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WO2025140839A1 - Stabilisation de couleur de formules avec du nitrure de bore - Google Patents

Stabilisation de couleur de formules avec du nitrure de bore Download PDF

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Publication number
WO2025140839A1
WO2025140839A1 PCT/EP2024/085147 EP2024085147W WO2025140839A1 WO 2025140839 A1 WO2025140839 A1 WO 2025140839A1 EP 2024085147 W EP2024085147 W EP 2024085147W WO 2025140839 A1 WO2025140839 A1 WO 2025140839A1
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WO
WIPO (PCT)
Prior art keywords
boron nitride
resorcinol
cosmetic composition
composition
skin
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/EP2024/085147
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English (en)
Inventor
Hasiba BEKTO
Lei Huang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever Global IP Ltd
Unilever IP Holdings BV
Conopco Inc
Original Assignee
Unilever Global IP Ltd
Unilever IP Holdings BV
Conopco Inc
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Filing date
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Application filed by Unilever Global IP Ltd, Unilever IP Holdings BV, Conopco Inc filed Critical Unilever Global IP Ltd
Publication of WO2025140839A1 publication Critical patent/WO2025140839A1/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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
    • 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
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67—Vitamins
    • A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67—Vitamins
    • A61K8/673—Vitamin B group
    • A61K8/675—Vitamin B3 or vitamin B3 active, e.g. nicotinamide, nicotinic acid, nicotinyl aldehyde
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/65—Characterized by the composition of the particulate/core
    • A61K2800/651—The particulate/core comprising inorganic material

Definitions

  • Resorcinol (1 ,3-benzenediol) derivatives have been used to provide cosmetic benefits to skin and hair.
  • Resorcinol derivatives such as 4-substituted resorcinol, and preparations comprising them have been used for skin lightening and other cosmetic uses; see, for example, U.S. Patent No. 4,959,393, U.S. Patent No. 6,132,740, and U.S. Patent Application Publication No. 2008/0131382.
  • some of these compounds can be difficult to formulate with, as they are unstable in a cosmetically acceptable vehicle.
  • Oxidative instability is an undesirable characteristic of substituted resorcinols.
  • a substituted resorcinol oxidizes in a product, especially in a consumer product such a cosmetic composition, the product may turn into an undesirable colour (e.g., discolour), and the consumer may avoid using the product formulated to give him or her a desired topical benefit.
  • an agent that will stabilize substituted resorcinols against oxidation In particular, there is a need for an agent that will prevent the oxidation of substituted resorcinols, especially in cosmetic compositions.
  • compositions are aesthetically pleasing and have improved storage/oxidative stability, invariably resulting in complete usage by consumers and superior benefits provided to skin.
  • boron nitride provides the unexpected benefit of enhancing the color stability of cosmetic compositions comprising substituted resorcinol.
  • the inventive composition relates to a color stable cosmetic composition having boron nitride and at least one substituted resorcinol.
  • the inventive composition is directed to a cosmetic composition which comprises in a cosmetically acceptable vehicle (a) one or more of a substituted resorcinol compound and/or derivatives thereof; and (b) boron nitride; wherein an amount of the substituted resorcinol, by weight of the composition, is 0.001 to 10%, or 0.01 to 5%, or 0.025 to 2.5%, or 0.05 to 2%, or 0.1 to 1 %, or 0.1 to 0.75%, or 0.15 to 0.6%; and further wherein an amount of boron nitride, by weight of the composition, is 0.01 to 15%, or 0.05 to 12%, or 0.1 to 10%, or 0.25 to 9%, or 0.5 to 8%, or 1 to 8%, or 1 .5 to 7%, or 2 to 6%, or 2.5 to 6%, or 3 to 5.5%.
  • the invention also provides the use of (a) boron nitride, and (b) a substituted resorcinol, and for the manufacture of, color stable cosmetic compositions for at least one skin benefit.
