Hydroxypropyl benzoate in sunscreen formulations

Abstract

The present invention relates to a sunscreen composition comprising one or more sunscreen agent(s), hydroxypropyl benzoate, and one or more solubilizer(s), to a method for producing such a sunscreen composition, to the use of one or more solubilizer(s) for in-creasing the solubilizing and / or antimicrobial effect of hydroxypropyl benzoate in a sunscreen, to the use of hydroxypropyl benzoate and one or more further solubilizer(s) as antimicrobial, preferably in a sunscreen, to a method for increasing the solubilizing and / or antimicrobial effect of hydroxypropyl benzoate in a sunscreen, and to a method for providing an antimicrobial effect in a sunscreen.

Description

[0001] Eisenfiihr Speiser

[0002] Munich, 22 May 2026

[0003] OurRef.: SM 7337-01 WO DRE

[0004] Applicant: Symrise AG

[0005] Serial Number: New Application

[0006] Symrise AG

[0007] MuhlenfeldstraBe 1 , 37603 Holzminden, Germany

[0008] Hydroxypropyl benzoate in sunscreen formulations

[0009] The present invention relates to a sunscreen composition comprising one or more sunscreen agent(s), hydroxypropyl benzoate, and one or more solubilizer(s), to a method for producing such a sunscreen composition, as well as to methods and uses of such a sunscreen composition.

[0010] 5 Sunscreen compositions are complex mixtures mainly intended to be applied topically.

[0011] Such compositions are often prepared as emulsion formulations and typically contain UV filters and UV absorbers, which are usually lipophilic substances and are thus poorly water soluble. Accordingly, sunscreen compositions often contain a significant oil phase to solubilize crystalline UV filters and UV absorbers.

[0012] 0 Stabilizing such emulsion formulations, typically oil-in-water or water-in-oil emulsions, is complex and can be prone to issues like phase separation, especially when subjected to stress conditions, such as changes in temperature or storage for longer time.

[0013] Sunscreen compositions are typically used during the summer months and are therefore frequently exposed to elevated temperatures over extended periods of time. In addition, 5 consumers often carry such products to beaches, swimming pools, or other outdoor locations, where the products may be subjected to direct sunlight and fluctuating environmental conditions. The combination of heat exposure, repeated opening of the packaging, and potential contact with water or skin may increase the risk of microbial contamination and the growth of microorganisms. Accordingly, there is a need for antimicrobial agents or an-timicrobial systems in sunscreen formulations in order to ensure microbiological stability and product safety during storage and use.

[0014] Accordingly, sunscreen formulations typically comprise one or more antimicrobial agents in order to inhibit microbial growth and to preserve the microbiological integrity of the product throughout its shelf life and during consumer use. However, many commonly used antimicrobial agents in cosmetic formulations have only limited suitability to be used in sunscreen formulations. Therefore, finding antimicrobial agents, which are effective, consumer-acceptable, compatible with various UV filters I absorbers and stable across the typical pH range of many sunscreen formulations is a significant challenge.

[0015] Many sunscreen products are formulated as emulsions comprising an aqueous phase and an oil phase. Under the above-described conditions, in particular upon prolonged exposure to elevated temperatures and sunlight, such emulsions may become unstable and may partially separate into different phases. Such phase separation is highly undesirable as it compromises the product's homogeneity, sensory properties, and UV-protective efficacy, rendering the formulation unsuitable for consumer use.

[0016] Hydroxypropyl benzoate was found to be a multifunctional cosmetic agent, which enhances the solubility of lipophilic ingredients, which possesses antimicrobial properties and at the same time acts as emulsion stabilizer, while respecting the balance of the skin microbiome.

[0017] As described above, sunscreen compositions are complex mixtures and providing good emulsion stability is always a challenge. It was found that even with hydroxypropyl benzoate, many sunscreen compositions did not succeed in the emulsion stability tests and the preservative efficacy testing. Thus, many sunscreen compositions were not considered acceptable even though hydroxypropyl benzoate was included.

[0018] The primary object of the present invention was thus to provide a sunscreen formulation, particularly a sunscreen formulation with hydroxypropyl benzoate, which provides high physical emulsion stability and preferably a high protection against microbial contamination. More particularly, an object was to identify a combination of hydroxypropyl benzoate with specific solubilizers, yielding a sunscreen formulation that exhibits outstanding physical emulsion stability and robust protection against microbial contamination, even under stress conditions.The primary object of the present invention is solved by a sunscreen composition comprising

[0019] a) one or more sunscreen agent(s) selected from UV filters and UV absorbers,

[0020] b) hydroxypropyl benzoate,

[0021] c) one or more solubilizer(s) selected from the group consisting of 1 ,3-propane- diol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol, and ethylhexylglycerin,

[0022] preferably selected from the group consisting of 1 ,3-propanediol, 1 ,2-penta- nediol, 1 ,2-hexanediol, and 1 ,2-heptanediol,

[0023] further preferably selected from the group consisting of 1 ,3-propanediol, 1 ,2- pentanediol, and 1 ,2-hexanediol,

[0024] wherein the sunscreen composition is an emulsion.

[0025] It was surprisingly found that combining hydroxypropyl benzoate with a solubilizer selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-hepta-nediol, 1 ,2-octanediol, and ethylhexylglycerin, provided improved physical emulsion stability as well as microbial stability such that an acceptable sunscreen composition was obtained.

[0026] Moreover, this was further surprising, since the usually excellent solubilizer and solvent 1 ,2-propylene glycol did not provide such emulsion stability. This was particularly surprising, since 1 ,2-propylene glycol is widely used as solubilizer and solvent.

[0027] In contrast, the solubilizer(s) selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol, and ethylhexylglycerin provided an increased emulsion stability and led to an increased antimicrobial effect in the sunscreen.

[0028] As used herein, the term “UV” preferably refers to electromagnetic radiation having a wavelength in the range of from about 100 nm to about 400 nm, optionally including UVAradiation (320 to 400 nm), UVB radiation (280 to <320 nm), and / or UVC radiation (100 to <280 nm).

[0029] The term “UV filter”, as used herein, preferably refers to a compound, material, or composition capable of attenuating, blocking, reflecting, and / or scattering, ultraviolet radiation. Preferably, the UV filter comprises inorganic particulate materials capable of reflecting and / or scattering ultraviolet radiation. Preferably, the term “attenuating ultraviolet radiation” means reducing the intensity and / or transmission of ultraviolet radiation rough or into a substrate, composition, or article, relative to a corresponding composition or article lacking the UV filter or UV absorber.

[0030] The term “UV absorber”, as used herein, preferably refers to a compound, material, or composition capable of absorbing ultraviolet radiation, thereby reducing the transmission of ultraviolet radiation through or into a substrate, composition, or article. Preferably, the UV absorber may dissipate the absorbed energy in the form of heat or by non-destructive photophysical processes.

[0031] Preferably, the term “hydroxypropyl benzoate” refers to or includes a compound having the following chemical formula:

[0032]

[0033] Preferably, the term refers to or includes the compound described by the CAS number 6946-99-2 (preferably as listed by ChemicalBook https: / / www.chemicalbook.com / ). Preferably, the compound may be described as propanediol benzoate and / or benzoic acid 3-hydroxypropylester.

[0034] Preferably, the solubilizer c) is or includes 1 ,3-propanediol.

[0035] Preferably, the solubilizer c) is or includes 1 ,2-pentanediol.Preferably, the solubilizer c) is or includes 1 ,2-hexanediol.

[0036] Preferably, the solubilizer c) is or includes 1 ,2-heptanediol.

[0037] Preferably, the solubilizer c) is or includes 1 ,2-octanediol.

[0038] Preferably, the solubilizer c) is or includes ethylhexylglycerin.

[0039] Preferably, the term “sunscreen composition” refers to a composition suitable for topical application to skin, preferably human skin, which comprises one or more ultraviolet (UV) radiation-attenuating agents and provides protection against UV-A and / or UV-B radiation. Preferably, the composition is liquid.

[0040] Preferably, the term “emulsion” as used herein refers to an oil-in-water or water-in-oil emulsion.

[0041] It is preferred for the sunscreen composition according to the invention that the, one, two, three or more or all sunscreen agent(s) a) is / are selected from the group consisting of 2-ethylhexyl salicylate, ethylhexyl triazone, Diethylhexyl Butamido Triazone, butyl methoxydibenzoylmethane, terephthalylidene dibornanesulphonic acid and salts, hexyl 2-(4-di-ethylamino-2-hydroxybenzoyl)benzoate (Diethylamino Hydroxybenzoyl Hexyl Benzoate), menthyl anthranilate, 2,2'-(1 ,4-phenylene)bis-[1H-benzimidazole-4,5-disulfonic acid] disodium salt, methoxy propylamino cyclohexenylidene ethoxyethyl cyanoacetate, octocrylene, homosalate, octisalate, 2-ethylhexyl p-dimethylaminobenzoate, triethanolamine salicylate, 2-ethylhexyl p-methoxycinnamate, isoamyl p-methoxycinnamate, 2-phenylbenzimidazole sulfonic acid (Phenylbenzimidazole Sulfonic Acid) and its salts, 3-(4'-methylbenzylidene)-d,l-camphor, 4,4'-[(6-[4-(1 ,1-dimethyl)aminocarbonyl)phenylamino]-1 ,3,5-triazine-2,4-diyl)diimino]bis(benzoic acid 2-ethylhexyl ester), benzylidenemalonate-polysiloxane, tris(2-ethylhexyl)4,4',4"-(1 ,3,5-triazine-2,4,6-triyltriimino)tribenzoate, bis-ethylhexyloxyphenol methoxyphenyl triazine, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts, 2-hydroxy-4-methoxybenzophenone, phenol, -(2H-benzotriazol-2-yl-4-methyl-6-(2-methyl- 3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyl)oxy)disiloxanyl)propyl), 2,2'-methylene-bis(6-(2H-benztriazol-2-yl)-4-1 ,1 ,3,3-tetramethylbutyl)-phenol, tris-biphenyl triazine, and 5,6,5',6'-tet-raphenyl-3,3'-(1 ,4-phenylene)bis(1 ,2,4-triazine), zinc oxide (e.g. nano zinc oxide), titanium dioxide (e.g. nano titanium dioxide), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine, benzylidene camphor sulfonic acid (and salts thereof), 3-benzylidene camphor, 4-p-aminobenzoic acid , polyacrylamidomethyl benzylidene camphor, camphor benzalkonium methosulfate, PEG-25 ethoxylated ethyl-4-aminobenzoate, cinoxate, and dioxybenzone.

[0042] Particularly preferably, the sunscreen agent(s) a) is / are selected from the group consisting of Diethylhexyl Butamido Triazone, 2-ethylhexyl salicylate, ethylhexyl triazone, hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (Diethylamino Hydroxybenzoyl Hexyl Benzoate), Phenylbenzimidazole Sulfonic Acid, and bis-ethylhexyloxyphenol methoxyphenyl triazine, zinc oxide, titanium dioxide.

[0043] Further preferably, the sunscreen agent a) comprises 2-ethylhexyl salicylate, ethylhexyl triazone, hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate, and bis-ethyl-hexyloxyphenol methoxyphenyl triazine.

[0044] It is further preferred for the sunscreen composition according to the invention that the composition comprises

[0045] d) one or more emulsifier(s), preferably selected from the group consisting of anionic emulsifiers, cationic emulsifiers, and non-ionic emulsifiers.

