Compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and avobenzone
By adding bis-ethylhexyloxyphenol methoxyphenyl triazine to UV filter compositions, the stability and application properties of avobenzone and octinoxate are enhanced, addressing the issues of light degradation and greasiness in existing formulations.
Patent Information
- Authority / Receiving Office
- FR · FR
- Patent Type
- Utility models
- Current Assignee / Owner
- LOREAL SA
- Filing Date
- 2024-03-29
- Publication Date
- 2026-04-10
AI Technical Summary
Existing personal care compositions with UV filters like octinoxate and avobenzone lack stability to light and have unpleasant application properties, such as a greasy feel, necessitating high concentrations that are difficult to formulate into stable and pleasant textures.
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into compositions with avobenzone and optionally octinoxate to enhance the photostability and stability of these UV filters, improving their light resistance and application properties.
The compositions maintain high UV protection efficacy with improved stability and a pleasant, non-greasy feel, ensuring effective long-term performance and user satisfaction.
Abstract
Description
Title of the invention: COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AVOBENZONE FIELD OF INVENTION
[0001] This disclosure relates to compositions comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (INCI name: bis-ethylhexyloxyphenol methoxyphenyl triazine), avobenzone and, optionally, octinoxate, as well as 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, known as UVB rays, hinders the development of a natural tan. Exposure is also likely to cause detrimental changes in the biomechanical properties of the epidermis, resulting in the appearance of wrinkles and leading to premature skin aging (i.e., photoaging).
[0003] UVA rays with wavelengths 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 filtering efficiency.
[0006] However, high levels of UV filters do not lend themselves to the easy development of compositions having a stabilized and pleasant texture.
[0007] Octinoxate (octyl methoxycinnamate) and avobenzone (4-tert-butyl-4'-methoxydibenzoylmethane) are UV filters that are not particularly stable in light, degrading after light exposure, which can lead to a decrease in the availability of octinoxate and avobenzone over time. time and a reduction in the amounts of octinoxate and avobenzone available to provide their desired or intended protection against UV radiation. Furthermore, it has been reported that octinoxate negatively affects the stability of avobenzone when present in the same composition, further affecting the amount and functionality of avobenzone present in the composition.
[0008] There remains a need in the art of improved personal care compositions which exhibit good stability of octinoxate and avobenzone to light and have pleasant application properties (e.g., a non-greasy feel).
[0009] Therefore, one aspect of the present disclosure is compositions which have good stability of avobenzone to light and exhibit pleasant application properties (e.g., a non-greasy feel).
[0010] Another aspect of the present disclosure is compositions that possess good light stability of octinoxate and avobenzone and exhibit pleasant application properties (e.g., a non-greasy feel). Summary of the invention
[0011] This disclosure relates to compositions comprising avobenzone and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol). Preferably, the compositions further comprise octinoxate. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective in improving the photostability of avobenzone to light, as well as in improving the photostability of octinoxate to light (if octinoxate is present).
[0012] This disclosure also relates to processes for the treatment, care, protection, enhancement of appearance and / or makeup of keratinous material, including the application of compositions of this disclosure to keratinous material in sufficient quantity to treat the keratinous material, care for it, enhance its appearance and / or make it up.
[0013] This disclosure also relates to methods for improving the photostability of avobenzone and octinoxate (where applicable), in compositions comprising avobenzone and optionally octinoxate, 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 photostability of avobenzone and octinoxate (where applicable).
[0014] This disclosure also relates to processes for manufacturing compositions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone, and optionally octinoxate in the compositions during the formation of the compositions. Preferably, the bis-ethylhexyloxyphenol me- Thoxyphenyl triazine (BEMT) is added to the compositions in an effective amount to improve the light photostability of avobenzone and octinoxate (where applicable).
[0015] This disclosure also relates to methods for improving avobenzone and, optionally, improving the light stability of octinoxate in compositions comprising avobenzone and, optionally, octinoxate, wherein the methods include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during the formation of the compositions in an amount sufficient to improve the light stability in the avobenzone and octinoxate compositions (where applicable).
[0016] This disclosure also relates to methods for improving the stability of avobenzone in compositions that also contain octinoxate, wherein the methods include adding bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during the formation of the compositions in an amount sufficient to improve the stability of avobenzone in the compositions that also contain octinoxate.
[0017] It must be understood that both the preceding general description and the detailed description that follows are merely illustrative and explanatory and do not limit disclosure. DETAILED DESCRIPTION OF THE INVENTION
[0018] 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.
[0019] “Approximately” as used here means to within 10% of the stated number (for example, "approximately 10%" means from 9% to 11% and "approximately 2%" means from 1.8% to 2.2%.
[0020] “A” or “an” as used here means “at least one”
[0021] “At least one” means one or more and thus includes components in individual products as well as mixtures / combinations.
[0022] As used herein, all proposed ranges are intended to include each specific point and range within the given ranges, as well as combinations of intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes the integers in the range 1, 2, 3, 4, and 5, as well as sub-ranges such as 2-5, 3-5, 2-3, 2-4, 1-4, etc., and all fractional numbers in the range such as 1.2; 2.3; 3.4; etc., and sub-ranges including these fractional numbers such as 1.5-3.8, 2-4.3, 4.2-4.9, etc.
[0023] “Film-forming”, “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. which it is applied, for example, after a solvent accompanying the film-forming agent has evaporated, been absorbed into the substrate and / or dissipated on it.
[0024] “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 polysiloxane groups. The substituent(s) may further be substituted.
[0025] “Volatile”, as used herein, means having a flash point of less than about 115 °C.
