WO2008074859A1 - Trousse cosmétique comprenant des composés aux silicones réactifs et une huile collante - Google Patents

Trousse cosmétique comprenant des composés aux silicones réactifs et une huile collante Download PDF

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Publication number
WO2008074859A1
WO2008074859A1 PCT/EP2007/064303 EP2007064303W WO2008074859A1 WO 2008074859 A1 WO2008074859 A1 WO 2008074859A1 EP 2007064303 W EP2007064303 W EP 2007064303W WO 2008074859 A1 WO2008074859 A1 WO 2008074859A1
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Prior art keywords
compound
compounds
kit according
groups
compositions
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PCT/EP2007/064303
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English (en)
Inventor
Xavier Blin
Alexandra Schvent
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L'oreal
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Priority claimed from FR0655689A external-priority patent/FR2910288B1/fr
Application filed by L'oreal filed Critical L'oreal
Publication of WO2008074859A1 publication Critical patent/WO2008074859A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06—Lipsticks
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/95—Involves in-situ formation or cross-linking of polymers

Definitions

  • Cosmetic kit comprising reactive silicone compounds and a tacky oil
  • the present invention relates to a kit comprising two separately conditioned cosmetic compositions, intended to be applied to keratin materials, each of them comprising a compound X or a compound Y, which are capable of reacting together at the time of application to the keratin materials; at least one of the compounds X and Y is a silicone compound.
  • One of the two compositions also contains at least one tacky oil.
  • the invention also relates to a makeup process that consists in applying compounds X and Y and the tacky oil.
  • compositions may in particular be applied to the skin, the lips, the eyelashes, the eyebrows or the nails .
  • Each composition may be a loose or compacted powder, a foundation, a makeup rouge, an eyeshadow, a concealer product, a blusher, a lipstick, a lip balm, a lip gloss, a lip pencil, an eye pencil, a mascara, an eyeliner, a body makeup product or a skin colouring product .
  • makeup compositions When they are applied to the skin, makeup compositions often have the drawback of transferring, i.e. of at least partly coming off, leaving traces on certain supports with which they may come into contact, especially a glass, a cup, a cigarette or an item of clothing. This results in mediocre persistence of the applied film, making it necessary to regularly repeat the application of the foundation or lipstick composition .
  • Transfer-resistant lip and skin makeup compositions are thus sought, which have the advantage of forming a deposit that does not come off, at least partly, onto the supports with which they may come into contact (glass, clothing, cigarette or fabrics) .
  • a composition whose deposit is as adherent as possible to keratin materials is also sought, in order to increase its rub fastness.
  • the aim of the present invention is to provide a novel route for formulating makeup compositions, making it possible to obtain a film deposited on keratin materials that shows good transfer-resistance properties and good rub-fastness properties, which are reflected by better adhesion of the said film to the keratin materials.
  • the inventors have discovered that it is possible to obtain such properties by using a system comprising silicone compounds that polymerize in situ and tacky oils.
  • one subject of the present invention is a kit comprising two separately conditioned cosmetic compositions intended to be applied to keratin materials:
  • - at least a second composition comprising a compound Y; at least one of the compounds X and Y being a silicone compound, the said compounds X and Y being capable of reacting together via a hydrosilylation, condensation or crosslinking reaction in the presence of a peroxide, when they are placed in contact with each other, - at least one of the first and second compositions containing at least one oil whose tack is greater than or equal to 0.05 J/m 2 .
  • one subject of the invention is a cosmetic kit comprising at least two compositions conditioned separately,
  • the kit comprising at least one compound X, at least one compound Y and at least one catalyst, at least one of the compounds X and Y being a silicone compound,
  • the first and second compositions containing at least one tacky oil whose tack index is greater than or equal to 0.05 J/m 2 .
  • a subject of the invention is also a cosmetic kit comprising at least two compositions conditioned separately,
  • the kit comprising at least one compound X and at least one compound Y, and optionally at least one catalyst, at least one of the compounds X and Y being a silicone compound, on condition that compounds X and Y are not simultaneously in one of the said compositions, - the said compounds X and Y reacting together via a condensation reaction when they are placed in contact with each other,
  • the first and second compositions containing at least one tacky oil whose tack index is greater than or equal to 0.05 J/m 2 .
  • Compounds X and Y are capable of reacting together on keratin materials or on a support so as to form, on the keratin materials, in the presence of the tacky oil, an adherent and transfer-resistant film.
  • compounds X and Y may be present in the same composition or in two separate compositions referred to as the first and second compositions.
  • one subject of the present invention is a cosmetic kit comprising at least two separately conditioned compositions:
  • the kit comprising at least one silicone compound X, at least one silicone compound Y, and optionally at least one catalyst, on condition that compounds X and Y - and the catalyst when it is present - are not simultaneously in one of the said compositions,
  • the said compounds X and Y being capable of reacting together via a hydrosilylation reaction when they are placed in contact with each other, - at least one of the first and second compositions containing at least one oil whose tack is greater than or equal to 0.05 J/m 2 .
  • the first composition comprising compound X and second composition comprising compound Y are conditioned in separate conditioning.
  • Each composition may be conditioned separately in the same conditioning article, for example in a two- compartment pen, the base composition being delivered from one end of the pen and the top composition being delivered from the other end of the pen, each end being closed, especially in a leaktight manner, by a cap.
  • Each composition may also be conditioned in a compartment within the same conditioning article, the mixing of the two compositions taking place at the end(s) of the conditioning article during the delivery of each composition.
  • each of the first and second compositions may be conditioned in a different conditioning article.
  • a subject of the invention is also the use of a kit as described above, for obtaining a film deposited on keratin materials that has transfer-resistance properties while at the same time being endowed with improved rub-fastness properties.
  • each composition comprises a cosmetically acceptable medium, i.e. a non-toxic medium that may be applied to human keratin materials and that is of pleasant appearance, odour and feel.
  • compounds X and Y are mixed together at the time of use and the mixture is then applied to the keratin materials.
  • a subject of the invention is also a cosmetic process comprising the application to the said keratin materials, via at least one composition: of compounds X and Y, at least one of which is a silicone compound, compounds X and Y being capable, when they are placed in contact with each other, of reacting together via hydrosilylation, condensation or crosslinking in the presence of a peroxide, and - of at least one oil whose tack is greater than or equal to 0.05 J/m 2 .
  • compound X and compound Y are applied via at least two different compositions, each comprising one of the compounds.
  • one subject of the present invention is a cosmetic process for coating keratin materials, the process comprising the application to the said keratin materials : a. of at least one coat of a first composition comprising a compound X; b. of at least one coat of a second composition comprising a compound Y; at least one of the compounds X and Y being a silicone compound, the said compounds X and Y being capable of reacting together via a hydrosilylation, condensation or crosslinking reaction in the presence of a peroxide, when they are placed in contact with each other.
  • the process consists in applying to keratin materials at least one coat of the second composition comprising compound Y and then in applying onto the coat(s) of the said second composition at least one coat of the first composition comprising compound X.
  • compounds X and Y and the tacky oil may be present in the same composition, which then comprises:
  • At least one compound X and at least one compound Y at least one of the compounds X and Y being a silicone compound, the said compounds X and Y being capable of reacting together via a hydrosilylation, condensation or crosslinking reaction in the presence of a peroxide, and
  • At least one of the compounds X and Y may be present in an encapsulated form.
  • the two compounds X and Y are both present in separate encapsulated forms. More particularly, compounds X and/or Y may be present in the form of microcapsules and especially nanocapsules of core/shell type, the core being of lipophilic nature containing compound X or compound Y.
  • the tacky oil is preferably an oil whose tack is greater than or equal to 0.05 J/m 2 .
  • the tacky oil has a tack of greater than or equal to 0.10, or greater than or equal to 0.11, or greater than or equal to 0.12, or greater than or equal to 0.13, or even greater than or equal to 0.15, or greater than or equal to 0.16, or greater than or equal to 0.17 and more preferably greater than or equal to 0.18 J/m 2 .
  • the tack of the oil may be measured with a texturometer, similar to the machine used for measuring the adhesion index of the deposit, for instance a Rheo TA-XT2i texturometer.
  • 0.5 ml of oil whose tack it is desired to measure is placed in a 10 ml beaker.
  • Mounted on the texturometer is a clip gripping a cylindrical AU4G endpiece (3 mm in diameter) covered at its end with a film of Bioskin of the same diameter. A new endpiece is used for each measurement. Once cleaned, it can be used again after drying for 24 hours.
  • the beaker is placed under thermostatic conditions at 25°C during the measurement.
  • the tack of the oil is chosen as being the separation force measured during the pressure-reduction phase (pull phase) . More specifically, it corresponds to the area under the curve of the pressure measured as a function of the displacement during this pressure- reduction phase.
  • the tacky oil may be chosen from polybutylenes such as Indopol H-IOO, Indopol H-300 and Indopol H-1500 sold or manufactured by the company Amoco.
  • the tacky oil may represent from 1% to 99% and preferably from 10% to 80% by weight relative to the total weight of the composition containing it.
  • the tacky oil may represent, for example, from 5% to 70% and better still from 10% to 30% of the total weight of the first and/or second composition, for example from 5% to 15% by weight relative to the weight of the composition containing it.
  • the tacky oil is present in an amount such that the tacky oil/compound X ratio and/or the tacky oil/compound Y ratio is preferably between 1/20 and 1/1 and preferably between 1/10 and 1/4.
  • the composition may contain, besides the tacky oil, a silicone oil, which is preferably non-volatile.
  • a silicone oil which is preferably non-volatile.
  • non-volatile oil means an oil that remains on keratin materials, at room temperature and atmospheric pressure, for at least several hours and that especially has a vapour pressure of less than 10 ⁇ 3 mmHg (0.13 Pa) .
  • silicone oil means an oil comprising at least one silicon atom.
  • the non-volatile silicone oils may be: - non-volatile polydimethylsiloxanes (PDMS) , polydimethylsiloxanes comprising alkyl or alkoxy groups, which are pendent and/or at the end of a silicone chain, these groups each containing from 3 to 40 carbon atoms, - phenyl silicones, for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenyl- siloxanes, diphenyl dimethicones, diphenylmethyl- diphenyltrisiloxanes, 2-phenylethyl trimethylsiloxy- silicates and trimethylpentaphenyltrisiloxane; - optionally fluorinated polyalkylmethylsiloxanes, for instance polymethyltrifluoropropyldimethylsiloxanes,
  • polyalkylmethylsiloxanes substituted with functional groups such as hydroxyl, thiol and/or amine groups; polysiloxanes modified with fatty acids, fatty alcohols or polyoxyalkylenes, and
  • the non-volatile silicone oil preferably has a viscosity at 25°C within the range from 10 to 10 000 cSt and better still from 10 to 5000 cSt.
