
- the melting temperature of the resulting matrix is between 25 ° C and 85 ° C, preferably between 50 ° C and 75 ° C.
- This matrix will advantageously have a composition in solid hydrophobic body (s) and in liquid hydrophobic body (s) as described. - 5 - previously, said liquid hydrophobic body (s) possibly being partially or totally substituted by one or more liquid lipophilic active principle (s) as indicated below -above.
- the medium immiscible with the lipid matrix can be chosen from:
- oils such as glycerine and propylene glycol for example, or a dimethicone oil
- - water with water-soluble additives such as humectants, preservatives, cryoprotective agents, active ingredients, pH adjusters or the like;
- hydrophilic, ionic and / or non-ionic polymers such as, for example, proteins, polysaccharides (xanthan, carraghenane, galactomananne, alginate, modified starches). ..), cellulose derivatives (methyl cellulose, hydroxyethylcellulose %), acrylic polymers and copolymers (for example those known under the name Carbopol, Pemulen or Acrysol), polyacrylamide or cationic polymers derived from polyvinylpyrrolidone, guar gum or hydroxyethylcellulose, for example;
- dispersible stabilizing agents such as silica, aluminum and magnesium silicate (as under the designation Neegum) or the like.
- a matrix of identical composition may lead to both forms of encapsulation and vectorization.
- - 6 For the preparation of nanoparticles of sizes less than 500 nanometers, the presence of surfactants is generally necessary.
- non-ionic and / or ionic surfactants commonly used in cosmetics, and referenced, for example, in the second edition of the "Encyclopedia of Surfactants” published by the journal “Cosmetics and Toiletries”, and , preferably, from surfactants of natural origin such as, for example, phospholipids and derivatives, amino acid derivatives such as acylglutamates, sucrose esters, alkylglucosides, distearoyl ethyl hydroxy ethyl ethyl methosulfate (known as trade name of "Dehyquart F75”) or the self-emulsifiable base of vegetable origin known under the trade name "Tegin N", this or these surfactants being able to be incorporated in one or the other of the phases according to its (their) physico-chemical properties.
- surfactants of natural origin such as, for example, phospholipids and derivatives, amino acid derivatives such as acylglutamates, sucrose esters, alky
- the surfactant can be formed in situ in the case of saponification of a fatty acid present in the matrix as a solid hydrophobic body.
- provision may be made to disperse the hot matrix in the liquid or substantially liquid state in a medium, gaseous or liquid, cold so as to obtain by spontaneous solidification of fine liquid droplets dispersed under form of solid microparticles.
- the hot lipid solution constituting the matrix can, for example, be dispersed in the form of fine liquid droplets in an enclosure of cold air in which they solidify spontaneously to form microparticles of small sizes.
- Microparticles of size substantially between 0.5 and 5 millimeters can also be obtained by the technique known as stalagmopoiesis, which consists in solidifying droplets of hot lipid solution after free fall in a cold air chamber or against -current of cold water, or in a cold immiscible liquid.
- hydrophobic active principles which can be incorporated into and carried by the particles obtained by the process according to the invention incorporated into said microparticles or nanoparticles during their formation due to their solubilization or their dispersion in the matrix in the liquid state, we can cite:
- hydrophilic active principles in particular solid and conveyed in adsorbed form, may, for example, be chosen from:
- hydrophobic, lipophilic and / or hydrophilic active substance (s) which must, if necessary, be encapsulated or vectorized, is (are) incorporated, for example by dispersion or solubilization, in the matrix in the liquid state before dispersion and cooling of the latter.
- a step can further be provided consisting in adsorbing hydrophilic active substances present in the aqueous phase on the surface of the microparticles or nanoparticles formed trapping a lipophilic active principle.
- the carrying out of the aforementioned step is facilitated when the manufacturing process according to the invention integrates two successive operating phases consisting in producing, first of all, microparticles or nanoparticles charged positively or negatively, by selecting the natures and the proportions of the constituents of the matrix and of the dispersion medium and by adjusting the pH of said dispersion medium in an appropriate manner, and then complexing said microparticles or nanoparticles with one or more active principles of opposite charge or having opposite local charges in its structure.
