Note: Descriptions are shown in the official language in which they were submitted.
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
ORAL CARE COMPOSITIONS AND METHODS FOR THE SAME
BACKGROUND
[0001] Dentin or dentinal hypersensitivity is a common clinical condition
associated with
exposed dentin surfaces of teeth. Dentin contains a large numbers of pores or
dentin tubules that
extend from outer surfaces of the teeth to nerves within the teeth. As such,
exposure of the
dentin often leads to increased sensitivity of the teeth to external stimuli
(e.g., temperature,
pressure, etc.). In view of the foregoing, conventional oral care products or
compositions thereof
may often attempt to numb the nerve or incorporate filling or occluding agents
to ameliorate the
sensitivity of the teeth. For example, conventional oral care compositions may
incorporate
filling or occluding agents to physically block or fill the dentin tubules,
thereby shielding the
nerve from the external stimuli. These conventional methods, however, may
often require
treatment for several days or weeks before any appreciable reduction or
improvement in
sensitivity is observed. Further, conventional methods may utilize occluding
agents in
dentifrices (e.g., toothpastes), which may rinse of throughout the day,
thereby reducing the
effectiveness.
[0002] What is needed, then, are improved desensitizing oral care products and
compositions,
and methods for reducing dental sensitivity and/or dentin hypersensitivity.
BRIEF SUMMARY
[0003] This summary is intended merely to introduce a simplified summary of
some aspects of
one or more implementations of the present disclosure. Further areas of
applicability of the
present disclosure will become apparent from the detailed description provided
hereinafter. This
summary is not an extensive overview, nor is it intended to identify key or
critical elements of
the present teachings, nor to delineate the scope of the disclosure. Rather,
its purpose is merely
to present one or more concepts in simplified form as a prelude to the
detailed description below.
[0004] The foregoing and/or other aspects and utilities embodied in the
present disclosure may
be achieved by providing a film forming composition for occluding dentin
tubules of teeth. The
film forming composition may include a hydrophobic copolymer, a rosin, and an
orally
acceptable solvent.
1
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
[0005] In at least one implementation, the hydrophobic copolymer may include
an acrylate. The
hydrophobic polymer may be or include an acrylate/octylacrylamide copolymer.
The
acrylate/octylacrylamide copolymer may be 2-propenoic acid, 2-methyl-, 2-
methylpropyl ester,
polymer with 2-propenoic acid and N-(1,1,3,3- tetramethylbuty1)-2-propenamide.
The
hydrophobic copolymer may al so include at least one
of
octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, VA/butyl
maleate/isobornyl
acrylate copolymer, acrylates/T-butylacrylamide copolymer,
polyvinylpyrrolidone/vinyl acetate
copolymer, triacontanyl PVP copolymer, acrylates/dimethylaminoethyl
methacrylate copolymer,
or mixtures thereof
[0006] In at least one implementation, the film forming composition may
further include one or
more desensitizing agents with various modes of action. The desensitization
agents could
physically occlude, depolarize the nerve, and/or provide an analgesic effects
to reduce pain. The
desensitizing agents may include one or more of a potassium salt, arginine,
participated calcium
carbonate, small particle silicas, eugenol, strontium salts, zinc salts,
chloride salts, and mixtures
or combinations thereof
[0007] In at least one implementation, the orally acceptable solvent may
include one or more of
ethanol, methanol, isopropanol, butanol, water, acetone, methyl ethyl ketone,
ethyl acetate, butyl
acetate, cyclohexanone, cyclohexane, methylene chloride, chloroform, carbon
tetrachloride,
trichloroethylene, perchloroethylene, methyl glycol acetate, toluene, benzene,
diethyl ether, and
benzyl alcohol. In a preferred implementation, the orally acceptable solvent
includes ethanol.
[0008] In at least one implementation, the film forming composition may
include an adhesive.
In at least one implementation, the adhesive may include one or more of a
polyvinyl
acetaldehyde, a polyvinyl alcohol, a polyvinyl acetate, a poly(ethylene
oxide), a polyacrylate, a
polyvinylpyrolidone, a polyvinylpyrolidone/vinyl acetate
copolymer, a
polyoxyethylene/polyoxopropylene block copolymer, a silicone resin, and
combinations thereof
[0009] In at least one implementation, the film forming composition may
include a cellulose
derivative. The cellulose derivative may include an alkyl cellulose ether. In
a preferred
implementation, the cellulose derivative may include ethyl cellulose.
[0010] In at least one implementation, the cellulose derivative is the ethyl
cellulose, and the ethyl
cellulose inlcudes an average substitution value of about 2.25 to about 2.60
ethoxyl groups per
anhydroglucose unit.
2
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
[0011] In at least one implementation, the film forming composition may
further include one or
more fatty acids, optionally, the fatty acids is oleic acid.
[0012] In at least one implementation, the rosin is at least partially
hydrogenated. In another
implementation, the rosin is fully hydrogenated.
[0013] The foregoing and/or other aspects and utilities embodied in the
present disclosure may
be achieved by providing a method for at least partially occluding dentin
tubules of teeth in a
subject. The method may include contacting any one of the film forming
composition disclosed
herein with the teeth of the subject in need thereof.
[0014] The foregoing and/or other aspects and utilities embodied in the
present disclosure may
be achieved by providing a method for reducing dental sensitivity of teeth of
a subject. The
method may include applying any one of the film forming composition disclosed
herein with the
teeth of the subject in need thereof.
[0015] In at least one implementation, the method may further include treating
the teeth with a
toothpaste. In another implementation, the film forming composition may be
applied after
treating the teeth with the toothpaste.
[0016] The foregoing and/or other aspects and utilities embodied in the
present disclosure may
be achieved by providing a method for preparing any one of the film forming
compositions
disclosed herein. The method may include contacting the hydrophobic copolymer,
the rosin, and
the orally acceptable solvent with one another.
[0017] Further areas of applicability of the present disclosure will become
apparent from the
detailed description provided hereinafter. It should be understood that the
detailed description
and specific examples, while indicating some typical aspects of the
disclosure, are intended for
purposes of illustration only and are not intended to limit the scope of the
disclosure.
