WO2009085888A1 - Composition contenant un polymère polyorganosiloxane et une cire modifiée polaire - Google Patents

Composition contenant un polymère polyorganosiloxane et une cire modifiée polaire Download PDF

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Publication number
WO2009085888A1
WO2009085888A1 PCT/US2008/087314 US2008087314W WO2009085888A1 WO 2009085888 A1 WO2009085888 A1 WO 2009085888A1 US 2008087314 W US2008087314 W US 2008087314W WO 2009085888 A1 WO2009085888 A1 WO 2009085888A1
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WIPO (PCT)
Prior art keywords
composition
compositions
wax
polar modified
present
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Application number
PCT/US2008/087314
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English (en)
Inventor
Hy Si Bui
Mohamed Kanji
Dhaval Patel
Susan Halpern
Florentina Pavel
Original Assignee
L'oreal S.A.
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Application filed by L'oreal S.A. filed Critical L'oreal S.A.
Publication of WO2009085888A1 publication Critical patent/WO2009085888A1/fr
Priority to US12/825,003 priority Critical patent/US9278060B2/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara

Definitions

  • compositions for example, a cosmetic composition, comprising at least one polar modified wax and at least one polyorganosiloxane containing polymer comprising at least one moiety comprising at least one polyorganosiloxane group comprising organosiloxane units in the chain of the moiety or in the form of a graft, and at least two groups capable of establishing hydrogen interactions.
  • a cosmetic composition comprising at least one polar modified wax and at least one polyorganosiloxane containing polymer comprising at least one moiety comprising at least one polyorganosiloxane group comprising organosiloxane units in the chain of the moiety or in the form of a graft, and at least two groups capable of establishing hydrogen interactions.
  • Such compositions can possess improved viscoelastic characteristics.
  • Such compositions can also possess other improved properties and characteristics such as, for example, increased long wear and anti- smudging properties, improved shine/color characteristics and/or better texture and feel upon application.
  • cosmetics such as foundations, concealers, lipsticks, and mascaras, and other cosmetic and sunscreen compositions, have been developed for
  • compositions that form a film after application.
  • Such compositions generally contain volatile solvents, which evaporate on contact with the skin or other keratinous tissue, leaving behind a layer
  • compositions comprising waxes and/or resins, pigments, fillers, and actives.
  • these compositions tend to be uncomfortable for the wearer as the composition remains on the skin or other keratinous tissue as a brittle or non-flexible film.
  • Such compositions may not be pliable or soft, and they may not be comfortable to wear.
  • such compositions have a tendency to be tacky, resulting in poor application, spreadability and wear characteristics.
  • one aspect of the present invention is a care and/or makeup and/or treatment composition for keratinous material such as skin, hair, eyelashes, nails and/or lips, which is able to address or overcome at least one of the aforementioned problems with the prior art compositions.
  • compositions preferably cosmetic compositions, comprising at least one polyorganosiloxane containing polymer and at least one polar modified wax.
  • the present invention also relates to colored cosmetic compositions comprising at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, at least one coloring agent, and at least one polar modified wax.
  • Such colored cosmetic compositions can be, for example, anhydrous lip compositions (for example, eye shadow, lipstick or liquid lip colors) or foundations.
  • the present invention further relates to colored cosmetic compositions
  • colored cosmetic compositions comprising at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, at least one coloring agent, at least one polar modified wax, and water.
  • the compositions further comprise at least one volatile oil.
  • water- containing colored cosmetic compositions are preferably lip compositions (for example, lipstick or liquid lip colors), foundations or mascaras, and are emulsions or dispersions.
  • the present invention also relates to methods of treating, caring for and/or making up keratinous material (for example, skin, eyes, eyelashes or lips) by applying compositions of the present invention to the keratinous material in an amount sufficient to treat, care for and/or make up the keratinous material.
  • keratinous material for example, skin, eyes, eyelashes or lips
  • the present invention further relates to covering or hiding skin defects associated with keratinous material (for example, skin or lips) by applying compositions of the present invention to the keratinous material in an amount sufficient to cover or hide such skin defects.
  • keratinous material for example, skin or lips
  • the present invention also relates to methods of enhancing the appearance of keratinous material (for example, skin, eyes, eyelashes, or lips) by applying compositions of the present invention to the keratinous material in an amount sufficient to enhance the appearance of the keratinous material.
  • the present invention also relates to methods of increasing the viscosity or viscoelastic properties of a composition comprising a polyorganosiloxane polymer comprising combining the polyorganosiloxane polymer with at least one polar modified wax.
  • the present invention further relates to compositions having improved cosmetic properties such as, for example, increased anti- smudging properties, increased long wear properties, improved shine/color characteristics and/or better texture or feel upon application.
  • the present invention also relates to methods of increasing both the anti-smudging properties and long wear properties of a composition
  • a composition comprising combining in a composition at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, and at least one polar modified wax.
  • the present invention also relates to methods of improving the feel or texture properties of a composition upon application to a keratin material comprising combining in a composition (for example, a foundation or a lip composition such as a lipstick) at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, and at least one polar modified wax.
  • a composition for example, a foundation or a lip composition such as a lipstick
  • a composition for example, a foundation or a lip composition such as a lipstick
  • a composition for example, a foundation or a lip composition such as a lipstick
  • the present invention also relates to methods of making a composition
  • a composition comprising mixing at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, with at least one polar modified wax to form a composition.
  • the expression “at least one” means one or more and thus includes individual components as well as mixtures/combinations.
  • Film former or "film forming agent” as used herein means a polymer or resin that leaves a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, absorbed into and/or dissipated on the substrate.
  • Transfer resistance refers to the quality exhibited by compositions that are not readily removed by contact with another material, such as, for example, a glass, an item of clothing or the skin, for example, when eating or drinking. Transfer resistance may be evaluated by any method known in the art for evaluating such. For example, transfer resistance of a composition may be evaluated by a "kiss” test. The "kiss" test may involve application of the composition to human keratin material such as hair, skin or lips followed by rubbing a material, for example, a sheet of paper, against the hair, skin or lips after expiration of a certain amount of time following application, such as 2 minutes after application.
  • transfer resistance of a composition may be evaluated by the amount of product transferred from a wearer to any other substrate, such as transfer from the hair, skin or lips of an individual to a collar when putting on clothing after the expiration of a certain amount of time following application of the composition to the hair, skin or lips.
