COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AN ACTIVE AGENT

Bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) enhances the photostability of active agents in consumer care compositions, addressing the challenge of UV filter degradation and maintaining effective UV protection and texture stability.

FR3160589A3Active Publication Date: 2025-10-03LOREAL SA
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Patent Information

Application Number
FR2024003252
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
Patent Text Reader

Abstract

COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AN ACTIVE AGENT The present disclosure relates to compositions comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine and at least one active agent, as well as methods of making and using such compositions. Figure for abstract: none
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Description

Title of the invention: COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AN ACTIVE AGENT 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 active agent, as well as methods of making and using such compositions. BACKGROUND DISCUSSION

[0002] Radiation with wavelengths between 280 nm and 400 nm allows tanning of the human epidermis, while radiation with wavelengths between 280 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, resulting in the appearance of wrinkles leading to premature aging of the skin (i.e., photoaging).

[0003] UVA rays with wavelengths between 320 and 400 nm penetrate deeper into the skin than UVB rays. UVA rays cause immediate and persistent browning of the skin. Daily exposure to UVA rays, even for a short time, under normal conditions, can damage collagen fibers and elastin, resulting in a change in the skin's microrelief, the appearance of wrinkles and uneven pigmentation (spots, uneven skin tone).

[0004] Numerous studies show the need for effective protection against UVA and / or UVB to prevent sunburn, photoaging, etc.

[0005] In order to obtain a high protection product, it is generally necessary to combine a large number of sunscreens and / or high filtration rates to obtain high levels of filtration efficiency.

[0006] However, high levels of UV filters do not lend themselves to easy development of compositions with a stabilized and pleasant texture.

[0007] Some active agents present in consumer products are not particularly light stable, degrading upon exposure to light, which may result in decreased availability of the active agent over time and result in lower amounts of active agent available in the composition to provide the desired or intended functionality.

[0008] There remains a need in the art for improved consumer care compositions that possess good light stability of the active agent in addition to good staying power properties.

[0009] Therefore, one aspect of the present disclosure is a composition which has good light stability of the active agent in addition to having good UV protective properties. Summary of the invention

[0010] The present disclosure relates to compositions comprising at least one active agent and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemo-trizinol). Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective to improve the photostability of the active agent.

[0011] 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.

[0012] The present disclosure also relates to methods of improving the photostability of the active agent in compositions comprising at least one active agent, the methods comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions in the compositions during formation of the compositions in an amount sufficient to improve the photostability of the at least one active agent.

[0013] The present disclosure also relates to methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one active agent in the compositions during formation of the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the photostability of the at least one active agent against UV rays.

[0014] The present disclosure also relates to methods of improving the UV stability of the active agent of compositions comprising at least one active agent, the methods comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formation of the compositions in an amount sufficient to improve the UV stability of the active agent in the compositions.

[0015] 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

[0016] 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.

[0017] “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%.

[0018] “A” or “an” as used herein means “at least one”

[0019] “At least one” means one or more and thus includes components in individual as well as mixtures / combinations.

[0020] As used herein, all proposed ranges are intended to include every specific point and range within the given ranges, and every combination of subranges therein. Thus, a range of 1 to 5 specifically includes the integers in the range 1, 2, 3, 4, and 5, as well as subranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., as well as all fractional numbers in the range such as 1.2, 2.3, 3.4, etc., and subranges including such fractional numbers such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc.

[0021] “Film-forming”, “film-forming polymer” or “film-forming agent” as used herein means a polymer or resin that is capable of leaving a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, been absorbed into, and / or dissipated on the substrate.

[0022] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as hydrogen atoms or chlorine atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups, and polysiloxane groups. The substituent(s) may further be substituted.

[0023] “Volatile,” as used herein, means having a flash point less than about 115°C.

[0024] “Non-volatile,” as used herein, means having a flash point greater than about 115°C.

[0025] “Polymer” as used herein means a compound that is made up of at least two monomers.

[0026] “Exempt” or “substantially free” or “devoid of,” as used herein, means that, although it is preferable that no amount of the specific component is present in the composition, it is possible for there to be very small amounts thereof in the compositions of the disclosure, provided that such amounts do not materially affect at least one, preferably most, of the advantageous properties of the compositions of the disclosure. Thus, for example, "oil-free" means that an effective amount (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that oil(s) is / are present in amounts of no more than 0.1% by weight, and "oil-free" means that oil(s) is / are present in amounts of no more than 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph such as, for example, specific UV filters and / or surfactants (the compositions of the disclosure that are “oxybenzone and / or octinoxate-free,” “substantially oxybenzone and / or octinoxate-free,” and “oxybenzone and / or octinoxate-free,” as well as “surfactant-free,” “substantially surfactant-free,” and “surfactant-free” have meanings consistent with the discussion in this paragraph), even if not specifically discussed for each identified ingredient. The disclosed examples of the use of such language such as those in this paragraph are intended to be exemplary, and not limiting.

