WO1997017059A1 - Transfer resistant cosmetic compositions - Google Patents

Transfer resistant cosmetic compositions Download PDF

Info

Publication number
WO1997017059A1
WO1997017059A1 PCT/US1996/017152 US9617152W WO9717059A1 WO 1997017059 A1 WO1997017059 A1 WO 1997017059A1 US 9617152 W US9617152 W US 9617152W WO 9717059 A1 WO9717059 A1 WO 9717059A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
ingredients
available
fluid
film
Prior art date
Application number
PCT/US1996/017152
Other languages
French (fr)
Inventor
Lee Ellen Drechsler
Thomas Elliot Rabe
Edward Dewey Smith, Iii
Original Assignee
The Procter & Gamble Company
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26675414&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1997017059(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority to AU75220/96A priority Critical patent/AU721752B2/en
Priority to JP9518212A priority patent/JP2000501075A/en
Priority to SK593-98A priority patent/SK59398A3/en
Priority to KR1019980703392A priority patent/KR19990067382A/en
Priority to EP96937751A priority patent/EP0868169A1/en
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to IL12432496A priority patent/IL124324A0/en
Priority to BR9611431A priority patent/BR9611431A/en
Priority to CA002236974A priority patent/CA2236974C/en
Priority to NZ321800A priority patent/NZ321800A/en
Publication of WO1997017059A1 publication Critical patent/WO1997017059A1/en
Priority to NO982033A priority patent/NO982033L/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • 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
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • 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
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06—Lipsticks
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara

Definitions

  • the invention is for cosmetic composition applied to the lips comprising an organosiloxane resin, a fluid diorganopolysiloxane polymer, and a volatile carrier.
  • the composition is applied to the lips with an appropriate applicator wherein the carrier volatilizes leaving a thin, but, durable film resistant to transfer upon contact with objects such as clothing, table wear and foods, especially oily or greasy foods.
  • Corning discloses cosmetic compositions utilizing pressure sensitive adhesives to provide better adherence on the skin.
  • the pressure sensitive adhesives disclosed therein comprise trimethylsilyl- endblocked benzene soluble resinous copolymers, a silanoi-endblocked polydiorganosiloxane fluid and a phenyl-containing polyorganosiloxane fluid having a viscosity from 5 to 60,000 centipoises at
  • Japanese Patent Application 61-16121 published July 18, 1986, assigned to Shiseido, discloses cosmetic compositions -having improved resistance to sweat and oil comprising 1-70%
  • Organosiloxane resin 10-98% volatile silicone oil, and 0.5-55% powder.
  • the resin comprises a combination of M, D, T and Q siloxane monomers to satisfy the mean equation RnSiO(4_ n 2 wherein R is a C ⁇ to Cg or phenyl group, n equals 1 to 1.8.
  • MQ resins having a ratio of M to Q from 0.5: 1 and a molecular weight of approximately 5000 are disclosed therein.
  • Japanese Patent Application 61-158913 published July 18, 1986, assigned to Shiseido, discloses cosmetic compositions such as those disclosed immediately above except the volatile oil is a hydrocarbon oil.
  • This application additionally discloses in Example 2 a liquid-form lip compositions containing 40% ofthe MQ resin disclosed above, 20% volatile hydrocarbon oil, 20% powder, 10% glyceryl tri-isostearate and 10% red dye. This composition is reported to be non- transferable to objects such as drinking glasses.
  • Japanese Patent 61-18708, published 1/27/86, assigned to Pola Cosmetics discloses 3- dimensionally structured cosmetic compositions, preferably a mascara, comprising silicone resins and polydimethylsiloxane for improved water and oil resistance as well as stability over time. Pola asserts that this 3-dimensional structure helps to physically support ingredients such as pigments which often precipitate out without using a gelling agent.
  • the examples contained therein disclose resins which are the combination of various organic dichlorosilane and organic trichlorosilane or "D" and "T" functional groups in ratios from 1 :5 to about 5: 1 wherein the total resin cross-linking is from 10% to 90%.
  • the polydimethylsiloxane has a viscosity of not less than 1,000,000 cSt.
  • Volatile silicone can additionally be added to the compositions disclosed therein. Lipsticks, particularly liquid-form lipsticks are not disclosed.
  • EP Application 0 709083 A2 Hernando et al., discloses cosmetic compositions comprising trimethy lated silica, volatile solvents, non- volatile oil and a cosmetically acceptable carrier. These compositions are reported to be long lasting due to increased adherence to the skin that is not disturbed from blotting of pirspiration from the skin.
  • U.S. Patent 5,505,937, Castrogiovanni et al. discloses cosmetic compositions comprising volatile solvents, silicone resins, wax, powder and oil. Said compositons are reported as transfer resistant as demonstrated by the use of a "Kiss Test" as disclosed at column 6, line 64.
  • compositions of the present invention are for application to the lips. Such compositions provide a durable film upon the lips that resists degradation over time.
  • Cosmetic compositions ofthe present invention for application to the lips comprise:
  • (2) a fluid diorganopolysiloxane polymer; wherein the ratio of (1) to (2) is from about 1 : 1 to about 20:1 when (2) has a viscosity from about 1,000 to about 200,000 cSt at 25°C, and the ratio of (I) to (2) is from about 1:9 to about 20: 1 when (2) has a viscosity greater than 200,000 cSt at 25°C; and
  • FIG.1 is a planar view ofthe apparatus or weight disclosed in the test method section below to conduct the dry and oil blot/rub tests on the claimed compositions.
  • FIG. 2 is a planar view ofthe the apparatus disclosed in the test method section below for conducting the film flexibility test on the claimed compositions.
  • FIG. 3 is a three dimensional graphical representation ofthe formulation space in terms ofthe components that define the present invention.
  • FIG. 4 is a three dimensional graphical representation ofthe formulation space in terms ofthe components that define the present invention.
  • BACKGROUND OF THE INVENTION As mentioned above the unique characteristics of the present invention is due to the specific combination of the components of the present invention. These components include organosiloxane resins and fluid diorganopolysiloxane polymers and a volatile carrier.
  • compositions of the present invention are differentiated from the art in terms of their physical characteristics ofthe film that is formed once the composition is applied. In vitro tests have been developed to clearly demonstrate the distinctiveness of the present invention in terms of the physical characteristics of the films formed from such compositions.
  • Films formed from cosmetic compositions exhibit a degree of transfer resistance directly proportional to the hardness and solvent-resistance of the film.
  • This hardness can be expressed as a function ofthe dry blot and rub test.
  • the solvent-resistance, or resistance to being solvated by fluids can be expressed as a function of an oil blot and rub test, both tests described below.
  • the optimum test conditions to reliabily correlate these tests to the physical characteristics of the composition requires that the film be dry. By dry it is meant that at least 90% ofthe volatile carrier of the claimed cosmetic composition has evaporated. Dry Blot and Rub Test Method:
  • Normalized Percent Reflectance 1 - [(C - B ) + ( A - B )] x 100
  • a high normalized percent reflectance value corresponds to very little color transfer during dry blotting and rubbing insults.
  • Steps (1) through (15) are repeated three times for each cosmetic formula specimens per cosmetic formula tested by each method respectively.
  • the average of the three NPR ⁇ y values is determined; herein referred to as Average Normalized Percent Reflectance; hereinafter referred to as ANPR fj ry.
  • Compositions of the present invention have an ANPR j y of about 50% and greater, preferably about 65% and greater, most preferably about 75% and greater.
  • Oil Blot and Rub Test Method This test predicts the ability of a cosmetic film to resist color transfer to oily fingers or objects such as oily foods.
  • Equipment This test predicts the ability of a cosmetic film to resist color transfer to oily fingers or objects such as oily foods.
  • Equipment
  • Double-sided adhesive tape
  • Lint-Free Wiper such as Kimwipes® EX-L Procedure: (1) Prepare a 3 x 4 inch sheet of collagen sausage casing by hydrating it in a 90% relative humidity chamber for at least two hours.
  • a high normalized percent reflectance value corresponds to very little color transfer during oil blotting and rubbing insults.
  • Steps (1) through (15) are repeated three times for each cosmetic formula specimens per cosmetic formula tested by each method respectively.
  • the average of the three NPR Q JI values is determined; herein referred to as Average Normalized Percent Reflectance; hereinafter referred to as ANPR Q JI.
  • Compositions of the present invention have an ANPR Q JI of about 50% and greater, preferably about 65% and greater, most preferably about 75% and greater.
  • a second embodiment of the present invention demonstrates flexibility as well as hardness of the film. While hardness is critical to transfer resistance as discussed above, flexibility or the ability of the film to stretch and move with the lips is critical towards providing improved long wear benefits ofthe composition.
  • a disposable lip brush such as those available from La Rou Cosmetics, Inc. of L.A.
  • Said apparatus can be constructed from Lucite sheet and rod stock wherein posts 2a are approximately 6 inches apart. Procedure:
  • step (6) Using a disposable lip brush , evenly apply the amount of cosmetic determined in step (4) over the 1 x 1 inch area ofthe band as marked in step (2). (6) Immediately weigh and record the combined weight of the latex band and applied cosmetic. The wet film weight is calculated by subtracting A from the combined weight ofthe latex band and applied cosmetic. (7) Allow the sample on the latex band from step (6) to sit at ambient room conditions for 24 hours.
  • Percent Weight Loss (PWL) [(D-A) ⁇ (B-A)]x 100
  • Steps (1) through (13) are repeated three times for each cosmetic formula tested.
  • the average of the three PWL values is determined; herein referred to as Average Percent Weight Loss; or APWL.
  • Low APWL values corresponds to flexible films having desirable adhesive and cohesive balance of the film.
  • the APWLfor compositions ofthe present invention is 30% and less, preferably about 15% and less, most preferably about 10%.
  • the second embodiment of the present invention that meets both the flexibility test and oil blot/rub tests comprises: a. an organosiloxane resin; b. a fluid diorganopolysiloxane polymer; c. a pigment; and d.
  • the fluid diorganopolysiloxane polymers has a viscosity greater than 1,000 cSt at 25°C, the ratio of the combination of organosiloxane resin and fluid diorganopolysiloxane polymer to pigment is from about 1 :1 to about 30: 1 and the ratio of organosiloxane resin to fluid diorganopolysiloxane polymer is from about 1 : 10 to about 3.5:1.
  • the fluid diorganopolysiloxane polymer has a viscosity greater than 600,000 cSt at 25°C, most preferably greater than 1 ,000,000 cSt.
  • Organosiloxane resins used in the present invention comprise combinations of
  • the organosiloxane resins must be solid at about 25°C and has a molecular weight range from about 1,000 to about 10,000 grams/mole.
  • the resin is soluble in organic solvents such as toluene, xylene, isoparaffins, and cyclosiloxanes or the volatile carrier, indicating that the resin is not sufficiently crosslinked such that the resin is insoluble in the volatile carrier.
  • organic solvents such as toluene, xylene, isoparaffins, and cyclosiloxanes or the volatile carrier.
  • Particularly preferred are resins comprising repeating monofunctional or RiSiO t n "M” units and the quadrafunctional or Si ⁇ 2 "Q” units, otherwise known as "MQ" resins as disclosed in U.S. Patent 5,330,747, Krzysik, issued July 19, 1994, inco ⁇ orated herein by reference.
  • the ratio ofthe "M” to "Q” functional units is preferably about 0.7 and the value of n is 1.2.
  • Organosiloxane resins such as these are commercially available such as Wacker 803 and 804 available from Wacker Silicones
  • siloxane resins are used in the present invention at levels from about 10% to about 95%, preferably from about 55% to about 80% and most preferably from about 60% to about 70% of the total amount of Organosiloxane resin and fluid diorganopolysiloxane polymers.
  • Fluid Diorganopolysiloxane Polymers are used in the present invention at levels from about 10% to about 95%, preferably from about 55% to about 80% and most preferably from about 60% to about 70% of the total amount of Organosiloxane resin and fluid diorganopolysiloxane polymers.
  • the present invention employs a fluid diorganopolysiloxane polymers to be combined with the organosiloxane resins disclosed above.
  • Said fluid diorganopolysiloxane polymers useful in the present invention span a large range of viscosities; from about 1,000 to about 10,000,000 centistokes (cSt) at 25 °C.
  • the fluid diorganopolysiloxane polymers ofthe present invention comprise repeating units, wherein said units correspond to the formula (R2S1O), where R is a monovalent hydrocarbon radical containing from 1 to 6 carbon atoms, preferably selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, allyl, cyclohexyl, phenyl, fluoroalkyl and mixtures thereof.
  • the diorganopoylsiloxane fluids employed in the present invention may contain one or more of these hydrocarbon radicals as substituents on the siloxane polymer backbone.
  • the diorganopolysiloxane fluids may be terminated by triorganosilyl groups of the formula (R 3SQ where R is a radical selected from the group consisting of monovalent hydrocarbons containing from 1-6 carbon atoms, hydroxyl groups, alkoxy 1 groups and mixtures thereof.
  • R is a radical selected from the group consisting of monovalent hydrocarbons containing from 1-6 carbon atoms, hydroxyl groups, alkoxy 1 groups and mixtures thereof.
  • R is a radical selected from the group consisting of monovalent hydrocarbons containing from 1-6 carbon atoms, hydroxyl groups, alkoxy 1 groups and mixtures thereof.
  • R is a radical selected from the group consisting of monovalent hydrocarbons containing from 1-6 carbon atoms, hydroxyl groups, alkoxy 1 groups and mixtures thereof.
  • the combination of the organosiloxane resin and fluid diorganosiloxane polymer above must be easily transferred to the lip surface using a package/applicator.
  • a carrier specifically a volatile carrier which quickly volatilizes from the surface of the lips leaving the above-discussed thin-durable film.
  • the volatile carrier must solubilize the organosiloxane resin and the fluid diorganosiloxane polymer.
  • the volatile carrier comprises from about 10% to about 90%, preferably from about 15% to about 80%, and most preferably from about 20% to about 70% of the composition.
  • the volatile carrier of the present invention are selected from the group consisting of volatile hydrocarbons, volatile silicones and mixtures thereof.
  • Hydrocarbon oils useful in the present invention include those having boiling points in the range of 60-260°C, more preferably hydrocarbon oils having from about Cg to about C20 chain lengths, most preferably Cgto C20 isoparaffins. Of these isoparriffins most preferred are selected from the group consisting of isododecane, isohexadecane, isoeocosane, 2,2,4-trimethylpentane, 2,3- dimethylhexane and mixtures thereof. Most preferred is isododecane, available as for example Permethyl 99A from Permethyl Corporation corresponding to the formula: CH 3 (CH 2 ) ⁇ oCH
  • Preferred volatile silicone fluids include cyclomethicones having 3, 4 and 5 membered ring structures corresponding to the formula:
  • Said volatile silicones include 244 Fluid, 344 Fluid and 245 Fluid, and 345 Fluid all from Dow Corning Co ⁇ oration. Pigments
  • Pigments suitable for use herein are all inorganic and organic colors pigments suitable for use in lip composition compositions. These are usually aluminum, barium or calcium salts or lakes. Lakes are either a pigment that is extended or reduced with a solid diluent or an organic pigment that is prepared by the precipitation of a water-soluble dye on an adso ⁇ tive surface, which usually is aluminum hydrate. A lake also forms from precipitation of an insoluble salt from an acid or basic dye. Calcium and barium lakes are also used herein.
  • Preferred lakes of the present invention are Red 3 Aluminum Lake, Red 21 Aluminum Lake, Red 27 Aluminum Lake, Red 28 Aluminum Lake, Red 33 Aluminum Lake, Yellow 5 Aluminum Lake, Yellow 6 Aluminum Lake, Yellow 10 Aluminum Lake, Orange 5 Aluminum Lake and Blue 1 Aluminum Lake, Red 6 Barium Lake, Red 7 Calcium Lake.
  • compositions of the present invention contain a sufficient pigments to provide the look sought by the user.
  • the pigments are used herein at levels relative to the level of the fluid diorganopolysiloxane polymers disclosed above. This level is expressed as a ratio of the combination of fluid diorganopolysiloxane polymer and organosiloxane resin to pigment. In the present invention this ratio is from about 1 : 1 to about 30:1, preferably from about 1.5:1 to about 15: 1 , and most preferably from about 2: 1 to about 10: 1.
  • ingredients approved for use in the cosmetic art are those approved for use in cosmetics and can be found listed in reference books such as the CTFA Cosmetic Ingredient Handbook, Second Edition, The Cosmetic, Toiletries, and Fragrance Association, Inc. 1988, 1992. Said materials may be used provided their inclusion does not significantly disrupt the composition once it has been applied to the skin wherein a film has been formed. Said ingredients include waxes, fragrances, flavor oils, skin care ingredients such as sunscreen, emulsifiers and the like. Hypoallergenic compositions can be made into the present invention where said compositions do not contain fragrances, flavor oils, lanolin, sunscreens, particularly PABA, or other sensitizers and irritants.
  • Waxes may be used in die present invention provided they are used at levels which does not interfere with film formation process. Generally waxes are not used in the present invention higher than about 2% ofthe composition. Waxes are defined as lower-melting organic mixtures or compounds of high molecular weight, solid at room temperature and generally similar in composition to fats and oils except that they contain no glycerides. Some are hydrocarbons, others are esters of fatty acids and alcohols.
  • Waxes useful in the present invention are selected from die group consisting of animal waxes, vegetable waxes, mineral waxes, various fractions of natural waxes, synthetic waxes, petroleum waxes, ethylenic polymers, hydrocarbon types such as Fischer-Tropsch waxes, silicone waxes, and mixtures thereof.
  • the specific waxes useful in the present invention are selected from the group consisting of synthetic waxes, ozokerite, jojoba esters, "Unilins", available from Petrolite Corporation, "Ganex” alkylated polyvinylpyrrolidines available from the ISP Company, fatty alcohols from C22 to C50 and mixtures thereof.
  • Synthetic waxes include those disclosed in Warth, Chemistry and Technology of Waxes. Part 2, 1956, Reinhold Publishing; herein incorporated by reference.
  • the waxes most useful herein are selected from the Cg to C50 hydrocarbon waxes.
  • Such waxes include long chained polymers of ethylene oxide combined with a dihydric alcohol, namely polyoxyethylene glycol.
  • Such waxes include carbowax available from Carbide and Carbon Chemicals company.
  • Other synthetic waxes include long-chained polymers of ethylene with OH or other stop length grouping at end of chain.
  • Such waxes include the Fischer-Tropsch waxes as disclosed in the text disclosed above at pages 465-469 and include Rosswax, available from Ross company and PT-0602 available from Astor Wax Company.
  • Flavor oils such as peppermint oil, orange oil, citrus oil, or wintergreen oil can be used along with an alcohol or glycerine. Flavor oils are usually mixed in a solvent such as ethanol to dilute the flavor.
  • the flavor oils useful herein can be derived from natural sources or be synthetically prepared. Generally, flavor oils are mixtures of ketones, alcohols, fatty acids, esters and te ⁇ enes.
  • the term "flavor oil” is generally recognized in the art to be a liquid which is derived from botanical sources, i.e. leaves, bark, or skin of fruits or vegetables, and which are usually insoluble in water. The level of flavor oil used can range from 0% to about 5%, preferably from 0% to about 1% ofthe lip composition composition.
  • Emulsifiers may be used as coupling agents which have an affinity for the hydrophilic and hydrophobic phases of lip compositions of this invention.
  • Such emulsifiers include those routinely used in cosmetics and are found in the CTFA.
  • One such commercially available emulsifier is Dow Corning 3225C available from Dow Coming.
  • Skin care active ingredients in both water soluble and water insoluble forms can be added to the lip composition.
  • Said ingredients may include fat soluble vitamins, sunscreens and pharmaceutically active ingredients.
  • These skin care active ingredients include glycerine, zinc oxide; chamomile oil; ginko biloba extract; pyroglutamic acid, salts or esters; sodium hyaluronate; 2-hydroxyoctanoic acid; sulfur; salicylic acid; carboxymethyl cysteine, water, propylene glycol and mixtures thereof.
  • Complimentary products may be used in conjunction with the present invention to compliment the composition and improve its aesthetic appeal to the user.
  • a complimentary product may be utilized to enhance the gloss and shine of the lips and provide a lubricious feeling.
  • Such products otherwise known as an "overcoat” or “topcoat” may be in a stick or liquid form and can include any that are commercially available or to be developed, provided the aggregate ofthe materials comprising the overcoat does not significantly disrupt the composition of the present invention.
  • the overcoat compositions may be clear or transparent or may contain dyes and/or colorants that when viewed along with the overcoat, produce a desired color.
  • SPE'S polyol polyesters
  • sucrose polyesters herein referred to as sucrose polyesters
  • Example 1 Examples of complimentary products for cosmetic lip compositions of the present invention, which may be used with the lip composition ofthe present invention are as follows: Example 1.
  • Group B Ethylene Brassylate 0.05
  • Group B Ethylene Brassylate 0.05
  • Group B Ethylene Brassylate 0.05
  • the method of the present invention is straight forward.
  • the user applies the composition of the present invention from a suitable liquid cosmetic applicator directly onto the lips.
  • a suitable liquid cosmetic applicator used for liquid products is a liquid pen package disclosed in British Patent 21 198037, issued 5/03/90, assigned to Mitsubishi Pencil Co., Ltd. of Japan.
  • An alternative package is one where an wand is dipped into a reservoir wherein the composition on the tip of the wand is applied to the lips.
  • Such packages are disclosed in Japanese Utility Model 64 000822 Y2, to Shiseido.
  • Another cosmetic dispenser mat is useful for the present invention is a unidirectional twist-up dispensing device with incremental dosing as disclosed in co-pending patent application entitled "Simplified Unidirectional Twist-Up Dispensing Device With Incremental Dosing", Richard L.
  • Such a twist-up dispensing device can include a hollow housing defining a chamber having an open dispensing end and a piston located within the chamber being limited to translational movement within the chamber.
  • the piston preferably having a threaded rod extending therefrom that engages with a threaded aperture in an actuator such that advancement of the piston toward the dispensing end occurs when the actuator is rotated. Rotation of the actuator causes the product to be dispensed from the dispensing end.
  • An applicator is preferably attached to the dispensing end of the housing in fluid communication with the chamber wherein the product is dispensed through the applicator.
  • the applicator can comprise a ferrule and an application portion wherein the ferrule is attached to the dispensing end of the housing and the application portion has at least one orifice located therein.
  • a fiber brush or an application surface having flocking thereon Flocking is a mat of thin, shon, plastic fibers substantially pe ⁇ endicuiar to the application surface.
  • the bristles of a fiber brush are preferably tapered and made of a plastic material.
  • the user may use a more traditional applicator or implement known in the an.
  • topcoat compositions may utilize the same dispensing device as discribed for use ofthe compositions ofthe present invention.
  • compositions of the present invention may be removed by applying petrolatum or a dimethicone-based cosmetic remover to the skin or lips and rubbing the area gently with a tissue to remove the cosmetic.
  • Example 1 Ingredients Weight(%)
  • MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric.
  • VS-5 PC available from Rheox.
  • Example 2 Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly inco ⁇ orate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages.
  • Example 2
  • MQ Resin (0.7:1 ratio M:Q) available as MQ 804 from Wacker Silicones Co ⁇ .
  • Emulsifier 4 7.70
  • MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric.
  • Methylparaben 0.15 1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
  • MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric.
  • MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric.
  • VS-5 PC available from Rheox. Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to d e Group A mixture and hand-mix to roughly inco ⁇ orate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages.
  • Example 8 Ingredients Weight(%)
  • MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric.
  • VS-5 PC available from Rheox.
  • MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
  • VS-5 PC available from Rheox. Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly inco ⁇ orate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages.
  • Example 1 1
  • MQ Resin (0.7: 1 ratio M:Q) available as MQ 803 from Wacker Silicones Co ⁇ .
  • MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric.
  • Permethyl 99A available from Permethyl Co ⁇ .
  • MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
  • Dimethicone Fluid (1,000 cSt) available from General Electric. Combine Group A ingredients together and mix with a propeller mixer until uniform. Add
  • Group B ingredients and homogenize until pigments are fully dispersed Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixmre to 57-60 C for about 7- 10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages.
  • Example 14 Ingredient Weight (%)
  • Dimethicone Fluid ( 100,000 cSt) available from General Electric. Combine Group A ingredients together and mix with a propeller mixer until uniform Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer Transfer the resulting fluid to individual packages.
  • Example 16 Example 16:
  • MQ Resm (0.7:1 ratio M:Q) available as 1 170-002 from General Elect ⁇ c.
  • MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric.
  • MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric.
  • Permethyl 99A available from Permethyl Co ⁇ .
  • MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
  • MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
  • Permethyl 99A available from Permethyl Co ⁇ .
  • Group B ingredients and homogenize until pigments are fully dispersed Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixmre of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixmre to the rest ofthe batch and heat the entire mixmre to
  • MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
  • Group D Isododecane 2 10.00 Trihydroxystearin 2.00 I .
  • MQ Resin available as 1 170-002 from General Electric. 2.
  • Permethyl 99A available from Permethyl Co ⁇ .
  • Group B Red #6 Calcium Lake 1.49 Red #7 Barium Lake 2.10
  • MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The present invention is for cosmetic compositions applied to the lips providing significant benefits to the user. These compositions comprise the combination of organosiloxane resins and fluid diorganosiloxane resins with a volatile carrier.

