WO2025140839A1 - Colour stabilization of formulae with boron nitride - Google Patents
Colour stabilization of formulae with boron nitride Download PDFInfo
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- 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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- boron nitride
- resorcinol
- cosmetic composition
- composition
- skin
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- 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
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- 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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Abstract
Disclosed herein are personal care compositions. More particularly, disclosed herein is a cosmetic composition containing substituted resorcinol and boron nitride to provide for improved color stability of the composition.
Description
COLOUR STABILIZATION OF FORMULAE WITH BORON NITRIDE
Technical Field
Disclosed herein are personal care compositions. More particularly, disclosed herein is a colorstable cosmetic composition containing at least one substituted resorcinol and boron nitride.
Background
The present invention relates to a colour stable cosmetic composition and a method of making and using the same, such that the cosmetic composition has boron nitride and at least one substituted resorcinol.
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. However, 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. In particular, if 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. There is a need, therefore, for 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.
It would be desirable to have cosmetic compositions that contain resorcinol derivatives that are stabilized against factors such as discoloration, oxidation, and general storage stability. The colour stable cosmetic compositions comprising substituted resorcinols stabilized with boron nitride as described herein, fill this need.
The inventive compositions are aesthetically pleasing and have improved storage/oxidative stability, invariably resulting in complete usage by consumers and superior benefits provided to skin.
The present inventors have found that the use of boron nitride provides the unexpected benefit of enhancing the color stability of cosmetic compositions comprising substituted resorcinol.
Accordingly, in a first aspect, the inventive composition relates to a color stable cosmetic composition having boron nitride and at least one substituted resorcinol.
In a second aspect, 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%.
In a third aspect, there is provided 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 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%; wherein a weight ratio of the substituted resorcinol and the boron nitride is 1 :100 to 2:1 , or 1 :20 to 2:1 , or 1 :10 to 2:1 , or 1 :10 to 1 :1 , or 1 :8 to 1 :1.
In a fourth aspect, a method is provided for making a color stable cosmetic composition comprising: mixing (a) boron nitride as described herein and (b) a substituted resorcinol; and wherein a weight ratio of the substituted resorcinol and the boron nitride is 1 :100 to 2:1 , or 1 :20 to 2:1 , or 1 :10 to 2:1 , or 1 :10 to 1 :1 , or 1 :8 to 1 :1.
In a fifth aspect, a method is provided for imparting a skin care benefit to skin in need of such treatment comprising: applying a color stable cosmetic composition to the skin, the color stable cosmetic composition comprising boron nitride as described herein and a substituted resorcinol, wherein an amount of 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%.
In yet another aspect, 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.
All other aspects of the present cosmetic compositions will become more readily apparent upon considering the detailed description and examples which follow.
Detailed
Except in the examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and/or use may optionally be understood as modified by the word “about”.
All amounts are by weight of any of the compositions or components thereof, unless otherwise specified. It should be noted that in specifying any ranges of values, any particular upper value can be associated with any particular lower value.
For the avoidance of doubt, the term "comprising" is meant not to be limiting to any stated elements but rather to encompass non-specified elements of major or minor functional importance. Therefore, the listed steps, elements or options need not be exhaustive. Whenever the words "including" or "having" are used, these terms are meant to be equivalent to "comprising" as defined above.
The term “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. In an especially preferred embodiment, the composition is a leave-on composition and the skin benefit agents are substituted resorcinols. The term “derivative(s)” as used with reference to ingredients herein refers to functional group substitutions on a base compound. The term “functionalized,” as used herein, 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.
Resorcinol
A resorcinol is a monohydroxy phenol compound (i.e., 1 ,3-dihydroxybenzene or 1 ,3- benzenediol) characterized by alcohol groups (—OH) at positions 1 and 3. The chemical structure of resorcinols may be modified, resulting in substituted resorcinols characterized by at least one substituent in the 2, 4, 5 or 6 position. Substituted, as used herein, refers to a compound in which one or more hydrogen atoms are replaced by another atom or group, e.g., substituent. In one aspect, the substituted resorcinol comprises at least one substituent comprising 1 to 11 carbon atoms, or 2 to 9 carbon atoms. In one aspect, the substituted resorcinol has at least one substituent comprised of an alkyl group or unsaturated alkyl group.
