EP2229220A2 - Cosmetic make-up and/or care method using a siloxane resin and a phenyl silicone oil - Google Patents

Cosmetic make-up and/or care method using a siloxane resin and a phenyl silicone oil

Info

Publication number
EP2229220A2
EP2229220A2 EP08865291A EP08865291A EP2229220A2 EP 2229220 A2 EP2229220 A2 EP 2229220A2 EP 08865291 A EP08865291 A EP 08865291A EP 08865291 A EP08865291 A EP 08865291A EP 2229220 A2 EP2229220 A2 EP 2229220A2
Authority
EP
European Patent Office
Prior art keywords
composition
group
keratin materials
resin
groups
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP08865291A
Other languages
German (de)
French (fr)
Inventor
Claudia Barba
Roberto Cavazzuti
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of EP2229220A2 publication Critical patent/EP2229220A2/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A45HAND OR TRAVELLING ARTICLES
    • A45DHAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
    • A45D33/00Containers or accessories specially adapted for handling powdery toiletry or cosmetic substances
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/591Mixtures of compounds not provided for by any of the codes A61K2800/592 - A61K2800/596
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88Two- or multipart kits

Definitions

  • the invention relates to a cosmetic composition for keratin materials, especially the skin, hair and nails.
  • the invention relates in particular to makeup compositions of keratin materials.
  • One of the objectives of the application is to make makeup compositions for keratin materials (skin, mucous membranes, fiber, eyelashes and integuments), for depositing a non-transfer film total, bright, comfortable, and having good performance.
  • compositions that have good holding properties. These compositions must also be without transfer, while offering good comfort properties to meet the demand of consumers.
  • compositions having a good level of gloss or a glossy effect are sought to obtain compositions having a good level of gloss or a glossy effect.
  • This shine which makes it possible to highlight the lips is generally obtained by the formulation of shiny oils and / or particles with reflections.
  • make-up formulas then have the characteristic of being tacky. This sticky nature leads these formulas to leave traces on the supports such as glasses, coffee cups.
  • the formulator is therefore in search of raw materials and / or systems for obtaining compositions whose deposit is characterized by comfort, shine and long-lasting.
  • polymers are of very different chemical natures and are carried either in a fatty phase or in an aqueous phase. Mention may be made, by way of example, of silicone resins, in particular of the MQ type, polyacrylates, latices, etc.
  • compositions containing in a physiologically acceptable medium a) a siloxane resin comprising the units:
  • the siloxane resin comprises the units:
  • siloxane resins that can be used according to the invention can be obtained by a process comprising the reaction of:
  • R 1 representing an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, the ratio a / d being between 0.5 and 1.5; ; and of
  • T propyl resin comprising at least 80 mole% of units (R 3 Si ⁇ 3 / 2) c,
  • R 3 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, c being greater than zero, provided that at least 40 mol% of the groups R 3 are groups propyl, where the mass ratio A / B is between 95: 5 and 15:85, preferably the mass ratio A / B is 30:70.
  • the mass ratio A / B is between 95: 5 and 15:85.
  • the ratio A / B is less than or equal to 70:30.
  • These preferred ratios have been found to provide comfortable deposits due to the absence of percolation of rigid MQ resin particles in the deposit.
  • the compositions according to the invention can be in various forms, especially in the form of powder, anhydrous dispersion, water / oil emulsion or water / wax, oil / water, multiple or wax / water, gel).
  • the resins that can be used according to the invention are in particular those described in application WO 2005/075542, the content of which is incorporated herein by reference.
  • the propylene MQ-T resin a) according to the invention comprises units:
  • the quantity of each unit present in the MQ-T propyl resin a) can be expressed in molar fraction (ie a, b, c or d) of the total number of moles of all the units M, D, T and Q present. in the MQ-T propyl resin a).
  • the value of a (mole fraction of M units) is between 0.05 and 0.5, or alternatively between 0.15 and 0.4.
  • the value of b (molar fraction of units D) is between 0 and 0.3, or alternatively between 0 and 0.1, or alternatively between 0 and 0.05.
  • the MQ-T propyl resin a) according to the invention may be free of unit D, or alternatively may comprise up to 0.3 mole fraction of D units.
  • the MQ-T propyl resin a) according to the invention is free of unit D.
  • the value of c (molar fraction of T units) is greater than 0, or alternatively between 0.05 and 0.65 , or alternatively between 0.4 and 0.65.
  • d (molar fraction of units Q) is between 0.05 and 0.6, or alternatively between 0.2 and 0.6, or alternatively between 0.2 and 0.55.
  • the propylene MQ-T resin a) according to the invention is characterized in that at least 40 mol%, preferably at least 50 mol%, preferably at least 90 mol% of the alkyl groups R 3 of the units T are propyl groups.
  • the radicals R 1 , R 2 and R 3 of the units of the MQ-T propyl resin independently represent an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group.
  • the alkyl groups can in particular be chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl and octyl groups.
  • the alkyl group is a methyl group or a propyl group.
  • the aryl groups may be chosen from phenyl, naphthyl, benzyl, tolyl, xylyl, xenyl, methylphenyl, 2-phenylethyl, 2-phenyl-2-methylethyl, chlorophenyl, bromophenyl and fluorophenyl groups, the aryl group being preferably a phenyl group.
  • carbinol group means any group containing at least one hydroxyl radical bonded to a carbon (COH).
  • the carbinol groups may thus contain more than one COH radical, such as, for example
  • carbinol group is free of aryl groups, it has at least 3 carbon atoms. If the carbinol group comprises at least one aryl group, it comprises at least 6 carbon atoms.
  • R 4 OH represents a divalent hydrocarbon radical containing at least 3 carbon atoms or a divalent hydrocarbonoxy radical having at least 3 carbon atoms. minus 3 carbon atoms.
  • Examples of the group R 4 include alkylene radicals such as - (CH 2 ) ⁇ -, the value of x being between 3 and 10, -CH 2 CH (CH 3 ) -, -CH 2 CH (CH 2) 3 ) CH 2 -, - CH 2 CH 2 CH (CH 2 CH 3 ) CH 2 CH 2 CH 2 - and -OCH (CH 3 ) (CH 2 ) X -, the value of x being between 1 and 10.
  • a carbinol group containing aryl groups having at least 6 carbon atoms mention may be made of the groups of formula R 5 OH in which R 5 represents an arylene radical such that - (CH 2 ) ⁇ C 6 H 4 -, x having a value between 0 and 10, -CH 2 CH (CH 3 ) (CH 2 ) X C 6 H 4 -, x having a value of between 0 and 10, - (CH 2 ) X C 6 H 4 (CH 2 ) X -, x having a value between 1 and 10.
  • the carbinol groups containing aryl groups generally comprise from 6 to 14 atoms.
  • Amino group according to the invention is understood to mean especially groups of formula - R 6 NH 2 or -R 6 NHR 7 NH 2 , R 6 representing a divalent hydrocarbon radical having at least 2 carbon atoms and R 7 representing a hydrocarbon radical bivalent having at least 2 carbon atoms.
  • the R 6 group generally represents an alkylene radical having 2 to 20 carbon atoms. Examples of groups R 6 include ethylene, propylene, -CH 2 CHCH 3 -, butylene, -CH 2 CH (CH 3 ) CH 2 -, pentamethylene, hexamethylene, 3-ethyl-hexamethylene, octamethylene and decamethylene groups. .
  • the group R 7 generally represents an alkylene radical having 2 to 20 carbon atoms.
  • groups R 7 include ethylene, propylene, -CH 2 CHCH 3 -, butylene, -CH 2 CH (CH 3 ) CH 2 -, pentamethylene, hexamethylene, 3-ethyl-hexamethylene, octamethylene and decamethylene groups. .
  • the amino groups are generally -CH 2 CH 2 CH 2 NH 2 and -CH 2 (CH 3 ) CHCH 2 (H) NCH 3 , -CH 2 CH 2 NHCH 2 CH 2 NH 2 , -CH 2 CH 2 NH 2 , -CH 2 CH 2 NHCH 3 , -CH 2 CH 2 CH 2 CH 2 NH 2 , - (CH 2 CH 2 NH) 3 H and -CH 2 CH 2 NHCH 2 CH 2 NHC 4 H 9 .
  • R 1 represents a methyl group
  • R 2 represents a methyl group or a phenyl group
  • R 3 represents a propyl group
  • the MQ-T propyl resin a) according to the invention is free from unit D, and R 1 represents a methyl group, and R 3 represents a propyl group.
  • the siloxane units D, T or Q of the MQ-T propyl resin a) according to the invention may comprise hydroxyl groups (-OH) and / or alkoxy groups.
  • Such siloxane units comprising hydroxy and / or alkoxy groups are commonly present in siloxane resins having the general formula R n SiO ( 4-n y 2 .
  • the total amount by weight of -OH groups present in the MQ-T propyl resin is about 3%, preferably 2%, preferably 1.5%.
  • the total amount by weight of alkoxy groups present in the MQ-T propyl resin is less than or equal to 20% by weight, preferably less than or equal to 10% by weight.
  • M N number average molecular weight
  • the MQ-T propyl resins suitable for use as component a) may be prepared according to the methods known in the art for preparing siloxane resins of the general formula R n SiO (4- n) / 2 where R is an alkyl group and n is less than 1.8.
  • the MQ-T propyl resins can be prepared according to the methods described below.
  • MQ-T propyl resins a) according to the invention are illustrated by the MQ-T propyl resins comprising the following units:
  • siloxane resins that can be used according to the invention can be obtained by a process comprising the reaction between:
  • A) a MQ resin comprising at least 80 mole% of units (R 1 SiO 3/2) a and (SiO 4/2) d
  • R 1 representing an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, the ratio a / d being between 0.5 and 1.5; ;
  • R 3 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, c being greater than zero, provided that at least 40 mol% of the groups R 3 are groups propyl, where the mass ratio A / B is between 95: 5 and 15:85.
  • the component A) is a MQ resin comprising at least 80 mole% of units (R 1 SiO 3/2) a and (SiO 4/2) d wherein R 1 is as defined above, ie represents a group alkyl having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, and the ratio a / d being between 0.5 and 1.5.
  • MQ resins usable as component A), and their method of preparation are known from the prior art.
  • U.S. Patent 2,814,601 to Currie et al., Dated November 26, 1957 discloses a process for making MQ resins by converting a water-soluble silicate to a silicic acid monomer or an acid oligomer. silicic using an acid. Once the appropriate polymerization has been carried out, trimethylchlorosilane ends are introduced to obtain the MQ resin.
  • Another process for the preparation of MQ resins is described in Goodwin, US Pat. No. 2,857,356, dated Oct. 21, 1958. Goodwin discloses a method for manufacturing a MQ resin by cohydrolysis of a silicate blend. alkyl and an organopolysiloxane trialkylsilane hydrolysable with water.
  • MQ resins suitable as component A) in the present invention may contain D and T units, provided that at least 80 mole% or even 90 mole percent of the total siloxane units are M and Q units.
  • the MQ resins may also contain hydroxy groups.
  • the MQ resins may thus comprise hydroxyl groups in a total amount by weight of between 2 and 10%, preferably between 2 and 5%.
  • the MQ resins may also comprise additional ends, residual hydroxyl groups being for this reason reacted with the groups M.
  • Component B) is a propyl T resin comprising at least 80 mol% of units (R 3 SiO 3/2) c , R 3 being as defined above, ie representing an alkyl group having from 1 to 8 atoms carbon, an aryl group, a carbinol group or an amino group, c being greater than 0, with the proviso that at least 40 mol% of the groups R 3 are propyl groups.
  • the propyl T resin according to the invention is a silsesquioxane resin. Silsesquioxane resins are well known in the state of the art and are generally obtained by hydrolysis of an organosilane comprising three hydrolysable groups, such as halogen or alkoxy groups, present in the molecule.
  • Component B) can thus be obtained by hydrolysis of propyltrimethoxysilane, propyltriethoxysilane or propyltripropoxysilane, or by cohydrolysis of the abovementioned propylalkoxysilanes with various alkoxy silanes.
  • alkoxysilanes include methyltrimethoxysilane, methyltriethoxysilane, methyltriisopropoxysilane, dimethyldimethoxysilane and phenyltrimethoxysilane.
  • Propyltrichlorosilane may also be hydrolyzed alone, or in the presence of alcohol.
  • the cohydrolysis can be carried out by adding methyltrichlorosilane, dimethyldichlorosilane, phenyltrichlorosilane or similar chlorosilanes and methyltrimethoxysilane, methyltriethoxysilane, methyltriisopropoxysilane or similar methylalkoxysilanes.
  • Suitable alcohols for this purpose include methanol, ethanol, n-propyl alcohol, isopropyl alcohol, butanol, methoxy ethanol, ethoxy ethanol or similar alcohols.
  • type solvents hydrocarbons that may be used include toluene, xylene or similar aromatic hydrocarbons; hexane, heptane, isooctane or linear or partially branched saturated hydrocarbons; as well as cyclohexane or similar aliphatic hydrocarbons.
  • the propyl T resins as component B) according to the invention may contain M, D and Q units, provided that at least 80 mol%, or even 90 mol% of the total siloxane units are T units.
  • Propyl T resins may also contain hydroxy groups.
  • the propyl T resins comprise between 3 and 8% by weight of hydroxy groups.
  • a polyorganosiloxane may also be added to the process according to the invention as component C).
  • the polyorganosiloxanes useful as component C) according to the invention comprise units R 2 2 SiO 2/2 , or R 3 SiO 3Z 2 .
  • the polyorganosiloxane may be added to introduce different D and T units into the MQ-T propyl resins to modify the properties of the resulting resins.
  • the structure or formula of the polyorganosiloxane is not limiting, provided that said polyorganosiloxane comprises a measurable amount of R 2 SiO 2/2 , or R 3 SiO 3Z 2 units , and that the total amount of polyorganosiloxane added to the reaction between A) and B) does not result in more than 50 mol% of D or T units in the reaction mixture.
  • the polyorganosiloxane may include combinations of M, D, T and Q units, provided that at least the D or T units are present.
  • the polyorganosiloxane may be chosen from the fluid silicones, gums, or resins known from the prior art and comprising D or T units, or mixtures thereof.
  • D units typically include methyl or phenyl groups or mixtures thereof as R groups.
  • T units typically include methyl or phenyl groups or mixtures thereof as R 3 groups.
  • the polyorganosiloxane may be a linear fluid polydiorganosiloxane having a viscosity of between 10 and 1000 cS (mm 2 / s).
  • the fluid polydiorganosiloxane may be a polydimethylsiloxane, or a polymethylphenylsiloxane.
  • the polyorganosiloxane may also be an organosilsesquioxane resin.
  • the organosilsesquioxane resin is typically a methylsilsesquioxane resin or a phenylsilsesquioxane resin.
  • the components A), B) and optionally C) can react with any known method of the prior art to act on the units M, D, T and Q.
  • the components A), B) and optionally C) react by a condensation reaction in the presence of catalyst.
  • the MQ resin is typically present in an aromatic hydrocarbon solvent or siloxane.
  • Condensation reaction catalysts that can be used include metal hydroxides such as potassium hydroxide or sodium hydroxide; metal salts such as silanolates, carboxylates and carbonates; amines; titanates such as tetrabutyl titanate; and their mixtures.
  • reaction between the components A), B) and optionally C) is carried out by heating the reaction mixture at temperatures ranging from 50 to 140 ° C., preferably ranging from 100 to 140 ° C.
  • the reaction can proceed in process semi-continuous, continuous or in a batch.
  • the weight ratio A / B in the reaction is from 95: 5 to 15:85, preferably from 95: 5 to 20:80, preferably from 90:10 to 20:80.
  • the mass ratio A / B is 85:15, or 50:50, or 30:70, or 95: 5.
  • the mass ratio A / B is equal to 30:70.
  • the amount of component C) may vary, but with the proviso that it results in a content of less than 30 mol% of additional units D or T, based on the total molar amount of siloxane units of the reaction mixture.
  • the siloxane resin is present in the composition in a total resin solids content ranging from 1% to 80% by weight relative to the total weight of the composition, preferably ranging from 5% to 70% by weight. weight, and better ranging from 6% to 60% by weight.
  • the compositions according to the invention is liquid. According to a second embodiment, the composition according to the invention is solid.
  • solid characterizes the state of the composition at ambient temperature (25 ° C.) and at atmospheric pressure (760 mmHg).
  • the composition according to the invention has, when it is solid, a hardness of between 30 and 300 g, or even 50 to 200 g.
  • the measurement is carried out according to the following protocol: A sample of the composition in question is hot cast in a stick mold 12.7 mm in diameter. The mold is then cooled in the freezer for about an hour. The lipstick stick is then stored at 20 ° C. The hardness of the samples is measured after 24 hours of waiting. The hardness of the samples of compositions of the invention, expressed in gram, is measured by means of a DFGS2 dynamometer marketed by INDELCO-CHATILLON. The hardness corresponds to the maximum shear force exerted by a tungsten 250 ⁇ m diameter rigid wire advancing at a speed of 100 mm / min.
  • the composition according to the invention comprises less than 3%, or better, less than 1% water by weight relative to the total weight of the composition. More preferably the composition is completely anhydrous.
  • anhydrous is meant in particular that the water is preferably not deliberately added to the composition but may be present in trace amounts in the various compounds used in the composition.
  • the present invention relates to a makeup process and / or care in which is applied to the keratin materials and in particular the lips, a composition as defined above.
  • composition according to the invention comprises at least one phenyl silicone oil (also called phenyl silicone).
  • phenyl silicone is meant an organopolysiloxane substituted with at least one phenyl group.
  • the phenyl silicone is preferably non-volatile.
  • non-volatile is meant an oil whose vapor pressure at ambient temperature and atmospheric pressure is non-zero and less than 0.02 mm Hg (2.66 Pa) and better still less than 10 -3 mm Hg (0.13 Pa).
  • the weight-average molecular weight of the phenyl silicone oil is between 500 and 10,000 g / mol.
  • the silicone oil may be chosen from phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes and 2-phenylethyl trimethylsiloxysilicates.
  • the silicone oil can meet the formula:
  • the R groups independently of one another are methyl or phenyl.
  • the silicone oil comprises at least three phenyl groups, for example at least four, at least five or at least six.
  • the silicone oil corresponds to the formula
  • R groups independently of one another are methyl or phenyl.
  • said organopolysiloxane comprises at least three phenyl groups, for example at least four or at least five.
  • phenyl organopolysiloxanes described above can be used. Examples that may be mentioned are mixtures of triphenylated, tetra- or penta-phenylated organopolysiloxane.
  • the silicone oil corresponds to the formula Ph Ph Ph
  • Ph phenyl.
  • phenyl silicone is especially manufactured by Dow Corning under the reference Dow Corning 555 Cosmetic Fluid (INCI name: trimethyl pentaphenyl trisiloxane).
  • Dow Corning 554 Cosmetic Fluid can also be used.
  • the silicone oil corresponds to the formula
  • Me is methyl
  • y is 1 to 1000
  • X is -CH 2 -CH (CfB) (Ph).
  • the silicone oil corresponds to the formula
  • the phenyl silicone oil may be chosen from the phenyl silicones of formula (VI) below:
  • R1 to RIO independently of each other, are hydrocarbon radicals, saturated or unsaturated, linear, cyclic or branched, C1-C30,
  • - m, n, p and q are, independently of one another, integers between 0 and 900, provided that the sum 'm + n + q' is not 0.
  • the sum 'm + n + q' is between 1 and 100.
  • the sum 'm + n + p + q' is between 1 and 900, more preferably between 1 and 800.
  • q is equal to O.
  • the phenyl silicone oil may be chosen from the phenyl silicones of formula (VII) below:
  • R 1 to R 6 independently of one another, are linear or cyclic, saturated or unsaturated, C 1 -C 30 hydrocarbon-based radicals,
  • n and p are, independently of one another, integers between 0 and 100, provided that the sum 'n + m' is between 1 and 100.
  • R1 to R6 independently of each other, represent a saturated hydrocarbon radical, linear or branched, C1-C30, especially C1-C12, and in particular a methyl, ethyl, propyl or butyl radical.
  • R1 to R6 may be identical, and may furthermore be a methyl radical.
  • a phenyl silicone oil of formula (VI) having a viscosity at 25 ° C. of between 5 and 1500 mm / s (ie 5 to 1500 cSt), preferably having a viscosity of between 5 and 1000 mm / s ( 5 to 1000 cSt).
  • phenylated phenylated oil of formula (VII) it is possible especially to use phenyltrimethicones such as DC556 from Dow Corning (22.5 cSt), Silbione 70663V30 from Rhône Poulenc (28 cSt), or diphenyldimethicones such as oils Belsil, including Belsil PDM1000 (100OcSt), Belsil PDM 200 (200 cSt) and Belsil PDM 20 (2OcSt) from Wacker.
  • the values in parentheses represent the viscosities at 25 ° C.
  • the non-volatile silicone oil may be chosen from silicones of formula
  • R 1 , R 2 , R 5 and Re are, together or separately, an alkyl radical having 1 to 6 carbon atoms,
  • R 3 and R 4 are, together or separately, an alkyl radical having 1 to 6 carbon atoms, or an aryl radical,
  • X is an alkyl radical having 1 to 6 carbon atoms, a hydroxyl radical or a vinyl radical, n and p being chosen so as to give the oil a molecular weight by weight less than
  • the phenyl silicone oil makes it possible in particular to improve the strength of the composition without reducing its gloss level.
  • the phenyl silicone oil may be present in the composition in a total content ranging from 0.5% to 70% by weight relative to the total weight of the composition, preferably ranging from 5% to 50% by weight, and better still from 5% to 40% by weight.
  • compositions according to the invention may contain an additional polymer, film-forming or otherwise.
  • the term "film-forming polymer” is intended to mean a polymer capable of forming, by itself or in the presence of an auxiliary film-forming agent, a film which is macroscopically continuous and adheres to the keratin materials, and preferably a cohesive film. and more preferably a film whose cohesion and mechanical properties are such that said film can isolable and manipulable in isolation, for example when said film is made by casting on a non-stick surface such as a Teflon or silicone surface.
  • the composition may comprise an aqueous phase and the additional polymer may be present in this aqueous phase.
  • the additional polymer may be present in this aqueous phase.
  • it will preferably be a dispersion polymer or an amphiphilic or associative polymer.
  • aqueous dispersion polymers can be used: Ultrasol 2075 from Ganz Chemical, Daitosol 5000AD from Daito Kasei, Avalon UR 450 from Noveon, DYNAMX from National Starch, Syntran 5760 from Interpolymer, Acusol OP 301 from Rohm & Haas, Neocryl A 1090 from Avecia.
  • Neocryl XK-90® The acrylic dispersions sold under the names Neocryl XK-90®, Neocryl A-1070®, Neocryl A-1090®, Neocryl BT-62®, Neocryl A-1079® and Neocryl A-523® by the company Avecia-Neoresins, Dow Latex 432® by DOW CHEMICAL, Daitosol 5000 AD® or Daitosol 5000 SJ® by DAITO KASEY KOGYO; Syntran 5760® by the company Interpolymer, Soltex OPT by the company Rohm & Haas, aqueous dispersions of acrylic or styrene / acrylic polymers sold under the trade name JONCR YL® by the company Johnson Polymer or the aqueous polyurethane dispersions sold under the denominations Neorez R-981® and Neorez R-974® by the company AVECIA-NEORESINS, the Avalure UR-405®, Avalure UR-410®, A
  • amphiphilic or associative polymers polymers having one to several hydrophilic moieties which render them partially soluble in water and one or several hydrophobic parts through which the polymers associate or interact.
  • the following associative polymers may be used: Nuvis FX1100 from Elementis, Aculyn 22, Aculyn 44, Aculyn 46 from Rohm & Haas, Viscophobe DB 1000 from Amerchol.
  • the diblock copolymers consisting of a hydrophilic block (polyacrylate, polyethylene glycol) and a hydrophobic block (polystyrene, polysiloxane, can also be used.
  • Soluble polymers in an aqueous phase containing the monodisperse particles can be avoided because they can cause an aggregation of the monodisperse particles.
  • the film-forming polymer may thus be insoluble in such an aqueous phase.
  • the composition may comprise an oily phase and the film-forming polymer may be present in this oily phase.
  • the polymer may then be in dispersion or in solution.
  • NAD non-aqueous dispersion
  • microgel for example KSG
  • PS-PA polymers
  • styrene-based copolymers Karlon, Regalite
  • non-aqueous dispersions of lipid-dispersible film-forming polymer in the form of non-aqueous dispersions of polymer particles in one or more silicone and / or hydrocarbon oils and which can be stabilized at their surface by at least one stabilizing agent, in particular a block polymer, grafted or statistical, mention may be made of acrylic dispersions in isododecane, such as Mexomère PAP® from Chimex, particle dispersions of a grafted ethylenic polymer, preferably acrylic polymer, in a liquid fatty phase, the ethylenic polymer advantageously being dispersed in the absence of additional stabilizer at the surface of the particles as described in particular in WO 04/055081.
  • radical-forming film-forming polymer is meant a polymer obtained by polymerization of unsaturated monomers, especially ethylenic monomers, each monomer being capable of homopolymerizing (unlike polycondensates).
  • the radical-type film-forming polymers may in particular be polymers, or copolymers, vinylic polymers, in particular acrylic polymers.
  • the vinyl film-forming polymers may result from the polymerization of ethylenically unsaturated monomers having at least one acidic group and / or esters of these acidic monomers and / or amides of these acidic monomers.
  • ⁇ , ⁇ -ethylenic unsaturated carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid. It is preferable to use (meth) acrylic acid and crotonic acid, and more preferably (meth) acrylic acid.
  • the acidic monomer esters are advantageously chosen from esters of (meth) acrylic acid (also called (meth) acrylates), in particular alkyl (meth) acrylates, in particular C 1 -C 30 alkyl, preferably C1-C20, (meth) acrylates of aryl, in particular of C6-C10 aryl, hydroxyalkyl (meth) acrylates, in particular of C2-C6 hydroxyalkyl.
  • alkyl (meth) acrylates mention may be made of methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, cyclohexyl methacrylate.
  • hydroxyalkyl (meth) acrylates mention may be made of hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate and 2-hydroxypropyl methacrylate.
  • aryl (meth) acrylates mention may be made of benzyl acrylate and phenyl acrylate.
  • Particularly preferred (meth) acrylic acid esters are alkyl (meth) acrylates.
  • the alkyl group of the esters can be either fluorinated or perfluorinated, ie some or all of the hydrogen atoms of the alkyl group are substituted by fluorine atoms.
  • Amides of the acidic monomers include, for example, (meth) acrylamides, and especially N-alkyl (meth) acrylamides, in particular C 2 -C 12 alkyl.
  • N-alkyl (meth) acrylamides mention may be made of N-ethyl acrylamide, Nt-butyl acrylamide, Nt-octyl acrylamide and N-undecylacrylamide.
  • the vinyl film-forming polymers can also result from the homopolymerization or copolymerization of monomers chosen from vinyl esters and styrene monomers.
  • these monomers can be polymerized with acidic monomers and / or their esters and / or their amides, such as those mentioned above.
  • vinyl esters examples include vinyl acetate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate and vinyl t-butyl benzoate.
  • Styrene monomers include styrene and alpha-methyl styrene.
  • film-forming polycondensates mention may be made of polyurethanes, polyesters, polyester amides, polyamides, and epoxy ester resins, polyureas.
  • the polyurethanes may be chosen from anionic, cationic, nonionic or amphoteric polyurethanes, polyurethane-acrylics, poly-urethanes-polyvinylpyrrolidones, polyester-polyurethanes, polyether-polyurethanes, polyureas, polyurea-polyurethanes, and their polyurethanes. mixtures.
  • the polyesters can be obtained, in known manner, by polycondensation of dicarboxylic acids with polyols, especially diols.
  • the dicarboxylic acid can be aliphatic, alicyclic or aromatic.
  • examples of such acids are: oxalic acid, malonic acid, dimethylmalonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, 2,2-acid.
  • dicarboxylic acid monomers may be used alone or in combination with at least two dicarboxylic acid monomers. Among these monomers, phthalic acid, isophthalic acid and terephthalic acid are preferably chosen.
  • the diol may be chosen from aliphatic, alicyclic and aromatic diols.
  • the polyester amides can be obtained in a similar manner to the polyesters by polycondensation of diacids with diamines or amino alcohols.
  • diamine there can be used ethylenediamine, hexamethylenediamine, meta- or para-phenylenediamine.
  • aminoalcohol monoethanolamine can be used.
  • the polyester may further comprise at least one monomer bearing at least one -SO3M group, with M representing a hydrogen atom, an NH4 + ammonium ion or a metal ion, for example an Na +, Li +, K +, Mg2 + or Ca2 + ion. , Cu2 +, Fe2 +, Fe3 +.
  • M representing a hydrogen atom, an NH4 + ammonium ion or a metal ion, for example an Na +, Li +, K +, Mg2 + or Ca2 + ion. , Cu2 +, Fe2 +, Fe3 +.
  • a bifunctional aromatic monomer comprising such a group -SO3M.
  • the aromatic nucleus of the bifunctional aromatic monomer additionally carrying a group -SO3M as described above may be chosen for example from benzene, naphthalene, anthracene, diphenyl, oxydiphenyl, sulfonyldiphenyl and methylenediphenyl nuclei.
  • An example of a bifunctional aromatic monomer also bearing an -SO 3 M group is sulfoisophthalic acid, tallow-terephthalic acid, sulphophthalic acid and 4-sulphonaphthalene-2,7-dicarboxylic acid.
  • the film-forming polymer may be a polymer solubilized in a liquid fatty phase comprising organic oils or solvents (it is said that the film-forming polymer is a liposoluble polymer).
  • the liquid fatty phase comprises a volatile oil, optionally mixed with a non-volatile oil.
  • a fat-soluble polymer mention may be made of vinyl ester copolymers (the vinyl group being directly connected to the oxygen atom of the ester group and the vinyl ester having a saturated hydrocarbon radical, linear or branched, from 1 to 19 carbon atoms, linked to the carbonyl ester group) and from at least one other monomer which may be a vinyl ester (different from the vinyl ester already present), an ⁇ -olefin (having from 8 to 28 carbon atoms), an alkyl vinyl ether (the alkyl group of which contains 2 to 18 carbon atoms), or an allyl or methallyl ester (having a linear or branched, saturated hydrocarbon radical of 1 to 19 carbon atoms, bonded to the carbonyl ester group).
  • vinyl ester copolymers the vinyl group being directly connected to the oxygen atom of the ester group and the vinyl ester having a saturated hydrocarbon radical, linear or branched, from 1 to 19 carbon atoms, linked to the carbonyl ester group
  • copolymers may be crosslinked using crosslinking agents which may be of the vinyl type, or of the allyl or methallyl type, such as tetraallyloxyethane, divinylbenzene, divinyl octanedioate, divinyl dodecanedioate, and octadecanedioate. divinyl.
  • crosslinking agents which may be of the vinyl type, or of the allyl or methallyl type, such as tetraallyloxyethane, divinylbenzene, divinyl octanedioate, divinyl dodecanedioate, and octadecanedioate. divinyl.
  • copolymers examples include copolymers: vinyl acetate / allyl stearate, vinyl acetate / vinyl laurate, vinyl acetate / vinyl stearate, vinyl acetate / octadecene, vinyl acetate / octadecylvinylether vinyl propionate / allyl laurate, vinyl propionate / vinyl laurate, vinyl stearate / octadecene-1, vinyl acetate / dodecene-1, vinyl stearate / ethyl vinyl ether, vinyl propionate / cetyl vinyl ether, stearate of vinyl vinyl / allyl acetate, 2,2-dimethyl-2 vinyl octanoate / vinyl laurate, 2,2-dimethyl-2-allyl pentanoate / vinyl laurate, vinyl dimethyl propionate / vinyl stearate, dimethyl allyl propionate / stearate,
  • liposoluble film-forming polymers examples include vinyl ester copolymers and at least one other monomer which may be a vinyl ester, in particular vinyl neodecanoate, vinyl benzoate and vinyl t-butyl benzoate, an ⁇ olefin, an alkyl vinyl ether, or an allylic or methallyl ester.
  • Liposoluble film-forming polymers that may also be mentioned include liposoluble copolymers, and in particular those resulting from the copolymerization of vinyl esters having from 9 to 22 carbon atoms or of alkyl acrylates or methacrylates, the alkyl radicals having from 10 to 20 carbon atoms.
  • Such liposoluble copolymers may be chosen from copolymers of vinyl polycrystearate, vinyl polystearate crosslinked with divinylbenzene, diallyl ether or diallyl phthalate, copolymers of stearyl poly (meth) acrylate, polyvinylpolate , poly (meth) acrylate lauryl, these poly (meth) acrylates can be crosslinked using dimethacrylate ethylene glycol or tetraethylene glycol.
  • the liposoluble copolymers defined above are known and in particular described in application FR-A-2232303; they can have a weight average molecular weight ranging from 2,000 to 500,000 and preferably from 4,000 to 200,000.
  • liposoluble film-forming polymers that can be used in the invention, mention may also be made of polyalkylenes and especially copolymers of C2-C20 alkenes, such as polybutene, alkylcelluloses with a linear or branched, saturated or non-saturated C1 to C8 alkyl radical, for example ethylcellulose and propylcellulose, copolymers of vinylpyrrolidone (VP) and in particular copolymers of vinylpyrrolidone and of C2 to C40 and better still of C3 to C20 alkene.
  • C2-C20 alkenes such as polybutene, alkylcelluloses with a linear or branched, saturated or non-saturated C1 to C8 alkyl radical, for example ethylcellulose and propylcellulose
  • VP vinylpyrrolidone
  • V vinylpyrrolidone
  • a copolymer of VP which may be used in the invention, mention may be made of the copolymer of VP / vinyl acetate, VP / ethyl methacrylate, polyvinylpyrrolidone (PVP) butylated, VP / ethyl methacrylate / methacrylic acid, VP / eicosene, VP / hexadecene, VP / triacontene, VP / styrene, VP / acrylic acid / lauryl methacrylate.