- this adsorption phenomenon can be amplified by producing nanoparticles and / or microparticles charged positively or negatively, complexed by an active principle of opposite charge or having both in its structure. - 8 -
- hydrophilic substances such as proteins, enzymes, protein hydrolysates or amino acids are capable of fixing and to immobilize on the surface of nanoparticles and / or microparticles negatively or positively charged, active ingredients of anionic nature, such as for example magnesium ascorbyl phosphate or solar filters with sulfonate group, adsorbing preferentially on positively charged particles .
- active ingredients of anionic nature such as for example magnesium ascorbyl phosphate or solar filters with sulfonate group, adsorbing preferentially on positively charged particles .
- the complexation has the effect of breaking the interface formed to give rise to microparticulate aggregates (composed of nanoparticles and / or microparticles agglomerated by an appropriate complexing agent).
- microparticulate aggregates formed by adsorption of hydrophilic active principles charged by ionic complexing on microparticles or nanoparticles of opposite charge, and then to dry said microparticulate aggregates. , for example by lyophilization or by drying in a fluidized bed, to obtain hydrophobic powders insoluble in water with double activity potential.
- microparticles or nanoparticles in suspension obtained by the process according to the invention can also be dehydrated in order to result in a pulverulent end product.
- the present invention also relates to microparticles or nanoparticles obtained in particular by means of the manufacturing process described above and having sizes between 5 millimeters and 10 nanometers, preferably between 50 nanometers and 3 millimeters, characterized in that they are formed from a hydrophobic or lipid matrix as presented above.
- nanoparticles and / or microparticles carrying hydrophilic active ingredients in particular hydrophilic active ingredients, microcrystallized solid, - or nanoparticles and / or microparticles carrying hydrophobic active ingredients included in the matrix itself
- microparticles or nanoparticles may in particular contain substances chosen from the group formed by liposoluble or lipodispersible active principles, liposoluble dyes, hydrophilic active principles in dispersed form, organic and mineral fillers such as, for example, pigments, agents pearlescent or talc, maintained in suspension by stabilizing additives such as bentones, bentone derivatives, silica or any other similar ingredient capable of stabilizing oily suspensions.
- these particles may also carry one or more hydrophobic active principle (s), incorporated into said microparticles or nanoparticles during their formation due to their solubilization or their dispersion in the matrix in the liquid state, chosen from the group indicated above, or else carry hydrophilic active principles in adsorbed form.
- hydrophobic active principle s
- the systems obtained whether simple nanoparticles and / or microparticles, nanoparticles and / or microparticles on the surface of which various molecules are adsorbed or nano- particles or / or microparticles complexed in the form of aggregates, have high hot stability and can therefore successfully undergo the stability tests commonly carried out in the cosmetic industry.
- the invention also relates to a cosmetic and / or dermopharmaceutical composition for caring for the skin and / or integuments, characterized in that it comprises, as active ingredient or vehicle of active ingredient (s) ( s) microparticles and / or nanoparticles as described above.
- active ingredient s
- microparticles and / or nanoparticles as described above.
- these nanoparticles and / or microparticles may vary according to the titer of active principle of these nanoparticles and / or microparticles, and of the concentration of active principle desired in the finished product, from 0J to 20%, preferably 0.5 to 10%, by weight of the cosmetic and or dermopharmaceutical composition.
- composition of a lipid matrix for the preparation of nanoparticles or microparticles.
- composition is prepared by successively carrying out the following operations.
- the three components are brought to a temperature of 90 ° C, in order to obtain a homogeneous and clear solution.
- the solution is then cooled and kept in a thermostatically controlled bath at a temperature of 75 ° C.
- the drop point of the solidified mixture is 65.7 ° C, measured by a Mettler PF5-PF53 device - 11 - EXAMPLE 2
- composition of a lipid matrix for the preparation of nanoparticles, micorparticles.
