COLORED SKIN COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND A COLORING AGENT

Abstract

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

Description

Title of the invention: COLORED COMPOSITIONS FOR THE SKIN CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND A COLORING AGENT FIELD OF THE INVENTION

[0001] The present disclosure relates to skin coloring compositions comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: bis-ethylhexyloxyphenol me-thoxyphenyl triazine) and at least one coloring agent, as well as methods of making and using such compositions. DISCUSSION OF THE CONTEXT

[0002] Radiation with wavelengths between 290 nm and 400 nm allows tanning of the human epidermis, while radiation with wavelengths between 290 and 320 nm, called UVB rays, hinders the development of a natural tan. Exposure is also likely to cause a detrimental change in the biomechanical properties of the epidermis, resulting in the appearance of wrinkles leading to premature aging of the skin (i.e., photoaging).

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

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

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

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

[0007] In some makeup products, it is also desirable to provide UV protection in addition to a coloring or optical effect when applied to the skin. Skin-colored compositions may include mineral UV filters, such as titanium dioxide or zinc oxide, to provide a UV protective effect; however, mineral UV filters impart a white color when applied to the skin and have a significant impact on the ability to achieve a wide range of shades (colors) or optical effects. Skin color compositions can also use organic UV filters, such as octocrylene, octinoxate, avobenzone; however, organic UV filters often impart an unpleasant, greasy texture to the product when applied to the skin.

[0008] There remains a need in the art for improved skin color compositions that provide UV protective efficacy and a wide range of shades (colors) or optical effects without exhibiting an unpleasant, greasy texture.

[0009] Therefore, one aspect of the present disclosure is a skin color composition which has UV protection and good color stability to light without an unpleasant, greasy texture. Summary of the invention

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

[0011] The present disclosure also relates to methods of treating, caring for, protecting, improving the appearance of and / or making up the skin comprising applying skin-colored compositions of the present disclosure to the skin in an amount sufficient to treat, care for, improve the appearance of and / or make up the skin.

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

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

[0014] The present disclosure also relates to methods of improving the color intensity stability and / or color shade stability to light of skin colored compositions comprising at least one coloring agent, the methods comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the skin colored compositions during formation of the compositions in an amount sufficient to improve the color intensity stability and / or color shade stability of the compositions to light.

[0015] It should be understood that both the foregoing general description and the The following detailed descriptions are exemplary and explanatory only and do not limit disclosure. DETAILED DESCRIPTION OF THE INVENTION

[0016] In the following description and the claims appended thereto, it is to be understood that the terms used have their ordinary and customary meanings in the art, unless otherwise specified.

[0017] “Approximately” as used herein means within 10% of the number indicated (e.g. “about 10%” means 9% to 11% and “about 2%” means 1.8% to 2.2%.

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

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

[0020] As used herein, all proposed ranges are intended to include each specific point and range within the given ranges, as well as combinations of sub-ranges therein. Thus, a range of 1 to 5 specifically includes whole numbers within 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 within the range such as 1.2, 2.3, 3.4, etc., and sub-ranges including such fractional numbers, such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc. "Film former," "film-forming polymer," or "film-forming agent" as used herein means a polymer or resin that is capable of leaving a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, been absorbed into the substrate, and / or dissipated on this one.

[0021] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as hydrogen atoms or chlorine atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups and poly- siloxane. The substituent(s) may, in addition, be substituted.

[0022] “Volatile,” as used herein, means having a flash point less than about 115 C.

[0023] “Non-volatile,” as used herein, means having a flash point greater than about 115°C.

[0024] “Polymer” as used herein means a compound that is made up of at least two monomers.

[0025] “Exempt” or “substantially free” or “devoid of” as used herein means that although it is preferred that no amount of the specific component be present in the composition, it is possible for there to be very small amounts thereof in the compositions of the disclosure provided that such amounts do not materially affect at least one, preferably most, of the advantageous properties of the compositions of the disclosure. Thus, for example, "oil-free" means that an effective amount (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that oil(s) is / are present in amounts not greater than 0.1% by weight, and "oil-free" means that oil(s) is / are present in amounts not greater than 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph such as, for example, specific UV filters and / or surfactants (the compositions in the disclosure that are “oxybenzone and / or octinoxate-free,” “substantially oxybenzone and / or octinoxate-free,” and “oxybenzone and / or octinoxate-free,” as well as “surfactant-free,” “substantially surfactant-free,” and “surfactant-free” have meanings consistent with the discussion in this paragraph), even if not specifically discussed for each identified ingredient. Discussed examples of the use of such language such as those in this paragraph are intended to be provided by way of example, not limitation.

[0026] “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).

[0027] “Anhydrous” as used herein means that the compositions of the disclosure contain less than 3% water, which means that the compositions may also contain less than 2% water, and less than 1% water, as well as be “water-free”, “substantially water-free” and “water-free”, as defined above.

[0028] “Skin” as used herein means nails (fingernails and / or toenails), skin such as that of the body, face and eye area, the scalp and mucous membranes such as the lips.

[0029] “Physiologically acceptable” means compatible with the skin and having a pleasant color, odor and feel, and which does not cause unacceptable discomfort (tingling or tightness) likely to discourage a consumer from using the composition.

[0030] “UV protection efficiency” or “filtration efficiency” in the context of present disclosure, is evaluated from one or more of SPF, FPUVA, critical wavelength and UVA-I / UV ratio.

[0031] The "SPF" (Sun Protection Factor) measures the level of protection against erythema provided by a composition. The SPF value corresponds to the ratio between the minimum erythema dose (MED) measured on skin covered with the composition and the MED measured on bare skin. The term "SPF" is known in the art of sunscreens and is defined, for example, in A new substrate to measure sunscreen protection factors throughout the ultraviolet spectrum, J. Soc. Cosmet. Chem., 40, 127-133 (May / June 1989).

[0032] The SPF (Sun Protection Factor) assessment can be carried out, for example, in vitro with a Labsphere spectrophotometer (North Sutton, NH, USA). In such an assessment, the plate is the material onto which the composition under test is applied. Polymethyl methacrylate (PMMA) plates can be used for such an assessment. An example of an acceptable protocol is currently undergoing ISO accreditation as ISO Committee Draft 23675.

