Compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and an active agent
Bis-ethylhexyloxyphenol methoxyphenyl triazine enhances the photostability of active agents in consumer care compositions, addressing stability issues and maintaining UV protection efficacy.
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 consumer care compositions face challenges in maintaining the stability of active agents against light exposure and achieving high UV protection without compromising texture and stability.
Incorporating bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) into compositions to enhance the photostability of active agents, thereby improving UV protection and maintaining composition stability.
The addition of BEMT stabilizes active agents against UV radiation, ensuring effective UV protection and maintaining the composition's texture and longevity.
Abstract
Description
Title of the invention: COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND AN ACTIVE AGENT 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) and at least one active agent, as well as processes for the manufacture and use of such compositions. BACKGROUND DISCUSSION
[0002] Radiation with wavelengths between 280 nm and 400 nm allows the human epidermis to tan, while radiation with wavelengths between 280 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 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 / or UVB to prevent sunburn, photo-aging, etc.
[0005] In order to obtain a high protection product, it is generally necessary to combine a large number of sunscreens and / or high filtration rates to obtain 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] Some active agents present in consumer products are not particularly stable to light, degrading after exposure to light, which can lead to a decrease in the availability of the active agent over time and result in lower quantities of active agent available in the composition to ensure the desired or intended functionality.
[0008] There remains a need in the art of improved consumer care compositions which have good light stability of the active agent in addition to good holding properties.
[0009] Therefore, one aspect of the present disclosure is a composition which has good light stability of the active agent in addition to having good UV protection properties. Summary of the invention
[0010] This disclosure relates to compositions comprising at least one active agent and bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemo-trizinol). Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is present in the compositions in an amount effective in improving the photostability of the active agent.
[0011] 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.
[0012] This disclosure also relates to methods for improving the photostability of the active agent in compositions comprising at least one active agent, the methods comprising adding bis-ethylhexyloxyphenol methoxyphenyl triazine to the compositions during the formation of the compositions in sufficient quantity to improve the photostability of at least one active agent.
[0013] This disclosure also relates to methods for manufacturing compositions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one active agent in the compositions during the formation of the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the photostability of the at least one active agent against UV radiation.
[0014] This disclosure also relates to methods for improving the UV stability of the active agent in compositions comprising at least one active agent, the methods including the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during the formation of the compositions in an amount sufficient to improve the UV stability of the active agent in the compositions.
[0015] 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
[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 herein, all proposed ranges are intended to include each specific point and range within the given ranges, and each combination of intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes the integers in the range 1, 2, 3, 4 and 5, as well as sub-ranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., as well as all fractional numbers in the range such as 1,2, 2,3, 3,4, etc., and sub-ranges including these fractional numbers such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc.
[0021] “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 to which it is applied, for example, after a solvent accompanying the film-forming agent has evaporated, been absorbed into the substrate and / or dissipated on it.
[0022] “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, in addition, be substituted.
[0023] “Volatile”, as used here, means having a flash point less than about 115 °C.
[0024] “Non-volatile”, as used here, means having a flash point greater than approximately 115 °C.
[0025] “Polymer” as used herein means a compound that is made up of at least two monomers.
[0026] “Exempt” or “substantially exempt” or “devoid of”, as used herein, means that, although it is preferable that no quantity of the specific component If an oil is present in the composition, it is possible that very small quantities of it may 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 amount (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that oil(s) is / are present in amounts not exceeding 0.1% by weight, and "oil-free" means that oil(s) is / are present in amounts 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 given of the use of such language, such as those in this paragraph, are intended to be illustrative and are not exhaustive.
[0027] “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).
[0028] “Anhydrous”, as used herein, 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.
[0029] "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.
[0030] “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 to use the composition.
[0031] “Photosensitive”, as used herein, means any substance that can decompose or undergo a chemical transformation via a photochemical reaction pathway initiated by irradiation under UV or visible light. A composition containing a photosensitive compound can be expected to contain a lower amount of that compound after the composition has been exposed to UV or visible light.
