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WO2025067721A1 - Personal care compositions comprising dicocoyl pentaerythrityl distearyl citrate - Google Patents

Personal care compositions comprising dicocoyl pentaerythrityl distearyl citrate Download PDF

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Publication number
WO2025067721A1
WO2025067721A1 PCT/EP2024/070870 EP2024070870W WO2025067721A1 WO 2025067721 A1 WO2025067721 A1 WO 2025067721A1 EP 2024070870 W EP2024070870 W EP 2024070870W WO 2025067721 A1 WO2025067721 A1 WO 2025067721A1
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Prior art keywords
composition
sunscreen
bemt
eht
dhhb
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PCT/EP2024/070870
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French (fr)
Inventor
Stanislaw KRUS
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BASF SE
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BASF SE
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966Triazines or their condensed derivatives

Definitions

  • compositions comprising dicocoyl pentaerythrityl distearyl citrate
  • the present invention relates to a sunscreen or daily care composition, comprising: (i) dicocoyl pentaerythrityl distearyl citrate; and (ii) at least one organic UV filter.
  • the present invention furthermore relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) and water resistance of a sunscreen or daily care composition comprising at least one organic UV filter as well as the corresponding methods of use.
  • SPDF sun protection factor
  • UV radiation causes harmful effects on the human skin. Beside the acute effect of sunburn of the skin, UV radiation is also known to increase the risk of skin cancer. Furthermore, long time exposure to UVA and UVB light can cause phototoxic and photo allergenic reactions on the skin and can accelerate skin aging.
  • UV filters also referred to as UV absorbers
  • UVA filter UVA filter
  • UVB filter broadband filters
  • All these UV filters can be organic or inorganic, particulate or soluble compounds and are widely used in sunscreen but also daily care compositions with UV protection.
  • the present invention meets this need in providing a type of personal care compositions that combines high SPF values with very good water resistance.
  • the present invention is based on the inventors’ surprising finding that by including a specific wax in a personal care composition, namely dicocoyl pentaerythrityl distearyl citrate, important properties of the formulation, in particular SPF and water resistance are beneficially affected, i.e. increased.
  • a specific wax namely dicocoyl pentaerythrityl distearyl citrate
  • dicocoyl pentaerythrityl distearyl citrate significantly improves the SPF of the organic UV filter it has been combined with although itself not having any sun protecting effect.
  • the prevention is thus directed to a sunscreen or daily care composition, comprising:
  • At least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis- benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphen
  • dicocoyl pentaerythrityl distearyl citrate is comprised in the composition in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 2.0 to 5.0 wt.-%, based on the total weight of the composition.
  • the composition comprises the at least one UV filter in an amount of 1 .5 to 40 wt.-% or 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition.
  • the at least one organic UV filter is selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-
  • the composition comprises at least one UVA filter, preferably selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
  • DPDT disodium phenyl dibenzimidazole tetrasulfonate
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • BDBM butyl methoxydibenzoylmethane
  • TDSA terephthalylidene dicamphor sulfonic acid
  • MCE methoxypropyla
  • the composition may comprise at least one UVB filter, preferably selected from the group consisting of ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), polysilicone-15 (PS-15), and combinations thereof.
  • EHT ethylhexyl triazone
  • DBT diethylhexyl butamido triazone
  • PBSA phenylbenzimidazole sulfonic acid
  • PS-15 polysilicone-15
  • EHT ethylhexyl triazone
  • DBT diethylhexyl butamido triazone
  • PBSA phenylbenzimidazole sulfonic acid
  • the composition comprises at least one broadband UV filter, preferably selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), phenylene bis-diphenyltriazine (PBDT), and combinations thereof.
  • BBT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • MBT methylene bis-benzotriazolyl tetramethylbutylphenol
  • PBDT phenylene bis-diphenyltriazine
  • the composition comprises at least one organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bis- diphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benzene and combinations thereof.
  • organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bis- diphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benz
  • the composition further comprises at least one inorganic UV filter, preferably selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof.
  • the composition comprises at least one UV filter selected from bis- ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris- biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA) and any combination of two or more thereof.
  • BEMT bis- ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxy benzoyl hexyl benzoate
  • EHT ethylhexyl triazone
  • the composition comprises bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) and any one or more of diethylamino hydroxybenzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), and terephthalylidene dicamphor sulfonic acid (TDSA).
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • EHT diethylamino hydroxybenzoyl hexyl benzoate
  • the composition comprises diethylamino hydroxybenzoyl hexyl benzoate (DHHB) and any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), and terephthalylidene dicamphor sulfonic acid (TDSA).
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • EHT ethylhexyl triazone
  • MBT methylene bis-benz
  • the composition comprises ethylhexyl triazone (EHT) and any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), and terephthalylidene dicamphor sulfonic acid (TDSA).
  • EHT ethylhexyl triazone
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxy benzoyl hexyl benzoate
  • MBT methylene bis-benz
  • the composition comprises butyl methoxydibenzoylmethane (BMDBM) and any one or more of diethylamino hydroxy benzoyl hexyl benzoate (DHHB), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), and terephthalylidene dicamphor sulfonic acid (TDSA).
  • BDBM diethylamino hydroxy benzoyl hexyl benzoate
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • EHT ethylhexyl triazone
  • MBT methylene bis-benz
  • the composition comprises ethylhexyl triazone (EHT), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), and diethylamino hydroxy benzoyl hexyl benzoate (DHHB) and optionally one of TBPT, PDSA and TDSA.
  • EHT ethylhexyl triazone
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxy benzoyl hexyl benzoate
  • the composition comprises at least one broadband UV filter, preferably BEMT, preferably in an amount of from 0.5 to 10.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
  • BEMT broadband UV filter
  • the composition is free of at least one or more of fluorinated organic compounds and parabenes.
  • the composition is free of microplastic and compounds from which such microplastic is generated.
  • the term generally includes acrylate-, polyamide- and vinylpyrrolidone-based compounds, including, but not limited to triacontanyl PVP, VP/hexadecane copolymers, VP/eicosene copolymers, acrylate copolymers, sodium polyacrylate, acrylate/Cio-30 alkylacrylate crosspolymers, hydroxyethyl acrylate/sodium acryloyldimethyl taurate copolymer, and acrylate/octylacrylamide copolymers.
  • the composition does not comprise ethylhexyl methoxycinnamate (EHMC). In various embodiments, the composition does not comprise benzophenone-3 (BP-3). In various embodiments, the composition does not comprise benzophenone-4 (BP-4). In various embodiments, the composition does not comprise any one or more of ethylhexyl methoxycinnamate (EHMC), benzophenone-3 (BP-3) and benzophenone-4 (BP-4).
  • EHMC ethylhexyl methoxycinnamate
  • BP-3 benzophenone-3
  • BP-4 benzophenone-4
  • the composition further comprises at least one additive, preferably selected from the group consisting of emulsifiers, emollients, viscosity regulators (thickeners), stabilizers, sensory enhancers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, adjuvants, preservatives, vitamins, fragrances, and combinations thereof.
  • at least one additive preferably selected from the group consisting of emulsifiers, emollients, viscosity regulators (thickeners), stabilizers, sensory enhancers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, adjuvants, preservatives, vitamins, fragrances, and combinations thereof.
  • the present invention is directed to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor and/or the water resistance of a sunscreen or daily care composition comprising at least one UV filter.
  • the SPF is increased relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate by at least 10 %, at least 20%, preferably at least by 30%.
  • the water resistance is increased relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate, optionally comprising hydrogenated coco-glycerides, hydrogenated castor oil or lauryl laurate instead, by at least 20%, preferably at least by 50%.
  • the present invention also features method for improving the SPF and/or water resistance of a personal care composition comprising at least one UV filter by including dicocoyl pentaerythrityl distearyl citrate in such composition.
  • the terms “about” and “approximately” denote an interval of accuracy that a person skilled in the art will understand to still ensure the technical effect of the feature in question.
  • the term typically indicates a deviation from the indicated numerical value of ⁇ 20%, preferably ⁇ 15%, more preferably ⁇ 10%, and even more preferably ⁇ 5%.
  • the term “free of’ in the context that the composition of the present invention is free of a specific compound or group of compounds, which may be combined under a collective term, means that the composition does not comprise said compound or group of compounds in an amount of more than 0.2 wt.-%, based on the total weight of the composition. Furthermore, it is preferred that the composition according to the present invention does not comprise said compounds or group of compounds in an amount of more than 0.1 wt.-%, preferably the composition does not comprise said compounds or group of compounds at all. The same definition is applied for the term “does not comprise”.
  • the term “free of” or “does not comprise”, in case the composition does not comprise a compound X and a compound Y means that the compositions must be free of both compounds X and Y. In other words, the composition may not contain any compound selected from X and Y.
  • compositions and the weight percent of the therein comprised ingredients it is to be understood that according to the present invention the overall amount of ingredients does not exceed 100% ( ⁇ 1 % due to rounding).
  • the respective value comprises the range that arises from normal rounding. For example, a value of 10 thus comprises the range of from 9.5 to 10.4. The same applies if digits are given with respect to the next digit. For example, a value of 0.5 thus covers the range of from 0.45 to 0.54.
  • sunscreen composition refers to any topical product, which absorb and further may reflect certain parts of UV radiation.
  • sunscreen composition is to be understood as not only including sunscreen compositions, but also any cosmetic compositions that provide UV protection.
  • topical product refers to a product that is applied to the skin and can refer, e.g., to sprays, lotions, creams, oils, or gels, sticks, foams.
  • the sunscreen composition may comprise one or more active agents, e.g., organic, or inorganic UV filters, as well as other ingredients or additives, e.g., emulsifiers, emollients, viscosity regulators, stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, preservatives, moisturizers, anti-aging actives, vitamins, or fragrances.
  • active agents e.g., organic, or inorganic UV filters
  • other ingredients or additives e.g., emulsifiers, emollients, viscosity regulators, stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, preservatives, moisturizers, anti-aging actives, vitamins, or fragrances.
  • a sunscreen composition of the present invention may be formulated as a water-in oil or an oil-in-water dispersion, or an oil or oil-alcohol mixture, or a vesicular dispersion of an ionic or nonionic amphiphilic lipid, or a gel, or a solid stick, or an aerosol formulation.
  • the term “daily care composition” refers to any topical product, which absorbs and which may further reflect and scatter certain parts of UV radiation and is used as an everyday care product for the human body, e.g., for face or body.
  • the daily care composition may comprise one or more active agents, e.g., organic and/or inorganic UV filters, as well as other ingredients or additives, e.g., emulsifiers, emollients, viscosity regulators, stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, preservatives, moisturizers, anti-aging actives, vitamins, or fragrances.
  • active agents e.g., organic and/or inorganic UV filters
  • other ingredients or additives e.g., emulsifiers, emollients, viscosity regulators, stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, preserv
  • Suitable daily care composition are according to the present invention, e.g., leave-on face and body care products.
  • Suitable leave-on products for face and body are, e.g., decorative preparations and skin care preparations.
  • Suitable decorative preparations are, e.g., lipsticks, nail varnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders, depilatory agents, and suntan lotions.
  • Suitable skin care preparations are, e.g., moisturizing, refining, and lifting preparations.
  • the cited daily care compositions can be in the form of creams, ointments, pastes, foams, gels, lotions, powders, makeups, sprays, sticks or aerosols.
  • distearyl citrate is the INCI name of mixed esters of C12-18 fatty acids, citric acid, pentaerythritol and stearyl alcohol having the CAS No. 130328-22-2. Said compound is, for example, commercially available from BASF SE under the tradename Cutina® Shine.
  • UV-filter refers to organic or inorganic compounds, which can absorb or reflect UV radiation caused by sunlight. UV-filter can be classified based on their UV absorbance protection curve as UVA, UVB or broadband filters. Preferably, the term “UV filter” comprises or consists of any UV filter as defined in the Annex VI (version of 11 November 2022) of the Regulation (EC) No 1223/2009 of the European Parliament and of the Council.
  • broadband protection also referred to as broad-spectrum or broad protection
  • UVB and UVA protection must be provided.
  • a critical wavelength of at least 370 nm is required for achieving broad spectrum protection.
  • SPDF sun protection factor
  • critical wavelength is defined as the wavelength at which the area under the UV absorbance spectrum (% absorbance protection versus wavelength) represents 90 % of the total area under the absorbance spectrum in the UV region (290-400 nm).
  • a critical wavelength of 370 nm indicates that the protection of the sunscreen composition is not limited to the wavelengths of UVB, i.e. wavelengths from 290-320 nm, but extends to 370 nm in such a way that 90 % of the total area under the absorbance spectrum in the UV region are reached at 370 nm.
  • SPF sunscreen protection factor
  • Water resistance relates to the property of a sunscreen product to remain on a surface after contact with water.
  • Water resistance may be determined in vitro by spectroscopic measurements and can be based on the “solution method” in Sohn et al., Int J Cosmet Sci, “In vitro water resistance testing using SPF simulation based on spectroscopic analysis of rinsed sunscreens", 2018; DOI:10.1111/ics.12455. The steps of sunscreen application and water immersion plus rinsing and spectroscopic measurements may be the same as described in Sohn et al.
  • the sunscreen to be studied is applied on substrate plates made of ethylene methacrylate acid copolymer (described in Sohn et al., Skin Pharmacol Physiol, “Development of a Synthetic Substrate for the in vitro Performance Testing of Sunscreens”, 2017, 30:159-170) at an amount of 2 mg/cm 2 .
  • Two sunscreen-covered plates are then immersed in a water bath and two are kept at ambient temperature in the dark. After immersion, each of the four plates (two subjected and two not subjected to water immersion) is rinsed with a solvent mixture composed of THF/Ethanol/Neutrol® TE (ex BASF SE) (50:48:2) to recover the UV filters remaining on the plates.
  • the solvent/formulation solution is diluted (1 :40 dilution) and filled into a 1 cm quartz cuvette for UV spectroscopic measurements from 290 to 400nm in 5nm step using a Lambda 20 device.
  • the result is obtained as transmittance data, converted into absorbance values, from which the area under the curve is calculated.
  • the area under the curve is then used for the calculation of the percentage of the water resistance (%WR). If not indicated otherwise, the water resistance referred to herein has been determined according to described method.
  • Water soluble UV filters have a solubility in water of at least 2.0 wt.-%, preferably at least 3.0 wt.-%, more preferably at least 5.0 wt.-%.
  • Oil soluble UV filters have a solubility in common cosmetic oils, such as Ci2-Ci5-alkyl benzoate, dibutyl adipate, diisopropyl sebacate, phenethyl benzoate, or dicaprylyl carbonate of at least 2.0 wt.-%, preferably at least 5.0 wt.-%, more preferably at least 7.0 wt.-%.
  • insoluble UV filter refers to UV filters that are not soluble in water and cosmetic oils at 25 °. These are also referred to herein as “particulate UV filters”.
  • the present invention provides a sunscreen or daily care composition, comprising:
  • Organic UV filters include triazine derivatives, triazole derivatives, benzotriazole derivatives, benzophenone derivatives, dibenzoylmethane derivatives, camphor derivatives, cinnamates, salicylates, benzimidazole sulfonic acid derivatives, silicone derivatives, para-amino benzoic acid (PABA) derivatives, and combinations thereof.
  • PABA para-amino benzoic acid
  • organic UV filters include, but are not limited to, ethylhexyl triazone (EHT), dimethyl para-aminobenzoate (ED PABA), PEG-25 PABA, ethylhexyl salicylate (EHS), iso-amyl methoxy cinnamate (IMC), phenyl benzimidazole sulfonic acid (PBSA), 4-methyl benzylidene camphor (4-MBC), butyl methoxy dibenzoylmethane (BMDBM), terephthalidine dicamphor sulfonic acid (TDSA), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), menthyl anthranilate (MA), diethylhexyl butamido triazone (DBT),
  • the at least one organic UV filter is selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-
  • the at least one organic UV filter may comprise an UVA filter.
