[go: up one dir, main page]

WO2018081259A1 - Excellent water resistance and spf boosting properties with an association of polyester-5 and styrene/acrylates/ammonium methacrylate copolymer - Google Patents

Excellent water resistance and spf boosting properties with an association of polyester-5 and styrene/acrylates/ammonium methacrylate copolymer Download PDF

Info

Publication number
WO2018081259A1
WO2018081259A1 PCT/US2017/058272 US2017058272W WO2018081259A1 WO 2018081259 A1 WO2018081259 A1 WO 2018081259A1 US 2017058272 W US2017058272 W US 2017058272W WO 2018081259 A1 WO2018081259 A1 WO 2018081259A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
cosmetic
spf
styrene
acrylates
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2017/058272
Other languages
French (fr)
Inventor
Susan Halpern Chirch
Anil Shah
Anne-laure Suzanne BERNARD
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
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
Priority claimed from US15/337,938 external-priority patent/US20180116943A1/en
Priority claimed from US15/337,958 external-priority patent/US10231919B2/en
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2018081259A1 publication Critical patent/WO2018081259A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/04Preparations for care of the skin for chemically tanning the skin
    • 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
    • A61K2800/59Mixtures
    • A61K2800/594Mixtures of polymers

Definitions

  • the present disclosure is directed to cosmetic photoprotection compositions.
  • the compositions are useful in cosmetic, skin care and sun care. More specifically, the compositions contain the combination of Polyester-5 and Styrene/Acrylates/Aimmonium Methacrylate copolymer.
  • UV ultraviolet
  • UV light 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 the cell membrane 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.
  • Sunscreens can be used to protect against UV damage and delay the signs of aging.
  • the degree of UV protection afforded by a sunscreen composition is directly related to the amount and type of UV filters contained therein. The higher the amount of UV filters, the greater the degree of UV protection. Nevertheless, it is desirable to achieve the best photoprotection efficacy with the lowest amount of UV filters.
  • the inventors of the instant disclosure discovered a novel way to boost water resistance and SPFs that were not previously attainable with such low amounts of overall UV filters.
  • the composition of the instant disclosure typically contains: (a) Polyester-5; (b) Styrene/Acrylates/Ammonium Methacrylate copolymer; (c) one UV filter system; wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the photoprotection of the cosmetic sunscreen composition, improves the water resistance of the cosmetic sunscreen composition and reduces the stickiness of the cosmetic sunscreen composition.
  • the UV filter may be a single UV filter, or a combination of two, three, four, five, or more UV filters, including organic and/or inorganic UV filters.
  • the cosmetic sunscreen compositions are useful for protecting the skin from damage caused by UV radiation. Further, the cosmetic sunscreen compositions are useful in methods for boosting the SPF of a sunscreen composition comprising Polyester-5, Styrene/Acrylates/Ammonium Methacrylate copolymer and UV filters.
  • the instant disclosure relates to cosmetic sunscreen compositions and methods that are unique in their ability to protect the skin.
  • the inventors surprisingly discovered that when certain film formers are combined in a particular ratio, they show an exceptional Water Resistance and an SPF boost in the cosmetic photoprotection composition. The combination also improves the texture of the compositions.
  • the instant disclosure relates to a cosmetic sunscreen photoprotection comprising: (a) Polyester-5; (b) Styrene/Acrylates/Ammonium Methacrylate copolymer; (c) one UV filter; wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the water resistance of the cosmetic composition, improves the SPF of the cosmetic composition, and reduces the stickiness of the cosmetic composition.
  • the cosmetic photoprotection compositions described herein may contain at least one sulfopolyester polymer.
  • Sulfopolyester polymers are generally referred to polyesters containing ionic sulfonate (SO3 -) groups, particularly to those synthesized using a sulfomonomer such as, for example, 5-sodiosulfoisophthalic acid (5-SSIPA or SIP) or dimethyl 5-sodiosulfoisophthalate, as one of the diacids in the polyester compositions.
  • sulfopolyester polymers are well known to those skills in the art and are commercially available from Eastman Chemical Company under the Eastman AQTM family of polymers.
  • polyesters are linear, amorphous polyesters that can be dispersed in water without the assistance of surfactants or amines. This water dispersibility is attributed to the ionic nature of the sulfonate substituents attached to the polymer chains.
  • Polyester-5 is a suitable sulfopolyester polymer for use in this invention and is known as Eastman AQTM 38S Polymer. It is used as a film former.
  • the Polyester-5 may be in an amount of about 0.5 to about 4 wt. % based on the total weight of the cosmetic photoprotection composition. In some instance, the amount of Polyester-5 is, however, from about 1 to about 4 wt.%, about 1 .5 to 4 wt. %, about 2 to about 4 wt. %, about 1 to about 3.5 wt.%, about 1 to about 3 wt. %, or about 2 to about 3 wt. %.
  • the cosmetic photoprotection compositions described herein also contain a Styrene/Acrylates/Aimmonium Methacrylate copolymer.
  • Styrene/Acrylates/Aimmonium Methacrylate Copolymer is a polymer of styrene, ammonium methacrylate, and a monomer consisting of acrylic acid, methacrylic acid, or one of their simple esters (Wenninger, Canterbery, and McEwen 2000).
  • the suitable acrylate copolymer is, for example, the one known Syntran® latex 5620 CG.
  • the Styrene/Acrylates/Aimmonium Methacrylate copolymer may be in an amount of about 0.1 to about 3 wt. % based on the total weight of the cosmetic photoprotection composition.
  • the amount of Styrene/Acrylates/Ammonium Methacrylate copolymer is, however, from about 0.5 to about 3 wt. %, about 1 to 3 wt. %, about 1 .5 to about 3 wt. %, about 0.5 to about 2.5 wt. %, about 0.5 to about 2 wt. %.
  • the cosmetic photoprotection compositions described herein may contain at least one or more UV filters.
  • UV filters are well known in the art for their use in stopping UV radiation.
  • the UV filter may be one or more organic UV filters and/or one or more inorganic UV filters.
  • Non-limiting examples of UV filters include: i. Sparingly soluble UV filters (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]phen-yl]-and mixtures thereof.
  • Oil soluble organic UV filters at least partially soluble in oil or organic solvent), such as Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, Butyl
  • BMBM Methoxydibenzoylmethane
  • Oxybenzone Sulisobenzone
  • Diethylhexyl Butamido Triazone DBT
  • Drometrizole Trisiloxane Ethylhexyl
  • Methoxycinnamate EHMC
  • EHS Ethylhexyl Salicylate
  • EHT Ethylhexyl Triazone
  • Homosalate Isoamyl p-Methoxycinnamate, 4-Methylbenzylidene Camphor, Octocrylene (OCR), Polysilicone-15, and Diethylamino Hydroxy Benzoyl Hexyl Benzoate (DHHB);
  • Inorganic UV filters such as titanium oxide and zinc oxide, iron oxide, zirconium oxide and cerium oxide; and iv.
  • Water soluble UV filters 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
  • Sulisobenzone-sodium salt Benzydilene Camphor Sulfonic Acid
  • Camphor Benzalkonium Methosulfate Cinoxate
  • Disodium Phenyl Dibenzylmidazole Tetrasulfonate Terephthalylidene Dicamphor Sulfonic Acid
  • PABA PEG- 25 PABA.
  • the UV filter 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, a 4,4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, or a mixture thereof.
  • Suitable UV filters can include broad-spectrum UV filters that protect against both UVA and UVB radiation, or UV filters that protect against UVA or UVB radiation.
  • the one or more UV filters 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 filters may be octocrylene, avobenzone (butyl methoxydibenzoylmethane), oxybenzone (benzophenone-3), octisalate (ethylhexyl salicylate), and homosalate, as described in Application Serial No. 13/304,195, which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to avobenzone:
  • the ratio of octocrylene to avobenzone is 1 .6:1 .0 to 2.4:1 .0;
  • the ratio of octisalate to avobenzone is 0.8:1 .0 to 1 .3 :1 .0;
  • the ratio of each UV filter relative to avobenzone may be about: 2.0 : 1 .0 : 1 .3 : 1 .1 : 3.6 (octocrylene : avobenzone : oxybenzone : octisalate : homosalate).
  • the at least one UV filter is a combination of UV filters comprising octocrylene, avobenzone, octisalate, and homosalate, and optionally oxybenzone, as described in Application Serial No. 13/304,202, which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to avobenzone: - the ratio of octocrylene to avobenzone is 1 .6:1 .0 to 2.4:1 .0,
  • the ratio of octisalate to avobenzone is 1 .3:1 .0 to 2.0:1 .0, and
  • the ratio of each UV filter relative to avobenzone may be about: 2.0 : 1 .0: 0.0 : 1 .7: 3.0 (octocrylene : avobenzone : oxybenzone : octisalate : homosalate).
  • the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No.13/719,328, which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane:
  • the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .5:1 .0;
  • the ratio of ethylhexyl triazone to butyl methoxydibenzoylmethane is 0.3:1 .0 to 1 .0:1 .0;
  • the ratio of terephthalylidene dicamphor sulfonic acid to butyl methoxydibenzoylmethane is 0.1 :1 .0 to 0.5:1 .0;
  • methoxydibenzoylmethane is 0.3:1 .0 to 1 .0:1 .0.
  • the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .2 : 1 .0 : 0.5 : 0.6 : 0.4: 0.6
  • octocrylene butyl methoxydibenzoylmethane : bis-ethylhexyloxyphenol methoxyphenyl triazine : ethylhexyl triazone : terephthalylidene dicamphor sulfonic acid : drometrizole trisiloxane).
  • the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No. 13/719,351 , which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane:
  • the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.6:1 .0 to 1 .25:1 .0;
  • the ratio of ethylhexyl triazone to butyl methoxydibenzoylmethane is 0.4:1 .0 to 1 .0:1 .0;
  • methoxydibenzoylmethane is 0.4:1 .0 to 1 .1 :1 .0.
  • the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .0 : 1 .0 : 0.7 : 0.5 : 0.7 (octocrylene : butyl methoxydibenzoylmethane : ethylhexyl triazone : terephthalylidene dicamphor sulfonic acid : drometrizole trisiloxane).
  • the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No. 13/719,368, which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane:
  • the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .2:1 .0;
  • methoxydibenzoylmethane is 0.4:1 .0 to 0.8:1 .0.
  • the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .0 : 1 .0 : 0.4 : 0.4 : 0.6 (octocrylene : butyl methoxydibenzoylmethane bis-ethylhexyloxyphenol methoxyphenyl triazine: terephthalylidene dicamphor sulfonic acid : drometrizole trisiloxane).
  • the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No. 13/719,374, which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane is as follows:
  • the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .3:1 .0;
  • the ratio of bis-ethylhexyloxyphenol methoxyphenyl triazine to butyl methoxydibenzoylmethane is 0.1 :1 .0 to 0.6:1 .0;
  • methoxydibenzoylmethane is 0.3:1 .0 to 0.7:1 .0.
  • the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .0 : 1 .0 : 0.3 : 0.5 : 0.5 (octocrylene : butyl methoxydibenzoylmethane : bis-ethylhexyloxyphenol methoxyphenyl triazine: ethylhexyl triazone : drometrizole trisiloxane).
