STICK COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE, A LIPOPHILIC GELLING AGENT, AND A SOLVENT SYSTEM

By using a solvent system and lipophilic gelling agent, the stick compositions achieve stable UV protection and inhibit recrystallization, addressing texture and stability issues in bis-ethylhexyloxyphenol methoxyphenyl triazine-containing formulations.

FR3160583A3Active Publication Date: 2025-10-03LOREAL SA
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Patent Information

Application Number
FR2024003227
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 stick compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine face challenges in achieving stable UV protection and preventing recrystallization, especially when the amount of bis-ethylhexyloxyphenol methoxyphenyl triazine approaches or exceeds the solubility limit, leading to instability and difficulty in maintaining a pleasant texture.

Method used

Incorporating a solvent system and at least one lipophilic gelling agent into the stick composition, with bis-ethylhexyloxyphenol methoxyphenyl triazine added in a supersaturated amount, to enhance UV protection and inhibit recrystallization, resulting in transparent or translucent compositions.

Benefits of technology

The solution provides compositions with effective UV shielding, good application properties, and inhibits recrystallization, maintaining stability and texture, with enhanced SPF, FPUVA, and UVA protection factors.

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Abstract

STICK COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE, A LIPOPHILIC GELLING AGENT, AND A SOLVENT SYSTEM The present invention relates to stick compositions comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine, at least one solvent for solubilizing bemotrizinol, and at least one lipophilic gelling agent, as well as methods of making and using such compositions. Figure for abstract: none
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Description

Title of the invention: STICK COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE, A LIPOPHILIC GELLING AGENT, AND A SOLVENT SYSTEM FIELD OF THE INVENTION

[0001] The present invention relates to stick compositions comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: bis-ethylhexyloxyphenol me-thoxyphenyl triazine), a solvent system for solubilizing bis-ethylhexyloxyphenol methoxyphenyl triazine, and at least one lipophilic gelling agent, 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 a wavelength 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 microrelief of the skin, 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, etc.

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

[0006] The high levels of UV filters, however, do not lend themselves to easy preparation of compositions having a stabilized and pleasant texture, especially in the form of a stick. This is particularly true for compositions containing solid UV-filter bis-ethylhexyloxyphenol methoxyphenyl triazine, which is usually solubilized during the formation of a stick composition, but which may be unstable, due to its tendency to recrystallize in the composition.

[0007] There remains a need in the art for improved stick compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine, particularly transparent or translucent stick compositions such as gels, which exhibit good UV shielding capabilities and good application and use properties. There is also a need to inhibit the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in the stick compositions, particularly when the amount of bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition approaches or exceeds the solubility limit for the solvent(s) intended to solubilize the bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition.

[0008] Therefore, one aspect of the present invention is a stick composition containing bis-ethylhexyloxyphenol methoxyphenyl triazine which exhibits good UV protection properties, good application and use properties and / or good bis-ethylhexyloxyphenol methoxyphenyl triazine recrystallization inhibition properties. Summary of the invention

[0009] The present invention relates to stick compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol), a solvent system for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine, and at least one lipophilic gelling agent. Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine is added to the compositions in an amount effective to protect keratin from UV radiation and / or is added in a supersaturated amount. Preferably, the compositions are transparent or translucent.

[0010] The present invention further relates to methods of making stick compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine, a solvent system for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine, and at least one lipophilic gelling agent, in the compositions during their formation. Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to protect the keratin from UV radiation and / or is added in a supersaturated amount. Preferably, the compositions are transparent or translucent.

[0011] The present disclosure further relates to methods of inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in a stick composition comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, in wherein the methods comprise adding at least one lipophilic gelling agent and / or at least one solvent system for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine in the compositions during their formation, in amounts sufficient to inhibit recrystallization of the bis-ethylhexyloxyphenol methoxyphenyl triazine in the stick composition after its formation. Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to protect the keratin from UV radiation and / or is added in a supersaturated amount. Preferably, the composition is transparent or translucent.

[0012] It is to be understood that the foregoing general description and the following detailed description are exemplary and explanatory only and do not limit the description. DETAILED DESCRIPTION OF THE INVENTION

[0013] 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.

[0014] “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%.

[0015] “A” or “an” as used herein means “at least one”

[0016] “At least one” means one or more and thus includes components in individual as well as mixtures / combinations.

[0017] As used herein, all proposed ranges are intended to include every specific point and every specific range within the given ranges, and 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 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.

[0018] “Film former”, “film-forming polymer” or “film-forming agent”, as used herein, means a polymer or resin that may leave 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.

[0019] “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, containing halogen, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups and polysiloxane groups. The substituent(s) may be further substituted.

[0020] “Volatile,” as used herein, means having a flash point less than about 115°C.

[0021] “Non-volatile,” as used herein, means having a flash point greater than about 115°C.

[0022] “Polymer” as used herein means a compound that is made up of at least two monomers.

[0023] “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 (compositions of the invention 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. Discussed examples of the use of such language as those in this paragraph are intended to be provided by way of example, not limitation.

[0024] “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).

[0025] “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.

[0026] “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.

[0027] “Physiologically acceptable” means compatible with the gel 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.

[0028] “UV protection efficiency” or “filtering efficiency” in the context of the present disclosure, is evaluated from one or more of SPF, FPUVA, critical wavelength and UVA-I / UV ratio.

[0029] "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. "SPF" is a term 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).

[0030] 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 this assessment, polymethyl methacrylate (PMMA) plates can be used. An example of an acceptable protocol is currently undergoing ISO accreditation under the name "ISO Committee Draft 23675".

[0031] 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).” This factor 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.

[0032] "UVA Protection Factor" (UVF) refers to an index characterizing the UVA protection provided by a composition. For example, the UVA protection factor can be measured in vivo according to the "PPD" (Persistent Pigment Darkening) method of the ISO-24442:2022 protocol, measuring skin color observed 2 to 4 hours after UVA exposure. It can also be determined according to FDA protocols, as described in 21 CFR Part 352 Subpart D § 352.72 as discussed above in relation to SPF.

[0033] The evaluation of UVA protection can also be measured in vitro with the Labsphere® spectrophotometer under conditions such as those discussed above in connection with SPF. The ISO 24443:2021 protocol describes such an in vitro method. The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also found in 21 CFR Part 352 Subpart D § 352.72. In addition, the broad spectrum test procedures include the determination of the UVA1 / UV ratio as described in "Sunscreen Drug Products for Over-the-Counter Human Use" published in the Federal Register https: / / www.federalregister.gov / documents / 2019 / 02 / 26 / 2019-03019 / sunscreen-drug-pr oducts-for-over-the-counter-human-use.» In the test described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection provided by the sunscreen product against UVA1 (340 to 400 nm) and the protection against total UV radiation (UVB and UVA at 290 to 400 nm) calculated from the absorbance curve. This UVA1 / UV ratio would represent the product's score in the in vitro test.

[0034] According to the present disclosure, the compositions of the present disclosure preferably have one or more of the following properties:

[0035] The compositions have a critical wavelength, as determined by FDA critical wavelength procedures, of at least 370 nm;

[0036] The compositions have an SPF value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;

[0037] The compositions have an FPUVA / SPF ratio of at least 1 / 3, and preferably at least 2 / 5; and / or

[0038] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more, and preferably 0.8 or more.

