A sunscreen composition

Abstract

The present invention relates to a sunscreen composition that provides synergistic UV-A protection. The invention further relates to use of the composition for UV protection, anti-aging and / or anti-wrinkle benefits.

Description

[0001] A SUNSCREEN COMPOSITION

[0002] Field of the Invention

[0003] The present invention relates to a sunscreen composition that provides synergistic UV-A protection. The invention further relates to use of the composition for UV protection, anti-aging and / or anti-wrinkle benefits.

[0004] Background of the Invention

[0005] Solar radiation includes about 5% ultraviolet (UV) radiation, wavelength of which is between 200 nm and 400 nm. It may be further classified into three regions: from 320 to 400 nm (UV-A), 290 to 320 nm (UV-B) and from 200 to 290 nm (UV-C). Exposure to UV-A and UV-B radiation for short period is known to cause reddening of the skin and localized irritation. Continued and prolonged exposure can lead to sunburn, melanoma and formation of wrinkles. It is also reported that UV radiation causes significant damage to hair. Therefore, people desire to protect their skin and hair from the harmful effects of UV radiation.

[0006] Various cosmetic preparations are reported for preventing and / or protecting the skin from the deleterious effects of ultraviolet radiation. Many organic sunscreens capable of absorbing UV-A rays in the field of cosmetics have been reported, and among these cosmetics, a particularly useful sunscreen is a compound of the dibenzoylmethane group of which 4-t-butyl-4'- methoxydibenzoylmethane sold as Parsol 1789™ (or Avobenzone™) is widely used.

[0007] However, the photo-protection efficiency of this group of compounds against UV-A radiation is not satisfying. There are still needs to further improve the efficacy of current sunscreens.

[0008] It is thus an object of the present invention to provide a sunscreen composition that improves the protection against UV-A radiation. The inventors of the present invention surprisingly found that a sunscreen composition comprising a compound according to present invention and a dibenzoylmethane compound is capable of delivering synergistic UV-A protection.

[0009] Summary of the Invention

[0010] In a first aspect, the present invention is directed to a sunscreen composition comprising a dibenzoylmethane compound and a compound (A) having the chemical structure of formula (I): wherein Ri and R2 are each individually a hydrogen, a hydroxyl group or a Ci to C5 alkoxy group; R3 is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; Rwand Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2 to Cs alkenyl group or a C2 to Cs alkynyl group; and m is 0 or 1 ; and wherein the weight ratio of the dibenzoylmethane compound to the compound (A) is no more than 1 :3.5 or at least 4.5:1 .

[0011] In a second aspect, the present invention is directed to use of the composition of the present invention for UV protection, anti-aging and / or anti-wrinkle benefits.

[0012] All other aspects of the present invention will more readily become apparent upon considering the detailed description and examples which follow.

[0013] Detailed Description of the Invention

[0014] Except in the examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and / or use may optionally be understood as modified by the word “about”.

[0015] All amounts are by weight of the final composition, unless otherwise specified. It should be noted that in specifying any ranges of values, any particular upper value can be associated with any particular lower value.

[0016] For the avoidance of doubt, the word “comprising” is intended to mean “including” but not necessarily “consisting of” or “composed of”. In other words, the listed steps or options need not be exhaustive.

[0017] The disclosure of the invention as found herein is to be considered to cover all embodiments as found in the claims as being multiply dependent upon each other irrespective of the fact that claims may be found without multiple dependency or redundancy. Where a feature is disclosed with respect to a particular aspect of the invention (for example a composition of the invention), such disclosure is also to be considered to apply to any other aspect of the invention (for example a method of the invention) mutatis mutandis.

[0018] Numerical ranges expressed in the format "x to y" are understood to include x and y. When for a specific feature multiple preferred ranges are described in the format "x to y", it is understood that all ranges combining the different endpoints are also contemplated.

[0019] The use of any and all examples or exemplary language e.g. “such as” provided herein is intended merely to better illuminate the invention and does not in any way limit the scope of the invention otherwise claimed.

[0020] "Sunscreen composition" as used herein is meant to include a composition for topical application to sun-exposed areas of the skin and / or hair of mammals, especially humans. Such a composition could be of the leave-on or of the wash-off type, and includes any product applied to a human body primarily for sun protection but may be used also for improving appearance, cleansing, odor control or general aesthetics. Preferably, the composition of the present invention is a leave-on composition.

[0021] The composition of the present invention can be in the form of a liquid, lotion, cream, foam, scrub, gel, soap bar or toner, or applied with an implement or via a face mask, pad or patch. Non-limiting examples of such sunscreen compositions include leave-on skin lotions, creams, antiperspirants, deodorants, shampoos, conditioners, shower gels, shave creams, depilatories, lipsticks, foundations, mascara and / or sunscreen lotions.