  • Suitable UVA filters may be selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate, DHHB), butyl methoxydibenzoylmethane (BMDBM, also known as avobenzone; 1-(4-(1 ,1-dimethylethyl)phenyl)-3-(4- methoxyphenyl)propane-1 ,3-dione), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
  • DPDT disodium phen
  • the at least one organic UV filter may comprise an UVB filter.
  • Suitable UVB filters may be selected from the group consisting of ethylhexyl triazone (EHT; 4,4',4"-(1 ,3,5-triazine-2,4,6-triyltriimino)tris-benzoic acid-tris(2-ethylhexyl)ester), diethylhexyl butamido triazone (DBT; 4,4'-[[6-[[4-[[(1 , 1 - dimethylethyl)amino]carbonyl]phenyl]amino]-1 ,3,5-triazin-2,4-diyl]diimino]bis-benzoic acid-bis(2- ethylhexyl)ester), phenylbenzimidazole sulfonic acid (PBSA), benzylidene malonate polysiloxane (BMP; polysilicone-15;
  • the at least one organic UV filter may comprise a broadband UV filter.
  • Suitable broadband UV filters may be selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS; 2-(2H-benzotriazol-2-yl)-6-[(2-ethylhexyloxy)methyl]-4-methylphenol, 2- (2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1 ,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-1- disiloxanyl]propyl]phenol), Methylene Bis-benzotriazolyl tetramethylbutylphenol (MBBT; 2,2'- methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)phenol]), phenylene bis- diphenyltri
  • the at least one organic UV filter may comprise an organic particulate UV filter, including the UVA, UVB and broadband UV filters described above in particulate form.
  • Suitable organic particulate UV filters i.e., insoluble, solid organic UV filters
  • MBT methylene bis- benzotriazolyl tetramethylbutylphenol
  • TBPT tris-biphenyl triazine
  • BDBP bis- (diethylaminohydroxybenzoyl benzoyl) piperazine
  • BDBP diethylaminohydroxybenzoyl benzoyl
  • BDBP diethylaminohydroxybenzoyl benzoyl
  • the particulate UV filters have a particle size DN50 determined by light scattering of less than 2000 nm, preferably less than 1000 nm, more preferably less than 500 nm, wherein DN50 refers to the particle size value, where half of the population lies below this value, and half of the population lies above this value, i.e., the median value of the particle size volume distribution.
  • compositions of the invention may additionally comprise inorganic UV filters.
  • Suitable inorganic UV filters include, without limitation, titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof.
  • the inorganic UV filters may be applied as a nano material.
  • the term “nano material” follows the definition of the European Commission recommendation (201 1/696/EU, 2022/C229/01). Accordingly, in a nano material 50 % of particles, based on a number-based size distribution, are smaller than 100 nm, including constituent particles present in aggregates or agglomerates.
  • the inorganic UV filters may be applied as a non-nano material.
  • the inorganic UV filters may be coated or uncoated. If present, titanium dioxide is preferably coated, as uncoated titanium dioxide is photocatalytic and should be avoided in sunscreens. Coatings suitable in the context of inorganic UV filters may be organic and/or inorganic and are, for instance, disclosed in WO 2023/036749 A1.
  • the at least one organic UV filter is selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-
  • the at least one organic UV filter comprises at least one, preferably at least 2 or at least 3, of BEMT, EHT, BMDBM, DHHB, TBPT, PBSA and TDSA.
  • the composition comprises at least BEMT.
  • the composition comprises at least DHHB.
  • the composition comprises at least BMDBM. It was found that dicocoyl pentaerythrityl distearyl citrate is particularly effective in increasing the SPF of compositions that comprise BEMT and/or BMDBM.
  • the composition comprises at least one UVA filter, preferably selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
  • DPDT disodium phenyl dibenzimidazole tetrasulfonate
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • BDBM butyl methoxydibenzoylmethane
  • TDSA terephthalylidene dicamphor sulfonic acid
  • MCE methoxypropyla
  • the composition may comprise at least one UVB filter, preferably selected from the group consisting of ethylhexyl triazoneb (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), polysilicone-15 (PS-15), and combinations thereof.
  • EHT ethylhexyl triazoneb
  • DBT diethylhexyl butamido triazone
  • PBSA phenylbenzimidazole sulfonic acid
  • PS-15 polysilicone-15
  • the composition comprises at least one broadband UV filter, preferably selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), phenylene bis-diphenyltriazine (PBDT), and combinations thereof.
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DTS drometrizole trisiloxane
  • MBT methylene bis-benzotriazolyl tetramethylbutylphenol
  • PBDT phenylene bis-diphenyltriazine
  • the composition comprises at least one organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bis- diphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benzene and combinations thereof.
  • organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bis- diphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benz
  • the composition further comprises at least one inorganic UV filter, preferably selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof.
  • the composition comprises at least one UV filter selected from bis- ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris- biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA) and any combination of two or more thereof.
  • BEMT bis- ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxy benzoyl hexyl benzoate
  • EHT ethylhexyl triazone
  • MBT methylene bis-benzotriazolyl tetramethylbutylphenol
  • TBPT tris- biphenyl triazine
  • the composition comprises at least one UVA filter, such as DHHB or BMDBM, and at least one UVB filter, such as EHT or PBSA.
  • at least one UVA filter such as DHHB or BMDBM
  • at least one UVB filter such as EHT or PBSA.
  • the composition comprises at least one broadband UV filter, such as BEMT, and at least one UVA filter, such as DHHB or BMDBM.
  • BEMT broadband UV filter
  • UVA filter such as DHHB or BMDBM
  • the composition comprises at least one broadband UV filter, such as BEMT, and at least one UVB filter, such as EHT or PBSA.
  • BEMT broadband UV filter
  • UVB filter such as EHT or PBSA
  • the composition comprises at least one broadband UV filter, such as BEMT, and at least one UVA filter, such as DHHB or BMDBM, and at least one UVB filter, such as EHT or PBSA.
  • the composition comprises at least one particulate UV filter, such as MBBT or TBPT, and at least one UVA filter, UVB filter and/or broadband UV filter, such as any one or more of DHHB, BMDBM, EHT, PBSA, and BEMT.
  • the composition comprises at least one broadband UV filter, preferably BEMT.
  • BEMT may, in all embodiments disclosed herein, be provided either as an oil soluble UV filter or encapsulated or dissolved in a polyacrylate matrix to be dispersible in water. In the latter case, it is for example available under the tradenames Tinosorb® S Aqua or Tinosorb® S Lite Aqua.
  • the composition comprises (1) bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) and (2) any one or more of diethylamino hydroxybenzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), and phenylbenzimidazole sulfonic acid (PBSA).
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • EHT ethylhexyl triazone
  • MBT methylene bis-benzotriazolyl tetramethylbutylphenol
  • TBPT tris-biphenyl triazine
  • PBSA phenyl
  • composition may comprise
  • composition may comprise one or more additional UV filter, such as ethylhexyl salicylate or BMDBM, for example BMDBM.
  • additional UV filter such as ethylhexyl salicylate or BMDBM, for example BMDBM.
  • the composition may thus comprise:
  • the composition comprises (1) diethylamino hydroxy benzoyl hexyl benzoate (DHHB) and (2) any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA).
  • DHHB diethylamino hydroxy benzoyl hexyl benzoate
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • EHT ethylhexyl triazone
  • MBT methylene bis-benzotriazolyl tetramethylbutylphenol
  • composition may comprise
  • composition may comprise one or more additional UV filter, such as ethylhexyl salicylate or BMDBM, for example BMDBM.
  • additional UV filter such as ethylhexyl salicylate or BMDBM, for example BMDBM.
  • composition may comprise (1) DHHB and BMDBM;
  • the composition comprises (1) ethylhexyl triazone (EHT) and (2) any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA).
  • EHT ethylhexyl triazone
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxy benzoyl hexyl benzoate
  • MBT methylene bis-benzotriazolyl tetramethylbutylphenol
  • composition may comprise
  • composition may comprise
  • the composition comprises ethylhexyl triazone (EHT), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), and diethylamino hydroxybenzoyl hexyl benzoate (DHHB).
  • EHT ethylhexyl triazone
  • BEMT bis-ethylhexyloxyphenol methoxyphenyl triazine
  • DHHB diethylamino hydroxybenzoyl hexyl benzoate
  • the composition comprises BEMT, EHT, DHHB, and TBPT.
  • the composition comprises BEMT, EHT, DHHB, PBSA and TBPT.
  • the composition comprises BEMT, DHHB, EHT and PBSA.
  • the composition comprises BEMT, EHT, DHHB and TDSA.
  • compositions may comprise no other organic UV filter, or even no other UV filter substance besides those explicitly listed. This may mean that the at least one organic UV filter consists of the above-listed combinations.
  • BEMT is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 1 .0 to 6.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
  • EHT is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 4.0 wt.-%, more preferably 1 .5 to 3.0 wt.-%, based on the total weight of the composition.
  • PBSA is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 4.0 wt.-%, more preferably 1 .5 to 3.0 wt.-%, based on the total weight of the composition.
  • TDSA is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 4.0 wt.-%, more preferably 1 .5 to 3.0 wt.-%, based on the total weight of the composition.
  • DHHB is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 2.0 to 8.0 wt.-%, more preferably 4.0 to 7.0 wt.-%, based on the total weight of the composition.
  • TBPT is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 1 .0 to 5.0 wt.-%, more preferably 2.0 to 4.0 wt.-%, based on the total weight of the composition.
  • BMDBM is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 5.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
  • MBBT is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 1 .0 to 5.0 wt.-%, more preferably 1.5 to 4.0 wt.-%, based on the total weight of the composition.
  • the composition comprises ethylhexyl salicylate
  • it is comprised in an amount of 0.5 to 5.0 wt.-%, preferably 1.0 to 5.0 wt.-%, more preferably 2.0 to 5.0 wt.-% based on the total weight of the composition.
  • the composition comprises the at least one organic UV filter in an amount of 1 .5 to 40 wt.-%, 2.0 to 40 wt.-%, 2.5 to 40 wt.-%, 3.0 to 40 wt.-%, 3.5 to 40 wt.-% or 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition.
  • the sunscreen or daily care composition comprises a total of 4, 5, 6, 7, 8, 9, 10, 1 1 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24, 25, 26, 27, 28, 29, 30, 31 , 32, 33, 34, 35, 36, 37, 38, 39, or 40 wt.-% of UV filters based on the total weight of the composition.
  • the lower limit may be 1 .5, 2.0, 2.5, 3.0, 3.5, 4.0, 4.5, 5.0, 5.5, or 6.0 wt.-%.
  • the upper limit may be 40.0, 35.0, 30.0 29.0. 28.0. 27.0.26.0.
  • the weight ratio of the at least one broadband UV filter to at least one UVB filter, at least one UVA filter or at least one particulate UV filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
  • the weight ratio of the at least one UVA filter to at least one UVB filter or at least one particulate UV filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
  • the weight ratio of the at least one UVB filter to at least one particulate UV filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
  • the weight ratio of the at least one particulate UV filter to at least one UVB filter or at least one UVA filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
  • dicocoyl pentaerythrityl distearyl citrate is comprised in the composition in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition.
  • the lower limit of the amount comprised in the composition may be 0.2, 0.3. 0.4, 0.5, 0.6, 0.7, 0.8, 0.9 or 1 .0 wt.-%.
  • Typical amounts are, for example, about 1 .5, 2.0, 2.5, 3.0, 3.5 or 4.0 wt.-%.
  • the weight ratio between the total amount of organic UV filters and dicocoyl pentaerythrityl distearyl citrate is typically 1 :1 or more, such as 2:1 to 20:1 , typically in the range of 3:1 to 15:1 , such as 4:1 to 12:1 .
  • the composition comprises the at least one organic UV filter in an amount of 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition, and the dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1 .0 to 6.0 wt.-%, more preferably about 1 .5 to 5.0 wt.-%, based on the total weight of the composition.
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and BEMT in an amount of 0.5 to 10.0 wt.-%, preferably 1.0 to 6.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to BEMT may, in various embodiments, be in the range of 0.4:1 to 1 .2:1 , preferably 0.5:1 to 1 :1 .
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and DHHB in an amount of from 0.5 to 10.0 wt.-%, preferably 2.0 to 8.0 wt.-%, more preferably 4.0 to 7.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to DHHB may, in various embodiments, be in the range of 0.2:1 to 1 :1 , preferably 0.3:1 to 0.8:1 .
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and EHT in an amount of from 0.5 to 5.0 wt.-%, preferably 1.0 to 4.0 wt.-%, more preferably 1.5 to 3.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to EHT may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1.
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and PBSA in an amount of from 0.5 to 5.0 wt.-%, preferably 1.0 to 4.0 wt.-%, more preferably 1.5 to 3.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to PBSA may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1 .
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and TBPT in an amount of from 0.5 to 10.0 wt.-%, preferably 1.0 to 5.0 wt.-%, more preferably 2.0 to 4.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to TBPT may, in various embodiments, be in the range of 0.2:1 to 1 :1 , preferably 0.4:1 to 1 :1.
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and TDSA in an amount of from 0.5 to 5.0 wt.-%, preferably 1.0 to 4.0 wt.-%, more preferably 1.5 to 3.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to TDSA may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1.
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and BMDBM in an amount of from 0.5 to 5.0 wt.- %, preferably 1.0 to 5.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to BMDBM may, in various embodiments, be in the range of 0.2:1 to 1 :1 , preferably 0.4:1 to 1 :1.
  • the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and MBBT in an amount of from 0.5 to 10.0 wt.-%, preferably 1.0 to 5.0 wt.-%, more preferably 1.5 to 4.0 wt.-%, based on the total weight of the composition.
  • the weight ratio of dicocoyl pentaerythrityl distearyl citrate to MBBT may, in various embodiments, be in the range of 0.5:1 to 1 .5:1
  • compositions may further be combined such that the compositions contain dicocoyl pentaerythrityl distearyl citrate in the given amounts and two or more of the above-listed UV filters in the given amounts for each of them.
  • the composition is free of octocrylene.
  • the composition is free of benzophenone-3.
  • the composition is free of ethylhexyl methoxycinnamate (EHMC), also referred to as octyl methoxycinnamate. It has been found that the SPF-enhancing effect is least pronounced for EHMC relative to the other organic UV filters tested.
  • EHMC ethylhexyl methoxycinnamate
  • the composition is free of EHMC and benzophenone-3 and optionally also of octocrylene.
  • the composition is free of at least one or more of fluorinated organic compounds, parabenes, and organic UV filter compounds selected from the group of homomethyl salicylate, ethylhexyl methoxycinnamate, benzophenone-3, and octocrylene.
  • the sunscreen or daily care composition is free of fluorinated organic compounds.
  • the sunscreen or daily care composition is free of parabens.
  • the sunscreen or daily care composition is free of homomethyl salicylate.
  • the sunscreen or daily care composition is free of ethylhexyl meth oxycinna mate.
  • the sunscreen or daily care composition is free of octocrylene.
  • the sunscreen or daily care composition is free of benzophenone-3. In various embodiments, the sunscreen or daily care composition is free of homomethyl salicylate, ethylhexyl methoxycinnamate, octocrylene, and benzophenone-3. In various embodiments, the sunscreen or daily care composition is free of fluorinated organic compounds, parabenes, and organic UV filter compounds selected from the group of homomethyl salicylate, ethylhexyl methoxycinnamate, octocrylene, and benzophenone-3.
  • the sunscreen or daily care composition provides a SPF of more than 15, preferably of more than 30. In another preferred embodiment of the present invention, the sunscreen or daily care composition provides a SPF of more than 50, preferably of more than 60. In another preferred embodiment of the present invention, the sunscreen or daily care composition provides a SPF of more than 90, preferably of more than 100.
  • the SPF may be determined according to any method known in the art.
  • the sunscreen or daily care composition may comprise at least one additive other than dicocoyl pentaerythrityl distearyl citrate.
