OCULAR KERATINOUS MATTER COATING COMPOSITIONS

A water-based coating composition with specific film-forming agents and secondary alcohol compounds addresses the limitations of traditional glues and magnets by providing long-lasting adhesion and easy removal for artificial eyelashes or eyebrows.

FR3168770A3Pending Publication Date: 2026-05-29LOREAL SA

Patent Information

Authority / Receiving Office
FR · FR
Patent Type
Utility models
Current Assignee / Owner
LOREAL SA
Filing Date
2024-11-25
Publication Date
2026-05-29

AI Technical Summary

Technical Problem

Existing cosmetic compositions for coating ocular keratinous materials, such as eyelashes and eyebrows, often rely on traditional glues or magnets for attaching artificial structures, which are not ideal due to their limitations in longevity or ease of removal, and there is a need for compositions that do not use these methods.

Method used

A water-based coating composition comprising a low glass transition temperature film-forming agent, secondary alcohol compounds, and optionally a non-ionic amphiphilic thickening agent, free from oils, waxes, surfactants, and colorants, which adheres to ocular keratinous materials to fix artificial eyelashes or eyebrows without using glues or magnets.

Benefits of technology

The composition provides long-lasting adhesion and easy removal of artificial eyelashes or eyebrows while maintaining cosmetic properties, offering improved fixation and ease of application.

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

Abstract

OCULAR KERATINOUS MATERIAL COATING COMPOSITIONS The invention relates to ocular keratinous material coating compositions comprising water, at least one film-forming agent with a low glass transition temperature (Tg), at least one secondary alcohol compound, with a weighted average molecular weight / number of secondary alcohol groups ratio for the at least one secondary alcohol compound present in the composition being less than 69, and optionally at least one nonionic amphiphilic thickening agent, as well as methods for using such compositions and kits containing such compositions. Figure for abstract: none
Need to check novelty before this filing date? Find Prior Art

Description

Title of the invention: OCULAR KERATINOUS MATTER COATING COMPOSITIONS FIELD OF INVENTION

[0001] The present invention relates to ocular keratin material coating compositions comprising water, at least one low glass transition temperature (Tg) film-forming agent, at least one secondary alcohol compound, in which a weighted average molecular weight / number of secondary alcohol groups ratio for the at least one secondary alcohol compound present in the composition is less than 69, and optionally at least one non-ionic amphiphilic thickening agent, as well as methods of using such compositions and kits containing such compositions. CONTEXT OF THE INVENTION

[0002] Eyelash compositions, such as mascaras, typically contain a wax that can add body and volume to the composition. Mascaras may also contain surfactants, particularly when in emulsion form. However, mascara formulations are typically created to minimize or mitigate the full effect of the properties of these ingredients, if any, in an attempt to achieve specific desired properties of the formulated mascara, such as volumizing, lengthening, easy removal, etc.

[0003] Furthermore, eyelash compositions, such as mascara compositions, tend to be of two types: (1) waterproof, long-lasting mascaras that are anhydrous, or (2) removable mascaras (e.g., removable with soap and water) that contain water. Generally, waterproof mascaras are not easily removed, and removable mascaras are not particularly long-lasting.

[0004] False (artificial) eyelashes can typically be applied to natural (real) eyelashes by means of adhesives (glue) or magnets.

[0005] For example, document WO2020180346 discloses magnetically attached eyelash prosthesis systems mediated by a magnetic mascara, document US 2016 / 0206031 discloses the use of magnetic materials, and document US 2019 / 0261715 discloses magnetic materials in an eyeliner-type composition.

[0006] With regard to adhesives or glues, US documents 2017 / 0027844, WO 2020 / 172746 and WO 2019 / 003454 are examples of references disclosing the use of such compounds for false eyelashes (artificial eyelashes).

[0007] US document 9 320 920 discloses eyelash makeup compositions, including false eyelashes (artificial eyelashes).

[0008] Document JP6190173 discloses an adhesive for false eyelashes which is black or dark-colored based on black after application, and which can be used in combination with an eyeliner by imparting a fast-drying adhesive layer to an application part containing (A) 30 to 70% by mass of a water-insoluble film-forming polymer; (B) 0.1 to 10% by mass of a carbon black; and (C) 0.01 to 15% by mass of a nonionic surfactant having an HLB of 10 or more.

[0009] There remains a need for improved cosmetic compositions having improved cosmetic properties which can be useful for coating ocular keratinous materials, for example for fixing false (artificial) eyelashes to natural (real) eyelashes, in particular compositions which do not contain traditional glues or adhesives or magnets, such as those used for the prior fixing of these artificial products to ocular keratinous materials.

[0010] Accordingly, one aspect of the present invention is a water-containing care and / or makeup and / or treatment composition for ocular keratinous materials that can be used to coat ocular keratinous materials for care, makeup, and / or to attach artificial structures (such as artificial eyelashes) to natural ocular keratinous materials. Summary of the invention

[0011] The present invention relates to ocular keratin coating compositions comprising water, at least one film-forming agent with a low glass transition temperature (Tg), at least one secondary alcohol compound, wherein a weighted average molecular weight / number of secondary alcohol groups ratio for the at least one secondary alcohol compound present in the composition is less than 69, and optionally at least one nonionic amphiphilic thickening agent. Preferably, the compositions are free from, substantially free from, or free of one or more of the following compounds: oils, waxes, surfactants, and / or colorants. Preferably, the compositions are free from, substantially free from, or free of at least two of the following compounds: oils, waxes, surfactants, and / or colorants, preferably at least three of these types of compounds, and preferably all four of these types of compounds.Preferably, the compositions are also free from, substantially free from, or free of hydrophilic thickening agents.

[0012] The present invention also relates to methods of caring for and / or making up real (natural) ocular keratinous materials by applying compositions of the present invention to natural ocular keratinous materials in a sufficient quantity to care for and / or conceal natural keratinous eye tissues.

[0013] The present invention also relates to methods of applying artificial ocular keratinous materials, such as artificial eyelashes or eyebrows, onto real (natural) ocular keratinous materials, including the application of compositions of the present invention onto natural ocular keratinous materials, the application of artificial ocular keratinous materials onto natural ocular keratinous materials onto which the compositions of the present invention have been previously applied, and allowing the compositions of the present invention to dry so that the artificial ocular keratinous materials adhere or bond with the natural ocular keratinous materials.

[0014] It must be understood that both the preceding general description and the detailed description that follows are provided by way of example and explanation only, and do not limit the invention. DETAILED DESCRIPTION OF THE INVENTION

[0015] In the following description of the invention and the claims annexed thereto, it shall be understood that the terms used have their ordinary and usual meanings in the art, unless otherwise specified.

[0016] “Approximately”, as used herein, means to within 10% of the stated number (for example, “ "Approximately 10%" means from 9% to 11% and "approximately 2%" means from 1.8% to 2.2%.

[0017] “At least one” means one or more and thus includes components individual products as well as mixtures / combinations.

[0018] As used here, all the proposed ranges are intended to include each specific range within the given ranges and combinations of intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes 1, 2, 3, 4 and 5, as well as the sub-ranges 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc.

[0019] “Ocular keratinous material”, as used herein, refers to the hair associated with the eyes, such as eyelashes and eyebrows, as well as the skin associated with eye hair, such as eyelids and brow ridges.

[0020] “Film-forming”, “film-forming polymer” or “film-forming agent”, as used herein, refers to a polymer or resin that leaves a film on the substrate to which it is applied, for example after a solvent accompanying the film-forming agent has evaporated, been absorbed into the substrate and / or dissipated on it.

