US20060115444A1 - Glossy liquid composition comprising a sequenced polymer - Google Patents

Glossy liquid composition comprising a sequenced polymer Download PDF

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Publication number
US20060115444A1
US20060115444A1 US10529218 US52921805A US2006115444A1 US 20060115444 A1 US20060115444 A1 US 20060115444A1 US 10529218 US10529218 US 10529218 US 52921805 A US52921805 A US 52921805A US 2006115444 A1 US2006115444 A1 US 2006115444A1
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block
equal
composition
polymer
according
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US10529218
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Xavier Blin
Veronique Ferrari
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L'Oreal SA
Fujifilm Corp
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L'Oreal SA
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/003Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/19Cosmetics or similar toilet preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8111Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions 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
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90Block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/927Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of insects, e.g. shellac
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q3/00Manicure or pedicure preparations
    • A61Q3/02Nail coatings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F291/00Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/594Mixtures of polymers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S514/00Drug, bio-affecting and body treating compositions
    • Y10S514/844Cosmetic, facial
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S514/00Drug, bio-affecting and body treating compositions
    • Y10S514/844Cosmetic, facial
    • Y10S514/845Liquid make-up
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S514/00Drug, bio-affecting and body treating compositions
    • Y10S514/937Dispersion or emulsion

Abstract

The present invention relates to a liquid cosmetic composition containing a cosmetically acceptable organic liquid medium and a non-elastomeric film-forming linear ethylenic block polymer in a sufficient amount such that the mean gloss of a deposit of the composition, once spread onto a support, is greater than or equal to 30 out of 100.