  • skin as used herein includes the skin on the face, neck, chest, back, arms, axilla, buttocks, hands, legs and scalp.
  • Skin benefit agent as used herein, is meant to include a component that improves a facial or body characteristic after topical application like a cosmetic skin characteristic and/or benefits the same wherein the skin benefit agent can be, and preferably is, a skin benefit agent in a cream, serum, lotion, balm, deodorant, gel, or wash composition, suitable for packaging in a tub, jar, tube pump, or aerosol packaging.
  • the composition is a leave-on composition and the skin benefit agents are substituted resorcinols.
  • derivative(s) refers to functional group substitutions on a base compound.
  • functionalized means that a compound possesses at least one functional group substituent, including an alkyl, acyl, hydroxy, alkoxy, carboxamide (amide), carboxyl, or carboalkoxy (ester) substituent, on the compound.
  • the substituted resorcinol is substituted at position 4 with a substituted or unsubstituted 5- or 6-membered carbon-based heterocyclic ring containing one or more heteroatoms selected from N, S, or 0, preferably a substituted 5-membered carbon-based heterocyclic ring containing two heteroatoms selected from N or S, e.g., isobutylamido thiazolyl resorcinol (i.e., thiamidol).
  • the resorcinol is 4-hexylresorcinol, 4-ethylresorcinol, 4-phenylethyl resorcinol, isobutylamido thiazolyl resorcinol, 4-isopropylresorcinol, or a mixture thereof.
  • the resorcinol is 4-hexylresorcinol, 4-ethylresorcinol, isobutylamido thiazolyl resorcinol, or a mixture thereof.
  • the specific surface area of the boron nitride particles is from 1 to 80 m 2 /g, or from 2.5 to 60 m 2 /g, or from 5 to 40 m 2 /g, or from 10 to 20 m 2 /g, or from 10 to 18 m 2 /g, or from 12 to 18 m 2 /g.
  • a preferred surface area of the boron nitride is at least 1 m 2 /g, or at least 1.5 m 2 /g, or at least 2 m 2 /g, or at least 10 m 2 /g, or at least 12 m 2 /g.
  • the cosmetic composition as described herein includes a cosmetically acceptable carrier.
  • a cosmetically acceptable carrier can include all solvents, dispersion media, coatings, antibacterial agents, antifungal agents, isotonic and absorption delaying agents, mixtures thereof or the like, as long as the same are cosmetically acceptable or dermatologically acceptable. Except insofar as any conventional media or agent is incompatible with the active ingredient, its use in the cosmetic compositions is contemplated. Supplementary active ingredients can also be incorporated into the compositions.
  • Cosmetically acceptable carriers are suitable for topical application to the skin, have good aesthetic properties, are compatible with the active agents described herein and any other components, and cause minimal or no safety or toxicity concerns.
  • the cosmetically acceptable carrier may comprise an aqueous phase, an oil phase, an alcohol, a silicone phase, or a mixture thereof, and may be in the form of an emulsion.
  • Emulsions can have a range of consistencies including thin lotions (which may also be suitable for spray or aerosol delivery), creamy lotions, light creams, and heavy creams.
  • Exemplary emulsions include water-in-oil emulsions, oil-in-water emulsions, silicone-in- water emulsions, water-in-silicone emulsions, polyol-in-silicone emulsions, silicone-in- polyol emulsions, polyol-in-oil emulsions, oil-in-polyol emulsions, wax-in-water emulsions and water-oil-water triple emulsions.
  • Preferred emulsions include oil-in-water (“O/W”) emulsions and water-in-oil (“W/O”) emulsions.
  • Cosmetic compositions in the form of an emulsion, and suitable for use in the invention typically have an oil phase containing at one or more cosmetically acceptable fatty materials which may be liquid or solid at room temperature (25°C).
