EP0998253A1 - Method for treating chapped lips - Google Patents

Method for treating chapped lips

Info

Publication number
EP0998253A1
EP0998253A1 EP98941061A EP98941061A EP0998253A1 EP 0998253 A1 EP0998253 A1 EP 0998253A1 EP 98941061 A EP98941061 A EP 98941061A EP 98941061 A EP98941061 A EP 98941061A EP 0998253 A1 EP0998253 A1 EP 0998253A1
Authority
EP
European Patent Office
Prior art keywords
oil
lips
lipstick
wax
dimethicone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP98941061A
Other languages
German (de)
French (fr)
Other versions
EP0998253A4 (en
Inventor
Joseph F. Calello
Janet E. Opel
Renee J. Ordino
Robert W. Sandewicz
Natividad R. Jose
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Revlon Consumer Products LLC
Original Assignee
Revlon Consumer Products LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US08/980,431 external-priority patent/US6086859A/en
Application filed by Revlon Consumer Products LLC filed Critical Revlon Consumer Products LLC
Publication of EP0998253A1 publication Critical patent/EP0998253A1/en
Publication of EP0998253A4 publication Critical patent/EP0998253A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups

Definitions

  • lips to treat chapped, chafed, or windburned lips.
  • lip balms are generally very waxy, unpigmented or minimally pigmented sticks that
  • the invention comprises a method for preventing, retarding, arresting, or ameliorating
  • dimethicone dimethicone, glycerin, petrolatum, shark liver oil. and mixtures thereof,
  • an oil selected from the group consisting of nonvolatile oil, volatile oil, and
  • compositions used in the method of the invention are "full
  • color lipsticks which means that they are applied to the lips as a primary lip colorant
  • compositions used in the method of the invention comprise 0.1-30%, preferably 0.1-30%
  • a skin protectant selected from the group consisting of
  • the skin protectant used in the method of the invention is dimethicone having a viscosity of 5 to 1,000.000 centipoise at 25° C, more preferably a
  • compositions used in the method of the invention contain 1-25%, preferably 1.5-
  • pigments include various organic and inorganic pigments.
  • the organic pigments are
  • azo indigoid
  • triphenylmethane triphenylmethane
  • anthraquinone and xanthine dyes which are designated as D&C and FD&C blues, browns, greens, oranges,
  • Organic pigments generally consist of insoluble metallic salts of certified
  • Lakes Inorganic pigments include iron oxides, ultramarines, chromium, chromium hydroxide colors, and mixtures thereof.
  • compositions used in the method of the invention contain 5-85%. preferably 10-
  • nonvolatile oil volatile oil. and mixtures thereof.
  • volatile means that the oil or solvent has a vapor pressure of at least 2 mm. of mercury at 20° C.
  • the viscosity of the volatile solvent is
  • volatile solvents include volatile low viscosity
  • silicone fluids such as cyclic silicones having the formula:
  • Volatile linear polydimethylsiloxanes are also suitable and generally have from about 2 to 9 silicon atoms and are of the formula:
  • octamethylcyclotetrasiloxane decamethylcyclopentasiloxane, hexamethyldisiloxane, or mixtures thereof.
  • volatile solvent component straight or branched chain paraffinic hydrocarbons having 5-20 carbon atoms, more preferably 10-16 carbon atoms.
  • Suitable hydrocarbons are pentane. hexane, heptane, decane, dodecane, tetradecane.
  • tridecane. and C 8 . 20 isoparaffins as disclosed in U.S. patent nos. 3,439.088 and 3,818.105, both of which are hereby incorporated by reference.
  • Preferred volatile paraffinic hydrocarbons have a molecular weight of 70 to 190, more preferably 160-180, and a boiling
  • paraffinic hydrocarbons are available from EXXON under the ISOPAR trademark as ISOPAR A. B, C. D, E. G. H. K. L. and M. Similar paraffinic hydrocarbons
  • hydrocarbons are also available from Shell Oil under the Shellsol trademark, in particular
  • Shellsol 71 and from Phillips Petroleum under the tradename Soltrol 100. 130, and 220.
  • Soltrol 100. 130, and 220 In
  • paraffinic hydrocarbons may be purchased from Permethyl Corporation under
  • the volatile solvent may be a mixture of volatile silicone and paraffinic hydrocarbons
  • nonvolatile oil means that the oil has a vapor pressure of less than about 2 mm. of mercury at 20° C.
  • the nonvolatile oil generally
  • nonvolatile oil is a liquid to semi-solid at room temperature. Particularly preferred as the nonvolatile oil
  • the component is a C 12 . 22 fatty ester of citric acid.
  • the fatty ester of citric acid is formed by the reaction of a C 12 . 22 fatty alcohol with citric acid.
  • One, two, or three carboxylic acid groups of the citric acid may be esterified.
  • the fatty acid ester of citric acid generally
  • R,. R 2 . and R 3 are each independently H. or a C, 2 . 22 , preferably a C 16 . 22 alkyl, more
  • R,. R 2 . and R 3 are each a C 16 . 22 alkyl, preferably isostearyl and the compound is triisostearyl citrate.
  • nonvolatile oils that may be used include esters of the formula RCO-OR' wherein
  • R and R' are each independently a C,_ 25 . preferably a C 4 . 20 straight or branched chain alkyl, alkenyl
  • esters include isotridecyl
  • isononanoate PEG-4 diheptanoate. isostearyl neopentanoate, tridecyl neopentanoate. cetyl