  • PVP polyvinylpyrrolidone
  • silicone resins generally soluble or swellable in silicone oils, which are crosslinked polyorganosiloxane polymers.
  • the nomenclature of the silicone resins is known under the name of "MDTQ", the resin is described according to the different siloxane monomeric units that it comprises, each of the letters "MDTQ” characterizing a type of unit.
  • polymethylsilsesquioxane resins examples include those sold by the company Wacker under the reference Resin MK such as Belsil PMS MK, or by the company Shin-Etsu under the references KR-220L.
  • Resin MK such as Belsil PMS MK
  • Shin-Etsu under the references KR-220L
  • polypropylsilsesquioxane resins mention may be made of those sold under the reference DC670 by Dow Corning.
  • Siloxy silicate resins that may be mentioned include trimethylsiloxysilicate (TMS) resins such as those sold under the reference SR100O by the company General Electric or under the reference TMS 803 by the company Wacker. Mention may also be made of timethylsiloxysilicate resins sold in a solvent such as cyclomethicone, sold under the name KF-7312J by the company Shin-Etsu, "DC 749", “DC 593” by the company Dow Corning.
  • TMS trimethylsiloxysilicate
  • a resin according to the invention with a trimethylsiloxysilicate resin or a polypropylsilsesquioxane resin makes it possible to improve the holding of the non-transfer.
  • silicone resin copolymers such as those mentioned above with polydimethylsiloxanes, such as the pressure-sensitive adhesive copolymers marketed by Dow Corning under the reference BIO-PSA and described in document US 5 162 410 or the silicone copolymers resulting from the reaction of a silicone resin, such as those described above, and a diorganosiloxane as described in document WO 2004/073626.
  • the film-forming polymer is a film-forming (preferably substantially linear) ethylenic block polymer, which preferably comprises at least a first block and at least a second block having glass transition temperatures ( Tg), said first and second sequences being interconnected by an intermediate sequence comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
  • a film-forming (preferably substantially linear) ethylenic block polymer which preferably comprises at least a first block and at least a second block having glass transition temperatures ( Tg), said first and second sequences being interconnected by an intermediate sequence comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
  • the first and second sequences and the block polymer are incompatible with each other.
  • such polymers and their method of preparation are described for example in EP1882709.
  • the film-forming polymer may be chosen from block or static polymers and / or copolymers comprising, in particular, polyurethanes, polyacrylics, silicones, fluorinated polymers, butyl gums, copolymers of ethylene, natural gums and polyvinyl alcohols, and mixtures thereof.
  • the monomers of the block or static copolymers comprising at least one combination of monomers whose polymer results in a glass transition temperature below room temperature (25 ° C.) may be chosen from, in particular, butadiene, ethylene, propylene, acrylic, methacrylic, isoprene, isobutene, silicone and mixtures thereof.
  • the film-forming polymer may also be present in the composition in the form of particles in dispersion in an aqueous phase or in a non-aqueous solvent phase, generally known under the name of latex or pseudolatex.
  • the techniques for preparing these dispersions are well known to those skilled in the art.
  • composition according to the invention may comprise a plasticizer promoting the formation of a film with the film-forming polymer.
  • a plasticizer may be chosen from all compounds known to those skilled in the art as being capable of performing the desired function.
  • film-forming system that can be used in the compositions according to the invention, mention may be made of the systems in which the film is formed in situ at the time of application of the composition or of a mixture of compositions containing two silicone compounds that react when brought into contact with each other.
  • Such systems are described in particular in WO 2007/071706 whose content is incorporated herein by reference.
  • Systems of this type are also described in US2007 / 142575 or US 2007/142599, the contents of which are also incorporated herein by reference.
  • compositions according to the invention may contain an elastomer, in particular a polyglycerolated silicone elastomer.
  • an elastomeric crosslinked organopolysiloxane obtainable by crosslinking addition reaction of diorganopolysiloxane containing at least one silicon-bonded hydrogen and polyglycerolated compounds having ethylenically unsaturated groups, in particular in the presence of platinum catalyst, is used.
  • polyglycerolated silicone elastomers those sold under the names "KSG-710”, “KSG-810”, “KSG-820”, “KSG-830”, “KSG-840" by the company Shin Etsu can be used.
  • compositions according to the invention may further comprise an additional emulsifying silicone elastomer.
  • polyoxyalkylenated elastomers are used as described, in particular, described in patents US Pat. No. 5,236,986, US Pat. No. 5,512,004, US Pat. No. 5,337,793 and US Pat. No. 5,811,487, the contents of which are incorporated by reference.
  • KSG-21 As the polyoxyalkylene silicone elastomer, those sold under the names "KSG-21”, “KSG-20”, “KSG-30”, “KSG-31”, KSG-32 ",” KSG-33 ",” can be used.
  • compositions according to the invention may further comprise a non-emulsifying elastomer.
  • Non-emulsifying elastomers are especially described in applications JP-A-61-194009, EP-A-242219, EP-A-285886, EP-A-765656, the contents of which are incorporated by reference.
  • the spherical non-emulsifying silicone elastomer may also be in the form of an elastomeric crosslinked organopolysiloxane powder coated with silicone resin, in particular silsesquioxane resin, as described, for example, in patent US5538793, the content of which is incorporated by reference.
  • silicone resin in particular silsesquioxane resin, as described, for example, in patent US5538793, the content of which is incorporated by reference.
  • Such elastomers are sold under the names "KSP-100", “KSP-101", “KSP-102", “KSP-103", KSP-104 ",” KSP-105 "by Shin Etsu.
  • elastomeric crosslinked organopolysiloxanes in the form of spherical powders may be hybrid silicone powders functionalized with fluoroalkyl groups, especially sold under the name "KSP-200" by the company Shin Etsu; Hybrid silicone powders functionalized with phenyl groups, especially sold under the name "KSP-300" by Shin Etsu.
  • Silicone elastomers with an MQ group such as those sold by Wacker under the trade names Belsil RG100, Belsil RPG33 and preferably RG80, may also be used in the compositions according to the invention. These particular elastomers, when they are in combination with the resins according to the invention, may make it possible to improve the non-transfer properties of the compositions comprising them.
  • composition according to the invention may comprise at least one oil.
  • the oil may be chosen from hydrocarbon oils, silicone oils and fluorinated oils.
  • the oil may be chosen from volatile oils, non-volatile oils, and mixtures thereof.
  • hydrocarbon-based oil means an oil formed essentially or even consisting of carbon and hydrogen atoms, and possibly oxygen, nitrogen, and not containing a silicon or fluorine atom; it may contain ester, ether, amine, amide groups.
  • silicone oil is meant an oil containing at least one silicon atom, and in particular containing Si-O groups.
  • fluorinated oil is meant an oil containing at least one fluorine atom.
  • composition according to the invention may comprise at least one volatile oil.
  • volatile oil an oil (or non-aqueous medium) capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure.
  • the volatile oil is a volatile cosmetic oil which is liquid at ambient temperature, in particular having a non-zero vapor pressure, at ambient temperature and atmospheric pressure, in particular having a vapor pressure ranging from 0.13 Pa to 40 000 Pa (10 -
  • the volatile oil generally has a boiling point, measured at atmospheric pressure, ranging from 150 ° C. to 260 ° C., and preferably ranging from 170 ° C. to 250 ° C.
  • composition according to the invention may comprise a hydrocarbon-based volatile oil chosen in particular from hydrocarbon-based oils having a flash point ranging from 40 ° C. to 102 ° C., preferably ranging from 40 ° C. to 55 ° C., and preferably ranging from 40 ° C. to 40 ° C. C at 50 ° C.
  • Hydrocarbon volatile oils that may be mentioned include volatile hydrocarbon oils having 8 to 16 carbon atoms and mixtures thereof, and especially C8-C16 branched alkanes, for example iso-alkanes (also known as isoparaffins) with C8-C16, and isododecane, isodecane, isohexadecane and for example the oils sold under the trade names of Isopars or Permetyls, branched C8-C16 esters such as isohexyl neopentanoate, and mixtures thereof.
  • volatile hydrocarbon oils having 8 to 16 carbon atoms and mixtures thereof and especially C8-C16 branched alkanes, for example iso-alkanes (also known as isoparaffins) with C8-C16, and isododecane, isodecane, isohexadecane and for example the oils sold under the trade names of Isopars or Permetyls, branched C
  • the volatile hydrocarbon oil is chosen from volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof, in particular from isododecane, isodecane and isohexadecane, and is especially isododecane.
  • linear hydrocarbon volatile oils having from 8 to 16 carbon atoms.
  • volatile silicone oil mention may be made of linear or cyclic silicones having from 2 to 7 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups having from 1 to 10 carbon atoms.
  • volatile silicone oil that may be used in the invention, there may be mentioned octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, octamethyltrisiloxane and decamethyltetrasiloxane, and mixtures thereof.
  • the volatile oil may be present in the composition according to the invention in a content ranging from 0.1% to 90% by weight, relative to the total weight of the composition, preferably ranging from 1% to 70% by weight. and preferably ranging from 5% to 50% by weight.
  • composition according to the invention may comprise at least one non-volatile oil.
  • non-volatile hydrocarbon oil paraffin oil (or petroleum jelly), squalane, hydrogenated polyisobutylene (Parleam oil), perhydrosqualene, mink, turtle, soybean oil, coconut oil and the like
  • the non-volatile oil may be present in a content ranging from 0.1% to 70% by weight, relative to the total weight of the non-volatile liquid fatty phase, preferably ranging from 0.5% to 60% by weight. and preferably ranging from 1% to 50% by weight.
  • composition according to the invention may comprise a structuring agent.
  • structuring agent is meant a compound capable of increasing the viscosity of the composition.
  • the structuring agent makes it possible in particular to obtain a composition that can present a texture ranging from fluid to solid textures.
  • the structuring agent may be present in the composition in a content ranging from 0.05% to 40% by weight, relative to the total weight of the composition, preferably ranging from 0.1% to 30% by weight, and preferably ranging from 0.1% to 25% by weight.
  • the structuring agent may be chosen in particular from thickeners (thickeners of oily media, thickeners of aqueous medium), organogelators, waxes, pasty compounds, gums.
  • the thickening agent of aqueous medium can be chosen from:
  • crosslinked polymers and copolymers of acrylamide 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 the crosslinked homopolymers of methacryloyloxyethyltrimethylammonium chloride sold under the name "Salcare SC95" by the company Allied Colloid.
  • associative polymers and in particular associative polyurethanes.
  • the thickening agent of oily medium may be chosen from
  • organophilic clays hydrophobic pyrogenic silicas
  • alkyl guar gums (with C1-C6 alkyl group), such as those described in EP-A-708114;
  • oil-forming polymers such as triblock or star polymers resulting from the polymerization or copolymerization of at least one monomer containing an ethylenic group, such as the polymers sold under the name Kraton;
  • polymers having a weight average molecular weight of less than 100,000 comprising a) a polymeric backbone having hydrocarbon-based repeating units provided with at least one heteroatom, and optionally b) at least one pendant fatty chain and / or at least one terminal fatty chain optionally functionalized, having from 6 to 120 carbon atoms and being linked to these hydrocarbon-based units, as described in the applications WO-A-02/056847, WO-A-02/47619, the content of which is incorporated by way of reference ; in particular polyamide resins (especially comprising alkyl groups having from 12 to 22 carbon atoms) such as those described in US-A-5783657 whose contents are incorporated by reference.
  • organogellators may be chosen from those described in application WO-A-03/105788, the contents of which are incorporated by reference.
  • - A is a group of formula:
  • R ' being an alkyl radical with linear or branched C 4 and * stands for the group points of attachment of A to each of the two nitrogen atoms of the residue of the compound of general formula (I), and
  • R is a C 5 to C 15 alkyl radical, mono-branched, non-cyclic, saturated or unsaturated and the hydrocarbon-based chain of which is optionally interrupted by 1 to 3 heteroatoms chosen from O, S and N, or one of its salts; or isomers, in particular described in patent application FR-A-2892303
  • R being an alkyl radical Ci to C 4 linear or branched
  • * stands for the group points of attachment of A to each of the two nitrogen atoms of the residue of the compound of general formula (I), and
  • R and R ' which are identical or different, are chosen from:
  • L is a single bond or a divalent carbon, especially hydrocarbon (alkylene), linear, branched and / or cyclic, saturated or unsaturated radical, comprising 1 to 18 carbon atoms, and which may comprise 1 to 4 heteroatoms chosen from N, O and S;
  • Ra is: a) a linear, branched and / or cyclic, saturated or unsaturated, hydrocarbon radical (alkyl), comprising 1 to 18 carbon atoms, and which can comprise 1 to 8 heteroatoms chosen from N, O, Si; and S; or else b) a silicone radical of formula:
  • n is between 0 and 100, in particular between 1 and 80, or even 2 to 20; and R2 to R6 being, independently of one another, carbon radicals, linear or branched hydrocarbons (alkyl), having 1 to 12, in particular
  • Rb and Rc are, independently of one another, selected from: a) carbon radicals, in particular linear, branched and / or cyclic hydrocarbon radicals, saturated or unsaturated, containing 1 to 18 carbon atoms, and may comprise 1 to 4 heteroatoms selected from N, O, Si and S; b) radicals of formula:
  • n is between 0 and 100, in particular between 1 and 80, or even 2 to 20; and R'2 to R'6 being, independently of one another, carbon radicals, in particular linear or branched hydrocarbon (alkyl) radicals having 1 to 12, in particular 1 to 6 carbon atoms, and possibly comprising 1 to 4 heteroatoms, including O. and
  • Wax (s) The composition may comprise at least one solid fatty substance chosen from waxes as a structuring agent.
  • the wax considered in the context of the present invention is generally a lipophilic compound, solid at room temperature (25 ° C.), with reversible solid / liquid state change, having a melting point greater than or equal to 30 ° C.
  • 0 C can go up to 200 0 C and in particular up to 120 0 C.
  • the waxes that are suitable for the invention may have a melting point greater than or equal to 45 ° C., and in particular greater than or equal to 55 ° C.
  • the melting temperature corresponds to the temperature of the most endothermic peak observed in thermal analysis (DSC) as described in ISO 11357-3; 1999.
  • the melting point of the wax can be measured using a differential scanning calorimeter (DSC), for example the calorimeter sold under the name "MDSC 2920" by the company TA Instruments.
  • DSC differential scanning calorimeter
  • the measurement protocol is as follows: A sample of 5 mg of wax placed in a crucible is subjected to a first temperature rise from -20 ° C. to 100 ° C., at a heating rate of 10 ° C./minute. then cooled from 100 ° C. to -20 ° C.
  • the melting point of the compound is the value of the temperature corresponding to the peak apex of the curve representing the variation of the difference in power absorbed as a function of the temperature.
  • the waxes that may be used in the compositions according to the invention are chosen from waxes, solid, at room temperature of animal, vegetable, mineral or synthetic origin, and mixtures thereof.
  • Illustrative waxes suitable for the invention include hydrocarbon waxes such as beeswax, lanolin wax, and Chinese insect wax, rice bran wax, Carnauba wax Candellila wax, Ouricury wax, Alfa wax, berry wax, shellac wax, Japanese wax and sumac wax; montan wax, orange and lemon waxes, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, waxes obtained by Fisher-Tropsch synthesis and waxy copolymers and their esters.
  • hydrocarbon waxes such as beeswax, lanolin wax, and Chinese insect wax, rice bran wax, Carnauba wax Candellila wax, Ouricury wax, Alfa wax, berry wax, shellac wax, Japanese wax and sumac wax; montan wax, orange and lemon waxes, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, waxes obtained by Fisher-Tropsch synthesis and waxy copolymers and their est
  • waxes obtained by catalytic hydrogenation of animal or vegetable oils having linear or branched C 8 -C 32 fatty chains there may also be mentioned waxes obtained by catalytic hydrogenation of animal or vegetable oils having linear or branched C 8 -C 32 fatty chains.
  • isomerized jojoba oil such as trans isomerized partially hydrogenated jojoba oil manufactured or marketed by Desert Whale. under the commercial reference Iso-Jojoba-50 ®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated lanolin, and tetrastearate di- (trimethylol 1 1.1 propane) sold under the name Hest 2T-4S ® by the company HETERENE.
  • silicone waxes C 30 - 45 ALKYL DIMETHICONE
  • fluorinated waxes One can also use waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol sold under the names Phytowax ricin 16L64 and 22L73 ® ® by Sophim. Such waxes are described in the application FR-A-2792190.
  • a C20-C40 alkyl (hydroxystearyloxy) stearate (the alkyl group comprising from 20 to 40 carbon atoms) can be used, alone or as a mixture .
  • Such a wax is especially sold under the names “Kester Wax K 82 P ® ", “Hydroxypolyester K 82 P ® “ and “Kester Wax K 80 P ® “, and “Kester Wax K 82 H ® " by the company Koster Keunen.
  • microwaxes that may be used in the compositions according to the invention, mention may be made especially of carnauba microwaxes, such as that sold under the name MicroCare 350 ® by the company MICRO POWDERS, the micro synthetic wax such as that sold under the name MicroEase 114S ® by the company mICRO POWDERS, the micro waxes constituted of a mixture of carnauba wax and of polyethylene wax, such as those sold under the names micro Care 300 ® and 310 ® by the company micro Powders , microwaxes consisting of a mixture of carnauba wax and synthetic wax such as that sold under the name micro Care 325 ® by the company micro Powders, polyethylene micro waxes such as those sold under the names Micropoly 200 ® , 220 ® , 220L ® and 250S ® by the company MICRO POWDERS and polytetra micro waxes fluoroethylene such as those sold under the names Microslip 519 ® and 519 L ® by
  • Paste compounds may comprise at least one pasty compound as a structuring agent.
  • Pasty fats are considered solid fats within the meaning of the present invention.
  • the term "pasty” is understood to mean a lipophilic fat compound with a reversible solid / liquid state change, having in the solid state an anisotropic crystalline organization and comprising at a temperature of 23 ° C. a liquid fraction. and a solid fraction.
  • the starting melting temperature of the pasty compound may be less than 23 ° C.
  • the liquid fraction of the pasty compound measured at 23 ° C. can represent 9 to 97% by weight of the compound. This liquid fraction at 23 ° C is preferably between 15 and 85%, more preferably between 40 and 85% by weight.
  • the liquid fraction by weight of the pasty compound at 23 ° C. is equal to the ratio of the enthalpy of fusion consumed at 23 ° C. to the heat of fusion of the pasty compound.
  • the heat of fusion of the pasty compound is the enthalpy consumed by the compound to pass from the solid state to the liquid state.
  • the pasty compound is said to be in the solid state when the entirety of its mass is in solid form.
  • the pasty compound is said to be in a liquid state when all of its mass is in liquid form.
  • the enthalpy of fusion of the pasty compound is equal to the area under the curve of the thermogram obtained using a differential scanning calorimeter (DS C), such as the calorimeter sold under the name MDSC 2920 by the company TA instrument, with a rise in temperature of 5 or 10 0 C per minute, according to the standard ISO 11357-3: 1999.
  • the enthalpy of fusion of the pasty compound is the amount of energy required to pass the compound from the solid state to the liquid state. It is expressed in J / g.
  • the heat of fusion consumed at 23 ° C is the amount of energy absorbed by the sample to change from the solid state to the state that it has at 23 ° C consisting of a liquid fraction and a solid fraction.
  • the liquid fraction of the pasty compound measured at 32 ° C is preferably 30 to 100% by weight of the compound, preferably 50 to 100%, more preferably 60 to 100% by weight of the compound.
  • the temperature of the end of the melting range of the pasty compound is less than or equal to 32 ° C.
  • the liquid fraction of the pasty compound measured at 32 ° C. is equal to the ratio of the enthalpy of fusion consumed at 32 ° C. to the heat of fusion of the pasty compound.
  • the enthalpy of fusion consumed at 32 ° C. is calculated in the same way as the heat of fusion consumed at 23 ° C.
  • the pasty compound is preferably chosen from synthetic compounds and compounds of plant origin.
  • a pasty compound can be obtained synthetically from starting materials of plant origin.
  • the pasty compound may advantageously be chosen from: i) lanolin and its derivatives ii) polymeric or non-polymeric silicone compounds iii) polymeric or non-fluorinated compounds iv) vinyl polymers, in particular: iv) homopolymers of olefins v) copolymers of olefins vi) homopolymers and copolymers of hydrogenated dienes vii) linear or branched oligomers, homo or copolymers of alkyl (meth) acrylates preferably having a C 8 -C 30 alkyl group viii) homo and copolymer oligomers of vinyl esters having C 8 -C 3 alkyl groups; ix) homo- and copolymer oligomers of vinyl ethers having C 8 -C 30 alkyl groups; v) liposoluble polyethers resulting from the polyetherification between one or more diols in the form of C2-C100, preferably C2-C50, vi)
  • esters of an oligomeric glycerol, in particular the diglycerol esters, in particular the adipic acid and glycerol condensates, for which part 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-hydroxy stearic acid, especially in the image of those sold under the brand name Softisan 649 by the company Sasol (ix) arachidyl propionate marketed under the trademark Waxenol 801 by
  • the composition comprises a total pasty fatty substance content ranging from 0.5 to 50% by weight relative to the weight of the composition, preferably from 1 to 40% or even better, from 5 to 30%.
  • the gums are generally high molecular weight polydimethylsiloxanes (PDMS) or cellulose gums or polysaccharides.
  • composition according to the invention may comprise at least one surfactant.
  • the surfactant may be lipophilic and / or hydrophilic, used alone or in coupling
  • the surfactant may be chosen from nonionic, anionic, cationic and amphoteric surfactants.
  • the nonionic surfactant may be chosen from:
  • C8-C22 alkyl dimethicone copolyol that is to say an oxypropylenated and / or oxyethylenated poly (C8-C22) alkyl dimethyl methyl siloxane.
  • the C8-C22 alkyl dimethicone copolyol is advantageously a compound of formula (I) below:
  • PE represents (-C 2 H 4 O) x- (C 3 H 6 O) y R, R being chosen from a hydrogen atom and an alkyl radical of 1 to 4 carbon atoms, x ranging from 0 to 100 and y ranging from 0 to 80; and y not being simultaneously 0
  • cetyl dimethicone copolyol such as the product marketed under the name Abil EM-90 by the company Goldschmidt.
  • dimethicone copolyol that is to say a polydimethyl methyl siloxane oxypropylene and / or oxyethylenated. It does not contain a long-chain alkyl group of more than 8 carbon atoms, especially C8-C22.
  • A is an integer from 0 to 200;
  • B is an integer from 0 to 50; provided that A and B are not equal to zero at the same time; x is an integer from 1 to 6; y is an integer from 1 to 30; z is an integer from 0 to 5.
  • R4 is in particular a hydrogen.
  • A is an integer from 20 to 105
  • B is an integer from 2 to 10
  • y is an integer from 10 to 20.
  • a 'and y are integers ranging from 10 to 20.
  • DC 5329, DC 7439-146, DC 2-5695, Q4-3667 may be used by Dow Corning; KF-6013, KF-6015, KF-6016, KF-6017 by Shin-Etsu.
  • Compounds DC 5329, DC 7439-146, DC 2-5695 are compounds of formula (III) wherein A is respectively 22, B is 2 and y is 12; A is 103, B is 10 and y is 12; A is 27, B is 3 and y is 12.
  • Nonionic surfactants that may also be mentioned include fatty acid esters of polyols such as mono-, di-, tri- or sesquiolates or stearates of sorbitol or glycerol, laurates of glycerol or of polyethylene glycol; polyethylene glycol fatty acid esters
  • esters of fatty acids stearate, polyoxyethylenesorbitol oleate
  • polyoxyethylenated alkyl ethers.
  • anionic surfactant mention may be made of sodium carboxylates (2- (2-hydroxyalkyloxy) acetate), amino acid derivatives (N-acylglutamates, N-acylglycinates, acylsarcosinates), alkyl sulphates, alkyl ether sulphates and their oxyethylenated derivatives.
  • sulfonates isethionates and N-acylisethionates, taurates and N-acyl N-methyltaurates, sulfosuccinates, alkylsulfoacetates, phosphates and alkylphosphates, polypeptides, anionic derivatives of alkyl polyglycoside (acyl-D-galactoside uronate) , fatty acid soaps, and mixtures thereof.
  • betaines N-alkylamidobetaines and their derivatives, derivatives of glycine, sultaines, alkyl polyaminocarboxylates, alkylamphoacetates, and mixtures thereof can be used.
  • the surfactant may be present in the composition according to the invention in a content ranging from 0.1% to 10% by weight, relative to the total weight of the composition, and preferably ranging from 0.5% to 8% by weight. and preferably ranging from 0.5% to 7% by weight.
  • composition according to the invention may comprise at least one dyestuff.
  • the coloring material may be chosen from pulverulent dyestuffs (in particular pigments and pearlescent agents) and water-soluble or liposoluble dyestuffs.
  • pigments it is necessary to include particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition.
  • nacres it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized.
  • the pigments may be white or colored, mineral and / or organic.
  • titanium dioxide optionally surface-treated, zirconium oxide or cerium oxides, and oxides of zinc, iron (black, yellow or red) or chromium, the violet of manganese, ultramarine blue, chromium hydrate and ferric blue, metal powders such as aluminum powder, copper powder.
  • organic pigments mention may be made of carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.
  • effect pigments such as particles comprising an organic or inorganic, natural or synthetic substrate, for example glass, acrylic resins, polyester, polyurethane, polyethylene terephthalate, ceramics or aluminas, said substrate being covered or not with metallic substances such as aluminum, gold, silver, platinum, copper, bronze, or metal oxides such as titanium dioxide, iron oxide, chromium oxide and their mixtures.
  • the pearlescent pigments may be chosen from white pearlescent pigments such as mica coated with titanium, or bismuth oxychloride, colored pearlescent pigments such as titanium mica coated with iron oxides, titanium mica coated with, inter alia, blue. ferric oxide or chromium oxide, titanium mica coated with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride. It is also possible to use interferential pigments, in particular liquid crystal or multilayer pigments.
  • alkyl mentioned in the compounds mentioned above denotes in particular an alkyl group having from 1 to 30 carbon atoms, preferably having from 5 to 16 carbon atoms.
  • Hydrophobic treated pigments are described in particular in application EP-A-1086683.
  • the water-soluble dyes are, for example, beet juice, methylene blue.
  • Liposoluble, synthetic or natural dyes are, for example, DC Red 17, DC Red 21, DC Red 27, DC Green 6, DC Yellow 11, DC Violet 2, DC Orange 5, Sudan red, carotenes ( ⁇ -carotene, lycopene), xanthophylls (capsanthin, capsorubin, lutein), palm oil, Sudan brown, quinoline yellow, annatto, curcumin.
  • the dyestuffs in particular the pigments treated with a hydrophobic agent, may be present in the composition in a content ranging from 0.1% to 50% by weight, relative to the total weight of the composition, preferably ranging from 5% to 30% by weight, and preferably ranging from 1% to 20% by weight.
  • composition according to the invention may comprise at least one filler.
  • filler means solid particles of any form, which are in an insoluble form and dispersed in the medium of the composition, even when temperatures that can reach the melting point of all the fatty substances of the composition.
  • the fillers used according to the invention are colorless or white, ie non-pigmentary, that is to say they are not used to impart a particular color or hue to the composition according to the invention, even if their use can inherently lead to such a result.
  • These fillers serve in particular to modify the rheology or the texture of the composition.
  • organic pigment materials such as, for example, carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.
  • inorganic pigment materials such as, for example, titanium dioxide, zirconium or cerium oxides, as well as iron oxides (black, yellow or red) or chromium, manganese violet, ultramarine blue, hydrate chromium and ferric blue, which are used to provide a hue and color effect to the compositions incorporating them.
  • Such compounds are not covered, within the meaning of the invention, by the definition of charges which therefore cover non-pigmentary fillers that may be organic or inorganic.
  • the non-pigmentary fillers used in the compositions according to the present invention may be of lamellar, globular, spherical, fiber-like, or any other form intermediate between these defined forms.
  • the size of the particles namely their particle size, is chosen so as to ensure good dispersion of the fillers in the composition according to the invention.
  • the particle size of the particles may be distributed in the range from 5 ⁇ m to 10 nm, in particular from 10 ⁇ m to 10 nm.
  • the fillers according to the invention may or may not be surface-coated, in particular surface-treated with silicones, amino acids, fluorinated derivatives or any other substance that promotes dispersion and compatibility of the filler in the composition.
  • non-pigmentary inorganic fillers that can be used in the compositions according to the invention, mention may be made of talc, mica, silica, perlite, which is especially commercially available from WORLD MINERALS EUROPE under the trade name Perlite P1430 and Perlite P2550. or Perlite P204, kaolin, precipitated calcium carbonate, magnesium carbonate and hydrogen carbonate, hydroxyapatite, boron nitride, hollow silica microspheres (Silica Beads ® from Maprecos), glass microcapsules or ceramic, and mixtures thereof.
  • the cosmetic composition according to the invention comprises at least one non-pigmentary inorganic filler selected from the group comprising kaolin, talc, silica, perlite, clay and mixtures thereof.
  • organic fillers include powders of polyamide (Nylon ® ® Orgasol from Atochem), poly- ⁇ -alanine and polyethylene, lauroyllysine, starch, tetrafluoroethylene polymer powders (Teflon ®) , hollow polymer microspheres such as those of polyvinylidene chloride / acrylonitrile, for instance Expancel ® (Nobel Industrie), acrylic acid copolymer (such as Polytrap (Dow Corning)), acrylates copolymers, PMMA, 12-hydroxystearic acid oligomer stearate and silicone resin microspheres (Toshiba's Tospearls ® , for example), magnesium carbonate and hydrogen carbonate, metal soaps derived from organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate, and mixtures thereof.
  • polyamide Polyamide
  • it may be a hexamethylene diisocyanate / trimethylol hexyllactone copolymer.
  • Such particles are in particular commercially available, for example under the name PLASTIC POWDER D-400 ® or PLASTIC POWDER D-800 ® from the company TOSHIKI.
  • a composition of the invention may comprise at least one filler selected from talc, silica, starch, clay, kaolin, perlite, and mixtures thereof.
  • One or more dispersing agents may be optionally used to protect the dispersed fillers or particles against agglomeration or flocculation. They can be added independently of solid charges or particles or as a colloidal dispersion of particles. The dispersant concentration is chosen so as to obtain a satisfactory dispersion of the solid particles (without flocculation).
  • This dispersing agent may be a surfactant, an oligomer, a polymer or a mixture of several of them, bearing one or more functionalities having a strong affinity for the surface of the particles to be dispersed.
  • the esters of polyhydroxy acid are used.
  • Stearic acid such as poly (12-hydroxystearic acid) stearate with a molecular weight of approximately 750 g / mole, such as that sold under the name Solsperse.
  • esters of polyhydroxy-12-stearic acid with polyols such as glycerol, diglycerol, such as polyglyceryl-2 dipolyhydroxystearate (CTFA name), sold under the Dehymuls PGPH reference ® by the company HENKEL (or poly (12-hydroxy stearate) diglycerol), or poly (12-hydroxy stearic acid) such as that sold under the reference Arlacel PlOO by Uniqema and their mixtures.
  • polyols such as glycerol, diglycerol, such as polyglyceryl-2 dipolyhydroxystearate (CTFA name), sold under the Dehymuls PGPH reference ® by the company HENKEL (or poly (12-hydroxy stearate) diglycerol), or poly (12-hydroxy stearic acid) such as that sold under the reference Arlacel PlOO by Uniqema and their mixtures.
  • dispersant used in the composition of the invention there may be mentioned quaternary ammonium fatty acid derivatives of polycondensed as Solsperse 17 000 ® sold by the company Avecia, and mixtures of polydimethylsiloxane / oxypropylene such as those sold by the company Dow Corning as DC2-5185, DC2-5225C.
  • a composition of the invention must be cosmetically or dermatologically acceptable, namely to contain a physiologically acceptable medium which is non-toxic and may be applied to the lips of human beings.
  • cosmetically acceptable is meant in the sense of the invention a composition of appearance, smell and pleasant touch.
  • the composition according to the invention may also contain ingredients commonly used in cosmetics, such as vitamins, thickeners, trace elements, softeners, sequestering agents, perfumes, alkalizing or acidifying agents, preservatives, sunscreens. surfactants, antioxidants, anti-hair loss agents, anti-dandruff agents, propellants, or mixtures thereof.
  • the invention also relates to a cosmetic assembly comprising: i) a container delimiting at least one compartment, said container being closed by a closure element; and ii) a composition disposed within said compartment, the composition being in accordance with the invention.
  • the container can be in any suitable form. It may especially be in the form of a bottle, a tube, a pot, a case, a box, a bag or a case.
  • the closure element may be in the form of a removable cap, a lid, a lid, a tearable strip, or a capsule, in particular of the type comprising a body fixed to the container and an articulated cap. on the body. It can also be in the form of an element ensuring the selective closure of the container, including a pump, a valve, or a valve.
  • the container may be associated with an applicator, particularly in the form of a brush comprising an arrangement of bristles held by a twisted wire.
  • a twisted brush is described in particular in US Pat. No. 4,887,622.
  • It may also be in the form of a comb comprising a plurality of application elements, obtained in particular from molding. Such combs are described for example in patent FR 2 796 529.
  • the applicator may be in the form of a brush, as described for example in patent FR 2 722 380.
  • the applicator may be in the form of a block of foam or elastomer, felt, or spatula.
  • the applicator may be free (puff or sponge) or integral with a rod carried by the element as described for example in US Pat. No. 5,492,426.
  • the applicator may be integral with the receptacle, as described for example in patent FR 2 761 959.
  • the product can be contained directly in the container, or indirectly.
  • the product may be placed on an impregnated support, in particular in the form of a wipe or a tampon, and arranged (individually or in several) in a box or in a bag.
  • an impregnated support in particular in the form of a wipe or a tampon, and arranged (individually or in several) in a box or in a bag.
  • Such a support incorporating the product is described for example in the application WO 01/03538.
  • the closure member may be coupled to the container by screwing.
  • the coupling between the closure element and the container is other than by screwing, in particular via a bayonet mechanism, snap-fastening, clamping, welding, gluing, or magnetic attraction.