[0033] The evaluation of the sun protection factor (SPF) can also be carried out in vivo in accordance with the ISO 24444:2019 protocol “Cosmetics-Sun protection test methods-In-vivo determination of the sun protection factor (SPF).” It can also be determined in accordance with FDA protocols, as described in the document “Labeling and Effectiveness Testing; Sunscreen Drug Products for Over-the-Counter Human Use” published in the US Federal Register on 07 / 05 / 2011 (https: / / www.federalregister.gOv / d / 2011-14766); 21 CFR Part 352 Subpart D § 352.72, updated and revised by the 2011 publication in the Federal Register.

[0034] “UVA protection factor” (UVA protection factor) refers to a characteristic index tering the UVA protection provided by a composition. For example, the FPUVA index can be measured in vivo in accordance with the “PPD” (Persistent Pigment Darkening) method of the ISO-24442:2022 protocol, measuring the skin color observed 2 to 4 hours after exposure to UVA. It may also be determined in accordance with FDA protocols, as described again in 21 CFR Part 352 Subpart D § 352.72 as discussed above in connection with SPF.

[0035] The assessment of UVA protection can also be measured in vitro with the Labsphere® spectrophotometer under conditions such as those discussed above in relation to SPF. The ISO 24443:2021 protocol describes such an in vitro method.

[0036] The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, the broad spectrum test procedures include the determination of the UVA1 / UV ratio as described in "Sunscreen Drug Products for Over-the-Counter-Human-Use" published in the Federal Register https: / / www.federalregister.gov / documents / 2019 / 02 / 26 / 2019-03019 / sunscreen-drug-pr oducts-for-over-the-counter-human-use. » In the assay described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection provided by the sunscreen product against UVA1 (340-400 nm) and the protection against total UV radiation (UVB and UVA at 290-400 nm) calculated from the absorbance curve. This UVA1 / UV ratio would represent the product's score in the in vitro test.

[0037] According to the present disclosure, the compositions of the present disclosure preferably have one or more of the following properties:

[0038] The compositions have a critical wavelength, as determined by FDA critical wavelength procedures, of at least 370 nm;

[0039] The compositions have an SPF value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;

[0040] The compositions have an FPUVA / SPF ratio of at least 1 / 3, and preferably at least 2 / 5 and / or

[0041] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more, and preferably 0.8 or more.

[0042] "Makeup result" as used herein refers to the visual impact of a composition when applied to a keratinous material such as skin. The makeup result may relate to the apparent color of the product after application to a keratinous material or an optical effect such as shine, the blurring of fine lines and imperfections, or a concealing effect on pores or defects after application of the product to the keratinous material.

[0043] “Long-lasting” as used herein refers to compositions where the color or other apparent properties remain the same or substantially the same as at the time of application, as seen with the naked eye, after an extended period or after a particular stress event such as immersion in water or rubbing. “Long-lasting” may be evaluated by assessing long-lasting properties by any method known in the art for assessing such properties. For example, long-lasting may be assessed by a test involving the application of a composition to a keratinous material such as skin and assessing the color of the composition after an extended period of time. For example, the color of a composition may be assessed immediately after application to a keratinous material such as skin and these characteristics may then be re-assessed and compared after a period of time. In addition, these characteristics may be assessed relative to other compositions, such as commercially available compositions.“Long wear” can also be assessed using in vitro methods on non-keratinous substrates such as polymethyl methacrylate (PMMA), in which properties such as color, transparency, or in vitro SPF can be assessed before and after a period or stressor such as immersion in water, incubation at elevated temperatures, or application of an abrasive technique.

[0044] “Natural” as in the expression “natural compound” means any compound derived directly from a natural substance such as a plant without undergoing chemical modification.

[0045] “Naturally occurring compound” means any compound derived from a naturally occurring compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.

[0046] “Synthetic compound” means any compound that is neither a natural compound nor a compound of natural origin.

[0047] “Room temperature” means approximately 20 to 25°C.

[0048] “Atmospheric pressure” means 760 mmHg, that is, approximately 105 pascals.

[0049] “UV filter” and “sunscreen agent” are used interchangeably in this request.

[0050] The terms “UV efficacy”, “UV protection” and “UV efficacy” are used interchangeably in the present application.

[0051] The compositions and methods of the present disclosure may comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the UV (ultraviolet) absorbing system of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine in combination with zinc, titanium, and / or cerium oxides, and / or optionally one or more organic UV filters.

[0052] Similarly, the UV color protection system ("color protection system") of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine.

[0053] For the purposes of the present disclosure, the "fundamental and novel property" associated with the compositions, components and methods that "consist essentially of" the identified ingredients or actions is "color intensity stability and color shade stability to light." The concept of "color intensity" and / or "color stability" includes the ability to achieve a wider color range and / or a stronger color intensity in part related to improved stability.

[0054] “Color intensity stability” as used herein means stability against de visible discoloration (fading) of the color of the composition over time. The color intensity stability may be assessed visually by comparing the color intensity immediately after application of the color composition of the present disclosure to the skin (i.e., within 5 minutes of application) with the color intensity of the composition on the skin after a predetermined time (e.g., 6 hours) after application. The color intensity stability of the skin color composition of the present disclosure before application may also be assessed visually by comparing an initial determination of the color intensity (time = To) with a determination at a later date after exposure of the composition to light for a predetermined time (e.g., 2 months) at a predetermined temperature (e.g., 25°C or 45°C).

[0055] “Color shade stability” as used herein means stability against visible change in color of the composition over time (e.g. from a reddish color to an orange color due to yellowing). Shade stability can be assessed visually according to the same protocols discussed above in relation to color intensity stability, either before or after application of the composition to the skin.

[0056] Color intensity stability or color shade stability may also be evaluated using a colorimeter or chromatometer such as a CR-400 or CR-410 chromatometer sold by Konica Minolta designed to quantitatively measure the color of an object or substrate or a product applied to a substrate. The evaluation of color stability using a colorimeter or chromatometer is designed to quantitatively report color variations via a color evaluation system such as L* a*b*. In such cases, color stability may be determined or reported as an overall color change, a change in an individual quantitative value (L*, a*, or b*), or a combination of color values.

