WO2022234736A1 - Vesicle-containing cosmetic preparation - Google Patents

Vesicle-containing cosmetic preparation Download PDF

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Publication number
WO2022234736A1
WO2022234736A1 PCT/JP2022/013197 JP2022013197W WO2022234736A1 WO 2022234736 A1 WO2022234736 A1 WO 2022234736A1 JP 2022013197 W JP2022013197 W JP 2022013197W WO 2022234736 A1 WO2022234736 A1 WO 2022234736A1
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WIPO (PCT)
Prior art keywords
vesicle
oil
cosmetic
fatty acid
vesicles
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PCT/JP2022/013197
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French (fr)
Japanese (ja)
Inventor
啓 渡辺
陽 張
マチユ バンクトウー
允人 宇山
Original Assignee
株式会社 資生堂
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Application filed by 株式会社 資生堂 filed Critical 株式会社 資生堂
Priority to JP2023518634A priority Critical patent/JPWO2022234736A1/ja
Priority to CN202280026295.2A priority patent/CN117157052A/en
Publication of WO2022234736A1 publication Critical patent/WO2022234736A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair

Definitions

  • the present disclosure relates to vesicle-containing cosmetics.
  • Amphipathic compounds having both hydrophilic and hydrophobic properties include, for example, compounds such as phospholipids that form spherical vesicles consisting of bilayer membranes such as lamellar layers in an aqueous phase. be. Such bilayer vesicles are called liposomes or vesicles, and are used in cosmetics and the like.
  • US Pat. No. 6,200,001 discloses, in a continuous aqueous dispersed phase, (a) a lipid phase comprising at least one amphiphilic lipid, ionic or nonionic, associated with at least one stabilizing agent; and (b) in the form of droplets dispersed in the dispersed aqueous phase, 0.2 to 20% by weight of the total weight of the composition.
  • a cosmetic composition for hair care is disclosed containing at least one natural or synthetic essential oil present in proportions and having a weight ratio of lipid phase to essential oil of 0.3-10.
  • Patent Document 2 describes a vesicle composition to be blended in an external skin preparation or cosmetic for the purpose of improving the penetration of active ingredients into the skin or hair, comprising (A) a polyglycerol fatty acid ester, (B) a polyol, and ( C) A vesicle composition containing water as an essential component and having an average particle size of 30 to 300 nm is disclosed.
  • solubilizing oil As a technology for solubilizing oil, a technology that uses micelles prepared using a surfactant is known. However, since micelles can solubilize a small amount of oil, a technology capable of solubilizing oil at a higher concentration than micelles has been desired.
  • micelles have the advantage that it is easy to obtain transparent cosmetics even if the oil is solubilized. Since vesicles generally have a larger particle size than micelles, vesicles have not been used to obtain transparent cosmetics in which oil is solubilized.
  • the subject of the present disclosure is to provide a vesicle-containing cosmetic that can solubilize oil at a higher concentration than when micelles are used, and preferably has excellent transparency.
  • a vesicle-containing cosmetic comprising The vesicle is formed of at least one polyglycerol fatty acid ester having an OH/C ratio of 0.20 to 0.80, and contains oil in the bilayer membrane of the vesicle, A vesicle-containing cosmetic.
  • a vesicle-containing cosmetic that can solubilize oil at a higher concentration than when micelles are used, and preferably has excellent transparency.
  • the vesicle-containing cosmetic of the present disclosure includes a dispersion medium containing water and vesicles dispersed in the dispersion medium, and the vesicles have an OH/C ratio of 0.20 to 0.80. and contains oil in the bilayer membrane of the vesicle.
  • silicone-based surfactants block-type alkylene oxide derivatives, phospholipids, etc. can be used as amphiphilic substances capable of forming vesicles.
  • silicone-based surfactants block-type alkylene oxide derivatives, phospholipids, etc.
  • amphiphilic substances capable of forming vesicles.
  • none of the vesicles formed with these various amphipathic substances can solubilize oil at high concentrations.
  • not all vesicles formed from these various amphipathic substances are excellent in transparency.
  • the present inventors have found a specific polymer having an OH/C ratio, which is a parameter relating to the balance between hydrophilicity and lipophilicity, in the range of 0.20 to 0.80. It was found that a vesicle capable of solubilizing oil at a high concentration can be obtained by employing a glycerin fatty acid ester. Furthermore, the present inventors have also found that a vesicle-containing cosmetic having excellent transparency can be obtained by employing such a specific polyglycerol fatty acid ester.
  • Vesicles formed from the above-mentioned specific polyglycerol fatty acid ester have excellent packing properties of the bilayer membrane that constitutes them. Since the increase can be suitably reduced or suppressed, it is believed that the oil can be solubilized at a high concentration. In addition, since the vesicles formed from the above-described specific polyglycerol fatty acid ester have a relatively small particle size compared to vesicles formed from other amphipathic substances, it is expected that a vesicle-containing cosmetic with excellent transparency can be obtained. thinking.
  • the cosmetic composition described in Patent Document 1 contains an essential oil together with vesicles. Since the essential oil is added to the endoplasmic reticulum, the essential oil is not solubilized in the bilayer membrane of the endoplasmic reticulum.
  • the dispersion medium (aqueous phase) in the vesicle-containing cosmetic of the present disclosure (sometimes simply referred to as “cosmetics”) contains water.
  • the amount of water to be blended is not particularly limited. Or 80% by mass or more, and 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% by mass or less, 60% by mass % or less, 55 mass % or less, or 50 mass % or less.
  • the water that can be used in the vesicle-containing cosmetics of the present disclosure is not particularly limited, and for example, water used in cosmetics and quasi-drugs can be used.
  • water used in cosmetics and quasi-drugs can be used.
  • deionized water, distilled water, ultrapure water, and tap water can be used.
  • the vesicle-containing cosmetic of the present disclosure contains vesicles as a dispersed phase, and oil is contained in the bilayer membrane of the vesicles.
  • vesicles are contained in cosmetics by, for example, a frozen replica method using a frozen replica transmission electron microscope (TEM, H-7650: manufactured by Hitachi, Ltd.), or a small-angle X-ray scattering measurement device ( SAXSess, manufactured by Anton Paar) and Zetasizer Nano (manufactured by Malvern Panalytical) can be used for confirmation.
  • Vesicles are typically dispersed in the aqueous phase as a dispersion of concentric spherically closed vesicles of lamellar liquid crystals.
  • the size of the layered structure in the lamellar liquid crystals can be measured.
  • the average particle size of the vesicles in the cosmetic can be 200 nm or less, 150 nm or less, 100 nm or less, 80 nm or less, or 60 nm or less. It can be 40 nm or more, or 50 nm or more. Vesicles having such an average particle size can further improve the transparency of cosmetics.
  • the average particle size of vesicles can be measured from a photograph taken by a frozen replica transmission electron microscope (TEM, H-7650: manufactured by Hitachi, Ltd.) using the frozen replica method. Such average particle size is the average value of 10 or more arbitrarily selected vesicles.
  • the vesicles of the present disclosure are formed by at least one polyglycerol fatty acid ester having an OH/C ratio of 0.20-0.80.
  • Polyglycerin fatty acid ester is a sustainable material, and as an incidental effect, it can provide a moist feeling when applied to the skin, and can improve the occlusion effect.
  • the amount of polyglycerol fatty acid ester in the vesicle-containing cosmetic of the present disclosure is based on the total amount of the cosmetic from the viewpoint of vesicle formation, oil solubilization in vesicles, transparency of the vesicle-containing cosmetic, etc. , 0.1% by mass or more, 0.3% by mass or more, or 0.5% by mass or more, and 10% by mass or less, 5.0% by mass or less, or 3.0% by mass or less can do.
  • Polyglycerin fatty acid esters can be prepared by esterifying fatty acids with polyglycerin as shown in the following reaction scheme:
  • the portion derived from fatty acids can be called a fatty acid portion
  • the portion derived from polyglycerin can be called a polyglycerin portion.
  • the fatty acid portion corresponds to the lipophilic portion
  • the polyglycerol portion corresponds to the hydrophilic portion.
  • the OH/C ratio of the polyglycerol fatty acid ester is 0.20 or more, 0.25 or more, 0.30 or more, 0.35 or more, 0.40 or more, 0.45 or more, or 0.50 or more. It is preferably 0.80 or less, 0.75 or less, 0.70 or less, 0.65 or less, or 0.60 or less.
  • a polyglycerol fatty acid ester having such an OH/C ratio can improve the ability to solubilize oil in vesicles, and can provide a vesicle-containing cosmetic with excellent transparency.
  • the "OH/C ratio" in the present disclosure means the ratio of the number of hydroxyl groups in the polyglycerin portion to the number of carbon atoms in the fatty acid portion, and is a parameter relating to the balance between hydrophilicity and lipophilicity.
  • the polyglycerin fatty acid ester preferably has a fatty acid moiety with 12 or more, 13 or more, or 14 or more carbon atoms, from the viewpoint of solubilizing oil content in vesicles, transparency of vesicle-containing cosmetics, and the like. Also, it is preferably 17 or less, 16 or less, or 15 or less.
  • Fatty acids that can be used when preparing polyglycerol fatty acid esters may be saturated fatty acids or unsaturated fatty acids, and may be linear fatty acids or branched fatty acids.
  • Such fatty acids can include, for example, lauric acid, myristic acid, and palmitic acid. Among them, myristic acid and lauric acid are preferred.
  • the polyglycerin portion of the polyglycerin fatty acid ester is preferably a dimer or more, a trimer or more, or a tetramer or more from the viewpoint of the oil solubilization ability in the vesicles, the transparency of the vesicle-containing cosmetic, and the like. Also, it is preferably a 10-mer or less, a 9-mer or less, an octamer or less, a 7-mer or less, or a 6-mer or less.
  • the numerical value of n of the polyglycerol fatty acid ester in the above reaction formula matches, for example, the numerical value of 2 in the dimer.
  • polyglycerol fatty acid esters having an OH/C ratio of 0.20 to 0.80 include polyglyceryl-6 myristate, polyglyceryl-2 laurate, polyglyceryl-4 laurate, polyglyceryl-5 laurate, Polyglyceryl-6 laurate and polyglyceryl-10 palmitate can be mentioned.
  • oil content Since the vesicle of the present disclosure is formed using the above-described specific polyglycerol fatty acid ester, the oil content is higher in the bilayer membrane of the vesicle than, for example, micelles formed using such a polyglycerol fatty acid ester. concentration can be solubilized.
  • the solubilization ability of vesicles can be evaluated by the mass ratio of oil to polyglycerol fatty acid ester.
  • a mass ratio can be, for example, 0.01 or more, 0.03 or more, 0.05 or more, 0.07 or more, or 0.10 or more, and 0.30 or less and 0.27 or less. , 0.25 or less, 0.23 or less, or 0.20 or less.
  • oils for example, volatile and non-volatile oils can be used.
  • An oil component can be used individually or in combination of 2 or more types.
  • volatile is intended to exhibit a volatile content of more than 5% when left at 105°C under atmospheric pressure for 3 hours.
  • the volatile content which is a guideline for volatility, can be 10% or more, 20% or more, 40% or more, 50% or more, 60% or more, 80% or more, or 100%.
  • the boiling point at 1 atmosphere (101.325 kPa) can be used as an indicator of volatility.