[0046] Preferably, the, one, two, three or more or all emulsifier(s) is / are polymeric emulsifiers, preferably selected from the group consisting of Aery lates / C 10-30 Alkyl Acrylate Crosspolymer, Undecylenoyl Xanthan Gum, Pectin, Ammonium Acryloyldimethyltaurate / VP Copolymer, Caesalpinia Spinosa Gum / Ammonium AMPS Crosspolymer, Ammonium Ac-ryloyldimethyltaurate / Beheneth-25 Methacrylate Crosspolymer, Polyacrylate Crosspoly-mer-11 , Xanthan Gum, C12-16 Alkoxy Hydroxypropyl Ethyl Hydroxyethylcellulose, C12-16 Alkyl PEG-2 Hydroxypropyl Hydroxyethyl Ethylcellulose, C18-22 Hydroxyalkyl Hydroxypropyl Guar, Carboxymethyl Hydroxyethylcellulose, and Carboxymethyl Hydroxypropyl Guar.

[0047] Preferably, the, one, two, three or more or all anionic emulsifier(s) is / are selected from the group consisting of

[0048] emulsifiers based on amino acids, preferably selected from the group consisting of sodium stearoyl glutamate and sodium stearoyl lactylate,

[0049] aliphatic C12.22 fatty acids, preferably selected from the group consisting of palmitic acid, stearic acid, isostearic acid, lauric acid, arachidic acid, oleic acid, polyhy-droxystearic acid, and behenic acid, more preferably selected from the group consisting of palmitic acid and stearic acid,

[0050] glyceryl esters and derivatives thereof, preferably selected from the group consisting of glyceryl stearate citrate and glyceryl oleate citrate,

[0051] esters of citric acid and aliphatic alcohols and derivatives thereof, preferably dilauryl citrate,

[0052] phosphorous esters of phosphoric acid and aliphatic alcohols, preferably C8.22, more preferably C16.18, alcohols, and mixtures and salts thereof, most preferably selected from the group consisting of potassium cetyl phosphate, cetyl phosphate, sodium cetyl phosphate, oleth-10 phosphate, trilaureth-4 phosphate, and triceteareth-4 phosphate, and

[0053] sodium sulfosuccinate esters, preferably with C8.22, more preferably C16.18, alcohols, and mixtures thereof, most preferably disodium cetearyl sulfosuccinate.

[0054] Preferably, the, one, two, three or more or all non-ionic emulsifier(s) is / are selected from the group consisting of

[0055] fatty alcohols and alcohols, preferably selected from the group consisting of octyldodecanol, isocetyl alcohol, cetyl alcohol, stearyl alcohol, and cetearyl alcohol, and behenyl alcohol, more preferably selected from the group consisting of cetyl alcohol, stearyl alcohol, and cetearyl alcohol,

[0056] sorbitan derivatives, preferably sorbitan mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms and ethylene oxide addition products thereof, more preferably selected from the group consisting of polysorbate-60, poly- sorbate-21 , sorbitan laurate, sorbitan stearate, sorbitan isostearate, sorbitan oleate, sorbitan olivate, sorbitan caprylate, PEG-40 sorbitan oleate, sorbeth-20 beeswax, polysorbate-20, sorbitan palmitate, sorbitan trioleate, sorbitan tristearate, sorbitan sesquioleate, PEG-80 sorbitan laurate, polysorbate-80, and polysorbate-81 , most preferably selected from the group consisting of polysorbate-60, sorbitan isostearate, polysorbate-20, and polysorbate-80,

[0057] glyceryl derivatives, preferably glyceryl mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms and ethylene oxide addition productsthereof, more preferably selected from the group consisting of di isostearoyl polygly-ceryl-3 dimer dilinoleate, glyceryl oleate, glyceryl stearate, glyceryl laurate, PEG-100 stearate, PEG-200 castor oil, PEG-29 castor oil, PEG-35 castor oil, PEG-40 hydrogenated castor oil, polyglyceryl-2 dipolyhydroxystearate, polyglyceryl-2 stearate, polyglyceryl-2 isostearate, polyglyceryl-2 triisostearate, polyglyceryl-3 di isostea rate, polyglyceryl-3 distearate, polyglyceryl-3 oleate, polyglyceryl-3 caprylate, polygly-ceryl-4 caprlyate / caprate, polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate, polyglyceryl-4 isostearate, polyglyceryl-4 laurate, polyglyceryl-4 laurate / succin-ate, polyglyceryl-4 laurate / sebacate, polyglyceryl-6 behenate, polyglyceryl-6 palmit-ate / su coin ate, polyglyceryl-6 stearate, polyglyceryl-6 distearate, tri(polyglyceryl-3 / lauryl) hydrogenated trilinoleate, polyglyceryl-2-sesquiisostearate, polyglyceryl-2 caprate, polyglyceryl-10 laurate, and polyglyceryl-3 polyricinoleate, PEG-7 glyceryl cocoate, PEG-6 caprylic / capric glycerides, polyglyceryl-3-caprate, PEG-5 berthol-letia excelsa seed oily glyceryl esters, PEG-7 carapa guianensis glyceryl esters, PEG-7 caprylic / capric glycerides, PEG-7 theobroma grandiflorum seed butter glyceryl esters, cocoglycerides, glyceryl caprylate / caprate, glyceryl caprylate, glyceryl stearate, glyceryl oleate, glyceryl undecylenate, polyglyceryl-2 caprate, polyglyceryl-4 cocoate, polyglyceryl-3 diisostearate, and PEG-10 olive glycerides, most preferably selected from the group consisting of glyceryl stearate, polyglyceryl-3 caprylate, polyglyceryl-4 caprlyate / caprate, and glyceryl caprylate,

[0058] lanolin compounds and derivatives thereof, preferably lanolin mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms or ethylene oxide addition products thereof, more preferably selected from the group consisting of PEG-30 lanolin, lanolin alcohol, laneth-15, and laneth-40,

[0059] carbohydrates, sugars and derivatives thereof, preferably selected from the group consisting of sucrose stearate, sucrose distearate, polyglyceryl 3-methylglucose distearate, methyl glucose sesquistearate, sucrose cocoate, lauryl glucoside, cetearyl glucoside, arachidyl glucoside, C12-20 alkyl glucoside, and sucrose polystearate, more preferably selected from the group consisting of polyglyceryl 3-methylglucose distearate, methyl glucose sesquistearate, cetearyl glucoside, and arachidyl glucoside, and

[0060] alkoxylated alcohols, preferably obtained from 1 mol C8-22 fatty alcohols and mixtures thereof and 2-50 mol ethylene or propylene oxide, more preferably selected from the group consisting of ceteareth-12, ceteareth-20, ceteareth-25, ceteareth-6, ceteareth-30, ceteareth-50, beheneth-10, behenth-25, ceteth-2, ceteth-10, ceteth-20, laureth-23, laureth-4, laureth-7, oleth-10, oleth-20, oleth-3, oleth-30, oleth-5, PEG-40 hydrogenated castor oil, hydrogenated lecithin, PEG-5 rapeseed oil, PEG- 60 hydrogenated castor oil, PEG-7 hydrogenated castor oil, steareth-10, steareth- 100, steareth-2, steareth-20, steareth-21 , and PEG-40 stearate, most preferably selected from the group consisting of ceteareth-12, ceteareth-20, laureth-7, PEG-40 hydrogenated castor oil, hydrogenated lecithin, steareth-2, and steareth-21.

[0061] Preferably, the, one, two, three or more or all cationic emulsifier(s) is / are selected from the group consisting of quaternary ammonium compounds and salts thereof, preferably selected from the group consisting of Behentrimonium Chloride, Cetrimonium Chloride, Be-hentrimonium Methosulfate, Dicetyldimonium Chloride, Dipalmitoylethyl Hydroxyethylmonium Methosulfate, Distearoylethyl Dimonium chloride, Cetrimonium Methosulfate, Cin-namidopropyltrimonium Chloride, Dipalmitoylethyl Hydroxyethylmonium Methosulfate, Distearoylethyl Hydroxyethylmonium Methosulfate, Distearyldimonium Chloride, Guar Hy-droxypropyltrimonium Chloride, Hydroxypropyl Guar Hydrxypropyltrimonium Chloride, Hy-droxyproyltrimonium Hydrolyzed Wheat Protein, Laurdimonium Hydroxypropyl Hydrolyzed Keratin, Palmitamidopropyltrimonium Chloride, Polyquaternium-10, Polyquaternium-11 , Polyquaternium-16, Polyquaternium-22, Polyquaternium-37, Polyquaternium-47, Polyqua-ternium-55, Polyquaternium-7, Quaternium-18, Quaternium-80, Quaternium-87, Qua-ternium-91 , Stearalkonium Chloride, Steartrimonium Chloride, and Stearamidopropyl Diemthylamine, more preferably selected from the group consisting of Behentrimonium Chloride, Cetrimonium Chloride, Behentrimonium Methosulfate, Dicetyldimonium Chloride, Distearoylethyl Hydroxyethylmonium Methosulfate, Polyquaternium-10, Polyquaternium-37, Polyquaternium-7, Steartrimonium Chloride, and Stearamidopropyl Diemthylamine.

[0062] Preferably, the, one, two, three or more or all cationic emulsifier(s) is / are selected from the group consisting of

[0063] Partial glycerides, preferably hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid monoglyceride, isostearic acid diglyceride, oleic acid monoglyceride, oleic acid diglyceride, ricinoleic acid monoglyceride, ricinoleic acid diglyceride, linoleic acid monoglyceride, linoleic acid diglyceride, linolenic acid monoglyceride, linolenic acid diglyceride, erucic acid monoglyceride, erucic acid diglyceride, tartaric acid monoglyceride, tartaric acid diglyceride, citric acid monoglyceride, citric acid diglyceride, malic acid monoglyceride, malic acid diglyceride and technical mixtures thereof which may still contain small quantities of triglyceride from the pro-duction process. Addition products of 1 to 30 and preferably 5 to 10 mol ethylene oxide onto the partial glycerides mentioned are also suitable.

[0064] Sorbitan esters, preferably sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan tri isostea rate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, sorbitan monoerucate, sorbitan sesquierucate, sorbitan dierucate, sorbitan trierucate, sorbitan monoricinoleate, sorbitan sesquiricinoleate, sorbitan diricinoleate, sorbitan triricinoleate, sorbitan monohydroxystearate, sorbitan sesquihydroxystearate, sorbitan dihydroxystearate, sorbitan trihydroxystearate, sorbitan monotartrate, sorbitan sesquitartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, sorbitan sesquicitrate, sorbitan dicitrate, sorbitan tricitrate, sorbitan monomaleate, sorbitan sesquimaleate, sorbitan dimaleate, sorbitan trimaleate and technical mixtures thereof. Addition products of 1 to 30 and preferably 5 to 10 mol ethylene oxide onto the sorbitan esters mentioned are also suitable.

[0065] Polyglycerol esters, preferably Polyglyceryl-2 Dipolyhydroxystearate (Dehymuls® PGPH), Polyglycerin-3-Diisostearate (Lameform® TGI), Polyglyceryl-4 Isostearate (Isolan® Gl 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyc-eryl-3 Beeswax (Cera Beilina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Cremophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403), Polyglyceryl Dimerate Isostearate and mixtures thereof. Examples of other suitable polyolesters are the mono-, di- and triesters of trimethylol propane or pentaerythritol with lauric acid, cocofatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like optionally reacted with 1 to 30 mol ethylene oxide.