  • octanoate cetyl palmitate. cetyl ricinoleate. cetyl stearate. cetyl myristate. coco- dicaprylate/caprate. decyl isostearate. isodecyl oleate. isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl octanoate, myristyl myristate, octododecanol, and fatty alcohols such as oleyl alcohol, isocetyl alcohol, and the like.
  • the oil may also comprise naturally occuring glyceryl esters of fatty acids, or
  • triglycerides Both vegetable and animal sources may be used. Examples of such oils include
  • castor oil castor oil, lanolin oil, triisocetyl citrate, C 10 _ 18 triglycerides, caprylic/capric/triglycerides. coconut
  • soybean oil sunflower seed oil, walnut oil, and the like.
  • glyceryl esters e.g. fatty acid
  • mono-, di-, and triglycerides which are natural fats or oils that have been modified, for example.
  • acetylated castor oil glyceryl stearate.
  • glyceryl dioleate glyceryl distearate.
  • glyceryl trioctanoate glyceryl trioctanoate.
  • glyceryl distearate glyceryl linoleate
  • glyceryl myristate glyceryl isostearate
  • PEG castor oils glyceryl distearate, glyceryl linoleate, glyceryl myristate.
  • glyceryl isostearate PEG castor oils.
  • PEG glyceryl oleates PEG glyceryl stearates, PEG glyceryl tallowates. and so on.
  • nonvolatile hydrocarbons such as isoparaffins, hydrogenated polyisobutene. mineral oil. squalene, petrolatum, and so on.
  • Straight or branched chain fatty alcohols having the formula R-OH. wherein R is a straight
  • Such fatty alcohols include cetyl alcohol, stearyl alcohol, cetearyl alcohol, and the like.
  • lanolin derivatives such as acetylated lanolin
  • nonvolatile oil examples include various fluorinated oils such as fluorinated
  • silicones fluorinated esters, or perfluropolyethers. Particularly suitable are fluorosilicones such as
  • silicones such as those disclosed in U.S. patent no. 5,118.496 which is hereby incorporated by
  • Guerbet esters are also suitable oils.
  • guerbet ester means an ester which is
  • R 1 and R 2 are each independently a C 4 . 20 alkyl and R 3 is a substituted or unsubstituted
  • fatty radical such as a C,. 50 straight or branched chain saturated or unsaturated alkyl or alkylene. or phenyl. wherein the substituents are halogen, hydroxyl, carboxyl. and alkylcarbonylhydroxy.
  • Particularly preferred is a carboxylic acid wherein the R group is such to provide an ingredient
  • the guerbet ester is a fluoro-guerbet ester which is
  • n is from 3 to 40.
  • suitable fluoro guerbet esters are set forth in U.S. patent no. 5,488,121which is hereby incorporated by reference. Suitable fluoro-guerbet esters are also set forth in U.S. patent no.
  • compositions used in the method of the invention comprise:
  • a volatile oil preferably cyclomethicone
  • a nonvolatile oil preferably a C )6 _ 22 fatty ester of citric acid.
  • the lipstick compositions used in the method of the invention may contain 3-40%, preferably 5-35%, more preferably 10-30%) by weight of the total composition of a wax
  • having a melting point of 30-135° C. generally includes animal waxes, plant waxes, mineral waxes, silicone waxes, synthetic waxes, and petroleum waxes.
  • waxes examples include bayberry, beeswax, candelilla, camauba,
  • jojoba wax lanolin wax. microcrystalline wax. mink wax, montan acid wax. montan wax.
  • dimethicone dimethicone behenate.
  • stearyl dimethicone and the like, as well synthetic
  • the waxes may also be fluorinated waxes, either alone or in addition to the above-
  • Patent No. 5,446,114 which is hereby incorporated by reference, having the general formula: wherein: p is an integer ranging from 1 to 2,000;
  • Me is methyl
  • R' is - ⁇ CH 2 )-O-(EO) a - ⁇ PO) b -(EO) c -H:
  • R is -(CH 2 MCF 2 ) S -(CF 3 );
  • s is an integer ranging from 1 to 13:
  • a. b. and c are each independently integers ranging from 0 to 20:
  • EO is -(CH 2 CH 2 - OW and PO is - ⁇ CH 2 CH(CH 3 )- O-.
  • fluorinated wax is dimethiconol fluoroalcohol dilinoleic acid, which
  • 135° C. will have a molecular weight ranging from about 100 and 2,000.
  • ethylene copolymers are comprised of ethylene monomer units in either repetitive or randon
  • R is a C,. 30 straight or branched chain saturated or unsaturated alkyl. aryl. or aralkyl,
  • the lipsticks used in the method of the invention contain 0.1-20%,
  • “sunscreen” is defined as an ingredient that absorbs at least 85% of the light in the
  • UV range at wavelengths from 290 to 320 nanometers, but transmits UV light at wavelengths
  • ingredients include PABA, cinoxide, DEA-
  • methoxycinnamate digalloyl trioleate, Benzophenone-8, ethyl dihydroxypropyl PABA, Octocrylene. octyl methoxycinnamate. octyl salicylate, glyceryl PABA. homosalate. menthyl
  • Particularly preferred lipsticks for use in the method of the invention comprise, by:
  • the lipsticks may be applied one. two, or more times a day as needed, in lieu of
  • Lipstick compositions were made according to the following formula:
  • Vitamin E acetate 0.10 0.10 0.10
  • Iron oxide/trioctyldodecyl citrate 60:40) 2.00 1.75 3.33 Iron oxide/trioctyldodecyl citrate (60:40) 0.30 1.95 1.33
  • Subjects selected based upon their perception that they had dry or chapped lips. Subjects chose from the three available lipstick shades, Mauve, Wine, and Nudity; which were 1, 2, and 3 respectively, from Example 1. Subjects were asked to apply the test lipstick a minimum of
  • EXAMPLE 4 A total of 18 subjects, after having refrained from using any lip products for 6 days, participated in the study. Dry lips were simulated by blowing a stream of dry air over the lips