  • the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and terephthalylidene dicampohor sulfonic acid, as described in Application Serial No. 13/719,393, which is incorporated herein by reference in its entirety.
  • this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane is as follows:
  • the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .6:1 .0;
  • the ratio of bis-ethylhexyloxyphenol methoxyphenyl triazine to butyl methoxydibenzoylmethane is 0.2:1 .0 to 0.6:1 .0;
  • the ratio of terephthalylidene dicampohor sulfonic acid to butyl methoxydibenzoylmethane is 0.01 :1 .0 to 0.3:1 .0.
  • the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .2 : 1 .0 : 0.3 : 0.5 : 0.1
  • octocrylene butyl methoxydibenzoylmethane : bis-ethylhexyloxyphenol methoxyphenyl triazine: ethylhexyl triazone : terephthalylidene dicampohor sulfonic acid).
  • the sunscreen compositions of the instant disclosure may include an individual UV filter or a combination of UV filters.
  • sunscreen compositions may include two, three, four, five, or more UV filters.
  • the one or more UV filters is in an amount of from about 0.1 to about 40 wt. %, about 0.1 to about 35 wt.
  • 0.1 to about 30 wt.%, about 0.1 to about 25 wt.%, 0.1 to about 20 wt.%, about 0.1 to about 12 wt.%, about 0.1 to about 10 wt.%, 0.1 to about 8 wt.%, about 0.1 to about 6 wt.%, about 1 wt.% to about 25 wt.%, about 1 wt.% to about 20 wt.%, about 1 wt.% to about 18 wt.%, about 1 wt.% to about 15 wt.%, about 1 wt.% to about 12 wt.%, about 1 wt.% to about 10 wt.%, about 1 wt.% to about 8 wt.%, about 1 wt.
  • the ratio of Polyester-5 and Styrene/Acrylates/ammonium Methacrylate copolymer may be any suitable ratio, including, but not limited to, a ratio between about 10:1 to about 1 :5, alternatively between about 5:1 to about 1 :3, alternatively between about 2:1 to about 1 :1 .
  • composition according to the present disclosure can be formulated to achieve a variety of different SPFs.
  • the composition can have an in vitro or in vivo SPF of at least 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 105, 1 10, 1 15, 120, 125, 135, 150, 175, 200, 225, 250, 300, 325, 350, 375, 400 or higher (or in a range between any of these values).
  • the term "SPF booster” refers to a material which increases the UV absorption of another material when the two are intermixed in a composition by refracting UV radiation, thereby increasing the effective path length of the UV radiation through the composition.
  • booster or "SPF booster” means a compound or composition that when used in a formulation in conjunction with a UV filtering agent, increases the SPF of the formulation without increasing the amount of UV filtering agent in the formulation.
  • the at least one booster can be any booster known in the art.
  • the at least one booster may be selected from the group consisting of styrene/acrylates copolymer (Sunspheres®), calcium aluminum borosilicate, sodium borosilicate particulates, calcium/sodium borosilicate hollow microspheres, and calcium/sodium borosilicate microspheres.
  • the booster is styrene/acrylates copolymer (Sunspheres®).
  • boosters are those capable of reflecting UV light such as glass microspheres.
  • the glass microspheres used in the compositions are essentially homogeneous and essentially uniform in sphericity and have a mean particle size of between about 5 ⁇ and 70 ⁇ , such as from about 10 m to 20 ⁇ .
  • Glass microspheres useful in the present invention include hollow microspheres of calcium aluminum borosilicate (commercially available from Presperse Inc.
  • the compositions may include one or more boosters.
  • the booster itself is not typically an active ingredient (i.e., UV filter), but is designed to enhance the effectiveness of the sunscreen actives present in the formulation.
  • Suitable boosters include, but are not limited to, styrene/acrylates copolymer, sodium bentonites, highly purified white sodium bentonites, montmorillonite, fluorene derivatives, ester derivatives of cyano(9H-fluoren-9-ylidene), amides, malates, bis-urethanes, or any combinations thereof.
  • compositions according to the instant disclosure may be prepared according to techniques that are well known to those skilled in the art, in particular those intended for the preparation of emulsions of oil-in-water or water-in-oil type. They may be in particular in the form of a simple or complex emulsion (O/W, W/O, O/W/O or W/O/W emulsion) such as a cream or a milk, in the form of a gel or a cream-gel, or in the form of a lotion.
  • a simple or complex emulsion such as a cream or a milk
  • a gel or a cream-gel such as a cream or a cream-gel
  • a lotion such as a lotion.
  • oils/emollients that may be included in the cosmetic sunscreen compositions include: hydrocarbon-based oils of plant origin, such as liquid triglycerides of fatty acids containing from 4 to 10 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesameseed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, coriander oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel, jojoba oil, shea butter oil and caprylyl glycol; synthetic esters and ethers, especially of fatty acids, for instance Purcellin oil, 2-octyldodecyl
  • silicone oils for instance volatile or non-volatile polymethylsiloxanes (PDMS) with a linear or cyclic silicone chain, which are liquid or pasty at room temperature, in particular volatile silicone oils, especially cyclopolydimethylsiloxanes (cyclomethicones) such as cyclohexadimethylsiloxane and cyclopentadimethylsiloxane; polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, which are pendent or at the end of a silicone chain, these groups containing from 2 to 24 carbon atoms; phenyl silicones, for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyl dimethicones, diphenylmethyldiphenyltrisiloxanes or 2-phenylethyl trimethylsiloxy silicates, and polymethylphenyl
  • Additional examples include benzoic acid esters of C9-C15 alcohols, isononyl iso-nonanoate, C12 - C15 alkyl benzoate, or any combinations thereof.
  • oils/emollients include cocoglyceride, cyclomethicone, dimethicone, dicapryl maleate, caprylic/capric triglyceride, isopropyl myristate, octyl stearate, isostearyl linoleate, lanolin oil, coconut oil, cocoa butter, olive oil, avocado oil, aloe extracts, jojoba oil, castor oil, fatty acid, oleic acid, stearic acid, fatty alcohol, cetyl alcohol, hexadecyl alcohol, diisopropyl adipate, hydroxybenzoate esters, benzoic acid esters of C9 - C15 alcohols, isononyl iso-nonanoate, alkanes, mineral oil, silicone, dimethyl polysiloxane, ether, polyoxypropylene butyl ether, polyoxypropylene cetyl ether, Ci2-Ci5 alky
  • hydrophilic organic solvents examples include: monohydric C1 -C8 alcohols such as ethanol, propanol, butanol, isopropanol, isobutanol; Polyethylene glycols from 6 to 80 ethylene oxides such as propylene glycol, isoprene glycol, butylene glycol, glycerol, sorbitol; mono or di-alkyl isosorbides such as dimethyl isosorbide.
  • amphiphilic organic solvents include : polypropylene glycol (PPG) like propylene glycol alkyl ester or alkyl ether of PPG like PPG-23 oleyl ether and PPG- 36 oleate.
  • the total amount of oils/emollient present in the compositions is typically about 0.1 , 0.5, 1 .0, or 2.5 wt. % to about 5.0, 7.5, 10.0, 15.0, 20.0, or 30 wt.% of the total weight of the composition.
  • the cosmetic photoprotection compositions typically include at least one emulsifier such as an amphoteric, anionic, cationic or nonionic emulsifier, used alone or as a mixture, and optionally a co-emulsifier.
  • the emulsifiers are chosen in an appropriate manner according to the emulsion to be obtained (W/O or O/W).
  • the emulsifier and the co-emulsifier are generally present in the composition in a proportion ranging from 0.3% to 30% by weight and preferably from 0.5% to 20% by weight relative to the total weight of the composition.
  • emulsifiers examples include dimethicone copolyols, such as the mixture of cyclomethicone and dimethicone copolyol sold under the trade name DC 5225 C by the company Dow Corning, and alkyl dimethicone copolyols such as the lauryl dimethicone copolyol sold under the name Dow Corning 5200 Formulation Aid by the company Dow Corning, and the cetyl dimethicone copolyol sold under the name Abil EM 90TM by the company Goldschmidt.
  • dimethicone copolyols such as the mixture of cyclomethicone and dimethicone copolyol sold under the trade name DC 5225 C by the company Dow Corning
  • alkyl dimethicone copolyols such as the lauryl dimethicone copolyol sold under the name Dow Corning 5200 Formulation Aid by the company Dow Corning
  • a crosslinked elastomeric solid organopolysiloxane comprising at least one oxyalkylene group such as those obtained according to the procedure of Examples 3, 4 and 8 of U.S. Pat. No. 5,412,004 and of the examples of U.S. Pat. No. 5,81 1 ,487, especially the product of Example 3 (synthesis example) of U.S. Pat. No. 5,412,004, such as the product sold under the reference KSG 21 by the company Shin-Etsu, may also be used as surfactants for W/O emulsions.
  • emulsifiers examples include nonionic emulsifiers such as oxyalkylenated (more particularly polyoxyethylenated) fatty acid esters of glycerol; oxyalkylenated fatty acid esters of sorbitan; oxyalkylenated (oxyethylenated and/or oxypropylenated) fatty acid esters; oxyalkylenated (oxyethylenated and/or oxypropylenated) fatty alcohol ethers; sugar esters such as sucrose stearate; and mixtures thereof.
  • nonionic emulsifiers such as oxyalkylenated (more particularly polyoxyethylenated) fatty acid esters of glycerol; oxyalkylenated fatty acid esters of sorbitan; oxyalkylenated (oxyethylenated and/or oxypropylenated) fatty acid esters; oxyalkylenated (oxye
  • the fatty acid esters of a sugar that can be used as nonionic amphiphilic lipids can be chosen in particular from the group comprising esters or mixtures of esters of a C8-C22 fatty acid and of sucrose, of maltose, of glucose or of fructose, and esters or mixtures of esters of a C14-C22 fatty acid and of methylglucose.
  • the C8-C22 or C14-C22 fatty acids forming the fatty unit of the esters that can be used in the emulsion comprise a saturated or unsaturated linear alkyl chain having, respectively, from 8 to 22 or from 14 to 22 carbon atoms.
  • the fatty unit of the esters can be chosen in particular from stearates, behenates, arachidonates, palmitates, myristates, laurates, caprates and mixtures thereof.
  • esters or of mixtures of esters of a fatty acid and of sucrose, of maltose, of glucose or of fructose mention may be made of sucrose monostearte, sucrose distearate, sucrose tristearate and mixtures thereof, such as the products sold by the company Croda under the name Crodesta F50, F70, F1 10 and F160 having, respectively, an HLB (Hydrophilic Lipophilic Balance) of 5, 7, 1 1 and 16; and, by way of example of esters or of mixtures of esters of a fatty acid and of methylglucose, mention may be made of the disearate of methylglucose and of polyglycerol-3, sold by the company Goldschmidt under the name Tego-care 450.
  • glucose monoesters or maltose monoesters such as methyl O-hexadecanoyl-6-D-glucoside and O-hexadecanoyl-6-D-maltoside.
  • the fatty alcohol ethers of a sugar that can be used as nonionic amphiphilic lipids can be chosen in particular form the group comprising ethers or mixtures of ethers of a C8-C22 fatty alcohol and of glucose, of maltose, of sucrose or of fructose, and ethers or mixtures of ethers of a C14-C22 fatty alcohol and of methylglucose. They are in particular alkylpolyglucosides.
  • the C8-C22 or C14-C22 fatty alcohols forming the fatty unit of the ethers that can be used in the emulsion of the instant disclosure comprise a saturated or unsaturated linear alkyl chain having, respectively, from 8 to 22 or from 14 to 22 carbon atoms.
  • the fatty unit of the ethers can be chosen in particular from decyl, cetyl, behenyl, arachidyl, stearyl, palmityl, myristyl, lauryl, capryl and hexadecanoyl units, and mixtures thereof such as cetearyl.