[0066] Further emulsifiers selected from Cetyl Dimethicone Copolyol (e.g. Abil EM-90), Polyglyceryl-2 Dipolyhydroxystearate (e.g. Dehymuls PGPH), Polyglyceryl-3 Diisostearate (e.g. Lameform TGI), Polyglyceryl-4 Isostearate (e.g. Isolan Gl 34), Polyglyceryl-3 Oleate (e.g. Isolan GO 33), Diisostearoyl Polyglyceryl-3 Diisostearate (e.g. Isolan PDI), Polyglyceryl-3 Methylglucose Distearate (e.g. Tego Care 450), Polyglyceryl-3 Beeswax (e.g. Cera Beilina), Polyglyceryl-4 Caprate (e.g. Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (e.g. Chimexane NL), Polyglyc-eryl-3 Distearate (e.g. Cremophor GS 32) and Polyglyceryl Polyricinoleate (e.g. Admul WOL 1403), Glyceryl Oleate (e.g. Monomuls 90-0 18), Alkyl Glucoside (e.g.Plantacare 1200, Emulgade PL 68 / 50, Montanov 68, Tego Care CG 90, Tego Glu- cosid L 55), Methyl Glucose Isostearate (e.g. Tego Care IS), Methyl Glucose Sesquistearate (Tego Care PS), Sodium Cocoyl Hydrolyzed Wheat Protein (e.g. Gluadin WK), Potassium Cetyl Phosphate (e.g. Amphisol K, Crodafos CKP, Emul- siphos F), Sodium Alkylsulfate (e.g. Lanette E), Sucrose Ester (e.g. Crodesta F-10, F-20, F-50, F-70, F-110, F-160, SL-40, Emulgade® Sucro), ethoxylated and / or propoxylated fatty alcohols, fatty acids, castor oils and hydrogenated castor oils (e.g. Eumulgin B2, B2, B3, L, HRE 40, HRE 60, RO 40, Cremophor HRE 40, HRE 60, L, WO 7, Dehymuls HRE 7, Arlacel 989), PEG-30 Dipolyhydroxystearate (e.g. Arlacel P 135, Dehymuls LE), sorbitan esters, sorbitan esters ethoxylated and / or propoxylated, and mixtures thereof. A particularly effective mixture consists of Polyglyceryl- 2 Dipolyhydroxystearate and Lauryl Glucoside and glycerol (e.g. Eumulgin VL 75). Also suitable are Polyglyceryl-4 Diisostearate / Polyhydroxystearate / Sebacate (Isolan® GPS), Diisostearoyl Polyglyceryl-3 Diisostearate (e.g. Isolan PDI), alkali metal salts of acylglutamates (e.g. Eumulgin SG).

[0067] Further preferably, the or one, two, three or more or all emulsifier(s) is / are selected from the group consisting of glyceryl stearate, cetearyl alcohol, stearic acid, potassium cetyl phosphate, poly-hydroxystearic acid, sodium stearoyl glutamate, cetyl alcohol, polysorbate 60, hydro-genated lecithin, sorbitan isostearate, polysorbate 20, palmitic acid, isostearic acid, stearyl alcohol, glyceryl oleate citrate, glyceryl stearate citrate, polyglyceryl-3 diisostearate, sorbitan oleate, polyglyceryl-3 polyricinoleate, polysorbate 80, polyglyceryl-3 methylglucose distearate, sorbitan olivate, c20-22 alkyl phosphate, ceteareth-20.

[0068] Particularly preferably, the or one, two, three or more or all emulsifier(s) is / are selected from the group consisting of glyceryl stearate, cetearyl alcohol, stearic acid, potassium cetyl phosphate, polyhydroxystearic acid, sodium stearoyl glutamate, cetyl alcohol, polysorbate 60, glyceryl oleate citrate, and glyceryl stearate citrate, further preferably the or one emulsifier is selected from the group consisting of potassium cetyl phosphate, glyceryl oleate citrate, and glyceryl stearate citrate.

[0069] It is further preferred for the sunscreen composition according to the invention that the composition comprises

[0070] e) one or more lipophilic component, preferably liquid lipophilic component, selected from oils (preferably plant oils), hydrocarbons, fatty alcohols, esters, ethers, siloxanes, silanes, waxes.Preferably, the, one, two, three or more or all oil(s) is / are selected from Persea Gratissima (Avocado Oil), Argania spinosa kernel oil (Argan oil), Butyrospermum Parkii (Shea) Butter, Cocos Nucifera (Coconut) Oil, Glycine Soja (Soybean) Oil, Helianthus Annuus (Sunflower) Seed Oil, Olea Europaea (Olive) Fruit Oil, Prunus Amygdalus Dulcis (Sweet Almond) Oil, Ricinus Communis (Castor) Seed Oil, Simmondsia Chinensis (Jojoba) Seed oil, Theo-broma Cacao (Cocoa) Seed Butter, Vitis Vinifera (Grape) Seed Oil, Caprylic Capric Triglycerides, and mixtures of two or more of the aforesaid plant oils, preferably Caprylic Capric Triglycerides, Helianthus Annuus (Sunflower) Seed Oil, Simmondsia Chinensis ((Jojoba) Seed Oil, Olea Europaea (Olive) Fruit Oil, Argania spinosa kernel oil (Argan oil), Prunus Amygdalus Dulcis (Sweet Almond) Oil, Persea Gratissima (Avocado Oil), Butyrospermum Parkii (Shea) Butter, Cocos Nucifera (Coconut) Oil, Theobroma Cacao (Cocoa) Seed Butter, hydrogenated palm glycerides, and Caprylic Capric Triglycerides.

[0071] Preferably, the, one, two, three or more or all hydrocarbon(s) is / are selected from undecane, tridecane, mineral oil, petrolatum, squalane, isohexadecane, C7 - C8 isoparaffin, C8 - C9 isoparaffin, C9 - C11 isoparaffin, C9 - C12 isoparaffin, C9 - C13 isoparaffin, C9 -C14 isoparaffin, C9 - C16 isoparaffin, C10 - C11 isoparaffin, C10 - C12 isoparaffin, C10 -C13 isoparaffin, C11 - C12 isoparaffin, C11 - C13 isoparaffin, C11 - C14 isoparaffin, C12 -C14 isoparaffin, C12 - C15 isoparaffin, C12 - C20 isoparaffin, C13 - C14 isoparaffin, C13 -C16 isoparaffin, C14 - C16 isoparaffin, C15 - C19 isoparaffin, C18 - C70 isoparaffin, and naphthenic hydrocarbons (preferably selected from the group consisting of squalene, dialkylcyclohexanes, tetradecane, isohexadecane, dodecane, docosane, paraffin, and mineral oils).

[0072] Preferably, the, one, two, three or more or all fatty alcohol(s) is / are selected from phenyl propanol, dimethyl phenylbutanol, hexyldecanol, octyldodecanol, octyldecanol, tridecylalcohol, isostearyl alcohol, phenylisohexanol, phenylpropanol, trimethylbenzenepropanol, isoamylalcohol, isotridecyl alcohol, isocetyl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, and cetearyl alcohol.

[0073] Preferably, the, one, two, three or more or all ester(s) is / are selected from C12 - C15 Alkyl Benzoate, Capric / Lauric / Myristic / Oleic Triglyceride, Caprylic / Capric Triglyceride, Caprylic / Capric / Lauric Triglyceride, Caprylic / Capric / Linoleic Triglyceride, Caprylic / Capric / Myristic / Stearic Triglyceride, Caprylic / Capric / Palmitic / Stearic Triglyceride, Caprylic / Capric / Stearic Triglyceride, Caprylic / Capric / Succinic Triglyceride, Caprylyl Caprylate, Cetearyl Ethylhexanoate, Cetearyl Isononanoate, Cetearyl Nonanoate, Coco-Caprylate, Decyl Cocoate, Decyl Oleate, Dicaprylyl Carbonate, Diethyl Succinate, Diethyl-hexyl 2,6-Naphthalate, Diethylhexyl Carbonate, Dibutyl Adipate, Diisopropyl Adipate, Dipropylheptyl Carbonate, Ethyl Laurate, Ethylhexyl Isononanoate, Ethylhexyl Palmitate, Ethylhexyl Stearate, Glyceryl Caprylate Caprate, Glyceryl Caprylate, Glyceryl Laurate, Glyceryl Triacetyl Hydroxystearate, Glyceryl Triacetyl Ricinoleate, Hexyl Laurate, Isoamyl acetate, Isoamyl Cocoate, Isopropyl Palmitate, Isosorbide Dicaprylate, Isopropyl Myristate, Myristyl Myristate, Oleic / Linoleic Triglyceride, Oleic / Palmitic Triglyceride, Oleic / Palmitic / Lauric / Myristic / Linoleic Triglyceride, Propanediol Caprylate, Rici-noleic / Caproic / Caprylic / Capric Triglyceride, Oleostearine, Oleyl Erucate, Palmitic / Stearic Triglyceride, Propanediol Dicaprylate Caprate, Propylheptyl Caprylate, Stearyl Heptanoate / Stearyl Caprylate, Triheptanoin, Trihydroxystearin, Triisononanoin, Triisopalmitin, Triisostearin, Trilaurin, Trilinolein, Trilinolenin, Trimyristin, Triolein, Tripalmitin, Tri-palmitolein, Tripelargonin, Triricinolein, cetearyl nonanoate, propanediol di-caprylate / caprate, ethylhexyl isononanoate, PPG3 benzyl ether myristate, cetyl palmitate, myristyl myristate, myristyl stearate, myristyl oleate, myristyl behenate, ethylhexyl hydroxystearate, DI-PPG-3 myristyl ether adipate, DI-PPG-2 myreth-10 adipate, PPG-15 stearyl ether, diethylhexyl succinate, propylene glycol isostearate, diethylhexyl adipate, butyl stearate, ethylhexyl cocoate, ethylhexyl stearate, pentaerythrityl tetracaprylate / tetra-caprate, tridecyl neopentanonate, myristyl lactate, PPG-10 cetyl ether, PPG-15 stearyl ether, pentaerythrityl stearate / caprate / caprylate adipate, diisopropyl dimer dilinoleate, isopropyl isostearate, pentaerythrityl tetraisostearate, C12-15 alkyl benzoate, triisononanoin, isostearyl isostearate, triisostearin, trimethylolpropane triisostearate, diisopropyl adipate, isocetyl stearate, propylene glycol dicaprlyate / dicaprate, PPG 2 myristyl ether propionate, isostearyl neopentanoate, isopropyl palmitate, isopropyl myristate, cetyl esters, bis-digly-ceryl polyacyladipate-2, isoamyl cocoate, cetyl ethylhexanoate, cetyl ricinoleate, decyl cocoate, diethylhexyl carbonate, decyl oleate, cetearyl ethylhexanoate, lauryl oleate, oleyl erucate, ethylhexyl palmitate, ethylhexyl stearate, stearyl heptanoate, phenoxyethyl caprylate, hexyl laurate, dibutyl adipate, coco-caprlyate, dicaprylyl carbonate, coco-caprylate / caprate, caprylyl capylate / caprate, propylheptyl caprylate, decyltetradecyl ethylhexanoate, cetearyl isononanoate, neopentyl glycol diheptanoate, diheptyl succinate, dipropylheptyl carbonate, heptyl undecylenate, propylene glycol dibenzoate, isopropyl laurate, propylene glycol diethylhexanoate, cetyl lactate, lauryl lactate, C12-15 alkyl lactate, diethylhexyl malate, isocetyl stearoyl stearate, isodecyl neopentanoate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl erucate, stearyl myristate, stearyl palmitate, stearyl stearate, stearyl isostearate, stearyl oleate, stearyl behenate, stearyl erucate, isostearyl myristate, isostearyl palmitate, isostearyl stearate, isostearyl isostearate, isostearyl oleate, isostearyl behenate, isostearyl oleate, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, oleyl behenate,oleyl erucate, behenyl myristate, behenyl palmitate, behenyl stearate, behenyl isostearate, behenyl oleate, behenyl behenate, behenyl erucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate, erucyl erucate, and glyceryl esters and derivatives thereof (preferably selected from the group consisting of PEG-7 glyceryl cocoate, PEG-6 caprylic / capric glycerides, polyglyceryl-3-caprate, polyglyceryl-4-caprate, PEG-5 bertholletia excelsa seed oily glyceryl esters, PEG-7 carapa guianensis glyceryl esters, PEG-7 caprylic / capric glycerides, PEG-7 theobroma grandiflorumseed butter glyceryl esters, cocoglycerides, glyceryl caprylate / caprate, glyceryl oleate, glyceryl undecylenate, polyglyceryl-2 caprate, polyglyceryl-4 cocoate, polyglyceryl-3 diisostearate, and PEG-10 olive glycerides).

