COLOURED SKIN COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND A COLOURING AGENT
Bis-ethylhexyloxyphenol methoxyphenyl triazine enhances the photostability of coloring agents in skin compositions, addressing the challenge of providing effective UV protection and color stability without a greasy texture.
Patent Information
- Authority / Receiving Office
- FR · FR
- Patent Type
- Utility models
- Current Assignee / Owner
- LOREAL SA
- Filing Date
- 2024-03-29
- Publication Date
- 2026-04-17
AI Technical Summary
Existing skin compositions struggle to provide effective UV protection while maintaining a wide range of colors or optical effects without a greasy and unpleasant texture, as mineral UV filters cause a white cast and organic UV filters leave an unpleasant texture.
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into skin color compositions to enhance the photostability of coloring agents, thereby improving UV protection and color stability without a greasy texture.
The compositions achieve high UV protection with stable color intensity and shade, maintaining a pleasant texture and wide range of shades or optical effects.
Abstract
Description
Title of the invention: COLOURED SKIN COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND A COLORING AGENT FIELD OF INVENTION
[0001] This disclosure relates to skin colour 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 colouring agent, as well as processes 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, called 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 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, 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 the easy development of compositions with a stabilized and pleasant texture.
[0007] In certain makeup products, it is also desirable to offer UV protection in addition to a coloring or optical effect when applied to the skin. Colored skin compositions may include mineral UV filters, such as titanium dioxide or zinc oxide, in order to obtain a They offer UV protection; however, mineral UV filters impart a white cast when applied to the skin and significantly impact the ability to achieve a wide range of shades (colors) or optical effects. Colored skin compositions may also utilize organic UV filters, such as octocrylene, octinoxate, and avobenzone; however, organic UV filters often leave an unpleasant, greasy texture when applied to the skin.
[0008] There remains in art a need for improved skin colour compositions which offer UV protection efficacy and a wide range of shades (colours) or optical effects without having a greasy and unpleasant texture.
[0009] Therefore, one aspect of the present disclosure is a skin colour composition which has UV protection and good colour stability in light without a greasy and unpleasant texture. Summary of the invention
[0010] This disclosure relates to skin colour compositions comprising at least one colouring agent and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol). Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective in improving the photostability of the colouring agent.
[0011] This disclosure also relates to processes for treating, caring for, protecting, improving the appearance and / or making up the skin, including the application of skin colour compositions of this disclosure to the skin in sufficient quantity to treat the skin, care for it, improve its appearance and / or make it up.
[0012] This disclosure also relates to methods for improving the photostability of the coloring agent in skin colour compositions comprising at least one coloring agent, the methods comprising the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during the formation of the compositions in an amount sufficient to improve the photostability of at least one coloring agent.
[0013] This disclosure also relates to processes for manufacturing skin-colored compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one coloring agent in the compositions during composition formation. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the color photostability of at least one coloring agent.
[0014] This disclosure also relates to methods for improving the color intensity stability and / or color shade stability in light of skin colour compositions comprising at least one colouring agent, the methods including the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the skin colour compositions during the formation of the compositions in an amount sufficient to improve the color intensity stability and / or color shade stability of the compositions in light.
[0015] It must be understood that both the preceding general description and the des The detailed description that follows is only exemplary and explanatory and does not limit disclosure. DETAILED DESCRIPTION OF THE INVENTION
[0016] 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.
[0017] “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%.
[0018] “A” or “an” as used here means “at least one”
[0019] “At least one” means one or more and thus includes components in individual products as well as mixtures / combinations.
[0020] As used here, all proposed ranges are intended to include each specific point and range within the given ranges, as well as combinations of intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes the whole numbers within the range 1, 2, 3, 4, and 5, as well as subranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., and all fractional numbers within the range such as 1,2, 2,3, 3,4, etc., and subranges including such fractional numbers, such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc. "Film-forming," "film-forming polymer," or "film-forming agent," as used here, refers to 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-forming agent has evaporated, been absorbed into the substrate, and / or has dissipated on this one.