[0022] "Skin" as used herein is meant to include skin on the face and body (e.g., neck, chest, back, arms, underarms, hands, legs, buttocks and scalp) and especially to the sun exposed parts thereof.

[0023] The composition of the present invention is also of relevance to applications on any other keratinous substrates of the human body other than skin e.g. hair where products may be formulated with specific aim of providing photoprotection.

[0024] The present invention relates to a sunscreen composition comprising a dibenzoylmethane compound and a compound (A) having the chemical structure of formula (I): wherein Ri and R2are each individually a hydrogen, a hydroxyl group or a Ci to C10 alkyl, alkoxy or acyloxy group; R3 is a hydrogen, a hydroxyl group or a Ci to C10 alkyl, alkoxy or acyloxy group; R4 and Rs are each individually a hydrogen, a hydroxyl group or a Ci to C10 alkyl, alkoxy or acyloxy group; Rs, R7, Rs and R9 are each individually a hydrogen, a Ci to C10 alkyl group, a C2to C10 alkenyl group or a C2to C10 alkynyl group; Rwand Rn are each individually a hydrogen, a Ci to C10 alkyl group, a C2to C10 alkenyl group or a C2to C10 alkynyl group; and m is 0 or 1 ; and wherein the weight ratio of the dibenzoylmethane compound to the compound (A) is no more than 1 :3.5 or at least 4.5:1 .

[0025] Preferably, Ri and R2are each individually a hydrogen, a hydroxyl group or a Ci to C10 alkoxy group. More preferably, Ri and R2are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group. Even more preferably, Ri and R2are each individually a hydrogen, a hydroxyl group or a methoxy group.

[0026] Preferably, R3 is a hydrogen, a hydroxyl group or a Ci to C10 alkoxy group. More preferably, R3 is a hydrogen, a hydroxyl group or a Ci to C5 alkoxy group. Even more preferably, R3 is a hydrogen or a hydroxyl group.

[0027] Preferably, R4 and Rs are each individually a hydrogen, a hydroxyl group or a Ci to C10 alkoxy group. More preferably, R4 and Rs are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group. Even more preferably, R4 and Rs are each individually a hydrogen.

[0028] Preferably, Rs, R7, Rs and R9 are each individually a hydrogen or a Ci to Cs alkyl group. More preferably, Rs, R7, Rs and Rg are each individually a hydrogen. Preferably, R and Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2 to C6alkenyl group or a C2 to Cs alkynyl group. More preferably, R and Rn are each individually a hydrogen.

[0029] Preferably, at least one of R1, R2, R3, R4 and R5is a hydroxyl group. More preferably, at least one of R1 , R2 and R3 is a hydroxyl group. Even more preferably, at least one of R1 and R2 is a hydroxyl group.

[0030] Preferably, m is 0.

[0031] Preferably, m is 1 .

[0032] Preferably, in the above formula (I), the alkyl group is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl and n-pentyl.

[0033] Preferably, in the above formula (I), the alkoxy group is selected from methoxy, ethoxy, n- propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy and n-pentoxy.

[0034] The present invention, accordingly, makes available a compound (A) of formula (I) having R1, R2, R3, R4, Rs, Re, R7, Rs, R9, R10 and Rn as defined above in all combinations and in each permutation.

[0035] Preferably, the compound (A) has the chemical structure of formula (I), wherein R1 and R2are each individually a hydrogen, a hydroxyl group or a Ci to C10 alkoxy group; R3 is a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; R4 and Rs are each individually a hydrogen, a hydroxyl group or a Ci to C10 alkoxy group; Rs, R7, Rs and R9 are each individually a hydrogen, a Ci to C10 alkyl group, a C2 to C10 alkenyl group or a C2 to C10 alkynyl group; R10 and Rn are each individually a hydrogen, a Ci to Cw alkyl group, a C2 to Cw alkenyl group or a C2 to Cw alkynyl group; and m is 0 or 1.

[0036] Preferably, the compound (A) has the chemical structure of formula (I), wherein R1 and R2 are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; R3 is a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; R4 and Rs are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; Rs, R7, Rs and R9 are each individually a hydrogen; Rw and Rn are each individually a hydrogen, a Ci to C5 alkyl group, a C2 to C6alkenyl group or a C2 to Cs alkynyl group; and m is 0 or 1.

[0037] Preferably, the compound (A) has the chemical structure of formula (I), wherein R1 and R2are each individually a hydrogen, a hydroxyl group or a Ci to C5 alkoxy group; R3is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; R10 and Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2 to Cs alkenyl group or a C2 to Cs alkynyl group; and m is 0 or 1.

