WO2022005833A1 - Compositions cosmétiques aptes à former une structure multicouche après application sur une matière kératinique contenant une combinaison de résines de silicone - Google Patents

Compositions cosmétiques aptes à former une structure multicouche après application sur une matière kératinique contenant une combinaison de résines de silicone Download PDF

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Publication number
WO2022005833A1
WO2022005833A1 PCT/US2021/038628 US2021038628W WO2022005833A1 WO 2022005833 A1 WO2022005833 A1 WO 2022005833A1 US 2021038628 W US2021038628 W US 2021038628W WO 2022005833 A1 WO2022005833 A1 WO 2022005833A1
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Prior art keywords
composition
compositions
present
component
silicone
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PCT/US2021/038628
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English (en)
Inventor
Jody EBANKS
Hurbert Tunchiao LAM
Tsang-Min Huang
Frances SAN GEORGE
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L'oreal
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Publication date
Priority claimed from US16/916,594 external-priority patent/US20210401723A1/en
Priority claimed from FR2008714A external-priority patent/FR3113598B1/fr
Application filed by L'oreal filed Critical L'oreal
Priority to JP2022566695A priority Critical patent/JP2023524273A/ja
Priority to KR1020227036041A priority patent/KR20220155359A/ko
Priority to CN202180039300.9A priority patent/CN115697286A/zh
Publication of WO2022005833A1 publication Critical patent/WO2022005833A1/fr

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    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • 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
    • A61Q1/12—Face or body powders for grooming, adorning or absorbing
    • 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
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes

Definitions

  • the present invention relates to cosmetic compositions capable of forming a multilayer structure after application to a keratinous material containing a combination of silicone resins.
  • Such compositions allow for benefits associated with multilayer cosmetic products without having to engage in a multi-step application process.
  • compositions including pigmented cosmetics such as foundations, lipsticks and eye shadows, have been formulated in an attempt to possess long wearing properties upon application.
  • pigmented cosmetics such as foundations, lipsticks and eye shadows
  • many of these compositions do not generally possess both good long-wear/transfer-resistance properties as well as good application properties, good comfort properties and/or good appearance properties (for example, shine, or matte properties).
  • MG resins For example, with respect to lip products, commercial products containing silicon resins such as MG resins are known. Such products are known to provide good long wear properties and/or transfer- resistance. However, such products possess poor application properties, poor feel upon application (for example, feel rough) and poor shine or gloss properties owing to the film formed by the MQ resin (for example, a matte appearance). Therefore, a second composition (topcoat) is separately applied to such products to improve poor properties of the compositions to make the products acceptable to consumers. Furthermore, the topcoat composition must be reapplied continually so that the product remains acceptable to consumers, meaning that the products are effectively not long-wearing” as they require constant maintenance and reapplication.
  • topcoat is separately applied to such products to improve poor properties of the compositions to make the products acceptable to consumers. Furthermore, the topcoat composition must be reapplied continually so that the product remains acceptable to consumers, meaning that the products are effectively not long-wearing” as they require constant maintenance and reapplication.
  • the present invention relates to anhydrous cosmetic compositions capable of forming a multilayer structure after application to a keratinous material, wherein the compositions comprise at least two immiscible components prior to application and wherein the compositions comprise at least one modified MQ resin, at least one MQ resin, and at least polypropylsilsesquioxane resin.
  • the compositions further comprise at least one colorant.
  • the present invention also relates to methods of treating, caring for and/or making up a keratinous material (for example, skin, hair, eyelashes, nails or lips) by applying compositions of the present invention to the keratinous material in an amount sufficient to treat, care for and/or make up the keratinous material.
  • a keratinous material for example, skin, hair, eyelashes, nails or lips
  • the present invention also relates to methods of enhancing the appearance of a keratinous material (for example, skin, hair, eyelashes, nails or lips) by applying compositions of the present invention to the keratinous material in an amount sufficient to enhance the appearance of the keratinous material.
  • a keratinous material for example, skin, hair, eyelashes, nails or lips
  • the present invention also relates to methods of applying compositions of the present invention to a keratinous material (for example, skin, hair, eyelashes, nails or lips) comprising mixing or blending the composition so that the immiscible components are temporarily miscible, and applying the composition comprising the temporarily miscible components to the keratinous material. Subsequent to application to the keratinous material, the components separate to form a multilayer structure on the keratinous material.
  • a keratinous material for example, skin, hair, eyelashes, nails or lips
  • the present invention also relates to kits comprising (1) at least one container; (2) at least one applicator; and (3) at least one composition of the present invention.
  • the at least one container is configured to mix immiscible components in the at least one composition of the present invention.
  • the expression “at least one” means one or more and thus includes individual components as well as mixtures/combinations.
  • “Immiscible” in the context of “immiscible component” as used herein means that the components are visually separated into layers in a composition, similar to a mixture of oil and vinegar in which the oil and vinegar form separate layers in a composition.
  • an emulsion containing an oil phase and a water phase does not contain immiscible oil and water components because the emulsion does not contain visually separated layers.
  • Temporarily miscible in the context of blending or mixing compositions such that immiscible components are “temporarily miscible” as used herein means that the components are not visually separated into layers after blending or mixing.
  • Film former or “film forming agent” as used herein means a polymer or resin that leaves a film on the substrate to which it is applied.
  • Polymer as used herein means a compound which is made up of at least two monomers.
  • “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, a!koxy groups, acyloxya!ky groups, oxyaikylene groups, po!yoxyalkylene groups, carboxylic add groups, amine groups, acylamino groups, amide groups, halogen containing groups, ester groups, thiol groups, sulphonate groups, thiosulphate groups, siioxane groups, hydroxyalkyl groups, and polysiloxane groups.
  • the substituent(s) may be further substituted.
  • Volatile as used herein, means having a flash point of less than about 100°C.
  • 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% wafer, and most preferably no water.
  • Transfer resistance refers to the quality exhibited by compositions that are not readily removed by contact with another material, such as, for example, a glass, an item of clothing or the skin, for example, when eating or drinking. Transfer resistance may be evaluated by any method known in the art for evaluating such. For example, transfer resistance of a composition may be evaluated by a “kiss” test. The “kiss” test may involve application of the composition to human keratin material such as hair, skin or lips followed by rubbing a material, for example, a sheet of paper, against the hair, skin or lips after expiration of a certain amount of time following application, such as 2, 3, 4, 5, 8, 7, 8, 9, 10, 11 , 12, 13, 14 or 15 minutes after application.
  • transfer resistance of a composition may be evaluated by the amount of product transferred from a wearer to any other substrate, such as transfer from the hair, skin or lips of an individual to a collar when putting on clothing after the expiration of a certain amount of time following application of the composition to the hair, skin or lips.
  • the amount of composition transferred to the substrate e.g., collar, or paper
  • a composition may be transfer resistant if a majority of the product is left on the wearer's hair, skin or lips.
  • the amount transferred may be compared with that transferred by other compositions, such as commercially available compositions. In a preferred embodiment of the present invention, little or no composition is transferred to the substrate from the hair, skin or lips.
  • Adhesion refers to the quality exhibited by compositions that adhere to a substrate after application. Adhesion may ⁇ be evaluated by any method known in the art for evaluating such. For example, samples to be tested for adhesion properties can be deposited onto a surface such as a bioskin substrate or Byko-Charts Black Scrub Panels P122-1 ON (6.50 x 17.00 Inches). After drying, a piece of AST cross hatch tape (Permacel 99/P A-28060/51596) can be placed on the sample, and removed at a 180° angle. Then, it can be determined how much of the sample is adhered to the tape. For example, a rating scale such as a scale of 1-3 can be used to assess the degree of sample removal from the substrate onto the tape, in which 1 is essentially no removal, 2 is some removal, and 3 is essentially complete removal.
  • a rating scale such as a scale of 1-3 can be used to assess the degree of sample removal from the substrate onto the tape, in which 1 is essentially no removal, 2
  • rubber-off resistance refers to physical abrasion such as rubbing the human skin with the hands or clothes or other physical Interaction it can also be described as the ability to hold active ingredients on the skin or prevent the removal of active ingredients from the skin or a substrate such as Byko-Charts Black Scrub Panels P122- 10N (6.50 x 17.00 inches) or bioskin by abrasion or other physical interaction.
