FR3160584A3 - COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND ADDITIONAL ORGANIC UV FILTER(S) - Google Patents

Abstract

COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND ADDITIONAL ORGANIC UV FILTER(S) The present disclosure relates to compositions including 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine and one or more additional organic UV filters, as well as methods of making and using such compositions. Figure for abstract: none

Description

COMPOSITIONS CONTAINING BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE AND ADDITIONAL ORGANIC UV FILTER(S) FIELD OF THE INVENTION

The present 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 additional organic UV filter(s), as well as methods of making and using such compositions.

DISCUSSION OF THE CONTEXT

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

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

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

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

However, high levels of UV filters do not lend themselves to easy development of stable compositions with a pleasant texture.

There remains a need in the art for improved compositions that possess organic UV filters and have pleasant application properties (e.g., non-greasy feel) and UV protective properties.

Accordingly, one aspect of the present disclosure is compositions that possess organic UV filters and have pleasant application properties (e.g., non-greasy feel) and UV protective properties.

The present disclosure relates to compositions comprising bis-ethylhexyloxyphenol methoxyphenyl triazine (BEMT or bemotrizinol) and at least one additional organic UV filter selected from the group consisting of Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof. Preferably, the compositions further comprise avobenzone and/or at least one mineral UV filter, preferably titanium dioxide and/or zinc oxide.

The present disclosure also relates to methods for treating, caring for, protecting, improving the appearance and/or making up a keratinous material comprising the application of compositions of the present disclosure to a keratinous material in an amount sufficient to treat the keratinous material, take care of it, improve its appearance and/or make it up.

The present disclosure also relates to methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one additional organic UV filter selected from the group consisting of Octisalate, Ensulizole, Homosalate, Octocrylene and mixtures thereof, into the compositions during formation of the compositions. Preferably, Avobenzone and/or at least one mineral UV filter, preferably titanium dioxide and/or zinc oxide, is (are) also added into the compositions during formation of the compositions.

It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and do not limit disclosure.

DETAILED DESCRIPTION OF THE INVENTION

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

“Approximately” as used herein means within 10% of the stated number (e.g., “approximately 10%” means 9% to 11% and “approximately 2%” means 1.8% to 2.2%).

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

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

As used herein, all proposed ranges are intended to include each specific range within the given ranges, and a combination of subranges therein. Thus, a range of 1 to 5 specifically includes the integers in the range 1, 2, 3, 4, and 5, as well as subranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc., as well as all fractional numbers in the range such as 1.2, 2.3, 3.4, etc., and subranges including these decimal numbers such as 1.5 to 3.8, 2 to 4.3, 4.2 to 4.9, etc.

“Film former,” “film-forming polymer,” or “film-forming agent” as used herein means a polymer or resin that is capable of leaving a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, been absorbed into, and/or dissipated on the substrate.

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

“Volatile,” as used herein, means having a flash point below about 115°C.

“Non-volatile,” as used herein, means having a flash point above about 115°C.

“Polymer” as used herein means a compound that consists of at least two monomers.

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

“UV filters” as used herein means sunscreen active agents approved by a government regulatory agency such as the Food and Drug Administration (FDA) in the United States or the European Commission in Europe and include organic UV filters such as avobenzone, octocrylene, benzophenones, benzotriazoles and merocyanines, as well as mineral UV filters such as iron oxide, zinc oxide (ZnO) and titanium dioxide (TiO ₂ ).

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

“Keratinous materials” refer to 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 the lips.

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

“UV protection effectiveness” or “filtering effectiveness” in the context of this disclosure is evaluated based on one or more of SPF, UAVPF, critical wavelength and UVA-I/UV ratio.

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

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

The evaluation of the sun protection factor (SPF) can also be performed in vivo according to the ISO 24444:2019 protocol “Cosmetics-Sun protection test methods-In-vivo determination of the sun protection factor (SPF)”. In addition, it can be determined according to 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 C.F.R. Part 352 Subpart D § 352.72, updated and revised by the 2011 publication in the Federal Register.