[0039] "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 defects after application of the product to the keratinous material.

[0040] “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 for evaluating such properties known in the art. 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 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 may be evaluated relative to other compositions, such as commercially available compositions.“Long wear” can also be assessed using in vitro methods on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as color, transparency, or in vitro SPF can be assessed before and after a period or stressor such as immersion in water, incubation at elevated temperatures, or application of an abrasive technique.

[0041] "Supersaturated amount," as used herein in the context of compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, means an amount of bis-ethylhexyloxyphenol methoxyphenyl triazine at least a portion of which is expected to be insoluble at room temperature in the composition depending on (1) the respective amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine and solvent(s) for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition, and (2) the solubility properties of the bis-ethylhexyloxyphenol methoxyphenyl triazine in the solvent(s).

[0042] "Inhibition of bis-ethylhexyloxyphenol methoxyphenyl triazine recrystallization," as used herein, means obtaining or achieving less recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in a sample stick composition (e.g., a composition containing at least one lipophilic gelling agent such as, for example, at least one sugar fatty acid ester gelling agent) than that obtained or achieved in a comparative stick composition (e.g., a composition that does not contain the at least one lipophilic gelling agent).

[0043] Recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine can be determined by incubating stick compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine under different temperature conditions, and evaluating the formula at regular intervals, visually and / or under microscopic examination. The crystals of bis-ethylhexyloxyphenol methoxyphenyl triazine can be conveniently observed under microscopic examination using of polarized light. Temperature conditions may include regulated temperatures in the range of about 4 C or lower, up to about 60 C. Temperature conditions may further include regulated cycling of the incubation temperature, between ranges of about -20°C or lower to about 20 C or about 60 C, and maintaining the incubation temperature constant for a given time. In some cases, the presence of bis-ethylhexyloxyphenol methoxyphenol triazine crystals may be observed indirectly by turbidity measurements or other spectroscopic methods (e.g., in vitro FPS).

[0044] “Transparent” or “translucent” as used herein refers to compositions having a turbidity, measured according to the following method, of less than 800 NTU (nephelometric turbidity units). In preferred embodiments, the turbidity is less than 500 NTU. The turbidity can be measured using a Hach model 2100 P turbidimeter at room temperature (20 to 25 °C). The tubes used for the measurement are referenced AR 397 A cat 24347-06. The apparatus is calibrated using formazin suspensions at different concentrations. Alternatively, the transparency can be measured by visual comparison between two samples stored under identical processing conditions.Other examples of transparency or translucency measurements may involve applying the composition as a film of controlled thickness to a transparent substrate and visually inspecting the amount of light passing through the sample, or comparing the visibility of a controlled pattern placed behind the transparent substrate and the controlled film of the composition under controlled lighting conditions.

[0045] “Natural”, as in the expression “natural compound”, means any compound derived directly from a natural substance such as a plant without having undergone chemical modification.

[0046] “Naturally occurring compound” refers to any compound derived from a compound natural which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.

[0047] “Synthetic compound” refers to any compound that is not a compound natural nor a naturally occurring compound.

[0048] “Room temperature” means approximately 20 to 25°C.

[0049] “Atmospheric pressure” means approximately 760 mmHg, i.e. approximately 105 pascals.

[0050] “UV filter” and “sunscreen agent” are used interchangeably in this request.

[0051] “UV efficacy” and “UV efficacy” are used interchangeably. changeable in this application.

[0052] 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 present 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. Further, by way of example, the system for inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine may “consist essentially of” one or more sugar fatty acid ester gelling agents and / or the solvent system for solubilizing bis-ethylhexyloxyphenol methoxyphenyl triazine.

[0053] For the purposes of the present invention, the "fundamental and novel property" associated with the compositions, components and methods which "consist essentially of" the identified ingredients or actions is "the inhibition of the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine."

[0054] Reference is made herein to trade names of materials including, but not limited to, materials such as polymers and optional components. The materials are not intended to be limited to the materials described and referenced herein by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different catalog name or (reference) number) to those referenced by a trade name may be substituted and used in the methods described and claimed herein.

[0055] All percentages and ratios are calculated by weight unless otherwise indicated. All percentages are, unless otherwise indicated, calculated based on the total weight of a composition. All levels of component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources.

[0056] All US patents or patent applications described herein are expressly incorporated by reference in their entirety. Stick composition

[0057] The term "Stick Composition," as used herein, means any composition that is solid or semi-solid under ambient conditions. Stick compositions may be hot-poured into a mold, or formed into a desired structure using extrusion or other molding techniques. Stick compositions may be semi-solid and maintained in a particular shape using other packaging means designed to dispense the semi-solid composition. in a controlled manner.

[0058] According to the present disclosure, stick compositions are provided which comprise a UV (ultraviolet) absorbing system comprising 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine). By "Stick Composition" is meant, in particular, a composition whose hardness can be measured according to the "cheese wire" method. Said compositions may contain little or no water (e.g., they may be anhydrous, "free", "substantially free", "water-free") and may be in the form of an emulsion (e.g., oil-in-water emulsion or water-in-oil), etc.

[0059] The hardness of a composition may, for example, be expressed in grams-force (gf). The composition of the present disclosure may, for example, have a hardness ranging from 20 gf to 2,000 gf, such as from 20 gf to 900 gf, and further such as from 20 gf to 600 gf, including all intermediate ranges and sub-ranges.

[0060] The measurement of hardness can be illustrated by the following two examples. First, the "cheese cutting wire" method noted above, which involves cutting a composition into a 12.4 mm diameter stick and measuring its hardness at 20°C using a DFGHS 2 tensile testing machine from Indelco-Chatillon Co. or a similar machine at a speed of 100 mm / minute. The hardness value of this method is expressed in grams as the shear force required to cut a stick under the above conditions. According to this method, the hardness of the compositions according to the present disclosure, which may be in stick form, may, for example, be between 120 gf and 270 gf, preferably between 170 gf and 220 gf, for a 12.4 mm diameter stick sample.

[0061] If desired, another hardness test is carried out according to a method of penetrating a probe into the composition and in particular using a texture analyzer (for example, the PLUS-UPGRADE model texture analyzer from Stable Micro Systems equipped with a stainless steel cylinder with a height of 28 mm and a diameter of 2 mm). The hardness measurement can be carried out at 20 °C in the center of 5 samples of the composition. The cylinder is introduced into each sample of composition at a pre-speed of 2 mm / s, then at a speed of 0.5 mm / s and finally at a post-speed of 10 mm / s, the total displacement being 2 mm. The recorded hardness value is that of the first peak before the drop in the observed value.

[0062] The hardness of the composition of such preferred embodiments is preferably such that the compositions are self-supporting and can readily disintegrate to form a satisfactory deposit on a keratinous material. Further, said hardness can impart good impact resistance to the compositions described herein, which can be molded or cast, for example, in stick or capsule form. B is-ethylhexyloxyphenol methoxyphenyl triazine

[0063] According to the present invention, stick compositions which comprise a UV (ultraviolet) absorbing system comprising 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are provided.