  • the amount of composition transferred to the substrate e.g., collar, or paper
  • a composition may be transfer resistant if a majority of the product is left on the wearer's hair, skin or lips.
  • the amount transferred may be compared with that transferred by other compositions, such as commercially available compositions. In a preferred embodiment of the present invention, little or no composition is transferred to the substrate from the hair, skin or lips.
  • Long wear compositions refers to compositions where color remains the same or substantially the same as at the time of application, as viewed by the naked eye, after an extended period of time.
  • Long wear properties may be evaluated by any method known in the art for evaluating such properties. For example, long wear may be evaluated by a test involving the application of a composition to human hair, skin or lips and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately following application to hair, skin or lips and these characteristics may then be re-evaluated and compared after a certain amount of time. Further, these characteristics may be evaluated with respect to other compositions, such as commercially available compositions.
  • Tackiness refers to the adhesion between two substances. For example, the more tackiness there is between two substances, the more adhesion there is between the substances. To quantify “tackiness,” it is useful to determine the "work of adhesion" as defined by IUPAC associated with the two substances. Generally speaking, the work of adhesion measures the amount of work necessary to separate two substances. Thus, the greater the work of adhesion associated with two substances, the greater the adhesion there is between the substances, meaning the greater the tackiness is between the two substances.
  • Waterproof refers to the ability to repel water and permanence with respect to water. Waterproof properties may be evaluated by any method known in the art for evaluating such properties. For example, a mascara composition may be applied to false eyelashes, which may then be placed in water for a certain amount of time, such as, for example, 20 minutes. Upon expiration of the pre-ascertained amount of time, the false eyelashes may be removed from the water and passed over a material, such as, for example, a sheet of paper. The extent of residue left on the material may then be evaluated and compared with other compositions, such as, for example, commercially available compositions.
  • a mascara composition may be applied to false eyelashes, which may then be placed in water for a certain amount of time, such as, for example, 20 minutes. Upon expiration of the pre-ascertained amount of time, the false eyelashes may be removed from the water and passed over a material, such as, for example, a sheet of paper. The extent of residue left on the material may then be evaluated and compared with other compositions
  • a composition may be applied to skin, and the skin may be submerged in water for a certain amount of time. The amount of composition remaining on the skin after the pre-ascertained amount of time may then be evaluated and compared.
  • a composition may be waterproof if a majority of the product is left on the wearer, e.g., eyelashes, skin, etc. In a preferred embodiment of the present invention, little or no composition is transferred from the wearer.
  • compositions and methods of the present invention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful in personal care compositions intended for topical application to hair.
  • the composition of the present invention may be in any form, either liquid or non-liquid (semi-solid, soft solid, solid, etc.).
  • it may be a paste, a solid, a gel, or a cream.
  • It may be an emulsion, such as an oil-in-water or water-in-oil emulsion, a multiple emulsion, such as an oil-in-water-in-oil emulsion or a water-in-oil-in-water emulsion, or a solid, rigid or supple gel, including anhydrous gels.
  • the composition can also be in a form chosen from a translucent anhydrous gel and a transparent anhydrous gel.
  • the composition of the invention may, for example, comprise an external or continuous fatty phase.
  • the composition may be anhydrous.
  • the composition can also be a molded composition or cast as a stick or a dish.
  • the composition in one embodiment is a solid such as a molded stick or a poured stick.
  • hardness of the composition may also be considered.
  • the hardness of a composition may, for example, be expressed in gramforce (gf).
  • the composition of the present invention may, for example, have a hardness ranging from 20 gf to 2000 gf, such as from 20 gf to 900 gf, and further such as from 20 gf to 600 gf.
  • a first test for hardness is according to a method of penetrating a probe into the composition and in particular using a texture analyzer (for example TA-XT2i from Rheo) equipped with an ebonite cylinder of height 25 mm and diameter 8 mm.
  • the hardness measurement is carried out at 20 0 C at the center of 5 samples of the composition.
  • the cylinder is introduced into each sample of composition at a pre-speed of 2 mm/s and then at a speed of 0.5 mm/s and finally at a post-speed of 2 mm/s, the total displacement being 1 mm.
  • the recorded hardness value is that of the maximum peak observed.
  • the measurement error is ⁇ 50gf.
  • the second test for hardness is the "cheese wire” method, which involves cutting an 8.1 mm or preferably 12.7 mm in diameter stick composition and measuring its hardness at 20 0 C using a DFGHS 2 tensile testing machine from Indelco-Chatillon Co. at a speed of 100 mm/minute.
  • the hardness value from this method is expressed in grams as the shear force required to cut a stick under the above conditions.
  • the hardness of compositions according to the present invention which may be in stick form may, for example, range from 30 gf to 300 gf, such as from 30 gf to 250 gf, for a sample of 8.1 mm in diameter stick, and further such as from 30 gf to 200 gf, and also further such as from 30 gf to 120 gf for a sample of 12.7 mm in diameter stick.
  • the hardness of the composition of the present invention may be such that the compositions are self-supporting and can easily disintegrate to form a satisfactory deposit on keratin materials.
  • this hardness may impart good impact strength to the inventive compositions, which may be molded or cast, for example, in stick or dish form.
  • composition may choose to evaluate a composition using at least one of the tests for hardness outlined above based on the application envisaged and the hardness desired. If one obtains an acceptable hardness value, in view of the intended application, from at least one of these hardness tests, the composition falls within preferred embodiments of the invention.
  • the hardness of the composition according to preferred embodiments of the invention may, for example, be such that the composition is advantageously self-supporting and can disintegrate easily to form a satisfactory deposit on keratin materials.
  • the composition of the invention may have good impact strength.
  • the composition in stick form may have the behavior of a deformable, flexible elastic solid, giving noteworthy elastic softness on application.
  • stability is tested by placing the composition in a controlled environment chamber for 8 weeks at 25 0 C.
  • the physical condition of the sample is inspected as it is placed in the chamber.
  • the sample is then inspected again at 24 hours, 3 days, 1 week, 2 weeks, 4 weeks and 8 weeks.
  • the sample is examined for abnormalities in the composition such as phase separation if the composition is in the form of an emulsion, bending or leaning if the composition is in stick form, melting, or syneresis (or sweating).