[0021] “Wax”, as used here, is a lipophilic fatty compound that is solid at room temperature (25 °C) and changes from solid to liquid reversibly, having a melting point above 30 °C and, for example, above 45 °C, and a hardness above 0.5 MPa at room temperature.

[0022] “Real” and “natural” are used interchangeably throughout the present patent memorandum.

[0023] “Fake”, “false”, “dummy” and “artificial” are used in a interchangeable throughout this patent memorandum.

[0024] “Fake,” “dummy,” and “artificial” “ocular keratin materials,” as used herein, refer to individual fibers, fiber aggregates, or a set of fibers attached to a substrate (e.g., a strip) that can be fixed or bonded to an “ocular keratin material.” The fibers may be natural, for example, derived from human hair, mink, or plants, or synthetic, such as engineering polymers like thermoplastic polymers such as polyethylene terephthalate (PBT). Examples include fibers used to produce artificial eyelashes and / or artificial eyebrows.

[0025] “Surfactant” and “emulsifier” are used interchangeably throughout throughout this patent memorandum.

[0026] “Substitute” as used herein means comprising at least one substitute. Non-limiting examples of substituents include atoms, such as oxygen and nitrogen atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogenated groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups, and polysiloxane groups. The substituent(s) may, in addition, be substituted.

[0027] “Volatile”, as used herein, means having a flash point of less than about 100 °C.

[0028] “Non-volatile”, as used here, means having a flash point greater than approximately 100 °C. “Polymer”, as used here, refers to a compound that is made up of at least two monomers.

[0029] “Glass transition temperature (Tg)” refers to the temperature at which An amorphous material transitions from a glassy solid state to a rubbery state. The temperature can be measured using standard techniques, such as differential scanning calorimetry (DSM), for example according to a standard protocol, such as ASTM D3418-97.

[0030] “Low Tg” or “Low Glass Transition Temperature”, as used herein, denotes a glass transition temperature (Tg) of -30 °C or less.

[0031] “Secondary alcohol compound”, as used herein, means a compound containing at minus a secondary alcohol group.

[0032] “Polymer”, as used herein, means a compound that is made up of at least two monomers, and includes homopolymers and copolymers.

[0033] “Exempt” or “substantially exempt” or “devoid of”, as used herein, This means that although it is preferable for no quantity of the specific component to be present in the composition, it is possible for very small quantities of it to be present in the compositions of the invention, provided that these quantities do not materially affect at least one, preferably most, of the advantageous properties of the revitalizing compositions of the invention. Thus, for example, "surfactant-free" means that an effective quantity (i.e., greater than trace amounts) of surfactant is omitted from the composition (i.e., about 0% by weight), "substantially surfactant-free" means that the surfactant, if present, is present in quantities not exceeding 1% by weight, and "surfactant-free" means that the surfactant, if present, is present in quantities not exceeding 0.5% by weight, relative to the total weight of the composition.

[0034] The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph, such as colorants (the compositions of the invention that are "colorant-free", "substantially colorant-free", and "colorant-free" have the meanings in accordance with the discussion in this paragraph), even if this is not specifically mentioned for each identified ingredient. The same applies to oils and / or waxes ("oil-free", "substantially oil-free", and "oil-free") and magnets ("magnet-free", "substantially magnet-free", and "magnet-free") - these phrases should be understood as having the meanings in accordance with the discussion in this paragraph.The compositions of the present invention may therefore be free, substantially free, or devoid of any of the ingredients in this paragraph. However, the examples given of the use of such language are intended to be provided by way of example, and not as a limitation.

[0035] “Pegosity”, as used here, refers to the quality manifested by the compositions relative to initial adhesion to an object after application to the object (e.g., skin or eyelashes). Tackiness can be evaluated by any method known in the art for evaluating it, such as using a texture analyzer. For example, a sample can be applied to a substrate (e.g., a 1 mil sample), allowed to dry (e.g., for 1 minute), and brought into contact with an object such as a hemispherical probe (SMS P / 0.5HS, 1 / 2-inch diameter hemispherical cylinder from Stable Microsystems), after which the force associated with removing the probe from the object can be measured and reported as tackiness (g). Such measurements can be performed 1 minute after sampling. Preferably, The compositions of the present invention have tackiness properties, when determined by this method, greater than 45 g, preferably greater than 50 g, preferably greater than 70 g, preferably greater than 90 g, and preferably greater than 100 g. Thus, the compositions of the present invention preferably have tackiness properties ranging from about 30 g to about 200 g, preferably from about 50 g to about 150 g, and preferably from about 70 g to about 130 g, including all intermediate ranges and sub-ranges such as, for example, from about 45 g to about 110 g, from about 50 g to about 110 g, from about 70 g to about 120 g, from about 90 g to about 115 g, etc.

[0036] “Cohesion”, as used here, refers to the quality manifested by the The strength of the compositions is assessed in relation to their resistance after application to an object (e.g., skin or eyelashes). Cohesion can be evaluated by any method known in the art for its evaluation, such as measuring the force required to create a break or tear in the compositions after drying.

[0037] “Adhesion”, as used here, refers to the quality manifested by the compositions are assessed in relation to their wear after application to an object (e.g., skin or eyelashes). Adhesion can be evaluated by any method known in the art for evaluating it, such as measuring the force required to remove the compositions from an object after application and drying.

[0038] “Makeup result”, as used herein, refers to compositions where The color remains the same or substantially the same as at the time of application, as observed with the naked eye, after a prolonged period of time. The "makeup result" can be evaluated by assessing the long-lasting properties using any method known in the art for evaluating such properties. For example, long-lasting performance can be assessed by a test involving the application of a composition to keratinous materials, such as ocular keratin, and the evaluation of the composition's color after a prolonged period of time. For example, the color of a composition can be evaluated immediately after application to keratinous materials, such as ocular keratin, and these characteristics can then be re-evaluated and compared after a certain time. Furthermore, these characteristics can be evaluated in relation to other compositions, such as commercially available compositions.

[0039] “To make up”, as used here, means to provide a decoration (for example, a colour or a sparkle) to ocular keratinous materials.

[0040] “Protect”, as used here, means inhibit damage to materials ocular keratinous materials by forming a protective layer on the ocular keratinous materials, for example by applying the compositions of the present invention, particularly as a base coat and / or top coat composition, and is encompassed in the term "to take care of".

[0041] The compositions and methods of the present invention may include, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredient, component, or limitation described herein or otherwise useful. For example, the glass transition temperature film-forming component of the composition may "consist essentially of" low glass transition temperature film-forming agents, and / or the alcohol component of the composition may "consist essentially of" secondary alcohol compounds.

[0042] For the purposes of the present invention, the "fundamental and novel property" associated with the compositions, components and processes which "consist essentially of" identified ingredients or actions is the "fixation of artificial ocular keratinous materials to natural ocular keratinous materials".

[0043] Reference is made herein to trade names of materials including, but not limited to, polymers and optional components. The inventors do not intend to limit themselves herein to the materials described and referenced by a particular trade name. Equivalent materials (for example, those obtained from a different source under a different name or catalogue (reference) number) to those referenced by a trade name may be substituted and used in the processes described and claimed herein.