  • the non-volatile silicone oil may be chosen from nonvolatile polydimethylsiloxanes (PDMSs); polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, pendent or at the end of a silicone chain, these groups containing from 2 to 24 carbon atoms; phenyl silicones, for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenyl- siloxanes, diphenyl dimethicones and diphenylmethyl- diphenyltrisiloxanes; polysiloxanes modified with fatty acids (especially of C8-C20) t fatty alcohols (especially of C8-C20) or polyoxyalkylenes (especially polyoxyethyl- ene and/or polyoxypropylene) ; amino silicones; silicones containing hydroxyl groups; fluoro silicones comprising a fluoro group that is pendent or at
  • the non-volatile phenyl silicone oil may be chosen from the phenyl silicones of formula (VI) below:
  • Rl to RlO independently of each other, are saturated or unsaturated, linear, cyclic or branched C1-C30 hydrocarbon-based radicals,
  • n, p and q are, independently of each other, integers between 0 and 900, with the proviso that the sum "m+n+q" is other than 0.
  • the sum "m+n+q" is between 1 and 100.
  • the sum "m+n+p+q" is between 1 and 900 and better still between 1 and 800.
  • q is equal to 0.
  • the non-volatile phenyl silicone oil is chosen from the phenyl silicones of formula (VII) below: R 3 C — CH 3 (VII)
  • Rl to R6 independently of each other, are saturated or unsaturated, linear, cyclic or branched C1-C30 hydrocarbon-based radicals,
  • n and p are, independently of each other, integers between 0 and 100, with the proviso that the sum "n+m" is between 1 and 100.
  • Rl to R6 independently of each other, represent a saturated linear or branched C1-C30 and especially C1-C12 hydrocarbon-based radical, and in particular a methyl, ethyl, propyl or butyl radical.
  • Rl to R6 may especially be identical, and may also be a methyl radical.
  • n l or 2 or 3
  • p 0 or 1.
  • the phenyl silicone oils may be chosen from phenyl trimethicones, phenyl dimethicones, phenyltrimethyl- siloxydiphenylsiloxanes, diphenyl dimethicones and diphenylmethyldiphenyltrisiloxanes, and mixtures thereof .
  • the weight-average molecular weight of the phenyl silicone oil is between 500 and 10 000 g/mol.
  • a phenyl silicone oil of formula (VI) with a viscosity at 25°C of between 5 and 1500 mm 2 /s (i.e. 5 to 1500 cSt) , preferably with a viscosity of between 5 and 1000 mm 2 /s (i.e. 5 to 1000 cSt) may be used.
  • Non-volatile phenyl silicone oils that may especially be used include phenyl trimethicones such as DC556 from Dow Corning (22.5 cSt) , the oil Silbione 70663V30 from Dow Corning (22.5 cSt)
  • the non-volatile silicone oil may be present in each of the compositions of the kit according to the invention in a content ranging from 10% to 60% by weight, preferably ranging from 15% to 55% by weight and preferentially ranging from 20% to 40% by weight relative to the total weight of the non-volatile liquid fatty phase.
  • the composition may contain, besides the tacky oil, an ester oil, which is preferably non-volatile.
  • This ester oil may be chosen from esters of monocarboxylic acids with monoalcohols and polyalcohols .
  • ester corresponds to the following formula (I):
  • Ri represents a linear or branched alkyl radical of 1 to 40 carbon atoms and preferably of 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, and optionally substituted.
  • R 2 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably of 3 to 30 carbon atoms and better still of 3 to 20 carbon atoms, optionally comprising one or more ethylenic double bonds, and optionally substituted.
  • Examples of groups Ri are those derived from fatty acids chosen from the group consisting of acetic acid, propionic acid, butyric acid, caproic acid, caprylic acid, capric acid, undecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, oleic acid, linolenic acid, linoleic acid, arachidonic acid and erucic acid, and mixtures thereof.
  • esters include purcellin oil (cetostearyl octanoate) , isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate, and heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols, for example of fatty alcohols .
  • purcellin oil cetostearyl octanoate
  • isononyl isononanoate isopropyl myristate, 2-ethylhexyl palmitate
  • 2-octyldodecyl stearate 2-octyldodecyl erucate
  • isostearyl isostearate and heptanoates, o
  • the esters are chosen from the compounds of formula (I) above, in which Ri represents an unsubstituted linear or branched alkyl group of 1 to 40 carbon atoms and preferably of 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, and R2 represents an unsubstituted linear or branched alkyl group of 1 to 40 carbon atoms, preferably of 3 to 30 carbon atoms and even better of 3 to 20 carbon atoms, optionally comprising one or more ethylenic double bonds.
  • Ri represents an unsubstituted linear or branched alkyl group of 1 to 40 carbon atoms and preferably of 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds
  • R2 represents an unsubstituted linear or branched alkyl group of 1 to 40 carbon atoms, preferably of 3 to 30 carbon atoms and even better of 3 to 20 carbon atoms, optionally comprising one or more e
  • Ri is an unsubstituted branched alkyl group of 4 to 14 carbon atoms and preferably of 8 to 10 carbon atoms
  • R2 is an unsubstituted branched alkyl group of 5 to 15 carbon atoms and preferably of 9 to 11 carbon atoms.
  • Ri-CO- and R2 have the same number of carbon atoms and are derived from the same radical, preferably an unsubstituted branched alkyl, for example isononyl, i.e. the ester oil molecule is advantageously symmetrical.
  • the ester oil will preferably be chosen from the following compounds: isononyl isononanoate, cetostearyl octanoate, isopropyl myristate, 2-ethylhexyl palmitate, - 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate.
  • the proportion of the non-volatile ester oil in the composition is preferably between X and X by weight.
  • the liquid fatty phase may contain, besides the oils described above, an oil chosen from volatile oils.
  • volatile oil means an oil that is capable of evaporating on contact with the skin or the keratin fibre in less than one hour, at room temperature and atmospheric pressure.
  • volatile organic solvent (s) and volatile oils of the invention are volatile organic solvents and cosmetic oils that are liquid at room temperature, with a non-zero vapour pressure at room temperature and atmospheric pressure, ranging in particular from 0.13 Pa to 40 000 Pa (10 ⁇ 3 to 300 mmHg) , in particular ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mmHg), and more particularly ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mmHg) .
  • oils may be hydrocarbon-based oils, silicone oils or fluoro oils, or mixtures thereof.
  • hydrocarbon-based oil means an oil mainly containing hydrogen and carbon atoms and optionally oxygen, nitrogen, sulfur or phosphorus atoms.
  • the volatile hydrocarbon-based oils may be chosen from hydrocarbon-based oils containing from 8 to 16 carbon atoms, and especially branched Cs-Ci6 alkanes, for instance Cs-Ci6 isoalkanes of petroleum origin (also known as isoparaffins) , for instance isododecane (also known as 2, 2, 4, 4, 6-pentamethylheptane) , isodecane and isohexadecane, for example the oils sold under the trade names Isopar or Permethyl, branched Cs-Ci6 esters and isohexyl neopentanoate, and mixtures thereof.
  • volatile hydrocarbon-based oils for instance petroleum distillates, especially those sold under the name Shell SoIt by the company Shell, may also be used.
  • the volatile solvent is preferably chosen from volatile hydrocarbon-based oils containing from 8 to 16 carbon atoms, and mixtures thereof.
  • Volatile oils that may also be used include volatile silicones, for instance volatile linear or cyclic silicone oils, especially those with a viscosity
  • silicone oils that may be used in the invention, mention may be made especially of octamethylcyclotetrasiloxane, decamethyl- cyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltri- siloxane, hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane and dodecamethylpentasiloxane, and mixtures thereof.
  • oils of general formula (I) that may be mentioned are:
  • Volatile fluoro solvents such as nonafluoro- methoxybutane or perfluoromethylcyclopentane may also be used.
  • the compositions used in the kit according to the invention each have a volatile oil content of less than or equal to 50% by weight, preferably less than or equal to 30% and better still less than or equal to 10% by weight relative to the total weight of each first and second composition. More preferably, the first and second compositions are free of volatile oil.
  • the transfer index of the film - obtained by depositing a composition containing compounds X and Y and the tacky oil, or obtained by successively depositing a composition containing compound X and a composition containing compound Y - is preferably less than or equal to 40 out of 100.
  • the transfer index is less than or equal to 30, preferably less than or equal to 20, more preferably less than or equal to 15, preferably less than or equal to 10, preferably less than or equal to 5 out of 100 and preferably less than or equal to 2 out of 100.
  • the transfer index may be measured according to the following method.
  • a support (rectangle of 40 mm X 70 mm and 3 mm thick) of polyethylene foam that is adhesive on one of the faces, having a density of 33 kg/m 3 (sold under the name RE40X70EP3 from the company Joint Technique Lyonnais Ind) is preheated on a hotplate maintained at a temperature of 40 0 C in order for the surface of the support to be maintained at a temperature of 33°C ⁇ 1°C.
  • the mixture of the two compositions is applied over the entire non-adhesive surface of the support, by spreading it using a fine brush to obtain a deposit of about 15 ⁇ m of the composition, while leaving the support on the hotplate, and the support is then left to dry for 30 minutes.
  • the support After drying, the support is bonded via its adhesive face onto an anvil of diameter 20 mm and equipped with a screw pitch.
  • the support/deposit assembly is then cut up using a punch 18 mm in diameter.
  • the anvil is then screwed onto a press (Statif Manuel Imada SV-2 from the company Someco) equipped with a tensile testing machine
  • ⁇ E1 ⁇ /(L*-L 0 *) 2 +(a*-a 0 *) 2 +(b*-b c
  • a total transfer reference is prepared by applying the composition or the product directly onto a paper identical to the one used previously, at room temperature (25°C), by spreading the composition using a fine brush and so as to obtain a deposit of about 15 ⁇ m of the composition, and the deposit is then left to dry for 30 minutes at room temperature (25°C) . After drying, the colorimetric parameters L*', a*' and b*' of the colour of the deposit placed on the paper, corresponding to the reference colour of total transfer, is measured directly. The colorimetric parameters L*' o , a*'o and b*'o of the colour of the plain paper used are determined.
  • ⁇ E2 ⁇ (L* '-L 0 * ' ) 2 + ( a* '-a 0 * ' ) 2 + (b* '-b 0 * ' f
  • the measurement is performed on 4 supports in succession and the transfer value corresponds to the mean of the 4 measurements obtained with the 4 supports .
  • Compounds X and Y may react together at a temperature ranging between room temperature and 180 0 C.
  • compounds X and Y can react together at room temperature (20 ⁇ 5°C) and atmospheric pressure, advantageously in the presence of the catalyst, via a hydrosilylation reaction, a condensation reaction or a crosslinking reaction in the presence of a peroxide.
  • these compounds X and Y are polymers.
  • the term "polymer” means compounds containing at least two and preferably at least three repeating units.
  • At least one of the compounds X and Y is a polymer whose main chain is mainly formed from organosiloxane units.
  • compounds X and compounds Y are silicone compounds.
  • silicone compound means a compound comprising at least two organosiloxane units.
  • Compound (s) X and compound (s) Y may be applied to keratin materials via different compositions containing compound (s) X and compound (s) Y, alone or as a mixture, or using a single composition containing compound (s) X and compound (s) Y.
  • composition (A) comprising compound (s) X, compound (s) Y and the tacky oil is applied to the keratin materials.
  • composition (B) and a composition (C) comprising compound (s) X and compound (s) Y are applied to the keratin materials, the tacky oil being present in composition (B) and/or composition (C) , the order of application of compositions (B) and (C) being irrelevant .