  • the stability is further tested by repeating the 8-week test at 25 0 C, 37 0 C, 45 0 C and under freeze-thaw conditions.
  • a composition is considered to lack stability if in any of these tests an abnormality that impedes functioning of the composition is observed. The skilled artisan will readily recognize an abnormality that impedes functioning of a composition based on the intended application.
  • compositions comprising at least one polyorganosiloxane containing polymer chosen from homopolymers and copolymers, preferably, with a weight-average molecular mass ranging from about 500 to about 2.5 x 10 6 or more, comprising at least one moiety comprising: at least one polyorganosiloxane group comprising, preferably, from 1 to about 10,000 organosiloxane units in the chain of the moiety or in the form of a graft, and at least two groups capable of establishing hydrogen interactions are provided.
  • the polyorganosiloxane-containing copolymer is a silicone-polyamide copolymer: that is, a copolymer containing both silicone and amide moieties.
  • the polyorganosiloxane-containing polymers used in the composition of the invention may belong to the following two families: a) polyorganosiloxanes comprising at least two groups capable of establishing hydrogen interactions, these two groups being located in the polymer chain; and/or b) polyorganosiloxanes comprising at least two groups capable of establishing hydrogen interactions, these two groups being located on grafts or branches.
  • the polyorganosiloxane containing polymers of the present invention can be liquid or solid at room temperature.
  • the polymers are solid.
  • a solvent with hydrogen interaction capable of breaking the hydrogen interactions of the polymers, for instance C 2 to C 8 lower alcohols and especially ethanol, n-propanol or isopropanol.
  • these hydrogen interaction "breaking" solvents may then be stored in the composition or may be removed by selective evaporation, which is well known to those skilled in the art.
  • the polymers comprising two groups capable of establishing hydrogen interactions in the polymer chain may be polymers comprising at least one moiety corresponding to the formula:
  • R 1 , R 2 , R 3 and R 4 which may be identical or different, represent a group chosen from: linear, branched or cyclic, saturated or unsaturated, Ci to C 4 o hydrocarbon-based groups, possibly containing in their chain one or more oxygen, sulphur and/or nitrogen atoms, and possibly being partially or totally substituted with fluorine atoms,
  • Cio aryl groups optionally substituted with one or more Ci to C 4 alkyl groups, polyorganosiloxane chains possibly containing one or more oxygen, sulphur and/or nitrogen atoms;
  • the groups X which may be identical or different, represent a linear or branched Ci to C 30 alkylenediyl group, possibly containing in its chain one or more oxygen and/or nitrogen atoms;
  • Y is a saturated or unsaturated, Ci to C 50 linear or branched divalent alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene group, possibly comprising one or more oxygen, sulphur and/or nitrogen atoms, and/or bearing as substituent one of the following atoms or groups of atoms: fluorine, hydroxyl, C 3 to Cs cycloalkyl, Ci to C 40 alkyl, C 5 to Cio aryl, phenyl optionally substituted with 1 to 3 Ci to C 3 alkyl groups, Ci to C 3 hydroxyalkyl and Ci to C 6 aminoalkyl, or 4) Y represents a group corresponding to the formula:
  • T represents a linear or branched, saturated or unsaturated, C 3 to C 24 trivalent or tetravalent hydrocarbon-based group optionally substituted with a polyorganosiloxane chain, and possibly containing one or more atoms chosen from O, N and S, or T represents a trivalent atom chosen from N, P and Al, and
  • R 5 represents a linear or branched Ci to C 50 alkyl group or a polyorganosiloxane chain, possibly comprising one or more ester, amide, urethane, thiocarbamate, urea, thiourea and/or sulphonamide groups, which may be linked to another chain of the polymer;
  • the groups G which may be identical or different, represent divalent groups chosen from:
  • R 6 represents a hydrogen atom or a linear or branched Ci to C 2 o alkyl group, on condition that at least 50% of the groups R 6 of the polymer represents a hydrogen atom and that at least two of the groups G of the polymer are a group other than:
  • n is an integer of at least 1 , for example ranging from 2 to 500 and preferably from 2 to 200
  • m is an integer of at least one, ranging from 1 to 35,000, for example, from 1 to 10,000 and 1 to 2,500, from 1 to 700 and from 6 to 200, including all values and subranges there between.
  • 80% of the groups R 1 , R 2 , R 3 and R 4 of the polymer are preferably chosen from methyl, ethyl, phenyl and 3,3,3-trifluoropropyl groups.
  • Y can represent various divalent groups, furthermore optionally comprising one or two free valencies to establish bonds with other moieties of the polymer or copolymer.
  • Y represents a group chosen from: a) linear Ci to C 2 o and preferably Ci to Ci 0 alkylene groups, b) C 30 to C 56 branched alkylene groups possibly comprising rings and unconjugated unsaturations, c) C 5 -C 6 cycloalkylene groups, d) phenylene groups optionally substituted with one or more Ci to C 40 alkyl groups, e) Ci to C 2O alkylene groups comprising from 1 to 5 amide groups, f) Ci to C 20 alkylene groups comprising one or more substituents chosen from hydroxyl, C 3 to C 8 cycloalkane, Ci to C 3 hydroxyalkyl and Ci to C 6 alkylamine groups, g) polyorganosiloxane chains of formula:
  • the polyorganosiloxanes of the second family may be polymers comprising at least one moiety corresponding to formula (II):
  • R 1 and R 3 which may be identical or different, are as defined above for formula (I),
  • R 7 represents a group as defined above for R 1 and R 3 , or represents a group of formula -X-G-R 9 in which X and G are as defined above for formula (I) and R 9 represents a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated, Ci to C 50 hydrocarbon-based group optionally comprising in its chain one or more atoms chosen from O, S and N, optionally substituted with one or more fluorine atoms and/or one or more hydroxyl groups, or a phenyl group optionally substituted with one or more Ci to C 4 alkyl groups,
  • R 8 represents a group of formula -X-G-R 9 in which X, G and R 9 are as defined above, mi is an integer of at least one ranging from 1 to 35,000, for example, from 1 to10,000 and 1 to 2,500, from 1 to 700, and from 6 to 200, including all values and subranges there between; and m 2 is an integer of at least one ranging from 1 to 35,000, for example, from 1 to10,000 and 1 to 2,500, from 1 to 700, and from 6 to 200, including all values and subranges there between.