[0044] Unless otherwise stated, all percentages and ratios are calculated by weight. Unless otherwise stated, all percentages are calculated relative to the total weight of a composition. All component or composition rates refer to the active rate of that component or composition and are understood to be exclusive of impurities, for example, residual solvents or by-products, which may be present in commercially available sources. WATER

[0045] According to the present invention, ocular keratin material coating compositions comprising water are proposed. The compositions of the present invention are not anhydrous. Preferably, the compositions of the present invention comprise from about 10% to about 75% water, preferably from about 20% to about 70% water, preferably from about 25% to about 60% water, and preferably from about 30% to about 55% water by weight relative to the total weight of the composition, including all intermediate ranges and sub-ranges.

[0046] LOW GLOSS TRANSITION TEMPERATURE (Tg) FILM-FORMING AGENT

[0047] According to the present invention, compositions comprising at least one low glass transition temperature (Tg) film-forming agent are proposed. In preferred embodiments, the at least one low glass transition temperature (Tg) film-forming agent comprises at least one low glass transition temperature (Tg) film-forming dispersion of film-forming particles in an aqueous phase. Such a dispersion of particles in an aqueous phase is more commonly known as latex.

[0048] As indicated above, "low Tg" or "low glass transition temperature," as used herein, refers to a glass transition temperature (Tg) of -30 °C or less, preferably -40 °C or less, preferably -50 °C or less, and preferably -60 °C or less. According to preferred embodiments, low glass transition temperature film-forming agents are film-forming agents having a glass transition temperature of about -30 °C to about -100 °C, preferably from about -40 °C to about -85 °C, and preferably from about -45 °C to about -75 °C, including all intermediate ranges and sub-ranges.

[0049] Suitable polymers for film-forming particles that can be used in the compositions of the present invention include, but are not limited to, synthetic polymers, free radical or polycondensate type polymers, and mixtures thereof.

[0050] Preferably, the polymers for the film-forming particles can be selected from vinyl (co)polymers, (meth)acrylic (co)polymers, urethane (co)polymers, and mixtures thereof. Advantageously, the polymer for the film-forming particles is selected from a styrene-(meth)acrylic and (meth)acrylic copolymer, a vinyl acetate and (meth)acrylic copolymer, and mixtures thereof.

[0051] Polymers for film-forming particles of the free radical type can be chosen, for example, from vinyl polymers or copolymers, such as acrylic polymers.

[0052] Vinyl film-forming polymers can result from the polymerization of monomers comprising at least one ethylenic unsaturation and at least one acid group and / or esters of these acid monomers and / or amides of these acid monomers. Monomers comprising at least one acid group that can be used include, for example, carboxylic acids with α,[3-ethylenic unsaturation, such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, or itaconic acid. (Metha)acrylic acid and crotonic acid are, for example, used. Preferably, (meth)acrylic acid is used.

[0053] Acid monomer esters can be chosen, for example, from (meth)acrylic acid esters (also known as (meth)acrylates), such as the (meth)acrylates of an alkyl, for example, a C1-C30 alkyl, such as a C1-C20 alkyl, the (meth)acrylates of an aryl, such as a C6-C10 aryl, and the (meth)acrylates of a hydroxyalkyl, such as a C2-C6 hydroxyalkyl. Among the alkyl (meth)acrylates that can be cited, examples include methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, and cyclohexyl methacrylate. Examples of hydroxyalkyl (meth)acrylates include hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate, and 2-hydroxypropyl methacrylate. Examples of aryl (meth)acrylates include benzyl acrylate and phenyl acrylate. Alkyl (meth)acrylate esters that can be used include, for example, alkyl (meth)acrylates.

[0054] The alkyl group of esters can be substituted. For example, the alkyl group of esters can be fluorinated or perfluorinated, that is, some or all of the hydrogen atoms of the alkyl group are replaced by fluorine atoms. Furthermore, examples of acid monomer amides that can be cited include (meth)acrylamides, such as N-alkyl(meth)acrylamides, for example, of a C2-C12 alkyl group. Examples of N-alkyl(meth)acrylamides include N-ethylacrylamide, Nt-butylacrylamide, Nt-octylacrylamide, and N-undecylacrylamide.

[0055] Film-forming vinyl polymers can also result from the homopolymerization or copolymerization of monomers selected from vinyl esters and styrene monomers. For example, these monomers can be polymerized with acid monomers and / or their esters and / or their amides, such as those mentioned above. Examples of vinyl esters that may be cited include vinyl acetate, ethylene vinyl acetate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate, and vinyl β-butylbenzoate. Examples of styrene monomers that may be cited include styrene and α-methylstyrene.

[0056] Among the film-forming polycondensates that may be cited, examples include polyurethanes, polyesters, polyesteramides, polyamides, epoxy ester resins and polyureas, and modifications or derivatives of any of these.

[0057] Polyurethanes can be selected from anionic, cationic, non-ionic or amphoteric polyurethanes, acrylic polyurethanes, polyvinylpyrrolidone polyurethanes, polyester polyurethanes, polyether polyurethanes, polymethanes, polyureas and polyurea polyurethanes, and mixtures thereof.

[0058] Polyesters can be obtained, in a known manner, by polycondensation of dicarboxylic acids with polyols, such as diols.

[0059] Dicarboxylic acid can be aliphatic, alicyclic or aromatic. Examples of such acids that can be cited include: oxalic acid, malonic acid, dimethylmalonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, 2,2-dimethylglutaric acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, maleic acid, itaconic acid, phthalic acid, dodecanedioic acid, 1,3-cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, isophthalic acid, terephthalic acid, 2,5-norbornanedicarboxylic acid, diglycolic acid, thiodipropionic acid, 2,5-naphthalenedicarboxylic acid and 2,6-naphthalenedicarboxylic acid. These dicarboxylic acid monomers can be used alone or in combination with at least two dicarboxylic acid monomers.Among these monomers, phthalic acid, isophthalic acid and terephthalic acid can, for example, be used.

[0060] The diol can be selected from aliphatic, alicyclic, and aromatic diols. The diol used is, for example, selected from ethylene glycol, diethylene glycol, triethylene glycol, 1,3-propanediol, cyclohexanedimethanol, and 4-butanediol. Other polyols that can be used include glycerol, pentaerythritol, sorbitol, and trimethylolpropane.

[0061] Polyesteramides can be obtained in a manner analogous to that used to obtain polyesters, by polycondensation of diacids with diamines or amino alcohols. Diamines that can be used include, for example, ethylenediamine, hexamethylenediamine, and meta- or paraphenylenediamine. An amino alcohol that can be used is, for example, monoethanolamine.

[0062] The polyester may also include at least one monomer bearing at least one -SO3M group, in which M is selected from a hydrogen atom, an ammonium ion NH4+ and a metal ion such as a Na+, Li+, K+, Mg2+, Ca2+, Cu2+, Fe2+ or Fe3+ ion. A difunctional aromatic monomer comprising such a -SO3M group may, for example, be used.

[0063] The aromatic ring of the difunctional aromatic monomer also comprising a —SO3M group as described above may be selected, for example, from the rings of benzene, naphthalene, anthracene, biphenyl, oxybiphenyl, sulfonylbiphenyl, and methylenebiphenyl. Examples of difunctional aromatic monomers also comprising a —SO3M group include sulfoisophthalic acid, sulfoterephthalic acid, sulfophthalic acid, and 4-sulfonaphthalene-2,7-dicarboxylic acid.

[0064] The copolymers used are, for example, those based on isophthalate / sulfoisophthalate, such as copolymers obtained by condensation of diethylene glycol, cyclohexanedimethanol, isophthalic acid and sulfoisophthalic acid.