[0021] “Substitute” 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, 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 here, means having a flash point greater than approximately 115 °C.
[0024] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0025] “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 of the disclosure, provided that these quantities 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 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 oil(s) is / are present in quantities not exceeding 0.1% by weight, and "oil-free" means that oil(s) is / are present in quantities not exceeding 0.25% by weight, relative to 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 "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 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 here means that the compositions of the disclosure contain less than 3% water, which means that the compositions can also contain less than 2% water, and less than 1% water, as well as be "free of water", "substantially free of water" and "devoid of water", as defined above.
[0028] “Skin” as used herein means the nails (fingernails and / or toenails), the skin such as that of the body, face and around the eyes, scalp and mucous membranes such as the lips.
[0029] “Physiologically acceptable” means compatible with the skin and exhibiting a pleasant colour, smell and feel, and does not cause unacceptable discomfort (tingling or pulling) that would discourage a consumer from using the composition.
[0030] “UV protection efficiency” or “filtration efficiency” in the context of the this disclosure is evaluated from one or more elements among FPS, 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 erythematous 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 evaluation of the SPF (Sun 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. Polymethyl methacrylate (PMMA) plates can be used for such an evaluation. An example of an acceptable protocol is currently undergoing ISO accreditation under the name ISO Committee Draft 23675.
[0033] 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).” 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” refers to a characteristic index assessing the UVA protection provided by a composition. For example, the UPFAP index can be measured in vivo according to 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 can also be determined in accordance with FDA protocols, as described again in 21 CFR Part 352 Subpart D § 352.72 as mentioned above in relation to the SPF.
[0035] UVA protection can also be assessed in vitro using the Labsphere® spectrophotometer under conditions such as those mentioned above in relation to the SPF. ISO 24443:2021 describes such an in vitro procedure.
[0036] FDA broad-spectrum test procedures, particularly "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, 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-products-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 offered 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 this disclosure, the compositions in this 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 FPS value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0040] The compositions have an FPUVA / FPS ratio of at least 1 / 3, and preferably of 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] 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.
[0043] “Long-lasting” as used herein refers to compositions where the colour 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 specific stress event, such as immersion in water or friction, "longevity" can be assessed by evaluating longevity properties using any method known in the art for evaluating such properties. 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 an extended period. For instance, 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 ones.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.
[0044] “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.
[0045] “Compound of natural origin” means any compound derived from a natural 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 composed of natural origin.
[0047] “Room temperature” means approximately 20 to 25 °C.
[0048] “Atmospheric pressure” means 760 mmHg, that is about 105 pascals.
[0049] “UV filter” and “sunscreen agent” are used interchangeably in the present request.
[0050] The expressions "UV effectiveness", "UV protection" and "UV effectiveness" are used interchangeably in this application.
[0051] The compositions and processes of this disclosure may include, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, together with 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 color protection system against UV rays (“color protection system”) of the disclosure compositions may “consist essentially of” bis-ethylhexyloxyphenol methoxyphenyl triazine.
[0053] For the purposes of this disclosure, the "fundamental novel property" associated with the compositions, components, and processes that "consist essentially of" the identified ingredients or actions is "color intensity stability and color hue stability in light." The concept of "color intensity" and / or "color stability" includes the ability to achieve a wider color range and / or greater color intensity, partly due to improved stability.
[0054] “Color intensity stability” as used here means stability against the de Visible discoloration (fading) of the composition's color over time. Color intensity stability can be visually assessed by comparing the color intensity immediately after application of the color composition of this 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-colored composition of this disclosure prior to application can also be visually assessed by comparing an initial determination of the color intensity (time = T0) 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 here means stability against the Visible color change of the composition over time (e.g., from a reddish color to an orange color due to yellowing). Shade stability can be visually assessed using the same protocols discussed above regarding color intensity stability, either before or after application of the composition to the skin.
