COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AVOBENZONE

Bis-ethylhexyloxyphenol methoxyphenyl triazine enhances the light stability and application properties of avobenzone and octinoxate in personal care compositions, addressing stability and texture issues in UV protection formulations.

FR3160585A3Active Publication Date: 2025-10-03LOREAL SA
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Patent Information

Application Number
FR2024003276
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

Technical Problem

Existing personal care compositions with avobenzone and octinoxate suffer from poor light stability and greasy application properties, necessitating high filter levels that are difficult to formulate into stable and pleasant textures.

Method used

Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into compositions with avobenzone and optionally octinoxate to enhance photostability and improve application feel.

Benefits of technology

Compositions exhibit improved light stability and a non-greasy feel while maintaining effective UV protection, with enhanced avobenzone and octinoxate stability.

✦ Generated by Eureka AI based on patent content.
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Abstract

COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AVOBENZONE The present disclosure relates to compositions including 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine, avobenzone and optionally octinoxate, 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 AVOBENZONE 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), avobenzone and, optionally, octinoxate, 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, 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 UVB to prevent sunburn, photoaging, and the like.

[0005] In order to obtain a high protection product, it is generally necessary to combine a large number of sunscreens and / or a large quantity of UV filters to achieve high levels of filtering efficiency.

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

[0007] Octinoxate (octyl methoxycinnamate) and avobenzone (4-tert-butyl-4'-methoxydibenzoylmethane) are UV filters that are not particularly light stable, degrading after exposure to light, which may result in a decrease in the availability of octinoxate and avobenzone over time. time and a reduction in the amounts of octinoxate and avobenzone available to provide their desired or intended UV protection. In addition, octinoxate has been reported to negatively affect the stability of avobenzone when present in the same composition as avobenzone, further affecting the amount and functionality of avobenzone present in the composition.

[0008] There remains a need in the art for improved personal care compositions that exhibit good stability of octinoxate and avobenzone to light and have pleasant application properties (e.g., a non-greasy feel).

[0009] Therefore, one aspect of the present disclosure is compositions that possess good light stability of avobenzone and exhibit pleasant application properties (e.g., a non-greasy feel).

[0010] Another aspect of the present disclosure is compositions which possess good stability of octinoxate and avobenzone to light and exhibit pleasant application properties (e.g., a non-greasy feel). Summary of the Invention

[0011] The present disclosure relates to compositions comprising avobenzone and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol). Preferably, the compositions further comprise octinoxate. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective to improve the photostability of avobenzone to light, as well as to improve the photostability of octinoxate to light (when octinoxate is present).

[0012] 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.

[0013] The present disclosure also relates to methods of improving the photostability of avobenzone and octinoxate (if any), in compositions comprising avobenzone and optionally octinoxate, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to improve the photostability of avobenzone and octinoxate (if any).

[0014] The present disclosure also relates to methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and optionally octinoxate into the compositions during formation of the compositions. Preferably, bis-ethylhexyloxyphenol me- thoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the photolight stability of avobenzone and octinoxate (if applicable).

[0015] The present disclosure also relates to methods of improving avobenzone and, optionally, octinoxate light stability of compositions comprising avobenzone and, optionally, octinoxate, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formation of the compositions in an amount sufficient to improve the light stability in the compositions of avobenzone and octinoxate (if any).

[0016] The present disclosure also relates to methods of improving the stability of avobenzone in compositions that also contain octinoxate, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formation of the compositions in an amount sufficient to improve the stability of avobenzone in the compositions that also contain octinoxate.

[0017] 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

[0018] 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.

[0019] “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%.

[0020] “A” or “an” as used herein means “at least one”

[0021] “At least one” means one or more and thus includes components in individual as well as mixtures / combinations.

[0022] As used herein, all proposed ranges are intended to include each specific point and range within the given ranges, as well as combinations of subranges therein. Thus, a range of 1 to 5 specifically includes integers in the range 1, 2, 3, 4, and 5, as well as subranges such as 2-5, 3-5, 2-3, 2-4, 1-4, etc., as well as all fractional numbers in the range such as 1.2; 2.3; 3.4; etc., and subranges including these fractional numbers such as 1.5-3.8, 2-4.3, 4.2-4.9, etc.

[0023] “Film former”, “film-forming polymer” or “film-forming agent” as used herein means a polymer or resin that is capable of leaving a film on the substrate on 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.

