Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/90—Block copolymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
  • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/25—Silicon; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/29—Titanium; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/31—Hydrocarbons
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
  • A61K8/585—Organosilicon compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • A61K8/8117—Homopolymers or copolymers of aromatic olefines, e.g. polystyrene; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
  • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8194—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/88—Polyamides
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
  • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/08—Anti-ageing preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
  • A61K2800/26—Optical properties
  • A61K2800/262—Transparent; Translucent
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/42—Colour properties
  • A61K2800/43—Pigments; Dyes

Definitions

• the disclosure relates to compositions and methods for providing UV protection to the skin, while improving the appearance of the skin.
• Skin is primarily comprised of two layers.
• the outer layer, or epidermis has a depth of approximately 100 ⁇ m.
• the inner layer, or dermis has a depth of approximately 3000 ⁇ m from the outer surface of the skin and is comprised of a network of fibrous protein known as collagen, which provides skin firmness, and elastin, which supplies skin elasticity and rebound. As a person ages, their skin produces less collagen and elastin each year, which can cause under eye wrinkles, eye bags, crow's feet, and forehead wrinkles to appear.
• UV ultraviolet
• age spots which are brown or gray sun-induced skin lesions, may appear on sun-exposed skin as a person gets older. It is common for consumers to wish to improve the appearance of such age-related skin imperfections such as wrinkles, crow's feet, age-spots, eye bags, and the like. Additionally, many consumers wish to improve the appearance of, or hide, other skin imperfections such as acne, scars, enlarged pores, and so on, which may not be related to aging or sun exposure.
• the disclosure relates to compositions and methods for providing UV protection to the skin, while improving the appearance of the skin.
• the disclosure relates to compositions comprising at least one thermoplastic elastomer, at least one adhesive polymer, at least one filler, and at least one UV protection agent, wherein the at least one thermoplastic elastomer has at least two glass transition temperatures (T g ).
• the disclosure relates to suncare films comprising at least one thermoplastic elastomer, at least one adhesive polymer, at least one filler, and at least one UV protection agent, wherein the at least one thermoplastic elastomer has at least two glass transition temperatures (T g ), and wherein the film has a Young Modulus of greater than about 500 kPa.
• the disclosure relates to methods for improving the appearance of the skin, for protecting the skin from ultraviolet radiation, or both, said method comprising forming a film on the skin by applying a composition on the skin, said composition comprising at least one thermoplastic elastomer, at least one adhesive polymer, and at least one filler, and at least one UV protection agent, wherein the at least one thermoplastic elastomer has at least two glass transition temperatures (T g ), and wherein the film has a Young Modulus of greater than about 500 kPa.
• the disclosure relates to compositions and methods for providing UV protection to the skin, while improving the appearance of the skin.
• the disclosure relates to compositions comprising at least one thermoplastic elastomer, at least one adhesive polymer, at least one filler, and at least one UV protection agent.
• compositions may be effective at reducing the appearance of skin imperfections, while providing UV protection to the skin.
• the compositions may improve the appearance of the skin by forming a film on the skin that has a Young Modulus greater than that of skin, and thus has the capability of tightening the skin.
• the film may blur or hide skin imperfections. Accordingly, the disclosure further relates to methods of protecting the skin from UV exposure, and of improving the appearance of the skin by forming a film on the skin with the compositions described herein.
• the term “long-lasting” means that the film lasts for at least about 6 hours, such as at least about 12 hours, at least about 24 hours, at least about 48 hours, or at least about 72 hours, after the film is formed on the skin.
• the term “lasting” it is meant to convey that the film is substantially intact in place on the skin.
• the term “forms quickly” means that the film forms within less than about 30 minutes, such as less than about 20 minutes, less than about 15 minutes, or less than about 10 minutes, after the composition is applied to the skin.
• the term “blur” with regard to skin imperfections means that the visual appearance of the imperfection is less noticeable.
• the term “tighten” means that the film contracts in a manner that the skin has a tighter feel to the user, and that reduces the visual appearance of wrinkles in the skin.
• soft focus means that the visual appearance of the skin is more homogenous and matte, leading to the blurring or hiding of skin imperfections.
• durable means the film will not easily rub off, or will not be removed by sweat, water, makeup, lotions, or the like, such that the film will remain substantially intact until removed by the user.
• the compositions comprise at least one thermoplastic elastomer, at least one adhesive polymer, and at least one filler, which together form an association, and further comprise at least one UV protection agent.
• Additional optional components such as solvents, silicone elastomers, humectants, water, and pigments, may also be included in the compositions.
• the at least one thermoplastic elastomer may be chosen from block copolymers having at least two glass transition temperatures (“T g ”).
• the block copolymers may be hydrocarbon-soluble or dispersible in the oily phase.
• the at least one thermoplastic elastomer may be amorphous, crystalline, or semicrystalline.
• the block copolymers comprise one or more hard segments attached to one or more soft segments.
• the hard segments of the thermoplastic elastomer may comprise vinyl monomers in varying amounts. Examples of suitable vinyl monomers include, but are not limited to, styrene, methacrylate, acrylate, vinyl ester, vinyl ether, vinyl acetate, and the like.
• the soft segments may comprise olefin polymers and/or copolymers which may be saturated, unsaturated, or combinations thereof.
• Exemplary olefin copolymers may include, but are not limited to, ethylene/propylene copolymers, ethylene/butylene copolymers, propylene/butylene copolymers, polybutylene, polyisoprene, polymers of hydrogenated butanes and isoprenes, and mixtures thereof.
• the at least one thermoplastic elastomer may be chosen from diblock, triblock, multiblock, radial, and star copolymers obtained by polymerizing at least one unsaturated hydrocarbon monomer having 2 to 5 carbon atoms and having one or two ethylenic unsaturations.
• unsaturated hydrocarbon monomers having 2 to 5 unsaturated carbon atoms include ethylene, propylene, butadiene, isoprene or pentadiene.
• block copolymers may be chosen from those comprising at least one styrene block and at least one block comprising units selected from butadiene, ethylene, propylene, butylene, isoprene, or mixtures thereof.
• the block copolymer may be hydrogenated to reduce the residual ethylenic unsaturation after the polymerization of the monomers.
• the hydrocarbon-based block copolymer may optionally be a hydrogenated copolymer comprising styrene blocks and ethylene blocks/C 3 -C 4 alkylene or isoprene blocks.
• the block copolymer is an amorphous hydrocarbon block copolymer, for example an amorphous hydrocarbon block copolymer of styrene and monomers of hydrocarbon containing 2 to 5 carbon atoms and comprising one or two ethylenic unsaturations.
• the amorphous thermoplastic elastomers comprise at least one first block whose T g is below about 20° C., such as below about 0° C., below about ⁇ 20° C., or below about ⁇ 40° C.
• the T g of the first block can, for example, range from about ⁇ 150° C. to about 20° C., such as from about ⁇ 100° C. to about 0° C.
• the block copolymers also comprise at least one second block whose T g is greater than about 25° C., such as greater than about 50° C., greater than about 75° C., greater than about 100° C., or greater than about 150° C.
