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WO2025006854A1 - Compositions d'émulsion h/e contenant un composé polysaccharide modifié de manière hydrophobe et un agent de formation de film en phase aqueuse - Google Patents

Compositions d'émulsion h/e contenant un composé polysaccharide modifié de manière hydrophobe et un agent de formation de film en phase aqueuse Download PDF

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Publication number
WO2025006854A1
WO2025006854A1 PCT/US2024/035979 US2024035979W WO2025006854A1 WO 2025006854 A1 WO2025006854 A1 WO 2025006854A1 US 2024035979 W US2024035979 W US 2024035979W WO 2025006854 A1 WO2025006854 A1 WO 2025006854A1
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Prior art keywords
composition
compositions
oil
present
aqueous phase
Prior art date
Application number
PCT/US2024/035979
Other languages
English (en)
Inventor
Yixin Yang
Treasure BELLAMY
Brady ZARKET
Original Assignee
L'oreal
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
Priority claimed from US18/345,554 external-priority patent/US20250000759A1/en
Priority claimed from FR2311124A external-priority patent/FR3154001A3/fr
Application filed by L'oreal filed Critical L'oreal
Publication of WO2025006854A1 publication Critical patent/WO2025006854A1/fr

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Classifications

    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • 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
    • A61K8/73—Polysaccharides
    • 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
    • A61K8/8129—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 an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers or esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers, e.g. polyvinylmethylether
    • 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
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K8/817—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • A61K8/817—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers

Definitions

  • the present invention relates to oil-in-water (o/w) emulsions (compositions) comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former, as well as to methods and kits comprising such emulsion compositions in container(s) or in application.
  • the compositions have beneficial cosmetic properties including, for example, as primer or setter compositions for good or improved wear, water and/or sebum resistance, and/or transfer resistance properties of separately-applied compositions.
  • compositions comprising unmodified silicone resin as film forming agent are known, such as the compound having the INCI name: Trimethylsiloxysilicate or a compound having the INCI name: Polypropylsilsesquioxane, or alternatively a silicone acrylate copolymer such as the product having the INCI name: Acrylates/polytrimethylsiloxymethacrylate copolymer).
  • unmodified silicone resin such as the compound having the INCI name: Trimethylsiloxysilicate or a compound having the INCI name: Polypropylsilsesquioxane, or alternatively a silicone acrylate copolymer such as the product having the INCI name: Acrylates/polytrimethylsiloxymethacrylate copolymer).
  • the aim of the present invention is to propose compositions which offer excellent staying power of the expected cosmetic effects, notably the color of the makeup on keratin materials (skin, lips, nails, hair, eyelashes, eyebrows) which may extend the duration of the cosmetic composition on keratin materials, as well as improve wear of the cosmetic composition on keratin materials and its resistance to external forces such as one or more of mechanical friction, water, sweat and perspiration, sebum, oil, etc.
  • compositions such as primer or setter compositions having improved properties with respect to composition ease of and/or comfort of application of the composition, and/or in particular with respect to improved properties related to improved wear of the cosmetic composition on keratin materials and its resistance to external forces such as mechanical friction, water, sweat and perspiration, sebum and/or oil.
  • the present invention relates to oil-in-water (o/w) emulsions (compositions) comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former.
  • the composition is a composition for application to skin.
  • the composition is a setter or a primer composition, and/or is in the form of a gel.
  • the composition further comprises at least one gelling agent and/or at least one active agent.
  • the present invention also relates to methods of setting a color cosmetic composition (e.g., composition containing colorant such as a foundation) and/or priming keratinous material for a color cosmetic composition by applying compositions of the present invention to the keratinous material (priming) and/or to a color cosmetic composition previously-applied to keratinous material (setting) in an amount sufficient to prime the keratinous material for the color cosmetic composition and/or in an amount sufficient to obtain setting of the previously-applied color cosmetic composition to keratinous material.
  • a color cosmetic composition e.g., composition containing colorant such as a foundation
  • priming keratinous material for a color cosmetic composition by applying compositions of the present invention to the keratinous material (priming) and/or to a color cosmetic composition previously-applied to kerati
  • kits comprising, as separate compositions in one or more containers within the kits, (A) at least one composition of the present invention, in particular a setter or primer composition for cosmetics, comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former; and (B) at least one cosmetic composition comprising at least one colorant.
  • A at least one composition of the present invention, in particular a setter or primer composition for cosmetics, comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former
  • B at least one cosmetic composition comprising at least one colorant.
  • the present invention also relates to sets, as applied onto keratinous material, comprising (A) at least one first layer of at least one cosmetic composition comprising at least one colorant; and (B) at least one second layer of at least one composition of the present invention, in particular a setter or primer composition for cosmetic compositions comprising at least one colorant, comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former.
  • the at least one second layer is applied over the at least one first layer (in which case the second layer is a setter layer formed by application of a setter composition to the first layer).
  • the at least one first layer is applied over the at least one second layer
  • the at least one second layer is a primer layer formed by application of a primer composition over keratinous material.
  • the present invention also relates to methods of making oil-in-water (o/w) emulsions (compositions) of the present invention comprising combining at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former during formation of the emulsion composition.
  • the composition is a composition for application to skin.
  • the composition is a setter or a primer composition, and/or is in the form of a gel.
  • the composition further comprises at least one gelling agent and/or at least one active agent.
  • “A” or “an” as used herein means “at least one.”
  • “At least one” means one or more and thus includes individual components as well as mixtures/combinations.
  • all ranges provided are meant to include every specific range within, and combination of subranges between, the given ranges. Thus, a range from 1-5, includes specifically 1, 2, 3, 4 and 5, as well as subranges such as and 2-5, 3-5, 2-3, 2-4, 1-4, etc.
  • “Film former”, “film-forming polymer” 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.
  • “Wax” as used herein is a lipophilic fatty compound that is solid at ambient temperature (25°C) and changes from the solid to the liquid state reversibly, having a melting temperature of more than 30°C and, for example, more than 45°C, and a hardness of more than 0.5 MPa at ambient temperature.
  • “Surfactant” and “emulsifier” are used interchangeably throughout this specification.
  • “Substituted” as used herein, means comprising at least one substituent.
  • substituents include atoms, such as oxygen atoms and nitrogen atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalky groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen containing groups, ester groups, thiol groups, sulphonate groups, thiosulphate groups, siloxane groups, and polysiloxane groups.
  • the substituent(s) may be further substituted.
  • “Volatile”, as used herein, means having a flash point of less than about 115°C.
  • “Polymer” as used herein means a compound which is made up of at least two monomers.
