Sun protection composition with low tack

CN114615970BActive Publication Date: 2025-08-01DSM IP ASSETS BV
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Patent Information

Application Number
CN202080076162.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2019-11-05
Filing Date
2020-11-03
Publication Date
2025-08-01
Estimated Expiration
2040-11-03

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Abstract

The present invention relates to a topical preparation, the topical preparation comprising a combination of ultraviolet filters of a certain fine zinc oxide, 2,4-bis{[4-(2-ethylhexoxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine), 2-phenylbenzimidazole-5-sulfonic acid and / or one or more of its salts, and 4,4'-((6((4(((1,1-dimethylethyl)amino)carbonyl)phenyl)-amino)-1,3,5-triazin-2,4-diyl)diimino)bis(2-ethylhexyl) benzoate (INCI: diethylhexyl butamido triazone).
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Description

[0001] The present invention relates to a topical preparation comprising a combination of ultraviolet filters of fine zinc oxide, 2,4-bis{[4-(2-ethylhexoxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine), 2-phenylbenzimidazole-5-sulfonic acid and / or one or more of its salts, and 4,4'-((6((4(((1,1-dimethylethyl)amino)carbonyl)phenyl)-amino)-1,3,5-triazine-2,4-diyl)diimino)bis(2-ethylhexyl) benzoate (INCI: diethylhexyl butamido triazone).

[0002] It is well known that ultraviolet (UV) radiation in sunlight has damaging effects on the skin. In addition to the well-known acute damage (sunburn), there is also long-term damage, such as an increased risk of developing skin cancer. Moreover, exposure to UV radiation is the cause of most of the wrinkles and age spots on our faces. Therefore, in order to protect the skin from the harmful effects of UV light, a series of photoprotective UV filter substances that can be incorporated into topical sunscreen products have been developed.

[0003] Modern sunscreens should effectively and safely protect the skin from the harmful effects of UV radiation. Therefore, sunscreens usually contain various UV-B (wavelength: 280 - 320 nm) and UV-A (wavelength: 320 - 400 nm) filters. However, these filters usually make the sunscreen sticky, especially when used on the beach, which means that sand will eventually adhere to various parts of the skin where the cream has been applied. The greater the UV filter content of the product, the more serious this problem becomes. To counteract the stickiness problem, consumers tend to use less sunscreen, which, however, results in insufficient protection.

[0004] Despite continuous attempts to develop sunscreen compositions that exhibit reduced stickiness, this problem has not been finally and satisfactorily solved, especially in the case of preparations characterized by a high sun protection factor.

[0005] Therefore, there is a continuous need to develop new sunscreen formulations that exhibit reduced stickiness.

[0006] Therefore, it is advantageous to obtain a sand-proof sunscreen composition, more particularly a sunscreen composition having a high sun protection factor (SPF 20 or higher) and exhibiting particularly low sand adhesion.

[0007] In addition, apart from stickiness / sand adhesion, a problem with cosmetic sunscreen compositions is that many UV filters do not have particularly good solubility in the preparation. Especially if a preparation with a high sun protection factor and a high UV filter content is developed, the developer faces the solubility problem of triazine derivatives. In the past, to solve this problem, the liquid UV-B filter octocrylene has been used as a UV filter and a solvent.

[0008] Thus, a disadvantage of the prior art lies in the following situation: Although the approval authority has approved the use of octocrylene, its use is not entirely without controversy and can lead to a "price drop" in the score of the product when evaluated in certain consumer magazines (such as Oko-test in Germany). The reason for this negative evaluation is that some scientists suspect that this UV filter may have hormonal activity. Although this UV filter has been used in sunscreen compositions worldwide for decades, even when no obvious negative effects on the human body have become apparent, consumers still prefer to avoid preparations containing such ingredients.

[0009] Therefore, it is necessary to overcome the disadvantages of the prior art and develop a sand-proof sunscreen composition with a high sun protection factor in which organic UV filters (such as triazine derivatives) are stably dissolved. Ideally, this should be achievable without using octocrylene as a solvent and stabilizer.

[0010] Accordingly, the present invention provides a topical sunscreen composition. The topical composition comprises a combination of UV filters of the following substances

[0011] a.) fine zinc oxide, wherein preferably the fine zinc oxide has an average particle size Dn50 determined by laser diffraction in the range selected from 50 nm to 200 nm, and a surface coating selected from the group consisting of aluminum stearate, stearic acid, methicone, simethicone, triethoxysilane octyl and octyltrimethoxysilane,

[0012] b.) [2,4-bis-[4-(2-ethylhexyloxy)-2-hydroxyphenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine),

[0013] c.) 2-phenylbenzimidazole-5-sulfonic acid and / or one or more salts thereof, and

[0014] d.) 4,4'-((6((4-(((1,1-dimethylethyl)amino)carbonyl)phenyl)amino)-1,3,5-triazine-2,4-diyl)diimino)bis(2-ethylhexyl) benzoate (INCI: diethylhexyl butamido triazone).

[0015] The term fine zinc oxide refers to any zinc oxide particles suitable for use as a UV filter, i.e., zinc oxide having a particle size that is primarily suitable for incorporation into a sunscreen composition. Advantageously, the fine zinc oxide consists of particles having a primary particle size of less than about 300 nm, such as less than about 200 nm, or less than about 150 nm. Most preferably, in all embodiments of the present invention, the average particle size of the fine zinc oxide according to the present invention is selected from the range of 30 nm to 200 nm, preferably from the range of 50 nm to 150 nm, more preferably from the range of 75 nm to 150 nm, and most preferably from the range of 90 nm to 130 nm. Further suitable ranges include 30 nm to 150 nm and 30 nm to 130 nm.

