COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AT LEAST ONE ENHANCER
Formulating sunscreens with bis-ethylhexyloxyphenol methoxyphenyl triazine and enhancers, along with optional UV filters, addresses the challenge of achieving high UV protection and pleasant texture, delivering effective and aesthetically pleasing sun protection.
Patent Information
- Application Number
- FR2024003245
- 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 sunscreens face challenges in achieving high UV protection levels while maintaining a pleasant texture and non-greasy feel, necessitating high concentrations of UV filters that are difficult to formulate into stable and aesthetically pleasing compositions.
Compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) and at least one enhancer, along with optional additional UV filters like titanium dioxide and zinc oxide, are formulated to enhance UV efficacy and application properties.
The compositions provide high SPF, UVA protection, and a pleasant feel, with improved UV absorption and dispersion, resulting in long-lasting, stable, and aesthetically appealing sunscreens.
Abstract
Description
Title of the invention: COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AT LEAST ONE REINFORCER 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 at least one enhancer, 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 changes in the skin's micro-relief, 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 obtain 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] There remains a need in the art for improved compositions that possess organic UV filter(s) and have pleasant application properties (e.g., non-greasy feel) and UV protective properties.
[0008] Accordingly, one aspect of the present disclosure is a composition which has UV filter(s) and has pleasant application properties (e.g., non-greasy feel) and UV protective properties. Summary of the invention
[0009] The present disclosure relates to compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol) and at least one enhancer. Preferably, the compositions further comprise at least one additional UV filter other than BEMT, preferably at least one mineral UV filter such as titanium and / or zinc oxide or oxides, and / or at least one additional organic UV filter such as Avobenzone, Octisalate, Ensulizole, Homosalate and / or Octocrylene.
[0010] 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.
[0011] The present disclosure also relates to methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one enhancer in the compositions during formation of the compositions. Preferably, at least one additional UV filter other than BEMT, preferably at least one mineral UV filter such as titanium and / or zinc oxide or oxides, and / or at least one additional organic UV filter such as Avobenzone, Octisalate, Ensulizole, Homosalate and / or Octocrylene, is (are) also added into the compositions during formation of the compositions.
[0012] The present disclosure also relates to methods of increasing the UV efficacy, preferably the SPF, of compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, wherein the methods comprise adding at least one enhancer in an amount sufficient to increase the SPF of the compositions during formation of the compositions. Preferably, at least one additional UV filter other than BEMT, preferably at least one mineral UV filter such as titanium and / or zinc oxide or oxides, and / or at least one additional organic UV filter such as Avobenzone, Octisalate, Ensulizole, Homosalate and / or Octocrylene, is (are) also added into the compositions during formation of the compositions.
[0013] 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
[0014] 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.
[0015] “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%.
[0016] “A” or “an” as used herein means “at least one”
[0017] “At least one” means one or more and thus includes components in individual as well as mixtures / combinations.
[0018] As used herein, all proposed ranges are intended to include every specific point and range within the given ranges, and a combination of subranges therein. Thus, a range of 1 to 5 specifically includes integers in the range 1, 2, 3, 4, and 5, and subranges such as 2-5, 3-5, 2-3, 2-4, 1-4, etc., but also all fractional numbers in the range such as 1.2, 2.3, 3.4, etc., and subranges including such fractional numbers such as 1.5-3.8, 2-4.3, 4.2-4.9, etc.
[0019] “Film-forming”, “film-forming polymer” or “film-forming agent” as used herein if means a polymer or resin 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 the substrate and / or dissipated on it.
[0020] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as hydrogen atoms and 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.
[0021] “Volatile,” as used herein, means having a flash point less than about 115°C.
[0022] “Non-volatile,” as used herein, means having a flash point greater than about 115°C.
[0023] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0024] “Exempt” or “substantially exempt” 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 that there may 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 properties advantageous features 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) are present in amounts not greater than 0.1% by weight, and "oil-free" means that oil(s) 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 in 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. The 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.
[0025] “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 avobenzone, octocrylene, benzophenones, benzotriazoles and merocyanines, as well as mineral UV filters such as zinc oxide (ZnO) and titanium dioxide (TiO2).
[0026] “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.
[0027] “Primary particle” as used herein in connection with the description of filters Mineral UV refers to inorganic or organic particles (structures) that can be held together by molecular or atomic bonding to form a mineral UV filter.
[0028] “Primary particle size” means the size of a non-aggregated primary particle in a mineral UV filter.
