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WO2025207527A1 - Compositions de longue durée - Google Patents

Compositions de longue durée

Info

Publication number
WO2025207527A1
WO2025207527A1 PCT/US2025/021164 US2025021164W WO2025207527A1 WO 2025207527 A1 WO2025207527 A1 WO 2025207527A1 US 2025021164 W US2025021164 W US 2025021164W WO 2025207527 A1 WO2025207527 A1 WO 2025207527A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
silicone resin
segment
present
silicone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/US2025/021164
Other languages
English (en)
Inventor
Jody EBANKS
Tsang-Min Huang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US18/618,199 external-priority patent/US20250302726A1/en
Priority claimed from FR2405337A external-priority patent/FR3162360A3/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2025207527A1 publication Critical patent/WO2025207527A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06—Lipsticks
    • 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
    • A61K8/84—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
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • 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
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • 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
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • A61K2800/31—Anhydrous
    • 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

Definitions

  • the present invention relates to compositions including at least one copolymer containing a silicone resin segment and at least one fluid silicone segment and (2) at least one T-modified silicone resin such as a T-modified MQ resin.
  • the composition is anhydrous. According to certain other embodiments the composition is liquid. According to certain other embodiments, the composition further includes at least one coloring agent. According to certain other embodiments, the composition further includes at least one coloring agent and/or at least one volatile oil. According to yet other embodiments, the composition includes from about 10% to about 60% by weight of at least one volatile oil and wherein the (A) at least one copolymer containing a silicone resin segment and at least one fluid silicone segment and (B) at least one T-modified silicone resin are present in a total percent by weight from about 2% to about 20%, wherein all percentages are of the total composition.
  • Numerical ranges are inclusive of endpoints and meant to include all combinations and sub-combinations. Notably, from about 5%, 10% or 15% to about 20%, 50% or 60% may refer to about 5% to about 20%, about 5% to about 50%, about 5% to about 60%, about 10% to about 20%, about 10% to about 50%, about 10% to about 60%, about 15% to about 20%, about 15% to about 50%, or about 15% to about 60%.
  • a range of ratios is meant to include every specific ratio within, and combination of subranges between the given ranges.
  • Film former 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.
  • Non-volatile as used herein, means having a flash point of greater than about 100°C.
  • compositions contain less than 1 % water.
  • compositions of the present invention contain less than 0.5% water, and preferably no water (free of water).
  • Transfer-resistance refers to the quality exhibited by a composition in resisting transfer.
  • the amount of composition transferred from a keratinous material to a substrate may be evaluated and compared.
  • a composition may be transfer-resistant if, after application to a keratinous material such as lips, skin or eyelashes and contact with a substrate, a majority of the composition is left on the wearer. Further, 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 keratinous material.
  • free of animal-derived ingredients means that an effective amount (that is, more than trace amounts) of animal-derived ingredient(s) is/are omitted from the composition (that is, about 0% by weight), “substantially free of animal-derived ingredients” means that animal-derived ingredient(s) is/are present in amounts not greater than 0.1 % by weight, and “devoid of animal-derived ingredients” means that animal-derived ingredient(s) is/are present in amounts not greater than 0.25% by weight, based on the total weight of the composition.
  • free of surfactant means that an effective amount of surfactant is omitted from the composition (that is, 0% by weight), “substantially free of surfactant” means that surfactant is present in amounts not greater than 0.1 % by weight, and “devoid of surfactant” means that surfactant is present in amounts not greater than 0.25% by weight, based on the total weight of the composition.
  • wax compositions of the invention which are “free of wax,” “substantially free of wax,” and “devoid of wax” 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.
  • compositions of the present invention are preferably acidic, that is, less than 7, preferably 6.5 or less, preferably 6.0 or less, preferably 5.5 or less, including all ranges and subranges therebetween such as, for example 3 to 5, 4 to 6, 3 to 4.5, etc.
  • Compositions of the present invention may be in the form of a gel composition.
  • Natural compound refers to any compound derived directly from a natural substance such as a plant without having undergone any chemical modification.
  • Root temperature means 25°C.
  • “Atmospheric pressure” means 760 mmHg, i.e. 10 5 pascals.
  • Liquid means a composition which can conform to a container into which it is placed.
  • the composition comprises at least one copolymer containing a silicone resin segment and a fluid silicone segment, also called as “silicone copolymer” in the present application.
  • the silicone copolymer is derived from the reaction between a silicone resin and a fluid silicone. These copolymers are described in patent applications WO 03/026 596, WO 2004/073626, WO 2007/051 505 and WO 2007/051 506 for various cosmetic applications on hair and nails and for pharmaceutical applications on the skin.
  • copolymers are also described, for example, in “Silicone Pressure Sensitive Adhesive” , Sobieski and Tangney, Handbook of Pressure Sensitive Adhesive Technology (D. Satas Ed. ) , Von Nostrand Reinhold, New York.
  • MQ type silicone resins also include, but are not limited to, trimethyl siloxysilicate type, such as those sold under the reference SR1000 by the company General Electric, under the reference TMS 803 by the company Wacker, or under the name KF-7312J by the company Shin-Etsu or DC 749 or DC 593 by the company Dow Corning.
  • MQ type silicone resins further include, but are not limited to, MQ siloxysilicate units, such as phenylalkylsiloxysilicate resins like phenylpropyldimethylsiloxysilicate (Silshine 151 sold by the company General Electric) .
  • MQ siloxysilicate units such as phenylalkylsiloxysilicate resins like phenylpropyldimethylsiloxysilicate (Silshine 151 sold by the company General Electric) .