  • “Matte” in compositions as used herein refers to compositions having little to no light reflection. For example, matte compositions can have average gloss properties, measured at 60°, of less than or equal to 10, for example 9, preferably less than or equal to 8, 6, 5, 4 or 1, including all ranges and subranges therebetween such as 1-10, 1-5, 2-10, 3-8, less than 1, less than 3, less than 5, etc.
  • Such measurements can be made by depositing films to be tested onto a substrate (ex. a black scrub panel P121-10N or opacity card BYK No.2810) using a drawdown bar (for example, of 1mil, 3mil, or 6mil thickness) and an Automatic Drawdown Machine.
  • the films can then be dried at room temperature and analyzed using a gloss meter (BYK: micro-TRI-gloss) at an angle of 60°.
  • Free or “substantially free” or “devoid of” as it is used herein means that while it is preferred that no amount of the specific component be present in the composition, it is possible to have very small amounts of it in the compositions of the invention provided that these amounts do not materially affect at least one, preferably most, of the advantageous properties of the conditioning compositions of the invention.
  • free of colorant means that an effective amount (that is, more than trace amounts) of colorant is omitted from the composition (that is, about 0% by weight), “substantially free of colorant” means that colorant is present in amounts not greater than 0.1% by weight, and “devoid of colorant” means that colorant is present in amounts not greater than 0.25% by weight, based on the total weight of the composition.
  • silicone oils compositions of the invention which are “free of silicone oils,” “substantially free of silicone oils,” and “devoid of silicone oils” have meanings consistent with the discussion within this paragraph), even if not specifically discussed for each identified ingredient.
  • free of phenylated silicone oil means that an effective amount (that is, a matte-inhibiting effective amount) of phenylated silicone oil is omitted from the composition (that is, about 0% by weight), “substantially free of phenylated silicone oil” means that phenylated silicone oil is present in amounts not greater than 0.25% by weight, and “devoid of phenylated silicone oil” means that phenylated silicone oil is present in amounts not greater than 0.5% by weight, based on the total weight of the composition.
  • compositions of the invention which are “free of mattifying fillers,” “substantially free of mattifying fillers,” and “devoid of mattifying fillers,”
  • additional film formers other than hydrophobically-modified polysaccharide compound and aqueous phase film former compositions of the invention which are "free of additional film formers,” “substantially free of additional film formers,” and “devoid of additional film formers” have meanings consistent with the discussion within this paragraph, even if not specifically discussed for each identified ingredient. Discussed examples of the use of such language such as those in this paragraph are intended to be exemplary, not limiting.
  • “Makeup Result” 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. “Makeup Result” may be evaluated by evaluating long wear properties 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 keratin materials such as 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 keratin materials such as 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.
  • Keratinous material or “keratin material” means natural nails, lips, skin such as the face, the body, the hands, and the area around the eyes, and keratin fibres such as head hair, eyelashes, eyebrows, bodily hair of a human, as well as synthetic additions such as false eyelashes, false eyebrows, false nails, etc.
  • “Physiologically acceptable” means compatible with keratinous material and having a pleasant color, odor and feel, and which does not cause any unacceptable discomfort (stinging or tautness) liable to discourage a consumer from using the composition.
  • Compositions of the present invention may be in the form of a gel composition.
  • “Gel composition” means a composition which does not flow similar to a liquid when applied to a substrate, a composition which has a 3-dimensional network that inhibits the composition from spreading on, or dripping from, a substrate after application owing to gravity over a short period of time (e.g., less than 10 seconds).
  • G’ (storage modulus) is higher than G” (loss modulus) at all range of strains up to 300% strain.
  • G’ (storage modulus) is higher than G” (loss modulus) at low strain, but with G’ decreasing and G” increasing, and the gel has the crossover point at >0.1% strain, preferably >1% strain, and preferably less than 200% strain, preferably less than 150% strain.
  • Gel Crossover Point (Sol/Gel Point), means the point at which the G” (loss modulus) intersects the G’ (storage modulus), reported in % strain. It is the point at which a composition goes from a more solid state to a more liquid state.
  • An example of a method for determining gel crossover point is as follows: G” (loss modulus) and G’ (storage modulus) using a Discovery HR-3 Rheometer by TA Instruments, having 40 mm parallel plate geometry on a stainless steel flat peltier plate. The test can be run @ 25°C, with test parameter of angular frequency of 1.0 rad/s and logarithmic sweep: Strain % 0.01 to 1000.0%. 5 points per decade.
  • Natural compound refers to any compound derived directly from a natural substance such as a plant without having undergone any chemical modification.
  • Compound of natural origin refers to any compound derived from a natural compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.
  • Synthetic compound refers to any compound which is not a natural compound or a compound of natural origin.
  • Room temperature means 25°C.
  • “Atmospheric pressure” means 760 mmHg, i.e.10 5 pascals.
  • 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.
  • the aqueous phase solvent system can “consist essentially of” water and C2-C5 monoalcohol
  • the film forming system of the composition can consist essentially of the hydrophobically-modified polysaccharide compound and the aqueous phase film former
  • the oil phase film forming system can consist essentially of the hydrophobically-modified polysaccharide compound.
  • compositions, components and methods which “consist essentially of” identified ingredients or actions is transfer resistance.
  • materials including, but not limited to polymers and optional components. The inventors herein do not intend to be limited by materials described and referenced by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different name or catalog (reference) number) to those referenced by trade name may be substituted and utilized in the methods described and claimed herein.
  • All percentages and ratios are calculated by weight unless otherwise indicated. All percentages are calculated based on the total weight of a composition unless otherwise indicated.
  • compositions including one or more aqueous phase film-forming polymers (“first film-forming polymers” or “first film formers”) that is/are non-ionic water-soluble or water dispersible polymer are provided.
  • first film-forming polymers or “first film formers”
  • non-ionic water-soluble or water-dispersible it is meant that the polymer is non-ionic.
  • the polymer is also water-soluble or water-dispersible, particularly to the extent that it can be readily stabilized throughout a vehicle (e.g., water) present in the composition.
  • a vehicle e.g., water
  • the one or more of these first film-forming polymers are part of a aqueous phase film-forming system.
  • the aqueous phase film forming system can comprise, consist essentially of, or consist of one aqueous phase film former.
