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WO2025146825A1 - Composition de soin solaire stable - Google Patents

Composition de soin solaire stable Download PDF

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Publication number
WO2025146825A1
WO2025146825A1 PCT/JP2024/080239 JP2024080239W WO2025146825A1 WO 2025146825 A1 WO2025146825 A1 WO 2025146825A1 JP 2024080239 W JP2024080239 W JP 2024080239W WO 2025146825 A1 WO2025146825 A1 WO 2025146825A1
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Prior art keywords
weight
composition
composition according
organic
filter
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PCT/JP2024/080239
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English (en)
Inventor
Tomomi HAMAZAKI
Toru Koike
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LOreal SA
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LOreal SA
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Priority claimed from JP2024000781A external-priority patent/JP2025107056A/ja
Priority claimed from FR2401520A external-priority patent/FR3159331A3/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2025146825A1 publication Critical patent/WO2025146825A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions 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
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention relates to a composition, preferably a cosmetic composition, and more preferably a stable sun care cosmetic composition having improved cosmetic sensations.
  • Imparting a comfortable texture to skin is one of the key features of cosmetic products, in particular sun care cosmetic products.
  • compositions which is unstable and easily causes a collapse of the structure of the composition often provides a comfortable feel on use. This means that it is difficult to provide both a comfortable feel on use and good stability at the same time.
  • IP Hl 1-246379A discloses a sunscreen cosmetic including ingredients (A) ethanol, (B) starch powder and/or silicic add anhydride having an average primary particle diameter of 1 pm or larger, and (C) a UV light-scattering agent and/or a UV light-absorbing agent
  • WO 2007/144670 discloses a skincare composition in the form of an emulsion comprising: a) an organic sunscreen component comprising at least one sunscreen selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine and methylene bis-benzotriazolyl tetramethylbutylphenol; b) a moisturising system comprising starch or a derivative thereof and a polymeric quaternary compound salt having humectant properties; and c) a carrier comprising an oil phase, an aqueous phase and an emulsifying system, said emulsifying system comprising at least one emulsifier selected from an anionic or non-ionic emulsifier.
  • an organic sunscreen component comprising at least one sunscreen selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine and methylene bis-benzotriazolyl tetramethylbutylphenol
  • WO 2017/103083 discloses a composition, especially for caring for and/or making up keratin materials, comprising at least one aqueous phase containing at least:
  • composition preferably a cosmetic composition, and more preferably a skin cosmetic composition, comprising:
  • the (a) UV filter may comprise at least one organic UV filter and at least one inorganic UV filter
  • the organic UV filter may comprise a combination of at least one organic UV-A filter, at least one organic UV-B filter, and at least one organic UV-A and UV-B filter.
  • the organic UV filter may be selected from aminobenzophenone compounds, such as diethylamino hydroxybenzoyl hexyl benzoate (DHHB); triazine compounds, such as ethylhexyl triazone; dibenzoylmethane canpounds, such as butyl methoxydibenzoylmethane; bis-resorcinyl triazine compounds, such as bis-ethylhexyloxyphenol methoxyphenyl triazine; and benzotriazole compounds, such as drometrizole trisiloxane, and mixtures thereof
  • the inorganic UV filter may be selected from metal oxides, such as, titanium dioxide, iron oxide, zinc oxide, zirconium oxide, cerium oxide, and mixtures thereof.
  • the amount of the organic UV filters) in the composition may range from 2.5% to 25% by weight, preferably from 5% to 20% by weight, and more preferably from 7.5% to 15% by weight, relative to the total weight of fee composition.
  • the amount of the inorganic UV filters) in the composition may range from 0.5% to 15% by weight, preferably from 1% to 10% by weight, and more preferably from 1.5% to 5% by weight, relative to the total weight of the corpposition.
  • the (b) associative polymer may comprise one or more (mefejacrylic acid (C1-C12) alkyl ester units.
  • the amount of the (b) associative polymer(s) in fee composition may range from 0.1% to 5% by weight, preferably from 0.3% to 3% by weight, and more preferably from 0.5% to 1% by weight relative to fee total weight of the composition.
  • the amount of the (c) polyglyceryl fatty acid ester(s) in the composition may range from 0.1% to 3% by weight, preferably from 0.3% to 2% by weight, and more preferably from 0.5% to 1% by weight relative to the total weight of the composition.
  • the (d) organic filler may be selected from polysaccharides, preferably from starches, and in particular from com (zea mays) starches.
  • the amount of the (d) organic fillers) in the composition may range from 0.1% to 10% by wdght, preferably from 1% to 7% by weight, and more preferably from 2% to 5% by weight relative to the total weight of the composition.
  • composition may be in the form of emulsion, preferably O/W emulsion.
  • the present invention also relates to a cosmetic process for treating a keratin substance, comprising the step of applying the composition according to the present invention to the keratin substance.
  • compositions comprising (a) at least one UV filter with improved stability as well as improved cosmetic effects such as no or a reduced oily/greasy feeling and light/fresh sensation, thus completed the invention.
  • one aspect of the present invention is a composition comprising:
  • composition according to the present invention is stable and can provide no or a reduced oily/greasy feeling, and improved light and/or fresh sensation during application.
  • composition according to the present invention is stable just after the preparation of the composition and for a long time after the preparation of the composition thanks for an increased viscosity.