DETAILED DESCRIPTION
[0018] The following description of various typical aspect(s) is merely
exemplary in nature and
is in no way intended to limit the disclosure, its application, or uses.
[0019] As used throughout, ranges are used as shorthand for describing each
and every value
that is within the range. Any value within the range may be selected as the
terminus of the range.
In addition, all references cited herein are hereby incorporated by reference
in their entireties. In
3
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
the event of a conflict in a definition in the present disclosure and that of
a cited reference, the
present disclosure controls.
[0020] Unless otherwise specified, all percentages and amounts expressed
herein and elsewhere
in the specification should be understood to refer to percentages by weight.
The amounts given
are based on the active weight of the material.
[0021] Additionally, all numerical values are "about" or "approximately" the
indicated value,
and take into account experimental error and variations that would be expected
by a person
having ordinary skill in the art. It should be appreciated that all numerical
values and ranges
disclosed herein are approximate values and ranges, whether "about" is used in
conjunction
therewith. It should also be appreciated that the term "about," as used
herein, in conjunction
with a numeral refers to a value that may be 0.01% (inclusive), 0.1%
(inclusive), 0.5%
(inclusive), 1% (inclusive) of that numeral, 2% (inclusive) of that
numeral, 3% (inclusive)
of that numeral, 5% (inclusive) of that numeral, 10% (inclusive) of that
numeral, or 15%
(inclusive) of that numeral. It should further be appreciated that when a
numerical range is
disclosed herein, any numerical value falling within the range is also
specifically disclosed.
[0022] The present inventors have surprisingly and unexpectedly discovered
that applying a film
forming composition including a hydrophobic polymer (e.g., a
acrylate/octylacrylamide
copolymer) and/or a rosin to surfaces of teeth enhances the occlusion of
dentin tubules thereof.
The present inventors have also surprisingly and unexpectedly discovered that
applying the film
forming composition including the hydrophobic polymer and/or the rosin after
treatment with a
toothpaste for sensitivity maintains, enhances, and/or facilitates the
occlusion of dentin tubules,
even after an acid challenge.
COMPOSITIONS
[0023] Compositions disclosed herein may be or include an oral care product or
a film forming
composition thereof. For example, the compositions disclosed herein may be an
oral care
product including the film forming composition, or the film forming
composition thereof. In at
least one implementation, the film forming composition may include one or more
hydrophobic
polymers and/or one or more rosins. For example, the film forming composition
may include an
acrylate/octylacrylamide copolymer and/or a rosin, such as an at least
partially hydrogenated
rosin. As further described herein, the film forming compositions and/or one
or more
4
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
components thereof may be capable of or configured to enhance, facilitate,
and/or maintain
occlusion of dentin tubules of teeth when applied to surfaces thereof. For
example, the film
forming compositions and/or one or more components thereof may be configured
to at least
partially occlude the dentin tubules of teeth to reduce the sensitivity of the
teeth. The film
forming compositions disclosed herein may also be configured to enhance,
facilitate, and/or
maintain the occlusion of the dentin tubules treated with a toothpaste. For
example, the film
forming compositions disclosed herein may be applied prior to, along with,
and/or after
treatment with a toothpaste to enhance, facilitate, and/or maintain the
ability of the toothpaste to
occlude dentin tubules.
Hydrophobic Polymers
100241 The one or more hydrophobic polymers of the film forming composition
may be or
include, but are not limited to, hydrophobic film forming polymers, such as
hydrophobic film
forming polymers having functional groups with properties that provide
relatively increased
adhesion to surfaces of the oral cavity (e.g., surfaces of teeth).
Illustrative functional groups may
include, but are not limited to, carboxyl groups, phosphate groups, hydroxyl
groups, amines,
disulfides, nitro groups, or the like, and combinations thereof.
100251 In at least one implementation, the hydrophobic polymer may be or
include a copolymer.
For example, the hydrophobic polymer may be or include a carboxylated acrylic
copolymer. In
another example, the hydrophobic polymer may be a copolymer of octylacrylamide
and one or
more monomers, where the one or more monomers may include one or more of
acrylic acid,
methacrylic acid, and any one or more simple esters thereof. In yet another
example, the
hydrophobic polymer may be a polymer formed from octylacrylamide, t-
butylaminoethyl
methacrylate, and one or more monomers of acrylic acid, methaciylic acid, or
any one or more
simple esters thereof. Illustrative carboxylated acrylic copolymers may be or
include, but are not
limited to, those sold under the trade names DERMACRYL , AMPHOMER , BALANCE ,
and VERSACRYL , which are commercially available from AkzoNobel Company,
Surface
Chemistry of Amsterdam, Netherlands. For example, the carboxylated acrylic
copolymers may
be or include, but are not limited to, AMPHOMER 4961, AMPHOMER HC,
DERMACRYL 2.0, RESYNTm XP, a hydrophobic copolymer selected from
octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as
AMPHOMER
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
LV-71, AN/PHONIER , AMPHOMER EDGE, BALANCE 47, or the like, and
combinations thereof, all of which are commercially available from AkzoNobel
Company,
Surface Chemistry of Amsterdam, Netherlands. The hydrophobic copolymer may be
selected
from VA/butyl maleate/isobornyl acrylate copolymer, such as ADVANTAGETm PLUS
from
Ashland Global Specialty Chemicals Inc. of Covington, KY. The hydrophobic
copolymer may
be selected from acrylates/t-butylacrylamide copolymer, such as ULTRAHOLD
STRONG and
ULTRAHOLDO8 from BASF SE of Ludwigshafen, Germany. The hydrophobic copolymer
may be selected from acrylates/dimethylaminoethyl methacrylate copolymer, such
as the
EUDRAGIT range of polymers from Evonik Industries of Essen, Germany, such as
EUDRAGITOE100, EUDRAGIT E PO, EUDRAGIT RS 100, EUDRAGIT RS PO,
EUDRAGIT RL PO, EUDRAGIT RL 100, or the like, and combinations thereof. The
hydrophobic copolymer may be selected from polyvinylpyrrolidone/vinyl acetate,
such as the
PVPNA series of polymers from Ashland Global Specialty Chemicals Inc. of
Covington, KY.