  • alkylpolyglucosides such as decylglucoside and laurylglucoside sold, for example, by the company Henkel under the respective names Plantaren 2000 and Plantaren 1200, cetostearylglucoside, optionally as a mixture with cetostearyl alcohol, sold, for example, under the name Montanov 68 by the company Seppic, under the name Tego-care CG90 by the company Goldschmidt and under the name Emulgade KE3302 by the company Henkel, and also arachidylglucoside, for example in the form of the mixture of arachidyl and behenyl alcohols and of arachidylglucoside sold under the name Montanov 202 by the company Seppic.
  • alkylpolyglucosides such as decylglucoside and laurylglucoside sold, for example, by the company Henkel under the respective names Plantaren 2000 and Plantaren 1200
  • cetostearylglucoside optionally as a
  • nonionic amphiphilic lipid of this type of sucrose monostearate, sucrose distearate, sucrose tristearate and mixtures thereof, the distearate of methylglucose and of polyglycerol-3, and alkylpolyglucosides.
  • the glycerol fatty esters that can be used as nonionic amphiphilic lipids can be chosen in particular from the group comprising the esters formed from at least one acid comprising a saturated linear alkyl chain having from 16 to 22 carbon atoms, and from 1 to 10 glycerol units. Use may be made of one or more of these glycerol fatty esters in the emulsion of the instant disclosure.
  • esters may be chosen in particular from stearates, behenates, arachidates, palmitates and mixtures thereof. Stearates and palmitates are preferably used.
  • a surfactant that can be used in the emulsion of the instant disclosure, mention may be made of decaglycerol monostearate, distearate, tristearate and pentastearate (10 glycerol units) (CTFA names: polyglyceryl-10 stearate, polyglyceryl-10 distearate, polyglyceryl-10 tristearate, polyglyceryl-10 pentastearate), such as the products sold under the respective names Nikkol Decaglyn 1 -S, 2-S, 3-S and 5-S by the company Nikko, and diglyceryl monostearate (CTFA name: polyglyceryl- 2 stearate) such as the product sold by the company Nikko under the name Nikkol DGMS.
  • the sorbitan fatty esters that can be used as nonionic amphiphilic lipids chosen in particular from the group comprising esters of a C16-C22 fatty acid and of sorbitan and oxyethylenated esters of a C16-C22 fatty acid and of sorbitan. They are formed from at least one fatty acid comprising at least one saturated linear alkyl chain, having, respectively, from 16 to 22 carbon atoms, and from sorbitol or from ethoxylated sorbitol.
  • the oxyethylenated esters generally comprise from 1 to 100 ethylene oxide units, and preferably from 2 to 40 ethylene oxide (EO) units.
  • esters can be chosen in particular from stearates, behenates, arachidates, palmitates and mixtures thereof. Stearates and palmitates are preferably used.
  • sorbitan fatty ester and of an oxyethylenated sorbitan fatty ester, mention may be made of sorbitan monostearate (CTFA name: sorbitan stearate) sold by the company ICI under the name Span 60, sorbitan monopalmitate (CTFA name: sorbitan palmitate) sold by the company ICI under the name Span 40, or sorbitan 20 EO tristearate (CTFA name: polysorbate 65) sold by the company ICI under the name Tween 65.
  • CFA name sorbitan monostearate
  • CTFA name sorbitan palmitate
  • sorbitan 20 EO tristearate CFA name: polysorbate 65
  • the ethoxylated fatty ethers are typically ethers made up of 1 to 100 ethylene oxide units and of at least one fatty alcohol chain having from 16 to 22 carbon atoms.
  • the fatty chain of the ethers can be chosen in particular from behenyl, arachidyl, stearyl and cetyl units, and mixtures thereof, such as cetearyl.
  • ethoxylated fatty ethers By way of example of ethoxylated fatty ethers, mention may be made of ethers of behenyl alcohol comprising 5, 10, 20 and 30 ethylene oxide units (CTFA names: beheneth-5, beheneth-10, beheneth-20 and beheneth-30), such as the products sold under the names Nikkol BB5, BB10, BB20 and BB30 by the company Nikko, and the ether of stearyl alcohol comprising 2 ethylene oxide units (CTFA name: steareth-2), such as the product sold under the name Brij 72 by the company ICI.
  • CTFA names behenyl alcohol comprising 5, 10, 20 and 30 ethylene oxide units
  • CTFA names beheneth-5, beheneth-10, beheneth-20 and beheneth-30
  • CTFA name ether of stearyl alcohol comprising 2 ethylene oxide units
  • the ethoxylated fatty esters that can be used as nonionic amphiphilic lipids are esters made up of 1 to 100 ethylene oxide units and of at least one fatty acid chain comprising from 16 to 22 carbon atoms.
  • the fatty chain of the esters can be chosen in particular from stearate, behenate, arachidate and palmitate units, and mixtures thereof.
  • ester of stearic acid comprising 40 ethylene oxide units, such as the product sold under the name Myrj 52 (CTFA name: PEG-40 stearate) by the company ICI, and the ester of behenic acid comprising 8 ethylene oxide units (CTFA name: PEG-8 behenate), such as the product sold under the name Compritol HD5 ATO by the company Gattefosse.
  • Poloxamer 282 such as the product sold by the company ICI under the name Plur
  • nonionic amphiphilic lipids mention may also be made of the mixtures of nonionic surfactants described in document EP-A-705593, incorporated herein for reference.
  • Suitable hydrophobically-modified emulsifiers include, for example, inulin lauryl carbamate, commercially available from Beneo Orafti under the tradename Inutec SP1 .
  • the total amount of emulsifier present in the compositions is typically in an amount of about 0.1 , 0.2, or 0.5 wt.% to about 4.0, 5.0, 6.0, or 7.5 wt.%, based on the total weight of the composition.
  • Gelling agents may also be included in the sunscreen compositions.
  • suitable hydrophilic gelling agents include carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C10-C30- alkylacrylate copolymer); polyacrylamides, for instance the crosslinked copolymers sold under the names Sepigel 305 (CTFA name: polyacrylamide/C13-14 isoparaffin/Laureth 7) or Simulgel 600 (CTFA name: acrylamide/sodium acryloyldimethyltaurate copolymer/isohexadecane/polysorbate 80) by the company SEPPIC; 2-acrylamido-2- methylpropanesulfonic acid polymers and copolymers, which are optionally crosslinked and/or neutralized, for instance the poly(2-acrylamido-2-methylpropanesulfonic acid) (CTFA name ⁇ ammonium polyacryldimethyltauramide); cellulose-based
  • Lipophilic gelling agents include modified clays such as hectorite and its derivatives, for instance the products sold under the name bentone.
  • the gelling agent is ammonium acryloyldimethyltaurate/steareth-25 methacrylate crosspolymer, commercially available from Clariant under the tradename Aristoflex HMS.
  • the gelling agent is typically used in an amount of about 0.05 to about 1 .5% by weight, from about 0.08 to about 1 .0% by weight, or about 0.1 to about 0.5% by weight, based on the total weight of the composition.
  • Plasticizers may be included to influence the film formation properties of the sulfopolyester and which may influence delivery rate of ultraviolet absorbers to the skin.
  • plasticizers include but are not limited to ingredients such as propylene glycol, glycerin, methyl pentane diol, butylene glycol, hexylene glycol, octanediol, phenoxyethanol, cyclohexane dimethanol, glycolic acid, lactic acid, acetic acid, propionic acid, salicylic acid, triethyl citrate, acetoxy triethyl citrate, tributyl citrate, triacetin, glycerol esters of acetic, propionic acid and the like, and mixtures thereof.
  • the instant disclosure will be better understood from the examples that follow, all of which are intended for illustrative purposes only and are not meant to limit the scope of the instant disclosure in any way.
  • a cosmetic photoprotection composition containing the combination of the Polyester-5 and the Syntran® latex 5620 CG was prepared.
  • the components of the composition are presented in Table 1 , below.
  • composition above was prepared by first dissolving the components of phase A together at 75-80 °C.
  • the components of phase B were mixed at 75-80°C separately.
  • the mixture B was added to A quickly and homogenized for 20 minutes.
  • the solution obtained was then started to cool to room temperature. While cooling, add phase C, and homogenize for 15 min.
  • the Water Resistance and the SPF were measured at the same time.
  • the SPF was measured before and after the water bath.
  • the in vitro protocol was as followed.
  • the formula was spread on a PMMA (polymethyl methacrylate) plate (7x2cm Europlastic plate), and then let dry for 20 minutes.
  • the in vitro SPF was measured using a Labsphere 2000 model. After the measurement, the PMMA plate was put in a circulating bath for 20 minutes. The PMMA plate was then removed and let dry for 20 minutes.
  • the in vitro SPF was measured again and the in vitro WR was calculated using the following formula: s p Ff « nn
  • control example (Comparative example 1 from Table 3), containing none of the film formers that were being studied, exhibited an average or low Water Resistance properties (29% in Vitro) compared to the inventive and comparative examples.
  • Table 1 the association between Syntran® 5620 CG and AQTM38S and the association between Syntran® 5760 CG and AQTM38S exhibited the same high Water Resistance properties (46% in Vitro and 95% in Vivo in the former, 46% in Vitro and 92% in Vivo in the later).
  • the concentrations studied for each of the active ingredients was 2% instead of 2.82%, but it did show that the Water Resistance properties were different when the two film formers were used separately.
  • the in Vitro Water Resistance measured was 68%.
  • the comparative example 2 comprising AQTM38S the in Vitro Water Resistance measured was 17%.
  • compositions in the tables below were prepared as described previously in the Example 1 , but with different quantity and type of film formers. The SPF was measured.
  • the control example (see comparative example 1 from Table 2), containing none of the film formers that were being studied, exhibited an average or low SPF properties (17 in Vitro and 35 in Vivo) compared to the inventive and comparative examples.
  • Table 4 the association between Syntran® 5620 CG and AQTM38S (see inventive Example 1 ) and the association between Syntran® 5760 CG and AQTM38S (see inventive example 2) both exhibited high SPF properties (51 in Vitro and 63 in Vivo).
  • inventive example 3 containing 2.82% of Syntran® 5620 CG exhibited the same in Vivo SPF properties as inventive examples 1 and 2 (63) but a lower In Vitro SPF properties (45). So, the improvement of the SPF properties is the result of the combination of the two polymers rather than from the presence of one polymer at the same concentration. Furthermore, the comparative results demonstrate also the importance of the combination of the two film formers.
  • the concentration of the active ingredient studied was lower in both cases (2% instead of 2.82%), but it did show that the SPF properties were different when the two film formers are used separately.
  • the in Vitro SPF properties measured was 36%.
  • the comparative example 2 comprising AQTM38S at the same concentration the in Vitro SPF properties measured was 38%.
  • inventive examples are shown in comparison to comparative examples in order to illustrate the stickiness levels of the photoprotection products.
  • the inventive examples demonstrate an increase in both the Water Resistance properties and the SPF properties clearly showing the unexpected synergy between the two film formers, in particular, inventive example 1 .
  • inventive example 1 is the one showing the best feeling on the skin compared to inventive examples 2 and 3. It appears though that the combination between Syntran® 5620 CG and AQTM38S is the best combination for the overall properties (Water Resistance, SPF properties and stickiness).

