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WO1996019185A1 - Lipstick overcoat compositions comprising silicone oil and silica - Google Patents

Lipstick overcoat compositions comprising silicone oil and silica Download PDF

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Publication number
WO1996019185A1
WO1996019185A1 PCT/US1995/015418 US9515418W WO9619185A1 WO 1996019185 A1 WO1996019185 A1 WO 1996019185A1 US 9515418 W US9515418 W US 9515418W WO 9619185 A1 WO9619185 A1 WO 9619185A1
Authority
WO
WIPO (PCT)
Prior art keywords
groups
group
volatile
mixtures
composition
Prior art date
Application number
PCT/US1995/015418
Other languages
French (fr)
Inventor
Lee Ellen Drechsler
Thomas Elliot Rabe
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
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to JP8519805A priority Critical patent/JPH10508867A/en
Priority to AU42889/96A priority patent/AU4288996A/en
Priority to EP95941483A priority patent/EP0794759A1/en
Publication of WO1996019185A1 publication Critical patent/WO1996019185A1/en
Priority to MXPA/A/1997/004720A priority patent/MXPA97004720A/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/897—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing halogen, e.g. fluorosilicones
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds 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
    • 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

Definitions

  • the present invention is a composition which when applied over a lipstick composition prevents transference of the lipstick to objects such as cups, glasses and other table wear coming in contact with the lips. This invention, therefore, extends the time between re-applications of said lipstick. Said invention adds luster and shine to the lips while providing the user with good skin feel properties.
  • Lipstick treatment products whose primary purpose is to extend wear, improve the blot transfer resistance and heighten the gloss of said lipstick are well known in the art.
  • overcoats utilize a variety of polymeric fluids and film forming technologies.
  • acrylic film-formers incorporated in overcoats such as CSI, Incorporated's "Sealed with a Kiss" are delivered in a volatile vehicle, alcohol, which is spread over the lipstick surface.
  • CSI, Incorporated's "Sealed with a Kiss” are delivered in a volatile vehicle, alcohol, which is spread over the lipstick surface.
  • alcohol which is spread over the lipstick surface.
  • These products have a solid nature and impart a dry, draggy feel to the lip surface.
  • these polymeric overcoats are perceived as sticky during the first few minutes after application when the volatile vehicle commences to evaporate.
  • overcoat products to those described above are disclosed in Japanese Patent Application Number HEI 5[1993]-221829, published August 31, 1993. Said overcoats are reputed to exhibit improved durability of makeup effect, suppression of color transfer, and improved applicability. Said overcoats comprise from 0.2 to 25% of silica powder and/or alumina powder and from 75% to 99.8% of a perfluoropolyether of general formula:
  • R 1 though R 5 are independent fluorine atoms, perfluoroalkyl groups, or oxyperfluoroalkyl groups; the value of p, q, and r is at least zero; wherein the perfluoropolyether molecular weight is from about 500 to about 10,000, wherein P, Q and R may be equal, but, not zero.
  • the preferred perfluoropolyether disclosed therein is a commercially available product known as Fomblin HC-04, HC-25, and HC-R available from Montefluosu of Milano, Italy.
  • compositions comprising silicones and hydrocarbon oils wherein the compositions are in applied over the lips in order to extend the life of the lipstick and provide a sealing effect to protect the lips.
  • the present invention is a composition comprising from about 75% to about 99% of a non- volatile silicone fluid having a viscosity from about 10 cs to about 1000 cs and from about 1% to about 25% of a thickening agent.
  • the non-volatile silicone fluid mentioned above corresponds to the formula:
  • R 3 R5 wherein K ⁇ and R5 are independently selected from the group consisting of hydroxyl end groups, lower alkyl end groups having carbon chain lengths from about C ⁇ to about C ⁇ and mixtures thereof; and R2 through R5 are independently selected from the group consisting of lower alkyl groups having carbon chain lengths from about C ⁇ to about C , fluoroalkyi groups, phenyl groups, aminoalkyl groups and mixtures thereof.
  • one objective of the present invention is to provide an overcoat composition to avoid transferring the lipstick onto to objects coming in contact with the lips.
  • Another object of the present invention is to extend the period of time between applications of lipstick.
  • Still another objective is to provide a composition which improves the application and wear feel characteristics sought by consumers as well as improve luster and shine of the lipstick composition applied to the lips. All of these objectives are delivered in a product that is less expensive than comparable products known in the art.
  • the non- volatile silicone fluid used in the present invention conforms to the formula:
  • end groups R and Rg are independently selected from the group consisting of hydroxyl groups, lower alkyl groups having carbon chain lengths from about C ⁇ to about Cg and mixtures thereof, preferably methyl groups.
  • the non-end groups R2,, R3, R4 and R5 are independently selected from the group consisting of lower alkyl groups having carbon chain lengths from about C ⁇ to about Cg, fluoroalkyi groups, phenyl groups, aminoalkyl groups and mixtures thereof.
