WO2009147088A1 - Compositions containing a polyester and a colorant and uses thereof - Google Patents

Compositions containing a polyester and a colorant and uses thereof Download PDF

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Publication number
WO2009147088A1
WO2009147088A1 PCT/EP2009/056609 EP2009056609W WO2009147088A1 WO 2009147088 A1 WO2009147088 A1 WO 2009147088A1 EP 2009056609 W EP2009056609 W EP 2009056609W WO 2009147088 A1 WO2009147088 A1 WO 2009147088A1
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WO
WIPO (PCT)
Prior art keywords
composition
oil
notably
acid
composition according
Prior art date
Application number
PCT/EP2009/056609
Other languages
French (fr)
Inventor
Audrey Ricard
Claudia Barba
Original Assignee
L'oreal
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Publication of WO2009147088A1 publication Critical patent/WO2009147088A1/en

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Classifications

    • 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
    • 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
    • A61K8/85Polyesters
    • 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
    • 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
    • A61K2800/884Sequential application

Definitions

  • the present invention relates to a cosmetic or skin care composition
  • a cosmetic or skin care composition comprising an oily phase, at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and diol and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
  • make-up compositions and in particular lip make-up compositions, are glossy or have a glossy effect.
  • This gloss which makes it possible to emphasize the area that is covered, is generally obtained by incorporating gloss oils.
  • These gloss oils are generally characterized by their high molecular weight and are generally nonpolar (for example the polybutenes) , and therefore have little capacity for dispersing pigments.
  • These nonpolar gloss oils also have the drawback that they are rather uncomfortable, because they are sticky.
  • polar oils In the compositions of the prior art containing nonpolar oils, the dispersion of colorants, notably pigments, is achieved by adding polar oils. Most of these polar oils have the drawback, however, that they are not very glossy and/or are rather uncomfortable, notably on account of their tendency to cause drying of the lips when they are included in lipstick formulations. Other polar oils, even if they fulfil the criteria of gloss, notably the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD-DA7®, have rather unsatisfactory durability of the gloss or colour, or even durability of the cosmetic composition once applied. We note in particular viscosity that is too high, leading to poor dispersion of the colouring matter and therefore production of an inhomogeneous colour. These polar oils can also give the composition a sticky feel, which is particularly unpleasant for the user.
  • the inventors have observed, surprisingly, that the use of certain liquid polyesters obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol makes it possible to obtain cosmetic compositions in which pigments can be dispersed satisfactorily, while displaying high gloss, improved lasting qualities of the gloss and colour, and yet are still comfortable and therefore suitable for cosmetic use .
  • the invention therefore relates to a cosmetic or skin care composition
  • a cosmetic or skin care composition comprising an oily phase, a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol, and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing less than 15 wt . % thereof, relative to the weight of the composition.
  • the invention also relates to a cosmetic product for make-up and/or care of the keratinous substances, notably of the lips, comprising a first composition and a second composition, each of said compositions including a physiologically acceptable carrier, and at least one of the first and second compositions comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and diol and at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
  • the invention also relates to a method of make-up or of care of the skin, lips and/or of the integumentary appendages, comprising the application on these parts of a composition or of a product according to the invention.
  • the present invention relates to a cosmetic or skin care composition
  • a cosmetic or skin care composition comprising an oily phase, at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
  • the composition according to the invention can notably take the form of a foundation, a blusher or eye shadow, a concealer, a blush, a loose or compacted powder, a lipstick, a lip balm, a lip gloss, a lip or eye pencil, a mascara, an eye-liner, a nail varnish or a product for make-up of the body or for colouring the skin .
  • the cosmetic or skin care composition according to the invention is a lipstick or a lip gloss .
  • the various constituents of the composition according to the invention are detailed below.
  • the composition according to the invention includes at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol.
  • the inventors have observed that such polyesters display advantageous properties relative to the gloss oils usually employed in cosmetic compositions, notably relative to gloss oils such as the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD-DA7®, or a polyisobutene .
  • the inventors have shown that the polyesters obtained by condensation of dimer and/or of trimer of fatty acids and of diol make it possible to obtain particularly satisfactory dispersion of the colouring matter used in a cosmetic composition, while maintaining satisfactory gloss and durability of said gloss.
  • the compositions thus obtained are also particularly comfortable.
  • Liquid polyester means a polyester that begins to flow under its own weight in less than one minute at room temperature (25°C) .
  • Unsaturated fatty acids means, within the context of the present invention, mono- or polyunsaturated fatty acids having from 14 to 22 carbon atoms.
  • the unsaturated fatty acid dimers can notably contain from 2 to 4 unsaturations in their carbon chain.
  • the unsaturated fatty acid trimers can contain from 3 to 6 unsaturations in their carbon chain.
  • the unsaturated fatty acid dimers and/or trimers are polycarboxylic acids comprising at least 2 and up to 6 carboxylic acid functions per molecule.
  • the unsaturated fatty acid dimer can contain from 28 to 44 carbon atoms and 2 carboxylic acid functions.
  • the unsaturated fatty acid trimer can contain from 42 to 66 carbon atoms and 3 carboxylic acid functions.
  • an unsaturated fatty acid dimer is used, in particular having 36 carbon atoms and 2 carboxylic acid functions.
  • the unsaturated fatty acid dimer and/or trimer can optionally be hydrogenated after the reaction of polymerization of the unsaturated fatty acid, notably to improve the stability of the dimer or trimer product .
  • Dimers of hydrogenated fatty acids are notably marketed under the brand names EMPOL1008, EMPOL1004, EMPOL1025, EMPOLlOIl and EMPOL1062 by Cognis, and Pripol 1006 (dilinoleic acid) by Uniqema, International. Uniqema also markets a dimer of hydrogenated fatty acids under the designation Pripol 1013 (hydrogenated dilinoleic acid) . Particularly preferably, the unsaturated fatty acid dimer is a dimer of linoleic acid, also called dilinoleic acid, obtained by intermolecular polymerization of linoleic acid.
  • the unsaturated fatty acid can be of natural, preferably vegetable, origin.
  • a fatty acid of vegetable origin can come from any vegetable source producing said fatty acid.
  • the polyester in the composition according to the invention is therefore obtained by condensation of a long-chain fatty acid polymerized with a diol.
  • diol denotes a C2 to ClO, preferably C2-C8, and more preferably C2-C6, hydrocarbon compound, the carbon chain of which is substituted with two hydroxyl functions.
  • the hydrocarbon chain or chains can be interrupted by an oxygen atom.
  • the diols that can be used according to the invention can be linear, branched or cyclic, saturated or unsaturated alcohols.
  • the diol is a saturated linear diol.
  • the diol is a butanediol, notably 1, 2-butanediol, 1,3- butanediol or 1, 4-butanediol, and preferably 1,4- butanediol .
  • the polyester used in the composition according to the invention has an average molecular weight between 500 and 2000, preferably between 1000 and 2000, and more preferably between 1200 and 1800.
  • the polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol is a polymer, or polyester, of dilinoleic acid and 1, 4-butanediol, preferably having an average molecular weight of 1300, a viscosity at 40 0 C of 2500-3500 cSt and a refractive index at 25°C of 1.475-1.485.
  • Viscoplast 14436H INCCI name: dilinoleic acid/butanediol copolymer
  • the amount of polyester in the composition according to the invention can vary over a wide range and notably depends on the desired galenical and on the desired effects.
  • the amount of polyester is between 5 and 60 wt. %, preferably between 8 and 50 wt . % relative to the total weight of the composition.
  • the composition according to the invention includes an oily phase that comprises one or more oils and/or a fat. It is in particular a liquid oily phase based on at least one oil, for example for the formulation of a composition for lip gloss. It can also be a solid fat, optionally mixed with oils, notably for a lipstick composition, in the form of a stick. Liquid o i l s
  • Oil means a non-aqueous compound, not miscible with water, liquid at room temperature (25°C) and atmospheric pressure (760 mmHg) .
  • These oils can be of vegetable, mineral or synthetic origin. They can comprise polar oils, nonpolar oils, or mixtures thereof .
  • the composition according to the invention is preferably free from additional polar oil of molecular weight below 1000. It can nevertheless contain at the most 15 wt .% thereof, relative to the weight of the composition. According to a particular aspect, the composition contains less than 10 wt.%, or even less than 5 wt.%, of additional polar oil of molecular weight below 1000, relative to the total weight of the composition .
  • the oily phase according to the invention comprises oils of any type that are compatible with cosmetic use, as envisaged in the present invention. These oils are selected in relation to the desired formulation, notably to obtain a foundation, a blusher or eye shadow, a concealer, a blush, a loose or compacted powder, a lipstick, a lip balm, a lip gloss, a lip or eye pencil, a mascara, an eye-liner, a nail varnish or a product for make-up of the body or for colouring the skin.
  • hydrocarbon oils bearing ester, ether, acid, or alcohol functions or mixtures thereof such as the fatty alcohols and fatty acids, and their esters.
  • hydrocarbon vegetable oils with high triglyceride content constituted of ester of fatty acid and of glycerol in which the fatty acids can have varied chain lengths, said chains being linear or branched, saturated or unsaturated, such as liquid triglycerides of fatty acids having from 4 to 10 carbon atoms such as the triglycerides of heptanoic or octanoic acids.
  • oils are notably wheat germ oil, maize oil, sunflower oil, karite oil, castor oil, sweet almond oil, macadamia oil, apricot oil, soybean oil, colza oil, cotton oil, alfalfa oil, poppy oil, Chinese okra oil, sesame oil, cucurbit oil, avocado oil, hazelnut oil, grapeseed oil, blackcurrant seed oil, evening primrose oil, millet oil, barley oil, quinoa oil, olive oil, rye oil, safflower oil, candlenut oil, passionflower oil, musk rose oil, or triglycerides of caprylic/capric acids such as those sold by the company STEARINERIES DUBOIS or those sold under the designation MIGLYOL 810, 812 and 818 by the company DYNAMIT NOBEL;
  • esters of a short-chain acid in particular having from 4 to 11 carbon atoms, and notably of octanoic acid or of heptanoic acid such as propylene glycol dioctanoate or neopentylglycol diheptanoate;
  • esters of a fatty acid in particular with 12 to 22 carbon atoms, and notably of lanolin acid, of oleic acid, of lauric acid, or of stearic acid such as propylene glycol monoisostearate, poly-glyceryl 2- diisostearate,
  • R3 represents the residue of a linear or branched fatty acid having from 1 to 20 carbon atoms and R3 represents a hydrocarbon chain notably branched containing from 1 to 20 carbon atoms provided that the number of carbon atoms in R3 + R4 is less than or equal to 25, for example isononyl isononanoate, benzoate of C12 to C15 alcohol, ethyl 2-hexyl palmitate, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols, isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, diisopropyl adipate, 2-ethyl-hexyl palmitate, 2-diethyl-hexyl succinate, isodecyl neopentanoate, isopropyl stearate,
  • esters of aromatic acids and of alcohols containing 4 to 22 carbon atoms notably tridecyl trimellitate
  • fatty alcohols liquid at room temperature with a branched and/or unsaturated carbon chain having from 12 to 26 carbon atoms such as oleic alcohol, linoleic or linolenic alcohol, isostearic alcohol or octyl dodecanol;
  • C12-C26 higher fatty acids such as oleic acid, linoleic acid, linolenic acid, or isostearic acid; - or mixtures thereof.
  • the oily phase of the composition according to the invention can also include one or more nonpolar oil(s) .
  • Nonpolar oil means, in the sense of the present invention, an oil whose solubility parameter at 25°C ⁇ a is equal to 0 (J/cm 3 ) ⁇ .
  • the definition and calculation of the solubility parameters in the HANSEN three- dimensional solubility space are described in the article of C. M. HANSEN: "The three dimensional solubility parameters" J. Paint Technol. 39, 105 (1967) .
  • ⁇ D characterizes the LONDON dispersion forces resulting from the formation of induced dipoles during molecular collisions
  • ⁇ p characterizes the DEBYE forces of interaction between permanent dipoles as well as the KEESOM forces of interaction between induced dipoles and permanent dipoles
  • ⁇ a ( ⁇ p 2 + ⁇ h 2 ) ⁇
  • the parameters ⁇ p , ⁇ h , ⁇ D and ⁇ a are expressed in (J/cm 3 ) .
  • the nonpolar oil can notably be a hydrocarbon oil and/or silicone oil and/or fluorinated oil.
  • Hydrocarbon oil means an oil formed essentially from, or constituted of carbon atoms and hydrogen atoms, and optionally oxygen atoms and nitrogen atoms, and not containing a silicon atom or fluorine atom. According to one embodiment the nonpolar hydrocarbon oil is without heteroatom (s) . Heteroatom is taken to mean an atom other than carbon or hydrogen.
  • hydrocarbon oils we may mention squalene, linear or branched hydrocarbons such as paraffin, vaseline and naphthalene oils, hydrogenated polyisobutene (such as Parleam® marketed by the company NIPPON OIL FATS) or partially hydrogenated, isoeicosane, squalane, polydecenes, decene/butene copolymers, polybutene/polyisobutene copolymers notably Indopol L-14, polydecenes such as PURESYN 10, and mixtures thereof.
  • Parleam® marketed by the company NIPPON OIL FATS
  • Silicone oil means an oil comprising at least one silicon atom, and notably comprising groups Si-O.
  • the silicone oils that can be used in the composition according to the invention can be phenylated silicone oils (phenylated silicone means an organopolysiloxane substituted with at least one phenyl group) , non- volatile polydimethylsiloxanes (PDMS) , polydimethylsiloxanes bearing alkyl or alkoxy groups, pendant and/or at the end of the silicone chain, said groups each having from 2 to 24 carbon atoms.
  • phenylated silicone means an organopolysiloxane substituted with at least one phenyl group
  • PDMS non- volatile polydimethylsiloxanes
  • polydimethylsiloxanes bearing alkyl or alkoxy groups pendant and/or at the end of the silicone chain, said groups each having from 2 to 24 carbon atoms.
  • phenyl trimethicones such as the phenyl trimethicone sold under the trade name DC556 by Dow Corning
  • phenyl dimethicones phenyl trimethylsiloxy diphenyl siloxanes
  • diphenyl dimethicones diphenyl methyldiphenyl trisiloxanes .
  • the nonpolar oil can also be selected from the fluorinated oils (an oil containing at least one fluorine atom) such as the perfluoropolyethers, the perfluoroalkanes such as perfluorodecalin, the perfluorodamantanes, the monoesters, diesters and triesters of perfluoroalkylphosphates and the fluorinated ester oils.
  • the nonpolar oil is a non-volatile nonpolar hydrocarbon oil which can be selected advantageously from the saturated, linear or branched alkanes.
  • Non-volatile oil means an oil that remains on the keratinous substances at room temperature and atmospheric pressure for at least several hours and notably has a vapour pressure of less than 10 " mmHg (0.13 Pa) .
  • a non-volatile oil can also be defined as one having a rate of evaporation such that, in the conditions defined previously, the amount evaporated after 30 minutes is less than 0.07 mg/cm 2 .
  • the oily phase of the composition according to the invention can also include at least one gloss oil.
  • the gloss oil is non-volatile.
  • the gloss oils are generally nonpolar. However, some are polar.
  • the proportion of polar gloss oils in the oily phase can be limited, the composition according to the invention being free from polar oils of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the total weight of the composition.
  • the gloss oil preferably has a high molecular weight in the range from 650 to 10000 g/mol, and preferably between 750 and 7500 g/mol.
  • the gloss oil for use in the present invention can be selected from:
  • - lipophilic polymers such as:
  • the gloss oil can also be an oligomer of triglyceride of hydroxylated fatty acid and of saturated diacid.
  • Said oligomer is obtained by reaction of a triglyceride of hydroxylated fatty acid (such as hydrogenated castor oil) and of a saturated diacid.
  • the diacid is said to be saturated when the hydrocarbon chain from which it is constituted does not have an unsaturation, i.e. a carbon-carbon double bond.
  • “Diacid” means a hydrocarbon compound containing two carboxyls -COOH.
  • the diacid can be a single diacid or a mixture of several diacids.
  • the oligomer can be a mixture of several oligomers.
  • saturated diacids we may mention sebacic acid (or 1, 10-decanedioic acid), succinic acid, adipic acid, azelaic acid, octadecamethylene dicarboxylic acid and eicosadicarboxylic acid.
  • the oligomer can be an oligoester whose monomers are represented by the following formulae (A) of triglyceride and (B) of diacid:
  • Rl represents a saturated or unsaturated, linear or branched alkylene group containing for example from 1 to 18 carbon atoms
  • R2 represents a saturated or unsaturated, linear or branched alkyl group containing for example from 1 to 12 carbon atoms
  • Rl preferably represents a group (CH 2 ) n ⁇ , where n can vary from 1 to 20 and notably from 3 to 16, for example from 6 to 12;
  • Xl is a linear or branched alkylene group, for example a linear alkylene group (CH2) X -, where x can vary from 1 to 30 and notably from 3 to 15.
  • x is equal to 8.
  • the average degree of polymerization of the oligomer can vary between 3 and 12.
  • the oligoester of hydrogenated castor oil and of sebacic acid is notably marketed by the company CRODA under different designations depending on the degree of polymerization.
  • the one with a degree of polymerization of about 4.6 is available under the trade name "CROMADOL CWS-5" and the one with a degree of polymerization of about 9.5 is available under the trade name "CROMADOL CWS-IO", marketed by Croda Japan K. K.
  • the oligomer can be present in the composition according to the invention at a content in the range from 0.1 to 50 wt.%, particularly from 0.1 to 40 wt.%, more particularly from 0.5 to 30% and for example from 1 to 20 wt.%, relative to the total weight of the composition .
  • the gloss oil has a refractive index greater than or equal to 1.45 and notably in the range from 1.45 to 1.6.
  • the gloss oil is one of the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD- DA7®.
  • the composition can contain at least one pasty compound. S o l id fat s
  • the oily phase can include at least one solid fat such as a pasty fat or a wax.
  • “Pasty” means, in the sense of the present invention, a lipophilic fatty compound with reversible solid/liquid change of state, displaying, in the solid state, anisotropic crystalline organization, and having, at a temperature of 23°C, a liquid fraction and a solid fraction.
  • the initial melting point of the pasty compound can be less than 23°C.
  • the liquid fraction of the pasty compound measured at 23°C can represent 9 to 97 wt.% of the compound. Said fraction that is liquid at 23°C preferably represents between 15 and 85%, more preferably between 40 and 85 wt.%.
  • the melting point corresponds to the temperature of the most endothermic peak observed in thermal analysis (DSC) as described in standard ISO 11357-3; 1999.
  • the melting point of a pasty substance or of a wax can be measured using a differential scanning calorimeter (DSC) , for example the calorimeter sold under the designation "MDSC 2920" by the company TA Instruments.
  • the measurement protocol is as follows: A 5 mg sample of pasty substance or wax (according to the case) placed in a crucible is submitted to a first temperature rise from -20 0 C to 100 0 C, at a heating rate of 10°C/minute, then it is cooled from 100 0 C to -20°C at a cooling rate of 10°C/minute and is finally submitted to a second temperature rise from -20 0 C to 100°C at a heating rate of 5°C/minute. During the second temperature rise, we measure the variation of the difference in power absorbed by the empty crucible and by the crucible containing the sample of pasty substance or wax as a function of the temperature.
  • the melting point of the compound is the value of the temperature corresponding to the top of the peak of the curve representing the variation of the difference of power absorbed as a function of the temperature .
  • 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 enthalpy of fusion of the pasty compound.
  • the enthalpy of fusion of the pasty compound is the enthalpy consumed by the compound in passing from the solid state to the liquid state.
  • the pasty compound is said to be in the solid state when the whole of its mass is in crystalline solid form.
  • the pasty compound is said to be in the liquid state when the whole 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 (DSC) , such as the calorimeter sold under the designation MDSC 2920 by the company TA Instruments, with a temperature rise of 5 or 10 0 C per minute, according to standard ISO 11357-3:1999.
  • DSC differential scanning calorimeter
  • MDSC 2920 the calorimeter sold under the designation MDSC 2920 by the company TA Instruments
  • the enthalpy of fusion consumed at 23°C is the amount of energy absorbed by the sample on changing from the solid state to the state that it exhibits at 23°C constituted of a liquid fraction and of a solid fraction.
  • the liquid fraction of the pasty compound measured at 32°C preferably represents from 30 to 100 wt . % of the compound, preferably from 50 to 100%, more preferably from 60 to 100 wt . % 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 enthalpy of fusion of the pasty compound.
  • the enthalpy of fusion consumed at 32 0 C is calculated in the same way as the enthalpy of fusion consumed at 23°C.
  • the pasty compound is preferably selected from synthetic compounds and compounds of vegetable origin.
  • a pasty compound can be obtained by synthesis from starting products of vegetable origin.
  • polyol ethers selected from ethers of pentaerythritol and of polyalkylene glycol, ethers of fatty alcohol and of sugar, and mixtures thereof, ether of pentaerythritol and polyethylene glycol having 5 oxyethylenated units (5 EO) (CTFA name: PEG-5 Pentaerythrityl Ether) , ether of pentaerythritol and polypropylene glycol having 5 oxypropylenated units (5 PO) (CTFA name: PPG-5 Pentaerythrityl Ether), and mixtures thereof and more especially the mixture PEG-5 Pentaerythrityl Ether, PPG-5 Pentaerythrityl Ether and soybean oil, marketed under the designation "Lanolide” by the company Vevy, the constituents of said mixture being in the proportions by weight 46/46/8: 46% of PEG- 5 Pentaerythrityl Ether, 46%
  • the pasty compound is preferably a polymer, notably a hydrocarbon polymer.
  • the fat-soluble polyethers particular preference is given to the copolymers of ethylene oxide and/or of propylene oxide with C6-C30 long-chain alkylene oxides, more preferably such that the weight ratio of the ethylene oxide and/or propylene oxide to alkylene oxides in the copolymer is from 5:95 to 70:30.
  • copolymers such that the long-chain alkylene oxides are arranged in blocks having an average molecular weight from 1000 to 10000, for example a polyoxyethylene/polydodecyl glycol block copolymer such as the ethers of dodecanediol (22 mol) and of polyethylene glycol (45 EO) marketed under the brand name ELFACOS ST9 by Akzo Nobel.
  • esters notably the following are preferred:
  • esters of an oligomeric glycerol notably the esters of diglycerol, in particular the condensates of adipic acid and of glycerol, for which a proportion of the hydroxyl groups of the glycerols have reacted with a mixture of fatty acids such as stearic acid, capric acid, stearic acid and isostearic acid and 12- hydroxystearic acid, notably such as those marketed under the brand name Softisan 649 by the company Sasol - the arachidyl propionate marketed under the brand name Waxenol 801 by Alzo,
  • the aliphatic carboxylic acid has from 4 to 30 and preferably from 8 to 30 carbon atoms.
  • the aliphatic carboxylic acid is preferably branched.
  • the ester of aliphatic hydroxycarboxylic acid is advantageously derived from an aliphatic hydroxylated carboxylic acid having from 2 to 40 carbon atoms, preferably from 10 to 34 carbon atoms and more preferably from 12 to 28 carbon atoms, and from 1 to 20 hydroxyl groups, preferably from 1 to 10 hydroxyl groups and more preferably from 1 to 6 hydroxyl groups.
  • the ester of aliphatic hydroxycarboxylic acid is selected from: a) the partial or total esters of saturated linear monohydroxylated aliphatic monocarboxylic acids; b) the partial or total esters of unsaturated monohydroxylated aliphatic monocarboxylic acids; c) the partial or total esters of saturated monohydroxylated aliphatic polycarboxylic acids; d) the partial or total esters of saturated polyhydroxylated aliphatic polycarboxylic acids; e) the partial or total esters of C2 to C16 aliphatic polyols that have reacted with a mono- or polyhydroxylated aliphatic mono- or polycarboxylic acid, and mixtures thereof.
  • the aliphatic esters of ester are advantageously selected from: - the ester resulting from the reaction of esterification of hydrogenated castor oil with isostearic acid in the proportions 1 to 1 (1/1) or monoisostearate of hydrogenated castor oil, the ester resulting from the reaction of esterification of hydrogenated castor oil with isostearic acid in the proportions 1 to 2 (1/2) or the diisostearate of hydrogenated castor oil, the ester resulting from the reaction of esterification of hydrogenated castor oil with isostearic acid in the proportions 1 to 3 (1/3) or triisostearate of hydrogenated castor oil, - and mixtures thereof.
  • the pasty compound or compounds preferably represent 0.1 to 80%, better 0.5 to 60%, better 1 to 30% and better still 1 to 20 wt . % of the composition.
  • the composition is free from pasty fats.
  • the composition includes at least one wax.
  • the wax considered within the scope of the present invention is generally a lipophilic compound, solid at room temperature (25°C), with reversible solid/liquid change of state, having a melting point greater than or equal to 30 0 C which can be up to 200 0 C and notably up to 120°C.
