EP1814510A1 - Systemes de solubilisation d'aromes et de parfums - Google Patents

Systemes de solubilisation d'aromes et de parfums

Info

Publication number
EP1814510A1
EP1814510A1 EP05798392A EP05798392A EP1814510A1 EP 1814510 A1 EP1814510 A1 EP 1814510A1 EP 05798392 A EP05798392 A EP 05798392A EP 05798392 A EP05798392 A EP 05798392A EP 1814510 A1 EP1814510 A1 EP 1814510A1
Authority
EP
European Patent Office
Prior art keywords
oil
solubilizing
surfactant
acid
surfactant system
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP05798392A
Other languages
German (de)
English (en)
Inventor
Florin Joseph Vlad
Rémy Mounier
Kenneth Wong
Aude Daugeron
Thomas Herd
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Firmenich SA
Original Assignee
Firmenich SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Firmenich SA filed Critical Firmenich SA
Priority to EP05798392A priority Critical patent/EP1814510A1/fr
Publication of EP1814510A1 publication Critical patent/EP1814510A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/80—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/068—Microemulsions
    • 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
    • A61K8/347—Phenols
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4993—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/608—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/676—Ascorbic acid, i.e. vitamin C
    • 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
    • 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
    • A61K8/86—Polyethers
    • 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
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • 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
    • 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
    • A61Q5/00—Preparations for care of the hair
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0017—Multi-phase liquid compositions
    • C11D17/0021—Aqueous microemulsions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0068—Deodorant compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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

Definitions

  • the present invention relates in particular to the flavor and fragrance industry and more precisely it provides compositions in the form of clear oil-in-water (o/w) microemulsions capable of carrying an oil of any composition and concentration.
  • the invention further relates to raw material concentrates that can be diluted with water to form the above microemulsions.
  • microemulsions to perfume and flavor consumer articles, or to modify other attributes of such products such as texture, antibacterial properties, malodo . r coverage ability or yet nutritional or cosmaceutical properties.
  • the products resulting from such use are also the object of the invention.
  • water-based microemulsions containing perfumes or flavors, or yet other hydrophobic active materials have already been reported in the prior art.
  • these prior known microemulsions in order to provide proper dispersion of the oil in the water-based medium, contain large amounts of short chain alcohols, namely ethanol, or other VOC (Volatile Organic Compound) materials.
  • VOC Volatile Organic Compounds as defined by the Environmental Protection Agency, and in particular we mean C 1 -C 5 alkanols, such as ethanol, or C 1 -C 5 alkanediols, such as ethylene glycol.
  • Low VOC microemulsions have also been reported in the prior art. However, generally, in formulating such microemulsions it is important to increase the total amount of surfactants so as to obviate the absence of VOCs, otherwise the final emulsions display a lack of clarity and/or stability problems, and this is unacceptable for the fragrance and flavor applications.
  • the products there-described comprise less than 10% w/w of lower aliphatic alcohols and resort to the use of a surfactant mixture comprising at least 50% by weight of a primary non-ionic surfactant, relative to the total weight of surfactant mixture, together with a lower amount of ionic co-surfactant.
  • a surfactant mixture comprising at least 50% by weight of a primary non-ionic surfactant, relative to the total weight of surfactant mixture, together with a lower amount of ionic co-surfactant.
  • the present invention provides unexpected and highly advantageous solutions to both these requirements.
  • the aim of the present invention is precisely to provide o/w microemulsions that, for any surfactant or surface active system, remain clear and stable upon concentration or dilution of the oil phase, in other words throughout the whole range of oil concentrations in the microemulsion that are useful in application.
  • the invention therefore is not only an important improvement over the o/w microemulsions disclosed in US 5,374,614, but is essentially universal, effective for any combination of oil and surfactant system that one desires to apply.
  • the presently described solution results from an unexpected interfacial synergistic effect between the surfactant system and a particular type of chemicals capable of enhancing the ability of any such surfactant system to solubilize any oil, namely perfume or flavor compositions, independently of the nature or concentration of the latter, and thus provide perfectly clear and stable microemulsions thereof, upon dilution in water.
  • an object of the present invention is a composition comprising:
  • C 1 -C 5 alkyl groups optionally hydroxylated naphthalene-sulfonic acid, an optionally hydroxylated C 11 -Ci 6 naphthalene-sulfonic acid substituted by one or two Ci-C 5 alkyl groups; v) a halide, ascorbate, bicarbonate, thiocyanate; and vi) mixtures thereof;
  • composition wherein the surfactant system is formed of a mixture of at least one non-ionic surfactant and one anionic surfactant.