[0026] “Non-volatile”, as used herein, means having a flash point greater than approximately 115 °C.
[0027] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0028] “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 one or more oils are present in quantities not exceeding 0.1% by weight, and "oil-free" means that one or more oils are present in quantities not exceeding 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph, such as, for example, specific UV filters and / or surfactants (the compositions in the disclosure that are "oxybenzone-free," "substantially oxybenzone-free," and "oxybenzone-free," as well as "surfactant-free," "substantially surfactant-free," and "surfactant-free" have meanings consistent with the discussion in this paragraph), even if 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.
[0029] “UV Filters” as used herein means approved sunscreen active agents by a government regulatory agency such as the Food and Drug Administration (FDA) in the United States or the European Commission in Europe and includes organic UV filters such as avobenzone, octocrylene, benzophenones, benzotriazoles and merocyanines as well as mineral UV filters such as zinc oxide (ZnO) and titanium dioxide (TiO2).
[0030] “Anhydrous” as used here means that the compositions of the disclosure contain less than 3% water, which means that compositions may also contain less than 2% water, and less than 1% water, as well as being "water-free", "substantially water-free" and "water-free", as defined above.
[0031] "Keratinous materials" means nails (fingernails and / or toenails), skin such as the body, face and eye area, scalp, keratinous fibers such as eyelashes, eyebrows and hair, and mucous membranes such as lips.
[0032] “Physiologically acceptable” means compatible with keratinous materials and having a pleasant color, smell and feel, and which does not cause unacceptable discomfort (tingling or pulling) likely to discourage a consumer from using the composition.
[0033] “UV protection efficiency” or “filtering efficiency” in the context of this disclosure, is evaluated from one or more factors FPS, UVAPF, critical wavelength and UVA-l / UV ratio.
[0034] 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).
[0035] 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. For such an evaluation, polymethyl methacrylate (PMMA) plates can be used. An example of an acceptable protocol is currently undergoing ISO accreditation under the name ISO Committee Draft 23675.
[0036] 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 U.S. 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.
[0037] The "UVA protection factor" (UPF) refers to an index characterizing the UVA protection provided by a composition. For example, the UPF 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 UVA exposure. It can also be determined according to FDA protocols, as described in 21 CFR Part 352 Subpart D § 352.72 as discussed above in relation to SPF.
[0038] 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.
[0039] 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 / 2019-03Q19 / sunscreen-drug-products-for-over-the-counter-human-use. In the test described in the monograph, known as the Boots adaptation of the Diffey / Robson test method, a ratio is generated between the protection offered by the sunscreen product against UVA1 (340-400 nm) and the protection against total UV radiation (UVB and UVA at 290-400 nm) calculated from the absorbance curve. This UVA1 / UV ratio represents the product's score in the in vitro test.
[0040] According to this disclosure, the compositions in this disclosure preferably have one or more of the following properties:
[0041] The compositions have a critical wavelength as determined by FDA critical wavelength procedures of at least 370 nm;
[0042] The compositions have an FPS value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0043] The compositions have an FPUVA / FPS ratio of at least 1 / 3 and, preferably, of at least 2 / 5 and / or
[0044] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more and preferably 0.8 or more.
[0045] 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 refer 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.
[0046] "Longevity," as used herein, refers to compositions where the color or other apparent properties remain the same or substantially the same as at the time of application, as seen with the naked eye, after a prolonged period or after a particular stress event such as immersion in water or rubbing. "Longevity" can be assessed by evaluating the 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 the lips and evaluating the color of the composition after a prolonged period of time. For example, the color of a composition can be evaluated immediately after application to a keratinous material such as skin, and these characteristics can then be re-evaluated and compared after a certain time.Furthermore, these characteristics can be evaluated against other compositions, such as commercially available ones. "Longevity" 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 FPS can be evaluated before and after a period of time or a stress factor such as immersion in water, incubation at high temperatures, or the application of an abrasive technique.
[0047] “Natural” as in the expression “natural compound” means any compound derived directly from a natural substance such as a plant without having undergone chemical modification.
[0048] “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.
[0049] “Synthetic compound” means any compound that is neither a natural compound nor a composed of natural origin.
[0050] “Room temperature” means approximately 20-25 °C.
[0051] “Atmospheric pressure” means approximately 760 mmHg, i.e. approximately 105 pascals.
[0052] “UV filter” and “sunscreen agent” are used interchangeably in the present request.
[0053] “UV efficiency” and “UV protection” are used in a manner interchangeable in this application.
[0054] “Photo stability” and “light stability” are used interchangeably changeable in this application.
[0055] 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 and avobenzone alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone, and octinoxate alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone, and optionally octinoxate in combination with zinc, titanium, and / or cerium oxides, and / or one or more additional organic UV filters.
[0056] Similarly, the protection of avobenzone and octinoxate (if any) against light from the "avobenzone and octinoxate protection system (if any)" of the disclosure compositions may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine. If octinoxate is not present in the compositions, it may be referred to as an "avobenzone protection system".
[0057] Similarly, the protection of avobenzone against degradation caused by the octinoxate system (“avobenzone degradation protection system”) of the disclosure compositions may “consist essentially of” bis-ethylhexyloxyphenol methoxyphenyl triazine.
[0058] For the purposes of this disclosure, the "fundamental novel property" associated with avobenzone-related (and optionally octinoxate-related) compositions, components and processes that "consist essentially of" identified ingredients or actions is "light stability" of avobenzone (and, optionally, octinoxate).
