WO2023118915A1 - Oil-in-water emulsion - Google Patents

Oil-in-water emulsion Download PDF

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Publication number
WO2023118915A1
WO2023118915A1 PCT/IB2021/000907 IB2021000907W WO2023118915A1 WO 2023118915 A1 WO2023118915 A1 WO 2023118915A1 IB 2021000907 W IB2021000907 W IB 2021000907W WO 2023118915 A1 WO2023118915 A1 WO 2023118915A1
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Prior art keywords
oil
water emulsion
component
mass
ranges
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PCT/IB2021/000907
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French (fr)
Inventor
Mai OZAWA
Miyako KITAMURA
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L V M H Recherche
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Priority to PCT/IB2021/000907 priority Critical patent/WO2023118915A1/en
Publication of WO2023118915A1 publication Critical patent/WO2023118915A1/en

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Classifications

    • 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
    • A61K8/062Oil-in-water emulsions
    • 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
    • A61K8/31Hydrocarbons
    • 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
    • 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
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to an oil-in-water emulsion.
  • Essences are cosmetics comprising added components such as moisturizing components and/or whitening components. Essences are desired to have comfortable feel during use, including a light watery texture, and also a strong moisturizing effect.
  • the essences that are known from the art, as disclosed in International Patent Publications No WO2021/132018 and WO2019/002307 include water-based serums, and essences comprising an aqueous phase and an oil phase (for example, oil-in-water cosmetics).
  • the present invention provides the following composition: [1] An oil-in-water emulsion comprising (A) a hydrophobic styrene copolymer, (B) a liquid oil, (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water. [0008] [2] The oil-in-water emulsion according to [1], wherein component (A) is a copolymer of styrene and one or more olefins.
  • [0009] [3] The oil-in-water emulsion according to [1] or [2], wherein component (B) is selected from the group consisting of: ether oils, C11-C19 alkanes, and mixtures thereof, preferably selected from the group consisting of: dicaprylyl ether and C15-C19 alkanes and mixtures thereof. [0010] [4] The oil-in-water emulsion according to any one of [1] to [3], wherein component (C) is a hydroxypropyl methyl cellulose alkyl ether.
  • [0011] [5] The oil-in-water emulsion according to any one of [1] to [4], wherein the total content of component (C) ranges from 0.01 to 5 mass% based on the total mass of the oil-in- water emulsion. [0012] [6] The oil-in-water emulsion according to any one of [1] to [5], wherein the total content of component (A) ranges from 0.01 to 10 mass% based on the total mass of the oil-in- water emulsion.
  • [0013] The oil-in-water emulsion according to any one of [1] to [6], wherein the total content of component (B) ranges from 0.1 to 30 mass%, preferably from 1 to 20 mass%, more preferably from 2.5 to 10 mass%, and even more preferably from 5 to 7.5 mass% based on the total mass of the oil-in-water emulsion.
  • a method for producing an oil-in-water emulsion comprising at least the steps of: a) heating (A) a hydrophobic styrene copolymer and (B) a liquid oil while stirring and mixing, b) heating (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water while mixing, c) cooling both mixtures obtained in the previous two steps a) and b) to room temperature, and a step of further mixing together the two cooled mixtures at a speed of lower than 1500 rpm, preferably at 1000 rpm or lower.
  • a cosmetic process for caring for and/or making-up keratinic materials comprising the application onto keratinic materials, in particular onto skin, of the oil-in-water emulsion according to any one of [1] to [11].
  • Advantageous Effects of Invention [0021] As demonstrated in the examples, the invention provides an oil-in-water emulsion having an excellent light watery texture, moisturizing effect and emulsion stability upon storage.
  • the oil-in-water emulsion of the invention comprises (A) a hydrophobic styrene copolymer, also referred to as ‘component (A)’.
  • component (A) is a copolymer of styrene and one or more olefins.
  • component (A) is a copolymer of styrene, and one or more copolymers selected from the group consisting of ethylene, propylene, butylene, isoprene and mixtures thereof.
  • Component (A) advantageously functions as an oil gelling agent to improve emulsion stability. Furthermore, component (A) also further improves the moisturizing effect.
  • the total content of component (A) preferably ranges from 0.01 to 10 mass%, preferably from 0.05 to 5 mass% and more preferably from 0.1 to 3 mass%, based on the total mass of the oil-in-water emulsion. Indeed, the Applicant surprisingly found that when the total content of component (A) is within these ranges the emulsion stability and moisturizing effect is further improved.