The hydrophobic copolymer may be selected from triacontanyl PVP, such as
GANEXTM WP-
660 from Ashland Global Specialty Chemicals Inc. of Covington, KY. The
hydrophobic
copolymer may be selected from at least one of
octylacrylamide/acrylates/butylaminoethyl
methacrylate copolymer, VA/butyl maleate/isobornyl acrylate copolymer,
acrylates/t-
butylacrylamide copolymer, polyvinylpyrrolidone/vinyl acetate copolymer,
triacontanyl PVP
copolymer, acrylates/dimethylaminoethyl methacrylate copolymer, or mixtures
thereof. In an
preferred implementation, the hydrophobic polymer may be a copolymer of 2-
Propenoic acid, 2-
methyl-, 2-methylpropyl ester, polymer with 2-propenoic acid and N-(1 ,1,3,3-
tetramethylbuty1)-
2-propenamide or 2-propenoic acid, 2-methyl-, 2-methylpropyl ester, 2-
propenoic acid, N-
(1,1,3,3-tetramethylbutyl) -2-propenamide copolymer (CAS 129702-02-9). For
example, the
hydrophobic polymer may be or include, but is not limited to, DERMACRYL 79,
which is
commercially available from AkzoNobel Company, Surface Chemistry of Amsterdam,
Netherlands.
100261 The amount or concentration of the one or more hydrophobic polymers
present in the oral
care product or the film forming composition thereof may vary widely. In at
least one
implementation, the amount of the one or more hydrophobic polymers present may
be from
about 1 weight % to about 50 weight ()/0, based on a total weight of the oral
care product or the
film forming composition thereof. For example, the amount of the one or more
hydrophobic
6
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
polymers present may be from about 1 weight %, about 5 weight 10, about 10
weight /0, about
15 weight %, about 20 weight %, or about 25 weight % to about 30 weight %,
about 35 weight
%, about 40 weight %, about 45 weight %, or about 50 weight %. In another
example, the
amount of the one or more hydrophobic polymers present may be from about 1
weight % to
about 50 weight %, about 5 weight % to about 45 weight %, about 10 weight % to
about 40
weight A), about 15 weight % to about 35 weight %, about 20 weight % to about
30 weight %, or
about 22.5 to about 28.5, or about 25 weight %. In at least one
implementation, the amount of
the one or more hydrophobic polymers present may be from about 10 weight % to
about 30
weight %, based on a total weight of the oral care product or the film forming
composition
thereof. For example, the amount of the one or more hydrophobic polymers
present may be from
about 10 weight /0, about 12 weight %, about 14 weight %, about 16 weight %,
about 18 weight
%, about 19 weight %, or about 19.5 weight % to about 20.5 weight %, about 21
weight %,
about 22 weight %, about 24 weight %, about 26 weight %, about 28 weight %, or
about 30
weight %, based on a total weight of the oral care product or the film forming
composition
thereof. In another example, the amount of the one or more hydrophobic
polymers present may
be from about 10 weight % to about 30 weight %, about 12 weight % to about 28
weight %,
about 14 weight % to about 26 weight %, about 16 weight % to about 24 weight
/0, about 18
weight % to about 22 weight %, about 19 weight % to about 21 weight %, or
about 19.5 weight
% to about 20.5 weight /0, based on a total weight of the oral care product
or the film forming
composition thereof. In a preferred implementation, the amount of the one or
more hydrophobic
polymers present may be from about 19 weight % to about 21 weight %, about
19.5 weight % to
about 20.5 weight %, or about 20 weight /0, based on a total weight of the
oral care product or
the film forming composition thereof.
Desensitizing Agents
100271 The oral care product or the film forming composition thereof may
include one or more
desensitizing agents. Illustrative desensitizing agents may be or include, but
are not limited to,
potassium salts (e.g., potassium nitrate, potassium bicarbonate, potassium
chloride, potassium
citrate, potassium oxalate, etc.); arginine, other occluding agents, such as
calcium carbonate,
and/or other small particle occlusive agents such as amorphous silicas,
camphor, eugenol;
7
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
strontium salts; zinc salts, AC43; chloride salts, and the like, and mixtures
or combinations
thereof.
[00281 The amount or concentration of the one or more desensitizing agents
present in the oral
care product or the film forming composition thereof may vary widely. In at
least one
implementation, the desensitizing agents may be presented in an effective
amount to at least
partially reduce or maintain sensitivity of teeth. For example, the
desensitizing agent may be
present in an amount of from about 0.01 weight ,10 to about 20 weight ,10,
based on a total weigh
of the oral care composition or the film forming composition thereof. For
example, the
desensitizing agent may be present in an amount of from about 0.01 weight %,
about 1 weight A,
about 2 weight %, about 4 weight %, about 6 weight %, about 8 weight A, or
about 10 weight %
to about 12 weight %, about 14 weight %, about 16 weight %, about 18 weight %,
or about 20
weight %, based on a total weigh of the oral care composition or the film
forming composition
thereof.
Rosin
[00291 The oral care product or the film forming composition thereof may
include one or more
rosins. in at least one implementation, the one or more rosins may be at least
partially
hydrogenated. The one or more rosins may be completely or frilly hydrogenated.
Hydrogenated
rosins may be rosin acids or resin acids that have at least some of their
carbon-carbon double
bonds hydrogenated. It should be appreciated that the relatively greater
degree in which the
rosins are hydrogenated, the more colorless they appear to the human eye.
Accordingly, in at
least one implementation, the oral care product or the film forming
composition thereof may
include a filly hydrogenated rosin that may be transparent or substantially
transparent.
100301 Illustrative rosins may be or include, but are not limited to, rosins
from the class of rosins
known in the art as the col ophoni um class. Members of the colophoni um.
class are non-synthetic
naturally-derived sticky resins (e.g., typically derived from various species
of pine).
