COSMETIC COMPOSITIONS CONTAINING A PROPYLPHENYLSILSESQOIOXANE
RESIN MID A COSMETICALLY-ACCEPTABLE AROMATIC S0LV2NT
[0001] This application is based on and claims the benefit
of U.S. Provisional Application Serial No. 60/942,352,
entitled COSMETIC COMPOSITIONS CONTAINING A
PROPYLPHENYLSILSESQUIOXANE RESIN AND A COSMETICALLY-ACCEPTABLE
AROMATIC SOLVENT, filed June 6, 2007, the entire disclosure of
which is incorporated by reference herein,
BACKGROUND OF THE INVENTION
[0002] Depending on the intended use, cosmetic
compositions need to have several attributes. Wear, comfort
of wear, adhesion and non transfer or transfer resistance are
properties that are advantageous in raost cosmetic compositions
for the face, eye, lips nails or hair. Other properties, such
as shine/gloss are not necessary in a -foundation, blush or
concealer, but may be actively sought in compositions for
nails, lips or hair. Commercially available cosmetic-
compositions use combinations of ingredients which together
impart one or more of the properties wanted by the consumer.
Limiting the number of ingredients used in cosmetic
compositions leads to manufacturing efficiencies while
maintaining the desired properties. Currently, shine may be
obtained through the addition of high refractive index fluids
to further enhance the shine or gloss of such products, but
the wear of shine or gloss is limited.
[0003] One problem associated with the use of known shine
enhancing agents is that while they do tend to increase shine,
the increased shine is extremely temporary. In other words,
after a period of a few hours on the lips, the shine wears off
and the user must reapply the lip shine composition in order
to maintain shine.
1 [0004] Thus, it is one object of the present invention to
provide a Lip treatment composition capable of imparting a
lasting shine onto the lips.
[0005] Another problem. associated with the use of
conventional shine enhancing acents is that they tend to make
the lip treatment compositions tacky and uncomfortable to
apply. This is due to the presence of high molecular weight
polymers having a high viscosity which are used, to slow the
migration of the shiny oils.
[0006] Therefore, it is another object of the present
invention to provide cosmetic compositions which are less
tacky, more comfortable to apply and which, exhibit lasting
shine,
BRIEF SUMMARY OF THE INVENTION
[0007] A first aspect of the present invention is directed
to a cosmetic composition containing: fa) at least one
propyiphenylsilsesquioxane resin comprising from up to about
80 mole % of propyl siloxy units, based on the total mole % of
siloxy units of the resin, and from about: 20 to about 100
mole % of phenyl siloxy units, based on the total mole % of
siloxy units of the resin; (b) at least one cosmetically-
acceptable aromatic solvent; (c) at least one colorant; and
(d) optionally, at least one co-solvent having a molecular
weight of from about 150 to about 10,000, and wherein the
composition is substantially free of volatile solvents,
[0008] A second aspect of the present invention is
directed to a method of imparting lasting shine/gloss onto
lips comprising applying onto the lips the above-disclosed
cosmetic composition.
DETAILED DESCRIPTION OF THE INVENTION
[0009] Other than in the operating examples, or where
otherwise indicated, all numbers expressing quantities of ingredients and/or reaction conditions are to be understood as
being modified in all instances by the term wabout"*
[0010] PRQPYLPHENYLSILSSSQUIOXTANE RESIN
[0011] Silsesquioxane resins are a specific form of
silicone resins. Silicone resins are crosslinked
organopolysiloxanes which are solid at room temperature and
generally soluble in organic solvents., When they are soluble
in volatile solvents, silicone resins are capable of forming a
film once the solvent has evaporated. Furthermore,, if the
solvent dissolving the silicone resin is absorbed on the
substrate onto which it is applied, the silicone resin which
remains on the substrate may also form a film,
[0012] The compositions of the present invention comprise
propylphenylsilsesquioxane resins,, which have been disclosed
in patent publications WO2005/090444, published on September
29? 2005; US20040180011, published on September 16, 2004; and
US20040156806, published on August 12, 2004r the entire
contents of each of which are hereby incorporated by
reference.
[00133 The propylphenylsilsesquioxane resin comprises
propyl siloxy units (C3H7SiO3/2) and phenyl siloxy units
(C3H7SiO3/2) . The propyl siloxy units comprise up to about 8 0
mole % of the total mole % of siloxy units of the resin, and
the phenyl siloxy units comprise from about 20 to about 100
mole % of the total mole % of siloxy units of the resin.
[0014] The propylphenylsilsesquioxane resin will have a
weight average molecular weight of from about 2,000 to about
30,000, such as from about 3,000 to about 20,000.
[0015] The propylphenylsilsesquioxane resins preferably
soften in the range of from about 30°C. to about 100°C, such
as from about 30°C. to about 80°C.f and such as from about
40°C. to about 70°C, as determined by Din 53180 "Softening
Point of Resins",
[0016] The mole % of propyl siloxy units to phenyl siloxy
units can be adjusted depending on an intended application.
As such, it is possible to have propylphenylsilsesquioxane
resins having a mole % propyl siloxy units:phenyl siloxy units
ranging from about 80:20 to about 0:100, such as 70:30; 60:40;
50:50; 40:60; 30:70; 20:80; 10:90; 0:100; and subranges
therebetween.
[0017] Suitable propylphenylsilsesquioxane resins include,
but are not limited to, Belsil™ SPR 45, available from Wacker
Chemical, Adrian, MI; DC217, available from Dow Coming,
Midland,. MI; DC Z-6018, a 30 mole % propyl and 70 mole %
phenyl silsesquioxane, available from Dow Corning, Midland,
MI.
