FR3137572A1 - COMPOSITIONS SUITABLE AS FIXATORS - Google Patents

Abstract

COMPOSITIONS SUITABLE AS FIXATORS The invention relates to compositions, in particular fixative compositions for cosmetic products, including (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic Y (poly)glycerolated and/or polyoxyalkylenated compound; (3) a solvent system including (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 monoalcohol in an amount effective to inhibit the formation of a precipitate of Compound X and Compound Y in the composition prior to application; (4) at least one chelating agent; and (5) at least one ascorbic acid compound, as well as methods, kits, and assemblies comprising such compositions in container(s) or application. Figure for the abstract: None

Description

COMPOSITIONS SUITABLE AS FIXATORS FIELD OF THE INVENTION

The present invention relates to compositions, in particular fixative compositions for cosmetic products, comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic compound Y (poly)glycerol and/or polyoxyalkylenated; (3) 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 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application; (4) at least one chelating agent; and (5) at least one ascorbic acid compound, as well as methods, kits and assemblies comprising such compositions in container(s) or application.

REVIEW OF THE CONTEXT

Currently, on the keratin materials care and makeup market, many products claim to last all day long, 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 face, which can be used at home, are mainly based on synthetic coating polymers in the presence of organic solvents. For lip makeup and facial makeup, compositions are known comprising a silicone resin as a coating agent, such as the compound having the name INCI: Trimethylsiloxysilicate or a compound having the name INCI: Polypropylsilsesquioxane, or as a variant a silicone acrylate copolymer such as the product with the INCI name: Acrylates/polytrimethylsiloxymethacrylate copolymer). Long-lasting makeup products for eyelashes and/or eyebrows (mascaras, liner) use waxes or film-forming polymer particles in aqueous suspension of the latex type (namely: styrene/acrylate copolymers).

In addition to these long-lasting products, the current trend is for semi-permanent makeup. Particularly in recent years, classic makeup products have found themselves competing with the semi-permanent makeup market in professional salons. It is found in the eye makeup sector (semi-permanent mascara, permanent eyelash makeup, eyelash extensions, etc.), eyebrows (semi-pigmentation known as blade pigmentation), complexion (freckles, grains beauty or entire face, healthy glow effect or radiant complexion) or lips (semi-permanent tattoo). This new trend pushes consumers to look for longer and longer wear for greater practicality (avoid putting on and removing makeup daily, healthy glow when you wake up, etc.).

However, consumers, who are increasingly demanding about the composition of their cosmetic products, are also seeking to use products whose ingredients are well tolerated such as natural ingredients, whose ingredients have little or no environmental impact and/or whose ingredients are compatible with many packages.

The aim of the present invention is to propose compositions which offer excellent retention of the expected cosmetic effects, in particular of the color of makeup on keratin materials (skin, lips, nails, hair, eyelashes, eyebrows) which can extend the duration of the cosmetic composition on keratin materials, as well as improving the hold of the cosmetic composition on keratin materials and its resistance to external forces such as mechanical friction, water, sweat and perspiration, sebum, oil, etc.

Furthermore, the aim of the present invention is to propose compositions which offer a hold of the expected cosmetic effects, in particular of the color of the makeup on keratin materials, associated with a good level of comfort compared to conventional systems, in particular to silicone resin base.

The use of tannic acid in compositions has been reported. For example, document CN104971200 is entitled “Tannic acid pH-stable hemorrhoid gel and preparation method thereof” and describes the purpose of providing a gel against hemorrhoids with tannic acid at a stable pH such that when the gel comes into contact with weak alkaline anal tissue and weak alkaline stool, it can still maintain pH=4.5-4.8, so tannic acid and other raw materials act synergistically, play a better role in wound healing astringent for hemorrhoids.

In addition, the document CN108175765 is titled “Acid-sensitive controlled-release anti-inflammatory gel as well as preparation method and application thereof”, where the object is to design a hyaluronic acid hydrogel structure according to the drop characteristics pH caused by the accumulation of inflammatory metabolites in the joint cavity, to provide an acid-sensitive controlled release anti-inflammatory gel which is formed by hyaluronic acid modified by phenylboronic acid and tannic acid in neutral to weakly alkaline conditions.

Document US 8,377,853 (corresponding to document CA2649412) is entitled “Aqueous gels for well bore strengthening” and discloses in the abstract “A process for treating a geological formation is disclosed, the process may include: the injection of 'a gelling agent in the geological formation; injecting a crosslinking agent into the geological formation; and reacting the gelling agent and the crosslinking agent to form a gel. The gelling agent may include at least one of lignin, lignosulfonate, tannin, tannic acid, modified lignin, modified lignosulfonate, modified tannin, modified tannic acid, biopolymers, starches, carboxymethylcellulose , polyacrylates, polyacrylamides, polyamines, polyether amines, polyvinyl amines, polyethylene imines and combinations thereof. The crosslinking agent may include at least one of ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, butylene glycol diglycidyl ether, sorbitol polyglycidyl ether, trimethylolpropane triglycidyl ether, sorbitol polyglycidyl ether, neopentyl glycol diglycidyl ether, 1,6- epoxidized hexanediol, aziridine derivatives, epoxy functionalized polyalkalene glycols, oxidized starch, polymeric dialdehyde, aldehyde adduct, tetra methoxy propane, hydrolyzed acetal and combinations thereof.”

In addition, general stabilizing effects of compositions using various ingredients have also been reported, such as in Effect of Sodium Metabisulphite and Disodium Ethylenediaminetetraacetic acid (EDTA) on the Stability of Ascorbic Acid in Vitamin C Syrup, Researcher 2014; 6(10), which concerns the use of EDTA and sodium meta bisulfite and additional ascorbic acid to improve the stability of vitamin C syrup.