  • Said non- volatile silicone fluids have a viscosity from about 10 cs to 1,000 cs, preferably 50 cs to about 500 cs, at 25° C and one atmosphere.
  • compositions comprise from about 75% to 99%, preferably about 90% to about 99%, and most preferably from about 90% to about 95% of said non-volatile silicone fluid.
  • Silicone fluids with non-end groups R2, R3, R4 and R5) comprising branched and straight chained lower alkyl groups having carbon chain lengths from C ⁇ to Cg are known in the art. In the present invention it is preferable that the C ⁇ to Cg chain length be as short as possible in order to provide the final product with a relatively non-lipohilic character. Therefore, methyl groups are the most preferred alkyl non-end groups in the present invention.
  • Commercially available non-volatile silicone fluids having such non-end groups include those available from Dow Corning as the 200 Fluids, and those available from General Electric as SF-96 Series.
  • Silicone fluids with non-end groups comprising fluoroalkyi groups are also useful herein. It is preferable, however, that the fluorine atom is attached to alkyl groups having a C3 to Cg chain length wherein the fluorine atom is attached to attached to said alkyl group at a point no closer than third carbon atoms from the silicone/carbon bond.
  • Commercially available non-volatile silicone fluids having such non-end groups include those available from Dow Corning as the 1265 Fluid series, and those available from General Electric as the SF- 1153 Series, most preferred is the 1265 Fluid Series, most preferably those of having a viscosity from about lOOcs to about 350cs.
  • Silicone fluids with the non-end groups comprising allyl groups are also useful in the present invention.
  • the allyl groups which are particularly useful in the present invention are phenyl groups.
  • Particularly useful allyl-substituted silicone fluids commercially available are available as the 556 Series from Dow Corning.
  • the non-end groups mentioned above also include aminoalkyl groups which make up the amino-f ⁇ nctional silicones such as methylsilicone and can be structurally represented as:
  • x equals the number of repeat units in the polymer chain and y equals the length of the alkyl group, wherein y is greater than about 2, but, less than about 10; (2 ⁇ y ⁇ 10).
  • silicone fluid is aminopropyl methylsilicone, available from Dow
  • the preferable non-volatile silicone fluid used in the present invention is selected from the group consisting of dimethicone, phenyl dimethicone, phenyl trimethicone, flurosilicone, aminosilicone and mixtures thereof.
  • the above non-volatile silicone fluid is combined with a thickening agent to provide a overcoat composition having a viscosity sufficient to prevent the composition running off the lips immediately after applying.
  • Said thickening agents are used at levels from about 1% to about 25%, preferably about 1% to about 10%, and most preferably from about 5% to about 10% of the composition.
  • Preferred thickening agents are selected from the group consisting of organic/inorganic thickening agents, fumed silica, fumed titania, fumed alumina, and mixtures thereof.
  • fumed silica Fumed silica is commonly found in cosmetic compositions since it sets up a hydrogen-bonded associative network with itself and with silicone polymer chains present in such compositions.
  • the fumed silica useful in the present invention is selected from the group consisting of hydrophobic silica, hydrophiiic silica and mixtures thereof.
  • the hydrophiiic fumed silica most preferred include the Aerosol Series available from Degussa Corporation, as disclosed in the published supplier information sheet, herein incorporated by reference.
  • the hydrophobic fumed silica most preferred are also supplied by Degussa and are the Aerosols that have been treated with organic material, as disclosed in the above-mentioned supplier information sheet.
  • Most preferred hydrophobic fumed silica is Aerosil R974.
  • compositions of the present invention further include optional ingredients which may be added to the composition disclosed above to provide various consumer desirable characteristics to the product.
  • Said optional ingredients include those routinely used in the cosmetic arts to produce a specific cosmetic effect which is deemed desirable.
  • said optional ingredients include humectants, occlusives, flavorings, perfumes, colorants and other such routinely used ingredients. Volatile fluids are particularly useful optional ingredient. They reduce the initial viscosity of a gelled silicone overcoat, thereby improving the ease of application of the composition over the lipstick.
  • compositions of the present invention may comprise from about 1% to 50%, preferably 1% to 25%, and most preferably from 1% to 10% volatile fluids.
  • Preferred volatile hydrocarbons fluids include isododecane, available as for example Permethyl 99A from Permethyl Corporation corresponding to the formula:
  • Preferred volatile silicone fluids include cyclomethicones having 3,4 and 5 membered ring structures corresponding to the formula:
  • volatile silicones include 244 Fluid, 344 Fluid and 345 Fluid from Dow Corning Corporation.
  • the volatile silicone is therein gelled, preferably with fumed silica powder. D. Examples
  • Aerosil 200 available from Degussa Corp.
  • Aerosil R974 available from Degussa Corp.
  • composition of the present invention is applied to the surfaces of the lips covered by at least one layer of lipstick.
  • Said product is spread evenly over said lip surface by any means including by motion of the lips over each other, the user's finger tip, a typical lipstick applicator.