[0027] “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).

[0028] “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.

[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 to use the composition.

[0031] “Photosensitive,” as used herein, means any substance that can decompose or undergo a chemical transformation through a photochemical reaction pathway initiated by irradiation under UV light or visible light. A composition containing a photosensitive compound can be expected to contain a lower amount of said compound after the composition has been exposed to UV light or visible light.

[0032] The term "photostability," as used herein, refers to the likelihood that a substance in a composition will decompose or undergo chemical transformation through photochemical reaction pathways initiated by irradiation with UV light or visible light. Photostability can often be used to describe the likelihood that a photosensitive substance will decompose or undergo chemical transformation through a photochemical reaction pathway after a composition has been exposed to UV light or visible light.

[0033] The term "chemical stability," as used herein, refers to the likelihood that a substance contained in a composition will decompose or undergo chemical transformation over time. In cases where the decomposition or chemical transformation of a substance contained in a composition is initiated or propagated by irradiation under UV light or visible light, the term "chemical stability" is used interchangeably with "photostability."

[0034] “Light stabilizer” as used herein means a substance which, when added to a composition also containing a photosensitive substance, may reduce the likelihood that the photosensitive substance will undergo decomposition or chemical transformation when irradiated under UV light or visible light.

[0035] “UV protection efficiency” or “filtration efficiency” in the context of present disclosure, is evaluated from one or more of SPF, FPUVA, critical wavelength and UVA-I / 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 erythema dose (MED) measured on skin covered with the composition and the MED measured on bare skin. The term "SPF" is known in the art of sunscreens and is defined, for example, in A new substrate to measure sunscreen protection factors throughout the ultraviolet spectrum, J. Soc. Cosmet. Chem., 40, 127-133 (May / June 1989).

[0037] The SPF (Sun Protection Factor) assessment can be carried out, for example, in vitro with a Labsphere spectrophotometer (North Sutton, NH, USA). In such an assessment, the plate is the material on which the composition being tested is applied. For such an assessment, polymethyl methacrylate (PMMA) plates can be used. An example of an acceptable protocol is currently undergoing ISO accreditation as ISO Committee Draft 23675.

[0038] The evaluation of the sun protection factor (SPF) can also be carried out in vivo in accordance with the ISO 24444:2019 protocol “Cosmetics-Sun protection test methods-In-vivo determination of the sun protection factor (SPF).” It can also 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] “UVA protection factor” (UVA protection factor) refers to a characteristic index tering the UVA protection provided by a composition. For example, the UVA factor may be measured in vivo in accordance with the "PPD" (Persistent Pigment Darkening) method of the ISO-24442:2022 protocol, measuring skin color observed 2 to 4 hours after UVA exposure. It may also be determined in accordance with FDA protocols, as described again in 21 CFR Part 352 Subpart D § 352.72 as discussed above in relation to SPF.

[0040] The assessment of UVA protection can also be measured in vitro with the Labsphere® spectrophotometer under conditions such as those mentioned above in relation to SPF. The ISO 24443:2021 protocol describes such an in vitro method.

[0041] The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, the broad spectrum test procedures include the determination of the UVA1 / UV ratio as described in "Sunscreen Drug Products for Over-the-Counter-Human-Use" published in the Federal Register https: / / www.federalregister.gov / documents / 2019 / 02 / 26 / 2019-03019 / sunscreen-drug-pr oducts-for-over-the-counter-human-use. » In the assay described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection provided by the sunscreen product against UVA1 (340-400 nm) and the protection against total UV radiation (UVB and UVA at 290-400 nm) calculated from the absorbance curve. This UVA1 / UV ratio would represent the product's score in the in vitro test.

[0042] According to the present disclosure, the compositions of the present disclosure preferably have one or more of the following properties:

[0043] The compositions exhibit a critical wavelength, as determined by FDA critical wavelength procedures of at least 370 nm;

[0044] The compositions have an SPF value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;

[0045] The compositions have an FPUVA / SPF ratio of at least 1 / 3, and preferably at least 2 / 5 and / or

[0046] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more, and most preferably 0.8 or more.