Description

TRANSFER RESISTANT COSMETIC COMPOSITIONS
TECHNICAL FIELD
The invention is for cosmetic composition applied to the lips comprising an organosiloxane resin, a fluid diorganopolysiloxane polymer, and a volatile carrier. The composition is applied to the lips with an appropriate applicator wherein the carrier volatilizes leaving a thin, but, durable film resistant to transfer upon contact with objects such as clothing, table wear and foods, especially oily or greasy foods.
CROSS REFERENCE This application claims priority under Title 35, United States Code 1 19(e) from Provisional Application Serial No. 60/006,273, filed November 7, 1995 and Provisional Application Serial No. 60/008,553, filed December 13, 1995.
BACKGROUND ART
Cosmetic compositions applied to the lips providing transfer resistance are currently in great demand. For example, U.S. Patent 5,330,747, Krzysik, issued July 19, 1994, assigned to Dow
Corning, discloses cosmetic compositions utilizing pressure sensitive adhesives to provide better adherence on the skin. The pressure sensitive adhesives disclosed therein comprise trimethylsilyl- endblocked benzene soluble resinous copolymers, a silanoi-endblocked polydiorganosiloxane fluid and a phenyl-containing polyorganosiloxane fluid having a viscosity from 5 to 60,000 centipoises at
25°C having 1 to 100 phenyl groups per 100 siloxane units at a level from about 0.5 to 20 parts by weight ofthe total weight ofthe resin. Japanese Patent Application 61-16121 1, published July 18, 1986, assigned to Shiseido, discloses cosmetic compositions -having improved resistance to sweat and oil comprising 1-70%
Organosiloxane resin, 10-98% volatile silicone oil, and 0.5-55% powder. The resin comprises a combination of M, D, T and Q siloxane monomers to satisfy the mean equation RnSiO(4_n 2 wherein R is a C ι to Cg or phenyl group, n equals 1 to 1.8. MQ resins having a ratio of M to Q from 0.5: 1 and a molecular weight of approximately 5000 are disclosed therein.
Japanese Patent Application 61-158913, published July 18, 1986, assigned to Shiseido, discloses cosmetic compositions such as those disclosed immediately above except the volatile oil is a hydrocarbon oil. This application additionally discloses in Example 2 a liquid-form lip compositions containing 40% ofthe MQ resin disclosed above, 20% volatile hydrocarbon oil, 20% powder, 10% glyceryl tri-isostearate and 10% red dye. This composition is reported to be non- transferable to objects such as drinking glasses.
Japanese Patent 61-18708, published 1/27/86, assigned to Pola Cosmetics, discloses 3- dimensionally structured cosmetic compositions, preferably a mascara, comprising silicone resins and polydimethylsiloxane for improved water and oil resistance as well as stability over time. Pola asserts that this 3-dimensional structure helps to physically support ingredients such as pigments which often precipitate out without using a gelling agent. The examples contained therein disclose resins which are the combination of various organic dichlorosilane and organic trichlorosilane or "D" and "T" functional groups in ratios from 1 :5 to about 5: 1 wherein the total resin cross-linking is from 10% to 90%. The polydimethylsiloxane has a viscosity of not less than 1,000,000 cSt. Volatile silicone can additionally be added to the compositions disclosed therein. Lipsticks, particularly liquid-form lipsticks are not disclosed. EP Application 0 709083 A2, Hernando et al., discloses cosmetic compositions comprising trimethy lated silica, volatile solvents, non- volatile oil and a cosmetically acceptable carrier. These compositions are reported to be long lasting due to increased adherence to the skin that is not disturbed from blotting of pirspiration from the skin.
U.S. Patent 5,505,937, Castrogiovanni et al., discloses cosmetic compositions comprising volatile solvents, silicone resins, wax, powder and oil. Said compositons are reported as transfer resistant as demonstrated by the use of a "Kiss Test" as disclosed at column 6, line 64.
SUMMARY OF THE INVENTION The cosmetic compositions of the present invention are for application to the lips. Such compositions provide a durable film upon the lips that resists degradation over time. Cosmetic compositions ofthe present invention for application to the lips comprise:
(A) a mixture of:
(1) a organosiloxane resin; and
(2) a fluid diorganopolysiloxane polymer; wherein the ratio of (1) to (2) is from about 1 : 1 to about 20:1 when (2) has a viscosity from about 1,000 to about 200,000 cSt at 25°C, and the ratio of (I) to (2) is from about 1:9 to about 20: 1 when (2) has a viscosity greater than 200,000 cSt at 25°C; and
(B) a volatile carrier.
BRIEF DESCRIPTION OF THE FIGURES
FIG.1 is a planar view ofthe apparatus or weight disclosed in the test method section below to conduct the dry and oil blot/rub tests on the claimed compositions.
FIG. 2 is a planar view ofthe the apparatus disclosed in the test method section below for conducting the film flexibility test on the claimed compositions.
FIG. 3 is a three dimensional graphical representation ofthe formulation space in terms ofthe components that define the present invention. FIG. 4 is a three dimensional graphical representation ofthe formulation space in terms ofthe components that define the present invention. BACKGROUND OF THE INVENTION As mentioned above the unique characteristics of the present invention is due to the specific combination of the components of the present invention. These components include organosiloxane resins and fluid diorganopolysiloxane polymers and a volatile carrier. In additional to their compositional structure, compositions of the present invention are differentiated from the art in terms of their physical characteristics ofthe film that is formed once the composition is applied. In vitro tests have been developed to clearly demonstrate the distinctiveness of the present invention in terms of the physical characteristics of the films formed from such compositions. Films formed from cosmetic compositions exhibit a degree of transfer resistance directly proportional to the hardness and solvent-resistance of the film. This hardness can be expressed as a function ofthe dry blot and rub test. The solvent-resistance, or resistance to being solvated by fluids, can be expressed as a function of an oil blot and rub test, both tests described below. The optimum test conditions to reliabily correlate these tests to the physical characteristics of the composition requires that the film be dry. By dry it is meant that at least 90% ofthe volatile carrier of the claimed cosmetic composition has evaporated. Dry Blot and Rub Test Method:
This test predicts the ability of a cosmetic film to resist color transfer to objects contacting the skin. Such objects include clothing, hankerchiefs or tissues, napkins and impiiments such as cups, glasses and table wear. Equipment:
(1) Datacoior Spectraflash 500 spectral analyzer with 30 mm sample port and software to calculate % reflectance over a wavelength range of 400 nm to 700 nm;
(2) 2 x 3 inch glass slide; (3) Collagen sausage casing such as Nippi Casing F Grade;
(4) Constant humidity chamber adjusted to 95% relative humidity;
(5) Utility Knife;
(6) Ruler,
(7) Single-sided adhesive tape; (8) Double-sided adhesive tape;
(9) 25 micron thickness slot draw-down bar;
( 10) White Styrofoam dinner plate such as Amoco Selectables™ Plastic DL® Tableware;
(1 1) 1.5 inch diameter circular metal punch; and
(12) 2 kilogram weight with attached aluminum disk illustrated in Figure I . Procedure:
(1) Prepare a 3 x 4 inch sheet of collagen sausage casing by hydrating it in a 90% relative humidity chamber for at least two hours. (2) Remove the collegen sheet to ambient conditions and immediately wrap tightly around the entire 2 x 3 inch slide. Attach the collagen sheet to the bottom of the slide using adhesive tape. The top collagen surface should be flat and free of wrinkles.
(3) Allow the collagen-wrapped slide to equilibrate at ambient conditions for 24 hours. (4) Cut a 2 x 3 inch rectangle from a white Styrofoam dinner plate using a ruler and a utility knife.
(5) Draw down thin, uniform films of cosmetic on the collagen and white Styrofoam surfaces. The film areas on each should be about 2 x 2 inches.
(6) Allow the cosmetic samples on both the collagen and Styrofoam surfaces to sit at ambient conditions for 24 hours.
(7) Cut two disks from a clean, white Styrofoam dinner plate using a 1.5 inch diameter circular punch. The surface and edges of each disk should be smooth and even.
(8) Set one disk aside for use as described in step 13.
(9) Firmly attach with double-sided adhesive disk (la) from step (7) to bottom surface (lb) of the 2 kg weight ( 1 ) of Figure 1.
( 10) Set the weight on top of cosmetic sample applied to the collagen surface from step 6 above so that disk (la) is in contact with the film. It is important to position the weight gently so that excess force beyond 2 kg is not applied.
(1 1) Grasping the top (lc) of the 2 kg weight (1) of Figure 1, carefully rotate the disk through 360° while maintaining the 2 kg force on the film. Do not lift or press the weight into the film during the rotating motion to the weight. The entire 360°rotation should be completed within a time interval between 3 and 5 seconds.
(12) Lift the weight straight up off the film surface. Carefully remove the disk (la) of Figure 2 from the weight ( 1 ) avoiding damage to the disk. (13) Measure the percent reflectance of the drawn-down cosmetic film on Styrofoam substrate from step 6 (herein referred to as A), the clean white Styrofoam disk from step 8 (herein referred to as B), and the blot/rub tested Styrofoam disk from steps 9-12 (herein referred to as C) over a wavelength range of 400 nm to 700 nm using a Datacolor spectral analyzer with a 30 mm sample port, with lighting conditions of D65/10 deg.
(14) Choose the wavelength of minimum reflectance for the dry blot/rub tested disk.
(15) At this wavelength, calculate the normalized percent reflectance value of the dry blot/rub tested disk using the following equation:
Normalized Percent Reflectance (NPRrfry) = 1 - [(C - B ) + ( A - B )] x 100 A high normalized percent reflectance value corresponds to very little color transfer during dry blotting and rubbing insults. Steps (1) through (15) are repeated three times for each cosmetic formula specimens per cosmetic formula tested by each method respectively. The average of the three NPR^ y values is determined; herein referred to as Average Normalized Percent Reflectance; hereinafter referred to as ANPRfjry. Compositions of the present invention have an ANPRj y of about 50% and greater, preferably about 65% and greater, most preferably about 75% and greater. Oil Blot and Rub Test Method: This test predicts the ability of a cosmetic film to resist color transfer to oily fingers or objects such as oily foods. Equipment:
( 1 ) Datacolor Spectraflash 500 spectral analyzer with 30 mm sample port and software to calculate % reflectance over a wavelength range of 400 nm to 700 nm; (2) 2 x 3 inch glass slide;
(3) Collagen sausage casing such as Nippi Casing F Grade;
(4) Constant humidity chamber adjusted to 95% relative humidity;
(5) Utility Knife;
(6) Ruler; (7) Single-sided adhesive tape;
(8) Double-sided adhesive tape;
(9) 25 micron thickness slot draw-down bar;
(10) White Styrofoam dinner plate such as Amoco Selectables™ Plastic DL® Tableware;
(1 1) 1.5 inch diameter circular metal punch; and (12) 2 kilogram weight with attached aluminum disk illustrated in Figure 1
(13) Olive oil
(14) Brush-tip cosmetic applicator
(15) Lint-Free Wiper, such as Kimwipes® EX-L Procedure: (1) Prepare a 3 x 4 inch sheet of collagen sausage casing by hydrating it in a 90% relative humidity chamber for at least two hours.
(2) Remove the collegen sheet to ambient conditions and immediately wrap tightly around the entire 2 x 3 inch slide. Attach the collagen sheet to the bottom of the slide using adhesive tape. The top collagen surface should be flat and free of wrinkles. (3) Allow the collagen-wrapped slide to equilibrate at ambient conditions for 24 hours.
(4) Cut a 2 x 3 inch rectangle from a white Styrofoam dinner plate using a ruler and a utility knife.
(5) Draw down thin, uniform films of cosmetic on the collagen and white Styrofoam surfaces. The film areas on each should be about 2 x 2 inches. (6) Allow the cosmetic samples on both the collagen and Styrofoam surfaces to sit at ambient conditions for 24 hours. (7) Using a pipet, drop 0.1 grams of olive oil onto the dried film. This weight should correspond to approximately three drops of oil.
(8) Distribute the oil evenly over the film surface with a cosmetic brush applicator, brushing lightly.
(9) Allow the oil to remain on the film undisturbed for 30 minutes. ( 10) Using a lint-free wiper, carefully blot excess oil from the film surface. Apply as little pressure as possible during this step.
(11) Cut two disks from a clean, white Styrofoam dinner plate using a 1.5 inch diameter circular punch. The surface and edges of each disk should be smooth and even.
(12) Set one disk aside for use as described in step 13. (13) Firmly attach with double-sided adhesive tape disk ( 1 a) from step (7) to bottom surface
( 1 b) of the 2 kg weight ( 1 ) of Figure 1. (14) Set the weight on top of cosmetic sample applied to the collagen surface from step 6 above so that disk (la) is in contact with the film. It is important to position the weight gently so that excess force beyond 2 kg is not applied. (15) Grasping the top (lc) of the 2 kg weight (1) of Figure 1, carefully rotate the disk through 360° while maintaining the 2 kg force on the film. Do not lift or press the weight into the film during the rotating motion to the weight. The entire 360° rotation should be completed within a time interval between 3 and 5 seconds.
(16) Lift the weight straight up off the film surface. Carefully remove the disk (la) of Figure 1 from the weight (1) avoiding damage to the disk.
(17) Measure the percent reflectance of the drawn-down cosmetic film on Styrofoam substrate from step 6 (herein referred to as A), the clean white Styrofoam disk from step 8 (herein referred to as B), and the blot/rub tested Styrofoam disk from steps 9-12 (herein refeπed to as C) over a wavelength range of 400 nm to 700 nm using a Datacolor spectral analyzer widi a 30 mm sample port, with lighting conditions of
D65/10 deg.
( 18) Choose the wavelength of minimum reflectance for the oil blot rub tested disk.
(19) At this wavelength, calculate the normalized percent reflectance value of the oil blot/rub tested disk using the following equation: Normalized Percent Reflectance (NPRQJI) = 1- [(C - B ) ÷ ( A - B )] x 100
A high normalized percent reflectance value corresponds to very little color transfer during oil blotting and rubbing insults. Steps (1) through (15) are repeated three times for each cosmetic formula specimens per cosmetic formula tested by each method respectively. The average of the three NPRQJI values is determined; herein referred to as Average Normalized Percent Reflectance; hereinafter referred to as ANPRQJI. Compositions of the present invention have an ANPRQJI of about 50% and greater, preferably about 65% and greater, most preferably about 75% and greater.