[0016] As used herein, the term 'average particle size' refers to the particle size distribution Dn50 (also known as Dn0.5) based on the average number determined by laser diffraction (e.g., using a Horiba particle size distribution analyzer LA-960 or a Malvern Mastersizer 2000 (ISO13320:2009)).

[0017] In addition, the zinc oxide according to the present invention preferably has a Dn1 (1% below this size) > 20 nm.

[0018] According to the present invention, it is also advantageous for the zinc oxide particles to be surface-coated. The surface coating may include providing a hydrophilic or hydrophobic inorganic or organic thin layer to the metal oxide particles by methods known per se. According to the present invention, different surface coatings may also contain water. As a result of the surface treatment, the metal oxide is imparted hydrophilicity, amphiphilicity, or hydrophobicity.

[0019] Examples of inorganic surface coatings suitable for the purposes of the present invention include aluminum oxide (Al2O3), aluminum hydroxide Al(OH)3, aluminum oxide hydrate (also known as: alumina hydrate, CAS No.: 1333-84-2), sodium hexametaphosphate (NaPO3)6, sodium metaphosphate (NaPO3) n , silicon dioxide (SiO2) (also known as: silica, CAS No.: 7631-86-9), and iron oxide (Fe2O3).

[0020] These inorganic surface coatings may exist alone, in combination, and / or in combination with an organic coating material.

[0021] Examples of organic surface coatings suitable for the present invention include aluminum stearate of plant or animal origin, stearic acid of plant or animal origin, lauric acid, dimethylpolysiloxane (also known as: polydimethylsiloxane), methylpolysiloxane (polymethylsiloxane), dimethylpolysiloxane (a mixture of dimethylpolysiloxane with an average chain length of about 200 to about 350 dimethylsiloxane units and silica gel), triethoxyoctylsilane, and octyltrimethoxysilane. These organic surface coatings can exist alone, in combination, and / or in combination with inorganic coating materials. Preferably, the zinc oxide according to the present invention is uncoated or coated with dimethylpolysiloxane, polymethylsiloxane or triethoxyoctylsilane, and most preferably, the surface of the zinc oxide according to the present invention is coated with triethoxyoctylsilane.

[0022] The amount of the coating is preferably selected from the range of 0.1% by weight to 25% by weight, preferably 0.25% by weight to 10% by weight, most preferably 0.5% by weight to 7.5% by weight, or even more preferably 1% by weight to 5% by weight, based on the weight of the uncoated zinc oxide.

[0023] Furthermore, it is preferred that the zinc oxide is a white powder composed of zinc oxide existing as a wurtzite crystal structure.

[0024] The zinc oxide particles and zinc oxide particle pre-dispersions for use according to the present invention can be obtained, for example, from Tayca as MZ-505S (5% polymethylsiloxane coating), from Kobo as ZnO-C-DS4 (dimethylpolysiloxane coating), or from DSM Nutritional Products Ltd as ZX (2 - 3.5% triethoxyoctylsilane coating).

[0025] A particularly advantageous zinc oxide according to the present invention is obtained by dissolving zinc oxide in water under strong acid conditions (such as HCl) and at high temperature, followed by recrystallizing the zinc oxide particles by neutralization with NaOH and coating the thus obtained particles with triethoxyoctylsilane, followed by dehydration, drying and grinding.

[0026] Most preferably, in all embodiments according to the present invention, the zinc oxide is a white powder composed of zinc oxide existing as a wurtzite crystal structure, the white powder is coated with triethoxyoctylsilane, its zinc oxide content is 96 - 98%, the triethoxyoctylsilane content is 2 - 3.5%, and the average particle size is 90 - 130 nm. This zinc oxide can be commercially obtained as ZX.

[0027] In all embodiments of the present invention, the amount of the fine zinc oxide is preferably selected from the range of 0.1% to 20% by weight, more preferably from the range of 0.5% to 15% by weight, most preferably from the range of 1% to 10% by weight, for example from the range of 5% to 10% by weight, based on the total weight of the topical composition.

[0028] In all embodiments of the present invention, the amount of 2,4-bis{[4-(2-ethylhexyl)oxy]-2-hydroxyphenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine) is preferably selected from the range of 0.1% to 10% by weight, more preferably from the range of 0.5% to 7.5% by weight, most preferably from the range of 1% to 5% by weight, based on the total weight of the topical composition.

[0029] In all embodiments of the present invention, the amount of 2-phenylbenzimidazole-5-sulfonic acid and / or one or more of its salts is preferably selected from the range of 0.1% to 10% by weight, more preferably from the range of 0.5% to 7.5% by weight, most preferably from the range of 1% to 5% by weight, based on the total weight of the topical composition.

[0030] In all embodiments of the present invention, the amount of 4,4'-((6((4(((1,1-dimethylethyl)amino)carbonyl)phenyl)-amino)-1,3,5-triazine-2,4-diyl)diimino)bis(2-ethylhexyl) benzoate (INCI: diethylhexyl butamido triazone) is preferably selected from the range of 0.1% to 10% by weight, more preferably from the range of 0.5% to 7.5% by weight, most preferably from the range of 1% to 5% by weight, based on the total weight of the topical composition.

[0031] As used herein, the term "topical" should be understood herein to mean external application to keratinous substances, which are specifically skin, scalp, eyelashes, eyebrows, nails, mucous membranes and hair, preferably human skin.

[0032] Since the topical compositions according to the present invention are intended for topical application, it is well known that they contain a physiologically acceptable medium, i.e., a medium compatible with keratinous substances (such as skin, mucous membranes and keratin fibers). Specifically, the physiologically acceptable medium is a cosmetically acceptable carrier.