  • Suitable cosmetically acceptable fatty materials include naturally derived oils (such as sunflower oil, borage oil, soybean oil, castor oil, olive oil and almond oil); esters of monoalcohols or of polyols with monocarboxylic or polycarboxylic acids, at least one of the alcohols and/or acids comprising at least one hydrocarbon-based chain containing at least 6 carbon atoms (such as octyl palmitate, isopropyl myristate, isopropyl palmitate, isopropyl isostearate, hexyl laurate, isohexyl laurate, isohexyl palmitate, decyl oleate, isodecyl oleate, hexadecyl stearate, decyl stearate, dihexyldecyl adipate, lauryl lactate, myristyl lactate, cetyl lactate, oleyl stearate, oleyl ole
  • suitable fatty materials may be included in the cosmetic composition, as described herein, in an amount may range from 1 to 40%, or 3 to 30%, or 4 to 20%, or 5 to 18%, or 6 to 17%, or 7 to 15%, or 1 to 18%, or 2 to 15%, or 3 to 15%, or 5 to 12% by weight of the composition, including all ranges subsumed therein.
  • sunscreens and photostabilizers as desirable cosmetically acceptable fatty materials.
  • the sunscreens and photostabilizers that may be used in the cosmetic compositions include such materials as octylmethoxycinnamate (OMK), and ethylhexyl salicylate.
  • sunscreens desirable for use include p-aminobenzoic acid (PABA), octyldimethyl-PABA, 2-ethoxyethyl p-methoxy cinnamate, homomethyl salicylate, menthyl anthranilate, benzophenone-4, triethanolamine salicylate, iscotrizinol, polysilicone-15, isopentenyl-4-methoxycinnamate, mixtures thereof or the like.
  • PABA p-aminobenzoic acid
  • octyldimethyl-PABA 2-ethoxyethyl p-methoxy cinnamate
  • homomethyl salicylate menthyl anthranilate
  • benzophenone-4 triethanolamine salicylate
  • iscotrizinol polysilicone-15
  • isopentenyl-4-methoxycinnamate mixtures thereof or the like.
  • octocrylene is also desirable for use.
  • the oil in the cosmetically acceptable vehicle comprises ethylhexyl triazone, homosalate, octisalate, octocrylene, octylmethoxycinnamate, or a mixture thereof.
  • illustrative examples of fatty materials that may be used in the compositions disclosed herein include, caprylic/capric triglycerides, a cyclic silicone (e.g., cyclopentasiloxane, cyclohexasiloxane), dimethicone, ethylhexyl triazone, homosalate, isodecyl neopentanoate, isopropyl myristate, isopropyl palmitate, octisalate, octocrylene, octylmethoxycinnamate, silicones, triolein, and a mixture thereof.
  • a cyclic silicone e.g., cyclopentasiloxane, cyclohexasiloxane
  • dimethicone dimethicone
  • ethylhexyl triazone homosalate
  • isodecyl neopentanoate is
  • caprylic/capric triglycerides ethylhexyl triazone, homosalate, isodecyl neopentanoate, isopropyl myristate, isopropyl palmitate, octisalate, octocrylene, octylmethoxycinnamate, triolein, and a mixture thereof.
  • the oil comprises caprylic/capric triglycerides, dimethicone, isodecyl neopentanoate, isopropyl myristate, isopropyl palmitate, triolein, or a mixture thereof.
  • the oil comprises caprylic/capric triglycerides, dimethicone, isopropyl myristate, or a mixture thereof. Most preferably, the oil comprises caprylic/capric triglycerides, isopropyl myristate, or a mixture thereof.
  • Cosmetic compositions in the form of an emulsion, and suitable for use in the invention typically have an aqueous phase, which may also include one or more organic liquids that are miscible with water at room temperature (25°C).