[0038] Preferably, the compound (A) has the chemical structure of formula (I), wherein R1 and R2 are each individually a hydrogen, a hydroxyl group or a methoxy group; R3 is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; Rw and Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2 to Cs alkenyl group or a C2 to Cs alkynyl group; and m is 0 or 1.

[0039] Preferably, the compound (A) has the chemical structure of formula (I), wherein R1 and R2 are each individually a hydrogen, a hydroxyl group or a methoxy group; R3 is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; R and Rn are each individually a hydrogen; and m is 0 or 1.

[0040] Preferably, the compound (A) of formula (I) is a benzophenone compound represented by the formula (1-1) wherein R1, R2, R3, R4, Rs, Rs, R7, R10 and Rn are as defined above.

[0041] (1-1)

[0042] Preferably, the compound (A) is represented by the formula (1-1) wherein R1 and R2 are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; R3 is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Rs and R7 are each individually a hydrogen; and Rw and Rn are each individually a hydrogen. Preferably, the compound (A) is represented by the formula (1-1) wherein Ri and R2are each individually a hydrogen, a hydroxyl group or a Ci to C5 alkoxy group; R3is a hydrogen or a hydroxyl group; R4and R5are each individually a hydrogen; R6and R7are each individually a hydrogen; R and Rn are each individually a hydrogen; and at least one of R1, R2and R3is a hydroxyl group.

[0043] Preferred benzophenone compounds suitable for use is selected from cotoin, (2-hydroxy-4- methoxyphenyl)(4-hydroxyphenyl)methanone, (2-Hydroxy-4,6- dimethoxyphenyl)phenylmethanone, 2,6,4’-trihydroxy-4-methoxybenzophenone, 2,4,6- trihydroxybenzophenone and combinations thereof.

[0044] Preferably, the compound (A) of formula (I) is a chaicone compound represented by the formula (I-2) wherein R1, R2, R3, R4, Rs, Re, R7, Rs, R9, R10 and Rn are as defined above.

[0045] Preferably, the compound (A) is represented by the formula (I-2) wherein R1 and R2are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; R3is a hydrogen or a hydroxyl group; R4and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; and Rwand Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2to Cs alkenyl group or a C2to Cs alkynyl group.

[0046] Preferably, the compound (A) is represented by the formula (I-2) wherein R1 and R2are each individually a hydrogen, a hydroxyl group or a Ci to Cs alkoxy group; R3is a hydrogen or a hydroxyl group; R4and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; Rwand Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2to Cs alkenyl group or a C2to Cs alkynyl group; and at least one of R1, R2and R3is a hydroxyl group. Preferred chaicone compounds suitable for use is selected from cardamonin, isobavachalcone, flavokawain C, isoliquiritigenin, xanthohumol, xanthoangelol, pinostrobin chaicone, pinocembrin chaicone and combinations thereof.

[0047] Preferably, the compound (A) is a benzophenone compound represented by the formula (1-1), a chaicone compound represented by the formula (I-2) or a combination thereof.

[0048] Preferably, the compound (A) is selected from cotoin, 2,6,4'-trihydroxy-4- methoxybenzophenone, isoliquiritigenin, xanthohumol, pinostrobin chaicone and combinations thereof. More preferably, the compound (A) is isoliquiritigenin.

[0049] Isoliquiritigenin suitable for use in the present invention can be obtained by extracting and separating from the root of licorice (Glycyrrhiza uralensis or Glycyrrhiza glaba) or by artificially synthesizing using a known method, or may be a commercially available product.

[0050] Preferably, the compound (A) is present in an amount of 0.0001 to 10%, more preferably 0.005 to 8%, even more preferably 0.01 to 5%, and still more preferably 0.5 to 3%, by weight of the composition.

[0051] Preferably, the weight ratio of the dibenzoylmethane compound to the compound (A) is no more than 1 :3.5, more preferably no more than 1:7, and even more preferably no more than 1:15. Preferably, the weight ratio of the dibenzoylmethane compound to the compound (A) is from 1:500 to 1 :3.5, more preferably from 1:250 to 1:3.5, even more preferably from 1:250 to 1:7, still even more preferably from 1 :150 to 1:7, and most preferably from 1 :80 to 1 :15.

[0052] Preferably, the weight ratio of the dibenzoylmethane compound to the compound (A) is at least 4.5:1, and more preferably at least 15:1. Preferably, the weight ratio of the dibenzoylmethane compound to the compound (A) is from 4.5:1 to 500:1 , more preferably from 4.5:1 to 250:1, even more preferably from 15:1 to 250:1, still even more preferably from 15:1 to 80:1, and most preferably from 15:1 to 35: 1.