  • the polyorganosiloxane containing polymer may be a homopolymer, that is to say a polymer comprising several identical moieties, in particular moieties of formula (I) or of formula (II).
  • the copolymer may also be formed from several moieties of formula (II), in which at least one of the groups R 1 , R 3 , R 7 , R 8 , ⁇ ii and m 2 is different in at least one of the moieties.
  • a copolymer comprising at least one hydrocarbon-based moiety comprising two groups capable of establishing hydrogen interactions, chosen from ester, amide, sulphonamide, carbamate, thiocarbamate, urea and thiourea groups, and combinations thereof.
  • copolymers may be block copolymers or grafted copolymers.
  • the groups capable of establishing hydrogen interactions are amide groups of formulae -C(O)NH- and -HN-C(O)-.
  • the polymer may comprise at least one moiety of formula (III) or (IV):
  • CH 2 CH-X'-COOH+H 2 N-Y-NH 2 ⁇ .
  • m is an integer of at least one as defined above, and preferably in the range from 1 to 700, for example, from 15 to 500 and from 15 to 45, including all values and subranges there between; and n is in particular in the range from 1 to 500, for example, from 1 to 100 and from 4 to 25, including all values and subranges there between;
  • X is preferably a linear or branched alkylene chain containing from 1 to 30 carbon atoms and in particular 3 to 10 carbon atoms, and Y is preferably an alkylene chain that is linear or branched or that possibly comprises rings and/or unsaturations, containing from 1 to 40 carbon atoms, including from 1 to 20 carbon atoms and from 2 to 6 carbon atoms, including all values and subranges there between, for example, 6 carbon atoms.
  • the alkylene group representing X or Y can optionally contain in its alkylene portion at least one of the following elements:
  • the alkylene groups may also be substituted with at least one element chosen from the group consisting of: a hydroxyl group, a C 3 to C 8 cycloalkyl group, one to three Ci to C 4 o alkyl groups, a phenyl group optionally substituted with one to three Ci to C 3 alkyl groups, a Ci to C 3 hydroxyalkyl group, and a Ci to C 6 aminoalkyl group.
  • Y may also represent:
  • R 5 represents a polyorganosiloxane chain and T represents a group of formula:
  • a, b and c are, independently, integers ranging from 1 to 10
  • R 10 is a hydrogen atom or a group such as those defined for R 1 , R 2 , R 3 and R 4 .
  • R 1 , R 2 , R 3 and R 4 preferably represent, independently, a linear or branched Ci to C 40 alkyl group, preferably a CH 3 , C 2 H 5 , n-C 3 H 7 or isopropyl group, a polyorganosiloxane chain or a phenyl group optionally substituted with one to three methyl or ethyl groups.
  • the polymer may comprise identical or different moieties of formula (III) or (IV).
  • the preferred siloxane-based polyamides are: polyamides of formula (III) in which m is from 15 to 300, for example, 15 to 100, including all values and subranges there between; mixtures of two or more polyamides in which at least one polyamide has a value of m in the range from 15 to 50, including all values and subranges there between and at least one polyamide has a value of m in the range from 30 to 300, including all values and subranges there between; polymers of formula (V) with ITH chosen in the range from 15 to 50 and m 2 chosen in the range from 30 to 500 with the portion corresponding to mi representing 1 % to 99% by weight of the total weight of the polyamide and the corresponding portion m 2 representing 1 % to 99% by weight of the total weight of the polyamide; mixtures of polyamide of formula (III) combining
  • n is equal to 2 to 10 and in particular 3 to 6, and
  • polyamides 1 % to 20% of a polyamide in which n is in the range from 5 to 500 and in particular from 6 to 100; polyamides corresponding to formula (Vl) in which at least one of the groups Y and Y 1 contains at least one hydroxyl substituent; polyamides of formula (III) synthesized with at least one portion of an activated diacid (diacid chloride, dianhydride or diester) instead of the diacid; polyamides of formula (III) in which X represents -(CH 2 ) 3 - or polyamides of formula (III) in which the polyamides end with a monofunctional chain chosen from the group consisting of monofunctional amines, monofunctional acids, monofunctional alcohols, including fatty acids, fatty alcohols and fatty amines, such as, for example, octylamine, octanol, stearic acid and stearyl alcohol.
  • the polyorganosiloxane containing polymers used in the composition of the invention are most preferably polymers of the polyorganosiloxane type such as those described in documents US 5,874,069, US 5,919,441 , US 6,051 ,216 and US 5,981 ,680 and U.S. patent application publication no. 2004/0170586, the entire disclosures of which are hereby incorporated by reference.
  • a particularly preferred polymer is a silicone-polyamide copolymer which contains both dimethicone and amide units.
  • An example of such a copolymer is a Nylon 611 /dimethicone (such compounds can have different degrees of polymerization "DP" of the individual units).
  • the polymers of the present invention can be solid or liquid at room temperature.
  • the polymers preferably have a softening point from 50 to 130 0 C. Most preferably, they have a softening point ranging from 65 to 150 0 C, including from 70 0 C to 130°C. This softening point is lower than that of other structuring polymers, which facilitates the use of the polymers that are the subject of the invention, and limits the deteriorations of the liquid fatty phase.
  • the polyorganosiloxane containing polymers of the present invention contain both siloxane units and at least two groups capable of establishing hydrogen interactions such as amide linkages.
  • the siloxane units can provide compatibility with a silicone fluid, if present, (for example with the cyclomethicones), while the groups capable of establishing hydrogen interactions and the spacing and selection of the locations of the amide linkages can facilitate gelation and the formation of cosmetic products.
  • the polyorganosiloxane containing polymer of the present invention is present in an amount effective to provide transfer resistant properties, and may also provide at least one of the following properties: pliability, softness, and wearing comfort.
  • the compositions of the invention exhibit flexibility and/or good adherence on the keratinous substance to which the compositions have been applied.
  • the compositions of the present invention when applied to the keratinous substance are substantially non-tacky.
  • the polyorganosiloxane-containing polymers are preferably present in an amount of from about 0.05 to about 50 percent by weight, more preferably from 0.1 to 10 percent by weight, more preferably from 0.2 to 5 percent by weight, and most preferably from 0.25 to 3 percent by weight of the total weight of the composition, including all ranges and subranges therebetween.
  • compositions comprising at least one polar modified wax are provided.