  • exemplary water-miscible organic liquids include monohydric and polyhydric alcohols and derivatives thereof such as C2-C6 alkanols (such as ethanol and isopropanol); C2-C10 glycols and polyols (such as glycerol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylyl glycol, dipropylene glycol, and diethylene glycol); C3-C16 glycol ethers (such as mono-, di-, or tripropylene glycol (C1-C4) alkyl ethers and mono-, di-, or triethylene glycol (C1-C4) alkyl ethers) and polyethylene glycol having 2 to 12 oxyethylene units.
  • Cosmetic compositions in the form of an emulsion, and suitable for use in the invention generally include surface active ingredients, such as emulsifiers and solubilizers, to enable two or more immiscible components to be combined homogeneously and to help stabilize the composition.
  • the emulsifier may be selected from the group consisting of anionic, nonionic, cationic, and amphoteric surfactants.
  • surface active ingredient(s) may be included in the cosmetic composition, as described herein, in an amount may range of 0.1 % to 20%, or 1 % to 10%, or 1 % to 8%, by weight of the composition, including all ranges subsumed therein.
  • Cosmetic compositions for use in the invention may also be formulated in a singlephase carrier such as water and/or one or more water miscible organic liquids (such as the monohydric and polyhydric alcohols and derivatives thereof described above).
  • a singlephase carrier such as water and/or one or more water miscible organic liquids (such as the monohydric and polyhydric alcohols and derivatives thereof described above).
  • a topical composition in accordance with the invention disclosed herein may include additional skin care actives which may be used to obtain a skin care benefit (e.g., for improving the physical and/or aesthetic characteristics of the skin).
  • additional skin care actives which are suitable for use in the invention include vitamins, minerals and/or antioxidants, emollients, humectants, skin lightening agents, sunscreens, photostabilizers, anti-irritants, exfoliating agents, and/or any combinations or mixtures thereof.
  • the cosmetic composition substantially free of sulfates, preferably having less than 5%, or less than 3%, or less than 1 %, or less than 0.5%, or less than 0.1 % of sulfates, by weight of the composition.
  • antioxidants which may be natural, naturally derived, or synthetic antioxidants, as it has also unexpectedly been found to enhance color stability in such cosmetic compositions.
  • Antioxidants may be any antioxidant desirable for use in cosmetic compositions.
  • antioxidants comprise alpha hydroxy acids (e.g., citric acid, lactic acid, glycolic acid, and mandelic acid), amino acids and derivatives thereof, beta-hydroxy acids (e.g., propanoic acid and salicylic acid), butylated hydroxytoluene (BHT), carotenes, carotenoids, co-enzyme Q10, didodecyl 3,3' thiodipropionate, glutathione, imidazole and derivatives thereof, octadecyl di-t-butyl-4- hydroxyhydrocinnamate, pentaerythrityl tetra-di-t-buty I hydroxyhydrocinnamate, peptides and derivatives thereof, plant extracts (e.g., Rosmarinus officinalis (rosemary) leaf extract and Camellia sinesis (green tea) leaf extract), polyhydroxy acids (e.g., gluconic acid, glucon
  • antioxidants include vitamins.
  • Illustrative vitamins include, but are not limited to, vitamin A, vitamin Bi, vitamin B2, vitamin B3 (niacinamide), vitamin Bs (panthenol), vitamin Be, vitamin C, vitamin E, vitamin F, vitamin K, folic acid, and biotin. Derivatives of the vitamins may also be employed.
  • vitamin A and its precursors or derivatives include retinoids such as retinol, beta-carotene, retinal, retinoic acid and C2-20 esters of retinol (such as retinyl palmitate, retinyl propionate, retinyl formate, retinyl acetate, retinyl butyrate, retinyl valerate, retinyl isovalerate, retinyl hexanoate, retinyl heptanoate, retinyl octanoate, retinyl nonanoate, retinyl decanoate, retinyl undecanoate, retinyl taurate, retinyl tridecanoate, retinyl myristate, retinyl pentadecanoate, retinyl heptadecanoate, retinyl stearate, retinyl
  • the composition may also include vitamins such as vitamin B3 and its precursors or derivatives (such as niacinamide or picolinamide); vitamin Bs and its precursors or derivatives (such as panthenol and its precursors or derivatives); vitamin C and its precursors or derivatives (such as tetrahexyldecyl ascorbate, ascorbyl palmitate); vitamin D and its precursors or derivatives, vitamin E and its precursors or derivatives (such as d-alpha-tocopherol, tocopheryl acetate); vitamin K and its precursors or derivatives.