[0064] 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 absorption system” contains all the organic and / or mineral UV filters present in the composition.

[0065] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an effective UV absorbing amount such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8% by weight, and from about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, from about 4.5% to about 10% by weight, and from about 1% to about 8% by weight, from about 1% to about 6% by weight, from about 5.5% to about 8% by weight, from about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition.

[0066] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present invention in a supersaturated amount. Lipophilic gelling agent

[0067] According to the present invention, stick compositions comprising at least one lipophilic gelling agent are provided. Preferably, the at least one lipophilic gelling agent is selected from the group consisting of acid ester gelling agents sugar fats, semi-crystalline polymers, waxes, thixotropic agents, polyamides such as polyamide-8, polyesters such as polyester-7, amino acid-based gelling agents such as lysine, glutamic acid or glutamine-based gelling agents such as dibutyl lauroyl glutamide, styrene block copolymers (such as those sold under the name Kraton®), and mixtures thereof. A suitable example of lipophilic gelling agents is available, for example, in U.S. Patent 10,398,631 and / or U.S. Patent 6,921,747, the entire contents of which are incorporated herein by reference. Sugar fatty acid ester gelling agent

[0068] According to preferred embodiments of the present invention, stick compositions comprising at least one sugar fatty acid ester gelling agent are provided. Any sugar-based compound esterified with at least one fatty acid may be used in accordance with the present disclosure.

[0069] Sugar-based compounds include, but are not limited to, compounds that contain at least one glucose and / or fructose monomer, including sucrose. These compounds include not only sugar monomers (e.g., glucose and fructose), but also polymeric forms of such monomers such as, for example, dextrin and fructooligosaccharides.

[0070] Suitable fatty acids for the production of an esterified compound include, but are not limited to, acidic compounds containing at least C8 (8 carbon atoms) (e.g., octanoic acid). Preferably, suitable fatty acids for the esterification of sugar-based compounds contain from 8 to 32 carbon atoms, preferably from 10 to 26 carbon atoms, preferably from 12 to 22 carbon atoms, and preferably from 16 to 18 carbon atoms, including saturated and unsaturated, branched and unbranched fatty acids, such as, for example, octanoic acid, ethylhexylic acid, stearic acid, palmitic acid, oleic acid, palmitoleic acid, etc.

[0071] Suitable specific examples of fatty acid ester gelling agents suitable for use in accordance with the present disclosure include, but are not limited to, dextrin fatty acid esters such as dextrin palmitate, dextrin stearate, and dextrin 2-ethylhexanoate / palmitate; sucrose fatty acid esters such as sucrose palmitate and sucrose stearate; and fructooligosaccharide fatty acid esters such as fructooligosaccharide stearate and fructooligosaccharide 2-ethylhexanoate.

[0072] According to preferred embodiments, the at least one sugar fatty acid ester gelling agent is present in the compositions of the present disclosure in an amount effective to inhibit the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine such as, for example, from about 0.1% to about 30% by weight based on the total weight of the composition, from about 1% to about 25% by weight, from about 5% to about 20% by weight, and from about 7.5% to about 17.5% 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 12% to about 18% by weight, from about 11% to about 16% by weight, from about 5.5% to about 18% by weight, from about 7.7% to about 19% by weight, etc., all weights being based on the total weight of the composition. Semi-crystalline polymer

[0073] According to preferred embodiments of the present invention, compositions are provided that comprise at least one semi-crystalline polymer. The term "Semi-crystalline Polymer", as used herein, refers to one or more polymers comprising a crystallizable portion, a pendant chain or block in the polymer structure (backbone), and an amorphous portion in the polymer structure (backbone), wherein the semi-crystalline polymer exhibits a first-order reversible phase temperature change, particularly melting (solid-liquid transition).

[0074] When the crystallizable part is a sequence of the polymer skeleton, said crystallizable sequence has a chemical nature different from that of the amorphous sequences; the semi-crystalline polymer is in this case preferably a block polymer, such as of the diblock, triblock or multiblock type, comprising at least one crystallizable sequence and at least one amorphous sequence. By "sequence", it is understood that there are at least 5 identical repeating models. The crystallizable sequence(s) have(s) a chemical nature different from that of the amorphous sequence(s).

[0075] Preferably, the at least one semi-crystalline polymer has an average molecular weight (Mn) greater than or equal to approximately 2,000 g / mol, preferably approximately 2,000 to 800,000 g / mol, preferably approximately 3,000 to 500,000 g / mol, preferably approximately 4,000 to 150,000 g / mol, and preferably approximately 4,000 to 99,000 g / mol.

[0076] In addition to the crystallizable chains or blocks, the at least one semi-crystalline polymer contains amorphous chains or blocks. The term "crystallizable chain or block," as used herein, refers to a chain or block that, if alone, would change from the amorphous state to the crystalline state reversibly, depending on whether its temperature is above or below the melting temperature.

[0077] The term "Chain", as used herein, refers to a group of atoms, pendant or lateral to the backbone (skeleton) of the polymer. The term "Sequence", as used herein, refers to a group of atoms that belong to the backbone (skeleton), and a group that constitutes one of the repeating units of the polymer.

[0078] According to preferred embodiments, the at least one semi-crystalline polymer contains a "crystallizable pendant chain" which comprises at least 6 carbon atoms, preferably at least 8 carbon atoms, preferably at least 12 carbon atoms, and preferably at least 16 carbon atoms.

[0079] Preferably, the polymer backbone of the at least one semi-crystalline polymer is soluble in the oil phase of the compositions of the present invention and introduced into the oil phase during the preparation of the compositions of the present disclosure.

[0080] Preferably, the at least one semi-crystalline polymer comprises at least one alkyl acrylate chain. Preferably, the crystallizable blocks or chains of said semi-crystalline polymers which contain at least one alkyl acrylate chain represent at least about 30% by weight and, preferably, at least about 40% by weight relative to the total weight of the semi-crystalline polymer.

[0081] Preferably, the at least one semi-crystalline polymer with crystallizable sequences is a block or multi-block polymer. It can be obtained by polymerization of monomers with reactive (or ethylenic) double bonds or by polycondensation.

[0082] Preferably, when the at least one semi-crystalline polymer has one or more crystallizable side chain(s), said polymer(s) is (are) preferably in random or statistical form.

[0083] The at least one semi-crystalline polymer may be of synthetic origin. Preferably, the polymer(s) do not contain a polysaccharide backbone.

[0084] The at least one semi-crystalline polymer may or may not be partially crosslinked. If it is crosslinked, it may involve chemical crosslinking, by reaction with a multifunctional monomer during polymerization. It may also involve physical crosslinking which may then be due either to the creation of hydrogen or dipolar bonds between groups carried by the polymer, such as dipolar interactions between the carboxylate ionomers, these interactions being in small quantity and carried by the polymer backbone; or to a phase separation between the crystallizable sequences and the amorphous sequences, carried by the polymer. Preferably, the at least one semi-crystalline polymer is not crosslinked.

[0085] As indicated above, the compositions according to the present disclosure preferably comprise at least one semi-crystalline polymer containing at least one alkyl acrylate chain. Suitable semi-crystalline polymers include, in particular, those resulting from the polymerization of one or more saturated alkyl (meth)acrylates. Preferably, the semi-crystalline polymers with a crystallizable side chain are homopolymers of alkyl (meth)acrylate, or copolymers of these monomers with a hydrophilic monomer.