[0033] As used herein, the term 'cosmetically acceptable carrier' means all carriers and / or excipients and / or diluents conventionally used in topical cosmetic compositions, such as in skin care products in particular.

[0034] The exact amount of the carrier will depend on the actual levels of the UV filter and any other optional ingredients (such as other active ingredients) that a person of ordinary skill in the art would classify as different from the carrier.

[0035] In a preferred embodiment, the topical composition according to the invention comprises, based on the total weight of the topical composition, from 50% to 99%, preferably from 60% to 98%, more preferably from 70% to 98%, for example particularly from 80% to 95% of a carrier.

[0036] In a particularly preferred embodiment, the carrier further comprises: at least 40% by weight, more preferably at least 50% by weight, most preferably at least 55% by weight of water, for example particularly from 55% to 90% by weight of water.

[0037] Specifically, the topical composition according to the invention is a cosmetic composition or a pharmaceutical composition, preferably a cosmetic (non-therapeutic) composition.

[0038] In one embodiment, the topical composition according to the invention is applied to the keratinous tissues of a mammal, for example particularly to human skin or the human scalp and hair.

[0039] As used herein, the term "cosmetic composition" refers to cosmetic compositions as disclosed in "Kosmetika" in Lexikon Chemie, 10th edition 1997, Georg Thieme Verlag Stuttgart, New York as well as to cosmetic compositions as disclosed in A. Domsch, "Cosmetic Compositions", Verlag für chemische Industrie (ed. H. Ziolkowsky), 4th edition, 1992.

[0040] Preferred topical compositions according to the invention are skin care products, decorative products and functional products.

[0041] Examples of skin care products are in particular light protection products, anti-aging products, products for treating photoaging, body oils, body milks, body gels, care creams, skin care ointments, skin powders, moisturizing gels, moisturizing sprays, facial and / or body moisturizers, skin tanning products (i.e., compositions for artificial / sunless tanning and / or browning of human skin), such as sunscreens, and skin brightening products.

[0042] Examples of decorative articles are in particular lipsticks, eye shadows, mascaras, dry and wet cosmetic preparations, rouges and / or face powders.

[0043] Examples of functional preparations are cosmetic or pharmaceutical compositions containing active ingredients, such as but not limited to hormonal preparations, vitamin preparations, plant extract preparations, anti-aging preparations, and / or anti-microbial (anti-bacterial or anti-fungal) preparations.

[0044] In a particular embodiment, the topical composition according to the invention is a photoprotective preparation (sun protection product, sunscreen), such as a sun protection milk, a sunscreen lotion, a sunscreen cream, a sunscreen oil, a sun block or a tropical or day cream with an SPF (sun protection factor). Sunscreen creams, sunscreen lotions, sun protection milks and sun protection products are of particular interest.

[0045] The compositions (comprising a carrier) according to the invention may comprise conventional adjuvants and additives, such as preservatives / antioxidants, fatty substances / oils, organic solvents, silicones, thickeners, emollients, emulsifiers, defoamers, aesthetic components (such as fragrances), surfactants, fillers, anionic polymers, cationic polymers, non-ionic polymers or amphoteric polymers or mixtures thereof, propellants, acidifying or alkalizing agents, dyes, colorants / staining agents, abrasives, absorbents, chelating agents and / or polyvalent chelating agents, essential oils, skin sensates, astringents, pigments, or any other ingredients customarily formulated in such compositions.

[0046] According to the invention, the compositions according to the invention may comprise other ingredients, such as for lightening the skin; preventing sun tanning; treating hyperpigmentation; preventing or reducing acne, wrinkles, fine lines, atrophy and / or inflammation; chelating agents and / or chelates; lipolytic and body shaping (such as phytanic acid), firming, moisturizing and revitalizing, sunless tanning, soothing ingredients, and agents for improving elasticity and the skin barrier, and / or additional ultraviolet filtering substances and carriers and / or excipients or diluents conventionally used in topical compositions.

[0047] Unless otherwise stated, the excipients, additives, diluents, etc. mentioned below apply to the topical compositions according to the invention. The necessary amounts of cosmetic and dermatological aids and additives can be readily determined by the person skilled in the art based on the desired product.

[0048] Additional ingredients can be added to the oil phase, the water phase or separately as appropriate. The person skilled in the art can readily adapt the manner of addition.

[0049] Examples of cosmetic excipients, diluents, adjuvants, additives, and active ingredients commonly used in the skin care industry suitable for use in the cosmetic compositions of the present invention are described, for example, in the International Cosmetic Ingredient Dictionary & Handbook by Personal Care Council (http: / / www.personalcarecouncil.org / ) available through the online INFO BASE (http: / / online.personalcarecouncil.org / jsp / Home.jsp), but are not limited thereto.

[0050] In some cases, the cosmetic active ingredients useful in the present invention may provide more than one benefit or act by more than one mode of action.

[0051] Of course, those skilled in the art will take care to select the above optional additional ingredients, adjuvants, diluents, and additives and / or their amounts such that the advantageous properties inherent in the combination according to the invention are not or are substantially not adversely affected by the addition of one or more of the envisaged ones.

[0052] The topical composition according to the invention can be in the form of a suspension or dispersion in a solvent or fatty substance, or an emulsion or microemulsion (in particular of the oil-in-water (O / W) or water-in-oil (W / O) type, water-in-silicone (Si / W) or silicone-in-water (W / Si) type, PIT emulsion, multiple emulsion (such as oil-in-water-in-oil (O / W / O) or water-in-oil-in-water (W / O / W) type), Pickering emulsion, hydrogel, alcohol gel, lipid gel, single-phase or multiphase solution or vesicular dispersion) or other common forms, which forms can also be applied as a mask or spray using a pen-type applicator.