[0059] For the purposes of this disclosure, the "fundamental novel property" associated with avobenzone-related compositions, components and processes that "consist essentially of" identified ingredients or actions is "the light stability and octinoxate-induced degradation of avobenzone"
[0060] “Stability of avobenzone in light” and “stability of avobenzone in light and to degradation caused by octinoxate” as used here means that stability against degradation over time after exposure to UV radiation is limited, so the amount of avobenzone (optionally octinoxate) available for application has remained substantially constant over time. The stability of avobenzone The stability of avobenzone (optionally octinoxate) can be assessed by determining the amount of avobenzone (optionally octinoxate) present in a composition at an initial time (time = T0) and comparing this determination to a determination of the amount of avobenzone (optionally octinoxate) present in the composition at a later date after exposure of the composition to a predetermined UV dose. The stability of avobenzone (optionally octinoxate) can also be assessed by comparing the absorption spectra before and after a composition containing avobenzone (optionally octinoxate) is irradiated with a predetermined amount of UV light.Irradiation of any composition containing avobenzone (optionally octinoxate) can be carried out using a single wavelength, preferably the peak absorbance in the UV region for the UV filter (lambda max), or over a range of wavelengths as provided by a solar simulator or other similar irradiation method. When a comparison of absorption spectra is used to assess the stability of avobenzone (optionally octinoxate), it may be convenient to compare the in vitro FPS values measured before and after irradiation under a single wavelength or a range of UV light wavelengths.
[0061] By "remained substantially constant" is meant that at least 70% of the target compound remained in the composition, preferably at least 80%, preferably at least 85%, and preferably at least 90%, over time. When the in vitro FPS or other calculated measurements are used to assess the stability of the target compound, "remained substantially constant" should be understood as meaning that at least 70% of the in vitro FPS is maintained for the composition after irradiation, preferably at least 80%, preferably at least 85%, and preferably at least 90%, compared to the in vitro FPS before irradiation.
[0062] The compositions of this disclosure may be in any form suitable 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 water-in-oil-in-water), nanoemulsion, gel, liquid, solid, etc. These compositions may be used for all personal care purposes in cosmetic and / or dermatological products such as, for example, sunscreen, foundation, lip balms, lipsticks, concealers, mascaras, leave-in hair products, eyeshadows, powders, etc.
[0063] Reference is made herein to trade names of materials including, but not limited to, materials such as polymers and optional components. The materials are not intended to be limited to those described and referenced herein by a particular trade name. Equivalent materials (for example, those obtained from a different source under a different name or catalogue (reference) number) to those referenced by a trade name may be substituted for and used in the processes described and claimed herein.
[0064] 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.
[0065] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COMPOSITION
[0066] Bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and octinoxate
[0067] According to 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 Me-thoxyphenyl Triazine), Tavobenzone and, optionally, octinoxate are proposed.
[0068] According to preferred embodiments, the UV-absorbing system comprises at least 5% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 15% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 20% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 30% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 40% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 50% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 70% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, preferably at least 80% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, and preferably at least 90% by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine, all weights being based on the total weight of the UV-absorbing system.
[0069] According to preferred embodiments, the UV-absorbing system comprises at least 5% by weight of avobenzone, preferably at least 15% by weight of avobenzone, preferably at least 20% by weight of avobenzone, preferably at least 30% by weight of avobenzone, preferably at least 40% by weight of avobenzone, preferably at least 50% by weight of avobenzone, preferably at least 70% by weight of avobenzone, preferably at least 80% by weight of avobenzone, and preferably at least 90% by weight of avobenzone, all weights being based on the total weight of the UV-absorbing system.
[0070] According to preferred embodiments, the UV-absorbing system optionally comprises at least 5% by weight of octinoxate, preferably at least 15% by weight of octinoxate, preferably at least 20% by weight of octinoxate, preferably at least 30% by weight of octinoxate, preferably at least 40% by weight of octinoxate, preferably at least 50% by weight of octinoxate, preferably at least 70% by weight of octinoxate, preferably at least 80% by weight of octinoxate, and preferably at least 90% by weight of octinoxate, all weights being based on the total weight of the UV-absorbing system. The "UV-absorbing system" contains all the organic and / or mineral UV filters present in the composition.
[0071] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in compositions of the present disclosure in an amount effective for UV absorption such as, for example, 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 10% by weight, and about 1% to 8% by weight, about 1% to 6% by weight, about 5.5% to 8% by weight, about 5.7% to 9% by weight, etc., all weights being based on the total weight of the composition.
[0072] According to preferred embodiments, avobenzone is present in the compositions of this disclosure in an amount effective for UV absorption such as, for example, about 0.1% to about 5% by weight relative to the total weight of the composition, about 0.5% to about 4% by weight, about 1% to about 3.5% by weight, and about 2% to 3% by weight, including all intermediate ranges and sub-ranges such as, for example, about 1.5% to about 3% by weight, about 1% to about 2% by weight, about 0.25% to about 4% by weight, about 2.5% to about 4.5% by weight, about 1.7% to about 3.9% by weight, etc., all weights being based on the total weight of the composition.
[0073] According to preferred embodiments, octinoxate is optionally present in the compositions of the present invention in an amount effective for UV absorption 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 1% to about 7.5% by weight, and about 2% 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 2.5% to about 7.5% by weight, about 5.7% to about 9% by weight, etc., all weights being based on the total weight of the composition.
