WO2012035065A2 - Composition cosmétique comprenant au moins un alcane linéaire volatile avec un ester ou un alcool gras et au moins une huile végétale - Google Patents

Composition cosmétique comprenant au moins un alcane linéaire volatile avec un ester ou un alcool gras et au moins une huile végétale Download PDF

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Publication number
WO2012035065A2
WO2012035065A2 PCT/EP2011/065941 EP2011065941W WO2012035065A2 WO 2012035065 A2 WO2012035065 A2 WO 2012035065A2 EP 2011065941 W EP2011065941 W EP 2011065941W WO 2012035065 A2 WO2012035065 A2 WO 2012035065A2
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WIPO (PCT)
Prior art keywords
oil
composition according
cosmetic composition
alcohol
volatile linear
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PCT/EP2011/065941
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English (en)
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WO2012035065A3 (fr
Inventor
Cécile Bebot
Thomas Fondin
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L'oreal
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Publication of WO2012035065A2 publication Critical patent/WO2012035065A2/fr
Publication of WO2012035065A3 publication Critical patent/WO2012035065A3/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • Cosmetic composition comprising at least one volatile linear alkane with a fatty ester or alcohol and at least one plant oil
  • the present invention relates to a cosmetic composition compri sing one or more volatile linear alkane(s), one or more fatty alcohol(s) or ester(s) and one or more pl ant oil (s), to its use for the cosmetic treatment of keratin material s, preferably keratin fibres such as the hair, and to a cosmetic process for treating keratin material s using the said composition.
  • volatile solvents which are generally liquid fatty esters, hydrocarbon-based oil s of i sododecane or i sohexadecane type, and/or silicone oil s, may especially give ri se to problem s in terms of a greasy feel, lack of sheen, and stiff, hard hair.
  • the Applicant has now di scovered, surpri singly and unexpectedly, that the combination of one or more volatile linear alkanes, one or more fatty alcohol(s) or ester(s) and one or more pl ant oil s makes it possible to avoid the drawbacks mentioned above.
  • the composition according to the invention can afford hair that i s smoother, uniform and/or more supple, at the time of rinsing.
  • Hair treated with the compositi on according to the invention dries rapidly .
  • the dry hair is more supple and/or has a smoother feel and i s shinier.
  • one subj ect of the invention is a cosmetic composition compri sing, in a cosmetically acceptable medium :
  • esters being different from the plant oil s.
  • a subj ect of the invention is al so the use of a composition according to the invention for the cosmetic treatment of keratin material s, preferably keratin fibres such as the hair, especially as a rinse-out haircare product.
  • Another subj ect of the invention i s a cosmetic process for treating keratin material s, preferably keratin fibres such as the hair, using the said composition.
  • one or more volatile linear alkane(s) means, without preference, “one or more volatile linear alkane oil(s)” .
  • a volatile linear alkane that is suitable for use in the invention i s liquid at room temperature (about 25 ° C) and at atmospheric pressure ( 101 325 Pa or 760 mmHg) .
  • volatile linear alkane that i s suitable for use in the invention means a linear alkane that can evaporate on contact with the skin in less than one hour, at room temperature (25 °C) and atmospheric pressure ( 101 325 Pa), which i s liquid at room temperature, especi ally having an evaporation rate ranging from 0.0 1 to 1 5 mg/cm 2 /minute, at room temperature (25 ° C) and atmospheric pressure ( 101 325 Pa) .
  • the volatile linear alkane(s) that are suitable for use in the invention have an evaporation rate ranging from 0.01 to 3 .5 mg/cm 2 /minute and better still from 0.01 to 1 .5 mg/cm 2 /minute, at room temperature (25 °C) and atmospheric pressure ( 10 1 325 Pa) .