  • the boiling point can be 250° C. or lower, 240° C. or lower, or 230° C.
  • non-volatile intends to exhibit a volatile content of 5% or less when left at 105°C for 3 hours.
  • the volatile oil is not particularly limited, and examples include volatile silicone oil and volatile hydrocarbon oil.
  • a volatile oil can be used individually or in combination of 2 or more types.
  • Volatile silicone oils include, for example, volatile acyclic silicone oils and volatile cyclic silicone oils.
  • volatile acyclic silicone oils for example, volatile linear silicone oils and volatile branched silicone oils can be used.
  • Volatile linear silicone oils include, for example, dimethylpolysiloxane with a viscosity of 0.65 cs (sometimes referred to as "dimethicone"), dimethylpolysiloxane with a viscosity of 1 cs, dimethylpolysiloxane with a viscosity of 1.5 cs, and dimethylpolysiloxane with a viscosity of 2 cs. and low-molecular-weight linear dimethylpolysiloxane such as dimethylpolysiloxane.
  • dimethylpolysiloxane having a viscosity of 2 cs is preferable from the viewpoint of the ability to solubilize vesicles and the transparency of vesicle-containing cosmetics.
  • these viscosities are intended to be kinematic viscosities at 25°C.
  • Volatile branched silicone oils include, for example, low-molecular-weight branched siloxanes such as methyltrimethicone, tris(trimethylsilyl)methylsilane, and tetrakis(trimethylsilyl)silane.
  • Volatile cyclic silicone oils include, for example, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane.
  • Volatile hydrocarbon oils include, for example, heptane, isododecane, isohexadecane, and isodecane. Among these, isohexadecane is preferable from the viewpoint of the ability to solubilize vesicles and the transparency of vesicle-containing cosmetics.
  • oils include oils commonly used in cosmetics, such as liquid oils, solid oils, waxes, hydrocarbon oils other than those mentioned above, silicone oils other than those mentioned above, and polar oils. can be done.
  • some UV absorbers act as oils, especially polar oils. Such ultraviolet absorbers can also be regarded as oils.
  • liquid oils examples include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, and linseed oil. , safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagi oil, Japanese pear oil, jojoba oil, germ oil, and triglycerin.
  • solid fats and oils examples include cacao butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, mutton tallow, hydrogenated beef tallow, palm kernel oil, lard, beef bone fat, Japanese wax kernel oil, hydrogenated oil, beef Leg fat, Japanese wax, and hydrogenated castor oil.
  • Waxes include, for example, beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, wart wax, whale wax, montan wax, bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, Reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, and POE hydrogenated lanolin alcohol ether.
  • hydrocarbon oils examples include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and olefin oligomers.
  • silicone oils examples include linear silicones such as dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane (diphenylsiloxyphenyltrimethicone), and methylhydrogenpolysiloxane having a viscosity of 6 cs or more.
  • polar oil for example, a polar oil with an IOB of 0.10 or more can be used.
  • a ultraviolet absorber can be used individually or in combination of 2 or more types.
  • the IOB value of the polar oil and UV absorber can be, for example, 0.11 or more, 0.12 or more, or 0.13 or more, and 0.50 or less, 0.45 or less, or 0.40 or less.
  • the IOB value is an abbreviation for Inorganic/Organic Balance (inorganic/organic ratio), which is a value representing the ratio of the inorganic value to the organic value, and is an index indicating the degree of polarity of an organic compound. It becomes.
  • silicone oil is preferable among the above-described oils from the viewpoint of transparency of vesicle-containing cosmetics.
  • the vesicle-containing cosmetic of the present disclosure can appropriately contain various components within a range that does not adversely affect the effects of the present disclosure.
  • various components include additive components that can be usually blended in cosmetics, such as surfactants other than polyglycerin fatty acid esters (eg, anionic surfactants), moisturizing agents, thickeners, water-soluble polymers, oils.
  • Optional components can be blended in the oil phase and/or the water phase, and can be used alone or in combination of two or more.
  • an anionic surfactant can function as a dispersant for vesicles in cosmetics, and can further improve the transparency and long-term stability of vesicle-containing cosmetics.
  • the anionic surfactant is included in the cosmetic, at least a portion of which is in the form of micelles containing such active agent in the aqueous phase.
  • N-acylamino acid salts examples include N-acylmethyltaurate salts.
  • N-acylglutamate such as potassium cocoylglutamate, N-acyl-N-methyl- ⁇ -alanine salt, N-acylsarcosinate salt, sodium N-cocoyltaurate, N-cocoyl-N -sodium methyl taurate, N-lauroyl-N-methyl taurate sodium, N-coconut fatty acid-N-methyl taurate sodium, N-coconut fatty acid-N-methyltaurine triethanolamine, N-palm fatty acid-N-ethyl Taurine triethanolamine, magnesium N-cocoyltaurate, magnesium N-cocoyl-N-methyltaurate, magnesium N-lauroyl-N-taurate, magnesium N-lauroyl-N-methyltaurate, and magnesium N-coconut fatty acid-N-methyl Mention may be made of magnesium taurtaurate, magnesium N-cocoy
  • the amount of the anionic surfactant blended is 0.01% by mass or more, 0.03% by mass or more, and 0.05% by mass with respect to the total amount of the cosmetic. % or more, or 0.07% by mass or more, and 1.0% by mass or less, 0.7% by mass or less, 0.5% by mass or less, or 0.3% by mass or less preferable.
  • alcohol is blended as an optional component, the ability to solubilize oil in vesicles or the transparency of vesicle-containing cosmetics can be further improved.
  • Such alcohols include, for example, lower alcohols, polyhydric alcohols, and higher alcohols. Among them, lower alcohols and/or polyhydric alcohols are preferred. Alcohol can be used individually or in combination of 2 or more types.
  • a monohydric alcohol having an alkyl group having 1 to 5 carbon atoms is preferable, and a monohydric alcohol having an alkyl group having 1 to 3 carbon atoms is more preferable.
  • Specific examples include ethanol, propanol, isopropanol, isobutyl alcohol, and t-butyl alcohol, with ethanol being preferred.
  • a lower alcohol can be used individually or in combination of 2 or more types.
  • polyhydric alcohols examples include ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, and polybutylene glycol. Among them, dipropylene glycol is preferred.
  • a polyhydric alcohol can be used individually or in combination of 2 or more types.
  • higher alcohols examples include those having a carbon chain length of 16 or more, and specific examples include lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, and monostearyl.
  • linear or branched higher alcohols such as glycerene ether (bacyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol and octyldodecanol;
  • the amount of alcohol blended is 1.0% by mass or more, 3.0% by mass or more, and 5.0% by mass relative to the total amount of the cosmetic. % or more, or 7.0 mass % or more, and preferably 20.0 mass % or less, 17.0 mass % or less, or 15.0 mass % or less.
  • the vesicle-containing cosmetic of the present disclosure can exhibit excellent transparency even though the vesicle solubilizes oil.
  • the transparency of cosmetics can be evaluated, for example, by the L value calculated from a color difference meter such as COLOR-EYE 7000A (manufactured by Gretag Macbeth). It is intended that the closer the L value is to 100, the higher the transparency.
  • Cosmetics of the present disclosure can exhibit an L value of 50 or greater, 55 or greater, 60 or greater, 65 or greater, 70 or greater, 75 or greater, 80 or greater, 85 or greater, or 90 or greater.
  • the upper limit of the L value is not particularly limited, and can be set to 100 or less, for example.
  • the vesicle-containing cosmetic of the present disclosure is not limited to the following method, but can be prepared as follows. Various materials described above can be used in the preparation of cosmetics.
  • the above-described polyglycerol fatty acid ester capable of forming a vesicle bilayer membrane, oil, and optionally an oil-soluble drug are mixed to form a mixed solution.
  • the vesicle-containing cosmetic composition of the present disclosure can be obtained by adding this mixed solution to water optionally containing a water-soluble drug and the like, followed by stirring and mixing.
  • the oil can be solubilized in the bilayer membrane of the vesicle.
  • the dosage form of the vesicle-containing cosmetic of the present disclosure is not particularly limited, and examples thereof include liquid, milky lotion, cream, gel, spray, and mousse.
  • “spray” can include mist type spray, aerosol type spray, and the like.
  • the vesicle-containing cosmetic of the present disclosure can be used, for example, as a cosmetic that is spread and applied to the skin, hair, or the like.
  • the product form of the cosmetics of the present disclosure is not particularly limited, but for example, facial cosmetics such as lotions, beauty essences, milky lotions, and packs; makeup cosmetics such as foundations, lipsticks, and eye shadows; body cosmetics; hair cosmetics such as hair liquids, hair tonics, hair conditioners, shampoos, rinses and hair restorers; and ointments.
  • vesicle-containing cosmetic of the present disclosure will be described in more detail below with reference to examples, but the cosmetic of the present disclosure is not limited to these.
  • the compounding amount is indicated by mass%.
  • Examples 1 to 13 and Comparative Examples 1 to 2>> The formulations shown in Tables 1 and 2 and the vesicle-containing cosmetics obtained by the production methods shown below were subjected to the following evaluations, and the results are shown in Tables 1 and 2.
  • ⁇ Evaluation method> evaluation of vesicles
  • the prepared cosmetic was observed with a frozen replica transmission electron microscope (TEM, H-7650: manufactured by Hitachi, Ltd.) using the frozen replica method to confirm the presence or absence of vesicles.
  • TEM, H-7650 manufactured by Hitachi, Ltd.
  • L value which is an index of transparency
  • Gretag Macbeth For cosmetics that are cloudy and difficult to measure accurately, "20 or less" is indicated in the table.
  • the prepared cosmetic was added to a 50 mL transparent glass bottle (outer diameter 2.5 cm), and the appearance of the cosmetic was visually observed in an atmosphere of 25° C. and evaluated according to the following criteria.
  • a and B ratings can be considered pass and C rating fail:
  • C The cosmetic was cloudy, and the opposite side of the cosmetic could not be seen through the glass bottle.
  • vesicle-containing cosmetics were produced by the following method.
  • the numbers shown below correspond to the numbers on the left indicating the names of the ingredients of the formulations in Tables 1 and 2.
  • Example 1 No. 4 and no. The 10 materials were uniformly mixed to obtain an oil phase part.
  • No. 1, No. 2 and No. 9 materials were uniformly mixed to obtain a water phase part.
  • the oil phase part was added to the water phase part and dispersed uniformly with a dispenser to obtain the vesicle-containing cosmetic of Example 1.
  • Example 2-7 and Comparative Examples 1-2 Vesicle-containing cosmetics of Examples 2 to 7 and Comparative Examples 1 and 2 were obtained in the same manner as in Example 1, except that the formulation was changed to that shown in Table 1.
  • Example 8 No. 2, No. 4 and no. 5 materials were uniformly mixed to obtain an oil phase part.
  • No. 1 was taken as the water phase part.
  • the oil phase part was added to the water phase part and dispersed uniformly with a magnetic stirrer to obtain the vesicle-containing cosmetic of Example 8.
  • Example 9-13 Vesicle-containing cosmetics of Examples 9 to 13 were obtained in the same manner as in Example 8, except that the formulation was changed to that shown in Table 2.
  • the vesicle-containing cosmetic of the present disclosure can solubilize any kind of oil at a high concentration and exhibit good transparency. I was able to confirm that I got it. Among others, it was found that when silicone oil was used as the oil component, more excellent transparency could be exhibited.