  • the composition according to the present invention can provide an excellent feeling to touch, in particular on feeling of the skin during and after application of the composition. Therefore, the composition according to the present invention is very suitable for cosmetic topical compositions for keratinous substances, such as skin.
  • composition according to the present invention and the like will be explained in a more detailed manner.
  • the composition according to the present invention can be a cosmetic composition, preferably a cosmetic composition for keratinous substance, such as skin, and more preferably a sun care composition for keratinous substance, such as skin.
  • the composition according to the present invention may be intended for use as a cosmetic topical composition.
  • the keratinous substance here means a material containing keratin as a main constituent element, and examples thereof include the skin, scalp, lips, and the like.
  • the composition of the present invention is used for skin.
  • composition according to the present invention includes (a) at least one UV filler, (b) at least one associative polymer comprising one or more acrylic and/or methacrylic units; (c) at least one polyglyceryl fatty add ester, and (d) at least one organic filler.
  • composition according to the present invention comprises (a) at least one UV filter. Two or more UV filters may be used in combination. Thus, a single type ofUV filter or a combination of different types ofUV filters may be used.
  • the (a) UV filter is selected from organic UV filters, inorganic UV filters, and combination thereof.
  • the (a) UV filter comprises at least one organic UV filter, at least one inorganic UV filters, or combination thereof.
  • the organic UV filter of the present invention is lipophilic or hydrophilic, and preferably lipophilic.
  • lipophilic here means materials which are soluble in oils at a concentration of at least 1% by weight relative to the total weight of the oils at room temperature (25°C) and atmosphere pressure (10 5 Pa).
  • hydrophilic here means materials which are soluble in water at a concentration of 1% by weight or more relative to the total weight of the water at room temperature (25°C) and atmospheric pressure (10 5 Pa).
  • the organic UV filter may be solid or liquid.
  • solid and liquid mean solid and liquid, at room temperature (25°C) and atmosphere pressure (10 s Pa).
  • the organic UV filters) used for the present invention may be active in the UV-A and/or UV-B region, preferably in each of the organic UV-A and UV-B regions alone or in combination.
  • the organic UV-A filters used in the present invention may include, but are not limited to, aminobenzophenone compounds, dibenzoylmethane compounds, anthranilic arid compounds, and 4,4-diarylbutadiene compounds.
  • n-hexyl 2-(4-diethlamino-2- hydroxybenzoyl)benzoate the alternative name of which is diethylamino hydroxybenzoyl hexyl benzoate (DHHB), sold under the trade name “Uvinul A+” from BASF.
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • dibenzoylmethane compounds mention can be made of 4-isopropyldibenzoylmethane, sold under the name of “Eusolex 8020” from Merck, l-(4-methoxy-l-benzofuran-5-yl)-3-phenylpropane- 13 -dione, sold under the name of ‘Pongamol” from Quest, l-(4-(tert-butyl)phenyl)-3-(2- hydroxyphenyl)propane- 1,3 -dione, and butyl methoxydibenzoylmethane, sold under the trade name "Parsol 1789” from Hoffinann-La Roche.
  • 4,4-diarylbutadiene compounds mention can be made of 1,1-dicarboxy (2,2'-dimethylpropyl)- 4,4-diphenylbutadiene and diphenyl butadiene malonates and malononitriles.
  • ethylhexyl methoxycinnamate marketed under the name ‘TARSOL CX” by DSM NUTRITIONAL PRODUCTS
  • isopropyl ethoxy cinnamate isoamyl methoxy cinnamate, marketed under the name “NEO HELIOPAN E 1000” by Symrise, diisopropyl methylcinnamate, cinoxate, and glyceryl ethylhexanoate dimethoxycinnamate.
  • ⁇ , ⁇ -diphenylacrylate compounds mention can be made of octocrylene, marketed under the name “UVINUL N539” by BASF, and etocrylene, marketed under the name ‘UVINUL N35” by BASF.
  • benzylidenecamphor compounds mention can be made of 3-benzylidene camphor, marketed under the name “MEXORYL SD” from CHIMEX, methylbenzylidene camphor, marketed under the name “EUSOLEX 6300” by MERCK, polyacrylamidomethyl benzylidene Camphor, marketed under the name “MEXORYL SW” by CHIMEX, and terephihalylidene dicamphor sulfonic acid, marketed undo- the name “Mexoryl SX” by Chimex.
  • MEXORYL SD 3-benzylidene camphor
  • methylbenzylidene camphor marketed under the name “EUSOLEX 6300” by MERCK
  • polyacrylamidomethyl benzylidene Camphor marketed under the name “MEXORYL SW” by CHIMEX
  • terephihalylidene dicamphor sulfonic acid marketed undo- the name “Mexoryl S
  • phenylbenzimidazole unds, mention can be made of phenythenzimidazole sulfonic add, marketed under the name “Eusolex 232” by Merck, and disodium phenyl dibenzimidazole tetrasulfonate, marketed under the name “Neo Heliopan AP” by Haarmann and Reimer.
  • imidazoline compounds mention can be made of ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.
  • benzalmalonate compounds mention can be made of polyorganosiloxane containing a benzalmalonate moiety, for example, Polysilicone-15, marketed undo- the name ‘Tarsol SLX” by DSM NUTRITIONAL PRODUCTS, and di-neopentyl 4'-methoxybenzalmalonate.
  • the organic UV filters of the present invention may comprise lipophilic organic UV-Aand UV-B filters, which cover UV-Aand UV-B regions.