[0056] Color intensity stability or color shade stability can 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 of a product applied to a substrate. The evaluation of color stability using a colorimeter or chromatometer is designed to quantitatively report color changes via a color evaluation system such as L*, a*, or b*. In such cases, color stability can 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 this disclosure may be in any suitable form for use as a personal care composition, such as a stick, paste, cream, anhydrous composition, emulsion (oil-in-water, water-in-oil, multiple emulsion such as oil-in-water-in-oil), including in nanoemulsion form, gel, liquid, solid, foam, spray, etc. These compositions may be used for any purpose in colored skin products such as, for example, foundation, lip balms, lipsticks, concealers, eyeshadows, pressed 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 particular trade name herein.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 for and used in the processes described and claimed herein.
[0059] Unless otherwise stated, all percentages and ratios are calculated by weight. Unless otherwise stated, all percentages are 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.
[0060] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COLOURED SKIN COMPOSITIONS Coloring agent
[0061] According to this disclosure, coloured compositions for the skin comprising at least one colouring agent are proposed. Preferably, the at least one colouring agent is chosen from the group consisting of soluble dyes, pigments, pearlescent pigments and glitter.
[0062] The expression "soluble dyes" should 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 referring to inorganic particles ganics or organics, white or colored of any form, insoluble in the composition according to the invention and intended to color said composition.
[0066] The pigments can be white or colored, inorganic and / or organic. Among the inorganic pigments, we can mention 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, metallic powders such as aluminum powder, copper powder.
[0067] Among the organic pigments, we can mention carbon black, type D and C pigments and lakes based on carmine, cochineal, barium, strontium, calcium, aluminum.
[0068] 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.
[0069] 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 trade 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 bismuth oxychloride-based pearlescent pigments.
[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, at least one coloring agent is present in the compositions of this disclosure in an amount effective to provide a 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 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. B is-ethylhexyloxyphenol methoxyphenyl triazine
[0073] According to this 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 proposed.
[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 the bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights being 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 absorption amount such as 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%, 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 this disclosure in an effective amount for color intensity stability and / or color shade in light 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. Typically, the quantity The color intensity and / or color shade stability in the light provided by bis-ethylhexyloxyphenol methoxyphenyl triazine can be affected by the relative amounts of the at least one coloring agent and bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition. The higher the amount of bis-ethylhexyloxyphenol methoxyphenyl triazine present in a composition, the greater the color stability of the at least one coloring agent. Conversely, the lower the amount of the at least one coloring agent present in the composition, the greater the color stability, particularly in embodiments where higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present.
[0077] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one coloring agent are present in the compositions of this 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 percentage by weight of at least one coloring agent than of bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions. Additional sunscreen agents
[0078] According to preferred embodiments of this disclosure, skin colour 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 dioxides and mixtures thereof are proposed.
[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 that is dissolved or dispersed in colloidal form in a liquid oil phase.
[0080] 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 mentioned in US patent 5,624,663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US 2,463,264; methylene bis(hydroxyphenylbenzotriazole) compounds as described in applications US 5,237,071, US 5,166,355, GB2303549, DE19726184 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, lipophilic organic UV filters are chosen from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other classes of compounds identified herein; and mixtures thereof.
[0081] Specific reference may be made to suitable salicylate compounds including Homosalate (homomentyl salicylate), for example marketed under the brand name "Eusolex HMS" by Rona / EM Industries; and ethylhexyl salicylate, for example marketed under the brand name "Neo Heliopan OS" by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example marketed under the brand name "Dipsal" by Scher; and TEA salicylate, for example marketed under the brand name "Neo Heliopan TS" by Symrise.
[0082] 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.
[0083] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the brand name "Neo Heliopan MA" by Symrise.
