COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND TITANIUM DIOXIDE
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into titanium dioxide compositions addresses ROS generation, enhancing UV protection and skin safety in sunscreens.
Patent Information
- Application Number
- FR2024003230
- Authority / Receiving Office
- FR · FR
- Patent Type
- Utility models
- Current Assignee / Owner
- Filing Date
- 2024-03-29
- Publication Date
- 2025-10-03
- Estimated Expiration
- 2034-03-29
AI Technical Summary
Existing sunscreen compositions containing titanium dioxide face challenges in reducing reactive oxygen species (ROS) generation upon UV irradiation, which can degrade ingredients and harm the skin, while maintaining good aesthetics and UV protection.
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into compositions with titanium dioxide to inhibit ROS generation and enhance UV shielding properties, thereby improving skin safety and appearance.
The combination of titanium dioxide and BEMT reduces ROS production, maintains effective UV protection, and minimizes skin damage, providing a stable and aesthetically pleasing sunscreen formulation.
Abstract
Description
Title of the invention: COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND TITANIUM DIOXIDE FIELD OF THE INVENTION
[0001] The present disclosure relates to compositions comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: bis-ethylhexyloxyphenol methoxyphenyl triazine) and titanium dioxide, as well as methods of making and using such compositions. DISCUSSION OF THE CONTEXT
[0002] Radiation with wavelengths between 290 nm and 400 nm allows tanning of the human epidermis, while radiation with wavelengths between 290 and 320 nm, called UVB rays, hinders the development of a natural tan. Exposure is also likely to cause a detrimental change in the biomechanical properties of the epidermis, which results in the appearance of wrinkles leading to premature aging of the skin (i.e., photoaging).
[0003] UVA rays with wavelengths between 320 and 400 nm penetrate deeper into the skin than UVB rays. UVA rays cause immediate and persistent browning of the skin. Daily exposure to UVA rays, even for a short time, under normal conditions can damage collagen fibers and elastin, resulting in a change in the skin's microrelief, the appearance of wrinkles and uneven pigmentation (spots, uneven skin tone).
[0004] Numerous studies show the need for effective protection against UVA and UVB to prevent sunburn, photoaging, and the like.
[0005] In order to obtain a high protection product, it is generally necessary to combine a large number of sunscreens and / or a large quantity of UV filters to achieve high levels of filtration efficiency.
[0006] However, high levels of UV filters do not lend themselves to easy development of compositions having a stabilized and pleasant texture.
[0007] Bemotrizinol is a known UV material that may have a photostabilizing effect on other photosensitive UV filters (see Benevenuto, C. et al. Eur. J. Pharm. Sci. https: / / doi.Org / 10.1016 / j.ejps.2014.12.007).
[0008] Titanium dioxide is a known mineral UV filter used in personal care compositions for photoprotective efficacy. Titanium dioxide is not photosensitive. However, titanium dioxide suffers from a limitation when used in sunscreens regarding the potential for reactive oxygen species (ROS) generation upon irradiation with UV light. ROS generated by irradiating titanium dioxide with UV light on the skin can have negative consequences, leading to the degradation of other ingredients in a sunscreen formula or damage to the skin.
[0009] There remains a need in the art for improved compositions containing titanium dioxide that can counter the potential of titanium dioxide to generate ROS upon irradiation with UV light, while maintaining good aesthetics and UV protective properties.
[0010] Accordingly, one aspect of the present disclosure is a composition exhibiting reduced generation of ROS by titanium dioxide when irradiated with UV light in addition to possessing good aesthetics and UV protective properties.
[0011] Another aspect of the present disclosure is a composition exhibiting reduced generation of ROS by titanium dioxide when irradiated with UV light in addition to possessing good UV shielding properties and leaving little or no white cast when applied to the skin. Summary of the invention
[0012] The present disclosure relates to compositions comprising titanium dioxide and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol). Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective to reduce or inhibit the generation of ROS upon irradiation of titanium dioxide with UV light.
[0013] The present disclosure also relates to methods for treating, caring for, protecting, improving the appearance and / or making up a keratinous material comprising the application of compositions of the present disclosure to a keratinous material in an amount sufficient to treat the keratinous material, take care of it, improve its appearance and / or make it up.
[0014] The present disclosure also relates to methods of reducing or inhibiting ROS generation by irradiating titanium dioxide with UV light in compositions comprising titanium dioxide, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to reduce or inhibit ROS generation by irradiating titanium dioxide with UV light.
[0015] The present disclosure also relates to methods of manufacturing com positions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide in the compositions during formation of the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions during formation of the compositions in an amount effective to reduce or inhibit the generation of ROS upon irradiation of titanium dioxide with UV light.
[0016] It should be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and do not limit the disclosure. DETAILED DESCRIPTION OF THE INVENTION
[0017] In the following description and the claims appended thereto, it is to be understood that the terms used have their ordinary and customary meanings in the art, unless otherwise specified.
[0018] “Approximately” as used herein means within 10% of the number indicated (e.g. “about 10%” means 9% to 11% and “about 2%” means 1.8% to 2.2%.
[0019] “A” or “an” as used herein means “at least one”
[0020] “At least one” means one or more and therefore includes components in individual as well as mixtures / combinations.
[0021] As used herein, all proposed ranges are intended to include each specific point and range within the given ranges, as well as combinations of subranges therebetween. Thus, a range of 1 to 5 specifically includes integers in the range 1, 2, 3, 4, and 5, as well as subranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., as well as all fractional numbers in the range such as 1.2, 2.3, 3.4, etc., and subranges including these fractional numbers such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc.
[0022] "Reactive oxygen species" or "ROS" as used herein are molecules containing at least one oxygen atom and one or more unpaired electrons. Examples of reactive oxygen species may include, but are not limited to, singlet oxygen, superoxide anions, per-hydroxyl radicals, or hydroxyl radicals.
[0023] “Film former”, “film-forming polymer” or “film-forming agent” as used herein means a polymer or resin that is capable of leaving a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, been absorbed into, and / or dissipated on the substrate.
[0024] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as hydrogen atoms or chlorine atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups and polysiloxane groups. The substituent(s) may be further substituted.
[0025] “Volatile,” as used herein, means having a flash point less than about 115°C.
[0026] “Non-volatile,” as used herein, means having a flash point greater than about 115°C.