[0057] The compositions of the present disclosure may be in any suitable form for use as a personal care composition, such as that of a stick, paste, cream, anhydrous composition, emulsion (oil in water, water in oil, multiple emulsion such as oil in water in oil) including in the form of a nanoemulsion, gel, liquid, solid, mousse, spray, etc. These compositions can be used for any purpose in colored skin products such as, for example, foundation, lip balms, lipsticks, concealers, eye shadows, compact powders, etc.

[0058] Reference is made herein to trade names of materials including, but not limited to, materials such as polymers and optional components. The materials are not intended to be limited by the materials described and referenced by a certain trade name herein.Equivalent materials (e.g., those obtained from a different source under a different name or catalog (reference) number) to those referenced by a trade name may be substituted and used in the processes described and claimed herein.

[0059] All percentages and ratios are, unless otherwise indicated, calculated by weight. All percentages are, unless otherwise indicated, calculated based on the total weight of a composition. All levels of component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources.

[0060] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COLORED COMPOSITIONS FOR THE SKIN Coloring agent

[0061] According to the present disclosure, colored compositions for the skin comprising at least one coloring agent are provided. Preferably, the at least one coloring agent is selected from the group consisting of soluble dyes, pigments, pearlescent agents and glitters.

[0062] The expression “soluble dyes” must be understood as referring to organic, inorganic or organometallic compounds, soluble in the composition according to the invention and intended to color said composition.

[0063] 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.

[0064] The term “mother-of-pearl” should be understood as designating iridescent particles of any shape, in particular produced by certain molluscs in their shell or by synthetic means.

[0065] The term “pigments” should be understood as designating inor particles organic or organic, white or colored in any form, insoluble in the composition according to the invention and intended to color said composition.

[0066] The pigments may be white or colored, inorganic and / or organic. Among the inorganic pigments, mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as zinc, iron (black, yellow or red) or chromium oxides, manganese violet, ultramarine blue, chromium hydrate and iron blue, metal powders such as aluminum powder, copper powder.

[0067] Among the organic pigments, mention may be made of carbon black, type D and C pigments and lakes based on cochineal carmine, barium, strontium, calcium, aluminum.

[0068] Mention may also be made of effect pigments such as particles comprising a natural or synthetic organic or inorganic substrate, for example glass, acrylic resins, polyester, polyurethane, polyethylene terephthalate, ceramics, aluminas and optionally coated with metallic substances such as aluminum, gold, copper, bronze, or metallic oxides such as titanium dioxide, iron oxide, chromium oxide, inorganic or organic pigments and mixtures thereof.

[0069] The pearlescent pigments may be selected, for example, from silica, titanium dioxide and mica based pigments, including, for example, mica based pigments sold under the trade name Spectrval by Merck KGaA, white pearlescent pigments such as mica coated with titanium, 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.

[0070] Pigments with goniochromatic properties can be used, in particular liquid crystals or multilayer pigments.

[0071] It is also possible to use optical brighteners or fibers optionally coated with optical brighteners.

[0072] Preferably, the at least one coloring agent is present in the compositions of the present disclosure in an amount effective to provide visible color to the skin after application of the composition to the skin, preferably ranging from about 0.1% to about 50% by weight, preferably from about 0.2% to about 40% by weight, preferably from about 0.5% to about 25%, preferably from about 5% to about 25%, and preferably from about 5% to about 20% by weight based on the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 25% to 50%, 3% to 8%, etc. B is-ethylhexyloxyphenol methoxyphenyl triazine

[0073] According to the present disclosure, compositions comprising a UV (ultraviolet) absorbing system comprising 4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: bis-ethylhexyloxyphenol methoxyphenyl triazine) are provided.

[0074] According to preferred embodiments, the UV absorbing system comprises at least 5% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 15% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 20% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 30% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 40% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 50% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 70% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 80% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, and preferably at least 90% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights based on the total weight of the UV absorbing system.The “UV absorbing system” contains all the organic and / or mineral UV filters present in the composition.

[0075] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in compositions of the present disclosure in an effective UV absorbing amount, such as about 0.1% to about 10% by weight based on the total weight of the composition, about 1% to about 10% by weight, about 2.5% to about 8%, 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.

[0076] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present disclosure in an effective amount for stability of color intensity and / or color shade to light such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8% by weight, and from about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, from about 4.5% to about 10% by weight, and from about 1% to about 8% by weight, from about 1% to about 6% by weight, from about 5.5% to about 8% by weight, from about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition. Typically, the quantity color intensity and / or color shade stability to light of the at least one coloring agent provided by the bis-ethylhexyloxyphenol methoxyphenyl triazine may be affected by the relative amounts of the at least one coloring agent and the bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition. The more bis-ethylhexyloxyphenol methoxyphenyl triazine present in a composition, the higher the color stability of the at least one coloring agent. Furthermore, the lower the amount of the at least one coloring agent present in the composition, the higher the color stability, particularly in embodiments in which higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present in the composition.

[0077] According to preferred embodiments, the bis-ethylhexyloxyphenol methoxyphenyl triazine and the at least one coloring agent are present in the compositions of the present disclosure in a weight % ratio of about 10:1 to about 1:10, preferably about 5:1 to about 1:5, preferably about 3:1 to about 1:3, and preferably about 2:1 to about 1:2, including all intermediate ranges and sub-ranges, such as for example 5:1 to 2:1, 1:2 to 5:1, 8:1 to 1.5:1, 1:1.5 to 1:8, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of the at least one coloring agent present in the composition. Preferably, a higher wt% of the at least one coloring agent than bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions. Additional sunscreen agents

[0078] According to preferred embodiments of the present disclosure, skin coloring compositions optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) selected from the group consisting of organic UV filters, zinc oxides, cerium oxides, titanium oxides and mixtures thereof are provided.

[0079] The additional organic UV filter(s) may be hydrophilic or lipophilic. “Hydrophilic organic UV filter” means a water-soluble organic UV filter or a water-dispersible organic UV filter (in colloidal form). “Lipophilic organic UV filter” means a UV filter which is dissolved or dispersed in colloidal form in a liquid fatty phase.

[0080] Suitable organic UV filters may be chosen from the following non-exhaustive list of compounds: cinnamic compounds; anthranilate compounds; para-aminobenzoic acid compounds, salicylic compounds; dibenzoylmethane compounds; camphor compounds; benzophenone compounds; [3,[3-diphenylacrylate] compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; benzalmalonate compounds, including those cited in US Pat. No. 5,624,663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US 2,463,264; methylene bis(hydroxyphenylbenzotriazole) compounds as described in applications US 5,237,071, US 5,166,355, GB2303549, DE197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844; polymer filters and silicone filters such as those described in particular in application WO 93 / 04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds as described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof.Preferably, the lipophilic organic UV filters are selected from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other categories of compounds identified herein; and mixtures thereof.