[0053] The topical composition according to the invention is advantageously in the form of an oil-in-water (O / W) emulsion comprising an oil phase dispersed in an aqueous phase in the presence of an O / W emulsifier. The preparation of such O / W emulsions is well known to those skilled in the art and is illustrated in the examples.

[0054] In an advantageous embodiment, the O / W emulsifier is a phosphate ester emulsifier. Among the preferred phosphate ester emulsifiers are C 8-10 alkyl ethyl phosphate, C 9-15 alkyl phosphate, ceteth-2 phosphate, ceteth-5 phosphate, ceteareth-8 phosphate, ceteareth-10 phosphate, cetyl phosphate, C6-10 alkanol ethoxylate-4 phosphate, C 12-15 alkanol ethoxylate-2 phosphate, C12-15 Alkanol polyether-3 phosphate, DEA-cetearyl polyether-2 phosphate, DEA-cetyl phosphate, DEA-oleyl polyether-3 phosphate, potassium cetyl phosphate, decanol polyether-4 phosphate, decanol polyether-6 phosphate, and trilauryl polyether-4 phosphate. The specific phosphate emulsifier according to the present invention is potassium cetyl phosphate, which can be commercially obtained, for example, as K from DSM Nutritional Products Ltd Kaiseraugst.

[0055] Other suitable O / W emulsifiers according to the present invention include PEG-30 dimer hydroxy stearate, PEG-4 dilaurate, PEG-8 dioleate, PEG-40 sorbitan tetraoleate, PEG-7 glyceryl cocoate, PEG-20 almond oil glyceride, PEG-25 hydrogenated castor oil, glyceryl stearate (and) PEG-100 stearate, PEG-7 palm kernelate, PEG-8 oleate, PEG-8 laurate, PEG-60 almond oil glyceride, PEG-20 methyl glucoside sesquistearate, PEG-40 stearate, PEG-100 stearate, PEG-80 sorbitan laurate, steareth-2, steareth-12, oleth-2, ceteth-2, laureth-4, oleth-10, oleth-10 / polyethylene glycol 10 oleyl ether, ceteth-10, isosteareth-20, ceteareth-20, oleth-20, steareth-20, steareth-21, ceteth-20, isoceteth-20, laureth-23, steareth-100, glyceryl stearate citrate, self-emulsifying glyceryl stearate, stearic acid, salts of stearic acid, polyglyceryl-3-methyl glucose distearate. Other suitable emulsifiers are sorbitan oleate, sorbitan sesquioleate, sorbitan isostearate, sorbitan trioleate, lauryl glucoside, decyl glucoside, sodium stearoyl glutamate, sucrose poly stearate, and hydrated polyisobutene. In addition, one or more synthetic polymers can be used as emulsifiers. For example, PVP eicosene copolymer, acrylate / C 10-30 Alkyl acrylate cross-linked polymer, acrylate / stearyl polyether-20 methacrylate copolymer, PEG-22 / dodecyl glycol copolymer, PEG-45 / dodecyl glycol copolymer, and mixtures thereof.

[0056] Another particularly suitable type of O / W emulsifier is a non-ionic self-emulsifying system derived from olive oil, such as the one sold under the trade name OLIVEM 1000 and known as (INCI name) cetyl oleate and sorbitan oleate of olive oil (chemical composition: sorbitan esters of olive oil fatty acids and cetearyl esters).

[0057] Also suitable are commercially available polymeric emulsifiers, such as hydrophobically modified polyacrylic acid, such as acrylate / C10-30 alkyl acrylate crosslinked polymer, which is sold under the trade names TR-1 and TR-2 are commercially available from Noveon.

[0058] Another particularly suitable type of emulsifier is polyglycerol esters or fatty acid diesters, also known as polyglycerol esters / diesters (i.e., polymers in which one or more fatty acids are bound to polyglycerol by esterification), such as those commercially available from Evonik as Isolan GPS [INCI name: polyglycerol-4 diisostearate / polyhydroxystearate / sebacate (i.e., a mixture of diisostearic acid, polyhydroxystearic acid, and sebacic acid with polyglycerol-4)] or from Cognis as Dehymuls PGPH (INCI: polyglycerol-2-2 dihydroxystearate).

[0059] Also suitable are polyalkylene glycol ethers, such as Brij 72 (polyoxyethylene(2) stearyl ether) or Brij 721 (polyoxyethylene(21) stearyl ether, for example, available from Croda).

[0060] Particularly advantageous O / W emulsifiers according to the invention are one or more of the following: polyglyceryl-3 methylglucose distearate, lauryl glucoside (and) polyglyceryl-2 dihydroxystearate, glyceryl stearate citrate, sodium cetearyl sulfate, cetearyl glucoside; polyglyceryl-6 stearate (and) polyglyceryl-6 behenate, cetyl oleate (and) sorbitan oleate, arachidyl alcohol (and) behenyl alcohol (and) arachidyl glucoside, cetearyl alcohol (and) cocoglucoside, cocoglucoside (and) coco alcohol, PEG-100 stearate (and) glyceryl stearate, sodium stearoyl glutamate, steareth-20, steareth-21, steareth-25, steareth-2, ceteth-25, and ceteth-6 (all listed by their INCI names).

[0061] The most preferred O / W emulsifiers according to the invention are one or more of ceteth-6 (optionally blended with stearyl alcohol) and ceteth-25.

[0062] Said at least one O / W or Si / W emulsifier is preferably used in an amount in the range of 0.5% to 10% by weight, such as particularly in the range of 0.5% to 5% by weight, such as most particularly in the range of 0.5% to 4% by weight, based on the total weight of the composition.