[0065] The polymer for the film-forming particles can also be a liposoluble polymer. Examples of fat-soluble polymers that can be cited include copolymers of a vinyl ester (in which the vinyl group is directly bonded to the oxygen atom of the ester group and the vinyl ester comprises a radical selected from the saturated hydrocarbon radicals, linear or branched from 1 to 19 carbon atoms, bonded to the carbonyl of the ester group) and at least one other monomer, which may be a vinyl ester (different from the vinyl ester already present), an α-olefin (comprising from 8 to 28 carbon atoms), an alkyl vinyl ether (whose alkyl group comprises from 2 to 18 carbon atoms) or an allylic or methallylic ester (comprising a radical selected from the saturated hydrocarbon radicals, linear or branched from 1 to 19 carbon atoms, bonded to the carbonyl of the ester group).

[0066] These copolymers can be crosslinked using crosslinking agents which can be either of the vinyl type, or of the allylic or methallylic type, such as tetraallyloxyethane, divinylbenzene, divinyl octanedioate, divinyl dodecanedioate and divinyl octadecanedioate.

[0067] Examples of such copolymers that may be cited include the following: vinyl acetate / allyl stearate, vinyl acetate / vinyl laurate, vinyl acetate / vinyl stearate, vinyl acetate / octadecene, vinyl acetate / octadecylvinyl ether, vinyl propionate / allyl laurate, vinyl propionate / vinyl laurate, vinyl stearate / l-octadecene, vinyl acetate / 1-dodecene, vinyl stearate / ethyl vinyl ether, vinyl propionate / cetyl vinyl ether, vinyl stearate / allyl acetate, vinyl 2,2-dimethyloctanoate / vinyl laurate, allyl 2,2-dimethylpentanoate / vinyl laurate, vinyl dimethylpropionate / vinyl stearate, dimethylpropionate allyl / vinyl stearate, vinyl propionate / vinyl stearate, crosslinked with 0.2% divinylbenzene, vinyl dimethylpropionate / vinyl laurate, crosslinked with 0.2% divinylbenzene, vinyl acetate / octadecylvinyl ether, crosslinked with 0.2% tetraallyloxyethane,vinyl acetate / alkyl stearate, crosslinked with 0.2% divinylbenzene, vinyl acetate / l-octadecene, crosslinked with 0.2% divinylbenzene, and allyl propionate / allyl stearate, crosslinked with 0.2% divinylbenzene.

[0068] Other examples of liposoluble film-forming polymers include liposoluble copolymers, such as those resulting from the copolymerization of vinyl esters comprising 9 to 22 carbon atoms or of alkyl acrylates or methacrylates, in which the alkyl radicals comprise 10 to 20 carbon atoms. Such Liposoluble copolymers can be selected, for example, from vinyl polystearate, vinyl polystearate crosslinked with divinylbenzene, diallylether or diallyl phthalate copolymers, stearyl poly(meth)acrylate, and vinyl polylaurate-lauryl poly(meth)acrylate copolymers, provided that these poly(meth)acrylates can be crosslinked with ethylene glycol dimethacrylate or tetraethylene glycol dimethacrylate. The liposoluble copolymers described above are known and are described, for example, in French patent application FR-A-2 232 303; they can have a weight-average molecular weight ranging, for example, from 2,000 to 500,000, or from 4,000 to 200,000.

[0069] Among the liposoluble film-forming polymers that can be used here, we can also mention, for example, polyalkylenes such as C2-C20 alkene copolymers, such as a polybutene, alkylcelluloses having a linear or branched C1-C8 alkyl radical, saturated or unsaturated, for example ethylcellulose and propylcellulose, vinylpyrrolidone (VP) homopolymers or copolymers, such as vinylpyrrolidone and C2-C40 alkene copolymers, such as a C3-C20 alkene. In addition to PVP homopolymers, examples of VP copolymers that can be used here include VP / vinyl acetate, VP / ethyl methacrylate, butylated polyvinylpyrrolidone (PVP), VP / ethyl methacrylate / methacrylic acid, VP / eicosene, VP / hexadecene, VP / tricontene, VP / styrene, and VP / acrylic acid / lauryl methacrylate.

[0070] Specific examples of aqueous dispersions of film-forming particles that can be used are the acrylic dispersions sold under the names "Neocryl XK-90®", "Neocryl A-1070®", "Neocryl A-1090®", "Neocryl BT-62®", "Neocryl A-1079®" and "Neocryl A-523®" by Avecia-Neoresins, "Dow Latex 432®" by Dow Chemical, "Daitosol 5000 AD®" or "Daitosol 5000 SJ" by Daito Kasey Kogyo; aqueous polyurethane dispersions sold under the names "Neorez R-981®" and "Neorez R-974®" by Avecia-Neoresins, "Avalure UR-405®", "Avalure UR-410®", "Avalure UR-425®", "Avalure UR-450®", "Sancure 875®", "Sancure 861®", "Sancure 878®" and "Sancure 2060®" by Goodrich, "Impranil 85®" by Bayer and "Aquamere H-151®" by Hydromer;vinyl dispersions, for example "Mexomer PAM" and also acrylic dispersions in isododecane, for example "Mexomer PAP" from the company Chimex. ;

[0071] Additional specific examples of latex polymers for use in the present invention further include ethylhexyl acrylate / hema copolymer (and) acrylates / diethylaminoethyl methacrylate / ethylhexyl acrylate copolymer (Syntran®PC 5775), styrene / acrylates / methacrylate copolymer ammonium (Syntran®5760, Syntran®5009, Syntran®PC5620), polyacrylate-21 (and) acrylates / dimethylaminoethyl methacrylate copolymer (Syntran®PC5100, Syntran®PC5776, Eudragit®E 100, Jurymer ET-410C), styrene / acrylates / ammonium methacrylate copolymer (Syntran®5009 CG), olefin / acrylate grafted polymer (and) sodium laureth sulfate (and C12-15 SEC-pareth 15 (Syntran®EX108), acrylates copolymer (Aculyn®33A Polymer, Avalure®Ace 210 / 120 / 315 Acrylic Copolymer, Carbopol® Aqua SF-1 Polymer, Coatex®Co 633, Eliclear® 380 / 700 / 4U, Eudragit® L 100, Joncryl® 85, Luviflex® Soft), the acrylate / ethylhexyl acrylate copolymer. Syntran® polymers are commercially available from the supplier Interpolymer Corp.

[0072] Other specific examples include an ethyl acrylates / methyl methacrylates copolymer emulsion (chemical name) (INCI name: water (and) acrylates copolymer), which is commercially available from Kobo Products, Inc. (South Plainfield, NJ) and Daito Kasei Kogyo Co., Ltd., under the trade name Daitosol AD ​​(which contains water, an ethyl acrylates / methyl methacrylates copolymer, sodium dehydroacetate, and Laureth-20 (lauryl alcohol and oxirane); an ethyl methacrylates / N-butyl acrylates / 2-methylhexyl acrylates copolymer emulsion (chemical name) (INCI name: water (and) acrylates / ethylhexyl acrylates copolymer), which is also commercially available from Kobo Products, Inc. and Daito Kasei Kogyo Co., Ltd., under the trade name Daitosol SJ (which contains water, an ethyl methacrylate / N-butyl acrylate / 2-methylhexyl acrylate copolymer, and Laureth-20); an alkyl (meth)acrylate copolymer emulsion (INCI name: acrylates copolymer), which is commercially available from Nippon LSC Ltd., under the trade name Yodosol GH34F; and an acrylates / ammonium methacrylates copolymer (INCI name) (CAS number 25212-88-8), commercially available from Ganz Chemical under the trade name ULTRASOL (which also contains water, zinc oxide, sodium lauryl sulfate, and methylparaben).