Description

  • [0001]
    The present invention relates to a liquid cosmetic composition for making up or caring for the skin, including the scalp, of both the human face and body, and human lips or integuments, for instance the hair, the eyelashes, the eyebrows or the nails, comprising a cosmetically acceptable medium containing a particular block polymer.
  • [0002]
    There are many cosmetic compositions for which the gloss properties of the deposited film, after application to keratin materials (skin, lips or integuments) are very substantial. Examples that may be mentioned include lipsticks, nail varnishes or certain hair products and certain mascaras.
  • [0003]
    It is known to cosmetic product formulators that this gloss property is promoted when used is made of oils characterized by a high viscosity and a high refractive index and which also have good pigment or filler dispersing properties when the latter are present in the composition.
  • [0004]
    In this perspective, the formulator has available several types of raw material, for instance oily polymers such as polybutenes, sold especially under the reference Indopol H100, H300 and H1500 by the company Amoco, which have a very high viscosity but, however, have the drawback of being both very tacky and of having relatively poor pigment dispersing properties, which limits their use.
  • [0005]
    The aim of the present invention is to propose a novel route for formulating a cosmetic product, in particular a makeup product, which has good gloss properties.
  • [0006]
    In particular, the product of the invention makes it possible to obtain continuous deposits on the skin or the lips, which shows good coverage, having a very glossy appearance that meets the desires of consumers, which does not migrate, does not transfer, has good staying power, is not oily, and does not dry out the skin, the hair or the lips to which it is applied, either during the application or over time. It also has good stability properties and thus allows a homogeneous and aesthetic application.
  • [0007]
    One subject of the invention is a glossy liquid composition for caring for or making up the skin and/or the lips and/or integuments, containing a block polymer, which makes it possible to overcome the drawbacks of the known glossy compositions. The inventors have found, surprisingly, that the use of a sufficient amount of a particular block polymer makes it possible to obtain a glossy composition that also has good staying power.
  • [0008]
    The composition of the invention may in particular constitute a haircare product or a makeup product for the human body, lips or integuments that has care and/or treating properties. It especially constitutes a lipstick or a lip gloss, an eyeshadow, a tattoo product, a mascara, an eyeliner, a nail varnish, a product for artificially tanning the skin, an optionally tinted care or protecting cream, or a hair-colouring or haircare product.
  • [0009]
    More specifically, the invention relates to a liquid cosmetic composition containing a cosmetically acceptable organic liquid medium, and a non-elastomeric film-forming linear ethylenic block polymer, the said polymer being such that, when it is in sufficient amount in the composition, the mean gloss measured at 20° of a deposit of the said composition, once spread onto a support, is preferably greater than or equal to 30 out of 100.
  • [0010]
    A subject of the invention is also a liquid cosmetic composition containing a cosmetically acceptable organic liquid medium, and a film-forming linear ethylenic block polymer free of styrene units, the said polymer being such that, when it is in sufficient amount in the composition, the mean gloss measured at 20° of a deposit of the said composition, once spread onto a support, is preferably greater than or equal to 30 out of 100.
  • [0011]
    The term “liquid composition” means a composition which, at 25° C. and atmospheric pressure, takes the shape of the container into which it is poured.
  • [0012]
    Preferably, the composition according to the invention is a leave-in composition.
  • [0000]
    Mean Gloss of the Composition
  • [0013]
    The term “mean gloss” means the gloss as may be conventionally measured using a glossmeter by the following method.
  • [0014]
    A coat of between 50 μm and 150 μm in thickness of the composition is spread using an automatic spreader onto a Leneta brand contrast card of reference Form 1A Penopac. The coat covers at least the white background of the card. The deposit is left to dry for 24 hours at a temperature of 30° C., and the gloss at 20° is then measured on the white background using a Byk Gardner brand glossmeter of reference microTri-Gloss.
  • [0015]
    This measurement (between 0 and 100) is repeated at least three times, and the mean gloss is the mean of the at least three measurements taken.
  • [0016]
    The mean gloss of the composition measured at 20° is advantageously greater than or equal to 30, better still greater than or equal to 35, even better still greater than or equal to 40, even better still greater than or equal to 45, even better still greater than or equal to 50 out of 100, even better still greater than or equal to 55, even better still greater than or equal to 60, even better still greater than or equal to 65, even better still greater than or equal to 70 or, even better still, greater than or equal to 75 out of 100. For certain compositions according to the invention, such as nail varnishes, the gloss measured at 20° may be greater than or equal to 70, or even 80 out of 100.
  • [0017]
    Preferably, the mean gloss of the composition, once spread onto a support, measured at 60° is greater than or equal to 50, better still greater than or equal to 60, better still greater than or equal to 65, better still greater than or equal to 70, better still greater than or equal to 75, better still greater than or equal to 80, better still greater than or equal to 85 or, even better still, greater than or equal to 90 out of 100.
  • [0018]
    The mean gloss at 60° is measured as follows. The gloss may be measured using a glossmeter, in a conventional manner, by the following method.
  • [0019]
    A coat of between 50 μm and 150 μm in thickness of the composition is spread using an automatic spreader onto a Leneta brand contrast card of reference Form 1A Penopac. The coat covers at least the white background of the card. The deposit is left to dry for 24 hours at a temperature of 30° C., and the gloss at 60° is then measured on the white background using a Byk Gardner brand glossmeter of reference microTri-Gloss.
  • [0020]
    This measurement (between 0 and 100) is repeated at least three times, and the mean gloss is the mean of the at least three measurements taken.
  • [0021]
    According to one embodiment, the mean gloss of the composition measured at 20° is preferably greater than or equal to 35, preferably 40, 45 or 50 out of 100, and/or the mean gloss of the composition measured at 60° is preferably greater than or equal to 65, 70 or 75 out of 100. In this embodiment, the composition advantageously constitutes a liquid lipstick.
  • [0022]
    According to one embodiment, the mean gloss of the composition measured at 20° is preferably greater than or equal to 60, preferably 65, 70 or 75 out of 100, and/or the mean gloss of the composition measured at 60° is preferably greater than or equal to 80, 85 or 90 out of 100. In this embodiment, the composition advantageously constitutes a nail varnish.
  • [0023]
    The invention also relates to a cosmetic composition comprising an organic liquid medium and at least one block polymer as described below.
  • [0024]
    The invention also relates to a process for making up the skin and/or the lips and/or the integuments, which consists in applying the composition as defined above to the skin and/or the lips and/or the integuments.
  • [0025]
    The composition according to the invention may be applied to the skin of both the face and the scalp, and of the body, mucous membranes, for instance the lips, the inside of the lower eyelids, and integuments, for instance the nails, the eyelashes, the hair, the eyebrows, or even body hairs.
  • [0026]
    The invention also relates to the use of a block polymer in a sufficient amount in a cosmetic composition to give gloss and/or staying power to a deposit of the said composition.
  • [0027]
    The invention also relates to the cosmetic use of the composition defined above to improve the gloss of the makeup on the skin and/or the lips and/or integuments.
  • [0028]
    The composition advantageously contains a small proportion of oils conventionally used to impart gloss, these oils generally being tacky.
  • [0029]
    The composition according to the invention advantageously contains less than 30%, preferably less than 25%, less than 20% and better still less than 15% of at least one glossy oil.
  • [0030]
    The term “oil” means a compound that is immiscible with water in all proportions, and which is liquid at room temperature (25° C.) and atmospheric pressure (760 mmHg).
  • [0031]
    The term “glossy oil” means an oil whose molar mass preferably ranges from 650 to 10 000 g/mol and preferably from 750 to 7500 g/mol.
  • [0032]
    The oil with a molar mass ranging from 650 to 10 000 g/mol may be chosen from:
      • lipophilic polymers such as:
        • polybutylenes such as Indopol H-100 (molar mass or MM=965 g/mol), Indopol H-300 (MM=1340 g/mol) and Indopol H-1500 (MM=2160 g/mol) sold or manufactured by the company Amoco,
        • hydrogenated polyisobutylenes such as Panalane H-300 E sold or manufactured by the company Amoco (M=1340 g/mol), Viseal 20000 sold or manufactured by the company Synteal (MM=6000 g/mol) and Rewopal PIB 1000 sold or manufactured by the company Witco (MM=1000 g/mol),
        • polydecenes and hydrogenated polydecenes such as: Puresyn 10 (MM=723 g/mol) and Puresyn 150 (MM=9200 g/mol) sold or manufactured by the company Mobil Chemicals,
        • vinylpyrrolidone copolymers such as: vinylpyrrolidone/1-hexadecene copolymer, Antaron V-216 sold or manufactured by the company ISP (MM=7300 g/mol),
      • esters such as:
        • linear fatty acid esters with a total carbon number ranging from 35 to 70, for instance pentaerythrityl tetrapelargonate (MM=697.05 g/mol),
        • hydroxylated esters such as polyglyceryl-2 triisostearate (MM=965.58 g/mol),
        • aromatic esters such as tridecyl trimellitate (MM=757.19 g/mol),
        • esters of branched C24-C28 fatty alcohols or fatty acids such as those described in patent application EP-A-0 955 039, and especially triisoarachidyl citrate (MM=1033.76 g/mol), pentaerythrityl tetraisononanoate (MM=697.05 g/mol), glyceryl triisostearate (MM=891.51 g/mol), glyceryl tris(2-decyl)tetradecanoate (MM=1143.98 g/mol), pentaerythrityl tetraisostearate (MM=1202.02 g/mol), polyglyceryl-2 tetraisostearate (MM=1232.04 g/mol) or pentaerythrityl tetrakis(2-decyl)tetradecanoate (MM=1538.66 g/mol),
      • silicone oils such as phenylsilicones, for instance Belsil PDM 1000 from the company Wacker (MM=9000 g/mol),
      • oils of plant origin, such as sesame oil (820.6 g/mol),
      • and mixtures thereof.
        Block Polymer:
  • [0046]
    The composition according to the present invention contains at least one block polymer. The term “block polymer” means a polymer comprising at least two different blocks and preferably at least three different blocks.
  • [0047]
    According to one embodiment, the block polymer of the composition according to the present invention is an ethylenic polymer. The term “ethylenic polymer” means a polymer obtained by polymerizing monomers comprising an ethylenic unsaturation.
  • [0048]
    According to one embodiment, the block polymer of the composition according to the present invention is a linear polymer. In contrast, a polymer of non-linear structure is, for example, a polymer of branched, starburst or grafted structure, or the like.
  • [0049]
    According to one embodiment, the block polymer of the composition according to the present invention is a film-forming polymer. The term “film-forming polymer” means a polymer capable of forming, by itself or in the presence of an auxiliary film-forming agent, a continuous film that adheres to a support and especially to keratin materials.
  • [0050]
    According to one embodiment, the block polymer of the composition according to the invention is a non-elastomeric polymer.
  • [0051]
    The term “non-elastomeric polymer” means a polymer which, when it is subjected to a constraint intended to stretch it (for example by 30% relative to its initial length), does not return to a length substantially identical to its initial length when the constraint ceases.
  • [0052]
    More specifically, the term “non-elastomeric polymer” denotes a polymer with an instantaneous recovery Ri<50% and a delayed recovery R2h<70% after having been subjected to a 30% elongation. Preferably, Ri is <30% and R2h<50%.
  • [0053]
    More specifically, the non-elastomeric nature of the polymer is determined according to the following protocol:
  • [0054]
    A polymer film is prepared by pouring a solution of the polymer in a Teflon-coated mould, followed by drying for 7 days in an environment conditioned at 23±5° C. and 50±10% relative humidity.
  • [0055]
    A film about 100 μm thick is thus obtained, from which are cut rectangular specimens (for example using a punch) 15 mm wide and 80 mm long.
  • [0056]
    This sample is subjected to a tensile stress using a machine sold under the reference Zwick, under the same temperature and humidity conditions as for the drying.
  • [0057]
    The specimens are pulled at a speed of 50 mm/min and the distance between the jaws is 50 mm, which corresponds to the initial length (l0) of the specimen.
  • [0058]
    The instantaneous recovery Ri is determined in the following manner:
      • the specimen is pulled by 30% (max), i.e. about 0.3 times its initial length (l0)
      • the constraint is released by applying a return speed equal to the tensile speed, i.e. 50 mm/min, and the residual elongation of the specimen is measured as a percentage, after returning to zero constraint (εi).
  • [0061]
    The percentage instantaneous recovery (Ri) is given by the following formula:
    R i=((εmax−εi)/εmax)×100
  • [0062]
    To determine the delayed recovery, the percentage residual elongation of the specimen (ε2h) is measured, 2 hours after returning to zero constraint.
  • [0063]
    The percentage delayed recovery (R2h) is given by the following formula:
    R 2h=((εmax−ε2h)/εmax)×100
  • [0064]
    Purely as a guide, a polymer according to one embodiment of the invention has an instantaneous recovery Ri of 10% and a delayed recovery R2h of 30%.
  • [0065]
    According to another embodiment, the block polymer of the composition according to the invention does not comprise any styrene units. The expression “polymer free of styrene units” means a polymer comprising less than 10%, preferably less than 5%, preferentially less than 2% and more preferentially less than 1% by weight i) of styrene units of formula —CH(C6H5)—CH2— or ii) of substituted styrene units, for instance methylstyrene, chlorostyrene or chloromethylstyrene.
  • [0066]
    According to one embodiment, the block polymer of the composition according to the invention is derived from aliphatic ethylenic monomers. The term “aliphatic monomer” means a monomer comprising no aromatic groups.
  • [0067]
    According to one embodiment, the block polymer is an ethylenic polymer derived from aliphatic ethylenic monomers comprising a carbon-carbon double bond and at least one ester group —COO— or amide group —CON—. The ester group may be linked to one of the two unsaturated carbons via the carbon atom or the oxygen atom. The amide group may be linked to one of the two unsaturated carbons via the carbon atom or the nitrogen atom.
  • [0068]
    According to one embodiment, the block polymer comprises at least one first block and at least one second block.
  • [0069]
    The term “at least one block” means one or more blocks.
  • [0070]
    It is pointed out that, in the text herein-above and hereinbelow, the terms “first” and “second” blocks do not in any way condition the order of the said blocks in the polymer structure.
  • [0071]
    According to one embodiment, the block polymer comprises at least one first block and at least one second block that have different glass transition temperatures (Tg).
  • [0072]
    In this embodiment, the first and second blocks may be linked together via an intermediate segment with a glass transition temperature between the glass transition temperatures of the first and second blocks.
  • [0073]
    According to one embodiment, the block polymer comprises at least one first block and at least one second block linked together via an intermediate segment comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
  • [0074]
    Preferably, the intermediate block is derived essentially from constituent monomers of the first block and of the second block.
  • [0075]
    The term “essentially” means at least 85%, preferably at least 90%, better still 95% and even better still 100%.
  • [0076]
    Advantageously, the intermediate segment comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block of the polymer is a random polymer.
  • [0077]
    According to one embodiment, the block polymer comprises at least one first block and at least one second block that are incompatible in the organic liquid medium of the composition of the invention.
  • [0078]
    The term “mutually incompatible blocks” means that the mixture formed from the polymer corresponding to the first block and from the polymer corresponding to the second block is not miscible in the liquid that is in major amount by weight contained in the organic liquid medium of the composition, at room temperature (25° C.) and atmospheric pressure (105 Pa), for a content of the polymer mixture of greater than or equal to 5% by weight, relative to the total weight of the mixture (polymers and major organic liquid), it being understood that:
    • i) the said polymers are present in the mixture in a content such that the respective weight ratio ranges from 10/90 to 90/10, and
    • ii) each of the polymers corresponding to the first and second blocks has an average (weight-average or number-average) molecular mass equal to that of the block polymer±15%.
  • [0081]
    When the organic liquid medium comprises a mixture of organic liquids, in the case of two or more liquids present in identical mass proportions, the said polymer mixture is immiscible in at least one of them.
  • [0082]
    When the organic liquid medium comprises only one organic liquid, this liquid obviously constitutes the liquid that is in major amount by weight.
  • [0083]
    The term “organic liquid medium” means a medium containing at least one organic liquid, i.e. at least one organic compound that is liquid at room temperature (25° C.) and atmospheric pressure (105 Pa). According to one embodiment, the major liquid of the organic liquid medium is a volatile or non-volatile oil (fatty substance). Preferably, the organic liquid is cosmetically acceptable (acceptable tolerance, toxicology and feel). The organic liquid medium is cosmetically acceptable, in the sense that it is compatible with keratin materials, for instance the oils or organic solvents commonly used in cosmetic compositions.
  • [0084]
    According to one embodiment, the major liquid of the organic liquid medium is the polymerization solvent or one of the polymerization solvents of the block polymer, as are described below.
  • [0085]
    The term “polymerization solvent” means a solvent or a mixture of solvents. The polymerization solvent may be chosen especially from ethyl acetate, butyl acetate, alcohols such as isopropanol and ethanol, aliphatic alkanes such as isododecane, and mixtures thereof. Preferably, the polymerization solvent is a mixture of butyl acetate and isopropanol, or isododecane.
  • [0086]
    In general, the block polymer may be incorporated into the composition to a high solids content, typically greater than 10%, greater than 20%, more preferably greater than 30% and more preferentially greater than 45% by weight relative to the total weight of the composition, while at the same time being easy to formulate.
  • [0087]
    Preferably, the block polymer comprises no silicon atoms in its skeleton. The term “skeleton” means the main chain of the polymer, as opposed to the pendent side chains.
  • [0088]
    Preferably, the polymer according to the invention is not water-soluble, i.e. the polymer is not soluble in water or in a mixture of water and linear or branched lower monoalcohols containing from 2 to 5 carbon atoms, for instance ethanol, isopropanol or n-propanol, without pH modification, at an active material content of at least 1% by weight, at room temperature (25° C.).
  • [0089]
    According to one embodiment, the block polymer has a polydispersity index I of greater than 2.
  • [0090]
    Advantageously, the block polymer used in the compositions according to the invention has a polydispersity index I of greater than 2, for example ranging from 2 to 9, preferably greater than or equal to 2.5, for example ranging from 2.5 to 8 and better still greater than or equal to 2.8, and especially ranging from 2.8 to 6.
  • [0091]
    The polydispersity index I of the polymer is equal to the ratio of the weight-average mass Mw to the number-average mass Mn.
  • [0092]
    The weight-average molar mass (Mw) and number-average molar mass (Mn) are determined by gel permeation liquid chromatography (THF solvent, calibration curve established with linear polystyrene standards, refractometric detector).
  • [0093]
    The weight-average mass (Mw) of the block polymer is preferably less than or equal to 300 000; it ranges, for example, from 35 000 to 200 000 and better still from 45 000 to 150 000.
  • [0094]
    The number-average mass (Mn) of the block polymer is preferably less than or equal to 70 000; it ranges, for example, from 10 000 to 60 000 and better still from 12 000 to 50 000.
  • [0095]
    Each block of the block polymer is derived from one type of monomer or from several different types of monomer.
  • [0096]
    This means that each block may consist of a homopolymer or a copolymer; this copolymer constituting the block may in turn be random or alternating.
  • [0097]
    The glass transition temperatures indicated for the first and second blocks may be theoretical Tg values determined from the theoretical Tg values of the constituent monomers of each of the blocks, which may be found in a reference manual such as the Polymer Handbook, 3rd Edition, 1989, John Wiley, according to the following relationship, known as Fox's law: 1 / Tg = i ( ϖ i / Tg i ) ,
    {overscore (ω)} i being the mass fraction of the monomer i in the block under consideration and Tgi being the glass transition temperature of the homopolymer of the monomer i.
  • [0098]
    Unless otherwise indicated, the Tg values indicated for the first and second blocks in the present patent application are theoretical Tg values.
  • [0099]
    The difference between the glass-transition temperatures of the first and second blocks is generally greater than 10° C., preferably greater than 20° C. and better still greater than 30° C.
  • [0100]
    In particular, the block polymer comprises at least one first block and at least one second block such that the first block may be chosen from:
      • a) a block with a Tg of greater than or equal to 40° C.,
      • b) a block with a Tg of less than or equal to 20° C.,
      • c) a block with a Tg of between 20 and 40° C., and the second block can be chosen from a category a), b) or c) different from the first block.
  • [0104]
    In the present invention, the expression: “between . . . and . . . ” is intended to denote a range of values for which the limits mentioned are excluded, and “from . . . to . . . ” and “ranging from . . . to . . . ” are intended to denote a range of values for which the limits are included.
  • [0000]
    a) Block with a Tg of Greater Than or Equal to 40° C.
  • [0105]
    The block with a Tg of greater than or equal to 40° C. has, for example, a Tg ranging from 40 to 150° C., preferably greater than or equal to 50° C., for example ranging from 50° C. to 120° C. and better still greater than or equal to 60° C., for example ranging from 60° C. to 120° C.
  • [0106]
    The block with a Tg of greater than or equal to 40° C. may be a homopolymer or a copolymer.
  • [0107]
    The block with a Tg of greater than or equal to 40° C. may be totally or partially derived from one or more monomers, which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C.
  • [0108]
    In the case where this block is a homopolymer, it is derived from monomers which are such that the homopolymers prepared from these monomers have glass transition temperatures of greater than or equal to 40° C. This first block may be a homopolymer consisting of only one type of monomer (for which the Tg of the corresponding homopolymer is greater than or equal to 40° C.).
  • [0109]
    In the case where the first block is a copolymer, it may be totally or partially derived from one or more monomers, the nature and concentration of which are chosen such that the Tg of the resulting copolymer is greater than or equal to 40° C. The copolymer may comprise, for example:
      • monomers which are such that the homopolymers prepared from these monomers have Tg values of greater than or equal to 40° C., for example a Tg ranging from 40 to 150° C., preferably greater than or equal to 50° C., for example ranging from 50° C. to 120° C. and better still greater than or equal to 60° C., for example ranging from 60° C. to 120° C., and
      • monomers which are such that the homopolymers prepared from these monomers have Tg values of less than 40° C., chosen from monomers with a Tg of between 20 and 40° C. and/or monomers with a Tg of less than or equal to 20° C., for example a Tg ranging from −100 to 20° C., preferably less than 15° C., especially ranging from −80° C. to 15° C. and better still less than 10° C., for example ranging from −50° C. to 0° C., as described later.
  • [0112]
    The monomers whose homopolymers have a glass transition temperature of greater than or equal to 40° C. are chosen, preferably, from the following monomers, also known as the main monomers:
      • methacrylates of formula CH2═C(CH3)—COOR1 in which R1 represents a linear or branched unsubstituted alkyl group containing from 1 to 4 carbon atoms, such as a methyl, ethyl, propyl or isobutyl group or R1 represents a C4 to C12 cycloalkyl group,
      • acrylates of formula CH2═CH—COOR2 in which R2 represents a C4 to C12 cycloalkyl group such as isobornyl acrylate or a tert-butyl group,
      • (meth)acrylamides of formula:
        Figure US20060115444A1-20060601-C00001
      •  in which R7 and R8, which may be identical or different, each represent a hydrogen atom or a linear or branched C1 to C12 alkyl group such as an n-butyl, t-butyl, isopropyl, isohexyl, isooctyl or isononyl group; or R7 represents H and R8 represents a 1,1-dimethyl-3-oxobutyl group, and R′ denotes H or methyl. Examples of monomers that may be mentioned include N-butylacrylamide, N-t-butylacrylamide, N-isopropylacrylamide, N,N-dimethylacrylamide and N,N-dibutylacrylamide,
      • and mixtures thereof.
  • [0118]
    Main monomers that are particularly preferred are methyl methacrylate, isobutyl (meth)acrylate and isobornyl (meth)acrylate, and mixtures thereof.
  • [0000]
    b) Block with a Tg of Less Than or Equal to 20° C.
  • [0119]
    The block with a Tg of less than or equal to 20° C. has, for example, a Tg ranging from −100 to 20° C., preferably less than or equal to 15° C., especially ranging from −80° C. to 15° C. and better still less than or equal to 10° C., for example ranging from −50° C. to 0° C.
  • [0120]
    The block with a Tg of less than or equal to 20° C. may be a homopolymer or a copolymer.
  • [0121]
    The block with a Tg of less than or equal to 20° C. may be totally or partially derived from one or more monomers, which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C.
  • [0122]
    In the case where this block is a homopolymer, it is derived from monomers which are such that the homopolymers prepared from these monomers have glass transition temperatures of less than or equal to 20° C. This second block may be a homopolymer consisting of only one type of monomer (for which the Tg of the corresponding homopolymer is less than or equal to 20° C.).
  • [0123]
    In the case where the block with a Tg of less than or equal to 20° C. is a copolymer, it may be totally or partially derived from one or more monomers, the nature and concentration of which are chosen such that the Tg of the resulting copolymer is less than or equal to 20° C.
  • [0124]
    It may comprise, for example
      • one or more monomers whose corresponding homopolymer has a Tg of less than or equal to 20° C., for example a Tg ranging from −100° C. to 20° C., preferably less than 15° C., especially ranging from −80° C. to 15° C. and better still less than 10° C., for example ranging from −50° C. to 0° C., and
      • one or more monomers whose corresponding homopolymer has a Tg of greater than 20° C., such as monomers with a Tg of greater than or equal to 40° C., for example a Tg ranging from 40 to 150° C., preferably greater than or equal to 50° C., for example ranging from 50° C. to 120° C. and better still greater than or equal to 60° C., for example ranging from 60° C. to 120° C. and/or monomers with a Tg of between 20 and 40° C., as described above.
  • [0127]
    Preferably, the block with a Tg of less than or equal to 20° C. is a homopolymer.
  • [0128]
    The monomers whose homopolymer has a Tg of less than or equal to 20° C. are preferably chosen from the following monomers, or main monomer:
      • acrylates of formula CH2═CHCOOR3, R3 representing a linear or branched C1 to C12 unsubstituted alkyl group, with the exception of the tert-butyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated,
      • methacrylates of formula CH2═C(CH3)—COOR4, R4 representing a linear or branched C6 to C12 unsubstituted alkyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
      • vinyl esters of formula R5—CO—O—CH═CH2 in which R5 represents a linear or branched C4 to C12 alkyl group;
      • C4 to C12 alkyl vinyl ethers,
      • N—(C4 to C12)alkyl acrylamides, such as N-octylacrylamide,
      • and mixtures thereof.
  • [0135]
    The main monomers that are particularly preferred for the block with a Tg of less than or equal to 20° C. are alkyl acrylates whose alkyl chain contains from 1 to 10 carbon atoms, with the exception of the tert-butyl group, such as methyl acrylate, isobutyl acrylate and 2-ethylhexyl acrylate, and mixtures thereof.
  • [0000]
    c) Block with a Tg of Between 20 and 40° C.
  • [0136]
    The block with a Tg of between 20 and 40° C. may be a homopolymer or a copolymer.
  • [0137]
    The block with a Tg of between 20 and 40° C. may be totally or partially derived from one or more monomers, which are such that the homopolymer prepared from these monomers has a glass transition temperature of between 20 and 40° C.
  • [0138]
    The block with a Tg of between 20 and 40° C. may be totally or partially derived from monomers, which are such that the corresponding homopolymer has a Tg of greater than or equal to 40° C. and from monomers which are such that the corresponding homopolymer has a Tg of less than or equal to 20° C.
  • [0139]
    In the case where this block is a homopolymer, it is derived from monomers (or main monomer) which are such that the homopolymers prepared from these monomers have glass transition temperatures of between 20 and 40° C. This first block may be a homopolymer, consisting of only one type of monomer (for which the Tg of the corresponding homopolymer ranges from 20° C. to 40° C.).
  • [0140]
    The monomers whose homopolymer has a glass transition temperature of between 20 and 40° C. are preferably chosen from n-butyl methacrylate, cyclodecyl acrylate, neopentyl acrylate and isodecylacrylamide, and mixtures thereof.
  • [0141]
    In the case where the block with a Tg of between 20 and 40° C. is a copolymer, it is totally or partially derived from one or more monomers (or main monomer) whose nature and concentration are chosen such that the Tg of the resulting copolymer is between 20 and 40° C.
  • [0142]
    Advantageously, the block with a Tg of between 20 and 40° C. is a copolymer totally or partially derived from:
      • main monomers whose corresponding homopolymer has a Tg of greater than or equal to 40° C., for example a Tg ranging from 40° C. to 150° C., preferably greater than or equal to 50° C., for example ranging from 50 to 120° C. and better still greater than or equal to 60° C., for example ranging from 60° C. to 120° C., as described above, and/or
      • main monomers whose corresponding homopolymer has a Tg of less than or equal to 20° C., for example a Tg ranging from −100 to 20° C., preferably less than or equal to 15° C., especially ranging from −80° C. to 15° C. and better still less than or equal to 10° C., for example ranging from −50° C. to 0° C., as described above, the said monomers being chosen such that the Tg of the copolymer forming the first block is between 20 and 40° C.
  • [0145]
    Such main monomers are chosen, for example, from methyl methacrylate, isobornyl acrylate and methacrylate, butyl acrylate and 2-ethylhexyl acrylate, and mixtures thereof.
  • [0146]
    Preferably, the proportion of the second block with a Tg of less than or equal to 20° C. ranges from 10% to 85%, better still from 20% to 70% and even better still from 20% to 50% by weight of the polymer.
  • [0147]
    Preferably, each of the first and second blocks comprises at least one monomer chosen from acrylic acid, acrylic acid esters, methacrylic acid and methacrylic acid esters, and mixtures thereof.
  • [0148]
    Advantageously, each of the first and second blocks is totally derived from at least one monomer chosen from acrylic acid, acrylic acid esters, methacrylic acid and methacrylic acid esters, and mixtures thereof.
  • [0149]
    However, each of the blocks may contain in small proportion at least one constituent monomer of the other block.
  • [0150]
    Thus, the first block may contain at least one constituent monomer of the second block, and vice versa.
  • [0151]
    Each of the first and/or second blocks may comprise, in addition to the monomers indicated above, one or more other monomers known as additional monomers, which are different from the main monomers mentioned above.
  • [0152]
    The nature and amount of this or these additional monomer(s) are chosen such that the block in which they are present has the desired glass transition temperature.
  • [0153]
    This additional monomer is chosen, for example, from:
      • a) hydrophilic monomers such as:
        • ethylenically unsaturated monomers comprising at least one carboxylic or sulfonic acid function, for instance:
      • acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamidopropanesulfonic acid, vinylbenzoic acid, vinylphosphoric acid, and salts thereof,
        • ethylenically unsaturated monomers comprising at least one tertiary amine function, for instance 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate and dimethylaminopropylmethacrylamide, and salts thereof,
        • methacrylates of formula CH2═C(CH3)—COOR6
      • in which R6 represents a linear or branched alkyl group containing from 1 to 4 carbon atoms, such as a methyl, ethyl, propyl or isobutyl group, the said alkyl group being substituted with one or more substituents chosen from hydroxyl groups (for instance 2-hydroxypropyl methacrylate and 2-hydroxyethyl methacrylate) and halogen atoms (Cl, Br, I or F), such as trifluoroethyl methacrylate,
        • methacrylates of formula CH2═C(CH3)—COOR9,
      • R9 representing a linear or branched C6 to C12 alkyl group in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated, the said alkyl group being substituted with one or more substituents chosen from hydroxyl groups and halogen atoms (Cl, Br, I or F);
        • acrylates of formula CH2═CHCOOR10,
      • R10 representing a linear or branched C1 to C12 alkyl group substituted with one or more substituents chosen from hydroxyl groups and halogen atoms (Cl, Br, I or F), such as 2-hydroxypropyl acrylate and 2-hydroxyethyl acrylate, or R10 represents a C1 to C12 alkyl-O-POE (polyoxyethylene) with repetition of the oxyethylene unit 5 to 30 times, for example methoxy-POE, or
      • R10 represents a polyoxyethylenated group comprising from 5 to 30 ethylene oxide units
      • b) ethylenically unsaturated monomers comprising one or more silicon atoms, such as methacryloxypropyltrimethoxysilane and methacryloxypropyl-tris(trimethylsiloxy)silane,
        • and mixtures thereof.
  • [0167]
    Additional monomers that are particularly preferred are acrylic acid, methacrylic acid and trifluoroethyl methacrylate, and mixtures thereof.
  • [0168]
    According to one embodiment, each of the first and second blocks of the block polymer comprises at least one monomer chosen from (meth)acrylic acid esters and optionally at least one additional monomer such as (meth)acrylic acid, and mixtures thereof.
