WO2026029057A1 - Émulsion de type e/h/e, et procédé de fabrication de celle-ci - Google Patents

Émulsion de type e/h/e, et procédé de fabrication de celle-ci

Info

Publication number
WO2026029057A1
WO2026029057A1 PCT/JP2025/026855 JP2025026855W WO2026029057A1 WO 2026029057 A1 WO2026029057 A1 WO 2026029057A1 JP 2025026855 W JP2025026855 W JP 2025026855W WO 2026029057 A1 WO2026029057 A1 WO 2026029057A1
Authority
WO
WIPO (PCT)
Prior art keywords
emulsion
aqueous phase
oil
weight
polyglycerin
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.)
Pending
Application number
PCT/JP2025/026855
Other languages
English (en)
Japanese (ja)
Inventor
えりか 山田
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.)
Suntory Holdings Ltd
Original Assignee
Suntory Holdings Ltd
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 Suntory Holdings Ltd filed Critical Suntory Holdings Ltd
Publication of WO2026029057A1 publication Critical patent/WO2026029057A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—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

Definitions

  • the present invention relates to a W/O/W emulsion and a method for producing the same. More specifically, the present invention relates to a W/O/W emulsion containing polyglycerin, which has good stability over time and an excellent feel when used, and a method for producing the same.
  • a W/O/W (water-in-oil-in-water) emulsion is a multiphase emulsion in which a water-in-oil (W/O) emulsion is further emulsified and dispersed in an aqueous phase (external aqueous phase).
  • W/O/W emulsions are known as a formulation technology that can enhance the transdermal absorption of active ingredients (Non-Patent Document 1), and are expected to be used in a variety of applications, including cosmetics, food, and pharmaceuticals.
  • Patent Document 1 describes cosmetics or topical preparations that contain the polyglycerins triglycerin and tetraglycerin, have high moisturizing properties even under low humidity conditions, and have excellent sensory properties without a sticky or slimy feeling.
  • Patent Document 1 does not describe a W/O/W emulsion containing polyglycerin.
  • the objective of the present invention is to provide a W/O/W emulsion containing polyglycerin, which has good stability over time and an excellent feel when used, and a method for producing the same.
  • the present invention relates to the following W/O/W emulsions and methods for producing the same, although the present invention is not limited thereto.
  • a W/O/W type emulsion comprising an internal aqueous phase, an oil phase, and an external aqueous phase, wherein the internal aqueous phase contains polyglycerin and diglycerin.
  • a method for producing a W/O/W emulsion comprising the steps of: mixing an inner aqueous phase containing polyglycerol and diglycerol with an oil phase and emulsifying the mixture to prepare a W/O emulsion; and mixing the prepared W/O emulsion with an outer aqueous phase and emulsifying the mixture.
  • the present invention provides a W/O/W emulsion containing polyglycerin, which has good stability over time and an excellent feel when used, and a method for producing the same.
  • the W/O/W emulsion of the present invention is useful, for example, as a skin care product such as a cosmetic.
  • the W/O/W emulsion of the present invention is a W/O/W emulsion comprising an internal aqueous phase, an oil phase, and an external aqueous phase, and contains polyglycerin and diglycerin in the internal aqueous phase.
  • the W/O/W emulsion of the present invention is typically a W/O/W emulsion comprising an internal aqueous phase, an oil phase in which the internal aqueous phase is dispersed (emulsified), and an external aqueous phase in which the oil phase is dispersed (emulsified).
  • the W/O/W emulsion of the present invention may comprise the internal aqueous phase, oil phase, and external aqueous phase.
  • a W/O/W emulsion in which the internal aqueous phase (internal aqueous phase droplets) is dispersed (emulsified) in the oil phase is dispersed (emulsified) in the external aqueous phase.
  • the W/O/W emulsion of the present invention has good stability over time, i.e., it is less likely to undergo separation or phase inversion over time, and further has an excellent feel when used (it has a moist feeling but is not sticky), and is therefore useful in the field of cosmetics and the like.
  • the terms "internal aqueous phase,” “oil phase,” and “external aqueous phase” may refer to either the individual phases of a W/O/W emulsion or the individual solutions containing the components of each phase used in producing a W/O/W emulsion.
  • the internal aqueous phase contains water.
  • the W/O/W emulsion of the present invention contains polyglycerol and diglycerol in its internal aqueous phase. By containing polyglycerol and diglycerol in its internal aqueous phase, the W/O/W emulsion of the present invention has good feel during use and stability over time.
  • the polyglycerin is a glycerin polymer (trimer or higher). One type of polyglycerin may be used alone, or two or more types may be used in combination.