[0032] The term “photostability,” as used here, refers to the probability that a substance contained in a composition will decompose or undergo a chemical transformation via photochemical reaction pathways initiated by irradiation under UV or visible light. Photostability can often be used to describe the probability that a photosensitive substance will decompose or undergo a chemical transformation via a photochemical reaction pathway after a composition has been exposed to UV or visible light.
[0033] The term "chemical stability," as used herein, refers to the probability that a substance contained in a composition will decompose or undergo a chemical transformation over time. In cases where the decomposition or chemical transformation of a substance contained in a composition is initiated or propagated by irradiation under UV or visible light, the term "chemical stability" is used interchangeably with "photostability."
[0034] “Photostabilizer”, as used herein, means a substance which, when it is added to a composition also containing a photosensitive substance, can reduce the likelihood that the photosensitive substance will undergo decomposition or chemical transformation when irradiated under UV or visible light.
[0035] “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.
[0036] 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).
[0037] 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 on which the composition is being tested 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.
[0038] 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.
[0039] “UVA protection factor” refers to a characteristic index assessing the UVA protection provided by a composition. For example, the UVA protection factor (UPPF) 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 again in 21 CFR Part 352 Subpart D § 352.72 as mentioned above in relation to SPF.
[0040] 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.
[0041] 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."
[0042] According to this disclosure, the compositions in this disclosure preferably have one or more of the following properties:
[0043] The compositions exhibit a critical wavelength, as determined by FDA critical wavelength procedures of at least 370 nm;
[0044] The compositions have an FPS value of at least 15, preferably at least 30, preferably at least 50 and preferably at least 70;
[0045] The compositions have an FPUVA / FPS ratio of at least 1 / 3, and preferably of at least 2 / 5 and / or
[0046] The compositions have a UVA1 / UV ratio of 0.7 or more, preferably 0.75 or more, and preferably 0.8 or more.
[0047] The “Makeup Result” as used herein refers to the visual impact of a composition when applied to a keratinous material such as skin. The makeup result may relate to the apparent color of the product after application to a keratinous material or to an optical effect such as shine, the blurring of fine lines and imperfections, or a concealing effect on pores or skin defects after application of the product to the keratinous material.
[0048] "Longevity," as used here, 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 skin and evaluating the color of the composition after a prolonged period. For example, the color of a composition can be evaluated immediately following application to a keratinous material such as skin, and these characteristics can then be re-evaluated and compared after a certain period.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 color, 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.
[0049] “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.
[0050] “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.
[0051] “Synthetic compound” means any compound that is neither a natural compound nor a composed of natural origin.
[0052] “Room temperature” means approximately 20-25 °C.
[0053] “Atmospheric pressure” means about 760 mmHg, i.e. about 105 pascals.
[0054] “UV filter” and “sunscreen agent” are used interchangeably in the present request.
[0055] The expressions "UV effectiveness", "UV protection" and "UV effectiveness" are used interchangeably in this application.
[0056] 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 one or more organic UV filters.
[0057] Similarly, the UV protection system of the active agent (“active agent 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 compositions, components and processes that "consist essentially of" identified ingredients or actions is "the stability of the active agent".
[0059] The term "active agent stability," as used herein, refers to the chemical stability or photostability of an active agent in a composition. The stability of the active agent can be assessed by comparing the amount of active agent present in a composition before and after the application of a stressor. Stressors can include one or more factors such as UV light, visible light, temperature, time, exposure to oxygen, exposure to acids or bases, or exposure to other substances. The term "active agent stability" is used interchangeably with "active agent photostability" when a stressor includes exposure to UV or visible light.
[0060] 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 any personal care purpose in products cosmetics and / or dermatological products such as, for example, sunscreen, foundation, lip balms, lipsticks, concealers, mascaras, leave-in hair products, eyeshadows, powders, etc.
[0061] Reference is made herein to trade names of materials including, but not limited to, materials such as polymers and optional components. Materials are not intended to be limited by the materials 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.