  • [0169]
    According to another embodiment, each of the first and second blocks of the block polymer is totally derived from at least one monomer chosen from (meth)acrylic acid esters and optionally at least one additional monomer such as (meth)acrylic acid, and mixtures thereof.
  • [0170]
    According to one preferred embodiment, the block polymer is a non-silicone polymer, i.e. a polymer free of silicon atoms.
  • [0171]
    This or these additional monomer(s) generally represent(s) an amount of less than or equal to 30% by weight, for example from 1% to 30% by weight, preferably from 5% to 20% by weight and more preferably from 7% to 15% by weight, relative to the total weight of the first and/or second blocks.
  • [0172]
    The block polymer may be obtained by free-radical solution polymerization according to the following preparation process:
      • a portion of the polymerization solvent is introduced into a suitable reactor and heated until the adequate temperature for the polymerization is reached (typically between 60 and 120° C.),
      • once this temperature is reached, the constituent monomers of the first block are introduced in the presence of some of the polymerization initiator,
      • after a time T corresponding to a maximum degree of conversion of 90%, the constituent monomers of the second block and the rest of the initiator are introduced,
      • the mixture is left to react for a time T′ (ranging from 3 to 6 hours), after which the mixture is cooled to room temperature,
      • the polymer dissolved in the polymerization solvent is obtained.
    FIRST EMBODIMENT
  • [0178]
    According to a first embodiment, the block polymer comprises a first block with a Tg of greater than or equal to 40° C., as described above in a) and a second block with a Tg of less than or equal to 20° C., as described above in b).
  • [0179]
    Preferably, the first block with a Tg of greater than or equal to 40° C. is a copolymer derived from monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C., such as the monomers described above.
  • [0180]
    Advantageously, the second block with a Tg of less than or equal to 20° C. is a homopolymer derived from monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C., such as the monomers described above.
  • [0181]
    Preferably, the proportion of the block with a Tg of greater than or equal to 40° C. ranges from 20% to 90%, better still from 30% to 80% and even better still from 50% to 70% by weight of the polymer. Preferably, the proportion of the block with a Tg of less than or equal to 20° C. ranges from 5% to 75%, preferably from 15% to 50% and better still from 25% to 45% by weight of the polymer.
  • [0182]
    Thus, according to a first variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example having a Tg ranging from 70 to 110° C., which is a methyl methacrylate/acrylic acid copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from 0 to 20° C., which is a methyl acrylate homopolymer, and
      • an intermediate block which is a methyl methacrylate/acrylic acid/methyl acrylate copolymer.
  • [0186]
    According to a second variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 70 to 100° C., which is a methyl methacrylate/acrylic acid/trifluoroethyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from 0 to 20° C., which is a methyl acrylate homopolymer, and
      • an intermediate block which is a methyl methacrylate/acrylic acid/methyl acrylate/trifluoroethyl methacrylate random copolymer.
  • [0190]
    According to a third variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 85 to 115° C., which is an isobornyl acrylate/isobutyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −85 to −55° C., which is a 2-ethylhexyl acrylate homopolymer, and
      • an intermediate block, which is an isobornyl acrylate/isobutyl methacrylate/2-ethylhexyl acrylate random copolymer.
  • [0194]
    According to a fourth variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 85 to 115° C., which is an isobornyl acrylate/methyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −85 to −55° C., which is a 2-ethylhexyl acrylate homopolymer, and
      • an intermediate block which is an isobornyl acrylate/methyl methacrylate/2-ethylhexyl acrylate random copolymer.
  • [0198]
    According to a fifth variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 95 to 125° C., which is an isobornyl acrylate/isobornyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −85 to −55° C., which is a 2-ethylhexyl acrylate homopolymer, and
      • an intermediate block which is an isobornyl acrylate/isobornyl methacrylate/2-ethylhexyl acrylate random copolymer.
  • [0202]
    According to a sixth variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 85 to 115° C., which is an isobornyl methacrylate/isobutyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −35 to −5° C., which is an isobutyl acrylate homopolymer, and
      • an intermediate block which is an isobornyl methacrylate/isobutyl methacrylate/isobutyl acrylate random copolymer.
  • [0206]
    According to a seventh variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 95 to 125° C., which is an isobornyl acrylate/isobornyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −35 to −5° C., which is an isobutyl acrylate homopolymer, and
      • an intermediate block which is an isobornyl acrylate/isobornyl methacrylate/isobutyl acrylate random copolymer.
  • [0210]
    According to an eighth variant, the polymer according to the invention may comprise:
      • a first block with a Tg of greater than or equal to 40° C., for example ranging from 60 to 90° C., which is an isobornyl acrylate/isobutyl methacrylate copolymer,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −35 to −5° C., which is an isobutyl acrylate homopolymer, and
      • an intermediate block which is an isobornyl acrylate/isobutyl methacrylate/isobutyl acrylate random copolymer.
  • [0214]
    The examples that follow illustrate, in a non-limiting manner, polymers corresponding to this first embodiment.
  • [0215]
    The amounts are expressed in grams.
  • EXAMPLE 1 Preparation of a poly(methyl methacrylate/acrylic acid/methyl acrylate) Polymer
  • [0216]
    100 g of butyl acetate are introduced into a 1 litre reactor and the temperature is then raised so as to pass from room temperature (25° C.) to 90° C. in 1 hour.
  • [0217]
    180 g of methyl methacrylate, 30 g of acrylic acid, 40 g of butyl acetate, 70 g of isopropanol and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added at 90° C. and over 1 hour.
  • [0218]
    The mixture is maintained at 90° C. for 1 hour.
  • [0219]
    90 g of methyl acrylate, 70 g of butyl acetate, 20 g of isopropanol and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 1 hour.
  • [0220]
    The mixture is maintained at 90° C. for 3 hours and then diluted with 105 g of butyl acetate and 45 g of isopropanol, and the mixture is then cooled.
  • [0221]
    A solution containing 40% polymer active material in a butyl acetate/isopropanol mixture is obtained.
  • [0222]
    A polymer comprising a poly(methyl methacrylate/acrylic acid) first block with a Tg of 100° C., a polymethyl acrylate second block with a Tg of 10° C. and an intermediate block which is a methyl methacrylate/acrylic acid/polymethyl acrylate random polymer is obtained.
  • [0223]
    This polymer has a weight-average mass of 52 000 and a number-average mass of 18 000, i.e. a polydispersity index I of 2.89.
  • EXAMPLE 2 Preparation of a poly(isobornyl acrylate/isobutyl methacrylate/2-ethylhexyl acrylate) Polymer
  • [0224]
    100 g of isododecane are introduced into a 1 litre reactor and the temperature is then increased so as to pass from room temperature (25° C.) to 90° C. over 1 hour.
  • [0225]
    120 g of isobornyl acrylate, 90 g of isobutyl methacrylate, 110 g of isododecane and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added, at 90° C. and over 1 hour.
  • [0226]
    The mixture is maintained at 90° C. for 1 hour 30 minutes.
  • [0227]
    90 g of 2-ethylhexyl acrylate, 90 g of isododecane and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 30 minutes.
  • [0228]
    The mixture is maintained at 90° C. for 3 hours and is then cooled.
  • [0229]
    A solution containing 50% polymer active material in isododecane is obtained.
  • [0230]
    A polymer comprising a poly(isobornyl acrylate/isobutyl methacrylate) first block with a Tg of 80° C., a poly-2-ethylhexyl acrylate second block with a Tg of −70° C. and an intermediate block which is an isobornyl acrylate/isobutyl methacrylate/2-ethylhexyl acrylate random polymer is obtained.
  • [0231]
    This polymer has a weight-average mass of 77 000 and a number-average mass of 19 000, i.e. a polydispersity index I of 4.05.
  • EXAMPLE 3 Preparation of a poly(isobornyl acrylate/isobornyl methacrylate/2-ethylhexyl acrylate) Polymer
  • [0232]
    100 g of isododecane are introduced into a 1 litre reactor and the temperature is then increased so as to pass from room temperature (25° C.) to 90° C. over 1 hour.
  • [0233]
    105 g of isobornyl acrylate, 105 g of isobornyl methacrylate, 110 g of isododecane and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added, at 90° C. and over 1 hour.
  • [0234]
    The mixture is maintained at 90° C. for 1 hour 30 minutes.
  • [0235]
    90 g of 2-ethylhexyl acrylate, 90 g of isododecane and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 30 minutes.
  • [0236]
    The mixture is maintained at 90° C. for 3 hours and is then cooled.
  • [0237]
    A solution containing 50% polymer active material in isododecane is obtained.
  • [0238]
    A polymer comprising a poly(isobornyl acrylate/isobornyl methacrylate) first block with a Tg of 110° C., a poly-2-ethylhexyl acrylate second block with a Tg of −70° C. and an intermediate block which is an isobornyl acrylate/isobornyl methacrylate/2-ethylhexyl acrylate random polymer is obtained.
  • [0239]
    This polymer has a weight-average mass of 103 900 and a number-average mass of 21 300, i.e. a polydispersity index I of 4.89.
  • EXAMPLE 4 Preparation of a poly(isobornyl acrylate/isobutyl methacrylate/isobutyl acrylate) Polymer
  • [0240]
    100 g of isododecane are introduced into a 1 litre reactor and the temperature is then increased so as to pass from room temperature (25° C.) to 90° C. over 1 hour.
  • [0241]
    120 g of isobornyl acrylate, 90 g of isobutyl methacrylate, 110 g of isododecane and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added, at 90° C. and over 1 hour.
  • [0242]
    The mixture is maintained at 90° C. for 1 hour 30 minutes.
  • [0243]
    90 g of isobutyl acrylate, 90 g of isododecane and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 30 minutes.
  • [0244]
    The mixture is maintained at 90° C. for 3 hours and is then cooled.
  • [0245]
    A solution containing 50% polymer active material in isododecane is obtained.
  • [0246]
    A polymer comprising a poly(isobornyl acrylate/isobutyl methacrylate) first block with a Tg of 75° C., a polyisobutyl acrylate second block with a Tg of −20° C. and an intermediate block which is an isobornyl acrylate/isobutyl methacrylate/isobutyl acrylate random polymer is obtained.
  • EXAMPLE 5 Preparation of a poly(methyl methacrylate/methyl acrylate/acrylic acid) Polymer
  • [0247]
    100 g of butyl acetate are introduced into a 1 litre reactor and the temperature is then increased so as to pass from room temperature (25° C.) to 90° C. over 1 hour.
  • [0248]
    50.4 g of methyl methacrylate, 21 g of acrylic acid, 138.6 g of methyl acrylate, 40 g of butyl acetate, 70 g of isopropanol and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added, at 90° C. and over 1 hour.
  • [0249]
    The mixture is maintained at 90° C. for 1 hour.
  • [0250]
    90 g of methyl methacrylate, 70 g of butyl acetate, 20 g of isopropanol and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 1 hour.
  • [0251]
    The mixture is maintained at 90° C. for 3 hours and is then diluted with 105 g of butyl acetate and 45 g of isopropanol and cooled.
  • [0252]
    A solution containing 40% polymer active material in butyl acetate/isopropanol is obtained.
  • [0253]
    The polymer obtained comprises a poly(methyl acrylate/methyl methacrylate/acrylic acid) first block with a Tg of 35° C., a poly(methyl methacrylate) second block with a Tg of 100° C. and an intermediate block which is a methyl methacrylate/acrylic acid/polymethyl acrylate random polymer.
  • EXAMPLE 6 Preparation of a poly(isobornyl acrylate/isobornyl methacrylate/isobutyl acrylate) Polymer
  • [0254]
    100 g of isododecane are introduced into a 1 litre reactor and the temperature is then increased so as to pass from room temperature (25° C.) to 90° C. over 1 hour.
  • [0255]
    105 g of isobornyl acrylate, 105 g of isobornyl methacrylate, 110 g of isododecane and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added, at 90° C. and over 1 hour.
  • [0256]
    The mixture is maintained at 90° C. for 1 hour 30 minutes.
  • [0257]
    90 g of isobutyl acrylate, 90 g of isododecane and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 30 minutes.
  • [0258]
    The mixture is maintained at 90° C. for 3 hours and is then cooled.
  • [0259]
    A solution containing 50% polymer active material in isododecane is obtained.
  • [0260]
    A polymer comprising a poly(isobornyl acrylate/isobornyl methacrylate) first block with a Tg of 110° C., a polyisobutyl acrylate second block with a Tg of −20° C. and an intermediate block which is an isobornyl acrylate/isobornyl methacrylate/isobutyl acrylate random polymer is obtained.
  • [0261]
    This polymer has a weight-average mass of 151 000 and a number-average mass of 41 200, i.e. a polydispersity index I of 3.66.
  • EXAMPLE 7 Preparation of a poly(isobornyl methacrylate/isobutyl methacrylate/isobutyl acrylate) Polymer
  • [0262]
    100 g of isododecane are introduced into a 1 litre reactor and the temperature is then increased so as to pass from room temperature (25° C.) to 90° C. over 1 hour.
  • [0263]
    120 g of isobornyl methacrylate, 90 g of isobutyl methacrylate, 110 g of isododecane and 1.8 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) are then added, at 90° C. and over 1 hour.
  • [0264]
    The mixture is maintained at 90° C. for 1 hour 30 minutes.
  • [0265]
    90 g of isobutyl acrylate, 90 g of isododecane and 1.2 g of 2,5-bis(2-ethylhexanoylperoxy)-2,5-dimethylhexane are then introduced into the above mixture, still at 90° C. and over 30 minutes.
  • [0266]
    The mixture is maintained at 90° C. for 3 hours and is then cooled.
  • [0267]
    A solution containing 50% polymer active material in isododecane is obtained.
  • [0268]
    A polymer comprising a poly(isobornyl methacrylate/isobutyl methacrylate) first block with a Tg of 95° C., a polyisobutyl acrylate second block with a Tg of −20° C. and an intermediate block which is an isobornyl methacrylate/isobutyl methacrylate/isobutyl acrylate random polymer is obtained.
  • [0269]
    This polymer has a weight-average mass of 100 700 and a number-average mass of 20 800, i.e. a polydispersity index I of 4.85.
  • SECOND EMBODIMENT
  • [0270]
    According to a second embodiment, the block polymer comprises a first block having a glass transition temperature (Tg) of between 20 and 40° C., in accordance with the blocks described in c) and a second block having a glass transition temperature of less than or equal to 20° C., as described above in b) or a glass transition temperature of greater than or equal to 40° C., as described in a) above.
  • [0271]
    Preferably, the proportion of the first block with a Tg of between 20 and 40° C. ranges from 10% to 85%, better still from 30% to 80% and even better still from 50% to 70% by weight of the polymer.
  • [0272]
    When the second block is a block with a Tg of greater than or equal to 40° C., it is preferably present in a proportion ranging from 10% to 85%, better still from 20% to 70% and even better still from 30% to 70% by weight of the polymer.
  • [0273]
    When the second block is a block with a Tg of less than or equal to 20° C., it is preferably present in a proportion ranging from 10% to 85%, better still from 20% to 70% and even better still from 20% to 50% by weight of the polymer.
  • [0274]
    Preferably, the first block with a Tg of between 20 and 40° C. is a copolymer derived from monomers which are such that the corresponding homopolymer has a Tg of greater than or equal to 40° C., and from monomers which are such that the corresponding homopolymer has a Tg of less than or equal to 20° C.
  • [0275]
    Advantageously, the second block with a Tg of less than or equal to 20° C. or with a Tg of greater than or equal to 40° C. is a homopolymer.
  • [0276]
    Thus, according to a first variant of this second embodiment, the block polymer may comprise:
      • a first block with a Tg of between 20 and 40° C., for example with a Tg of 25 to 39° C., which is a copolymer comprising at least one methyl acrylate monomer, at least one methyl methacrylate monomer and at least one acrylic acid monomer,
      • a second block with a Tg of greater than or equal to 40° C., for example ranging from 85 to 125° C., which is a homopolymer composed of methyl methacrylate monomers, and
      • an intermediate block comprising at least one methyl acrylate, methyl methacrylate monomer, and
      • an intermediate block comprising methyl methacrylate, at least one acrylic acid monomer and at least one methyl acrylate monomer.
  • [0281]
    According to a second variant of this second embodiment, the block polymer may comprise:
      • a first block with a Tg of between 20 and 40° C., for example with a Tg of 21 to 39° C., which is a copolymer comprising isobornyl acrylate/isobutyl methacrylate/2-ethylhexyl acrylate,
      • a second block with a Tg of less than or equal to 20° C., for example ranging from −65 to −35° C., which is a methyl methacrylate homopolymer, and
      • an intermediate block which is an isobornyl acrylate/isobutyl methacrylate/2-ethylhexyl acrylate random copolymer.
  • [0285]
    According to a third variant of this second embodiment, the block polymer may comprise:
      • a first block with a Tg of between 20 and 40° C., for example with a Tg from 21 to 39° C., which is an isobornyl acrylate/methyl acrylate/acrylic acid copolymer,
      • a second block with a Tg of greater than or equal to 40° C., for example ranging from 85 to 115° C., which is an isobornyl acrylate homopolymer, and
      • an intermediate block which is an isobornyl acrylate/methyl acrylate/acrylic acid random copolymer.
  • [0289]
    The composition of the invention advantageously contains from 0.1% to 60% by weight of active material (or solids), preferably from 0.5% to 50% by weight and more preferably from 1% to 40% by weight, of block polymer.
  • [0290]
    The composition according to the invention may comprise a hydrophilic medium comprising water or a mixture of water and of hydrophilic organic solvent(s), for instance alcohols and especially linear or branched lower monoalcohols containing from 2 to 5 carbon atoms, for instance ethanol, isopropanol or n-propanol, and polyols, for instance glycerol, diglycerol, propylene glycol, sorbitol, pentylene glycol and polyethylene glycols, or alternatively hydrophilic C2 ethers and C2-C4 aldehydes.
  • [0291]
    The water or the mixture of water and of hydrophilic organic solvents may be present in the composition according to the invention in a content ranging from 0.1% to 99% by weight and preferably from 10% to 80% by weight relative to the total weight of the composition.
  • [0292]
    The composition according to the invention comprises a cosmetically acceptable organic liquid medium (acceptable tolerance, toxicology and feel).
  • [0293]
    According to one particularly preferred embodiment, the organic liquid medium of the composition contains at least one organic solvent, which is the or one of the polymerization solvent(s) for the block polymer as described above. Advantageously, the said organic solvent is the liquid that is in majority amount by weight in the organic liquid medium of the cosmetic composition.
  • [0294]
    According to one embodiment, the organic liquid medium comprises at least one fatty substance that is liquid at room temperature (in general 25° C.). This liquid fatty substance may be of animal, plant, mineral or synthetic origin.
  • [0295]
    As fatty substances that are liquid at room temperature, often known as oils, which may be used in the invention, mention may be made of: hydrocarbon-based oils of animal origin such as perhydrosqualene; hydrocarbon-based plant oils such as liquid triglycerides of fatty acids containing from 4 to 10 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively sunflower oil, corn oil, soybean oil, grapeseed oil, sesame seed oil, apricot oil, macadamia oil, castor oil, avocado oil, caprylic/capric acid triglycerides, jojoba oil or shea butter; linear or branched hydrocarbons, of mineral or synthetic origin, such as liquid paraffins and derivatives thereof, petroleum jelly, polydecenes, and hydrogenated polyisobutene such as parleam; synthetic esters and ethers, especially of fatty acids, for instance purcellin oil, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate or isostearyl isostearate; hydroxylated esters, for instance isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, and fatty alkyl heptanoates, octanoates or decanoates; polyol esters, for instance propylene glycol dioctanoate, neopentyl glycol diheptanoate or diethylene glycol diisononanoate; and pentaerythritol esters; fatty alcohols containing from 12 to 26 carbon atoms, for instance octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol or oleyl alcohol; partially hydrocarbon-based and/or partially silicone-based fluoro oils; silicone oils, for instance volatile or non-volatile, linear or cyclic polymethylsiloxanes (PDMS), for instance cyclomethicones, dimethicones optionally comprising a phenyl group, for instance phenyl trimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenylmethyl dimethyl trisiloxanes, diphenyl dimethicones, phenyl dimethicones and polymethylphenylsiloxanes; mixtures thereof.
  • [0296]
    These oils may be present in a content ranging from 0.01% to 90% and better still from 0.1% to 85% by weight relative to the total weight of the composition.
  • [0297]
    The organic liquid medium of the composition according to the invention may also comprise one or more cosmetically acceptable organic solvents (acceptable tolerance, toxicology and feel).
  • [0298]
    These solvents may generally be present in a content ranging from 0.1% to 90%, preferably from 10% to 90% and better still from 30% to 90% by weight relative to the total weight of the composition.
  • [0299]
    As solvents that may be used in the composition of the invention, mention may be made, besides the hydrophilic organic solvents mentioned above, of ketones that are liquid at room temperature, such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone and acetone; propylene glycol ethers that are liquid at room temperature, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate and dipropylene glycol mono-n-butyl ether; short-chain esters (containing from 3 to 8 carbon atoms in total), such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate and isopentyl acetate; ethers that are liquid at room temperature, such as diethyl ether, dimethyl ether and dichlorodiethyl ether; alkanes that are liquid at room temperature, such as decane, heptane, dodecane, isododecane and cyclohexane; cyclic aromatic compounds that are liquid at room temperature, such as toluene and xylene; aldehydes that are liquid at room temperature, such as benzaldehyde and acetaldehyde, and mixtures thereof.
  • [0300]
    The composition may comprise, besides the block polymer described above, an additional polymer such as a film-forming polymer. According to the present invention, 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 film that adheres to a support, especially to keratin materials.
  • [0301]
    Among the film-forming polymers that may be used in the composition of the present invention, mention may be made of synthetic polymers, of free-radical type or of polycondensate type, polymers of natural origin, and mixtures thereof. Film-forming polymers that may be mentioned in particular include acrylic polymers, polyurethanes, polyesters, polyamides, polyureas and cellulose-based polymers, for instance nitrocellulose.
  • [0302]
    The polymer may be combined with one or more auxiliary film-forming agents. Such a film-forming agent may be chosen from any compound known to those skilled in the art as being capable of fulfilling the desired function, and may be chosen especially from plasticizers and coalescers.
  • [0303]
    The composition according to the invention may comprise at least one wax. For the purposes of the present invention, the term “wax” means a lipophilic compound that is solid at room temperature (25° C.), which undergoes a reversible solid/liquid change of state, and which has a melting point of greater than or equal to 30° C., which may be up to 120° C.
  • [0304]
    The melting point of the wax may be measured using a differential scanning calorimeter (DSC), for example the calorimeter sold under the name DSC 30 by the company Mettler.
  • [0305]
    The waxes may be hydrocarbon-based waxes, fluoro waxes and/or silicone waxes and may be of plant, mineral, animal and/or synthetic origin. In particular, the waxes have a melting point of greater than 25° C. and better still greater than 45° C.
  • [0306]
    As waxes that may be used in the composition of the invention, mention may be made of beeswax, carnauba wax or candelilla wax, paraffin, microcrystalline waxes, ceresin or ozokerite; synthetic waxes, for instance polyethylene waxes or Fischer-Tropsch waxes, and silicone waxes, for instance alkyl or alkoxy dimethicones containing from 16 to 45 carbon atoms.
  • [0307]
    The nature and amount of the solid fatty substances depend on the desired mechanical properties and textures. As a guide, the composition may contain from 0% to 50% by weight and better still from 1% to 30% by weight of waxes, relative to the total weight of the composition.
  • [0308]
    The composition according to the invention may also comprise one or more dyestuffs chosen from water-soluble dyes and pulverulent dyestuffs, for instance pigments, nacres and flakes that are well known to those skilled in the art. The dyestuffs may be present in the composition in a content ranging from 0.01% to 50% by weight and preferably from 0.01% to 30% by weight, relative to the weight of the composition.
  • [0309]
    The term “pigments” should be understood as meaning white or coloured, mineral or organic particles of any shape, which are insoluble in the physiological medium and which are intended to colour the composition.
  • [0310]
    The term “nacres” should be understood as meaning iridescent particles of any shape, produced especially by certain molluscs in their shell, or alternatively synthesized.
  • [0311]
    The pigments may be white or coloured, and mineral and/or organic. Among the mineral pigments that may be mentioned are titanium dioxide, optionally surface-treated, zirconium oxide or cerium oxide, and also zinc oxide, iron oxide (black, yellow or red) or chromium oxide, manganese violet, ultramarine blue, chromium hydrate and ferric blue, and metal powders, for instance aluminium powder or copper powder.
  • [0312]
    Among the organic pigments that may be mentioned are carbon black, pigments of D & C type, and lakes based on cochineal carmine or on barium, strontium, calcium or aluminium.
  • [0313]
    Mention may also be made of pigments with an effect, such as particles comprising a natural or synthetic, organic or mineral substrate, for example glass, acrylic resins, polyester, polyurethane, polyethylene terephthalate, ceramics or aluminas, the said substrate being uncoated or coated with metal substances, for instance aluminium, gold, silver, platinum, copper or bronze, or with metal oxides, for instance titanium dioxide, iron oxide or chromium oxide, and mixtures thereof.
  • [0314]
    The nacreous pigments may be chosen from white nacreous pigments such as mica coated with titanium or with bismuth oxychloride, coloured nacreous pigments such as titanium mica coated with iron oxides, titanium mica coated especially with ferric blue or chromium oxide, titanium mica coated with an organic pigment of the abovementioned type and also nacreous pigments based on bismuth oxychloride. Interference pigments, especially liquid-crystal pigments or multilayer pigments, may also be used.
  • [0315]
    The water-soluble dyes are, for example, beetroot juice or methylene blue.
  • [0316]
    The composition according to the invention may comprise one or more fillers, especially in a content ranging from 0.01% to 50% by weight and preferably ranging from 0.01% to 30% by weight, relative to the total weight of the composition. The term “fillers” should be understood as meaning colourless or white, mineral or synthetic particles of any shape, which are insoluble in the medium of the composition, irrespective of the temperature at which the composition is manufactured. These fillers serve especially to modify the rheology or the texture of the composition.
  • [0317]
    The fillers may be mineral or organic in any form, platelet-shaped, spherical or oblong, irrespective of the crystallographic form (for example leaflet, cubic, hexagonal, orthorhombic, etc.). Mention may be made of talc, mica, silica, kaolin, polyamide (Nylon®) powders (Orgasol® from Atochem), poly-β-alanine powder and polyethylene powder, powders of tetrafluoroethylene polymers (Teflon®), lauroyllysine, starch, boron nitride, hollow polymer microspheres such as those of polyvinylidene chloride/acrylonitrile, for instance Exapancel® (Nobel Industrie) or acrylic acid copolymers (Polytrap® from the company Dow Corning) and silicone resin microbeads (for example Tospearls® from Toshiba), elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrocarbonate, hydroxyapatite, hollow silica microspheres (Silica Beads® from Maprecos), glass or ceramic microcapsules, and metal soaps derived from organic carboxylic acids containing from 8 to 22 carbon atoms and preferably from 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate or magnesium myristate.
  • [0318]
    The composition according to the invention may especially be in the form of a suspension, a dispersion, a solution, a gel, an emulsion, especially an oil-in-water (O/W) emulsion, a water-in-oil (W/O) emulsion or a multiple emulsion (W/O/W or polyol/O/W or O/W/O emulsion), in the form of a cream, a paste, a mousse, a dispersion of vesicles, especially of ionic or nonionic lipids, a two-phase or multi-phase lotion, a spray, a powder, a paste, especially a soft paste (especially a paste with a dynamic viscosity at 25° C. of about from 0.1 to 40 Pa·s under a shear rate of 200 s−1, after measurement for 10 minutes in cone/plate geometry). The composition may be anhydrous; for example, it may be a soft anhydrous paste.
  • [0319]
    A person skilled in the art may select the appropriate galenical form, and also the method for preparing it, on the basis of his general knowledge, taking into account firstly the nature of the constituents used, especially their solubility in the support, and secondly the intended application for the composition.
  • [0320]
    The composition according to the invention may be a makeup composition, for instance products for the complexion (foundations), makeup rouges, eyeshadows, liquid lipsticks, concealer products, mascaras, eyeliners, eyebrow makeup products, nail products, such as nail varnishes, body makeup products or hair makeup products (hair mascara or hair lacquer).
  • [0321]
    The composition according to the invention may also be a care product for body and facial skin, especially an antisun product or a skin-colouring product (such as a self-tanning product).
  • [0322]
    A subject of the present invention is also a cosmetic assembly comprising:
  • [0000]
    i) a container delimiting at least one compartment, the said container being closed by a closing member; and
  • [0000]
    ii) a composition as described above, placed inside the said compartment.
  • [0323]
    The container may be in any adequate form. It may especially be in the form of a bottle, a tube, a jar, a case, a box, a sachet or a carton.
  • [0324]
    The closing member may be in the form of a removable stopper, a lid, a cap, a tear-off strip or a capsule, especially of the type comprising a body attached to the container and a cover cap articulated on the body. It may also be in the form of a member for selectively closing the container, especially a pump, a valve or a flap valve.
  • [0325]
    The container may be combined with an applicator, especially in the form of a brush comprising an arrangement of bristles maintained by a twisted wire. Such a twisted brush is described especially in patent U.S. Pat. No. 4,887,622. It may also be in the form of a comb comprising a plurality of application members, obtained especially by moulding. Such combs are described, for example, in patent FR 2 796 529. The applicator may be in the form of a fine brush, as described, for example, in patent FR 2 722 380. The applicator may be in the form of a block of foam or of elastomer, a felt or a spatula. The applicator may be free (tuft or sponge) or securely fastened to a rod borne by the closing member, as described, for example, in patent U.S. Pat. No. 5,492,426. The applicator may be securely fastened to the container, as described, for example, in patent FR 2 761 959.
  • [0326]
    The product may be contained directly in the container, or indirectly. By way of example, the product may be arranged on an impregnated support, especially in the form of a wipe or a pad, and arranged (individually or in plurality) in a box or in a sachet. Such a support incorporating the product is described, for example, in patent application WO 01/03538.
  • [0327]
    The closing member may be coupled to the container by screwing. Alternatively, the coupling between the closing member and the container is done other than by screwing, especially via a bayonet mechanism, by click-fastening, gripping, welding, bonding or by magnetic attraction. The term “click-fastening” in particular means any system involving the crossing of a bead or cord of material by elastic deformation of a portion, especially of the closing member, followed by return to the elastically unconstrained position of the said portion after the crossing of the bead or cord.
  • [0328]
    The container may be at least partially made of thermoplastic material. Examples of thermoplastic materials that may be mentioned include polypropylene or polyethylene.
  • [0329]
    Alternatively, the container is made of non-thermoplastic material, especially glass or metal (or alloy).
  • [0330]
    The container may have rigid walls or deformable walls, especially in the form of a tube or a tubular bottle.
  • [0331]
    The container may comprise means for distributing or facilitating the distribution of the composition. By way of example, the container may have deformable walls so as to allow the composition to exit in response to a positive pressure inside the container, this positive pressure being caused by elastic (or non-elastic) squeezing of the walls of the container.
  • [0332]
    The container may consist of a carton with a base delimiting at least one housing containing the composition, and a lid, especially articulated on the base, and capable of at least partially covering the said base. Such a carton is described, for example, in patent application WO 03/018423 or in patent FR 2 791 042.
  • [0333]
    The container may be equipped with a drainer arranged in the region of the aperture of the container. Such a drainer makes it possible to wipe the applicator and possibly the rod to which it may be securely fastened. Such a drainer is described, for example, in patent FR 2 792 618.
  • [0334]
    The composition may be at atmospheric pressure inside the container (at room temperature) or pressurized, especially by means of a propellent gas (aerosol). In the latter case, the container is equipped with a valve (of the type used for aerosols).
  • [0335]
    The content of the patents or patent applications mentioned above are incorporated by reference into the present patent application.
  • [0336]
    The examples that follow illustrate the compositions according to the invention in a non-limiting manner.
  • EXAMPLES 8 TO 12 Lipsticks
  • [0337]
    Example
    8 9 10 11 12
    Polymer of Example 2 90.7
    Polymer of Example 3 90.7
    Polymer of Example 4 90.7
    Polymer of Example 6 90.7
    Polymer of Example 7 90.7
    Hydrogenated polyisobutene 2.1 2.1 2.1 2.1 2.1
    Octyldodecanol 0.9 0.9 0.9 0.9 0.9
    Phenyl trimethicone 2.1 2.1 2.1 2.1 2.1
    (DC 556, 20 cSt, Dow Corning)
    Copolymer vinylpyrrolidone/1- 1.2 1.2 1.2 1.2 1.2
    eicosene (Antaron V-220, ISP)
    Pigments 3 3 3 3 3