In addition to the embodiement of the invention disclosed above, a second embodiment of the present invention demonstrates flexibility as well as hardness of the film. While hardness is critical to transfer resistance as discussed above, flexibility or the ability of the film to stretch and move with the lips is critical towards providing improved long wear benefits ofthe composition.
As above, a test has been developed to characterize the flexibility the film formed from the compositions of the present invention. As previously mentioned, the optimum test conditions to reliabily correlate this test to the physical characteristics of the composition requires that the film be dry. By dry it is meant that at least 90% ofthe volatile carrier ofthe claimed cosmetic composition has evaporated. This test of the film formed from the composition of the present invention is as follows: Flexibility Test Method:
Flexibility is measured by the latex stretch test. This test predicts the ability of the color film to resist flaking or peeling types of failure after application by movement of the skin during normal activities. The latex stretch test method is as follows: Equipment. 1. Ansell Edmont Industrial technicians unlined gloves (12" length, 17 mil) USDA
Accepted #390, Size 9;
2. A disposable lip brush such as those available from La Femme Cosmetics, Inc. of L.A.
3. Analytical balance (4 decimal places); 4. Ruler; and
5. An apparatus as illustrated in Figure 2. Said apparatus can be constructed from Lucite sheet and rod stock wherein posts 2a are approximately 6 inches apart. Procedure:
(1) Cut a 1 inch wide band from the the wrist area of the glove, avoiding the ribbing and thumb.
(2) Mark off a 1 x linch block in the center ofthe band, avoiding the embossed number.
(3) Weigh and record the weight ofthe latex band; hereinafter referred to as A.
(4) Determine the initial weight of the cosmetic to be applied to the band in order to produce a dried film weighing 20 mg. This is determined by dividing 20 mg by the weight percent of non-volatile material present in the cosmetic. For example, 50 mg of a cosmetic with 40% non-volatile content must be applied to the band in order to yield a 20 mg dried film.
(5) Using a disposable lip brush , evenly apply the amount of cosmetic determined in step (4) over the 1 x 1 inch area ofthe band as marked in step (2). (6) Immediately weigh and record the combined weight of the latex band and applied cosmetic. The wet film weight is calculated by subtracting A from the combined weight ofthe latex band and applied cosmetic. (7) Allow the sample on the latex band from step (6) to sit at ambient room conditions for 24 hours.
(8) Weigh and record the combined weight of the latex band A and the applied cosmetic film; hereinafter referred to as B. Subtract A from B to determine the dried film weight C. This weight should be 20 + 2 mg.
(9) Stretch the band just enough to slip over the posts (2a) of apparatus (1) of Figure 2. Gently manipulate the latex band on the posts so that the stretched film length is 1.75 inches.
( 10) Upon observing loosened film pieces on the latex band, remove the film pieces from the latex band by vigorously wiping a disposable lip brush across the surface of the film.
(1 1 ) Carefully remove the latex band from the posts (2a) allowing it to returns to its approximate original shape.
(12) Record the weight ofthe latex band (with the remaining cosmetic); herein referred to as D.
( 13) Calculate the percent weight loss ofthe cosmetic film using the following equation:
Percent Weight Loss (PWL) = [(D-A) ÷ (B-A)]x 100
Steps (1) through (13) are repeated three times for each cosmetic formula tested. The average of the three PWL values is determined; herein referred to as Average Percent Weight Loss; or APWL. Low APWL values corresponds to flexible films having desirable adhesive and cohesive balance of the film. The APWLfor compositions ofthe present invention is 30% and less, preferably about 15% and less, most preferably about 10%.
The second embodiment of the present invention that meets both the flexibility test and oil blot/rub tests comprises: a. an organosiloxane resin; b. a fluid diorganopolysiloxane polymer; c. a pigment; and d. a volatile carrier capable of solubilizing said organosiloxane resins; wherein the fluid diorganopolysiloxane polymers has a viscosity greater than 1,000 cSt at 25°C, the ratio of the combination of organosiloxane resin and fluid diorganopolysiloxane polymer to pigment is from about 1 :1 to about 30: 1 and the ratio of organosiloxane resin to fluid diorganopolysiloxane polymer is from about 1 : 10 to about 3.5:1. Preferably the fluid diorganopolysiloxane polymer has a viscosity greater than 600,000 cSt at 25°C, most preferably greater than 1 ,000,000 cSt.
Organosiloxane Resins The organosiloxane resins used in the present invention comprise combinations of
R3SiOι 2 "M" units, R2SiO "D" units, RSiθ3/2 "T" units, Siθ2 "Q" units in ratios to each other that satisfy the relationship nSiO(4_n 2 where n is a value between 1.0 and 1.50 and R is a methyl group. Note that a small amount, up to 5%, of silanol or alkoxy functionality may also be present in the resin structure as a result of processing. The organosiloxane resins must be solid at about 25°C and has a molecular weight range from about 1,000 to about 10,000 grams/mole. The resin is soluble in organic solvents such as toluene, xylene, isoparaffins, and cyclosiloxanes or the volatile carrier, indicating that the resin is not sufficiently crosslinked such that the resin is insoluble in the volatile carrier. Particularly preferred are resins comprising repeating monofunctional or RiSiOt n "M" units and the quadrafunctional or Siθ2 "Q" units, otherwise known as "MQ" resins as disclosed in U.S. Patent 5,330,747, Krzysik, issued July 19, 1994, incoφorated herein by reference. In the present invention the ratio ofthe "M" to "Q" functional units is preferably about 0.7 and the value of n is 1.2. Organosiloxane resins such as these are commercially available such as Wacker 803 and 804 available from Wacker Silicones Coφoration of Adrian Michigan, and G. E. 1 170-002 from the General Electric Company.
The siloxane resins are used in the present invention at levels from about 10% to about 95%, preferably from about 55% to about 80% and most preferably from about 60% to about 70% of the total amount of Organosiloxane resin and fluid diorganopolysiloxane polymers. Fluid Diorganopolysiloxane Polymers
The present invention employs a fluid diorganopolysiloxane polymers to be combined with the organosiloxane resins disclosed above. Said fluid diorganopolysiloxane polymers useful in the present invention span a large range of viscosities; from about 1,000 to about 10,000,000 centistokes (cSt) at 25 °C.
The fluid diorganopolysiloxane polymers ofthe present invention comprise repeating units, wherein said units correspond to the formula (R2S1O), where R is a monovalent hydrocarbon radical containing from 1 to 6 carbon atoms, preferably selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, allyl, cyclohexyl, phenyl, fluoroalkyl and mixtures thereof. The diorganopoylsiloxane fluids employed in the present invention may contain one or more of these hydrocarbon radicals as substituents on the siloxane polymer backbone. The diorganopolysiloxane fluids may be terminated by triorganosilyl groups of the formula (R 3SQ where R is a radical selected from the group consisting of monovalent hydrocarbons containing from 1-6 carbon atoms, hydroxyl groups, alkoxy 1 groups and mixtures thereof. When a diorganopolysiloxane polymer fluid is present, it is essential that it be compatible in solution with the organosiloxane resin material and the volatile carrier. The term "compatible" refers to the formation of a single phase solution when the diorganopolysiloxane fluid, organosiloxane resin and volatile carrier are mixed together in ratios required for a specific formulation. A particularly preferred fluid diorganopolysiloxane polymer is poly(dimethylsiloxane), herein referred to as PDMS. Volatile Carriers
In the present invention, the combination of the organosiloxane resin and fluid diorganosiloxane polymer above must be easily transferred to the lip surface using a package/applicator. To achieve delivery, it is necessary that this combination above be incoφorated into a carrier, specifically a volatile carrier which quickly volatilizes from the surface of the lips leaving the above-discussed thin-durable film. The volatile carrier must solubilize the organosiloxane resin and the fluid diorganosiloxane polymer.
The volatile carrier comprises from about 10% to about 90%, preferably from about 15% to about 80%, and most preferably from about 20% to about 70% of the composition. The volatile carrier of the present invention are selected from the group consisting of volatile hydrocarbons, volatile silicones and mixtures thereof.
Hydrocarbon oils useful in the present invention include those having boiling points in the range of 60-260°C, more preferably hydrocarbon oils having from about Cg to about C20 chain lengths, most preferably Cgto C20 isoparaffins. Of these isoparriffins most preferred are selected from the group consisting of isododecane, isohexadecane, isoeocosane, 2,2,4-trimethylpentane, 2,3- dimethylhexane and mixtures thereof. Most preferred is isododecane, available as for example Permethyl 99A from Permethyl Corporation corresponding to the formula: CH3(CH2)ιoCH
Preferred volatile silicone fluids include cyclomethicones having 3, 4 and 5 membered ring structures corresponding to the formula:
Figure imgf000012_0001
where X is from about 3 to about 6. Said volatile silicones include 244 Fluid, 344 Fluid and 245 Fluid, and 345 Fluid all from Dow Corning Coφoration. Pigments
Pigments suitable for use herein are all inorganic and organic colors pigments suitable for use in lip composition compositions. These are usually aluminum, barium or calcium salts or lakes. Lakes are either a pigment that is extended or reduced with a solid diluent or an organic pigment that is prepared by the precipitation of a water-soluble dye on an adsoφtive surface, which usually is aluminum hydrate. A lake also forms from precipitation of an insoluble salt from an acid or basic dye. Calcium and barium lakes are also used herein.
Preferred lakes of the present invention are Red 3 Aluminum Lake, Red 21 Aluminum Lake, Red 27 Aluminum Lake, Red 28 Aluminum Lake, Red 33 Aluminum Lake, Yellow 5 Aluminum Lake, Yellow 6 Aluminum Lake, Yellow 10 Aluminum Lake, Orange 5 Aluminum Lake and Blue 1 Aluminum Lake, Red 6 Barium Lake, Red 7 Calcium Lake.
Other colors and pigments can also be included in the lip compositions, such as pearls, titanium oxides. Red 6, Red 21 , Blue 1, Orange 5, and Green 5 dyes, chalk, talc, iron oxides and titanated micas. Compositions of the present invention contain a sufficient pigments to provide the look sought by the user. The pigments are used herein at levels relative to the level of the fluid diorganopolysiloxane polymers disclosed above. This level is expressed as a ratio of the combination of fluid diorganopolysiloxane polymer and organosiloxane resin to pigment. In the present invention this ratio is from about 1 : 1 to about 30:1, preferably from about 1.5:1 to about 15: 1 , and most preferably from about 2: 1 to about 10: 1.
There are a number of other ingredients approved for use in the cosmetic art that may be used in copmositions of the present invention. Such ingredients are those approved for use in cosmetics and can be found listed in reference books such as the CTFA Cosmetic Ingredient Handbook, Second Edition, The Cosmetic, Toiletries, and Fragrance Association, Inc. 1988, 1992. Said materials may be used provided their inclusion does not significantly disrupt the composition once it has been applied to the skin wherein a film has been formed. Said ingredients include waxes, fragrances, flavor oils, skin care ingredients such as sunscreen, emulsifiers and the like. Hypoallergenic compositions can be made into the present invention where said compositions do not contain fragrances, flavor oils, lanolin, sunscreens, particularly PABA, or other sensitizers and irritants.
Waxes may be used in die present invention provided they are used at levels which does not interfere with film formation process. Generally waxes are not used in the present invention higher than about 2% ofthe composition. Waxes are defined as lower-melting organic mixtures or compounds of high molecular weight, solid at room temperature and generally similar in composition to fats and oils except that they contain no glycerides. Some are hydrocarbons, others are esters of fatty acids and alcohols. Waxes useful in the present invention are selected from die group consisting of animal waxes, vegetable waxes, mineral waxes, various fractions of natural waxes, synthetic waxes, petroleum waxes, ethylenic polymers, hydrocarbon types such as Fischer-Tropsch waxes, silicone waxes, and mixtures thereof.
The specific waxes useful in the present invention are selected from the group consisting of synthetic waxes, ozokerite, jojoba esters, "Unilins", available from Petrolite Corporation, "Ganex" alkylated polyvinylpyrrolidines available from the ISP Company, fatty alcohols from C22 to C50 and mixtures thereof. Synthetic waxes include those disclosed in Warth, Chemistry and Technology of Waxes. Part 2, 1956, Reinhold Publishing; herein incorporated by reference. The waxes most useful herein are selected from the Cg to C50 hydrocarbon waxes. Such waxes include long chained polymers of ethylene oxide combined with a dihydric alcohol, namely polyoxyethylene glycol. Such waxes include carbowax available from Carbide and Carbon Chemicals company. Other synthetic waxes include long-chained polymers of ethylene with OH or other stop length grouping at end of chain. Such waxes include the Fischer-Tropsch waxes as disclosed in the text disclosed above at pages 465-469 and include Rosswax, available from Ross company and PT-0602 available from Astor Wax Company.
Flavor oils such as peppermint oil, orange oil, citrus oil, or wintergreen oil can be used along with an alcohol or glycerine. Flavor oils are usually mixed in a solvent such as ethanol to dilute the flavor. The flavor oils useful herein can be derived from natural sources or be synthetically prepared. Generally, flavor oils are mixtures of ketones, alcohols, fatty acids, esters and teφenes. The term "flavor oil" is generally recognized in the art to be a liquid which is derived from botanical sources, i.e. leaves, bark, or skin of fruits or vegetables, and which are usually insoluble in water. The level of flavor oil used can range from 0% to about 5%, preferably from 0% to about 1% ofthe lip composition composition. Emulsifiers may be used as coupling agents which have an affinity for the hydrophilic and hydrophobic phases of lip compositions of this invention. Such emulsifiers include those routinely used in cosmetics and are found in the CTFA. One such commercially available emulsifier is Dow Corning 3225C available from Dow Coming.
Skin care active ingredients in both water soluble and water insoluble forms can be added to the lip composition. Said ingredients may include fat soluble vitamins, sunscreens and pharmaceutically active ingredients. These skin care active ingredients include glycerine, zinc oxide; chamomile oil; ginko biloba extract; pyroglutamic acid, salts or esters; sodium hyaluronate; 2-hydroxyoctanoic acid; sulfur; salicylic acid; carboxymethyl cysteine, water, propylene glycol and mixtures thereof.