[0062] 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.
[0063] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. COMPOSITION Active agent
[0064] This disclosure proposes compositions comprising at least one active agent. These active agents are preferably active agents that degrade after prolonged exposure to light. Preferably, the at least one active agent in the compositions of this disclosure are natural compounds, obtained from natural compounds, modified natural compounds (derived from natural compounds), or synthetic versions of any of these.
[0065] Appropriate examples of classes of compounds that may be active agents in accordance with this disclosure include, but are not limited to, natural extracts (and the active compounds therein), vitamins, amino acids, sugars, peptides, ceramides, polyphenols, flavonoids, stilbenoids, xanthonoids, hydroxycinnamates and acidic compounds including alpha- and beta-hydroxy acids.
[0066] Appropriate examples of vitamins include, but are not limited to, vitamin A compounds (e.g., retinol), vitamin B compounds (e.g., B1, B3 (niacinamide), B6, B9), vitamin C (e.g., ascorbyl glucoside), vitamin E, vitamin F, and mixtures thereof.
[0067] Suitable examples of natural extracts (and of active compounds therein) include, but are not limited to, Taraxacum Officinale (dandelion) rhizome / root extract, resveratrol, lychee fruit pericarp extract, Alteromonas ferment extract, chamomile extract, bisabolol, Polygonum Cuspidatum root extract, polydatine, Cassia Alata leaf extract also known as senna alata, Leontopodium Alpinum flower / leaf extract also known as edelweiss extract, Moringa seed extract, Vitis Vinifera fruit extract, Centella Asiatica extract, Endophytal and mixtures thereof.
[0068] Appropriate examples of flavonoids include, but are not limited to, flavones, such as luteolin and apigenin, flavonols, such as quercetin and kaempferol, flavanones, such as hesperetin and naringenin, Havanas, such as catechin and gallocatechin, and isoflavonoids, such as genistein and daidzein.
[0069] Appropriate examples of stilbenoids include, but are not limited to, resveratrol, piceide and astringin.
[0070] Appropriate examples of xanthonoids include, but are not limited to, mangiferin, zeyloxanthonone and gambogic acid.
[0071] Appropriate examples of amino acids and sugars include, but are not limited to, rhamnose, hydroxypropyl tetrahydropyrantriol also known as Pro-Xylane, and mixtures thereof.
[0072] Appropriate examples of sugars include, but are not limited to, linoleic acid, capryloyl salicylic acid, azelaic acid, glycolic acid, hyaluronic acid, lactic acid, phenyethyl resorcinol, salicylic acid, zinc gluconate, zinc PCA (pyrrolidone carboxylic acid) and mixtures thereof.
[0073] Suitable examples of hydroxycinnamates include, but are not limited to, ferulic acid, chlorogenic acid, caffeic acid and may include esters such as oryzanol.
[0074] Preferably, at least one active agent is present in the compositions of this disclosure in an amount effective to provide the desired or intended functionality of the active agent to the keratinous material after application of the composition to the keratinous material, preferably ranging from about 0.1% to about 20% by weight, preferably from about 0.2% to about 15% by weight, preferably from about 0.25% to about 15%, preferably from about 0.5% to about 10%, and preferably from about 1% to about 5% by weight relative to the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, more than 1.5% to 7.5%, 3% to 8%, etc. B is-ethylhexyloxyphenol methoxyphenyl triazine
[0075] According to this disclosure, compositions comprising a UV (ultraviolet) absorbing system comprising 4-bis-{[4- (2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-l,3,5-triazine (INCI name: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) are proposed.
[0076] 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.
[0077] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of this 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.