• the T g of the second block can, for example, range from about 25° C. to about 150° C., such as from about 50° C. to about 125° C., about 60° C. to about 120° C., or about 70° C. to about 100° C.
• Exemplary, non-limiting amorphous diblock copolymers may be chosen from styrene-ethylene/propylene copolymers, styrene-ethylene/butadiene copolymers, styrene-ethylene/butylene copolymers, styrene-butadiene, or styrene-isoprene copolymers.
• Diblock copolymers are sold, for example, under the name Kraton® G1701E by Kraton Polymers.
• Exemplary, non-limiting amorphous triblock copolymers may be chosen from styrene-ethylene/propylene-styrene copolymers, styrene-ethylene/butadiene-styrene copolymers, copolymers of styrene-isoprene-styrene, and copolymers of styrene-butadiene-styrene, such as those sold under the names Kraton® G1650, Kraton® D1101, D1102 Kraton®, Kraton® D1160 by Kraton Polymers.
• the thermoplastic elastomer may be a mixture of a triblock copolymer styrene-butylene/ethylene-styrene diblock copolymer and a styrene-ethylene/butylene, such as those sold under the name Kraton® G1657M by Kraton Polymers.
• the thermoplastic elastomer may be a mixture of hydrogenated triblock copolymer styrene-butylene/ethylene-styrene hydrogenated star polymer and ethylene-propylene-styrene, such mixing can in particular be in isododecane in another oil.
• Such mixtures are sold, for example, by Penreco under the trade names VERSAGEL® M5960 and M5670 VERSAGEL®.
• the at least one thermoplastic elastomer is chosen from semicrystalline block copolymers having at least two glass transition temperatures.
• the semicrystalline block copolymers can comprise at least one first block whose T g is greater than about 40° C., such as greater than about 75° C., or greater than 100° C.
• the T g of the first block can, for example, range from about 40° C. to about 150° C., such as from about 50° C. to about 100° C.
• the semcrystalline block copolymers also comprise at least one second block whose T g is less than about ⁇ 50° C., such as less than about ⁇ 75° C., less than about ⁇ 100° C., or less than about ⁇ 150° C.
• the T g of the second block can, for example, range from about ⁇ 150° C. to about ⁇ 50° C., such as from about ⁇ 100° C. to about ⁇ 50° C.
• the semicrystalline thermoplastic elastomers may be chosen from copolymers containing a polyamide and/or a polysilicone and/or a polyurethane, for example polysilicone-polyamides or polysilicone-polyurethanes.
• the semicrystalline thermoplastic elastomers may be chosen from polyorganosiloxane-containing polymers comprising at least one moiety corresponding to formula I:
• R 1 , R 2 , R 3 and R 4 which may be identical or different, represent a group chosen from: (a) linear, branched or cyclic, saturated or unsaturated, C 1 to C 40 hydrocarbon-based groups, possibly containing in their chain one or more oxygen, sulphur and/or nitrogen atoms, and possibly being partially or totally substituted with fluorine atoms, (b) C 6 to C 10 aryl groups, optionally substituted with one or more C 1 to C 4 alkyl groups, (c) polyorganosiloxane chains possibly containing one or more oxygen, sulphur and/or nitrogen atoms;
• X which may be identical or different, represents a linear or branched C 1 to C 30 alkylenediyl group, possibly containing in its chain one or more oxygen and/or nitrogen atoms;
• Y is a saturated or unsaturated, C 1 to C 50 linear or branched divalent alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene group, optionally comprising one or more oxygen, sulphur and/or nitrogen atoms, and/or optionally substituted with one of the following atoms or groups of atoms: fluorine, hydroxyl, C 3 to C 8 cycloalkyl, C 1 to C 40 alkyl, C 5 to C 10 aryl, phenyl optionally substituted with one to three C 1 to C 3 alkyl, C 1 to C 3 hydroxyalkyl, and C 1 to C 6 aminoalkyl groups;
• G which may be identical or different, represents a group chosen from ester, amide, sulphonamide, carbamate, thiocarbamate, urea, thiourea groups, and combinations thereof;
• n is an integer ranging from 2 to 500 and preferably from 2 to 200.
• the semicrystalline thermoplastic elastomers may be chosen from copolymers containing at least one moiety corresponding to formula II:
• R 1 and R which may be identical or different, are as defined above for formula (I),
• R 7 represents a group as defined above for R 1 and R 3 , or represents a group of formula —X-G-R 9 in which X and G are as defined above for formula (I) and R 9 represents a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated, C 1 to C 50 hydrocarbon-based group optionally comprising in its chain one or more atoms chosen from O, S and N, optionally substituted with one or more fluorine atoms and/or one or more hydroxyl groups, or a phenyl group optionally substituted with one or more C 1 to C 4 alkyl groups,
• R 8 represents a group of formula —X-G-R 9 in which X, G and R 9 are as defined above,
• n 1 is an integer ranging from 1 to 998
• n 2 is an integer ranging from 2 to 500.
• a block copolymer comprising several different moieties of formula (I), and/or several different moieties of formula (II), for example a polymer in which at least one of the groups R 1 , R 2 , R 3 , R 4 , X, G, Y, m, and n is different in one of the moieties. It is also possible to use a block copolymer comprising at least one moiety of formula (I) and at least one moiety of formula (II), the moieties of formula (I) and the moieties of formula (II) possibly being identical to, or different from, each other.
• the semicrystalline thermoplastic elastomer may be chosen from polyamide copolymers containing at least one moiety corresponding to formula III and at least one moiety corresponding to formula IV:
• R 1 , R 2 , R 3 , and R 4 are the same or different and may be selected from the group consisting of methyl, ethyl, propyl, isopropyl, a siloxane chain, and phenyl;
• X is a linear or branched chain alkylene having 1-30 carbons
• Y is selected from the group consisting of linear or branched chain alkylenes having 1-40 carbons;
• n is a number between 1 and 500.
• the semcrystalline thermoplastic elastomer may be chosen from Nylon 6, Nylon 66, and Nylon-611/dimethicone copolymer.
• thermoplastic elastomer may be present in the composition in an amount up to about 25%, such as an amount ranging from about 5% to about 20%, about 6% to about 18%, about 7% to about 16%, about 8% to about 15%, or about 9% to about 14%, by weight, relative to the weight of the composition.
• compositions according to the disclosure further comprise at least one adhesive film-forming polymer.
• the at least one adhesive polymer may be amorphous, crystalline, or semicrystalline.
• the adhesive polymer may have a T g greater than about 25° C., such as greater than about 50° C., greater than about 75° C., or greater than about 100° C., according to various embodiments. In further embodiments, the adhesive polymer may have a T g less than about 25° C., such as less than about 0° C., less than about ⁇ 25° C., or less than about ⁇ 50° C.
• the at least one adhesive polymer may be present in the composition in an amount up to about 25%, such as an amount ranging from about 5% to about 20%, about 6% to about 18%, about 7% to about 16%, about 8% to about 15%, or about 9% to about 14%, by weight, relative to the weight of the composition.