[0053] The composition of the present invention comprises a dibenzoylmethane compound. Preferably, the dibenzoylmethane compound is selected from 4-tert-butyl-4'-methoxydibenzoylmethane, 2- methyldibenzoylmethane, 4-methyl-dibenzoyl-methane, 4-isopropyldibenzoyl-methane, 4-tert- butyldibenzoylmethane, 2,4-dimethyldibenzoylmethane, 2,5-dimethyldibenzoylmethane, 4,4'- diisopropyl-dibenzoylmethane, 2-methyl-5-isopropyl-4'-methoxydibenzoylmethane, 2-methyl-5- tert-butyl-4'-methoxy-dibenzoylmethane, 2,4-dimethyl-4'-methoxydibenzoylmethane, 2,6- dimethyl-4-tert-butyl-4'-methoxydibenzoylmethane and combinations thereof. More preferably, the dibenzoylmethane compound is 4-tert-butyl-4'-methoxydibenzoylmethane.

[0054] Commercially available examples of dibenzoylmethane compounds that are suitable for use in the present invention include Eusolex 8020 (4-isopropyldibenzoylmethane) sold by Merck or Parsol 1789 (4-tert-butyl-4'-methoxydibenzoylmethane) sold by DSM.

[0055] Preferably, the dibenzoylmethane compound is present in an amount of 0.0001 to 20%, more preferably 0.002 to 12%, even more preferably 0.05 to 5%, and still more preferably 0.5 to 3%, by weight of the composition.

[0056] UV-A Sunscreens

[0057] Preferably, the composition of the present invention additionally comprises one or more UV-A organic sunscreens. Non-limiting examples of such UV-A organic sunscreens include triazine or triazinone compounds. Preferred such UV-A organic sunscreens are disodium phenyl dibenzimidazole tetrasulfonate (Neo Heliopan AP), terephthalylidene dicamphor sulfonic acid (TDSA) or mixtures thereof. TDSA can be used as parent acid or its salts to deliver the desired benefit.

[0058] Preferably, the total UV-A organic sunscreen is present in an amount of 0.001 to 10%, more preferably 0.01 to 8%, and even more preferably 0.1 to 5%, by weight of the composition.

[0059] UV-B Sunscreens

[0060] Preferably, the composition of the present invention additionally comprises one or more UV-B organic sunscreens. Preferred UV-B organic sunscreens suitable for use in the present invention are selected from the class of anthranilates, salicylates, cinnamates, camphores, benzylidene malonate; triazone compounds or mixtures thereof.

[0061] Preferably, the one or more UV-B organic sunscreens are oil-soluble and / or water-soluble. “Oilsoluble” as used herein means that those organic sunscreens have a solubility in water of less than 10 g / l, preferably less than 5 g / l, and more preferably less than 2 g / l. Preferred oil-soluble IIV-B organic sunscreens include compounds from the class of benzophenones, cinnamic acid, salicylic acid, diphenyl acrylic acid and / or derivatives thereof. Preferred oil-soluble IIV-B organic sunscreens that are commercially available and suitable for use in the present invention include Octisalate™ (2-ethylhexyl salicylate), Homosalate™ (3,3,5- trimethyleyclohexyl 2-hydroxybenzoate), Neo Heliopan™ (a range of organic UV filters including ethylhexyl methoxycinnamate (Neo Heliopan AV) and ethylhexyl salicylate (Neo Heliopan OS)), Octocrylene™ (2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate), Parsol MCX™ (2-ethylhexyl- 4-methoxycinnamate) or mixtures thereof.

[0062] Preferred water-soluble IIV-B organic sunscreens include phenyl benzimidazole sulfonic acid (PBSA), benzylidene camphor sulfonic acid or mixtures thereof, preferably PBSA. PBSA also known as Ensulizole is commercially available as Eusolex 232 (from Merck KGaA). PBSA is also available under the brand names Neo Heliopan Hydro (from Symrise), Parsol HS (from DSM) and Sunsafe ES (from Uniproma).

[0063] There are certain water-soluble sunscreens which have both a IIV-A screening efficacy as well as a IIV-B screening efficacy. Such sunscreens provide both IIV-A and IIV-B protection. However, for the purposes of the present invention such sunscreens may be included as a water- soluble IIV-B sunscreen.

[0064] Preferably, the IIV-B organic sunscreen is 2-ethylhexyl-4-methoxycinnamate, 2-ethylhexyl 2- cyano-3,3-diphenyl-2-propenoate, phenyl benzimidazole sulfonic acid or mixtures thereof.

[0065] Preferably, the IIV-B organic sunscreen is present in an amount of 0.001 to 10%, more preferably 0.01 to 8%, and even more preferably 0.1 to 5% by weight of the composition.