[0027] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0028] “Exempt” or “substantially free” or “devoid of” as used herein means that although it is preferred that no amount of the specific component be present in the composition, it is possible for there to be very small amounts thereof in the compositions of the disclosure provided that such amounts do not materially affect at least one, preferably most, of the advantageous properties of the compositions of the disclosure. Thus, for example, "oil-free" means that an effective amount (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that oil(s) is / are present in amounts not greater than 0.1% by weight, and "oil-free" means that oil(s) is / are present in amounts not greater than 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph such as, for example, specific UV filters and / or surfactants (the compositions of the disclosure that are “free of oxybenzone and / or octinoxate,” “substantially free of oxybenzone and / or octinoxate,” and “free of oxybenzone and / or octinoxate,” as well as “free of surfactants,” “substantially free of surfactants,” and “free of surfactants” have meanings consistent with the discussion in this paragraph), even if not specifically discussed for each ingredient identified in the application. Discussed examples of the use of such language such as those in this paragraph are intended to be provided by way of example, not limitation.
[0029] “UV filters” as used herein means approved sunscreen active agents by a government regulatory agency such as the Food and Drug Administration (FDA) in the United States or the European Commission in Europe and includes organic UV filters such as avobenzone, octocrylene, benzophenones, benzotriazoles and merocyanines, as well as mineral UV filters, e.g. inorganic oxides such as zinc oxide (ZnO) and titanium dioxide (TiO2).
[0030] “Anhydrous” as used herein means that the compositions of the disclosure contain less than 3% water, which means that the compositions may also contain less than 2% water, and less than 1% water, as well as be “water-free”, “substantially water-free” and “water-free”, as defined above.
[0031] “Primary particle” as used in connection with the description of UV filters minerals here refers to inorganic or organic particles (structures) that can be held together by molecular or atomic bonding to form a mineral UV filter.
[0032] “Primary particle size” means the size of a non-aggregated primary particle in a mineral UV filter.
[0033] “Keratinous materials” means nails (fingernails and / or toenails), skin such as the body, face and eye area, scalp, keratinous fibers such as eyelashes, eyebrows and hair, and mucous membranes such as the lips.
[0034] “Physiologically acceptable” or “aesthetically pleasing” means compatible with keratinous materials and having a pleasant color, odor and feel, and which does not cause unacceptable discomfort (tingling or tightness) likely to discourage a consumer from using the composition.
[0035] “UV protection efficiency” or “filtering efficiency” in the context of this disclosure, is evaluated from one or more factors SPF, FPUVA, critical wavelength and UVA-l / UV ratio.
[0036] "SPF" (Sun Protection Factor) measures the level of protection against erythema provided by a composition. The SPF value corresponds to the ratio between the minimum erythema dose (MED) measured on skin covered with the composition and the MED measured on bare skin. The term "SPF" is known in the art of sunscreens and is defined, for example, in A new substrate to measure sunscreen protection factors throughout the ultraviolet spectrum, J. Soc. Cosmet. Chem., 40, 127-133 (May / June 1989).
[0037] The SPF (Sun Protection Factor) assessment can be carried out, for example, in vitro with a Labsphere spectrophotometer (North Sutton, NH, USA). In such an assessment, the plate is the material onto which the composition under test is applied. For such an assessment, polymethyl methacrylate (PMMA) plates can be used. An example of an acceptable protocol is currently undergoing ISO accreditation as ISO Committee Draft 23675.
[0038] The evaluation of the sun protection factor (SPF) can also be carried out in vivo in accordance with ISO 24444:2019 protocol “Cosmetics - Sunscreen test methods - In vivo determination of sun protection factor (SPF).” In addition, it may be determined in accordance with FDA protocols as described in “Labeling and Effectiveness Testing; Sunscreen Drug Products for Over-the-Counter Human Use” published in the US Federal Register on 07 / 05 / 2011 (https: / / www.federalregister.gOv / d / 2011-14766); 21 CFR Part 352 Subpart D § 352.72, as updated and revised by the 2011 publication in the Federal Register.
[0039] “UVA Protection Factor” (UPF) refers to an index characterizing the UVA protection provided by a composition. For example, the UPF may be measured in vivo in accordance with the “PPD” (Persistent Pigment Darkening) method of the ISO-24442:2022 protocol, measuring skin color observed 2 to 4 hours after UVA exposure. It may also be determined in accordance with FDA protocols, as described in 21 CFR Part 352 Subpart D § 352.72 as discussed above in connection with SPF.
[0040] The assessment of UVA protection can also be measured in vitro with the Labsphere® spectrophotometer under conditions such as those mentioned above in relation to SPF. The ISO 24443:2021 protocol describes such an in vitro method.
[0041] The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, the broad spectrum test procedures include the determination of the UVA1 / UV ratio as described in "Sunscreen Drug Products for Over-the-Counter-Human-Use" published in the Federal Register https: / / www.federalregister.gov / documents / 2019 / 02 / 26 / 2019-03Q19 / sunscreen-drug-pr oducts-for-over-the-counter-human-use. » In the test described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection provided by the sunscreen product against UVA1 (340-400 nm) and the protection against total UV radiation (UVB and UVA at 290-400 nm) calculated from the absorbance curve. This UVA1 / UV ratio would represent the product's score in the in vitro test.
[0042] According to the present disclosure, the compositions of the present disclosure preferably have one or more of the following properties:
[0043] The compositions have a critical wavelength, as determined by FDA critical wavelength procedures, of at least 370 nm;
[0044] The compositions have an SPF value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0045] The compositions have an FPUVA / SPF ratio of at least 1 / 3, and preferably at least 2 / 5; and / or
[0046] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more, and preferably 0.8 or more.
[0047] The "makeup result" as used herein relates to the visual impact of a composition when applied to a keratinous material such as skin. The makeup result may relate to the apparent color of the product after application to a keratinous material or an optical effect such as shine, the blurring of fine lines and imperfections, or a concealing effect on pores or defects after application of the product to the keratinous material.
[0048] “Long-lasting” as used herein refers to compositions where the color or other apparent properties remain the same or substantially the same as at the time of application, as seen with the naked eye, after an extended period of time, or after a particular stress event such as immersion in water or rubbing. “Long-lasting” may be evaluated by assessing long-lasting properties by any method known in the art for assessing such properties. For example, long-lasting may be evaluated by a test involving the application of a composition to a keratinous material such as skin and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately following application to a keratinous material such as skin, and these characteristics may then be re-evaluated and compared after a period of time.In addition, these characteristics can be evaluated relative to other compositions, such as commercially available compositions. “Long wear” can also be evaluated using in vitro methods on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as color, transparency, or in vitro SPF can be evaluated before and after a period of time or a stressor such as immersion in water, incubation at elevated temperatures, or the application of an abrasive technique.
