FR3137570A1 - COMPOSITIONS SUITABLE AS FIXATORS - Google Patents

Abstract

COMPOSITIONS SUITABLE AS FIXATORS The invention relates to compositions, in particular fixative compositions for cosmetics, comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof, as well as methods, kits and assemblies comprising such compositions in container(s) or in 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 cosmetics, comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof, as well as methods, kits and assemblies comprising such compositions in container(s) or in application.

DISCUSSION OF CONTEXT

Currently, on the keratinous care and makeup market, many products claim to last all day long, resisting external aggressions such as water, sebum, mechanical friction, etc. (water-resistant mascara, food-proof lipstick, long-wearing foundation). 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 compositions for facial makeup, compositions are known comprising a silicone resin as coating agent, such as the compound having the name INCI: Trimethylsiloxysilicate or a compound having the name INCI: Polypropylsilsesquioxane, or 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 towards semi-permanent makeup. Specifically 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 the color of makeup on keratinous materials (skin, lips, nails, hair, eyelashes, eyebrows) which can prolong the duration of the cosmetic composition on keratinous materials, as well as improving the use of the cosmetic composition on keratinous 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 allow the expected cosmetic effects to hold, in particular the color of makeup on keratinous materials, associated with a good level of comfort compared to conventional systems, in particular based on of silicone resin.

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 aim is to design a hyaluronic acid hydrogel structure according to the drop characteristics of 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 phenylboronic acid-modified hyaluronic 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 a lignin, a lignosulfonate, a tannin, a tannic acid, a modified lignin, a modified lignosulfonate, a modified tannin, a 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 bisulphite and additional ascorbic acid to improve the stability of vitamin C syrup.

There is still a need for improved compositions such as fixative compositions having improved properties with respect to ease and/or comfort of application of the composition, stability of the composition and/or stability of the color of the composition. the composition, and in particular with respect to improved properties relating to the presence of polyphenols such as tannic acid in the compositions including properties such as improved polyphenol stability with respect to hydrolysis, aggregation (after formation of by-products resulting from the dissociation of the polyphenol) and/or oxidation which affects the color stability of the composition.

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 the color stability of the composition, and in particular with respect to the improved properties relating to the presence of polyphenols such as tannic acid in the compositions including properties such as improved polyphenol stability with respect to hydrolysis, aggregation (after formation of by-products resulting from the degradation of the polyphenol) and/or oxidation which affects the color stability of the composition.

The present invention relates to compositions, in particular fixative compositions for cosmetics, comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof. Preferably, the composition is a spray 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 preparing the keratinous material for a cosmetic composition (e.g., color coat composition) by applying 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 prepare the keratinous material for the cosmetic composition and/or in a quantity sufficient to obtain fixation of the cosmetic composition previously applied to the keratinous material.

The present invention also relates to kits, 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 comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof; and (B) at least one color coat composition comprising at least one colorant. Preferably, the composition is a spray 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 X comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, (iv) at least one non-mineral filler, and (v) mixtures thereof. Preferably the at least one second layer is applied on top of 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 on top of the at least one second layer, the at least one second layer is a primer layer formed by applying a primer composition to a keratinous material) . Preferably, the composition is a spray 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.

"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 while it is preferable that no amount of the specific component be present in the composition, it is possible to have very small quantities thereof in the compositions of the invention provided that these quantities 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., approximately 0% by weight), “substantially free of TEA” means that TEA is present in amounts not greater than 0.1% by weight, and “free from TEA” means that TEA is present in amounts not greater than 0.25 % by weight, relative to the total weight of the composition. The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph, such as, for example, oils (compositions of the invention which are "free of oils", "substantially free of 'oils' and 'oil-free' have meanings consistent with the discussion within this paragraph), although not specifically discussed for each ingredient identified. Examples discussed of the use of such language are intended to be by way of example, not limitation.

“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-wearing properties using any method known in the art for evaluating such properties. For example, long wear 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 can be evaluated immediately after application to keratinous 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.

“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.