Complimentary products may be used in conjunction with the present invention to compliment the composition and improve its aesthetic appeal to the user.
It is specifically envisioned that the complementary products used in the present invention manner wherein such a product is applied over the film formed after application of the cosmetic composition of the present invention. For example in the case of lip compositions, a complimentary product may be utilized to enhance the gloss and shine of the lips and provide a lubricious feeling. Such products, otherwise known as an "overcoat" or "topcoat" may be in a stick or liquid form and can include any that are commercially available or to be developed, provided the aggregate ofthe materials comprising the overcoat does not significantly disrupt the composition of the present invention. The overcoat compositions may be clear or transparent or may contain dyes and/or colorants that when viewed along with the overcoat, produce a desired color. One such material that has been shown to be quite useful in formulating complimentary products is polyol polyesters, such as sucrose polyesters (herein referred to as SPE'S). SPE's are synthesized molecules derived from sugar and vegetable oil and have been extensively disclosed in the patent literature in context of a non-digestible oils. Such compositions are generally disclosed in U. S. Patents 3,600,186, issued August 17, 1971; 4,005,195, issued January 25, 1977; 4,005,196, issued January 25, 1977; all assigned to the Procter & Gamble Company and all herein incorporated by reference.
It has found that overcoat compositions having a significant level of SPE'S are incompatible with the lip composition of the present composition wherein upon their application, the cosmetic composition ofthe present invention is not disrupted.
Examples of complimentary products for cosmetic lip compositions of the present invention, which may be used with the lip composition ofthe present invention are as follows: Example 1.
Ingredient Weight(%)
SPE Cottonate 89.75
SPE Behenate 5.05
Mica1 5.05 Propylparaben 0.10
Ethylene Brassylate 0.05
1. Sericite available from U. S. Cosmetics Coφoration
Combine all ingredients in a vessel and heat to 90°C while stirring constantly with a propeller mixer. When the SPE Behenate has completely melted and the mixture is homogeneous, remove from heat and cool to room temperature. The mixture should be stirred constantly during cooling. Transfer the resulting fluid to individual packages. Example 2.
Ingredient Weight(%)
SPE Cottonate 88.30 SPE Behenate 4.70
Mica1 4.65
Propylparaben 0.15
Methyparaben 0.15
Ethylene Brassylate 0.05 1. Sericite available from U.S. Cosmetics Corporation
Combine all ingredients in a vessel and heat to 90°C while stirring constantly with a propeller mixer. When the SPE Behenate has completely melted and the mixture is homogeneous, remove from heat and cool to room temperature. The mixture should be stirred constantly during cooling. Transfer the resulting fluid to individual packages. Example 3.
Ingredient Weightf%)
Castor Oil 89.75
Glycerin/Diethylene Glycol/Adipate Crosspolymer1 5.00
Ozokerite 5.00 Propylparaben 0.10
Methyparaben 0.10
Ethylene Brassylate 0.05 1. available as Lexorez 100 from Inoiex Chemical Company.
Combine all ingredients in a vessel and heat to 90°C while stirring constantly with a propeller mixer. When the ozokerite has completely melted and the mixture is homogeneous, remove from heat and cool to room temperature. The mixture should be stirred constantly duπng cooling Transfer the resulting fluid to individual packages. Example 4.
Ingredient Weight(%)
SPE Cottonate 85.85
SPE Behenate 14.00 Propylparaben 0.10
Ethylene Brassylate 0.05
Combine all ingredients in a vessel and heat to 90°C while stirπng constantly with a propeller mixer. When the SPE Behenate has completely melted and the mixture is homogeneous, remove from heat and pour into lipstick molds. Cool to approximately -5°C before de-molding and placing in an appropriate package. Example 5'
Ingredient Weight (%)
Group A:
SEFA Cottonate 84.58 SEFA Behenate 14.36
Ganex Wax WP-6601 0.86
Propylparaben 0.10
BHT 0.05
Group B: Ethylene Brassylate 0.05
1. Ganex Wax available from ISP Technologies, Inc.
Combine Group A ingredients together and mix well with a spatula. Heat the Group A mixture until all solids melt (approx. 90°C), stirring occasionally while heating. Add Group B ingredients and mix for 5 minutes with a propeller mixer. Do not let the temperature nse above 90°C. When the mixture of Groups A and B mgredients is homogeneous, pour the molten matenal into seasoned lipstick molds. Chill the filled molds at 5°C for approximately 20 mmutes. Remove the molds to ambient conditions and demold sticks. Place sticks in lipstick cases. Example 6:
Ingredient Weight (%)
Group A:
SEFA Cottonate 70.67 SEFA Behenate 14.13
Talc 15.00
Propylparaben 0.10
BHT 0.05
Group B: Ethylene Brassylate 0.05
Combine Group A ingredients together and mix well with a spatula. Heat the Group A mixture until all solids melt (approx. 90°C), stirring occasionally while heating. Add Group B ingredients and mix for 5 minutes with a propeller mixer. Do not let the temperature rise above 90 C. When the mixture of Groups A and B ingredients is homogeneous, pour the molten material into seasoned lipstick molds. Chill the filled molds at 5 C for approximately 20 minutes. Remove the molds to ambient conditions and demold sticks. Place sticks in lipstick cases. Example 7:
Ingredient Weight (%)
Group A: SEFA Cottonate 83.17
SEFA Behenate 16.63
Propylparaben 0.10
BHT 0.05
Group B: Ethylene Brassylate 0.05
Combine Group A ingredients together and mix well with a spatula. Heat the Group A mixture until all solids melt (approx. 90 C), stirring occasionally while heating. Add Group B ingredients and mix for 5 minutes with a propeller mixer. Do not let the temperature rise above 90 C. When the mixture of Groups A and B ingredients is homogeneous, pour the molten material into seasoned lipstick molds. Chill the filled molds at 5 C for approximately 20 minutes. Remove the molds to ambient conditions and demold sticks. Place sticks in lipstick cases. Example 8:
Ingredient Weight (%)
Group A: SEFA Cottonate 75.02
SEFA Behenate 13.58
Talc 7.50 Ganex Wax WP-6601 0.50
Propylparaben 0.15
BHT 0.05
Group B: Glycerin 3.00
Methylparaben 0.15
Group C:
Ethylene Brassylate 0.05
I. Ganex Wax available from ISP Technologies, Inc. Combine Group A ingredients together and mix well with a spatula. Heat the Group A mixture until all solids melt (approx. 90 C), stirring occasionally while heating. Combine Group B ingredients together and mix well with a spatula. Heat the Group B mixture to approximately 90 C. Combine Group A and Group B mixtures and homogenize for 5 minutes at 5000 φm. Add Group C ingredients and mix for 5 minutes with a propeller mixer. When the mixture is homogeneous, pour the molten material into seasoned lipstick molds. Chill the filled molds at 5°C for approximately 20 minutes. Remove the molds to ambient conditions and demold sticks. Place sticks in lipstick cases. Example 9:
Ingredient Weight (%) Group A:
SEFA Cottonate 59.55
SEFA Behenate 12.50
Talc 7.50
Propylparaben 0.15 Vitamin E Linoleate 0.10
Group B:
Water 10.00
Propylene Glycol 5.00
Glycerin 5.00 Methylparaben 0.15
Group C:
Ethylene Brassylate 0.05
Combine Group A ingredients together and mix well with a spatula. Heat the Group A mixture until all solids melt (approx. 90 C), stirring occasionally while heating. Combine Group B ingredients together and mix well with a spatula. Heat the Group B mixmre to approximately
90 °C. Combine Group A and Group B mixtures and homogenize for 2 minutes at 5000 φm. Add Group C ingredients and mix for 5 minutes with a propeller mixer. When the mixture is homogeneous, pour the molten material into seasoned lipstick molds. Chill the filled molds at 5°C for approximately 20 minutes. Remove the molds to ambient conditions and demold sticks. Place sticks in lipstick cases. Example 10: Ingredient Weight (%)
Group A:
SEFA Cottonate 84.01
SEFA Behenate 15.23
Ganex Wax WP-660 ' 0.54 Propylparaben 0.1 1
BHT 0.05
Group B:
Ethylene Brassylate 0.06
I . Ganex Wax available from ISP Technologies, Inc. Combine Group A ingredients together and mix well with a spatula. Heat the Group A mixture until all solids melt (approx. 90 C), stirring occasionally while heating. Add Group B ingredients and mix for 5 minutes with a propeller mixer. Do not let the temperature rise above 90 C. When the mixture of Groups A and B ingredients is homogeneous, pour the molten material into seasoned lipstick molds. Chill the filled molds at 5 C for approximately 20 minutes. Remove the molds to ambient conditions and demold sticks. Place sticks in lipstick cases.
METHOD OF USING THE INVENTION The method of the present invention is straight forward. The user applies the composition of the present invention from a suitable liquid cosmetic applicator directly onto the lips. One such applicator used for liquid products is a liquid pen package disclosed in British Patent 21 198037, issued 5/09/90, assigned to Mitsubishi Pencil Co., Ltd. of Japan. An alternative package is one where an wand is dipped into a reservoir wherein the composition on the tip of the wand is applied to the lips. Such packages are disclosed in Japanese Utility Model 64 000822 Y2, to Shiseido.
Another cosmetic dispenser mat is useful for the present invention is a unidirectional twist-up dispensing device with incremental dosing as disclosed in co-pending patent application entitled "Simplified Unidirectional Twist-Up Dispensing Device With Incremental Dosing", Richard L.
Horstman et al., filed , to Procter and Gamble. Such a twist-up dispensing device can include a hollow housing defining a chamber having an open dispensing end and a piston located within the chamber being limited to translational movement within the chamber. The piston preferably having a threaded rod extending therefrom that engages with a threaded aperture in an actuator such that advancement of the piston toward the dispensing end occurs when the actuator is rotated. Rotation of the actuator causes the product to be dispensed from the dispensing end. An applicator is preferably attached to the dispensing end of the housing in fluid communication with the chamber wherein the product is dispensed through the applicator. The applicator can comprise a ferrule and an application portion wherein the ferrule is attached to the dispensing end of the housing and the application portion has at least one orifice located therein. Several versions of applicators can be utilized including, for example, a fiber brush or an application surface having flocking thereon. Flocking is a mat of thin, shon, plastic fibers substantially peφendicuiar to the application surface. The bristles of a fiber brush are preferably tapered and made of a plastic material. Alternatively, the user may use a more traditional applicator or implement known in the an.
As stated above, the user applies the composition directly to the lips wherein the user allows the composition to dry before subjecting the composition to insult. Once the composition is dried, a complimentary product such as the topcoat product disclosed above may be applied over the dried product to provide the user with an asthetically pleasing affect. Topcoat compositions may utilize the same dispensing device as discribed for use ofthe compositions ofthe present invention.
The compositions of the present invention may be removed by applying petrolatum or a dimethicone-based cosmetic remover to the skin or lips and rubbing the area gently with a tissue to remove the cosmetic.
EXAMPLES The following examples illustrate the examples ofthe claimed cosmetic compositions of the present invention but are not intended to be limiting thereof: Example 1 : Ingredients Weight(%)
Group A:
Silicone Gum1 10.91
Isododecane2 50.00
Group B: Organosiloxane resin^ 19.09
Red #6 Calcium Lake 3.00
Red #7 Barium Lake 3.00
Titanium Dioxide 3.00
Blue 0.50 Brown 0.50
Bentone Gel4 10.00
1. 1,000,000 cSt Dimethicone Gum available as SE 30 from General Electric.
2. Permethyl 99A available from Permethyl Corporation.
3. MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric. 4. VS-5 PC available from Rheox.
Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages. Example 2:
Ingredient Weight (%) Group A:
Organosiloxane resin 1 19.20
Isododecane2 14.90
Group B:
Red #6 Calcium Lake 1.49 Red #7 Barium Lake 2.10
Titanium Dioxide 2.33
Blue 1.03
Brown 3.00
Propylparaben 0.15 Group C:
Silicone Gum3 10.80
Isododecane2 33.00
Group D:
Isododecane2 10.00 Trihydroxystearin 2.00
1. MQ Resin (0.7:1 ratio M:Q) available as MQ 804 from Wacker Silicones Coφ.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Gum (2,500,OOOcSt) available as SE 30 from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients to Group A mixture and homogenize until the pigments are completely dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60°C for about 3 minutes. Remove from the heat and homogenize for approximately five minutes or until a gel develops. Finally, add the Group D mixture to the rest of the batch and heat the entire mixture to 57-60°C for about 7 to 10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 3:
Ingredients Weight(%) Group A:
Dimethicone Fluid1 8.40
Octamethylcyclotetrasiloxane2 30.80 Group B:
Organosiloxane resin-' 14.70
Red #6 Calcium Lake 2.30
Red #7 Barium Lake 2.30 Titanium Dioxide 2.30
Blue 0.38
Brown 0.38
Emulsifier4 7.70
Propylene Glycol 0.74 Group C:
Water 29.25
D&C Red 33 0.30
D&C Green 5 0.10
D&C Yellow 5 0.10 Methylparaben 0.25
1. 100,000 cSt Dimethicone Fluid available from General Electric.
2. Octamethylcyclotetrasiloxane available from General Electric.
3. MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric.
4. Dow Corning 3225C available from Dow Corning. Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Premix Group C ingredients with a propeller mixer until uniform. Homogenize the mixture of Groups A and B ingredients while adding the Group C mixture slowly to create a stable emulsion. When addition of the Group C mixture is complete, homogenize the entire formula for ten more minutes. Transfer the resulting fluid to individual packages. Example 4:
Ingredients Weight O
Group A: Silicone Gum1 16.20
Octamethylcyclotetrasiloxane2 70.00
Group B:
Organosiloxane resin3 1.80
Red #6 Calcium Lake 1.80 Red #7 Barium Lake 1.80
Titanium Dioxide 1.80
Blue 0.30 Brown 0.30
Bentone Gel4 6.00
1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
2. Octamethylcyclotetrasiloxane available from General Electric. 3. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric. 4. VS-5 PC available from Rheox.
Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages. Example 5:
Ingredients Weight (%)
Group A:
Silicone Gum 1 10.80 Isododecane2 43.58
Group B:
Organosiloxane resin3 19.20
Red #6 Calcium Lake 1.50
Red #7 Barium Lake 1.23 Titanium Dioxide 2.00
Russet 1.43
Brown 0.31
Mica 2.65
Propylparaben 0.10 Bentone Gel4 9.90
Group C:
Emulsifier^ 2.15
Glycerin 5.00
Methylparaben 0.15 1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. MT Resin available from Toshiba Silicones.