  • compositions as used herein refers to compositions having with an average gloss, measured at 60°, of greater than or equal to 35, for example 40, preferably 45, 55, 60 or 65 out of 100, including all ranges and subranges therebetween such as 35-65, 40-65, etc.
  • the term "average gloss” denotes the gloss as it can be measured using a gloss meter, for example by spreading a layer of the composition to be tested via a 1 mL draw down, between 20pm and 500pm in thickness, on a black panel using an automatic spreader. The deposit can be left to dry for a definite time period such as 24 or 48 hours at a temperature of room temperature and then the gloss is measured at 60° using a Byk Gardner gloss meter of reference microTRI-GLOSS This measurement (of between 0 and 100) is repeated at least three times, and the average gloss is the average of the at least three
  • Long wear compositions refers to compositions where color remains the same or substantially the same as at the time of application, as viewed by the naked eye, after an extended period of time.
  • Long wear properties may be evaluated by any method known in the art for evaluating such properties. For example, long wear may be evaluated by a test involving the application of a composition to the skin 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 skin 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.
  • compositions and methods of the present invention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful in personal care.
  • compositions capable of forming a multilayer structure after application to a keratinous material containing a combination of silicone resins are provided.
  • Such compositions allow for benefits associated with multilayer cosmetic products without having to engage in a multi-step application process.
  • such compositions can be suitable as foundations, primers, eye shadows and other skin compositions and/or can be suitable as lipsticks, lip glosses, iip balms and other lip compositions
  • the cosmetic compositions of the present invention comprise at least two Components, hereinafter referred to as “Component A” and “Component B.”
  • both Component A and Component B comprise silicone.
  • Component A for example, may comprise a combination of silicone resins.
  • Component B for example, may comprise a silicone gum.
  • Component A is the component of the compositions of the present invention which forms the layer of the multilayer structure which is closest to the keratinous material after application of the composition to the keratinous material. This layer of the multilayer structure is hereinafter referred to as “Layer A.”
  • Layer A This layer of the multilayer structure.
  • Component A/Layer A has an affinity for the surface of the keratinous material owing to the surface energy characteristics between the two.
  • Component B is the component of the compositions of the present invention which forms the layer of the multilayer structure which is farthest away from the keratinous material after application of the composition to the keratinous material. This layer of the multilayer structure is hereinafter referred to as “Layer B.” In accordance with preferred embodiments, Component B/Layer B has an affinity for the air interface.
  • ail weight amounts and ratios set forth herein referring to Component A and Component B refer to amounts of active material (that is, non-volatile material) in these components.
  • all weight amounts and ratios set forth herein referring to Layer A and Layer B refer to amounts of active material as Layer A and Layer B are present after evaporation of volatile solvent.
  • Component A and Component B Prior to application to a keratinous material, Component A and Component B are Immiscible in the compositions of the present invention.
  • immiscibiiity of the immiscible components results from an incompatibility between the two components when the composition is at rest, incompatibility between the two components after application to a keratinous material, or both.
  • immiscibility of the immiscible components results from differences such as, for example, differences in viscosity, glass transition temperature, interfacial tension, solubility parameters, density, and/or chemical/structural incompatibility of the components, and/or differences induced by temperature and/or pressure.
  • immiscibility of the immiscible components when the composition is at rest can result from, for example, chemical/structural incompatibility, differences in the interfacial tension between the components such as, for example, differences in the interfacial tension between the phases within mutually compatible slaut(s), differences in viscosity, differences in the glass transition temperatures of the polymers within each phase and/or differences induced by temperature and/or pressure.
  • immiscibility of the immiscible components when the composition is being applied can result from, for example, chemical/structural incompatibility, differences in the interfacial tension between the components, differences in density of the components after solvent evaporation, and/or differences induced by temperature and/or pressure.
  • composition of the present invention immediately prior to application and/or during application to a keratinous material, the composition of the present invention is mixed or blended such that Component A and Component B are temporarily miscible upon application of the composition of the present invention to a keratinous material.
  • composition of the present invention After the composition of the present invention has been applied to a keratinous material, Component A separates from Component B. As the composition dries on the keratinous material to which it has been applied, immiscible Component A and Component B form a multilayer structure comprising Layer A and Layer B, respectively, on the keratinous material such as, for example:
  • Component B after compositions of the present invention have been applied to a keratinous material, Component B results in Layer B which is level: that is, Layer B is planar such that it may have refractive properties to impart shine to the composition.
  • Component B has self-leveling properties: it results in a level Layer B after application.
  • the shine of such compositions can be enhanced, if desired, by addition of one or more shine or gloss enhancing agents having high refractive index properties.
  • such compositions can be provided with matte properties by addition of one or more maftifying agents.
  • compositions of the present invention after compositions of the present invention have been applied to a keratinous material, Component B results in Layer B which is not- level: that is, Layer B is not planar such that it imparts matte properties to the composition in accordance with these embodiments, Component B does not have seif-leveling properties: it results in a non-level Layer B after application.
  • the matte properties of such compositions can be enhanced, if desired, by addition of one or more mattifying agents.
  • such compositions can be provided with shine or luminosity or gloss properties by addition of one or more shine or luminosity or gloss enhancing agents having high refractive index properties.
  • Another benefit of the compositions may be that, when used as a base layer/primer, the self-leveling nature of the compositions may provide a smoothing surface, thereby reducing the appearance of skin imperfections.
  • the multilayer structure comprises Layer A and Layer B.
  • the layers might be intermixed slightly with each other after application to a keratinous material, resulting in Layer A having a larger amount of A and a smaller amount of B greater and/or Layer B having a larger amount of B and a smaller amount of A.
  • Layer A comprises 40% or less of Layer B, preferably 30% or less of Layer B, preferably 20% or less of Layer B, preferably 10% or less of Layer B, and preferably 5% or less of Layer B, including all ranges and subranges therebetween.
  • Layer B comprises 40% or less of Layer A, preferably 30% or less of Layer A, preferably 20% or less of Layer A, preferably 10% or less of Layer B, and preferably 5% or less of Layer A, including all ranges and subranges therebetween.
  • Factors affecting the separation of Component A and Component B after application to a keratinous material can include, for example, those properties discussed above including but not limited to the surface energy of the substrate, the density of each Component, the evaporation properties of the solvent(s), the Tg of the film formers, and/or the viscosity of the film formers.
  • Component A has surface energy properties closer to the surface energy properties of the keratinous material to which it is applied than Component B.
  • the surface energy of skin is estimated to be 36 mN/m. Accordingly, where Component A has a surface energy of about 36 mN/m, it is believed that Component A can migrate to the skin.
  • Component B would preferably have a lower surface energy, making it more likely that it would migrate toward the air interface.
  • phase separation in particular, the rate at which the Components A and B separate after application. It is believed that such phase separation can be affected by differences such as those discussed above such as, for example, differences in temperature of the Components A and B, in the Tg of the Components A and B (the higher the Tg of a component, the longer it will take for phase separation), in the weight fraction of the film formers, and/or in the pressure of the Components A and B.
  • Component A and/or Component B comprises a combination of silicone resins having at least one glass transition temperature lower than 60°C, preferably lower than 55°C, preferably lower than 50°C, and preferably lower than normal human body temperature (98.6 or 37°C).
  • a preferred method of determining Tg is to remove all volatile solvent from the Layer, and determine Tg by Differential Scanning Calorimetry.
  • Component A and Component B have different density properties, and the difference is such that Component A and Component B are immiscible in the compositions of the present invention.
  • Component A/Layer A and Component B/Layer B have a density difference of 0.001-1 kg/m 3 , preferably 0.005-0.8 kg/m 3 , and preferably 0.01-0.6 kg/m 3 , including ail ranges and subranges therebetween.
  • Component A and Component B are affected by temperature, and the effect is such that Component A and Component B are immiscible in the compositions of the present invention at temperatures below 50°C for a predetermined amount of time as is known in the art unlike emulsions which are considered to be stable under such conditions.
  • Component A and/or Component B comprises at least one polymer such as, for example a film-forming agent having a critical molecular weight of entanglement (M c ) such that:
  • the at least one polymer has M r £wMw£1Q 8 g/mol.
