Makeup process based on a polyphenol and at least one polyoxyethylenated silicone; compositions for carrying out the process

A hydrogen bonding-based coating agent using polyphenols and polyoxyethylenated silicones addresses the challenge of balancing high performance and natural ingredients in cosmetic products, achieving long-lasting makeup that resists mechanical friction and cleaning products while maintaining comfort.

FR3134987B1Active Publication Date: 2026-03-13LOREAL SA
View PDF 0 Cites 0 Cited by

Patent Information

Authority / Receiving Office
FR · FR
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-04-28
Publication Date
2026-03-13

AI Technical Summary

Technical Problem

Existing cosmetic products struggle to balance high performance with the increasing consumer demand for natural ingredients and reduced environmental impact, particularly in achieving long-lasting makeup that resists mechanical friction, water, sweat, and cleaning products while maintaining comfort.

Method used

A makeup and skincare process using a coating agent formed by hydrogen bonding between polyphenols with at least two different phenol groups and non-ionic polyoxyethylenated silicones, and compositions comprising these agents in a physiologically acceptable medium.

Benefits of technology

The solution provides long-lasting cosmetic effects with excellent hold and comfort, combining natural ingredients with high performance resistance to external factors and cleaning products.

✦ Generated by Eureka AI based on patent content.
Patent Text Reader

Abstract

Title: Makeup process based on a polyphenol and at least one polyoxyethylenated silicone, compositions for carrying out the process. The invention relates to a makeup and / or skincare and / or lip care process, preferably for the lips, more particularly a makeup process, consisting of applying to the skin and / or lips a coating agent formed in situ or previously by hydrogen bonding of at least one polyphenol X comprising at least two different phenol groups with at least one compound Y selected from linear, branched, or cross-linked silicone compounds, preferably non-ionic, polyoxyethylenated. It also relates to a composition (C) comprising at least one coating agent previously formed by hydrogen bonding of at least one polyphenol X with at least one compound Y as described above.Another object of the invention relates to a composition (D) comprising, at least one polyphenol X and at least one compound Y as described above and at least one mono-alcohol comprising from 2 to 8 carbon atoms.
Need to check novelty before this filing date? Find Prior Art

Description

Title of the invention: Makeup process based on a polyphenol and at least one polyoxyethylenated silicone, compositions for carrying out the process

[0001] The present invention relates to a method for applying makeup and / or skincare to human keratinous materials such as skin and / or lips, in which a coating agent formed by hydrogen bonding of at least one polyphenol X comprising at least two different phenol groups with at least one compound Y selected from linear, branched, or crosslinked, non-ionic polyoxyethylenated silicones is used. It also relates to compositions enabling the implementation of such a method.

[0002] Today, in the skincare and / or lip makeup market, many products claim to last all day, resisting external factors such as water, sebum, food, mechanical friction, etc. These "long-lasting" lip or face products, for home use, are primarily based on synthetic coating polymers in the presence of organic solvents, most often volatile oils. For example, some compositions include a silicone resin as a coating agent, such as trimethylsiloxysilicate resin (INCI name) or polypropylsilsesquioxane (INCI name), or silicone polymers such as silicone acrylate dendrimer copolymer (acrylates / polytrimethylsiloxymethacrylate copolymer - INCI name).

[0003] For some years now, consumers have been increasingly demanding about the composition of their cosmetic products and are particularly looking to use products containing an increasing amount of natural or naturally derived ingredients, ingredients whose environmental impact is minimized and / or ingredients that are compatible with many packaging.

[0004] The difficulty remains, however, to reconcile these latest trends with the fact that consumers do not want to give up the very high performance to which they have become accustomed with the products they already use.

[0005] The present invention aims to provide compositions that allow excellent hold of the expected cosmetic effects, in particular the color of the makeup of the skin, the lips, which are resistant to mechanical friction, meals, water, sweat and perspiration, sebum, oil, and even to cleaning products, in particular makeup removers, such as certain micellar waters, makeup remover wipes, for example.

[0006] Furthermore, the present invention aims to provide compositions that bring about lasting cosmetic effects, particularly makeup color, combined with an acceptable level of comfort.

[0007] These objectives and others are achieved by the implementation of the makeup and / or skin and / or lip care process, more particularly lip makeup according to the invention, consisting of applying to the skin and / or lips a coating agent formed in situ or previously by hydrogen bonding interaction of at least one polyphenol X comprising at least two different phenol groups with at least one compound Y chosen from silicone, linear, branched or crosslinked, preferably non-ionic, polyoxyethylenated compounds.

[0008] It also relates to a composition (called composition (C)) comprising, in particular in a physiologically acceptable medium, at least one coating agent previously formed by hydrogen bonding interaction of at least one polyphenol X comprising at least two different phenol groups with at least one compound Y selected from silicone, linear, branched or crosslinked, preferably non-ionic, polyoxyethylenated compounds.

[0009] Another object of the present invention relates to a composition (called composition (D)) comprising, in particular in a physiologically acceptable medium, a) at least one polyphenol X comprising at least two different phenol groups; b) at least one compound Y selected from linear, branched or crosslinked silicone compounds, preferably non-ionic, polyoxyethylenated and c) at least one mono-alcohol comprising 2 to 8 carbon atoms, preferably comprising 2 to 5 carbon atoms, and more particularly ethanol, isopropanol.

[0010] Another object of the invention is a cosmetic makeup and / or skincare kit, comprising at least: a) a first composition (A) comprising, in particular in a physiologically acceptable medium, at least one polyphenol X as defined above; and b) a second composition (B) comprising, in particular in a physiologically acceptable medium, at least one compound Y selected from silicone, linear, branched or crosslinked, preferably non-ionic, polyoxyethylenated compounds; said compositions (A) and (B) being packaged separately.

[0011] Other aspects and advantages of the present invention will become more apparent upon reading the description and examples that follow

[0012] In the context of the present invention, it is indicated that the skin refers to the skin of the face (cheeks, eyelids, eye contour), of the body, of the hands.

[0013] The makeup and / or skincare and / or lip care compositions according to the invention are cosmetic compositions. This implies that they advantageously comprise a physiologically acceptable medium. By "physiologically acceptable" is meant a medium that is compatible with the skin and / or lips, has a pleasant color, odor, and feel, and does not generate unacceptable discomfort (tingling, tightness) likely to deter the consumer from using the composition.

[0014] For the purposes of this invention, "hydrogen bond interaction" means an interaction involving a hydrogen atom from one of the two reactants and an electronegative heteroatom from the other reactant, such as oxygen, nitrogen, sulfur, or fluorine. In the context of this invention, the hydrogen bond(s) are formed between the hydroxyl (OH) group(s) of the reactive phenol group(s) of polyphenol X and the hydroxyl group(s) of compounds Y capable of reacting by hydrogen bonding with polyphenol X.

[0015] By "ambient temperature", we mean 25°C.

[0016] By “atmospheric pressure”, we mean 760 mm of Hg or 1.013.105 Pascals.

[0017] POLYPHENOL X

[0018] The polyphenols X usable according to the present invention comprise in their structure at least two different phenol groups.

[0019] By “polyphenol” is meant any compound having in its chemical structure at least two benzene compounds, in free or condensed form, each benzene compound comprising at least one hydroxyl group (OH), preferably at least 2 hydroxyl groups, or even 3 hydroxyl groups.

[0020] By "different phenol groups" is meant chemically different phenol groups.

[0021] The polyphenols X usable according to the invention may be synthetic or natural. They may be in isolated form or contained in a mixture, in particular contained in a plant extract. Polyphenols are phenols comprising at least two phenolic groups differently substituted on the aromatic ring.

[0022] The two classes of polyphenols are flavonoids and non-flavonoids.

[0023] Examples of flavonoids 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; and flavanones such as hesperidin and neohesperidin. hesperetin, naringenin, naringin; anthocyanins such as cyanidin, delphinidin, malvidin, peonidin or petunidin; catechin tannins such as tannic acid; isoflavonoids such as daidzein, or genistein; neoflavonoids; lignans such as pyroresorcinol; and mixtures thereof.

[0024] Among the natural polyphenols X that can be used according to the invention, lignins can also be mentioned.

[0025] Examples of non-flavonoids include curcuminoids such as curcumin or tetrahydrocurcumin; stilbenoids such as astringin, resveratrol or rhaponticin; aurones such as aureusidine; and mixtures thereof.

[0026] As polyphenols X usable according to the invention, we can also mention chlorogenic acid, verbascoside; coumarins substituted by phenols.

[0027] According to a particular embodiment of the invention, the polyphenol will be chosen from among the catecholic tannins such as the gallotannins chosen from tannic acid; ellagitannins such as epigallocatechin, epigallocatechin gallate, castalagin, vescalagin, vescaline, castaline, casuarictin, castanopsins, excoecarianins, grandinin, gradinin, roburines, pterocarinin, acutissimin, tellimagrandins, sanguiin, potentillin, pedunculagin, geraniin, chebulagic acid, diffusisinic acid, ascorgeraniin, stachyurin, casuarinin, casuariin, punicacortein, coriariin, cameliatannin, isodehydrodigalloyl, dehydrodigalloyl, hellinoyl, punicalagin, rhoipteleanins.

[0028] According to a particular embodiment of the invention, polyphenol X is epigallocatechin, in particular a green tea extract of INCI name GREEN TEA EXTRACT, in particular comprising at least 45% epigallocatechin by weight of said extract such as the commercial product sold under the name DERMOFEEL PHENON 90 MC® sold by Evonik Nutrition & Care or the commercial product sold under the name TEA POLYPHENOLS GREEN TEA EXTRACT® by Tayo Green Power.

[0029] According to a particular embodiment of the invention, polyphenol X is a procyanidin or a mixture of procyanidins, in particular a maritime pine bark extract of INCI name PINUS PINASTER BARK / BUD EXTRACT, in particular comprising 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® sold by the company BIOLANDES AROMES.

[0030] Tannic acid will be used more specifically as polyphenol X. This compound is notably marketed under the name Brewtan F by the company AJINOMOTO OMNICHEM Nv.

[0031] COMPOUNDS Y

[0032] As previously stated, the present invention is implemented in the presence of at least one compound Y selected from linear, branched, or cross-linked polyoxyethylenated silicone compounds. This compound Y is capable of forming at least two hydrogen bonds with the phenol groups of polyphenol X.

[0033] According to a particular mode, the compound or compounds Y, in the middle of the composition, do not have an anionic group in their chemical structure, and in particular are non-ionic.

[0034] In a preferred embodiment, the molar mass of compound Y is greater than 200 g / mol, or even greater than 350 g / mol.

[0035] More particularly, the compound(s) Y are selected from linear, branched or crosslinked polydimethylsiloxanes, preferably non-crosslinked, non-ionic, polyoxyethylenated, comprising from 2 to 50 oxyethylenated motifs; optionally comprising an alkyl group at C6-C22; non-ionic polydimethylsiloxanes with ester(s) functions, polyoxyethylenated, comprising from 2 to 50 oxyethylenated motifs.

[0036] Preferably, the compound(s) Y are chosen from the following compounds designated by their INCI name: PEG-10 dimethicone, PEG-12 dimethicone, PEG-9 polydimethyl-siloxyethyl dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, dimethicone / PEG-10 / 15 crosspolymer, bis-PEG-12 dimethicone candelillate, Bis-PEG-12 dimethicone beeswax and their mixtures.