[0081] Specific reference may be made to suitable salicylic compounds including Homosalate (homomentyl salicylate), for example marketed under the trademark "Eusolex HMS" by Rona / EM Industries; and ethylhexyl salicylate, for example marketed under the trademark "Neo Heliopan OS" by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example marketed under the trademark "Dipsal" by Scher; and TEA salicylate, for example marketed under the trademark "Neo Heliopan TS" by Symrise.

[0082] Examples of suitable [3,[3-diphenylacrylate] compounds include Octocrylene, for example marketed under the trademark "Uvinul N539" by BASF; and Etocrylene, for example marketed under the trademark "Uvinul N35" by BASF.

[0083] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the trademark "Neo Heliopan MA" by Symrise.

[0084] Examples of dibenzoylmethane compounds include butyl methoxydibenzoylmethane, for example marketed under the trademark "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.

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

[0086] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, for example sold under the trademark "Mexoryl SD" by Chimex; 4-methylbenzylidenecamphor, for example sold under the trademark "Eusolex 6300" by Merck; benzylidenecamphor sulfonic acid, for example sold under the trademark "Mexoryl SL" by Noveal; benzalkonium camphor methosulfate, for example sold under the trademark "Mexoryl SO" by Noveal; terephthalylidene dicamphor sulfonic acid, for example sold under the trademark "Mexoryl SX" by Noveal; and polyacrylamidomethyl benzylidenecamphor, for example sold under the trademark "Mexoryl SW" by Noveal.

[0087] Suitable benzophenone compounds include benzophenone-1 (2,4-dihydroxybenzophenone), such as that marketed under the trademark "Uvinul 400" by BASF; benzophenone-2 (tetrahydroxybenzophenone), such as that marketed under the trademark "Uvinul D50" by BASF; benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, such as that marketed under the trademark "Uvinul M40" by BASF; benzophenone-4 (hydroxymethoxy benzophonene sulfonic acid), such as that marketed under the trademark "Uvinul MS40" by BASF; benzophenone-5 (hydroxymethoxybenzophenone sodium sulfonate); benzophenone-6 (dihydroxy dimethoxybenzophenone); such as that marketed under the brand name “Helisorb 11” by Norquay; benzophenone-8, such as that marketed under the brand name “Spectra-Sorb UV-24” by American Cyanamid;benzophenone-9 (Disodium dihydroxy dimethoxy benzophenonedisulfonate), such as that marketed under the trademark “Uvinul DS-49” by BASF, benzophenone-12 and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the trademark UVINUL A+ by BASF).;

[0088] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the trademark "Uvasorb HEB" by Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine, bis-ethylhexyloxyphenol methoxyphenyl triazine, such as that marketed under the trademark "TINOSORB S" by BASF and ethylhexyl triazone, such as that marketed under the trademark "UVTNUL T150" by BASF.

[0089] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylpheno, branched and linear, and those described in USP 5240975.

[0090] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate and polyorganosiloxane comprising ben- functional groups zalmalonate, such as polysilicone-15, such as that marketed under the brand name “Parsol SLX” by Hoffmann-LaRoche.

[0091] Examples of benzimidazole compounds include, in particular, phenylbenzimidazole derivatives such as phenylbenzimidazole sulfonic acid, such as that marketed in particular under the trademark "Eusolex 232" by Merck, and disodium phenyl dibenzimidazole tetrasulfonate, such as that marketed under the trademark "Neo Heliopan AP" by Symrise.

[0092] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.

[0093] Examples of bis-benzoazolyl compounds include the compounds described in EP-669,323 and US Patent No. 2,463,264.

[0094] Suitable para-aminobenzoic acid compounds include PABA (p-aminobenzoic acid), ethyl PABA, ethyl dihydroxypropyl PABA, pentyl dimethyl PABA, ethylhexyl dimethyl PABA, such as that marketed under the trademark "Escalol 507" by ISP, glyceryl PABA, and PEG-25 PABA, such as that marketed under the trademark "Uvinul P25" by BASF.

[0095] Suitable methylene bis-(hydroxyphenylbenzotriazol) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methyl-phenol] such as that marketed under the trademark "Mixxim BB / 200" by Fairmount Chemical, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], such as that marketed in micronized form in aqueous dispersion under the trademark "Tinosorb M" by BASF or under the trademark "Mixxim BB / 100" by Fairmount Chemical, and derivatives as described in U.S. Pat. Nos. 5,237,071 and 5,166,355, GB-2,303,549, DE-197 26 184 and EP-893 119, and drometrizole tri-siloxane, such as that marketed under the brand name “Silatrizole” by Rhodia Chimie or “Mexoryl XL” by L'Oréal.

[0096] Examples of benzoxazole compounds include 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the trademark Uvasorb K2A by Sigma 3V.

[0097] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.

[0098] Suitable α-alkylstyrene-derived dimers include the dimers described in DE-19855649.

[0099] Examples of 4,4-diarylbutadiene compounds include 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.

[0100] According to preferred embodiments, the compositions of the present disclosure further comprise at least one additional organic UV filter selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Ho-mosalate, Octocrylene, and mixtures thereof. In such embodiments, the UV absorbing system may “consist of” or “consist essentially of” (1) bis-ethylhexyloxyphenol methoxyphenyl triazine and (2) at least one organic UV filter selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate, Octocrylene, and mixtures thereof.

[0101] According to other preferred embodiments, however, the compositions of the present disclosure are "free", "substantially free" or "lacking", as defined above, one or more additional organic UV filters selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate and Octocrylene, with preferably two or more, preferably three or more, preferably four or more, or preferably all five of these sunscreen agents.