  • aqueous phase film forming polymer examples include, but are not limited to, homopolymers and copolymers containing at least one (meth)acrylic acid ((meth)acrylate) monomer and/or at least one vinylpyrrolidone monomer such as polyvinylpyrrolidone, vinyl pyrrolidone/vinyl acetate copolymers, vinyl pyrrolidone/acrylic acid copolymers, vinyl pyrrolidone/acrylate copolymers, alkyl (e.g., butyl) acrylate/hydroxyalkyl (e.g., propyl) dimethicone acrylate copolymers, styrene/acrylates/ammonium methacrylate copolymers, acrylamide/sodium acryloyldimethyltaurate copolymer, etc.; water-soluble polysaccharides such as pectin, unmodified pullulan or cellulose compounds; polyurethanes;
  • the at least one aqueous phase film forming polymer is at least one cyclic amide-containing polymer.
  • the at least one cyclic amide-containing polymer also has at least one of cyclic amine and/or acrylamide functionality as well, preferably both of these, although it is possible for the at least one polymer to contain neither cyclic amine nor acrylamide functionality.
  • Cyclic amide and cyclic amine monomers useful in the preferred first film- forming polymers include those having one or more aromatic or aliphatic ring structures. These rings may have sizes ranging from about having sizes of, for example, 5 to 8 ring members.
  • monomers useful in forming these first film-forming polymers are polymerizable, ethylenically-unsaturated monomers having a cyclic amine residue or a cyclic amide residue.
  • the cyclic amide monomers of these first film-forming polymers may include cyclic amide residues that are or include heterocyclic ring structures such as lactams and the like. These may include ⁇ -Lactam, ⁇ -lactam, ⁇ -lactam, ⁇ -lactam, and ⁇ -lactam.
  • the cyclic amide is a pyrrolidone (a ⁇ -lactam), in particular vinylpyrrolidone
  • Useful cyclic amine residues may include any of various heterocyclic amines such as azoles, pyrroles, pyrrolidines, carbamates, and the like.
  • the cyclic amine residue is an imidazole.
  • acrylamide monomers useful in these first film- forming polymers include those having —C3H5NO functional groups. Examples include (meth) acrylamides.
  • At least one cyclic amide-containing polymer preferably has at least one of cyclic amine and acrylamide functionality as well, preferably both, although it is possible that the polymer contains neither functionality.
  • polymer(s) containing cyclic amide residue(s) but not cyclic amine or acrylamide functionality include but are not limited to vinylpyrrolidone homopolymers (polyvinylpyrrolidone) and vinylpyrrolidone copolymers containing at least one monomer other than vinylpyrrolidone such as, for example, substituted or unsubstituted C2 (acrylic acid) or C3 (allyl) groups, possibly in the form of esters (for example, acrylates or methacrylates) or ethers.
  • the at least one aqueous phase film forming polymer has a weight average molecular weight in a range from about 10,000 daltons to about 1,000,000 daltons, including all ranges and subranges therebetween such as, for example, 50,000 daltons to 500,000 daltons, 75,000 daltons to 300,000 daltons, and 100,000 daltons to 250,000 daltons.
  • the at least one cyclic amide-containing polymer is a copolymer of N-vinyl pyrrolidone, methacrylamide, and N-vinylimidazole.
  • the at least one cyclic amide-containing polymer may be a commercially available variety, such as LUVISET CLEAR AT3, commercially available from BASF of Ludwigshafen, Germany.
  • the compositions of the present invention are devoid of, free of, or substantially free of, polyurethanes.
  • the at least one aqueous phase film forming polymer is present in the compositions of the present invention in an amount ranging from about 0.5% to about 25% by weight, preferably from about 0.75% to about 20% by weight, preferably from 1% to about 10%, and preferably from about 1% to about 5% by weight with respect to the weight of the composition, including all ranges and subranges therebetween such as, for example, 4% to 15%, 1% to 3%, 3% to 25%, etc.
  • the at least one aqueous phase film forming polymer is present in the compositions of the present invention in an amount greater than 1% by weight of the total weight of the composition.
  • compositions including one or more hydrophobically-modified polysaccharide compound(s) (“second film-forming polymers” or “second film formers”) are provided.
  • the one or more of these second film-forming polymers are part of a composition film-forming system along with the at least one aqueous phase film former.
  • other film forming agents can be in the composition film-forming system in the composition, if desired.
  • the at least one hydrophobically-modified polysaccharide is at least one hydrophobically- modified pullulan compound.
  • Pullulan is a natural polysaccharide produced from starch by the fungus Aureobasidium pullulans.
  • Pullulan is an alpha-glucan mainly constituted of maltotriose repeating units linearly joined through alpha 1,6-glycosidic linkages. Natural pullulan is readily soluble in cold or warm water and forms clear, viscous solutions in it.
  • Pullulan may be produced, for example, from the fermentation of partially hydrolyzed starch or by using sucrose, sugar cane, milk, potato and other sources for carbohydrate starting materials.
  • Suitable pullulan compounds include those described in U.S. patent application 2018/0133144, the entire contents of which is incorporated herein by reference.
  • pullulan compounds of the present invention are oil-soluble.
  • preferred pullulan compounds of the present invention have been modified with a hydrophobic group such as a silicone group or a hydrocarbon group which imparts oil-solubility to the compound.
  • Such modifications can include, for example, a silicone group such as a siloxysilyl group (-[-SiRR’-SiOR”R”’-]-), where R, R’, R’’ and R’’’ are alkyl groups preferably containing 1 to 8 carbon atoms, preferably 1 to 4 carbon atoms and preferably 1 to 3 carbon atoms), or the can include C8 or greater hydrocarbon groups (for example, hydrocarbon groups containing 8 to 24 carbon atoms including ranges and subranges therebetween such as 12 to 22 carbon atoms and 12 to 18 carbon atoms).
  • a silicone group such as a siloxysilyl group (-[-SiRR’-SiOR”R”’-]-), where R, R’, R’’ and R’’’ are alkyl groups preferably containing 1 to 8 carbon atoms, preferably 1 to 4 carbon atoms and preferably 1 to 3 carbon atoms), or the can include C8 or greater hydrocarbon groups (for example, hydrocarbon groups
  • pullulan may be modified with a silicone group which imparts oil solubility to the compound (“silicone-modified pullulan compound.”)
  • a preferred silicone-modified pullulan compound has a structure corresponding to: [0074] pullulan-linker-silicone group; [0075] where the silicone group is preferably a C1-C6 alkyl-substituted siloxysilyl group such as, for example, a monoalkyl-substituted siloxysilyl group, a diakyl- substituted siloxysilyl group, or a trialkyl-substituted siloxysilyl group, where the C1- C6 alkyl group is linear, cyclic or branched, substituted or unsubstituted; and [0076] where the linker does not adversely affect either the film forming properties or the oil-solubility properties of the compound.