  • vitamins such as vitamin B3 and its precursors or derivatives (such as niacinamide or picolinamide); vitamin Bs and its precursors or derivatives (such as panthenol and its precursors or derivatives); vitamin C and its precursors or derivatives (such as tetrahexyldecyl ascorbate, ascorbyl palmitate); vitamin D and its precursors or derivatives, vitamin E and its precursors or derivative
  • the cosmetic composition further comprises vitamin A and its precursors or derivatives, vitamin B3 and its precursors or derivatives, or a mixture thereof. In another preferred embodiment, if included, the cosmetic composition further comprises retinol, retinyl palmitate, retinyl propionate, niacinamide, picolinamide, or a mixture thereof.
  • the antioxidant comprises BHT, didodecyl 3,3' thiodipropionate, octadecyl di-t-butyl-4-hydroxyhydrocinnamate, pentaerythrityl tetra-di-t- butyl hydroxyhydrocinnamate, polyphenols, or a mixture thereof.
  • the total weight percent of antioxidants that may be present in the cosmetic compositions disclosed herein is preferably 0.01 to 4%, or 0.02 to 3%, or 0.05 to 2.5%, or 0.15 to 2%, or 0.2 to 2% by weight of the cosmetic composition.
  • Emollients suitable for use in the invention include diesters having at least one C8-22 fatty chain (such as dibutyl adipate, diethyl sebacate, diisopropyl dimerate, and dioctyl succinate); branched chain esters having at least one C8-22 fatty chain (such as 2- ethylhexyl myristate, isopropyl stearate and isostearyl palmitate); tri basic acid esters having at least one C8-22 fatty chain (such as triisopropyl trilinoleate and trilauryl citrate), straight chain esters having at least one C8-22 fatty chain (such as lauryl palmitate, myristyl lactate, and stearyl oleate); C10-20 fatty alcohols and acids (such as cetyl, myristyl, palmitic and stearyl alcohols and acids); and C10-40 hydrocarbons (such as mineral oil, petroleum jelly, squalene, and is
  • emollient(s) may be included in the cosmetic composition, as described herein, in an amount of 0.05% to 6%, or 0.07% to 5%, or about 0.1 % to about 3%, by weight of the composition, including all ranges subsumed therein.
  • Humectants suitable for use in the invention include amino acids, chondroitin sulfate, glycerin, diglycerin, triglycerin, polyglycerin, polypropylene glycol, polyethylene glycol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, hexylene glycol, 1 ,3-butylene glycol, 1 ,4-butylene glycol, ethylene glycol monoalkyl ether, diethylene glycol monoalkyl ether, erythritol, fructose, glucose, maltose, sucrose, lactose, xylose, inositol, lactitol, xylitol, sorbitol, mannitol, maltitol, panthenol, pentaerythritol, 1 ,2,6-hexanetriol, honey, hyaluronic acid, hydrogenated honey,
  • humectant(s) may be included in the cosmetic composition, as described herein, in an amount of 0.1 % to 15%, or 0.5% to 12%, or 1 % to 10%, by weight of the topical composition, including all ranges subsumed therein.