“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 intermediate ranges and subranges, such as for example 3 to 5, 4 to 6, 3 to 4.5, etc. For example, the compositions of the present invention may be in the form of a spray composition or a gel composition with shear fluidization properties such that the gel composition can be dispensed through a spray device.

“Spray composition” means a composition having sufficient fluidity to allow it to be used in a dispenser delivering the product in spray form. For example, suitable dispensers include aerosol devices (e.g., where compositions are dispensed using a propellant) or hand-held devices (e.g., a pump device) as is known in the art. Preferably, a “spray composition” has a viscosity of less than 3,000 centipoises (cps), preferably less than 2,000 cps, and preferably less than 1,000 cps.

A “gel composition with shear fluidization properties” as described above preferentially has G' (storage modulus) which is greater than G" (loss modulus) in all strain ranges up to 300% of deformation. Alternatively, it preferably has a gel intersection point of 0.1% to 150%.

“Shear fluidization” means that the composition has a higher viscosity at low shear rate and a lower viscosity at high shear rate. An example method for determining the shear fluidization of a material is to use a TA Instruments Discovery HR-3 rheometer with a 40mm stainless steel parallel plate geometry. The viscosity of the material would be tested at shear rates ranging from 0.01 (1/s) to 100 (1/s), the resulting viscosity values at the rate(s) can be recorded.

“Freeze intersection point” means the point at which G" (loss modulus) intersects G' (storage modulus), reported in % strain. This is the point at which a composition changes from a rather solid state to a rather liquid state. Below is an example of a method for determining a gel intersection point: G” (loss modulus) and G' (storage modulus) using a Discovery HR-3 rheometer from TA Instruments, 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 in % strain.

“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

“Coating agent formed by interaction with hydrogen bonds of at least one polyphenol 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.

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

“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.

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

“Ambient temperature” means 25°C.

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

“Coating agent” means any compound which is capable of forming a deposit on the surface of a keratinous material to which it has been applied.

“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.

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

“Aggregate” or “aggregation” means the result of decomposition of the 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” a C2-C5 monoalcohol and/or the surfactant system may “consist essentially of” identified surfactant(s) or types of surfactants discussed above. -After.

For the purposes of the present invention, the “fundamental and novel property” associated with compositions, components and processes which “consist essentially of” identified ingredients or actions is “polyphenol stability as evidenced by a reduced amount of precipitation of polyphenol X/nonionic compound Y” as defined above.

Reference is made here 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 (e.g., 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 stated. All percentages are calculated in relation to 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” designates 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 their mixtures.

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 their mixtures.

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, the polyphenol of pinus pinaster), comprising in particular at least 65% by weight of procyanidins relative to the total weight of said extract, such as the commercial product sold under the name Pycnogenol® by the company Biolandes Arômes.

Tannic acid will be used more particularly in the form of polyphenol X.

According to a particular embodiment, the polyphenol(s) % by weight, preferably greater than or equal to 1% by weight, preferably 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) .75 to approximately 25% by weight, preferably from approximately 1 to approximately 25% by weight, and preferably from approximately 2 to approximately 15% by weight, relative to the total weight of the composition containing it, including including all ranges and subranges between these ranges such as, for example, 3 to 8 wt.%, 0.5 to 7.5 wt.%, 2 to 5 wt.%, etc.

Nonionic compound Y

The present invention relates to compositions comprising at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y. Preferably, the nonionic compound Y has a molar 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 units oxypropylene - (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 ether (poly) glycerol 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 lanolin PEG-50 and Polyglyceryl-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-Butéth-26, PPG-5-Cététh-20 and PPG-6-Décyltetradeceth-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, the 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 Cététh-2, Cététh-10, Cététh-20, Cététh-25, Isocététh-20 , Lauréth-2, Lauréth-3, Lauréth-4, Lauréth-12, Lauréth-23, Oléth-2, Oléth-5, Oléth-10, Oléth-20, Oléth-25, Décéth-3, Décéth-5, Béhénéth -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-stearate 40, PEG-75 stearate, PEG-100 stearate, PEG-8 distearate, PEG-150 distearate, mereth-3 myristate, PEG-4 olivate, ceteth-3 propylene glycol acetate and PEG-dihydroxystearate 30,