[0029] “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.
[0030] “Physiologically acceptable” means compatible with keratinous materials and having a pleasant color, odor and feel, and which does not cause unacceptable discomfort (tingling or pulling) likely to discourage a consumer from using the composition.
[0031] In the context of the present disclosure, "filtration efficiency" or "UV efficiency" is evaluated from the evaluation of at least one of SPF, FPUVA, critical wavelength and / or UVA-1 / UV ratio.
[0032] "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).
[0033] 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 on 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.
[0034] The evaluation of the sun protection factor (SPF) can also be carried out in vivo in accordance with the ISO 24444:2019 protocol “Cosmetics - Sunscreen test methods - In vivo determination of sun protection factor (SPF).” In addition, 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.
[0035] “Enhancer” as used herein means a compound that is not a UV filter such as as defined herein, but which is a compound present in an amount that increases the UV efficacy of a composition containing UV filters relative to the UV efficacy of the same composition containing UV filters but not containing the enhancer. An enhancer is effective to increase UV efficacy as measured by at least one of SPF, UAVPF, critical wavelength, UVA-1 / UV ratio and / or UAVPF / SPF ratio. "UVAPF" (UVA Protection Factor) refers to an index characterizing the UVA protection provided by a composition. For example, the UAVPF index 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 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.
[0036] The evaluation of UVA protection can also be measured in vitro with the Labsphere® spectrophotometer under conditions such as those discussed above in connection with SPF. The ISO 24443:2021 protocol describes such an in vitro method. The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also found 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 / 2019-03019 / 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 to 400 nm) and the protection against total UV radiation (UVB and UVA at 290 to 400 nm) calculated from the absorbance curve. This UVA1 / UV ratio would represent the product's score in the in vitro test.
[0037] According to the present disclosure, the compositions of the present disclosure preferably have one or more of the following properties:
[0038] The compositions have a critical wavelength, as determined by FDA critical wavelength procedures, of at least 370 nm;
[0039] The compositions have an SPF value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0040] The compositions have an FPUVA / SPF ratio of at least 1 / 3, and preferably at least 2 / 5; and / or
[0041] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more, and preferably 0.8 or more.
[0042] "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.
[0043] “Long-lasting” as used herein refers to compositions whose color or other apparent properties remain the same or substantially the same as at the time of application, as visible to the naked eye, after a period prolonged 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 assessed by a test involving the application of a composition to a keratinous material such as skin and assessing the color of the composition after an extended period. For example, the color of a composition may be assessed immediately after application to a keratinous material such as skin and these characteristics may then be re-assessed and compared after a period of time. In addition, these characteristics may be assessed relative to other compositions, such as commercially available compositions.“Long wear” 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 SPF can be assessed before and after a period or stressor such as immersion in water, incubation at elevated temperatures, or application of an abrasive technique.
[0044] “Natural” as in the expression “natural compound”, means any compound derived directly from a natural substance such as a plant without undergoing chemical modification.
[0045] “Naturally occurring compound” refers to any compound derived from a compound natural which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.
[0046] “Synthetic compound” refers to any compound that is not a compound natural nor a naturally occurring compound.
[0047] “Room temperature” means approximately 20 to 25°C.
[0048] “Atmospheric pressure” means approximately 760 mmHg, i.e. approximately 105 pascals.
[0049] “UV filter” and “sunscreen agent” are used interchangeably in this request.
[0050] The terms "UV efficacy", "UV protection" and "UV efficacy" are used interchangeably in the present application.
[0051] 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 alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine in combination with at least one inorganic UV filter selected from titanium and / or zinc oxide or oxides, and / or minus one additional organic UV filter chosen from Avobenzone, Octisalate, Ensulizole, Homosalate and / or Octocrylene.
[0052] For the purposes of the present disclosure, the "fundamental and novel property" associated with the compositions, components and methods which "consist essentially of" the identified ingredients or actions is "UV efficacy".
[0053] The compositions of the present disclosure may be in any form suitable for use as a personal care composition, such as that of a stick, a paste, a cream, an anhydrous composition, an emulsion (oil in water, water in oil, multiple emulsion such as oil in water in oil), a nanoemulsion, a gel, a liquid, a 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.
[0054] Reference is made herein to trade names of materials including, but not limited to, materials such as polymers and optional components. The materials are not intended to be limited to the materials 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.
[0055] 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.