• adhesive polymers having a T g greater than about 25° C. mention may be made of polymer particles of C 1 -C 4 alkyl(methacrylate)polymer, stablilized in a non-aqueous dispersion, referred to herein for ease of reference as an “oil dispersion,” such as those described in WO2015/091513 which is incorporated by reference herein.
• the C 1 -C 4 alkyl (meth)acrylate monomers may be chosen from methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate and tert-butyl (meth)acrylate.
• the polymer may be a methyl acrylate and/or ethyl acrylate polymer.
• the polymer may also comprise an ethylenically unsaturated acid monomer or the anhydride thereof, chosen especially from ethylenically unsaturated acid monomers comprising at least one carboxylic, phosphoric or sulfonic acid function, such as crotonic acid, itaconic acid, fumaric acid, maleic acid, maleic anhydride, styrenesulfonic acid, vinylbenzoic acid, vinylphosphoric acid, acrylic acid, methacrylic acid, acrylamidopropanesulfonic acid or acrylamidoglycolic acid, and salts thereof.
• the ethylenically unsaturated acid monomer may be chosen from (meth)acrylic acid, maleic acid, and maleic anhydride.
• the salts may be chosen from salts of alkali metals, for example sodium or potassium; salts of alkaline-earth metals, for example calcium, magnesium or strontium; metal salts, for example zinc, aluminum, manganese or copper; ammonium salts of formula NH 30 ; quaternary ammonium salts; salts of organic amines, for instance salts of methylamine, dimethylamine, trimethylamine, triethylamine, ethylamine, 2-hydroxyethylamine, bis(2-hydroxyethyl)amine or tris(2-hydroxyethyl)amine; lysine or arginine salts.
• alkali metals for example sodium or potassium
• salts of alkaline-earth metals for example calcium, magnesium or strontium
• metal salts for example zinc, aluminum, manganese or copper
• ammonium salts of formula NH 30 quaternary ammonium salts
• salts of organic amines for instance salts of methylamine, di
• the polymer of the particles of the oil dispersion may thus comprise or consist essentially of about 80% to about 100%, by weight, of C 1 -C 4 alkyl (meth)acrylate and of about 0% to about 20%, by weight, of ethylenically unsaturated acid monomer, relative to the total weight of the polymer.
• the polymer consists essentially of a polymer of one or more C 1 -C 4 alkyl (meth)acrylate monomers.
• the polymer consists essentially of a copolymer of C 1 -C 4 (meth)acrylate and of (meth)acrylic acid or maleic anhydride.
• the polymer of the particles in the oil dispersion may be chosen from methyl acrylate homopolymers, ethyl acrylate homopolymers, methyl acrylate/ethyl acrylate copolymers, methyl acrylate/ethyl acrylate/acrylic acid copolymers, methyl acrylate/ethyl acrylate/maleic anhydride copolymers, methyl acrylate/acrylic acid copolymers, ethyl acrylate/acrylic acid copolymers, methyl acrylate/maleic anhydride copolymers, and ethyl acrylate/maleic anhydride copolymers.
• the polymer of the particles in the dispersion may have a number-average molecular weight ranging from about 2000 to about 10,000,000, for example ranging from about 150,000 to about 500,000.
• the polymer particles may be present in the oil dispersion in a content ranging from about 20% to about 60%, for example about 21% to about 58.5%, about 30% to about 50%, about 35% to about 45%, or about 36% to about 42%, by weight, relative to the total weight of the oil dispersion.
• the stabilizer in the oil dispersion may be an isobornyl (meth)acrylate polymer chosen from isobornyl (meth)acrylate homopolymer and statistical copolymers of isobornyl (meth)acrylate and of C 1 -C 4 alkyl (meth)acrylate present in an isobornyl (meth)acrylate/C 1 -C 4 alkyl (meth)acrylate weight ratio of greater than about 4, for example greater than about 4.5, or greater than about 5.
• the weight ratio may range from about 4.5 to about 19, such as from about 5 to about 19, or from about 5 to about 12.
• the stabilizer may be chosen from isobornyl acrylate homopolymers, statistical copolymers of isobornyl acrylate/methyl acrylate, statistical copolymers of isobornyl acrylate/methyl acrylate/ethyl acrylate, and statistical copolymers of isobornyl methacrylate/methyl acrylate.
• the stabilizer may have a number-average molecular weight ranging from about 10,000 to about 400,000, such as from about 20,000 to about 200,000.
• the combination of the stabilizer +polymer of the particles present in the oil dispersion comprises from about 10% to about 50%, such as about 15% to about 30%, by weight of polymerized isobornyl (meth)acrylate, and from about 50% to about 90%, such as about 70% to about 85%, by weight of polymerized C 1 -C 4 alkyl (meth)acrylate, relative to the total weight of the combination of the stabilizer +polymer of the particles.
• the oily medium of the oil dispersion comprises a hydrocarbon-based oil.
• the hydrocarbon-based oil is an oil that is liquid at room temperature (25° C.).
• the term “hydrocarbon-based oil” means an oil formed essentially from, or even consisting of, carbon and hydrogen atoms, and optionally oxygen and nitrogen atoms, and not containing any silicon or fluorine atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and/or amide groups.
• hydrocarbon-based oil medium of the oil dispersion examples include hydrocarbon-based oils containing up to about 40, such as from 8 to 16 or from 8 to 14, carbon atoms.
• the hydrocarbon-based oil is apolar.
• the hydrocarbon based oil may be chosen from isododecane.
• the oil dispersion may be prepared, for example, as described in WO2015/091513.
• the adhesive polymer may be chosen from aliphatic or cycloaliphatic hydrocarbon polymers selected from aliphatic or cycloaliphatic hydrocarbon resins having a T g greater than about 25° C.
• aliphatic or cycloaliphatic hydrocarbon resins it is meant polymers or copolymers of olefins or polymers or copolymers of partly or totally hydrogenated aromatic hydrocarbon monomers.
• the adhesive polymer may be chosen from aliphatic hydrocarbon resins, aromatic modified aliphatic hydrocarbon resins, hydrogenated polycyclopentadiene resins, polycyclopentadiene resins, gum rosins, gum rosin esters, wood rosins, wood rosin esters, tall oil rosins, tall oil rosin esters, polyterpenes, aromatic modified polyterpenes, terpene phenolics, aromatic modified hydrogenated polycyclopentadiene resins, hydrogenated aliphatic resin, hydrogenated aliphatic aromatic resins, hydrogenated terpenes and modified terpenes, hydrogenated rosin acids, hydrogenated rosin esters, polyisoprene, partially or fully hydrogenated polyisoprene, polybutenediene, partially or fully hydrogenated polybutenediene, and hydrogenated styrene/methyl styrene/indene copolymers.
• hydrogenated indene/methylstyrene/styrene copolymers marketed under the name of REGALITE® by Eastman Chemical may be chosen.
• REGALITE® R1090, REGALITE® R1100, REGALITE® S1100, REGALITE® R7100, REGALITE® R1010, REGALITE® R112, or REGALITE® S5100 may be chosen.