  • the at least one further additive is selected from the group consisting of emulsifiers, emollients, viscosity regulators (thickeners), stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, sensory enhancers, adjuvants, preservatives, moisturizers, anti-aging actives, vitamins, fragrances, and combinations thereof. All such additives commonly used in personal care compositions are well known and may be selected by those skilled in the art based on their routine knowledge.
  • the compositions of the invention comprise at least one emulsifier.
  • the at least one emulsifier may be selected from those disclosed herein below.
  • the amount of the at least one emulsifier is in the range of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 7 wt.-%.
  • the compositions of the invention comprise at least one emollient.
  • the at least one emollient may be selected from those disclosed herein below.
  • the amount of the at least one emollient is in the range of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%.
  • compositions of the invention comprise at least one emulsifier and at least one emollient, preferably in the amounts disclosed above.
  • Preferred O/W emulsifiers include, without limitation, glucose derivatives such as cetearyl glucoside, arachidyl glucoside, lauryl glucoside, polyglyceryl- 3 methylglucose distearate, methyl glucose sesquistearate; sucrose derivative such as sucrose polystearate, sucrose palmitate; sorbitol derivatives such as polysorbate derivatives; inulin derivatives such as inulin lauryl carbamate; glycerides of fatty acids such as glyceryl stearate, glyceryl stearate SE, glyceryl stearate citrate, glyceryl oleate; glutamic acid derivatives such as sodium stearoyl glutamate; sulfosuccinic acid derivatives such as disodium cetearyl sulfosuccinate; phosphoric acid derivatives such as potassium cetyl phosphate, ceteh-10 phosphate, C20-22 al
  • the O/W emulsifier may be selected from any one or more of disodium cetearyl sulfosuccinate, sodium stearyl glutamate, potassium cetyl phosphate, polyglyceryl-10 stearate, polyglyceryl-10 oleate, cetearyl glucoside, lauryl glucoside, sucrose palmitate, glyceryl stearate SE, and glyceryl stearate citrate.
  • the total amount of said at least one emulsifier in the composition may be in the range of from 0.5 to 25 wt.-% relative to the total weight of the composition, for example 0.8 to 20 wt.-%.
  • Preferred emulsifiers to form a W/O emulsion include, without limitation, glycerides of fatty acids such glyceryl oleate, sorbitan laurate sorbitan esters such as sorbitan oleate fatty acid esters of polyglyceryl such as polyglyceryl-3-diisostearate, polyglyceryl-2- dipolyhydroxystearate, polyglyceryl-4 isostearate oxyalkenylated fatty alcohol such steareth-2 oxyalkenylated fatty acid such as PEG-30 dipolyhydroxystearate organomodified silicone I polysiloxane I polyalkyl I polyether copolymers and derivatives such as cetyl dimethicone copolyol, cetyl PEG/PPG-10/1 Dimethicone, PEG-10 dimethicone
  • Suitable emollients include, without limitation, esters of linear or branched fatty acids with linear or branched fatty alcohols such as propylheptyl caprylate, coco caprylate, isopropyl myristate, ethylhexyl palmitate, lauryl lactate; esters of aromatic carboxylic acids with linear or branched fatty alcohols such as C12-C15-alkyl benzoate, ethylhexyl benzoate, phenethyl benzoate; dicarboxylic acid esters with linear or branched alcohols such as dibutyl adipate, dicaprylyl carbonate, diisopropyl sebacate; esters of hydroxycarboxylic acids with linear or branched fatty alcohols; esters of linear or branched fatty acids with polyhydric alcohol such as butylene glycol dicaprylate/dicaprate; mono-, di-, triglycerides based on C6-C18
  • the emollient may be selected of any one or more of propylheptyl caprylate, coco caprylate, isopropyl myristate, ethylhexyl palmitate, dibutyl adipate, dicaprylyl carbonate, lauryl lactate, propylene glycol dicaprylate I dicaprate, diisopropyl sebacate, dicaprylyl ether, and octyldodecanol.
  • the total amount of the at least one emollient may be in the range of from 0.5 to 40 wt.- % relative to the total weight of the composition, for example 3.0 to 30 wt.-%.
  • Preferred lipophilic thickeners include, without limitation, fatty alcohols such as cetyl alcohol, cetearyl alcohol, stearyl alcohol; behenyl alcohol fatty acids such as stearic acid; palmitic acid fatty acid esters such as myristyl stearate, pentaerythrityl distearate, cetyl palmitate; Tribehenin, dextrin palmitate waxes such as beeswax, carnauba wax, microcrystalline wax, ceresin, ozocerite; Oryza Sativa bran Wax, sunflower wax hydrogenated vegetable oil, hydrogenated castor oil, hydrogenated vegetable glycerides, hydrogenated castor oil/sebacic acid copolymer silica based derivatives such as silica, silica dimethyl silylate
  • polyacrylates or homopolymers of reticulated acrylic acids or polyacrylamides such as carbomers, acrylate copolymers, acrylate I C10-C30-alkyl acrylate crosspolymer, acrylate I beheneth-25 methacrylate copolymer.
  • the thickener may be selected from any one or more of cetyl alcohol, behenyl alcohol, cetyl palmitate, carnauba wax, and pentaerythrityl distearate.
  • Hydrophilic stabilizers/ thickeners include, without limitation, natural gums such as xanthan gum, tara gum, carrageenan silicate derivatives such as magnesium aluminum silicates; cellulose derivatives such as hydroxypropyl cellulose, microcrystalline cellulose starch derivatives such as hydroxypropyl starch phosphate
  • polyacrylates or homopolymers of reticulated acrylic acids or polyacrylamides such as carbomers, acrylate copolymers, acrylate I C10-C30-alkyl acrylate crosspolymer, acrylate I beheneth-25 methacrylate copolymer.
  • UV protection scattering compounds include, without limitation: microcrystalline cellulose; calcium carbonate; hydroxyapatite; silica hollow spheres, such as styrene/acrylates copolymer.
  • UV protection booster compounds UV boosters. These include, without limitation: benzotriazolyl dodecyl p cresol, ethylhexyl methoxycrylene, polyester-8, diethylhexyl syringylidenemalonate, trimethoxybenzylidene pentanedione, diethylhexyl 2,6-naphthalate,
  • Further components may belong to the class of film formers and film forming enhancers.
  • Such compounds include, without limitation, hydrogenated dimer dilinoleyl/dimethylcarbonate copolymer; diisostearoyl polyglyceryl-3 dimer dilinoleate; polyglyceryl-3 stearate/sebacate crosspolymer; cellulose derivatives, such as methylcellulose and ethylcellulose; capryloyl glycerin/sebacic acid copolymer.
  • Suitable sensory enhancers include, without limitation, polyamide derivatives such as nylon-12, polymethyl methacrylates, silica, mica, polymethylsilsesquioxane, starch derivatives such as aluminum starch octenylsuccinate, dimethicone derivatives, boron nitride,
  • Suitable humectants include, without limitation, glycerin; butylene glycol; propylene glycol; beta-glucan;
  • Suitable adjuvants include, without limitation, ethanol, dyes, pigments such as iron oxides, tocopherol derivatives; retinol derivatives; ascorbic acid derivatives; bisabolol; allantoin; panthenol; chelating agents (EDTA, EDDS, EGTA, phytic acid, piroctone olamine); ethylhexyl glycerin; hydroxyacetophenone; caprylhydroxymic acid; propellants such as propane, butane, isobutene, dimethyl ether; insect repellants such as butylacetylaminopropionate.
  • ethanol dyes, pigments such as iron oxides, tocopherol derivatives; retinol derivatives; ascorbic acid derivatives; bisabolol; allantoin; panthenol; chelating agents (EDTA, EDDS, EGTA, phytic acid, piroctone olamine); ethylhexyl
  • Preferred preservatives include the compounds listed in Annex V of the Regulation 1223/2009/EC on cosmetic products, in particular, without limitation, benzyl alcohol; benzoic acid; zingerone.
  • Suitable fragrances are selected from the group of fragrance compounds including, but not limited to, limonene, citral, linalool, alpha-isomethylionon, geraniol, citronellol, 2-isobutyl-4-hydroxy-4- methyltetrahydropyrane, 2-tert.-pentylcyclohexylacetate, 3-methyl-5-phenyl-1 -pentanol, 7-acetyl- 1 ,1 ,3,4,4, 6-hexamethyltetraline, adipine acid diester, alpha-amylcinnamaldehyde, alpha-methylionon, amyl C butylphenylmehtylpropionalcinnamal, amylsalicylate, amylcinnamylalcohol, anis alcohol, benzoin, benzylalcohol, benzylbenzoate, benzylcinnamate, benzylsalicylate, berg
  • the final formulations listed may exist in a wide variety of presentation forms, for example: in the form of liquid (spray or lotion) or cream preparations as a water-in-oil (W/O), oil-in-water (O/W), oil-in-water- in-oil (O/W/O), water-in-oil-in-water (W/O/W) or phase inversion temperature (PIT) emulsion and all kinds of microemulsions, in the form of a gel, in the form of an oil, in the form of a powder, a lacquer, a tablet or make-up, in the form of a stick, in the form of a spray (spray with propellant gas or pump-action spray) or an aerosol, -in the form of a foam, or in the form of a paste.
  • a spray spray with propellant gas or pump-action spray
  • aerosol -in the form of a foam, or in the form of a paste.
  • the sunscreen or daily care composition of the present invention comprises water.
  • water is present in the sunscreen or daily care composition, it is preferably present in an amount of more than 5 wt.-%, based on the total weight of the composition.
  • Typical amounts of water in the formulations range from 10 to 80 wt.-% of water relative to the total weight of the composition, such as 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-%.
  • an optional cosmetically acceptable carrier when formulated as a W/O or an O/W dispersion, preferably comprises 5.0 to 50.0 % of an oil phase, 1.0 to 10.0 % of an emulsifier and 30.0 to 90.0 % of water, each by weight based on the total weight of the carrier.
  • the oil phase may comprise any lipophilic compounds conventionally used in cosmetic formulations, e.g., one or more of a hydrocarbon oil, a wax, a natural oil, a silicone oil, fatty acid, a fatty acid ester or a fatty alcohol.
  • Preferred mono- or polyols are ethanol, isopropanol, propylene glycol, hexylene glycol, glycerin, and sorbitol.
  • the emulsifier also may comprise any emulsifier conventionally used in cosmetic formulations, for example those described above.
  • the sunscreen or daily care composition of the present invention comprises:
  • dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition
  • At least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltri
  • emulsifier optionally at least one emulsifier, preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%;
  • emollient optionally at least one emollient, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%;
  • (v) water preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
  • the sunscreen or daily care composition of the present invention comprises:
  • dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition
  • At least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltri
  • At least one emulsifier preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%, and/or at least one emollient, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%; and
  • water preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
  • the sunscreen or daily care composition of the present invention comprises:
  • dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition
  • At least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltri
  • At least one emulsifier preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%
  • at least one emollient preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%
  • at least one emulsifier preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%
  • (v) water preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
  • the sunscreen or daily care composition of the present invention comprises:
  • dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition
  • At least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltri
  • At least one emulsifier selected from any one or more of sodium stearyl glutamate, potassium cetyl phosphate, polyglyceryl-10 stearate, polyglyceryl-10 oleate disodium cetearyl sulfosuccinate, cetearyl glucoside, , lauryl glucoside, sucrose palmitate, glyceryl stearate SE, glyceryl stearate citrate,, preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%;
  • At least one emollient selected of any one or more of propylheptyl caprylate, coco caprylate, isopropyl myristate, ethylhexyl palmitate, dibutyl adipate, dicaprylyl carbonate, diisopropyl sebacate, lauryl lactate, propylene glycol dicaprylate I dicaprate, dicaprylyl ether, and octyldodecanol, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%; and water, preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
  • a sunscreen and I or day care composition of the present invention may be formulated as a water-in oil or an oil-in-water emulsion, an oil or oil-alcohol composition, a gel, a lipophilic monophase, or an aerosol formulation. They may be for example in form of creams, lotions, gels, wax/fat compositions, solid lipophilic stick preparations, lipophilic monophase (liquid or gel-like), powders, or ointments
  • the sunscreen and I or day care composition of the invention may generally comprise additives, which are known to perform a useful function in a sunscreen and I or day care composition.
  • additives examples include, e.g., emollients, skin moisturizers such as glycerin, skin tanning accelerators, antioxidants, emulsion stabilizers and thickening agents such as natural gums, fatty alcohols, esters of fatty acids, film formers, vitamins, preservatives, fragrances, and colorants.
  • Daily care compositions comprise facial and body preparations, make-up facial care, e.g. foundations, in the form of creams, liquids or powder creams, face powder (loose or pressed), eye-care preparations, e.g. eyeshadow preparations, mascara, eyeliner, eye creams or eye-fix creams; lip-care preparations, e.g. lipsticks, lip gloss, lip contour pencils,; foot-care preparations, e.g. foot baths, foot powders, foot creams or foot balsams, special deodorants and antiperspirants or callus-removing preparations; pretanning preparations or after-sun preparations; skin-tanning preparations, e.g. self-tanning creams; depigmenting preparations, e.g. preparations for bleaching the skin or skin-lightening preparations; insect-repellents, e.g. insect-repellent oils, lotions, sprays or sticks.
  • eye-care preparations e.g. eyeshadow preparations
  • sunscreen or daily care compositions are in particularly suitable for protection of the skin from UV radiation.
  • the present invention further relates to the sunscreen or daily care composition, as defined herein, for use in protecting the human skin from UV radiation.
  • the present invention further relates to a method of protecting the human skin from UV radiation by topical administration of the sunscreen or daily care composition, as defined herein.
  • the present invention also relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) and/or the water resistance of a sunscreen or daily care composition comprising at least one UV filter.
  • SPDF sun protection factor
  • it relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) of a sunscreen or daily care composition comprising at least one organic UV filter.
  • Said “increase” may be relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate and may be by at least 10%, preferably at least 20%, more preferably at least 30%.
  • Said increase in SPF may, in preferred embodiments, refer to the increase in SPF relative to another composition without dicocoyl pentaerythrityl distearyl citrate or relative to a composition that comprises another wax instead, such as hydrogenated coco-glycerides, hydrogenated castor oil or lauryl laurate.
  • said increase in water resistance may also be relative to the same composition that comprises hydrogenated coco-glycerides, hydrogenated castor oil or lauryl laurate instead of dicocoyl pentaerythrityl distearyl citrate.
  • said increase may be by at least 10%, at least 20%, at least 30%, at least 40%, preferably at least by 50%, more preferably by at least 60% or at least 70%.
  • the present invention also relates to a method for increasing the water resistance or sun protection factor, in particular the SPF, of a personal care composition comprising at least one organic UV filter, such as those defined above, by incorporating dicocoyl pentaerythrityl distearyl citrate into said composition.
  • the in vitro water resistance was determined from spectroscopic measurements and is based on the “solution method” in Sohn et al., Int J Cosmet Sci, “In vitro water resistance testing using SPF simulation based on spectroscopic analysis of rinsed sunscreens", 2018; DOI:10.11 11/ics.12455.
  • the steps of sunscreens application and water immersion plus rinsing and spectroscopic measurements are the same as described in Sohn et al.
  • the sunscreen to be studied was applied on substrate plates made of ethylene methacrylate acid copolymer having the dimension of 5 cm x 5 cm (described in Sohn et al., Skin Pharmacol Physiol, “Development of a Synthetic Substrate for the in vitro Performance Testing of Sunscreens” , 2017,30:159-170; DOI: 10.1159/000464471). These conditions are understood to be the current most adequate approach for determining the in vitro water resistance of formulations.
  • the sunscreen-covered plates were attached using a system of strips from Tesa Hook & Loop tape at a defined height on the edges of a 1000-mL beaker (diameter of 10 cm).
  • the beaker was filled with 500 mL of distilled water with controlled temperature of 30°C ⁇ 2°C.