  • the polyglycerin is preferably polyglycerin-3 (triglycerin, glycerin trimer), polyglycerin-4 (tetraglycerin, glycerin tetramer), polyglycerin-6 (hexaglycerin, glycerin hexamer), or polyglycerin-10 (decaglycerin, glycerin decamer), more preferably polyglycerin-3 or polyglycerin-4, and even more preferably polyglycerin-3.
  • diglycerin is a glycerin dimer ( ⁇ , ⁇ '-diglycerin). In the present invention, diglycerin is not included in polyglycerins.
  • the polyglycerin content in the W/O/W emulsion of the present invention may be 0.005% by weight or more, preferably 0.01% by weight or more, more preferably 0.1% by weight or more, and even more preferably 1% by weight or more. Furthermore, the polyglycerin content in the W/O/W emulsion is preferably 8% by weight or less, more preferably 5% by weight or less, and even more preferably 4% by weight or less. When the polyglycerin content is within the above range, the feel in use and stability over time of the W/O/W emulsion are further improved.
  • the content of polyglycerol in the W/O/W emulsion may be, for example, 0.005 to 8% by weight, preferably 0.01 to 5% by weight, more preferably 0.01 to 4% by weight, and even more preferably 1 to 4% by weight.
  • the diglycerin content in the W/O/W emulsion of the present invention may be 0.001% by weight or more, preferably 0.005% by weight or more, more preferably 0.01% by weight or more, even more preferably 0.1% by weight or more, and particularly preferably 0.5% by weight or more. Furthermore, the diglycerin content in the W/O/W emulsion is preferably 8% by weight or less, more preferably 5% by weight or less, and even more preferably 3% by weight or less. When the diglycerin content is within the above range, the feel in use and stability over time of the W/O/W emulsion are further improved.
  • the content of diglycerin in the W/O/W emulsion may be 0.001 to 8% by weight, preferably 0.005 to 5% by weight, more preferably 0.01 to 5% by weight, even more preferably 0.01 to 3% by weight, still more preferably 0.1 to 3% by weight, and particularly preferably 0.5 to 3% by weight.
  • the total content of polyglycerol and diglycerol in the W/O/W emulsion of the present invention is preferably 0.01% by weight or more, more preferably 0.1% by weight or more, and even more preferably 1% by weight or more. Furthermore, the total content of polyglycerol and diglycerol in the W/O/W emulsion is preferably 10% by weight or less, more preferably 7% by weight or less, and even more preferably 5% by weight or less. When the total content is within the above range, the stability of the W/O/W emulsion over time is further improved. In one embodiment, the total content is preferably 0.01 to 10% by weight, more preferably 0.1 to 7% by weight, and even more preferably 1 to 5% by weight.
  • the weight ratio of polyglycerin to diglycerin (polyglycerin/diglycerin) in the W/O/W emulsion of the present invention is preferably 0.001 to 1000, more preferably 0.01 to 100, and even more preferably 0.1 to 10.
  • the W/O/W emulsion of the present invention preferably contains the above-mentioned amounts of polyglycerol and diglycerol in the internal aqueous phase.
  • the polyglycerol and diglycerol contents in the internal aqueous phase can be measured by separating the internal aqueous phase, oil phase, and external aqueous phase of the W/O/W emulsion using a known method (e.g., centrifugation) and then measuring the contents using a known method (e.g., high-performance liquid chromatography (HPLC)).
  • a known method e.g., centrifugation
  • HPLC high-performance liquid chromatography
  • the W/O/W emulsion of the present invention can be used, for example, to obtain the effects derived from polyglycerin, such as the moisturizing effect described above.
  • the W/O/W emulsion of the present invention preferably further contains a metal salt in the internal aqueous phase.
  • a metal salt as a component of the internal aqueous phase further improves the stability of the W/O/W emulsion over time.
  • the metal salt is not particularly limited, magnesium sulfate, sodium citrate, amino acid salts such as monosodium glutamate, sodium lactate, and sodium chloride are preferred, with magnesium sulfate being more preferred.
  • One or more metal salts can be used.
  • its content is not particularly limited, but may be, for example, 0.001 to 10% by weight, preferably 0.01 to 5% by weight, and more preferably 0.1 to 2% by weight.
  • the W/O/W emulsion contains a water-soluble active ingredient other than polyglycerol and diglycerol
  • the content thereof is not particularly limited, but may be, for example, 0.0001 to 10% by weight, preferably 0.001 to 5% by weight, more preferably 0.005 to 5% by weight, and even more preferably 0.005 to 2% by weight in the W/O/W emulsion.
  • the content of the water-soluble active ingredient other than polyglycerol and diglycerol in the W/O/W emulsion is preferably 0.001 to 2% by weight.
  • the oil phase contains an oil component.
  • a liquid oil component or a solid oil component can be used.
  • the oil component may be one type or two or more types.