• those sold under the name of ARKON® P-90, ARKON® P-100, and ARKON® P-115, by Arakawa may be chosen.
• the adhesive polymer may have a T g of less than about 25° C.
• the at least one adhesive polymer may be chosen from polyacids, such as hyperbranched polyacids. Polyacids useful according to various embodiments of the disclosure may be found in U.S. Pat. No. 7,582,719 and US2013/0236409, both of which are incorporated by reference herein.
• hyperbranched polyacid refers to the fact that the functional groups of the hyperbranched functional polymer are substituted with carboxylic acid groups.
• Unsaturated functionalizing compounds useful include, but are not limited to, carboxylic acids, carboxylic acid esters, amides, ethers, amines, phosphate esters, silanes and alcohols. Examples of such carboxylic acids include, but are not limited to, 5-hexenoic acid, 6-heptenoic acid, 10-undecylenic acid, 9-decenoic acid, oleic acid, and erucic acid.
• esters of these acids with linear or branched-chain alcohols having from about 1 to about 10 carbon atoms are also useful.
• esters of these acids with linear or branched-chain alcohols having from about 1 to about 10 carbon atoms are also useful.
• triglycerides containing olefinic unsaturation in the fatty acid portion such as tall oil, fish oils, soybean oil, linseed oil, cottonseed oil and partially hydrogenated products of such oils.
• olefinic alcohols such as allyl alcohol, 9-decen-1-ol, 10-undecylenyl alcohol, oleyl alcohol, erucyl alcohol, acetic acid or formic acid esters of these alcohols, C 1 -C 4 alkyl ether derivatives of these alcohols and formamides or acetamides of unsaturated amines such as oleylamine, erucylamine, 10-undecylenylamine and allylamine.
• olefinic alcohols such as allyl alcohol, 9-decen-1-ol, 10-undecylenyl alcohol, oleyl alcohol, erucyl alcohol, acetic acid or formic acid esters of these alcohols, C 1 -C 4 alkyl ether derivatives of these alcohols and formamides or acetamides of unsaturated amines such as oleylamine, erucylamine, 10-undecylenylamine and
• the hyperbranched polyacid compound useful according to the disclosure may have at least two carboxyl groups.
• the hyperbranched polyacid has a carboxyl number of at least 3, such as at least 10, at least 50, at least 100, or at least about 150.
• the hyperbranched polyacid has a carboxyl number ranging from about 50 to about 250, such as ranging from about 75 to about 225, about 100 to about 200, or about 125 to 175. In one embodiment, the hyperbranched polyacid has a carboxyl number ranging from 90 to 150.
• the at least one hyperbranched acid compound has a molecular weight (Mw) ranging from about 500 to about 25,000, such as ranging from about 800 to about 10,000, or from about 1000 to about 8000.
• the hyperbranched polyacid has a Mw ranging from about 1000 to about 6000.
• the at least one hyperbranched polyacid compound has a viscosity at 210° F. ranging from 0.01 Pas to 10 Pas, such as from 0.02 to 7 Pas, or from 0.03 to 6 Pas, including all ranges and subranges there between. The viscosity is determined using Brookfield viscometer at 210° F. by ASTMD-3236MOD method.
• the at least one hyperbranched acid compound has an acid number ranging from about 20 to about 400 mg/KOH, such as from about 30 to about 300 mg/KOH, or ranging from about 50 to about 100 mg/KOH.
• the at least one adhesive polymer is a polyacid chosen from C 30+ olefin/undecylenic acid copolymers, such as C 28 -C 52 olefin/undecylenic acid copolymers, for example those available from New Phase Technologies under trade name Performa V6112TM.
• acrylic type film formers include polymers that are film forming agents and which are based upon one or more (meth)acrylic acid (and corresponding (meth)acrylate) monomers or similar monomers.
• Non-limiting examples of such film forming agents include copolymers containing at least one apolar monomer, at least one olefinically unsaturated monomer, and at least one vinylically functionalized monomer.
• acrylic monomers which comprise acrylic and methacrylic esters with alkyl groups composed of 4 to 14 C atoms, preferably 4 to 9 C atoms may be chosen.
• monomers of this kind include n-butyl acrylate, n-butyl methacrylate, n-pentyl acrylate, n-pentyl methacrylate, n-amyl acrylate, n-hexyl acrylate, hexyl methacrylate, n-heptyl acrylate, n-octyl acrylate, n-octyl methacrylate, n-nonyl acrylate, isobutyl acrylate, isooctyl acrylate, isooctyl methacrylate, and their branched isomers, such as, for example, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate.
• olefinically unsaturated monomers it is possible to use monomers having functional groups selected from hydroxyl, carboxyl, sulphonic acid groups, phosphonic acid groups, acid anhydrides, epoxides, and amines.
• olefinically unsaturated monomers include acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, crotonic acid, aconitic acid, dimethylacrylic acid, beta-acryloyloxypropionic acid, trichloracrylic acid, vinylacetic acid, vinylphosphonic acid, itaconic acid, maleic anhydride, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, 6-hydroxyhexyl methacrylate, allyl alcohol, glycidyl acrylate, glycidyl methacrylate.
• exemplary monomers include monomers which are copolymerizable with one or both of the previously discussed monomers and include, for example, methyl acrylate, ethyl acrylate, propyl acrylate, methyl methacrylate, ethyl methacrylate, benzyl acrylate, benzyl methacrylate, sec-butyl acrylate, tert-butyl acrylate, phenyl acrylate, phenyl methacrylate, isobornyl acrylate, isobornyl methacrylate, tert-butylphenyl acrylate, tert-butylphenyl methacrylate, dodecyl methacrylate, isodecyl acrylate, lauryl acrylate, n-undecyl acrylate, stearyl acrylate, tridecyl acrylate, behenyl acrylate, cyclohexyl methacrylate,
• acrylic type film formers mention may be made of copolymers of acrylic acid, isobutyl acrylate and isobornyl acetate, such as that sold under the names Pseudoblock (Chimex) and Synamer-3. In both of these commercial products, the copolymer is present with a solvent in a 1:1 ratio (50% solid).
• Another exemplary film former is Poly(isobornyl methacrylate-8 co-isobornyl acrylate-co-isobutyl acrylate-co-acrylic acid) at 50% of active material in 50% of octyldodecyl neopentanoate (Mexomere PAZ from Chimex).
• compositions comprise at least one filler.
• the fillers may be mineral or organic in nature, and of any shape.
• the fillers may have a particle size greater than about 100 nm, and/or a specific surface area greater than about 200 m 2 /g.
• fillers may be chosen from talc, mica, silica, silica surface-treated with a hydrophobic agent, fumed silica, kaolin, polyamide (Nylon®) powders (e.g. Orgasol® from Atochem), polyurethane powders, poly- ⁇ -alanine powder and polyethylene powder, powders of tetrafluoroethylene polymers (Teflon®), lauroyllysine, starch, boron nitride, hollow polymer microspheres such as those of polyvinylidene chloride/acrylonitrile, for instance Expancel® (Nobel Industrie) or of acrylic acid copolymers (Polytrap® from the company Dow Corning) and silicone resin microbeads (Tospearls® from Toshiba, for example), elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite, hollow silica microspheres
• the at least one filler may be chosen from hydrophobic silica aerogel particles.