  • Component (B) [0025]
  • the oil-in-water emulsion of the invention further comprises (B) a liquid oil, also referred to as ‘component (B)’.
  • component (B) is a hydrocarbon oils or ester oils.
  • hydrocarbon oils include alkanes of 11 to 19 carbon atoms (preferably alkanes of 15 to 19 carbon atoms), squalane, olefin oligomers, and mixtures thereof.
  • ester oils include dicaprylyl ether, jojoba oil, isononyl isononanoate, and mixtures thereof.
  • Component (B) advantageously improves the moisturizing effect.
  • component (B) is selected from the group consisting of ether oils, C11-C19 alkanes, and mixtures thereof.
  • component (B) is selected from the group consisting of dicaprylyl ether, C15-C19 alkanes and mixtures thereof.
  • the total content of component (B) preferably ranges from 0.1 to 30 mass%, preferably from 1 to 20 mass%, more preferably from 2.5 to 10 mass% and even more preferably from 5 to 7.5 mass%, based on the total mass of the oil-in-water emulsion. Indeed, the Applicant surprisingly found that the moisturizing effect can be further improved when the total content of component (B) is within these ranges.
  • the mass ratio (R1) of the total content of component (B) with respect to the total content of component (A) ranges from 1 to 200.
  • the mass ratio ranges from 5 to 100 and more preferably from10 to 50.
  • the Applicant found that when the mass ratio R1 is within these ranges, component (B) tend to gel more easily and oil droplets disperse more readily in the oil-in-water emulsion.
  • the oil-in-water emulsion of the invention further comprises (C) a hydrophobically modified hydroxypropyl methyl cellulose, also referred to as ‘component (C)’.
  • component (C) is a hydroxypropyl methyl cellulose alkyl ether, such as a hydroxypropyl methyl cellulose stearoxy ether. Since component (C) has both hydrophilic and hydrophobic properties, it functions as a surfactant.
  • component (C) allows the size of the oil droplet to be larger than when a surfactant is used. Increasing the size of the oil droplet provides an excellent light watery texture both visually and in terms of the sensation when applied to skin.
  • the size of the oil droplet can be measured indirectly based on turbidity.
  • turbidity measured using a spectrophotometer UV-1900/Shimadzu Corp.
  • component (C) essentially acts as a surfactant there is no need to further add a surfactant. this advantageously allows to reduce skin irritation and to avoid reduction in the size of the oil droplets.
  • the total content of component (C) preferably ranges from 0.01 to 5 mass%, preferably from 0.025 to 1 mass% and more preferably from 0.05 to 0.5 mass%, based on the total mass of the oil-in-water emulsion. Indeed, the Applicant surprisingly found that when the total content of component (C) is within these ranges the size of the oil droplets tends to be suitably larger and a more excellent light watery texture is obtained, while also further improving the emulsion stability.
  • Component (D) [0030]
  • the oil-in-water emulsion of the invention further comprises (D) water, also referred to as ‘component (D)’.
  • the total content of component (D) is preferably 50 mass% or greater, 60 mass% or greater, 70 mass% or greater or 75 mass% or greater, based on the total mass of the oil-in-water emulsion. According to a particular embodiment, the total content of component (D) preferably ranges from 50 to 95 mass%, preferably from 60 to 93 mass% and more preferably from 70 to 90 mass%, based on the total mass of the oil-in-water emulsion. A more excellent light watery texture is obtained if the total content of component (D) is within these ranges. A component (D) content within these ranges also further improves the emulsion stability.
  • the oil-in-water emulsion of the invention further comprises an aqueous phase component other than component (D).
  • aqueous phase components other than component (D) include mono-alcohols of 1 to 3 carbon atoms such as ethanol, 1-propanol and 2-propanol (isopropanol); and polyols of 1 to 8 carbon atoms such as ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, glycerin, 1,3- butylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, glycerin and mixtures thereof.
  • the total content of the aqueous phase component other than component (D) is preferably 1 mass% or greater, 5 mass% or greater or 10 mass% or greater, and 25 mass% or lower or 20 mass% or lower, based on the total mass of the oil-in-water emulsion.
  • the total content of the aqueous phase component other than component (D) preferably ranges from 1 to 25 mass%, preferably from 5 to 20 mass% and more preferably from 10 to 15 mass%, based on the total mass of the oil-in-water emulsion.
  • the mass ratio ranges from 5 to 100 and more preferably from 10 to 50.
  • the mass ratio R2 can be considered to be the ratio of aqueous components with respect to oil components.