Colophoni urn may include a substantial fraction of resin acid components that
are isomeric with
abietic acid (C2013002). Examples of colophonium may also include
dary'drobietic acid
(C20113202) and/or dehydroabietic acid (C201-12802). Colophonium may range
from black to
substantially colorless, although resins from this class may typically be pale
yellow to amber in
color and have a density of about 1.07 to about 1.09 glcm3. Various materials
that are
8
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
individually referred to as "colophonium" include Canadian balsam, Olibanum
balsam, Elemi
resin, Opopanax resin, Tolu balsam, Peruvian balsam, and POLY_PALETM resin,
which is a
partially dimerized rosin commercially available from Eastman Chemical Company
of
Kingsport, TN. Illustrative rosins may also be or include, but are not limited
to, wood rosin, gum
rosin, tall oil rosin and mixtures thereof. The rosins may be in a crude state
or a refined state.
[0031] In a preferred implementation the one or more rosins of the film
forming composition,
when present, may be or include, but is not limited to, FORALTm AX-E, a fully
hydrogenated
tree rosin that has been distilled and dimerized, which is commercially
available from Eastman
Chemical Company. FORALTM AX-E is nearly colorless and in some implementations
is more
stable than colophonium components. FORALTM AX-E resists oxidation and retains
its
substantially colorless characteristics over time. Other suitable commercially
available rosins
include STAYBELITETm Resin-E, a partially hydrogenated rosin available from
Eastman
Chemical Company, which also exhibits good oxidation resistance and pale
color. Additional
suitable commercially available rosins include PAMITETm (tall oil rosin),
DYMEREXTm
(dimerized rosin), POLYSTIX 90 (partially dimerized rosin), DRESINATETm
(rosin soap) and
PERMALYNTm NC-11 (noncrystalline rosin), all of which are commercially
available from
Eastman Chemical Company.
[0032] The amount or concentration of the one or more rosins present in the
oral care product or
the film forming composition thereof may vary widely. In at least one
implementation, the
amount of the rosins present in the film forming composition may be from about
1 weight % to
about 9 weight %, based on a total weight of the oral care product or the film
forming
composition thereof. For example, the amount of the rosins present in the film
forming
composition may be from about 1 weight %, about 2 weight %, about 3 weight %,
about 4
weight %, or about 4.5 weight % to about 5.5 weight %, about 6 weight %, about
7 weight %,
about 8 weight % , or about 9 weight %, based on a total weight of the oral
care product or the
film forming composition thereof. In another example, the amount of the rosins
present in the
film forming composition may be from about 1 weight % to about 9 weight %,
about 2 weight %
to about 8 weight %, about 3 weight % to about 7 weight %, about 4 weight % to
about 6 weight
%, or about 4.5 weight % to about 5.5 weight %. In a preferred implementation,
the amount of
the rosins present may be from about 4 weight % to about 6 weight %, about 4.5
weight % to
about 5.5 weight %, or more preferably about 5 weight %.
9
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
Derivative of cellulose
100331 The oral care product or the film forming composition thereof may
include one or more
derivatives of cellulose or cellulose derivatives. The cellulose derivatives
may be or include, but
is not limited to, an alkyl cellulose ether. As used herein, the expression
"alkyl cellulose ether"
may refer to a lower alkyl ether of cellulose, such as an ethyl cellulose. In
a preferred
implementation, the cellulose derivative is ethyl cellulose. The degree of
ethoxylation and/or the
viscosity of the ethyl cellulose may vary. For example, the ethyl cellulose
may have a degree of
ethoxylation of about 45% to about 500/0 and a viscosity of about 3 cP to
about 70 cP (5%
solution at 25 C measured in a Ubbelohde viscometer). In another example, the
ethyl cellulose
may have an average substitution value of about 2.25 to about 2.60 ethoxyl
groups per
anhydroglucose unit, or about 44% to about 52% ethoxyl content. In yet another
example, the
ethyl cellulose may have an average substitution value of about 2.46 to about
2.58 ethoxyl
groups per anhydroglucose unit, corresponding to an ethoxyl content of about
48% to about
49.5%. Illustrative ethyl celluloses may be or include, but are not limited
to, AQUALON
N100 ethyl cellulose, commercially available from Hercules Inc. of Wilmington,
DE.,
ETHOCEL Standard 100, E'FHOCELTm E7, ETHOCELTm E22, ETHOCELTm E50, or the
like,
and mixtures thereof, all of which are commercially available from the Dow
Corning Company.
[0034] The amount or concentration of the cellulose derivatives present in the
oral care product
or the film forming composition thereof may vary widely. In at least one
implementation, the
amount of the cellulose derivatives present in the film forming composition
may be from about
0.01 weight % to about 50 weight %, based on a total weight of the oral care
product or the film
forming composition thereof. For example, the amount of the cellulose
derivatives present in the
film forming composition may be from about 0.01 weight %, about 0.1 weight %,
about 0.2
weight %, about 0.3 weight %, about 0.4 weight % , about 0.5 weight %, about
0.6 weight %,
about 0.7 weight %, about 0.8 weight %, about 0.9 weight /0, about 1 weight
/0, about 5 weight
%, about 10 weight %, about 15 weight %, about 20 weight %, or about 25 weight
% to about 30
weight %, about 35 weight %, about 40 weight %, about 45 weight %, or about 50
weight %. In
another example, the amount of the cellulose derivative present may be from
about 0.01 weight
%, about 0.1 weight %, about 0.2 weight %, about 0.3 weight %, about 0.4
weight %, about 0.5
weight %, about 0.6 weight %, about 0.7 weight %, or about 0.8 weight % to
about 0.9 weight
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
/0, about 1 weight %, about 1.1 weight 10, about 1.2 weight 10, about 1.3
weight %, about 1.4
weight %, about 1.5 weight %, about 1.6 weight %, or about 1.7 weight %. In
another example,
the amount of the cellulose derivatives present in the film forming
composition may be from
about 1 weight % to about 50 weight %, about 5 weight A) to about 45 weight
%, about 10
weight % to about 40 weight %, about 15 weight % to about 35 weight %, about
20 weight % to
about 30 weight %, or about 22.5 to about 28.5, or about 25 weight %. In
another
implementation, the amount of the cellulose derivatives present in the film
forming composition
may be from about 10 weight % to about 16 weight %. For example, the amount of
the cellulose
derivatives present in the film forming composition may be from about 10
weight %, about 11
weight 04), about 12 weight 10, or about 12.5 weight % to about 13.5 weight
%, about 14 weight
%, about 15 weight %, or about 16 weight %, based on a total weight of the
oral care product or
the film forming composition thereof. In another example, the amount of the
cellulose
derivatives present in the film forming composition may be from about 10
weight % to about 16
weight %, about 11 weight % to about 15 weight %, about 12 weight % to about
14 weight %, or
about 12.5 weight % to about 13.5 weight /0. In a preferred implementation,
the amount of the
cellulose derivative, such as ethyl cellulose, present in the film forming
composition may be
from about 12 weight % to about 14 weight 10, or about 13 weight /0.