[0086] According to preferred embodiments, the semi-crystalline polymer which contains at least one alkyl acrylate chain comes from a crystallizable chain monomer chosen from saturated alkyl (meth)acrylates, preferably with a C16-C-22 chain, such as poly(stearyl acrylate) or poly(behenyl acrylate).

[0087] According to preferred embodiments, the semi-crystalline polymer which contains at least one alkyl acrylate chain is chosen from copolymers which result from the polymerization of at least one monomer with a crystallizable chain chosen from saturated alkyl (meth)acrylates, preferably with a C16-C-22 chain.

[0088] According to preferred embodiments, the semi-crystalline polymer which contains at least one alkyl acrylate chain is chosen from homopolymers obtained by polymerization of a monomer chosen from alkyl acrylates and alkyl methacrylates and from copolymers obtained by copolymerization of a monomer chosen from alkyl acrylates and alkyl methacrylates, with a hydrophilic monomer, preferably N-vinylpyrrolidone or a hydroxyethyl (meth)acrylate, and mixtures thereof, and preferably a hydroxyethyl (meth)acrylate, and mixtures thereof.

[0089] Suitable examples of acceptable semi-crystalline polymers include, but are not limited to, homopolymers obtained by polymerization of a monomer selected from alkyl acrylates and alkyl methacrylates, preferably having a C16-C-22 chain, such as stearyl acrylates and behenyl acrylates. Specific examples include particular polymers that have the INCI name Poly C10-30 Alkyl Acrylate, such as Intelimer® products from EVONIK, such as Intelimer® IPA 13-1, which is a polystearyl acrylate, or Intelimer® IPA 13-6, which is a behenyl polymer (polybehenyl acrylate), or Tego® SP products from EVONIK.

[0090] Other suitable examples include, for example, copolymers obtained by copolymerization of a monomer selected from alkyl acrylates and alkyl methacrylates, with a hydrophilic monomer, preferably a hydroxyethyl (meth)acrylate, such as those described in applications US 2020 / 0281829 and US 2020 / 0330334, the entire contents of which are incorporated herein by reference. Preferably, the copolymer is obtained by copolymerization of at least one monomer selected from alkyl acrylates, preferably from behenyl acrylates, stearyl acrylates and mixtures thereof, with a hydrophilic monomer such as hydroxyethyl (meth)acrylate and N-vinylpyrrolidone and preferably hydroxyethyl acrylate.

[0091] Preferably, the semi-crystalline polymer which contains at least one alkyl acrylate chain is a behenyl / 2-hydroxyethyl acrylate copolymer, a co stearyl / 2-hydroxyethyl acrylate polymer and / or one of their mixtures, and in particular the polymer which bears the INCI name: Poly Cl2-22 Alkyl Acrylate / Hydroxyethylacrylate Copolymer, marketed in particular under the name Tego SP Senstar by the company EVONIK.

[0092] According to preferred embodiments, the semi-crystalline polymer(s) which contain at least one alkyl acrylate chain is / are chosen from a poly-stearyl acrylate, a poly-behenyl acrylate, a behenyl acrylate / 2-hydroxyethylacrylate copolymer, a stearyl acrylate / 2-hydroxyethylacrylate copolymer, and mixtures thereof, in particular chosen from the polymer with the INCI name: Poly C10-30 Alkyl Acrylate, the copolymer with the INCI name C12-22 Alkyl Acrylate / Hydroxyethylacrylate Copolymer, and mixtures thereof, more particularly the polymer which bears the INCI name: Cl2-22 Alkyl Acrylate / Hydroxyethylacrylate Copolymer.

[0093] According to preferred embodiments, the at least one semi-crystalline polymer contains monomer units of formulas (A) and (B):

[0094] [chem 1]

[0095] in which: • RI, independently of each other, is chosen from alkyl or alkenyl radicals, and at least 60% by weight of the RI groups are radicals chosen from stearyl and behenyl radicals, the percentage by weight relative to the sum of all the RI groups present in the polymer, and the weight ratio of the sum of all the hydroxyethyl acrylate units to the sum of all the acrylate units carrying the RI group ranges from 1:30 to 1:1, and the sum of the total of units A and B is at least 95% by weight of the total weight of the polymer.

[0096] Preferably, RI consists of alkyl radicals, preferably C16-C22 alkyl radicals, and preferably stearyl radicals (Cl8) or behenyl radicals (C22).

[0097] Preferably, at least 70% by weight of the RI groups are stearyl radicals or behenyl, preferably at least 80% by weight, and preferably at least 90% by weight.

[0098] According to preferred embodiments, all RI groups are behenyl radicals.

[0099] According to preferred embodiments, all RI groups are stearyl radicals.

[0100] Preferably, the weight ratio of the sum of all the hydroxyethylacrylate units relative to the sum of all the acrylate units carrying the RI group ranges from 1:15 to 1:1 and preferably ranges from 1:10 to 1:4.

[0101] Preferably, the polymer units present in the polymer consist of the units (A) and (B) described above.

[0102] manufactured by Agilent Technologies, a Waters 2695 chromatographic system, a tetrahydrofuran mobile phase and refractive index detection. The sample is filtered through a 0.45 µm nylon filter, before being injected into the liquid chromatograph. The standards used for calibration are the Easi Vial narrow polystyrene (PS) standards, the polymer preferably has a number average molecular weight Mn between 2,000 and 9,000 g / mol, preferably between 5,000 and 9,000 g / mol. The number average molecular weight can be measured by the gel permeation chromatography method, for example according to the method described below.

[0103] The sample is prepared by preparing a 10 mg / ml solution of the polymer in tetrahydrofuran. The sample is placed in an oven at 54 °C for 10 minutes, then in a rocking shaker for 60 minutes to facilitate dissolution. Upon visual inspection, the sample appears to be completely dissolved in the solvent.

[0104] The prepared sample is analyzed using two 300x7.5 mm Agilent Technologies PolyPore columns. Polystyrene standards from 2,520,000 to 162 daltons can be used for calibration.

[0105] The system is equipped with a PSS SECcurity 1260 RI detector. The polystyrene calibration curve is used to determine the average molecular weight. Recording of the diagrams and determination of the different molecular weights can be carried out by the Win GPC Unichrom 81 program.

[0106] Preferably, the polymer has a melting point between 40 C and 70°C, preferably between 45°C and 67°C. The melting point is measured by differential scanning calorimetry (DSC), for example according to methods based on ASTM E791 and ASTM D 34182, and the DSC calibration is carried out in accordance with ASTM E 9672.

[0107] According to preferred embodiments, when the polymer is such that at least 60% by weight of the RI groups are stearyl radicals, in this case, the polymer has preferably a melting point of 40°C to 60°C, preferably 45°C to 55°C.

[0108] According to preferred embodiments, when the polymer is such that at least 60% by weight of the RI groups are behenyl radicals, in this case the polymer has a melting point of 60°C to 70°C, preferably of 63°C to 67°C.

[0109] The polymer of the present disclosure may be prepared by polymerizing a monomer having the formula below:

[0110] CH^CH-COO-R,,

[0111] Ri having the meaning described above, and 2-hydroxyethyl acrylate.