  • the linker is alkyl (-C-), ester or ether (-O-), amide or amine (-N-) or a combination thereof such as a carbamoyl group.
  • the linker is a carbamoyl group.
  • the pullulan compound is a trialkylsiloxysilylcarbamoyl pullulan, with a particularly preferred compound being trimethylsiloxysilylcarbamoyl pullulan.
  • pullulan compound(s) in the compositions of the present invention have a molecular weight of 50,000 to 10,000,000 daltons, preferably 100,000 to 5,000,000 daltons, preferably 250,000 to 1,000,000 daltons, including all ranges and subranges therebetween including, for example, 200,000 to 7,600,000 daltons, 350,000 to 8,750,000 daltons, 225,000 to 700,000 daltons, etc..
  • the at least one hydrophobically-modified polysaccharide compound is present in the compositions of the present invention in an amount ranging from about 0.5% to about 25% by weight, preferably from about 0.75% to about 20% by weight, preferably from about 1% to about 10%, and preferably from about 1% to about 5% by weight with respect to the weight of the composition, including all ranges and subranges therebetween such as, for example, 4% to 14%, 1% to 5%, 1.5% to 8%, etc.
  • the at least one hydrophobically-modified polysaccharide compound is present in the compositions of the present invention in an amount greater than 1.5% by weight of the total weight of the composition.
  • the combined, total amount of aqueous phase film former and hydrophobically-modified polysaccharide compound present in the compositions of the present invention is from about 0.5% to about 25% by weight, preferably from about 0.75% to about 20% by weight, and preferably from about 1% to about 10% by weight, with all weights being based on the total weight of the composition, including all ranges and subranges therein such as, for example, 1%-10%, 2% to 8%, 2.5% to 6%; 2.75% to 8%,1.5% to 4%, 1.25% to 5%, etc.
  • the at least one aqueous phase film former and the at least one hydrophobically-modified polysaccharide compound are present in the compositions of the present invention in a weight ratio of about 5:1 to about 1:5, preferably about 3:1 to about 1:3, and preferably about 2.5:1 to about 1:2.5, including all ranges and subranges within these ranges, and in particular ranges and subranges obtained by using the end points of the compositions in the examples below such as, for example, 3.75/1.5 (example 3-G) to 3/1.25(example 3- I), etc.
  • compositions comprising an aqueous phase solvent system comprising (i) water in an amount of at least about 10% by weight with respect to the total weight of the composition; and (ii) optionally, at least one C2-C5 monoalcohol are provided.
  • the composition is in the form of an emulsion with a continuous outer phase which is aqueous, preferably an oil-in-water (o/w) emulsion.
  • the compositions of the present invention comprise water.
  • the compositions comprise at least about 10% water by weight, preferably greater than 20% water by weight, preferably greater than about 25% water by weight, and preferably greater than about 30% water by weight, preferably in amounts from about 10% to about 80%, preferably from greater than 20% to about 75%, preferably from about 25% to about 60%, and preferably from about 30% to about 50%, by weight, based on the total weight of the composition, including all ranges and subranges therebetween such as, for example, about 30% to about 60%.
  • Suitable C2-C5 monoalcohols include ethanol, propanol, butanol, pentanol, isopropanol, isobutanol and isopentanol. Ethanol is particularly preferred.
  • the C2-C5 monoalcohol(s), if present, is/are present in the compositions of the present invention in an amount ranging from about 1% to about 50%, preferably from about 2.5% to about 40%, preferably from about 2.5% to about 30%, and preferably from about 2.5% to about 25%, by weight, based on the total weight of the composition, including all ranges and subranges in between such as, for example, about 1% to about 25%.
  • the aqueous phase solvent system of the compositions of the present invention consists essentially of, or consists of, water and, optionally, C2-C5 monoalcohols.
  • the aqueous phase solvent system is “free of,” “devoid of” or “substantially free of” solvents other than water and, optionally, C2-C5 monoalcohols.
  • Oil Phase [0089] According to the present invention, compositions comprising at least one oil are provided.
  • compositions of the present invention preferably comprise sufficient oil to form an oil-in-water emulsion, preferably from about 1% to about 80% oil, more preferably from about 2% to about 60% oil, preferably from about 5% to about 50% oil, preferably about 10% to about 45% oil, and preferably from about 20% to about 40% oil by weight with respect to the total weight of the composition, including all ranges and subranges therebetween such as, for example, 5% to 15%, 10% to 25%, etc.
  • compositions “free of,” substantially free of” or “devoid of” (as defined above) oils can also be prepared.
  • Suitable oils include volatile and/or non-volatile oils. Such oils can be any acceptable oil including but not limited to silicone oils and/or hydrocarbon oils.
  • the oil carrier comprises 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 6 cSt 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°C.
  • a volatile linear silicone oil may be employed in 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 oil carrier comprises 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 C8 to C16 alkanes such as C8 to C16 isoalkanes (also known as isoparaffins), isododecane, isodecane, and for example, the oils sold under the trade names of Isopar or Permethyl.
  • the volatile non-silicone oils have a flash point of at least 40°C.
  • Non-limiting examples of volatile non-silicone volatile oils are given in Table 2 below.
  • the oil carrier comprises at least one non-volatile oil.
  • non-volatile oils examples include, but are not limited to, polar oils such as: [00100] hydrocarbon-based plant oils with a high triglyceride content consisting of fatty acid esters of glycerol, the fatty acids of which may have varied chain lengths, these chains possibly being linear or branched, and saturated or unsaturated; these oils are especially wheat germ oil, corn oil, sunflower oil, karite butter, castor oil, sweet almond oil, macadamia oil, apricot oil, soybean oil, rapeseed oil, cottonseed oil, alfalfa oil, poppy oil, pumpkin oil, sesame seed oil, marrow oil, avocado oil, hazelnut oil, grape seed oil, blackcurrant seed oil, evening primrose oil, millet oil, barley oil, quinoa oil, olive oil, rye oil, safflower oil, candlenut oil, passion flower oil or musk rose oil; or caprylic/capric acid triglycer
  • polar oils such as:
  • non-volatile oils examples include, but are not limited to, non-polar oils such as branched and unbranched hydrocarbons and hydrocarbon waxes including polyolefins, in particular Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydrosqualene, and mixtures thereof.
  • the compositions of the present invention are devoid of, free of, or substantially free of, silicone oils.
  • compositions of the present invention are devoid of, free of, or substantially free of, non-volatile oils.
  • the compositions of the present invention are devoid of, free of, or substantially free of, waxes.