[0084] Examples of dibenzoylmethane compounds include butyl methoxydiben-zoylmethane, for example marketed under the brand name "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0085] Suitable cinnamyl compounds include ethylhexyl methoxycinnamate, marketed, for example, under the brand name "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxyl methoxycinnamate; isoamyl methoxycinnamate, marketed, for example, under the brand name "Neo Heliopan E 1000" by Symrise; cinoxate (2-ethoxyethyl-4-methoxycinnamate); DEA methoxycinnamate; diisopropyl methylcinnamate; and dimethoxycinnamate ethylhexanoate of glyceryl.
[0086] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidene camphor, for example marketed under the brand name "Mexoryl SD" by Chimex; 4-methylbenzylidene camphor, for example marketed under the brand name "Eusolex 6300" by Merck; benzylidene camphor sulfonic acid, for example marketed under the brand name "Mexoryl SL" by Noveal; benzalkonium camphor methosulfate, for example marketed under the brand name "Mexoryl SO" by Noveal; terephthalylidene diamphr sulfonic acid, for example marketed under the brand name "Mexoryl SX" by Noveal; and polyacrylamidomethyl benzylidene camphor, for example marketed under the brand name "Mexoryl SW" by Noveal.
[0087] 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 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 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).
[0088] 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, 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.
[0089] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazole-2-yl)-6-dodecyl-4-methylpheno, branched and linear, and those described in USP 5240975.
[0090] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate and polyorganosiloxanes comprising benzalmalonate 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 brand name "Eusolex 232" by Merck, and phenyl dibenzimidazole tetrasulfonate disodium, such as that marketed under the brand name "Neo Heliopan AP" by Symrise.
[0092] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene propionate dioxoimidazoline.
[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 brand name "Escalol 507" by ISP, glyceryl PABA, and PEG-25 PABA, such as that marketed under the brand name "Uvinul P25" by BASF.
[0095] Suitable methylene bis-(hydroxyphenylbenzotriazole) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methylphenol] such as that marketed under the brand name "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 aqueous dispersion form 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 Nos. 5,237,071 and 5,166,355, GB-2,303,549, DE-197,26184 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-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.
[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 l,l-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0100] 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), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate, Octocrylene, and mixtures thereof. In such embodiments, the UV-absorbing system may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine 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 this disclosure are "free", "substantially free" or "devoid", as defined above, of one or more additional organic UV filter(s) selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate and Octocrylene, preferably with 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 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 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, METHOXYETHYLACYA-NOACETATE OF METHOXYPROPYLAMINO CYCLOHEXENYLIDENE, preferably of two or more, preferably of three or more, preferably of four or more, etc., and preferably "free", "substantially free" or "devoid" of all these sunscreens.
[0103] According to preferred embodiments, the compositions of this disclosure are "free of", "substantially free of" or "devoid of" OXYBENZONE (benzophenone-3) and / or OCTINOXATE (ethylhexyl methoxycinnamate) as defined above.
[0104] 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 the 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 (e.g. about 5 to 20%, about 10 to 20%, about 12 to 20%, etc.), all weights being based on the total weight of the composition.
[0105] 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.
[0106] 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 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 this 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 this 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 this 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, this disclosure contemplates omitting one or more of the specific UV filters mentioned above from the UV-absorbing system and / or the color protection 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 The aforementioned is thus being considered. Oil
[0111] According to preferred embodiments of the present invention, 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 at approximately 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 this disclosure preferably comprise one or more volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that may be used include KF 96A, 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.
[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 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
[0116] In addition, a linear volatile silicone oil may be used in this disclosure. Suitable linear volatile 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 linear volatile silicone oil is decamethyltetrasiloxane. In another embodiment, decamethyltetrasiloxane is further combined with another solvent that is more volatile than decamethyltetrasiloxane.