  • the water was stirred with a speed of 300 rpm for 20 min using a three-bladed propeller stirrer in an equidistant position from the attached plates. Afterwards, the plates were removed from the emptied beaker and were allowed to dry at ambient temperature for 30 min before continuation. Spectroscopic measurements and determination of the water resistance value
  • each of the four plates (two subjected and two not subjected to water immersion) was put in a separate beaker and washed using 20 mL of a solvent mixture composed of THF/ethanol/Neutrol® TE (ex BASF SE) (50:48:2).
  • a solvent mixture composed of THF/ethanol/Neutrol® TE (ex BASF SE) (50:48:2).
  • the solvent/formulation solution was diluted (1 :40 dilution) and filled into a 1-cm quartz cuvette for UV spectroscopic measurements from 290 to 400 nm in 5 nm step using a Lambda 20 device.
  • the water resistance retention was deduced from UV transmittance measurement of the respective sunscreen solution resulting from the washing of the substrate plate with and without water immersion.
  • the transmittance data are then converted into absorbance data according to equation 2:
  • A(A) -logT(A) Eq(2) wherein A(A) us the absorbance and T(A) the transmittance at wavelength A.
  • the area under the curve (AUC) for the two plates subjected (AUC wet ) and not subjected to water immersion (A UC static ) was calculated from the absorbance data, and used for the calculation of the percentage of the water resistance (%WR).
  • the %WR is calculated from the ratio between the average wet and average static as described in the equation 3 below:
  • AUC s tatic wherein AUC wet is the average of the area under the absorbance curve for the two plates subjected to water immersion and AUC dry is the average of the area under the absorbance curve for the two plates no subjected to water immersion (dry).
  • SPF in vitro determination was based on the assessment of UV-transmittance through a thin film of sunscreen sample spread on roughened PMMA plates (SB6 PMMA-plates from Helioscreen, Creil, France).
  • the sunscreen formulation to be tested was applied on the PMMA plate with an amount of 1 .2mg/cm 2 .
  • the formulation was distributed manually as equally as possible on the plate.
  • the plates applied with formulation are then stored 30 minutes at room temperature (22°C) and in a dark place prior the measurement.
  • the SPF in vivo was measured according to the norm ISO24444:2019 which uses the erythemal response of the skin to ultraviolet.
  • the SPF in vivo is the ratio calculated from the energies required to induce a minimum erythemal response with and without tested sunscreen product applied to the skin of human test subjects.
  • the water resistance in vivo was evaluated by measuring the SPF in vivo (ISO24444:2019) before and after water immersion according to the norms 15016217:2020 and ISO18861 :2020
  • the composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Cool down to room temperature under stirring, add phase C.
  • inventive formulation lnv.1 has a significantly increased water resistance compared to the same composition without the inventive waxy compound (Comp. 1.1) or those with other known waxy compounds (Comp. 1 .2 and Comp. 1 .3)
  • composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed. Cool down to room temperature under stirring, add phase D. All four formulations were tested for their water resistance and SPF in vitro. The results obtained are shown in Table 2.2 below:
  • the composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, cool down to room temperature under stirring, add phase D.
  • the composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, cool down to room temperature under stirring.
  • the composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C, cool down to room temperature under stirring.
  • the composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, Cool down to room temperature under stirring.
  • the active amount of TDSA in Uvinul® TS Hydro is 33%.
  • the composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, Cool down to room temperature under stirring.
  • compositions were prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device and cool down to room temperature under stirring.

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Abstract

The present invention relates to a sunscreen or daily care composition, comprising: (i) dicocoyl pentaerythrityl distearyl citrate; and (ii) at least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof. The present invention furthermore relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) and water resistance of a sunscreen or daily care composition comprising at least one organic UV filter as well as the corresponding methods of use.

Description

Personal care compositions comprising dicocoyl pentaerythrityl distearyl citrate
Field of the invention
The present invention relates to a sunscreen or daily care composition, comprising: (i) dicocoyl pentaerythrityl distearyl citrate; and (ii) at least one organic UV filter. The present invention furthermore relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) and water resistance of a sunscreen or daily care composition comprising at least one organic UV filter as well as the corresponding methods of use.
Background of the invention
UV radiation causes harmful effects on the human skin. Beside the acute effect of sunburn of the skin, UV radiation is also known to increase the risk of skin cancer. Furthermore, long time exposure to UVA and UVB light can cause phototoxic and photo allergenic reactions on the skin and can accelerate skin aging.
To protect the human skin from UV radiation, various sun protecting UV filters (also referred to as UV absorbers) exist, including UVA filter, UVB filter and broadband filters, the latter being UV filters absorbing in a wavelength range that covers both UVA and UVB. All these UV filters can be organic or inorganic, particulate or soluble compounds and are widely used in sunscreen but also daily care compositions with UV protection.
However, while a plethora of different UV filters are known and have been used in the past, in recent years many of these filters became heavily discussed due to toxicological or environmental reasons. The development of sunscreens without these UV filters while retaining high sun protection factors as well as other desirable properties, such as water resistance, is challenging. In many cases, extensive reformulation is necessary and there are ongoing efforts to develop new sunscreen formulations that on the one hand meet regulations but on the other hand provide the same properties consumers are used to and expect.
There is thus need for novel personal care compositions that provide for excellent SPF as well as good water resistance without requiring any of the organic UV filter substances that are currently facing toxicological or environmental concerns.
The present invention meets this need in providing a type of personal care compositions that combines high SPF values with very good water resistance.
Summary of the invention
The present invention is based on the inventors’ surprising finding that by including a specific wax in a personal care composition, namely dicocoyl pentaerythrityl distearyl citrate, important properties of the formulation, in particular SPF and water resistance are beneficially affected, i.e. increased. Particularly surprising was that dicocoyl pentaerythrityl distearyl citrate significantly improves the SPF of the organic UV filter it has been combined with although itself not having any sun protecting effect.
In a first aspect, the prevention is thus directed to a sunscreen or daily care composition, comprising:
(i) dicocoyl pentaerythrityl distearyl citrate; and
(ii) at least one organic UV filter, selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis- benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
In various embodiments, dicocoyl pentaerythrityl distearyl citrate is comprised in the composition in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 2.0 to 5.0 wt.-%, based on the total weight of the composition.
In various embodiments, the composition comprises the at least one UV filter in an amount of 1 .5 to 40 wt.-% or 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition.
In various embodiments, the at least one organic UV filter is selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
In various embodiments, the composition comprises at least one UVA filter, preferably selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof. Particularly preferred are: diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), and combinations thereof. In various embodiments, the composition may comprise at least one UVB filter, preferably selected from the group consisting of ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), polysilicone-15 (PS-15), and combinations thereof. More preferably, it is selected from the group consisting of ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), and combinations thereof.
In various embodiments, the composition comprises at least one broadband UV filter, preferably selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), phenylene bis-diphenyltriazine (PBDT), and combinations thereof. Particularly preferred are: bis- ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), phenylene bis-diphenyltriazine (PBDT), and combinations thereof.
In various embodiments, the composition comprises at least one organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bis- diphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benzene and combinations thereof. Particularly preferred are MBBT, TBPT, and combinations thereof.
In some embodiments, the composition further comprises at least one inorganic UV filter, preferably selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof.
In some embodiments, the composition comprises at least one UV filter selected from bis- ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris- biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA) and any combination of two or more thereof.
In some embodiments, the composition comprises bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) and any one or more of diethylamino hydroxybenzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), and terephthalylidene dicamphor sulfonic acid (TDSA).
In some embodiments, the composition comprises diethylamino hydroxybenzoyl hexyl benzoate (DHHB) and any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), and terephthalylidene dicamphor sulfonic acid (TDSA).
In some embodiments, the composition comprises ethylhexyl triazone (EHT) and any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), and terephthalylidene dicamphor sulfonic acid (TDSA).
In some embodiments, the composition comprises butyl methoxydibenzoylmethane (BMDBM) and any one or more of diethylamino hydroxy benzoyl hexyl benzoate (DHHB), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), and terephthalylidene dicamphor sulfonic acid (TDSA).
In some embodiments, the composition comprises ethylhexyl triazone (EHT), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), and diethylamino hydroxy benzoyl hexyl benzoate (DHHB) and optionally one of TBPT, PDSA and TDSA.
In various embodiments, the composition comprises at least one broadband UV filter, preferably BEMT, preferably in an amount of from 0.5 to 10.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
In various embodiments, the composition is free of at least one or more of fluorinated organic compounds and parabenes.
In various embodiments, the composition is free of microplastic and compounds from which such microplastic is generated. The term generally includes acrylate-, polyamide- and vinylpyrrolidone-based compounds, including, but not limited to triacontanyl PVP, VP/hexadecane copolymers, VP/eicosene copolymers, acrylate copolymers, sodium polyacrylate, acrylate/Cio-30 alkylacrylate crosspolymers, hydroxyethyl acrylate/sodium acryloyldimethyl taurate copolymer, and acrylate/octylacrylamide copolymers.
In various embodiments, the composition does not comprise ethylhexyl methoxycinnamate (EHMC). In various embodiments, the composition does not comprise benzophenone-3 (BP-3). In various embodiments, the composition does not comprise benzophenone-4 (BP-4). In various embodiments, the composition does not comprise any one or more of ethylhexyl methoxycinnamate (EHMC), benzophenone-3 (BP-3) and benzophenone-4 (BP-4). In various embodiments, the composition further comprises at least one additive, preferably selected from the group consisting of emulsifiers, emollients, viscosity regulators (thickeners), stabilizers, sensory enhancers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, adjuvants, preservatives, vitamins, fragrances, and combinations thereof.
In another aspect, the present invention is directed to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor and/or the water resistance of a sunscreen or daily care composition comprising at least one UV filter.
In various embodiments of such use, the SPF is increased relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate by at least 10 %, at least 20%, preferably at least by 30%.
In various embodiments of such use, the water resistance is increased relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate, optionally comprising hydrogenated coco-glycerides, hydrogenated castor oil or lauryl laurate instead, by at least 20%, preferably at least by 50%.
In still another aspect, the present invention also features method for improving the SPF and/or water resistance of a personal care composition comprising at least one UV filter by including dicocoyl pentaerythrityl distearyl citrate in such composition.
Detailed description
Before describing preferred embodiments of the present invention in detail, definitions important for understanding the present invention are given.
As used in this specification and in the appended claims, the singular forms of "a" and "an" also include the respective plurals unless the context clearly dictates otherwise.
In the context of the present invention, the terms "about" and "approximately" denote an interval of accuracy that a person skilled in the art will understand to still ensure the technical effect of the feature in question. The term typically indicates a deviation from the indicated numerical value of ±20%, preferably ±15%, more preferably ±10%, and even more preferably ±5%.
It is to be understood that the term "comprising" is not limiting. Forthe purposes of the present invention, the term "consisting of is considered to be a preferred embodiment of the term "comprising of. If hereinafter a group is defined to comprise at least a certain number of embodiments, this is meant to also encompass a group, which preferably consists of these embodiments only.
Furthermore, the terms "first", "second", "third" or"(i)", "(ii)", "(iii)", "(iv)" etc. and the like in the description and in the claims, are used for distinguishing between similar elements and not necessarily for describing a sequential or chronological order. It is to be understood that the terms so used are interchangeable under appropriate circumstances and that the embodiments of the invention described herein are capable of operation in other sequences than described or illustrated herein.
As used herein the term “free of’ in the context that the composition of the present invention is free of a specific compound or group of compounds, which may be combined under a collective term, means that the composition does not comprise said compound or group of compounds in an amount of more than 0.2 wt.-%, based on the total weight of the composition. Furthermore, it is preferred that the composition according to the present invention does not comprise said compounds or group of compounds in an amount of more than 0.1 wt.-%, preferably the composition does not comprise said compounds or group of compounds at all. The same definition is applied for the term “does not comprise”. Furthermore, it is to be understood that the term “free of” or “does not comprise”, in case the composition does not comprise a compound X and a compound Y means that the compositions must be free of both compounds X and Y. In other words, the composition may not contain any compound selected from X and Y.
When referring to compositions and the weight percent of the therein comprised ingredients it is to be understood that according to the present invention the overall amount of ingredients does not exceed 100% (± 1 % due to rounding). If numerical values are given without any digits, the respective value comprises the range that arises from normal rounding. For example, a value of 10 thus comprises the range of from 9.5 to 10.4. The same applies if digits are given with respect to the next digit. For example, a value of 0.5 thus covers the range of from 0.45 to 0.54.
It is to be understood that this invention is not limited to the particular methodology, protocols, reagents etc. described herein as these may vary. It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to limit the scope of the present invention that will be limited only by the appended claims. Unless defined otherwise, all technical and scientific terms used herein have the same meanings as commonly understood by one of ordinary skill in the art.
The term “sunscreen composition” refers to any topical product, which absorb and further may reflect certain parts of UV radiation. Thus, the term “sunscreen composition” is to be understood as not only including sunscreen compositions, but also any cosmetic compositions that provide UV protection. The term “topical product” refers to a product that is applied to the skin and can refer, e.g., to sprays, lotions, creams, oils, or gels, sticks, foams. The sunscreen composition may comprise one or more active agents, e.g., organic, or inorganic UV filters, as well as other ingredients or additives, e.g., emulsifiers, emollients, viscosity regulators, stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, preservatives, moisturizers, anti-aging actives, vitamins, or fragrances. A sunscreen composition of the present invention may be formulated as a water-in oil or an oil-in-water dispersion, or an oil or oil-alcohol mixture, or a vesicular dispersion of an ionic or nonionic amphiphilic lipid, or a gel, or a solid stick, or an aerosol formulation.
The term “daily care composition” refers to any topical product, which absorbs and which may further reflect and scatter certain parts of UV radiation and is used as an everyday care product for the human body, e.g., for face or body. The daily care composition may comprise one or more active agents, e.g., organic and/or inorganic UV filters, as well as other ingredients or additives, e.g., emulsifiers, emollients, viscosity regulators, stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, preservatives, moisturizers, anti-aging actives, vitamins, or fragrances.
Suitable daily care composition are according to the present invention, e.g., leave-on face and body care products.
Suitable leave-on products for face and body are, e.g., decorative preparations and skin care preparations.
Suitable decorative preparations are, e.g., lipsticks, nail varnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders, depilatory agents, and suntan lotions.
Suitable skin care preparations are, e.g., moisturizing, refining, and lifting preparations. The cited daily care compositions can be in the form of creams, ointments, pastes, foams, gels, lotions, powders, makeups, sprays, sticks or aerosols.
The term “dicocoyl pentaerythrityl distearyl citrate”, as used herein, is the INCI name of mixed esters of C12-18 fatty acids, citric acid, pentaerythritol and stearyl alcohol having the CAS No. 130328-22-2. Said compound is, for example, commercially available from BASF SE under the tradename Cutina® Shine.
The term “UV-filter” as used herein refers to organic or inorganic compounds, which can absorb or reflect UV radiation caused by sunlight. UV-filter can be classified based on their UV absorbance protection curve as UVA, UVB or broadband filters. Preferably, the term “UV filter” comprises or consists of any UV filter as defined in the Annex VI (version of 11 November 2022) of the Regulation (EC) No 1223/2009 of the European Parliament and of the Council.
The definition of “broadband” protection (also referred to as broad-spectrum or broad protection) is based, for example, on the “critical wavelength”. For broadband coverage, UVB and UVA protection must be provided. According to the US and European requirements, a critical wavelength of at least 370 nm is required for achieving broad spectrum protection. Furthermore, it is recommended in Europe by the European Commission that all sunscreens should have an UVA protection factor, which is at least one third of the sun protection factor (SPF), e.g. if the sunscreen composition has an SPF of 30 the UVA protection factor has to be at least 10.
The term “critical wavelength” is defined as the wavelength at which the area under the UV absorbance spectrum (% absorbance protection versus wavelength) represents 90 % of the total area under the absorbance spectrum in the UV region (290-400 nm). For example, a critical wavelength of 370 nm indicates that the protection of the sunscreen composition is not limited to the wavelengths of UVB, i.e. wavelengths from 290-320 nm, but extends to 370 nm in such a way that 90 % of the total area under the absorbance spectrum in the UV region are reached at 370 nm.