  • High HLB Surfactant [00110] According to preferred embodiments of the present invention, compositions comprising at least one high HLB surfactant are provided.
  • HLB refers to the “hydrophilic-lipophilic balance” associated with emulsifiers/surfactants. In particular, “HLB” value relates to the ratio of hydrophilic groups and lipophilic groups in emulsifiers, and also relates to solubility of the emulsifiers.
  • HLB emulsifiers are more soluble in oils (lipophilic material) and are more appropriate for use in water-in-oil (W/O) emulsions.
  • Higher HLB emulsifiers are more soluble in water (hydrophilic material) and are more appropriate for oil-in-water (O/W) emulsions.
  • “high HLB surfactant” means a surfactant having an HLB value of greater than 8.
  • high HLB value means a surfactant having an HLB value greater than or equal to 8, preferably greater than or equal to 9, preferably greater than or equal to 10, preferably greater than or equal to 12, and preferably greater than or equal to 13.
  • surfactants include, but are not limited to, the following: [00112] Polyethylene glycolated (PEG) and/or glycerolated esters or ethers, such as polyethylene glycolated and/or glycerolated branched or linear C8-C24 compounds, for example, Oleth-50, Oleth-20, Oleth-10, Ceteth-10, Steareth-20, Laureth-23, PEG-8 stearate, PEG-8 isostearate, PEG-20 stearate PEG-40 stearate, etc.; [00113] sorbitan esters or ethers, such as oxyethylenated or nonoxyethylenated sorbitan mono- or polyalkyl esters or ethers, such as Polysorbate 21, Polysorbate 40, Polysorbate 80, Polysorbate 60, Polysorbate 61, sorbitan isostearate, glyceryl sorbitan isostearate, sorbitan sesquiole
  • the at least one high HLB surfactant is preferably present in the compositions of the present invention in an amount of about 0.1% to about 5%, preferably from about 0.1% to about 4%, and preferably from about 0.1% to about 3% by weight with respect to the total weight of the composition, including all ranges and subranges therebetween.
  • Gelling Agent/Colorant/Active Agent [00119] Gelling Agent [00120] According to preferred embodiments of the present invention, compositions further comprising at least one gelling agent are provided.
  • Suitable gelling agents include any gelling agent, such as for example, gums, clays and acrylic acid (co)polymers, such as high molecular weight homo- or co-polymers comprising acrylic acid, optionally crosslinked with a polyalkenyl polyether, including some polymers identified as “carbomer” as well as amphiphilic polymers.
  • the gelling agent is a gum, an amphiphilic polymer or a clay, or a combination of any of these.
  • the at least one gelling agent is preferably at least one gum.
  • Suitable examples of thickening gums include, but are not limited to, Suitable gums include xanthan, sclerotium, pectin, karaya, arabic, gelatin, agar, guar, carrageenan, alginate and combinations thereof.
  • the at least one gelling agent is preferably at least one amphiphilic polymer, comprising at least one ethylenically unsaturated monomer, preferably containing a sulphonic group, in freeform or partially or totally neutralized form.
  • the amphiphilic polymers may comprise at least one hydrophobic portion.
  • the hydrophobic portion present in these polymers preferably contains from 6 to 50 carbon atoms, preferably from 6 to 22 carbon atoms, preferably from 6 to 18 carbon atoms and preferably from 12 to 18 carbon atoms, including all ranges and subranges therebetween.
  • the amphiphilic polymers may have a molar mass ranging from 50,000 g/mole to 10,000,000 g/mole, preferably from 80,000 g/mole to 8,000,000 g/mole, and preferably from 100,000 g/mole to 7,000,000 g/mole.
  • the amphiphilic polymers may be based on at least one ethylenically unsaturated hydrophilic monomer A and on at least one hydrophobic monomer B.
  • the monomer A comprises a strong acid function, in particular a sulphonic acid or phosphonic acid function.
  • the hydrophobic monomer B comprises at least one hydrophobic radical, chosen from: saturated or unsaturated C 6 -C 18 linear alkyl radicals (for example, n-hexyl, n-octyl, n-decyl, n-hexadecyl, n-dodecyl or oleyl); branched alkyl radicals (for example, isostearic) or cyclic alkyl radicals (for example, cyclododecane or adamantane); C 6 -C 18 fluoro or alkylfluoro radicals (for example, the group of formula —(CH 2 ) 2 —(CF 2 ) 9 —CF 3 ); a cholesteryl radical or radicals derived from cholesterol (for example, cholesteryl hexanoate); aromatic polycyclic groups, for instance
  • the amphiphilic polymers may be water-soluble or water-dispersible in neutralized form.
  • the amphiphilic polymers may be crosslinked.
  • the crosslinking agents may be chosen from, for example, the polyolefinically unsaturated compounds commonly used for crosslinking polymers obtained by free-radical polymerization.
  • the crosslinking agent is chosen from methylenebisacrylamide, allyl methacrylate or trimethylolpropane triacrylate (TMPTA).
  • the degree of crosslinking preferably ranges from 0.01 mol % to 10 mol %, and preferably from 0.2 mol % to 2 mol %, relative to the polymer, including all ranges and subranges therebetween.
  • the amphiphilic polymers may be homopolymers or copolymers.
  • the amphiphilic polymers can be partially or totally neutralized with a mineral base (for example, sodium hydroxide, potassium hydroxide or aqueous ammonia) or an organic base such as monoethanolamine, diethanolamine, triethanolamine, aminomethylpropanediol, N-methylglucamine, or basic amino acids, for instance arginine and lysine, and mixtures thereof.
  • the amphiphilic polymers may be water-soluble or water-dispersible homopolymers such as, for example, optionally cross-linked polymers of sodium 2- acrylamido-2-methylpropane sulfonate acid such as that used in the commercial product SIMULGEL 800 (CTFA name: Sodium Polyacryloyldimethyl Taurate), cross- linked polymers of ammonium 2-acrylamido-2-methyl propane sulfonate acid (INCI name: AMMONIUM POLYACRYLDIMEHYLTAURAMIDE) such as the product sold under the tradename HOSTACERIN AMPS@ by Clariant.
  • CTFA name Sodium Polyacryloyldimethyl Taurate
  • AMMONIUM POLYACRYLDIMEHYLTAURAMIDE ammonium 2-acrylamido-2-methyl propane sulfonate acid
  • the amphiphilic polymers may be chosen from crosslinked or non- crosslinked amphiphilic polymers of 2-acrylamido-2-methylpropanesulphonic (AMPS) acid and of at least one ethylenically unsaturated monomer comprising at least one hydrophobic portion containing from 6 to 30 carbon atoms, preferably from 6 to 22 carbon atoms, preferably from 6 to 18 carbon atoms and preferably from 12 to 18 carbon atoms, including all ranges and subranges therebetween.