4. VS-5 PC available from Rheox.
5. Dow Coming 3225C available from Dow Coming. Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Premix Group C ingredients with a propeller mixer until uniform. Homogenize the mixture of Groups A and B ingredients while adding the Group C mixture slowly to create a stable emulsion. When addition of the Group C mixture is complete, homogenize the entire formula for ten more minutes. Transfer the resulting fluid to individual packages. Example 6:
Ingredients Weight(%)
Group A:
Silicone Gum 1 10.91
Isododecane2 58.00 Group B:
Organosiloxane resin 19.09
Red #6 Calcium Lake 3.00
Red #7 Barium Lake 3.00
Titanium Dioxide 3.00 Blue 0.50
Brown 0.50
Group C:
Unlin 4254 2.00
1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric. 2. Permethyl 99 A available from Permethyl Coφ.
3. MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric.
4. Unlin 425 available from Petrolite Corporation.
Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incorporate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Premix Group C ingredients widi a propeller mixer until uniform. Heat the mixture of Groups A and B ingredients together with the Group C wax to 70°C while mixing with a propeller mixer. When the wax is melted and the mixture is homogeneous, cool the entire formula to room temperature without mixing. Transfer the resulting fluid to individual packages. Example 7:
Ingredients Weight (%)
Group A:
Dimethicone Fluid l 19.09
Isododecane2 20.00 Group B:
Organosiloxane resin3 33.42
Red #6 Calcium Lake 5.25 Red #7 Barium Lake 5.25
Titanium Dioxide 5.25
Blue 0.87
Brown 0.87 Bentone Gel4 10.00
1. 1,000 cSt Dimethicone Fluid available from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric.
4. VS-5 PC available from Rheox. Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to d e Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages. Example 8: Ingredients Weight(%)
Group A:
Silicone Gum 1 12.88
Octamethylcyclotetrasiloxane2 20.00
Group B: Organosiloxane resin3 39.63
Red #6 Calcium Lake 5.25
Red #7 Barium Lake 5.25
Titanium Dioxide 5.25
Blue 0.87 Brown 0.87
Bentone Gel4 10.00
1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
2. Octamethylcyclotetrasiloxane available from General Electric.
3. MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric. 4. VS-5 PC available from Rheox.
Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages. Example 9:
Ingredients Weight(%)
Group A:
Silicone Gum 1 1 1.88 Isododecane2 54.45
Group B:
Organosiloxane resin3 20.78
Red #6 Calcium Lake 0.50
Red #7 Barium Lake 0.50 Titanium Dioxide 0.50
Mica 0.50
Bentone Gel4 10.89
1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
2. Permethyl 99A available from Permethyl Coφ. 3. MQ Resin (0.7: 1 ratio M.Q) available as 1 170-002 from General Electric. 4. VS-5 PC available from Rheox.
Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages. Example 10:
Ingredients Weightf%)
Group A:
Silicone Gum1 10.47 Isododecane2 47.61
Group B:
Organosiloxane resin3 18.32
Red #6 Calcium Lake 4.00
Red #7 Barium Lake 4.00 Titanium Dioxide 4.00
Blue 1.00
Brown 1.00
Bentone Gel4 9.60
1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric. 2. Permethyl 99A available from Permethyl Coφ.
3. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
4. VS-5 PC available from Rheox. Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Add Group B ingredients to the Group A mixture and hand-mix to roughly incoφorate the dry powders. Homogenize the entire formulation until all pigments are fully dispersed. Transfer the resulting fluid to individual packages. Example 1 1 :
Ingredient Weight (%)
Group A:
Organosiloxane resin1 19.20
Isododecane2 14.90 Group B:
Red #6 Calcium Lake 1.49
Red #7 Barium Lake 2.10
Titanium Dioxide 2.33
Blue 1.03 Brown 3.00
Propylparaben 0.15
Group C:
Silicone Gum3 10.80
Isododecane2 33.00 Group D:
Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as MQ 803 from Wacker Silicones Coφ.
2. Permethyl 99A available from Permethyl Coφ. 3. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients to Group A mixture and homogenize until the pigments are completely dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60°C for about 3 minutes. Remove from the heat and homogenize for approximately five minutes or until a gel develops. Finally, add the Group D mixture to the rest of the batch and heat the entire mixture to 57-60°C for about 7 to 10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 12:
Ingredient Weight (%)
Group A:
Organosiloxane Resin ' 1 1.90 Isododecane2 14.90
Group B:
Red #6 Calcium Lake 3.00
Red #7 Barium Lake 4.20
Titanium Dioxide 4.70 Blue 2.05
Brown 6.05
Propylparaben 0.10
Group C:
1 ,000 cSt Silicone Fluid3 8.10 Isododecane2 33.00
Group D:
Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric. 2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Fluid (1,000 cSt) available from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 13:
Ingredient Weight (%)
Group A:
Organosiloxane Resi ' 22.14 Isododecane2 14.90
Group B:
Red #6 Calcium Lake 0.60 Red #7 Barium Lake 0.84
Titanium Dioxide 0.94
Blue 0.41
Brown 1.21 Propylparaben 0.10
Group C:
1 ,000 cSt Silicone Fluid3 13.86
Isododecane2 33.00
Group D: Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Fluid (1,000 cSt) available from General Electric. Combine Group A ingredients together and mix with a propeller mixer until uniform. Add
Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixmre to 57-60 C for about 7- 10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 14: Ingredient Weight (%)
Group A:
Organosiloxane Resin ' 26.00
Isododecane2 14.90
Group B: Red #6 Calcium Lake 0.60
Red #7 Barium Lake 0.84
Titanium Dioxide 0.94
Blue 0.41
Brown 1.21 Propylparaben 0.10
Group C: 1 ,000 cSt Silicone Fluid3 10.00 Isododecane2 33.00
Group D:
Isododecane2 10.00
Trihydroxystearin 2.00 1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Fluid ( 1 ,000 cSt) available from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 15:
Ingredient Weight (%)
Group A: Organosiloxane Resin1 8.90
Isododecane2 14.90
Group B:
Red #6 Calcium Lake 3.00
Red #7 Barium Lake 4.20 Titanium Dioxide 4.70
Blue 2.05
Brown 6.05
Propylparaben 0.10
Group C: 100,000 cSt Silicone Fluid3 1 1.10
Isododecane2 33.00
Group D:
Isododecane2 10.00
Trihydroxystearin 2.00 1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Fluid ( 100,000 cSt) available from General Electric. Combine Group A ingredients together and mix with a propeller mixer until uniform Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer Transfer the resulting fluid to individual packages. Example 16:
Ingredient Weight (%)
Group A:
Organosiloxane Res 1 1 1.70
Isododecane2 14.90 Group B:
Red #6 Calcium Lake 3.00
Red #7 Banum Lake 4.20
Titanium Dioxide 4.70
Blue 2.05 Brown 6.05
Propylparaben 0.10
Group C:
100,000 cSt Silicone Fluid3 8.30
Isododecane2 33.00 Group D:
Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resm (0.7:1 ratio M:Q) available as 1 170-002 from General Electπc.
2. Permethyl 99A available from Permethyl Coφ. 3. Dimethicone Fluid (100,000 cSt) available from General Electric
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C mgredients in a separate contamer usmg a propeller mixer until uniform, men combine with the mixture of Groups A and B mgredients. Premix Group D ingredients with heatmg to about 57-60 C for about 3 minutes. Remove from the heat and homogenize for approxunately 5 mmutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat die entire mixture to 57-60 °C for about 7-10 mmutes while mixmg with a propeller mixer. Remove the batch from the 7059 PCMJS96/17152
30
heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages.
Example 17:
Ingredient Weight (%) Group A:
Organosiloxane Resin ' 22.14
Isododecane2 14.90
Group B:
Red #6 Calcium Lake 0.60 Red #7 Barium Lake 0.84
Titanium Dioxide 0.94
Blue 0.41
Brown 1.21
Propylparaben 0.10 Group C:
100,000 cSt Silicone Fluid3 13.86
Isododecane2 33.00
Group D:
Isododecane2 10.00 Trihydroxystearin 2.00
1. MQ Resin (0.7:1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Fluid (100,000 cSt) available from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 °C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 18:
Ingredient Weight (%) Group A:
Organosiloxane Resin 1 26.00
Isododecane2 14.90 Group B:
Red #6 Calcium Lake 0.60
Red #7 Barium Lake 0.84
Titanium Dioxide 0.94 Blue 0.41
Brown 1.21
Propylparaben 0.10
Group C:
100,000 cSt Silicone Fluid3 10.00 Isododecane2 33.00
Group D:
Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric. 2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Fluid (100,000 cSt) available from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixmre of Groups A and B ingredients. Premix Group D mgredients widi heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperamre while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 19:
Ingredient Weight (%)
Group A:
Organosiloxane Resin ' 3.34 Isododecane2 14.90
Group B:
Red #6 Calcium Lake 3.00
Red #7 Barium Lake 4.20
Titanium Dioxide4.70 Blue 2.05
Brown 6.05
Propylparaben 0.10 Group C:
2,500,000 cSt Silicone Gum3 16.66
Isododecane2 33.00
Group D: Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Gum (2,500,000 cSt) available as SE63 from General Electric. Combine Group A ingredients together and mix with a propeller mixer until uniform. Add
Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixmre of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from die heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add die Group D mixmre to the rest ofthe batch and heat the entire mixmre to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperamre while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 20: Ingredient Weight (%)
Group A:
Organosiloxane Resin 1 11.70
Isododecane2 14.90
Group B: Red #6 Calcium Lake 3.00
Red #7 Barium Lake 4.20
Titanium Dioxide4.70
Blue 2.05
Brown 6.05 Propylparaben 0.10
Group C:
2,500,000 cSt Silicone Gum3 8.30
Isododecane2 33.00
Group D: Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric. 2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Gum (2,500,000 cSt) available as SE63 from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixmre of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixmre to the rest ofthe batch and heat the entire mixmre to 57-60 °C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperamre while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 21 :
Ingredient Weight (%)
Group A: Organosiloxane Resin ' 20.68
Isododecane2 14.90
Group B:
Red #6 Calcium Lake 0.60
Red #7 Barium Lake 0.84 Titanium Dioxide0.94
Blue 0.41
Brown 1.21
Propylparaben 0.10
Group C: 2,500,000 cSt Silicone Gum3 15.32
Isododecane2 33.00
Group D:
Isododecane2 10.00
Trihydroxystearin 2.00 1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ.
3. Dimethicone Gum (2,500,000 cSt) available as SE63 from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add
Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixmre of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixmre to the rest ofthe batch and heat the entire mixmre to
0
57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperamre while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 22:
Ingredient Weight (%)
Group A:
Organosiloxane Resin1 27.80
Isododecane2 14.90 Group B:
Red #6 Calcium Lake 0.60
Red #7 Barium Lake 0.84
Titanium Dioxide 0.94
Blue 0.41 Brown 1.21
Propylparaben 0.10
Group C:
2,500,000 cSt Silicone Gum3 8.20
Isododecane2 33.00 Group D:
Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Permethyl 99A available from Permethyl Coφ. 3. Dimethicone Gum (2,500,000 cSt) available as SE63 from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixmre to the rest of die batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove die batch from the heat and allow it to cool to room temperamre while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 23:
Ingredient Weight (%) Group A:
Organosiloxane Resin 1 19.20 Isododecane2 14.90
Group B:
Red #6 Calcium Lake 1.49 Red #7 Barium Lake 2.10 Titanium Dioxide2.33 Blue 1.03
Brown 3.00
Propylparaben 0.15 Group C:
Phenylmethyl Silicone Gum3 10.80 Isododecane2 33.00
Group D: Isododecane2 10.00 Trihydroxystearin 2.00 I . MQ Resin available as 1 170-002 from General Electric. 2. Permethyl 99A available from Permethyl Coφ.
3. Phenylmethyl Silicone Gum available as 88778 from General Electric.
Combine Group A ingredients together and mix with a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients with heating to about 57-60 °C for about 3 minutes. Remove from die heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to die rest ofthe batch and heat the entire mixture to 57-60 C for about 7-10 minutes while mixing with a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing with a propeller mixer. Transfer the resulting fluid to individual packages. Example 24:
Ingredient Weight (%)
Group A:
Organosiloxane Resin1 19.20 Isododecane2 14.90
Group B: Red #6 Calcium Lake 1.49 Red #7 Barium Lake 2.10
Titanium Dioxide2.33
Blue 1.03
Brown 3.00 Propylparaben 0.15
Group C:
2,500,000 cSt Silicone Gum3 5.00
10,000 cSt Silicone Fluid4 5.80
Isododecane2 33.00 Group D:
Isododecane2 10.00
Trihydroxystearin 2.00
1. MQ Resin (0.7: 1 ratio M:Q) available as 1 170-002 from General Electric.
2. Perme iyl 99A available from Permethyl Coφ. 3. Dimethicone Gum (2,500,000 cSt) available as SE63 from General Electric. 4. Dimethicone Fluid (10,000cSt) available from General Electric.
Combine Group A ingredients together and mix wim a propeller mixer until uniform. Add Group B ingredients and homogenize until pigments are fully dispersed. Premix Group C ingredients in a separate container using a propeller mixer until uniform, then combine with the mixture of Groups A and B ingredients. Premix Group D ingredients widi heating to about 57-60 C for about 3 minutes. Remove from the heat and homogenize for approximately 5 minutes or until a gel develops. Finally, add the Group D mixture to the rest ofthe batch and heat the entire mixture to 57-60 °C for about 7-10 minutes while mixing widi a propeller mixer. Remove the batch from the heat and allow it to cool to room temperature while mixing widi a propeller mixer. Transfer the resulting fluid to individual packages. Example 25
Ingredients Weightf%)
Group A:
Silicone Gum1 12.60 Isododecane2 12.60
Group B:
Isododecane2 43.38
Bentonite Clay4 1.00
Propylene Carbonate 0.32 Red #6 Calcium Lake 1.00
Red #7 Barium Lake 3.00
Titanium Dioxide 1.50 Mica 2.20
Organosiloxane resin3 22.40
1. 2,500,000 cSt Dimethicone Gum available as SE 63 from General Electric.
2. Perme yl 99A available from Permethyl Coφ. 3. MQ Resin (0.7: 1 ratio M:Q) available as 1170-002 from General Electric. 4. Bentone 38 available from Rheox.
Combine Group A ingredients together in a beaker and mix with a propeller mixer until uniform. Combine all Group B ingredients except die propylene carbonate and hand-mix to roughly incorporate the dry powders. Homogenize die entire formulation using a Ross ME 100 LC homogenizer at about 7500 φm until all pigments are fully dispersed. Next, while continuing the homogenization process, slowly add the propylene carbonate until mixture thickens. Combine Group A mixture with Group B mixture in a beaker and mix with a propeller mixer until uniform. Transfer the resulting fluid to individual packages.