The term “sun protection factor (SPF)” as used herein indicates how well the skin is protected by a sunscreen composition against erythema occurrence which is mainly caused by UVB radiation. In particular, the factor indicates how much longer the protected skin may be exposed to the sun without getting a sunburn in comparison to unprotected skin. For example, if a sunscreen composition with an SPF of 15 is evenly applied in an amount of 2mg/cm2 to the skin of a person usually getting a sunburn after 10 minutes in the sun, the sunscreen allows the person to stay in the sun 15 times longer. In other words, SPF 15 means that 1/15 of the burning UV radiation will reach the skin, assuming sunscreen is applied evenly at a dosage of 2 milligrams per square centimeter (mg/cm2).
“Water resistance”, as used herein, relates to the property of a sunscreen product to remain on a surface after contact with water. “Water resistance” may be determined in vitro by spectroscopic measurements and can be based on the “solution method” in Sohn et al., Int J Cosmet Sci, “In vitro water resistance testing using SPF simulation based on spectroscopic analysis of rinsed sunscreens", 2018; DOI:10.1111/ics.12455. The steps of sunscreen application and water immersion plus rinsing and spectroscopic measurements may be the same as described in Sohn et al. The sunscreen to be studied is applied on substrate plates made of ethylene methacrylate acid copolymer (described in Sohn et al., Skin Pharmacol Physiol, “Development of a Synthetic Substrate for the in vitro Performance Testing of Sunscreens”, 2017, 30:159-170) at an amount of 2 mg/cm2. Two sunscreen-covered plates are then immersed in a water bath and two are kept at ambient temperature in the dark. After immersion, each of the four plates (two subjected and two not subjected to water immersion) is rinsed with a solvent mixture composed of THF/Ethanol/Neutrol® TE (ex BASF SE) (50:48:2) to recover the UV filters remaining on the plates. The solvent/formulation solution is diluted (1 :40 dilution) and filled into a 1 cm quartz cuvette for UV spectroscopic measurements from 290 to 400nm in 5nm step using a Lambda 20 device. The result is obtained as transmittance data, converted into absorbance values, from which the area under the curve is calculated. The area under the curve is then used for the calculation of the percentage of the water resistance (%WR). If not indicated otherwise, the water resistance referred to herein has been determined according to described method.
“Water soluble UV filters” have a solubility in water of at least 2.0 wt.-%, preferably at least 3.0 wt.-%, more preferably at least 5.0 wt.-%. “Oil soluble UV filters” have a solubility in common cosmetic oils, such as Ci2-Ci5-alkyl benzoate, dibutyl adipate, diisopropyl sebacate, phenethyl benzoate, or dicaprylyl carbonate of at least 2.0 wt.-%, preferably at least 5.0 wt.-%, more preferably at least 7.0 wt.-%.
The term “insoluble UV filter” refers to UV filters that are not soluble in water and cosmetic oils at 25 °. These are also referred to herein as “particulate UV filters”.
It has surprisingly been found by the inventors of the present invention that the addition of a specific waxy compound, namely dicocoyl pentaerythrityl distearyl citrate, enhances the sun protection factor and water resistance of a UV filter-containing personal care composition not only relative to an identical composition without this wax, but also relative to compositions that comprise other waxy compounds, such as coco-glycerides, hydrogenated castor oil or lauryl laurate.
Accordingly, in a first aspect, the present invention provides a sunscreen or daily care composition, comprising:
(i) dicocoyl pentaerythrityl distearyl citrate; and
(ii) at least one organic UV filter.
Organic UV filters include triazine derivatives, triazole derivatives, benzotriazole derivatives, benzophenone derivatives, dibenzoylmethane derivatives, camphor derivatives, cinnamates, salicylates, benzimidazole sulfonic acid derivatives, silicone derivatives, para-amino benzoic acid (PABA) derivatives, and combinations thereof.
General examples of organic UV filters include, but are not limited to, ethylhexyl triazone (EHT), dimethyl para-aminobenzoate (ED PABA), PEG-25 PABA, ethylhexyl salicylate (EHS), iso-amyl methoxy cinnamate (IMC), phenyl benzimidazole sulfonic acid (PBSA), 4-methyl benzylidene camphor (4-MBC), butyl methoxy dibenzoylmethane (BMDBM), terephthalidine dicamphor sulfonic acid (TDSA), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), menthyl anthranilate (MA), diethylhexyl butamido triazone (DBT), benzylidene malonate polysiloxane (BMP; polysilicone-15; PS-15), disodium phenyl dibenzimidazole tetrasulfonate (DPDT), homomethyl salicylate (HMS), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), tris biphenyl triazine (TBPT), 3,3’-(1 ,4-phenylene)bis(5,6-diphenyl-1 ,2,4- triazine) (PBDT), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), bis- (diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), and combinations thereof.
In various embodiments, the at least one organic UV filter is selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
The at least one organic UV filter may comprise an UVA filter. Suitable UVA filters may be selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate, DHHB), butyl methoxydibenzoylmethane (BMDBM, also known as avobenzone; 1-(4-(1 ,1-dimethylethyl)phenyl)-3-(4- methoxyphenyl)propane-1 ,3-dione), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
The at least one organic UV filter may comprise an UVB filter. Suitable UVB filters may be selected from the group consisting of ethylhexyl triazone (EHT; 4,4',4"-(1 ,3,5-triazine-2,4,6-triyltriimino)tris-benzoic acid-tris(2-ethylhexyl)ester), diethylhexyl butamido triazone (DBT; 4,4'-[[6-[[4-[[(1 , 1 - dimethylethyl)amino]carbonyl]phenyl]amino]-1 ,3,5-triazin-2,4-diyl]diimino]bis-benzoic acid-bis(2- ethylhexyl)ester), phenylbenzimidazole sulfonic acid (PBSA), benzylidene malonate polysiloxane (BMP; polysilicone-15; PS-15), and combinations thereof.
The at least one organic UV filter may comprise a broadband UV filter. Suitable broadband UV filters may be selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS; 2-(2H-benzotriazol-2-yl)-6-[(2-ethylhexyloxy)methyl]-4-methylphenol, 2- (2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1 ,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-1- disiloxanyl]propyl]phenol), Methylene Bis-benzotriazolyl tetramethylbutylphenol (MBBT; 2,2'- methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)phenol]), phenylene bis- diphenyltriazine (PBDT), and combinations thereof.
The at least one organic UV filter may comprise an organic particulate UV filter, including the UVA, UVB and broadband UV filters described above in particulate form. Suitable organic particulate UV filters (i.e., insoluble, solid organic UV filters) may be selected from the group consisting of methylene bis- benzotriazolyl tetramethylbutylphenol (MBBT; 2,2'-methylene bis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3- tetramethylbutyl)phenol]), tris-biphenyl triazine (TBPT; 2,4,6-tris(biphenyl-4-yl)-1 ,3,5-triazine), bis- (diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP; 1 ,1 ’-(1 ,4-piperazinediyl)bis[1-[2-[4- (diethylamino)-2-hydroxybenzoyl]phenyl]-methanone), phenylene bis-diphenyltriazine (PBDT; 5, 6,5’, 6’- tetraphenyl-3-3’-(1 ,4-phenylene)bis(1 ,2,4-triazine)), 1 ,4-di(benzoxazole-2'-yl)benzene and combinations thereof. Further examples of suitable organic particulate UV filters are described e.g. in WO9703643, W02009077356 and WO2015155158. Preferably, the particulate UV filters have a particle size DN50 determined by light scattering of less than 2000 nm, preferably less than 1000 nm, more preferably less than 500 nm, wherein DN50 refers to the particle size value, where half of the population lies below this value, and half of the population lies above this value, i.e., the median value of the particle size volume distribution.
The compositions of the invention may additionally comprise inorganic UV filters. Suitable inorganic UV filters include, without limitation, titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof. In various embodiments, the inorganic UV filters may be applied as a nano material. In this connection it is to be understood that the term “nano material” follows the definition of the European Commission recommendation (201 1/696/EU, 2022/C229/01). Accordingly, in a nano material 50 % of particles, based on a number-based size distribution, are smaller than 100 nm, including constituent particles present in aggregates or agglomerates. In another embodiment of the present invention, the inorganic UV filters may be applied as a non-nano material. Accordingly, in a non-nano material more than 50 % of the particles, based on a number-based size distribution, are larger than 100 nm. It is also possible to use mixtures of nano and non-nano inorganic UV filters. Furthermore, the inorganic UV filters may be coated or uncoated. If present, titanium dioxide is preferably coated, as uncoated titanium dioxide is photocatalytic and should be avoided in sunscreens. Coatings suitable in the context of inorganic UV filters may be organic and/or inorganic and are, for instance, disclosed in WO 2023/036749 A1.
In various embodiments, the at least one organic UV filter is selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate; (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), polysilicone-15 (PS-15), and combinations thereof. In some embodiments, the composition may comprise ethylhexyl salicylate.
In various preferred embodiments, the at least one organic UV filter comprises at least one, preferably at least 2 or at least 3, of BEMT, EHT, BMDBM, DHHB, TBPT, PBSA and TDSA. In various embodiments, the composition comprises at least BEMT. In various embodiments, the composition comprises at least DHHB. In various embodiments, the composition comprises at least BMDBM. It was found that dicocoyl pentaerythrityl distearyl citrate is particularly effective in increasing the SPF of compositions that comprise BEMT and/or BMDBM.
In various embodiments, the composition comprises at least one UVA filter, preferably selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof. In various embodiments, the composition may comprise at least one UVB filter, preferably selected from the group consisting of ethylhexyl triazoneb (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), polysilicone-15 (PS-15), and combinations thereof.
In various embodiments, the composition comprises at least one broadband UV filter, preferably selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), phenylene bis-diphenyltriazine (PBDT), and combinations thereof.
In various embodiments, the composition comprises at least one organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bis- diphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benzene and combinations thereof.
In some embodiments, the composition further comprises at least one inorganic UV filter, preferably selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof.
In some embodiments, the composition comprises at least one UV filter selected from bis- ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris- biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA) and any combination of two or more thereof.
In various embodiments, the composition comprises at least one UVA filter, such as DHHB or BMDBM, and at least one UVB filter, such as EHT or PBSA.
In various embodiments, the composition comprises at least one broadband UV filter, such as BEMT, and at least one UVA filter, such as DHHB or BMDBM.
In various embodiments, the composition comprises at least one broadband UV filter, such as BEMT, and at least one UVB filter, such as EHT or PBSA.
In various embodiments, the composition comprises at least one broadband UV filter, such as BEMT, and at least one UVA filter, such as DHHB or BMDBM, and at least one UVB filter, such as EHT or PBSA. In various embodiments, the composition comprises at least one particulate UV filter, such as MBBT or TBPT, and at least one UVA filter, UVB filter and/or broadband UV filter, such as any one or more of DHHB, BMDBM, EHT, PBSA, and BEMT.
In various embodiments, the composition comprises at least one broadband UV filter, preferably BEMT. BEMT may, in all embodiments disclosed herein, be provided either as an oil soluble UV filter or encapsulated or dissolved in a polyacrylate matrix to be dispersible in water. In the latter case, it is for example available under the tradenames Tinosorb® S Aqua or Tinosorb® S Lite Aqua.
In some embodiments, the composition comprises (1) bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) and (2) any one or more of diethylamino hydroxybenzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), and phenylbenzimidazole sulfonic acid (PBSA).
Specifically, the composition may comprise
(1) BEMT and DHHB;
(2) BEMT and EHT;
(3) BEMT and MBBT;
(4) BEMT and TBPT;
(5) BEMT and PBSA;
(6) BEMT and TDSA
(7) BEMT, DHHB and EHT;
(8) BEMT, DHHB and MBBT,
(9) BEMT, DHHB and TBPT;
(10)BEMT, DHHB and PBSA;
(11)BEMT, DHHB and TDSA;
(12)BEMT, EHT and MBBT;
(13)BEMT, EHT and TBPT;
(14)BEMT, EHT and PBSA;
(15)BEMT, EHT and TDSA;
(16)BEMT, MBBT and TBPT;
(17)BEMT, MBBT and PBSA;
(18)BEMT, MBBT and TDSA;
(19)BEMT, TBPT and PBSA;
(20)BEMT, TBPT and TDSA;
(21)BEMT, DHHB, EHT and MBBT;
(22)BEMT, DHHB, EHT and TBPT,
(23)BEMT, DHHB, EHT and PBSA;
(24)BEMT, DHHB, EHT and TDSA;
(25)BEMT, EHT, MBBT and TBPT; (26)BEMT, EHT, MBBT and PBSA;
(27)BEMT, EHT, MBBT and TDSA;
(28)BEMT, MBBT, TBPT and PBSA;
(29)BEMT, DHHB, EHT, MBBT, and TBPT;
(30)BEMT, DHHB, EHT, MBBT, and PBSA;
(31)BEMT, DHHB, EHT, MBBT and TDSA;
(32)BEMT, DHHB, EHT, TBPT and PBSA;
(33)BEMT, DHHB, MBBT, PBSA and TBPT;
(34)BEMT, EHT, MBBT, TBPT and PBSA; or
(35)BEMT, DHHB, EHT, MBBT, TBPT and PBSA.
In addition to those mentioned above, the composition may comprise one or more additional UV filter, such as ethylhexyl salicylate or BMDBM, for example BMDBM. In various embodiments, the composition may thus comprise:
(1) BEMT and BMDBM;
(2) BEMT, BMDBM and DHHB;
(3) BEMT, BMDBM and EHT;
(4) BEMT, BMDBM and MBBT;
(5) BEMT, BMDBM and TBPT;
(6) BEMT, BMDBM and PBSA;
(7) BEMT, BMDBM and TDSA
(8) BEMT, DHHB, BMDBM and EHT;
(9) BEMT, DHHB, BMDBM and MBBT,
(10)BEMT, DHHB, BMDBM and TBPT;
(11)BEMT, DHHB, BMDBM and PBSA;
(12)BEMT, DHHB, BMDBM and TDSA;
(13)BEMT, EHT, BMDBM and MBBT;
(14)BEMT, EHT, BMDBM and TBPT;
(15)BEMT, EHT, BMDBM and PBSA;
(16)BEMT, EHT, BMDBM and TDSA;
(17)BEMT, MBBT, BMDBM and TBPT;
(18)BEMT, MBBT, BMDBM and PBSA;
(19)BEMT, TBPT, BMDBM and PBSA;
(20)BEMT, DHHB, EHT, BMDBM and MBBT;
(21)BEMT, DHHB, EHT, BMDBM and TBPT,
(22)BEMT, DHHB, EHT, BMDBM and PBSA;
(23)BEMT, DHHB, EHT, BMDBM and TDSA;
(24)BEMT, EHT, MBBT, BMDBM and TBPT;
(25)BEMT, EHT, MBBT, BMDBM and PBSA; (26)BEMT, EHT, MBBT, BMDBM and TDSA;
(27)BEMT, MBBT, TBPT, BMDBM and PBSA;
(28)BEMT, DHHB, EHT, MBBT, BMDBM and TBPT;
(29)BEMT, DHHB, EHT, MBBT, BMDBM and PBSA;
(30)BEMT, DHHB, EHT, TBPT, BMDBM and PBSA;
(31)BEMT, DHHB, MBBT, PBSA, BMDBM and TBPT;
(32)BEMT, EHT, MBBT, TBPT, BMDBM and PBSA; or
(33)BEMT, DHHB, EHT, MBBT, TBPT, BMDBM and PBSA.
In some embodiments, the composition comprises (1) diethylamino hydroxy benzoyl hexyl benzoate (DHHB) and (2) any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA).
