COMPOSITIONS COMPRISING A POLYPHENOL AND A GLYCEROL COMPOUND

Abstract

COMPOSITIONS COMPRISING A POLYPHENOL AND A GLYCEROLATED COMPOUND The present invention relates to compositions for use in skin makeup. The compositions comprise: (1) a solvent system comprising (i) water in an amount of at least about 10% by weight based on the total weight of the composition; and (ii) at least one C2-C5 monohydric alcohol in a concentration by weight in the composition that is about 55% or less and in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition prior to application; (2) at least one polyphenol X comprising at least two different phenol groups; (3) at least one nonionic compound Y that is glycerolated and has an HLB of at least about 7; and (4) at least one pigment. Figure for abstract: none

Description

Title of the invention: COMPOSITIONS COMPRISING A POLYPHENOL AND A GLYCEROL COMPOUND FIELD OF THE INVENTION

[0001] The present invention relates to compositions, in particular base compositions for cosmetics, comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one glycerolated non-ionic compound Y, as well as methods for manufacturing said compositions.

[0002] REVIEW OF THE CONTEXT

[0003] Currently, on the market for the care and makeup of keratin materials, many products claim to have a hold throughout the day, resistant to external factors such as water, sebum, mechanical friction, etc. (waterproof mascara, meal-resistant lipsticks, long-lasting foundations). Long-lasting products for lips, eyelashes, eyebrows or the face, which can be used at home, are mainly based on synthetic coating polymers in the presence of organic solvents.

[0004] However, consumers, who are increasingly demanding regarding the composition of their cosmetic products, are also seeking to use products whose ingredients are well tolerated, such as natural ingredients, whose ingredients have a low or zero environmental impact and / or whose ingredients are compatible with numerous packagings.

[0005] The aim of the present invention is to provide compositions which offer excellent hold of the expected cosmetic effects, in particular of the color of the makeup on keratin materials (skin, lips, nails, hair, eyelashes, eyebrows) which can range from a single day, including the removal of the makeup at the end of the day, to hold over several days, which is resistant to mechanical friction, water, sweat and perspiration, sebum, oil, cleaning products such as shower gels, shampoos, two-phase products and certain micellar waters.

[0006] There remains a need to provide improved compositions such as foundation compositions having improved properties with respect to the ease and / or comfort of application of the composition itself.

[0007] Accordingly, one aspect of the present invention is a composition, in particular a base composition, which has improved properties with respect to ease of composition and / or comfort of application of the composition, stability of the composition and / or stability of the color of the composition, and in particular improved properties relating to the presence of polyphenols such as tannic acid. in compositions, comprising properties such as improved stability and / or water resistance. Summary of the invention

[0008] The present invention relates to compositions, in particular base compositions for cosmetics, comprising a solvent system. The solvent system comprises water and the water is present in an amount of at least about 10% by weight based on the total weight of the composition. The solvent system comprises at least one C2-C5 monohydric alcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application. The compositions further comprise at least one glycerol-containing nonionic compound Y, optionally with a molar mass greater than 200 g / mol. In addition, the compositions comprise at least one pigment. In some embodiments, the glycerol-containing nonionic compound Y has an HLB greater than 7. In some embodiments, the at least one C2-C5 monohydric alcohol is present in the composition in a concentration by weight of about 55% by weight or less.In certain other embodiments, the at least one C2-C5 monohydric alcohol (e.g., ethanol) may be present in a concentration by weight in the composition ranging from about 5% to about 55%. In certain embodiments, the at least one C2-C5 monohydric alcohol is or includes ethanol.

[0009] According to certain other embodiments, the at least one C2-C5 monohydric alcohol (e.g., ethanol) is present in a weight concentration in the composition of about 5% to about 55%, water is present in a weight concentration in the composition of about 10% to about 40%, compound X and compound Y are each independently present in a weight concentration of about 0.5% to about 25%, and the at least one C2-C5 monohydric alcohol is present in a concentration such that a weight ratio of (C2-C5 monohydric alcohol) to (C2-C5 monohydric alcohol plus water) is at least about 0.3.

[0010] The present invention also relates to methods of caring for and / or making up, and / or priming for caring for and / or making up keratinous material by applying compositions of the present invention to the keratinous material in an amount sufficient to care for, and / or make up, the keratinous material.

[0011] It should be understood that both the foregoing general description and the following detailed description are provided by way of example and explanation only, and do not limit the invention. DETAILED DESCRIPTION OF THE INVENTION

[0012] In the following description of the invention and the claims appended thereto, it is to be understood that the terms used have their ordinary and customary meanings in art, unless otherwise stated.

[0013] “Approximately” as used herein means within 15% of the stated number (e.g., "about 10%" means from 8.5% to 11.5% and "about 2%" means from 1.7% to 2.3%), such as within 10% of the number indicated, such as within 5% of the number indicated.

[0014] “A” or “an” as used herein means “at least one”

[0015] “At least one” means one or more and thus includes components in individual as well as mixtures / combinations.

[0016] As used herein, all ranges provided are intended to include each specific range within the given ranges, and all combinations of subranges therein. Thus, a range of 1 to 5 specifically includes 1, 2, 3, 4, and 5, as well as subranges 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc. Ranges in the form of, for example, “from about 0.5%, 1% or 2% to about 4%, 5% or 15%,” also specifically contemplate from about 0.5% to about 4%, from about 0.5% to about 5%, from 0.5% to about 15%, from about 1% to about 4%, from about 1% to about 5%, from 1% to about 15%, from about 2% to about 4%, from about 2% to about 5%, and from 2% to about 15%.