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Abstract

The present invention provides a vesicle-containing cosmetic preparation which is capable of solubilizing an oil component at a higher concentration in comparison to the cases where micelles are used, and which preferably has excellent transparency. A vesicle-containing cosmetic preparation according to the present disclosure contains a dispersion medium that contains water and vesicles that are dispersed in the dispersion medium; the vesicles are formed of at least one polyglycerol fatty acid ester that has an OH/C ratio of 0.20 to 0.80; and an oil component is contained in bilayer membranes of the vesicles.

Description

ベシクル含有化粧料Vesicle-containing cosmetics
 本開示は、ベシクル含有化粧料に関する。 The present disclosure relates to vesicle-containing cosmetics.
 親水性及び疎水性の双方の性質を有する両親媒性の化合物には、例えば、リン脂質のように、水性相中でラメラ層のような二分子膜からなる球状の小胞体を形成する化合物がある。このような二分子膜小胞体をリポソーム又はベシクルといい、これらは化粧料などに使用されている。 Amphipathic compounds having both hydrophilic and hydrophobic properties include, for example, compounds such as phospholipids that form spherical vesicles consisting of bilayer membranes such as lamellar layers in an aqueous phase. be. Such bilayer vesicles are called liposomes or vesicles, and are used in cosmetics and the like.
 特許文献1には、連続水性分散相中に、(a)イオン性又は非イオン性で、少なくとも1つの安定化剤を連合させた少なくとも1つの両親媒性脂質を含む脂質相から調製され、内に閉じ込められている水性相を含有する小胞(ベシクル)と、(b)水性分散相中に分散されている小滴の形にあり、組成物の全重量に対し0.2~20wt%の割合で存在し、精油に対し脂質相の重量比が0.3~10である、少なくとも1つの天然又は合成の精油とを含有する、毛髪手当てのための化粧用組成物が開示されている。 US Pat. No. 6,200,001 discloses, in a continuous aqueous dispersed phase, (a) a lipid phase comprising at least one amphiphilic lipid, ionic or nonionic, associated with at least one stabilizing agent; and (b) in the form of droplets dispersed in the dispersed aqueous phase, 0.2 to 20% by weight of the total weight of the composition. A cosmetic composition for hair care is disclosed containing at least one natural or synthetic essential oil present in proportions and having a weight ratio of lipid phase to essential oil of 0.3-10.
 特許文献2には、皮膚又は毛髪への有効成分の浸透性向上を目的とした皮膚外用剤又は化粧料に配合するベシクル組成物において、(A)ポリグリセリン脂肪酸エステル、(B)ポリオール、及び(C)水を必須成分として含有する平均粒子径が30~300nmである、ベシクル組成物が開示されている。 Patent Document 2 describes a vesicle composition to be blended in an external skin preparation or cosmetic for the purpose of improving the penetration of active ingredients into the skin or hair, comprising (A) a polyglycerol fatty acid ester, (B) a polyol, and ( C) A vesicle composition containing water as an essential component and having an average particle size of 30 to 300 nm is disclosed.
特開平06-128124号公報JP-A-06-128124 特開2018-199669号公報JP 2018-199669 A
 油分を可溶化させる技術として、界面活性剤を用いて調製したミセルを利用する技術が知られている。しかし、ミセルは油分の可溶化量が少ないため、ミセルよりも油分を高濃度で可溶化できる技術が望まれていた。 As a technology for solubilizing oil, a technology that uses micelles prepared using a surfactant is known. However, since micelles can solubilize a small amount of oil, a technology capable of solubilizing oil at a higher concentration than micelles has been desired.
 一方、ミセルは油分を可溶化させたとしても透明な化粧料が得られやすいという利点を有している。ベシクルはミセルよりも粒径が一般的に大きいため、油分を可溶化した透明化粧料を得る場合には、ベシクルはこれまで利用されてこなかった。 On the other hand, micelles have the advantage that it is easy to obtain transparent cosmetics even if the oil is solubilized. Since vesicles generally have a larger particle size than micelles, vesicles have not been used to obtain transparent cosmetics in which oil is solubilized.
 したがって、本開示の主題は、ミセルを用いた場合などに比べて油分を高濃度で可溶化することができ、好ましくは透明性に優れるベシクル含有化粧料を提供することである。 Therefore, the subject of the present disclosure is to provide a vesicle-containing cosmetic that can solubilize oil at a higher concentration than when micelles are used, and preferably has excellent transparency.
〈態様1〉
 水を含む分散媒、及び
 前記分散媒中に分散しているベシクル、
を含む、ベシクル含有化粧料であって、
 前記ベシクルは、OH/C比が、0.20~0.80のポリグリセリン脂肪酸エステルの少なくとも一種によって形成されており、かつ、前記ベシクルの二分子膜中に油分を含む、
ベシクル含有化粧料。
〈態様2〉
 前記化粧料が、50以上のL値を呈する、態様1に記載のベシクル含有化粧料。
〈態様3〉
 前記ポリグリセリン脂肪酸エステルのOH/C比が、0.20~0.60である、態様1又は2に記載の化粧料。
〈態様4〉
 前記ポリグリセリン脂肪酸エステルに対する前記油分の質量比が、0.01以上0.30以下である、態様1~3のいずれかに記載の化粧料。
〈態様5〉
 前記ポリグリセリン脂肪酸エステルの脂肪酸部の炭素原子数が、12以上17以下である、態様1~4のいずれかに記載の化粧料。
〈態様6〉
 前記ポリグリセリン脂肪酸エステルのポリグリセリン部が、2量体以上10量体以下のポリグリセリンによって形成されている、態様1~5のいずれかに記載の化粧料。
〈態様7〉
 アニオン性界面活性剤をさらに含む、態様1~6のいずれかに記載の化粧料。
〈態様8〉
 前記アニオン性界面活性剤を含有するミセルを含む、態様7に記載の化粧料。
〈態様9〉
 アルコールをさらに含む、態様1~8のいずれかに記載の化粧料。
<Aspect 1>
a dispersion medium containing water, and vesicles dispersed in the dispersion medium;
A vesicle-containing cosmetic comprising
The vesicle is formed of at least one polyglycerol fatty acid ester having an OH/C ratio of 0.20 to 0.80, and contains oil in the bilayer membrane of the vesicle,
A vesicle-containing cosmetic.
<Aspect 2>
The vesicle-containing cosmetic according to aspect 1, wherein the cosmetic exhibits an L value of 50 or more.
<Aspect 3>
The cosmetic according to aspect 1 or 2, wherein the polyglycerol fatty acid ester has an OH/C ratio of 0.20 to 0.60.
<Aspect 4>
The cosmetic according to any one of aspects 1 to 3, wherein the mass ratio of the oil to the polyglycerin fatty acid ester is 0.01 or more and 0.30 or less.
<Aspect 5>
The cosmetic according to any one of aspects 1 to 4, wherein the number of carbon atoms in the fatty acid portion of the polyglycerin fatty acid ester is 12 or more and 17 or less.
<Aspect 6>
The cosmetic according to any one of aspects 1 to 5, wherein the polyglycerin part of the polyglycerin fatty acid ester is formed of polyglycerin having a dimer or more and a decamer or less.
<Aspect 7>
The cosmetic according to any one of aspects 1 to 6, further comprising an anionic surfactant.
<Aspect 8>
The cosmetic according to aspect 7, comprising micelles containing the anionic surfactant.
<Aspect 9>
The cosmetic according to any one of aspects 1 to 8, further comprising alcohol.
 本開示によれば、ミセルを用いた場合などに比べて油分を高濃度で可溶化することができ、好ましくは透明性に優れるベシクル含有化粧料を提供することができる。 According to the present disclosure, it is possible to provide a vesicle-containing cosmetic that can solubilize oil at a higher concentration than when micelles are used, and preferably has excellent transparency.
 以下、本開示の実施の形態について詳述する。本開示は、以下の実施の形態に限定されるものではなく、発明の本旨の範囲内で種々変形して実施できる。 The embodiments of the present disclosure will be described in detail below. The present disclosure is not limited to the following embodiments, and various modifications can be made within the scope of the spirit of the invention.
 本開示のベシクル含有化粧料は、水を含む分散媒、及び分散媒中に分散しているベシクルを含み、このベシクルは、OH/C比が、0.20~0.80のポリグリセリン脂肪酸エステルの少なくとも一種によって形成されており、かつ、ベシクルの二分子膜中に油分を含んでいる。 The vesicle-containing cosmetic of the present disclosure includes a dispersion medium containing water and vesicles dispersed in the dispersion medium, and the vesicles have an OH/C ratio of 0.20 to 0.80. and contains oil in the bilayer membrane of the vesicle.
 原理によって限定されるものではないが、本開示のベシクル含有化粧料が、油分を高濃度で可溶化することができる作用原理は以下のとおりであると考える。 Although not limited by the principle, it is believed that the principle of action by which the vesicle-containing cosmetic of the present disclosure can solubilize oil at a high concentration is as follows.
 ベシクルを形成し得る両親媒性物質として、シリコーン系界面活性剤、ブロック型アルキレンオキシド誘導体、リン脂質などを使用し得ることは公知である。しかし、これら種々の両親媒性物質で形成したベシクルがいずれも、油分を高濃度で可溶化できるわけではない。ましてや、これら種々の両親媒性物質で形成したベシクルがいずれも、透明性に優れるわけでもない。 It is known that silicone-based surfactants, block-type alkylene oxide derivatives, phospholipids, etc. can be used as amphiphilic substances capable of forming vesicles. However, none of the vesicles formed with these various amphipathic substances can solubilize oil at high concentrations. Furthermore, not all vesicles formed from these various amphipathic substances are excellent in transparency.
 本発明者は、ベシクルを形成し得る種々の両親媒性物質の中から、親水性と親油性のバランスに関するパラメータであるOH/C比が0.20~0.80の範囲に入る特定のポリグリセリン脂肪酸エステルを採用すると、油分を高濃度で可溶化できるベシクルが得られることを見出した。さらに、本発明者は、かかる特定のポリグリセリン脂肪酸エステルを採用すると、透明性に優れるベシクル含有化粧料が得られることも見出した。 Among various amphiphilic substances capable of forming vesicles, the present inventors have found a specific polymer having an OH/C ratio, which is a parameter relating to the balance between hydrophilicity and lipophilicity, in the range of 0.20 to 0.80. It was found that a vesicle capable of solubilizing oil at a high concentration can be obtained by employing a glycerin fatty acid ester. Furthermore, the present inventors have also found that a vesicle-containing cosmetic having excellent transparency can be obtained by employing such a specific polyglycerol fatty acid ester.
 一般に、ミセル等の可溶化能を有する会合体に油分を高濃度で可溶化させると、親水性と親油性のバランスが崩れるため、油分が析出して白濁したり、或いは、可溶化粒子の粒径が大きくなって透明性が低下したりすることが一般的である。この現象は、ベシクルにおいても同様に生じ得ると考えられる。 In general, when oil is solubilized in a high-concentration association body having solubilizing ability such as micelles, the balance between hydrophilicity and lipophilicity is lost, so that the oil precipitates and becomes cloudy, or the solubilized particles become cloudy. It is common that the diameter increases and the transparency decreases. It is thought that this phenomenon can also occur in vesicles as well.