Specifically, the composition may comprise
(1) DHHB and EHT;
(2) DHHB and MBBT;
(3) DHHB and TBPT;
(4) DHHB and PBSA;
(5) DHHB and TDSA
(6) DHHB, EHT and MBBT;
(7) DHHB, EHT and TBPT;
(8) DHHB, EHT and PBSA;
(9) DHHB, EHT and TDSA;
(10)DHHB, MBBT and TBPT;
(11)DHHB, MBBT and PBSA;
(12)DHHB, MBBT and TDSA;
(13)DHHB, TBPT and PBSA;
(14)DHHB, EHT, MBBT and TBPT;
(15)DHHB, EHT, MBBT and PBSA;
(16)DHHB, EHT, MBBT and TDSA;
(17)DHHB, MBBT, TBPT and PBSA;
(18)DHHB, MBBT, TBPT and TDSA; or
(19)DHHB, EHT, MBBT, TBPT and PBSA.
In addition to those mentioned above, the composition may comprise one or more additional UV filter, such as ethylhexyl salicylate or BMDBM, for example BMDBM.
Specifically, the composition may comprise (1) DHHB and BMDBM;
(2) DHHB, BMDBM and EHT;
(3) DHHB, BMDBM and MBBT;
(4) DHHB, BMDBM and TBPT;
(5) DHHB, BMDBM and PBSA;
(6) DHHB, BMDBM, and TDSA
(7) DHHB, EHT, BMDBM and MBBT;
(8) DHHB, EHT, BMDBM and TBPT;
(9) DHHB, EHT, BMDBM and PBSA;
(10)DHHB, EHT, BMDBM and TDSA;
(11)DHHB, MBBT, BMDBM and TBPT;
(12)DHHB, MBBT, BMDBM and PBSA;
(13)DHHB, TBPT, BMDBM and PBSA;
(14)DHHB, EHT, MBBT, BMDBM and TBPT;
(15)DHHB, EHT, MBBT, BMDBM and PBSA;
(16)DHHB, MBBT, TBPT, BMDBM and PBSA; or
(17)DHHB, EHT, MBBT, TBPT, BMDBM and PBSA.
In some embodiments, the composition comprises (1) ethylhexyl triazone (EHT) and (2) any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA). In various embodiments, it may also comprise BMDBM.
Specifically, the composition may comprise
(1) EHT and MBBT;
(2) EHT and TBPT;
(3) EHT and PBSA;
(4) EHT and TDSA;
(5) EHT, MBBT and TBPT;
(6) EHT, MBBT and PBSA;
(7) EHT, MBBT and TDSA;
(8) EHT, TBPT and PBSA;
(9) EHT, TBPT and TDSA;
(10)EHT, TDSA and PBSA;
(11)EHT, TBPT, TDSA and MBBT;
(12)EHT, TBPT, TDSA and PBSA;
(13)EHT, MBBT, TDSA and PBSA;
(14)EHT, MBBT, TDSA and TBPT; (15)EHT, MBBT, TBPT and PBSA; or
(16)EHT, MBBT, TDSA, TBPT and TDSA.
Specifically, the composition may comprise
(1) EHT and BMDBM;
(2) BMDBM and MBBT;
(3) BMDBM and TBPT;
(4) BMDBM and PBSA;
(5) BMDBM and TDSA;
(6) EHT, BMDBM and TBPT;
(7) EHT, BMDBM and PBSA;
(8) EHT, MBBT, BMDBM and TBPT;
(9) EHT, MBBT, BMDBM and PBSA;
(10)EHT, TBPT, BMDBM and PBSA; or
(11)EHT, MBBT, TBPT, BMDBM and PBSA.
In some embodiments, the composition comprises ethylhexyl triazone (EHT), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), and diethylamino hydroxybenzoyl hexyl benzoate (DHHB).
In some embodiments, the composition comprises BEMT, EHT, DHHB, and TBPT.
In some embodiments, the composition comprises BEMT, EHT, DHHB, PBSA and TBPT.
In some embodiments, the composition comprises BEMT, DHHB, EHT and PBSA.
In some embodiments, the composition comprises BEMT, EHT, DHHB and TDSA.
In all the above-listed embodiments of different UV filter combinations the compositions may comprise no other organic UV filter, or even no other UV filter substance besides those explicitly listed. This may mean that the at least one organic UV filter consists of the above-listed combinations.
In various embodiments in which the composition comprises BEMT, BEMT is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 1 .0 to 6.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
In various embodiments in which the composition comprises EHT, EHT is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 4.0 wt.-%, more preferably 1 .5 to 3.0 wt.-%, based on the total weight of the composition. In various embodiments in which the composition comprises PBSA, PBSA is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 4.0 wt.-%, more preferably 1 .5 to 3.0 wt.-%, based on the total weight of the composition.
In various embodiments in which the composition comprises TDSA, TDSA is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 4.0 wt.-%, more preferably 1 .5 to 3.0 wt.-%, based on the total weight of the composition.
In various embodiments in which the composition comprises DHHB, DHHB is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 2.0 to 8.0 wt.-%, more preferably 4.0 to 7.0 wt.-%, based on the total weight of the composition.
In various embodiments in which the composition comprises TBPT, TBPT is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 1 .0 to 5.0 wt.-%, more preferably 2.0 to 4.0 wt.-%, based on the total weight of the composition.
In various embodiments in which the composition comprises BMDBM, BMDBM is comprised in an amount of from 0.5 to 5.0 wt.-%, preferably 1 .0 to 5.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition.
In various embodiments in which the composition comprises MBBT, MBBT is comprised in an amount of from 0.5 to 10.0 wt.-%, preferably 1 .0 to 5.0 wt.-%, more preferably 1.5 to 4.0 wt.-%, based on the total weight of the composition.
In various embodiments, in which the composition comprises ethylhexyl salicylate, it is comprised in an amount of 0.5 to 5.0 wt.-%, preferably 1.0 to 5.0 wt.-%, more preferably 2.0 to 5.0 wt.-% based on the total weight of the composition.
In various embodiments, the composition comprises the at least one organic UV filter in an amount of 1 .5 to 40 wt.-%, 2.0 to 40 wt.-%, 2.5 to 40 wt.-%, 3.0 to 40 wt.-%, 3.5 to 40 wt.-% or 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition. Said amount may also apply to the total amount of all UV filters, including inorganic UV filters. In various embodiments, the sunscreen or daily care composition comprises a total of 4, 5, 6, 7, 8, 9, 10, 1 1 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24, 25, 26, 27, 28, 29, 30, 31 , 32, 33, 34, 35, 36, 37, 38, 39, or 40 wt.-% of UV filters based on the total weight of the composition. The lower limit may be 1 .5, 2.0, 2.5, 3.0, 3.5, 4.0, 4.5, 5.0, 5.5, or 6.0 wt.-%. The upper limit may be 40.0, 35.0, 30.0 29.0. 28.0. 27.0.26.0. or 25.0 wt.-% of UV filters based on the total weight of the composition. In various embodiments, the weight ratio of the at least one broadband UV filter to at least one UVB filter, at least one UVA filter or at least one particulate UV filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
In various embodiments, the weight ratio of the at least one UVA filter to at least one UVB filter or at least one particulate UV filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
In various embodiments, the weight ratio of the at least one UVB filter to at least one particulate UV filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
In various embodiments, the weight ratio of the at least one particulate UV filter to at least one UVB filter or at least one UVA filter may be in the range of 1 :5 to 5:1 , for example 1 :3 to 3:1 .
In various embodiments, dicocoyl pentaerythrityl distearyl citrate is comprised in the composition in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition. The lower limit of the amount comprised in the composition may be 0.2, 0.3. 0.4, 0.5, 0.6, 0.7, 0.8, 0.9 or 1 .0 wt.-%. Typical amounts are, for example, about 1 .5, 2.0, 2.5, 3.0, 3.5 or 4.0 wt.-%.
In various embodiments, the weight ratio between the total amount of organic UV filters and dicocoyl pentaerythrityl distearyl citrate is typically 1 :1 or more, such as 2:1 to 20:1 , typically in the range of 3:1 to 15:1 , such as 4:1 to 12:1 .
In various embodiments, the composition comprises the at least one organic UV filter in an amount of 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition, and the dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1 .0 to 6.0 wt.-%, more preferably about 1 .5 to 5.0 wt.-%, based on the total weight of the composition.
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and BEMT in an amount of 0.5 to 10.0 wt.-%, preferably 1.0 to 6.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to BEMT may, in various embodiments, be in the range of 0.4:1 to 1 .2:1 , preferably 0.5:1 to 1 :1 .
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and DHHB in an amount of from 0.5 to 10.0 wt.-%, preferably 2.0 to 8.0 wt.-%, more preferably 4.0 to 7.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to DHHB may, in various embodiments, be in the range of 0.2:1 to 1 :1 , preferably 0.3:1 to 0.8:1 .
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and EHT in an amount of from 0.5 to 5.0 wt.-%, preferably 1.0 to 4.0 wt.-%, more preferably 1.5 to 3.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to EHT may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1.
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and PBSA in an amount of from 0.5 to 5.0 wt.-%, preferably 1.0 to 4.0 wt.-%, more preferably 1.5 to 3.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to PBSA may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1 .
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and TBPT in an amount of from 0.5 to 10.0 wt.-%, preferably 1.0 to 5.0 wt.-%, more preferably 2.0 to 4.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to TBPT may, in various embodiments, be in the range of 0.2:1 to 1 :1 , preferably 0.4:1 to 1 :1.
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and TDSA in an amount of from 0.5 to 5.0 wt.-%, preferably 1.0 to 4.0 wt.-%, more preferably 1.5 to 3.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to TDSA may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1.
In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and BMDBM in an amount of from 0.5 to 5.0 wt.- %, preferably 1.0 to 5.0 wt.-%, more preferably 2.0 to 5.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to BMDBM may, in various embodiments, be in the range of 0.2:1 to 1 :1 , preferably 0.4:1 to 1 :1. In various embodiments, the composition comprises dicocoyl pentaerythrityl distearyl citrate in an amount of about 0.5 to 8.0 wt.-%, preferably about 1.0 to 6.0 wt.-%, more preferably about 1.5 to 5.0 wt.-%, based on the total weight of the composition, and MBBT in an amount of from 0.5 to 10.0 wt.-%, preferably 1.0 to 5.0 wt.-%, more preferably 1.5 to 4.0 wt.-%, based on the total weight of the composition. The weight ratio of dicocoyl pentaerythrityl distearyl citrate to MBBT may, in various embodiments, be in the range of 0.5:1 to 1 .5:1 , preferably 0.5:1 to 1 :1.
The above embodiments may further be combined such that the compositions contain dicocoyl pentaerythrityl distearyl citrate in the given amounts and two or more of the above-listed UV filters in the given amounts for each of them.
In various embodiments, the composition is free of octocrylene.
In various embodiments, the composition is free of benzophenone-3.
In various embodiments, the composition is free of ethylhexyl methoxycinnamate (EHMC), also referred to as octyl methoxycinnamate. It has been found that the SPF-enhancing effect is least pronounced for EHMC relative to the other organic UV filters tested.
In various embodiments, the composition is free of EHMC and benzophenone-3 and optionally also of octocrylene.
In some embodiments, the composition is free of at least one or more of fluorinated organic compounds, parabenes, and organic UV filter compounds selected from the group of homomethyl salicylate, ethylhexyl methoxycinnamate, benzophenone-3, and octocrylene. In particular embodiments, the sunscreen or daily care composition is free of fluorinated organic compounds. In some embodiments, the sunscreen or daily care composition is free of parabens. In various embodiments, the sunscreen or daily care composition is free of homomethyl salicylate. In various embodiments, the sunscreen or daily care composition is free of ethylhexyl meth oxycinna mate. In various embodiments, the sunscreen or daily care composition is free of octocrylene. In various embodiments, the sunscreen or daily care composition is free of benzophenone-3. In various embodiments, the sunscreen or daily care composition is free of homomethyl salicylate, ethylhexyl methoxycinnamate, octocrylene, and benzophenone-3. In various embodiments, the sunscreen or daily care composition is free of fluorinated organic compounds, parabenes, and organic UV filter compounds selected from the group of homomethyl salicylate, ethylhexyl methoxycinnamate, octocrylene, and benzophenone-3.
In various embodiments, the sunscreen or daily care composition provides a SPF of more than 15, preferably of more than 30. In another preferred embodiment of the present invention, the sunscreen or daily care composition provides a SPF of more than 50, preferably of more than 60. In another preferred embodiment of the present invention, the sunscreen or daily care composition provides a SPF of more than 90, preferably of more than 100. The SPF may be determined according to any method known in the art.
Further, in connection with the above embodiments, it is to be understood that the sunscreen or daily care composition may comprise at least one additive other than dicocoyl pentaerythrityl distearyl citrate.
In one embodiment, the at least one further additive is selected from the group consisting of emulsifiers, emollients, viscosity regulators (thickeners), stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, sensory enhancers, adjuvants, preservatives, moisturizers, anti-aging actives, vitamins, fragrances, and combinations thereof. All such additives commonly used in personal care compositions are well known and may be selected by those skilled in the art based on their routine knowledge.
In various embodiments, the compositions of the invention comprise at least one emulsifier. The at least one emulsifier may be selected from those disclosed herein below. In various embodiments, the amount of the at least one emulsifier is in the range of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 7 wt.-%.
In various embodiments, the compositions of the invention comprise at least one emollient. The at least one emollient may be selected from those disclosed herein below. In various embodiments, the amount of the at least one emollient is in the range of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%.
In various embodiments, the compositions of the invention comprise at least one emulsifier and at least one emollient, preferably in the amounts disclosed above.
Preferred O/W emulsifiers include, without limitation, glucose derivatives such as cetearyl glucoside, arachidyl glucoside, lauryl glucoside, polyglyceryl- 3 methylglucose distearate, methyl glucose sesquistearate; sucrose derivative such as sucrose polystearate, sucrose palmitate; sorbitol derivatives such as polysorbate derivatives; inulin derivatives such as inulin lauryl carbamate; glycerides of fatty acids such as glyceryl stearate, glyceryl stearate SE, glyceryl stearate citrate, glyceryl oleate; glutamic acid derivatives such as sodium stearoyl glutamate; sulfosuccinic acid derivatives such as disodium cetearyl sulfosuccinate; phosphoric acid derivatives such as potassium cetyl phosphate, ceteh-10 phosphate, C20-22 alkyl phosphate; fatty acid esters of polyglyceryl such as polyglyceryl-3-diisostearate, polyglyceryl-2- dipolyhydroxystearate; polyglyceryl-10 stearate, polyglyceryl-10 oleate, oxyalkenylated fatty alcohol such as ceteareth-20, steareth-21 , beneheth-25 oxyalkenylated fatty acid such as PEG-100 stearate oxyalkenylated organomodified silicone I polysiloxane I polyalkyl I polyether copolymers and derivatives.
- phospholipids based such as lecithin derivatives.
In various embodiments, the O/W emulsifier may be selected from any one or more of disodium cetearyl sulfosuccinate, sodium stearyl glutamate, potassium cetyl phosphate, polyglyceryl-10 stearate, polyglyceryl-10 oleate, cetearyl glucoside, lauryl glucoside, sucrose palmitate, glyceryl stearate SE, and glyceryl stearate citrate. The total amount of said at least one emulsifier in the composition may be in the range of from 0.5 to 25 wt.-% relative to the total weight of the composition, for example 0.8 to 20 wt.-%.
