COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND TITANIUM DIOXIDE
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine into sunscreen compositions addresses the issue of ROS generation by titanium dioxide, enhancing UV protection and aesthetics, and preventing skin damage.
Patent Information
- Authority / Receiving Office
- FR · FR
- Patent Type
- Utility models
- Current Assignee / Owner
- LOREAL SA
- Filing Date
- 2024-03-29
- Publication Date
- 2026-04-10
AI Technical Summary
Existing sunscreen compositions containing titanium dioxide face challenges in reducing reactive oxygen species (ROS) generation upon UV irradiation, which can lead to skin damage and degradation of other ingredients, while maintaining good aesthetics and UV protection properties.
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into sunscreen compositions to inhibit ROS generation by titanium dioxide upon UV exposure, thereby enhancing UV protection and maintaining a stable, aesthetically pleasing texture.
The compositions effectively reduce ROS generation by titanium dioxide under UV light, providing improved UV protection and preventing skin damage, while maintaining a pleasant texture and minimizing white residue.
Abstract
Description
Title of the invention: COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND TITANIUM DIOXIDE FIELD OF INVENTION
[0001] This 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 processes for manufacturing and using such compositions. DISCUSSION OF THE CONTEXT
[0002] Radiation with wavelengths between 290 nm and 400 nm allows the human epidermis to tan, while radiation with wavelengths between 290 and 320 nm, known as UVB rays, hinders the development of a natural tan. Exposure is also likely to cause detrimental changes in the biomechanical properties of the epidermis, resulting in the appearance of wrinkles and leading to premature skin aging (i.e., photoaging).
[0003] UVA rays with wavelengths between 320 and 400 nm penetrate the skin more deeply than UVB rays. UVA rays cause immediate and persistent tanning of the skin. Daily exposure to UVA rays, even for a short period, under normal conditions can damage collagen and elastin fibers, resulting in changes 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 the easy development of compositions having a stabilized and pleasant texture.
[0007] Bemotrizinol is a known UV material that can 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 has a limitation when used in sunscreens regarding its potential to generate reactive oxygen species (ROS) upon irradiation with UV light. The 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 skin damage.
[0009] There remains a need in art for improved compositions containing titanium dioxide that can counteract the potential of titanium dioxide to generate ROS when irradiated with UV light, while maintaining good aesthetics and UV protection properties.
[0010] Accordingly, one aspect of the present disclosure is a composition exhibiting reduced ROS generation by titanium dioxide when irradiated by UV light in addition to possessing good aesthetics and good UV protection properties.
[0011] Another aspect of the present disclosure is a composition exhibiting reduced ROS generation by titanium dioxide when irradiated by UV light, in addition to possessing good UV protection properties and leaving little or no white residue when applied to the skin. Summary of the invention
[0012] This disclosure relates to compositions comprising titanium dioxide and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol). Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective in reducing or inhibiting the generation of ROS by irradiation of titanium dioxide with UV light.
[0013] This disclosure also relates to processes for the treatment, care, protection, enhancement of appearance and / or makeup of keratinous material, including the application of compositions of this disclosure to keratinous material in sufficient quantity to treat the keratinous material, care for it, enhance its appearance and / or make it up.
[0014] This disclosure also relates to methods for reducing or inhibiting ROS generation by irradiation of titanium dioxide with UV light in compositions comprising titanium dioxide, wherein the methods include adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during the formation of the compositions in an amount sufficient to reduce or inhibit ROS generation by irradiation of titanium dioxide with UV light.
[0015] This disclosure also relates to manufacturing processes for com Positions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide in the compositions during the formation of the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions during the formation of the compositions in an amount effective in reducing or inhibiting the generation of ROS by irradiation of titanium dioxide with UV light.
[0016] It must be understood that both the preceding general description and the following detailed description are merely illustrative and explanatory and do not limit disclosure. DETAILED DESCRIPTION OF THE INVENTION
[0017] In the following description and the claims annexed thereto, it shall be understood that the terms used have their ordinary and usual meanings in the art, unless otherwise specified.
[0018] “Approximately” as used here means to within 10% of the number indicated (for example "approximately 10%" means from 9% to 11% and "approximately 2%" means from 1.8% to 2.2%.