“UVA Protection Factor” (UPF) refers to an index characterizing the UVA protection provided by a composition. For example, the UPF index may be measured in vivo in accordance with the “PPD” (Persistent Pigment Darkening) method of the ISO-24442:2022 protocol, measuring skin color observed 2 to 4 hours after UVA exposure. It may also be determined in accordance with FDA protocols, as described in 21 C.F.R. Part 352 Subpart D § 352.72 as discussed above in connection with SPF.

UVA protection can also be measured in vitro using the Labsphere® spectrophotometer under conditions similar to those described above for SPF. ISO 24443:2021 describes such an in vitro method.

The FDA's broad spectrum test procedures, specifically the "critical wavelength" test procedures, are also available in 21 CFR Part 352 Subpart D § 352.72. In addition, the broad spectrum test procedures include the determination of the UVA1/UV ratio as described in "Sunscreen Drug Products for Over-the-Counter-Human-Use" published in the Federal Register https://www.federalregister.gov/documents/2019/02/26/2019-03019/sunscreen-drug-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 provided by the sunscreen product against UVA1 (340 to 400 nm) and the protection against total UV radiation (UVB and UVA at 290 to 400 nm) calculated from the absorbance curve. This UVA1/UV ratio would represent the product's score in the in vitro test.

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

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

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

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

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

“Makeup result,” as used herein, refers to the visual impact of a composition when applied to a keratinous material such as skin. Makeup result may refer to the apparent color of the product after application to a keratinous material or an optical effect such as shine, the blurring of fine lines and imperfections, or a concealing effect on pores or blemishes after application of the product to the keratinous material.

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

“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.

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

“Synthetic compound” means any compound that is neither a natural compound nor a naturally occurring compound.

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

"Atmospheric pressure" means approximately 760 mmHg, or 10 ⁵ pascals.

The terms “UV filter” and “sunscreen agent” are used interchangeably in this application.

“UV efficacy” and “UV protection” are used interchangeably in this application.

The compositions and methods of the present invention may comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the UV (ultraviolet) absorbing system of the compositions of the disclosure may "consist essentially of" bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one additional organic UV filter selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof alone, or bis-ethylhexyloxyphenol methoxyphenyl triazine in combination with at least one additional organic UV filter selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof, and oxides of zinc, titanium, and/or cerium.

For the purposes of this disclosure, the “fundamental and novel property” associated with the compositions, components and methods that “consist essentially of” the identified ingredients or actions is “UVA protection as indicated by FPUVA/SPF, critical wavelength and UVA1/UV ratios”.

The compositions of the present disclosure may be in any form suitable for use as a personal care composition, such as a stick, a paste, a cream, an anhydrous composition, an emulsion (oil in water, water in oil, multiple emulsion such as oil in water in oil), a nanoemulsion, a gel, a liquid, a solid, etc. These compositions may be used for any personal care purpose in cosmetic and/or dermatological products such as, for example, sunscreen, foundation, lip balms, lipsticks, concealers, mascaras, leave-in hair products, eye shadows, powders, etc.

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 the materials described and referenced herein by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different catalog name or (reference) number) to those referenced by a trade name may be substituted and used in the processes described and claimed herein.

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

All U.S. patents or patent applications disclosed herein are expressly incorporated by reference in their entirety.

COMPOSITION Bis-ethylhexyloxyphenol methoxyphenyl triazine

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

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 based on the total weight of the UV absorbing system. The “UV absorbing system” contains all organic UV filters and/or all mineral UV filters present in the composition.

In preferred embodiments, bis-ethylhexyloxyphenol methoxyphenyl triazine is present in compositions of the present disclosure in an effective UV-absorbing amount such as, for example, from about 0.1% to about 10% by weight based on the total weight of the composition, from about 1% to about 10% by weight, from about 2.5% to about 8%, and from about 4% to about 6% by weight, including all intermediate ranges and sub-ranges such as, for example, from about 4.5% to 10% by weight, and from about 1% to 8% by weight, from about 1% to 6% by weight, from about 5.5% to 8% by weight, from about 5.7% to 9% by weight, etc., all weights being based on the total weight of the composition.