[0017] “Film former”, “film-forming polymer” or “film-forming agent” as used herein means a polymer or resin that leaves a film on the substrate to which it is applied, for example, after a solvent accompanying the film-forming material has evaporated, been absorbed into, and / or dissipated on the substrate. The term "additional film-forming material" means film-forming materials other than compound X and compound Y that are capable of forming a film upon removal of the C2-C5 monohydric alcohol.

[0018] “Wax” as used herein means a lipophilic fatty compound that is solid at tem room temperature (25°C) and reversibly changes from the solid state to the liquid state, having a melting temperature greater than 30°C and, for example, greater than 45°C, and a hardness greater than 0.5 MPa at room temperature.

[0019] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as oxygen atoms and nitrogen 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.

[0020] “Volatile,” as used herein, means having a flash point less than about 100 ❖°C.

[0021] “Non-volatile,” as used herein, means having a flash point greater than about 100°C. “Polymer” as used herein means a compound that consists of at least two monomers.

[0022] “Polymer” as used herein means a compound that is comprised of at least two monomers.

[0023] “Exempt” or “substantially free” or “devoid of” as used herein means that although it is preferable 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 invention provided that such amounts do not materially affect at least one, preferably most, of the beneficial properties of the conditioning compositions of the invention. Thus, for example, "triethanolamine (TEA)-free" means that an effective amount (i.e., greater than trace amounts) of TEA is omitted from the composition, "substantially TEA-free" means that TEA is present in amounts not exceeding 0.1% by weight, and "TEA-free" means that TEA is present in amounts not exceeding 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph, such as, for example, oils (the compositions of the invention that are "oil-free," "substantially oil-free," and "oil-free" have meanings consistent with the discussion within this paragraph), even if not specifically stated for each identified ingredient. The discussed examples of the use of such language are intended to be provided by way of example, not limitation.

[0024] The term "makeup result" as used herein refers to compositions where the color remains the same or substantially the same as at the time of application, as seen with the naked eye, after an extended period of time. The "makeup result" may be evaluated by evaluating long-lasting properties by any method known in the art for evaluating such properties. For example, long-lasting may be evaluated by a test involving the application of a composition to keratinous materials such as the lips and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately after application to keratinous materials such as the lips and these characteristics may then be re-evaluated and compared after a period of time.Further, these characteristics may be evaluated relative to other compositions, such as commercially available compositions.

[0025] The expression "keratinous material" or "keratinous material" means natural nails, lips, skin such as that of the face, body, hands and the area around the eyes, and keratin fibers such as human hair, eyelashes, eyebrows, hair, as well as synthetic additions, such as false eyelashes, false eyebrows, false nails, etc.

[0026] The term "physiologically acceptable" means compatible with keratinous material and having a pleasant color, odor, and feel, and which does not cause unacceptable discomfort (tingling or tightness) that would discourage a consumer from using the composition. Acceptable pH levels for the compositions of the present invention are preferably slightly or somewhat acidic, i.e., less than 7, preferably 6.5 or less, preferably 6.0 or less, preferably 5.5 or less, including all ranges and sub-ranges therebetween, such as, for example, 3 to 5, 4 to 6, 3 to 4.5, etc.Furthermore, the compositions of the present invention may preferably be in the form of a spray composition such as, for example, a composition having sufficient fluidity to enable it to be adapted for aerosol spraying (preferably further containing a propellant) or manual spraying (e.g., pump spraying) as known in the art.

[0027] The compositions of the present invention may also be in the form of a gel composition. As used herein, a "gel composition" means a composition that does not flow like a liquid when applied to a substrate, a composition that has a three-dimensional network that prevents the composition from spreading onto, or dripping from, a substrate after application due to gravity. G' (storage modulus) is greater than G” (loss modulus) in all strain ranges up to 300% strain. Preferably, G' (storage modulus) is greater than G” (loss modulus) at low strain, but with G' decreasing and G” increasing, the gel may have a crossover point at >0.1% strain, preferably >1% strain, and preferably less than 200% strain, preferably less than 150% strain.

[0028] The term "gel crossover point" (Sol / Gel point) means the point at which G" (loss modulus) crosses G' (storage modulus), reported as % strain. This is the point at which a composition changes from a more solid state to a more liquid state. The following is an example of a method for determining a gel crossover point: G” (loss modulus) and G' (storage modulus) using a TA Instruments Discovery HR-3 rheometer, having a 40 mm 2° stainless steel cone and plate geometry. The test can be run at 25°C with an angular frequency test parameter of 1.0 rad / s and a logarithmic sweep: % strain from 0.01 to 100.0% or 1000.0% with 10 points per decade. Results reported as % strain.

[0029] The term "hydrogen bonding interaction" means an interaction involving a hydrogen atom of one of the two reactants and an electronegative heteroatom of the other reactant, such as oxygen, nitrogen, sulfur and fluorine. In the context of the invention, the hydrogen bond is formed between the hydroxyl (OH) functions of the reactive phenol groups of polyphenol X and the reactive hydroxyl groups of compound Y, which are capable of forming a hydrogen bond with those of said phenol groups of polyphenol X.