  • the oil phase usually contains a liquid oily component.
  • the liquid oily component may be liquid at 25° C. Examples of the liquid oily component include natural animal and vegetable oils, hydrocarbon oils, ester oils, silicone oils, higher alcohols, and higher fatty acids, and one or more of these may be used.
  • natural animal and vegetable oils include avocado oil, linseed oil, almond oil, olive oil, cocoa oil, tung oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, safflower oil, soybean oil, evening primrose oil, camellia oil, corn oil, rapeseed oil, persic oil, palm oil, palm kernel oil, castor oil, sunflower oil, grape oil, jojoba oil, macadamia nut oil, mink oil, cottonseed oil, coconut oil, peanut oil, and rosehip oil.
  • Ester oils for example, diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, isostearyl isostearate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, neopentyl glycol di-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dicaprate
  • Examples include ethanol, 2-ethylhexyl succinate, isocetyl stearate, butyl stearate, diisopropyl se
  • silicone oils include dimethylpolysiloxane, highly polymerized methylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclohexasiloxane, higher alkoxy-modified silicones such as stearoxysilicone, alkyl-modified silicones, and higher fatty acid ester-modified silicones.
  • liquid oily component is preferably a hydrocarbon oil or an ester oil, and more preferably squalane or 2-ethylhexanoate.
  • the content of the liquid oily component is not particularly limited, but is preferably 0.5% by weight or more, more preferably 2% by weight or more, and is preferably 40% by weight or less, more preferably 25% by weight or less. In one embodiment, the content of the liquid oily component in the W/O/W emulsion is preferably 0.5 to 40% by weight, more preferably 2 to 25% by weight.
  • the oil phase preferably contains a solid oil component, which further improves the stability of the W/O/W emulsion over time.
  • the oil phase preferably does not contain polyglycerin or diglycerin.
  • Solid oil component as an oil phase component increases the viscosity of the oil phase and reduces the fluidity of the internal aqueous phase. This further improves the stability of the W/O/W emulsion.
  • the solid oil component may be solid at 25°C. "Solid” refers to a component that lacks fluidity. Solid oil components also include semi-solid oil components.
  • the solid oil component is not particularly limited and can be selected from solid fats and oils, waxes, hydrocarbons, higher fatty acids, higher alcohols, esters, silicones, etc., with solid fats and oils and waxes being particularly preferred.
  • solid fats and oils examples include cocoa butter, coconut oil, palm oil, palm kernel oil, hydrogenated oil, hydrogenated castor oil, Japan wax, and shea butter.
  • waxes examples include microcrystalline wax, beeswax, carnauba wax, candelilla wax, and lanolin. Of these, waxes are more preferred as solid oil components, and microcrystalline wax is even more preferred.
  • the content of the solid oil component is not particularly limited, but is preferably 0.3% by weight or more, more preferably 0.5% by weight or more, and preferably 10% by weight or less, more preferably 5% by weight or less. In one embodiment, the content of the solid oil component in the W/O/W emulsion is preferably 0.3 to 10% by weight, more preferably 0.5 to 5% by weight.
  • a wax preferably microcrystalline wax
  • the content of the wax in the W/O/W emulsion is preferably 0.4% by weight or more, more preferably 0.5% by weight or more, and preferably 10% by weight or less, more preferably 5% by weight or less.
  • the content of the wax in the W/O/W emulsion is preferably 0.4 to 10% by weight, more preferably 0.5 to 5% by weight.
  • the oil phase component can optionally contain an oil-soluble active ingredient, and the type is not particularly limited.
  • an oil-soluble active ingredient it is possible to produce, for example, cosmetics that combine the functions derived from polyglycerin and diglycerin and from oil-based active ingredients.
  • the W/O/W emulsion of the present invention can contain, as oil-soluble active ingredients, plant extracts such as those exemplified below, and other cosmetic ingredients.
  • the external aqueous phase contains water.
  • the external aqueous phase may contain polyglycerin and/or diglycerin, but preferably does not contain polyglycerin or diglycerin. This is because the smaller the amount of polyglycerin and diglycerin contained in the external aqueous phase, the more improved the stability of the W/O/W emulsion over time.
  • the amount of polyglycerin and diglycerin contained in the external aqueous phase is preferably 0.5 wt % or less, more preferably 0.3 wt % or less, and even more preferably 0.1 wt % or less, respectively, in the W/O/W emulsion.
  • the external aqueous phase preferably contains a water-soluble polymer.
  • the stability of the W/O/W emulsion over time is further improved.