[0024] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as hydrogen atoms or chlorine atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups, and polysiloxane groups. The substituent(s) may be further substituted.

[0025] “Volatile,” as used herein, means having a flash point less than about 115°C.

[0026] “Non-volatile,” as used herein, means having a flash point greater than about 115°C.

[0027] “Polymer” as used herein means a compound that is made up of at least two monomers.

[0028] “Exempt” or “substantially free” or “devoid of” as used herein means that although it is preferred that no amount of the specific component be present in the composition, it is possible for there to be very small amounts thereof in the compositions of the disclosure provided that such amounts do not materially affect at least one, preferably most, of the advantageous properties of the compositions of the disclosure. Thus, for example, "oil-free" means that an effective amount (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that oil(s) is / are present in amounts not greater than 0.1% by weight, and "oil-free" means that oil(s) is / are present in amounts not greater than 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph such as, for example, specific UV filters and / or surfactants (the compositions in the disclosure that are “oxybenzone-free,” “substantially oxybenzone-free,” and “oxybenzone-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. Discussed examples of the use of such language such as those in this paragraph are intended to be provided by way of example, not limitation.

[0029] “UV filters” as used herein means approved sunscreen active agents by a government regulatory agency such as the Food and Drug Administration (FDA) in the United States or the European Commission in Europe and includes organic UV filters such as avobenzone, octocrylene, benzophenones, benzotriazoles and merocyanines as well as mineral UV filters such as zinc oxide (ZnO) and titanium dioxide (TiO2).

[0030] “Anhydrous” as used herein means that the compositions of the disclosure contain less than 3% water, which means that the compositions may also contain less than 2% water, and less than 1% water, as well as be “water-free”, “substantially water-free” and “water-free”, as defined above.

[0031] “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.

[0032] “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.

[0033] “UV protection efficiency” or “filtering efficiency” in the context of this disclosure, is evaluated from one or more factors SPF, UVAPF, critical wavelength and UVA-l / UV ratio.

[0034] "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).

[0035] 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.

[0036] The assessment of the sun protection factor (SPF) can also be carried out in vivo in accordance with the protocol ISO 24444:2019 “Cosmetics - Sun protection test methods - In vivo determination of the sun protection factor (SPF).” It may also be determined in accordance with FDA protocols as described in "Labeling and Effectiveness Testing; Sunscreen Drug Products for Over-the-Counter Human Use" published in the U.S. Federal Register on 05 / 07 / 2011 (https: / / www.federalregister.gOv / d / 2011-14766); 21 CFR Part 352 Subpart D § 352.72, as updated and revised by the 2011 Federal Register publication.

[0037] “UVA Protection Factor” (UPF) refers to an index characterizing the UVA protection provided by a composition. For example, the UPF 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 may also be determined in accordance with FDA protocols, as described in 21 CFR Part 352 Subpart D § 352.72 as discussed above in connection with SPF.

[0038] The assessment of UVA protection can also be measured in vitro with the Labsphere® spectrophotometer under conditions such as those discussed above in relation to SPF. The ISO 24443:2021 protocol describes such an in vitro method.

[0039] The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, the broad spectrum test procedures include the determination of the UVA1 / UV ratio as described in "Sunscreen Drug Products for Over-the-Counter-Human-Use" published in the Federal Register https: / / www.federalregister.gov / documents / 2019 / 02 / 26 / 2019-03Q19 / sunscreen-drug-pr oducts-for-over-the-counter-human-use. » In the test described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection provided by the sunscreen product against UVA1 (340-400 nm) and the protection against total UV radiation (UVB and UVA at 290-400 nm) calculated from the absorbance curve. This UVA1 / UV ratio would represent the product's score in the in vitro test.

[0040] According to the present disclosure, the compositions of the present disclosure preferably have one or more of the following properties:

[0041] The compositions have a critical wavelength as determined by FDA critical wavelength procedures of at least 370 nm;

[0042] The compositions have an SPF value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;

[0043] The compositions have an FPUVA / SPF ratio of at least 1 / 3 and, preferably, at least 2 / 5 and / or

[0044] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more and most preferably 0.8 or more.

[0045] "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.

[0046] “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 the lips and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately after application to a keratinous material such as skin, and these characteristics may then be re-evaluated and compared after a period of time.In addition, these characteristics can be evaluated relative to other compositions, such as commercially available compositions. “Long wear” can also be evaluated using in vitro methods on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as color, transparency, or in vitro SPF can be evaluated before and after a period of time or a stressor such as immersion in water, incubation at elevated temperatures, or application of an abrasive technique.