[0037] COMPOSITION (A) COMPRISING POLYPHENOL(S) X

[0038] More specifically, composition (A) has a polyphenol(s) X content of at least 2% by weight, relative to the weight of composition (A). Preferably the polyphenol(s) X content is between 2 and 50% by weight, preferably between 5 and 30% by weight relative to the total weight of composition (A).

[0039] According to a first embodiment of the invention, the composition (A) comprises water. This may be, for example, demineralized water, or floral water such as cornflower water and / or mineral water such as Vittel water, Lucas water or La Roche-Posay water and / or thermal water. More particularly, the water content is greater than or equal to 25% by weight, or even greater than 30% by weight, and more preferably ranging from 35 to 85% relative to the total weight of the composition (A).

[0040] Composition (A) may also include at least one mono-alcohol in C2-C8, preferably in C2-C5. Examples include ethanol, isopropanol, butanol, and preferably ethanol, isopropanol, and even more preferably ethanol.

[0041] Preferably, the content of C2-C8 mono-alcohol, preferably C2-C5, and more particularly ethanol, is greater than 25% by weight, or even greater than 30% in weight, and more preferably ranging from 35 to 85% relative to the total weight of the composition (A).

[0042] The pH of composition (A) is preferably less than 8.0, more preferably less than 7.0, and more particularly varies from 2 to 6.

[0043] Composition (A) may optionally include other ingredients or solvents soluble or miscible in water (miscibility in water greater than 50% by weight at 25 °C) such as polyols having 3 to 8 carbon atoms such as propylene glycol, 1,3-butylene glycol, caprylyl glycol, pentylene glycol, glycerin, dipropylene glycol; C3-C4 ketones, C2-C4 aldehydes.

[0044] According to another particular embodiment of the invention, the composition (A) is anhydrous.

[0045] The term "anhydrous composition" means any composition comprising less than 5% by weight of water, or even less than 2% by weight, or even less than 1% by weight, relative to the total weight of the composition, or even free of water. Preferably, water is not deliberately added to the composition but may be present in small quantities, or even in trace amounts, in the various products used.

[0046] According to another particular embodiment of the invention, the composition (A) comprises an oily phase.

[0047] The term "oily phase" means a liquid phase at ambient temperature and atmospheric pressure comprising at least one fatty substance, other than compounds Y, such as oils, waxes, pastes and possibly all organic solvents and ingredients which are soluble or miscible in said phase.

[0048] Oils

[0049] The oil or oils may be chosen from volatile or non-volatile, polar or non-polar hydrocarbon oils, silicone oils, and mixtures thereof.

[0050] By "oil" is meant a liquid fat at ambient temperature (25°C) and atmospheric pressure (760 mm Hg or 1.013 x 10⁵ Pa). The oil may be volatile or non-volatile.

[0051] For the purposes of the present invention, "siliconized oil" means an oil comprising at least one silicon atom, and in particular at least one Si-O group, and more particularly an organopolysiloxane.

[0052] The term "hydrocarbon oil" refers to an oil containing primarily hydrogen and carbon atoms and optionally one or more functional groups selected from among the hydroxyl, ester, ether, and carboxylic groups. These oils are therefore distinct from silicone oils.

[0053] For the purposes of this invention, "volatile oil" means any oil capable of evaporating upon contact with the skin in less than one hour at room temperature and atmospheric pressure. Volatile oil is a volatile cosmetic compound, liquid at room temperature, and having, in particular, a non-zero vapor pressure. at ambient temperature and atmospheric pressure, in particular having a vapor pressure ranging from 2.66 Pa to 40000 Pa, in particular ranging from 2.66 Pa to 13000 Pa, and more particularly ranging from 2.66 Pa to 1300 Pa.

[0054] By "non-volatile oil" is meant an oil remaining on the skin at ambient temperature and atmospheric pressure for at least several hours and having, in particular, a vapor pressure of less than 2.66 Pa, preferably less than 0.13 Pa. By way of example, the vapor pressure can be measured according to the static method or by the isothermal thermogravimetric effusion method, according to the vapor pressure (OECD standard 104).

[0055] Volatile hydrocarbon oils

[0056] Among volatile hydrocarbon oils, special mention can be made of those chosen from among hydrocarbon oils of the hydrocarbon type (i.e., nonpolar hydrocarbon oils, consisting solely of carbon and hydrogen) as well as of the ester type. In particular, they can be chosen from volatile hydrocarbon oils having from 8 to 16 carbon atoms and their mixtures, and in particular: - C8-Ci6 branched alkanes such as isoalkanes (also called isoparaffins), isododecane, isodecane, isohexadecane, and their mixtures, and for example the oils sold under the trade names Isopars or Permetyls, - linear alkanes, for example Cn-Ci5, alone or in mixtures, - C8-Ci6 branched esters, for example isohexyl neopentanoate, - their mixtures.

[0057] Other volatile hydrocarbon oils such as petroleum distillates, in particular those sold under the name Shell by the company SHELL, may also be used; volatile linear alkanes such as those described in Cognis patent application DE10 2008 012 457.

[0058] Volatile silicone oils

[0059] Among volatile silicone oils, one can mention among others linear, branched or cyclic silicone oils such as polydimethylsiloxanes (PDMS) having 3 to 7 silicon atoms, preferably linear or branched polydimethylsiloxanes having 3 to 7 silicon atoms; as well as mixtures thereof.

[0060] Examples of such oils include octyltrimethicone, hexyltrimethicone, methyl trimethicone, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, dodecamethylcyclohexasiloxane, decamethyltetrasiloxane, polydimethysiloxanes such as those marketed under the reference DC 200 (1.5 cSt), DC 200 (3 cSt) by Dow Corning, or KF 96 A from Shin Etsu; alone or in mixtures.

[0061] Polar non-volatile hydrocarbon oils

[0062] The term "polar hydrocarbon oil" refers to an oil containing primarily hydrogen and carbon atoms and also comprising at least one oxygen atom. More particularly, such an oil comprises one or more functional groups selected from among the hydroxyl, ester, ether, carboxylic, and preferably hydroxyl, ester, and ether groups.

[0063] By way of example of a non-volatile hydrocarbon oil usable in the invention, we may cite: - triglycerides consisting of esters of fatty acids and glycerol, in particular whose fatty acids can have chain lengths ranging from C4 to C36, and especially from Cl8 to C36, these oils being linear or branched, saturated or unsaturated; these oils can in particular be heptanoic or octanoic triglycerides, wheat germ, sunflower, grape seed, sesame, corn, apricot, castor, shea, avocado, olive, soybean, sweet almond, palm, rapeseed, cottonseed, hazelnut, macadamia, jojoba, alfalfa, poppy, pothnarron, pumpkin, blackcurrant, evening primrose, millet, barley, quinoa, rye, safflower, candlenut, passionflower, and rosehip oils; shea oil; or caprylic / capric acid triglycerides such as those sold by Stéarineries Dubois or those sold under the names Miglyol 810®, 812® and 818® by Dynamit Nobel; - linear aliphatic hydrocarbon esters of formula RCOOR' in which RCOO represents a carboxylic acid residue comprising from 2 to 40 carbon atoms, and R' represents a hydrocarbon chain containing from 1 to 40 carbon atoms, with at least such as cetostearyl octanoate, esters of isopropyl alcohol such as isopropyl myristate, isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate or isostearate, isostearyl isostearate, octyl stearate, heptanoates, and in particular isostearyl heptanoate, octanoates, decanoates or ricinoleates of alcohols or polyalcohols such as propylene glycol dioctanoate, cetyl octanoate, tridecyl octanoate, ethyl 2-hexyl palmitate, alkyl benzoate, hexyl laurate, neopentanoic acid esters such as isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate,octyl-2-docecyl neopentanoate, isononanoic acid esters such as isononyl isononanoate, isotridecyl isononanoate, octyl isononanoate, oleyl erucate; isocetyl stearate, isodecyl neopentanoate, isostearyl behenate; , - Polyesters obtained by condensation of dimers and / or trimers of unsaturated fatty acids and diols, such as those described in patent application FR 0 853 634, particularly dilinoleic acid and 1,4-butanediol. A notable example is the polymer marketed by Biosynthis under the name Viscoplast. 14436H® (INCI name: Dilinoleic Acid / Butane diol Copolymer), or copolymers of polyols and diacid dimers, and their esters, such as Hailuscent ISDA®; - linear fatty acid esters and polyesters with a total number of carbons ranging from 35 to 80 such as pentaerythrityl tetrapelargonate, pentaerythrityl tetraisostearate; - aromatic esters and polyesters such as tridecyl trimellitate, C12-C15 alcohol benzoate, 2-phenyl ethyl ester of benzoic acid, butyl octyl salicylate; - dimer diol and mono- or dicarboxylic acid esters and polyesters, such as dimer diol and fatty acid esters and dimer diol and dicarboxylic acid dimer esters, for example with INCI name: Dimer Dilinoleyl Dimer Dilinoleate, such as Lusplan DD-DA5® and Lusplan DD-DA7® marketed by NIPPON FINE CHEMICAL and described in US application 2004-175338, the contents of which are incorporated into this application by reference; - fatty alcohols with 12 to 26 carbon atoms such as octyldodecanol, 2-butyloctanol, 2-hexyl decanol, 2-undecyl pentadecanol, oleic alcohol; - synthetic ethers having 10 to 40 carbon atoms such as dicaprylyl ether; - di-alkyl carbonates, the 2 alkyl chains being either identical or different, such as dicaprylyl carbonate marketed under the name Cetiol CC®, by Cognis; - and their mixtures.

[0064] Non-volatile, non-polar hydrocarbon oils

[0065] The oil can also be chosen from non-volatile, linear or branched, non-polar hydrocarbon oils, saturated or unsaturated, and preferably saturated.

[0066] Non-volatile, linear or branched, non-polar hydrocarbon oil(s) are more particularly compounds comprising only carbon and hydrogen atoms (in other words, non-volatile hydrocarbon-type oils).

[0067] Said nonpolar, linear or branched oils may be of mineral or synthetic origin, such as, for example: - paraffin oil, - squalane, - isoeicosane, - mixtures of linear, saturated hydrocarbons, particularly in Ci5-C2s, such as mixtures whose INCI names are for example the following: C15-19 Alkane (INCI name), C18-21 Alkane (INCI name), C21-28 Alkane (INCI name), such as for example the products Gemseal 40, Gemseal 60, Gemseal 120 marketed by Total, Emogreen L19 marketed by SEPPIC, - Polybutenes, hydrogenated or not, such as, for example, products from the Indopol range marketed by the company INEOS Oligomers, - polyisobutenes, hydrogenated or not, such as for example the non-volatile compounds of the Parléam® range marketed by the company NIPPON OIL FATS, - polydecenes, hydrogenated or not, such as for example non-volatile compounds of the PURESYN® range marketed by the company Exxonmobil), - and their mixtures.

[0068] Non-volatile silicone oils

[0069] The non-volatile oil may also be selected from phenylated or non-phenylated silicone non-volatile oils. More specifically, said silicone oils are devoid of (poly)alkoxy groups such as, in particular, (poly)ethoxy or (poly)propoxy groups, or of (poly)glycerol groups.

[0070] For the purposes of this invention, "siliconized oil" means an oil comprising at least one silicon atom, and in particular at least one Si-O group.