It remains necessary to provide improved compositions such as fixative compositions having improved properties with respect to the ease and/or comfort of application of the composition, the stability of the composition and/or the stability of the color of the composition. the composition, and in particular improved properties linked to the presence of polyphenols such as tannic acid in the compositions, including properties such as improved stability of the polyphenols with respect to oxidation and/or hydrolysis leading to an aggregation of by-products.

Accordingly, one aspect of the present invention is a composition, particularly a fixative composition, which has improved properties with respect to ease and/or comfort of application of the composition, stability of the composition and/or to the color stability of the composition, and in particular improved properties related to the presence of polyphenols such as tannic acid in the compositions, including properties such as improved stability of the polyphenols with respect to oxidation and/or hydrolysis leading to aggregation of by-products.

The present invention relates to compositions, in particular fixative compositions for cosmetic products, comprising (1) at least one polyphenol or polyoxyalkylenated, (3) 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 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application, (4) at least one chelating agent and (5) minus one ascorbic acid compound. Preferably, the composition further comprises at least one gelling agent. Further preferably, the composition is a gel composition and/or has a pH less than 7.

The present invention also relates to methods of 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.

The present invention also relates to methods of fixing a cosmetic composition (e.g., color coat composition) and/or priming the keratinous material for a cosmetic composition (e.g., color coat composition) by application of compositions of the present invention on the keratinous material (primer) and/or a cosmetic composition (e.g., color coat composition) previously applied to the keratinous material (fixation) in an amount sufficient to prime the keratinous material for the composition cosmetic and/or in a sufficient quantity to obtain fixation of the cosmetic composition previously applied to the keratinous material.

The present invention also relates to kits comprising, in the form of separate compositions in one or more containers within the kits, (A) a composition, in particular a fixative composition for cosmetic products, comprising (1) at least one polyphenol X comprising at least two different phenol groups, (2) at least one nonionic compound approximately 10% by weight relative to the total weight of the composition; and (ii) at least one C2-C5 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application, (4) at least one chelating agent and (5) minus one ascorbic acid compound; and (B) at least one color coat composition comprising at least one colorant. Preferably, the composition further comprises at least one gelling agent. Further preferably, the composition is a gel composition and/or has a pH less than 7.

The present invention also relates to assemblies, as applied to a keratinous material, comprising (A) at least a first layer of at least one color layer composition; and (B) at least one second layer of at least one composition, in particular a fixative composition for cosmetic products, comprising (1) at least one polyphenol nonionic Y (poly)glycerol and/or polyoxyalkylenated, (3) a solvent system comprising (i) water in an amount of at least about 10% by weight relative to the total weight of the composition; and (ii) at least one C2-C5 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application, (4) at least one chelating agent and (5) minus one ascorbic acid compound. Preferably, the at least one second layer is applied above the at least one first layer (in which case the second layer is a fixative layer formed by applying a fixative composition to the first layer). However, if the at least one first layer is applied above the at least one second layer, the at least one second layer is a primer layer formed by the application of a primer composition to the above a keratinous material). Preferably, the composition further comprises at least one gelling agent. Further preferably, the composition is a gel composition and/or has a pH less than 7.

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

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 usual meanings in the art, unless otherwise stated.

“Approximately” as used herein means to within 10% of the number stated (for example, “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 ranges provided are intended to include each specific range within the given ranges, and all combinations of subranges in between. So, 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.

"Film former", "film-forming polymer" or "film-forming agent" as used herein means a polymer or resin which 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 the substrate and/or dissipated on it.

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

“Surfactant” and “emulsifier” are used interchangeably throughout this specification.

The term "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, 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 approximately 100°C.

“Non-volatile”, as used herein, means having a flash point greater than approximately 100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 although it is preferable that no amount of the specific component be present in the composition, it is possible that there will 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 advantageous properties of the conditioning compositions of the invention. Thus, for example, "free from triethanolamine (TEA)" means that an effective amount (i.e., greater than trace amounts) of TEA is omitted from the composition (i.e., about 0% by weight), " substantially free of TEA” means that TEA is present in amounts not exceeding 0.1% by weight, and “free from TEA” 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 (compositions of the invention which are "free of oils", "substantially free of 'oils' and 'oil-free' have meanings consistent with the discussion in this paragraph), although not specifically stated for each ingredient identified. Examples discussed of the use of such language are intended to be by way of example, not limitation.

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 a prolonged period of time. . The "makeup result" may be evaluated by evaluating long-wearing properties using any method known in the art for evaluating such properties. For example, long wear may be assessed by a test involving applying a composition to keratin 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 can be evaluated immediately after application to keratin materials such as the lips and these characteristics can then be re-evaluated and compared after a period of time. Additionally, these characteristics can be evaluated relative to other compositions, such as commercially available compositions.

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

The expression "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) likely to discourage a consumer from using the composition. Acceptable pH levels for the compositions of the present invention are preferably 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 subranges between them, such as, for example, 3 to 5, 4 to 6, 3 to 4.5, etc. The compositions of the present invention may also be in the form of a gel composition.

The term "gel composition" means a composition which does not flow like a liquid when applied to a substrate, a composition which has a three-dimensional network which prevents the composition from spreading on a substrate, or from drip from it, after application due to gravity over a short period of time (for example, in less than 10 seconds). G’ (storage modulus) is greater than G” (loss modulus) in all stress ranges up to 300% stress. Preferably, G' (storage modulus) is greater than G” (loss modulus) at low stress, but with G' decreasing and G” increasing, the gel exhibits a crossover point at stress > 0.1%. , preferably, a stress > 1%, and preferably a stress of less than 200%, preferably a stress of less than 150%.