[0030] The expression "coating agent formed by interaction with hydrogen bonds of at least one polyphenol X comprising at least two different phenol groups with compound Y" means that the conditions are satisfied so that the reaction can be carried out between the two reagents, in particular that: i) the amount of polyphenol X is sufficient in the composition containing it, and ii) compound Y is soluble, miscible or solubilized by another solvent in the medium of the composition containing it, and iii) compound Y has a sufficient number of hydrogen bond acceptor groups to react with the phenol groups of polyphenol X and, in the medium of the composition containing it, and iv) compound Y, in the medium of the composition containing it, does not comprise in its structure any group which does not allow the formation of a hydrogen bond with the functions of the reactive phenol groups of polyphenol X, such as for example, one or more anionic groups.

[0031] A "natural compound" means any compound derived directly from a natural substance such as a plant without having undergone any chemical modification.

[0032] A "naturally occurring compound" means any compound derived from a natural compound that has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.

[0033] A “synthetic compound” means any compound that is not a natural compound or a naturally occurring compound.

[0034] “Room temperature” means 25°C.

[0035] “Atmospheric pressure” means 760 mmHg, or 105 pascals.

[0036] A “coating agent” means any compound that is capable of form a deposit on the surface of a keratin material to which it has been applied.

[0037] A "hydrogen bond inhibiting agent" means any compound which is capable of preventing a hydrogen bond interaction between polyphenol X and compound Y and / or which is capable of dissociating the complex formed by said interaction by breaking the hydrogen bond.

[0038] The compositions and methods of the present invention may comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the surfactant component of the composition may “consist essentially of” one or more identified surfactants or types of surfactants discussed below.

[0039] For the purposes of the present invention, the "fundamental and novel property" associated with the compositions, components and methods which "consist essentially of" the identified ingredients or actions is the "prevention of chemical precipitation or association generated by compound X and compound Y prior to use."

[0040] Reference is made herein to trademarked names of materials including, but not limited to, polymers and optional components. The inventors herein do not intend to be limited to the materials described and referenced by a certain trademarked name. Equivalent materials (e.g., those obtained from a different source under a different catalog name or (reference) number) to those referenced by a trademarked name may be substituted and used in the methods described and claimed herein.

[0041] All percentages and ratios are calculated by weight unless otherwise stated. All percentages are calculated based on the total weight of a composition unless otherwise stated. All levels of a component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources.

[0042] All U.S. patents or patent applications disclosed herein are expressly incorporated by reference in their entirety.

[0043] PolyphenolX

[0044] The present invention relates to compositions comprising at least one polyphenol X comprising at least two different phenol groups.

[0045] The polyphenols X which can be used according to the present invention include in their structure at least two different phenol groups.

[0046] The term "polyphenol" designates any compound containing in its chemical structure at least two and preferably at least three phenol groups.

[0047] The term "phenol group" means any group comprising an aromatic ring, preferably a benzene ring, including at least one hydroxyl (OH) group.

[0048] The term "different phenol groups" refers to phenol groups that are chemically different.

[0049] The polyphenols X which can be used according to the invention can be synthetic or natural. They can be in isolated form or contained in a mixture, particularly contained in a plant extract. Polyphenols are phenols comprising at least two phenol groups which are differently substituted on the aromatic ring.

[0050] The two categories of polyphenols are flavonoids and non-flavonoids.

[0051] Examples of flavonoids that may be mentioned include chalcones such as phloretin, phloridzin, aspalathin or neohesperidin; flavanols such as catechin, fisetin, kaempferol, myricetin, quercetin, rutin, procyanidins, proanthocyanidins, pyroanthocyanidins, theaflavins or thearubigins (or thearubrins); dihydroflavonols such as astilbin, dihydroquercetin (taxifolin) or silibinin; flavanones such as hesperidin, neohesperidin, hesperetin, naringenin or naringin; anthocyanins such as cyanidin, delphinidin, malvidin, peonidin or petunidin; catechin tannins such as tannic acid; isoflavonoids such as daidzein or genistein; neoflavonoids; lignans such as pyrore-sorcinol; and mixtures thereof.

[0052] Among the natural polyphenols which can be used according to the invention, mention may also be made of lignins.

[0053] Examples of non-flavonoids that may be mentioned include curcuminoids such as curcumin or tetrahydrocurcumin; stilbenoids such as astringin, resveratrol or rhaponticin; aurones such as aureusidin; and mixtures thereof.

[0054] As polyphenols which can be used according to the invention, mention may be made of chlorogenic acid, verbascoside, coumarins substituted by phenols.

[0055] According to a particular embodiment of the invention, the polyphenol X will be chosen from catechic tannins such as gallotannins chosen from a tannic acid; ellagitannins such as epigallocatechin, epigallocatechin gallate, castalagin, vescalagin, vescaline, castaline, casuarictin, castanopsinins, excoecarianins, grandinin, gradinin, roburines, pterocarinin, acutissimin, tellimagrandins, sanguiin, potentillin, pedunculagin, geraniin, acid chebulagic, repan-disinic acid, ascorgeraniin, stachyurine, casuarinin, casuariin, punicacortein, co-riariin, cameliatannin, isodeshydrodigalloyl, dehydrodigalloyl, hellinoyl, puni-calagin and rhoipteleanins.

[0056] According to a particular embodiment of the invention, the polyphenol X is an epigallocatechin, in particular a green tea extract having the INCI name Green Tea Extract (green tea extract), comprising in particular at least 45% of epigallocatechin relative to the total weight of said extract, for example, the product marketed under the name Dermofeel Phenon 90 MC® by the company Evonik Nutrition & Care or the product marketed under the name Tea Polyphenols Green Tea Extract® by the company Tayo Green Power.