  • lipophilic organic UV-A and UV-B filters are non-limiting examples of the lipophilic organic UV-A and UV-B filters:
  • benzophenone compounds sudi as benzophenone- 1 marketed under the name “UVINUL 400” by BASF, benzophenone-2 marketed under the name “UVINUL 500” by BASF, benzophenone-3 or oxybenzone marketed under the name “UVINUL M40” by BASF, benzophenone-6 marketed under the name “Helisorb 11” by Norquay, benzophenone-8 marketed under the name “Spectra-Sorb UV- 24” by American Cyanamid, benzophenone-10,benzophenone-ll, and benzophenone- 12;
  • the organic UV filter may be selected firm aminobenzophenone compounds, such as diethylamino hydroxybenzoyl hexyl benzoate (DHHB); triazine compounds, sudi as ethylhexyl triazone; dibenzoylmethane compounds, sudi as butyl methoxydibenzoylmethane; bis-resorcinyl triazine compounds, such as bis-ethylhexyloxyphenol methoxyphenyl triazine; and benzotriazole compounds, such as drometrizole trisiloxane, and mixtures thereof
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • triazine compounds sudi as ethylhexyl triazone
  • dibenzoylmethane compounds sudi as butyl methoxydibenzoylmethane
  • the organic UV filter of the present invention comprises a combination of at least one organic UV- A filter and at least one organic UV-B filter.
  • the organic UV filter of the present invention comprises a combination of at least one organic UV-A filler, at least one organic UV-B filter, and at least one organic UV-A and UV-B filler.
  • the amount of the organic UV filters) in the composition according to the present invention may be 2.5% by weight or more, preferably 5% by weight or mere, and more preferably 7.5% by weight or more, relative to the total weight of the composition.
  • the amount of the organic UV filters) in the composition according to the present invention may be 25% by weight or less, preferably 20% by weight or less, and more preferably 15% by weight or less, relative to the total weight of the composition.
  • the amount of the organic UV filters) in the composition according to the present invention may be fiom 2.5% to 25% by weight, preferably from 5% to 20% by weight, and more preferably fiom 7.5% to 15% by weight, relative to the total weight of the composition.
  • the inorganic UV filter used for the present invention may be active in the UV- A and/or UV-B region.
  • the inorganic UV filler be in the form of a fine particle such that the mean (primary) particle diameter thereof ranges from 1 nm to 200 nm, preferably 5 nm to 150 nm, and more preferably 10 nm to 100 nm.
  • the mean (primary) particle size or mean (primary) particle diameter here is an arithmetic mean diameter.
  • the (b) inorganic UV filters may have mean size of the primary particles ranging fiom 5 nm to 80 nm, preferably from 10 nm to 50 nm.
  • volume-average size mean diameter which is given by the statistical particle size distribution to half of the population, referred to as Dso.
  • the volume-average size mean diameter can be measured by a laser diffraction particle size distribution analyzer, such as Mastersizer 2000 by Malvern Corp.
  • the inorganic UV filter can be selected fiom the group consisting of silicon carbide, metal oxides which may or may not be coated, and mixtures thereof.
  • the inorganic UV filter is formed of metal oxides, such as, titanium dioxide (amorphous or crystalline in the rutile and/or anatase form), iron oxide, zinc oxide, zirconium oxide or cerium oxide, which are all UV photoprotective agents that are well known per se.
  • the inorganic UV filters may be selected from titanium dioxide (TiO 2 ), zinc oxide, and more preferably titanium dioxide.
  • the inorganic UV filter may or may not be coated.
  • the inorganic UV filter may have at least one coating.
  • the coating may comprise at least one compound selected fiom the group consisting of alumina, silica, aluminum hydroxide, silicones, silanes, fatty adds or salts thereof (such as sodium, potassium, zinc, iron, or aluminum salts), fatty alcohols, lecithin, amino adds, polysaccharides, proteins, alkanolamines, waxes such as beeswax, (meth)acrylic polymers, organic UV filters, and (per)fluoro compounds.
  • the coating includes at least one organic UV filter.
  • a dibenzoylmethane derivative such as butyl methoxydibenzoylmethane (Avobenzone) and 2,2'-Methylenebis[6-(2H-Benzotriazol-2-yl)-4-(1,133-Tetramethyl-Butyl)Phenol] (Methylene Bis- Benzotriazolyl Tetramethylbutylphenol) marketed as “TINOSORB M” by BASF may be preferable.
  • the (b) associative polymer can function as a thickener.
  • sociative polymer refers to homopolymers or copolymers that are capable, in an aqueous medium, of reversibly combining with each other or with other molecules.
  • the (b) associative polymer used for the present invention is preferably an associative copolymer of one or more acrylic and/or methacrylic units and of other units.
  • the (b) associative polymer more particularly comprises at least one hydrophilic part and at least one hydrophobic part.
  • hydrophobic group means a radical or polymer with a saturated or unsaturated, linear or branched hydrocarbon-based chain, comprising at least 10 carbon atoms, preferably from 10 to 30 carbon atoms, in particular from 12 to 30 carbon atoms and more preferentially from 16 to 30 carbon atoms.
  • the (b) associative polymer may comprise further units such as units formed by an alkyl ester of acrylic acid or methacrylic acid, preferably of acrylic acid, comprising less than 6 carbon atoms: for example, a C 1 -C 4 alkylacrylate, for example, chosen from methyl acrylate, ethyl acrylate and butyl acrylate, called hereinafter "simple ester".