  • the volatile linear alkane(s) that are suitable for use in the invention have an evaporation rate ranging from 0.01 to 0.8 mg/cm 2 /minute, preferentially from 0.01 to 0.3 mg/cm 2 /minute and even more preferentially from 0.01 to 0. 12 mg/cm 2 /minute, at room temperature (25 °C) and atmospheric pressure ( 10 1 325 Pa) .
  • the evaporation rate of a volatile alkane in accordance with the invention may especially be evaluated by means of the protocol described in WO 06/01 3 413 , and more particularly by means of the protocol describ ed below.
  • the volatile hydrocarbon-based solvent i allowed to evaporate freely, without stirring it, while providing ventilation by means of a fan (Papst-Motoren, reference 8550 N, rotating at 2700 rpm) pl aced in a vertical position above the crystallizing di sh containing the volatile hydrocarbon-based solvent, the blades being directed towards the crystallizing di sh, 20 cm away from the bottom of the di sh.
  • a fan Paperst-Motoren, reference 8550 N, rotating at 2700 rpm
  • the mass of volatile hydrocarbon-based solvent remaining in the crystallizing di sh i s measured at regular time interval s.
  • the evaporation profile of the solvent i s then obtained by plotting the curve of the amount of product evaporated (in mg/cm 2 ) as a function of time (in minutes) .
  • the evaporation rate i s then calculated, which corresponds to the tangent to the origin of the curve obtained.
  • the evaporation rates are expressed in mg of volatile solvent evaporated per unit area (cm 2 ) and per unit of time (minutes).
  • the volatile linear alkane(s) that are suitable for use in the invention have a non-zero vapour pressure (al so known as the saturating vapour pressure), at room temperature, in particular a vapour pressure ranging from 0.3 Pa to 6000 Pa.
  • the volatile linear alkane(s) that are suitable for use in the invention have a vapour pressure ranging from 0.3 to 2000 Pa and better still from 0.3 to 1 000 Pa, at room temperature (25 °C) .
  • the volatile linear alkane(s) that are suitabl e for use in the invention have a vapour pressure ranging from 0.4 to 600 Pa, preferentially from 1 to 200 Pa and even more preferentially from 3 to 60 Pa, at room temperature (25 °C) .
  • a volatile linear alkane that i s suitable for use in the invention may have a flash point that i s in the range from 30 to 120°C and more particularly from 40 to 100°C .
  • the flash point i s in particular measured according to standard ISO 3679.
  • the volatile linear alkane(s) that are suitable for use in the invention may be linear alkanes compri sing from 7 to 1 5 carbon atoms, preferably from 8 to 14 carb on atoms and better still from 9 to 14 carbon atoms.
  • the volatile linear alkane(s) that are suitabl e for use in the invention compri se from 10 to 14 carbon atoms and even more preferentially from 1 1 to 14 carbon atoms.
  • the volatile linear alkane(s) that are suitable for use in the invention may advantageously be of plant origin.
  • the volatile linear alkane or the mixture of volatile linear alkanes present in the composition according to the invention comprises at least one 14 C (carbon-14) carbon isotope.
  • the 14 C isotope may be present in a 14 C/ 12 C isotope ratio (by number of isotopes) of greater than or equal to 1 ⁇ 10 "16 , preferably greater than or equal to lxlO "15 , more preferably greater than or equal to 7.5> ⁇ 10 "14 and better still greater than or equal to 1.5 ⁇ 10 "13 .
  • the 14 C/ 12 C isotope ratio ranges from 6 ⁇ 10 "13 to 1.2 ⁇ 10 "12 .
  • the amount of 14 C isotopes in the volatile linear alkane or the mixture of volatile linear alkanes may be determined via methods known to those skilled in the art such as the Libby compacting method, liquid scintillation spectrometry or accelerator mass spectrometry.
  • Such an alkane or mixture of alkanes may be obtained, directly or in several steps, from a plant raw material, such as an oil, a butter, a wax, etc.