- composition is prepared by successively carrying out the following operations.
- the first three components are brought to the temperature of 90 ° C, in order to obtain a homogeneous and clear solution.
- the caprylic / capric triglyceride is heated to 45 ° C and then added with stirring to the first phase.
- the drop point of the solidified mixture is 65.7 ° C., measured by a Mettler PF5-PF53 device.
- a Lipid matrix of example 2 200.00 g
- Phase A at 75 ° C is dispersed with helical stirring at 800 rpm in phase B at 75 ° C, then the dispersion is then cooled with stirring in an ice-water bath to allow the microparticles to solidify.
- microparticles are collected on a sieve and rinsed with osmosis water.
- Phase A at 75 ° C is dispersed with Polytron-type turbine stirring at 2500 rpm for 5 minutes in phase B at 75 ° C in a 5-liter Pyrex beaker in a thermostatically controlled bath.
- the dispersion is then cooled with stirring in an ice-water bath, phase C being introduced at 40 ° C, the cooling being continued until room temperature.
- microparticles are kept in suspension in their production medium and can be incorporated into cosmetic emulsions and hydrogels.
- Phase A at 75 ° C is dispersed in phase B at 75 ° C with stirring Polytron 2500 rpm turbine.
- the emulsion obtained is homogenized under 800 bars of pressure, three homogenizations being carried out successively.
- the suspension obtained is cooled with moderate stirring.
- the average size of the nanoparticles measured by photon correlation spectroscopy is 108 nm. - 13 - EXAMPLE 6
- the waxes are melted at 90 ° C, the chromium oxide is dispersed in Sphingoceryl NEG at 40 ° C and the dispersion is then added to the molten waxes.
- Phase A is maintained at 75 ° C and then dispersed in phase B at 75 ° C with propeller stirring at 800 rpm.
- the suspension obtained is cooled with stirring to ambient temperature.
- the microparticles of green color isolated after sieving can be incorporated into a hydrogel or an O / W emulsion.
- Phase A at 75 ° C is dispersed in phase B at 75 ° C with propeller stirring at 400 rpm.
- the dispersion is cooled to room temperature, the microparticles are isolated by sieving and can be inco ⁇ orated in a gel - 14 - exfoliant massage, a slimming active principle being released as and when applied.
- Phase A at 75 ° C is dispersed in phase B at 75 ° C with Polytron turbine stirring at 2500 rpm.
- the dispersion is cooled to room temperature.
- the microparticles are kept in suspension in the preparation medium.
- Phase A at 75 ° C. is dispersed in phase B at 75 ° C. with turbine agitation, Polytron 2500 rpm type.
- the emulsion obtained is homogenized under 800 bars of pressure at 75 ° C, two homogenizations being carried out.
- the suspension obtained is cooled with moderate stirring.
- - 15 - The average size of nanoparticles measured by photon correlation spectroscopy is 1 10 nm.
- Phase A is melted at 75 ° C., the titanium dioxide is dispersed with turbine stirring. Phase A is dispersed with propeller stirring 900 rpm in phase B at 75 ° C. The dispersion is cooled to room temperature. The microparticles are isolated by sieving and can be incorporated into hydrogels and / or solar emulsions.
- Phase A at 75 ° C. is dispersed in phase B at 75 ° C. with turbine agitation, Polytron 2500 rpm type.
- the emulsion obtained is homogenized under 800 bars of pressure, three homogenizations being carried out.
- the suspension obtained is cooled with moderate stirring.
- the average size of the nanoparticles measured by photon correlation spectroscopy is 174 nm.
- a Cationic nanoparticles from Example 1 1 30.00% Osmosis water 40.00%
- Phases A and B are mixed with moderate stirring at room temperature.
- microparticulate aggregates formed can be separated by filtration, or the dispersion obtained can be dried by the spray-drying technique to yield lipid microparticles complexed by a protein derivative.