The expression "gel crossing point" (Sol/Gel point) means the point at which G" (loss modulus) crosses G' (storage modulus), reported in % stress. This is the point at which a composition goes from a rather solid state to a rather liquid state. Below is an example of a method for determining a gel crossing point: G” (loss modulus) and G' (storage modulus) in using a TA Instruments Discovery HR-3 rheometer, having a 40mm parallel plate geometry on a flat stainless steel Peltier plate. 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 1000.0%. 5 points per decade. Results reported as % strain.

The term "hydrogen bond 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 polyphenol

The expression "coating agent formed by interaction with hydrogen bonds of at least one polyphenol two reagents, in particular that:
i) the quantity of polyphenol of hydrogen bond acceptor groups to react with the phenol groups of polyphenol 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.

A “natural compound” means any compound derived directly from a natural substance such as a plant without having undergone any chemical modification.

A “compound of natural origin” means any compound derived from a natural compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.

A “synthetic compound” means any compound that is not a natural compound or a compound of natural origin.

“Room temperature” means 25°C.

“Atmospheric pressure” means 760 mmHg, or 10 ⁵ pascals.

A "coating agent" means any compound which is capable of forming a deposit on the surface of a keratin material to which it has been applied.

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 .

A “precipitate” or “precipitation” means the result of a hydrogen bonding interaction between polyphenol X and compound Y in the composition.

An "aggregate" or "aggregation" refers to the result of decomposition of polyphenol X in the composition due to reactions such as hydrolysis and/or oxidation.

The compositions and methods of the present invention may include, 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 solvent system may "consist essentially of" water and a C2-C5 monoalcohol and/or the surfactant system may "consist essentially of" identified surfactant(s) or types of surfactants discussed below.

For purposes of the present invention, the "fundamental and novel property" associated with compositions, components and methods that "consist essentially of" the identified ingredients or actions is polyphenol stability as evidenced by a reduced amount of color and aggregation as defined above. Reference is made herein to brand names of materials including, but not limited to, polymers and optional components. The inventors herein do not intend to limit themselves to materials described and referenced by a certain brand name. Equivalent materials (for example, those obtained from a different source under a different name or catalog (reference) number) to those referenced by a brand name may be substituted and used in the processes described and claimed in the present..

All percentages and ratios are calculated by weight unless otherwise noted. All percentages are calculated based on the total weight of a composition unless otherwise stated. All component or composition levels refer to the active level of that component or composition, and exclude impurities, for example, residual solvents or derivative 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.

Polyphenol

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

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

The term “polyphenol” designates any compound containing in its chemical structure at least two and preferably at least three phenol groups.

The term "phenol group" refers to any group comprising an aromatic ring, preferably a benzene ring, including at least one hydroxyl group (OH).

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

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, in particular contained in a plant extract. Polyphenols are phenols comprising at least two phenol groups that are differently substituted on the aromatic ring.

The two categories of polyphenols are flavonoids and non-flavonoids.

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 (taxifoline) 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; neoflavanoids; lignans such as pyroresorcinol; and mixtures thereof.

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

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 aureusidine; and mixtures thereof.

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

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, chebulagic acid, diffusisinic acid , ascorgeraniin , stachyurin, casuarinin, casuariin, punicacortein, coriariin, cameliatannin, isodeshydrodigalloyl, dehydrodigalloyl, hellinoyl, punicalagin and rhoipteleanins.

According to a particular embodiment of the invention, polyphenol to the total weight of said extract, for example, the product marketed under the name Dermofeel Phenon 90 M-C® by the company Evonik Nutrition & Care or the product marketed under the name Tea Polyphenols Green Tea Extract® by the company Tayo Green Power.

According to a particular embodiment of the invention, polyphenol 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.

Tannic acid will be used more particularly as polyphenol X.

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, preferably greater than or equal to 0 .8% by weight, preferably greater than or equal to 1% by weight, more particularly greater than or equal to 2% by weight relative to the total weight of the composition containing it(s).

According to a particular embodiment, the polyphenol(s) about 0.75 to about 25% by weight, preferably about 1 to about 25% by weight, and preferably about 2 to about 15% by weight, based on the total weight of the composition(s). ) containing, including all ranges and subranges between these ranges such as, for example, 3 to 8% by weight, 0.5 to 7.5% by weight, 2 to 5% by weight, etc. .

Nonionic compound Y

The present invention relates to compositions comprising at least one nonionic compound Y (poly)glycerol and/or polyoxyalkylenated. Preferably, the nonionic compound Y has a molecular mass greater than 200 g/mol.

For the purposes of the present invention, the expression "polyoxyalkylenated compound" designates any molecule comprising in its chemical structure at least one chain comprising oxyalkylene units, in particular oxyethylene units - (OCH ₂ CH ₂ ) _n and /or oxypropylene units - (OCH ₂ CH ₂ CH ₂ ) _p , where n and p are greater than or equal to 2.

For the purposes of the present invention, the expression "polyglycerol compound" designates any molecule comprising in its chemical structure a glycerol group or a chain comprising glycerol units -(O-CH ₂ -CHOH-CH ₂ ) _m , where m is greater than or equal to 2; the expression "glycerol compound" designates any molecule comprising in its chemical structure a glycerol group or a chain comprising glycerol units -(O-CH ₂ -CHOH-CH ₂ ) _m , where m is equal to 1; and the expression “(poly)glycerol compound designates any molecule comprising in its chemical structure a glycerol group or a chain comprising glycerol units -(O-CH ₂ -CHOH-CH ₂ ) _m , where m is greater than or equal to to 1.

In a preferred embodiment, the molar mass of compound Y is greater than 350 g/mol.