  • alkanes that are suitable for use in the invention, mention may be made of the alkanes described in patent applications WO 2007/068 371 and WO 2008/155 059. These alkanes are obtained from fatty alcohols, which are themselves obtained from coconut oil or palm oil.
  • linear alkanes that are suitable for use in the invention, mention may be made of n-heptane (C7), n-octane (C8), n- nonane (C9), n-decane (CIO), n-undecane (Cll), n-dodecane (C12), n- tridecane (C13) and n-tetradecane (C14), and mixtures thereof.
  • the volatile linear alkane is chosen from n-nonane, n-undecane, n-dodecane, n-tridecane and n-tetradecane, and mixtures thereof, and better still from n-undecane and n-tridecane, and mixtures thereof.
  • n-dodecane (C12) and n- tetradecane (C14) sold, respectively, under the references Parafol 12-97 and Parafol 14-97 by the company Sasol, and also mixtures thereof.
  • One embodiment consists in using only one volatile linear alkane.
  • a mixture of at least two different volatile linear alkanes differing from each other by a carbon number n of at least 1, in particular differing from each other by a carbon number of 1 or 2, may be used.
  • a mixture of at least two different volatile linear alkanes comprising from 10 to 14 carbon atoms and differing from each other by a carbon number of at least 1, is used.
  • Examples that may especially be mentioned include mixtures of ClO/Cll, C11/C12 or C12/C13 volatile linear alkanes.
  • a mixture of at least two different volatile linear alkanes comprising from 10 to 14 carbon atoms and differing from each other by a carbon number of at least 2 is used.
  • Examples that may especially be mentioned include mixtures of C10/C12 or C12/C14 volatile linear alkanes, for an even carbon number n and the C11/C13 mixture for an odd carbon number n.
  • a mixture of at least two different volatile linear alkanes comprising from 10 to 14 carbon atoms and differing from each other by a carbon number of at least 2, and in particular a mixture of C 1 1 /C 1 3 volatile linear alkanes or a mixture of C 12/C 14 volatile linear alkanes, i s used.
  • a mixture of n-undecane and n-tridecane i s preferably used.
  • mixtures combining more than two volatile linear alkanes according to the invention for instance a mixture of at least three different volatile linear alkanes compri sing from 7 to 1 5 carbon atoms and differing from each other by a carbon number of at least 1 , may be used in the invention.
  • the said two volatile linear alkanes preferably represent more than 95% and better still more than 99% by weight of the mixture.
  • the volatile linear alkane having the smaller carbon number i s predominant in the mixture.
  • a mixture of volatile linear alkanes in which the volatile linear alkane having the larger carbon number i s predominant in the mixture i s used.
  • mixtures that are suitable for use in the invention, mention may be made especially of the following mixtures :
  • the said mixture of volatile linear alkanes may al so contain :
  • volatile linear alkanes that are suitable for use in the invention may be used in the form of an n-undecane / n-tridecane mixture.
  • the mixture of alkanes i s an n-undecane/n-tridecane mixture .
  • such a mixture may be obtained according to Example 1 or Example 2 of patent application WO 2008/ 1 55 059.
  • the use of such a mixture gives the treated keratin fibres particularly advantageous cosmetic properties, especially in terms of suppleness and volume.
  • the n-dodecane sold under the reference Parafol 12-97 by Sasol is used.
  • the n-tetradecane sold under the reference Parafol 14-97 by Sasol is used.
  • n-dodecane and n-tetradecane i s used, preferably in an 85/ 1 5 ratio, such as the mixture sold under the name Vegelight 12 14 by the company Biosynthis .
  • composition of the invention preferably compri ses from 0.5% to 98% by weight of volatile linear alkane(s), in particular from 10%) to 95% by weight, more particularly from 60%> to 95 % by weight and better still from 75% to 95% by weight of volatile linear alkane(s), relative to the total weight of the composition.
  • composition of the invention compri ses fatty alcohol or ester which can be liquid or not.