[0047] “Natural” as in the expression “natural compound” means any compound derived directly from a natural substance such as a plant without undergoing chemical modification.

[0048] “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.

[0049] “Synthetic compound” means any compound that is neither a natural compound nor a compound of natural origin.

[0050] “Room temperature” means approximately 20-25°C.

[0051] “Atmospheric pressure” means about 760 mmHg, i.e. about 105 pascals.

[0052] “UV filter” and “sunscreen agent” are used interchangeably in this request.

[0053] “UV efficacy” and “UV protection” are used interchangeably interchangeable in this application.

[0054] “Photo stability” and “light stability” are used interchangeably changeable in this application.

[0055] The compositions and methods of the present disclosure may comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the UV (ultraviolet) absorbing system of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine and avobenzone alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone, and octinoxate alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone, and optionally octinoxate in combination with zinc, titanium, and / or cerium oxides, and / or one or more additional organic UV filters.

[0056] Similarly, the avobenzone and octinoxate (if any) protection from light system ("avobenzone and octinoxate (if any) protection system") of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine. If octinoxate is not present in the compositions, one may speak of an "avobenzone protection system").

[0057] Similarly, the protection of avobenzone against degradation caused by the octinoxate system ("avobenzone degradation protection system") of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine.

[0058] For the purposes of this disclosure, the "fundamental and novel property" associated with avobenzone (and optionally octinoxate)-related compositions, components, and methods that "consist essentially of" identified ingredients or actions is "light stability" of avobenzone (and, optionally, octinoxate).

[0059] For the purposes of this disclosure, the "fundamental and novel property" associated with avobenzone-related compositions, components, and methods that "consist essentially of" the identified ingredients or actions is "stability to light and degradation caused by avobenzone octinoxate."

[0060] “Stability of avobenzone to light” and “stability of avobenzone to light and degradation caused by octinoxate” as used herein means that the stability to degradation over time after exposure to UV radiation is limited such that the amount of avobenzone (optionally octinoxate) available for application has remained substantially constant over time. The stability of avobenzone (optionally octinoxate) may be assessed by determining the amount of avobenzone (optionally octinoxate) present in a composition at an initial time (time = To) and comparing this determination to a determination of the amount of avobenzone (optionally octinoxate) present in the composition at a later time after exposure of the composition to a predetermined UV dose. The stability of avobenzone (optionally octinoxate) may also be assessed by comparing absorption spectra before and after a composition comprising avobenzone (optionally octinoxate) is irradiated with a predetermined amount of UV light.Irradiation of any composition comprising avobenzone (optionally octinoxate) may be carried out using a single wavelength, preferably the peak absorbance in the UV region for the UV filter (lambda max), or over a range of wavelengths as provided by a solar simulator or other similar irradiation means. When a comparison of absorption spectra is used for the assessment of the stability of avobenzone (optionally octinoxate), it may be convenient to compare the in vitro SPF values ​​measured before and after irradiation under a single wavelength or a range of wavelengths of UV light.

[0061] By "remained substantially constant" is meant that at least 70% of the target compound remained in the composition, preferably at least 80%, preferably at least 85%, and preferably at least 90%, over time. When the in vitro SPF or other calculated measures is / are used to assess the stability of the target compound, "remained substantially constant" should be understood to mean that at least 70% of the in vitro SPF is maintained for the composition after irradiation, preferably at least 80%, preferably at least 85%, and preferably at least 90%, relative to the in vitro SPF before irradiation.

[0062] The compositions of the present disclosure may be in any form suitable for use as a personal care composition, such as in the form of a stick, a paste, a cream, an anhydrous composition, an emulsion (oil in water, water in oil, a multiple emulsion such as water in oil in water), 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.

[0063] Reference is made herein to trade names of materials including, but not limited to, materials such as polymers and optional components. Materials are not intended to be limited to those described and referenced herein by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different name or catalog (reference) number) to those referenced by a trade name may be substituted for them and used in the methods described and claimed herein.

[0064] All percentages and ratios are, unless otherwise indicated, calculated by weight. All percentages are, unless otherwise indicated, calculated based on the total weight of a composition. All levels of component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources.