  • compositions (B) , (D) comprising compound (s) X and a composition (E) comprising compound (s) Y are applied to the keratin materials, the tacky oil being present in composition (B) and/or composition (D) and/or composition (E) , the order of application of compositions (B) , (D) and (E) being irrelevant.
  • composition (F) comprising compound (s) X and a composition (E) comprising compound (s) Y are applied to the keratin materials, the tacky oil being present in composition (F) and/or composition (E) , the order of application of compositions (F) and (E) being irrelevant .
  • At least one catalyst as defined above is applied to the keratin materials to activate the reaction between compound (s) X and compound (s) Y.
  • the catalyst (s) may be present in one or the other or in several of the compositions applied to the keratin materials or in an additional composition, in which case the order of application of the various compositions to the keratin materials is irrelevant.
  • the silicone compounds X and Y mentioned below may have both film-forming and adhesive properties, depending, for example, on their proportion of silicone or depending on whether they are used as a mixture with a particular additive. It is consequently possible to modify the film-forming properties or the adhesive properties of such compositions according to the intended use, and this is in particular the case for "room-temperature-vulcanizable" reactive elastomeric silicones .
  • At least one of the compounds X and Y bears at least one polar group capable of forming at least one hydrogen bond with keratin materials.
  • compounds X and Y may be aminated or non-aminated.
  • polar group means a group comprising carbon and hydrogen atoms in its chemical structure and at least one heteroatom (such as O, N, S and P) , such that the said group is capable of establishing at least one hydrogen bond with keratin materials.
  • Compounds bearing at least one group capable of establishing hydrogen bonds are particularly advantageous, since they afford the compositions containing them better adhesion to keratin materials, by virtue of the ability of these groups to form a hydrogen bond with the keratin materials.
  • the polar group (s) borne by at least one of the compounds X and Y is (are) capable of establishing a hydrogen bond, and comprise (s) a hydrogen atom bonded to an electronegative atom.
  • the group comprises a hydrogen atom bonded to an electronegative atom
  • the hydrogen atom may interact with another electronegative atom borne, for example, by another molecule, such as keratin, to form a hydrogen bond.
  • the electronegative atom may interact with a hydrogen atom bonded to an electronegative atom borne, for example, by another molecule, such as keratin, to form a hydrogen bond.
  • these polar groups may be chosen from the following groups:
  • - alcohols such as: -CH 2 OH or -CH(R)OH, R being an alkyl radical containing from 1 to 6 carbon atoms,
  • Ri and R 2 which may be identical or different, represent an alkyl radical containing from 1 to 6 carbon atoms, or Ri or R 2 denotes a hydrogen atom, - pyridino,
  • Ri being an alkyl radical containing from 1 to 6 carbon atoms
  • -ureyl such as -NR' -CO-N (R' ) 2
  • R' which may be identical or different, being as defined above
  • R' corresponding to the above definition.
  • these polar groups are present in a content of less than or equal to 10% by weight, preferably less than or equal to 5% by weight, for example in a content ranging from 1% to 3% by weight, relative to the weight of each compound X or Y.
  • the polar group (s) may be located in the main chain of compound X and/or Y or may be pendent on the main chain or located at the ends of the main chain of compound X and/or Y.
  • compounds X and Y are capable of reacting via hydrosilylation, this reaction being represented schematically in simple terms as follows:
  • W representing a carbon-based and/or silicone chain containing one or more unsaturated aliphatic groups .
  • compound X may be chosen from silicone compounds comprising at least two unsaturated aliphatic groups.
  • compound X may comprise a silicone main chain whose unsaturated aliphatic groups are pendent on the main chain (side group) or located at the ends of the main chain of the compound (end group) .
  • these particular compounds will be referred to as polyorganosiloxanes containing unsaturated aliphatic groups.
  • compound X and/or compound Y bears at least one polar group, as described above, capable of forming at least one hydrogen bond with keratin materials.
  • This polar group is advantageously borne by compound X that comprises at least two unsaturated aliphatic groups.
  • compound X is chosen from polyorganosiloxanes comprising at least two unsaturated aliphatic groups, for example two or three vinyl or allylic groups, each bonded to a silicon atom.
  • compound X is chosen from polyorganosiloxanes comprising siloxane units of formula: in which:
  • R represents a linear or cyclic monovalent hydrocarbon-based group containing from 1 to 30 carbon atoms, preferably from 1 to 20 and better still from 1 to 10 carbon atoms, for instance a short- chain alkyl radical containing, for example, from 1 to 10 carbon atoms, in particular a methyl radical, or alternatively a phenyl group, preferably a methyl radical, m is equal to 1 or 2
  • R' is an unsaturated aliphatic hydrocarbon- based group, preferably a vinyl group.
  • the polyorgano- siloxane also comprises units of formula:
  • compound X may be a silicone resin comprising at least two ethylenic unsaturations, the said resin being capable of reacting with compound Y via hydrosilylation.
  • resins of MQ or MT type themselves bearing -CH CH 2 unsaturated reactive ends.
  • These resins are crosslinked organosiloxane polymers.
  • silicone resins are known under the name "MDTQ" , the resin being described as a function of the various siloxane monomer units it comprises, each of the letters M, D, T and Q characterizing a type of unit .
  • the letter M represents the monofunctional unit of formula (CH 3 ) 3 Si0i /2 , the silicon atom being bonded to only one oxygen atom in the polymer comprising this unit .
  • the letter D means a difunctional unit (CH 3 ) 2 Si0 2/2 in which the silicon atom is bonded to two oxygen atoms.
  • the letter T represents a trifunctional unit of formula (CH 3 )SiO 372 .
  • At least one of the methyl groups may be substituted with a group R other than a methyl group, such as a hydrocarbon-based radical (especially alkyl) containing from 2 to 10 carbon atoms or a phenyl group, or alternatively a hydroxyl group.
  • a group R other than a methyl group such as a hydrocarbon-based radical (especially alkyl) containing from 2 to 10 carbon atoms or a phenyl group, or alternatively a hydroxyl group.
  • the letter Q means a tetrafunctional unit Si ⁇ 4 / 2 in which the silicon atom is bonded to four hydrogen atoms, which are themselves bonded to the rest of the polymer.
  • resins that may be mentioned include MT silicone resins such as poly (phenylvinylsilsesquioxane) , for instance the product sold under the reference SST-3PV1 by the company Gelest.
  • compound X is chosen from polyorgano- polysiloxanes, especially those comprising the siloxane units (I) and optionally (II) described above.
  • Compound Y then comprises at least two free Si-H groups (hydrogenosilane groups) .
  • Compound Y may be chosen advantageously from organo- siloxanes comprising at least one alkylhydrogeno- siloxane unit having the following formula: ⁇ (III) in which:
  • R represents a linear or cyclic monovalent hydrocarbon- based group containing from 1 to 30 carbon atoms, for instance an alkyl radical containing from 1 to 30 carbon atoms, preferably from 1 to 20 and better still from 1 to 10 carbon atoms, in particular a methyl radical, or alternatively a phenyl group, and p is equal to 1 or 2.
  • R is a hydrocarbon-based group, preferably methyl.
  • organosiloxane compounds Y containing alkyl- hydrogenosiloxane units may also comprise units of formula :
  • Compound Y may be a silicone resin comprising at least one unit chosen from the units M, D, T and Q as defined above and comprising at least one Si-H group, such as the poly (methylhydridosilsesquioxanes) sold under the reference SST-3MH1.1 by the company Gelest.
  • these organosiloxane compounds Y comprise from 0.5% to 2.5% by weight of Si-H groups.
  • radicals R represent a methyl group in the above formulae.
  • these organosiloxanes Y comprise end groups of formula CH 3 Si0i / 2.
  • the organosiloxanes Y comprise at least two alkylhydrogenosiloxane units of formula H 3 CHSiO and optionally comprise (H 3 C) 2SiO units.
  • organosiloxane compounds Y containing hydrogeno- silane groups are described, for example, in document EP 0 465 744.
  • compound X is chosen from organic oligomers or polymers (the term "organic” means compounds whose main chain is not silicone-based, preferably compounds comprising no silicon atoms) or from organic/silicone hybrid polymers or oligomers, the said oligomers or polymers bearing at least 2 reactive unsaturated aliphatic groups, compound Y being chosen from the hydrogenosilane groups mentioned above.
  • the organic or hybrid organic/silicone compounds X bearing at least two respective unsaturated aliphatic groups bear at least one polar group as described above.
  • Compound X may then be chosen from vinyl or (meth) acrylic polymers or oligomers, polyesters, polyurethanes and/or polyureas, polyethers, perfluoropolyethers, polyolefins such as polybutene or polyisobutylene, dendrimers and organic hyperbranched polymers, or mixtures thereof.
  • the organic polymer or the organic part of the hybrid polymer may be chosen from the following polymers : a) ethylenically unsaturated polyesters:
  • These unsaturated polyesters are obtained by polycondensation of a mixture: of linear or branched aliphatic or cycloaliphatic dicarboxylic acids especially containing from 3 to 50 carbon atoms, preferably from 3 to 20 and better from 3 to 10 carbon atoms, such as adipic acid or sebacic acid, of aromatic dicarboxylic acids especially containing from 8 to 50 carbon atoms, preferably from 8 to 20 and better still from 8 to 14 carbon atoms, such as phthalic acids, especially terephthalic acid, and/or of dicarboxylic acids derived from ethylenically unsaturated fatty acid dimers such as the oleic or linoleic acid dimers described in patent application EP-A-959 066 (paragraph [0021]) sold under the names Pripol® by the company Uniqema or Em
  • polyesters differ from those described above in point a) by the fact that the ethylenic double bonds are not located in the main chain but on side groups or at the end of the chains. These ethylenic double bonds are those of the (meth) acrylate groups present in the polymer .
  • polyesters are sold, for example, by the company UCB under the names Ebecryl® (Ebecryl® 450: molar mass 1600, on average 6 acrylate functions per molecule, Ebecryl® 652: molar mass 1500, on average 6 acrylate functions per molecule, Ebecryl® 800: molar mass 780, on average 4 acrylate functions per molecule, Ebecryl® 810: molar mass 1000, on average 4 acrylate functions per molecule, Ebecryl® 50 000: molar mass 1500, on average 6 acrylate functions per molecule) c) polyurethanes and/or polyureas containing (meth) - acrylate groups, obtained by polycondensation of aliphatic, cycloaliphatic and/or aromatic diisocyanates, triisocyanates and/or polyiso- cyanates especially containing from 4 to 50 and preferably from 4 to 30 carbon atoms, such as hexamethylene diisocyanate, iso
  • R is a linear, branched or cyclic hydrocarbon-based radical comprising from 2 to 30 carbon atoms; of polyols, especially of diols, free of polymerizable ethylenic unsaturations, such as 1, 4-butanediol, ethylene glycol or trimethylol- propane, and/or of aliphatic, cycloaliphatic and/or aromatic polyamines, especially diamines, especially containing from 3 to 50 carbon atoms, such as ethylenediamine or hexamethylenediamine, and of at least one ester of (meth) acrylic acid and of a diol or polyol containing from 2 to 20 carbon atoms and preferably from 2 to 6 carbon atoms, such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate or glycerol methacrylate
  • Such polyurethanes/polyureas containing acrylate groups are sold, for example, under the name SR 368 (tris (2-hydroxyethyl) isocyanurate-triacrylate) or Craynor® 435 by the company Cray Valley, or under the name Ebecryl® by the company UCB (Ebecryl® 210: molecular mass 1500, 2 acrylate functions per molecule, Ebecryl® 230: molecular mass 5000, 2 acrylate functions per molecule, Ebecryl® 270: molecular mass 1500, 2 acrylate functions per molecule, Ebecryl® 8402: molecular mass 1000, 2 acrylate functions per molecule, Ebecryl® 8804: molecular mass 1300, 2 acrylate functions per molecule, Ebecryl® 220: molecular mass 1000, 6 acrylate functions per molecule, Ebecryl® 2220: molecular mass 1200, 6 acrylate functions per molecule, Ebecryl®
  • Polyoxyethylene di (meth) acrylates of suitable molar mass are sold, for example, under the names SR 259, SR 344, SR 610, SR 210, SR 603 and SR 252 by the company Cray Valley or under the name Ebecryl® 11 by UCB.