• Silica aerogels are porous materials obtained by replacing (by drying) the liquid component of a silica gel with air.
• Hydrophobic silica aerogel particles useful according to embodiments of the disclosure include silylated silica (INCI name: silica silylate) aerogel particles. The preparation of hydrophobic silica aerogel particles that have been surface-modified by silylation is described more fully in U.S. Pat. No. 7,470,725, incorporated by reference herein.
• aerogel particles of hydrophobic silica surface-modified with trimethylsilyl groups may be chosen.
• the aerogel sold under the name VM-2260® by the company Dow Corning the particles of which have an average size of about 1000 microns and a specific surface area per unit of mass ranging from 600 to 800 m 2 /g
• the aerogel sold under the name VM-2270® also by the company Dow Corning, the particles of which have an average size ranging from 5 to 15 microns and a specific surface area per unit of mass ranging from 600 to 800 m 2 /g, may be chosen.
• the aerogels sold by the company Cabot under the names Aerogel TLD 201®, Aerogel OGD 201®, and Aerogel TLD 203®, CAB-O-SIL TS-530, CAB-O-SIL TS-610, CAB-O-SIL TS-720, Enova Aerogel MT 1100®, and Enova Aerogel MT 1200®, may be chosen.
• mixtures of fillers may be present in the compositions according to the disclosure.
• a mixture of different aerogel particles, or of an aerogel and a different type of filler may be used.
• the at least one filler may be present in a total amount ranging from about 0.1% to about 20% by weight, for example from about 0.2% to about 15%, from about 0.5% to about 10%, or from about 1% to about 6%, by weight, relative to the total weight of the composition. In at least certain exemplary embodiments, the filler is present in an amount less than about 5%, such as less than about 4%, by weight, relative to the total weight of the composition. In one embodiment, the filler is present in an amount up to about 3% by weight, relative to the total weight of the composition.
• compositions further comprise at least one UV protection agent.
• a UV protection agent in an amount sufficient to impart an effective sun protection factor (SPF) will negatively affect the properties of a cosmetic film.
• SPDF sun protection factor
• the types and amounts of UV protection agents according to the disclosure permit the compositions to form films on the skin that have good optical and mechanical properties, while still having satisfactory SPF.
• the UV protection agent may be chosen from organic sunfilters.
• the UV protection agent may be chosen from cinnamic derivatives; anthranilates; salicylic derivatives; dibenzoylmethane derivatives; camphor derivatives; benzophenone derivatives; ⁇ , ⁇ -diphenylacrylate derivatives; triazine derivatives; benzotriazole derivatives; benzalmalonate derivatives, such as those cited in patent U.S. Pat. No. 5,624,663; benzimidazole derivatives; imidazolines; bis-benzoazolyl derivatives such as those described in patents EP669323 and U.S. Pat. No.
• the at least one UV protection agent is chosen from Ethylhexyl Methoxycinnamate, Ethylhexyl Salicylate, Homosalate, Butyl Methoxydibenzoylmethane, Octocrylene, Phenylbenzimidazole Sulfonic Acid, Benzophenone-3, Benzophenone-4, Benzophenone-5, n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate, 4-Methylbenzylidene Camphor, Terephthalylidene Dicamphor Sulfonic Acid, Disodium Phenyl Dibenzimidazole Tetrasulfonate, Methylene Bis-Benzotriazolyl Tetramethylbutylphenol, Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, Ethylhexyl triazone, Diethylhexyl Butamido Triazone, 2,
• cinnamic derivatives may be chosen from Ethylhexyl Methoxycinnamate sold under the trade name Parsol® MCX by DSM Nutritional Products, Isopropyl Methoxycinnamate or Isoamyl Methoxycinnamate sold under the trade name “Neo Heliopan® E 1000” by Symrise, DEA Methoxycinnamate, Diisopropyl Methylcinnamate, or Glyceryl Ethylhexanoate Dimethoxycinnamate.
• salicylic acid derivatives may be chosen from Homosalate sold under the name Eusolex® HMS by Rona/EM Industries, Ethylhexyl Salicylate sold under the name Neo Heliopan® OS by Symrise, Dipropylene Glycol Salicylate sold under the name DipsalTM by Scher, TEA Salicylate sold under the name Neo Heliopan® TS by Symrise.
• dibenzoylmethane derivatives may be chosen from Butyl Methoxydibenzoylmethane (Avobenzone) such as that sold under the trade name Parsol® 1789 by DSM, Isopropyl Dibenzoylmethane, or 2,2′-Methylenebis[6-(2H-Benzotriazol-2-yl)-4-(1,1,3,3-Tetramethyl-Butyl)P-henol] (Methylene Bis-Benzotriazolyl Tetramethylbutylphenol) marketed as TINOSORB M by BASF.
• Butyl Methoxydibenzoylmethane Avobenzone
• Parsol® 1789 by DSM
• p-aminobenzoic acid (PABA) derivatives may be chosen from PABA, Ethyl PABA, Ethyl Dihydroxypropyl PABA, Ethylhexyl dimethyl PABA sold in particular under the name EscalolTM 507 by ISP, Glyceryl PABA, PEG-25 PABA sold under the name Uvinul® P25 by BASF.
• ⁇ , ⁇ -diphenylacrylate derivatives may be chosen from Octocrylene sold in particular under the trade name Uvinul® N539 by BASF, Etocrylene sold in particular under the trade name Uvinul® N35 by BASF.
• benzophenone derivatives may be chosen from Benzophenone-1 sold under the trade name Uvinul® 400 by BASF, Benzophenone-2 sold under the trade name Uvinul® D50 by BASF, Benzophenone-3 or Oxybenzone sold under the trade name Uvinul® M40 by BASF, Benzophenone-4 sold under the trade name Uvinul® MS40 by BASF, Benzophenone-5, Benzophenone-6 sold under the trade name Helisorb® 11 by Norquay, Benzophenone-8 sold under the trade name Spectra-Sorb UV-24 by American Cyanamid, Benzophenone-9 sold under the trade name Uvinul® DS-49 by BASF, Benzophenone-12, n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate sold under the trade name Uvinul® A+ or as a mixture with octyl methoxycinnamate under the trade name Uvinul® A+B by BASF
• Benzylidenecamphor derivatives may be chosen from 3-Benzylidene Camphor manufactured under the name MexorylTM SD by Chimex, 4-Methylbenzylidene Camphor sold under the name Eusolex® 6300 by Merck, Benzylidene Camphor Sulfonic Acid manufactured under the name MexorylTM SL by Chimex, Camphor Benzalkonium Methosulfate manufactured under the name MexorylTM SO by Chimex, Terephthalylidene Dicamphor Sulfonic Acid manufactured under the name MexorylTM SX by Chimex, Polyacrylamidomethyl Benzylidene Camphor manufactured under the name MexorylTM SW by Chimex.