[0078] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in the compositions of this disclosure in an amount effective to ensure UV stability of the active agent 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 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.Typically, the amount of UV stability of the active ingredient in at least one active ingredient provided by bis-ethylhexyloxyphenol methoxyphenyl triazine can be affected by the relative amounts of the at least one active ingredient and bis-ethylhexyloxyphenol methoxyphenyl triazine present in the composition. The higher the amount of UV stability, the greater the effect. The higher the amount of bis-ethylhexyloxyphenol methoxyphenyl triazine in a composition, the greater the stability of the active agent of at least one active agent. Furthermore, the lower the amount of at least one active agent present in the composition, the greater the stability of the active agent, particularly in embodiments where higher amounts of bis-ethylhexyloxyphenol methoxyphenyl triazine are present in the composition.
[0079] According to preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one active agent are present in the compositions of this disclosure in a weight % ratio of about 100:1 to about 1:10, preferably about 50:1 to about 1:5, preferably about 30:1 to about 1:3, and preferably about 20:1 to about 1:2, including all intermediate ranges and sub-ranges, such as, for example, 100:1 to 25:1, 75:1 to 10:1, 60:1 to 1.5:1, 1:1.5 to 1:8, 1:1.5 to 1:80, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of at least one active agent present in the composition. Preferably, the weight percentage of bis-ethylhexyloxyphenol methoxyphenyl triazine present in the compositions is higher than that of at least one active agent. Additional sunscreen agents
[0080] According to preferred embodiments of this disclosure, compositions optionally further comprising at least one additional UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) selected from the group consisting of organic UV filters, zinc oxides, cerium oxides, titanium oxides and mixtures thereof are proposed.
[0081] 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.
[0082] 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 US 2,463,264; the compounds methylene bis(hydroxyphenylbenzotriazole) as described in applications US 5,237,071, US 5,166,355, GB2303549, DE197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844; polymer filters and silicone filters such as those described in particular in application WO 93 / 04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds as described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EPI 133980 and EP133981, and mixtures thereof. Preferably, lipophilic organic UV filters are chosen from salicylic compounds, diben-zoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other classes of compounds identified here; and mixtures thereof.
[0083] 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.
[0084] 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.
[0085] Suitable anthranilic compounds may include methyl anthranilates, marketed for example under the brand name "Neo Heliopan MA" by Symrise.
[0086] Examples of dibenzoylmethane compounds include butyl methoxydiben-zoylmethane, for example marketed under the brand name "Parsol 1789" by DSM; and isopropyl dibenzoylmethane.
[0087] 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 glyceryl dimethoxycinnamate ethylhexanoate.
[0088] Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, 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; camphor benzalconium methosulfate, for example marketed under the brand name "Mexoryl SO" by Noveal; terephthalylidene di-camphor 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.
[0089] 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 "UVINUL A+" by BASF).
[0090] Examples of triazine compounds include diethylhexyl butamido triazone, such as that marketed under the brand name "Uvasorb HEB" by Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine; and bis-ethylhexyloxyphenol methoxyphenyl triazine, such as that marketed under the brand name “TINOSORB S” by BASF and ethylhexyl triazone, such as that marketed under the brand name “UVTNUL T150” by BASF.
[0091] Suitable benzotriazole compounds include phenylbenzotriazole derivatives: 2-(2H-benzotriazole-2-yl)-6-dodecyl-4-methylpheno, branched and linear, and those described in USP 5240975.
[0092] 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.
[0093] Examples of benzimidazole compounds include, in particular, phe- derivatives nylbenzimidazole such as phenylbenzimidazole sulfonic acid, such as that marketed, in particular, under the brand name "Eusolex 232" by Merck, and phenyl dibenzimidazole disodium tetrasulfonate, such as that marketed under the brand name "Neo Heliopan AP" by Symrise.
[0094] Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene propionate dioxoimidazoline.
[0095] Examples of bis-benzoazolyl compounds include the compounds described in EP-669 323 and US patent no. 2 463 264.
[0096] 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.
[0097] 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.
[0098] 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.
[0099] Suitable examples of protective polymers and protective silicones include the silicones described in WO 93 / 04665.
[0100] Suitable α-alkylstyrene derived dimers include the dimers described in DE-19855649.