[0018] The mole % of phenyl siloxy units in the
propylphenylsilsesquioxane resins can be chosen depending on
the desired result. The higher the mole % of phenyl siloxy
units, the shinier/glossier the composition is expected to be,
[0019] It should be noted that,, in the event a
phenylsilsesquioxane resin is used, it may be necessary to
also use a propylphenylsilsesquioxane resin in order to
plasticize the phenylsilsesquioxane resin.
E0020] The at least one propylphenylsilsesquioxane resin
is generally present in the cosmetic composition of the
invention in an amount ranging from about 5% to about 70% by
weight; such as from about 10% to about 60% by weight; from
about 15% to about 50% by weight; from about 20% to about 40%
by weight, all weights based on the weight of the composition
as a whole.
[0021] COSMETICALLY-ACCEPTftBLE AROMATIC SOLVENT
[0022] The compositions of the present invention comprise
an aromatic solvent which is cosmetically acceptable,
[0023] The cosmetically acceptable aromatic solvent will
comprise an aromatic portion in its molecule. Suitable
cosmetically acceptable aromatic solvents include, but are not
limited tor phenyl ated silicones, benzoate esters,, benzyl
esters, alkylated benzyl estersr alkylated benzyl ethers, and
mixtures thereof. Preferred cosmetically acceptable aromatic
solvents include, but are not limited to, trimethyl
pentaphenyl trisiloxane available as DC555 from Dow Corning,
C12-15 alkyl benzoate available as Finnsolv TN, PPG-3 benzyl
ether myristate, available as Crodamol STS, PEG-2 benzyl ether
available as Nikkol B2-2, benzyl dodecanoate available as
Pelemol 612, isostearyl benzoate available as Finsolv SB,
phenethyl benzoate available as X-tend 226, 2-ethyl hexyi
benzoate available as Finsolv EB, cctyldodecyl benzoate
available as Finsolv BOD, poly(propylene glycol) dibenzoates
such as Diprcpylene Glycol Dibenzoate, available as Finsolv
PG-22.
[0024] The cosmetically acceptable aromatic solvent will
typically be present in the cosmetic composition of the
invention in an amount of from about 1% to about 95% by
weight; such as from about 5% to about 80% by weight; such as
from about 10% tc about 70% by weight; such as from about 15%
to about 60% by weight; such as from about 20% to about 50% by
weight; such as from about 25% to about 40% by weight, all
weights based on the weight of the composition as a whole.
[0025] COLORANT
[0026] The cosmetic compositions of the present invention
will also contain at least one cosmetically acceptable
colorant such as a pigment or dyestuff. Examples of suitable
pigments include, but are not limited to, inorganic pigments,
organic pigments, lakes, pearlescent pigments, irridescent or
optically variable pigments, and mixtures thereof. A pigment
should be understood tc mean inorganic or organic, white or
colored particles,, The pigments may optionally be surface-
treated within the scope of the present invention but are net
limited to treatments such as silicones, pertluorinated
compounds, lecithin, and amino acids.
[0027] Representative examples of inorganic pigments
useful in the present invention include those selected from
the group consisting of rutile or ariatase titanium dioxide,
coded in the Color Index under the reference CI 77,891; black,
yellow, red and brown iron oxides? coded under references CI
77,499, 77, 492 and, 77,491; manganese violet (CI 77,742);
ultramarine blue (CI 77,007); chromium oxide (CI 77,288);
chromium hydrate (CI 77,289); and ferric blue (CI 77,510) and
mixtures thereof.
[0028] Representative examples of organic pigments and
lakes useful in the present invention include, but are not
limited to, D&C Red No. 19 (CI 45,170), D&C Red No. 9 (CI
15,585), DSC Red No, 21 (CI 45,380), D&C Orange No, 4 (CI
15,510), D&C Orange No. 5 (CI 45,370), D&C Red No. 27 (CI
45,410), DSC Red No. 13 (CI 15,630), D&C Red No. 7 (CI
15,350), D&C Red No. 6 (CI 15,850), D&C Yellow No. 5 (CI
19,140), D&C Red No, 38 (CI 12,035), D&C Orange No. 10 (CI
4 5,425), D&C Yellow No. 6 (CI 15,985), D&C Red No. 30 (CI
73,360), D&C Red No.3 (CI 45,430) and the dye or lakes based
on Cochineal Carmine (CI 75,570) and mixtures thereof.
[0029] Representative examples of pearlescent pigments
useful in the present invention include those selected from
the group consisting of the white pearlescent pigments such as
mica coated with titanium oxide, mica coated with titanium
dioxide, bismuth oxychloride, titanium oxychloride, colored
pearlescent pigments such as titanium mica with iron oxides,
titanium mica with ferric blue, chromium oxide and the like,
titanium mica with an organic pigment of the above-mentioned
type as well as those based on bismuth oxychloride and
mixtures thereof,
[0030] The precise amount and type of colorant employed in
the compositions of the present invention will depend on the
color, intensity and use of the cosmetic composition and, as a
result, will be determined by those skilled in the art of
cosmetic formulation.
[0031] The present composition is substantially free of
volatile solvents. By "substantially free", it is meant that
volatile solvent is present in the composition of the
invention, in an amount of less than about 3% by weight, based
on the weight of the composition as a whole.