[0071] More particularly, the non-volatile silicone oil, phenylated or non-phenylated, is selected from dimethicones, trimethyl pentaphenyl trisiloxane, tetramethyl tetraphenyl trisiloxane, diphenyl dimethicone, trimethylsiloxyphenyl dimethicone, phenyltrimethicone, diphenylsiloxy phenyl trimethicone, and mixtures thereof.

[0072] These products are marketed, in particular, under the names PH-1555 HRI Cosmetic Fluid (Trimethyl Pentaphenyl Trisiloxane) and Dow Corning 556 Cosmetic Grade Fluid (Phenyltrimethicone) by Dow Corning; Diphenyl Dimethicone products such as KF-54, KF54HV, KF-50-300CS, KF-53 d, KF-50-100CS, or Diphenylsiloxy Phenyl Trimethicone KF56 A, marketed by Shin Etsu; and Belsil PDM 1000 and Belsil PDM 20 products marketed by Wacker Chemie (Trimethylsiloxy Phenyl Dimethicone), alone or in mixtures. The values ​​in parentheses represent viscosities at 25°C (ASTM D-445 standard).

[0073] When composition (A) is anhydrous, preferably the oily phase comprises at least one volatile hydrocarbon oil, more preferably chosen from among the C8-C16 isoalkanes of petroleum origin such as isodecane, isododecane, isohexadecane, and more particularly isododecane.

[0074] Waxes

[0075] The composition may optionally include at least one wax.

[0076] For the purposes of this invention, "wax" means a lipophilic compound, solid at 25°C, with a reversible solid / liquid change of state, having a melting point greater than or equal to 40°C and up to 120°C.

[0077] For the purposes of the invention, the melting temperature corresponds to the temperature of the most endothermic peak observed in thermal analysis (DSC) as described in ISO 11357-3; 1999. The melting temperature of the wax can be measured using a differential scanning calorimeter (DSC), for example the calorimeter sold under the name "DSC Q2000" by TA Instruments.

[0078] The measurement protocol is as follows: A sample of wax of approximately 5 mg is placed in a crucible "hermetically sealed aluminum capsule. The sample is subjected to an initial heating from -20°C to 120°C at a rate of 10°C / minute, then cooled from 120°C to -20°C at a rate of 10°C / minute, and finally subjected to a second heating from -20°C to 120°C at a rate of 5°C / minute. During this second heating, the melting point of the solid fat is measured. This point corresponds to the peak of the most endothermic point on the observed melting curve, representing the variation in power absorbed as a function of temperature.

[0079] Waxes can be hydrocarbon, silicone, and be of vegetable, mineral, animal and / or synthetic origin.

[0080] More particularly, the waxes are chosen from non-polar hydrocarbon waxes, polar hydrocarbon waxes, preferably esters, as well as mixtures thereof.

[0081] Among nonpolar hydrocarbon waxes (i.e., comprising only carbon and hydrogen atoms in their structure), we can mention in particular polyethylene waxes, microcrystalline waxes, paraffin waxes, ozokerite, polymethylene waxes, waxes obtained by Fischer-Tropsch synthesis, microwaxes in particular of polyethylene, as well as their mixtures.

[0082] Among polar hydrocarbon waxes (therefore comprising carbon, hydrogen and oxygen atoms) suitable waxes advantageously comprising at least one alcohol, ester, and / or ether group.

[0083] In particular, hydrocarbon waxes such as beeswax, lanolin wax; sunflower wax, rice wax, carnauba wax, candelilla wax, Ouricury wax, Japanese wax, Berry wax, shellac wax and sumac wax; Montan wax, as well as mixtures thereof, may be used as wax.

[0084] Also of note are waxes obtained by catalytic hydrogenation of animal or vegetable oils having linear or branched C8-C32 fatty acid chains. Among these, hydrogenated jojoba oil, hydrogenated palm oil, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated lanolin oil, and di-(trimethyloi-1,1,1) tetrastearate may be mentioned. propane) sold under the name "HEST 2T-4S®" by the company HETERENE, di-(trimethyl-1,1,1 propane tetrabehenate) sold under the name HEST 2T-4B® by the company HETERENE.

[0085] Also suitable are waxes of the type of C20-C40 alkyl (hydroxystearyloxy)stearate, alone or in mixture, or a C2o-C4O alkyl stearate. Such waxes are notably sold under the names "Kester Wax K 82 P®", "Hydroxypolyester K 82 P®", "Kester Wax K 80 P®", or "KESTER WAX K82H" by the company KOSTER KEUNEN.

[0086] As examples of alcohol wax, we can mention mixtures of linear, saturated alcohols, in C30-C50 such as, for example, Performacol 550-L Alcohol wax from New Phase Technology, stearic alcohol and cetyl alcohol.

[0087] Pasty compounds

[0088] For the purposes of this invention, "pasty compound" means a lipophilic fatty compound with a reversible solid / liquid phase change, comprising a liquid fraction and a solid fraction at a temperature of 20°C. Thus, a pasty compound may have a melting point below 20°C. Furthermore, the pasty compound may have an anisotropic crystalline structure in the solid state. The melting point of the pasty fat is determined according to the same principle as that detailed previously for waxes.

[0089] In the case of a pasty compound, the measurement protocol is however as follows: A 5 mg sample of pasty fat placed in a crucible is subjected to a first temperature rise from -20°C to 100°C, at a heating rate of 10°C / minute, then is cooled from 100°C to -20°C at a cooling rate of 10°C / minute and finally subjected to a second temperature rise from -20°C to 100°C at a heating rate of 5°C / minute. The melting point of the pasty fat is the temperature value corresponding to the peak of the curve representing the variation of the difference in absorbed power as a function of temperature. It should be noted that the liquid fraction by weight of the pasty fat at room temperature is equal to the ratio of the enthalpy of fusion consumed at room temperature to the enthalpy of fusion of the pasty fat. The enthalpy of fusion of a fat in a paste form is the enthalpy consumed by the fat to change from a solid to a liquid state. A fat in a paste form is said to be in a solid state when its entire mass is in crystalline solid form. A fat in a paste form is said to be in a liquid state when its entire mass is in liquid form. The enthalpy of fusion of a fat in a solid state is the amount of energy required to change the fat in a solid state to a liquid state. It is expressed in J / g. The enthalpy of fusion of the pasty fat is equal to the value to be obtained under the curve of the thermogram obtained.

[0090] Preferably, this or these pasty hydrocarbon compound(s) are chosen from:

[0091] - vegetable butters, such as mango butter, for example, such as that marketed under the reference Lipex® 203 by the company AARHUSKARLSHAMN, shea butter, in particular that whose INCI name is Butyrospermum Parkii Butter, such as that marketed under the reference Sheasoft® by the company AARHUSKARLSHAMN, cupuacu butter (Rain forest RF3410 from the company Beraca Sabara), murumuru butter (RAIN FOREST RF3710 from the company Beraca Sabara), cocoa butter, babassu butter such as that marketed under the name Cropure® Babassu by Croda, as well as orange wax such, for example, that which is marketed under the reference Orange Peel Wax by the company Koster Keunen,

[0092] - partially hydrogenated vegetable oils, such as soybean oil hydrogenated, hydrogenated coconut oil, hydrogenated rapeseed oil, mixtures of hydrogenated vegetable oils such as the mixture of hydrogenated soybean, coconut, palm and rapeseed vegetable oil, for example the mixture marketed under the reference Akogel® by the company AARHUSKARLSHAMN (INCI name Hydrogenated Vegetable Oil), partially hydrogenated isomerized trans jojoba oil manufactured or marketed by the company Desert Whale under the trade name Iso-Jojoba-50®, partially hydrogenated olive oil such as, for example, the compound marketed under the reference Beurrolive by the company Soliance,

[0093] - hydrogenated castor oil esters and C16-C22 fatty acids, in particular of isostearic acid such as the compound with the INCI name Hydrogenated Castor Oil Isostearate, for example SALACOS HCIS (VL) sold by the company NISSHIN OIL,

[0094] - fatty acid triglycerides, saturated or unsaturated, linear or branched, possibly mono- or poly-hydroxylated, preferably C12-C18, possibly hydrogenated (totally or partially); such as, for example, saturated fatty acid glycerides C12-C18 marketed under the name Softisan 100® by the company Cremer Oleo (INCI name: Hydrogenated Coco-Glycerides),

[0095] - polyesters resulting from the condensation of a linear or branched dicarboxylic acid in C6-C10 and of diglycerol ester and monocarboxylic acids, possibly hydroxylated, linear or branched, in C6-C20, such as in particular the ester obtained by condensation of adipic acid and a mixture of diglycerol esters with a mixture of C6-C20 fatty acids such as caprylic acid, capric acid, stearic acid, isostearic acid and 12-hydroxystearic acid, and with the INCI name Bis-Diglyceryl Polyacyladipate-2. This type of compound is notably marketed under the reference Softisan® 649 by the company Cremer Oleo.

[0096] - polyesters obtained from an acid dimer, said acid being unsaturated and comprising 16 to 24 carbon atoms, and at least one alcohol or polyol, such as: * diol dimer esters (e.g. dilinoleic alcohol) and dilinoleic acid whose hydroxyl groups are esterified by a mixture of phytosterols, behenyl alcohol and isostearyl alcohol, for example the ester sold under the name Plandool G by the company Nippon Fine Chemical (INCI name: Bis-Behenyl / Isostearyl / Phytosteryl Dimer Dilinoleyl Dimer Dilinoleate); * esters of dilinoleic acid and a mixture of phytosterols, isostearyl alcohol, cetyl alcohol, stearyl alcohol and behenyl alcohol, for example the ester sold under the name Plandool H or Plandool S by the company Nippon Fine Chemical (INCI name: Phytosteryl / Isostearyl / Cetyl / Stearyl / Behenyl Dimer Dilinoleate); * hydrogenated castor oil and dilinoleic acid esters, such as those sold under the names RISOCAST-DA-L or RISOCASTDA-H by the company KOKYU ALCOHOL KOGYO (INCI name: Hydrogenated Castor Oil Dimer Dilinoleate).

[0097] Preferably, if the composition includes them, the pasty hydrocarbon compound(s) are chosen from vegetable butters, partially hydrogenated vegetable oils, compounds with INCI name Phytosteryl / Isostearyl / Cetyl / Stearyl / Behenyl Dimer Dilinoleate, Hydrogenated Coco-Glycerides, Bis-Diglyceryl Polyacyladipate-2 and mixtures thereof.

[0098] When composition (A) is anhydrous, the concentration in the oil phase of said composition is preferably greater than or equal to 5% by weight, more particularly greater than 10% by weight, and more particularly varies from 20 to 85% by weight relative to the total weight of the composition (A).

[0099] COMPOSITION (B) COMPRISING THE COMPOUNDS Y

[0100] Preferably, the content of compounds Y represents at least 1% by weight, more particularly from 1 to 75% by weight, preferably from 2 to 50% by weight relative to the total weight of the composition (B).

[0101] According to a first embodiment of the invention, the composition (B) comprising the compound(s) Y comprises at least water. This may be, for example, demineralized water, or floral water such as cornflower water and / or mineral water such as Vittel water, Lucas water or La Roche-Posay water and / or thermal water.

[0102] The quantity of water is preferably greater than or equal to 25% by weight, or even greater than 30% by weight, and more preferably ranging from 35 to 85% by weight, relative to the total weight of the composition (B).