In one aspect, the substituted resorcinol is only substituted at position 4 with an alkyl group, e.g., the substituted resorcinol is a 4-substituted alkyl resorcinol, including but not limited to 4-methyl resorcinol, 4-ethyl resorcinol, 4-hexyl resorcinol, 4-cyclohexyl resorcinol, 4-propyl resorcinol, 4-isopropyl resorcinol, 4-butyl resorcinol, 4-pentyl resorcinol, 4-phenylethyl resorcinol, 4-cyclopentyl resorcinol, 4-cyclohexyl resorcinol, 4- heptyl resorcinol, 4-cycloheptyl resorcinol, 4-octyl resorcinol, 4-cyclooctyl resorcinol, 4- nonyl resorcinol, 4-decyl resorcinol, 4-undecyl resorcinol, 4-dodecyl resorcinol and/or combinations, or a mixture thereof. Preferably, the substituted resorcinol is 4- ethylresorcinol, 4-hexylresorcinol, 4-isopropylresorcinol, 4-phenylethyl resorcinol, or a mixture thereof. In one aspect, 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). In another embodiment, the resorcinol is 4-hexylresorcinol, 4-ethylresorcinol, 4-phenylethyl resorcinol, isobutylamido thiazolyl resorcinol, 4-isopropylresorcinol, or a mixture thereof. In a third embodiment, the resorcinol is 4-hexylresorcinol, 4-ethylresorcinol, isobutylamido thiazolyl resorcinol, or a mixture thereof. In a fourth embodiment, the resorcinol is 4-
hexylresorcinol, 4-ethylresorcinol, 4-phenylethyl resorcinol, or a mixture thereof. In a fifth embodiment, the resorcinol is 4-hexy I resorcinol, 4-ethylresorcinol, isobutylamido thiazolyl resorcinol, or a mixture thereof. In yet another embodiment, the resorcinol is 4- hexylresorcinol, 4-ethylresorcinol, or a mixture thereof. In still another embodiment, the resorcinol is 4-hexylresorcinol. In still another embodiment, the resorcinol is 4- ethylresorcinol. In still another embodiment, the resorcinol is 4-phenylethylresorcinol. In still another embodiment, the resorcinol is isobutylamido thiazolyl resorcinol.
In another aspect, the substituted resorcinol is substituted at position 5 with an alkyl group as disclosed in U.S. Patent No. 10,470,986. In one embodiment, the substituted resorcinol comprises: lohexyl-5-methylbenzene-1 ,3-diol (i.e., 4,5-CHMR), -hexyl-5-methylbenzene-1 ,3-diol (i.e., 4,5-HMR),
4-(cyclopentylmethyl)-5-methylbenzene-1 ,3-diol (i.e. , 4,5-MCPMR), or a salt or mixture thereof.
The composition comprises 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% resorcinol by weight of the cosmetic composition, including all ranges subsumed therein.
Boron nitride
Compositions disclosed herein include boron nitride. It has been unexpectedly determined that boron nitride allows the composition to discolor less than compositions without boron nitride. Boron nitride (BN) is a chemically inert non-oxide ceramic material, which exists in several crystalline varieties. Typically, the boron nitride is provided in the neat as a powder or as particles, and has a mean particle size ranging from 300 nm to 40 microns, or 500 nm to 30 microns, or 700 nm to 20 microns, or 900 nm to 18 microns, or 1 micron to 15 microns, or 1.1 microns to 10 microns, or 1.5 microns to 8 microns, or 1.5 to 5 microns. Mean particle size, as used herein, or particle size distribution D50, is determined by conventional techniques known to one skilled in the art, such as laser diffraction. For the avoidance of doubt, a mean particle size (D50) of, for example, 2 microns, means that the mean particle size of the particle is 2 microns and also that 50% of the particles are smaller than 2 microns and 50% of the particles are larger than 2 microns in size. The particle size can be assessed with conventional equipment known to those skilled in the art such as a Leitz optical microscope (e.g., ones of the Laborlux 12 Pol S model name) fitted with cross-polarizers under magnification settings of 5x to 50x or a Malvern Mastersizer 3000.
The specific surface area of the boron nitride particles is from 1 to 80 m2/g, or from 2.5 to 60 m2/g, or from 5 to 40 m2/g, or from 10 to 20 m2/g, or from 10 to 18 m2/g, or from 12 to 18 m2/g. In an embodiment of the invention, a preferred surface area of the boron nitride is at least 1 m2/g, or at least 1.5 m2/g, or at least 2 m2/g, or at least 10 m2/g, or at least 12 m2/g.