Preferred emulsifiers to form a W/O emulsion include, without limitation, glycerides of fatty acids such glyceryl oleate, sorbitan laurate sorbitan esters such as sorbitan oleate fatty acid esters of polyglyceryl such as polyglyceryl-3-diisostearate, polyglyceryl-2- dipolyhydroxystearate, polyglyceryl-4 isostearate oxyalkenylated fatty alcohol such steareth-2 oxyalkenylated fatty acid such as PEG-30 dipolyhydroxystearate organomodified silicone I polysiloxane I polyalkyl I polyether copolymers and derivatives such as cetyl dimethicone copolyol, cetyl PEG/PPG-10/1 Dimethicone, PEG-10 dimethicone
Suitable emollients include, without limitation, esters of linear or branched fatty acids with linear or branched fatty alcohols such as propylheptyl caprylate, coco caprylate, isopropyl myristate, ethylhexyl palmitate, lauryl lactate; esters of aromatic carboxylic acids with linear or branched fatty alcohols such as C12-C15-alkyl benzoate, ethylhexyl benzoate, phenethyl benzoate; dicarboxylic acid esters with linear or branched alcohols such as dibutyl adipate, dicaprylyl carbonate, diisopropyl sebacate; esters of hydroxycarboxylic acids with linear or branched fatty alcohols; esters of linear or branched fatty acids with polyhydric alcohol such as butylene glycol dicaprylate/dicaprate; mono-, di-, triglycerides based on C6-C18 fatty acids such as caprylic I capric triglycerides, coco glycerides; guerbet alcohols such as octyldodecanol; hydrocarbons such as hydrogenated polyisobutene, mineral oil, squalene, isohexadecane; ethers such as dicaprylyl ether; silicone derivatives (organomodified polysiloxanes) such as dimethylpolysiloxane, cyclic silicones. In various embodiments, the emollient may be selected of any one or more of propylheptyl caprylate, coco caprylate, isopropyl myristate, ethylhexyl palmitate, dibutyl adipate, dicaprylyl carbonate, lauryl lactate, propylene glycol dicaprylate I dicaprate, diisopropyl sebacate, dicaprylyl ether, and octyldodecanol. The total amount of the at least one emollient may be in the range of from 0.5 to 40 wt.- % relative to the total weight of the composition, for example 3.0 to 30 wt.-%.
Preferred lipophilic thickeners include, without limitation, fatty alcohols such as cetyl alcohol, cetearyl alcohol, stearyl alcohol; behenyl alcohol fatty acids such as stearic acid; palmitic acid fatty acid esters such as myristyl stearate, pentaerythrityl distearate, cetyl palmitate; Tribehenin, dextrin palmitate waxes such as beeswax, carnauba wax, microcrystalline wax, ceresin, ozocerite; Oryza Sativa bran Wax, sunflower wax hydrogenated vegetable oil, hydrogenated castor oil, hydrogenated vegetable glycerides, hydrogenated castor oil/sebacic acid copolymer silica based derivatives such as silica, silica dimethyl silylate
- polyacrylates or homopolymers of reticulated acrylic acids or polyacrylamides such as carbomers, acrylate copolymers, acrylate I C10-C30-alkyl acrylate crosspolymer, acrylate I beheneth-25 methacrylate copolymer.
In various embodiments, the thickener may be selected from any one or more of cetyl alcohol, behenyl alcohol, cetyl palmitate, carnauba wax, and pentaerythrityl distearate.
Hydrophilic stabilizers/ thickeners include, without limitation, natural gums such as xanthan gum, tara gum, carrageenan silicate derivatives such as magnesium aluminum silicates; cellulose derivatives such as hydroxypropyl cellulose, microcrystalline cellulose starch derivatives such as hydroxypropyl starch phosphate
- polyacrylates or homopolymers of reticulated acrylic acids or polyacrylamides such as carbomers, acrylate copolymers, acrylate I C10-C30-alkyl acrylate crosspolymer, acrylate I beheneth-25 methacrylate copolymer.
Also included may be UV protection scattering compounds. These include, without limitation: microcrystalline cellulose; calcium carbonate; hydroxyapatite; silica hollow spheres, such as styrene/acrylates copolymer. Also included may be UV protection booster compounds (UV boosters). These include, without limitation: benzotriazolyl dodecyl p cresol, ethylhexyl methoxycrylene, polyester-8, diethylhexyl syringylidenemalonate, trimethoxybenzylidene pentanedione, diethylhexyl 2,6-naphthalate,
Bis(Cyano Butylacetate) 10 Anthracenediylidene, polyester-25, butyloctyl salicylate.
Further components may belong to the class of film formers and film forming enhancers. Such compounds include, without limitation, hydrogenated dimer dilinoleyl/dimethylcarbonate copolymer; diisostearoyl polyglyceryl-3 dimer dilinoleate; polyglyceryl-3 stearate/sebacate crosspolymer; cellulose derivatives, such as methylcellulose and ethylcellulose; capryloyl glycerin/sebacic acid copolymer.
Suitable sensory enhancers include, without limitation, polyamide derivatives such as nylon-12, polymethyl methacrylates, silica, mica, polymethylsilsesquioxane, starch derivatives such as aluminum starch octenylsuccinate, dimethicone derivatives, boron nitride,
HDI / trimethylol hexyllactone crosspolymer, perlite.
Suitable humectants include, without limitation, glycerin; butylene glycol; propylene glycol; beta-glucan;
1 ,2 pentadiol;
1 ,2 hexandiol;
1 ,2 octandiol; 1 ,2 decandiol;
2-Methyl-1 ,3-propandiol.
Suitable adjuvants include, without limitation, ethanol, dyes, pigments such as iron oxides, tocopherol derivatives; retinol derivatives; ascorbic acid derivatives; bisabolol; allantoin; panthenol; chelating agents (EDTA, EDDS, EGTA, phytic acid, piroctone olamine); ethylhexyl glycerin; hydroxyacetophenone; caprylhydroxymic acid; propellants such as propane, butane, isobutene, dimethyl ether; insect repellants such as butylacetylaminopropionate.
Preferred preservatives include the compounds listed in Annex V of the Regulation 1223/2009/EC on cosmetic products, in particular, without limitation, benzyl alcohol; benzoic acid; zingerone.
Suitable fragrances are selected from the group of fragrance compounds including, but not limited to, limonene, citral, linalool, alpha-isomethylionon, geraniol, citronellol, 2-isobutyl-4-hydroxy-4- methyltetrahydropyrane, 2-tert.-pentylcyclohexylacetate, 3-methyl-5-phenyl-1 -pentanol, 7-acetyl- 1 ,1 ,3,4,4, 6-hexamethyltetraline, adipine acid diester, alpha-amylcinnamaldehyde, alpha-methylionon, amyl C butylphenylmehtylpropionalcinnamal, amylsalicylate, amylcinnamylalcohol, anis alcohol, benzoin, benzylalcohol, benzylbenzoate, benzylcinnamate, benzylsalicylate, bergamot oil, bitter orange oil, butylphenylmethylpropioal, cardamom oil, cedrol, cinnamal, cinnamylalcohol, citronnellylmethylcrotonate, lemon oil, coumarin, diethylsuccinate, ethyllinalool, eugenol, evernia furfuracea extracte, evernia prunastri extracte, farensol, guajak wood oil, hexylcinnamal, hexylcalicylate, hydroxycitronellal, lavender oil, lemon oil, linaylacetate, mandarine oil, menthyl PCA, methylheptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethylcitrate, vanillin and combinations thereof. In connection with the above preferred embodiments, it is to be understood that if the sunscreen or daily care composition comprises two or more additives, combinations of the additives as defined above are also part of the invention.
The final formulations listed may exist in a wide variety of presentation forms, for example: in the form of liquid (spray or lotion) or cream preparations as a water-in-oil (W/O), oil-in-water (O/W), oil-in-water- in-oil (O/W/O), water-in-oil-in-water (W/O/W) or phase inversion temperature (PIT) emulsion and all kinds of microemulsions, in the form of a gel, in the form of an oil, in the form of a powder, a lacquer, a tablet or make-up, in the form of a stick, in the form of a spray (spray with propellant gas or pump-action spray) or an aerosol, -in the form of a foam, or in the form of a paste.
Thus, in some embodiments, the sunscreen or daily care composition of the present invention comprises water. In case water is present in the sunscreen or daily care composition, it is preferably present in an amount of more than 5 wt.-%, based on the total weight of the composition. Typical amounts of water in the formulations range from 10 to 80 wt.-% of water relative to the total weight of the composition, such as 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-%.
For instance, when formulated as a W/O or an O/W dispersion, an optional cosmetically acceptable carrier preferably comprises 5.0 to 50.0 % of an oil phase, 1.0 to 10.0 % of an emulsifier and 30.0 to 90.0 % of water, each by weight based on the total weight of the carrier. The oil phase may comprise any lipophilic compounds conventionally used in cosmetic formulations, e.g., one or more of a hydrocarbon oil, a wax, a natural oil, a silicone oil, fatty acid, a fatty acid ester or a fatty alcohol. Preferred mono- or polyols are ethanol, isopropanol, propylene glycol, hexylene glycol, glycerin, and sorbitol. The emulsifier also may comprise any emulsifier conventionally used in cosmetic formulations, for example those described above.
In various embodiments, the sunscreen or daily care composition of the present invention comprises:
(i) dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition;
(ii) at least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof in an amount of 4.0 to 40.0 wt.-% based on the total weight of the composition;
(iii) optionally at least one emulsifier, preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%; (iv) optionally at least one emollient, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%; and
(v) water, preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
In various embodiments, the sunscreen or daily care composition of the present invention comprises:
(i) dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition;
(ii) at least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof in an amount of 4.0 to 40.0 wt.-% based on the total weight of the composition;
(iii) at least one emulsifier, preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%, and/or at least one emollient, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%; and
(iv) water, preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
In various embodiments, the sunscreen or daily care composition of the present invention comprises:
(i) dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition;
(ii) at least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof in an amount of 4.0 to 40.0 wt.-% based on the total weight of the composition;
(iii) at least one emulsifier, preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%; (iv) at least one emollient, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%; and
(v) water, preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
In various embodiments, the sunscreen or daily care composition of the present invention comprises:
(i) dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition;
(ii) at least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bisethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof, preferably at least one, more preferably at least 2 or at least 3, of BEMT, EHT, BMDBM, DHHB, TBPT, PBSA and TDSA, in a total amount of 4.0 to 40.0 wt.-% based on the total weight of the composition;
(iii) at least one emulsifier selected from any one or more of sodium stearyl glutamate, potassium cetyl phosphate, polyglyceryl-10 stearate, polyglyceryl-10 oleate disodium cetearyl sulfosuccinate, cetearyl glucoside, , lauryl glucoside, sucrose palmitate, glyceryl stearate SE, glyceryl stearate citrate,, preferably in an amount of from 0.5 to 10 wt.-% relative to the total weight of the composition, for example 0.8 to 8 wt.-%;
(iv) at least one emollient selected of any one or more of propylheptyl caprylate, coco caprylate, isopropyl myristate, ethylhexyl palmitate, dibutyl adipate, dicaprylyl carbonate, diisopropyl sebacate, lauryl lactate, propylene glycol dicaprylate I dicaprate, dicaprylyl ether, and octyldodecanol, preferably in an amount of from 0.5 to 40 wt.-% relative to the total weight of the composition, for example 3.0 to 30 wt.-%; and water, preferably in an amount of 5 to 90 wt.-%, more preferably 10 to 80 wt.-%, even more preferably 20 to 70 wt.-% or 30 to 60 wt.-% or 35 to 55 wt.-% relative to the total weight of the composition.
A sunscreen and I or day care composition of the present invention may be formulated as a water-in oil or an oil-in-water emulsion, an oil or oil-alcohol composition, a gel, a lipophilic monophase, or an aerosol formulation. They may be for example in form of creams, lotions, gels, wax/fat compositions, solid lipophilic stick preparations, lipophilic monophase (liquid or gel-like), powders, or ointments The sunscreen and I or day care composition of the invention may generally comprise additives, which are known to perform a useful function in a sunscreen and I or day care composition. Examples of such additives have already been described above and include, e.g., emollients, skin moisturizers such as glycerin, skin tanning accelerators, antioxidants, emulsion stabilizers and thickening agents such as natural gums, fatty alcohols, esters of fatty acids, film formers, vitamins, preservatives, fragrances, and colorants.
Daily care compositions comprise facial and body preparations, make-up facial care, e.g. foundations, in the form of creams, liquids or powder creams, face powder (loose or pressed), eye-care preparations, e.g. eyeshadow preparations, mascara, eyeliner, eye creams or eye-fix creams; lip-care preparations, e.g. lipsticks, lip gloss, lip contour pencils,; foot-care preparations, e.g. foot baths, foot powders, foot creams or foot balsams, special deodorants and antiperspirants or callus-removing preparations; pretanning preparations or after-sun preparations; skin-tanning preparations, e.g. self-tanning creams; depigmenting preparations, e.g. preparations for bleaching the skin or skin-lightening preparations; insect-repellents, e.g. insect-repellent oils, lotions, sprays or sticks.
In connection with the above embodiments, it is to be understood that the sunscreen or daily care compositions are in particularly suitable for protection of the skin from UV radiation.
Hence, the present invention further relates to the sunscreen or daily care composition, as defined herein, for use in protecting the human skin from UV radiation. The present invention further relates to a method of protecting the human skin from UV radiation by topical administration of the sunscreen or daily care composition, as defined herein.
The present invention also relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) and/or the water resistance of a sunscreen or daily care composition comprising at least one UV filter. In preferred embodiments, it relates to the use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor (SPF) of a sunscreen or daily care composition comprising at least one organic UV filter.
Said “increase” (of SPF) may be relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate and may be by at least 10%, preferably at least 20%, more preferably at least 30%. Said increase in SPF may, in preferred embodiments, refer to the increase in SPF relative to another composition without dicocoyl pentaerythrityl distearyl citrate or relative to a composition that comprises another wax instead, such as hydrogenated coco-glycerides, hydrogenated castor oil or lauryl laurate.
In various embodiments, said increase in water resistance may also be relative to the same composition that comprises hydrogenated coco-glycerides, hydrogenated castor oil or lauryl laurate instead of dicocoyl pentaerythrityl distearyl citrate. Again, said increase may be by at least 10%, at least 20%, at least 30%, at least 40%, preferably at least by 50%, more preferably by at least 60% or at least 70%.
The present invention also relates to a method for increasing the water resistance or sun protection factor, in particular the SPF, of a personal care composition comprising at least one organic UV filter, such as those defined above, by incorporating dicocoyl pentaerythrityl distearyl citrate into said composition.
The incorporation may be by any suitable means, all of which are known to those skilled in the art.
It is to be understood that the above embodiments of the sunscreen or daily care composition are also applicable for the uses and methods of the present invention, and vice versa.
The present invention is further illustrated by the following non-limiting examples.
Examples
Methods
Water resistance in vitro solution method
The in vitro water resistance was determined from spectroscopic measurements and is based on the “solution method” in Sohn et al., Int J Cosmet Sci, “In vitro water resistance testing using SPF simulation based on spectroscopic analysis of rinsed sunscreens", 2018; DOI:10.11 11/ics.12455. The steps of sunscreens application and water immersion plus rinsing and spectroscopic measurements are the same as described in Sohn et al.
Sunscreen application:
The sunscreen to be studied was applied on substrate plates made of ethylene methacrylate acid copolymer having the dimension of 5 cm x 5 cm (described in Sohn et al., Skin Pharmacol Physiol, “Development of a Synthetic Substrate for the in vitro Performance Testing of Sunscreens" , 2017,30:159-170; DOI: 10.1159/000464471). These conditions are understood to be the current most adequate approach for determining the in vitro water resistance of formulations.
On each plate an amount of 2 mg/cm2 (corresponding to 50 mg of the formulation per plate) was applied. In total, four plates were prepared per sunscreen. After sunscreen application followed by an equilibration period of 15 min, two of the four plates were immersed in a water bath and the two remaining plates were kept at ambient temperature in dark.