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

The present disclosure relates to a cosmetic sunscreen photoprotection comprising: (a) Polyester-5; (b) Styrene/Acrylates/Ammonium Methacrylate copolymer; (c) one UV filter; wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the water resistance of the cosmetic sunscreen composition, improves the SPF of the cosmetic sunscreen composition, and reduces the stickiness of the cosmetic sunscreen composition.

Description

TITLE
EXCELLENT WATER RESISTANCE AND SPF BOOSTING PROPERTIES WITH AN ASSOCIATION OF POLYESTER-5 AND STYRENE/ACRYLATES/AMMONIUM
METHACRYLATE COPOLYMER
FIELD OF THE DISCLOSURE
[0001] The present disclosure is directed to cosmetic photoprotection compositions. The compositions are useful in cosmetic, skin care and sun care. More specifically, the compositions contain the combination of Polyester-5 and Styrene/Acrylates/Aimmonium Methacrylate copolymer.
BACKGROUND
[0002] The negative effects of exposure to ultraviolet ("UV") light are well-known. Prolonged exposure to sunlight causes damage such as sunburn to the skin. When skin is exposed to UV light having a wavelength of from about 290 nm to about 400 nm, long term damage can lead to serious conditions such as skin cancer.
[0003] UV light 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 the cell membrane 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.
[0004] Sunscreens can be used to protect against UV damage and delay the signs of aging. The degree of UV protection afforded by a sunscreen composition is directly related to the amount and type of UV filters contained therein. The higher the amount of UV filters, the greater the degree of UV protection. Nevertheless, it is desirable to achieve the best photoprotection efficacy with the lowest amount of UV filters. The inventors of the instant disclosure discovered a novel way to boost water resistance and SPFs that were not previously attainable with such low amounts of overall UV filters.
SUMMARY OF THE DISCLOSURE
[0005] The composition of the instant disclosure typically contains: (a) Polyester-5; (b) Styrene/Acrylates/Ammonium Methacrylate copolymer; (c) one UV filter system; wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the photoprotection of the cosmetic sunscreen composition, improves the water resistance of the cosmetic sunscreen composition and reduces the stickiness of the cosmetic sunscreen composition. The UV filter may be a single UV filter, or a combination of two, three, four, five, or more UV filters, including organic and/or inorganic UV filters.
[0006] The cosmetic sunscreen compositions are useful for protecting the skin from damage caused by UV radiation. Further, the cosmetic sunscreen compositions are useful in methods for boosting the SPF of a sunscreen composition comprising Polyester-5, Styrene/Acrylates/Ammonium Methacrylate copolymer and UV filters.
[0007] The instant disclosure relates to cosmetic sunscreen compositions and methods that are unique in their ability to protect the skin. The inventors surprisingly discovered that when certain film formers are combined in a particular ratio, they show an exceptional Water Resistance and an SPF boost in the cosmetic photoprotection composition. The combination also improves the texture of the compositions.
DETAILED DESCRIPTION OF THE DISCLOSURE
[0008] The instant disclosure relates to a cosmetic sunscreen photoprotection comprising: (a) Polyester-5; (b) Styrene/Acrylates/Ammonium Methacrylate copolymer; (c) one UV filter; wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the water resistance of the cosmetic composition, improves the SPF of the cosmetic composition, and reduces the stickiness of the cosmetic composition.
[0009] The cosmetic photoprotection compositions described herein may contain at least one sulfopolyester polymer. Sulfopolyester polymers are generally referred to polyesters containing ionic sulfonate (SO3 -) groups, particularly to those synthesized using a sulfomonomer such as, for example, 5-sodiosulfoisophthalic acid (5-SSIPA or SIP) or dimethyl 5-sodiosulfoisophthalate, as one of the diacids in the polyester compositions. Such sulfopolyester polymers are well known to those skills in the art and are commercially available from Eastman Chemical Company under the Eastman AQ™ family of polymers. The polymers are linear, amorphous polyesters that can be dispersed in water without the assistance of surfactants or amines. This water dispersibility is attributed to the ionic nature of the sulfonate substituents attached to the polymer chains. In one embodiment, Polyester-5 is a suitable sulfopolyester polymer for use in this invention and is known as Eastman AQ™ 38S Polymer. It is used as a film former.
[0010] As mentioned above, the Polyester-5 may be in an amount of about 0.5 to about 4 wt. % based on the total weight of the cosmetic photoprotection composition. In some instance, the amount of Polyester-5 is, however, from about 1 to about 4 wt.%, about 1 .5 to 4 wt. %, about 2 to about 4 wt. %, about 1 to about 3.5 wt.%, about 1 to about 3 wt. %, or about 2 to about 3 wt. %.
[0011] The cosmetic photoprotection compositions described herein also contain a Styrene/Acrylates/Aimmonium Methacrylate copolymer. The
Styrene/Acrylates/Aimmonium Methacrylate Copolymer is a polymer of styrene, ammonium methacrylate, and a monomer consisting of acrylic acid, methacrylic acid, or one of their simple esters (Wenninger, Canterbery, and McEwen 2000). In one of the embodiment, the suitable acrylate copolymer is, for example, the one known Syntran® latex 5620 CG.
[0012] As mentioned above, the Styrene/Acrylates/Aimmonium Methacrylate copolymer may be in an amount of about 0.1 to about 3 wt. % based on the total weight of the cosmetic photoprotection composition. In some instance, the amount of Styrene/Acrylates/Ammonium Methacrylate copolymer is, however, from about 0.5 to about 3 wt. %, about 1 to 3 wt. %, about 1 .5 to about 3 wt. %, about 0.5 to about 2.5 wt. %, about 0.5 to about 2 wt. %.
[0013] The cosmetic photoprotection compositions described herein may contain at least one or more UV filters.
[0014] UV filters are well known in the art for their use in stopping UV radiation. For example, the UV filter may be one or more organic UV filters and/or one or more inorganic UV filters. Non-limiting examples of UV filters include: i. Sparingly soluble UV filters (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]phen-yl]-and mixtures thereof. ii. Oil soluble organic UV filters (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 filters such as titanium oxide and zinc oxide, iron oxide, zirconium oxide and cerium oxide; and iv. Water soluble UV filters 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.
[0015] In some instances, the UV filter 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, a 4,4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a malonate diphenyl butadiene derivative, a chalcone, or a mixture thereof.
[0016] Suitable UV filters can include broad-spectrum UV filters that protect against both UVA and UVB radiation, or UV filters that protect against UVA or UVB radiation. In some instances, the one or more UV filters 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.
[0017] Furthermore, combinations of UV filters may be used. For example, the combination of UV filters may be octocrylene, avobenzone (butyl methoxydibenzoylmethane), oxybenzone (benzophenone-3), octisalate (ethylhexyl salicylate), and homosalate, as described in Application Serial No. 13/304,195, which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to avobenzone:
- the ratio of octocrylene to avobenzone is 1 .6:1 .0 to 2.4:1 .0;
- the ratio of oxybenzone to avobenzone 1 .0 :1 .0 to 1 .6 :1 .0;
- the ratio of octisalate to avobenzone is 0.8:1 .0 to 1 .3 :1 .0; and
- the ratio of homosalate to avobenzone is 2.8:1 .0 to 4.3:1 .
[0018] Furthermore, the ratio of each UV filter relative to avobenzone may be about: 2.0 : 1 .0 : 1 .3 : 1 .1 : 3.6 (octocrylene : avobenzone : oxybenzone : octisalate : homosalate).
[0019] In one embodiment, the at least one UV filter is a combination of UV filters comprising octocrylene, avobenzone, octisalate, and homosalate, and optionally oxybenzone, as described in Application Serial No. 13/304,202, which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to avobenzone: - the ratio of octocrylene to avobenzone is 1 .6:1 .0 to 2.4:1 .0,
- the ratio of oxybenzone to avobenzone 0.0:1 .0 to 0.016:1 .0,
- the ratio of octisalate to avobenzone is 1 .3:1 .0 to 2.0:1 .0, and
- the ratio of homosalate to avobenzone is 2.3:1 .0 to 3.6:1 .
[0020] Furthermore, the ratio of each UV filter relative to avobenzone may be about: 2.0 : 1 .0: 0.0 : 1 .7: 3.0 (octocrylene : avobenzone : oxybenzone : octisalate : homosalate).
[0021] In some embodiment, the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No.13/719,328, which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane:
- the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .5:1 .0;
- the ratio of bis-ethylhexyloxyphenol methoxyphenyl triazine to butyl methoxydibenzoylmethane 0.3:1 .0 to 0.8:1 .0;
- the ratio of ethylhexyl triazone to butyl methoxydibenzoylmethane is 0.3:1 .0 to 1 .0:1 .0;
- the ratio of terephthalylidene dicamphor sulfonic acid to butyl methoxydibenzoylmethane is 0.1 :1 .0 to 0.5:1 .0; and
- the ratio of drometrizole trisiloxane to butyl
methoxydibenzoylmethane is 0.3:1 .0 to 1 .0:1 .0.
[0022] Furthermore, the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .2 : 1 .0 : 0.5 : 0.6 : 0.4: 0.6 (octocrylene : butyl methoxydibenzoylmethane : bis-ethylhexyloxyphenol methoxyphenyl triazine : ethylhexyl triazone : terephthalylidene dicamphor sulfonic acid : drometrizole trisiloxane). [0023] In one embodiment, the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, ethylhexyl triazone, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No. 13/719,351 , which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane:
- the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.6:1 .0 to 1 .25:1 .0;
- the ratio of ethylhexyl triazone to butyl methoxydibenzoylmethane is 0.4:1 .0 to 1 .0:1 .0;
- the ratio of terephthalylidene dicamphor sulfonic acid to butyl methoxydibenzoylmethane is 0.3:1 .0 to 0.7:1 .0; and
- the ratio of drometrizole trisiloxane to butyl
methoxydibenzoylmethane is 0.4:1 .0 to 1 .1 :1 .0.
[0024] Furthermore, the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .0 : 1 .0 : 0.7 : 0.5 : 0.7 (octocrylene : butyl methoxydibenzoylmethane : ethylhexyl triazone : terephthalylidene dicamphor sulfonic acid : drometrizole trisiloxane).
[0025] In another embodiment, the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No. 13/719,368, which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane:
- the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .2:1 .0;
- the ratio of bis-ethylhexyloxyphenol methoxyphenyl triazine to butyl methoxydibenzoylmethane is 0.2:1 .0 to 0.6:1 .0; - the ratio of terephthalylidene dicamphor sulfonic acid to butyl methoxydibenzoylmethane is 0.0.25:1 .0 to 0.75:1 .0; and