The oil absorption capacity of the boron nitride is at least 50 g/100 g, or at least 75 g/100 g, preferably, from 50 g/100 g to 200 g/100 g, or 75 g/100 g to 150 g/100 g, or 75 g/100 g to 130 g/100 g, or 80 g/100 g to 125 g/100 g, or 85 g/100 g to 120 g/100 g, or 87 g/100 g to 115 g/100 g. The oil absorption of the boron nitride is measured according to ASTM D281-84.
In one embodiment, the preferred boron nitride is sold under the tradename CARESS® BN as made commercially available by Kobo. In another embodiment, the preferred boron nitride is CARESS® BN02 from Kobo. In yet another embodiment, the boron nitride may be made commercially available as surface treated/coated with another material, such as isopropyl titanium triisostearate or triethoxycaprylylsilane. An illustrative example of a desirable boron nitride coated with isopropyl titanium triisostearate is BN02-I2, as made commercially available by Kobo.
The boron nitride is present in amounts of 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% by weight of the composition, including all ranges subsumed therein.
In one aspect, a weight ratio of the substituted resorcinol and the boron nitride as described herein is 1 :100 to 2:1 , or 1 :20 to 2:1 , or 1 :10 to 2:1 , or 1 :10 to 1 :1 , or 1 :8 to 1 :1.
Colour stability is determined through the use of LabScan XE equipment (Hunter Associates Laboratory, Inc. Reston, Virginia). LabScan XE measures color data. Samples at different storage stages housed in vials or in measurement cells are loaded onto the LabScan XE measurement port. By following the measurement procedure specified in the associated instrument menu and computer software, colors (a*, b* and L*) are measured and calculated to result in a color change data (AE) value. For reference, a AE of approximately three is the threshold where one may visibly detect a color change from the original sample. Alternately, the color of each sample can be directly converted into L*a*b* color scale by uploading pictures of the samples and using standard publicly available software (see, e.g., https://www.ginifab.com or http://colormine.org/convert/rgb-to-hunterlab).
The L* parameter measures darkness and lightness and ranges from black (L* = 0) to white (L* = 100). The a* parameter measures color content and intensity ranging from green (a* < 0) to neutral grey (a* = 0) to red (a* > 0). The b* parameter also measures color content and intensity ranging from blue (b* < 0) to neutral grey (b* = 0) to yellow (b* > 0). The term AE measures the color difference for a given sample at two (2) different time points and is calculated as AE = [(L2* - L1*)2 + (32* - ai*)2 + (b2* - bi*)2]1/2 where L2*, 82* and b2* correspond to the color parameters of the sample at time point 2 (e.g., 12 days) and Li*, ai* and bi* correspond to the color parameters of the sample at time point 1 (e.g., time zero).
In one aspect, the cosmetic compositions as described herein, are color stable and are observed to have reduced discoloration when compared to compositions not made according to the present invention. Color stable, as used herein, describes a cosmetic composition that has a percentage difference in AE values based on L*, a* and b* color differences taken on a Hunter Lab spectrophotometer after 4 weeks at 45°C of at least 40%, or at least 45%, or at least 47%. In other words, the cosmetic compositions have at least a 40% reduction in discoloration, or at least a 45% reduction in discoloration, or at least a 47% reduction in discoloration. For the avoidance of doubt, percentage difference
equals the absolute value of the change in value, divided by the average of the two numbers, all multiplied by 100% to give the resultant percentage difference.
The “cosmetic composition”, “cosmetically acceptable composition” or “dermatologically acceptable composition”, means that the compositions or components thereof so- described are suitable for use in contact with skin, particularly human skin, without undue toxicity, incompatibility, instability, irritation, or allergic response. Such compositions may be a liquid, cream, pump or aerosol spray, serum, lotion, balm, deodorant, foam, scrub, wash, concentrates and/or powder which can be easily hydrated or applied with an implement or via a face mask or a pad composition. Cosmetic compositions for use in the invention may also be formulated in solid forms such as gels or sticks. In one aspect, combinations of any of the above-described product forms may also be used, the composition is a leave-on composition. The term "leave-on", as described herein, refers to a composition that is applied to or rubbed on the skin and left thereon.
