WO2022110175A1 - Compositions for skin care - Google Patents

Compositions for skin care Download PDF

Info

Publication number
WO2022110175A1
WO2022110175A1 PCT/CN2020/132853 CN2020132853W WO2022110175A1 WO 2022110175 A1 WO2022110175 A1 WO 2022110175A1 CN 2020132853 W CN2020132853 W CN 2020132853W WO 2022110175 A1 WO2022110175 A1 WO 2022110175A1
Authority
WO
WIPO (PCT)
Prior art keywords
acrylate
methy
composition
derivative
protection
Prior art date
Application number
PCT/CN2020/132853
Other languages
French (fr)
Inventor
Haiquan LU
Original Assignee
L'oreal
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by L'oreal filed Critical L'oreal
Priority to PCT/CN2020/132853 priority Critical patent/WO2022110175A1/en
Priority to CN202080107602.0A priority patent/CN116546962A/en
Priority to FR2100348A priority patent/FR3116726B1/en
Publication of WO2022110175A1 publication Critical patent/WO2022110175A1/en

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966Triazines or their condensed derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers

Definitions

  • the present invention relates to compositions and methods for providing a protection from UV radiation including UVA and UVB radiation.
  • Skin acts as a natural barrier between internal and external environments and therefore plays an important role in vital biological functions such as protection against mechanical and chemical injury, micro-organisms, and ultraviolet damage.
  • the health and appearance of skin can deteriorate due to environmental factors, genetic makeup, nutrition, and sun exposure.
  • UV ultraviolet
  • UVA generally about 320 nm to about 420 nm
  • UVB generally about 275 nm to about 320 nm
  • UV radiation also contributes to aging by causing free radicals to form in the skin.
  • Free radicals include, for example, singlet oxygen, hydroxyl radical, the superoxide anion, nitric oxide and hydrogen radicals. Free radicals attack DNA, membrane lipids and proteins, generating carbon radicals. These in turn react with oxygen to produce a peroxyl radical that can attack adjacent fatty acids to generate new carbon radicals. This cascade leads to a chain reaction producing lipid peroxidation products. Damage to cell membranes results in loss of cell permeability, increased intercellular ionic concentration, and decreased ability to excrete or detoxify waste products. The end result is a loss of skin elasticity and the appearance of wrinkles. This process is commonly referred to as photo-aging.
  • Both UVA and UVB radiation contribute to skin damage that accelerates the appearance of aging, for example, loss of skin elasticity and the appearance of wrinkles. This process is commonly referred to as photo-aging.
  • the outer skin layer (epidermis) thins, even though the number of cells remain largely unchanged.
  • the number of pigment-containing cells (melanocytes) , however, decreases. Therefore, the skin appears pale and translucent. Large pigmented spots (age spots, liver spots, or lentigos) may appear in sun-exposed areas.
  • UV screening agent s
  • UVA and UVB UV screening agent
  • protection booster s
  • sunscreen products provides unexpected sufficient UV (both UVA and UVB) protection using low amount of UV screening agent (s) .
  • the present invention relates to compositions and methods for providing broad spectrum protection from ultraviolet radiation including UVA and UVB.
  • the compositions typically include: UV screening agent (s) that provides broad spectrum protection from ultraviolet radiation comprising UVA and UVB, and UV protection booster (s) , comprising at least two agents (or three agents) selected from: (a) poly C10-30 alkyl (methy) acrylate; (b) at least one UV reflecting agent that reflects ultraviolet rays; (c) polydatin.
  • UV protection booster (s) that boost UVA and UVB photo-protection can be combined with UV screening agent (s) (e.g., organic or inorganic UVA and UVB filters) to provide compositions (such as sunscreen compositions) that provide a higher level UVA and UVB protection (particularly using low amount of UV screening agent (s) ) , which cannot be achieved by UV screening agent (s) alone.
  • UV screening agent e.g., organic or inorganic UVA and UVB filters
  • FIG. 1 shows the UV absorption spectrums and SPF/PPD value of compositions of Examples.
  • the methods and compositions of the present invention provide broad spectrum photo-protection from UV radiation including UVA and UVB.
  • broad spectrum photo-protection means photo-protection from both UVA and UVB radiation.
  • UV-A PPD PF The UVA protection factor based on Persistent Pigment Darkening (PPD) is designated as “UV-A PPD PF” and is expressed mathematically by the ratio of the dose of UVA radiation necessary to reach the pigmentation threshold with the UV screening agent (MPPD p ) to the dose of UVA radiation necessary to reach the pigmentation threshold without UV screening agent (MPPD np ) , as shown below.
  • Sun Protection Factor indicates a sunscreen’s ability to protect against UVB rays but does not adequately designate to what extent (if any) a sunscreen composition protects against UVA radiation.
  • SPF is a measure of how much solar energy (UV radiation) is required to produce sunburn on protected skin (i.e., in the presence of sunscreen) relative to the amount of solar energy required to produce sunburn on unprotected skin. As the SPF value increases, sunburn protection increases.
  • SPF relates to time of solar exposure. For example, many consumers believe that, if they normally get sunburn in one hour, then an SPF 15 sunscreen allows them to stay in the sun 15 hours (i.e., 15 times longer) without getting sunburn.
  • SPF is not directly related to time of solar exposure but to amount of solar exposure.
  • solar energy amount is related to solar exposure time, there are other factors that impact the amount of solar energy. For example, the intensity of the solar energy impacts the amount.
  • the broad spectrum sunscreen formulations provide certain UVA protection. However, they do not certainly provide UVB protection.
  • UV screening agent that provides broad spectrum protection from ultraviolet radiation comprising UVA and UVB
  • UV protection booster comprising at least two agents selected from: (a) poly C10-30 alkyl (meth) acrylate; (b) at least one UV reflecting agent that reflects ultraviolet rays; (c) polydatin, wherein UV protection booster (s) boost the UVA and UVB protection provided by UV screening agent (s) and can therefore be used in compositions to increase photo-protection from UVA and UVB radiation.
  • the present UV protection booster (s) disclosed in the present invention synergistically interact with UV screening agent (s) to significantly boost the UVA and UVB protection provided by the UV screening agent (s) .
  • the UV protection booster (s) that boost UVA and UVB photo-protection can be combined with UV screening agent (s) (e.g., organic or inorganic UVA and UVB filters) to provide compositions (such as sunscreen compositions) with a higher level UVA and UVB protection that cannot be achieved by UV screening agent (s) alone.
  • UV screening agent e.g., organic or inorganic UVA and UVB filters
  • the UV protection booster (s) can be used together with organic or inorganic UV screening agent (s) to boost the overall UVA and UVB protection provided by the sunscreen composition (s) , the total amount of UVA and UVB screening agent (s) needed to attain a desired degree of UVA and UVB protection can be reduced.
  • the present composition provides an increase in SPF/PPD of at least 10%or even at least 20%, or even at least 30%, relative to an otherwise identical composition without the UV protection booster (s) .
  • the present method typically provides an increase in SPF/PPD (UVA and UVB) of at least 10%or even at least 20%, or even at least 30%relative to an otherwise identical composition without the UV protection booster (s) .
  • the present composition provides unexpected sufficient UV (UVA and UVB) protection using low amount of UV screening agent (s) .
  • the present UV protection booster (s) can booster both UVA and UVB.
  • the compositions are particularly useful for protecting skin from the harmful effects of these types of exposure of UVA and UVB radiation.
  • the compositions and methods are also useful for imparting other benefits to the skin, such as improving the health and appearance of skin.
  • solubilizers are included in the compositions.
  • the solubilizers may be,for example, hydrotropes.
  • the UV protection booster according to the invention comprises at least two agents selected from:
  • the poly C10-30 alkyl (methy) acrylate itself that uses within the scope of the present invention is prepared by the known process.
  • the poly C10-30 alkyl (methy) acrylate comprises (methy) acrylate unit and C10-30 alkyl unit, wherein the C10-30 alkyl is linear or branched C10-30 alkyl.
  • the poly C10-30 alkyl (methy) acrylate are polyalkyl (methy) acrylate based on the followings selected from: polydecyl (methy) acrylate, polyundecyl (methy) acrylate, polydodecyl (methy) acrylate, polytridecyl (methy) acrylate, polytetradecyl (methy) acrylate, polypentadecyl (methy) acrylate, polyhexadecyl (methy) acrylate, polyheptadecyl (methy) acrylate, polyoctadecyl (methy) acrylate, polynonadecyl (methy) acrylate, polyeicosanyl (methy) acrylate, polyheneicosanyl (methy) acrylate, polydocosanyl (methy) acrylate, polytricosanyl