  • AMPS 2-acrylamido-2-methylpropanesulphonic
  • amphiphilic polymers include, but are not limited to, hydrophobically-modified sulfonic acid copolymers such as Ammonium Acryloyldimethyltaurate/VP Copolymer (Aristoflex AVC from Clariant), Ammonium Acryloyldimethyltaurate/Beheneth-25 Methacrylate Crosspolymer (Aristoflex HMB from Clariant) (crosslinked ethoxylated AMPS/behenyl methacrylate), Ammonium Acryloyldimethyltaurate/Steareth-25 Methacrylate Crosspolymer (Aristoflex HMS) (ethoxylated copolymer of AMPS/stearyl methacrylate crosslinked with trimethylol triacrylate), Aristoflex SNC (crosslinked ethoxylated AMPS/C16-C18), Aristoflex LNC (noncrosslinked AMPS/C12-C14), acrylamide/sodium acryloy
  • the gelling agent(s) may be at least one clay.
  • the clays mention may be made of clays of the smectite family, such as laponite, of the kaolinite family, such as kaolinite, dickite, nacrite, optionally modified clays of the halloysite, dombassite, antigorite, berthierine, pyrophyllite, montmorillonite, beidellite, vermiculite, talc, stevensite, hectorite, saponite, chlorite, sepiolite and illite family.
  • the smectite family such as laponite
  • the kaolinite family such as kaolinite, dickite, nacrite
  • Clays are products that are already well known per se, which are described, for example, in the publication “Mineralogie des argiles” [“Clay Mineralogy”], S. Caillère, S. Houn, M. Rautureau, 2nd Edition 1982, Masson, the teaching of which is included herein by way of reference.
  • Natural clay is a sedimentary rock composed to a large extent of specific minerals, silicates generally of aluminium. Kaolin is thus a natural clay.
  • the clays may also be synthetic. Thus, Sumecton mentioned below is a synthetic saponite.
  • Clays that may especially be mentioned include kaolinite, montmorillonites, saponites, laponites, hectorites, and illites. Mixtures of clays and natural clays may also be used.
  • Natural clays that may be mentioned include green clays, in particular rich in illite; clays rich in montmorillonite, known as fuller's earth, or such as bentonite or else white clays rich in kaolinite. As bentonites, mention may in particular be made of those sold under the names Bentone 38 VCG®, Bentone Gel CAO V®, Bentone 27 V® and Bentone Gel MIO V® by the company Elementis.
  • the gelling agent(s) is/are present in the compositions of the present invention in amounts ranging from about 0.1 to about 30% by weight, preferably from 0.5 to 25% by weight, preferably from 1 to 20% and preferably from 2.5 to 15% by weight, all weights based on the weight of the composition as a whole, including all ranges and subranges therebetween such as, for example, 0.1 to 1.5%, 2 to 20%, 10 to 20%, etc.
  • Colorant (Coloring Agent) [00144] According to embodiments of the present invention, compositions optionally further comprising at least one coloring agent are provided. According to preferred embodiments, the at least one coloring agent, if present, is at least one surface- treated pigment.
  • “Surface-treated pigment” means pigments that have totally or partially undergone a surface treatment of chemical, electronic, electrochemical, mechanochemical or mechanical nature, with a surface treatment agent.
  • the pigments are selected from inorganic pigments or inorganic/organic mixed pigments.
  • Surface treatment agents may be selected from the group consisting of alkyl silanes, organotitanates, halogenated phosphonates, and halogenated organosilanes.
  • pigments have been surface treated with a surface treatment agent selected from the group consisting of alkoxylated alkyl silanes such as, for example, ethoxylated and/or propoxylated C2- C8 alkyl silanes, and salts thereof, organotitanates such as, for example, titanium salts of fatty acids such as, for example, C2-C8 alkylated titanium salts of C9-C24 fatty acids such as stearic acid, isostearic acid, oleic acid, cetearic acid, cetyl acid, etc., halogenated organophosphonates such as, for example, perfluoroalkyl phosphonates, and salts thereof, and halogenated organosilanes such as, for example, perfluoro C2-C8 alkyl silanes (optionally ethoxylated and/or propoxylated), and salts thereof.
  • organotitanates such as, for example, titanium salts of fatty acids such as,
  • suitable surface treatment agents include (1) triethoxy caprylylsilane, (2) perfluorooctyltriethoxysilane, (3) sodium perfluorohexylethylphosphonate and (4) isopropyl titanium triisosterate.
  • Preferred surface treatment agents are selected from the group consisting of alkyl silanes and halogenated organosilanes.
  • pigments have been surface treated with a surface treatment agent selected from the group consisting of alkoxylated alkyl silanes such as, for example, ethoxylated and/or propoxylated C2-C8 alkyl silanes, and salts thereof, and halogenated organosilanes such as, for example, perfluoro C2-C8 alkyl silanes (optionally ethoxylated and/or propoxylated), and salts thereof.
  • suitable surface treatment agents include (1) triethoxy caprylylsilane, and (2) perfluorooctyltriethoxysilane.
  • the surface-treated pigments of the present invention can be prepared according to surface treatment techniques well known to a person of ordinary skill in the art or can be found commercially.
  • the surface treatment agent with which the pigments are treated can be deposited on the pigments by solvent evaporation, chemical reaction between the molecules of the surface treatment agent or creation of a covalent bond between the surface treatment agent and the pigments.
  • the surface treatment can thus be carried out, for example, by chemical reaction of a surface treatment agent with the surface of the pigments and creation of a covalent bond between the surface treatment agent and the pigments.
  • An exemplary method is described, for example, in U.S. Pat. No.4,578,266, the entire contents of which is hereby incorporated by reference.
  • the at least one surface-treated pigment if present, preferably is present in the compositions of the present invention in an active solid content amount ranging from about 1% to about 30%, preferably from about 3% to about 25%, and preferably from about 5% to about 20%, by weight with respect to the total weight of the composition, including all ranges and subranges there between.
  • compositions further comprising at least one unsurfaced-treated (not surface-treated) coloring agent are provided. Such coloring agents, if present, may be in addition to, or instead of, the surface-treated pigment discussed above.
  • the coloring agent is preferably chosen from pigments which are not surface-treated, dyes, such as liposoluble dyes, nacreous pigments, and pearling agents.
  • 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 40% by weight of the total weight of the composition, such as from 0.0001% to 30%, including all ranges and subranges therebetween.