Additional organic UV filter(s)

According to the present disclosure, compositions comprising at least one additional organic UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) are provided. Preferably, the at least one additional organic UV filter is selected from the group consisting of Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof.

Such compositions may also optionally further comprise one or more mineral UV filters such as zinc oxides, titanium oxides, cerium oxides and mixtures thereof, if desired, although the compositions may also be “free”, “substantially free” or “lacking” mineral UV filter(s). Such compositions may also include other organic UV filters such as avobenzone, if desired, although the compositions may also be “free”, “substantially free” or “lacking” organic filters other than bis-ethylhexyloxyphenol methoxyphenyl triazine, Octisalate, Ensulizole, Homosalate and Octocrylene.

Organic UV filters can 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 fatty phase.

Suitable organic UV filters may be chosen from the following non-exhaustive list of compounds: cinnamic derivatives; anthranilates; para-aminobenzoic acid compounds; salicylic compounds; dibenzoylmethane compounds; camphor compounds; benzophenone compounds; diphenylacrylate compounds; triazine compounds; 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; methylene bis(hydroxyphenyl benzotriazole) compounds as described in applications US 5,237,071, US 5,166,355, GB2303549, DE 197 26 184 and EP893119; benzoxazole compounds as described in patent applications EP0832642, EP1027883, EP1300137 and DE10162844; polymer filters and silicone filters such as those described in particular in application WO-93/04665; alkylstyrene-derived dimers such as those described in patent application DE19855649; 4,4-diarylbutadiene compounds as described in applications EP0967200, DE19746654, DE19755649, EP-A-1008586, EP1133980 and EP133981, and mixtures thereof. Preferably, the lipophilic organic UV filters are chosen from salicylic compounds, dibenzoylmethane compounds, benzylidene camphor compounds; benzophenone compounds; triazine compounds other than bis-ethylhexyloxyphenol methoxyphenyl triazine; benzotriazole compounds; as well as other classes of compounds identified herein; and mixtures thereof.

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

Examples of suitable β,β-diphenylacrylate compounds include octocrylene, for example marketed under the trademark “Uvinul N539” by BASF; and etocrylene, for example marketed under the trademark “Uvinul N35” by BASF.

Suitable anthranilic compounds may include menthyl anthranilates, for example marketed under the trademark “Neo Heliopan MA” by Symrise.

Examples of dibenzoylmethane compounds include butyl methoxydibenzoylmethane, for example marketed under the brand name “Parsol 1789” by DSM; and isopropyl dibenzoylmethane.

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

Examples of camphor compounds include benzylidenecamphor derivatives: 3-benzylidenecamphor, for example sold under the trademark “Mexoryl SD” by Chimex; 4-methylbenzylidenecamphor, for example sold under the trademark “Eusolex 6300” by Merck; benzylidenecamphor sulfonic acid, for example sold under the trademark “Mexoryl SL” by Noveal; benzalkonium camphor methosulfate, for example sold under the trademark “Mexoryl SO” by Noveal; terephthalylidene di-camphor sulfonic acid, for example sold under the trademark “Mexoryl SX” by Noveal; and polyacrylamidomethylbenzylidenecamphor, for example sold under the trademark “Mexoryl SW” by Noveal.

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

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

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

Suitable benzalmalonate compounds include dineopentyl 4'-methoxybenzalmalonate, and a polyorganosiloxane comprising benzalmalonate functional groups, such as polysilicone-15, marketed under the trademark "Parsol SLX" by Hoffmann-LaRoche.

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

Suitable imidazoline compounds include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.

Examples of bis-benzoazolyl compounds include the compounds described in EP-669,323 and U.S. Patent No. 2,463,264.

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

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

Examples of benzoxazole compounds include 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine, such as that marketed under the trademark Uvasorb K2 by Sigma 3V.

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

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

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

According to preferred embodiments, the compositions of the present disclosure are "free", "substantially free" or "devoid" as defined above of one or more of the additional organic UV filters selected from the group consisting of Octisalate (ethylhexyl salicylate), Ensulizole (phenylbenzimidazole sulfonic acid), Homosalate and Octocrylene, preferably two or more, and preferably three of these sunscreen agents.

