WO2023208521A1 - Composition comprising a polyphenol, a polyoxyethylenated compound capable of reacting with the polyphenol by hydrogen bonding, a monoalcohol and a water-dispersible film-forming polymer not derived from a styrene monomer - Google Patents

Composition comprising a polyphenol, a polyoxyethylenated compound capable of reacting with the polyphenol by hydrogen bonding, a monoalcohol and a water-dispersible film-forming polymer not derived from a styrene monomer Download PDF

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Publication number
WO2023208521A1
WO2023208521A1 PCT/EP2023/058532 EP2023058532W WO2023208521A1 WO 2023208521 A1 WO2023208521 A1 WO 2023208521A1 EP 2023058532 W EP2023058532 W EP 2023058532W WO 2023208521 A1 WO2023208521 A1 WO 2023208521A1
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Prior art keywords
weight
composition
composition according
polyphenol
polyoxyethylenated
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PCT/EP2023/058532
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French (fr)
Inventor
Philippe Ilekti
Grégory Plos
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L'oreal
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Publication of WO2023208521A1 publication Critical patent/WO2023208521A1/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers

Definitions

  • the present invention relates to the field of caring for and/or making up keratin materials, and is directed towards proposing compositions more particularly intended for keratin surfaces such as the skin, the contour of the eye, and the lower and/or upper eyelids.
  • the invention also relates to a cosmetic method for coating the surface of a keratin material such as the skin, and more particularly the lower and/or upper eyelids, comprising the application of said cosmetic composition to said keratin surfaces.
  • compositions for making up keratin surfaces such as the lower and/or upper eyelids, for instance eyeliners, consumers normally look for sheen, colour intensity and good wear properties, in particular water resistance.
  • Aqueous eyeliner compositions are generally preferred by consumers, notably for their ease of application due to their fluidity which makes it possible to form the thinnest films in order to avoid transfer of colour during the drying step.
  • Water-based cosmetic compositions are preferable because they are generally easier to remove, have a more natural feeling and rendering and are less expensive to produce compared to solvent-based systems.
  • low-viscosity liquid compositions are particularly suitable for the most popular packagings currently on the market for eyeliners such as those equipped with a felt-type tip or a small brush.
  • the eyeliners commonly offered on the cosmetics market are often formulated with water as solvent and aqueous dispersions of particles of film-forming polymer (latex).
  • latex film-forming polymer
  • the consumer must generally wait a certain period of time before raising the eyelid to avoid transferring the liner onto the eyelid. With thicker deposits, the drying will be even longer, and there will be more transfer onto the eyelid.
  • solvents could be selected that are much more volatile than water, such as ethanol, but the compositions will then be obliged to have small amounts of film-forming polymers to avoid excessively thick compositions which would not be able to be applied or which do not make it possible to obtain a precise and thin deposit.
  • composition comprising, notably in a physiologically acceptable medium:
  • At least one polyphenol X comprising at least two different phenol groups
  • At least one monoalcohol having from 2 to 8 carbon atoms in contents ranging from 40% to 90% by weight relative to the total weight of the composition
  • At least one pigment of uncoated iron oxide type at least one pigment of uncoated iron oxide type.
  • a first subject of the present invention is a composition comprising, preferably in a cosmetically acceptable medium:
  • At least one polyphenol X comprising at least two different phenol groups
  • At least one monoalcohol having from 2 to 8 carbon atoms in contents ranging from 40% to 90% by weight relative to the total weight of the composition
  • At least one pigment of uncoated iron oxide type at least one pigment of uncoated iron oxide type.
  • a second subject of the present invention is a method for coating keratin surfaces such as the skin, and more particularly the lower and/or upper eyelids, comprising the application to said keratin surfaces of said cosmetic composition as defined above.
  • the term “keratin material” notably means the skin such as the face, the body, the hands, the cheeks, the eyelids, the contour of the eyes, keratin fibres such as the eyelashes, the eyebrows and body hair such as beard hair.
  • this term “keratin fibres” also extends to synthetic false eyelashes and false eyebrows.
  • physiologically acceptable is intended to mean compatible with the skin and/or skin appendages, which has a pleasant colour, odour and feel and which does not cause any unacceptable discomfort (stinging or tautness) liable to discourage the consumer from using this composition.
  • hydrogen bonding means an interaction involving a hydrogen atom of one of the two reagents and an electronegative heteroatom of the other reagent, such as oxygen, nitrogen, sulfur and fluorine.
  • the hydrogen bonds are formed between the hydroxyl (OH) functions of the reactive phenol groups of the polyphenol X and the reactive oxyethylenated group(s) of the compound Y capable of forming hydrogen bonds with those of said phenol groups of the polyphenol X.
  • room temperature means 25°C.
  • atmospheric pressure means 760 mmHg, i.e. 101 325 pascals.
  • a “film-forming polymer not derived from a styrene monomer” is understood to mean any film-forming homopolymer or copolymer which is not the result of a polymerization reaction using one or more styrene monomers.
  • the film-forming polymer of the invention does not comprise, after polymerization, the following unit:
  • a “water-dispersible polymer” is understood to mean any polymer originating from a dispersion of particles of said polymer in an aqueous medium.
  • the polyphenols X that may be used according to the present invention include in their structure at least two different phenol groups.
  • phenol groups refers to phenol groups that are chemically different.
  • the polyphenol X will be chosen from catechin tannins such as gallotannins chosen from tannic acid; ellagitannins such as epigallocatechin, epigallocatechin gallate, castalagin, vescalagin, vescalin, castalin, casuarictin, castanopsinins, excoecarianins, grandinin, notn, roburins, pterocarinin, acutissimin, tellimagrandins, sanguiin, potentillin, pedunculagin, geraniin, chebulagic acid, repandusinic acid, ascorgeraniin, stachyurin, casuarinin, casuariin, punicacortein, coriariin, cameliatannin, isodehydrodigalloyl, dehydrodigalloyl, hellinoyl, punicalagin and rhoipteleanin
  • catechin tannins such as gal
  • the polyphenol(s) X of the invention is (are) present in an amount of greater than or equal to 0.8% by weight, preferably greater than or equal to 1.0% by weight and even more particularly greater than or equal to 2.0% by weight relative to the total weight of the composition.
  • the molar mass of compound Y is greater than 200 g/mol, or even greater than 350 g/mol.
  • polyoxyethylenated compounds Y that are capable of reacting with the polyphenols X such as those indicated previously, mention may be made of:
  • polyoxyethylenated glycerols in particular glycerol oxyethylenated with 26 OE (Glycereth-26);
  • alkyl polyethylene glycols of the type C n H 2n+1 -(O-CH 2 -CH 2 ) o -OH in particular chosen from Ceteth-2, Ceteth-10, Ceteth-20, Ceteth-25, Isoceteth-20, Laureth-2, Laureth-3, Laureth-4, Laureth-12, Laureth-23, Oleth-2, Oleth-5, Oleth-10, Oleth-20, Oleth-25, Deceth-3, Deceth-5, Beheneth-10, Steareth-2, Steareth-10, Steareth-20, Steareth-21, Steareth-100, Ceteareth-12, Ceteareth-15, Ceteareth-20, Ceteareth-25, Ceteareth-30, Ceteareth-33, Coceth-7 and Trideceth-12;
  • polyoxyethylenated alkyl phosphates in particular chosen from Trilaureth-4 Phosphate, Ceteth-10 Phosphate, Oleth-10 Phosphate and PPG-5-Ceteth-10 Phosphate;
  • PEG-6 Isostearate PEG-6 Stearate, PEG-8 Stearate, PEG-8 Isostearate, PEG-20 Stearate, PEG-30 Stearate, PEG-32 Stearate, PEG-40 Stearate, PEG-75 Stearate, PEG-100 Stearate, PEG-8 Distearate, PEG-150 Distearate, Mereth-3 Myristate, PEG-4 Olivate, Propylene Glycol Ceteth-3 Acetate and PEG-30 Dipolyhydroxystearate;
  • polyoxyethylenated alkylglycerides in particular chosen from PEG-6 Caprylic/Capric Glycerides, PEG-60 Almond Glycerides, PEG-10 Olive Glycerides, PEG-45 Palm Kernel Glycerides and PEG-70 Mango Glycerides;
  • polyoxyethylenated alkylglucoses in particular chosen from Methyl-Gluceth-10 and Methyl-Gluceth-20;
  • polysorbates in particular chosen from Polysorbate-20, Polysorbate-21, Polysorbate-60, Polysorbate-61, Polysorbate-80 and Polysorbate-85;
  • polyoxyethylenated polyamines in particular PEG-15 Cocopolyamine
  • polyoxyethylenated hydrogenated castor oils such as PEG-40 Hydrogenated Castor Oil and PEG-60 Hydrogenated Castor Oil;
  • polyethylene glycol ethers of a fatty acid ester of propylene glycol such as PEG-55 Propylene Glycol Oleate
  • polyoxyethylenated butters in particular polyoxyethylenated shea butter such as PEG-50 Shea Butter;
  • polyoxyalkylenated alkanediols such as PEG-8 Caprylyl Glycol
  • polyoxyethylenated lanolins such as Laneth-15;
  • polyoxyethylenated fatty acid esters of sorbitol such as PEG-40 Sorbitan Peroleate
  • the compound(s) Y will be chosen from nonionic compounds.
