STICK COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE, A LIPOPHILIC GELDING AGENT, AND A SOLVENT SYSTEM
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine with a solvent system and lipophilic gelling agent in stick compositions addresses the recrystallization issue, achieving stable and effective UV protection in transparent or translucent forms.
Patent Information
- Authority / Receiving Office
- FR · FR
- Patent Type
- Utility models
- Current Assignee / Owner
- LOREAL SA
- Filing Date
- 2024-03-29
- Publication Date
- 2026-04-10
AI Technical Summary
Existing stick compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine face challenges in achieving high UV protection while maintaining a stable and pleasant texture, particularly in transparent or translucent forms, due to the tendency of bis-ethylhexyloxyphenol methoxyphenyl triazine to recrystallize beyond its solubility limit.
Incorporation of bis-ethylhexyloxyphenol methoxyphenyl triazine in a supersaturated quantity with a solvent system and a lipophilic gelling agent to inhibit recrystallization, while ensuring good UV protection and application properties.
The solution results in transparent or translucent stick compositions with enhanced UV protection, maintaining stability and application properties, as evidenced by improved SPF, FPUVA, and UVA1/UV ratios.
Abstract
Description
Title of the invention: STICK COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE, A LIPOPHILIC GELDING AGENT, AND A SOLVENT SYSTEM FIELD OF 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 methoxyphenyl triazine), a solvent system for solubilizing bis-ethylhexyloxyphenol methoxyphenyl triazine, and at least one lipophilic gelling agent, as well as methods for manufacturing and using such compositions. DISCUSSION OF THE CONTEXT
[0002] Radiation with wavelengths between 290 nm and 400 nm allows the human epidermis to tan, while radiation with wavelengths between 290 and 320 nm, known as UVB rays, hinders the development of a natural tan. Exposure is also likely to cause a detrimental alteration of the biomechanical properties of the epidermis, resulting in the appearance of wrinkles and leading to premature skin aging (i.e., photoaging).
[0003] UVA rays with a wavelength between 320 and 400 nm penetrate the skin more deeply than UVB rays. UVA rays cause immediate and persistent tanning of the skin. Daily exposure to UVA rays, even for a short period under normal conditions, can damage collagen and elastin fibers, resulting in changes in the skin's microrelief, the appearance of wrinkles, and uneven pigmentation (spots, uneven skin tone).
[0004] Numerous studies show the need for effective protection against UVA and UVB to prevent sunburn, photoaging, 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] However, high levels of UV filters do not in themselves lend themselves to the easy formulation of compositions with a stable and pleasant texture, particularly in stick form. This is especially true for compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine with a solid UV filter, which is usually solubilized during the formation of a stick composition, but which can 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 protection capabilities and good application and usage properties. It is also necessary to inhibit the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in 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 properties of inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine. 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 for protecting keratin against UV radiation and / or is added in a supersaturated quantity. Preferably, the compositions are transparent or translucent.
[0010] The present invention further relates to methods for manufacturing stick compositions comprising the combination of 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 in protecting the keratin against UV radiation and / or is added in a supersaturated quantity. Preferably, the compositions are transparent or translucent.
[0011] This disclosure further relates to methods for inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in a stick composition comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, in The processes include the addition of at least one lipophilic gelling agent and / or at least one solvent system for solubilizing bis-ethylhexyloxyphenol methoxyphenyl triazine in the compositions during their formation, in sufficient quantities to inhibit the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in the stick composition after its formation. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in protecting keratin from UV radiation and / or is added in a supersaturated quantity. Preferably, the composition is transparent or translucent.
[0012] It should be understood that the preceding general description and the following detailed description are merely illustrative and explanatory and do not limit the description. DETAILED DESCRIPTION OF THE INVENTION
[0013] In the following description and the claims annexed thereto, it shall be understood that the terms used have their ordinary and usual meanings in the art, unless otherwise specified.
[0014] “Approximately” as used here means to within 10% of the number indicated (for example, "approximately 10%" means from 9% to 11% and "approximately 2%" means from 1.8% to 2.2%.
[0015] “A” or “an” as used here means “at least one”
[0016] “At least one” means one or more and thus includes components in individual products 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 intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes the integers in the range 1, 2, 3, 4 and 5, as well as sub-ranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., as well as all fractional numbers in the range such as 1,2, 2,3, 3,4, etc., and sub-ranges including these fractional numbers such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc.
[0018] “Film-forming”, “film-forming polymer” or “film-forming agent”, as used herein, means a polymer or resin that can leave a film on the substrate to which it is applied, for example, after a solvent accompanying the film-forming agent has evaporated, been absorbed into the substrate and / or dissipated on it.
[0019] “Substituted”, as used herein, means comprising at least one substitute. Non-limiting examples of substituents include atoms, such as hydrogen or chlorine atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, and other groups. containing a halogen, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups and polysiloxane groups. The substituent(s) may also be substituted.
[0020] “Volatile”, as used herein, means having a flash point less than about 115 °C.
[0021] “Non-volatile”, as used here, means having a flash point greater than approximately 115 °C.
[0022] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0023] “Exempt” or “substantially exempt” or “devoid of” as used herein This means that although it is preferable for no quantity of the specific component to be present in the composition, it is possible for very small quantities of it to be present in the compositions described, provided that these quantities do not materially affect at least one, preferably most, of the advantageous properties of the compositions described. Thus, for example, "oil-free" means that an effective quantity (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that one or more oils are present in quantities not exceeding 0.1% by weight, and "oil-free" means that one or more oils are present in quantities not exceeding 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph, such as, for example, specific UV filters and / or surfactants (the compositions of the invention that are "free of oxybenzone and / or octinoxate," "substantially free of oxybenzone and / or octinoxate," and "devoid of oxybenzone and / or octinoxate," as well as "free of surfactants," "substantially free of surfactants," and "devoid of surfactants" have meanings consistent with the discussion in this paragraph), even if they are not specifically mentioned for each identified ingredient. The examples given of the use of such language as those in this paragraph are intended to be provided by way of example, and not as a 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 here means that the compositions of the description contain less than 3% water, which means that compositions may also contain less than 2% water, and less than 1% water, as well as being "water-free", "substantially water-free" and "water-free", as defined above.