[0063] Suitable W / O emulsifiers or W / Si emulsifiers according to the invention are: polyglyceryl-2-dihydroxystearate, PEG-30 dihydroxystearate, cetyl dimethicone copolyol, polyglyceryl-3 diisostearate polyglyceryl ester of oleic acid / isostearic acid, polyglyceryl-6 hexaricinolate, polyglyceryl-4 oleate, polyglyceryl-4 oleate / PEG-8 propylene glycol cocoate, magnesium stearate, sodium stearate, potassium laurate, potassium ricinoleate, sodium cocoate, sodium tallowate, potassium castorate, sodium oleate, and mixtures thereof. Other suitable W / Si emulsifiers are lauryl polyglyceryl-3, dimethicone copolyol, and / or PEG-9 dimethicone copolyol and / or cetyl PEG / PPG-10 / 1 dimethicone and / or PEG-12 dimethicone crosslinked polymer and / or PEG / PPG-18 / 18 dimethicone. Said at least one W / O emulsifier is preferably used in an amount of about 0.001% to 10% by weight, more preferably 0.2% to 7% by weight, relative to the total weight of the composition.

[0064] Furthermore, the topical composition according to the invention advantageously contains at least one co-surfactant, such as selected from the group consisting of glycerol monoesters and glycerol diesters and / or fatty alcohols. Co-surfactants are generally used in an amount selected from the range of 0.1% to 10% by weight, such as particularly in the range of 0.5% to 7% by weight, such as most particularly in the range of 1% to 5% by weight, based on the total weight of the composition. Particularly suitable co-surfactants are selected from the following list: alkyl alcohols, such as cetyl alcohol (Lorol C16, Lanette 16), cetearyl alcohol (Lanette O), stearyl alcohol (Lanette 18), behenyl alcohol (Lanette 22), glyceryl stearate, glycerol myristate (Estol 3650), hydrogenated coconut glyceride (Lipocire Na10), and mixtures thereof.

[0065] In a particularly advantageous embodiment according to the invention, the emulsifier is selected from the group consisting of cetearyl alcohol polyether-6 and / or cetearyl alcohol polyether-25, and the co-surfactant is selected from the group consisting of behenyl alcohol, cetyl alcohol, cetearyl alcohol, and / or stearyl alcohol.

[0066] The composition in the form of an O / W emulsion according to the present invention can be provided, for example, in all the preparation forms of an O / W emulsion, such as in the form of a serum, an emulsion or a cream, and they are prepared according to conventional methods. The composition which is the subject of the present invention is intended for topical application and can in particular constitute a dermatological or cosmetic composition, which is, for example, intended to protect human skin from the adverse effects of ultraviolet radiation (anti-wrinkle, anti-aging, moisturizing, sun protection, etc.).

[0067] According to an advantageous embodiment of the present invention, the composition constitutes a cosmetic composition and is intended to be topically applied to the skin.

[0068] Finally, the subject of the present invention is a method for the cosmetic treatment of keratinous substances, such as in particular the skin, in which the composition as defined above is applied to said keratinous substances, such as in particular the skin. This method is particularly suitable for protecting the skin from the adverse effects of ultraviolet radiation, such as in particular sunburn and / or photoaging.

[0069] In an advantageous aspect of the present invention, the topical composition according to the present invention does not contain (i.e., is free of) 3-(4-methylbenzylidene)-camphor, 2-hydroxy-4-methoxybenzophenone (INCI: oxybenzone) and ethylhexyl 2-cyano-3,3-diphenylacrylate (INCI: octocrylene).

[0070] In another advantageous embodiment, the topical composition according to the present invention does not contain (i.e., is free of) ethylhexyl triazone.

[0071] In another advantageous aspect of the present invention, the topical composition according to the present invention further contains one or more of dibutyl adipate, dicaprylyl carbonate, C12-C15 alkyl benzoate, octyl carbonate, glyceryl caprylate / caprate and mixtures thereof, preferably C12-C15 alkyl benzoate and / or dicaprylyl carbonate.

[0072] In yet another advantageous aspect of the present invention, the topical composition of the present invention further contains a preservative and / or a preservative booster, preferably selected from the group consisting of phenoxyethanol, ethylhexylglycerin, hexylglycerin, glyceryl caprylate, octyldecanol, 1,2-hexanediol, propanediol, propylene glycol, p-hydroxyacetophenone and mixtures thereof, most preferably selected from the group consisting of p-hydroxyacetophenone, phenoxyethanol and hexylglycerin and mixtures thereof. The preservative or preservative booster is preferably used in an amount of 0.01% to 2% by weight, more preferably 0.05% to 1.5% by weight, most preferably 0.1% to 1.0% by weight, based on the total weight of the composition, when present.

[0073] In another advantageous aspect, the topical composition according to the present invention does not contain any parabens, benzethonium chloride, piroctone olamine, lauroyl arginine, methylisothiazolinone, chloromethylisothiazolinone, bronopol, benzalkonium chloride, formaldehyde-releasing compounds, salicylic acid, triclosan, DMDM hydantoin, chlorphenesin and IPBC (iodopropynyl butylcarbamate).

[0074] In another advantageous aspect, the topical composition of the present invention further comprises one or more of glycerol or polyhydroxystearic acid and mixtures thereof.

[0075] In another advantageous aspect, the topical composition of the present invention further comprises a thickening agent, preferably a gum (such as xanthan gum or Caesalpina spinosa gum), or a polyacrylate (such as polyacrylate cross-polymer-6) and mixtures thereof.

[0076] The pH of the topical composition according to the present invention is generally in the range of 3 to 10, preferably in the range of 4 to 8, and most preferably in the range of 4 to 7. The pH can be easily adjusted as needed according to standard methods in the art, using a suitable acid (such as citric acid) or base (such as NaOH).