[0057] According to a particular embodiment of the invention, polyphenol X is a procyanidin or a mixture of procyanidins, in particular an extract of maritime pine bark having the INCI designation Pinus pinaster Bark / Bud Extract (pinus pinaster bark / bud extract), comprising in particular at least 65% by weight of procyanidins relative to the total weight of said extract, such as the product marketed under the name Pycnogenol® by the company Biolandes Arômes.

[0058] Tannic acid will be used more particularly as polyphenol X.

[0059] According to a particular embodiment, the polyphenol(s) X according to the invention is / are preferably present in a content greater than or equal to 0.5% by weight, such as from approximately 0.5%, 0.75%, 1%, 1.5% or 2% to approximately 2.5%, 4%, 5%, 10%, 15%, 20%, 25% or 30% - all being percentages by weight relative to the total weight of the composition containing it / them.

[0060] Non-ionic compound

[0061] The present invention provides compositions comprising at least one glycerolated nonionic compound Y having an HLB of at least about 7. Optionally, compound Y will have a molecular weight greater than 200 g / mol. In a preferred embodiment, the molar weight of compound Y is greater than 350 g / mol. In some embodiments, compound Y is surface-active (i.e., is a surfactant) and may be capable of reducing a surface tension of deionized water when placed in such deionized water at a surfactant concentration of 0.25 wt.% at room temperature and a pressure less than about 60 mN / m, such as less than about 50 mN / m, such as less than about 40 mN / m.

[0062] For the purposes of the present invention, the term "glycerol compound" refers to any molecule comprising in its chemical structure a glycerol group or a chain comprising glycerol units -(O-CH2-CHOH-CH2)m, where m is greater than or equal to 1. In certain preferred embodiments, the glycerol compound is a polyglycerol compound meaning that m is greater than or equal to 2. In this specification, "PG" is used as an abbreviation for polyglycerol or poly-glyceryl.

[0063] As examples of monoglycerolated or polyglycerolated or polyoxyalkylenated nonionic Y compounds, the following compounds may be mentioned:

[0064] (1) glycerolated alkyl ethers such as glyceryl lauryl ether,

[0065] (2) nonionic surfactants of (poly)glycerolated alkyl ether, in particular chosen among polyglyceryl-2-oleyl ether and polyglyceryl-4 oleyl ether,

[0066] (3) glycerol or polyglycerol esters of fatty acids, which are optionally po- lyhydroxylated, in particular chosen from polyglycerol-2 oleate, poly-glyceryl-4 caprate, polyglyceryl-6 caprylate, polyglyceryl-3 dicitrate / stearate, dioleate polyglyceryl-10, polyglyceryl-10 laurate, glyceryl stearate citrate.

[0067] Compound Y may also optionally be polyoxyalkenated. For the purposes of the present invention, the expression "polyoxyalkenated compound" designates any molecule comprising in its chemical structure at least one chain comprising oxyalkylene units, in particular oxyethylene units - (OCH2CH2)n and / or oxypropylene units - (OCH2CH2CH2)P, where n and p are greater than or equal to 2.

[0068] Examples of glycerolated compounds that are also polyoxyalkenated include polyoxyethylenated alkylglycerides, particularly selected from PEG-6 Caprylic / Capric Glycerides, PEG-60 Almond Glycerides, PEG-10 Olive Glycerides and PEG-45 Palm Kernel Glycerides; PEG-7 Caprylic / capric triglycerides, and PEG-7 Glyceryl cocoate.

[0069] According to a preferred embodiment, the compound(s) Y will be chosen from polyglycerol fatty acid esters, in particular polyglyceryl-2 oleate, poly-glyceryl-4 caprate, polyglyceryl-6 caprate, polyglyceryl-10 dioleate; and mixtures thereof.

[0070] According to certain embodiments, the glycerolated Y compounds are chosen from those having a single carbon chain or, if they have multiple carbon chains, then the multiple carbon chains are unsaturated.

[0071] According to a particular embodiment, the compound(s) Y according to the invention is / are preferably present in a content greater than or equal to 0.5% by weight. According to a particular embodiment, the compound(s) Y according to the invention is / are preferably present in a concentration by weight of approximately 0.5%, 0.75%, 1%, 1.5% or 2% to approximately 2.5%, 4%, 5%, 10%, 15%, 20% or 30% - all being percentages by weight relative to the total weight of the composition containing it / them. According to certain embodiments, the compound Y has on average from two to ten glycerol units per molecule.

[0072] According to a preferred embodiment of the invention, the molar ratio of the reactive hydroxyl groups (OH) of the polyphenol(s) X to the hydroxyl groups of the compound(s) Y which are reactive with those of the polyphenol(s) X preferably ranges from 1 / 3 to 20 (20 / 1), preferably from 1 / 2 to 15 (15 / 1) and preferably from 3 / 4 to 4 (4 / 1).

[0073] According to certain embodiments, the at least one polyphenol X comprising at least two different phenol groups and the at least one glycerol-containing nonionic compound Y having an HLB of at least about 7 are present in the composition in a weight ratio X:Y of about 1:10 to about 10:1, such as about 1:5 to about 5:1, such as about 1:3 to about 3:1, such as about 1:1 to about 3:1.

[0074] C2-C5 monoalcohol / Water

[0075] The present invention provides compositions comprising at least one C2-C5 monoalcohol. Suitable C2-C5 monoalcohols include ethanol, propanol, butanol, pentanol, isopropanol, isobutanol and isopentanol. Ethanol is particularly preferred.