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

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

Preferably, the at least one additional organic UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) is selected from the group consisting of Octisalate, Ensulizole, Homosalate, Octocrylene and mixtures thereof, and is preferably present in the compositions of the present disclosure in an amount of at least about 1% by weight, preferably at least about 5% by weight, preferably at least about 10% by weight, preferably at least about 12.5% by weight, and preferably at least about 15% by weight, with the upper end of the range of additional UV filter present preferably being about 40% by weight (e.g., about 1-40%, about 10-40%, about 12.5-40%, etc.), preferably about 30% by weight (e.g., about 5-30%, about 10-30%, about 15-40%, etc.). to 30%, etc.), preferably about 25% by weight (e.g., about 5-25%, about 10-25%, about 15-25%, etc.), and preferably about 20% by weight (e.g., about 1-20%, about 5-20%, about 10-20%, etc.), all weights being based on the total weight of the composition.

In preferred embodiments, the bis-ethylhexyloxyphenol methoxyphenyl triazine and the at least one additional organic UV filter discussed above are present in compositions of the present disclosure in a weight % ratio of about 10:1 to about 1:10, preferably about 5:1 to about 1:5, preferably about 3:1 to about 1:3, and preferably about 2:1 to about 1:2, including all intermediate ranges and sub-ranges, such as, for example, 5:1 to 2:1, 1:2 to 5:1, 8:1 to 1.5:1, 1:1.5 to 1:8, etc., all weights being based on the weight % of bis-ethylhexyloxyphenol methoxyphenyl triazine and the weight % of additional organic UV filter present in the composition. Preferably, the compositions have a higher wt% of additional organic UV filter than bis-ethylhexyloxyphenol methoxyphenyl triazine.

According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of such additional UV filters (including mineral UV filters), preferably less than 7.5% by weight relative to the total weight of the composition, 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.

According to preferred embodiments, the compositions of the present disclosure comprise 10% or less by weight relative to the total weight of the composition of these additional organic UV filters, preferably less than 7.5% by weight relative to the total weight of the composition, 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.

According to preferred embodiments, the UV absorbing system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine and (2) additional organic UV filters selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate and Octocrylene, and mixtures thereof.

According to preferred embodiments, the UV absorbing system of the compositions of the present disclosure may "consist of" or "consist essentially of" (1) bis-ethylhexyloxyphenol methoxyphenyl triazine, (2) additional organic UV filters selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate and Octocrylene, and mixtures thereof, and (3) inorganic UV filters such as zinc, iron and/or titanium oxides.

In preferred embodiments, the present disclosure contemplates omitting one or more of the specific UV filters discussed above from the UV absorbing system of the compositions of the present disclosure. For example, octocrylene and/or octinoxate may be omitted from the compositions. A similar omission of one or more of the specific UV filters discussed is thus contemplated.

Oil

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

Suitable oils include volatile and/or non-volatile oils. These oils can be any acceptable oil, including, but not limited to, silicone oils and/or hydrocarbon oils.

In some embodiments, the compositions of the present disclosure preferably comprise one or more volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having from 2 to 7 silicon atoms, wherein such silicones are 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 commercial product from Shin Etsu having a flash point of 94°C. Preferably, volatile silicone oils have a flash point of at least 40°C.

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

[Table 1]

Compound Flash point
(°C) Viscosity
(cSt) Octyltrimethicone
Hexyltrimethicone
Decamethylcyclopentasiloxane
(cyclopentasiloxane or D5)
Octamethylcyclotetrasiloxane
(cyclotetramethylsiloxane or D4)
Dodecamethylcyclohexasiloxane (D6)
Decamethyltetrasiloxane (L4)
KF-96 A from Shin Etsu
PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) from Dow Corning
PDMS DC 200 (2cSt) from Dow Corning 93
79
72

55

93
63
94
56

87 1.2
1.2
4.2

2.5

7
1.7
6
1.5

2

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

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

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

[Table 2]

Compound Flash point (°C) Isododecane
n-Butyl propylene glycol ether
3-Ethyl ethoxypropionate
Propylene glycol methyl ether acetate
Isopar L (C ₁₁ -C ₁₃ isoparaffin)
Isopar H (C ₁₁ -C ₁₂ isoparaffin) 43
60
58
46
62
56