[0066] Inorganic Sunscreens

[0067] The composition of the present invention preferably comprises one or more inorganic sunscreens. Preferably, the inorganic sunscreen comprises metal oxides (which may or may not be coated) such as zinc oxide, iron oxide, titanium dioxide, zirconium oxide or cerium oxide, silica, such as fumed silica, or mixtures thereof. More preferably, the inorganic sunscreen comprises titanium dioxide (TiCh) and / or zinc oxide (ZnO). Inorganic sunscreens preferably have a primary particle size in the range of 5 to 100 nm. Non-limiting examples of coatings include alumina, silica, aluminum hydroxide, silicones, silanes, fatty acids or salts thereof, fatty alcohols, lecithin, amino acids, polysaccharides, proteins, alkanolamines or waxes. Preferably, the inorganic sunscreen is present in an amount of 0.01 to 15%, more preferably 0.1 to 10%, and even more preferably 2 to 8% by weight of the composition.

[0068] The composition may comprise water, emollients, thickeners or combinations thereof. The composition may be aqueous, anhydrous or an emulsion. Preferably, the composition is aqueous, especially a water and oil emulsion of the water-in-oil (W / O) or oil-in-water (O / W) type or a multiple emulsion of the water-in-oil-in-water or oil-in-water-in-oil variety. The composition may comprise water in an amount of 5 to 95%, preferably 20 to 70%, and more preferably 35 to 60% by weight of the composition.

[0069] Emollients may be silicone oils, natural or synthetic esters, hydrocarbons, fatty alcohols, fatty acids or mixtures thereof. Amounts of the emollients may range from 0.1 to 95%, preferably 1 and 50%, by weight of the composition.

[0070] Silicone oils may be divided into the volatile and nonvolatile variety. The term "volatile" as used herein refers to those materials which have a measurable vapor pressure at ambient temperature. Volatile silicone oils are preferably chosen from cyclic or linear polydimethylsiloxanes containing from about 3 to about 9, and preferably, from about 4 to about 5 silicon atoms. Linear volatile silicone materials generally have viscosities of less than about 5 centistokes at 25°C while cyclic materials typically have viscosities of less than about 10 centistokes.

[0071] Nonvolatile silicones useful as emollients include polyalkyl siloxanes, polyalkylaryl siloxanes and / or polyether siloxane copolymers. The essentially nonvolatile polyalkyl siloxanes useful herein include, for example, polydimethylsiloxanes (like dimethicone) with viscosities of from about 5 to about 100,000 centistokes at 25°C.

[0072] Another class of nonvolatile silicones are emulsifying and non-emulsifying silicone elastomers. Representative of this category is Dimethicone / Vinyl Dimethicone Crosspolymer available as Dow Corning 9040, General Electric SFE 839, and Shin-Etsu KSG-18. Silicone waxes such as Silwax WS-L (Dimethicone Copolyol Laurate) may also be useful.

[0073] Suitable silicone oils which are commercially available and suitable for inclusion in the composition of the invention include those available from Dow Corning such as Dow Corning® EL-8051 IN Silicone Organic Elastomer Blend [INCI Name: Isodecyl Neopentanoate (and) Dimethicone / Bis Isobutyl PPG-20 Crosspolymer]; EL-8050 [INCI Name: Isododecane (and) Dimethicone / Bis-lsobutyl PPG 20 Crosspolymer] DC 9040, DC9041 , DC9045 (Dimethicone crosspolymer); DC 9506, 9509 (Dimethicone vinyl dimethicone crosspolymer); Shin-Etsu KSG- 15, KSG-16, KSG-17 (Dimethicone vinyl dimethicone crosspolymer).

[0074] Natural or synthetic esters suitable for use in the present invention include a) alkyl esters of saturated fatty acids having 10 to 24 carbon atoms. Examples thereof include behenyl neopentanoate, isononyl isonanonoate, isopropyl myristate and octyl stearate; b) ether-esters such as fatty acid esters of ethoxylated saturated fatty alcohols; c) polyhydric alcohol esters such as ethylene glycol mono and di-fatty acid esters, diethylene glycol mono- and di-fatty acid esters, polyethylene glycol (200-6000) mono- and di- fatty acid esters, propylene glycol mono- and di-fatty acid esters, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly-fatty esters, ethoxylated glyceryl monostearate, 1 ,3-butylene glycol monostearate, 1,3-butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters are satisfactory polyhydric alcohol esters. Particularly useful are pentaerythritol, trimethylolpropane and neopentyl glycol esters of C1-C30 alcohols; d) wax esters such as beeswax, spermaceti wax and tribehenin wax; and / or e) sugar esters of fatty acids such as sucrose polybehenate and sucrose polycottonseedate. Further alternatively are natural esters principally based upon mono-, di- and tri- glycerides. Representative glycerides include borage oil, canola oil, castor and hydrogenated castor oils, cottonseed oil, jojoba oil, olive oil, primrose oil, rice bran oil, safflower oil, shea butter, soybean oil, sunflower seed oil or combinations thereof. Animal derived esters are represented by lanolin oil and lanolin derivatives. Amounts of the natural esters may range from 0.1 to 20% by weight of the compositions.