  • the fluid silicone segment of the copolymer according to the present invention bears an OH end function group.
  • the fluid silicone segment is a diorganopolysiloxane bearing OH end functions, having a viscosity of between 100 and 100,000 cSt at 25°C (determined with Brookfield viscometer using ASTMD-445 method), for which the substituent (s) of the diorganopolysiloxane are independently chosen from methyl, ethyl, propyl and vinyl radicals.
  • the diorganopolysiloxanes are preferably linear polymers.
  • diorganopolysiloxanes may be, in a non-limiting manner, a polydimethylsiloxane, an ethylmethyl polysiloxane, a copolymer of dimethylsiloxane and of methylvinylsiloxane, and mixtures of such polymers or copolymers containing OH end groups.
  • the preferred diorganopolysiloxane is a polydimethylsiloxane.
  • silicone resin being the product of condensation of SiO 2 and R 3 (SiO) 1/2 units for which each group R is independently selected from methyl, ethyl, propyl and vinyl radicals and for which the ratio between the SiO 2 functions and the R 3 (SiO) 1/2 functions of the silicone resin ranges from 0.6 to 0.9;
  • a suitable catalyst which is preferably an organic aliphatic amine compound preferably chosen from primary amines, secondary amines, tertiary amines, carboxylic acid salts of the amines mentioned above and quaternary ammonium salts.
  • the mixture is heated to a temperature of between 80°C and 160°C until the adhesive nature of the resulting silicone copolymer is obtained.
  • the silicone resin is present in a concetration by weight ranging from about 0.5%, 1 %, 2.5% or 5% to about 15%, 17.5%, 20% or 25% by weight, including all ranges and subranges therebetween.
  • copolymers containing a silicone resin segment and a fluid silicone segment that are notable according to the present invention are sold by Dow Corning under the reference Bio-PSA® and DOWSILTM. Mention may be made especially of the grades 7-4400, 7-4405, 7-4500 and 7-4600 for Bio-PSA® and FC- 5001 CM Resin Gum, FC-5002 IDD Resin Gum and FC-5004 DM Resin Gum for DOWSILTM.
  • the copolymer containing a silicone resin segment and a fluid silicone segment may be described by the INCI name Trimethylsiloxysiliate/Dimethiconol Crosspolymer (also referred to as “TMSS/DC” herein).
  • the copolymer containing a silicone resin segment and a fluid silicone segment is present in an amount ranging from 0.5 %, 1% or 2% to 10%, 15% or 25%, preferably from 0.8% to 8%, more preferably from 1 % to 6%, relative to the weight of the composition.
  • the at least one T-modified silicone resin is based on a siloxysilicate resin.
  • a siloxysilicate resin is trimethylsiloxysilicate (MQ), which may be represented by the following formula:
  • the at least one T- modified silicone resin is preferably present in an active solid content amount ranging from about 0.5%, 1 %, 2%, 2.5% or 5% to about 10%, 15%, 17.5%, 20% or 25% by weight, including all ranges and subranges therebetween.
  • the ratio of concentrations by weight of the (A) at least one copolymer containing a silicone resin segment and at least one fluid silicone segment and (B) at least one T-modified silicone resin, A:B is an important indicator of performance.
  • the ratio of A:B is from about 1 :4 to about 4:1.
  • the ratio of A:B is, in certain embodiments, at least 1 :1.
  • the ratio, A:B is at least about 2:1 , such as at least about 3:1.
  • this ratio of (A):(B) may be, for example from 1 :1 or about 1 .5:1 , 2:1 or 3:1 to about 3:1 , 4:1 , 5:1 , 6:1 , 7:1 , 8:1 , 9:1 or 10: 1 , such as, for example from 1 : 1 to about 10:1.
  • the film forming polymers are predominantly comprised of the (1 ) at least one copolymer containing a silicone resin segment and at least one fluid silicone segment and (2) at least one T-modified silicone resin. In this embodiment at least 50%, such as at least 75%, such as at least 90% by weight of all film-forming polymers in the composition are from the aforementioned polymers.
  • the total concentration by weight of the (1 ) at least one copolymer containing a silicone resin segment and at least one fluid silicone segment and (2) at least one T-modified silicone resin is from about 0.5%, 2%, 5%, 7.5%, or 10% to about 15%, 17.5%, 20%, 22.5%, 25% or 30%.
  • compositions further comprising at least one fatty substance are provided.
  • Suitable fatty substances include oil(s) and/or wax(es).
  • Oil means any non-aqueous medium which is liquid at ambient temperature (25°C) and atmospheric pressure (760 mm Hg).
  • a "wax” for the purposes of the present disclosure 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, which can be as high as 150°C, a hardness of more than 0.5 MPa at ambient temperature, and an anisotropic crystalline organization in the solid state.
  • 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.
  • compositions of the present invention preferably comprise 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.
  • 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 WO 03/042221 , 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 preferably comprises one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters and volatile ethers such as those discussed above.
  • 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 Cs to C alkanes such as Cs to C isoalkanes (also known as isoparaffins) or C9 to C12 alkanes, isohexacecane, 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.
  • 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 contents of which are incorporated by reference herein.
  • the at least one volatile oil is present in the compositions of the present invention in an amount ranging from about 10%, 15%, 20%, 25% or 30% to about 30%, 35%, 40%, 50%, 60% or 80% by weight, including all ranges and subranges within these ranges.
  • the concentration of volatile, non-silicone oil falls within one or more of these specific ranges as well.
  • the composition comprises at least one non-volatile oil.
  • non-volatile oils that may be used in the present invention include, but are not limited to, polar oils such as: [0084] - 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, com 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, saf
  • Purcellin oil cetostearyl octanoate
  • isononyl isononanoate octyldodecyl neopentanoate
  • C12 to C15 alkyl benzoate isopropyl myristate, 2-ethylhexyl palmitate, and octanoates, decanoates or ricinoleates of alcohols or of polyalcohols
  • hydroxylated esters for instance isostearyl lactate or diisostearyl malate
  • pentaerythritol esters hydroxylated esters
  • 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.
  • 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.
  • non-volatile oils examples include, but are not limited to, silicone oils such as dimethicone (polydimethylsiloxane) of various viscosities as well as phenylated silicone oils such as phenyl trimethicone and trimethylsiloxyphenyl dimethicone.
  • 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 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.