  • the polydatin can be obtained by the known manner, for example, can be available (such as a product commercial name: POLYGONUM CUSPIDATUM ROOT EXTRACT supplier: GUILIN LAYN NATURAL INGREDIENTS) , or prepared by extracting from polygonium cuspidatum root by known process.
  • the UV reflecting agent that reflects ultraviolet rays may be any UV reflecting agent that reflects ultraviolet rays used in the cosmetic field.
  • the examples of UV reflecting agent that reflects ultraviolet rays may be selected from silicon oxides, inorganic metal oxides such as titanium oxides, zinc oxides and aluminium oxides, inorganic metal hydroxides such as aluminium hydroxide.
  • the UV reflecting agent that reflects ultraviolet rays is selected from silicon dioxide and titanium dioxide, more preferably, the UV reflecting agent that reflects ultraviolet rays is silicon dioxide coated with titanium dioxide.
  • the total amount of the UV protection booster (s) is 0.001 to 20 wt. %, based on the total weight of the composition, preferably, 0.01 to 20 wt. %, particularly 0.1 to 15 wt. %, more particularly 0.5 to 10 wt. %, or even 1 to 8 wt. %.
  • UV screening agent (s) are well known in the art for their use in stopping UV radiation.
  • the UV screening agent (s) may be one or more organic UV screening agent (s) and/or one or more inorganic UV screening agent (s) .
  • Non-limiting examples of UV screening agent (s) include:
  • UV screening agent (s) (not appreciably soluble in either water or oil) such as Methylene Bis-Benzotriazolyl Tetramethylbutylphenol, Tris-Biphenyl Triazine, Methanone, 1, 1- (1, 4-piperazinediyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl] phe n-yl] -and mixtures thereof.
  • Oil soluble organic UV screening agent (at least partially soluble in oil or organic solvent) , such as Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, Butyl Methoxydibenzoylmethane (BMBM) , Oxybenzone, Sulisobenzone, Diethylhexyl Butamido Triazone (DBT) , Drometrizole Trisiloxane, Ethylhexyl Methoxycinnamate (EHMC) , Ethylhexyl Salicylate (EHS) , Ethylhexyl Triazone (EHT) , Homosalate, Isoamyl p-Methoxycinnamate, 4-Methylbenzylidene Camphor, Octocrylene (OCR) , Polysilicone-15, and Diethylamino Hydroxy Benzoyl Hexyl Benzoate (DHHB) ;
  • s Oil
  • Inorganic UV screening agent such as titanium oxide and zinc oxide, iron oxide, zirconium oxide and cerium oxide;
  • Water soluble UV screening agent such as Phenylbenzimidazole Sulfonic Acid (PBSA) , Sulisobenzone-sodium salt, Benzydilene Camphor Sulfonic Acid, Camphor Benzalkonium Methosulfate, Cinoxate, Disodium Phenyl Dibenzylmidazole Tetrasulfonate, Terephthalylidene Dicamphor Sulfonic Acid, PABA, and PEG-25 PABA.
  • PBSA Phenylbenzimidazole Sulfonic Acid
  • PBSA Phenylbenzimidazole Sulfonic Acid
  • Benzydilene Camphor Sulfonic Acid Camphor Benzalkonium Methosulfate
  • Cinoxate Disodium Phenyl Dibenzylmidazole Tetrasulfonate
  • Terephthalylidene Dicamphor Sulfonic Acid PABA
  • PEG-25 PABA Water soluble UV screening agent
  • the UV screening agent (s) is one or more of: a para-aminobenzoic acid derivative, a salicylic derivative, a cinnamic derivative, a benzophenone or an aminobenzophenone, an anthranillic derivative, a ⁇ , ⁇ -diphenylacrylate derivative, a benzylidenecamphor derivative, a phenylbenzimidazole derivative, a benzotriazole derivative, a triazine derivative, a bisresorcinyl triazine, an imidazoline derivative, a benzalmalonate derivative, a4, 4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, or a mixture thereof.
  • Suitable UV screening agent (s) can include broad-spectrum UV screening agent (s) that protect against both UVA and UVB radiation, or UV screening agent (s) that protect against UVA or UVB radiation.
  • the one or more UV screening agent (s) may be methylene bis-benzotriazolyl tetramethylphenol, diethylamino hydroxybenzoyl hexyl benzoate, coated or uncoated zinc oxide, ethylhexyl methoxycinnamate, isoamyl methoxycinnamate, homosalate ethyl hexyl salicilate, octocrylene, polysilicone-15, butyl methoxydibenzoylmethane, menthyl anthranilate, and ethylhexyl dimethyl PABA.
  • UV screening agent (s) may be used.
  • the combination of UV screening agent (s) may be octocrylene, avobenzone (butyl methoxydibenzoylmethane) , oxybenzone (benzophenone-3) , octisalate (ethylhexyl salicylate) , and homosalate, as described in application Ser. No. 13/304, 195, which is incorporated herein by reference in its entirety.
  • the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, avobenzone, octisalate, and homosalate, and optionally oxybenzone, as described in application Ser. No. 13/304,202, which is incorporated herein by reference in its entirety.
  • the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,328, which is incorporated herein by reference in its entirety.
  • the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,351, which is incorporated herein by reference in its entirety.
  • the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,368, which is incorporated herein by reference in its entirety.
  • the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,374, which is incorporated herein by reference in its entirety.
  • the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and terephthalylidene dicampohor sulfonic acid, as described in application Ser. No. 13/719,393, which is incorporated herein by reference in its entirety.
  • Non-limiting examples of UV screening agents also include a para-aminobenzoic acid derivative, a salicylic derivative, a cinnamic derivative, a benzophenone or an aminobenzophenone, an anthranillic derivative, a b, b-diphenylacrylate derivative, a benzylidenecamphor derivative, a phenylbenzimidazole derivative, a benzotriazole derivative, atriazine derivative, a bisresorcinyl triazine, an imidazoline derivative, abenzalmalonate derivative, a4, 4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, and a mixture thereof.
  • UV screening agent (s) in the compositions is used in the amount from about 0.01 to about 20 wt. %, about 0.01 to about 15 wt. %, about 0.1 to about 10 wt. %, about 1 to about 8 wt. %, about 2 to about 6 wt. %, about 3 to about 5 wt. %based on the total weight of the composition.
  • the composition may comprise at least one active agent.
  • ⁇ -or ⁇ -hydroxy acids such as lactic acid, glycolic acid, citric acid, 5-octanoylsalicyclic acid, ⁇ -hydroxydecanoic acid, ⁇ -hydroxylauric, tartaric acid, glucuronic acid, galacturonic acid, acrylic acid, ⁇ -hydroxybutyric acid, ⁇ -hydroxyisobutyric acid, malic acid, mandelic acid, phosphoric acid, pyruvic acid, lactobionic acid, and salicylic acid.
  • ⁇ -or ⁇ -hydroxy acids such as lactic acid, glycolic acid, citric acid, 5-octanoylsalicyclic acid, ⁇ -hydroxydecanoic acid, ⁇ -hydroxylauric, tartaric acid, glucuronic acid, galacturonic acid, acrylic acid, ⁇ -hydroxybutyric acid, ⁇ -hydroxyisobutyric acid, malic acid, mandelic acid, phosphoric acid, pyruvic acid, lactobionic acid, and salicylic acid.
  • anti-acne agents such as salicylic acid or benzoyl peroxide, octopirox, dextrorotary and levorotary sulfur-containing amino acids, their salts, and their N-acetyl derivatives such as N-acetyl cysteine, or agents seeking to prevent aging of the skin and/or to improve its state, for example the above-mentioned ⁇ -and ⁇ -hydroxy acids, retinoids such as retinoic acid, retinol, and its esters, such as, for example, retinyl propionate, and retinyl acetate, or retinyl palmitate, niacinamide, allantoin, extracts of aloe, azelaic acid, bisabolol, phytic acid, collagen, or agents stimulating the formation of collagen, vitamins such as vitamin C or derivatives thereof, such as ascorbyl glucoside, vitamin E or derivatives thereof, vitamin A or derivatives thereof, vitamin F or
  • active agents for improving the condition of the skin such as moisturizers or agents serving to improve the natural lipid barrier, such as ceramides, cholesterol sulfates, and/or fatty acids, and mixtures thereof.
  • active agents for improving the condition of the skin such as moisturizers or agents serving to improve the natural lipid barrier, such as ceramides, cholesterol sulfates, and/or fatty acids, and mixtures thereof.
  • enzymes that have activity on the skin such as proteases, lipases, cerebrosidases, and/or melanases, and mixtures thereof.
  • active agents there are agents for drugs, peptides, proteins, detectable labels, contrast reagents, pain-killing, anesthetics, antibacterial agents, anti-yeast agents, antifungal agents, antiviral agents, anti-dermititis agents, anti-pruritic agents, anti-emetics, vascular protectors, agents against motion sickness, anti-irritants, anti-inflammatory agents, immunomodulators, anti-hyperkeratolytic agents, agents for treating dry skin, antiperspirants, anti-psoriatic agents, antidandruff agents, anti-aging agents, anti-asthmatic agents and bronchodilators, sunscreen agents, antihistamines, healing agents, corticosteroids, tanning agents, and mixtures thereof.
  • compositions of the present composition include, for example: one or more skin active ingredients; and one or more silicon oils etc..