[0073] Preferably, the low glass transition temperature film-forming agent(s) is / are present in the compositions of the present invention in amounts of active material (e.g., solids content) generally ranging from about 5% to about 60%, preferably from about 10% to about 55%, preferably from about 15% to about 30%, and preferably from about 20% to about 25%, by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges, such as, for example, 25% to 60%, 30% to 55%, 8% to 18%, 2% to 10%, 10% to 25%, 12.5% ​​to 30%, etc. SECONDARY ALCOHOL COMPOUND

[0074] According to the present invention, compositions comprising at least one secondary alcohol compound are proposed.

[0075] “Secondary alcohol compound”, as used herein, means a compound containing at least one secondary alcohol group. "Secondary alcohol group" has its generally accepted meaning: the carbon atom to which the alcohol group is attached in a compound has only one hydrogen bonded. Specific examples of secondary alcohol compounds include, but are not limited to, compounds containing a single secondary alcohol group such as glycerin, 2-propanol, 2-butanol, 2-pentanol, 3-pentanol, etc.; compounds containing two secondary alcohol groups such as 2,3-butanediol, 2,3-pentanediol, etc.; glycols such as propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, etc.; and compounds containing three or more secondary alcohol groups such as sorbitol, xylitol, erythritol, mannitol, etc.

[0076] According to the present invention, the secondary alcohol compound or mixture of secondary alcohol compounds present in the composition has (if only one secondary alcohol compound is present) or collectively has (if two or more secondary alcohol compounds are present) a molecular weight(s) such that the weighted average ratio of molecular weight / number of secondary alcohol groups for all secondary alcohol compounds present is less than 69, preferably 67 or less, preferably 64 or less, preferably 61 or less, preferably 60 or less, preferably 55 or less, preferably 50 or less, preferably 48 or less, and preferably 45 or less.

[0077] The "weighted average ratio of molecular weight to number of secondary alcohol groups" is calculated as follows, using sorbitol alone, propylene glycol alone, and sorbitol and propylene glycol present in a composition at a weight ratio of 1:1 for demonstration purposes:

[0078] Sorbitol: molecular weight = 182; number of secondary alcohol groups = 4. Ratio of molecular weight to number of secondary alcohol groups for sorbitol alone = 45.5

[0079] Propylene glycol: molecular weight = 76; number of secondary alcohol groups = 1. Ratio of molecular weight / number of secondary alcohol groups for propylene glycol alone = 76.

[0080] For a weight ratio of 1:1 between sorbitol and propylene glycol present in a composition, the "weighted average ratio of molecular weight / number of secondary alcohol groups" = [(45.5 x 1) + (76 x 1)) / (1 + 1) = 60.75.

[0081] Alternatively, and by way of example, for a weight ratio of 4:1 between sorbitol and butylene glycol (which has a molecular weight of 90 and 1 alcohol group) secondary), the "weighted average ratio of molecular weight / number of secondary alcohol groups" = [(45.5 x 4) + (90 x 1 )] / (4+l) = 54.4.

[0082] Preferably, at least one secondary alcohol compound is present in the compositions of the present invention in amounts ranging from about 0.5% to about 25%, preferably from about 1% to about 20%, preferably from about 2.5% to about 15%, preferably from about 3% to about 10%, and preferably from about 4% to about 8%, by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges, such as, for example, 0.5% to 8%, 1% to 5%, 8% to 18%, 2% to 10%, 1% to 7.5%, 2.5% to 8%, less than 15%, less than 10%, less than 5%, etc. NON-IONIC AMPHIPHILE THICKENING AGENTS

[0083] According to preferred embodiments of the present invention, compositions optionally comprising at least one nonionic amphiphilic thickening agent are proposed. By "nonionic amphiphilic thickening agent," it is understood that the thickening agent has at least one hydrophilic portion and at least one hydrophobic portion, and the thickening agent is nonionic. Preferably, the at least one nonionic amphiphilic thickening agent also possesses film-forming properties in addition to its aqueous-phase thickening properties.

[0084] Suitable examples of hydrophilic and / or hydrophobic monomers to be included in at least one non-ionic amphiphilic thickening agent include, but are not limited to, vinyl alcohol (VA), vinylpyrrolidone (VP), C2-C30 alkene (such as, for example, a C3-C22 alkene), acrylic acid, C2-C30 acrylates, polyethylene glycol (PEG) or polypropylene glycol (PPG), etc.

[0085] Preferably, at least one non-ionic amphiphilic thickening agent is a vinylpyrrolidone (VP) copolymer, preferably containing at least one C2-C30 alkene monomer. By way of specific, non-limiting examples of VP copolymers suitable for use in the present compositions, VP / vinyl acetate, VP / ethyl methacrylate, butylated polyvinylpyrrolidone (PVP), VP / ethyl methacrylate / methacrylic acid, VP / eicosene, VP / hexadecene, VP / triacontene, VP / styrene, VP / methacrylamide / vinylimidazole and VP / acrylic acid / lauryl methacrylate copolymer may be mentioned.

[0086] According to some embodiments, however, the non-ionic amphiphilic thickening component in the compositions of the present invention does not include a thickening agent that is a copolymer including VP and imidazole monomers, in particular a VP / methacrylamide / vinylimidazole copolymer.

[0087] Preferably, if present, at least one non-ionic amphiphilic thickening agent is present in the compositions of the present invention in quantities of active material (e.g., solids content) generally ranging from about 0.5% to about 20%, preferably from about 1% to about 15%, preferably from about 2.5% to about 10%, and preferably from about 4% to about 8%, by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges, such as, for example, 0.1% to 15%, 0.1% to 5%, 8% to 18%, 2% to 10%, 1% to 5%, 2.5% to 8%, less than 15%, less than 10%, less than 5%, less than 3%, less than 2%, less than 1%, etc.

[0088] Preferably, the non-ionic amphiphilic thickening agent(s) and the low glass transition temperature film-forming agent(s) are present in the compositions of the present invention in weight ratios (active material) between the non-ionic amphiphilic thickening agent and the low glass transition temperature film-forming agent of about 1:250 to about 1:1, preferably from about 1:150 to about 1:20, and preferably from about 1:100 to about 1:50, including all intermediate ranges and sub-ranges, such as, for example, 1:200 to 1:25, 1:175 to 1:60, etc.

[0089] According to preferred embodiments, the compositions of the present invention are substantially free from, devoid of or free from hydrophilic thickening agent(s).

[0090] According to preferred embodiments, the thickening agent components of the compositions of the present invention consist essentially of, or consist of, one or more non-ionic amphiphilic thickening agent(s). WATER-SOLUBLE AGENT

[0091] According to preferred embodiments of the present invention, compositions further optionally comprising at least one water-soluble agent selected from the group consisting of C1-C5 monoalcohols, hydrotropic agents, and mixtures thereof, are proposed.