[0032] The volatile solvent, if present in an amount of
less than about 3% by weight, may be a volatile silicone
solvent and/or a volatile non-silicone solvent. Preferably,
the volatile solvent has a flash point of at least 4 0°C.
Examples of volatile silicone solvents present in an amount of
less than about 3% by weight include, but are not limited to,
linear or cyclic silicone oils having a viscosity at room
temperature less than or equal to GcSt and having from 2 to 7
silicon atoms; such as cyciomethicone and dimethicone.
Examples cf volatile non-silicone solvents present in an
amount of less than, about 3% by weight, include but are not
limited to, volatile hydrocarbon oils, alcohols, volatile
esters and volatile ethers, such as C8 to C16 isoparaffins,
isododecane, the oils sold under the trade names of Isopar or
Permethyl, the C8 to C15 branched esters such as isohexyl or
isodecyl neopentanoate and their mixtures
[0033] ADDITIVES/AUXILIARY AGENTS
[0034] The composition of che present invention may
contain additional additives or auxiliary agents in order to
provide additional cosmetic benefits and/or to facilitate
various physical forms of said composition.
[0035] Co-solvent
[0036] In an effort to improve the flow and leveling of
the cosmetic composition during application onto the lips, as

well as its feel and comfort thereon, it may be desirable to
further include a co-solvent in the cosmetic composition,
[0037] The co-solvents which may be used will typically
have a weight average molecular weight in the range of about
150 to about 10,000, such as from about 2 00 to about 5,000,
such as from about 250 to about 2,500,
[0038] Nonvolatile co-solvents which may be used in the
invention include, but are not limited to, mo.noesters,
diesters, triesters, mixed aliphatic and/or aromatic, polar
oils such as: hydrocarbon-based oils of animal origin, such as
perhydrosqualene; hydrocarbon-based plant oils such as liquid
triglycerides of fatty acids and of glycerol, in which the
fatty acids rr.ay have varied chain lengths, these chains being
linear or branched, and saturated or unsaturated; these oils
can be chosen, for example, from wheat germ oil, sunflower
oil, corn oil, soybean oil, marrow oil, grapessed oil,
blackcurrant seed oil, sesame oil, hazelnut oil, apricot oil,
macadamia oil, castor oil, avocado oil, karite butter, sweet
almond oil, cotton oil, alfalfa oil, poppy oil, pumpkin oil,
evening primrose oil, millet oil, barley oil, quinoa oil,
olive oil, rye oil, safflower oil, candlenut oil, passion
flower oil, musk rose oil and caprylic/capric acid
triglycerides such as those sold by the company Stearineries
Dubois or those sold under the names Klglyol® 810, 812 and 818
by the company Dynamit Nobel; natural or synthetic esters of
formula RiCGQR2, wherein Ri is a higher fatty acid residue
comprising 7 to 19 carbon atoms, and R2 is a branched
hydrocarbon-based chain comprising 3 to 2 0 carbon atoms, such
as, for example,. purcallin oil (cetostearyl octanoate) ,
isopropyl myristate and alkyl or polyalkyl octanoates,
decanoates or ricinoleates; synthetic ethers of formula RaC0Rb,
wherein Ra is a C5 to C29 alkyl radical, and Rb is a C5 to C?o
alkyl radical; fatty alcohols comprising at least 12 carbon
atoms, such as octyldodecanol or oleyl alcohol; cyclic
hydrocarbons such as (alkyl)cycloalKanes, wherein the alky!
chain is linear or branched, saturated or unsaturated and
comprises 1 to 30 carbon atoms,. such as cyciohexane or
dioctylcyclohexane; primary, secondary or tertiary amines such
as triethanolamine; liquid phenylsilsesquioxanes such as those
described in US2003077240 Al, the entire content of which is
hereby incorporated by reference; and mixtures thereof,
[0039] Suitable co-solvents further include, but are not
limited to, isopropyl myristate (Mw=270), isopropyl palmitate
(Mw=300), isononyl isononanoate, cetyl ethyihexanoate
(Mw=368), neopentyl glycol diethyl'nexanoate (Mw=356) ,
diisopropyi sebacate (Mw-286), capric/caprylic triglyceride
(Mw=500) r diisopropyi dimer dilincleate (Mw=644)r- diisostearyl
fumarate (Mw=62C], diisostearyl malate C,P
for example, at above 55DC.
[0048] Structuring agents may also include, but are not
limited to;
[0049] (A) non-silicone based polyamides such as those
known in the trade as Uniclear* or Sylvaclear®. These non
silicone polyamides have different terminal end groups, such
as ester terminated, known as Uniclear® 80 or 100, such as
amide terminated, known as Sylvaclear® A200, and such as
polyalkyieneoxy terminated, known as Sylvaclear8' AF1900, as
well as ester terminated polyesteramides. These non silicone
polyamides are available, for instance, from Arizona Chemical
Company, Jacksonville, FL, and are described in us Pat.
5,783,657, US Fat. 6,402,408, US Pat. 6,263,466, US Pat.
6,552,160 the entire contents of which are incorporated by
reference;
[0050] (B) silicone-based polyamide resins such as those
described in US patent application published as US2Q06/C120983
Al, the entire content of which is hereby incorporated by
reference.
[0055] Other mineral gelling agents, which can be used in
the invention, include silica, such as fumed silica. The fumed
[0051] The structuring agents may be present in the
cosmetic composition of the invention in an amount of from
about 0,1% to about 30% by weight, based on the total weight
of the composition as a whole.