[0074] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of the present invention in an amount effective stability of avobenzone to UV radiation such as, for example, about 0.1% to about 10% by weight with respect 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 amount of UV stability of avobenzone (and optionally octinoxate) provided by bis-ethylhexyloxyphenol methoxyphenyl triazine can be affected by the relative amounts of octinoxate (if present), avobenzone, and bis-ethylhexyloxyphenol methoxyphenyl triazine in the composition. The more bis-ethylhexyloxyphenol methoxyphenyl triazine there is in a composition, the greater the stability of octinoxate (if present) and avobenzone. Furthermore, the less octinoxate (if any) and avobenzone are present in the composition, the greater the stability of octinoxate (if any) and avobenzone, particularly in embodiments in which higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present in the composition.
[0075] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and octinoxate (where applicable) are present in the compositions of this disclosure in a weight % ratio of about 10:1 to about 1:10, preferably about 7.5:1 to about 1:7.5, preferably about 5:1 to about 1:5, and preferably about 2:1 to about 1:2, including all intermediate ranges and sub-ranges, such as, for example, 10:1 to 2.5:1, 7.5:1 to 1:1, 6:1 to 1.5:1, 1:1 to 1:8, 1:1.5 to 1:8, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of octinoxate present in the composition. Preferably, the compositions have a higher % by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine than that of octinoxate (if any).
[0076] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and avobenzone are present in the compositions of this disclosure in a weight % ratio of about 25:1 to about 1:25, preferably about 20:1 to about 1:20, preferably about 10:1 to about 1:10, and preferably about 3:1 to about 1:3, including all intermediate ranges and sub-ranges, such as, for example, 15:1 to 2.5:1, 7.5:1 to 1:1, 6:1 to 1.5:1, 1:1 to 1:3, 1:2.5 to 1:5, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol me- thoxyphenyl triazine and the weight percentage of avobenzone present in the composition. Preferably, the compositions have a higher weight percentage of bis-ethylhexyloxyphenol methoxyphenyl triazine than of avobenzone. Additional sunscreen agents
[0077] According to preferred embodiments of this disclosure, compositions optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and octinoxate) selected from the group consisting of organic UV filters, zinc oxides, cerium oxides, titanium oxides and mixtures thereof are proposed.
[0078] The additional organic UV filter(s) may be hydrophilic or lipophilic. “Hydrophilic organic UV filter” means a water-soluble organic UV filter or a water-dispersible organic UV filter (in colloidal form). “Lipophilic organic UV filter” means a UV filter that is dissolved or dispersed in colloidal form in a liquid oil phase.
[0079] Suitable organic UV filters may be selected from the following non-exhaustive list of compounds: cinnamic compounds; anthranilate compounds; para-aminobenzoic acid compounds; salicylic compounds; dibenzoylmethane compounds; camphor compounds; benzophenone compounds; [3,[3-diphenylacrylate] compounds; triazine compounds other than Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine; benzotriazole compounds; benzalmalonate compounds including those cited in US patent 5,624,663; benzimidazole derivatives; imidazoline compounds; bis-benzoazolyl compounds as described in patents EP669323 and US2,463,264; the compounds methylene bis(hydroxyphenyl benzotriazole) as described in applications US 5 237 071, US 5 166 355, GB2303549, DE 197 26 184 and EP893119; the compounds benzoxazole as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844;Polymer filters and silicone filters such as those described in particular in application WO-93 / 04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds such as those described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof. Preferably, 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.
[0080] Specific reference may be made to suitable salicylic compounds including homosalate (homomentyl salicylate), for example marketed under the Examples include the brand name "Eusolex HMS" by Rona / EM Industries; ethylhexyl salicylate, for example, marketed under the brand name "Neo Heliopan OS" by Symrise; and glycol salicylate. Other examples of salicylate compounds include phenyl salicylate; dipropylene glycol salicylate, for example, marketed under the brand name "Dipsal" by Scher; and TEA salicylate, for example, marketed under the brand name "Neo Heliopan TS" by Symrise.
[0081] Examples of suitable [3,[3-diphenylacrylate compounds include octocrylene, for example marketed under the brand name "Uvinul N539" by BASF; and etocrylene, for example marketed under the brand name "Uvinul N35" by BASF.
[0082] Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the brand name "Neo Heliopan MA" by Symrise.
[0083] Examples of dibenzoylmethane compounds include butyl methoxydiben-zoylmethane, for example marketed under the brand name "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0084] Suitable cinnamyl compounds include ethylhexyl methoxycinnamate, marketed for example under the brand name "Parsol MCX" by DSM; isopropyl methoxycinnamate; isopropoxy 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 glyceryl ethylhexanoate dimethoxycinnamate.
[0085] 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; benzalconium camphor methosulfate, for example marketed under the brand name "Mexoryl SO" by Noveal; terephthalylidene dicamphre sulfonic acid, for example marketed under the brand name "Mexoryl SX" by Noveal; and polyacrylamidomethyl benzylidene camphor, for example marketed under the brand name "Mexoryl SW" by Noveal.
[0086] Suitable benzophenone compounds include benzophenone-1 (2,4-dihydroxybenzophenone), such as that marketed under the brand name "Uvinul 400" by BASF; benzophenone-2 (tetrahydroxybenzophenone), such as that marketed under the brand name "Uvinul D50" by BASF; benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, such as that marketed under the brand name "Uvinul M40" by BASF; benzophenone-4 (hydroxymethoxybenzophonene sulfonic acid), such as that marketed under the brand name “Uvinul MS40” by BASF; benzophenone-5 (sodium hydroxymethoxybenzophenone sulfonate); benzophenone-6 (dihydroxy dimethoxy benzophenone); such as that marketed under the brand name “Helisorb 11” by Norquay; benzophenone-8, such as that marketed under the brand name “Spectra-Sorb UV-24” by American Cyanamid; benzophenone-9 (disodium dihydroxy dimethoxy benzophenonedisulfonate), such as that marketed under the brand name “Uvinul DS-49” by BASF; and benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (such as that marketed under the brand name UVINULA+ by BASF).