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Abstract

The present invention is a composition which when applied over a lipstick composition prevents transference of the lipstick to objects such as cups, glasses and other table wear coming in contact with the lips. Said composition extends the time between re-applications of said lipstick and adds luster and shine to the lips while providing the user with good skin feel properties.

Description

LIPSTICK OVERCOAT COMPOSITIONS COMPRISING SILICONE OIL AND SILICA
TECHNICAL FIELD
The present invention is a composition which when applied over a lipstick composition prevents transference of the lipstick to objects such as cups, glasses and other table wear coming in contact with the lips. This invention, therefore, extends the time between re-applications of said lipstick. Said invention adds luster and shine to the lips while providing the user with good skin feel properties.
BACKGROUND OF THE INVENTION
Lipstick treatment products whose primary purpose is to extend wear, improve the blot transfer resistance and heighten the gloss of said lipstick are well known in the art.
These lipstick products, herein referred to overcoats, utilize a variety of polymeric fluids and film forming technologies. For example, acrylic film-formers incorporated in overcoats such as CSI, Incorporated's "Sealed with a Kiss" are delivered in a volatile vehicle, alcohol, which is spread over the lipstick surface. These products have a solid nature and impart a dry, draggy feel to the lip surface. Furthermore, these polymeric overcoats are perceived as sticky during the first few minutes after application when the volatile vehicle commences to evaporate.
Alternative overcoat products to those described above are disclosed in Japanese Patent Application Number HEI 5[1993]-221829, published August 31, 1993. Said overcoats are reputed to exhibit improved durability of makeup effect, suppression of color transfer, and improved applicability. Said overcoats comprise from 0.2 to 25% of silica powder and/or alumina powder and from 75% to 99.8% of a perfluoropolyether of general formula:
R3 R4 R5
R __ CF2CFCF2θ - -( CFCF2θ τ( CFO r R2 wherein R1 though R5 are independent fluorine atoms, perfluoroalkyl groups, or oxyperfluoroalkyl groups; the value of p, q, and r is at least zero; wherein the perfluoropolyether molecular weight is from about 500 to about 10,000, wherein P, Q and R may be equal, but, not zero. The preferred perfluoropolyether disclosed therein is a commercially available product known as Fomblin HC-04, HC-25, and HC-R available from Montefluosu of Milano, Italy. Upon application these products are typically considered pleasantly smooth and lubricious, however, due to their low surface energy, the fluorinated fluid quickly migrates from the lips on contact with saliva, coffee, drinking water, excetra, leaving a gritty, dry layer of silica on the lips. As more and more of the perfluoropolyether fluid migrates from the lips, the above-mentioned negative lip feel dramatically increases. Furthermore, the perfluoropolyether is very expensive, thereby substantially increasing the retail price of the final product.
New products recently marketed in Japan by Kose and Shiseido are compositions comprising silicones and hydrocarbon oils wherein the compositions are in applied over the lips in order to extend the life of the lipstick and provide a sealing effect to protect the lips.
These two products have been found to also have skin feel negatives and do not provide significant long-wear benefits.
SUMMARY OF THE INVENTION The present invention is a composition comprising from about 75% to about 99% of a non- volatile silicone fluid having a viscosity from about 10 cs to about 1000 cs and from about 1% to about 25% of a thickening agent. The non-volatile silicone fluid mentioned above corresponds to the formula:
R R4
R3 R5 wherein K\ and R5 are independently selected from the group consisting of hydroxyl end groups, lower alkyl end groups having carbon chain lengths from about C \ to about Cβ and mixtures thereof; and R2 through R5 are independently selected from the group consisting of lower alkyl groups having carbon chain lengths from about C\ to about C , fluoroalkyi groups, phenyl groups, aminoalkyl groups and mixtures thereof.