• les esters et éthers, en particulier les acides gras, tels que les huiles de formules R1COOR2, dans lesquelles R1 représente le reste d’un acide gras ayant de 8 à 29 atomes de carbone, et R2 représente une chaîne hydrocarbonée, ramifiée ou non, contenant de 3 à 30 atomes de carbone, tels que par exemple l’huile Purcellin, l’isononanoate d’isononyle, le myristate d’isopropyle, le palmitate d’éthyl-2-hexyle, le stéarate d’octyl-2-dodécyle, l’érucate d’octyl-2-dodécyle, l’isostéarate d’isostéaryle ; les esters hydroxylés tels que le lactate d’isostéaryle, l’octylhydroxystéarate, l’hydroxystéarate d'octyldodécyle, le malate de diisostéaryle, le citrate de triisocétyle, les heptanoates, les octanoates, les décanoates d’alcool gras ; les esters de polyol, tels que le dioctanoate de propylène glycol, le diheptanoate de néopentylglycol et le diisononanoate de diéthylène glycol ; les triglycérides tels que les triglycérides d’acide caprylique/caprique, par exemple, ceux vendus par la société Stearineries Dubois ou ceux vendus sous les noms Miglyol 810, 812 et 818 par la société Dynamit Nobel ; et les esters de pentaérythritol tels que le tétraisostéarate de pentaérythrityle ou le pentaisononanoate de dipentaérythrityle ;
• les éthers contenant de 10 à 40 atomes de carbone ;
• les alcools gras en C₈à C₂₆liquides, par exemple l’alcool oléylique, l’alcool cétylique, l’alcool stéarylique, l'octyldodécanol et l’alcool cétéarylique ;
• les huiles hydrocarbonées d’origine animale, telles que le perhydrosqualène ;
• - les huiles hydrocarbonées d'origine végétale, telles que les triglycérides liquides d'acides gras ayant de 4 à 10 atomes de carbone comme les triglycérides d'acides heptanoïques ou octanoïques ou, par exemple, les huiles de tournesol, de maïs, de soja, de courge, de pépins de raisin, de sésame, de noisette, d'abricot, de macadamia, d'ara, de tournesol, de ricin, d'avocat, les triglycérides d'acides caprylique/caprique tels que ceux vendus par la société Stearineries Dubois ou ceux vendus sous les noms Miglyol 810, 812 et 818 par la société Dynamit Nobel, le coco-caprylate / caprate (huile estérifiée de l'huile de coco), l'huile de jojoba, l'huile de beurre de karité ; et
• leurs mélanges.

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

• esters and ethers, in particular fatty acids, such as oils of formula R1COOR2, in which R1 represents the residue of a fatty acid having from 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or not, containing from 3 to 30 carbon atoms, such as for example Purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, fatty alcohol heptanoates, octanoates, decanoates; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate; triglycerides such as caprylic/capric acid triglycerides, for example, those sold by Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by Dynamit Nobel; and pentaerythritol esters such as pentaerythrityl tetraisostearate or dipentaerythrityl pentaisononanoate;
• ethers containing 10 to 40 carbon atoms;
• liquid C ₈ to C ₂₆ fatty alcohols, for example oleyl alcohol, cetyl alcohol, stearyl alcohol, octyldodecanol and cetearyl alcohol;
• animal-derived hydrocarbon oils, such as perhydrosqualene;
• - hydrocarbon oils of vegetable origin, such as liquid triglycerides of fatty acids having from 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids or, for example, sunflower, corn, soybean, pumpkin, grape seed, sesame, hazelnut, apricot, macadamia, ara, sunflower, castor, avocado oils, triglycerides of caprylic/capric acids such as those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel, coco-caprylate/caprate (esterified oil of coconut oil), jojoba oil, shea butter oil; and
• their mixtures.

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

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

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.