  • compositions presently claimed are universal oil-solubilizing systems for the delivery or fragrance or flavor ingredients, or of other hydrophobic oils potentially useful to provide odor and/or taste to consumer products, and/or to modify the texture, nutritional, skin conditioning or other properties thereof.
  • compositions comprise a surfactant system containing one or more non-ionic surfactants and one or more anionic surfactants, the amount of anionic surfactant or surfactants being 50% or more of the total weight of the surfactant system.
  • the relative amounts of anionic and non-ionic components of the surfactant system can however be varied at will, as a function of the desired end product to be obtained. Therefore, in other useful embodiments of the invention the non-ionic surfactant is present in a preponderant amount of the surfactant system, i.e. in an amount of at least 50% -by weight.
  • compositions containing water in the form of clear o/w microemulsions.
  • the latter may contain large amounts of water, up to 80 or even 95% or more w/w, and will typically contain at least 10% of water.
  • the specific solubilization systems of the invention above-mentioned can solubilize fragrances or flavor oils, at a variety of concentrations between 0.01% and up to 80% w/w, more preferably, for the microemulsions, of up to 20 or 30% w/w, without changing the surfactant system, unlike what was the case with the surfactant/co-surfactant systems disclosed in US patent 5,374,614 for example, which were customized to the composition of the two specific fragrances disclosed therein, and to the fragrance concentration in the final products.
  • the abbreviation w/w represents weight to, or weight by, weight ratio, meaning the ratio between the weight of a specific ingredient and the weight of the clear composition or microemulsion.
  • the ratio oil/(surfactant system + solubilizing-aid) shall be designated as the "O/(S+SA)" ratio, O standing for the oil, more particularly the hydrophobic perfume or flavor, or other similar ingredient having malodor counteracting, texture modifying and/or nutritional, nutraceutical or cosmaceutical utility, S standing for the surfactant system and SA for the solubilizing-aid ingredient or ingredients of the invention.
  • surfactant or “surfactant system” it is meant here the ensemble of ingredients that serve to solubilize the oil and prepare clear microemulsions thereof in water and which are not part of the solubizing-aid ingredient as defined above.
  • microemulsion we mean here a thermodynamically stable one-phase optically isotropic system that forms spontaneously, with no need to apply any substantial external force; and which is clear at a temperature comprised between 0° and 80°C, more preferably between 3 and 80°C .
  • nuclear microemulsions we mean here microemulsions which are clear throughout the desired -range of oil concentrations, i.e. which present a clarity preferably comprised between 0 and 90 NTU, when measured between 400 and 600 nm in a 2.5 cm cell at 25 C.
  • clarity we mean here the measure of the light scattered, at an angle of 90°, by the invention's microemulsion.
  • the microemulsion has clarity comprised between 0 and 50 NTU when measured in the same conditions as specified above.
  • a specific range of surface tension can also characterize the invention's microemulsion.
  • specific microemulsions have a surface tension, measured at 25°C, not above 30 mN/r ⁇ , more preferably comprised between 20 and 30 mN/m, even more preferably comprised between 23 and 28 mN/m. Therefore, said microemulsions can contain large amounts of low polar oils.
  • low VOC or VOC-free microemulsions it is meant here microemulsions wherein the medium used to solubilize the oil, i.e. the surfactant system, the solubilizrng- aid and the water, have not been added of any volatile organic compounds (VOC), namely of solvents such as ethanol, isopropanol or other C 1 to C 5 alkanols.
  • VOC volatile organic compounds
  • the invention's solubilizing systems provide clear microemulsions which also display very good stability, e.g. phase separation is not observed within a reasonable frame of time.
  • the invention's microemulsions are commonly stable for at least 30 days, at temperatures comprised between 3° and 60°C.
  • nearly thermodynamic stability e.g. more than 6 months at temperatures comprised between 2° and 45°C, was achieved.
  • the range of temperatures in which the invention's microemulsion shows very good stability is a function of the amount, as well as the exact nature, of the oil, surfactant system and solubilizing-aid ingredient used.
  • the stability temperature range of the named microemulsions is narrower, e.g. from 5° to 45 0 C only, or wider, e.g. from 0° to 80°C.
  • oil we mean here a lipophilic organic liquid that is essentially insoluble in water.
  • An example of a suitable oil is a liquid that comprises at least 75% w/w, or even 90% w/w or more, of a flavor or a perfume, or of a flavor or perfuming composition. Said oil may also consist of a flavor or a perfume.
  • the nature of the fragrance or flavor oil to be solubilized is however immaterial for the purpose of the invention, the person skilled in the art being able to choose a solubilizing- aid ingredient amongst those above-mentioned which is suitable to provide compositions and clear o/w microemulsions having the appropriate amount of perfume or flavor.