[0049] “Natural” as in the expression “natural compound” means any compound derived directly from a natural substance such as a plant without undergoing chemical modification.
[0050] “Naturally occurring compound” means any compound derived from a naturally occurring compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.
[0051] “Synthetic compound” means any compound that is neither a natural compound nor a compound of natural origin.
[0052] “Room temperature” means approximately 20 to 25°C.
[0053] “Atmospheric pressure” means about 760 mmHg, i.e. about 105 pascals.
[0054] “UV filter” and “sunscreen agent” are used interchangeably in this request.
[0055] “UV efficacy” and “UV protection” are used interchangeably interchangeable in this application.
[0056] The compositions and methods of the present disclosure may comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the UV (ultraviolet) absorbing system of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine in combination with titanium dioxide with oxides of iron, zinc, and / or cerium, and / or one or more organic UV filters.
[0057] For the purposes of the present disclosure, the “fundamental and novel property” associated with compositions, components and methods which “consist essentially of” identified ingredients or actions is “the reduction of ROS generation by irradiation of titanium dioxide-containing compositions with UV light”.
[0058] “Reduction of ROS generation by UV irradiation of compositions containing titanium dioxide” and “inhibition of ROS generation by UV irradiation of titanium dioxide” as used herein mean that the measurable amount of ROS or the measurable amount of ROS effect generated by UV irradiation of a composition containing titanium dioxide is reduced. Methods for measuring ROS and the effects of ROS in cells and in vivo are summarized, for example, in Murphy et al Va / Metab 4, 651-662 (2022). (https: / / doi.org / 10.1038 / s42255-022-00591-z). Examples of analytical methods that can be used to determine the level of ROS generated in vitro include HORAC, ORAC, FRAP, DPPH and other assays that are summarized in Hadjipavlou-Litina, D. Int J. Mol. Sci. 22(6), 3380 (2021). (https: / / doi.org / 10.3390%2Fijms22073380).
[0059] “Photosensitive” as used herein means a substance which, upon irradiation with sunlight or UV light, may lead to decomposition of the substance via a photochemical reactive pathway. For example, irradiating a sunscreen formulation containing a photosensitive substance with UV light may reduce the amount of said photosensitive substance contained in the sunscreen formulation after irradiation with sunlight or UV light.
[0060] “Photosensitization” as used herein means a substance which, upon ir radiation with sunlight or UV light, may lead to the creation of a reactive species or lead to irritation or reactions that may lead to the breakdown of other ingredients in a formulation. The photosensitizing substance, also called "photosensitizer", should not be destroyed in the process. For example, a photosensitizing substance may cause a UV filter present in the sunscreen formulation to break down at a higher rate or in a greater amount than would have occurred in the same sunscreen formulation without the photosensitizing substance present.
[0061] “Photostabilizer” as used herein means a substance capable of neutralizing reactive species that may result from irradiating another substance with sunlight or UV light. For example, a sunscreen formulation containing a photosensitive substance and also containing a photostabilizing substance may exhibit slower or less pronounced decomposition of the photosensitive substance compared to the same sunscreen formulation containing the photosensitive substance and not containing the photostabilizing substance. As a further example, a composition containing a photosensitizer and also containing a photostabilizing substance may exhibit a lower amount of ROS after irradiation with UV light compared to the same composition containing the photosensitizer and not containing the photostabilizing substance.
[0062] The compositions of the present disclosure may be in any form suitable for use as a personal care composition, such as a stick, paste, cream, lotion, anhydrous composition, emulsion (oil in water, water in oil, multiple emulsion such as water in oil in water), nanoemulsion, gel, liquid, solid, etc. These compositions may be used for any personal care purpose in cosmetic and / or dermatological products such as, for example, sunscreen, foundation, lip balms, lipsticks, concealers, mascaras, leave-in hair products, eye shadows, powders, etc.
[0063] Reference is made herein to trade names of materials including, but not limited to, polymers and optional components. The materials are not intended to be limited to those described and referenced herein by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different catalog name or (reference) number) to those referenced by a trade name may be substituted and used in the methods described and claimed herein.
[0064] All percentages and ratios are, unless otherwise indicated, calculated by weight. All percentages are, unless otherwise indicated, calculated based on the total weight of a composition. All levels of component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources.
[0065] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COMPOSITION Titanium dioxide
[0066] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system comprising titanium dioxide (TiO2) are provided. The titanium dioxide may be in any form (e.g., amorphous or crystallized as rutile or anatase).
[0067] Preferably, the average primary particle size of the titanium dioxide is from 1 nm to 500 nm, preferably from 5 nm to 250 nm, preferably from 10 nm to 100 nm, and preferably from 20 nm to 50 nm, including all intermediate ranges and sub-ranges such as, for example, 25 nm to 40 nm, 10 nm to 75 nm and 15 nm to 150 nm. Optionally, however, the titanium dioxide may be present as a pigment (pigmentary titanium dioxide) which typically has an average primary particle size much larger than 500 nm.
[0068] Titanium dioxide may be treated (coated) or untreated. Treated compounds are compounds that have undergone one or more surface treatments of a chemical, electronic, mechanochemical and / or mechanical nature with compounds as described, for example, in Cosmetics & Toiletries, February 1990, Vol. 105, pp. 53-64, such as amino acids, beeswax, fatty acids, fatty alcohols, anionic surfactants, lecithins, sodium, potassium, zinc, iron or aluminum salts of fatty acids, metal alkoxides (titanium or aluminum), polyethylene, silicones, proteins (collagen or elastin), alkanolamines, silicon oxides, metal oxides, sodium hexametaphosphate, alumina or glycerol.
[0069] The treated compounds may be, for example, titanium oxides treated with: • silica and alumina, such as the products “Microtitanium Dioxide MT 500 SA” and “Microtitanium Dioxide MT 100 SA” from the company Tayca, and the products “Tioveil Fin”, “Tioveil OP”, “Tioveil MOTG” and “Tioveil IPM” from the company Tioxide; • alumina and aluminum stearate, such as the product “Microtitanium Dioxide MT 100 S” from the company Tayca; • alumina and aluminum laurate, such as the product “Microtitanium Dioxide MT 100 S” from the company Tayca; • iron oxide and iron stearate, such as the product “Micro titanium Dioxide MT 100 F” from the company Tayca; • silica, alumina and silicone, such as the products “Microtitanium Dioxide MT 100 SAS”, “Microtitanium Dioxide MT 600 SAS” and “Microtitanium Dioxide MT 500 SAS” from the company Tayca; • sodium hexametaphosphate, such as the product “Micro titanium Dioxide MT 150 W” from the company Tayca; • Toctyltrimethoxysilane, such as the product “1-805” from the company Degussa; • alumina and stearic acid, such as the product “UVT-M160” from the company Kemira; • alumina and glycerol, such as the product “UVT-M212” from the company Kemira; • alumina and silicone, such as the product “UVT-M262” from the company Kemira; • Toctyltrimethylsilane, such as the product sold under the trade name “1805” by the company Degussa Silices; • polydimethylsiloxane, such as the product sold under the trade name “70250 Cardre UF TiO2SI3” by the company Cardre; and • polydimethylhydrogensiloxane, such as the product sold under the trade name “Microtitanium Dioxide USP Grade Hydrophobe” by the company Color Techniques.