  • polysorbates in particular Polysorbate 80;
  • the polyoxyethylenated compound Y is a polysorbate, in particular Polysorbate 80.
  • the polyoxyethylenated compound(s) Y of the invention is (are) present in an amount greater than or equal to 0.8% by weight, preferably greater than or equal to 1.0% by weight, in particular greater than or equal to 2.0% by weight, more particularly in an amount ranging from 3% to 30% by weight, and even better still ranging from 4% to 20% relative to the total weight of the composition.
  • the mole ratio of the reactive hydroxyl (OH) groups of the polyphenol(s) X to the reactive oxyethylenated group(s) of the polyoxyethylenated compound(s) Y capable of forming a hydrogen bond with said hydroxyl groups preferentially ranges from 1/3 to 20, more preferentially from 1/2 to 15 and more particularly from 3/4 to 3.
  • composition according to the invention comprises at least one monoalcohol comprising from 2 to 8 carbon atoms, notably from 2 to 6 carbon atoms and in particular from 2 to 4 carbon atoms such as ethanol, isopropanol, propanol or butanol, and mixtures thereof, and more particularly ethanol.
  • the monoalcohol(s) comprising from 2 to 8 carbon atoms is (are) then, preferably, present in contents ranging from 40% to 80% by weight, and more particularly from 45% to 65% by weight relative to the total weight of the composition.
  • composition of the present invention comprises at least one water-dispersible film-forming polymer not derived from a styrene monomer.
  • film-forming polymer means a polymer that is capable of forming, by itself or in the presence of an auxiliary film-forming agent, a continuous deposit on a support, at a temperature ranging from 20°C to 150°C.
  • the water-dispersible film-forming polymer may be in the form of an aqueous dispersion of particles generally bearing the name (pseudo)latex, i.e. latex or pseudolatex. Techniques for preparing these dispersions are well known to those skilled in the art.
  • an "aqueous phase” is understood to mean a liquid medium based on water and/or on hydrophilic solvents.
  • This aqueous liquid medium may be constituted essentially of water. It may also comprise a mixture of water and of water-miscible organic solvent(s) (miscibility in water of greater than 50% by weight at 25°C), such as lower monoalcohols containing from 2 to 5 carbon atoms, such as ethanol or isopropanol, glycols containing from 3 to 8 carbon atoms, such as propylene glycol, 1,3-butylene glycol or dipropylene glycol, C 3 -C 4 ketones or C 2 -C 4 aldehydes.
  • water-miscible organic solvent(s) miscibility in water of greater than 50% by weight at 25°C
  • lower monoalcohols containing from 2 to 5 carbon atoms such as ethanol or isopropanol
  • glycols containing from 3 to 8 carbon atoms such as propylene
  • composition according to the invention may comprise one or more types of water-dispersible film-forming polymer which may vary in terms of their structure and/or their chemical nature.
  • the water-dispersible film-forming polymer(s) may be present in a solids content of less than 20% by weight, ranging from 1% to 15% by weight, relative to the total weight of the composition, preferably ranging from 2% to 12% by weight, relative to the total weight of the composition.
  • the water-dispersible film-forming polymers may be of anionic, cationic or neutral nature and may constitute a mixture of polymers of different natures.
  • these polymers may be statistical polymers, block copolymers of A-B type, of A-B-A or else ABCD, etc. multiblock type, or even grafted polymers.
  • radical polymer is understood to mean a polymer obtained by polymerization of unsaturated monomers, in particular ethylenically unsaturated monomers, each monomer being capable of homopolymerizing.
  • the water-dispersible film-forming polymers of free-radical type may be chosen from acrylic radical homopolymers or copolymers, vinyl radical homopolymers or copolymers; and mixtures thereof.
  • the vinyl water-dispersible film-forming polymers can result from the polymerization of ethylenically unsaturated monomers having at least one acid group and/or of the esters of these acid monomers and/or of the amides of these acid monomers.
  • esters of acidic monomers are advantageously chosen from (meth)acrylic acid esters (also known as (meth)acrylates), notably alkyl (meth)acrylates, in particular C1-C20 and preferably C1-C8 alkyl (meth)acrylates, aryl (meth)acrylates, in particular C6-C10 aryl (meth)acrylates, and hydroxyalkyl (meth)acrylates, in particular C2-C6 hydroxyalkyl (meth)acrylates.
  • alkyl (meth)acrylates in particular C1-C20 and preferably C1-C8 alkyl (meth)acrylates
  • aryl (meth)acrylates in particular C6-C10 aryl (meth)acrylates
  • hydroxyalkyl (meth)acrylates in particular C2-C6 hydroxyalkyl (meth)acrylates.
  • alkyl (meth)acrylates that may be mentioned are methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate and lauryl methacrylate.
  • hydroxyalkyl (meth)acrylates that may be mentioned are hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate and 2-hydroxypropyl methacrylate.
  • vinyl esters examples include vinyl acetate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate and vinyl t-butylbenzoate.
  • Hybrid polymers Mention may also be made of polymers resulting from free-radical polymerization of one or more free-radical monomers inside and/or partially at the surface of pre-existing particles of at least one polymer chosen from the group constituted of polyurethanes, polyureas, polyesters, polyesteramides and/or alkyds. These polymers are generally referred to as “hybrid polymers”.
  • acrylic polymer use may be made according to the invention of those originating from aqueous dispersions of acrylic copolymer sold under the names Acronal DS-6250® and Joncryl 95® by BASF, Daitosol 5000 AD® (INCI name: Acrylates Copolymer) or Daitosol 5000 SJ® (INCI name: Acrylates/Ethylhexyl Acrylate Copolymer) by Daito Kasey Kogyo, Acudyne 5600P® and Acudyne 5800P® (INCI name: Acrylates Copolymer) by Dow Chemical.
  • the content of particles of film-forming polymer in suspension in these dispersions currently available on the market ranges from approximately 20% to approximately 50% by weight relative to the total weight of the dispersion.
  • the amount of active material of water-dispersible film-forming polymer not derived from a styrene monomer in the composition of the invention is, preferably, less than or equal to 20%, more preferentially varies from 1% to 15% by weight, and more particularly from 2% to 12% by weight relative to the total weight of the composition.
  • the pigment or pigments are present in an amount ranging up to 35.0% by weight, more preferentially ranging up to 25.0% by weight and more particularly ranging from 4% to 25% by weight, relative to the total weight of the composition.
  • the size of the pigment of use in the context of the present invention is generally greater than 100 nm and can range up to 10 ⁇ m, preferably from 200 nm to 5 ⁇ m and more preferentially from 300 nm to 1 ⁇ m.
  • the pigments have a size characterized by a D[50] greater than 100 nm and possibly ranging up to 10 ⁇ m, preferably from 200 nm to 5 ⁇ m and more preferentially from 300 nm to 1 ⁇ m.
  • composition of the invention comprises water.
  • composition of the invention may also contain water-soluble or water-miscible solvents and ingredients (miscibility with water of greater than 50% by weight at 25°C), besides the monoalcohols cited above, for instance polyols having from 3 to 8 carbon atoms such as propylene glycol, 1,3-butylene glycol, caprylyl glycol, pentylene glycol, glycerol, and dipropylene glycol; C 3 -C 4 ketones and C 2 -C 4 aldehydes.
  • water-soluble or water-miscible solvents and ingredients miscibility with water of greater than 50% by weight at 25°C
  • composition of the invention may also comprise an oily phase.
  • oil phase refers to a phase which is liquid at room temperature (25°C) and at atmospheric pressure, comprising oils, waxes or pasty substances and also optionally all the organic solvents and ingredients that are soluble or miscible in said phase.
  • oil means a fatty substance that is liquid at room temperature (25°C) and atmospheric pressure (760 mmHg, i.e. 101 325 Pa).
  • the oil may be volatile or non-volatile.
  • fluoro oil refers to an oil comprising at least one fluorine atom.
  • hydrocarbon-based oil is understood to mean an oil containing mainly carbon and hydrogen atoms and possibly one or more functions chosen from hydroxyl, ester, ether or carboxyl functions.
  • volatile oil refers to any oil that is capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure.
  • the volatile oil is a volatile cosmetic compound, which is liquid at room temperature, notably having a non-zero vapour pressure, at room temperature and atmospheric pressure, notably having a vapour pressure ranging from 2.66 Pa to 40 000 Pa, in particular ranging from 2.66 Pa to 13 000 Pa and more particularly ranging from 2.66 Pa to 1300 Pa.
  • non-volatile oil refers to an oil that remains on the skin or the keratin fibre at room temperature and atmospheric pressure for at least several hours, and that notably has a vapour pressure of less than 2.66 Pa, preferably less than 0.13 Pa.
  • the vapour pressure may be measured via the static method or via the effusion method by isothermal thermogravimetry, depending on the vapour pressure (standard OCDE 104).
  • volatile hydrocarbon-based oils that may be used in the invention, mention may be made of:
  • C 8 -C 16 isoalkanes of petroleum origin also known as isoparaffins
  • isododecane also known as 2,2,4,4,6-pentamethylheptane
  • isodecane and isohexadecane for example the oils sold under the trade names Isopar® or Permethyl®, branched C 8 -C 16 esters and isohexyl neopentanoate, and mixtures thereof.