  • Polyethoxylated trimethylolpropane triacrylates are sold, for example, under the names SR 454, SR 498, SR 502, SR 9035 and SR 415 by the company Cray Valley or under the name Ebecryl® 160 by the company UCB.
  • Polypropoxylated trimethylolpropane triacrylates are sold, for example, under the names SR 492 and SR 501 by the company Cray Valley.
  • epoxyacrylates obtained by reaction between at least one diepoxide chosen, for example, from: (i) bisphenol A diglycidyl ether,
  • oils bearing at least 2 epoxide groups such as epoxidized soybean oil, epoxidized linseed oil or epoxidized vernonia oil,
  • a phenol-formaldehyde polycondensate (Novolac® resin) , the end groups and/or side groups of which have been epoxidized, and - one or more carboxylic acids or polycarboxylic acids comprising at least one ethylenic double bond in the CC, ⁇ -position relative to the carboxylic group, for instance (meth) acrylic acid or crotonic acid or esters of (meth) acrylic acid and of a diol or polyol containing from 2 to 20 carbon atoms and preferably from 2 to 6 carbon atoms, such as 2-hydroxyethyl (meth) acrylate .
  • Such polymers are sold, for example, under the names SR 349, SR 601, CD 541, SR 602, SR 9036, SR 348, CD 540, SR 480 and CD 9038 by the company Cray Valley, under the names Ebecryl® 600, Ebecryl® 609, Ebecryl® 150, Ebecryl® 860 and Ebecryl® 3702 by the company UCB and under the names Photomer® 3005 and Photomer® 3082 by the company Henkel.
  • poly(Ci_5o alkyl (meth) acrylates) the said alkyl being linear, branched or cyclic, comprising at least two functions containing an ethylenic double bond borne by the hydrocarbon-based side chains and/or end chains.
  • Such copolymers are sold, for example, under the names IRR® 375, OTA® 480 and Ebecryl® 2047 by the company UCB.
  • polyolefins such as polybutene or polyisobutylene
  • CC, C ⁇ -diol perfluoropolyethers are described especially in EP-A-I 057 849 and are sold by the company Ausimont under the name Fomblin® Z Diol.
  • Hyperbranched polymers are polycondensates, generally of polyester, polyamide or polyethyleneamine type, obtained from multifunctional monomers, which have an arborescent structure similar to that of dendrimers but are much less regular than dendrimers (see, for example, WO-A-93/17060 and WO 96/12754) .
  • Hyperbranched polyesters under the name Boltorn®.
  • Hyperbranched polyethylene- amines will be found under the name Comburst® from the company Dendritech.
  • Hyperbranched poly (esteramides) containing hydroxyl end groups are sold by the company DSM under the name Hybrane®.
  • hyperbranched dendrimers and polymers esterified or amidated with acrylic acid and/or methacrylic acid are distinguished from the polymers described in points a) to h) above by the very large number of ethylenic double bonds present. This high functionality, usually greater than 5, makes them particularly useful by allowing them to act as "crosslinking nodes", i.e. sites of multiple crosslinking.
  • dendritic and hyperbranched polymers may thus be used in combination with one or more of the polymers and/or oligomers a) to h) above.
  • Ia - Additional reactive compounds may thus be used in combination with one or more of the polymers and/or oligomers a) to h) above.
  • compositions comprising compound X and/or Y may also comprise an additional reactive compound such as: organic or mineral particles comprising at their surface at least 2 unsaturated aliphatic groups: mention may be made, for example, of silicas surface-treated, for example, with silicone compounds containing vinyl groups, for instance cyclotetramethyltetravinylsiloxane-treated silica, silazane compounds such as hexamethyldisilazane .
  • an additional reactive compound such as: organic or mineral particles comprising at their surface at least 2 unsaturated aliphatic groups: mention may be made, for example, of silicas surface-treated, for example, with silicone compounds containing vinyl groups, for instance cyclotetramethyltetravinylsiloxane-treated silica, silazane compounds such as hexamethyldisilazane .
  • the hydrosilylation reaction is advantageously performed in the presence of a catalyst that may be present with one or the other of the compositions comprising X and/or Y or in a separate composition, the catalyst preferably being platinum-based or tin-based.
  • platinum-based catalysts deposited on a support of silica gel or charcoal powder platinum-based catalysts deposited on a support of silica gel or charcoal powder, platinum chloride, platinum salts and chloroplatinic acids.
  • Chloroplatinic acids in hexahydrate or anhydrous form which are readily dispersible in organosilicone media, are preferably used.
  • platinum complexes such as those based on chloroplatinic acid hexahydrate and on divinyltetramethyldisiloxane .
  • the catalyst may be present in one or the other of the compositions that are useful in the present invention in a content ranging from 0.0001% to 20% by weight relative to the total weight of the composition comprising it.
  • Polymerization inhibitors or retarders, and more particularly catalyst inhibitors may also be introduced into the compositions of the invention, in order to increase the stability of the composition over time or to retard the polymerization. Mention may be made, in a non-limiting manner, of cyclic polymethylvinylsiloxanes, and in particular tetravinyltetramethylcyclotetrasiloxane, and acetylenic alcohols, which are preferably volatile, such as methylisobutynol .
  • ionic salts such as sodium acetate
  • compounds X and Y are chosen from silicone compounds capable of reacting via hydrosilylation; in particular, compound X is chosen from polyorganosiloxanes comprising units of formula (I) described above and compound Y is chosen from organosiloxanes comprising alkylhydrogenosiloxane units of formula (III) described above. According to one particular embodiment, compound X is a polydimethylsiloxane containing vinyl end groups and compound Y is a methylhydrogenosiloxane .
  • compounds X and Y are capable of reacting via condensation, either in the presence of water (hydrolysis) by reaction of 2 compounds bearing alkoxysilane groups, or via "direct” condensation by reaction of a compound bearing alkoxysilane group (s) and a compound bearing silanol group (s) or by reaction of 2 compounds bearing silanol group (s) .
  • this water may in particular be ambient moisture, residual water of the skin, the lips, the eyelashes and/or the nails, or the water provided by an external source, for example premoistening of the keratin fibres (for example with a mister, or natural or artificial tears) .
  • compounds X and Y which may be identical or different, may thus be chosen from silicone compounds whose main chain comprises at least two alkoxysilane groups and/or at least two silanol (Si-OH) groups, on the side and/or at the end of the chain.
  • compound X and/or compound Y bears at least one polar group, as described above, capable of forming at least one hydrogen bond with keratin materials.
  • compounds X and/or Y are chosen from polyorganosiloxanes comprising at least two alkoxysilane groups.
  • alkoxysilane group means a group comprising at least one -Si-OR portion, R being an alkyl group containing from 1 to 6 carbon atoms .
  • Compounds X and Y are especially chosen from polyorganosiloxanes comprising alkoxysilane end groups, more specifically those comprising at least 2 alkoxysilane end groups and preferably trialkoxysilane end groups .
  • R 9 independently represents a radical chosen from alkyl groups containing from 1 to 6 carbon atoms, phenyl and fluoroalkyl groups, and s is equal to 0 , 1, 2 or 3.
  • R 9 independently represents an alkyl group containing from 1 to 6 carbon atoms.
  • Alkyl groups that may especially be mentioned include methyl, propyl, butyl, and hexyl, and mixtures thereof, preferably methyl or ethyl .
  • a fluoroalkyl group that may be mentioned is 3 , 3 , 3-trifluoropropyl .
  • compounds X and Y which may be identical or different, are polyorgano- siloxanes comprising units of formula:
  • R 9 is as described above, preferably R 9 is a methyl radical, and f is such that the polymer advantageously has a viscosity at 25°C ranging from 0.5 to 3000 Pa . s and preferably ranging from 5 to 150 Pa . s .
  • f may range from 2 to 5 000, particularly from 3 to 3000 and more particularly from 5 to 1000.
  • These polyorganosiloxane compounds X and Y comprise at least 2 trialkoxysilane end groups per polymer molecule, the said groups having the following formula:
  • radicals R independently represent a methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl or isobutyl group, preferably a methyl or ethyl group,
  • R 1 is a methyl or ethyl group
  • x is equal to 0 or 1 and preferably x is equal to 0, and
  • Z is chosen from: divalent hydrocarbon-based groups not comprising any ethylenic unsaturation and containing from 1 to 18 carbon atoms, preferably from 2 to 18 carbon atoms (alkylene groups) , combinations of divalent hydrocarbon-based radicals and of siloxane segments of formula:
  • G is a divalent hydrocarbon-based radical not comprising any ethylenic unsaturation and containing from 1 to 18 carbon atoms, preferably from 2 to 18 carbon atoms and c is an integer ranging from 1 to 6.
  • Z and G may be chosen especially from alkylene groups such as methylene, ethylene, propylene, butylene, pentylene and hexylene, and arylene groups such as phenylene .
  • Z is an alkylene group, and better still ethylene .
  • Compounds X and/or Y may also comprise a mixture of polymer of formula (VII) above with polymers of formula (VIII) below:
  • CH 2 CH-Si0(Si0)fSi-Z-Si(0R)3.
  • the various polyorganosiloxanes are present in contents such that the organosilyl end chains represent less than 40% and preferably less than 25% by number of the end chains.
  • polyorganosiloxane compounds X and/or Y that are particularly preferred are those of formula (VII) described above .
  • Such compounds X and/or Y are described, for example, in document WO 01/96450.
  • compounds X and Y may be identical or different.
  • one of the two reactive compounds X or Y is of silicone nature and the other is of organic nature.
  • compound X is chosen from organic oligomers or polymers or organic/silicone hybrid oligomers or polymers, the said polymers or oligomers comprising at least two alkoxysilane groups, and Y is chosen from silicone compounds such as the polyorganosiloxanes described above.
  • the organic oligomers or polymers are chosen from vinyl,
  • the organic polymers of vinyl or (meth) acrylic nature bearing alkoxysilane side groups may in particular be obtained via copolymerization of at least one organic vinyl or (meth) acrylic monomer with a (meth) acryloxy- propyltrimethoxysilane, a vinyltrimethoxysilane, a vinyltriethoxysilane, an allyltrimethoxysilane, etc.