[0065] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COMPOSITION

[0066] Bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and octinoxate

[0067] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system comprising 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Me-thoxyphenyl Triazine), Tavobenzone and, optionally, octinoxate are provided.

[0068] 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.

[0069] According to preferred embodiments, the UV absorbing system comprises at least 5% by weight of avobenzone, preferably at least 15% by weight of avobenzone, preferably at least 20% by weight of avobenzone, preferably at least 30% by weight of avobenzone, preferably at least 40% by weight of avobenzone, preferably at least 50% by weight of avobenzone, preferably at least 70% by weight of avobenzone, preferably at least 80% by weight of avobenzone, and preferably at least 90% by weight of avobenzone, all weights being based on the total weight of the UV absorbing system.

[0070] According to preferred embodiments, the UV absorbing system optionally comprises at least 5% by weight of octinoxate, preferably at least 15% by weight of octinoxate, preferably at least 20% by weight of octinoxate, preferably at least 30% by weight of octinoxate, preferably at least 40% by weight of octinoxate, preferably at least 50% by weight of octinoxate, preferably at least 70% by weight of octinoxate, preferably at least 80% by weight of octinoxate, and preferably at least 90% by weight of octinoxate, all weights being based on the total weight of the UV absorbing system. The "UV absorbing system" contains all organic and / or mineral UV filters present in the composition.

[0071] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in 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.

[0072] According to preferred embodiments, avobenzone 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 5% by weight based on the total weight of the composition, from about 0.5% to about 4% by weight, from about 1% to about 3.5% by weight, and from about 2% to 3% by weight, including all intermediate ranges and sub-ranges such as, for example, from about 1.5% to about 3% by weight, from about 1% to about 2% by weight, from about 0.25% to about 4% by weight, from about 2.5% to about 4.5% by weight, from about 1.7% to about 3.9% by weight, etc., all weights being based on the total weight of the composition.

[0073] According to preferred embodiments, octinoxate is optionally present in the compositions of the present invention in an effective amount 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 1% to about 7.5% by weight, and from about 2% 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 2.5% to about 7.5% by weight, from about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition.

[0074] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present invention in an amount effective UV stability of avobenzone such as, for example, from about 0.1% to about 10% by weight with respect to the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8% by weight, and from about 4% to about 6% by weight, including all intermediate ranges and sub-ranges, such as, for example, from about 4.5% to about 10% by weight, and from about 1% to about 8% by weight, from about 1% to about 6% by weight, from about 5.5% to about 8% by weight, from about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition.Typically, the amount of UV stability of avobenzone (and optionally octinoxate) provided by bis-ethylhexyloxyphenol methoxyphenyl triazine can be affected by the relative amounts of octinoxate (if any), avobenzone, and bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition. The more bis-ethylhexyloxyphenol methoxyphenyl triazine present in a composition, the greater the stability of octinoxate (if any) and avobenzone. Further, the less octinoxate (if any) and avobenzone present in the composition, the greater the stability of the octinoxate (if any) and avobenzone, particularly in embodiments wherein higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present in the composition.

[0075] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and octinoxate (if present) are present in the compositions of the present disclosure in a weight % ratio of about 10:1 to about 1:10, preferably about 7.5:1 to about 1:7.5, preferably about 5:1 to about 1:5, and preferably about 2:1 to about 1:2, including all intermediate ranges and sub-ranges, such as, for example, 10:1 to 2.5:1, 7.5:1 to 1:1, 6:1 to 1.5:1, 1:1 to 1:8, 1:1.5 to 1:8, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of octinoxate present in the composition. Preferably, the compositions have a higher wt% of bis-ethylhexyloxyphenol methoxyphenyl triazine than that of octinoxate (if any).

[0076] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and avobenzone are present in the compositions of the present disclosure in a weight % ratio of about 25:1 to about 1:25, preferably about 20:1 to about 1:20, preferably about 10:1 to about 1:10, and preferably about 3:1 to about 1:3, including all intermediate ranges and sub-ranges, such as, for example, 15:1 to 2.5:1, 7.5:1 to 1:1, 6:1 to 1.5:1, 1:1 to 1:3, 1:2.5 to 1:5, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol me- thoxyphenyl triazine and the wt% of avobenzone present in the composition. Preferably, the compositions have a higher wt% of bis-ethylhexyloxyphenol methoxyphenyl triazine than that of avobenzone. Additional sunscreen agents

[0077] According to preferred embodiments of the present disclosure, compositions optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and octinoxate) selected from the group consisting of organic UV filters, zinc oxides, cerium oxides, titanium oxides and mixtures thereof are provided.