[0070] Uncoated titanium oxide is sold, for example, by the company Tayca under the trade names “Microtitanium Dioxide MT 500 B” or “Microtitanium Dioxide MT 600 B”, by the company Degussa under the name “P 25”, by the company Wackher under the name “Transparent titanium oxide PW”, by the company Myoshi Kasei under the name “UFTR”, by the company Tomen under the name “ITS” and by the company Tioxide under the name “Tioveil AQ”.
[0071] Preferably, titanium dioxide is present in compositions of the present disclosure in an amount of at least about 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, with the upper end of the range of titanium dioxide present preferably being about 35% by weight (e.g., about 5-40%, about 10-40%, about 12-40%, etc.), preferably about 30% by weight (e.g., about 5-30%, about 10-30%, about 12-30%, etc.), preferably about 25% by weight (e.g., about 5-25%, about 10-25%, about 12 to 25%, etc.), and preferably about 20% by weight (e.g., about 5 to 20%, about 10 to 20%, about 12 to 20%, about 5 to 25%, etc.), all weights being based on the total weight of the composition. B is-ethylhexyloxyphenol methoxyphenyl triazine
[0072] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system comprising 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are provided.
[0073] According to preferred embodiments, the UV absorbing system comprises at least 5% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 15% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 20% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 30% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 40% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 50% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 70% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 80% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, and preferably at least 90% by weight bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights based on the total weight of the UV absorbing system.The “UV absorbing system” contains all the organic UV filters and / or all the mineral UV filters present in the composition.
[0074] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an amount effective for UV absorption such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8% by weight, and from about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, from about 4.5% to about 10% by weight, and from about 1% to about 8% by weight, from about 1% to about 6% by weight, from about 5.5% to about 8% by weight, from about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition.
[0075] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an amount effective for reducing or inhibiting the generation of ROS upon UV irradiation of titanium dioxide such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8%, and from about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, from about 4.5% to about 10% by weight, and from about 1% to about 8% by weight, from about 1% to about 6% by weight, from about 5.5% to about 8% by weight, from about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the com position. Typically, the amount of reduction or inhibition of ROS generation by UV irradiation of titanium dioxide provided by bis-ethylhexyloxyphenol methoxyphenyl triazine can be affected by the relative amounts of titanium dioxide and bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition. The more bis-ethylhexyloxyphenol methoxyphenyl triazine present in a composition, the greater the reduction or inhibition of ROS generation by UV irradiation of titanium dioxide. Similarly, the less titanium dioxide present in the composition, the lower the ROS generation by UV irradiation of titanium dioxide, particularly in embodiments in which higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present in the composition.
[0076] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide are present in the compositions of the present disclosure in a weight % ratio preferably of about 10:1 to about 1:10, preferably of about 5:1 to about 1:5, preferably of about 3:1 to about 1:3, and preferably of about 2:1 to about 1:2, including all intermediate ranges and sub-ranges, such as for example 5:1 to 2:1, 1:2 to 5:1, 8:1 to 1.5:1, 1:1.5 to 1:8, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of titanium dioxide present in the composition. Preferably, the compositions have a higher weight % of titanium dioxide than bis-ethylhexyloxyphenol methoxyphenyl triazine. Additional sunscreen agents
[0077] According to preferred embodiments of the present disclosure, compositions optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) selected from the group consisting of organic UV filters, zinc oxides, cerium oxides and mixtures thereof are provided.
[0078] The additional organic UV filter(s) may be hydrophilic or lipophilic. “Hydrophilic organic UV filter” means a water-soluble organic UV filter or a water-dispersible organic UV filter (in colloidal form). “Lipophilic organic UV filter” means a UV filter which is dissolved or dispersed in colloidal form in a liquid fatty phase.
[0079] Suitable organic UV filters may be chosen from the following non-exhaustive list of compounds: cinnamic compounds; anthranilate compounds; para-aminobenzoic acid compounds; salicylic compounds; di-benzoylmethane compounds; camphor compounds; benzophenone compounds; [3,[3-diphenylacrylate] compounds; triazine compounds other than Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine; benzotriazole compounds; benzalmalonate compounds including those cited in US patent 5,624,663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US 2,463,264; methylene bis(hydroxyphenyl benzo-triazole) compounds as described in applications US 5,237,071, US 5,166,355, GB2303549, DE 197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844; polymer filters and silicone filters such as those described in particular in application WO-93 / 04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds as described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof.Preferably, the lipophilic organic UV filters are selected from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other categories of compounds identified herein; and mixtures thereof.
[0080] Specific reference may be made to suitable salicylic compounds including homosalate (homomentyl salicylate), for example marketed under the trademark "Eusolex HMS" by Rona / EM Industries; and ethylhexyl salicylate, for example marketed under the trademark "Neo Heliopan OS" by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example marketed under the trademark "Dipsal" by Scher; and TEA salicylate, for example marketed under the trademark "Neo Heliopan TS" by Symrise.
[0081] Examples of suitable [3,[3-diphenylacrylate] compounds include octocrylene, for example marketed under the trademark "Uvinul N539" by BASF; and etocrylene, for example marketed under the trademark "Uvinul N35" by BASF.
[0082] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the trademark "Neo Heliopan MA" by Symrise.
[0083] Examples of dibenzoylmethane compounds include butyl methoxydibenzoylmethane, for example marketed under the trademark "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0084] Suitable cinnamic compounds include ethylhexyl methoxycinnamate, marketed for example under the trademark "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxy methoxycinnamate; isoamyl methoxycinnamate, marketed for example under the trademark "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxycinnamate); methoxycinnamate DEA; diisopropyl methylcinnamate and glyceryl ethylhexanoate dimethoxycinnamate.