[0117] 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, C8-Ci6 branched alkanes such as C8-Ci6 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] [Tables2] Compound Flash Point (°C) Isododecane 43 n-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-Cl2 isoparaffin) 56
[0120] 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:
[0121] - esters and ethers, in particular fatty acids, such as oils of formula R1COOR2, in which RI represents the remainder 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, octylhydroxystearate, octyldodecyl hydroxystearate, diisostearylmalate, triisocetyl citrate, heptanoates, octanoates, fatty alcohol decanoates; 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 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;
[0122] - ethers containing 10 to 40 carbon atoms;
[0123] - liquid C8 to C26 fatty alcohols, for example oleyl alcohol, alcohol cetyl alcohol, 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 4 to 10 carbon atoms such as heptanoic or octanoic acid triglycerides, for example, sunflower, corn, soybean, cucurbit, grapeseed, sesame, hazelnut, apricot, macadamia, ara, sunflower oil, castor oil, avocado oil, caprylic / capric acid triglycerides, such as those sold by the company Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818, by the Dynamit Nobel Company, coco-caprylate / caprate (esterified coconut oil), jojoba oil, shea butter oil; and
[0126] - their mixtures.
[0127] 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 Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydrosqualene and mixtures thereof.
[0128] According to certain embodiments of this disclosure, the compositions of this disclosure include at least one nonvolatile silicone oil. Appropriate examples of such silicone oils include, but are not limited to, nonvolatile 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 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, PCR 15 M 30 (500 cSt) or Wacker 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, at least one oil is present in the compositions of this disclosure in an amount ranging from about 1% to about 50% by weight, more preferably from about 5% to about 40% by weight, and preferably from about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within those ranges, such as 15% to 40%, 20% to 45%, etc. Aqueous Phase
[0131] 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 (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 (W / O / O) emulsion. Preferably, when in the form of an emulsion, the oil phase may contain silicone oils (e.g., Si / O 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.
[0132] 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, 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 functional group hydroxyl (OH). Suitable C1-C5 monoalcohols 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 with 2 to 6 carbon atoms, such as, for example, glycerol, diglycerol, propylene glycol, isoprene glycol, dipropylene glycol, butylene glycol, hexylene glycol, 1,3-propanediol, pentylene glycol, simple sugars and water-soluble polyalkylene glycols;
[0136] - and their mixtures.
[0137] 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, as well as mixtures thereof.
[0138] Where appropriate, the water-soluble organic solvent(s) is / are preferably present in the compositions of this disclosure in a total amount ranging from 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 intermediate ranges and sub-ranges, such as 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Optional additional ingredients
[0139] The compositions of this disclosure may also optionally further include at least one additive or auxiliary commonly used in skin coloured 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, waxes, color-protecting agents such as piperidinol compounds, SPF enhancers such as di-ethylhexyl syringylidene malonate, ethylhexyl methoxycrylene and butyl octyl salicylate, thixotropic agents (e.g. clays), 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, active ingredients, proteins, ceramides, plant extracts, fibers and the like, wetting agents, and mixtures thereof. However, preferably, the compositions in this disclosure are "free from", "substantially free from" or "devoid of" such additives.
[0140] In particular, according to preferred embodiments of "free from", "substantially free from" or "devoid of" color-protecting agents 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 enhancer.
[0141] 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.
[0142] It goes without saying that the composition of the invention must be cosmetically or dermatologically acceptable, that is to say, 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 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%) 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. Examples of product shapes
[0144] As mentioned above, the skin colour compositions of this 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 colour products. Specific examples of products and forms of— Skin colour mulations include, but are not limited to, the following. 1. Sticks and solid compositions (e.g., solid lipsticks and foundation):
[0145] According to preferred embodiments, the compositions of this disclosure may be solid (for example, in stick form). "Solid" includes, in particular, a composition whose hardness can be measured using the "cheese wire" method. These compositions may contain little or no water (for example, be anhydrous, "free of," "substantially free of," "devoid of" water), contain little or no oil (for example, be "free of," "substantially free of," "devoid of" oil), be in the form of an emulsion (for example, an oil-in-water or water-in-oil emulsion), etc.
[0146] The hardness of a composition may, for example, be expressed in grams-force (gf). The composition of this disclosure may, for example, have a hardness ranging from 20 gf to 2000 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.