[0078] The additional organic UV filter(s) may be hydrophilic or lipophilic. “Hydrophilic organic UV filter” means a water-soluble organic UV filter or a water-dispersible organic UV filter (in colloidal form). “Lipophilic organic UV filter” means a UV filter which is dissolved or dispersed in colloidal form in a liquid fatty phase.

[0079] Suitable organic UV filters may be chosen from the following non-exhaustive list of compounds: cinnamic compounds; anthranilate compounds; para-aminobenzoic acid compounds; salicylic compounds; di-benzoylmethane compounds; camphor compounds; benzophenone compounds; [3,[3-diphenylacrylate] compounds; triazine compounds other than Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine; benzotriazole compounds; benzalmalonate compounds including those cited in US patent 5,624,663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US2,463,264; methylene bis(hydroxyphenyl benzotriazole) compounds as described in applications US 5,237,071, US 5,166,355, GB2303549, DE 197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844;polymer filters and silicone filters such as those described in particular in application WO-93 / 04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds 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.

[0080] Reference may specifically be made to suitable salicylic compounds including homosalate (homomentyl salicylate), for example marketed under the brand name “Eusolex HMS” by Rona / EM Industries; and ethylhexyl salicylate, for example marketed under the brand name “Neo Heliopan OS” by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example marketed under the brand name “Dipsal” by Scher; and TEA salicylate, for example marketed under the brand name “Neo Heliopan TS” by Symrise.

[0081] Examples of suitable [3,[3-diphenylacrylate] compounds include octocrylene, for example marketed under the trademark "Uvinul N539" by BASF; and etocrylene, for example marketed under the trademark "Uvinul N35" by BASF.

[0082] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the trademark "Neo Heliopan MA" by Symrise.

[0083] Examples of dibenzoylmethane compounds include butyl methoxydibenzoylmethane, for example marketed under the trademark "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.

[0084] Suitable cinnamic compounds include ethylhexyl methoxycinnamate, sold for example under the trademark "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxy 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.

[0085] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, for example sold under the trademark "Mexoryl SD" by Chimex; 4-methylbenzylidenecamphor, for example sold under the trademark "Eusolex 6300" by Merck; benzylidenecamphor sulfonic acid, for example sold under the trademark "Mexoryl SL" by Noveal; benzalkonium camphor methosulfate, for example sold under the trademark "Mexoryl SO" by Noveal; terephthalylidene dicamphor sulfonic acid, for example sold under the trademark "Mexoryl SX" by Noveal; and polyacrylamidomethyl benzylidenecamphor, for example sold under the trademark "Mexoryl SW" by Noveal.

[0086] Suitable benzophenone compounds include benzophenone-1 (2,4-dihydroxybenzophenone), such as that marketed under the trademark "Uvinul 400" by BASF; benzophenone-2 (tetrahydroxybenzophenone), such as that marketed under the trademark "Uvinul D50" by BASF; benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, such as that marketed under the trademark "Uvinul M40" by BASF; benzophenone-4 (hydroxymethoxybenzophonene sulfonic acid), such as that marketed under the trademark “Uvinul MS40” by BASF; benzophenone-5 (sodium hydroxymethoxybenzophenone sulfonate); benzophenone-6 (dihydroxy dimethoxy benzophenone); such as that marketed under the trademark “Helisorb 11” by Norquay; benzophenone-8, such as that marketed under the trademark “Spectra-Sorb UV-24” by American Cyanamid; benzophenone-9 (disodium dihydroxy dimethoxy benzophenonedisulfonate), such as that marketed under the trademark “Uvinul DS-49” by BASF; and benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the trademark UVINULA+ by BASF).

[0087] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the trademark "Uvasorb HEB" by Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine, bis-ethylhexyloxyphenol methoxyphenyl triazine, such as that marketed under the trademark "TINOSORB S" by BASF, and ethylhexyl triazone, such as that marketed under the trademark "UVINUL T150" by BASF.

[0088] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylpheno, branched and linear and those described in USP 5240975.

[0089] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate, and polyorganosiloxane comprising benzalmalonate functional groups, such as polysilicone-15, such as that marketed under the trademark "Parsol SLX" by Hoffmann-LaRoche.