  • the viscosity of the at least one polymer in Component B is greater than 350 cSt, preferably greater than 500 cSt, preferably greater than 750 cSt, and preferably greater than 1000 cSt, including ail ranges and subranges therebetween.
  • Component A and Component B can differ in various ways based primarily on the different functionalities associated with Layer A and Layer B. For example, where Layer A performs a transfer- resistance or adherence function, ingredients of Component A can be chosen to effect transfer-resistance or adherence. Similarly, where Layer A performs a color-enhancing function, at least one coloring agent can be added to Component A. And, for example, where Layer B performs a gloss- or shine-enhancing function and/or and provides a better feel (for example, affords a more comfortable feeling) and/or provides a barrier layer to inhibit color transfer, ingredients of Component B can be chosen to effect gloss, shine, comfort and/or barrier layer properties. However, it should be understood that at the interface of Layer A and Layer B, the interface of Layer A may possess properties more associated with Layer B (for example, shine) while Layer B may possess properties more associated with Layer A (for example, adhesion).
  • Component A comprises a combination of silicone resins, and optionally at least one coloring agent, and Layer A provides adhesion, transfer-resistance and/or color properties to the multilayer structure.
  • Component B may comprise at least one shine-enhancing agent, at least one comfort agent and/or at least one barrier agent, and Layer B provides shine, comfort and/or barrier properties to the multilayer structure.
  • compositions of the present invention contain less than 1% fluorinated compound.
  • compositions of the present invention contain less than 0.5% fluorinated compound.
  • compositions of the present invention contain no fluorinated compound.
  • at least one of the same sander(s) is used in Component A and Component B.
  • the weight ratio of Component A to Component B is from, for example, 1 :50 to 1.5:1 , 1 :75 to 1.5:1 , 1 :50 to 1.5:1 , 1 :20 to 1.5:1 , 1 :50 to 50:1 , 1 :75 to 20:1 , 1 :50 to 10:1 , or 1 :20 to 10:1 , including ail ranges and subranges therebetween [0071] Examples of acceptable ingredients added to Component A and/or Component B are discussed below.
  • compositions comprising at least one modified MG resin, at least one MG resin, and at least one polypropylsilsesquioxane resin are provided.
  • the term “resin” means a crosslinked or non-crossiinked three-dimensional structure.
  • Silicone resin nomenclature is known in the art as "MDTG” nomenclature, whereby a silicone resin is described according to the various monomeric siloxane units which make up the poiymer.
  • the letter M denotes the monofunctional unit (CH 3 ) 3 Si0 1/2 . This unit is considered to be monofunctional because the silicone atom only shares one oxygen when the unit is part of a poiymer.
  • the "M” unit can be represented by the following structure: H,C
  • At least one of the methyl groups of the M unit may be replaced by another group, e.g., to give a unit with formula [R(CH 3 ) 2 ]SiOi /2 , as represented in the following structure:
  • R is chosen from groups other than methyl groups.
  • groups other than methyl groups include alkyl groups other than methyl groups, alkene groups, alkyne groups, hydroxyl groups, thiol groups, ester groups, acid groups, ether groups, wherein the groups other than methyl groups may be further substituted.
  • the symbol D denotes the difunctional unit (CH 3 ) Si0 2/2 wherein two oxygen atoms bonded to the silicone atom are used for binding to the rest of the polymer.
  • the "D" unit which is the major building block of dimethicone oils, can be represented as:
  • At least one of the methyl groups of the D unit may be replaced by another group, e.g., to give a unit with formula [R(CH 3 )]Si0 2/2 .
  • T denotes the trifunctional unit, (CH 3 )8i0 3/2 and can be represented as:
  • At least one of the methyl groups of the T unit may be replaced by another group, e.g., to give a unit with formula [R]Si0 3/2 .
  • the letter Q means a tetrafunctionai unit Si0 /2 in which the silicon atom is bonded to four hydrogen atoms, which are themselves bonded to the rest of the polymer.
  • MQ resin also known as trimethyisiloxysilicate, may be represented by the following formula:
  • x and y may, for example, range from 10 to 150, preferably 20 to 120, preferably 40 to 100, and preferably 50 to 80.
  • Resin MQ which is available from Wacker, Momentive Performance Materials, Grant industries, Siltech, IHIken, and Dow Corning, Is an example of an acceptable commercially-available trimethylsiioxysllicate. Further, trimethylsiioxysllicate is commercially available from Momentive Performance under the tradename SR1000 and from Wacker under the tradename TMS 803. MQ resin is also commercially available from Dow Chemical in a solvent, such as for example, cyclomethicone. However, according to the present Invention, MQ resin may be used in the form of 100% active material, that is, not in a solvent.
  • Silsesquioxanes may be represented by the following formula:
  • T Units wherein x may, for example, have a value of ranging from a few to up to several thousand.
  • Po!ypropy!silsesquioxanes are silsesquioxanes, in which R is a propyl group. These compounds and their synthesis are described, for example, in patent application WQ 2005/075567, the entire contents of which is hereby incorporated by reference in its entirety.
  • polypropy!silsesquioxane resins examples include those sold by the company Dow Corning under the reference Dow Corning 670 Fluid or 680 Fluid.
  • such commercially available products are polypropylsilsesquioxane diluted in volatile oil such as volatile hydrocarbon oil or volatile silicone oil such as D5.
  • Dow Corning 670 and 680 Fluids have a general formula of R n SiO ( 4.
  • n) /2 wherein R is independently chosen from a hydrogen atom and a monovalent hydrocarbon group comprising 3 carbon atoms, wherein more than 80 mole % of R are propyl groups, n is a value from 1.0 to 1.4, more than 60 mole % of the copolymer comprises RSi0 3/2 units, and having a hydroxyl or alkoxy content from 0.2 to 10% by weight, for example between 1 and 4% by weight, preferably between 5 and 10% by weight, and more preferably between 8 and 8% by weight.
  • the polypropylsilsesquioxane resin has a molecular weight from about 5,000, 7,000, 10,000, 15,000, 20,000, 25,000 to about 30,000, 50,000, 75,000, 100,000 g/mol and a Tg of less than about 37 °C, from about -100, -50, - 37, or -20 to about 37 °C.
  • the at least one MQ resin and the at least one polypropylsilsesquioxane resin are blended prior to addition to the compositions of the present invention.
  • a modified MQ resin is an MQ resin in which at least one of the methyl groups of the M unit is replaced by another group described above.
  • the at least one M unit is replaced by a T unit.
  • Suitable T units for such replacements include, but are not limited to, polysilsesquioxanes of formula ((R)Si0 3/2 ) x (T units) in which x is greater than 100, in which the R groups may independently be methyl or other substituents as defined above, polymethylsilsesquioxanes which are polysilsesquioxanes in which R is a methyl group, polypropylsilsesquioxanes in which R is a propyl group, and polyphenylsilsesquioxanes in which R is a phenyl group.
  • the MQ resin is modified with one or more polymethylsilsesquioxanes.
  • An example of such a T-modified MQ resin is GRAIMRESilM MQI-T50 from
  • the weight ratio of (MQ resin + polypropyisilsesquioxane) to modified MG resin is from about 10:1 to about 1 :10, preferably about 5: 1 to about 1 :5, preferably about 3: 1 to about 1 :3, and preferably about 2:1 to about 1 :2, including ail ranges and subranges therebetween.
  • the amount of (MG resin + polypropyisilsesquioxane) present in the compositions of the present invention ranges from about 5% to about 45%, preferably from about 7% to about 40%, and preferably from about 10% to about 35%, by weight with respect to the total weight of the composition, including all ranges and subranges therebetween.
  • the amount of MQ resin present in the compositions of the present invention ranges from about 2.5% to about 30%, preferably from about 3.5% to about 28%, and preferably from about 5% to about 22%, by weight with respect to the total weight of the composition, including ail ranges and subranges therebetween.
  • the amount of polypropyisilsesquioxane present in the compositions of the present invention ranges from about 2.5% to about 15%, preferably from about 3.5% to about 14%, and preferably from about 5% to about 13%, by weight with respect to the total weight of the composition, including all ranges and subranges therebetween.
  • the amount of modified MQ resin present in the compositions of the present invention ranges from about 5% to about 45%, preferably from about 7% to about 40%, and preferably from about 10% to about 35%, by weight with respect to the total weight of the composition, including ail ranges and subranges therebetween.