[0147] 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 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 compositions according to this 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 stick sample 12.4 mm in diameter.
[0148] If desired, another hardness test is carried out using a probe penetration method in the composition, in particular with 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 preliminary 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 maximum peak before the observed drops in value.
[0149] 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 keratinous materials. Furthermore, this hardness can to provide good impact resistance to the compositions disclosed here, which can be molded or cast, for example, in stick or capsule form.
[0150] According to preferred embodiments, solid compositions (for example, sticks) can be prepared by incorporating any of the ingredients mentioned herein together with sufficient quantities of thickening agents to thicken the aqueous and / or oily phases of the compositions in order to make them "solid". These 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 this disclosure may be fluid. "Fluid" specifically means a composition that is not solid at room temperature (25 °C) and whose viscosity can be measured. The term "fluid" means a liquid composition that flows under its own weight at room temperature (25 °C) and atmospheric pressure. Advantageously, a fluid composition according to this disclosure has a complex stiffness modulus G* of less than 1000 Pa, preferably less than 400 Pa, and preferably less than 200 Pa. Preferably, the composition has a viscosity at 25 °C 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 of", "substantially free of", "devoid" of water), contain little or no oil (e.g., be "free of", "substantially free of", "devoid" of oil), be in the form of an emulsion (e.g., oil-in-water or water-in-oil emulsion), 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 or No. 4 rod, depending on the work 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 speed of rotation of the rod is observed), at a speed of 200 rpm.
[0153] According to preferred embodiments, fluid compositions can be prepared by incorporating any of the ingredients mentioned herein, including insufficient quantities of thickening agents to thicken the aqueous and / or oily phases of compositions so that they remain fluid and do not become "solid".
[0154] For nail compositions (e.g. nail polishes) in particular, suitable solvents may be present such as, for example, organic solvents that are liquid at room temperature like ketones such as me- ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone or acetone; alcohols, such as ethanol, isopropanol, diacetonic 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 the most preferred. 1. Pastes (e.g., lip gloss)
[0155] Between the liquid and solid compositions lies 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 mentioned herein. 1. Gel
[0156] According to preferred embodiments, gel compositions can be prepared by incorporating any of the ingredients mentioned herein, including aqueous-phase gelling agents, oil-phase gelling agents and mixtures thereof, in sufficient quantity to prepare a gel composition.
[0157] According to preferred embodiments, the compositions of this disclosure are in the form of a gel having a gel crossing point ranging from about 2% to about 50% strain, preferably from about 3% to about 40% strain, and preferably from about 4% to about 30% strain, including all intermediate ranges and sub-ranges. The term "gel crossing point" (Sol / Gel point) means the point at which G" (loss modulus) intersects G' (storage modulus), expressed as a percentage of strain. This is the point at which a composition transitions from a mostly solid to a mostly liquid state. An example of a method for determining a gel crossing point is to use a TA Instruments Discovery HR-2 rheometer with a 40 mm parallel plate geometry on a flat stainless steel Peltier plate.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 this disclosure are in the form of a foam, that is, they comprise a gaseous phase dispersed in a condensed phase. "Foam" means a system comprising two or more phases in which a gas is dispersed into 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 gaseous phase dispersed in a liquid or gelled phase. The term foam is intended to exclude conventional sprays. By "conventional spray," we mean a system in which minute particles or droplets of liquid and / or solid are suspended in a gaseous phase. According to preferred embodiments, foam compositions can be prepared by incorporating any of the ingredients mentioned herein.