 上述した特定のポリグリセリン脂肪酸エステルによって形成されたベシクルは、構成する二分子膜のパッキング性に優れるため、油分が二分子膜中に高濃度で取り込まれても、ベシクルの崩壊、及びベシクル径の増大を好適に低減又は抑制することができるため、油分を高濃度で可溶化できると考えている。また、上述した特定のポリグリセリン脂肪酸エステルによって形成されたベシクルは、他の両親媒性物質で形成したベシクルに比べて粒子径が比較的小さいため、透明性に優れるベシクル含有化粧料が得られると考えている。 Vesicles formed from the above-mentioned specific polyglycerol fatty acid ester have excellent packing properties of the bilayer membrane that constitutes them. Since the increase can be suitably reduced or suppressed, it is believed that the oil can be solubilized at a high concentration. In addition, since the vesicles formed from the above-described specific polyglycerol fatty acid ester have a relatively small particle size compared to vesicles formed from other amphipathic substances, it is expected that a vesicle-containing cosmetic with excellent transparency can be obtained. thinking.
 なお、特許文献1に記載されている化粧用組成物には、小胞体(ベシクル)とともに精油が含まれているが、かかる組成物は、小胞体を含む分散液を形成した後に、かかる分散液に対して精油を添加しているため、小胞体の二分子膜中には精油は可溶化されていない。 The cosmetic composition described in Patent Document 1 contains an essential oil together with vesicles. Since the essential oil is added to the endoplasmic reticulum, the essential oil is not solubilized in the bilayer membrane of the endoplasmic reticulum.
《ベシクル含有化粧料》
〈分散媒〉
 本開示のベシクル含有化粧料(単に「化粧料」と称する場合がある。)における分散媒(水相)は水を含む。
《Cosmetics containing vesicles》
<Dispersion medium>
The dispersion medium (aqueous phase) in the vesicle-containing cosmetic of the present disclosure (sometimes simply referred to as “cosmetics”) contains water.
(水)
 水の配合量としては特に制限はなく、例えば、化粧料の全量に対し、20質量%以上、30質量%以上、40質量%以上、50質量%以上、60質量%以上、70質量%以上、又は80質量%以上とすることができ、また、95質量%以下、90質量%以下、85質量%以下、80質量%以下、75質量%以下、70質量%以下、65質量%以下、60質量%以下、55質量%以下、又は50質量%以下とすることができる。
(water)
The amount of water to be blended is not particularly limited. Or 80% by mass or more, and 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% by mass or less, 60% by mass % or less, 55 mass % or less, or 50 mass % or less.
 本開示のベシクル含有化粧料で使用し得る水としては特に制限はなく、例えば、化粧料、及び医薬部外品において使用される水を使用することができる。例えば、イオン交換水、蒸留水、超純水、及び水道水を使用することができる。 The water that can be used in the vesicle-containing cosmetics of the present disclosure is not particularly limited, and for example, water used in cosmetics and quasi-drugs can be used. For example, deionized water, distilled water, ultrapure water, and tap water can be used.
〈ベシクル〉
 本開示のベシクル含有化粧料は、分散相としてのベシクルを含み、このベシクルの二分子膜中に油分が含まれている。
<Vesicle>
The vesicle-containing cosmetic of the present disclosure contains vesicles as a dispersed phase, and oil is contained in the bilayer membrane of the vesicles.
 化粧料中にベシクルが含まれていることは、例えば、凍結レプリカ透過型電子顕微鏡(TEM、H-7650:株式会社日立製作所製)を用いた凍結レプリカ法、或いは、小角X線散乱測定装置(SAXSess、Anton Paar社製)及びゼータサイザーナノ(Malvern Panalytical社製)を用いて確認することができる。ベシクルは典型的には、ラメラ液晶が同心球状に閉じた状態の小胞体の分散物として水相中に分散している。小角X線散乱装置等を用いる方法では、化粧料中にラメラ液晶が存在していると、このラメラ液晶における層状構造のサイズを測定することができる。つまり、小角X線散乱装置等を用いる方法では、ラメラ液晶の有無、及びそのサイズから、化粧料中にベシクルが含まれていることを確認することができる。 The fact that vesicles are contained in cosmetics is confirmed by, for example, a frozen replica method using a frozen replica transmission electron microscope (TEM, H-7650: manufactured by Hitachi, Ltd.), or a small-angle X-ray scattering measurement device ( SAXSess, manufactured by Anton Paar) and Zetasizer Nano (manufactured by Malvern Panalytical) can be used for confirmation. Vesicles are typically dispersed in the aqueous phase as a dispersion of concentric spherically closed vesicles of lamellar liquid crystals. In the method using a small-angle X-ray scattering apparatus or the like, if lamellar liquid crystals are present in the cosmetic, the size of the layered structure in the lamellar liquid crystals can be measured. In other words, in a method using a small-angle X-ray scattering apparatus or the like, it is possible to confirm the presence or absence of lamellar liquid crystals and their size to confirm that the cosmetic contains vesicles.
 いくつかの実施形態において、化粧料中のベシクルの平均粒子径は、200nm以下、150nm以下、100nm以下、80nm以下、又は60nm以下とすることができ、また、10nm以上、20nm以上、30nm以上、40nm以上、又は50nm以上とすることができる。このような平均粒子径を有するベシクルは、化粧料の透明性をより向上させることができる。ここで、ベシクルの平均粒子径は、凍結レプリカ法を用い、凍結レプリカ透過型電子顕微鏡(TEM、H-7650:株式会社日立製作所製)による写真から測定することができる。かかる平均粒子径は、任意に選択した10個以上のベシクルの平均値である。 In some embodiments, the average particle size of the vesicles in the cosmetic can be 200 nm or less, 150 nm or less, 100 nm or less, 80 nm or less, or 60 nm or less. It can be 40 nm or more, or 50 nm or more. Vesicles having such an average particle size can further improve the transparency of cosmetics. Here, the average particle size of vesicles can be measured from a photograph taken by a frozen replica transmission electron microscope (TEM, H-7650: manufactured by Hitachi, Ltd.) using the frozen replica method. Such average particle size is the average value of 10 or more arbitrarily selected vesicles.
(ポリグリセリン脂肪酸エステル)
 本開示のベシクルは、OH/C比が0.20~0.80のポリグリセリン脂肪酸エステルの少なくとも一種によって形成されている。
(Polyglycerol fatty acid ester)
The vesicles of the present disclosure are formed by at least one polyglycerol fatty acid ester having an OH/C ratio of 0.20-0.80.
 ポリグリセリン脂肪酸エステルは、サスティナブルな材料であるとともに、付随的な効果として、肌に適用したときに、しっとりとした使用感を提供することができ、また、オクルージョン効果を向上させることができる。 Polyglycerin fatty acid ester is a sustainable material, and as an incidental effect, it can provide a moist feeling when applied to the skin, and can improve the occlusion effect.
 本開示のベシクル含有化粧料中のポリグリセリン脂肪酸エステルの配合量は、ベシクルの形成性、ベシクルにおける油分の可溶化能、ベシクル含有化粧料の透明性等の観点から、化粧料の全量に対して、0.1質量%以上、0.3質量%以上、又は0.5質量%以上とすることができ、また、10質量%以下、5.0質量%以下、又は3.0質量%以下とすることができる。 The amount of polyglycerol fatty acid ester in the vesicle-containing cosmetic of the present disclosure is based on the total amount of the cosmetic from the viewpoint of vesicle formation, oil solubilization in vesicles, transparency of the vesicle-containing cosmetic, etc. , 0.1% by mass or more, 0.3% by mass or more, or 0.5% by mass or more, and 10% by mass or less, 5.0% by mass or less, or 3.0% by mass or less can do.
 ポリグリセリン脂肪酸エステルは、以下の反応式で示されるように、脂肪酸とポリグリセリンとをエステル化して調製することができる:
Figure JPOXMLDOC01-appb-C000001
Polyglycerin fatty acid esters can be prepared by esterifying fatty acids with polyglycerin as shown in the following reaction scheme:
Figure JPOXMLDOC01-appb-C000001
 ここで、ポリグリセリン脂肪酸エステルにおいて、脂肪酸に由来する部分を脂肪酸部、ポリグリセリンに由来する部分をポリグリセリン部と称することができる。脂肪酸部が親油部に該当し、ポリグリセリン部が親水部に該当する。 Here, in the polyglycerin fatty acid ester, the portion derived from fatty acids can be called a fatty acid portion, and the portion derived from polyglycerin can be called a polyglycerin portion. The fatty acid portion corresponds to the lipophilic portion, and the polyglycerol portion corresponds to the hydrophilic portion.
 ポリグリセリン脂肪酸エステルのOH/C比は、0.20以上、0.25以上、0.30以上、0.35以上、0.40以上、0.45以上、又は0.50以上であることが好ましく、また、0.80以下、0.75以下、0.70以下、0.65以下、又は0.60以下であることが好ましい。このようなOH/C比を有するポリグリセリン脂肪酸エステルは、ベシクルにおける油分の可溶化能を向上させることができ、透明性に優れるベシクル含有化粧料を提供することができる。 The OH/C ratio of the polyglycerol fatty acid ester is 0.20 or more, 0.25 or more, 0.30 or more, 0.35 or more, 0.40 or more, 0.45 or more, or 0.50 or more. It is preferably 0.80 or less, 0.75 or less, 0.70 or less, 0.65 or less, or 0.60 or less. A polyglycerol fatty acid ester having such an OH/C ratio can improve the ability to solubilize oil in vesicles, and can provide a vesicle-containing cosmetic with excellent transparency.
 ここで、本開示において「OH/C比」とは、脂肪酸部の炭素原子数に対する、ポリグリセリン部の水酸基数の比を意味し、親水性と親油性のバランスに関するパラメータである。例えば、ミリスチン酸ポリグリセリル-6の場合には、脂肪酸部の炭素原子数が14個であり、また、ポリグリセリン部は6量体であり、そのときの水酸基数は7個(=6+1)であるため、OH/C比は、0.50(=7/14)となる。 Here, the "OH/C ratio" in the present disclosure means the ratio of the number of hydroxyl groups in the polyglycerin portion to the number of carbon atoms in the fatty acid portion, and is a parameter relating to the balance between hydrophilicity and lipophilicity. For example, in the case of polyglyceryl-6 myristate, the number of carbon atoms in the fatty acid portion is 14, and the polyglycerin portion is a hexamer, in which case the number of hydroxyl groups is 7 (=6+1). Therefore, the OH/C ratio is 0.50 (=7/14).
 ポリグリセリン脂肪酸エステルとしては、ベシクルにおける油分の可溶化能、ベシクル含有化粧料の透明性等の観点から、脂肪酸部の炭素原子数が、12以上、13以上、又は14以上であることが好ましく、また、17以下、16以下、又は15以下であることが好ましい。 The polyglycerin fatty acid ester preferably has a fatty acid moiety with 12 or more, 13 or more, or 14 or more carbon atoms, from the viewpoint of solubilizing oil content in vesicles, transparency of vesicle-containing cosmetics, and the like. Also, it is preferably 17 or less, 16 or less, or 15 or less.