Water immersion condition
The sunscreen-covered plates were attached using a system of strips from Tesa Hook & Loop tape at a defined height on the edges of a 1000-mL beaker (diameter of 10 cm). The beaker was filled with 500 mL of distilled water with controlled temperature of 30°C ± 2°C. The water was stirred with a speed of 300 rpm for 20 min using a three-bladed propeller stirrer in an equidistant position from the attached plates. Afterwards, the plates were removed from the emptied beaker and were allowed to dry at ambient temperature for 30 min before continuation. Spectroscopic measurements and determination of the water resistance value
After immersion, each of the four plates (two subjected and two not subjected to water immersion) was put in a separate beaker and washed using 20 mL of a solvent mixture composed of THF/ethanol/Neutrol® TE (ex BASF SE) (50:48:2). To collect the sunscreen from the plate, each plate was rinsed 10 times using the same solvent with a Pasteur pipette holding the plate out of the solvent with tweezers to remove visually the entire sunscreen residue from the substrate plate. The solvent/formulation solution was diluted (1 :40 dilution) and filled into a 1-cm quartz cuvette for UV spectroscopic measurements from 290 to 400 nm in 5 nm step using a Lambda 20 device. The water resistance retention was deduced from UV transmittance measurement of the respective sunscreen solution resulting from the washing of the substrate plate with and without water immersion. The transmittance data are then converted into absorbance data according to equation 2:
A(A) = -logT(A) Eq(2) wherein A(A) us the absorbance and T(A) the transmittance at wavelength A.
The area under the curve (AUC) for the two plates subjected (AUCwet) and not subjected to water immersion (A UCstatic) was calculated from the absorbance data, and used for the calculation of the percentage of the water resistance (%WR).
As different plates are used to determine the AUCwet and AUCstatic, the %WR is calculated from the ratio between the average wet and average static as described in the equation 3 below:
% WR = AUCwet .100, Eq (3)
AUCstatic wherein AUCwet is the average of the area under the absorbance curve for the two plates subjected to water immersion and AUCdry is the average of the area under the absorbance curve for the two plates no subjected to water immersion (dry).
SPF in vitro
SPF in vitro determination was based on the assessment of UV-transmittance through a thin film of sunscreen sample spread on roughened PMMA plates (SB6 PMMA-plates from Helioscreen, Creil, France). The sunscreen formulation to be tested was applied on the PMMA plate with an amount of 1 .2mg/cm2. The formulation was distributed manually as equally as possible on the plate. The plates applied with formulation are then stored 30 minutes at room temperature (22°C) and in a dark place prior the measurement.
In vitro transmission measurement was performed from 290-400 nm with 1 nm steps with the Labsphere UV Transmittance Analyzer UV 2000S. The UV transmission spectrum is then acquired, and the SPF in vitro was calculated according to equation below (mean SPF of all 15 values (from the three plates and 5 measurements per plate))
Figure imgf000034_0001
wherein, ser(A) is the erythema action spectrum and S(A) is the spectral irradiance received from the UV source and T(A) is the in vitro measured light transmittance.
SPF in vivo
The SPF in vivo was measured according to the norm ISO24444:2019 which uses the erythemal response of the skin to ultraviolet. The SPF in vivo is the ratio calculated from the energies required to induce a minimum erythemal response with and without tested sunscreen product applied to the skin of human test subjects.
Water resistance in vivo
The water resistance in vivo was evaluated by measuring the SPF in vivo (ISO24444:2019) before and after water immersion according to the norms 15016217:2020 and ISO18861 :2020
Example 1
Table 1.1 : Test formulations
Figure imgf000034_0002
Figure imgf000035_0001
Comp. = comparative example/reference
The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Cool down to room temperature under stirring, add phase C.
All four formulations were tested for their water resistance in vitro. The results obtained are shown in Table 1 .2 below: Table 1.2
Figure imgf000035_0002
The results show that the inventive formulation lnv.1 has a significantly increased water resistance compared to the same composition without the inventive waxy compound (Comp. 1.1) or those with other known waxy compounds (Comp. 1 .2 and Comp. 1 .3)
Example 2
Table 2.1: Test formulations
Figure imgf000036_0001
Comp. = comparative example/reference
The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed. Cool down to room temperature under stirring, add phase D. All four formulations were tested for their water resistance and SPF in vitro. The results obtained are shown in Table 2.2 below:
Table 2.2
Figure imgf000037_0001
The results show that the inventive formulations (Inv. 2.1 and Inv. 2.2) have a significantly increased water resistance and SPF compared to the same composition without the inventive waxy compound (Comp. 2.1) or the one with another known waxy compound (Comp. 2.2) Example 3
Table 3.1 : Test formulations
Figure imgf000037_0002
Figure imgf000038_0001
Comp. = comparative example/reference
The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, cool down to room temperature under stirring, add phase D.
Both formulations were tested fortheir water resistance and SPF in vitro. The results obtained are shown in Table 3.2 below:
Table 3.2
Figure imgf000038_0002
The results show that the inventive formulation (Inv. 3) has a significantly increased water resistance and SPF compared to the same composition without the inventive waxy compound (Comp. 3). Example 4
Table 4.1 : Test formulations
Figure imgf000038_0003
Figure imgf000039_0001
Comp. = comparative example/reference
The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, cool down to room temperature under stirring.
Both formulations were tested fortheir SPF in vitro. The results obtained are shown in Table 4.2 below:
Table 4.2
Figure imgf000039_0002
The results show that the inventive formulation (Inv. 4) has a significantly increased SPF compared to the same composition without the inventive waxy compound (Comp. 4).
Example 5
Table 5.1 : Test formulations
Figure imgf000039_0003
Figure imgf000040_0001
Comp. = comparative example/reference
The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C, cool down to room temperature under stirring.
Both formulations were tested fortheir SPF in vitro and in vivo. The results obtained are shown in Table 5.2 below:
Table 5.2
Figure imgf000040_0002
The results show that the inventive formulation (Inv. 5) has a significantly increased SPF compared to the same composition without the inventive waxy compound (Comp. 5). Example 6
Table 6.1 : Test formulations
Figure imgf000040_0003
Figure imgf000041_0001
Comp. = comparative example/reference qs = amount necessary to dissolve PBSA
The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, Cool down to room temperature under stirring.
All formulations were tested for their SPF in vitro and in vivo. The results obtained are shown in Table 6.2 below:
Table 6.2
Figure imgf000041_0002
The results show that the inventive formulations (Inv. 6.1 and 6.2) have a significantly increased SPF compared to the same composition without the inventive waxy compound (Comp. 6).
Example 7
Table 7.1 : Test formulations
Figure imgf000041_0003
Figure imgf000042_0001
Comp. = comparative example/reference qs = amount necessary to adjust the desired pH
The active amount of TDSA in Uvinul® TS Hydro is 33%. The composition was prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device. Add phase C previously mixed, Cool down to room temperature under stirring.
Both formulations were tested fortheir SPF in vitro. The results obtained are shown in Table 7.2 below:
Table 7.2
Figure imgf000042_0002
The results show that the inventive formulation (Inv. 7) has a significantly increased SPF compared to the same composition without the inventive waxy compound (Comp. 7).
Example 8
Table 8.1 : Test formulations
Figure imgf000042_0003
Figure imgf000043_0001
Table 8.2: Test formulations
Figure imgf000043_0002
Figure imgf000044_0001
Comp. = comparative example/reference
The compositions were prepared as follows: Heat up phase A and B to 80°C under stirring. Add phase A into B under stirring, homogenize with Ultra Turrax type device and cool down to room temperature under stirring.
All formulations were tested fortheir SPF in vitro. The results obtained are shown in Table 8.3 below:
Table 8.3
Figure imgf000044_0002
The results show that the addition of dicocoyl pentaerythrityl distearyl citrate increased the SPF as determined in in vitro tests for all organic UV filters tested. It was found that the increase was most pronounced for BEMT. Even the SPF obtained with UVA filters such as BMDBM and DHHB could surprisingly be increased.

Claims

Claims
1 . A sunscreen or daily care composition, comprising:
(i) dicocoyl pentaerythrityl distearyl citrate in an amount of 0.5 to 8.0 wt.-% based on the total weight of the composition; and
(ii) at least one organic UV filter selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), trisbiphenyl triazine (TBPT), drometrizole trisiloxane (DTS), phenylene bis-diphenyltriazine (PBDT), polysilicone-15 (PS-15), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof in an amount of 1 .5 to 40.0 wt.-% based on the total weight of the composition.
2. The sunscreen or daily care composition according to claim 1 , wherein dicocoyl pentaerythrityl distearyl citrate is comprised in the composition in an amount of about 1.0 to 6.0 wt.-%, preferably about 2.0 to 5.0 wt.-%, based on the total weight of the composition.
3. The sunscreen or daily care composition according to claim 1 or 2, wherein the composition comprises the at least one UV filter in an amount of 4.0 to 40.0 wt.-%, preferably of 5.0 to 35.0 wt.-%, more preferably of 6.0 to 35.0 wt.-% or of 7.0 to 30.0 wt.-%, still more preferably of 8.0 to 25.0 wt.-%, and in particular of 9.0 to 20.0 wt.-%, based on the total weight of the composition.
4. The sunscreen or daily care composition according to any one of the preceding claims, wherein the composition comprises at least one UVA filter, preferably selected from the group consisting of disodium phenyl dibenzimidazole tetrasulfonate (DPDT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate (MCE), and combinations thereof.
5. The sunscreen or daily care composition according to any one of the preceding claims, wherein the composition comprises at least one UVB filter, preferably selected from the group consisting of ethylhexyl triazone (EHT), diethylhexyl butamido triazone (DBT), phenylbenzimidazole sulfonic acid (PBSA), and combinations thereof.
6. The sunscreen or daily care composition according to any one of the preceding claims, wherein the composition comprises at least one broadband UV filter, preferably selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), drometrizole trisiloxane (DTS), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), phenylene bisdiphenyltriazine (PBDT), and combinations thereof.
7. The sunscreen or daily care composition according to any one of the preceding claims, wherein the composition comprises at least one organic particulate UV filter selected from the group consisting of methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), bis-(diethylaminohydroxybenzoyl benzoyl) piperazine (BDBP), phenylene bisdiphenyltriazine (PBDT), micronized 1 ,4-di(benzoxazole-2'-yl)benzene and combinations thereof.
8. The sunscreen or daily care composition according to any one of the preceding claims, wherein the composition further comprises at least one inorganic UV filter, preferably selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, cerium oxide and mixtures thereof.
9. The sunscreen or daily care composition according to any one of the preceding claims, wherein
(1) the composition comprises at least one UV filter selected from bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxy benzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), phenylbenzimidazole sulfonic acid (PBSA), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), and any combination of two or more thereof; or
(2) the composition comprises bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) and any one or more of diethylamino hydroxybenzoyl hexyl benzoate (DHHB), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA); or
(3) the composition comprises diethylamino hydroxybenzoyl hexyl benzoate (DHHB) and any one or more of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), ethylhexyl triazone (EHT), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris-biphenyl triazine (TBPT), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA); or
(4) the composition comprises ethylhexyl triazone (EHT) and any one or more of bis- ethylhexyloxyphenol methoxyphenyl triazine (BEMT), diethylamino hydroxybenzoyl hexyl benzoate (DHHB), methylene bis-benzotriazolyl tetramethylbutylphenol (MBBT), tris- biphenyl triazine (TBPT), butyl methoxydibenzoylmethane (BMDBM), terephthalylidene dicamphor sulfonic acid (TDSA), and phenylbenzimidazole sulfonic acid (PBSA); or
(5) the composition comprises ethylhexyl triazone (EHT), bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT), and diethylamino hydroxybenzoyl hexyl benzoate (DHHB).
10. The sunscreen or daily care composition according to any one of the preceding claims, comprising at least one broadband UV filter, preferably BEMT, preferably in an amount of from 0.5 to 10 wt.-%, based on the total weight of the composition.
11. The sunscreen or daily care composition according to any one of the preceding claims, wherein
(1) the composition is free of at least one or more of fluorinated organic compounds, microplastics and parabens; and/or
(2) wherein the composition does not comprise any one of ethylhexyl methoxycinnamate (EHMC), benzophenone-3 (BP-3) and benzophenone-4 (BP-4).
12. The sunscreen or daily care composition according to any one of the preceding claims, wherein the composition further comprises at least one additive, preferably selected from the group consisting of emulsifiers, emollients, viscosity regulators (thickeners), stabilizers, humectants, film formers, UV scattering compounds, UV boosters, pH adjusters, sensory enhancers, adjuvants, preservatives, vitamins, fragrances, and combinations thereof.
13. Use of dicocoyl pentaerythrityl distearyl citrate for improving the sun protection factor of a sunscreen or daily care composition comprising at least one UV filter.
14. The use of claim 13, wherein the SPF is increased relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate by at least 10 %, at least 20%, preferably at least by 30%.
15. The use of claim 13, wherein the water resistance is increased relative to the same composition free of dicocoyl pentaerythrityl distearyl citrate, optionally comprising hydrogenated coco- glycerides, hydrogenated castor oil or lauryl laurate instead, by at least 20%, preferably at least by 50%.
PCT/EP2024/070870 2023-09-29 2024-07-23 Personal care compositions comprising dicocoyl pentaerythrityl distearyl citrate Pending WO2025067721A1 (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997003643A1 (en) 1995-07-22 1997-02-06 Ciba Specialty Chemicals Holding Inc. Sunscreen compositions
WO2009077356A2 (en) 2007-12-14 2009-06-25 Basf Se Sunscreen compositions comprising colour pigmens
WO2012079872A2 (en) * 2010-12-14 2012-06-21 Henkel Ag & Co. Kgaa Hair preparations containing dicocoyl pentaerythrityl distearyl citrate
WO2015155158A1 (en) 2014-04-11 2015-10-15 Basf Se Mixtures of cosmetic uv absorbers
WO2023036749A1 (en) 2021-09-08 2023-03-16 Basf Se Sunscreen or daily care composition comprising bis-ethylhexyloxyphenol methoxyphenyl triazine and inorganic uv filters

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997003643A1 (en) 1995-07-22 1997-02-06 Ciba Specialty Chemicals Holding Inc. Sunscreen compositions
WO2009077356A2 (en) 2007-12-14 2009-06-25 Basf Se Sunscreen compositions comprising colour pigmens
WO2012079872A2 (en) * 2010-12-14 2012-06-21 Henkel Ag & Co. Kgaa Hair preparations containing dicocoyl pentaerythrityl distearyl citrate
WO2015155158A1 (en) 2014-04-11 2015-10-15 Basf Se Mixtures of cosmetic uv absorbers
WO2023036749A1 (en) 2021-09-08 2023-03-16 Basf Se Sunscreen or daily care composition comprising bis-ethylhexyloxyphenol methoxyphenyl triazine and inorganic uv filters

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
"Cosmetic compositions comprising combinations of Titanium dioxide based and other UV Filters ED - Darl Kuhn", IP.COM, IP.COM INC., WEST HENRIETTA, NY, US, 18 September 2006 (2006-09-18), XP013115838, ISSN: 1533-0001 *
ANONYMOUS: "Photostabile Sonnenschutzmittel", RESEARCH DISCLOSURE, KENNETH MASON PUBLICATIONS, HAMPSHIRE, UK, GB, vol. 433, no. 58, 1 May 2000 (2000-05-01), XP007126104, ISSN: 0374-4353 *
DATABASE GNPD [online] MINTEL; 21 August 2023 (2023-08-21), ANONYMOUS: "Love Your Planet Sun Cream SPF 50", XP093221809, retrieved from https://www.gnpd.com/sinatra/recordpage/11052118/ Database accession no. 11052118 *
DATABASE GNPD [online] MINTEL; 31 August 2023 (2023-08-31), ANONYMOUS: "Very High Protection Moisturising Fluid Milk SPF 50+", XP093221346, retrieved from https://www.gnpd.com/sinatra/recordpage/11076002/ Database accession no. 11076002 *
PROSERPIO G: "Pr� parations filmog� nes hydrofuges", PRODUITS PHARMACEUTIQUES,, vol. 27, no. 8, 1 August 1972 (1972-08-01), pages 815 - 822, XP001624549 *
SOHN ET AL.: "Development of a Synthetic Substrate for the in vitro Performance Testing of Sunscreens", SKIN PHARMACOL PHYSIOL, vol. 30, 2017, pages 159 - 170
SOHN ET AL.: "In vitro water resistance testing using SPF simulation based on spectroscopic analysis of rinsed sunscreens", INT J COSMET SCI, no. 130328-22-2, 2018

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