[0102] According to preferred embodiments, the compositions of the present disclosure are “free”, “substantially free” or “lacking”, as defined above, one or more additional organic UV filters selected from the group consisting of OXYBENZONE (benzophenone-3), OCTINOXATE (ethylhexyl methoxycinnamate), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYL PHENOL, HEXYL DIE-THYLAMINO HYDROXYBENZOYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLY-SILICONE-15, 4-METHYLBENZYLIDENE CAMPHOR, PHENYL DIBENZL MIDAZOLE TETRASULFONATE DISODIUM, METHOXYPROPYLAMINO CYCLOHEXENYLIDENE ETHOXYETHYLCYANOACETATE, preferably two or more, preferably three or more, preferably four or more, etc., and preferably “free”, “substantially free” or “devoid” of all such sunscreen agents.

[0103] According to preferred embodiments, the compositions of the present disclosure are "free of", "substantially free of" or "lacking" OXYBENZONE (benzophenone-3) and / or OCTINOXATE (ethylhexyl methoxycinnamate) as defined above.

[0104] If present in the compositions of the present disclosure, the at least one additional UV filter is preferably present in the compositions of the present disclosure in an amount of at least about 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, the upper end of the range of the additional UV filter present preferably being about 40% by weight (e.g. about 5-40%, about 10-40%, about 12-40%, etc.), preferably about 30% by weight (e.g. about 5-30%, about 10-30%, about 12-30%, etc.), preferably about 25% by weight (e.g. about 5-25%, about 10-25%, about 12-25%, etc.), and preferably about 20% by weight (e.g. about 5-20%, about 10-20%, about 12-20%, etc.), all weights being based on the total weight of the composition.

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

[0106] According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of additional organic UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.

[0107] According to preferred embodiments, the UV absorbing system and / or the color protection system of the compositions of the present disclosure may "consist of" or "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine.

[0108] According to preferred embodiments, the UV absorbing system and / or the color protection system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, and (2) zinc oxides, titanium oxides and / or cerium oxides.

[0109] According to preferred embodiments, the UV absorbing system and / or the color protection system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, and (2) additional organic UV filter(s).

[0110] According to preferred embodiments, the present disclosure contemplates omitting one or more of the specific UV filters discussed above from the UV absorbing system and / or the color protection system of the compositions of the present disclosure. For example, octocrylene and / or octinoxate may be omitted from the compositions. A similar omission of one or more of the specific UV filters mentioned is thus considered. Oil

[0111] According to preferred embodiments of the present invention, compositions further comprising at least one oil are provided. "Oil" refers to a substance that is hydrophobic and lipophilic, and is a liquid at about room temperature (20 to 25°C) and about atmospheric pressure (760 mm Hg).

[0112] 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.

[0113] According to certain embodiments, the compositions of the present disclosure preferably comprise one or more volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, deca-methylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof. Other volatile oils that may be used include KF 96A with a viscosity of 6 cSt, a commercial product from Shin Etsu having a flash point of 94°C. Preferably, volatile silicone oils have a flash point of at least 40°C.

[0114] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0115] [Tables 1] Compound Flash point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5) 55 2.5 Octamethylcyclotetrasiloxane 93 7 (cyclotetramethylsiloxane or D4) 63 1.7 Dodecamethylcyclohexasiloxane (D6) 94 6 Decamethyltetrasiloxane (L4) 56 1.5 Shin Etsu KF-96 A PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) Dow Corning PDMS DC 200 (2 cSt) Dow Corning 87 2

[0116] Further, a volatile linear silicone oil may be employed in the present disclosure. Suitable volatile linear silicone oils include those described in U.S. Patent No. 6,338,839 and WO03 / 042221, the contents of which are incorporated herein by reference. In one embodiment, the volatile linear silicone oil is decamethyltetrasiloxane. In another embodiment, the decamethyltetrasiloxane is further combined with another solvent more volatile than the decamethyltetrasiloxane.

[0117] According to certain embodiments of the present disclosure, the composition preferably comprises one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters and volatile ethers. Examples of such volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof and in particular, C8-C16 branched alkanes such as C8-C16 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and for example, oils sold under the trade names Isopar or Permethyl. Preferably, the non-silicone volatile oils have a flash point of at least 40°C.

[0118] Non-limiting examples of volatile non-silicone oils are given in Table 2 below.

[0119] [T ableaux2] Compound Flash point (°C) Isododecane 43 Propylene glycol n-Butyl ether 60 Ethyl 3-Ethoxypropionate 58 Propylene glycol methyl ether acetate 46 Isopar L (Cn-Cu isoparaffin) 62 Isopar H (Cn-Ci2 isoparaffin) 56

[0120] According to certain embodiments of the present disclosure, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in the present disclosure include, but are not limited to, polar oils such as, for example:

[0121] - esters and ethers, in particular fatty acids, such as oils of formulas R1COOR2, in which RI represents the residue of a fatty acid having from 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or not, containing from 3 to 30 carbon atoms, such as for example Purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxystearate, octyldodecyl hydroxystearate, diisostearylmalate, triisocetyl citrate, heptanoates, octanoates, decanoates of fatty alcohol; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diiso-nonanoate;triglycerides such as caprylic / capric acid triglycerides, for example those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaiso-nonanoate; ;

[0122] - ethers containing from 10 to 40 carbon atoms;

[0123] - liquid C8 to C26 fatty alcohols, for example oleyl alcohol, alcohol cetyl, stearyl alcohol and cetearyl alcohol;

[0124] - hydrocarbon oils of animal origin, such as perhydrosqualene;

[0125] - hydrocarbon oils of vegetable origin, such as liquid triglycerides of fatty acids having from 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids, for example, sunflower oil, corn oil, soybean oil, cucurbit oil, grape seed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, ara oil, sunflower oil, castor oil, avocado oil, triglycerides of caprylic / capric acids, such as those sold by the company Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818, by Dynamit Nobel Company, coco-caprylate / caprate (esterified oil of coconut oil), jojoba oil, shea butter oil; and

[0126] - their mixtures.

[0127] Further, examples of non-volatile oils that may be used in the present disclosure include, but are not limited to, non-polar oils such as branched and unbranched hydrocarbons, particularly Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydro squalene, and mixtures thereof.