Claims

WHAT IS CLAIMED IS:
1. A cosmetic composition for application to the lips comprising:
(A) a mixture of:
(1) a organosiloxane resin; and
(2) a fluid diorganopolysiloxane polymer, wherein the ratio of (1) to (2) is from about 1:1 to about 20:1 when (2) has a viscosity from about 1,000 to about 200,000 cSt at 25°C, and a ratio of (1) to (2) from about 1:9 to about 20: 1 when (2) has a viscosity greater than 200,000 cSt at 25°C; and
(B) a volatile carrier.
2. The cosmetic composition according to claim 1 where upon application the forms a transfer resistant film as measured by dry blot and rub test and oil blot and rub test, each test resulting in an average normalized reflectance of about 50% or greater.
3. A cosmetic composition for application to the lips where upon application forms a transfer resistant, flexible film wherein the film's flexibility is measured by a flexibility test resulting in an average percent weight loss of about 30% or less, and the film's transfer resistance is measured by a dry blot and rub test and an oil blot and rub test, each test resulting in an average normalized reflectance of about 50% or greater.
4. The cosmetic composition according to Claim 3 comprising: a. an organosiloxane resin; b. a fluid diorganopolysiloxane polymer, c. a pigment; and d. a volatile carrier capable of solubilizing said organosiloxane resin preferably selected from the group consisting of hydrocarbon oils, silicone oils and mixtures thereof, most preferably isododecane; wherein the silicone fluid has a viscosity greater than 1,000, preferably greater than 600,000 cSt at 25°C cSt, the silicone polymer fluid to pigment ratio is from about 1: 1 to about 30: 1 and the ratio of organosiloxane resin to silicone polymer fluid is from about 1:10 to about 3.5:1.
5. The cosmetic composition according to claim 4 wherein the organosiloxane resin comprises 3Si01 2 "M" units, R_Si0 "D" units, RS1O3/2 T units, Si02 "Q" units and mixtures thereof, preferably R3SiOι/2 "M" units and Siθ2 "Q" units; in a ratio selected to satisfy the relationship RnSiO(4_n 2, preferably 0.7; wherein n is from about 1.0 to about 1.50, preferably 1.2; and R is a methyl group, wherein the resin is solid at about 25°C, has a molecular weight range from about 1,000 to about 10,000 grams mole and is soluble in organic solvents.
6. The cosmetic composition according to claim 5 wherein the fluid diorganopolysiloxane polymers comprise repeating units of the formula ^SiO), preferably terminated by triorganosilyl groups of the formula (R^Si) where R is a hydrocarbon side group containing from 1 to 6 carbon atoms, preferably selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, allyl, cyclohexyl, amino alkyl, phenyl, fluoroalkyl and mixtures thereof and R is a monovalent hydrocarbon radical selected from the group consisting of 1 to 6 carbon atoms, hydroxyl groups, an alkoxyl groups and mixtures thereof; preferably polydimcthyl siloxane.
7. A method of applying the composition of Claim 3 comprising the steps of: a. applying the composition from a suitable cosmetic applicator directly onto the lips; and b. allowing said composition to form a dry film before subjecting it to insult
8. The method according to Claim 7 additionally comprising the step of applying a complimentary product on said dried film where upon applying said complimentary product said composition is not disrupted.
PCT/US1996/017152 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions WO1997017059A1 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
NZ321800A NZ321800A (en) 1995-11-07 1996-10-25 A transfer resistant lipstick composition containing an organosiloxane resin a diorganopolysiloxane polymer and a carrier
JP9518212A JP2000501075A (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic composition
SK593-98A SK59398A3 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
KR1019980703392A KR19990067382A (en) 1995-11-07 1996-10-25 Cosmetic composition
EP96937751A EP0868169A1 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
AU75220/96A AU721752B2 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
IL12432496A IL124324A0 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
BR9611431A BR9611431A (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
CA002236974A CA2236974C (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
NO982033A NO982033L (en) 1995-11-07 1998-05-05 Transfer resistant cosmetic preparations

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US627395P 1995-11-07 1995-11-07
US60/006,273 1995-11-07
US855295P 1995-12-13 1995-12-13
US60/008,552 1995-12-13

Publications (1)

Publication Number Publication Date
WO1997017059A1 true WO1997017059A1 (en) 1997-05-15

Family

ID=26675414

Family Applications (3)

Application Number Title Priority Date Filing Date
PCT/US1996/017145 WO1997017057A1 (en) 1995-11-07 1996-10-25 Compositions and methods for improving the performance of long-wearing cosmetic products
PCT/US1996/017150 WO1997017058A1 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions
PCT/US1996/017152 WO1997017059A1 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions

Family Applications Before (2)

Application Number Title Priority Date Filing Date
PCT/US1996/017145 WO1997017057A1 (en) 1995-11-07 1996-10-25 Compositions and methods for improving the performance of long-wearing cosmetic products
PCT/US1996/017150 WO1997017058A1 (en) 1995-11-07 1996-10-25 Transfer resistant cosmetic compositions

Country Status (19)

Country Link
EP (3) EP0868169A1 (en)
JP (4) JP2000501074A (en)
KR (3) KR19990067382A (en)
CN (1) CN1104885C (en)
AT (2) ATE249197T1 (en)
AU (3) AU721756B2 (en)
BR (3) BR9611431A (en)
CA (3) CA2236942C (en)
CZ (3) CZ294119B6 (en)
DE (2) DE69624255T2 (en)
ES (2) ES2180804T3 (en)
HU (2) HUP9900113A3 (en)
MX (2) MX9803647A (en)
NO (3) NO982033L (en)
NZ (3) NZ321430A (en)
PL (3) PL326679A1 (en)
SK (3) SK59398A3 (en)
TR (3) TR199800812T2 (en)
WO (3) WO1997017057A1 (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002034221A1 (en) * 2000-10-25 2002-05-02 The Procter & Gamble Company Dental care compositions
US6423306B2 (en) 1999-02-26 2002-07-23 L'oreal Sa Cosmetic compositions containing di-block, tri-block, multi-block and radial block copolymers
US6685921B2 (en) 2000-10-25 2004-02-03 The Procter & Gamble Company Dental care compositions
US6908621B2 (en) 1999-04-26 2005-06-21 Revlon Consumer Products Corporation Color cosmetic compositions containing organic oil and silicone mixture
US6964773B1 (en) 2000-11-22 2005-11-15 L'oreal S.A. Transfer resistant anhydrous cosmetic composition
EP1768642A1 (en) * 2004-07-12 2007-04-04 E-L Management Corp. High gloss non-feathering lip product
WO2007074331A1 (en) * 2005-12-24 2007-07-05 Croda International Plc Structurants for oil phases
US7482419B2 (en) 2004-04-12 2009-01-27 Dow Corning Corporation Silsesquioxane resin wax
US7803358B2 (en) 2004-02-02 2010-09-28 Dow Corning Corporation MQ and T-propyl siloxane resins compositions
FR2956319A1 (en) * 2010-02-17 2011-08-19 Oreal Kit, useful for coating keratin materials e.g. skin, comprises at least three compositions packaged separately, where first composition comprises e.g. silicone fluid, and second- and third- composition comprise polyorganosiloxane compounds
US8124710B2 (en) 2004-02-02 2012-02-28 Dow Corning Corporation MQ-T propyl siloxane resins
US8604151B2 (en) 2004-02-02 2013-12-10 Dow Corning Corporation Bodied siloxane resin including M, Q, and T-propyl units and capped with additional M units
US8968773B2 (en) 2006-05-23 2015-03-03 Dow Corning Corporation Silicone film former for delivery of actives
US9554976B2 (en) 2002-09-11 2017-01-31 The Procter & Gamble Company Tooth whitening product
US9732191B2 (en) 2014-01-08 2017-08-15 Dow Corning Corporation Method for capping MQ-type silicone resins