  • volatile hydrocarbon-based oils such as petroleum distillates, in particular those sold under the name Shell Solt by Shell
  • volatile linear alkanes such as those described in the patent application DE10 2008 012 457 from Cognis and for instance the one sold under the trade name Cetiol Ultimate® by BASF. Mention may also be made of the dodecane/tetradecane mixture in the 85/15 weight ratio sold by Biosynthis under the reference Vegelight 1214® and of the mixture of C9-C12 volatile linear alkanes having the INCI name: C9-12 Alkane such as the product sold by Biosynthis under the reference Vegelight Silk®.
  • non-volatile hydrocarbon-based oils that may be used in the invention, mention may be made of:
  • hydrocarbons of mineral or synthetic origin, such as liquid paraffins and derivatives thereof, petroleum jelly, polydecenes, polybutenes or polyisobutenes, which are optionally hydrogenated such as Parleam, or squalane;
  • oils constituted of fatty acid esters of glycerol, in particular the fatty acids of which may have chain lengths ranging from C 4 to C 36 , and notably from C 18 to C 36 , these oils possibly being linear or branched, and saturated or unsaturated; these oils may notably be heptanoic or octanoic triglycerides, wheatgerm oil, sunflower oil, grapeseed oil, sesame seed oil (820.6 g/mol), corn oil, apricot oil, castor oil, shea oil, avocado oil, olive oil, soybean oil, sweet almond oil, palm oil, rapeseed oil, cottonseed oil, hazelnut oil, macadamia oil, jojoba oil, alfalfa oil, poppy oil, pumpkin oil, marrow oil, blackcurrant oil, evening primrose oil, millet oil, barley oil, quinoa oil, rye oil, safflower oil, candlenut oil, passionflower oil or mus
  • RCOOR linear aliphatic hydrocarbon-based esters of formula RCOOR’ in which RCOO represents a carboxylic acid residue including from 2 to 40 carbon atoms, and R’ represents a hydrocarbon-based chain containing from 1 to 40 carbon atoms, such as cetostearyl octanoate, isopropyl alcohol esters, such as isopropyl myristate or isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate or isostearate, isostearyl isostearate, octyl stearate, diisopropyl adipate, heptanoates, and notably isostearyl heptanoate, alcohol or polyalcohol octanoates, decanoates or ricinoleates, for instance propylene glycol dioctanoate, cetyl octanoate, tridecy
  • aromatic esters such as tridecyl trimellitate, C 12 -C 15 alcohol benzoate, the 2-phenylethyl ester of benzoic acid, and butyloctyl salicylate,
  • esters and polyesters of diol dimer and of monocarboxylic or dicarboxylic acid such as esters of diol dimer and of fatty acid and esters of diol dimer and of dicarboxylic acid dimer, such as Lusplan DD-DA5® and Lusplan DD-DA7® sold by the company Nippon Fine Chemical and described in patent application US 2004-175 338, the content of which is incorporated into the present application by reference,
  • fatty alcohols containing from 12 to 26 carbon atoms for instance octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol and oleyl alcohol,
  • non-volatile silicone oils such as non-volatile polydimethylsiloxanes (PDMS); phenyl silicones such as phenyl trimethicones, phenyl dimethicones, diphenyl dimethicones, trimethylpentaphenyltrisiloxanes, tetramethyltetraphenyltrisiloxanes, trimethylsiloxyphenyl dimethicones, diphenylsiloxyphenyl trimethicones, and also mixtures thereof.
  • PDMS non-volatile polydimethylsiloxanes
  • phenyl silicones such as phenyl trimethicones, phenyl dimethicones, diphenyl dimethicones, trimethylpentaphenyltrisiloxanes, tetramethyltetraphenyltrisiloxanes, trimethylsiloxyphenyl dimethicones, diphenylsiloxyphenyl trimethico
  • Linear volatile silicone oils that may be mentioned include octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof.
  • Cyclic volatile silicone oils that may be mentioned include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane, and mixtures thereof.
  • the total amount of non-volatile oil(s) is less than or equal to 10% by weight, more preferentially less than or equal to 5.0% by weight, or even less than 2.0% by weight, relative to the total weight of the composition.
  • the composition of the invention may be free of non-volatile oil.
  • the total amount of volatile oil(s) is less than or equal to 20% by weight, more preferentially less than or equal to 10.0% by weight, in particular less than or equal to 5.0% by weight, relative to the total weight of the composition.
  • the composition of the invention may be free of volatile oil.
  • composition may be manufactured via the known processes generally used in the cosmetics field.
  • compositions of the invention may contain additives that are common in cosmetics. Mention may notably be made of antioxidants, preserving agents, neutralizers, cosmetic active agents, for instance emollients, moisturizers, vitamins, sunscreens and mixtures thereof.
  • composition used according to the invention may be a composition for caring for and/or for making up the skin.
  • composition according to the invention is a makeup product for the face such as a foundation, for the cheeks such as face powders or for the eyelids such as eyeshadows.
  • composition used according to the invention may be a composition for caring for and/or making up the contour of the eye or keratin fibres such as the eyelashes or eyebrows.
  • composition according to the invention is a makeup product for the eyelashes such as a mascara, a makeup product for the eyebrows or a product for the contour of the eyes such as an eyeliner.
  • composition according to the invention is a makeup product for the contour of the eyes such as an eyeliner.
  • a makeup base also known as base coat
  • a composition to be applied onto makeup also known as topcoat
  • a composition for treating keratin materials may be a makeup base, also known as base coat, a composition to be applied onto makeup, also known as topcoat, or else a composition for treating keratin materials.
  • compositions are in particular prepared according to the general knowledge of a person skilled in the art.
  • the present invention also relates to an assembly, or kit, for packaging and applying a cosmetic composition for coating keratin materials, comprising:
  • the invention also relates to a makeup assembly comprising:
  • the container may delimit one or more compartment(s).
  • the container may be, for example, in the form of a tube.
  • Such an applicator may be secured to a cap mounted reversibly on said container between a closure position of said container and a makeup position.
  • such an applicator may be mounted irreversibly on said container.
  • applicators mention may be made of those of felt type or brush type that may be constituted of synthetic fibres.
  • weight percentages given for a compound or a family of compounds are always expressed by weight relative to the total weight of the composition.
  • Phase A was prepared at room temperature (25°C) by dissolving tannic acid and also Polysorbate-80 in ethanol. Once the mixture is homogeneous, phase B comprising the aqueous dispersion of particles of film-forming polymer is added, with stirring, to this preparation to obtain a transparent and homogeneous composition. Then, in the case of composition 2, phase C based on the pigment is added to obtain a black and homogeneous composition. The two compositions 1 and 2, after applying to the surfaces of the eyelids, dried rapidly as a thin film.

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Abstract

The present application relates to a composition comprising, preferably in a physiologically acceptable medium: (1) at least one polyphenol X comprising at least two different phenol groups; and (2) at least one polyoxyethylenated compound Y capable of reacting by hydrogen bonding with said polyphenol X; and (3) at least one monoalcohol having from 2 to 8 carbon atoms; and (4) at least one water-dispersible film-forming polymer not derived from a styrene monomer; and (5) at least one pigment of uncoated iron oxide type. The invention also relates to a method for coating keratin surfaces such as the skin, and more particularly the lower and/or upper eyelids, comprising the application to said keratin surfaces of said cosmetic composition as defined above.

Description

Composition comprising a polyphenol, a polyoxyethylenated compound capable of reacting with the polyphenol by hydrogen bonding, a monoalcohol and a water-dispersible film-forming polymer not derived from a styrene monomer
The present invention relates to the field of caring for and/or making up keratin materials, and is directed towards proposing compositions more particularly intended for keratin surfaces such as the skin, the contour of the eye, and the lower and/or upper eyelids.
The invention also relates to a cosmetic method for coating the surface of a keratin material such as the skin, and more particularly the lower and/or upper eyelids, comprising the application of said cosmetic composition to said keratin surfaces.
In compositions for making up keratin surfaces such as the lower and/or upper eyelids, for instance eyeliners, consumers normally look for sheen, colour intensity and good wear properties, in particular water resistance.
Aqueous eyeliner compositions are generally preferred by consumers, notably for their ease of application due to their fluidity which makes it possible to form the thinnest films in order to avoid transfer of colour during the drying step. Water-based cosmetic compositions are preferable because they are generally easier to remove, have a more natural feeling and rendering and are less expensive to produce compared to solvent-based systems. Furthermore, low-viscosity liquid compositions are particularly suitable for the most popular packagings currently on the market for eyeliners such as those equipped with a felt-type tip or a small brush.
The eyeliners commonly offered on the cosmetics market are often formulated with water as solvent and aqueous dispersions of particles of film-forming polymer (latex). For this type of product that produces, after application, the deposit of a thin film, the consumer must generally wait a certain period of time before raising the eyelid to avoid transferring the liner onto the eyelid. With thicker deposits, the drying will be even longer, and there will be more transfer onto the eyelid. To speed up the drying, solvents could be selected that are much more volatile than water, such as ethanol, but the compositions will then be obliged to have small amounts of film-forming polymers to avoid excessively thick compositions which would not be able to be applied or which do not make it possible to obtain a precise and thin deposit.