[0087] 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 "UVINUL T150" by BASF.
[0088] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazole-2-yl)-6-dodecyl-4-methylpheno, branched and linear, and those described in USP 5240975.
[0089] Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate, and polyorganosiloxane comprising benzalmalonate functional groups, such as polysilicone-15, such as that marketed under the brand name "Parsol SLX" by Hoffmann-LaRoche.
[0090] Examples of benzimidazole compounds include, in particular, phenylbenzimidazole derivatives such as phenylbenzimidazole sulfonic acid, such as that marketed in particular under the brand name "Eusolex 232" by Merck, and phenyl dibenzimidazole tetrasulfonate disodium, such as that marketed under the brand name "Neo Heliopan AP" by Symrise.
[0091] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene propionate dioxoimidazoline.
[0092] Examples of bis-benzoazolyl compounds include the compounds described in EP-669 323 and US patent no. 2 463 264.
[0093] Suitable para-aminobenzoic acid compounds include PABA (p-aminobenzoic acid), ethyl PABA, ethyl dihydroxypropyl PABA, pentyl dimethyl PABA, ethylhexyl dimethyl PABA, such as that marketed under the brand name "Escalol 507" by ISP, glyceryl PABA and PEG-25 PABA, such as that marketed under the brand name "Uvinul P25" by BASF.
[0094] Suitable methylene bis-(hydroxyphenylbenzotriazole) compounds include 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-methylphenol] such as that com marketed under the brand name "Mixxim BB / 200" by Fairmount Chemical, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(l,l,3,3-tetramethylbutyl)phenol], such as that marketed in micronized form in aqueous dispersion under the brand name "Tinosorb M" by BASF or under the brand name "Mixxim BB / 100" by Fairmount Chemical, and derivatives as described in US patents No. 5,237,071 and 5,166,355, GB-2,303,549, DE-197,261,84, and EP-893,119, and drometrizole trisiloxane, such as that marketed under the brand name "Silatrizole" by Rhodia Chimie or "Mexoryl XL" by L'Oréal.
[0095] Examples of benzoxazole compounds include the 2,4-bis[5-l(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the brand name Uvasorb K2A by Sigma 3V.
[0096] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.
[0097] Suitable α-alkylstyrene derived dimers include the dimers described in DE-19855649.
[0098] Examples of 4,4-diarylbutadiene compounds include l,l-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0099] According to preferred embodiments, the compositions of this disclosure further comprise at least one additional organic UV filter selected from the group consisting of octisalate (ethylhexyl salicylate), ensulizole (phenylbenzazimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof. In such embodiments, the UV-absorbing system may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) avobenzone, (3) optionally octinoxate, and (4) at least one organic UV filter selected from the group consisting of octisalate (ethylhexyl salicylate), ensulizole (phenylbenzazimidazole sulfonic acid), homosalate, octocrylene, and mixtures thereof.
[0100] According to other preferred embodiments, however, the compositions of this disclosure are "free", "substantially free" or "devoid" as defined above of one or more additional organic UV filters selected from the group consisting of octisalate (ethylhexyl salicylate), ensulizole (phenylbenzimidazole sulfonic acid), homosalate and octocrylene, preferably two or more, preferably three or more, or preferably all four of these sunscreens.
[0101] 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), ETHYLHEXYL TRIAZONE, DROMETRIZOLE TRISILOXANE, METHYLENE BIS-BENZOTRIAZOLYL TE-TRAMETHYLBUTYL PHENOL, DIETHYLAMINO HYDROXYBENZOYL HEXYL BENZOATE, DIETHYLHEXYL BUTAMIDO TRIAZONE, ISOAMYL P-METHOXYCINNAMATE, POLYSILICONE-15, 4-METHOXYBENZYLIDENE CAMPHOR, PHENYL DIBENZIMIDAZOLE DISODIUM TETRASULFONATE, METHOXYPROPYLAMINO CYCLOHEXENYLIDENE ETHOXIETHYL YANOACETATE, preferably two or more, preferably three or more, preferably four or more, etc., and preferably "free", "substantially free" or "devoid" of all these sunscreens.
[0102] According to preferred embodiments, the compositions of this disclosure are "free", "substantially free" or "devoid" as defined above of OXYBENZONE (benzophenone-3).
[0103] If present in the compositions of this disclosure, at least one additional UV filter is preferably present in the compositions of this disclosure in an amount of at least about 5% by weight, preferably at least about 10% by weight, preferably at least about 12% by weight, preferably at least about 14% by weight, and preferably at least about 15% by weight, the upper end of the range of additional UV filter present being preferably about 40% by weight (e.g., about 5-40%, about 10-40%, about 12-40%, etc.), preferably about 30% by weight (e.g., about 5-30%, about 10-30%, about 12-30%, etc.), preferably about 25% by weight (e.g., about 5-25%, about 10-25%, about 12-25%, etc.), and preferably about 20% by weight (e.g. about 5-20%, about 10-20%, about 12-20%, etc.), all weights being based on the total weight of the composition.
[0104] According to preferred embodiments, the compositions of 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.