[0103] Composition (B) may also include at least one mono-alcohol in C2-C8, preferably in C2-C5. Examples include ethanol, isopropanol, butanol, and preferably ethanol, isopropanol, preferably ethanol.

[0104] Preferably, the content of mono alcohol in C2-C8, preferably in C2-C5, and more particularly in ethanol, is greater than 25% by weight, or even greater than 30% by weight, and more preferably ranging from 35 to 85% relative to the total weight of the composition (B).

[0105] The pH of composition (B) is preferably less than 8.0, more preferably less than 7.0, and more particularly varies from 2 to 6.

[0106] Composition (B) may optionally include other ingredients or solvents soluble or miscible in water (miscibility in water greater than 50% by weight at 25 °C) such as polyols having 3 to 8 carbon atoms such as propylene glycol, 1,3-butylene glycol, caprylyl glycol, pentylene glycol, glycerin, dipropylene glycol; C3-C4 ketones, C2-C4 aldehydes.

[0107] According to another embodiment of the invention, the composition (B) is anhydrous.

[0108] According to another embodiment, composition (B) may comprise at least an oily phase as defined previously.

[0109] When composition (B) is anhydrous, preferably the oily phase comprises at least one volatile hydrocarbon oil, more preferably chosen from among the C8-C16 isoalkanes of petroleum origin (also called isoparaffins) such as isodecane, isohexadecane, isododecane and more particularly isododecane.

[0110] When composition (B) is anhydrous, the concentration in the oil phase of the composition of the invention is preferably greater than or equal to 5% by weight, more particularly greater than 10% by weight, and more particularly varies from 20 to 85% by weight relative to the total weight of composition (B).

[0111] Of course, a person skilled in the art will take care to choose compositions (A) and (B) so that they are compatible and can be mixed and the quantities enabling the formation in the resulting mixture of a coating agent by interaction by hydrogen bonds of polyphenol X with compounds Y as defined.

[0112] COMPOSITION (C)

[0113] The present invention also relates to a composition (C) comprising, in particular in a physiologically acceptable medium, at least one coating agent previously formed by hydrogen bonding interaction of at least one polyphenol X with at least one compound Y, as defined above.

[0114] Pre-formed coating agent

[0115] The coating agent present in the compositions of the invention is obtained by reacting by hydrogen bond interaction, at room temperature and atmospheric pressure, at least one polyphenol X comprising at least two different phenol groups with at least one compound Y selected from the silicone, linear, branched or crosslinked, non-ionic polyoxyethylenated compounds; both previously described.

[0116] Advantageously, the content of pre-formed coating agent varies from 1 to 60% by weight, more preferably from 2 to 40% by weight, preferably from 10 to 40% by weight relative to the total weight of the composition (C).

[0117] Process for preparing the coating agent

[0118] The reaction medium may be aqueous, hydrophilic, or anhydrous. Ideally, the solvent in which the coating agent is prepared is easily removed, particularly by evaporation. Thus, the coating agent can advantageously be synthesized in water or in a volatile oil such as those mentioned above, preferably isododecane.

[0119] Polyphenol X and compound Y are preferably introduced into the reaction medium with a ratio of the mass of polyphenol X, expressed as active material, to the mass of compounds Y, expressed as active material, varying between 0.25 and 3, preferably between 0.5 and 2.

[0120] The order of introduction does not matter. The contact time can be very short or it can be left to incubate under shaking (a few hours).

[0121] The precipitate obtained corresponding to the coating agent is recovered either by filtration of the solvent or by centrifugation or by evaporation of the solvent.

[0122] The precipitate is then washed several times to remove the initial reagents that were not involved in the formation of the precipitate. The washing solvent is most commonly chosen from among the solvents of polyphenol X and / or the associated compound(s) Y. Ideally, the washing solvent is water.

[0123] The number of washes can be determined by measuring the polyphenol X recovered in the wash water. When the level is low, it can be considered that the excess reagents have been removed. The amount of solvent present in the precipitate is more specifically less than 40% by weight relative to the weight of the precipitate, or even less than 35% by weight relative to the weight of the precipitate.

[0124] Then the precipitate can be dried, in particular in open air, under a heated atmosphere, under vacuum or lyophilized.

[0125] According to a particular embodiment of the invention, the composition (C) comprises at least water. This may be, in particular, demineralized water, or even floral water. such as cornflower water and / or mineral water such as VITTEL water, LUCAS water or LA ROCHE POSA Y water and / or thermal water.

[0126] Depending on the nature of the aqueous composition (C), the quantity of water is preferably greater than 30% by weight, or even greater than 40% by weight, and more preferably ranging from 30 to 75% by weight relative to the total weight of the composition (C).

[0127] According to another particular mode, the composition (C) may comprise at least one oily phase as defined above.

[0128] According to a particular embodiment of the invention, the composition (C) is anhydrous.

[0129] According to another particular mode, the composition (C) can be in a multiphase form, for example in the form of an oil-in-water emulsion (continuous aqueous phase in which an oily phase is dispersed in the form of droplets so as to obtain a macroscopically homogeneous mixture), in the form of a water-in-oil emulsion (continuous oily phase in which an aqueous phase is dispersed in the form of droplets so as to obtain a macroscopically homogeneous mixture).

[0130] When composition (C) contains water, the pH of the aqueous phase is preferably less than 8.0, more preferably less than 7.0, and more particularly varies from 2 to 6.

[0131] When composition (C) includes an oily phase, it includes at least one oil

[0132] When the composition (C) includes an oily phase, the concentration in the oily phase is preferably greater than 10% by weight, or even greater than 20% by weight, and more preferably varies from 30 to 75% relative to the total weight of the composition (C).

[0133] Preferably, if composition (C) includes an oil phase, this includes at least one polar hydrocarbon non-volatile oil. Preferably, it does not contain any silicone oil, whether volatile or non-volatile.

[0134] When composition (C) is an emulsion, it may comprise one or more emulsifying surfactants.

[0135] For the purposes of the present invention, an "emulsifying surfactant" is understood to be an amphiphilic surfactant compound, that is, one having two parts of different polarities. Generally, one is lipophilic (soluble or dispersible in an oil phase). The other is hydrophilic (soluble or dispersible in water). Emulsifying surfactants are characterized by their HLB (Hydrophile Lipophilic Balance) value, the HLB being the ratio between the hydrophilic and lipophilic parts in the molecule. The term HLB is well known to those skilled in the art and is described, for example, in "The HLB System: A Time-Saving Guide to Emulsifier Selection" (published by ICI Americas Inc.; 1984). For the For emulsifying surfactants, the HLB generally ranges from 3 to 8 for the preparation of water-in-oil (W / O) emulsions. The HLB is greater than 8 for the preparation of oil-in-water (O / W) emulsions. The HLB of the surfactant(s) used according to the invention can be determined by the Griffin method or the Da Vies method.

[0136] According to a preferred embodiment of the invention, when composition (C) is anhydrous, the oily phase of composition (C) comprises at least one volatile hydrocarbon oil, preferably chosen from hydrocarbon oils having 8 to 16 carbon atoms, and in particular C8-C16 isoalkanes of petroleum origin (also called isoparaffins) such as isododecane, isodecane, isohexadecane, and particularly isododecane.

[0137] The quantity of volatile hydrocarbon oil(s) may preferably range from 20% to 80% by weight, and even more preferably from 30% to 70% by weight, relative to the total weight of said composition (C).

[0138] According to a preferred embodiment of the invention, in order to improve the dispersibility of the coating agent homogeneously in the composition (C), a thickening system (polymers, waxes or paste-like substances), a suspending agent or an emulsifying system, in particular of the lamellar phase type, can be added.

[0139] COMPOSITION (D)

[0140] Another object of the invention relates to a composition (D) comprising, in particular in a physiologically acceptable medium, a) at least one polyphenol X as defined above, b) at least two compounds Y as defined above, and c) at least one mono-alcohol comprising from 2 to 8 carbon atoms, more particularly comprising from 2 to 5 carbon atoms, and preferably ethanol, isopropanol, even more preferably ethanol.

[0141] In this composition, the coating agent is in a latent state and only fully appears in situ, that is, once composition (D) has been applied to the skin and / or lips. In other words, in composition (D), prior to its application, the conditions (ingredients, concentrations) are such that they do not favor the interaction of polyphenol(s) X and compound(s) Y with each other. Preferably, these compounds do not precipitate in the composition before its application.

[0142] Preferably, the polyphenol X content in composition (D) is at least 2% by weight, preferably between 2 and 30% by weight, and even more particularly between 3 and 25% by weight, relative to the total weight of said composition (D).

[0143] Preferably, the content of compounds Y in composition (D) represents at least 1% by weight, more particularly at least 2% by weight, preferably from 2 to 40 % and even more preferably from 3 to 35% by weight relative to the total weight of said composition.

[0144] More particularly, the ratio of the mass of polyphenol X, expressed as active material, to the mass of compounds Y, expressed as active material, varies between 0.25 and 3, preferably between 0.5 and 2.

[0145] Advantageously, the content of the C2-C8 mono-alcohol, more particularly the C2-C5 mono-alcohol, especially ethanol, is such that compounds X and Y do not react in composition (D) prior to its application. This mono-alcohol can thus be considered a hydrogen bond inhibitor. A "hydrogen bond inhibitor" is defined as any compound capable of preventing the interaction by hydrogen bonds between polyphenol X and compounds Y and / or of dissociating the complex formed by this interaction by breaking the hydrogen bonds. More particularly, the content of the C2-C8 mono-alcohol is at least 25% by weight, in particular between 25 and 98% by weight, more particularly between 30 and 85% by weight, and even more particularly between 35 and 80% by weight, relative to the total weight of said composition (D).

[0146] According to a first embodiment of the invention, the composition (D) comprises water. Here again, it may be demineralized water, or floral water such as cornflower water and / or mineral water such as VITTEL water, LUCAS water or LA ROCHE POSA Y water and / or thermal water.

[0147] More particularly, composition (D) comprises a water content less than or equal to 30% by weight, more particularly less than or equal to 20% by weight, notably less than or equal to 15% by weight, and more preferably less than or equal to 10% by weight, relative to the total weight of said composition

[0148] According to another embodiment of the invention, composition (D) is anhydrous.

[0149] Composition (D) may include at least one oily phase.

[0150] More particularly, the concentration in the oil phase of composition (D) is greater than or equal to 5% by weight, or even greater than or equal to 10% by weight, and more particularly varying from 20 to 80% by weight relative to the total weight of said composition (D).

[0151] When composition (D) includes an oily phase, this includes at least one volatile hydrocarbon oil, preferably chosen from hydrocarbon oils having 8 to 16 carbon atoms, and in particular C8-C16 isoalkanes of petroleum origin such as isododecane, isodecane, isohexadecane, and particularly isododecane.

[0152] The quantity of volatile hydrocarbon oil(s) may preferably range from 20% to 80% by weight, and even more preferably from 30% to 70% by weight, relative to the total weight of said composition (D).

[0153] According to another particular mode, the composition (D) may be in a multiphase form, for example in the form of an oil-in-water emulsion (continuous aqueous phase in which an oily phase is dispersed in the form of droplets so as to obtain a macroscopically homogeneous mixture) or a water-in-oil emulsion (continuous oily phase in which an aqueous phase is dispersed in the form of droplets so as to obtain a macroscopically homogeneous mixture).