  • compositions of the present invention may optionally further comprise other film forming agents known in the art in addition to the combination of silicone resins described above.
  • the compositions of the present invention do not contain any film forming agents other the combination of silicone resins discussed above if other film forming agent(s) are present, the film forming agent(s) i s/a re preferably present in an amount of from about 0.05% to about 20% by weight, preferably from 0.1% to 15% by weight, and preferably from 0.5% to 10% by weight of the total weight of the component in which they are found, including all ranges and subranges therebetween.
  • compositions of the present invention comprise at least one silicone compound.
  • Component B comprises one or more silicone compounds which is not a film-forming agent.
  • the at least one silicone compound has a surface energy lower than that of the film forming agent(s) in another component.
  • the silicone compound preferably has a surface energy which is lower than that of film-forming agent(s) in Component A.
  • the silicone compound may be, for example, polymeric, comprising a silicon bonded to a minimum of one oxygen, and in even further embodiments, two oxygens.
  • the silicon is bonded to a hydrocarbon (e.g., C1-22 linear, branched, and/or aryl) such as methyl, ethyl, propyl, and phenyl.
  • the silicone compound comprises a polydimethylsiloxane (PDMS).
  • the silicone compound itself may be linear, branched or dendritic. In further embodiments, the silicone compound is linear or substantially linear. In one or more embodiments, the silicone compound comprises a chain termination selected from the group consisting of hydrocarbon, alcohol, ester, acid, ketone, amine, amide, epoxy, vinyiogous (e.g. alkene or alkyne group), halogen, hydride, and the like. For example, in embodiments where the silicone compound comprises polydimethylsiloxane, the compound may be chain end terminated with an - OH or a methyl group.
  • the term “silicone compound’’ includes, but is not limited to, silicone gums, silicone fluids, and silicone wax. If present, the silicone compound may impart properties on the composition (e.g., enhance shine or matte quality). In one or more embodiments, the silicone compounds are present in an amount sufficient to achieve a viscosity of greater than about 1 ,000 cSt and/or less than about 22,000,000 cSt.
  • the viscosity ranges from about 1 ,000, 5,000, 10,000, 20,000, 30,000, 40,000, 50,000 or 60,000 cSt to about 100,000, 200,000, 300,000, 400,000, 500,000, 600,000, 700,000, 800,000, 900,000, 1 ,000,000, 5,000,000, 10,000,000 or 22,000,000 cSt, including ail ranges and subranges therebetween.
  • a particularly preferred viscosity range for the combination of silicone compound(s) present in the compositions of the present invention is from 20,000 cSt to 800,000 cSt, with 25,000 cSt to 750,000 cSt being most preferred.
  • At least one shine enhancing agent can be added to Component A, Component B, or both.
  • the shine enhancing agent is selected from the group consisting of agents which facilitate self-leveling of a layer, agents which have a high refractive index, and mixtures thereof.
  • such shine enhancing agents may be silicone compounds discussed above.
  • compositions for skin in particular foundation compositions
  • such shine enhancing agents may impart a luminous and/or dewy effect to compositions described herein.
  • one trend for foundation a dewy/radiant foundation (particularly long-lasting radiance), rather than a fully matte appearance. This is usually achieved through the addition of oils or pearls to the formula, but such formulas may not be long- lasting.
  • the compositions described herein may result in both a dewy /radiant appearance that is also long-lasting.
  • Suitable shine enhancing agents include those compounds having a refractive index ranging from about 1.45 to about 1 .60, and a weight average molecular weight of preferably less than 15,000, preferably less than 10,000, and preferably less than 2,000.
  • examples of such agents include, but are not limited to, phenylated silicones such as those commercialized under the trade name "ABIL AV 8853" by Goldschmidt, those commercialized under the trade names "DC 554", “DC 555”, “DC 556” and “SF 558” by Dow Corning, and those commercialized under the trade name "SILBIONE 70633 V 30" by Rhone-Poulenc.
  • Suitable phenylated silicones include, but are not limited to, those commercialized by Wacker Silicones such as BELSIL RDM 20, a phenylated silicone with a viscosity at 25°C of approximately 20 cSt; BELSIL RDM 200, a phenylated silicone with a viscosity at 25°C of approximately 200 cSt; BELSIL RDM 1000, a phenylated silicone with a viscosity at 25°C of approximately 1000 cSt.
  • BELSIL RDM 20 a phenylated silicone with a viscosity at 25°C of approximately 20 cSt
  • BELSIL RDM 200 a phenylated silicone with a viscosity at 25°C of approximately 200 cSt
  • BELSIL RDM 1000 a phenylated silicone with a viscosity at 25°C of approximately 1000 cSt.
  • Particularly preferred shine enhancing agents are the phenylated silicones such as phenyl trimethicone, and trimethy! pentapheny! trisiloxane, and esters such as pentaerythrityi tetraoieate, and PPG-3 benzyl ether myristate.
  • Suitable shine enhancing agents include those which provide self-leveling properties to the compositions of the present invention. Suitable examples of such compositions include, but are not limited to, the silicone gums discussed below.
  • the silicone gum can correspond to the formula:
  • R 7I R s> RII and R 12 are identical or different, and each is chosen from alkyl radicals comprising from 1 to 6 carbon atoms,
  • Rg and R 10 are identical or different, and each is chosen from alkyl radicals comprising from 1 to 8 carbon atoms and aryl radicals, [00117] X is chosen from alkyl radicals comprising from 1 to 8 carbon atoms, a hydroxyl radical and a vinyl radical,
  • n and p are chosen so as to give the silicone gum a viscosity of from 350 cSt to 50,000,000 cSt, preferably from 500 cSt to 40,000,000 cSt, preferably from 750 cSt to 30,000,000 cSt, preferably from 850 cSt to 20,000,000 cSt, preferably from 950 cSt to 18,000,000 cSt and preferably from 1000 cSt to 10,000,000 cSt, including ail ranges and subranges therebetween
  • n and p can each take values ranging from 0 to 10,000, such as from 0 to 5,000
  • silicone gums which can be used according to the invention, mention may be made of those for which:
  • the substituents R 7 to F1 ⁇ 2 represent a methyl group
  • the substituent X represents a hydroxyl group
  • the substituents R 7 to R 12 represent a methyl group
  • the substituent X represents a hydroxyl group
  • the substituents R 7, R 8 , Rn, R i2 and X represent a methyl group and the substituents R 9 and R i0 represent an aryl group, such that the molecular weight of the gum is about 600 000, for instance the product sold or made under the name 761 by the company Rhone- Poulenc (Rhodia Chimie)
  • the silicone gum correspond to the following formula:
  • the terminal Si’s can also be other than methyl and may be represented with substitutions on the repeating Si such that the R group is an alkyl of 1 to 6 carbon atoms , which may be linear, branched and/or functionalized selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, ally!, cycohexyl, phenyl, and mixtures thereof.
  • the R group is an alkyl of 1 to 6 carbon atoms , which may be linear, branched and/or functionalized selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, ally!, cycohexyl, phenyl, and mixtures thereof.
  • the silicone gums employed in the present invention may be terminated by triorganosiiyl groups of the formula R’ 3 where R‘ is a radical of monovalent hydrocarbons containing from 1 to 6 carbon atoms, hydroxyl groups, alkoxyl groups and mixtures thereof.
  • Component B/Layer B comprises at least one shine (gloss) enhancing agent.
  • Component B/Layer B has a self-leveling property which results in a flatter interface between Layer A and Layer B and/or between Layer B and air, and this flatter interface results in light diffraction, refraction and/or reflection properties for Layer B which enhances the shine of the composition.
  • At least two silicone compounds such as silicone fluids (for example, phenylated silicones described above) and/or silicone gums are present in the compositions of the present invention.
  • agent(s) which facilitate self-leveling of a layer such as silicone gum(s) is/are preferably present in an amount of from about 0.01% to about 90% by weight, preferably from 1 % to 85% by weight, and preferably from 5% to 80% by weight of the total weight of the composition, including ail ranges and subranges therebetween.