  • “Polar modified wax” as used herein refers to waxes made using metallocene catalysis which have been modified to include polar groups or units. Suitable polar modified waxes include those disclosed in U.S. patent application publication no. 20070031361 , the entire contents of which is hereby incorporated by reference.
  • the polar modified wax is based upon a homopolymer and/or copolymer wax of ethylene and/or propylene monomers having a weight-average molecular weight Mw of less than or equal to 25 000 g/mol, preferably of 1000 to 22 000 g/mol and particularly preferably of 4000 to 20,000 g/mol, a number-average molecular weight Mn of less than or equal to 15 000 g/mol, preferably of 500 to 12 000 g/mol and particularly preferably of 1000 to 5000 g/mol, a molar mass distribution Mw/Mn in the range from 1.5 to 10, preferably from 1.5 to 5, particularly preferably from 1.5 to 3 and especially preferably from 2 to 2.5, which have been obtained by metallocene catalysis.
  • a copolymer wax it is preferable to have, based on the total weight of the copolymer wax, 0.1 to 30.0% by weight of structural units originating from the one monomer and 70.0 to 99.9% by weight of structural units originating from the other monomer.
  • Such homopolymer and copolymer waxes can be made, for example, by the process described in EP 571 882, the entire contents of which is hereby incorporated by reference, using the metallocene catalysts specified therein. Suitable preparation processes include, for example, suspension polymerization, solution polymerization and gas-phase polymerization of olefins in the presence of metallocene catalysts, with polymerization in the monomers also being possible.
  • Polar modified waxes can be produced in a known manner from the homopolymers and copolymers described above by oxidation with oxygen-containing gases, for example air, or by graft reaction with polar monomers, for example maleic acid or acrylic acid or derivatives of these acids.
  • oxygen-containing gases for example air
  • polar monomers for example maleic acid or acrylic acid or derivatives of these acids.
  • the polar modification of metallocene polyolefin waxes by oxidation with air is described, for example, in EP 0 890 583 A1
  • the modification by grafting is described, for example, in U.S. Pat. No. 5,998,547, the entire contents of both of which are hereby incorporated by reference in their entirety.
  • particularly preferred polar modified waxes are hydrophilically modified waxes (that is, waxes which have been modified to provide the waxes with hydrophilic properties).
  • Suitable examples include, but are not limited to, homopolymers and copolymers of hydrophobic groups such as C2-C30 groups, for example ethylene, propylene, C18-C30, etc. which have been modified with hydrophilic units such as, for example, maleic anhydride, acrylate, methacrylate, polyvinylpyrrolidone (PVP), etc.
  • Particularly preferred hydrophilically modified waxes are ethylene and propylene homopolymers and copolymers which have been modified with acrylate and/or maleic anhydride units. .
  • particularly preferred polar modified waxes also include hydrophobically modified waxes (that is, waxes which have been modified to provide the waxes with hydrophobic properties).
  • hydrophobically modified waxes that is, waxes which have been modified to provide the waxes with hydrophobic properties.
  • Suitable examples include, but are not limited to, hyrdrophilic homopolymers and copolymers of maleic anhydride, acrylate, methacrylate, polyvinylpyrrolidone (PVP), etc. which have been modified with hydrophobic groups such as C2-C30 groups, for example ethylene, propylene, C18-C30, etc.
  • Particularly preferred polar modified waxes for use in the present invention are polypropylene-maleic anhydride modified waxes ("PPMA") commercially available from Clariant under the trade name LICOCARE, and C26-C28 alpha olefin maleic acid anhydride copolymer modified waxes.
  • PPMA polypropylene-maleic anhydride modified waxes
  • Such waxes are also known as polypropylene-ethylene- maleic anhydride copolymers and C26-C28 alpha olefin-ethylene-maleic anhydride copolymers due to inclusion of ethylene group(s) resulting from the reaction of the hydrophobic group with the hydrophilic maleic anhydride group.
  • Specific examples of such waxes include products marketed by Clariant under the LicoCare name having designations such as PP207 LP3349, CM401 LP3345, CA301 LP 3346, and CA302 LP 3347.
  • the polar modified waxes have low crystallinity as determined by differential scanning calorimetry.
  • the polar modified waxes have a crystallinity of less than 40%, more preferably less than 30%, and most preferably less than 25%.
  • LicoCare PP207 LP3349 has approximately 11 % crystallinity.
  • Such waxes possess improved clarity which, in turn, results in less reduction in gloss of the lip composition.
  • the polar modified wax(es) represent from about 0.1 % to about 30% of the total weight of the composition, more preferably from about 0.5% to about 20% of the total weight of the composition, and most preferably from about 1 % to about 15%, including all ranges and subranges therebetween such as, for example, about 5% to about 15% and about 10% to about 20%.
  • the ratio of polyorganosiloxane containing polymer to polar modified wax ranges from about 20:1 to about 1 :20, more preferably from about 15:1 to about 1 :15, and most preferably from about 1 :10 to about 10:1. Also preferably, more polar modified wax is present in a composition than polyorganosiloxane containing polymer such as, for example, in a ratio of about 2:1 to 8:1. The texture and/or feel of the composition upon application can be modified by altering this ratio.
  • the composition may also contain elastomeric compounds such as those sold or made under the names KSG6 from Shin- Etsu, Trefil E-505C or Trefil E-506C from Dow-Corning, Gransil from Grant Industries (SR-CYC, SR DMF10, SR-DC556) or those marketed in the form of preconstituted gels (KSG15, KSG17, KSG16, KSG18, KSG21 from Shin- Etsu, Gransil SR 5CYC gel, Gransil SR DMF 10 gel, Gransil SR DC556 gel, SF 1204 and JK 113 from General Electric or emulsifying elastomers such as those sold under the names of KSG-210, KSG-30, KSG-31 , KSG-32, KSG-33, KSG-40, KSG 41 , KSG-42, KSG-43 and KSG-44 from Shin-Etsu.