Fatty Acids
100351 The oral care product or the film forming composition thereof may
optionally include one
or more fatty acids configured to serve as a plasticizer and/or improve
durability of the film
formed from the film forming composition. Illustrative fatty acids may be or
include, but are not
limited to, one or more food grade fatty acids, such as, for example, stearic
acid and oleic acid.
Illustrative oleic acids may include EMERSOL oleic acid, commercially
available from
DeWolf Chemical of Warwick, RI., and PAMOLYN oleic acid, commercially
available from
Eastman Chemical Company of Kingsport, TN. The fatty acids may be present in
the oral care
product or the film forming composition thereof in an amount from about 0.01
weight % to about
2 weight %, based on a total weight of the oral care product or the film
forming composition
thereof.
Adhesive or Adhesion Enhancing Agent
11
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
100361 In at least one implementation, the oral care product or the film
forming composition
thereof may optionally include one or more adhesives configured to improve,
maintain, and/or
facilitate the adhesion of the film formed from the film forming composition
to surfaces of the
oral cavity. The one or more adhesives may also be configured to increase the
hydrophobicity of
the film formed from the film forming composition, thereby allowing the film
to withstand
external challenges, such as abrading, rubbing, or brushing.
[0037] Illustrative adhesives may be or include, but are not limited to, alkyd
resins, polyvinyl
acetaldehydes, polyvinyl alcohols, polyvinyl acetates, poly(ethylene oxide),
polyactylates,
ketone resins, polyvinylpyrolidone, polyvinylpyrolidonelvinyl acetate
copolymer, polyethylene
glycols of 200 to 1000 molecular weight, polyoxyethylenelpolyoxopropylene
block copolymers
(Polyox), silicon resins, or the like, and mixtures or combinations thereof.
In at least one
implementation, the one or more adhesives may include siloxane polymers, which
are also
generally known in the art as "silicone" polymers. Illustrative silicone-based
hydrophobic
polymers may be or include, but are not limited to, polyorganosiloxane,
polydiorganosiloxane,
and the like, and combinations thereof. In at least one implementation, the
adhesion enhancing
agent includes at least one silicon pressure sensitive adhesive (PSA). Such
PSAs may be
pressure sensitive hydrophobic polymers specifically designed for
pharmaceutical use and are
permeable to many drug compounds and find application for the transdermal
application of
various compounds. In some implementations, the silicone polymers are the
copolymer product
of mixing a silanol terminated polydiorganosiloxane, such as polydimethyl
siloxane, with a
silanol-containing silicone resin, whereby the silanol groups of the
polydiorganosiloxane
undergo a condensation reaction with the silanol groups of the silicone resin
such that the
polydiorganosiloxane is lightly crosslinked by the silicone resin (that is,
the
polydiorganosiloxane chains are bonded together through the resin molecules to
give chain
branching and entanglement and/or a small amount of network character) to form
the silicone
hydrophobic polymers. In at least one implementation, the adhesion enhancing
agents are
available under the trade name BIO-PSA from the Dow Corning Company of
Midland, MI. The
modification of a ratio of silicone resin to polydiorganosiloxane modifies the
tackiness of the
polymer. This ratio may be in the range of about 70:30 to about 50:50. For
example, the BIO-
PSA silicone commercially available from Dow-Corning is available in varying
silicone resin to
silicone polymer ratios, namely, 65/35 (low tack), 60/40 (medium tack), and
55/45 (high tack).
12
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
Such a polyorganosiloxane PSA is available dissolved in either ethyl acetate
solvent or
dimethicone. In at least one implementation, the adhesion enhancing agent may
include Silicone
Adhesive 8-7016, commercially available from Dow Corning Corporation of
Midland, MI.
[00381 In some embodiments, the adhesive is a natural resin. Illustrative
natural resins may be
or include, but are not limited to, shellac, rosins, or the like, and mixtures
or combinations
thereof. Shellac is commercially available and may be provided with a solvent
(e.g. ethanol).
One such commercially available shellac, known as Refined Pharmaceutical
Glaze, is available
from Mantrose-Haeuser Co., Inc. of Westport, CT. The adhesive may also be or
include any one
or more of the rosins disclosed herein.
[0039] The amount or concentration of the adhesion enhancing agents present in
the oral care
product or the film forming composition thereof may vary widely. The amount of
the adhesion
enhancing agents present in the film forming composition may be from about 1
weight % to
about 5 weight %. For example, the amount of the adhesion enhancing agents
present in the film
forming composition may be from about 1.0 weight %, about 1.5 weight (Yo,
about 2.0 weight %,
about 2.5 weight %, or about 3.0 weight % to about 3.5 weight %, about 4.0
weight %, about 4.5
weight %, or about 5.0 weight %. In another example, the amount of the
adhesion enhancing
agents present in the film forming composition may be from about 1.0 weight %
to about 5.0
weight %, about 1.5 weight % to about 4.5 weight %, about 2.0 weight % to
about 4.0 weight %,
or about 2.5 weight % to about 3.5 weight 4310. In yet another example, the
amount of the
adhesion enhancing agents present in the film forming composition may be
greater than or equal
to greater than or equal to 1.0 weight %, greater than or equal to 1.5 weight
%, greater than or
equal to 2.0 weight %, greater than or equal to 2.5 weight %, greater than or
equal to 3.0 weight
%, greater than or equal to 3.5 weight %, greater than or equal to 4.0 weight
%, or greater than or
equal to 4.5 weight %. In another example, the amount of the adhesion
enhancing agents present
in the film forming composition may be less than or equal to 1.0 weight %,
less than or equal to
1.5 weight %, less than or equal to 2.0 weight %, less than or equal to 2.5
weight %, less than or
equal to 3.0 weight %, less than or equal to 3.5 weight %, less than or equal
to 4.0 weight %, less
than or equal to 4.5 weight (Yo, or less than or equal to 5.0 weight %. In a
typical implementation,
the amount of the adhesion enhancing agents present in the film forming
composition is about
3.0 weight %.