The need thus remains to find novel compositions for caring for and/or making up keratin surfaces such as the lower and upper eyelids, which produce makeup that dries quickly as a thin film and the colour of which does not transfer, remains stable and homogeneous over time without it being necessary to shake the product before application in order to rehomogenize it.
Unexpectedly, the inventors have observed that it is possible to achieve these objectives by using a composition comprising, notably in a physiologically acceptable medium:
at least one polyphenol X comprising at least two different phenol groups, and
at least one polyoxyethylenated compound Y capable of reacting by hydrogen bonding with said polyphenol X; and
at least one monoalcohol having from 2 to 8 carbon atoms in contents ranging from 40% to 90% by weight relative to the total weight of the composition; and
at least one water-dispersible film-forming polymer not derived from a styrene monomer; and
at least one pigment of uncoated iron oxide type.
This discovery forms the basis of the invention.
Subjects of the invention
Thus, a first subject of the present invention is a composition comprising, preferably in a cosmetically acceptable medium:
at least one polyphenol X comprising at least two different phenol groups, and
at least one polyoxyethylenated compound Y capable of reacting by hydrogen bonding with said polyphenol X; and
at least one monoalcohol having from 2 to 8 carbon atoms in contents ranging from 40% to 90% by weight relative to the total weight of the composition; and
at least one water-dispersible film-forming polymer not derived from a styrene monomer; and
at least one pigment of uncoated iron oxide type.
A second subject of the present invention is a method for coating keratin surfaces such as the skin, and more particularly the lower and/or upper eyelids, comprising the application to said keratin surfaces of said cosmetic composition as defined above.
Definitions
In the context of the present invention, the term “keratin material” notably means the skin such as the face, the body, the hands, the cheeks, the eyelids, the contour of the eyes, keratin fibres such as the eyelashes, the eyebrows and body hair such as beard hair. For the purposes of the present invention, this term “keratin fibres” also extends to synthetic false eyelashes and false eyebrows.
The term “physiologically acceptable” is intended to mean compatible with the skin and/or skin appendages, which has a pleasant colour, odour and feel and which does not cause any unacceptable discomfort (stinging or tautness) liable to discourage the consumer from using this composition.
For the purposes of the invention, the term “hydrogen bonding” means an interaction involving a hydrogen atom of one of the two reagents and an electronegative heteroatom of the other reagent, such as oxygen, nitrogen, sulfur and fluorine. In the context of the invention, the hydrogen bonds are formed between the hydroxyl (OH) functions of the reactive phenol groups of the polyphenol X and the reactive oxyethylenated group(s) of the compound Y capable of forming hydrogen bonds with those of said phenol groups of the polyphenol X.
The term “room temperature” means 25°C.
The term “atmospheric pressure” means 760 mmHg, i.e. 101 325 pascals.
A “film-forming polymer not derived from a styrene monomer” is understood to mean any film-forming homopolymer or copolymer which is not the result of a polymerization reaction using one or more styrene monomers.
In other words, the film-forming polymer of the invention does not comprise, after polymerization, the following unit:
A “water-dispersible polymer” is understood to mean any polymer originating from a dispersion of particles of said polymer in an aqueous medium.
Polyphenol X
The polyphenols X that may be used according to the present invention include in their structure at least two different phenol groups.
The term “polyphenol” refers to any compound containing in its chemical structure at least two and preferably at least three phenol groups.
The term “phenol group” refers to any group comprising an aromatic ring, preferably a benzene ring, having at least one hydroxyl (OH) group.
The term “different phenol groups” refers to phenol groups that are chemically different.
The polyphenols X that may be used according to the invention may be synthetic or natural. They may be in isolated form or contained in a mixture, notably contained in a plant extract. Polyphenols are phenols comprising at least two phenol groups that are differently substituted on the aromatic ring.
The two classes of polyphenols are flavonoids and non-flavonoids.
Examples of flavonoids that may be mentioned include chalcones such as phloretin, phloridzin, aspalathin or neohesperidin; flavanols such as catechin, fisetin, kaempferol, myricetin, quercetin, rutin, procyanidins, proanthocyanidins, pyroanthocyanidins, theaflavins or thearubigins (or thearubins); dihydroflavonols such as astilbin, dihydroquercetin (taxifolin) or silibinin; flavanones such as hesperidin, neohesperidin, hesperetin, naringenin or naringin; anthocyanins such as cyanidin, delphinidin, malvidin, peonidin or petunidin; catechin tannins such as tannic acid; isoflavonoids such as daidzein or genistein; neoflavanoids; lignans such as pyroresorcinol; and mixtures thereof.
Among the natural polyphenols X that may be used according to the invention, mention may also be made of lignins.
Examples of non-flavonoids that may be mentioned include curcuminoids such as curcumin or tetrahydrocurcumin; stilbenoids such as astringin, resveratrol or rhaponticin; aurones such as aureusidin; and mixtures thereof.
As polyphenols that can be used according to the invention, mention may also be made of chlorogenic acid, verbascoside; coumarins substituted with phenols.
According to a particular embodiment of the invention, the polyphenol X will be chosen from catechin tannins such as gallotannins chosen from tannic acid; ellagitannins such as epigallocatechin, epigallocatechin gallate, castalagin, vescalagin, vescalin, castalin, casuarictin, castanopsinins, excoecarianins, grandinin, gradinin, roburins, pterocarinin, acutissimin, tellimagrandins, sanguiin, potentillin, pedunculagin, geraniin, chebulagic acid, repandusinic acid, ascorgeraniin, stachyurin, casuarinin, casuariin, punicacortein, coriariin, cameliatannin, isodehydrodigalloyl, dehydrodigalloyl, hellinoyl, punicalagin and rhoipteleanins.
According to a particular embodiment of the invention, the polyphenol X is epigallocatechin, in particular a green tea extract having the INCI name Green Tea Extract, notably comprising at least 45% epigallocatechin relative to the total weight of said extract, for instance the commercial product sold under the name Dermofeel Phenon 90 M-C® sold by Evonik Nutrition & Care or the commercial product sold under the name Tea Polyphenols Green Tea Extract® by Tayo Green Power.
According to a particular embodiment of the invention, the polyphenol X is a procyanidin or a mixture of procyanidins, in particular an extract of maritime pine bark having the INCI name Pinus pinaster Bark/Bud Extract, notably 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 Biolandes Arômes.
According to a particular embodiment of the invention, the polyphenol X is tannic acid, such as the commercial product sold under the name Brewtan F® by Anijomoto Omnichem NV.
Tannic acid will be used more particularly as polyphenol X.
According to a particular embodiment, the polyphenol(s) X of the invention is (are) present in an amount of greater than or equal to 0.8% by weight, preferably greater than or equal to 1.0% by weight and even more particularly greater than or equal to 2.0% by weight relative to the total weight of the composition.
According to a particular embodiment, the polyphenol(s) X of the invention is (are) present in an amount ranging from 1.0% to 30.0% by weight, and more particularly ranging from 2.0% to 30% by weight relative to the total weight of the composition.
Polyoxyethylenated compound Y
The polyoxyethylenated compounds Y according to the invention comprise in their chemical structure at least one oxyethylenated group capable of forming a hydrogen bond with the phenol groups of the polyphenol X comprising at least two different phenols.
For the purposes of the present invention, a “polyoxyethylenated compound” is understood to mean any molecule comprising in its chemical structure at least one chain comprising -(OCH2CH2)n oxyethylene units.
In one preferred embodiment, the molar mass of compound Y is greater than 200 g/mol, or even greater than 350 g/mol.
According to a particular embodiment, the compound(s) Y, in the medium of the composition, do not comprise any anionic group in their chemical structure, and in particular are nonionic.