[0019] “A” or “an” as used here means “at least one”
[0020] “At least one” means one or more and therefore includes components in individual products 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 intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes the integers in the range 1, 2, 3, 4 and 5, as well as sub-ranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., and all fractional numbers in the range such as 1,2, 2,3, 3,4, etc., and sub-ranges including these fractional numbers such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc.
[0022] The "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-forming”, “film-forming polymer” or “film-forming agent” as used herein refers to 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-forming agent has evaporated, been absorbed into the substrate and / or dissipated on it.
[0024] “Substitute” as used herein means comprising at least one substitute. Non-limiting examples of substituents include atoms, such as hydrogen 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 also be substituted.
[0025] “Volatile”, as used herein, means having a flash point less than about 115 °C.
[0026] “Non-volatile”, as used here, means having a flash point greater than approximately 115 °C.
[0027] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0028] “Exempt” or “substantially exempt” or “devoid of” as used herein This means that although it is preferable for no quantity of the specific component to be present in the composition, it is possible for very small quantities of it to be present in the compositions of the disclosure, provided that these quantities 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 quantity (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 one or more oils are present in quantities not exceeding 0.1% by weight, and "oil-free" means that one or more oils are present in quantities not exceeding 0.25% by weight, relative to 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 in the disclosure that are "free of oxybenzone and / or octinoxate," "substantially free of oxybenzone and / or octinoxate," and "devoid of oxybenzone and / or octinoxate," as well as "free of surfactants," "substantially free of surfactants," and "devoid of surfactants" have meanings consistent with the discussion in this paragraph), even if they are not specifically mentioned for each ingredient identified in the application. The examples mentioned 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 active sunscreen 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 merocyanins, as well as mineral UV filters, for example inorganic oxides such as zinc oxide (ZnO) and titanium dioxide (TiO2).
[0030] “Anhydrous” as used here means that the compositions of the disclosure contain less than 3% water, which means that compositions may also contain less than 2% water, and less than 1% water, as well as being "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 lips.
[0034] “Physiologically acceptable” or “aesthetically pleasing” means compatible with keratinous materials and having a pleasant color, smell and feel, and which does not cause unacceptable discomfort (tingling or pulling) 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 FPS, FPUVA, critical wavelength and UVA-l / UV ratio.
[0036] The "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 erythematous 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 evaluation of the SPF (Sun Protection Factor) can be carried out, for example, in vitro with a spectrophotometer from Labsphere (North Sutton, NH, USA). In such an evaluation, the plate is the material onto which the composition under test is applied. For such an evaluation, polymethyl methacrylate (PMMA) plates can be used. An example of an acceptable protocol is currently undergoing ISO accreditation under the name ISO Committee Draft 23675.
[0038] The evaluation of the solar protection factor (SPF) can also be carried out in in vivo in accordance with ISO protocol 24444:2019 "Cosmetics - Sunscreen test methods - In vivo determination of sun protection factor (SPF)." Additionally, it can be determined in accordance with FDA protocols, as described in the document "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, updated and revised by the 2011 publication in the Federal Register.
[0039] The "UVA protection factor" (UPF) refers to an index characterizing the UVA protection provided by a composition. For example, the UPF index can be measured in vivo according to the "PPD" (Persistent Pigment Darkening) method of the ISO-24442:2022 protocol, measuring the skin color observed 2 to 4 hours after UVA exposure. It can also be determined according to FDA protocols, as described in 21 CFR Part 352 Subpart D § 352.72 as discussed above in relation to SPF.
[0040] UVA protection can also be assessed in vitro with the Labsphere® spectrophotometer under conditions such as those mentioned above in relation to SPF. ISO 24443:2021 describes such an in vitro procedure.
[0041] FDA broad-spectrum test procedures, particularly "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, 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-products-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 offered 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 this disclosure, the compositions in this 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 FPS value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0045] The compositions have an FPUVA / FPS ratio of at least 1 / 3, and preferably of 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 refers to the visual impact of a composition when applied to a keratinous material such as the skin. The makeup result may refer to the apparent color of the product after application to a keratinous material or to an optical effect such as shine, the blurring of fine lines and imperfections, or a concealing effect on pores or blemishes after application of the product to the keratinous material.