[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 lips.
[0027] “Physiologically acceptable” means compatible with freezing and having a pleasant colour, smell and feel, and does not cause unacceptable discomfort (tingling or pulling) that would discourage a consumer from using the composition.
[0028] “UV protection efficiency” or “filtering efficiency” in the context of this disclosure, is evaluated from one or more of FPS, FPUVA, critical wavelength and UVA-I / UV ratio.
[0029] The "SPF" (Sun Protection Factor) measures the level of protection against erythema provided by a composition. The SPF value corresponds to the ratio between the minimum erythemal 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 evaluation of the SPF (Solar Protection Factor) can be carried out, for example, in vitro with a spectrophotometer from Labsphere (North Sutton, NH, USA). In such an evaluation, the plate is the material onto which the composition under test is applied. For this evaluation, polymethyl methacrylate (PMMA) plates can be used. An example of an acceptable protocol is currently undergoing ISO accreditation under the name "ISO Committee Draft 23675".
[0031] The evaluation of the sun protection factor (SPF) can also be performed in vivo in accordance with ISO 24444:2019 “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] The "UVA protection factor" (UPF) refers to an index characterizing the protection against UVA provided by a composition. For example, the UPF index It 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] UVA protection can also be assessed in vitro with the Labsphere® spectrophotometer under conditions such as those mentioned above in connection with the SPF. ISO 24443:2021 describes such an in vitro procedure. FDA broad-spectrum test procedures, particularly "critical wavelength" test procedures, are also found in 21 CFR Part 352 Subpart D § 352.72. In addition, broad-spectrum test procedures include determining 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-products-for-over-the-counter-human-use."In the test described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection offered by the sunscreen product against UVA1 (340 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 this disclosure, the compositions in this 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 FPS value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0037] The compositions have an FPUVA / FPS ratio of at least 1 / 3, and preferably of 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] The “makeup result” as used herein refers to the visual impact of a composition when applied to a keratinous material such as the skin. The makeup result may relate to the apparent color of the product after application to a keratinous material or to an optical effect such as shine, the blurring of fine lines and imperfections, or a concealing effect on pores or 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 a prolonged period or after a particular stress event such as immersion in water or rubbing. "Longevity" can be assessed by evaluating longevity properties using any method for evaluating such properties known in the art. For example, longevity can be assessed by a test involving the application of a composition to a keratinous material such as skin and evaluating the color of the composition after a prolonged period. For example, the color of a composition can be evaluated immediately after application to a keratinous material such as skin, and these characteristics can then be re-evaluated and compared after a certain time. Furthermore, these characteristics can be evaluated against other compositions, such as commercially available compositions.Longevity can also be assessed using in vitro processes on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as colour, transparency or in vitro FPS can be evaluated before and after a period or stress factor such as immersion in water, incubation at high temperatures or the application of an abrasive technique.
[0041] The "supersaturated amount", as used here in the context of compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine, means an amount of bis-ethylhexyloxyphenol methoxyphenyl triazine of which at least a portion should be insoluble at room temperature in the composition according to (1) the respective amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine and solvent(s) intended to solubilize bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition, and (2) the solubility properties of bis-ethylhexyloxyphenol methoxyphenyl triazine in the solvent(s).
[0042] The inhibition of bis-ethylhexyloxyphenol methoxyphenyl triazine recrystallization, as used herein, means obtaining or achieving a recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in a stick composition sample (e.g., a composition containing at least one lipophilic gelling agent such as, for example, at least one sugar fatty acid ester gelling agent) less than that obtained or achieved in a comparator stick composition (e.g., a composition that does not contain at least one lipophilic gelling agent).
[0043] The 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. Bis-ethylhexyloxyphenol methoxyphenyl triazine crystals can be conveniently observed under microscopic examination using polarized light. Temperature conditions may include regulated temperatures in the range of approximately 4°C or lower, up to approximately 60°C. Temperature conditions may further include regulated cycling of the incubation temperature, between ranges of approximately -20°C or lower to approximately 20°C or approximately 60°C, and maintaining a constant incubation temperature for a specified period. 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 exhibiting a turbidity, measured according to the following procedure, of less than 800 NTU (nephelometric turbidity units). In preferred embodiments, the turbidity is less than 500 NTU. Turbidity can be measured using a Hach model 2100 P turbidity meter at room temperature (20 to 25 °C). The tubes used for measurement are referenced AR 397 A cat 24347-06. The instrument is calibrated using formazine suspensions at different concentrations. Alternatively, 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 in a film of controlled thickness onto 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 compound of natural origin.
[0048] “Room temperature” means approximately 20 to 25 °C.
[0049] “Atmospheric pressure” means approximately 760 mmHg, that is to say approximately 105 pascals.
[0050] “UV filter” and “sunscreen agent” are used interchangeably in the present request.
[0051] “UV efficiency” and “UV efficiency” are used interchangeably. changeable in this application.
[0052] The compositions and processes of this disclosure may include, consist of, or essentially consist 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) absorption system of the compositions in this 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 filter(s). Alternatively, by way of example, the bis-ethylhexyloxyphenol methoxyphenyl triazine recrystallization inhibition system 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 processes 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 those described and referenced herein by a particular trade name. Equivalent materials (for example, those obtained from a different source under a different name or catalogue (reference) number) to those referenced by a trade name may be substituted and used in the processes described and claimed herein.