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

Abstract

A method for preventing, retarding, arresting, or reversing the effects of chafed, chapped, cracked, or windburned lips comprising applying to the lips a pigmented lipstick composition comprising, by weight of the total composition: 0.01-30 % skin protectant selected from the group consisting of allantoin, cocoa butter, dimethicone, glycerin, petrolatum, shark liver oil, and mixtures thereof, 1-25 % pigment, 5-80 % of an oil selected from the group consisting of nonvolatile oil, volatile oil, and mixtures thereof, and 3-40 % of a wax having a melting point of 30 to 135 °C.

Description

METHOD FOR TREATING CHAPPED LIPS
This application is a continuation-in-part of U.S. Patent Application Serial No.
918,134. filed August 27, 1997, which is hereby incorporated by reference in its entirety.
Technical Field
The invention is in the field of pigmented cosmetic stick compositions for applying to
lips to treat chapped, chafed, or windburned lips.
Background of the Invention Chapped, chafed, or windburned lips are a problem for many women, particularly
during the cold months of the year. Chapping is a result of a lack of moisture in surface skin which affects adhesion of surface cells to the skin surface. Thus, chapped skin often appears
white and scaly due to detached surface cells.
Chapstick and other lip balms are well known treatments for such conditions.
However, lip balms are generally very waxy, unpigmented or minimally pigmented sticks that
do not provide any color to the lips. Thus, women who suffer from chapped lips who also wish to wear traditional lipstick, often will apply chapstick either before or after lipstick.
This two step process could obviously be made more convenient by formulating lipsticks
which, in addition to providing color to the lips, also prevent, retard, or arrest chapping.
Generally typical pigmented lipsticks, particularly the new transfer resistant lipsticks, do not
provide much protection against chapping. With respect to transfer resistant lipsticks, the
high concentration of volatiles quickly flashes off after application to the lips, leaving a film
which is considered by some to be somewhat dry.
It is an object of the invention to provide a full color lipstick which prevents, retards, arrests, and ameliorates the effects of chapped lips. It is a further object of the invention to provide a full color lipstick with an
appreciable concentration of volatiles, that prevents, retards, arrests, and ameliorates the
effects of chapped lips.
It is a further object of the invention to provide a full color lipstick containing
sunscreen which prevents, retards, arrests, and ameliorates the effects of chapped lips.
Summary of the Invention
The invention comprises a method for preventing, retarding, arresting, or ameliorating
the effects of chapped lips comprising applying to the lips a pigmented lipstick composition
comprising, by weight of the total composition: 0.1-30% skin protectant selected from the group consisting of allantoin. cocoa butter,
dimethicone, glycerin, petrolatum, shark liver oil. and mixtures thereof,
1-25% pigment.
5-85% of an oil selected from the group consisting of nonvolatile oil, volatile oil, and
mixtures thereof, and 3-40% of a wax having a melting point of 30 to 135° C.
Detailed Description
The term "chap" or "chapping" with respect to lips means chafed, chapped, cracked,
or windburned lips. The lipstick compositions used in the method of the invention are "full
color lipsticks", which means that they are applied to the lips as a primary lip colorant; as
opposed to a non-colored or very minimally colored sticks which do not provide any
perceivable color.
The compositions used in the method of the invention comprise 0.1-30%, preferably
0.2-25%, more preferably 0.5-20% of a skin protectant selected from the group consisting of
allantoin, cocoa butter, dimethicone, glycerin, petrolatum, shark liver oil, white petrolatum. and mixtures thereof. Preferably the skin protectant used in the method of the invention is dimethicone having a viscosity of 5 to 1,000.000 centipoise at 25° C, more preferably a
viscosity of 20 to 600,000 centipoise at 25° C.
The compositions used in the method of the invention contain 1-25%, preferably 1.5-
20%, more preferably 2-15% by weight of the total composition of pigment. Suitable
pigments include various organic and inorganic pigments. The organic pigments are
generally various aromatic types including azo. indigoid, triphenylmethane, anthraquinone, and xanthine dyes which are designated as D&C and FD&C blues, browns, greens, oranges,
reds, yellows, etc. Organic pigments generally consist of insoluble metallic salts of certified
color additives, referred to as the Lakes. Inorganic pigments include iron oxides, ultramarines, chromium, chromium hydroxide colors, and mixtures thereof.