  • the waxes suitable for the invention can have a melting point greater than or equal to 45°C, and in particular greater than or equal to 55°C.
  • the waxes that can be used in the compositions according to the invention are selected from waxes, solid at room temperature, of animal, vegetable, mineral or synthetic origin and mixtures thereof.
  • waxes suitable for the invention we may notably mention the hydrocarbon waxes such as beeswax, lanolin wax, and insect waxes from China, rice bran wax, carnauba wax, candelilla wax, ouricury wax, alpha wax, berry wax, shellac wax, Japan wax and sumac wax; montan wax, waxes of orange and of lemon, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, waxes obtained by Fischer-Tropsch synthesis and waxy copolymers as well as their esters.
  • hydrocarbon waxes such as beeswax, lanolin wax, and insect waxes from China, rice bran wax, carnauba wax, candelilla wax, ouricury wax, alpha wax, berry wax, shellac wax, Japan wax and sumac wax
  • montan wax waxes of orange and of lemon, microcrystalline waxes, paraffins and ozokerite
  • polyethylene waxes waxes
  • waxes obtained by catalytic hydrogenation of animal or vegetable oils having linear or branched, C8-C32 fatty chains we may notably mention isomerized jojoba oil such as the partially hydrogenated trans isomerized jojoba oil manufactured or marketed by the company DESERT WHALE under the trade reference Iso-Joj oba-50 ® , hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated copra oil, hydrogenated lanolin oil, and di- (trimethylol-1, 1, 1 propane) tetrastearate sold under the designation Hest 2T-4S ® by the company HETERENE.
  • silicone waxes C30-45 ALKYL DIMETHICONE
  • fluorinated waxes C30-45 ALKYL DIMETHICONE
  • waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol sold under the names Phytowax ricin [castor] 16L64 ® and 22L73 ® by the company SOPHIM. Said waxes are described in application FR-A-2792190.
  • the wax used can be a C20-C40 alkyl (hydroxystearyloxy) stearate (the alkyl group having from 20 to 40 carbon atoms), alone or in a mixture.
  • a wax of this kind is notably sold under the names "Kester Wax K 82 P ® ' ⁇ "Hydroxypolyester K 82 P ®” and “Kester Wax K 80 P ® " by the company KOSTER KEUNEN.
  • micro waxes that can be used in the compositions according to the invention, we may notably mention the carnauba micro waxes such as that marketed under the designation MicroCare 350 ® by the company MICRO POWDERS, the micro waxes of synthetic wax such as that marketed under the designation MicroEase 114S ® by the company MICRO POWDERS, the micro waxes constituted of a mixture of carnauba wax and of polyethylene wax such as those marketed under the names Micro Care 300 ® and 310 ® by the company MICRO POWDERS, the micro waxes constituted of a mixture of carnauba wax and synthetic wax such as that marketed under the designation Micro Care 325 ® by the company MICRO POWDERS, the polyethylene micro waxes such as those marketed under the names Micropoly 200 ® , 220 ® , 220L ® and 250S ® by the company MICRO POWDERS and the polytetrafluoroethylene micro waxes such as those marketed under the
  • the composition according to the invention can include a content of waxes in the range from 0.1 to 30 wt . % relative to the total weight of the composition, in particular it can contain from 0.5 to 20%, more particularly from 1 to 15%.
  • composition according to the invention is wax-free.
  • the polyester included in the composition according to the invention makes it possible to obtain a satisfactory gloss of said composition.
  • the inventors were able to show, however, that this gloss could be particularly enhanced when said polyester is mixed with a solvent or solvents in which it is insoluble or sparingly soluble.
  • the invention relates to a cosmetic composition as described above, containing at least one solvent in which the polyester is partially or completely insoluble.
  • a quantity Q of the solvent to be tested is weighed in a container; - the mass of the container is recorded, after introducing a bar magnet if a mixture is to be prepared by magnetic stirring; the polyester whose solubility is to be evaluated is added progressively to the container, preferably with magnetic stirring; once turbidity appears in the mixture, the amount of polyester introduced is weighed and, based on this, its solubility is calculated.
  • the polyester will be regarded as completely soluble in a given solvent if 100 wt . % of polyester can be incorporated in the solvent (i.e., if the polyester can be added in a quantity Q) while maintaining a clear, homogeneous appearance.
  • the polyester will be regarded as completely insoluble in a solvent if an opaque, whitish mixture is obtained once 0.5 wt . % of polyester has been added to the solvent.
  • a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol is regarded as "partially insoluble" in a solvent if said polyester is not more than 60% soluble in said solvent.
  • the polyester will be regarded as not more than 60% soluble if a larger amount than 0.6 Q of polyester cannot be incorporated in the solvent, as the addition of a larger amount of polyester results in the formation of an opaque and/or whitish mixture.
  • polyesters employed in the present invention are completely soluble notably in fatty alcohols, fatty acids, and/or short esters (see the list of solvents for use in the composition of the invention given below), and mixtures thereof.
  • the polyesters employed in the invention are completely soluble in isostearic acid, linolenic acid, octyldodecanol and isononyl isononanoate .
  • polyesters included in the composition of the invention are partially or completely insoluble in the silicone oils and in the hydrocarbon oils as defined below, and in particular in a polyisobutene such as Parleam® (hydrogenated polyisobutene) , non-volatile PDMS and phenylated silicone oils, notably phenyltrimethicone and trimethyl pentaphenyl trisiloxane .
  • a polyisobutene such as Parleam® (hydrogenated polyisobutene)
  • non-volatile PDMS non-volatile PDMS
  • phenylated silicone oils notably phenyltrimethicone and trimethyl pentaphenyl trisiloxane .
  • polyesters employed are partially insoluble
  • diisostearate malate sweet almond oil and esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5 ® and DD-DA7 ® .
  • the amount of solvent in which the polyester is partially or completely insoluble can vary over a wide range and notably depends on the desired galenical and the desired effects. It depends notably on the nature of the gloss that is desired.
  • the amount of solvent in which the polyester is partially or completely insoluble is between 5 and 80 wt.%, preferably between 8% and 50 wt.% relative to the total weight of the composition. It is understood that this amount will, however, be limited by the amount of polar oil of molecular weight below 1000 that it is possible to include in the composition according to the invention. Colouring matter
  • composition according to the invention contains at least one colorant (also called “colouring matter”), which can be selected notably from water- soluble or fat-soluble dyes, pigments, nacres, glitter and mixtures thereof.
  • colourant also called “colouring matter”
  • Pigments means white or coloured, mineral or organic particles, insoluble in an aqueous solution, intended to colour and/or opacify the resultant film.
  • the pigments can be present at a rate from 0.01 to 20 wt. %, notably from 0.01 to 15 wt.%, and in particular from 0.02 to 10 wt.%, relative to the total weight of the cosmetic composition.
  • the composition according to the invention can contain at least one goniochromatic colorant, which can have magnetic properties if necessary.
  • "Goniochromatic colorant” denotes, in the sense of the present invention, a colorant able to give, when the composition is spread out on a substrate, a colour path in the a*b* plane of the CIE 1976 colorimetric space that corresponds to a change Dh in the hue angle h of at least 20° when the angle of observation relative to the normal is varied between 0° and 80°, for an angle of incidence of the light of 45°.
  • the colour path can be measured for example by means of a spectrogonioreflectometer made by INSTRUMENT SYSTEMS with the reference GON 360 GONIOMETER, after the first composition has been spread out in the fluid state with a thickness of 300 ⁇ m by means of an automatic spreader on a contrast card made by ERICHSEN with the reference Type 24/5, measurement being effected against the black background of the card.
  • the goniochromatic colorant can be selected for example from multilayer interference structures and liquid crystal colorants.
  • this can comprise for example at least two layers, each layer being made for example from at least one material selected from the group comprising the following materials: MgF 2 , CeF 3 , ZnS, ZnSe, Si, SiO 2 , Ge, Te, Fe 2 O 3 , Pt, Va, Al 2 O 3 , MgO, Y 2 O 3 , S 2 O 3 , SiO, HfO 2 , ZrO 2 , CeO 2 , Nb 2 O 5 , Ta 2 O 5 , TiO 2 , Ag, Al, Au, Cu, Rb, Ti, Ta, W, Zn, MoS 2 , cryolite, alloys, polymers and combinations thereof .
  • the multilayer structure may or may not have, relative to a central layer, symmetry with respect to the chemical nature of the stacked layers. Different effects are obtained, depending on the thickness and the nature of the various layers.
  • Examples of symmetric multilayer interference structures are for example the following structures: Fe 2 O 3 /SiO 2 /Fe 2 O 3 /SiO 2 /Fe 2 O 3 , a pigment having this structure being marketed under the designation SICOPEARL by the company BASF; MoS 2 /Si0 2 /mica- oxide/Si0 2 /MoS 2 ; Fe 2 0 3 /Si0 2 /mica-oxide/Si0 2 /Fe 2 0 3 ; TiO 2 /SiO 2 /TiO 2 and TiO 2 /Al 2 O 3 /TiO 2 , pigments having these structures being marketed under the designation XIRONA by the company MERCK (Darmstadt) .
  • the liquid crystal colorants comprise for example silicones or cellulose ethers onto which mesomorphic groups are grafted.
  • liquid-crystal goniochromatic particles it is possible to use for example those sold by the company CHENIX as well as those marketed under the designation HELICONE ® HC by the company WACKER.
  • goniochromatic colorant it is also possible to use certain nacres, effect pigments on a synthetic substrate, notably a substrate such as alumina, silica, borosilicate, iron oxide, aluminium, or holographic interference glitter obtained from polyterephthalate film.
  • the ratio of the proportion by weight of the magnetic pigments to the proportion of goniochromatic colorant is for example between 1 ⁇ and 4, for example between H and 2, and for example close to 1.
  • the material can moreover contain dispersed goniochromatic fibres.
  • Such fibres can for example have a length of less than 80 ⁇ m.
  • the composition according to the invention can contain at least one diffracting pigment, which can if necessary have magnetic properties.
  • diffracting pigment denotes, in the sense of the present invention, a pigment capable of producing a colour change depending on the angle of observation when illuminated by white light, on account of the presence of a structure that diffracts the light.
  • a diffracting pigment can incorporate a diffraction grating, capable for example of diffracting an incident ray of monochromatic light in defined directions .
  • the diffraction grating can include a periodic unit, notably a line, the distance between two adjacent units being of the same order of magnitude as the wavelength of the incident light.
  • the diffraction grating When the incident light is polychromatic, the diffraction grating will separate the various spectral components of the light and produce a rainbow effect.
  • the diffracting pigment can be made with units having different profiles, notably triangular, symmetric or asymmetric, with gaps, of constant or variable width, sinusoidal.
  • the spatial frequency of the grating and the depth of the units will be selected according to the degree of separation of the various orders desired.
  • the frequency can vary for example between 500 and 3000 lines per mm.
  • the particles of the diffracting pigment each have a flattened shape, and notably are in the form of small plates.
  • One and the same particle of pigment can have two crossed diffraction gratings, perpendicular or otherwise .
  • the diffracting pigment can have a multilayer structure containing a layer of a reflective material, covered at least on one side with a layer of a dielectric material.
  • the latter can endow the diffracting pigment with better rigidity and durability.
  • the dielectric material can then be selected for example from the following materials: MgF 2 , SiO 2 , Al 2 O 3 , AlF 3 , CeF 3 , LaF 3 , NdF 3 , SmF 2 , BaF 2 , CaF 2 , LiF and combinations thereof.
  • the reflective material can be selected for example from the metals and metal alloys as well as from the nonmetallic reflecting materials.
  • the diffracting pigment can have a multilayer structure comprising a core of a dielectric material covered with a reflecting layer on at least one side, or even encapsulating the core completely.
  • a layer of a dielectric material can also cover the reflecting layer or layers.
  • the dielectric material used is then preferably inorganic, and can be selected for example from the metal fluorides, metal oxides, metal sulphides, metal nitrides, metal carbides and combinations thereof.
  • the dielectric material can be in the crystalline, semicrystalline or amorphous state.
  • the dielectric material, in this configuration can for example be selected from the following materials: MgF 2 , SiO, SiO 2 , Al 2 O 3 , TiO 2 , WO, AlN, BN, B 4 C, WC, TiC, TiN, N 4 Si3, ZnS, glass particles, carbons of the diamond type and combinations thereof.
  • the diffracting pigment can be composed of a preformed dielectric or ceramic material such as a naturally lamellar mineral, for example mica, peroskovite or talc, or synthetic lamellae formed from glass, alumina, Si ⁇ 2, carbon, an iron oxide/mica, mica covered with BN, BC, graphite, bismuth oxychloride, and combinations thereof.
  • a layer of a dielectric material other materials that improve the mechanical properties may be suitable.
  • Such materials can comprise silicone, metal suicides, semiconducting materials formed from elements of groups III, IV and V, metals having a cubic body-centred crystalline structure, cermet compositions or materials, semiconducting glasses, and various combinations thereof.
  • the diffracting pigment used can notably be selected from those described in US patent application US 2003/0031870 published on 13 February 2003.
  • a diffracting pigment can for example have the following structure: MgF2/Al/MgF2, a diffracting pigment having this structure being marketed under the designation SPECTRAFLAIR 1400 Pigment Silver by the company FLEX PRODUCTS, or SPECTRAFLAIR 1400 Pigment Silver FG.
  • the proportion by weight of MgF2 can be between 80 and 95% of the total weight of the pigment.
  • the amount of diffracting pigment can vary, by weight relative to the total weight of the first composition, for example from 0.1 to 5%.
  • the size of the diffracting pigment can for example be between 5 and 200 ⁇ m, better still between 5 and 100 ⁇ m, for example between 5 and 30 ⁇ m.
  • the thickness of the particles of diffracting pigment can be less than or equal to 3 ⁇ m, better still 2 ⁇ m, for example of the order of 1 ⁇ m. Reflective particles
  • the composition according to the invention can include for example reflective particles, notably of glitter, among others, magnetic or nonmagnetic.
  • Reflective particles means, in the sense of the present invention, particles whose size, structure, notably the thickness of the layer or layers of which they are constituted and their physical and chemical natures, and the surface condition, enable them to reflect incident light. This reflection can, if necessary, be of sufficient intensity to create, on the surface of the composition or of the mixture, when the latter is applied on the substrate to be made up, superglossy points that are visible to the naked eye, i.e. points that are more luminous, which contrast with their surroundings and appear to shine.
  • the reflective particles can be selected in such a way as not to alter significantly the colouring effect produced by the colorants with which they are combined and more particularly so as to optimize this effect in terms of colour rendition. They can more particularly possess a yellow, pink, red, bronze, orange, brown, gold and/or copper colour or reflection.
  • the reflective particles can be present in the composition at a content in the range from 0.5% to 60% relative to the total weight of the composition, notably from 1% to 30 wt.%, in particular from 3% to
  • These particles can have a variety of shapes, notably they can be in the form of small plates or can be globular, in particular spherical.
  • the reflective particles may or may not have a multilayer structure and, in the case of a multilayer structure, for example at least one layer of uniform thickness, notably of a reflective material.
  • the reflective particles do not have a multilayer structure, they can be composed for example of metal oxides, notably of oxides of titanium or of iron obtained by synthesis.
  • the reflective particles can for example comprise a natural or synthetic substrate, notably a synthetic substrate at least partially coated with at least one layer of a reflective material notably of at least one metal or metallic material.
  • the substrate can be of single material or multiple material, organic and/or inorganic.
  • glasses More particularly, it can be selected from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, notably aluminosilicates and borosilicates, synthetic mica and mixtures thereof, this list not being exhaustive.
  • the reflective material can include a layer of metal or of a metallic material.
  • Reflective particles are described notably in documents JP-A-09188830, JP-A-10158450, JP-A- 10158541, JP-A-07258460 and JP-A-05017710.
  • reflective particles comprising a mineral substrate coated with a layer of metal
  • particles having a substrate of borosilicate coated with silver also called "white nacres”.
  • Particles with a glass substrate covered with silver, in the form of small plates, are sold under the designation MICROGLASS METASHINE REFSX 2025 PS by the company TOYAL.
  • Particles with a glass substrate covered with nickel/chromium/molybdenum alloy are sold under the designation CRYSTAL STAR GF 550, GF 2525 by the same company.
  • the reflective particles can also be selected from particles with a synthetic substrate coated at least partially with at least one layer of at least one metallic material, notably a metal oxide, selected for example from the oxides of titanium, notably Ti ⁇ 2, of iron notably Fe2U3, of tin, of chromium, barium sulphate and the following materials: MgF 2 , CrF 3 , ZnS, ZnSe, SiO 2 , Al 2 O 3 , MgO, Y 2 O 3 , SeO 3 , SiO, HfO 2 , ZrO 2 , CeO 2 , Nb 2 O 5 , Ta 2 O 5 , MoS 2 and mixtures or alloys thereof.
  • a metal oxide selected for example from the oxides of titanium, notably Ti ⁇ 2, of iron notably Fe2U3, of tin, of chromium, barium sulphate and the following materials: MgF 2 , CrF 3 , ZnS, ZnSe, SiO 2 , Al 2 O 3
  • particles having a substrate of synthetic mica covered with titanium dioxide or particles of glass coated either with brown iron oxide, titanium oxide, tin oxide or a mixture thereof such as those sold under the brand name REFLECKS ® by the company ENGELHARD.
  • the composition according to the invention can include at least one nacre, magnetic or nonmagnetic.
  • “Nacre” is to be understood as meaning coloured particles of any shape, iridescent or non-iridescent, notably produced by certain molluscs in their shell or else synthesized and which display a colour effect by optical interference.
  • the nacres can be selected from the nacreous pigments such as titanium mica covered with an iron oxide, mica covered with bismuth oxychloride, titanium mica covered with chromium oxide, titanium mica covered with an organic colouring matter notably of the type mentioned previously as well as the nacreous pigments based on bismuth oxychloride.
  • They can also be particles of mica, on the surface of which at least two successive layers of metal oxides and/or of organic colouring matter are superposed.
  • We may also mention, as example of nacres, natural mica covered with titanium oxide, iron oxide, natural pigment or bismuth oxychloride.
  • nacres available on the market we may mention the nacres TIMICA, FLAMENCO and DUOCHROME (based on mica) marketed by the company ENGELHARD, the TIMIRON nacres marketed by the company MERCK, the mica- based nacres PRESTIGE marketed by the company ECKART and the nacres based on synthetic mica SUNSHINE marketed by the company SUN CHEMICAL.
  • the nacres can more particularly have a yellow, pink, red, bronze, orange, brown, gold and/or copper colour or reflection.
  • nacres that can be included in the composition
  • composition according to the invention can also include organic dyes or pigments.
  • the dyes can be fat-soluble or water-soluble.
  • the fat-soluble dyes are for example Sudan Red, DC Red 17, DC Green 6, ⁇ -carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC orange 5, quinoline yellow.
  • the water-soluble dyes are for example beetroot juice and methylene blue.
  • the dyes can for example represent from 0.1 to 20% of the weight of the composition, or from 0.1 to 6%, when present.
  • the organic lakes are organic pigments formed from a colorant fixed on a substrate.
  • the lakes which are also called organic pigments, can be selected from the following materials and mixtures thereof:
  • organic pigments from azo, anthraquinone, indigoid, xanthene, pyrene, quinoline, triphenylmethane, or fluorane dyes.
  • organic pigments we may notably mention those known by the following names: D&C Blue No. 4, D&C Brown No. 1, D&C Green No. 5, D&C Green No. 6, D&C Orange No. 4, D&C Orange No. 5, D&C Orange No. 10, D&C Orange No. 11, D&C Red No. 6, D&C Red No. 7, D&C Red No. 17, D&C Red No. 21, D&C Red No. 22, D&C Red No. 27, D&C Red No. 28, D&C Red No. 30, D&C Red No.
  • the organic lakes can be insoluble salts of sodium, of potassium, of calcium, of barium, of aluminium, of zirconium, of strontium, of titanium, acid dyes such as the azo, anthraquinone, indigoid, xanthene, pyrene, quinoline, triphenylmethane, or fluorane dyes, and said dyes can contain at least one carboxylic or sulphonic acid group.
  • the organic lakes can also be carried on an organic substrate such as colophony or aluminium benzoate, for example.
  • organic lakes we may mention in particular those known by the following names: D&C Red No . 2 Aluminium lake, D&C Red No. 3 Aluminium lake, D&C Red No. 4 Aluminium lake, D&C Red No. 6 Aluminium lake, D&C Red No. 6 Barium lake, D&C Red No. 6 Barium/Strontium lake, D&C Red No. 6 Strontium lake, D&C Red No. 6 Potassium lake, D&C Red No. 7 Aluminium lake, D&C Red No. 7 Barium lake, D&C Red No. 7 Calcium lake, D&C Red No. 7 Calcium/Strontium lake, D&C Red No. 7 Zirconium lake, D&C Red No. 8 Sodium lake, D&C Red No.
  • composition according to the invention can also contain composite pigments.
  • the composite pigment can notably be composed of particles comprising:
  • At least one binder can advantageously contribute to the fixation of the organic colouring matter on the inorganic core.
  • the particles of composite pigment can be variously shaped. Said particles can notably be in the form of small plates or can be globular, in particular spherical, and can be hollow or solid. "In the form of small plates” denotes particles whose ratio of the largest dimension to the thickness is greater than or equal to 5.
  • a composite pigment can for example have a specific surface between 1 and 1000 m 2 /g, notably between about 10 and 600 m 2 /g, and in particular between about 20 and 400 m 2 /g. The specific surface is the value measured by the BET method.
  • the inorganic core of the composite pigment can be of any suitable shape for fixation of particles of organic colouring matter, for example spherical, globular, granular, polyhedral, acicular, spindle- shaped, flattened in the form of flakes, rice grains, scales, as well as a combination of these forms, this list not being exhaustive.
  • the ratio of the largest dimension of the core to its smallest dimension can be between 1 and 50.
  • the inorganic core can have a size between about 1 nm and about 100 nm, or between about 5 nm and about 75 nm, for example between about 10 nm and about 50 nm.
  • the inorganic core can be made of a material selected from the non-exhaustive list comprising the metal salts and metal oxides, notably the oxides of titanium, of zirconium, of cerium, of zinc, of iron, ferric blue, of aluminium and of chromium, the aluminas, the glasses, the ceramics, graphite, the silicas, the silicates, notably the aluminosilicates and the borosilicates, synthetic mica, and mixtures thereof .
  • titanium notably Ti ⁇ 2, of iron, notably Fe2U3, of cerium, of zinc and of aluminium
  • silicates notably the aluminosilicates and the borosilicates are quite particularly suitable.
  • the inorganic core can have a specific surface, measured by the BET method, for example between about 1 m 2 /g and about 1000 m 2 /g, better still between about 10 m 2 /g and about 600 m 2 /g, for example between about 20 m 2 /g and about 400 m 2 /g.
  • the inorganic core can be coloured, if necessary.
  • the organic colouring matter can be as defined above.
  • the binder of the composite pigment can be of any type provided that it enables the organic colouring matter to adhere to the surface of the inorganic core.
  • the binder can notably be selected from a non- exhaustive list comprising silicone materials, polymeric, oligomeric or similar materials, and in particular from the organosilanes, the fluoroalkylated organosilanes and the polysiloxanes, for example polymethylhydrogenosiloxane, as well as various coupling agents, such as coupling agents based on silanes, titanates, aluminates, zirconates and mixtures thereof .
  • the colorant present in the composition can comprise a photochromic colorant or photochromic agent.
  • a photochromic colorant is a colorant having the property of changing in hue when it is lit by ultraviolet light and of regaining its original colour when it is no longer illuminated by this light or of passing from a colourless state to a coloured state and vice versa.
  • such an agent has different hues depending on whether it is illuminated by light containing a certain amount of UV radiation such as in sun light or artificial light.
  • thermochromic agent marketed under the reference KROMAFAST YELLOW 5GX 02- by the company KROMACHEM Ltd.
  • composition according to the invention can also contain piezochromic, notably tribochromic, or solvatochromic compounds.
  • the composition of the invention can additionally include any supplementary additive usually employed in cosmetics, such as water, antioxidants, preservatives, neutralizing agents, structurizing and thickening agents such as plasticizers, film-forming polymers, lipophilic gelling agents or non-aqueous liquid compounds, aqueous phase gelling agents, dispersants, cosmetic actives.
  • supplementary additive usually employed in cosmetics such as water, antioxidants, preservatives, neutralizing agents, structurizing and thickening agents such as plasticizers, film-forming polymers, lipophilic gelling agents or non-aqueous liquid compounds, aqueous phase gelling agents, dispersants, cosmetic actives.
  • additives with the exception of water which can represent from 0 to 70 wt . % and for example from 1 to 50 and better still from 1 to 10% of the total weight of the composition, can be present in the composition at the rate of 0.0005 to 20% of the total weight of the composition and better still from 0.001 to 10%.