[0112] The polymerization can be carried out according to known methods, such as solution polymerization or emulsion polymerization.

[0113] The polymerization is, for example, described in document US 2007 / 0264204, the entire contents of which are incorporated herein by reference.

[0114] According to preferred embodiments, the at least one semi-crystalline polymer is present in the compositions of the present disclosure in an amount (active material) of 0.05 to 10% by weight, relative to the total weight of the composition, preferably of 0.1 to 5% by weight, and preferably of 0.2 to 2% by weight, including all intermediate ranges and sub-ranges. Wax

[0115] According to preferred embodiments of the present disclosure, compositions are provided which comprise at least one wax. Preferably, the at least one wax has a melting point of at least 40 C, preferably at least 50 C, and most preferably at least 60 °C.

[0116] Suitable examples of waxes that may be included in the compositions of the present disclosure include those generally used in the cosmetic field, such as, for example, synthetic waxes, silicone waxes, fatty alcohol waxes, naturally derived waxes, etc.

[0117] Specific waxes of natural origin include, in particular, beeswax and vegetable waxes, and include waxes such as carnauba wax, candelilla wax, ouricoury wax, Japan wax, sunflower wax, cork or sugarcane fiber wax, (rice) bran wax, montan wax, paraffin wax, lignite wax or microcrystalline wax, ceresin or ozokerite, with beeswax, carnauba wax and (rice) bran wax being preferred.

[0118] Examples of silicone waxes, where applicable, include, but are not limited to, silicone waxes such as alkyl- or alkoxydimethicones having an alkyl or alkoxy chain of 10 to 45 carbon atoms, poly(di)methylsiloxane esters which are solid at 30°C and have at least 10 carbon atoms in the ester chain, di(1,1,1-trimethylolpropane tetrastearate), which is sold or manufactured by Heterene under the name HEST 2T-4S; alkylated silicone acrylate copolymer waxes comprising at least 40 mol% of siloxy units having the formula (R2R'SiOi / 2)x (R"SiO3 / 2)y, where x and y have a value of 0.05 to 0.95, R is an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group, R is a monovalent hydrocarbon having from 9 to 40 carbon atoms, R" is a monovalent hydrocarbon group having from 1 to 8 carbon atoms, an aryl group such as those disclosed in patent application 2007 / 0149703, the entire contents of which are incorporated by reference, a particular example being C30 to C45 alkyldimethylsilyl polypropylsil-sesquioxane and mixtures thereof.

[0119] The fatty alcohol waxes preferably contain from about 8 to about 30 carbon atoms, preferably from about 12 to about 28 carbon atoms, and preferably from about 14 to about 24 carbon atoms, including, but not limited to, 8 to 24 carbon atoms, 12 to 16 carbon atoms, 16 to 22 carbon atoms, etc. The fatty alcohol wax may be saturated or unsaturated, linear or branched. Examples include cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.Other examples of suitable fatty alcohol waxes include waxes including natural components (such as from one or more natural oils) and fatty alcohol components such as, for example, hydrogenated stearyl olive ester, commercially available from the supplier Sophim under the name Phytowax Olive 18 L 57, and hydrogenated myristyl olive ester, commercially available from the supplier Sophim under the name Phytowax Olive 14 L 48.

[0120] Optionally, the at least one wax is preferably present in an amount of about 0.5% to about 30% by weight, preferably about 1% to about 25% by weight, preferably about 2.5% to about 25% by weight, and preferably about 5% to about 20% by weight, including all intermediate ranges and sub-ranges such as, for example, about 1% to about 12% by weight, about 2% to about 10% by weight, about 15% to about 25% by weight, and about 2% to about 8% by weight, all weights being based on the total weight of the composition.

[0121] According to some embodiments, the composition contains less than 10% by weight of beeswax, preferably less than 5% by weight of beeswax, preferably less than 2.5% by weight of beeswax, or is preferably "substantially free", "lacking" or "free" of beeswax, as defined above.

[0122] According to certain embodiments, the composition contains less than 10% by weight of synthetic wax, preferably less than 5% by weight of synthetic wax, preferably less than 2.5% by weight of synthetic wax, or is preferably "substantially free", "lacking" or "free" of synthetic wax, as defined above.

[0123] According to certain embodiments, the composition contains less than 10% by weight of silicone wax, preferably less than 5% by weight of silicone wax, preferably less than 2.5% by weight of silicone wax, or is preferably “substantially free”, “free from” or “free from” silicone wax, as defined above. Thixotropic agent

[0124] According to preferred embodiments, the compositions of the present disclosure may include at least one thixotropic agent. The at least one thixotropic agent may be selected, for example, from hydrophilic or organophilic clays, hydrophilic or hydrophobic fumed silicas, elastomeric organopolysiloxanes and mixtures thereof.

[0125] Clays are silicates containing a cation that may be selected from calcium, magnesium, aluminum, sodium, potassium, and lithium cations, and mixtures thereof. As used herein, the term "hydrophilic clay" refers to a clay capable of swelling in water; this clay swells in water and upon hydration forms a colloidal dispersion.

[0126] Examples of such products include, but are not limited to, clays of the smectite family such as montmorillonites, hectorites, bentonites, beidellites and saponites, clays of the vermiculite family, stevensite, chlorites.

[0127] These clays can be of natural or synthetic origin.

[0128] Non-limiting examples of hydrophilic clays include smectites such as saponites, hectorites, montmorillonites, bentonites and beidellites; and, in at least one embodiment, synthetic hectorites (also known as laponites), for example, the products sold by Laporte under the names Laponite XLG, Laponite RD and Laponite RDS (these products include, for example, sodium magnesium silicates and sodium lithium magnesium silicates); bentonites, for example, the product sold under the name Bentone HC by Rheox; magnesium aluminum silicates, which may be hydrated, for example, the products sold by Vanderbilt under the names Veegum Ultra, Veegum HS and Veegum DGT, and calcium silicates, such as the product in synthetic form sold by the company under the name Micro-cel C.

[0129] Organophilic clays are clays modified with chemical compounds that make the clay capable of swelling in solvent media.

[0130] The clay may be selected, for example, from montmorillonite, bentonite, hectorite, atapulgite, sepiolite and mixtures thereof. In one embodiment, the clay is selected from bentonite and hectorite.

[0131] The chemical compound used to modify the organophilic clay may be chosen, for example, from quaternary amines, tertiary amines, amine acetates, imidazolines, amine soaps, fatty sulfates, alkyl aryl sulfonates, amine oxides, and mixtures thereof.

[0132] Suitable organophilic clays include, but are not limited to, stearalkonium clays such as stearalkonium hectorite and stearalkonium bentonites such as those sold under the names Bentone 27V by Elementis, Tixogel LG by United Catalyst, and Claytone AF and Claytone APA by Southern Clay; quaternium-18 bentonites such as those sold under the names Bentone 3, Bentone 38, Bentone 27 V CG, and Bentone 38V by Elementis, Tixogel VP by United Catalyst, and Claytone 34, Claytone 40, and Claytone XL by Southern Clay; and quaternium-18 / benzalkonium bentonites such as those sold under the names Claytone HT and Claytone PS by Southern Clay.

