EP4646181A1 - Anhydrous cosmetic composition with a volatile hydrocarbon oil and a silicone elastomer possessing carboxylic acid functions in a particular oil/silicone elastomer ratio by weight - Google Patents

Anhydrous cosmetic composition with a volatile hydrocarbon oil and a silicone elastomer possessing carboxylic acid functions in a particular oil/silicone elastomer ratio by weight

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Publication number
EP4646181A1
EP4646181A1 EP23832721.7A EP23832721A EP4646181A1 EP 4646181 A1 EP4646181 A1 EP 4646181A1 EP 23832721 A EP23832721 A EP 23832721A EP 4646181 A1 EP4646181 A1 EP 4646181A1
Authority
EP
European Patent Office
Prior art keywords
weight
composition
silicone elastomer
composition according
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP23832721.7A
Other languages
German (de)
French (fr)
Inventor
Kévin DU
Guillaume Kergosien
Hélène HAYAERT
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of EP4646181A1 publication Critical patent/EP4646181A1/en
Pending legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • 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
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/08Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • 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
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/31Anhydrous

Definitions

  • the present invention is targeted at providing, for the field of the care and/or make up of keratin materials, in particular of the skin, a novel composition
  • a novel composition comprising a) an oily phase comprising at least one volatile hydrocarbon oil and b) at least one silicone elastomer possessing carboxylic acid functions in a ratio by weight of the total amount of volatile hydrocarbon oil(s) to the amount of silicone elastomer ranging from 3.8 to 12.0.
  • Cosmetic make-up compositions are commonly employed to give an aesthetic colour to keratin materials, such as the skin, but also to enhance the beauty of irregular skin, by making it possible to hide marks and dyschromias, and to reduce the visibility of relief imperfections, such as pores and wrinkles and also spots and acne marks.
  • make-up composition such as a foundation
  • coverage is one of the main properties sought.
  • Use is generally made, in these compositions, at high amounts, of pigments based on metal oxides, such as iron oxides and titanium oxides, in combination with particles known as fillers having a blurring or soft focus effect.
  • these compositions have a tendency to accumulate in the reliefs, such as pores and wrinkles, to result in a non-uniform deposit on the skin highlighting the imperfections thereof and giving a matt finish perceived as unnatural on the skin.
  • Patent Application WO2023110752 also discloses a two-stage hair dyeing method comprising the following stages: a) the application to the hair of at least one composition C comprising at least one (poly)carbodiimide compound; and b) the application to the hair of at least one anhydrous composition D comprising at least one silicone elastomer possessing carboxylic acid functions.
  • Example D3 describes an anhydrous composition D comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, and 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer (Dowsil EL-7314 Silicone Elastomer Blend® - Dow Corning) in the form of a gel in dispersion at 30% by weight in isododecane, with respect to the total weight of the composition, and 10% by weight of red inorganic pigment, with respect to the total weight of the composition; the ratio by weight of the total amount of isododecane to the amount of silicone elastomer having carboxylic functions being 4.95.
  • One of the objectives of this invention is to produce a care and/or make-up composition
  • a care and/or make-up composition comprising at least one silicone elastomer possessing carboxylic acid functions having a consistency which is sufficiently fluid, smooth, supple and homogeneous to be taken up and easily spread on the skin.
  • Another objective of this invention is to produce a care and/or make-up composition for keratin materials comprising at least one silicone elastomer possessing carboxylic acid functions having good coverage for enhancing the beauty of the skin and reducing the visibility of relief imperfections without it being necessary to resort to metal oxide pigments and/or to fillers having a blurring or soft focus effect and resulting in a homogeneous and uniform deposit on the skin and giving a matt finish perceived as natural on the skin.
  • anhydrous composition for caring for and/or making up keratin materials, in particular the skin comprising, preferably in a physiologically acceptable medium: a) an oily phase comprising at least one volatile hydrocarbon oil Hi ; and b) at least one silicone elastomer possessing carboxylic acid functions; the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, ranging from 3.8 to 12.0;
  • composition being other than a composition comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, and 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer in the form of a gel in dispersion at 30% by weight in isododecane, with respect to the total weight of the composition, and 10% by weight of red inorganic pigment, with respect to the total weight of the composition.
  • the present invention relates to an anhydrous composition for caring for and/or making up keratin materials, in particular the skin, comprising, preferably in a physiologically acceptable medium: a) an oily phase comprising at least one volatile hydrocarbon oil Hi ; and b) at least one silicone elastomer possessing carboxylic acid functions; the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, ranging from 3.8 to 12.0; said composition being other than a composition comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, and 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer in the form of a gel in dispersion
  • the invention also relates to a method for coating keratin materials, more particularly for making up and/or caring for keratin materials, such as the skin, characterized in that it comprises the application to keratin materials of an emulsion as defined above.
  • the invention more particularly relates to a method for making up and/or caring for the skin, characterized in that it comprises the application to the skin of a composition as defined above.
  • keratin materials means the skin and more particularly the areas such as the face, the cheeks, the hands, the body, the legs and thighs, the area around the eyes, and the eyelids.
  • physiologically acceptable is understood to mean compatible with the skin and/or its superficial body growths, which exhibits a pleasant colour, odour and feel and which does not cause unacceptable discomfort (stinging or tautness) liable to dissuade the consumer from using this composition.
  • anhydrous is understood to mean a composition comprising a content of less than or equal to 2% by weight, preferably of less than or equal to 1 % and more preferentially of less than 0.5% by weight of water, with respect to the total weight of said composition, indeed even devoid of water. If appropriate, such small amounts of water may in particular be introduced by ingredients of the composition which may contain residual amounts thereof.
  • composition according to the invention for caring for and/or making up keratin materials comprises at least one fatty phase comprising at least one volatile hydrocarbon oil Hi.
  • oil is understood to mean a fatty substance which is liquid at ambient temperature (25°C) and atmospheric pressure (760 mmHg, i.e. 10 5 Pa).
  • oil phase is understood to mean an organic phase which is liquid at ambient temperature (25°C) and atmospheric pressure containing at least one oil and optionally the cosmetic additives which are soluble or miscible in said phase.
  • hydrocarbon-based oil refers to an oil mainly containing carbon and hydrogen atoms and possibly one or more functions chosen from hydroxyl, ester, ether and carboxylic functions.
  • volatile oil refers to any oil that is capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure.
  • the volatile oil is a volatile cosmetic compound, which is liquid at room temperature, notably having a non-zero vapour pressure, at room temperature and atmospheric pressure, notably having a vapour pressure ranging from 2.66 Pa to 40 000 Pa, in particular ranging from 2.66 Pa to 13 000 Pa and more particularly ranging from 2.66 Pa to 1300 Pa.
  • hydrocarbon oil is understood to mean an oil comprising mainly carbon and hydrogen atoms and optionally one or more functions chosen from hydroxyl, ester, ether or carboxylic functions.
  • volatile hydrocarbon oil Hi which can be used in the oily phase of the composition of the invention, of hydrocarbon oils having from 8 to 16 carbon atoms, and in particular Cs-Cw isoalkanes of petroleum origin (also called isoparaffins), such as isododecane (also called 2, 2, 4,4,6- pentamethylheptane), isodecane or isohexadecane.
  • Cs-Cw isoalkanes of petroleum origin also called isoparaffins
  • isododecane also called 2, 2, 4,4,6- pentamethylheptane
  • isodecane or isohexadecane isohexadecane.
  • oils sold under the trade names Isopar® or Permethyl® branched Cs-Cw esters, isohexyl neopentanoate and their mixtures.
  • Other volatile hydrocarbon oils such as petroleum distillates, in particular those sold under the name Shell Solt by Shell, can also be used.
  • the volatile hydrocarbon oils Hi which can be used in the compositions according to the invention can be chosen from volatile linear alkanes comprising from 6 to 14 carbon atoms.
  • Ce-Cu alkanes suitable for the invention, of n-hexane (Ce), n-heptane (C7), n-octane (Cs), n-nonane (C9), n-decane (C10), n-undecane (Cn), n-dodecane (C12), n-tridecane (C13), n-tetradecane (C14) and their mixtures.
  • a mixture of n-dodecane and of n- tetradecane is used.
  • Use may in particular be made of the dodecane/tetradecane mixture in the 85/15 ratio by weight sold by Biosynthis under the reference Vegelight 1214®.
  • C9-12 Alkane a mixture of volatile linear C9-C12 alkanes with the INCI name: C9-12 Alkane, such as the product sold by Biosynthis under the reference Vegelight Silk®.
  • n- undecane (Cn) and of n-tridecane (C13), such as those obtained in Examples 1 and 2 of Application WO 2008/155059 from Cognis and such as that sold under the trade name Cetiol Ultimate® by BASF.
  • the volatile hydrocarbon oil Hi will be chosen from Cs-Cw isoalkanes of petroleum origin, and more particularly isododecane.
  • the oily phase is present in the composition in an amount ranging from 50% to 95% by weight and more preferentially from 60% to 80% by weight, with respect to the total weight of the composition.
  • composition according to the invention for caring for and/or making up keratin materials comprises b) at least one silicone elastomer possessing carboxylic acid functions.
  • organopolysiloxane elastomer is understood to mean a flexible and deformable organopolysiloxane having viscoelastic properties and in particular the consistency of a sponge or of a flexible sphere. Its modulus of elasticity is such that this material withstands deformation and possesses a limited stretchability and contractability. This material is capable of regaining its original shape after stretching. In general, it is partially or completely crosslinked and is non-cyclic.
  • silicone elastomer possessing carboxylic acid functions is understood to mean an organopolysiloxane elastomer comprising, in its structure, at least two carboxylic acid groups with at least one -COOH function.
  • composition according to the invention advantageously exhibits a content of active material of silicone elastomer possessing carboxylic acid functions ranging from 2% to 25% by weight, with respect to the weight of the composition. Preferably, this content ranges from 5% to 21 % by weight, with respect to the weight of the composition.
  • silicone elastomers possessing carboxylic acid functions which can be used in the compositions of the invention can be chosen from those described in the published documents WO2015066161 (US20160200876), WO2015066165,
  • WO201 5066199 WO2015167963, WO20180165434 (US10918587B2), IPCOM000250448D and IPCOM000250657D.
  • the silicone elastomer possessing carboxylic acid functions is chosen from those corresponding to the following formula (I):
  • W and W* independently denote an oxygen atom (0) or an N-R group where each R radical independently denotes a hydrogen atom (H) or an R 1 radical;
  • Y is a divalent group
  • R 1 , R 11 , R 4 , R 14 , R 5 and R 15 independently denote a substituted or unsubstituted hydrocarbyl group
  • R 3 and R 13 independently denote a divalent group; w and ww are independently integers ranging from 0 to 1000; x and xx are independently integers ranging from 1 to 100; y and yy are independently integers ranging from 0 to 1000; preferably, w and y are not simultaneously equal to 0 and ww and yy are not simultaneously equal to 0.
  • substituted is understood to mean that one or more hydrogen atoms of the hydrocarbyl group is (are) replaced by an atom other than hydrogen (i.e. halogen) or else that one or more carbon atoms is (are) replaced by an atom other than carbon, such as a heteroatom, for example oxygen, sulfur or nitrogen.
  • each siloxane chain comprises siloxane (Si-O-Si) bonds in their respective backbones.
  • Each siloxane chain can include siloxane bonds separated by one or more divalent groups, for example a -CH2- linking group.
  • divalent groups can include polyether groups: for example, -CH2CH2O- (i.e., ethylene oxide), -CH(CH3)CH2O- (i.e. , propylene oxide) linking groups, and the like. Combinations of different divalent groups can be present in their respective backbones. Each of the divalent groups can occur just once or be repeated, i.e.: 2 times, 5 times, 10 times, indeed even > 10 times, and the like. According to certain embodiments, the siloxanes do not comprise a polyether group. [0034] In various embodiments, one or both siloxanes can comprise at least one [SiR 1 R 2 -O-] unit ("D" or R*2SiO2/2 units). Typically, each siloxane has a repetition of D units, which generally constitutes the linear portions of the siloxanes. The siloxanes also typically have terminal R*3SiOi/2 units ("M” units).
  • M terminal R*3SiOi/2 units
  • one of the two siloxanes or both siloxanes can optionally be branched, partially branched and/or include a resin portion having a network of three-dimensional structure.