  • the nacreous pigments which may be used according to the present invention may be chosen from 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 0.0001% to 40%, preferably from 0.001% to 30%, including all ranges and subranges therebetween.
  • the non-surface treated pigments which may be used according to the present invention, may be chosen from white, colored, inorganic, organic, polymeric, and nonpolymeric pigments.
  • Representative examples of mineral pigments include titanium dioxide, 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 coloring agents 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 0.0001% to 40%, and further such as from 0.001% to 30%, including all ranges and subranges therebetween.
  • the compositions of the present invention are devoid of, free of, or substantially free of, coloring agents.
  • Active Agent According to preferred embodiments of the present invention, compositions further comprising at least one active agent are provided.
  • the active agent is in the aqueous phase (hydrophilic active agent), although active agents may be present in the oil phase (hydrophobic active agent).
  • the active agent may be: [00160] a moisturizing agent, such as a polyol such as, for example, glycerin and sugars, urea and its derivatives, such as in particular hydroxyalkyl urea, in particular hydroxyalkylurea, and mixtures thereof; [00161] a dequamating agent, which may be a compound capable of acting either directly on desquamation by promoting exfoliation, such as ⁇ -hydroxy acids, in particular salicylic acid and its derivatives (including 5-n-octanoylsalicylic acid); ⁇ - hydroxy acids, such as glycolic acid, citric acid, lactic acid, tartaric acid, malic acid or mandelic acid; urea; gentisic acid; oligofucoses; cinnamic acid; extract of Saphora japonica; resveratrol and certain jasmonic acid derivatives; or acting on the enzymes involved in the desquamation or degradation
  • a moisturizing agent
  • agents for chelating mineral salts include, for example, one or more of C- beta-D-xylopyranoside-2-hydroxypropane (Pro-Xylane), retinol-N,N′,N′-ethylenediaminetriacetic acid; aminosulfonic compounds and in particular (N-2-hydroxyethylpiperazine-N-2-ethane)sulfonic acid (HEPES); 2- oxothiazolidine-4-carboxylic acid (procysteine) derivatives; ⁇ -amino acid derivatives of the type such as glycine (as described in EP-0852949 and sodium methylglycinediacetate sold by BASF under the trade name Trilon M); honey; sugar derivatives such as O-octanoyl-6-D-maltose and N-acetylglucosamine; [00162] a humectant; [00163] an anti-aging agent, which may include, for example, one or more of C-
  • a mattifying agent which may include, but is not limited to, mattifying fillers such as, for example, talc, silica, silicone elastomers, and polyamides, and waxes such as, for example, beeswax and copernicia cerifera (carnauba) wax.
  • an antimicrobial agent non-limiting examples of which include 2,4,4′- trichloro-2′-hydroxydiphenyl ether (or triclosan), 3,4,4′-trichlorobanilide, phenoxyethanol, phenoxypropanol, phenoxyisopropanol, hexamidine isethionate, metronidazole and its salts, micronazole and its salts, itraconazole, terconazole, econazole, ketoconazole, saperconazole, fluconazole, clotrimazole, butoconazole, oxiconazole, sulfaconazole, sulconazole, terbinafine, ciclopirox, ciclopiroxolamine, undecylenic acid and its salts, benzoyl peroxide, 3-hydroxybenzoic acid, 4- hydroxybenzoic acid, phytic acid, N-acetyl-L-cysteine acid, lipoic acid,
  • composition of the invention can also comprise any additive usually used in the field under consideration.
  • additional film forming agents in addition to hydrophobically-modified polysaccharide compound and aqueous phase film former, waxes, dispersants such as poly(12-hydroxystearic acid), preserving agents, fragrances, fillers, antioxidants, neutralizing agents, silicone elastomers, and mixtures thereof can be added.
  • compositions of the present invention include compositions which are “free,” substantially free” or “devoid” of the ingredients discussed in this paragraph such as additional film forming agents and waxes.
  • the compositions of the present invention contain a total solids content (excluding film formers) of 10% by weight or less, preferably 5% by weight or less, or preferably 3% by weight or less based on the weight of the composition.
  • compositions of the present invention are devoid of, free of, or substantially free of, solids (excluding film formers).
  • composition of the invention should be cosmetically or dermatologically acceptable, i.e., it should contain a non-toxic physiologically acceptable medium and should be able to be applied to keratinous material of human beings.
  • compositions of the present invention methods of caring for, and/or making up, keratinous material by applying compositions of the present invention to the keratinous material in an amount sufficient to care for, and/or to make up, the keratinous material are provided.
  • preferred embodiments of the present invention include methods of priming keratinous material for a cosmetic composition and/or of setting a cosmetic composition which has been previously applied to keratinous material by applying compositions of the present invention over keratinous material prior to application of a cosmetic composition (priming) and/or by applying compositions of the present invention over a cosmetic composition previously-applied to keratinous material (setting).
  • the cosmetic composition used in conjunction with compositions of the present invention is a color cosmetic composition.
  • “making up” the keratin material includes applying at least one coloring agent to the keratin material (in either the composition itself or in a color coat composition applied either over or under the composition as described above) in an amount sufficient to provide color to the keratin material.
  • methods of making up keratinous material such as skin comprising (1) applying a color cosmetic composition such as a foundation to the keratinous material (e.g., skin), (2) allowing the color cosmetic composition to dry on the keratinous material (e.g., skin), preferably allowing it to dry for about 1 minute to about 15 minutes, preferably for about 5 minutes to 10 minutes, and (3) applying a composition of the present invention over the dried color cosmetic composition which has been applied to keratinous material (e.g., skin) are provided.
  • a color cosmetic composition such as a foundation to the keratinous material (e.g., skin)
  • compositions of the present invention are applied over the dried color cosmetic composition in an amount sufficient to improve transfer resistance of the color cosmetic composition as compared to the transfer resistance provided by the color cosmetic composition when applied to keratinous material by itself.
  • kits comprising, as separate compositions in one or more containers within the kits, (A) at least one composition of the present invention, in particular a setter or primer composition for cosmetics, comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former; and (B) at least one other composition such as a cosmetic composition comprising at least one colorant are provided.
  • compositions (A) and (B) may be contained in different portions or sections of the same container within the kit. However, compositions (A) and (B) may also be in different containers with the kit.
  • sets, as applied onto keratinous material comprising (A) at least one first layer of at least one composition comprising at least one colorant; and (B) at least one second layer of at least one composition of the present invention, in particular a setter or primer composition for cosmetics, comprising at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former are provided.