- the ratio of drometrizole trisiloxane to butyl
methoxydibenzoylmethane is 0.4:1 .0 to 0.8:1 .0.
[0026] Furthermore, the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .0 : 1 .0 : 0.4 : 0.4 : 0.6 (octocrylene : butyl methoxydibenzoylmethane bis-ethylhexyloxyphenol methoxyphenyl triazine: terephthalylidene dicamphor sulfonic acid : drometrizole trisiloxane).
[0027] In one or more embodiments, the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and drometrizole trisiloxane, as described in Application Serial No. 13/719,374, which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane is as follows:
- the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .3:1 .0;
- the ratio of bis-ethylhexyloxyphenol methoxyphenyl triazine to butyl methoxydibenzoylmethane is 0.1 :1 .0 to 0.6:1 .0;
- the ratio of ethylhexyl triazone to butyl methoxydibenzoylmethane is 0.2:1 .0 to 0.6:1 .0; and
- the ratio of drometrizole trisiloxane to butyl
methoxydibenzoylmethane is 0.3:1 .0 to 0.7:1 .0.
[0028] Furthermore, the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .0 : 1 .0 : 0.3 : 0.5 : 0.5 (octocrylene : butyl methoxydibenzoylmethane : bis-ethylhexyloxyphenol methoxyphenyl triazine: ethylhexyl triazone : drometrizole trisiloxane).
[0029] In another embodiment, the at least one UV filter is a combination of UV filters comprising octocrylene, butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, terephthalylidene dicamphor sulfonic acid, and terephthalylidene dicampohor sulfonic acid, as described in Application Serial No. 13/719,393, which is incorporated herein by reference in its entirety. For instance, this combination of UV filters may be used in the following ratios relative to butyl methoxydibenzoylmethane is as follows:
- the ratio of octocrylene to butyl methoxydibenzoylmethane is 0.8:1 .0 to 1 .6:1 .0;
- the ratio of bis-ethylhexyloxyphenol methoxyphenyl triazine to butyl methoxydibenzoylmethane is 0.2:1 .0 to 0.6:1 .0;
- the ratio of ethylhexyl triazone to butyl methoxydibenzoylmethane is 0.3:1 .0 to 0.6:1 .0; and
- the ratio of terephthalylidene dicampohor sulfonic acid to butyl methoxydibenzoylmethane is 0.01 :1 .0 to 0.3:1 .0.
[0030] Furthermore, the ratio of each UV filter relative to butyl methoxydibenzoylmethane may be about: 1 .2 : 1 .0 : 0.3 : 0.5 : 0.1 (octocrylene : butyl methoxydibenzoylmethane : bis-ethylhexyloxyphenol methoxyphenyl triazine: ethylhexyl triazone : terephthalylidene dicampohor sulfonic acid).
[0031] As mentioned earlier, the sunscreen compositions of the instant disclosure may include an individual UV filter or a combination of UV filters. For example, sunscreen compositions may include two, three, four, five, or more UV filters. In some cases, the one or more UV filters is in an amount of from about 0.1 to about 40 wt. %, about 0.1 to about 35 wt. about 0.1 to about 30 wt.%, about 0.1 to about 25 wt.%, 0.1 to about 20 wt.%, about 0.1 to about 12 wt.%, about 0.1 to about 10 wt.%, 0.1 to about 8 wt.%, about 0.1 to about 6 wt.%, about 1 wt.% to about 25 wt.%, about 1 wt.% to about 20 wt.%, about 1 wt.% to about 18 wt.%, about 1 wt.% to about 15 wt.%, about 1 wt.% to about 12 wt.%, about 1 wt.% to about 10 wt.%, about 1 wt.% to about 8 wt.%, about 1 wt. % to about 6 wt.%, about 5 wt.% to about 25 wt.%, about 5 wt.% to about 20 wt.%, about 5 wt.% to about 18 wt.%, about 5 wt. % to about 15 wt.%, about 5 wt.% to about 12 wt.%, about 5 wt.% to about 10 wt.%, about 5 wt.% to about 8 wt.%, or from about 3 wt.% to about 20 wt.%, wherein the weight percent is based on the total weight of the cosmetic sunscreen composition. Combination of Polyester-5 and Styrene/Acrylates/ammonium Methacrylate copolymer
[0032] An unexpected synergistic effect has been discovered arising from the combination of Polyester-5 and Styrene/Acrylates/ammonium Methacrylate copolymer. The synergistic effect may be achieved when a ratio of each of the film formers is within a suitable range.
[0033] The ratio of Polyester-5 and Styrene/Acrylates/ammonium Methacrylate copolymer may be any suitable ratio, including, but not limited to, a ratio between about 10:1 to about 1 :5, alternatively between about 5:1 to about 1 :3, alternatively between about 2:1 to about 1 :1 .
[0034] The composition according to the present disclosure can be formulated to achieve a variety of different SPFs. For example, the composition can have an in vitro or in vivo SPF of at least 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 105, 1 10, 1 15, 120, 125, 135, 150, 175, 200, 225, 250, 300, 325, 350, 375, 400 or higher (or in a range between any of these values).
SPF Booster
[0035] In the instant disclosure, the term "SPF booster" refers to a material which increases the UV absorption of another material when the two are intermixed in a composition by refracting UV radiation, thereby increasing the effective path length of the UV radiation through the composition.
[0036] The term "booster" or "SPF booster" means a compound or composition that when used in a formulation in conjunction with a UV filtering agent, increases the SPF of the formulation without increasing the amount of UV filtering agent in the formulation. The at least one booster can be any booster known in the art. For example, the at least one booster may be selected from the group consisting of styrene/acrylates copolymer (Sunspheres®), calcium aluminum borosilicate, sodium borosilicate particulates, calcium/sodium borosilicate hollow microspheres, and calcium/sodium borosilicate microspheres. In one embodiment, the booster is styrene/acrylates copolymer (Sunspheres®).
[0037] Other examples of boosters are those capable of reflecting UV light such as glass microspheres. Typically, the glass microspheres used in the compositions are essentially homogeneous and essentially uniform in sphericity and have a mean particle size of between about 5 μιη and 70 μιη, such as from about 10 m to 20 μιη. Glass microspheres useful in the present invention include hollow microspheres of calcium aluminum borosilicate (commercially available from Presperse Inc. under the trade name LUXSIL®), sodium borosilicate particulates (commercially available from PQ Corporation under the trade name Q-CEL 570), calcium/sodium borosilicate hollow microspheres (commercially available from 3M under the trade names ES 22 and 1 K), calcium/sodium borosilicate microspheres (commercially available from 3M's under the trade name Scotchlite™ K20 product).
[0038] The compositions may include one or more boosters. The booster itself is not typically an active ingredient (i.e., UV filter), but is designed to enhance the effectiveness of the sunscreen actives present in the formulation. Suitable boosters include, but are not limited to, styrene/acrylates copolymer, sodium bentonites, highly purified white sodium bentonites, montmorillonite, fluorene derivatives, ester derivatives of cyano(9H-fluoren-9-ylidene), amides, malates, bis-urethanes, or any combinations thereof.
Cosmetic photoprotection composition
[0039] The compositions according to the instant disclosure may be prepared according to techniques that are well known to those skilled in the art, in particular those intended for the preparation of emulsions of oil-in-water or water-in-oil type. They may be in particular in the form of a simple or complex emulsion (O/W, W/O, O/W/O or W/O/W emulsion) such as a cream or a milk, in the form of a gel or a cream-gel, or in the form of a lotion.
Oils/Emollients
[0040] Examples of oils/emollients that may be included in the cosmetic sunscreen compositions include: hydrocarbon-based oils of plant origin, such as liquid triglycerides of fatty acids containing from 4 to 10 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesameseed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, coriander oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel, jojoba oil, shea butter oil and caprylyl glycol; synthetic esters and ethers, especially of fatty acids, for instance Purcellin oil, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters, for instance isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate or triisocetyl citrate, tributyl citrate; fatty alcohol heptanoates, octanoates or decanoates; polyol esters, for instance propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate; and pentaerythritol esters, for instance pentaerythrityl tetraisostearate, or isopropyl lauroyl sarcosinate, sold especially under the trade name Eldew SL 205 by the company Ajinomoto; linear or branched hydrocarbons, of mineral or synthetic origin, such as volatile or non-volatile liquid paraffins, and derivatives thereof, petroleum jelly, polydecenes, isohexadecane, isododecane, hydrogenated polyisobutene such as Parleam oil, or the mixture of n-undecane (Cn) and of n-tridecane (C13) sold under the reference Cetiol UT by the company Cognis; fluoro oils that are partially hydrocarbon- based and/or silicone-based, for instance those described in document JP-A-2 295 912;
[0041] silicone oils, for instance volatile or non-volatile polymethylsiloxanes (PDMS) with a linear or cyclic silicone chain, which are liquid or pasty at room temperature, in particular volatile silicone oils, especially cyclopolydimethylsiloxanes (cyclomethicones) such as cyclohexadimethylsiloxane and cyclopentadimethylsiloxane; polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, which are pendent or at the end of a silicone chain, these groups containing from 2 to 24 carbon atoms; phenyl silicones, for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyl dimethicones, diphenylmethyldiphenyltrisiloxanes or 2-phenylethyl trimethylsiloxy silicates, and polymethylphenylsiloxanes; mixtures thereof .
[0042] Additional examples include benzoic acid esters of C9-C15 alcohols, isononyl iso-nonanoate, C12 - C15 alkyl benzoate, or any combinations thereof.
[0043] Specific examples of oils/emollients include cocoglyceride, cyclomethicone, dimethicone, dicapryl maleate, caprylic/capric triglyceride, isopropyl myristate, octyl stearate, isostearyl linoleate, lanolin oil, coconut oil, cocoa butter, olive oil, avocado oil, aloe extracts, jojoba oil, castor oil, fatty acid, oleic acid, stearic acid, fatty alcohol, cetyl alcohol, hexadecyl alcohol, diisopropyl adipate, hydroxybenzoate esters, benzoic acid esters of C9 - C15 alcohols, isononyl iso-nonanoate, alkanes, mineral oil, silicone, dimethyl polysiloxane, ether, polyoxypropylene butyl ether, polyoxypropylene cetyl ether, Ci2-Ci5 alkyl benzoate, aryl alkyl benzoate, Isopropyl Lauroyl sarcosinate , and any combinations thereof.
[0044] Examples of hydrophilic organic solvents that may be included in the sunscreen compositions include: monohydric C1 -C8 alcohols such as ethanol, propanol, butanol, isopropanol, isobutanol; Polyethylene glycols from 6 to 80 ethylene oxides such as propylene glycol, isoprene glycol, butylene glycol, glycerol, sorbitol; mono or di-alkyl isosorbides such as dimethyl isosorbide.
[0045] Examples of amphiphilic organic solvents include : polypropylene glycol (PPG) like propylene glycol alkyl ester or alkyl ether of PPG like PPG-23 oleyl ether and PPG- 36 oleate.