  • the compositions of the present invention include one or more silicon oils.
  • the one or more silicon oils may be selected from the group consisting of polydimethylsiloxanes (PDMSs) , polydimethylsiloxanes comprising alkyl or alkoxy groups which are pendent and/or at the end of the silicone chain, which groups each contain from 2 to 24 carbon atoms, or phenyl silicones, such as phenyl trimethicones, phenyl dimethicones, phenyl (trimethylsiloxy) diphenylsiloxanes, diphenyl dimethicones, diphenyl (methyldiphenyl) trisiloxanes, (2-phenylethyl) trimethyl siloxysilicates, and a mixture thereof.
  • PDMSs polydimethylsiloxanes
  • phenyl silicones such as phenyl trimethicones, phenyl dimethicones, phenyl (trimethylsiloxy
  • the one or more silicon oils comprises dimethicone.
  • the total amount of the one or more silicon oils may be, for example, from about 0.1 wt. %to about 40 wt. %, about 35 wt. %, about 30 wt. %, about 25 wt. %, about 20 wt. %, about 15 wt.%, about 10 wt. %, about 5 wt. %, about 4 wt. %, about 3 wt. %, or about 2 wt. %.
  • the total amount of silicon oil may be from about 0.1 wt. %, about 0.5 wt. %, about 1 wt. %, about 2 wt.
  • the present invention relates to methods of using the compositions described herein, for example, in the treatment of skin, for example, in the region of eye (in addition to providing improved at least broad spectrum UV protection to the skin) .
  • the compositions include one or more solubilizers.
  • solubilizers are well known in the art and may be useful for the compositions described herein.
  • the one or more solubilizers can be, for example, one or more cosmetically acceptable hydrotopes.
  • a non-limiting list of possible hydrotropes includes nicotinamide, caffeine, sodium PCA, sodium salicylate, urea, and hydroxyethyl urea.
  • the total amount of the one or more hydrotropes in the composition may be about 0.001 wt. %to about 30 wt. %, based on the total weight of the composition. In some instances, the total amount of the one or more hydrotropes in the composition is about 0.001 wt. %to about 25 wt. %, about 20 wt. %, about 15 wt. %, about 14 wt. %, about 12 wt. %, about 10 wt.%, about 8 wt. %, about 6 wt. %, about 4 wt. %, or about 2 wt. %.
  • the total amount of the one or more hydrotopes in the compositions may be about 0.01 wt. %to about 30 wt. %, 25 wt. %, 20 wt. %, 15 wt. %, about 14 wt. %about 12 wt. %, about 10 wt. %, about 8 wt. %, about 6 wt. %, about 4 wt. %, or about 2 wt. %.
  • the total amount of the one or more hydrotopes in the composition may be about 0.1 wt. %to about 30 wt. %, 25 wt. %, 20 wt. %, 15 wt.
  • the maximum amount of the one or more hydrotropes in the composition may be higher than 30 wt. %.
  • the total amount of the one or more hydrotropes may be (in addition to the ranges already set forth in the above paragraph) , from about 1 wt. %to about 60 wt. %, from about 5 wt. %to about 60 wt. %, from about 5 wt. %to about 55 wt. %, from about 5 wt. %to about 50 wt. %, from about 10 wt.
  • %to about 60 wt. % from about 10 wt. %to about 55 wt. %, from about 10 wt. %to about 50 wt. %, from about 20 wt. %to about 60 wt. %, from about 20 wt. %to about 55 wt. %, from about 20 wt. %to about 50 wt. %, or from about 25 wt. %to about 55 wt. %, related to the total weight of the composition.
  • the solubilizers are typically compounds or groups of compounds that help solubilize the polydatin and the other components in the compositions of the present invention.
  • One or more solubilizers may be a hydrtrotrope, but the solubilizers are not required to be hydrotropes.
  • Hydrotropes or hydrotropic agents are a diverse class of water-soluble compounds that are characterized by an amphiphilic molecular structure and an ability to dramatically increase the solubility of poorly soluble organic molecules in water.
  • hydrotropes have an aromatic structure with an ionic moiety, while some of them are linear alkyl chains. Although hydrotropes noticeably resemble surfactants and have the ability to reduce surface tension, their small hydrophobic units and relatively shorter alkyl chain distinguish them as a separate class of amphiphiles. Consequently their hydrophobicity is not sufficient enough to create well organized self-associated structures, such as micelles, even with a high concentration.
  • Common hydrotropic molecules include: sodium 1, 3-benzenedisulfonate, sodium benzoate, sodium 4-pyridinecarboxylate, sodium salicylate, sodium benzene sulfonate, caffeine, sodium p-toluene sulfonate, sodium butyl monoglycolsulfate, 4-aminobenzoic acid HCl, sodium cumene sulfonate, N, N-diethylnicotinamide, N-picolylnicotinamide, N-allylnicotinamide, 2-methacryloyloxyethyl phosphorylcholine, resorcinol, butylurea, pyrogallol, N-picolylacetamide 3.5, procaine HCl, proline HCl, nicotinamide, pyridine, 3-picolylamine, sodium ibuprofen, sodium xylenesulfonate, ethyl carbamate, pyridoxal hydrochlor
  • Hydrotropes can be found in Lee J. et al., “Hydrotropic Solubilization of Paclitaxel: Analysis of Chemical Structures for Hydrotropic Property” , Pharmaceutical Research, Vol. 20, No. 7, 2003; and Lee S. et al., “Hydrotropic Polymers: Synthesis and Characterization of Polymers Containing Picolylnicotinamide Moieties” , Macromolecules, 36, 2248-2255, 2003. Additional hydrotropes include nicotinamide (Vit B3) , caffeine, sodium PCA, sodium salicylate, urea, an dhydroxyethyl urea.
  • the instant compositions typically include a cosmetically acceptable carrier, which can also optionally function to help solubilize components of the compositions.
  • the cosmetically acceptable carrier may include water, an organic solvent, or a mixture thereof.
  • the cosmetically acceptable carrier may comprise, for example, a hydrophilic organic solvent and/or an amphiphilic organic solvent, wherein the hydrophilic organic solvent is a monohydric C 1 -C 8 alcohol, a polyethylene glycol having from 6 to 80 ethylene oxides, and/or a mono or di-alkyl isosorbide; and the amphiphilic organic solvent is a polypropylene glycol (PPG) and/or a propylene glycol alkyl ester and/or alkyl ether of PPG.
  • PPG polypropylene glycol
  • Non-limiting examples include ethanol, methanol, PEG 8, propylene glycol, dipropylene glycol, buylene glycol, and isopropyl lauroyl sarccosinate.
  • Cosmetically acceptable carriers include, but are not limited to, one or more aqueous systems, glycerin, C 1-4 alcohols, organic solvents, fatty alcohols, fatty ethers, fatty esters, polyols, glycols, vegetable oils, mineral oils, liposomes, laminar lipid materials, water, or any combinations thereof.
  • organic solvents non-limiting mentions can be made of monoalcohols and polyols such as ethyl alcohol, isopropyl alcohol, propyl alcohol, benzyl alcohol, and phenylethyl alcohol, or glycols or glycol ethers such as, for example, monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol or ethers thereof such as, for example, monomethyl ether of propylene glycol, butylene glycol, hexylene glycol, dipropylene glycol as well as alkyl ethers of diethylene glycol, for example monoethyl ether or monobutyl ether of diethylene glycol.
  • organic solvents are ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, propane diol, and glycerin.
  • the organic solvents can be volatile or non-volatile compounds.
  • cosmetically acceptable carriers may comprise water, a mixture of water and at least one cosmetically acceptable organic solvent, or at least one cosmetically acceptable organic solvent. Additionally, cosmetically acceptable carriers may be or may include ethanol, a glycol ether, for example, dipropylene glycol n-butyl ether, isododecane, mineral oil, propylene glycol, pentylene glycol, hexylene glycol, glycerol, and mixtures thereof.
  • a glycol ether for example, dipropylene glycol n-butyl ether, isododecane, mineral oil, propylene glycol, pentylene glycol, hexylene glycol, glycerol, and mixtures thereof.
  • the ingredient amounts/concentrations in the compositions/formulas described below are expressed in%by weight, relative to the total weight of each composition/formula.
  • the invention compositions No. 2-4 and comparative composition 1 were prepared as shown in Table 1.
  • the poly C10-30 alkyl acrylate was used the product of commercial name: SP 13-1, available from Evonik; the silica and titanium dioxide was used the product of commercial name: COSMO BOOSTER 600, available from JGC CATALYSTS &CHEMICALS; and the polydatin was used the product of commercial name: POLYGONUM CUSPIDATUM ROOT EXTRACT, available from GUILIN LAYN NATURAL INGREDIENTS.
  • E ( ⁇ ) is the erythema action spectrum
  • I ( ⁇ ) is the spectral irradiance received from the UV source (SSR for SPF testing)
  • a ( ⁇ ) is the mean monochromatic absorbance of the test product layer.
  • the in vitro SPF value was determined following SPF vitro Double approach with manual application; the variability between plates is lower than 20%.
  • the UV protection booster (s) that boost UVA and UVB photo-protection disclosed in Compositions 2-4 according to the present invention provided compositions with improved higher level UVA and UVB protection, which cannot be achieved by UV screening agent (s) alone (e.g. Comparative composition 1) .