  • agent(s) which have a high refractive index such as phenylated silicone oii(s) is/are preferably present in an amount of from about 0.05% to about 90% by weight, preferably from 0.1% to 75% by weight, and preferably from 1% to 50% by weight of the total weight of the composition, including ail ranges and subranges therebetween.
  • At least two silicone compounds such as silicone fluids (for example, phenylated silicones described above) and/or silicone gums are present in the compositions of the present invention.
  • the shine enhancing (s) is/are preferably present in an amount of from about 0.05% to about 90% by weight, preferably from 0.1% to 50% by weight, and preferably from 1 % to 35% by weight of the total weight of the composition, including ail ranges and subranges therebetween.
  • At least one matte enhancing agent can be added to Component A, Component B, or both.
  • the at ieast one matte enhancing agent can be added regardless of whether Component B is not seif-leveling and/or Layer B has refractive properties to impart matte properties to the composition as described above.
  • Suitable matte enhancing agents include, but are 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.
  • the matte enhancing agent(s) is/are preferably present in an amount of from about 0.05% to about 90% by weight, preferably from 0.1% to 50% by weight, and preferably from 1 % to 35% by weight of the total weight of the composition, including ail ranges and subranges therebetween.
  • compositions further comprising at least one coloring agent are provided.
  • such colored compositions can be cosmetic compositions such as, for example, foundations or eye shadows.
  • the at least one coloring agent may be chosen from pigments, dyes, nacreous pigments, and pearling agents.
  • the pigments which may be used according to the present invention, may be chosen from white, colored, inorganic, organic, polymeric, nonpolymeric, coated and uncoated pigments.
  • Representative examples of mineral pigments include titanium dioxide, optionally surface- treated, zirconium oxide, zinc oxide, cerium oxide, iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate, and ferric blue.
  • Representative examples of organic pigments include carbon black, pigments of D & C type, and lakes based on cochineal carmine, barium, strontium, calcium, and aluminum.
  • inorganic pigments useful in the present invention include those selected from the group consisting of rutile or anatase titanium dioxide, coded in the Color Index under the reference Cl 77,891 ; black, yellow, red and brown iron oxides, coded under references Cl 77,499, 77, 492 and, 77,491 ; manganese violet (Cl 77,742); ultramarine blue (Cl 77,007); chromium oxide (Cl 77,288); chromium hydrate (Cl 77,289); and ferric blue (Cl 77,510) and mixtures thereof.
  • organic pigments and lakes useful in the present invention include, but are not limited to, D&C Red No. 19 (C! 45,170), D&C Red No. 9 (Cl 15,585), D&C Red No. 21 (Cl 45,380), D&C Orange No. 4 (Cl 15,510), D&C Orange No. 5 (Cl 45,370), D&C Red No. 27 (Cl 45,410), D&C Red No. 13 (Cl 15,630), D&C Red No. 7 (Cl 15,850), D&C Red No. 6 (Cl 15,850), D&C Yellow No. 5 (Cl 19,140), D&C Red No. 38 (Cl 12,085), D&C Orange No.
  • peariescent pigments useful in the present invention include those selected from the group consisting of the white peariescent pigments such as mica coated with titanium oxide, mica coated with titanium dioxide, bismuth oxychloride, titanium oxychloride, colored peariescent pigments such as titanium mica with Iron oxides, titanium mica with ferric blue, chromium oxide and the like, titanium mica with an organic pigment of the above-mentioned type as well as those based on bismuth oxychloride and mixtures thereof.
  • white peariescent pigments such as mica coated with titanium oxide, mica coated with titanium dioxide, bismuth oxychloride, titanium oxychloride, colored peariescent pigments such as titanium mica with Iron oxides, titanium mica with ferric blue, chromium oxide and the like, titanium mica with an organic pigment of the above-mentioned type as well as those based on bismuth oxychloride and mixtures thereof.
  • the nacreous pigments which may be used according to the present invention may be chosen from white nacreous pigments such as mica coated with titanium or with bismuth oxychloride, colored nacreous pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment chosen from those mentioned above, and nacreous pigments based on bismuth oxychloride.
  • the 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 01 % to 40%, and further such as from 0.1% to 30%, including all ranges and subranges therebetween.
  • the pigments, including nacreous pigments may, for example, represent up to 50% by weight of the composition.
  • Embodiments without coloring agents may be suitable as primers for the skin.
  • a “primer” or “undercoat” is a preparatory coating put on keratinous materials (e.g., the skin or lips), before the application of subsequent cosmetic product layers. Priming can allow for better adhesion of these subsequent layers to the surface and increase their durability. For example, priming the skin or other keratinous material can also provide additional protection for the material especially in terms of extending the wear.
  • Priming the skin or other keratinous material can also help to preserve the integrity of the subsequent cosmetic layers from fading, creasing, continued color intensity throughout the wear, particularly those comprising the compositions disclosed herein. Additionally, the primer can provide a uniform undercoat oftentimes resulting in increased uniformity of the color and texture of the following coat(s). Thus, such primers may act as a base for another foundation or eye shadow composition, for example, which may increase smoothness or help the other composition to better adhere. Such primers may also comprise mattifying agents or elastomers (e.g., silicone elastomers).
  • topcoats such as compositions for application to lip compositions or foundations.
  • a “topcoat” is a coating put on prior cosmetic product layers after the application of the cosmetic products to keratinous materials (e.g., lips or skin).
  • coloring agents e.g., an inorganic or organic pigment or peariizing agents
  • relatively low amounts of coloring agents may be stand-alone products, neither topcoats or primers, for application to keratinous materials.
  • compositions of the present invention contain less than 1% of coloring agents.
  • compositions of the present invention contain less than 0.5% of coloring agents. [00152] According to the preceding embodiment, the compositions of the present invention contain no coloring agent.
  • compositions of the present invention may further comprise at least one fatty substance.
  • Suitable fatty substances include oi!(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.
  • oils can be any acceptable oil including but not limited to silicone oils and/or hydrocarbon oils.
  • the 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 6cSt and having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or a!koxy 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 W003/042221 , 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 of preferably 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 C 8 to Gig alkanes such as C 8 to C 16 isoalkanes (also known as isoparaffins), isohexadecane, 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 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: [00183] - 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
  • R 5 COOR 6 in which R 5 represents a linear or branched higher fatty acid residue containing from 1 to 40 carbon atoms, including from 7 to 19 carbon atoms, and R 6 represents a branched hydrocarbon-based chain containing from 1 to 40 carbon atoms, including from 3 to 20 carbon atoms, with R 6 + R ?
  • Purceilin oil (cetostearyi octanoate), isononyl isononanoate, octyldodecyi neopentanoate, C i2 to C i5 alkyl benzoate, isopropyl myristate, 2-ethyl hexyl palmitate, and octanoates, decanoates or riclnoleates of alcohols or of polyalcohols; hydroxylated esters, for instance Isostearyi lactate or diisostearyl maiate; and pentaerythritol 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, squaiane, 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, squaiane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydrosqualene, and mixtures thereof.
  • a cosmetic composition of the present invention may also contains at least one high viscosity ester.
  • high viscosity ester examples thereof include, but not limited to, CrC 30 monoesters and polyesters of sugars and related materials. These esters are derived from a sugar or polyol moiety and one or more carboxylic acid moieties. Depending on the constituent acid and sugar, these esters can be in either liquid or solid form at room temperature.
  • Suitable liquid esters include, but are not limited to: glucose tetraoieate, the glucose tetraesters of soybean oil fatty acids (unsaturated), the mannose tetraesters of mixed soybean oil fatty acids, the galactose tetraesters of oleic acid, the arabinose tetraesters of linoleic acid, xylose tetralinoleate, galactose pentaoleate, sorbitol tetraoieate, the sorbitol hexaesters of unsaturated soybean oil fatty adds, xylitoi pentaoleate, sucrose tetraoieate, sucrose pentaoletate, sucrose hexaoieate, sucrose hepatoleate, sucrose octaoieate, and mixtures thereof.