  • elastomeric compounds such as those sold or made under the names KSG6 from Shin- Et
  • the composition may also contain modified clays such as, for example, hectorites modified with an ammonium chloride of a Ci 0 to C 22 fatty acid, such as hectorite modified with distearyldimethylammonium chloride, also known as quatermium-18 bentonite, such as the products sold or made under the names Bentone 34 by the company Rheox, Claytone XL, Claytone 34 and Claytone 40 sold or made by the company Southern Clay, the modified clays known under the name quaternium-18 benzalkonium bentonites and sold or made under the names Claytone HT, Claytone GR and Claytone PS by the company Southern Clay, the clays modified with stearyldimethylbenzoylammonium chloride, known as steralkonium bentonites, such as the products sold or made under the names Claytone APA and Claytone AF by the company Southern Clay, and Baragel 24 sold or made by the company Rheox.
  • modified clays such as, for example, hectorites modified
  • the composition may also contain silica, such as fumed silica.
  • the fumed silica may have a particle size, which may be nanometric to micrometric, for example ranging from about 5 nm to 200 nm.
  • the fumed silicas may be obtained by high-temperature hydrolysis of a volatile silicon compound in a hydrogen-oxygen flame, producing a finely divided silica. This process makes it possible to obtain hydrophilic silicas that have a large number of silanol groups at their surface.
  • hydrophilic silicas are sold or made, for example, under the names “Aerosil 130®”, “Aerosil 200®”, “Aerosil 255®”, “Aerosil 300®” and “Aerosil 380®” by the company Degussa, and "CAB-O-SIL HS-55®", “CAB- O-SIL EH-5®”, “CAB-O-SIL LM-130®”, “CAB-O-SIL MS-55®” and “CAB-O- SIL M-5®” by the company Cabot.
  • silanol groups can be replaced, for example, with hydrophobic groups: this then gives a hydrophobic silica.
  • the hydrophobic groups may be (a) trimethylsiloxyl groups, which are obtained in particular by treating fumed silica in the presence of hexamethyldisilazane. Silicas thus treated are known as "silica silylate" according to the CTFA (6th edition, 1995).
  • hydrophobic silicas such as fumed silica
  • the composition may also contain at least one typical wax.
  • a typical wax is a lipophilic fatty compound that is solid at room temperature (25 0 C) and atmospheric pressure (760 mmHg, i.e.
  • the waxes are those generally used in cosmetics and dermatology; they are, for example, of natural origin, for instance beeswax, ozokerite, carnauba wax, candelilla wax, ouricury wax, Japan wax, cork fiber wax, sugar cane wax, paraffin wax, lignite wax, microcrystalline waxes, lanolin wax, montan wax, ozokerites and hydrogenated oils such as hydrogenated jojoba oil as well as waxes of synthetic origin, for instance polyethylene waxes derived from the polymerization of ethylene, waxes obtained by Fischer-Tropsch synthesis, fatty acid esters and glycerides that are solid at 40 0 C, for example, at above 55°C, fatty alcohol waxes such as those sold by Baker Petrolite under the Performacol name (Performacol 350, 425 and 550) including C30-C50 alcohols, silicone waxes such as alkyl- and alkoxy-poly(di)
  • the composition may also include a tackifier (for example, those sold under the Regalite name), a liposoluble or lipodispersible rheological modifying agent (for example, PVP) and/or a block copolymer (for example, those sold under the Kraton name).
  • a tackifier for example, those sold under the Regalite name
  • a liposoluble or lipodispersible rheological modifying agent for example, PVP
  • a block copolymer for example, those sold under the Kraton name
  • the compositions contain so little of the viscosity increasing agents discuss above that the presence of such agents does not affect the cosmetic properties of the composition.
  • the compositions are substantially free of such viscosity increasing agents (i.e., contain less than about 1 % viscosity increasing agents), essentially free of such viscosity increasing agents (i.e., contain less than about 0.5% viscosity increasing agents) or free of such viscosity increasing agents (i.e., contain less than about 0.1 % viscosity increasing agents).
  • the compositions contain so little elastomer and/or wax that the presence of such elastomers and/or waxes does not affect the cosmetic properties of the composition.
  • the compositions are substantially free of such elastomers and/or waxes (i.e., contain less than about 0.5% elastomers and/or waxes), essentially free of such elastomers and/or waxes (i.e., contain less than about 0.25% elastomers and/or waxes) or free of such elastomers and/or waxes (i.e., contain less than about 0.1 % elastomers and/or waxes).
  • VOLATILE OIL VOLATILE OIL
  • compositions optionally further comprising at least one volatile oil are provided.
  • the at least one volatile oil is a silicone volatile oil, a hydrocarbon volatile oil, or a mixture thereof.
  • the composition may contain one or more volatile silicone oils.
  • volatile silicone oils include linear or cyclic silicone oils having a viscosity at room temperature less than or equal to 6cSt and having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms.
  • Other volatile oils which may be used include KF 96A of 6 cSt viscosity, a commercial product from Shin Etsu having a flash point of 94°C.
  • the volatile silicone oils have a flash point of at least 40 0 C.
  • Non-limiting examples of volatile silicone oils are listed in Table 1 below.
  • a volatile linear silicone oil may be employed in the compositions of the present invention.
  • Suitable volatile linear silicone oils include those described in U.S. patent no. 6,338,839 and WO03/042221 , the contents of which are incorporated herein by reference.
  • the volatile linear silicone oil is decamethyltetrasiloxane.
  • the decamethyltetrasiloxane is further combined with another solvent that is more volatile than decamethyltetrasiloxane.
  • the composition may contain one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters and volatile ethers.
  • volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and their mixtures and in particular branched C 8 to Ci 6 alkanes such as C 8 to Ci 6 isoalkanes (also known as isoparaffins), isododecane, isodecane, isohexadecane, and for example, the oils sold under the trade names of lsopar or Permethyl, the C 8 to Ci 6 branched esters such as isohexyl or isodecyl neopentanoate and their mixtures.
  • the volatile non- silicone oils have a flash point of at least 40 0 C.
  • the volatility of the solvents/oils can be determined using the evaporation speed as set forth in U.S. patent no. 6,338,839.
  • the volatile oil(s), when present, represent from about 5% to about 90% of the total weight of the composition, more preferably from about 10% to about 80% of the total weight of the composition, and most preferably from about 20% to about 75%, including all ranges and subranges therebetween.
  • compositions optionally further comprising at least one at least one coloring agent are provided.
  • such colored compositions are cosmetic compositions such as, for example, lip compositions (for example, lipstick or liquid lip colors), mascaras, nail polish or foundations.