[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 organic UV filters, preferably less than 5% by weight relative to the total weight of the composition, preferably less than 3% by weight relative to the total weight of the composition, and preferably less than 1% by weight relative to the total weight of the composition.
[0106] According to preferred embodiments, the UV-absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the com positions in this disclosure may "consist of" or "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone and optionally octinoxate.
[0107] According to preferred embodiments, the UV absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the compositions of this disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) avobenzone, (3) optionally octinoxate and (4) zinc oxides, titanium oxides and / or cerium oxides.
[0108] According to preferred embodiments, the UV absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the compositions of this disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) avobenzone, (3) optionally octinoxate and (4) additional organic UV filter(s).
[0109] According to preferred embodiments, this disclosure envisages omitting one or more of the specific UV filters mentioned above from the UV-absorbing system and / or the octinoxate protection system and / or the avobenzone protection system of the compositions of this disclosure. By way of example, octocrylene may be omitted from the compositions. A similar omission of one or more of the specific UV filters mentioned is thus envisaged. Oil
[0110] According to preferred embodiments of this disclosure, compositions further comprising at least one oil are proposed. “Oil” means a hydrophobic and lipophilic substance that is liquid at approximately room temperature (20 to 25 °C) and at approximately atmospheric pressure (760 mm Hg).
[0111] Suitable oils include volatile and / or non-volatile oils. These oils may be any acceptable oil, including, but not limited to, silicone oils and / or hydrocarbon-based oils.
[0112] 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 a viscosity of 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 having a viscosity of 6 cSt, a product Shin Etsu commercial oil with a flash point of 94°C. Preferably, volatile silicone oils have a flash point of at least 40°C.
[0113] Non-limiting examples of volatile silicone oils are listed in Table 1 below.
[0114] [Table 1]
[0115] [Tables 1] Compound Flash Point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5) 55 2.5 Octamethylcyclotetrasiloxane 93 7 (cyclotetramethylsiloxane or D4) 63 1.7 Dodecamethylcyclohexasiloxane (D6) 94 6 Decamethyltetrasiloxane (L4) 56 1.5 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 brand 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 the Table 2 below.
[0119] [Table 2]
[0120] [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
[0121] According to certain embodiments of the present invention, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in the present invention include, in particular, polar oils such as, for example: • esters and ethers, in particular fatty acids, such as oils of formula R1COOR2, in which RI represents the 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, toctylhydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, heptanoates, octanoates, fatty alcohol decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate;triglycerides such as caprylic / capric acid triglycerides, for example, those sold by Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate; • ethers containing 10 to 40 carbon atoms; • C8 to C261 fatty alcohols in liquid form, for example oleyl alcohol, cetyl alcohol, stearyl alcohol and cetearyl alcohol; • hydrocarbon oils of animal origin, such as perhydrosqualene; • vegetable-derived hydrocarbon oils, such as triglycerides liquid fatty acids having 4 to 10 carbon atoms such as tri- glycerides of heptanoic or octanoic acids, for example, sunflower, corn, soybean, cucurbit, grapeseed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor, avocado oil, caprylic / capric acid triglycerides, such as those sold by Stéarineries Dubois or those sold under the names Miglyol 810, 812, and 818, by Dynamit Nobel, coco-caprylate / caprate (esterified coconut oil), jojoba oil, shea butter oil; and • mixtures thereof.
[0122] 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 poly-lydecene, polybutene, mineral oil, pentahydrosqualene and mixtures thereof.
[0123] According to certain embodiments of this disclosure, the compositions of this disclosure include at least one non-volatile silicone oil. Appropriate examples of such silicone oils include, but are not limited to, non-volatile silicone fluids such as, for example, polyalkyl (aryl) siloxanes. Appropriate polyalkyl siloxanes include, but are not limited to, polydimethyl siloxanes, which are designated CTFA dimethicone, polydiethyl siloxane, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, phenyldimethicone, phenyltrimethylsiloxydiphenyl-siloxane, diphenyldimethicone, and diphenylmethyldiphenyltrisiloxane, and the siloxanes disclosed in US Patent Application Publication No. 2004 / 0126350, the full disclosure of which is incorporated herein by reference.Specific examples of suitable high viscosity silicone oils include, notably, 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).
[0124] Particularly preferred oils include, but are not limited to, one or more of the following: diisopropyl sebacate, C12-15 alkyl benzoate, phenethyl benzoate, isopropyl lauroyl sarcosinate, diisopropyl adipate, dibutyl adipate, dicaprylyl carbonate, dicaprylate / dicaprate, cocoglycerides, caprylic / capric triglyceride, isopropyl myristate, isopropyl palmitate, coco caprylate / caprate, ethylhexyl palmitate, isononyl isononanoate, octyl dodecanol, isohexadecane, isododecane, dicaprylyl ether, C15-19 alkane and mixtures thereof.
[0125] According to preferred embodiments, 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 preference of about 10% to about 35% by weight, based on the total weight of the composition, including all ranges and sub-ranges within those ranges such as, for example, 15% to 40%, 20% to 45%, etc. Aqueous Phase
[0126] The compositions of this disclosure may also optionally contain water. When the compositions of this disclosure contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of this disclosure contain water, they are in the form of an emulsion containing an external aqueous phase such as an oil-in-water (O / W) emulsion or a water-in-oil-in-water (O / W / W) emulsion, or an emulsion containing an external oily phase such as a water-in-oil (W / O) emulsion or an oil-in-water-in-oil (O / W / W) emulsion. Preferably, when in the form of an emulsion, the oily phase may contain silicone oils (e.g., Si / W or W / Si emulsion) or hydrocarbon oils.Where appropriate, water is preferably present in an amount of about 10% to about 80% by weight, preferably about 20% to about 70% by weight, preferably about 35% to about 65% by weight, including all intermediate ranges and sub-ranges, all weights being based on the total weight of the composition.