[0047] "Makeup Result" as used herein refers 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 skin defects after application of the product to the keratinous material.

[0048] "Long-lasting" as used herein refers to compositions where the color or other apparent properties remain the same or substantially the same as at the time of application, as seen with the naked eye, after an extended period of time, or after a particular stress event such as immersion in water or rubbing. "Long-lasting" may be evaluated by evaluating long-lasting properties by any method known in the art for evaluating such properties. For example, long-lasting may be evaluated by a test involving the application of a composition to a keratinous material such as skin and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately following application to a keratinous material such as skin, and these characteristics may then be re-evaluated and compared after a certain period of time.In addition, these characteristics can be evaluated relative to other compositions, such as commercially available compositions. “Long wear” can also be evaluated using in vitro methods on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as color, transparency, or in vitro SPF can be evaluated before and after a period or stressor such as immersion in water, incubation at elevated temperatures, or application of an abrasive technique.

[0049] “Natural” as in the expression “natural compound” means any compound derived directly from a natural substance such as a plant without undergoing chemical modification.

[0050] “Naturally occurring compound” means any compound derived from a naturally occurring compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.

[0051] “Synthetic compound” means any compound that is neither a natural compound nor a compound of natural origin.

[0052] “Room temperature” means approximately 20-25°C.

[0053] “Atmospheric pressure” means approximately 760 mmHg, i.e. approximately 105 pascals.

[0054] “UV filter” and “sunscreen agent” are used interchangeably in this request.

[0055] The terms “UV efficacy”, “UV protection” and “UV efficacy” are used interchangeably in the present application.

[0056] The compositions and methods of the present disclosure may comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the UV (ultraviolet) absorbing system of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine in combination with zinc, titanium, and / or cerium oxides, and / or one or more organic UV filters.

[0057] Similarly, the active agent UV protection system ("active agent protection system") of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine.

[0058] For the purposes of the present disclosure, the "fundamental and novel property" associated with compositions, components and methods which "consist essentially of" identified ingredients or actions is "the stability of the active agent".

[0059] The term "active agent stability," as used herein, refers to the chemical stability or photostability of an active agent in a composition. Active agent stability can be evaluated by comparing the amount of active agent present in a composition before and after the application of a stressor. Stressors may include one or more factors such as UV light, visible light, temperature, time, exposure to oxygen, exposure to acids or bases, or exposure to other substances. The term "active agent stability" is used interchangeably with "active agent photostability" when a stressor includes exposure to UV light or visible light.

[0060] The compositions of the present disclosure may be in any form suitable for use as a personal care composition, such as a stick, paste, cream, anhydrous composition, emulsion (oil in water, water in oil, multiple emulsion such as water in oil in water), nanoemulsion, gel, liquid, solid, etc. These compositions may be used for any personal care purpose in products cosmetic and / or dermatological products such as, for example, sunscreen, foundation, lip balms, lipsticks, concealers, mascaras, leave-in hair products, eye shadows, powders, etc.

[0061] 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 by the materials described and referenced by a certain trade name herein. 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.

[0062] 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.

[0063] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COMPOSITION Active agent

[0064] The present disclosure provides compositions comprising at least one active agent. These active agents are preferably active agents capable of degrading after prolonged exposure to light. Preferably, the at least one active agent in the compositions of the present disclosure are natural compounds, obtained from natural compounds, are modified natural compounds (derived from natural compounds), or are synthetic versions of any of these.

[0065] Suitable examples of classes of compounds that may be active agents in accordance with the present disclosure include, but are not limited to, natural extracts (and the active compounds therein), vitamins, amino acids, sugars, peptides, ceramides, polyphenols, flavonoids, stilbenoids, xanthonoids, hydroxycinnamates, and acidic compounds including alpha- and beta-hydroxy acids.

[0066] Suitable examples of vitamins include, but are not limited to, vitamin A compounds (e.g., retinol), vitamin B compounds, (e.g., B1, B3 (niacinamide), B6, B9), vitamin C (e.g., ascorbyl glucoside), vitamin E, vitamin F, and mixtures thereof.

[0067] Suitable examples of natural extracts (and active compounds therein) include, but are not limited to, Taraxacum Officinale (Dandelion) Rhizome / Root Extract, Resveratrol, Lychee Fruit Pericarp Extract, Alteromonas Ferment Extract, Chamomile Extract, Bisabolol, Polygonum Cuspidatum Root Extract, Polydatin, Cassia Alata Leaf Extract also known as Senna Alata, Leontopodium Alpinum Flower / Leaf Extract also known as Edelweiss Extract, Moringa Seed Extract, Vitis Vinifera Fruit Extract, Centella Asiatica Extract, Endophytal and mixtures thereof.