  • latching is meant in particular any system involving the crossing of a bead or a bead of material by elastic deformation of a portion, in particular of the closure element, then by return to the position not elastically constrained of said portion after crossing the bead or cord.
  • the container may be at least partly made of thermoplastic material.
  • thermoplastic materials include polypropylene or polyethylene.
  • the container is made of non-thermoplastic material, in particular glass or metal (or alloy).
  • the container may have rigid walls or deformable walls, in particular in the form of a tube or a tube flask.
  • the container may include means for causing or facilitating the dispensing of the composition.
  • the container may have deformable walls so as to cause the composition to exit in response to an overpressure inside the container, which excess pressure is caused by elastic (or non-elastic) crushing of the walls of the container. .
  • the latter can be driven by a piston mechanism.
  • the container may comprise a mechanism, including rack, or with a threaded rod, or with a helical ramp, and able to move a stick towards said opening.
  • a mechanism is described by for example in the patent FR 2 806 273 or in the patent FR 2 775 566.
  • Such a mechanism for a liquid product is described in patent FR 2 727 609.
  • the container may consist of a housing with a bottom defining at least one housing containing the composition, and a cover, in particular articulated on the bottom, and adapted to cover at least part of said bottom.
  • a housing is described for example in the application WO 03/018423 or in the patent FR 2 791 042.
  • the container may be equipped with a wiper arranged in the vicinity of the opening of the container.
  • a wiper makes it possible to wipe the applicator and possibly the rod which it can be secured.
  • Such a wiper is described, for example, in patent FR 2 792 618.
  • the composition may be at atmospheric pressure inside the container (at room temperature) or pressurized, in particular by means of a propellant (aerosol).
  • a propellant as an aerosol
  • the container is equipped with a valve (of the type used for aerosols).
  • the present invention also relates to a cosmetic product for makeup and / or care of keratinous materials comprising at least two compositions that can be applied successively to keratin materials, especially on the lips.
  • the present invention also relates to a process for makeup of the face and the body using these two compositions. They are preferably applied successively to the keratin materials: the first composition, then the second composition.
  • topcoat and basecoat These two compositions are conventionally called topcoat and basecoat.
  • the invention thus relates, according to this embodiment, to a product (also known as a kit) for makeup and / or care of keratin materials, in particular the lips, comprising a first composition and a second composition packaged in separate containers, first composition containing in a physiologically acceptable medium: a) a siloxane resin comprising the units:
  • R 1 , R 2 and R 3 independently represent an alkyl group having from 1 to
  • the fatty substance of the second composition is preferably chosen from waxes and non-volatile oils.
  • the second composition comprises at least one wax and at least one non-volatile oil.
  • the wax is a sunflower wax.
  • the non-volatile oil such as caryl / capric acid triglycerides.
  • the presence of a second composition applied to the first composition on keratin materials makes it possible in particular to improve the gloss and / or comfort properties.
  • the MQ resin was manufactured according to the techniques described by Daudt in US Patent 2,676,182.
  • Propyl resin T a propyl resin silsesquioxane 74.8% by weight in toluene. Silsesquioxane propyl resin was obtained by hydrolysis of propyl trichlorosilane.
  • An MQ resin, a propyl resin T, xylene and 1M KOH in water in the proportions shown in Table 1 are introduced into a three-neck equipped with a stirrer, a temperature probe and a a Dean Stark apparatus equipped with a condenser at the top.
  • Xylene is pre-introduced into the Dean Stark apparatus to ensure a 50% solids level is maintained in the reactor.
  • the mixture in the reactor is maintained at a reflux temperature (between 100 and 140 ° C.) for at least 3 hours. Any water forming in the reaction mixture is removed continuously if necessary and entrapped as an azeotrope in the Dean Stark apparatus. After refluxing for 3 hours, water is removed from the apparatus and heating is continued for another 30 minutes.
  • the resulting composition forms a bright, long-lasting and comfortable deposit on the lips.
  • Example N 0 3 Liquid Lipstick The following lipstick formula has been prepared (same method of preparation as that described above).
  • the resulting composition forms a bright, long-lasting and comfortable deposit on the lips.

Abstract

The invention relates to a method for making-up and/or caring for keratin materials, in which a composition is applied to the keratin materials, in particular the lips, said composition containing the following ingredients in a physiologically acceptable medium, namely: (a) a siloxane resin comprising units (i) (R13SiO1/2)a, (ii) (R22Si02/2)b, (iii) (R3Si03/2)c and (iv) (SiO4/2)d with R1, R2 and R3 representing independently an alkyl group having between 1 and 8 carbon atoms, an aryl group, a carbinol group or an amino group, in which a is between 0.05 and 0.5, b is between 0 and 0.3, c is greater than 0, d is between 0.05 and 0.6 and a + b + c + d = 1, provided that more than 40 mole-% of the R3 groups of the siloxane resin are propyl groups; and (b) at least one phenyl silicone oil.

Description

« Procédé cosmétique de maquillage et/ou de soin utilisant une résine de siloxane et une huile siliconée phénylée. » "Cosmetic makeup and / or care process using a siloxane resin and a phenyl silicone oil. "
L'invention concerne une composition cosmétique destinée aux matières kératiniques, notamment à la peau, aux cheveux et aux ongles. L'invention concerne en particulier des compositions de maquillage des matières kératiniques.The invention relates to a cosmetic composition for keratin materials, especially the skin, hair and nails. The invention relates in particular to makeup compositions of keratin materials.
Un des objectifs de la demande est de réaliser des compositions de maquillage destinées aux matières kératiniques (peau, muqueuses, fibre, cils et phanères), permettant de déposer un film non transfert total, brillant, confortable, et présentant une bonne tenue.One of the objectives of the application is to make makeup compositions for keratin materials (skin, mucous membranes, fiber, eyelashes and integuments), for depositing a non-transfer film total, bright, comfortable, and having good performance.
Dans le domaine des rouges à lèvres et des fonds de teint, le formulateur est à la recherche de compositions qui présentent de bonnes propriétés de tenue. Ces compositions doivent être aussi sans transfert, tout en offrant de bonnes propriétés de confort pour répondre à la demande des consommatrices.In the field of lipsticks and foundations, the formulator is looking for compositions that have good holding properties. These compositions must also be without transfer, while offering good comfort properties to meet the demand of consumers.
Par ailleurs, plus spécifiquement dans le domaine des rouges à lèvres, on cherche à obtenir des compositions présentant un bon niveau de brillance ou un effet brillant. Cette brillance qui permet de mettre les lèvres en valeur est généralement obtenue par la formulation d'huiles brillantes et/ou de particules à reflets. Lorsque qu'on formule avec des huiles brillantes, les formules de maquillage présentent alors la caractéristique d'être collantes. Ce caractère collant conduit ces formules à laisser des traces sur les supports comme les verres, les tasses à café.Moreover, more specifically in the field of lipsticks, it is sought to obtain compositions having a good level of gloss or a glossy effect. This shine which makes it possible to highlight the lips is generally obtained by the formulation of shiny oils and / or particles with reflections. When formulated with shiny oils, make-up formulas then have the characteristic of being tacky. This sticky nature leads these formulas to leave traces on the supports such as glasses, coffee cups.
Le formulateur est donc à la recherche de matières premières et / ou de systèmes permettant d'obtenir des compositions dont le dépôt se caractérise par le confort, la brillance et une longue tenue.The formulator is therefore in search of raw materials and / or systems for obtaining compositions whose deposit is characterized by comfort, shine and long-lasting.
Il est connu de l'homme de l'art d'utiliser des polymères pour obtenir ces propriétés de tenue au cours de la journée.It is known to one skilled in the art to use polymers to obtain these holding properties during the day.
Ces polymères sont de natures chimiques très différentes et sont véhiculés soit dans une phase grasse soit dans une phase aqueuse. On peut citer à titre d'exemples les résines de silicones notamment de type MQ, les polyacrylates, les latex etc.These polymers are of very different chemical natures and are carried either in a fatty phase or in an aqueous phase. Mention may be made, by way of example, of silicone resins, in particular of the MQ type, polyacrylates, latices, etc.
Si ces polymères apportent effectivement des propriétés de tenue, en particulier de non transfert, celles-ci s'accompagnent le plus souvent d'inconforts soit durant l'application du produit (étalement difficile, collant ....) soit au cours de la journée (tiraillements, effet masqueIf these polymers actually provide holding properties, particularly non-transfer, they are usually accompanied by discomfort either during the application of the product (difficult spreading, sticky ....) or during the day (tugging, mask effect
Il est donc nécessaire de rechercher une solution technique permettant d'obtenir ces propriétés de tenue tout en conservant un usage confortable.It is therefore necessary to seek a technical solution to obtain these holding properties while maintaining a comfortable use.
Ces objets, ainsi que d'autres sont atteints au moyen de composition contenant dans un milieu physiologiquement acceptable a) une résine de siloxane comprenant les unités :These and other objects are achieved by means of a composition containing in a physiologically acceptable medium a) a siloxane resin comprising the units:
avec with
R1, R2 et R3 représentant indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a étant compris entre 0,05 et 0,5, b étant compris entre zéro et 0,3, c étant supérieur à zéro, d étant compris entre 0,05 et 0,6, a + b + c + d = l, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle , et b) au moins une huile siliconée phénylée.R 1 , R 2 and R 3 independently represent an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0.05 and 0.6, a + b + c + d = 1, provided that more than 40 mol% of the R 3 groups of the resin siloxane are propyl groups, and b) at least one phenyl silicone oil.
De façon préférée la résine de siloxane comprend les unités :Preferably, the siloxane resin comprises the units:
(i) (RSSiOi/Λ (iii) (R3Si03/2)c et (iv) (SiO4/2)d avec R1 et R3 représentant indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, Rl étant de préférence un groupement méthyle et R3 étant de préférence un groupement propyle, a étant compris entre 0,05 et 0,5, de préférence entre 0,15 et 0,4, c étant supérieur à zéro, de préférence entre 0,15 et 0,4, d étant compris entre 0,05 et 0,6, de préférence entre 0,2 et 0,6, ou encore entre 0,2 et 0,55, a + b + c + d = l, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle.(i) (RSSiOi / Λ (iii) (R 3 Si0 3/2 ) c and (iv) (SiO 4/2 ) d with R 1 and R 3 independently represent an alkyl group having from 1 to 8 carbon atoms, R 1 being preferably a methyl group and R 3 being preferably a propyl group, a being between 0.05 and 0.5, preferably between 0.15 and 0.4, c being greater than zero, preferably between 0.15 and 0.4, d being between 0.05 and 0.6, preferably between 0.2 and 0.6, or between 0.2 and 0.55, a + b + c + d = 1, with the proviso that more than 40 mol% of the R 3 groups of the siloxane resin are propyl groups.
Les résines de siloxane utilisables selon l'invention peuvent être obtenues par un procédé comprenant la réaction de :The siloxane resins that can be used according to the invention can be obtained by a process comprising the reaction of:
A) une résine MQ comprenant au moins 80 % en moles d'unités et (SiO4/2)dA) an MQ resin comprising at least 80 mol% of units and (SiO 4/2 ) d
R1 représentant un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a et d étant supérieurs à zéro, le rapport a/d étant compris entre 0,5 et 1,5 ; et deR 1 representing an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, the ratio a / d being between 0.5 and 1.5; ; and of
B) une résine de propyle T comprenant au moins 80 % en moles d'unités (R3Siθ3/2)c,B) a T propyl resin comprising at least 80 mole% of units (R 3 Siθ3 / 2) c,
R3 représentant un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, c étant supérieur à zéro, à condition qu'au moins 40 % en moles des groupements R3 soient des groupements propyle, où le ratio massique A/B est compris entre 95:5 et 15:85, de préférence le ratio massique A/B est de 30 :70.R 3 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, c being greater than zero, provided that at least 40 mol% of the groups R 3 are groups propyl, where the mass ratio A / B is between 95: 5 and 15:85, preferably the mass ratio A / B is 30:70.
Avantageusement, le rapport massique A/B est compris entre 95:5 et 15:85. De préférence, le rapport A/B est inférieur ou égal à 70:30. Ces rapports préférés se sont avérés permettre des dépôts confortables du fait de l'absence de percolation des particules rigides de résine MQ dans le dépôt. Les compositions selon l'invention peuvent se présenter sous diverses formes, notamment sous forme de poudre, de dispersion anhydre, émulsion eau/huile ou eau/cire, huile/eau, multiples ou cire/eau, gel).Advantageously, the mass ratio A / B is between 95: 5 and 15:85. Preferably, the ratio A / B is less than or equal to 70:30. These preferred ratios have been found to provide comfortable deposits due to the absence of percolation of rigid MQ resin particles in the deposit. The compositions according to the invention can be in various forms, especially in the form of powder, anhydrous dispersion, water / oil emulsion or water / wax, oil / water, multiple or wax / water, gel).
Les résines utilisables selon l'invention sont notamment celles décrites dans la demande WO 2005/075542 dont le contenu est incorporé ici par référence.The resins that can be used according to the invention are in particular those described in application WO 2005/075542, the content of which is incorporated herein by reference.
La résine MQ-T propyle a) selon l'invention comprend des unités :The propylene MQ-T resin a) according to the invention comprises units:
qui sont connues de l'art antérieur et qui correspondent respectivement aux unités M, D, T et which are known from the prior art and which correspond respectively to the units M, D, T and
Q- La quantité de chaque unité présente dans la résine MQ-T propyle a) peut être exprimée en fraction molaire (ie a, b, c ou d) du nombre total de moles de toutes les unités M, D, T et Q présentes dans la résine MQ-T propyle a).Q- The quantity of each unit present in the MQ-T propyl resin a) can be expressed in molar fraction (ie a, b, c or d) of the total number of moles of all the units M, D, T and Q present. in the MQ-T propyl resin a).
La valeur de a (fraction molaire d'unités M) est comprise entre 0,05 et 0,5, ou alternativement entre 0,15 et 0,4. La valeur de b (fraction molaire d'unités D) est comprise entre 0 et 0,3, ou alternativement entre 0 et 0,1, ou alternativement entre 0 et 0,05. Ainsi, la résine MQ-T propyle a) selon l'invention peut être exempte d'unité D, ou alternativement peut comprendre jusqu'à 0.3 fraction molaire d'unités D.The value of a (mole fraction of M units) is between 0.05 and 0.5, or alternatively between 0.15 and 0.4. The value of b (molar fraction of units D) is between 0 and 0.3, or alternatively between 0 and 0.1, or alternatively between 0 and 0.05. Thus, the MQ-T propyl resin a) according to the invention may be free of unit D, or alternatively may comprise up to 0.3 mole fraction of D units.
De préférence, la résine MQ-T propyle a) selon l'invention est exempte d'unité D. La valeur de c (fraction molaire d'unités T) est supérieure à 0, ou alternativement comprise entre 0,05 et 0,65, ou alternativement comprise entre 0,4 et 0,65.Preferably, the MQ-T propyl resin a) according to the invention is free of unit D. The value of c (molar fraction of T units) is greater than 0, or alternatively between 0.05 and 0.65 , or alternatively between 0.4 and 0.65.
La valeur de d (fraction molaire d'unités Q) est comprise entre 0,05 et 0,6, ou alternativement entre 0,2 et 0,6, ou alternativement comprise entre 0,2 et 0,55.The value of d (molar fraction of units Q) is between 0.05 and 0.6, or alternatively between 0.2 and 0.6, or alternatively between 0.2 and 0.55.
La résine MQ-T propyle a) selon l'invention est caractérisée par le fait qu'au moins 40% en moles, de préférence au moins 50% en moles, de préférence au moins 90% en moles de groupes alkyles R3 des unités T sont des groupes propyles. Les radicaux R1, R2, R3 des unités de la résine MQ-T propyle représentent indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino.The propylene MQ-T resin a) according to the invention is characterized in that at least 40 mol%, preferably at least 50 mol%, preferably at least 90 mol% of the alkyl groups R 3 of the units T are propyl groups. The radicals R 1 , R 2 and R 3 of the units of the MQ-T propyl resin independently represent an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group.
Les groupements alkyle peuvent notamment être choisis parmi les groupements méthyle, éthyle, propyle, butyle, pentyle, hexyle et octyle. De préférence, le groupe alkyle est un groupe méthyle ou un groupe propyle.The alkyl groups can in particular be chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl and octyl groups. Preferably, the alkyl group is a methyl group or a propyl group.
Les groupements aryle peuvent être choisis parmi les groupements phényle, naphthyle, benzyle, tolyle, xylyle, xényle, méthylphényle, 2-phényléthyle, 2-phényl-2-méthyléthyle, chlorophényle, bromophényle et fluorophényle, le groupement aryle étant préférentiellement un groupement phényle.The aryl groups may be chosen from phenyl, naphthyl, benzyl, tolyl, xylyl, xenyl, methylphenyl, 2-phenylethyl, 2-phenyl-2-methylethyl, chlorophenyl, bromophenyl and fluorophenyl groups, the aryl group being preferably a phenyl group.
Dans la présente invention, par « groupement carbinol », on entend tout groupement contenant au moins un radical hydroxyle lié à un carbone (COH). Les groupements carbinol peuvent ainsi contenir plus d'un radical COH, tel que par exempleIn the present invention, the term "carbinol group" means any group containing at least one hydroxyl radical bonded to a carbon (COH). The carbinol groups may thus contain more than one COH radical, such as, for example
Si le groupement carbinol est exempt de groupements aryle, il comporte au moins 3 atomes de carbone. Si le groupement carbinol comprend au moins un groupement aryle, il comporte au moins 6 atomes de carbone. If the carbinol group is free of aryl groups, it has at least 3 carbon atoms. If the carbinol group comprises at least one aryl group, it comprises at least 6 carbon atoms.
Comme exemples de groupement carbinol exempt de groupements aryle comportant au moins 3 atomes de carbone, on peut citer les groupements de formule R4OH dans laquelle R4 représente un radical hydrocarboné bivalent comportant au moins 3 atomes de carbone ou un radical hydrocarbonoxy bivalent comportant au moins 3 atomes de carbone. Comme exemples de groupement R4, on peut citer des radicaux alkylène tels que -(CH2)χ-, la valeur de x étant comprise entre 3 et 10, -CH2CH(CH3)-, -CH2CH(CH3)CH2-, - CH2CH2CH(CH2CH3)CH2CH2CH2- et -OCH(CH3)(CH2)X-, la valeur de x étant comprise entre 1 et 10.As examples of a carbinol group free from aryl groups containing at least 3 carbon atoms, mention may be made of the groups of formula R 4 OH in which R 4 represents a divalent hydrocarbon radical containing at least 3 carbon atoms or a divalent hydrocarbonoxy radical having at least 3 carbon atoms. minus 3 carbon atoms. Examples of the group R 4 include alkylene radicals such as - (CH 2 ) χ-, the value of x being between 3 and 10, -CH 2 CH (CH 3 ) -, -CH 2 CH (CH 2) 3 ) CH 2 -, - CH 2 CH 2 CH (CH 2 CH 3 ) CH 2 CH 2 CH 2 - and -OCH (CH 3 ) (CH 2 ) X -, the value of x being between 1 and 10.
Comme exemples de groupement carbinol comportant des groupements aryle présentant au moins 6 atomes de carbone, on peut citer les groupements de formule R5OH dans laquelle R5 représente un radical arylène tel que -(CH2)χC6H4-, x ayant une valeur comprise entre 0 et 10, -CH2CH(CH3)(CH2)XC6H4-, x ayant une valeur comprise entre 0 et 10, -(CH2)XC6H4(CH2)X-, x ayant une valeur comprise entre 1 et 10. Les groupements carbinol comportant des groupements aryle comportent généralement de 6 à 14 atomes. Par groupement amino selon l'invention, on entend notamment des groupements de formule - R6NH2 ou -R6NHR7NH2, R6 représentant un radical hydrocarboné bivalent ayant au moins 2 atomes de carbone et R7 représentant un radical hydrocarboné bivalent ayant au moins 2 atomes de carbone. Le groupement R6 représente généralement un radical alkylène ayant de 2 à 20 atomes de carbone. Comme exemples de groupement R6, on peut citer les groupements éthylène, propylène, -CH2CHCH3-, butylène, -CH2CH(CH3)CH2-, pentaméthylène, hexaméthylène, 3-éthyl-hexaméthylène, octaméthylène et décaméthylène. Le groupement R7 représente généralement un radical alkylène ayant de 2 à 20 atomes de carbone. Comme exemples de groupement R7, on peut citer les groupements éthylène, propylène, -CH2CHCH3-, butylène, -CH2CH(CH3)CH2-, pentaméthylène, hexaméthylène, 3- éthyl-hexaméthylène, octaméthylène et décaméthylène.As examples of a carbinol group containing aryl groups having at least 6 carbon atoms, mention may be made of the groups of formula R 5 OH in which R 5 represents an arylene radical such that - (CH 2 ) χC 6 H 4 -, x having a value between 0 and 10, -CH 2 CH (CH 3 ) (CH 2 ) X C 6 H 4 -, x having a value of between 0 and 10, - (CH 2 ) X C 6 H 4 (CH 2 ) X -, x having a value between 1 and 10. The carbinol groups containing aryl groups generally comprise from 6 to 14 atoms. Amino group according to the invention is understood to mean especially groups of formula - R 6 NH 2 or -R 6 NHR 7 NH 2 , R 6 representing a divalent hydrocarbon radical having at least 2 carbon atoms and R 7 representing a hydrocarbon radical bivalent having at least 2 carbon atoms. The R 6 group generally represents an alkylene radical having 2 to 20 carbon atoms. Examples of groups R 6 include ethylene, propylene, -CH 2 CHCH 3 -, butylene, -CH 2 CH (CH 3 ) CH 2 -, pentamethylene, hexamethylene, 3-ethyl-hexamethylene, octamethylene and decamethylene groups. . The group R 7 generally represents an alkylene radical having 2 to 20 carbon atoms. Examples of groups R 7 include ethylene, propylene, -CH 2 CHCH 3 -, butylene, -CH 2 CH (CH 3 ) CH 2 -, pentamethylene, hexamethylene, 3-ethyl-hexamethylene, octamethylene and decamethylene groups. .
Les groupements amino sont généralement -CH2CH2CH2NH2 et -CH2(CH3)CHCH2(H)NCH3, -CH2CH2NHCH2CH2NH2, -CH2CH2NH2, -CH2CH2NHCH3, -CH2CH2CH2CH2NH2, - (CH2CH2NH)3H et -CH2CH2NHCH2CH2NHC4H9.The amino groups are generally -CH 2 CH 2 CH 2 NH 2 and -CH 2 (CH 3 ) CHCH 2 (H) NCH 3 , -CH 2 CH 2 NHCH 2 CH 2 NH 2 , -CH 2 CH 2 NH 2 , -CH 2 CH 2 NHCH 3 , -CH 2 CH 2 CH 2 CH 2 NH 2 , - (CH 2 CH 2 NH) 3 H and -CH 2 CH 2 NHCH 2 CH 2 NHC 4 H 9 .
De préférence, R1 représente un groupe méthyle, R2 représente un groupe méthyle ou un groupe phényle, et R3 représente un groupe propyle.Preferably, R 1 represents a methyl group, R 2 represents a methyl group or a phenyl group, and R 3 represents a propyl group.
De préférence, la résine MQ-T propyle a) selon l'invention est exempte d'unité D, et R1 représente un groupe méthyle, et R3 représente un groupe propyle.Preferably, the MQ-T propyl resin a) according to the invention is free from unit D, and R 1 represents a methyl group, and R 3 represents a propyl group.
Les unités siloxane D, T ou Q de la résine MQ-T propyle a) selon l'invention peuvent comprendre des groupes hydroxy (-OH) et/ou des groupes alcoxy. De telles unités siloxane comprenant des groupes hydroxy et/ou alkoxy sont présentes communément dans des résines siloxane ayant comme formule générale RnSi0(4-ny2.The siloxane units D, T or Q of the MQ-T propyl resin a) according to the invention may comprise hydroxyl groups (-OH) and / or alkoxy groups. Such siloxane units comprising hydroxy and / or alkoxy groups are commonly present in siloxane resins having the general formula R n SiO ( 4-n y 2 .
Ces groupes hydroxy résultent typiquement de la réaction d'un groupe hydrolysable sur l'unité siloxane avec l'eau ; les groupes alkoxy résultent d'une hydrolyse incomplète quand des précurseurs alkoxysilanes sont utilisés ou résultent de l'échange d'alcool avec des groupes hydroly sables. De préférence la quantité totale en poids de groupements -OH présente dans la résine MQ-T propyle est d'environ 3%, de préférence 2%, de préférence 1,5%. De préférence, la quantité totale en poids de groupes alcoxy présente dans la résine MQ-T propyle est inférieure ou égale à 20% en poids, de préférence inférieure ou égale à 10% en poids. II n'existe pas de restrictions relatives à la masse moléculaire des résines de propyle siloxane MQ-T, mais généralement la masse moléculaire moyenne en nombre (MN) est comprise entre 3 000 et 10 000, ou encore entre 5 000 et 8 000These hydroxy groups typically result from the reaction of a hydrolyzable group on the siloxane unit with water; the alkoxy groups result from incomplete hydrolysis when alkoxysilane precursors are used or result from the exchange of alcohol with hydrolyzable groups. Preferably the total amount by weight of -OH groups present in the MQ-T propyl resin is about 3%, preferably 2%, preferably 1.5%. Preferably, the total amount by weight of alkoxy groups present in the MQ-T propyl resin is less than or equal to 20% by weight, preferably less than or equal to 10% by weight. There are no restrictions on the molecular weight of MQ-T propyl siloxane resins, but generally the number average molecular weight (M N ) is between 3,000 and 10,000, or between 5,000 and 8,000
Les résines MQ-T propyle convenant à une utilisation en tant que composant a) peuvent être préparées selon les procédés connus dans l'état de la technique pour préparer des résines de siloxane de formule générale RnSi0(4_n)/2 où R est un groupe alkyle et n est inférieur à 1,8. Alternativement, les résines MQ-T propyle peuvent être préparées selon les méthodes décrites ci-dessous.The MQ-T propyl resins suitable for use as component a) may be prepared according to the methods known in the art for preparing siloxane resins of the general formula R n SiO (4- n) / 2 where R is an alkyl group and n is less than 1.8. Alternatively, the MQ-T propyl resins can be prepared according to the methods described below.
Les résines MQ-T propyle a) selon l'invention sont illustrées par les résines MQ-T propyle comprenant les unités suivantes : The MQ-T propyl resins a) according to the invention are illustrated by the MQ-T propyl resins comprising the following units:
(R3Si03/2)c où R3 = CH3CH2CH2-, et(R 3 Si0 3/2) c where R 3 = CH 3 CH 2 CH 2 -, and
(SiO4/2)d ;(SiO 4/2 ) d ;
ou les unités suivantes : or the following units:
((CH3)2Si02/2)b ((CH 3 ) 2 SiO 2/2 ) b
(R3Si03/2)c où R3 = CH3CH2CH2-, et (SiO4/2)d ;(R 3 Si0 3/2) c where R 3 = CH 3 CH 2 CH 2 -, and (SiO 4/2) d;
ou les unités suivantes :or the following units:
((CH3)3Si01/2)a ((CH 3 ) 3 SiO 1/2 ) a
((CH3)2SiO2/2)b, ((CH3)(C6H5)SiO2/2)b> (R3Si03/2)c où R3 = CH3CH2CH2-, et((CH 3 ) 2 SiO 2/2 ) b , ((CH 3 ) (C 6 H 5 ) SiO 2/2 ) b > (R 3 SiO 3/2 ) c where R 3 = CH 3 CH 2 CH 2 - , and
(SiO4/2)d ;(SiO 4/2 ) d ;
ou les unités suivantes : ((CH3)2Si02/2)b or the following units: ((CH 3 ) 2 SiO 2/2 ) b
(R3Si03/2)c où R3 = CH3CH2CH2-, et (C6H5Si03/2)c (R 3 SiO 3/2 ) c where R 3 = CH 3 CH 2 CH 2 -, and (C 6 H 5 SiO 3/2 ) c
(SiO4/2)d ;(SiO 4/2 ) d ;
ou les unités suivantes : or the following units:
((CH3)2SiO2/2)b, ((CH3)(C6H5)SiO2/2)b'((CH 3 ) 2 SiO 2/2 ) b, ((CH 3 ) (C 6 H 5 ) SiO 2/2 ) b '
(R3Si03/2)c où R3 = CH3CH2CH2-, et (C6H5Si03/2)c (R 3 SiO 3/2 ) c where R 3 = CH 3 CH 2 CH 2 -, and (C 6 H 5 SiO 3/2 ) c
(SiO4/2)d ; où a a une valeur totale dans la résine comprise entre 0,05 et 0,5, la somme b+b' a une valeur totale dans la résine comprise entre 0 et 0,3, c a une valeur totale dans la résine comprise entre 0,05 et 0,65, et d a une valeur totale dans la résine comprise entre 0,05 et 0,6.(SiO 4/2 ) d ; where aa total value in the resin of between 0.05 and 0.5, the sum b + b 'has a total value in the resin of between 0 and 0.3, ca a total value in the resin of between 0, 05 and 0.65, and da total value in the resin of between 0.05 and 0.6.
Les résines de siloxane utilisables selon l'invention peuvent être obtenues par un procédé comprenant la réaction entre :The siloxane resins that can be used according to the invention can be obtained by a process comprising the reaction between:
A) une résine MQ comprenant au moins 80 % en moles d'unités (R1 3SiOi/2)a et (SiO4/2)d A) a MQ resin comprising at least 80 mole% of units (R 1 SiO 3/2) a and (SiO 4/2) d
R1 représentant un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a et d étant supérieurs à zéro, le rapport a/d étant compris entre 0,5 et 1,5 ; etR 1 representing an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, the ratio a / d being between 0.5 and 1.5; ; and
B) une résine de T propyle comprenant au moins 80 % en moles d'unités (R3Si03/2)c,B) a propyl T resin comprising at least 80 mol% of units (R 3 SiO 3/2 ) c ,
R3 représentant un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, c étant supérieur à zéro, à condition qu'au moins 40 % en moles des groupements R3 soient des groupements propyle, où le ratio massique A/B est compris entre 95:5 et 15:85.R 3 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, c being greater than zero, provided that at least 40 mol% of the groups R 3 are groups propyl, where the mass ratio A / B is between 95: 5 and 15:85.
La composant A) est une résine MQ comprenant au moins 80 % en moles d'unités (R1 3SiOi/2)a et (SiO4/2)d où R1 est tel que défini ci-dessus, ie représente un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a et d étant supérieurs à zéro, et le rapport a/d étant compris entre 0,5 et 1,5.The component A) is a MQ resin comprising at least 80 mole% of units (R 1 SiO 3/2) a and (SiO 4/2) d wherein R 1 is as defined above, ie represents a group alkyl having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, and the ratio a / d being between 0.5 and 1.5.
Les résines MQ utilisables comme composant A), et leur méthode de préparation, sont connues de l'art antérieur. Par exemple, le brevet US 2 814 601, appartenant à Currie et al., daté du 26 novembre 1957 décrit un procédé de fabrication de résines MQ par transformation d'un silicate hydrosoluble en un monomère d'acide silicique ou un oligomère d'acide silicique en utilisant un acide. Une fois la polymérisation adéquate réalisée, des extrémités triméthylchlorosilane sont introduites pour obtenir la résine MQ. Un autre procédé de préparation de résines MQ est décrit dans le brevet US 2 857 356 appartenant à Goodwin, daté du 21 octobre 1958. Goodwin décrit un procédé de fabrication d'une résine MQ par cohydrolyse d'un mélange d'un silicate d'alkyle et d'un organopolysiloxane trialkylsilane hydrolysable avec de l'eau.MQ resins usable as component A), and their method of preparation, are known from the prior art. For example, U.S. Patent 2,814,601 to Currie et al., Dated November 26, 1957, discloses a process for making MQ resins by converting a water-soluble silicate to a silicic acid monomer or an acid oligomer. silicic using an acid. Once the appropriate polymerization has been carried out, trimethylchlorosilane ends are introduced to obtain the MQ resin. Another process for the preparation of MQ resins is described in Goodwin, US Pat. No. 2,857,356, dated Oct. 21, 1958. Goodwin discloses a method for manufacturing a MQ resin by cohydrolysis of a silicate blend. alkyl and an organopolysiloxane trialkylsilane hydrolysable with water.
Les résines MQ convenant en tant que composant A) dans la présente invention peuvent contenir des unités D et T, à condition d'au moins 80 % en moles, voire 90 % en moles des unités de siloxane totales soient des unités M et Q. Les résines MQ peuvent également contenir des groupements hydroxy. Les résines MQ peuvent ainsi comprendre des groupes hydroxy en quantité totale en poids comprise entre 2 et 10%, de préférence entre 2 et 5%. Les résines MQ peuvent également comporter des extrémités supplémentaires, des groupements hydroxy résiduels étant pour cela mis en réaction avec les groupements M.MQ resins suitable as component A) in the present invention may contain D and T units, provided that at least 80 mole% or even 90 mole percent of the total siloxane units are M and Q units. The MQ resins may also contain hydroxy groups. The MQ resins may thus comprise hydroxyl groups in a total amount by weight of between 2 and 10%, preferably between 2 and 5%. The MQ resins may also comprise additional ends, residual hydroxyl groups being for this reason reacted with the groups M.