  • Embodiments of the microemulsions of the invention which are particularly useful for perfumery, namely to prepare fragrances to be sprayed or otherwise applied on the skin, may contain 60% w/w or more of water, and an amount of solubilized oil, namely perfume, comprised between 0.1 and 30% w/w, more preferably between 5 and 20% w/w, even more preferably between 5 and 15% w/w.
  • the composition may be a clear o/w microemulsion, comprising from 5 to 15% w/w of solubilized perfume and an amount of water between 75% and 85% by weight, relative to the weight of the microemulsion.
  • any perfuming composition that contains for example from 5% w/w to 99% w/w of terpenes, and/or from 5 to 30% w/w of musks, relative to the total amount of the oil, can thus be solubilized.
  • Said terpenes may be of wood or citrus origin, such as terpineol, or d- limonene.
  • Non-restrictive examples of musks include in particular the macrocyclic
  • ketones and lactones such as pentadecanolide, hexadecanolide, Habanolide (11,12- pentadecenolide; origin: Firmenich SA), but also other musky odor materials commonly know to be difficult to solubilize in water-based compositions.
  • perfume or perfuming composition there can be used any perfuming ingredient or, as happens more often, any mixture of perfuming ingredients currently used in perfumery, e.g. of compounds capable of imparting an olfactive effect to the composition to which they are added, to impart thereto a desired odor or to modify its odor.
  • flavors or flavor compositions which are ingredients, or mixtures of ingredients able to impart or modify the taste and texture characteristics of foodstuffs, beverages, edible pharmaceuticals and other edible consumer products.
  • Said perfuming or flavoring ingredients can be of natural or synthetic origin. A detailed description of said ingredients would not be warranted here and, in any case, it cannot be exhaustive.
  • these ingredients belong to chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpene hydrocarbons, nitrogenous or sulphurous heterocyclic compounds and essential oils of natural or synthetic origin.
  • the nature of these ingredients can be found in specialized books of perfumery and flavor ingredients, e.g. in S. Arctander (Perfume and Flavor Chemicals, Montclair N. J., USA 1969), or similar textbooks of reference, and a more detailed description thereof is not warranted here.
  • the selection of such ingredients is carried out by the perfumer or flavorist without particular difficulty, on the basis of her/his general knowledge and as a function of the nature of the product to be modified and of the desired sensory effect, i.e. the perfuming or taste effect that is to be imparted to the consumer product to be perfumed or flavored.
  • the oil may also contain a suitable solvent, in a quantity of up to 40% w/w of the oil, but preferably of up to 25% w/w of the oil.
  • a suitable solvent in perfumes and flavors include triacetin and dipropylene glycol, as well as diethyl phthalate.
  • the presence of a solvent which is not a VOC may be useful to obtain a monophasic oil or to modulate the surface tension of said oil.
  • suitable solvents one may cite polar or non-polar low molecular weight solvents such as isoparaffms, paraffins, hydrocarbons, silicon oils, perfluorinated aliphatic ethers, glycol ethers, glycol ether esters, esters, or ketones.
  • Non-restrictive examples of such solvents include dimethicone or cyclomethicone, which are commercialized by Chemsil Silicon INC. under the trade names Cosmetic Fluid” 1288, and respectively Cosmetic Fluid ® 1387, jojoba oil, perfluoroisobutyl methyl ether, diethyl phthalate and isopropyl myristate.
  • Solvents that are currently used in flavors include dipropylene glycol, ethanol and triacetin.
  • oils fixatives or ingredients able to impart nutritional and health properties to the consumer products.
  • examples of the latter are fish oil and other desirable fats known for their health improving properties, vitamins, cosmetic agents, skin conditioning and sun screening agents, etc.
  • the oil composition may also contain antibacterial agents or malodor counteracting agents.
  • the fragrance or flavor oil has a surface tension comprised in a specific range namely comprised between 20 and 50 mN/m, at 25 0 C, more preferably between 28 and 35 mN/m. It is also possible to use as oil a low polar oil, in particular a low polar perfume.
  • low polar oil or perfume we mean here, for example, an oil or perfume rich in highly hydrophobic ingredients or an oil or perfume that contains only small amounts of polar solvents or is completely free of polar solvents.
  • the oil may represent between 0.01 and 80% of the composition's total weight.
  • the perfume content represents preferably from 0.1 to 15 or 20% w/w, or even 30% w/w of the microemulsion.
  • Very typical and preferred embodiments contain 5 to 15% w/w of solubilized perfume in the form of clear o/w microemulsions.
  • Flavor compositions will typically contain lower amounts of oil, as low as 0.05% or even 0.01% w/w, particularly when in the form of clear beverages.