  • the corresponding siloxane(s) can additionally comprise R*SiOs/2 units ("T” units) and/or SiO4/2 units ("Q” units).
  • the branched or resinous nature of the siloxane(s) can be attributed to the presence of T and/or Q units.
  • the branched nature of a siloxane can be attributed to side groups of one or more D units.
  • one of the siloxanes or both siloxanes can be devoid of T units and/or of units.
  • the two siloxanes can be identical or different: i.e. one is linear and the other is branched, or else both siloxanes are linear.
  • the R 1 radicals independently denote an alkyl, aryl, alkenyl, alkaryl, or aralkyl radical. More particularly, the R 1 radicals denote an alkyl radical, preferably having from 1 to 20, from 1 to 15, from 1 to 10, from 1 to 6, from 1 to 4, or 1 or 2 carbon atoms, such as, for example, methyl, ethyl, propyl, butyl or pentyl.
  • R 1 radicals designate a methyl group (i.e. -CH3).
  • the R 3 radical is a hydrocarbylene, heterohydrocarbylene, or organoheterylene group.
  • R 3 is a (CH2)n group where n is an integer ranging from 1 to 30, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10, from 1 to 5, or from 1 to 3, and more particularly equal to 3.
  • each of the R 4 and R 5 radicals can independently denote a substituted or unsubstituted hydrocarbyl group, in particular chosen from those defined above for the R 1 radicals.
  • each R 4 radical independently denotes an alkyl or aryl (i.e., phenyl) group or an (R 6 O) m group.
  • R 6 is preferably an alkyl or aryl (i.e., phenyl) radical and m is an integer ranging from 1 to 50, from 1 to 25, from 1 to 10, from 1 to 5, or 1.
  • the (R 6 O) m group can be a polyether group (i.e.: with ethylene oxide and/or propylene oxide units).
  • an R 4 radical can be a divalent group of a silicone side chain of the siloxane.
  • R 4 can denote an anhydride group of formula (1 )
  • the R 4 radicals denote an alkyl radical or a polyether group.
  • each R 5 radical is an R 1 radical.
  • each R 5 and R 1 radical is an alkyl group: i.e. methyl.
  • R 11 is identical to or different from R 1
  • R 14 is identical to or different from R 4
  • R 15 is identical to or different from R 5
  • the R 5 radicals denote R 1 and/or the R 15 radicals denote R 11 .
  • w is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 25 to 250, from 50 to 200, from 50 to 150, from 75 to 125, from 90 to 110, from 90 to 100, from 90 to 95, and more particularly is equal to 93.
  • x is an integer from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 10, or from 1 to 5, and more particularly is equal to 3.
  • y is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 1 to 250, from 1 to 200, from 1 to 150, from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10 or from 1 to 5.
  • w and y are not simultaneously equal to 0.
  • the sum w+x+y varies from 25 to 1500, from 25 to 1000, from 25 to 900, from 25 to 800, from 25 to 700, from 25 to 600, from 25 to 500, from 25 to 400, from 25 to 300, from 50 to 200, from 75 to 150, from 85 to 125 or from 90 to 110.
  • x is at least equal to 1 , at least equal to 10, at least equal to 25, at least equal to 50, at least equal to 75 or at least equal to 5.
  • ww can be identical to or different from w
  • xx can be identical to or different from x
  • yy can be identical to or different from y.
  • the units of the formula (I), in particular those represented between brackets with the subscripts w, ww, x, xx, y or yy, can be present in any order, randomly or in block form.
  • the R 11 radicals which are identical or different, denote a linear, branched or cyclic C1-C20, C1-C15, C1-C10, C1- Ce, C1-C4 or C1-C2 alkyl radical, such as methyl, ethyl, propyl, butyl, pentyl, or the like, groups. More preferentially, the R 11 radicals are a methyl group.
  • the R 14 radicals which may be identical or different, denote an alkyl or aryl (i.e. phenyl) radical or (R 16 O) mm .
  • R 16 denotes an alkyl or aryl (i.e. phenyl) radical and mm is an integer ranging from 1 to 50, 1 to 25, 1 to 10, 1 to 5, or 1.
  • the (R 16 O) mm group can be a polyether group (i.e.: with ethylene oxide and/or propylene oxide units).
  • the R 14 radicals independently denote an alkyl radical having from 2 to 20, from 2 to 15, from 2 to 10, from 2 to 5, or 2 carbon atoms.
  • R 14 can be a divalent linking group of a silicone side chain of the siloxane.
  • R 14 can denote an anhydride group of formula (1 ) in which R 3 has the same definition as indicated above.
  • the R 14 radicals denote an alkyl radical or a polyether group.
  • ww is integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 25 to 250, from 50 to 200, from 50 to 150, from 75 to 125, from 90 to 110, from 90 to 100, from 90 to 95, and more particularly 93.
  • xx is an integer ranging from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 10 or from 1 to 5, and more particularly is 3.
  • yy is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 1 to 250, from 1 to 200, from 1 to 150, from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10 or from 1 to 5.
  • ww and yy are not simultaneously equal to 0.
  • the sum ww+xx+yy varies from 25 to 1500, from 25 to 1000, from 25 to 900, from 25 to 800, from 25 to 700, from 25 to 600, from 25 to 500, from 25 to 400, from 25 to 300, from 50 to 200, from 75 to 150, from 85 to 125 or from 90 to 110.
  • xx is at least equal to 1 , at least equal to 10, at least equal to 25, at least equal to 50, at least equal to 75 or at least equal to 85.
  • each W and W* group independently denotes an oxygen atom (0) or an N-R group, with R denoting a hydrogen atom (H) or an R 1 radical; preferably, R is H;
  • R 13 is a divalent group, preferably is a hydrocarbylene, a heterohydrocarbylene or an organoheterylene; in particular, R 13 denotes a (CH2)nn radical where nn is an integer from 1 to 30, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10, from 1 to 5, from 1 to 3 and more particularly is 3; it being possible for R 13 to be identical or different with respect to R 3 ;
  • each Y radical is a divalent group, in particular denotes a hydrocarbylene, heterohydrocarbylene or organoheterylene radical; in particular, Y is a hydrocarbylene group having from 1 to 50, from 1 to 40, from 1 to 30, from 1 to 20, from 1 to 10, from 1 to 5, from 1 to 2 carbon atoms or can denote a group of following formula (ii): in which
  • each R 8 , R 9 independently denote a substituted or unsubstituted hydrocarbyl group, in particular chosen from an alkyl (i.e. methyl) group, an aryl (i.e. phenyl) group or a polyether group (i.e. with ethylene oxide and/or propylene oxide units);
  • each R 10 radical independently denotes a substituted or unsubstituted hydrocarbyl group, such as the radicals defined above for R 1 and R 4 ; in particular, R 10 can be an alkyl group having from 1 to 20 carbon atoms or a polyether group or a divalent linking group of a silicone side chain of the siloxane;
  • each Z radical independently comprises at least one hydrocarbylene, heterohydrocarbylene or organoheterylene group, in particular is a hydrocarbylene group having from 1 to 20, from 1 to 10, from 1 to 5, or 1 or 2 carbon atom(s); in particular, Z can include siloxane bonds separated by one or more divalent groups, for example a -CH2- linking group; other examples of divalent groups can include polyether groups: for example -CH2CH2O- (i.e. , ethylene oxide) or -CH(CH3)CH2O- (i.e., propylene oxide) linking groups;
  • - a is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 0 to 300, from 0 to 200, from 0 to 100, from 0 to 75, from 0 to 50, from 0 to 25, from 0 to 20, or
  • - b is an integer ranging from 1 to 1000, from 1 to 950, from 1 to 750, from 1 to 500, from 1 to 400, from 1 to 300 or from 1 to 200,
  • - c is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 0 to 300, from 0 to 200, from 0 to 100;
  • each d is equal to 0 or 1 .
  • at least one of the subscripts d is equal to 1 or both are equal to 1 ; the units of the formula (ii) represented between brackets with the subscripts a, b or c being present in any order, randomly or in block form.
  • the siloxane of formula (ii) can be a resin of formula R* s SiO(4-s)/2.
  • a silicone resin has, along its chain, T and/or Q units with M units and optionally D units.
  • the R* radicals can be chosen independently from a substituted (i.e.: hydroxyl, amine functions) or unsubstituted hydrocarbonyl group and s varies from 0 to 3.
  • the R* groups which can be used can be those described above for the R 8 , R 9 , and R 10 radicals. Various combinations of such groups can be present.
  • the silicone resin comprises a combination of M, D, T and/or Q units.
  • the resin can in particular be a resin of the MDT type, a resin of the MT type, a resin of the MDQ type, a resin of the MQ type or a resin of the MDTQ type.
  • Each of the M, D, and T units can contain different R* groups.
  • the resin can exhibit various molecular weights, such as a number-average molecular weight ranging from 800 to 500 000.
  • the silicone elastomers possessing carboxylic acid functions have a carboxyl equivalent ranging from 100 to 50 000, from 500 to 10 000 or from 500 to 5000.
  • the silicone elastomers possessing carboxylic functions of formula (I) can be obtained according to one of the synthesis processes described in the document WO201 5066161 (US20160200876).
  • certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of an organic polyol.
  • the 3 preceding reactants can be reacted with one or more siloxanes different from the first two.
  • certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of an organic polyamine.
  • the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
  • certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of a third siloxane having at least two hydroxyl groups.
  • the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
  • certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of a third siloxane having pendent amine groups and/or terminal amine groups.
  • the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
  • certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent hydroxyl groups, 2) of a second siloxane carrying pendent hydroxyl groups and 3) of a third siloxane having at least two terminal anhydride groups.
  • the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
  • certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent amine groups, 2) of a second siloxane carrying pendent amine groups and 3) of a third siloxane having at least two terminal anhydride groups.
  • the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
  • silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first organic alcohol, 2) of a second organic alcohol and 3) of a siloxane having terminal anhydride groups.
  • the 3 preceding reactants can be reacted with one or more additional organic alcohols different from the first two.
  • Mention may be made, among the silicone elastomers possessing carboxylic acid functions of formula (I), of the following compounds 1 to 12 as described respectively in Examples 4, 5 and 7 to 16 of Application WO2015066161 :
  • the composition of the invention contains at least the compound 10 or else the compound 11 as defined above.
  • the compound 10 is described in particular in the document US20160200876 (compound of
  • Example 15 and the examples of Patent US10918587B2.
  • silicone elastomers possessing carboxylic acid functions which can be used in the compositions of the invention, of the silicone elastomer with the INCI name: Hexyl/Succinyl Dimethicone Crosspolymer.
  • the silicone elastomers possessing carboxylic acid functions are in solid form. They can in particular be chosen from the compounds 2 and 3 as defined above.
  • the silicone elastomers possessing carboxylic acid functions are in dispersion in at least one oil H2 and are provided in gel form.
  • the oil H2 can be chosen from volatile oils and/or non-volatile oils.
  • non-volatile oil is understood to mean an oil which remains on the keratin material at ambient temperature (25°C) and atmospheric pressure (760 mmHg) for at least several hours and which has in particular a vapour pressure of less than 10’ 3 mmHg (0.13 Pa).
  • the oil(s) H2 can be chosen from hydrocarbon oils, silicone oils and their mixtures.
  • silicon oil is understood to mean an oil comprising at least one Si-0 group, and more particularly an organopolysiloxane.
  • volatile silicone oils H2 which can be used in the compositions, for example, of volatile linear or cyclic silicone oils, in particular those having a viscosity of less than or equal to 8 centistokes (8x1 O’ 6 m 2 /s) and having in particular from 2 to 7 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups having from 1 to 10 carbon atoms.
  • linear volatile silicone oil H2 which can be used in the invention, of octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and their mixtures.
  • cyclic volatile silicone oil H2 which can be used in the invention, of cyclomethicones, such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and their mixtures.
  • cyclomethicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and their mixtures.
  • linear non-volatile silicone oil H2 of polydimethylsiloxanes (also known as dimethicones); alkyl dimethicones; vinylmethylmethicones and polydimethylsiloxanes modified by aliphatic groups and/or functional groups, such as hydroxyl, thiol, carboxylic acid and/or amine groups.