[0075] Hydrocarbons suitable for use in the present invention include mineral oil, petrolatum, polyalpha-olefins or mixtures thereof. Examples of preferred volatile hydrocarbons include polydecanes such as isododecane and isodecane (e.g., Permethyl-99A which is available from Presperse Inc.) and the Cs-Cis isoparaffins (such as the Isopar Series available from Exxon Chemicals).

[0076] Fatty alcohols suitable for use in the present invention include those having from 10 to 30 carbon atoms. Preferred fatty alcohols include lauryl alcohol, myristyl alcohol, oleyl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol or mixtures thereof. More preferred is cetyl alcohol.

[0077] Fatty acids suitable for use in the present invention include those having from 10 to 30 carbon atoms, preferably Cw to C22 fatty acids, more preferably C16 to C18 fatty acids. Preferred fatty acids include pelargonic, lauric, myristic, palmitic, stearic, isostearic, oleic, linoleic, linolenic, hydroxystearic and behenic acids or mixtures thereof.

[0078] Thickeners include crosslinked acrylates (e.g. Carbopol 982®), hydrophobically-modified acrylates (e.g. Carbopol 1382®), polyacrylamides (e.g. Sepigel 305®), acryloylmethylpropane sulfonic acid / salt polymers and copolymers (e.g. Aristoflex HMB® and AVC®), cellulosic derivatives and / or natural gums. Among useful cellulosic derivatives are sodium carboxymethylcellulose, hydroxypropyl methylcellulose, hydroxypropyl cellulose, hydroxyethyl cellulose, ethyl cellulose and / or hydroxymethyl cellulose. Natural gums suitable for the present invention include guar, xanthan, sclerotium, carrageenan, pectin or combinations of these gums. Amounts of the thickener may range from 0.0001 to 10%, usually from 0.001 to 2.5 %, optimally from 0.01 to 1 % by weight of the composition.

[0079] Humectants include those of the polyhydric alcohol-type. Typical polyhydric alcohols include glycerol, polyalkylene glycols and more preferably alkylene polyols and their derivatives, including propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol and / or derivatives thereof, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1,3-butylene glycol, isoprene glycol, 1 ,2,6- hexanetriol, ethoxylated glycerol, propoxylated glycerol or mixtures thereof. Most preferred is glycerol known also as glycerin. The amount of humectant may range from 0.05 to 50%, preferably 0.1 and 15%, by weight of the composition.

[0080] The composition of the present invention may comprise a conventional deodorant base. By a deodorant is meant a product in the stick, roll-on, or propellant medium which is used for personal deodorant benefit e.g. application in the under-arm or any other area which may or may not contain anti-perspirant actives. Deodorant compositions can generally be in the form of firm solids, soft solids, gels, creams, and liquids and are dispensed using applicators appropriate to the physical characteristics of the composition.

[0081] The composition of the present invention may comprise a skin-lightening agent. The skinlightening agent is preferably chosen from a vitamin B3 compound or its derivative e.g. niacin, nicotinic acid, niacinamide or other well-known skin lightening agents e.g. aloe extract, ammonium lactate, azelaic acid, kojic acid, citrate esters, ellagic acid, glycolic acid, green tea extract, hydroquinone, lemon extract, linoleic acid, magnesium ascorbyl phosphate, vitamins like vitamin B6, vitamin B12, vitamin C, vitamin A, a dicarboxylic acid, resorcinol derivatives, hydroxycarboxylic acid like lactic acid and their salts e.g. sodium lactate, or mixtures thereof. More preferred is Vitamin B3 compound or its derivative e.g. niacin, nicotinic acid, niacinamide. Niacinamide is most preferred.

[0082] When included, the total amount of the skin-lightening agent may, for example, be preferably present in an amount of 0.001 to 10%, more preferably from 0.01 to 5%, and most preferably from 0.1 to 3%, by weight of the composition.

[0083] The composition of the present invention may further comprise a wide range of other ingredients which are common in the art to enhance physical properties and performances. The CTFA Cosmetic Ingredient Handbook, Second Edition, 1992, which is incorporated by reference herein in its entirety, describes a wide variety of non-limiting cosmetic and pharmaceutical ingredients commonly used in the skin care industry, which are suitable for use in the compositions of the present invention.