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6019962A (en) 1995-11-07 2000-02-01 The Procter & Gamble Co. Compositions and methods for improving cosmetic products
GB9620085D0 (en) * 1996-09-26 1996-11-13 Cosmetics Plus Ltd Cosmetic treatment
FR2785180B1 (en) * 1998-11-03 2001-01-19 Oreal NON-TRANSFER MAKEUP METHOD, COMPOSITIONS AND KIT FOR CARRYING OUT SUCH A METHOD
US6200964B1 (en) * 1999-05-28 2001-03-13 Neutrogena Corporation Silicone gel containing salicylic acid
US6461626B1 (en) 1999-08-18 2002-10-08 The Procter & Gamble Company Wear resistant topical compositions having improved feel
US6531142B1 (en) 1999-08-18 2003-03-11 The Procter & Gamble Company Stable, electrostatically sprayable topical compositions
US7078046B1 (en) 1999-08-18 2006-07-18 The Procter & Gamble Company Electrostatically-sprayable topical compositions having insulating external phase and conductive internal phase
US6558682B2 (en) 1999-08-18 2003-05-06 The Procter & Gamble Company Discontinuous films from skin care compositions
US6514504B1 (en) * 1999-08-18 2003-02-04 The Procter & Gamble Company Discontinuous films from skin care compositions
GB0007140D0 (en) 1999-09-27 2000-05-17 Dow Corning Sa Scar treatment composition
EP1545450A2 (en) 2002-09-26 2005-06-29 L'oreal Composition for coating keratin fibres, comprising a high dry extract that contains a sequenced polymer
AU2003300601A1 (en) 2002-12-12 2004-07-09 L'oreal Composition for coating keratin fibres, comprising a dispersion of polymer particles
US7871633B2 (en) * 2003-04-14 2011-01-18 The Procter & Gamble Company Anhydrous, transfer-resistant cosmetic lip compositions
WO2004091560A2 (en) * 2003-04-14 2004-10-28 The Procter & Gamble Company Anhydrous, transfer - resistant cosmetic lip compositions
JP2007511512A (en) * 2003-11-13 2007-05-10 イーエルシー マネージメント エルエルシー Transparent oil gelation system
FR2876902B1 (en) * 2004-10-21 2007-04-27 Oreal IMPROVED BICOUCHE MAKE-UP PRODUCT, USES THEREOF AND MAKE-UP KIT CONTAINING THE SAME
US20060045893A1 (en) * 2004-08-27 2006-03-02 Yu Warren Hwa-Lin Long-wearing cosmetic compositions
FR2878740B1 (en) * 2004-12-03 2007-03-30 Oreal BICOLE COSMETIC PRODUCT, USES THEREOF AND MAKE-UP KIT CONTAINING THE SAME
WO2006058795A1 (en) * 2004-12-03 2006-06-08 L'oreal Two-coat cosmetic product, uses thereof and makeup kit containing this product
DE102005019953A1 (en) 2005-04-28 2006-11-02 Beiersdorf Ag Transfer-resistant lip care products
US8025869B2 (en) 2005-06-28 2011-09-27 L'oréal Cosmetic compositions having enhanced wear properties
US9011827B2 (en) 2005-09-26 2015-04-21 L'oréal Composition and process for treating keratinous substrates with at least two immiscible cosmetic compositions
JP2009520002A (en) * 2005-12-20 2009-05-21 ロレアル Keratinous makeup or care method comprising attaching compounds A and B, at least one of which is silicone-based
FR2894817B1 (en) * 2005-12-20 2008-05-09 Oreal A METHOD OF MAKE-UP OR CARE OF KERATINIC MATERIALS COMPRISING THE APPLICATION OF COMPOUNDS A AND B OF WHICH AT LEAST ONE IS SILICONE
FR2910311B1 (en) 2006-12-20 2009-02-13 Oreal COMPOSITION COMPRISING A SILICONE COMPOUND AND A PARTICULAR ORGANOSILANE
FR2910303A1 (en) 2006-12-20 2008-06-27 Oreal COMPOSITION COMPRISING AN X COMPOUND AND A Y COMPOUND WHICH IS AT LEAST ONE OF SILICONE AND A DIRECT HYDROPHOBIC COLOR
JP4666660B2 (en) 2007-08-01 2011-04-06 信越化学工業株式会社 Film-forming composition
CN101951992B (en) * 2007-12-05 2015-06-10 欧莱雅公司 Cosmetic method using a composition comprising a siloxane resin and a mineral filler
EP2277501A4 (en) * 2008-05-08 2013-08-21 Momentive Performance Mat Jp Cosmetic
JP2010116365A (en) * 2008-11-14 2010-05-27 Kose Corp Lip cosmetic
JP5705449B2 (en) * 2010-03-31 2015-04-22 株式会社コーセー Overcoat cosmetics
WO2013109851A2 (en) 2012-01-19 2013-07-25 The Procter & Gamble Company Methods for smoothing wrinkles and skin texture imperfections
JP6101792B2 (en) 2012-05-30 2017-03-22 ノクセル・コーポレーション Cosmetic product to make hair appearance inconspicuous
US20140154199A1 (en) * 2012-12-04 2014-06-05 Momentive Performance Materials Silicone-containing composition and personal care products containing same
CN104968237A (en) 2013-02-07 2015-10-07 宝洁公司 Applicator
JP2016532482A (en) 2013-07-15 2016-10-20 ザ プロクター アンド ギャンブル カンパニー Applicator applying a composition that smoothes the defects of wrinkles and skin texture
JP2016527218A (en) 2013-07-15 2016-09-08 ザ プロクター アンド ギャンブル カンパニー Applicable film for smoothing the roughness of wrinkles and skin
WO2016049392A1 (en) 2014-09-26 2016-03-31 The Procter & Gamble Company Methods for smoothing wrinkles and skin texture imperfections
WO2017053492A1 (en) 2015-09-24 2017-03-30 Noxell Corporation Applicators including non-compliant backer members
KR102396751B1 (en) * 2016-03-31 2022-05-12 가부시키가이샤 코세 cosmetic set
CN109310615A (en) * 2016-03-31 2019-02-05 莱雅公司 The cosmetic composition of multilayered structure can be formed after being coated on keratin material
KR20180062144A (en) * 2016-11-30 2018-06-08 (주)아모레퍼시픽 Emulsion type make-up cosmetic composition with excellent long lasting
JP2021187850A (en) 2020-06-01 2021-12-13 花王株式会社 Cosmetic composition
CN112402314B (en) * 2020-11-21 2022-06-24 浙江中医药大学 Traditional Chinese medicine nourishing lipstick containing red sage root diterpene quinone and preparation method thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0381376A2 (en) * 1989-01-26 1990-08-08 Shin-Etsu Chemical Co., Ltd. Film-forming agent
JPH06107518A (en) * 1992-09-29 1994-04-19 Shin Etsu Chem Co Ltd Lip coating agent
EP0610026A1 (en) * 1993-02-03 1994-08-10 Dow Corning Corporation Cosmetics with enhanced adherence to the skin
FR2707485A1 (en) * 1993-07-16 1995-01-20 Mitsubishi Pencil Co Liquid cosmetic product
WO1996019185A1 (en) * 1994-12-21 1996-06-27 The Procter & Gamble Company Lipstick overcoat compositions comprising silicone oil and silica

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63230618A (en) * 1987-03-19 1988-09-27 Kao Corp Solid cosmetic
DE3837473A1 (en) * 1988-11-04 1990-05-10 Faber Castell A W Skin-compatible cosmetic composition which can be easily applied and finely dispersed
JP2887485B2 (en) * 1989-08-09 1999-04-26 花王株式会社 Oily cosmetics
GB9113484D0 (en) * 1991-06-21 1991-08-07 Unilever Plc Cosmetic composition
EP0610626A3 (en) * 1993-01-28 1995-02-08 Advanced Micro Devices Inc A method of simulating an integrated circuit.

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0381376A2 (en) * 1989-01-26 1990-08-08 Shin-Etsu Chemical Co., Ltd. Film-forming agent
JPH06107518A (en) * 1992-09-29 1994-04-19 Shin Etsu Chem Co Ltd Lip coating agent
EP0610026A1 (en) * 1993-02-03 1994-08-10 Dow Corning Corporation Cosmetics with enhanced adherence to the skin
FR2707485A1 (en) * 1993-07-16 1995-01-20 Mitsubishi Pencil Co Liquid cosmetic product
WO1996019185A1 (en) * 1994-12-21 1996-06-27 The Procter & Gamble Company Lipstick overcoat compositions comprising silicone oil and silica

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 121, no. 16, 17 October 1994, Columbus, Ohio, US; abstract no. 186791, I.FUKUI, S.NAGURA, H.YANO: "Lip-coating preparations containing water-soluble polymer trimethylsilyl ethers" XP002027245 *

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6423306B2 (en) 1999-02-26 2002-07-23 L'oreal Sa Cosmetic compositions containing di-block, tri-block, multi-block and radial block copolymers
US6827928B2 (en) 1999-02-26 2004-12-07 L'oreal S.A. Cosmetic compositions containing di-block, tri-block, multi-block and radial block copolymers
US6908621B2 (en) 1999-04-26 2005-06-21 Revlon Consumer Products Corporation Color cosmetic compositions containing organic oil and silicone mixture
WO2002034221A1 (en) * 2000-10-25 2002-05-02 The Procter & Gamble Company Dental care compositions
US6685921B2 (en) 2000-10-25 2004-02-03 The Procter & Gamble Company Dental care compositions
US6964773B1 (en) 2000-11-22 2005-11-15 L'oreal S.A. Transfer resistant anhydrous cosmetic composition
US10493016B2 (en) 2002-09-11 2019-12-03 The Procter & Gamble Company Tooth whitening product
US9554976B2 (en) 2002-09-11 2017-01-31 The Procter & Gamble Company Tooth whitening product
US8124710B2 (en) 2004-02-02 2012-02-28 Dow Corning Corporation MQ-T propyl siloxane resins
US7803358B2 (en) 2004-02-02 2010-09-28 Dow Corning Corporation MQ and T-propyl siloxane resins compositions
US8604151B2 (en) 2004-02-02 2013-12-10 Dow Corning Corporation Bodied siloxane resin including M, Q, and T-propyl units and capped with additional M units
US7482419B2 (en) 2004-04-12 2009-01-27 Dow Corning Corporation Silsesquioxane resin wax
EP1768642A4 (en) * 2004-07-12 2007-12-19 E L Management Corp High gloss non-feathering lip product
EP1768642A1 (en) * 2004-07-12 2007-04-04 E-L Management Corp. High gloss non-feathering lip product
US9023329B2 (en) 2005-12-24 2015-05-05 Croda International, Plc Structurants for oil phases
WO2007074331A1 (en) * 2005-12-24 2007-07-05 Croda International Plc Structurants for oil phases
US8968773B2 (en) 2006-05-23 2015-03-03 Dow Corning Corporation Silicone film former for delivery of actives
FR2956319A1 (en) * 2010-02-17 2011-08-19 Oreal Kit, useful for coating keratin materials e.g. skin, comprises at least three compositions packaged separately, where first composition comprises e.g. silicone fluid, and second- and third- composition comprise polyorganosiloxane compounds
US9732191B2 (en) 2014-01-08 2017-08-15 Dow Corning Corporation Method for capping MQ-type silicone resins

Also Published As

Publication number Publication date
ES2203719T3 (en) 2004-04-16
NO982034L (en) 1998-07-07
SK59498A3 (en) 1998-11-04
HUP9901986A2 (en) 1999-11-29
JP2000501074A (en) 2000-02-02
CZ294119B6 (en) 2004-10-13
DE69629935D1 (en) 2003-10-16
MX9803649A (en) 1998-12-31
CA2236974A1 (en) 1997-05-15
CN1104885C (en) 2003-04-09
DE69624255D1 (en) 2002-11-14
AU7522096A (en) 1997-05-29
ATE249197T1 (en) 2003-09-15
TR199800809T2 (en) 1998-09-21
CA2236790C (en) 2002-04-23
JP2000500135A (en) 2000-01-11
SK59398A3 (en) 1998-11-04
HUP9901986A3 (en) 2000-01-28
WO1997017058A1 (en) 1997-05-15
MX9803648A (en) 1998-10-31
PL326679A1 (en) 1998-10-12
NO982035L (en) 1998-07-07
NZ321800A (en) 1999-10-28
KR100355518B1 (en) 2002-11-18
AU719603B2 (en) 2000-05-11
CA2236942C (en) 2002-07-30
NO982034D0 (en) 1998-05-05
TR199800810T2 (en) 1998-09-21
DE69624255T2 (en) 2003-06-12
AU721752B2 (en) 2000-07-13
CZ293529B6 (en) 2004-05-12
AU721756B2 (en) 2000-07-13
CA2236974C (en) 2002-01-01
NO982035D0 (en) 1998-05-05
EP0862412A1 (en) 1998-09-09
HUP9900113A2 (en) 1999-05-28
DE69629935T2 (en) 2004-07-22
HUP9900113A3 (en) 2000-01-28
NO982033L (en) 1998-07-07
KR19990067382A (en) 1999-08-16
ES2180804T3 (en) 2003-02-16
ATE225643T1 (en) 2002-10-15
TR199800812T2 (en) 1998-07-21
EP0862412B1 (en) 2003-09-10
CZ140898A3 (en) 1998-09-16
JP2000501075A (en) 2000-02-02
CA2236942A1 (en) 1997-05-15
NZ321429A (en) 1999-11-29
MX9803647A (en) 1998-10-31
BR9611431A (en) 1999-02-23
KR19990067383A (en) 1999-08-16
EP0868169A1 (en) 1998-10-07
BR9611420A (en) 1999-02-23
CN1206345A (en) 1999-01-27
CZ140498A3 (en) 1998-10-14
KR100331214B1 (en) 2002-06-20
PL326676A1 (en) 1998-10-12
KR19990067343A (en) 1999-08-16
AU7476096A (en) 1997-05-29
CA2236790A1 (en) 1997-05-15
JP2006131646A (en) 2006-05-25
CZ140698A3 (en) 1998-10-14
NZ321430A (en) 1999-10-28
EP0862411B1 (en) 2002-10-09
BR9611421A (en) 1999-02-23
WO1997017057A1 (en) 1997-05-15
NO982033D0 (en) 1998-05-05
AU7476196A (en) 1997-05-29
EP0862411A1 (en) 1998-09-09
SK59298A3 (en) 1998-11-04
PL326705A1 (en) 1998-10-26

Similar Documents

Publication Publication Date Title
US6071503A (en) Transfer resistant cosmetic compositions
US6139823A (en) Transfer resistant cosmetic compositions
AU721752B2 (en) Transfer resistant cosmetic compositions
US6406683B1 (en) Transfer resistant cosmetic compositions
CA2524079C (en) Preparation, in particular cosmetic preparation, and the production and use thereof
US20050276779A1 (en) Two coat cosmetic product, its method of use and make-up kit comprising this product
WO2006026228A1 (en) Long-wearing cosmetic compositions
JPH10512299A (en) Semi-matte finish anti-transfer cosmetic stick composition
AU2004229575B2 (en) Anhydrous, transfer-resistant cosmetic lip compositions
JP2005336186A (en) Two-layer coat cosmetic product, its use and make-up kit containing this product
WO2003086333A1 (en) Anhydrous, single phase, transfer resistant cosmetic lip compositions
MXPA98003649A (en) Cosmetic compositions resistant to transfer

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 96199091.0

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE HU IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TR TT UA UG UZ VN AM AZ BY KG KZ MD RU TJ TM

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): KE LS MW SD SZ UG AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 1996937751

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 59398

Country of ref document: SK

ENP Entry into the national phase

Ref document number: 2236974

Country of ref document: CA

Ref document number: 2236974

Country of ref document: CA

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: PV1998-1404

Country of ref document: CZ

ENP Entry into the national phase

Ref document number: 1997 518212

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 1019980703392

Country of ref document: KR

Ref document number: 1998/00809

Country of ref document: TR

Ref document number: PA/A/1998/003647

Country of ref document: MX

WWE Wipo information: entry into national phase

Ref document number: 1199800394

Country of ref document: VN

WWE Wipo information: entry into national phase

Ref document number: 321800

Country of ref document: NZ

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWP Wipo information: published in national office

Ref document number: 1996937751

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: PV1998-1404

Country of ref document: CZ

WWP Wipo information: published in national office

Ref document number: 1019980703392

Country of ref document: KR

WWR Wipo information: refused in national office

Ref document number: 1019980703392

Country of ref document: KR

WWR Wipo information: refused in national office

Ref document number: PV1998-1404

Country of ref document: CZ