Abstract

It relates to compositions and methods for providing broad spectrum photo protection to skin, comprising: - at least one UV screening agent (s) that provides broad spectrum protection from ultraviolet radiation comprising UVA and UVB, and - at least one UV protection booster (s), comprising at least two agents selected from: (a) poly C10-30 alkyl (methy) acrylate; (b) silica and titanium dioxide; (c) polydatin.

Description

COMPOSITIONS FOR SKIN CARE FIELD OF THE INVENTION
The present invention relates to compositions and methods for providing a protection from UV radiation including UVA and UVB radiation.
BACKGROUND
Skin acts as a natural barrier between internal and external environments and therefore plays an important role in vital biological functions such as protection against mechanical and chemical injury, micro-organisms, and ultraviolet damage. The health and appearance of skin, however, can deteriorate due to environmental factors, genetic makeup, nutrition, and sun exposure.
The negative effects of exposure to ultraviolet ( “UV” ) light are well-known. Prolonged exposure to sunlight causes damage such as sunburn to the skin and dries out hair making it brittle. When skin is exposed to UV light having a wavelength of from about 270 nm to about 450 nm (UVA: generally about 320 nm to about 420 nm, UVB: generally about 275 nm to about 320 nm) , long term damage can lead to serious conditions such as skin cancer.
UV radiation also contributes to aging by causing free radicals to form in the skin. Free radicals include, for example, singlet oxygen, hydroxyl radical, the superoxide anion, nitric oxide and hydrogen radicals. Free radicals attack DNA, membrane lipids and proteins, generating carbon radicals. These in turn react with oxygen to produce a peroxyl radical that can attack adjacent fatty acids to generate new carbon radicals. This cascade leads to a chain reaction producing lipid peroxidation products. Damage to cell membranes results in loss of cell permeability, increased intercellular ionic concentration, and decreased ability to excrete or detoxify waste products. The end result is a loss of skin elasticity and the  appearance of wrinkles. This process is commonly referred to as photo-aging.
Both UVA and UVB radiation contribute to skin damage that accelerates the appearance of aging, for example, loss of skin elasticity and the appearance of wrinkles. This process is commonly referred to as photo-aging. As skin ages, the outer skin layer (epidermis) thins, even though the number of cells remain largely unchanged. The number of pigment-containing cells (melanocytes) , however, decreases. Therefore, the skin appears pale and translucent. Large pigmented spots (age spots, liver spots, or lentigos) may appear in sun-exposed areas.
It was well-known UV screening agent (s) that provides broad spectrum protection from ultraviolet radiation comprising UVA and UVB. However, it still has a need for protection booster (s) for boost both UVA and UVB radiation, such that sunscreen products provides unexpected sufficient UV (both UVA and UVB) protection using low amount of UV screening agent (s) .
SUMMARY OF THE DISCLOSURE
The present invention relates to compositions and methods for providing broad spectrum protection from ultraviolet radiation including UVA and UVB. The compositions typically include: UV screening agent (s) that provides broad spectrum protection from ultraviolet radiation comprising UVA and UVB, and UV protection booster (s) , comprising at least two agents (or three agents) selected from: (a) poly C10-30 alkyl (methy) acrylate; (b) at least one UV reflecting agent that reflects ultraviolet rays; (c) polydatin. The UV protection booster (s) that boost UVA and UVB photo-protection can be combined with UV screening agent (s) (e.g., organic or inorganic UVA and UVB filters) to provide compositions (such as sunscreen compositions) that provide a higher level UVA and UVB protection (particularly using low amount of UV screening agent (s) ) , which cannot be achieved by UV screening agent (s) alone.
DRAWINGS
FIG. 1 shows the UV absorption spectrums and SPF/PPD value of compositions of Examples.
DETAILED DESCRIPTION OF THE DISCLOSURE
The methods and compositions of the present invention provide broad spectrum photo-protection from UV radiation including UVA and UVB. The term “broad spectrum photo-protection” means photo-protection from both UVA and UVB radiation.
To characterize protection from UVA radiation, the PPD (Persistent Pigment Darkening) method, which measures the color of the skin observed 2 to 4 hours after exposure of the skin to UVA radiation, is used. This method was adopted in 1996 by the Japanese Cosmetic Industry Association (JCIA) as the official test procedure for the UVA labelling of products and is commonly used in industry, especially in Europe and the United States. See JAPAN COSMETIC INDUSTRY AS SOCIATION TECHNICAL BULLETIN, Measurement Standards for UVA Protection Efficacy. Issued Nov. 21, 1995 and effective of Jan. 1, 1996) , which is incorporated herein by reference in its entirety.
The UVA protection factor based on Persistent Pigment Darkening (PPD) is designated as “UV-A PPD PF” and is expressed mathematically by the ratio of the dose of UVA radiation necessary to reach the pigmentation threshold with the UV screening agent (MPPD p) to the dose of UVA radiation necessary to reach the pigmentation threshold without UV screening agent (MPPD np) , as shown below.
Figure PCTCN2020132853-appb-000001
Sun Protection Factor (SPF) indicates a sunscreen’s ability to protect against UVB rays but does not adequately designate to what extent (if any) a sunscreen composition protects against UVA radiation. SPF is a measure of how much solar energy (UV radiation) is required to produce sunburn on protected skin (i.e., in the presence of sunscreen) relative to the amount  of solar energy required to produce sunburn on unprotected skin. As the SPF value increases, sunburn protection increases. There is a popular misconception that SPF relates to time of solar exposure. For example, many consumers believe that, if they normally get sunburn in one hour, then an SPF 15 sunscreen allows them to stay in the sun 15 hours (i.e., 15 times longer) without getting sunburn. This is not true because SPF is not directly related to time of solar exposure but to amount of solar exposure. Although solar energy amount is related to solar exposure time, there are other factors that impact the amount of solar energy. For example, the intensity of the solar energy impacts the amount. The broad spectrum sunscreen formulations provide certain UVA protection. However, they do not certainly provide UVB protection.
The inventors discovered that combinations of UV screening agent (s) that provides broad spectrum protection from ultraviolet radiation comprising UVA and UVB, and UV protection booster (s) comprising at least two agents selected from: (a) poly C10-30 alkyl (meth) acrylate; (b) at least one UV reflecting agent that reflects ultraviolet rays; (c) polydatin, wherein UV protection booster (s) boost the UVA and UVB protection provided by UV screening agent (s) and can therefore be used in compositions to increase photo-protection from UVA and UVB radiation.
The present UV protection booster (s) disclosed in the present invention synergistically interact with UV screening agent (s) to significantly boost the UVA and UVB protection provided by the UV screening agent (s) . The UV protection booster (s) that boost UVA and UVB photo-protection can be combined with UV screening agent (s) (e.g., organic or inorganic UVA and UVB filters) to provide compositions (such as sunscreen compositions) with a higher level UVA and UVB protection that cannot be achieved by UV screening agent (s) alone. Also, because the UV protection booster (s) can be used together with organic or inorganic UV screening agent (s) to boost the overall UVA and UVB protection provided by the sunscreen composition (s) , the total amount of UVA and  UVB screening agent (s) needed to attain a desired degree of UVA and UVB protection can be reduced.
The present composition provides an increase in SPF/PPD of at least 10%or even at least 20%, or even at least 30%, relative to an otherwise identical composition without the UV protection booster (s) . As such, the present method typically provides an increase in SPF/PPD (UVA and UVB) of at least 10%or even at least 20%, or even at least 30%relative to an otherwise identical composition without the UV protection booster (s) .
Thus, the present composition provides unexpected sufficient UV (UVA and UVB) protection using low amount of UV screening agent (s) . Particularly, the present UV protection booster (s) can booster both UVA and UVB. Thus, the compositions are particularly useful for protecting skin from the harmful effects of these types of exposure of UVA and UVB radiation. The compositions and methods are also useful for imparting other benefits to the skin, such as improving the health and appearance of skin.
Also, although not an essential component, in many instances, one or more solubilizers are included in the compositions. The solubilizers may be,for example, hydrotropes.
UV protection boosters
The UV protection booster according to the invention comprises at least two agents selected from:
(a) poly C10-30 alkyl (methy) acrylate;
(b) at least one UV reflecting agent that reflects ultraviolet rays;
(c) polydatin.
The poly C10-30 alkyl (methy) acrylate itself that uses within the scope of the present invention is prepared by the known process. The poly C10-30 alkyl (methy) acrylate comprises (methy) acrylate unit and C10-30 alkyl unit, wherein the C10-30 alkyl is linear or branched C10-30 alkyl.
For example, the poly C10-30 alkyl (methy) acrylate are polyalkyl (methy) acrylate based on the followings selected from:  polydecyl (methy) acrylate, polyundecyl (methy) acrylate, polydodecyl (methy) acrylate, polytridecyl (methy) acrylate, polytetradecyl (methy) acrylate, polypentadecyl (methy) acrylate, polyhexadecyl (methy) acrylate, polyheptadecyl (methy) acrylate, polyoctadecyl (methy) acrylate, polynonadecyl (methy) acrylate, polyeicosanyl (methy) acrylate, polyheneicosanyl (methy) acrylate, polydocosanyl (methy) acrylate, polytricosanyl (methy) acrylate, polytetracosanyl (methy) acrylate, polypentacosanyl (methy) acrylate, polyhexacosanyl (methy) acrylate, polyheptacosanyl (methy) acrylate, polyoctacosanyl (methy) acrylate, polynonacosanyl (methy) acrylate, polytriacosanyl (methy) acrylate.
The polydatin can be obtained by the known manner, for example, can be available (such as a product commercial name: POLYGONUM CUSPIDATUM ROOT EXTRACT supplier: GUILIN LAYN NATURAL INGREDIENTS) , or prepared by extracting from polygonium cuspidatum root by known process.