[0048] "Longevity," 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 a prolonged period or after a particular stress event such as immersion in water or rubbing. "Longevity" can be assessed by evaluating the longevity properties using any method known in the art for evaluating such properties. For example, longevity can be assessed by a test involving the application of a composition to a keratinous material such as skin and evaluating the color of the composition after a prolonged period. For example, the color of a composition can be evaluated immediately following application to a keratinous material such as skin, and these characteristics can then be re-evaluated and compared after a certain time.Furthermore, these characteristics can be evaluated against other compositions, such as commercially available compositions. "Longevity" can also be assessed using in vitro methods on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as color, transparency, or in vitro FPS can be evaluated before and after a period of time or a stress factor such as immersion in water, incubation at high 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 having undergone chemical modification.
[0050] “Compound of natural origin” means any compound derived from a natural 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 composed of natural origin.
[0052] “Room temperature” means approximately 20 to 25 °C.
[0053] “Atmospheric pressure” means approximately 760 mmHg, i.e., approximately 105 pascals.
[0054] “UV filter” and “sunscreen agent” are used interchangeably in the present request.
[0055] “UV efficiency” and “UV protection” are used in a manner interchangeable in this application.
[0056] The compositions and processes of this disclosure may include, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, together with 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 iron, zinc, and / or cerium oxides, and / or one or more organic UV filters.
[0057] For the purposes of this disclosure, the "fundamental novel property" associated with compositions, components and processes that "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 The terms "titanium dioxide" and "inhibition of ROS generation by UV irradiation of titanium dioxide," as used here, mean that the measurable amount of ROS or the measurable amount of the ROS effect generated by UV irradiation of a titanium dioxide-containing composition 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, which 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 Exposure to sunlight or UV light can lead to the decomposition of the substance via a photochemical reactive pathway. For example, irradiating a sunscreen formulation containing a photosensitive substance with UV light can reduce the amount of that photosensitive substance in the sunscreen formulation after irradiation.
[0060] “Photosensitization” as used herein means a substance which, upon exposure to light Radiation from sunlight or UV light can lead to the creation of a reactive species or cause irritation or reactions that may result in the decomposition of other ingredients in a formulation. The photosensitizing substance, also called a "photosensitizer," must 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 greater quantity 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 can result from the irradiation of another substance with sunlight or UV light. For example, a sunscreen formulation containing a photosensitive substance and also a photostabilizing substance may exhibit slower or less pronounced degradation of the photosensitive substance compared to the same sunscreen formulation containing the photosensitive substance but not the photostabilizing substance. As a further example, a composition containing a photosensitizer and also a photostabilizing substance may exhibit a lower amount of ROS after irradiation with UV light compared to the same composition containing the photosensitizer but not the photostabilizing substance.
[0062] The compositions of this 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 all personal care purposes in cosmetic and / or dermatological products such as, for example, sunscreen, foundation, lip balms, lipsticks, concealers, mascaras, leave-in hair products, eyeshadows, 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 particular trade name. Equivalent materials (for example, those obtained from a different source under a different name or catalogue (reference) number) to those referenced by a trade name may be substituted and used in the processes described and claimed herein.
[0064] Unless otherwise stated, all percentages and ratios are calculated by weight. Unless otherwise stated, all percentages are calculated on the basis of the total weight of a composition. All component or composition levels refer to the active level of that component or composition and are understood to exclude impurities, for example, 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 this disclosure, compositions comprising a UV (ultraviolet) absorbing system including titanium dioxide (TiO2) are proposed. The titanium dioxide may be in any form (for example, amorphous or crystalline as rutile or anatase).
[0067] Preferably, the average primary particle size of 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, titanium dioxide may be present in pigment form (pigment titanium dioxide), which typically has an average primary particle size much larger than 500 nm.
[0068] Titanium dioxide can 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 such 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 Tayca, and the products “Tioveil Fin”, “Tioveil OP”, “Tioveil MOTG” and “Tioveil IPM” from Tioxide; • alumina and aluminium stearate, such as the product “Microtitanium Dioxide MT 100 S” from the company Tayca; • of 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; • of 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; • of 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 • polydimethylhydrogenosiloxane, such as the product sold under the trade name "Microtitanium Dioxide USP Grade Hydrophobic" by Color Techniques.