• phenylbenzimidazole derivatives can be chosen from Phenylbenzimidazole Sulfonic Acid sold in particular under the trade name Eusolex® 232 by Merck, Disodium Phenyl Dibenzimidazole Tetrasulfonate sold under the trade name Neo Heliopan® AP by Symrise.
• phenylbenzotriazole derivatives may be chosen from Drometrizole Trisiloxane sold under the name Silatrizole by Rhodia Chimie, Methylene bis-Benzotriazolyl Tetramethylbutyl-phenol sold in solid form under the trade name MIXXIM BB/100 by Fairmount Chemical, or in micronized form as an aqueous dispersion under the trade name Tinosorb M by Ciba Specialty Chemicals.
• Triazine derivatives may, in various embodiments, be chosen from bis-Ethylhexyloxyphenol Methoxyphenyl Triazine sold under the trade name Tinosorb® S by BASF, Ethylhexyl Triazone sold in particular under the trade name Uvinul® T150 by BASF, Diethylhexyl Butamido Triazone sold under the trade name Uvasorb® HEB by Sigma 3V, 2,4,6-tris(dineopentyl 4′-aminobenzalmalonate)s-triazine, 2,4,6-tris(diisobutyl 4′-aminobenzalmalonate)-s-triazine, 2,4-bis(dineopentyl 4′-aminobenzalmalonate)-6-(n-butyl 4′-aminobenzoate)-s-triazine, symmetrical triazine screening agents described in U.S.
• a useful anthranilic derivative may be, for example, Menthyl Anthranilate sold under the trade name Neo Heliopan® MA by Symrise.
• a useful imidazoline derivative may be, for example, Ethylhexyl Dimethoxybenzylidene Dioxoimidazoline Propionate.
• Benzalmalonate Derivatives may be chosen from Polyorganosiloxane containing benzalmalonate functions, for instance Polysilicone-15, sold under the trade name Parsol® SLX by DSM Nutritional Products.
• a useful 4,4-Diarylbutadiene Derivative may be, for example, 1,1-dicarboxy(2,2′-dimethylpropyI)-4,4-diphenylbutadiene.
• Benzoxazole derivatives may be chosen from, for example, from 2,4-bis[5-(1-dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-e-thylhexyl)imino-1,3,5-triazine sold under the name Uvasorb® K2A by Sigma 3V.
• UV protection agents may also be chosen.
• compositions are free or substantially free of mineral UV protection agents.
• the UV protection agent may be present in the composition in an amount ranging up to about 10%, such as up to about 9%, up to about 8%, up to about 7%, up to about 6%, up to about 5%, up to about 4%, up to about 3%, up to about 2%, up to about 1%, or up to about 0.5% by weight, relative to the weight of the composition.
• the at least one UV protection agent may be present in the composition in an amount ranging from about 0.1% to about 5%, such as about 1% to about 5%, about 1% to about 4%, about 2% to about 4%, or about 2% to about 3% by weight, relative to the weight of the composition.
• compositions according to the disclosure may optionally further comprise additional components, such as solvents, silicone elastomers, humectants, water, and pigments.
• compositions may comprise at least one solvent.
• the compositions may comprise at least one solvent chosen from solvents having a vapor pressure at room temperature (25° C.) of greater than about 100Pa, such as greater than about 500Pa, or greater than about 1000Pa.
• the composition is free or substantially free of solvents having a vapor pressure at room temperature (25° C.) of less than about 25Pa.
• the composition may comprise at least one solvent having a vapor pressure at room temperature (25° C.) of greater than about 100Pa, such as greater than 500Pa, or greater than 1000Pa, and at least one solvent having a vapor pressure at room temperature (25° C.) of less than about 100Pa, such as less than about 50Pa, or less than about 25Pa.
• the compositions comprise at least one volatile organic solvent.
• the volatile organic solvent may be chosen from, for example, volatile hydrocarbon-based oils and volatile silicone oils.
• volatile hydrocarbon oils include, but are not limited to, those having from 8 to 16 carbon atoms and their mixtures, such as branched C 8 to C 16 alkanes and C 8 to C 16 isoalkanes (also known as isoparaffins), isododecane, isodecane, isohexadecane.
• the at least one solvent may be chosen from the oils sold under the trade names of Isopar® or Permethyl®, the C 8 to C 16 branched esters such as isohexyl or isodecyl neopentanoate and their mixtures.
• the volatile hydrocarbon oils have a flash point of at least 40° C. It is also possible to use mixtures of isoparaffins and other volatile hydrocarbon-based oils, such as petroleum distillates.
• volatile silicone oils may be chosen from linear or cyclic silicone oils, such as those having a viscosity at room temperature (25° C.) of less than or equal to 6 cSt and having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms.
• volatile silicone oils examples include, but are not limited to, octamethyltetrasiloxane, decamethylcyclo-pentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and their mixtures.
• the volatile silicone oils have a flash point of at least 40° C.
• the at least one volatile solvent may be chosen from polar volatile solvents, including but are not limited to, alcohols, volatile esters and volatile ethers.
• the at least one solvent may be present in the composition in an amount up to about 95%, such as up to about 90%, up to about 85%, up to about 80%, up to about 75%, up to about 70%, up to about 65%, up to about 60%, up to about 55%, or up to about 50%, by weight of the composition.
• the at least one solvent may be present in the composition in an amount ranging from about 40% to about 95%, such as about 50% to about 90%, or about 60% to about 85%, or about 65% to about 80%.
• the composition may further optionally comprise at least one silicone elastomer.
• the at least one silicone elastomer may improve properties such as the thickness and water-resistance of the film, without significantly affecting the mechanical or optical properties of the film.
• the addition of at least one silicone elastomer may decrease wettability by sebum, which will help prevent the film from losing tightening properties. It may, in at least certain embodiments, be advantageous to choose a silicone elastomer having greater than 1% active material (AM), such as greater than 2% AM.
• AM active material
• the at least one silicone elastomer may, for example, be chosen from at least one silicone crosspolymer dispersed in at least one oil.
• the at least one silicone crosspolymer may, in certain embodiments, be chosen from dimethicone crosspolymers, such as dimethicone/vinyl dimethicone crosspolymers and dimethicone/phenyl vinyl dimethicone crosspolymers.
• the silicone cross-polymer may be modified by one or more groups chosen from alkyl, polyether, polyglycerin groups.
• the alkyl modified silicone cross-polymers may be chosen from vinyl dimethicone/lauryl dimethicone cross-polymers, cetearyl dimethicone cross-polymers, and C 30 -C 45 alkyl cetearyl dimethicone cross-polymers.
• Non-limiting examples of polyether modified silicone cross-polymers include dimethicone/PEG-10/15 cross-polymers.
• Exemplary alkyl and polyether modified silicone cross-polymers may be chosen, for example, from PEG-10/lauryl dimethicone cross-polymers and PEG-15/lauryl dimethicone cross-polymers.