As examples of polyoxyethylenated compounds Y that are capable of reacting with the polyphenols X such as those indicated previously, mention may be made of:
polyoxyethylenated waxes, notably chosen from polyoxyethylenated ester waxes such as polyoxyethylenated (120 OE) jojoba wax (INCI name: Jojoba Wax PEG-120 Esters), PEG-8 Beeswax, PEG-60 Lanolin, PEG-75 Lanolin, PPG-12-PEG-50 Lanolin;
polyethylene glycols of the type H(O-CH2-CH2)n-OH
in particular chosen from PEG-14M, PEG-20, PEG-45M, PEG-90, PEG-90M, PEG-150, PEG-180, PEG-220;
poloxamers of the type HO-(CH2-CH2-O)n-(CHCH3-CH2-O)O-(CH2-CH2-O)p-H, in particular chosen from Poloxamer 124, Poloxamer 184 and Poloxamer 338;
polypropylene glycol alkyl ethers of the type:
CnH2n+1-(O-C(CH3)H-CH2)o-(O-CH2-CH2)p-OH
in particular chosen from PPG-5-Ceteth-20 and PPG-6-Decyltetradeceth-30;
compounds of the type:
H(O-C(CnH2n+1)-CH2)o-(CH2-CH2-O)p-(CH2-C(CqH2q+1)H-O)rH
in particular PEG-45/Dodecyl Glycol Copolymer;
compounds of the type: CnH2n+1-(O-CH2-CH2)o-O-CH2-C(CpH2p+1)HOH
in particular Ceteareth-60 Myristyl Glycol;
polyoxyethylenated glycerols, in particular glycerol oxyethylenated with 26 OE (Glycereth-26);
alkyl polyethylene glycols of the type CnH2n+1-(O-CH2-CH2)o-OH, in particular chosen from Ceteth-2, Ceteth-10, Ceteth-20, Ceteth-25, Isoceteth-20, Laureth-2, Laureth-3, Laureth-4, Laureth-12, Laureth-23, Oleth-2, Oleth-5, Oleth-10, Oleth-20, Oleth-25, Deceth-3, Deceth-5, Beheneth-10, Steareth-2, Steareth-10, Steareth-20, Steareth-21, Steareth-100, Ceteareth-12, Ceteareth-15, Ceteareth-20, Ceteareth-25, Ceteareth-30, Ceteareth-33, Coceth-7 and Trideceth-12;
polyoxyethylenated alkyl phosphates, in particular chosen from Trilaureth-4 Phosphate, Ceteth-10 Phosphate, Oleth-10 Phosphate and PPG-5-Ceteth-10 Phosphate;
polyoxyethylenated alkylamines of the type:
CH3-(CH2)n-(CH=CH)o-(CH)p-N((CH2-CH2-O)H)q((CH2-CH2-O)rH), in particular: (11) fatty acid esters of polyethylene glycol of the type:
CnH2n+1-(CH=CH2)o-CpH2p-CO-(O-CH2-CH2)n-OH or
CnH2n+1-(CH=CH)o-CpH2p-CO-(O-CH2-CH2)q-O-CO-CrH2r+1or
CnH2n+1-(CH=CH)o-CO-(O-CH2-CH2)q-O-CnH2n+1 or
CnH2n+1-O-CH(alkyl)-(CH2)p-(O-CH2-CH2)q-O-CO-CrH2r+1
in particular chosen from PEG-6 Isostearate, PEG-6 Stearate, PEG-8 Stearate, PEG-8 Isostearate, PEG-20 Stearate, PEG-30 Stearate, PEG-32 Stearate, PEG-40 Stearate, PEG-75 Stearate, PEG-100 Stearate, PEG-8 Distearate, PEG-150 Distearate, Mereth-3 Myristate, PEG-4 Olivate, Propylene Glycol Ceteth-3 Acetate and PEG-30 Dipolyhydroxystearate;
polyoxyethylenated carboxylic acids of the type:
CnH2n+1-(O-CH2-CH2)o-COOH, in particular chosen from PEG-7 Capric Acid, PEG-6 Caprylic Acid, PEG-7 Caprylic Acid, Laureth-5 Carboxylic Acid, Laureth-11 Carboxylic Acid and Laureth-12 Carboxylic Acid;
polyoxyethylenated alkylglycerides, in particular chosen from PEG-6 Caprylic/Capric Glycerides, PEG-60 Almond Glycerides, PEG-10 Olive Glycerides, PEG-45 Palm Kernel Glycerides and PEG-70 Mango Glycerides;
polyoxyethylenated alkylglucoses, in particular chosen from Methyl-Gluceth-10 and Methyl-Gluceth-20;
polyoxyethylenated sugar esters such as PEG-120 Methyl Glucose Dioleate or PEG-20 Methyl Glucose Sesquistearate;
polyoxyethylenated and polyoxypropylenated alkyl glycol ethers such as PPG-1-PEG-9 Lauryl Glycol Ether;
polyoxyethylenated pentaerythritol esters and ethers, in particular PEG-150 Pentaerythrityl Tetrastearate;
polysorbates, in particular chosen from Polysorbate-20, Polysorbate-21, Polysorbate-60, Polysorbate-61, Polysorbate-80 and Polysorbate-85;
polyoxyethylenated polyamines, in particular PEG-15 Cocopolyamine;
polyoxyethylenated dihydrocholesteryl esters of structure:
in particular Dihydrocholeth-30;
polyoxyethylenated, optionally hydrogenated, fatty acid esters of glycerol chosen from PEG-7 Glyceryl Cocoate, PEG-30 Glyceryl Cocoate, PEG-200 Glyceryl Stearate and PEG-200 Hydrogenated Glyceryl Palmitate;
polyoxyethylenated hydrogenated castor oils such as PEG-40 Hydrogenated Castor Oil and PEG-60 Hydrogenated Castor Oil;
polyethylene glycol ethers of a fatty acid ester of propylene glycol, such as PEG-55 Propylene Glycol Oleate;
polyoxyethylenated butters, in particular polyoxyethylenated shea butter such as PEG-50 Shea Butter;
polyoxyalkylenated silicones, in particular chosen from PEG/PPG-17/18 Dimethicone, PEG/PPG-18/18 Dimethicone, Trideceth-9 PG-Amodimethicone and PEG/PPG-22/24 Dimethicone;
polyoxyalkylenated silanes, in particular chosen from Bis-PEG-18 Methyl Ether Dimethyl Silane and Bis-PEG-18 Methyl Ether Dimethyl Silane;
polyoxyethylenated acrylate copolymers, in particular the copolymer having the INCI name: Acrylate/Palmeth-25 Acrylate Copolymer;
polyoxyalkylenated alkanediols such as PEG-8 Caprylyl Glycol;
polyoxyethylenated rapeseed amides and sterols, in particular chosen from PEG-4 Rapeseed Amide and PEG-5 Rapeseed Sterol.
polyoxyethylenated lanolins such as Laneth-15;
polyoxyethylenated fatty acid esters of sorbitol such as PEG-40 Sorbitan Peroleate;
polyoxyethylenated glycerolated esters such as Glycereth-25 PCA Isostearate;
mixtures thereof.
According to a preferential embodiment, the compound(s) Y will be chosen from nonionic compounds.
According to a preferential embodiment, the compound(s) Y will be chosen from:
i) polyethylene glycols, in particular PEG-180;
ii) polyoxyethylenated hydrogenated castor oils, in particular PEG-40 Hydrogenated Castor Oil;
iii) polyoxyethylenated, optionally hydrogenated, fatty acid esters of glycerol, in particular PEG-30 Glyceryl Cocoate,
iv) polysorbates, in particular Polysorbate 80;
v) mixtures thereof.
According to a preferential embodiment, the polyoxyethylenated compound Y is a polysorbate, in particular Polysorbate 80.
According to a preferential embodiment, the polyoxyethylenated compound(s) Y of the invention is (are) present in an amount greater than or equal to 0.8% by weight, preferably greater than or equal to 1.0% by weight, in particular greater than or equal to 2.0% by weight, more particularly in an amount ranging from 3% to 30% by weight, and even better still ranging from 4% to 20% relative to the total weight of the composition.
According to a preferential embodiment of the invention, the mole ratio of the reactive hydroxyl (OH) groups of the polyphenol(s) X to the reactive oxyethylenated group(s) of the polyoxyethylenated compound(s) Y capable of forming a hydrogen bond with said hydroxyl groups preferentially ranges from 1/3 to 20, more preferentially from 1/2 to 15 and more particularly from 3/4 to 3.
Monoalcohol
The composition according to the invention comprises at least one monoalcohol comprising from 2 to 8 carbon atoms, notably from 2 to 6 carbon atoms and in particular from 2 to 4 carbon atoms such as ethanol, isopropanol, propanol or butanol, and mixtures thereof, and more particularly ethanol.
The monoalcohol(s) comprising from 2 to 8 carbon atoms is (are) then, preferably, present in contents ranging from 40% to 80% by weight, and more particularly from 45% to 65% by weight relative to the total weight of the composition.
Water-dispersible film-forming polymer
The composition of the present invention comprises at least one water-dispersible film-forming polymer not derived from a styrene monomer.
In the present patent application, the term "film-forming polymer" means a polymer that is capable of forming, by itself or in the presence of an auxiliary film-forming agent, a continuous deposit on a support, at a temperature ranging from 20°C to 150°C.
According to one particular formula of the invention, the water-dispersible film-forming polymer may be in the form of an aqueous dispersion of particles generally bearing the name (pseudo)latex, i.e. latex or pseudolatex. Techniques for preparing these dispersions are well known to those skilled in the art.
In the present invention, an "aqueous phase" is understood to mean a liquid medium based on water and/or on hydrophilic solvents. This aqueous liquid medium may be constituted essentially of water. It may also comprise a mixture of water and of water-miscible organic solvent(s) (miscibility in water of greater than 50% by weight at 25°C), such as lower monoalcohols containing from 2 to 5 carbon atoms, such as ethanol or isopropanol, glycols containing from 3 to 8 carbon atoms, such as propylene glycol, 1,3-butylene glycol or dipropylene glycol, C3-C4 ketones or C2-C4 aldehydes.
The composition according to the invention may comprise one or more types of water-dispersible film-forming polymer which may vary in terms of their structure and/or their chemical nature.
The water-dispersible film-forming polymer(s) may be present in a solids content of less than 20% by weight, ranging from 1% to 15% by weight, relative to the total weight of the composition, preferably ranging from 2% to 12% by weight, relative to the total weight of the composition.