  • Additional skin care actives suitable for use in the invention include natural botanical skin lightening agents derived from plant materials (such as Arctostaphylos patula and Arctostaphylos viscida extracts, Emblica officinalis extract, Mitracarpus scaber extract, Uva ursi (bearberry) extract, Moringa oleifera (Moringa) seed oil, Morus bombycis (mulberry) extract, Morus alba (white mulberry) extract, Broussonetia papyrifera (paper mulberry) extract, licorice extract, acerola cherry extract, Chlorella vulgaris extract, Aloe ferrox extract and Rumex occidentalis extract); synthetic or natural sugar amines (such as glucosamine, N-acetyl glucosamine, glucosamine sulfate, mannosamine, N-acetyl mannosamine, galactosamine, N-acetyl galactosamine and their hydrochloride salts);
  • the cosmetic composition further comprises palmitic acid, stearic acid, 12-hydroxystearic acid, glycerol, or a mixture thereof.
  • skin benefit agent(s) may be included in the cosmetic composition, as described herein, in an amount of 0.001 % to 12%, or 0.001 % to 10%, or 0.01 % to 8%, by weight of the composition, including all ranges subsumed therein.
  • Sunscreens suitable for use in the invention protect the skin from ultraviolet (UV) solar radiation falling within both the UVB region (between 290nm to 320 nm wavelengths) and the UVA region (between 320nm and 400nm wavelengths).
  • Additional examples of optional sunscreens to include in the cosmetic compositions herein include phenylbenzimidazole sulfonic acid (Ensulizole), ethylhexyl p-methoxycinnamate (e.g., commercially available as PARSOL MCX®), Avobenzene (butyl methoxydibenzoylmethane; commercially available as PARSOL 1789®), benzophenone-1 , benzophenone-2, benzophenone-3 (also known as oxybenzone), benzophenone-6, benzophenone-8, benzophenone-9, benzophenone-12, 4-methyl benzylidene camphor, camphor benzalkonium methosulfate, terephthalylidene
  • sunscreen(s) may be included in the cosmetic composition, as described herein, in an amount of about 0.1 % to about 10%, or about 0.5% to about 7.5%, or about 0.75% to about 5%, by weight of the composition, including all ranges subsumed therein.
  • the cosmetic composition is substantially free of parabens, having less than 5%, or less than 3%, or less than 1 %, or less than 0.5%, or less than 0.1 %, or 0% of parabens.
  • functional ingredient(s) may be included in the cosmetic composition, as described herein, in an amount of 0.001 % to 12%, or 0.001 % to 10%, or 0.01 % to 8%, or 0.02 to 6% by weight of the composition, including all ranges subsumed therein.
  • Viscosity of the cosmetic composition disclosed herein is preferably 1 ,000 to 120,000 mPas, and, more preferably, 5,000 to 80,000 mPas, taken under conditions of ambient temperature and a shear rate of 1s _1 with a strain controlled parallel plate rheometer made commercially available from suppliers like T.A. Instruments under the Discovery name.
  • viscosity can also be measured using a Brookfield Viscometer (speed at 20 rpm, spindle 5, helipath off, for one (1) minute at ambient temperature).
  • packaging can be used to store and deliver the present cosmetic composition.
  • the selection of packaging is dependent upon the cosmetic end-use and the viscosity of the composition itself.
  • leave-on lotions and creams for skin typically employ plastic containers with an opening at a dispense end covered by an appropriate closure.
  • Conventional closures include flip-top hinged lids, screw-caps, and non-aerosol pumps.
  • appropriate packaging to be used for antiperspirants, deodorants and depilatories include a container with a roller-ball applicator on a dispensing end if the composition is fluid and of a thinner viscosity.
  • composition is in a stick format
  • a container with a propel-repel mechanism wherein the stick is fixed on a platform towards a dispensing orifice is appropriate.
  • metallic cans pressurized by a propellant and having a spray nozzle is appropriate.
  • patches, bottles, tubes, roller-ball applicators, squeeze containers, or lidded jars are preferred.