    Procedure
    • 1. A ground pigmentary mixture of the pigments in the oily phase is prepared by treating the mixture three times in a three-roll mill.
    • 2. The ground material required for the composition and the other ingredients are weighed out in a beaker.
    • 3 The mixture is stirred using a Rayneri blender for 45 minutes at room temperature.
    • 4. The formula is cast in isododecane-leaktight cooling boxes.
      Gloss Measurement
    • 1. Films with a wet thickness of 50 and/or 150 μm are prepared using a mechanical applicator. The depositions are made on a Leneta brand contrast card with reference Form 1A Penopac.
    • 2 The films are left to dry for 24 hours at a regulated temperature of 30° C.
    • 3 The gloss measurements are performed using a Byk Gardner micro-tri-gloss glossmeter with measuring angles of 20° and 60° for each series of deposits.
  • [0345]
    The gloss results obtained in vivo are given in the table below:
  • [0346]
    150 μm Deposit
    Angle Deposit Polymer Mean (%) Standard deviation
    Angle of 150 μm Example 8 54.2 2.0
    20° deposit Example 9 41.0 3.5
    Angle 150 μm Example 8 75.7 0.8
    Figure US20060115444A1-20060601-P00899
    Example 9 73.6 1.6
  • [0347]
    50 μm Deposit
    Angle Deposit Polymer Mean (%) Standard deviation
    Angle of 50 μm Example 8 47.6 1.2
    20° deposit Example 9 42.6 5.2
    Angle of 50 μm Example 8 69.3 0.7
    60° deposit Example 9 74.8 1.0
  • [0348]
    The mean gloss obtained is greater than 40 out of 100 for a measuring angle of 20° and a thickness of 50 μm or 150 μm.
  • [0349]
    The mean gloss obtained is greater than 65 out of 100 for a measuring angle of 60° and a thickness of 50 μm. The mean gloss obtained is greater than 70 out of 100 for a measuring angle of 60° and a thickness of 150 μm.
  • EXAMPLE 13 Nail Varnish
  • [0350]
    Polymer of Example 1 23.8 g AM
    Butyl acetate 24.99 g
    Isopropanol 10.71 g
    Hexylene glycol 2.5 g
    DC Red 7 Lake 1 g
    Hectorite modified with distearyl- 1.3 g
    dimethylbenzylammonium chloride
    (Bentone ® 27V from Elementis)
  • EXAMPLE 14 Nail Varnish
  • [0351]
    Polymer of Example 5 23.8 g AM
    Butyl acetate 24.99 g
    Isopropanol 10.71 g
    Hexylene glycol 2.5 g
    DC Red 7 Lake 1 g
    Hectorite modified with distearyl- 1.3 g
    dimethylbenzylammonium chloride
    (Bentone ® 27V from Elementis)
    Ethyl acetate qs 100 g