13
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
Thickening System
[0040] In at least one implementation, the oral care product or the film
forming composition
thereof may optionally include a thickening system having one or more
thickeners. The one or
more thickeners may be any orally acceptable thickener or thickening agent.
Illustrative
thickeners may be or include, but are not limited to, colloidal silica, fumed
silica, a cross-linked
polyvinylpyrrolidone (PVP) polymer, cross-linked polyvinylpyrrolidone (PVP),
and the like, and
mixtures or combinations thereof The thickening system may include a cross-
linked
polyvinylpyrrolidone (PVP) polymer. The thickening system may also include
POLYPLASDONE XL 10F, which is commercially available from Ashland Inc. of
Covington,
KY. Additional illustrative thickeners may include, but are not limited to,
carbomers (e.g.,
carboxyvinyl polymers), carrageenans (e.g., Irish moss, carrageenan, iota-
carrageenan, etc.), high
molecular weight polyethylene glycols (e.g., CARBOWAX , which is commercially
available
from The Dow Chemical Company of Midland, MI), cellulosic polymers,
hydroxyethylcellulose,
carboxymethylcellulose, and salts thereof (e.g., CMC sodium), natural gums
(e.g., karaya,
xanthan, gum arabic, and tragacanth), colloidal magnesium aluminum silicate,
hydrophilic
polymers, such as carbomers, such as carboxymethylene polymers, such as
acrylic acid
polymers, and acrylic acid copolymers, and the like, and mixtures or
combinations thereof
Carboxypolymethylene is a slightly acidic vinyl polymer with active carboxyl
groups. One such
carboxypolymethylene is CARBOPOL 974 and/or 980, commercially available from
Noveon,
Inc. of Cleveland, OH. In at least one implementation, the one or more
thickeners may be or
include a cellulose ether, selected from one or more of hydroxyalkyl cellulose
polymers, such as
hydroxypropyl methyl cellulose (HPMC), hydroxypropyl cellulose, hyrdoxyethyl
cellulose,
methyl cellulose, ethylcellulose, carboxymethyl cellulose, and mixtures or
combinations thereof.
[0041] In at least one implementation, the thickening system may include a
single thickener. For
example, the thickening system may include the cross-linked
polyvinylpyrrolidone (PVP)
polymer. In another implementation, the thickening system may include a
plurality of
thickeners. For example, the thickening system may include the cross-linked
PVP polymer and a
silica thickener. In another example, the thickening system may include a
plurality of silica
thickeners.
[0042] The amount or concentration of the thickening system and/or the
thickeners thereof
present in the oral care product or the film forming composition thereof may
vary widely. The
14
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
amount of the thickening system and/or the thickeners thereof present in the
oral care product or
the film forming composition thereof may be from about 10 wt% to about 30 wt%
based on the
total weight of the oral care product or the film forming composition thereof.
For example, the
amount of the thickening system and/or the thickeners thereof present in the
oral care product or
the film forming composition thereof may be from about 10 wt%, about 11 wt%,
about 12 wt%,
about 13 wt%, about 14 wt?/o, about 15 wt%, about 16 wt%, about 17 wt%, about
18 wt%, about
19 wt?/o, about 20 wt%, or about 21 wt% to about 22 wt?/o, about 23 wt%, about
24 wt%, about
25 w-t%, about 26 wt/o, about 27 wt%, about 28 wt?/o, about 29 wt%, or about
30 wt%. In
another example, the amount of the thickening system and/or the thickeners
thereof present in
the oral care product or the film forming composition thereof may be from
about 12 wt% to
about 30 wt%, about 13 wt% to about 29 wt%, about 14 wt% to about 28 wt%,
about 15 wt% to
about 27 wt%, about 16 wt% to about 26 wt%, about 17 wt% to about 25 wt%,
about 18 wt% to
about 24 wt%, about 19 wt% to about 23 wt%, or about 20 wt% to about 22 wt%.
In a typical
implementation, the amount of the thickening system and/or the thickeners
thereof present in the
oral care product or the film forming composition thereof may be from about 20
wt% to about 22
wt%, more typically about 21 wt%.
Flavoring Agents
[0043] The film forming composition may also include one or more flavoring
agents.
Illustrative flavoring agents that may be utilized in the film forming
composition may be or
include, but are not limited to, essential oils and various flavoring
aldehydes, esters, alcohols,
and similar materials, as well as sweeteners such as sodium saccharin, and the
like, and mixtures
or combinations thereof. Illustrative essential oils may include, but are not
limited to, oils of
spearmint, peppermint, wintergreen, sassafras, clove, sage, eucalyptus,
marjoram, cinnamon,
lemon, lime, grapefruit, and orange. Also useful are chemicals such as
menthol, carvone,
anethole, and the like, and mixtures or combinations thereof. In a preferred
implementation, the
flavoring agents include oils of peppermint and spearmint.
[0044] The amount or concentration of the one or more flavoring agents present
in the oral care
product or the film forming composition thereof may vary widely. In at least
one
implementation, the amount of the one or more flavoring agents present may be
from about 0.01
weight % to about 50 weight %, based on a total weight of the oral care
product or the film
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
forming composition thereof. For example, the amount of the one or more
flavoring agents
present may be from about 0.01 weight %, about 1 weight %, about 5 weight %,
about 10 weight
%, about 15 weight %, about 20 weight %, or about 25 weight ()/0 to about 30
weight %, about 35
weight %, about 40 weight %, about 45 weight %, or about 50 weight %.