• Exemplary polyglycerin modified silicone cross-polymers include dimethicone/polyglycerin-3 cross-polymers and lauryl dimethicone/polyglycerin-3 cross-polymers.
• the silicone polymers do not comprise polyethylene glycol or polypropylene groups, or hydrophilic moieties.
• the silicone elastomer may be chosen from the silicone organic blends isododecane (and) dimethicone crosspolymer (18% AM) sold under the name EL-8040 ID or dimethicone/bis-isobutyl PPG-20 crosspolymer (17% AM in isododecane) sold under the name EL-8050 ID, by Dow Corning; or isododecane (and) vinyldimethyl/trimethylsiloxysilicate stearyl dimethicone crosspolymer (20% AM in isododecane), sold under the name GEL BELSIL RG90 by Wacker.
• the silicone crosspolymer may be dispersed in at least one oil.
• the oil may be chosen from silicone oils, such as cyclic and linear organopolysiloxanes.
• Cyclic organopolysiloxanes may include, for example, cyclotetrasiloxane; cyclopentasiloxane; and methylated cyclic organopolysiloxanes, for example, octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane.
• Non-limiting examples of linear organopolysiloxanes include low molecular weight dimethicones; high molecular weight dimethicones; alkyl derivatives of linear organopolysiloxanes, for example, cetyl dimethicone and lauryl trimethicone; aryl derivatives of linear organopolysiloxanes, for example, phenyl trimethicone; and hydroxylated derivatives of linear organopolysiloxanes, for example, dimethiconol.
• the oil may be chosen from organic oils, such as mineral oil; linear and branched alkanes, for example, isododecane; triethylhexanoin; and squalane.
• the at least one silicone crosspolymer may, in some embodiments, comprise from about 5% to about 35% by weight, relative to the total weight of the silicone elastomer blend, for example, from about 10% to about 20% by weight, or from about 25% to about 35% by weight, or from about 20% to about 30% by weight.
• the at least one oil may comprise from about 65% to about 95% by weight, relative to the total weight of the silicone elastomer blend, such as from about 80% to about 90% by weight, or from about 65% to about 75% by weight, or from about 70% to about 80% by weight.
• the silicone elastomer blend comprises from about 20% to about 30% of dimethicone/vinyl dimethicone cross-polymer. In further exemplary embodiments, the silicone elastomer blend comprises from about 70% to about 80% by weight of dimethicone. In yet further exemplary embodiments, the silicone elastomer blend comprises from about 20% to about 30% of dimethicone/vinyl dimethicone cross-polymer and from about 70% to about 80% by weight dimethicone.
• silicone elastomers sold under the name KSG-16 dimethicone (and) dimethicone/vinyl dimethicone corpsspolymer KSG-21 (at 27% in active material) INCI name: Dimethicone/PEG-10 Dimethicone vinyl dimethicone crosspolymer), KSG-20 (at 95% % in active material) INCI name: PEG-10 Dimethicone Crosspolymer), KSG-30, (at 100% % in active material) INCI name: Lauryl PEG-15 Dimethicone vinyl dimethicone crosspolymer), KSG-31 (at 25% in active material) INCI name: Lauryl PEG-15 Dimethicone vinyl dimethicone crosspolymer), KSG-32 or KSG-42 or KSG-320 or KSG-30 (at 25% in active material) INCI name: Lauryl PEG-15 Dimethicone vinyl dimethicone crosspolymer), KSG-33: Lauryl PEG-15 (at 20% in active material) Dimethicon
• silicone elastomers include KSG-710 (at 25% in active material, INCI name: dimethicone/polyglycerin-3 crosspolymer); and KSG-820, KSG-830 and KSG-840, all of which are dimethicone/polvaleverin-3 crosspolymer (INCI), but in different diluents, 820 is in isododecane, 830 is in triethyl hexanoin, and 840 is in squalene, all by Shin Estu.
• KSG-710 at 25% in active material, INCI name: dimethicone/polyglycerin-3 crosspolymer
• KSG-820, KSG-830 and KSG-840 all of which are dimethicone/polvaleverin-3 crosspolymer (INCI), but in different diluents, 820 is in isododecane, 830 is in triethyl hexanoin, and 840 is in squalene
• the at least one silicone elastomer may optionally be included in the composition in an amount up to about 10%, such as up to about 8%, up to about 5%, about 4.5%, up to about 4%, up to about 3.5%, up to about 3%, up to about 2.5%, up to about 2%, up to about 1.5%, up to about 1%, up to about 0.75%, up to about 0.5%, up to about 0.25%, up to about 0.2%, or up to about 0.1%, by weight, relative to the weight of the composition.
• the at least one silicone elastomer may be present in an amount ranging from about 1% to about 10%, such as about 2% to about 8%, about 3% to about 6%, or about 4% to about 5%, by weight, relative to the weight of the composition.
• compositions according to the disclosure may comprise at least one humectant or moisturizing agent.
• the at least one humectant may improve the optical properties and feeling of the film formed on the skin by the composition, without negatively affecting the mechanical properties of the film.
• humectants or moisturizing agents may be chosen from polyhydroxy compounds including but not limited to glycerin and glycols such as, for example, propylene glycol, butylene glycol, dipropylene glycol and diethylene glycol, glycol ethers such as monopropylene, dipropylene and tripropylene glycol alkyl(C 1 -C 4 )ethers, monoethylene, diethylene and triethylene glycol.
• glycols such as, for example, propylene glycol, butylene glycol, dipropylene glycol and diethylene glycol
• glycol ethers such as monopropylene, dipropylene and tripropylene glycol alkyl(C 1 -C 4 )ethers, monoethylene, diethylene and triethylene glycol.
• the at least one humectant may be present in the composition in an amount up to about 20%, such as up to about 15%, up to about 14%, up to about 13%, up to about 12%, up to about 11%, up to about 10%, up to about 9%, up to about 8%, up to about 7%, up to about 6%, up to about 5%, up to about 4%, up to about 3%, up to about 2%, up to about 1%, or up to about 0.5%, by weight of the composition.
• water may be added to the compositions according to the disclosure.
• water may improve the properties of the film formed on the skin by the composition, such as Young Modulus, transparency, cohesion, and thickness.
• Water can be included in the composition in an amount up to about 15%, up to about 12%, up to about 10%, up to about 9%, up to about 8%, up to about 7%, up to about 6%, up to about 5%, up to about 4%, up to about 3%, up to about 2%, up to about 1%, or up to about 0.5%, by weight of the composition.
• the compositions are anhydrous or substantially anhydrous.
• the compositions may be in the form of a water-in-oil (W/O) emulsion.
• water and at least one humectant for example water and glycerin, in the composition together.
• the composition may further include at least one colorant, for example to create a colored film on the skin, which may be useful to hide certain skin imperfections.
• the at least one colorant may be chosen from dyes, pigments, and nacres.
• the at least one colorant may, for example, be chosen from dyes.
• dyes include Sudan Red, D & C Red 17, D & C Green 6, ⁇ -carotene, soybean oil, Sudan Brown, D & C Yellow 11, D & C Violet 2, D & C Orange 5, quinoline yellow and annatto.