The water-dispersible film-forming polymers may be of anionic, cationic or neutral nature and may constitute a mixture of polymers of different natures.
Among the water-dispersible film-forming polymers that can be used in the composition of the present invention, mention may be made of synthetic polymers, of free-radical type. In general, these polymers may be statistical polymers, block copolymers of A-B type, of A-B-A or else ABCD, etc. multiblock type, or even grafted polymers.
The term "radical polymer" is understood to mean a polymer obtained by polymerization of unsaturated monomers, in particular ethylenically unsaturated monomers, each monomer being capable of homopolymerizing.
The water-dispersible film-forming polymers of free-radical type may be chosen from acrylic radical homopolymers or copolymers, vinyl radical homopolymers or copolymers; and mixtures thereof.
The vinyl water-dispersible film-forming polymers can result from the polymerization of ethylenically unsaturated monomers having at least one acid group and/or of the esters of these acid monomers and/or of the amides of these acid monomers.
Ethylenically unsaturated monomers containing at least one acid group or monomer bearing an acid group that may be used include α,β-ethylenic unsaturated carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid or itaconic acid. (Meth)acrylic acid and crotonic acid are used in particular, and more particularly (meth)acrylic acid.
The esters of acidic monomers are advantageously chosen from (meth)acrylic acid esters (also known as (meth)acrylates), notably alkyl (meth)acrylates, in particular C1-C20 and preferably C1-C8 alkyl (meth)acrylates, aryl (meth)acrylates, in particular C6-C10 aryl (meth)acrylates, and hydroxyalkyl (meth)acrylates, in particular C2-C6 hydroxyalkyl (meth)acrylates.
Among the alkyl (meth)acrylates that may be mentioned are methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate and lauryl methacrylate.
Among the hydroxyalkyl (meth)acrylates that may be mentioned are hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate and 2-hydroxypropyl methacrylate.
The (meth)acrylic acid esters are in particular alkyl (meth)acrylates.
According to the present invention, the alkyl group of the esters may be either fluorinated or perfluorinated, i.e. some or all of the hydrogen atoms of the alkyl group are substituted with fluorine atoms.
Examples of amides of the acid monomers that may be mentioned are (meth)acrylamides, and especially N-alkyl(meth)acrylamides, in particular of a C2-C12 alkyl. Among the N-alkyl(meth)acrylamides that may be mentioned are N-ethylacrylamide, N-t-butylacrylamide and N-t-octylacrylamide.
The water-dispersible vinyl film-forming polymers can also result from the homopolymerization or copolymerization of monomers chosen from vinyl esters. In particular, these monomers may be polymerized with acid monomers and/or esters thereof and/or amides thereof, such as those mentioned previously.
Examples of vinyl esters that may be mentioned are vinyl acetate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate and vinyl t-butylbenzoate.
The list of monomers given is not limiting, and it is possible to use any monomer known to those skilled in the art included in the categories of acrylic and vinyl monomers (including monomers modified with a silicone chain).
Mention may also be made of polymers resulting from free-radical polymerization of one or more free-radical monomers inside and/or partially at the surface of pre-existing particles of at least one polymer chosen from the group constituted of polyurethanes, polyureas, polyesters, polyesteramides and/or alkyds. These polymers are generally referred to as “hybrid polymers”.
Various types of water-dispersible film-forming polymers, in particular commercial water-dispersible film-forming polymers, which are suitable for the preparation of the composition in accordance with the present invention, are described in detail below.
1/ Thus, according to a preferred embodiment of the invention, the water-dispersible film-forming polymer is an acrylic copolymer.
As acrylic polymer, use may be made according to the invention of those originating from aqueous dispersions of acrylic copolymer sold under the names Acronal DS-6250® and Joncryl 95® by BASF, Daitosol 5000 AD® (INCI name: Acrylates Copolymer) or Daitosol 5000 SJ® (INCI name: Acrylates/Ethylhexyl Acrylate Copolymer) by Daito Kasey Kogyo, Acudyne 5600P® and Acudyne 5800P® (INCI name: Acrylates Copolymer) by Dow Chemical. The content of particles of film-forming polymer in suspension in these dispersions currently available on the market ranges from approximately 20% to approximately 50% by weight relative to the total weight of the dispersion.
The amount of active material of water-dispersible film-forming polymer not derived from a styrene monomer in the composition of the invention is, preferably, less than or equal to 20%, more preferentially varies from 1% to 15% by weight, and more particularly from 2% to 12% by weight relative to the total weight of the composition.
Pigment
The composition according to the invention comprises at least one pigment of uncoated iron oxide type (INCI name: Iron Oxide).
The term “pigment” means particles, which are insoluble in an aqueous medium, and which are intended to colour and/or opacify the resulting composition and/or deposit.
The term “uncoated pigment” means any pigment not treated by a surface agent that covers it completely while being absorbed, adsorbed or grafted onto said pigment.
According to one preferred embodiment, the pigment or pigments are present in an amount ranging up to 35.0% by weight, more preferentially ranging up to 25.0% by weight and more particularly ranging from 4% to 25% by weight, relative to the total weight of the composition.
According to one particular embodiment, the uncoated pigments used according to the invention are chosen from yellow iron oxides (CI 77492), red iron oxides, black iron oxides (CI47499), and mixtures thereof.
The size of the pigment of use in the context of the present invention is generally greater than 100 nm and can range up to 10 µm, preferably from 200 nm to 5 µm and more preferentially from 300 nm to 1 µm.
According to a particular form of the invention, the pigments have a size characterized by a D[50] greater than 100 nm and possibly ranging up to 10 µm, preferably from 200 nm to 5 µm and more preferentially from 300 nm to 1 µm.
The sizes are measured by static light scattering using a commercial MasterSizer 3000® particle size analyzer from Malvern, which makes it possible to determine the particle size distribution of all of the particles over a wide range which may extend from 0.01 µm to 1000 µm. The data are processed on the basis of the standard Mie scattering theory. This theory is the most suitable for size distributions ranging from submicron to multimicron; it allows an “effective” particle diameter to be determined. This theory is described in particular in the publication by Van de Hulst, H.C., Light Scattering by Small Particles, Chapters 9 and 10, Wiley, New York, 1957.
D[50] represents the maximum size exhibited by 50% by volume of the particles.
In the context of the present invention, the pigments are more particularly black iron oxides (CI 77499).
Cosmetic composition
The composition may be manufactured via the known processes generally used in the cosmetics field.
The composition of the invention comprises water.
The amount of water is preferably less than or equal to 30% by weight, and more preferentially ranges from 2% to 30% by weight, and more particularly from 5% to 25% by weight, relative to the total weight of the composition.
The composition of the invention may contain a demineralized water or alternatively a floral water such as cornflower water and/or a mineral water such as Vittel water, Lucas water or La Roche Posay water and/or a spring water.
The composition of the invention may also contain water-soluble or water-miscible solvents and ingredients (miscibility with water of greater than 50% by weight at 25°C), besides the monoalcohols cited above, for instance polyols having from 3 to 8 carbon atoms such as propylene glycol, 1,3-butylene glycol, caprylyl glycol, pentylene glycol, glycerol, and dipropylene glycol; C3-C4 ketones and C2-C4 aldehydes.
The pH of the composition is preferentially below 6, more preferentially between 2 and 6, and more particularly between 2 and 5.
Oily phase
The composition of the invention may also comprise an oily phase.
The term “oily phase” refers to a phase which is liquid at room temperature (25°C) and at atmospheric pressure, comprising oils, waxes or pasty substances and also optionally all the organic solvents and ingredients that are soluble or miscible in said phase.
The oil(s) may be chosen from mineral, plant or synthetic oils, in particular chosen from volatile or non-volatile hydrocarbon-based oils and/or silicone oils and/or fluoro oils, and mixtures thereof.
The term “oil” means a fatty substance that is liquid at room temperature (25°C) and atmospheric pressure (760 mmHg, i.e. 101 325 Pa). The oil may be volatile or non-volatile.
Within the meaning of the present invention, the term “silicone oil” is understood to mean an oil comprising at least one Si-O group, and more particularly an organopolysiloxane.
The term “fluoro oil” refers to an oil comprising at least one fluorine atom.
The term “hydrocarbon-based oil” is understood to mean an oil containing mainly carbon and hydrogen atoms and possibly one or more functions chosen from hydroxyl, ester, ether or carboxyl functions.
For the purposes of the invention, the term “volatile oil” refers to any oil that is capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure. The volatile oil is a volatile cosmetic compound, which is liquid at room temperature, notably having a non-zero vapour pressure, at room temperature and atmospheric pressure, notably having a vapour pressure ranging from 2.66 Pa to 40 000 Pa, in particular ranging from 2.66 Pa to 13 000 Pa and more particularly ranging from 2.66 Pa to 1300 Pa.
The term “non-volatile oil” refers to an oil that remains on the skin or the keratin fibre at room temperature and atmospheric pressure for at least several hours, and that notably has a vapour pressure of less than 2.66 Pa, preferably less than 0.13 Pa. By way of example, the vapour pressure may be measured via the static method or via the effusion method by isothermal thermogravimetry, depending on the vapour pressure (standard OCDE 104).