[0101] Examples of 4,4-diarylbutadiene compounds include l,l-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0102] 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), Ho-mosalate, Octocrylene, and mixtures thereof. In such embodiments, the system absorbing UV 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 methoxydiben-zoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate, Octocrylene, and mixtures thereof.
[0103] According to other preferred embodiments, however, the compositions of this disclosure are "free", "substantially free" or "devoid", as defined above, of one or more additional organic UV filters selected from the group consisting of Avobenzone (butyl methoxydibenzoylmethane), Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate and Octocrylene, preferably two or more, preferably three or more, preferably four or more, or preferably all five of these sunscreens.
[0104] 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.
[0105] According to preferred embodiments, the compositions of this disclosure are "free", "substantially free" or "devoid", as defined above, of OXYBENZONE (benzophenone-3) and / or OCTINOXATE (ethylhexyl methoxycinnamate).
[0106] If present in 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 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 filters 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.
[0107] 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.
[0108] 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.
[0109] According to preferred embodiments, the UV-absorbing system of the compositions of this disclosure may "consist of" or "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine.
[0110] According to preferred embodiments, the UV-absorbing system of the compositions of this disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, and (2) zinc oxides, titanium oxides and / or cerium oxides.
[0111] According to preferred embodiments, the UV-absorbing system of the compositions of this disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, and (2) one or more organic UV filters.
[0112] According to preferred embodiments, this disclosure envisages omitting one or more of the specific UV filters mentioned above from the UV-absorbing system of the compositions of this disclosure. By way of example, octocrylene and / or octinoxate may be omitted from the compositions. A similar omission of one or more of the specific UV filters mentioned is thus envisaged. Oil
[0113] According to preferred embodiments of this disclosure, compositions further comprising at least one oil are proposed. “Oil” means a substance that is hydrophobic and lipophilic, and is a liquid at approximately room temperature (20 to 25 °C) and approximately atmospheric pressure (760 mm Hg).
[0114] 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.
[0115] 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 optionally being substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the disclosure include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that may be used include KF 96A with a viscosity of 6 cSt, a commercial product from Shin Etsu with a flash point of 94 °C. Preferably, volatile silicone oils have a flash point of at least 40°C.
[0116] Non-limiting examples of volatile silicone oils are listed in Table 1 below.
[0117] [Table 1] Table 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
[0118] 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, decame- thyltetrasiloxane is further combined with another solvent more volatile than decame-thyltetrasiloxane.
[0119] 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.
[0120] Non-limiting examples of non-silicone volatile oils are given in Table 2 below.
[0121] [Table 2] Table 2 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
[0122] 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:
[0123] - 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, diisostearylmalate, triisocetyl citrate, heptanoates, octanoates, fatty alcohol decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate, and diethylene glycol diisononanoate; triglycerides such as calcium triglycerides propyl / capric, for example those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate;
[0124] - ethers containing 10 to 40 carbon atoms;
[0125] - liquid C8 to C26 fatty alcohols, for example oleyl alcohol, alcohol cetyl alcohol, stearyl alcohol, octyldodecanol and cetearyl alcohol;
[0126] - hydrocarbon oils of animal origin, such as perhydrosqualene;
[0127] - vegetable hydrocarbon oils, such as liquid triglycerides of fatty acids having 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acid, for example, sunflower, corn, soybean, cucurbit, grapeseed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor oil, avocado, 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
[0128] - their mixtures.
[0129] 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.
[0130] According to certain embodiments of this disclosure, the compositions of this disclosure may include at least one non-volatile silicone oil. Appropriate examples of such silicone oils include, but are not limited to, non-volatile silicone fluids such as, for example, polyalkyl (aryl) siloxanes. Appropriate polyalkyl siloxanes include, but are not limited to, polydimethyl siloxanes, which are designated CTFA dimethicone, polydiethyl siloxane, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, phenyldimethicone, phenyltrimethylsi-loxydiphenylsiloxane, diphenyldimethicone, and diphenylmethyldiphenyltrisiloxane, and the siloxanes disclosed in 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).