[0074] Preferably, the, one, two, three or more or all ether(s) is / are selected from PPG-3 myristyl ether, PPG-11 stearyl ether, PPG-15 stearyl ether, PPG-14 butyl ether, and dicaprylyl ether.

[0075] Preferably, the, one, two, three or more or all siloxane(s) and silanes(s) is / are selected from dimethicone, PEG-14 dimethicone, PEG / PPG-14 / 4 dimethicone, and PEG / PPG-4 / 12 di-methicone.

[0076] Preferably, the, one, two, three or more or all waxe(s) is / are selected from cera alba (beeswax), copernicia cerifera (carnauba) wax, glyceryl rosinate, rhus verniciflua peel cera, euphorbia cerifera (candelilla) wax, hydrolyzed sunflower seed wax, jasminum officinale (jasmine) flower wax, acacia decurrens flower wax, myrica cerifera (bayberry) fruit wax, citrus aurantium dulcis (orange) peel wax, hydrogenated rapeseed oil, oryza sative (rice) bran wax, camellia sinensis leaf wax, vitis vinifera (grape) leaf wax, saccharum officinarum (sugarcane) wax, microcrystalline wax, lanolin (wool) wax, paraffin, synthetic wax, ozocerite, and hydrogenated jojoba wax(es).

[0077] It is further preferred for the sunscreen composition according to the invention that the composition comprises

[0078] f) one or more antimicrobial agent(s), preferably selected from anisic acid, ascorbic acid and salts thereof, caprylhydroxamic acid, itaconic acid and salts thereof, sorbic acid, potassium sorbate, levulinic acid and salts thereof, citric acid and salts thereof, silver citrate, zinc citrate, phytic acid and salts thereof, pentasodium pentetate, tartaric acid, ethylenediaminetetraacetic acid and salts thereof, trisodium dicarboxymethyl alaninate, gluconic acid, sodium gluconate, malic acid and salts thereof, un-decylenic acid and salts thereof, etidronic acid and salts thereof, dehydroacetic acid and salts thereof, bile acids and salts thereof, benzoic acid, sodium benzoate, salicylic acid, triethanolamine salicylate, benzyl salicylate, mandelic acid and salts thereof, butylparaben, ethylparaben, isobutylparaben, methylparaben, propylparaben, isopropylparaben, anisic acid, sodium anisate, cyclohexylglycerin, ethylhexylglycerin, glyceryl caprylate, hexylglycerin, sorbitan caprylate, heptylglycerin, methylheptylglycerin, glyceryl undecylenate, xylityl sesquicaprylate, glyceryl heptanoate, 2-benzylheptanol, hydroxyacetophenone (4-hydroxyacetophenone), benzylalcohol, hydroxyethoxyphenyl butanone, hydroxyethoxyphenyl butanol, phenoxyethanol, phenethyl alcohol, o-cymen-5-ol, phenylpropanol, methylbenzylalcohol, thymol, raspberry ketone, honokiol, magnolol, 2-methyl 5-cyclohexylpentanol, farnesol, bisabolol, propanediol (1 ,3-propanediol), 1 ,2-nonanediol, decylene glycol (1 ,2-decanediol), 2,3-pentanediol, 2,3-hexanediol, 2,3-heptanediol, 2,3-octanediol, 2,3-nonanediol, methylpropanediol, alkyl (C12-22) trimethyl ammonium bromide and chloride, benzalkonium bromide, benzalkonium chloride, benzalkonium saccarinate, benzethoniumchloride, cetylpyridinium chloride, triethanolamine salicylate, hexamidine, hexamidine diisethionate, methylisothiazolinone, diazolidinyl urea, piroc- tone olamine, benzyl salicylate, TEA salicylate, propanediol caprylate (3-hydrox- ypropyl octanoate), propanediol undecylenate (3-hydroxypropyl undec-10-enoate), 3-hydroxypropyl anisate, propanediol caprate (3-hydroxypropyl decanoate), butyllactate, maltol, caprylyl glyceryl ether, chlorhexidin, chlorhexidin diacetate, chlorhex- idine digluconate, chlorhexidine dihydrochloride, chlorocresol, chloroxylenol, chlorphenesin, iodopropynyl butylcarbamate, methylchloroisothiazolinone, silver chloride, triclocarban, triclosan, climbazole, Nisin, polylysine, polyarginine, capryloyl glycine, PCA ethyl cocoyl arginate, undecylenoyl glycine, carnosine, nisine, hinoki- tiol, tropolone, piperitone, maltol, and cinnamal.

[0079] The antimicrobial agent(s) f) refer to antimicrobial agent(s) other than hydroxypropyl benzoate.

[0080] It is further preferred for the sunscreen composition according to the invention that the composition comprises

[0081] a) 0.1 to 70 wt.-%, preferably 1.0 to 40 wt.-%, further preferably 5 to 30 wt.-% of the one or more sunscreen agent(s) a)b) 0.01 to 5 wt.-%, preferably 0.05 to 2 wt.-%, further preferably 0.1 to 1.5 wt.-%, particularly preferably 0.5 to 1 wt.-% of hydroxypropyl benzoate,

[0082] c) 0.1 to 15 wt.-%, preferably 0.5 to 10 wt.-%, further preferably 1 to 7.5 wt.-%, particularly preferably 1.5 to 5 wt.-% of the one or more further solubilizer(s) c),

[0083] d) 0.05 to 20 wt.-% preferably 0.1 to 10 wt.-%, further preferably 0.2 to 7.5 wt.-%, of the one or more emulsifier(s) d),

[0084] e) 0.01 to 60.0 wt.-% preferably 1.0 to 40 wt.-%, further preferably 5 to 35 wt.-%, of the one or more lipophilic component(s) e),

[0085] f) 0.01 to 5 wt.-% of the one or more antimicrobial agent(s) f),

[0086] and / or

[0087] g) 10 to 80 wt.-%, preferably 15 to 70 wt.-%, further preferably 20 to 60 wt.-%, particularly preferably 25 to 55 wt.-%, even further preferably 30 to 50 wt.-% of water,

[0088] each based on the total weight of the emulsion formulation.

[0089] Preferably, in case a compound classifies as emulsifier d) and lipophilic component e), the compound will be considered an emulsifier d) for the calculation of the weight percentages and parameters related thereto.

[0090] It is further preferred for the sunscreen composition according to the invention that

[0091] compound a) is contained, preferably dissolved, in the oil phase of the emulsion,

[0092] and / or

[0093] compounds b) and c) are contained, preferably dissolved, in the aqueous phase of the emulsion.

[0094] Additionally or alternatively, it is preferred that compound e) is contained, preferably dissolved, in the oil phase of the emulsion.Additionally or alternatively, it is preferred that compound f) is contained, preferably dissolved, in the aqueous phase of the emulsion.

[0095] Additionally or alternatively, it is preferred that compound g) is contained in the aqueous phase of the emulsion.

[0096] The present invention further relates to a method for producing a sunscreen composition according to the invention, comprising the steps

[0097] A) providing

[0098] one or more sunscreen agent(s) selected from UV filters and UV absorbers, preferably as described herein

[0099] hydroxypropyl benzoate, and

[0100] one or more solubilizer(s), preferably selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octa- nediol, and ethylhexylglycerin,

[0101] B) optionally providing

[0102] one or more emulsifier(s), preferably selected from the group consisting of anionic emulsifiers, cationic emulsifiers, and non-ionic emulsifiers, particularly preferably as described herein,

[0103] one or more lipophilic component, preferably liquid lipophilic component, selected from oils, hydrocarbons, fatty alcohols, esters, ethers, siloxanes, silanes, waxes, particularly preferably as described herein,

[0104] one or more antimicrobial agent(s), preferably selected from anisic acid, ascorbic acid and salts thereof, caprylhydroxamic acid, itaconic acid and salts thereof, sorbic acid, potassium sorbate, levulinic acid and salts thereof, citric acid and salts thereof, silver citrate, zinc citrate, phytic acid and salts thereof, pentasodium pentetate, tartaric acid, ethylenediaminetetraacetic acid and salts thereof, trisodium dicarboxymethyl alaninate, gluconic acid, sodium gluconate, malic acid and salts thereof, undecylenic acid and salts thereof,etidronic acid and salts thereof, dehydroacetic acid and salts thereof, bile acids and salts thereof, benzoic acid, sodium benzoate, salicylic acid, triethanolamine salicylate, benzyl salicylate, mandelic acid and salts thereof, butylparaben, ethylparaben, isobutylparaben, methylparaben, propylparaben, isopropylparaben, anisic acid, sodium anisate, cyclohexylglycerin, ethylhexylglycerin, glyceryl caprylate, hexylglycerin, sorbitan caprylate, heptylglycerin, methylheptylglycerin, glyceryl undecylenate, xylityl sesquicaprylate, glyceryl heptanoate, 2-benzylheptanol, hydroxyacetophenone (4-hydroxyacetophe- none), benzylalcohol, hydroxyethoxyphenyl butanone, hydroxyethoxyphenyl butanol, phenoxyethanol, phenethyl alcohol, o-cymen-5-ol, phenylpropanol, methylbenzylalcohol, thymol, raspberry ketone, honokiol, magnolol, 2-methyl 5-cyclohexylpentanol, farnesol, bisabolol, propanediol (1 ,3-propanediol), pentylene glycol (1 ,2-pentanediol), 1 ,2-hexanediol, 1 ,2-heptanediol, caprylyl glycol (1 ,2-octanediol), 1 ,2-nonanediol, decylene glycol (1 ,2-decanediol), 2,3- pentanediol, 2,3-hexanediol, 2,3-heptanediol, 2,3-octanediol, 2,3-nonanediol, methylpropanediol, alkyl (C^-22) trimethyl ammonium bromide and chloride, benzalkonium bromide, benzalkonium chloride, benzalkonium saccarinate, benzethoniumchloride, cetylpyridinium chloride, triethanolamine salicylate, hexamidine, hexamidine diisethionate, methylisothiazolinone, diazolidinyl urea, piroctone olamine, benzyl salicylate, TEA salicylate, propanediol caprylate (3-hydroxypropyl octanoate), propanediol undecylenate (3-hydroxypropyl undec-10-enoate), 3-hydroxypropyl anisate, propanediol caprate (3-hydrox- ypropyl decanoate), butyllactate, maltol, caprylyl glyceryl ether, chlorhexidin, chlorhexidin diacetate, chlorhexidine digluconate, chlorhexidine dihydrochloride, chlorocresol, chloroxylenol, chlorphenesin, iodopropynyl butylcarbamate, methylchloroisothiazolinone, silver chloride, triclocarban, triclosan, climbazole, Nisin, polylysine, polyarginine, capryloyl glycine, PCA ethyl cocoyl arginate, undecylenoyl glycine, carnosine, nisine, hinokitiol, tropolone, piperi- tone, maltol, and cinnamal,

[0105] and / or

[0106] water,

[0107] C) mixing the components provided in step A) and optionally B), and homogenizing the mixture to obtain an emulsion formulation.What was said herein with regard to the composition according to the invention applies accordingly to the method according to the invention, particularly the definitions and preferred features, if applicable.

[0108] The components provided in step A) and / or B) may each be provided separately or as a mixture comprising two or more of the components. Further, the components may be provided as such or in a solution with a solvent, such as water or oil. For example, the or one or more of the UV filter(s) and / or UV absorbers may be dissolved in an oil or an oil phase and this solution is provided in step A). For example, the hydroxypropyl benzoate may be dissolved in water or a water phase and this solution is provided in step A). For example, the hydroxypropyl benzoate and one or more of the solubilizer(s) may both be dissolved in water or a water phase and this solution is provided as a mixture in step A). The same applies accordingly to the further components, if applicable.