The compositions used in the method of the invention contain 5-85%. preferably 10-
80%). more preferably 20-75% by weight of the total composition of an oil selected from the
group consisting of nonvolatile oil. volatile oil. and mixtures thereof.
With respect to the volatile oils, the term "volatile" means that the oil or solvent has a vapor pressure of at least 2 mm. of mercury at 20° C. The viscosity of the volatile solvent is
preferably 0.5 to 5 centipoise at 25° C. Such volatile solvents include volatile low viscosity
silicone fluids such as cyclic silicones having the formula:
wherein n = 3-7. Volatile linear polydimethylsiloxanes are also suitable and generally have from about 2 to 9 silicon atoms and are of the formula:
(CH3)Si--O--[-Si-(CH3)2-O-]n--Si(CH3)3
wherein n = 0-7. These silicones are available from various sources including Dow Corning
Corporation and General Electric. Dow Corning silicones are sold under the tradenames Dow
Corning 244. 245. 344, 345, and 200 fluids. These fluids comprise
octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, hexamethyldisiloxane, or mixtures thereof.
Also suitable as the volatile solvent component are straight or branched chain paraffinic hydrocarbons having 5-20 carbon atoms, more preferably 10-16 carbon atoms.
Suitable hydrocarbons are pentane. hexane, heptane, decane, dodecane, tetradecane.
tridecane. and C8.20 isoparaffins as disclosed in U.S. patent nos. 3,439.088 and 3,818.105, both of which are hereby incorporated by reference. Preferred volatile paraffinic hydrocarbons have a molecular weight of 70 to 190, more preferably 160-180, and a boiling
point range of 30 to 320° C, preferably 60 to 260° C. and a viscosity of less than 20
centipoise at 25° C. Such paraffinic hydrocarbons are available from EXXON under the ISOPAR trademark as ISOPAR A. B, C. D, E. G. H. K. L. and M. Similar paraffinic
hydrocarbons are also available from Shell Oil under the Shellsol trademark, in particular
Shellsol 71; and from Phillips Petroleum under the tradename Soltrol 100. 130, and 220. In
addition these paraffinic hydrocarbons may be purchased from Permethyl Corporation under
the tradename Permethyl 99A or Permethyl R.
The volatile solvent may be a mixture of volatile silicone and paraffinic hydrocarbons,
and if so, a ratio of 1 :20 to 20:1 respectively is suggested. With respect to the nonvolatile oil, the term "nonvolatile" means that the oil has a vapor pressure of less than about 2 mm. of mercury at 20° C. The nonvolatile oil generally
has a viscosity of greater than 10 centipoise at 25° C, and may range in viscosity up to
1,000,000 centipoise at 25° C, preferably 100 to 600,000 centipoise at 25° C. Preferably the
oil is a liquid to semi-solid at room temperature. Particularly preferred as the nonvolatile oil
component is a C12.22 fatty ester of citric acid. Preferably the fatty ester of citric acid is formed by the reaction of a C12.22 fatty alcohol with citric acid. One, two, or three carboxylic acid groups of the citric acid may be esterified. The fatty acid ester of citric acid generally
exhibits the following generic formula:
CH2COOR,
OH — C-COOR2
CH2COOR3
wherein R,. R2. and R3 are each independently H. or a C,2.22, preferably a C16.22 alkyl, more
preferably a C,8.22 alkyl. with the proviso that R,, R2. and R3 cannot all be hydrogen at the
same time. Preferably, R,. R2. and R3 are each a C16.22 alkyl, preferably isostearyl and the compound is triisostearyl citrate.
Other nonvolatile oils that may be used include esters of the formula RCO-OR' wherein
R and R' are each independently a C,_25. preferably a C4.20 straight or branched chain alkyl, alkenyl
or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl. Examples of such esters include isotridecyl
isononanoate, PEG-4 diheptanoate. isostearyl neopentanoate, tridecyl neopentanoate. cetyl
octanoate. cetyl palmitate. cetyl ricinoleate. cetyl stearate. cetyl myristate. coco- dicaprylate/caprate. decyl isostearate. isodecyl oleate. isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl octanoate, myristyl myristate, octododecanol, and fatty alcohols such as oleyl alcohol, isocetyl alcohol, and the like.
The oil may also comprise naturally occuring glyceryl esters of fatty acids, or
triglycerides. Both vegetable and animal sources may be used. Examples of such oils include
castor oil, lanolin oil, triisocetyl citrate, C10_18 triglycerides, caprylic/capric/triglycerides. coconut
oil, corn oil, cottonseed oil. linseed oil, mink oil, olive oil, palm oil, illipe butter, rapeseed oil,
soybean oil. sunflower seed oil, walnut oil, and the like.
Also suitable as the oil are synthetic or semi-synthetic glyceryl esters, e.g. fatty acid
mono-, di-, and triglycerides which are natural fats or oils that have been modified, for example. acetylated castor oil, glyceryl stearate. glyceryl dioleate, glyceryl distearate. glyceryl trioctanoate.