[0085] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, for example sold under the trademark "Mexoryl SD" by Chimex; 4-methylbenzylidenecamphor, for example sold under the trademark "Eusolex 6300" by Merck; benzylidenecamphor sulfonic acid, for example sold under the trademark "Mexoryl SL" by Noveal; benzalkonium camphor methosulfate, for example sold under the trademark "Mexoryl SO" by Noveal; terephthalylidene dicamphor sulfonic acid, for example sold under the trademark "Mexoryl SX" by Noveal; and polyacrylamidomethyl benzylidenecamphor, for example sold under the trademark "Mexoryl SW" by Noveal.
[0086] Suitable benzophenone compounds include benzophenone-1 (2,4-dihydroxybenzophenone), such as that marketed under the trademark "Uvinul 400" by BASF; benzophenone-2 (tetrahydroxybenzophenone), such as that marketed under the trademark "Uvinul D50" by BASF; benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, such as that marketed under the trademark "Uvinul M40" by BASF; benzophenone-4 (hydroxymethoxybenzophonene sulfonic acid), such as that marketed under the trademark "Uvinul MS40" by BASF; benzophenone-5 (hydroxymethoxybenzophenone sodium sulfonate); benzophenone-6 (dihydroxy dimethoxy benzophenone); such as that marketed under the brand name “Helisorb 11” by Norquay; benzophenone-8, such as that marketed under the brand name “Spectra-Sorb UV-24” by American Cyanamid;benzophenone-9 (disodium dihydroxy dimethoxy benzophenonedisulfonate), such as that marketed under the trademark “Uvinul DS-49” by BASF; and benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the trademark UVINULA+ by BASF). ;
[0087] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the trademark "Uvasorb HEB" by Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine, bis-ethylhexyloxyphenol methoxyphenyl triazine, such as that marketed under the trademark "TINOSORB S" by BASF, and ethylhexyl triazone, such as that marketed under the trademark "UVINUL T150" by BASF.
[0088] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylpheno, branched and linear and those described in USP 5240975.
[0089] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate, and polyorganosiloxane comprising functional groups tional benzalmalonate, such as polysilicone-15, such as that marketed under the brand name “Parsol SLX” by Hoffmann-LaRoche.
[0090] Examples of benzimidazole compounds include, in particular, phenylbenzimidazole derivatives such as phenylbenzimidazole sulfonic acid, such as that marketed in particular under the trademark "Eusolex 232" by Merck, and disodium phenyl dibenzimidazole tetrasulfonate, such as that marketed under the trademark "Neo Heliopan AP" by Symrise.
[0091] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.
[0092] Examples of bis-benzoazolyl compounds include the compounds described in EP-669,323 and US Patent No. 2,463,264.
[0093] Suitable para-aminobenzoic acid compounds include PABA (p-aminobenzoic acid), ethyl PABA, ethyl dihydroxypropyl PABA, pentyl dimethyl PABA, ethylhexyl dimethyl PABA, such as that marketed under the trademark "Escalol 507" by ISP, glyceryl PABA and PEG-25 PABA, such as that marketed under the trademark "Uvinul P25" by BASF.
[0094] Suitable methylene bis-(hydroxyphenylbenzotriazol) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methyl-phenol] such as that marketed under the trademark "Mixxim BB / 200" by Fairmount Chemical, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], such as that marketed in micronized form in aqueous dispersion under the trademark "Tinosorb M" by BASF or under the trademark "Mixxim BB / 100" by Fairmount Chemical, and derivatives as described in U.S. Pat. Nos. 5,237,071 and 5,166,355, GB-2,303,549, DE-197 26 184, and EP-893 119, and drometrizole tri-siloxane, such as that marketed under the brand name “Silatrizole” by Rhodia Chimie or “Mexoryl XL” by L'Oréal.
[0095] Examples of benzoxazole compounds include 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the trademark Uvasorb K2A by Sigma 3V.
[0096] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.
[0097] Suitable α-alkylstyrene-derived dimers include the dimers described in DE-19855649.
[0098] Examples of 4,4-diarylbutadiene compounds include 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0099] According to preferred embodiments, the compositions of the present disclosure further comprise at least one additional organic UV filter selected from the group consisting of avobenzone (butyl methoxydibenzoylmethane), octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof. In such embodiments, the UV absorbing system may “consist of” or “consist essentially of” (1) bis-ethylhexyloxyphenol methoxyphenyl triazine and (2) at least one organic UV filter selected from the group consisting of avobenzone (butyl methoxydibenzoylmethane), octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof.
[0100] According to other preferred embodiments, however, the compositions of the present disclosure are "free", "substantially free" or "lacking", as defined above, one or more additional organic UV filters selected from the group consisting of avobenzone (butyl methoxydibenzoylmethane), octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate and octocrylene, preferably two or more, preferably three or more, preferably four or more, or preferably all five of these sunscreen agents.
[0101] According to preferred embodiments, the compositions of the present disclosure are “free”, “substantially free” or “lacking”, as defined above, one or more additional organic UV filters selected from the group consisting of OXYBENZONE (benzophenone-3), OCTINOXATE (ethylhexyl methoxycinnamate), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYL PHENOL, DIE-THYLAMINO HYDROXYBENZOYL HEXYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLY-SILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, PHENYL DIBENZL MIDAZOLE TETRASULFONATE DISODIUM, METHOXYPROPYLAMINO CY-CLOHEXENYLIDENE ETHOXYETHYLCYANOACETATE, preferably two or more, preferably three or more, preferably four or more, etc., and preferably “free”, “substantially free” or “devoid” of all such sunscreen agents.
[0102] According to preferred embodiments, the compositions of the present disclosure are "free", "substantially free" or "lacking", as defined above, OXYBENZONE (benzophenone-3) and / or OCTINOXATE (ethylhexyl methoxycinnamate).
[0103] If present in the compositions of the present disclosure, the at least one additional organic UV filter is preferably present in the compositions of the present disclosure in an amount of at least about 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, with the upper end of the range of additional UV filter present preferably being about 40% by weight (e.g., about 5 to 40%, about 10 to 40%, about 12 to 40%, etc.), preferably about 30% by weight (e.g., about 5 to 30%, about 10 to 30%, about 12 to 30%, etc.), preferably about 25% by weight (e.g., about 5 to 25%, about 10 to 25%, about 12 to 25%, etc.), and preferably about 20% by weight (e.g., about 5 to 20%, about 10 to 20%, about 12 to 20%, etc.), all weights being based on the total weight of the composition.
[0104] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.
[0105] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional organic UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.
[0106] According to preferred embodiments, the UV absorbing system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine and (2) titanium dioxide.