The UV reflecting agent that reflects ultraviolet rays may be any UV reflecting agent that reflects ultraviolet rays used in the cosmetic field. As mentioned, the examples of UV reflecting agent that reflects ultraviolet rays may be selected from silicon oxides, inorganic metal oxides such as titanium oxides, zinc oxides and aluminium oxides, inorganic metal hydroxides such as aluminium hydroxide. Preferably, the UV reflecting agent that reflects ultraviolet rays is selected from silicon dioxide and titanium dioxide, more preferably, the UV reflecting agent that reflects ultraviolet rays is silicon dioxide coated with titanium dioxide.
The total amount of the UV protection booster (s) is 0.001 to 20 wt. %, based on the total weight of the composition, preferably, 0.01 to 20 wt. %, particularly 0.1 to 15 wt. %, more particularly 0.5 to 10 wt. %, or even 1 to 8 wt. %.
UV screening agent (s)
UV screening agent (s) are well known in the art for their use in stopping UV radiation. For example, the UV screening agent (s) may be one or more organic UV screening agent (s) and/or one or more inorganic UV screening agent (s) . Non-limiting examples of UV screening agent (s) include:
i. Sparingly soluble UV screening agent (s) (not appreciably soluble in either water or oil) such as Methylene Bis-Benzotriazolyl Tetramethylbutylphenol, Tris-Biphenyl Triazine, Methanone, 1, 1- (1, 4-piperazinediyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl] phe n-yl] -and mixtures thereof.
ii. Oil soluble organic UV screening agent (s) (at least partially soluble in oil or organic solvent) , such as Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, Butyl Methoxydibenzoylmethane (BMBM) , Oxybenzone, Sulisobenzone, Diethylhexyl Butamido Triazone (DBT) , Drometrizole Trisiloxane, Ethylhexyl Methoxycinnamate (EHMC) , Ethylhexyl Salicylate (EHS) , Ethylhexyl Triazone (EHT) , Homosalate, Isoamyl p-Methoxycinnamate, 4-Methylbenzylidene Camphor, Octocrylene (OCR) , Polysilicone-15, and Diethylamino Hydroxy Benzoyl Hexyl Benzoate (DHHB) ;
iii. Inorganic UV screening agent (s) such as titanium oxide and zinc oxide, iron oxide, zirconium oxide and cerium oxide; and
iv. Water soluble UV screening agent (s) such as Phenylbenzimidazole Sulfonic Acid (PBSA) , Sulisobenzone-sodium salt, Benzydilene Camphor Sulfonic Acid, Camphor Benzalkonium Methosulfate, Cinoxate, Disodium Phenyl Dibenzylmidazole Tetrasulfonate, Terephthalylidene Dicamphor Sulfonic Acid, PABA, and PEG-25 PABA.
In some embodiment, the UV screening agent (s) is one or more of: a para-aminobenzoic acid derivative, a salicylic derivative, a cinnamic derivative, a benzophenone or an aminobenzophenone, an anthranillic derivative, a β, β-diphenylacrylate derivative, a benzylidenecamphor derivative, a phenylbenzimidazole derivative, a benzotriazole derivative, a triazine derivative, a bisresorcinyl triazine, an imidazoline derivative, a  benzalmalonate derivative, a4, 4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, or a mixture thereof.
Suitable UV screening agent (s) can include broad-spectrum UV screening agent (s) that protect against both UVA and UVB radiation, or UV screening agent (s) that protect against UVA or UVB radiation. In some instances, the one or more UV screening agent (s) may be methylene bis-benzotriazolyl tetramethylphenol, diethylamino hydroxybenzoyl hexyl benzoate, coated or uncoated zinc oxide, ethylhexyl methoxycinnamate, isoamyl methoxycinnamate, homosalate ethyl hexyl salicilate, octocrylene, polysilicone-15, butyl methoxydibenzoylmethane, menthyl anthranilate, and ethylhexyl dimethyl PABA.
Furthermore, combinations of UV screening agent (s) may be used. For example, the combination of UV screening agent (s) may be octocrylene, avobenzone (butyl methoxydibenzoylmethane) , oxybenzone (benzophenone-3) , octisalate (ethylhexyl salicylate) , and homosalate, as described in application Ser. No. 13/304, 195, which is incorporated herein by reference in its entirety.
In another embodiment, the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, avobenzone, octisalate, and homosalate, and optionally oxybenzone, as described in application Ser. No. 13/304,202, which is incorporated herein by reference in its entirety.
In another embodiment, the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,328, which is incorporated herein by reference in its entirety.
In another embodiment, the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, ethylhexyl triazone, terephthalylidene  dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,351, which is incorporated herein by reference in its entirety.
In another embodiment, the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,368, which is incorporated herein by reference in its entirety.
In another embodiment, the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in application Ser. No. 13/719,374, which is incorporated herein by reference in its entirety.
In another embodiment, the at least one UV screening agent (s) is a combination of UV screening agent (s) comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and terephthalylidene dicampohor sulfonic acid, as described in application Ser. No. 13/719,393, which is incorporated herein by reference in its entirety.
Non-limiting examples of UV screening agents also include a para-aminobenzoic acid derivative, a salicylic derivative, a cinnamic derivative, a benzophenone or an aminobenzophenone, an anthranillic derivative, a b, b-diphenylacrylate derivative, a benzylidenecamphor derivative, a phenylbenzimidazole derivative, a benzotriazole derivative, atriazine derivative, a bisresorcinyl triazine, an imidazoline derivative, abenzalmalonate derivative, a4, 4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, and a mixture thereof.
UV screening agent (s) in the compositions is used in the amount from about 0.01 to about 20 wt. %, about 0.01 to about 15 wt. %, about 0.1 to  about 10 wt. %, about 1 to about 8 wt. %, about 2 to about 6 wt. %, about 3 to about 5 wt. %based on the total weight of the composition.
Active agents
According to an embodiment of the present invention, the composition may comprise at least one active agent.
Amongst all of the active agents that can be used in the present invention, particular mention can be made of: α-orβ-hydroxy acids such as lactic acid, glycolic acid, citric acid, 5-octanoylsalicyclic acid, α-hydroxydecanoic acid, α-hydroxylauric, tartaric acid, glucuronic acid, galacturonic acid, acrylic acid, α-hydroxybutyric acid, α-hydroxyisobutyric acid, malic acid, mandelic acid, phosphoric acid, pyruvic acid, lactobionic acid, and salicylic acid.
It is also possible to use anti-acne agents, such as salicylic acid or benzoyl peroxide, octopirox, dextrorotary and levorotary sulfur-containing amino acids, their salts, and their N-acetyl derivatives such as N-acetyl cysteine, or agents seeking to prevent aging of the skin and/or to improve its state, for example the above-mentionedα-andβ-hydroxy acids, retinoids such as retinoic acid, retinol, and its esters, such as, for example, retinyl propionate, and retinyl acetate, or retinyl palmitate, niacinamide, allantoin, extracts of aloe, azelaic acid, bisabolol, phytic acid, collagen, or agents stimulating the formation of collagen, vitamins such as vitamin C or derivatives thereof, such as ascorbyl glucoside, vitamin E or derivatives thereof, vitamin A or derivatives thereof, vitamin F or derivatives thereof, dextrorotary and levorotary sulfur-containing amino acids and derivatives thereof as mentioned above, elastin, N-acetyl D-glucosamine, luteolin, or antioxidants such as green tea or active fractions thereof, glycerin, laponite, caffeine, essential aromatic oils, coloring agents, free-radical scavengers, moisturizers, depigmenting agents, agents for improving the color of the skin such as artificial-tanning agents of the dihydroxyacetone or tyrosin ester type, liporegulators, softeners, anti-wrinkle agents, keratolytic agents, fresheners, deodorants, anesthetics, nourishing agents, and mixtures  thereof. It is also possible to use bleaching agents such as kojic acid, ascorbyl phosphates, ascorbyl glucosides, ascorbic acid, and mixtures thereof.
It is also possible to use active agents for improving the condition of the skin, such as moisturizers or agents serving to improve the natural lipid barrier, such as ceramides, cholesterol sulfates, and/or fatty acids, and mixtures thereof. It is also possible to use enzymes that have activity on the skin, such as proteases, lipases, cerebrosidases, and/or melanases, and mixtures thereof.
As other examples of active agents that can be suitable for implementing the present invention there are agents for drugs, peptides, proteins, detectable labels, contrast reagents, pain-killing, anesthetics, antibacterial agents, anti-yeast agents, antifungal agents, antiviral agents, anti-dermititis agents, anti-pruritic agents, anti-emetics, vascular protectors, agents against motion sickness, anti-irritants, anti-inflammatory agents, immunomodulators, anti-hyperkeratolytic agents, agents for treating dry skin, antiperspirants, anti-psoriatic agents, antidandruff agents, anti-aging agents, anti-asthmatic agents and bronchodilators, sunscreen agents, antihistamines, healing agents, corticosteroids, tanning agents, and mixtures thereof.
Other non-limiting components that can be included in the compositions of the present composition include, for example: one or more skin active ingredients; and one or more silicon oils etc..
In some instances, the compositions of the present invention include one or more silicon oils. For example, the one or more silicon oils may be selected from the group consisting of polydimethylsiloxanes (PDMSs) , polydimethylsiloxanes comprising alkyl or alkoxy groups which are pendent and/or at the end of the silicone chain, which groups each contain from 2 to 24 carbon atoms, or phenyl silicones, such as phenyl trimethicones, phenyl dimethicones, phenyl (trimethylsiloxy) diphenylsiloxanes, diphenyl dimethicones, diphenyl (methyldiphenyl) trisiloxanes, (2-phenylethyl) trimethyl  siloxysilicates, and a mixture thereof. In some cases, the one or more silicon oils comprises dimethicone. The total amount of the one or more silicon oils may be, for example, from about 0.1 wt. %to about 40 wt. %, about 35 wt. %, about 30 wt. %, about 25 wt. %, about 20 wt. %, about 15 wt.%, about 10 wt. %, about 5 wt. %, about 4 wt. %, about 3 wt. %, or about 2 wt. %. In some cases, the total amount of silicon oil may be from about 0.1 wt. %, about 0.5 wt. %, about 1 wt. %, about 2 wt. %, about 3 wt. %, about 4 wt. %, about 5 wt. %, about 10 wt. %, about 15 wt. %to about 40 wt. %, related to the total weight of the composition.
In other embodiments, the present invention relates to methods of using the compositions described herein, for example, in the treatment of skin, for example, in the region of eye (in addition to providing improved at least broad spectrum UV protection to the skin) .