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

Aqueous Phase

The compositions of the present disclosure may also optionally contain water. When the compositions of the present disclosure contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of the present disclosure contain water, they are in the form of an emulsion containing an external aqueous phase such as an oil-in-water (O/W) emulsion or a water-in-oil-in-water (W/O/W) emulsion, or an emulsion containing an external oil phase such as a water-in-oil (W/O) emulsion or an oil-in-water-in-oil (O/W/O) emulsion. Preferably, when in the form of an emulsion, the oil phase may contain silicone oils (e.g., Si/W or W/Si emulsion) or hydrocarbon oils. Where present, water is preferably present in an amount of from about 10% to about 80% by weight, preferably from about 20% to about 70% by weight, preferably from 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.

According to preferred embodiments, however, the compositions of the present disclosure are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of the present disclosure are anhydrous.

• du citrate de triéthyle ;
• des monoalcools en C1-C5 ayant une chaîne alcane en C1-C5 et une seule fonction hydroxyle (OH). Les monoalcools en C1-C5 appropriés incluent le méthanol, l'éthanol, le propanol, l'isopropanol, le butanol, et leurs mélanges ;
• des polyols (composés ayant 2 groupes hydroxyle ou plus) ayant, par exemple, de 2 à 20 atomes de carbone, de préférence de 2 à 6 atomes de carbone, tels que par exemple, glycérol, diglycérol, propylène glycol, isoprène glycol, dipropylène glycol, butylène glycol, hexylène glycol, 1,3-propanediol, pentylène glycol, sucres simples et polyalkylène glycols solubles dans l’eau ;
• et leurs mélanges.

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

• triethyl citrate;
• C1-C5 monohydric alcohols having a C1-C5 alkane chain and a single hydroxyl (OH) function. Suitable C1-C5 monohydric alcohols 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.

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

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

Additional optional components

The compositions of the present disclosure may also optionally further include at least one additive or auxiliary commonly used in cosmetic compositions and known to those skilled in the art as being capable of being incorporated into such compositions. Such additives or auxiliaries may be selected from film-forming agents, coloring agents (e.g., dyes and pigments), waxes, thixotropic agents (e.g., clays), fillers, preservatives, fragrances, surfactants, antioxidants, free radical scavengers, spreading agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active ingredients selected from essential oils, moisturizing agents, vitamins, actives, proteins, ceramides, plant extracts, fibers and the like, wetting agents, and mixtures thereof. However, preferably, the compositions of the present disclosure are "free", "substantially free" or "devoid" of such additives.

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

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 dosage form normally used in the cosmetic and dermatological fields which is suitable for topical administration as discussed above.

These auxiliary additives may be present in the composition in an amount of from 0% to 99% (such as from 0.01% to 90%) based on the total weight of the composition and further such as from 0.1% to 50% by weight (where applicable), including all intermediate ranges and sub-ranges.

In accordance with the present disclosure, the compositions of the present disclosure may be a stand-alone product (for use alone), or they may be a product for use in conjunction with another composition, for example, it may be a base coat composition (makeup base), a color coat composition or a top coat composition (overcoat). It is to be understood that when compositions of the present disclosure are applied to keratinous materials in the form of any of such compositions, such application may comprise one or more layers of the product. Thus, for example, the application of at least one color coat composition may comprise one or more color layers; the application of the at least one top coat composition may comprise one or more top coats; the application of the at least one base coat composition may comprise one or more base coats. Preferably, such base coat, color coat, and top coat compositions contain three or fewer layers of compositions, preferably two or fewer layers of compositions, and preferably only one layer of compositions.

During application of the compositions of the present 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 (in the absence of a base coat) or to a previously applied base coat, and the top coat (if any) is typically applied to a color coat.

According to preferred embodiments of the present disclosure, methods of treating, protecting, improving the appearance, caring for and/or making up keratinous materials by applying compositions of the present disclosure to the keratinous material in an amount sufficient to treat the keratinous material, improve its appearance, care for it and/or make it up, are provided.

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

Preferably, "protecting" the keratinous material comprises applying a composition of the present invention to protect the keratinous material from damage caused by exposure to UV rays.

In accordance with the preceding embodiments, the compositions of the present disclosure are applied topically to keratinous material in an amount sufficient to treat, improve the appearance of, condition, and/or make up 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 subjecting them to contact such as with clothing or other objects (e.g., clothing or a topcoat). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.