[0055] All percentages and ratios are calculated by weight unless otherwise stated. All percentages are, unless otherwise stated, calculated on the basis of the total weight of a composition. All component or composition levels refer to the active level of that component or composition and are understood to exclude impurities, for example, residual solvents or by-products, which may be present in commercially available sources.
[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, refers to any composition that is solid or semi-solid under ambient conditions. Stick compositions can be hot-poured into a mold or formed into a desired structure using extrusion or any other molding technique. Stick compositions can 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 this disclosure, stick compositions comprising a UV (ultraviolet) absorption system including 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are proposed. "Stick composition" includes, in particular, a composition whose hardness can be measured using the "cheese wire" method. Such 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 or water-in-oil emulsion), etc.
[0059] The hardness of a composition can, for example, be expressed in grams-force (gf). The composition of the present disclosure can, for example, have a hardness ranging from 20 gf to 2,000 gf, such as from 20 gf to 900 gf, and furthermore 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 consists of cutting a composition into a stick 12.4 mm in diameter 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 this 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 stick sample 12.4 mm in diameter.
[0061] If desired, another hardness test is carried out by means of a probe penetration method into the composition, in particular using a texture analyzer (for example, the Stable Micro Systems PLUS-UPGRADE texture analyzer equipped with a stainless steel cylinder 28 mm high and 2 mm in diameter). The hardness measurement can be carried out at 20 °C at the center of 5 samples of the composition. The cylinder is introduced into each composition sample 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 observed value drops.
[0062] The hardness of the composition of such preferred embodiments is preferably such that the compositions are self-supporting and can easily disintegrate to form a satisfactory deposit on a keratinous material. In addition, said hardness can confer good impact resistance to the compositions described herein, which can to be molded or cast, for example, in the form of a stick or capsule. Bis-ethylhexyloxyphenol methoxyphenyl triazine
[0063] According to the present invention, stick compositions comprising a UV (ultraviolet) absorption system comprising 4-bis-{ [4- (2-ethylhexyloxy) -2-hydroxy] -phenyl] -6- (4-methoxyphenyl) -1,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are proposed.
[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 of the bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights being 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 this disclosure in an effective UV absorption amount such as, for example, about 0.1% to about 10% by weight relative to the total weight of the composition, about 1% to about 10% by weight, about 2.5% to about 8% by weight, and about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, about 4.5% to about 10% by weight, and about 1% to about 8% by weight, about 1% to about 6% by weight, about 5.5% to about 8% by weight, about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition.
[0066] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present invention in a supersaturated quantity. lipophilic gelling agent
[0067] According to the present invention, stick compositions comprising at least one lipophilic gelling agent are proposed. Preferably, the at least one lipophilic gelling agent is chosen 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 instance, in US Patent 10,398,631 and / or US 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 proposed. Any compound based on sugar esterified with at least one fatty acid may be used in accordance with this disclosure.
[0069] Sugar-based compounds include, but are not limited to, compounds that contain at least one monomer of glucose and / or fructose, 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 fructo-oligosaccharides.
[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, ethylhexyl acid, stearic acid, palmitic acid, oleic acid, palmitic acid, etc.
[0071] Appropriate specific examples of fatty acid ester gelling agents suitable for use in accordance with this 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 fructo-oligosaccharide fatty acid esters such as fructo-oligosaccharide stearate and fructo-oligosaccharide 2-ethylhexanoate.
[0072] According to preferred embodiments, at least one sugar fatty acid ester gelling agent is present in the compositions of this disclosure in an amount effective in inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine such as, for example, from about 0.1% to about 30% by weight relative to 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 comprising at least one semi-crystalline polymer are proposed. The term "semi-crystalline polymer," as used herein, refers to one or more polymers comprising a crystallizable portion, a dangling chain or sequence in the polymer structure (backbone), and an amorphous portion in the polymer structure (backbone), in which the semi-crystalline polymer exhibits a first-order reversible phase temperature change, in particular melting (solid-liquid transition).
[0074] When the crystallizable portion is a sequence of the polymer backbone, 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 a diblock, triblock, or multiblock type, comprising at least one crystallizable sequence and at least one amorphous sequence. "Sequence" means that there are at least five identical repeating patterns. The crystallizable sequence(s) has a chemical nature different from that of the amorphous sequence(s).
[0075] Preferably, at least one semi-crystalline polymer has an average molecular mass (Mn) greater than or equal to about 2,000 g / mol, preferably about 2,000 to 800,000 g / mol, preferably about 3,000 to 500,000 g / mol, preferably about 4,000 to 150,000 g / mol, and preferably about 4,000 to 99,000 g / mol.
[0076] In addition to crystallizable chains or sequences, at least one semi-crystalline polymer contains amorphous chains or sequences. The expression "crystallizable chain or sequence," as used here, refers to a chain or sequence which, if alone, would reversibly switch from the amorphous to the crystalline state, depending on whether its temperature is above or below the melting point.
[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, at least one semi-crystalline polymer contains a "crystallizable pendant chain" comprising 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 skeleton of at least one semi-crystalline polymer is soluble in the oily phase of the compositions of the present invention and introduced into the oily phase during the preparation of the compositions of the present disclosure.
[0080] Preferably, at least one semi-crystalline polymer comprises at least one alkyl acrylate chain. Preferably, the crystallizable sequences or chains of said semi-crystalline polymers that 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, at least one semi-crystalline polymer with crystallizable sequences is a block or multiblock polymer. It can be obtained by polymerization of monomers with reactive (or ethylenic) double bonds or by polycondensation.
[0082] Preferably, when 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] At least one semi-crystalline polymer may be of synthetic origin. Preferably, the polymer(s) does / do not contain a polysaccharide skeleton.