  • composition of the product according to the invention can include, in addition to the waxes that are optionally present, a structurizing agent selected from the semicrystalline polymers, the lipophilic gelling agents and mixtures thereof.
  • “Semicrystalline polymer” means compounds having at least two repeating units, preferably at least 3 repeating units and more especially at least 10 repeating units.
  • “Semicrystalline polymer” means polymers having a crystallizable moiety, a crystallizable pendant chain or a crystallizable sequence in the backbone, and an amorphous moiety in the backbone and displaying a reversible first-order phase transition temperature, in particular a melting point (solid-liquid transition) .
  • the amorphous moiety of the polymer is in the form of an amorphous sequence; the semicrystalline polymer is in this case a block copolymer for example of the diblock, triblock or multiblock type, containing at least one crystallizable block and at least one amorphous block.
  • Block generally means at least 5 identical repeating units. The crystallizable block or blocks are then of a chemical nature different from the amorphous block or blocks .
  • the semicrystalline polymer has a melting point greater than or equal to 30 0 C (notably in the range from 30 0 C to 80°C), preferably in the range from 30 0 C to 60 0 C.
  • This melting point is a first-order phase transition temperature.
  • This melting point can be measured by any known method and in particular using a differential scanning calorimeter (DSC) .
  • DSC differential scanning calorimeter
  • the semicrystalline polymer or polymers to which the invention relates has a number- average molecular weight greater than or equal to 1000.
  • the semicrystalline polymer or polymers of the composition of the invention have a number- average molecular weight Mn in the range from 2000 to 800 000, preferably from 3000 to 500 000, better still from 4000 to 150 000, notably less than 100 000, and preferably from 4000 to 99 000.
  • they have a number-average molecular weight greater than 5600, ranging for example from 5700 to 99 000.
  • “Crystallizable chain or block” means, in the sense of the invention, a chain or block which if it were alone would pass from the amorphous state to the crystalline state, reversibly, depending on whether we are above or below the melting point.
  • a chain in the sense of the invention is a group of atoms, pendant or lateral relative to the backbone of the polymer.
  • a block is a group of atoms belonging to the backbone, said group constituting one of the repeating units of the polymer.
  • the "crystallizable pendant chain” can be a chain having at least 6 carbon atoms.
  • the semicrystalline polymer can be selected from the block copolymers having at least one crystallizable block and at least one amorphous block, the homopolymers and the copolymers bearing at least one crystallizable side chain per repeating unit, and mixtures thereof.
  • the polymer is derived from a crystallizable-chain monomer selected from the saturated Ci 4 to C22 alkyl (meth) acrylates .
  • IP22 (Rev. 4-97) . These polymers are solid at room temperature (25°C) . They bear crystallizable side chains and have the aforementioned formula X.
  • the gelling agents that can be used in the composition according to the invention can be organic or inorganic, polymeric or molecular lipophilic gelling agents .
  • clays optionally modified, such as the hectorites modified with a Cio to C22 ammonium chloride, such as hectorite modified with distearyl dimethyl ammonium chloride, for example that marketed under the designation Bentone 38V ® by the company ELEMENTIS.
  • pyrogenic silica optionally with hydrophobic surface treatment with particle size of less than 1 ⁇ m. It is in fact possible to modify the surface of the silica chemically, by chemical reaction causing a decrease in the number of silanol groups present on the surface of the silica. We can notably replace the silanol groups with hydrophobic groups: we then obtain a hydrophobic silica.
  • the hydrophobic groups can be: trimethylsiloxyl groups, which are notably obtained by treatment of pyrogenic silica in the presence of hexamethyldisilazane . Silicas so treated are designated "Silica silylate" according to the CTFA
  • Aerosil R972 and Aerosil R974 ® by the company DEGUSSA
  • CAB-O-SIL TS- 610 ® and CAB-O-SIL TS-720 ® by the company CABOT.
  • the hydrophobic pyrogenic silica has in particular a particle size that can be nanometric to micrometric, for example approximately in the range from 5 to 200 nm.
  • the organic polymeric lipophilic gelling agents are for example the partially or fully crosslinked elastomeric organopolysiloxanes, of three-dimensional structure, such as those marketed under the names KSG6 ® , KSG16 ® and KSG18 ® by the company SHIN-ETSU, Trefil E-505C ® and Trefil E-506C ® by the company DOW- CORNING, Gransil SR-CYC ® , SR DMF10 ® , SR-DC556 ® , SR 5CYC gel ® , SR DMF 10 gel ® and SR DC 556 gel ® by the company GRANT INDUSTRIES, SF 1204 ® and JK 113 ® by the company GENERAL ELECTRIC; ethylcellulose such as that sold under the designation Ethocel ® by the company DOW CHEMICAL; the galactomannans having from one to six, and in particular from two to four, hydroxyl groups per monosaccharide unit
  • lipophilic gelling agent we may also mention the polymers of weight-average molecular weight less than 100 000, having a) a polymer backbone having hydrocarbon repeating units having 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 bound to said hydrocarbon units, as described in applications WO-A-02/056847, WO-A-02/47619 whose content is incorporated as reference; in particular the polyamide resins (notably containing alkyl groups having from 12 to 22 carbon atoms) such as those described in US-A-5783657 whose content is incorporated as reference.
  • esters of dextrin and fatty acid such as the dextrin palmitates, notably such as those marketed under the names Rheopearl TL or Rheopearl KL by the company CHIBA FLOUR.
  • silicone polyamides of the polyorganosiloxane type such as those described in documents US-A-5, 874, 069, US-A-5, 919, 441, US-A-6, 051,216 and US-A-5, 981, 680.
  • silicone polymers can belong to the following two families: - polyorganosiloxanes having at least two groups capable of establishing hydrogen interactions, said two groups being located in the polymer chain, and/or
  • composition according to the invention can include at least one additional "active".
  • Active means a compound having a cosmetic and/or dermatological effect, notably on the lips.
  • Said active can be hydrophilic or hydrophobic.
  • the active can be water-soluble.
  • the active present in the composition according to the invention can be selected independently from:
  • the amount of active (s) is in the range for example from 0.0001 to 30 wt . % and preferably from 0.01 to 10 wt .% of active substance relative to the total weight of the composition.
  • composition according to the invention can include at least one film-forming polymer.
  • Polymer means, in the sense of the invention, a compound having at least 2 repeating units, and preferably at least 3 repeating units.
  • Film-forming polymer means a polymer that is able to form, on its own or in the presence of a film- forming auxiliary, a macroscopically continuous film on a substrate, notably on keratinous substances.
  • the polymer can be present in the composition at a content in the range from 0.1 to 60 wt.%, relative to the total weight of the composition, preferably in the range from 0.1 to 50 wt.%, preferably in the range from
  • the film-forming organic polymer is at least one polymer selected from the group comprising : film-forming polymers soluble in an organic liquid medium, in particular fat-soluble polymers, when the organic liquid medium contains at least one oil; - film-forming polymers dispersible in an organic solvent medium, in particular polymers in the form of non-aqueous dispersions of polymer particles, preferably dispersions in silicone or hydrocarbon oils; in one embodiment, the non-aqueous polymer dispersions contain polymer particles stabilized on their surface by at least one stabilizing agent; film-forming polymers in the form of aqueous dispersions of polymer particles, often called "latex"; in this case, the composition includes an aqueous phase; water-soluble film-forming polymers; in this case, the composition includes an aqueous phase.
  • film-forming polymer we may mention in particular acrylic polymers, polyurethanes, polyesters, polyamides, polyureas, silicone polymers, silicone grafted acrylic polymers, polyamide polymers and copolymers, polyisoprenes .
  • the film-forming polymer is a film-forming linear ethylenic block polymer, preferably containing at least one first block and at least one second block having different glass transition temperatures (Tg) , said first and second blocks being joined together by an intermediate block comprising at least one monomer that is a constituent of the first block and at least one monomer that is a constituent of the second block
  • Tg glass transition temperatures
  • the first and second blocks of the block polymer are incompatible with one another.
  • silicone resins generally soluble or swellable in silicone oils, which are crosslinked polyorganosiloxane polymers.
  • the nomenclature of the silicone resins is known by the name "MDTQ", the resin being described according to the various siloxane monomer units that it contains, each of the letters "MDTQ" characterizing a type of unit.
  • polymethylsilsesquioxane resins examples include those that are marketed: by the company Wacker under the reference Resin MK such as Belsil PMS MK: by the company SHIN-ETSU under the references KR- 220L.
  • siloxysilicate resins we may mention trimethylsiloxysilicate (TMS) resins such as that marketed under the reference SRlOOO by the company General Electric or under the reference TMS 803 by the company Wacker.
  • TMS trimethylsiloxysilicate
  • composition according to the invention can include a plasticizer promoting the formation of a film with the film-forming polymer.
  • Said plasticizer can be selected from all the compounds known by a person skilled in the art as being able to fulfil the required function .
  • the composition according to the invention can include at least one filler, notably at a content in the range from 0.01% to 50 wt.%, relative to the total weight of the composition, preferably in the range from 0.01% to 30 wt.%.
  • the term "fillers” means particles of any shape, colourless or white, mineral or synthetic, insoluble in the medium of the composition regardless of the temperature at which the composition is manufactured. These fillers serve notably for modifying the rheology or the texture of the composition.
  • the fillers can be mineral or organic of any shape, as plates, spherical or oblong, regardless of the crystallographic form (for example lamellar, cubic, hexagonal, orthorhombic, etc) .
  • talc mica, silica, kaolin, polyamide powders (Nylon®) (Orgasol® from Atochem) , poly- ⁇ -alanine and polyethylene, powders of tetrafluoroethylene polymers (Teflon®) , lauroyl-lysine, starch, boron nitride, hollow polymeric microspheres such as those of polyvinylidene chloride/acrylonitrile such as Expancel®
  • composition according to the invention can additionally include any usual cosmetic ingredient, which can notably be selected from the antioxidants, perfumes, preservatives, neutralizing agents, surfactants, sun filters, vitamins, self-tanning compounds, antiwrinkle actives, emollients, anti-free- radical agents, deodorants, sequestering agents, film- forming agents, and mixtures thereof.
  • any usual cosmetic ingredient which can notably be selected from the antioxidants, perfumes, preservatives, neutralizing agents, surfactants, sun filters, vitamins, self-tanning compounds, antiwrinkle actives, emollients, anti-free- radical agents, deodorants, sequestering agents, film- forming agents, and mixtures thereof.
  • any additional ingredients and/or their amount in such a way that the advantageous properties of the composition according to the invention are not, or substantially not, altered by the addition that is envisaged.
  • Cosmetic product or kit According to a particular embodiment of the invention, the combination identified above can be incorporated in two compositions, the whole constituting a cosmetic product.
  • another object of the present invention is a cosmetic product for make-up and/or care of the keratinous substances, notably of the lips, comprising a first composition and a second composition, each of said compositions including a physiologically acceptable carrier, and at least one of the first and second compositions comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
  • the product of the invention can in particular be a product for make-up of the skin, nails or of the hair.
  • the second composition can be applied on the skin or its appendages simultaneously or successively to the application of the first composition.
  • the liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of a diol as defined above and the colorant as defined above are present in the cosmetic product according to the invention in the first and/or in the second composition.
  • the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant is preferably present in the first composition.
  • the polyester defined above can also be present in both compositions in order to have the benefit of its various properties in both compositions. It is advantageously present according to the amounts specified above.
  • the product according to the invention contains at least two compositions each comprising a physiologically acceptable carrier.
  • Said physiologically acceptable carrier comprises physiologically acceptable (in particular cosmetically acceptable) compounds, i.e. nontoxic and suitable for application on the skin, the integumentary appendages or the lips of human beings.
  • Said carriers generally comprise compounds as described above .
  • Said compositions of the product according to the invention can be packaged separately or together in one and the same packaging article or in at least two separate packaging articles.
  • compositions are packaged separately and, advantageously, in separate packaging articles .
  • the invention also relates to a make-up kit containing a cosmetic make-up product as defined previously, in which the different compositions are packaged separately and are advantageously accompanied by suitable means of application.
  • These means can be brushes, pens, pencils, felt-tip pens, sponges, tubes and/or mousse nozzles.
  • Each first and second composition can have the form of a lotion, cream, ointment, soft paste, unguent, a cast or moulded solid and notably as a stick or in a dish, or a compacted solid.
  • Each composition can be physically separate in one and the same packaging article, for example in a two- compartment pen, the first composition, which can be a composition comprising a base formulation, being delivered by one end of the pen and the second composition, which can constitute a composition applied on the first composition (top composition) , being delivered by the other end of the pen, each end being closed notably hermetically by a cap.
  • the compositions can constitute the core of a stick, with the second composition forming a ring around said core.
  • the packaging article is in the form of a disk or of a cylinder, the two compositions constituting two separate parts of said disk or cylinder.
  • each of the compositions can be packaged in a different packaging article.
  • the first composition is in liquid or pasty form, which is highly desirable in the case of a lipstick or an eyeliner.
  • the first composition is applied as a first layer (bottom coat) .
  • the first composition of the product according to the invention can therefore constitute a bottom coat applied on the keratinous substance and the second composition a top coat. It is possible for a sub-layer, which may or may not have the constitution of the second layer, to be applied underneath the first layer.
  • the bottom coat is a lipstick, a foundation, a mascara, a lip gloss, an eye liner, a nail varnish, a nail care product, a body make-up product
  • the top coat is a care product or protective product.
  • the first composition constituting the bottom coat generally includes at least one colorant.
  • the first composition, intended to be used as the bottom coat contains a combination of a liquid polyester obtained by condensation of an unsaturated fatty acid dimer and/or trimer and of a diol and at least one colorant, said first composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
  • the second composition also includes a polyester according to the invention, as described above. According to another variant, the second composition does not include a polyester according to the invention .
  • the second composition is intended to be used as top coat, it advantageously comprises a phenylated silicone oil and a solid fat.
  • the invention further relates to a cosmetic method of care or of make-up of the skin and/or of the lips and/or of the integumentary appendages of a human being, comprising the stages consisting of applying on the skin, the lips and/or the integumentary appendages, a first layer of a first composition as described above, then applying, on all or part of the first layer, a second layer of a second composition different from the first, comprising a phenylated silicone oil and a solid fat, the first composition comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt .% thereof relative to the weight of the composition .
  • the product according to the invention can be applied on the skin both of the face and of the scalp and of the body, of the lips, of the interior of the lower eyelids, and the integumentary appendages such as the nails, the eyelashes, the hair, the eyebrows, or even bristles.
  • the second composition can form patterns and can be applied with a pen, pencil or any other tool
  • make-up can also be applied on make-up accessories such as false nails, false eyelashes, wigs or disks or patches that adhere to the skin or lips (of the beauty spot type) .
  • the invention also relates to the cosmetic use of the cosmetic product defined above for improving the properties of dispersion of the colouring matter and gloss properties of a make-up on the skin and/or the lips and/or the integumentary appendages.
  • the first composition comprises a formulation of bottom coat for a cosmetic make-up or care composition. It advantageously comprises the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
  • the first composition can contain constituents such as those described previously.
  • the first composition can contain at least one non-volatile oil, a filler, a structurizing agent or thickener, an active, and any additional usual cosmetic ingredient and a mixture thereof.
  • the second composition when the second composition is intended to be used as top coat, it advantageously comprises a phenylated silicone oil and a solid fat.
  • Sol id fats When the second composition is intended to be used as top coat, it advantageously comprises a phenylated silicone oil and a solid fat.
  • the second composition of the product according to the invention preferably comprises at least one solid fat as defined above.
  • the second composition preferably comprises at least one phenylated silicone.
  • phenylated silicone means an organopolysiloxane substituted with at least one phenyl group.
  • Non-volatile means an oil whose vapour pressure at room temperature and atmospheric pressure is non-zero and is less than 0.02 mmHg (2.66 Pa) and preferably less than 10 ⁇ 3 mmHg (0.13 Pa) .
  • the molecular weight of the phenylated silicone oil is between 500 and 10 000 g/mol.
  • the silicone oil can be selected from the phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes, 2-phenylethyl trimethylsiloxysilicates .
  • the silicone oil can correspond to the formula: R
  • the silicone oil contains at least three phenyl groups, for example at least four, at least five or at least six. According to another manner of application, the silicone oil corresponds to the formula R R R
  • R R R in which the groups R represent, independently of one another, a methyl or a phenyl.
  • said organopolysiloxane contains at least three phenyl groups, for example at least four or at least five.
  • the silicone oil corresponds to the formula
  • a phenylated silicone of this kind is notably 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.
  • the silicone oil corresponds to the formula
  • Me represents methyl
  • y is between 1 and 1000
  • X represents -CH2-CH(CH3) (Ph) .
  • the silicone oil corresponds to the formula in which -OR' represents -O-SiMe3, y is between 1 and 1000 and z is between 1 and 1000.
  • the phenylated silicone oil can be selected from the phenylated silicones of the following formula (VI) :
  • n, p and q are, independently of one another, integers between 0 and 900, provided that the sum 'm+n+q' is different from 0.
  • the sum 'm+n+q' is between 1 and 100.
  • the sum 'm+n+p+q' is between 1 and 900, better still between 1 and 800.
  • q is equal to 0.
  • the phenylated silicone oil can be selected from the phenylated silicones of the following formula
  • Rl to R6 independently of one another, are saturated or unsaturated, linear cyclic or branched, C1-C30 hydrocarbon radicals,
  • Rl to R6 independently of one another, represent a saturated, linear or branched, Cl- C30, notably C1-C12, hydrocarbon radical and in particular a methyl, ethyl, propyl or butyl radical.
  • Rl to R6 can be identical, and moreover can be a methyl radical.
  • a phenylated silicone oil of formula (VI) having a viscosity at 25°C between 5 and 1500 mm 2 /s (i.e. 5 to 1500 cSt) , preferably having a viscosity between 5 and 1000 mm 2 /s (i.e. 5 to 1000 cSt) .
  • phenylated silicone oil of formula (VII) we can notably use the phenyltrimethicones such as DC556 from Dow Corning (22.5 cSt) , the oil Silbione 70663V30 from Rhone Poulenc (28 cSt) , or the diphenyldimethicones such as the Belsil oils, notably Belsil PDMlOOO (lOOOcSt), 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 can be selected from the silicones of formula:
  • Ri, R2, R5 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 from 1 to 6 carbon atoms, or an aryl radical
  • X is an alkyl radical having from 1 to 6 carbon atoms, a hydroxyl radical or a vinyl radical
  • n and p being selected so as to endow the oil with a molecular weight by weight less than 200 000 g/mol, preferably less than 150 000 g/mol and more preferably less than 100 000 g/mol.
  • the phenylated silicone oil of the second composition is advantageously selected in such a way that it improves at least one cosmetic property of the first composition, when the latter is applied alone on said keratinous substance.
  • the second composition can notably improve the comfort of the first composition.
  • the first or the second composition, or both have a continuous oily phase and are preferably in an anhydrous form and can contain less than 5% of water, and better still less than 1% of water relative to the total weight of the first or second composition.
  • the second composition can include other ingredients such as those described previously.
  • the second composition can contain at least one colorant, volatile or non-volatile oil, filler, structurizing agent or thickener, active ingredient, any additional usual cosmetic ingredient, as defined previously, or a mixture thereof.
  • it advantageously contains a phenylated silicone and a wax.
  • the second composition includes a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of a diol. This composition will also be able to include at least one colorant.
  • the first composition and/or the second composition are selected in such a way that the product, once applied on the keratinous substances, displays satisfactory properties of gloss, of durability of the gloss and of comfort.
  • compositions according to the invention are multiple and relate to all cosmetic products comprising a colorant, more particularly lipsticks .
  • composition of the invention can be in the form of a solid, compacted or cast composition notably as a stick or in a dish, pasty or liquid.
  • it is in solid form, i.e. in a hard form (not flowing under its own weight) notably cast or compacted, for example as a stick or in a dish.
  • It can be in the form of paste, solid or cream. It can be an oil-in-water or water-in-oil emulsion, a solid or soft anhydrous gel, or in the form of loose or compacted powder and even in a two-phase form. Preferably, it is in the form of a composition with an oily and notably anhydrous continuous phase; in this case, it can contain an aqueous phase in a proportion of less than 5%.
  • composition according to the invention can be in the form of a coloured skin care composition, in the form of a composition for sun protection or for make-up removal or in the form of a hygiene composition. If it contains cosmetic actives, it can then be used as a base for care or non-therapeutic treatment for the skin such as the hands or the face or for the lips (lip balms, protecting the lips from the cold and/or sun and/or wind), product for artificial tanning of the skin.
  • composition of the invention can also be in the form of a coloured make-up product for the skin, in particular for the face such as a foundation, a blusher or eye shadow, a blusher or eye shadow, a concealer, a blush, a loose or compacted powder, or a make-up product for the body such as a semi-permanent tattooing product or for make-up of the lips such as a lipstick, a lip pencil or a lip gloss, optionally having properties of care or of non-therapeutic treatment, a make-up product for the integumentary appendages for example a nail varnish, a mascara, an eyeliner, a product for colouring or care of the hair.
  • the composition according to the invention is in the form of a lipstick or a lip gloss.
  • composition of the invention must be physiologically acceptable (in particular cosmetically acceptable), i.e. non-toxic and suitable for application on the skin, the integumentary appendages or the lips of human beings.
  • Cosmetically acceptable means of pleasant taste, feel, appearance and/or odour, applicable for several days over several months .
  • the composition according to the invention can be manufactured by the known methods, generally used in the cosmetics field.
  • the present invention also relates to a method of make-up or care of the skin, lips and/or of the integumentary appendages, comprising the application of the composition according to the invention described above on the skin, the lips and/or the integumentary appendages .
  • Formula A corresponds to a composition according to the invention where the polyester used is the polymer marketed by Biosynthis under the designation Viscoplast 14436H (INCI name: dilinioleic acid/butanediol copolymer) .
  • Formula A is very glossy, very slippery and comfortable during application and after application. It is soft and creamy. It does not leave a pulling sensation on the lips.
  • Example 2 Lip gloss
  • Formula B corresponds to a composition according to the invention where the polyester used is the polymer marketed by Biosynthis under the designation Viscoplast 14436H (INCI name: dilinioleic acid/butanediol copolymer) .
  • Formula B is very pleasant during application, slippery to just the right extent, extremely soft and creamy. It gives a good thickness of the deposit, it is glossy, not very sticky, the film obtained on the lips is quite thick and uniform, and is effectively present on the lips.