  • an alkyl ester of acrylic acid or methacrylic acid preferably of acrylic acid, comprising less than 6 carbon atoms: for example, a C 1 -C 4 alkylacrylate, for example, chosen from methyl acrylate, ethyl acrylate and butyl acrylate, called hereinafter "simple ester".
  • the (b) associative polymer used for the present invention comprises one or more (meth)acrylic acid (C1-C12) alkyl ester units, more preferably one or more (meth)acrylic acid ( C 1 -C 4 ) alkyl ester units.
  • the (b) associative polymer used for the present invention comprises one or more acrylic add units. According to a further embodiment, the (b) associative polymer used for the present invention comprises one or more methacrylic acid units. According to another embodiment, the (b) associative polymer used for the present invention comprises one or more acrylic acid units and one or more methacrylic acid units.
  • the (b) associative polymer may comprise another unit derived from another monomer that is different from (meth)acrylic acid.
  • such monomer may be esters of ethylenically unsaturated hydrophilic monomers, such as (meth)acrylic add or itaconic acid, and of polyoxyalkylenated fatty alcohols.
  • the fatty alcohol moiety of the ester monomer can be linear or branched, preferably linear, saturated or unsaturated, preferably saturated, (C12-C30) fatty alcohol, and in particular (C16-C26) fatty alcohol.
  • the polyoxyalkylene chain of the ester monomer preferentially consists of ethylene oxide units and/or propylene oxide units and even more particularly consists of ethylene oxide units.
  • the number of oxyalkylene units generally ranges from 3 to 100, preferably from 7 to 50 and more preferably from 12 to 30.
  • (b) associative polymer mention may be made, for example, of the product sold under the commercial name: NOVETEUX L-10 POLYMER® (INCI name: ACRYLATES/BEHENETH-25 METHACRYLATE COPOLYMER) sold by LUBRIZOL, the product under the commercial name: Aculyn® 28 (INCI name: ACRYLATES/BEHENETH- 25 METHACRYLATE COPOLYMER) sold by DOW CHEMICAL, the product sold under the commercial name: Aculyn® 22 (INCI name: ACRYLATES/STEARETH-20 METHACRYLATE COPOLYMER) sold by DOW CHEMICAL, the product sold under the commercial name: Aculyn® 88 (INCI name: ACRYLATES/STEARETH-20 METHACRYLATE CROSSPOLYMER.) sold by DOW CHEMICAL, the product sold under the commercial name: STRUCTURE® 2001 (INCI name: ACRYLATES/STEARETH-20 TTACONATE CO
  • the (b) associative polymer that can be used for the present invention may also be chosen from anionic associative (co)polymers containing acrylic and/or methacrylic units.
  • the (meth)acrylic anionic associative (co)polymer that may be used for the present invention may be chosen from those comprising at least one hydrophilic unit of unsaturated olefinic carboxylic acid type, and at least one hydrophobic unit of a type such as a (C10-C30) alkyl ester of an unsaturated carboxylic acid.
  • these (meth)acrylic associative (co)polymers are preferably chosen from those in which the hydrophilic unit of unsaturated olefinic carboxylic acid type corresponds to the monomer of formula (I) below: in which R 1 denotes H or CH3, i.e. acrylic add or methacrylic add units, and in which the hydrophobic unit of (C10-C30) alkyl ester of unsaturated carboxylic add type corresponds to the monomer of formula (II) below: in which R 1 denotes H or CH3 (i.e. acrylate or methacrylate units), R 2 denoting a C10-C30 and preferably a C12-C22 alkyl radical.
  • (C10-C30)alkyl esters of unsaturated carboxylic adds according to formula (II) mention may more particularly be made of lauryl acrylate, stearyl acrylate, decyl acrylate, isodecyl acrylate and dodecyl acrylate, and foe corresponding methacrylates, lauryl methacrylate, stearyl methacrylate, decyl methacrylate, isodecyl methacrylate and dodecyl methacrylate.
  • the (meth)acrylic associative (co)polymer that may be used for the present invention may more particularly denote polymers formed from a mixture of monomers comprising:
  • R 3 denotes H or CH3
  • R 4 denoting an alkyl radical having from 12 to 22 carbon atoms
  • a crosslinking agent for instance those consisting of from 95% to 60% by weight of acrylic acid (hydrophilic unit), 4% to 40% by weight of C10-C30 alkyl acrylate (hydrophobic unit), and 0 to 6% by weight of crosslinking polymerizable monomer, or 98% to 96% by weight of acrylic acid (hydrophilic unit), 1% to 4% by weight of C10-C30 alkyl acrylate (hydrophobic unit) and 0.1% to 0,6% by weight of crosslinking polymerizable monomer, or
  • crosslinking agent can mean a monomer containing the group and at least one other polymerizable group, foe unsaturated bonds of foe monomer being unconjugated relative to each other.
  • crosslinking agent that may be used for foe present invention, mention may especially be made of polyallyl ethers especially such as poly allyl sucrose and polyallylpentaerythritol.
  • the ones particularly preferred for the present invention are the products sold by the company Goodrich under the trade names Pemulen TRI, Pemulen TR2, Carbopol 1382, and more preferably still Pemulen TRI, and foe product sold by foe company S.E.P.C. under the name Coatex SX.