[0056] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COMPOSITION Reinforcer
[0057] According to the present disclosure, compositions comprising an enhancing system including at least one enhancer are provided. The enhancers may function, inter alia, by increasing the UV absorption of the UV absorbing system, increasing the solubility of UV filters, increasing the dispersion of UV filters, increasing UV dispersion, increasing the properties of the sunscreen film after application to a keratinous material, etc. Suitable enhancers may include polymers or waxes (e.g., hydrophilic and / or lipophilic polymers or waxes), and solubilizing or dispersing agents for UV filters.
[0058] Suitable specific examples of polymers include, but are not limited to, bis-Peg-12 dimethicone candelillate, VP eicosene copolymer, tri-contanyl / PVP, C30-38 isopropyl olefin / MA maleate copolymer, bis-hydroxyethoxypropyl dimethicone, styrene / acrylates copolymer, PVP / dimethiconylacrylate / polycarbamyl / polyglycol ester / acrylates / methacryloyloxyethyl phosphate copolymer, and mixtures thereof. Preferably, however, the compositions of the present disclosure are "substantially free," "free," or "lacking" styrene / acrylates copolymer.
[0059] Additional examples of waxes include, but are not limited to, hydrocarbon waxes, silicone waxes and / or fluoro waxes, and may be of vegetable, animal, mineral and / or synthetic origin. Examples of hydrocarbon waxes include beeswax, lanolin wax or Chinese insect wax; rice wax, carnauba wax, candelilla wax, ouricury wax, esparto wax, cork fiber wax, sugarcane wax, Japon wax, bay laurel wax, lacquer wax and sumach wax, Helichane annuus (sunflower) seed wax, montan wax, microcrystalline waxes, paraffins, ozokerite, polyethylene waxes, polymethylene waxes, waxes obtained by Fisher-Tropsch synthesis and waxy copolymers, as well as their esters.Examples include beeswax, for example the product sold under the name White beeswax BR G889 by Koster Keunen, carnauba wax, for example sold under the name Cerauba Tl Bio or Cerauba T3 by Baerlocher or under the name Mexoryl SAP by Noveal, Helianthus annuus (sunflower) wax sold under the name Sunflower Wax by Koster Keunen, ORYZA SATIVA (RICE) BRAN WAX, for example sold under the name NC 1710 by Cera Nica Noda, or a mixture thereof.
[0060] Suitable specific examples of other agents include, but are not limited to, TEthylhexyl (octyl) Methoxycrylene (SolaStay SI), 2,6-Diethylhexyl Naphthalate (DEHN) (Corapan TQ), Phenylethyl Benzoate, Butyloctyl Salicylate (HallBrite BHB), Diethylhexyl Syringylidene Malonate (Oxynex ST), Polycrylene (Polyester-8), Hexadecyl Benzoate, Butyloctyl Benzoate, and mixtures thereof.
[0061] According to preferred embodiments, the at least one enhancer is present in the compositions of the present disclosure in an effective enhancing amount such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 0.25% to about 7.5% by weight, from about 0.5% to about 5% by weight, and from about 1% to about 3% 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 5% by weight, from about 2% to about 6% by weight, from about 5.5% to about 8% by weight, from about 1.7% to about 3.9% by weight, etc., all weights being calculated based on the total weight of the composition. B is-ethylhexyloxyphenol methoxyphenyl triazine
[0062] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system including 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are provided.
[0063] 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 bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights based on the total weight of the UV absorbing system.The “UV absorbing system” contains all the organic and / or mineral UV filters present in the composition.
[0064] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an effective UV absorbing amount 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 calculated based on the total weight of the composition.
[0065] According to preferred embodiments, the bis-ethylhexyloxyphenol methoxyphenyl triazine and the at least one enhancer are present in the compositions of the present disclosure in a weight % ratio of about 40:1 to about 1:10, preferably about 20:1 to about 1:7.5, preferably about 10:1 to about 1:5, and preferably about 6:1 to about 1:1, 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 wt% of bis-ethylhexyloxyphenol methoxyphenyl triazine and the wt% of enhancer present in the composition. Preferably, the compositions have a higher wt% of bis-ethylhexyloxyphenol methoxyphenyl triazine than that of the enhancer. Optional additional UV filter
[0066] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) are provided. These optional additional UV filters may be selected from mineral UV filter(s) and additional organic UV filter(s). Mineral UV filter
[0067] According to preferred embodiments, compositions optionally further comprising at least one mineral filter are provided. Preferably, the at least one mineral UV filter, if present, is selected from the group consisting of titanium dioxide, zinc oxide, cerium oxide, and mixtures thereof. However, the compositions of the present disclosure may also be "free", "substantially free" or "devoid" of mineral UV filter(s), if desired.