Le composant B) est une résine de T propyle comprenant au moins 80 % en moles d'unités (R3Siθ3/2)c, R3 étant tel que défini ci-dessus, ie représentant un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, c étant supérieur à 0, à condition qu'au moins 40 % en moles des groupements R3 soient des groupements propyle. De préférence, la résine T propyle selon l'invention est une résine de silsesquioxane. Les résines de silsesquioxane sont bien connues dans l'état de la technique et sont généralement obtenues par hydrolyse d'un organosilane comportant trois groupements hydrolysables, tels que des groupements halogène ou alcoxy, présents dans la molécule. Le composant B) peut ainsi être obtenu par hydrolyse de propyltriméthoxysilane, propyltriéthoxysilane, propyltripropoxysilane, ou par cohydrolyse des propylalcoxysilanes susmentionnés avec divers alcoxy silanes. Comme exemples de ces alcoxysilanes, on peut citer le méthyltriméthoxysilane, le méthyltriéthoxysilane, le méthyltriisopropoxysilane, le diméthyldiméthoxysilane et le phényltriméthoxysilane. Le propyltrichlorosilane peut également être hydrolyse seul, ou en présence d'alcool. Dans ce cas, la cohydrolyse peut être réalisée en ajoutant du méthyltrichlorosilane, du diméthyldichlorosilane, du phényltrichlorosilane ou des chlorosilanes similaires et du méthyltriméthoxysilane, du méthyltriéthoxysilane, du méthyltriisopropoxysilane ou des méthylalcoxysilanes similaires. Comme alcools convenant en ce but, on peut citer le méthanol, l'éthanol, l'alcool n-propylique, l'alcool isopropylique, le butanol, le méthoxy éthanol, l'éthoxy éthanol ou des alcools similaires. Comme exemples de solvants de type hydrocarbures pouvant être utilisés, on peut citer le toluène, le xylène ou des hydrocarbures aromatiques similaires ; l'hexane, l'heptane, l'isooctane ou des hydrocarbures saturés linéaires ou en partie ramifiés similaires ; ainsi que le cyclohexane ou des hydrocarbures aliphatiques similaires.Component B) is a propyl T resin comprising at least 80 mol% of units (R 3 SiO 3/2) c , R 3 being as defined above, ie representing an alkyl group having from 1 to 8 atoms carbon, an aryl group, a carbinol group or an amino group, c being greater than 0, with the proviso that at least 40 mol% of the groups R 3 are propyl groups. Preferably, the propyl T resin according to the invention is a silsesquioxane resin. Silsesquioxane resins are well known in the state of the art and are generally obtained by hydrolysis of an organosilane comprising three hydrolysable groups, such as halogen or alkoxy groups, present in the molecule. Component B) can thus be obtained by hydrolysis of propyltrimethoxysilane, propyltriethoxysilane or propyltripropoxysilane, or by cohydrolysis of the abovementioned propylalkoxysilanes with various alkoxy silanes. Examples of such alkoxysilanes include methyltrimethoxysilane, methyltriethoxysilane, methyltriisopropoxysilane, dimethyldimethoxysilane and phenyltrimethoxysilane. Propyltrichlorosilane may also be hydrolyzed alone, or in the presence of alcohol. In this case, the cohydrolysis can be carried out by adding methyltrichlorosilane, dimethyldichlorosilane, phenyltrichlorosilane or similar chlorosilanes and methyltrimethoxysilane, methyltriethoxysilane, methyltriisopropoxysilane or similar methylalkoxysilanes. Suitable alcohols for this purpose include methanol, ethanol, n-propyl alcohol, isopropyl alcohol, butanol, methoxy ethanol, ethoxy ethanol or similar alcohols. Examples of type solvents hydrocarbons that may be used include toluene, xylene or similar aromatic hydrocarbons; hexane, heptane, isooctane or linear or partially branched saturated hydrocarbons; as well as cyclohexane or similar aliphatic hydrocarbons.
Les résines de T propyle comme composant B) selon l'invention peuvent contenir des unités M, D et Q, à condition qu'au moins 80 % en moles, voire 90 % en moles des unités de siloxane totales soient des unités T. Les résines de T propyle peuvent également contenir des groupements hydroxy. De préférence, les résines de T propyle comprennent entre 3 et 8% en poids de groupements hydroxy.The propyl T resins as component B) according to the invention may contain M, D and Q units, provided that at least 80 mol%, or even 90 mol% of the total siloxane units are T units. Propyl T resins may also contain hydroxy groups. Preferably, the propyl T resins comprise between 3 and 8% by weight of hydroxy groups.
Un polyorganosiloxane peut également être ajouté au procédé selon l'invention en tant que composant C).A polyorganosiloxane may also be added to the process according to the invention as component C).
Les polyorganosiloxanes utiles comme composant C) selon l'invention comprennent des unités R2 2Siθ2/2, ou R3SiO3Z2. Le polyorganosiloxane peut être ajouté pour introduire différentes unités D et T dans les résines MQ-T propyle, afin de modifier les propriétés des résines résultantes. La structure ou la formule du polyorganosiloxane n'est pas limitative, à condition que ledit polyorganosiloxane comprenne une quantité mesurable d'unités R 2Si02/2, ou R3SiO3Z2, et que la quantité totale de polyorganosiloxane ajoutée à la réaction entre A) et B) n'aboutisse pas à plus de 50% en moles d'unités D ou T dans le mélange réactionnel.The polyorganosiloxanes useful as component C) according to the invention comprise units R 2 2 SiO 2/2 , or R 3 SiO 3Z 2 . The polyorganosiloxane may be added to introduce different D and T units into the MQ-T propyl resins to modify the properties of the resulting resins. The structure or formula of the polyorganosiloxane is not limiting, provided that said polyorganosiloxane comprises a measurable amount of R 2 SiO 2/2 , or R 3 SiO 3Z 2 units , and that the total amount of polyorganosiloxane added to the reaction between A) and B) does not result in more than 50 mol% of D or T units in the reaction mixture.
Le polyorganosiloxane peut comprendre des combinaisons d'unités M, D, T et Q, pourvu qu'au moins les unités D ou T soient présentes. Ainsi, le polyorganosiloxane peut être choisi parmi les silicones fluides, gommes, ou résines connues de l'art antérieur et comprenant des unités D ou T, ou leurs mélanges. Les unités D comprennent typiquement des groupes méthyle ou phényle ou leurs mélanges comme groupes R . Les unités T comprennent typiquement des groupes méthyle ou phényle ou leurs mélanges comme groupes R3. Le polyorganosiloxane peut être un polydiorganosiloxane fluide linéaire ayant une viscosité comprise entre 10 et 1000 cS (mm2/s). Le polydiorganosiloxane fluide peut être une polydiméthylsiloxane, ou une polyméthylphénylsiloxane. Le polyorganosiloxane peut également être une résine organosilsesquioxane. La résine organosilsesquioxane est typiquement une résine méthylsilsesquioxane ou une résine phénylsilsesquioxane.The polyorganosiloxane may include combinations of M, D, T and Q units, provided that at least the D or T units are present. Thus, the polyorganosiloxane may be chosen from the fluid silicones, gums, or resins known from the prior art and comprising D or T units, or mixtures thereof. D units typically include methyl or phenyl groups or mixtures thereof as R groups. T units typically include methyl or phenyl groups or mixtures thereof as R 3 groups. The polyorganosiloxane may be a linear fluid polydiorganosiloxane having a viscosity of between 10 and 1000 cS (mm 2 / s). The fluid polydiorganosiloxane may be a polydimethylsiloxane, or a polymethylphenylsiloxane. The polyorganosiloxane may also be an organosilsesquioxane resin. The organosilsesquioxane resin is typically a methylsilsesquioxane resin or a phenylsilsesquioxane resin.
Les composants A), B) et optionnellement C) peuvent réagir par toute méthode connue de l'art antérieur pour agir sur les unités M, D, T et Q. De préférence cependant, les composants A), B) et optionnellement C) réagissent par une réaction de condensation en présence de catalyseur. La résine MQ est typiquement présente dans un solvant hydrocarboné aromatique ou siloxane. Des catalyseurs de réaction de condensation utilisables sont notamment des hydroxydes métalliques comme l'hydroxyde de potassium ou l'hydroxyde de sodium ; les sels métalliques comme les silanolates, les carboxylates et les carbonates ; les aminés ; les titanates comme le tétrabutyl titanate ; et leurs mélanges. Typiquement la réaction entre les composants A), B) et optionnellement C) est effectuée en chauffant le mélange réactionnel à des températures allant de 50 à 14O0C, de préférence allant de 100 à 14O0C. La réaction peut se dérouler en processus semi-continu, continu ou dans un batch.The components A), B) and optionally C) can react with any known method of the prior art to act on the units M, D, T and Q. Preferably, however, the components A), B) and optionally C) react by a condensation reaction in the presence of catalyst. The MQ resin is typically present in an aromatic hydrocarbon solvent or siloxane. Condensation reaction catalysts that can be used include metal hydroxides such as potassium hydroxide or sodium hydroxide; metal salts such as silanolates, carboxylates and carbonates; amines; titanates such as tetrabutyl titanate; and their mixtures. Typically the reaction between the components A), B) and optionally C) is carried out by heating the reaction mixture at temperatures ranging from 50 to 140 ° C., preferably ranging from 100 to 140 ° C. The reaction can proceed in process semi-continuous, continuous or in a batch.
Le rapport massique A/B dans la réaction est compris entre 95:5 et 15:85, de préférence entre 95 :5 et 20 :80, de préférence entre 90 :10 et 20 :80.The weight ratio A / B in the reaction is from 95: 5 to 15:85, preferably from 95: 5 to 20:80, preferably from 90:10 to 20:80.
De préférence, le rapport massique A/B est égal à 85:15, ou 50:50, ou 30:70, ou 95:5. De préférence, le rapport massique A/B est égal à 30:70. La quantité de composant C) peut varier, mais à la condition qu'elle aboutisse à une teneur inférieure à 30% en moles d'unités additionnelles D ou T, par rapport à la quantité molaire totale d'unités siloxane du mélange réactionnel.Preferably, the mass ratio A / B is 85:15, or 50:50, or 30:70, or 95: 5. Preferably, the mass ratio A / B is equal to 30:70. The amount of component C) may vary, but with the proviso that it results in a content of less than 30 mol% of additional units D or T, based on the total molar amount of siloxane units of the reaction mixture.
De façon préférée, la résine de siloxane est présente dans la composition en une teneur totale en matière sèche de résine allant de 1 % à 80 % en poids par rapport au poids total de la composition, de préférence allant de 5 % à 70 % en poids, et mieux allant de 6 % à 60 % en poids.Preferably, the siloxane resin is present in the composition in a total resin solids content ranging from 1% to 80% by weight relative to the total weight of the composition, preferably ranging from 5% to 70% by weight. weight, and better ranging from 6% to 60% by weight.
Selon un premier mode de réalisation, la compostionselon l'invention est liquide. Selon un second mode de réalisation, la composition selon l'invention est solide.According to a first embodiment, the compositions according to the invention is liquid. According to a second embodiment, the composition according to the invention is solid.
Le terme « solide » caractérise l' état de la composition à température ambiante (250C) et à pression atmosphérique (760 mm de Hg).The term "solid" characterizes the state of the composition at ambient temperature (25 ° C.) and at atmospheric pressure (760 mmHg).
De façon préférée, la composition selon l'invention présente, lorsqu'elle est solide, une dureté comprise entre 30 et 300g, voire de 50 à 200g.Preferably, the composition according to the invention has, when it is solid, a hardness of between 30 and 300 g, or even 50 to 200 g.
Protocole de mesure de la dureté :Protocol for measuring the hardness:
La mesure est réalisée selon le protocole suivant : Un échantillon de la composition considérée est coulé à chaud dans un moule de sticks de 12,7 mm de diamètre. Le moule est ensuite refroidi au congélateur pendant une heure environ. Le stick de rouge à lèvres est ensuite conservé à 20 0C. La dureté des échantillons est mesurée après 24 heures d'attente. La dureté des échantillons de compositions de l'invention, exprimée en gramme, est mesurée au moyen d'un dynamomètre DFGS2 commercialisé par la société INDELCO-CHATILLON. La dureté correspond à la force maximale de cisaillement exercée par un fil rigide de diamètre 250 μm en tungstène avançant à une vitesse de 100 mm/min.The measurement is carried out according to the following protocol: A sample of the composition in question is hot cast in a stick mold 12.7 mm in diameter. The mold is then cooled in the freezer for about an hour. The lipstick stick is then stored at 20 ° C. The hardness of the samples is measured after 24 hours of waiting. The hardness of the samples of compositions of the invention, expressed in gram, is measured by means of a DFGS2 dynamometer marketed by INDELCO-CHATILLON. The hardness corresponds to the maximum shear force exerted by a tungsten 250 μm diameter rigid wire advancing at a speed of 100 mm / min.
La technique décrite ci-dessus est habituellement dénommée méthode dite « du fil à couper le beurre ».The technique described above is usually referred to as the "butter cutter" method.
De façon préférée, la composition selon l'invention comprend moins de 3%, ou mieux, moins de 1% d'eau en poids par rapport au poids total de la composition. De façon encore préférée la composition est totalement anhydre. Par anhydre, on entend notamment que l'eau n'est de préférence pas ajoutée délibérément dans la composition mais peut être présente à l'état de trace dans les différents composés utilisés dans la composition.Preferably, the composition according to the invention comprises less than 3%, or better, less than 1% water by weight relative to the total weight of the composition. More preferably the composition is completely anhydrous. By anhydrous is meant in particular that the water is preferably not deliberately added to the composition but may be present in trace amounts in the various compounds used in the composition.
Selon un autre aspect, la présente invention concerne un procédé de maquillage et/ou de soin dans lequel on applique sur les matières kératiniques et notamment les lèvres, une composition telle que défini précédemment.According to another aspect, the present invention relates to a makeup process and / or care in which is applied to the keratin materials and in particular the lips, a composition as defined above.
Huile siliconée phényléePhenyl silicone oil
La composition selon l'invention comprend au moins une huile siliconée phénylée (également appelée silicone phénylée). On entend par silicone phénylée, un organopolysiloxane substitué par au moins un groupe phényle.The composition according to the invention comprises at least one phenyl silicone oil (also called phenyl silicone). By phenyl silicone is meant an organopolysiloxane substituted with at least one phenyl group.
La silicone phénylée est de préférence non volatile. Par « non volatile », on entend une huile dont la pression de vapeur à température ambiante et pression atmosphérique, est non nulle et inférieure à 0,02 mm de Hg (2,66 Pa) et mieux inférieure à 10"3 mm de Hg (0,13 Pa).The phenyl silicone is preferably non-volatile. By "non-volatile" is meant an oil whose vapor pressure at ambient temperature and atmospheric pressure is non-zero and less than 0.02 mm Hg (2.66 Pa) and better still less than 10 -3 mm Hg (0.13 Pa).
De préférence, le poids moléculaire en poids de l'huile siliconée phénylée est compris entre 500 et 10 000 g/mol. L'huile siliconée peut être choisie parmi les phényl triméthicones, les phényl diméthicones, les phényl triméthylsiloxy diphénylsiloxanes, les diphényl diméthicones, les diphényl méthyldiphényl trisiloxanes, les 2-phényléthyl triméthylsiloxysilicates.Preferably, the weight-average molecular weight of the phenyl silicone oil is between 500 and 10,000 g / mol. The silicone oil may be chosen from phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes and 2-phenylethyl trimethylsiloxysilicates.
L'huile siliconée peut répondre à la formule:The silicone oil can meet the formula:
RR
I R RI R R
R-Si O I IR-Si O I I
R — Si O Si RR - Si O Si R
R RR R
R R — Si OR R - Si O
R dans laquelle les groupements R représentent indépendamment les uns des autres un méthyle ou un phényle. De préférence dans cette formule, l'huile siliconée comprend au moins trois groupes phényle, par exemple au moins quatre, au moins cinq ou au moins six.Wherein the R groups independently of one another are methyl or phenyl. Preferably in this formula, the silicone oil comprises at least three phenyl groups, for example at least four, at least five or at least six.
Selon un autre mode de mise en oeuvre, l'huile siliconée répond à la formuleAccording to another embodiment, the silicone oil corresponds to the formula
R R RR R R
R Si O Si O Si RR Si O Si O Si R
R I R I R I dans laquelle les groupements R représentent indépendamment les uns des autres un méthyle ou un phényle. De préférence dans cette formule, ledit organopolysiloxane comprend au moins trois groupes phenyls, par exemple au moins quatre ou au moins cinq.Wherein the R groups independently of one another are methyl or phenyl. Preferably in this formula, said organopolysiloxane comprises at least three phenyl groups, for example at least four or at least five.
Des mélanges des organopolysiloxanes phénylés décrits précédemment peuvent être utilisés. On peut citer par exemples des mélanges d' organopolysiloxane triphénylé, tétra- ou penta- phénylé.Mixtures of the phenyl organopolysiloxanes described above can be used. Examples that may be mentioned are mixtures of triphenylated, tetra- or penta-phenylated organopolysiloxane.
Selon un autre mode de mise en oeuvre, l'huile siliconée répond à la formule Ph Ph PhAccording to another mode of implementation, the silicone oil corresponds to the formula Ph Ph Ph
/ / // / /
Me Si O Si O Si MeMe Si O Si O Si Me
\ \ \ Ph Me Ph dans laquelle Me représente méthyle, Ph représente phényle. Une telle silicone phénylée est notamment fabriquée par Dow Corning sous la référence Dow Corning 555 Cosmetic Fluid (nom INCI : trimethyl pentaphenyl trisiloxane). La référence Dow Corning 554 Cosmetic Fluid peut aussi être utilisée. Selon un autre mode de mise en oeuvre, l'huile siliconée répond à la formuleIn which Me represents methyl, Ph represents phenyl. Such phenyl silicone is especially manufactured by Dow Corning under the reference Dow Corning 555 Cosmetic Fluid (INCI name: trimethyl pentaphenyl trisiloxane). The reference Dow Corning 554 Cosmetic Fluid can also be used. According to another embodiment, the silicone oil corresponds to the formula
dans laquelle Me représente méthyle, y est compris entre 1 et 1 000, et X représente -CH2- CH(CfB)(Ph). wherein Me is methyl, y is 1 to 1000, and X is -CH 2 -CH (CfB) (Ph).
Selon un autre mode de mise en oeuvre, l'huile siliconée répond à la formuleAccording to another embodiment, the silicone oil corresponds to the formula
U MeU Me
Me OR1 Me OR 1
II
Me — Si- -o- -Si- tt -o- -Si - -O-Si(CH3); Me-Si-o-Si-tt-o-Si -O-Si (CH 3 ) ;
Me dans laquelle -OR' représente -O-SiMe3, y est compris entre 1 et 1 000 et z est compris entre 1 et 1 000.Wherein -OR 'is -O-SiMe3, y is 1 to 1000 and z is 1 to 1000.
L'huile siliconée phénylée peut être choisie parmi les silicones phénylées de formule (VI) suivante :The phenyl silicone oil may be chosen from the phenyl silicones of formula (VI) below:
dans laquelle in which
- Rl à RIO, indépendamment les uns des autres, sont des radicaux hydrocarbonés, saturés ou insaturés, linéaires, cycliques ou ramifiés, en C1-C30,- R1 to RIO, independently of each other, are hydrocarbon radicals, saturated or unsaturated, linear, cyclic or branched, C1-C30,
- m, n, p et q sont, indépendamment les uns des autres, des nombres entiers compris entre 0 et 900, sous réserve que la somme 'm+n+q' est différente de 0. De préférence, la somme 'm+n+q' est comprise entre 1 et 100. De préférence, la somme 'm+n+p+q' est comprise entre 1 et 900, encore mieux entre 1 et 800. De préférence, q est égal à O.- m, n, p and q are, independently of one another, integers between 0 and 900, provided that the sum 'm + n + q' is not 0. Preferably, the sum 'm + n + q' is between 1 and 100. Preferably, the sum 'm + n + p + q' is between 1 and 900, more preferably between 1 and 800. Preferably, q is equal to O.
L'huile siliconée phénylée peut être choisie parmi les silicones phénylées de formule (VII) suivante :The phenyl silicone oil may be chosen from the phenyl silicones of formula (VII) below:
dans laquelle : in which :
- Rl à R6, indépendamment les uns des autres, sont des radicaux hydrocarbonés, saturés ou insaturés, linéaires cycliques ou ramifiés, en C1-C30,R 1 to R 6, independently of one another, are linear or cyclic, saturated or unsaturated, C 1 -C 30 hydrocarbon-based radicals,
- m, n et p sont, indépendamment les uns des autres, des nombres entiers compris entre 0 et 100, sous réserve que la somme 'n + m' est comprise entre 1 et 100.- m, n and p are, independently of one another, integers between 0 and 100, provided that the sum 'n + m' is between 1 and 100.
De préférence, Rl à R6, indépendamment les uns des autres, représentent un radical hydrocarboné saturé, linéaire ou ramifié, en C1-C30, notamment en C1-C12, et en particulier un radical méthyle, éthyle, propyle ou butyle.Preferably, R1 to R6, independently of each other, represent a saturated hydrocarbon radical, linear or branched, C1-C30, especially C1-C12, and in particular a methyl, ethyl, propyl or butyl radical.
Notamment, Rl à R6 peuvent être identiques, et en outre peuvent être un radical méthyle. De préférence, on peut avoir m=l ou 2 ou 3, et/ou n=0 et/ou p=0 ou 1., dans la formule (VII).In particular, R1 to R6 may be identical, and may furthermore be a methyl radical. Preferably, one can have m = 1 or 2 or 3, and / or n = 0 and / or p = 0 or 1, in formula (VII).
On peut utilise une huile siliconée phénylée de formule (VI) ayant une viscosité à 250C comprise entre 5 et 1500 mm /s (soit 5 à 1500 cSt), de préférence ayant une viscosité comprise entre 5 et 1000 mm /s (soit 5 à 1000 cSt).It is possible to use a phenyl silicone oil of formula (VI) having a viscosity at 25 ° C. of between 5 and 1500 mm / s (ie 5 to 1500 cSt), preferably having a viscosity of between 5 and 1000 mm / s ( 5 to 1000 cSt).
Comme huile sliconée phénylée de formule (VII), on peut utiliser notamment les phényltriméthicones telles que la DC556 de Dow Corning (22,5 cSt), l'huile Silbione 70663V30 de Rhône Poulenc (28 cSt), ou les diphényldiméthicones telles que les huiles Belsil, notamment Belsil PDM1000 (100OcSt), Belsil PDM 200 (200 cSt) et Belsil PDM 20 (2OcSt) de Wacker. Les valeurs entre parenthèses représentent les viscosités à 250C. L'huile siliconée non volatile peut être choisie parmi les silicones de formuleAs phenylated phenylated oil of formula (VII), it is possible especially to use phenyltrimethicones such as DC556 from Dow Corning (22.5 cSt), Silbione 70663V30 from Rhône Poulenc (28 cSt), or diphenyldimethicones such as oils Belsil, including Belsil PDM1000 (100OcSt), Belsil PDM 200 (200 cSt) and Belsil PDM 20 (2OcSt) from Wacker. The values in parentheses represent the viscosities at 25 ° C. The non-volatile silicone oil may be chosen from silicones of formula
dans laquelle :in which :
R1, R2, R5 et Re sont, ensemble ou séparément, un radical alkyle ayant 1 à 6 atomes de carbone,R 1 , R 2 , R 5 and Re are, together or separately, an alkyl radical having 1 to 6 carbon atoms,
R3 et R4 sont, ensemble ou séparément, un radical alkyle ayant de 1 à 6 atomes de carbone, ou un radical aryle,R 3 and R 4 are, together or separately, an alkyl radical having 1 to 6 carbon atoms, or an aryl radical,
X est un radical alkyle ayant de 1 à 6 atomes de carbone, un radical hydroxyle ou un radical vinyle, n et p étant choisis de manière à conférer à l'huile une masse moléculaire en poids inférieure àX is an alkyl radical having 1 to 6 carbon atoms, a hydroxyl radical or a vinyl radical, n and p being chosen so as to give the oil a molecular weight by weight less than
200 000 g/mol , de préférence inférieure à 150 000 g/mol et de préférence encore inférieure à200 000 g / mol, preferably less than 150 000 g / mol and more preferably less than
100 000 g/mol.100,000 g / mol.
L'huile siliconée phénylée permet notamment améliorer la tenue de la composition sans diminuer son niveau de brillance. L'huile siliconée phénylée peut être présente dans la composition en une teneur totale allant de 0,5 % à 70 % en poids par rapport au poids total de la composition, de préférence allant de 5 % à 50 % en poids, et mieux allant de 5 % à 40 % en poids.The phenyl silicone oil makes it possible in particular to improve the strength of the composition without reducing its gloss level. The phenyl silicone oil may be present in the composition in a total content ranging from 0.5% to 70% by weight relative to the total weight of the composition, preferably ranging from 5% to 50% by weight, and better still from 5% to 40% by weight.
Polymère additionnel :Additional polymer:
Les compositions selon l'invention peuvent contenir un polymère additionnel, filmogène ou non.The compositions according to the invention may contain an additional polymer, film-forming or otherwise.
Dans la présente invention, on entend par « polymère filmogène », un polymère apte à former à lui seul ou en présence d'un agent auxiliaire de filmification, un film macroscopiquement continu et adhérent sur les matières kératiniques, et de préférence un film cohésif, et mieux encore un film dont la cohésion et les propriétés mécaniques sont telles que ledit film peut être isolable et manipulable isolément, par exemple lorsque ledit film est réalisé par coulage sur une surface antiadhérente comme une surface téflonnée ou siliconnée.In the present invention, the term "film-forming polymer" is intended to mean a polymer capable of forming, by itself or in the presence of an auxiliary film-forming agent, a film which is macroscopically continuous and adheres to the keratin materials, and preferably a cohesive film. and more preferably a film whose cohesion and mechanical properties are such that said film can isolable and manipulable in isolation, for example when said film is made by casting on a non-stick surface such as a Teflon or silicone surface.
La composition peut comporter une phase aqueuse et le polymère additionnel peut être présent dans cette phase aqueuse. Dans ce cas celui-ci sera de préférence un polymère en dispersion ou un polymère amphiphile ou associatif.The composition may comprise an aqueous phase and the additional polymer may be present in this aqueous phase. In this case it will preferably be a dispersion polymer or an amphiphilic or associative polymer.
Par «polymère en dispersion » on entend des polymères non solubles dans l'eau présents sous forme de particules de taille variable. Le polymère peut être réticulé ou non. La taille de particules moyenne est typiquement comprise entre 25 et 500nm, de préférence entre 50 et 200 nm. Les polymères en dispersion aqueuse suivants peuvent être utilisés : Ultrasol 2075 de Ganz Chemical, Daitosol 5000AD de Daito Kasei, Avalure UR 450 de Noveon, DYNAMX de National Starch, Syntran 5760 de Interpolymer, Acusol OP 301 de Rohm&Haas, Neocryl A 1090 de Avecia.By "dispersed polymer" is meant non insoluble polymers in water present in the form of particles of variable size. The polymer may be crosslinked or not. The average particle size is typically between 25 and 500 nm, preferably between 50 and 200 nm. The following aqueous dispersion polymers can be used: Ultrasol 2075 from Ganz Chemical, Daitosol 5000AD from Daito Kasei, Avalon UR 450 from Noveon, DYNAMX from National Starch, Syntran 5760 from Interpolymer, Acusol OP 301 from Rohm & Haas, Neocryl A 1090 from Avecia.
Les dispersions acryliques vendues sous les dénominations Neocryl XK-90®, Neocryl A- 1070®, Neocryl A- 1090®, Neocryl BT-62®, Neocryl A- 1079® et Neocryl A-523® par la société AVECIA-NEORESINS, DOW Latex 432® par la société DOW CHEMICAL, Daitosol 5000 AD® ou Daitosol 5000 SJ® par la société DAITO KASEY KOGYO; Syntran 5760® par la société Interpolymer, Soltex OPT par la société ROHM & HAAS, les dispersions aqueuses de polymères acryliques ou styrène/acrylique vendues sous le nom de marque JONCR YL® par la société JOHNSON POLYMER ou encore les dispersions aqueuses de polyuréthane vendues sous les dénominations Neorez R-981® et Neorez R-974® par la société AVECIA-NEORESINS, les Avalure UR-405®, Avalure UR-410®, Avalure UR- 425®, Avalure UR-450®, Sancure 875®, Sancure 861®, Sancure 878® et Sancure 2060® par la société GOODRICH, Impranil 85® par la société BAYER, Aquamere H- 1511® par la société HYDROMER ; les sulfopolyesters vendus sous le nom de marque Eastman AQ® par la société Eastman Chemical Products, les dispersions vinyliques comme le Mexomère PAM® de la société CHIMEX et leurs mélanges, sont d'autres exemples de dispersion aqueuse de particules de polymères filmogènes hydrodispersibles.The acrylic dispersions sold under the names Neocryl XK-90®, Neocryl A-1070®, Neocryl A-1090®, Neocryl BT-62®, Neocryl A-1079® and Neocryl A-523® by the company Avecia-Neoresins, Dow Latex 432® by DOW CHEMICAL, Daitosol 5000 AD® or Daitosol 5000 SJ® by DAITO KASEY KOGYO; Syntran 5760® by the company Interpolymer, Soltex OPT by the company Rohm & Haas, aqueous dispersions of acrylic or styrene / acrylic polymers sold under the trade name JONCR YL® by the company Johnson Polymer or the aqueous polyurethane dispersions sold under the denominations Neorez R-981® and Neorez R-974® by the company AVECIA-NEORESINS, the Avalure UR-405®, Avalure UR-410®, Avalure UR-425®, Avalure UR-450®, Sancure 875®, Sancure 861®, Sancure 878® and Sancure 2060® by the company GOODRICH, Impranil 85® by the company BAYER, Aquamere H-1511® by the company HYDROMER; the sulfopolyesters sold under the brand name Eastman AQ® by the company Eastman Chemical Products, the vinyl dispersions, such as the Mexomère PAM® from the company Chimex, and mixtures thereof, are other examples of an aqueous dispersion of particles of film-forming, water-dispersible polymers.
Par « polymères amphiphiles ou associatifs » on entend des polymères comportant une au plusieurs partie hydrophiles qui les rendent partiellement solubles dans l'eau et une ou plusieurs parties hydrophobes par lesquelles les polymères s'associent ou interagissent. Les polymères associatifs suivants peuvent être utilisés : Nuvis FX1100 de Elementis, Aculyn 22, Aculyn 44, Aculyn 46 de Rohm&Haas, Viscophobe DBlOOO de Amerchol. Les copolymères diblocs constitués d'un bloc hydrophile (polyacrylate, polyéthylène glycol) et d'un bloc hydrophobe (polystyrène, polysiloxane, peuvent également être utilisés.By "amphiphilic or associative polymers" is meant polymers having one to several hydrophilic moieties which render them partially soluble in water and one or several hydrophobic parts through which the polymers associate or interact. The following associative polymers may be used: Nuvis FX1100 from Elementis, Aculyn 22, Aculyn 44, Aculyn 46 from Rohm & Haas, Viscophobe DB 1000 from Amerchol. The diblock copolymers consisting of a hydrophilic block (polyacrylate, polyethylene glycol) and a hydrophobic block (polystyrene, polysiloxane, can also be used.
Des polymères solubles dans une phase aqueuse contenant les particules monodisperses pourront être évités car ils peuvent provoquer une agrégation des particules monodisperses. Le polymère filmogène peut ainsi être non soluble dans une telle phase aqueuse.Soluble polymers in an aqueous phase containing the monodisperse particles can be avoided because they can cause an aggregation of the monodisperse particles. The film-forming polymer may thus be insoluble in such an aqueous phase.
La composition peut comporter une phase huileuse et le polymère filmogène peut être présent dans cette phase huileuse. Le polymère pourra alors être en dispersion ou en solution. Les polymères de type NAD (non aqueous dispersion) ou des microgel (par exemple les KSG) peuvent être utilisés, ainsi que les polymères du type PS-PA ou les copolymères à base de styrène (Kraton, Regalite).The composition may comprise an oily phase and the film-forming polymer may be present in this oily phase. The polymer may then be in dispersion or in solution. NAD (non-aqueous dispersion) or microgel (for example KSG) polymers may be used, as well as PS-PA polymers or styrene-based copolymers (Kraton, Regalite).
Comme exemples de dispersions non aqueuses de polymère filmogène lipodispersibles sous forme de dispersions non aqueuses de particules de polymère dans une ou plusieurs huiles de silicone et/ou hydrocarbonées et pouvant être stabilisées en leur surface par au moins un agent stabilisant, notamment un polymère séquence, greffé ou statistique, on peut citer les dispersions acryliques dans l'isododécane comme le Mexomère PAP® de la société CHIMEX, les dispersions de particules d'un polymère éthylénique greffé, de préférence acrylique, dans une phase grasse liquide, le polymère éthylénique étant avantageusement dispersé en l'absence de stabilisant additionnel en surface des particules telles que décrite notamment dans le document WO 04/055081.Examples of non-aqueous dispersions of lipid-dispersible film-forming polymer in the form of non-aqueous dispersions of polymer particles in one or more silicone and / or hydrocarbon oils and which can be stabilized at their surface by at least one stabilizing agent, in particular a block polymer, grafted or statistical, mention may be made of acrylic dispersions in isododecane, such as Mexomère PAP® from Chimex, particle dispersions of a grafted ethylenic polymer, preferably acrylic polymer, in a liquid fatty phase, the ethylenic polymer advantageously being dispersed in the absence of additional stabilizer at the surface of the particles as described in particular in WO 04/055081.
Parmi les polymères filmogènes utilisables dans la composition de la présente invention, on peut citer les polymères synthétiques, de type radicalaire ou de type polycondensat, les polymères d'origine naturelle, et leurs mélanges.Among the film-forming polymers that can be used in the composition of the present invention, mention may be made of synthetic polymers, of free-radical type or of polycondensate type, polymers of natural origin, and mixtures thereof.
Par polymère filmogène radicalaire, on entend un polymère obtenu par polymérisation de monomères à insaturation notamment éthylénique, chaque monomère étant susceptible de s'homopolymériser (à l'inverse des polycondensats). Les polymères filmogènes de type radicalaire peuvent être notamment des polymères, ou des copolymères, vinyliques, notamment des polymères acryliques.By radical-forming film-forming polymer is meant a polymer obtained by polymerization of unsaturated monomers, especially ethylenic monomers, each monomer being capable of homopolymerizing (unlike polycondensates). The radical-type film-forming polymers may in particular be polymers, or copolymers, vinylic polymers, in particular acrylic polymers.