[0154] When composition (D) is an emulsion, it may comprise one or more emulsifying surfactants. Reference may be made to the list given in the description of composition (C).

[0155] According to a particular mode, if the composition (D) includes water, then the pH of the aqueous phase is less than 8.0, more preferably less than 7.0, and more particularly varies from 2 to 6.

[0156] Composition (D) may also include any conventional additional ingredient in the field, such as, for example, thickeners, solid fatty compounds such as waxes, paste compounds, among others, provided that the presence of these additional compounds does not lead to the appearance of the product of the reaction of polyphenol X with compound Y.

[0157] COLOURING MATTER

[0158] According to a particular embodiment of the invention, the composition (A), (B), (C) and / or (D) comprises at least one coloring material, in particular chosen from synthetic, natural or naturally derived coloring materials.

[0159] The colouring material may be chosen from coated or uncoated pigments, water-soluble dyes, fat-soluble dyes, and mixtures thereof.

[0160] Pigments

[0161] “Pigments” means white or colored particles, mineral or organic, insoluble in the composition medium, intended to color and / or opacify the composition and / or the resulting deposit.

[0162] According to a first particular embodiment, the pigments used are chosen from mineral pigments.

[0163] By "mineral pigment" is meant any pigment that meets the definition in the Ullmann Encyclopedia in the chapter on inorganic pigments. Examples of mineral pigments useful in the present invention include zirconium or cerium oxides, as well as zinc, iron (black, yellow, or red) or chromium oxides, manganese violet, ultramarine blue, chromium hydrate, and ferric blue. Titanium dioxide, metallic powders such as aluminum powder and copper powder. The following mineral pigments can also be used: Ta2O5, Ti3O5, Ti2O3, TiO, ZrO2 in mixtures with TiO2, ZrO2, Nb2O5, CeO2, ZnS.

[0164] The size of the pigment useful in the context of the present invention is generally greater than 100 nm and can go up to 10 µm, preferably from 200 nm to 5 µm, and more preferably from 300 nm to 1 µm.

[0165] According to a particular embodiment of the invention, the pigments have a size characterized by a D

[50] greater than 100 nm and up to 10 qm, preferably from 200 nm to 5 qm, and more preferably from 300 nm to 1 qm.

[0166] The sizes are measured by static light scattering using a commercial particle size analyzer, specifically the Malvern MasterSizer 3000®, which allows for the determination of the particle size distribution across a wide range from 0.01 µm to 1000 µm. The data are processed based on the classical Mie scattering theory. This theory is best suited for size distributions ranging from submicron to multimicron and allows for the determination of an "effective" particle diameter. This theory is notably described in Van de Hulst, H.C., "Light Scattering by Small Particles," Chapters 9 and 10, Wiley, New York, 1957.

[0167] D

[50] represents the maximum size that 50% of the particles have by volume.

[0168] In the context of the present invention, the mineral pigments are more particularly iron oxide and / or titanium dioxide. By way of example, titanium dioxide and iron oxide coated with aluminum stearoyl glutamate, for example, marketed under the reference NAI® by MIYOSHI KASEI, may be cited more particularly.

[0169] As mineral pigments that can be used in the invention, nacres can also be mentioned.

[0170] By “mother-of-pearl”, one must understand colored particles of any shape, iridescent or not, in particular, produced by certain molluscs in their shell or synthesized and which exhibit a color effect by optical interference.

[0171] The pearlescent pigments may be selected from pearlescent pigments, such as titanium mica coated with an iron oxide, titanium mica coated with bismuth oxychloride, titanium mica coated with chromium oxide, titanium mica coated with an organic dye, as well as pearlescent pigments based on bismuth oxychloride. They may also consist of mica particles on the surface of which at least two successive layers of metal oxides and / or organic coloring materials are superimposed.

[0172] We can also cite, as an example of nacres, natural mica covered with titanium oxide, iron oxide, natural pigment or bismuth oxychloride.

[0173] Mother-of-pearl may in particular have a yellow, pink, red, bronze, orange, brown, gold and / or copper colour or reflection.

[0174] Among the pigments usable according to the invention, one can also mention those with an optical effect different from a simple conventional hue effect, that is to say, unified and stabilized such as that produced by conventional coloring materials, such as, for example, monochromatic pigments. For the purposes of the invention, "stabilized" means devoid of any color variability effect with the angle of observation or in response to a change in temperature.

[0175] For example, this material can be chosen from metallic-reflecting particles, goniochromatic coloring agents, diffracting pigments, thermochromic agents, optical brighteners, and, in particular, interference fibers. Of course, these different materials can be combined in such a way as to provide the simultaneous manifestation of two effects, or even a new effect according to the invention.

[0176] According to a particular mode, the composition ((A), (B), (C) and / or (D) according to the invention comprises at least one uncoated pigment.

[0177] According to another particular mode, the composition (A), (B), (C) and / or (D) according to the invention comprises at least one pigment coated by at least one lipophilic or hydrophobic compound.

[0178] This type of pigment is particularly advantageous. Insofar as they are treated with a hydrophobic compound, they exhibit a predominant affinity for an oily phase which can then carry them.

[0179] The coating may also include at least one additional non-lipophilic compound.

[0180] For the purposes of the invention, "coating" of a pigment according to the invention generally means the total or partial surface treatment of the pigment by a surfactant, absorbed, adsorbed or grafted onto said pigment.

[0181] Surface-treated pigments can be prepared using surface treatment techniques of a chemical, electronic, mechano-chemical or mechanical nature well known to those skilled in the art. Commercial products can also be used.

[0182] The surfactant can be absorbed, adsorbed or grafted onto the pigments by solvent evaporation, chemical reaction and creation of a covalent bond.

[0183] According to one variant, the surface treatment consists of coating the pigments.

[0184] The coating may represent from 0.1% to 20% by weight, and in particular from 0.5% to 5% % by weight, of the total weight of the coated pigment.

[0185] The coating can be achieved, for example, by adsorption of a liquid surfactant onto the surface of the solid particles by simple mixing under agitation of the particles and said surfactant, possibly heated, prior to the incorporation of the particles into the other ingredients of the makeup or skincare composition.

[0186] The coating can be achieved, for example, by a chemical reaction of a surfactant with the surface of the solid pigment particles and the creation of a covalent bond between the surfactant and the particles. This method is described in particular in US patent 4,578,266.

[0187] Chemical surface treatment may consist of diluting the surfactant in a volatile solvent, dispersing the pigments in this mixture, and then slowly evaporating the volatile solvent so that the surfactant is deposited on the surface of the pigments.

[0188] When the pigment includes a lipophilic or hydrophobic coating, the latter is preferably present in the oily phase of the composition according to the invention.

[0189] According to a particular embodiment of the invention, the pigments can be coated according to the invention by at least one compound selected from silicone surfactants; fluorinated surfactants; fluoro-siliconized surfactants; metallic soaps; N-acylated amino acids or their salts; lecithin and its derivatives; isopropyl trisostearyl titanate; isostearyl sebacate; natural vegetable or animal waxes; polar synthetic waxes; fatty esters; phospholipids; and mixtures thereof.

[0190] According to a particular embodiment of the invention, the pigments can be coated by a hydrophilic compound.

[0191] According to another particular mode, the colouring material is an organic, synthetic, natural or naturally derived pigment.

[0192] By "organic pigment" is meant any pigment that meets the definition in the Ullmann Encyclopedia in the chapter on organic pigment. The organic pigment may in particular be chosen from among the compounds nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, of the metal complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane, quinophthalone.

[0193] The organic pigment(s) may be chosen, for example, from carmine, carbon black, aniline black, melanin, azo yellow, quinacridone, phthalocyanine blue, sorghum red, the blue pigments coded in the Color Index under references CI 42090, 69800, 69825, 73000, 74100, 74160, the yellow pigments coded in the Color Index under references CI 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments coded in the Color Index under references CI 61565, 61570, 74260, the orange pigments coded in the Color Index under references CI 11725, 15510, 45370, 71105, red pigments coded in the Color Index under references CI 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000, 73360, 73915, 75470, and pigments obtained by oxidative polymerization of indolic, phenolic derivatives as described in patent FR 2 679 771.

[0194] The pigments can also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments can be composed in particular of particles comprising an inorganic core covered at least partially with an organic pigment and at least one binder ensuring the fixation of the organic pigments on the core.

[0195] The pigment can also be a lacquer. By lacquer, we mean insolubilized dyes adsorbed onto insoluble particles, the whole thus obtained remaining insoluble during use.

[0196] The inorganic substrates on which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicate, and aluminium.

[0197] Among the organic dyes, we can mention cochineal carmine. We can also mention the products known under the following names: D&C Red 21 (CI 45 380), D&C Orange 5 (CI 45 370), D&C Red 27 (CI 45 410), D&C Orange 10 (CI 45 425), D&C Red 3 (CI 45 430), D&C Red 4 (CI 15 510), D&C Red 33 (CI 17 200), D&C Yellow 5 (CI 19 140), D&C Yellow 6 (CI 15 985), D&C Green (CI 61 570), D&C Yellow 1 O (CI 77 002), D&C Green 3 (CI 42 053), D&C Blue 1 (CI 42 090).

[0198] Examples of lacquers include the product known as D&C Red 7 (CI 15 850 :1).

[0199] The pigment(s) are preferably present in composition ((A), (B), (C) and / or (D) at levels of at least 0.01% by weight, more particularly at least 1% by weight, and even more particularly at least 2% by weight, relative to the weight of the composition concerned. More particularly, the colorant content is less than 50% by weight, and more particularly between 0.05 and 30% by weight, and even more preferably between 0.1 and 25% by weight relative to the total weight of the composition concerned (A), (B), (C) and / or (D).

[0200] Water-soluble or oil-soluble dyes

[0201] According to another particular embodiment of the invention, the coloring matter is a water-soluble dye or a fat-soluble dye.

[0202] For the purposes of this invention, "water-soluble colouring material" means any compound, generally organic, natural or synthetic, soluble in an aqueous phase or water-miscible solvents and capable of colouring.

[0203] For the purposes of this invention, "liposoluble colouring material" means any compound, generally organic, natural or synthetic, soluble in an oily phase or solvents miscible with the oily phase and capable of colouring.

[0204] As examples of suitable water-soluble colorants for the invention, synthetic or natural water-soluble colorants such as, for example, FDC Red 4, DC Red 6, DC Red 22, DC Red 28, DC Red 30, DC Red 33, DC Orange 4, DC Yellow 5, DC Yellow 6, DC Yellow 8, FDC Green 3, DC Green 5, FDC Blue 1 may be cited.

[0205] Among the natural water-soluble colorants, anthocyanins can be mentioned.

[0206] As suitable liposoluble colorants for the invention, the following may be cited in particular: liposoluble colorants such as, for example, DC Red 17, DC Red 21, DC Red 27, DC Green 6, DC Yellow 11, DC Violet 2, DC Orange 5, Sudan red, Sudan brown.

[0207] By way of illustration, natural fat-soluble colorants, one can particularly mention carotenes such as [3-carotene, α-carotene, lycopene; quinoline yellow; xanthophylls such as astaxanthin, antheraxanthin, citranaxanthin, cryptoxanthin, canthaxanthin, diatomoxanthin, flavoxanthin, fucoxanthin, lutein, rhodoxanthin, rubixanthin, siphonaxanthin, violaxanthin, zeaxanthin; annatto; curcumin; quinizarin (Ceres Green BB, D&C Green No. 6, CI 61565, 1,4-Di-p-Toluidinoanthraquinone, Green No. 202, Quinzaine Green SS) and chlorophylls.