[0068] The mineral UV filter can be in any form (for example, amorphous or crystallized in rutile, wurtzite or anatase form).
[0069] Preferably, the average primary particle size of the mineral UV filters 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.
[0070] The mineral UV filter 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. Titanium dioxide
[0071] According to the present disclosure, compositions optionally further comprising titanium dioxide (TiO2) are provided. The titanium dioxide may be treated (coated) or untreated.
[0072] The treated compounds may be, for example, titanium oxides treated by: • 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 T” from the company Tayca; • alumina and aluminum laurate, such as the product “Microtitanium Dioxide MT 100 S” from the company Tayca; • iron oxides and iron stearate, such as the product “Microtitanium 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; • octyltrimethoxysilane, 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; • octyltrimethylsilane, 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.
[0073] 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”.
[0074] Where appropriate, titanium dioxide is preferably present in the compositions of the present disclosure in an amount of at least 5% by weight, preferably at less than 10% by weight, preferably at least 12% by weight, preferably at least 14% by weight, and preferably at least 15% by weight, the upper end of the range of titanium dioxide present being preferably about 40% 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 12-25%, etc.), and preferably about 20% by weight (e.g., about 5-20%, about 10-20%, about 12-20%, etc.), all weights being based on the total weight of the composition. Zinc oxide
[0075] According to the present disclosure, compositions optionally further comprising zinc oxide are provided. The zinc oxide may be treated (coated) or untreated.
[0076] Suitable examples of uncoated zinc oxide include, for example, zinc oxide marketed under the name "Z-COTE"® by BASF, zinc oxide marketed under the name "NanoArc® Zinc Oxide" by Nanophase Technologies, zinc oxide marketed under the name "MZ-500", "MZ-300", "MZ-200" or "MZ-150" by TAYCA.
[0077] Examples of suitable coated zinc oxide include, but are not limited to, polymethylhydrogensiloxane-coated zinc oxide; zinc oxide dispersed in C12-15 alkyl benzonate (INCI: Zinc Oxide (and) Cl2-15 Alkyl Benzoate (and) Polyhydroxystearic Acid (and) Isostearic Acid), marketed by Croda under the trade name Sovaveil CZ-100; dispersions of zinc oxide in C9-12 alkane with a dispersing agent, marketed under the trade name "DAITOPERSION Zn-60VA"® by Daito Kasei; silicone-grafted acrylic polymer-coated ZnO, dispersed in cyclodimethylsiloxane, marketed under the name "SPD-Z5®" by Shin-Etsu; ZnO coated with hydrated silica, marketed by TAYCA under the name “MZ-500HP”; ZnO coated with hydrated silica, polydimethylsiloxyethyl polydimethylsiloxyethyl hexyl dimethicone and hydrogen dimethicone (H-Me-Si), marketed by TAYCA under the name MZ-510 HPSX;ZnO coated with stearic acid or isostearic acid, such as those marketed by TAYCA under the name "MZ-505T", "MZY-505EX" or "MZY-304EX"; ZnO coated with silicone oil, such as those marketed by TAYCA under the name "MZX-510HPS", "MZY-505S", "MZY-510M3S", "MZ-505M", "MZY-303S", "MZY-303M", "MZY-203S", "MZY-210M3S" or "MZY-153S"; ZnO coated with triethoxycaprylylsilane, such as those marketed by BASF under the name Z-COTE HP1, or by TAYCA under the name; “MZX-508OTS”, “MZY-203OTS” or “MZX-304OTS” or by DSM under the name PARSOL ZX; for example: ZnO marketed under the brand name “Zinc Oxide CS-5” by Toshiba (ZnO coated with polymethylhydrosiloxane); ZnO marketed under the brand name “Nanogard Zinc Oxide FN” by Nanophase Technologies (as a 40% dispersion in Finsolv TN, C12-C15 alkyl benzoate); ZnO marketed under the brand name “Daitopersion Zn-30” and “Daitopersion Zn-50” by Daito (dispersions in polydimethylsiloxane / oxyethylenated cyclopopolymethylsiloxane comprising 30% or 50% of silica-coated zinc nanooxides and polymethylhydrosiloxane); ZnO marketed under the brand name “NFD Ultrafine ZnO” by Daikin (ZnO coated with perfluoroalkyl phosphate and a perfluoroalkylethyl copolymer dispersed in cyclopentasiloxane); ZnO marketed under the brand name “SPD-Z1” by Shin-Etsu (ZnO coated with a silicone-grafted acrylic polymer dispersed in cyclodimethylsiloxane);ZnO marketed under the brand name “Escalol Z100” by ISP (alumina-treated ZnO dispersed in an ethylhexyl methoxycinnamate / PVP-hexadecene methicone copolymer blend; ZnO marketed under the brand name “Fuji ZnO-SMS-10” by Fuji Pigment (ZnO coated with silica and polymethylsilsesquioxane); and ZnO marketed under the brand name “Nanox Gel TN” by Elementis (ZnO dispersed at 55% in C12-C15 alkyl benzoate with hydroxystearic acid polycondensate). ;