More exhaustive but non-limiting lists of components useful in the instant compositions disclosed herein are presented below.
Solubilizers
In some embodiments, the compositions include one or more solubilizers. Various solubilizers are well known in the art and may be useful for the compositions described herein. In some cases, the one or more solubilizers can be, for example, one or more cosmetically acceptable hydrotopes. A non-limiting list of possible hydrotropes includes nicotinamide, caffeine, sodium PCA, sodium salicylate, urea, and hydroxyethyl urea.
The total amount of the one or more hydrotropes in the composition may be about 0.001 wt. %to about 30 wt. %, based on the total weight of the composition. In some instances, the total amount of the one or more hydrotropes in the composition is about 0.001 wt. %to about 25 wt. %, about 20 wt. %, about 15 wt. %, about 14 wt. %, about 12 wt. %, about 10 wt.%, about 8 wt. %, about 6 wt. %, about 4 wt. %, or about 2 wt. %. Likewise, in some instances the total amount of the one or more hydrotopes in the compositions may be about 0.01 wt. %to about 30 wt. %,  25 wt. %, 20 wt. %, 15 wt. %, about 14 wt. %about 12 wt. %, about 10 wt. %, about 8 wt. %, about 6 wt. %, about 4 wt. %, or about 2 wt. %. Moreover, the total amount of the one or more hydrotopes in the composition may be about 0.1 wt. %to about 30 wt. %, 25 wt. %, 20 wt. %, 15 wt. %, about 14 wt. %about 12 wt. %, about 10 wt. %, about 8 wt. %, about 6 wt. %, about 4 wt. %, or about 2 wt. %, related to the total weight of the composition.
In some instances, if the composition includes at least the hydrotrope hydroxyethyl urea, the maximum amount of the one or more hydrotropes in the composition may be higher than 30 wt. %. For example, if the hydrotrope hydroxyethyl urea is present in the composition, the total amount of the one or more hydrotropes may be (in addition to the ranges already set forth in the above paragraph) , from about 1 wt. %to about 60 wt. %, from about 5 wt. %to about 60 wt. %, from about 5 wt. %to about 55 wt. %, from about 5 wt. %to about 50 wt. %, from about 10 wt. %to about 60 wt. %, from about 10 wt. %to about 55 wt. %, from about 10 wt. %to about 50 wt. %, from about 20 wt. %to about 60 wt. %, from about 20 wt. %to about 55 wt. %, from about 20 wt. %to about 50 wt. %, or from about 25 wt. %to about 55 wt. %, related to the total weight of the composition.
The solubilizers are typically compounds or groups of compounds that help solubilize the polydatin and the other components in the compositions of the present invention. One or more solubilizers may be a hydrtrotrope, but the solubilizers are not required to be hydrotropes. Hydrotropes (or hydrotropic agents) are a diverse class of water-soluble compounds that are characterized by an amphiphilic molecular structure and an ability to dramatically increase the solubility of poorly soluble organic molecules in water.
Many hydrotropes have an aromatic structure with an ionic moiety, while some of them are linear alkyl chains. Although hydrotropes noticeably resemble surfactants and have the ability to reduce surface tension, their small hydrophobic units and relatively shorter alkyl chain  distinguish them as a separate class of amphiphiles. Consequently their hydrophobicity is not sufficient enough to create well organized self-associated structures, such as micelles, even with a high concentration.
Common hydrotropic molecules include: sodium 1, 3-benzenedisulfonate, sodium benzoate, sodium 4-pyridinecarboxylate, sodium salicylate, sodium benzene sulfonate, caffeine, sodium p-toluene sulfonate, sodium butyl monoglycolsulfate, 4-aminobenzoic acid HCl, sodium cumene sulfonate, N, N-diethylnicotinamide, N-picolylnicotinamide, N-allylnicotinamide, 2-methacryloyloxyethyl phosphorylcholine, resorcinol, butylurea, pyrogallol, N-picolylacetamide 3.5, procaine HCl, proline HCl, nicotinamide, pyridine, 3-picolylamine, sodium ibuprofen, sodium xylenesulfonate, ethyl carbamate, pyridoxal hydrochloride, sodium benzoate, 2-pyrrolidone, ethylurea, N, N-dimethylacetamide, N-methylacetamide, and isoniazid. Hydrotropes can be found in Lee J. et al., “Hydrotropic Solubilization of Paclitaxel: Analysis of Chemical Structures for Hydrotropic Property” , Pharmaceutical Research, Vol. 20, No. 7, 2003; and Lee S. et al., “Hydrotropic Polymers: Synthesis and Characterization of Polymers Containing Picolylnicotinamide Moieties” , Macromolecules, 36, 2248-2255, 2003. Additional hydrotropes include nicotinamide (Vit B3) , caffeine, sodium PCA, sodium salicylate, urea, an dhydroxyethyl urea.
Cosmetically Acceptable Carrier
As mentioned previously, the instant compositions typically include a cosmetically acceptable carrier, which can also optionally function to help solubilize components of the compositions. For example, the cosmetically acceptable carrier may include water, an organic solvent, or a mixture thereof. Moreover, the cosmetically acceptable carrier may comprise, for example, a hydrophilic organic solvent and/or an amphiphilic organic solvent, wherein the hydrophilic organic solvent is a monohydric C 1-C 8 alcohol, a polyethylene glycol having from 6 to 80 ethylene oxides, and/or a mono or di-alkyl isosorbide; and the amphiphilic organic solvent is a  polypropylene glycol (PPG) and/or a propylene glycol alkyl ester and/or alkyl ether of PPG. Non-limiting examples include ethanol, methanol, PEG 8, propylene glycol, dipropylene glycol, buylene glycol, and isopropyl lauroyl sarccosinate.
Cosmetically acceptable carriers include, but are not limited to, one or more aqueous systems, glycerin, C 1-4 alcohols, organic solvents, fatty alcohols, fatty ethers, fatty esters, polyols, glycols, vegetable oils, mineral oils, liposomes, laminar lipid materials, water, or any combinations thereof. As examples of organic solvents, non-limiting mentions can be made of monoalcohols and polyols such as ethyl alcohol, isopropyl alcohol, propyl alcohol, benzyl alcohol, and phenylethyl alcohol, or glycols or glycol ethers such as, for example, monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol or ethers thereof such as, for example, monomethyl ether of propylene glycol, butylene glycol, hexylene glycol, dipropylene glycol as well as alkyl ethers of diethylene glycol, for example monoethyl ether or monobutyl ether of diethylene glycol. Other suitable examples of organic solvents are ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, propane diol, and glycerin. The organic solvents can be volatile or non-volatile compounds.
In some instances, cosmetically acceptable carriers may comprise water, a mixture of water and at least one cosmetically acceptable organic solvent, or at least one cosmetically acceptable organic solvent. Additionally, cosmetically acceptable carriers may be or may include ethanol, a glycol ether, for example, dipropylene glycol n-butyl ether, isododecane, mineral oil, propylene glycol, pentylene glycol, hexylene glycol, glycerol, and mixtures thereof.
The following examples are intended to illustrate the present invention without limiting the scope as a result.
EXAMPLES
The ingredient amounts/concentrations in the compositions/formulas described below are expressed in%by weight, relative to the total weight  of each composition/formula.
I. Preparation
Examples 1-4:
The invention compositions No. 2-4 and comparative composition 1 were prepared as shown in Table 1.
TABLE 1
Figure PCTCN2020132853-appb-000002
In the above compositions, the poly C10-30 alkyl acrylate was used the product of commercial name: 
Figure PCTCN2020132853-appb-000003
SP 13-1, available from Evonik; the silica and titanium dioxide was used the product of commercial name: COSMO BOOSTER 600, available from JGC CATALYSTS &CHEMICALS; and the polydatin was used the product of commercial name: POLYGONUM CUSPIDATUM ROOT EXTRACT, available from GUILIN LAYN NATURAL INGREDIENTS.
II. Evaluation of the invention and comparative compositions
The present invention and comparative compositions were evaluated and the SPF in vitro test results were shown in Table 2 as follows.
Two plates were prepared with dimensions 4.7cm×4.7cm: (1) Mold PMMA plates (HD6 HelioScreen) ; (2) Sandblasted PMMA plates (SB6 HelioScreen) . 1.3mg/cm 2 of the above compositions shown in Table 1 were coated on the above obtained plates. Taken a blank scan, wherein applied 15μL of glycerin on the above PMMA plates used. Taken 9 measurements on each plate via spectrophotometer, made averages on absorbance spectrum (A average) , and then calculated SPF in vitro with the following formula
Figure PCTCN2020132853-appb-000004
E (λ) is the erythema action spectrum
I (λ) is the spectral irradiance received from the UV source (SSR for SPF testing)
A (λ) is the mean monochromatic absorbance of the test product layer.
Table 2: SPF/PPD in vitro test results
Figure PCTCN2020132853-appb-000005
The in vitro SPF value was determined following SPF vitro Double approach with manual application; the variability between plates is lower than 20%.
The UV protection booster (s) that boost UVA and UVB photo-protection disclosed in Compositions 2-4 according to the present invention provided compositions with improved higher level UVA and UVB protection, which cannot be achieved by UV screening agent (s) alone (e.g. Comparative composition 1) .
The terms “a, ” “an, ” and “the” are understood to encompass the plural as well as the singular.
The expression “at least one” means “one or more” and vice versa, and thus includes individual components as well as mixtures/combinations.
The term “about” when referring to a value, is meant specifically that a measurement can be rounded to the value using a standard convention for rounding numbers. For example, “about 1.5” is 1.45 to 1.54. All values set forth herein can be modified with the term “about, ” if desired to impart the  meaning above, or recited without the term, regardless of whether the term “about” is specifically set forth (or is absent) in conjunction with any particular value in the specification.
All ranges and values disclosed herein are inclusive and combinable. For examples, any value or point described herein that falls within a range described herein can serve as a minimum or maximum value to derive a sub-range, etc.
All publications and patent applications cited in this specification are herein incorporated by reference, and for any and all purposes, as if each individual publication or patent application were specifically and individually indicated to be incorporated by reference. In the event of an inconsistency between the present invention and any publications or patent application incorporated herein by reference, the present invention controls.