[0070] Uncoated titanium oxide is sold, for example, by Tayca under the trade names "Microtitanium Dioxide MT 500 B" or "Microtitanium Dioxide MT 600 B", by Degussa under the name "P 25", by Wackher under the name "Transparent Titanium Oxide PW", by Myoshi Kasei under the name "UFTR", by Tomen under the name "ITS" and by Tioxide under the name "Tioveil AQ".
[0071] Preferably, titanium dioxide is present in compositions of this 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, the upper end of the range of titanium dioxide present being preferably about 35% 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%, about 5 to 25%, etc.), all weights being based on the total weight of the composition. B is-ethylhexyloxyphenol methoxyphenyl triazine
[0072] According to this 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 proposed.
[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 of the bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights being based on the total weight of the UV-absorbing system.The "UV absorbing system" contains all organic UV filters and / or all mineral UV filters present in the composition.
[0074] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of this disclosure in an amount effective for UV absorption such as, for example, about 0.1% to about 10% by weight relative to the total weight of the composition, about 1% to about 10% by weight, about 2.5% to about 8% by weight, and about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, about 4.5% to about 10% by weight, and about 1% to about 8% by weight, about 1% to about 6% by weight, about 5.5% to about 8% by weight, 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 this disclosure in an amount effective for reducing or inhibiting the generation of ROS by UV irradiation of titanium dioxide, such as, for example, about 0.1% to about 10% by weight relative to the total weight of the composition, about 1% to about 10% by weight, about 2.5% to about 8%, and about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, about 4.5% to about 10% by weight, and about 1% to about 8% by weight, about 1% to about 6% by weight, about 5.5% to about 8% by weight, 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 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 where 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 this 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 of bis-ethylhexyloxyphenol methoxyphenyl triazine. Additional sunscreen agents
[0077] According to preferred embodiments of this 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 proposed.
[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 that is dissolved or dispersed in colloidal form in a liquid oil phase.
[0079] Suitable organic UV filters may be selected from the following non-exhaustive list of compounds: cinnamic compounds; anthranilate compounds; para-aminobenzoic acid compounds; salicylic compounds; dibenzoylmethane 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 19726184 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 such as those described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof.Preferably, lipophilic organic UV filters are chosen from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other classes of compounds identified herein; and mixtures thereof.
[0080] Specific reference may be made to suitable salicylate compounds including homosalate (homomentyl salicylate), for example marketed under the brand name "Eusolex HMS" by Rona / EM Industries; and ethylhexyl salicylate, for example marketed under the brand name "Neo Heliopan OS" by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example marketed under the brand name "Dipsal" by Scher; and TEA salicylate, for example marketed under the brand name "Neo Heliopan TS" by Symrise.
[0081] Examples of suitable [3,[3-diphenylacrylate compounds include octocrylene, for example marketed under the brand name "Uvinul N539" by BASF; and etocrylene, for example marketed under the brand name "Uvinul N35" by BASF.
[0082] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the brand name "Neo Heliopan MA" by Symrise.
[0083] Examples of dibenzoylmethane compounds include butyl methoxydiben-zoylmethane, for example marketed under the brand name "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0084] Suitable cinnamyl compounds include ethylhexyl methoxycinnamate, marketed, for example, under the brand name "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxy methoxycinnamate; isoamyl methoxycinnamate, marketed, for example, under the brand name "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxycinnamate); methoxycinnamate of DEA; diisopropyl methylcinnamate and glyceryl ethylhexanoate dimethoxycinnamate.
[0085] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidene camphor, for example marketed under the brand name "Mexoryl SD" by Chimex; 4-methylbenzylidene camphor, for example marketed under the brand name "Eusolex 6300" by Merck; benzylidene camphor sulfonic acid, for example marketed under the brand name "Mexoryl SL" by Noveal; benzalconium camphor methosulfate, for example marketed under the brand name "Mexoryl SO" by Noveal; terephthalylidene dicamphre sulfonic acid, for example marketed under the brand name "Mexoryl SX" by Noveal; and polyacrylamidomethyl benzylidene camphor, for example marketed under the brand name "Mexoryl SW" by Noveal.