[0077] The topical composition according to the present invention may also contain one or more emollients that soothe and soften the skin. For example, the emollient can be dicaprylyl carbonate or a C 12-15 alkyl benzoate. Other emollients are silicones (polydimethylsiloxane, cyclomethicone), vegetable oils (grape seed oil, sesame seed oil, jojoba oil, etc.), butters (cocoa butter, shea butter), alcohols (stearyl alcohol, cetyl alcohol), and petrolatum derivatives (petroleum jelly, mineral oil).

[0078] In yet another aspect, the topical composition of the present invention may comprise potassium cetyl phosphate as an emulsifier, and / or one or more of dibutyl adipate, dicaprylyl carbonate and C12-C15 alkyl benzoate.

[0079] In another aspect, the topical composition of the present invention may comprise one or more fragrances selected from limonene, citral, linalool, α-isomethyl ionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-amylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetralin, dihexyl adipate, cinnamaldehyde, amyl salicylate, α-amylcinnamaldehyde, α-methyl ionone, butylphenylmethylpropionaldehyde, cinnamaldehyde, amylcinnamyl alcohol, anisyl alcohol, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot essential oil, bitter orange oil, butylphenylmethylpropionaldehyde, cardamom essential oil, cedrol, cinnamaldehyde, cinnamyl alcohol, citronellyl tiglate, citrus oil, coumarin, diethyl succinate, ethyl linalool, eugenol, tree moss extract, oak moss extract, farnesol, guaiacwood oil, hexyl cinnamaldehyde, hexyl salicylate, hydroxycitronellal, lavender oil, lemon oil, linalyl acetate, mandarin oil, menthyl PCA ester, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin.

[0080] In another aspect, the topical composition of the present invention may contain at least one salt of 2-phenylbenzimidazole-5-sulfonic acid.

[0081] In another aspect, the composition may have an SPF of at least 20, preferably at least 30.

[0082] The topical composition of the present invention uses a surprisingly small total amount of ultraviolet filter.

[0083] In addition to the ultraviolet filter combination claimed, the preparation according to the invention may also contain one or more other ultraviolet filters. According to the invention, these ultraviolet filters may advantageously be selected from phenyl-1,4-bis(2-benzimidazolyl)-3,3',5,5'-tetrasulphonate; 1,4-bis(2-oxo-10-sulfo-3-bornenylmethyl)benzene and its salts; 4-(2-oxo-3-bornenylmethyl)-benzenesulfonate; 2-methyl-5-(2-oxo-3-bornenylmethyl)sulfonate; 2,2'-methylenebis(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol); 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]-phenol; 3-benzylidene camphor; terephthalylidene dicamphor sulfonic acid; 2-ethylhexyl 4-(dimethylamino)benzoate; pentyl 4-(dimethylamino)benzoate; bis(2-ethylhexyl) 4-methoxybenzylidenemalonate; isoamyl 4-methoxycinnamate; hexyl 2-(4'-diethylamino-2'-hydroxybenzoyl)benzoate, ethylhexyl salicylate, homomenthyl salicylate, 2-ethylhexyl 2-hydroxybenzoate; dimethylpolysiloxane diethyl benzylidenemalonate; 3-(4-(2,2-bis(ethoxycarbonyl)vinyl)-phenoxy)allyl)methoxysiloxane / dimethylsiloxane copolymer; 4-(tert-butyl)-4'-methoxydibenzoylmethane, 1,4-bis(benzoxazol-2'-yl)benzene and 2,4,6-triphenylphenyl-1,3,5-triazine.

[0084] In a preferred embodiment, the invention does not contain 1,4-bis(benzoxazol-2'-yl)benzene, in particular micronized 1,4-bis(benzoxazol-2'-yl)benzene.

[0085] According to the invention, it is advantageous if the topical composition is in the form of an emulsion or a dispersion, preferably in the form of an emulsion, more preferably in the form of an O / W emulsion.

[0086] In the case where the topical composition according to the invention is in the form of an O / W emulsion, the preparation advantageously contains one or more O / W emulsifiers selected from: glyceryl stearate citrate, glyceryl stearate (self-emulsifying), stearic acid, stearates, polyglyceryl-3-methylglucose distearate, sodium cetearyl sulfate, potassium cetyl phosphate, polyglyceryl-10 stearate and sodium stearoyl glutamate.

[0087] Advantageously, according to the present invention, based on the total weight of the preparation, these O / W emulsifiers of the present invention can be present in the preparation at a concentration of 0.001% to 10% by weight, preferably at a concentration of 0.1% to 7% by weight.

[0088] According to the present invention, it is preferred if the preparation contains potassium cetyl phosphate as an emulsifier.

[0089] According to the present invention, it is further advantageous if the preparation contains cetyl alcohol, stearyl alcohol and / or glyceryl stearate.

[0090] According to the present invention, it is advantageous if the preparation of the present invention does not contain polyethylene glycol, polyethylene glycol ethers and polyethylene glycol esters (so-called PEG derivatives).

[0091] The preparation of the present invention may advantageously contain a humectant. A humectant is a compound or a mixture of compounds that imparts to the cosmetic preparation the quality of reducing the water loss from the stratum corneum (also known as transepidermal water loss (TEWL)) and / or positively affecting the hydration of the stratum corneum after application or distribution on the skin surface.