[0084] The at least one semi-crystalline polymer may or may not be partially crosslinked. If it is crosslinked, this may involve chemical crosslinking, by reaction with a multifunctional monomer during polymerization. It may also involve physical crosslinking, which may then result either from the formation of hydrogen or dipolar bonds between groups carried by the polymer, such as dipolar interactions between carboxylate ionomers, these interactions being present in small quantities and carried by the polymer backbone; or from phase separation between the crystallizable and 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 this 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 alkyl(meth)acrylate homopolymers, 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 is derived from a crystallizable chain monomer selected 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 containing at least one alkyl acrylate chain is selected from copolymers resulting from the polymerization of at least one crystallizable chain monomer selected 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 selected from homopolymers obtained by polymerization of a monomer selected from alkyl acrylates and alkyl methacrylates and from copolymers obtained by copolymerization of a monomer selected 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-C22 chain, such as stearyl acrylates and behenyl acrylates. Specific examples include particular polymers bearing the INCI name Poly C10-30 Alkyl Acrylate, such as the Intelimer® products from EVONIK, such as Intelimer® IPA 13-1, which is a stearyl polyacrylate, or Intelimer® IPA 13-6, which is a behenyl polymer (behenyl polyacrylate), or the Tego® SP products from EVONIK.
[0090] Other suitable examples include, for instance, copolymers obtained by copolymerizing a monomer selected from alkyl acrylates and alkyl methacrylates with a hydrophilic monomer, preferably a hydroxyethyl (meth)acrylate, such as those described in US applications 2020 / 0281829 and 2020 / 0330334, the entirety of which is incorporated herein by reference. Preferably, the copolymer is obtained by copolymerizing 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 containing 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 EVONIK Company.
[0092] According to preferred embodiments, the semi-crystalline polymer(s) containing at least one alkyl acrylate chain is / are selected from a stearyl polyacrylate, a behenyl polyacrylate, a behenyl acrylate / 2-hydroxyethyl acrylate copolymer, a stearyl acrylate / 2-hydroxyethyl acrylate copolymer, and mixtures thereof, in particular selected 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 with the INCI name: Cl2-22 Alkyl Acrylate / Hydroxyethylacrylate Copolymer.
[0093] According to preferred embodiments, 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 RI groups present in the polymer, and the ratio by weight of the sum of all hydroxyethyl acrylate motifs to the sum of all acrylate motifs bearing the RI group goes 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 (Cl8) or behenyl (C22) radicals.
[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 hydroxyethylacrylate motifs relative to the sum of all acrylate motifs bearing the RI group goes from 1:15 to 1:1 and preferably goes from 1:10 to 1:4.
[0101] Preferably, the polymer motifs present in the polymer consist of the motifs (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 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 gel permeation chromatography, 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 an oscillating 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 the diagrams and determining the different molecular weights can be performed using 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 performed 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 63 °C to 67 °C.
[0109] The polymer of this disclosure can be prepared by polymerization of a monomer having the formula below:
[0110] CH^CH-COO-R,,
[0111] Ri having the meaning described above, and 2-hydroxyethyl acrylate.
[0112] Polymerization can be carried out according to known processes, such as solution polymerization or emulsion polymerization.
[0113] Polymerization is, for example, described in US document 2007 / 0264204, the entire contents of which are incorporated herein by reference.
[0114] According to preferred embodiments, at least one semi-crystalline polymer is present in the compositions of this disclosure in an amount (active material) of 0.05 to 10% by weight, relative to the total weight of the composition, preferably 0.1 to 5% by weight, and preferably 0.2 to 2% by weight, including all intermediate ranges and sub-ranges. Wax
[0115] According to preferred embodiments of this disclosure, compositions comprising at least one wax are proposed. Preferably, the at least one wax has a melting point of at least 40°C, preferably at least 50°C, and preferably at least 60°C.
[0116] Appropriate examples of waxes that may be included in the compositions of this disclosure include those commonly used in the cosmetic field, such as, for example, synthetic waxes, silicone waxes, fatty alcohol waxes, waxes of natural origin, 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, Japanese wax, sunflower wax, cork or sugar cane fiber wax, bran (rice) wax, montan wax, paraffin wax, lignite wax or microcrystalline wax, ceresin or ozokerite, with beeswax, carnauba wax and bran (rice) 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 that are solid at 30 °C and whose ester chain comprises at least 10 carbon atoms, di(l,l,l-trimethylolpropane tetrastearate), which is sold or manufactured by Heterene under the name HEST 2T-4S; and alkylated silicone acrylate copolymer waxes. comprising at least 40 mol% of siloxy motifs 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 9 to 40 carbon atoms, R" is a monovalent hydrocarbon group having 1 to 8 carbon atoms, an aryl group such as those disclosed in patent application 2007 / 0149703, the whole of which is incorporated by reference, a particular example being C30 to C45 alkyldimethylsilyl polypropylsil-sesquioxane and mixtures thereof.
[0119] 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 comprising 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 as Phytowax Olive 18 L 57, and hydrogenated myristyl olive ester, commercially available from the supplier Sophim as Phytowax Olive 14 L 48.
[0120] Where appropriate, 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", "devoid" or "free" of beeswax, as defined above.
[0122] According to some 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", "devoid" or "free" of synthetic wax, as defined above.
[0123] According to some 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", "devoid" or "free" of silicone wax, as defined above. Thixotropic agent
[0124] According to preferred embodiments, the compositions of this 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 sublimed silicas, elastomeric organopolysiloxanes and mixtures thereof.