  • the oil-in-water emulsion of the invention may further comprise a polysaccharide other than component (C).
  • polysaccharides other than component (C) include agar and xanthan gum. Such polysaccharides exhibit functions as thickeners in the oil-in-water emulsions.
  • the surfactant content in the present invention may be 0 to 0.5 mass%, preferably 0 to 0.1 mass% and more preferably 0 to 0.01 mass%, based on the total mass of the oil-in-water emulsion.
  • the oil-in-water emulsion of the invention may further comprise a preservative.
  • suitable preservatives include chlorphenesin, hydroxyacetophenone, sodium benzoate, caprylyl glycol, and mixtures thereof.
  • the preservative content preferably ranges from 0.01 to 1 mass%, more preferably from 0.1 to 0.7 mass%, based on the total mass of the oil-in-water emulsion.
  • the oil-in-water emulsion of the invention may further comprise a hydrophilic active ingredient.
  • Suitable hydrophilic active ingredients include plant extracts, such as water-soluble vitamin C derivatives, water-soluble vitamin E derivatives, water-soluble peptides, adenosine, niacinamide, hyaluronic acid, or aloe vera, witch hazel, winter bloom, cucumber, lemon, lavender, rose, and mixtures thereof.
  • the total content of hydrophilic active ingredient preferably ranges from 0.01 to 10 mass% more preferably from 0.1 to 5 mass%, based on the total mass of the oil-in-water emulsion.
  • the oil-in-water emulsion of the invention may further comprise a fragrance.
  • the fragrance content preferably ranges from 0.01 to 5 mass% more preferably from 0.05 to 1 mass%, based on the total mass of the oil-in-water emulsion.
  • the present invention also relates to a method for producing the oil-in-water emulsion according to the invention. Said method preferably comprises at least the steps of: a) heating component (A) and component (B) while stirring and mixing, b) heating component (C) and component (D) while mixing, c) cooling both mixtures obtained in the previous two steps a) and b) to room temperature, and d)further mixing together the two cooled mixtures.
  • the heating temperature of steps a) and b) ranges from 70 to 90°C.
  • the stirring speed during mixing step d) is lower than 1500 rpm, and preferably is 1000 rpm or lower such as 500 rpm.
  • the stirring speed of step d) ranges from 500 rpm to 1000 rpm. Indeed, it was found that when the stirring speed is within these ranges it is easier to increase the size of the oil droplets to about 10 ⁇ m. Hence it is also easier to adjust the turbidity to 0.2 to 0.8 as measured using a spectrophotometer (UV-1900/Shimadzu Corp.), and thus to produce an excellent light watery texture. Examples [0040] The present invention will now be explained by the following examples, with the understanding that the invention is not limited by the examples.
  • Oil-in-water emulsions were prepared by the following steps a) to d), with the compositions listed in Tables 1 and 2.
  • chlorphenesin and hydroxyacetophenone were used as preservatives, and adenosine and rose extract were used as hydrophilic active ingredients.
  • the units for the simple numerical values in Tables 1 and 2 are "mass%”.
  • the "qsp 100" for component (D) is an abbreviation of "quantitetice pour 100", which means that totaling the numerical values shown in the columns of each Example and each Comparative Example gives 100 mass%. Step a).
  • Phase A in the table was swelled uniformly at 80°C and stirred with a stirrer at 1000 rpm.
  • Step b) Phase B in the table was dissolved at 80°C.
  • Step c). Phase A and the phase B were cooled to room temperature.
  • Step d). Phase B was added into phase A and the mixture was dispersed with a stirrer at 500 or 1000 rpm for 10 min.
  • [0042] Oil-in-water emulsions according to the invention
  • Evaluation scale for light watery texture A Very light texture B: Virtually no light texture C: absolutely no light texture
  • Evaluation scale for moisturizing effect A Very powerful moisturizing effect
  • B Virtually no moisturizing effect
  • C Absolutely no moisturizing effect
  • Evaluation of emulsion stability The turbidity of each sample was measured as initial values by using spectrophotometer (UV-1900/Shimadzu corp.). Each sample was diluted with water by 50 times, then measured at 650nm. Then, each sample was filled into a transparent glass container and sealed. It was then placed in a thermostatic bath at 50°C and allowed to stand for 1 month.
  • the emulsion stability was evaluated by visual observation and measurement of the turbidity, based on the following evaluation scale.
  • the turbidity was measured by using spectrophotometer (UV-1900/Shimadzu corp.). Each sample was diluted with water by 50 times, then measured at 650nm.