  • linear non-volatile hydrocarbon oil of: - synthetic esters, such as oils of formula R1COOR2, in which R1 represents a residue of a linear or branched fatty acid comprising from 1 to 40 carbon atoms and R2 represents a hydrocarbon chain, in particular a branched hydrocarbon chain, containing from 1 to 40 carbon atoms, provided that the sum of the number of carbon atoms of the chains R1 and R2 is greater than or equal to 10;
  • the esters can be chosen in particular from esters of fatty acid and alcohol, such as, for example, cetostearyl octanoate, esters of isopropyl alcohol, such as isopropyl myristate or isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate or isostearate, isostearyl isostearate, octyl stearate, hydroxy
  • the oil(s) H2 can be chosen from the volatile hydrocarbon oils as described above for the oils H1.
  • the oil(s) H2 can be identical to or different from the oil(s) H 1 present in the oily phase of the composition.
  • the oil(s) H2 present in the oily dispersion of silicone elastomer possessing carboxylic acid functions is (are) identical to the oil(s) H 1 present in the oily phase of the composition.
  • the oil H2 present in the oily dispersion of silicone elastomer possessing carboxylic acid functions and the oil H 1 present in the oily phase of the composition denote a C 8 -C 16 isoalkane of petroleum origin, and more particularly isododecane.
  • the oily dispersion of silicone elastomer possessing carboxylic acid functions comprises from 10% to 40% by weight of silicone elastomer active material, and more preferentially from 20% to 35% by weight, with respect to the total weight of the oily dispersion.
  • the composition of the invention comprises at least one silicone elastomer possessing carboxylic acid functions in dispersion in isododecane and in gel form.
  • said silicon elastomer is chosen from the compounds 1 and 4 to 11 as defined above.
  • the composition of the invention comprises the compound 11 in dispersion in isododecane and in gel form, and more particularly in a content of active material equal to 30% by weight, with respect to the total weight of the dispersion.
  • the composition of the invention comprises a silicone elastomer possessing carboxylic acid functions in dispersion in isododecane and in gel form with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer and more particularly in a content of active material equal to 30% by weight, with respect to the total weight of the dispersion, such as the commercial product Dowsil EL-7314 Silicone Elastomer Blend® sold by Dow Corning, comprising 30% by weight as active material of said silicone elastomer.
  • the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition varies from 3.8 to 12.0 and more preferentially from 4.2 to 10.
  • the composition of the invention comprises an oily dispersion of silicone elastomer possessing carboxylic acid functions in dispersion in at least one volatile hydrocarbon oil H 2
  • the ratio by weight of the total amount of volatile hydrocarbon oil(s) H 1 and H 2 , with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition varies from 3.8 to 12.0 and more preferentially from 4.2 to 10.
  • Rheological properties [0095]
  • the compositions of the invention have a rheological profile characterized by a complex modulus G* at the plateau of less than 1000 Pa, preferably of less than 800 Pa.
  • compositions of the invention additionally have a rheological profile characterized by a complex modulus G* at the plateau of greater than or equal to 5 Pa, preferably of greater than or equal to 10 Pa and more preferentially of greater than or equal to 20 Pa.
  • the rheological measurements are carried out with the composition in a controlled stress rheometer (RheoStress 600®, Haake).
  • the measurements of shear stress and of rate gradient are carried out using a cone sensor (C35/2° Ti L; 222- 1871 ; 35 mm diameter, 2° angle), with a 0.105 mm gap and a measuring plate (MPC 35; 222-1549; 35 mm diameter, sand blasted).
  • the temperature of the gap is controlled using an Eheim Pro 3600/2075020 hydraulic circulation pump and a Haake Universal Temperature Controler System (UTC) 6001 temperature control system.
  • UTC Haake Universal Temperature Controler System
  • An anti-evaporation bell jar is positioned above the plane of the cone and of the plate during the measurement.
  • the temperature of the gap is set at 25 ⁇ 0.5°C. An isotherm of 120 seconds at this temperature is applied before each measurement.
  • An upward oscillation curve with an amplitude sweep is imposed with a stress ramp ranging from 10’ 3 to 10 3 Pa, with a frequency set at 1 Hz with 50 stationary phases.
  • compositions according to the invention can additionally comprise additives commonly used in care and/or make-up products, such as UV sunscreens, C2-C4 monoalcohols, such as ethanol, moisturizing agents, such as polyols, for example glycerol, propanediol or pentylene glycol, pulverulent colorants, fat-soluble colorants, lipophilic thickening or gelling agents, preservatives, fragrances and their mixtures.
  • additives commonly used in care and/or make-up products such as UV sunscreens, C2-C4 monoalcohols, such as ethanol, moisturizing agents, such as polyols, for example glycerol, propanediol or pentylene glycol, pulverulent colorants, fat-soluble colorants, lipophilic thickening or gelling agents, preservatives, fragrances and their mixtures.
  • additives commonly used in care and/or make-up products such as UV sunscreens, C2-C4 monoalcohols, such as ethanol,
  • the composition according to the invention additionally comprises at least one pulverulent colorant.
  • the pulverulent colorants can be chosen from inorganic pigments, organic pigments, pearlescent agents and their mixtures.
  • the term “pigments” is understood to mean white or coloured and inorganic or organic particles which are insoluble in an aqueous medium and which are intended to colour and/or opacify the composition and/or the resulting deposit. These pigments can be white or coloured and inorganic and/or organic.
  • the pigments used according to the invention are chosen from inorganic pigments.
  • inorganic pigment is understood to mean any pigment which corresponds to the definition of Ullmann’s Encyclopedia in the chapter “Pigments, Inorganic”. Mention may be made, among the inorganic pigments of use in the present invention, of zirconium oxide or cerium oxide, and also zinc oxide, iron oxide (black, yellow or red) or chromium oxide, manganese violet, ultramarine blue, chromium hydrate and ferric blue, titanium dioxide and metal powders, such as aluminium powder and copper powder.
  • the following inorganic pigments can also be used: Ta2O5, Ti3O5, Ti2O3, TiO, ZrO2 as a mixture with TiO2, ZrO2, Nb2O5, CeO2, ZnS.
  • the size of the pigment of use in the context of the present invention is generally greater than 100 nm and can range up to 10 ⁇ m, preferably from 200 nm to 5 ⁇ m and more preferentially from 300 nm to 1 ⁇ m.
  • the pigments exhibit a size characterized by a D[50] of greater than 100 nm and which can range up to 10 ⁇ m, preferably from 200 nm to 5 ⁇ m and more preferentially from 300 nm to 1 ⁇ m.
  • the sizes are measured by static light scattering using a commercial particle size analyser of MasterSizer 3000® type from Malvern, which makes it possible to determine the particle size distribution of all of the particles over a wide range which can extend from 0.01 ⁇ m to 1000 ⁇ m.
  • the data are processed on the basis of the standard Mie scattering theory. This theory is the most suitable for size distributions ranging from the submicronic to the multimicronic; it makes it possible to determine an “effective” particle diameter. This theory is in particular described in the publication by Van de Hulst, H.C., Light Scattering by Small Particles, Chapters 9 and 10, Wiley, New York, 1957. [00113] D[50] represents the maximum size exhibited by 50% by volume of the particles.
  • the inorganic pigment comprises a lipophilic or hydrophobic coating; the latter is preferably present in the oily phase of the composition according to the invention.
  • the pigments can be coated according to the invention with at least one compound chosen from metal soaps; N- acylamino acids or their salts; lecithin and its derivatives; isopropyl titanium triisostearate; isostearyl sebacate; natural vegetable or animal waxes; polar synthetic waxes; fatty esters; phospholipids; silicone surface agents, such as organopolysiloxanes, alkylalkoxysilanes, such as triethoxycaprylsilane; fluorinated surface agents, such as perfluoroalkyl phosphates, perfluoropolyethers, polytetrafluoropolyethylenes (PTFE), perfluoroalkanes, perfluoroalkyl silazanes, poly
  • the pigments can be coated according to the invention with an N-acylamino acid or one of its salts which can comprise an acyl group having from 8 to 22 carbon atoms, such as, for example, a 2- ethylhexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl or cocoyl group.
  • the amino acid can, for example, be lysine, glutamic acid or alanine.
  • the salts of these compounds can be the aluminium, magnesium, calcium, zirconium, zinc, sodium or potassium salts.
  • the pigments can be coated with an N-acylamino acid derivative which can in particular be a glutamic acid derivative and/or one of its salts, and more particularly a stearoyl glutamate, such as, for example, aluminium stearoyl glutamate.
  • N-acylamino acid derivative which can in particular be a glutamic acid derivative and/or one of its salts, and more particularly a stearoyl glutamate, such as, for example, aluminium stearoyl glutamate.
  • Mention may be made, as examples of pigments treated with aluminium stearoyl glutamate, of titanium dioxide pigments and black, red and yellow iron oxide pigments sold under the trade name Nai® by Miyoshi Kasei.
  • the pigments can be coated according to the invention with isopropyl titanium triisostearate.
  • pigments treated with isopropyl titanium triisostearate of those sold under the trade names BWBO-I2® (Iron Oxide CI77499 and Isopropyl Titanium Triisostearate), BWYO-I2® (Iron Oxide CI77492 and Isopropyl Titanium Triisostearate) and BWRO-I2® (Iron Oxide CI77491 and Isopropyl Titanium Triisostearate) by Kobo.
  • the pigments which can be used according to the invention can also be organic pigments.
  • organic pigment is understood to mean any pigment which corresponds to the definition of Ullmann’s Encyclopedia in the chapter, “Pigments, Organic”.
  • the organic pigment can in particular be chosen from nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, metal-complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane or quinophthalone compounds.
  • the organic pigment(s) can be chosen, for example, from carmine, carbon black, aniline black, melanin, azo yellow, quinacridone, phthalocyanine blue, sorghum red, the blue pigments codified in the Colour Index under the references Cl 42090, 69800, 69825, 73000, 74100 and 74160, the yellow pigments codified in the Colour Index under the references Cl 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000 and 47005, the green pigments codified in the Colour Index under the references Cl 61565, 61570 and 74260, the orange pigments codified in the Colour Index under the references Cl 11725, 15510, 45370 and 71105, the red pigments codified in the Colour Index under the references Cl 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200,
  • These pigments can also be in the form of composite pigments as are described in Patent EP 1 184426.
  • These composite pigments can be composed in particular of particles comprising an inorganic core at least partially covered with an organic pigment and at least one binder providing the fixing of the organic pigments to the core.
  • the pigment can also be a lake.
  • the term “lake” is understood to mean insolubilized dyes adsorbed on insoluble particles, the assembly thus obtained remaining insoluble during use.
  • the inorganic substrates onto which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicate, and aluminium.
  • Mention may be made, among the organic dyes, of cochineal carmine. Mention may also be made of the products known under the following names: D&C Red 21 (Cl 45 380), D&C Orange 5 (Cl 45 370), D&C Red 27 (Cl 45 410), D&C Orange 10 (Cl 45425), D&C Red 3 (Cl 45 430), D&C Red 4 (Cl 15 510), D&C Red 33 (Cl 17 200), D&C Yellow 5 (Cl 19 140), D&C Yellow 6 (Cl 15 985), D&C Green 5 (Cl 61 570), D&C Yellow 1 0 (Cl 77 002), D&C Green 3 (Cl 42 053), D&C Blue 1 (Cl 42 090).
  • the composition according to the invention comprises at least one pulverulent colorant of inorganic pigment type, in particular chosen from metal oxides, and more particularly chosen from titanium dioxides or iron oxides, which are or not coated, and their mixtures.
  • inorganic pigment type in particular chosen from metal oxides, and more particularly chosen from titanium dioxides or iron oxides, which are or not coated, and their mixtures.
  • the pearlescent agents can be chosen from white pearlescent pigments, such as mica covered with titanium or with bismuth oxychloride, coloured pearlescent pigments, such as titanium oxide-coated mica with iron oxides, titanium oxide-coated mica in particular with ferric blue or chromium oxide, or titanium oxide-coated mica with an organic pigment of the abovementioned type, and also pearlescent pigments based on bismuth oxychloride.
  • white pearlescent pigments such as mica covered with titanium or with bismuth oxychloride
  • coloured pearlescent pigments such as titanium oxide-coated mica with iron oxides, titanium oxide-coated mica in particular with ferric blue or chromium oxide, or titanium oxide-coated mica with an organic pigment of the abovementioned type, and also pearlescent pigments based on bismuth oxychloride.