[0125] Clays are silicates containing a cation that can be selected from among the cations of calcium, magnesium, aluminum, sodium, potassium, and lithium, and mixtures thereof. As used here, the expression "hydrophilic clay" refers to a clay capable of swelling in water; this clay swells in water and, after 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 the Laporte company 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 the Rheox company; magnesium aluminium silicates, which can be hydrated, for example the products sold by the Vanderbilt company under the names Veegum Ultra, Veegum HS and Veegum DGT, and calcium silicates, such as the synthetic product 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 can 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, stearalconium clays such as stearalconium hectorite and stearalconium 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 / benzalconium bentonites such as those sold under the names Claytone HT and Claytone PS by Southern Clay.
[0133] Hydrophilic sublimed silicas can be obtained by high-temperature hydrolysis of a volatile silicon compound in an oxyhydrogen flame, producing 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 Degussa company, 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 Cabot company.
[0134] Hydrophobic sublimed 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 possibly substituted, for example, by hydrophobic groups.
[0135] The hydrophobic groups can be chosen, for example, from: • Trimethylsiloxyl groups, which can be obtained by treating fumed silica in the presence of hexamethyldisilazane. Silicas treated in this way are known as "Silica silylate" according to the CTFA (6th edition, 1995). They are sold, for example, under the references Aerosil R812® by Degussa, and Cab-O-Sil TS-530® by Cabot. • Dimethylsilyloxyl or polydimethylsiloxane groups, which can be obtained in particular by treating fumed silica in the presence of polydimethylsiloxane or dimethyldichlorosilane. Silicas treated in this way 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 Degussa, and CAB-O-SIL TS-610® and CAB-O-SIL TS-720® by Cabot.
[0136] The at least one thixotropic agent, if applicable, may preferably be present in the composition in a minimum quantity of 0.05 percent by weight, for example, of 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 understood in relation to 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 this 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 proposed.
[0138] The additional organic UV filter(s) may be hydrophilic or lipophilic. The term "hydrophilic organic UV filter" refers to a water-soluble organic UV filter or a water-dispersible organic UV filter (in colloidal form). The term "lipophilic organic UV filter" refers to a UV filter dissolved or dispersed in colloidal form in a liquid oil 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 US patent 5624663; 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, lipophilic organic UV filters are selected from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other categories of compounds identified herein; and mixtures thereof.
[0140] Specific reference may 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 brand name "Uvinul N539" by BASF; and Etocrylene, for example marketed under the brand name "Uvinul N35" by BASF.
[0142] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the brand name "Neo Heliopan MA" by Symrise.
[0143] Examples of dibenzoylmethane compounds include butyl methoxydiben-zoylmethane, for example marketed under the brand name "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0144] Suitable cinnamyl compounds include ethylhexyl methoxycinnamate, for example marketed under the brand name "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxy methoxycinnamate; isoamyl methoxycinnamate, for example marketed under the brand name "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxycinnamate); DEA methoxycinnamate; diisopropyl methylcinnamate; and glyceryl dimethoxycinnamate ethylhexanoate.
[0145] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, for example marketed under the brand name "Mexoryl SD" by Chimex; 4-methylbenzylidenecamphor, for example marketed under the brand name "Eusolex 6300" by Merck; benzylidenecamphor sulfonic acid, for example marketed under the brand name "Mexoryl SL" by Noveal; benzalconium camphor methosulfate, for example marketed under the brand name "Mexoryl SO" by Noveal; terephthalylidene dicamphre sulfonic acid, for example marketed under the brand name "Mexoryl SX" by Noveal; and polyacrylamidomethylbenzylidenecamphor, for example marketed under the brand name "Mexoryl SW" by Noveal.
[0146] Suitable benzophenone compounds include benzophenone-1 (2,4-dihydroxybenzophenone), such as that marketed under the brand name "Uvinul 400" by BASF; benzophenone-2 (tetrahydroxybenzophenone), such as that marketed under the brand name "Uvinul D50" by BASF; benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, such as that marketed under the brand name "Uvinul M40" by BASF; benzophenone-4 (hydroxymethoxybenzophonene sulfonic acid), such as that marketed under the brand name “Uvinul MS40” by BASF; benzophenone-5 (sodium hydroxymethoxybenzophenone sulfonate); benzophenone-6 (dihydroxy dimethoxy benzophenone), such as that marketed under the brand name “Helisorb 11” by Norquay; benzophenone-8, such as that marketed under the brand name “Spectra-Sorb UV-24” by American Cyanamid; benzophenone-9 (disodium dihydroxy dimethoxy benzophenonedisulfonate), such as that marketed under the brand name “Uvinul DS-49” by BASF; benzophenone-12; and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the brand name UVINUL A+ by BASF).
[0147] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the brand name "Uvasorb HEB" by Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine; and bis-ethylhexyloxyphenol methoxyphenyl triazine, such as that marketed under the brand name “TINOSORB S” by BASF and ethylhexyl triazone, such as that marketed under the brand name “UVTNUL T150” by BASF.
[0148] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazole-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 brand name "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 brand name "Eusolex 232" by Merck, and phenyl dibenzimidazole tetrasulfonate disodium, such as that marketed under the brand name "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 brand name "Escalol 507" by ISP, glyceryl PABA and PEG-25 PABA, such as that marketed under the brand name "Uvinul P25" by BASF.
[0154] Suitable methylene bis-(hydroxyphenylbenzotriazole) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methylphenol], such as that com marketed under the brand name "Mixxim BB / 200" by Fairmount Chemical, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(l,l,3,3-tetramethylbutyl)phenol], such as that marketed in micronized form in aqueous dispersion under the brand name "Tinosorb M" by BASF, or under the brand name "Mixxim BB / 100" by Fairmount Chemical, and derivatives as described in US patents No. 5,237,071 and 5,166,355, GB-2,303,549, DE-197,261,84 and EP-893,119, and drometrizole trisiloxane, such as that marketed under the brand name "Silatrizole" by Rhodia Chimie or "Mexoryl XL" by L'Oréal.