Therefore one objective of the present invention is to provide an overcoat composition to avoid transferring the lipstick onto to objects coming in contact with the lips. Another object of the present invention is to extend the period of time between applications of lipstick. Still another objective is to provide a composition which improves the application and wear feel characteristics sought by consumers as well as improve luster and shine of the lipstick composition applied to the lips. All of these objectives are delivered in a product that is less expensive than comparable products known in the art.
DETAILED DESCRIPTION OF THE INVENTION A. Non-volatile Silicone Fluids
The non- volatile silicone fluid used in the present invention conforms to the formula:
Figure imgf000004_0001
wherein the end groups R and Rg are independently selected from the group consisting of hydroxyl groups, lower alkyl groups having carbon chain lengths from about C\ to about Cg and mixtures thereof, preferably methyl groups. The non-end groups R2,, R3, R4 and R5 are independently selected from the group consisting of lower alkyl groups having carbon chain lengths from about C\ to about Cg, fluoroalkyi groups, phenyl groups, aminoalkyl groups and mixtures thereof. Said non- volatile silicone fluids have a viscosity from about 10 cs to 1,000 cs, preferably 50 cs to about 500 cs, at 25° C and one atmosphere. Said compositions comprise from about 75% to 99%, preferably about 90% to about 99%, and most preferably from about 90% to about 95% of said non-volatile silicone fluid. Silicone fluids with non-end groups ( R2, R3, R4 and R5) comprising branched and straight chained lower alkyl groups having carbon chain lengths from C\ to Cg are known in the art. In the present invention it is preferable that the C\ to Cg chain length be as short as possible in order to provide the final product with a relatively non-lipohilic character. Therefore, methyl groups are the most preferred alkyl non-end groups in the present invention. Commercially available non-volatile silicone fluids having such non-end groups include those available from Dow Corning as the 200 Fluids, and those available from General Electric as SF-96 Series.
Silicone fluids with non-end groups comprising fluoroalkyi groups are also useful herein. It is preferable, however, that the fluorine atom is attached to alkyl groups having a C3 to Cg chain length wherein the fluorine atom is attached to attached to said alkyl group at a point no closer than third carbon atoms from the silicone/carbon bond. Commercially available non-volatile silicone fluids having such non-end groups include those available from Dow Corning as the 1265 Fluid series, and those available from General Electric as the SF- 1153 Series, most preferred is the 1265 Fluid Series, most preferably those of having a viscosity from about lOOcs to about 350cs.
Silicone fluids with the non-end groups comprising allyl groups are also useful in the present invention. The allyl groups which are particularly useful in the present invention are phenyl groups. Particularly useful allyl-substituted silicone fluids commercially available are available as the 556 Series from Dow Corning. The non-end groups mentioned above also include aminoalkyl groups which make up the amino-fύnctional silicones such as methylsilicone and can be structurally represented as:
Figure imgf000005_0001
where x equals the number of repeat units in the polymer chain and y equals the length of the alkyl group, wherein y is greater than about 2, but, less than about 10; (2<y<10).
One particularly useful silicone fluid is aminopropyl methylsilicone, available from Dow
Corning, Inc.
The preferable non-volatile silicone fluid used in the present invention is selected from the group consisting of dimethicone, phenyl dimethicone, phenyl trimethicone, flurosilicone, aminosilicone and mixtures thereof.
B. Thickening Agents