[0078] According to preferred embodiments of the present disclosure, the zinc oxide may be in platelet form, and may be coated or uncoated. Suitable examples of such forms are marketed by Croda under the name Solaveil (MicNo) such as Solaveil MXP3, MZP7, MZP8, MZ3-100, MZ3-300 and MZ7-100. Preferably, zinc oxide platelets useful according to the present disclosure (1) have a median specific surface area of greater than 25 square meters per gram, preferably greater than 30 square meters per gram, and / or (2) are transparent (i.e., transmission >30% at 600 nm). Suitable examples of such platelet forms may also be found in U.S. Patent 11,608,275, the entire contents of which are hereby incorporated by reference.
[0079] Preferably, zinc oxide is present in the compositions of the present disclosure in an amount of at least 5% by weight, preferably at least 10% by weight, preferably at least 12% by weight, preferably at least 14% by weight, and preferably at least 15% by weight, with the upper end of the range of titanium dioxide present preferably being about 40% 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 12-25%, etc.), and preferably about 20% by weight (e.g., about 5-20%, about 10-20%, about 12-20%, etc.), each of weight being calculated in relation to the total weight of the composition. Additional organic UV filter
[0080] According to preferred embodiments of the present disclosure, compositions optionally further comprising at least one additional organic UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) are provided. Preferably, the at least one additional organic UV filter, if any, is selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof. However, the compositions of the present disclosure may also be "free", "substantially free" or "devoid" of additional organic UV filter(s), if desired.
[0081] 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.
[0082] 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 patent US5624663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US 2,463,264; methylene bis(hydroxyphenylbenzotriazole) compounds as described in applications US5 237 071, US5 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 particular in patent application DE 19855649; 4,4-diarylbutadiene compounds such as those described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof. Preferably, the 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 categories of compounds identified herein; and mixtures thereof. ;
[0083] Reference may specifically be made to suitable salicylic compounds including Homosalate (homomentyl salicylate), marketed for example as the trademark “Eusolex HMS” by Rona / EM Industries; and ethylhexyl salicylate, marketed for example 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.
[0084] Examples of suitable [3,[3-diphenylacrylate] compounds include Octocrylene, marketed for example under the trademark "Uvinul N539" by BASF; and Etocrylene, marketed for example under the trademark "Uvinul N35" by BASF.
[0085] Suitable anthranilic compounds may include menthyl anthranilates, marketed for example under the trademark "Neo Heliopan MA" by Symrise.
[0086] Examples of dibenzoylmethane compounds include butyl methoxydibenzoylmethane, for example marketed under the trademark "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0087] Suitable cinnamic compounds include ethylhexyl methoxycinnamate, for example sold under the trademark "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxyl methoxycinnamate; isoamyl methoxycinnamate, for example sold under the trademark "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxy cinnamate); DEA methoxycinnamate; diisopropyl methylcinnamate and glyceryl ethylhexanoate dimethoxycinnamate.
[0088] 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 di-camphor 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.
[0089] 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 (hydroxymethylbenzophenone acid) thoxybenzophonene 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; benzophenone-8, such as that marketed under the brand name “Spectra-Sorb UV-24” by American Cyanamid; benzophenone-9 (Disodium dihydroxy dimethoxy benzo-phenonedisulfonate), such as that marketed under the brand name “Uvinul DS-49” by BASF; benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the brand name UVINUL A+ by BASF).
[0090] 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 "UVTNUL T150" by BASF.
[0091] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylpheno, branched and linear and those described in USP 5240975.