[0076] For use in foundation and other facial makeup, according to some embodiments, it is desirable to limit the concentration of C2-C5 monohydric alcohols to less than about 55% by weight in the composition. According to some embodiments, the concentration of C2-C5 monohydric alcohols in the composition ranges from about 5%, 15%, 25%, 35% or 40% to about 40%, 45%, 50% or 55%.

[0077] Further, in some embodiments, the at least one C2-C5 monohydric alcohol is present in a concentration by weight that is effective to inhibit the formation of a precipitate of compound X and compound Y in the composition prior to application. To avoid precipitation, according to some embodiments, in the solvent system, the C2-C5 monoalcohol(s) is / are present at a weight ratio of (C2-C5 monoalcohol) to (C2-C5 monoalcohol plus water) of at least about 0.3, such as at least about 0.35, such as at least about 0.4, such as in the range of about 0.3, 0.35, 0.40, 0.45, 0.50, 0.55, 0.60, 0.65, 0.70 or 0.75 to about 0.70, 0.75, 0.80, 0.95 or 0.90. In some embodiments, the C2-C5 monoalcohol(s) is / are present in the solvent system from about 0.75 to about 0.90.In some other embodiments, the remainder of the solvent system is water (i.e., the solvent system is substantially free or free of solvents other than water and C2-C5 monohydric alcohol).

[0078] In some embodiments, it is generally desirable to limit water to less than about 70% by weight in the composition. In some embodiments, the concentration by weight of water in the composition ranges from about 10% to about 40%, 50% or 60%.

[0079] In some embodiments, in the solvent system, water is present at a weight ratio of water to (C2-C5 monoalcohol plus water) of about 0.10, 0.20 or 0.30 to about 0.30, 0.40, 0.50, 0.60 or 0.70.

[0080] Further, according to certain other embodiments, the various ingredients are present such that: the at least one C2-C5 monohydric alcohol (e.g., ethanol) is present in a concentration by weight in the composition of about 5% to about 55%, water is present in a concentration by weight in the composition of about 10% to about 40%, compound X and compound Y are each independently present in a concentration by weight of about 0.5% to about 25%, and the at least one C2-C5 monohydric alcohol is present in a concentration such that a weight ratio of (C2-C5 monohydric alcohol) to (C2-C5 monohydric alcohol plus water) is at least about 0.3, such as at least about 0.4, such as at least about 0.5, such as at least about 0.6, such as at least about 0.7.

[0081] Preferably, the solvent component of the compositions of the present invention consists essentially of, or consists of, water and C2-C5 monohydric alcohols. Preferably, the solvent component of the composition is "free of", "lacking" or "substantially free of" solvents other than water and C2-C5 monohydric alcohols.

[0082] Coloring agents

[0083] Preferred embodiments of the present invention provide compositions optionally further comprising at least one coloring agent.

[0084] According to these embodiments, the at least one coloring agent is preferably selected from pigments, dyes, such as fat-soluble dyes, pigments including pearlescent pigments and pearlescent agents. According to certain preferred embodiments, the composition includes at least one pigment.

[0085] Representative fat-soluble dyes that may be used according to the present invention include Sudan Red, DC Red 17, DC Green 6, β-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5, annatto, and quinoline yellow. Fat-soluble dyes, if any, generally have a concentration of up to 20% by weight of the total weight of the composition, such as from 0.0001% to 6%, including all ranges and sub-ranges therebetween.

[0086] The pigments, which can be used according to the present invention, can be selected from white, colored, inorganic, organic, polymeric, non-polymeric, coated and uncoated pigments. Representative examples of inorganic pigments include titanium dioxide, optionally surface-treated, zirconium oxide, zinc oxide, cerium oxide, iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate and ferric blue. Representative examples of organic pigments include carbon black, D & C type pigments, and lakes based on cochineal carmine, barium, strontium, calcium and aluminum.Pearlescent pigments such as titanium or bismuth oxychloride coated mica, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment selected from those mentioned above, and bismuth oxychloride based pearlescent pigments may also be used.

[0087] The pigments may be present in an effective coloring amount. By "effective coloring amount" is meant that the pigments may be present in an amount sufficient to provide visual color, such that when the compositions are applied to the face and viewed under normal lighting conditions (e.g., ASTM DI729-2016) on Fitzpatrick skin phototype 111. The pigments may be present in the composition in a concentration ranging from 30% by weight of the total weight of the composition, such that 2.5% to 20%, and further such as 5% to 15%, including all ranges and sub-ranges therebetween.

[0088] However, it is possible that the compositions of the present invention are free, substantially free or devoid of coloring agents as defined above.

[0089] Gelling agent

[0090] Preferred embodiments of the present invention provide compositions optionally further comprising at least one gelling agent. Suitable gelling agents include amphiphilic polymers.

[0091] The amphiphilic polymers may comprise at least one ethylenically unsaturated monomer, containing a sulfonic group, in free form or in partially or totally neutralized form.

[0092] The amphiphilic polymers may comprise at least one hydrophobic portion. The hydrophobic portion present in these "polymers" preferably contains from 6 to 50 carbon atoms, preferably from 6 to 22 carbon atoms, preferably from 6 to 18 carbon atoms and preferably from 12 to 18 carbon atoms, including all ranges and sub-ranges therebetween.

[0093] The amphiphilic polymers may have a molar mass ranging from 50,000 g / mol to 10,000,000 g / mol, preferably from 80,000 g / mol to 8,000,000 g / mol, and preferably from 100,000 g / mol to 7,000,000 g / mol.