In the present invention the above non-volatile silicone fluid is combined with a thickening agent to provide a overcoat composition having a viscosity sufficient to prevent the composition running off the lips immediately after applying. Said thickening agents are used at levels from about 1% to about 25%, preferably about 1% to about 10%, and most preferably from about 5% to about 10% of the composition. Preferred thickening agents are selected from the group consisting of organic/inorganic thickening agents, fumed silica, fumed titania, fumed alumina, and mixtures thereof. Preferred is fumed silica. Fumed silica is commonly found in cosmetic compositions since it sets up a hydrogen-bonded associative network with itself and with silicone polymer chains present in such compositions. These silicas have a geometry or particle size which when mixed with the non-volatile silica fluid provide a composition having good skin feel characteristics which resist a gritty or abrasive feel to lips upon application or during wear. The fumed silica useful in the present invention is selected from the group consisting of hydrophobic silica, hydrophiiic silica and mixtures thereof. The hydrophiiic fumed silica most preferred include the Aerosol Series available from Degussa Corporation, as disclosed in the published supplier information sheet, herein incorporated by reference. The hydrophobic fumed silica most preferred are also supplied by Degussa and are the Aerosols that have been treated with organic material, as disclosed in the above-mentioned supplier information sheet. Most preferred hydrophobic fumed silica is Aerosil R974.
C. Optional Ingredients
Compositions of the present invention further include optional ingredients which may be added to the composition disclosed above to provide various consumer desirable characteristics to the product. Said optional ingredients include those routinely used in the cosmetic arts to produce a specific cosmetic effect which is deemed desirable. In addition to other ingredients such as preservatives and stabilizers, which maintain the entire physical integrity of the products, said optional ingredients include humectants, occlusives, flavorings, perfumes, colorants and other such routinely used ingredients. Volatile fluids are particularly useful optional ingredient. They reduce the initial viscosity of a gelled silicone overcoat, thereby improving the ease of application of the composition over the lipstick. As the volatile fluid escapes from the composition after application, the composition's viscosity increases rapidly, imparting a pleasant, lubricious feel to the lips. Said volatile fluids are selected from the group consisting of volatile hydrocarbons, volatile silicones and mixtures thereof. Compositions of the present invention may comprise from about 1% to 50%, preferably 1% to 25%, and most preferably from 1% to 10% volatile fluids. Preferred volatile hydrocarbons fluids include isododecane, available as for example Permethyl 99A from Permethyl Corporation corresponding to the formula:
CH3(CH2)ιoCH3
Preferred volatile silicone fluids include cyclomethicones having 3,4 and 5 membered ring structures corresponding to the formula:
Figure imgf000007_0001
where X is from about 3 to about 6. Said volatile silicones include 244 Fluid, 344 Fluid and 345 Fluid from Dow Corning Corporation. The volatile silicone is therein gelled, preferably with fumed silica powder. D. Examples
I Ingredients Example Compositions (wt%)
#1 n #3 #4 #5 #6 #7 n #10 _m
500 centistolce [1] 95.0 95.0 93.5 dimethicone fluid
50 centistolce [1] 92.5 82.0 95.0 95.0 92.5 dimethicone fluid
10 centistolce [1] 90.0 85.0 dimethicone fluid
300 centistolce [2] 95.0 fluorosilicone fluid
Hydrophiiic fumed [3] 10.0 4.0 4.9 2.5 2.0 silica powder
Hydrophobic fumed [4] 5.0 7.5 5.0 9.0 4.4 5.0 3.0 10.0 silica powder
Isododecane PI 9.0
Tospeaii [6] 2.0 5.0 organosilicon spheres
D&C red #6 barium [7] 0.1 lake
Propyl paraben 0.5
| Propylene Carbonate 0.1 1.5 I Total (wt.%T 100 100 100 100 I 100 I 100 100 100 100 100 I 100 I
[1] Dow Corning 200 Fluid
[2] Dow Corning 1265 Fluid
[3] Aerosil 200 available from Degussa Corp.
[4] Aerosil R974 available from Degussa Corp.
[5] Permethyl 99A available from Permethyl Corp.
[6] Tospearl 3120A available from Toshiba Silicones
[7] Chronosphere available from Cardre, Inc.
E. Method of Manufacture
Combine in a vessel equipped with mixing the silicone fluid and thickening agent. Stir until the mixture is uniform wherein it is then passed through a three-roll mill at least four times to thoroughly blend the components and break up any agglomerated particles. The mixture can then be packaged or stored, preferably in airtight containers.
F. Method of Use
The composition of the present invention is applied to the surfaces of the lips covered by at least one layer of lipstick. Said product is spread evenly over said lip surface by any means including by motion of the lips over each other, the user's finger tip, a typical lipstick applicator.