[0127] According to preferred embodiments, however, the compositions of this disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of the present invention are anhydrous.
[0128] If present in compositions of the present invention, the aqueous phase may comprise at least one water-soluble organic solvent that is liquid at room temperature and atmospheric pressure. For example, such at least one water-soluble organic solvent may include: • triethyl citrate; • C1-C5 monoalcohols having a C1-C5 alkane chain and a single hydroxyl (OH) group. Suitable C1-C5 monoalcohols include methanol, ethanol, propanol, isopropanol, butanol and mixtures thereof; • polyols (compounds having 2 or more hydroxyl groups) having, for example, from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms, such as, for example, glycerol, diglycerol, propylene glycol, isoprene glycol, dipropylene glycol, butylene glycol, hexylene glycol, 1,3-propanediol, pentylene glycol, simple sugars and water-soluble polyalkylene glycols; • and their mixtures.
[0129] According to preferred embodiments, at least one water-soluble organic solvent is chosen from the group consisting of ethanol, dipropylene glycol, butylene glycol, propanediol and propylene glycol, and mixtures thereof.
[0130] Where applicable, the water-soluble organic solvent(s) is / are preferably present in the compositions of this disclosure in an amount ranging from about 0.5% to about 40% by weight, preferably from about 3% to about 30% by weight, and preferably from about 5% to about 20% by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Additional optional ingredients
[0131] The compositions of this disclosure may also optionally include at least one additional additive or auxiliary commonly used in cosmetic compositions and known to a person skilled in the art as being capable of being incorporated into such compositions. Such additives or auxiliaries may be selected from antioxidants, film-forming agents, colorants (e.g., pigments and dyes), waxes, active agents, light-protecting compounds for active agents such as piperidinol compounds, SPF boosters such as diethylhexyl syringylidene malonate, ethylhexyl methoxycrylene and butyl octyl salicylate, thixotropic agents (e.g., clays), fillers, preservatives, perfumes, surfactants, spreading agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, fibers, wetting agents and mixtures thereof.However, preferably, the compositions in this disclosure are "free", "substantially free" or "devoid" of such additives.
[0132] In particular, according to preferred embodiments of compounds "free", "substantially free" or "devoid" of light-protecting compounds of active agents such as piperidinol compounds like etramethylhydroxypiperidinol citrate, an example of a commercially available product of such a piperidinol compound is Tinogard® Q available from BASF, which contains 10% active agent, and / or SPF boosters.
[0133] A person skilled in the art 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.
[0134] It goes without saying that the composition of the disclosure must be cosmetically or dermatologically acceptable, that is, it must contain a physiologically acceptable, non-toxic carrier. The composition may be in any pharmaceutical form normally used in the cosmetic and dermatological fields that is suitable for topical administration as mentioned above.
[0135] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition position and furthermore such as from 0.1% to 50% by weight (where applicable), including all intermediate ranges and sub-ranges.
[0136] In accordance with this disclosure, the compositions of this disclosure may be a standalone product (for use alone), or they may be a product for use in conjunction with another composition, for example, a base coat composition (makeup base), a color coat composition, or a top coat composition (overcoat). It should be understood that when compositions of this disclosure are applied to keratinous materials in the form of any such composition, such application may comprise one or more coats of the product.Thus, for example, the application of at least one color layer composition may include one or more layers of color layer; the application of at least one topcoat composition may include one or more layers of topcoat; and the application of at least one basecoat composition may include one or more layers of basecoat. Preferably, such basecoat, color layer, and topcoat compositions contain three or fewer layers of composition, preferably two or fewer layers of composition, and preferably only one layer of composition.
[0137] During the application of the compositions of this disclosure, the base coat (if any) is typically applied directly to the keratinous material, the color coat is typically applied either directly to the keratinous material (if no base coat is present) or to a previously applied base coat, and the top coat (if any) is typically applied to a color coat.
[0138] According to preferred embodiments of this disclosure, methods for treating, protecting, improving the appearance, caring for and / or making up keratinous materials by applying compositions of this disclosure to the keratinous material in a sufficient quantity to treat the keratinous material, improve its appearance, care for it and / or make it up, are proposed.
[0139] Preferably, the "treatment" of the keratinous material includes the application of a composition comprising octinoxate to the keratinous material in sufficient quantity to provide a treatment effect to the keratinous material such as, for example, a reduction in the appearance of fine lines and / or wrinkles, a reduction in the appearance of discoloration (e.g., age spots), an increase in smooth texture, an increase in hydration, a reduction in the formation of free radicals, etc.
[0140] Preferably, the "protection" of the keratinous material includes the application of a composition of this disclosure to the keratinous material in a quantity sufficient to protect keratinous material from damage resulting from exposure to UV rays.
[0141] In accordance with previous embodiments, the compositions of this disclosure are applied topically to the keratinous material in a sufficient quantity to treat, improve the appearance of, care for, and / or conceal the keratinous material. The compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily, and then preferably allowed to dry before being subjected to contact such as with clothing or other objects (e.g., clothing or a top coat). Preferably, the composition is allowed to dry for approximately 1 minute or less, more preferably for approximately 45 seconds or less.