Les polymères filmogènes vinyliques peuvent résulter de la polymérisation de monomères à insaturation éthylénique ayant au moins un groupement acide et/ou des esters de ces monomères acides et/ou des amides de ces monomères acides.The vinyl film-forming polymers may result from the polymerization of ethylenically unsaturated monomers having at least one acidic group and / or esters of these acidic monomers and / or amides of these acidic monomers.
Comme monomère porteur de groupement acide, on peut utiliser des acides carboxyliques insaturés α,β-éthyléniques tels que l'acide acrylique, l'acide méthacrylique, l'acide crotonique, l'acide maléique, l'acide itaconique. On utilise de préférence l'acide (méth)acrylique et l'acide crotonique, et plus préférentiellement l'acide (méth) acrylique.As monomer bearing an acid group, it is possible to use α, β-ethylenic unsaturated carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid. It is preferable to use (meth) acrylic acid and crotonic acid, and more preferably (meth) acrylic acid.
Les esters de monomères acides sont avantageusement choisis parmi les esters de l'acide (méth)acrylique (encore appelé les (méth)acrylates), notamment des (méth)acrylates d'alkyle, en particulier d'alkyle en C1-C30, de préférence en C1-C20, des (méth)acrylates d'aryle, en particulier d'aryle en C6-C10, des (méth)acrylates d'hydroxyalkyle, en particulier d'hydroxyalkyle en C2-C6 .The acidic monomer esters are advantageously chosen from esters of (meth) acrylic acid (also called (meth) acrylates), in particular alkyl (meth) acrylates, in particular C 1 -C 30 alkyl, preferably C1-C20, (meth) acrylates of aryl, in particular of C6-C10 aryl, hydroxyalkyl (meth) acrylates, in particular of C2-C6 hydroxyalkyl.
Parmi les (méth)acrylates d'alkyle, on peut citer le méthacrylate de méthyle, le méthacrylate d'éthyle, le méthacrylate de butyle, le méthacrylate d'isobutyle, le méthacrylate d'éthyl-2 hexyle, le méthacrylate de lauryle, le méthacrylate de cyclohexyle.Among the alkyl (meth) acrylates, mention may be made of methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, cyclohexyl methacrylate.
Parmi les (méth)acrylates d'hydroxyalkyle, on peut citer l'acrylate d'hydroxyéthyle, l'acrylate de 2-hydroxypropyle, le méthacrylate d'hydroxyéthyle, le méthacrylate de 2-hydroxypropyle.Among the hydroxyalkyl (meth) acrylates, mention may be made of hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate and 2-hydroxypropyl methacrylate.
Parmi les (méth)acrylates d'aryle, on peut citer l'acrylate de benzyle et l'acrylate de phényle.Among the aryl (meth) acrylates, mention may be made of benzyl acrylate and phenyl acrylate.
Les esters de l'acide (méth) acrylique particulièrement préférés sont les (méth)acrylates d'alkyle. Selon la présente invention, le groupement alkyle des esters peut être soit fluoré, soit perfluoré, c'est-à-dire qu'une partie ou la totalité des atomes d'hydrogène du groupement alkyle sont substitués par des atomes de fluor. Comme amides des monomères acides, on peut par exemple citer les (méth)acrylamides, et notamment les N-alkyl (méth)acrylamides, en particulier d'alkyl en C2-C12. Parmi les N- alkyl (méth)acrylamides, on peut citer le N-éthyl acrylamide, le N-t-butyl acrylamide, le N-t- octyl acrylamide et le N-undécylacrylamide.Particularly preferred (meth) acrylic acid esters are alkyl (meth) acrylates. According to the present invention, the alkyl group of the esters can be either fluorinated or perfluorinated, ie some or all of the hydrogen atoms of the alkyl group are substituted by fluorine atoms. Amides of the acidic monomers include, for example, (meth) acrylamides, and especially N-alkyl (meth) acrylamides, in particular C 2 -C 12 alkyl. Among the N-alkyl (meth) acrylamides, mention may be made of N-ethyl acrylamide, Nt-butyl acrylamide, Nt-octyl acrylamide and N-undecylacrylamide.
Les polymères filmogènes vinyliques peuvent également résulter de l'homopolymérisation ou de la copolymérisation de monomères choisis parmi les esters vinyliques et les monomères styrèniques. En particulier, ces monomères peuvent être polymérisés avec des monomères acides et/ou leurs esters et/ou leurs amides, tels que ceux mentionnés précédemment.The vinyl film-forming polymers can also result from the homopolymerization or copolymerization of monomers chosen from vinyl esters and styrene monomers. In particular, these monomers can be polymerized with acidic monomers and / or their esters and / or their amides, such as those mentioned above.
Comme exemple d'esters vinyliques, on peut citer l'acétate de vinyle, le néodécanoate de vinyle, le pivalate de vinyle, le benzoate de vinyle et le t-butyl benzoate de vinyle.Examples of vinyl esters include vinyl acetate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate and vinyl t-butyl benzoate.
Comme monomères styrèniques, on peut citer le styrène et l'alpha-méthyl styrène.Styrene monomers include styrene and alpha-methyl styrene.
Parmi les polycondensats filmogènes, on peut citer les polyuréthanes, les polyesters, les polyesters amides, les polyamides, et les résines époxyesters, les polyurées.Among the film-forming polycondensates, mention may be made of polyurethanes, polyesters, polyester amides, polyamides, and epoxy ester resins, polyureas.
Les polyuréthanes peuvent être choisis parmi les polyuréthanes anioniques, cationiques, non- ioniques ou amphotères, les polyuréthanes-acryliques, les poly-uréthanes- polyvinylpirrolidones, les polyester-polyuréthanes, les polyéther-polyuréthanes, les polyurées, les polyurée -polyuréthanes, et leurs mélanges.The polyurethanes may be chosen from anionic, cationic, nonionic or amphoteric polyurethanes, polyurethane-acrylics, poly-urethanes-polyvinylpyrrolidones, polyester-polyurethanes, polyether-polyurethanes, polyureas, polyurea-polyurethanes, and their polyurethanes. mixtures.
Les polyesters peuvent être obtenus, de façon connue, par polycondensation d'acides dicarboxyliques avec des polyols, notamment des diols.The polyesters can be obtained, in known manner, by polycondensation of dicarboxylic acids with polyols, especially diols.
L'acide dicarboxylique peut être aliphatique, alicyclique ou aromatique. On peut citer comme exemple de tels acides : l'acide oxalique, l'acide malonique, l'acide diméthylmalonique, l'acide succinique, l'acide glutarique, l'acide adipique, l'acide pimélique, l'acide 2,2- diméthylglutarique, l'acide azélaïque, l'acide subérique, l'acide sébacique, l'acide fumarique, l'acide maléique, l'acide itaconique, l'acide phtalique, l'acide dodécanedioïque, l'acide 1,3- cyclohexanedicarboxylique, l'acide 1,4-cyclohexanedicarboxylique, l'acide isophtalique, l'acide téréphtalique, l'acide 2,5-norbornane dicarboxylique, l'acide diglycolique, l'acide thiodipropionique, l'acide 2,5-naphtalènedicarboxylique, l'acide 2,6- naphtalènedicarboxylique. Ces monomères acide dicarboxylique peuvent être utilisés seuls ou en combinaison d'au moins deux monomères acide dicarboxylique. Parmi ces monomères, on choisit préférentiellement l'acide phtalique, l'acide isophtalique, l'acide téréphtalique.The dicarboxylic acid can be aliphatic, alicyclic or aromatic. Examples of such acids are: oxalic acid, malonic acid, dimethylmalonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, 2,2-acid. dimethylglutaric acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, maleic acid, itaconic acid, phthalic acid, dodecanedioic acid, 1,3-acid, cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, isophthalic acid, terephthalic acid, 2,5-norbornane dicarboxylic acid, diglycolic acid, thiodipropionic acid, 2,5-naphthalenedicarboxylic acid, 2,6-acid naphthalene. These dicarboxylic acid monomers may be used alone or in combination with at least two dicarboxylic acid monomers. Among these monomers, phthalic acid, isophthalic acid and terephthalic acid are preferably chosen.
Le diol peut être choisi parmi les diols aliphatiques, alicycliques, aromatiques. On utilise de préférence un diol choisi parmi : l'éthylène glycol, le diéthylène glycol, le triéthylène glycol, le 1,3-propanediol, le cyclohexane diméthanol, le 4-butanediol. Comme autres polyols, on peut utiliser le glycérol, le pentaérythritol, le sorbitol, le triméthylol propane.The diol may be chosen from aliphatic, alicyclic and aromatic diols. A diol chosen from among: ethylene glycol, diethylene glycol, triethylene glycol, 1,3-propanediol, cyclohexane dimethanol, 4-butanediol is preferably used. As other polyols, it is possible to use glycerol, pentaerythritol, sorbitol, trimethylolpropane.
Les polyesters amides peuvent être obtenus de manière analogue aux polyesters, par polycondensation de diacides avec des diamines ou des amino alcools. Comme diamine, on peut utiliser l'éthylènediamine, l'hexaméthylènediamine, la meta- ou para-phénylènediamine. Comme aminoalcool, on peut utiliser la monoéthanolamine.The polyester amides can be obtained in a similar manner to the polyesters by polycondensation of diacids with diamines or amino alcohols. As the diamine, there can be used ethylenediamine, hexamethylenediamine, meta- or para-phenylenediamine. As aminoalcohol, monoethanolamine can be used.
Le polyester peut en outre comprendre au moins un monomère portant au moins un groupement -SO3M, avec M représentant un atome d'hydrogène, un ion ammonium NH4+ ou un ion métallique, comme par exemple un ion Na+, Li+, K+, Mg2+, Ca2+, Cu2+, Fe2+, Fe3+. On peut utiliser notamment un monomère aromatique bifonctionnel comportant un tel groupement -SO3M.The polyester may further comprise at least one monomer bearing at least one -SO3M group, with M representing a hydrogen atom, an NH4 + ammonium ion or a metal ion, for example an Na +, Li +, K +, Mg2 + or Ca2 + ion. , Cu2 +, Fe2 +, Fe3 +. In particular, it is possible to use a bifunctional aromatic monomer comprising such a group -SO3M.
Le noyau aromatique du monomère aromatique bifonctionnel portant en outre un groupement -SO3M tel que décrit ci-dessus peut être choisi par exemple parmi les noyaux benzène, naphtalène, anthracène, diphényl, oxydiphényl, sulfonyldiphényl, méthylènediphényl. On peut citer comme exemple de monomère aromatique bifonctionnel portant en outre un groupement -SO3M : l'acide sulfoisophtalique, l'acide suif o téréphtalique, l'acide sulfophtalique, l'acide 4-sulfonaphtalène-2,7-dicarboxylique.The aromatic nucleus of the bifunctional aromatic monomer additionally carrying a group -SO3M as described above may be chosen for example from benzene, naphthalene, anthracene, diphenyl, oxydiphenyl, sulfonyldiphenyl and methylenediphenyl nuclei. An example of a bifunctional aromatic monomer also bearing an -SO 3 M group is sulfoisophthalic acid, tallow-terephthalic acid, sulphophthalic acid and 4-sulphonaphthalene-2,7-dicarboxylic acid.
Selon un exemple de composition selon l'invention, le polymère filmogène peut être un polymère solubilisé dans une phase grasse liquide comprenant des huiles ou solvants organiques (on dit alors que le polymère filmogène est un polymère liposoluble). De préférence, la phase grasse liquide comprend une huile volatile, éventuellement en mélange avec une huile non volatile. A titre d'exemple de polymère liposoluble, on peut citer les copolymères d'ester vinylique (le groupe vinylique étant directement relié à l'atome d'oxygène du groupe ester et l'ester vinylique ayant un radical hydrocarboné saturé, linéaire ou ramifié, de 1 à 19 atomes de carbone, lié au carbonyle du groupe ester ) et d'au moins un autre monomère qui peut être un ester vinylique (différent de l'ester vinylique déjà présent), une α-oléfine (ayant de 8 à 28 atomes de carbone), un alkylvinyléther (dont le groupe alkyl comporte de 2 à 18 atomes de carbone), ou un ester allylique ou méthallylique (ayant un radical hydrocarboné saturé, linéaire ou ramifié, de 1 à 19 atomes de carbone, lié au carbonyle du groupe ester).According to an exemplary composition according to the invention, the film-forming polymer may be a polymer solubilized in a liquid fatty phase comprising organic oils or solvents (it is said that the film-forming polymer is a liposoluble polymer). Preferably, the liquid fatty phase comprises a volatile oil, optionally mixed with a non-volatile oil. As an example of a fat-soluble polymer, mention may be made of vinyl ester copolymers (the vinyl group being directly connected to the oxygen atom of the ester group and the vinyl ester having a saturated hydrocarbon radical, linear or branched, from 1 to 19 carbon atoms, linked to the carbonyl ester group) and from at least one other monomer which may be a vinyl ester (different from the vinyl ester already present), an α-olefin (having from 8 to 28 carbon atoms), an alkyl vinyl ether (the alkyl group of which contains 2 to 18 carbon atoms), or an allyl or methallyl ester (having a linear or branched, saturated hydrocarbon radical of 1 to 19 carbon atoms, bonded to the carbonyl ester group).
Ces copolymères peuvent être réticulés à l'aide de réticulants qui peuvent être soit du type vinylique, soit du type allylique ou méthallylique, tels que le tétraallyloxyéthane, le divinylbenzène, l'octanedioate de divinyle, le dodécanedioate de divinyle, et l'octadécanedioate de divinyle.These copolymers may be crosslinked using crosslinking agents which may be of the vinyl type, or of the allyl or methallyl type, such as tetraallyloxyethane, divinylbenzene, divinyl octanedioate, divinyl dodecanedioate, and octadecanedioate. divinyl.
Comme exemples de ces copolymères, on peut citer les copolymères : acétate de vinyle/stéarate d'allyle, l'acétate de vinyle/laurate de vinyle, acétate de vinyle/stéarate de vinyle, acétate de vinyle/octadécène, acétate de vinyle/octadécylvinyléther, propionate de vinyle/laurate d'allyle, propionate de vinyle/laurate de vinyle, stéarate de vinyle/octadécène- 1, acétate de vinyle/dodécène-1, stéarate de vinyle/éthylvinyléther, propionate de vinyle/cétyl vinyle éther, stéarate de vinyle/acétate d'allyle, diméthyl-2, 2 octanoate de vinyle/laurate de vinyle, diméthyl-2, 2 pentanoate d'allyle/laurate de vinyle, diméthyl propionate de vinyle/stéarate de vinyle, diméthyl propionate d'allyle/stéarate de vinyle, propionate de vinyle/stéarate de vinyle, réticulé avec 0,2 % de divinyl benzène, diméthyl propionate de vinyle/laurate de vinyle, réticulé avec 0,2 % de divinyl benzène, acétate de vinyle/octadécyl vinyl éther, réticulé avec 0,2 % de tétraallyloxyéthane, acétate de vinyle/stéarate d'allyle, réticulé avec 0,2 % de divinyl benzène, acétate de vinyle/octadécène- 1 réticulé avec 0,2 % de divinyl benzène et propionate d'allyle/stéarate d'allyle réticulé avec 0,2 % de divinyl benzène.Examples of such copolymers include copolymers: vinyl acetate / allyl stearate, vinyl acetate / vinyl laurate, vinyl acetate / vinyl stearate, vinyl acetate / octadecene, vinyl acetate / octadecylvinylether vinyl propionate / allyl laurate, vinyl propionate / vinyl laurate, vinyl stearate / octadecene-1, vinyl acetate / dodecene-1, vinyl stearate / ethyl vinyl ether, vinyl propionate / cetyl vinyl ether, stearate of vinyl vinyl / allyl acetate, 2,2-dimethyl-2 vinyl octanoate / vinyl laurate, 2,2-dimethyl-2-allyl pentanoate / vinyl laurate, vinyl dimethyl propionate / vinyl stearate, dimethyl allyl propionate / stearate vinyl propionate / vinyl stearate, crosslinked with 0.2% divinyl benzene, vinyl dimethyl propionate / vinyl laurate, cross-linked with 0.2% divinyl benzene, vinyl acetate / octadecyl vinyl ether, crosslinked with 0.2% of tetraall yloxyethane, vinyl acetate / allyl stearate, crosslinked with 0.2% divinyl benzene, vinyl acetate / octadecene-1 cross-linked with 0.2% divinyl benzene and allyl propionate / allyl stearate cross-linked with 0 2% divinyl benzene.
Comme exemple de polymères filmogènes liposolubles, on peut citer les copolymères d'ester vinylique et au moins un autre monomère qui peut être un ester vinylique, notamment le néodécanoate de vinyle, le benzoate de vinyle et le t-butyl benzoate de vinyle, une α-oléfine, un alkylvinyléther, ou un ester allylique ou méthallylique. Comme polymères filmogènes liposolubles, on peut également citer les copolymères liposolubles, et en particulier ceux résultant de copolymérisation d'esters vinyliques ayant de 9 à 22 atomes de carbone ou d'acrylates ou de méthacrylates d'alkyle, les radicaux alkyles ayant de 10 à 20 atomes de carbone.As examples of liposoluble film-forming polymers, mention may be made of vinyl ester copolymers and at least one other monomer which may be a vinyl ester, in particular vinyl neodecanoate, vinyl benzoate and vinyl t-butyl benzoate, an α olefin, an alkyl vinyl ether, or an allylic or methallyl ester. Liposoluble film-forming polymers that may also be mentioned include liposoluble copolymers, and in particular those resulting from the copolymerization of vinyl esters having from 9 to 22 carbon atoms or of alkyl acrylates or methacrylates, the alkyl radicals having from 10 to 20 carbon atoms.
De tels copolymères liposolubles peuvent être choisis parmi les copolymères de polystéarate de vinyle, de polystéarate de vinyle réticulé à l'aide de divinylbenzène, de diallyléther ou de phtalate de diallyle, les copolymères de poly(méth)acrylate de stéaryle, de polylaurate de vinyle, de poly(méth)acrylate de lauryle, ces poly(méth)acrylates pouvant être réticulés à l'aide de diméthacrylate de l'éthylène glycol ou de tétraéthylène glycol.Such liposoluble copolymers may be chosen from copolymers of vinyl polycrystearate, vinyl polystearate crosslinked with divinylbenzene, diallyl ether or diallyl phthalate, copolymers of stearyl poly (meth) acrylate, polyvinylpolate , poly (meth) acrylate lauryl, these poly (meth) acrylates can be crosslinked using dimethacrylate ethylene glycol or tetraethylene glycol.
Les copolymères liposolubles définis précédemment sont connus et notamment décrits dans la demande FR-A-2232303 ; ils peuvent avoir un poids moléculaire moyen en poids allant de 2.000 à 500.000 et de préférence de 4.000 à 200.000.The liposoluble copolymers defined above are known and in particular described in application FR-A-2232303; they can have a weight average molecular weight ranging from 2,000 to 500,000 and preferably from 4,000 to 200,000.
Comme polymères filmogènes liposolubles utilisables dans l'invention, on peut également citer les polyalkylènes et notamment les copolymères d'alcènes en C2-C20, comme le polybutène, les alkylcelluloses avec un radical alkyle linéaire ou ramifié, saturé ou non en Cl à C8 comme l'éthylcellulose et la propylcellulose, les copolymères de la vinylpyrolidone (VP) et notamment les copolymères de la vinylpyrrolidone et d'alcène en C2 à C40 et mieux en C3 à C20. A titre d'exemple de copolymère de VP utilisable dans l'invention, on peut citer le copolymère de VP/acétate vinyle, VP/méthacrylate d'éthyle, la polyvinylpyrolidone (PVP) butylée, VP/méthacrylate d'éthyle/acide méthacrylique, VP/eicosène, VP/hexadécène, VP/triacontène, VP/styrène, VP/acide acrylique/méthacrylate de lauryle.As liposoluble film-forming polymers that can be used in the invention, mention may also be made of polyalkylenes and especially copolymers of C2-C20 alkenes, such as polybutene, alkylcelluloses with a linear or branched, saturated or non-saturated C1 to C8 alkyl radical, for example ethylcellulose and propylcellulose, copolymers of vinylpyrrolidone (VP) and in particular copolymers of vinylpyrrolidone and of C2 to C40 and better still of C3 to C20 alkene. By way of example of a copolymer of VP which may be used in the invention, mention may be made of the copolymer of VP / vinyl acetate, VP / ethyl methacrylate, polyvinylpyrrolidone (PVP) butylated, VP / ethyl methacrylate / methacrylic acid, VP / eicosene, VP / hexadecene, VP / triacontene, VP / styrene, VP / acrylic acid / lauryl methacrylate.
On peut également citer les résines de silicone, généralement solubles ou gonflables dans les huiles de silicone, qui sont des polymères de polyorganosiloxanes réticulés. La nomenclature des résines de silicone est connue sous le nom de "MDTQ", la résine éta nt décrite en fonction des différentes unités monomèriques siloxane qu'elle comprend, chacune des lettres "MDTQ" caractérisant un type d'unité.Mention may also be made of silicone resins, generally soluble or swellable in silicone oils, which are crosslinked polyorganosiloxane polymers. The nomenclature of the silicone resins is known under the name of "MDTQ", the resin is described according to the different siloxane monomeric units that it comprises, each of the letters "MDTQ" characterizing a type of unit.
A titre d'exemples de résines polymethylsilsesquioxanes commercialement disponibles, on peut citer celles qui sont commercialisées par la société Wacker sous la référence Resin MK tels que la Belsil PMS MK, ou par par la société SHIN-ETSU sous les références KR-220L. A titre d'exemples de résines polypropylsilsesquioxanes commercialement disponibles, on peut citer celles qui sont commercialisés sous la référence DC670 par la société Dow Corning.As examples of commercially available polymethylsilsesquioxane resins, mention may be made of those sold by the company Wacker under the reference Resin MK such as Belsil PMS MK, or by the company Shin-Etsu under the references KR-220L. As examples of commercially available polypropylsilsesquioxane resins, mention may be made of those sold under the reference DC670 by Dow Corning.
Comme résines siloxy silicates, on peut citer les résines trimethylsiloxysilicate (TMS) telles que celle commercialisées sous la référence SRlOOO par la société General Electric ou sous la référence TMS 803 par la société Wacker. On peut encore citer les résines timéthylsiloxysilicate commercialisées dans un solvant tel que la cyclomethicone, vendues sous la dénomination KF-7312J par la société Shin-Etsu, "DC 749", "DC 593" par la société Dow Corning.Siloxy silicate resins that may be mentioned include trimethylsiloxysilicate (TMS) resins such as those sold under the reference SR100O by the company General Electric or under the reference TMS 803 by the company Wacker. Mention may also be made of timethylsiloxysilicate resins sold in a solvent such as cyclomethicone, sold under the name KF-7312J by the company Shin-Etsu, "DC 749", "DC 593" by the company Dow Corning.
Dans le cas des compositions de maquillage ou de soin de la peau, l'association d'une résine selon l'invention avec une résine trimethylsiloxysilicate ou une résine polypropylsilsesquioxane permet d'améliorer la tenue du non transfert.In the case of make-up or skincare compositions, the combination of a resin according to the invention with a trimethylsiloxysilicate resin or a polypropylsilsesquioxane resin makes it possible to improve the holding of the non-transfer.
On peut aussi citer des copolymères de résines de silicone telles que celles citées ci-dessus avec des polydiméthylsiloxanes, comme les copolymères adhésifs sensibles à la pression commercialisés par la société Dow Corning sous la référence BIO-PSA et décrits dans le document US 5 162 410 ou encore les copolymères siliconés issus de la réaction d'un résine de silicone, telle que celles décrite plus haut, et d'un diorganosiloxane tels que décrits dans le document WO 2004/073626.Mention may also be made of silicone resin copolymers such as those mentioned above with polydimethylsiloxanes, such as the pressure-sensitive adhesive copolymers marketed by Dow Corning under the reference BIO-PSA and described in document US 5 162 410 or the silicone copolymers resulting from the reaction of a silicone resin, such as those described above, and a diorganosiloxane as described in document WO 2004/073626.
Selon un exemple de mise en œuvre de l'invention, le polymère filmogène est un polymère éthylénique séquence filmogène (de préférence essentiellement linéaire), qui comprend de préférence au moins une première séquence et au moins une deuxième séquence ayant des températures de transition vitreuse (Tg) différentes, lesdites première et deuxième séquences étant reliées entre elles par une séquence intermédiaire comprenant au moins un monomère constitutif de la première séquence et au moins un monomère constitutif de la deuxième séquence.According to an exemplary implementation of the invention, the film-forming polymer is a film-forming (preferably substantially linear) ethylenic block polymer, which preferably comprises at least a first block and at least a second block having glass transition temperatures ( Tg), said first and second sequences being interconnected by an intermediate sequence comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
Avantageusement, les première et deuxième séquences et du polymère séquence sont incompatibles l'une avec l'autre.Advantageously, the first and second sequences and the block polymer are incompatible with each other.
De tels polymères sont décrits par exemple dans les documents EP 1411069 ou WO04/028488. De façon préférée, selon ce mode de réalisation, le polymère éthylénique séquence, comprenant au moins une première séquence et au moins une deuxième séquence, est caractérisé en ce que la première séquence est obtenue à partir d'au moins un monomère acrylate de formule CH2 = CH-COOR2 dans laquelle R2 représente un groupe cycloalkyle C4 à C12et d'au moins un monomère méthacrylate de formule CH2 = C(CH3)-COOR2 dans laquelle R'2 représente un groupe cycloalkyle C4 à Ci2, et caractérisé en ce que la deuxième séquence est obtenue à partir d'un monomère acide acrylique et d'au moins un monomère de transition vitreuse inférieure ou égale à 2O0C. De tels polymères et leur procédé de préparation sont décrits par exemple dans les documents EP1882709.Such polymers are described for example in EP 1411069 or WO04 / 028488. Preferably, according to this embodiment, the block ethylenic polymer, comprising at least a first block and at least a second block, is characterized in that the first block is obtained from at least one acrylate monomer of formula CH 2 = CH-COOR 2 in which R 2 represents a C 4 to C 12 cycloalkyl group and at least one methacrylate monomer of formula CH 2 = C (CH 3 ) -COOR 2 in which R ' 2 represents a cycloalkyl C group 4 to C 2, and characterized in that the second block is obtained from an acrylic acid monomer and of at least one glass transition monomer or equal to 2O 0 C. such polymers and their method of preparation are described for example in EP1882709.
Le polymère filmogène peut être choisi parmi les polymères et/ou copolymères blocs ou statiques comportant notamment les polyuréthanes, polyacryliques, les silicones, les polymères fluorés, les gommes butyliques, les copolymères d'éthylènes, gommes naturelles et les alcools polyvinyliques et leurs mélanges. Les monomères des copolymères blocs ou statiques comprenant au moins une association de monomères dont le polymère résulte à une température de transition vitreuse inférieure à la température ambiante (25 0C) peuvent être choisis parmi notamment le butadiène, l'éthylène, le propylène, l'acrylique, le méthacrylique, l'isoprène, l'isobutène, une silicone et leurs mélanges.The film-forming polymer may be chosen from block or static polymers and / or copolymers comprising, in particular, polyurethanes, polyacrylics, silicones, fluorinated polymers, butyl gums, copolymers of ethylene, natural gums and polyvinyl alcohols, and mixtures thereof. The monomers of the block or static copolymers comprising at least one combination of monomers whose polymer results in a glass transition temperature below room temperature (25 ° C.) may be chosen from, in particular, butadiene, ethylene, propylene, acrylic, methacrylic, isoprene, isobutene, silicone and mixtures thereof.
Le polymère filmogène peut être également présent dans la composition sous la forme de particules en dispersion dans une phase aqueuse ou dans une phase solvant non aqueuse, connue généralement sous le nom de latex ou pseudolatex. Les techniques de préparation de ces dispersions sont bien connues de l'homme du métier.The film-forming polymer may also be present in the composition in the form of particles in dispersion in an aqueous phase or in a non-aqueous solvent phase, generally known under the name of latex or pseudolatex. The techniques for preparing these dispersions are well known to those skilled in the art.
La composition selon l'invention peut comprendre un agent plastifiant favorisant la formation d'un film avec le polymère filmogène. Un tel agent plastifiant peut être choisi parmi tous les composés connus de l'homme du métier comme étant susceptibles de remplir la fonction recherchée.The composition according to the invention may comprise a plasticizer promoting the formation of a film with the film-forming polymer. Such a plasticizer may be chosen from all compounds known to those skilled in the art as being capable of performing the desired function.
A titre d'autres exemples de système filmogène utilisable dans les compositions selon l'invention, on peut citer les systèmes dans lequel le film se forme in-situ au moment de l'application de la composition ou d'un mélange de compositions contenant deux composés silicones réagissant lorsqu'ils sont mis en contact l'un de l'autre. De tels systèmes sont décrits notamment dans la demande WO 2007/071706 dont le contenu est incorporé ici par référence. Des systèmes de ce type sont également décrits dans les demandes US2007/142575 ou US 2007/142599 dont le contenu est également incorporé ici par référence.By way of other examples of film-forming system that can be used in the compositions according to the invention, mention may be made of the systems in which the film is formed in situ at the time of application of the composition or of a mixture of compositions containing two silicone compounds that react when brought into contact with each other. Such systems are described in particular in WO 2007/071706 whose content is incorporated herein by reference. Systems of this type are also described in US2007 / 142575 or US 2007/142599, the contents of which are also incorporated herein by reference.
Autres polymères :Other polymers:
Les compositions selon l'invention peuvent contenir un élastomère, notamment un élastomère de silicone polyglycérolé. A titre d'exemple, on utilise un organopolysiloxane réticulé élastomère pouvant être obtenu par réaction d'addition réticulation de diorganopolysiloxane contenant au moins un hydrogène lié au silicium et de composés polyglycérolés ayant des groupements à insaturation éthylénique, notamment en présence de catalyseur platine.The compositions according to the invention may contain an elastomer, in particular a polyglycerolated silicone elastomer. By way of example, an elastomeric crosslinked organopolysiloxane obtainable by crosslinking addition reaction of diorganopolysiloxane containing at least one silicon-bonded hydrogen and polyglycerolated compounds having ethylenically unsaturated groups, in particular in the presence of platinum catalyst, is used.
Comme élastomères de silicone polyglycérolés, on peut utiliser ceux vendus sous les dénominations "KSG-710", "KSG-810", "KSG-820", "KSG-830", "KSG-840" par la société Shin Etsu.As polyglycerolated silicone elastomers, those sold under the names "KSG-710", "KSG-810", "KSG-820", "KSG-830", "KSG-840" by the company Shin Etsu can be used.
Les compositions selon l'invention peuvent en outre comprendre un élastomère de silicone émulsionnant additionnel.The compositions according to the invention may further comprise an additional emulsifying silicone elastomer.
A titre d'exemples, on utilise des élastomères polyoxyalkylénés tels que décrits notamment décrits dans les brevets US5236986, US5412004, US5837793, US5811487 dont le contenu est incorporé par référence.By way of examples, polyoxyalkylenated elastomers are used as described, in particular, described in patents US Pat. No. 5,236,986, US Pat. No. 5,512,004, US Pat. No. 5,337,793 and US Pat. No. 5,811,487, the contents of which are incorporated by reference.
Comme élastomère de silicone polyoxyalkyléné, on peut utiliser ceux commercialisés sous les dénominations "KSG-21", "KSG-20", "KSG-30", "KSG-31", KSG-32", "KSG-33", "KSG- 210", "KSG-310", "KSG-320", "KSG-330", "KSG-340", "X-226146" par la société Shin Etsu, "DC9010", "DC9011" par la société Dow Corning.As the polyoxyalkylene silicone elastomer, those sold under the names "KSG-21", "KSG-20", "KSG-30", "KSG-31", KSG-32 "," KSG-33 "," can be used. KSG-210, KSG-310, KSG-320, KSG-330, KSG-340, X-226146 by Shin Etsu, DC9010, DC9011 by the company Dow Corning.
Ces élastomères particuliers, lorsqu'ils sont en association avec les résines selon l'invention, peuvent permettre d'améliorer les propriétés de non transfert et de confort (souplesse) des compositions les comprenant.These particular elastomers, when they are in combination with the resins according to the invention, may make it possible to improve the non-transfer and comfort properties (flexibility) of the compositions comprising them.
Les compositions selon l'invention peuvent comprendre en outre un élastomère non émulsionnant. Des élastomères non-émulsionnants sont notamment décrits dans les demandes JP-A-61- 194009, EP-A-242219, EP-A-285886, EP-A-765656, dont le contenu est incorporé à titre de référence.The compositions according to the invention may further comprise a non-emulsifying elastomer. Non-emulsifying elastomers are especially described in applications JP-A-61-194009, EP-A-242219, EP-A-285886, EP-A-765656, the contents of which are incorporated by reference.
Comme élastomères non-émulsionnants sphériques, on peut utiliser ceux vendus sous les dénominations "DC 9040", "DC9041", "DC 9509", "DC9505", "DC 9506" par la société Dow Corning.As spherical non-emulsifying elastomers, those sold under the names "DC 9040", "DC 9041", "DC 9509", "DC 9505", "DC 9506" by the company Dow Corning can be used.
L'élastomère de silicone non émulsionnant sphérique peut se présenter également sous forme de poudre d'organopolysiloxane réticulé élastomère enrobée de résine de silicone, notamment de résine silsesquioxane, comme décrit par exemple dans le brevet US5538793 dont le contenu est incorporé à titre de référence. De tels élastomères sont vendus sous les dénomination "KSP-100", "KSP-101", "KSP-102", "KSP-103", KSP-104", "KSP-105" par la société Shin Etsu.The spherical non-emulsifying silicone elastomer may also be in the form of an elastomeric crosslinked organopolysiloxane powder coated with silicone resin, in particular silsesquioxane resin, as described, for example, in patent US5538793, the content of which is incorporated by reference. Such elastomers are sold under the names "KSP-100", "KSP-101", "KSP-102", "KSP-103", KSP-104 "," KSP-105 "by Shin Etsu.