  • foe (meth)acrylic associative (co)polymer mention may also be made of foe copolymer of methacrylic acid/mefoyl acrylate/dimethyl-meta-isopropenylbenzyl isocyanate of ethoxylated alcohol sold under the name Viscophobe DB 1000 by the company Amerchol.
  • Other (meth)acrylic associative (co)polymers that may be used for the present invention may also be sulfonic polymers comprising at least one (meth)acrylic monomer bearing sulfonic group(s), in free form or partially or totally neutralized form and comprising at least one hydrophobic portion.
  • the said hydrophobic portion present in the said sulfonic polymers that may be used for the present invention preferably comprises from 8 to 22 carbon atoms, more preferably from 8 to 18 carbon atoms and more particularly from 12 to 18 carbon atoms.
  • these sulfonic polymers that may be used for the present invention are partially or totally neutralized with a mineral base (sodium hydroxide, potassium hydroxide or aqueous ammonia) or an organic base such as mono-, di- or triethanolamine, an aminomethylpropanediol, N-methylglucamine, basic amino adds, for instance arginine and lysine, and mixtures of these compounds.
  • a mineral base sodium hydroxide, potassium hydroxide or aqueous ammonia
  • organic base such as mono-, di- or triethanolamine, an aminomethylpropanediol, N-methylglucamine, basic amino adds, for instance arginine and lysine, and mixtures of these compounds.
  • These said sulfonic polymers generally have a number-average molecular weight ranging from 1000 to 20000000 g/mol, preferably ranging from 20000 to 5000000 g/mol and even more preferably from 100000 to 1 500000 g/mol.
  • the sulfonic polymers that may be used for fee present invention may or may not be crosslinked.
  • Crosslinked polymers are preferably chosen.
  • the crosslinking agents may be selected from polyolefinically unsaturated compounds commonly used for the crosslinking of polymers obtained by free-radical polymerization. Mention may be made, for example, of divinylbenzene, diallyl ether, dipropylene glycol diallyl ether, polyglycol diallyl ethers, triethylene glycol divinyl ether, hydroquinone diallyl ether, ethylene glycol diacrylatedi(meth)acrylate or tetraethylene glycol diacrylatedi(meth)acrylate, trimethylolpropane triacrylate, methylenebisacrylamide, methylenebismethacrylamide, triallylamine, triallyl cyanurate, diallyl maleate, tetraallylethylenediamine, tetraallyloxyethane, trimethylolpropane diallyl ether, allyl (meth)acrylate, allyl ethers of alcohols of the sugar series, or other allyl or
  • the degree of crosslinking will generally range from 0.01 mol% to 10 mol% and more particularly from 0.2 mol% to 2 mol% relative to the polymer.
  • the (meth)acrylic monomers bearing sulfonic group(s) of the sulfonic polymers that may be used for the present invention are chosen especially from (meth)acrylamido(C1-C22)alkylsulfonic acids and N-(C1-C22)alkyl(meth)acrylamido(C1-C22)alkylsulfonic acids, for instance undecylacrylamidomethanesulfonic add, and also partially or totally neutralized forms thereof.
  • the (meth)acrylic associative thickeners that may be used for the present invention may be chosen especially from random amphiphilic AMPS polymers modified by reaction with a C6-C22 n- monoalkylamine or C6-C22 di-n-alkylamine, such as those described in patent application WO 00/31154 (which forms an integral part of the content of the description).
  • These polymers may also contain other ethylenically unsaturated hydrophilic monomers selected, for example, from (meth)acrylic acids, ⁇ -substituted alkyl derivatives thereof or esters thereof obtained with monoalcohols or mono- or polyalkylene glycols, (meth)acrylamides, vinylpyrrolidone, maleic anhydride, itaconic acid or maleic acid, or mixtures of these compounds.
  • copolymers may also contain one or more ethylenically unsaturated monomers not comprising a fatty chain, such as (meth)acrylic acids, ⁇ -substituted alkyl derivatives thereof or esters thereof obtained with monoalcohols or mono- or polyalkylene glycols, (meth)acrylamides, vinylpyrrolidone, maleic anhydride, itaconic acid or maldc add, or mixtures of these compounds.
  • monomers not comprising a fatty chain such as (meth)acrylic acids, ⁇ -substituted alkyl derivatives thereof or esters thereof obtained with monoalcohols or mono- or polyalkylene glycols, (meth)acrylamides, vinylpyrrolidone, maleic anhydride, itaconic acid or maldc add, or mixtures of these compounds.
  • the (b) associative polymer is not crosslinked.
  • the inorganic particle is different form the inorganic UV filter as explained above.
  • the particle size of the inorganic particle corresponds to a primary particle size.
  • the particle size here means an average or mean particle size, which may be a volume-average particle size, which can be determined by, for example, a laser diffraction particle size analyzer.
  • the particle size of the inorganic particle used for the present invention is not limited. However, it is preferable that the particle size of the inorganic particle be 50 pm or less, preferably 30 pm or less, more preferably 15 pm or less, even more preferably 10 pm or less, and particularly preferably from 2 to 5 pm.
  • the inorganic particle may or may not be porous, preferably non-porous.
  • the inorganic particle may be hollow or solid, preferably hollow.
  • - silicates such as talc, clays and kaolin
  • silica particles mention may be made of hollow spherical silica particles such as the products sold under the trade name BA4 from the company JGC Catalysts and Chemicals Ltd. in Japan.