[0052] Gelling agents
[0053J The compositions of the invention may also be
optionally gelled with at least one gelling agent. The gelling
agent increases the liquid fatty phase viscosity and leads to
a solid or flowabie composition when introduced in said fatty
phase. The gelling agent does not encompass waxes, in the
sense that it is not waxy. The at least one gelling agent may
be chosen from gelling agents in polymeric form and gelling
agents in mineral form. The gelling agent, may be chosen from
agents that gel via chemical reticulation and agents that gel
via physical reticulation.
[0054] Modified clays may be used as gelling agents,,
examples of which include, but are not limited to, hectorites
modified with an ammonium chloride of a C'i3 to C,?2 fatty acid,
such as hectorite modified with distearylclimethylammonium
chloride, also known as quaternium-18 bentonite, such as the
products sold or made under the names "Bentone 34®" by the
company Rheox, ^Claytone XL®", "Claytone 34°" and "Claytone
4 0®" sold or made by the company Southern Clay, the modified
clays known under the name quaternium-18 benzalkonium
bentonites and sold or made under the names "Claytone HT<®
"Claytone GR®" and "Claytone PS®" by the company Southern Clay,
the clays modified . with stearyldimethylbenzoylamraonium
chloride, known as stearalkonium bentonites, such as the
products sold or made under the names "Claytone A PA®" and
"Claytone AF*" by the company Southern Clay, and "Baragel 24,SV/
sold or made by the company Rheox,
[0055] Other mineral gelling agents, which can be used in
the invention, include silica, such as fumed silica. The fumed
silica may have a particle size, which may foe nanometric to
micrometric, for example ranging from about 5nrr. to about
2 00nm.
[0056] The fumed silicas may be obtained by high-
temperature hydrolysis of a volatile silicon compound in a
hydrogen-oxygen flame, producing a finely divided silica. This
process makes it possible to obtain hydrophilic silicas that
have a large number of silanol groups at their surface. Such
hydrophyilic silicas are sold or made, for example, under the
names "Aerosil 130*'% "Aerosil 200®", "Aerosii 255*'% ^.Aerosii
300®" and "Aerosii 380®" by the company Degussa, and "CAB-O-SIL
HS-5*", "CAB-O-SIL EH-5®", "CAB-0-SIL LM-13Q®", "CAB-O-SIL MS-
55*" and "CAB-Q-SIL M-5®" by the company Cabot.
[0057] it is thus possible to chemically modify the
surface of the hydrophilic silica by chemical reaction,
producing a reduction in the number of silanol. groups. The
silanol groups can be replaced, for example, wioh hydrophobic
groups: this then gives a hydrophobic silica. The hydrophobic
groups may be: trimetbylsiloxyl groups, which are obtained in
particular by treating fumed silica in the presence of
hexamethyldisilazane. Silicas thus treated are known. as
"silica silylate" according to the CTFA dictionary (6th
edition, 1935)• They are sold or made, for example, under the
references "Aerosii R812®" by the company Degussa and ^CAB-0-
SIL TS-530®" by the company Cabot; dimethylsilyloxyl or
poiydirnethylsiloxane groups, which are obtained in particular
by treating fumed silica in the presence of
poiydirtiechyisiloxane or dimethyldichlorosilane, Silicas thus
treated are known as "'hsilica dimethyl siiylate" according to
the CTFA dictionary (6th edition, 1995). They are sold or
made, for example, under the references "Aerosil R.9721'" and
"Aerosil R974®" by the company Degussa, and ^CAB-O-SIL TS-610®"
and "CAB-O-SIL TS-720®" by the company Cabot; groups derived
from reacting fumed silica with silane alkoxicles or siloxanes.
hese treated silicas are, for example, the products sold or
made under the reference "Aerosil R8 05®" by the company
Degussa.
[0058] According to the invention, hydrophobic silica,
such as fumed silica, may be used as a lipophilic gelling
agent. The use of fumed silica makes it possible to obtain a
translucent or even transparent composition, in particular in
the form of a stick, which does not exude, in the absence of
opacifying particles such as waxes., fillers and pigments
(including nacres).
[0059] The at least one lipophilic gelling agent can allow
the exudation of the composition to be limited and can allow
its stability to be increased, while at rhe same time
conserving the composition's glossy appearance, which is noc
possible with waxes such as those used conventionally in.
cosmetics and dermato1ogy,
[0060] The at least one gelling agent, if used, will
typically be present in the cosmetic composition of the
invention in. an amaunt of from about 0.1% to about 20% by
weight, such as from, about 3.1% to about 15% by weight, and
such as from about 0.1 to about 10% by weight, all weights
based on the weight of the composition as a whole,
[0061] The compositions of the present invention may also
further comprise other cosmetically or dermatologically
acceptable additives such as a thickener, a film former, a
plasticizer, an antioxidant:, a surfactant, an essential oil, a
preserving agent, a fragrance, a filler, a pasty fatty
substance, a waxy fatty substance, a neutralizing agent, and a
polymer, and cosmetically active agents and/or dermatologicsl
active agents such as, for example, emollients, moisturizers,
vitamins, essential fatty acids and medicaments.
[0062] Additional film formers may be also used in the
composition of the present, invention. Film formers are also
known as film.-forming polymers. The term "film-forming
polymer" is understood to mean a polymer capable of forming,
alone and/or in the presence of a plasticizer, an isolable
film. The film-forming polymer can be dissolved or dispersed
in the form of particles in the solvent of the composition.
[0063] Suitable film-formers can be chosen from radical
polymers, polycondensates and polymers of natural origin.