[0092] Suitable examples of C1-C5 monoalcohols include compounds having a C1-C5 alkane chain, and a single hydroxyl (OH) function, such as methanol, ethanol, propanol, isopropanol, butanol and mixtures thereof;

[0093] Suitable examples of hydrotropic agent(s) include hydrotropic agents selected from the group consisting of aromatic acid salts. Aromatic acid salt(s) include compounds such as, for example, salts, such as sodium or potassium salts, of compounds comprising an aromatic structure (e.g., benzyl, furanyl, thiophenyl, pyrrolyl, etc.) and at least one carboxyl group substituent on the aromatic structure (e.g., sodium benzoate). Optionally, the aromatic structure may contain at least one substituent other than the at least one carboxyl group, such as, for example, a lower alkyl group (C1-C3), a hydroxyl group, and / or a halogen. For example, a sodium salt Substituted benzoic acid with a hydroxyl group (also known as sodium salicylate) is a suitable example.

[0094] Preferably, if present, at least one water-soluble agent selected from the group consisting of C1-C5 monoalcohols, hydrotropic agents, and mixtures thereof, is present in the compositions of the present invention in amounts ranging from about 1% to about 25%, preferably from about 2% to about 20%, preferably from about 2.5% to about 15%, preferably from about 3% to about 10%, and preferably from about 4% to about 8%, by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, from 5% to 10%, from 8% to 18%, from 2% to 10%, from 1% to 7.5%, from 2.5% to 8%, etc.

[0095] According to preferred embodiments, if present, at least one water-soluble agent selected from the group consisting of C1-C5 monoalcohols, hydrotropic agents, and mixtures thereof, is present in the compositions of the present invention in amounts less than or equal to about 10% by weight, preferably less than or equal to 8% by weight, and preferably less than or equal to 7.5% by weight relative to the total weight of the composition.

[0096] Oily phase

[0097] According to embodiments of the present invention, the compositions of the present invention may optionally include at least one oil. “Oil” means any non-aqueous medium that is liquid at room temperature (25 °C) and atmospheric pressure (760 mm Hg). Suitable oils may be volatile or non-volatile.

[0098] Suitable oils include volatile silicone oils. Examples of such volatile silicone oils include linear or cyclic silicone oils having a viscosity at room temperature of 6 cSt or less and having 2 to 7 silicon atoms, these silicones optionally being substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that can be used in the invention include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that can be used include KF 96A with a viscosity of 6 cSt, a commercial product from Shin Etsu having a flash point of 94 °C. Preferably, volatile silicone oils have a flash point of at least 40°C.

[0099] Suitable oils include volatile non-silicone oils and may be selected from volatile hydrocarbon oils, volatile esters, and volatile ethers. Examples of such volatile non-silicone oils include, but are not limited to, those listed below. The product is limited to volatile hydrocarbon oils having 8 to 16 carbon atoms and mixtures thereof, and in particular to C8 to C16 branched alkanes such as C8 to C16 isoalkanes (also known as isoparaffins), isododecane, isodecane, and, for example, oils sold under the trade names Isopar or Permethyl. Preferably, the volatile non-silicone oils have a flash point of at least 40 °C.

[0100] Suitable oils include synthetic oils or esters of formula R5COOR6 in which R5 represents a linear or branched higher fatty acid residue containing from 1 to 40 carbon atoms, in particular from 7 to 19 carbon atoms, and R6 represents a branched hydrocarbon chain containing from 1 to 40 carbon atoms, in particular from 3 to 20 carbon atoms, with R6 + R7 3 10, such as Purcellin oil (cetostearyl octanoate), isononyl isononanoate, a C[2 to C15] alkyl benzoate, isopropyl myristate, 2-ethylhexyl palmitate, and octanoates, decanoates or ricinoleates of alcohols or polyalcohols; hydroxylated esters, for example isostearyl lactate or diisostearyl malate; pentaerythritol esters; and synthetic ethers containing 10 to 40 carbon atoms.

[0101] If present, the oil(s) is / are present in the compositions of the present invention in an amount ranging from about 0.1% to about 20% by weight, more preferably from about 0.4% to about 15% by weight, and preferably from about 0.5% to about 10% by weight, relative to the total weight of the composition, including all ranges and sub-ranges within those ranges.

[0102] According to preferred embodiments, however, the compositions of the present invention are substantially free of, devoid of, or free of oils.

[0103] According to preferred embodiments, the compositions of the present invention are substantially free from, devoid of, or free from volatile oils such as, for example, isododecane and cyclomethicone.

[0104] According to preferred embodiments, the compositions of the present invention are substantially free from, devoid of, or free from silicone oils such as, for example, dimethicone and cyclomethicone.

[0105] According to preferred embodiments, the oil component of the compositions of the present invention consists of non-volatile oils.

[0106] According to preferred embodiments, the oil component of the compositions of the present invention consists of hydrocarbon oils.

[0107] Coloring agents

[0108] According to embodiments of the present invention, compositions optionally comprising at least one coloring agent are proposed. Preferably, these coloured compositions can be cosmetic eyelash makeup compositions, such as mascaras.

[0109] According to this embodiment, at least one coloring agent is preferably chosen from pigments, dyes, such as fat-soluble dyes, pearlescent pigments and pearlescent agents.

[0110] Representative fat-soluble dyes that can be used according to the present invention include Sudan Red, DC Red 17, DC Green 6, beta-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5, annatto, and quinoline yellow. The fat-soluble dyes, when present, generally have a concentration of up to 20% by weight of the total weight of the composition, such as from 0.0001% to 6%, including all intermediate ranges and sub-ranges.

[0111] The pearlescent pigments that can be used according to the present invention can be selected from white pearlescent pigments such as titanium-coated mica or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment selected from those mentioned above, and pearlescent pigments based on bismuth oxychloride. The pearlescent pigments, if present, can be in the composition at a concentration of up to 50% by weight of the total weight of the composition, such as from 0.1% to 20%, preferably from 0.1% to 15%, including all intermediate ranges and sub-ranges.

[0112] The pigments that can be used according to the present invention can be selected from white, colored, inorganic, organic, polymeric, non-polymer, coated, and uncoated pigments. Representative examples of mineral pigments include titanium dioxide, optionally surface-treated, zirconium oxide, zinc oxide, cerium oxide, iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate, and ferric blue. Representative examples of organic pigments include carbon black, D&C type pigments, and lakes based on cochineal carmine, barium, strontium, calcium, and aluminum.

[0113] If present, the coloring agent(s) may be present in the composition at a concentration of up to 25% by weight of the total weight of the composition, such as from 2.5% to 20%, and furthermore such as from 5% to 15%, including all intermediate ranges and sub-ranges.

[0114] However, it is possible that the compositions of the present invention may be free, substantially free or devoid of coloring agent(s).

[0115] Additional additives

[0116] The composition of the invention may also include any additive commonly used in the field concerned. For example, dispersants such as Poly(12-hydroxystearic acid), surfactants, antioxidants, essential oils, sunscreens, preservatives, perfumes, fillers, neutralizing agents, cosmetic and dermatological active ingredients such as, for example, emollients, moisturizers, vitamins, essential fatty acids, silicone elastomers, paste compounds, and mixtures thereof may be added. The compositions of the present invention may be free, substantially free, or devoid (as defined above) of any of the ingredients mentioned in this paragraph.

[0117] A non-exhaustive list of these ingredients can be found in US patent application publication No. 2004 / 0170586. Other examples of suitable additional components can be found in other references. Still other examples of these additional ingredients can be found in the International Cosmetic Ingredient Dictionary and Handbook (9th ed. 2002).

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

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

[0120] These additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition and furthermore such as 0.1% to 50% by weight (if present), including all intermediate ranges and sub-ranges.