As examples of nonionic monoglycerolated or (poly)glycerolated or polyoxyalkylenated Y compounds, the following compounds may be cited:

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

(2) nonionic alkyl (poly)glycerol ether surfactants, in particular chosen from polyglyceryl-2-oleyl ether and polyglyceryl-4-oleyl ether,

(3) Glycerol or polyglycerol esters of fatty acids, which are optionally polyhydroxylated, chosen in particular from polyglyceryl-3 polyricinoleate, polyglyceryl-2 diisostearate, polyglyceryl-4 diisostearate, polyglyceryl-4 caprate, polyglyceryl stearate -2, polyglyceryl-3 dicitrate/stearate, polyglyceryl-10 dioleate, polyglyceryl-3 diisostearate, polyglyceryl-2 triisostearate, polyglyceryl-10 laurate, glyceryl stearate citrate and polyglyceryl-2 dipolyhydroxystearate,

(4) Polyoxyethylene or (poly)glycerolated waxes, in particular chosen from polyoxyethylene ester waxes such as polyoxyethylene jojoba wax, PEG-8 Beeswax, PEG-60 Lanolin, PEG-75 Lanolin, PPG-12-PEG-50 Lanolin andPolyglyceryl-3 Beeswax,

(5) polyethylene glycols of the H(O-CH ₂ -CH ₂ ) _n -OH type, chosen in particular from PEG-6, PEG-8, PEG-14M, PEG-20, PEG-45M, PEG-90, PEG -90M, PEG-150, PEG-180 and PEG-220,

(6) Poloxamers of the HO-(CH ₂ -CH ₂ -O) _n -(CHCH ₃ -CH ₂ -O)O-(CH ₂ -CH ₂ -O)pH type,

(7) polypropylene glycol alkyl ethers of the type:
C _n H _2n+1 -(OC(CH ₃ )H-CH ₂ ) _o -(O-CH ₂ -CH ₂ ) _p -OH
chosen in particular from PPG-26-Buteth-26, PPG-5-Ceteth-20 and PPG-6-Decyltetradeceth-30,

(8) compounds of the type:
H(OC(C _n H _2n+1 )-CH ₂ ) _o -(CH ₂ -CH ₂ -O) _p -(CH ₂ -C(C _q H _2q+1 )HO) _r H
in particular, PEG-45/Dodecyl Glycol Copolymer.

(9) compounds of the type: C _n H _2n+1 -(O-CH ₂ -CH ₂ ) _o -O-CH ₂ -C(C _p H _2p+1 )HOH
in particular, Ceteareth-60 Myristyl Glycol,

(10) polyoxyethylenated glycerols, in particular oxyethylenated glycerol with 26 EO (Glycereth-26),

(11) alkylpolyethylene glycols of the C _n H _2n+1 -(O-CH ₂ -CH ₂ ) _o -OH type, chosen in particular from Ceteth-2, Ceteth-10, Ceteth-20, Ceteth-25, Isoceteth-20 , Laureth-2, Laureth-3, Laureth-4, Laureth-12, Laureth-23, Oleth-2, Oleth-5, Oleth-10, Oleth-20, Oleth-25, Deceth-3, Deceth-5, Beheneth -10, Steareth-2, Steareth-10, Steareth-20, Steareth-21, Steareth-100, Ceteareth-12, Ceteareth-15, Ceteareth-20, Ceteareth-25, Ceteareth-30, Ceteareth-33, Coceth-7 and Trideceth-12,

(12) polyoxyethylenated alkylamines of the type CH ₃ -(CH ₂ ) _n -(CH=CH) _o -(CH) _p -N((CH ₂ -CH ₂ -O)H) _q ((CH ₂ -CH ₂ - O) _r H), in particular: PEG-2-Oleamine,

(13) polyethylene glycol fatty acid esters of the type
C _n H _2n+1 -(CH=CH ₂ ) _o -C _p H _2p -CO-(O-CH ₂ -CH ₂ ) _n -OH or
C _n H _2n+1 -(CH=CH) _o -C _p H _2p -CO-(O-CH ₂ -CH ₂ ) _q -O-CO-C _r H _2r+1 or
C _n H _2n+1 -(CH=CH) _o -CO-(O-CH ₂ -CH ₂ ) _q -OC _n H _2n+1 or
C _n H _2n+1 -O-CH(alkyl)-(CH ₂ ) _p -(O-CH ₂ -CH ₂ ) _q -O-CO-C _r H _2r+1
chosen in particular from PEG-6 Isostearate, PEG-6 Stearate, PEG-8 Stearate, PEG-8 Isostearate, PEG-20 Stearate, PEG-30 Stearate, PEG-32 Stearate, PEG-40 Stearate, PEG-75 Stearate, PEG -100 Stearate, PEG-8 Distearate, PEG-150 Distearate, Mereth-3 Myristate, PEG-4 Olivate, Propylene Glycol Ceteth-3 Acetate and PEG-30 Dipolyhydroxystearate,

(14) polyoxyethylenated alkylglycerides, chosen in particular from PEG-6 Caprylic/Capric Glycerides, PEG-60 Almond Glycerides, PEG-10 Olive Glycerides and PEG-45 Palm Kernel Glycerides,

(15) polyoxyethylenated alkylglycose, chosen in particular from Methyl-Gluceth-10 and Methyl-Gluceth-20,

(16) polyoxyethylenated sugar esters such as PEG-120 Methyl Glucose Dioleate or PEG-20 Methyl Glucose Sesquistearate,

(17) polyoxyalkylenated alkyl glycol ethers such as PPG-1-PEG-9 Lauryl Glycol Ether,

(18) polyoxyethylenated or (poly)glycerolated pentaerythritol esters and ethers, chosen in particular from PEG-150 Pentaerythrityl Tetrastearate,

(19) polysorbates, chosen in particular from Polysorbate-20, Polysorbate-21, Polysorbate-60, Polysorbate-61, Polysorbate-80 and Polysorbate-85,