- the microparticles thus obtained can be incorporated into hair care products (moisturizers, bioconditioners).
- Phase A at 75 ° C is dispersed with Polytron turbine stirring at 2500 rpm in phase B at 75 ° C.
- the dispersion obtained is homogenized under a pressure of 500 bars at 75 ° C, then cooled with moderate stirring, the phase C being added at 40 ° C.
- the dispersion is cooled to room temperature and is in the form of a fluid serum releasing a soy protein and its matrix on application.
- the skin is covered with a non-perceptible oily film resistant to water.
- Cosmetic facial care product in the form of a cream, comprising nanoparticles enriched with Vitamin E
- One method of preparing the aforementioned facial care cream may consist in heating fraction A and fraction B separately to 75 ° C., adding fraction A to fraction B with stirring with a turbine, then cooling the mixture A and B up to 40 ° C and introduce fraction C therein, then cool everything down to room temperature.
- fraction A and fraction B may consist in heating fraction A and fraction B separately to 75 ° C., adding fraction A to fraction B with stirring with a turbine, then cooling the mixture A and B up to 40 ° C and introduce fraction C therein, then cool everything down to room temperature.
- Cosmetic product in the form of a massage gel based on exfoliating microparticles releasing a slimming active principle on application
- One method of preparing the aforementioned massage gel may consist in dispersing fraction A in fraction B with stirring with a turbine, and in introducing fraction C therein with moderate stirring.
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Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000533215A JP2002504425A (ja) | 1998-02-27 | 1999-02-19 | ミクロ粒子又はナノ粒子製造用マトリックス、前記粒子の製造方法及び得られる粒子 |
EP99904918A EP1060011A1 (fr) | 1998-02-27 | 1999-02-19 | Matrice pour la preparation de microparticules ou de nanoparticules, procede de fabrication de telles particules et particules obtenues |
AU25256/99A AU2525699A (en) | 1998-02-27 | 1999-02-19 | Matrix for preparing microparticles or nanoparticles, method for making said particles and resulting particles |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR98/02578 | 1998-02-27 | ||
FR9802578A FR2775441B1 (fr) | 1998-02-27 | 1998-02-27 | Matrice pour la preparation de microparticules ou de nanoparticules, procede de fabrication de telles particules et particules obtenues |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09623128 A-371-Of-International | 2000-10-10 | ||
US10/388,658 Continuation US20030180235A1 (en) | 1998-02-27 | 2003-03-17 | Matrix for preparing microparticles or nanoparticles, method for making said particles and resulting particles |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999043426A1 true WO1999043426A1 (fr) | 1999-09-02 |
Family
ID=9523602
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR1999/000385 WO1999043426A1 (fr) | 1998-02-27 | 1999-02-19 | Matrice pour la preparation de microparticules ou de nanoparticules, procede de fabrication de telles particules et particules obtenues |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1060011A1 (fr) |
JP (1) | JP2002504425A (fr) |
AU (1) | AU2525699A (fr) |
FR (1) | FR2775441B1 (fr) |
WO (1) | WO1999043426A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2809011A1 (fr) * | 2000-05-22 | 2001-11-23 | Sederma Sa | Utilisation du beurre de karite incorpore dans les microcapsules fixees sur tout textile pour augmenter l'hydratation cutanee |