  • a gel cosmetic composition according to the invention was made by combining the above ingredients. The color of each solution was assessed visually and converted into L*a*b* scale using publicly available software and experimentally using a Labscan XE instrument (Hunter Associates Labs Inc., Reston, VA) and processed with Universal
  • Example 2 Effects of different opacifying agent on 4-hexylresorcinol (HR) color stability
  • Tor sample E the coated zinc oxide used is commercially available as MZX-304OTS from the supplier Tayca.
  • Example 2 The data obtained in Example 2 demonstrated that compositions comprising a substituted resorcinol (e.g., 4-hexylresorcinol) in combination with a variety of different opacifying agents resulted in a color stable composition after 4 weeks at 45°C only when the opacifying agent was boron nitride. It was unexpectedly determined that boron nitride was effective at mitigating discoloration resulting from a composition comprising 4- hexyl resorcinol. Such a surprising benefit is demonstrated in Sample 1 , which had in a 70.64% reduction of discoloration when compared to comparative sample A, which comprises 4-hexylresorcinol in the absence of any opacifying agent.
  • a substituted resorcinol e.g., 4-hexylresorcinol
  • Tor sample J the coated zinc oxide used is commercially available as MZX-304OTS from the supplier Tayca.
  • Example 3 The data obtained in Example 3 demonstrated that compositions comprising a substituted resorcinol (e.g., 4-ethylresorcinol) in combination with a variety of different opacifying agents resulted in a color stable composition after 4 weeks at 45°C only when the opacifying agent was boron nitride. It was unexpectedly determined that boron nitride was effective at mitigating discoloration resulting from a composition comprising 4- ethylresorcinol. Such a surprising benefit is demonstrated in Sample 2, which had a 54.74% reduction of discoloration when compared to comparative sample F, which comprises 4-ethylresorcinol in the absence of any opacifying agent.
  • a substituted resorcinol e.g., 4-ethylresorcinol
  • Example 4 Effect of different pigments on phenylethyl resorcinol (PER) color stability
  • Tor sample O the coated zinc oxide used is commercially available as MZX-304OTS from the supplier Tayca.
  • Cosmetic compositions made in Example 4 were made by combining the ingredients in Example 1 .
  • the compositions made in Example 4 were all stored at 45°C for 4 weeks and subsequently evaluated for color stability.
  • Samples K, L, M, N, and 0 are comparative examples (not according to the invention) which are characterized by an absence of boron nitride in the composition and all result in undesirable AE values.
  • Sample 3 comprises boron nitride in the composition in accordance with the invention.
  • Example 4 The data obtained in Example 4 demonstrated that compositions comprising a substituted resorcinol (e.g., 4-phenylethyl resorcinol) in combination with a variety of different opacifying agents resulted in a color stable composition after 4 weeks at 45°C only when the opacifying agent was boron nitride. It was unexpectedly determined that boron nitride was effective at mitigating discoloration resulting from a composition comprising 4- phenylethyl resorcinol. Such a surprising benefit is demonstrated in Sample 3, which had a 52.04% reduction of discoloration when compared to comparative sample K, which comprises 4-phenylethyl resorcinol in the absence of any opacifying agent.
  • a substituted resorcinol e.g., 4-phenylethyl resorcinol
  • Example 5 Effect of different pigments on isobutylamido thiazolyl resorcinol (thiamidol) color stability
  • Tor sample T the coated zinc oxide used is commercially available as MZX-304OTS from the supplier Tayca.
  • Cosmetic compositions made in Example 5 were made by combining the ingredients in Example 1 .
  • the compositions made in Example 5 were all stored at 45°C for 4 weeks and subsequently evaluated for color stability.
  • Samples P, Q, R, S, and T are comparative examples (not according to the invention) which are characterized by an absence of boron nitride in the composition and all result in undesirable AE values.
  • Sample 4 comprises boron nitride in the composition in accordance with the invention.