  • a water-soluble polymer known as a thickener can be used as the water-soluble polymer. Because the water-soluble polymer increases the viscosity of the external aqueous phase and reduces the fluidity of the W/O emulsion, it is effective in preventing aggregation of W/O emulsions.
  • One preferred embodiment of the W/O/W emulsion of the present invention is a W/O/W emulsion in which the internal aqueous phase contains polyglycerin and diglycerin, the oil phase contains a solid oily component and a silicone surfactant, and the external aqueous phase contains a water-soluble polymer. Furthermore, for ease of production, it is preferable that the external aqueous phase does not contain polyglycerin or diglycerin.
  • semi-synthetic water-soluble polymers include starch-based polymers such as carboxymethyl starch and methylhydroxypropyl starch; cellulose-based polymers such as methylcellulose, nitrocellulose, ethylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, sodium carboxymethylcellulose (CMC), crystalline cellulose, and cellulose powder; and alginic acid-based polymers such as sodium alginate and propylene glycol alginate.
  • Examples of synthetic water-soluble polymers include vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, and carboxyvinyl polymer (carbomer); copolymer polymers such as polyoxyethylene polyoxypropylene copolymer; acrylic polymers such as sodium polyacrylate, polyacrylamide, acrylic acid alkyl methacrylate copolymer (acrylic acid/alkyl methacrylate copolymer), (sodium acrylate/sodium acryloyldimethyltaurate) copolymer (sodium acrylate/sodium acryloyldimethyltaurate copolymer), and (acrylates/alkyl acrylate (C10-30)) crosspolymer; polyethyleneimine, cationic polymers, and the like.
  • vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, and carboxyvinyl polymer (carbomer); copolymer polymers such as polyoxyethylene polyoxypropylene copoly
  • water-soluble polymer may be used alone, or two or more types may be used in combination.
  • an acrylic polymer is preferred, and an acrylic acid alkyl methacrylate copolymer or a sodium acrylate/sodium acryloyldimethyltaurate copolymer is more preferred.
  • the content thereof in the W/O/W emulsion is, for example, 0.001 to 10% by weight, preferably 0.005 to 5% by weight, and more preferably 0.01 to 2% by weight.
  • the W/O/W emulsion of the present invention can contain components known to contribute to emulsion stability.
  • the W/O/W emulsion of the present invention typically contains a surfactant.
  • Surfactants used in W/O/W emulsions can be used, and are not particularly limited, including silicone-based surfactants and polyoxyethylene-based surfactants.
  • the W/O/W emulsion of the present invention preferably contains a silicone-based surfactant.
  • the W/O/W emulsion of the present invention preferably contains a silicone-based surfactant as the W/O surfactant.
  • the W/O surfactant is a surfactant that emulsifies the internal aqueous phase in the oil phase.
  • the oil phase of the W/O/W emulsion of the present invention preferably contains a silicone-based surfactant.
  • the oil phase contains a silicone-based surfactant, the stability of the W/O/W emulsion over time is further improved.
  • a silicone surfactant is a surfactant having a structure in which a hydrophilic substituent is introduced into silicone, and by changing the type of this hydrophilic substituent, surfactants suitable for various applications can be obtained.
  • the silicone surfactant there is no particular limitation as long as the silicone surfactant is used, but for example, a polyether-modified silicone surfactant in which the substituent is a polyether group is preferred, and a polyether-modified silicone surfactant having an alkyl group is more preferred.
  • the silicone surfactant preferably has an HLB value of 7 or less, more preferably 6 or less, and even more preferably 2.5 to 5.5. When the HLB value of the silicone surfactant is within the above range, an emulsion with better stability over time can be obtained.
  • HLB is a measure of the balance between hydrophilicity and lipophilicity. In this specification, the HLB value refers to the HLB value calculated by the Griffin method, unless otherwise specified.
  • polyether-modified silicone surfactants include PEG-3 dimethicone, PEG-9 methyl ether dimethicone, PEG-10 dimethicone, polysilicone-13, PEG-9 polydimethylsiloxyethyl dimethicone, PEG/PPG-19/19 dimethicone, bis(PEG/PPG-14/14) dimethicone, (dimethicone/(PEG-10/15)) crosspolymer, cetyl PEG/PPG-10/1 dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, (PEG-15/lauryl dimethicone) crosspolymer, and (PEG-15/lauryl polydimethylsiloxyethyl dimethicone) crosspolymer.
  • polyether-modified silicone surfactants having an alkyl group examples include lauryl or cetyl dimethicone copolyol, cetyl PEG/PPG-10/1 dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, (PEG-15/lauryl dimethicone) crosspolymer, and (PEG-15/lauryl polydimethylsiloxyethyl dimethicone) crosspolymer. Cetyl PEG/PPG-10/1 dimethicone and lauryl PEG-9 polydimethylsiloxyethyl dimethicone are particularly preferred.