[0046] The above lists are only examples and not limiting.
[0047] The total amount of oils/emollient present in the compositions is typically about 0.1 , 0.5, 1 .0, or 2.5 wt. % to about 5.0, 7.5, 10.0, 15.0, 20.0, or 30 wt.% of the total weight of the composition.
Emulsifiers
[0048] The cosmetic photoprotection compositions typically include at least one emulsifier such as an amphoteric, anionic, cationic or nonionic emulsifier, used alone or as a mixture, and optionally a co-emulsifier. The emulsifiers are chosen in an appropriate manner according to the emulsion to be obtained (W/O or O/W). The emulsifier and the co-emulsifier are generally present in the composition in a proportion ranging from 0.3% to 30% by weight and preferably from 0.5% to 20% by weight relative to the total weight of the composition.
[0049] For W/O emulsions, examples of emulsifiers that may be mentioned include dimethicone copolyols, such as the mixture of cyclomethicone and dimethicone copolyol sold under the trade name DC 5225 C by the company Dow Corning, and alkyl dimethicone copolyols such as the lauryl dimethicone copolyol sold under the name Dow Corning 5200 Formulation Aid by the company Dow Corning, and the cetyl dimethicone copolyol sold under the name Abil EM 90TM by the company Goldschmidt. A crosslinked elastomeric solid organopolysiloxane comprising at least one oxyalkylene group, such as those obtained according to the procedure of Examples 3, 4 and 8 of U.S. Pat. No. 5,412,004 and of the examples of U.S. Pat. No. 5,81 1 ,487, especially the product of Example 3 (synthesis example) of U.S. Pat. No. 5,412,004, such as the product sold under the reference KSG 21 by the company Shin-Etsu, may also be used as surfactants for W/O emulsions.
[0050] For O/W emulsions, examples of emulsifiers that may be mentioned include nonionic emulsifiers such as oxyalkylenated (more particularly polyoxyethylenated) fatty acid esters of glycerol; oxyalkylenated fatty acid esters of sorbitan; oxyalkylenated (oxyethylenated and/or oxypropylenated) fatty acid esters; oxyalkylenated (oxyethylenated and/or oxypropylenated) fatty alcohol ethers; sugar esters such as sucrose stearate; and mixtures thereof.
[0051] The fatty acid esters of a sugar that can be used as nonionic amphiphilic lipids can be chosen in particular from the group comprising esters or mixtures of esters of a C8-C22 fatty acid and of sucrose, of maltose, of glucose or of fructose, and esters or mixtures of esters of a C14-C22 fatty acid and of methylglucose. The C8-C22 or C14-C22 fatty acids forming the fatty unit of the esters that can be used in the emulsion comprise a saturated or unsaturated linear alkyl chain having, respectively, from 8 to 22 or from 14 to 22 carbon atoms. The fatty unit of the esters can be chosen in particular from stearates, behenates, arachidonates, palmitates, myristates, laurates, caprates and mixtures thereof.
[0052] By way of example of esters or of mixtures of esters of a fatty acid and of sucrose, of maltose, of glucose or of fructose, mention may be made of sucrose monostearte, sucrose distearate, sucrose tristearate and mixtures thereof, such as the products sold by the company Croda under the name Crodesta F50, F70, F1 10 and F160 having, respectively, an HLB (Hydrophilic Lipophilic Balance) of 5, 7, 1 1 and 16; and, by way of example of esters or of mixtures of esters of a fatty acid and of methylglucose, mention may be made of the disearate of methylglucose and of polyglycerol-3, sold by the company Goldschmidt under the name Tego-care 450. Mention may also be made of glucose monoesters or maltose monoesters, such as methyl O-hexadecanoyl-6-D-glucoside and O-hexadecanoyl-6-D-maltoside. [0053] The fatty alcohol ethers of a sugar that can be used as nonionic amphiphilic lipids can be chosen in particular form the group comprising ethers or mixtures of ethers of a C8-C22 fatty alcohol and of glucose, of maltose, of sucrose or of fructose, and ethers or mixtures of ethers of a C14-C22 fatty alcohol and of methylglucose. They are in particular alkylpolyglucosides.
[0054] The C8-C22 or C14-C22 fatty alcohols forming the fatty unit of the ethers that can be used in the emulsion of the instant disclosure comprise a saturated or unsaturated linear alkyl chain having, respectively, from 8 to 22 or from 14 to 22 carbon atoms. The fatty unit of the ethers can be chosen in particular from decyl, cetyl, behenyl, arachidyl, stearyl, palmityl, myristyl, lauryl, capryl and hexadecanoyl units, and mixtures thereof such as cetearyl.
[0055] By way of example of fatty alcohol ethers of a sugar, mention may be made of alkylpolyglucosides, such as decylglucoside and laurylglucoside sold, for example, by the company Henkel under the respective names Plantaren 2000 and Plantaren 1200, cetostearylglucoside, optionally as a mixture with cetostearyl alcohol, sold, for example, under the name Montanov 68 by the company Seppic, under the name Tego-care CG90 by the company Goldschmidt and under the name Emulgade KE3302 by the company Henkel, and also arachidylglucoside, for example in the form of the mixture of arachidyl and behenyl alcohols and of arachidylglucoside sold under the name Montanov 202 by the company Seppic.
[0056] Use is more particularly made, as nonionic amphiphilic lipid of this type, of sucrose monostearate, sucrose distearate, sucrose tristearate and mixtures thereof, the distearate of methylglucose and of polyglycerol-3, and alkylpolyglucosides.
[0057] The glycerol fatty esters that can be used as nonionic amphiphilic lipids can be chosen in particular from the group comprising the esters formed from at least one acid comprising a saturated linear alkyl chain having from 16 to 22 carbon atoms, and from 1 to 10 glycerol units. Use may be made of one or more of these glycerol fatty esters in the emulsion of the instant disclosure.
[0058] These esters may be chosen in particular from stearates, behenates, arachidates, palmitates and mixtures thereof. Stearates and palmitates are preferably used. [0059] By way of example of a surfactant that can be used in the emulsion of the instant disclosure, mention may be made of decaglycerol monostearate, distearate, tristearate and pentastearate (10 glycerol units) (CTFA names: polyglyceryl-10 stearate, polyglyceryl-10 distearate, polyglyceryl-10 tristearate, polyglyceryl-10 pentastearate), such as the products sold under the respective names Nikkol Decaglyn 1 -S, 2-S, 3-S and 5-S by the company Nikko, and diglyceryl monostearate (CTFA name: polyglyceryl- 2 stearate) such as the product sold by the company Nikko under the name Nikkol DGMS.
[0060] The sorbitan fatty esters that can be used as nonionic amphiphilic lipids chosen in particular from the group comprising esters of a C16-C22 fatty acid and of sorbitan and oxyethylenated esters of a C16-C22 fatty acid and of sorbitan. They are formed from at least one fatty acid comprising at least one saturated linear alkyl chain, having, respectively, from 16 to 22 carbon atoms, and from sorbitol or from ethoxylated sorbitol. The oxyethylenated esters generally comprise from 1 to 100 ethylene oxide units, and preferably from 2 to 40 ethylene oxide (EO) units.
[0061] These esters can be chosen in particular from stearates, behenates, arachidates, palmitates and mixtures thereof. Stearates and palmitates are preferably used.
[0062] By way of example of sorbitan fatty ester and of an oxyethylenated sorbitan fatty ester, mention may be made of sorbitan monostearate (CTFA name: sorbitan stearate) sold by the company ICI under the name Span 60, sorbitan monopalmitate (CTFA name: sorbitan palmitate) sold by the company ICI under the name Span 40, or sorbitan 20 EO tristearate (CTFA name: polysorbate 65) sold by the company ICI under the name Tween 65.
[0063] The ethoxylated fatty ethers are typically ethers made up of 1 to 100 ethylene oxide units and of at least one fatty alcohol chain having from 16 to 22 carbon atoms. The fatty chain of the ethers can be chosen in particular from behenyl, arachidyl, stearyl and cetyl units, and mixtures thereof, such as cetearyl. By way of example of ethoxylated fatty ethers, mention may be made of ethers of behenyl alcohol comprising 5, 10, 20 and 30 ethylene oxide units (CTFA names: beheneth-5, beheneth-10, beheneth-20 and beheneth-30), such as the products sold under the names Nikkol BB5, BB10, BB20 and BB30 by the company Nikko, and the ether of stearyl alcohol comprising 2 ethylene oxide units (CTFA name: steareth-2), such as the product sold under the name Brij 72 by the company ICI.
[0064] The ethoxylated fatty esters that can be used as nonionic amphiphilic lipids are esters made up of 1 to 100 ethylene oxide units and of at least one fatty acid chain comprising from 16 to 22 carbon atoms. The fatty chain of the esters can be chosen in particular from stearate, behenate, arachidate and palmitate units, and mixtures thereof. By way of example of ethoxylated fatty esters, mention may be made of the ester of stearic acid comprising 40 ethylene oxide units, such as the product sold under the name Myrj 52 (CTFA name: PEG-40 stearate) by the company ICI, and the ester of behenic acid comprising 8 ethylene oxide units (CTFA name: PEG-8 behenate), such as the product sold under the name Compritol HD5 ATO by the company Gattefosse.
[0065] The block copolymers of ethylene oxide and of propylene oxide that can be used as nonionic amphiphilic can be chosen in particular from poloxamers and in particular from Poloxamer 231 , such as the product sold by the company ICI under the name Pluronic L81 of formula (V) with x=z=6, y=39 (HLB 2); Poloxamer 282, such as the product sold by the company ICI under the name Pluronic L92 of formula (V) with x=z=10, y=47 (HLB 6); and Poloxamer 124, such as the product sold by the company ICI under the name Pluronic L44 of formula (V) with x=z=1 1 , y=21 (HLB 16).
[0066] As nonionic amphiphilic lipids, mention may also be made of the mixtures of nonionic surfactants described in document EP-A-705593, incorporated herein for reference.
[0067] Suitable hydrophobically-modified emulsifiers include, for example, inulin lauryl carbamate, commercially available from Beneo Orafti under the tradename Inutec SP1 .
[0068] The above lists are only examples and not limiting.
[0069] The total amount of emulsifier present in the compositions is typically in an amount of about 0.1 , 0.2, or 0.5 wt.% to about 4.0, 5.0, 6.0, or 7.5 wt.%, based on the total weight of the composition.
Gelling Agent [0070] Gelling agents may also be included in the sunscreen compositions. Examples of suitable hydrophilic gelling agents include carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C10-C30- alkylacrylate copolymer); polyacrylamides, for instance the crosslinked copolymers sold under the names Sepigel 305 (CTFA name: polyacrylamide/C13-14 isoparaffin/Laureth 7) or Simulgel 600 (CTFA name: acrylamide/sodium acryloyldimethyltaurate copolymer/isohexadecane/polysorbate 80) by the company SEPPIC; 2-acrylamido-2- methylpropanesulfonic acid polymers and copolymers, which are optionally crosslinked and/or neutralized, for instance the poly(2-acrylamido-2-methylpropanesulfonic acid) (CTFA name\ammonium polyacryldimethyltauramide); cellulose-based derivatives such as hydroxyethyl-cellulose; polysaccharides and especially gums such as xanthan gum; and mixtures thereof.