  • the organic polymers resulting from a polycondensation or a polyaddition may result, for example, from the reaction of an oligomeric prepolymer as described above with one of the following silane coreagents bearing at least one alkoxysilane group: aminopropyltrimethoxysilane, aminopropyltri- ethoxysilane, aminoethylaminopropyltrimethoxysilane, glycidoxypropyltrimethoxysilane, glycidoxypropyltri- ethoxysilane, epoxycyclohexylethyltrimethoxysilane, mercaptopropyltrimethoxysilane .
  • polyethers and polyisobutylenes containing alkoxysilane groups are described in the publication by Kusabe, M., Pitture e Vermaschine - European Coating; 12-B, pages 43-49, 2005.
  • polyurethanes containing alkoxysilane end groups mention may be made of those described in the document by Probster, M., Adhesion-Kleben & Dichten, 2004, 481 (1-2) pages 12-14 or those described in the document by Landon, S., Pitture e Vermaschine vol. 73, No. 11, pages 18-24, 1997 or in the document by Huang, Mowo, Pitture e Vermaschine vol. 5, 2000, pages 61-67; mention may be made especially of the polyurethanes containing alkoxysilane groups from OSI-WITCO-GE.
  • Polyorganosiloxane compounds X and/or Y that may be mentioned include resins of MQ or MT type themselves bearing alkoxysilane and/or silanol ends, for instance the poly (isobutylsilsesquioxane) resins functionalized with silanol groups sold under the reference SST-S7C41
  • compositions that are useful in the present invention may also comprise an additional reactive compound comprising at least two alkoxysilane or silanol groups.
  • the condensation reaction may be performed in the presence of a metal-based catalyst that may be present in one or the other of the compositions comprising X and/or Y or in a separate composition.
  • a metal-based catalyst that may be present in one or the other of the compositions comprising X and/or Y or in a separate composition.
  • the catalyst that is useful in this type of reaction is preferably a titanium-based catalyst.
  • R 2 is chosen from tertiary alkyl radicals such as tert-butyl, tert-amyl and 2, 4-dimethyl-3-pentyl
  • R 3 represents an alkyl radical containing from 1 to 6 carbon atoms, preferably a methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl or hexyl group and y is a number ranging from 3 to 4 and better still from 3.4 to 4.
  • the catalyst may be present in one or the other of the compositions that are useful in the present invention in a content ranging from 0.0001% to 20% by weight relative to the total weight of the composition (s) containing it.
  • the useful compositions comprising X and/or Y may also comprise a volatile silicone oil (or diluent) for reducing the viscosity of the composition.
  • This oil may be chosen from short-chain linear silicones such as hexamethyldisiloxane or octamethyltrisiloxane, and cyclic silicones such as octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane, and mixtures thereof.
  • This silicone oil may represent from 5% to 95% and preferably from 10% to 80% by weight relative to the weight of each composition.
  • a subject of the invention is a cosmetic kit comprising at least two compositions conditioned separately,
  • the kit comprising at least one compound X, at least one compound Y and at least one peroxide, at least one of the compounds X and Y being a silicone compound,
  • the first and second compositions containing at least one tacky oil whose tack index is greater than or equal to 0.05 J/m 2 .
  • This reaction is preferably performed by heating to a temperature of greater than or equal to 50 0 C, preferably greater than or equal to 80 0 C, which may be up to 120°C.
  • the identical or different compounds X and Y comprise in this case at least two -CH 3 side groups and/or at least two side chains bearing a -CH 3 group.
  • Compounds X and Y are preferably silicone compounds and may be chosen, for example, from high molecular weight non-volatile linear polydimethylsiloxanes, with a degree of polymerization of greater than 6, containing at least two -CH 3 side groups bonded to the silicon atom and/or at least two side chains bearing a -CH 3 group. Mention may be made, for example, of polymers described in the "Reactive Silicones" catalogue from the company Gelest Inc., Edition 2004, page 6, and especially vinylmethylsiloxane-dimethylsiloxane copolymers (also referred to as gums) with molecular weights ranging from 500 000 to 900 000 and a viscosity of greater than 2 000 000 cSt.
  • peroxides that may be used in the context of the invention, mention may be made of benzoyl peroxide and 2, 4-dichlorobenzoyl peroxide, and mixtures thereof.
  • the hydrosilylation reaction or the condensation reaction, or alternatively the crosslinking reaction in the presence of a peroxide, between compounds X and Y is accelerated by supplying heat, for example by raising the temperature of the system to between 25°C and 180 0 C.
  • the system will especially react on the skin.
  • the mole percentage of X relative to all of the compounds X and Y i.e. the ratio X/ (X + Y) X 100, may range from 5% to 95%, preferably from 10% to 90% and better still from 20% to 80%.
  • the mole percentage of Y relative to all of the compounds X and Y i.e. the ratio Y/ (X + Y) X 100, may range from 5% to 95%, preferably from 10% to 90% and better still from 20% to 80%.
  • Compound X may have a weight-average molecular mass (Mw) ranging from 150 to 1 000 000, preferably from 200 to 800 000 and more preferably from 200 to 250 000.
  • Compound Y may have a weight-average molecular mass (Mw) ranging from 200 to 1 000 000, preferably from 300 to 800 000 and more preferably from 500 to 250 000.
  • Compound X preferably represents from 5% to 60% by weight relative to the total weight of the composition and compound Y preferably represents from 0.05% to 5% by weight relative to the total weight of the composition containing it.
  • the ratio between the compounds X and Y may be varied so as to modify the rate of reaction and thus the rate of formation of the film, or alternatively so as to adapt the properties of the film formed (for example its adhesive properties) according to the desired application .
  • At least one of the compositions forming the kit may comprise fillers.
  • these fillers may be colloidal calcium carbonate, which may or may not be treated with stearic acid or stearate, silica such as fumed silicas, precipitated silicas or silicas treated to make them hydrophobic, ground quartz, alumina, aluminium hydroxide, titanium dioxide, diatomaceous earth, iron oxide, carbon black and graphite. Synthetic silicas whose surface is modified with silicone compounds to make the surface hydrophobic are particularly preferred. These fillers differ from each other in their surface properties, the silicone compounds used for treating the silica, and the way in which the surface treatment is performed.
  • fillers make it possible to reduce the viscosity of the formulation obtained with compounds X and/or Y.
  • resin-based reinforcing fillers may also be used.
  • Silica, calcium carbonate and resin-based fillers are preferred as filler. Examples that may be mentioned include the treated silicas Cab-O-Sil TS-530, Aerosil R 8200 and Wacker HDX H2000.
  • Aqueous phase
  • At least one of the compositions of the kit may comprise an aqueous phase.
  • the aqueous phase may be constituted essentially of water; it may also comprise a mixture of water and of water-miscible solvent (miscibility with water of greater than 50% by weight at 25°C), for instance lower monoalcohols containing from 1 to 5 carbon atoms such as ethanol or isopropanol, glycols containing from 2 to 8 carbon atoms such as propylene glycol, ethylene glycol, 1,3-butylene glycol and dipropylene glycol, C3- C 4 ketones and C2-C4 aldehydes, and mixtures thereof.
  • water-miscible solvent miscibility with water of greater than 50% by weight at 25°C
  • lower monoalcohols containing from 1 to 5 carbon atoms such as ethanol or isopropanol
  • glycols containing from 2 to 8 carbon atoms such as propylene glycol, ethylene glycol, 1,3-butylene glycol and dipropylene glycol, C3- C 4 ketones and C2-C
  • the aqueous phase (water and optionally the water- miscible solvent) may be present in a content ranging from the 5% to 95% by weight, preferably from 10% to 85% by weight and better still from 2% to 80% by weight relative to the total weight of each composition.
  • At least one of the compositions of the kit may also comprise at least one fatty substance that is solid at room temperature (25°C), preferably having a melting point of greater than 25°C, especially chosen from waxes and pasty fatty substances, and mixtures thereof.
  • fatty substances may be of animal, plant, mineral or synthetic origin.
  • wax means a lipophilic compound, which is solid at room temperature (25°C), with a reversible solid/liquid change of state, which has a melting point of greater than or equal to 30 0 C, which may be up to 120 0 C.
  • the waxes have a melting point of greater than 45°C and better still greater than 55°C.
  • 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.
  • DSC differential scanning calorimeter
  • Hydrocarbon-based waxes for instance beeswax, lanolin wax or Chinese insect wax; rice wax, carnauba wax, candelilla wax, ouricury wax, esparto grass wax, cork fibre wax, sugarcane wax, Japan wax and sumach wax; montan wax, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, the waxes obtained by Fisher-Tropsch synthesis and waxy copolymers, and also esters thereof, may especially be used.
  • waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched C8-C32 fatty chains.
  • waxes that may especially be mentioned are hydrogenated jojoba oil, isomerized jojoba oil such as the trans-isomerized partially hydrogenated jojoba oil manufactured or sold by the company Desert Whale under the commercial reference Iso-Joj oba-50 ® , hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated lanolin oil and bis (1,1,1- trimethylolpropane) tetrastearate sold under the name Hest 2T-4S by the company Heterene, bis (1,1,1- trimethylolpropane) tetrabehenate sold under the name Hest 2T-4B by the company Heterene.
  • hydrogenated jojoba oil isomerized jojoba oil such as the trans-isomerized partially hydrogenated jojoba oil manufactured or sold by the company Desert Whale under the commercial reference Iso-Joj oba-50 ®
  • hydrogenated sunflower oil hydrogenated castor oil
  • hydrogenated coconut oil hydrogenated lan
  • silicone waxes for instance alkyl or alkoxy dimethicones containing from 16 to 45 carbon atoms, and fluoro waxes.
  • the wax obtained by hydrogenation of olive oil esterified with stearyl alcohol, sold under the name Phytowax Olive 18L57 or else the waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol sold under the names Phytowax ricin 16L64 and 22L73 by the company Sophim may also be used.
  • Such waxes are described in patent application FR-A-2 792 190.
  • composition according to the invention may also comprise at least one pasty compound.
  • pasty compound means a lipophilic fatty compound with a reversible solid/liquid change of state, having in the solid state an anisotropic crystal organization, and comprising at a temperature of 23°C a liquid fraction and a solid fraction.
  • pasty compound also means polyvinyl laurate.
  • the pasty compound is preferably chosen from synthetic compounds and compounds of plant origin.
  • a pasty compound may be obtained by the synthesis from starting materials of plant origin.
  • - polyol ethers chosen from ethers of pentaerythritol and of polyalkylene glycol, ethers of fatty alcohol and of sugar, and mixtures thereof, the ethers of pentaerythritol and of polyethylene glycol comprising 5 oxyethylene units (5 OE) (CTFA name: PEG-5 Pentaerythrityl Ether) , the ether of pentaerythritol and of polypropylene glycol comprising 5 oxypropylene units (5 OP) (CTFA name: PPG-5 Pentaerythrityl Ether) and mixtures thereof, and more especially the mixture PEG-5 Pentaerythrityl Ether, PPG-5 Pentaerythrityl Ether and soybean oil, sold under the name Lanolide by the company Vevy, which is a mixture in which the constituents are in a 46/46/8 weight ratio: 46% PEG-5 Pentaerythrityl Ether, 46% PPG-5 Pentaery
  • (meth) acrylates preferably containing a C8-C30 alkyl group • oligomers, which are homopolymers and copolymers of vinyl esters containing C8-C30 alkyl groups
  • oligomers which are homopolymers and copolymers of vinyl ethers containing C8-C30 alkyl groups, liposoluble polyethers resulting from the polyetherification between one or more C2-C100 and preferably C2-C50 diols,
  • a preferred silicone and fluoro pasty compound is polymethyltrifluoropropylmethylalkyldimethylsiloxane, sold under the name X22-1088 by Shin-Etsu.