(14) Polyoxyethylenated alkylglycerides, in particular chosen from PEG-6 caprylic/capric glycerides, PEG-60 almond glycerides, PEG-10 olive glycerides and PEG-45 palm kernel glycerides,

(15) Polyoxyethylenated alkylglycoses, chosen in particular from Methyl-Glucéth-10 and Methyl-Glucéth-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) Esters and ethers of polyoxyethylenated or (poly)glycerolated pentaerythritol, chosen in particular from pentaerythrityl tetrastearate PEG-150,

(19) Polysorbates, in particular chosen 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 with structure:

in particular Dihydrocholeth-30,

(22) Polyoxyethylene ingredients chosen from the mixture of polyoxyethylene palm glycerides (200 EO) and polyoxyethylene coconut oil (7 EO), PEG-7 glyceryl cocoate, PEG-30 glyceryl cocoate, hydrogenated castor oil PEG-40, 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, PEG- esters 6 hydrogenated palm oil, PEG-200 hydrogenated glyceryl palmitate and PEG-7 glyceryl cocoate,

(23) Polyoxyethylene butters, in particular polyoxyethylene shea butter,

(24) Polyoxyalkylenated and/or (poly)glycerolated silicones, in particular chosen 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, in particular chosen 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 with 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 Lanéth-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 with the INCI name: Acrylate/Palmeth-25 Acrylate Copolymer, and

(33) their mixtures.

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.

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 from approximately 1 to approximately 25% by weight, and preferably from approximately 2 to approximately 15% by weight, relative to the total weight of the composition containing it, including all intermediate ranges and subranges such as, for example, 3 to 8% by weight, 0.5% to 7.5% by weight, 2 to 5% by weight, 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 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.

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 X and compound Y in the composition. before application. Preferably, the C2-C5 monoalcohol(s) is/are present in the compositions of the present invention in quantities ranging from approximately 5% to approximately 75%, preferably from approximately 10% to approximately 65%. %, preferably from approximately 20% to approximately 55%, and preferably from approximately 25% to approximately 50%, by weight, relative to the total weight of the composition, including all intermediate ranges and subranges such as, for example, from about 25 to about 65%.

According to preferred embodiments, the compositions of the present invention optionally further comprise water. Preferably, the compositions comprise at least approximately 10% water by weight, where appropriate, preferably in quantities of approximately 10% to approximately 75%, preferably approximately 15% to approximately 65%, preferably approximately 20%. at approximately 55%, and preferably from approximately 25% to approximately 50%, by weight, relative to the total weight of the composition, including all intermediate ranges and subranges, such as, for example, approximately 35% % to approximately 55%.

Preferably, the solvent component of the compositions of the present invention essentially consists of, or consists of, C2-C5 monoalcohols.

Preferably, the solvent component of the composition is “free from”, “free from” or “substantially free from” solvents other than water and C2-C5 monoalcohols.

Preferably, the solvent component of the composition is “free from”, “free from” or “substantially free from” solvents other than 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.

Other agents

According to the present invention, compositions further optionally comprising at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler; and (v) their mixtures, are proposed.

Although all the ingredients in the preceding paragraph are optional (the presence of these ingredients is not necessary), the compositions of the present invention preferably comprise at least one of these agents (i)-(iv), preferably at least two of these agents (i)-(iv) and preferably at least three of these agents (i)-(iv).

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 bases, tetrapyrroles, sulfur compounds, synthetic macrocyclic compounds, 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 from about 0.002 to about 1%, and preferably from about 0.005 to 1%, by weight relative to the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 0.002 to 0.007%, 0.001 to 4%, 0.00025 to 1.25%, etc.

Antioxidants

Preferred embodiments of the present invention provide compositions further comprising at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants and mixtures thereof.