[0068] Suitable examples of flavonoids include, but are not limited to, flavones, such as luteolin and apigenin, flavonols, such as quercetin and kaempferol, flavanones, such as hesperetin and naringenin, Havanas, such as catechin and gallocatechin, and isoflavanoids, such as genistein and daidzein.

[0069] Suitable examples of stilbenoids include, but are not limited to, resveratrol, piceid, and astringin.

[0070] Suitable examples of xanthonoids include, but are not limited to, man-giferin, zeyloxanthonone, and gambogic acid.

[0071] Suitable examples of amino acids and sugars include, but are not limited to, rhamnose, hydroxypropyl tetrahydropyrantriol also known as Pro-Xylane, and mixtures thereof.

[0072] Suitable examples of sugars include, but are not limited to, linoleic acid, capryloyl salicylic acid, azelaic acid, glycolic acid, hyaluronic acid, lactic acid, phenylethyl resorcinol, salicylic acid, zinc gluconate, zinc PCA (pyrrolidone carboxylic acid) and mixtures thereof.

[0073] Suitable examples of hydroxycinnamates include, but are not limited to, ferulic acid, chlorogenic acid, caffeic acid and may include esters such as oryzanol.

[0074] Preferably, the at least one active agent is present in the compositions of the present disclosure in an amount effective to provide the desired or intended functionality of the active agent to the keratinous material after application of the composition to the keratinous material, preferably ranging from about 0.1% to about 20% by weight, preferably from about 0.2% to about 15% by weight, preferably from about 0.25% to about 15%, preferably from about 0.5% to about 10%, and preferably from about 1% to about 5% by weight based on the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, more than 1.5% to 7.5%, 3% to 8%, etc. B is-ethylhexyloxyphenol methoxyphenyl triazine

[0075] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system comprising 4-bis-{[4- (2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-l,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are proposed.

[0076] According to preferred embodiments, the UV absorbing system comprises at least 5% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 15% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 20% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 30% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 40% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 50% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 70% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 80% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, and preferably at least 90% by weight bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights based on the total weight of the UV absorbing system.The “UV absorbing system” contains all the organic and / or mineral UV filters present in the composition.

[0077] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an amount effective for UV absorption such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8%, 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 10% by weight, and from about 1% to 8% by weight, from about 1% to 6% by weight, from about 5.5% to 8% by weight, from about 5.7% to 9% by weight, etc., all weights being based on the total weight of the composition.

[0078] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an amount effective to provide UV stability of the active agent 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 10% by weight, and from about 1% to 8% by weight, from about 1% to 6% by weight, from about 5.5% to 8% by weight, from about 5.7% to 9% by weight, etc., all weights being based on the total weight of the composition.Typically, the amount of UV stability of the active agent of the at least one active agent provided by the bis-ethylhexyloxyphenol methoxyphenyl triazine may be affected by the relative amounts of the at least one active agent and the bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition. The more there is. of bis-ethylhexyloxyphenol methoxyphenyl triazine in a composition, the higher the stability of the active agent of the at least one active agent. Further, the lower the amount of the at least one active agent present in the composition, the higher the stability of the active agent, particularly in embodiments wherein higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present in the composition.

[0079] According to preferred embodiments, the bis-ethylhexyloxyphenol methoxyphenyl triazine and the at least one active agent are present in the compositions of the present disclosure in a weight % ratio of about 100:1 to about 1:10, preferably about 50:1 to about 1:5, preferably about 30:1 to about 1:3, and preferably about 20:1 to about 1:2, including all intermediate ranges and sub-ranges, such as, for example, 100:1 to 25:1, 75:1 to 10:1, 60:1 to 1.5:1, 1:1.5 to 1:8, 1:1.5 to 1:80, etc., all weights being based on the weight % of the bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of the at least one active agent present in the composition. Preferably, a % by weight of the bis-ethylhexyloxyphenol methoxyphenyl triazine present in the compositions is higher than that of the at least one active agent. Additional sunscreen agents

[0080] According to preferred embodiments of the present disclosure, compositions optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) selected from the group consisting of organic UV filters, zinc oxides, cerium oxides, titanium oxides and mixtures thereof are provided.