  • liposoluble polyethers that are particularly preferred are copolymers of ethylene oxide and/or of propylene oxide with C6-C30 long-chain alkylene oxides, more preferably such that the weight ratio of the ethylene oxide and/or of the propylene oxide to the alkylene oxides in the copolymer is from 5:95 to 70:30.
  • copolymers such that the long-chain alkylene oxides are arranged in blocks with an average molecular weight of from 1000 to 10 000, for example a polyoxy- ethylene/polydodecyl glycol block copolymer such as the ethers of dodecanediol (22 mol) and of polyethylene glycol (45 EO) sold under the brand name Elfacos ST9 by Akzo Nobel.
  • a polyoxy- ethylene/polydodecyl glycol block copolymer such as the ethers of dodecanediol (22 mol) and of polyethylene glycol (45 EO) sold under the brand name Elfacos ST9 by Akzo Nobel.
  • esters that are especially preferred are:
  • - esters of a glycerol oligomer especially diglycerol esters, in particular condensates of adipic acid and of glycerol, for which some of the hydroxyl groups of the glycerols have reacted with a mixture of fatty acids such as stearic acid, capric acid, stearic acid and isostearic acid and 12-hydroxystearic acid, for instance those sold under the brand name Softisan 649 by the company Sasol,
  • polyesters resulting from polycondensation between a linear or branched C 4 -C 5 O dicarboxylic acid or polycarboxylic acid and a C2-C50 diol or polyol, - aliphatic esters of an ester resulting from the esterification of an aliphatic hydroxycarboxylic acid ester with an aliphatic carboxylic acid.
  • the aliphatic carboxylic acid contains from 4 to 30 and preferably from 8 to 30 carbon atoms. It is preferably chosen from hexanoic acid, heptanoic acid, octanoic acid, 2-ethylhexanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, hexyldecanoic acid, heptadecanoic acid, octadecanoic acid, isostearic acid, nonadecanoic acid, eicosanoic acid, isoarachidic acid, octyldodecanoic acid, heneicosanoic acid and docosanoic acid, and mixtures thereof.
  • the aliphatic carboxylic acid is preferably branched.
  • the aliphatic hydroxycarboxylic acid ester is advantageously derived from a hydroxylated aliphatic carboxylic acid containing from 2 to 40 carbon atoms, preferably from 10 to 34 carbon atoms and better still from 12 to 28 carbon atoms, and from 1 to 20 hydroxyl groups, preferably from 1 to 10 hydroxyl groups and better still from 1 to 6 hydroxyl groups.
  • the aliphatic hydroxycarboxylic acid ester is chosen from: a) partial or total esters of saturated linear monohydroxylated aliphatic monocarboxylic acids; b) partial or total esters of unsaturated monohydroxylated aliphatic monocarboxylic acids; c) partial or total esters of saturated monohydroxylated aliphatic polycarboxylic acids; d) partial or total esters of saturated polyhydroxylated aliphatic polycarboxylic acids; e) partial or total esters of C 2 to C 1 6 aliphatic polyols that have reacted with a monohydroxylated or polyhydroxylated aliphatic monocarboxylic or polycarboxylic acid, and mixtures thereof.
  • the nature and amount of the solid fatty substances depend on the desired mechanical properties and textures.
  • the waxes may represent from 0.1% to 70% by weight, better still from 1% to 40% and even better still from 5% to 30% by weight relative to the total weight of each composition.
  • compositions may comprise a film-forming polymer.
  • the composition contains at least one polymer that may be chosen from film- forming polymers. Certain film-forming polymers may be gelling agents. According to one embodiment, the polymer is not a nitrocellulose.
  • polymer means a compound containing at least 2 repeating units and preferably at least 3 repeating units.
  • film-forming polymer means a polymer capable, by itself or in the presence of an auxiliary film-forming agent, of forming a macroscopically continuous film on a support, especially on keratin materials, preferably a cohesive film and better still a film whose cohesion and mechanical properties are such that the said film can be isolated from the said support .
  • the polymer may be present in the composition in a content ranging from 0.1% to 60% by weight, preferably ranging from 0.1% to 50% by weight, preferably ranging from 0.5% to 40% by weight, preferentially ranging from 1% to 30% by weight and more preferentially ranging from 1% to 25% by weight relative to the total weight of the composition.
  • the film-forming organic polymer is at least one polymer chosen from the group comprising:
  • non-aqueous polymer dispersions comprise polymer particles that are surface-stabilized with at least one stabilizer
  • the composition comprises an aqueous phase
  • the composition comprises an aqueous phase.
  • Film-forming polymers that may be mentioned in particular include acrylic polymers, polyurethanes, polyesters, polyamides, polyureas, cellulose-based polymers, for instance nitrocellulose, silicone polymers, in particular silicone resins, silicone-grafted acrylic polymers, polyamide polymers and copolymers and polyisoprenes .
  • the film-forming polymer may be chosen from the film- forming polymers described in patent application WO 04/028487, the content of which is incorporated into the present patent application by way of reference.
  • the film-forming polymer may be a crosslinked silicone compound as described in patent applications US 2003/0 103 918 and US 2003/0 049 216, the content of which is incorporated into the present patent application by way of reference.
  • Film-forming polymers are especially described in the international patent application filed under No. PCT/FR03/02849, the content of which is incorporated by way of reference.
  • the film-forming polymer may be a film-forming linear ethylenic block polymer, which is advantageously styrene-free .
  • the block polymer comprises at least one first block and at least one second block that have different glass transition temperatures (Tg) , the said first and second blocks being linked together via an intermediate block comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
  • the film-forming polymer may also be in the form of a dispersion of particles, which are preferably solid, of a grafted ethylenic polymer in a liquid fatty phase.
  • a dispersion is especially described in the international patent application filed under No. PCT/FR 03/03709, the content of which is incorporated by way of reference.
  • the grafted ethylenic polymer comprises an ethylenic skeleton that is insoluble in the said liquid fatty phase, and side chains that are covalently linked to the said skeleton and soluble in the said dispersion medium.
  • compositions may contain at least one amphiphilic silicone .
  • the amphiphilic silicones that may be used contain a silicone portion that is compatible with a silicone medium, and a hydrophilic portion that may be, for example, the residue of a compound chosen from alcohols and polyols, containing from 1 to 12 hydroxyl groups, polyoxyalkylenes comprising at least two oxyalkylene units and containing from 0 to 20 oxypropylene units and/or from 0 to 20 oxyethylene units.
  • This hydrophilic portion thus has affinity for the hydrophilic particles and promotes their dispersion in the silicone medium.
  • the amphiphilic silicone may be an oil with no gelling activity.
  • oils may consist of: dimethicone copolyols, optionally comprising phenyl groups, alkylmethicone copolyols, polyglycerolated silicones, that is to say silicones containing alkylglyceryl ether groups, silicones containing perfluoro side groups and glycerolated side groups, silicones containing polyoxyethylene/polyoxy- propylene side groups and perfluoro side groups, copolymers containing a silicone block and a hydrophilic block other than polyether, for example polyoxazoline or polyethyleneimine, grafted copolymers of the silicone-grafted polysaccharide type, copolymers containing a silicone block and containing a poly (ethylene oxide/propylene oxide) block.
  • amphiphilic silicone used in the invention may also be an at least partially crosslinked amphiphilic silicone resin.
  • Such resins include: crosslinked silicone resins containing alkyl- polyether groups, such as polyethylene oxide (PEO) and polyethylene oxide/polypropylene oxide (PEO/PPO), described in US-A-5 412 004, and silicone resins partially crosslinked with CC, C ⁇ -dienes, containing both hydrophilic PEO/PPO side chains and hydrophobic alkyl side chains, such as those described in EP-A-I 048 686.
  • the hydrophilic side chains are obtained by reaction with a PEO/PPO containing only one vinyl end, and the alkyl side chains are formed by reaction with a fatty-chain OC-olefin .
  • the silicone portion is advantageously formed from polydimethylsiloxane .
  • compositions may contain at least one polyamide polymer or copolymer, which may be chosen from polyamide homopolymers, polyamides branched with fatty chains, polyamide-organosiloxanes, polyamide-polyester copolymers and polyamide-polyacrylic copolymers, and mixtures thereof.
  • These polyamide resins are especially the products sold under the brand name Versamid® by the companies General Mills, Inc. and Henkel Corp.
  • polyamide polymers that may be used in the invention, mention may be made of the polyamides branched with pendent fatty chains and/or terminal fatty chains containing from 6 to 120 carbon atoms, better still 8 to 120 and especially from 12 to 68 carbon atoms, each terminal fatty chain being linked to the polyamide skeleton via at least one bonding group, in particular ester.
  • these polymers comprise a fatty chain at each end of the polymer skeleton and in particular of the polyamide skeleton.
  • Other bonding groups that may be mentioned include ether, amine, urea, urethane, thioester, thiourea and thiourethane groups.
  • These polymers are more especially those described in document US-A-5 783 657 from the company Union Camp. Examples that may be mentioned include the commercial products sold by the company Arizona Chemical under the names Uniclear 80 and Uniclear 100. They are sold, respectively, in the form of a gel at 80% (of active material) in a mineral oil, and at 100% (of active material) . They have a softening point of from 88 to 94 0 C. These commercial products are a mixture of copolymers of a C36 diacid condensed with ethylenediamine, with a weight-average molecular mass of about 6000. The ester end groups result from the esterification of the remaining acid end groups with cetyl alcohol, stearyl alcohol or mixtures thereof (also known as cetyl stearyl alcohol) .
  • polyamide polymers that may be used in the invention, mention may also be made of polyamides comprising at least one polyorganosiloxane group, consisting of from 1 to 1000 organosiloxane units in the main chain or in the form of a graft.
  • the polymers are, for example, those described in documents US-A-5 874 069, US-A-5 919 444, US-A-6 051 216, US-A-5 981 680 and WO 04/054 524, the content of which is incorporated into the present patent application by way of reference.
  • the silicone polyamide may be a polymer comprising at least one unit of formula (IV) or (V) :
  • R 4 , R 5 , R 6 and R 7 which may be identical or different, represent a group chosen from: saturated or unsaturated, Ci to C 4 o linear, branched or cyclic hydrocarbon-based groups, which may contain in their chain one or more oxygen, sulfur and/or nitrogen atoms, and which may be partially or totally substituted with fluorine atoms,
  • Ce to Cio aryl groups optionally substituted with one or more Ci to C 4 alkyl groups, polyorganosiloxane chains possibly containing one or more oxygen, sulfur and/or nitrogen atoms,
  • X which may be identical or different, represent a linear or branched Ci to C30 alkylenediyl group, which may contain in its chain one or more oxygen and/or nitrogen atoms,
  • Y is a Ci to C50 saturated or unsaturated, linear or branched alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene divalent group, which may comprise one or more oxygen, sulfur and/or nitrogen atoms, and/or which may bear as substituent one of the following atoms or groups of atoms: fluorine, hydroxyl,
  • n is an integer ranging from 2 to 500 and preferably from 2 to 200
  • m is an integer ranging from 1 to 1000, preferably from 1 to 700 and better still from 6 to 200.