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Abstract

The present invention relates to a cosmetic or skin care composition comprising an oily phase, at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt. % thereof relative to the weight of the composition. It also relates to a cosmetic product comprising such a composition and a method of make-up or of care of the skin, lips and/or of the integumentary appendages, comprising the application of said composition or of said product on these parts.

Description

Compositions containing a polyester and a colorant and uses thereof
The present invention relates to a cosmetic or skin care composition comprising an oily phase, at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and diol and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
Many make-up compositions, and in particular lip make-up compositions, are glossy or have a glossy effect. This gloss, which makes it possible to emphasize the area that is covered, is generally obtained by incorporating gloss oils. These gloss oils are generally characterized by their high molecular weight and are generally nonpolar (for example the polybutenes) , and therefore have little capacity for dispersing pigments. These nonpolar gloss oils also have the drawback that they are rather uncomfortable, because they are sticky.
In the compositions of the prior art containing nonpolar oils, the dispersion of colorants, notably pigments, is achieved by adding polar oils. Most of these polar oils have the drawback, however, that they are not very glossy and/or are rather uncomfortable, notably on account of their tendency to cause drying of the lips when they are included in lipstick formulations. Other polar oils, even if they fulfil the criteria of gloss, notably the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD-DA7®, have rather unsatisfactory durability of the gloss or colour, or even durability of the cosmetic composition once applied. We note in particular viscosity that is too high, leading to poor dispersion of the colouring matter and therefore production of an inhomogeneous colour. These polar oils can also give the composition a sticky feel, which is particularly unpleasant for the user.
In consequence, there is still a need for formulations that make it possible to obtain cosmetic compositions in which pigments can be dispersed satisfactorily, while providing high gloss, improved lasting qualities of the gloss and colour, and yet are still comfortable and therefore suitable for cosmetic use.
SUMN[ARY OF THE INVENTION
The inventors have observed, surprisingly, that the use of certain liquid polyesters obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol makes it possible to obtain cosmetic compositions in which pigments can be dispersed satisfactorily, while displaying high gloss, improved lasting qualities of the gloss and colour, and yet are still comfortable and therefore suitable for cosmetic use .
The invention therefore relates to a cosmetic or skin care composition comprising an oily phase, a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol, and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing less than 15 wt . % thereof, relative to the weight of the composition. The invention also relates to a cosmetic product for make-up and/or care of the keratinous substances, notably of the lips, comprising a first composition and a second composition, each of said compositions including a physiologically acceptable carrier, and at least one of the first and second compositions comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and diol and at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition. The invention also relates to a method of make-up or of care of the skin, lips and/or of the integumentary appendages, comprising the application on these parts of a composition or of a product according to the invention.
DETAILED DESCRIPTION
The present invention relates to a cosmetic or skin care composition comprising an oily phase, at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol and at least one colorant, said composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition. The composition according to the invention can notably take the form of a foundation, a blusher or eye shadow, a concealer, a blush, a loose or compacted powder, a lipstick, a lip balm, a lip gloss, a lip or eye pencil, a mascara, an eye-liner, a nail varnish or a product for make-up of the body or for colouring the skin .
Preferably, the cosmetic or skin care composition according to the invention is a lipstick or a lip gloss . The various constituents of the composition according to the invention are detailed below.
Polyester
The composition according to the invention includes at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol. The inventors have observed that such polyesters display advantageous properties relative to the gloss oils usually employed in cosmetic compositions, notably relative to gloss oils such as the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD-DA7®, or a polyisobutene . Thus, the inventors have shown that the polyesters obtained by condensation of dimer and/or of trimer of fatty acids and of diol make it possible to obtain particularly satisfactory dispersion of the colouring matter used in a cosmetic composition, while maintaining satisfactory gloss and durability of said gloss. The compositions thus obtained are also particularly comfortable.
"Liquid polyester" means a polyester that begins to flow under its own weight in less than one minute at room temperature (25°C) .
"Unsaturated fatty acids" means, within the context of the present invention, mono- or polyunsaturated fatty acids having from 14 to 22 carbon atoms. The unsaturated fatty acid dimers can notably contain from 2 to 4 unsaturations in their carbon chain. The unsaturated fatty acid trimers can contain from 3 to 6 unsaturations in their carbon chain. Preferably, the unsaturated fatty acid dimers and/or trimers are polycarboxylic acids comprising at least 2 and up to 6 carboxylic acid functions per molecule. In a preferred embodiment, the unsaturated fatty acid dimer can contain from 28 to 44 carbon atoms and 2 carboxylic acid functions. The unsaturated fatty acid trimer can contain from 42 to 66 carbon atoms and 3 carboxylic acid functions. Preferably, an unsaturated fatty acid dimer is used, in particular having 36 carbon atoms and 2 carboxylic acid functions.
Mixtures of unsaturated fatty acid dimers and trimers and/or of unsaturated fatty acid (not polymerized, therefore corresponding to a monomer) can also be employed within the scope of the invention. In the case of such a mixture, preference is given to a mixture containing more than 50 wt . % of dimers, for example a mixture containing more than 90 wt.%, preferably more than 95%, of acids in the form of dimers, and the rest of the mixture can be trimers and/or monomers of unsaturated fatty acids.
The unsaturated fatty acid dimer and/or trimer can optionally be hydrogenated after the reaction of polymerization of the unsaturated fatty acid, notably to improve the stability of the dimer or trimer product .
Dimers of hydrogenated fatty acids (oleic or linoleic acid) are notably marketed under the brand names EMPOL1008, EMPOL1004, EMPOL1025, EMPOLlOIl and EMPOL1062 by Cognis, and Pripol 1006 (dilinoleic acid) by Uniqema, International. Uniqema also markets a dimer of hydrogenated fatty acids under the designation Pripol 1013 (hydrogenated dilinoleic acid) . Particularly preferably, the unsaturated fatty acid dimer is a dimer of linoleic acid, also called dilinoleic acid, obtained by intermolecular polymerization of linoleic acid.
The unsaturated fatty acid can be of natural, preferably vegetable, origin. A fatty acid of vegetable origin can come from any vegetable source producing said fatty acid. For example, in the case of linoleic acid, it will be possible to use molecules extracted from soya, from colza, etc. The polyester in the composition according to the invention is therefore obtained by condensation of a long-chain fatty acid polymerized with a diol. Within the scope of the present invention, "diol" denotes a C2 to ClO, preferably C2-C8, and more preferably C2-C6, hydrocarbon compound, the carbon chain of which is substituted with two hydroxyl functions. The hydrocarbon chain or chains can be interrupted by an oxygen atom. The diols that can be used according to the invention can be linear, branched or cyclic, saturated or unsaturated alcohols. Preferably, the diol is a saturated linear diol. Particularly preferably, the diol is a butanediol, notably 1, 2-butanediol, 1,3- butanediol or 1, 4-butanediol, and preferably 1,4- butanediol .
Advantageously, the polyester used in the composition according to the invention has an average molecular weight between 500 and 2000, preferably between 1000 and 2000, and more preferably between 1200 and 1800.
In a particularly preferred embodiment, the polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol is a polymer, or polyester, of dilinoleic acid and 1, 4-butanediol, preferably having an average molecular weight of 1300, a viscosity at 400C of 2500-3500 cSt and a refractive index at 25°C of 1.475-1.485. In this connection we may notably mention the polymer marketed by Biosynthis under the designation Viscoplast 14436H (INCI name: dilinoleic acid/butanediol copolymer) .
The amount of polyester in the composition according to the invention can vary over a wide range and notably depends on the desired galenical and on the desired effects. Advantageously, to give an order of magnitude, the amount of polyester is between 5 and 60 wt. %, preferably between 8 and 50 wt . % relative to the total weight of the composition.
Oily phase
The composition according to the invention includes an oily phase that comprises one or more oils and/or a fat. It is in particular a liquid oily phase based on at least one oil, for example for the formulation of a composition for lip gloss. It can also be a solid fat, optionally mixed with oils, notably for a lipstick composition, in the form of a stick. Liquid o i l s
"Oil" means a non-aqueous compound, not miscible with water, liquid at room temperature (25°C) and atmospheric pressure (760 mmHg) . These oils can be of vegetable, mineral or synthetic origin. They can comprise polar oils, nonpolar oils, or mixtures thereof .
The composition according to the invention is preferably free from additional polar oil of molecular weight below 1000. It can nevertheless contain at the most 15 wt .% thereof, relative to the weight of the composition. According to a particular aspect, the composition contains less than 10 wt.%, or even less than 5 wt.%, of additional polar oil of molecular weight below 1000, relative to the total weight of the composition .
The oily phase according to the invention comprises oils of any type that are compatible with cosmetic use, as envisaged in the present invention. These oils are selected in relation to the desired formulation, notably to obtain a foundation, a blusher or eye shadow, a concealer, a blush, a loose or compacted powder, a lipstick, a lip balm, a lip gloss, a lip or eye pencil, a mascara, an eye-liner, a nail varnish or a product for make-up of the body or for colouring the skin.
Among the polar oils, we may mention the hydrocarbon oils bearing ester, ether, acid, or alcohol functions or mixtures thereof, such as the fatty alcohols and fatty acids, and their esters. We may thus mention, as polar oil of molecular weight below 1000: hydrocarbon vegetable oils with high triglyceride content constituted of ester of fatty acid and of glycerol in which the fatty acids can have varied chain lengths, said chains being linear or branched, saturated or unsaturated, such as liquid triglycerides of fatty acids having from 4 to 10 carbon atoms such as the triglycerides of heptanoic or octanoic acids. These oils are notably wheat germ oil, maize oil, sunflower oil, karite oil, castor oil, sweet almond oil, macadamia oil, apricot oil, soybean oil, colza oil, cotton oil, alfalfa oil, poppy oil, Chinese okra oil, sesame oil, cucurbit oil, avocado oil, hazelnut oil, grapeseed oil, blackcurrant seed oil, evening primrose oil, millet oil, barley oil, quinoa oil, olive oil, rye oil, safflower oil, candlenut oil, passionflower oil, musk rose oil, or triglycerides of caprylic/capric acids such as those sold by the company STEARINERIES DUBOIS or those sold under the designation MIGLYOL 810, 812 and 818 by the company DYNAMIT NOBEL;
- esters of a short-chain acid, in particular having from 4 to 11 carbon atoms, and notably of octanoic acid or of heptanoic acid such as propylene glycol dioctanoate or neopentylglycol diheptanoate;
- esters of a fatty acid, in particular with 12 to 22 carbon atoms, and notably of lanolin acid, of oleic acid, of lauric acid, or of stearic acid such as propylene glycol monoisostearate, poly-glyceryl 2- diisostearate,
- synthetic short esters corresponding to the formula R3COOR4 in which R3 represents the residue of a linear or branched fatty acid having from 1 to 20 carbon atoms and R3 represents a hydrocarbon chain notably branched containing from 1 to 20 carbon atoms provided that the number of carbon atoms in R3 + R4 is less than or equal to 25, for example isononyl isononanoate, benzoate of C12 to C15 alcohol, ethyl 2-hexyl palmitate, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols, isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, diisopropyl adipate, 2-ethyl-hexyl palmitate, 2-diethyl-hexyl succinate, isodecyl neopentanoate, isopropyl stearate, octylpalmitate, isopropyl isostearate, isostearyl neopentanoate, octyldodecyl neopentanoate; hydroxylated esters such as isostearyl lactate, octylhydroxystearate, octyldodecyl hydroxystearate, diisostearylmalate, triisocetyl citrate, diglycerol triisostearate; glycerol triisostearate, diethylene glycol diisononanoate; - esters of pentaerythritol;
- esters of aromatic acids and of alcohols containing 4 to 22 carbon atoms, notably tridecyl trimellitate; fatty alcohols liquid at room temperature with a branched and/or unsaturated carbon chain having from 12 to 26 carbon atoms such as oleic alcohol, linoleic or linolenic alcohol, isostearic alcohol or octyl dodecanol;
C12-C26 higher fatty acids such as oleic acid, linoleic acid, linolenic acid, or isostearic acid; - or mixtures thereof.
The oily phase of the composition according to the invention can also include one or more nonpolar oil(s) . "Nonpolar oil" means, in the sense of the present invention, an oil whose solubility parameter at 25°C δa is equal to 0 (J/cm3)^. The definition and calculation of the solubility parameters in the HANSEN three- dimensional solubility space are described in the article of C. M. HANSEN: "The three dimensional solubility parameters" J. Paint Technol. 39, 105 (1967) . According to this Hansen space: δD characterizes the LONDON dispersion forces resulting from the formation of induced dipoles during molecular collisions; δp characterizes the DEBYE forces of interaction between permanent dipoles as well as the KEESOM forces of interaction between induced dipoles and permanent dipoles;
- δh characterizes the forces of specific interactions (of the hydrogen bond, acid/base, donor/acceptor, etc. type) ;
- δa is determined from the equation: δa = (δp 2 + δh 2)^
The parameters δp, δh, δD and δa are expressed in (J/cm3) . The nonpolar oil can notably be a hydrocarbon oil and/or silicone oil and/or fluorinated oil.
"Hydrocarbon oil" means an oil formed essentially from, or constituted of carbon atoms and hydrogen atoms, and optionally oxygen atoms and nitrogen atoms, and not containing a silicon atom or fluorine atom. According to one embodiment the nonpolar hydrocarbon oil is without heteroatom (s) . Heteroatom is taken to mean an atom other than carbon or hydrogen. Among the hydrocarbon oils we may mention squalene, linear or branched hydrocarbons such as paraffin, vaseline and naphthalene oils, hydrogenated polyisobutene (such as Parleam® marketed by the company NIPPON OIL FATS) or partially hydrogenated, isoeicosane, squalane, polydecenes, decene/butene copolymers, polybutene/polyisobutene copolymers notably Indopol L-14, polydecenes such as PURESYN 10, and mixtures thereof.
"Silicone oil" means an oil comprising at least one silicon atom, and notably comprising groups Si-O. The silicone oils that can be used in the composition according to the invention can be phenylated silicone oils (phenylated silicone means an organopolysiloxane substituted with at least one phenyl group) , non- volatile polydimethylsiloxanes (PDMS) , polydimethylsiloxanes bearing alkyl or alkoxy groups, pendant and/or at the end of the silicone chain, said groups each having from 2 to 24 carbon atoms. Among the phenylated silicone oils we may mention BELSIL PDM 1000 from the company WACKER (MW=9000 g/mol) , phenyl trimethicones (such as the phenyl trimethicone sold under the trade name DC556 by Dow Corning), phenyl dimethicones, phenyl trimethylsiloxy diphenyl siloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes .
The nonpolar oil can also be selected from the fluorinated oils (an oil containing at least one fluorine atom) such as the perfluoropolyethers, the perfluoroalkanes such as perfluorodecalin, the perfluorodamantanes, the monoesters, diesters and triesters of perfluoroalkylphosphates and the fluorinated ester oils. According to one embodiment, the nonpolar oil is a non-volatile nonpolar hydrocarbon oil which can be selected advantageously from the saturated, linear or branched alkanes. "Non-volatile oil" means an oil that remains on the keratinous substances at room temperature and atmospheric pressure for at least several hours and notably has a vapour pressure of less than 10" mmHg (0.13 Pa) . A non-volatile oil can also be defined as one having a rate of evaporation such that, in the conditions defined previously, the amount evaporated after 30 minutes is less than 0.07 mg/cm2.
According to a particular embodiment, the oily phase of the composition according to the invention can also include at least one gloss oil. Preferably, the gloss oil is non-volatile. The gloss oils are generally nonpolar. However, some are polar. Thus, the proportion of polar gloss oils in the oily phase can be limited, the composition according to the invention being free from polar oils of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the total weight of the composition.
The gloss oil preferably has a high molecular weight in the range from 650 to 10000 g/mol, and preferably between 750 and 7500 g/mol. The gloss oil for use in the present invention can be selected from:
- lipophilic polymers such as:
- polybutylenes such as INDOPOL H-100 (of molecular weight or MW=965 g/mol), INDOPOL H-300 (MW=1340 g/mol), INDOPOL H-1500 (MW=2160g/mol) marketed or manufactured by the company AMOCO,
- hydrogenated polyisobutylenes such as PANALANE H-300 E marketed or manufactured by the company AMOCO (MW =1340 g/mol), VISEAL 20000 marketed or manufactured by the company SYNTEAL (MW=6000 g/mol), REWOPAL PIB 1000 marketed or manufactured by the company WITCO (MW=IOOO g/mol) , - polydecenes and hydrogenated polydecenes such as: PURESYN 10 (MW=723 g/mol), PURESYN 150 (MW=9200 g/mol) marketed or manufactured by the company MOBIL CHEMICALS, copolymers of vinylpyrrolidone such as: vinylpyrrolidone/1-hexadecene copolymer, ANTARON V-216 marketed or manufactured by the company ISP (MW=7300 g/mol) , - esters such as: esters of linear fatty acids having a total carbon number in the range from 35 to 70 such as pentaerythrityl tetrapelargonate (MW=697 g/mol) , hydroxylated esters such as polyglycerol-2 triisostearate (MW=965 g/mol) , aromatic esters such as tridecyl trimellitate (MW=757 g/mol) ,
- esters of fatty alcohol or of branched C24-C28 fatty acids such as those described in application EP- A-O 955 039, and notably triisoarachidyl citrate
(MW=1033.76 g/mol), pentaerythrityl tetraisononanoate (MW=697 g/mol), glyceryl triisostearate (MM=891 g/mol), glyceryl tridecyl-2 tetradecanoate (MW=I 143 g/mol) , pentaerythrityl tetraisostearate (MW=1202 g/mol) , polyglyceryl-2 tetraisostearate (MW=1232 g/mol) or pentaerythrityl tetradecyl-2 tetradecanoate (MW=1538 g/mol) ,
- a polyester resulting from the esterification of at least one triglyceride of hydroxylated carboxylic acid(s) by an aliphatic monocarboxylic acid and by an aliphatic dicarboxylic acid, optionally unsaturated such as castor oil, of succinic acid and of isostearic acid marketed under the reference Zenigloss by Zenitech, - esters of diol dimer and of diacid dimer of general formula H0-R5- (-OCO-R2-COO-R6-) h-OH, in which: R5 represents a residue of diol dimer obtained by hydrogenation of dilinoleic diacid R6 represents a residue of hydrogenated dilinoleic diacid, and h represents an integer in the range from 1 to 9, notably the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD-DA7®, silicone oils such as phenylated silicones (also called phenylated silicone oil) such as BELSIL PDM 1000 from the company WACKER (MW=9000 g/mol) , phenyl trimethicones (such as the phenyl trimethicone sold under the trade name DC556 by Dow Corning), phenyl dimethicones, phenyl trimethylsiloxy diphenyl siloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes; - oils of vegetable origin such as sesame oil (MW=820 g/mol) , - and mixtures thereof.
The gloss oil can also be an oligomer of triglyceride of hydroxylated fatty acid and of saturated diacid. Said oligomer is obtained by reaction of a triglyceride of hydroxylated fatty acid (such as hydrogenated castor oil) and of a saturated diacid. According to the invention, the diacid is said to be saturated when the hydrocarbon chain from which it is constituted does not have an unsaturation, i.e. a carbon-carbon double bond. "Diacid" means a hydrocarbon compound containing two carboxyls -COOH. The diacid can be a single diacid or a mixture of several diacids. Moreover, in the sense of the invention, the oligomer can be a mixture of several oligomers. Among the saturated diacids that can be used, we may mention sebacic acid (or 1, 10-decanedioic acid), succinic acid, adipic acid, azelaic acid, octadecamethylene dicarboxylic acid and eicosadicarboxylic acid.
More particularly, the oligomer can be an oligoester whose monomers are represented by the following formulae (A) of triglyceride and (B) of diacid:
R2 R I 2 R I 2
CHOH
I C J HOH C J HOH
Rl Rl Rl
C=O C=O C=O
O O O CH0 CH CH
(A)
O O
HO—C-X-C-OH
(B) in which
Rl represents a saturated or unsaturated, linear or branched alkylene group containing for example from 1 to 18 carbon atoms, and R2 represents a saturated or unsaturated, linear or branched alkyl group containing for example from 1 to 12 carbon atoms;
Rl preferably represents a group (CH2) n~ , where n can vary from 1 to 20 and notably from 3 to 16, for example from 6 to 12;
R2 preferably represents a group (CH2) mCH3, where m can vary from 0 to 11 and notably from 2 to 11, for example from 3 to 9; According to one embodiment n=10 and m=5, and the group [omission] represents the alkyl residue of 12- hydroxystearic acid (the main component of hydrogenated castor oil) ; Xl is a linear or branched alkylene group, for example a linear alkylene group (CH2)X-, where x can vary from 1 to 30 and notably from 3 to 15.
When the diacid is sebacic acid, x is equal to 8. The average degree of polymerization of the oligomer can vary between 3 and 12.
The oligoester of hydrogenated castor oil and of sebacic acid is notably marketed by the company CRODA under different designations depending on the degree of polymerization.
Among the oligoesters formed from hydrogenated castor oil and sebacic acid, the one with a degree of polymerization of about 4.6 is available under the trade name "CROMADOL CWS-5" and the one with a degree of polymerization of about 9.5 is available under the trade name "CROMADOL CWS-IO", marketed by Croda Japan K. K.
We may also mention the oligomer of hydrogenated castor oil and sebacic acid sold under the designation CRODABOND-CSA (MW = 3500) by the company CRODA.
The oligomer can be present in the composition according to the invention at a content in the range from 0.1 to 50 wt.%, particularly from 0.1 to 40 wt.%, more particularly from 0.5 to 30% and for example from 1 to 20 wt.%, relative to the total weight of the composition .
Preferably, the gloss oil has a refractive index greater than or equal to 1.45 and notably in the range from 1.45 to 1.6. In a particular embodiment, the gloss oil is one of the esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD- DA7®. The composition can contain at least one pasty compound. S o l id fat s
Advantageously, the oily phase can include at least one solid fat such as a pasty fat or a wax.
Pasty fats
"Pasty" means, in the sense of the present invention, a lipophilic fatty compound with reversible solid/liquid change of state, displaying, in the solid state, anisotropic crystalline organization, and having, at a temperature of 23°C, a liquid fraction and a solid fraction.