Orally Acceptable Vehicle
[0045] In at least one implementation, the film forming composition may be
dispersed or
dissolved in an orally acceptable vehicle. As used herein, the expression
"orally acceptable
vehicle" may refer to a suitable vehicle, ingredient, or combination of
ingredients, which can be
used to form and/or apply the film forming composition or one or more
components thereof to
surfaces of the oral cavity in a safe and effective manner. For example, the
orally acceptable
vehicle may be a suitable solvent, and the film forming composition may be
dispersed, dissolved,
mixed, or otherwise contacted with the suitable solvent to prepare or form the
oral care product.
Illustrative solvents may be or include, but are not limited to, ethanol,
methanol, isopropanol,
butanol, water, acetone, methyl ethyl ketone, ethyl acetate, butyl acetate,
cyclohexanone,
cyclohexane, methylene chloride, chloroform, carbon tetrachloride,
trichloroethylene,
perchloroethylene, methyl glycol acetate, toluene, benzene, diethyl ether,
benzyl alcohol, or the
like, and mixtures or combinations thereof. In a preferred implementation, the
orally acceptable
vehicle is ethanol.
[0046] It should be appreciated that the orally acceptable vehicle may include
materials such as,
but not limited to, one or more antibacterial agents, anticalculus agents,
buffers, sources of
peroxide (e.g., hydrogen peroxide), alkali metal bicarbonate salts, thickening
materials,
humectants, water, surfactants, titanium dioxide, cooling agents, coloring
agents, and the like,
and combinations thereof. In at least one implementation, the film forming
composition or the
orally acceptable vehicle thereof may exclude any of the aforementioned
materials. For
example, the film forming composition or the orally acceptable vehicle thereof
may exclude
titanium dioxide (e.g., titanium dioxide particles for aiding and facilitating
occlusion of dentin
tubules).
[0047] The orally acceptable vehicle may make up the balance of the oral care
product. In at
least one implementation, the orally acceptable vehicle (e.g., ethanol) may be
present in an
amount of at least 60 weight %, at least 62 weight %, at least 64 weight %, at
least 66 weight %,
16
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
at least 68 weight 10, at least 70 weight %, at least 72 weight 10, at least
74 weight A), at least 76
weight %, at least 78 weight %, at least 80 weight %, at least 82 weight %, at
least 84 weight %,
at least 86 weight %, at least 88 weight %, at least 90 weight %, at least 92
weight %, at least 94
weight %, at least 96 weight A), at least 98 weight %, or at least 99 weight
%, based on a total
weight of the oral care product.
Additional ingredients
[0048] It should be appreciated by one having ordinary skill in the art, that
the oral care products
and/or the film forming compositions thereof may include other additional
ingredients/components. For example, the oral care products and/or the film
forming
compositions thereof may include desensitizing agents, viscosity modifiers,
diluents, surface
active agents (e.g., emulsifiers, foam modulators, etc.), pH modifying agents
(e.g., acids and
bases), humectants, mouth feel agents, sweetening agents, flavor agents,
colorants, preservatives,
and the like, and combinations and mixtures thereof. It should further be
appreciated by one
having ordinary skill in the art that while general attributes of each of the
above categories of
materials may differ, there may be some common attributes and any given
material may serve
multiple purposes within two or more of such categories of materials.
[0049] All ingredients for use in the compositions described herein should be
orally acceptable.
As used herein, "orally acceptable" may refer to any ingredient that is
present in a composition
as described in an amount and form that does not render the composition unsafe
for use in the
oral cavity.
METHODS
[0050] The present disclosure may provide methods for reducing dental
sensitivity of teeth in a
human or animal subject in need thereof, and methods for at least partially
occluding dentin
tubules of teeth in human or animal subjects in need thereof. As used herein
"animal subject"
may include higher order non-human mammals such as canines, felines, and
horses. The method
may include contacting any one of the film forming compositions disclosed
herein with surfaces
of the oral cavity, such as surfaces of teeth. Contacting the surface of the
teeth with the film
forming composition may include applying the film forming composition directly
to the teeth
using a delivery device, such as a pen, (e.g., a COLGATE whitening pen or a
COLGATE
17
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
ACTISTm whitening pen, Colgate-Palmolive Company, New York, NY), a liquid
stick having an
applicator, such as a felt tip, brush, spray, roller ball, or non-woven pad,
or the like. Contacting
the surface of the teeth with the film forming composition may also include
disposing the film
forming composition in a dental tray (e.g., reservoir of a dental tray) and
disposing the dental
tray about the teeth.
[0051] The method may also include evaporating a solvent or orally acceptable
vehicle from the
film forming composition to form a film on the surfaces of the teeth. The
resulting film, formed
in situ, may at least partially occlude dentin tubules of the teeth to at
least partially reduce
sensitivity of the teeth. The method may also include maintaining the film on
the surfaces of the
teeth for at least 12 hours, at least one day, at least two days, at least
three days, at least four
days, or more.
[0052] The method may also include applying the film forming composition to
surfaces of the
teeth during or after treatment with a toothpaste, such as a toothpaste for
treating sensitive teeth
(e.g., Colgate Sensitive Pro-Relieff).
[0053] The method may include applying or contacting the oral care product
and/or the film
forming composition thereof with the surfaces of the teeth at predetermined
intervals. For
example, the method may include applying or contacting the oral care product
and/or the film
forming composition thereof with the surfaces of the teeth after brushing, on
a daily basis, every
other day, once or twice a week, or once a month. In another example, the
method may include
applying or contacting the oral care product and/or the film forming
composition thereof with the
surfaces of the teeth at least once a day, at least once every two days, at
least once every three
days, at least once every five days, at least once a week, at least once every
two weeks, or at least
once a month. The oral care product and/or the film forming composition
thereof may be
utilized for up to 2 weeks, up to 3 weeks, up to 4 weeks, up to 6 weeks, up to
8 weeks, or greater.