[0128] According to certain embodiments of the present disclosure, the compositions of the present disclosure comprise at least one non-volatile silicone oil. Suitable examples of such silicone oils include, but are not limited to, non-volatile silicone fluids such as, for example, polyalkyl (aryl) siloxanes. Suitable polyalkyl siloxanes include, but are not limited to, polydimethyl siloxanes, which have the CTFA designation dimethicone, polydiethyl siloxane, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, phenyldimethicone, phenyltrimethylsi-loxydiphenylsiloxane, diphenyldimethicone and diphenylmethyldiphenyltrisiloxane, and the siloxanes disclosed in the U.S. patent application publication No. 2004 / 0126350, the full disclosure of which is incorporated herein by reference. Specific examples of suitable high viscosity silicone oils include, but are not limited to, Wacker's 15 M 30 PCR (500 cSt) or Wacker's Belsil PDM 1000 (1000 cSt) and Dow Corning 200 (350 cSt) (values ​​in parentheses represent viscosities at 25°C).

[0129] Particularly preferred oils include, but are not limited to, one or more of the following: diisopropyl sebacate, C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroyl sarcosinate, diisopropyl adipate, dibutyl adipate, dicaprylyl carbonate, dicaprylate / dicaprate, coco glycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, coco caprylate / caprate, ethylhexyl palmitate, isononyl isononanoate, octyl dodecanol, isohexadecane, isododecane, dicaprylyl ether, C15-19 alkane, and mixtures thereof.

[0130] According to preferred embodiments, the at least one oil is present in the compositions of the present disclosure in an amount ranging from about 1% to about 50% by weight, more preferably from about 5% to about 40% by weight, and most preferably from about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within these ranges, such as 15% to 40%, 20% to 45%, etc. Aqueous Phase

[0131] The compositions of the present disclosure may also optionally contain water. When the compositions of the present disclosure contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of the present disclosure contain water, they are in the form of an emulsion containing an external aqueous phase such as an oil-in-water (O / W) emulsion or a water-in-oil-in-water (W / O / W) emulsion, or an emulsion containing an external oil phase such as a water-in-oil (W / O) emulsion or an oil-in-water-in-oil (O / W / O) emulsion. Preferably, when in the form of an emulsion, the oil phase may contain silicone oils (e.g., Si / W or W / Si emulsion) or hydrocarbon oils.Where present, water is preferably present in an amount of about 10% to about 80% by weight, preferably about 20% to about 70% by weight, preferably about 35% to about 65% by weight, including all intermediate ranges and sub-ranges, all weights being based on the total weight of the composition.

[0132] If present in compositions of the present disclosure, the aqueous phase may comprise at least one water-soluble organic solvent that is liquid at room temperature and atmospheric pressure. For example, such at least one water-soluble organic solvent may include:

[0133] - triethyl citrate;

[0134] - C1-C5 monoalcohols having a C1-C5 alkane chain and a single function hydroxyl (OH). Suitable C1-C5 monohydric alcohols include methanol, ethanol, propanol, isopropanol, butanol, and mixtures thereof;

[0135] - polyols (compounds having 2 or more hydroxyl groups) having, for example, 2 with 20 carbon atoms, preferably from 2 to 6 carbon atoms, such as, for example, glycerol, diglycerol, propylene glycol, isoprene glycol, di-propylene glycol, butylene glycol, hexylene glycol, 1,3-propanediol, pentylene glycol, simple sugars and water-soluble polyalkylene glycols;

[0136] - and mixtures thereof.

[0137] According to preferred embodiments, the at least one water-soluble organic solvent is selected from the group consisting of ethanol, dipropylene glycol, butylene glycol, propanediol and propylene glycol, as well as mixtures thereof.

[0138] Where appropriate, the water-soluble organic solvent(s) is / are preferably present in the compositions of the present disclosure in a total amount ranging from 0.5% to about 40% by weight, preferably from about 3% to about 30% by weight, and most preferably from about 5% to about 20% by weight, based on the total weight of the composition, including all intermediate ranges and sub-ranges, such as 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Additional optional ingredients

[0139] The compositions of the present disclosure may also optionally further include at least one additive or auxiliary commonly used in skin-colored cosmetic compositions and known to those skilled in the art as being capable of being incorporated into such compositions.Such additives or auxiliaries may be selected from film formers, waxes, color protectants such as piperidinol compounds, SPF enhancers such as diethylhexyl syringylidenemalonate, ethylhexyl methoxycrylene and butyl octyl salicylate, thixotropic agents (e.g., clays), fillers, preservatives, fragrances, surfactants, antioxidants, free radical scavengers, spreading agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active ingredients selected from essential oils, moisturizing agents, vitamins, actives, proteins, ceramides, plant extracts, fibers and the like, wetting agents, and mixtures thereof. However, preferably, the compositions of the present disclosure are "free of", "substantially free of" or "devoid of" such additives.

[0140] In particular, according to preferred embodiments of "free from", "substantially free from" or "devoid of" color protectants such as piperidinol compounds such as etramethylhydroxypiperidinol citrate, an example of a commercially available product of such a piperidinol compound is Tinogard® Q, available from BASF, which contains 10% active agent and / or SPF boosters.

[0141] A person skilled in the art will take care to choose the optional additional additives and / or their quantity so that the advantageous properties of the composition according to the disclosure are not, or not substantially, compromised by the intended addition.

[0142] It goes without saying that the composition of the invention must be cosmetically or dermatologically acceptable, that is to say that it must contain a physiologically acceptable non-toxic carrier. The composition may be in any galenic form normally used in the cosmetic and dermatological fields which is suitable for topical administration as indicated above.

[0143] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) based on the total weight of the composition and further such as 0.1% to 50% by weight (where applicable), including all intermediate ranges and sub-ranges. Examples of product shapes

[0144] As discussed above, the skin color compositions of the present disclosure may be in any form suitable for use as a personal care composition, and may be used for any purpose associated with such skin color products. Specific examples of products and for- Skin color variations include, but are not limited to, the following. 1. Sticks and solid compositions (e.g. lipsticks and solid foundation):

[0145] According to preferred embodiments, the compositions of the present disclosure may be solid (e.g., in stick form). By "solid" is meant, in particular, a composition whose hardness can be measured according to the "cheese wire" method. These compositions may contain little or no water (e.g., be anhydrous, "free of", "substantially free of", "free of" water), contain little or no oil (e.g., be "free of", "substantially free of", "free of" oil), be in emulsion form (e.g., oil-in-water emulsion or water-in-oil), etc.

[0146] The hardness of a composition may, for example, be expressed in grams-force (gf). The composition of the present disclosure may, for example, have a hardness ranging from 20 gf to 2000 gf, such as from 20 gf to 900 gf, and further such as from 20 gf to 600 gf, including all intermediate ranges and sub-ranges.