Such cosmetically acceptable film formers may be found in the
International Cosmetic Ingredient Dictionary and Handbook, 9tn
edition, 2002 pages 29C3-29C6.
[0064] Suitable film-forming polymers include, but are not
limited to, vinyl and acrylic polymers, polyurethanes,,
polyesters, alkyd resins, epoxy ester resins, cellulose
polymers, such as nitrocellulose, cellulose esters, such as
cellulose acetate, cellulose acetate propionate or cellulose
acetate butyrate, resins resulting from the condensation of
formaldehyde with an arylsulphonamide, and their mixtures.
Furthermore, film formers may include silicone resins other
than the silsesquioxan.es, such as trimethyIsilo.xysilicat.es.
[0065] While the use of a plasticizer is not necessary in
the cosmetic composition of the present invention, its use
may, nevertheless, be desirable. Plasticizers are organic
compounds added to a high polymer both to facilitate
processing' and to increase the flexibility and toughness of
the final product by internal modification of the polymer
molecule. Examples of suitable plasticizers include, but are
not limited to, oils, cellulose esters, phthalate esters,
adipate esters, sebacate esters,, tricresyl phosphate,, castor
oil, glycol ethers, benzyl alcohol, triethyl citrate, and
propylene carbonate.
[0066] A plasticizer, if used, will typically be present
in the cosmetic composition of the invention in an amount of
from about 1% to about 70% by weight, such as from about 2% to
about 50% by weight, and such as from about 5% to about. 20% fay
weight, all weights based on the weight of the composition as
a whole.
[0067] The composition of the invention it.ay be in the form
of an emulsion which may contain, surfactants or a mixture
thereof. Suitable surfactants for use in a composition of the
present invention in the form of an emulsion include anionic,
nonionic, amphoteric and cationic surfactants. See, e.g.,
Encyclopedia of Chemical Technology, KIRK-OTHMER, volume 22,
pp. 333-432, 3rd edition, 1979, Wiley, for the definition, of
the properties and (emulsifying) functions of the surfactants,
in particular pp. 347-377 of this publication regarding
anionic and nonionic surfactants.
|0068] Suitable anionic surfactants useful in the
compositions of the invention may include, but are not limited
to, C16 - C30 fatty acids neutralized by amines, ammonia ox: the
alkali metal salts thereof.
[00S9] Suitable nonionic surfactants useful in the
compositions of the invention may include, but are not limited
to, fatty acids, fatty alcohols, polyethoxylated fatty
alcohols or polyglycerclateti fatty alcohols, such as
polyethoxylated stearyl alcohols or cetyistearyl alcohols,
esters of fatty acid and sucrose, and glucose alkyl esters, in
particular polyoxyethylenated C1- C6 alkyl glucose fatty
esters,
[0070] Suitable amphoteric surfactants may include, but
are not limited to, betaines, sultaines, hydroxysultaines,
alkyl amphodiacetates, alkyl amphodipropionates, and
imidazolines, or salts thereof. Other fatty acid condensates
such as those formed with amino acids, proteins, and the like
are suitable as well, Specific examples may include
cocoarnphodipropionate, e.g., "Miranol C2M-SF®" (disodium
cocoarnphodipropionate), in its salt-free form, available from
Rhone-Poulenc, and "Crosultaine C-50®" [cocamidopropyi
hydroxysuitaine)f available from Croda.
[D071] Suitable cationic surfactants may include, but are
not limited. to, quaternary amines, amine oxides and amines,,
e.g.,. alkyl amines, alkyl imidazolines, ethoxylated amines,
quaternary compounds, and quaternized esters.
[0072] Surfactants may be present in the cosmetic
composition of the invention in an amount ranging from about
1% to about 30% by weight, such as from about 5% to about 15%
by weight, all weights based on the weight ox the composition
as a whole.
[0073] Suitable preservatives in the composition of the
present invention may include, but not limited tor
phenoxyethanol, alkyl para-hydroxybsn.zoates, wherein the alkyl
radical has from 1, 2, 3, 4, 5 or 6 carbon, atoms and
preferably from 1 to 4 carbon atoms e.g., methyl para-
hydroxybenzoate (rnethylparaben) , ethyl para-hydroxybenzoate
fethylparaben), propyl para-hydroxybenzoate (propylparaben),
butyl para-hydroxybenzoate (butylparaben), isobutyl para-
hydroxybenzoate (isobutylparafoen), and their mixtures.
[0074] The preservatives may be present in the cosmetic
composition of the invention in an amount ranging from, about
0,01% to about 10% by weight, such as from 0.5% to about 5% by
weight, and such as from about 0,8% to about 3% oy weight, all
weights based on the weight of the composition as a whole.
[0075] Suitable fillers in the composition include, but
are not limited to, silica powder; talc; polyamide particles
such as those sold under the name Orgasol® by the company
Atochem; polyethylene powders; microspheres based on acrylic
copolymers, such as these sold under the name Polytrap® by the
company Dow Corning; expanded powders such as hollow?
microspheres such as those sold under the name Sxpancel® by the
company Kemanord Plast, or under the name "Micropearl F 80 ED®"
by the company Matsumoto; powders of natural organic materials
such as crosslinked. or noncrosslinked corn starch, wheat
starch or rice starch, such as the powders of starch
crosslinked with octenyl succinate anhydride, sold under the
name Dry-Flo5' by the company National Starch; silicone resin
rnicrobeads such as those sold under the name Tospearl# by the
company Toshiba Silicone; clays (bentone, laponite, saponite,
etc.) and mixtures thereof,
[0076] The fillers may be present in the composition of
the invention in an amount ranging from about 0.1% to about
50% by weight, such as from 0.5% to about 30% by weight, and
such as from about 1% to about 20% by weight, all weights
based on the weight of the composition as a whole.