  • the pulverulent colorant(s) is (are) present in the composition in a content ranging from 5% to 40% by weight, preferably from 10% to 30% by weight, more particularly from 15% to 25% by weight, with respect to the total weight of the composition.
  • a composition according to the invention can additionally comprise at least one fat-soluble colorant and preferably in a proportion of at least 0.01% by weight, with respect to the total weight of the composition.
  • fat-soluble colorant is understood to mean any natural or synthetic, generally organic, compound which is soluble in an oily phase or solvents miscible with a fatty substance and which is capable of imparting colour.
  • fat-soluble dyes suitable for the invention of synthetic or natural fat-soluble dyes, such as, for example, DC Red 17, DC Red 21 , DC Red 27, DC Green 6, DC Yellow 11 , DC Violet 2, DC Orange 5, Sudan red, carotenes ([3-carotene, lycopene), xanthophylls (capsanthin, capsorubin, lutein), palm oil, Sudan brown, quinoline yellow, annatto or curcumin.
  • synthetic or natural fat-soluble dyes such as, for example, DC Red 17, DC Red 21 , DC Red 27, DC Green 6, DC Yellow 11 , DC Violet 2, DC Orange 5, Sudan red, carotenes ([3-carotene, lycopene), xanthophylls (capsanthin, capsorubin, lutein), palm oil, Sudan brown, quinoline yellow, annatto or curcumin.
  • the present invention also relates to a cosmetic composition
  • a cosmetic composition comprising, in a physiologically acceptable medium, a composition as defined above.
  • physiologically acceptable medium is understood to denote a medium which is particularly suitable for the application of a composition of the invention to the skin.
  • the physiologically acceptable medium is generally suited to the nature of the support onto which the composition has to be applied, and also to the appearance under which the composition has to be packaged.
  • a composition of the invention can advantageously be provided in the form of a composition for caring for the skin of the body or of the face, in particular of the face.
  • a composition of the invention can advantageously be provided in the form of a composition for making up keratin materials, in particular the skin of the body or of the face, in particular of the face.
  • a composition of the invention can advantageously be provided in the form of a base composition for make-up.
  • a composition of the invention can advantageously be provided in the form of a foundation.
  • compositions are in particular prepared according to the general knowledge of a person skilled in the art.
  • the expression “comprising a” should be understood as being synonymous with “comprising at least one”.
  • the invention is illustrated in greater detail by the examples and figures presented below. Unless otherwise indicated, the amounts indicated are expressed as percentages by weight. Examples 2 to 7 (invention) and Examples 1 and 10 (outside the invention)
  • Minilab® type from VMI An ice bath was placed under the beaker in order to retain a manufacturing temperature of less than 20°C.
  • the silicone elastomer was pre-dispersed under shearing.
  • the isododecane was subsequently gradually added to the elastomer until a homogeneous composition was obtained.
  • the formula was subsequently rendered free from bubbles under a vacuum bell.
  • the rheological measurements were carried out on each of Examples 1 to 7 in a controlled stress rheometer (RheoStress 600®, Haake).
  • the measurements of shear stress and of rate gradient were carried out using a cone sensor (C35/2° Ti L; 222-1871 ; 35 mm diameter, 2° angle), with a 0.105 mm gap and a measuring plate (MPC 35; 222-1549; 35 mm diameter, sand blasted).
  • the temperature of the gap was controlled using an Eheim Pro 3600/2075020 hydraulic circulation pump and a Haake Universal Temperature Controler System (UTC) 6001 temperature control system.
  • UTC Universal Temperature Controler System
  • An anti-evaporation bell jar was positioned above the plane of the cone and of the plate during the measurement.
  • the temperature of the gap was set at 25 ⁇ 0.5°C. An isotherm of 120 seconds at this temperature was applied before each measurement.
  • Examples 2 to 9 of the invention in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is greater than or equal to 3.8, exhibited a supple texture.
  • Example 1 outside the invention in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is less than 3.8 (i.e. 3.7), showed a brittle texture and a non-smooth appearance.
  • a film was characterized as being homogeneous and uniform when the latter, once spread, forms a deposit which is continuous and identical in every respect. [00165] The results obtained are indicated in the following table. [00166] [Table 4]
  • Examples 2 to 9 of the invention in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is greater than or equal to 3.8, produced, after spreading, a homogeneous film, unlike Example 1 outside the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is less than 3.8 (i.e. 3.7).
  • Examples 5 to 9 of the invention in which the total amount of volatile oils/amount of silicone elastomer ratio by weight ranges from 3.8 to 12.0, showed a blurring effect making possible good coverage of the imperfections of the skin with a natural appearance, unlike Example 10 outside the invention, said ratio by weight of which is greater than 12 (15).

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Abstract

The present invention relates to an anhydrous composition for caring for and/or making up keratin materials, in particular the skin, comprising, preferably in a physiologically acceptable medium: a) an oily phase comprising at least one volatile hydrocarbon oil H1; and b) at least one silicone elastomer possessing carboxylic acid functions; the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, ranging from 3.8 to 12.0. The invention also relates to a method for coating keratin materials, more particularly for making up and/or caring for keratin materials, such as the skin, characterized in that it comprises the application to keratin materials of an emulsion as defined above.

Description

Description
Title: Anhydrous cosmetic composition with a volatile hydrocarbon oil and a silicone elastomer possessing carboxylic acid functions in a particular oil/silicone elastomer ratio by weight.
Technical field
[0001 ] The present invention is targeted at providing, for the field of the care and/or make up of keratin materials, in particular of the skin, a novel composition comprising a) an oily phase comprising at least one volatile hydrocarbon oil and b) at least one silicone elastomer possessing carboxylic acid functions in a ratio by weight of the total amount of volatile hydrocarbon oil(s) to the amount of silicone elastomer ranging from 3.8 to 12.0.
[0002] Cosmetic make-up compositions are commonly employed to give an aesthetic colour to keratin materials, such as the skin, but also to enhance the beauty of irregular skin, by making it possible to hide marks and dyschromias, and to reduce the visibility of relief imperfections, such as pores and wrinkles and also spots and acne marks.
[0003] The application of a make-up composition, such as a foundation, is the most effective approach for enhancing the beauty of the skin and reducing the visibility of relief imperfections. In this respect, coverage is one of the main properties sought. Use is generally made, in these compositions, at high amounts, of pigments based on metal oxides, such as iron oxides and titanium oxides, in combination with particles known as fillers having a blurring or soft focus effect. However, these compositions have a tendency to accumulate in the reliefs, such as pores and wrinkles, to result in a non-uniform deposit on the skin highlighting the imperfections thereof and giving a matt finish perceived as unnatural on the skin.
[0004] Consumers are also looking for products for caring for and/or making up keratin materials, in particular the skin, which exhibit a texture which is comfortable at the sensory level and on application, in particular which are easy to take up and which spread easily over the area of keratin material to be covered.
[0005] There have already been proposed, in the published documents WO201 5066161 (US20160200876), WO2015066165, WO2015066199, WO201 5167963, WO20180165434 (US10918587B2), IPCOM000250448D, IPCOM000250657D and WO2023041343, make-up compositions based on silicone elastomers possessing carboxylic acid functions exhibiting good performance qualities in terms of wear property and of durability. However, these polymers generally exhibit a texture which is difficult to take up and to apply and have a tendency to give make-up compositions, the insufficiently fluid, supple and homogeneous consistency of which does not make it possible to take up and spread the product easily on the skin.
[0006] Patent Application WO2023110752 also discloses a two-stage hair dyeing method comprising the following stages: a) the application to the hair of at least one composition C comprising at least one (poly)carbodiimide compound; and b) the application to the hair of at least one anhydrous composition D comprising at least one silicone elastomer possessing carboxylic acid functions. Example D3 describes an anhydrous composition D comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, and 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer (Dowsil EL-7314 Silicone Elastomer Blend® - Dow Corning) in the form of a gel in dispersion at 30% by weight in isododecane, with respect to the total weight of the composition, and 10% by weight of red inorganic pigment, with respect to the total weight of the composition; the ratio by weight of the total amount of isododecane to the amount of silicone elastomer having carboxylic functions being 4.95.
[0007] One of the objectives of this invention is to produce a care and/or make-up composition comprising at least one silicone elastomer possessing carboxylic acid functions having a consistency which is sufficiently fluid, smooth, supple and homogeneous to be taken up and easily spread on the skin.
[0008] Another objective of this invention is to produce a care and/or make-up composition for keratin materials comprising at least one silicone elastomer possessing carboxylic acid functions having good coverage for enhancing the beauty of the skin and reducing the visibility of relief imperfections without it being necessary to resort to metal oxide pigments and/or to fillers having a blurring or soft focus effect and resulting in a homogeneous and uniform deposit on the skin and giving a matt finish perceived as natural on the skin. [0009] In the course of its research studies, the Applicant Company has discovered, unexpectedly, that these objectives can be achieved with an anhydrous composition for caring for and/or making up keratin materials, in particular the skin, comprising, preferably in a physiologically acceptable medium: a) an oily phase comprising at least one volatile hydrocarbon oil Hi ; and b) at least one silicone elastomer possessing carboxylic acid functions; the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, ranging from 3.8 to 12.0;
[0001 ] said composition being other than a composition comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, and 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer in the form of a gel in dispersion at 30% by weight in isododecane, with respect to the total weight of the composition, and 10% by weight of red inorganic pigment, with respect to the total weight of the composition.
[0002] This discovery forms the basis of the invention.
[0003] The present invention relates to an anhydrous composition for caring for and/or making up keratin materials, in particular the skin, comprising, preferably in a physiologically acceptable medium: a) an oily phase comprising at least one volatile hydrocarbon oil Hi ; and b) at least one silicone elastomer possessing carboxylic acid functions; the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, ranging from 3.8 to 12.0; said composition being other than a composition comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, and 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer in the form of a gel in dispersion at 30% by weight in isododecane, with respect to the total weight of the composition, and 10% by weight of red inorganic pigment, with respect to the total weight of the composition. [0004] The invention also relates to a method for coating keratin materials, more particularly for making up and/or caring for keratin materials, such as the skin, characterized in that it comprises the application to keratin materials of an emulsion as defined above.
[0005] The invention more particularly relates to a method for making up and/or caring for the skin, characterized in that it comprises the application to the skin of a composition as defined above.
Definitions
[0006] In the context of the present invention, the term "keratin materials" means the skin and more particularly the areas such as the face, the cheeks, the hands, the body, the legs and thighs, the area around the eyes, and the eyelids.
[0007] The term “physiologically acceptable” is understood to mean compatible with the skin and/or its superficial body growths, which exhibits a pleasant colour, odour and feel and which does not cause unacceptable discomfort (stinging or tautness) liable to dissuade the consumer from using this composition.
[0008] Within the meaning of the present invention, the term "anhydrous" is understood to mean a composition comprising a content of less than or equal to 2% by weight, preferably of less than or equal to 1 % and more preferentially of less than 0.5% by weight of water, with respect to the total weight of said composition, indeed even devoid of water. If appropriate, such small amounts of water may in particular be introduced by ingredients of the composition which may contain residual amounts thereof.
[0009] The composition according to the invention for caring for and/or making up keratin materials comprises at least one fatty phase comprising at least one volatile hydrocarbon oil Hi.
[0010] The term “oil” is understood to mean a fatty substance which is liquid at ambient temperature (25°C) and atmospheric pressure (760 mmHg, i.e. 105 Pa).
[0011] The term "oily phase" is understood to mean an organic phase which is liquid at ambient temperature (25°C) and atmospheric pressure containing at least one oil and optionally the cosmetic additives which are soluble or miscible in said phase.
[0012] The term “hydrocarbon-based oil” refers to an oil mainly containing carbon and hydrogen atoms and possibly one or more functions chosen from hydroxyl, ester, ether and carboxylic functions. [0013] For the purposes of the invention, the term “volatile oil” refers to any oil that is capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure. The volatile oil is a volatile cosmetic compound, which is liquid at room temperature, notably having a non-zero vapour pressure, at room temperature and atmospheric pressure, notably having a vapour pressure ranging from 2.66 Pa to 40 000 Pa, in particular ranging from 2.66 Pa to 13 000 Pa and more particularly ranging from 2.66 Pa to 1300 Pa.