(20) polyoxyethylenated polyamines, in particular PEG-15 Cocopolyamine,

(21) polyoxyethylenated dihydrocholesteryl esters of structure:
[Chem 1]

in particular Dihydrocholeth-30,

(22) polyoxyethylene ingredients chosen from the mixture of polyoxyethylenated palm glycerides (200 EO) and polyoxyethylene coconut oil (7 EO), PEG-7 Glyceryl Cocoate, PEG-30 Glyceryl Cocoate, PEG-40 Hydrogenated Castor Oil , PEG-60 Hydrogenated Castor Oil, PEG-30 Glyceryl Stearate, PEG-200 Glyceryl Stearate, PEG-20 Glyceryl Triisostearate, PEG-55 Propylene Glycol Oleate, PEG-70 Mango Glycerides, Hydrogenated Palm/Palm Kernel Oil PEG-6 Esters, PEG-200 Hydrogenated Glyceryl Palmitate and PEG-7 Glyceryl Cocoate,

(23) polyoxyethylenated butters, in particular polyoxyethylenated shea butter,

(24) polyoxyalkylenated and/or (poly)glycerolated silicones, chosen in particular from PEG/PPG-17/18 Dimethicone, PEG/PPG-18/18 Dimethicone, Trideceth-9 PG-Amodimethicone and PEG/PPG-22/24 Dimethicone ,

(25) polyoxyalkylenated and/or (poly)glycerolated silanes, chosen in particular from Bis-PEG-18 Methyl Ether Dimethyl Silane and Bis-PEG-18 Methyl Ether Dimethyl Silane,

(26) polyoxyethylenated or (poly)glycerolated acrylate copolymers, in particular the copolymer having the INCI name: Acrylate/Palmeth-25 Acrylate Copolymer,

(27) polyoxyalkylenated alkanediols such as PEG-8 Caprylyl Glycol,

(28) polyoxyethylenated rapeseed amides and sterols, chosen in particular from PEG-4 Rapeseed Amide and PEG-5 Rapeseed Sterol,

(29) polyoxyethylenated lanolins such as Laneth-15,

(30) polyoxyethylenated sorbitol fatty acid esters such as PEG-40 Sorbitan Peroleate,

(31) polyoxyethylenated glycerol esters such as Glycereth-25 PCA Isostearate,

(32) polyoxyethylenated or (poly)glycerolated acrylate copolymers, in particular the copolymer having the INCI name: Acrylate/Palmeth-25 Acrylate Copolymer, and

(33) mixtures thereof.

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, preferably greater than or equal to 0 .8% by weight, preferably greater than or equal to 1% by weight, more particularly greater than or equal to 2% by weight relative to the total weight of the composition containing it(s).

According to a particular embodiment, the compound(s) Y according to the invention is/are preferably present in a content of approximately 0.5 to approximately 30% by weight, preferably approximately 0.75 to approximately 25% by weight, preferably approximately 1 to approximately 25% by weight, and preferably approximately 2 to approximately 15% by weight, relative to the total weight of the composition containing it(s). , including all intermediate ranges and subranges such as, for example, 3 to 8 wt.%, 0.5 to 7.5 wt.%, 2 to 5 wt.%, etc.

According to a preferred embodiment of the invention, the molar ratio of the reactive hydroxyl groups (OH) of the polyphenol(s) (s)

Solvent system

The present invention provides compositions comprising 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 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application.

Suitable C2-C5 monoalcohols include ethanol, propanol, butanol, pentanol, isopropanol, isobutanol and isopentanol. Ethanol is particularly preferred.

Preferably, the C2-C5 monoalcohol(s) is/are present in the compositions of the present invention in an amount effective to inhibit the formation of a precipitate of compound composition before application. Preferably, the C2-C5 monoalcohol(s) is/are present in the compositions of the present invention in amounts ranging from about 5% to about 75%, preferably about 10%. to about 65%, preferably about 20% to about 55%, and preferably about 25% to about 50%, by weight, based on the total weight of the composition, including all ranges and sub -ranges between them such as, for example, from about 25 to about 65%.

According to preferred embodiments, the compositions of the present invention further comprise water. Preferably, the compositions comprise at least about 10% water by weight, preferably in amounts of about 10% to about 75%, preferably about 15% to about 65%, preferably about 20%. % to about 55%, and preferably from about 25% to about 50%, by weight, based on the total weight of the composition, including all ranges and subranges therebetween, such as, for example, from about 35% to about 55%.

Preferably, the solvent component of the compositions of the present invention consists essentially of, or consists of, water and C2-C5 monoalcohols. Preferably, the solvent component of the composition is "free from", "devoid of", or "substantially free from" solvents other than water and C2-C5 monoalcohols.

According to preferred embodiments, the compositions of the present invention are free, free or substantially free of oils.

According to preferred embodiments, the compositions of the present invention are free, free or substantially free of waxes.

Chelating agent

Preferred embodiments of the present invention provide compositions further comprising at least one chelating agent. These chelating agents are known in the art and described, for example, in the encyclopedia “Chelating agents” Kirk Othmer Encyclopedia of Chemical Technology, Vol. 5 pp. 708-739, published in 2003 and subsequent editions.

Suitable chelating agents include, but are not limited to, polyphosphates, aminocarboxylic acids, 1,3-diketones, hydroxycarboxylic acids, polyamines, amino alcohols, heterocyclic aromatic bases, aminophenols, Schiff, tetrapyrroles, sulfur compounds, synthetic macrocyclic compounds and polymers and phosphonic acids. Preferably, the chelating agents are chosen from aminocarboxylic acids.