  • Suitable solid esters may include, but are not limited to: sorbitol bexaester in which the carboxylic acid ester moieties are pa!mitoleate and arachidate in a 1 :2 molar ratio; the octaester of raffinose in which the carboxylic acid ester moieties are linoieate and behenate in a 1 :3 molar ratio; the heptaester of maltose wherein the esterifying carboxylic acid moieties are sunflower seed oil fatty acids and lignocerate in a 3:4 molar ratio; the octaester of sucrose wherein the esterifying carboxylic acid moieties are oleate and behenate in a 2:8 molar ratio; and the octaester of sucrose wherein the esterifying carboxylic acid moieties are laurate, !ino!eate and behenate in a 1 :3:4 m
  • the sugar polyester is the octaester of sucrose in which there are about 7 behenic fatty acid moieties and about oleic acid moiety in the molecule.
  • Other materials may include cottonseed oil or soybean oil fatty acid esters of sucrose.
  • the high viscosity ester comprises sucrose acetate isobutyrate.
  • sucrose acetate isobutyrate is SAIB-100®, commercially available from Eastman®, Kingsport, Tenn. This ester has a viscosity of about 100,000 cps at 30° C. and a refractive index of about 1.5 at 20°
  • the at least one oil is present in the compositions of the present invention in an amount ranging from about 5 to about 80% by weight, more preferably from about 10 to about 50% by weight, and most preferably from about 15 to about 35% by weight, based on the total weight of the composition, including all ranges and subranges within these ranges.
  • the compositions of the present invention further comprise at least one wax.
  • waxes that can be used in accordance with the present disclosure include those generally used in the cosmetics field: they include those of natural origin, such as beeswax, carnauba wax, candeiilia wax, ouricoury wax, Japan wax, cork fibre wax or sugar cane wax, rice wax, monfan wax, paraffin wax, lignite wax or microcrysta!!ine wax, ceresin or ozokerite, and hydrogenated oils such as hydrogenated castor oil or jojoba oil; synthetic waxes such as the polyethylene waxes obtained from the polymerization or copolymerization of ethylene, and Fischer-Tropsch waxes, or else esters of fatty acids, such as octacosanyi stearate, glycerides which are concrete at 30°C, for example at 45°C.
  • the compositions of the present invention further include at least one silicone wax.
  • suitable silicone waxes include, but are not limited to, silicone waxes such as alkyl- or aikoxydimethicones having an alkyl or alkoxy chain ranging from 10 to 45 carbon atoms, poly(di)methyisiioxane esters which are solid at 30°C.
  • alkylated silicone acrylate copolymer waxes comprising at least 40 mole % of siloxy units having the formula (R 2 R'Si0i / 2)x(R"Si03 / 2) y , where x and y have a value of 0.05 to 0.95, R is an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group, R is a monovalent hydrocarbon having 9-40 carbon atoms, R" is a monovalent hydrocarbon group having 1 to 8 carbon atoms, an aryl group such as those disclosed in U.S.
  • the compositions of the present invention further include at least one long-chain alcohol wax.
  • the at least one long-chain alcohol wax has an average carbon chain length of between about 20 and about 60 carbon atoms, most preferably between about 30 and about 50 carbon atoms.
  • Suitable examples of long-chain alcohol waxes include but are not limited to alcohol waxes commercially available from Baker Hughes under the Performaco! trade name such as, for example, Performacol 350, 425 and 550.
  • the long-chain alcohol wax has a melting temperature range from about 93°C to about 105°C.
  • compositions of the present invention contain less than 1% wax.
  • compositions of the present invention contain less than 0.5% wax. [00177] According to preferred embodiments, the compositions of the present invention contain no wax.
  • the wax or waxes may be present in an amount ranging from 1 to 30% by weight relative to the total weight of the composition, for example from 2 to 20%, and for example from 3 to 10%, Including all ranges and subranges therebetween.
  • compositions of the present invention are compositions for application to keratinous material such as skin or lips.
  • the compositions of the present invention can contain ingredients typically found in cosmetic compositions such as, for example, water, active ingredients, humectants, surfactants and fillers.
  • the composition of the invention can thus comprise any additive usually used in the field under consideration.
  • dispersants such as po!y(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
  • suitable additional components can be found in the other references which have been incorporated by reference in this application. Still further examples of such additional ingredients may be found in the Internationa! Cosmetic ingredient Dictionary and Handbook (9 th ed. 2002).
  • 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.
  • the composition of the invention is cosmetically or dermatologically acceptable, i.e., it should contain a non-toxic physiologically acceptable medium and should be able to be applied to the skin of human beings.
  • 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.
  • These clays are products that are already well known per se, which are described, for example, in the book “Mineralogie des argi!es", S. Caillere, S. Henin, M. Rautureau, 2 nd edition 1982, Masson, the teaching of which is included herein by way of reference.
  • Ciays are silicates containing a cation that may be chosen from calcium, magnesium, aluminum, sodium, potassium and lithium cations, and mixtures thereof.
  • Examples of such products that may be mentioned include ciays of the smectite family such as montmoriiionites, hectorltes, bentonites, beidel!ites and saponites, and also of the family of vermiculites, stevensite and chlorites. These days may be of natural or synthetic origin.
  • Hydrophilic clays that may be mentioned include smectite products such as saponites, hectorltes, montmoriiionites, bentonites and beidellite.
  • Hydrophilic ciays that may be mentioned include synthetic hectorltes (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 aluminum 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.
  • lipophilic day means a day that is capable of swelling in a lipophilic medium; this day swells in the medium and thus forms a colloidal dispersion.
  • modified days such as modified magnesium silicate (Bentone Gel VS38 from Rheox), and hectorltes modified with a Ci 0 to C 2 2 fatty-acid ammonium chloride, for instance hectohte modified with distearyldimethy!ammonium chloride (CTFA name: disteardimonium hectorite) sold under the name Bentone 38 CE by the company Rheox or Bentone 38V® by the company Elementls.
  • modified magnesium silicate Bentone Gel VS38 from Rheox
  • CTFA name disteardimonium hectorite
  • 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 silanoi groups present on the surface of the silica. The silanoi groups can notably be replaced with hydrophobic groups: a hydrophobic silica is then obtained.
  • the hydrophobic groups can be:
  • Silicas treated in this way are called “Silica silylate” according to the CTFA (6th edition, 1995). They are for example marketed under the references “AERGSIL R812®” by the company Degussa, “CAB-0-8IL TS-530®” by the company Cabot;
  • dimethylsilyloxyi or polydimethylsiloxane groups which are notably obtained by treatment of pyrogenic silica in the presence of polydimethylsiloxane or dimethyidichiorosiiane.
  • Silicas treated in this way are called “Silica dimethyl silylate” according to the CTFA (6th edition, 1995). 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.
  • Suitable emollients may include, but are not limited to, the following: natural and synthetic oils such as mineral, plant and animal oils; fats and waxes; fatty alcohols and acids, and their esters; esters and ethers of (poly)alkylene glycols; hydrocarbons such as petrolatum and squalane; lanolin alcohol and its derivatives; animal and plant triglycerides; and steary! alcohol.
  • natural and synthetic oils such as mineral, plant and animal oils; fats and waxes; fatty alcohols and acids, and their esters; esters and ethers of (poly)alkylene glycols; hydrocarbons such as petrolatum and squalane; lanolin alcohol and its derivatives; animal and plant triglycerides; and steary! alcohol.
  • esters such as isopropyl paimitate, isopropyl myristate, isononyl isonanoate (such as WICKENOL 151 available from Aizo Inc.
  • C12-C15 alkyl benzoates such as F!NSOLV TN from I nnospec Active Chemicals
  • capryiic/capric triglycerides pentaerythritoi tetraoctanoate, mineral oil, dipropylene glycol dibenzoate, PPG ⁇ 15 stearyl ether benzoate, PPG-2-Myristyi Ether Propionate, ethyl methicone, diethylhexylcyclohexane, hydrocarbon-based oils of plant origin, such as liquid triglycerides of fatty acids containing from 4 to 10 carbon atoms, for instance heptanoic or octanoic acid triglycerides, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, coriander oil, castor
  • glycol ; synthetic esters and ethers, especially of fatty acids, for instance, Purceilin oil, 2-octy!dodecyl stearate, 2-octyldodecyi erucate, isosteary! isostearate, hydroxylated esters, for instance isosteary!