• the at least one colorant may be chosen from pigments.
• pigments is intended to mean white or colored, mineral or organic particles which are insoluble in the composition in which they are present, and which are intended to color and/or opacify the resulting film.
• inorganic pigments that may be used include titanium oxides, zirconium oxides, cerium oxides, zinc oxides, iron oxides, chromium oxides, ferric blue, manganese violet, ultramarine blue, and chromium hydrate.
• pigments may be chosen from titanium dioxide and red, black, and/or yellow iron oxide, as well as mixtures thereof.
• pigments with a structure that may be, for example, of silica microspheres containing iron oxide type may be used.
• An example of a pigment having this structure is the product sold by the company Miyoshi under the reference PC Ball PC-LL-100 P, constituted of silica microspheres containing yellow iron oxide.
• organic pigments that may be used include nitroso, nitro, azo, xanthene, pyrene, quinoline, anthraquinone, triphenylmethane, fluorane, phthalocyanin, metal complex, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, triphenylmethane and quinophthalone compounds.
• the organic pigments may be chosen from carmine lake, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, the blue pigments codified in the Color Index under the references CI 42090, 69800, 69825, 73000, 74100 and 74160, the yellow pigments codified in the Color Index under the references CI 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000 and 47005, the green pigments codified in the Color Index under the references CI 61565, 61570 and 74260, the orange pigments codified in the Color Index under the references CI 11725, 15510, 45370 and 71105, the red pigments codified in the Color Index under the references CI 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000
• Nacres may be chosen from white pearlescent pigments such as mica coated with titanium or with bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with in particular ferric blue or the chromium oxide, titanium mica with an organic pigment of the abovementioned type, and pearlescent pigments based on bismuth oxychloride.
• the one or more colorants may optionally be included in the composition in an amount up to about 5%, such as up to about 4.5%, up to about 4%, up to about 3.5%, up to about 3%, up to about 2.5%, up to about 2%, up to about 1.5%, up to about 1%, up to about 0.75%, up to about 0.5%, up to about 0.25%, up to about 0.2%, or up to about 0.1%, weight, relative to the weight of the composition.
• the at least one thermoplastic elastomer, the at least one adhesive polymer, and the at least one filler together form a matrix that creates a film on the skin.
• the films formed by the compositions described herein are effective “suncare films,” in that they provide acceptable SPF to protect the skin from UV rays and/or protect the skin from damage caused by UV rays.
• the films may provide an SPF of at least 5, such as at least 10, at least 15, at least 20, at least 25, at least 30, at least 35, at least 40, at least 45, or at least 50.
• the films form quickly, are long-lasting and durable, and have optical properties that are advantageous for hiding skin imperfections or tightening the skin, such as transparency, matte effect, and a soft focus effect which helps to blur skin imperfections so that they are less noticeable.
• the compositions according to the disclosure form a film that is stiffer than, and thus capable of tightening, human skin.
• Human skin has a Young Modulus in the range of 10 kPa to 100 kPa; thus, a film for tightening the skin should have a Young Modulus of greater than 100 kPa.
• the films that are formed by the compositions have Young Modulus' greater than 500 kPa (0.5 MPa) in some embodiments, greater than 1000 kPa (1 MPa) in some embodiments, greater than 5000 kPa (5 MPa) in some embodiments, and even greater than 10,000 kPa (10 MPa) in some embodiments.
• the compositions according to the disclosure have sufficient consistency G* of at least about 100, and phase angle below about 45°, in order to form an effective and lasting film on the skin.
• the amounts and components of the composition should be chosen to provide a film on the skin that provides SPF protection to the skin, while being capable of tightening the skin and/or blurring skin imperfections in order to improve the appearance of the skin.
• thermoplastic elastomer plus adhesive polymer plus filler may be greater than about 10%, such as greater than about 15% or greater than about 20%, by weight, of the total weight of the composition.
• thermoplastic elastomer and adhesive polymer may be chosen so that the ratio of thermoplastic elastomer:adhesive polymer is in the range of about 1:10 to 10:1, in the range of about 1:5 to 5:1, or in the range of about 1:1 to 8:1.
• the films may be formed quickly, for example within less than about 30 minutes, less than about 20 minutes, less than about 10 minutes, or less than about 5 minutes, after the composition is applied to the skin.
• Films according to the disclosure may be long-lasting. For example, once the composition is applied to the skin and a film is formed, the film may remain substantially intact on the skin for a period of at least about 12 hours, such as at least about 24 hours, at least about 48 hours, or at least about 72 hours.
• the films may also be durable. For example, the film may not rub off, may not come off with sweat, or when the film is contacted by water, makeup, lotions, or other products that the user may wish to put on the skin.
• Methods of protecting the skin from UV rays, and/or from damage caused by UV rays are disclosed. Methods also include improving the appearance of the skin.
• the methods according to the disclosure comprise applying a composition as described herein onto the skin in order to form a film on the skin. Methods further comprise tightening the skin, e.g. to get rid of wrinkles, eye bags, etc., and/or blurring or hiding skin imperfections, e.g. to camouflage pimples, pores, dark spots, etc., while providing adequate UV protection to the skin.
• compositions and methods according to the present disclosure can comprise, consist of, or consist essentially of the elements and limitations described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise known in the art.
• the amounts of components given are in terms of active material (AM).
• the determination of Young Modulus of the films for all Examples was as follows.
• the film was made by using a draw down bar at 8′′ to cast the solution on a Teflon plate and dried the film at 40° C. in an oven overnight.
• the DMA Q800FR from TA instruments was used to measure the stress-strain response of the dried film.
• the deformation was applied from 0% strain to 200% strain at a rate of 100% strain/min at 32° C.
• the Young Modulus of the film was determined from the slope of the stress-strain curve in the linear viscoelastic regime.
• the film was made by using a draw down bar at 8′′ to cast the solution on a transparent plastic film and dried on bench for 3 hours.
• the BYK Haze-Guard instrument was used to measure the transparency and the haze of the film.
• Samples are tested for in-vitro SPF properties on the LABSPHERE UV2000S.
• the formulations were pulled with a draw-down bar 37 micron.
• thermoplastic elastomer Kraton (25%) was dispersed in isoparaffin oil with a mechanical stirrer and heated to 90° C. Stirring continued at 90° C. for 1-2 hours until all Kraton polymer was dissolved and the polymer solution became clear.
• the desired amounts of oil dispersion (49% in isododecane), silica silylate, and UV protection agents were added into the Kraton/isoparaffin oil solution at the specified ratios in a plastic container, and the solution was mixed with a high speed mixer at 2500 rpm/min for 5 minutes. The final solution was kept at room temperature and sealed to avoid the evaporation of solvents.
• Table 1 shows the comparison of the film formed from a composition prepared according to the disclosure with UV protection agents (Ex. 1a, organic; Ex. 1b, inorganic), and comparative compositions (Ex. 1C-1; Ex. 1C-2; Ex. 1C-3).

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