[0014] The term "hydrocarbon oil" is understood to mean an oil comprising mainly carbon and hydrogen atoms and optionally one or more functions chosen from hydroxyl, ester, ether or carboxylic functions.
[0015] Mention may be made, as examples of volatile hydrocarbon oil Hi which can be used in the oily phase of the composition of the invention, of hydrocarbon oils having from 8 to 16 carbon atoms, and in particular Cs-Cw isoalkanes of petroleum origin (also called isoparaffins), such as isododecane (also called 2, 2, 4,4,6- pentamethylheptane), isodecane or isohexadecane. Mention may also be made of the oils sold under the trade names Isopar® or Permethyl®, branched Cs-Cw esters, isohexyl neopentanoate and their mixtures. Other volatile hydrocarbon oils, such as petroleum distillates, in particular those sold under the name Shell Solt by Shell, can also be used.
[0016] The volatile hydrocarbon oils Hi which can be used in the compositions according to the invention can be chosen from volatile linear alkanes comprising from 6 to 14 carbon atoms.
[0017] Mention may be made, as examples of linear alkanes suitable for the invention, of the alkanes described in the patent applications of Cognis WO 2007/068371 or WO 2008/155059 (mixtures of different alkanes differing by at least one carbon). These alkanes are obtained from fatty alcohols, themselves obtained from coconut oil or palm oil.
[0018] Mention may be made, as examples of linear Ce-Cu alkanes suitable for the invention, of n-hexane (Ce), n-heptane (C7), n-octane (Cs), n-nonane (C9), n-decane (C10), n-undecane (Cn), n-dodecane (C12), n-tridecane (C13), n-tetradecane (C14) and their mixtures.
[0019] Mention may in particular be made of n-dodecane (C12) and n-tetradecane (C14), which are sold by Sasol respectively under the references Parafol 12-97® and Parafol 14-97®, and also their mixtures. [0020] According to another embodiment, a mixture of n-dodecane and of n- tetradecane is used. Use may in particular be made of the dodecane/tetradecane mixture in the 85/15 ratio by weight sold by Biosynthis under the reference Vegelight 1214®.
[0021 ] According to yet another embodiment, use is made of a mixture of volatile linear C9-C12 alkanes with the INCI name: C9-12 Alkane, such as the product sold by Biosynthis under the reference Vegelight Silk®.
[0022] According to yet another embodiment, use is made of a mixture of n- undecane (Cn) and of n-tridecane (C13), such as those obtained in Examples 1 and 2 of Application WO 2008/155059 from Cognis and such as that sold under the trade name Cetiol Ultimate® by BASF.
[0023] According to a particularly preferred embodiment, the volatile hydrocarbon oil Hi will be chosen from Cs-Cw isoalkanes of petroleum origin, and more particularly isododecane.
[0024] According to a preferential embodiment of the invention, the oily phase is present in the composition in an amount ranging from 50% to 95% by weight and more preferentially from 60% to 80% by weight, with respect to the total weight of the composition.
Silicone elastomer possessing carboxylic acid functions
[0025] The composition according to the invention for caring for and/or making up keratin materials comprises b) at least one silicone elastomer possessing carboxylic acid functions.
[0026] The term "organopolysiloxane elastomer" is understood to mean a flexible and deformable organopolysiloxane having viscoelastic properties and in particular the consistency of a sponge or of a flexible sphere. Its modulus of elasticity is such that this material withstands deformation and possesses a limited stretchability and contractability. This material is capable of regaining its original shape after stretching. In general, it is partially or completely crosslinked and is non-cyclic.
[0027] The term “silicone elastomer possessing carboxylic acid functions” is understood to mean an organopolysiloxane elastomer comprising, in its structure, at least two carboxylic acid groups with at least one -COOH function.
[0028] The composition according to the invention advantageously exhibits a content of active material of silicone elastomer possessing carboxylic acid functions ranging from 2% to 25% by weight, with respect to the weight of the composition. Preferably, this content ranges from 5% to 21 % by weight, with respect to the weight of the composition.
[0029] The silicone elastomers possessing carboxylic acid functions which can be used in the compositions of the invention can be chosen from those described in the published documents WO2015066161 (US20160200876), WO2015066165,
WO201 5066199, WO2015167963, WO20180165434 (US10918587B2), IPCOM000250448D and IPCOM000250657D.
[0030] According to a particular embodiment, the silicone elastomer possessing carboxylic acid functions is chosen from those corresponding to the following formula (I):
[Chem 1] V/- in which the radical X corresponds to the following formula (i) or to the following formula (i’):
[Chem 2]
[Chem 3]
(0 in which
W and W* independently denote an oxygen atom (0) or an N-R group where each R radical independently denotes a hydrogen atom (H) or an R1 radical;
Y is a divalent group;
R1, R11, R4, R14, R5 and R15 independently denote a substituted or unsubstituted hydrocarbyl group;
R3 and R13 independently denote a divalent group; w and ww are independently integers ranging from 0 to 1000; x and xx are independently integers ranging from 1 to 100; y and yy are independently integers ranging from 0 to 1000; preferably, w and y are not simultaneously equal to 0 and ww and yy are not simultaneously equal to 0.
[0031] The term “substituted” is understood to mean that one or more hydrogen atoms of the hydrocarbyl group is (are) replaced by an atom other than hydrogen (i.e. halogen) or else that one or more carbon atoms is (are) replaced by an atom other than carbon, such as a heteroatom, for example oxygen, sulfur or nitrogen.
[0032] In the formula (I), the lower and upper portions are identical or different siloxanes. According to certain particular embodiments, each siloxane chain comprises siloxane (Si-O-Si) bonds in their respective backbones. Each siloxane chain can include siloxane bonds separated by one or more divalent groups, for example a -CH2- linking group.
[0033] Other examples of divalent groups can include polyether groups: for example, -CH2CH2O- (i.e., ethylene oxide), -CH(CH3)CH2O- (i.e. , propylene oxide) linking groups, and the like. Combinations of different divalent groups can be present in their respective backbones. Each of the divalent groups can occur just once or be repeated, i.e.: 2 times, 5 times, 10 times, indeed even > 10 times, and the like. According to certain embodiments, the siloxanes do not comprise a polyether group. [0034] In various embodiments, one or both siloxanes can comprise at least one [SiR1R2-O-] unit ("D" or R*2SiO2/2 units). Typically, each siloxane has a repetition of D units, which generally constitutes the linear portions of the siloxanes. The siloxanes also typically have terminal R*3SiOi/2 units ("M” units).
[0035] In certain particular embodiments, one of the two siloxanes or both siloxanes can optionally be branched, partially branched and/or include a resin portion having a network of three-dimensional structure. In such cases, the corresponding siloxane(s) can additionally comprise R*SiOs/2 units ("T” units) and/or SiO4/2 units ("Q” units). The branched or resinous nature of the siloxane(s) can be attributed to the presence of T and/or Q units. The branched nature of a siloxane can be attributed to side groups of one or more D units. According to particular embodiments, one of the siloxanes or both siloxanes can be devoid of T units and/or of units. The two siloxanes can be identical or different: i.e. one is linear and the other is branched, or else both siloxanes are linear.
[0036] According to certain particular embodiments, the R1 radicals independently denote an alkyl, aryl, alkenyl, alkaryl, or aralkyl radical. More particularly, the R1 radicals denote an alkyl radical, preferably having from 1 to 20, from 1 to 15, from 1 to 10, from 1 to 6, from 1 to 4, or 1 or 2 carbon atoms, such as, for example, methyl, ethyl, propyl, butyl or pentyl.
[0037] More particularly, all the R1 radicals designate a methyl group (i.e. -CH3). [0038] Preferably, the R3 radical is a hydrocarbylene, heterohydrocarbylene, or organoheterylene group. In particular, R3 is a (CH2)n group where n is an integer ranging from 1 to 30, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10, from 1 to 5, or from 1 to 3, and more particularly equal to 3. [0039] According to various particular embodiments, each of the R4 and R5 radicals can independently denote a substituted or unsubstituted hydrocarbyl group, in particular chosen from those defined above for the R1 radicals.
[0040] In some embodiments, each R4 radical independently denotes an alkyl or aryl (i.e., phenyl) group or an (R6O)m group. When R4 is an (R6O)m group, R6 is preferably an alkyl or aryl (i.e., phenyl) radical and m is an integer ranging from 1 to 50, from 1 to 25, from 1 to 10, from 1 to 5, or 1. The (R6O)m group can be a polyether group (i.e.: with ethylene oxide and/or propylene oxide units). According to particular embodiments, an R4 radical can be a divalent group of a silicone side chain of the siloxane.
[0041 ] According to a particular embodiment, R4 can denote an anhydride group of formula (1 )
[Chem 4] in which R3 has the same definition as indicated above.
[0042] Preferably, the R4 radicals denote an alkyl radical or a polyether group.
[0043] Preferably, each R5 radical is an R1 radical. For example, each R5 and R1 radical is an alkyl group: i.e. methyl.
[0044] Preferably, R11 is identical to or different from R1, R14 is identical to or different from R4, and R15 is identical to or different from R5. Preferentially, the R5 radicals denote R1 and/or the R15 radicals denote R11.
[0045] Preferably, w is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 25 to 250, from 50 to 200, from 50 to 150, from 75 to 125, from 90 to 110, from 90 to 100, from 90 to 95, and more particularly is equal to 93.
[0046] Preferably, x is an integer from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 10, or from 1 to 5, and more particularly is equal to 3.
[0047] Preferably, y is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 1 to 250, from 1 to 200, from 1 to 150, from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10 or from 1 to 5.
[0048] According to various embodiments, w and y are not simultaneously equal to 0. In certain embodiments, the sum w+x+y varies from 25 to 1500, from 25 to 1000, from 25 to 900, from 25 to 800, from 25 to 700, from 25 to 600, from 25 to 500, from 25 to 400, from 25 to 300, from 50 to 200, from 75 to 150, from 85 to 125 or from 90 to 110.
[0049] In certain embodiments, x is at least equal to 1 , at least equal to 10, at least equal to 25, at least equal to 50, at least equal to 75 or at least equal to 5.
[0050] According to particular embodiments, ww can be identical to or different from w, xx can be identical to or different from x and yy can be identical to or different from y. The units of the formula (I), in particular those represented between brackets with the subscripts w, ww, x, xx, y or yy, can be present in any order, randomly or in block form.
[0051 ] According to certain particular embodiments, the R11 radicals, which are identical or different, denote a linear, branched or cyclic C1-C20, C1-C15, C1-C10, C1- Ce, C1-C4 or C1-C2 alkyl radical, such as methyl, ethyl, propyl, butyl, pentyl, or the like, groups. More preferentially, the R11 radicals are a methyl group.
[0052] According to certain specific embodiments, the R14 radicals, which may be identical or different, denote an alkyl or aryl (i.e. phenyl) radical or (R16O)mm. When R14 is an (R16O)mm group, R16 denotes an alkyl or aryl (i.e. phenyl) radical and mm is an integer ranging from 1 to 50, 1 to 25, 1 to 10, 1 to 5, or 1. The (R16O)mm group can be a polyether group (i.e.: with ethylene oxide and/or propylene oxide units).
[0053] According to specific embodiments, the R14 radicals independently denote an alkyl radical having from 2 to 20, from 2 to 15, from 2 to 10, from 2 to 5, or 2 carbon atoms.
[0054] According to other particular embodiments, R14 can be a divalent linking group of a silicone side chain of the siloxane.
[0055] According to a particular embodiment, R14 can denote an anhydride group of formula (1 ) in which R3 has the same definition as indicated above.
[0056] Preferably, the R14 radicals denote an alkyl radical or a polyether group.
[0057] Preferably, ww is integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 25 to 250, from 50 to 200, from 50 to 150, from 75 to 125, from 90 to 110, from 90 to 100, from 90 to 95, and more particularly 93.
[0058] Preferably, xx is an integer ranging from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 10 or from 1 to 5, and more particularly is 3.
[0059] Preferably, yy is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 1 to 350, from 1 to 300, from 1 to 250, from 1 to 200, from 1 to 150, from 1 to 100, from 1 to 75, from 1 to 50, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10 or from 1 to 5.