  • Creaming means that the emulsified particles floated due to difference in specific gravity from the external phase, resulting in their partial concentration.
  • Coalescence means that the contacting or aggregated emulsified particles fused, producing larger emulsified particles.
  • Examples outline that the compounds of component (A) are important mainly for the moisturizing effect as well as emulsion stability (comparative examples 1 to 3); the compounds of component (B) are important for the moisturizing effect (comparative example 4) that the compounds of component (C) are important for the stability of the emulsion (comparative examples 5 and 6).

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Abstract

An oil-in-water emulsion comprising (A) a hydrophobic styrene copolymer, (B) a liquid oil, (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water.

Description

OIL-IN-WATER EMULSION Technical Field [0001] The present invention relates to an oil-in-water emulsion. Background Art [0002] Essences are cosmetics comprising added components such as moisturizing components and/or whitening components. Essences are desired to have comfortable feel during use, including a light watery texture, and also a strong moisturizing effect. [0003] The essences that are known from the art, as disclosed in International Patent Publications No WO2021/132018 and WO2019/002307 include water-based serums, and essences comprising an aqueous phase and an oil phase (for example, oil-in-water cosmetics). Technical Problem [0004] Although water-based serums, have an excellent light watery texture, they lack a moisturizing effect because they are absolutely free of, or contain very little amounts of, oils. [0005] On the other hand, oil-in-water cosmetics, though having an excellent moisturizing effect due to their content in oils, lack a light watery texture, mainly due to the effects of the additives that are necessary to improve the emulsion stability. In other words, it has been difficult to improve both the light watery texture and moisturizing effect. Even if both could be improved, it was assumed that the storage stability would be impaired. [0006] Hence, there is still the need to provide an oil-in-water emulsion having an excellent light watery texture, moisturizing effect and emulsion stability. Solution to Problem [0007] In order to provide an oil-in-water emulsion having an excellent light watery texture, good moisturizing effect and emulsion stability upon storage, the present invention provides the following composition: [1] An oil-in-water emulsion comprising (A) a hydrophobic styrene copolymer, (B) a liquid oil, (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water. [0008] [2] The oil-in-water emulsion according to [1], wherein component (A) is a copolymer of styrene and one or more olefins. [0009] [3] The oil-in-water emulsion according to [1] or [2], wherein component (B) is selected from the group consisting of: ether oils, C11-C19 alkanes, and mixtures thereof, preferably selected from the group consisting of: dicaprylyl ether and C15-C19 alkanes and mixtures thereof. [0010] [4] The oil-in-water emulsion according to any one of [1] to [3], wherein component (C) is a hydroxypropyl methyl cellulose alkyl ether. [0011] [5] The oil-in-water emulsion according to any one of [1] to [4], wherein the total content of component (C) ranges from 0.01 to 5 mass% based on the total mass of the oil-in- water emulsion. [0012] [6] The oil-in-water emulsion according to any one of [1] to [5], wherein the total content of component (A) ranges from 0.01 to 10 mass% based on the total mass of the oil-in- water emulsion. [0013] [7] The oil-in-water emulsion according to any one of [1] to [6], wherein the total content of component (B) ranges from 0.1 to 30 mass%, preferably from 1 to 20 mass%, more preferably from 2.5 to 10 mass%, and even more preferably from 5 to 7.5 mass% based on the total mass of the oil-in-water emulsion. [0014] [8] The oil-in-water emulsion according to any one of [1] to [7], wherein the mass ratio (R1) of the total content of component (B) with respect to the total content of component (A) (R1= B/A) ranges from 1 to 200. [0015] [9] The oil-in-water emulsion according to any one of [1] to [8], wherein the mass ratio (R2) of the total content of component (D) with respect to the total content of component (A) and component (B) ) (R2 = D/(A+B)) ranges from 1 to 200. [0016] [10] The oil-in-water emulsion according to any one of [1] to [9], which further comprises a polysaccharide other than component (C). [0017] [11] The oil-in-water emulsion according to any one of [1] to [10], wherein the surfactant content is 0 to 0.5 mass% based on the total mass of the oil-in-water emulsion. [0018] [12] A method for producing an oil-in-water emulsion comprising at least the steps of: a) heating (A) a hydrophobic styrene copolymer and (B) a liquid oil while stirring and mixing, b) heating (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water while mixing, c) cooling both mixtures obtained in the previous two steps a) and b) to room temperature, and a step of further mixing together the two cooled mixtures at a speed of lower than 1500 rpm, preferably at 1000 rpm or lower. [0019] [13] A cosmetic process for caring for