[0208] The water-soluble or fat-soluble colour(s) are preferably present in the composition ((A), (B), (C) and / or (D) at levels of less than 4% by weight, or even less than 2% by weight, more preferably ranging from 0.01 to 2% by weight, and even better from 0.02 to 1.5% by weight relative to the total weight of the composition (A), (B), (C) or (D).

[0209] COSMETIC ADDITIVES

[0210] The compositions (A), (B), (C) and / or (D) of the invention may contain additives commonly used in cosmetics. These may include, in particular, antioxidants, preservatives, neutralizers, gelling or thickening agents, surfactants, cosmetic actives such as emollients, moisturizers, vitamins, and mixtures thereof.

[0211] Antioxidants

[0212] In particular, antioxidants are used to prevent the oxidation of polyphenol X. These can be chosen from ascorbic acid and its derivatives, erythorbic acid, citric acid, sulfites and metabisulfites, and thiol-type reducing agents, especially cysteine. Carotenes and lycopenes, which also act as fat-soluble colorants, can also be mentioned.

[0213] These additives may be present in compositions (A), (B), (C) and / or (D) in a content ranging from 0.01 to 15.0% of the total weight of the composition.

[0214] Of course, a person skilled in the art will take care to choose any additional additives and / or their quantity in such a way that the advantageous properties of the compositions (A), (B), (C) and / or (D) according to the invention are not, or substantially not, altered by the envisaged addition.

[0215] Compositions (A), (B), (C) and / or (D) can be manufactured by known processes generally used in the cosmetic field.

[0216] The compositions (A), (B), (C) and / or (D) used according to the invention may be care products for keratinous materials such as skin, eye contour, lips.

[0217] The compositions (A), (B), (C) and / or (D) used according to the invention may be skin, eye contour, lip makeup products, such as foundations, eyeshadows, lipsticks, eyeliners, primers or finishers.

[0218] The compositions ((A), (B), (C) and / or (D) used according to the invention may also be hybrid products, namely skin care and makeup, eye contour, lip products, such as foundations, eyeshadows, lipsticks, mascaras, eyeliners.

[0219] MAKE-UP AND / OR SKINCARE PROCESSES

[0220] From compositions (A) and (B)

[0221] According to a particular embodiment, the invention relates to a cosmetic method for makeup and / or skin and / or lip care, preferably lip care, consisting of applying successively, indifferent to the order of application, to the skin and / or lips: a) at least one composition (A) as defined above; and b) at least one composition (B) as defined above; composition (A) and / or composition (B) advantageously containing at least one coloring matter.

[0222] More particularly, the contents of polyphenol X and compounds Y, previously indicated, are such that the ratio of the mass of polyphenol X, expressed as active material, to the mass of compound Y, expressed as active material, varies between 0.25 and 3, preferably between 0.5 and 2.

[0223] Variant 1

[0224] According to a first variant, the following are applied successively to the skin and / or lips: a) a first layer with a makeup composition (A) (base coat) as defined above comprising at least one colouring material then b) on the skin and / or lips thus treated, a second layer of post-treatment (top coat) with a composition (B) as defined previously.

[0225] According to a particular mode, said makeup composition (A) is aqueous and post-treatment composition (B) is aqueous.

[0226] According to another particular mode, said makeup composition (A) is aqueous and post-treatment composition (B) is anhydrous.

[0227] According to another particular mode, said makeup composition (A) is anhydrous and post-treatment composition (B) is aqueous.

[0228] According to another particular mode, said makeup composition (A) is anhydrous and post-treatment composition (B) is anhydrous.

[0229] Variant 2

[0230] According to a second variant, the following is applied successively to the skin and / or lips: a) a first layer (base coat) with a makeup composition (B) as defined above comprising at least one colouring material, then b) on the skin and / or lips thus treated, a second post-treatment layer (top coat) with a post-treatment composition (A) as defined above.

[0231] According to a particular mode, said makeup composition (B) is aqueous and post-treatment composition (A) is aqueous.

[0232] According to another particular mode, said makeup composition (B) is aqueous and post-treatment composition (A) is anhydrous.

[0233] According to another particular mode, said makeup composition (B) is anhydrous and post-treatment composition (A) is aqueous.

[0234] According to another particular mode, said makeup composition (B) is anhydrous and post-treatment composition (A) is anhydrous.

[0235] Variant 3

[0236] According to a third variant, the following is applied successively to the skin and / or lips: a) a first pretreatment layer (base coat) with a composition (A) as defined previously, then b) on the skin and / or lips thus treated, a second layer of makeup (top coat) with a composition (B) as defined above comprising at least one compound Y and at least one colouring material.

[0237] According to a particular mode, said pretreatment composition (A) is aqueous and makeup composition (B) is aqueous.

[0238] According to another particular mode, said pretreatment composition (A) is aqueous and the makeup composition (B) is anhydrous.

[0239] According to another particular mode, said pretreatment composition (A) is anhydrous and the makeup composition (B) is aqueous.

[0240] According to another particular mode, said pretreatment composition (A) is anhydrous and makeup composition (B) is anhydrous.

[0241] Variant 4

[0242] According to a fourth variant, the following is applied successively to the skin and / or lips: a) a first pretreatment layer (base coat) with a composition (B) as defined previously, then b) on the skin and / or lips thus treated, a second layer of makeup (top coat) with a composition (A) as defined above comprising at least one colouring material.

[0243] According to a particular mode, said pretreatment composition (B) is aqueous and the makeup composition (A) is aqueous.

[0244] According to another particular mode, said pretreatment composition (B) is aqueous and the makeup composition (A) is anhydrous.

[0245] According to another particular mode, said pretreatment composition (B) is anhydrous and the makeup composition (A) is aqueous.

[0246] According to another particular mode, said pretreatment composition (B) is anhydrous and makeup composition (A) is anhydrous.

[0247] Among the variants 1 to 4 defined above, variants 1 and 2 will preferably be used, in which a first layer of makeup is applied with composition (A) or composition (B) containing the said coloring material(s).

[0248] Preferably, one or more pigments will be used as colouring material when the makeup composition (A) and / or composition (B) includes an anhydrous support comprising an oily phase.

[0249] According to a particularly preferred method, the following is applied successively to the skin and / or lips: a) a first layer of makeup (base coat) with a composition (B) preferably anhydrous, as defined above comprising at least one colouring material, preferably a pigment, then b) on the skin and / or lips thus coloured, a second layer of post-treatment (top coat) with an aqueous composition (A) as defined previously.

[0250] From composition (C) or composition (D)

[0251] Another cosmetic method for makeup and / or skin and / or lip care, preferably the lips, according to the invention, consists of applying to the skin and / or lips, at least one composition (C) as defined above.

[0252] Composition (C) may advantageously comprise at least one colouring material.

[0253] Another cosmetic method for makeup and / or skin and / or lip care, preferably lip care, according to the invention, consists of applying to the skin and / or lips, at least one composition (D) as defined above.

[0254] Composition (D) may advantageously comprise at least one colouring material.

[0255] Involving a composition (M)

[0256] With compositions (A) and (B)

[0257] According to another object, the present invention relates to a method of applying makeup and / or skin and / or lip care, consisting of successively applying: a) a layer formed by application to the skin and / or lips, i) simultaneously; or ii) in the form of a mixture prepared extemporaneously at the time of use; or iii) successively, in any order: a)1) of at least one composition (A) as defined above; and a)2) of at least one composition (B) as defined above; b) on the skin and / or lips thus treated, a layer consisting of at least one composition (M) comprising at least one oil.

[0258] According to another particular form, said makeup and / or skin and / or lip care process consists of successively applying: a) a first layer consisting of at least one composition (M) comprising at least one oil and at least one colorant; and b) on the first coloured layer, a second layer formed by application to the skin and / or lips, i) simultaneously; or ii) in the form of an extemporaneous mixture at the time of use or iii) successively, indifferent to the order of: b)1) of at least one composition (A) as defined above; and b)2) of at least one composition (B) as defined above.

[0259] The application of compositions (A) and (B) on the one hand, and composition (M) on the other, regardless of the order of application, is advantageously carried out without mixing. More specifically, it is preferable that the composition of the second step be applied once that of the first step has at least partially dried. As a guideline, the second step is carried out a few minutes after the first.

[0260] With composition (C) or composition (D)

[0261] Another method of applying makeup to the skin and / or lips, preferably the lips, consists of successively applying: (a) a layer consisting of at least one composition (C) or one composition (D) as defined above; the applied composition (C) or composition (D) comprising at least one colorant, and b) a layer consisting of at least one composition (M) comprising at least one oil.

[0262] Another method of applying makeup to the skin and / or lips according to the invention consists of successively applying: a) a layer consisting of at least one composition (M) comprising at least one oil and at least one colorant; and b) on the first coloured layer, a second layer consisting of at least one composition (C) or one composition (D) as defined above.

[0263] The application of compositions (C) or (D) on the one hand and composition (M) on the other hand, regardless of the order of application, is advantageously carried out without mixing. More specifically, it is preferable that the composition of the second step be applied once that of the first step has at least partially dried. As a guideline, the second step is carried out a few minutes after the first.

[0264] Composition (M)

[0265] The composition (M) comprises at least one oil and optionally at least one colouring material chosen from those defined above.

[0266] The composition (M) according to the invention may be a product, in particular makeup for the skin, face, cheeks, and eye contour, specifically chosen from foundations, eyeshadows and blushes, lipsticks, and eyeliners. If these compositions are intended for makeup, they then contain at least one coloring agent as defined above.

[0267] The compositions (M) for the skin are preferably gels, creams, milks or lotions. They may be aqueous dispersions, anhydrous oily compositions or multiphase compositions such as oil-in-water emulsions, water-in-oil emulsions, bi- or triphasic compositions.

[0268] Skin compositions (M) may contain one or more ingredients commonly used in this type of product, such as organic solvents, volatile oils, non-volatile oils, waxes, resins, thickeners, gelling agents, surfactants, film-forming polymers, fillers, cosmetic actives such as vitamins, UV sunscreens, and moisturizing agents. The colorants used are preferably pigments, and in particular hydrophobic coated pigments.

[0269] For high viscosity compositions such as thickened creams, the viscosity measured at 25°C and atmospheric pressure is greater than or equal to 4.5 Pa.s at a shear rate of 200 s-1 and less than or equal to 50 Pa.s with Brookfield Rheomat RM 180 viscometer equipped with module No. 4, the measurement being carried out after 10 minutes of rotation of the module so as to stabilize the rotation rate and the viscosity.

[0270] For fluid compositions, the viscosity measured at 25°C and atmospheric pressure is less than or equal to 4.5 Pa.s, in particular between 1 mPa.s and 4.5 Pa.s at a shear rate of 200 s-1 and less than or equal to 50 Pa.s with Brookfield Rheomat RM 180 viscometer equipped with module No. 4, the measurement being carried out after 10 minutes of rotation of the module in order to stabilize the rotation rate and the viscosity.

[0271] Compositions (M) for the skin can also be in solid and hot-poured form.