[0131] 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.
[0132] 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
[0133] 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 (for example, 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.
[0134] However, according to preferred embodiments, the compositions of this disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of this disclosure are anhydrous.
[0135] 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:
[0136] - triethyl citrate;
[0137] - 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;
[0138] - 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;
[0139] - and their mixtures.
[0140] 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.
[0141] Where appropriate, the water-soluble organic solvent(s) is / are preferably present in the compositions of this disclosure in an amount ranging from about 0.5 to about 40% by weight, preferably from about 3 to about 30% by weight, and preferably from about 5% to about 20% by weight relative to the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 2% to 25%, 7.5% to 30%, etc. Optional additional ingredients
[0142] The compositions of this disclosure may also optionally include further at least one additive or auxiliary commonly used in cosmetic compositions and known to a person skilled in the art as being able to be incorporated into such compositions.These additives or auxiliaries may be selected from film-forming agents, colorants (e.g., pigments and dyes), waxes, UV-protecting agents for active ingredients such as pi-peridinol compounds, SPF enhancers such as diethylhexyl syringylidene malonate, ethylhexyl methoxycrylene, and butyloctyl salicylate, thixotropic agents (e.g., clays), fillers, preservatives, perfumes, surfactants, antioxidants, spreading agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active ingredients not susceptible to degradation by UV radiation, fibers, wetting agents, and mixtures thereof. However, preferably, the compositions in this disclosure are "free," "substantially free," or "devoid" of such additives.
[0143] In particular, according to preferred embodiments of compositions "free", "substantially free" or "devoid" of UV-protecting agents such as piperidinol compounds like tetramethylhydroxypiperidinol citrate, an example of a commercially available product of such a piperidinol compound is Tinogard® Q available from BASF, which contains 10% of active agent and / or SPF enhancers.
[0144] 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.
[0145] 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.
[0146] 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.
[0147] 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 color layers; the application of at least one topcoat composition may include one or more topcoats; the application of at least one basecoat composition may include one or more basecoats. Preferably, such basecoat, color layer, and topcoat compositions contain three or fewer layers of compositions, preferably two or fewer layers of compositions, and preferably only one layer of compositions.
[0148] 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.
[0149] According to preferred embodiments of this disclosure, methods for treating, protecting, improving the appearance, caring for and / or making up keratinous material by applying compositions of this disclosure to the keratinous material in sufficient quantity to treat the keratinous material, improve its appearance, take care of it and / or make it up, are offered.
[0150] Preferably, the "treatment" of the keratinous material includes the application of a composition comprising at least one active agent 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 (for example, age spots), an increase in smooth texture, an increase in hydration, a reduction in the formation of free radicals, etc.
[0151] Preferably, the "protection" of the keratinous material includes the application of a composition of this disclosure to the keratinous material in sufficient quantity to protect the keratinous material from damage resulting from exposure to UV rays.
[0152] 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 can 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.
[0153] Preferred embodiments of this disclosure propose methods for improving the photostability of the active agent in compositions comprising at least one active 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 active agent. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the photostability of at least one active agent.
[0154] Preferred embodiments of this disclosure propose methods for manufacturing compositions comprising the combination of bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one active agent in the compositions during the formation of the compositions. Preferably, bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the UV photostability of at least one active agent.
[0155] According to preferred embodiments of this disclosure, methods for improving the UV stability of the active agent of compositions The following processes are proposed, comprising at least one active agent: the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) to the compositions during composition formation in an amount sufficient to improve the UV stability of the active agent in the compositions. Preferably, the bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT) is added to the compositions in an amount effective in improving the UV photostability of at least one active agent.
[0156] 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.
[0157] 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 that are sought to be obtained through this disclosure.