Specific examples of suitable chelating agents include, but are not limited to, ethylenediaminetetraacetic acid (EDTA), tetrasodium etidronate, tetrasodium pyrophosphate, pentasodium ethylenediaminetetramethylene phosphonate, sodium staminate, tetrasodium glutamate diacetate, tetraacetic acid, DPTA (1,3-diaminopropanetetraacetic acid), and mixtures thereof.

According to preferred embodiments, the compositions of the invention comprise chelating agent(s) in an amount ranging from approximately 0.0001 to approximately 5%, preferably from approximately 0.0002 to approximately 3%, preferably about 0.002 to about 1%, and preferably about 0.005 to 1%, by weight based on the total weight of the composition, including all ranges and subranges therebetween such as , for example, 0.002 to 0.007%, 0.001 to 4%, 0.00025 to 1.25%, etc.

Ascorbic acid compound

The present invention provides compositions further comprising at least one ascorbic acid compound. The ascorbic acid compound may be vitamin c (ascorbic acid) or substituted versions of vitamin c. The ascorbic acid compound(s) may serve as antioxidants in the compositions of the invention and are thus preferably added in antioxidant effective amounts.

Suitable ascorbic acid compounds include ascorbic acid esters (Vitamin C) which include, but are not limited to, water soluble or fat soluble ester(s) of ascorbic acid, such as for example, tetrahexyldecyl ascorbate, ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside , glucosamine ascorbate, ascorbyl acetate and mixtures thereof.

According to preferred embodiments, the compositions of the invention comprise ascorbic acid compound(s) in an amount ranging from about 0.01 to about 5%, preferably from about 0.05 to about 3%, preferably about 0.1 to about 1%, and preferably about 0.25 to 0.75%, by weight, based on the total weight of the composition, including all ranges and sub-ranges between them such as, for example, from 0.1 to 3%, from 0.2 to 1%, from 0.075 to 0.75%, etc.

Preferably, the antioxidant component of the compositions of the present invention consists essentially of, or consists of, ascorbic acid compound(s).

Preferably, the antioxidant component of the composition is "free", "devoid" or "substantially free" of antioxidants other than ascorbic acid compound(s), particularly sulfite antioxidants and/or or bisulfite.

Gelling agent

Preferred embodiments of the present invention provide compositions additionally optionally comprising at least one gelling agent. Suitable gelling agents include any gelling agent capable of providing thickening to a high alcohol solvent system such as, for example, acrylic acid (co)polymers, such as homo- or co-polymers. high molecular weight comprising acrylic acid, optionally crosslinked with a polyalkenyl polyether, including certain polymers identified as "carbomer" as well as amphiphilic polymers. Preferably, the gelling agent is an amphiphilic polymer.

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

The amphiphilic polymers may comprise at least one hydrophobic part. The hydrophobic part 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 subranges between them.

The amphiphilic polymers can have a molar mass ranging from 50,000 g/mole to 10,000,000 g/mole, preferably from 80,000 g/mole to 8,000,000 g/mole, and preferably from 100,000 g/mole to 7 000,000 g/mole.

The amphiphilic polymers can be based on at least one hydrophilic ethylenically unsaturated 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, chosen from: saturated or unsaturated linear C ₆ -C ₁₈ alkyl radicals (for example, 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); fluoro or C ₆ -C ₁₈ alkylfluoro radicals (for example, the group of formula —(CH ₂ ) ₂ —(CF ₂ ) ₉ —CF ₃ ); a cholesteryl radical or radicals derived from cholesterol (for example, cholesteryl hexanoate); aromatic polycyclic groups, for example, naphthalene or pyrene; and silicone or alkylsilicone or alkylfluorosilicone radicals. Among these radicals, linear and branched alkyl radicals are preferred.

Amphiphilic polymers can be water-soluble or water-dispersible in neutralized form.

Amphiphilic polymers can be crosslinked. The crosslinking agents can be chosen for example from polyolefinically unsaturated compounds commonly used for the crosslinking of polymers obtained by radical polymerization. According to a preferred embodiment of the invention, the crosslinking agent is chosen from methylenebisacrylamide, allyl methacrylate or trimethylolpropane triacrylate (TMPTA). The degree of crosslinking is preferably from 0.01 mole percent to 10 mole percent, and preferably from 0.2 mole percent to 2 mole percent, based on the polymer, including all ranges and subranges. between them.

Amphiphilic polymers can be homopolymers or copolymers.

Amphiphilic polymers can 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. , for example arginine and lysine, and mixtures thereof.

The amphiphilic polymers can 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 sulfonic acid (INCI name: AMMONIUM POLYACRYLDIMEHYLTAURAMIDE) such as the product marketed under the trade name HOSTACERIN AMPS@ by Clariant.

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

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 ) (crosslinked AMPS/behenyl ethoxylated methacrylate), Ammonium Acryloyldimethyltaurate/Steareth-25 Methacrylate Crosspolymer (Aristoflex HMS) (crosslinked ethoxylated AMPS/stearyl methacrylate copolymer with trimethylol triacrylate), Aristoflex SNC (crosslinked ethoxylated AMPS/stearyl methacrylate) ), Aristoflex LNC (AMPS/C12-C14 non-crosslinked), and mixtures thereof.

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 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 subranges between them such as, for example, 0.1 to 1.5%, 0.25 to 1.25%, 0.4 to 0.75%, etc.

Oily phase

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.

Suitable oils include volatile silicone oils. Examples of these volatile silicone oils include linear or cyclic silicone oils having a viscosity at room temperature less than or equal to 6 cSt 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 which may be used in the invention include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof. Other volatile oils that can 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.

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

Suitable oils include synthetic oils or esters of formula R ₅ COOR ₆ in which R ₅ represents a linear or branched higher fatty acid residue containing from 1 to 40 carbon atoms, including from 7 to 19 carbon atoms, and R ₆ represents a branched hydrocarbon-based chain containing 1 to 40 carbon atoms, including 3 to 20 carbon atoms, with R ₆ + R ₇  10, such as, for example, Purcellin oil (octanoate cetostearyl), isononyl isononanoate, C ₁₂ to C ₁₅ 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.