Volatile hydrocarbon-based oils
As examples of volatile hydrocarbon-based oils that may be used in the invention, mention may be made of:
- hydrocarbon-based oils containing from 8 to 16 carbon atoms, and notably C8-C16 isoalkanes of petroleum origin (also known as isoparaffins), for instance isododecane (also known as 2,2,4,4,6-pentamethylheptane), isodecane and isohexadecane, for example the oils sold under the trade names Isopar® or Permethyl®, branched C8-C16 esters and isohexyl neopentanoate, and mixtures thereof. Other volatile hydrocarbon-based oils, such as petroleum distillates, in particular those sold under the name Shell Solt by Shell, can also be used; volatile linear alkanes, such as those described in the patent application DE10 2008 012 457 from Cognis and for instance the one sold under the trade name Cetiol Ultimate® by BASF. Mention may also be made of the dodecane/tetradecane mixture in the 85/15 weight ratio sold by Biosynthis under the reference Vegelight 1214® and of the mixture of C9-C12 volatile linear alkanes having the INCI name: C9-12 Alkane such as the product sold by Biosynthis under the reference Vegelight Silk®.
Non-volatile hydrocarbon-based oils
As examples of non-volatile hydrocarbon-based oils that may be used in the invention, mention may be made of:
- linear or branched hydrocarbons, of mineral or synthetic origin, such as liquid paraffins and derivatives thereof, petroleum jelly, polydecenes, polybutenes or polyisobutenes, which are optionally hydrogenated such as Parleam, or squalane;
- synthetic ethers containing from 10 to 40 carbon atoms, such as dicaprylyl ether;
- triglycerides constituted of fatty acid esters of glycerol, in particular the fatty acids of which may have chain lengths ranging from C4 to C36, and notably from C18 to C36, these oils possibly being linear or branched, and saturated or unsaturated; these oils may notably be heptanoic or octanoic triglycerides, wheatgerm oil, sunflower oil, grapeseed oil, sesame seed oil (820.6 g/mol), corn oil, apricot oil, castor oil, shea oil, avocado oil, olive oil, soybean oil, sweet almond oil, palm oil, rapeseed oil, cottonseed oil, hazelnut oil, macadamia oil, jojoba oil, alfalfa oil, poppy oil, pumpkin oil, marrow oil, blackcurrant oil, evening primrose oil, millet oil, barley oil, quinoa oil, rye oil, safflower oil, candlenut oil, passionflower oil or musk rose oil; shea oil; or alternatively caprylic/capric acid triglycerides, for instance those sold by Stéarinerie Dubois or those sold under the names Miglyol 810®, 812® and 818® by Dynamit Nobel;
- linear aliphatic hydrocarbon-based esters of formula RCOOR’ in which RCOO represents a carboxylic acid residue including from 2 to 40 carbon atoms, and R’ represents a hydrocarbon-based chain containing from 1 to 40 carbon atoms, such as cetostearyl octanoate, isopropyl alcohol esters, such as isopropyl myristate or isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate or isostearate, isostearyl isostearate, octyl stearate, diisopropyl adipate, heptanoates, and notably isostearyl heptanoate, alcohol or polyalcohol octanoates, decanoates or ricinoleates, for instance propylene glycol dioctanoate, cetyl octanoate, tridecyl octanoate, 2-ethylhexyl 4-diheptanoate and palmitate, alkyl benzoate, hexyl laurate, neopentanoic acid esters, for instance isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate and 2-octyldodecyl neopentanoate, isononanoic acid esters, for instance isononyl isononanoate, isotridecyl isononanoate and octyl isononanoate, oleyl erucate, isopropyl lauroyl sarcosinate, diisopropyl sebacate, isocetyl stearate, isodecyl neopentanoate and isostearyl behenate;
- polyesters obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol, such as those described in patent application FR 0 853 634, in particular such as of dilinoleic acid and of 1,4-butanediol. Mention may notably be made in this respect of the polymer sold by Biosynthis under the name Viscoplast 14436H® (INCI name: Dilinoleic Acid/Butanediol Copolymer) or else copolymers of polyols and of diacid dimers, and esters thereof, such as Hailuscent ISDA®,
- dialkyl carbonates, the two alkyl chains possibly being identical or different, such as dicaprylyl carbonate sold under the name
Cetiol CC® by Cognis;
- linear fatty acid esters with a total carbon number ranging from 35 to 70, for instance pentaerythrityl tetrapelargonate,
- aromatic esters such as tridecyl trimellitate, C12-C15 alcohol benzoate, the 2-phenylethyl ester of benzoic acid, and butyloctyl salicylate,
- esters and polyesters of diol dimer and of monocarboxylic or dicarboxylic acid, such as esters of diol dimer and of fatty acid and esters of diol dimer and of dicarboxylic acid dimer, such as Lusplan DD-DA5® and Lusplan DD-DA7® sold by the company Nippon Fine Chemical and described in patent application US 2004-175 338, the content of which is incorporated into the present application by reference,
- fatty alcohols containing from 12 to 26 carbon atoms, for instance octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol and oleyl alcohol,
- dialkyl carbonates, the two alkyl chains possibly being identical or different, such as dicaprylyl carbonate sold under the name
Cetiol CC® by Cognis;
- and mixtures thereof.
Non-volatile silicone oils
Among the non-volatile silicone oils, mention may be made of silicone oils such as non-volatile polydimethylsiloxanes (PDMS); phenyl silicones such as phenyl trimethicones, phenyl dimethicones, diphenyl dimethicones, trimethylpentaphenyltrisiloxanes, tetramethyltetraphenyltrisiloxanes, trimethylsiloxyphenyl dimethicones, diphenylsiloxyphenyl trimethicones, and also mixtures thereof.
Linear or cyclic volatile silicone oils
Linear volatile silicone oils that may be mentioned include octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof.
Cyclic volatile silicone oils that may be mentioned include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane, and mixtures thereof.
According to a preferential embodiment of the invention, the total amount of non-volatile oil(s) is less than or equal to 10% by weight, more preferentially less than or equal to 5.0% by weight, or even less than 2.0% by weight, relative to the total weight of the composition.
According to one particular embodiment of the invention, the composition of the invention may be free of non-volatile oil.
According to a preferential embodiment of the invention, the total amount of volatile oil(s) is less than or equal to 20% by weight, more preferentially less than or equal to 10.0% by weight, in particular less than or equal to 5.0% by weight, relative to the total weight of the composition.
According to one particular embodiment of the invention, the composition of the invention may be free of volatile oil.
The composition may be manufactured via the known processes generally used in the cosmetics field.
Cosmetic additives
The compositions of the invention may contain additives that are common in cosmetics. Mention may notably be made of antioxidants, preserving agents, neutralizers, cosmetic active agents, for instance emollients, moisturizers, vitamins, sunscreens and mixtures thereof.
The composition used according to the invention may be a composition for caring for and/or for making up the skin.
More especially, the composition according to the invention is a makeup product for the face such as a foundation, for the cheeks such as face powders or for the eyelids such as eyeshadows.
The composition used according to the invention may be a composition for caring for and/or making up the contour of the eye or keratin fibres such as the eyelashes or eyebrows.
More specifically, the composition according to the invention is a makeup product for the eyelashes such as a mascara, a makeup product for the eyebrows or a product for the contour of the eyes such as an eyeliner.
More especially, the composition according to the invention is a makeup product for the contour of the eyes such as an eyeliner.
It may be a makeup base, also known as base coat, a composition to be applied onto makeup, also known as topcoat, or else a composition for treating keratin materials.
Such compositions are in particular prepared according to the general knowledge of a person skilled in the art.
Packaging and application assembly or kit
The present invention also relates to an assembly, or kit, for packaging and applying a cosmetic composition for coating keratin materials, comprising:
- a device for packaging said cosmetic composition for coating keratin materials, as described above,
- an applicator for said composition.
According to another aspect, the invention also relates to a makeup assembly comprising:
i) an applicator suitable for drawing a line on the contour of the eye,
ii) an eyeliner composition in accordance with the invention placed inside a container.
The container may delimit one or more compartment(s). The container may be, for example, in the form of a tube.
Such an applicator may be secured to a cap mounted reversibly on said container between a closure position of said container and a makeup position.
As a variant, such an applicator may be mounted irreversibly on said container. As examples of applicators, mention may be made of those of felt type or brush type that may be constituted of synthetic fibres.
It is understood that, in the context of the present invention, the weight percentages given for a compound or a family of compounds are always expressed by weight relative to the total weight of the composition.
Throughout the application, the term "comprises one" or "includes one" should be understood as meaning "comprising at least one" or "including at least one", unless otherwise specified.
It is understood that the following examples are present by way of illustration and that they in no way limit the scope of the protection conferred by the present application.