  • compositions according to the invention may contain emulsifying surfactants, which are especially present in a proportion ranging from 0.1% to 30% by weight, better still from 1% to 15% and even better still from 2% to 10% relative to the total weight of the composition.
  • surfactants may be chosen from anionic, nonionic, amphoteric and zwitterionic surfactants.
  • the surfactants preferentially used in the first and second compositions according to the invention are chosen from: a) nonionic surfactants with an HLB of greater than or equal to 8 at 25°C, used alone or as a mixture; mention may be made especially of:
  • ethers which may comprise from 1 to 150 oxyethylene and/or oxypropylene groups of glycerol;
  • - oxyethylenated and/or oxypropylenated ethers (which may comprise from 1 to 150 oxyethylene and/or oxypropylene groups) of fatty alcohols (especially of C8-C24 and preferably C12-C18 alcohol) , such as oxyethylenated cetearyl alcohol ether containing 30 oxyethylene groups (CTFA name Ceteareth-30) and the oxyethylenated ether of the mixture of C12-C15 fatty alcohols comprising 7 oxyethylene groups (CTFA name C12-15 Pareth-7 sold under the name Neodol 25-7 ® by Shell Chemicals) ;
  • CTFA name Ceteareth-30 oxyethylenated cetearyl alcohol ether containing 30 oxyethylene groups
  • CTFA name C12-15 Pareth-7 sold under the name Neodol 25-7 ® by Shell Chemicals
  • - fatty acid esters (especially of a C8-C24 and preferably C16-C22 acid) of polyethylene glycol (which may comprise from 1 to 150 ethylene glycol units), such as PEG-50 stearate and PEG-40 monostearate sold under the name Myrj 52P by the company ICI Uniqema;
  • glyceryl stearate polyethoxylated with 30 ethylene oxide groups for instance the product Tagat S sold by the company Goldschmidt, glyceryl oleate polyethoxylated with 30 ethylene oxide groups, for instance the product Tagat O sold by the company Goldschmidt, glyceryl cocoate polyethoxylated with 30 ethylene oxide groups, for instance the product Varionic LI 13 sold by the company Sherex, glyceryl isostearate polyethoxylated with 30 ethylene oxide groups, for instance the product Tagat L sold by the company
  • nonionic surfactants with an HLB of less than 8 at 25°C optionally combined with one or more nonionic surfactants with an HLB of greater than 8 at 25°C, as mentioned above, such as:
  • sucrose stearate sucrose cocoate and sorbitan stearate, and mixtures thereof, for instance Arlatone 2121 sold by the company ICI;
  • fatty acid esters (especially of a C8-C24 and preferably C16-C22 acid) of polyols, especially of glycerol or of sorbitol, such as glyceryl stearate, glyceryl stearate such as the product sold under the name Tegin M by the company Goldschmidt, glyceryl laurate such as the product sold under the name Imwitor 312 by the company HuIs, polyglyceryl-2 stearate, sorbitan tristearate or glyceryl ricinoleate; - the mixture of cyclomethicone/dimethicone copolyol sold under the name Q2-3225C by the company Dow Corning.
  • anionic surfactants such as:
  • - C16-C30 fatty acid salts especially those derived from amines, for instance triethanolamine stearate;
  • Croda and cetyl phosphate (Amphisol K from the company DSM Nutritional Products) ;
  • sulfosuccinates such as Disodium PEG-5 citrate lauryl sulfosuccinate and Disodium ricinoleamido MEA sulfosuccinate;
  • alkyl ether sulfates such as sodium lauryl ether sulfate
  • Triethanolamine stearate is most particularly suitable for the invention. This is generally obtained by simple mixing of stearic acid and triethanolamine.
  • compositions may contain at least one gelling agent.
  • the aqueous-medium gelling agent may be chosen from: water-soluble cellulose-based thickeners, guar gum, xanthan gum, carob gum, scleroglucan gum, gellan gum, rhamsan gum, karaya gum or carrageenan gum, alginates, maltodextrins, starch and its derivatives, and hyaluronic acid and its salts, chitosans and derivatives thereof, - the polyglyceryl (meth) acrylate polymers sold under the names "Hispagel” or "Lubragel” by the companies Hispano Qimica or Guardian, polyvinylpyrrolidone, polyvinyl alcohol, - crosslinked acrylamide polymers and copolymers, such as those sold under the names "PAS 5161" or "Bozepol C" by the company Hoechst, "Sepigel 305" by the company SEPPIC by the company Allied Colloid, or alternatively the crosslinked methacryloy
  • the oily-medium gelling agent may be chosen from: alkyl guar gums (with a Ci-C ⁇ alkyl group) , such as those described in EP-A-708 114; oil-gelling polymers, for instance triblock polymers or star polymers resulting from the polymerization or copolymerization of at least one monomer containing an ethylenic group, for instance the polymers sold under the name Kraton; polymers with a weight-average molecular mass of less than 100 000, comprising a) a polymer skeleton containing hydrocarbon-based repeating units containing at least one hetero atom, and optionally b) at least one pendent fatty chain and/or at least one terminal fatty chain, which are optionally functionalized, containing from 6 to 120 carbon atoms and being linked to these hydrocarbon-based units, as described in patent applications WO-A-02/056847 and WO-A-02/47619, the content of which is incorporated by way of reference; in particular, poly
  • organogelling agents may be chosen from those described in patent application WO-A-03/105 788, the content of which is incorporated by way of reference.
  • gelling agents that may be used in the invention, mention may also be made of crosslinked organopoly- siloxanes obtained via hydroxysilylation .
  • resins obtained via hydroxysilylation that may be used according to the invention, mention may be made of those sold under the names KSG6 from Shin-Etsu, Trefil E-505C or Trefil E-506C from Dow Corning, Gransil from Grant Industries (SR-CYC, SR DMFlO and SR-DC556) , or those sold in the form of preconstituted gels (KSG15, KSG17, KSG16, KSG18, KSG20, KSG21, KSG31 and KSG32 from Shin-Etsu, Gransil SR 5CYC Gel, Gransil SR DMF 10 Gel, Gransil SR DC556 Gel, SF 1204 and JK 113 from General Electric) .
  • the products Dow Corning DC9010 and DC9011 and Wacker EF 199913 may also be used; these products all comprise oxyethylene groups, as do the products KSG20, KSG21, KSG31 and KSG32. A mixture of these commercial products may also be used. These products are obtained in particular as described in patents US- A-5 236 986 from Shin-Etsu, US 5 412 004 from Rose and Shin-Etsu, or also US-A-5 811 487 from Dow Corning.
  • compositions may comprise at least one dyestuff chosen, for example, from pigments, nacres, dyes and materials with an effect, and mixtures thereof.
  • These dyestuffs may be present 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 each first and second composition or relative to the total weight of the composition when X and Y are present in the same composition .
  • the pigments that are useful in the present invention may be in the form of powder or of pigmentary paste.
  • dyes should be understood as meaning compounds, generally organic, which are soluble in at least one oil or in an aqueous-alcoholic phase.
  • pigments should be understood as meaning white or coloured, mineral or organic particles, which are insoluble in an aqueous medium, and which are intended to colour and/or opacify the resulting film.
  • nacres or nacreous pigments should be understood as meaning coloured particles of any form, which may or may not be iridescent, especially produced by certain molluscs in their shell or else synthesized, and which have a colour effect via optical interference .
  • the pigment may be an organic pigment.
  • organic pigment means any pigment that satisfies the definition in Ullmann' s encyclopaedia in the chapter on organic pigments.
  • the organic pigment may especially be chosen from nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanin, metal complex, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane and quinophthalone compounds.
  • the organic pigment (s) may be chosen, for example, from carmine, carbon black, aniline black, melanin, azo yellow, quinacridone, phthalocyanin blue, sorghum red, the blue pigments codified in the Color Index under the references CI 42090, 69800, 69825, 73000, 74100 and 74160, the yellow pigments codified in the Color Index under the references CI 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000 and 47005, the green pigments codified in the Color Index under the references CI 61565, 61570 and 74260, the orange pigments codified in the Color Index under the references CI 11725, 15510, 45370 and 71105, the red pigments codified in the Color Index under the references CI 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17
  • These pigments may also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments may be composed especially of particles comprising an inorganic nucleus at least partially coated with an organic pigment and at least one binder to fix the organic pigments to the nucleus.
  • pigmentary pastes of organic pigments such as the products sold by the company Hoechst under the names:
  • Cosmenyl R Pigment Red 4 (CI 12085); - Carmine Cosmenyl FB: Pigment Red 5 (CI 12490);
  • the pigment may also be a lake.
  • the term "lake” means insolubilized dyes adsorbed onto insoluble particles, the assembly thus obtained remaining insoluble during use .
  • the inorganic substrates onto which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicate, and aluminium.
  • D&C Red 21 (CI 45 380), D&C Orange 5 (CI 45 370), D&C Red 27 (CI 45 410), D&C Orange 10 (CI 45 425), D&C Red 3 (CI 45 430), D&C Red 4 (CI 15 510), D&C Red 33 (CI 17 200), D&C Yellow 5 (CI 19 140), D&C Yellow 6 (CI 15 985), D&C Green (CI 61 570), D&C Yellow 1 O (CI 77 002), D&C Green 3 (CI 42 053), D&C Blue 1 (CI 42 090).
  • D&C Red 21 (CI 45 380), D&C Orange 5 (CI 45 370), D&C Red 27 (CI 45 410), D&C Orange 10 (CI 45 425), D&C Red 3 (CI 45 430), D&C Red 4 (CI 15 510), D&C Red 33 (CI 17 200), D&C Yellow 5 (CI 19 140), D&C Yellow 6 (CI 15 985), D&C Green (CI 61 570
  • An example of a lake that may be mentioned is the product known under the following name: D&C Red 7 (CI 15 850:1) .
  • the pigment may also be a pigment with special effects.
  • pigments with special effects means pigments that generally create a non-uniform coloured appearance (characterized by a certain shade, a certain vivacity and a certain lightness) that changes as a function of the conditions of observation (light, temperature, observation angles, etc.). They thus contrast with white or coloured pigments that afford a standard uniform opaque, semi-transparent or transparent shade.
  • pigment with special effects Two types of pigment with special effects exist: those with a low refractive index, such as fluorescent, photochromic or thermochromic pigments, and those with a high refractive index, such as nacres or flakes.
  • Pigments with special effects include nacreous pigments such as white nacreous pigments such as mica coated with titanium or with bismuth oxychloride, coloured nacreous pigments such as titanium mica with iron oxides, titanium mica especially with ferric blue or with chromium oxide, titanium mica with an organic pigment of the abovementioned type, and also nacreous pigments based on bismuth oxychloride.
  • Pigments with an interference effect may also be made of pigments with an interference effect that are not fixed onto a substrate, for instance liquid crystals (Helicones HC from Wacker) , holographic interference flakes
  • Pigments with special effects also comprise fluorescent pigments, whether these are substances that are fluorescent in daylight or that produce an ultraviolet fluorescence, phosphorescent pigments, photochromic pigments, thermochromic pigments and quantum dots, sold, for example, by the company Quantum Dots Corporation .