glyceryl distearate, glyceryl linoleate, glyceryl myristate. glyceryl isostearate, PEG castor oils.
PEG glyceryl oleates. PEG glyceryl stearates, PEG glyceryl tallowates. and so on.
Also suitable as the oil are nonvolatile hydrocarbons such as isoparaffins, hydrogenated polyisobutene. mineral oil. squalene, petrolatum, and so on. Straight or branched chain fatty alcohols having the formula R-OH. wherein R is a straight
or branched chain saturated or unsaturated alkyl having 6-30 carbon atoms, are also suitable oils.
Such fatty alcohols include cetyl alcohol, stearyl alcohol, cetearyl alcohol, and the like.
Also suitable as the oil are various lanolin derivatives such as acetylated lanolin,
acetylated lanolin alcohol, and so on.
Also suitable as the nonvolatile oil are various fluorinated oils such as fluorinated
silicones. fluorinated esters, or perfluropolyethers. Particularly suitable are fluorosilicones such as
trirnethylsilyl endcapped fluorosilicone oil, polytrifluoropropylmethylsiloxanes, and similar
silicones such as those disclosed in U.S. patent no. 5,118.496 which is hereby incorporated by
reference. Perfluoropolyethers like those disclosed in U.S. patent nos. 5,183,589.4.803.067. 5,183,588 all of which are hereby incorporated by reference, which are commercially available from Montefluos under the trademark Fomblin, are also suitable shine enhancers.
Guerbet esters are also suitable oils. The term "guerbet ester" means an ester which is
formed by the reaction of a guerbet alcohol having the general formula: R'-CH~CH2OH
R2
with a carboxylic acid having the general formula:
R3COOH, or
HOOC-R3-COOH
wherein R1 and R2 are each independently a C4.20 alkyl and R3 is a substituted or unsubstituted
fatty radical such as a C,.50 straight or branched chain saturated or unsaturated alkyl or alkylene. or phenyl. wherein the substituents are halogen, hydroxyl, carboxyl. and alkylcarbonylhydroxy.
Particularly preferred is a carboxylic acid wherein the R group is such to provide an ingredient
known as meadowfoam seed oil. Preferably, the guerbet ester is a fluoro-guerbet ester which is
formed by the reaction of a guerbet alcohol and carboxylic acid (as defined above), and a
fluoroalcohol having the following general formula:
CF3~(CF2)n-CH2-CH2-OH
wherein n is from 3 to 40. Examples of suitable fluoro guerbet esters are set forth in U.S. patent no. 5,488,121which is hereby incorporated by reference. Suitable fluoro-guerbet esters are also set forth in U.S. patent no.
5.312.968 which is hereby incorporated by reference. Most preferred is a guerbet ester having the
tentative CTFA name fluoro-octyldodecyl meadowfoamate. This ester is sold by Siltech, Norcross
Georgia as Developmental Ester L61125 A, under the tradename Silube GME-F.
Preferably, the compositions used in the method of the invention comprise:
5-30% of a volatile oil. preferably cyclomethicone,
25-80% of a nonvolatile oil. preferably a C)6_22 fatty ester of citric acid.
The lipstick compositions used in the method of the invention may contain 3-40%, preferably 5-35%, more preferably 10-30%) by weight of the total composition of a wax
having a melting point of 30-135° C., and generally includes animal waxes, plant waxes, mineral waxes, silicone waxes, synthetic waxes, and petroleum waxes.
Examples of waxes that can be used include bayberry, beeswax, candelilla, camauba,
ceresin, cetyl esters, hydrogenated jojoba oil. hydrogenated jojoba wax, hydrogenated microcrystalline wax, hydrogenated rice bran wax, japan wax. jojoba butter, jojoba esters,
jojoba wax. lanolin wax. microcrystalline wax. mink wax, montan acid wax. montan wax.
ouricury wax. ozokerite, paraffin. PEG-6 beeswax. PEG-8 beeswax, rice bran wax, shellac
wax, spent grain wax. sulfurized jojoba oil. synthetic beeswax, synthetic candelilla wax, synthetic carnauba wax, synthetic japan wax, synthetic jojoba oil. synthetic wax. stearoxy
dimethicone, dimethicone behenate. stearyl dimethicone, and the like, as well synthetic
homo- and copolymer waxes from the ethylene series.
The waxes may also be fluorinated waxes, either alone or in addition to the above-
mentioned natural or synthetic waxes, such as fluorinated dimethicone copolyols disclosed in U.S.
Patent No. 5,446,114, which is hereby incorporated by reference, having the general formula: wherein: p is an integer ranging from 1 to 2,000;
Me is methyl;
R' is -<CH2)-O-(EO)a-{PO)b-(EO)c-H: R is -(CH2MCF2)S-(CF3); s is an integer ranging from 1 to 13:
a. b. and c are each independently integers ranging from 0 to 20:
EO is -(CH2CH2- OW and PO is -<CH2CH(CH3)- O-.
An example of such a fluorinated wax is dimethiconol fluoroalcohol dilinoleic acid, which
is sold by Siltech. Inc.. under the tradename Silwax F. Preferred waxes are ethylene homopolymers or ethylene copolymers. The molecular