  • the above silicone surfactants may be used alone or in combination of two or more.
  • the W/O/W emulsion contains a silicone surfactant
  • its content in the W/O/W emulsion may be, for example, 0.1 to 15% by weight, preferably 0.5 to 12.5% by weight, and more preferably 1 to 10% by weight.
  • the W/O/W emulsion of the present invention preferably further contains, for example, a polyoxyethylene surfactant.
  • a polyoxyethylene surfactant further improves the stability of the W/O/W emulsion over time.
  • the external aqueous phase may contain a polyoxyethylene surfactant.
  • the polyoxyethylene surfactant is not particularly limited, but examples include polyoxyethylene sorbitan monooleate.
  • its content in the W/O/W emulsion may be, for example, 0.01 to 20% by weight, preferably 0.1 to 10% by weight, and more preferably 1 to 5% by weight.
  • the W/O/W emulsion of the present invention may contain, as appropriate, various components used in ordinary cosmetics, quasi-drugs, pharmaceuticals, and toiletries, such as emulsifiers, moisturizers, thickeners, active ingredients, preservatives, pigments, powders, pH adjusters, ultraviolet absorbers, antioxidants, and fragrances.
  • emulsifiers such as emulsifiers, moisturizers, thickeners, active ingredients, preservatives, pigments, powders, pH adjusters, ultraviolet absorbers, antioxidants, and fragrances.
  • the W/O/W emulsion of the present invention can contain either water-soluble or oil-soluble active ingredients.
  • Active ingredients include collagen, hyaluronic acid, elastin, proteoglycan, placenta, astaxanthin, polyphenols, yeast, amino acids, peptides (acetyl hexapeptide-8, etc.), and the like.
  • plant extracts can be blended as active ingredients, such as indigo leaf, red grape, rehmannia glutinosa (Rehmannia glutinosa), hemp seed, angelica tree, adzuki bean, acerola, asparagus, avocado, flax, amacha, gynostemma pentaphyllum,retea, arnica, aloe, aloe vera, apricot, strawberry, fig or its leaf, ginkgo biloba (Ginkgo biloba), leaves, ginkgo), rice seeds or seed coats, nettle, ylang-ylang, turmeric, marshal, marsh mallow, pitcher plant, plum (Japanese plum) or its pulp, oolong tea, Satsuma mandarin (citrus fruit peel), Siberian ginseng, Rubus raspberry, Flammulin mushroom, Cassia velutipes, elderberry fruit, Sophora tree (sophora flower, sophora flower rice), Astragalus
  • cosmetic ingredients may also be added, such as saccharomyces, hydrolyzed conchiolin, hydrolyzed hyaluronic acid, hydroxypropyltrimonium hyaluronate, and hydrolyzed alkyl (C12-13) glyceryl hyaluronate.
  • active ingredients can be contained in either the internal aqueous phase, the oil phase or the external aqueous phase, depending on their respective properties.
  • the content of the components in each phase relative to the total amount of the W/O/W emulsion can be determined appropriately depending on the active ingredient, type of surfactant, type and amount of solid oily component, etc.
  • the weight ratio of the oil phase to the internal aqueous phase is preferably 10/90 to 90/10, more preferably 20/80 to 80/20, and even more preferably 25/75 to 75/25.
  • the weight ratio of the internal aqueous phase, oil phase, and external aqueous phase is, per 100 parts by weight of the internal aqueous phase, preferably 10 to 500 parts by weight, more preferably 20 to 300 parts by weight, and even more preferably 50 to 200 parts by weight of the external aqueous phase, and preferably 50 to 2000 parts by weight, more preferably 100 to 1500 parts by weight, and even more preferably 200 to 1000 parts by weight.
  • the form of the W/O/W emulsion of the present invention is not particularly limited as long as it is stable over time.
  • the average particle size of the inner aqueous phase droplets dispersed in the oil phase may be 0.001 to 100 ⁇ m, preferably 0.01 to 100 ⁇ m, and more preferably 0.1 to 100 ⁇ m
  • the average particle size of the W/O emulsion dispersed in the outer aqueous phase may be, for example, 0.01 to 100 ⁇ m, preferably 0.1 to 100 ⁇ m, more preferably 0.5 to 100 ⁇ m, and even more preferably 1 to 50 ⁇ m.
  • the viscosity of the W/O/W emulsion of the present invention at 25°C is preferably 500 to 50,000 mPa ⁇ s, more preferably 1,000 to 40,000 mPa ⁇ s, and even more preferably 2,000 to 30,000 mPa ⁇ s.
  • the viscosity is measured using a BM-type viscometer (manufactured by TOKI SANGYO Co., Ltd., measurement conditions: rotor No. 4, 12 rpm, 1 minute).
  • the W/O/W emulsion of the present invention can be used in a variety of applications to which a W/O/W emulsion can be applied.
  • the W/O/W emulsion of the present invention can be used as an external preparation (external composition).
  • Topical preparations can be applied to body surfaces such as the skin and mucous membranes, and include, for example, cosmetics, topical quasi-drugs, topical medicines, cleansers, and cosmetics. Topical preparations for skin are preferred.
  • the W/O/W emulsion of the present invention can be suitably used, for example, as a topical skin preparation.