  • Quantum dots are luminescent semiconductive nanoparticles capable of emitting, under light excitation, irradiation with a wavelength of between 400 nm and 700 nm. These nanoparticles are known from the literature. They may be manufactured in particular according to the processes described, for example, in US 6 225 198 or US 5 990 479, in the publications cited therein, and also in the following publications: Dabboussi B. O. et al . "(CdSe)ZnS core-shell quantum dots: synthesis and characterization of a size series of highly luminescent nanocrystallites” Journal of Physical Chemistry B, vol. 101, 1997, pp. 9463-9475 and Peng, Xiaogang et al . "Epitaxial growth of highly luminescent CdSe/CdS core/shell nanocrystals with photostability and electronic accessibility", Journal of the American Chemical Society, vol. 119, No. 30, pp. 7019-7029.
  • Pigments with special effects also comprise fluorescent pigments, whether these are substances that are fluorescent in daylight or that produce an ultraviolet fluorescence, phosphorescent pigments, photochromic pigments and thermochromic pigments.
  • the pigment may be a mineral pigment.
  • mineral pigment means any pigment that satisfies the definition in Ullmann' s encyclopaedia in the chapter on inorganic pigments.
  • the following mineral pigments may also be used: Ta 2 O 5 , Ti 3 O 5 , Ti 2 O 3 , TiO, ZrO 2 as a mixture with TiO 2 , ZrO 2 , Nb 2 O 5 , CeO 2 , ZnS.
  • the pigment may also be a nacreous pigment such as white nacreous pigments, for example mica coated with titanium or with bismuth oxychloride, coloured nacreous pigments such as mica coated with titanium and with iron oxides, mica coated with titanium and especially with ferric blue or chromium oxide, mica coated with titanium and with an organic pigment as defined above, and also nacreous pigments based on bismuth oxychloride.
  • nacreous pigments such as white nacreous pigments, for example mica coated with titanium or with bismuth oxychloride, coloured nacreous pigments such as mica coated with titanium and with iron oxides, mica coated with titanium and especially with ferric blue or chromium oxide, mica coated with titanium and with an organic pigment as defined above, and also nacreous pigments based on bismuth oxychloride.
  • examples that may be mentioned include the Cellini pigments sold by Engelhard (Mica-TiO 2 -lake) , Prestige sold by Eckart (Mica
  • multilayer pigments based on synthetic substrates such as alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicates, and aluminium, may be envisaged.
  • the size of the pigment that is useful in the context of the present invention is generally between 10 nm and 200 ⁇ m, preferably between 20 nm and 80 ⁇ m and more preferentially between 30 nm and 50 ⁇ m.
  • composition according to the invention may comprise fillers.
  • fillers should be understood as meaning colourless or white, mineral or synthetic particles of any form, which are insoluble in the medium of the composition irrespective of the temperature at which the composition is manufactured.
  • the fillers may be mineral or organic and of any form, platelet-shaped, spherical or oblong, irrespective of the crystallographic form (for example lamellar, cubic, hexagonal, orthorhombic, etc.). Mention may be made of talc, mica, silica, kaolin, polyamide (Nylon ) powders, poly- ⁇ -alanine powders, polyethylene powders, polymethyl methacrylates, polyurethane powders such as the powder of the copolymer of hexamethylene diisocyanate and of trimethylol hexyl lactone sold under the name Plastic Powder D-400 by the company Toshiki, tetrafluoroethylene polymer (Teflon ) powders, micronized wax particles, especially carnauba microwaxes such as those sold under the name MicroCare 350 ® by the company Micro Powders, microwaxes of synthetic wax such as those sold under the name MicroEase 114S ® by the company Micro Powders, micro
  • the composition according to the invention may comprise a polytetrafluoroethylene (PTFE) powder.
  • PTFE polytetrafluoroethylene
  • the fillers may be present in the composition according to the invention in a total content ranging from 0.1% to 30% by weight, preferably ranging from 0.5% to 20% by weight and preferentially ranging from 0.8% to 10% by weight relative to the total weight of the composition .
  • compositions may also contain ingredients commonly used in cosmetics, such as vitamins, thickeners, trace elements, softeners, sequestrants, fragrances, basifying agents, acidifying agents, preserving agents, sunscreens, antioxidants, fibres and care agents, or mixtures thereof.
  • ingredients commonly used in cosmetics such as vitamins, thickeners, trace elements, softeners, sequestrants, fragrances, basifying agents, acidifying agents, preserving agents, sunscreens, antioxidants, fibres and care agents, or mixtures thereof.
  • compositions according to the invention may comprise any cosmetic active agent, such as active agents chosen from antioxidants, preserving agents, fragrances, bactericidal active agents or antiperspirants, neutralizers, emollients, moisturizers, vitamins and screening agents, in particular sunscreens.
  • active agents chosen from antioxidants, preserving agents, fragrances, bactericidal active agents or antiperspirants, neutralizers, emollients, moisturizers, vitamins and screening agents, in particular sunscreens.
  • the first, second and, where appropriate, third compositions are lipstick compositions .
  • the first, second and, where appropriate, third compositions are compositions for coating the eyelashes or the eyebrows and more particularly mascaras.
  • the first, second and, where appropriate, third compositions are compositions for coating bodily or facial skin, more particularly bodily or facial skin makeup compositions, for instance foundations or body makeup compositions.
  • a person skilled in the art can choose 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 use for each composition.
  • the first and second compositions above are mixed together at the time of use in a 50/50 proportion, and this mixture is then applied to the lips. After drying for a few minutes, a comfortable film that does not transfer is obtained on the lips.
  • the transfer of the film obtained with the mixture of the two compositions is evaluated as described above.
  • the film obtained from the mixture of compositions 1 and 2 has a transfer value of 0%.
  • the first and second compositions above are mixed together at the time of use in a 50/50 proportion and this mixture is then applied to the lips. After drying for a few minutes, a comfortable film that does not transfer is obtained on the lips.
  • the transfer of the film obtained with the mixture of the two compositions is evaluated as described previously.
  • the film derived from the mixture of compositions 1 and 2 has a transfer value of 0%.
  • the first and second compositions above are mixed together in pairs at the time of use, in a 50/50 proportion, and this mixture is then applied to the lips .
  • Composition IA is mixed with composition 2A.
  • Composition IB is mixed with composition 2B.
  • Composition 1C is mixed with composition 2C.
  • Composition ID is mixed with composition 2D.
  • the transfer of the films obtained with the four mixtures of the two compositions was evaluated as described previously, and has a transfer value in each case o f 0 % .
  • the first and second compositions above are mixed together at the time of use in a 60/40 proportion, and this mixture is then applied to the lips. After drying for a few minutes, a comfortable film that does not transfer is obtained on the lips.
  • compositions 1 and 2 above are mixed together at the time of use in a 90/10 proportion, respectively, and this mixture is then applied to the lips. After drying for a few minutes, a comfortable film that does not transfer is obtained on the lips.
  • the transfer of the film obtained with the mixture of the two compositions is evaluated as described previously.
  • the film obtained from the mixture of compositions 1 and 2 has a transfer value of 0%.
  • compositions 1 and 2 above are mixed together at the time of use in a 93/7 proportion, respectively, and this mixture is then applied to the lips. After drying for a few minutes, a comfortable film that does not transfer is obtained on the lips.
  • the transfer of the film obtained with the mixture of the two compositions is evaluated as described previously.
  • the film obtained from the mixture of compositions 1 and 2 has a transfer value of 0%.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

Trousse cosmétique comprenant des composés aux silicones réactifs et une huile collante. La trousse de l'invention comprend deux compositions cosmétiques conditionnées séparément, destinées à être appliquées sur des substances kératiniques soit: au moins une première composition comprenant un composé X; au moins une seconde composition comprenant un composé Y. Au moins l'un des composés X ou Y est un composé aux silicones. Lorsqu'ils sont mis en contact l'un avec l'autre, les composés X et Y sont capables de réagir entre eux par hydrosilylation, condensation ou réticulation en présence d'un peroxyde. Au moins l'une des première ou seconde compositions contient au moins une huile collante. Les composés X et Y et ladite huile collante, dans leurs quantités respectives, sont tels que l'indice de transfert d'un dépôt renfermant les deux compositions est inférieur ou égal à 40 sur 100. Enfin, cette invention concerne un procédé de maquillage sur des fibres kératiniques par application des composés X et Y et de l'huile collante.
PCT/EP2007/064303 2006-12-20 2007-12-20 Trousse cosmétique comprenant des composés aux silicones réactifs et une huile collante WO2008074859A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR0655689A FR2910288B1 (fr) 2006-12-20 2006-12-20 Kit cosmetique comprenant des composes reactifs silicones et une huile collante
FR0655689 2006-12-20
US87841707P 2007-01-04 2007-01-04
US60/878,417 2007-01-04

Publications (1)

Publication Number Publication Date
WO2008074859A1 true WO2008074859A1 (fr) 2008-06-26

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011001219A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir une matière kératinique
WO2011001220A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
WO2011001222A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
WO2011001217A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique de revêtement de matière kératinique
WO2011001221A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
WO2011001218A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
US9096721B2 (en) 2009-07-03 2015-08-04 Dow Corning Corporation Film forming, silicone containing compositions

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2760971A1 (fr) * 1997-03-20 1998-09-25 Dow Corning Sa Procede de production d'une composition a liberation controlee
FR2785529A1 (fr) * 1998-11-09 2000-05-12 Oreal Composition cosmetique sans transfert comprenant une dispersion de particules de polymere dans une phase grasse liquide
US20030095935A1 (en) * 2001-11-16 2003-05-22 General Electric Company Transfer resistant cosmetic compositions comprising silicone gels
EP1426027A1 (fr) * 2001-09-14 2004-06-09 Shin-Etsu Chemical Company, Ltd. Composition et preparation cosmetique contenant ladite composition
US20050226832A1 (en) * 2004-04-07 2005-10-13 Ernst Bobka Water-free preparation

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2760971A1 (fr) * 1997-03-20 1998-09-25 Dow Corning Sa Procede de production d'une composition a liberation controlee
FR2785529A1 (fr) * 1998-11-09 2000-05-12 Oreal Composition cosmetique sans transfert comprenant une dispersion de particules de polymere dans une phase grasse liquide
EP1426027A1 (fr) * 2001-09-14 2004-06-09 Shin-Etsu Chemical Company, Ltd. Composition et preparation cosmetique contenant ladite composition
US20030095935A1 (en) * 2001-11-16 2003-05-22 General Electric Company Transfer resistant cosmetic compositions comprising silicone gels
US20050226832A1 (en) * 2004-04-07 2005-10-13 Ernst Bobka Water-free preparation

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011001219A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir une matière kératinique
WO2011001220A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
WO2011001222A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
WO2011001217A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique de revêtement de matière kératinique
WO2011001221A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
WO2011001218A1 (fr) * 2009-07-03 2011-01-06 L'oreal Procédé cosmétique pour revêtir un matériau kératineux
US9096721B2 (en) 2009-07-03 2015-08-04 Dow Corning Corporation Film forming, silicone containing compositions

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