Preferably, the antioxidant component of the compositions of the present invention consists essentially of, or consists of, ascorbic acid compounds, sulfur-containing antioxidants and mixtures thereof.

Preferably, the antioxidant component of the composition is "free", "devoid" or "substantially free" of antioxidants other than ascorbic acid compounds, sulfur-containing antioxidants and mixtures thereof.

Ascorbic acid compound

Preferred embodiments provide 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) can serve as antioxidants in the compositions of the invention and are thus preferentially added in effective amounts of antioxidant.

Suitable ascorbic acid compounds include ascorbic acid esters (Vitamin C) which include, but are not limited to, the 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 approximately 0.01 to approximately 5%, preferably from approximately 0.05 to approximately 3 %, preferably from about 0.1 to about 1%, and preferably from about 0.25 to 0.75%, by weight, relative to the total weight of the composition, including all intermediate ranges and subranges such as, for example, 0.1 to 3%, 0.2 to 1%, 0.075 to 0.75%, etc.

Sulfur-containing antioxidant

Preferred embodiments provide compositions further comprising at least one sulfur-containing antioxidant compound. These compounds serve as antioxidants in the compositions of the invention and are thus preferentially added in effective amounts of antioxidant.

Sulfur-containing antioxidant compounds suitable for use in the compositions of the invention include, but are not limited to, alkali metal or alkaline earth metal (or ammonium) sulfites and/or bisulfites and/or bisulphites such as potassium sulphite, sodium sulphite, potassium bisulphite, sodium bisulphite, potassium metabisulphite and sodium metabisulphite, and substituted or unsubstituted sulfur-containing amino acids such as, for example, cysteine, methionine and taurine, and substituted derivatives thereof such as N-acetylcysteine and cysteine hydrochloride, glutathione, and mixtures thereof.

According to preferred embodiments, the compositions of the invention comprise sulfur-containing antioxidant(s) in an amount ranging from approximately 0.0001 to approximately 0.5%, preferably from approximately 0.0005 to approximately 0.1%, preferably about 0.001 to about 0.075%, and preferably about 0.01 to 0.05%, by weight, relative to the total weight of the composition, including all ranges and subranges intermediates such as, for example, 0.1 to 0.3%, 0.02 to 0.075%, 0.075 to 0.25%, etc.

Non-mineral filler

Preferred embodiments provide compositions further comprising at least one non-mineral filler. “Non-mineral filler” as used herein means a filler which does not contain mineral elements, more particularly a filler which contains not more than 1% monovalent or divalent metal compounds.

For example, silica (containing silicon and oxygen) is a non-mineral filler. However, magnesium aluminum silicate (and other metal silicates such as lithium magnesium sodium silicate), perlite (containing significant amounts of aluminum), and kaolin (containing significant amounts significant amounts of aluminum) are mineral fillers.

Preferably, the non-mineral filler(s) have an apparent diameter ranging from 0.01 to 150 µm, preferably from 0.5 to 120 µm, and preferably from 1 to 80 µm. An apparent diameter corresponds to the diameter of the circle in which the elementary particle fits along its shortest dimension (thickness for the sheets).

Preferably, the non-mineral filler(s) is/are lamellar(s), spherical(s) or oblong(s).

Suitable non-mineral fillers include, but are not limited to, silica, modified and/or unmodified polyamide powders such as Nylon® powder (e.g., nylon 12) and modified polyamide powders such as, e.g. example, modified with a coating or envelope (for example, polyvinyl alcohol envelope) and/or with an attached optical brightener, poly-β-alanine powder, polyethylene powder, acrylic polymer powder and in particular, polymethyl methacrylate (PMMA) powder, acrylic acid copolymer powder, polytetrafluoroethylene powders, lauroyllysine, hollow polymer microspheres such as polyvinylidene chloride/acrylonitrile, for example, Expancel® (Nobel Industries) , hollow polymer microspheres (Tospearl® from Toshiba, for example), hollow silica microspheres (Silica Beads® from Maprecos), cellulose particles including microcrystalline cellulose particles and polyester particles.