  • Concentrated perfume compositions can typically contain 40% - 60% or even up to 70% or 80% w/w of perfume oil.
  • the surfactant system which is one of the mandatory elements of the invention's compositions, may be advantageously described as consisting in an anionic fraction, and a non-ionic fraction.
  • the anionic fraction may contain a single anionic surfactant or a mixture of anionic surfactants.
  • Suitable anionic surfactants comprise the salts of C 6 -C 24 mono- or di- sulfonic, alkylsulfuric, alkylarylsulfuric, alkylarylphosphate or carboxylic acids and also the polyethylene glycol co-polymers with sulfonic or carboxylic acids.
  • anionic surfactants are sodium, potassium, ammonium or mono-, di- or tri-ethanolammonium salts of C 6 -C 12 dialkyl sulfosuccinic acids (such as sodium dioctyl-sulfosuccinate), C 7 -C 24 alkarylsulfonic acids (such as sodium dodecyl benzenesulfonate), C 6 -C 15 alkylsulfuric acid (such as sodium dodecylsulfate), C 10 -C 20 acyl glutamic acid (such as disodium cocoyl glutamate or polyethylene glycol/dimethicone sulfosuccinic acids (such as disodium PEG-12 dimethicone sulfosuccinate known under the trade name Mackanate ® DC-50 from the Mclntyre Group).
  • C 6 -C 12 dialkyl sulfosuccinic acids such as sodium dioctyl-sulfos
  • the non-ionic fraction may contain a single non-ionic surfactant or, according to other embodiments of the invention, a mixture of non-ionic surfactants.
  • the non-ionic surfactant will have a HLB value comprised between 9 and 18, although non-ionic surfactants having a HLB outside this range may be used.
  • Suitable examples of said surfactants include ethoxylated and/or propoxylated (C 5 - C 12 alkyl)phenols ethers containing 5 to 20 EO or PO units (such as polyethylene glycol nonylphenyl ethers, polyethylene glycol octylphenyl ethers, also known under the generic tradename Polystep ® ), polyethylene glycol sorbitol ether containing 3 to 30 EO units (such as sorbitol esters with oleic, myristic, stearic, palmitic acid, known under the tradenames Tween ® from ICI or Glycosperse ® from LONZA), sucrose esters with C 8 -C 20 fatty acid (such as sucrose esters with oleic, palmitic or stearic acid, such as Ryoto Sugar Ester M-1695 commercialized by Mitsubishi-Kagaku Foods Corporation), ethoxylated aliphatic C 6 -C 20 alcohols containing 2 to
  • the resulting water-based surfactant systems have a surface tension value of less than 32 mN/m, more preferably between 22 and 28 mN/m, even more preferably between 23 and 26 mN/m.
  • the amount of surfactant system used to obtain a composition or a clear microemulsion according to the invention is kept to as low a value as possible in order to avoid the above-cited ill-effects associated with large contents of surfactant.
  • the weight ratio (oil/surfactant system) in the microemulsion can be kept constant for all concentrations of oil, namely perfume or flavor, meaning that it can be kept independent from the amount of oil that one wants to solubilize, provided that the appropriate solubilizing-aid and amount are used.
  • the presence of the solubilizing-aid ingredient in the microemulsions according to the invention makes it possible to vary the concentration of perfume or flavor in the microemulsion, as well as the amount of water in the water phase thereof, without touching the oil/surfactant ratio, and this for any type of fragrance or flavor in any specific surfactant medium, by varying the solubilizing-aid concentration and nature as a function of the oil to be solubilized and the desired amount of oil.
  • the solubilizing-aid ingredient or mixture of ingredients are used in amounts such that the ratio O/(S+SA) is comprised between 0.1 and 5, for an oil/surfactant system ratio comprised between 1 and 3.
  • Preferred compositions and clear microemulsions according to the invention display an oil/surfactant ratio above 1.0, preferably between 1.0 or 1.2 and 2, the ratio O/(S+SA) being preferably comprised between 0.5 and 2.
  • solvent we mean here an organic or inorganic salt, or a precursor thereof, of low molecular mass, e.g. below 400 g/mol.
  • solubilizing-aid ingredient it can also be used a mixture of said salts.
  • Said compounds which per their nature are neither surfactants nor solvents or solubilizers, have been found to improve the solubility of organic compounds in water.
  • these salts, and their acid precursors are able to enhance the oil- solubilization capacity of the surfactant system.
  • the same amount of surfactant is able to solubilize in the water phase more oil than if the solubilizing-aid ingredient was not present.
  • the clarity of the microemulsion thus obtained is significantly and unexpectedly improved by the presence of the solubilizing-aid ingredient.