EP2011565A1 (fr) | 2007-07-05 | 2009-01-07 | L'oreal | Capsules de type noyau/écorce et procédé de préparation |
CN101686906B (zh) * | 2007-03-06 | 2013-05-29 | 彼得·格里温·霍舒茨有限公司 | 皮肤清洁剂 |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU4917900A (en) * | 1999-05-07 | 2000-11-21 | Pharmasol Gmbh | Lipid particles on the basis of mixtures of liquid and solid lipids and method for producing same |
FR2814380B1 (fr) | 2000-09-25 | 2002-11-08 | Serobiologiques Lab Sa | Poudre de microcapsules et procede d'obtention |
KR20050089045A (ko) * | 2002-12-19 | 2005-09-07 | 액세스 비지니스 그룹 인터내셔날 엘엘씨 | 수용성 비타민 e에 의한 피부 세포 재생의 증가 |
AU2003239845A1 (en) * | 2003-05-07 | 2004-11-26 | Ifac Gmbh And Co.Kg | Compositions for the targetted release of fragrances and aromas |
CA2549966A1 (fr) * | 2003-12-24 | 2005-07-07 | Ltt Bio-Pharma Co., Ltd. | Nanoparticules contenant des medicaments, procede de production, et preparation pour administration parenterale obtenue a partir de la nanoparticule |
JP4851067B2 (ja) * | 2004-01-28 | 2012-01-11 | ホソカワミクロン株式会社 | ナノ粒子含有組成物およびその製造方法 |
EP1932508A4 (fr) * | 2005-09-05 | 2012-08-29 | Shiseido Co Ltd | Produit cosmétique pour auto-bronzage |
US8613956B2 (en) * | 2008-06-23 | 2013-12-24 | International Flora Technologies, Ltd. | Cosmetic particles that transform from hard to soft particles comprising hydrogenated long-chain triglyceride oils |
JP5406962B2 (ja) * | 2012-06-14 | 2014-02-05 | 花王株式会社 | ナノ粒子の製造方法 |
FR3000084B1 (fr) * | 2012-12-20 | 2015-02-27 | Coatex Sas | Microparticules d'agent actif |
EP2982363A1 (fr) * | 2014-08-04 | 2016-02-10 | Omya International AG | Système à deux composants pour formulations cosmétiques |
US20210186915A1 (en) * | 2018-03-15 | 2021-06-24 | Cerecin Inc. | Pharmaceutical compositions having high drug loadings of medium chain triglycerides and methods related thereto |
KR102649062B1 (ko) * | 2018-11-16 | 2024-03-20 | 가부시키가이샤 만다무 | 피부 세정제 조성물 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0143608A2 (fr) * | 1983-11-25 | 1985-06-05 | Ciba Specialty Chemicals Water Treatments Limited | Production et utilisation de billes polymères |
-
1998
- 1998-02-27 FR FR9802578A patent/FR2775441B1/fr not_active Expired - Fee Related
-
1999
- 1999-02-19 EP EP99904918A patent/EP1060011A1/fr not_active Ceased
- 1999-02-19 AU AU25256/99A patent/AU2525699A/en not_active Abandoned
- 1999-02-19 JP JP2000533215A patent/JP2002504425A/ja not_active Withdrawn
- 1999-02-19 WO PCT/FR1999/000385 patent/WO1999043426A1/fr not_active Application Discontinuation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0143608A2 (fr) * | 1983-11-25 | 1985-06-05 | Ciba Specialty Chemicals Water Treatments Limited | Production et utilisation de billes polymères |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2809011A1 (fr) * | 2000-05-22 | 2001-11-23 | Sederma Sa | Utilisation du beurre de karite incorpore dans les microcapsules fixees sur tout textile pour augmenter l'hydratation cutanee |
WO2001089458A1 (fr) * | 2000-05-22 | 2001-11-29 | Sederma | Utilisation du beurre de karite incorpore dans des microcapsules fixees sur tout textile pour augmenter l'hydratation cutanee. |
CN101686906B (zh) * | 2007-03-06 | 2013-05-29 | 彼得·格里温·霍舒茨有限公司 | 皮肤清洁剂 |
EP2011565A1 (fr) | 2007-07-05 | 2009-01-07 | L'oreal | Capsules de type noyau/écorce et procédé de préparation |
Also Published As
Publication number | Publication date |
---|---|
AU2525699A (en) | 1999-09-15 |
FR2775441A1 (fr) | 1999-09-03 |
FR2775441B1 (fr) | 2000-04-28 |
EP1060011A1 (fr) | 2000-12-20 |
JP2002504425A (ja) | 2002-02-12 |
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