In other words, the initial melting point of the pasty compound can be less than 23°C. The liquid fraction of the pasty compound measured at 23°C can represent 9 to 97 wt.% of the compound. Said fraction that is liquid at 23°C preferably represents between 15 and 85%, more preferably between 40 and 85 wt.%.
In the sense of the invention, the melting point corresponds to the temperature of the most endothermic peak observed in thermal analysis (DSC) as described in standard ISO 11357-3; 1999. The melting point of a pasty substance or of a wax can be measured using a differential scanning calorimeter (DSC) , for example the calorimeter sold under the designation "MDSC 2920" by the company TA Instruments.
The measurement protocol is as follows: A 5 mg sample of pasty substance or wax (according to the case) placed in a crucible is submitted to a first temperature rise from -200C to 1000C, at a heating rate of 10°C/minute, then it is cooled from 1000C to -20°C at a cooling rate of 10°C/minute and is finally submitted to a second temperature rise from -200C to 100°C at a heating rate of 5°C/minute. During the second temperature rise, we measure the variation of the difference in power absorbed by the empty crucible and by the crucible containing the sample of pasty substance or wax as a function of the temperature. The melting point of the compound is the value of the temperature corresponding to the top of the peak of the curve representing the variation of the difference of power absorbed as a function of the temperature . 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 enthalpy of fusion of the pasty compound.
The enthalpy of fusion of the pasty compound is the enthalpy consumed by the compound in passing from the solid state to the liquid state. The pasty compound is said to be in the solid state when the whole of its mass is in crystalline solid form. The pasty compound is said to be in the liquid state when the whole 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 (DSC) , such as the calorimeter sold under the designation MDSC 2920 by the company TA Instruments, with a temperature rise of 5 or 100C per minute, according to standard ISO 11357-3:1999. The enthalpy of fusion of the pasty compound is the amount of energy required to cause the compound to change from the solid state to the liquid state. It is expressed in J/g.
The enthalpy of fusion consumed at 23°C is the amount of energy absorbed by the sample on changing from the solid state to the state that it exhibits at 23°C constituted of a liquid fraction and of a solid fraction.
The liquid fraction of the pasty compound measured at 32°C preferably represents from 30 to 100 wt . % of the compound, preferably from 50 to 100%, more preferably from 60 to 100 wt . % 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 enthalpy of fusion of the pasty compound. The enthalpy of fusion consumed at 320C is calculated in the same way as the enthalpy of fusion consumed at 23°C.
The pasty compound is preferably selected from synthetic compounds and compounds of vegetable origin. A pasty compound can be obtained by synthesis from starting products of vegetable origin.
The pasty compound is advantageously selected from
- lanolin and its derivatives polyol ethers selected from ethers of pentaerythritol and of polyalkylene glycol, ethers of fatty alcohol and of sugar, and mixtures thereof, ether of pentaerythritol and polyethylene glycol having 5 oxyethylenated units (5 EO) (CTFA name: PEG-5 Pentaerythrityl Ether) , ether of pentaerythritol and polypropylene glycol having 5 oxypropylenated units (5 PO) (CTFA name: PPG-5 Pentaerythrityl Ether), and mixtures thereof and more especially the mixture PEG-5 Pentaerythrityl Ether, PPG-5 Pentaerythrityl Ether and soybean oil, marketed under the designation "Lanolide" by the company Vevy, the constituents of said mixture being in the proportions by weight 46/46/8: 46% of PEG- 5 Pentaerythrityl Ether, 46% of PPG-5 Pentaerythrityl Ether and 8% of soybean oil.
- silicone compounds, polymeric or otherwise
- fluorinated compounds, polymeric or otherwise - vinylic polymers, notably:
• homopolymers of olefins (such as polyvinyl laurate)
• copolymers of olefins
• homopolymers and copolymers of hydrogenated dienes
• linear or branched oligomers, homo- or copolymers of alkyl (meth) acrylates preferably having a C8-C30 alkyl group • homo- and copolymeric oligomers of vinyl esters having C8-C30 alkyl groups
• homo- and copolymeric oligomers of vinyl ethers having C8-C30 alkyl groups, - fat-soluble polyethers resulting from polyetherification between one or more C2-C100, preferably C2-C50, diols,
- esters,
- and/or mixtures thereof. The pasty compound is preferably a polymer, notably a hydrocarbon polymer.
Among the fat-soluble polyethers, particular preference is given to the copolymers of ethylene oxide and/or of propylene oxide with C6-C30 long-chain alkylene oxides, more preferably such that the weight ratio of the ethylene oxide and/or propylene oxide to alkylene oxides in the copolymer is from 5:95 to 70:30. In this class, we may notably mention copolymers such that the long-chain alkylene oxides are arranged in blocks having an average molecular weight from 1000 to 10000, for example a polyoxyethylene/polydodecyl glycol block copolymer such as the ethers of dodecanediol (22 mol) and of polyethylene glycol (45 EO) marketed under the brand name ELFACOS ST9 by Akzo Nobel. Among the esters, notably the following are preferred:
- the esters of an oligomeric glycerol, notably the esters of diglycerol, in particular the condensates of adipic acid and of glycerol, for which a proportion of the hydroxyl groups of the glycerols have reacted with a mixture of fatty acids such as stearic acid, capric acid, stearic acid and isostearic acid and 12- hydroxystearic acid, notably such as those marketed under the brand name Softisan 649 by the company Sasol - the arachidyl propionate marketed under the brand name Waxenol 801 by Alzo,
- the esters of phytosterol, the triglycerides of fatty acids and their derivatives
- the esters of pentaerythritol the non-crosslinked polyesters resulting from polycondensation between a dicarboxylic acid or a linear or branched C4-C50 polycarboxylic acid and a diol or a C2-C50 polyol,
- the aliphatic esters of ester resulting from the esterification of an ester of aliphatic hydroxycarboxylic acid by an aliphatic carboxylic acid. The aliphatic carboxylic acid has from 4 to 30 and preferably from 8 to 30 carbon atoms. It is preferably selected from hexanoic acid, heptanoic acid, octanoic acid, ethyl-2 hexanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, hexyldecanoic acid, heptadecanoic acid, octadecanoic acid, isostearic acid, nonadecanoic acid, eicosanoic acid, isoarachidic acid, octyldodecanoic acid, heneicosanoic acid, docosanoic acid, and mixtures thereof.
The aliphatic carboxylic acid is preferably branched.
The ester of aliphatic hydroxycarboxylic acid is advantageously derived from an aliphatic hydroxylated carboxylic acid having from 2 to 40 carbon atoms, preferably from 10 to 34 carbon atoms and more preferably from 12 to 28 carbon atoms, and from 1 to 20 hydroxyl groups, preferably from 1 to 10 hydroxyl groups and more preferably from 1 to 6 hydroxyl groups. The ester of aliphatic hydroxycarboxylic acid is selected from: a) the partial or total esters of saturated linear monohydroxylated aliphatic monocarboxylic acids; b) the partial or total esters of unsaturated monohydroxylated aliphatic monocarboxylic acids; c) the partial or total esters of saturated monohydroxylated aliphatic polycarboxylic acids; d) the partial or total esters of saturated polyhydroxylated aliphatic polycarboxylic acids; e) the partial or total esters of C2 to C16 aliphatic polyols that have reacted with a mono- or polyhydroxylated aliphatic mono- or polycarboxylic acid, and mixtures thereof.
The aliphatic esters of ester are advantageously selected from: - the ester resulting from the reaction of esterification of hydrogenated castor oil with isostearic acid in the proportions 1 to 1 (1/1) or monoisostearate of hydrogenated castor oil, the ester resulting from the reaction of esterification of hydrogenated castor oil with isostearic acid in the proportions 1 to 2 (1/2) or the diisostearate of hydrogenated castor oil, the ester resulting from the reaction of esterification of hydrogenated castor oil with isostearic acid in the proportions 1 to 3 (1/3) or triisostearate of hydrogenated castor oil, - and mixtures thereof.
According to a first embodiment, the pasty compound or compounds preferably represent 0.1 to 80%, better 0.5 to 60%, better 1 to 30% and better still 1 to 20 wt . % of the composition.
According to a second embodiment, the composition is free from pasty fats.
Wax(es)
According to one embodiment of the invention, the composition includes at least one wax.
The wax considered within the scope of the present invention is generally a lipophilic compound, solid at room temperature (25°C), with reversible solid/liquid change of state, having a melting point greater than or equal to 300C which can be up to 2000C and notably up to 120°C. In particular, the waxes suitable for the invention can have a melting point greater than or equal to 45°C, and in particular greater than or equal to 55°C. The waxes that can be used in the compositions according to the invention are selected from waxes, solid at room temperature, of animal, vegetable, mineral or synthetic origin and mixtures thereof.
As examples illustrating the waxes suitable for the invention, we may notably mention the hydrocarbon waxes such as beeswax, lanolin wax, and insect waxes from China, rice bran wax, carnauba wax, candelilla wax, ouricury wax, alpha wax, berry wax, shellac wax, Japan wax and sumac wax; montan wax, waxes of orange and of lemon, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, waxes obtained by Fischer-Tropsch synthesis and waxy copolymers as well as their esters.
We may also mention waxes obtained by catalytic hydrogenation of animal or vegetable oils having linear or branched, C8-C32 fatty chains. Among the latter, we may notably mention isomerized jojoba oil such as the partially hydrogenated trans isomerized jojoba oil manufactured or marketed by the company DESERT WHALE under the trade reference Iso-Joj oba-50®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated copra oil, hydrogenated lanolin oil, and di- (trimethylol-1, 1, 1 propane) tetrastearate sold under the designation Hest 2T-4S® by the company HETERENE. We may also mention the silicone waxes (C30-45 ALKYL DIMETHICONE), and the fluorinated waxes.
It is also possible to use the waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol sold under the names Phytowax ricin [castor] 16L64® and 22L73® by the company SOPHIM. Said waxes are described in application FR-A-2792190. The wax used can be a C20-C40 alkyl (hydroxystearyloxy) stearate (the alkyl group having from 20 to 40 carbon atoms), alone or in a mixture.
A wax of this kind is notably sold under the names "Kester Wax K 82 P®'\ "Hydroxypolyester K 82 P®" and "Kester Wax K 80 P®" by the company KOSTER KEUNEN.
As micro waxes that can be used in the compositions according to the invention, we may notably mention the carnauba micro waxes such as that marketed under the designation MicroCare 350® by the company MICRO POWDERS, the micro waxes of synthetic wax such as that marketed under the designation MicroEase 114S® by the company MICRO POWDERS, the micro waxes constituted of a mixture of carnauba wax and of polyethylene wax such as those marketed under the names Micro Care 300® and 310® by the company MICRO POWDERS, the micro waxes constituted of a mixture of carnauba wax and synthetic wax such as that marketed under the designation Micro Care 325® by the company MICRO POWDERS, the polyethylene micro waxes such as those marketed under the names Micropoly 200®, 220®, 220L® and 250S® by the company MICRO POWDERS and the polytetrafluoroethylene micro waxes such as those marketed under the names Microslip 519® and 519 L® by the company MICRO POWDERS. According to a first embodiment, the composition according to the invention can include a content of waxes in the range from 0.1 to 30 wt . % relative to the total weight of the composition, in particular it can contain from 0.5 to 20%, more particularly from 1 to 15%.
According to another embodiment, the composition according to the invention is wax-free.
The polyester included in the composition according to the invention makes it possible to obtain a satisfactory gloss of said composition. The inventors were able to show, however, that this gloss could be particularly enhanced when said polyester is mixed with a solvent or solvents in which it is insoluble or sparingly soluble.
Thus, in a particular embodiment, the invention relates to a cosmetic composition as described above, containing at least one solvent in which the polyester is partially or completely insoluble.
In order to determine the solubility of the liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol in a particular solvent, and therefore to select the solvents in which the polyester is partially or completely insoluble, preferably the following protocol is used:
- a quantity Q of the solvent to be tested is weighed in a container; - the mass of the container is recorded, after introducing a bar magnet if a mixture is to be prepared by magnetic stirring; the polyester whose solubility is to be evaluated is added progressively to the container, preferably with magnetic stirring; once turbidity appears in the mixture, the amount of polyester introduced is weighed and, based on this, its solubility is calculated.
The polyester will be regarded as completely soluble in a given solvent if 100 wt . % of polyester can be incorporated in the solvent (i.e., if the polyester can be added in a quantity Q) while maintaining a clear, homogeneous appearance. The polyester will be regarded as completely insoluble in a solvent if an opaque, whitish mixture is obtained once 0.5 wt . % of polyester has been added to the solvent.
In the sense of the invention, a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol is regarded as "partially insoluble" in a solvent if said polyester is not more than 60% soluble in said solvent. The polyester will be regarded as not more than 60% soluble if a larger amount than 0.6 Q of polyester cannot be incorporated in the solvent, as the addition of a larger amount of polyester results in the formation of an opaque and/or whitish mixture.
The polyesters employed in the present invention are completely soluble notably in fatty alcohols, fatty acids, and/or short esters (see the list of solvents for use in the composition of the invention given below), and mixtures thereof. In particular, the polyesters employed in the invention are completely soluble in isostearic acid, linolenic acid, octyldodecanol and isononyl isononanoate .
The polyesters included in the composition of the invention are partially or completely insoluble in the silicone oils and in the hydrocarbon oils as defined below, and in particular in a polyisobutene such as Parleam® (hydrogenated polyisobutene) , non-volatile PDMS and phenylated silicone oils, notably phenyltrimethicone and trimethyl pentaphenyl trisiloxane . Among the solvents in which the polyesters employed are partially insoluble, we may notably mention diisostearate malate, sweet almond oil and esters of dilinoleic diacids and of dilinoleic dimer diols marketed by the company NIPPON FINE CHEMICAL under the trade name LUSPLAN DD-DA5® and DD-DA7®.
The amount of solvent in which the polyester is partially or completely insoluble can vary over a wide range and notably depends on the desired galenical and the desired effects. It depends notably on the nature of the gloss that is desired. Advantageously, and to give an order of magnitude, the amount of solvent in which the polyester is partially or completely insoluble is between 5 and 80 wt.%, preferably between 8% and 50 wt.% relative to the total weight of the composition. It is understood that this amount will, however, be limited by the amount of polar oil of molecular weight below 1000 that it is possible to include in the composition according to the invention. Colouring matter
The composition according to the invention contains at least one colorant (also called "colouring matter"), which can be selected notably from water- soluble or fat-soluble dyes, pigments, nacres, glitter and mixtures thereof.
"Pigments" means white or coloured, mineral or organic particles, insoluble in an aqueous solution, intended to colour and/or opacify the resultant film.
The pigments can be present at a rate from 0.01 to 20 wt. %, notably from 0.01 to 15 wt.%, and in particular from 0.02 to 10 wt.%, relative to the total weight of the cosmetic composition.
Goniochromatic colorants
The composition according to the invention can contain at least one goniochromatic colorant, which can have magnetic properties if necessary. "Goniochromatic colorant" denotes, in the sense of the present invention, a colorant able to give, when the composition is spread out on a substrate, a colour path in the a*b* plane of the CIE 1976 colorimetric space that corresponds to a change Dh in the hue angle h of at least 20° when the angle of observation relative to the normal is varied between 0° and 80°, for an angle of incidence of the light of 45°.
The colour path can be measured for example by means of a spectrogonioreflectometer made by INSTRUMENT SYSTEMS with the reference GON 360 GONIOMETER, after the first composition has been spread out in the fluid state with a thickness of 300 μm by means of an automatic spreader on a contrast card made by ERICHSEN with the reference Type 24/5, measurement being effected against the black background of the card.
The goniochromatic colorant can be selected for example from multilayer interference structures and liquid crystal colorants. In the case of a multilayer structure, this can comprise for example at least two layers, each layer being made for example from at least one material selected from the group comprising the following materials: MgF2, CeF3, ZnS, ZnSe, Si, SiO2, Ge, Te, Fe2O3, Pt, Va, Al2O3, MgO, Y2O3, S2O3, SiO, HfO2, ZrO2, CeO2, Nb2O5, Ta2O5, TiO2, Ag, Al, Au, Cu, Rb, Ti, Ta, W, Zn, MoS2, cryolite, alloys, polymers and combinations thereof . The multilayer structure may or may not have, relative to a central layer, symmetry with respect to the chemical nature of the stacked layers. Different effects are obtained, depending on the thickness and the nature of the various layers. Examples of symmetric multilayer interference structures are for example the following structures: Fe2O3/SiO2/Fe2O3/SiO2/Fe2O3, a pigment having this structure being marketed under the designation SICOPEARL by the company BASF; MoS2/Si02/mica- oxide/Si02/MoS2; Fe203/Si02/mica-oxide/Si02/Fe203; TiO2/SiO2/TiO2 and TiO2/Al2O3/TiO2, pigments having these structures being marketed under the designation XIRONA by the company MERCK (Darmstadt) .
The liquid crystal colorants comprise for example silicones or cellulose ethers onto which mesomorphic groups are grafted. As liquid-crystal goniochromatic particles, it is possible to use for example those sold by the company CHENIX as well as those marketed under the designation HELICONE® HC by the company WACKER. As goniochromatic colorant, it is also possible to use certain nacres, effect pigments on a synthetic substrate, notably a substrate such as alumina, silica, borosilicate, iron oxide, aluminium, or holographic interference glitter obtained from polyterephthalate film.
The ratio of the proportion by weight of the magnetic pigments to the proportion of goniochromatic colorant is for example between 1^ and 4, for example between H and 2, and for example close to 1.
The material can moreover contain dispersed goniochromatic fibres. Such fibres can for example have a length of less than 80 μm.
Diffracting pigments
The composition according to the invention can contain at least one diffracting pigment, which can if necessary have magnetic properties. "Diffracting pigment" denotes, in the sense of the present invention, a pigment capable of producing a colour change depending on the angle of observation when illuminated by white light, on account of the presence of a structure that diffracts the light. A diffracting pigment can incorporate a diffraction grating, capable for example of diffracting an incident ray of monochromatic light in defined directions .
The diffraction grating can include a periodic unit, notably a line, the distance between two adjacent units being of the same order of magnitude as the wavelength of the incident light.
When the incident light is polychromatic, the diffraction grating will separate the various spectral components of the light and produce a rainbow effect.
Regarding the structure of diffracting pigments, reference may usefully be made to the article "Pigments
Exhibiting Dif'tractive Effects" of Alberto Argoitia and
Matt Witzman, 2002, Society of Vacuum Coaters, 45th Annual Technical Conference Proceedings 2002.
The diffracting pigment can be made with units having different profiles, notably triangular, symmetric or asymmetric, with gaps, of constant or variable width, sinusoidal. The spatial frequency of the grating and the depth of the units will be selected according to the degree of separation of the various orders desired. The frequency can vary for example between 500 and 3000 lines per mm.
Preferably, the particles of the diffracting pigment each have a flattened shape, and notably are in the form of small plates.
One and the same particle of pigment can have two crossed diffraction gratings, perpendicular or otherwise .
The diffracting pigment can have a multilayer structure containing a layer of a reflective material, covered at least on one side with a layer of a dielectric material. The latter can endow the diffracting pigment with better rigidity and durability. The dielectric material can then be selected for example from the following materials: MgF2, SiO2, Al2O3, AlF3, CeF3, LaF3, NdF3, SmF2, BaF2, CaF2, LiF and combinations thereof. The reflective material can be selected for example from the metals and metal alloys as well as from the nonmetallic reflecting materials. Among the metals that can be used, we may mention Al, Ag, Cu, Au, Pt, Sn, Ti, Pd, Ni, Co, Rd, Nb, Cr and their materials, combinations or alloys. Said reflective material can, on its own, constitute the diffracting pigment, which will then be monolayered. As a variant, the diffracting pigment can have a multilayer structure comprising a core of a dielectric material covered with a reflecting layer on at least one side, or even encapsulating the core completely. A layer of a dielectric material can also cover the reflecting layer or layers. The dielectric material used is then preferably inorganic, and can be selected for example from the metal fluorides, metal oxides, metal sulphides, metal nitrides, metal carbides and combinations thereof. The dielectric material can be in the crystalline, semicrystalline or amorphous state. The dielectric material, in this configuration, can for example be selected from the following materials: MgF2, SiO, SiO2, Al2O3, TiO2, WO, AlN, BN, B4C, WC, TiC, TiN, N4Si3, ZnS, glass particles, carbons of the diamond type and combinations thereof.
As a variant, the diffracting pigment can be composed of a preformed dielectric or ceramic material such as a naturally lamellar mineral, for example mica, peroskovite or talc, or synthetic lamellae formed from glass, alumina, Siθ2, carbon, an iron oxide/mica, mica covered with BN, BC, graphite, bismuth oxychloride, and combinations thereof. Instead of a layer of a dielectric material, other materials that improve the mechanical properties may be suitable. Such materials can comprise silicone, metal suicides, semiconducting materials formed from elements of groups III, IV and V, metals having a cubic body-centred crystalline structure, cermet compositions or materials, semiconducting glasses, and various combinations thereof.
The diffracting pigment used can notably be selected from those described in US patent application US 2003/0031870 published on 13 February 2003.
A diffracting pigment can for example have the following structure: MgF2/Al/MgF2, a diffracting pigment having this structure being marketed under the designation SPECTRAFLAIR 1400 Pigment Silver by the company FLEX PRODUCTS, or SPECTRAFLAIR 1400 Pigment Silver FG. The proportion by weight of MgF2 can be between 80 and 95% of the total weight of the pigment.
The amount of diffracting pigment can vary, by weight relative to the total weight of the first composition, for example from 0.1 to 5%.
The size of the diffracting pigment can for example be between 5 and 200 μm, better still between 5 and 100 μm, for example between 5 and 30 μm.
The thickness of the particles of diffracting pigment can be less than or equal to 3 μm, better still 2 μm, for example of the order of 1 μm. Reflective particles