[0094] The amphiphilic polymers may be based on at least one ethylenically unsaturated hydrophilic monomer A and on at least one hydrophobic monomer B. Preferably, the monomer A comprises a strong acid function, in particular a sulfonic acid or phosphonic acid function.The hydrophobic monomer B comprises at least one hydrophobic radical, selected from: saturated or unsaturated C6-C18 linear alkyl radicals (e.g., n-hexyl, n-octyl, n-decyl, n-hexadecyl, n-dodecyl or oleyl); branched alkyl radicals (e.g., isostearic) or cyclic alkyl radicals (e.g., cyclododecane or adamantane); C6-C18 fluoro or alkylfluoro radicals (e.g., the group of formula —(CH2)2—(CF2)9—CF3); a cholesteryl radical or radicals derived from cholesterol (e.g., cholesteryl hexanoate); aromatic polycyclic groups, e.g., naphthalene or pyrene; and silicone or alkyl-silicone or alkylfluorosilicone radicals. Among these radicals, linear and branched alkyl radicals are preferred.

[0095] The amphiphilic polymers can be crosslinked. The crosslinking agents can be chosen, for example, from polyolefinically unsaturated compounds commonly used for crosslinking polymers obtained by radical polymerization. According to a preferred embodiment of the invention, the crosslinking agent is selected from methylenebisacrylamide, allyl methacrylate or trimethylolpropane triacrylate (TMPTA). The degree of crosslinking is preferably from 0.01 mol% to 10 mol%, and preferably from 0.2 mol% to 2 mol%, relative to the polymer, including all ranges and sub-ranges therebetween.

[0096] The amphiphilic polymers can be homopolymers or copolymers.

[0097] The amphiphilic polymers may be partially or completely neutralized with an inorganic base (e.g., sodium hydroxide, potassium hydroxide, or liquid ammonia) or an organic base such as monoethanolamine, diethanolamine, triethanolamine, aminomethylpropanediol, N-methylglucamine, or basic amino acids, e.g., arginine and lysine, and mixtures thereof.

[0098] The amphiphilic polymers may be water-soluble or water-dispersible homopolymers such as, for example, optionally crosslinked polymers of sodium 2-acrylamido-2-methylpropane sulfonic acid such as that used in the commercial product SIMULGEL 800 (CTFA name: Sodium Polyacryloyldimethyl Taurate), crosslinked polymers of ammonium 2-acrylamido-2-methyl propane sulfonate acid (INCI name: AMMONIUM POLYACRYLDL MEHYLTAURAMIDE) such as the product marketed under the trade name HOSTACERIN AMPS by Clariant.

[0099] The amphiphilic polymers may be chosen from crosslinked or non-crosslinked amphiphilic polymers of 2-acrylamido-2-methylpropanesulfonic acid (AMPS) and at least one ethylenically unsaturated monomer comprising at least one hydrophobic portion containing from 6 to 30 carbon atoms, preferably from 6 to 22 carbon atoms, preferably from 6 to 18 carbon atoms and preferably from 12 to 18 carbon atoms, including all ranges and sub-ranges therebetween.

[0100] Suitable examples of amphiphilic polymers include, but are not limited to, hydrophobically modified sulfonic acid copolymers such as Ammonium Acryloyldimethyltaurate / VP Copolymer (Aristoflex AVC from Clariant), Ammonium Acryloyldimethyltaurate / Beheneth-25 Methacrylate Crosspolymer (Aristoflex HMB from Clariant) (ethoxylated crosslinked AMPS / behenyl methacrylate), Ammonium Acryloyldimethyltaurate / Steareth-25 Methacrylate Crosspolymer (Aristoflex HMS) (ethoxylated copolymer of AMPS / stearyl methacrylate crosslinked with trimethylol triacrylate), Aristoflex SNC (ethoxylated crosslinked AMPS / C16-C18), Aristoflex LNC (uncrosslinked AMPS / C12-C14), and mixtures of these.

[0101] According to other embodiments of the present invention, the gelling agent is an acrylic acid polymer, such as a high molecular weight homo or copolymer of acrylic acid which can be crosslinked with a polyalkenyl polyether - for example, a "carbomer".

[0102] Preferably, where appropriate, the gelling agent(s) is / are present in the compositions of the present invention in amounts ranging from about 0.05 to about 5% by weight, preferably from 0.1 to 2.5% by weight, preferably from 0.3 to 2% and most preferably from 0.5 to 1% by weight, all weights being based on the weight of the composition as a whole, including all ranges and sub-ranges therebetween such as, for example, 0.1 to 1.5%, 0.25 to 1.25%, 0.4 to 0.75%, etc.

[0103] Oily / fatty phase

[0104] According to embodiments of the present invention, the compositions of the present invention may further optionally comprise at least one oil. "Oil" means any non-aqueous medium that is liquid at room temperature (25°C) and atmospheric pressure (760 mm Hg). Suitable oils may be volatile or non-volatile.

[0105] Suitable oils include volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having a room temperature viscosity of 6 cSt or less and having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the invention include octamethyltetrasiloxane, decamethylcyclopenta-siloxane, 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.

[0106] Suitable oils include volatile non-silicone 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 C8-C16 alkanes such as C8-C16 isoalkanes (also known as isoparaffins), isododecane, isodecane, and, for example, oils marketed under the trademarks Isopar or Permethyl. Preferably, the volatile non-silicone oils have a flash point of at least 40°C.