  • lactate octyl hydroxystearate, octyldodecyi hydroxystearate, diisostearyi maiate or triisocetyl citrate, fatty alcohol heptanoates, octanoates or decanoates, polyol esters, for instance propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate, pentaerythritol esters, for instance pentaerythrityl tetraisostearate, isopropyl lauroyl sarcosinate, petroleum jelly, polydecenes, hydrogenated polyisobutene such as Parleam oil, and/or the mixture of n-undecane and of n-tridecane sold under the reference Cetio! UT by the company BASF.
  • polyol esters for instance propylene glycol dioctanoate, n
  • the emollient agent(s), if present, is present in the composition of the present invention in amounts of active material generally ranging from about 0.1 % to about 20%, preferably from about 0.25% to about 15%, and more preferably from about 0.5% to about 10%, by weight, based on the total weight of the composition, including ail ranges and subranges in between.
  • Suitable preservatives for skin compositions include, but are not limited to, chlorophenesin, sorbic acid, disodium ethylenedinitriiotetraacetate, phenoxyethanoi, methylparaben, ethylparaben, propylparaben, phytic acid, imidazolidinyi urea, sodium dehydroacetate, benzyl alcohol, methyiehloroisothiazolinone, metbylisothiazolinone, and any combination thereof.
  • the heat-protective composition generally contains from about 0.001% to about 20% by weight of preservatives, based on 100% weight of total heat-protective composition in another aspect, the composition contains from about 0.1% to about 10% by weight of preservatives, based on 100% weight of total heat-protective composition.
  • the compositions may also optionally comprise UV filters. UV filters are well known in the art for their use in stopping UV radiation.
  • the UV filter may be one or more organic UV filters and/or one or more inorganic UV filters.
  • Non-limiting examples of UV filters include: i.
  • Sparingly soluble UV filters (not appreciably soluble in either water or oil) such as Methylene Bis-Benzotriazolyi Tetramethy!buty!pbenol, Tris- Biphenyi Triazine, Methanone, 1 , 1 '-(1 ,4-piperazinediyl)bis[1 -[2-[4- (diethyiamino)-2-hydroxybenzoyi]pben ⁇ ylj ⁇ and mixtures thereof.
  • Oil soluble organic UV filters (at least partially soluble in oil or organic solvent), such as Bis-Ethyihexy!oxyphenol Meihoxypheny!
  • Triazine Butyl Metboxydibenzoy!metbane (BMBM), Oxybenzone, Suiisobenzone, Diethyihexyi Butamido Triazone (DBT), Drometrizole Trisiioxane, Ethyihexyl Methoxycinnamate (EHMC), Ethylhexyl Salicylate (EHS), Ethylhexyl Triazone (EHT), Homosa!ate, isoamyl p-Methoxycinnamate, 4 ⁇ Methylbenzylidene Camphor Qctocrylene (OCR), Polysilicone-15, and Diethylamino Hydroxy Benzoyl Hexyl Benzoate (DHHB); ill.
  • BMBM Butyl Metboxydibenzoy!metbane
  • DBT Diethyihexyi Butamido Triazone
  • Drometrizole Trisiioxane Eth
  • Inorganic UV filters such as titanium oxide and zinc oxide, iron oxide, zirconium oxide and cerium oxide; and iv. Water soluble UV filters such as Phenylbenzimidazole Sulfonic Add (PBSA), Sulisobenzone-sodium salt, Benzydilene Camphor Sulfonic Acid, Camphor Benzalkonium Methosu!fate, Cinoxate, Disodium Phenyl Dlbenzylmidazole Tetrasuifonate, Terephthalylidene Dlcamphor Sulfonic Add, PABA, and PEG-25 PABA.
  • PBSA Phenylbenzimidazole Sulfonic Add
  • Sulisobenzone-sodium salt such as Benzydilene Camphor Sulfonic Acid, Camphor Benzalkonium Methosu!fate, Cinoxate, Disodium Phenyl Dlbenzylmidazole Tetrasuifonate, Terephthalylidene Dlcamphor Sulfonic
  • the UV filter is one or more of: a para- aminobenzoic acid derivative, a salicylic derivative, a cinnamic derivative, a benzophenone or an aminobenzopbenone, an anthranillic derivative, a b,b-diphenylacryiate derivative, a benzylidenecamphor derivative, a pbenylbenzimidazoie derivative, a benzotriazoie derivative, a triazine derivative, a bisresorcinyi triazine, an imidazoline derivative, a benzalmalonate derivative, a 4,4-diarylbutadiene derivative, a benzoxazole derivative, a merocyanine, malonitrile or a ma!onate diphenyl butadiene derivative, a chaicone, or a mixture thereof.
  • Suitable UV filters can include broad-spectrum UV filters that protect against both UVA and UVB radiation, or UV filters that protect against UVA or UVB radiation.
  • the one or more UV filters may be methylene bis-benzotriazoiyl tetramethyiphenoi, diethyiamino hydroxybenzoyi hexyl benzoate, coated or uncoated zinc oxide, ethylhexyi methoxycinnamate, isoa yi methoxycinnamate, homosalate ethyl hexyl salicylate, octocryiene, poiysiiicone-15, butyl metboxydibenzoylmetbane, menthyl anthranilate, and ethylhexyi dimethyl PABA.
  • UV filters may be used.
  • UV filters may be octocryiene, avobenzone (butyl methoxydibenzoylmethane), oxybenzone (benzophenone-3), octisaiate (ethylhexyi salicylate), and homosalate, as described in US Patent No. 9,107,843, which is incorporated herein by- reference in its entirety.
  • Methods of treating, caring for and/or making up keratinous material, such as skin or lips, by applying compositions of the present invention to the keratinous material in an amount sufficient to treat, care for and/or make up the keratinous material are provided.
  • “making up” the keratin material includes applying at least one coloring agent to the keratin material in an amount sufficient to provide color to the keratin material.
  • compositions of the present invention to the keratinous material in an amount sufficient to enhance the appearance of the keratinous material are provided.
  • compositions of the present invention comprising mixing or blending the composition so that the immiscible components are temporarily miscible, and applying the composition comprising the temporarily miscible components to the keratinous material are provided.
  • composition may be mixed in a mixing pack or may be mixed by hand. Subsequent to application to the keratinous material, the components separate to form a multilayer structure on the keratinous material.
  • kits comprising (1) at least one container; (2) at least one applicator; and (3) at least one composition capable of forming a multilayer structure after application to a keratinous material, wherein the composition comprises at least two immiscible components prior to application.
  • the compositions of the present invention are applied topically to the desired area of the keratin material in an amount sufficient to treat, care for and/or make up the keratinous material, to cover or hide defects associated with keratinous material, skin imperfections or discolorations, or to enhance the appearance of keratinous material.
  • the compositions may be applied to the desired area as needed, preferably once 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 nutes or less, more preferably for about 2 minutes or less.
  • compositions are preferably contained in a suitable container for cosmetic compositions.
  • suitable shapes of such containers include, but are not limited to, any geometric shape such as, for example, square, rectangular, pyramidal, oval, circular, hemispherical, etc.
  • the container may be made of flexible or inflexible material.
  • any applicator suitable for application of cosmetic compositions can be used in accordance with the present invention, with suitable examples of types of applicators including, but not limited to, a brush, stick, pad, roller bail, etc.
  • the container is capable of mixing or blending the composition of the present invention so that the immiscible components are temporarily miscible;
  • the applicator is capable of mixing or blending the composition of the present invention so that the immiscible components are temporarily miscible; or (3) the container and the applicator working together are capable of mixing or blending the composition of the present invention so that the immiscible components are temporarily miscible in accordance with the preceding preferred embodiments.
  • a flexible container by virtue of its flexibility could create sufficient forces when manipulated to temporarily mix or blend the composition of the present invention so that the immiscible components are temporarily miscible
  • an applicator by virtue of its design could create sufficient forces when withdrawn from the container to temporarily mix or blend the composition of the present invention so that the immiscible components are temporarily miscible
  • an inflexible container and an applicator by virtue of their synergistic design elements could create sufficient forces when the applicator is withdrawn from the container to temporarily mix or blend the composition of the present invention so that the immiscible components are temporarily miscible.
  • the compositions of the present invention are lip compositions for application to lips such as lipsticks, lip gloss or lip balms.
  • the compositions of the present invention can contain ingredients typically found in lip compositions such as, for example, coloring agents, waxes, and gelling agents.
  • the compositions can contain water or be anhydrous.