  • the presence of at least one of the above-mentioned salts has been found to be essential in order to ensure an oil/surfactant system ratio of at least 1, as well as a crystal-clear appearance, i.e. a high clarity or, if preferred, a low turbidity of the microemulsions according to the invention.
  • suitable salts are selected from the group consisting of sodium, potassium, magnesium and calcium salts of pyridine carboxylic acids, proline acid, pyrrolidone carboxylic acid, benzoic acid, hydroxyl- benzoic acid, amino-benzoic acid, lactic acid, ascorbic acid, bicarbonate, succinic acid, oxalic acid, tartaric acid, citric acid, a C 8 -C 10 derivative of benzoic, hydroxyl-benzoic or amino-benzoic acid substituted by one or two C 1 -C 3 alkyl groups (such as the sodium salt of p-methyl-benzoic acid or of p-isopropyl-hydroxyl-benzoic acid), benzene-sulfonic acid, a C 7 -C 9 benzene-sulfonic acid substituted by one or two methyl or ethyl groups (such as potassium toluene sulfonate), optionally hydroxylated
  • solubilizing-aid ingredient may be advantageously chosen amongst the following compounds: pyrrolidone carboxylic acid sodium salt (also known as Ajidew ® NL-50 from Ajinomoto), sodium benzoate, sodium L-lactate, calcium L- ascorbate, sodium bicarbonate and di-sodium succinate, and mixtures thereof.
  • pyrrolidone carboxylic acid sodium salt also known as Ajidew ® NL-50 from Ajinomoto
  • sodium benzoate sodium L-lactate
  • calcium L- ascorbate calcium L- ascorbate
  • sodium bicarbonate sodium bicarbonate
  • di-sodium succinate and mixtures thereof.
  • solubilizing-aid ingredient is present in an amount such that the microemulsions according to the invention are clear.
  • the amount of solubilizing-aid to obtain a clear microemulsion according to the invention depends on the exact nature of the oil, on the surfactant mixture, and on the amount of oil present. The person skilled in the art is able to thus adjust the necessary amount of solubilizing-aid to obtain the desired clear microemulsions, provided that the O/S and O/(S+SA) ratios are within the ranges defined above.
  • compositions and microemulsions can also comprise, as optional components, one or more ingredients such as colorants, anti-microbial or antibacterial agents, malodor counteracting agents, antioxidants, preservatives, chelating agents or UV- inhibitors and skin conditioning agents.
  • ingredients such as colorants, anti-microbial or antibacterial agents, malodor counteracting agents, antioxidants, preservatives, chelating agents or UV- inhibitors and skin conditioning agents.
  • Such types of materials are well known to a person skilled in the art and do not need a more detailed description.
  • ingredients are added to the microemulsion, they will typically represent no more than 10% w/w, more preferably 3% w/w, or even 2% w/w, the percentages being relative to the total weight of the composition or microemulsion.
  • the invention's microemulsions can be prepared according to any method known in the art.
  • a suitable method consists in dissolving into the water the surfactant system, to form a clear micellar solution which acts as a pre-microemulsion. Possibly, during this stirring stage a nitrogen blanket may be useful to avoid foaming and to protect the system from oxygen contamination.
  • To the resulting clear micellar solution is added under gentle stirring the fragrance or flavor oil such that a milky emulsion results. Finally the latter is turned into an isotropic clear, single-phase product by addition of the solubilizing-aid ingredient, and whenever necessary the optional ingredients to form a clear microemulsion.
  • To the resulting micellar solution are added under gentle stirring the solubilizing-aid ingredient and, whenever necessary, the optional ingredients to form an initial oil-free microemulsion.
  • Under gentle mixing the resulting oil-free composition can easily solubilize the corresponding amount of oil, namely a perfume or flavor, to form an isotropic clear, single-phase microemulsion product.
  • compositions of the invention do not require water to be pre-added to the other ingredients before use of the composition by the consumer or by a consumer product manufacturer.
  • the ingredients may all be provided separately and admixed in-situ by the user, for example at a manufacturer's plant anywhere in the World, or by the consumer, the water being locally provided.
  • a single dosage formulation is contemplated for direct use by a consumer, it is possible to provide the ingredients in concentrated form, together with instructions for dilution in water by the consumer upon usage of the single dose of concentrated solubilizing system.
  • the latter is already in the form of an oil concentrate or in the form of an oil-free composition intended to be admixed with the oil provided in a separate oil package.
  • surfactants and solubilizers other than the solubilizing-aid ingredient may be admixed together to form the surfactant system (S) composed of non-ionic and anionic surfactants, and the solubilizing-aid (SA) ingredient (or mixture of ingredients) added thereto to prepare a complete solubilizing system.