According to preferred embodiments of the present disclosure, methods of making compositions comprising combining bis-ethylhexyloxyphenol methoxyphenyl triazine and at least one additional organic UV filter (in addition to bis-ethylhexyloxyphenol methoxyphenyl triazine) selected from the group consisting of Avobenzone, Octisalate, Ensulizole, Homosalate, Octocrylene, and mixtures thereof in the compositions during formation of the compositions are provided.

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

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

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

Example 1 – SPF 30 Lotion

INCI US Lotion SPF 30 NIACINAMIDE 1.00 WATER QS COCO-CAPRYLATE/CAPRATE 5.00 STEARETH-20 0.20 GLYCERIN 7.00 OCTISALATE 5.00 ZINC OXIDE (and) TRIETHOXYCAPRYLYLSILANE 7.18 BEMOTRIZINOL 5.00 CHLORPHENESIN 0.20 ORYZA SATIVA (RICE) BRAN WAX 1.00 HOMOSALATE 6.00 POLYHYDROXYSTEARIC ACID 0.50 CETEARYL ALCOHOL (and) BEHENTRIMONIUM METHOSULFATE 0.05 BUTYLOCTYL SALICYLATE 3.00 HYDROXYETHYL ACRYLATE/SODIUM ACRYLOYLDIMETHYL TAURATE COPOLYMER 0.30 PROPANEDIOL 3.00 DIETHYLHEXYL SYRINGYLIDENEMALONATE 0.50 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0.40 HYDROXYACETOPHENONE 0.50 C12-22 ALKYL ACRYLATE/HYDROXYETHYLACRYLATE COPOLYMER 1.50 ETHYLHEXYL METHOXYCRYLENE 1.00 XANTHAN GUM 0.20

Example 2 – SPF 50+ Lotion

INCI US Lotion SPF 50+ TOCOPHEROL 0.25000000 AVOBENZONE 3.00 OCTISALATE 5.00 BEMOTRIZINOL 5.00 HOMOSALATE 12.00 ALCOHOL DENAT. 2.00 CAPRYLYL GLYCOL 0.50 BUTYLOCTYL SALICYLATE 3.00 WATER 1.00 PHENOXYETHANOL 0.70 XANTHAN GUM 0.10 ACRYLATES/C10-30 ALKYL ACRYLATE CROSSPOLYMER 0.19 ACRYLATES/C10-30 ALKYL ACRYLATE CROSSPOLYMER 0.10 POLY C10-30 ALKYL ACRYLATE 2.00 TRIETHANOLAMINE QS GLYCERIN 1.40 GLYCERYL STEARATE (and) PEG-100 STEARATE 1.50 POTASSIUM CETYL PHOSPHATE 0.50 INULIN LAURYL CARBAMATE 0.80 DISODIUM EDTA 0.10 WATER QS

Example 3 – Fluid SPF 50+

INCI US FLUID SPF50+ TOCOPHEROL 1.00 ALCOHOL DENAT. 7.00 WATER QS GLYCERIN 3.00 PENTYLENE GLYCOL 1.00 PROPANEDIOL 2.50 C12-15 ALKYL BENZOATE 2.00 HYDROXYETHYLCELLULOSE 0.05 ACRYLATES/C10-30 ALKYL ACRYLATE CROSSPOLYMER 1.00 C12-22 ALKYL ACRYLATE/HYDROXYETHYLACRYLATE COPOLYMER 2.50 AVOBENZONE 3.00 OCTISALATE 4.75 HOMOSALATE 12.00 BEMOTRIZINOL 6.00 TITANIUM DIOXIDE 2.00 ISOPROPYL MYRISTATE 3.00 DIISOPROPYL ADIPATE 4.00 DIISOPROPYL SEBACATE 5.00 DICAPRYLYL CARBONATE 3.00 SILICA 5.00 PERLITE 1.00 TRIETHANOLAMINE QS TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0.60