The composition according to the invention can include for example reflective particles, notably of glitter, among others, magnetic or nonmagnetic. "Reflective particles" means, in the sense of the present invention, particles whose size, structure, notably the thickness of the layer or layers of which they are constituted and their physical and chemical natures, and the surface condition, enable them to reflect incident light. This reflection can, if necessary, be of sufficient intensity to create, on the surface of the composition or of the mixture, when the latter is applied on the substrate to be made up, superglossy points that are visible to the naked eye, i.e. points that are more luminous, which contrast with their surroundings and appear to shine.
The reflective particles can be selected in such a way as not to alter significantly the colouring effect produced by the colorants with which they are combined and more particularly so as to optimize this effect in terms of colour rendition. They can more particularly possess a yellow, pink, red, bronze, orange, brown, gold and/or copper colour or reflection.
The reflective particles can be present in the composition at a content in the range from 0.5% to 60% relative to the total weight of the composition, notably from 1% to 30 wt.%, in particular from 3% to
10 wt.%.
These particles can have a variety of shapes, notably they can be in the form of small plates or can be globular, in particular spherical.
The reflective particles, regardless of their shape, may or may not have a multilayer structure and, in the case of a multilayer structure, for example at least one layer of uniform thickness, notably of a reflective material.
When the reflective particles do not have a multilayer structure, they can be composed for example of metal oxides, notably of oxides of titanium or of iron obtained by synthesis.
When the reflective particles have a multilayer structure, the latter can for example comprise a natural or synthetic substrate, notably a synthetic substrate at least partially coated with at least one layer of a reflective material notably of at least one metal or metallic material. The substrate can be of single material or multiple material, organic and/or inorganic.
More particularly, it can be selected from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, notably aluminosilicates and borosilicates, synthetic mica and mixtures thereof, this list not being exhaustive.
The reflective material can include a layer of metal or of a metallic material.
Reflective particles are described notably in documents JP-A-09188830, JP-A-10158450, JP-A- 10158541, JP-A-07258460 and JP-A-05017710.
Still as examples of reflective particles comprising a mineral substrate coated with a layer of metal, we may also mention the particles having a substrate of borosilicate coated with silver, also called "white nacres".
Particles with a glass substrate covered with silver, in the form of small plates, are sold under the designation MICROGLASS METASHINE REFSX 2025 PS by the company TOYAL. Particles with a glass substrate covered with nickel/chromium/molybdenum alloy are sold under the designation CRYSTAL STAR GF 550, GF 2525 by the same company.
The reflective particles, regardless of their shape, can also be selected from particles with a synthetic substrate coated at least partially with at least one layer of at least one metallic material, notably a metal oxide, selected for example from the oxides of titanium, notably Tiθ2, of iron notably Fe2U3, of tin, of chromium, barium sulphate and the following materials: MgF2, CrF3, ZnS, ZnSe, SiO2, Al2O3, MgO, Y2O3, SeO3, SiO, HfO2, ZrO2, CeO2, Nb2O5, Ta2O5, MoS2 and mixtures or alloys thereof. As examples of such particles, we may mention particles having a substrate of synthetic mica covered with titanium dioxide, or particles of glass coated either with brown iron oxide, titanium oxide, tin oxide or a mixture thereof such as those sold under the brand name REFLECKS® by the company ENGELHARD.
Nacres
The composition according to the invention can include at least one nacre, magnetic or nonmagnetic. "Nacre" is to be understood as meaning coloured particles of any shape, iridescent or non-iridescent, notably produced by certain molluscs in their shell or else synthesized and which display a colour effect by optical interference. The nacres can be selected from the nacreous pigments such as titanium mica covered with an iron oxide, mica covered with bismuth oxychloride, titanium mica covered with chromium oxide, titanium mica covered with an organic colouring matter notably of the type mentioned previously as well as the nacreous pigments based on bismuth oxychloride. They can also be particles of mica, on the surface of which at least two successive layers of metal oxides and/or of organic colouring matter are superposed. We may also mention, as example of nacres, natural mica covered with titanium oxide, iron oxide, natural pigment or bismuth oxychloride.
Among the nacres available on the market, we may mention the nacres TIMICA, FLAMENCO and DUOCHROME (based on mica) marketed by the company ENGELHARD, the TIMIRON nacres marketed by the company MERCK, the mica- based nacres PRESTIGE marketed by the company ECKART and the nacres based on synthetic mica SUNSHINE marketed by the company SUN CHEMICAL.
The nacres can more particularly have a yellow, pink, red, bronze, orange, brown, gold and/or copper colour or reflection.
As illustration of the nacres that can be included in the composition, we may notably mention the gold- coloured nacres notably marketed by the company ENGELHARD under the name Glossy gold 212G (Timica) , Gold 222C (Cloisonne), Sparkle gold (Timica), Gold 4504
(Chromalite) and Monarch gold 233X (Cloisonne) ; the bronze nacres notably marketed by the company MERCK under the designation Bronze fine (17384) (Colorona) and Bronze (17353) (Colorona) and by the company ENGELHARD under the designation Super bronze (Cloisonne) ; the orange nacres notably marketed by the company ENGELHARD under the designation Orange 363C (Cloisonne) and Orange MCR 101 (Cosmica) and by the company MERCK under the designation Passion orange (Colorona) and Matte orange (17449) (Microna) ; the nacres of a brown hue notably marketed by the company
ENGELHARD under the designation Nu-antique copper 340XB
(Cloisonne) and Brown CL4509 (Chromalite); the nacres with a copper sheen notably marketed by the company ENGELHARD under the designation Copper 340A (Timica) ; the nacres with a red sheen notably marketed by the company MERCK under the designation Sienna fine (17386)
(Colorona) ; the nacres with a yellow sheen notably marketed by the company ENGELHARD under the designation Yellow (4502) (Chromalite); the nacres of a red hue with a gold sheen notably marketed by the company
ENGELHARD under the designation Sunstone G012
(Gemtone) ; the pink nacres notably marketed by the company ENGELHARD under the designation Tan opale G005 (Gemtone) ; the black nacres with a gold sheen notably marketed by the company ENGELHARD under the designation Nu antique bronze 240 AB (Timica) , the blue nacres notably marketed by the company MERCK under the designation Matte blue (17433) (Microna) , the white nacres with a silver sheen notably marketed by the company MERCK under the designation Xirona Silver and the orange pink green golden nacres notably marketed by the company MERCK under the designation Indian summer (Xirona) and mixtures thereof.
Organic dyes and pigments; lakes
The composition according to the invention can also include organic dyes or pigments.
The dyes can be fat-soluble or water-soluble. The fat-soluble dyes are for example Sudan Red, DC Red 17, DC Green 6, β-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC orange 5, quinoline yellow.
The water-soluble dyes are for example beetroot juice and methylene blue.
The dyes can for example represent from 0.1 to 20% of the weight of the composition, or from 0.1 to 6%, when present.
The organic lakes are organic pigments formed from a colorant fixed on a substrate.
The lakes, which are also called organic pigments, can be selected from the following materials and mixtures thereof:
- carmine;
- organic pigments from azo, anthraquinone, indigoid, xanthene, pyrene, quinoline, triphenylmethane, or fluorane dyes. Among the organic pigments, we may notably mention those known by the following names: D&C Blue No. 4, D&C Brown No. 1, D&C Green No. 5, D&C Green No. 6, D&C Orange No. 4, D&C Orange No. 5, D&C Orange No. 10, D&C Orange No. 11, D&C Red No. 6, D&C Red No. 7, D&C Red No. 17, D&C Red No. 21, D&C Red No. 22, D&C Red No. 27, D&C Red No. 28, D&C Red No. 30, D&C Red No. 31, D&C Red No. 33, D&C Red No. 34, D&C Red No. 36, D&C Violet No. 2, D&C Yellow No. 7, D&C Yellow No. 8, D&C Yellow No. 10, D&C Yellow No. 11, FD&C Blue No. 1, FD&C Green No. 3, FD&C Red No. 40, FD&C Yellow No. 5, FD&C Yellow No. 6;
- the organic lakes can be insoluble salts of sodium, of potassium, of calcium, of barium, of aluminium, of zirconium, of strontium, of titanium, acid dyes such as the azo, anthraquinone, indigoid, xanthene, pyrene, quinoline, triphenylmethane, or fluorane dyes, and said dyes can contain at least one carboxylic or sulphonic acid group. The organic lakes can also be carried on an organic substrate such as colophony or aluminium benzoate, for example.
Among the organic lakes, we may mention in particular those known by the following names: D&C Red No . 2 Aluminium lake, D&C Red No. 3 Aluminium lake, D&C Red No. 4 Aluminium lake, D&C Red No. 6 Aluminium lake, D&C Red No. 6 Barium lake, D&C Red No. 6 Barium/Strontium lake, D&C Red No. 6 Strontium lake, D&C Red No. 6 Potassium lake, D&C Red No. 7 Aluminium lake, D&C Red No. 7 Barium lake, D&C Red No. 7 Calcium lake, D&C Red No. 7 Calcium/Strontium lake, D&C Red No. 7 Zirconium lake, D&C Red No. 8 Sodium lake, D&C Red No. 9 Aluminium lake, D&C Red No. 9 Barium lake, D&C Red No. 9 Barium/Strontium lake, D&C Red No. 9 Zirconium lake, D&C Red No. 10 Sodium lake, D&C Red No. 19 Aluminium lake, D&C Red No. 19 Barium lake, D&C Red No. 19 Zirconium lake, D&C Red No. 21 Aluminium lake, D&C Red No. 21 Zirconium lake, D&C Red No. 22 Aluminium lake, D&C Red No. 27 Aluminium lake, D&C Red No. 27 Aluminium/Titanium/Zirconium lake, D&C Red No. 27 Barium lake, D&C Red No. 27 Calcium lake, D&C Red No. 27 Zirconium lake, D&C Red No. 28 Aluminium lake, D&C Red No. 30 lake, D&C Red No. 31 Calcium lake, D&C Red No. 33 Aluminium lake, D&C Red No. 34 Calcium lake, D&C Red No. 36 lake, D&C Red No. 40 Aluminium lake, D&C Blue No. 1 Aluminium lake, D&C Green No. 3 Aluminium lake, D&C Orange No. 4 Aluminium lake, D&C Orange No. 5 Aluminium lake, D&C Orange No. 5 Zirconium lake, D&C Orange No. 10 Aluminium lake, D&C Orange No. 17 Barium lake, D&C Yellow No. 5 Aluminium lake, D&C Yellow No. 5 Zirconium lake, D&C Yellow No. 6 Aluminium lake, D&C Yellow No. 7 Zirconium lake, D&C Yellow No. 10 Aluminium lake, FD&C Blue No. 1 Aluminium lake, FD&C Red No. 4 Aluminium lake, FD&C Red No. 40 Aluminium lake, FD&C Yellow No. 5 Aluminium lake, FD&C Yellow No. 6 Aluminium lake.
The chemical materials corresponding to each of the aforementioned organic colorants are mentioned in the work "International Cosmetic Ingredient Dictionary and Handbook", 1997 Edition, pages 371 to 386 and 524 to 528, published by "The Cosmetic, Toiletry, and Fragrance Association", the contents of which are incorporated in the present application by reference.
Composite pigments
The composition according to the invention can also contain composite pigments. The composite pigment can notably be composed of particles comprising:
- an inorganic core, magnetic or nonmagnetic;
- at least one coating, at least partially, with at least one organic colouring matter. At least one binder can advantageously contribute to the fixation of the organic colouring matter on the inorganic core.
The particles of composite pigment can be variously shaped. Said particles can notably be in the form of small plates or can be globular, in particular spherical, and can be hollow or solid. "In the form of small plates" denotes particles whose ratio of the largest dimension to the thickness is greater than or equal to 5. A composite pigment can for example have a specific surface between 1 and 1000 m2 /g, notably between about 10 and 600 m2/g, and in particular between about 20 and 400 m2/g. The specific surface is the value measured by the BET method.
The inorganic core of the composite pigment can be of any suitable shape for fixation of particles of organic colouring matter, for example spherical, globular, granular, polyhedral, acicular, spindle- shaped, flattened in the form of flakes, rice grains, scales, as well as a combination of these forms, this list not being exhaustive. The ratio of the largest dimension of the core to its smallest dimension can be between 1 and 50.
The inorganic core can have a size between about 1 nm and about 100 nm, or between about 5 nm and about 75 nm, for example between about 10 nm and about 50 nm. The inorganic core can be made of a material selected from the non-exhaustive list comprising the metal salts and metal oxides, notably the oxides of titanium, of zirconium, of cerium, of zinc, of iron, ferric blue, of aluminium and of chromium, the aluminas, the glasses, the ceramics, graphite, the silicas, the silicates, notably the aluminosilicates and the borosilicates, synthetic mica, and mixtures thereof .
The oxides of titanium, notably Tiθ2, of iron, notably Fe2U3, of cerium, of zinc and of aluminium, the silicates, notably the aluminosilicates and the borosilicates are quite particularly suitable.
The inorganic core can have a specific surface, measured by the BET method, for example between about 1 m2 /g and about 1000 m2/g, better still between about 10 m2 /g and about 600 m2/g, for example between about 20 m2 /g and about 400 m2/g.
The inorganic core can be coloured, if necessary.
The organic colouring matter can be as defined above.
The binder of the composite pigment can be of any type provided that it enables the organic colouring matter to adhere to the surface of the inorganic core. The binder can notably be selected from a non- exhaustive list comprising silicone materials, polymeric, oligomeric or similar materials, and in particular from the organosilanes, the fluoroalkylated organosilanes and the polysiloxanes, for example polymethylhydrogenosiloxane, as well as various coupling agents, such as coupling agents based on silanes, titanates, aluminates, zirconates and mixtures thereof . The colorant present in the composition can comprise a photochromic colorant or photochromic agent.
Photochromic agents
Generally, a photochromic colorant is a colorant having the property of changing in hue when it is lit by ultraviolet light and of regaining its original colour when it is no longer illuminated by this light or of passing from a colourless state to a coloured state and vice versa. In other words, such an agent has different hues depending on whether it is illuminated by light containing a certain amount of UV radiation such as in sun light or artificial light.
We may usefully refer to the examples of photochromic agents described in EP 1 410 786.
Thermochromic agents
It is for example possible to use the thermochromic agent marketed under the reference KROMAFAST YELLOW 5GX 02- by the company KROMACHEM Ltd.
Other colorants
The composition according to the invention can also contain piezochromic, notably tribochromic, or solvatochromic compounds.
Additives
The composition of the invention can additionally include any supplementary additive usually employed in cosmetics, such as water, antioxidants, preservatives, neutralizing agents, structurizing and thickening agents such as plasticizers, film-forming polymers, lipophilic gelling agents or non-aqueous liquid compounds, aqueous phase gelling agents, dispersants, cosmetic actives. These additives, with the exception of water which can represent from 0 to 70 wt . % and for example from 1 to 50 and better still from 1 to 10% of the total weight of the composition, can be present in the composition at the rate of 0.0005 to 20% of the total weight of the composition and better still from 0.001 to 10%.
Structurizing/thickening agent
The composition of the product according to the invention can include, in addition to the waxes that are optionally present, a structurizing agent selected from the semicrystalline polymers, the lipophilic gelling agents and mixtures thereof.
Semicrystalline polymers
"Semicrystalline polymer" means compounds having at least two repeating units, preferably at least 3 repeating units and more especially at least 10 repeating units. "Semicrystalline polymer" means polymers having a crystallizable moiety, a crystallizable pendant chain or a crystallizable sequence in the backbone, and an amorphous moiety in the backbone and displaying a reversible first-order phase transition temperature, in particular a melting point (solid-liquid transition) . When the crystallizable moiety is in the form of a crystallizable sequence of the polymer backbone, the amorphous moiety of the polymer is in the form of an amorphous sequence; the semicrystalline polymer is in this case a block copolymer for example of the diblock, triblock or multiblock type, containing at least one crystallizable block and at least one amorphous block. "Block" generally means at least 5 identical repeating units. The crystallizable block or blocks are then of a chemical nature different from the amorphous block or blocks .
The semicrystalline polymer has a melting point greater than or equal to 300C (notably in the range from 300C to 80°C), preferably in the range from 300C to 600C. This melting point is a first-order phase transition temperature.
This melting point can be measured by any known method and in particular using a differential scanning calorimeter (DSC) .
Advantageously, the semicrystalline polymer or polymers to which the invention relates has a number- average molecular weight greater than or equal to 1000. Advantageously, the semicrystalline polymer or polymers of the composition of the invention have a number- average molecular weight Mn in the range from 2000 to 800 000, preferably from 3000 to 500 000, better still from 4000 to 150 000, notably less than 100 000, and preferably from 4000 to 99 000. Preferably, they have a number-average molecular weight greater than 5600, ranging for example from 5700 to 99 000. "Crystallizable chain or block" means, in the sense of the invention, a chain or block which if it were alone would pass from the amorphous state to the crystalline state, reversibly, depending on whether we are above or below the melting point. A chain in the sense of the invention is a group of atoms, pendant or lateral relative to the backbone of the polymer. A block is a group of atoms belonging to the backbone, said group constituting one of the repeating units of the polymer. Advantageously, the "crystallizable pendant chain" can be a chain having at least 6 carbon atoms.
The semicrystalline polymer can be selected from the block copolymers having at least one crystallizable block and at least one amorphous block, the homopolymers and the copolymers bearing at least one crystallizable side chain per repeating unit, and mixtures thereof.
Such polymers are described for example in document EP 1396259.
According to a more particular embodiment of the invention, the polymer is derived from a crystallizable-chain monomer selected from the saturated Ci4 to C22 alkyl (meth) acrylates .
As a particular example of structurizing semicrystalline polymer that can be used in the composition according to the invention, we may mention the products Intelimer® from the company Landec described in the brochure "Intelimer® polymers", Landec
IP22 (Rev. 4-97) . These polymers are solid at room temperature (25°C) . They bear crystallizable side chains and have the aforementioned formula X.
Lipophilic gelling agents
The gelling agents that can be used in the composition according to the invention can be organic or inorganic, polymeric or molecular lipophilic gelling agents .
As inorganic lipophilic gelling agents, we may mention clays, optionally modified, such as the hectorites modified with a Cio to C22 ammonium chloride, such as hectorite modified with distearyl dimethyl ammonium chloride, for example that marketed under the designation Bentone 38V® by the company ELEMENTIS.
We may also mention pyrogenic silica optionally with hydrophobic surface treatment with particle size of less than 1 μm. It is in fact possible to modify the surface of the silica chemically, by chemical reaction causing a decrease in the number of silanol groups present on the surface of the silica. We can notably replace the silanol groups with hydrophobic groups: we then obtain a hydrophobic silica. The hydrophobic groups can be: trimethylsiloxyl groups, which are notably obtained by treatment of pyrogenic silica in the presence of hexamethyldisilazane . Silicas so treated are designated "Silica silylate" according to the CTFA
(8th edition, 2000) . They are for example marketed under the references Aerosil R812 by the company DEGUSSA, CAB-O-SIL TS-530® by the company CABOT, dimethylsilyloxyl or polydimethylsiloxane groups, which are notably obtained by treatment of pyrogenic silica in the presence of polydimethylsiloxane or dimethyldichlorosilane . Silicas so treated are designated "Silica dimethyl silylate" according to the CTFA (8th edition, 2000) . They are for example marketed under the references Aerosil R972 , and Aerosil R974® by the company DEGUSSA, CAB-O-SIL TS- 610® and CAB-O-SIL TS-720® by the company CABOT. The hydrophobic pyrogenic silica has in particular a particle size that can be nanometric to micrometric, for example approximately in the range from 5 to 200 nm.
The organic polymeric lipophilic gelling agents are for example the partially or fully crosslinked elastomeric organopolysiloxanes, of three-dimensional structure, such as those marketed under the names KSG6®, KSG16® and KSG18® by the company SHIN-ETSU, Trefil E-505C® and Trefil E-506C® by the company DOW- CORNING, Gransil SR-CYC®, SR DMF10®, SR-DC556®, SR 5CYC gel®, SR DMF 10 gel® and SR DC 556 gel® by the company GRANT INDUSTRIES, SF 1204® and JK 113® by the company GENERAL ELECTRIC; ethylcellulose such as that sold under the designation Ethocel® by the company DOW CHEMICAL; the galactomannans having from one to six, and in particular from two to four, hydroxyl groups per monosaccharide unit, substituted with a saturated or unsaturated alkyl chain, such as the guar gum alkylated with Ci to Ce, and in particular Ci to C3 alkyl chains, and mixtures thereof; the "diblock", "triblock" or "radial" block copolymers of the polystyrene/polyisoprene, polystyrene/polybutadiene type such as those marketed under the designation Luvitol HSB® by the company BASF, of the polystyrene/copoly (ethylene-propylene) type such as those marketed under the designation Kraton® by the company SHELL CHEMICAL CO or of the polystyrene/copoly (ethylene-butylene) type, mixtures of triblock and radial (star) copolymers in isododecane such as those marketed by the company PENRECO under the designation Versagel®, for example the mixture of butylene/ethylene/styrene triblock copolymer and ethylene/propylene/styrene star copolymer in isododecane (Versagel M 5960) .
As lipophilic gelling agent, we may also mention the polymers of weight-average molecular weight less than 100 000, having a) a polymer backbone having hydrocarbon repeating units having 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 bound to said hydrocarbon units, as described in applications WO-A-02/056847, WO-A-02/47619 whose content is incorporated as reference; in particular the polyamide resins (notably containing alkyl groups having from 12 to 22 carbon atoms) such as those described in US-A-5783657 whose content is incorporated as reference.
Among the lipophilic gelling agents that can be used in the compositions according to the invention, we may also mention the esters of dextrin and fatty acid, such as the dextrin palmitates, notably such as those marketed under the names Rheopearl TL or Rheopearl KL by the company CHIBA FLOUR.
It is also possible to use the silicone polyamides of the polyorganosiloxane type such as those described in documents US-A-5, 874, 069, US-A-5, 919, 441, US-A-6, 051,216 and US-A-5, 981, 680.
These silicone polymers can belong to the following two families: - polyorganosiloxanes having at least two groups capable of establishing hydrogen interactions, said two groups being located in the polymer chain, and/or
- polyorganosiloxanes having at least two groups capable of establishing hydrogen interactions, said two groups being located on grafts or branchings.
Actives
The composition according to the invention can include at least one additional "active". "Active" means a compound having a cosmetic and/or dermatological effect, notably on the lips.
Said active can be hydrophilic or hydrophobic. The active can be water-soluble. Thus, the active present in the composition according to the invention can be selected independently from:
- dermorelaxants,