[0109] Preferably, the or one or more of the UV filter(s) and / or UV absorbers is / are dissolved in the or one or more of the lipophilic component(s).

[0110] The antimicrobial agent(s) provided in step B) of the method refer to antimicrobial agent(s) other than hydroxypropyl benzoate.

[0111] Preferably, the term “mixing” describes that the components to be mixed may be mixed in any sequence. Accordingly, the components may be mixed simultaneously or subsequently. Additionally, a first part of a component may be mixed with the or one or some component(s) first, and another part of the component may be mixed with the components in a later step.

[0112] The present invention further relates to the use of one or more solubilizer(s) selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol and ethylhexylglycerin for increasing the solubilizing and / or antimicrobial effect of hydroxypropyl benzoate in a sunscreen, preferably in a sunscreen according to the invention.

[0113] What was said herein with regard to the composition according to the invention and / or the method according to the invention, applies accordingly to the use according to the invention, particularly the definitions and preferred features, if applicable.As described herein, it was surprisingly found that the solubilizer(s) selected from the above group provided an increased emulsion stability and led to an increased antimicrobial effect in the sunscreen. This was surprising, since the excellent solubilizer and solvent 1 ,2-pro-pylene glycol, which is widely used, did not provide such emulsion stability in the sunscreen compositions.

[0114] Preferably, whether or not the antimicrobial effect of hydroxypropyl benzoate in a sunscreen is improved, can be determined by routine test methods, such as preservative efficacy testing (PET), for example according to ISO 11930 and / or by the standardized, 28-day challenge test defined by the European Pharmacopoeia (Ph. Eur.) chapter 5.1.3.

[0115] As described above, a mixture of hydroxypropyl benzoate and one or more of the above solubilizer(s) can be used as advantageous solubilizer (mixture) and / or an advantageous antimicrobial, particularly in a sunscreen.

[0116] Accordingly, the present invention further relates to the use of hydroxypropyl benzoate and one or more further solubilizer(s) selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol, and ethylhexylglycerin as solubilizer and / or as antimicrobial, preferably in a sunscreen, preferably in a sunscreen according to the invention.

[0117] What was said herein with regard to the composition according to the invention and / or the method according to the invention and / or the above use according to the invention, applies accordingly to the present use according to the invention, particularly the definitions and preferred features, if applicable.

[0118] Preferably, hydroxypropyl benzoate and the one or more further solubilizer(s) are present in a mixture.

[0119] Preferably, when used in a sunscreen, the sunscreen comprises hydroxypropyl benzoate in the range of from 0.01 to 5 wt.-%, preferably 0.05 to 2 wt.-%, further preferably 0.1 to 1.5 wt.-%, particularly preferably 0.5 to 1 wt.-%, based on the total weight of the sunscreen.

[0120] Preferably, when used in a sunscreen, the sunscreen comprises the one or more further solubilizer(s) in the range of from 0.1 to 15 wt.-%, preferably 0.5 to 10 wt.-%, further preferably 1 to 7.5 wt.-%, particularly preferably 1.5 to 5 wt.-%, based on the total weight of the sunscreen.The present invention further relates to a method for increasing the solubilizing and / or antimicrobial effect of hydroxypropyl benzoate in a sunscreen, preferably in a sunscreen according to the invention, comprising the steps

[0121] i) providing one or more sunscreen agent(s) selected from UV filters and UV absorbers, preferably as described herein,

[0122] ii) providing

[0123] hydroxypropyl benzoate, and

[0124] one or more solubilizer(s), preferably selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octa- nediol, and ethylhexylglycerin,

[0125] iii) optionally: providing

[0126] one or more emulsifier(s), preferably selected from the group consisting of anionic emulsifiers, cationic emulsifiers, and non-ionic emulsifiers, particularly preferably as described herein,

[0127] one or more lipophilic component, preferably liquid lipophilic component, selected from oils, hydrocarbons, fatty alcohols, esters, ethers, siloxanes, silanes, waxes, particularly preferably as described herein,

[0128] one or more antimicrobial agent(s), preferably selected from anisic acid, ascorbic acid and salts thereof, caprylhydroxamic acid, itaconic acid and salts thereof, sorbic acid, potassium sorbate, levulinic acid and salts thereof, citric acid and salts thereof, silver citrate, zinc citrate, phytic acid and salts thereof, pentasodium pentetate, tartaric acid, ethylenediaminetetraacetic acid and salts thereof, trisodium dicarboxymethyl alaninate, gluconic acid, sodium gluconate, malic acid and salts thereof, undecylenic acid and salts thereof, etidronic acid and salts thereof, dehydroacetic acid and salts thereof, bile acids and salts thereof, benzoic acid, sodium benzoate, salicylic acid, triethanolamine salicylate, benzyl salicylate, mandelic acid and salts thereof, butylparaben, ethylparaben, isobutylparaben, methylparaben, propylparaben, isopropylparaben, anisic acid, sodium anisate, cyclohexylglycerin, ethylhexylgly-cerin, glyceryl caprylate, hexylglycerin, sorbitan caprylate, heptylglycerin, methylheptylglycerin, glyceryl undecylenate, xylityl sesquicaprylate, glyceryl heptanoate, 2-benzylheptanol, hydroxyacetophenone (4-hydroxyacetophe- none), benzylalcohol, hydroxyethoxyphenyl butanone, hydroxyethoxyphenyl butanol, phenoxyethanol, phenethyl alcohol, o-cymen-5-ol, phenylpropanol, methylbenzylalcohol, thymol, raspberry ketone, honokiol, magnolol, 2-methyl 5-cyclohexylpentanol, farnesol, bisabolol, propanediol (1 ,3-propanediol), pentylene glycol (1 ,2-pentanediol), 1 ,2-hexanediol, 1 ,2-heptanediol, caprylyl glycol (1 ,2-octanediol), 1 ,2-nonanediol, decylene glycol (1 ,2-decanediol), 2,3- pentanediol, 2,3-hexanediol, 2,3-heptanediol, 2,3-octanediol, 2,3-nonanediol, methylpropanediol, alkyl (C12-22) trimethyl ammonium bromide and chloride, benzalkonium bromide, benzalkonium chloride, benzalkonium saccarinate, benzethoniumchloride, cetylpyridinium chloride, triethanolamine salicylate, hexamidine, hexamidine diisethionate, methylisothiazolinone, diazolidinyl urea, piroctone olamine, benzyl salicylate, TEA salicylate, propanediol caprylate (3-hydroxypropyl octanoate), propanediol undecylenate (3-hydroxypropyl undec-10-enoate), 3-hydroxypropyl anisate, propanediol caprate (3-hydrox- ypropyl decanoate), butyllactate, maltol, caprylyl glyceryl ether, chlorhexidin, chlorhexidin diacetate, chlorhexidine digluconate, chlorhexidine dihydrochloride, chlorocresol, chloroxylenol, chlorphenesin, iodopropynyl butylcarbamate, methylchloroisothiazolinone, silver chloride, triclocarban, triclosan, climbazole, Nisin, polylysine, polyarginine, capryloyl glycine, PCA ethyl cocoyl arginate, undecylenoyl glycine, carnosine, nisine, hinokitiol, tropolone, piperi- tone, maltol, and cinnamal,

[0129] and / or

[0130] water,

[0131] iv) mixing the components provided in steps i) and ii), and optionally iii) and homogenizing the mixture to obtain an emulsion formulation.

[0132] What was said herein with regard to the composition according to the invention and / or the method according to the invention and / or the use(s) according to the invention, applies accordingly to the method according to the invention, particularly the definitions and preferred features, if applicable.The components provided in step i), ii) and / or iii) may each be provided separately or as a mixture comprising two or more of the components. Further, the components may be provided as such or in a solution with a solvent, such as water or oil. For example, the or one or more of the UV filter(s) and / or UV absorbers may be dissolved in an oil or an oil phase and this solution is provided in step i). For example, the hydroxypropyl benzoate may be dissolved in water or a water phase and this solution is provided in step ii). For example, the hydroxypropyl benzoate and one or more of the solubilizer(s) may both be dissolved in water or a water phase and this solution is provided as a mixture in step ii). The same applies accordingly to the further components, if applicable.

[0133] Preferably, the or one or more of the UV filter(s) and / or UV absorbers is / are dissolved in the or one or more of the lipophilic component(s).

[0134] The antimicrobial agent(s) provided in step iii) of the method refer to antimicrobial agent(s) other than hydroxypropyl benzoate.

[0135] Preferably, the term “mixing” describes that the components to be mixed may be mixed in any sequence. Accordingly, the components may be mixed simultaneously or subsequently. Additionally, a first part of a component may be mixed with the or one or some component(s) first, and another part of the component may be mixed with the components in a later step.

[0136] Preferably, whether or not the solubilizing effect of hydroxypropyl benzoate in a sunscreen is improved, can be determined by analysing the solubility of the component in the sunscreen, which shall be solubilized by hydroxypropyl benzoate. For example, in case the sunscreen contains one or more antimicrobial agent(s) as described herein, which shall be solubilized by hydroxypropyl benzoate, it can be determined soluble the one or more antimicrobial agent(s) is / are in e.g. the aqueous phase of the sunscreen, for example by measuring the content of the one or more antimicrobial agent(s) in the aqueous phase after time (optionally applying stress conditions, such as higher temperature) or by measuring the maximum concentration of the one or more antimicrobial agent(s), which can still be dissolved in the aqueous phase.

[0137] Preferably, whether or not the antimicrobial effect of hydroxypropyl benzoate in a sunscreen is improved, can be determined by routine test methods, such as preservative efficacy testing (PET), for example according to ISO 11930 and / or by the standardized, 28-day challenge test defined by the European Pharmacopoeia (Ph. Eur.) chapter 5.1.3.The present invention further relates to a method for providing an antimicrobial effect in a sunscreen, preferably in a sunscreen according to the invention, comprising the steps

[0138] i) providing one or more sunscreen agent(s) selected from UV filters and UV absorbers, preferably as described herein,

[0139] ii) providing

[0140] hydroxypropyl benzoate, and

[0141] one or more solubilizer(s), preferably selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octa- nediol, and ethylhexylglycerin,

[0142] iii) optionally: providing

[0143] one or more emulsifier(s), preferably selected from the group consisting of anionic emulsifiers, cationic emulsifiers, and non-ionic emulsifiers, particularly preferably as described herein,

[0144] one or more lipophilic component, preferably liquid lipophilic component, selected from oils, hydrocarbons, fatty alcohols, esters, ethers, siloxanes, silanes, waxes, particularly preferably as described herein,