[0155] Examples of benzoxazole compounds include the 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 l,l-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0159] According to preferred embodiments, the compositions of this disclosure further comprise at least one additional organic UV filter selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Eensulizole (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 this disclosure are "free", "substantially free" or "devoid", as defined above, of one or more additional organic UV filters selected from the group consisting of avobenzone (butyl methoxydibenzoylmethane), octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate and octocrylene, preferably two or more, preferably three or more, preferably four or more, or preferably all five of these sunscreens.
[0161] According to preferred embodiments, the compositions in this disclosure are “free”, “substantially free” or “devoid”, as defined below. on top, one or more additional organic UV filters selected from the group consisting of OXYBENZONE (benzophenone-3), OCTINOXATE (ethylhexyl methoxycinnamate), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYL PHENOL, DIE-THYLAMINO HYDROXYBENZOYL HEXYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLY-SILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, PHENYL DIBENZL MIDAZOLE DISODIUM TETRASULFONATE, METHOXYPROPYLAMINO CYCLOHEXENYLIDENE ETHOXYETHYLCYANOACETATE, preferably two or more, preferably three or plus, preferably four or more, etc., and preferably "free", "substantially free" or "devoid" of all these sunscreens.
[0162] According to preferred embodiments, the compositions of this disclosure are "free", "substantially free" or "devoid", as defined above, of OXYBENZONE (benzophenone-3) and / or OCTINOXATE (ethylhexyl methoxycinnamate).
[0163] If present in the compositions of this disclosure, at least one additional UV filter is preferably present in the compositions of this disclosure in an amount of at least about 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, the upper end of the range of additional UV filter present preferably being about 40% by weight (e.g., about 5 to 40%, about 10 to 40%, about 12 to 40%, etc.), preferably about 30% by weight (e.g., about 5 to 30%, about 10 to 30%, about 12 to 30%, etc.), preferably about 25% by weight (e.g., about 5 to 25%, about 10 to 25%, about 12 to 25%, etc.), and preferably about 20% by weight (for example, 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 this disclosure comprise 10% or less by weight relative to the total weight of the composition of additional UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.
[0165] According to preferred embodiments, the compositions of this disclosure comprise 10% or less by weight relative to the total weight of the composition of additional organic UV filters, preferably less than 5% by weight per 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 this 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 this 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 this 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, this disclosure envisages omitting one or more of the specific UV filters mentioned above from the UV-absorbing system of the compositions of this disclosure. By way of example, octocrylene and / or octinoxate may be omitted from the compositions. A similar omission of one or more of the specific UV filters mentioned is therefore envisaged.
[0170] The addition of particular UV filters to a stick composition of this disclosure may affect the addition of other ingredients to the stick composition 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 this disclosure, compositions further comprising at least one oil are proposed. “Oil” means a substance that is hydrophobic and lipophilic, and is a liquid at approximately room temperature (20 to 25 °C) and approximately 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 this disclosure preferably comprise one or more volatile silicone oil(s). 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, a commercial product from Shin Etsu with a viscosity of 6 cSt and a flash point of 94°C. Preferably, 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] [Tables] Compound Flash Point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5) 55 2.5 Octamethylcyclotetrasiloxane 93 7 (cyclotetramethylsiloxane or D4) 63 1.7 Dodecamethylcyclohexasiloxane (D6) 94 6 Decamethyltetrasiloxane (L4) 56 1.5 KF-96 A from Shin Etsu PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) from Dow Corning PDMS DC 200 (2 cSt) from Dow Corning 87 2
[0177] In addition, a volatile linear silicone oil may be used in this disclosure. Suitable volatile linear silicone oils include those described in US Patent No. 6,338,839 and in WO03 / 042221, the contents of which are incorporated herein by reference. In one embodiment, the volatile linear silicone oil is decamethyltetrasiloxane. In another embodiment, decamethyltetrasiloxane is further combined with another solvent that is more volatile than decamethyltetrasiloxane.
[0178] According to certain embodiments of this disclosure, the composition preferably comprises one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters, and volatile ethers. Examples of such volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having 8 to 16 carbon atoms and mixtures thereof, and in particular, branched C8 to Ci6 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, 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 this disclosure, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in this disclosure include, but are not limited to, polar oils such as, for example: • esters and ethers, 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 unbranched, containing from 3 to 30 carbon atoms, such as for example Purcellin oil, isononyl isononanoate, isopropyl myristate, ethyl-2-hexyl palmitate, octyl-2-dodecyl stearate, octyl-2-dodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, heptanoates, octanoates, fatty alcohol decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate;triglycerides such as caprylic / capric acid triglycerides, for example those sold by Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate; • ethers containing 10 to 40 carbon atoms; • 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; • vegetable-derived hydrocarbon oils, such as triglycerides fatty acid liquids having 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acid or, for example, sunflower, corn, soybean, pumpkin, grapeseed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor, avocado oils, caprylic / capric acid triglycerides such as those sold by Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by Dynamit Nobel, coco-caprylate / caprate (esterified coconut oil), jojoba oil, shea butter oil; and • mixtures thereof.
[0183] In addition, examples of non-volatile oils that may be used in this disclosure include, but are not limited to, non-polar oils such as branched and unbranched hydrocarbons, in particular petrolatum, paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated poly-lydecene, polybutene, mineral oil, pentahydrosqualene and mixtures thereof.