  • the data obtained in Example 5 demonstrated that compositions comprising a substituted resorcinol (e.g., isobutylamido thiazolyl resorcinol) in combination with a variety of different opacifying agents resulted in a color stable composition after 4 weeks at 45°C only when the opacifying agent was boron nitride.
  • a substituted resorcinol e.g., isobutylamido thiazolyl resorcinol
  • Cosmetic compositions made in Example 6 were made by combining the ingredients in Example 1 .
  • the compositions made in Example 6 were all stored at 45°C for 4 weeks and subsequently evaluated for color stability.
  • the data obtained in Example 6 demonstrated that compositions comprising a substituted resorcinol (e.g., 4-hexylresorcinol) in combination with varying inclusion levels of boron nitride in a color stable composition after 4 weeks at 45°C.
  • a cosmetic composition in accordance with the present invention i.e., Sample 5

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
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  • Inorganic Chemistry (AREA)
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Abstract

L'invention concerne des compositions de soins personnels. Plus particulièrement, l'invention concerne une composition cosmétique contenant du résorcinol substitué et du nitrure de bore pour fournir une stabilité de couleur améliorée de la composition.
PCT/EP2024/085147 2023-12-29 2024-12-06 Stabilisation de couleur de formules avec du nitrure de bore Pending WO2025140839A1 (fr)

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EP23220707.6 2023-12-29

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4959393A (en) 1988-05-09 1990-09-25 Kuraray Company, Ltd. Skin depigmental agent
US6132740A (en) 1997-09-23 2000-10-17 Pfizer Inc. Resorcinol derivatives
US20080131382A1 (en) 2005-03-18 2008-06-05 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Novel Resorcinol Derivatives for Skin
JP2010229068A (ja) * 2009-03-26 2010-10-14 Shiseido Co Ltd 皮膚外用剤
US10470986B2 (en) 2013-03-08 2019-11-12 Conopco, Inc. Resorcinol compounds for dermatological use
CN110934767A (zh) * 2019-12-10 2020-03-31 士齐生物研发中心（苏州工业园区）有限公司 一种美白组合物及其应用
FR3126186A1 (fr) * 2021-08-23 2023-02-24 L'oreal Composition cosmétique sous forme d’émulsion à faible viscosité
WO2023141804A1 (fr) * 2022-01-26 2023-08-03 L'oreal Composition pour l'éclaircissement ou le blanchiment des matières kératiniques

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4959393A (en) 1988-05-09 1990-09-25 Kuraray Company, Ltd. Skin depigmental agent
US6132740A (en) 1997-09-23 2000-10-17 Pfizer Inc. Resorcinol derivatives
US20080131382A1 (en) 2005-03-18 2008-06-05 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Novel Resorcinol Derivatives for Skin
JP2010229068A (ja) * 2009-03-26 2010-10-14 Shiseido Co Ltd 皮膚外用剤
US10470986B2 (en) 2013-03-08 2019-11-12 Conopco, Inc. Resorcinol compounds for dermatological use
CN110934767A (zh) * 2019-12-10 2020-03-31 士齐生物研发中心（苏州工业园区）有限公司 一种美白组合物及其应用
FR3126186A1 (fr) * 2021-08-23 2023-02-24 L'oreal Composition cosmétique sous forme d’émulsion à faible viscosité
WO2023141804A1 (fr) * 2022-01-26 2023-08-03 L'oreal Composition pour l'éclaircissement ou le blanchiment des matières kératiniques

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE GNPD [online] MINTEL; 2 March 2021 (2021-03-02), ANONYMOUS: "Brightening Plumping Milky Cream", XP093034199, retrieved from https://www.gnpd.com/sinatra/recordpage/8503835/ Database accession no. 8503835 *
DATABASE GNPD [online] MINTEL; 4 July 2017 (2017-07-04), ANONYMOUS: "Serum Foundation", XP055975500, retrieved from https://www.gnpd.com/sinatra/recordpage/4925973/ Database accession no. 4925973 *

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