Claims

WHAT IS CLAIMED IS:
1. An composition applied to the lips comprising: a) from 75% to 99%, preferably from 90% to 99%, most preferably from 90% to 95% of a non-volatile silicone fluid having a viscosity from 10 cs to 1000 cs, preferably from 50cs to 500 cs; and b) from l% to 25%, preferably from 1% to 10%, most preferably from 5% to 10% of a fumed silica.
2. The composition according to Claim 1 wherein the non- volatile silicone fluid corresponds to the formula:
Figure imgf000009_0001
wherein Ri and Rg are independently selected from the group consisting of hydroxyl end groups, lower alkyl end groups having carbon chain lengths from C\ to Cg and mixtures thereof, preferably methyl groups; and R2 through R5 are independently selected from the group consisting of lower alkyl groups having carbon chain lengths from C\ to Cg, fluoroalkyi groups, phenyl groups, aminoalkyl groups and mixtures thereof; preferably lower alkyl end groups having carbon chain lengths from C\ to Cg; most preferably methyl groups.
3. The composition according to Claim 2 wherein the non-volatile silicone fluid is selected from the group consisting of dimethicone, phenyl dimethicone, phenyl trimethicone, flurosilicone, aminosilicone and mixtures thereof; preferably dimethicone.
4. The composition according to Claim 1 wherein the fumed silica is selected from the group consisting of hydrophobic silica, hydrophiiic silica and mixtures thereof.
5. An compositions according to Claim 1 additionally comprising from 1% to 50% volatile fluids selected from the group consisting of volatile hydrocarbons, volatile silicones and mixtures thereof. The compositions according to Claim 5 comprising 1% to 25% of a volatile silicone selected from the group consisting of cyclomethicones having 3,4 and 5 member ring structures corresponding to the formula:
CH3 ( Si-O ), CH,
wherein X is from 3 to 6.
The compositions according to Claim 6 comprising from 1% to 10% cyclomethicone.
A composition comprising: a. from 75% to 99% dimethicone having a viscosity from lO cs to 1000 cs; b. from 1% to 25% hydrophobic fumed silica; and c. from 1% to 10% cyclomethicone.
PCT/US1995/015418 1994-12-21 1995-11-28 Lipstick overcoat compositions comprising silicone oil and silica WO1996019185A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP8519805A JPH10508867A (en) 1994-12-21 1995-11-28 Lipstick coating composition containing silicone oil and silica
AU42889/96A AU4288996A (en) 1994-12-21 1995-11-28 Lipstick overcoat compositions comprising silicone oil and silica
EP95941483A EP0794759A1 (en) 1994-12-21 1995-11-28 Lipstick overcoat compositions comprising silicone oil and silica
MXPA/A/1997/004720A MXPA97004720A (en) 1994-12-21 1997-06-23 Lipstick covering compositions comprising silicon and sil oil