[0071] Lipophilic gelling agents (thickeners) that may be mentioned include modified clays such as hectorite and its derivatives, for instance the products sold under the name bentone.
[0072] In some instances, the gelling agent is ammonium acryloyldimethyltaurate/steareth-25 methacrylate crosspolymer, commercially available from Clariant under the tradename Aristoflex HMS.
[0073] The above lists are only examples and not limiting.
[0074] The gelling agent is typically used in an amount of about 0.05 to about 1 .5% by weight, from about 0.08 to about 1 .0% by weight, or about 0.1 to about 0.5% by weight, based on the total weight of the composition.
Plasticizer
[0075] Plasticizers may be included to influence the film formation properties of the sulfopolyester and which may influence delivery rate of ultraviolet absorbers to the skin. These plasticizers include but are not limited to ingredients such as propylene glycol, glycerin, methyl pentane diol, butylene glycol, hexylene glycol, octanediol, phenoxyethanol, cyclohexane dimethanol, glycolic acid, lactic acid, acetic acid, propionic acid, salicylic acid, triethyl citrate, acetoxy triethyl citrate, tributyl citrate, triacetin, glycerol esters of acetic, propionic acid and the like, and mixtures thereof. [0076] The instant disclosure will be better understood from the examples that follow, all of which are intended for illustrative purposes only and are not meant to limit the scope of the instant disclosure in any way.
[0077] More exhaustive but non-limiting lists of components useful in the compositions disclosed herein are presented below.
Example 1
[0078] A cosmetic photoprotection composition containing the combination of the Polyester-5 and the Syntran® latex 5620 CG was prepared. The components of the composition are presented in Table 1 , below.
Table 1
Figure imgf000020_0001
[0079] The composition above was prepared by first dissolving the components of phase A together at 75-80 °C. The components of phase B were mixed at 75-80°C separately. The mixture B was added to A quickly and homogenized for 20 minutes. The solution obtained was then started to cool to room temperature. While cooling, add phase C, and homogenize for 15 min. Premix phase D and add below 40°C, and homogenize for 3 minutes. Then cool down to 25°C.
Example 2
Water-Resistance Properties [0080] The compositions in the tables below were prepared as described previously in the Example 1 , but with different quantity and type of film formers. The water resistance was measured.
Table 2: Inventive examples
Figure imgf000021_0001
*WR = Water Resistance
Table 3: Comparative exam
Figure imgf000021_0002
[0081] In Table 2, the Water Resistance properties of inventive examples containing different types of film formers are shown. The Water Resistance properties of the compositions increase when certain types of film formers are combined.
[0082] In Table 3, the Water Resistance properties of comparative examples containing different types of film formers or none (see comparative example 1 ) are shown. Depending on the polymer combinations, the Water Resistance properties are not the same. The Water Resistance properties were measured in vivo and in vitro. The in vivo method is the FDA approved method.
[0083] The Water Resistance and the SPF were measured at the same time. The SPF was measured before and after the water bath. The in vitro protocol was as followed. The formula was spread on a PMMA (polymethyl methacrylate) plate (7x2cm Europlastic plate), and then let dry for 20 minutes. The in vitro SPF was measured using a Labsphere 2000 model. After the measurement, the PMMA plate was put in a circulating bath for 20 minutes. The PMMA plate was then removed and let dry for 20 minutes. The in vitro SPF was measured again and the in vitro WR was calculated using the following formula: spFf « nn
in vitro WR = „„„ x 100
SPFj = SPF initial
SPFf = SPF post 20 minute immersion
[0084] The control example (Comparative example 1 from Table 3), containing none of the film formers that were being studied, exhibited an average or low Water Resistance properties (29% in Vitro) compared to the inventive and comparative examples. In Table 1 , the association between Syntran® 5620 CG and AQ™38S and the association between Syntran® 5760 CG and AQ™38S exhibited the same high Water Resistance properties (46% in Vitro and 95% in Vivo in the former, 46% in Vitro and 92% in Vivo in the later).
[0085] In the inventive example 3, only the Syntran® 5620 CG was present at the same concentration as the combination between the two previous film formers. The Water Resistance results were better for the in Vitro results compared to the inventive examples 1 and 2 (61 % instead of 46%), and the in Vivo results were close compared to the inventive examples 1 and 2 (95% instead of 92 and 95%, respectively).
[0086] In the inventive example 4 and the comparative example 2, the concentrations studied for each of the active ingredients was 2% instead of 2.82%, but it did show that the Water Resistance properties were different when the two film formers were used separately. In the inventive example 4 comprising Syntran® 5620 CG, the in Vitro Water Resistance measured was 68%. In the comparative example 2 comprising AQ™38S, the in Vitro Water Resistance measured was 17%. These results confirmed that there is a synergy of the Water Resistance when the two film formers are combined.
[0087] The comparative data from Table 2 confirmed the synergy observed between Syntran® 5620 CG and AQ™38S. It did also show that the synergy did not work with any type of film former. For example, in the comparative example 4, even though two film formers were combined at the same concentration than the inventive examples, if a different film former such as Baycusan® C1004 was used, the in Vitro and in Vivo water resistance properties were not as good as the ones using Syntran® 5620 CG in combination with AQ™38S.
Example 3 SPF Boosting Data
[0088] The compositions in the tables below were prepared as described previously in the Example 1 , but with different quantity and type of film formers. The SPF was measured.
Table 4:
Figure imgf000023_0001
Table 5:
Figure imgf000023_0002
AQ™38S, % - 2 2.82 2 2
Baycusan® C1004% - - - 0.82 -
Epitex 66% - - - - 0.9
Properties
In VITRO (SPF) 17 38 27 27
In VIVO (SPF) 35 N/A N/A 48 45
[0089] In Table 4, the SPF properties of inventive examples containing different types of film formers are shown. The SPF properties of the compositions increase when certain types of film formers are combined.
[0090] In Table 5, the SPF properties of comparative examples containing different types of film formers or not are shown. Depending on the polymer combinations, the SPF properties are not the same. The method used to measure the SPF was the same as the one described in Example 2.
[0091] The control example (see comparative example 1 from Table 2), containing none of the film formers that were being studied, exhibited an average or low SPF properties (17 in Vitro and 35 in Vivo) compared to the inventive and comparative examples. In Table 4, the association between Syntran® 5620 CG and AQ™38S (see inventive Example 1 ) and the association between Syntran® 5760 CG and AQ™38S (see inventive example 2) both exhibited high SPF properties (51 in Vitro and 63 in Vivo).
[0092] The inventive example 3 containing 2.82% of Syntran® 5620 CG exhibited the same in Vivo SPF properties as inventive examples 1 and 2 (63) but a lower In Vitro SPF properties (45). So, the improvement of the SPF properties is the result of the combination of the two polymers rather than from the presence of one polymer at the same concentration. Furthermore, the comparative results demonstrate also the importance of the combination of the two film formers.
[0093] Regarding the inventive example 4 and the comparative example 2, the concentration of the active ingredient studied was lower in both cases (2% instead of 2.82%), but it did show that the SPF properties were different when the two film formers are used separately. In the Inventive example 4 comprising Syntran® 5620 CG, the in Vitro SPF properties measured was 36%. In the comparative example 2 comprising AQ™38S at the same concentration, the in Vitro SPF properties measured was 38%. These results show that there is a synergy in the SPF properties when the two film formers are combined.
[0094] The comparative data from Table 5 confirmed the synergy observed between Syntran® 5620 CG and AQ™38S. It did also show that the synergy did not work with any type of film former. For example, in the comparative example 4, even though two film formers were combined at the same concentration than the inventive examples, if a different film former such as Baycusan® C1004 was used, the in Vitro and in Vivo SPF properties were not as good as the ones using Syntran® 5620 CG in combination with AQ™38S.
Example 4
Stickiness
[0095] The following table is showing the stickiness, the Water Resistance and the SPF properties of the inventive and comparatives examples.
Table 6:
Figure imgf000025_0001
Legend: (+) stickiness level; (-) no stickiness
*WR = Water Resistance
[0096] In order to measure the in vivo sensation on the skin, the formulation was applied to the arm and the stickiness was attributed. [0097] In Table 6, three inventive examples are shown in comparison to comparative examples in order to illustrate the stickiness levels of the photoprotection products. The inventive examples demonstrate an increase in both the Water Resistance properties and the SPF properties clearly showing the unexpected synergy between the two film formers, in particular, inventive example 1 . Furthermore, the inventive example 1 is the one showing the best feeling on the skin compared to inventive examples 2 and 3. It appears though that the combination between Syntran® 5620 CG and AQ™38S is the best combination for the overall properties (Water Resistance, SPF properties and stickiness).
[0098] Other than in the operating examples and unless otherwise stated, all numbers expressing quantities of ingredients and/or reaction conditions are to be understood as being modified in all instances by the term "about".
[0099] As used herein, the terms "comprising," "having," and "including" are used in their open, non-limiting sense.
[00100] The terms "a," "an," and "the" are understood to encompass the plural as well as the singular.
[00101] The expression "at least one" means "one or more" and vice versa, and thus includes individual components as well as mixtures/combinations.
[00102] 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.
[00103] 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 disclosure and any publications or patent application incorporated herein by reference, the present disclosure controls.