[0121] It goes without saying that the composition of the invention must be cosmetically or dermatologically acceptable, that is to say, it must contain a physiologically acceptable non-toxic carrier and must be able to be applied to the keratinous ocular materials of human beings.

[0122] The ocular keratin material coating compositions of the present invention preferably possess sufficient tackiness and rapid drying properties (e.g., 1 minute or less) such that, after the compositions are applied to the ocular keratin materials, sham or artificial ocular keratin materials can adhere to the ocular keratin materials by means of, through, or with the aid of the applied ocular keratin material coating compositions of the present invention by placing the sham or artificial ocular keratin materials onto the applied composition and allowing the ocular keratin material coating composition to dry. Furthermore, the ocular keratin material coating compositions can be applied to sham (artificial) ocular keratin materials or materials natural (real) ocular keratinous materials, as needed, to care for or to make up ocular keratinous materials and, as such, the ocular keratinous material coating compositions of the present invention can be multipurpose.

[0123] According to preferred embodiments of the present invention, methods for applying artificial ocular keratinous materials, such as artificial eyelashes or eyebrows, to real ocular keratinous materials, such as eyelashes, eyebrows or skin associated with the eyes such as eyelids or brow ridges, comprising applying compositions of the present invention to natural ocular keratinous materials, applying artificial ocular keratinous materials to natural ocular keratinous materials to which the compositions of the present invention have been previously applied, and allowing the compositions of the present invention to dry so that the artificial ocular keratinous materials adhere to the natural ocular keratinous materials are proposed.

[0124] According to preferred embodiments of the present invention, methods for applying artificial ocular keratinous materials, such as artificial eyelashes or eyebrows, to real ocular keratinous materials, such as eyelashes, eyebrows or skin associated with the eyes like eyelids or brow ridges, comprising applying compositions of the present invention to artificial ocular keratinous materials, applying artificial ocular keratinous materials to natural ocular keratinous materials, and allowing the compositions of the present invention to dry so that the artificial ocular keratinous materials adhere to the natural ocular keratinous materials are proposed.

[0125] In accordance with previous preferred embodiments, the compositions of the present invention are applied topically to the desired area of ​​ocular keratin (real and / or artificial) in a sufficient quantity to fix artificial ocular keratin to the natural ocular keratin. The compositions can be applied to the desired area as needed, preferably once or twice before the artificial ocular keratin is fixed, and then allowed to dry after contact of the applied composition with the artificial ocular keratin for the purpose of fixing it to the ocular keratin.Preferably, artificial ocular keratinous materials are brought into contact with the applied composition less than 1 minute after the application of the composition to the natural and / or artificial ocular keratinous materials, more preferably less than 45 seconds after application.

[0126] Typically, artificial ocular keratinous materials attached to natural ocular keratinous materials do not require special removal techniques and can be removed by gently pulling them away from the ocular keratinous materials. However, typical removal methods and solutions can be used to remove the artificial ocular keratinous materials from the natural ocular keratinous materials, if desired.

[0127] Although the numerical ranges and parameters defining the general scope of the invention are approximations, the numerical values ​​given in the specific examples are reported as accurately as possible. However, every numerical value inherently contains certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the invention without limiting its scope. Percentages are given on a weight basis. EXAMPLES Example I - Sample Formulations

[0128] [Tables] Ingredient Preferred Range Specific Range Low Tg Film Forming Agent 25-60% 30-55% Secondary Alcohol Compound 0.5-8% 1-5% Water 10-75% 30-55% Non-ionic Amphiphilic Thickening Agent 0-15% 0.1-5% Water-Soluble Agent 0-20% 5-10% Other (preservative, coloring agent, etc.) 0-10% 0-2% Example II - Preparation of the composition

[0129] The compositions of the present invention can be prepared in the usual way for eyelash products. For example, the compositions of Example III (in bulk, 30 g) were prepared by rapid mixing at 2000 rpm for 1 minute using the Hauschild SpeedMixer DAC 400.1 FVZ. Example III - Essay A. Test Protocols

[0130] 1. Pegosity

[0131] Tackiness is an indicator of the initial adhesion properties of a composition. Tackiness was evaluated on a continuum from 1 to 5 by assessing the sample's ability to adhere upon contact with human skin. representative on the continuum being 1 = low tackiness (not sticky), 3 = some tackiness (some resistance when removing the finger from the surface of the film) and 5 = high tackiness (sticky, finger difficult to remove from the surface of the film).

[0132] To evaluate the tackiness, 1 g of product was weighed in a weighing pod and left to air dry overnight (24 hours) under ambient conditions or under a fume hood to prepare each film. After drying, a finger was pressed onto each film, then pulled upwards, and the force required to separate the finger from the film was measured on the continuum from 1 to 5 noted above.

[0133] 2. Adhesion

[0134] Adhesion is an indicator of the wear properties of a composition. Adhesion has been evaluated on a continuum from 1 to 5 by assessing the ability of the sample to be removed from a container, the representative points on the continuum being 1 = low adhesion (easy to remove), 3 = some adhesion (some resistance to removal) and 5 = high adhesion (difficult to remove).

[0135] To evaluate adhesion, approximately 1 g of each composition was poured into a polystyrene weighing pod and left to dry overnight under ambient conditions or under a fume hood. The adhesion of the dried composition to the weighing pod was determined by removing the film from the pod, measuring the force required to remove the film from the pod's surface.

[0136] 3. Cohesion

[0137] Cohesion is an indicator of the strength properties of a composition. Cohesion was assessed on a continuum of 1 to 5 by evaluating the ability of the sample to tear when stretched; representative points on the continuum were evaluated on a scale of 1 to 5, with 1 = low cohesion (film easily tears when stretched), 3 = some cohesion (partial tearing of the film when stretched) and 5 = high cohesion (no tearing of the film when stretched).

[0138] To assess cohesion, approximately 1 g of each composition was poured into a weighing pod and left to dry overnight under ambient conditions or under a fume hood. The cohesion of the dried composition was determined by removing a segment of film from the weighing pod and measuring the force required to create a break or tear in that segment. B. Experimental tests

[0139] The following simple formulations were prepared using a Hauschild SpeedMixer DAC 400.1 FVZ at 2000 rpm for 1 minute:

[0140] [Tables2] Test Example Specific Example 1 Amphiphile thickener + low Tg polymer VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (99.5%) White with a blue tint, opaque viscous liquid.5. Amphiphilic thickener + low-Tg polymer + aqueous organic solvent: VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + glycerin (5%). White with a blue tint, opaque viscous liquid (< #1). 6. Amphiphilic thickener + low-Tg polymer + aqueous organic solvent: VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (89.5%) + glycerin (10%). White with a blue tint, opaque viscous liquid (#1). 11. Low-Tg polymer: acrylates / ethylhexyl acrylate copolymer (100%). White with a blue tint, opaque viscous liquid (< #1). 22. Amphiphilic thickener + low-Tg polymer + aqueous organic solvent: VP / VA copolymer (0.5%) + Acrylates / ethylhexyl acrylate copolymer (79.5%) + glycerin (20%) White with a blue tint, opaque liquid.23 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + Acrylates / ethylhexyl acrylate copolymer (94.5%) + propylene glycol (5%) White with a blue tint, opaque viscous liquid 24 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + Acrylates / ethylhexyl acrylate copolymer (89.5%) + . Propylene glycol (10%) White with a blue tint, opaque liquid. 25 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (79.5%) + propylene glycol (20%) White with a slight blue tint, opaque liquid. Unstable. 26 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + hexylene glycol (5%) White with a blue tint, opaque viscous liquid 27 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (89.5%) + hexylene glycol (10%) White with a blue tint, opaque liquid. Separates into a film (clear liquid + white).28 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (79.5%) + hexylene glycol (20%) White with a slight blue tint, opaque liquid. Transparent gel bodies. Unstable. 29 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + sorbitol (5%) White with a blue tint, opaque viscous liquid. 30 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (89.5%) + sorbitol (10%) White with a blue tint, opaque liquid. 31 Amphiphilic thickener + low Tg polymer + aqueous organic solvent VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (79.5%) + sorbitol (20%) White with a slight blue tint, opaque liquid.