[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 chosen 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(hydroxyphenylbenzotriazole) compounds as described in applications US 5,237,071, US 5,166,355, GB2303549, DE197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844; polymer filters and silicone filters such as those described in particular in application WO 93 / 04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds as described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof. Preferably, the lipophilic organic UV filters are selected from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other categories of compounds identified herein; and mixtures thereof.

[0083] Specific reference may be made to suitable salicylic compounds including Homosalate (homomentyl salicylate), for example marketed under the trademark "Eusolex HMS" by Rona / EM Industries; and ethylhexyl salicylate, for example marketed under the trademark "Neo Heliopan OS" by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example marketed under the trademark "Dipsal" by Scher; and TEA salicylate, for example marketed under the trademark "Neo Heliopan TS" by Symrise.

[0084] Examples of suitable [3,[3-diphenylacrylate] compounds include Octocrylene, for example marketed under the trademark "Uvinul N539" by BASF; and Etocrylene, for example marketed under the trademark "Uvinul N35" by BASF.

[0085] Suitable anthranilic compounds may include methyl 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, sold for example under the trademark "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxyl methoxycinnamate; isoamyl methoxycinnamate, sold for example under the trademark "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxycinnamate); DEA methoxycinnamate; diisopropyl methylcinnamate; and glyceryl ethylhexanoate dimethoxycinnamate.

[0088] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, for example marketed under the trademark “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; benzalkonium camphor methosulfate, for example marketed under the brand name “Mexoryl SO” by Noveal; terephthalylidene di-camphor 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.

[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 (hydroxymethoxy benzophonene sulfonic acid), such as that marketed under the trademark "Uvinul MS40" by BASF; benzophenone-5 (Hydroxymethoxy benzophenone sulfonate sodium); benzophenone-6 (dihydroxy dimethoxy benzophenone), such as that marketed under the brand name “Helisorb 11” by Norquay; benzophenone-8, such as that marketed under the brand name “Spectra-Sorb UV-24” by American Cyanamid;benzophenone-9 (disodium dihydroxy dimethoxy benzophenonedisulfonate), such as that marketed under the trademark “Uvinul DS-49” by BASF; and benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the trademark “UVINUL A+” by BASF). ;

[0090] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the trademark "Uvasorb HEB" by the company 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 brand name “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 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, phe- derivatives nylbenzimidazole such as phenylbenzimidazole sulfonic acid, such as that marketed, in particular, under the brand name “Eusolex 232” by Merck, and disodium phenyl di-benzimidazole tetrasulfonate, such as that marketed under the brand name “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 that marketed under the trademark "Escalol 507" by ISP, glyceryl PABA, and PEG-25 PABA, such as that marketed under the trademark "Uvinul P25" by BASF.

[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 U.S. Pat. Nos. 5,237,071 and 5,166,355, GB-2,303,549, DE-197 26 184 and EP-893 119, and drometrizole tri-siloxane, such as that marketed under the brand name “Silatrizole” by Rhodia Chimie or “Mexoryl XL” by L'Oréal.

[0098] Examples of benzoxazole compounds include 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the trademark Uvasorb K2A by Sigma 3V.

[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 system UV absorber 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 “lacking”, as defined above, one or more additional organic UV filters selected from the group consisting of OXYBENZONE (benzophenone-3), OCTINOXATE (ethylhexyl methoxycinnamate), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYL PHENOL, HEXYL DIE-THYLAMINO HYDROXYBENZOYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLY-SILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, PHENYL DIBENZL MIDAZOLE TETRASULFONATE DISODIUM, 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 such 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] If present in compositions of the present disclosure, the at least one additional UV filter is preferably present in the compositions of the present disclosure in an amount of at least 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, with the upper end of the range of additional UV filters present preferably being about 40% by weight (e.g., about 5 to 40%, about 10 to 40%, about 12 to 40%, etc.), preferably about 30% by weight (e.g., about 5 to 30%, about 10 to 30%, about 12 to 30%, etc.), preferably about 25% by weight (e.g., about 5 to 25%, about 10 to 25%, about 12 to 25%, etc.), and preferably about 20% by weight (e.g., about 5 to 20%, about 10 to 20%, about 12 to 20%, etc.), all weights being based on the total weight of the composition.

[0107] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.

[0108] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional organic UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.

[0109] According to preferred embodiments, the UV absorbing system of the compositions of the present disclosure may "consist of" or "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine.

[0110] 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 oxides, titanium oxides and / or cerium oxides.

[0111] 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) one or more organic UV filters.