[0090] Examples of benzimidazole compounds include, in particular, phenylbenzimidazole derivatives such as phenylbenzimidazole sulfonic acid, such as that marketed in particular under the trademark "Eusolex 232" by Merck, and disodium phenyl dibenzimidazole tetrasulfonate, such as that marketed under the trademark "Neo Heliopan AP" by Symrise.

[0091] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.

[0092] Examples of bis-benzoazolyl compounds include the compounds described in EP-669,323 and US Patent No. 2,463,264.

[0093] Suitable para-aminobenzoic acid compounds include PABA (p-aminobenzoic acid), ethyl PABA, ethyl dihydroxypropyl PABA, pentyl dimethyl PABA, ethylhexyl dimethyl PABA, such as that marketed under the trademark "Escalol 507" by ISP, glyceryl PABA and PEG-25 PABA, such as that marketed under the trademark "Uvinul P25" by BASF.

[0094] Suitable methylene bis-(hydroxyphenylbenzotriazol) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methyl-phenol] such as that com 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 Chimie or - “Mexoryl XL” by L'Oréal.

[0095] Examples of benzoxazole compounds include 2,4-bis[5-l(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the brand name Uvasorb K2A by Sigma 3V.

[0096] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.

[0097] Suitable dimers derived from α-alkylstyrene include the dimers described in DE-19855649.

[0098] Examples of 4,4-diarylbutadiene compounds include 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.

[0099] According to preferred embodiments, the compositions of the present disclosure further comprise at least one additional organic UV filter selected from the group consisting of octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof. In such embodiments, the UV absorbing system may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) avobenzone, (3) optionally octinoxate, and (4) at least one organic UV filter selected from the group consisting of octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof.

[0100] According to other preferred embodiments, however, the compositions of the present disclosure are "free", "substantially free" or "devoid" as defined above of one or more additional organic UV filters selected from the group consisting of octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate and octocrylene, preferably two or more, preferably three or more, or preferably all four of these sunscreen agents.

[0101] 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), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TE-TRAMETHYLBUTYL PHENOL, DIETHYLAMINO HYDROXYBENZOYL HEXYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLYSILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, DISODIUM PHENYL DIBENZIMIDAZOLE TETRASULFONATE, METHOXYPROPYLAMINO CYCLOHEXENYLIDENE ETHOXYETHYLCYA-NOACETATE, preferably two or more, preferably three or more, preferably four or more, etc., and preferably “free”, “substantially free” or “lacking” all of these sunscreen agents.

[0102] According to preferred embodiments, the compositions of the present disclosure are "free", "substantially free" or "lacking" as defined above of OXYBENZONE (benzophenone-3).

[0103] If present in the 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 about 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, with the upper end of the range of additional UV filter present preferably being about 40% by weight (e.g., about 5-40%, 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.

[0104] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.

[0105] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional organic UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.

[0106] According to preferred embodiments, the UV absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the com positions of the present disclosure may "consist of" or "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and optionally octinoxate.

[0107] According to preferred embodiments, the UV absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) avobenzone, (3) optionally octinoxate and (4) zinc oxides, titanium oxides and / or cerium oxides.

[0108] According to preferred embodiments, the UV absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) avobenzone, (3) optionally octinoxate and (4) additional organic UV filter(s).

[0109] According to preferred embodiments, this disclosure contemplates omitting one or more of the above-discussed specific UV filters from the UV absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the compositions of the present disclosure. For example, octocrylene may be omitted from the compositions. A similar omission of one or more of the above-discussed specific UV filters is thus contemplated. Oil

[0110] According to preferred embodiments of the present disclosure, compositions further comprising at least one oil are provided. "Oil" refers to a hydrophobic and lipophilic substance, and which is liquid at about room temperature (20 to 25°C) and at about atmospheric pressure (760 mm Hg).

[0111] Suitable oils include volatile and / or non-volatile oils. These oils may be any acceptable oil, including, but not limited to, silicone oils and / or hydrocarbon-based oils.

[0112] 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 a viscosity of 2 to 7 silicon atoms, wherein such silicones are optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that may be used include KF 96A having a viscosity of 6 cSt, a product Shin Etsu commercial silicone oils with a flash point of 94°C. Preferably, volatile silicone oils have a flash point of at least 40°C.