[0107] Suitable oils include synthetic oils or esters of formula R5COOR 6 wherein R5 represents a linear or branched higher fatty acid residue containing from 1 to 40 carbon atoms, including from 7 to 19 carbon atoms, and R6 represents a branched hydrocarbon-based chain containing from 1 to 40 carbon atoms, including from 3 to 20 carbon atoms, with R6 + R7 ❖ 10, such as, for example, Purcellin oil (cetostearyl octanoate), isononyl isononanoate, C12-C15 alkyl benzoate, isopropyl myristate, 2-ethylhexyl palmitate and octanoates, decanoates or ricinoleates of alcohols or polyalcohols; hydroxylated esters, for example isostearyl lactate or diisostearyl malate; pentaerythritol esters; and synthetic ethers containing 10 to 40 carbon atoms.

[0108] Optionally, the oil(s) is / are present in the compositions of the present invention in an amount ranging from about 0.1% to about 20% by weight, more preferably from about 0.4% to about 15% by weight, and most preferably from about 0.5% to about 10% by weight, based on the total weight of the composition, including all ranges and sub-ranges within those ranges.

[0109] In some embodiments, however, the compositions of the present invention are substantially free, devoid of, or free of oils.

[0110] However, in some embodiments in which one or more oils are included, the composition may be an emulsion. In other embodiments, the emulsion has an external fatty phase and as such may be a water-in-oil (or water-in-silicone) emulsion. As will be readily appreciated by those skilled in the art, the fatty phase generally includes one or more oils, waxes, silicones and / or other water-insoluble ingredients. [YES] Additional additives

[0112] The composition of the invention may also comprise any additive commonly used in the field under consideration. For example, film-forming agents, waxes, dispersants such as poly(12-hydroxystearic acid), sunscreens, preservatives, perfumes, fillers, neutralizing agents, cosmetic and dermatological active agents, moisturizers, silicone elastomers, chelating agents and mixtures thereof may be added. In certain embodiments, the compositions of the invention include at least one rheology modifier and / or at least one filler.

[0113] Rheology modifiers, as recognized by those skilled in the art, include ingredients whose function is to modify rheological properties. These ingredients include natural gums, natural or synthetic polymers, clays, and the like.

[0114] Fillers, as recognized by those skilled in the art, include ingredients whose function is to create volume, slip or texture and may incidentally also modify rheology. Such ingredients include, for example, boron nitride, starch powders, talc, mica, rice powders, silicas and the like.

[0115] Additional film-forming agents, as recognized by those skilled in the art, include, for example, silicones such as silicone resins, methanes, or any various hydrocarbon film-forming polymers such as those including acrylic functionality (ethylenic unsaturation), polyester functionality, vinyl functionality, and the like.

[0116] Humectants, as recognized by those skilled in the art, include, for example, polyhydric alcohols, such as glycerin and various glycols such as butylene glycol, hexylene glycol, hydroxyethyl urea and the like.

[0117] A non-exhaustive list of such ingredients may be found in US Patent Application Publication No. 2004 / 0170586, the entire contents of which are incorporated herein by reference. Other examples of suitable additional components may be found in the other references which have been incorporated by reference into this application.

[0118] A person skilled in the art will take care to select any additional additives and / or their quantity so that the advantageous properties of the composition according to the invention are not, or not significantly, compromised by the envisaged addition.

[0119] These substances can be chosen in various ways by those skilled in the art in order to prepare a composition which has the desired properties, for example, consistency or texture.

[0120] It goes without saying that the composition of the invention must be cosmetically or dermatologically acceptable, namely that it must contain a physiologically acceptable non-toxic carrier and must be able to be applied to the eyelashes of human beings.

[0121] Methods of use

[0122] Preferred embodiments of the present invention provide methods of caring for, and / or making up, and / or treating keratinous material by applying compositions of the present invention to the keratinous material in an amount sufficient to care for and / or make up the keratinous material, and / or to prepare for caring for and / or making up the keratinous material. Preferably, "making up" the keratinous material includes applying at least one coloring agent to the keratinous material (either in the composition itself or in a color layer composition applied over the composition) in an amount sufficient to provide color to the keratinous material.

[0123] In accordance with the foregoing preferred embodiments, the compositions of the present invention are applied topically to the desired keratinous material in an amount sufficient to care for the keratinous material, and / or to make it up, and / or to prepare for caring for and / or making 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., a color coat composition or a top coat applied over the composition). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less. The compositions may be used in particular, as a foundation or other facial makeup (excluding, for example, the eye area and / or the lip area) such as blush, concealer, highlighter, bronzer and the like.

[0124] Unless otherwise stated, all numbers expressing amounts of ingredients, reaction conditions, etc. used in the description and claims are to be understood as being modified in all cases by the term "about". Accordingly, unless otherwise stated, the numerical parameters provided in the following description and the appended claims are approximations which may vary depending on the desired properties sought to be achieved by the present invention.