  • the at least one second layer is applied over the at least one first layer (in which case the second layer is a setter layer formed by application of a setter composition to the first layer).
  • the at least one first layer is applied over the at least one second layer
  • the at least one second layer is a primer layer formed by application of a primer composition over keratinous material.
  • compositions having improved cosmetic properties such as, for example, increased water-resistance, sebum-resistance and/or transfer-resistance are provided.
  • the composition is a composition for skin.
  • the composition is a setter or primer composition.
  • the composition further comprises at least one gelling agent and/or at least one active agent.
  • compositions methods of making oil-in-water (o/w) emulsions (compositions) of the present invention comprising combining at least one hydrophobically-modified polysaccharide compound and at least one aqueous phase film former in the amounts and/or ratios discussed above during formation of the emulsion composition are provided.
  • the composition is a composition for application to skin.
  • the composition is a setter or primer composition, and/or is in the form of a gel.
  • the composition further comprises at least one gelling agent and/or at least one active agent.
  • compositions include: [00185] An oil-in water emulsion composition comprising (a) water, (b) at least one oil, (c) at least one hydrophobically-modified polysaccharide compound; and (d) at least one aqueous phase film former; [00186] The composition of the preceding embodiment, in the form of a gel; [00187] The composition of any preceding embodiment, wherein the composition further comprises (e) at least one compound selected from the group consisting of at least one gelling agent, at least one colorant, at least one active agent, and mixtures thereof; [00188] The composition of the preceding embodiment, wherein at least two of gelling agent, colorant and active agent are present in the composition; [00189] The composition of any preceding embodiment, wherein the at least one hydrophobically-modified polysaccharide compound is a silicone-modified pullulan compound, preferably trimethylsiloxysilylcarbamoyl pullulan; [00190] The composition of any
  • Transfer resistance can be determined as follows.
  • a color cosmetic composition e.g., foundation such as L'Oreal Paris Makeup True Match Liquid Foundation
  • keratinous material e.g., skin
  • a controlled amount e.g., 0.020 gram
  • a controlled area e.g., 3 cm x 3 cm square
  • a test composition in a controlled amount (e.g., the same amount as was applied of the color cosmetic composition, such as 0.020 gram) over the applied color cosmetic composition, and allow it to dry. If a test composition (setter) is not applied over the color cosmetic, the transfer-resistance of the color cosmetic by itself (without a setter composition) can be compared to the transfer- resistance when a setter composition is used in conjunction with the color cosmetic composition.
  • a white cotton ball/pad swatch is then used to rub across the area an identified number of times (for example, 5 times or more) to assess transfer resistance of color cosmetic composition to the ball/pad swatch after such rubbing.
  • Example 3 – Transfer Resistance Testing [00206] The following compositions A-J were prepared and tested as setter compositions for L'Oreal Paris Makeup True Match Liquid Foundation per the protocol in Example 2.
  • Examples 3A-3D were comparative examples, containing little or no hydrophobically-modified pullulan compound and/or little aqueous film former.
  • Examples 3E-3J were representative of the invention compositions containing the indicated amounts and/or ratios of hydrophobically-modified pullulan compound and aqueous film former.
  • Transfer resistance of the commercial foundation + prepared setter compositions was determined per the protocol in example 2:
  • setter compositions corresponding to the present invention resulted in superior transfer resistance when used in conjunction with the commercial foundation product as compared to the comparative setter compositions containing no or too little of the hydrophobically-modified pullulan compound and/or aqueous film former.
  • Example 4 Similar to example 3, the following invention setter compositions A-I were prepared and used as setter compositions for L'Oreal Paris Makeup True Match Liquid Foundation per the protocol in Example 2 to determine transfer resistance:
  • the invention setter compositions A-I demonstrated superior transfer resistance when used in conjunction with the commercial foundation product as compared to the comparative setter compositions containing no or too little of the hydrophobically-modified pullulan compound and/or aqueous film former.

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Abstract

L'invention concerne des compositions d'émulsion huile-dans-eau (h/e), de préférence pour la peau, comprenant au moins un composé polysaccharide modifié de manière hydrophobe et au moins un agent filmogène aqueux, ainsi que des procédés comprenant de telles compositions d'émulsion dans l'application.
PCT/US2024/035979 2023-06-30 2024-06-28 Compositions d'émulsion h/e contenant un composé polysaccharide modifié de manière hydrophobe et un agent de formation de film en phase aqueuse WO2025006854A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US18/345,554 US20250000759A1 (en) 2023-06-30 2023-06-30 Emulsion compositions containing hydrophobically-modified polysaccharide compound and aqueous phase film former
US18/345,554 2023-06-30
FR2311124A FR3154001A3 (fr) 2023-10-16 2023-10-16 Compositions d’émulsion contenant un composé de polysaccharide hydrophobiquement modifié et un filmogène en phase aqueuse
FRFR2311124 2023-10-16

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US4578266A (en) 1983-07-29 1986-03-25 Revlon, Inc. Silicone-based cosmetic products containing pigment
JPH08208989A (ja) 1994-12-01 1996-08-13 Shin Etsu Chem Co Ltd シリコーンオイル組成物
EP0852949A2 (fr) 1997-03-31 1998-07-15 Shiseido Company Limited Utilisation des alpha-aminoacides pour favoriser la dégradation des desmosomes ou la desquamation du stratum corneum
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US6338839B1 (en) 1998-08-10 2002-01-15 L'oreal Transfer-resistant make-up or care composition containing a volatile linear silicone
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JPH08208989A (ja) 1994-12-01 1996-08-13 Shin Etsu Chem Co Ltd シリコーンオイル組成物
EP0852949A2 (fr) 1997-03-31 1998-07-15 Shiseido Company Limited Utilisation des alpha-aminoacides pour favoriser la dégradation des desmosomes ou la desquamation du stratum corneum
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US11253462B2 (en) 2017-12-15 2022-02-22 Lvmh Recherche Cosmetic composition comprising a pullulan derivative
WO2020104502A1 (fr) * 2018-11-20 2020-05-28 L V M H Recherche Composition cosmétique de maquillage à effet perfecteur longue tenue
CN111801092A (zh) 2019-02-01 2020-10-20 株式会社资生堂 浸渗用油包水型乳化化妆料
FR3104958A1 (fr) 2019-12-19 2021-06-25 L V M H Recherche Fond de Teint ultra-haute tenue
FR3110849A1 (fr) 2020-05-28 2021-12-03 L V M H Recherche Composition cosmétique eyeliner

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S. CAILLÈRES. HÉNINM. RAUTUREAU: "Clay Mineralogy", 1982

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