[0112] According to preferred embodiments, the present disclosure contemplates omitting one or more of the specific UV filters discussed above from the UV absorbing system of the compositions of the present disclosure. For example, octocrylene and / or octinoxate may be omitted from the compositions. A similar omission of one or more of the specific UV filters discussed is thus contemplated. Oil

[0113] 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 a liquid at about room temperature (20-25°C) and about atmospheric pressure (760 mm Hg).

[0114] 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.

[0115] In some 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, wherein such silicones are optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, deca-methylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that may be used include KF 96A with a viscosity of 6 cSt, a commercial product from Shin Etsu having a flash point of 94°C. Preferably, volatile silicone oils have a flash point of at least 40°C.

[0116] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0117] [Table 1] Table 1 Compound Flash point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5) 55 2.5 Octamethylcyclotetrasiloxane 93 7 (cyclotetramethylsiloxane or D4) 63 1.7 Dodecamethylcyclohexasiloxane (D6) 94 6 Decamethyltetrasiloxane (L4) 56 1.5 Shin Etsu KF-96 A PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) Dow Corning PDMS DC 200 (2 cSt) Dow Corning 87 2

[0118] Further, a volatile linear silicone oil may be employed in the present disclosure. Suitable volatile linear silicone oils include those described in U.S. Patent No. 6,338,839 and WO03 / 042221, the contents of which are incorporated herein by reference. In one embodiment, the volatile linear silicone oil is decamethyltetrasiloxane. In another embodiment, decamethyltetrasiloxane. ethyltetrasiloxane is further combined with another solvent more volatile than decame-ethyltetrasiloxane.

[0119] According to certain embodiments of the present disclosure, the composition preferably comprises one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters and volatile ethers. Examples of such volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof and in particular, C8-C16 branched alkanes such as C8-C16 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and for example, oils sold under the trade names Isopar or Permethyl. Preferably, the non-silicone volatile oils have a flash point of at least 40°C.

[0120] Non-limiting examples of non-silicone volatile oils are given in Table 2 below.

[0121] [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-Cu isoparaffin) 62 Isopar H (Cn-Ci2 isoparaffin) 56

[0122] 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:

[0123] - 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 hydroxystearate, diisostearylmalate, triisocetyl citrate, heptanoates, octanoates, decanoates of fatty alcohol; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diiso-nonanoate; triglycerides such as ca- propyl / capric esters, for example those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaiso-nonanoate;

[0124] - ethers containing from 10 to 40 carbon atoms;

[0125] - liquid C8 to C26 fatty alcohols, for example oleyl alcohol, alcohol cetyl alcohol, stearyl alcohol, octyldodecanol and cetearyl alcohol;

[0126] - hydrocarbon oils of animal origin, such as perhydrosqualene;

[0127] - hydrocarbon oils of vegetable origin, such as liquid triglycerides fatty acids having from 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids, for example, sunflower oil, corn oil, soybean oil, cucurbitaceae oil, grape seed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, ara oil, sunflower oil, castor oil, avocado oil, triglycerides of caprylic / capric acids, such as those sold by the company Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818, by the company Dynamit Nobel, coco-caprylate / caprate (esterified oil of coconut oil), jojoba oil, shea butter oil; and

[0128] - their mixtures.

[0129] 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, pentahydro squalene, and mixtures thereof.

[0130] According to certain embodiments of the present disclosure, the compositions of the present disclosure may 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 U.S. patent application publication No. 2004 / 0126350, the full disclosure of which is incorporated herein by reference. Specific examples of suitable high viscosity silicone oils include, but are not limited to, Wacker's 15 M 30 PCR (500 cSt) or Wacker's Belsil PDM 1000 (1000 cSt) and Dow Corning 200 (350 cSt) (values ​​in parentheses represent viscosities at 25°C).

[0131] 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.

[0132] According to preferred embodiments, the at least one oil is present in the compositions of the present disclosure in an amount ranging from about 1% to about 50% by weight, more preferably from about 5% to about 40% by weight, and most preferably from about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within these ranges, such as 15% to 40%, 20% to 45%, etc. Aqueous Phase

[0133] 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 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.

[0134] However, according to preferred embodiments, 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.

[0135] 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:

[0136] - triethyl citrate;

[0137] - C1-C5 monoalcohols having a C1-C5 alkane chain and a single function hydroxyl (OH). Suitable C1-C5 monohydric alcohols include methanol, ethanol, propanol, isopropanol, butanol, and mixtures thereof;

[0138] - polyols (compounds having 2 or more hydroxyl groups) having, for example, 2 with 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;

[0139] - and their mixtures.