  • the compositions can be solid or non-solid.
  • Preferred embodiments include:
  • a cosmetic composition capable of forming a multilayer structure after application to a keratinous material
  • the cosmetic composition comprises at least two immiscible components A and B:
  • component A comprises at least one MQ resin, at least one polypropylsilsesquioxane, and at least one modified MQ resin, wherein the modified MQ resin comprises at least one T unit;
  • component B comprises about 0.01% to 90% by weight with respect to the total weight of the composition of one or more silicone compounds in an amount sufficient to achieve a viscosity of about 1 ,000 cSt to 22,000,000 cSt.
  • composition of the preceding embodiment further comprising at least one colorant, preferably an inorganic pigment.
  • composition of any preceding embodiment, wherein the composition comprises less than 1 % of coloring agent by weight with respect to the total weight of the composition.
  • the silicone compound comprises at least one compound selected from the group consisting of a silicone gum, a silicone fluid, and mixtures thereof.
  • a kit comprising: (a) the cosmetic composition of any preceding embodiment; (b) at least one container which contains the cosmetic composition; and (c) at least one applicator.
  • a method of applying the cosmetic composition of embodiments 1-7 above, preferably part of a kit of embodiments 8-9 above, to a keratinous material comprising mixing the cosmetic composition to form a mixed composition in which Component A and Component B are temporarily miscible, and applying the mixed composition to the keratinous material.
  • compositions falling with the specified ranges belo were prepared and analyzed.
  • Inventive composition C had a (MQ resin + polypropylsilsesquioxane) to modified MQ resin weight ratio of 1 :1
  • Inventive composition D had a (MQ resin + polypropylsilsesquioxane) to modified MQ resin weight ratio of 2:1.
  • Comparative composition A did not contain modified MQ resin.
  • Comparative composition B did not contain MQ resin + polypropylsilsesquioxane.
  • Comparative composition E did not contain either modified MQ resin, MQ resin or polypropylsilsesquioxane.
  • compositions A ⁇ D ail contained the same amount of silicone resin by weight.
  • Example 2 Testing
  • the compositions from example 1 were tested for wear properties. Quantitative assessments were made with respect to the effect olive oil, artificial saliva and acetic acid had on wear properties as follows.
  • a 1 mL draw down on abrasion paper was prepared, and the film was permitted to sit at ambient temperature for 48 hours.
  • A8T tape was used to traverse the right side of the film, with slight finger pressure across the film and at a 180 degree angle, and the film was gently removed.
  • droplets were placed on each sample. 4 droplets of olive oil (two top, two bottom) were used. This procedure (4 droplets total) was repeated for artificial saliva and acetic acid. The droplets were place to avoid overlap.
  • Comparative composition A exhibited some disruption in the presence of olive oil as well as transfer to the ASTM tape.
  • Comparative composition B exhibited an inferior wear profile with an average wear of 2 out of 3. This sample showed lower performance for olive oil, saliva, and acetic acid as well as transfer to the cotton pads as compared to comparative composition A. And if showed similar performance on the ASTM tape transfer to comparative composition A.
  • invention composition C (1 :1 ratio) surprisingly showed an excellent wear profile with an average wear of 1.22 out of 3. Interestingly, the oil disruption of the film in invention composition C was better than in comparative compositions A and B.
  • Invention composition D (2:1 ratio) showed a similar excellent wear profile to invention composition C, with an average wear of 1 .21 out of 3 indicating that the combination of the silicone resins provided an improved wear profile.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth 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 cosmétiques capables de former une structure multicouche après application sur une matière kératinique contenant une combinaison de résines de silicone, ainsi que des procédés d'application de telles compositions sur une matière kératinique.
PCT/US2021/038628 2020-06-30 2021-06-23 Compositions cosmétiques aptes à former une structure multicouche après application sur une matière kératinique contenant une combinaison de résines de silicone WO2022005833A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2022566695A JP2023524273A (ja) 2020-06-30 2021-06-23 シリコーン樹脂の組み合わせを含む、ケラチン物質への塗布後に多層構造を形成することができる化粧用組成物
KR1020227036041A KR20220155359A (ko) 2020-06-30 2021-06-23 실리콘 수지의 조합을 함유하는 케라틴 물질에 적용한 후에 다층 구조를 형성할 수 있는 화장료 조성물
CN202180039300.9A CN115697286A (zh) 2020-06-30 2021-06-23 在涂抹于角质材料之后能够形成多层结构的含有有机硅树脂组合的化妆品组合物

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US16/916,594 US20210401723A1 (en) 2020-06-30 2020-06-30 Cosmetic compositions capable of forming a multilayer structure after application to a keratinous material containing a combination of silicone resins
US16/916,594 2020-06-30
FR2008714A FR3113598B1 (fr) 2020-08-26 2020-08-26 Compositions cosmetiques capables de former une structure multicouche apres application a une matiere keratineuse contenant une combinaison de resines de silicone
FR2008714 2020-08-26

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Citations (10)

* 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
WO2003042221A1 (fr) 2001-11-13 2003-05-22 Ge Bayer Silicones Gmbh & Co. Kg Utilisation de siloxanes comme supports evaporables
US20040170586A1 (en) 2002-06-12 2004-09-02 L'oreal Cosmetic composition containing a polyorganosiloxane polymer
WO2005075567A1 (fr) 2004-02-02 2005-08-18 Dow Corning Corporation Compositions de resine siloxane mq et t-propyle
US20070149703A1 (en) 2004-04-12 2007-06-28 Dow Corning Corporation Silsesquioxane resin wax
US9107843B2 (en) 2011-11-23 2015-08-18 L'oreal S.A. Sunscreen compositions having synergistic combination of UV filters
US20170281518A1 (en) * 2016-03-31 2017-10-05 L'oréal Lip compositions capable of forming a multilayer structure after application to lips
WO2018062725A1 (fr) * 2016-09-30 2018-04-05 주식회사 아모레퍼시픽 Composition cosmétique de maquillage des sourcils
US20180116947A1 (en) * 2016-10-31 2018-05-03 L'oréal Water in oil emulsion providing skin mattity and true color
WO2019022437A1 (fr) * 2017-07-24 2019-01-31 (주)아모레퍼시픽 Composition cosmétique de maquillage

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11590067B2 (en) * 2016-01-22 2023-02-28 Edgewell Personal Care Brands, Llc Hydrophobic topical compositions and methods for producing same

Patent Citations (10)

* 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
WO2003042221A1 (fr) 2001-11-13 2003-05-22 Ge Bayer Silicones Gmbh & Co. Kg Utilisation de siloxanes comme supports evaporables
US20040170586A1 (en) 2002-06-12 2004-09-02 L'oreal Cosmetic composition containing a polyorganosiloxane polymer
WO2005075567A1 (fr) 2004-02-02 2005-08-18 Dow Corning Corporation Compositions de resine siloxane mq et t-propyle
US20070149703A1 (en) 2004-04-12 2007-06-28 Dow Corning Corporation Silsesquioxane resin wax
US9107843B2 (en) 2011-11-23 2015-08-18 L'oreal S.A. Sunscreen compositions having synergistic combination of UV filters
US20170281518A1 (en) * 2016-03-31 2017-10-05 L'oréal Lip compositions capable of forming a multilayer structure after application to lips
WO2018062725A1 (fr) * 2016-09-30 2018-04-05 주식회사 아모레퍼시픽 Composition cosmétique de maquillage des sourcils
US20180116947A1 (en) * 2016-10-31 2018-05-03 L'oréal Water in oil emulsion providing skin mattity and true color
WO2019022437A1 (fr) * 2017-07-24 2019-01-31 (주)아모레퍼시픽 Composition cosmétique de maquillage

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE GNPD [online] MINTEL; 1 April 2020 (2020-04-01), ANONYMOUS: "Top of the Line Eyeliner Pencil", XP055804868, retrieved from https://www.gnpd.com/sinatra/recordpage/7502691/ Database accession no. 7502691 *
DATABASE GNPD [online] MINTEL; 20 April 2018 (2018-04-20), ANONYMOUS: "Amplifiant Volume and Definition Effect Lipstick", XP055804860, retrieved from https://www.gnpd.com/sinatra/recordpage/5613847/ Database accession no. 5613847 *

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