[0125] Although the numerical ranges and parameters defining the broad scope of the invention are approximations, the numerical values provided 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 invention without limiting its scope accordingly. Percentages are provided on a weight basis. Examples

[0126] Example I - Sample Formulations and Ethanol Tolerance Test

[0127] Sample formulations were prepared by first making a stock solution of eight grams of ethanol, 1 gram of water, 1 gram of tannic acid, and 1 gram of a glycerol-containing nonionic compound Y. Water was sequentially added to the stock solution to achieve a monoalcohol / total solvent ratio (in this case, % monoalcohol / (% monoalcohol + % water)) which was 0.8. The appearance of turbidity or precipitation was noted. Additional water was then added to achieve an alcohol / total solvent ratio of 0.75. The appearance of turbidity or precipitation was again noted. This continued up to ratios of 0.70 and then further in increments of 0.05 until reaching 0.30. The results were recorded as "clear" (C) or exhibiting turbidity or precipitate (X). The results are shown in Tables 1 and 2 below:

[0128] [Tableauxl] Ethanol % Comp. Y PG-2 Oleate PG-2 Di-isostea rate PG-3 Di-isostea rate PG-6 Caprylate PG-6 Polyricinoleate HLB 7 4 4 14 3 80 CCXCX 75 CXXCX 70 CXXCX 65 c XX c c X 40 XXXXX 35 XXXXX 30 XXXXX

[0129] Ethanol tolerance test for various Y compounds

[0130] [Tables2] Ethano 1% Comp. Y PG-4 Caprate PG-4 Diisostearate / Polyhydroxystearate / Sebacate PG-10 Dioleate PG-6 Dicaprate HLB 14 5 11.9 10.2 80 CXXC 75 CXXC 70 CXXX 65 c XXX 60 c XXX 55 c XXX 50 c X c 35 XX c

[0131] Ethanol tolerance test for various additional Y compounds

[0132] Example II - Sample Formulations and Wear Testing

[0133] Sample formulations were prepared by combining and mixing the ingredients below to form various test compositions, all identical except for the polyglycerolated nonionic compound Y.

[0134] A water resistance test was performed by applying 20 microliters of sample formulation to a dry forearm and then spreading the sample evenly with the finger over a 3 cm by 3 cm square area. The samples were dried (typically 45 minutes) under ambient conditions and then rubbed with the fingers under warm running water. The samples were rubbed along the length of the arm toward the wrist and back toward the elbow 10 times (for a total of 20 passes on each sample deposit). The remaining color was compared to the initial color of the deposit, assessed visually, and then given a comparative score.

[0135] The test compositions and water resistance test results are shown below.

[0136] [Tables3] Ex. 1 Ex. 2 Ex. 3 Deionized Water 36.9 36.9 36.9 Ethanol 36.9 36.9 36.9 Tannic Acid 5 5 5 PG-4 Caprate 5 0 0 PG-6 Caprylate 0 5 0 PG-2 Oleate 0 0 5 AMPS Polymer 1.2 1.2 1.2 Pigment Blend 15 15 15 Water Resistance Acceptable Acceptable Acceptable

[0137] Water resistance test

[0138] Example III - Evaluation of X:Y (Polyphenol: Polyoxyalkylene Compound) ratios for ethanol tolerance,

[0139] Five compositions were prepared and evaluated for ethanol tolerance (clarity / turbidity / precipitate) by first mixing tannic acid (5 wt%), water (52.25 wt%), and ethanol (42.75 wt%) to form a first stock solution of tannic acid; and polyglyceryl-6 caprylate (5 wt%) in water (52.25 wt%) and ethanol (42.75 wt%) to form a second stock solution of polyglycerolated compound. The first and second stock solutions were mixed in various volume ratios (1:3 to 3:1) to form five test compositions such that the test compositions had an approximate weight ratio of X:Y as shown in Table 4, below, which also shows the test results. A “C” indicates that all test compositions were clear and had no noticeable turbidity or precipitation.

[0140] [Tables4] X:Y 3:1 2:1 1:1 1:2 1:3 Ethanol Tolerance CCCCC

[0141] Ethanol tolerance test

[0142] The results indicate that the various ratios of X:Y were able to tolerate ethanol [weight ratio of (C2-C5 monoalcohol) to (C2-C5 monoalcohol plus water) of 0.45].

Claims

Claims

1. A composition comprising: (a) a solvent system comprising (i) water in an amount of at least about 10% by weight based on the total weight of the composition; and (ii) ethanol in a concentration by weight in the composition that is about 55% or less and wherein the ethanol is present in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition prior to application; (b) at least one polyphenol X comprising at least two different phenol groups; (c) at least one glycerolated nonionic compound Y having an HLB of at least about 7; and (d) at least one pigment.

2. A composition according to claim 1, wherein the at least one polyphenol compound X is tannic acid.

3. A composition according to any preceding claim, wherein the at least one glycerol-containing non-ionic compound Y has on average from two to ten glycerol units per molecule.

4. A composition according to any preceding claim, wherein the composition is a water-in-oil emulsion.

5. A composition according to any preceding claim, wherein ethanol is present in the composition in a concentration by weight of about 5% to about 55% by weight.

6. A composition according to any preceding claim, wherein the ethanol is present in the composition in a concentration by weight of about 35% to about 55% by weight of the composition.

7. A composition according to any preceding claim, wherein the at least one polyphenol X comprising at least two different phenol groups and the at least one glycerolated nonionic compound Y having an HLB of at least about 7 are present in the composition in a weight ratio X:Y of about 1:3 to about 3:

1.

8. A composition according to any preceding claim, further comprising an ingredient selected from at least one rheology modifier, at least one filler, at least one additional film-forming agent, at least one humectant and combinations thereof.

9. Composition according to any one of the preceding claims, wherein ethanol is present in a concentration by weight in the composition of about 5% to about 55%, wherein water is present in a concentration by weight in the composition of about 10% to about 40%, wherein compound X and compound Y are each independently present in a concentration by weight of about 0.5% to about 25%, and wherein ethanol is present in a concentration such that a weight ratio of (ethanol) to (ethanol plus water) in the composition is at least about 0.

3.

10. A method of making up keratinous material comprising applying the composition according to claim 1 to the keratinous material.