Claims (15)

  1. A composition, comprising:
    - at least one UV screening agent, and
    - at least one UV protection booster, comprising at least two agents selected from:
    (a) poly C10-30 alkyl (methy) acrylate;
    (b) at least one UV reflecting agent that reflects ultraviolet rays;
    (c) polydatin.
  2. The composition of claim 1, wherein the UV reflecting agent that reflects ultraviolet rays is selected from inorganic non-metal oxides such as silicon oxides, inorganic metal oxides such as titanium oxides, zinc oxides and aluminium oxides, and inorganic metal hydroxides such as aluminium hydroxide.
  3. The composition of claim 1, wherein the UV reflecting agent that reflects ultraviolet rays is selected from silicon dioxide and titanium dioxide.
  4. The composition of claim 1, wherein the UV reflecting agent that reflects ultraviolet rays is silicon dioxide coated with titanium dioxide.
  5. The composition of any one of the preceding claims, wherein the UV screening agent (s) is selected from the inorganic UV screening agent (s) and/or organic UV screening agent (s) , for examples, selected from a para-aminobenzoic acid derivative, a salicylic derivative, a cinnamic derivative, a benzophenone or an aminobenzophenone, an anthranillic derivative, diphenylacrylate derivative, a benzylidenecamphor derivative, a phenylbenzimidazole derivative, a benzotriazole derivative, a triazine derivative, bisresorcinyl triazine, an imidazoline derivative, a benzalmalonate derivative, a 4, 4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, and a mixture thereof.
  6. The composition of any one of the preceding claims, wherein the polydatin is extracted from polygonium cuspidatum root.
  7. The composition of any one of the preceding claims, wherein the total amount of the UV protection booster (s) is 0.001 to 20 wt. %, based on the total weight of the composition, preferably, 0.1 to 15 wt. %, particularly 0.2 to 12 wt. %, more particularly 0.5 to 10 wt. %, or even 1 to 8 wt. %, related to the total weight of the composition.
  8. The composition of any one of the preceding claims, comprising the one or more solubilizers, wherein the one or more solubilizers are hydrotropes selected from nicotinamide, caffeine, sodium PCA, sodium salicylate, urea, hydroxyethyl urea, and a mixtures thereof.
  9. The composition of claim 8, wherein the total amount of the one or more solubilizers is 0.001 to 30 wt. %, based on the total weight of the composition.
  10. The composition of any one of the preceding claims, comprising the one or more cosmetically acceptable carrier, such as water, an organic solvent, or a mixture thereof.
  11. The composition of any one of the preceding claims, further comprising one or more skin active ingredients.
  12. The composition of any one of the preceding claims, wherein the UV protection booster (s) is selected from:
    - (1) (a) poly C10-30 alkyl (methy) acrylate and (b) silicon dioxide and titanium dioxide;
    - (2) (a) poly C10-30 alkyl (methy) acrylate and (c) polydatin; and/or
    - (3) (b) silicon dioxide and titanium dioxide and (c) polydatin.
  13. The composition of any one of the preceding claims, wherein the poly C10-30 alkyl (methy) acrylate are polyalkyl (methy) acrylate based on the followings selected from: polydecyl (methy) acrylate, polyundecyl (methy) acrylate, polydodecyl (methy) acrylate, polytridecyl (methy) acrylate, polytetradecyl (methy) acrylate, polypentadecyl (methy) acrylate, polyhexadecyl (methy) acrylate, polyheptadecyl (methy) acrylate, polyoctadecyl (methy) acrylate, polynonadecyl (methy) acrylate, polyeicosanyl (methy) acrylate, polyheneicosanyl (methy) acrylate, polydocosanyl (methy) acrylate,  polytricosanyl (methy) acrylate, polytetracosanyl (methy) acrylate, polypentacosanyl (methy) acrylate, polyhexacosanyl (methy) acrylate, polyheptacosanyl (methy) acrylate, polyoctacosanyl (methy) acrylate, polynonacosanyl (methy) acrylate, polytriacosanyl (methy) acrylate.
  14. The composition of any one of the preceding claims, further comprising one or more silicon oils, for example, wherein the one or more silicon oils are selected from polydimethylsiloxanes (PDMSs) , polydimethylsiloxanes comprising alkyl or alkoxy groups which are pendent and/or at the end of the silicone chain, which groups each contain from 2 to 24 carbon atoms, or phenyl silicones, such as phenyl trimethicones, phenyl dimethicones, phenyl (trimethylsiloxy) diphenylsiloxanes, diphenyl dimethicones, diphenyl (methyldiphenyl) trisiloxanes, (2-phenylethyl) trimethylsiloxysilicates, and a mixture thereof.
  15. A method for providing broad spectrum UV protection to the skin, comprising topically applying to the skin of a subject a composition of any one of the preceding claims.
PCT/CN2020/132853 2020-11-30 2020-11-30 Compositions for skin care WO2022110175A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
PCT/CN2020/132853 WO2022110175A1 (en) 2020-11-30 2020-11-30 Compositions for skin care
CN202080107602.0A CN116546962A (en) 2020-11-30 2020-11-30 Skin care composition
FR2100348A FR3116726B1 (en) 2020-11-30 2021-01-14 Compositions for skin care