[0141] * acrylates / ethylhexyl acrylate copolymer is an active material at 55%; The VP / VA copolymer is a 50% active ingredient.

[0142] [Tables3] Test Example Specific Example 41 Amphiphilic thickener + low Tg polymer + aqueous organic solvent 1 (2.5%) + aqueous organic solvent 2 (2.5%) 5%, ratio 1:1 VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + glycerin (2.5%) + sorbitol (2.5%) White with a blue tint, opaque viscous liquid (slt. < #1). 42 Amphiphilic thickener + low Tg polymer + aqueous organic solvent 1 (2.5%) + aqueous organic solvent 2 (2.5%) 5%, ratio 1:1 VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + glycerin (2.5%) + propylene glycol (2.5%) White with a blue tint, opaque viscous liquid (slt. < #1).43 Amphiphilic thickener 1 + low Tg polymer + aqueous organic solvent 2 (2.5%) + aqueous organic solvent 7 (2.5%) 5%, ratio 1:1 VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + propylene glycol (2.5%) + sorbitol (2.5%) White with a blue tint, opaque viscous liquid (slt. < #1). 44 Amphiphilic thickener + low Tg polymer + aqueous organic solvent 1 (2.5%) + aqueous organic solvent 2 A (2.5%) 5%, ratio 1:1 VP / VA copolymer (0.5%) + acrylates / ethylhexyl acrylate copolymer (94.5%) + glycerin (2.5%) + denatured alcohol (2.5%) White with a blue tint, opaque viscous liquid (slt. < #1). .

[0143] * The acrylates / ethylhexyl acrylate copolymer is 55% active. Copolymer of VP / VA The VP / VA copolymer is 50% active.

[0144] These compositions were tested in triplicate for the tackiness, adhesion, and cohesion properties as described above. The results for each property for each composition for each test are presented below: Level of difficulty (films)

[0145] [Tables4] Trial N = 1 N = 2 N = 3 1 5 4 4 4.333 5 5 5 5 5 6 3 1 2 2 11 5 5 5 5 22 2 1 1 1.333 23 5 4 5 4.667 24 5 4 4 4.333 26 4 3 4 3.667 27 3 1 2 2 29 4 5 4 4.333 30 3 4 3 3.333 31 2 2 2 2 41 5 5 5 5 42 5 5 5 5 43 4 5 5 4.667 44 5 5 5 5 Adhesion level (films)

[0146] [Tables5] Trial N = 1 N = 2 N = 3 1 4 4 3 3.667 5 1 1 4 2 6 1 1 1 1 11 4 4 4 4 22 1 1 1 1 23 4 4 3 3.667 24 3 4 3 3.333 26 2 4 4 3.333 27 2 2 2 2 29 3 3 3 3 30 2 2 2 2 31 1 2 3 2 41 1 3 2 2 42 3 3 4 3.333 43 2 3 4 3 44 1 3 2 2 Level of cohesion (films)

[0147] [Tableauxô] Trial N = 1 N = 2 N = 3 1 4 2 3 3 5 5 4 4 4.333 6 5 1 3 3 11 4 1 3 2.667 22 1 1 1 1 23 2 2 3 2.333 24 1 3 3 2.333 26 2 3 3 2.667 27 1 1 2 1.333 29 4 3 4 3.667 30 4 4 3 3.667 31 2 2 2 2 41 4 4 4 4 42 2 2 3 2.333 43 3 3 4 3.333 44 4 3 3 3.333

[0148] Tests 29 and 43 showed superior tackiness, adhesion and cohesion properties, achieving 3 or more for all properties evaluated, demonstrating unexpected beneficial results associated with lower amounts of compounds containing secondary alcohol groups where the weighted average ratio of molecular weight / number of secondary alcohol groups for at least one secondary alcohol compound present in the composition was less than 69.

[0149] A summary of the tests carried out for various alcohols is presented below, including non-secondary alcohols, where ** indicates that the composition obtains 3 or more for all properties evaluated.

[0150] [Tables?] # Secondary alcohol groups PM PM / # Dry alcohol groups (weighted average for mixtures) Sorbitol** 4 182 45 Sorbitol + PG (1:1)** 4.1 (45 + 76) / 2 = 61 PG 1 76 76 Sorbitol + Glycerin (1:1) 4.1 (45 + 92) / 2 = 69 PG + Glycerin (1:1) 1.1 76, 92 (76 + 92) / 2 = 89 Glycerin 1 92 92 Hexylene glycol 0 118 ___ Phenoxyethanol 0 138 ___ Benzyl alcohol 0 108 ___ Menthol 1 157 157 Butylene glycol 1 90 90 Ethylhexyl glycerin 1 204 204

Claims

Demands

1. Ocular keratinous material coating composition comprising water, at least one low glass transition temperature (Tg) film-forming agent, and at least one secondary alcohol compound, wherein a weighted average molecular weight / number of secondary alcohol groups ratio for the at least one secondary alcohol compound present in the composition is less than 69.

2. Composition according to claim 1, further comprising at least one water-soluble agent selected from the group consisting of C1-C5 monoalcohols, aromatic acid salts, and mixtures thereof.

3. Composition according to any one of the preceding claims, wherein at least one salt of an aromatic acid is present in the composition and is selected from the group consisting of sodium benzoate, sodium salicylate and mixtures thereof.

4. Composition according to any one of the preceding claims, wherein at least one water-soluble agent selected from the group consisting of C1-C5 monoalcohols, aromatic acid salts, and mixtures thereof, is present in amounts less than or equal to 10% by weight relative to the weight of the total composition.

5. Composition according to any one of the preceding claims, further comprising at least one non-ionic amphiphilic thickening agent.

6. Composition according to any one of the preceding claims, wherein the composition is substantially free of coloring agent.

7. Composition according to any one of the preceding claims, wherein the composition is substantially free of hydrophilic thickening agent.

8. Composition according to any one of the preceding claims, wherein the composition is substantially free from one, several or all of an oil, a wax and a surfactant.

9. A method for applying an artificial ocular keratinous material to a natural ocular keratinous material comprising the application of a keratinous material coating composition

10. ocular comprising water, at least one film-forming agent with a low glass transition temperature (Tg), and at least one secondary alcohol compound, in which a weighted average ratio of molecular weight / number of secondary alcohol groups for the at least one secondary alcohol compound present in the composition is less than 69, on natural ocular keratin material, the application of an artificial ocular keratin material to the natural ocular keratin material to which the composition has been applied, and allowing the composition to dry so that the artificial ocular keratin material adheres to the natural ocular keratin material. A method according to claim 9, wherein the natural ocular keratinous material is an eyelid, an eyelash, or an eyebrow.