Examples 1 and 2: Eye Liners
Phases Ingredients 1
(invention) 		2
(invention)
A Tannic acid
(Brewtan F®-Anijomoto Omnichem NV)		 5 5
Ethanol 70 60
Polysorbate-80
(TWEEN-80-LQ® from CRODA)		 5 5
B Aqueous dispersion of particles of ACRYLATES COPOLYMER film-forming polymer
(Daitosol 5000 AD®)		 20 20
C Black iron oxide
(CI 77499)
SUNPURO C33-7001® from SUN		 - 10
Preparation protocol
Phase A was prepared at room temperature (25°C) by dissolving tannic acid and also Polysorbate-80 in ethanol. Once the mixture is homogeneous, phase B comprising the aqueous dispersion of particles of film-forming polymer is added, with stirring, to this preparation to obtain a transparent and homogeneous composition. Then, in the case of composition 2, phase C based on the pigment is added to obtain a black and homogeneous composition. The two compositions 1 and 2, after applying to the surfaces of the eyelids, dried rapidly as a thin film.

Claims (26)

  1. Composition comprising, preferably in a physiologically acceptable medium:
    (1) at least one polyphenol X comprising at least two different phenol groups, and
    (2) at least one polyoxyethylenated compound Y capable of reacting by hydrogen bonding with said polyphenol X; and
    (3) at least one monoalcohol having from 2 to 8 carbon atoms in contents ranging from 40% to 90% by weight relative to the total weight of the composition; and
    (4) at least one water-dispersible film-forming polymer not derived from a styrene monomer; and
    (5) at least one pigment of uncoated iron oxide type.
  2. Composition according to Claim 1, in which the polyphenol X is chosen from catechin tannins, notably chosen from gallotannins and ellagitannins.
  3. Composition according to Claim 1 or 2, in which the polyphenol X is epigallocatechin, notably a green tea extract comprising at least 45% by weight of epigallocatechin relative to the weight of said extract.
  4. Composition according to Claim 1, in which the polyphenol X is a procyanidin or a mixture of procyanidins, in particular an extract of maritime pine bark, notably comprising at least 65% by weight of procyanidins relative to the total weight of said extract.
  5. Composition according to Claim 1 or 2, in which the polyphenol X is tannic acid.
  6. Composition according to any one of the preceding claims, in which the polyphenol(s) X is (are) present in an amount greater than or equal to 0.8% by weight, preferably greater than or equal to 1.0% by weight and more particularly greater than or equal to 2.0% by weight relative to the total weight of the composition.
  7. Composition according to any one of the preceding claims, in which the polyphenol(s) X is (are) present in an amount ranging from 1.0% to 30.0% by weight, and more particularly ranging from 2.0% to 30% by weight relative to the total weight of the composition.
  8. Composition according to any one of the preceding claims, in which the molar mass of the polyoxyethylenated compound Y is greater than 200 g/mol, or even greater than 350 g/mol.
  9. Composition according to any one of the preceding claims, in which the polyoxyethylenated compound Y, in the medium of the composition containing it, does not comprise any anionic group in its chemical structure, and in particular is nonionic.
  10. Composition according to any one of the preceding claims, in which the polyoxyethylenated compound Y is chosen from:
    i) polyoxyethylenated, optionally hydrogenated, fatty acid esters of glycerol, in particular PEG-30 Glyceryl Cocoate;
    ii) polyethylene glycols, in particular PEG-180;
    iii) polyoxyethylenated hydrogenated castor oils, in particular PEG-40 Hydrogenated Castor Oil;
    iv) polysorbates, in particular Polysorbate 80;
    v) mixtures thereof.
  11. Composition according to any one of the preceding claims, in which the polyoxyethylenated compound Y is a polysorbate, in particular Polysorbate 80.
  12. Composition according to any one of the preceding claims, in which the polyoxyethylenated compound(s) Y of the invention is (are) present in an amount greater than or equal to 0.8% by weight, preferably greater than or equal to 1.0% by weight, in particular greater than or equal to 2.0% by weight, more particularly in an amount ranging from 3% to 30% by weight, and even better still ranging from 4% to 20% relative to the total weight of the composition.
  13. Composition according to any one of the preceding claims, in which the mole ratio of the reactive hydroxyl (OH) groups of the polyphenol(s) X to the reactive oxyethylenated group(s) of the polyoxyethylenated compound(s) Y capable of forming a hydrogen bond with said hydroxyl groups preferentially ranges from 1/3 to 20, more preferentially from 1/2 to 15 and more particularly from 3/4 to 3.
  14. Composition according to any one of the preceding claims, in which the monoalcohol comprising from 2 to 8 carbon atoms is chosen from ethanol, isopropanol, propanol or butanol, and mixtures thereof, and more particularly is ethanol.
  15. Composition according to any one of the preceding claims, in which the monoalcohol(s) comprising from 2 to 8 carbon atoms is (are) present in contents ranging from 40% to 80% by weight, and more particularly from 45% to 65% by weight relative to the total weight of the composition.
  16. Composition according to any one of the preceding claims, in which the water-dispersible film-forming polymer is chosen from acrylic radical homopolymers or copolymers, vinyl radical homopolymers or copolymers; and mixtures thereof; and more particularly acrylic radical homopolymers or copolymers.
  17. Composition according to any one of the preceding claims, in which the amount of active material of water-dispersible film-forming polymer not derived from a styrene monomer is less than or equal to 20% by weight, more preferentially varies from 1% to 15% by weight, and more particularly from 2% to 12% by weight relative to the total weight of the composition.
  18. Composition according to any one of the preceding claims, in which the uncoated iron oxide(s) is (are) present in an amount ranging up to 35.0% by weight, more preferentially ranging up to 25.0% by weight and more particularly ranging from 4% to 25% by weight relative to the total weight of the composition.
  19. Composition according to any one of the preceding claims, in which the pigment(s) are black iron oxides.
  20. Composition according to any one of the preceding claims, characterized in that it additionally contains an oily phase.
  21. Composition according to Claim 19, in which the total amount of non-volatile oil(s) is less than or equal to 10% by weight, more preferentially less than or equal to 5.0% by weight, or even less than 2.0% by weight, or even free of non-volatile oil relative to the total weight of the composition.
  22. Composition according to Claim 19, in which the total amount of volatile oil(s) is less than or equal to 20% by weight, more preferentially less than or equal to 10% by weight, in particular less than or equal to 5.0% by weight, relative to the total weight of the composition.
  23. Composition according to any one of the preceding claims, characterized in that it is free of non-volatile oil or free of volatile oil.
  24. Composition according to any one of the preceding claims, characterized in that it is in the form of a makeup product for the contour of the eyes, such as an eyeliner.
  25. Assembly, or kit, for packaging and applying a cosmetic composition for coating keratin fibres, comprising:
    - a device for packaging said cosmetic composition for coating keratin fibres as defined in any one of the preceding claims;
    - an applicator for said composition.
  26. Method for coating keratin surfaces such as the skin, and more particularly the lower and/or upper eyelids, comprising the application to said keratin surfaces of said cosmetic composition as defined according to any one of Claims 1 to 24.
PCT/EP2023/058532 2022-04-28 2023-03-31 Composition comprising a polyphenol, a polyoxyethylenated compound capable of reacting with the polyphenol by hydrogen bonding, a monoalcohol and a water-dispersible film-forming polymer not derived from a styrene monomer WO2023208521A1 (en)

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FR2203997A FR3134979A1 (en) 2022-04-28 2022-04-28 Composition comprising a polyphenol, a polyoxyethylenated compound reacting with the polyphenol by hydrogen bonding, a mono-alcohol and a water-dispersible film-forming polymer without styrene monomer
FRFR2203997 2022-04-28

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US20040175338A1 (en) 2003-03-06 2004-09-09 L'oreal Cosmetic composition containing an ester and a pasty compound
DE102008012457A1 (en) 2007-06-19 2008-12-24 Cognis Ip Management Gmbh Hydrocarbon mixture, useful e.g. in decorative cosmetics, preferably lipsticks, lip gloss, eye shade, mascara, eye pencil, nail polish and make-up formulations and eye shade, comprises linear hydrocarbons
US20120064061A1 (en) * 2010-09-14 2012-03-15 Innotherapy Inc. Adhesive composition comprising tannin, poly(ethylene glycol), and water, lower alcohol or mixture thereof
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FR853634A (en) 1938-04-29 1940-03-23 Ericsson Telefon Ab L M Measuring devices
EP0507272B1 (en) * 1991-04-05 1995-07-05 Kao Corporation Hair cosmetic composition comprising a water soluble chitin derivative and a polyphenol
FR2787709A1 (en) * 1998-12-23 2000-06-30 Boots Co Plc NOVEL DERMATOLOGICAL COMPOSITION BASED ON TANNIC ACID AND A MICROBIAL PROLIFERATION INHIBITOR
US20040175338A1 (en) 2003-03-06 2004-09-09 L'oreal Cosmetic composition containing an ester and a pasty compound
DE102008012457A1 (en) 2007-06-19 2008-12-24 Cognis Ip Management Gmbh Hydrocarbon mixture, useful e.g. in decorative cosmetics, preferably lipsticks, lip gloss, eye shade, mascara, eye pencil, nail polish and make-up formulations and eye shade, comprises linear hydrocarbons
US8562960B2 (en) * 2007-07-30 2013-10-22 Elc Management, Llc Cosmetic composition containing a polymer blend
US20120064061A1 (en) * 2010-09-14 2012-03-15 Innotherapy Inc. Adhesive composition comprising tannin, poly(ethylene glycol), and water, lower alcohol or mixture thereof
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