[0272] The compositions (M) for the skin, particularly makeup, according to the invention may also be eyeshadows or blushes, and may be in particular in the form of loose or pressed powder. The coloring materials used are preferably pigments, and in particular hydrophobic coated pigments.

[0273] The term "compact powder" refers to a mass of product whose cohesion is ensured at least in part by compaction during manufacturing. In particular, it should be understood more precisely that these powders have a Shore A hardness measured using a ZWICK durometer, which varies, depending on the intensity of the shades considered, from 12 to 50° Shore A, preferably from 15 to 25° Shore A.

[0274] By "free powder" is meant a mass of product which is capable of collapsing under its own weight; such a mass being formed of particles which are mostly isolated and mobile relative to each other.

[0275] Makeup compositions (M) in the form of loose or pressed powder generally comprise at least one powder phase including at least one filler. The composition may comprise the powder phase in an amount greater than or equal to 50% by weight, based on the total weight of the composition. Fillers are generally particles of any shape, colorless or white, insoluble or dispersed in the medium of the composition regardless of the temperature at which it is manufactured. Whether inorganic or organic, natural or synthetic, they impart to the composition softness, a matte effect, and uniformity to the skin. Fillers may be in lamellar (or platelet), spherical (or globular), fibrous, or intermediate forms. The amount of filler(s) may be greater than or equal to 40% by weight relative to the total weight of the composition. The compositions are generally anhydrous.The powders of the invention may also contain an oily phase. They may also contain common cosmetic additives, in particular selected from film-forming polymers, active ingredients, sunscreens, preservatives, antioxidants, solvents, perfumes, surfactants, etc. thickeners, bactericides, odor absorbers, active substances (i.e., moisturizers, vitamins, etc.): and mixtures thereof.

[0276] Composition (M) may be a product intended to be applied to the lips, including lipstick, lip gloss and lip balms.

[0277] Lip compositions (M) may be in solid form, such as a stick or cup product, or in liquid form. They may be anhydrous or aqueous, including water-in-oil or oil-in-water emulsions. Depending on the support and dosage form, they may contain one or more ingredients commonly used in this type of product, such as organic solvents, volatile oils, non-volatile oils, waxes, film-forming polymers, fillers, cosmetic actives such as vitamins, UV sunscreens, and moisturizing agents. The coloring agents used are pigments, water-soluble colorants, oil-soluble colorants, and mixtures thereof.

[0278] Composition (M) may also be an eyeliner. These are preferably aqueous compositions with film-forming polymers, particularly in the form of particle dispersion (latex). These compositions may contain common ingredients selected from waxes, surfactants, fillers, thickeners, gelling agents, cosmetic actives such as vitamins, amino acids, moisturizing agents, and mixtures thereof.

[0279] PACKAGING AND APPLICATORS

[0280] The compositions (A), (B) (C), (D) and / or (M) according to the invention can each be packaged in a container delimiting at least one compartment which includes said composition, said container being closed by a closing element.

[0281] The container may be in any suitable shape. It may, in particular, be in the form of a bottle, a tube, a jar, a case.

[0282] The closure element may be in the form of a removable cap, lid, or seal, in particular of the type having a body fixed to the container and a cap hinged to the body. It may also be in the form of an element ensuring the selective closure of the container, in particular a pump, valve, or flap.

[0283] The container may be associated with an applicator, for example in the form of a brush (as described, for example, in French patent FR 2 722 380), or in the form of a deformable or non-deformable element made of foam or elastomer, flocked or not. The applicator may also be free (sponge) or attached to a rod carried by the closure element, as described, for example, in US patent 5 492 426. The applicator may be attached to the container, as described, for example, in French patent FR 2 761 959.

[0284] The product may be contained directly in the container, or indirectly.

[0285] The closure element can be coupled to the container by screwing. Alternatively, the coupling between the closure element and the container is achieved by means other than screwing, in particular via a bayonet mechanism, by snap-fitting, or by clamping. "Snap-fitting" refers in particular to any system involving the passage of a bead or a band of material by elastic deformation of a portion, in particular of the closure element, and then by the return of said portion to its elastically unconstrained position after passing the bead or band.

[0286] The container may be made, at least in part, of thermoplastic material. Examples of thermoplastic materials include polypropylene and polyethylene.

[0287] The container may have rigid walls or deformable walls, in particular in the form of a tube or a tube-flask.

[0288] The container may include means for causing or facilitating the distribution of the composition. For example, the container may have deformable walls so as to cause the composition to exit in response to an overpressure inside the container, which overpressure is caused by elastic (or non-elastic) compression of the container walls.

[0289] The container may be equipped with a wringer located near the opening of the container. Such a wringer allows the applicator and, optionally, the rod to which it may be attached, to be wiped. Such a wringer is described, for example, in French patent FR 2 792 618.

[0290] Throughout the description, including the claims, the expression "comprising one" shall be understood as synonymous with "comprising at least one", unless otherwise specified.

[0291] The expressions "between... and..." and "ranging from ... to ..." should be understood inclusive of bounds, unless otherwise specified.

[0292] In addition, the sum of the quantities of the ingredients in the composition represents 100% by weight of the composition.

[0293] The invention is illustrated in more detail by the examples presented below.

[0294] Unless otherwise indicated, the quantities shown are expressed as mass percentages.

[0295] The following examples are presented by way of illustration and not limitation of the invention. Examples

[0296] Example 1

[0297] The following compositions (D) were prepared:

[0298] [Tables 1] Ingredients (INCI name) DComp (Dl) (D2) Tannic acid (Brewtan F - Ajinomoto Omnichem Nv) 5 5 10 PEG-9 polydimethyl-siloxyethyl dimethicone (KF 6028- SHIN ETSU) 5 PEG-10 Dimethicone (KF-6017 - Shin Etsu) 10 Red 7 (Unipure Red LC 3079 OR - Sensient) 10 10 5 Ethanol Qsp 100 qsp 100 Qsp 100

[0299] Preparation process Under Rayneri stirring, solubilize the tannic acid (polyphenol X) in the solvent(s) at room temperature. Once the tannic acid is solubilized, add the silicone compound Y while stirring. After obtaining a homogeneous mixture, add the coloring matter and continue stirring until completely homogenized. To condition.

[0300] Application of compositions

[0301] The mixture obtained is not stable over time: it separates, but by simple manual agitation, the pigments are redispersed and the formula remains homogeneous for the duration of the makeup application.

[0302] The compositions are easily applied to the lips, in a smooth, thin, comfortable deposit. The deposit does not run.

[0303] The compositions were evaluated in tests of resistance to mechanical and chemical aggressions: dry friction, water and oil, according to the protocol detailed below. Once dry, it is almost imperceptible.

[0304] Performance evaluation protocol

[0305] Test preparation#:

[0306] Support#: Supplale beige (2.5 x 5 cm) (marketed by Soudotique).

[0307] Spread the composition (D) over the entire surface 3 times in succession to obtain a homogeneous deposit. Repeat the operation on two other strips. Allow the deposit to dry on a plate heated to 34°C for 30 minutes. If composition (M) is used, then apply it over composition (D) three times over the entire surface to obtain a homogeneous deposit. Do the same on the other two strips. Allow the coating to dry again on a plate heated to 34°C for 30 minutes. If necessary, take a photo of each surface with the coating (made up) before use.

[0308] 2, Solicitations:

[0309] Prepare a tissue for each request: Fold each tissue twice along the long edge and then twice in the other direction to form a square.

[0310] Dry resistance:

[0311] Rub once with the handkerchief folded lengthwise one of the three made-up supports; the force applied is that normally exerted when removing makeup from the skin or lips. Observe the condition of the rubbed surface as well as the surface area of ​​the handkerchief used, in particular the remaining color and the transferred color. Optionally take a photo.

[0312] If multiple passes are required, they should be made with the same force and always in the same direction (i.e., after each pass, the tissue is lifted and repositioned at the "beginning" of the strip to be reapplied to the deposit in the same way as in the previous pass). Optionally, a photograph should be taken between each step or only at the end of the evaluation. This type of procedure can be used to assess the overall resistance of the deposit.

[0313] Water resistance:

[0314] Insert the second made-up support without folding it into a centrifuge tube. Add 10 grams of demineralized water. Centrifuge for 10 minutes at 450g. Optionally, take a photo of the support after mixing, immediately after the operation. Rub once with a tissue along the length of the support, without waiting, with the same force as that applied for dry resistance. Observe the condition of the rubbed surface as well as the surface area of ​​the handkerchief used, in particular the remaining color and the transferred color. Optionally take a photo.

[0315] The protocol for multiple passes is the same as that detailed previously for dry resistance.

[0316] Oil resistance:

[0317] Implement the same protocol as for water resistance, on the third made-up support, replacing the water with the same quantity of olive oil (Refined Olive Oil - Aarhuskarlshamn).

[0318] Notation:

[0319] For each request, note the result according to the table below:

[0320] [Tables2] Note: Condition of the deposit. Surface of the fabric in contact with the deposit. Total or partial removal of the deposit on the rubbed area; the substrate surface appears in places. Very intense coloration - very significant to total color transfer. Partial removal resulting in a significantly and visibly less intense coloration of the deposit. Intense coloration - significant color transfer. + Decrease in the intensity of the deposit's color is perceptible but does not reveal the substrate. Medium coloration - medium color transfer. ++ No substantial variation in the color of the deposit. Slight coloration - little color transfer. +++ No variation in the color of the deposit. No coloration or barely visible coloration - little to no color transfer.

[0321] It should be noted that to facilitate the assessment of the suitability of the deposit, it includes at least one colouring material whose colour is sufficiently intense (for example a red colouring material, such as Red 7 in particular).

[0322] When comparing several compositions, they have the same shade (same quantity and same coloring matter).

[0323] It should be noted that the performance of the deposit, as well as other properties (homogeneity, comfort, etc.) can also be evaluated by a Sensory Panel (group of trained experts enabling a description of technical characteristics - ISO 8586, ISO 11132, ISO 13299 standards).

[0324] Results#:

[0325] [Tables3] Dry rub resistance test, wet rub resistance, oil rub resistance. DComp ++ + ++ (D1) +++ +++ ++ (D2) +++ +++ ++

[0326] Example 2: Two-step process (Combination of a composition (D) and a composition (M))

[0327] The following compositions (M) were prepared:

[0328] Composition (Ml)

[0329] [Tables4] Ingredients (INCI name) Quantity % by weight Isododecane qsp 100 Trimethylsiloxysilicate (SR 1000 - Momentive Performance Materials) 17.5 Lauroyl lysine 1.5 Disteardimonium hectorite (and) propylene carbonate (Bent one Gel ISD V® - Elementis) 26 Isododecane 20 Nylon-611 / dimethicone copolymer (Dow Corning 2-8179 Gell ant - Dow Corning) 11 C30-45 alkyldimethylsilyl polypropylsilsesquioxane (Dow Coming SW-8005 C30 Resin Wax - Dow Corning) 0.5

[0330] Preparation process Under Rayneri stirring, mix all the compounds together directly at 70°C. Continue stirring until the mixture is homogeneous and allow to cool until ready to package.

[0331] Compositions (M2)

[0332] [Tables5] Ingredients (INCI name) Quantity % by weight Phase Octyldodecanol q.s. 100 A Ethylcellulose (Aqualon EC N7 - Ashland) 30 Trimethylsiloxyphenyl dimethicone (BELSIL PDM 1000 - Wacker) 30 B

[0333] Preparation process Under Rayneri stirring, mix the compounds of phase A at 95°C. Continue stirring until the mixture is completely homogeneous. Add phase B while stirring. Once the mixture is homogenized, allow it to cool to room temperature. To condition.