[0113] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0114] [Table 1]

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

[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 sold 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 the 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 invention, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that can be used in the present invention include, in particular, polar oils such as, for example: • esters and ethers, in particular fatty acids, such as oils of formula R1COOR2, in which RI represents the residue of a fatty acid having from 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or not, containing from 3 to 30 carbon atoms, such as for example Purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, fatty alcohol heptanoates, octanoates, decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate;triglycerides such as caprylic / capric acid triglycerides, for example, those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate; • ethers containing 10 to 40 carbon atoms; • liquid C8 to C261 fatty alcohols, for example oleyl alcohol, cetyl alcohol, stearyl alcohol and cetearyl alcohol; • hydrocarbon oils of animal origin, such as perhydrosqualene; • hydrocarbon oils of vegetable origin, such as triglycerides liquid fatty acids having 4 to 10 carbon atoms such as tri- glycerides of heptanoic or octanoic acids, for example, sunflower oil, corn oil, soybean oil, cucurbit oil, grape seed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, ara oil, sunflower oil, castor oil, avocado oil, caprylic / capric acid triglycerides, such as those sold by Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818, by Dynamit Nobel, coco-caprylate / caprate (esterified coconut oil), jojoba oil, shea butter oil; and • mixtures thereof.

[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, pentahydro squalene, 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, phenyltrimethylsiloxydiphenyl-siloxane, diphenyldimethicone, and diphenylmethyldiphenyltrisiloxane, and the siloxanes disclosed in 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 PCR 15 M 30 (500 cSt) or 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, cocoglycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, coco caprylate / caprate, ethylhexyl palmitate, isononyl isononanoate, octyl dodecanol, isohexadecane, isododecane, dicaprylyl ether, C15-19 alkane and mixtures thereof.

[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 preferably from about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within those ranges such as, for example, 15% to 40%, 20% to 45%, etc. Aqueous Phase

[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 (O / W / O) emulsion, or an emulsion containing an external oily phase such as a water-in-oil (W / O) emulsion or an oil-in-water-in-oil (O / W / O) emulsion. Preferably, when in the form of an emulsion, the oily phase may contain silicone oils (e.g., Si / W or W / Si emulsion) or hydrocarbon oils.Optionally, 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 invention are anhydrous.

[0128] If present in compositions of the present invention, 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 applicable, 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

[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 antioxidants, film formers, colorants (e.g., pigments and dyes), waxes, active agents, light-protecting compounds for active agents such as piperidinol compounds, SPF boosters such as diethylhexyl syringylidenemalonate, ethylhexyl methoxycrylene and butyl octyl salicylate, thixotropic agents (e.g., clays), fillers, preservatives, perfumes, surfactants, leveling agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, fibers, wetting agents, and mixtures thereof.However, preferably, the compositions of the present disclosure are "free", "substantially free" or "devoid" of such additives.

[0132] In particular, according to preferred embodiments of compounds "free", "substantially free" or "lacking" active agent light shielding compounds such as piperidinol compounds like etramethylhydroxypiperidinol 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.

[0133] 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.

[0134] 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.

[0135] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition. position and further such as from 0.1% to 50% by weight (as applicable), including all intermediate ranges and sub-ranges.

[0136] 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 coat layers; the application of at least one topcoat composition may comprise one or more topcoat layers; and the application of the at least one basecoat composition may comprise one or more basecoat layers. Preferably, such basecoat, color coat, and topcoat compositions contain three or fewer layers of compositions, preferably two or fewer layers of compositions, and preferably a single layer of compositions.

[0137] 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.

[0138] According to preferred embodiments of the present disclosure, methods of treating, protecting, improving the appearance, caring for and / or making up keratinous materials 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.

[0139] Preferably, "treating" the keratinous material includes applying a composition comprising octinoxate 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 smoothness, an increase in hydration, a decrease in free radical formation, etc.

[0140] 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.

[0141] 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.

[0142] According to preferred embodiments of the present disclosure, methods of improving the photostability of avobenzone and octinoxate (if any), in compositions comprising avobenzone and optionally octinoxate, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to improve the photostability of avobenzone and octinoxate (if any) are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the photostability of avobenzone (and optionally octinoxate).

[0143] According to preferred embodiments of the present disclosure, methods of preparing compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and optionally octinoxate in the compositions during formation of the compositions are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the photolight stability of avobenzone and octinoxate (if present).