[0077] According to one embodiment of the invention, the
cosmetic composition of the present invention may further
contain a high viscosity ester, such as sucrose acetate
isobutyrate which may be added for improvement of wear and
shine properties. h suitable sucrose acetate isobutyrate
compound includes "SAIB-10Q®", available from Eastman,
Kingsport, TN. It has a viscosity of about 100, 000 cps at
3 0°C, and a refractive index of about 1.5 at 2 0°C.
[0078] The sucrose acetate isobutyrate may be present, in
the composition of the invention in an amount ranging from
about 1% to about 20% by weight, such as from 2% to about 15%
by weight, and such as from about 3% to about 10% by weight,
all weights baaed on the weight of the composition as a whole.
[0079] The composition of the present invention may
further comprise a safe and effective amount of at least one
active ingredient, or pharmaceutically acceptable salt thereof.
The term "safe and effective amount5'' as used herein, means an
amount sufficient to modify the condition to joe treated or to
deliver the desired skin benefit, while at the same time
avoiding serious side effects, at a reasonable benefit to risk
ratio within the scope of sound medical judgment. The safe and
effective amount of the active ingredient will vary with the
specific active agent, the ability of the active agent to
penetrate through the skin, the age, health and skin condition
of the user;, and other like factors. Typically, the active
ingredient may be present in the composition of the invention
in an amount ranging from about 0.01% to about 20% by weight,
such as from 0.1% to about 10% by weight, and such as from
about 0.5% to , about 5% by weight, all -weights based on the
weight of the composition as a whole.
[0080] The active ingredients useful herein can be
categorized by their therapeutic benefit or their postulated
mode of action. However, it is to be understood that the
active ingredients useful herein can in some instances provide
more than one therapeutic benefit or operate via more than one
node of action. Therefore, classifications herein are raade for
the sake of convenience and are not intended to lim.it the
active ingredient to that particular application or
applications listed. Also, pharmaceutical!, y acceptable salts
of these active ingredients are useful herein. The following
active ingredients are useful in the compositions of the
present invention.
[0081] Antimicrobial and Antifungal Actives: Examples of
antimicrobial and antifungal actives include p-lactam drugs,
quinolone drugs, ciprofloxacin, norfloxacin, tetracycline,
erythromycin, amikacin,. 2,4,4' -trichloro-2' -hydroxy diphenyl
ether, 3,4,4'-trichlcrobaniiide, phenoxyethanol, phenoxy
propanol, phenoxyisopropandl, doxycycline, capreomycin,
chlorhexidine, chlartetracycline, oxytetracycline,
clindamycin, ethambutol, hexamidine isethionate,
metronidazole, pentamidine, gentamicin, kanamycin, lineomycin,
methacycline, methenamine, minocycline, neomycin, netilmicin,
paromomycin, streptomycin, tobramycin, miconazole,
tetracycline hydrochloride, erythromycin, zinc erythromycin,
erythromycin estolate, erythromycin stearate, amikacin,
sulfate, doxycycline hydrochloride, capreomycin sulfate,
chiorhexidine gluconate, chlorhexidine hydrochloride,
chlortetracycline hydrochloride, oxytetracycline
hydrochloride, clindamycin hydrochloride, ethambutol
hydrochloride, metronidazole hydrochloride, pentamidine
hydrochloride, gentamicin sulfate, kanamycin sulfate,,
lineomycin hydrochloride, methacyeline hydrochloride,
methenamine hippurate, methenaraine mandelate, minocycline
hydrochloride, neomycin sulfate, netilmicin sulfate,
paromomycin sulfate, streptomycin sulfate, tobramycin sulfate,
miconazole hydrochloride, amanfadine hydrochloride, amanfadine
sulfate, octopirox, parachlorometa xylenol, nystatin,
tolnaftate and clotrimazole,
[0082] The cosmetic composition of the present invention
may also contain sunscreens, which are chemical absorbers that
actually absorb harmful ultraviolet radiation. It is well
known that chemical absorbers are classified, depending on the
type of radiation they protect against, as either UV-A or UV-B
absorbers, UV-A absorbers generally absorb radiation in the
32 0 to 4 00 nm region of the ultraviolet spectrum. UV-A
absorbers include anthranilates, benzophencnes, and dibenzoyl
methanes, UV-B absorbers generally absorb radiation in the
280 to 320 nm region of the ultraviolet spectrum. UV-B
absorbers include p-aminobenzoic acid derivatives, camphor
derivatives, cirmamates, and salicylates.