[0092] Non-limiting examples of advantageous humectants for use in the present invention include glycerol, lactic acid and / or lactate, especially sodium lactate, butanediol, propylene glycol, biogum - 1, glycine soja, ethylhexylglycerin, pyrrolidone carboxylic acid and urea. Further advantages are especially the use of polymeric humectants from the group of polysaccharides that are water-soluble and / or swellable in water and / or gellable with the help of water. Particularly advantageous are, for example, hyaluronic acid, chitosan and / or fucose-rich polysaccharides, which are registered in the Chemical Abstracts with the registration number 178463 - 23 - 5 and can be obtained, for example, under the name 1000 from SOLABIAS.A. company. Humectants can also advantageously be used as active anti-wrinkle ingredients to protect against, for example, the types of skin changes that occur during skin aging.

[0093] The cosmetic preparation of the present invention can advantageously (although not mandatorily) further contain a filler, which has, for example, the effect of further improving the sensory and cosmetic properties of the formulation and evoking or enhancing, for example, a velvety or silky skin feel. In the context of the present invention, advantageous fillers are starches and starch derivatives (such as tapioca starch, distarch phosphate, starch aluminum octenyl succinate or sodium starch octenyl succinate, etc.), pigments that have neither a major UV filtering effect nor a coloring effect (such as boron nitride, etc.) and / or (CAS number 7631 - 86 - 9) and / or talc and / or polyethylene, nylon and dimethylsilylated silica.

[0094] Advantageous embodiments of the preparation according to the invention also include embodiments in which the preparation comprises one or more oils selected from the following: butanediol dicaprylate / dicaprate, phenylethyl benzoate, C12-15 alkyl benzoate, dibutyl adipate; diisopropyl sebacate, dicaprylyl carbonate, di-C12-13 alkyl tartrate, butyl octyl salicylate, diethylhexyl syringylmalonate, hydrogenated castor oil dimmerates, triheptanoin, C12-13 alkyl lactate, C16-17 alkyl benzoate, propylheptyl octanoate, caprylic / capric triglyceride, diethylhexyl 2,6-naphthalenedicarboxylate, octyldodecanol, ethylhexyl cocoate.

[0095] According to the invention, it is preferred if the preparation comprises dibutyl adipate, dicaprylyl carbonate and / or C12-C15 alkyl benzoate.

[0096] The aqueous phase of the preparation according to the invention can advantageously comprise conventional cosmetic adjuvants such as alcohols, in particular lower-carbon-number alcohols, preferably ethanol and / or isopropanol, or lower-carbon-number polyols, and their ethers, preferably propylene glycol, glycerol; electrolytes; sunscreens; and in particular one or more thickeners which can advantageously be selected from the group consisting of silica, aluminium silicate, polysaccharides and / or their derivatives such as hyaluronic acid, xanthan gum, hydroxypropylmethyl cellulose, particularly advantageously from the group consisting of polyacrylates, preferably polyacrylates selected from the group known as carbomers, examples being carbomers of type 980, 981, 1382, 2984 and 5984, the carbomers being used alone or in combination in each case. Other thickeners advantageous according to the invention are those thickeners having the INCI name acrylate / C10-30 alkyl acrylate crosslinked polymer (for example, Pemulen TR 1, Pemulen TR 2, carbomer 1328 from NOVEON) and also Aristoflex AVC (INCI: ammonium acryloyldimethyltaurate / VP copolymer) and Simugel NS (INCI: hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer and squalane and polysorbate 60).

[0097] According to the invention, it is preferred herein if the preparation comprises xanthan gum, crosslinked acrylate / acrylic acid C10-C30 alkyl ester polymer, hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer and squalane and polysorbate 60 and / or vinylpyrrolidone / hexadecene copolymer.

[0098] According to the invention, an amount of glycerol of at least 2.5% by weight, based on the total weight of the preparation, is particularly advantageous.

[0099] According to the present invention, it is advantageous if the preparation comprises one or more alkanediols selected from the group consisting of: 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 2-methyl-1,3-propanediol.

[0100] According to the present invention, it is advantageous if the preparation of the present invention comprises ethanol, phenoxyethanol and / or ethylhexylglycerin.

[0101] Advantageously, according to the present invention, the preparation of the present invention comprises a film-forming agent. In the sense of the present invention, a film-forming agent is a substance with various compositions and is characterized by the following property: when the film-forming agent is dissolved in water or other suitable solvents and then the solution is applied to the skin, the film-forming agent forms a film after the solvent evaporates, and this film is basically used to fix the filter on the skin and thereby increase the water resistance of the product.

[0102] It is particularly advantageous to select the film-forming agent from the group of polymers based on polyvinylpyrrolidone (PVP).

[0103] Particularly preferred are copolymers of vinylpyrrolidone, such as, for example, PVP hexadecene copolymer and PVP eicosene copolymer, which are commercially available from GAF Chemicals Corporation under the trade names Antaron V216 and Antaron V220.

[0104] Also advantageous are other polymeric film-forming agents, such as sodium polystyrene sulfonate, which is commercially available from National Starch and Chemical Corp. under the trade name Flexan 130; and / or polyisobutene, which is commercially available from Rewo under the trade name Rewopal PIB1000. Examples of other suitable polymers are polyacrylamide (Seppigel 305), polyvinyl alcohol, PVP, PVP / VA copolymer, polyethylene glycol, acrylate / octylacrylamide copolymer (Dermacryl 79). Also advantageous is the use of hydrogenated castor oil dimer dioleate (CAS 646054-62-8, INCI hydrogenated castor oil dimer dioleate), which is available from Kokyu Alcohol Kogyo under the name Risocast DA-H; or PPG-3 benzyl ether myristate (CAS 403517-45-3), which is available from Croda Chemicals under the trade name Crodamol STS.

[0105] According to the present invention is the use of the preparation of the present invention for protecting skin aging (especially protecting skin aging caused by ultraviolet rays) and as a sunscreen composition.