weight of the ethylene homopolymer and/or copolymers used as the wax component may
vary, so long as the melting point of the homo- or copolymer either alone or in combination is
not greater than 135° C. Generally polyethylene waxes having a melting point range of 30 to
135° C. will have a molecular weight ranging from about 100 and 2,000. Preferably the
ethylene copolymers are comprised of ethylene monomer units in either repetitive or randon
sequence, in combination with monomer units of the following formula:
CH2=CH-R,
wherein R, is a C,.30 straight or branched chain saturated or unsaturated alkyl. aryl. or aralkyl,
preferably a CM0 straight or branched chain alkyl. Examples of ethylene homo- and copolymers which may be used in the invention are set forth in U.S. Patent No. 5,556,613,
which is hereby incorporated by reference.
Preferably the lipsticks used in the method of the invention contain 0.1-20%,
preferably 0.5-15%), more preferably 1-10% by weight of the total composition of sunscreen.
The term "sunscreen" is defined as an ingredient that absorbs at least 85% of the light in the
UV range at wavelengths from 290 to 320 nanometers, but transmits UV light at wavelengths
longer than 320 nanometers. Examples of such ingredients include PABA, cinoxide, DEA-
methoxycinnamate, digalloyl trioleate, Benzophenone-8, ethyl dihydroxypropyl PABA, Octocrylene. octyl methoxycinnamate. octyl salicylate, glyceryl PABA. homosalate. menthyl
anthranilate. benzophenone-3, padimate A, padimate O, phenylbenimidazole sulfonic acid. benzophenone-4. and mixtures of such compounds. Particularly preferred is octyl
methoxycinnamate.
Particularly preferred lipsticks for use in the method of the invention comprise, by
weight of the total composition: 5-30%) cyclomethicone.
0.5-20%) dimethicone,
10-30% of a wax having a melting point of 35 to 120° C.
2-15% pigment, and
25-80% of a nonvolatile oil.
The lipsticks may be applied one. two, or more times a day as needed, in lieu of
chapstick or lip balm if desired. Use of these lipsticks on a regular basis will reduce,
ameliorate, and even prevent chapping of the lips. It is recommended that the lipstick be used
for at least one to five days to ameliorate the effects of chapping. The invention will be further described in connection with the following examples which are set forth for the purpose of illustration only.
EXAMPLE 1
Lipstick compositions were made according to the following formula:
Group 1 Ingredients
Synthetic wax 7.30 7.30 7.30
Bis-diglyceryl polyacyladipate-2 2.00 2.00 2.00 Triisostearyl citrate 40.44 40.44 40.55
Octyl methoxycinnamate 7.00 7.00 7.00
Isostearyl alcohol 1.00 1.00 1.00
Vitamin E acetate 0.10 0.10 0.10
Aloe extract 0.10 0.10 0.10 Retinyl palmitate 0.10 0.10 0.10
Ascorbyl palmitate 0.10 0.10
Methyl paraben 0.30 0.30 0.30
Propyl paraben 0.10 0.10 0.10
Dimethicone 1.20 1.20 1.20 Quaternium- 18 hectorite/triisostearyl citrate 1.75 1.75 1.75 (20:80)
Group 2 Ingredients
Titanium dioxide/trioctyldodecyl citrate 10.00 4.00 8.00 (50:50) D&C Red 7 Ca Lake/trioctyldodecyl citrate 1.20 3.30 0.80
(50:50) FD&C Yellow 5 Al. Lake/trioctyldodecyl citrate 1.10 2.80 1.60 (50:50)
Iron oxide/trioctyldodecyl citrate (60:40) 2.00 1.75 3.33 Iron oxide/trioctyldodecyl citrate (60:40) 0.30 1.95 1.33
Group 3 Ingredients
Cyclomethicone 8.00 18.00 18.00 Trioctyldodecyl citrate 2.93 3.47 2.94 Mica 2.47 2.73 2.00
Collagen amino acids 0.01 0.01 Menthol 0.50 0.50 0.50 The Group 1 Ingredients were combined and heated to 90° C. with mixing. The Group 2 Ingredients were then added and mixed thoroughly until the batch was uniform. The
Group 3 Ingredients were added. The composition was poured into molds and allowed to
cool.
EXAMPLE 2
The lipstick compositions of Example 1 were consumer tested with 18 subjects who
had normal to dry or dry lips at the beginning of the study. The 18 subjects were instructed
not to wear any lip products for six days in order to promote dryness or normalization of the
lips in order to simulate chapping. On day 7, the subjects chose a lipstick from the three available shades. Mauve, Wine, and Nudity, which were 1, 2, and 3 respectively, from Example 1. Subjects were asked to apply the test lipstick a minimum of two times per day
for the next five days. On day 12 subjects were asked to apply the lipstick and rate wear at 2,
4, and 6 hours. After 6 hours of wear on day 12, subjects removed the lipstick and were
asked to answer several questions. The following results were obtained: INITIAL APPLICATION % Subjects Who Agreed
Lips feel conditioned 89
Soothes lips 100
Lips feel moisturized 94
2-HOUR WEAR % Subjects Who Agreed
Lips feel moisturized 83
Helps condition lips 83
Prevents dryness 94 Helps improve and maintain healthier lip condition 94 4-HOUR WEAR % Subjects Who Agreed
Lips feel moisturized 78
Helps condition lips 83