 ポリグリセリン脂肪酸エステルを調製するときに使用し得る脂肪酸は、飽和脂肪酸又は不飽和脂肪酸であってもよく、また、直鎖状脂肪酸又は分岐鎖状脂肪酸であってもよい。このような脂肪酸として、例えば、ラウリン酸、ミリスチン酸、及びパルミチン酸を挙げることができる。なかでも、ミリスチン酸、ラウリン酸が好ましい。 Fatty acids that can be used when preparing polyglycerol fatty acid esters may be saturated fatty acids or unsaturated fatty acids, and may be linear fatty acids or branched fatty acids. Such fatty acids can include, for example, lauric acid, myristic acid, and palmitic acid. Among them, myristic acid and lauric acid are preferred.
 ポリグリセリン脂肪酸エステルのポリグリセリン部は、ベシクルにおける油分の可溶化能、ベシクル含有化粧料の透明性等の観点から、2量体以上、3量体以上、又は4量体以上であることが好ましく、また、10量体以下、9量体以下、8量体以下、7量体以下、又は6量体以下であることが好ましい。ここで、上記の反応式中のポリグリセリン脂肪酸エステルのnの数値は、例えば、2量体における数値2と一致する。 The polyglycerin portion of the polyglycerin fatty acid ester is preferably a dimer or more, a trimer or more, or a tetramer or more from the viewpoint of the oil solubilization ability in the vesicles, the transparency of the vesicle-containing cosmetic, and the like. Also, it is preferably a 10-mer or less, a 9-mer or less, an octamer or less, a 7-mer or less, or a 6-mer or less. Here, the numerical value of n of the polyglycerol fatty acid ester in the above reaction formula matches, for example, the numerical value of 2 in the dimer.
 OH/C比が0.20~0.80のポリグリセリン脂肪酸エステルとして、具体的には、例えば、ミリスチン酸ポリグリセリル-6、ラウリン酸ポリグリセリル-2、ラウリン酸ポリグリセリル-4、ラウリン酸ポリグリセリル-5、ラウリン酸ポリグリセリル-6、パルミチン酸ポリグリセリル-10を挙げることができる。 Specific examples of polyglycerol fatty acid esters having an OH/C ratio of 0.20 to 0.80 include polyglyceryl-6 myristate, polyglyceryl-2 laurate, polyglyceryl-4 laurate, polyglyceryl-5 laurate, Polyglyceryl-6 laurate and polyglyceryl-10 palmitate can be mentioned.
(油分)
 本開示のベシクルは、上述した特定のポリグリセリン脂肪酸エステルを用いて形成されているため、例えば、かかるポリグリセリン脂肪酸エステルを用いて形成したミセルなどに比べ、油分をベシクルの二分子膜中により高濃度で可溶化させることができる。
(oil content)
Since the vesicle of the present disclosure is formed using the above-described specific polyglycerol fatty acid ester, the oil content is higher in the bilayer membrane of the vesicle than, for example, micelles formed using such a polyglycerol fatty acid ester. concentration can be solubilized.
 ベシクルの可溶化能は、ポリグリセリン脂肪酸エステルに対する油分の質量比で評価することができる。かかる質量比としては、例えば、0.01以上、0.03以上、0.05以上、0.07以上、又は0.10以上とすることができ、また、0.30以下、0.27以下、0.25以下、0.23以下、又は0.20以下とすることができる。 The solubilization ability of vesicles can be evaluated by the mass ratio of oil to polyglycerol fatty acid ester. Such a mass ratio can be, for example, 0.01 or more, 0.03 or more, 0.05 or more, 0.07 or more, or 0.10 or more, and 0.30 or less and 0.27 or less. , 0.25 or less, 0.23 or less, or 0.20 or less.
 ベシクルの二分子膜中に可溶化させ得る油分の種類としては特に制限はない。油分として、例えば、揮発性油及び不揮発性油を使用することができる。油分は単独で又は二種以上組み合わせて使用することができる。ここで、「揮発性」とは、大気圧下、105℃で3時間放置したときの揮発分が5%超を呈するものを意図する。揮発性の指針となる揮発分としては、10%以上、20%以上、40%以上、50%以上、60%以上、80%以上、又は100%とすることもできる。あるいは、揮発性の指針として、1気圧(101.325kPa)下における沸点を使用することができる。この沸点は、250℃以下、240℃以下、又は230℃以下とすることができ、また、80℃以上、100℃以上、120℃以上、150℃以上、又は160℃以上とすることができる。また、本開示において「不揮発性」とは、105℃で3時間放置したときの揮発分が5%以下を呈するものを意図する。 There are no particular restrictions on the type of oil that can be solubilized in the vesicle bilayer membrane. As oils, for example, volatile and non-volatile oils can be used. An oil component can be used individually or in combination of 2 or more types. Here, "volatile" is intended to exhibit a volatile content of more than 5% when left at 105°C under atmospheric pressure for 3 hours. The volatile content, which is a guideline for volatility, can be 10% or more, 20% or more, 40% or more, 50% or more, 60% or more, 80% or more, or 100%. Alternatively, the boiling point at 1 atmosphere (101.325 kPa) can be used as an indicator of volatility. The boiling point can be 250° C. or lower, 240° C. or lower, or 230° C. or lower, and can be 80° C. or higher, 100° C. or higher, 120° C. or higher, 150° C. or higher, or 160° C. or higher. In addition, in the present disclosure, "non-volatile" intends to exhibit a volatile content of 5% or less when left at 105°C for 3 hours.
 揮発性油としては特に制限はなく、例えば、揮発性シリコーン油、及び揮発性炭化水素油を挙げることができる。揮発性油は、単独で又は二種以上組み合わせ使用することができる。 The volatile oil is not particularly limited, and examples include volatile silicone oil and volatile hydrocarbon oil. A volatile oil can be used individually or in combination of 2 or more types.
 揮発性シリコーン油としては、例えば、揮発性非環状シリコーン油、及び揮発性環状シリコーン油を挙げることができる。 Volatile silicone oils include, for example, volatile acyclic silicone oils and volatile cyclic silicone oils.
 揮発性非環状シリコーン油として、例えば、揮発性直鎖状シリコーン油、及び揮発性分岐状シリコーン油を使用することができる。 As volatile acyclic silicone oils, for example, volatile linear silicone oils and volatile branched silicone oils can be used.
 揮発性直鎖状シリコーン油としては、例えば、粘度0.65csのジメチルポリシロキサン(「ジメチコン」と称する場合がある。)、粘度1csのジメチルポリシロキサン、粘度1.5csのジメチルポリシロキサン、粘度2csのジメチルポリシロキサン等の低分子量の直鎖状ジメチルポリシロキサンが挙げられる。なかでも、ベシクルに対する可溶化能、ベシクル含有化粧料の透明性の観点から、粘度2csのジメチルポリシロキサンが好ましい。ここで、これらの粘度は、25℃雰囲気下における動粘度を意図する。 Volatile linear silicone oils include, for example, dimethylpolysiloxane with a viscosity of 0.65 cs (sometimes referred to as "dimethicone"), dimethylpolysiloxane with a viscosity of 1 cs, dimethylpolysiloxane with a viscosity of 1.5 cs, and dimethylpolysiloxane with a viscosity of 2 cs. and low-molecular-weight linear dimethylpolysiloxane such as dimethylpolysiloxane. Among them, dimethylpolysiloxane having a viscosity of 2 cs is preferable from the viewpoint of the ability to solubilize vesicles and the transparency of vesicle-containing cosmetics. Here, these viscosities are intended to be kinematic viscosities at 25°C.
 揮発性分岐状シリコーン油としては、例えば、メチルトリメチコン、トリス(トリメチルシリル)メチルシラン、テトラキス(トリメチルシリル)シラン等の低分子量の分岐状シロキサンが挙げられる。 Volatile branched silicone oils include, for example, low-molecular-weight branched siloxanes such as methyltrimethicone, tris(trimethylsilyl)methylsilane, and tetrakis(trimethylsilyl)silane.
 揮発性環状シリコーン油としては、例えば、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、及びドデカメチルシクロヘキサシロキサンが挙げられる。 Volatile cyclic silicone oils include, for example, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane.
 揮発性炭化水素油としては、例えば、ヘプタン、イソドデカン、イソヘキサデカン、及びイソデカンを挙げることができる。なかでも、ベシクルに対する可溶化能、ベシクル含有化粧料の透明性の観点から、イソヘキサデカンが好ましい。 Volatile hydrocarbon oils include, for example, heptane, isododecane, isohexadecane, and isodecane. Among these, isohexadecane is preferable from the viewpoint of the ability to solubilize vesicles and the transparency of vesicle-containing cosmetics.
 油分としては上述した揮発性油以外に、化粧料において一般に使用される油分、例えば、液体油脂、固体油脂、ロウ類、上記以外の炭化水素油、上記以外のシリコーン油、極性油等を挙げることができる。ここで、紫外線吸収剤の中には、油分、特に、極性油として作用するものも存在する。このような紫外線吸収剤も油分とみなすことができる。 In addition to the above-mentioned volatile oils, examples of oils include oils commonly used in cosmetics, such as liquid oils, solid oils, waxes, hydrocarbon oils other than those mentioned above, silicone oils other than those mentioned above, and polar oils. can be done. Here, some UV absorbers act as oils, especially polar oils. Such ultraviolet absorbers can also be regarded as oils.
 液体油脂としては、例えば、アボガド油、ツバキ油、タートル油、マカデミアナッツ油、トウモロコシ油、ミンク油、オリーブ油、ナタネ油、卵黄油、ゴマ油、パーシック油、小麦胚芽油、サザンカ油、ヒマシ油、アマニ油、サフラワー油、綿実油、エノ油、大豆油、落花生油、茶実油、カヤ油、コメヌカ油、シナギリ油、日本キリ油、ホホバ油、胚芽油、及びトリグリセリンが挙げられる。 Examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, and linseed oil. , safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagi oil, Japanese pear oil, jojoba oil, germ oil, and triglycerin.
 固体油脂としては、例えば、カカオ脂、ヤシ油、馬脂、硬化ヤシ油、パーム油、牛脂、羊脂、硬化牛脂、パーム核油、豚脂、牛骨脂、モクロウ核油、硬化油、牛脚脂、モクロウ、及び硬化ヒマシ油が挙げられる。 Examples of solid fats and oils include cacao butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, mutton tallow, hydrogenated beef tallow, palm kernel oil, lard, beef bone fat, Japanese wax kernel oil, hydrogenated oil, beef Leg fat, Japanese wax, and hydrogenated castor oil.
 ロウ類としては、例えば、ミツロウ、キャンデリラロウ、綿ロウ、カルナウバロウ、ベイベリーロウ、イボタロウ、鯨ロウ、モンタンロウ、ヌカロウ、ラノリン、カポックロウ、酢酸ラノリン、液状ラノリン、サトウキビロウ、ラノリン脂肪酸イソプロピル、ラウリン酸ヘキシル、還元ラノリン、ジョジョバロウ、硬質ラノリン、セラックロウ、POEラノリンアルコールエーテル、POEラノリンアルコールアセテート、POEコレステロールエーテル、ラノリン脂肪酸ポリエチレングリコール、及びPOE水素添加ラノリンアルコールエーテルが挙げられる。 Waxes include, for example, beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, wart wax, whale wax, montan wax, bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, Reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, and POE hydrogenated lanolin alcohol ether.
 炭化水素油としては、例えば、流動パラフィン、オゾケライト、スクワラン、プリスタン、パラフィン、セレシン、スクワレン、ワセリン、マイクロクリスタリンワックス、及びオレフィンオリゴマーが挙げられる。 Examples of hydrocarbon oils include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and olefin oligomers.