[0184] According to certain embodiments of this disclosure, the compositions of this disclosure may include at least one non-volatile silicone oil. Appropriate examples of such silicone oils include, but are not limited to, non-volatile silicone fluids such as, for example, polyalkyl (aryl) siloxanes. Appropriate polyalkyl siloxanes include, but are not limited to, polydimethyl siloxanes, which are designated CTFA dimethicone, polydiethyl siloxane, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, phenyldimethicone, phenyltrimethylsi-loxydiphenylsiloxane, diphenyldimethicone, and diphenylmethyldiphenyltrisiloxane, and the siloxanes disclosed in US Patent Application Publication No. 2004 / 0126350, the full disclosure of which is incorporated herein by reference.Specific examples of suitable high viscosity silicone oils include, but are not limited to, PCR 15 M 30 (500 cSt) or Wacker Belsil PDM 1000 (1000 cSt) and Dow Corning 200 (350 cSt) (values in parentheses are viscosities at 25°C).
[0185] Particularly preferred oils include, but are not limited to, one or more of the following: diisopropyl sebacate, C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroyl sarcosinate, diisopropyl adipate, dibutyl adipate, dicaprylyl carbonate, dicaprylate / dicaprate, coco glycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, Coco caprylate / caprate, ethylhexyl palmitate, isononyl isononanoate, octyl-dodecanol, isohexadecane, isododecane, dicaprylyl ether, C15-19 alkane, 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 lauroylsarcosinate, dibutyl adipate, butyl salicylate, dicaprylyl carbonate, dicaprylate / dicaprate, cocoglycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, coco caprylate / caprate, ethylhexyl palmitate and mixtures thereof. The oils particularly preferred are C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroylsarcosinate, dibutyl adipate and butyl salicylate, with Cl2-15 alkyl benzoate and caprylic / capric triglyceride being the most preferred.
[0187] According to preferred embodiments, the stick compositions of this disclosure include a bis-ethylhexyloxyphenol methoxyphenyl triazine solubilization system comprising at least one solvent that is present in the system in an amount effective for solubilizing the bis-ethylhexyloxyphenol methoxyphenyl triazine so 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 Cl2-15 alkyl benzoate and caprylic / capric triglyceride being the most preferred.
[0188] According to preferred embodiments, the compositions of this 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, C12-15 alkyl benzoate and / or caprylic / capric triglyceride are present in the compositions of this 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 understood as relative to the total weight of the composition.
[0190] According to preferred embodiments, at least one oil is present in the compositions of this disclosure in an amount ranging from about 10% to about 80% by weight, more preferably from about 25% to about 75% by weight, and 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, C12-15 alkyl benzoate and caprylic / capric triglyceride are present in the compositions of this disclosure in a weight percentage ratio of approximately 5:1 to approximately 1:5, preferably approximately 3:1 to approximately 1:3, and preferably approximately 2:1 to approximately 1:2. Preferably, a greater amount of C12-15 alkyl benzoate than of caprylic / capric triglyceride is present in the composition
[0192] According to preferred embodiments, the compositions of this disclosure are anhydrous. Aqueous Phase
[0193] The compositions of this disclosure may also optionally contain water. When the compositions of this disclosure contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of this disclosure contain water, they are in the form of an emulsion containing an external aqueous phase such as an oil-in-water (O / W) emulsion or a water-in-oil-in-water (O / W / W) emulsion, or an emulsion containing an external oil phase such as a water-in-oil (W / O) emulsion or an oil-in-water-in-oil (O / W / W) emulsion. Preferably, when in the form of an emulsion, the oil phase consists mainly of silicone oils (Si / W or W / Si emulsion) or hydrocarbon oils.Where appropriate, water is preferably present in an amount of about 10% to about 80% by weight, preferably about 20% to about 70% by weight, preferably about 35% to about 65% by weight, including all intermediate ranges and sub-ranges, all weights being based on the total weight of the composition.
[0194] According to preferred embodiments, however, the compositions of this disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of this disclosure are anhydrous.
[0195] If present in compositions of this disclosure, the aqueous phase may include at least one water-soluble organic solvent that is liquid at room temperature and atmospheric pressure. For example, said at least one water-soluble organic solvent may include: • triethyl citrate; • C1-C5 monoalcohols having a C1-C5 alkane chain and a single hydroxyl (OH) group. Suitable C1-C5 monoalcohols include methanol, ethanol, propanol, isopropanol, butanol and mixtures thereof; • polyols (compounds having 2 or more hydroxyl groups) having, for example, from 2 to 20 carbon atoms, preferably from 2 to 6 atoms of 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, 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 this disclosure in an amount ranging from about 0.5 to about 40% by weight, preferably from about 3 to about 30% by weight, and preferably from about 5% to about 20% by weight relative to the total weight of the composition, including all ranges and sub-ranges within such ranges such as, for example, 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Additional optional components
[0198] The compositions of this disclosure may also optionally include at least one additional additive or auxiliary commonly used in cosmetic compositions and known to a person skilled in the art as being capable of being incorporated into such compositions. Such additives or auxiliaries may be selected from film-forming agents, coloring agents (e.g., dyes and pigments), 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 in this disclosure are "free", "substantially free" or "devoid" of such additives. Coloring agent
[0199] According to certain embodiments, stick compositions optionally 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 pigments, and glitter.
[0200] The expression "soluble dyes" should be understood as referring to organic, inorganic or organometallic compounds, soluble in the composition as disclosed 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 “mother-of-pearl” should be understood as referring to iridescent particles of any form, in particular produced by certain molluscs in their shells or by synthetic means.
[0203] The term “pigments” should be understood as designating inorganic or organic particles, white or colored of any shape, insoluble in the composition as disclosed and intended to color said composition.
[0204] The pigments may be white or colored, inorganic and / or organic. Among the inorganic pigments, examples include 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, metallic powders such as aluminum powder, copper powder.
[0205] Among the organic pigments, we can mention carbon black, D & C type pigments and lakes based on carmine, cochineal, barium, strontium, calcium, aluminum.
[0206] We can also mention 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 aluminium, gold, copper, bronze, or with metallic oxides such as titanium dioxide, iron oxide, chromium oxide, inorganic or organic pigments and mixtures thereof.