and/or making-up keratinic materials, comprising the application onto keratinic materials, in particular onto skin, of the oil-in-water emulsion according to any one of [1] to [11]. [0020] [14] The cosmetic process according to [13], wherein the oil-in-water emulsion provides to the keratinic materials on which it is applied, a light watery texture and moisturizing effect. Advantageous Effects of Invention [0021] As demonstrated in the examples, the invention provides an oil-in-water emulsion having an excellent light watery texture, moisturizing effect and emulsion stability upon storage. Detailed Description of the Invention [0022] Preferred embodiments of the invention will now be described, with the understanding that these embodiments are in no way limitative on the invention. Component (A) [0023] The oil-in-water emulsion of the invention comprises (A) a hydrophobic styrene copolymer, also referred to as ‘component (A)’. According to a particular embodiment, component (A) is a copolymer of styrene and one or more olefins. According to another embodiment, component (A) is a copolymer of styrene, and one or more copolymers selected from the group consisting of ethylene, propylene, butylene, isoprene and mixtures thereof. Component (A) advantageously functions as an oil gelling agent to improve emulsion stability. Furthermore, component (A) also further improves the moisturizing effect. [0024] The total content of component (A) preferably ranges from 0.01 to 10 mass%, preferably from 0.05 to 5 mass% and more preferably from 0.1 to 3 mass%, based on the total mass of the oil-in-water emulsion. Indeed, the Applicant surprisingly found that when the total content of component (A) is within these ranges the emulsion stability and moisturizing effect is further improved. Component (B) [0025] The oil-in-water emulsion of the invention further comprises (B) a liquid oil, also referred to as ‘component (B)’. According to a particular embodiment, component (B) is a hydrocarbon oils or ester oils. Examples of hydrocarbon oils include alkanes of 11 to 19 carbon atoms (preferably alkanes of 15 to 19 carbon atoms), squalane, olefin oligomers, and mixtures thereof. Examples of ester oils include dicaprylyl ether, jojoba oil, isononyl isononanoate, and mixtures thereof. Component (B) advantageously improves the moisturizing effect. According to a particular embodiment, component (B) is selected from the group consisting of ether oils, C11-C19 alkanes, and mixtures thereof. According to a preferred embodiment, component (B) is selected from the group consisting of dicaprylyl ether, C15-C19 alkanes and mixtures thereof. [0026] The total content of component (B) preferably ranges from 0.1 to 30 mass%, preferably from 1 to 20 mass%, more preferably from 2.5 to 10 mass% and even more preferably from 5 to 7.5 mass%, based on the total mass of the oil-in-water emulsion. Indeed, the Applicant surprisingly found that the moisturizing effect can be further improved when the total content of component (B) is within these ranges. Furthermore, when the total content of component (B) is within these ranges, it provides an improved feeling of use because it is less likely to produce a dry stiff feeling, skin irritation or a blocking feel after application onto the skin. [0027] According to a preferred embodiment, the mass ratio (R1) of the total content of component (B) with respect to the total content of component (A) (i.e., the ratio R1 = B/A) ranges from 1 to 200. Preferably, the mass ratio ranges from 5 to 100 and more preferably from10 to 50. Indeed, the Applicant found that when the mass ratio R1 is within these ranges, component (B) tend to gel more easily and oil droplets disperse more readily in the oil-in-water emulsion. Component (C) [0028] The oil-in-water emulsion of the invention further comprises (C) a hydrophobically modified hydroxypropyl methyl cellulose, also referred to as ‘component (C)’. According to a preferred embodiment, component (C) is a hydroxypropyl methyl cellulose alkyl ether, such as a hydroxypropyl methyl cellulose stearoxy ether. Since component (C) has both hydrophilic and hydrophobic properties, it functions as a surfactant. Advantageously, component (C) allows the size of the oil droplet to be larger than when a surfactant is used. Increasing the size of the oil droplet provides an excellent light watery texture both visually and in terms of the sensation when applied to skin. The size of the oil droplet can be measured indirectly based on turbidity. In the context of the invention, it was found that when the turbidity measured using a spectrophotometer (UV-1900/Shimadzu Corp.) ranges from 0.2 to 0.8, the oil-in-water emulsion appears semi-transparent and has an excellent light watery texture. In addition, since component (C) essentially acts as a surfactant there is no need to further add a surfactant. this advantageously allows to reduce skin irritation and to avoid reduction in the size of the oil droplets. [0029] The total content of component (C) preferably ranges from 0.01 to 5 mass%, preferably from 0.025 to 1 mass% and more preferably from 0.05 to 0.5 mass%, based on the total mass of the oil-in-water emulsion. Indeed, the Applicant surprisingly found that when the total content of component (C) is within