Claims

1 . A cosmetic photoprotection composition comprising:
(a) Polyester-5;
(b) Styrene/Acrylates/Ammonium Methacrylate copolymer;
(c) at least one UV filter;
wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the SPF of the cosmetic composition, improves the water resistance of the cosmetic composition and provides a non-sticky cosmetic composition.
2. The composition of claim 1 , wherein (a) is from about 0.5 to about 4 wt. % based on the total weight of the cosmetic photoprotection composition.
3. The composition of any one of the preceding claims, wherein (a) is from about 1 to about 3.5 wt. % based on the total weight of the cosmetic photoprotection composition.
4. The composition of any one of the preceding claims, wherein (a) is from about 1 .5 to about 3 wt. % based on the total weight of the cosmetic photoprotection composition.
5. The composition of any one of the preceding claims, wherein (b) is from about 0.1 to about 3 wt. % based on the total weight of the cosmetic photoprotection composition.
6. The composition of any one of the preceding claims, wherein (b) is from about 0.2 to about 2.5 wt. % based on the total weight of the cosmetic photoprotection composition.
7. The composition of any one of the preceding claims, wherein (b) is from about 0.5 to about 2 wt. % based on the total weight of the cosmetic photoprotection composition.
8. The composition of any one of the preceding claims, including a ratio of the polymer of (a) to the polymer of (b) is between about 10:1 to about 1 :5.
9. The composition of any one of the preceding claims, including a ratio of the polymer of (a) to the polymer of (b) is between about 5:1 to about 1 :3.
10. The composition of any one of the preceding claims, wherein the ratio of the polymer of (a) to the polymer of (b) is between about 2:1 to about 1 :1 .
1 1 . The composition of any one of the preceding claims, wherein the UV filter comprises of at least one of the UV filters selected from the group consisting of benzonephenone-3, ethylhexyl salicylate, octocrylene, homosalate, butyl methoxydibenzoylmethane, and a mixture thereof.
12. The composition of any one of the preceding claims, wherein the total SPF is at least 15.
13. The composition of any one of the preceding claims, wherein the cosmetic photoprotection composition is a skin care composition.
14. The composition of any one of the preceding claims, wherein the cosmetic photoprotection composition is a skin-tanning composition.
15. The composition of any one of the preceding claims, wherein the cosmetic photoprotection composition is a make-up composition.
16. A cosmetic photoprotection composition comprising:
(a) Polyester-5;
(b) Styrene/Acrylates/Aimmonium Methacrylate copolymer; (c) at least a UV filter comprising at least three UV filters selected from a UV- filter system consisting of avobenzone, octosalate, octocrylene and homosalate;
wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the SPF of the cosmetic composition, improves the water resistance of the cosmetic composition and provides a non-sticky cosmetic composition.
17. A method of boosting SPF protection comprising applying a cosmetic photoprotection composition comprising:
(a) Polyester-5
(b) Styrene/Acrylates/Ammonium Methacrylate copolymer;
(c) at least one UV filter ;
wherein the combination of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer improves the SPF of the cosmetic composition, improves the water resistance of the cosmetic composition and provides a non-sticky cosmetic composition.
18. The method of claim 17, wherein the product has an SPF that is at least 15.
PCT/US2017/058272 2016-10-28 2017-10-25 Excellent water resistance and spf boosting properties with an association of polyester-5 and styrene/acrylates/ammonium methacrylate copolymer Ceased WO2018081259A1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US15/337,958 2016-10-28
US15/337,938 2016-10-28
US15/337,938 US20180116943A1 (en) 2016-10-28 2016-10-28 Excellent Water Resistance and SPF Boosting Properties with an association of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer
US15/337,958 US10231919B2 (en) 2016-10-28 2016-10-28 Excellent water resistance with an association of two film formers

Publications (1)

Publication Number Publication Date
WO2018081259A1 true WO2018081259A1 (en) 2018-05-03

Family

ID=60302472

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2017/058272 Ceased WO2018081259A1 (en) 2016-10-28 2017-10-25 Excellent water resistance and spf boosting properties with an association of polyester-5 and styrene/acrylates/ammonium methacrylate copolymer

Country Status (1)

Country Link
WO (1) WO2018081259A1 (en)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02295912A (en) 1989-05-10 1990-12-06 Shiseido Co Ltd Cosmetic
US5412004A (en) 1991-11-21 1995-05-02 Kose Corporation Silicone polymer, paste-like silicone composition, and w/o-type cosmetic composition comprising the same
EP0705593A1 (en) 1994-10-07 1996-04-10 L'oreal Dermatologic or cosmetic composition made up by an oil in water emulsion based on oily globules coated with a lamellar liquid crystal coating
US5811487A (en) 1996-12-16 1998-09-22 Dow Corning Corporation Thickening silicones with elastomeric silicone polyethers
US6139827A (en) * 1997-12-31 2000-10-31 L'oreal Wear cosmetic composition
WO2007133662A2 (en) * 2006-05-11 2007-11-22 Eastman Chemical Company Water resistant sunscreen formulas with sulfopolyesters and phosphate ester surfactants
WO2010003843A2 (en) * 2008-07-09 2010-01-14 Henkel Ag & Co. Kgaa Rinse-off products having a beneficial effect on the skin

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02295912A (en) 1989-05-10 1990-12-06 Shiseido Co Ltd Cosmetic
US5412004A (en) 1991-11-21 1995-05-02 Kose Corporation Silicone polymer, paste-like silicone composition, and w/o-type cosmetic composition comprising the same
EP0705593A1 (en) 1994-10-07 1996-04-10 L'oreal Dermatologic or cosmetic composition made up by an oil in water emulsion based on oily globules coated with a lamellar liquid crystal coating
US5811487A (en) 1996-12-16 1998-09-22 Dow Corning Corporation Thickening silicones with elastomeric silicone polyethers
US6139827A (en) * 1997-12-31 2000-10-31 L'oreal Wear cosmetic composition
WO2007133662A2 (en) * 2006-05-11 2007-11-22 Eastman Chemical Company Water resistant sunscreen formulas with sulfopolyesters and phosphate ester surfactants
WO2010003843A2 (en) * 2008-07-09 2010-01-14 Henkel Ag & Co. Kgaa Rinse-off products having a beneficial effect on the skin

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
"Suncare compositions with new cosmetic raw material (6)", IP.COM JOURNAL, IP.COM INC., WEST HENRIETTA, NY, US, 15 December 2015 (2015-12-15), XP013168810, ISSN: 1533-0001 *
DATABASE GNPD [online] MINTEL; 1 November 2015 (2015-11-01), MAYBELLINE: "Duo Glossy Liquid Liner", XP002776633, Database accession no. 3559959 *
INTERPOLYMER: "Film Formers and Resins", ANNOUNCEMENT INTERPOL,, 1 January 2005 (2005-01-01), pages 1 - 2, XP007914703 *
NN: "Eastman AQ (TM) 38S Polymer Technical Data Sheet", 14 February 2006 (2006-02-14), pages 1 - 1, XP055433515, Retrieved from the Internet <URL:http://ws.eastman.com/ProductCatalogApps/PageControllers/ProdDatasheet_PC.aspx?Product=71001871&sCategoryName=Generic> [retrieved on 20171208] *

Similar Documents

Publication Publication Date Title
US8557227B2 (en) Sunscreen compositions having synergistic combination of UV filters
US9107843B2 (en) Sunscreen compositions having synergistic combination of UV filters
US8992895B2 (en) Sunscreen compositions
US8691192B1 (en) Sunscreen compositions having synergistic combination of UV filters
EP3870309B1 (en) Mineral sunscreen compositions with improved efficacy
WO2016087948A2 (en) Photosensitive capsules, sunscreen compositions comprising the capsules, and methods of use
US8652449B1 (en) Sunscreen compositions having synergistic combination of UV filters
US9132074B2 (en) Sunscreen compositions having synergistic combination of UV filters
US9138396B2 (en) Sunscreen compositions having synergistic combination of UV filters
US9138395B2 (en) Sunscreen compositions having synergistic combination of UV filters
WO2016071336A1 (en) Use of specific acrylates copolymer as spf booster
EP2938330B1 (en) Sunscreen compositions having synergistic combination of titanium dioxide uv filters
US9572759B2 (en) Sunscreen compositions having synergistic combination of UV filters
JP7426000B2 (en) topical composition
US20170304171A1 (en) Alcohol-free emulsion based on nonionic surfactants, on an anionic amphiphilic lipid and on liposoluble organic uv-screening agents
US10231919B2 (en) Excellent water resistance with an association of two film formers
US9539195B1 (en) Sunscreen compositions having synergistic combination of UV filters
WO2018081259A1 (en) Excellent water resistance and spf boosting properties with an association of polyester-5 and styrene/acrylates/ammonium methacrylate copolymer
EP2934430B1 (en) Sunscreen compositions having synergistic combination of uv filters
US20180116943A1 (en) Excellent Water Resistance and SPF Boosting Properties with an association of Polyester-5 and Styrene/Acrylates/Ammonium Methacrylate copolymer
CN113924074A (en) Topical compositions
WO2016209695A1 (en) Sunscreen compositions having synergistic combination of uv filters
US9539194B1 (en) Sunscreen compositions having synergistic combination of UV filters
ES2559671T3 (en) Photostabilization process of a dibenzoylmethane derivative by an arylalkylbenzoate derivative and a bi-resorcinyltriazine compound, and photoprotective cosmetic compositions
US20160120785A1 (en) Use of specific acrylates copolymer as spf booster

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: 17797494

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 17797494

Country of ref document: EP

Kind code of ref document: A1