  • SA solubilizing-aid
  • Such solubilizing systems are also an object of the present invention, as they constitute starting raw material ingredients for the preparation of the oil-containing compositions and microemulsions according to the invention.
  • solubilized oil concentrates formed of a solubilizing system as hereabove and the oil, in particular the fragrance or flavor oil, are compositions according to the invention, which make it possible to obtain clear microemulsions upon dilution in water.
  • Such concentrated compositions shall typically contain oil amounts, in particular fragrance or flavor amounts, forming up to 40-60%, or even 70% or 80% by weight of the concentrate, wherein the ratio between the oil and the surfactant system S is comprised between 1 and 3 and the ratio between the amount of oil and that of the overall solubilizing system, i.e. the surfactant system S plus the solubilizing-aid SA, is comprised between 0.1 and 5, more preferably between 0.5 and 2.
  • compositions as well as the o/w microemulsions resulting from their incorporation in water, are objects of the invention as here-disclosed. They may constitute components for the delivery of perfume or flavor in consumer products, or they may assume themselves the form of a consumer product, in particular of a perfume or cologne, a body spray or other body or hair perfuming product, an ironing water or a textile spray, an all-purpose cleaner (APC) or a cosmetic composition.
  • APC all-purpose cleaner
  • the invention also relates to such consumer products.
  • Typical food products wherein the microemulsions can be used include beverages, creams, dairy products and salad sauces.
  • pre-micro emulsion compositions containing water and the surfactant system can be provided and commercialized separately from the oil, respectively the solubilizing-aid ingredient, or even from mixtures of the latter with the oil.
  • an oil-free pre-microemulsion containing the surfactant and solubilizing agent can be provided separately from the oil to be solubilized.
  • the water can be added separately in-situ, upon manufacture of the desired microemulsion products, or upon use of single dosage products by the consumer.
  • oil-free products and pre-microemulsions are therefore excellent solubilizing media which allow to obtain highly clear microemulsions containing an oil such as a perfume or flavor.
  • compositions according to the invention can thus be concentrated or diluted, i;e they may contain large amounts of water or, on the contrary large amounts of perfume or flavor and even no water.
  • the concentrated solubilizing systems i.e. the oil-free or oil containing compositions that contain substantially no water or water contents not above 10% w/w, and microemulsions according to the invention, shall comprise amounts of surfactant system, solubilizing-aid and, as the case may be, oil in such relative proportions that the ratio oil/surfactant (O/S) is comprised between 1 and 3, preferably between 1.0 and 2, and the ratio O/(S+SA) is comprised between 0.1 and 5, preferably between 0.5 and 2.
  • compositions and in particular the clear microemulsions of the invention may be used as such, in particular as carriers of fragrance for topical application on the skin, hair or other surfaces such as tiles, glass or textiles. They are particularly useful as textile fresheners, for covering textile malodor, on clothes, carpets and curtains for example. Likewise, they can be used as all-purpose-cleaners to deodorize and perfume tiles, windows, kitchen and bathroom surfaces, etc. They may also be useful for perfuming clothes during ironing, thus in the form of ironing waters.
  • a suitable consumer article comprises a microemulsion as described above together with a suitable container and optionally a means to produce an aerosol, if a spray type product is desired.
  • Non-limiting examples of such consumer articles are fine fragrance compositions, deodorants and fresheners, as well as hair or skin preparations, such as fine perfumery articles, textile sprays, cosmetics and similar.
  • said consumer articles comprise a microemulsion according to the invention and a consumer product base.
  • a consumer product base we mean here a consumer product which is compatible with perfuming or flavoring ingredients in particular.
  • a perfumed article according to the invention comprises the functional formulation, as well as optionally additional benefit agents, corresponding to a consumer product, e.g. a detergent or textile freshener, and an olfactive effective amount of at least one of the invention's microemulsions.
  • a suitable consumer product base is, for example, a surface cleaning product, a hygiene product, a hair care product such as a shampoo, a body-care product, a cosmetic preparation, a fabric refresher, an ironing water or a wipe.
  • composition or microemulsion according to the invention that is incorporated in the product is such as to deliver in the latter a concentration in active oil ingredient that is preferably of between 0.01 and 30% weight, relative to the weight of product, but may be much higher if a concentrated oil product is desired.
  • a further object of the present invention is the use of a composition or microemulsion according to the invention as a perfuming or flavoring ingredient, for the delivery of a nutritional supplement, an antibacterial agent, a malodor counteracting composition or yet a skin conditioning or a sun screen agent.