  • topical skin preparation refers to a dosage form that can be administered to the skin, and is a general term that includes cosmetics such as creams, serums, emulsions, lotions, and face packs, as well as quasi-drugs, pharmaceuticals, cleansers, and cosmetics.
  • the form of the topical skin preparation is not particularly limited, but creams or emulsions are preferred.
  • When used as a topical skin preparation its use is not particularly limited as long as it is a known use for which emulsions can be applied, but cosmetics are preferred, and creams or emulsions are even more preferred.
  • the method for producing a W/O/W emulsion of the present invention comprises the steps of mixing an inner aqueous phase containing polyglycerol and diglycerol with an oil phase and emulsifying the mixture to prepare a W/O emulsion, and mixing the prepared W/O emulsion with an outer aqueous phase and emulsifying the mixture.
  • the production method of the present invention provides the W/O/W emulsion of the present invention, which has good stability over time and an excellent feel when used.
  • the preferred embodiments of the internal aqueous phase, oil phase, and external aqueous phase are the same as those described above.
  • the oil phase preferably contains a solid oil component and a silicone surfactant.
  • the external aqueous phase preferably contains a water-soluble polymer, more preferably a water-soluble polymer and a polyoxyethylene surfactant.
  • the preparation of the W/O/W emulsion preferably comprises the following two steps: (1) a step of preparing a W/O type emulsion by mixing and emulsifying an internal aqueous phase containing polyglycerin and diglycerin with an oil phase containing a solid oil component and a silicone surfactant; (2) The W/O emulsion thus prepared can be emulsified by mixing the resulting W/O emulsion with an external aqueous phase containing a water-soluble polymer (preferably a water-soluble polymer and a polyoxyethylene surfactant).
  • a water-soluble polymer preferably a water-soluble polymer and a polyoxyethylene surfactant
  • a W/O emulsion is prepared by adding an internal aqueous phase containing polyglycerol and diglycerol to an oil phase and emulsifying the mixture at an emulsification temperature of preferably 50 to 100° C., more preferably 60 to 95° C., and even more preferably 65 to 85° C.
  • the internal aqueous phase and the oil phase are preferably mixed in a weight ratio of internal aqueous phase/oil phase of 10/90 to 90/10, more preferably 20/80 to 80/20, and even more preferably 25/75 to 75/25.
  • the internal aqueous phase may contain other optional components (such as metal salts) that may be used.
  • the oil phase typically contains a liquid oil component.
  • the oil phase may contain the optional components (such as oil-soluble active ingredients) described above.
  • the W/O type emulsion is added to the external aqueous phase and emulsified at an emulsification temperature of preferably 70°C or lower, more preferably 0 to 60°C, and even more preferably 10 to 50°C, to prepare a W/O/W type emulsion.
  • the external aqueous phase may contain an acrylic polymer such as an acrylic acid/alkyl methacrylate copolymer, a sodium acrylate/sodium acryloyldimethyltaurate copolymer, etc.
  • the external aqueous phase preferably does not contain polyglycerin or diglycerin.
  • the amount of each component to be blended is preferably such that the content in the W/O/W emulsion falls within the above-mentioned range.
  • a numerical range expressed by a lower limit and an upper limit includes both the lower limit and the upper limit.
  • a range expressed by "1 to 2" means 1 or greater and 2 or less, including 1 and 2.
  • the upper and lower limits may be combined in any way to form a range.
  • HLB values listed here are catalog values provided by the manufacturer. Cetyl PEG/PPG-10/1 Dimethicone: manufactured by Evonik Operations GmbH, HLB 5.0 Squalane: manufactured by Nikko Chemicals Co., Ltd. Microcrystalline wax: manufactured by Nikko Jamaica Corporation Acrylic acid/alkyl methacrylate copolymer: manufactured by Lubrizol Advanced Materials, Inc. Polyoxyethylene sorbitan monooleate (20E.O.): manufactured by Kao Corporation 2-Ethylhexanoate: manufactured by Nisshin Oillio Group, Inc. Sodium acrylate/sodium acryloyldimethyltaurate copolymer: manufactured by SEPPIC S.A.
  • Polyglycerin-3 PGL-S (manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.)
  • Polyglycerin-4 Polyglycerin #310 (manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.)
  • Polyglycerin-6 Polyglycerin #500 (manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.)
  • Polyglycerin-10 Polyglycerin #750 (manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.)
  • Diglycerin Diglycerin S (manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.)
  • Examples 1 to 9 A W/O/W emulsion containing polyglycerol and diglycerol was prepared. First, the components were mixed in the blending ratios (wt %) shown in Table 1 to prepare an oil phase, an inner aqueous phase, and an outer aqueous phase. Next, the inner aqueous phase was added to the oil phase at a temperature of 80°C, and mixed and emulsified to prepare a W/O type emulsion.