these ranges the size of the oil droplets tends to be suitably larger and a more excellent light watery texture is obtained, while also further improving the emulsion stability. Component (D) [0030] The oil-in-water emulsion of the invention further comprises (D) water, also referred to as ‘component (D)’. The total content of component (D) is preferably 50 mass% or greater, 60 mass% or greater, 70 mass% or greater or 75 mass% or greater, based on the total mass of the oil-in-water emulsion. According to a particular embodiment, the total content of component (D) preferably ranges from 50 to 95 mass%, preferably from 60 to 93 mass% and more preferably from 70 to 90 mass%, based on the total mass of the oil-in-water emulsion. A more excellent light watery texture is obtained if the total content of component (D) is within these ranges. A component (D) content within these ranges also further improves the emulsion stability. [0031] According to a particular embodiment, the oil-in-water emulsion of the invention further comprises an aqueous phase component other than component (D). Examples of aqueous phase components other than component (D) include mono-alcohols of 1 to 3 carbon atoms such as ethanol, 1-propanol and 2-propanol (isopropanol); and polyols of 1 to 8 carbon atoms such as ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, glycerin, 1,3- butylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, glycerin and mixtures thereof. According to an embodiment, the total content of the aqueous phase component other than component (D) is preferably 1 mass% or greater, 5 mass% or greater or 10 mass% or greater, and 25 mass% or lower or 20 mass% or lower, based on the total mass of the oil-in-water emulsion. According to a particular embodiment, the total content of the aqueous phase component other than component (D) preferably ranges from 1 to 25 mass%, preferably from 5 to 20 mass% and more preferably from 10 to 15 mass%, based on the total mass of the oil-in-water emulsion. [0032] According to a preferred embodiment, the mass ratio (R2) of the total content of component (D) with respect to the total content of component (A) and component (B) (R2 = D/(A+B)) preferably ranges from 1 to 200. Preferably, the mass ratio ranges from 5 to 100 and more preferably from 10 to 50. Indeed, the Applicant found that when the mass ratio R2 is within these ranges it is possible to obtain a more excellent light watery texture and moisturizing effect, and to further improve the emulsion stability. The mass ratio R2 can be considered to be the ratio of aqueous components with respect to oil components. Additional component(s) (optional) [0033] In some particular embodiments, the oil-in-water emulsion of the invention may further comprise a polysaccharide other than component (C). In a particular embodiment, polysaccharides other than component (C) include agar and xanthan gum. Such polysaccharides exhibit functions as thickeners in the oil-in-water emulsions. [0034] The surfactant content in the present invention may be 0 to 0.5 mass%, preferably 0 to 0.1 mass% and more preferably 0 to 0.01 mass%, based on the total mass of the oil-in-water emulsion. If the surfactant content is within these ranges it is possible to inhibit excessive reduction in the size of the oil droplet and to yield a more excellent light watery texture. [0035] In some particular embodiments, the oil-in-water emulsion of the invention may further comprise a preservative. Examples of suitable preservatives include chlorphenesin, hydroxyacetophenone, sodium benzoate, caprylyl glycol, and mixtures thereof. The preservative content preferably ranges from 0.01 to 1 mass%, more preferably from 0.1 to 0.7 mass%, based on the total mass of the oil-in-water emulsion. [0036] In some particular embodiments, the oil-in-water emulsion of the invention may further comprise a hydrophilic active ingredient. Suitable hydrophilic active ingredients include plant extracts, such as water-soluble vitamin C derivatives, water-soluble vitamin E derivatives, water-soluble peptides, adenosine, niacinamide, hyaluronic acid, or aloe vera, witch hazel, winter bloom, cucumber, lemon, lavender, rose, and mixtures thereof. The total content of hydrophilic active ingredient preferably ranges from 0.01 to 10 mass% more preferably from 0.1 to 5 mass%, based on the total mass of the oil-in-water emulsion. [0037] In some particular embodiments, the oil-in-water emulsion of the invention may further comprise a fragrance. The fragrance content preferably ranges from 0.01 to 5 mass% more preferably from 0.05 to 1 mass%, based on the total mass of the oil-in-water emulsion. [0038] The present invention also relates to a method for producing the oil-in-water emulsion according to the invention. Said method preferably comprises at least the steps of: a) heating component (A) and component (B) while stirring and mixing, b) heating component (C) and component (D) while mixing, c) cooling both mixtures obtained in the previous two steps a) and b) to room temperature, and d)further mixing together the two cooled mixtures. [0039] In a particular embodiment, the heating temperature of steps a) and b)ranges from 70 to 90°C. In a particular embodiment, the stirring speed during mixing step d) is lower than 1500 rpm, and