In addition to the boron nitride as described herein and a substituted resorcinol, the cosmetic composition as described herein, includes a cosmetically acceptable carrier. As used herein, the term "cosmetically acceptable carrier", "cosmetically acceptable excipient", "dermatologically acceptable carrier" or "dermatologically acceptable excipient" 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. In one aspect, 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 oleate, oleyl myristate, lauryl acetate, cetyl propionate, isononyl isononanoate, propylene glycol dicaprate, diisopropyl adipate, dibutyl adipate, and oleyl adipate); ethers (such as dicapryl ether); fatty alcohols (such as cetyl alcohol, stearyl alcohol and behenyl alcohol); isoparaffins (such as isooctane, isododecane and isohexadecane); silicone oils (such as dimethicones, cyclic silicones, and polysiloxanes); and hydrocarbon oils (such as mineral oil, petrolatum and polyisobutene); fatty acids containing from 8 to 30 carbon atoms (such as stearic acid, lauric acid, palmitic acid and oleic acid); vegetable fats (such as cocoa butter, coconut oil, palm oil and shea butter); natural or synthetic waxes (such as lanolin wax, beeswax,
carnauba wax, candelilla wax, paraffin wax, lignite wax, microcrystalline waxes, ceresin, ozokerite, and polyethylene waxes), hydrogenated oils which are solid at 25°C (such as hydrogenated castor oil, hydrogenated jojoba oil, hydrogenated palm oil, hydrogenated tallow and hydrogenated coconut oil) and fatty esters that are solid at 25°C (such as C20- 40 alkyl stearate). In one aspect, mixtures and/or combinations of any of the abovedescribed materials may also be used. In one aspect, 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.
It is also within the scope of the cosmetic compositions to include 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. Other 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. Also desirable for use is octocrylene. In a preferred embodiment, the oil in the cosmetically acceptable vehicle comprises ethylhexyl triazone, homosalate, octisalate, octocrylene, octylmethoxycinnamate, or a mixture thereof.
In a preferred embodiment, 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. In another preferred embodiment, caprylic/capric triglycerides, ethylhexyl triazone, homosalate, isodecyl neopentanoate, isopropyl myristate, isopropyl palmitate, octisalate, octocrylene, octylmethoxycinnamate, triolein, and a mixture thereof. Preferably, the oil comprises
caprylic/capric triglycerides, dimethicone, isodecyl neopentanoate, isopropyl myristate, isopropyl palmitate, triolein, or a mixture thereof. More preferably, 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. In one aspect, a mixture and/or combination of any of the above-described materials may also be used.
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. In an embodiment, the emulsifier may be selected from the group consisting of anionic, nonionic, cationic, and amphoteric surfactants. In one embodiment, the emulsifier is an isethionate (e.g., Cs-C-is acyl isethionate), taurate (e.g., acyl taurate), glutamate (e.g., acyl glutamate), glycinate, sarcosinate, sulfosuccinate (e.g., monoalkyl sulfosuccinate), or a mixture thereof. In another embodiment, emulsifiers that may be used to form O/W or W/O emulsions include sorbitan oleate, sorbitan sesquioleate, sorbitan isostearate, sorbitan trioleate, PEG-20 sorbitan isostearate, polyglyceryl-3-diisostearate, polyglycerol esters of oleic/isostearic acid, polyglyceryl-6 hexaricinolate, polyglyceryl-4-oleate, polyglyceryl-4 oleate/PEG-8 propylene glycol cocoate, polyglyceryl-2 dipolyhydroxystearate, PEG-30
dipolyhydroxystearate, oleamide DEA, TEA myristate, TEA stearate, magnesium stearate, sodium stearate, potassium laurate, potassium ricinoleate, sodium cocoate, sodium tallowate, sodium cocoyl isethionate, sodium lauroyl isethionate, potassium castorate, sodium oleate, cetyl phosphate, diethanolamine cetyl phosphate, potassium cetyl phosphate, sodium glyceryl oleate phosphate, alkyl sulfates and sulfonates, alkylbenzene sulfonates, alkyl and dialkyl sulfosuccinates, C8-C20 acyl isethionates, Cs- C20 acyl methyl isethionates, C8-C20 acyl methyl taurates, sodium cocoyl glutamate, sodium cocoyl glycinate, dimethicone copolyol, cetyl dimethicone copolyol, octyldimethicone ethoxyglucoside copolyol, dimethicone copolyol crosspolymer, laurylmethicone copolyol, cocoamidopropyl betaine, C12-C20 trialkyl betaines, sodium lauroamphoacetate, and sodium laurodiamphoacetate. In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In one aspect, 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).