[0060] In various embodiments, ww and yy are not simultaneously equal to 0.
According to certain particular embodiments, the sum ww+xx+yy varies from 25 to 1500, from 25 to 1000, from 25 to 900, from 25 to 800, from 25 to 700, from 25 to 600, from 25 to 500, from 25 to 400, from 25 to 300, from 50 to 200, from 75 to 150, from 85 to 125 or from 90 to 110.
According to certain particular embodiments, xx is at least equal to 1 , at least equal to 10, at least equal to 25, at least equal to 50, at least equal to 75 or at least equal to 85.
[0061 ] The portion of the middle X of the formula (I) corresponds to the following formula (i) or to the following formula (i1):
in which
- each W and W* group independently denotes an oxygen atom (0) or an N-R group, with R denoting a hydrogen atom (H) or an R1 radical; preferably, R is H;
- R13 is a divalent group, preferably is a hydrocarbylene, a heterohydrocarbylene or an organoheterylene; in particular, R13 denotes a (CH2)nn radical where nn is an integer from 1 to 30, from 1 to 25, from 1 to 20, from 1 to 15, from 1 to 10, from 1 to 5, from 1 to 3 and more particularly is 3; it being possible for R13 to be identical or different with respect to R3;
- each Y radical is a divalent group, in particular denotes a hydrocarbylene, heterohydrocarbylene or organoheterylene radical; in particular, Y is a hydrocarbylene group having from 1 to 50, from 1 to 40, from 1 to 30, from 1 to 20, from 1 to 10, from 1 to 5, from 1 to 2 carbon atoms or can denote a group of following formula (ii): in which
- each R8, R9 independently denote a substituted or unsubstituted hydrocarbyl group, in particular chosen from an alkyl (i.e. methyl) group, an aryl (i.e. phenyl) group or a polyether group (i.e. with ethylene oxide and/or propylene oxide units);
- each R10 radical independently denotes a substituted or unsubstituted hydrocarbyl group, such as the radicals defined above for R1 and R4; in particular, R10 can be an alkyl group having from 1 to 20 carbon atoms or a polyether group or a divalent linking group of a silicone side chain of the siloxane;
- each Z radical independently comprises at least one hydrocarbylene, heterohydrocarbylene or organoheterylene group, in particular is a hydrocarbylene group having from 1 to 20, from 1 to 10, from 1 to 5, or 1 or 2 carbon atom(s); in particular, Z can include siloxane bonds separated by one or more divalent groups, for example a -CH2- linking group; other examples of divalent groups can include polyether groups: for example -CH2CH2O- (i.e. , ethylene oxide) or -CH(CH3)CH2O- (i.e., propylene oxide) linking groups;
- a is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 0 to 300, from 0 to 200, from 0 to 100, from 0 to 75, from 0 to 50, from 0 to 25, from 0 to 20, or
- b is an integer ranging from 1 to 1000, from 1 to 950, from 1 to 750, from 1 to 500, from 1 to 400, from 1 to 300 or from 1 to 200,
- c is an integer ranging from 0 to 1000, from 0 to 950, from 0 to 750, from 0 to 500, from 0 to 400, from 0 to 300, from 0 to 200, from 0 to 100;
- each d is equal to 0 or 1 . In particular, at least one of the subscripts d is equal to 1 or both are equal to 1 ; the units of the formula (ii) represented between brackets with the subscripts a, b or c being present in any order, randomly or in block form.
[0062] According to a specific form, the siloxane of formula (ii) can be a resin of formula R*sSiO(4-s)/2. Preferably, a silicone resin has, along its chain, T and/or Q units with M units and optionally D units. The R* radicals can be chosen independently from a substituted (i.e.: hydroxyl, amine functions) or unsubstituted hydrocarbonyl group and s varies from 0 to 3. The R* groups which can be used can be those described above for the R8, R9, and R10 radicals. Various combinations of such groups can be present. According to these particular cases, the silicone resin comprises a combination of M, D, T and/or Q units. It can in particular be a resin of the MDT type, a resin of the MT type, a resin of the MDQ type, a resin of the MQ type or a resin of the MDTQ type. Each of the M, D, and T units can contain different R* groups. The resin can exhibit various molecular weights, such as a number-average molecular weight ranging from 800 to 500 000.
[0063] According to a particular form of the invention, the silicone elastomers possessing carboxylic acid functions have a carboxyl equivalent ranging from 100 to 50 000, from 500 to 10 000 or from 500 to 5000.
[0064] The silicone elastomers possessing carboxylic functions of formula (I) can be obtained according to one of the synthesis processes described in the document WO201 5066161 (US20160200876). [0065] According to a first alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of an organic polyol. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more siloxanes different from the first two.
[0066] According to a second alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of an organic polyamine. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
[0067] According to a third alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of a third siloxane having at least two hydroxyl groups. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
[0068] According to a fourth alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent anhydride groups, 2) of a second siloxane carrying pendent anhydride groups and 3) of a third siloxane having pendent amine groups and/or terminal amine groups. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
[0069] According to a fifth alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent hydroxyl groups, 2) of a second siloxane carrying pendent hydroxyl groups and 3) of a third siloxane having at least two terminal anhydride groups. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
[0070] According to a sixth alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first siloxane carrying pendent amine groups, 2) of a second siloxane carrying pendent amine groups and 3) of a third siloxane having at least two terminal anhydride groups. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more additional siloxanes different from the first two.
[0071] According to a seventh alternative form of the synthesis process, certain silicone elastomers possessing carboxylic acid functions can be obtained by reaction 1 ) of a first organic alcohol, 2) of a second organic alcohol and 3) of a siloxane having terminal anhydride groups. According to a particular embodiment, the 3 preceding reactants can be reacted with one or more additional organic alcohols different from the first two. [0072] Mention may be made, among the silicone elastomers possessing carboxylic acid functions of formula (I), of the following compounds 1 to 12 as described respectively in Examples 4, 5 and 7 to 16 of Application WO2015066161 :
(compound 1 )
(compound 11 ) (compound 12)
[0073] According to a particular form, the composition of the invention contains at least the compound 10 or else the compound 11 as defined above. The compound 10 is described in particular in the document US20160200876 (compound of
Example 15) and the examples of Patent US10918587B2.
[0074] Mention may also be made, among the silicone elastomers possessing carboxylic acid functions which can be used in the compositions of the invention, of the silicone elastomer with the INCI name: Hexyl/Succinyl Dimethicone Crosspolymer.
[0075] According to a particular form, the silicone elastomers possessing carboxylic acid functions are in solid form. They can in particular be chosen from the compounds 2 and 3 as defined above.
[0076] According to another particular form, the silicone elastomers possessing carboxylic acid functions are in dispersion in at least one oil H2 and are provided in gel form. [0077] The oil H2 can be chosen from volatile oils and/or non-volatile oils.
[0078] The term “non-volatile oil” is understood to mean an oil which remains on the keratin material at ambient temperature (25°C) and atmospheric pressure (760 mmHg) for at least several hours and which has in particular a vapour pressure of less than 10’3 mmHg (0.13 Pa).
[0079] The oil(s) H2 can be chosen from hydrocarbon oils, silicone oils and their mixtures.
[0080] Within the meaning of the present invention, the term “silicone oil” is understood to mean an oil comprising at least one Si-0 group, and more particularly an organopolysiloxane.
[0081 ] Mention may be made, among the volatile silicone oils H2 which can be used in the compositions, for example, of volatile linear or cyclic silicone oils, in particular those having a viscosity of less than or equal to 8 centistokes (8x1 O’6 m2/s) and having in particular from 2 to 7 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups having from 1 to 10 carbon atoms.
[0082] Mention may be made, as linear volatile silicone oil H2 which can be used in the invention, of octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and their mixtures.
[0083] Mention may be made, as cyclic volatile silicone oil H2 which can be used in the invention, of cyclomethicones, such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and their mixtures. [0084] Mention may be made, as examples of linear non-volatile silicone oil H2, of polydimethylsiloxanes (also known as dimethicones); alkyl dimethicones; vinylmethylmethicones and polydimethylsiloxanes modified by aliphatic groups and/or functional groups, such as hydroxyl, thiol, carboxylic acid and/or amine groups.
[0085] Mention may be made, as examples of linear non-volatile hydrocarbon oil, of: - synthetic esters, such as oils of formula R1COOR2, in which R1 represents a residue of a linear or branched fatty acid comprising from 1 to 40 carbon atoms and R2 represents a hydrocarbon chain, in particular a branched hydrocarbon chain, containing from 1 to 40 carbon atoms, provided that the sum of the number of carbon atoms of the chains R1 and R2 is greater than or equal to 10; the esters can be chosen in particular from esters of fatty acid and alcohol, such as, for example, cetostearyl octanoate, esters of isopropyl alcohol, such as isopropyl myristate or isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate or isostearate, isostearyl isostearate, octyl stearate, hydroxylated esters, such as isostearyl lactate or octyl hydroxystearate, diisopropyl adipate, heptanoates, and in particular isostearyl heptanoate, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols, such as propylene glycol dioctanoate, cetyl octanoate, tridecyl octanoate, 2-ethylhexyl palmitate and PEG-4 diheptanoate, alkyl benzoate, polyethylene glycol diheptanoate, propylene glycol di(2-ethylhexanoate), and their mixtures, C12-C15 alkyl benzoates, hexyl laurate, esters of neopentanoic acid, such as isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate or octyldodecyl neopentanoate, esters of isononanoic acid, such as isononyl isononanoate, isotridecyl isononanoate or octyl isononanoate, hydroxylated esters, such as isostearyl lactate or diisostearyl malate; and more particularly isodecyl neopentanoate; - dialkyl carbonates, it being possible for the 2 alkyl chains to be identical or different, such as dicaprylyl carbonate, sold under the name Cetiol CC® by Cognis; - synthetic ethers having from 10 to 40 carbon atoms, such as dicaprylyl ether. [0086] According to a preferred form of the invention, the oil(s) H2 can be chosen from the volatile hydrocarbon oils as described above for the oils H1. The oil(s) H2 can be identical to or different from the oil(s) H1 present in the oily phase of the composition. [0087] According to a particular form of the invention, the oil(s) H2 present in the oily dispersion of silicone elastomer possessing carboxylic acid functions is (are) identical to the oil(s) H1 present in the oily phase of the composition. [0088] According to a more particularly preferred form of the invention, the oil H2 present in the oily dispersion of silicone elastomer possessing carboxylic acid functions and the oil H1 present in the oily phase of the composition denote a C8-C16 isoalkane of petroleum origin, and more particularly isododecane. [0089] According to a preferred form, the oily dispersion of silicone elastomer possessing carboxylic acid functions comprises from 10% to 40% by weight of silicone elastomer active material, and more preferentially from 20% to 35% by weight, with respect to the total weight of the oily dispersion. [0090] According to a preferred form, the composition of the invention comprises at least one silicone elastomer possessing carboxylic acid functions in dispersion in isododecane and in gel form. In particular, said silicon elastomer is chosen from the compounds 1 and 4 to 11 as defined above. [0091] According to a particularly preferred form, the composition of the invention comprises the compound 11 in dispersion in isododecane and in gel form, and more particularly in a content of active material equal to 30% by weight, with respect to the total weight of the dispersion. [0092] According to another particularly preferred form, the composition of the invention comprises a silicone elastomer possessing carboxylic acid functions in dispersion in isododecane and in gel form with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer and more particularly in a content of active material equal to 30% by weight, with respect to the total weight of the dispersion, such as the commercial product Dowsil EL-7314 Silicone Elastomer Blend® sold by Dow Corning, comprising 30% by weight as active material of said silicone elastomer. [0093] According to the present invention, the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, varies from 3.8 to 12.0 and more preferentially from 4.2 to 10. [0094] When the composition of the invention comprises an oily dispersion of silicone elastomer possessing carboxylic acid functions in dispersion in at least one volatile hydrocarbon oil H2, the ratio by weight of the total amount of volatile hydrocarbon oil(s) H1 and H2, with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, varies from 3.8 to 12.0 and more preferentially from 4.2 to 10. Rheological properties [0095] According to a particular form, the compositions of the invention have a rheological profile characterized by a complex modulus G* at the plateau of less than 1000 Pa, preferably of less than 800 Pa. [0096] More preferentially, said compositions of the invention additionally have a rheological profile characterized by a complex modulus G* at the plateau of greater than or equal to 5 Pa, preferably of greater than or equal to 10 Pa and more preferentially of greater than or equal to 20 Pa.