  • the at least one coloring agent is preferably chosen from pigments, dyes, such as liposoluble dyes, nacreous pigments, and pearling agents.
  • Representative liposoluble dyes which may be used according to the present invention include Sudan Red, DC Red 17, DC Green 6, ⁇ -carotene, soybean oil, Sudan Brown, DC Yellow 11 , DC Violet 2, DC Orange 5, annatto, and quinoline yellow.
  • the liposoluble dyes, when present, generally have a concentration ranging up to 20% by weight of the total weight of the composition, such as from 0.0001% to 6%.
  • the nacreous pigments which may be used according to the present invention may be chosen from white nacreous pigments such as mica coated with titanium or with bismuth oxychloride, colored nacreous pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment chosen from those mentioned above, and nacreous pigments based on bismuth oxychloride.
  • the nacreous pigments if present, be present in the composition in a concentration ranging up to 50% by weight of the total weight of the composition, such as from 0.1 % to 20%, preferably from 0.1 % to 15%, including all ranges and subranges therebetween.
  • the pigments which may be used according to the present invention, may be chosen from white, colored, inorganic, organic, polymeric, nonpolymeric, coated and uncoated pigments.
  • Representative examples of mineral pigments include titanium dioxide, optionally surface- treated, zirconium oxide, zinc oxide, cerium oxide, iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate, and ferric blue.
  • Representative examples of organic pigments include carbon black, pigments of D & C type, and lakes based on cochineal carmine, barium, strontium, calcium, and aluminum.
  • the pigments may be present in the composition in a concentration ranging up to 50 % by weight of the total weight of the composition, such as from 0.5% to 40%, and further such as from 2% to 30%, including all ranges and subranges therebetween.
  • the pigments, including nacreous pigments may, for example, represent up to 50% by weight of the composition.
  • compositions optionally further comprising at least one at least one film forming agent are provided.
  • Acceptable film forming agents are known in the art and include, but are not limited to, those disclosed in U.S. patent application publication no. 2004/0170586, the entire contents of which is hereby incorporated by reference.
  • Non-limiting representative examples of such film forming agents include silicone resins such as, for example, MQ resins (for example, trimethylsiloxysilicates), T- propyl silsesquioxanes and MK resins (for example, polymethylsilsesquioxanes), silicone esters such as those disclosed in U.S. Pat. Nos.
  • polymers comprising a backbone chosen from vinyl polymers, methacrylic polymers, and acrylic polymers and at least one chain chosen from pendant siloxane groups and pendant fluorochemical groups such as those disclosed in U.S. Pat. Nos. 5,209,924, 4,693,935, 4,981 ,903, 4,981 ,902, and 4,972,037, and WO 01/32737, the disclosures of which are hereby incorporated by reference, polymers such as those described in U.S. Pat. No.
  • the film former when present, is present in the composition in an amount ranging from 0.1 % to 30% by weight relative to the total weight of the composition.
  • the film former is present in an amount ranging from 0.5% to 20% by weight relative to the total weight of the composition, and more preferably from 2% to 15%, including all ranges and subranges therebetween.
  • the film former of the present invention may be commercially available, and may come from suppliers in the form of a dilute solution. The amounts of the film former disclosed herein therefore reflect the weight percent of active material.
  • the combined amount of the amount of polyorganosiloxane containing polymer(s) and the film forming agents is 30- 50% by weight of the entire weight of the composition.
  • the polyorganosiloxane containing polymer is a silicone-polyamide copolymer and the film forming agent is a silicone resin, in particular trimethylsiloxysilicate, methylsilsesquioxane or propylsilsesquioxane.
  • the compositions of the present invention are anhydrous.
  • anhydrous composition it is meant that the composition contains substantially no water (that is, less than about 0.5% by weight of the composition of water).
  • an anhydrous composition preferably a mascara.
  • an oil such as, for example, a volatile oil such as isododecane, an ester such as isononyl isononanoate, or hydrogenated polydecene such as that sold under the trade name PureSyn 2
  • low Mw polar modified waxes can be used.
  • polar modified waxes having a Mw of less than 10,000 preferably less than 7,000, and most preferably less than about 3,000 (for example, 2,025) can be used.
  • the compositions of the present invention further comprise water.
  • water is preferably present in an amount ranging from about 0.6 to about 70 %, preferably from about 3.0 to 60%, and more preferably from about 5 to about 50 % relative to the total weight of the composition.
  • water-containing cosmetic compositions are foundations or mascaras, and are emulsions or dispersions.
  • the compositions of the present invention are in the form of an emulsion.
  • Suitable emulsion forms include but are not limited to oil-in-water, water-in- oil, oil-in-water-in-oil, water-in-oil-in-water and nanoemulsions (emulsions whose oil globules are of very fine particle size, that is to say that they have a number-average size of less than about 100 nanometers (nm)).
  • Emulsions contain at least one oil phase and at least one aqueous phase.
  • emulsions contain surfactants or surfactant-like materials which provide stability to the emulsions and inhibit de-phasing of the emulsions.
  • surfactants include O/W surfactants such as those sold under the names Tween 20, lnutec and Amphisol K.
  • emulsion compositions can be easily removed from the keratin material to which they have been applied (for example, they are washable).
  • composition of the invention can also comprise any additive usually used in the field under consideration.
  • dispersants such as poly(12-hydroxystearic acid), antioxidants, essential oils, sunscreens, preserving agents, fragrances, fillers, neutralizing agents, cosmetic and dermatological active agents such as, for example, emollients, moisturizers, vitamins, essential fatty acids, surfactants, pasty compounds and mixtures thereof can be added.
  • emollients such as, moisturizers, vitamins, essential fatty acids, surfactants, pasty compounds and mixtures thereof
  • suitable additional components can be found in the other references which have been incorporated by reference in this application.
  • additives may be present in the composition in a proportion from 0% to 99% (such as from 0.01 % to 90%) relative to the total weight of the composition and further such as from 0.1 % to 50% (if present), including all ranges and subranges therebetween.
  • composition of the invention should be cosmetically or dermatologically acceptable, i.e., it should contain a nontoxic physiologically acceptable medium and should be able to be applied to the eyelashes of human beings.
  • Non-limiting examples of such additional components include non-volatile oils such as silicone oils (for example, dimethicone, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, etc) or hydrocarbon oils (for example, esters).