[0144] According to preferred embodiments of the present disclosure, methods of improving the light stability of avobenzone (and optionally improving octinoxate) of compositions comprising avobenzone and optionally octinoxate, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formation of the compositions in an amount sufficient to improve the light stability of avobenzone and octinoxate (if any) of the compositions are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the light stability of avobenzone (and optionally octinoxate).

[0145] According to preferred embodiments of the present disclosure, methods

[0146]

[0147]

[0148] Methods of improving the stability of avobenzone in compositions that also contain octinoxate, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formation of the compositions in an amount sufficient to improve the stability of avobenzone in the compositions that also contain octinoxate are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the stability of avobenzone to degradation caused by octinoxate. The present disclosure also contemplates kits and / or pre-packaged materials suitable for consumer use containing one or more compositions according to the present disclosure, alone or in combination with other consumer care products such as makeup products such as base coats, top coats, makeup remover compositions, etc. The packaging and application device for any subject matter of the disclosure may be selected 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 related to the consistency of the composition, in particular its viscosity; it may also depend on the nature of the constituents present in the composition, such as the presence of volatile compounds. 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 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. 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

[0149] INCI US CREAM SPF50 STEARIC ACID 2.00 C12-15 ALKYL BENZOATE 8.00 TOCOPHEROL 1,00 DIPROPYLENE GLYCOL 2,11 GLYCERYL STEARATE (and) PEG-100 STEARATE 1,50 ALCOHOL DENAT. 3,00 OCTINOXATE 5,00 AVOBENZONE 3,00 GLYCERIN 4,00 XANTHAN GUM 0,10 POTASSIUM CETYL PHOSPHATE 1,00 CARBOMER 0,30 TITANIUM DIOXIDE 1,00 WATER QS ECAMSULE 2,00 MICA (and) BARIUM SULFATE (and) TITANIUM DIOXIDE 3,36 CETYL ALCOHOL 0,70 PROPYLENE GLYCOL 3,60 TRIETHANOL AMINE QS CAPRYLYL GLYCOL 0,30 TROMETHAMINE QS ACRYLAMIDE / SODIUM ACRYLOYLDIME-THYLTAURATE COPOLYMER (and) ISO-HEXADECANE (and) POLYSORBATE 80 0,50 PAEONIA SUFFRUTICOSA ROOT EXTRACT 0,20 THERMUS THERMOPHILLUS FERMENT 0,10 BEMOTRIZINOL 6,00 SODIUM COCOYL SARCOSINATE 1,00 BUTYLENE GLYCOL (and) BUTYROSPERMUM PARKII (SHEA) SEEDCAKE EXTRACT 0,25 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,15 SQUALANE 4,50 IRON OXIDES 0,05 IRON OXIDES 0,04 Exemple 2

[0150] INCI US BÂTON SPF50 RICINUS COMMUNIS (CASTOR) SEED OIL QS TITANIUM DIOXIDE 0,80 ISOPROPYL PALMITATE 17,00 BUTYROSPERMUM PARKII (SHEA) BUTTER 2,00 OCTINOXATE 3,00 AVOBENZONE 3,00 TOCOPHEROL 1,00 ISOHEXADECANE 7,00 THEOBROMA CACAO (COCOA) SEED BUTTER 2,00 OCTOCRYLENE 3,50 POLYETHYLENE 14,00 BEMOTRIZINOL 5,00 PARAFFIN (and) MICROCRYSTALLINE WAX (and) SYNTHETIC WAX 4,00 IRON OXIDES 0,02 IRON OXIDES 0,01

Claims

Claims

1. A composition comprising bemotrizinol, avobenzone and optionally octinoxate, wherein bemotrizinol is present in the composition in an amount effective to improve the photostability of avobenzone.

2. The composition of claim 1, wherein the composition comprises octinoxate, and bemotrizinol is present in the composition in an amount effective to improve the photostability of octinoxate.

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

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

5. Composition according to any one of the preceding claims, in the form of an emulsion.

6. Composition according to any one of the preceding claims, in stick form.

7. A composition according to any preceding claim, further comprising at least one coloring agent.

8. Composition according to any one of the preceding claims, comprising at least one active agent.

9. A method of improving the photostability of avobenzone in a composition comprising avobenzone, comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the composition during formation of the composition in an amount sufficient to improve the photostability of the avobenzone.

10. The method of claim 9, wherein the composition further comprises octinoxate and bemotrizinol is added to the composition in an amount effective to improve the photostability of the octinoxate.

Citation Information

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