  • the amount of the inorganic particle(s) in the composition according to the present invention may range from 1% to 20% by weight, preferably from 2% to 15% by weight, more preferably from 3% to 10% by weight, relative to the total weight of the composition.
  • composition according to the present invention may or may not comprise at least one lipophilic thickener. Two or more lipophilic thickeners can be combined.
  • the lipophilic thickener may be in the form of polymer or particles.
  • the lipophilic polymer thickener may be chosen from carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C10-C30-alkyl acrylate copolymer) or polymers having the INCI name 'Toly C10-30 Alkyl Acrylate", such as the Intelimer® products from Air Products, such as the product Intelimer® IPA 13-1, which is apolystearyl acrylate, or the product 30 Intelimer® IPA 13-6 which is a behenyl polymer: Particular mantion can be made of Acrylates/C10- 30 Alkyl Acrylate Crosspolymer which is sold under fee name of Carbopol® SC-200 Polymer from Lubrizol.
  • carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C10-C30-alkyl acrylate copolymer) or polymers having the INCI name 'Toly C10
  • the lipophilic thickener according to the present invention may be chosen from:
  • organomodified clays which are clays treated with compounds chosen especially from quaternary amines and tertiary amines.
  • Organomodified clays feat may be mentioned include organomodified bentonites, such as the product sold under the name Bentone 34 by the company Rheox, and organomodified hectorites such as the products sold under the names Bentone 27 and Bentone 38 by the company Rheox.
  • modified clays such as modified magnesium silicate (Bentone gel® VS38 from Rheox), modified hectorites such as hectorite modified with aC10 to C22 fatty acid ammonium chloride, for instance hectorite modified with distearyldimethylarnmonium chloride (disteardimonium hectorite) such as the product sold under the name Bentone 38VCG by the company Elementis or the product sold under the name Bentone 38 CE by the company Rheox, or the product sold under the name Bentone Gel® V55 V by the company Elementis, or the product sold under the name Bentone gel® ISD V by the company Elementis;
  • modified clays such as modified magnesium silicate (Bentone gel® VS38 from Rheox), modified hectorites such as hectorite modified with aC10 to C22 fatty acid ammonium chloride, for instance hectorite modified with distearyldimethylarnmonium chloride (disteardi
  • the amount of the lipophilic thickeners) in the composition may be from 0.025 to 5% by weight, preferably from 0.05 to 3% by weight, and more preferably from 0.075 to 1% by weight, relative to the total weight of the composition.
  • composition according to the present invention may or may not comprise at least one cosmetically acceptable organic solvent
  • a single type of cosmetically acceptable organic solvent may be used, but two or more different types of cosmetically acceptable organic solvent may be used in combination.
  • the cosmetically acceptable organic solvents may include alcohols: in particular monovalent alcohols, such as ethyl alcohol, isopropyl alcohol, benzyl alcohol, phenoxyethanol and phenylethyl alcohol; diols such as ethylene glycol, caprylyl glycol, propylene glycol, dipropylene glycol, propane diol, and butylene glycol; other polyols such as glycerol, sugar, and sugar alcohols; and ethers such as ethylene glycol monomethyl, monoethyl, and monobutyl ethers, propylene glycol monomethyl, monoethyl, and monobutyl ether, and butylene glycol monomethyl, monoethyl, and monobutyl ethers.
  • monovalent alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol, phenoxyethanol and phenylethyl alcohol
  • diols such as ethylene glycol, caprylyl glycol, prop
  • the organic water-soluble solvents may be present in an amount ranging from 1% by weight or more, preferably 5% by wdght or more, and more preferably 10% by wdght or more, relative to the total weight of the composition.
  • the organic water-soluble solvents may be present in an amount ranging from 30% by weight or less, preferably 25% by weight or less, and more preferably 20% by weight or less, relative to the total weight of the composition
  • the organic water-soluble solvents may be presort in an amount ranging from 1% to 30% by weight, preferably from 5% to 25% by weight, and more preferably from 10% to 20% by weight, relative to the total weight of the composition.
  • the pH ofthe composition according to the present invention may be adjusted to the desired value using at least one pH adjusting agent, such as an acidifying or a basifying agent, for example, which are commonly used in cosmetic products.
  • at least one pH adjusting agent such as an acidifying or a basifying agent, for example, which are commonly used in cosmetic products.
  • the pH of the composition according to the present invention may be from 3 to 9, preferably 3.5 to 8, and more preferably from 4 to 7.
  • acidifying agents mention may be made, by way of example, of mineral or organic adds such as hydrochloric acid, ortho-phosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, dtric add, and lactic acid, and sulfonic adds.
  • mineral or organic adds such as hydrochloric acid, ortho-phosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, dtric add, and lactic acid, and sulfonic adds.
  • basifying agents mention may be made, by way of example, of ammonium hydroxide, alkali metal carbonates, alkanolamines such as mono-, di- and triethanolamines and also their derivatives, alkali metal hydroxides such as sodium or potassium hydroxide and compounds of the formula below: wherein
  • W denotes an alkylene such as propylene optionally substituted by a hydroxyl or a C1-C4 alkyl radical
  • R c and Rd independently denote a hydrogen atom, an alkyl radical or a C1-C4 hydroxyalkyl radical, which may be exemplified by 1,3 -propanediamine and derivatives thereof.
  • the pH adjusting agent(s) may be used in an amount ranging from 0.001% to 10% by wdght, and preferably from 0.01% to 5% by wdght, relative to the total wdght of the composition.