The non-mineral filler(s) may be surface treated, for example, to make them lipophilic. However, the mineral filler(s) may also be untreated on the surface.

If surface treated, suitable surface treatments include, but are not limited to, trimethylsiloxyl groups, which are obtained, for example, by treatment of fumed silica in the presence of hexamethyldisilazane . Silicas thus treated are known as "silylated silica" according to the CTFA (6th edition, 1995). They are sold, or manufactured for example, under the references "Aerosil R812®" by the company Degussa and "CAB-O-SIL TS-530®" by the company Cabot; dimethylsilyloxyl or polydimethylsiloxane groups, which are obtained, for example, by treatment of fumed silica in the presence of polydimethylsiloxane or dimethyldichlorosilane. The silicas thus treated are known as "dimethyl silylated silica" according to the CTFA (6th edition, 1995). They are manufactured or sold, for example, under the references "Aerosil R972®" and "Aerosil R974®" by the company Degussa, and "CAB-O-SIL TS-610®" and "CAB-O-SIL TS-720 ®" by the Cabot company; groups derived from the reaction of fumed silica with silano-alkoxides or siloxanes. These treated silicas are, for example, products manufactured or sold under the reference “Aerosil R805®” by the company Degussa.

According to preferred embodiments, the compositions of the invention comprise one or more non-mineral fillers in an amount ranging from approximately 0.1 to approximately 10%, preferably from approximately 0.5 to approximately 7.5%, preferably from approximately 0.75 to approximately 5%, and preferably from approximately 1 to 3%, by weight, relative to the total weight of the composition, including all intermediate ranges and subranges such as, for example, 2 at 5%, 1 to 10%, 0.8 to 5.5%, etc.

Gelling agent

Preferred embodiments of the present invention provide compositions further comprising at least one gelling agent. Suitable gelling agents include any gelling agents, such as for example those capable of providing thickening to a high alcohol solvent system such as for example acrylic acid (co)polymers, such as high molecular weight homo- or co-polymers comprising acrylic acid, optionally cross-linked 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.

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 intermediate ranges and sub-ranges.

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 may be soluble in water or dispersible in water 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 between 0.01 mol% and 10 mol%, and preferably between 0.2 mol% and 2 mol%, relative to the polymer, including all intermediate ranges and sub-ranges. .

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 aqueous 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 may be water-soluble or water-dispersible homopolymers and may also contain 2-acrylamido-2-methylpropane sulfonate acid group(s) such as, for example, optionally cross-linked 2-acid polymers. sodium acrylamido-2-methylpropane sulfonate 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 (INCI name: AMMONIUM POLYACRYLDIMEHYLTAURAMIDE) such as the product sold under the brand name HOSTACERIN AMPS@ by Clariant.

The amphiphilic polymers ° can be chosen from crosslinked or non-crosslinked amphiphilic polymers ° of 2-acrylamido-2-methylpropane sulfonic 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 intermediate ranges and sub-ranges.

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), cross-linked ammonium acryloyldimethyltaurate polymer ammonium/beheneth-25 methacrylate (Clariant Aristoflex HMB) (cross-linked ethoxylated AMPS/behenyl methacrylate), cross-linked ammonium acryloyldimethyltaurate/steareth-25 methacrylate polymer (Aristoflex HMS) (ethoxylated AMPS/behenyl methacrylate copolymer stearyl cross-linked with trimethylol triacrylate), Aristoflex SNC (cross-linked ethoxylated AMPS/C16-C18), Aristoflex LNC (non-cross-linked AMPS/C12-C14), and mixtures thereof.