[0083] The sunscreens useful in the cosmetic composition
of the present invention typically comprise chemical
absorbers, but may also comprise physical blockers. Exemplary
sunscreens which may be formulated into the compositions of
the present invention are chemical absorbers such as p-
arainobenzoic acid derivatives, anthranilates, benzophenones,
camphor derivatives, cinnamic derivatives, dibenzoyl methanes
(such as avobenzone also known, as Parsoia' 17 8 9) ,
diphenylacryiate derivatives, salicylic derivatives, triazine
derivatives, benzimidazole compounds, bis-benzoazolyl
derivatives, methylene bis-(hydroxyphenylbenzotriszole)
compounds, the sunscreen polymers and silicones, or mixtures
thereof. .Also exemplary of the sunscreens which may be
formulated into the compositions of this invention are
physical blockers such as cerium oxides, chromium oxides,
cobalt oxides, iron oxides, red petrolatum, silicone-treated
titanium dioxide, titanium dioxide, zinc oxide, and/or
zirconium oxide, or mixtures thereof,
[0084] Examples of suitable sunscreens include, but are
not limited to; aminobenzcic acid,, a.myldimethyl PABA,
cinoxate, diethanolajnine p-methoxycinnamate, digalioyl
trioleate, dioxybenzone, 2-ethoxyethyl p-methoxycinnamate,
ethyl 4-bis (hydroxypropyl) aminobenzoate, 2-ethyihexyl-2-cyano-
3,3-diphenylacrylate, ethylhexyi p-methoxycinnamate, 2-
ethylhexyl salicylate, glyceryl aminobenzoate, honiomenthyl
salicylate, homosalate, 3-imidazol-4-ylacrylic acid and ethyl
ester, methyl anthranilate, octyldimethyl PABA, 2-
phenylbenzimidazole-5-sulfonic acid and salts, red petrolatum,
sulisobenzone, titanium dioxide, criethanolamine salicylate,
N, N, N-trimethyl-4- (2-axoborn-3-ylidene methyl) aniilinium
methyl sulfate, and mixtures thereof,.
[0085] The sunscreens may be present in the conposition of
the invention in an amount of from greater than about 0 to
about 30% by weight, based on the weight of the composition as
a whole.
[0086] The conposition of the present invention ha3
particular usefulness as a solid lipstick product intended to
provide long lasting shine/gloss.
EXAMPLE
[0087] The present invention is further described in terms
of the following non-limiting examples. Unless otherwise
indicated, all parts and percentages are on a weight-by-weight
percentage basis.
[0088] Examples 1, and 2 (inventive compositions): Solid
lipsticks,
(Table Removed)
[0089] Examples 3 and 4 (comparative compositions) : Solid
Lipsticks
(Table Removed)
[0090] Shine Measurement Protocol
[0091] In order to measure the shine of the above-
mentioned cosmetic product, the intensity of the light used to
perform the measurement was first determined, and then its
reflection off the surface of the lips was measured. This was
done by having a first polarizer with vertical orientation in
front of the light source, and a second polarizer with
vertical orientation in front of a video camera. The video
camera, with the rotating polarizer oriented vertically; i.e.,
in the same direction as the source light polarizers, first
recorded the surface reflection along with vertical light
remitted from the gloss anc/or the lip.
[0092] The polarizer in front of the camera was then
rotated by 90 degrees (at a video rate) in order to record the
intensity of any vertical light remitted from below the
surface. The horizontal intensity of sub-surface transmitted
light was then measured. The second, horizontal measurement
was a correction accounting for any sub-surface contributions
to the desired surface signal (the gloss). The second number
was then subtracted from the first to yield the shine value,
[0093] A more detailed explanation of the process and
method used to evaluate the shine value of a cosmetic
composition is found in US Patent No. 7,127,280, the entire
content of which is hereby incorporated by reference.
[0094] Shine Kinetics Table
[0095] Shine values for inventive examples 1 and 2, and
comparative examples 3 and 4.
(Table Removed)
[0096] The results demonstrate that the shine provided by
the inventive formulations is long lasting,
[0097] As can be seen from the above data, the
compositions exhibiting long lasting shine, such as examples 1
and 2, show a drop in shine value of less than 10; in other
words, after a period of two hours following application, the
change in shine value as compared to the initial value is 10 or less. Conversely, as observed in examples 3 and 4, the reduction in shine value is greater than 10 which equates to a perceivable reduction in shine when viewed by the naked eye.
[0098] Preparation procedure
[0099] Phase A ingredients were mixed together into a beaker, which was then transferred to a 90°C. oil bath and mixed with a propeller mixer. Mixing was continued until the system was uniform. Phase B ingredients were mixed together and added to Phase A. Phase C ingredients were mixed together and the resulting mixture was transferred to a three-roll Mill and milled 4 times. The color grind mixture was then transferred into the beaker containing Phase At B. Then, Phase D ingredients were added to A +B + C and mixed at 100°C until the waxes have melted and the mixture was uniform. The resulting fluid was transferred to a mold and put in a freezer for 30 minutes. The resulting stick was then transferred into individual packages.
[00100] It is to be understood that the foregoing describes preferred embodiments of the invention and that modifications may be made therein without departing from the spirit, or scope of the invention as set forth in the claims.

What is claimed is:
1. A cosmetic composition comprising;
(a) at least one propylphenylsilsesquioxane
resin haying a weight average molecular weight of from about
2,000 to about 30,000, wherein the propyiphsnylsilsesquioxane
resin comprises propyl siloxy units (C3H7SiO3/2) and phenyl
siloxy units (C6H5Si03/2) , and wherein the propyl siloxy units
comprise up to about SO mole % of the total mole % of siloxy
units of the resin, and the phenyl siloxy units comprise from
about 20 to about 100 mole % of the total mole 1 of siloxy
units of the resin;
(b) at least one cosmetically acceptable aromatic
solvent;
(c) at least one colorant?
(d) optionally, at least one co-solvent having a
weight average molecular weight of from about 150 to about
10,000; and
wherein the composition is substantially free of volatile
solvents.
2. The composition of claim 1, wherein (a) is a
propyiphenylsilsesquioxane having a weight average molecular-
weight of about 3,000 to about 20,000,
3. The composition of claim 1, wherein (a) is a
phenylsilsesquioxane.