[0147] The measurement of hardness may be illustrated by the following two examples. First, the "cheese cutting wire" method noted above, which involves cutting a composition into a 12.4 mm diameter stick and measuring its hardness at 20°C using a DFGHS 2 tensile testing machine from Indelco-Chatillon Co. or a similar machine at a speed of 100 mm / minute. The hardness value obtained by this method is expressed in grams as the shear force required to cut a stick under the above conditions. According to this method, the hardness of the compositions according to the present disclosure which may be in stick form may, for example, range from 120 gf to 270 gf, preferably from 170 gf to 220 gf, for a 12.4 mm diameter stick sample.

[0148] If desired, another hardness test is carried out using a method of penetrating a probe into the composition and in particular using a texture analyzer (for example, the Stable Micro Systems PLUS-UPGRADE model texture analyzer equipped with a stainless steel cylinder with a height of 28 mm and a diameter of 2 mm). The hardness measurement can be carried out at 20 °C in the center of 5 samples of the composition. The cylinder is introduced into each composition sample at a preliminary speed of 2 mm / s, and 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 maximum peak before the observed value drops.

[0149] The hardness of the composition of such preferred embodiments is preferably such that the compositions are self-supporting and can readily disintegrate to form a satisfactory deposit on keratinous materials. Furthermore, this hardness can imparting good impact resistance to the compositions disclosed herein, which may be molded or cast, for example, in stick or capsule form.

[0150] According to preferred embodiments, solid compositions (e.g., sticks) may be prepared by incorporating any of the ingredients discussed herein along with sufficient amounts of thickening agents to thicken the aqueous and / or oil phases of the compositions to make them "solid." Such thickening agents are well known in the art and include, for example, oil phase gelling agents, aqueous phase gelling agents, waxes, thixotropic agents, fillers, and the like, as well as mixtures of two or more of these ingredients. 1. Fluid compositions (e.g. liquid lipsticks, liquid foundation, nail polish):

[0151] According to preferred embodiments, the compositions of the present disclosure may be fluid. "Fluid" means in particular a composition which is not solid at room temperature (25°C) and whose viscosity can be measured. The term "fluid" means a liquid composition which flows under its own weight at room temperature (25°C) and at atmospheric pressure. Advantageously, a fluid composition according to the present disclosure has a complex rigidity modulus G* of less than 1000 Pa, preferably less than 400 Pa, preferably less than 200 Pa. Preferably, the composition has, at 25°C, a viscosity of between 0.1 and 25 Pa.s and preferably between 0.5 and 22 Pa.s.These compositions may contain little or no water (e.g., be anhydrous, "free from", "substantially free from", "free from" water), contain little or no oil (e.g., be "free from", "substantially free from", "free from" oil), be in the form of an emulsion (e.g., oil-in-water emulsion or water-in-oil), etc.

[0152] A suitable method for measuring viscosity is generally carried out at 25°C, using a Rheomat RM 180 viscometer equipped with a No. 3 rod or a No. 4 rod, depending on the working recommendations, the measurement being carried out after 10 minutes of rotation of the rod in the composition (after which a stabilization of the viscosity and the rotation speed of the rod is observed), at a speed of 200 rpm.

[0153] According to preferred embodiments, the fluid compositions may be prepared by incorporating any of the ingredients discussed herein, including insufficient amounts of thickening agents to thicken the aqueous and / or oily phases of the compositions such that they remain fluid and do not become "solid."

[0154] For nail compositions (e.g. varnishes) in particular, suitable solvents may be present such as, for example, organic solvents which are liquid at room temperature such as ketones such as me- ethyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone or acetone; alcohols, such as ethanol, isopropanol, diacetone alcohol, 2-butoxyethanol or cyclohexanol; glycols, such as ethylene glycol, propylene glycol, pentylene glycol or glycerol; propylene glycol ethers, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate or dipropylene glycol mono(n-butyl) ether; short-chain esters (having a total of 2 to 7 carbon atoms), such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate or isopentyl acetate; alkanes, such as decane, heptane, dodecane, or cyclohexane; and mixtures thereof. Short-chain esters (having a total of 2 to 8 carbon atoms) are most preferred. 1. Pastes (e.g. lip gloss)

[0155] Between the liquid and solid compositions is a paste, which is a composition for which neither viscosity nor hardness can be measured according to the methods described above. According to preferred embodiments, the paste compositions can be prepared by incorporating any of the ingredients discussed herein. 1. Gel

[0156] According to preferred embodiments, the gel compositions can be prepared by incorporating any of the ingredients discussed herein, including water-phase gelling agents, oil-phase gelling agents, and mixtures thereof in an amount sufficient to prepare a gel composition.

[0157] In preferred embodiments, the compositions of the present disclosure are in the form of a gel having a gel crossover point ranging from about 2% to about 50% strain, preferably from about 3% to about 40% strain, and most preferably from about 4% to about 30% strain, including all intermediate ranges and sub-ranges. The term "gel crossover point" (Sol / Gel point) means the point at which G" (loss modulus) crosses G' (storage modulus), reported as % strain. This is the point at which a composition changes from a more solid to a more liquid state. An example of a method for determining a gel crossover point is as follows: a Discovery HR-2 rheometer from TA Instruments, with a 40 mm parallel plate geometry on a flat stainless steel Peltier plate, may be used.The test can be performed at 25°C with an angular frequency test parameter of 1.0 rad / s and a logarithmic sweep: % strain from 0.1 to 1000.0%. 5 points per decade. 1. Foam

[0158] According to preferred embodiments, the compositions of the present disclosure are in the form of a foam, i.e., they comprise a gaseous phase dispersed in a condensed phase. By "foam" is meant a system comprising two or more phases in which a gas is dispersed in a condensed phase (liquid, gelled liquid and / or solid) to form a foam structure. In some embodiments, the foam is a two-phase system having a gas phase dispersed in a liquid or gelled phase. The term foam is intended to exclude conventional sprays. By "conventional spray" is meant a system in which minute particles or droplets of liquid and / or solid are suspended in a gas phase. In preferred embodiments, the foam compositions may be prepared by incorporating any of the ingredients discussed herein.