[0106] Also provided is the use of the ultraviolet filter combination according to the present invention for reducing sand adhesion in cosmetic preparations (especially sunscreen compositions). In particular, in this case, what is according to the present invention is fine zinc oxide, 2,4-bis{[4-(2-ethylhexoxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: bis-ethylhexylphenol methoxyphenyl triazine), 2-phenylbenzimidazole-5-sulfonic acid and / or one or more of its salts, and 4,4'-((6((4(((1,1-dimethylethyl)amino)carbonyl)phenyl)-amino)-1,3,5-triazine-2,4-diyl)diimino)bis(2-ethylhexyl) benzoate (INCI: diethylhexyl butamido triazone) for the combined use of reducing sand adhesion in cosmetic preparations (especially sunscreen compositions). In this context, it is advantageous that the average particle size Dn50 of the zinc oxide determined by laser diffraction is selected from the range of 50 nm to 200 nm, preferably from the range of 75 nm to 150 nm, most preferably from the range of 90 nm to 130 nm, and the surface coating is selected from the group consisting of: triethoxysilane octylsilane, octyltrimethoxysilane and polydimethylsiloxane, preferably triethoxysilane octylsilane and polydimethylsiloxane, most preferably triethoxysilane octylsilane.

[0107] The following examples are provided to further illustrate the compositions and effects of the present invention. These examples are illustrative only and are not intended to limit the scope of the present invention in any way.

[0108] Example 1

[0109] The formulations (O / W emulsions) outlined in Table 1 have been prepared according to standard methods in the art. Then the sand resistance was tested according to the method outlined below:

[0110] - Apply 30 mg of the cream (2 mg / cm 2 ) on a PMMA plate and distribute evenly

[0111] - Let it dry for 15 minutes

[0112] - Weigh the PMMA plate

[0113] - Place 30 grams of sand (Spielsand (Hornbach) von 0.06 bis 1 mm) on top of the PMMA plate so that the surface is completely covered

[0114] - Let it dry for 15 minutes

[0115] - Rotate the PMMA plate 180°, without shaking

[0116] - Weigh the PMMA plate

[0117] - Calculate the amount of sand adhered to the plate

[0118] - Repeat the test with 4 plates for each sample

[0119] The results are listed in Table 1.

[0120] Table 1

[0121]

[0122]

[0123] As can be retrieved from Table 1, the combination according to the invention results in a synergistic reduction in the sand adhered to the plate, i.e., synergistically improves the sand resistance.

[0124] Example 2

[0125] The formulation (O / W emulsion) outlined in Table 2 has been prepared according to standard methods in the art. Then the sand resistance was tested according to the method outlined below:

[0126] - Apply 2 mg / cm 2 of the cream on the PMMA plate and distribute it evenly

[0127] - Let it dry at 40 °C for 15 minutes

[0128] - Weigh the PMMA plate

[0129] - Put the sand ( 5 kg - Terrarium Sand Natur beige|[[ID=4)]] 0.4 - 0.8 mm) into a covered petri dish, place the plate with the side having the cream film on the sand, place a weight (500 g) on the plate, and wait for 5 minutes

[0130] - Remove the plate and rotate the PMMA plate 180° without shaking

[0131] - Weigh the PMMA plate

[0132] - Calculate the amount of sand adhered to the plate

[0133] - Repeat the test with 4 plates for each sample

[0134] The results are listed in Table 2

[0135]

[0136]

[0137] As can be retrieved from Table 2, the combination according to the present invention results in less sand adhering to the plate, and the use of zinc oxide coated with triethoxyoctylsilane is superior to the use of zinc oxide coated with polydimethylsiloxane.

Claims

1. A topical composition, wherein the composition comprises the following combination of UV filters: a.) Fine zinc oxide, wherein the fine zinc oxide has an average particle size D selected from the range of 30 nm to 200 nm as determined by laser diffraction n 50, wherein the surface of the fine zinc oxide is coated with triethoxyoctylsilane, b.) 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine), c.) 2-phenylbenzimidazole-5-sulfonic acid and / or one or more of its salts, and d.) 4,4'-((6((4(((1,1-dimethylethyl)amino)carbonyl)phenyl)-amino)-1,3,5-triazine-2,4-diyl)diimino)bis(2-ethylhexyl) benzoate (INCI: diethylhexyl butamido triazone).

2. The topical composition according to any one of the preceding claims, wherein the average particle size D n 50 is selected from the range of 50 nm to 200 nm as determined by laser diffraction.

3. The topical composition according to claim 2, wherein the average particle size D n 50 is in the range from 75 nm to 150 nm.

4. The topical composition according to claim 2, wherein the average particle size D n 50 is selected from the range of 90 nm to 130 nm.

5. The topical composition according to claim 1, wherein the amount of the fine zinc oxide is selected from the range of 0.1 wt% to 20 wt% based on the total weight of the composition.

6. The topical composition according to claim 5, wherein the amount of the fine zinc oxide is selected from the range of 0.5 wt% to 10 wt% based on the total weight of the composition.

7. The topical composition according to claim 5, wherein the amount of the fine zinc oxide is selected from the range of 5 wt% to 10 wt% based on the total weight of the composition.

8. The topical composition according to claim 1, wherein the composition does not contain 3-(4-methylbenzylidene) camphor, 2-hydroxy-4-methoxybenzophenone (INCI: oxybenzone) and ethylhexyl 2-cyano-3,3-diphenylacrylate (INCI: octocrylene).

9. The topical composition according to claim 1, wherein the composition is an O / W emulsion. ​ ​ ​ ​ ​ ​

Citation Information

Patent Citations

  • Sunscreen cosmetic

    CN108135817A