[0145] one or more antimicrobial agent(s), preferably selected from anisic acid, ascorbic acid and salts thereof, caprylhydroxamic acid, itaconic acid and salts thereof, sorbic acid, potassium sorbate, levulinic acid and salts thereof, citric acid and salts thereof, silver citrate, zinc citrate, phytic acid and salts thereof, pentasodium pentetate, tartaric acid, ethylenediaminetetraacetic acid and salts thereof, trisodium dicarboxymethyl alaninate, gluconic acid, sodium gluconate, malic acid and salts thereof, undecylenic acid and salts thereof, etidronic acid and salts thereof, dehydroacetic acid and salts thereof, bile acids and salts thereof, benzoic acid, sodium benzoate, salicylic acid, triethanolamine salicylate, benzyl salicylate, mandelic acid and salts thereof, butylparaben, ethylparaben, isobutylparaben, methylparaben, propylparaben, isopropylparaben, anisic acid, sodium anisate, cyclohexylglycerin, ethylhexylglycerin, glyceryl caprylate, hexylglycerin, sorbitan caprylate, heptylglycerin,methylheptylglycerin, glyceryl undecylenate, xylityl sesquicaprylate, glyceryl heptanoate, 2-benzylheptanol, hydroxyacetophenone (4-hydroxyacetophe- none), benzylalcohol, hydroxyethoxyphenyl butanone, hydroxyethoxyphenyl butanol, phenoxyethanol, phenethyl alcohol, o-cymen-5-ol, phenylpropanol, methylbenzylalcohol, thymol, raspberry ketone, honokiol, magnolol, 2-methyl 5-cyclohexylpentanol, farnesol, bisabolol, propanediol (1 ,3-propanediol), pentylene glycol (1 ,2-pentanediol), 1 ,2-hexanediol, 1 ,2-heptanediol, caprylyl glycol (1 ,2-octanediol), 1 ,2-nonanediol, decylene glycol (1 ,2-decanediol), 2,3- pentanediol, 2,3-hexanediol, 2,3-heptanediol, 2,3-octanediol, 2,3-nonanediol, methylpropanediol, alkyl (C12-22) trimethyl ammonium bromide and chloride, benzalkonium bromide, benzalkonium chloride, benzalkonium saccarinate, benzethoniumchloride, cetylpyridinium chloride, triethanolamine salicylate, hexamidine, hexamidine diisethionate, methylisothiazolinone, diazolidinyl urea, piroctone olamine, benzyl salicylate, TEA salicylate, propanediol caprylate (3-hydroxypropyl octanoate), propanediol undecylenate (3-hydroxypropyl undec-10-enoate), 3-hydroxypropyl anisate, propanediol caprate (3-hydrox- ypropyl decanoate), butyllactate, maltol, caprylyl glyceryl ether, chlorhexidin, chlorhexidin diacetate, chlorhexidine digluconate, chlorhexidine dihydrochloride, chlorocresol, chloroxylenol, chlorphenesin, iodopropynyl butylcarbamate, methylchloroisothiazolinone, silver chloride, triclocarban, triclosan, climbazole, Nisin, polylysine, polyarginine, capryloyl glycine, PCA ethyl cocoyl arginate, undecylenoyl glycine, carnosine, nisine, hinokitiol, tropolone, piperi- tone, maltol, and cinnamal,

[0146] and / or

[0147] water,

[0148] iv) mixing the components provided in steps i) and ii), and optionally iii) and homogenizing the mixture to obtain an emulsion formulation.

[0149] What was said herein with regard to the composition according to the invention and / or the method(s) according to the invention and / or the use(s) according to the invention, applies accordingly to the present method according to the invention, particularly the definitions and preferred features, if applicable.As described above, it was surprisingly found that the solubilizing and antimicrobial effect of hydroxypropyl benzoate could still be improved to provide even more advantageous product protection, since it was observed that hydroxypropyl benzoate still has a tendency to migrate to the oil phase and be less available in the aqueous phase for microbial stabil-ization, even though it is a solubilizer itself.

[0150] It was further surprisingly found that the solubilizer(s) selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol, and ethylhexylglycerin provided an increased formulation stability (the migration of hydroxypropyl benzoate into the oil phase was strongly reduced I prevented) and thus led to an in-creased antimicrobial effect of hydroxypropyl benzoate in the sunscreen. This was surprising, since excellent solubilizer and solvent 1 ,2-propylene glycol did not provide such formulation stability. This was particularly surprising, since 1 ,2-propylene glycol is widely used for such purposes.

[0151] Further aspects and advantages of the invention result from the subsequent description of preferred examples.Examples

[0152] Example 1 : Using 1 ,2-propylene glycol

[0153] Different sunscreen compositions (SPF 50+) with the formulation as described below were prepared, wherein the concentration of 1 ,2-propylene glycol and hydroxypropyl benzoate were varied as described in the table further below:

[0154] Phase Raw material EU INCI Wt.-%

[0155] A Emulsiphos F Potassium Cetyl Phosphate 1.50

[0156] Hydrogenated Palm Glycerides

[0157] Sym Effect SUN Cera Alba, Sodium Stearoyl 3.00

[0158] Lactylate

[0159] Neo Heliopan®354 Diethylamino Hydroxyben8.00

[0160] zoyl Hexyl Benzoate

[0161] Neo Heliopan®OS Ethylhexyl Salicylate 5.00

[0162] Neo Heliopan®EHT Ethylhexyl Triazone 6.00

[0163] Neo Heliopan® BMT Bis-Ethylhexyloxyphenol 6.00

[0164] Methoxyphenyl Triazine

[0165] SymMollient PDCC Propanediol Dicaprylate / Di- 10.00

[0166] caprate

[0167] Isoadipate Diisopropyl Adipate 10.00 Neutral Oil Caprylic / Capric Triglyceride 10.00 Cosphaderm X34 Xanthan Gum 0.60

[0168] B Water Water (Agua) ad 100

[0169] Sodium Gluconate Sodium Gluconate 0.10 SymSave H Hydroxyacetophenone 0.5

[0170] C 1 ,2 Propylene Glycol 1 ,2 Propylene Glycol XX

[0171]

[0172] SaveLite HB Hydroxypropyl Benzoate XX

[0173] Hydroxy pro1,2-Propylene PET acc. to PET acc. to Stability pyl Benzoate Glycol Eur. Ph. ISO 11930

[0174] 1.0 % - Not acceptable Not acceptable Not acceptable 0.8 % - Not acceptable Not acceptable Not acceptable 0.8 % 3.0 % Not acceptable Not acceptable Not acceptable 0.75 % - Not acceptable Not acceptable Not acceptable 0.75 % 3.0 % Not acceptable A Not acceptable

[0175]

[0176] 0.5 % - Not acceptable Not acceptable Not acceptable

[0177] Formulation stability was evaluated directly after preparation as well as after 1 month and 3 months storage at room temperature, 40°C and 50°C. Stability was not acceptable if there was a visible phase separation under at least one of the conditions.It was observed that under all storage / stress conditions, phase separation occurs in the sunscreen, which is not acceptable. Further, the preservative efficacy testing (PET) results according to European Pharmacopoeia were not acceptable for all tested combinations and for most tested combinations according to ISO 11930. This revealed that no sufficient preservative efficacy was provided. Only the combination of 0.75% Hydroxypropyl Benzoate with 3.0% 1 ,2-Propylene Glycol reached criteria A with ISO 11930, but was still not acceptable according to European Pharmacopoeia and showed obvious phase separation upon storage.

[0178] Accordingly, further formulations were necessary to provide an advantageous sunscreen composition.

[0179] Example 2: Using 1 ,3-propanediol

[0180] A simplified formulation (pH 6.5) suitable for sunscreen applications was prepared with the formulation as described below to investigate the improvement of preservative efficacy related to Hydroxypropyl Benzoate and other ingredients in the formulation. The concentra-tion of 1 ,3-propanediol and hydroxypropyl benzoate were varied as described in the table further below.

[0181] Again, preservative efficacy testing (PET) was performed and evaluated according to European Pharmacopoeia and ISO 11930.

[0182] Phase Material name EU INCI % w / w Material

[0183] A Dracorin CE F Glyceryl Stearate Citrate 1.00 Lanette O Cetearyl Alcohol 1.00 Cutina GMS V Glyceryl Stearate 0.50 Sweet Almond Oil Prunus Amygdalus Dulcis XX Neutral Oil Caprylic / Capric / T riglyceride XX B Keltrol CG-T Xanthan Gum 0.10 Carbopol Ultrez 10 Carbo mer 0.10

[0184] C Aqua Water ad 100 Glycerin 99,5 Glycerin, water 3.00

[0185] D Savelite HB Hydroxypropyl Benzoate 0.75

[0186] Propanediol 1 ,3 1 ,3-PROPANEDIOL XX E NaOH 10% sol. Sodium Hydroxide, Aqua q.s.

[0187] Total

[0188]

[0189] 100.00Substance A B C D

[0190] Hydroxypro0.75 wt.-% 0.75 wt.-% 0.75 wt.-% 0.75 wt.-%

[0191] pyl benzoate

[0192] 1 ,3-Propa- — 3 wt.-% — 3 wt.-%

[0193] nediol

[0194] 10 wt.-% 10 wt.-%

[0195] 10 wt.-% 10 wt.-%

[0196] Oil Sweet AlSweet AlNeutral Oil Neutral Oil

[0197] mond Oil mond Oil

[0198] Not acNot acStability Successful Successful

[0199] ceptable ceptable

[0200] PET Eur. Not acNot acPh. A A

[0201] ceptable ceptable

[0202] PET ISO B A B A

[0203]

[0204] 11930

[0205] It was found that hydroxypropyl benzoate alone was not able to stabilize the formulations sufficiently during storage and did not provide sufficient antimicrobial efficacy to success-fully pass the preservative efficacy test related to European Pharmacopoeia and ISO 11930. Only the addition of 1 ,3-propanediol resulted in successful formulation stability as well as passed with criteria A according to European Pharmacopoeia and ISO 11930.

[0206] The same effects were observed when repeating the experiment with the solubilizers 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol and ethylhexylglycerin in-stead of 1 ,3-propanediol.

[0207] Example 3: Sunscreen composition

[0208] The following sunscreen composition (SPF 50+) was prepared:

[0209] Phase Material Name EU INCI Wt.-%

[0210] A Emulsiphos® F Potassium Cetyl Phosphate 2.50

[0211] Hydrogenated Palm Glycerides

[0212] A SymSol® ProSun Ethylhexyl Acetoxystearate 20.00

[0213] Propanediol Di- caprylate / Caprate

[0214] Diethylhexyl 2,6-Naphthal-

[0215]

[0216] ateA SymEffect™ UV Hydrogenated Palm Oil 3.00

[0217] Saccharum Officinarum Extract

[0218] A SymMollientOS green Cetearyl Nonanoate 2.00

[0219] A Neo Heliopan® 357 Butyl Methoxydibenzoyl4.00

[0220] methane

[0221] A Neo Heliopan® EHT Ethylhexyl Triazone 3.00

[0222] A Neo Heliopan® BMT Bis-Ethylhexyloxyphenol 3.00

[0223] Methoxyphenyl Triazine

[0224] A Frescolat® ML Menthyl Lactate 0.30

[0225] A Frescolat® MGA Menthone Glycerin Acetal 0.28

[0226] A SymBright® 2036 Sclareolide 0.20

[0227] B Neo Heliopan® TIO Titanium Dioxide 5.80

[0228] Silica

[0229] B KELTROL® CG-V Xanthan Gum 0.20

[0230] B Keltrol® CG-SFT Xanthan Gum 0.05

[0231] C Aqua / Water Aqua 44.72

[0232] C Neo Heliopan® HyPhenylbenzimidazole Sulf1.50

[0233] dro USP onic Acid

[0234] C Sodium Hydroxide Aqua 2.30

[0235] 10% solution Sodium Hydroxide

[0236] C Glycerin Glycerin 3.00

[0237] C Hydrolite® 5 green Pentylene Glycol 1.50

[0238] C Hydrolite® 8 green Caprylyl Glycol 0.20

[0239] C Dragosine® FG Carnosine 0.20

[0240] D Lanette® E Sodium Cetearyl Sulfate 0.75

[0241] D SaveLite® HB Hydroxypropyl Benzoate 0.50

[0242] D Tocopheryl Acetate Tocopheryl Acetate 0.50

[0243] D SymRelief® green Zingiber Officinale Root Ex0.10

[0244] tract

[0245]

[0246] D Fragrance Parfum 0.40

[0247] The SPF measurements were done according to the ISO 24443:2012 "Determination of UVA photoprotection in vitro the formula”.

[0248] The formulation was found stable after 1 and 3 months storage at room temperature and 40°C. No visible phase separation took place. Additionally, to confirm the antimicrobial activity of hydroxypropyl benzoate, preservation efficacy testing was performed directly after preparation as well as after 1 and 3 months storage at room temperature and 40°C. All samples passed with criteria A according to European Pharmacopoeia and ISO 11930.