[0097] The rheological measurements are carried out with the composition in a controlled stress rheometer (RheoStress 600®, Haake). The measurements of shear stress and of rate gradient are carried out using a cone sensor (C35/2° Ti L; 222- 1871 ; 35 mm diameter, 2° angle), with a 0.105 mm gap and a measuring plate (MPC 35; 222-1549; 35 mm diameter, sand blasted).
[0098] The temperature of the gap is controlled using an Eheim Pro 3600/2075020 hydraulic circulation pump and a Haake Universal Temperature Controler System (UTC) 6001 temperature control system.
[0099] An anti-evaporation bell jar is positioned above the plane of the cone and of the plate during the measurement.
[00100] The temperature of the gap is set at 25±0.5°C. An isotherm of 120 seconds at this temperature is applied before each measurement.
[00101] An upward oscillation curve with an amplitude sweep is imposed with a stress ramp ranging from 10’3 to 103 Pa, with a frequency set at 1 Hz with 50 stationary phases.
[00102] The rheological behaviour of the composition is analysed. Measurements of storage modulus G’ and of loss or dissipation modulus G” make it possible to determine the complex modulus G* and also the phase shift 5 between the stress and the strain. These data are analysed according to the controlled shear stress.
[00103] The value of the complex modulus G* at the plateau preceding the break in the curve makes it possible to define the consistency of the composition at rest.
Additives
[00104] The compositions according to the invention can additionally comprise additives commonly used in care and/or make-up products, such as UV sunscreens, C2-C4 monoalcohols, such as ethanol, moisturizing agents, such as polyols, for example glycerol, propanediol or pentylene glycol, pulverulent colorants, fat-soluble colorants, lipophilic thickening or gelling agents, preservatives, fragrances and their mixtures.
Pulverulent colorants
[00105] According to a particular form of the invention, the composition according to the invention additionally comprises at least one pulverulent colorant. [00106] The pulverulent colorants can be chosen from inorganic pigments, organic pigments, pearlescent agents and their mixtures. [00107] The term “pigments” is understood to mean white or coloured and inorganic or organic particles which are insoluble in an aqueous medium and which are intended to colour and/or opacify the composition and/or the resulting deposit. These pigments can be white or coloured and inorganic and/or organic. [00108] According to a particular embodiment, the pigments used according to the invention are chosen from inorganic pigments. [00109] The term “inorganic pigment” is understood to mean any pigment which corresponds to the definition of Ullmann’s Encyclopedia in the chapter “Pigments, Inorganic”. Mention may be made, among the inorganic pigments of use in the present invention, of zirconium oxide or cerium oxide, and also zinc oxide, iron oxide (black, yellow or red) or chromium oxide, manganese violet, ultramarine blue, chromium hydrate and ferric blue, titanium dioxide and metal powders, such as aluminium powder and copper powder. The following inorganic pigments can also be used: Ta2O5, Ti3O5, Ti2O3, TiO, ZrO2 as a mixture with TiO2, ZrO2, Nb2O5, CeO2, ZnS. [00110] The size of the pigment of use in the context of the present invention is generally greater than 100 nm and can range up to 10 µm, preferably from 200 nm to 5 µm and more preferentially from 300 nm to 1 µm. [00111] According to a particular form of the invention, the pigments exhibit a size characterized by a D[50] of greater than 100 nm and which can range up to 10 µm, preferably from 200 nm to 5 µm and more preferentially from 300 nm to 1 µm. [00112] The sizes are measured by static light scattering using a commercial particle size analyser of MasterSizer 3000® type from Malvern, which makes it possible to determine the particle size distribution of all of the particles over a wide range which can extend from 0.01 µm to 1000 µm. The data are processed on the basis of the standard Mie scattering theory. This theory is the most suitable for size distributions ranging from the submicronic to the multimicronic; it makes it possible to determine an “effective” particle diameter. This theory is in particular described in the publication by Van de Hulst, H.C., Light Scattering by Small Particles, Chapters 9 and 10, Wiley, New York, 1957. [00113] D[50] represents the maximum size exhibited by 50% by volume of the particles. [00114] According to a particular form of the invention, the inorganic pigment comprises a lipophilic or hydrophobic coating; the latter is preferably present in the oily phase of the composition according to the invention. According to a particular embodiment of the invention, the pigments can be coated according to the invention with at least one compound chosen from metal soaps; N- acylamino acids or their salts; lecithin and its derivatives; isopropyl titanium triisostearate; isostearyl sebacate; natural vegetable or animal waxes; polar synthetic waxes; fatty esters; phospholipids; silicone surface agents, such as organopolysiloxanes, alkylalkoxysilanes, such as triethoxycaprylsilane; fluorinated surface agents, such as perfluoroalkyl phosphates, perfluoropolyethers, polytetrafluoropolyethylenes (PTFE), perfluoroalkanes, perfluoroalkyl silazanes, polyhexafluoropropylene oxides, polyorganosiloxanes comprising perfluoroalkyl perfluoropolyether groups; fluorosilicone surface agents, such as perfluoroalkyl dimethicones, perfluoroalkylsilanes and perfluoroalkyltrialkoxysilanes; and their mixtures. [00115] According to a preferential embodiment, the pigments can be coated according to the invention with an N-acylamino acid or one of its salts which can comprise an acyl group having from 8 to 22 carbon atoms, such as, for example, a 2- ethylhexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl or cocoyl group. [00116] The amino acid can, for example, be lysine, glutamic acid or alanine. The salts of these compounds can be the aluminium, magnesium, calcium, zirconium, zinc, sodium or potassium salts. Thus, according to a particularly preferred embodiment, the pigments can be coated with an N-acylamino acid derivative which can in particular be a glutamic acid derivative and/or one of its salts, and more particularly a stearoyl glutamate, such as, for example, aluminium stearoyl glutamate. Mention may be made, as examples of pigments treated with aluminium stearoyl glutamate, of titanium dioxide pigments and black, red and yellow iron oxide pigments sold under the trade name Nai® by Miyoshi Kasei. [00117] According to a preferential embodiment, the pigments can be coated according to the invention with isopropyl titanium triisostearate. Mention may be made, as examples of pigments treated with isopropyl titanium triisostearate (ITT), of those sold under the trade names BWBO-I2® (Iron Oxide CI77499 and Isopropyl Titanium Triisostearate), BWYO-I2® (Iron Oxide CI77492 and Isopropyl Titanium Triisostearate) and BWRO-I2® (Iron Oxide CI77491 and Isopropyl Titanium Triisostearate) by Kobo. [00118] The pigments which can be used according to the invention can also be organic pigments.
[00119] The term “organic pigment” is understood to mean any pigment which corresponds to the definition of Ullmann’s Encyclopedia in the chapter, “Pigments, Organic”. The organic pigment can in particular be chosen from nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, metal-complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane or quinophthalone compounds.
[00120] The organic pigment(s) can be chosen, for example, from carmine, carbon black, aniline black, melanin, azo yellow, quinacridone, phthalocyanine blue, sorghum red, the blue pigments codified in the Colour Index under the references Cl 42090, 69800, 69825, 73000, 74100 and 74160, the yellow pigments codified in the Colour Index under the references Cl 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000 and 47005, the green pigments codified in the Colour Index under the references Cl 61565, 61570 and 74260, the orange pigments codified in the Colour Index under the references Cl 11725, 15510, 45370 and 71105, the red pigments codified in the Colour Index under the references Cl 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000, 73360, 73915 and 75470, and the pigments obtained by oxidative polymerization of indole or phenol derivatives as are described in Patent FR 2 679 771.
[00121] These pigments can also be in the form of composite pigments as are described in Patent EP 1 184426. These composite pigments can be composed in particular of particles comprising an inorganic core at least partially covered with an organic pigment and at least one binder providing the fixing of the organic pigments to the core.
[00122] The pigment can also be a lake. The term “lake” is understood to mean insolubilized dyes adsorbed on insoluble particles, the assembly thus obtained remaining insoluble during use.
[00123] The inorganic substrates onto which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicate, and aluminium.
[00124] Mention may be made, among the organic dyes, of cochineal carmine. Mention may also be made of the products known under the following names: D&C Red 21 (Cl 45 380), D&C Orange 5 (Cl 45 370), D&C Red 27 (Cl 45 410), D&C Orange 10 (Cl 45425), D&C Red 3 (Cl 45 430), D&C Red 4 (Cl 15 510), D&C Red 33 (Cl 17 200), D&C Yellow 5 (Cl 19 140), D&C Yellow 6 (Cl 15 985), D&C Green 5 (Cl 61 570), D&C Yellow 1 0 (Cl 77 002), D&C Green 3 (Cl 42 053), D&C Blue 1 (Cl 42 090).
[00125] Mention may be made, as an example of a lake, of the product known under the name D&C Red 7 (Cl 15 850:1 ).
[00126] Preferably, the composition according to the invention comprises at least one pulverulent colorant of inorganic pigment type, in particular chosen from metal oxides, and more particularly chosen from titanium dioxides or iron oxides, which are or not coated, and their mixtures.
[00127] The pearlescent agents can be chosen from white pearlescent pigments, such as mica covered with titanium or with bismuth oxychloride, coloured pearlescent pigments, such as titanium oxide-coated mica with iron oxides, titanium oxide-coated mica in particular with ferric blue or chromium oxide, or titanium oxide-coated mica with an organic pigment of the abovementioned type, and also pearlescent pigments based on bismuth oxychloride.
[00128] Preferably, the pulverulent colorant(s) is (are) present in the composition in a content ranging from 5% to 40% by weight, preferably from 10% to 30% by weight, more particularly from 15% to 25% by weight, with respect to the total weight of the composition.
Fat-soluble colorants
[00129] A composition according to the invention can additionally comprise at least one fat-soluble colorant and preferably in a proportion of at least 0.01% by weight, with respect to the total weight of the composition.
[00130] Within the meaning of the invention, the term “fat-soluble colorant” is understood to mean any natural or synthetic, generally organic, compound which is soluble in an oily phase or solvents miscible with a fatty substance and which is capable of imparting colour.
[00131] For obvious reasons, this amount is liable to vary significantly with regard to the desired intensity of the colour effect and to the colour intensity provided by the colorants under consideration, and its adjustment clearly falls within the competence of a person skilled in the art. [00132] Mention may in particular be made, as fat-soluble dyes suitable for the invention, of synthetic or natural fat-soluble dyes, such as, for example, DC Red 17, DC Red 21 , DC Red 27, DC Green 6, DC Yellow 11 , DC Violet 2, DC Orange 5, Sudan red, carotenes ([3-carotene, lycopene), xanthophylls (capsanthin, capsorubin, lutein), palm oil, Sudan brown, quinoline yellow, annatto or curcumin.
Cosmetic compositions
[00133] The present invention also relates to a cosmetic composition comprising, in a physiologically acceptable medium, a composition as defined above.
[00134] The term “physiologically acceptable medium” is understood to denote a medium which is particularly suitable for the application of a composition of the invention to the skin.
[00135] The physiologically acceptable medium is generally suited to the nature of the support onto which the composition has to be applied, and also to the appearance under which the composition has to be packaged.
Applications
[00136] According to one embodiment, a composition of the invention can advantageously be provided in the form of a composition for caring for the skin of the body or of the face, in particular of the face.
[00137] According to another embodiment, a composition of the invention can advantageously be provided in the form of a composition for making up keratin materials, in particular the skin of the body or of the face, in particular of the face. [00138] Thus, according to a sub-mode of this embodiment, a composition of the invention can advantageously be provided in the form of a base composition for make-up.
[00139] A composition of the invention can advantageously be provided in the form of a foundation.
[00140] Such compositions are in particular prepared according to the general knowledge of a person skilled in the art. Throughout the description, including the claims, the expression "comprising a" should be understood as being synonymous with "comprising at least one". The invention is illustrated in greater detail by the examples and figures presented below. Unless otherwise indicated, the amounts indicated are expressed as percentages by weight. Examples 2 to 7 (invention) and Examples 1 and 10 (outside the invention)
[00141] The following compositions were prepared.