Claims (79)

  1. 1. Liquid cosmetic composition containing a cosmetically acceptable organic liquid medium and a non-elastomeric film-forming linear block ethylenic polymer, the said polymer being such that, when it is in sufficient amount in the composition, the mean gloss at 20° of a deposit of the said composition, once spread onto a support, is greater than or equal to 30 out of 100.
  2. 2. Liquid cosmetic composition containing a cosmetically acceptable organic liquid medium and a film-forming linear block ethylenic polymer free of styrene units, the polymer being such that, when it is in sufficient amount in the composition, the mean gloss at 20° of a deposit of the said composition, once spread onto a support, is greater than or equal to 30 out of 100.
  3. 3. Cosmetic composition according to claim 1 or 2, characterized in that the block polymer is an ethylenic polymer derived from aliphatic ethylenic monomers comprising a carbon-carbon double bond and at least one ester —COO— or amide —CON— group.
  4. 4. Cosmetic composition according to one of the preceding claims, characterized in that the polymer is not soluble at an active material content of at least 1% by weight in water or in a mixture of water and of linear or branched lower monoalcohols containing from 2 to 5 carbon atoms, without pH modification, at room temperature (25° C.).
  5. 5. Cosmetic composition according to one of the preceding claims, characterized in that the block polymer contains first and second blocks linked together via an intermediate segment comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
  6. 6. Cosmetic composition according to one of the preceding claims, characterized in that the block polymer contains first and second blocks with different glass transition temperatures (Tg).
  7. 7. Composition according to the preceding claim, characterized in that the first and second blocks are linked together via an intermediate segment with a glass transition temperature that is between the glass transition temperatures of the first and second blocks.
  8. 8. Cosmetic composition according to any one of the preceding claims, characterized in that the block polymer contains first and second blocks that are incompatible in the said organic liquid medium.
  9. 9. Cosmetic composition according to one of the preceding claims, characterized in that the block polymer has a polydispersity index I of greater than 2.
  10. 10. Composition according to claim 6, characterized in that the first block of the polymer is chosen from:
    a) a block with a Tg of greater than or equal to 40° C.,
    b) a block with a Tg of less than or equal to 20° C.,
    c) a block with a Tg of between 20 and 40° C., and the second block is chosen from a category a), b) or c) different from the first block.
  11. 11. Composition according to claim 10, characterized in that the block with a Tg of greater than or equal to 40° C. is totally or partially derived from one or more monomers, which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C.
  12. 12. Composition according to the preceding claim, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of greater than or equal to 40° C. are chosen from the following monomers:
    methacrylates of formula CH2═C(CH3)—COOR1 in which R1 represents a linear or branched unsubstituted alkyl group containing from 1 to 4 carbon atoms, such as a methyl, ethyl, propyl or isobutyl group or R1 represents a C4 to C12 cycloalkyl group,
    acrylates of formula CH2═CH—COOR2 in which R2 represents a C4 to C12 cycloalkyl group such as isobornyl acrylate or a tert-butyl group,
    (meth)acrylamides of formula:
    Figure US20060115444A1-20060601-C00002
     in which R7 and R8, which may be identical or different, each represent a hydrogen atom or a linear or branched C1 to C12 alkyl group such as an n-butyl, t-butyl, isopropyl, isohexyl, isooctyl or isononyl group; or R7 represents H and R8 represents a 1,1-dimethyl-3-oxobutyl group, and R′ denotes H or methyl,
    and mixtures thereof.
  13. 13. Composition according to claim 11 or 12, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of greater than or equal to 40° C. are chosen from methyl methacrylate, isobutyl (meth)acrylate and isobornyl (meth)acrylate, and mixtures thereof.
  14. 14. Composition according to claim 10, characterized in that the block with a Tg of less than or equal to 20° C. is derived totally or partially from one or more monomers, which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C.
  15. 15. Composition according to claim 14, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of less than or equal to 20° C. are chosen from the following monomers:
    acrylates of formula CH2═CHCOOR3, R3 representing a linear or branched C1 to C12 unsubstituted alkyl group, with the exception of the tert-butyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
    methacrylates of formula CH2═C(CH3)—COOR4, R4 representing a linear or branched C6 to C12 unsubstituted alkyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
    vinyl esters of formula R5—CO—O—CH═CH2 in which R5 represents a linear or branched C4 to C12 alkyl group;
    C4 to C12 alkyl vinyl ethers,
    N—(C4 to C12)alkyl acrylamides, such as N-octylacrylamide,
    and mixtures thereof.
  16. 16. Composition according to claim 14 or 15, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of less than or equal to 20° C. are chosen from alkyl acrylates whose alkyl chain contains from 1 to 10 carbon atoms, with the exception of the tert-butyl group.
  17. 17. Composition according to claim 10, characterized in that the block with a Tg of between 20 and 40° C. is totally or partially derived from one or more monomers, which are such that the homopolymer prepared from these monomers has a glass transition temperature of between 20 and 40° C.
  18. 18. Composition according to claim 10, characterized in that the block with a Tg of between 20 and 40° C. is totally or partially derived from monomers which are such that the corresponding homopolymer has a Tg of greater than or equal to 40° C. and from monomers which are such that the corresponding homopolymer has a Tg of less than or equal to 20° C.
  19. 19. Composition according to claim 17 or 18, characterized in that the block with a Tg of between 20 and 40° C. is totally or partially derived from monomers chosen from methyl methacrylate, isobornyl acrylate and methacrylate, butyl acrylate and 2-ethylhexyl acrylate, and mixtures thereof.
  20. 20. Composition according to one of claims 10 to 19, characterized in that it comprises a block polymer comprising at least one first block and at least one second block, the first block having a glass transition temperature (Tg) of greater than or equal to 40° C. and the second block having a glass transition temperature of less than or equal to 20° C.
  21. 21. Composition according to the preceding claim, characterized in that the first block is totally or partially derived from one or more monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C.
  22. 22. Composition according to claim 21, characterized in that the first block is a copolymer derived from monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C.
  23. 23. Composition according to claim 21 or 22, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of greater than or equal to 40° C. are chosen from the following monomers:
    methacrylates of formula CH2═C(CH3)—COOR1 in which R1 represents a linear or branched unsubstituted alkyl group containing from 1 to 4 carbon atoms, such as a methyl, ethyl, propyl or isobutyl group or R1 represents a C4 to C12 cycloalkyl group,
    acrylates of formula CH2═CH—COOR2 in which R2 represents a C4 to C12 cycloalkyl group such as isobornyl acrylate or a tert-butyl group,
    (meth)acrylamides of formula:
    Figure US20060115444A1-20060601-C00003
     in which R7 and R8, which may be identical or different, each represent a hydrogen atom or a linear or branched C1 to C12 alkyl group such as an n-butyl, t-butyl, isopropyl, isohexyl, isooctyl or isononyl group; or R7 represents H and R8 represents a 1,1-dimethyl-3-oxobutyl group, and R′ denotes H or methyl,
    and mixtures thereof.
  24. 24. Composition according to one of claims 21 to 23, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of greater than or equal to 40° C. are chosen from methyl methacrylate, isobutyl methacrylate and isobornyl (meth)acrylate, and mixtures thereof.
  25. 25. Composition according to one of claims 21 to 24, characterized in that the proportion of the first block ranges from 20% to 90%, better still from 30% to 80% and even better from 50% to 70% by weight of the polymer.
  26. 26. Composition according to one of claims 20 to 25, characterized in that the second block is totally or partially derived from one or more monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C.
  27. 27. Composition according to one of claims 20 to 26, characterized in that the second block is a homopolymer derived from monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C.
  28. 28. Composition according to claim 26 or 27, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of less than or equal to 20° C. are chosen from the following monomers:
    acrylates of formula CH2═CHCOOR3, R3 representing a linear or branched C1 to C12 unsubstituted alkyl group, with the exception of the tert-butyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
    methacrylates of formula CH2═C(CH3)—COOR4, R4 representing a linear or branched C6 to C12 unsubstituted alkyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
    vinyl esters of formula R5—CO—O—CH═CH2 in which R5 represents a linear or branched C4 to C12 alkyl group;
    C4 to C12 alkyl vinyl ethers,
    N—(C4 to C12)alkyl acrylamides, such as N-octylacrylamide,
    and mixtures thereof.
  29. 29. Composition according to one of claims 26 to 28, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of less than or equal to 20° C. are chosen from alkyl acrylates whose alkyl chain contains from 1 to 10 carbon atoms, with the exception of the tert-butyl group.
  30. 30. Composition according to one of claims 20 to 29, characterized in that the proportion of the second block with a Tg of less than or equal to 20° C. ranges from 5% to 75%, better still from 15% to 50% and even better from 25% to 45% by weight of the polymer.
  31. 31. Composition according to one of claims 10 to 19, characterized in that it comprises a block polymer comprising at least one first block and at least one second block, the first block having a glass transition temperature (Tg) of between 20 and 40° C. and the second block having a glass transition temperature of less than or equal to 20° C. or a glass transition temperature of greater than or equal to 40° C.
  32. 32. Composition according to the preceding claim, characterized in that the first block with a Tg of between 20 and 40° C. is totally or partially derived from one or more monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of between 20 and 40° C.
  33. 33. Composition according to claim 31 or 32, characterized in that the first block with a Tg of between 20 and 40° C. is a copolymer derived from monomers which are such that the corresponding homopolymer has a Tg of greater than or equal to 40° C. and from monomers which are such that the corresponding homopolymer has a Tg of less than or equal to 20° C.
  34. 34. Composition according to one of claims 31 to 33, characterized in that the first block with a Tg of between 20 and 40° C. is derived from monomers chosen from methyl methacrylate, isobornyl acrylate and methacrylate, butyl acrylate and 2-ethylhexyl acrylate, and mixtures thereof.
  35. 35. Composition according to one of claims 31 to 34, characterized in that the proportion of the first block with a Tg of between 20 and 40° C. ranges from 10% to 85%, better still from 30% to 80% and even better from 50% to 70% by weight of the polymer.
  36. 36. Composition according to any one of claims 31 to 34, characterized in that the second block has a Tg of greater than or equal to 40° C. and is totally or partially derived from one or more monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C.
  37. 37. Composition according to any one of claims 31 to 36, characterized in that the second block has a Tg of greater than or equal to 40° C. and is a homopolymer derived from monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of greater than or equal to 40° C.
  38. 38. Composition according to either of claims 36 and 37, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of greater than or equal to 40° C. are chosen from the following monomers:
    methacrylates of formula CH2═C(CH3)—COOR1 in which R1 represents a linear or branched unsubstituted alkyl group containing from 1 to 4 carbon atoms, such as a methyl, ethyl, propyl or isobutyl group or R1 represents a C4 to C12 cycloalkyl group,
    acrylates of formula CH2═CH—COOR2 in which R2 represents a C4 to C12 cycloalkyl group such as isobornyl acrylate or a tert-butyl group,
    (meth)acrylamides of formula:
    Figure US20060115444A1-20060601-C00004
     in which R7 and R8, which may be identical or different, each represent a hydrogen atom or a linear or branched C1 to C12 alkyl group such as an n-butyl, t-butyl, isopropyl, isohexyl, isooctyl or isononyl group; or R7 represents H and R8 represents a 1,1-dimethyl-3-oxobutyl group, and R′ denotes H or methyl,
    and mixtures thereof.
  39. 39. Composition according to one of claims 35 to 38, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of greater than or equal to 40° C. are chosen from methyl methacrylate, isobutyl methacrylate and isobornyl (meth)acrylate, and mixtures thereof.
  40. 40. Composition according to one of claims 36 to 39, characterized in that the proportion of the second block with a Tg of greater than or equal to 40° C. ranges from 10% to 85%, preferably from 20% to 70% and better still from 30% to 70% by weight of the polymer.
  41. 41. Composition according to one of claims 31 to 40, characterized in that the second block has a Tg of less than or equal to 20° C. and is totally or partially derived from one or more monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C.
  42. 42. Composition according to one of claims 31 to 40, characterized in that the second block has a Tg of less than or equal to 20° C. and is a homopolymer derived from monomers which are such that the homopolymer prepared from these monomers has a glass transition temperature of less than or equal to 20° C.
  43. 43. Composition according to claim 41 or 42, characterized in that the monomers whose corresponding homopolymer has a glass transition temperature of less than or equal to 20° C. are chosen from the following monomers:
    acrylates of formula CH2═CHCOOR3, R3 representing a linear or branched C1 to C12 unsubstituted alkyl group, with the exception of the tert-butyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
    methacrylates of formula CH2═C(CH3)—COOR4, R4 representing a linear or branched C6 to C12 unsubstituted alkyl group, in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated;
    vinyl esters of formula R5—CO—O—CH═CH2 in which R5 represents a linear or branched C4 to C12 alkyl group;
    C4 to C12 alkyl vinyl ethers,
    N—(C4 to C12)alkyl acrylamides, such as N-octylacrylamide,
    and mixtures thereof.
  44. 44. Composition according to one of claims 41 to 43, characterized in that the monomers whose homopolymers have glass transition temperatures of less than or equal to 20° C. are chosen from alkyl acrylates whose alkyl chain contains from 1 to 10 carbon atoms, with the exception of the tert-butyl group.
  45. 45. Composition according to one of claims 41 to 44, characterized in that the proportion of the block with a glass transition temperature of greater than or equal to 40° C. ranges from 20% to 90%, better still from 30% to 80% and even better from 50% to 70% by weight of the polymer.
  46. 46. Cosmetic composition according to one of claims 5 to 8 or any of the preceding claims dependent thereon, characterized in that the first block and/or the second block comprises at least one additional monomer.
  47. 47. Composition according to the preceding claim, characterized in that the additional monomer is chosen from hydrophilic monomers and ethylenically unsaturated monomers comprising one or more silicon atoms, and mixtures thereof.
  48. 48. Composition according to claim 46 or 47, characterized in that the additional monomer is chosen from:
    a) hydrophilic monomers such as:
    ethylenically unsaturated monomers comprising at least one carboxylic or sulfonic acid function, for instance:
    acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamidopropanesulfonic acid, vinylbenzoic acid, vinylphosphoric acid, and salts thereof,
    ethylenically unsaturated monomers comprising at least one tertiary amine function, for instance 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate and dimethylaminopropylmethacrylamide, and salts thereof,
    methacrylates of formula CH2═C(CH3)—COOR6
    in which R6 represents a linear or branched alkyl group containing from 1 to 4 carbon atoms, such as a methyl, ethyl, propyl or isobutyl group, the said alkyl group being substituted with one or more substituents chosen from hydroxyl groups (for instance 2-hydroxypropyl methacrylate and 2-hydroxyethyl methacrylate) and halogen atoms (Cl, Br, I or F), such as trifluoroethyl methacrylate,
    methacrylates of formula CH2═C(CH3)—COOR9,
    R9 representing a linear or branched C6 to C12 alkyl group in which one or more hetero atoms chosen from O, N and S is (are) optionally intercalated, the said alkyl group being substituted with one or more substituents chosen from hydroxyl groups and halogen atoms (Cl, Br, I or F);
    acrylates of formula CH2═CHCOOR10,
    R10 representing a linear or branched C1 to C12 alkyl group substituted with one or more substituents chosen from hydroxyl groups and halogen atoms (Cl, Br, I or F), such as 2-hydroxypropyl acrylate and 2-hydroxyethyl acrylate, or R10 represents a C1 to C12 alkyl-O-POE (polyoxyethylene) with repetition of the oxyethylene unit 5 to 30 times, for example methoxy-POE, or R10 represents a polyoxyethylenated group comprising from 5 to 30 ethylene oxide units, and
    b) ethylenically unsaturated monomers comprising one or more silicon atoms, such as methacryloxypropyltrimethoxysilane and methacryloxypropyl-tris(trimethylsiloxy)silane,
    and mixtures thereof.
  49. 49. Composition according to either of claims 46 and 47, characterized in that each of the first and second blocks comprises at least one additional monomer chosen from acrylic acid, (meth)acrylic acid and trifluoroethyl methacrylate, and mixtures thereof.
  50. 50. Composition according to either of claims 46 and 47, characterized in that each of the first and second blocks comprises at least one monomer chosen from (meth)acrylic acid esters and optionally at least one additional monomer such as (meth)acrylic acid, and mixtures thereof.
  51. 51. Composition according to either of claims 46 and 47, characterized in that each of the first and second blocks is totally derived from at least one monomer chosen from (meth)acrylic acid esters and optionally from at least one additional monomer such as (meth)acrylic acid, and mixtures thereof.
  52. 52. Composition according to one of claims 46 to 51, characterized in that the additional monomer(s) represent(s) from 1% to 30% by weight relative to the total weight of the first and/or second blocks.
  53. 53. Composition according to claim 6 or any one of the preceding claims dependent thereon, characterized in that the difference between the glass transition temperatures (Tg) of the first and second blocks is greater than 10° C., better still greater than 20° C., preferably greater than 30° C. and better still greater than 40° C.
  54. 54. Composition according to claim 9, characterized in that the block polymer has a polydispersity index of greater than or equal to 2.5 and preferably greater than or equal to 2.8.
  55. 55. Composition according to claim 54, characterized in that it has a polydispersity index of between 2.8 and 6.
  56. 56. Composition according to one of the preceding claims, characterized in that the block polymer has a weight-average mass (Mw) of less than or equal to 300 000.
  57. 57. Composition according to claim 56, characterized in that the weight-average mass (Mw) ranges from 35 000 to 200 000 and better still from 45 000 to 150 000.
  58. 58. Composition according to claim 57, characterized in that the number-average mass (Mn) is less than or equal to 70 000.
  59. 59. Composition according to one of claims 56 to 58, the number-average mass (Mn) of which ranges from 10 000 to 60 000 and better still from 12 000 to 50 000.
  60. 60. Composition according to one of the preceding claims, characterized in that the mean gloss of the composition measured at 20° is greater than or equal to 30, even better greater than or equal to 35, better still greater than or equal to 40, better still greater than or equal to 45, better still greater than or equal to 50 out of 100, better still greater than or equal to 55, better still greater than or equal to 60, better still greater than or equal to 65, better still greater than or equal to 70, or even better still greater than or equal to 75 out of 100.
  61. 61. Composition according to one of the preceding claims, characterized in that the mean gloss of the composition, once spread onto a support, measured at 60°, is greater than or equal to 50, better still greater than or equal to 60, better still greater than or equal to 65, better still greater than or equal to 70, better still greater than or equal to 75, better still greater than or equal to 80, better still greater than or equal to 85 or even better still greater than or equal to 90 out of 100.
  62. 62. Composition according to one of the preceding claims, characterized in that the mean gloss of the composition measured at 20° is greater than or equal to 35, preferably 40, 45 or 50 out of 100, and/or the gloss of the composition measured at 60° is greater than or equal to 65, 70 or 75 out of 100.
  63. 63. Composition according to one of the preceding claims, characterized in that the gloss of the composition measured at 20° is greater than or equal to 60, preferably 65, 70 or 75 out of 100, and/or the gloss of the composition measured at 60° is greater than or equal to 80, 85 or 90 out of 100.
  64. 64. Composition according to one of the preceding claims, characterized in that it comprises from 0.1% to 60% by weight of active material, preferably from 5% to 50% by weight and more preferably from 10% to 40% by weight, of polymer.
  65. 65. Cosmetic composition according to any one of the preceding claims, characterized in that it also comprises one or more dyestuffs chosen from water-soluble dyes and pulverulent dyestuffs, such as pigments, nacres and flakes.
  66. 66. Cosmetic composition according to any one of the preceding claims, characterized in that it is in the form of a suspension, a dispersion, a solution, a gel, an emulsion, especially an oil-in-water (O/W) or water-in-oil (W/O) emulsion, or a multiple emulsion (W/O/W or polyol/O/W or O/w/O), or in the form of a cream, a mousse, a dispersion of vesicles, especially of ionic or nonionic lipids, a two-phase or multi-phase lotion, or a paste, especially a soft paste or an anhydrous paste.
  67. 67. Cosmetic composition according to any one of the preceding claims, characterized in that it is in anhydrous form.
  68. 68. Cosmetic composition according to any one of the preceding claims, characterized in that it is a makeup or care composition for keratin materials.
  69. 69. Cosmetic composition according to one of the preceding claims, characterized in that it is a lip makeup product.
  70. 70. Cosmetic composition according to one of the preceding claims, characterized in that it is an eye makeup product.
  71. 71. Cosmetic composition according to one of the preceding claims, characterized in that it is a nail makeup product.
  72. 72. Cosmetic assembly comprising:
    a) a container delimiting at least one compartment, the said container being closed by a closing member; and
    b) a composition placed inside the said compartment, the composition being in accordance with any one of the preceding claims.
  73. 73. Cosmetic assembly according to claim 72, characterized in that the container is at least partially formed from at least one thermoplastic material.
  74. 74. Cosmetic assembly according to claim 72, characterized in that the container is at least partially formed from at least one non-thermoplastic material, especially from glass or metal.
  75. 75. Assembly according to any one of claims 72 to 74, characterized in that, in the closed position of the container, the closing member is screwed onto the container.
  76. 76. Assembly according to any one of claims 72 to 74, characterized in that, in the closed position of the container, the closing member is coupled to the container other than by screwing, especially by click-fastening, bonding or welding.
  77. 77. Assembly according to any one of claims 72 to 76, characterized in that the composition is substantially at atmospheric pressure inside the compartment.
  78. 78. Assembly according to any one of claims 72 to 76, characterized in that the composition is pressurized inside the container.
  79. 79. Cosmetic process for making up or caring for keratin materials, comprising the application to the keratin materials of a cosmetic composition according to one of claims 1 to 71.
US10529218 2002-09-26 2003-09-26 Glossy liquid composition comprising a sequenced polymer Abandoned US20060115444A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
FR0211949 2002-09-26
FR0211949 2002-09-26
FR0216437 2002-12-20
FR0216437 2002-12-20
FR0306121 2003-05-21
FR0306121 2003-05-21
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US10670388 Abandoned US20040120906A1 (en) 2002-09-26 2003-09-26 Nail varnish composition comprising a block polymer
US10528699 Abandoned US20060134032A1 (en) 2002-09-26 2003-09-26 Nail varnish composition comprising a sequenced polymer
US10528835 Active 2028-09-08 US8992903B2 (en) 2002-09-26 2003-09-26 Composition comprising at least one block polymer and at least one gelling agent
US10529218 Abandoned US20060115444A1 (en) 2002-09-26 2003-09-26 Glossy liquid composition comprising a sequenced polymer
US10529265 Active 2029-03-28 US9017704B2 (en) 2002-09-26 2003-09-26 Composition comprising a block polymer and a film-forming agent
US10528698 Abandoned US20060127334A1 (en) 2002-09-26 2003-09-26 Lipstick comprising a sequenced polymer
US10529267 Abandoned US20060099164A1 (en) 2002-09-26 2003-09-26 Composition for coating keratin fibres, comprising a high dry extract that contains a sequenched polymer
US10529318 Expired - Fee Related US7875265B2 (en) 2002-09-26 2003-09-26 Cosmetic composition comprising a sequenced polymer and a plasticizer
US10529264 Abandoned US20060147403A1 (en) 2002-09-26 2003-09-26 Non-transfer cosmetic composition comprising a sequenced polymer
US10529266 Abandoned US20060134051A1 (en) 2002-09-26 2003-09-26 Glossy non-transfer composition comprising a sequenced polymer

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US10670388 Abandoned US20040120906A1 (en) 2002-09-26 2003-09-26 Nail varnish composition comprising a block polymer
US10528699 Abandoned US20060134032A1 (en) 2002-09-26 2003-09-26 Nail varnish composition comprising a sequenced polymer
US10528835 Active 2028-09-08 US8992903B2 (en) 2002-09-26 2003-09-26 Composition comprising at least one block polymer and at least one gelling agent

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US10528698 Abandoned US20060127334A1 (en) 2002-09-26 2003-09-26 Lipstick comprising a sequenced polymer
US10529267 Abandoned US20060099164A1 (en) 2002-09-26 2003-09-26 Composition for coating keratin fibres, comprising a high dry extract that contains a sequenched polymer
US10529318 Expired - Fee Related US7875265B2 (en) 2002-09-26 2003-09-26 Cosmetic composition comprising a sequenced polymer and a plasticizer
US10529264 Abandoned US20060147403A1 (en) 2002-09-26 2003-09-26 Non-transfer cosmetic composition comprising a sequenced polymer
US10529266 Abandoned US20060134051A1 (en) 2002-09-26 2003-09-26 Glossy non-transfer composition comprising a sequenced polymer

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US20040120906A1 (en) * 2002-09-26 2004-06-24 Beatrice Toumi Nail varnish composition comprising a block polymer
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FR3030261B1 (en) * 2014-12-18 2017-01-13 Oreal A composition comprising polymer particles stabilized and a hydrophobic film-forming polymer
WO2017217983A1 (en) * 2016-06-15 2017-12-21 Mycone Dental Supply Co., Inc. One part acrylic nail formulation
FR3052972A1 (en) * 2016-06-23 2017-12-29 Oreal Method for elongation and / or densification of the fibers