Now, it has been surprisingly determined that cosmetic compositions comprising boron nitride as described herein, and a substituted resorcinol, as described herein, are surprisingly and unexpectedly color stable.
Skin Care Actives
In addition to a substituted resorcinol, 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). Examples of 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. In one aspect, 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.
It is within the scope of the cosmetic compositions to optionally include one or more 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. Illustrative but nonlimiting examples of such 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, gluconolactone and lactobionic acid), polyphenols (e.g., anthocyanin, ellagic acid, flavonoid, tannin), and resveratrol.
Another class that may be used in the inventive cosmetic composition as antioxidants includes 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. For instance, 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 isostearate, retinyl nonadecanoate, retinyl arachidonate, retinyl behenate, retinyl linoleate, and retinyl oleate). 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.
In a preferred embodiment, if included, 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.
It is preferred that, if included, 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 isoparaffins). In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In one aspect, 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, hydrogenated starch hydrolysate, natural moisturization factor, PEG-15 butanediol, saccharide isomerate, polyglyceryl sorbitol, sodium and potassium salts of pyrollidone carboxylic acid, sodium glucuronate, trehalose, and urea. In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In one aspect, 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); caffeine; kojic acid and C2-20 esters thereof (such as kojic acid monobutyrate, kojic acid monocaprate, kojic acid monopalmitate, kojic acid monostearate and kojic acid monobenzoate); hydroquinone, hydroquinone monomethyl ether, hydroquinone monoethyl ether, hydroquinone monobenzyl ether, a- and p-arbutin, deoxyarbutin (4- [(tetrahydro-2H-pyran-2-yl)oxy]phenol), mequinol (4-hydroxyanisole), cysteine, N-acetyl- L-cysteine, azelaic acid, magnesium ascorbyl phosphate, peroxides (such as hydrogen peroxide, zinc peroxide, sodium peroxide and benzoyl peroxide); 3-aminotyrosine, glycy rrhizi nic acid, petroselinic acid, conjugated linoleic acid, stearic acid, palmitic acid, and 12- and/or 10-hydroxystearic acid. In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In another aspect, the cosmetic composition further comprises palmitic acid, stearic acid, 12-hydroxystearic acid, glycerol, or a mixture thereof. In still another aspect, 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 dicamphor sulfonic acid, bisoctriazole, bisethylhexyloxyphenol methoxyphenyl triazine, bisdisulizole disodium, drometrizole trisiloxane, octyltriazone, menthyl anthranilate, and
inorganic UV-absorbing particles (such as zinc oxide and titanium dioxide), or a mixture thereof. In one aspect, 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.
Anti-irritants suitable for use in the invention include allantoin, aloe vera, a-bisabolol, caffeine, chamomile extract, Cola nitada extract, cucumber extract, dipotassium glycyrrhizinate, glycy rrhizic acid, green tea extract, lecithin or hydrogenated lecithin, licorice extract, tea tree oil, strontium acetate, strontium chloride, strontium nitrate, fatty acids with anti-irritant properties (such as linoleic acid and linolenic acid) and aromatic aldehydes with anti-irritant properties (such as 4-methoxy benzaldehyde, 4-ethoxy benzaldehyde, 4-butoxy benzaldehyde and 4-pentoxy benzaldehyde). In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In one aspect, anti-irritants may be included in the cosmetic composition, as described herein, in an amount of about 0.1 % to about 20%, or about 0.5% to about 15%, or about 0.75% to about 10%, by weight of the composition, including all ranges subsumed therein.
Exfoliating agents suitable for use in the invention include benzoyl peroxide, benzoic acid, 3-hydroxy benzoic acid, salicylic acid, acetylsalicylic acid, acetic acid, trichloroacetic acid, 1-pyrrolidone-5-carboxylic acid, a-hydroxy acids (such as glycolic acid, lactic acid, malic acid, tartaric acid, mandelic acid, and citric acid); p-hydroxy acids (such as p-hydroxybutyric acid); a-keto acids (such as pyruvic acid, 2-oxopropanoic acid, 2-oxobutanoic acid and 2-oxopentanoic acid); and oxa acids (such as 3,6,9- trioxaundecanedioic acid). In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In one aspect, exfoliating agent(s) may be included in the cosmetic composition, as described herein, in an amount of about 0.001 % to about 12%, or about 0.001 % to about 10%, or about 0.01 % to about 8%, by weight of the composition, including all ranges subsumed therein.