  • non-volatile oils such as silicone oils (for example, dimethicone, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, etc) or hydrocarbon oils (for example, esters).
  • silicone oils for example, dimethicone, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, etc
  • hydrocarbon oils for example, esters.
  • the compositions of the present invention are substantially free of silicone oils (i.e., contain less than about 0.5 % silicone oils).
  • non-silicone oils i.e., contain less than about 0.5% non-silicone oils
  • the compositions are substantially free of non-volatile oils (i.e
  • compositions of the present invention by applying compositions of the present invention to the keratinous material in an amount sufficient to treat, care for and/or make up the keratinous material are provided.
  • "making up" the keratin material includes applying at least one coloring agent to the keratin material in an amount sufficient to provide color to the keratin material.
  • compositions of the present invention are provided.
  • compositions of the present invention to the keratinous material in an amount sufficient to enhance the appearance of the keratinous material are provided.
  • compositions of the present invention comprising at least one polyorganosiloxane containing polymer, preferably a polysilicone- polyamide copolymer, and at least one polar modified wax are applied topically to the desired area of the keratin material in an amount sufficient to treat, care for and/or make up the keratinous material, to cover or hide defects associated with keratinous material, skin imperfections or discolorations, or to enhance the appearance of keratinous material.
  • the compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily and then preferably allowed to dry before subjecting to contact such as with clothing or other objects (for example, a glass or a topcoat).
  • the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.
  • the composition is preferably applied to the desired area that is dry or has been dried prior to application, or to which a basecoat has been previously applied.
  • the composition further comprises at least one coloring agent, at least one film forming agent and/or at least one volatile oil.
  • compositions having improved cosmetic properties such as, for example, improved feel upon application (for example, texture, reduced drag or tackiness), increased anti-smudging properties, shine/color characteristics and/or increased long wear properties are provided.
  • methods of improving the viscoelastic properties of a composition comprising combining at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, and at least one polar modified wax to form a composition are provided.
  • the at least one polyorganosiloxane containing polymer and the at least one polar modified are present in amounts sufficient to achieve the desired result.
  • the compounds are present in a synergistically effective amount.
  • methods of improving the anti-smudging, transfer-resistance and/or long wear properties of a composition comprising combining at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, and at least one polar modified wax to form a composition are provided.
  • the at least one polyorganosiloxane containing polymer and the at least one polar modified are present in amounts sufficient to achieve the desired result.
  • the compounds are present in a synergistically effective amount.
  • a composition preferably a makeup compositions such as a foundation or lip composition
  • methods of improving the feel or texture of a composition comprising combining at least one polyorganosiloxane containing polymer, preferably a silicone-polyamide copolymer, and at least one polar modified wax to form a composition
  • the at least one polyorganosiloxane containing polymer and the at least one polar modified are present in amounts sufficient to achieve the desired result.
  • the compounds are present in a synergistically effective amount.
  • compositions comprising mixing together at least one polyorganosiloxane containing polymer, preferably a silicone- polyamide copolymer, and at least one polar modified wax to form a composition.
  • the polar modified wax is in an aqueous phase
  • the polyorganosiloxane polymer is in an oil phase
  • the polyorganosiloxane polymer and the polar modified wax are combined when the aqueous phase and the oil phase are combined.
  • liquid foundation of example 1 was very creamy and easy to spread and blend.
  • the foundation also provided a smooth and comfortable feeling upon application.
  • Example 2 contained a polysilicone polyamide copolymer.
  • Example 3 contained a polar modified wax.
  • Example 4 contained both a polysilicone polyamide copolymer and a polar modified wax.
  • Example 2 was unstable and grainy.
  • Example 3 was stable but not creamy -- it did not provide a smooth and comfortable feeling upon application.
  • Example 4 was both stable and creamy. Also, example 4 possessed excellent wear and smudging characteristics for 8 hours.

Abstract

L'invention porte sur une composition physiologiquement acceptable, notamment une composition cosmétique, comprenant (a) au moins un polymère contenant un polyorganosiloxane comprenant au moins une fraction qui comprend au moins un groupe polyorganosiloxane constitué de 1 à environ 1 000 unités organosiloxanes dans la chaîne de la fraction ou sous la forme d'une greffe, et au moins deux groupes capables d'établir des interactions hydrogène, et (b) au moins une cire modifiée polaire. L'invention porte également sur des procédés d'utilisation de telles compositions.
PCT/US2008/087314 2007-12-28 2008-12-18 Composition contenant un polymère polyorganosiloxane et une cire modifiée polaire WO2009085888A1 (fr)

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US8778316B2 (en) 2008-12-11 2014-07-15 L'oreal Non-sticky, hydrating and moisturizing aqueous lip gloss composition
US8475816B2 (en) 2008-12-16 2013-07-02 L'oreal S.A. Emulsion lipstick composition
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US9040593B2 (en) 2008-12-16 2015-05-26 L'oreal Water-insoluble reaction product of a polyamine and an oil-soluble high carbon polar modified polymer
US8932566B2 (en) 2009-06-29 2015-01-13 L'oreal Composition comprising a polyol and a oil-soluble polar modified polymer
US8663609B2 (en) 2009-06-29 2014-03-04 L'oreal Composition comprising a polyol, a sugar silicone surfactant and a oil-soluble polar modified polymer
US8663667B2 (en) 2009-06-29 2014-03-04 L'oreal Refreshing cream foundation in gel form
US8828366B2 (en) 2009-06-29 2014-09-09 L'oreal Hydrating cream foundation in emulsion form
US20110021681A1 (en) * 2009-06-29 2011-01-27 L'oreal S.A. Composition containing a polyol and a reaction product
US8652451B2 (en) 2009-06-29 2014-02-18 L'oreal Composition comprising a sugar silicone surfactant and a oil-soluble polar modified polymer
US8647611B2 (en) * 2009-06-29 2014-02-11 L'oréal Composition containing a polyol and a reaction product
US8597626B2 (en) 2009-06-29 2013-12-03 L'oreal Long wear, waterproof mascara composition with water washability
US8747868B2 (en) 2010-12-30 2014-06-10 L'oreal Reaction product of a polar modified polymer and an alkoxysilane and a composition containing the reaction product
US8846062B2 (en) 2010-12-30 2014-09-30 L'oreal Reaction product of a polar modified polymer and an alkoxysilane and a composition containing the reaction product

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