[0107] According to preferred embodiments, the UV absorbing system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) titanium dioxide and (3) zinc oxides and / or cerium oxides.
[0108] According to preferred embodiments, the UV absorbing system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) titanium dioxide and (3) additional organic UV filter(s) other than bis-ethylhexyloxyphenol methoxyphenyl triazine.
[0109] According to preferred embodiments, the present disclosure contemplates omitting one or more of the specific UV filters discussed above from the UV absorbing system of the compositions of the present disclosure. For example, octocrylene and / or octinoxate may be omitted from the compositions. A similar omission of one or several of the specific UV filters mentioned are thus considered. Oil
[0110] According to preferred embodiments of the present disclosure, compositions further comprising at least one oil are provided. "Oil" refers to a hydrophobic and lipophilic substance, and which is a liquid at about room temperature (20 to 25°C) and about atmospheric pressure (760 mm Hg).
[0111] Suitable oils include volatile and / or non-volatile oils. These oils may be any acceptable oil, including, but not limited to, silicone oils and / or hydrocarbon oils.
[0112] According to certain embodiments, the compositions of the present disclosure preferably comprise one or more volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils of 2 to 7 silicon atoms, wherein such silicones are optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that may be used include KF 96A with a viscosity of 6 cSt, a commercial product from Shin Etsu having a flash point of 94°C. Preferably, volatile silicone oils have a flash point of at least 40°C.
[0113] Non-limiting examples of volatile silicone oils are listed in Table 1 below.
[0114] [Table 1] Table 1 Compound Flash point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5) 55 2.5 Octamethylcyclotetrasiloxane 93 7 (cyclotetramethylsiloxane or D4) 63 1.7 Dodecamethylcyclohexasiloxane (D6) 94 6 Decamethyltetrasiloxane (L4) 56 1.5 Shin Etsu KF-96 A PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) Dow Corning 87 2 PDMS DC 200 (2cSt) from Dow Corning
[0115] Further, a volatile linear silicone oil may be employed in the present disclosure. Suitable volatile linear silicone oils include those described in U.S. Patent No. 6,338,839 and WO03 / 042221, the contents of which are incorporated herein by reference. In one embodiment, the volatile linear silicone oil is decamethyltetrasiloxane. In another embodiment, the decamethyltetrasiloxane is further combined with another solvent more volatile than the decamethyltetrasiloxane.
[0116] According to certain embodiments of the present disclosure, the composition preferably comprises one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters and volatile ethers. Examples of such volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof and in particular, C8-C16 branched alkanes such as C8-C16 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and for example, oils sold under the trademarks Isopar or Permethyl. Preferably, the volatile non-silicone oils have a flash point of at least 40°C.
[0117] Non-limiting examples of non-silicone volatile oils are given in Table 2 below.
[0118] [Table 2] Table 2 Compound Flash point (°C) Isododecane 43 Propylene glycol n-butyl ether 60 Ethyl 3-ethoxypropionate 58 Propylene glycol methyl ether acetate 46 Isopar L (Cn-Ci3 isoparaffin) 62 Isopar H (Cn-Ci2 isoparaffin) 56
[0119] According to certain embodiments of the present disclosure, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in the present disclosure include, but are not limited to, polar oils such as, for example: • esters and ethers, in particular fatty acids, such as oils of formula R1COOR2, in which RI represents the residue of a fatty acid having from 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or not, containing from 3 to 30 carbon atoms, such as for example Purcellin oil, isononyl isononanoate, myristate isopropyl, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxy stearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, fatty alcohol heptanoates, octanoates, decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate; triglycerides such as caprylic / capric acid triglycerides, for example, those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate; • ethers containing 10 to 40 carbon atoms; • liquid C8 to C261 fatty alcohols, for example oleyl alcohol, cetyl alcohol, stearyl alcohol, octyldodecanol and cetearyl alcohol; • hydrocarbon oils of animal origin, such as perhydrosqualene; • hydrocarbon oils of vegetable origin, such as triglycerides fatty acid liquids having from 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids, for example, sunflower oil, corn oil, soybean oil, cucurbit oil, grape seed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, ara oil, sunflower oil, castor oil, avocado oil, triglycerides of caprylic / capric acids, such as those sold by the company Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818, by the company Dynamit Nobel, coco-caprylate / caprate (esterified oil of coconut oil), jojoba oil, shea butter oil; and • their mixtures.
[0120] Further, examples of non-volatile oils that may be used in the present disclosure include, but are not limited to, non-polar oils such as branched and unbranched hydrocarbons, particularly Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydrosqualene, and mixtures thereof.
[0121] According to certain embodiments of the present disclosure, the compositions of the present disclosure comprise at least one non-volatile silicone oil. Suitable examples of such silicone oils include, but are not limited to, non-volatile silicone fluids such as, for example, polyalkyl (aryl) siloxanes. Suitable polyalkyl siloxanes include, but are not limited to, polydimethyl siloxanes, which have the CTFA designation dimethicone, polydiethyl siloxane, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, phenyldimethicone, phenyltrimethylsi-loxydiphenylsiloxane, diphenyldimethicone, and diphenylmethyldiphenyltrisiloxane, and the siloxanes disclosed in the US patent application publication No. 2004 / 0126350, the full disclosure of which is incorporated herein by reference. Specific examples of suitable high viscosity silicone oils include, but are not limited to, Wacker's 15 M 30 PCR (500 cSt) or Wacker's Belsil PDM 1000 (1000 cSt) and Dow Corning 200 (350 cSt) (values in parentheses represent viscosities at 25°C).
[0122] Particularly preferred oils include, but are not limited to, one or more of the following: diisopropyl sebacate, C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroyl sarcosinate, diisopropyl adipate, dibutyl adipate, dicaprylyl carbonate, dicaprylate / dicaprate, cocoglycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, coco caprylate / caprate, ethylhexyl palmitate, isononyl isononanoate, octyl dodecanol, isohexadecane, isododecane, dicaprylyl ether, C15-19 alkane and mixtures thereof.
[0123] According to preferred embodiments, the at least one oil is present in the compositions of the present disclosure in an amount ranging from about 1% to about 50% by weight, more preferably from about 5% to about 40% by weight, and most preferably from about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within these ranges such as, for example, 15% to 40%, 20% to 45%, etc. Aqueous Phase
[0124] The compositions of the present disclosure may also optionally contain water. When the compositions of the present disclosure contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of the present disclosure contain water, they are in the form of an emulsion containing an external aqueous phase such as an oil-in-water (O / W) emulsion or a water-in-oil-in-water (O / W / O) emulsion, or an emulsion containing an external oily phase such as a water-in-oil (W / O) emulsion or an oil-in-water-in-oil (O / W / O) emulsion. Preferably, when in the form of an emulsion, the oily phase may contain silicone oils (e.g., Si / W or W / Si emulsion) or hydrocarbon oils.Where present, water is preferably present in an amount of about 10% to about 80% by weight, preferably about 20% to about 70% by weight, preferably about 35% to about 65% by weight, including all intermediate ranges and sub-ranges, all weights being based on the total weight of the composition.