[0140] 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.

[0141] Where appropriate, the water-soluble organic solvent(s) is / are preferably present in the compositions of the present disclosure in an amount ranging from about 0.5 to about 40% by weight, preferably from about 3 to about 30% by weight, and most preferably from about 5% to about 20% by weight based on the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Additional optional ingredients

[0142] 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, colorants (e.g., pigments and dyes), waxes, UV-protecting agents for active agents such as pi-peridinol compounds, SPF enhancers such as diethylhexyl syringylidene malonate, ethylhexyl methoxycrylene and butyloctyl salicylate, thixotropic agents (e.g., clays), fillers, preservatives, perfumes, surfactants, antioxidants, leveling agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active agents not susceptible to degradation by UV rays, fibers, wetting agents, and mixtures thereof. However, preferably, the compositions of the present disclosure are "free," "substantially free," or "devoid" of such additives.

[0143] In particular, according to preferred embodiments of compositions "free", "substantially free" or "devoid" of UV active agents such as piperidinol compounds such as tetramethylhydroxypiperidinol citrate, an example of a commercially available product of such a piperidinol compound is Tinogard® Q available from BASF, which contains 10% active agent and / or SPF boosters.

[0144] A person skilled in the art will take care to choose the optional additional additives and / or their quantity so that the advantageous properties of the composition according to the disclosure are not, or not substantially, compromised by the intended addition.

[0145] 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.

[0146] 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.

[0147] In accordance with the present disclosure, the compositions of the present disclosure may be a stand-alone product (for use alone), or they may be a product for use in conjunction with another composition, for example, it may be a base coat composition (makeup base), a color coat composition or a top coat composition (overcoat). It is to be understood that when compositions of the present disclosure are applied to keratinous materials in the form of any of such compositions, such application may comprise one or more layers of the product.Thus, for example, the application of at least one color coat composition may comprise one or more color coats; the application of the at least one topcoat composition may comprise one or more topcoats; the 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.

[0148] During application of the compositions of the present disclosure, the base coat (if any) is typically applied directly to the keratinous material, the color coat is typically applied either directly to the keratinous material (if no base coat is present) or to a previously applied base coat, and the top coat (if any) is typically applied to a color coat.

[0149] According to preferred embodiments of the present disclosure, methods of treating, protecting, improving the appearance, caring for and / or making up a keratinous material by applying compositions of the present disclosure to the keratinous material in a quantity sufficient to treat the keratinous material, improve its appearance, take care of it and / or make it up, are offered.

[0150] Preferably, the "treatment" of the keratinous material includes applying a composition comprising at least one active agent to the keratinous material in an amount sufficient to provide a treatment effect to the keratinous material such as, for example, a reduction in the appearance of fine lines and / or wrinkles, a reduction in the appearance of discoloration (e.g., age spots), an increase in smooth texture, an increase in hydration, a decrease in the formation of free radicals, etc.

[0151] Preferably, "protecting" the keratinous material includes applying a composition of the present disclosure to the keratinous material in an amount sufficient to protect the keratinous material from damage resulting from exposure to UV rays.

[0152] In accordance with the preceding embodiments, the compositions of the present disclosure are applied topically to the keratinous material in an amount sufficient to treat, improve the appearance of, care for, and / or make up the keratinous material. The compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily, and then preferably allowed to dry before subjecting them to contact such as with clothing or other objects (e.g., clothing or a topcoat). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.

[0153] Preferred embodiments of the present disclosure provide methods of improving the photostability of the active agent in compositions comprising at least one active agent, the methods comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to improve the photostability of the at least one active agent. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the photostability of the at least one active agent.

[0154] Preferred embodiments of the present disclosure provide methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one active agent in the compositions during formation of the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the UV photostability of the at least one active agent.

[0155] According to preferred embodiments of the present disclosure, methods of improving the UV stability of the active agent of compositions comprising at least one active agent, methods comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formation of the compositions in an amount sufficient to improve the UV stability of the active agent in the compositions are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the UV photostability of the at least one active agent.

[0156] The present disclosure also contemplates kits and / or pre-packaged materials suitable for consumer use containing one or more composition(s) 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 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 in particular linked 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, for example the presence of volatile compounds.

[0157] 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 instances by the term "about." Accordingly, unless otherwise indicated, the numerical parameters set forth 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.