[0334] Application of compositions

[0335] The first composition ((D1) or (D2) described in example 1) is applied to the lips.

[0336] Then, once the deposit is dry, the second composition (Ml) or (M2) is applied, without mixing, according to the combinations below

[0337] [Tableauxô] Test 1 Test 2 Base coat (Dl) (D2) Top coat (Ml) (M2)

[0338] The deposit obtained in test 1 is very fine, homogeneous and comfortable, without migration or transfer (for example, the kiss test on a cup).

[0339] The deposit obtained in test 2 remains relatively thin, comfortable, non-sticky, without migration or transfer

[0340] Evaluation of deposits

[0341] The compositions (D1), (D2), (M1) and (M2) are applied in accordance with the combinations in the preceding table and according to the composition evaluation protocol detailed in Example 1

[0342] Results#:

[0343] [Tables?] Dry abrasion resistance test, Wet abrasion resistance test, Oil abrasion resistance test Test 1 +++ +++ +++ Test 2 +++ +++ +++

[0344] Example 3: composition (A) and composition (B)

[0345] Composition (A)

[0346] The following compositions (A) were prepared:

[0347] [Tables8] Ingredients (INCI name) (Al) (A2) Tannic acid (Brewtan F - Ajinomoto Omnichem Nv) 10 5 Red 7 (Unipure Red LC 3079 OR - Sensient) 1 - Ethanol Qsp 100 qsp 100

[0348] Preparation process Under Rayneri stirring, solubilize the tannic acid (polyphenol X) in the solvent at room temperature. After obtaining a homogeneous mixture, if necessary, add the coloring matter and continue stirring until completely homogenized. To condition.

[0349] Compositions (B)

[0350] The following compositions (B) were prepared:

[0351] [Tables9] Ingredients (INCI name) (Bl) (B2) PEG-9 polydimethyl-siloxyethyl dimethicone (KF 6028- SHIN ETSU) 10 - PEG-10 Dimethicone (KF-6017 - Shin Etsu) - 5 Red 7 (Unipure Red LC 3079 OR - Sensient) - 1 Ethanol qs 100 Qs 100

[0352] Preparation process Mix the solvent(s) and compound(s) Y together under Rayneri stirring, at room temperature. If necessary, after obtaining a homogeneous mixture, add the coloring matter and continue stirring until completely homogenized. To condition.

[0353] Application of compositions

[0354] A composition#(A) (or a composition (B)) is applied first so as to obtain a homogeneous deposit on the lips.

[0355] Then, once the first composition has dried, a composition#(B) (or a composition (A)) is applied over it without mixing as a top coat.

[0356] [TableauxlO] Test 3 Test 4 Base coat (Al) (B2) Top coat (Bl) (A2)

[0357] Performance evaluation protocol

[0358] The conditions of the performance evaluation test are the same as those detailed for Example 1, except that in the first step a composition (A) (or respectively a composition (B)) is applied; then in the second step, A composition (B) (or respectively a composition (A)) is applied.

[0359]

[0360] The notations are the same as detailed in example 1. Results# : [Tableauxll] Dry rub resistance test, Wet rub resistance test, Oil rub resistance test 3 ++ ++ ++ Test 4 +++ +++ +++

Claims

Demands

1. A method for makeup and / or skin and / or lip care, preferably lip care, more particularly makeup, consisting of applying to the skin and / or lips a coating agent formed in situ by hydrogen bonding of at least one polyphenol X comprising at least two different phenol groups with at least one compound Y selected from silicone, linear, branched or cross-linked, preferably non-ionic, polyoxyethylenated compounds: * said method consisting of applying to the skin and / or lips, preferably to the lips: a) at least one composition (A) comprising, in particular in a physiologically acceptable medium, at least one polyphenol X; and b) at least one composition (B) comprising, in particular in a physiologically acceptable medium, at least one compound Y; said compositions (A) and (B) being applied to the skin and / or lips, i) simultaneously;or ii) in the form of a mixture prepared extemporaneously at the time of use; or iii) successively, regardless of the order of application; or * said process consisting of applying to the skin and / or lips, preferably to the lips, at least one composition (D) comprising, in particular in a physiologically acceptable medium, a) at least one polyphenol X and b) at least one compound Y and c) at least one mono-alcohol comprising from 2 to 8 carbon atoms, more particularly comprising from 2 to 5 carbon atoms, and preferably ethanol; the content of the C2-C8 mono-alcohol being at least 25% by weight, relative to the total weight of said composition; the content of polyphenol X being at least 2% by weight, relative to the total weight of said composition.

2. The method according to claim 1, characterized in that polyphenol X is selected from catechuic tannins, in particular selected from gallotannins and ellagitannins.

3. A method according to any one of claims 1 or 2, characterized in that polyphenol X is epigallocatechin. in particular an extract of green tea, in particular comprising at least 45% by weight of epigallocatechin relative to the weight of said extract.

4. A process according to claim 1, characterized in that polyphenol X is a procyanidin or a mixture of procyanidins, in particular a maritime pine bark extract, in particular comprising at least 65% by weight of procyanidins relative to the total weight of said extract.

5. A process according to any one of claims 1 or 2, characterized in that polyphenol X is tannic acid.

6. A process according to any one of the preceding claims, characterized in that the compounds Y have a molar mass greater than 200 g / mol, more particularly greater than 350 g / mol.

7. A process according to any one of the preceding claims, characterized in that the compound(s) Y are selected from linear, branched or crosslinked, preferably non-crosslinked, non-ionic polydimethylsiloxanes, polyoxyethylenated, comprising from 2 to 50 oxyethylenated motifs; optionally comprising an alkyl group at C6-C22; non-ionic polydimethylsiloxanes with ester(s) functions, polyoxyethylenated, comprising from 2 to 50 oxyethylenated motifs.

8. A process according to any one of the preceding claims, characterized in that compound Y is selected from the following compounds designated by their INCI name: PEG-10 dimethicone, PEG-12 dimethicone, PEG-9 polydimethyl-siloxyethyl dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, dimethicone / PEG-10 / 15 crosspolymer, bis-PEG-12 dimethicone candelillate, Bis-PEG-12 dimethicone beeswax and mixtures thereof.

9. A process according to any one of the preceding claims, characterized in that the polyphenol content represents from 2 to 50% by weight, preferably from 5 to 30% by weight relative to the total weight of the composition (A).

10. A method according to any one of the preceding claims, characterized in that the content of compound Y represents at least 1% by weight, from 1 to 75% by weight, preferably from 2 to 50% by weight relative to the total weight of the composition (B).

11. A process according to any one of the preceding claims, characterized in that composition (A) and / or composition (B) comprises water, more particularly at a higher content or equal to 25% by weight, or even greater than 30% by weight, and more preferably ranging from 35 to 85% in relation to the total weight of composition (A) and / or composition (B).

12. A process according to any one of the preceding claims, characterized in that composition (A) and / or composition (B) comprises at least one C2-C8 mono-alcohol, in particular C2-C5, preferably ethanol, more particularly at a content greater than or equal to 25% by weight, or even greater than 30% by weight, and more preferably from 35 to 85% relative to the total weight of composition (A) and / or composition (B).

13. A process according to any one of the preceding claims, characterized in that composition (A) and / or (B) comprises at least one oily phase, more particularly with a content greater than 5% by weight, or even greater than 10% by weight, and more preferably ranging from 20 to 85% relative to the total weight of composition (A) or (B).

14. Composition (composition (D)) comprising, in particular in a physiologically acceptable medium, a) at least one polyphenol X as defined according to any one of claims 1 to 5 and b) at least one compound Y as defined according to any one of claims 1, 6 to 8 and c) at least one mono-alcohol having from 2 to 8 carbon atoms, more particularly having from 2 to 5 carbon atoms, and preferably ethanol, the content of the C2-C8 mono-alcohol being at least 25% by weight, relative to the total weight of said composition; the content of polyphenol X being at least 2% by weight, relative to the total weight of said composition.

15. Composition according to claim 14, characterized in that the polyphenol X content is between 3 and 30% by weight, and even more particularly between 5 and 25% by weight, relative to the total weight of said composition.

16. A composition according to any one of claims 14 or 15, characterized in that the content of compound Y represents at least 1% by weight, more particularly at least 2% by weight, and preferably between 3 and 40% by weight, and even more particularly from 5 to 30% by weight, relative to the total weight of said composition.

17. Composition according to any one of claims 14 to 16, characterized in that the ratio of the mass of polyphenol X, expressed as active material, to the mass of compound Y, expressed as active material, varies between 0.25 and 3, preferably between 0.5 and 2.

18. Composition according to any one of claims 14 to 17, characterized in that the content of C2-C8 mono alcohol ranges from 25 to 80% by weight, relative to the total weight of said composition.

19. Composition according to any one of claims 14 to 18, characterized in that the composition comprises water, more particularly in a content less than or equal to 30% by weight, more particularly less than or equal to 20% by weight, in particular less than or equal to 15% by weight, and more preferably less than 10% by weight, relative to the total weight of said composition.

20. Composition according to any one of claims 14 to 119, characterized in that the composition is anhydrous.

21. Composition according to any one of claims 14 to 19, characterized in that it comprises an oily phase, more particularly at a content greater than or equal to 5% by weight, or even greater than or equal to 10% by weight, and more particularly varying from 20 to 75% by weight relative to the total weight of said composition.

22. Composition according to any one of claims 14 to 19 and 21, characterized in that the composition (D) is in a multiphase form, in particular in the form of an oil-in-water emulsion, a water-in-oil emulsion.

23. A method for making up the skin and / or lips, preferably the lips, according to any one of the preceding claims, characterized in that the composition (A), (B) and / or (D) comprises at least one synthetic, natural or naturally derived coloring material; in particular selected from coated or uncoated pigments, water-soluble colorants, fat-soluble colorants, and mixtures thereof.

24. A method for applying makeup to the skin and / or lips, preferably the lips, according to any one of the preceding claims, consisting of carrying out the following steps: 1) A composition (A) and a composition (B) are applied to the skin and / or lips, preferably to the lips, i) simultaneously or ii) as a mixture prepared extemporaneously at the time of use or iii) successively, regardless of the order of application; or a composition (D); at least one of the compositions applied or the composition applied comprising at least one colouring substance; 2) A composition (M) comprising at least one oil is applied to the skin and / or lips, preferably to the lips, thus treated.

25. A method for applying makeup to the skin and / or lips, preferably the lips, according to any one of the preceding claims, consisting of carrying out the following steps: 1) Applying to the skin and / or lips, preferably the lips, a composition (M) comprising at least one oil and at least one colouring material; 2) Applying to the skin and / or lips, preferably the lips, thus treated, a composition (A) and a composition (B) i) simultaneously or ii) as a mixture prepared extemporaneously at the time of use or iii) successively, regardless of the order of application; or a composition (D).

26. Cosmetic makeup and / or skincare kit, comprising at least: a) a first composition (A) as defined in any one of claims 1 to 5, 9 to 13; and b) a second composition (B) as defined in any one of claims 1, 6 to 8, 9 to 13; said compositions (A) and (B) being packaged separately.