  • compositions of the present invention are devoid of water, substantially free of water, or free of water as defined herein.
  • the compositions of the present invention are anhydrous.
  • the composition of the invention can also comprise any additive usually used in the field under consideration.
  • additional film formers other than the (A) at least one copolymer containing a silicone resin segment and at least one fluid silicone segment and (B) at least one T-modified silicone resin, 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, silicone elastomers, thickening agents, gelling agents, particles, pasty compounds, viscosity increasing agents can be added.
  • emollients such as, for example, emollients, moisturizers, vitamins, essential fatty acids, surfactants, silicone elastomers, thickening agents, gelling agents, particles, pasty compounds, viscosity increasing agents
  • emollients such as, moisturizers, vitamins, essential fatty acids, surfactants, silicone elastomers, thickening agents, gelling agents
  • 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 non-toxic physiologically acceptable medium and should be able to be applied to the keratinous materials of human beings such as, for example, lips, skin or eyelashes.
  • suitable gelling agents for the oil phase include, but are not limited to, lipophilic or hydrophilic clays.
  • hydrophilic clay means a clay that is capable of swelling in water; this clay swells in water and forms after hydration a colloidal dispersion.
  • Clays are silicates containing a cation that may be chosen from calcium, magnesium, aluminium, sodium, potassium and lithium cations, and mixtures thereof. Examples of such products that may be mentioned include clays of the smectite family such as montmorillonites, hectorites, bentonites, beidellites and saponites, and also of the family of vermiculites, stevensite and chlorites. These clays may be of natural or synthetic origin.
  • Hydrophilic clays that may be mentioned include synthetic hectorites (also known as laponites), for instance the products sold by the company Laporte under the names Laponite XLG, Laponite RD and Laponite RDS (these products are sodium magnesium silicates and in particular sodium lithium magnesium silicates); bentonites, for instance the product sold under the name Bentone HC by the company Rheox; magnesium aluminium silicates, especially hydrated, for instance the products sold by the Vanderbilt Company under the names Veegum Ultra, Veegum HS and Veegum DGT, or calcium silicates, and especially the product in synthetic form sold by the company under the name Micro-cel C.
  • synthetic hectorites also known as laponites
  • Laponite XLG, Laponite RD and Laponite RDS these products are sodium magnesium silicates and in particular sodium lithium magnesium silicates
  • bentonites for instance the product sold under the name Bentone HC by the company Rheox
  • magnesium aluminium silicates especially hydrated
  • lipophilic clay means a clay that is capable of swelling in a lipophilic medium; this clay swells in the medium and thus forms a colloidal dispersion.
  • modified clays such as modified magnesium silicate (Bentone Gel VS38 from Rheox), and hectorites modified with a C10 to C22 fatty-acid ammonium chloride, for instance hectorite modified with distearyldimethylammonium chloride (CTFA name: disteardimonium hectorite) sold under the name Bentone 38 CE by the company Rheox or Bentone 38V® by the company Elementis.
  • the silica particles are fumed silica particles.
  • Suitable silicas include, but are not limited to, hydrophobic silicas, such as pyrogenic silica optionally with hydrophobic surface treatment whose particle size is less than 1 micron, preferably less than 500 nm, preferably less than 100 nm, preferably from 5 nm to 30 nm, including all ranges and subranges therebetween . It is in fact possible to modify the surface of silica chemically, by a chemical reaction producing a decrease in the number of silanol groups present on the surface of the silica. The silanol groups can notably be replaced with hydrophobic groups: a hydrophobic silica is then obtained.
  • the hydrophobic groups can be:
  • dimethylsilyloxyl or polydimethylsiloxane groups which are notably obtained by treatment of pyrogenic silica in the presence of polydimethylsiloxane or dimethyldichlorosilane.
  • Silicas treated in this way are called “Silica dimethyl silylate”. They are for example marketed under the references “AEROSIL R972®”, “AEROSIL R974®” by the company Degussa, "CAB-O-SIL TS-610®”, “CAB-O-SIL TS-720®” by the company Cabot.
  • the gelling agent if present, is present in the composition of the present invention in amounts of active material generally ranging from about 0.1 % to about 10%, preferably from about 0.25% to about 5%, and more preferably from about 0.5% to about 3.5%, by weight, based on the total weight of the composition, including all ranges and subranges in between.
  • compositions of the present invention to the keratinous material in an amount sufficient to treat, care for and/or make up the keratinous material.
  • “making up” the keratinous material includes applying at least one coloring agent to the keratinous material in an amount sufficient to provide color to the keratinous material.
  • compositions of the present invention to the keratinous material in an amount sufficient to enhance the appearance of the keratinous material are provided.
  • the compositions of the present invention are applied topically to the desired area of the keratinous 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, or to enhance the appearance of keratinous material.
  • the compositions may be applied to the desired area as needed, preferably once daily, and then preferably allowed to dry before subjecting to contact such as with clothing or other objects.
  • the composition is allowed to dry for about 4 minutes or less, more preferably for about 2 minutes or less.
  • methods of making up the lips are provided, wherein the method includes applying compositions provided herein to the users lips in an amount sufficient to make up the lips.
  • compositions [00128] The following compositions can be prepared:
  • a 1 mL drawdown of samples (below) was performed on abrasion paper, and the drawdowns were allowed to sit at ambient temperature for 24 hours to dry and form a film.
  • Two droplets of liquid (olive oil, artificial saliva or acetic acid) were placed on the film of each sample tested, making sure not to overlap the droplets.
  • the droplets were allowed to sit for the indicated times below and then were wiped with a cotton round (pad) 15 times. This procedure was repeated twice to produce an average score.
  • compositions were prepared as follows: [00143] These compositions were tested for extended wear and flexibility according to the procedures in Example 2, where the droplets were allowed to sit for 10 minutes. The results of this testing are set forth below:

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des compositions comprenant (A) au moins un copolymère contenant un segment de résine de silicone et au moins un segment de silicone fluide et (B) au moins une résine de silicone modifiée par T. L'invention concerne également des procédés de maquillage des lèvres à l'aide de ces compositions.
PCT/US2025/021164 2024-03-27 2025-03-24 Compositions de longue durée Pending WO2025207527A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US18/618,199 US20250302726A1 (en) 2024-03-27 2024-03-27 Long-wear compositions
US18/618,199 2024-03-27
FRFR2405337 2024-05-24
FR2405337A FR3162360A3 (fr) 2024-05-24 2024-05-24 Compositions longue tenue

Publications (1)

Publication Number Publication Date
WO2025207527A1 true WO2025207527A1 (fr) 2025-10-02

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Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6338839B1 (en) 1998-08-10 2002-01-15 L'oreal Transfer-resistant make-up or care composition containing a volatile linear silicone
WO2003026596A1 (fr) 2001-09-26 2003-04-03 The Procter & Gamble Company Compositions topiques contenant des particules solides et un fluide de copolymere de resine de silicone
WO2003042221A1 (fr) 2001-11-13 2003-05-22 Ge Bayer Silicones Gmbh & Co. Kg Utilisation de siloxanes comme supports evaporables
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