Citations (88)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6180123B2 (en) *
US2781354A (en) * 1956-03-26 1957-02-12 John J Mccabe Jr Imidazoline derivatives and process
US3673160A (en) * 1970-02-12 1972-06-27 Rhodiaceta Process for producing brilliant sulfonated polyamide-imide fibers and such fibers so produced
US3802841A (en) * 1971-06-14 1974-04-09 Rhone Poulenc Textile Nitro aromatic hydrocarbon,amino nitro aromatic & nitro aromatic phosphine oxides on aromatic polyamide-imide as light fading inhibitors for dyes thereon
US3937811A (en) * 1973-06-08 1976-02-10 Societe Anonyme Dite: L'oreal Fatty compositions for use in cosmetic makeup compositions and said cosmetic makeup compositions
US4030512A (en) * 1974-12-30 1977-06-21 Societe Anonyme Dite: L'oreal Hair lacquer or setting lotion containing bi- or tri-sequenced copolymer
US4031307A (en) * 1976-05-03 1977-06-21 Celanese Corporation Cationic polygalactomannan compositions
US4032628A (en) * 1970-04-07 1977-06-28 Societe Anonyme Dite: L'oreal Cosmetic emulsion compositions including black polymer emulsifiers
US4152416A (en) * 1976-09-17 1979-05-01 Marra Dorothea C Aerosol antiperspirant compositions delivering astringent salt with low mistiness and dustiness
US4425326A (en) * 1980-04-01 1984-01-10 Societe Anonyme Dite : L'oreal Anhydrous nail varnishes
US4509949A (en) * 1983-06-13 1985-04-09 The B. F. Goodrich Company Water thickening agents consisting of copolymers of crosslinked acrylic acids and esters
US4728571A (en) * 1985-07-19 1988-03-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer release coating sheets and adhesive tapes
US4981902A (en) * 1989-08-07 1991-01-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer non-pressure sensitive topical binder composition and method of coating therewith
US4981903A (en) * 1989-08-07 1991-01-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafter copolymer topical binder composition with novel hydrophilic monomers and method of coating therewith
US5000937A (en) * 1987-10-28 1991-03-19 L'oreal Transparent cosmetic composition that reflects infrared radiation and its use for protecting the human epidermis against infrared radiation
US5110582A (en) * 1981-03-25 1992-05-05 Basf Aktiengesellschaft Hair-setting preparation
US5209924A (en) * 1989-08-07 1993-05-11 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith
US5219560A (en) * 1989-03-20 1993-06-15 Kobayashi Kose Co., Ltd. Cosmetic composition
US5391631A (en) * 1992-06-25 1995-02-21 Basf Aktiengesellschaft Vinyl polymers produced by a two-stage procedure and their use as surface coating binders
US5492426A (en) * 1993-02-22 1996-02-20 L'oreal Deformable applicator with capillary feed
US5519063A (en) * 1991-07-25 1996-05-21 L'oreal Oily cosmetic composition containing, as a thickener, an association of two copolymers and optionally containing an amphiphilic rheology corrector
US5711940A (en) * 1993-10-01 1998-01-27 Lvmh Recherche Stable microdispersions and microgels based on acrylic polymers, method for obtaining them and compositions, particularly cosmetic compositions, containing them
US5725882A (en) * 1992-05-12 1998-03-10 Minnesota Mining And Manufacturing Company Vinyl-silicone copolymers in cosmetics and personal care products
US5736125A (en) * 1997-01-10 1998-04-07 National Starch And Chemical Investment Holding Corporation Compositions containing copolymers as a thickening agent
US5747013A (en) * 1994-01-17 1998-05-05 L'oreal Makeup cosmetic composition in the form of a mascara containing at least a wax and a pseudo-latex of cellulose derivatives
US5756635A (en) * 1991-12-24 1998-05-26 Rhone-Poulenc Fibres Process for spinning from solution of polyamide-imides (PAI) based on tolylene or met-phenylene diisocyanates and fibres thus obtained
US5772347A (en) * 1994-12-06 1998-06-30 L'oreal Dispenser for a product with a liquid-to-pasty consistency
US5879095A (en) * 1994-12-06 1999-03-09 L'oreal Dispenser for a product of liquid-to-pasty consistency, equipped with an application tip
US5897870A (en) * 1996-09-20 1999-04-27 Basf Aktiengesellschaft Aqeous or aqueous-alcoholic hair-cosmetic formulation
US6033650A (en) * 1995-06-26 2000-03-07 Revlon Consumer Products Corporation Glossy transfer resistant cosmetic compositions
US6059473A (en) * 1994-07-12 2000-05-09 L'oreal Applicator for applying a liquid cosmetic product and make-up assembly provided with such an applicator
US6074654A (en) * 1995-11-07 2000-06-13 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6174968B1 (en) * 1999-08-24 2001-01-16 Shell Oil Company Oil gel formulations containing polysiloxane block copolymers dissolved in hydrogenated silicone oils
US6180123B1 (en) * 1998-04-21 2001-01-30 L'oreal Composition for topical application comprising an olefin copolymer of controlled crystallization and use of such a copolymer in the manufacture of compositions for topical application
US6197883B1 (en) * 1999-06-03 2001-03-06 Ppg Industries Ohio, Inc. Thermosetting coating compositions containing flow modifiers prepared by controlled radical polymerization
US6225390B1 (en) * 1998-05-08 2001-05-01 Shell Oil Company Oil gel formulations containing polystyrene-polydimethylsiloxane or polyethylene-polydimethylsiloxane block copolymers dissolved in siloxane monomers
US6228946B1 (en) * 1998-07-03 2001-05-08 Kuraray Co., Ltd. Block copolymer and polymer composition comprising the same
US6228967B1 (en) * 1996-05-22 2001-05-08 Mona Industries, Inc. Organosilicone having a carboxyl functional group thereon
US6238679B1 (en) * 1998-03-09 2001-05-29 L'oreal S.A. Film-forming composition comprising a polyurethane in aqueous dispersion and a plasticizer
US6342237B1 (en) * 1999-07-08 2002-01-29 L'oréal Make-up composition comprising fibers
US20020015611A1 (en) * 2000-03-16 2002-02-07 Gilles Blondeel Device for packaging and applying a cosmetic or care product
US20020018759A1 (en) * 2000-05-04 2002-02-14 Pagano Frank Charles Nail enamel compositions, related methods, and a two component kit for painting the nails
US20020020424A1 (en) * 1999-07-21 2002-02-21 Gueret Jean-Louis H. Applicator system and method
US20020035237A1 (en) * 1999-01-04 2002-03-21 Lawson Nelson E. Structured composition containing tertiary amide-terminated polyamide for personal care products
US20020055562A1 (en) * 1998-10-29 2002-05-09 Butuc S. Gina Gel compositions
US20020054783A1 (en) * 1997-04-15 2002-05-09 L'oreal Unit for packaging and applying a liquid product
US20020061319A1 (en) * 2000-09-29 2002-05-23 Pascale Bernard Film-forming cosmetic composition
US20020064539A1 (en) * 1998-02-11 2002-05-30 L' Oreal Cosmetic or dermatological composition contacting at least one natural or recombinant spider silk or an analog
US20030003154A1 (en) * 2001-05-04 2003-01-02 L'oreal Composition comprising at least one first semi-crystalline polymer and at least one second film-forming polymer
US20030017124A1 (en) * 2001-04-10 2003-01-23 L'oreal Two-coat make-up product containing a goniochromatic pigment and monochrome pigment, and make-up kit containing this product
US20030017182A1 (en) * 2000-11-10 2003-01-23 Florence Tournilhac Cosmetic composition structured by a thermotropic liquid crystal polymer
US20030021815A9 (en) * 2000-09-28 2003-01-30 Jean Mondet Cosmetic compositions comprising at least one continuous liquid fatty phase structured with polyurethanes, polyurethaneureas, and polyureas
US20030024074A1 (en) * 2001-08-01 2003-02-06 Hartman Paul H. Biconcave connector for tubular assemblies and tool handles
US6518364B2 (en) * 2000-09-28 2003-02-11 Symyx Technologies, Inc. Emulsion living-type free radical polymerization, methods and products of same
US20030039621A1 (en) * 2001-04-10 2003-02-27 L'oreal Two-coat make-up product, its use and a kit containing the make-up product
US6531535B2 (en) * 1999-01-29 2003-03-11 Bayer Aktigensellschaft Aqueous copolymers, a process for their preparation and their use in coating compositions
US20030059392A1 (en) * 2001-07-18 2003-03-27 L'oreal Composition for topical use containing a diblock polymer
US6552146B1 (en) * 1999-04-06 2003-04-22 L'oreal S.A. Composition comprising polymers having a star structure, the polymers, and their use
US20040009136A1 (en) * 2002-05-31 2004-01-15 L'oreal Aqueous hair treatment compositions, thickened with an amphiphilic linear block copolymer
US20040013625A1 (en) * 2002-07-22 2004-01-22 Mohamed Kanji Compositions comprising at least one heteropolymer and fibers, and methods of using the same
US6692733B1 (en) * 1999-04-06 2004-02-17 L'oreal Composition comprising polymers having a star structure, the polymers, and their use
US20040039101A1 (en) * 2002-05-31 2004-02-26 Claude Dubief Washing compositions comprising at least one amphiphilic block copolymer and at least one cationic or amphoteric polymer
US20040052752A1 (en) * 2000-07-18 2004-03-18 Henri Samain Cosmetic composition containing a block copolymer consisting of blocks with different refractive indices
US20040052745A1 (en) * 2000-07-13 2004-03-18 Pascale Bernard Long-lasting make-up kit and method
US20040077788A1 (en) * 2002-07-19 2004-04-22 Cid Centro De Investigacion Y Desarrollo Tecnologico, S.A. De. C.V. Block copolymers containing functional groups
US20040091444A1 (en) * 2000-12-01 2004-05-13 Loeffler Matthias Decorative cosmetic and dermatological products
US20040097657A1 (en) * 2000-12-01 2004-05-20 Roman Morschhaeuser Acryoyldimethyltaurine acid-based grafted copolymers
US20040096411A1 (en) * 2000-10-03 2004-05-20 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Cosmetic and personal care compositions
US20040093676A1 (en) * 2001-04-03 2004-05-20 Laurent Vidal Novel dyeing composition for dyeing keratinous fibres comprising a particular dicationic monoazo dye
US20040096409A1 (en) * 2000-12-01 2004-05-20 Matthias Loeffler Deodorants and anti-perspirants
US20050020779A1 (en) * 2001-11-29 2005-01-27 Nathalie Mougin Block ethylenic copolymers cosmetic compositions containing them and cosmetic use of these copolymers
US20050032998A1 (en) * 2000-12-01 2005-02-10 Roman Morschhaeuser Cationically modified comb polymers based on acryloyldimethyl taurine acid
US6881780B2 (en) * 1995-06-19 2005-04-19 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
US20050089536A1 (en) * 2000-12-01 2005-04-28 Matthias Loffler Use of comb copolymers based on acryloyldimethyltaurine acid in cosmetic, pharmaceutical and dermatological products
US20050095213A1 (en) * 2003-09-26 2005-05-05 Xavier Blin Two-coat cosmetic product, cosmetic process of using thereof and makeup kit containing this product
US6891011B2 (en) * 2000-12-01 2005-05-10 Clariant Gmbh Comb-shaped copolymers based on acryloyldimethyltaurine acid
US20050106197A1 (en) * 2003-09-26 2005-05-19 Xavier Blin Cosmetic composition comprising a block polymer and a non-volatile silicone oil
US7022791B2 (en) * 2000-12-01 2006-04-04 Clarient Gmbh Cosmetic, pharmaceutical and dermatological products containing an electrolyte
US7025973B2 (en) * 2000-12-01 2006-04-11 Clariant Gmbh Acid cosmetic, dermatological and pharmaceutical agents
US20060093568A1 (en) * 2002-09-26 2006-05-04 Xavier Blin Composition comprising a block polymer and a film-forming agent
US20060099231A1 (en) * 2002-09-06 2006-05-11 De La Poterie Valerie Make-up composition for keratin fibres such as eyelashes
US7053146B2 (en) * 2000-12-01 2006-05-30 Clariant Gmbh Compositions containing copolymers based on acryloyldimethyl aminoethylsulfonic acid and synergistic additives
US20070003506A1 (en) * 2001-11-29 2007-01-04 L'oreal Adhesive block ethylenic copolymers, cosmetic compositions containing them and cosmetic use of these copolymers
US7176170B2 (en) * 2002-05-31 2007-02-13 L'oreal Shampoo comprising at least one silicone and at least one anionic or nonionic, amphiphilic linear block copolymer
US7186774B2 (en) * 2000-12-01 2007-03-06 Clariant Produkte (Deutschland) Gmbh Silicone-modified comb polymers based on acryloyldimethyltaurine acid (2-acrylamido-2-methyl-1-propanesulfonic acid)
US7332155B2 (en) * 2000-12-01 2008-02-19 Clariant Produkte (Deutschland) Gmbh Surfactant-containing cosmetic, dermatological and pharmaceutical agents
US20080050329A1 (en) * 2004-01-13 2008-02-28 De La Poterie Valerie Composition for Coating Keratin Fibres Comprising a Block Polymer and Fibres
US20080069793A1 (en) * 2000-12-01 2008-03-20 Clariant Produkte (Deutschland) Gmbh Surfactant-free cosmetic, dermatological and pharmaceutical agents