  • the W/O type emulsion was added to the outer aqueous phase at a condition of 50°C, and mixed and emulsified to obtain the W/O/W type emulsions (W/O/W type emulsion preparations) of Examples 1 to 9.
  • W/O/W type emulsion preparations W/O/W type emulsion preparations
  • the W/O/W emulsions of Examples 1 to 7 are W/O/W emulsions containing polyglycerol and diglycerol in the internal aqueous phase
  • the W/O/W emulsions of Examples 8 and 9 are W/O/W emulsions containing polyglycerol and diglycerol in the internal and external aqueous phases.
  • the values in Table 1 indicate the blending amount (wt %) of each component in the W/O/W emulsion (100 wt %).
  • W/O/W emulsion preparation was prepared in the same manner as in Example 1, except that the components were blended as shown in Table 1. The appearance (visual inspection) of the obtained W/O/W emulsion was milky.
  • the W/O/W emulsions of Comparative Examples 1 and 2 were W/O/W emulsions containing no diglycerin but polyglycerin in the internal aqueous phase.
  • the W/O/W emulsions of Comparative Examples 3 and 4 were W/O/W emulsions containing no polyglycerin but diglycerin in the internal aqueous phase.
  • the W/O/W emulsion of Comparative Example 5 was a W/O/W emulsion containing polyglycerin and diglycerin in the external aqueous phase.
  • the W/O/W emulsion of Comparative Example 6 was a W/O/W emulsion containing no polyglycerin or diglycerin.
  • Optical microscope observation confirmed that W/O/W emulsions consisting of an internal aqueous phase, oil phase, and external aqueous phase had been prepared in Comparative Examples 1 to 6.
  • each panelist applied each W/O/W emulsion (approximately 1 g, immediately after production and after 2 weeks of storage at 5°C) to an area of 2 cm x 2 cm on the skin of their forearm and evaluated the moist feeling and stickiness.
  • the moist feeling and stickiness were evaluated on a 5-point scale from 1 to 5 according to the following criteria.
  • the panelists' evaluations were tallied, and the average value was calculated for each W/O/W emulsion, and judged according to the following criteria.
  • the prepared emulsion formulations were stored under accelerated conditions at 50°C. The appearance of the formulation was visually inspected for separation at the time of production (immediately after production) for properties immediately after production, and after 2 weeks of storage for stability over time. If no separation was observed, 1 mL of the emulsion formulation was added to 50 mL of purified water, and visual inspection was performed to determine whether the emulsion dispersed in the purified water. If the purified water became uniformly cloudy, it was evaluated as dispersed (no phase inversion), and if the purified water became partially cloudy, it was evaluated as slightly dispersed (partial phase inversion). Each evaluation was based on the following criteria.
  • the W/O/W emulsion of Comparative Example 5 in which polyglycerin and diglycerin were blended in the external aqueous phase, showed partial separation after 2 weeks of storage, and had poor stability over time. Furthermore, the W/O/W emulsions of Comparative Examples 1 to 4, which contained only one of polyglycerin and diglycerin in the internal aqueous phase, felt stickier than Comparative Example 6. On the other hand, the W/O/W emulsions of Examples 1 to 9, which contained polyglycerol and diglycerol in the internal aqueous phase, had excellent stability over time, did not undergo separation or phase inversion even after storage, and showed no change in appearance, and had a better feel in use than Comparative Example 6.
  • Example 10 to 12 A W/O/W emulsion (W/O/W emulsion preparation) containing polyglycerol and diglycerol in the internal aqueous phase was prepared in the same manner as in Example 1, except that the blending ratio (wt%) of each component was set as shown in Table 3. The appearance (visual inspection) of the resulting W/O/W emulsion was milky. The resulting W/O/W emulsion was observed with an optical microscope, and it was confirmed that a W/O/W emulsion consisting of an internal aqueous phase, an oil phase, and an external aqueous phase had been prepared. The values in Table 3 indicate the blending amount (wt%) of each component in the W/O/W emulsion (100 wt%).
  • the W/O/W emulsions obtained in Examples 10 to 12 had excellent stability over time, did not undergo separation or phase inversion even after storage, and showed no change in appearance. They also had a better feel in use than the emulsion obtained in Comparative Example 6.
  • the W/O/W emulsion of the present invention can be suitably used, for example, as a milky lotion or cream. Furthermore, it was found that when polyglycerin and diglycerin are blended into a W/O/W emulsion, blending polyglycerin and diglycerin into the internal aqueous phase can maintain the stability of the W/O/W emulsion.
  • the present invention provides a W/O/W emulsion containing polyglycerin, which has good stability over time and an excellent feel when used, and a method for producing the same.