[0249] Accordingly, the effect described herein was also observed for 1 ,2-pentanediol, and 1,2-octanediol instead of 1 ,3-propanediol.Example 4: Sunscreen composition

[0250] A sunscreen formulation (cold & cold, SPF 50) was prepared with the following manufacturing instruction: In a 400ml beaker premix phase A, add B and activate the thickener by using an Ultra-Turrax® (9.000 rpm, 3min). Meanwhile prepare phase D and stir till a homogeneous phase is obtained. Add phase C to phase A / B and stir with a spatula for well distribution. Then add phase A / B / C to phase D and homogenize by using an Ultra-Turrax® (12.000 rpm, 3min). Add phase E while stirring. No heating was done in any of the steps.

[0251] The SPF measurements were done according to the ISO 24443:2012 "Determination of UVA photoprotection in vitro the formula”.

[0252] Phase Material Name EU INCI Wt.-% Wt.-% A Aqua / Water AQUA 49.30 49.30 Sodium GluSODIUM GLUCONATE 0.10 0.10 conate

[0253] Hydrolite® 5 PENTYLENE GLYCOL 1.50 1.50 green

[0254] Hydrolite® 8 CAPRYLYL GLYCOL 0.10 0.10 green

[0255] Glycerin 99.5 % GLYCERIN 2.00 2.00 AQUA

[0256] Actipone® ArtiWATER 1.00 1.00 choke Hyper GLYCERIN

[0257] GWCC CYNARA SCOLYMUS

[0258] (ARTICHOKE) BUD EXTRACT

[0259] Citric Acid 10% AQUA (WATER) 0.15 0.15 Sol. CITRIC ACID

[0260] B PemuPur™ MICROCRYSTALLINE CELLULOSE 0.80 0.80 START polymer SPHINGOMONAS FERMENT

[0261] EXTRACT CELLULOSE GUM C SymSol® PF-3 AQUA 1.50 1.50 PENTYLENE GLYCOL SODIUM LAURYL SULFOACETATE SODIUM OLEOYL SARCOSINATE SODIUM CHLORIDE SODIUM OLEATE D Dracorin® GOC GLYCERYL OLEATE CITRATE 2.50 - CAPRYLIC / CAPRIC TRIGLYCERIDE

[0262] Emulsiphos® F Potassium Cetyl Phosphate - 2.50 Hydrogenated Palm Glycerides

[0263] Isoadipate DIISOPROPYL ADIPATE 7.00 7.00 SymMollient® PROPANEDIOL 3.00 3.00 PDCC DICAPRYLATE / CAPRATE

[0264] SymMollient® S CETEARYL NONANOATE 4.00 4.00

[0265]

[0266] greenNeo Heliopan® BIS-ETHYLHEXYLOXYPHENOL 25.00 25.00 Fusion METHOXYPHENYL TRIAZINE

[0267] DIETHYLAMINO HYDROXYBENZOYL HEXYL BENZOATE ETHYLHEXYL SALICYLATE ETHYLHEXYL TRIAZONE CAPRYLYL GLYCOL ETHYLCELLULOSE

[0268] SymRelief® BISABOLOL 0.10 0.10 green ZINGIBER OFFICINALE ROOT

[0269] EXTRACT

[0270] Tocopherol AlTOCOPHEROL 0.50 0.50 pha DL

[0271] Fragrance PARFUM 0.70 0.70

[0272]

[0273] E Savelite® HB PROPANEDIOL BENZOATE 0.75 0.75

[0274] The formulation was found stable after 3 months storage at room temperature and 40°C. No visible phase separation took place. Additionally, the antimicrobial activity of hydroxypropyl benzoate was confirmed with preservation efficacy testing and passed with criteria A according to European Pharmacopoeia and ISO 11930.

[0275] Example 5: Sunscreen composition

[0276] A B

[0277] Phase Ingredients INCI

[0278] % w / w % w / w GLYCERYL OLEATE CITRATE,

[0279] Dracorin® GOC 2.50 2.50 CAPRYLIC / CAPRIC TRIGLYCERIDE

[0280] Neo Heliopan®

[0281] Butyl Methoxydibenzoylmethane 4.50 4.50 357

[0282] Neo Heliopan® Bis-Ethylhexyloxyphenol Methoxyphe5.00 5.00 BMT nyl Triazine

[0283] Neo Heliopan®

[0284] ETHYLHEXYL SALICYLATE 5.00 5.00 OS A Ethylhexyl Acetoxystearate, PropaneSymSol®

[0285] diol Dicaprylate / Caprate, Diethylhexyl 29.00 23.00 ProSun

[0286] 2,6-Naphthalate

[0287] Sodium GlucoSodium Gluconate 0.10 0.10 nate

[0288] Neo Heliopan

[0289] Diethylhexyl Butamido Triazone 7.00 7.00 310

[0290] Keltrol® CG- Xanthan Gum 0.25 0.25 SFT

[0291] Aqua / Water AQUA 34.30 36.30 Neo Heliopan® PHENYLBENZIMIDAZOLE

[0292] B 3.30 3.30 Hydro SULFONIC ACID

[0293] Biotive L-Argi- Arginine 1.50 1.50

[0294]

[0295] nineSodium Hydroxide 10% soAQUA SODIUM HYDROXIDE 1.15 1.15 lution

[0296] Glycerin 99.5 % GLYCERIN 3.00 3.00 Dragosine® FG CARNOSINE 0.20 0.20 1 ,3-Propanediol

[0297] nat Propanediol 0.00 3.00

[0298] AQUA, PENTYLENE GLYCOL,

[0299] SODIUM LAURYL SULFOACETATE,

[0300] SymSol® PF-3 SODIUM OLEOYL SARCOSINATE, 0.00 1.00 SODIUM CHLORIDE, SODIUM

[0301] OLEATE

[0302] SymVital AR Zingiber Officinale (Ginger) Root

[0303] Extr 0.20 0.20 c act

[0304] SaveLite® HB Propanediol Benzoate 1.00 1.00 D Sensocel 10 Cellulose 2.00 2.00 Sum = 100.00 100.00 pH-value (23°C,

[0305] direct) 6.5 6.5 SPF in vitro 74 instable stable Stability after 1 for 12

[0306]

[0307] week months

[0308] Premix Phase A without Neo Heliopan 310 and Keltrol® CG-SFT. Heat up to 40°-50°C and sprinkle Neo Heliopan 310 on the surface. Then heat up to 85°C and disperse the Keltrol® CG-SFT in the hot oil phase by using an Ultra-Turrax®. Add Neo Heliopan® Hydro to the water and solve by neutralization with Biotive® L-Arginine and Sodium Hydroxide to pH 6,5. Then add the remaining ingredients. Add phase B without stirring to phase A and homogenize (13000rpm / 1min per 100g, Ultra Turrax T25). Cool down while stirring to room temperature. Add SymVital® AR and Savelite HB while stirring. Add phase D one after the other to the main beaker and homogenize again for a short time. The pH value of the finished product should be approx. 6.5 and has to be checked. Homogenizing : 12,2U / min 12min, Stirring: 420U / min / 30min.

[0309] Stability Testing was performed a 5°C, room temperature (without and with light), 40°C, 50°C. While formulation A showed already instability by phase separation after 1 week, formulation B was stable for 12 months.Example 6: Sunscreen cream (cold / cold)

[0310] A B C D

[0311] Phase Trade Name INCI w / w % w / w % w / w % w / w % Water dem. Aqua 47.55 46.55 47.55 45.55 Natrium Citrate Sodium Citrate 0.1 0.1 0.1 0.1 Natrium GluSodium Gluconate 0.1 0.1 0.1 0.1 conate

[0312] Aqua, Sodium Lauryl Sulfoacetate, Pentylene Glycol,

[0313] SymSol® PF-3 Sodium Oleoyl Sarcosinate, 0.75 0.75 0.75 0.75 A Sodium Chloride, Sodium

[0314] Oleate

[0315] Glycerin 99.5% Glycerin 3 3 3 3 Hydrolite® 5

[0316] Pentylene Glycol 2 1 2 2 green

[0317] 1 ,3-Propanediol Propanediol 0 2 0 2 SymSave® H Hydroxyacetophenone 0.5 0.5 0.5 0.5 SaveLite® HB Propanediol Benzoate 0.5 0.5 0.5 0.5 B Keltrol® CG-BT Xanthan Gum 0.5 0.5 0.5 0.5

[0318] Glyceryl Oleate Citrate,

[0319] Dracorin® GOC 2.5 2.5 0 0

[0320] Caprylic / Capric Triglyceride

[0321] Potassium Cetyl Phosphate,

[0322] Emulsiphos® F Hydrogenated Palm Glyc0 0 2.5 2.5 erides

[0323] SymMollient® Propanediol Dicapry- 10 10 10 10 PDCC late / Caprate

[0324] Isoadipate Diisopropyl Adipate 2.5 7.5 5 10 Neutral Oil Caprylic / Capric Triglyceride 2.5 7.5 5 10 C SymMollient® S

[0325] Cetearyl Nonanoate 2 2 2 2 green

[0326] Tocopheryl AcTocopheryl Acetate 0.5 0.5 0.5 0.5 etate

[0327] Bis-Ethylhexyloxyphenol

[0328] Methoxyphenyl Triazine,

[0329] Diethylamino HydroxybenNeo Heliopan®

[0330] zoyl Hexyl Benzoate, Ethyl25 15 20 10 Fusion

[0331] hexyl Triazone, Ethylhexyl

[0332] Salicylate, Caprylyl Glycol,

[0333] Ethylcellulose

[0334]

[0335] Sum 100 100 100 100Example 7: Mineralfluid SPF-50

[0336] A B

[0337] Phase Material Name EU INCI w / w % w / w %

[0338] Octyldodecanol

[0339] A Easynov Octyldodecyl Xyloside 4.0 4.0 Peg-30 Dipolyhydroxystearate

[0340] A SymMollient® PDCC (102119) Propanediol Dicapry- late / Caprate 10.0 10.0 A SymMollient® S green

[0341] (103227) Cetearyl Nonanoate 10.0 10.0 A PCL-Liquid® 100 (660089) Cetearyl Ethylhexanoate 10.0 10.0 A Neutral Oil (162412) Capryl ic / Capric Triglyceride 6.5 6.5 A Isodragol® (660061) Triisononanoin 2.0 2.0 A Dispersun DSP-OL 100 Polyhydroxystearic Acid 1.0 1.0 A Tocopheryl Acetate Tocopheryl Acetate 0.5 0.5 Zinc Oxide (Nano)

[0342] B Neo Heliopan® ZnO 40

[0343] (102569) 24.1 24.1

[0344] T riethoxycaprylylsilane

[0345] Titanium Dioxide (Nano)

[0346] B Neo Heliopan® TiO (104332) 5.8 5.8 Silica

[0347] C13-15 Alkane

[0348] C Bentone®Luxe XO Polyglyceryl-3 Polyricinoleate 3.0 3.0 Disteardimonium Hectorite

[0349] D Aqua / Water Aqua 18.2 15.2 D Glycerin Glycerin 3.0 3.0 D Magnesium Sulfate Magnesium Sulfate 0.8 0.8 D Sodium Gluconate Sodium Gluconate 0.1 0.1 D 1 ,3-Propanediol Propanediol - 3.0

[0350]

[0351] D Savelite® HB (811134) Propanediol Benzoate 1.0 1.0

[0352] Preparation: Phase A: Heat up phase A to 85°C. Phase B: Add ZnO and TiO2 to phase A and homogenize (Ultra Turrax® T25110000 RPM 110min). Add Phase C and homogenize with ultraturrax. Phase D: Heat up phase C to 60°C. Add phase D slowly while stirring to phase A / B / C. with Ultra Turrax T25. Adjust pH to 6.5-7.0 if needed. Cool down to ambient temperature while stirring vane stirrer. Heat up phase C to 60°C. Add phase D slowly while stirring to phase A / B / C. Homogenize phase A / B / C (Ultra Turrax® T25 / 13000 RPM / 3min). Cool down to ambient temperature while stirring and homogenize again. (Ultra Turrax® T25 / 13000 RPM / 1.5min)Formulation A did not pass the preservation efficacy testing according to European Pharmacopoeia and only reached criteria B for ISO 11930 while formulation B passed with criteria A according to European Pharmacopoeia and ISO 11930.