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US36124694A 1994-12-21 1994-12-21
US08/361,246 1994-12-21

Publications (1)

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JP (1) JPH10508867A (en)
CN (1) CN1173125A (en)
AU (1) AU4288996A (en)
CA (1) CA2208443A1 (en)
CO (1) CO4700279A1 (en)
WO (1) WO1996019185A1 (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997017058A1 (en) * 1995-11-07 1997-05-15 The Procter & Gamble Company Transfer resistant cosmetic compositions
EP0829254A1 (en) * 1996-08-26 1998-03-18 Shiseido Company Limited A lipstick composition
FR2756174A1 (en) * 1996-11-26 1998-05-29 Oreal COMPOSITION, IN PARTICULAR COSMETIC, COMPRISING AT LEAST ONE VOLATILE COMPOUND, AT LEAST ONE WAX AND AT LEAST ONE FLUOROSILICONE COMPOUND, AND USE OF SAID FLUOROSILICONE COMPOUND IN SUCH A COMPOSITION
US5948394A (en) * 1996-01-16 1999-09-07 The Procter & Gamble Company Transfer-resistant lip compositions
US6071503A (en) * 1995-11-07 2000-06-06 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6139823A (en) * 1995-11-07 2000-10-31 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6406683B1 (en) 1995-11-07 2002-06-18 The Procter & Gamble Company Transfer resistant cosmetic compositions
WO2003086333A1 (en) * 2002-04-08 2003-10-23 The Procter & Gamble Company Anhydrous, single phase, transfer resistant cosmetic lip compositions
WO2004091559A2 (en) 2003-04-14 2004-10-28 The Procter & Gamble Company Anhydrous, transfer-resistant cosmetic lip compositions
USRE39218E1 (en) 1994-09-30 2006-08-01 L'oreal Anhydrous and water-resistant cosmetic compositions
WO2004091560A3 (en) * 2003-04-14 2008-01-10 Procter & Gamble Anhydrous, transfer - resistant cosmetic lip compositions
FR2924929A1 (en) * 2007-12-13 2009-06-19 Oreal Cosmetic composition, useful for the make-up and/or care of lips, comprises a fatty phase, perlite particle, solid fatty substance, wax, pasty fatty substances and volatile oil or totally free of volatile oil, and dye
WO2020223026A1 (en) * 2019-04-30 2020-11-05 Dow Global Technologies Llc Polymer/hydrophilic silica oil blend
US20210251855A1 (en) * 2020-02-19 2021-08-19 L'oréal Two-step reactive lip system
US12201710B2 (en) 2019-04-30 2025-01-21 Dow Global Technologies Llc Hydrophilic silica/polymer blend

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US20030072780A1 (en) * 2001-09-06 2003-04-17 Ionita-Manzatu Mirela Cristina Fluid-to-powder compositions
JP5026728B2 (en) * 2006-04-03 2012-09-19 花王株式会社 Makeup cosmetics
CN101584647B (en) 2008-05-20 2012-10-31 赢创德固赛特种化学(上海)有限公司 Polylol-in-oil composition with high vitamin C content and preparation method thereof
JP5719315B2 (en) 2010-02-05 2015-05-13 株式会社 資生堂 Makeup cosmetic and makeup kit containing the makeup cosmetic and topcoat agent
US20160198800A1 (en) * 2015-01-08 2016-07-14 Kimberly Anna O'NEILL High heel hydrogel grip pads
JP2022112401A (en) * 2021-01-21 2022-08-02 株式会社日本色材工業研究所 lipstick overcoat
CN113647388A (en) * 2021-08-12 2021-11-16 广东莱雅新化工科技有限公司 Antibacterial and deodorant air freshener and preparation method thereof