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2020/132853 WO2022110175A1 (en) 2020-11-30 2020-11-30 Compositions for skin care

Publications (1)

Publication Number Publication Date
WO2022110175A1 true WO2022110175A1 (en) 2022-06-02

Family

ID=81755199

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2020/132853 WO2022110175A1 (en) 2020-11-30 2020-11-30 Compositions for skin care

Country Status (3)

Country Link
CN (1) CN116546962A (en)
FR (1) FR3116726B1 (en)
WO (1) WO2022110175A1 (en)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2795319A1 (en) * 1999-06-25 2000-12-29 Jean Noel Thorel Photostabilization of and 4-(tert. butyl)-4'-methoxy-dibenzylmethane against UV radiation comprises associating it with a ferulic acid derivative(s)
WO2013004777A1 (en) * 2011-07-07 2013-01-10 L'oreal Photoprotective composition
US20140170090A1 (en) * 2012-12-17 2014-06-19 Taylor James, LLC Reduced-alcohol sunscreen compositions and methods
WO2016166345A1 (en) * 2015-04-15 2016-10-20 L'oreal Composition made from trans-resveratrol or from a trans-resveratrol derivative
WO2018209449A1 (en) * 2017-05-18 2018-11-22 Medena Ag Use of naturally glycosylated polyphenols as protective agents against the effects of ultraviolet irradiation
WO2019191018A1 (en) * 2018-03-29 2019-10-03 L'oreal Methods for boosting uva photo-protection using antioxidants
WO2020000072A1 (en) * 2018-06-29 2020-01-02 L'oreal A method of providing customized color shade sunscreen products
WO2020097233A1 (en) * 2018-11-06 2020-05-14 Oreal Mineral sunscreen compositions
WO2020172725A1 (en) * 2019-02-28 2020-09-03 L'oreal Sunscreen composition, use of a sunscreen composition, use of the liquid carnauba wax and process of manufacturing a sunscreen composition

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2888491B1 (en) * 2005-07-13 2010-12-24 Oreal PHOTOPROTECTIVE COMPOSITION AND FILTRATION AGENTS FOR SUCH A COMPOSITION
FR2918269B1 (en) * 2007-07-06 2016-11-25 Oreal SOLAR PROTECTION COMPOSITION CONTAINING THE ASSOCIATION OF SEMI-CRYSTALLINE POLYMER AND HOLLOW LATEX PARTICLES
FR2982148B1 (en) * 2011-11-07 2014-08-01 Oreal SOLID SOLID COMPOSITION BASED ON LIPOPHILIC ORGANIC UV FILTER AND HYDROPHOBIC SILICA AEROGEL PARTICLES
FR2983723B1 (en) * 2011-12-12 2016-07-29 Lvmh Rech SKIN CARE AND / OR MAKE-UP METHOD PROVIDING PROTECTION AGAINST UV RAYS
FR3001150B1 (en) * 2013-01-24 2015-07-10 Jean-Noel Thorel ALTERNATIVE PROTECTION SYSTEM AGAINST UV AND FREE RADICALS
FR3046057B1 (en) * 2015-12-29 2018-02-02 L'oreal COMPOSITION COMPRISING PHOTONIC PARTICLES, AT LEAST ONE ABSORBER AND AT LEAST ONE SURFACTANT

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2795319A1 (en) * 1999-06-25 2000-12-29 Jean Noel Thorel Photostabilization of and 4-(tert. butyl)-4'-methoxy-dibenzylmethane against UV radiation comprises associating it with a ferulic acid derivative(s)
WO2013004777A1 (en) * 2011-07-07 2013-01-10 L'oreal Photoprotective composition
US20140170090A1 (en) * 2012-12-17 2014-06-19 Taylor James, LLC Reduced-alcohol sunscreen compositions and methods
WO2016166345A1 (en) * 2015-04-15 2016-10-20 L'oreal Composition made from trans-resveratrol or from a trans-resveratrol derivative
WO2018209449A1 (en) * 2017-05-18 2018-11-22 Medena Ag Use of naturally glycosylated polyphenols as protective agents against the effects of ultraviolet irradiation
WO2019191018A1 (en) * 2018-03-29 2019-10-03 L'oreal Methods for boosting uva photo-protection using antioxidants
WO2020000072A1 (en) * 2018-06-29 2020-01-02 L'oreal A method of providing customized color shade sunscreen products
WO2020097233A1 (en) * 2018-11-06 2020-05-14 Oreal Mineral sunscreen compositions
WO2020172725A1 (en) * 2019-02-28 2020-09-03 L'oreal Sunscreen composition, use of a sunscreen composition, use of the liquid carnauba wax and process of manufacturing a sunscreen composition

Also Published As

Publication number Publication date
FR3116726A1 (en) 2022-06-03
CN116546962A (en) 2023-08-04
FR3116726B1 (en) 2024-01-12

Similar Documents

Publication Publication Date Title
US10241121B2 (en) Method of selecting antioxidants for use in topically applied compositions
JP2019059791A (en) Light protective compositions
US20160296438A1 (en) Protective action of lutein against blue light on human skin cell lines
EP2637635A1 (en) Cosmetic and/or dermatological preparations containing extracts of snow algae
AU2010313116A1 (en) UV absorbing complex polyester polymers, compositions containing UV absorbing complex polyester polymers, and related methods
US11957769B2 (en) Polyhydroxy fullerene sunscreen active agents and compositions
EP2185126A2 (en) Use of troxerutin to quench the fluorescence of disodium phenyl dibenzimidazole tetrasulfonate
CN101926740A (en) Method for the photostabilization of the dibenzoylmethane derivative
CN101744739A (en) Use of an ester derived from 4-carboxy-2-pyrrolidinone as a solvent in cosmetic compositions and cosmetic compositions containing the ester
CA2927048A1 (en) Sunscreen composition
EP3593864A2 (en) Sunscreen compositions with improved water resistance of uva sunscreen active agents
CN117529303A (en) Sun-protection cosmetic composition containing mycosporine-like amino acid
CN105101946A (en) Cosmetic or dermatological composition comprising a merocyanine and an oily phase comprising at least one specific amide compound
EP2944353B1 (en) Sunscreen compositions containing a uv-absorbing polyglycerol and a non-uv-absorbing polyglycerol
CN105188646B (en) Comprising merocyanine, oil phase and C1-C4The cosmetics or dermatological compositions of single alkanol
CN105188653B (en) Cosmetics or dermatological compositions comprising merocyanine and lipophilicity benzotriazole UV-smoke agent for shielding and/or double-resorcinol group triaizine compounds
US20180353402A1 (en) Photostable, broad-spectrum sunscreen compositions
WO2022110175A1 (en) Compositions for skin care
EP3937898A1 (en) Efficient sunscreen compositions with diethylamino hydroxybenzoyl hexyl benzoate and organic particulate uv filter
US20190374454A1 (en) Oxybenzone-free compositions
KR102012798B1 (en) Synergistic compositions that reduce uv-induced lipid peroxidation, formulations and related methods
CN102177150A (en) Dithiolane compounds, composition including compounds and uses in protection of skin
Cândido et al. Prospecting In Vitro Antioxidant and Photoprotective Properties of Rosmarinic Acid in a Sunscreen System Developed by QbD Containing Octyl p-Methoxycinnamate and Bemotrizinol. Cosmetics 2022, 9, 29
WO2022122841A1 (en) Reduction of stickiness of cosmetic compositions comprising octocrylene
CN112165975A (en) Topical compositions

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 20963063

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 202080107602.0

Country of ref document: CN

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 20963063

Country of ref document: EP

Kind code of ref document: A1