[0086] Suitable benzophenone compounds include benzophenone-1 (2,4-dihydroxybenzophenone), such as that marketed under the brand name "Uvinul 400" by BASF; benzophenone-2 (tetrahydroxybenzophenone), such as that marketed under the brand name "Uvinul D50" by BASF; benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, such as that marketed under the brand name "Uvinul M40" by BASF; benzophenone-4 (hydroxymethoxybenzophonene sulfonic acid), such as that marketed under the brand name "Uvinul MS40" by BASF; benzophenone-5 (sodium hydroxymethoxybenzophenone sulfonate); benzophenone-6 (dihydroxy dimethoxy benzophenone); such as that marketed under the brand name "Helisorb 11" by Norquay; benzenophenone-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 brand name "Uvinul DS-49" by BASF; and benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the brand name UVINULA+ by BASF).
[0087] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the brand name "Uvasorb HEB" by Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine, bis-ethylhexyloxyphenol methoxyphenyl triazine, such as that marketed under the brand name "TINOSORB S" by BASF, and ethylhexyl triazone, such as that marketed under the brand name "UVINUL T150" by BASF.
[0088] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazole-2-yl)-6-dodecyl-4-methylpheno, branched and linear, and those described in USP 5240975.
[0089] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate, and polyorganosiloxanes comprising functional groups benzalmalonate formulations, 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 brand name "Eusolex 232" by Merck, and phenyl dibenzimidazole tetrasulfonate disodium, such as that marketed under the brand name "Neo Heliopan AP" by Symrise.
[0091] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene propionate dioxoimidazoline.
[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 brand name "Escalol 507" by ISP, glyceryl PABA and PEG-25 PABA, such as that marketed under the brand name "Uvinul P25" by BASF.
[0094] Suitable methylene bis-(hydroxyphenylbenzotriazole) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methylphenol] such as that marketed under the brand name "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 aqueous dispersion form under the brand name "Tinosorb M" by BASF or under the brand name "Mixxim BB / 100" by Fairmount Chemical, and derivatives as described in US patents Nos. 5,237,071 and 5,166,355, GB-2,303,549, DE-197,26184, 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-l(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the brand name 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 l,l-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0099] According to preferred embodiments, the compositions of this 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 this disclosure are "free", "substantially free" or "devoid", as defined above, of 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 sunscreens.
[0101] According to preferred embodiments, the compositions of this disclosure are "free", "substantially free" or "devoid", as defined above, of 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 DISODIUM TETRASULFONATE, METHOXYPROPYLAMINO CYCLOHEXENYLIDENE ETHOXYETHYLCYANOACETATE, preferably two or more, preferably three or more, preferably four or more, etc., and preferably "free", "substantially free" or "devoid" of all these sunscreens.
[0102] According to preferred embodiments, the compositions of this disclosure are "free", "substantially free" or "devoid", as defined above, of OXYBENZONE (benzophenone-3) and / or OCTINOXATE (ethylhexyl methoxycinnamate).
[0103] If present in the compositions of this disclosure, at least one additional organic UV filter is preferably present in the compositions of this 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, the upper end of the range of additional UV filter present being preferably 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 this 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 this 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 this 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 this 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 this 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, this disclosure proposes to omit one or more of the specific UV filters mentioned above from the UV-absorbing system of the compositions of this disclosure. By way of 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 being considered. Oil
[0110] According to preferred embodiments of this disclosure, compositions further comprising at least one oil are proposed. “Oil” means a hydrophobic and lipophilic substance that is a liquid at approximately room temperature (20 to 25 °C) and at approximately 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 this 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, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, decamethylcyclo-pentasiloxane, 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 with 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 KF-96 A from Shin Etsu PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) from Dow Corning 87 2 PDMS DC 200 (2cSt) from Dow Corning
[0115] In addition, a linear volatile silicone oil may be used in this disclosure. Suitable linear volatile silicone oils include those described in US Patent No. 6,338,839 and in WO03 / 042221, the contents of which are incorporated herein by reference. In one embodiment, the linear volatile silicone oil is decamethyltetrasiloxane. In another embodiment, decamethyltetrasiloxane is further combined with another solvent that is more volatile than decamethyltetrasiloxane.