[0142] According to preferred embodiments of this disclosure, methods for improving the photostability of avobenzone and octinoxate (where applicable), in compositions comprising avobenzone and optionally octinoxate, 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 photostability of avobenzone and octinoxate (where applicable) are proposed. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the photostability of avobenzone (and optionally octinoxate).
[0143] According to preferred embodiments of this disclosure, processes for preparing compositions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine, avobenzone, and optionally octinoxate in the compositions during composition formation are proposed. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the lightfastness of avobenzone and octinoxate (where applicable).
[0144] According to preferred embodiments of this disclosure, methods for improving the light stability of avobenzone (and optionally octinoxate) in compositions comprising avobenzone and optionally octinoxate are proposed, wherein the methods include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during the formation of the compositions in an amount sufficient to improve the light stability of avobenzone and octinoxate (if any) in the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the light stability of avobenzone (and optionally octinoxate).
[0145] According to preferred embodiments of this disclosure, processes
[0146]
[0147]
[0148] Methods for improving the stability of avobenzone in compositions that also contain octinoxate are proposed, wherein the methods include the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during formulation in an amount sufficient to enhance the stability of avobenzone in compositions that also contain octinoxate. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the stability of avobenzone against degradation caused by octinoxate. This disclosure also considers pre-packaged kits and / or materials suitable for consumer use containing one or more compositions as described herein, either alone or in combination with other consumer care products such as makeup products like primers, top coats, makeup removers, etc. The packaging and application device for any item disclosed herein 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 specifically related to the consistency of the composition, particularly its viscosity; it may also depend on the nature of the constituents present in the composition, such as the presence of volatile compounds. Unless otherwise stated, all numbers expressing quantities of ingredients, reaction conditions, etc., used in the patent memorandum 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 memorandum and the attached claims are approximations that may vary depending on the desired properties sought to be achieved through this disclosure. 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 error that necessarily arises from the standard deviation found in its respective measurements. The following examples are intended to illustrate disclosure without, however, limiting its scope. Percentages are given on a weighted basis. Example 1
[0149] INCI US CREAM SPF50 STEARIC ACID 2.00 C12-15 ALKYL BENZOATE 8.00 TOCOPHEROL 1,00 DIPROPYLENE GLYCOL 2,11 GLYCERYL STEARATE (and) PEG-100 STEARATE 1,50 ALCOHOL DENAT. 3,00 OCTINOXATE 5,00 AVOBENZONE 3,00 GLYCERIN 4,00 XANTHAN GUM 0,10 POTASSIUM CETYL PHOSPHATE 1,00 CARBOMER 0,30 TITANIUM DIOXIDE 1,00 WATER QS ECAMSULE 2,00 MICA (and) BARIUM SULFATE (and) TITANIUM DIOXIDE 3,36 CETYL ALCOHOL 0,70 PROPYLENE GLYCOL 3,60 TRIETHANOL AMINE QS CAPRYLYL GLYCOL 0,30 TROMETHAMINE QS ACRYLAMIDE / SODIUM ACRYLOYLDIME-THYLTAURATE COPOLYMER (and) ISO-HEXADECANE (and) POLYSORBATE 80 0,50 PAEONIA SUFFRUTICOSA ROOT EXTRACT 0,20 THERMUS THERMOPHILLUS FERMENT 0,10 BEMOTRIZINOL 6,00 SODIUM COCOYL SARCOSINATE 1,00 BUTYLENE GLYCOL (and) BUTYROSPERMUM PARKII (SHEA) SEEDCAKE EXTRACT 0,25 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,15 SQUALANE 4,50 IRON OXIDES 0,05 IRON OXIDES 0,04 Exemple 2
[0150] INCI US BÂTON SPF50 RICINUS COMMUNIS (CASTOR) SEED OIL QS TITANIUM DIOXIDE 0,80 ISOPROPYL PALMITATE 17,00 BUTYROSPERMUM PARKII (SHEA) BUTTER 2,00 OCTINOXATE 3,00 AVOBENZONE 3,00 TOCOPHEROL 1,00 ISOHEXADECANE 7,00 THEOBROMA CACAO (COCOA) SEED BUTTER 2,00 OCTOCRYLENE 3,50 POLYETHYLENE 14,00 BEMOTRIZINOL 5,00 PARAFFIN (and) MICROCRYSTALLINE WAX (and) SYNTHETIC WAX 4,00 IRON OXIDES 0,02 IRON OXIDES 0,01
Claims
Demands
1. Composition comprising bemotrizinol, avobenzone and optionally octinoxate, wherein the bemotrizinol is present in the composition in an amount effective to improve the photostability of avobenzone.
2. Composition according to claim 1, wherein the composition comprises octinoxate, and bemotrizinol is present in the composition in an amount effective to improve the photostability of octinoxate.
3. Composition according to any one of the preceding claims, wherein the composition comprises 10% by weight or less of additional UV filters relative to the total weight of the composition.
4. Composition according to any one of the preceding claims, wherein the composition comprises 10% by weight or less of additional organic UV filters relative to the total weight of the composition.
5. Composition according to any one of the preceding claims, in the form of an emulsion.
6. Composition according to any one of the preceding claims, in stick form.
7. Composition according to any one of the preceding claims, further comprising at least one coloring agent.
8. Composition according to any one of the preceding claims, comprising at least one active agent.
9. A method for improving the photostability of avobenzone in a composition comprising avobenzone, comprising the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine to the composition during the formation of the composition in an amount sufficient to improve the photostability of avobenzone.
10. A method according to claim 9, wherein the composition further comprises octinoxate and bemotrizinol is added to the composition in an amount effective to improve the photostability of octinoxate.