preferably is 1000 rpm or lower such as 500 rpm. In a prefered embodiment, the stirring speed of step d) ranges from 500 rpm to 1000 rpm. Indeed, it was found that when the stirring speed is within these ranges it is easier to increase the size of the oil droplets to about 10 μm. Hence it is also easier to adjust the turbidity to 0.2 to 0.8 as measured using a spectrophotometer (UV-1900/Shimadzu Corp.), and thus to produce an excellent light watery texture. Examples [0040] The present invention will now be explained by the following examples, with the understanding that the invention is not limited by the examples. Unless otherwise specified, the percentage values are expressed in terms of mass% of the compound per total mass of the oil-in-water emulsion. [0041] Oil-in-water emulsions were prepared by the following steps a) to d), with the compositions listed in Tables 1 and 2. In the tables, chlorphenesin and hydroxyacetophenone were used as preservatives, and adenosine and rose extract were used as hydrophilic active ingredients. The units for the simple numerical values in Tables 1 and 2 are "mass%". The "qsp 100" for component (D) is an abbreviation of "quantite suffisante pour 100", which means that totaling the numerical values shown in the columns of each Example and each Comparative Example gives 100 mass%. Step a). Phase A in the table was swelled uniformly at 80°C and stirred with a stirrer at 1000 rpm. Step b). Phase B in the table was dissolved at 80°C. Step c). Phase A and the phase B were cooled to room temperature. Step d). Phase B was added into phase A and the mixture was dispersed with a stirrer at 500 or 1000 rpm for 10 min. [0042] [Table 1] Oil-in-water emulsions according to the invention
Figure imgf000008_0001
Figure imgf000009_0001
[0043] [Table 2] Comparative oil-in-water emulsions C m r C m r C m r C m r C m r C m r
Figure imgf000009_0002
Figure imgf000010_0001
Figure imgf000011_0001
[0044] The properties of the oil-in-water emulsions of the Examples and Comparative Examples were measured by the following methods. [0045] Evaluation of light watery texture and moisturizing effect Each oil-in-water emulsion was spread onto skin by a cosmetic expert evaluation paneland evaluation was conducted based on the following evaluation scale for each criteria (light watery texture, moisturizing effect, emulsion stability). [0046] Evaluation scale for light watery texture A: Very light texture B: Virtually no light texture C: Absolutely no light texture [0047] Evaluation scale for moisturizing effect A: Very powerful moisturizing effect B: Virtually no moisturizing effect C: Absolutely no moisturizing effect [0048] Evaluation of emulsion stability The turbidity of each sample was measured as initial values by using spectrophotometer (UV-1900/Shimadzu corp.). Each sample was diluted with water by 50 times, then measured at 650nm. Then, each sample was filled into a transparent glass container and sealed. It was then placed in a thermostatic bath at 50°C and allowed to stand for 1 month. , The emulsion stability was evaluated by visual observation and measurement of the turbidity, based on the following evaluation scale. The turbidity was measured by using spectrophotometer (UV-1900/Shimadzu corp.). Each sample was diluted with water by 50 times, then measured at 650nm. Creaming means that the emulsified particles floated due to difference in specific gravity from the external phase, resulting in their partial concentration. Coalescence means that the contacting or aggregated emulsified particles fused, producing larger emulsified particles. [0049] Evaluation scale for emulsion stability A: No change in aspect, and change in turbidity was less than 10% from the initial value. B: Slight creaming and/or coalescence, and/or change in turbidity was from 10% to 50% from the initial value. C: Creaming and/or coalescence, and/or change in turbidity was greater than 50% from the initial value. The compositions having ‘A’ notation for each criteria are acceptable according to the invention. [0050] The results are summarized in Tables 3 and 4 below. In Table 4, “ND” indicates “not determined”, "*1" indicates "Immediately separated after preparation", and "*2" indicates "Creaming and/or coalescence occurred". [0051] [Table 3]
Figure imgf000012_0001
[0052] [Table 4] C C C C C C
Figure imgf000012_0002
[0053] The results presented in the Table 3 show that the oil-in-water emulsions according to the invention, i.e., comprising (A) a hydrophobic styrene copolymer, (B) a liquid oil, (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water, provide emulsions having very light watery structure, very powerful moisturizing effect and very good stability after a month, with no or low change in turbidity. In comparison, the emulsions of the comparative examples don’t have either a light watery structure or a moisturizing effect or a good stability. In particular, Examples outline that the compounds of component (A) are important mainly for the moisturizing effect as well as emulsion stability (comparative examples 1 to 3); the compounds of component (B) are important for the moisturizing effect (comparative example 4) that the compounds of component (C) are important for the stability of the emulsion (comparative examples 5 and 6).