  • liquid fatty alcohol means a non-glycerolated and non-oxyalkylenated fatty alcohol which i s liquid at standard temperature (25 °C) and at atmospheric pressure (760 mmHg; i . e. 1 .013 x 10 s Pa) .
  • the liquid fatty alcohols of the invention comprise from 8 to 30 carbon atoms.
  • liquid fatty alcohols of the invention may be saturated or unsaturated.
  • the saturated liquid fatty alcohols are preferably branched. They may optionally compri se in their structure at least one aromatic or non-aromatic ring. They are preferably acyclic.
  • liquid saturated fatty alcohol s of the invention are chosen from octyldodecanol, iso stearyl alcohol and 2-hexyldecanol.
  • Octyldodecanol is mo st particularly preferred.
  • the liquid unsaturated fatty alcohol s have in their structure at least one doubl e or triple bond.
  • the fatty alcohols of the invention bear in their structure one or more double bonds. When several double bonds are present, there are preferably 2 or 3 of them, and they may be conj ugated or non-conj ugated.
  • These unsaturated fatty alcohol s may be linear or branched.
  • They may optionally compri se in their structure at least one aromatic or non-aromatic ring. They are preferably acyclic.
  • liquid unsaturated fatty alcohols of the invention are selected from oleic (or oleyl) al cohol, linoleic (or linoleyl) alcohol, linolenic (or linolenyl) alcohol and undecylenyl alcohol.
  • Oleyl alcohol is mo st particularly preferred.
  • liquid fatty ester means an ester that i s derived from a fatty acid and/or from a fatty alcohol and that is liquid at ordinary temperature (25 °C) and at atmospheric pressure (760 mmHg; i . e . 1 .013 x 10 s Pa) .
  • esters are different from the plant oil s.
  • the esters are preferably liquid esters of saturated or unsaturated, linear or branched, C 1 -C24 aliphatic monoacids or polyacids and of saturated or unsaturated, linear or branched, C 1 -C26 aliphatic monoalcohol s or polyalcohols.
  • esters of monoalcohol s preferably at least one from among the alcohol and the acid from which the esters of the invention are obtained i s branched.
  • ethyl palmitate i sopropyl palmitate
  • alkyl myri states such as i sopropyl myristate or ethyl myri state
  • i socetyl stearate 2-ethylhexyl isononanoate
  • isodecyl neopentanoate isostearyl neopentanoate.
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C4-C26 non-sugar di-, tri-, tetra- or pentahydroxy alcohols may also be used.
  • composition may also comprise, as liquid fatty ester, esters and diesters of sugars of C8-C30 and preferably C12-C22 fatty acids.
  • sugars of C8-C30 and preferably C12-C22 fatty acids.
  • sucrose means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which comprise at least 4 carbon atoms.
  • sugars may be monosaccharides, oligosaccharides or polysaccharides.
  • suitable sugars include sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, especially alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be selected especially from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated C6-C30 and preferably C12-C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conj ugated or unconj ugated carbon-carbon double bonds.
  • esters according to thi s variant may al so be selected from monoesters, diesters, triesters, tetraesters and polyesters, and mixtures thereof.
  • esters may be, for example, oleates, laurates, palmitates, myri states, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, or mixtures thereof such as, especially, oleopalmitate, oleostearate and palmitostearate mixed esters .
  • esters of mono-, di- or triacids with glycerol may al so be used.
  • triglycerides that may b e used in the composition of the invention as liquid fatty esters
  • examples that may be mentioned include capryli c/capric acid triglycerides, for instance those sold by the company Stearineries Duboi s or those sold under the names Miglyol® 8 10, 8 12 and 8 1 8 by the company Dynamit Nobel.
  • the C 8 to C50 liquid fatty alcohol(s) or ester(s) are preferably present in the composition according to the invention in an amount ranging from 0.05 % to 20% by weight, more particularly in an amount ranging from 0. 1 % to 10% by weight and better still in an amount ranging from 0.2% to 5% by weight relative to the total weight of the composition.