 シリコーン油としては、例えば、粘度6cs以上のジメチルポリシロキサン(ジメチコン)、メチルフェニルポリシロキサン(ジフェニルシロキシフェニルトリメチコン)、メチルハイドロジェンポリシロキサン等の鎖状シリコーンが挙げられる。 Examples of silicone oils include linear silicones such as dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane (diphenylsiloxyphenyltrimethicone), and methylhydrogenpolysiloxane having a viscosity of 6 cs or more.
 極性油としては、例えば、IOBが0.10以上の極性油を使用することができる。このような極性油としては、例えば、ミリスチン酸イソプロピル(IOB値=0.18)、パルミチン酸オクチル(IOB値=0.13)、パルミチン酸イソプロピル(IOB値=0.16)、ステアリン酸ブチル(IOB値=0.14)、ラウリン酸ヘキシル(IOB値=0.17)、ミリスチン酸ミリスチル(IOB値=0.11)、オレイン酸デシル(IOB値=0.11)、イソノナン酸イソノニル(IOB値=0.20)、イソノナン酸イソトリデシル(IOB値=0.15)、エチルヘキサン酸セチル(IOB値=0.13)、テトラエチルヘキサン酸ペンタエリスリチル(IOB値=0.35)、コハク酸ジエチルヘキシル(IOB値=0.32)、コハク酸ジオクチル(IOB値=0.36)、ジステアリン酸グリコール(IOB値=0.16)、ジイソステアリン酸グリセリル(IOB値=0.29)、ジカプリン酸ネオペンチルグリコール(IOB値=0.25)、リンゴ酸ジイソステアリル(IOB値=0.28)、トリイソステアリン酸トリメチロールプロパン(IOB値=0.16)、トリ2-エチルヘキサン酸グリセリル(トリエチルヘキサノイン)(IOB値=0.35)、トリオクタン酸トリメチロールプロパン(IOB値=0.33)、トリイソステアリン酸トリメチロールプロパン(IOB値=0.16)、アジピン酸ジイソブチル(IOB値=0.46)、N-ラウロイル-L-グルタミン酸-2-オクチルドデシルエステル(IOB値=0.29)、アジピン酸2-ヘキシルデシル(IOB値=0.16)、セバシン酸ジイソプロピル(IOB値=0.40)、メトキシケイヒ酸エチルヘキシル(IOB値=0.28)、パルミチン酸2-エチルヘキシル(IOB値=0.13)、エチルヘキサン酸2-エチルヘキシル(IOB値=0.2)、トリイソステアリン(IOB値=0.16)、ジピバリン酸PPG-3(IOB値=0.52)、及びトリ(カプリル酸/カプリン酸)グリセリル(IOB値=0.33)が挙げられる。なかでも、ベシクルに対する可溶化能、ベシクル含有化粧料の透明性の観点から、テトラエチルヘキサン酸ペンタエリスリチル(IOB値=0.35)が好ましい。 As the polar oil, for example, a polar oil with an IOB of 0.10 or more can be used. Examples of such polar oils include isopropyl myristate (IOB value = 0.18), octyl palmitate (IOB value = 0.13), isopropyl palmitate (IOB value = 0.16), butyl stearate ( IOB value = 0.14), hexyl laurate (IOB value = 0.17), myristyl myristate (IOB value = 0.11), decyl oleate (IOB value = 0.11), isononyl isononanoate (IOB value = 0.20), isotridecyl isononanoate (IOB value = 0.15), cetyl ethylhexanoate (IOB value = 0.13), pentaerythrityl tetraethylhexanoate (IOB value = 0.35), diethylhexyl succinate (IOB value = 0.32), dioctyl succinate (IOB value = 0.36), glycol distearate (IOB value = 0.16), glyceryl diisostearate (IOB value = 0.29), neopentyl glycol dicaprate. (IOB value = 0.25), diisostearyl malate (IOB value = 0.28), trimethylolpropane triisostearate (IOB value = 0.16), glyceryl tri-2-ethylhexanoate (triethylhexanoin) (IOB value = 0.35), trimethylolpropane trioctanoate (IOB value = 0.33), trimethylolpropane triisostearate (IOB value = 0.16), diisobutyl adipate (IOB value = 0.46), N-lauroyl-L-glutamic acid-2-octyldodecyl ester (IOB value = 0.29), 2-hexyldecyl adipate (IOB value = 0.16), diisopropyl sebacate (IOB value = 0.40), methoxy Ethylhexyl cinnamate (IOB value = 0.28), 2-ethylhexyl palmitate (IOB value = 0.13), 2-ethylhexyl ethylhexanoate (IOB value = 0.2), triisostearin (IOB value = 0.16 ), PPG-3 dipivalate (IOB value=0.52), and tri(caprylic/capric)glyceryl (IOB value=0.33). Among them, pentaerythrityl tetraethylhexanoate (IOB value = 0.35) is preferable from the viewpoint of the ability to solubilize vesicles and the transparency of vesicle-containing cosmetics.
 油分とみなすことが可能な紫外線吸収剤としては、例えば、IOBが0.10以上の紫外線吸収剤、具体的には、メトキシケイヒ酸エチルヘキシル、オクトクリレン、ポリシリコーン-15、t-ブチルメトキシジベンゾイルメタン、エチルヘキシルトリアゾン、ビスエチルヘキシルオキシフェノールメトキシフェニルトリアジン、ジエチルアミノヒドロキシベンゾイル安息香酸ヘキシル、オキシベンゾン-3、メチレンビスベンゾトリアゾリルテトラメチルブチルフェノール、ホモサレート、サリチル酸エチルへキシル等の有機系の紫外線吸収剤を挙げることができる。紫外線吸収剤は、単独で又は二種以上を組み合わせて使用することができる。 Examples of UV absorbers that can be regarded as oils include UV absorbers with an IOB of 0.10 or more, specifically ethylhexyl methoxycinnamate, octocrylene, polysilicone-15, t-butylmethoxydibenzoylmethane. , ethylhexyltriazon, bisethylhexyloxyphenolmethoxyphenyltriazine, hexyl diethylaminohydroxybenzoylbenzoate, oxybenzone-3, methylenebisbenzotriazolyltetramethylbutylphenol, homosalate, and ethylhexyl salicylate. be able to. A ultraviolet absorber can be used individually or in combination of 2 or more types.
 極性油及び紫外線吸収剤のIOB値は、例えば、0.11以上、0.12以上、又は0.13以上とすることでき、また、0.50以下、0.45以下、又は0.40以下とすることができる。ここで、IOB値とは、Inorganic/Organic Balance(無機性/有機性比)の略であって、無機性値の有機性値に対する比率を表す値であり、有機化合物の極性の度合いを示す指標となるものである。IOB値は、具体的には、IOB値=無機性値/有機性値として表される。「無機性値」、「有機性値」のそれぞれについては、例えば、分子中の炭素原子1個について「有機性値」が20、水酸基1個について「無機性値」が100といったように、各種原子又は官能基に応じた「無機性値」、「有機性値」が設定されており、有機化合物中の全ての原子及び官能基の「無機性値」、「有機性値」を積算することによって、当該有機化合物のIOB値を算出することができる(例えば、甲田善生著、「有機概念図-基礎と応用-」、p.11~17、三共出版、1984年発行参照)。 The IOB value of the polar oil and UV absorber can be, for example, 0.11 or more, 0.12 or more, or 0.13 or more, and 0.50 or less, 0.45 or less, or 0.40 or less. can be Here, the IOB value is an abbreviation for Inorganic/Organic Balance (inorganic/organic ratio), which is a value representing the ratio of the inorganic value to the organic value, and is an index indicating the degree of polarity of an organic compound. It becomes. The IOB value is specifically expressed as IOB value=inorganic value/organic value. For each of the "inorganicity value" and the "organicity value", various The "inorganic value" and "organic value" are set according to the atom or functional group, and the "inorganic value" and "organic value" of all atoms and functional groups in the organic compound are accumulated. (See, for example, Yoshio Koda, "Organic Conceptual Diagram-Basics and Applications-", pp. 11-17, Sankyo Publishing, 1984).
 いくつかの実施形態において、上述した油分のなかでも、ベシクル含有化粧料の透明性の観点から、シリコーン油が好ましい。 In some embodiments, silicone oil is preferable among the above-described oils from the viewpoint of transparency of vesicle-containing cosmetics.
〈任意成分〉
 本開示のベシクル含有化粧料は、本開示の効果に悪影響を及ぼさない範囲で、各種成分を適宜配合することができる。各種成分としては、化粧料に通常配合し得るような添加成分、例えば、ポリグリセリン脂肪酸エステル以外の界面活性剤(例えばアニオン性界面活性剤)、保湿剤、増粘剤、水溶性高分子、油溶性高分子、皮膜形成剤、高級脂肪酸、金属イオン封鎖剤、アルコール(例えば、エタノール等の低級アルコール、高級アルコール、グリコール等の多価アルコール)、各種抽出液、糖、アミノ酸、有機アミン、高分子エマルジョン、キレート剤、上記の紫外線吸収剤以外の他の紫外線吸収剤、pH調整剤、皮膚栄養剤、ビタミン、医薬品、医薬部外品、化粧品等に適用可能な水溶性薬剤、緩衝剤、退色防止剤、防腐剤、噴射剤、充填剤、顔料、染料、色素、香料等を挙げることができる。任意成分は、油相中及び/又は水相中に配合することができ、単独で又は二種以上組み合わせて使用することができる。
<Optional component>
The vesicle-containing cosmetic of the present disclosure can appropriately contain various components within a range that does not adversely affect the effects of the present disclosure. Examples of various components include additive components that can be usually blended in cosmetics, such as surfactants other than polyglycerin fatty acid esters (eg, anionic surfactants), moisturizing agents, thickeners, water-soluble polymers, oils. Soluble polymers, film-forming agents, higher fatty acids, sequestering agents, alcohols (e.g., lower alcohols such as ethanol, higher alcohols, polyhydric alcohols such as glycol), various extracts, sugars, amino acids, organic amines, polymers Emulsions, chelating agents, UV absorbers other than the above UV absorbers, pH adjusters, skin nutrients, vitamins, pharmaceuticals, quasi-drugs, water-soluble agents applicable to cosmetics, buffers, anti-fading agents agents, preservatives, propellants, fillers, pigments, dyes, pigments, perfumes, and the like. Optional components can be blended in the oil phase and/or the water phase, and can be used alone or in combination of two or more.
 任意成分の中でも、アニオン性界面活性剤の使用は、化粧料中のベシクルの分散剤として機能し得るため、ベシクル含有化粧料の透明性及び長期安定性をより向上させることができる。いくつかの実施形態において、アニオン性界面活性剤は、その少なくとも一部が、水相中でかかる活性剤を含有するミセルの形態で化粧料中に含まれている。 Among the optional ingredients, the use of an anionic surfactant can function as a dispersant for vesicles in cosmetics, and can further improve the transparency and long-term stability of vesicle-containing cosmetics. In some embodiments, the anionic surfactant is included in the cosmetic, at least a portion of which is in the form of micelles containing such active agent in the aqueous phase.