[0207] Pearlescent pigments can be selected, for example, from pigments based on silica, titanium dioxide and mica, including, for example, mica-based pigments sold under the brand name 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 pearlescent pigments based on bismuth oxychloride.
[0208] Pigments with goniochromatic properties may be used, in particular liquid crystals or multilayer pigments.
[0209] It is also possible to use optical brighteners or fibers optionally coated with optical brighteners.
[0210] Preferably, at least one coloring agent is present in the compositions of this disclosure in an amount effective in giving visible color to the gel after application of the composition to the gel, preferably 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 relative to 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 this disclosure may also optionally include in addition at least one charge.
[0212] Appropriate examples of fillers include mineral or organic particles of any shape, in the form of a sheet, spherical or oblong, regardless of the crystallographic form (e.g. sheet, cubic, hexagonal, orthorhombic, etc.).Examples include talc, mica, kaolin, polyamide (Nylon®) (Atochem's Orgasol®), poly-[3-alanine and polyethylene] powders, tetrafluoroethylene polymer powders (Teflon®), lauroyl lysine, starch, boron nitride, acrylic acid copolymers (Dow Corning's Polytrap®) and silicone resin microbeads (Toshiba's Tospearls®, for example), polyorganosiloxane elastomer particles, precipitated calcium carbonate, magnesium carbonate and hydroxyapatite, glass or ceramic microcapsules, metallic soaps derived from carboxylic organic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, 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%, relative to the total weight of the nail compositions, including all intermediate ranges and sub-ranges.
[0214] A person skilled in the art shall ensure that the optional additional additives are chosen and / or their quantity so that the advantageous properties of the composition as disclosed are not, or are not substantially, compromised by the envisaged addition.
[0215] It goes without saying that the composition of the disclosure must be cosmetically or dermatologically acceptable, that is, it must contain a physiologically acceptable, non-toxic carrier. The composition may be in any pharmaceutical form normally used in the cosmetic and dermatological fields that is suitable for topical administration as mentioned above.
[0216] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition and furthermore such as 0.1% to 50% by weight (where appropriate), including all intermediate ranges and sub-ranges.
[0217] According to preferred embodiments of this disclosure, processes of protection, improvement of appearance and / or makeup of keratinous material by application of stick compositions of this disclosure to the keratinous material in sufficient quantity to protect the keratinous material, improve its appearance, care for it and / or make it up, are proposed.
[0218] Preferably, the "makeup" of the keratinous material includes the application of a composition comprising at least one coloring agent to the keratinous material in sufficient quantity to make up the keratinous material.
[0219] Preferably, the "protection" of the keratinous material includes the application of a composition of this disclosure to the keratinous material in sufficient quantity to protect the keratinous material from damage resulting from exposure to UV rays.
[0220] According to the preceding embodiments, the compositions of this disclosure are applied topically to the keratinous material in a sufficient quantity to protect, improve the appearance of, care for, and / or conceal the keratinous material. The compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily, and then preferably allowed to dry before being subjected to contact such as with clothing or other objects (e.g., clothing or a finishing protector). Preferably, the composition is allowed to dry for approximately 1 minute or less, preferably for approximately 45 seconds or less.
[0221] According to preferred embodiments, methods for manufacturing 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 proposed. Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective for protecting the keratin against UV radiation and / or is added in a supersaturated amount. Preferably, the compositions are transparent or translucent.
[0222] According to preferred embodiments, methods for inhibiting the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in a stick composition comprising bis-ethylhexyloxyphenol methoxyphenyl triazine are proposed, wherein the methods include the addition of 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 bis-ethylhexyloxyphenol methoxyphenyl triazine in the composition during the formation of the composition in sufficient quantities to inhibit the recrystallization of bis-ethylhexyloxyphenol methoxyphenyl triazine in the stick composition after formation. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the composition. in an effective quantity to protect keratinous material against UV rays and / or is added in a supersaturated quantity. Preferably, the composition is transparent or translucent.
[0223] This disclosure also considers pre-packaged kits and / or materials suitable for consumer use containing one or more compositions as described herein, alone or in combination with other consumer care products such as makeup products like primers, top coats, makeup removers, etc. The packaging and application device for any subject of this disclosure may be selected and manufactured by persons skilled in the art based on 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 particularly related to the consistency of the composition, especially 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 stated, all numbers expressing quantities of ingredients, reaction conditions, etc., used in the patent specification and claims are to be understood as modified in all cases by the term "approximately". Accordingly, unless otherwise stated, the numerical parameters presented in the following patent specification and the attached claims are approximations that may vary depending on the desired properties that are sought to be obtained through this disclosure.
[0225] Although the numerical ranges and parameters defining the general scope of disclosure are approximations, the numerical values shown in the specific examples are reported as accurately as possible. However, every numerical value inherently contains some errors that necessarily result from the standard deviation found in its respective measurements. The following examples are intended to illustrate disclosure without, however, limiting its scope. Percentages are given in whole numbers. 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
Demands
1. Stick composition comprising bemotrizinol, at least one solvent for solubilizing bemotrizinol and at least one lipophilic gelling agent.
2. Composition according to claim 1, wherein 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, wherein at least one lipophilic gelling agent is at least one wax.
4. Composition according to claim 1, wherein at least one lipophilic gelling agent is dextrin palmitate.
5. Composition according to any one of the preceding claims, wherein the composition is transparent.
6. Composition according to any one of the preceding claims, wherein 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. Composition according to any one of the preceding claims, wherein at least one solvent for solubilizing bemotrizinol is present in the composition in an amount between about 50% and about 75% by weight relative to the total weight of the composition.
8. Composition according to any one of the preceding claims, wherein the composition comprises 10% by weight or less, relative to 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.