D'autres organopolysiloxane réticulé élastomère sous forme de poudres sphériques peuvent être des poudres de silicone hybride fonctionnalisé par des groupes fluoroalkyle, notamment vendues sous la dénomination "KSP-200" par la société Shin Etsu ; des poudres de silicones hybride fonctionnalisé par des groupes phényl, notamment vendues sous la dénomination "KSP-300" par la société Shin Etsu.Other elastomeric crosslinked organopolysiloxanes in the form of spherical powders may be hybrid silicone powders functionalized with fluoroalkyl groups, especially sold under the name "KSP-200" by the company Shin Etsu; Hybrid silicone powders functionalized with phenyl groups, especially sold under the name "KSP-300" by Shin Etsu.
On peut également utiliser dans les compositions selon l'invention des élastomères de silicones avec groupement MQ, tels que ceux vendus par la Société Wacker sous les dénominations Belsil RG100, Belsil RPG33 et préférentiellement RG80. Ces élastomères particuliers, lorsqu'ils sont en association avec les résines selon l'invention, peuvent permettre d'améliorer les propriétés de non transfert des compositions les comprenant.Silicone elastomers with an MQ group, such as those sold by Wacker under the trade names Belsil RG100, Belsil RPG33 and preferably RG80, may also be used in the compositions according to the invention. These particular elastomers, when they are in combination with the resins according to the invention, may make it possible to improve the non-transfer properties of the compositions comprising them.
Les huiles :The oils :
La composition selon l'invention peut comprendre au moins une huile.The composition according to the invention may comprise at least one oil.
L'huile peut être choisie parmi les huiles hydrocarbonées, les huiles siliconées, les huiles fluorées. L'huile peut être choisie parmi les huiles volatiles, les huiles non volatiles, et leurs mélanges.The oil may be chosen from hydrocarbon oils, silicone oils and fluorinated oils. The oil may be chosen from volatile oils, non-volatile oils, and mixtures thereof.
Par huile hydrocarbonée, on entend une huile formée essentiellement, voire constituée, d'atomes de carbone et d'hydrogène, et éventuellement d'atomes d'oxygène, d'azote, et ne contenant pas d'atome de silicium ou de fluor; elle peut contenir des groupes ester, éther, aminé, amide.The term "hydrocarbon-based oil" means an oil formed essentially or even consisting of carbon and hydrogen atoms, and possibly oxygen, nitrogen, and not containing a silicon or fluorine atom; it may contain ester, ether, amine, amide groups.
Par huile siliconée, on entend une huile contenant au moins un atome de silicium, et notamment contenant des groupes Si-O.By silicone oil is meant an oil containing at least one silicon atom, and in particular containing Si-O groups.
Par huile fluorée, on entend une huile contenant au moins un atome de fluor.By fluorinated oil is meant an oil containing at least one fluorine atom.
La composition selon l'invention peut comprendre au moins une huile volatile.The composition according to the invention may comprise at least one volatile oil.
Par "huile volatile", on entend une huile (ou milieu non aqueux) susceptible de s'évaporer au contact de la peau en moins d'une heure, à température ambiante et pression atmosphérique.By "volatile oil" is meant an oil (or non-aqueous medium) capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure.
L'huile volatile est une huile cosmétique volatile, liquide à température ambiante, ayant notamment une pression de vapeur non nulle, à température ambiante et pression atmosphérique, en particulier ayant une pression de vapeur allant de 0,13 Pa à 40 000 Pa (10-The volatile oil is a volatile cosmetic oil which is liquid at ambient temperature, in particular having a non-zero vapor pressure, at ambient temperature and atmospheric pressure, in particular having a vapor pressure ranging from 0.13 Pa to 40 000 Pa (10 -
3 à 300 mm de Hg), et de préférence allant de 1,3 Pa à 13 000 Pa (0,01 à 100 mm de Hg), et préférentiellement allant de 1,3 Pa à 1300 Pa (0,01 à 10 mm de Hg) .3 to 300 mm Hg), and preferably ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mm Hg), and preferably ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mm) of Hg).
En outre, l'huile volatile a généralement un point d'ébullition, mesuré à pression atmosphérique, allant de 150 0C à 260 0C, et de préférence allant de 170 0C à 250 0C.In addition, the volatile oil generally has a boiling point, measured at atmospheric pressure, ranging from 150 ° C. to 260 ° C., and preferably ranging from 170 ° C. to 250 ° C.
La composition selon l'invention peut comprendre une huile volatile hydrocarbonée notamment choisie parmi les huiles hydrocarbonées ayant un point éclair allant de 40 0C à 102 0C, de préférence allant de 40 0C à 55 0C, et préférentiellement allant de 40 0C à 50 0C.The composition according to the invention may comprise a hydrocarbon-based volatile oil chosen in particular from hydrocarbon-based oils having a flash point ranging from 40 ° C. to 102 ° C., preferably ranging from 40 ° C. to 55 ° C., and preferably ranging from 40 ° C. to 40 ° C. C at 50 ° C.
Comme huile volatile hydrocarbonée, on peut citer les huiles volatiles hydrocarbonées ayant de 8 à 16 atomes de carbone et leurs mélanges, et notamment les alcanes ramifiés en C8-C16 comme les iso-alcanes (appelées aussi isoparaffines) en C8-C16, l'isododécane, l'isodécane, l'isohexadécane et par exemple les huiles vendues sous les noms commerciaux d'Isopars ou de Permetyls, les esters ramifiés en C8-C16 comme le néopentanoate d'iso-hexyle, et leurs mélanges. De préférence, l'huile volatile hydrocarbonée est choisie parmi les huiles volatiles hydrocarbonées ayant de 8 à 16 atomes de carbone et leurs mélanges, en particulier parmi l'isododécane, l'isodécane, l'isohexadécane, et est notamment l'isododécane.Hydrocarbon volatile oils that may be mentioned include volatile hydrocarbon oils having 8 to 16 carbon atoms and mixtures thereof, and especially C8-C16 branched alkanes, for example iso-alkanes (also known as isoparaffins) with C8-C16, and isododecane, isodecane, isohexadecane and for example the oils sold under the trade names of Isopars or Permetyls, branched C8-C16 esters such as isohexyl neopentanoate, and mixtures thereof. Preferably, the volatile hydrocarbon oil is chosen from volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof, in particular from isododecane, isodecane and isohexadecane, and is especially isododecane.
Pour des produits de maquillage de la peau, notamment des fonds de teint et des rouges à lèvres, on utilisera avantageusement des huiles volatiles hydrocarbonées linéaires en ayant de 8 à 16 atomes de carbone.For skin makeup products, especially foundations and lipsticks, it is advantageous to use linear hydrocarbon volatile oils having from 8 to 16 carbon atoms.
Comme huile volatile siliconée, on peut citer les silicones linéaires ou cycliques ayant de 2 à 7 atomes de silicium, ces silicones comportant éventuellement des groupes alkyle ou alkoxy ayant de 1 à 10 atomes de carbone. Comme huile de silicone volatile utilisable dans l'invention, on peut citer notamment l'octaméthylcyclotétrasiloxane, le décaméthylcyclopentasiloxane, le dodécaméthylcyclohexasiloxane, l'heptaméthylhexyltri- siloxane, l'heptaméthyloctyltrisiloxane, l'octaméthyltrisiloxane, le décaméthyltétrasiloxane et leurs mélanges.As the volatile silicone oil, mention may be made of linear or cyclic silicones having from 2 to 7 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups having from 1 to 10 carbon atoms. As volatile silicone oil that may be used in the invention, there may be mentioned octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, octamethyltrisiloxane and decamethyltetrasiloxane, and mixtures thereof.
L'huile volatile peut être présente dans la composition selon l'invention en une teneur allant de 0,1 % à 90 % en poids, par rapport au poids total de la composition, de préférence allant de 1 % à 70 % en poids, et préférentiellement allant de 5 % à 50 % en poids.The volatile oil may be present in the composition according to the invention in a content ranging from 0.1% to 90% by weight, relative to the total weight of the composition, preferably ranging from 1% to 70% by weight. and preferably ranging from 5% to 50% by weight.
La composition selon l'invention peut comprendre au moins une huile non volatile.The composition according to the invention may comprise at least one non-volatile oil.
Comme huile non volatile hydrocarbonée, on peut utiliser l'huile de paraffine ( ou vaseline), le squalane, le polyisobutylène hydrogéné (huile de Parléam), le perhydrosqualène, l'huile de vison, de tortue, de soja, l'huile d'amande douce, de calophyllum, de palme, de pépins de raisin, de sésame, de maïs, d'arara, de colza, de tournesol, de coton, d'abricot, de ricin, d'avocat, de jojoba, d'olive ou de germes de céréales ; des esters d'acide lanolique, d'acide oléique, d'acide laurique, d'acide stéarique ; les esters gras, notamment en C12-C36, tels que le myristate d'isopropyle, le palmitate d'isopropyle, le stéarate de butyle, le laurate d'hexyle, l'adipate de diisopropyle, l'isononanoate d'isononyle, le palmitate de 2-éthyl-hexyle, le laurate de 2-hexyl-décyle, le palmitate de 2-octyl-décyle, le myristate ou le lactate de 2-octyl- dodécyle, le succinate de di(2-éthyl hexyle), le malate de diisostéaryle, le triisostéarate de glycérine ou de diglycérine ; l'acide béhénique, l'acide oléique, l'acide linoléique, l'acide linolénique ou l'acide isostéarique ; les alcools gras supérieurs, notamment en C 16- C22, tels que le cétanol, l'alcool oléique, l'alcool linoléique ou linolénique, l'alcool isostéarique ou l'octyl dodécanol ; et leurs mélanges.As the non-volatile hydrocarbon oil, paraffin oil (or petroleum jelly), squalane, hydrogenated polyisobutylene (Parleam oil), perhydrosqualene, mink, turtle, soybean oil, coconut oil and the like can be used. sweet almond, calophyllum, palm, grape seed, sesame, maize, arara, rapeseed, sunflower, cotton, apricot, castor oil, avocado, jojoba, olive or cereal sprouts; esters of lanolic acid, oleic acid, lauric acid, stearic acid; fatty esters, especially C12-C36, such as isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, diisopropyl adipate, isononyl isononanoate, palmitate 2-ethyl-hexyl, 2-hexyl-decyl laurate, 2-octyl-decyl palmitate, myristate or 2-octyl-dodecyl lactate, di (2-ethyl hexyl) succinate, malate diisostearyl, glycerol triisostearate or diglycerine; Behenic Acid, Oleic Acid, Linoleic Acid, Acid linolenic or isostearic acid; higher fatty alcohols, especially C 16 -C 22, such as cetanol, oleic alcohol, linoleic or linolenic alcohol, isostearyl alcohol or octyl dodecanol; and their mixtures.
L'huile non volatile peut être présente en une teneur allant de 0,1 % à 70 % en poids, par rapport au poids total de la phase grasse liquide non volatile, de préférence allant de 0,5 % à 60 % en poids, et préférentiellement allant de 1 % à 50 % en poids.The non-volatile oil may be present in a content ranging from 0.1% to 70% by weight, relative to the total weight of the non-volatile liquid fatty phase, preferably ranging from 0.5% to 60% by weight. and preferably ranging from 1% to 50% by weight.
Agents structurants :Structuring agents:
La composition selon l'invention peut comprendre un agent structurant.The composition according to the invention may comprise a structuring agent.
On entend par agent structurant un composé apte à augmenter la viscosité de la composition. L'agent structurant permet notamment d'obtenir une composition pouvant présenter une texture allant des textures fluides à solides.By structuring agent is meant a compound capable of increasing the viscosity of the composition. The structuring agent makes it possible in particular to obtain a composition that can present a texture ranging from fluid to solid textures.
L'agent structurant peut être présent dans la composition en une teneur allant de 0,05 % à 40 % en poids, par rapport au poids total de la composition, de préférence allant de 0,1 % à 30 % en poids, et préférentiellement allant de 0,1 % à 25 % en poids.The structuring agent may be present in the composition in a content ranging from 0.05% to 40% by weight, relative to the total weight of the composition, preferably ranging from 0.1% to 30% by weight, and preferably ranging from 0.1% to 25% by weight.
L'agent structurant peut être notamment choisi parmi les épaississants (épaississants de milieux huileux ; épaississants de milieu aqueux), les organogélateurs, les cires, les composés pâteux, les gommes.The structuring agent may be chosen in particular from thickeners (thickeners of oily media, thickeners of aqueous medium), organogelators, waxes, pasty compounds, gums.
L'agent épaississant de milieu aqueux peut être choisi parmi :The thickening agent of aqueous medium can be chosen from:
- les argiles hydrophiles,hydrophilic clays,
- la silice pyrogénée hydrophile.hydrophilic fumed silica.
- les épaississants cellulosiques hydrosolublesthe water-soluble cellulosic thickeners
- les gommes de guar, de xanthane, de caroube, de scléroglucane, de gellane, de rhamsan, de karaya, de carraghénaneguar, xanthan, carob, scleroglucan, gellan, rhamsan, karaya, carrageenan gums
- les alginates, les maltodextrines, l'amidon et ses dérivés, l'acide hyaluronique et ses sels,alginates, maltodextrins, starch and its derivatives, hyaluronic acid and its salts,
- les polymères poly(métha)crylates de glycéryle vendus sous les dénominations de "Hispagel" ou "Lubragel" par les Sociétés Hispano Quimica ou Guardian,the glyceryl poly (metha) crylate polymers sold under the names "Hispagel" or "Lubragel" by the companies Hispano Quimica or Guardian,
- la polyvinylpyrrolidone, - l'alcool polyvinylique,polyvinylpyrrolidone, polyvinyl alcohol,
- les polymères et les copolymères réticulés d'acrylamide, tels que ceux vendus sous les dénominations de "PAS 5161" ou "Bozepol C" par la Société Hoechst, de "Sepigel 305" par la Société Seppic par la Société Allied Colloïd, ou encore - les homopolymères réticulés de chlorure de méthacryloyloxyéthyltriméthylammonium vendus sous la dénomination de "Salcare SC95" par la Société Allied Colloïd.crosslinked polymers and copolymers of acrylamide, 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 the crosslinked homopolymers of methacryloyloxyethyltrimethylammonium chloride sold under the name "Salcare SC95" by the company Allied Colloid.
- les polymères associatifs et notamment les polyuréthanes associatifs.associative polymers and in particular associative polyurethanes.
De tels agents épaississants sont notamment décrits dans les demandes EP-A- 1400234, dont le contenu est incorporé à titre de référence.Such thickeners are especially described in EP-A-1400234, the contents of which are incorporated by reference.
L'agent épaississant de milieu huileux peut être choisi parmiThe thickening agent of oily medium may be chosen from
- Les silicones carboxylates- Silicones carboxylates
- Les silicones sacharrides- Sacharride silicones
- les argiles organophiles, - les silices pyrogénées hydrophobesorganophilic clays, hydrophobic pyrogenic silicas
- les gommes de guar alkylées (avec groupe alkyle en C1-C6), telles que celles décrites dans EP-A-708114 ;alkyl guar gums (with C1-C6 alkyl group), such as those described in EP-A-708114;
- les celluloses hydrophobeshydrophobic celluloses
- les polymères gélifiant d'huile comme les polymères tribloc ou en étoile résultant de la polymérisation ou copolymérisation d'au moins monomère à groupe éthylénique, comme les polymères vendus sous la dénomination Kraton ;oil-forming polymers such as triblock or star polymers resulting from the polymerization or copolymerization of at least one monomer containing an ethylenic group, such as the polymers sold under the name Kraton;
- les polymères de masse moléculaire moyenne en poids inférieure à 100 000, comportant a) un squelette polymérique ayant des motifs de répétition hydrocarbonés pourvus d'au moins un hétéroatome, et éventuellement b) au moins une chaîne grasse pendante et/ou au moins une chaîne grasse terminale éventuellement fonctionnalisées, ayant de 6 à 120 atomes de carbone et étant liées à ces motifs hydrocarbonés, telles que décrites dans les demandes WO-A- 02/056847, WO-A-02/47619 dont le contenu est incorporé à titre de référence ; en particulier les résines de polyamides (notamment comprenant des groupes alkyles ayant de 12 à 22 atomes de carbone) telles que celles décrites dans US-A-5783657 dont le contenu est incorporé à titre de référence.polymers having a weight average molecular weight of less than 100,000, comprising a) a polymeric backbone having hydrocarbon-based repeating units provided with at least one heteroatom, and optionally b) at least one pendant fatty chain and / or at least one terminal fatty chain optionally functionalized, having from 6 to 120 carbon atoms and being linked to these hydrocarbon-based units, as described in the applications WO-A-02/056847, WO-A-02/47619, the content of which is incorporated by way of reference ; in particular polyamide resins (especially comprising alkyl groups having from 12 to 22 carbon atoms) such as those described in US-A-5783657 whose contents are incorporated by reference.
- les résines de polyamides siliconées telles que décrites dans la demande EP-A- 1266647 , dans la demande de brevet français déposée sous le n° 0216039 dont le contenu est incorporé à titre de référence. De tels agents épaississants sont notamment décrits dans les demandes EP-A- 1400234, dont le contenu est incorporé à titre de référence.- The silicone polyamide resins as described in the application EP-A-1266647, in the French patent application filed under No. 0216039 whose content is incorporated by reference. Such thickeners are especially described in EP-A-1400234, the contents of which are incorporated by reference.
Les organogélateurs peuvent être choisis parmi ceux décrits dans la demande WO-A- 03/105788 dont le contenu est incorporé à titre de référence. En particulier, il peut être intéressant d'associer les résines selon l'invention à des organogélateurs particuliers, et notamment :The organogellators may be chosen from those described in application WO-A-03/105788, the contents of which are incorporated by reference. In particular, it may be advantageous to combine the resins according to the invention with particular organogelators, and in particular:
- Les dérivés de bis-urées de formule générale (I) :Derivatives of bis-ureas of general formula (I):
dans laquelle : in which :
- A est un groupement de formule :- A is a group of formula:
avec R' étant un radical alkyle Ci à C4 linéaire ou ramifié et les * symbolisant les points de rattachement du groupement A à chacun des deux atomes d'azote du reste du composé de formule générale (I), etwith R 'being an alkyl radical with linear or branched C 4 and * stands for the group points of attachment of A to each of the two nitrogen atoms of the residue of the compound of general formula (I), and
- R est un radical alkyle en Ce à C15, mono-ramifié, non cyclique, saturé ou insaturé et dont la chaîne hydrocarbonée est éventuellement interrompue par 1 à 3 hétéroatomes choisis parmi O, S et N, ou l'un de ses sels ou isomères notamment décrits dans la demande de brevet FR-A- 2892303R is a C 5 to C 15 alkyl radical, mono-branched, non-cyclic, saturated or unsaturated and the hydrocarbon-based chain of which is optionally interrupted by 1 to 3 heteroatoms chosen from O, S and N, or one of its salts; or isomers, in particular described in patent application FR-A-2892303
- Les dérivés de bis-urées siliconés de formule générale (I) ou l'un de ses sels et/ou isomères :The silicone bis-urea derivatives of general formula (I) or one of its salts and / or isomers:
dans laquelle : in which :
- A est un groupement de formule (II) :- A is a group of formula (II):
avec Rl étant un radical alkyle Ci à C4 linéaire ou ramifié, et les * symbolisant les points de rattachement du groupement A à chacun des deux atomes d'azote du reste du composé de formule générale (I), etwith R being an alkyl radical Ci to C 4 linear or branched, and * stands for the group points of attachment of A to each of the two nitrogen atoms of the residue of the compound of general formula (I), and
- R et R', identiques ou différents, sont choisis parmi :R and R ', which are identical or different, are chosen from:
- i) les radicaux de formule (III) :i) the radicals of formula (III):
dans laquelle : in which :
- L est une liaison simple ou un radical divalent carboné, notamment hydrocarboné (alkylène), linéaire, ramifié et/ou cyclique, saturé ou insaturé, comprenant 1 à 18 atomes de carbone, et pouvant comprendre 1 à 4 hétéroatomes choisis parmi N, O et S;L is a single bond or a divalent carbon, especially hydrocarbon (alkylene), linear, branched and / or cyclic, saturated or unsaturated radical, comprising 1 to 18 carbon atoms, and which may comprise 1 to 4 heteroatoms chosen from N, O and S;
- Ra est : a) un radical carboné, notamment hydrocarboné (alkyle), linéaire, ramifié et/ou cyclique, saturé ou insaturé, comprenant 1 à 18 atomes de carbone, et pouvant comprendre 1 à 8 hétéroatomes choisis parmi N, O, Si et S; ou bien b) un radical siliconé de formule :Ra is: a) a linear, branched and / or cyclic, saturated or unsaturated, hydrocarbon radical (alkyl), comprising 1 to 18 carbon atoms, and which can comprise 1 to 8 heteroatoms chosen from N, O, Si; and S; or else b) a silicone radical of formula:
avec n étant compris entre O et 100, notamment entre 1 et 80, voire 2 à 20; et R2 à R6 étant, indépendamment les uns des autres, des radicaux carbonés, notamment hydrocarbonés (alkyles) linéaires ou ramifiés, ayant 1 à 12, notamment with n being between 0 and 100, in particular between 1 and 80, or even 2 to 20; and R2 to R6 being, independently of one another, carbon radicals, linear or branched hydrocarbons (alkyl), having 1 to 12, in particular
1 à 6 atomes de carbone, et pouvant comprendre 1 à 4 hétéroatomes, notamment1 to 6 carbon atoms, and may comprise 1 to 4 heteroatoms, in particular
O;O;
- Rb et Rc sont, indépendamment l'un de l'autre, choisis parmi: a) les radicaux carbonés, notamment hydrocarbonés (alkyles), linéaires, ramifiés et/ou cycliques, saturés ou insaturés, comprenant 1 à 18 atomes de carbone, et pouvant comprendre 1 à 4 hétéroatomes choisis parmi N, O, Si et S; b) les radicaux de formule :- Rb and Rc are, independently of one another, selected from: a) carbon radicals, in particular linear, branched and / or cyclic hydrocarbon radicals, saturated or unsaturated, containing 1 to 18 carbon atoms, and may comprise 1 to 4 heteroatoms selected from N, O, Si and S; b) radicals of formula:
avec n étant compris entre O et 100, notamment entre 1 et 80, voire 2 à 20; et R'2 à R'6 étant, indépendamment les uns des autres, des radicaux carbonés, notamment hydrocarbonés (alkyles) linéaires ou ramifiés, ayant 1 à 12, notamment 1 à 6 atomes de carbone, et pouvant comprendre 1 à 4 hétéroatomes, notamment O. et with n being between 0 and 100, in particular between 1 and 80, or even 2 to 20; and R'2 to R'6 being, independently of one another, carbon radicals, in particular linear or branched hydrocarbon (alkyl) radicals having 1 to 12, in particular 1 to 6 carbon atoms, and possibly comprising 1 to 4 heteroatoms, including O. and
- ii) les radicaux alkyle en Ci à C30, linéaire, ramifié et/ou cyclique, saturé ou insaturé, et comprenant éventuellement 1 à 3 hétéroatomes choisis parmi O, S, F etii) linear, branched and / or cyclic, saturated or unsaturated C 1 to C 30 alkyl radicals, optionally comprising 1 to 3 heteroatoms chosen from O, S, F and
N; étant entendu que l'un au moins des radicaux R et/ou R' est de formule (III) tels que ceux décrits dans la demande de brevet FR-A-2900819.NOT; it being understood that at least one of the radicals R and / or R 'is of formula (III) such as those described in the patent application FR-A-2900819.
- Les dérivés de bis-urées décrits dans la demande de brevet FR-A-28994476.- Bis-urea derivatives described in the patent application FR-A-28994476.
Cire(s) La composition peut comprendre au moins corps gras solide choisi parmi les cires en tant qu'agent structurant.Wax (s) The composition may comprise at least one solid fatty substance chosen from waxes as a structuring agent.
La cire considérée dans le cadre de la présente invention est d'une manière générale un composé lipophile, solide à température ambiante (25 0C), à changement d'état solide/liquide réversible, ayant un point de fusion supérieur ou égal à 30 0C pouvant aller jusqu'à 200 0C et notamment jusqu'à 120 0C. En particulier, les cires convenant à l'invention peuvent présenter un point de fusion supérieur ou égal à 45 0C, et en particulier supérieur ou égal à 55 0C.The wax considered in the context of the present invention is generally a lipophilic compound, solid at room temperature (25 ° C.), with reversible solid / liquid state change, having a melting point greater than or equal to 30 ° C. 0 C can go up to 200 0 C and in particular up to 120 0 C. In particular, the waxes that are suitable for the invention may have a melting point greater than or equal to 45 ° C., and in particular greater than or equal to 55 ° C.
Au sens de l'invention, la température de fusion correspond à la température du pic le plus endothermique observé en analyse thermique (DSC) telle que décrite dans la norme ISO 11357-3 ; 1999. Le point de fusion de la cire peut être mesuré à l'aide d'un calorimètre à balayage différentiel (DSC), par exemple le calorimètre vendu sous la dénomination « MDSC 2920 » par la société TA Instruments. Le protocole de mesure est le suivant : Un échantillon de 5 mg de cire disposé dans un creuset est soumis à une première montée en température allant de -20 0C à 100 0C, à la vitesse de chauffe de 10 °C/minute, puis est refroidi de 100 0C à -20 0C à une vitesse de refroidissement de 10 °C/minute et enfin soumis à une deuxième montée en température allant de -20 0C à 100 0C à une vitesse de chauffe de 5 °C/minute. Pendant la deuxième montée en température, on mesure la variation de la différence de puissance absorbée par le creuset vide et par le creuset contenant l'échantillon de cire en fonction de la température. Le point de fusion du composé est la valeur de la température correspondant au sommet du pic de la courbe représentant la variation de la différence de puissance absorbée en fonction de la température.For the purposes of the invention, the melting temperature corresponds to the temperature of the most endothermic peak observed in thermal analysis (DSC) as described in ISO 11357-3; 1999. The melting point of the wax can be measured using a differential scanning calorimeter (DSC), for example the calorimeter sold under the name "MDSC 2920" by the company TA Instruments. The measurement protocol is as follows: A sample of 5 mg of wax placed in a crucible is subjected to a first temperature rise from -20 ° C. to 100 ° C., at a heating rate of 10 ° C./minute. then cooled from 100 ° C. to -20 ° C. at a cooling rate of 10 ° C./min and finally subjected to a second temperature rise ranging from -20 ° C. to 100 ° C. at a heating rate of 5 ° C. C / minute. During the second temperature rise, the variation of the power difference absorbed by the empty crucible and the crucible containing the wax sample as a function of temperature is measured. The melting point of the compound is the value of the temperature corresponding to the peak apex of the curve representing the variation of the difference in power absorbed as a function of the temperature.
Les cires susceptibles d'être utilisées dans les compositions selon l'invention sont choisies parmi les cires, solides, à température ambiante d'origine animale, végétale, minérale ou de synthèse et leurs mélanges.The waxes that may be used in the compositions according to the invention are chosen from waxes, solid, at room temperature of animal, vegetable, mineral or synthetic origin, and mixtures thereof.
A titre illustratif des cires convenant à l'invention, on peut notamment citer les cires hydrocarbonées comme la cire d'abeille, la cire de lanoline, et les cires d'insectes de Chine, la cire de son de riz, la cire de Carnauba, la cire de Candellila, la cire d'Ouricury, la cire d'Alfa, la cire de berry, la cire de shellac, la cire du Japon et la cire de sumac; la cire de montan, les cires d'orange et de citron, les cires microcristallines, les paraffines et l'ozokérite; les cires de polyéthylène, les cires obtenues par la synthèse de Fisher-Tropsch et les copolymères cireux ainsi que leurs esters.Illustrative waxes suitable for the invention include hydrocarbon waxes such as beeswax, lanolin wax, and Chinese insect wax, rice bran wax, Carnauba wax Candellila wax, Ouricury wax, Alfa wax, berry wax, shellac wax, Japanese wax and sumac wax; montan wax, orange and lemon waxes, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, waxes obtained by Fisher-Tropsch synthesis and waxy copolymers and their esters.
On peut aussi citer des cires obtenues par hydrogénation catalytique d'huiles animales ou végétales ayant des chaînes grasses, linéaires ou ramifiées, en Cg-C32. Parmi celles-ci, on peut notamment citer l'huile de jojoba isomérisée telle que l'huile de jojoba partiellement hydrogénée isomérisée trans fabriquée ou commercialisée par la société DESERT WHALE sous la référence commerciale Iso-Jojoba-50®, l'huile de tournesol hydrogénée, l'huile de ricin hydrogénée, l'huile de coprah hydrogénée, l'huile de lanoline hydrogénée, et le tétrastéarate de di-(triméthylol- 1,1,1 propane) vendu sous la dénomination de Hest 2T-4S® par la société HETERENE.There may also be mentioned waxes obtained by catalytic hydrogenation of animal or vegetable oils having linear or branched C 8 -C 32 fatty chains. Among these, there may be mentioned isomerized jojoba oil such as trans isomerized partially hydrogenated jojoba oil manufactured or marketed by Desert Whale. under the commercial reference Iso-Jojoba-50 ®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated lanolin, and tetrastearate di- (trimethylol 1 1.1 propane) sold under the name Hest 2T-4S ® by the company HETERENE.
On peut encore citer les cires de silicone (C30-45 ALKYL DIMETHICONE), les cires fluorées. On peut également utiliser les cires obtenues par hydrogénation d'huile de ricin estérifiée avec l'alcool cétylique vendues sous les dénominations de Phytowax ricin 16L64® et 22L73® par la société SOPHIM. De telles cires sont décrites dans la demande FR-A- 2792190. Comme cire, on peut utiliser un (hydroxystéaryloxy) stéarate d'alkyle en C20-C40 (le groupe alkyle comprenant de 20 à 40 atomes de carbone), seul ou en mélange. Une telle cire est notamment vendue sous les dénominations « Kester Wax K 82 P® », « Hydroxypolyester K 82 P® » et « Kester Wax K 80 P® », et « Kester Wax K 82 H® » par la société KOSTER KEUNEN.Mention may also be made of silicone waxes (C 30 - 45 ALKYL DIMETHICONE) and fluorinated waxes. One can also use waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol sold under the names Phytowax ricin 16L64 and 22L73 ® ® by Sophim. Such waxes are described in the application FR-A-2792190. As wax, a C20-C40 alkyl (hydroxystearyloxy) stearate (the alkyl group comprising from 20 to 40 carbon atoms) can be used, alone or as a mixture . Such a wax is especially sold under the names "Kester Wax K 82 P ® ", "Hydroxypolyester K 82 P ® " and "Kester Wax K 80 P ® ", and "Kester Wax K 82 H ® " by the company Koster Keunen.
Comme micro cires pouvant être utilisées dans les compositions selon l'invention, on peut citer notamment les micro cires de carnauba telles que celle commercialisée sous la dénomination de MicroCare 350® par la société MICRO POWDERS, les micro cires de cire synthétique telles que celle commercialisée sous la dénomination de MicroEase 114S® par la société MICRO POWDERS, les micro cires constituées d'un mélange de cire de carnauba et de cire de polyéthylène telles que celles commercialisées sous les dénominations de Micro Care 300® et 310® par la société MICRO POWDERS, les micro cires constituées d'un mélange de cire de carnauba et de cire synthétique telles que celle commercialisée sous la dénomination Micro Care 325® par la société MICRO POWDERS, les micro cires de polyéthylène telles que celles commercialisées sous les dénominations de Micropoly 200®, 220®, 220L® et 250S® par la société MICRO POWDERS et les micro cires de polytétrafluoroéthylène telles que celles commercialisées sous les dénominations de Microslip 519® et 519 L® par la société MICRO POWDERS. La composition selon l'invention peut comprendre une teneur en cires allant de 0,1 à 50% en poids, et mieux de 1 à 30% en poids par rapport au poids total de la composition.As microwaxes that may be used in the compositions according to the invention, mention may be made especially of carnauba microwaxes, such as that sold under the name MicroCare 350 ® by the company MICRO POWDERS, the micro synthetic wax such as that sold under the name MicroEase 114S ® by the company mICRO POWDERS, the micro waxes constituted of a mixture of carnauba wax and of polyethylene wax, such as those sold under the names micro Care 300 ® and 310 ® by the company micro Powders , microwaxes consisting of a mixture of carnauba wax and synthetic wax such as that sold under the name micro Care 325 ® by the company micro Powders, polyethylene micro waxes such as those sold under the names Micropoly 200 ® , 220 ® , 220L ® and 250S ® by the company MICRO POWDERS and polytetra micro waxes fluoroethylene such as those sold under the names Microslip 519 ® and 519 L ® by the company Micro Powders. The composition according to the invention may comprise a content of waxes ranging from 0.1 to 50% by weight, and better still from 1 to 30% by weight relative to the total weight of the composition.
Composés pâteux La composition selon l'invention peut comprendre, au moins un composé pâteux en tant qu'agent structurant. Les corps gras pâteux sont considérés comme des corps gras solides au sens de la présente invention.Paste compounds The composition according to the invention may comprise at least one pasty compound as a structuring agent. Pasty fats are considered solid fats within the meaning of the present invention.
Par "pâteux" au sens de la présente invention, on entend un composé gras lipophile à changement d'état solide/liquide réversible, présentant à l'état solide une organisation cristalline anisotrope, et comportant à la température de 230C une fraction liquide et une fraction solide.For the purposes of the present invention, the term "pasty" is understood to mean a lipophilic fat compound with a reversible solid / liquid state change, having in the solid state an anisotropic crystalline organization and comprising at a temperature of 23 ° C. a liquid fraction. and a solid fraction.
En d'autres termes, la température de fusion commençante du composé pâteux peut être inférieure à 23°C. La fraction liquide du composé pâteux mesurée à 23°C peut représenter 9 à 97% en poids du composé. Cette fraction liquide à 23°C représente de préférence entre 15 et 85%, de préférence encore entre 40 et 85% en poids.In other words, the starting melting temperature of the pasty compound may be less than 23 ° C. The liquid fraction of the pasty compound measured at 23 ° C. can represent 9 to 97% by weight of the compound. This liquid fraction at 23 ° C is preferably between 15 and 85%, more preferably between 40 and 85% by weight.