[0133] Hydrophilic fumed silicas can be obtained by high-temperature hydrolysis of a volatile silicon compound in an oxyhydrogen flame, producing a finely divided silica. Hydrophilic silicas have a large number of silanol groups on their surface. Such hydrophilic silicas are sold, for example, under the names Aerosil 130®, Aerosil 200®, Aerosil 255®, Aerosil 300® and Aerosil 380® by the company Degussa, and Cab-O-Sil HS-5®, Cab-O-Sil EH-5®, Cab-O-Sil LM-130®, Cab-O-Sil MS-55® and Cab-O-Sil M-5® by the company Cabot.

[0134] Hydrophobic fumed silicas can be obtained by modifying the surface of the silica via a chemical reaction which generates a reduction in the number of silanol groups, these groups being optionally substituted, for example, by hydrophobic groups.

[0135] The hydrophobic groups may be chosen, for example, from: • trimethylsiloxyl groups, which can be obtained by treating fumed silica in the presence of hexamethyldisilazane. The silicas thus treated are known as “Silica silylate” according to the CTFA (6th edition, 1995). They are sold, for example, under the references Aerosil R812® by the company Degussa, and Cab-O-Sil TS-530® by the company Cabot, • dimethylsilyloxyl or polydimethylsiloxane groups, which can be obtained in particular by treating fumed silica in the presence of polydimethylsiloxane or dimethyldichlorosilane. The silicas thus treated are known as “Silica dimethyl silylate” according to the CTFA (6th edition, 1995). They are sold, for example, under the references Aerosil R972® and Aerosil R974® by the company Degussa, and CAB-O-SIL TS-610® and CAB-O-SIL TS-720® by the company Cabot.

[0136] The at least one thixotropic agent, if any, may preferably be present in the composition in an amount of 0.05 percent by weight minimum, for example, preferably from about 0.05 percent to about 15 percent by weight, preferably from about 0.5 percent to about 10 percent by weight, and preferably from about 0.75 percent to about 5 percent by weight, all weights being based on the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 1% to 3%, 0.5% to 7%, 5% to 15%, etc. Additional sunscreen agents

[0137] According to preferred embodiments of the present disclosure, stick 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 and mineral UV filters, such as zinc oxides, cerium oxides, titanium oxides and mixtures thereof, are provided.

[0138] The additional organic UV filter(s) may be hydrophilic or lipophilic. The term “hydrophilic organic UV filter” means a water-soluble organic UV filter or a water-dispersible organic UV filter (in colloidal form). The term “lipophilic organic UV filter” means a UV filter dissolved or dispersed in colloidal form in a liquid fatty phase.

[0139] Suitable organic UV filters may be selected from the following non-exhaustive list of compounds: cinnamic compounds; anthranilate compounds; para-aminobenzoic acid compounds; salicylic compounds; dibenzoylmethane compounds; camphor compounds; benzophenone compounds; [3,[3-diphenylacrylate] compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; benzalmalonate compounds including those cited in patent US5624663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US 2,463,264; methylene bis(hydroxyphenylbenzotriazole) compounds as described in applications US5 237 071, US5 166 355, GB2303549, DE 197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844;polymer filters and silicone filters such as those described in particular in application WO 93 / 04665; alkylstyrene-derived dimers such as those described in particular in patent application DE 19855649; 4,4-diarylbutadiene compounds such as those described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof. Preferably, the lipophilic organic UV filters are chosen from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other categories of compounds identified herein; and mixtures thereof. ;

[0140] Reference may specifically be made to suitable salicylic compounds, including Homosalate (homomentyl salicylate), marketed for example under the brand name “Eusolex HMS” by Rona / EM Industries; and ethylhexyl salicylate, marketed for example 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.

[0141] 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.

[0142] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the trademark "Neo Heliopan MA" by Symrise.

[0143] Examples of dibenzoylmethane compounds include butyl methoxydibenzoylmethane, for example marketed under the trademark "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.

[0144] Suitable cinnamic compounds include ethylhexyl methoxycinnamate, for example sold under the trademark "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxy methoxycinnamate; isoamyl methoxycinnamate, for example sold under the trademark "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxycinnamate); DEA methoxycinnamate; diisopropyl methyl cinnamate; and glyceryl ethylhexanoate dimethoxycinnamate.

[0145] 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 polyacrylamidomethylbenzylidenecamphor, for example sold under the trademark "Mexoryl SW" by Noveal.

[0146] 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 benzo-phenonedisulfonate), such as that marketed under the trademark “Uvinul DS-49” by BASF; benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the trademark UVINUL A+ by BASF).

[0147] 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.

[0148] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylpheno, branched and linear; and those described in USP 5240975.

[0149] 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.

[0150] 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.

[0151] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.

[0152] Examples of bis-benzoazolyl compounds include the compounds described in EP-669,323 and US Patent No. 2,463,264.

[0153] 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.

[0154] 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.

[0155] 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.

[0156] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.

[0157] Suitable α-alkylstyrene derived dimers include the dimers described in DE-19855649.

[0158] Examples of 4,4-diarylbutadiene compounds include 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.

[0159] According to preferred embodiments, the compositions of the present disclosure further comprise at least one additional organic UV filter selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Ho-mosalate, Octocrylene, and mixtures thereof. In such embodiments, the UV absorbing system may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine and (2) at least one organic UV filter selected from the group consisting of avobenzone (butyl methoxydibenzoylmethane), octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof.

[0160] 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.

[0161] According to preferred embodiments, the compositions of the present disclosure are “free”, “substantially free” or “lacking”, as defined above. above, one or more additional organic UV filters selected from the group consisting of OXYBENZONE (benzophenone-3), OCTINOXATE (ethylhexyl methoxycinnamate), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYL PHENOL, DIE-THYLAMINO HYDROXYBENZOYL HEXYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLY-SILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, PHENYL DIBENZL MIDAZOLE TETRASULFONATE DISODIUM, METHOXYPROPYLAMINO CY-CLOHEXENYLIDENE ETHOXYETHYLCYANOACETATE, preferably two or more, of preferably three or more, preferably four or more, etc., and preferably “free”, “substantially free” or “devoid” of all such sunscreen agents.

[0162] 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).

[0163] 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 to 20%, about 10 to 20%, about 12 to 20%, etc.), all weights being based on the total weight of the composition.

[0164] 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.

[0165] 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. 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.

[0166] 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.

[0167] 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.

[0168] 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) additional organic UV filter(s).

[0169] 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 therefore contemplated.

[0170] The addition of particular UV filters in a stick composition of the present disclosure may affect the addition of other ingredients to the stick composition in order to obtain a suitable product. For example, the addition of solid mineral UV filters may result in the addition of dispersing agents such as, for example, alkali metal silicates (e.g., potassium or sodium) and polyhydroxystearic acid. Oil

[0171] 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).

[0172] 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.

[0173] According to certain embodiments, the compositions of the present disclosure preferably comprise one or more volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof. Other volatile oils that may be used include KF 96A, with a viscosity of 6 cSt, a commercial product from Shin Etsu which has a flash point of 94 C. Preferably, the volatile silicone oils have a flash point of at least 40 C.