Another optional skin care active suitable for use includes hemp oil with 2.5 to 25% by weight cannabigerol and/or cannabidiol at from about 0.5% to about 10% by weight. When used, such oil makes up from about 0.0001 % to about 12%, or about 0.01 % to about 5% by weight of the cosmetic composition, including all ranges subsumed therein.
Functional Ingredients
In addition, the color stable cosmetic composition as described herein, may include additional functional ingredients.
Examples of additional functional ingredients which are suitable for use in the invention include water soluble or colloidally water soluble polymeric thickening agents (such as hydroxyethyl cellulose, methyl cellulose, hydroxypropyl methyl cellulose, polyquaternium-10, carrageenan, guar gum, hydroxypropyl guar gum, xanthan gum, polyvinylalcohol, acrylic acid/ethyl acrylate copolymers, carboxyvinyl polymers, crosslinked polyacrylate polymers and polyacrylamide polymers); structurant clays (such as magnesium aluminium silicate, attapulgite, bentonite, montmorillonite and hectorite); inorganic pigments (such as titanium oxide, zirconium oxide, cerium oxide zinc oxide, iron oxide, chromium oxide and ferric blue); organic pigments (such as carbon black and barium, strontium, calcium, and aluminium lakes); pearlescent agents (such as mica and/or mica coated with titanium oxide and/or iron oxide); dyes, preservatives (such as EDTA, disodium EDTA, benzyl alcohol, methylparaben, sodium benzoate, phenoxyethanol, ethylhexylglycerin, 1 ,2-octanediol, iodopropynyl butyl carbamate (IPBC), hydroxyacetophenone, propylparaben, ethylparaben, butylparaben, and isobutylparaben); pH adjusters and fragrances. In one aspect, mixtures and/or combinations of any of the above-described materials may also be used. In one aspect, 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. In one aspect, 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.
One of ordinary skill in the art would be adept to identify any need of neutralization, such as for adequate swelling of acrylate-based polymers to achieve a desirable and/or maximum viscosity. Any pH modifier known in the field acceptable for use in personal care and/or pharmaceutical products can be employed to result in a cosmetic composition possessing a skin-acceptable pH, typically within the range of 4 to 8. In a preferred embodiment, the pH of the cosmetic composition is 4.25 to 7.5, and most preferably, 5 to 7. Traditional buffers or pH modifiers include common additives such as sodium hydroxide, potassium hydroxide, hydrochloric acid, citric acid, triethanolamine, and aminomethyl propanol. 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. Alternatively, viscosity can also be measured using a Brookfield Viscometer (speed at 20 rpm, spindle 5, helipath off, for one (1) minute at ambient temperature). The cosmetic composition can be formulated as a serum having a viscosity of 1 ,000 to 4,000 millipascal-second (mPas), a lotion having a viscosity of 4,000 to 10,000 mPas, a fluid cream having a viscosity of 10,000 to 20,000 mPas or a cream having a viscosity of 20,000 to 100,000 mPas or above.
When making the present cosmetic composition, the desired ingredients are mixed via conventional methods. If applicable, the oil phase and water phases are separately mixed using standard mixers and mixing blades and heated to a temperature usually from 20 to 85°C under atmospheric pressure. Upon reaching the desired temperature, the oil phase is added to the water phase to create an emulsion. Other ingredients in the cosmetic composition are subsequently added and mixed in no particular order.
The cosmetic composition disclosed herein is a composition suitable for topical application to human skin, including leave-on and wash-off products. Preferably, the term encompasses a fluid liquid, and particularly a moisturizer rather than a make-up product. Most preferred are leave-on compositions. The term "leave-on" as used with reference to compositions herein means a composition that is applied to or rubbed on the skin and left thereon.
Many types of 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. As an example, 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. As another example, 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. If the 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. If the composition is in an aerosol format, then metallic cans pressurized by a propellant and having a spray nozzle is appropriate. In general, patches, bottles, tubes, roller-ball applicators, squeeze containers, or lidded jars are preferred.
The cosmetic compositions will now be described below in the context of specific non-limiting examples to facilitate a greater understanding of the present cosmetic compositions. One of ordinary skill in the art will recognize that variations of the inventive compositions that differ from the examples given may be practiced without deviating from the teachings of the present compositions.
Examples
All samples were made by mixing the mentioned ingredients under conditions of moderate sheer, 20°C to 30°C, and atmospheric pressure. Example 1 : Gel Formulation
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
Software (version 4.10).