Family Cites Families (195)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US811910A (en) * 1903-03-12 1906-02-06 Albert H Emery Cartridge.
BE380814A (en) 1930-06-26
US2528378A (en) 1947-09-20 1950-10-31 John J Mccabe Jr Metal salts of substituted quaternary hydroxy cycloimidinic acid metal alcoholates and process for preparation of same
US2723248A (en) 1954-10-01 1955-11-08 Gen Aniline & Film Corp Film-forming compositions
FR1222944A (en) 1958-04-15 1960-06-14 Hoechst Ag graft polymers and their method of preparation
FR1400366A (en) 1963-05-15 1965-05-28 Oreal New compounds that can be used especially for the treatment of hair
US4129711A (en) 1965-03-03 1978-12-12 L'oreal Polymers comprising vinyl esters-crotonic acid
US3925542A (en) 1965-03-03 1975-12-09 Oreal Hair lacquer and wave setting compositions containing vinyl acetate-crotonic acid-containing polymers
FR1517743A (en) * 1966-08-03 1968-03-22 Oreal New copolymers and cosmetic compositions containing these copolymers
NL136457C (en) 1967-03-23
LU54202A1 (en) 1967-07-28 1969-03-24
US3910862A (en) 1970-01-30 1975-10-07 Gaf Corp Copolymers of vinyl pyrrolidone containing quarternary ammonium groups
DE2103898C2 (en) 1970-01-30 1983-07-28 Gaf Corp
FR2079785A5 (en) 1970-02-12 1971-11-12 Rhodiaceta Lustrous polyamide-imide based fibres by new process
LU60676A1 (en) 1970-04-07 1972-02-10
US3836537A (en) 1970-10-07 1974-09-17 Minnesota Mining & Mfg Zwitterionic polymer hairsetting compositions and method of using same
FR2140977A5 (en) 1971-10-26 1973-01-19 Oreal Sequenced polymers - from lipophilic and hydrophilic monomers for cosmetic use
CA981183A (en) 1972-04-14 1976-01-06 Albert L. Micchelli Hair fixing compositions
LU65552A1 (en) 1972-06-20 1973-12-27
USRE29871E (en) 1973-06-08 1978-12-26 L'oreal Fatty compositions for use in cosmetic makeup compositions and said cosmetic makeup compositions
LU69760A1 (en) 1974-04-01 1976-03-17
US4070533A (en) * 1974-04-01 1978-01-24 L'oreal Terpolymer of (a) crotonic acid (b) vinyl acetate and (c) allyl or methallyl esters
LU69759A1 (en) 1974-04-01 1976-03-17
US4076912A (en) * 1974-04-01 1978-02-28 L'oreal Tetrapolymers comprising (a) unsaturated acids (b) vinyl esters (c) branched allyl or methallyl esters and (d) vinyl ether or vinyl fatty ester or linear allyl or methallyl esters
US3915921A (en) 1974-07-02 1975-10-28 Goodrich Co B F Unsaturated carboxylic acid-long chain alkyl ester copolymers and tri-polymers water thickening agents and emulsifiers
JPS6213364B2 (en) 1976-04-06 1987-03-26 Oreal
FR2360615B1 (en) 1976-04-06 1981-02-13 Oreal
GB1572837A (en) * 1976-05-06 1980-08-06 Berger Jenson & Nicholson Ltd Coating composition
FR2357241B2 (en) 1976-07-08 1982-01-08 Oreal
LU75371A1 (en) 1976-07-12 1978-02-08
LU75370A1 (en) 1976-07-12 1978-02-08
US4128631A (en) 1977-02-16 1978-12-05 General Mills Chemicals, Inc. Method of imparting lubricity to keratinous substrates and mucous membranes
US4165367A (en) 1977-06-10 1979-08-21 Gaf Corporation Hair preparations containing vinyl pyrrolidone copolymer
CA1091160A (en) 1977-06-10 1980-12-09 Paritosh M. Chakrabarti Hair preparation containing vinyl pyrrolidone copolymer
US4223009A (en) 1977-06-10 1980-09-16 Gaf Corporation Hair preparation containing vinyl pyrrolidone copolymer
US4131576A (en) 1977-12-15 1978-12-26 National Starch And Chemical Corporation Process for the preparation of graft copolymers of a water soluble monomer and polysaccharide employing a two-phase reaction system
FR2439798B1 (en) 1978-10-27 1981-03-27 Oreal
US4296053A (en) * 1979-05-24 1981-10-20 Brown Group, Inc. Method of making foamed plastisol insoles for shoes
DE3273489D1 (en) 1981-11-30 1986-10-30 Ciba Geigy Ag Mixtures of quaternary polymeric acrylic ammonium salts, quaternary mono- or oligomeric ammonium salts and surfactants, their preparation and their use in cosmetic compositions
US4459249A (en) * 1982-01-22 1984-07-10 Inoue Mtp Kabushiki Kaisha Method of manufacturing a foamed protective and decorative molding for an automobile
US4524037A (en) * 1982-08-16 1985-06-18 Michel Marc Method and apparatus for forming a flexible thermoplastic resin foam article using an RF field
US4525231A (en) * 1983-06-08 1985-06-25 Voplex Corporation Method of making cushioned automotive strap handle
US4514552A (en) 1984-08-23 1985-04-30 Desoto, Inc. Alkali soluble latex thickeners
US4592426A (en) * 1984-12-10 1986-06-03 Hughes Tool Company Upper termination with sliding sleeve seals
DE3677525D1 (en) 1985-08-12 1991-03-21 Allied Colloids Ltd polymeric thickening agents and their preparation.
US4693935A (en) 1986-05-19 1987-09-15 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer pressure sensitive adhesive composition and sheet materials coated therewith
JPH078505B2 (en) * 1986-07-30 1995-02-01 株式会社イノアックコ−ポレ−ション Method of manufacturing a plastic foam
FR2607373B1 (en) 1986-11-28 1989-02-24 Oreal Brush for applying mascara on the eyelashes
US5266321A (en) 1988-03-31 1993-11-30 Kobayashi Kose Co., Ltd. Oily make-up cosmetic comprising oil base and silicone gel composition
JPH0466446B2 (en) 1987-06-16 1992-10-23 Dow Corning Toray Silicone
EP0320218A3 (en) 1987-12-11 1990-04-25 THE PROCTER &amp; GAMBLE COMPANY Low glass transition temperature adhesive copolymers for use in hair styling products
US5061481A (en) 1989-03-20 1991-10-29 Kobayashi Kose Co., Ltd. Cosmetic composition having acryl-silicone graft copolymer
US5156911A (en) 1989-05-11 1992-10-20 Landec Labs Inc. Skin-activated temperature-sensitive adhesive assemblies
DE69006556D1 (en) 1989-08-07 1994-03-24 Procter & Gamble Hair conditioning and hair styling agents.
EP0412704B1 (en) 1989-08-07 1999-04-28 THE PROCTER &amp; GAMBLE COMPANY Hair conditioning and styling compositions
US4972037A (en) 1989-08-07 1990-11-20 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith
FR2685354B1 (en) 1991-12-24 1996-03-29 Rhone Poulenc Fibres Process for spinning solutions of polyamide-imides (PAI) based on toluylene diisocyanates or metaphenylene and fibers thus obtained.
US6258916B1 (en) 1991-12-24 2001-07-10 Rhone-Poulenc Fibres Process for spinning from solution of polyamide-imides (PAI) based on tolylene or meta-phenylene diisocyanates and fibers thus obtained
JP3098604B2 (en) 1992-02-13 2000-10-16 株式会社コーセー Lipstick overcoat
ES2089822T3 (en) 1992-05-12 1996-10-01 Minnesota Mining & Mfg Polymers for cosmetics and personal care products.
CA2135186A1 (en) 1992-05-15 1993-11-25 Peter M. Torgerson Adhesive agent containing polysiloxane-grafted polymer, and cosmetic compositions thereof
DE69332875T2 (en) 1992-07-28 2003-12-04 Mitsubishi Chem Corp A hair cosmetic composition
DE4225045A1 (en) 1992-07-29 1994-02-03 Basf Ag include use of water-soluble or water-dispersible polyurethanes as auxiliaries in cosmetic and pharmaceutical preparations and polyurethanes Polymilchsäurepolyole copolymerized form
JP3393903B2 (en) 1992-11-30 2003-04-07 株式会社資生堂 Makeup cosmetics
US6663885B1 (en) 1993-03-15 2003-12-16 A. Natterman & Cie Gmbh Aqueous liposome system and a method for the preparation of such a liposome system
JP3214674B2 (en) 1993-03-26 2001-10-02 出光興産株式会社 Novel styryl compounds, their production and an organic electroluminescence device comprising the same
EP0619111B2 (en) 1993-04-06 2005-09-14 National Starch and Chemical Investment Holding Corporation Use of polyurethanes with carboxylate functionality for hair fixative applications
US5374388A (en) * 1993-04-22 1994-12-20 Lockheed Corporation Method of forming contoured repair patches
US5476901A (en) 1993-06-24 1995-12-19 The Procter & Gamble Company Siloxane modified polyolefin copolymers
US5472798A (en) 1993-07-16 1995-12-05 Nissan Motor Co., Ltd. Coloring structure having reflecting and interfering functions
FR2708615B1 (en) 1993-08-04 1995-09-15 Oreal New polyester-polyurethanes, their preparation process, pseudo-latex produced from said polyester polyurethanes and their use in cosmetic compositions.
US6106813A (en) 1993-08-04 2000-08-22 L'oreal Polyester polyurethanes, process for preparing them, produced from the said polyester polyurethanes and their use in cosmetic compositions
EP0715638B1 (en) 1993-08-23 2000-05-24 THE PROCTER &amp; GAMBLE COMPANY Silicone grafted thermoplastic elastomeric copolymers and hair and skin care compositions containing the same
FR2710552B1 (en) 1993-09-30 1995-12-22 Lvmh Rech Use of acrylic block copolymers as wetting and / or dispersing solid particles and dispersions derived therefrom.
FR2711059B1 (en) 1993-10-15 1996-02-02 Oreal Cosmetic composition in the form of aqueous nail varnishes, colored or colorless, containing as film-forming substance of the anionic polyester-polyurethane particles in a dispersed state.
DE69426887D1 (en) * 1993-10-18 2001-04-19 Procter & Gamble Lipsticks, not sweat out the oil shares
JP3410189B2 (en) 1993-12-28 2003-05-26 株式会社コーセー Eye makeup cosmetics
FR2715306B1 (en) 1994-01-25 1996-03-15 Oreal Cosmetic or dermopharmaceutical composition in the form of a soft paste and process for preparing said composition.
US6160054A (en) 1995-05-08 2000-12-12 Fmc Corporation Hetero-telechelic polymers and processes for making same
JPH07309721A (en) 1994-05-17 1995-11-28 Kao Corp Two-pack type nail-beautifying agent
JP3166482B2 (en) 1994-06-07 2001-05-14 日産自動車株式会社 Coloring structure having a reflection interference effects
FR2724843B1 (en) * 1994-09-28 1997-02-21
JPH08119836A (en) 1994-10-21 1996-05-14 Nippon Oil & Fats Co Ltd Cosmetic composition for nail
FR2727609B1 (en) 1994-12-06 1997-01-10 Oreal A dispensing assembly for applying a liquid product pasty consistency
US5686067A (en) 1995-01-05 1997-11-11 Isp Investments Inc. Low voc hair spray compositions
FR2733683B1 (en) 1995-05-05 1997-06-06 Oreal Nail varnish composition comprising a crosslinked polyester
US5747017A (en) * 1995-05-15 1998-05-05 Lip-Ink International Lip cosmetic
DE69605418D1 (en) 1995-06-15 2000-01-05 Raychem Ltd Gels made from triblockkopolymeren
FR2736057B1 (en) 1995-06-27 1997-08-01 Oreal Polycondensates sequences polyurethanes and / or polyureas silicone grafts, cosmetic compositions containing them and uses
DE69625857T2 (en) 1995-06-30 2003-11-06 Chiba Flour Milling Silicone derivatives, their preparation and use
WO1997017057A1 (en) 1995-11-07 1997-05-15 The Procter & Gamble Company Compositions and methods for improving the performance of long-wearing cosmetic products
US5690918A (en) 1995-12-19 1997-11-25 Maybelline, Inc. Solvent-based non-drying lipstick
FR2743297B1 (en) 1996-01-05 1998-03-13 Oreal Cosmetic composition has basic ionizable polycondensates multiblock polysiloxane / polyurethane and / or polyurea in solution and use
FR2745174B1 (en) 1996-02-22 1998-04-30 Oreal Cosmetic composition for fixing and brilliance
JP3605938B2 (en) 1996-03-29 2004-12-22 株式会社コーセー Eyelash cosmetic
US5849318A (en) 1996-06-26 1998-12-15 Kao Corporation Oil-based solid cosmetic composition
US5783657A (en) 1996-10-18 1998-07-21 Union Camp Corporation Ester-terminated polyamides of polymerized fatty acids useful in formulating transparent gels in low polarity liquids
JP3814032B2 (en) * 1996-11-01 2006-08-23 チッソ株式会社 Molding
CA2220033A1 (en) 1996-11-26 1998-05-26 L'oreal Non-transfer topical composition containing a fluorinated or silicone compound and offering improved comfort, its use
FR2756176B1 (en) 1996-11-26 1998-12-18 Oreal Cosmetic composition comprising a fluorinated compound and having improved comfort
FR2758083B1 (en) 1997-01-03 1999-02-05 Oreal Cosmetic and / or dermatological composition containing a dispersion of a polymer system and using this system as tensor
CA2249478A1 (en) 1997-01-20 1998-07-23 L'oreal Cosmetic composition containing as coating agent keratinous fibre a film-forming mixture consisting of polymer particles capable of being film-formed and particles not capable of being film-formed
US6140431A (en) 1997-02-27 2000-10-31 Rohm And Haas Company Process for preparing continuously variable-composition copolymers
US6433068B1 (en) 1997-03-07 2002-08-13 David S. Morrison Hydrocarbon gels as suspending and dispersing agents and products
JP4149522B2 (en) * 1997-03-26 2008-09-10 エイヴォン プロダクツ,インク. Wear-resistant cosmetics
US6303105B1 (en) 1997-03-26 2001-10-16 Avon Products, Inc. Cosmetic composition for imparting wear resistance and shine
US6267951B1 (en) 1997-03-26 2001-07-31 Avon Products, Inc. Cosmetic composition for the nails and hair
US5879670A (en) 1997-03-31 1999-03-09 Calgon Corporation Ampholyte polymers for use in personal care products
US6165457A (en) 1997-05-12 2000-12-26 The Procter & Gamble Company Personal care compositions containing toughened grafted polymers
DE69839333T2 (en) 1997-05-30 2009-07-09 Shiseido Co. Ltd. A copolymer composition containing the silyl group-having reactive and process for use
US6153206A (en) * 1997-08-27 2000-11-28 Revlon Consumer Products Corporation Cosmetic compositions
JPH11100307A (en) 1997-09-29 1999-04-13 Kao Corp Film-forming agent and cosmetic
JPH11124312A (en) 1997-10-20 1999-05-11 Shiseido Co Ltd Pack cosmetic and its treatment
FR2774587B1 (en) 1998-02-09 2000-03-10 Oreal Utilization of a wax microdispersion in a cosmetic or dermatological composition
FR2775566B1 (en) 1998-03-03 2000-05-12 Oreal Stick-carrying cup and packaging assembly for a makeup product having the
FR2776509B1 (en) 1998-03-31 2001-08-10 Oreal Topical composition containing a fatty acid ester or alcohol branched C24 to c28
FR2782003B1 (en) 1998-08-10 2000-10-13 Oreal makeup composition or transferred without basic care has isoparaffins and synthetic waxes FUNCTIONALISED
US6068421A (en) 1998-08-25 2000-05-30 Rexam Cosmetic Packaging, Inc. Protective shell for a cosmetic container
WO2000026285A1 (en) 1998-10-29 2000-05-11 Penreco Gel compositions
WO2000028948A1 (en) 1998-11-12 2000-05-25 The Procter & Gamble Company Cosmetic compositions
US6423306B2 (en) * 1999-02-26 2002-07-23 L'oreal Sa Cosmetic compositions containing di-block, tri-block, multi-block and radial block copolymers
FR2791042B1 (en) 1999-03-16 2001-05-04 Oreal articulated assembly PIECE
DE60042645D1 (en) 1999-03-18 2009-09-10 California Inst Of Techn New aba triblock and diblock copolymers and methods for their preparation
FR2792190B1 (en) 1999-04-16 2001-09-28 Sophim Method of manufacturing a non-greasy emollient wax-based esters
FR2792618B1 (en) 1999-04-23 2001-06-08 Oreal Device for packaging and applying a product having a wiper member comprising a slot
US6254878B1 (en) 1999-07-01 2001-07-03 E. I. Du Pont De Nemours And Company Nail polish compositions containing acrylic polymers
JP2003520063A (en) 1999-07-09 2003-07-02 ブルジヨワ Related articles and a method of manufacturing the topical composition
FR2796272B1 (en) 1999-07-15 2003-09-19 Oreal Composition without wax structured hard form a polymer
FR2796528B1 (en) 1999-07-21 2001-09-21 Oreal packaging and applicator device of a substance to the eyelashes or the eyebrows
FR2796529B1 (en) 1999-07-21 2001-09-21 Oreal packaging and applicator device of a substance to the eyelashes or the eyebrows
DE19939326A1 (en) 1999-08-19 2001-02-22 Basf Ag Aqueous cosmetic composition, e.g. nail varnish or hair setting lotion, contains an emulsion polymer with a glass transition point above room temperature and a minimum film-forming temperature below this
FR2798061A1 (en) 1999-09-07 2001-03-09 Oreal cosmetic composition comprising polymer dispersions of particles in a liquid fatty phase
US7101928B1 (en) 1999-09-17 2006-09-05 Landec Corporation Polymeric thickeners for oil-containing compositions
US6124490A (en) 1999-10-26 2000-09-26 Mona Industries, Inc. Zwitterionic siloxane polymers and ionically cross-linked polymers formed therefrom
US6309629B1 (en) 1999-12-14 2001-10-30 Avon Products, Inc. Wear resistant cosmetic compositions
EP1112735A1 (en) * 1999-12-20 2001-07-04 Avon Products, Inc. Cosmetic composition applied to the eyelashes
FR2803743B1 (en) * 2000-01-14 2005-04-15 Atofina cosmetic compositions containing aqueous polymer dispersions, film-forming in the absence of organic solvent
DE10022247A1 (en) 2000-05-08 2001-11-15 Basf Ag Polyurethane used as rheology-modifier e.g. in cosmetics or pharmaceuticals, based on di-isocyanate, polyether-polyol and long-chain mono-alcohol, -thiol or -amine
FR2809306B1 (en) 2000-05-23 2004-02-06 Oreal Cosmetic use of block ethylenic copolymers of elastic nature and compositions containing
JP4768103B2 (en) 2000-06-06 2011-09-07 日東電工株式会社 Its adhesive sheet and a pressure-sensitive adhesive composition - DOO acids and processes for their preparation
US6410005B1 (en) * 2000-06-15 2002-06-25 Pmd Holdings Corp. Branched/block copolymers for treatment of keratinous substrates
FR2810237B1 (en) 2000-06-15 2002-07-26 Oreal Film-forming cosmetic composition
US6423304B1 (en) 2000-06-15 2002-07-23 Cognis Corporation Dimerized fatty acid based polyamides useful for clear candle and gel applications
DE10029697A1 (en) 2000-06-16 2001-12-20 Basf Ag Binding composition, useful e.g. in paints and inks, or for pigmentation, comprises radical-polymerized block copolymer and non-magnetic filler
FR2811993B1 (en) 2000-07-21 2006-08-04 Oreal New cationic associative polymers and their use as thickeners
DE60132819D1 (en) 2000-10-25 2008-03-27 3M Innovative Properties Co Use of copolymer to acrylic base in cosmetics and for personal hygiene
US20020076390A1 (en) 2000-10-25 2002-06-20 3M Innovative Properties Company Acrylic-based copolymer compositions for cosmetic and personal care
FR2815847B1 (en) 2000-10-27 2002-12-13 Oreal cosmetic composition comprising fibers and wax
DE10059827A1 (en) 2000-12-01 2002-06-20 Clariant Gmbh Cosmetic and dermatological hair treatment agent
DE10059829A1 (en) 2000-12-01 2002-06-13 Clariant Gmbh Grafted comb polymers based on acryloyidimethyltaurine
DE10059826A1 (en) 2000-12-01 2002-06-13 Clariant Gmbh Cosmetic, pharmaceutical and dermatological compositions
DE10059833A1 (en) 2000-12-01 2002-06-13 Clariant Gmbh Fluorine-modified comb polymers based on Acryloyldimethylaurinsäure
JP2002201244A (en) 2000-12-28 2002-07-19 Nippon Shokubai Co Ltd Acrylic block copolymer, composition for vibration- damping material, and production method for acrylic block copolymer
US20020159960A1 (en) 2001-02-27 2002-10-31 Scancarella Neil D. Method for improving the properties of transfer resistant lip compositions and related compositions and articles
FR2823101B1 (en) 2001-04-10 2004-02-06 Oreal bilayer makeup product, its uses and makeup kit containing product
CN1280157C (en) 2001-08-21 2006-10-18 美国莱雅公司 Beauty box with virtual hinge
JP4666442B2 (en) 2001-07-27 2011-04-06 株式会社吉野工業所 Shock-absorbing container
WO2003024414A1 (en) 2001-09-13 2003-03-27 Mitsubishi Chemical Corporation Resin compositions for cosmetics and cosmetics
JP4039829B2 (en) 2001-09-13 2008-01-30 三菱化学株式会社 Cosmetic resin composition and a cosmetic using the same
FR2831430B1 (en) 2001-10-26 2004-02-06 Oreal Cosmetic composition and / or care containing a film-forming polyester-siloxane, uncrosslinked
EP1448646A2 (en) 2001-11-29 2004-08-25 L'oreal Adhesive block ethylene copolymers, cosmetic compositions containing same, and use thereof in cosmetics
FR2834458A1 (en) 2002-01-08 2003-07-11 Oreal Composition especially useful as nail varnish comprises two film-forming polymers with high and low glass transition temperatures dispersed as solid particles in an aqueous medium
JP2003286142A (en) 2002-03-29 2003-10-07 Mitsubishi Chemicals Corp Polymer composition for hair cosmetic and the resulting hair cosmetic
US20030185774A1 (en) 2002-04-02 2003-10-02 Dobbs Suzanne Winegar Cosmetic coating composition comprising carboxyalkyl cellulose ester
FR2840205B1 (en) 2002-05-31 2005-08-05 Oreal Shampoos containing at least one amphiphilic block copolymer and at least one cationic or amphoteric polymer
FR2840209B1 (en) 2002-05-31 2005-09-16 Oreal capillary aqueous composition thickened by a copolymer amphiphilic linear sequence
FR2840206B1 (en) 2002-05-31 2005-08-05 Oreal Shampoo containing at least one silicone and at least one amphiphilic copolymer linear sequence, anionic or nonionic
FR2842417B1 (en) 2002-07-19 2005-01-21 Oreal cosmetic Composition
US7923002B2 (en) 2002-09-06 2011-04-12 L'oreal S.A. Composition for coating keratin fibres comprising a tacky wax
DE60330571D1 (en) 2002-09-06 2010-01-28 Oreal Makeup for keratin fibers, in particular for batting
DE60305847T2 (en) 2002-09-06 2006-12-14 L'oreal Cosmetic composition containing a tacky wax
US7687510B2 (en) 2002-09-10 2010-03-30 Bayer Healthcare Ag Pyrimidinone derivatives as therapeutic agents against acute and chronic inflammatory, ischaemic and remodelling processes
FR2844709A1 (en) 2002-09-20 2004-03-26 Oreal Plastic, thixotropic composition, preferably for make-up or care of keratin fibers, especially mascara, containing film-forming polymer or wax and rigid, rectilinear fibers to ensure homogeneous deposition
US20060128578A9 (en) 2002-09-20 2006-06-15 Nathalie Jager Lezer Cosmetic composition comprising rigid fibres and at least one compound chosen from film-forming polymers and waxes
EP1411069B1 (en) 2002-09-26 2010-11-03 L'Oréal Block copolymers and cosmetic compositions containing such polymers
US6905696B2 (en) 2003-01-06 2005-06-14 Color Access, Inc. Alignment of enhancers in cosmetic compositions
FR2860156B1 (en) 2003-09-26 2007-11-02 Oreal Cosmetic composition comprising a tensioning agent and a polymer ethylenically particular sequence
FR2864896B1 (en) * 2004-01-13 2006-03-31 Oreal composition for coating keratin fibers, comprising a block polymer and a semicrystalline polymer
US20050220731A1 (en) * 2004-03-23 2005-10-06 Philippe Ilekti Nail varnish composition comprising at least one polymer and at least one plasticizer
DE102004014806B4 (en) * 2004-03-24 2006-09-14 Daimlerchrysler Ag Rapid technology component
US8728451B2 (en) 2004-03-25 2014-05-20 L'oreal Styling composition comprising, in a predominantly aqueous medium, a pseudo-block polymer, processes employing same and uses thereof
US20050287103A1 (en) 2004-06-08 2005-12-29 Vanina Filippi Cosmetic composition comprising at least one ester and at least one film-forming polymer
FR2871057B1 (en) 2004-06-08 2006-07-28 Oreal Cosmetic composition containing an ester and a film-forming agent
FR2876011B1 (en) 2004-10-05 2006-12-29 Oreal Method makeup of a support and kit for the implementation of such process
JP2006151867A (en) 2004-11-29 2006-06-15 Rohto Pharmaceut Co Ltd Solid lip gloss
FR2880268B1 (en) 2005-01-05 2008-10-24 Oreal gloss composition and not transfer comprising two polymer blocks
US20070134181A1 (en) 2005-12-08 2007-06-14 L'oreal Cosmetic composition comprising an ester of dimerdilinoleic acid and of polyol(s) and a silicone surfactant
FR2904320B1 (en) * 2006-07-27 2008-09-05 Oreal Polymers sequences, and their method of preparing
FR2904218B1 (en) * 2006-07-27 2012-10-05 Oreal Cosmetic composition combining a copolymer, a non-volatile oil and a glossy oil.
WO2009080958A3 (en) 2007-12-05 2010-04-22 L'oreal Cosmetic make-up and/or care method using a siloxane resin and an organopolysiloxane elastomer
ES2645387T3 (en) 2009-06-01 2017-12-05 L'oréal Cosmetic composition comprising a block polymer and a non-volatile ester oil
GB0922457D0 (en) 2009-12-23 2010-02-03 Parry Mark GPS enabled software that appraises surfing performance on a mobile device
US9192561B2 (en) 2010-05-14 2015-11-24 L'oreal Compositions containing hyperbranched polyol and acrylic film former
US8586013B2 (en) 2010-12-30 2013-11-19 L'oreal Comfortable, long-wearing, transfer-resistant colored cosmetic compositions having a non-tacky feel
US20120171139A1 (en) 2010-12-30 2012-07-05 L'oreal S.A. Comfortable, long-wearing, transfer-resistant colored cosmetic compositions