[0125] According to preferred embodiments, however, the compositions of the present disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of the present disclosure are anhydrous.
[0126] If present in compositions of the present disclosure, the aqueous phase may comprise at least one water-soluble organic solvent that is liquid at room temperature and atmospheric pressure. For example, such at least one water-soluble organic solvent may include: • triethyl citrate; • C1-C5 monohydric alcohols having a C1-C5 alkane chain and a single hydroxyl (OH) function. Suitable C1-C5 monohydric alcohols include methanol, ethanol, propanol, isopropanol, butanol and mixtures thereof; • polyols (compounds having 2 or more hydroxyl groups) having, for example, from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms, such as, for example, glycerol, diglycerol, propylene glycol, isoprene glycol, dipropylene glycol, butylene glycol, hexylene glycol, 1,3-propanediol, pentylene glycol, simple sugars and water-soluble polyalkylene glycols; • and their mixtures.
[0127] According to preferred embodiments, the at least one water-soluble organic solvent is selected from the group consisting of ethanol, dipropylene glycol, butylene glycol, propanediol and propylene glycol, and mixtures thereof.
[0128] Where appropriate, the water-soluble organic solvent(s) is (are) preferably present in the compositions of the present disclosure in an amount ranging from about 0.5 to about 40% by weight, preferably from about 3 to about 30% by weight, and most preferably from about 5% to about 20% by weight, based on the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Additional optional ingredients
[0129] Compositions of the present disclosure may also optionally further include at least one additive or auxiliary commonly used in cosmetic compositions and known to those skilled in the art as being capable of being incorporated into such compositions. Such additives or auxiliaries may be selected from film formers, coloring agents (e.g., dyes and pigments), waxes, thixotropic agents (e.g., clays), fillers, preservatives, perfumes, surfactants, antioxidants, free radical scavengers, spreading agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active ingredients selected from essential oils, moisturizing agents, vitamins, actives, proteins, ceramides, plant extracts, fibers and the like, wetting agents and mixtures thereof. However, preferably, the compositions of the present disclosure are “free”, “substantially free” or “devoid” of such additives.
[0130] A person skilled in the art will take care to choose the optional additional additives and / or their quantity so that the advantageous properties of the composition according to the disclosure are not, or not substantially, compromised by the intended addition.
[0131] It goes without saying that the composition of the disclosure must be cosmetically or dermatologically acceptable, i.e. it must contain a non-toxic, physiologically acceptable carrier. The composition may be in any dosage form normally employed in the cosmetic and dermatological fields which is suitable for topical administration as discussed above.
[0132] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) based on the total weight of the composition and further such as 0.1% to 50% by weight (where applicable), including all intermediate ranges and sub-ranges.
[0133] In accordance with the present disclosure, the compositions of the present disclosure may be a stand-alone product (for use alone), or they may be a product for use in conjunction with another composition, for example, it may be a base coat composition (makeup base), a color coat composition or a top coat composition (overcoat). It is to be understood that when compositions of the present disclosure are applied to keratinous materials in the form of any of such compositions, such application may comprise one or more layers of the product.Thus, for example, the application of at least one color coat composition may comprise one or more color coats; the application of the at least one topcoat composition may comprise one or more topcoats; and the application of the at least one basecoat composition may comprise one or more basecoat layers. Preferably, such basecoat, colorcoat, and topcoat compositions contain three or fewer layers of compositions, preferably two or fewer layers of compositions, and preferably a single layer of compositions.
[0134] During application of the compositions of the present disclosure, the base coat (if any) is typically applied directly to the keratinous material, the color coat is typically applied either directly to the keratinous material (if no base coat is present) or to a previously applied base coat, and the top coat (if any) is typically applied to a color coat.
[0135] According to preferred embodiments of the present disclosure, methods of treatment, protection, improvement of the appearance, care and / or makeup of keratinous materials by applying compositions of the present disclosure to the keratinous material in a quantity sufficient to treat the keratinous material, improve its appearance, take care of it and / or makeup it, are proposed.
[0136] Preferably, the "making up" of the keratinous material includes the application of a composition comprising at least one coloring agent to the keratinous material in an amount sufficient to provide color and / or an optical effect to the keratinous material.
[0137] Preferably, "protecting" the keratinous material includes applying a composition of the present disclosure to protect the keratinous material from damage resulting from exposure to UV rays.
[0138] In accordance with the preceding embodiments, the compositions of the present disclosure are applied topically to the keratinous material in an amount sufficient to treat, improve the appearance of, care for, and / or make up the keratinous material. The compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily, and then preferably allowed to dry before subjecting them to contact such as with clothing or other objects (e.g., clothing or a topcoat). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.
[0139] According to preferred embodiments of the present disclosure, methods of reducing or inhibiting the generation of ROS by irradiating titanium dioxide with UV light in compositions comprising titanium dioxide, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to reduce the generation of ROS by irradiating titanium dioxide with UV light are provided.
[0140] According to preferred embodiments of the present disclosure, methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide in the compositions during formation of the compositions are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions during formation of the compositions in an amount effective to reduce or inhibit the generation of ROS upon irradiation of titanium dioxide with UV light.
[0141] The present disclosure also contemplates kits and / or prepackaged materials suitable for consumer use containing one or more compositions according to the present disclosure, alone or in combination with other consumer care products such as makeup products such as base coats, top coats, makeup remover compositions, etc. The packaging and application device for any subject of the disclosure may be chosen and manufactured by persons skilled in the art on the basis of their general knowledge, and adapted according to the nature of the composition to be packaged. Indeed, the type of device to be used may be linked in particular to the consistency of the composition, in particular to its viscosity; it may also depend on the nature of the constituents present in the composition, such as the presence of volatile compounds.
[0142] Unless otherwise indicated, all numbers expressing amounts of ingredients, reaction conditions, etc., used in the patent specification and claims are to be understood as being modified in all cases by the term "about". Accordingly, unless otherwise indicated, the numerical parameters presented in the following patent specification and appended claims are approximations which may vary depending on the desired properties sought to be achieved by the present disclosure.