If applicable, 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 about 0.4 % to about 15% by weight, and preferably from about 0.5% to about 10% by weight, based on the total weight of the composition, including all ranges and subranges within these ranges .

According to preferred embodiments, however, the compositions of the present invention are substantially free, devoid or free of oils.

According to preferred embodiments, however, the compositions of the present invention are substantially free, devoid or free of volatile oils such as, for example, isododecane.

According to preferred embodiments, the compositions of the present invention are substantially free, devoid or free of silicone oils such as, for example, dimethicone.

Coloring agents

Preferred embodiments of the present invention provide compositions additionally optionally comprising at least one coloring agent.

According to these embodiments, the at least one coloring agent is preferably chosen from pigments, dyes, such as fat-soluble dyes, pearlescent pigments and pearling agents.

Representative fat-soluble dyes that may be used in accordance with 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 Yellow and quinoline.

The pearlescent pigments which can be used according to the present invention can be chosen from white pearlescent pigments such as mica coated with titanium or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment chosen from those mentioned above, and pearlescent pigments based on bismuth oxychloride.

The pigments, which can be used according to the present invention, can be chosen from white, colored, inorganic, organic, polymeric, non-polymeric, coated and uncoated pigments. Representative examples of mineral 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, type D & C pigments, and lakes based on cochineal carmine, barium, strontium, calcium, and aluminum.

Where appropriate, the coloring agents may be present in the compositions of the present invention in an amount insufficient to impart visible color to the compositions (i.e., the colors of the compositions of the present invention are a result of other factor(s) s) that the presence of effective amounts of coloring agent(s), such as for example, the hydrolysis of polyphenol visible color of a colored cosmetic composition (for example, a makeup composition such as a foundation) when the composition of the present invention is used in conjunction with the colored cosmetic composition as a primer or fixative composition . Preferably, the compositions of the present invention are free, substantially free or devoid of coloring agents as defined above.

Additional additives

The composition of the invention may also comprise any additive usually used in the field considered. For example, film formers, waxes, dispersants such as poly(12-hydroxystearic acid), sunscreens, preservatives, fragrances, fillers, neutralizing agents, cosmetic and dermatological active agents, moisturizers , silicone elastomers and mixtures thereof may be added. A non-exhaustive list of these ingredients can 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 can be found in the other references which have been incorporated by reference herein. Still other examples of these additional ingredients can be found in the International Cosmetic Ingredient Dictionary and Handbook ( ^9th ed. 2002). However, it should be understood that embodiments of the present invention include compositions that are "free", "substantially free" or "lacking" the ingredients set forth in this paragraph such as film formers and waxes.

A person skilled in the art will take care to select possible 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.

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.

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 medium and must be able to be applied to the eyelashes of human beings.

Preferred embodiments of the present invention provide methods of 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 to make up, the keratinous material. Likewise, preferred embodiments of the present invention include methods of preparing keratinous material for a cosmetic composition and/or fixing a cosmetic composition which has been previously applied to the keratinous material by application of compositions of the present invention above the keratinous material before application of a cosmetic composition (primer) and/or by application of compositions of the present invention above a cosmetic composition previously applied to the keratinous material (fixing).

Preferably, the "makeup" of the keratin material includes the application of at least one coloring agent to the keratin material (either in the composition itself or in a color layer composition applied either above or below the composition as described above) in a quantity sufficient to give color to the keratin material.

According to the preceding preferred embodiments, the compositions of the present invention are applied topically to the desired keratinous material. The compositions can be applied to the desired area as needed, preferably once or twice a day, more preferably once a day and then preferably allowed to dry before subjecting them to contact such as with clothing or other objects (for example, a color coat composition or a top coat applied on top of the composition). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.

Preferred embodiments of the present invention provide methods of stabilizing polyphenols at least one polyphenol quantity of at least approximately 10% by weight relative to the total weight of the composition; and (ii) at least one C2-C5 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound chelating agent and at least one ascorbic acid compound to the composition during preparation of the composition in an amount sufficient to stabilize the polyphenol X with respect to a reduction in aggregation as defined above in the composition. The quantities of the at least one chelating agent and at least one ascorbic acid compound added to the composition during the preparation of the composition to stabilize the polyphenol are preferably the quantities indicated above in connection with these ingredients.

Preferred embodiments of the present invention provide kits comprising, in the form of distinct compositions in one or more containers within the kits, (A) a composition, in particular a fixative composition for cosmetic products, comprising (1 ) at least one polyphenol quantity of at least approximately 10% by weight relative to the total weight of the composition; and (ii) at least one C2-C5 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application, (4) at least one chelating agent and (5) minus one ascorbic acid compound; and (B) at least one other composition such as a color coat composition comprising at least one colorant. Preferably, the composition further comprises at least one gelling agent. Further preferably, the composition is a gel composition and/or has a pH less than 7.

Compositions (A) and (B) may be contained in different portions or sections of the same container within the kit. However, compositions (A) and (B) can also be found in different containers within the kit.

Preferred embodiments of the present invention provide assemblies, as applied to a keratinous material, comprising (A) at least a first layer of at least one composition, in particular a fixative composition for cosmetic products, comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic compound Y (poly)glycerol and/or polyoxyalkylenated, (3) a solvent system comprising (i) water in an amount of at least about 10% by weight relative to weight composition total; and (ii) at least one C2-C5 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application, (4) at least one chelating agent and (5) minus one ascorbic acid compound; and (B) at least one second layer of a color coat composition comprising at least one colorant, where the at least one second layer is applied above (wherein the composition of the invention is a primer composition ) or below (where the composition of the invention is a fixative composition) of the at least one first layer. Preferably, the composition further comprises at least one gelling agent. Further preferably, the composition is a gel composition and/or has a pH less than 7.