Landscapes

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

Abstract

L'invention a pour objet de fournir une émulsion de type E/H/E qui comprend une polyglycérine, qui se révèle satisfaisante en termes de stabilité au cours du temps, et qui présente une excellente sensation lors de sa mise en œuvre. L'invention a également pour objet de fournir un procédé de fabrication de cette émulsion. Plus précisément, l'invention concerne une émulsion de type E/H/E qui contient une phase aqueuse interne, une phase huileuse et une phase aqueuse externe, la polyglycérine et une diglycérine étant comprises dans la phase aqueuse interne.
PCT/JP2025/026855 2024-08-02 2025-07-29 Émulsion de type e/h/e, et procédé de fabrication de celle-ci Pending WO2026029057A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2024127642 2024-08-02
JP2024-127642 2024-08-02

Publications (1)

Publication Number Publication Date
WO2026029057A1 true WO2026029057A1 (fr) 2026-02-05

Family

ID=98606669

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2025/026855 Pending WO2026029057A1 (fr) 2024-08-02 2025-07-29 Émulsion de type e/h/e, et procédé de fabrication de celle-ci

Country Status (1)

Country Link
WO (1) WO2026029057A1 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003105191A (ja) * 2001-09-28 2003-04-09 Kanebo Ltd Ｗ／ｏ／ｗ型複合エマルジョン
JP2004083585A (ja) * 2002-08-08 2004-03-18 Dai Ichi Kogyo Seiyaku Co Ltd 乳化組成物
WO2009005032A1 (fr) * 2007-07-02 2009-01-08 The Nisshin Oillio Group, Ltd. Composition d'émulsion e/h/e
WO2013129482A1 (fr) * 2012-02-28 2013-09-06 サントリーホールディングス株式会社 Émulsion e/h/e ayant une stabilité à long terme et procédé de production associé
JP2014009259A (ja) * 2012-06-28 2014-01-20 Nippon Fine Chem Co Ltd ポリエステル及びこれを用いた化粧料
JP2021031402A (ja) * 2019-08-19 2021-03-01 株式会社ファンケル クレンジング料

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003105191A (ja) * 2001-09-28 2003-04-09 Kanebo Ltd Ｗ／ｏ／ｗ型複合エマルジョン
JP2004083585A (ja) * 2002-08-08 2004-03-18 Dai Ichi Kogyo Seiyaku Co Ltd 乳化組成物
WO2009005032A1 (fr) * 2007-07-02 2009-01-08 The Nisshin Oillio Group, Ltd. Composition d'émulsion e/h/e
WO2013129482A1 (fr) * 2012-02-28 2013-09-06 サントリーホールディングス株式会社 Émulsion e/h/e ayant une stabilité à long terme et procédé de production associé
JP2014009259A (ja) * 2012-06-28 2014-01-20 Nippon Fine Chem Co Ltd ポリエステル及びこれを用いた化粧料
JP2021031402A (ja) * 2019-08-19 2021-03-01 株式会社ファンケル クレンジング料

Similar Documents

Publication Publication Date Title
TWI541025B (zh) W / O / W type emulsion with time stability and its manufacturing method
EP2387985B1 (fr) Procédé de production d'une préparation de microémulsion d'huile dans l'eau pour application externe
TW202045125A (zh) 皮膚外用組成物
CN102905681B (zh) 水包油型乳化组合物
EP2474296A1 (fr) Méthode de production d'une composition d'émulsion huile dans eau
JP2019019077A (ja) 皮膚外用組成物
CN108135810A (zh) 基于带正电荷的糖乳化剂的皮肤渗透递送系统
EP2474297A1 (fr) Méthode de production d'une crème huile dans eau présentant une viscosité élevée
CN105658224A (zh) 一种作为中间体化妆品的乳膏状固体水包琼脂糖凝胶颗粒悬浮液
KR20060130215A (ko) 수중유형 유화조성물, 및 상기 조성물을 사용한 피부외용제 및 화장품
JP7608217B2 (ja) 皮膚外用組成物
JP6367003B2 (ja) 水中油型乳化化粧料
WO2023145791A1 (fr) Émulsion e/h/e contenant de l'inositol et son procédé de production
KR20170033483A (ko) 화장품용 천연 계면활성제 및 이를 포함하는 화장료 조성물
JPWO2017179356A1 (ja) 過脂肪剤およびパーソナルケア組成物
WO2026029057A1 (fr) Émulsion de type e/h/e, et procédé de fabrication de celle-ci
WO2026029059A1 (fr) Émulsion de type e/h/e, et procédé de fabrication de celle-ci
JP7231332B2 (ja) 日焼け止め化粧料
JP6504691B2 (ja) 液晶乳化組成物
JP7845749B2 (ja) 高オイル含有量のゲル組成物、その調製方法及び使用
HK40118303A (zh) 含有肌醇的w/o/w型乳液及其制造方法
CN107087395B (zh) 乳霜状化妆料用水包油型乳化组合物和化妆料
KR102959937B1 (ko) 높은 오일 함량을 갖는 젤 조성물, 이의 제조 방법 및 용도
US20250230381A1 (en) Method of producing vegetable mixed surfactants under alkaline conditions, improving long-term stabilization, and cosmetic composition using the same
KR101816548B1 (ko) 수중유형 에멀젼 화장료 조성물

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 25848109

Country of ref document: EP

Kind code of ref document: A1