Preferably, where appropriate, the gelling agent(s) is/are present in the compositions of the present invention in quantities ranging from approximately 0.05 to approximately 5% by weight, preferably 0 .1 to 2.5% by weight, preferably 0.3 to 2% and preferably 0.5 to 1% by weight, all weights being based on the weight of the composition as a whole, including all ranges and intermediate subranges 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 such volatile silicone oils include linear or cyclic silicone oils having a room temperature viscosity of 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 silicone-free 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 C isoalkanes ₈ to C ₁₆ (also known as isoparaffins), isododecane, isodecane, and for example, oils marketed under the brand names Isopar or Permethyl. Preferably, volatile silicone-free 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 chain containing from 1 to 40 carbon atoms, including from 3 to 20 carbon atoms, with R ₆ + R ₇  10, such as, for example, Purcellin oil (cetostearyl octanoate), 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 approximately 15% by weight, and preferably from approximately 0.5% to approximately 10% by weight, relative to 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 optionally further 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 which 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.

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, 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, chelating agents, vitamins, antioxidants, neutralizing agents, cosmetic and dermatological active agents, moisturizers, silicone elastomers and their mixtures can 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, negatively affected 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 the keratinous material for a cosmetic composition and/or fixing a cosmetic composition that has been previously applied to the keratinous material by the application of compositions of the present invention over the keratinous material before application of a cosmetic composition (primer) and/or by the application of compositions of the present invention over a cosmetic composition previously applied to the keratinous material (fixation).

Preferably, the “make-up” of the keratinous material includes the application of at least one coloring agent to the keratinous material (either in the composition itself, or in a color layer composition applied either on top or under the composition as described above) in a quantity sufficient to impart color to the keratinous material.

In accordance with 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 they are preferably left 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 approximately 1 minute or less, more preferably for approximately 45 seconds or less.

Preferred embodiments of the present invention provide methods of stabilizing polyphenol , which comprises (1) at least one polyphenol a solvent system comprising a 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, to the composition during preparation of the composition. The quantity of the at least one C2-C5 monoalcohol added to the composition during the preparation of the composition to stabilize the polyphenol is preferably the quantities mentioned above in connection with these ingredients.

According to preferred embodiments of the present invention, 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 (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof; and (B) at least one color coat composition comprising at least one colorant are provided. Preferably, the composition is a spray 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.

According to preferred embodiments of the present invention, 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 cosmetics, comprising ( 1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof; and (B) at least one second layer of at least one color coat composition comprising at least one colorant, where the at least one second layer is applied thereon (when the composition of the invention is a color composition). primer) or under (when the composition of the invention is a fixative composition) the at least one first layer, are proposed. Preferably, the composition is a spray 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 presented in the following specification and the appended claims are approximations which may vary depending on the desired properties sought to be obtained by the present invention.

Although the numerical ranges and parameters exhibiting the broad scope of the invention are approximations, the numerical values presented 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 – Sample Formulations

Ingredient Favorite beach Specific range Polyphenol X (e.g. tannic acid) 0.5-15% 2-8% Nonionic compound Y 0.5-15% 2-8% Monoalcohol 25-65% 25-45% Water 0-65% 20-55% Chelating agent 0-2% 0.005-1% Antioxidant 0-3% 0.1-1% Non-mineral filler 0-10% 2-5% Other (conservative, etc.) 0-5% 0-2%

Example II – Preparation of the composition

Compositions falling within the preferred ranges for the ingredients of Example I were prepared as shown in the tables below, along with comparative compositions (also shown in the tables).

Example of the invention 1 Example of the invention 2 Example of the invention 3 Example of the invention 4 Example of the invention 5 Example of the invention 6 Example of the invention 7 WATER 51.8 51.8 49,548 50,548 53 25.5 40.0 ETHANOL 43.4 43.4 40 41 42.4 64 40.0 TANNIC ACID 2 2 4 3 2 5 10 CARBOMER 0.8 0 0 0 0 0 0 AMPS THICKENER 0 0.8 0.7 0.7 0.1 0 0 SILICA SILYLATE 0 0 1 1 0.5 0.5 0 PEG SURFACTANT 2 2 4 3 2 0 10 POLYGLYCEROL SURFACTANT 0 0 0 0 0 5 ASCORBYL GLUCOSIDE 0 0 0.75 0.75 0 0 0 CHELATOR 0 0 0.002 0.002 0 0 0 TOTAL 100 100 100 100 100 100 100

(Compositions of the invention)