Soothes lips 83
Prevents dryness 94 Helps improve and maintain healthier lip condition 94
6-HOUR WEAR % Subjects Who Agreed
Smoothes lips 67
Lips feel moisturized 67
Helps condition lips 72 Soothes lips 67
Prevents dryness 72 Helps improve and maintain a healthier lip condition 78
After the 6 hour wear test was completed, the subjects were asked to remove the
lipstick and answer the following questions: Do your lips feel... % Subjects Who Agreed
Smooth 56
Moisturized 56 Conditioned 50
Dry 22
Chapped 11
Comfortable 67
Uncomfortable 11
Only 11%) of the subjects who started the testing with normalized lips reported that their lips felt chapped at the end of the study.
EXAMPLE 3
The lipstick compositions of Example 2 were tested with 19 subjects who were
selected based upon their perception that they had dry or chapped lips. Subjects chose from the three available lipstick shades, Mauve, Wine, and Nudity; which were 1, 2, and 3 respectively, from Example 1. Subjects were asked to apply the test lipstick a minimum of
two times per day for five days. On day 12, subjects were asked to apply the lipstick and rate
wear at 2, 4, and 6 hours. After 6 hours of wear on day 12, subjects were asked to remove
their lipstick and answer several questions. The results are as follows:
INITIAL APPLICATION % Subjects Who Agreed
Lips feel conditioned 89
Soothes lips 79
Lips feel moisturized 95 2-HOUR WEAR % Subjects Who Agreed
Lips feel moisturized 100 Helps condition lips 95 Prevents dryness 95
Helps improve and maintain healthier lip condition 95
4-HOUR WEAR % Subjects Who Agreed
Lips feel moisturized 89 Helps condition lips 89 Soothes lips 84
Prevents dryness 84
Helps improve and maintain healthier lip condition 84
6-HOUR WEAR % Subjects Who Agreed
Smoothes lips 79 Lips feel moisturized 79 Helps condition lips 79 Soothes lips 79
Prevents dryness 84
Helps improve and maintain a healthier lip condition 84 After the 6 hour wear test was completed, the subjects were asked to remove the lipstick and answer the following questions:
Do your lips feel... % Subjects Who Agreed
Smooth 74 Moisturized 63
Conditioned 63
Dry 11
Chapped 0
Comfortable 68 Uncomfortable 0
None of the subjects who participated in the study based upon their perception that
they had dry lips, stated that their lips were chapped at the end of the study.
EXAMPLE 4 A total of 18 subjects, after having refrained from using any lip products for 6 days, participated in the study. Dry lips were simulated by blowing a stream of dry air over the lips
for thirty seconds. Baseline readings for lip moisture were performed on dry lips using a
Nova Dermal Phase Meter fitted with a lip probe. Baseline lower lip replicas for lip smoothing were prepared using SILFLO rubber impression material. Trained evaluator clinical evaluations for upper and lower lip dryness. roughness, flaking, cracking, and fine
lines were recorded.
After baseline readings, subjects were instructed to apply a product of their color choice selected from 1, 2, and 3, in Example 1, in an amount sufficient to cover the lips.
Subjects were asked to refrain from licking their lips prior to the 15 minute reading. After 15
minutes, the lipstick was wiped from the lips and readings were performed. Subjects were
then asked to continue using the product for 5 days and return to the laboratory for final evaluation. The following results were obtained:
% Improvement in Lip Smoothing After 5 Days of Use
Mean Standard Deviation
67.71 6.88
The above results are signficant at the 95% confidence level.
% Improvement in Moisture
Immediate After 5 Days
Mean St. Dev Mean St. Dev.
140.8 34.39 166.0 29.96
The above results are significant at the 95% confidence level. Clinical Evaluation of Lip Condition
Baseline After 5 days
Mean St. Dev. Mean St. Dev.
1.00 0.16 0.81 0.10 Dryness, upper lip
1.21 0.15 0.93 0.13 Dryness, lower lip B
1.07 0.07 0.53 0.13 Roughness, upper lip A
1.27 0.12 0.73 0.18 Roughness, lower lip A
0.20 0.11 0.20 0.11 Flaking, upper lip
0.40 0.16 0.27 0.12 Flaking, lower lip
0.53 0.17 0.20 0.11 Cracking, upper lip B
0.73 0.18 0.60 .0.16 Cracking, lower lip
1.00 0.00 1.00 0.00 Fine lines, upper lip
1.00 0.00 1.00 0.00 Fine lines, lower lip
Scoring: absent=0, mild/slight=l, moderate=2. severe=3.
A= significant improvement at 95% confidence level.
B=significant improvement at 90% confidence level.
The above results show that treatment of the lips with the lipstick compositions
mentioned herein provide improvements in lip condition.
While the invention has been described in connection with the preferred embodiment,
it is not intended to limit the scope of the invention to the particular form set forth, but, on the
contrary, it is intended to cover such alternatives, modifications, and equivalents as may be included within the spirit and scope of the invention as defined by the appended claims.