[0158] 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 necessarily resulting 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
[0159] [Table 3] Table 3 INCI US aquagel FPS30 POTASSIUM HYDROXIDE QS ALCOHOL DENAT. 5.40 WATER QS AVOBENZONE 3,00 PEG-20 0,20 SODIUM STEAROYL GLUTAMATE 0,30 ISONONYL ISONONANOATE 3,50 ACRYLATES / C10-30 ALKYL ACRYLATE CROSSPOLYMER 0,10 CETEARYL ALCOHOL (et) CETEARYL GLUCOSIDE 1,40 CARBOMER 0,10 DIISOPROPYL SEBACATE 4,50 SILICA 1,50 PEG-10 DIMETHICONE 0,50 BEMOTRIZINOL 3,00 ISOPROPYL LAUROYL SARCOSINATE 4,00 AMMONIUM ACRYLOYLDIMETHYLTAURATE / VP COPOLYMER 0,35 PROPANEDIOL 2,00 HYDROLYZED HYALURONIC ACID 0,02 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,30 RESVERATROL 0,25 INULIN LAURYL CARBAMATE 0,30 HYDROXYACETOPHENONE 0,50 CAPRYLYL GLYCOL 0,30 Exemple 2
[0160] [Tableau 4] Tableau 4 INCI US ÉMULSION FPS30 SODIUM HYDROXIDE QS TOCOPHEROL 1,00 ASCORBIC ACID 12,00 DICAPRYLYL CARBONATE 4,00 WATER QS POLYSORBATE 61 1,00 AVOBENZONE 3,00 GLYCERIN 5,00 ORYZANOL 1,00 SODIUM STEAROYL GLUTAMATE 0,75 CHLORPHENESIN 0,20 SUCROSE TRISTEARATE 2,00 DIISOPROPYL SEBACATE 3,00 ADENOSINE 0,10 BEMOTRIZINOL 5,00 ISOPROPYL LAUROYL SARCOSINATE 8,00 STEARYL ALCOHOL 0,40 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0,50 RESVERATROL 0,25 SCLEROTIUM GUM 0,50
Claims
Demands
1. Composition comprising bemotrizinol and at least one active agent, wherein the bemotrizinol is present in the composition in an amount effective to enhance the photostability of at least one active agent.
2. Composition according to claim 1, wherein at least one active agent is selected from the group consisting of natural extracts, vitamins, amino acids, sugars, peptides, ceramides, polyphenols, flavonoids, stilbenoids, xanthonoids, hydroxycinnamates, alpha- and beta-hydroxy acids, and mixtures thereof.
3. Composition according to claim 1, wherein at least one active agent is selected from the group consisting of (1) a stilbenoid selected from the group consisting of resveratrol, piceide, astringin and mixtures thereof, (2) a flavonoid, and (3) mixtures thereof.
4. Composition according to claim 1, wherein at least one active agent is a natural extract selected from the group consisting of a rhizome / root extract of Taraxacum Officinale (dandelion), a pericarp extract of lychee, a ferment extract of Alteromonas, a chamomile extract, a root extract of Polygonum Cuspidatum, a leaf extract of Cas sia Alata, a flower / leaf extract of Leontopodium Alpinum, a seed extract of Moringa, a fruit extract of Vitis Vinifera, an extract of Centella Asiatica and mixtures thereof.
5. Composition according to claim 1, wherein at least one active agent is selected from the group of amino acids, sugars and mixtures thereof.
6. Composition according to any one of the preceding claims, wherein the composition comprises 10% by weight or less, relative to the total weight of the composition, of additional UV filters.
7. Composition according to any one of the preceding claims, wherein the composition is anhydrous or is in the form of an emulsion.
8. Composition according to any one of the preceding claims, in the form of a stick.
9. Composition according to any one of the preceding claims, further comprising at least one coloring agent.
10. Method for improving the photostability of an active agent in a com- position comprising at least one active agent, including the addition of bis-ethylhexyloxyphenol methoxyphenyl triazine to the composition during the formation of the composition in sufficient quantity to enhance the photostability of at least one active agent.