[0116] According to certain embodiments of this 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 8 to 16 carbon atoms and mixtures thereof, and in particular, C8-Ci6 branched alkanes such as C8-Ci6 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and, for example, oils sold under the brand names 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 this disclosure, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in this disclosure include, but are not limited to, polar oils such as, for example: • Esters and ethers, particularly fatty acids, such as oils with the formula R1COOR2, in which R1 represents the remainder of a fatty acid having 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or unbranched, containing 3 to 30 carbon atoms, such as, for example, Purcellin oil, isononyl isononanoate, and myristate. isopropyl, ethyl-2-hexyl palmitate, octyl-2-dodecyl stearate, octyl-2-dodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxy stearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, heptanoates, octanoates, fatty alcohol 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 Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate; • ethers containing 10 to 40 carbon atoms; • C8 to C261 fatty alcohols in liquid form, for example oleyl alcohol, cetyl alcohol, stearyl alcohol, octyldodecanol and cetearyl alcohol; • hydrocarbon oils of animal origin, such as perhydrosqualene; • vegetable-derived hydrocarbon oils, such as triglycerides fatty acid liquids having 4 to 10 carbon atoms such as heptanoic or octanoic acid triglycerides, for example, sunflower, corn, soybean, cucurbit, grapeseed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor, avocado oil, caprylic / capric acid triglycerides, such as those sold by Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818 by Dynamit Nobel, coco-caprylate / caprate (esterified coconut oil), jojoba oil, shea butter oil; and • their mixtures.
[0120] In addition, examples of non-volatile oils that may be used in this disclosure include, but are not limited to, non-polar oils such as branched and unbranched hydrocarbons, in particular Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated poly-lydecene, polybutene, a mineral oil, pentahydrosqualene, and mixtures thereof.
[0121] According to certain embodiments of this disclosure, the compositions of this disclosure comprise at least one non-volatile silicone oil. Appropriate examples of such silicone oils include, but are not limited to, non-volatile silicone fluids such as, for example, polyalkyl (aryl) siloxanes. Appropriate 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, PCR 15 M 30 (500 cSt) or Wacker 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, at least one oil is present in the compositions of this disclosure in an amount ranging from about 1% to about 50% by weight, more preferably from about 5% to about 40% by weight, and preferably from about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within those ranges such as, for example, 15% to 40%, 20% to 45%, etc. Aqueous Phase
[0124] The compositions of this disclosure may also optionally contain water. When the compositions of this disclosure contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of this 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 / W) 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 / W) emulsion. Preferably, when in the form of an emulsion, the oily phase may contain silicone oils (for example, Si / W or W / Si emulsion) or hydrocarbon oils.Where appropriate, 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 this disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of this disclosure are anhydrous.
[0126] If present in compositions of this disclosure, the aqueous phase may include 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 monoalcohols having a C1-C5 alkane chain and a single hydroxyl (OH) group. Suitable C1-C5 monoalcohols 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, at least one water-soluble organic solvent is chosen 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 this disclosure in an amount ranging from about 0.5 to about 40% by weight, preferably from about 3 to about 30% by weight, and preferably from about 5% to about 20% by weight, relative to 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. Optional additional ingredients
[0129] Compositions of this disclosure may also optionally include at least one additional additive or auxiliary commonly used in cosmetic compositions and known to a person skilled in the art as being capable of being incorporated into such compositions. Such additives or auxiliaries may be selected from film-forming agents, 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, active ingredients, proteins, ceramides, Plant extracts, fibers and the like, wetting agents and mixtures thereof. However, preferably, the compositions in this disclosure are "free", "substantially free" or "devoid" of such additives.
[0130] A person skilled in the art shall ensure that the optional additional additives are chosen and / or their quantity so that the advantageous properties of the composition as disclosed are not, or are not substantially, compromised by the envisaged addition.
[0131] It goes without saying that the composition of the disclosure must be cosmetically or dermatologically acceptable, that is, it must contain a physiologically acceptable, non-toxic carrier. The composition may be in any pharmaceutical form normally used in the cosmetic and dermatological fields that is suitable for topical administration as mentioned above.
[0132] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition and furthermore such as 0.1% to 50% by weight (where appropriate), including all intermediate ranges and sub-ranges.