4. The composition of claim 1, wherein (a) is present
in an amount of from about 5% to about 70% by weight, based oil
the weight of the composition as a whole.
5. The composition of claim 1, whersin (a) is present
in an amount of from about 10% to about 60% by weight, based
on the weight of the composition as a whole.
6. The composition of claim 1, wherein (a) comprises
about 3 0 mole % propyl siloxy units and about 7 0 mole % phenyl
siloxy units, based on the total mole % of the siloxy units of
(a) ,
7. The composition of claim 1, wherein (b) is chosen
from trimethyi pentaphenyl trisiloxane, C12-15 alkyl benzoatef
PPG-3 benzyl ether myristate, and their mixtures.
8. The composition of claim 1, wherein (b) is trimethyi
pentaphenyl trisiloxane.
9. The composition of claim 1, wherein (b) is C12-1S
alkyl benzoate.
10. The composition of claim 1, wherein (b) is PPG-3
benzyl ether myristate.

11. The composition of claim 1, wherein (t>) is present
in an amount of from about 1% to about 95% by weight, based on
the weight of the composition as a whole.
12. The composition of claim 1, wherein (b) present in
an amount of from about 5% to about 80%, based or. the weight
of the composition as a whole,
13. The composition of claim 1, wherein (d) has a weight
average molecular weight of from about 150 to about 10,000.
14. The composition of claim 1, wherein (d) has a weight
average molecular weight of from about 200 to about, 5000.

15. :?he composition of claim 1, wherein (d) is present
in an amount of from about 1% to about 7 0% by weight, based on
the weight of the composition,
16. The composition of claim 1, wherein (d) is present
in an amount of from about 151 to about 40% by weight, based
on the weight of the composition as a whole.
17. The composition of claim 1, wherein the composition
is in solid form.
18. The composition of claim 1, further comprising
sucrose acetate isobutyrate.
19. The composition of claim 1.8, wherein the sucrose
acetate isobutyrate has a viscosity of about 100,000 cps at
30°C, and a refractive index of about 1.5 at 20'0C,
20, The composition of claim 18, wherein the sucrose
acetate isobutyrate is present in an amount of from about 1 to
about 20% by weight, based on the weight of the composition as
a whole.
21. A method of imparting lasting shine onto lips
comprising applying to the lips a cosmetic composition
containing:
(a) at least one propylphenylsilsesquioxane resin
having a weight average molecular weight of from about 2,000
to about 30,000, wherein the propylphenylsilsesquioxane resin
comprises propyl siloxy units {C3H7Si03/2) and phenyl siloxy
units (CsH5Si03/2) r and wherein the propyl siloxy units comprise
up to about 80 mole % of the total mole % of siloxy units of
the resin, and the phenyl siloxy units comprise from about 20
to about 100 mole % of the total mole % of siloxy units of the
resin;
(b) at least one cosmetically acceptable aromatic
solvent;
(c) at least one colorant;
(d) optionally,, at least one co-solvent having a
weight average molecular weight of from about 150 tc about
10,000; and
wherein the composition is substantially free of volatile
solvents.
22, The method of claim 21, wherein (a) is a
propylphenylsilsesquioxane having a weight average molecular
weight of about 3,000 to about 20,000.
23, The method of claim 21, wherein (a) is a
phenylsilsesquioxane,
24, The method of claim 21, wherein (a) is present in an
amount of from about 5% to about 70% by weight, based on the
weight of the composition as a whole.
25. The method of claim 21, wherein (a) is present in an
amount of from about 10% to about 60% by weight, based on the
weight of the composition as a whole.
26. The method of claim 21, wherein (a) comprises about
3 0 mole % propyl siloxy units and about 7 0 mole % phenyl
siloxy units, based on the total mole % of the siloxy units of
(£) .
27. The method of claim 21, wherein (b) is chosen from
trimethyl pentaphenyl trisiloxane, C12-15 alkyl benzoate, PPG-
3 benzyl ether myristate, and their mixtures.
28. The method of claim 21, wherein (b) is trimethyl
pentaphenyl trisiioxane.

29. The method of claim 21, wherein (b) is C12-15 alkyl
benzoate.
30. The method of claim 21, wherein (b) is PPG-3 benzyl
ether myristate.
31. The method of claim 21, wherein (b) is present in an
amount of from about 1% to about 95% by weight, based on the
weight of the composition as a whole,
32. The method of claim 21, wherein (b.s present in an
amount of from about 5% to about 8 0%, based en the weight of
the composition as a. whole.

33. The method of claim 21, wherein {c.} has a weight
average molecular weight of from about 150 to about 10,000.
34. The method of claim 21, wherein (d) has a weight
average molecular weight of from about 200 to about. 5000.
35. The method of claim 21, wherein (d) is present in an
amount of from about 1% to about 70% by weight, based on the
weight of the composition.
36. The method of claim 21, wherein (d) is present in an
amount of from about 15% to about 40% by weight, based on the
weight of the composition as a whole.
37. The method of claim 21, wherein the composition is
in solid form.
38. The method of claim 21, further comprising sucrose
acetats isobutyrate,
39. The method of claim 38, wherein the sucrose acetate
isobutyrate has a viscosity of about 100,000 cps at 30°C, and
a refractive index of about 1.5 at 2 0°C.
40. The method of claim, 38, wherein the sucrose acetate
isobutyrate is present in an amount of from about 1 to about
2 0% by weight, based on the weight of the composition as a
whole.