Example 4 – SPF 50 Emulsion

INCI US EMULSION SPF 50 SODIUM HYDROXIDE QS TOCOPHEROL 0.10 BEMOTRIZINOL 5.00 PHENOXYETHANOL 0.70 ALCOHOL DENAT. 7.00 WATER QS DISODIUM EDTA 0.10 OCTISALATE 3.21 LAURYL PEG/PPG-18/18 METHICONE (and) ISOSTEARYL ALCOHOL 0.92 SODIUM CHLORIDE 0.50 DIMETHICONE 12.50 OCTOCRYLENE 6.00 POLYMETHYLSILSESQUIOXANE 2.00 HOMOSALATE 10.72 DICAPRYLYL ETHER 4.00 CAPRYLYL GLYCOL 0.50 PEG-30 DIPOLYHYDROXYSTEARATE 2.50 SILICA 5.00 AVOBENZONE 3.00 POLY C10-30 ALKYL ACRYLATE 0.20 DICAPRYLYL CARBONATE 1.00 CELLULOSE 0.55

Example 5 – SPF 25 Cream

INCI US SPF 25 CREAM ISOPROPYL MYRISTATE 3.70 STEARIC ACID 1.10 PHENOXYETHANOL 0.70 FRAGRANCE 0.30 WATER QS ALUMINUM STARCH OCTENYLSUCCINATE 1.10 ISOPROPYL ISOSTEARATE 2.20 ENSULIZOLE 2.00 PEG-100 STEARATE 0.20 AVOBENZONE 2.50 SODIUM HYALURONATE 0.10 GLYCERIN 17.00 LAUROYL LYSINE 1.10 OCTISALATE 4.80 CAPRYLOYL SALICYLIC ACID 0.30 CETYL ALCOHOL 1.90 TRIETHANOLAMINE QS CETEARYL ALCOHOL (and) CETEARYL GLUCOSIDE 0.60 DIMETHYL ISOSORBIDE 0.03 TOCOPHEROL 0.28 AMMONIUM POLYACRYLOYLDIMETHYL TAURATE 0.50 BEHENYL ALCOHOL 1.50 ACRYLAMIDE/SODIUM ACRYLOYLDIMETHYLTAURATE COPOLYMER (and) ISOHEXADECANE (and) POLYSORBATE 80 0.80 ADENOSINE 0.04 POLY C10-30 ALKYL ACRYLATE 0.10 BEMOTRIZINOL 1.75 HYDROXYETHYL ACRYLATE/SODIUM ACRYLOYLDIMETHYL TAURATE COPOLYMER 1.00 HYDROLYZED HYALURONIC ACID 0.11 TRISODIUM ETHYLENEDIAMINE DISUCCINATE 0.30 PERLITE 1.10 OCTYLDODECANOL 1.80 HYDROXYACETOPHENONE 0.50 NIACINAMIDE 2.00 SODIUM STEAROYL GLUTAMATE 0.50 SODIUM POLYACRYLATE STARCH 0.20

Claims (10)

A composition comprising a UV absorbing system comprising bemotrizinol and at least one additional organic UV filter selected from the group consisting of Octisalate, Ensulizole, Homosalate and Octocrylene, and mixtures thereof, wherein the composition has:
a critical wavelength of at least 370 nm;
an FPUVA/SPF ratio of at least 1/3; and/or
a UVA1/UV ratio of 0.7 or more. The composition of claim 1, wherein the composition also has an SPF value of at least 30. Composition according to any one of the preceding claims, wherein the UV absorbing system further comprises at least one mineral UV filter, preferably titanium dioxide and/or zinc oxide. A composition according to any preceding claim, wherein the UV absorbing system consists of at least one of avobenzone, bemotrizinol, Octisalate, Ensulizole, Homosalate, Octocrylene and mixtures thereof, preferably avobenzone. A composition according to any preceding claim, wherein the composition is free from mineral UV filters. A composition according to any preceding claim, wherein the composition is free of oxybenzone and/or octinoxate. A composition according to any preceding claim, wherein the composition is anhydrous. Composition according to any one of claims 1 to 6, in the form of an emulsion. Composition according to any one of the preceding claims, comprising at least one coloring agent. Composition according to any one of the preceding claims, comprising at least one active agent.