[0158] 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 limiting its scope. Percentages are given on a weight basis. Example 1

[0159] [Table 3] Table 3 INCI US aquagel FPS30 POTASSIUM HYDROXIDE QS ALCOHOL DENAT. 5.40 WATER QS AVOBENZONE 3,00 PEG-20 0,20 SODIUM STEAROYL GLUTAMATE 0,30 ISONONYL ISONONANOATE 3,50 ACRYLATES / C10-30 ALKYL ACRYLATE CROSSPOLYMER 0,10 CETEARYL ALCOHOL (et) CETEARYL GLUCOSIDE 1,40 CARBOMER 0,10 DIISOPROPYL SEBACATE 4,50 SILICA 1,50 PEG-10 DIMETHICONE 0,50 BEMOTRIZINOL 3,00 ISOPROPYL LAUROYL SARCOSINATE 4,00 AMMONIUM ACRYLOYLDIMETHYLTAURATE / VP COPOLYMER 0,35 PROPANEDIOL 2,00 HYDROLYZED HYALURONIC ACID 0,02 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,30 RESVERATROL 0,25 INULIN LAURYL CARBAMATE 0,30 HYDROXYACETOPHENONE 0,50 CAPRYLYL GLYCOL 0,30 Exemple 2

[0160] [Tableau 4] Tableau 4 INCI US ÉMULSION FPS30 SODIUM HYDROXIDE QS TOCOPHEROL 1,00 ASCORBIC ACID 12,00 DICAPRYLYL CARBONATE 4,00 WATER QS POLYSORBATE 61 1,00 AVOBENZONE 3,00 GLYCERIN 5,00 ORYZANOL 1,00 SODIUM STEAROYL GLUTAMATE 0,75 CHLORPHENESIN 0,20 SUCROSE TRISTEARATE 2,00 DIISOPROPYL SEBACATE 3,00 ADENOSINE 0,10 BEMOTRIZINOL 5,00 ISOPROPYL LAUROYL SARCOSINATE 8,00 STEARYL ALCOHOL 0,40 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,50 RESVERATROL 0,25 SCLEROTIUM GUM 0,50

Claims

Claims

1. A composition comprising bemotrizinol and at least one active agent, wherein the bemotrizinol is present in the composition in an amount effective to improve the photostability of the at least one active agent.

2. The composition of claim 1, wherein the at least one active agent is selected from the group consisting of natural extracts, vitamins, amino acids, sugars, peptides, ceramides, polyphenols, flavonoids, stilbenoids, xanthonoids, hydroxycinnamates, alpha- and beta-hydroxy acids, and mixtures thereof.

3. The composition of claim 1, wherein the at least one active agent is selected from the group consisting of (1) a stilbenoid selected from the group consisting of resveratrol, picoid, astringin and mixtures thereof, (2) a flavonoid, and (3) mixtures thereof.

4. The composition of claim 1, wherein the at least one active agent is a natural extract selected from the group consisting of Taraxacum Officinale (Dandelion) Rhizome / Root Extract, Lychee Pericarp Extract, Alteromonas Ferment Extract, Chamomile Extract, Polygonum Cuspidatum Root Extract, Cas sia Alata Leaf Extract, Leontopodium Alpinum Flower / Leaf Extract, Moringa Seed Extract, Vitis Vinifera Fruit Extract, Centella Asiatica Extract and mixtures thereof.

5. Composition according to claim 1, in which the at least one active agent is chosen from the group of amino acids, sugars and their mixtures.

6. A composition according to any preceding claim, wherein the composition comprises 10% by weight or less, relative to the total weight of the composition, of additional UV filters.

7. A composition according to any preceding claim, wherein the composition is anhydrous or is in the form of an emulsion.

8. A composition according to any preceding claim, in the form of a stick.

9. Composition according to any one of the preceding claims, further comprising at least one coloring agent.

10. Method for improving photostability of active agent in a com- position comprising at least one active agent, comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the composition during formation of the composition in an amount sufficient to improve the photostability of the at least one active agent.

Citation Information

Patent Citations

  • cosmetic and dermatological light protection formulations containing bis-resorcinyltriazine derivatives and benzoxazole derivatives

    DE10162844A1

  • Oil-in-water or multiple emulsion with high concentration of suspended UVB filter

    DE19726184A1

  • Use of 4,4-di:aryl-butadiene derivatives as photostable UV filter compounds

    DE19746654A1

  • Use of 4,4-diarylbutadienes as photostable UV filters in cosmetics

    DE19755649A1

  • dimeric alpha-alkyl styrene derivatives as photostable UV filters in cosmetic and pharmaceutical preparations

    DE19855649A1