 このようなアニオン性界面活性剤として、例えば、N-アシルアミノ酸塩、及びN-アシルメチルタウリン塩を挙げることができる。具体的には、例えば、ココイルグルタミン酸カリウム等のN-アシルグルタミン酸塩、N-アシル-N-メチル-β-アラニン塩、N-アシルサルコシネート塩、N-ココイルタウリンナトリウム、N-ココイル-N-メチルタウリンナトリウム、N-ラウロイル-N-メチルタウリンナトリウム、N-ヤシ油脂肪酸-N-メチルタウリンナトリウム、N-ヤシ油脂肪酸-N-メチルタウリントリエタノールアミン、N-パーム油脂肪酸-N-エチルタウリントリエタノールアミン、N-ココイルタウリンマグネシウム、N-ココイル-N-メチルタウリンマグネシウム、N-ラウロイル-N-タウリンマグネシウム、N-ラウロイル-N-メチルタウリンマグネシウム、及びN-ヤシ油脂肪酸-N-メチルタウリンマグネシウムを挙げることができる。なかでも、N-ココイル-N-メチルタウリンナトリウムが好ましい。アニオン性界面活性剤は単独で又は二種以上組み合わせて使用することができる。 Examples of such anionic surfactants include N-acylamino acid salts and N-acylmethyltaurate salts. Specifically, for example, N-acylglutamate such as potassium cocoylglutamate, N-acyl-N-methyl-β-alanine salt, N-acylsarcosinate salt, sodium N-cocoyltaurate, N-cocoyl-N -sodium methyl taurate, N-lauroyl-N-methyl taurate sodium, N-coconut fatty acid-N-methyl taurate sodium, N-coconut fatty acid-N-methyltaurine triethanolamine, N-palm fatty acid-N-ethyl Taurine triethanolamine, magnesium N-cocoyltaurate, magnesium N-cocoyl-N-methyltaurate, magnesium N-lauroyl-N-taurate, magnesium N-lauroyl-N-methyltaurate, and magnesium N-coconut fatty acid-N-methyl Mention may be made of magnesium taurine. Among them, sodium N-cocoyl-N-methyltaurate is preferred. Anionic surfactant can be used individually or in combination of 2 or more types.
 ベシクル含有化粧料の透明性及び長期安定性の観点から、アニオン性界面活性剤の配合量は、化粧料の全量に対し、0.01質量%以上、0.03質量%以上、0.05質量%以上、又は0.07質量%以上であることが好ましく、また、1.0質量%以下、0.7質量%以下、0.5質量%以下、又は0.3質量%以下であることが好ましい。 From the viewpoint of the transparency and long-term stability of the vesicle-containing cosmetic, the amount of the anionic surfactant blended is 0.01% by mass or more, 0.03% by mass or more, and 0.05% by mass with respect to the total amount of the cosmetic. % or more, or 0.07% by mass or more, and 1.0% by mass or less, 0.7% by mass or less, 0.5% by mass or less, or 0.3% by mass or less preferable.
 さらに、任意成分として、アルコールを配合すると、ベシクルにおける油分の可溶化能、又はベシクル含有化粧料の透明性をさらに向上させることができる。このようなアルコールとしては、例えば、低級アルコール、多価アルコール、及び高級アルコールが挙げられる。なかでも、低級アルコール及び/又は多価アルコールが好ましい。アルコールは単独で又は二種以上組み合わせて使用することができる。 Furthermore, if alcohol is blended as an optional component, the ability to solubilize oil in vesicles or the transparency of vesicle-containing cosmetics can be further improved. Such alcohols include, for example, lower alcohols, polyhydric alcohols, and higher alcohols. Among them, lower alcohols and/or polyhydric alcohols are preferred. Alcohol can be used individually or in combination of 2 or more types.
 低級アルコールとしては、例えば、炭素原子数が1~5個のアルキル基を有する一価アルコールが好ましく、炭素原子数が1~3個のアルキル基を有する一価アルコールがより好ましい。具体的には、例えば、エタノール、プロパノール、イソプロパノール、イソブチルアルコール、及びt-ブチルアルコールが挙げられ、なかでも、エタノールが好ましい。低級アルコールは単独で又は二種以上組み合わせて使用することができる。 As the lower alcohol, for example, a monohydric alcohol having an alkyl group having 1 to 5 carbon atoms is preferable, and a monohydric alcohol having an alkyl group having 1 to 3 carbon atoms is more preferable. Specific examples include ethanol, propanol, isopropanol, isobutyl alcohol, and t-butyl alcohol, with ethanol being preferred. A lower alcohol can be used individually or in combination of 2 or more types.
 多価アルコールとしては、例えば、エチレングリコール、プロピレングリコール、1,3-ブチレングリコール、ジプロピレングリコール、ポリエチレングリコール、ポリプロピレングリコール、及びポリブチレングリコールを挙げることができる。なかでも、ジプロピレングリコールが好ましい。多価アルコールは単独で又は二種以上組み合わせて使用することができる。 Examples of polyhydric alcohols include ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, and polybutylene glycol. Among them, dipropylene glycol is preferred. A polyhydric alcohol can be used individually or in combination of 2 or more types.
 高級アルコールとしては、例えば、炭素鎖長が16以上のものを使用することができ、具体例には、ラウリルアルコール、セチルアルコール、ステアリルアルコール、ベヘニルアルコール、ミリスチルアルコール、オレイルアルコール、セトステアリルアルコール、モノステアリルグリセレンエーテル(バチルアルコール)、2-デシルテトラデシノール、ラノリンアルコール、コレステロール、フィトステロール、ヘキシルドデカノール、イソステアリルアルコール、オクチルドデカノール等の直鎖又は分岐型の高級アルコールなどが挙げられる。 Examples of higher alcohols that can be used include those having a carbon chain length of 16 or more, and specific examples include lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, and monostearyl. linear or branched higher alcohols such as glycerene ether (bacyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol and octyldodecanol;
 ベシクルにおける油分の可溶化能、ベシクル含有化粧料の透明性の観点から、アルコールの配合量は、化粧料の全量に対し、1.0質量%以上、3.0質量%以上、5.0質量%以上、又は7.0質量%以上であることが好ましく、また、20.0質量%以下、17.0質量%以下、又は15.0質量%以下であることが好ましい。 From the viewpoint of the ability to solubilize oil in vesicles and the transparency of vesicle-containing cosmetics, the amount of alcohol blended is 1.0% by mass or more, 3.0% by mass or more, and 5.0% by mass relative to the total amount of the cosmetic. % or more, or 7.0 mass % or more, and preferably 20.0 mass % or less, 17.0 mass % or less, or 15.0 mass % or less.
〈化粧料のL値〉
 本開示のベシクル含有化粧料は、ベシクルが油分を可溶化しているにもかかわらず、優れた透明性を呈することができる。化粧料の透明性は、例えば、COLOR-EYE 7000A(Gretag Macbeth社製)等の色差計から算出されるL値によって評価することができる。L値は、100に近いほど透明度が高いことを意図する。本開示の化粧料は、50以上、55以上、60以上、65以上、70以上、75以上、80以上、85以上、又は90以上のL値を呈することができる。L値の上限値については特に制限はなく、例えば、100以下とすることができる。
<L value of cosmetics>
The vesicle-containing cosmetic of the present disclosure can exhibit excellent transparency even though the vesicle solubilizes oil. The transparency of cosmetics can be evaluated, for example, by the L value calculated from a color difference meter such as COLOR-EYE 7000A (manufactured by Gretag Macbeth). It is intended that the closer the L value is to 100, the higher the transparency. Cosmetics of the present disclosure can exhibit an L value of 50 or greater, 55 or greater, 60 or greater, 65 or greater, 70 or greater, 75 or greater, 80 or greater, 85 or greater, or 90 or greater. The upper limit of the L value is not particularly limited, and can be set to 100 or less, for example.
《ベシクル含有化粧料の調製方法》
 本開示のベシクル含有化粧料は次の方法に限定されないが、以下のようにして調製することができる。化粧料の調製においては上述した各種の材料を使用することができる。
<<Method for Preparing Vesicle-Containing Cosmetics>>
The vesicle-containing cosmetic of the present disclosure is not limited to the following method, but can be prepared as follows. Various materials described above can be used in the preparation of cosmetics.
 例えば、ベシクルの二分子膜を形成し得る上述したポリグリセリン脂肪酸エステルと、油分と、任意に油溶性薬剤などとを混合して混合液を形成する。次いで、任意に水溶性薬剤などを含む水に、この混合液を添加し、撹拌、混合することによって、本開示のベシクル含有化粧料を得ることができる。このような順序で化粧料を作製することで、ベシクルの二分子膜内に油分を可溶化させることができる。 For example, the above-described polyglycerol fatty acid ester capable of forming a vesicle bilayer membrane, oil, and optionally an oil-soluble drug are mixed to form a mixed solution. Next, the vesicle-containing cosmetic composition of the present disclosure can be obtained by adding this mixed solution to water optionally containing a water-soluble drug and the like, followed by stirring and mixing. By preparing the cosmetic in this order, the oil can be solubilized in the bilayer membrane of the vesicle.
《ベシクル含有化粧料の剤型》
 本開示のベシクル含有化粧料の剤型としては特に制限はなく、例えば、液状、乳液状、クリーム状、ジェル状、スプレー状、及びムース状が挙げられる。ここで、本開示において「スプレー」とは、ミストタイプのスプレー、エアゾールタイプのスプレーなどを包含することができる。
<<Dosage Form of Vesicle-Containing Cosmetic>>
The dosage form of the vesicle-containing cosmetic of the present disclosure is not particularly limited, and examples thereof include liquid, milky lotion, cream, gel, spray, and mousse. Here, in the present disclosure, "spray" can include mist type spray, aerosol type spray, and the like.
《ベシクル含有化粧料の用途》
 本開示のベシクル含有化粧料は、例えば、皮膚又は毛髪等に対して塗り広げて適用される化粧料として使用することができる。
<<Use of vesicle-containing cosmetics>>
The vesicle-containing cosmetic of the present disclosure can be used, for example, as a cosmetic that is spread and applied to the skin, hair, or the like.
 本開示の化粧料の製品形態としては、特に限定されるものではないが、例えば、化粧水、美容液、乳液、パック等のフェーシャル化粧料;ファンデーション、口紅、アイシャドー等のメーキャップ化粧料;日焼け止め化粧料(サンスクリーン剤);ボディー化粧料;ヘアリキッド、ヘアトニック、ヘアコンディショナー、シャンプー、リンス、育毛料等の毛髪化粧料;軟膏などを挙げることができる。 The product form of the cosmetics of the present disclosure is not particularly limited, but for example, facial cosmetics such as lotions, beauty essences, milky lotions, and packs; makeup cosmetics such as foundations, lipsticks, and eye shadows; body cosmetics; hair cosmetics such as hair liquids, hair tonics, hair conditioners, shampoos, rinses and hair restorers; and ointments.
 以下に実施例を挙げて、本開示のベシクル含有化粧料についてさらに詳しく説明を行うが、本開示の化粧料はこれらに限定されるものではない。なお、以下、特に断りのない限り、配合量は質量%で示す。 The vesicle-containing cosmetic of the present disclosure will be described in more detail below with reference to examples, but the cosmetic of the present disclosure is not limited to these. Hereinafter, unless otherwise specified, the compounding amount is indicated by mass%.