[0143] Although the numerical ranges and parameters defining the general scope of the disclosure are approximations, the numerical values indicated in the specific examples are reported as accurately as possible. However, any numerical value inherently contains certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the disclosure without, however, limiting its scope. Percentages are given on a weight basis. Example 1 INCI US FLUIDE SPF30 TOCOPHEROL 1,00 ALCOHOL DENAT. 7,00 WATER QS GLYCERIN 3,00 PENTYLENE GLYCOL 1,00 PROPANEDIOL 2,50 C12-15 ALKYL BENZOATE 2,00 HYDROXYETHYLCELLULOSE 0,05 ACRYLATES / C10-30 ALKYL ACRYLATE CROSSPOLYMER 1,00 C12-22 ALKYL ACRYLATE / HY- DROXYETHYLACRYLATE COPOLYMER 2,50 BEMOTRIZINOL 6,00 TITANIUM DIOXIDE 8,00 ISOPROPYL MYRISTATE 3,00 DIISOPROPYL ADIPATE 4,00 DIISOPROPYL SEBACATE 5,00 DICAPRYLYL CARBONATE 3,00 SILICA 5,00 PERLITE 1,00 TRIETHANOL AMINE QS TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,60 Exemple 2 INCI US LOTION SPF60 ISOPROPYL MYRISTATE 7,00 TOCOPHEROL 0,10 ALCOHOL DENAT. 5,00 WATER QS XANTHAN GUM 0,20 AVOBENZONE 5,00 SODIUM HYALURONATE 0,02 GLYCERIN 3,00 OCTISALATE 5,00 ACRYLATES / C10-30 ALKYL ACRYLATE CROSSPOLYMER 0,20 TRIETHANOL AMINE QS HOMOSALATE 10,00 CAPRYLYL GLYCOL 0,50 DIISOPROPYL SEBACATE 3,00 ACRYLATES COPOLYMER 2,00 BEMOTRIZINOL 6,00 PROPANEDIOL 3,00 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,31 OXIDIZED STARCH ACETATE 1,00 COPERNICIA CERIFERA (CARNAUBA) WAX 1,00 ENSULIZOLE 3,00 C12-22 ALKYL ACRYLATE / HY- DROXYETHYLACRYLATE COPOLYMER 1,00 TITANIUM DIOXIDE 3,00 Exemple 3 INCI US CRÈME TEINTÉE SPF50 STEARIC ACID 2,00 TOCOPHEROL 1,00 DIPROPYLENE GLYCOL 2,11 GLYCERYL STEARATE (and) PEG-100 STEARATE 1,50 ALCOHOL DENAT. 3,00 GLYCERIN 4,00 XANTHAN GUM 0,10 POTASSIUM CETYL PHOSPHATE 1,00 CARBOMER 0,30 TITANIUM DIOXIDE 8,00 WATER QS MICA (and) BARIUM SULFATE (and) TITANIUM DIOXIDE 3,36 CETYL ALCOHOL 0,70 PROPYLENE GLYCOL 3,60 TRIETHANOL AMINE 2,48 CAPRYLYL GLYCOL 0,30 TROMETHAMINE 0,25 ACRYLAMIDE / SODIUM ACRYLOYLDIME-THYLTAURATE COPOLYMER (and) ISOHEXADECANE (and) POLYSORBATE 80 0,50 PAEONIA SUFFRUTICOSA ROOT EXTRACT 0,20 THERMUS THERMOPHILLUS FERMENT 0,10 BEMOTRIZINOL 5,00 SODIUM COCOYL SARCOSINATE 1,00 BUTYLENE GLYCOL (and) BUTYROSPERMUM PARKII (SHEA) SEEDCAKE EXTRACT 0,25 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,15 SQUALANE 4,50 IRON OXIDES 0,05 IRON OXIDES 0,04 Exemple 4
[0147] [Tableauxô] INCI US BÂTONSPF50 RICINUS COMMUNIS (CASTOR) SEED OIL QS TITANIUM DIOXIDE 8,00 ISOPROPYL PALMITATE 17,00 BUTYROSPERMUM PARKII (SHEA) BUTTER 2,00 AVOBENZONE 3,00 TOCOPHEROL 1,00 ISOHEXADECANE 7,00 THEOBROMA CACAO (COCOA) SEED BUTTER 2,00 OCTOCRYLENE 3,50 POLYETHYLENE 14,00 BEMOTRIZINOL 5,00 PARAFFIN (and) MICROCRYSTALLINE WAX (and) SYNTHETIC WAX 4,00 IRON OXIDES 0,02 IRON OXIDES 0,01
Claims
Claims
1. A composition comprising bemotrizinol and titanium dioxide, wherein bemotrizinol is present in the compositions in an amount effective to reduce or inhibit the generation of reactive oxygen species upon irradiation of titanium dioxide with UV light.
2. A composition according to claim 1, wherein the composition has: - a critical wavelength of at least 370 nm; - an FPUVA / SPF ratio of at least 1 / 3; and / or - a UVA1 / UV ratio of 0.7 or more.
3. A composition according to any preceding claim, wherein the composition also has an SPF value of at least 30.
4. A composition according to any preceding claim, wherein the titanium dioxide is present as pigmentary titanium dioxide.
5. A composition according to any preceding claim, wherein the composition comprises 10% or less by weight relative to the total weight of the composition of additional UV filters, preferably 10% or less by weight relative to the total weight of the composition of additional organic UV filters.
6. A composition according to any preceding claim, wherein the composition is anhydrous.
7. Composition according to any one of the preceding claims, in the form of an emulsion.
8. Composition according to any one of the preceding claims, further comprising at least one coloring agent.
9. A composition according to any preceding claim, further comprising at least one active agent.
10. A method of reducing or inhibiting the generation of reactive oxygen species by irradiating titanium dioxide with UV light in compositions comprising titanium dioxide, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to reduce or inhibit the generation of reactive oxygen species by irradiating titanium dioxide with UV light.
Citation Information
Patent Citations
cosmetic and dermatological light protection formulations containing bis-resorcinyltriazine derivatives and benzoxazole derivatives
DE10162844A1
Oil-in-water or multiple emulsion with high concentration of suspended UVB filter
DE19726184A1
Use of 4,4-di:aryl-butadiene derivatives as photostable UV filter compounds
DE19746654A1
Use of 4,4-diarylbutadienes as photostable UV filters in cosmetics
DE19755649A1
dimeric alpha-alkyl styrene derivatives as photostable UV filters in cosmetic and pharmaceutical preparations
DE19855649A1