[0159] In some embodiments, the foam, after being expelled from a container onto a user's palm, will appear as an opaque mass of a visible thickness. If left intact on the user's palm, the opaque mass may retain its shape and appearance, without substantial visible change, for a period of time ranging from about two seconds to several hours or more. In some embodiments, the opaque mass may retain its shape and appearance for at least about 10 seconds. In some other embodiments, the opaque mass may retain its shape and appearance for a period of at least one minute, such as at least two minutes, such as at least five minutes, such as at least ten minutes. During these periods, a substantial portion of bubbles or bubble cells may remain ("residual bubbles").The residual bubbles may be polydisperse or relatively monodisperse. In some other embodiments, the foam may include at least some fraction of residual dispersed gas bubbles that range from about 0.25 mm to about 5 mm, such as from 0.5 mm to about 5 mm, such as from 1 mm to about 5 mm.

[0160] The size of the residual bubbles can be determined using, for example, a DFA100 foam analyzer (KRÜSS GmbH Wissenschaftliche Laborgerate). Approximately five grams of product can be dispensed into the glass tube of the foam analyzer. An image can be acquired using the camera integrated into the instrument one minute after the product has been dispensed.

[0161] 6. Compact powders (e.g. eye shadow)

[0162] According to preferred embodiments, compact powder compositions may be prepared by incorporating any of the ingredients discussed herein. “Compact powder” means a mass of product whose cohesion is ensured at least partially by compaction or pressing during manufacture. In particular, by taking a measurement using a TA.XT.plus texture analyzer texturimeter sold by the company Stable Micro Systems, the compact powder according to the present disclosure may advantageously have a compressive strength of between 0.1 and 2.5 kg and in particular between 0.2 and 1.0 kg, relative to the surface area of ​​the pin used (in this case 7.07 mm2). This resistance is measured by moving a flat-headed SMS P / 3 cylindrical pin over a distance of 1.5 mm and at a speed of 0.5 mm / sec.

[0163] For preferred compact powders, the compositions preferably contain little or no water (e.g., anhydrous, “free of,” “substantially free of,” “devoid of” water). Preferably, these compact powders also contain a high solids content of greater than or equal to 90%, preferably greater than or equal to 95%, or most preferably greater than or equal to 97%. “Solids content” refers to the non-volatile matter content and may be measured using a commercial halogen moisture analyzer “HR 73 Halogen Moisture Analyzer” from Mettler Toledo. The measurement may be made based on the weight loss of a sample dried by halogen heating and thus represents the percentage of residual matter once the water and volatile matter have evaporated. This technique is described in detail in the machine documentation provided by Mettler Toledo.

[0164] According to preferred embodiments, the compact powders in accordance with the present disclosure preferably contain a powdery phase in an amount greater than or equal to 35% by weight relative to the total weight of the composition, preferably greater than or equal to 40% by weight, preferably greater than or equal to 45% by weight. The powdery phase may comprise at least one filler and at least one coloring agent.

[0165] According to preferred embodiments of the present disclosure, methods of protecting, improving the appearance of and / or making up the skin by applying compositions of the present disclosure to the skin in an amount sufficient to protect the skin, improve its appearance, care for it and / or make it up, are provided.

[0166] Preferably, "making up" the skin includes applying a composition comprising the at least one coloring agent to the skin in an amount sufficient to provide color and / or an optical effect to the skin.

[0167] Preferably, "protecting" the skin includes applying a composition of the present disclosure to the skin in an amount sufficient to protect the skin from damage resulting from exposure to UV rays.

[0168] In accordance with the preceding embodiments, the compositions of the present disclosure are applied topically to the skin in an amount sufficient to protect, improve the appearance of, condition, and / or make up the skin. The compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily, and then preferably allowed to dry before subjecting them to contact such as with clothing or other objects. Preferably, the composition is allowed to dry for about 1 minute or less, preferably for about 45 seconds or less.

[0169] According to preferred embodiments of the present disclosure, methods of improving coloring agent stability in skin coloring compositions comprising at least one coloring agent are provided, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during formation of the compositions in an amount sufficient to improve the stability of the at least one coloring agent. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the color stability of the at least one coloring agent.

[0170] According to preferred embodiments of the present disclosure, methods of making skin coloring compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one coloring agent during formation of the compositions are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the color stability of the at least one coloring agent.

[0171] According to preferred embodiments of the present disclosure, methods of improving the color intensity stability and / or color shade stability to light of skin coloring compositions comprising at least one coloring agent, wherein the methods comprise adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the skin coloring compositions during formation of the compositions in an amount sufficient to improve the color intensity stability and / or color shade stability of the compositions to light, are provided. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective to improve the color intensity stability and / or color shade stability of the composition.

[0172] The present disclosure also contemplates kits and / or pre-packaged materials suitable for consumer use containing one or more composition(s) according to the present disclosure, alone or in combination with makeup products such as base coats, top coats, makeup remover compositions, etc. The packaging and application device for any subject of the disclosure may be chosen and manufactured by persons skilled in the art on the basis of their general knowledge, and adapted according to the nature of the composition to be packaged. Indeed, the type of device to be used may be in particular linked to the consistency of the composition, in particular to its viscosity; it may also depend on the nature of the constituents present in the composition, for example the presence of volatile compounds.

[0173] Unless otherwise indicated, all numbers expressing amounts of ingredients, reaction conditions, and so forth used in the patent specification and claims are to be understood as being modified in all instances by the term "about." Accordingly, unless otherwise indicated, the numerical parameters presented in the following patent specification and appended claims are approximations which may vary depending on the desired properties sought to be achieved by the present disclosure.

[0174] Although the numerical ranges and parameters defining the general scope of the disclosure are approximations, the numerical values ​​indicated in the specific examples are reported as accurately as possible. However, any numerical value inherently contains certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the disclosure without limiting its scope. Percentages are given on a weight basis.

Claims

Claims

1. A skin coloring composition comprising bemotrizinol and at least one coloring agent, wherein the bemotrizinol is present in the composition in an amount effective to improve the color stability of the at least one coloring agent.

2. The composition of claim 1, wherein the composition comprises 10% by weight or less relative to the total weight of the composition of additional UV filters.

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

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

5. Composition according to any one of the preceding claims, in the form of a lipstick.

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

7. Composition according to any one of the preceding claims, in the form of a gel.

8. A composition according to any preceding claim, further comprising at least one active agent.