[0133] In accordance with this disclosure, the compositions of this disclosure may be a standalone product (for use alone), or they may be a product for use in conjunction with another composition, for example, a base coat composition (makeup base), a color coat composition, or a top coat composition (overcoat). It should be understood that when compositions of this disclosure are applied to keratinous materials in the form of any such composition, such application may comprise one or more coats of the product.Thus, for example, the application of at least one color layer composition may include one or more color layers; the application of at least one topcoat composition may include one or more topcoats; and the application of at least one basecoat composition may include one or more basecoat layers. Preferably, such basecoat, color layer, and topcoat compositions contain three or fewer layers of compositions, preferably two or fewer layers of compositions, and preferably only one layer of compositions.
[0134] During the application of the compositions of this 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 this disclosure, processes of treatment, protection, improvement of appearance, care and / or makeup of keratinous materials by application of compositions of this disclosure to the keratinous material in sufficient quantity to treat the keratinous material, improve its appearance, care for it and / or make it up, are proposed.
[0136] Preferably, the "makeup" of the keratinous material includes the application of a composition comprising at least one coloring agent to the keratinous material in sufficient quantity to provide color and / or an optical effect to the keratinous material.
[0137] Preferably, the "protection" of the keratinous material includes the application of a composition of this disclosure to protect the keratinous material from damage resulting from exposure to UV rays.
[0138] In accordance with the preceding embodiments, the compositions of this disclosure are applied topically to the keratinous material in a sufficient quantity to treat, improve the appearance of, care for, and / or conceal 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 being subjected to contact such as with clothing or other objects (e.g., clothing or a top coat). Preferably, the composition is allowed to dry for approximately 1 minute or less, more preferably for approximately 45 seconds or less.
[0139] According to preferred embodiments of this disclosure, methods for reducing or inhibiting ROS generation by irradiation of titanium dioxide with UV light in compositions comprising titanium dioxide are proposed, wherein the methods include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during the formation of the compositions in an amount sufficient to reduce ROS generation by irradiation of titanium dioxide with UV light.
[0140] According to preferred embodiments of this disclosure, manufacturing processes for compositions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide in the compositions during composition formation are proposed. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions during composition formation in an amount effective in reducing or inhibiting ROS generation by irradiation of titanium dioxide with UV light.
[0141] This disclosure also considers necessities and / or prepackaged materials suitable for consumer use containing one or more compositions as described herein, alone or in combination with other consumer care products such as makeup products such as Base coats, top coats, makeup removers, etc. The packaging and application device for any disclosure topic can be selected and manufactured by professionals based on their general knowledge and adapted according to the nature of the composition to be packaged. Indeed, the type of device to use may be specifically related to the consistency of the composition, particularly 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 stated, all numbers expressing quantities of ingredients, reaction conditions, etc., used in the patent specification and claims are to be understood as modified in all cases by the term "approximately". Accordingly, unless otherwise stated, the numerical parameters presented in the following patent specification and the attached claims are approximations that may vary depending on the desired properties that are sought to be obtained through this disclosure.
[0143] Although the numerical ranges and parameters defining the general scope of disclosure are approximations, the numerical values shown in the specific examples are reported as accurately as possible. However, every numerical value inherently contains some errors necessarily resulting from the standard deviation found in its respective measurements. The following examples are intended to illustrate disclosure without, however, limiting its scope. Percentages are given on a weighted 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
Demands
1. Composition comprising bemotrizinol and titanium dioxide, wherein the bemotrizinol is present in the compositions in an amount effective in reducing or inhibiting the generation of reactive oxygen species by irradiation of titanium dioxide by UV light.
2. Composition according to claim 1, wherein the composition has: - a critical wavelength of at least 370 nm; - an FPUVA / FPS ratio of at least 1 / 3; and / or - a UVA1 / UV ratio of 0.7 or more.
3. Composition according to any one of the preceding claims, wherein the composition also has an FPS value of at least 30.
4. Composition according to any one of the preceding claims, wherein titanium dioxide is present in the form of pigment titanium dioxide.
5. Composition according to any one of the preceding claims, 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. Composition according to any one of the preceding claims, 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. Composition according to any one of the preceding claims, further comprising at least one active agent.
10. A process for reducing or inhibiting the generation of reactive oxygen species by irradiation of titanium dioxide with UV light in compositions comprising titanium dioxide, wherein the processes include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during the formation of the compositions in an amount sufficient to reduce or inhibit the generation of reactive oxygen species by irradiation of titanium dioxide with UV light.