La fraction liquide en poids du composé pâteux à 23°C est égale au rapport de l'enthalpie de fusion consommée à 23°C sur l'enthalpie de fusion du composé pâteux.The liquid fraction by weight of the pasty compound at 23 ° C. is equal to the ratio of the enthalpy of fusion consumed at 23 ° C. to the heat of fusion of the pasty compound.
L'enthalpie de fusion du composé pâteux est l'enthalpie consommée par le composé pour passer de l'état solide à l'état liquide. Le composé pâteux est dit à l'état solide lorsque l'intégralité de sa masse est sous forme solide. Le composé pâteux est dit à l'état liquide lorsque l'intégralité de sa masse est sous forme liquide. L'enthalpie de fusion du composé pâteux est égale à l'aire sous la courbe du thermogramme obtenu à l'aide d'un calorimètre à balayage différentiel (D. S. C), tel que le calorimètre vendu sous la dénomination MDSC 2920 par la société TA instrument, avec une montée en température de 5 ou 100C par minute, selon la norme ISO 11357-3:1999. L'enthalpie de fusion du composé pâteux est la quantité d'énergie nécessaire pour faire passer le composé de l'état solide à l'état liquide. Elle est exprimée en J/g.The heat of fusion of the pasty compound is the enthalpy consumed by the compound to pass from the solid state to the liquid state. The pasty compound is said to be in the solid state when the entirety of its mass is in solid form. The pasty compound is said to be in a liquid state when all of its mass is in liquid form. The enthalpy of fusion of the pasty compound is equal to the area under the curve of the thermogram obtained using a differential scanning calorimeter (DS C), such as the calorimeter sold under the name MDSC 2920 by the company TA instrument, with a rise in temperature of 5 or 10 0 C per minute, according to the standard ISO 11357-3: 1999. The enthalpy of fusion of the pasty compound is the amount of energy required to pass the compound from the solid state to the liquid state. It is expressed in J / g.
L'enthalpie de fusion consommée à 23°C est la quantité d'énergie absorbée par l'échantillon pour passer de l'état solide à l'état qu'il présente à 23°C constitué d'une fraction liquide et d'une fraction solide. La fraction liquide du composé pâteux mesurée à 32°C représente de préférence de 30 à 100% en poids du composé, de préférence de 50 à 100%, de préférence encore de 60 à 100% en poids du composé. Lorsque la fraction liquide du composé pâteux mesurée à 32°C est égale à 100%, la température de la fin de la plage de fusion du composé pâteux est inférieure ou égale à 32°C. La fraction liquide du composé pâteux mesurée à 32°C est égale au rapport de l'enthalpie de fusion consommée à 32°C sur l'enthalpie de fusion du composé pâteux. L'enthalpie de fusion consommée à 32°C est calculée de la même façon que l'enthalpie de fusion consommée à 23°C.The heat of fusion consumed at 23 ° C is the amount of energy absorbed by the sample to change from the solid state to the state that it has at 23 ° C consisting of a liquid fraction and a solid fraction. The liquid fraction of the pasty compound measured at 32 ° C is preferably 30 to 100% by weight of the compound, preferably 50 to 100%, more preferably 60 to 100% by weight of the compound. When the liquid fraction of the pasty compound measured at 32 ° C. is equal to 100%, the temperature of the end of the melting range of the pasty compound is less than or equal to 32 ° C. The liquid fraction of the pasty compound measured at 32 ° C. is equal to the ratio of the enthalpy of fusion consumed at 32 ° C. to the heat of fusion of the pasty compound. The enthalpy of fusion consumed at 32 ° C. is calculated in the same way as the heat of fusion consumed at 23 ° C.
Le composé pâteux est de préférence choisi parmi les composés synthétiques et les composés d'origine végétale. Un composé pâteux peut être obtenu par synthèse à partir de produits de départ d'origine végétale.The pasty compound is preferably chosen from synthetic compounds and compounds of plant origin. A pasty compound can be obtained synthetically from starting materials of plant origin.
Le composé pâteux peut avantageusement choisi parmi : i) la lanoline et ses dérivés ii) les composés siliconés polymères ou non iii) les composés fluorés polymères ou non iv) les polymères vinyliques, notamment : iv) les homopolymères d'oléfines v) les copolymères d'oléfines vi) les homopolymères et copolymères de diènes hydrogénés vii) les oligomères linéaires ou ramifiés, homo ou copolymères de (méth)acrylates d'alkyles ayant de préférence un groupement alkyle en C8-C30 viii) les oligomères homo et copolymères d'esters vinyliques ayant des groupements alkyles en C8-C3O ix) les oligomères homo et copolymères de vinyléthers ayant des groupements alkyles en C8-C30, v) les polyéthers liposolubles résultant de la polyéthérification entre un ou plusieurs diols en C2-C100, de préférence en C2-C50, vi) les esters, vii) et leurs mélanges.The pasty compound may advantageously be chosen from: i) lanolin and its derivatives ii) polymeric or non-polymeric silicone compounds iii) polymeric or non-fluorinated compounds iv) vinyl polymers, in particular: iv) homopolymers of olefins v) copolymers of olefins vi) homopolymers and copolymers of hydrogenated dienes vii) linear or branched oligomers, homo or copolymers of alkyl (meth) acrylates preferably having a C 8 -C 30 alkyl group viii) homo and copolymer oligomers of vinyl esters having C 8 -C 3 alkyl groups; ix) homo- and copolymer oligomers of vinyl ethers having C 8 -C 30 alkyl groups; v) liposoluble polyethers resulting from the polyetherification between one or more diols in the form of C2-C100, preferably C2-C50, vi) the esters, vii) and mixtures thereof.
Parmi les esters, on préfère notamment : viii) les esters d'un glycérol oligomère, notamment les esters de diglycérol, en particulier les condensats d'acide adipique et de glycérol, pour lesquels une partie des groupes hydroxyles des glycérols ont réagi avec un mélange d'acides gras tels que l'acide stéarique, l'acide caprique, l'acide stéarique et l'acide isostéarique et l'acide 12-hydroxy stéarique, à l'image notamment de ceux commercialisé sous la marque Softisan 649 par la société Sasol, ix) le propionate d'arachidyle commercialisé sous la marque Waxenol 801 parAmong the esters, the following are particularly preferred: viii) esters of an oligomeric glycerol, in particular the diglycerol esters, in particular the adipic acid and glycerol condensates, for which part 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-hydroxy stearic acid, especially in the image of those sold under the brand name Softisan 649 by the company Sasol (ix) arachidyl propionate marketed under the trademark Waxenol 801 by
Alzo, x) les esters de phytostérol, xi) les triglycérides d'acides gras et leurs dérivés, xii) les esters de pentaérythritol, xiii) les polyesters non réticulés résultant de la polycondensation entre un acide dicarboxylique ou un polyacide carboxylique linéaire ou ramifié en C4-Cs0 et un diol ou un polyol en C2-C50, xiv) les esters aliphatiques d'ester résultant de l'estérification d'un ester d'acide hydroxycarboxylique aliphatique par un acide carboxylique aliphatique, xv) les polyesters résultant de l'estérification, par un acide polycarboxylique, d'un ester d'acide hydroxy carboxylique aliphatique, ledit ester comprenant au moins deux groupes hydroxyle tels que les produits Risocast DA-H ®, et Risocast DA-L ®, xvi) les esters de dimère diol et dimère diacide, le cas échéant, estérifiés sur leur(s) fonction(s) alcool(s) ou acide(s) libre(s) par des radicaux acides ou alcools tels que le Plandool-G, xvii) et leurs mélanges.Alzo, x) phytosterol esters, xi) triglycerides of fatty acids and their derivatives, xii) pentaerythritol esters, xiii) non-crosslinked polyesters resulting from the polycondensation between a dicarboxylic acid or a linear or branched polycarboxylic acid C 4 -C s 0 and a C 2 -C 50 diol or polyol; xiv) the aliphatic ester esters resulting from the esterification of an aliphatic hydroxycarboxylic acid ester with an aliphatic carboxylic acid, xv) the polyesters resulting from esterification, with a polycarboxylic acid, of an aliphatic hydroxycarboxylic acid ester, said ester comprising at least two hydroxyl groups such as Risocast DA-H ® products , and Risocast DA-L ® , (xvi) esters of diol dimer and diacid dimer, if appropriate, esterified on their function (s) alcohol (s) or acid (s) free (s) by acid radicals or alcohols such as Plandool-G, xvii) and their mixtures.
Parmi les composés pâteux d'origine végétale, on choisira de préférence un mélange de stérols de soja et de pentaérythritol oxyéthyléné (5OE) oxypropyléné (5 OP), commercialisé sous la référence Lanolide par la société VEVY.Among the pasty compounds of plant origin, a mixture of soy sterols and oxyethylenated (5OE) oxypropylene pentaerythritol (5 PO), marketed under the reference Lanolide by the company VEVY, will preferably be chosen.
De façon préférée, la composition comprend une teneur totale en corps gras pâteux allant de 0,5 à 50% en poids par rapport au poids de la composition, de préférence de 1 à 40% ou encore mieux, de 5 à 30%.Preferably, the composition comprises a total pasty fatty substance content ranging from 0.5 to 50% by weight relative to the weight of the composition, preferably from 1 to 40% or even better, from 5 to 30%.
Les gommes sont généralement des polydiméthylsiloxanes (PDMS) à haut poids moléculaire ou des gommes de cellulose ou des polysaccharides .The gums are generally high molecular weight polydimethylsiloxanes (PDMS) or cellulose gums or polysaccharides.
Tensioactifssurfactants
La composition selon l'invention peut comprendre au moins un tensioactif . Le tensioactif peut être lipophile et/ou hydrophile , utilisé seul ou en couplage Le tensioactif peut être choisi parmi les tensioactifs non ioniques, anioniques, cationiques, amphotères.The composition according to the invention may comprise at least one surfactant. The surfactant may be lipophilic and / or hydrophilic, used alone or in coupling The surfactant may be chosen from nonionic, anionic, cationic and amphoteric surfactants.
Le tensioactif non ionique peut être choisi parmi :The nonionic surfactant may be chosen from:
- un alkyl C8-C22 diméthicone copolyol , c'est-à-dire un poly méthyl alkyl(C8-C22) diméthyl méthyl siloxane oxypropyléné et/ou oxyéthyléné.a C8-C22 alkyl dimethicone copolyol, that is to say an oxypropylenated and / or oxyethylenated poly (C8-C22) alkyl dimethyl methyl siloxane.
L'alkyl C8-C22 diméthicone copolyol est avantageusement un composé de formule (I) suivante :The C8-C22 alkyl dimethicone copolyol is advantageously a compound of formula (I) below:
dans laquelle : in which :
- PE représente (-C2H4O)x-(C3H6O)y-R, R étant choisi parmi un atome d'hydrogène et un radical alkyle de 1 à 4 atomes de carbone, x allant de 0 à 100 et y allant de 0 à 80, x et y n'étant pas simultanément 0PE represents (-C 2 H 4 O) x- (C 3 H 6 O) y R, R being chosen from a hydrogen atom and an alkyl radical of 1 to 4 carbon atoms, x ranging from 0 to 100 and y ranging from 0 to 80; and y not being simultaneously 0
- m allant de 1 à 40m ranging from 1 to 40
- n allant de 10 à 200 - o allant de 1 à 100 - p allant de 7 et 21- n ranging from 10 to 200 - o ranging from 1 to 100 - p ranging from 7 to 21
- q allant de 0 à 4q ranging from 0 to 4
et de préférence : R = H m = 1 à 10 n = 10 à 100 o = 1 à 30 p = 15 q = 3and preferably: R = H m = 1 to 10 n = 10 to 100 o = 1 to 30 p = 15 q = 3
Comme alkyl C8-C22 diméthicone copolyol, on peut citer le cétyl diméthicone copolyol comme le produit commercialisé sous la dénomination Abil EM-90 par la société Goldschmidt.As C8-C22 alkyl dimethicone copolyol, mention may be made of cetyl dimethicone copolyol such as the product marketed under the name Abil EM-90 by the company Goldschmidt.
- un diméthicone copolyol , c'est-à-dire un polydiméthyl méthyl siloxane oxypropyléné et/ou oxyéthyléné. Il ne contient pas de groupement alkyle à longue chaîne de plus de 8 atomes de carbone, notamment en C8-C22.a dimethicone copolyol, that is to say a polydimethyl methyl siloxane oxypropylene and / or oxyethylenated. It does not contain a long-chain alkyl group of more than 8 carbon atoms, especially C8-C22.
On peut utiliser comme diméthicone copolyol ceux répondant à la formule (II) suivante :As dimethicone copolyol, those having the following formula (II) can be used:
dans laquelle :in which :
Rl, R2, R3, indépendamment les uns des autres, représentent un radical alkyle en C1-C6 ou un radical -(CH2)x - (OCH2CH2)y - (OCH2CH2CH2)z - OR4, au moins un radical Rl, R2 ou R3 n'étant pas un radical alkyle ; R4 étant un hydrogène, un radical alkyle en C1-C3 ou un radical acyle en C2-C4 ;R1, R2, R3, independently of each other, represent a C1-C6 alkyl radical or a radical - (CH2) x - (OCH2CH2) y - (OCH2CH2CH2) z - OR4, at least one radical R1, R2 or R3 not being an alkyl radical; R4 being a hydrogen, a C1-C3 alkyl radical or a C2-C4 acyl radical;
A est un nombre entier allant de 0 à 200 ;A is an integer from 0 to 200;
B est un nombre entier allant de 0 à 50 ; à la condition que A et B ne soient pas égaux à zéro en même temps ; x est un nombre entier allant de 1 à 6 ; y est un nombre entier allant de 1 à 30 ; z est un nombre entier allant de 0 à 5. Selon un mode de réalisation préféré de l'invention, dans le composé de formule (II), Rl = R3 = radical méthyle, x est un nombre entier allant de 2 à 6 et y est un nombre entier allant de 4 à 30. R4 est en particulier un hydrogène.B is an integer from 0 to 50; provided that A and B are not equal to zero at the same time; x is an integer from 1 to 6; y is an integer from 1 to 30; z is an integer from 0 to 5. According to a preferred embodiment of the invention, in the compound of formula (II), R1 = R3 = methyl radical, x is an integer ranging from 2 to 6 and y is an integer ranging from 4 to 30. R4 is in particular a hydrogen.
On peut citer, à titre d'exemple composés de formule (II), les composés de formule (III) :By way of example compounds of formula (II), mention may be made of the compounds of formula (III):
(CH3)3SiO - [(CH3)2SiO]A - (CH3SiO)B - Si(CH3)3(CH 3) 3 SiO - [(CH 3) 2 SiO] A - (CH 3 SiO) B - Si (CH 3) 3
I (HI)I (HI)
(CH2)2-(OCH2CH2)y-OH(CH2) 2- (OCH2CH2) y-OH
dans laquelle A est un nombre entier allant de 20 à 105, B est un nombre entier allant de 2 à 10 et y est un nombre entier allant de 10 à 20.wherein A is an integer from 20 to 105, B is an integer from 2 to 10 and y is an integer from 10 to 20.
On peut également citer à titre d'exemple de composés siliconés de formule (II), les composés de formule (IV) :Mention may also be made, by way of example of silicone compounds of formula (II), of the compounds of formula (IV):
HO - (CH2CH2O)y-(CH2)3 - [(CH3)2SiO]A' - [(CH3)2Si] - (CH2)3 - (OCH2CH2)y - OHHO - (CH2CH2O) y- (CH2) 3 - [(CH3) 2SiO] A '- [(CH3) 2Si] - (CH2) 3 - (OCH2CH2) y-OH
(IV)(IV)
dans laquelle A' et y sont des nombres entiers allant de 10 à 20.wherein A 'and y are integers ranging from 10 to 20.
On peut utiliser comme diméthicone copolyol ceux vendus sous les dénominations DC 5329, DC 7439-146, DC 2-5695, Q4-3667 par la société Dow Corning ; KF-6013, KF-6015, KF- 6016, KF-6017 par la société Shin-Etsu. Les composés DC 5329, DC 7439-146, DC 2-5695 sont des composés de formule (III) où respectivement A est 22, B est 2 et y est 12 ; A est 103, B est 10 et y est 12 ; A est 27, B est 3 et y est 12.As dimethicone copolyol those sold under the names DC 5329, DC 7439-146, DC 2-5695, Q4-3667 may be used by Dow Corning; KF-6013, KF-6015, KF-6016, KF-6017 by Shin-Etsu. Compounds DC 5329, DC 7439-146, DC 2-5695 are compounds of formula (III) wherein A is respectively 22, B is 2 and y is 12; A is 103, B is 10 and y is 12; A is 27, B is 3 and y is 12.
Comme tensioactif non ionique, on peut également citer les esters d'acides gras de polyols comme les mono-, di-, tri- ou sesqui-oléates ou stéarates de sorbitol ou de glycérol, les laurates de glycérol ou de polyéthylène glycol ; les esters d'acides gras de polyéthylène glycolNonionic surfactants that may also be mentioned include fatty acid esters of polyols such as mono-, di-, tri- or sesquiolates or stearates of sorbitol or glycerol, laurates of glycerol or of polyethylene glycol; polyethylene glycol fatty acid esters
(monostéarate ou monolaurate de polyéthylène glycol) ; les esters d'acides gras (stéarate, oléate) de sorbitol polyoxyéthylénés ; les alkyl (lauryl, cétyl, stéaryl, octyl) éthers polyoxyéthylénés.(monostearate or polyethylene glycol monolaurate); esters of fatty acids (stearate, polyoxyethylenesorbitol oleate); polyoxyethylenated alkyl (lauryl, cetyl, stearyl, octyl) ethers.
Comme tensioactif anionique, on peut citer les carboxylates (2-(2-Hydroxyalkyloxy) acétate de sodium), les dérivés des aminoacides (N-acylglutamates, N-acylglycinates, acylsarcosinates), les alkyl sulfates, les alkyl éther sulfates et leurs dérivés oxyéthylénés, les sulfonates, les iséthionates et N-acyliséthionates, les taurates et N-acyl N-méthyltaurates, les sulfosuccinates, les alkylsulfoacétates, les phosphates et alkylphosphates, les polypeptides, les dérivés anioniques d' alkyl polyglycoside (acyl-D-galactoside uronate), les savons d'acides gras, et leurs mélanges.As anionic surfactant, mention may be made of sodium carboxylates (2- (2-hydroxyalkyloxy) acetate), amino acid derivatives (N-acylglutamates, N-acylglycinates, acylsarcosinates), alkyl sulphates, alkyl ether sulphates and their oxyethylenated derivatives. , sulfonates, isethionates and N-acylisethionates, taurates and N-acyl N-methyltaurates, sulfosuccinates, alkylsulfoacetates, phosphates and alkylphosphates, polypeptides, anionic derivatives of alkyl polyglycoside (acyl-D-galactoside uronate) , fatty acid soaps, and mixtures thereof.
Comme tensioactif amphotère et zwitterionique , on peut utiliser les bétaïnes, les N- alkylamidobétaïnes et leurs dérivés, les dérivés de la glycine, les sultaïnes, les alkyl polyaminocarboxylates, les alkylamphoacétates, et leurs mélanges.As amphoteric and zwitterionic surfactants, betaines, N-alkylamidobetaines and their derivatives, derivatives of glycine, sultaines, alkyl polyaminocarboxylates, alkylamphoacetates, and mixtures thereof can be used.
De tels tensioactifs sont notamment décrits dans la demande WO-A-02/056854 dont le contenu est incorporé à titre de référence.Such surfactants are described in particular in application WO-A-02/056854, the contents of which are incorporated by reference.
Le tensioactif peut être présent dans la composition selon l'invention en une teneur allant de 0,1 % à 10 % en poids, par rapport au poids total de la composition, et de préférence allant de 0,5 % à 8 % en poids, et préférentiellement allant de 0,5 % à 7 % en poids.The surfactant may be present in the composition according to the invention in a content ranging from 0.1% to 10% by weight, relative to the total weight of the composition, and preferably ranging from 0.5% to 8% by weight. and preferably ranging from 0.5% to 7% by weight.
Matières colorantes :Coloring matters:
La composition selon l'invention peut comprendre au moins une matière colorante.The composition according to the invention may comprise at least one dyestuff.
La matière colorante peut être choisie parmi les matières colorantes pulvérulentes (notamment les pigments et les nacres), les matières colorantes hydrosolubles ou liposolubles.The coloring material may be chosen from pulverulent dyestuffs (in particular pigments and pearlescent agents) and water-soluble or liposoluble dyestuffs.
Par pigments, il faut comprendre des particules de toute forme, blanches ou colorées, minérales ou organiques, insolubles dans le milieu physiologique, destinées à colorer la composition. Par nacres, il faut comprendre des particules de toute forme irisées, notamment produites par certains mollusques dans leur coquille ou bien synthétisées.By pigments, it is necessary to include particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition. By nacres, it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized.
Les pigments peuvent être blancs ou colorés, minéraux et/ou organiques. On peut citer, parmi les pigments minéraux, le dioxyde de titane, éventuellement traité en surface, les oxydes de zirconium ou de cérium, ainsi que les oxydes de zinc, de fer (noir, jaune ou rouge) ou de chrome, le violet de manganèse, le bleu outremer, l'hydrate de chrome et le bleu ferrique, les poudres métalliques comme la poudre d'aluminium, la poudre de cuivre. Parmi les pigments organiques, on peut citer le noir de carbone, les pigments de type D & C, et les laques à base de carmin de cochenille, de baryum, strontium, calcium, aluminium.The pigments may be white or colored, mineral and / or organic. Among the inorganic pigments, titanium dioxide, optionally surface-treated, zirconium oxide or cerium oxides, and oxides of zinc, iron (black, yellow or red) or chromium, the violet of manganese, ultramarine blue, chromium hydrate and ferric blue, metal powders such as aluminum powder, copper powder. Among the organic pigments, mention may be made of carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.
On peut également citer les pigments à effet tels les particules comportant un substrat organique ou minéral, naturel ou synthétique, par exemple le verre, les résines acrylique, le polyester, le polyuréthane, le polyéthylène téréphtalate, les céramiques ou les alumines, ledit substrat étant recouvert ou non de substances métalliques comme l'aluminium, l'or, l'argent, le platine, le cuivre, le bronze, ou d'oxydes métalliques comme le dioxyde de titane, l'oxyde de fer, l'oxyde de chrome et leurs mélanges.Mention may also be made of effect pigments such as particles comprising an organic or inorganic, natural or synthetic substrate, for example glass, acrylic resins, polyester, polyurethane, polyethylene terephthalate, ceramics or aluminas, said substrate being covered or not with metallic substances such as aluminum, gold, silver, platinum, copper, bronze, or metal oxides such as titanium dioxide, iron oxide, chromium oxide and their mixtures.
Les pigments nacrés peuvent être choisis parmi les pigments nacrés blancs tels que le mica recouvert de titane, ou d'oxychlorure de bismuth, les pigments nacrés colorés tels que le mica titane recouvert avec des oxydes de fer, le mica titane recouvert avec notamment du bleu ferrique ou de l'oxyde de chrome, le mica titane recouvert avec un pigment organique du type précité ainsi que les pigments nacrés à base d'oxychlorure de bismuth. On peut également utiliser les pigments interférentiels, notamment à cristaux liquides ou multicouches.The pearlescent pigments may be chosen from white pearlescent pigments such as mica coated with titanium, or bismuth oxychloride, colored pearlescent pigments such as titanium mica coated with iron oxides, titanium mica coated with, inter alia, blue. ferric oxide or chromium oxide, titanium mica coated with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride. It is also possible to use interferential pigments, in particular liquid crystal or multilayer pigments.
Le terme alkyl mentionné dans les composés cités précédemment désigne notamment un groupe alkyle ayant de 1 à 30 atomes de carbone, de préférence ayant de 5 à 16 atomes de carbone.The term alkyl mentioned in the compounds mentioned above denotes in particular an alkyl group having from 1 to 30 carbon atoms, preferably having from 5 to 16 carbon atoms.
Des pigments traités hydrophobes sont notamment décrits dans la demande EP-A- 1086683.Hydrophobic treated pigments are described in particular in application EP-A-1086683.
Les colorants hydrosolubles sont par exemple le jus de betterave, le bleu de méthylène.The water-soluble dyes are, for example, beet juice, methylene blue.
Les colorants liposolubles, synthétiques ou naturels sont, par exemple, le DC Red 17, le DC Red 21, le DC Red 27, le DC Green 6, le DC Yellow 11, le DC Violet 2, le DC Orange 5, le rouge Soudan, les carotènes (le β-carotène, le lycopène), les xanthophylles (capsanthine, capsorubine, lutéine), l'huile de palme, le brun Soudan, le jaune quinoléine, le rocou, le curcumin.Liposoluble, synthetic or natural dyes are, for example, DC Red 17, DC Red 21, DC Red 27, DC Green 6, DC Yellow 11, DC Violet 2, DC Orange 5, Sudan red, carotenes (β-carotene, lycopene), xanthophylls (capsanthin, capsorubin, lutein), palm oil, Sudan brown, quinoline yellow, annatto, curcumin.
Les matières colorantes, en particulier les pigments traités avec un agent hydrophobe, peuvent être présents dans la composition en une teneur allant de 0,1 % à 50 % en poids, par rapport au poids total de la composition, de préférence allant de 0,5 % à 30 % en poids, et préférentiellement allant de 1 % à 20 % en poids.The dyestuffs, in particular the pigments treated with a hydrophobic agent, may be present in the composition in a content ranging from 0.1% to 50% by weight, relative to the total weight of the composition, preferably ranging from 5% to 30% by weight, and preferably ranging from 1% to 20% by weight.
Charges :Charges:
La composition selon l'invention peut comprendre au moins une charge Au sens de la présente invention, par « charge » on désigne des particules solides de toutes formes, qui se présentent sous une forme insoluble et dispersée dans le milieu de la composition, même à des températures pouvant atteindre la température de fusion de tous les corps gras de la composition.The composition according to the invention may comprise at least one filler. For the purposes of the present invention, the term "filler" means solid particles of any form, which are in an insoluble form and dispersed in the medium of the composition, even when temperatures that can reach the melting point of all the fatty substances of the composition.
Généralement, les charges utilisées selon l'invention sont incolores ou blanches à savoir non pigmentaires, c'est-à-dire qu'elles ne sont pas utilisées pour conférer une couleur ou teinte particulière à la composition selon l'invention, même si leur utilisation peut conduire de manière inhérente à un tel résultat. Ces charges servent notamment à modifier la rhéologie ou la texture de la composition.Generally, the fillers used according to the invention are colorless or white, ie non-pigmentary, that is to say they are not used to impart a particular color or hue to the composition according to the invention, even if their use can inherently lead to such a result. These fillers serve in particular to modify the rheology or the texture of the composition.
Elles sont donc, à ce titre, distinctes des nacres, des matières pigmentaires organiques comme par exemple le noir de carbone, les pigments de type D & C, et les laques à base de carmin de cochenille, de baryum, strontium, calcium, aluminium et des matières pigmentaires inorganiques comme par exemple le dioxyde de titane, les oxydes de zirconium ou de cérium, ainsi que les oxydes de fer (noir, jaune ou rouge) ou de chrome, le violet de manganèse, le bleu outremer, l'hydrate de chrome et le bleu ferrique qui, elles, sont utilisées pour procurer un effet de teinte et de coloration aux compositions les incorporant. De tels composés ne sont pas couverts, au sens de l'invention, par la définition de charges qui couvrent donc les charges non pigmentaires pouvant être organiques ou inorganiques.As such, they are, in this respect, distinct from nacres, organic pigment materials such as, for example, carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum. and inorganic pigment materials such as, for example, titanium dioxide, zirconium or cerium oxides, as well as iron oxides (black, yellow or red) or chromium, manganese violet, ultramarine blue, hydrate chromium and ferric blue, which are used to provide a hue and color effect to the compositions incorporating them. Such compounds are not covered, within the meaning of the invention, by the definition of charges which therefore cover non-pigmentary fillers that may be organic or inorganic.
Les charges non pigmentaires utilisées dans les compositions selon la présente invention peuvent être de formes lamellaires, globulaires, sphériques, de type fibres, ou de toute autre forme intermédiaire entre ces formes définies. La taille des particules, à savoir leur granulométrie, est choisie de manière à assurer une bonne dispersion des charges dans la composition selon l'invention. La granulométrie des particules peut se distribuer dans la plage allant de 5 μm à 10 nm, en particulier de 10 μm à 10 nm. Les charges selon l'invention peuvent être ou non enrobées superficiellement, en particulier traitées en surface par des silicones, des acides aminés, des dérivés fluorés ou toute autre substance favorisant la dispersion et la compatibilité de la charge dans la composition.The non-pigmentary fillers used in the compositions according to the present invention may be of lamellar, globular, spherical, fiber-like, or any other form intermediate between these defined forms. The size of the particles, namely their particle size, is chosen so as to ensure good dispersion of the fillers in the composition according to the invention. The particle size of the particles may be distributed in the range from 5 μm to 10 nm, in particular from 10 μm to 10 nm. The fillers according to the invention may or may not be surface-coated, in particular surface-treated with silicones, amino acids, fluorinated derivatives or any other substance that promotes dispersion and compatibility of the filler in the composition.
Charges minérales Au sens de la présente invention, les termes « minérale » et « inorganique » sont utilisés de manière interchangeable.Mineral Loads For the purposes of the present invention, the terms "mineral" and "inorganic" are used interchangeably.
Parmi les charges minérales non pigmentaires utilisables dans les compositions selon l'invention, on peut citer le talc, le mica, la silice, la perlite notamment disponible dans le commerce auprès de la société WORLD MINERALS EUROPE sous la dénomination commerciale Perlite P1430, Perlite P2550 ou Perlite P204, le kaolin, le carbonate de calcium précipité, le carbonate et l'hydrogéno-carbonate de magnésium, l'hydroxyapatite, le nitrure de bore, les microsphères de silice creuses (Silica Beads® de Maprecos), les microcapsules de verre ou de céramique, et leurs mélanges.Among the non-pigmentary inorganic fillers that can be used in the compositions according to the invention, mention may be made of talc, mica, silica, perlite, which is especially commercially available from WORLD MINERALS EUROPE under the trade name Perlite P1430 and Perlite P2550. or Perlite P204, kaolin, precipitated calcium carbonate, magnesium carbonate and hydrogen carbonate, hydroxyapatite, boron nitride, hollow silica microspheres (Silica Beads ® from Maprecos), glass microcapsules or ceramic, and mixtures thereof.
Selon un mode de réalisation, la composition cosmétique selon l'invention comprend au moins une charge minérale non pigmentaire choisie parmi le groupe comprenant le kaolin, le talc, la silice, la perlite, l'argile et leurs mélanges.According to one embodiment, the cosmetic composition according to the invention comprises at least one non-pigmentary inorganic filler selected from the group comprising kaolin, talc, silica, perlite, clay and mixtures thereof.
Charges organiquesOrganic loads
Parmi les charges organiques, on peut citer les poudres de polyamide (Nylon® Orgasol® de chez Atochem), de poly-β-alanine et polyéthylène, la lauroyl-lysine, l'amidon, les poudres de polymères de tétrafluoroéthylène (Téflon®), les microsphères creuses de polymères telles que celles de chlorure de polyvinylidène/acrylonitrile comme l'Expancel® (Nobel Industrie), de copolymère d'acide acrylique (tel que le polytrap (Dow Corning)), les copolymères acrylates, le PMMA, le stéarate d' oligomère d'acide 12-hydroxystéarique et les microbilles de résine de silicone (Tospearls® de Toshiba, par exemple), le carbonate et l'hydrogéno-carbonate de magnésium, les savons métalliques dérivés d'acides organiques carboxyliques ayant de 8 à 22 atomes de carbone, de préférence de 12 à 18 atomes de carbone, par exemple le stéarate de zinc, de magnésium ou de lithium, le laurate de zinc, le myristate de magnésium, et leurs mélanges. Au sens de la présente invention, les charges organiques sont distinctes des pigments.Among the organic fillers include powders of polyamide (Nylon ® ® Orgasol from Atochem), poly-β-alanine and polyethylene, lauroyllysine, starch, tetrafluoroethylene polymer powders (Teflon ®) , hollow polymer microspheres such as those of polyvinylidene chloride / acrylonitrile, for instance Expancel ® (Nobel Industrie), acrylic acid copolymer (such as Polytrap (Dow Corning)), acrylates copolymers, PMMA, 12-hydroxystearic acid oligomer stearate and silicone resin microspheres (Toshiba's Tospearls ® , for example), magnesium carbonate and hydrogen carbonate, metal soaps derived from organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate, and mixtures thereof. For the purpose of the present invention, the organic fillers are distinct from the pigments.
11 peut également s'agir de particules comprenant un copolymère, ledit copolymère comprenant du trimé thy loi hexyllactone. En particulier, il peut s'agir d'un copolymère d'hexaméthylène di-isocyanate/triméthylol hexyllactone. De telles particules sont notamment disponibles dans le commerce, par exemple sous la dénomination de PLASTIC POWDER D- 400® ou PLASTIC POWDER D-800® de la société TOSHIKI.It may also be particles comprising a copolymer, said copolymer comprising trimethyl thyxyllactone. In particular, it may be a hexamethylene diisocyanate / trimethylol hexyllactone copolymer. Such particles are in particular commercially available, for example under the name PLASTIC POWDER D-400 ® or PLASTIC POWDER D-800 ® from the company TOSHIKI.
Selon un mode de réalisation, une composition de l'invention peut comprendre au moins une charge choisie parmi le talc, la silice, l'amidon, l'argile, le kaolin, la perlite, et leurs mélanges. Un ou plusieurs agents dispersants peuvent être le cas échéant utilisés pour protéger les charges ou particules dispersées contre leur agglomération ou floculation. Ils peuvent être ajoutés indépendamment des charges ou particules solides ou sous forme de dispersion colloïdale de particules. La concentration en dispersant est choisie de manière à obtenir une dispersion satisfaisante des particules solides (sans floculation).According to one embodiment, a composition of the invention may comprise at least one filler selected from talc, silica, starch, clay, kaolin, perlite, and mixtures thereof. One or more dispersing agents may be optionally used to protect the dispersed fillers or particles against agglomeration or flocculation. They can be added independently of solid charges or particles or as a colloidal dispersion of particles. The dispersant concentration is chosen so as to obtain a satisfactory dispersion of the solid particles (without flocculation).