Comparative example 1 Comparative example 2 Comparative example 3 WATER 95 93,495 95 ETHANOL 0 0 0 TANNIC ACID 5 5 0 PEG SURFACTANT 0 0 5 POLYGLYCEROL SURFACTANT 0 0 0 ASCORBYL GLUCOSIDE 0 1.5 0 CHELATOR 0 0.005 0 TOTAL 100 100 100

Table of comparable compositions

Example III – Test protocols A. Flow Properties Test

The flow properties (shear fluidization properties) of the compositions of the invention were determined following the protocol mentioned above at shear rates ranging from approximately 0.01 (1/s) to 100 (1/s). s). The resulting viscosity values are recorded as measured at 0.1 (1/s) and 100.

B. Transfer test

A cosmetic composition (e.g., foundation) is applied to keratinous material (e.g., skin) in a controlled amount (e.g., 0.020 grams) in a controlled area (e.g., 3 cm x 3 square cm). Wait 5 to 15 minutes until the solution has dried. Apply a composition (fixative) in a controlled quantity (for example, 0.020 grams) on top of the applied cosmetic composition, and allow it to dry. A white cotton ball or pad is used to rub the area a predetermined number of times (for example, 1 to 5 times) to assess the resistance to transfer of the cosmetic composition onto the cotton ball or pad. Transfer resistance is rated on a scale of 1 to 5, with 1 = substantial transfer of the cosmetic composition onto the cotton ball or pad; 3 = minimal transfer of the cosmetic composition to the cotton ball or pad; and 5 = no transfer of the cosmetic composition to the cotton ball or pad. Transfer resistance is assessed by determining the difference in cosmetic composition transferred to the cotton ball or pad, with or without the fixing composition applied.

Example IV – Test A. Flow test

The viscosities of the compositions of the invention were determined by the above methods and are shown in Table 3. These formulations exhibited suitable shear fluidization properties and could be used in spray application with/without propellant.

Viscosity at a shear rate of 0.1 s-1 (Pa.s) Viscosity at a shear rate of 100 s-1 (Pa.s) Example of the invention 1 700 4 Example of the invention 2 280 2 Example of the invention 3 118 0.9 Example of the invention 4 140 0.9 Example of the invention 5 3 0.1 Examples of the invention 6 and 7 Liquid Liquid Comparative Examples 1, 2 and 3 Liquid Liquid

Flow viscosities

B. Transfer test result

The results of the transfer resistance test of the prepared compositions are stated below:

Foundation (control): level 1, worst transfer

Comparative example 1: level 2

Comparative example 2: level 2

Comparative example 3: level 1, worst transfer

Example of the invention 1: level 4

Example of the invention 2: level 4

Example of the invention 3: level 4

Example of invention 4: level 4

Example of the invention 5: level 4

Example of the invention 6: level 5, weakest transfer

Example of the invention 7: level 5, weakest transfer

Claims (9)

Composition comprising (1) at least one polyphenol X comprising at least two different phenol groups; (2) at least one nonionic (poly)glycerolated and/or polyoxyalkylenated compound Y; (3) a solvent system comprising 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; and optionally (4) at least one agent selected from the group consisting of (i) at least one chelating agent; (ii) at least one gelling agent; (iii) at least one antioxidant selected from the group consisting of ascorbic acid compounds, sulfur-containing antioxidants, and mixtures thereof, (iv) at least one non-mineral filler, and (v) mixtures thereof. Composition according to claim 1, in the form of a spray composition. Composition according to any one of the preceding claims, wherein the at least one polyphenol X compound is tannic acid. Composition according to any one of the preceding claims, in which the at least one C2-C5 monoalcohol is ethanol. Composition according to any one of the preceding claims, in which the composition comprises at least one non-mineral filler which is silylated silica. Composition according to any one of the preceding claims, wherein the composition comprises at least one antioxidant selected from the group consisting of sodium sulfite, sodium bisulfite, ascorbyl glucoside, and mixtures thereof. Composition according to any one of the preceding claims, 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 over the applied composition.