[0353] Example 8: Suncare fluid

[0354] A B

[0355] Phase Material Name EU INCI w / w % w / w % A SymMollient®

[0356] PDCC (102119) Propanediol Dicaprylate / Caprate 10.0 10.0 A Cetiol® AB C12-15 Alkyl Benzoate 8.0 8.0 A Cetiol® B Dibutyl Adipate 6.0 6.0 Caprylic / Capric Triglyceride

[0357] A SymDecanox™ HA 1.0 1.0 Hydroxymethoxyphenyl Decanone

[0358] A Neo Heliopan® 357 Butyl Methoxydibenzoylmethane 5.0 5.0 A Neo Heliopan® 303 Octocrylene 10.0 10.0 A Neo Heliopan®

[0359] OS / BP Ethylhexyl Salicylate 5.0 5.0 A Neo Heliopan® EHT Ethylhexyl Triazone 3.5 3.5 A Neo Heliopan® BMT Bis-Ethylhexyloxyphenol

[0360] Methoxyphenyl Triazine 1.5 1.5 B Aqua / Water Aqua ad 100 ad 100 B Neo Heliopan® Hydro USP Phenylbenzimidazole Sulfonic Acid 3.0 3.0 B Biotive® L-Arginine Arginine 1.0 1.0 Aqua

[0361] B Sodium Hydroxide

[0362] 10% solution 2.2 2.2 Sodium Hydroxide

[0363] B Hydrolite® 5 green Pentylene Glycol - 1.5 B Hydrolite 6 green 1 ,2-Hexanediol - 1.0 B Savelite® HB Propanediol Benzoate 0.7 0.7 B Sodium Gluconate Sodium Gluconate 0.1 0.1

[0364]

[0365] B Sodium Chloride Sodium Chloride 0.8 0.8

[0366] Prepare the phase A and heat until UV filters dissolve (90°C). Let cool down at room temperature. Prepare phase B: Solve the Neo Heliopan® Hydro, L- .Arginine and the Sodium Hyroxide in water. If everything is solved add the remaining ingredients of phase B. At room temperature add phase B to phase A and stir until perfect homogenisation. If needed adjust pH to 6.5.

[0367] Formulation A did not pass the preservation efficacy testing and while formulation B passed with criteria A according to European Pharmacopoeia and ISO 11930.

Claims

Claims1. Sunscreen composition comprisinga) one or more sunscreen agent(s) selected from UV filters and UV absorbers,b) hydroxypropyl benzoate,c) one or more solubilizer(s) selected from the group consisting of 1 ,3-propane- diol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol, and ethylhexylglycerin,wherein the sunscreen composition is an emulsion.

2. Sunscreen composition according to claim 1 , wherein the, one, two, three or more or all sunscreen agent(s) a) is / are selected from the group consisting of 2-ethylhexyl salicylate, ethylhexyl triazone, Diethylhexyl Butamido Triazone, butyl methoxydibenzoylmethane, terephthalylidene dibornanesulphonic acid and salts, hexyl 2-(4-di- ethylamino-2-hydroxybenzoyl)benzoate (Diethylamino Hydroxybenzoyl Hexyl Benzoate), menthyl anthranilate, 2,2'-(1 ,4-phenylene)bis-[1H-benzimidazole-4,5-disulf- onic acid] disodium salt, methoxy propylamino cyclohexenylidene ethoxyethyl cyanoacetate, octocrylene, homosalate, octisalate, 2-ethylhexyl p-dimethylaminoben- zoate, triethanolamine salicylate, 2-ethylhexyl p-methoxycinnamate, isoamyl p- methoxycinnamate, 2-phenylbenzimidazole sulfonic acid (Phenylbenzimidazole Sulfonic Acid) and its salts, 3-(4'-methylbenzylidene)-d,l-camphor, 4,4'-[(6-[4-(1 ,1-di- methyl)aminocarbonyl)phenylamino]-1 ,3,5-triazine-2,4-diyl)diimino]bis(benzoic acid 2-ethylhexyl ester), benzylidenemalonate-polysiloxane, tris(2-ethylhexyl)4,4',4"- (1 ,3,5-triazine-2,4,6-triyltriimino)tribenzoate, bis-ethylhexyloxyphenol methoxyphenyl triazine, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts, 2-hydroxy-4-methoxybenzophenone, phenol, -(2H-benzotriazol-2-yl-4-methyl-6-(2- methyl-3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyl)oxy)disiloxanyl)propyl), 2,2'-methyl- ene-bis(6-(2H-benztriazol-2-yl)-4-1 ,1 ,3,3-tetramethylbutyl)-phenol, tris-biphenyl triazine, and 5,6,5',6'-tetraphenyl-3,3'-(1 ,4-phenylene)bis(1 ,2,4-triazine), zinc oxide (e.g. nano zinc oxide), titanium dioxide (e.g. nano titanium dioxide), bis-(diethyl- aminohydroxybenzoyl benzoyl) piperazine, benzylidene camphor sulfonic acid (and salts thereof), 3-benzylidene camphor, 4-p-aminobenzoic acid , polyacrylamido-methyl benzylidene camphor, camphor benzalkonium methosulfate, PEG-25 ethoxylated ethyl-4-aminobenzoate, cinoxate, and dioxybenzone.

3. Sunscreen composition according to claim 1 , additionally comprisingd) one or more emulsifier(s).

4. Sunscreen composition according to any of the preceding claims, additionally comprisinge) one or more lipophilic component.

5. Sunscreen composition according to any of the preceding claims, additionally comprisingf) one or more antimicrobial agent(s).

6. Method for producing a sunscreen composition according to any of claims 1 to 5, comprising the stepsA) providingone or more sunscreen agent(s) selected from UV filters and UV absorbers,hydroxypropyl benzoate, andone or more solubilizer(s),B) optionally providingone or more emulsifier(s), preferably selected from the group consisting of anionic emulsifiers, cationic emulsifiers, and non-ionic emulsifiers,one or more lipophilic component, preferably liquid lipophilic component, selected from oils, hydrocarbons, fatty alcohols, esters, ethers, siloxanes, silanes, waxes,one or more antimicrobial agent(s), preferably selected from anisic acid, ascorbic acid and salts thereof, caprylhydroxamic acid, itaconic acid and salts thereof, sorbic acid, potassium sorbate, levulinic acid and salts thereof, citric acid and salts thereof, silver citrate, zinc citrate, phytic acid and salts thereof, pentasodium pentetate, tartaric acid, ethylenediaminetetraacetic acid and salts thereof, trisodium dicarboxymethyl alaninate, gluconic acid, sodium gluconate, malic acid and salts thereof, undecylenic acid and salts thereof, etidronic acid and salts thereof, dehydroacetic acid and salts thereof, bile acids and salts thereof, benzoic acid, sodium benzoate, salicylic acid, triethanolamine salicylate, benzyl salicylate, mandelic acid and salts thereof, butylparaben, ethylparaben, isobutylparaben, methylparaben, propylparaben, isopropylparaben, anisic acid, sodium anisate, cyclohexylglycerin, ethylhexylglycerin, glyceryl caprylate, hexylglycerin, sorbitan caprylate, heptylglycerin, methylheptylglycerin, glyceryl undecylenate, xylityl ses-quicaprylate, glyceryl heptanoate, 2-benzylheptanol, hydroxyacetophenone (4-hydroxyacetophenone), benzylalcohol, hydroxyethoxyphenyl butanone, hydroxyethoxyphenyl butanol, phenoxyethanol, phenethyl alcohol, o-cymen-5-ol, phenylpropanol, methylbenzylalcohol, thymol, raspberry ketone, honokiol, magnolol, 2-methyl 5-cyclohexylpentanol, farnesol, bisabolol, propanediol (1 ,3-propanediol), pentylene glycol (1 ,2-pentanediol), 1 ,2-hexanediol, 1 ,2-heptanediol, caprylyl glycol (1 ,2-octanediol), 1 ,2-nonanediol, decylene glycol (1 ,2-decanediol), 2,3-pen-tanediol, 2,3-hexanediol, 2,3-heptanediol, 2,3-octanediol, 2,3-nonane-diol, methylpropanediol, alkyl (C12-22) trimethyl ammonium bromide and chloride, benzalkonium bromide, benzalkonium chloride, benzalkonium saccarinate, benzethoniumchloride, cetylpyridinium chloride, triethanolamine salicylate, hexamidine, hexamidine diisethionate, methyl-isothiazolinone, diazolidinyl urea, piroctone olamine, benzyl salicylate, TEA salicylate, propanediol caprylate (3-hydroxypropyl octanoate), propanediol undecylenate (3-hydroxypropyl undec-10-enoate), 3-hy-droxypropyl anisate, propanediol caprate (3-hydroxypropyl decanoate), butyllactate, maltol, caprylyl glyceryl ether, chlorhexidin, chlorhexidin diacetate, chlorhexidine digluconate, chlorhexidine dihydrochloride, chlorocresol, chloroxylenol, chlorphenesin, iodopropynyl butylcarbamate, methylchloroisothiazolinone, silver chloride, triclocarban, triclosan, climbazole, Nisin, polylysine, polyarginine, capryloyl glycine,PCA ethyl cocoyl arginate, undecylenoyl glycine, carnosine, nisine, hi- nokitiol, tropolone, piperitone, maltol, and cinnamal,and / orwater,C) mixing the components provided in step A) and optionally B), and homogenizing the mixture to obtain an emulsion formulation.

7. Use of one or more solubilizer(s) selected from the group consisting of 1 ,3-propane- diol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol and ethylhexylglycerin for increasing the solubilizing and / or antimicrobial effect of hydroxypropyl benzoate in a sunscreen, preferably in a sunscreen according to any of claims 1 to 5.

8. Use of hydroxypropyl benzoate and one or more further solubilizer(s) selected from the group consisting of 1 ,3-propanediol, 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-hepta- nediol, 1 ,2-octanediol, and ethylhexylglycerin as solubilizer and / or as antimicrobial, preferably in a sunscreen, preferably in a sunscreen according to any of claims 1 to 5.

9. Method for increasing the solubilizing and / or antimicrobial effect of hydroxypropyl benzoate in a sunscreen, preferably in a sunscreen according to any of claims 1 to 5,comprising the stepsi) providing one or more sunscreen agent(s) selected from UV filters and UV absorbers,ii) providinghydroxypropyl benzoate, andone or more solubilizer(s),iii) optionally: providingone or more emulsifier(s),one or more lipophilic component,one or more antimicrobial agent(s),and / orwater,iv) mixing the components provided in steps i) and ii), and optionally iii) and homogenizing the mixture to obtain an emulsion formulation.

10. Method for providing an antimicrobial effect in a sunscreen, preferably in a sunscreen according to any of claims 1 to 5,comprising the stepsi) providing one or more sunscreen agent(s) selected from UV filters and UV absorbers,ii) providinghydroxypropyl benzoate, andone or more solubilizer(s),iii) optionally: providingone or more emulsifier(s),one or more lipophilic component,one or more antimicrobial agent(s),and / orwater,iv) mixing the components provided in steps i) and ii), and optionally iii) and homogenizing the mixture to obtain an emulsion formulation.

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