Claims

CLAIMS 1. An oil-in-water emulsion comprising (A) a hydrophobic styrene copolymer, (B) a liquid oil, (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water. 2. The oil-in-water emulsion according to claim 1, wherein component (A) is a copolymer of styrene and one or more olefins. 3. The oil-in-water emulsion according to claim 1 or 2, wherein component (B) is selected from the group consisting of: ether oils, C11-C19 alkanes, and mixtures thereof, preferably selected from the group consisting of: dicaprylyl ether, C15-C19 alkanes and mixtures thereof. 4. The oil-in-water emulsion according to any one of claims 1 to 3, wherein component (C) is a hydroxypropyl methyl cellulose alkyl ether. 5. The oil-in-water emulsion according to any one of claims 1 to 4, wherein the total content of component (C) ranges from 0.01 to 5 mass% based on the total mass of the oil-in-water emulsion. 6. The oil-in-water emulsion according to any one of claims 1 to 5, wherein the total content of component (A) ranges from 0.01 to 10 mass% based on the total mass of the oil-in-water emulsion. 7. The oil-in-water emulsion according to any one of claims 1 to 6, wherein the total content of component (B) ranges from 0.1 to 30 mass%, preferably from 1 to 20 mass%, more preferably from 2.5 to 10 mass%, and even more preferably from 5 to 7.5 mass% based on the total mass of the oil-in-water emulsion. 8. The oil-in-water emulsion according to any one of claims 1 to 7, wherein the mass ratio (R1) of the total content of component (B) with respect to the total content of component (A) (R1= B/A) ranges from 1 to 200. 9. The oil-in-water emulsion according to any one of claims 1 to 8, wherein the mass ratio (R2) of the total content of component (D) with respect to the total content of component (A) and component (B) (R2 = D/(A+B)) ranges from 1 to 200. 10. The oil-in-water emulsion according to any one of claims 1 to 9, which further comprises a polysaccharide other than component (C). 11. The oil-in-water emulsion according to any one of claims 1 to 10, wherein the surfactant content is 0 to 0.5 mass% based on the total mass of the oil-in-water emulsion. 12. A method for producing an oil-in-water emulsion comprising at least the steps of: a) heating (A) a hydrophobic styrene copolymer and (B) a liquid oil while stirring and mixing, b) heating (C) a hydrophobically modified hydroxypropyl methyl cellulose and (D) water while mixing, c) cooling both mixtures obtained in the previous two steps a) and b) to room temperature, and d) further mixing together the two cooled mixtures at a speed of lower than 1500 rpm, preferably at 1000 rpm or lower. 13. A cosmetic process for caring for and/or making-up keratinic materials, comprising the application onto keratinic materials, in particular onto skin, of the oil-in-water emulsion according to any one of claims 1 to 11. 14. The cosmetic process according to claim 13, wherein the oil-in-water emulsion provides to the keratinic materials on which it is applied, a light watery texture and moisturizing effect.
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019002307A1 (en) 2017-06-27 2019-01-03 L'oreal Gel-gel composition comprising a wax in the crystalline state
US20200306151A1 (en) * 2017-09-29 2020-10-01 Shiseido Company, Ltd. Oil-in-water emulsion cosmetic using ultramicroemulsion
WO2021132018A1 (en) 2019-12-27 2021-07-01 株式会社資生堂 Oily particle and external composition

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
WO2019002307A1 (en) 2017-06-27 2019-01-03 L'oreal Gel-gel composition comprising a wax in the crystalline state
US20200306151A1 (en) * 2017-09-29 2020-10-01 Shiseido Company, Ltd. Oil-in-water emulsion cosmetic using ultramicroemulsion
WO2021132018A1 (en) 2019-12-27 2021-07-01 株式会社資生堂 Oily particle and external composition

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Title
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