[0174] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0175] [Table 1]

[0176] [Tableauxl] 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

[0177] 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 that is more volatile than the decamethyltetrasiloxane.

[0178] 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 to C16 alkanes such as C8 isoalkanes to Ci6 (also known as isoparaffins), isohexadecane, isododecane, isodecane, and for example, oils marketed under the trade names Isopar or Permethyl. Preferably, the non-silicone volatile oils have a flash point of at least 40 C.

[0179] Non-limiting examples of volatile non-silicone oils are given in Table 2 below.

[0180] [Table 2]

[0181] [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-Ci3 isoparaffin) 62 Isopar H (Cn-Ci2 isoparaffin) 56

[0182] According to certain embodiments of the present disclosure, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in the present disclosure include, but are not limited to, polar oils such as, for example: • esters and ethers, in particular fatty acids, such as oils of formula R1COOR2, in which RI represents the residue of a fatty acid having from 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or not, containing from 3 to 30 carbon atoms, such as for example Purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octyl hydroxystearate, 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 C26 fatty alcohols, for example oleyl alcohol, cetyl alcohol, stearyl alcohol and cetearyl alcohol; • hydrocarbon oils of animal origin, such as perhydrosqualene; • hydrocarbon oils of vegetable origin, such as triglycerides fatty acid liquids having from 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids or, for example, sunflower, corn, soybean, pumpkin, grape seed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor oil, avocado, caprylic / capric acid triglycerides such as those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel, coco-caprylate / caprate (esterified oil of coconut oil), jojoba oil, shea butter oil; and • mixtures thereof.

[0183] 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 petrolatum (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydro squalene, and mixtures thereof.

[0184] 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 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 Belsil PDM 1000 (1000 cSt) and Dow Corning 200 (350 cSt) (values ​​in parentheses are viscosities at 25°C).

[0185] Particularly preferred oils include, but are not limited to, one or more of the following oils: 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, diisopropyl adipate, dicaprylyl ether, and mixtures thereof.

[0186] Preferred oils for solubilizing bis-ethylhexyloxyphenol methoxyphenyl triazine include, but are not limited to, diisopropyl sebacate, C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroyl sarcosinate, dibutyl adipate, butyloctyl salicylate, dicaprylyl carbonate, di-caprylate / dicaprate, cocoglycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, coco caprylate / caprate, ethylhexyl palmitate, and mixtures thereof. Particularly preferred oils are C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroyl sarcosinate, dibutyl adipate and butyloctyl salicylate, with C12-15 alkyl benzoate and caprylic / capric triglyceride being most preferred.

[0187] According to preferred embodiments, the stick compositions of the present disclosure comprise a bis-ethylhexyloxyphenol methoxyphenyl triazine solubilization system comprising at least one solvent which is present in the system in an amount effective to solubilize the bis-ethylhexyloxyphenol methoxyphenyl triazine such that the composition is suitable for use as a stick composition. Preferably, the at least one solvent is selected from the oils described in the preceding paragraph, with C12-15 alkyl benzoate and caprylic / capric triglyceride being most preferred.

[0188] According to preferred embodiments, the compositions of the present disclosure contain a solvent system for solubilizing bis-ethylhexyloxyphenol methoxyphenyl triazine which "consists of" or "consists essentially of" C12-15 alkyl benzoate and / or caprylic / capric triglyceride.

[0189] According to preferred embodiments, the C12-15 alkyl benzoate and / or the caprylic / capric triglyceride are present in the compositions of the present disclosure in an amount, individually or collectively, preferably equal to, at least 10% by weight, preferably at least 20% by weight, preferably at least 30% by weight, preferably at least 40% by weight, preferably at least 50% by weight (collectively), preferably at least 60% by weight (collectively), and preferably at least 70% by weight (collectively), all weights being relative to the total weight of the composition.

[0190] According to preferred embodiments, the at least one oil is present in the compositions of the present disclosure in an amount ranging from about 10% to about 80% by weight, more preferably from about 25% to about 75% by weight, and most preferably from about 40% to about 70% by weight, based on the total weight of the composition, including all ranges and sub-ranges within these ranges such as, for example, 50% to 75%, 35% to 67%, etc.

[0191] According to preferred embodiments, the C12-15 alkyl benzoate and caprylic / capric triglyceride are present in the compositions of the present disclosure in a weight % ratio of about 5:1 to about 1:5, preferably about 3:1 to about 1:3, and most preferably about 2:1 to about 1:2. Preferably, a greater amount of C12-15 alkyl benzoate than caprylic / capric triglyceride is present in the composition.

[0192] According to preferred embodiments, the compositions of the present disclosure are anhydrous. Aqueous Phase

[0193] 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 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 contains mainly silicone oils (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.

[0194] According to preferred embodiments, however, the compositions of the present disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of the present disclosure are anhydrous.

[0195] 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, said 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; carbon, 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.

[0196] 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.

[0197] 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 ranges and sub-ranges within these ranges such as, for example, 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Additional optional components

[0198] The compositions of the present disclosure may also optionally further include at least one additive or auxiliary commonly used in cosmetic compositions and known to those skilled in the art as being capable of being incorporated into such compositions. Such additives or auxiliaries may be selected from film formers, coloring agents (e.g., dyes and pigments), hydrophilic gelling agents, fillers, preservatives, perfumes, surfactants, antioxidants, free radical scavengers, spreading agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active ingredients selected from essential oils, moisturizing agents, vitamins, actives, proteins, ceramides, plant extracts, fibers and the like, wetting agents and mixtures thereof.However, preferably, the compositions of the present disclosure are "free", "substantially free" or "devoid" of such additives. Coloring agent

[0199] According to certain embodiments, stick compositions optionally further comprising at least one coloring agent are provided. Preferably, the at least one coloring agent is selected from the group consisting of soluble dyes, pigments, pearlescent agents and glitters.

[0200] The expression “soluble dyes” must be understood as designating organic, inorganic or organometallic compounds, soluble in the composition according to the disclosure and intended to color said composition.

[0201] Suitable dyes are, for example, Sudan Red, DC Red 17, DC Green 6, [3-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5 and Quinoline Yellow.

[0202] The term “nacres” should be understood as referring to iridescent particles of any shape, in particular produced by certain molluscs in their shell or by synthetic means.

[0203] The term “pigments” should be understood as designating inorganic or organic, white or colored particles of any form, insoluble in the composition according to the disclosure and intended to color said composition.

[0204] The pigments may be white or colored, inorganic and / or organic. Among the inorganic pigments, mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as zinc, iron (black, yellow or red) or chromium oxides, manganese violet, ultramarine blue, chromium hydrate and ferric blue, metal powders such as aluminum powder, copper powder.

[0205] Among the organic pigments, mention may be made of carbon black, D & C type pigments and lakes based on cochineal carmine, barium, strontium, calcium, aluminum.

[0206] Mention may also be made of effect pigments such as particles comprising a natural or synthetic organic or inorganic substrate, for example glass, acrylic resins, polyester, polyurethane, polyethylene terephthalate, ceramics, aluminas and optionally coated with metallic substances such as aluminum, gold, copper, bronze, or metallic oxides such as titanium dioxide, iron oxide, chromium oxide, inorganic or organic pigments and mixtures thereof.