[0159] According to some embodiments, the foam, after being expelled from a container onto the palm of a user, will appear as an opaque mass of a certain visible thickness. If left undisturbed on the user's palm, the opaque mass can retain its shape and appearance, without substantial visible change, for a period ranging from approximately two seconds to several hours or more. According to some embodiments, the opaque mass can retain its shape and appearance for at least approximately 10 seconds. According to some other embodiments, the opaque mass can 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 can be polydisperse or relatively monodisperse. According to some other embodiments, the foam may include at least a certain fraction of residual bubbles of dispersed gas ranging 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. eyeshadow)
[0162] According to preferred embodiments, compact powder compositions can be prepared by incorporating any of the ingredients mentioned herein. “Compact powder” means a mass of product whose cohesion is ensured at least partially by compaction or pressing during manufacturing. In particular, by taking a measurement using a TA.XT.plus texture analyzer sold by Stable Micro Systems, the compact powder according to this disclosure can 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 spindle used. (in this case 7.07 mm2). The measurement of this resistance is carried out by moving a cylindrical pin with a flat head SMS P / 3 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 90% or more, preferably 95% or more, or preferably 97% or more. The "solids content" refers to the content of non-volatile matter and can be measured using a commercial halogen dryer, the Mettler Toledo "HR 73 Halogen Dryer." The measurement can be based on the weight loss of a sample dried by halogen heating and thus represents the percentage of residual material after the water and volatile matter have evaporated. This technique is described in detail in the machine documentation supplied by Mettler Toledo.
[0164] According to preferred embodiments, the compact powders in accordance with this disclosure preferably contain a powder 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 powder phase may comprise at least one filler and at least one coloring agent.
[0165] According to preferred embodiments of this disclosure, methods for protecting, improving the appearance and / or making up the skin by applying compositions of this disclosure to the skin in sufficient quantity to protect the skin, improve its appearance, care for it and / or make it up, are proposed.
[0166] Preferably, the "makeup" of the skin includes the application of a composition comprising at least one coloring agent to the skin in sufficient quantity to provide color and / or an optical effect to the skin.
[0167] Preferably, "protection" of the skin includes the application of a composition of this disclosure to the skin in sufficient quantity to protect the skin from damage resulting from exposure to UV rays.
[0168] In accordance with previous embodiments, the compositions of this disclosure are applied topically to the skin in sufficient quantity to protect, improve the appearance of, care for, and / or beautify the skin. The compositions may be applied to the desired area as needed, preferably once or twice a day, more preferably once a day, and then preferably allowed to dry before being subjected to contact such as with clothing or other objects. Preferably, the composition is allowed to dry for approximately 1 minute or less, preferably for about 45 seconds or less.
[0169] According to preferred embodiments of this disclosure, methods for improving the stability of a coloring agent in skin-colored compositions comprising at least one coloring agent are proposed, wherein the methods include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during the formation of the compositions in an amount sufficient to improve the stability of at least one coloring agent. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the color stability of at least one coloring agent.
[0170] According to preferred embodiments of this disclosure, methods for manufacturing skin-colored compositions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one coloring agent during the formation of the compositions are proposed. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the color stability of at least one coloring agent.
[0171] According to preferred embodiments of this disclosure, methods for improving the color intensity stability and / or color shade stability in light of skin-colored compositions comprising at least one coloring agent are proposed, wherein the methods include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the skin-colored compositions during the formation of the compositions in an amount sufficient to improve the color intensity stability and / or color shade stability of the compositions in light. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the color intensity stability and / or color shade stability of the composition.
[0172] This disclosure also considers pre-packaged kits and / or materials suitable for consumer use containing one or more composition(s) as described herein, 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 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, for example, the presence of volatile compounds.
[0173] Unless otherwise stated, all numbers expressing quantities of ingredients, reaction conditions, and so forth 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.
[0174] 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 their respective measurements. The following examples are intended to illustrate disclosure without, however, limiting its scope. Percentages are given on a weighted basis.
Claims
Demands
1. Skin colour composition comprising bemotrizinol and at least one colouring agent, wherein the bemotrizinol is present in the composition in an amount effective to enhance the colour stability of at least one colouring agent.
2. Composition according to claim 1, wherein the composition comprises 10% by weight or less relative to the total weight of the composition of additional UV filters.
3. 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 organic UV filters.
4. Composition according to any one of the preceding claims, 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. Composition according to any one of the preceding claims, further comprising at least one active agent.