  • a method to confer, enhance, improve or modify the odor, flavor, nutritional, texture, antibacterial, malodor counteracting and/or sun-screening properties, or skin-conditioning benefits, of a composition or of an article which method comprises adding to said composition or article an effective amount of a composition or microemulsion as defined, above, to obtain the desired effect.
  • a perfume having a high terpene content was obtained by admixing the following ingredients:
  • a microemulsion according to the invention was obtained, in a first step, by mixing together in a beaker de-ionized water and the surfactants, and the solubilizing- aid ingredient.
  • the mixture was gently stirred at room temperature for a few minutes by means of a common mixing device, such as magnetic stirring device.
  • a common mixing device such as magnetic stirring device.
  • the mixture may be protected by a nitrogen blanket.
  • the fragrance was added under stirring over the above water solution.
  • the microemulsion was formed in few minutes. Usually a clear product was obtained in less than 10 minutes, sometimes even instantly.
  • Both the comparative and the invention's microemulsions had the same (perfume/surfactant system ratio), namely 1.75, but the first one was milky, whereas the invention's microemulsion was perfectly clear.
  • the final composition of the microemulsion according to the invention was as follows:
  • This clear microemulsion displayed a O/(S+SA) ratio of 1.42.
  • microemulsions having an oil/surfactant system ratio of 1.28 were obtained.
  • the comparative microemulsion above-cited was completely translucid, milky.
  • composition of the microemulsion according to the invention was as follows:
  • microemulsions having a oil/surfactant system ratio of 1.10 were obtained.
  • the comparative microemulsion above-cited was completely translucid and milky.
  • composition of the microemulsion according to the invention was as follows:
  • Solubilizing-aid ingredient • 3.66 Ajidew NL-50 x) 3.66
  • This clear microemulsion displayed a O/(S+SA) ratio of 0.59.
  • microemulsions having an oil/surfactant system ratio of 1.10 were obtained.
  • the comparative microemulsion above-cited was completely translucid, milky.
  • solubilizing-aid ingredient i.e. Ajidew N-50 (sodium pyrrolidone carboxylic acid 50% aqueous solution; origin: Ajinomoto Inc.)
  • a perfectly clear microemulsion was obtained within instants.
  • composition of the microemulsion according to the invention was as follows:
  • Solubilizing-aid ingredient 1.94 Ajidew NL-50 l) 1.94
  • This clear microemulsion displayed an O/(S+SA) ratio of 0.52.
  • compositions according to the invention having an oil/surfactant system ratio of 1.053 were prepared with the following ingredients:
  • Aerosol OTl 00 3 4.82 Solubilizing-aid ingredient: 0.78
  • compositions according to the invention having an oil/surfactant system ratio of 1.053 were prepared with the following ingredients:
  • Aerosol OTl 00 3 4.86 Solubilizing-aid ingredient: 0.28
  • compositions according to the invention having an oil/surfactant system ratio of 1.053 were prepared with the following ingredients:
  • compositions according to the invention having an oil/surfactant system ratio of 1.053 were prepared with the following ingredients:
  • Aerosol OT 100 3 4.87 Solubilizing-aid ingredient: 0.398
  • compositions according to the invention having an oil/surfactant system ratio of 1.080 were prepared with the following ingredients:
  • compositions Ingredient Parts by weight Perfume 5 ⁇ 9.87 Surfactant system: 9.14
  • a perfume concentrate and the corresponding micromulsion were prepared with the ingredients indicated below in the amounts cited in the Table.
  • the oil/surfactant system ratio was of 1.205.
  • the perfume used was prepared by admixture of the following ingredients, in the proportions indicated.
  • a perfume concentrate and the corresponding micromulsion were prepared with the ingredients indicated below in the amounts cited in the Table.
  • the oil/surfactant system ratio was of 1.265.
  • the perfume used was prepared by admixture of the following main ingredients, in the proportions indicated.
  • compositions having sun screen and UV absorbing properties in concentrate and clear microemulsion form, were prepared by admixture of the ingredients indicated below in the appropriate amounts to obtain, in the clear microemulsion form, the relative percentages in weight indicated in the table.
  • the preservative and UV absorber agents respectively the Glydant and Uvinul or Parsol products, can either be added to the oil solubilizing system, or to the final oil concentrate.
  • Dilution of the oil concentrate in the water provided the clear micro emulsion having UV absorbing and sun-screening properties.
  • the perfume used was prepared by admixture of the ingredients indicated in the table herebelow, used in the cited weight proportions.
  • compositions obtained as described above showed a perfume/ surfactant system ratio of 1.2 and a perfume/solubilizing system (i.e. O/(S+SA)) ratio of 1.11 (A), respectively 1.13 (B).