Claims

WE CLAIM:
1. A method for preventing, retarding, arresting, or reversing the effects of chafed, chapped,
cracked, or windburned lips comprising applying to the lips a pigmented lipstick composition
comprising, by weight of the total composition:
0.01-30% skin protectant selected from the group consisting of allantoin, cocoa butter,
dimethicone, glycerin, petrolatum, shark liver oil, and mixtures thereof,
1-25% pigment,
5-85% of an oil selected from the group consisting of nonvolatile oil, volatile oil, and mixtures thereof, and
3-40%) of a wax having a melting point of 30-135┬░ C.
2. The method of claim 1 wherein the pigmented lipstick composition additionally comprises
1-10%) by weight of the total composition of sunscreen.
3. The method of claim 1 wherein the skin protectant is dimethicone.
4. The method of claim 3 wherein the oil is a mixture of a nonvolatile oil and a volatile oil.
5. The method of claim 4 wherein the lipstick composition comprises:
0.5-20%) dimethicone. 5-30%) of a volatile oil.
20-75%) of a nonvolatile oil. 1-25%) pigment, and
10-30%) of a wax having a melting point of 35 to 120┬░ C.
6. The method of claim 5 wherein the lipstick composition additionally comprises 0.1-20%
by weight of the total composition of sunscreen.
7. The method of claim 5 wherein the lipstick is applied once per day.
8. The method of claim 5 wherein the lipstick is applied twice per day.
9. The method of claim 5 wherein the wax is an ethylene homopolymer or ethylene
copolymer.
10. The method of claim 5 wherein the volatile oil is cyclomethicone.
11. A method for preventing, retarding, arresting, or reversing the effects of chafed, chapped,
cracked, or windburned lips comprising applying to the lips a pigmented lipstick composition
comprising, by weight of the total composition: 0.5-20% dimethicone,
2-15%) pigment,
5-30%) cyclomethicone,
5-80%> of a nonvolatile oil, and
3-40%) of a wax having a melting point of 30 to 135┬░ C.
12. The method of claim 11 wherein the nonvolatile oil comprises a C16.22 fatty ester of citric
acid.
13. The method of claim 11 wherein the wax is an ethylene homopolymer or ethylene
copolymer.
14. The method of claim 11 wherein the dimethicone has a viscosity of 10 to 1.000.000
centipoise at 25┬░ C.
15. The method of claim 1 1 wherein the lipstick additionally comprises 0.1-20% by weight
of the total composition of sunscreen.
EP98941061A 1997-08-27 1998-08-26 Method for treating chapped lips Withdrawn EP0998253A4 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US91813497A 1997-08-27 1997-08-27
US918134 1997-08-27
US08/980,431 US6086859A (en) 1997-08-27 1997-11-28 Method for treating chapped lips
US980431 1997-11-28
PCT/US1998/017663 WO1999009936A1 (en) 1997-08-27 1998-08-26 Method for treating chapped lips

Publications (2)

Publication Number Publication Date
EP0998253A1 true EP0998253A1 (en) 2000-05-10
EP0998253A4 EP0998253A4 (en) 2001-05-02

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EP (1) EP0998253A4 (en)
AU (1) AU8920698A (en)
CA (1) CA2301810A1 (en)
WO (1) WO1999009936A1 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2929030T3 (en) * 2007-01-12 2022-11-24 Oreal Use of active ingredients that make it possible to increase the ceramide content of the lips, as a protection agent for fragile lips
FR2918877A1 (en) * 2007-07-16 2009-01-23 Oreal Use of agent comprising precursor of ceramide based 6-hydroxy-4-sphingenine, or ascorbic acid analogues, allowing the increase of ceramide content in the lips, as protective agent for fragile lips, preferably the vermilion zone
WO2011028328A1 (en) * 2009-09-03 2011-03-10 Avon Products, Inc. Stabilized wax compositions and uses thereof
KR102446736B1 (en) * 2014-07-11 2022-09-22 마리 케이 인코포레이티드 Cosmetic compositions

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GB1185173A (en) * 1967-04-24 1970-03-25 Richardson Merrell Ltd Formerl Application Sticks and Their Method of Manufacture
FR2237615A1 (en) * 1973-07-19 1975-02-14 Shiseido Co Ltd Water-in-oil cosmetic stick emulsion - contg. polyhydroxy cpd. and oleate or oleyl ether emulsifier gel

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US5776441A (en) * 1996-08-30 1998-07-07 Avon Products, Inc. Lip treatment containing live yeast cell derivative

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GB1185173A (en) * 1967-04-24 1970-03-25 Richardson Merrell Ltd Formerl Application Sticks and Their Method of Manufacture
FR2237615A1 (en) * 1973-07-19 1975-02-14 Shiseido Co Ltd Water-in-oil cosmetic stick emulsion - contg. polyhydroxy cpd. and oleate or oleyl ether emulsifier gel

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Title
See also references of WO9909936A1 *

Also Published As

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WO1999009936A1 (en) 1999-03-04
EP0998253A4 (en) 2001-05-02
CA2301810A1 (en) 1999-03-04
AU8920698A (en) 1999-03-16

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