[00142] [Table 1]
Procedure [00143] The formulations 1 to 10 were produced with a reactor of Trilab® or Olsa
Minilab® type from VMI. An ice bath was placed under the beaker in order to retain a manufacturing temperature of less than 20°C.
[00144] The silicone elastomer was pre-dispersed under shearing. The isododecane was subsequently gradually added to the elastomer until a homogeneous composition was obtained. The formula was subsequently rendered free from bubbles under a vacuum bell.
Rheological analyses
[00145] The rheological measurements were carried out on each of Examples 1 to 7 in a controlled stress rheometer (RheoStress 600®, Haake). The measurements of shear stress and of rate gradient were carried out using a cone sensor (C35/2° Ti L; 222-1871 ; 35 mm diameter, 2° angle), with a 0.105 mm gap and a measuring plate (MPC 35; 222-1549; 35 mm diameter, sand blasted). [00146] The temperature of the gap was controlled using an Eheim Pro 3600/2075020 hydraulic circulation pump and a Haake Universal Temperature Controler System (UTC) 6001 temperature control system.
[00147] An anti-evaporation bell jar was positioned above the plane of the cone and of the plate during the measurement.
[00148] The temperature of the gap was set at 25±0.5°C. An isotherm of 120 seconds at this temperature was applied before each measurement.
Shear stress rheological analysis
[00149] An upward oscillation curve with an amplitude sweep was imposed with a stress ramp ranging from 10’3 to 103 Pa, with a frequency set at 1 Hz with 50 stationary phases.
Discussion and Results
[00150] The rheological behaviour of the formulae 1 to 7 was analysed.
Measurements of storage modulus G’ and of loss or dissipation modulus G” made it possible to determine the complex modulus G* and also the phase shift 5 between the stress and the strain. These data were analysed according to the shear stress. [00151] The behaviour of the rheological curves showed that these are materials which flow only if a sufficiently high stress was applied to them.
[00152] The value of the complex modulus G* at the plateau preceding the break in the curve gives us an idea of the consistency of the product at rest.
[00153] The rheological data of the 7 formulae are described in the table below. [00154] [Table 2]
[00155]
A lower complex modulus G* over the entire measurement range showed that the formulae 2 to 7 according to the invention were substantially more fluid, whatever the force applied. A change from an elastic state to a viscous state occurring more quickly during application implied better spreading on the skin.
[00156] The measurement results showed that Examples 2 to 7 according to the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is greater than or equal to 3.8, could spread out more easily than Example 1 outside the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is less than 3.8 (3.7).
[00157] It was observed that, on being placed at 3.7, very slightly below the minimum value 3.8 of the invention, the complex modulus G* at the plateau rose sharply, changing from 550 Pa to 1200 Pa, i.e. an increase of 210%. The value of 3.8 Pa according to the invention could thus be regarded as a critical threshold below which easy take up and easy spreading on the skin will not be obtained, indeed even are impossible.
Measurements of the texture and of the appearance of Examples 1 to 9
[00158] In a 210 g jar, for each of Examples 1 to 9 as described above, a spatula of homogeneous and bubble-free product was taken up and the texture was evaluated. The latter was characterized as "brittle" when the latter broke cleanly when taken up. It was described as "supple" when the texture did not break during take up and remained continuous.
[00159] The appearance of each composition was also evaluated. The appearance was described as "smooth" when the surface was homogeneous before and after stressing. It was described as "non-smooth" in the contrary case.
[00160] The results obtained are indicated in the following table.
[00161 ] [Table 3]
[00162] Examples 2 to 9 of the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is greater than or equal to 3.8, exhibited a supple texture. Examples 4 to 9 according to the invention, with a ratio by weight of greater than or equal to 4.2, additionally exhibited a smooth appearance.
Whereas Example 1 outside the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is less than 3.8 (i.e. 3.7), showed a brittle texture and a non-smooth appearance.
Spread test of Examples 1 to 9 [00163] With each of Examples 1 to 9 as described above, a film of 100 pm of product was spread by means of a Byko-Drive V® spreader from Byk Instruments on a Byk contrast card. The spreading rate was controlled at 40 mm/s.
[00164] A film was characterized as being homogeneous and uniform when the latter, once spread, forms a deposit which is continuous and identical in every respect. [00165] The results obtained are indicated in the following table. [00166] [Table 4]
[00167] Examples 2 to 9 of the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is greater than or equal to 3.8, produced, after spreading, a homogeneous film, unlike Example 1 outside the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight is less than 3.8 (i.e. 3.7).
Measurement of the haze on Examples 5 to 10
[00168] The blurring or soft focus effect was measured on each of Examples 5 to 10 as described above. It was evaluated by “haze” and transparency (transmittance TH) measurements. The "haze" corresponds to the percentage of light scattered with respect to the total transmittance according to Standard ASTM D 1003 (Standard Test Method for Haze and Luminous Transmittance of Transparent Plastics).
[00169] 25 pm films of composition were applied to 50 pm polyethylene (PE) films. The film was subsequently measured after drying for one hour at ambient temperature (25°C). Finally, the film was placed in the Haze Guard® appliance from Byk Instruments, and transparency and haze measurements were carried out. [00170] It is estimated that a formulation exhibits a blurring effect when the haze is greater than 50%.
[00171] The results obtained are indicated in the following table. [00172] [Table 5]
[00173] Examples 5 to 9 of the invention, in which the total amount of volatile oils/amount of silicone elastomer ratio by weight ranges from 3.8 to 12.0, showed a blurring effect making possible good coverage of the imperfections of the skin with a natural appearance, unlike Example 10 outside the invention, said ratio by weight of which is greater than 12 (15).

Claims

Claims
[Claim 1] Anhydrous composition for caring for and/or making up keratin materials, in particular the skin, comprising, preferably in a physiologically acceptable medium: a) an oily phase comprising at least one volatile hydrocarbon oil Hi ; and b) at least one silicone elastomer possessing carboxylic acid functions; the ratio by weight of the total amount of volatile hydrocarbon oil(s), with respect to the total weight of the composition, to the amount of silicone elastomer possessing carboxylic acid functions, with respect to the total weight of the composition, ranging from 3.8 to 12.0; said composition being other than a composition comprising a total amount of isododecane of 74.8% by weight, with respect to the total weight of the composition, 15.2% by weight of silicone elastomer possessing carboxylic functions with the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer in the form of a gel in dispersion at 30% by weight in isododecane, with respect to the total weight of the composition, and 10% by weight of red inorganic pigment, with respect to the total weight of the composition.
[Claim 2] Composition according to Claim 1 , where the volatile hydrocarbon oil Hi is chosen from Cs-Cw isoalkanes of petroleum origin (also called isoparaffins), and more particularly isododecane.
[Claim 3] Composition according to Claim 1 , where the volatile hydrocarbon oil Hi is chosen from volatile linear alkanes comprising from 6 to 14 carbon atoms.
[Claim 4] Composition according to Claim 3, where the volatile hydrocarbon oil Hi is: - a mixture of n-dodecane and of n-tetradecane;
- a mixture of volatile linear C9-C12 alkanes with the INCI name: C9-12 Alkane; or
- a mixture of n-undecane (Cn) and of n-tridecane (C13).
[Claim 5] Composition according to any one of the preceding claims, where the oily phase is present in an amount ranging from 50% to 95% by weight and more preferentially from 60% to 80% by weight, with respect to the total weight of the composition.
[Claim 6] Composition according to any one of the preceding claims, comprising a content of active material of silicone elastomer possessing carboxylic acid functions ranging from 2% to 25% by weight, preferably ranging from 5% to 21 % by weight, with respect to the weight of the composition.
[Claim 7] Composition according to any one of the preceding claims, where the silicone elastomer possessing carboxylic acid functions is chosen from those corresponding to the following formula (I): in which the radical X corresponds to the following formula (i) or to the following formula (i’): in which
W and W* independently denote an oxygen atom (0) or an N-R group where each R radical independently denotes a hydrogen atom (H) or an R1 radical; Y is a divalent group;
R1, R11, R4, R14, R5 and R15 independently denote a substituted or unsubstituted hydrocarbyl group;
R3 and R13 independently denote a divalent group; w and ww are independently integers ranging from 0 to 1000; x and xx are independently integers ranging from 1 to 100; y and yy are independently integers ranging from 0 to 1000; preferably, w and y are not simultaneously equal to 0 and ww and yy are not simultaneously equal to 0.
[Claim 8] Composition according to Claim 7, where the silicone elastomer of formula (I) is chosen from the following compounds 1 to 12: (compound 1 )
[Claim 9] Composition according to Claim 8, where the silicone elastomer possessing carboxylic acid functions is the compound 10 or the compound 11.
[Claim 10] Composition according to any one of Claims 1 to 6, where the silicone elastomer possessing carboxylic acid functions is that with the INCI name: Hexyl/Succinyl Dimethicone Crosspolymer.
[Claim 11] Composition according to any one of the preceding claims, where the silicone elastomer possessing carboxylic acid functions is in dispersion in at least one oil H2 and in gel form; preferably chosen from volatile hydrocarbon oils, volatile silicone oils, non-volatile hydrocarbon oils, non-volatile silicone oils and their mixtures.
[Claim 12] Composition according to Claim 11, where the oil H2 is a volatile hydrocarbon oil chosen from those defined for the oil H1 in any one of Claims 1 to 4.
[Claim 13] Composition according to Claim 11 or 12, where the oil H2 and the oil H1 are identical, in particular denote isododecane.
[Claim 14] Composition according to any one of Claims 11 to 13, where the oily dispersion of silicone elastomer possessing carboxylic acid functions comprises from 10% to 40% by weight of active material of silicone elastomer and more preferentially from 20% to 35% by weight, with respect to the total weight of the oily dispersion.
[Claim 15] Composition according to any one of Claims 11 to 14, where the silicone elastomer possessing carboxylic acid functions is in dispersion in isododecane and in gel form.
[Claim 16] Composition according to Claim 9, where the silicone elastomer possessing carboxylic acid functions is the compound 10 or the compound 11 and is present in the isododecane-based dispersion at a content of active material of 30% by weight.
[Claim 17] Composition according to Claim 10, comprising at least the silicone elastomer in the form of a gel in dispersion in isododecane having the INCI name: Isododecane (and) Hexyl/Succinyl Dimethicone Crosspolymer, and more particularly at a content of active material of 30% by weight in the isododecane-based dispersion.
[Claim 18] Composition according to any one of the preceding claims, having a rheological profile characterized by a complex modulus G* at the plateau of less than 1000 Pa, preferably of less than 800 Pa.
[Claim 19] Composition according to Claim 18, where the complex modulus G* at the plateau is greater than or equal to 5 Pa, preferably greater than or equal to 10 Pa and more preferentially greater than or equal to 20 Pa.
[Claim 20] Composition according to any one of the preceding claims, additionally comprising at least one additive chosen from UV sunscreens, C2-C4 monoalcohols, such as ethanol, moisturizing agents, such as polyols, for example glycerol, propanediol or pentylene glycol, pulverulent colorants, fat-soluble colorants, lipophilic thickening or gelling agents, preservatives, fragrances and their mixtures.
[Claim 21] Method for coating keratin materials, more particularly for making up and/or caring for keratin materials, such as the skin, characterized in that it comprises the application to keratin materials of a composition as defined in any one of the preceding claims.
EP23832721.7A 2023-01-04 2023-12-13 Anhydrous cosmetic composition with a volatile hydrocarbon oil and a silicone elastomer possessing carboxylic acid functions in a particular oil/silicone elastomer ratio by weight Pending EP4646181A1 (en)

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PCT/EP2023/085662 WO2024146758A1 (en) 2023-01-04 2023-12-13 Anhydrous cosmetic composition with a volatile hydrocarbon oil and a silicone elastomer possessing carboxylic acid functions in a particular oil/silicone elastomer ratio by weight

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FR3126877B1 (en) * 2021-09-15 2023-08-11 Oreal Care and/or makeup composition comprising a silicone elastomer containing carboxylic acid functions and a copolymer based on silicone resin and silicone of the dimethiconol type.
FR3130141B1 (en) * 2021-12-13 2024-11-29 Oreal Hair coloring process comprising the application of a composition comprising a (poly)carbodiimide compound, and the application of a composition comprising a silicone elastomer with carboxylic acid functions.

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