  • a perfume/ surfactant system ratio of 1.2 and a perfume/solubilizing system (i.e. O/(S+SA)) ratio of 1.11 (A), respectively 1.13 (B).
  • O/(S+SA) perfume/solubilizing system
  • compositions carrying vitamin/antioxidant agents, or their precursors, in concentrate and clear microemulsion form were prepared by admixture of the ingredients indicated below in the appropriate amounts to obtain, in the clear microemulsion form, the relative percentages in weight indicated in the table.
  • Aerosol OT 100 4.15 4.15 4.15
  • Sodium Lactate syrup (A and B), to form an oil solubilizing agent according to the invention.
  • the latter was then used to prepare a perfume concentrate, by addition of the perfume thereto.
  • the vitamin/antioxidant ingredients can either be added to the oil solubilizing system, or to the final oil concentrate.
  • Dilution of the oil concentrate in the water provided the clear microemulsions carrying vitamin/antoxidant agents beneficial for body care.
  • compositions thus obtained showed a perfume/ surfactant system ratio of 1.2 and a perfume/solubilizing system (i.e. O/(S+SA)) ratio of 1.142 (A), respectively 1.124 (B) and 1.099 (C).
  • compositions carrying deodorizing agents in concentrate and clear microemulsion form, were prepared by admixture of the ingredients indicated below in the appropriate amounts to obtain, in the clear microemulsion form, the relative percentages hi weight indicated in the table.
  • Irgasan DP300 2 0.25 Sodium Benzoate 0.3 * with the exception of the deodorant ingredients indicated, the nature of all the ingredients has been indicated in Example 13 1) Ethylhexyl Glycerin; origin: Seppic 2) Triclosan; origin: Ciba Specialty Chemicals
  • LRI solubiliser was mixed together with the solubilizing-aid agent Ajidew N-50 (A) or the sodium benzoate (B), to form an oil solubilizing agent according to the invention. The latter was then used to prepare a perfume concentrate, by addition of the perfume thereto.
  • the vitamin/antioxidant ingredients can either be added to the oil solubilizing system, or to the final oil concentrate.
  • compositions thus obtained showed a perfume/ surfactant system ratio of 1.2 and a perfume/solubilizing system (i.e. O/(S+SA)) ratio of 1.177 (A), respectively 1.163 (B).
  • compositions carrying skin conditioning agents in concentrate and clear microemulsion form, were prepared by admixture of the ingredients indicated below in the appropriate amounts to obtain, in the clear microemulsion form, the relative percentages in weight indicated in- the table.
  • compositions (weight %) A B C D
  • Methyl Gluceth-20 origin: Noveon
  • the latter was then used to prepare a perfume concentrate, by addition of the perfume thereto.
  • the skin conditioning ingredients can either be added to the oil solubilizing system, or to the final oil concentrate. Dilution of the oil concentrate in the water provided the clear microemulsions carrying skin conditioning agents.
  • compositions thus obtained showed a perfume/ surfactant system ratio of 1.2 and a perfume/solubilizing system (i.e. O/(S+SA)) ratio of respectively 1.143 (A), 1.156 (B), 1.163 (C) and 1.177 (D).
  • a perfume/solubilizing system i.e. O/(S+SA)
  • a composition having a floral odor character and carrying skin conditioning agent/ anti- irritant agent, in concentrate and clear microemulsion form, was prepared by admixture of the ingredients indicated below in the appropriate amounts to obtain, in the clear microemulsion form, the relative percentages in weight indicated in the table.
  • LRI solubiliser was mixed together with the solubilizing-aid agent, to form an oil solubilizing agent according to the invention.
  • the latter was then used to prepare a perfume concentrate, by addition of the perfume thereto.
  • the skin conditioning agent/ anti-irritant agent can either be added to the oil solubilizing system, or to the final oil concentrate.
  • compositions thus obtained showed a perfume/ surfactant system ratio of 1.31 and a perfume/solubilizing system (i.e. O/(S+SA)) ratio of respectively 1.285.

Abstract

La présente invention concerne des compositions et une micro-émulsion huile-eau contenant jusqu'à 80 % en poids d'huile, un agent de surface, un rapport huile/agent de surface entre 1 et 3, et un agent de solubilisation n'étant ni un agent de surface ni un composé organique volatil (COV), celui-ci étant présent selon une quantité suffisante pour garantir que le rapport huile/(agent de surface + agent de solubilisation) varie entre 0,1 et 5. La présente invention concerne également des articles et des produits associés auxdites compositions et micro-émulsions, ainsi que leurs procédés de fabrication.
EP05798392A 2004-10-20 2005-10-19 Systemes de solubilisation d'aromes et de parfums Withdrawn EP1814510A1 (fr)

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