Patent Citations (100)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6180123B2 (en) *
US2781354A (en) * 1956-03-26 1957-02-12 John J Mccabe Jr Imidazoline derivatives and process
US3673160A (en) * 1970-02-12 1972-06-27 Rhodiaceta Process for producing brilliant sulfonated polyamide-imide fibers and such fibers so produced
US4032628A (en) * 1970-04-07 1977-06-28 Societe Anonyme Dite: L'oreal Cosmetic emulsion compositions including black polymer emulsifiers
US3802841A (en) * 1971-06-14 1974-04-09 Rhone Poulenc Textile Nitro aromatic hydrocarbon,amino nitro aromatic & nitro aromatic phosphine oxides on aromatic polyamide-imide as light fading inhibitors for dyes thereon
US3937811A (en) * 1973-06-08 1976-02-10 Societe Anonyme Dite: L'oreal Fatty compositions for use in cosmetic makeup compositions and said cosmetic makeup compositions
US4030512A (en) * 1974-12-30 1977-06-21 Societe Anonyme Dite: L'oreal Hair lacquer or setting lotion containing bi- or tri-sequenced copolymer
US4031307A (en) * 1976-05-03 1977-06-21 Celanese Corporation Cationic polygalactomannan compositions
US4152416A (en) * 1976-09-17 1979-05-01 Marra Dorothea C Aerosol antiperspirant compositions delivering astringent salt with low mistiness and dustiness
US4425326A (en) * 1980-04-01 1984-01-10 Societe Anonyme Dite : L'oreal Anhydrous nail varnishes
US5110582A (en) * 1981-03-25 1992-05-05 Basf Aktiengesellschaft Hair-setting preparation
US4509949A (en) * 1983-06-13 1985-04-09 The B. F. Goodrich Company Water thickening agents consisting of copolymers of crosslinked acrylic acids and esters
US4728571A (en) * 1985-07-19 1988-03-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer release coating sheets and adhesive tapes
US5000937A (en) * 1987-10-28 1991-03-19 L'oreal Transparent cosmetic composition that reflects infrared radiation and its use for protecting the human epidermis against infrared radiation
US5219560A (en) * 1989-03-20 1993-06-15 Kobayashi Kose Co., Ltd. Cosmetic composition
US4981903A (en) * 1989-08-07 1991-01-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafter copolymer topical binder composition with novel hydrophilic monomers and method of coating therewith
US4981902A (en) * 1989-08-07 1991-01-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer non-pressure sensitive topical binder composition and method of coating therewith
US5209924A (en) * 1989-08-07 1993-05-11 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith
US5519063A (en) * 1991-07-25 1996-05-21 L'oreal Oily cosmetic composition containing, as a thickener, an association of two copolymers and optionally containing an amphiphilic rheology corrector
US5756635A (en) * 1991-12-24 1998-05-26 Rhone-Poulenc Fibres Process for spinning from solution of polyamide-imides (PAI) based on tolylene or met-phenylene diisocyanates and fibres thus obtained
US5725882A (en) * 1992-05-12 1998-03-10 Minnesota Mining And Manufacturing Company Vinyl-silicone copolymers in cosmetics and personal care products
US5391631A (en) * 1992-06-25 1995-02-21 Basf Aktiengesellschaft Vinyl polymers produced by a two-stage procedure and their use as surface coating binders
US5492426A (en) * 1993-02-22 1996-02-20 L'oreal Deformable applicator with capillary feed
US5711940A (en) * 1993-10-01 1998-01-27 Lvmh Recherche Stable microdispersions and microgels based on acrylic polymers, method for obtaining them and compositions, particularly cosmetic compositions, containing them
US5747013A (en) * 1994-01-17 1998-05-05 L'oreal Makeup cosmetic composition in the form of a mascara containing at least a wax and a pseudo-latex of cellulose derivatives
US6059473A (en) * 1994-07-12 2000-05-09 L'oreal Applicator for applying a liquid cosmetic product and make-up assembly provided with such an applicator
US5772347A (en) * 1994-12-06 1998-06-30 L'oreal Dispenser for a product with a liquid-to-pasty consistency
US5879095A (en) * 1994-12-06 1999-03-09 L'oreal Dispenser for a product of liquid-to-pasty consistency, equipped with an application tip
US6881780B2 (en) * 1995-06-19 2005-04-19 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
US6033650A (en) * 1995-06-26 2000-03-07 Revlon Consumer Products Corporation Glossy transfer resistant cosmetic compositions
US6074654A (en) * 1995-11-07 2000-06-13 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6228967B1 (en) * 1996-05-22 2001-05-08 Mona Industries, Inc. Organosilicone having a carboxyl functional group thereon
US5897870A (en) * 1996-09-20 1999-04-27 Basf Aktiengesellschaft Aqeous or aqueous-alcoholic hair-cosmetic formulation
US5736125A (en) * 1997-01-10 1998-04-07 National Starch And Chemical Investment Holding Corporation Compositions containing copolymers as a thickening agent
US20020054783A1 (en) * 1997-04-15 2002-05-09 L'oreal Unit for packaging and applying a liquid product
US6692173B2 (en) * 1997-04-15 2004-02-17 L'oreal Unit for packaging and applying a liquid product
US6386781B1 (en) * 1997-04-15 2002-05-14 L'oreal Unit for packaging and applying a liquid product
US20020064539A1 (en) * 1998-02-11 2002-05-30 L' Oreal Cosmetic or dermatological composition contacting at least one natural or recombinant spider silk or an analog
US6238679B1 (en) * 1998-03-09 2001-05-29 L'oreal S.A. Film-forming composition comprising a polyurethane in aqueous dispersion and a plasticizer
US6180123B1 (en) * 1998-04-21 2001-01-30 L'oreal Composition for topical application comprising an olefin copolymer of controlled crystallization and use of such a copolymer in the manufacture of compositions for topical application
US6225390B1 (en) * 1998-05-08 2001-05-01 Shell Oil Company Oil gel formulations containing polystyrene-polydimethylsiloxane or polyethylene-polydimethylsiloxane block copolymers dissolved in siloxane monomers
US6228946B1 (en) * 1998-07-03 2001-05-08 Kuraray Co., Ltd. Block copolymer and polymer composition comprising the same
US20020055562A1 (en) * 1998-10-29 2002-05-09 Butuc S. Gina Gel compositions
US20020035237A1 (en) * 1999-01-04 2002-03-21 Lawson Nelson E. Structured composition containing tertiary amide-terminated polyamide for personal care products
US6531535B2 (en) * 1999-01-29 2003-03-11 Bayer Aktigensellschaft Aqueous copolymers, a process for their preparation and their use in coating compositions
US6552146B1 (en) * 1999-04-06 2003-04-22 L'oreal S.A. Composition comprising polymers having a star structure, the polymers, and their use
US6692733B1 (en) * 1999-04-06 2004-02-17 L'oreal Composition comprising polymers having a star structure, the polymers, and their use
US6197883B1 (en) * 1999-06-03 2001-03-06 Ppg Industries Ohio, Inc. Thermosetting coating compositions containing flow modifiers prepared by controlled radical polymerization
US6342237B1 (en) * 1999-07-08 2002-01-29 L'oréal Make-up composition comprising fibers
US20020020424A1 (en) * 1999-07-21 2002-02-21 Gueret Jean-Louis H. Applicator system and method
US6866046B2 (en) * 1999-07-21 2005-03-15 L'oréal Applicator system and method
US6174968B1 (en) * 1999-08-24 2001-01-16 Shell Oil Company Oil gel formulations containing polysiloxane block copolymers dissolved in hydrogenated silicone oils
US20050002724A1 (en) * 2000-03-16 2005-01-06 L'oreal Device for packaging and applying a cosmetic or care product
US6843611B2 (en) * 2000-03-16 2005-01-18 L'oreal Device for packaging and applying a cosmetic or care product
US20020015611A1 (en) * 2000-03-16 2002-02-07 Gilles Blondeel Device for packaging and applying a cosmetic or care product
US20020018759A1 (en) * 2000-05-04 2002-02-14 Pagano Frank Charles Nail enamel compositions, related methods, and a two component kit for painting the nails
US20040052745A1 (en) * 2000-07-13 2004-03-18 Pascale Bernard Long-lasting make-up kit and method
US20040052752A1 (en) * 2000-07-18 2004-03-18 Henri Samain Cosmetic composition containing a block copolymer consisting of blocks with different refractive indices
US6518364B2 (en) * 2000-09-28 2003-02-11 Symyx Technologies, Inc. Emulsion living-type free radical polymerization, methods and products of same
US20030021815A9 (en) * 2000-09-28 2003-01-30 Jean Mondet Cosmetic compositions comprising at least one continuous liquid fatty phase structured with polyurethanes, polyurethaneureas, and polyureas
US20020061319A1 (en) * 2000-09-29 2002-05-23 Pascale Bernard Film-forming cosmetic composition
US6890522B2 (en) * 2000-10-03 2005-05-10 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Cosmetic and personal care compositions
US20040096411A1 (en) * 2000-10-03 2004-05-20 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Cosmetic and personal care compositions
US20030017182A1 (en) * 2000-11-10 2003-01-23 Florence Tournilhac Cosmetic composition structured by a thermotropic liquid crystal polymer
US7053146B2 (en) * 2000-12-01 2006-05-30 Clariant Gmbh Compositions containing copolymers based on acryloyldimethyl aminoethylsulfonic acid and synergistic additives
US7186405B2 (en) * 2000-12-01 2007-03-06 Clariant Produkte (Deutschland) Gmbh Deodorants and anti-perspirants
US7022791B2 (en) * 2000-12-01 2006-04-04 Clarient Gmbh Cosmetic, pharmaceutical and dermatological products containing an electrolyte
US7332155B2 (en) * 2000-12-01 2008-02-19 Clariant Produkte (Deutschland) Gmbh Surfactant-containing cosmetic, dermatological and pharmaceutical agents
US20040097657A1 (en) * 2000-12-01 2004-05-20 Roman Morschhaeuser Acryoyldimethyltaurine acid-based grafted copolymers
US7025973B2 (en) * 2000-12-01 2006-04-11 Clariant Gmbh Acid cosmetic, dermatological and pharmaceutical agents
US20080069793A1 (en) * 2000-12-01 2008-03-20 Clariant Produkte (Deutschland) Gmbh Surfactant-free cosmetic, dermatological and pharmaceutical agents
US20040096409A1 (en) * 2000-12-01 2004-05-20 Matthias Loeffler Deodorants and anti-perspirants
US7186774B2 (en) * 2000-12-01 2007-03-06 Clariant Produkte (Deutschland) Gmbh Silicone-modified comb polymers based on acryloyldimethyltaurine acid (2-acrylamido-2-methyl-1-propanesulfonic acid)
US20040091444A1 (en) * 2000-12-01 2004-05-13 Loeffler Matthias Decorative cosmetic and dermatological products
US6891011B2 (en) * 2000-12-01 2005-05-10 Clariant Gmbh Comb-shaped copolymers based on acryloyldimethyltaurine acid
US20050089536A1 (en) * 2000-12-01 2005-04-28 Matthias Loffler Use of comb copolymers based on acryloyldimethyltaurine acid in cosmetic, pharmaceutical and dermatological products
US20080107617A1 (en) * 2000-12-01 2008-05-08 Clariant Produkte (Deutschland) Gmbh Surfactant-containing cosmetic, dermatological and pharmaceutical agents
US20050032998A1 (en) * 2000-12-01 2005-02-10 Roman Morschhaeuser Cationically modified comb polymers based on acryloyldimethyl taurine acid
US20040093676A1 (en) * 2001-04-03 2004-05-20 Laurent Vidal Novel dyeing composition for dyeing keratinous fibres comprising a particular dicationic monoazo dye
US20080014232A1 (en) * 2001-04-10 2008-01-17 L'oreal Two-coat make-up product, its use and a kit containing the make-up product
US20030039621A1 (en) * 2001-04-10 2003-02-27 L'oreal Two-coat make-up product, its use and a kit containing the make-up product
US20030017124A1 (en) * 2001-04-10 2003-01-23 L'oreal Two-coat make-up product containing a goniochromatic pigment and monochrome pigment, and make-up kit containing this product
US7358303B2 (en) * 2001-05-04 2008-04-15 L'Oréal, S.A. Composition comprising at least one first semi-crystalline polymer and at least one second film-forming polymer
US20030003154A1 (en) * 2001-05-04 2003-01-02 L'oreal Composition comprising at least one first semi-crystalline polymer and at least one second film-forming polymer
US20030059392A1 (en) * 2001-07-18 2003-03-27 L'oreal Composition for topical use containing a diblock polymer
US20030024074A1 (en) * 2001-08-01 2003-02-06 Hartman Paul H. Biconcave connector for tubular assemblies and tool handles
US20050020779A1 (en) * 2001-11-29 2005-01-27 Nathalie Mougin Block ethylenic copolymers cosmetic compositions containing them and cosmetic use of these copolymers
US20070003507A1 (en) * 2001-11-29 2007-01-04 L'oreal Adhesive block ethylenic copolymers, cosmetic compositions containing them and cosmetic use of these copolymers
US20070003506A1 (en) * 2001-11-29 2007-01-04 L'oreal Adhesive block ethylenic copolymers, cosmetic compositions containing them and cosmetic use of these copolymers
US7176170B2 (en) * 2002-05-31 2007-02-13 L'oreal Shampoo comprising at least one silicone and at least one anionic or nonionic, amphiphilic linear block copolymer
US20040009136A1 (en) * 2002-05-31 2004-01-15 L'oreal Aqueous hair treatment compositions, thickened with an amphiphilic linear block copolymer
US20040039101A1 (en) * 2002-05-31 2004-02-26 Claude Dubief Washing compositions comprising at least one amphiphilic block copolymer and at least one cationic or amphoteric polymer
US20040077788A1 (en) * 2002-07-19 2004-04-22 Cid Centro De Investigacion Y Desarrollo Tecnologico, S.A. De. C.V. Block copolymers containing functional groups
US20040013625A1 (en) * 2002-07-22 2004-01-22 Mohamed Kanji Compositions comprising at least one heteropolymer and fibers, and methods of using the same
US20060099231A1 (en) * 2002-09-06 2006-05-11 De La Poterie Valerie Make-up composition for keratin fibres such as eyelashes
US20060099164A1 (en) * 2002-09-26 2006-05-11 De La Poterie Valerie Composition for coating keratin fibres, comprising a high dry extract that contains a sequenched polymer
US20060093568A1 (en) * 2002-09-26 2006-05-04 Xavier Blin Composition comprising a block polymer and a film-forming agent
US20050106197A1 (en) * 2003-09-26 2005-05-19 Xavier Blin Cosmetic composition comprising a block polymer and a non-volatile silicone oil
US20050095213A1 (en) * 2003-09-26 2005-05-05 Xavier Blin Two-coat cosmetic product, cosmetic process of using thereof and makeup kit containing this product
US20080050329A1 (en) * 2004-01-13 2008-02-28 De La Poterie Valerie Composition for Coating Keratin Fibres Comprising a Block Polymer and Fibres

Cited By (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7875265B2 (en) * 2002-09-26 2011-01-25 L'oreal Cosmetic composition comprising a sequenced polymer and a plasticizer
US20080014234A1 (en) * 2002-09-26 2008-01-17 L'oreal Novel Block Polymers and Cosmetic Compositions and Processes Comprising Them
US9017704B2 (en) 2002-09-26 2015-04-28 L'oreal Composition comprising a block polymer and a film-forming agent
US8992903B2 (en) 2002-09-26 2015-03-31 L'oreal Composition comprising at least one block polymer and at least one gelling agent
US20040120906A1 (en) * 2002-09-26 2004-06-24 Beatrice Toumi Nail varnish composition comprising a block polymer
US20080014235A1 (en) * 2002-09-26 2008-01-17 L'oreal Novel Block Polymers and Cosmetic Compositions and Processes Comprising Them
US20080014158A1 (en) * 2002-09-26 2008-01-17 L'oreal Novel Block Polymers and Cosmetic Compositions and Processes Comprising Them
US7932324B2 (en) 2002-09-26 2011-04-26 L'oreal Block polymers and cosmetic compositions and processes comprising them
US7915347B2 (en) 2002-09-26 2011-03-29 L'oreal S.A. Block polymers and cosmetic compositions and processes comprising them
US7803877B2 (en) 2002-09-26 2010-09-28 L'oreal S.A. Block polymers and cosmetic compositions and processes comprising them
US20050095213A1 (en) * 2003-09-26 2005-05-05 Xavier Blin Two-coat cosmetic product, cosmetic process of using thereof and makeup kit containing this product
US8119110B2 (en) 2003-09-26 2012-02-21 L'oreal S.A. Cosmetic composition comprising a block polymer and a non-volatile silicone oil
US8728451B2 (en) 2004-03-25 2014-05-20 L'oreal Styling composition comprising, in a predominantly aqueous medium, a pseudo-block polymer, processes employing same and uses thereof
US20070196306A1 (en) * 2005-07-22 2007-08-23 Nathalie Jager Lezer Process for coating eyelashes
US8460645B2 (en) 2005-07-22 2013-06-11 L'oreal S.A. Process for coating eyelashes
US8753617B2 (en) 2005-11-09 2014-06-17 L'oréal Composition in the form of a foam for coating the eyelashes
US20070148114A1 (en) * 2005-11-09 2007-06-28 Nathalie Jager Lezer Composition in the form of a foam for coating the eyelashes
US20070207096A1 (en) * 2006-02-13 2007-09-06 Virginie Puisset Nail varnish having a gelled texture
US20080044373A1 (en) * 2006-06-13 2008-02-21 L'oreal Cosmetic composition for the lips, combining a phosphate surfactant and a silicone polymer
US8710152B2 (en) 2006-07-27 2014-04-29 L'oreal Block polymers and their process of preparation
US20080145325A1 (en) * 2006-09-13 2008-06-19 Lizabeth-Anne Coffey-Dawe Nail varnish comprising at least one resin
US20080260665A1 (en) * 2007-01-08 2008-10-23 Laurence Guerchet Nail varnish comprising at least one polycondensate and at least one polyoxyalkylene copolymer
US20100310489A1 (en) * 2007-12-05 2010-12-09 L'oreal Cosmetic makeup and/or care process using a siloxane resin and a film-forming polymer
US9023387B2 (en) 2008-12-09 2015-05-05 L'oreal Transfer-resistant emulsion containing a surfactant
US9040593B2 (en) 2008-12-16 2015-05-26 L'oreal Water-insoluble reaction product of a polyamine and an oil-soluble high carbon polar modified polymer
US9308396B2 (en) 2008-12-16 2016-04-12 L'oreal Transfer-resistant and long wear foundation in emulsion form containing oil absorbing powders
US20110020263A1 (en) * 2009-06-01 2011-01-27 L'oreal Composition containing a block polymer and a nonvolatile ester oil
US9895561B2 (en) 2009-06-01 2018-02-20 L'oreal Composition containing a block polymer and a nonvolatile ester oil
US20110038819A1 (en) * 2009-06-29 2011-02-17 L'ORéAL S.A. Composition comprising a sugar silicone surfactant and a oil-soluble polar modified polymer
US8663609B2 (en) 2009-06-29 2014-03-04 L'oreal Composition comprising a polyol, a sugar silicone surfactant and a oil-soluble polar modified polymer
US8663667B2 (en) 2009-06-29 2014-03-04 L'oreal Refreshing cream foundation in gel form
US8828366B2 (en) 2009-06-29 2014-09-09 L'oreal Hydrating cream foundation in emulsion form
US20110020261A1 (en) * 2009-06-29 2011-01-27 L'ORéAL S.A. Long wear, waterproof mascara composition with water washability
US8932566B2 (en) 2009-06-29 2015-01-13 L'oreal Composition comprising a polyol and a oil-soluble polar modified polymer
US8652451B2 (en) 2009-06-29 2014-02-18 L'oreal Composition comprising a sugar silicone surfactant and a oil-soluble polar modified polymer
US20110020257A1 (en) * 2009-06-29 2011-01-27 L'oreal S.A. Composition comprising a polyol, a sugar silicone surfactant and a oil-soluble polar modified polymer
US8597626B2 (en) 2009-06-29 2013-12-03 L'oreal Long wear, waterproof mascara composition with water washability
US8647611B2 (en) 2009-06-29 2014-02-11 L'oréal Composition containing a polyol and a reaction product
US9125468B2 (en) 2010-03-29 2015-09-08 L'oreal Device for the application of fibers to human keratinous fibers
US9192561B2 (en) 2010-05-14 2015-11-24 L'oreal Compositions containing hyperbranched polyol and acrylic film former
US8846062B2 (en) 2010-12-30 2014-09-30 L'oreal Reaction product of a polar modified polymer and an alkoxysilane and a composition containing the reaction product
US8747868B2 (en) 2010-12-30 2014-06-10 L'oreal Reaction product of a polar modified polymer and an alkoxysilane and a composition containing the reaction product
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US9345657B2 (en) 2011-12-30 2016-05-24 L'oreal Compositions containing a silicon resin and a tackifying agent
US9351919B2 (en) 2011-12-30 2016-05-31 L'oreal Compositions containing silicon resin, oil and gelling agent
US20170007510A1 (en) * 2013-12-19 2017-01-12 L'oreal Anhydrous antiperspirant composition in aerosol form comprising an antiperspirant active agent and a water-insoluble film-forming block ethylenic polymer

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