  • composition according to the present invention may also comprise an effective amount of additional optional ingredients), known previously elsewhere in cosmetic compositions, for example, anionic, cationic or amphoteric surfactants; nonionic surfactants other than (c) polyglyceryl fatty add ester, such as polyhydroxy stearic add; anionic, cationic, amphoteric, or nonionic polymer; sequestering agents such as EDTA and trisodium ethylenediamine disuccinate; preserving agents; antioxidant, such as hydroxyacetophenone; vitamins ar provitamins, for instance, pantihenol or tocopherol; fragrances; plant extracts; and so on
  • the adjuvants may be present in fee composition of the present invention in an amount preferably ranging fiom 0.01% to 30% by weight, more preferably fiom 0.1% to 20% by weight, and even more preferably fiom 0.5% to 10% by weight, relative to the total weight of the composition.
  • the composition according to fee present invention comprises anionic, cationic or amphoteric surfactants in an amount of 5% by weight or less, preferably 3% by weight or less, more preferably 1% by weight or less, even more preferably 0.5% by weight or less, and in particular 0.1% by weight, relative to the total weight of the composition.
  • fee composition according to the present invention is free of any of anionic, cationic or amphoteric surfactants .
  • fee composition according to fee present invention comprises nonionic surfactants other than fee (c) polyglyceryl fatty acid ester in an amount of 1% by weight or less, preferably 0.8% by weight or less, more preferably 0.6% by weight or less, even more preferably 0.5 % by weight or less, and in particular 0.3 % by weight, relative to fee total weight of the composition.
  • fee amount of nonionic surfactants other than fee (c) polyglyceryl fetty add ester included in fee composition is less than the amount of fee (c) polyglyceryl fetty add ester included in fee composition.
  • composition according to the present invention can be prepared by mixing the essential ingredients) as explained above, and optional ingredients), if necessary, as explained above.
  • the method and means to mix fee above essential and optional ingredients are not limited. Any conventional method and means can be used to mix the above essential and optional ingredients to prepare fee composition according to fee present invention.
  • the conventional method and means may include a homogenizer, for example a turbine mixer.
  • the composition according to the present invention have a viscosity of 1 Pa s or more, more preferably 3 Pa s or more, and even more preferably 5 Pa s or more.
  • the viscosity can be measured with a B-type viscometer (for example, Rotor: No. 4, Rotation speed: 6 rpm, Measurement time: 1 minute) at 25°C.
  • fee composition according to the present invention have a viscosity at 25°C of 20 Pa-s or less, more preferably 15 Pa-s or less, and even more preferably 10 Pa-s or less.
  • composition according to the present invention have a viscosity at 25°C of ftom 1 Pa-s to 20 Pa-s, more preferably fiom 3 Pa-s to 15 Pa-s, and even more preferably ftom 5 Pa-s to 10 Pa-s.
  • composition according to the present invention may be present in any form.
  • the composition according to fee present invention can be in the form of a solution, an emulsion, a lotion, a milky lotion, a toner, a cream, a liquid gel, a paste, a serum.
  • the organic UV filter may be selected from aminobenzophenone compounds, such as diethylamino hydroxybenzoyl hexyl benzoate (DHHB); triazine compounds, such as ethylhexyl triazone; dibenzoylmethane compounds, such as butyl methoxydibenzoylmethane; bis- resorcinyl triazine compounds, such as bis-ethylhexyloxyphenol methoxyphenyl triazine; and benzotriazole compounds, such as drometrizole trisiloxane, and mixtures thereof; and/or the inorganic UV filter may be selected fiom metal oxides, such as, titanium dioxide, iron oxide, zinc oxide, zirconium oxide, cerium oxide
  • Each of the O/W emulsion compositions according to Example 1 (Ex. 1) and Comparative Examples 1 to 4 (Comp. Ex. 1 to Comp. Ex. 4) was prepared by mixing tire ingredients shown in Table 1 with a homo-mixier as follows:
  • the numerical values in parentheses in titanium dioxide and silica indicate average particle size of the powder ingredients. Titanium dioxide was used as an inorganic UV filter. Silica was used as an inorganic particle. The mean (primary) particle diameter of Zea Mays (Com) Starch was around 10 ⁇ m. The numerical values for the amounts of the ingredients are all based on "% by weight” as active raw materials.
  • Example 1 Five professional panelists evaluated tire “light and fresh sensation” after application of the compositions according to Example 1 and Comparative Examples 1-4. Each panelist took each composition and applied it onto their feces to evaluate the light and fresh sensation after application, and scored it based on the following 3 criteria, and then an average score was calculated.
  • Example 1 Each of the compositions according to Example 1 and Comparative Examples 1-4 was filled into a glass bottle and was held under temperature at 45°C for 2 months. Each sample was then investigated for the degree of phase separation and evaluated in accordance with the following criteria.
  • composition in the form of an O/W emulsion according to the present invention (Example 1), which comprises a combination of the ingredients (a) to (d), was able to provide excellent cosmetic effects in terms of light and fresh sensation and non-oily/greasy feeling aspects as well as stability.
  • the composition according to the present invention can provide, in particular, an excellent feeling to the touch and stability for a long time period even under temperature changes.