- agents stimulating the synthesis of dermal or epidermal macromolecules and/or preventing their degradation,
- antiglycation agents,
- anti-irritant agents,
- hydrating agents other than polyhydric alcohols and water-soluble non-ionic alkoxylated polymers,
- desquamating agents
- pigmentation-modifying agents,
- inhibitors of NO-synthase,
- agents stimulating the proliferation of fibroblasts or of keratinocytes and/or the differentiation of keratinocytes,
- anti-pollution or anti-free-radical agents,
- soothing agents,
- agents acting on the microcirculation, - agents acting on the energy metabolism of the cells,
- cicatrizing agents, and
- mixtures thereof. The amount of active (s) is in the range for example from 0.0001 to 30 wt . % and preferably from 0.01 to 10 wt .% of active substance relative to the total weight of the composition.
Film-forming agent
The composition according to the invention can include at least one film-forming polymer. "Polymer" means, in the sense of the invention, a compound having at least 2 repeating units, and preferably at least 3 repeating units.
"Film-forming polymer" means a polymer that is able to form, on its own or in the presence of a film- forming auxiliary, a macroscopically continuous film on a substrate, notably on keratinous substances.
The polymer can be present in the composition at a content in the range from 0.1 to 60 wt.%, relative to the total weight of the composition, preferably in the range from 0.1 to 50 wt.%, preferably in the range from
0.5 to 40 wt.%, more preferably in the range from 1 to
30 wt.%, and even more preferably in the range from 1 to 25 wt.%.
In one embodiment, the film-forming organic polymer is at least one polymer selected from the group comprising : film-forming polymers soluble in an organic liquid medium, in particular fat-soluble polymers, when the organic liquid medium contains at least one oil; - film-forming polymers dispersible in an organic solvent medium, in particular polymers in the form of non-aqueous dispersions of polymer particles, preferably dispersions in silicone or hydrocarbon oils; in one embodiment, the non-aqueous polymer dispersions contain polymer particles stabilized on their surface by at least one stabilizing agent; film-forming polymers in the form of aqueous dispersions of polymer particles, often called "latex"; in this case, the composition includes an aqueous phase; water-soluble film-forming polymers; in this case, the composition includes an aqueous phase. Among the film-forming polymers that can be used in the composition of the present invention, we may mention synthetic polymers, of radical type or of polycondensate type, polymers of natural origin and mixtures thereof. As film-forming polymer, we may mention in particular acrylic polymers, polyurethanes, polyesters, polyamides, polyureas, silicone polymers, silicone grafted acrylic polymers, polyamide polymers and copolymers, polyisoprenes .
According to one example of application of the invention, the film-forming polymer is a film-forming linear ethylenic block polymer, preferably containing at least one first block and at least one second block having different glass transition temperatures (Tg) , said first and second blocks being joined together by an intermediate block comprising at least one monomer that is a constituent of the first block and at least one monomer that is a constituent of the second block
(these polymers are commonly called pseudo-block polymers) . Advantageously, the first and second blocks of the block polymer are incompatible with one another.
Polymers of this kind are described for example in documents EP 1411069 or WO04/028488.
We may also mention the silicone resins, generally soluble or swellable in silicone oils, which are crosslinked polyorganosiloxane polymers. The nomenclature of the silicone resins is known by the name "MDTQ", the resin being described according to the various siloxane monomer units that it contains, each of the letters "MDTQ" characterizing a type of unit.
As examples of commercially available polymethylsilsesquioxane resins, we may mention those that are marketed: by the company Wacker under the reference Resin MK such as Belsil PMS MK: by the company SHIN-ETSU under the references KR- 220L. As siloxysilicate resins, we may mention trimethylsiloxysilicate (TMS) resins such as that marketed under the reference SRlOOO by the company General Electric or under the reference TMS 803 by the company Wacker. We may also mention the trimethylsiloxysilicate resins marketed in a solvent such as cyclomethicone, sold under the designation "KF- 7312J" by the company Shin-Etsu, "DC 749", "DC 593" by the company Dow Corning.
We may also mention copolymers of silicone resins such as those mentioned above with polydimethylsiloxanes, such as the pressure-sensitive adhesive copolymers marketed by the company Dow Corning under the reference BIO-PSA and described in document US 5 162 410 or the silicone copolymers resulting from reaction of a silicone resin, such as those described above, and of a diorganosiloxane, as described in document WO 2004/073626.
The composition according to the invention can include a plasticizer promoting the formation of a film with the film-forming polymer. Said plasticizer can be selected from all the compounds known by a person skilled in the art as being able to fulfil the required function .
Fillers
The composition according to the invention can include at least one filler, notably at a content in the range from 0.01% to 50 wt.%, relative to the total weight of the composition, preferably in the range from 0.01% to 30 wt.%. The term "fillers" means particles of any shape, colourless or white, mineral or synthetic, insoluble in the medium of the composition regardless of the temperature at which the composition is manufactured. These fillers serve notably for modifying the rheology or the texture of the composition.
The fillers can be mineral or organic of any shape, as plates, spherical or oblong, regardless of the crystallographic form (for example lamellar, cubic, hexagonal, orthorhombic, etc) . We may mention talc, mica, silica, kaolin, polyamide powders (Nylon®) (Orgasol® from Atochem) , poly-β-alanine and polyethylene, powders of tetrafluoroethylene polymers (Teflon®) , lauroyl-lysine, starch, boron nitride, hollow polymeric microspheres such as those of polyvinylidene chloride/acrylonitrile such as Expancel®
(Nobel Industrie) , acrylic acid copolymers (Polytrap® from the company Dow Corning) and silicone resin microbeads (Tospearls® from Toshiba, for example) , particles of elastomeric polyorganosiloxanes, precipitated calcium carbonate, magnesium carbonate and hydrocarbonate, hydroxyapatite, hollow silica microspheres (Silica Beads® from Maprecos) , glass or ceramic microcapsules, metal soaps derived from organic carboxylic acids having from 8 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate.
Usual additional cosmetic ingredients
The composition according to the invention can additionally include any usual cosmetic ingredient, which can notably be selected from the antioxidants, perfumes, preservatives, neutralizing agents, surfactants, sun filters, vitamins, self-tanning compounds, antiwrinkle actives, emollients, anti-free- radical agents, deodorants, sequestering agents, film- forming agents, and mixtures thereof. Of course, a person skilled in the art will take care to select any additional ingredients and/or their amount in such a way that the advantageous properties of the composition according to the invention are not, or substantially not, altered by the addition that is envisaged.
It is to be understood that the amount of these ancillary compounds can be adjusted by a person skilled in the art so as not to have an adverse effect on the effect desired within the scope of the present invention .
Cosmetic product or kit According to a particular embodiment of the invention, the combination identified above can be incorporated in two compositions, the whole constituting a cosmetic product.
Thus, another object of the present invention is a cosmetic product for make-up and/or care of the keratinous substances, notably of the lips, comprising a first composition and a second composition, each of said compositions including a physiologically acceptable carrier, and at least one of the first and second compositions comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
The product of the invention can in particular be a product for make-up of the skin, nails or of the hair.
The second composition can be applied on the skin or its appendages simultaneously or successively to the application of the first composition.
The liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of a diol as defined above and the colorant as defined above are present in the cosmetic product according to the invention in the first and/or in the second composition. The combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant is preferably present in the first composition.
The polyester defined above can also be present in both compositions in order to have the benefit of its various properties in both compositions. It is advantageously present according to the amounts specified above.
The product according to the invention contains at least two compositions each comprising a physiologically acceptable carrier. Said physiologically acceptable carrier comprises physiologically acceptable (in particular cosmetically acceptable) compounds, i.e. nontoxic and suitable for application on the skin, the integumentary appendages or the lips of human beings. Said carriers generally comprise compounds as described above . Said compositions of the product according to the invention can be packaged separately or together in one and the same packaging article or in at least two separate packaging articles.
Preferably, said compositions are packaged separately and, advantageously, in separate packaging articles .
The invention also relates to a make-up kit containing a cosmetic make-up product as defined previously, in which the different compositions are packaged separately and are advantageously accompanied by suitable means of application. These means can be brushes, pens, pencils, felt-tip pens, sponges, tubes and/or mousse nozzles.
Each first and second composition can have the form of a lotion, cream, ointment, soft paste, unguent, a cast or moulded solid and notably as a stick or in a dish, or a compacted solid. Each composition can be physically separate in one and the same packaging article, for example in a two- compartment pen, the first composition, which can be a composition comprising a base formulation, being delivered by one end of the pen and the second composition, which can constitute a composition applied on the first composition (top composition) , being delivered by the other end of the pen, each end being closed notably hermetically by a cap. Alternatively, one of the compositions can constitute the core of a stick, with the second composition forming a ring around said core. In a variant, the packaging article is in the form of a disk or of a cylinder, the two compositions constituting two separate parts of said disk or cylinder.
Alternatively, each of the compositions can be packaged in a different packaging article.
Preferably, the first composition is in liquid or pasty form, which is highly desirable in the case of a lipstick or an eyeliner. Advantageously, the first composition is applied as a first layer (bottom coat) .
The first composition of the product according to the invention can therefore constitute a bottom coat applied on the keratinous substance and the second composition a top coat. It is possible for a sub-layer, which may or may not have the constitution of the second layer, to be applied underneath the first layer.
In particular, the bottom coat is a lipstick, a foundation, a mascara, a lip gloss, an eye liner, a nail varnish, a nail care product, a body make-up product, and the top coat is a care product or protective product. The first composition constituting the bottom coat generally includes at least one colorant. Thus, in a preferred embodiment, the first composition, intended to be used as the bottom coat, contains a combination of a liquid polyester obtained by condensation of an unsaturated fatty acid dimer and/or trimer and of a diol and at least one colorant, said first composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition. According to a variant of this embodiment, the second composition also includes a polyester according to the invention, as described above. According to another variant, the second composition does not include a polyester according to the invention . When the second composition is intended to be used as top coat, it advantageously comprises a phenylated silicone oil and a solid fat.
The invention further relates to a cosmetic method of care or of make-up of the skin and/or of the lips and/or of the integumentary appendages of a human being, comprising the stages consisting of applying on the skin, the lips and/or the integumentary appendages, a first layer of a first composition as described above, then applying, on all or part of the first layer, a second layer of a second composition different from the first, comprising a phenylated silicone oil and a solid fat, the first composition comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt .% thereof relative to the weight of the composition .
The product according to the invention can be applied on the skin both of the face and of the scalp and of the body, of the lips, of the interior of the lower eyelids, and the integumentary appendages such as the nails, the eyelashes, the hair, the eyebrows, or even bristles. The second composition can form patterns and can be applied with a pen, pencil or any other tool
(sponge, finger, brush) . Said make-up can also be applied on make-up accessories such as false nails, false eyelashes, wigs or disks or patches that adhere to the skin or lips (of the beauty spot type) .
The invention also relates to the cosmetic use of the cosmetic product defined above for improving the properties of dispersion of the colouring matter and gloss properties of a make-up on the skin and/or the lips and/or the integumentary appendages.
First composition
Preferably, the first composition comprises a formulation of bottom coat for a cosmetic make-up or care composition. It advantageously comprises the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of an and diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt . % thereof relative to the weight of the composition.
It can contain constituents such as those described previously. In particular, the first composition can contain at least one non-volatile oil, a filler, a structurizing agent or thickener, an active, and any additional usual cosmetic ingredient and a mixture thereof.
Second composition
When the second composition is intended to be used as top coat, it advantageously comprises a phenylated silicone oil and a solid fat. Sol id fats
The second composition of the product according to the invention preferably comprises at least one solid fat as defined above.
Phenylated silicone
The second composition preferably comprises at least one phenylated silicone. "Phenylated silicone" means an organopolysiloxane substituted with at least one phenyl group.
The phenylated silicone is preferably nonvolatile. "Non-volatile" means an oil whose vapour pressure at room temperature and atmospheric pressure is non-zero and is less than 0.02 mmHg (2.66 Pa) and preferably less than 10~3 mmHg (0.13 Pa) .
Preferably, the molecular weight of the phenylated silicone oil is between 500 and 10 000 g/mol.
The silicone oil can be selected from the phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes, 2-phenylethyl trimethylsiloxysilicates .
The silicone oil can correspond to the formula: R
R R
R—Si- -O R Si O Si R
R R
R
R—Si O
R in which the groups R represent, independently of one another, a methyl or a phenyl. Preferably in this formula, the silicone oil contains at least three phenyl groups, for example at least four, at least five or at least six. According to another manner of application, the silicone oil corresponds to the formula R R R
R Si- -O -Si- -O -Si- -R
R R R in which the groups R represent, independently of one another, a methyl or a phenyl. Preferably in this formula, said organopolysiloxane contains at least three phenyl groups, for example at least four or at least five.
Mixtures of the phenylated organopolysiloxanes described previously can be used.
We may mention for example mixtures of triphenylated, tetra- or penta-phenylated organopolysiloxane .
According to another manner of application, the silicone oil corresponds to the formula
Ph Ph Ph
/ / /
Me Si O Si O Si Me
\ \ \
Ph Me Ph in which Me represents methyl, Ph represents phenyl. A phenylated silicone of this kind is notably 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 manner of application, the silicone oil corresponds to the formula
Figure imgf000057_0001
in which Me represents methyl, y is between 1 and 1000, and X represents -CH2-CH(CH3) (Ph) .
According to another manner of application, the silicone oil corresponds to the formula
Figure imgf000058_0001
in which -OR' represents -O-SiMe3, y is between 1 and 1000 and z is between 1 and 1000.
The phenylated silicone oil can be selected from the phenylated silicones of the following formula (VI) :
Figure imgf000058_0002
in which - Rl to RlO, independently of one another, are saturated or unsaturated, linear, cyclic or branched,
C1-C30 hydrocarbon radicals,
- m, n, p and q are, independently of one another, integers between 0 and 900, provided that the sum 'm+n+q' is different from 0.
Preferably, the sum 'm+n+q' is between 1 and 100.
Preferably, the sum 'm+n+p+q' is between 1 and 900, better still between 1 and 800. Preferably, q is equal to 0. The phenylated silicone oil can be selected from the phenylated silicones of the following formula
(VII) : H,C —
Figure imgf000059_0001
in which:
- Rl to R6, independently of one another, are saturated or unsaturated, linear cyclic or branched, C1-C30 hydrocarbon radicals,
- 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. Preferably, Rl to R6, independently of one another, represent a saturated, linear or branched, Cl- C30, notably C1-C12, hydrocarbon radical and in particular a methyl, ethyl, propyl or butyl radical. Notably, Rl to R6 can be identical, and moreover can be a methyl radical.
Preferably, we can have m=l or 2 or 3, and/or n=0 and/or p=0 or 1, in formula (VII) .
It is possible to use a phenylated silicone oil of formula (VI) having a viscosity at 25°C between 5 and 1500 mm2/s (i.e. 5 to 1500 cSt) , preferably having a viscosity between 5 and 1000 mm2/s (i.e. 5 to 1000 cSt) .
As phenylated silicone oil of formula (VII), we can notably use the phenyltrimethicones such as DC556 from Dow Corning (22.5 cSt) , the oil Silbione 70663V30 from Rhone Poulenc (28 cSt) , or the diphenyldimethicones such as the Belsil oils, notably Belsil PDMlOOO (lOOOcSt), 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 can be selected from the silicones of formula:
Figure imgf000060_0001
in which :
Ri, R2, R5 and Re are, together or separately, an alkyl radical having 1 to 6 carbon atoms,
R3 and R4 are, together or separately, an alkyl radical having from 1 to 6 carbon atoms, or an aryl radical, X is an alkyl radical having from 1 to 6 carbon atoms, a hydroxyl radical or a vinyl radical, n and p being selected so as to endow the oil with a molecular weight by weight less than 200 000 g/mol, preferably less than 150 000 g/mol and more preferably less than 100 000 g/mol.
The phenylated silicone oil of the second composition is advantageously selected in such a way that it improves at least one cosmetic property of the first composition, when the latter is applied alone on said keratinous substance. The second composition can notably improve the comfort of the first composition.
According to one manner of application, the first or the second composition, or both, have a continuous oily phase and are preferably in an anhydrous form and can contain less than 5% of water, and better still less than 1% of water relative to the total weight of the first or second composition.
The second composition can include other ingredients such as those described previously. In particular, the second composition can contain at least one colorant, volatile or non-volatile oil, filler, structurizing agent or thickener, active ingredient, any additional usual cosmetic ingredient, as defined previously, or a mixture thereof. In a particular embodiment it advantageously contains a phenylated silicone and a wax. In another particular embodiment, the second composition includes a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer of a diol. This composition will also be able to include at least one colorant.
The first composition and/or the second composition are selected in such a way that the product, once applied on the keratinous substances, displays satisfactory properties of gloss, of durability of the gloss and of comfort.
Form of the composition
The applications of the compositions according to the invention are multiple and relate to all cosmetic products comprising a colorant, more particularly lipsticks .
The composition of the invention can be in the form of a solid, compacted or cast composition notably as a stick or in a dish, pasty or liquid. Advantageously, it is in solid form, i.e. in a hard form (not flowing under its own weight) notably cast or compacted, for example as a stick or in a dish.
It can be in the form of paste, solid or cream. It can be an oil-in-water or water-in-oil emulsion, a solid or soft anhydrous gel, or in the form of loose or compacted powder and even in a two-phase form. Preferably, it is in the form of a composition with an oily and notably anhydrous continuous phase; in this case, it can contain an aqueous phase in a proportion of less than 5%.
The composition according to the invention can be in the form of a coloured skin care composition, in the form of a composition for sun protection or for make-up removal or in the form of a hygiene composition. If it contains cosmetic actives, it can then be used as a base for care or non-therapeutic treatment for the skin such as the hands or the face or for the lips (lip balms, protecting the lips from the cold and/or sun and/or wind), product for artificial tanning of the skin.
The composition of the invention can also be in the form of a coloured make-up product for the skin, in particular for the face such as a foundation, a blusher or eye shadow, a blusher or eye shadow, a concealer, a blush, a loose or compacted powder, or a make-up product for the body such as a semi-permanent tattooing product or for make-up of the lips such as a lipstick, a lip pencil or a lip gloss, optionally having properties of care or of non-therapeutic treatment, a make-up product for the integumentary appendages for example a nail varnish, a mascara, an eyeliner, a product for colouring or care of the hair. Preferably, the composition according to the invention is in the form of a lipstick or a lip gloss.
Of course, the composition of the invention must be physiologically acceptable (in particular cosmetically acceptable), i.e. non-toxic and suitable for application on the skin, the integumentary appendages or the lips of human beings.
"Cosmetically acceptable" means of pleasant taste, feel, appearance and/or odour, applicable for several days over several months . The composition according to the invention can be manufactured by the known methods, generally used in the cosmetics field.
The present invention also relates to a method of make-up or care of the skin, lips and/or of the integumentary appendages, comprising the application of the composition according to the invention described above on the skin, the lips and/or the integumentary appendages .
The examples that follow are for the purpose of illustrating the object of the present invention non- exhaustively . The amounts are given in percentage by weight . EXAMPLE S
Example 1 : Lipstick
Formula A corresponds to a composition according to the invention where the polyester used is the polymer marketed by Biosynthis under the designation Viscoplast 14436H (INCI name: dilinioleic acid/butanediol copolymer) .
Figure imgf000063_0001
Formula A is very glossy, very slippery and comfortable during application and after application. It is soft and creamy. It does not leave a pulling sensation on the lips. Example 2: Lip gloss
Formula B corresponds to a composition according to the invention where the polyester used is the polymer marketed by Biosynthis under the designation Viscoplast 14436H (INCI name: dilinioleic acid/butanediol copolymer) .
Figure imgf000064_0001
Formula B is very pleasant during application, slippery to just the right extent, extremely soft and creamy. It gives a good thickness of the deposit, it is glossy, not very sticky, the film obtained on the lips is quite thick and uniform, and is effectively present on the lips.