[0084] Suitable ingredients include but are not limited to antioxidants, binders, biological additives, buffering agents, colorants, conditioners, emulsifiers, fragrance, humectants, moisturizers, opacifiers, pH adjusting agents, pigments, preservatives, surfactants, thickeners, structuring agents, viscosity modifiers, essential oils, natural extracts, skin sensates, skin soothing agents, and / or skin healing agents.

[0085] Use

[0086] The present invention further relates to use of the composition of the present invention for UV protection, anti-aging and / or anti-wrinkle benefits. When the composition of the present invention was applied to the desired substrate, e.g. skin or hair, UV protection, anti-aging and / or anti-wrinkle benefits were obtained.

[0087] The method for use of the composition preferably comprises a step of applying a composition of the present invention to a desired surface. Preferably, the desired surface is skin and / or hair.

[0088] Preferably, the method comprises the steps of: i) applying the composition to a desired surface for at least 1 minute, preferably at least 10 minutes, and more preferably at least 15 minutes; and ii) optionally, rinsing with water.

[0089] The following examples are provided to facilitate an understanding of the invention. The examples are not intended to limit the scope of the claims.

[0090] Examples

[0091] Materials

[0092] Parsol 1789 (butyl methoxydibenzoylmethane, supplied by DSM), Parsol MCX (ethylhexyl methoxycinnamate, supplied by DSM) and isoliquiritigenin (active level 100%, supplied by Shanghai Tongtian Biotechnology Company) were each dispersed in methanol with a dosage of 0.01 mg / ml for sample preparation.

[0093] Example 1

[0094] This example demonstrates the synergistic effect on IIV-A protection by combining Parsol 1789 and isoliquiritigenin.

[0095] Method

[0096] Samples were prepared according to the concentrations in methanol as shown in Table 1. 200 pl of each sample was added into a 96-well plate for absorption scan from 200 nm to 600 nm at interval of 1 nm using a Microplate reader (Tecan Spark). For a single plate, one sample was made into 3 duplicate wells and scanned. The same was repeated for 3 plates. Absorbance values (Ax) at 345 nm and 360 nm were measured and recorded.

[0097] Results

[0098] The absorbance values (Ax) of each sample were recorded in Table 1.

[0099] Table 1

[0100] *The concentration refers to the concentration of the listed ingredient in methanol. The absorbance values (Ax) of sample E were higher than the absorbance values (Ax) of both samples A and B, indicating that the absorbance is synergistically boosted by combining Parsol 1789 and isoliquiritigenin. In contrast, the absorbance values (Ax) of sample D were lower than the absorbance values (Ax) of sample B, indicating there is no synergy between Parsol MCX and isoliquiritigenin.

[0101] Example 2

[0102] This example demonstrates the effect of the weight ratio of Pasol 1789 to isoliquiritigenin in accordance with the present invention.

[0103] Method

[0104] Samples were prepared by mixing Parsol 1789 and isoliquiritigenin in methanol with different ratios as shown below in Table 2. The total concentration of Parsol 1789 and isoliquiritigenin in methanol for all the samples was 0.01 mg / ml.

[0105] 200 pl of each sample was added into a 96-well plate for absorption scan from 200 nm to 600 nm at interval of 1 nm using a Microplate reader (Tecan Spark). For a single plate, one sample was made into 3 duplicate wells and scanned. The same was repeated for 2 plates. Absorbance value (Ax) at 390 nm was measured and recorded.

[0106] The absorbance value of 0.01 mg / ml Parsol 1789 measured under the same condition was recorded as Ao. The relative absorbance value (RAVX) of each sample was calculated as the increase from Ao such that:

[0107] RAVX=Ax.~Ao*100% Ao

[0108] P value was calculated by Student's t-test comparing between the relative absorbance values of samples F, G and 1 to 4. P value < 0.05 indicates significant difference.

[0109] Results

[0110] The relative absorbance value of each sample was recorded in Table 2. Table 2

[0111] *P<0.05

[0112] The relative absorbance values of samples 1 to 4 were higher than the relative absorbance values of samples F to G. It demonstrates that better synergistic effect of IIV-A protection is provided when the weight ratio of Parsol 1789 to isoliquiritigenin is no more than 1:3.5.

[0113] Example 3

[0114] This example demonstrates the effect of the weight ratio of Parsol 1789 to isoliquiritigenin in accordance with the present invention.

[0115] Method

[0116] Samples were prepared by mixing Parsol 1789 and isoliquiritigenin in methanol with different ratios as shown below in Table 3. The total concentration of Parsol 1789 and isoliquiritigenin in methanol for all the samples was 0.01 mg / ml.

[0117] 200 pl of each sample was added into a 96-well plate for absorption scan from 200 nm to 600 nm at interval of 1 nm using a Microplate reader (Tecan Spark). For a single plate, one sample was made into 3 duplicate wells and scanned. The same was repeated for 2 plates. Absorbance value (Ax) at 345 nm was measured and recorded.