[0092] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate, and a polyorganosiloxane comprising benzalmalonate functional groups, such as polysilicone-15, such as that marketed under the trademark "Parsol SLX" by Hoffmann-LaRoche.
[0093] 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.
[0094] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.
[0095] Examples of bis-benzoazolyl compounds include the compounds described in EP-669,323 and US Patent No. 2,463,264.
[0096] Suitable para-aminobenzoic acid compounds include PABA (p-aminobenzoic acid), ethyl PABA, ethyl dihydroxypropyl PABA, pentyl dimethyl PABA, ethylhexyl dimethyl PABA, such as those marketed in particular under the trademark "Escalol 507" by ISP, glyceryl PABA and PEG-25 PABA, such as those marketed under the trademark "Uvinul P25" by BASF.
[0097] 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 US Patent Nos. 5,237,071 and 5,166,355, GB-2,303,549, DE-197 26 184 and EP-893 119, and drometrizole trisiloxane, such as that marketed under the trademark “Silatrizole” by Rhodia Chemistry or - "Mexoryl XL" by L'Oréal.
[0098] Examples of benzoxazole compounds include 2,4-bis[5-l(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-I,3,5-triazine, such as that marketed under the brand name “Uvasorb K2A” by Sigma 3V.
[0099] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.
[0100] Suitable α-alkylstyrene derived dimers include the dimers described in DE-19855649.
[0101] Examples of 4,4-Diarylbutadiene compounds include 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0102] 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), Ho-mosalate, 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.
[0103] 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.
[0104] According to preferred embodiments, the compositions of the present 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, HEXYL DIE-THYLAMINO HYDROXYBENZOYL 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 of these sunscreen agents.
[0105] 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).
[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) zinc oxide.
[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) zinc oxide and (3) titanium 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, and (2) 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 described 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 more of the specific UV filters discussed is therefore contemplated. Oil
[0110] According to preferred embodiments of the present disclosure, compositions further comprising at least one oil are provided. "Oil" refers to a substance that is hydrophobic and lipophilic, and is liquid at about the temperature ambient temperature (20 to 25°C) and 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 the present disclosure preferably comprise one or more volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having from 2 to 7 silicon atoms, such 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, deca-methylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that may be used include KF 96A having 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]
[0115] [Tables 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 PDMS DC 200 (2 cSt) Dow Corning 87 2
[0116] Furthermore, 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.
[0117] 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, branched C8-C16 alkanes such as C8-C16 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and for example, oils marketed under the trademarks Isopar or Permethyl. Preferably, the non-silicone volatile oils have a flash point of at least 40°C.
[0118] Non-limiting examples of volatile non-silicone oils are given in Table 2 below.
[0119] [Table 2]
[0120] [Tables2] 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-Cu isoparaffin) 62 Isopar H (Cn-Ci2 isoparaffin) 56
[0121] 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 formulas 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, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxystearate, octyldodecyl hy- droxystearate, diisostearylmalate, triisocetyl citrate, heptanoates, octanoates, fatty alcohol decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol di-sononanoate; triglycerides such as caprylic / capric acid triglycerides, for example those sold by the company Stea-rineries 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 pentasononanoate; • ethers containing 10 to 40 carbon atoms; • liquid C8 to C26 fatty alcohols, for example oleyl alcohol, cetyl alcohol, stearyl alcohol 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 or, for example, sunflower, corn, soybean, pumpkin, grape seed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor oil, avocado, caprylic / capric acid triglycerides such as those sold by the company Stearineries 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.
[0122] 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.
[0123] 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 patent application publication US 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 PCR 15 M 30 (500 cSt) or Wacker's Belsil PDM 1000 (1000 cSt) and Dow Corning 200 (350 cSt) (values in parentheses represent viscosities at 25°C).
[0124] 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, coco glycerides, 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.
[0125] 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 intermediate ranges and sub-ranges such as, for example, 15% to 40%, 20% to 45%, etc. Aqueous Phase
[0126] 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 (W / O / W) emulsion, or an emulsion containing an external oil 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 oil phase may contain primarily 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.
[0127] 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.
[0128] 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.
[0129] 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.
[0130] Where appropriate, the water-soluble organic solvent(s) is / are preferably present in the compositions of the present disclosure in a total amount ranging from 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 Components
[0131] The 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.
[0132] 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 di dissemination are not, or not significantly, compromised by the proposed addition.
[0133] 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.
[0134] 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.