[0207] The pearlescent pigments may be selected, for example, from silica, titanium dioxide and mica based pigments, including for example mica based pigments sold under the trademark Spectrval by Merck KGaA, white pearlescent pigments such as titanium coated mica, or bismuth oxychloride, colored pearlescent pigments such as titanium mica coated with iron oxides, titanium mica coated with iron blue and chromium oxide in particular, titanium mica coated with an organic pigment of the aforementioned type and bismuth oxychloride based pearlescent pigments.

[0208] Pigments with goniochromatic properties may be used, in particular liquid crystals or multi-layer pigments.

[0209] It is also possible to use optical brighteners or fibers optionally coated with optical brighteners.

[0210] Preferably, the at least one coloring agent is present in the compositions of the present disclosure in an amount effective to impart a visible color to the gel after application of the composition to the gel, preferably ranging from about 0.1% to about 50% by weight, preferably from about 0.2% to about 40% by weight, of preferably from about 0.5% to about 25%, preferably from about 5% to about 25%, and preferably from about 5% to about 20% by weight based on the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 25% to 50%, 3% to 8%, etc. Charges

[0211] According to certain embodiments, the compositions of the present disclosure may also optionally further comprise at least one filler.

[0212] Suitable examples of fillers include mineral or organic particles of any shape, sheet-like, spherical, or oblong, regardless of crystallographic shape (e.g., sheet, cubic, hexagonal, orthorhombic, etc.).Examples include talc, mica, kaolin, polyamide (Nylon®) (Orgasol® from Atochem), poly-[3-alanine and polyethylene powders, tetrafluoroethylene polymer powders (Teflon®), lauroyl-lysine, starch, boron nitride, acrylic acid copolymers (Polytrap® from Dow Corning) and silicone resin microbeads (Tospearls® from Toshiba, for example), polyorganosiloxane elastomer particles, precipitated calcium carbonate, magnesium carbonate and hydrocarbonate, hydroxyapatite, glass or ceramic microcapsules, metal soaps derived from organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, laurate zinc, magnesium myristate. .

[0213] The at least one filler, if any, is preferably present in an amount ranging from about 0.01% to about 15% by weight, preferably from about 0.1% to about 5% by weight, preferably from about 0.5% to about 2.5%, based on the total weight of the nail compositions, including all intermediate ranges and sub-ranges.

[0214] 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.

[0215] 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.

[0216] 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.

[0217] According to preferred embodiments of the present disclosure, methods of protection, improvement of the appearance and / or makeup of a keratinous material by applying stick compositions of the present disclosure to the keratinous material in an amount sufficient to protect the keratinous material, improve its appearance, take care of it and / or makeup it, are proposed.

[0218] Preferably, the “making up” of the keratinous material includes the application of a composition comprising at least one coloring agent to the keratinous material in an amount sufficient to make up the keratinous material.

[0219] 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.

[0220] According to the preceding embodiments, the compositions of the present disclosure are applied topically to the keratinous material in an amount sufficient to protect, enhance 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 finish protector). Preferably, the composition is allowed to dry for about 1 minute or less, preferably for about 45 seconds or less.

[0221] According to preferred embodiments, methods of making stick compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine, a solvent system for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine, and at least one lipophilic gelling agent, in the compositions during their formation, are provided. Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to protect the keratin from UV radiation and / or is added in a supersaturated amount. Preferably, the compositions are transparent or translucent.

[0222] According to preferred embodiments, methods of inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in a stick composition comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, wherein the methods comprise adding at least one lipophilic gelling agent, preferably at least one sugar fatty acid ester gelling agent, and / or at least one solvent system for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine in the composition during formation of the composition in amounts sufficient to inhibit the recrystallization of the bis-ethylhexyloxyphenol methoxyphenyl triazine in the stick composition after formation, are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the composition in an amount effective to protect the keratinous material against UV rays and / or is added in a supersaturated amount. Preferably, the composition is transparent or translucent.

[0223] 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 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 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, such as the presence of volatile compounds.

[0224] Unless otherwise indicated, all numbers expressing amounts of ingredients, reaction conditions, etc., used in the patent specification and claims are to be understood as being modified in all cases by the term "about". Accordingly, unless otherwise indicated, the numerical parameters presented in the following patent specification and appended claims are approximations which may vary depending on the desired properties sought to be achieved by the present disclosure.

[0225] Although the numerical ranges and parameters defining the general scope of the disclosure are approximations, the numerical values ​​indicated in the specific examples are reported as accurately as possible. However, any numerical value inherently contains certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the disclosure without, however, limiting its scope. Percentages are given by weight. Example 1 INCI US TINTED STICK 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 Exemple 2 INCI US BÂTON SPF30 OCTYLDODECANOL 10,00 RICINUS COMMUNIS (CASTOR) SEED OIL QS COPERNICIA CERIFERA (CARNAUBA) WAX 3,00 ISOPROPYL PALMITATE 19,00 EUPHORBIA CERIFERA (CANDELILLA) WAX 6,00 BUTYROSPERMUM PARKII (SHEA) BUTTER 2,00 BUTYL METHOXYDIBENZOYLMETHANE 3,00 TOCOPHEROL 0,20 POLYETHYLENE 7,00 FRAGRANCE 0,60 THEOBROMA CACAO (COCOA) SEED BUTTER 2,00 OCTISALATE 5,00 BEMOTRIZINOL 4,00 Exemple 3 INCI BÂTON TRANSPARENT SPF50 OCTYLDODECANOL QS HOMOSALATE 10 PROPYLHEPTYL CAPRYLATE 10 DICAPRYLYL CARBONATE 10 BEMOTRIZINOL 5 PROPYLENE GLYCOL DICAPRYLATE / DICAPRATE 8 DIISOPROPYL SEBACATE 5 C12-15 ALKYL BENZOATE 5 OCTISALATE 5 DIBUTYL LAUROYL GLUTAMIDE 3,5 DIBUTYL ETHYLHEXANOYL GLUTAMIDE 3,5 AVOBENZONE 3 DEXTRIN PALMITATE 2 TOCOPHEROL 0,1

Claims

Claims

1. A stick composition comprising bemotrizinol, at least one solvent for solubilizing the bemotrizinol and at least one lipophilic gelling agent.

2. The composition of claim 1, wherein the at least one lipophilic gelling agent is selected from the group consisting of sugar fatty acid ester gelling agents, semi-crystalline polymers, waxes and mixtures thereof.

3. Composition according to claim 1, in which the at least one lipophilic gelling agent is at least one wax.

4. A composition according to claim 1, wherein the at least one lipophilic gelling agent is a dextrin palmitate.

5. A composition according to any preceding claim, wherein the composition is transparent.

6. A composition according to any preceding claim, wherein the at least one solvent for solubilizing bemotrizinol is selected from the group consisting of C12-15 alkyl benzoate, caprylic / capric triglyceride and mixtures thereof.

7. A composition according to any preceding claim, wherein the at least one solvent for solubilizing bemotrizinol is present in the composition in an amount of between about 50% and about 75% by weight relative to the total weight of the composition.

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

9. Composition according to any one of the preceding claims, comprising at least one active agent and / or at least one coloring agent.

Citation Information

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