  • the fatty alcohol or ester may be non-liquid at room temperature and at atmospheric pressure.
  • non-liquid preferably means a solid compound or a compound that has a vi scosity of greater than 2 Pa. s at a temperature of 25 °C and at a shear rate of 1 s- 1 .
  • non-liquid fatty alcohol s that are suitable for use in the invention are more particularly chosen from saturated or unsaturated, linear or branched alcohols compri sing from 8 to 30 carbon atoms . Mention may be made, for example, of cetyl alcohol, stearyl alcohol and a mixture thereof (cetyl stearyl alcohol), myri styl alcohol.
  • non-liquid esters of fatty acids and/or of fatty alcohols mention may be made especially of solid esters derived from C9-C26 fatty acids and from C9-C26 fatty alcohols.
  • esters mention may be made of octyldodecyl behenate; i socetyl behenate; cetyl l actate; stearyl octanoate; octyl octanoate; cetyl octanoate; decyl oleate; myri styl stearate; octyl palmitate; octyl pelargonate; octyl stearate; alkyl myri states such as cetyl, myristyl or stearyl myri state; hexyl stearate.
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C 1 -C22 alcohol s and esters of mono-, di- or tricarboxylic acids and of C2-C26 di-, tri-, tetra- or pentahydroxy alcohols may al so be used.
  • composition according to the invention contains one or more plant oils.
  • oil means any nonionic lipophilic compound that is insoluble in water and liquid at room temperature (25°C) and at atmospheric pressure (760 mmHg, i.e. 1.013 x 10 5 Pa).
  • water-insoluble refers to a compound whose solubility at spontaneous pH in water at 25°C and at atmospheric pressure is less than 1% and preferably less than 0.5% by weight.
  • Oils are soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, ethanol or benzene. Furthermore, oils are liquid at ordinary temperature (25°C) and at atmospheric pressure. Oils preferably have a melting point of less than 5°C and a viscosity of less than 500 cPs at 25°C at a shear rate of 1 s "1 .
  • plant oil means a non-oxyalkylenated oil as defined above, extracted from a species belonging to the plant kingdom.
  • the plant oils according to the invention generally have not undergone any chemical transformation after extraction.
  • olive oil, argan oil, avocado oil, rapeseed oil, jojoba oil or liquid jojoba wax, soybean oil, sunflower oil, sweet almond oil and camellina oil are preferably used, and more preferably avocado oil, sweet almond oil, camellina oil, jojoba oil or liquid jojoba wax.
  • the plant oil(s) are present in the composition in an amount ranging from 0.1% to 30%, more preferably in an amount ranging from 0.2% to 20%, and better still in an amount ranging from 0.5% to 15%) by weight, relative to the total weight of the composition.
  • the composition according to the invention may comprise water, a mixture of one or more organic solvents or a mixture of water and of one or more organic solvents, the organic solvents being, besides the volatile linear alkanes, preferably chosen from C1-C4 lower alcohols, such as ethanol, isopropanol, tert-butanol or n- butanol; polyols such as glycerol, propylene glycol and polyethylene glycols; branched liquid alkanes such as isohexadecane. and mixtures thereof.
  • the compositions used according to the invention contain less than 10% by weight of water and are preferably anhydrous, i . e. they contain no added water, the only water present being the water of crystallization of the starting material s .
  • composition according to the invention may al so comprise one or more standard additives that are well known in the art, other than the compounds defined previously .
  • additives that may b e used according to the invention, mention may be made of ioni c or nonioni c associative or non-associative polymers and in particular cationic polymers, liquid or solid fatty sub stances other than the plant oil s and the liquid fatty esters or alcohol s, silicones, silanes, proteins, vitamins, reducing agents, plasticizers, softeners, antifoams, moi sturizers, pigments, clays, mineral fillers, UV- screening agents, mineral colloids, peptizers, solubilizers, fragrances, preserving agents, nacreous agents, propellants and mineral or organic thickeners.