《実施例1~13及び比較例1~2》
 表1及び表2に示す処方及び下記に示す製造方法により得たベシクル含有化粧料について、以下の評価を行い、その結果を表1及び表2に示す。
〈評価方法〉
(ベシクルの評価)
 作製した化粧料を、凍結レプリカ法を用い、凍結レプリカ透過型電子顕微鏡(TEM、H-7650:株式会社日立製作所製)で観察し、ベシクルの有無を確認した。表には、ベシクルが確認された場合を「有」、確認されなかった場合を「無」と記載している。
<<Examples 1 to 13 and Comparative Examples 1 to 2>>
The formulations shown in Tables 1 and 2 and the vesicle-containing cosmetics obtained by the production methods shown below were subjected to the following evaluations, and the results are shown in Tables 1 and 2.
<Evaluation method>
(Evaluation of vesicles)
The prepared cosmetic was observed with a frozen replica transmission electron microscope (TEM, H-7650: manufactured by Hitachi, Ltd.) using the frozen replica method to confirm the presence or absence of vesicles. In the table, "yes" indicates that vesicles were confirmed, and "no" indicates that no vesicles were confirmed.
(L値の評価)
 透明性の指標となるL値については、色差計であるCOLOR-EYE 7000A(Gretag Macbeth社製)を用いて評価した。なお、白濁していて正確な測定が困難な化粧料に関しては、表中に「20以下」と記載している。
(Evaluation of L value)
The L value, which is an index of transparency, was evaluated using a color difference meter COLOR-EYE 7000A (manufactured by Gretag Macbeth). For cosmetics that are cloudy and difficult to measure accurately, "20 or less" is indicated in the table.
(外観の評価)
 作製した化粧料を50mLの透明なガラス瓶(外径2.5cm)に添加し、25℃の雰囲気下で化粧料の外観を目視で観察し、以下の基準で評価した。ここで、A及びB評価が合格、C評価が不合格とみなすことができる:
 A:化粧料は白濁しておらず、ガラス瓶をとおして化粧料の反対側を視認することができた。
 B:化粧料は若干白濁していたが、ガラス瓶をとおして化粧料の反対側を視認することができた。
 C:化粧料は白濁しており、ガラス瓶をとおして化粧料の反対側を視認することができなかった。
(Appearance evaluation)
The prepared cosmetic was added to a 50 mL transparent glass bottle (outer diameter 2.5 cm), and the appearance of the cosmetic was visually observed in an atmosphere of 25° C. and evaluated according to the following criteria. Here, A and B ratings can be considered pass and C rating fail:
A: The cosmetic was not cloudy, and the other side of the cosmetic was visible through the glass bottle.
B: The cosmetic was slightly cloudy, but the other side of the cosmetic was visible through the glass bottle.
C: The cosmetic was cloudy, and the opposite side of the cosmetic could not be seen through the glass bottle.
〈化粧料の製造方法〉
 表1及び表2に示す処方を用い、以下の方法によってベシクル含有化粧料を製造した。ここで、以下に示す番号は、表1及び表2の処方の成分名を示す左側の番号と一致する。
<Method for producing cosmetics>
Using the formulations shown in Tables 1 and 2, vesicle-containing cosmetics were produced by the following method. Here, the numbers shown below correspond to the numbers on the left indicating the names of the ingredients of the formulations in Tables 1 and 2.
(実施例1)
 No.4及びNo.10の材料を均一に混合して、油相パーツを得た。
(Example 1)
No. 4 and no. The 10 materials were uniformly mixed to obtain an oil phase part.
 No.1、No.2及びNo.9の材料を均一に混合して、水相パーツを得た。  No. 1, No. 2 and No. 9 materials were uniformly mixed to obtain a water phase part.
 水相パーツに油相パーツを添加し、ディスペンサーで均一に分散させて、実施例1のベシクル含有化粧料を得た。 The oil phase part was added to the water phase part and dispersed uniformly with a dispenser to obtain the vesicle-containing cosmetic of Example 1.
(実施例2~7及び比較例1~2)
 表1に示す処方に変更したこと以外は、実施例1と同様にして、実施例2~7及び比較例1~2のベシクル含有化粧料を得た。
(Examples 2-7 and Comparative Examples 1-2)
Vesicle-containing cosmetics of Examples 2 to 7 and Comparative Examples 1 and 2 were obtained in the same manner as in Example 1, except that the formulation was changed to that shown in Table 1.
(実施例8)
 No.2、No.4及びNo.5の材料を均一に混合して、油相パーツを得た。
(Example 8)
No. 2, No. 4 and no. 5 materials were uniformly mixed to obtain an oil phase part.
 No.1を水相パーツとした。  No. 1 was taken as the water phase part.
 水相パーツに油相パーツを添加し、マグネティックスターラーで均一に分散させて、実施例8のベシクル含有化粧料を得た。 The oil phase part was added to the water phase part and dispersed uniformly with a magnetic stirrer to obtain the vesicle-containing cosmetic of Example 8.
(実施例9~13)
 表2に示す処方に変更したこと以外は、実施例8と同様にして、実施例9~13のベシクル含有化粧料を得た。
(Examples 9-13)
Vesicle-containing cosmetics of Examples 9 to 13 were obtained in the same manner as in Example 8, except that the formulation was changed to that shown in Table 2.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
〈結果〉
 表1を見ると、比較例1及び2の化粧料もベシクルが形成され、また、実施例1の化粧料と同一及び同量の油分を採用しているにもかかわらず、比較例1及び2の化粧料はいずれも白濁していた。これは、比較例1及び2におけるベシクルでは、配合した油分を可溶化しきれず、一部が水相中に析出したためだと考えられる。
<result>
Looking at Table 1, it can be seen that the cosmetics of Comparative Examples 1 and 2 also formed vesicles and contained the same and the same amount of oil as the cosmetics of Example 1. All of the cosmetics were cloudy. This is probably because the vesicles in Comparative Examples 1 and 2 failed to completely solubilize the blended oil and partly precipitated in the aqueous phase.
 一方、OH/C比が0.20~0.80のポリグリセリン脂肪酸エステルを用いた場合には、比較例1及び2の化粧料に比べて油分を高濃度で可溶化し得ることが確認できた。また、かかるポリグリセリン脂肪酸エステルを用いた場合には、透明性に優れるベシクル含有化粧料が得られることも確認できた。 On the other hand, when polyglycerol fatty acid esters having an OH/C ratio of 0.20 to 0.80 were used, it was confirmed that oil could be solubilized at a higher concentration than in the cosmetics of Comparative Examples 1 and 2. rice field. It was also confirmed that a vesicle-containing cosmetic having excellent transparency can be obtained when such a polyglycerol fatty acid ester is used.
 また、表1の実施例6及び7の結果より、本開示のベシクル含有化粧料は、いかなる種類の油分に対しても、高濃度で可溶化することができ、また、良好な透明性を呈し得ることが確認できた。なかでも、油分としてシリコーン油を使用した場合には、より優れた透明性を呈し得ることが分かった。 Further, from the results of Examples 6 and 7 in Table 1, the vesicle-containing cosmetic of the present disclosure can solubilize any kind of oil at a high concentration and exhibit good transparency. I was able to confirm that I got it. Among others, it was found that when silicone oil was used as the oil component, more excellent transparency could be exhibited.
 表2の結果より、ベシクル含有化粧料がアルコールをさらに含む場合には、油分を高濃度で可溶化し得るとともに、透明性をさらに向上させ得ることが分かった。 From the results in Table 2, it was found that when the vesicle-containing cosmetic further contained alcohol, the oil could be solubilized at a high concentration and the transparency could be further improved.

Claims (9)

  1.  水を含む分散媒、及び
     前記分散媒中に分散しているベシクル、
    を含む、ベシクル含有化粧料であって、
     前記ベシクルは、OH/C比が、0.20~0.80のポリグリセリン脂肪酸エステルの少なくとも一種によって形成されており、かつ、前記ベシクルの二分子膜中に油分を含む、
    ベシクル含有化粧料。
    a dispersion medium containing water, and vesicles dispersed in the dispersion medium;
    A vesicle-containing cosmetic comprising
    The vesicle is formed of at least one polyglycerol fatty acid ester having an OH/C ratio of 0.20 to 0.80, and contains oil in the bilayer membrane of the vesicle,
    A vesicle-containing cosmetic.
  2.  前記化粧料が、50以上のL値を呈する、請求項1に記載のベシクル含有化粧料。 The vesicle-containing cosmetic according to claim 1, wherein the cosmetic exhibits an L value of 50 or more.
  3.  前記ポリグリセリン脂肪酸エステルのOH/C比が、0.20~0.60である、請求項1又は2に記載の化粧料。 The cosmetic according to claim 1 or 2, wherein the polyglycerol fatty acid ester has an OH/C ratio of 0.20 to 0.60.
  4.  前記ポリグリセリン脂肪酸エステルに対する前記油分の質量比が、0.01以上0.30以下である、請求項1~3のいずれか一項に記載の化粧料。 The cosmetic according to any one of claims 1 to 3, wherein the mass ratio of said oil to said polyglycerol fatty acid ester is 0.01 or more and 0.30 or less.
  5.  前記ポリグリセリン脂肪酸エステルの脂肪酸部の炭素原子数が、12以上17以下である、請求項1~4のいずれか一項に記載の化粧料。 The cosmetic according to any one of claims 1 to 4, wherein the number of carbon atoms in the fatty acid portion of the polyglycerin fatty acid ester is 12 or more and 17 or less.
  6.  前記ポリグリセリン脂肪酸エステルのポリグリセリン部が、2量体以上10量体以下のポリグリセリンによって形成されている、請求項1~5のいずれか一項に記載の化粧料。 The cosmetic material according to any one of claims 1 to 5, wherein the polyglycerin part of the polyglycerin fatty acid ester is formed of polyglycerin having a dimer or more and a decamer or less.
  7.  アニオン性界面活性剤をさらに含む、請求項1~6のいずれか一項に記載の化粧料。 The cosmetic according to any one of claims 1 to 6, further comprising an anionic surfactant.
  8.  前記アニオン性界面活性剤を含有するミセルを含む、請求項7に記載の化粧料。 The cosmetic according to claim 7, comprising micelles containing the anionic surfactant.
  9.  アルコールをさらに含む、請求項1~8のいずれか一項に記載の化粧料。 The cosmetic according to any one of claims 1 to 8, further comprising alcohol.
PCT/JP2022/013197 2021-05-06 2022-03-22 Vesicle-containing cosmetic preparation WO2022234736A1 (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015189762A (en) * 2014-03-30 2015-11-02 小林製薬株式会社 oil-in-water emulsion composition
JP2016008203A (en) * 2014-06-25 2016-01-18 ロレアル Composition in form of nano- or micro-emulsion, or with lamellar structure
JP2020105130A (en) * 2018-12-28 2020-07-09 小林製薬株式会社 Emulsion composition for external use
JP2022026892A (en) * 2020-07-31 2022-02-10 日光ケミカルズ株式会社 Hair dyeing method

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015189762A (en) * 2014-03-30 2015-11-02 小林製薬株式会社 oil-in-water emulsion composition
JP2016008203A (en) * 2014-06-25 2016-01-18 ロレアル Composition in form of nano- or micro-emulsion, or with lamellar structure
JP2020105130A (en) * 2018-12-28 2020-07-09 小林製薬株式会社 Emulsion composition for external use
JP2022026892A (en) * 2020-07-31 2022-02-10 日光ケミカルズ株式会社 Hair dyeing method

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