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USRE39218E1 (en) 1994-09-30 2006-08-01 L'oreal Anhydrous and water-resistant cosmetic compositions
US6340466B1 (en) 1995-11-07 2002-01-22 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6071503A (en) * 1995-11-07 2000-06-06 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6074654A (en) * 1995-11-07 2000-06-13 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6139823A (en) * 1995-11-07 2000-10-31 The Procter & Gamble Company Transfer resistant cosmetic compositions
WO1997017059A1 (en) * 1995-11-07 1997-05-15 The Procter & Gamble Company Transfer resistant cosmetic compositions
US6406683B1 (en) 1995-11-07 2002-06-18 The Procter & Gamble Company Transfer resistant cosmetic compositions
WO1997017058A1 (en) * 1995-11-07 1997-05-15 The Procter & Gamble Company Transfer resistant cosmetic compositions
US5948394A (en) * 1996-01-16 1999-09-07 The Procter & Gamble Company Transfer-resistant lip compositions
EP0829254A1 (en) * 1996-08-26 1998-03-18 Shiseido Company Limited A lipstick composition
US6063391A (en) * 1996-08-26 2000-05-16 Shiseido Co., Ltd. Lipstick composition
FR2756174A1 (en) * 1996-11-26 1998-05-29 Oreal COMPOSITION, IN PARTICULAR COSMETIC, COMPRISING AT LEAST ONE VOLATILE COMPOUND, AT LEAST ONE WAX AND AT LEAST ONE FLUOROSILICONE COMPOUND, AND USE OF SAID FLUOROSILICONE COMPOUND IN SUCH A COMPOSITION
WO2003086333A1 (en) * 2002-04-08 2003-10-23 The Procter & Gamble Company Anhydrous, single phase, transfer resistant cosmetic lip compositions
WO2004091559A2 (en) 2003-04-14 2004-10-28 The Procter & Gamble Company Anhydrous, transfer-resistant cosmetic lip compositions
WO2004091559A3 (en) * 2003-04-14 2004-12-02 Procter & Gamble Anhydrous, transfer-resistant cosmetic lip compositions
AU2004229575B2 (en) * 2003-04-14 2007-04-19 The Procter & Gamble Company Anhydrous, transfer-resistant cosmetic lip compositions
KR100762154B1 (en) * 2003-04-14 2007-10-04 더 프록터 앤드 갬블 캄파니 Anhydrous, transfer-resistant cosmetic lip compositions
WO2004091560A3 (en) * 2003-04-14 2008-01-10 Procter & Gamble Anhydrous, transfer - resistant cosmetic lip compositions
US7871633B2 (en) 2003-04-14 2011-01-18 The Procter & Gamble Company Anhydrous, transfer-resistant cosmetic lip compositions
FR2924929A1 (en) * 2007-12-13 2009-06-19 Oreal Cosmetic composition, useful for the make-up and/or care of lips, comprises a fatty phase, perlite particle, solid fatty substance, wax, pasty fatty substances and volatile oil or totally free of volatile oil, and dye
WO2020223026A1 (en) * 2019-04-30 2020-11-05 Dow Global Technologies Llc Polymer/hydrophilic silica oil blend
US11931447B2 (en) 2019-04-30 2024-03-19 Dow Global Technologies Llc Polymer/hydrophilic silica oil blend
US12201710B2 (en) 2019-04-30 2025-01-21 Dow Global Technologies Llc Hydrophilic silica/polymer blend
US20210251855A1 (en) * 2020-02-19 2021-08-19 L'oréal Two-step reactive lip system

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EP0794759A1 (en) 1997-09-17
CO4700279A1 (en) 1998-12-29
JPH10508867A (en) 1998-09-02
AU4288996A (en) 1996-07-10
CA2208443A1 (en) 1996-06-27
MX9704720A (en) 1997-10-31
CN1173125A (en) 1998-02-11

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