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Abstract

La présente invention concerne une composition comprenant : (a) au moins un filtre UV ; (b) au moins un polymère associatif comprenant un ou plusieurs motifs acryliques et/ou méthacryliques ; (c) au moins un ester d'acide gras de polyglycéryle ; et (d) au moins une charge organique. La composition selon la présente invention est stable et peut fournir une sensation légère et fraîche, ainsi qu'une sensation huileuse/grasse nulle ou réduite pour les substances kératiniques.
PCT/JP2024/080239 2024-01-05 2024-12-19 Composition de soin solaire stable Pending WO2025146825A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2024-000781 2024-01-05
JP2024000781A JP2025107056A (ja) 2024-01-05 2024-01-05 安定なサンケア組成物
FR2401520A FR3159331A3 (fr) 2024-02-16 2024-02-16 Composition de soin solaire stable
FRFR2401520 2024-02-16

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US4509949A (en) 1983-06-13 1985-04-09 The B. F. Goodrich Company Water thickening agents consisting of copolymers of crosslinked acrylic acids and esters
US5089578A (en) 1986-03-28 1992-02-18 Exxon Research And Engineering Company Hydrophobically associating terpolymers containing sulfonate functionality
EP0750899A2 (fr) 1995-06-30 1997-01-02 Shiseido Company Limited Agent émulsionnant ou agent solubilisant qui est composé du polyélectrolyte amphiphile soluble dans l'eau et composition émulsifié le contenant ou composition solubilisé le contenant et cosmétique émulsifié le contenant ou cosmétique solubilisé le contenant
JPH11246379A (ja) 1998-02-27 1999-09-14 Kose Corp 日焼け止め化粧料
WO2000031154A1 (fr) 1998-11-23 2000-06-02 Sofitech N.V. Emulsions inversables stabilisees par des polymeres amphiphiles. application a des fluides de forage
WO2007144670A1 (fr) 2006-06-14 2007-12-21 Reckitt & Colman (Overseas) Limited Composition de soin de la peau à fonction d'hydratation et d'écran solaire
US20140140940A1 (en) * 2011-06-07 2014-05-22 Beiersdorf Ag Cosmetic And Dermatological Photoprotective Preparation With Improved Water Resistance
EP2937073A1 (fr) * 2014-04-23 2015-10-28 Beiersdorf AG Base d'émulsion pour les produits de protection solairel
EP3037083A1 (fr) * 2014-12-22 2016-06-29 Spirig Pharma AG Composition d'écran solaire cosmétique sans émulsifiant
WO2017103083A1 (fr) 2015-12-18 2017-06-22 L'oreal Composition basée sur une phase aqueuse contenant une dispersion d'un matériau composite anhydre

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US3915921A (en) 1974-07-02 1975-10-28 Goodrich Co B F Unsaturated carboxylic acid-long chain alkyl ester copolymers and tri-polymers water thickening agents and emulsifiers
US4509949A (en) 1983-06-13 1985-04-09 The B. F. Goodrich Company Water thickening agents consisting of copolymers of crosslinked acrylic acids and esters
US5089578A (en) 1986-03-28 1992-02-18 Exxon Research And Engineering Company Hydrophobically associating terpolymers containing sulfonate functionality
EP0750899A2 (fr) 1995-06-30 1997-01-02 Shiseido Company Limited Agent émulsionnant ou agent solubilisant qui est composé du polyélectrolyte amphiphile soluble dans l'eau et composition émulsifié le contenant ou composition solubilisé le contenant et cosmétique émulsifié le contenant ou cosmétique solubilisé le contenant
JPH11246379A (ja) 1998-02-27 1999-09-14 Kose Corp 日焼け止め化粧料
WO2000031154A1 (fr) 1998-11-23 2000-06-02 Sofitech N.V. Emulsions inversables stabilisees par des polymeres amphiphiles. application a des fluides de forage
WO2007144670A1 (fr) 2006-06-14 2007-12-21 Reckitt & Colman (Overseas) Limited Composition de soin de la peau à fonction d'hydratation et d'écran solaire
US20140140940A1 (en) * 2011-06-07 2014-05-22 Beiersdorf Ag Cosmetic And Dermatological Photoprotective Preparation With Improved Water Resistance
EP2937073A1 (fr) * 2014-04-23 2015-10-28 Beiersdorf AG Base d'émulsion pour les produits de protection solairel
EP3037083A1 (fr) * 2014-12-22 2016-06-29 Spirig Pharma AG Composition d'écran solaire cosmétique sans émulsifiant
WO2017103083A1 (fr) 2015-12-18 2017-06-22 L'oreal Composition basée sur une phase aqueuse contenant une dispersion d'un matériau composite anhydre

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DATABASE GNPD [online] MINTEL; 12 October 2020 (2020-10-12), ANONYMOUS: "High Protection Milk SPF 50", XP093208704, retrieved from https://www.gnpd.com/sinatra/recordpage/8016367/ Database accession no. 8016367 *
DATABASE GNPD [online] MINTEL; 23 June 2020 (2020-06-23), ANONYMOUS: "Eco Sun Cream SPF 30", XP093208708, retrieved from https://www.gnpd.com/sinatra/recordpage/7903841/ Database accession no. 7903841 *
DATABASE GNPD [online] MINTEL; 4 May 2020 (2020-05-04), ANONYMOUS: "Mild UV Sunscreen for Sensitive Skin SPF 30 PA+++", XP093208711, retrieved from https://www.gnpd.com/sinatra/recordpage/7594449/ Database accession no. 7594449 *

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