[0118] The absorbance value of 0.01 mg / ml isoliquiritigenin measured under the same condition was recorded as Ai. The relative absorbance value (RAVX) of each sample was calculated as the increase from Ai such that:

[0119] RAVX=Ax;Al*100% Ai

[0120] P value was calculated by Student's t-test comparing between the relative absorbance values of samples H, I and 5 to 8. P value < 0.05 indicates significant difference. Results

[0121] The relative absorbance value of each sample was recorded in Table 3.

[0122] Table 3

[0123] *P<0.05

[0124] The relative absorbance values of samples 5 to 8 were higher than the relative absorbance values of samples H and I. It demonstrates that better synergistic effect of IIV-A protection is provided when the weight ratio of Parsol 1789 to isoliquiritigenin is at least 4.5:1.

[0125] Example 4

[0126] This example demonstrates the compositions according to the present invention.

[0127] A series of compositions were prepared according to Table 4.

[0128] Table 4

Claims

Claims1. A sunscreen composition comprising a dibenzoylmethane compound and a compound (A) having the chemical structure of formula (I):wherein Ri and R2 are each individually a hydrogen, a hydroxyl group or a Ci to C5 alkoxy group; R3 is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Re, R7, Rs and R9 are each individually a hydrogen; Rwand Rn are each individually a hydrogen, a Ci to Cs alkyl group, a C2 to Cs alkenyl group or a C2 to Cs alkynyl group; and m is 0 or 1 ; and wherein the weight ratio of the dibenzoylmethane compound to the compound (A) is no more than 1 :3.5 or at least 4.5:1 .

2. The composition according to claim 1 , wherein R1 and R2 are each individually a hydrogen, a hydroxyl group or a methoxy group; R3 is a hydrogen or a hydroxyl group; R4 and Rs are each individually a hydrogen; Rs, R7, Rs and R9 are each individually a hydrogen; Rwand R11 are each individually a hydrogen, a Ci to Cs alkyl group, a C2 to Cs alkenyl group or a C2 to Cs alkynyl group; and m is 0 or 1 .

3. The composition according to claim 1 or 2, wherein the compound (A) is selected from cotoin, 2,6,4'-trihydroxy-4-methoxybenzophenone, isoliquiritigenin, xanthohumol, pinostrobin chaicone and combinations thereof, preferably the compound (A) is isoliquiritigenin.

4. The composition according to any one of the preceding claims, wherein the weight ratio of the dibenzoylmethane compound to the compound (A) is from 1 :500 to 1 :3.5, preferably from 1 :250 to 1 :7.

5. The composition according to any one of the preceding claims 1 to 3, wherein the weight ratio of the dibenzoylmethane compound to the compound (A) is from 4.5:1 to 500:1, preferably from 15:1 to 250:1.

6. The composition according to any one of the preceding claims 1 to 5, wherein the compound (A) is present in an amount of 0.0001 to 10%, preferably 0.005 to 8%, by weight of the composition.

7. The composition according to any one of the preceding claims, wherein the dibenzoylmethane compound is selected from 4-tert-butyl-4'-methoxydibenzoylmethane, 2-methyldibenzoylmethane, 4-methyl-dibenzoyl-methane, 4-isopropyldibenzoyl-methane, 4-tert-butyldibenzoylmethane, 2,4-dimethyldibenzoylmethane, 2,5- dimethyldibenzoylmethane, 4,4'-diisopropyl-dibenzoylmethane, 2-methyl-5-isopropyl-4'- methoxydibenzoylmethane, 2-methyl-5-tert-butyl-4'-methoxy-dibenzoylmethane, 2,4- dimethyl-4'-methoxydibenzoylmethane, 2,6-dimethyl-4-tert-butyl-4'- methoxydibenzoylmethane and combinations thereof, preferably the dibenzoylmethane compound is 4-tert-butyl-4'-methoxydibenzoylmethane.

8. The composition according to any one of the preceding claims, wherein the dibenzoylmethane compound is present in an amount of 0.0001 to 20%, preferably 0.002 to 12%, by weight of the composition.

9. The composition according to any one of the preceding claims, wherein the composition further comprises one or more IIV-B organic sunscreens, preferably 2-ethylhexyl-4- methoxycinnamate, 2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate, phenyl benzimidazole sulfonic acid or mixtures thereof.

10. The composition according to any one of the preceding claims, wherein the composition further comprises one or more inorganic sunscreens, preferably titanium dioxide (TiCy and / or zinc oxide (ZnO).

11. Use of the composition according to any one of the preceding claims 1 to 10 for UV protection, anti-aging and / or anti-wrinkle benefits.

Images