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

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 Example I – Preparation of the composition

Compositions were formulated by mixing the ingredients in the following table. Example of the invention 1 Example of the invention 2 Example of the invention 3 Comparative example 1 Comparative example 2 WATER 48.05 47.55 48.05 48.30 48.05 ETHANOL 39 39 39 39 39 TANNIC ACID 5 5 5 5 5 PEG SURFACTANT 5 5 5 5 5 AMPS THICKENER 0.7 0.7 0.7 0.7 0.7 SILYLATED SILICA 2 2 2 2 2 ASCORBYL GLUCOSIDE 0.25 0.75 0 0 0 ASCORBIC ACID 0 0 0.25 0 0 NAICINAMIDE 0 0 0 0 0.25 CHELATOR 0.002 0.005 0.002 0 0.002 TOTAL 100 100 100 100 100

Example II – Test protocols A. Aggregation test

A composition is placed in an oven at 45 ^o C for 4 weeks or 8 weeks. The composition is observed visually to ensure the absence of aggregation in the composition. Visible aggregation within the composition indicates composition instability.

B. Color evaluation test

A composition is placed in an oven at 45 ^o C for 4 weeks or 8 weeks. Color can be assessed when removed from the oven.

The color of the composition can first be observed visually. Compositions containing different antioxidants and/or chelating agents can be compared to determine color differences, with lighter colors indicating better stability of the composition, particularly better stability of polyphenol X within the composition. In this way, the effect on the stability of the composition, in particular on the stability of polyphenol X, of different antioxidants and/or chelating agents can be determined.

Second, colorimetric analysis can be performed to more quantitatively determine the color of the composition and thus the stability of the composition, particularly the stability of polyphenol X within the composition. For example, the composition can be deposited on white boards, coating the white board with a thickness of 6 mils. After a set time to allow the deposit (or coating) to dry (for example, 1 to 4 hours), a color spectrometer can be used to determine the color value of areas of the white board with or without the deposit ( or coating). The color for both areas can be recorded using L, a, b values as known in the art. The color difference values ΔE can be calculated using the differences in the L, a and b values in the white and coated/deposited areas of the board as follows:

Example III – Test

Compositions were prepared according to the table above. These compositions were placed in an oven at 45 ^o C for a period of 4 weeks and 8 weeks. The ΔE values were determined as described above.

Composition of the invention 1: ΔE = 2.57 (4 weeks); ΔE = 3.78 (8 weeks). Composition of the invention 2: ΔE = 2.96 (4 weeks); ΔE = 3.51 (8 weeks). Composition of the invention 3: ΔE = 7.52 (4 weeks); within 8 weeks the sample became liquid and it was difficult to coat the cardboard with the necessary thickness (6 mil) to obtain accurate measurements.

Comparative composition 1: ΔE = 5.55 (4 weeks); ΔE = 6.25 (8 weeks). Comparative composition 2: ΔE = 3.60 (4 weeks); ΔE = 6.34 (8 weeks).

These results indicate that compositions of the invention containing both a chelating agent and ascorbic acid compounds were significantly more stable than compositions not containing both ingredients.

Inventive compositions 1 and 2 contained ascorbyl glucoside and a chelator and both exhibited limited color changes and no visible aggregation.

The composition of the invention 3 contained ascorbic acid and a chelator. It was a darker (red) composition indicating that vitamin C does not provide as good color stability as compositions such as ascorbic acid esters, which proved to be a surprising additional benefit of esters d 'ascorbic acid. However, this did not prevent the aggregation of the polyphenol X compound as described above.

Comparative composition 1 did not contain a chelating agent or ascorbic acid compound. It contained visible aggregations at both 4 weeks and 8 weeks. An increase in the size and number of aggregates was also observed in 8 weeks compared to 4 weeks. With an increase in brown aggregates, the film deposition (coating) lost its uniformity, not allowing accurate and lower color assessments.

Comparative composition 2 contained niacinamide in place of the ascorbic acid compound. It did not contain a chelating agent. It only slightly improved the inhibition of color-darkening properties, and aggregations were formed.

In contrast, a composition of the invention relating to ascorbyl glycoside and a chelating agent was much lighter in color and contained no visible aggregations, indicating improved stability of polyphenol of the invention containing both a chelating agent and an ascorbic acid compound exhibited a significantly more stable color than compositions containing only a chelating agent.

Claims (10)

Composition comprising (a) at least one polyphenol X comprising at least two different phenol groups; (b) at least one nonionic compound Y (poly)glycerol and/or polyoxyalkylenated; (c) 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 monoalcohol in an amount effective to inhibit the formation of a precipitate of compound X and compound Y in the composition before application; (d) at least one chelating agent; and (e) at least one ascorbic acid compound. Composition according to claim 1, in the form of a gel composition. Composition according to any preceding claim, wherein the composition further comprises at least one gelling agent which is an amphiphilic polymer. Composition according to any preceding claim, in which the at least one polyphenolic compound X is tannic acid. Composition according to any preceding claim, in which the at least one C2-C5 monoalcohol is ethanol. Composition according to claims 1 to 5, wherein the at least one ascorbic acid compound is ascorbyl glucoside. Composition according to claims 1 to 5, wherein the at least one ascorbic acid compound is ascorbic acid. Composition according to any preceding claim, in which the pH is less than 7. Composition according to any one of the preceding claims, wherein the composition is substantially free of coloring agents. A method of making up keratinous material comprising applying a color coat composition to the keratinous material to form an applied composition, and applying the composition of any preceding claim on top of the applied composition .