Claims

1. Cosmetic or skin care composition comprising: i) an oily phase; ii) at least one liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol; and iii) at least one colorant; said composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt .% thereof relative to the weight of the composition .
2. Composition according to Claim 1, characterized in that the polyester is obtained from an unsaturated fatty acid dimer containing between 28 and 44 carbon atoms and/or from an unsaturated fatty acid trimer containing between 42 and 66 carbon atoms.
3. Composition according to Claim 1 or 2, characterized in that the diol is a saturated linear diol.
4. Composition according to one of Claims 1 to 3, characterized in that the oily phase includes at least one oil selected from the polar oils, nonpolar oils and mixture thereof, said composition containing at the most 15%, preferably at the most 10%, advantageously at the most 5% thereof, by weight relative to the weight of the composition.
5. Composition according to one of Claims 1 to 4, characterized in that the oily phase of the composition comprises a solvent in which the polyester is totally or partially insoluble.
6. Composition according to Claim 5, characterized in that said solvent is selected from the polyisobutenes, non-volatile PDMS, phenyltrimethicone, trimethyl pentaphenyl trisiloxane, diisostearate malate, sweet almond oil and esters of dilinoleic diacids and of dilinoleic dimer diols.
7. Composition according to one of Claims 1 to 6, characterized in that the colorant is selected from the water-soluble or fat-soluble dyes, pigments, nacres, glitter and mixtures thereof.
8. Composition according to one of Claims 1 to 7, characterized in that the amount of polyester is between 5 and 60 wt.%, preferably between 8% and 50 wt.% relative to the total weight of the composition .
9. Composition according to one of Claims 1 to 8, characterized in that the amount of colorant is between 0.02 and 10 wt.% relative to the total weight of the cosmetic composition.
10. Composition according to one of Claims 1 to 9, additionally including a phenylated silicone oil.
11. Composition according to one of Claims 1 to 10, additionally including a wax.
12. Cosmetic product for make-up and/or for care of keratinous substances, notably of the lips, comprising a first composition and a second composition, each of said compositions including a physiologically acceptable carrier, and at least one of the first and second compositions comprising the combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of a diol and of at least one colorant, said at least one composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt.% thereof relative to the weight of the composition.
13. Product according to Claim 12, characterized in that the first composition includes said combination of a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol and of at least one colorant, said first composition being free from additional polar oil of molecular weight below 1000, or containing at the most 15 wt.% thereof relative to the weight of the composition, the second composition being intended to be applied on the first composition.
14. Product according to Claim 13 characterized in that the second composition contains a phenylated silicone oil and at least one solid fat.
15. Product according to Claim 14, characterized in that the second composition additionally contains a liquid polyester obtained by condensation of unsaturated fatty acid dimer and/or trimer and of diol.
16. Make-up kit containing a cosmetic make-up product as defined in one of claims 12 to 15, in which the various compositions are packaged separately.
PCT/EP2009/056609 2008-06-02 2009-05-29 Compositions containing a polyester and a colorant and uses thereof WO2009147088A1 (en)

Applications Claiming Priority (4)

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FR08/53632 2008-06-02
FR0853632A FR2931671B1 (en) 2008-06-02 2008-06-02 COMPOSITIONS CONTAINING POLYESTER AND COLORING MATERIAL AND USES THEREOF
US6049508P 2008-06-11 2008-06-11
US61/060,495 2008-06-11

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JP2018501283A (en) * 2015-01-07 2018-01-18 ロレアル Composition comprising at least one oil and at least one polyester
WO2021016435A1 (en) * 2019-07-25 2021-01-28 L'oreal Two-step long-wear cosmetic system

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FR3117344A1 (en) * 2020-12-15 2022-06-17 Lvmh Recherche Cosmetic emulsion composition containing a copolymer obtained from a carboxylic acid dimer or trimer, at least one polyol and a diisocyanate

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JP2002275020A (en) * 2001-03-22 2002-09-25 Nippon Fine Chem Co Ltd Oil agent, and cosmetic and external agent containing the same
US20050063926A1 (en) * 2003-09-23 2005-03-24 Bathina Harinath B. Film-forming compositions for protecting animal skin
DE102006036898A1 (en) * 2006-08-04 2007-06-28 Henkel Kgaa New thiadiazolylazo-aniline direct dyes, useful particularly for coloring human hair, provide deep, red shades
WO2008092522A1 (en) * 2007-01-31 2008-08-07 Henkel Ag & Co. Kgaa Colouring agents containing luminescent pigments that can be stimulated by visible light

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JP2002275020A (en) * 2001-03-22 2002-09-25 Nippon Fine Chem Co Ltd Oil agent, and cosmetic and external agent containing the same
US20050063926A1 (en) * 2003-09-23 2005-03-24 Bathina Harinath B. Film-forming compositions for protecting animal skin
DE102006036898A1 (en) * 2006-08-04 2007-06-28 Henkel Kgaa New thiadiazolylazo-aniline direct dyes, useful particularly for coloring human hair, provide deep, red shades
WO2008092522A1 (en) * 2007-01-31 2008-08-07 Henkel Ag & Co. Kgaa Colouring agents containing luminescent pigments that can be stimulated by visible light

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018501283A (en) * 2015-01-07 2018-01-18 ロレアル Composition comprising at least one oil and at least one polyester
WO2021016435A1 (en) * 2019-07-25 2021-01-28 L'oreal Two-step long-wear cosmetic system

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FR2931671B1 (en) 2014-08-01

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