Tor sample E, the coated zinc oxide used is commercially available as MZX-304OTS from the supplier Tayca.
Cosmetic compositions in Example 2 were made by combining the ingredients in Example 1 with the indicated opacifying agent. The compositions in Example 2 were all stored at 45°C for 4 weeks and subsequently evaluated for color stability. Samples A, B, C, D, and E 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 1 comprises boron nitride in the composition in accordance with the invention.
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.
Tor sample J, the coated zinc oxide used is commercially available as MZX-304OTS from the supplier Tayca.
Cosmetic compositions made in Example 3 were made by combining the ingredients in Example 1 with the indicated opacifying agent. The compositions made in Example 3 were all stored at 45°C for 4 weeks and subsequently evaluated for color stability.
Samples F, G, H, I, and J are comparative examples (not made according to the invention) which are characterized by an absence of boron nitride in the composition and all result in undesirable AE values. Sample 2 comprises boron nitride in the composition in accordance with the invention.
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.
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.
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.
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. It was unexpectedly determined that boron nitride was effective at mitigating discoloration resulting from a composition comprising isobutylamido thiazolyl resorcinol. Such a surprising benefit is demonstrated in Sample 4, which had a 57.9% reduction of discoloration when compared to comparative sample P, which comprises isobutylamido thiazolyl resorcinol in the absence of any opacifying agent.
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. For instance, at 0.5% boron nitride by weight of the composition, a cosmetic composition in accordance with the present invention (i.e., Sample 5) demonstrated a nearly 50% reduction in discoloration when compared to the control (i.e., comparative sample A), which has no opacifying agent.
Claims
1 . A cosmetic composition comprising:
(a) boron nitride; and
(b) 4-hexyl resorcinol, wherein a weight ratio of the 4-hexyl resorcinol to boron nitride is 1 :100 to 2:1 , preferably, 1 :20 to 2:1 , and, more preferably, 1 :10 to 2:1 ; wherein an amount of the 4-hexyl 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 the 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%.
2. The cosmetic composition according to claim 1 , wherein the boron nitride has a mean particle size ranging from 300 nm to 40 microns, preferably, 500 nm to 30 microns, more preferably, 700 nm to 20 microns.
3. The cosmetic composition according to any of the preceding claims, wherein the boron nitride has an oil absorption capacity of at least 50 g/100 g, preferably, at least 75 g/100 g, and, more preferably, from 50 g/100 g to 200 g/100 g.
4. The cosmetic composition of any of the preceding claims further comprising at least one vitamin, preferably a vitamin A compound, a vitamin B3 compound, a vitamin Bs compound, a vitamin C compound, a vitamin D compound, a vitamin E compound, a vitamin K compound, or a mixture thereof.
5. The cosmetic composition of any of the preceding claims further comprising at least one skin active agents selected from vitamins, antioxidants, emollients, humectants, skin lightening agents, sunscreens, anti-irritants, exfoliating agents,
or a mixture thereof, and further wherein the composition comprises at least one functional ingredient.
6. Use of the cosmetic composition according to any of the preceding claims for at least one skin care benefit, preferably, skin tone and/or skin texture.
7. A method of making a color stable cosmetic composition comprising: mixing boron nitride and a substituted resorcinol to a cosmetically acceptable base, wherein a weight ratio of the substituted resorcinol to boron nitride is 1 :100 to 2:1 , preferably, 1 :20 to 2:1 , and, more preferably, 1 :10 to 2:1.
8. A method of providing a skin benefit to skin comprising: applying a color stable cosmetic composition to the skin, wherein the cosmetic composition comprises boron nitride and a substituted resorcinol to a cosmetically acceptable base, wherein a weight ratio of the substituted resorcinol to boron nitride is 1 : 100 to 2: 1 , preferably, 1 :20 to 2: 1 , and, more preferably, 1 :10 to 2:1.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP23220707 | 2023-12-29 | ||
| EP23220707.6 | 2023-12-29 |
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| Publication Number | Publication Date |
|---|---|
| WO2025140839A1 true WO2025140839A1 (en) | 2025-07-03 |
Family
ID=89428672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2024/085147 Pending WO2025140839A1 (en) | 2023-12-29 | 2024-12-06 | Colour stabilization of formulae with boron nitride |
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| WO (1) | WO2025140839A1 (en) |
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