  • the additive(s) are generally present in the composition according to the invention in an amount ranging from 0 to 20% by weight relative to the total weight of the composition.
  • compositions according to the invention may be in the form of a rinse-out or leave-in care composition, and may be in the form of a more or less thickened lotion, a cream, a gel or an emul sion.
  • Another subj ect of the invention i s the use of the cosmetic composition as described above for the cosmetic treatment of keratin material s, preferably keratin fibres such as the hair, and especially as a rinse-out haircare product.
  • the invention al so relates to a cosmetic process for treating keratin material s, preferably keratin fibres such as the hair, which compri ses the application of an effective amount of a cosmetic composition as described above to the said material s, and optional rinsing of the said composition after an optional leave-on time.
  • composition according to the invention i s applied in the form of a lotion or a cream, it i s optionally left to stand on the hair for about 0.5 to 5 minutes, and i s then optionally rinsed out with water.
  • Thi s composition i s applied to dark chestnut-brown hair. After drying, the hair i s shiny, supple and well-managed.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
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Abstract

La présente invention concerne une composition cosmétique comprenant, dans un milieu cosmétiquement acceptable : - un ou plusieurs alcane(s) linéaire(s) volatile(s), - une ou plusieurs huile(s) végétale(s), - un ou plusieurs ester(s) ou alcool(s) gras en C8 à C50, les esters étant différents des huiles végétales. L'invention concerne également l'utilisation de cette composition pour le traitement cosmétique de substances à base de kératine, de préférence des fibres de kératine telles que les cheveux, et un procédé cosmétique permettant de traiter les substances à base de kératine à l'aide de ladite composition.
PCT/EP2011/065941 2010-09-14 2011-09-14 Composition cosmétique comprenant au moins un alcane linéaire volatile avec un ester ou un alcool gras et au moins une huile végétale WO2012035065A2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR1057309A FR2965482B1 (fr) 2010-09-14 2010-09-14 Composition cosmetique comprenant au moins un alcane lineaire volatil avec un ester ou alcool gras et au moins une huile vegetale
FR1057309 2010-09-14
US38522210P 2010-09-22 2010-09-22
US61/385,222 2010-09-22

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WO2012035065A2 true WO2012035065A2 (fr) 2012-03-22
WO2012035065A3 WO2012035065A3 (fr) 2012-08-23

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US11357714B2 (en) 2020-07-21 2022-06-14 Chembeau LLC Diester cosmetic formulations and uses thereof
US11541095B2 (en) * 2019-04-03 2023-01-03 Shenzhen Yuanguangzhou Technology Co., Ltd. Nasal balm for relieving allergic rhinitis symptoms
IT202100024851A1 (it) * 2021-09-28 2023-03-28 Fabio Moschini Composizione cosmetica bagnodoccia

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WO2007068371A1 (fr) 2005-12-14 2007-06-21 Cognis Ip Management Gmbh Procede pour produire des hydrocarbures
WO2008155059A2 (fr) 2007-06-19 2008-12-24 Cognis Ip Management Gmbh Mélanges d'hydrocarbures et leur utilisation

Cited By (5)

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US11541095B2 (en) * 2019-04-03 2023-01-03 Shenzhen Yuanguangzhou Technology Co., Ltd. Nasal balm for relieving allergic rhinitis symptoms
US11357714B2 (en) 2020-07-21 2022-06-14 Chembeau LLC Diester cosmetic formulations and uses thereof
US11491092B2 (en) 2020-07-21 2022-11-08 Chembeau LLC Hair treatment formulations and uses thereof
US11801211B2 (en) 2020-07-21 2023-10-31 Chembeau LLC Hair treatment formulations and uses thereof
IT202100024851A1 (it) * 2021-09-28 2023-03-28 Fabio Moschini Composizione cosmetica bagnodoccia

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