[0135] 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, an application of at least one color coat composition may comprise one or more color coats; an application of the at least one topcoat composition may comprise one or more topcoats; and an application of the at least one basecoat composition may comprise one or more basecoats. 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.
[0136] 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 (in the absence of a base coat) or to a previously applied base coat, and the top coat (if any) is typically applied to a color coat.
[0137] According to preferred embodiments of the present disclosure, methods of treating, protecting, improving the appearance, caring for and / or making up keratinous material by applying compositions of the present disclosure to the keratinous material in an amount sufficient to treat the keratinous material, improve its appearance, care for it and / or make it up, are provided.
[0138] Preferably, the “making up” of the keratinous material includes the application of at least at least one coloring agent on the keratinous material in an amount sufficient to provide color and / or an optical effect to the keratinous material.
[0139] 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.
[0140] 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 protective finish). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.
[0141] According to preferred embodiments of the present disclosure, methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one enhancer in the compositions during formation of the compositions are provided. Preferably, at least one additional UV filter other than BEMT, preferably at least one mineral UV filter such as titanium and / or zinc oxide or oxides, and / or at least one additional organic UV filter such as Avobenzone, Octisalate, Ensulizole, Homosalate and / or Oc-tocrylene, is (are) also added into the compositions during formation of the compositions.
[0142] According to preferred embodiments of the present disclosure, methods of increasing the UV efficacy, preferably the SPF, of compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, wherein the methods comprise adding at least one enhancer in an amount sufficient to increase the SPF of the compositions into the compositions during formation of the compositions are provided. Preferably, at least one additional UV filter other than BEMT, preferably at least one mineral UV filter such as titanium and / or zinc oxide or oxides, and / or at least one additional organic UV filter such as Avobenzone, Octisalate, Ensulizole, Homosalate and / or Octocrylene, is also added into the compositions during formation of the compositions.
[0143] 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 makeup products such as base coats, top coats, makeup remover compositions, etc. The packaging and application device for any subject of the disclosure vulgation 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.
[0144] 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.
[0145] 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 - SPF 50 Lotion INCI US Lotion FPS50 ORYZA SATIVA (RICE) BRAN WAX 1,00 ETHYLHEXYL SALICYLATE 5,00 ZINC OXIDE (and) TRIETHOXYCAPRYLYLSILANE 3,00 HOMOSALATE 10,00 BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE 5,00 WATER QS COCO-CAPRYLATE / CAPRATE 13,00 BUTYLOCTYL SALICYLATE 3,00 XANTHAN GUM 0,20 POLYHYDROXYSTEARIC ACID 0,50 HYDROXYETHYL ACRYLATE / SODIUM ACRYLOYL- DIMETHYL TAURATE COPOLYMER 0,30 C12-22 ALKYL ACRYLATE / HY- DROXYETHYLACRYLATE COPOLYMER 1,50 GLYCERIN 7,00 PROPANEDIOL 3,00 STEARETH-2 0,50 STEARETH-20 1,50 CHLORPHENESIN 0,20 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,15 INCI US SPRAY ÉCRAN SOLAIRE TOCOPHEROL 0,10 BEMOTRIZINOL 3,46 PHENOXYETHANOL 0,70 WATER QS DISODIUM EDTA 0,10 POLYSORBATE 61 0,45 AVOBENZONE 2,68 GLYCERIN 3,00 SODIUM STEAROYL GLUTAMATE 0,45 OCTISALATE 2,88 HOMOSALATE 9,60 CAPRYLYL GLYCOL 0,50 ISOPROPYL LAUROYL SARCOSINATE 4,75 ISOTRIDECYL ISONONANOATE 1,90 STEARYL ALCOHOL 0,18 OCTYLDODECANOL (and) OCTYLDODECYL XYLOSIDE 1,07 DIETHYLHEXYL SYRINGYLIDENEMALONATE 0,10 POLYURETHANE-3 5 2,44 GLYCERYL STEARATE 0,36 INCI US Lotion FPS30 NIACINAMIDE 1,00 WATER QS COCO-CAPRYLATE / CAPRATE 