Cet agent dispersant peut être un tensioactif, un oligomère, un polymère ou un mélange de plusieurs d'entre eux, portant une ou des fonctionnalités ayant une affinité forte pour la surface des particules à disperser. En particulier, on utilise les esters de l'acide polyhydroxy-This dispersing agent may be a surfactant, an oligomer, a polymer or a mixture of several of them, bearing one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, the esters of polyhydroxy acid are used.
12 stéarique tel que le stéarate d'acide poly(12-hydroxystéarique) de poids moléculaire d'environ 750g/mole tel que celui vendu sous le nom de SolsperseStearic acid such as poly (12-hydroxystearic acid) stearate with a molecular weight of approximately 750 g / mole, such as that sold under the name Solsperse.
21 000® par la société Avecia, les esters de l'acide polyhydroxy-12-stéarique avec des polyols comme le glycérol, la diglycérine, tels que le polyglyceryl-2 dipolyhydroxystearate (nom CTFA) vendu sous la référence Dehymuls PGPH® par la société HENKEL (ou poly (12- hydroxy stéarate) de diglycérol), ou encore l'acide poly (12-hydroxy stéarique) tel que celui vendu sous la référence Arlacel PlOO par la société Uniqema et leurs mélanges.21000 ® by the company Avecia, esters of polyhydroxy-12-stearic acid with polyols such as glycerol, diglycerol, such as polyglyceryl-2 dipolyhydroxystearate (CTFA name), sold under the Dehymuls PGPH reference ® by the company HENKEL (or poly (12-hydroxy stearate) diglycerol), or poly (12-hydroxy stearic acid) such as that sold under the reference Arlacel PlOO by Uniqema and their mixtures.
Comme autre dispersant utilisable dans la composition de l'invention, on peut citer les dérivés ammonium quaternaire d'acides gras polycondensés comme le Solsperse 17 000® vendu par la société Avecia, les mélanges de poly diméthylsiloxane/oxypropylène tels que ceux vendus par la société Dow Corning sous les références DC2-5185, DC2-5225 C.As another dispersant used in the composition of the invention, there may be mentioned quaternary ammonium fatty acid derivatives of polycondensed as Solsperse 17 000 ® sold by the company Avecia, and mixtures of polydimethylsiloxane / oxypropylene such as those sold by the company Dow Corning as DC2-5185, DC2-5225C.
Une composition de l'invention doit être cosmétiquement ou dermatologiquement acceptable, à savoir contenir un milieu physiologiquement acceptable non toxique et susceptible d'être appliqué sur les lèvres d'êtres humains. Par cosmétiquement acceptable, on entend au sens de l'invention une composition d'aspect, d'odeur et de toucher agréables. La composition selon l'invention peut également contenir des ingrédients couramment utilisés en cosmétique, tels que les vitamines, les épaississants, les oligo-éléments, les adoucissants, les séquestrants, les parfums, les agents alcalinisants ou acidifiants, les conservateurs, les filtres solaires, les tensioactifs, les anti- oxydants, les agents anti-chutes des cheveux, les agents anti-pelliculaires, les agents propulseurs, ou leurs mélanges.A composition of the invention must be cosmetically or dermatologically acceptable, namely to contain a physiologically acceptable medium which is non-toxic and may be applied to the lips of human beings. By cosmetically acceptable is meant in the sense of the invention a composition of appearance, smell and pleasant touch. The composition according to the invention may also contain ingredients commonly used in cosmetics, such as vitamins, thickeners, trace elements, softeners, sequestering agents, perfumes, alkalizing or acidifying agents, preservatives, sunscreens. surfactants, antioxidants, anti-hair loss agents, anti-dandruff agents, propellants, or mixtures thereof.
Bien entendu, l'homme du métier veillera à choisir ce ou ces éventuels composés complémentaires, et/ou leur quantité, de manière telle que les propriétés avantageuses de la composition correspondante selon l'invention ne soient pas, ou substantiellement pas, altérées par l'adjonction envisagée.Of course, a person skilled in the art will take care to choose this or these optional additional compounds, and / or their quantity, in such a way that the advantageous properties of the corresponding composition according to the invention are not, or not substantially, impaired by the envisaged addition.
Selon un autre aspect, l'invention concerne également un ensemble cosmétique comprenant : i) un récipient délimitant au moins un compartiment, ledit récipient étant fermé par un élément de fermeture ; et ii) une composition disposée à l'intérieur dudit compartiment, la composition étant conforme à l'invention.According to another aspect, the invention also relates to a cosmetic assembly comprising: i) a container delimiting at least one compartment, said container being closed by a closure element; and ii) a composition disposed within said compartment, the composition being in accordance with the invention.
Le récipient peut être sous toute forme adéquate. Il peut être notamment sous forme d'un flacon, d'un tube, d'un pot, d'un étui, d'une boite, d'un sachet ou d'un boîtier.The container can be in any suitable form. It may especially be in the form of a bottle, a tube, a pot, a case, a box, a bag or a case.
L'élément de fermeture peut être sous forme d'un bouchon amovible, d'un couvercle, d'un opercule, d'une bande déchirable, ou d'une capsule, notamment du type comportant un corps fixé au récipient et une casquette articulée sur le corps. Il peut être également sous forme d'un élément assurant la fermeture sélective du récipient, notamment une pompe, une valve, ou un clapet.The closure element may be in the form of a removable cap, a lid, a lid, a tearable strip, or a capsule, in particular of the type comprising a body fixed to the container and an articulated cap. on the body. It can also be in the form of an element ensuring the selective closure of the container, including a pump, a valve, or a valve.
Le récipient peut être associé à un applicateur, notamment sous forme d'une brosse comportant un arrangement de poils maintenus par un fil torsadé. Une telle brosse torsadée est décrite notamment dans le brevet US 4 887 622. Il peut être également sous forme d'un peigne comportant une pluralité d'éléments d'application, obtenus notamment de moulage. De tels peignes sont décrits par exemple dans le brevet FR 2 796 529. L'applicateur peut être sous forme d'un pinceau, tel que décrit par exemple dans le brevet FR 2 722 380. L'applicateur peut être sous forme d'un bloc de mousse ou d'élastomère, d'un feutre, ou d'une spatule. L'applicateur peut être libre (houppette ou éponge) ou solidaire d'une tige portée par l'élément de fermeture, tel que décrit par exemple dans le brevet US 5 492 426. L'applicateur peut être solidaire du récipient, tel que décrit par exemple le brevet FR 2 761 959.The container may be associated with an applicator, particularly in the form of a brush comprising an arrangement of bristles held by a twisted wire. Such a twisted brush is described in particular in US Pat. No. 4,887,622. It may also be in the form of a comb comprising a plurality of application elements, obtained in particular from molding. Such combs are described for example in patent FR 2 796 529. The applicator may be in the form of a brush, as described for example in patent FR 2 722 380. The applicator may be in the form of a block of foam or elastomer, felt, or spatula. The applicator may be free (puff or sponge) or integral with a rod carried by the element as described for example in US Pat. No. 5,492,426. The applicator may be integral with the receptacle, as described for example in patent FR 2 761 959.
Le produit peut être contenu directement dans le récipient, ou indirectement. A titre d'exemple, le produit peut être disposé sur un support imprégné, notamment sous forme d'une lingette ou d'un tampon, et disposé (à l'unité ou plusieurs) dans une boîte ou dans un sachet. Un tel support incorporant le produit est décrit par exemple dans la demande WO 01/03538.The product can be contained directly in the container, or indirectly. By way of example, the product may be placed on an impregnated support, in particular in the form of a wipe or a tampon, and arranged (individually or in several) in a box or in a bag. Such a support incorporating the product is described for example in the application WO 01/03538.
L'élément de fermeture peut être couplé au récipient par vissage. Alternativement, le couplage entre l'élément de fermeture et le récipient se fait autrement que par vissage, notamment via un mécanisme à baïonnette, par encliquetage, serrage, soudage, collage, ou par attraction magnétique. Par "encliquetage" on entend en particulier tout système impliquant le franchissement d'un bourrelet ou d'un cordon de matière par déformation élastique d'une portion, notamment de l'élément de fermeture, puis par retour en position non contrainte élastiquement de ladite portion après le franchissement du bourrelet ou du cordon.The closure member may be coupled to the container by screwing. Alternatively, the coupling between the closure element and the container is other than by screwing, in particular via a bayonet mechanism, snap-fastening, clamping, welding, gluing, or magnetic attraction. By "latching" is meant in particular any system involving the crossing of a bead or a bead of material by elastic deformation of a portion, in particular of the closure element, then by return to the position not elastically constrained of said portion after crossing the bead or cord.
Le récipient peut être au moins pour partie réalisé en matériau thermoplastique. A titre d'exemples de matériaux thermoplastiques, on peut citer le polypropylène ou le polyéthylène. Alternativement, le récipient est réalisé en matériau non thermoplastique, notamment en verre ou en métal (ou alliage).The container may be at least partly made of thermoplastic material. Examples of thermoplastic materials include polypropylene or polyethylene. Alternatively, the container is made of non-thermoplastic material, in particular glass or metal (or alloy).
Le récipient peut être à parois rigides ou à parois déformables, notamment sous forme d'un tube ou d'un flacon tube.The container may have rigid walls or deformable walls, in particular in the form of a tube or a tube flask.
Le récipient peut comprendre des moyens destinés à provoquer ou faciliter la distribution de la composition. A titre d'exemple, le récipient peut être à parois déformables de manière à provoquer la sortie de la composition en réponse à une surpression à l'intérieur du récipient, laquelle surpression est provoquée par écrasement élastique (ou non élastique) des parois du récipient. Alternativement, notamment lorsque le produit est sous forme d'un stick, ce dernier peut être entraîné par un mécanisme à piston. Toujours dans le cas d'un stick, notamment de produit de maquillage (rouge à lèvres, fond de teint, etc.), le récipient peut comporter un mécanisme, notamment à crémaillère, ou avec une tige filetée, ou avec une rampe hélicoïdale, et apte à déplacer un stick en direction de ladite ouverture. Un tel mécanisme est décrit par exemple dans le brevet FR 2 806 273 ou dans le brevet FR 2 775 566. Un tel mécanisme pour un produit liquide est décrit dans le brevet FR 2 727 609.The container may include means for causing or facilitating the dispensing of the composition. By way of example, the container may have deformable walls so as to cause the composition to exit in response to an overpressure inside the container, which excess pressure is caused by elastic (or non-elastic) crushing of the walls of the container. . Alternatively, especially when the product is in the form of a stick, the latter can be driven by a piston mechanism. Still in the case of a stick, in particular makeup product (lipstick, foundation, etc.), the container may comprise a mechanism, including rack, or with a threaded rod, or with a helical ramp, and able to move a stick towards said opening. Such a mechanism is described by for example in the patent FR 2 806 273 or in the patent FR 2 775 566. Such a mechanism for a liquid product is described in patent FR 2 727 609.
Le récipient peut être constitué d'un boîtier avec un fond délimitant au moins un logement contenant la composition, et un couvercle, notamment articulé sur le fond, et apte à recouvrir au moins en partie ledit fond. Un tel boîtier est décrit par exemple dans la demande WO 03/018423 ou dans le brevet FR 2 791 042.The container may consist of a housing with a bottom defining at least one housing containing the composition, and a cover, in particular articulated on the bottom, and adapted to cover at least part of said bottom. Such a housing is described for example in the application WO 03/018423 or in the patent FR 2 791 042.
Le récipient peut être équipé d'un essoreur disposé au voisinage de l'ouverture du récipient. Un tel essoreur permet d'essuyer l'applicateur et éventuellement, la tige dont il peut être solidaire. Un tel essoreur est décrit par exemple dans le brevet FR 2 792 618.The container may be equipped with a wiper arranged in the vicinity of the opening of the container. Such a wiper makes it possible to wipe the applicator and possibly the rod which it can be secured. Such a wiper is described, for example, in patent FR 2 792 618.
La composition peut être à la pression atmosphérique à l'intérieur du récipient (à température ambiante) ou pressurisée, notamment au moyen d'un gaz propulseur (aérosol). Dans ce dernier cas, le récipient est équipé d'une valve (du type de celles utilisées pour les aérosols).The composition may be at atmospheric pressure inside the container (at room temperature) or pressurized, in particular by means of a propellant (aerosol). In the latter case, the container is equipped with a valve (of the type used for aerosols).
La présente invention se rapporte également à un produit cosmétique de maquillage et/ou de soin des matières kératiniques comprenant au moins deux compositions qui peuvent être appliquées successivement sur les matières kératiniques, notamment sur les lèvres. La présente invention concerne également un procédé de maquillage du visage et du corps mettant en œuvre ces deux compositions. Elles sont de préférence appliquées successivement sur les matières kératiniques : la première composition, puis la deuxième composition.The present invention also relates to a cosmetic product for makeup and / or care of keratinous materials comprising at least two compositions that can be applied successively to keratin materials, especially on the lips. The present invention also relates to a process for makeup of the face and the body using these two compositions. They are preferably applied successively to the keratin materials: the first composition, then the second composition.
Ces deux compositions sont classiquement appelées topcoat et basecoat.These two compositions are conventionally called topcoat and basecoat.
L'invention concerne ainsi, selon ce mode de réalisation, un produit (également appelé kit) de maquillage et/ou de soin des matières kératiniques, notamment les lèvres, comprenant une première composition et une seconde composition conditionnées dans des récipients distincts, - la première composition contenant dans un milieu physiologiquement acceptable : a) une résine de siloxane comprenant les unités :The invention thus relates, according to this embodiment, to a product (also known as a kit) for makeup and / or care of keratin materials, in particular the lips, comprising a first composition and a second composition packaged in separate containers, first composition containing in a physiologically acceptable medium: a) a siloxane resin comprising the units:
(i) (RSSiOi/Λ(i) (RSSiOi / Λ
avec with
R1, R2 et R3 représentant indépendamment un groupement alkyle ayant de 1 àR 1 , R 2 and R 3 independently represent an alkyl group having from 1 to
8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a étant compris entre 0,05 et 0,5, b étant compris entre zéro et 0,3, c étant supérieur à zéro, d étant compris entre 0,05 et 0,6, a + b + c + d = l, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle, et b) au moins une huile siliconée phénylée, - et la seconde composition, distincte de la première, comprenant au moins un corps gras.8 carbon atoms, an aryl group, a carbinol group or an amino group, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0 , 05 and 0.6, a + b + c + d = 1, provided that more than 40 mol% of the groups R 3 of the siloxane resin are propyl groups, and b) at least one phenyl silicone oil, and the second composition, distinct from the first, comprising at least one fatty substance.
Le corps gras de la seconde composition est choisi de préférence parmi les cires et les huiles non volatiles.The fatty substance of the second composition is preferably chosen from waxes and non-volatile oils.
Selon un mode de réalisation préféré, la seconde composition comprend au moins une cire et au moins une huile non volatile.According to a preferred embodiment, the second composition comprises at least one wax and at least one non-volatile oil.
De façon avantageuse, la cire est une cire de tournesol.Advantageously, the wax is a sunflower wax.
De façon préférée, l'huile non volatile telle que les triglycérides d'acide carylique/caprique.Preferably, the non-volatile oil such as caryl / capric acid triglycerides.
La présence d'une seconde composition appliquée sur la première composition sur les matières kératiniques permet notamment d'améliorer les propriétés de brillance et/ou de confort.The presence of a second composition applied to the first composition on keratin materials makes it possible in particular to improve the gloss and / or comfort properties.
Le contenu de tous les brevets ou demandes de brevets cités précédemment sont incorporés par référence dans la présente demande.The contents of all patents or patent applications cited above are incorporated by reference in this application.
Dans la demande, les teneurs, sauf mention express contraire, sont exprimées en poids par rapport au poids total de la composition. L'invention est illustrée plus en détails par les exemples décrits ci-après donnés à titre illustratif et sans caractère limitatif. Les pourcentages sont des pourcentages en poids.In the application, the contents, unless expressly stated otherwise, are expressed by weight relative to the total weight of the composition. The invention is illustrated in greater detail by the examples described below given for illustrative and non-limiting purposes. Percentages are percentages by weight.
Exemple N0 1 : Préparation des résines de siloxaneEXAMPLE N 0 1 Preparation of Siloxane Resins
On utilise les résines suivantes :The following resins are used:
Résine MQ = une résine MQ de formule Mo,43Qo,57 et de Mn = 3 230 dissoute dans du xylène à 70,8 % en poids de solides. La résine MQ a été fabriquée selon les techniques décrites pas Daudt dans le brevet US 2 676 182.Resin MQ = an MQ resin of formula M o , 4 3Qo, 57 and M n = 3230 dissolved in xylene at 70.8% by weight solids. The MQ resin was manufactured according to the techniques described by Daudt in US Patent 2,676,182.
Résine de propyle T = une résine de propyle silsesquioxane à 74,8 % en poids dans du toluène. La résine de propyle silsesquioxane a été obtenue par hydrolyse de propyle trichlorosilane.Propyl resin T = a propyl resin silsesquioxane 74.8% by weight in toluene. Silsesquioxane propyl resin was obtained by hydrolysis of propyl trichlorosilane.
Préparation de résines MQIPr Preparation of MQI Pr resins
Une résine MQ, une résine de propyle T, du xylène et du KOH 1 M dans de l'eau dans les proportions présentées dans le tableau 1 sont introduits dans un tricol muni d'un agitateur, d'une sonde de température et d'un appareil de Dean Stark équipé d'un condenseur au sommet. Du xylène est pré-introduit dans l'appareil de Dean Stark afin de s'assurer de maintenir un niveau de solides de 50 % dans le réacteur. Le mélange dans le réacteur est maintenu à une température de reflux (entre 100 et 140 0C) pendant au moins 3 heures. Toute eau se formant dans le mélange réactionnel est éliminée en continu le cas échéant et piégée sous forme d'un azéotrope dans l'appareil de Dean Stark. Après 3 heures de reflux, l'eau est éliminée de l'appareil et le chauffage est poursuivi pendant 30 minutes supplémentaires. Après refroidissement du mélange, un excès d'acide acétique est ajouté afin de neutraliser le KOH dans le mélange. Le mélange est ensuite filtré afin d'éliminer les sels formés en le passant au travers d'un filtre sous pression. Un échange de solvant est réalisé en chauffant le mélange dans un évaporateur rotatif sous vide. Après élimination de la majorité du xylène, du décaméthylcyclopentasiloxane -ou de l'isododécane- est ajouté tout en continuant d'éliminer tout solvant aromatique résiduel. Les structures des résines de siloxane résultantes sont caractérisées par spectroscopie RMN 29Si et CPG et les résultats sont récapitulés dans le tableau 2 ci-dessous. Tableau 1An MQ resin, a propyl resin T, xylene and 1M KOH in water in the proportions shown in Table 1 are introduced into a three-neck equipped with a stirrer, a temperature probe and a a Dean Stark apparatus equipped with a condenser at the top. Xylene is pre-introduced into the Dean Stark apparatus to ensure a 50% solids level is maintained in the reactor. The mixture in the reactor is maintained at a reflux temperature (between 100 and 140 ° C.) for at least 3 hours. Any water forming in the reaction mixture is removed continuously if necessary and entrapped as an azeotrope in the Dean Stark apparatus. After refluxing for 3 hours, water is removed from the apparatus and heating is continued for another 30 minutes. After cooling the mixture, an excess of acetic acid is added to neutralize the KOH in the mixture. The mixture is then filtered in order to remove the salts formed by passing it through a pressure filter. Solvent exchange is achieved by heating the mixture in a rotary vacuum evaporator. After removal of the majority of the xylene, decamethylcyclopentasiloxane or isododecane is added while continuing to remove any residual aromatic solvent. The structures of the resulting siloxane resins are characterized by 29 Si and CPG NMR spectroscopy and the results are summarized in Table 2 below. Table 1
Tableau 2Table 2
Exemple N0 2 : Rouge à lèyres liquide La formule de rouge à lèvres suivante a été préparée Example N 0 2: Liquid Lipstick The following lipstick formula was prepared
Mode opératoire : a. Les charges et les pigments éventuellement présents sont broyés dans une partie de la phase huileuse. b. Le reste des ingrédients liposolubles sont ensuite mélangés à une température de l'ordre de 100 0C. Le broyât est alors ajouté dans la phase huileuse. c. On place le mélange sous agitation RAYNERI pendant 45 min et on ajoute la résine siloxane à température ambiante. d. On coule la formule dans des bouillottes étanches à l'isododécane.Procedure: a. The fillers and pigments possibly present are milled in part of the oily phase. b. The remainder of the fat-soluble ingredients are then mixed at a temperature of the order of 100 ° C. The ground material is then added to the oily phase. vs. The RAYNERI mixture is stirred for 45 minutes and the siloxane resin is added at room temperature. d. The formula is poured into isododecane-tight water bottles.
La composition obtenue forme un dépôt brillant, de longue tenue et confortable sur les lèvres.The resulting composition forms a bright, long-lasting and comfortable deposit on the lips.
Exemple N0 3: Rouge à lèyres liquide La formule de rouge à lèvres suivante a été préparée (même mode de préparation que celui décrit précédemment).Example N 0 3: Liquid Lipstick The following lipstick formula has been prepared (same method of preparation as that described above).
Elle contient entre autre deux huiles siliconées phénylées.It contains, among other things, two phenyl silicone oils.
La composition obtenue forme un dépôt brillant, de longue tenue et confortable sur les lèvres. The resulting composition forms a bright, long-lasting and comfortable deposit on the lips.

Claims

Revendications claims
1. - Procédé de maquillage et/ou de soin des matières kératiniques, dans lequel on applique sur les matières kératiniques, et notamment les lèvres, une composition contenant dans un milieu physiologiquement acceptable : a) une résine de siloxane comprenant les unités :1. - A process for makeup and / or care of keratin materials, wherein is applied to the keratin materials, and in particular the lips, a composition containing in a physiologically acceptable medium: a) a siloxane resin comprising the units:
(i) (RSSiOi/Λ (iv) (SiO4/2)d avec(i) (RSSiOi / Λ (iv) (SiO 4/2 ) d with
R1, R2 et R3 représentant indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a étant compris entre 0,05 et 0,5, b étant compris entre zéro et 0,3, c étant supérieur à zéro, d étant compris entre 0,05 et 0,6, a + b + c + d = l, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle, et b) au moins une huile siliconée phénylée.R 1 , R 2 and R 3 independently represent an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0.05 and 0.6, a + b + c + d = 1, provided that more than 40 mol% of the R 3 groups of the resin siloxane are propyl groups, and b) at least one phenyl silicone oil.
2. Procédé de maquillage et/ou de soin des matières kératiniques selon la revendication 1, caractérisé en ce que ladite résine de siloxane comprend les unités : (iii) (R3Si03/2)c et (iv) (SiO4/2)d avec R1 et R3 représentant indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, Rl étant de préférence un groupement méthyle et R3 étant de préférence un groupement propyle, a étant compris entre 0,05 et 0,5, de préférence entre 0,15 et 0,4, c étant supérieur à zéro, de préférence entre 0,15 et 0,4, d étant compris entre 0,05 et 0,6, de préférence entre 0,2 et 0,6, ou encore entre 0,2 et2. A process for making up and / or caring for keratin materials according to claim 1, characterized in that said siloxane resin comprises the units: (iii) (R 3 SiO 3/2 ) c and (iv) (SiO 4/2 ) d with R 1 and R 3 independently representing an alkyl group having 1 to 8 carbon atoms, R 1 being preferably a methyl group and R3 is preferably a propyl group, a being between 0.05 and 0.5, preferably between 0.15 and 0.4, c being greater than zero, preferably between 0.15 and 0.4, d is between 0.05 and 0.6, preferably between 0.2 and 0.6, or between 0.2 and
0,55, a + b + c + d = 1, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle.0.55, a + b + c + d = 1, provided that more than 40 mol% of the R 3 groups of the siloxane resin are propyl groups.
3. Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications 1 à 2, caractérisé en ce que ladite résine de siloxane est obtenue par un procédé comprenant la réaction entre : A) une résine MQ comprenant au moins 80 % en moles d'unités (R^SiOm^ et3. Process for making up and / or caring for keratin materials according to any one of claims 1 to 2, characterized in that said siloxane resin is obtained by a process comprising the reaction between: A) an MQ resin comprising at least 80 mol% of units (R 1 SiO 2) and
(SiO4/2)d(SiO 4/2 ) d
R1 représentant un groupement méthyle, a et d étant supérieurs à zéro, le rapport a/d étant compris entre 0,5 et 1,5 ; etR 1 represents a methyl group, a and d being greater than zero, the ratio a / d being between 0.5 and 1.5; and
B) une résine de T propyle comprenant au moins 80 % en moles d'unités (R3Siθ3/2)c, R3 représentant un groupement propyle, c étant supérieur à zéro, où le ratio massique A/B est compris entre 95:5 et 15:85, de préférence le ratio massique A/B est de 30 :70.B) a T propyl resin comprising at least 80 mole% of units (R 3 Siθ3 / 2) c, where R 3 is a propyl group, c being greater than zero, wherein the weight ratio A / B is between 95 : 5 and 15:85, preferably the mass ratio A / B is 30:70.
4. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que l'huile siliconée phénylée est choisie parmi les silicones phénylées de formule (VII) suivante :4. - A method of making up and / or care of keratin materials according to any one of the preceding claims, characterized in that the phenyl silicone oil is chosen from the phenyl silicones of formula (VII) below:
HQC — CH, (VII) dans laquelle : - Rl à R6, indépendamment les uns des autres, sont des radicaux hydrocarbonés, saturés ou insaturés, linéaires cycliques ou ramifiés, en C1-C30,H Q C - CH, (VII) in which : R 1 to R 6, independently of one another, are linear or cyclic, saturated or unsaturated, C 1 -C 30 hydrocarbon-based radicals,
- m, n et p sont, indépendamment les uns des autres, des nombres entiers compris entre 0 et 100, sous réserve que la somme 'n + m' est comprise entre 1 et 100.- m, n and p are, independently of one another, integers between 0 and 100, provided that the sum 'n + m' is between 1 and 100.
5. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que Rl à R6, indépendamment les uns des autres, représentent un radical hydrocarboné saturé, linéaire ou ramifié, en C1-C30, notamment en Cl -C 12, et en particulier un radical méthyle, éthyle, propyle ou butyle, et en ce que m=l ou 2 ou 3, et/ou n=0 et/ou p=0 ou 1.5. - A process for making up and / or caring for keratin materials according to any one of the preceding claims, characterized in that R1 to R6, independently of each other, represent a linear or branched, saturated hydrocarbon radical, in C1- C 30, in particular C 12 -C 12, and in particular a methyl, ethyl, propyl or butyl radical, and in that m = 1 or 2 or 3, and / or n = 0 and / or p = 0 or 1.
6. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que l'huile siliconée phénylée est choisie parmi le groupe comprenant les phényltriméthicones et les diphényldiméthicones.6. - A method of makeup and / or care of keratin materials according to any one of the preceding claims, characterized in that the phenyl silicone oil is selected from the group comprising phenyltrimethicones and diphenyldimethicones.
7. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que l'huile siliconée phénylée est présente en une teneur totale allant de 0,5 % à 70 % en poids par rapport au poids total de la composition, de préférence allant de 5 % à 50 % en poids, et mieux allant de 5 % à 40 % en poids.7. A process for making up and / or caring for keratin materials according to any one of the preceding claims, characterized in that the phenyl silicone oil is present in a total content ranging from 0.5% to 70% by weight per relative to the total weight of the composition, preferably from 5% to 50% by weight, and more preferably from 5% to 40% by weight.
8.- Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que ladite résine de siloxane est présente dans la composition en une teneur totale en matière sèche de résine allant de 1 % à 80 % en poids par rapport au poids total de la composition, de préférence allant de 5 % à 70 % en poids, et mieux allant de 6 % à 60 % en poids.8. A process for making up and / or caring for keratin materials according to any one of the preceding claims, characterized in that said siloxane resin is present in the composition in a total resin solids content ranging from 1% to 80% by weight relative to the total weight of the composition, preferably from 5% to 70% by weight, and more preferably from 6% to 60% by weight.
9. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que ladite composition comprend moins de 3%, ou mieux, moins de 1% d'eau en poids par rapport au poids total de la composition, ou mieux encore est totalement anhydre.9. - A method for making up and / or care of keratin materials according to any one of the preceding claims, characterized in that said composition comprises less than 3%, or better, less than 1% water by weight relative to total weight of the composition, or even better is completely anhydrous.
10. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que ladite composition comprend au moins un agent structurant choisi parmi les épaississants, les organogélateurs, les cires, les corps gras pâteux et les gommes.10. - A method of making up and / or care of keratin materials according to any one of the preceding claims, characterized in that said composition comprises at least a structuring agent chosen from thickeners, organogelators, waxes, pasty fatty substances and gums.
11. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que ladite composition comprend au moins un polymère filmogène.11. - A method of makeup and / or care of keratin materials according to any one of the preceding claims, characterized in that said composition comprises at least one film-forming polymer.
12. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que ladite composition comprend au moins une autre huile, volatile et/ou non volatile, différente de ladite huile siliconée phénylée.12. - A method for making up and / or caring for keratin materials according to any one of the preceding claims, characterized in that said composition comprises at least one other volatile and / or non-volatile oil, different from said phenyl silicone oil.
13. - Procédé de maquillage et/ou de soin des matières kératiniques selon l'une quelconque des revendications précédentes, caractérisé en ce que ladite composition comprend au moins une matière colorante et/ou au moins une charge.13. - A method of makeup and / or care of keratin materials according to any one of the preceding claims, characterized in that said composition comprises at least one dyestuff and / or at least one filler.
14. Composition maquillage et/ou de soin des matières kératiniques, notamment des lèvres, contenant dans un milieu physiologiquement acceptable : a) une résine de siloxane comprenant les unités :14. Makeup and / or care composition of keratin materials, in particular lips, containing in a physiologically acceptable medium: a) a siloxane resin comprising the units:
(i) (R1 3Si01/2)a (i) (R 1 3 Si0 1/2) a
avec with
R1, R2 et R3 représentant indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a étant compris entre 0,05 et 0,5, b étant compris entre zéro et 0,3, c étant supérieur à zéro, d étant compris entre 0,05 et 0,6, a + b + c + d = 1, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle, et b) au moins une huile siliconée phénylée. R 1 , R 2 and R 3 independently represent an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0.05 and 0.6, a + b + c + d = 1, provided that more than 40 mol% of the R 3 groups of the resin siloxane are propyl groups, and b) at least one phenyl silicone oil.
15. - Produit de maquillage et/ou de soin des matières kératiniques, notamment les lèvres, comprenant une première composition et une seconde composition conditionnées dans des récipients distincts, - la première composition contenant dans un milieu physiologiquement acceptable : a) une résine de siloxane comprenant les unités :15. - makeup product and / or care of keratin materials, including the lips, comprising a first composition and a second composition packaged in separate containers, - the first composition containing in a physiologically acceptable medium: a) a siloxane resin including the units:
(i) (RSSiOi/Λ (iv) (SiO4/2)d avec(i) (RSSiOi / Λ (iv) (SiO 4/2 ) d with
R1, R2 et R3 représentant indépendamment un groupement alkyle ayant de 1 à 8 atomes de carbone, un groupement aryle, un groupement carbinol ou un groupement amino, a étant compris entre 0,05 et 0,5, b étant compris entre zéro et 0,3, c étant supérieur à zéro, d étant compris entre 0,05 et 0,6, a + b + c + d = 1, à condition que plus de 40 % en moles des groupements R3 de la résine de siloxane soient des groupements propyle, et b) au moins une huile siliconée phénylée,R 1 , R 2 and R 3 independently represent an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0.05 and 0.6, a + b + c + d = 1, provided that more than 40 mol% of the R 3 groups of the resin siloxane are propyl groups, and b) at least one phenyl silicone oil,
- et la seconde composition, distincte de la première, comprenant au moins un corps gras. and the second composition, distinct from the first, comprising at least one fatty substance.
EP08865291A 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a phenyl silicone oil Withdrawn EP2229220A2 (en)

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US99235707P 2007-12-05 2007-12-05
PCT/FR2008/052220 WO2009080953A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a phenyl silicone oil

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EP08864950A Not-in-force EP2231109B1 (en) 2007-12-05 2008-12-05 Cosmetic method using a composition comprising a siloxane resin and a volatile hydrocarbon-based solvent
EP08865291A Withdrawn EP2229220A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a phenyl silicone oil
EP08865611A Withdrawn EP2229144A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a polar wax
EP08865749A Not-in-force EP2231283B1 (en) 2007-12-05 2008-12-05 Cosmetic method using a composition comprising a siloxane resin and a mineral filler
EP08863917A Withdrawn EP2229218A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a film-forming polymer
EP08864985A Withdrawn EP2229143A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a non-volatile oil
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EP08865749A Not-in-force EP2231283B1 (en) 2007-12-05 2008-12-05 Cosmetic method using a composition comprising a siloxane resin and a mineral filler
EP08863917A Withdrawn EP2229218A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a film-forming polymer
EP08864985A Withdrawn EP2229143A2 (en) 2007-12-05 2008-12-05 Cosmetic make-up and/or care method using a siloxane resin and a non-volatile oil
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WO2009080955A3 (en) 2010-04-22
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WO2009080952A2 (en) 2009-07-02
EP2231283A2 (en) 2010-09-29
EP2231109B1 (en) 2013-03-20
US20100316587A1 (en) 2010-12-16
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US20110038820A1 (en) 2011-02-17
EP2231283B1 (en) 2012-09-12
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EP2229218A2 (en) 2010-09-22
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WO2009071662A3 (en) 2010-03-18
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US20150250705A1 (en) 2015-09-10
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