5,00 STEARETH-20 0,20 GLYCERIN 7,00 OCTISALATE 5,00 ZINC OXIDE (and) TRIETHOXYCAPRYLYLSILANE 7,18 BEMOTRIZINOL 5,00 CHLORPHENESIN 0,20 ORYZA SATIVA (RICE) BRAN WAX 1,00 HOMOSALATE 6,00 POLYHYDROXYSTEARIC ACID 0,50 CETEARYL ALCOHOL (and) BEHENTRIMONIUM ME-THOSULFATE 0,05 BUTYLOCTYL SALICYLATE 3,00 HYDROXYETHYL ACRYLATE / SODIUM ACRYLOYL- DIMETHYL TAURATE COPOLYMER 0,30 PROPANEDIOL 3,00 DIETHYLHEXYL SYRINGYLIDENEMALONATE 0,50 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,40 HYDROXYACETOPHENONE 0,50 C12-22 ALKYL ACRYLATE / HY- DROXYETHYLACRYLATE COPOLYMER 1,50 ETHYLHEXYL METHOXYCRYLENE 1,00 XANTHAN GUM 0,20 Exemple 4 - Lotion FPS 60 INCI US LOTION FPS60 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 DI- SUCCINATE 0,31 OXIDIZED STARCH ACETATE 1,00 COPERNICIA CERIFERA (CARNAUBA) WAX 1,00 ENSULIZOLE 3,00 C12-22 ALKYL ACRYLATE / HYDROXYETHYLACRYLATE COPOLYMER 1,00 TITANIUM DIOXIDE 3,00 Exemple 5 - Essais FPS
[0150] The following inventive and comparative compositions were tested in vitro for SPF properties in accordance with those specified in Miksa et al. 2015 International Journal of Cosmetic Science, 37, pp. 555-556 with controlled application of the compositions onto HD6 and SB6 polymethyl methacrylate (PMMA) plates. The calculated in vitro SPF was obtained by measurement at 9 locations using a Labsphere UV-2000S and reported as the calculated form according to Miksa 2015.
[0151] As indicated in the table below, the inventive composition containing bemotrizinol and an enhancer has a significantly higher SPF than the comparative composition (without enhancer).
[0152] [Tables?] Ingredient(s) Inventive Composition (% by weight) Comparative Composition (% by weight) WATER QSQS Avobenzone (UV filter) 3 3 Ethylhexyl Salicylate (UV filter) 5 5 Homosalate (UV filter) 9 9 Bemotrizinol (UV filter) 5 5 Ethylhexyl Methoxycrylene (Enhancer) 2 0 SOLVENTS / EMOLLIENTS 5 5 SURFACTANTS 2.5 2.5 POLYMERIC THICKENERS 2 2 GLYCOLS 10.5 10.5 ACTIVE INGREDIENTS and PRESERVATIVES 1.91 1.91 SPF* Vitro 82.0 (SD = 6.3) 67.6 (SD = 2.3)
Claims
Claims
1. A composition, preferably in the form of an emulsion, comprising bemotrizinol and at least one enhancer, wherein the enhancer is present in an amount sufficient to increase the UV efficacy of the composition, preferably in an amount sufficient to increase at least one of SPF, UAVPF, critical wavelength and / or UVA-1 / UV ratio of the composition.
2. The composition of claim 1, wherein the bemotrizinol and the at least one enhancer are present in the composition in a weight ratio of about 10:1 to about 1:
1.
3. A composition according to any preceding claim, wherein the composition has an FPUVA / SPF ratio of at least 1 / 3 and a UVA1 / UV ratio of 0.7 or more.
4. A composition according to any preceding claim, wherein the composition has an SPF value of at least 30.
5. Composition according to any one of the preceding claims, further comprising at least one mineral UV filter, preferably titanium dioxide and / or zinc oxide.
6. A composition according to any preceding claim, further comprising at least one additional organic UV filter selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof.
7. A composition according to any preceding claim, wherein the composition is free from mineral UV filters, oxybenzone and / or octinoxate.
8. A composition according to any preceding claim, wherein the composition is free of ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYL PHENOL, DIETHYLAMINO HY-DROXYBENZOYL HEXYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, P-METHOXYCINNAMATE DTSOAMYL, PO-LYSILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, DISODIUM PHENYL DIBENZIMIDAZOLE TETRASULFONATE, and / or METHOXYPRO-PYLAMINO CYCLOHEXENYLIDENE ETHOXYETHYLCYANOACETATE.
9. Composition according to any one of the preceding claims, wherein the enhancer is selected from the group consisting of ethylhexyl methoxycrylene, waxes, and mixtures thereof, preferably from the group consisting of ethylhexyl methoxycrylene, carnauba wax, and mixtures thereof.
10. Composition according to any one of the preceding claims, further comprising at least one coloring agent and / or at least one active agent.
Citation Information
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