[0054] The present disclosure may further provide methods for preparing a film
forming
composition. The method may include mixing, dissolving, combining, or
otherwise contacting
each component of the film forming composition with one another. For example,
the method
may include contacting an acrylate/octylacrylamide copolymer, a rosin (e.g., a
hydrogenated
rosin), an orally acceptable vehicle or solvent, a cellulose derivative,
and/or a fatty acid with one
another. The components or ingredients of the film forming composition may be
homogenized
via any acceptable mixing technique or method.
18
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
[0055] All ingredients for use in the compositions described herein should be
orally acceptable.
As used herein, "orally acceptable" may refer any ingredient that is present
in a composition as
described in an amount and form which does not render the composition unsafe
for use in the
oral cavity.
EXAMPLES
100561 The examples and other implementations described herein are exemplary
and not
intended to be limiting in describing the full scope of compositions and
methods of this
disclosure. Equivalent changes, modifications and variations of specific
implementations,
materials, compositions and methods may be made within the scope of the
present disclosure,
with substantially similar results.
100571 Example 1
100581 The efficacy of exemplary film forming compositions (1)-(3) for
reducing sensitivity was
evaluated in vitro. Particularly, the efficacy of the film forming
compositions (1)-(3) for
plugging or occluding dentin tubules was evaluated. The test or exemplary film
forming
compositions (1)-(3) were prepared by combining the ingredients/components
according to Table
1. Particularly, the ingredients/components of each of the test film forming
(1)-(3) were
combined or otherwise contacted with one another in a spin mix jar and mixed
at about 3540
rpms for about 5 minutes or until a homogenous suspension was obtained.
Table 1
Test Film Forming Compositions (1)-(3)
(2) (3)
INGREDIENT/COMPONENT (1)
wt io wt% wt 4Y0
Acrylates/Octylacrylamide Copolymer 20.0 20.0 15?/0
Ethyl cellul ose 0.8 0.8
Hydrogenated Rosin 5.0 5.0
Titanium Dioxide 1.5
Fatty Acids 1.0 1.0
Arginine 1.5%
PCC 1.5%
Fumed Silica 2.8%
Ethanol 71.7 73.2 79.2%
Total 100 100 100%
19
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
[0059] Human molars were sliced and polished to prepare dentin slices. To
evaluate the efficacy
of the film forming compositions (1)-(3), each of the film forming
compositions was applied
directly to dry dentin surfaces of respective human dentin slices with a soft,
nail polish type of
brush. These were left at room temperature for 15 minutes, and then placed in
a PBS solution for
an additional 15 minutes. At the end of the 15 minutes, the film that was
formed on the dentin
surfaces was removed, and the procedure was repeated five times. Confocal
images of the dentin
slices (five per slice) were taken prior to treatment with the respective film
forming compositions
(1)-(3) to provide a baseline. Similarly, confocal images of the human dentin
slides (five per
slice) were taken after treatment to evaluate the ability of each of the film
forming compositions
(1)-(3) for occluding the dentin tubules. The results are summarized in Table
2.
Table 2
Percentage of Dentin Occlusion for Test Composition (1)-(3)
Test Composition Test Composition Test Composition
(1) (2) (3)
After
40.2% 43.6% 72.4%
Treatment
After
Coke/Acid 69.0%
Challenge
[0060] As illustrated in Table 2, each of the test film forming compositions
(1)-(3) provided
significant occlusion of the dentin tubules. Specifically, the first and
second film forming
compositions (1) and (2) provided 40.20% and 43.60% occlusion of the dentin
tubules,
respectively. It was surprisingly and unexpectedly discovered that the film
forming composition
that did not include titanium dioxide, which is properly sized to aid or
facilitate in the occlusion
of the dentin tubules, exhibited relatively increased occlusion of the
tubules, as compared to the
test composition (1) including the titanium dioxide. The film forming
composition (3)
containing arginine/PCC provided the best occlusion result. The polymer
coating was able to
deliver arginine/PCC into dentine tubules and block the tubules. More
surprisingly and
unexpectedly, the polymer was able to protect the blocked dentine tubules from
coke/acid
challenge and provided a longer lasting sensitivity relief benefit than
toothpaste (See Table 3).
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
These results demonstrated the ability of the film forming compositions (1)-
(3) for reducing
sensitivity and/or occlude dentin tubules.
100611 Example 2
100621 The efficacy of the exemplary film forming composition (1) of Example 1
for
maintaining, facilitating, and/or enhancing the occlusion of dentin tubules in
conjunction with a
commercial toothpaste for sensitivity (i.e., Colgate Sensitive Pro-Reliefin
was evaluated on
dentin slices. The study was conducted by preparing a slurry of the commercial
toothpaste and a
phosphate buffered saline (PBS) in a 3:1 ratio. The slurry was applied to the
dentin surface by
brushing with a soft, nail polish type of brush for 30 seconds, followed by 15
minutes of PBS
treatment. This procedure was repeated five times. Half of the dentin slices
received a one-time
treatment with the exemplary film forming composition (1), and the other half
did not. After
treatment, all of the human dentin slices were challenged with an acid (i.e.,
Coca Cola ) for one
minute. Confocal images were taken prior to any treatment (baseline), after
treatment with the
commercial toothpaste the exemplary film forming composition (1), and after
the acid challenge.
The results are summarized in Table 3.
Table 3
Percentage of Dentin Occlusion
Commercial Sensitive Toothpaste +
Sensitive Toothpaste Test Composition (1)
After Treatment 65.70% 67.70%
After Coke/Acid Challenge 32.80% 66.20%
100631 As illustrated in Table 3, applying the film forming composition (1) to
the teeth after
treatment with a commercial toothpaste, intended to provide sensitivity relief
by dentin tubule
occlusion, surprisingly allowed the teeth to maintain the high percentage of
dentin occlusions
after challenging with an acid.
100641 The present disclosure has been described with reference to exemplary
implementations.
Although a limited number of implementations have been shown and described, it
will be
appreciated by those skilled in the art that changes may be made in these
implementations
without departing from the principles and spirit of the preceding detailed
description. It is
intended that the present disclosure be construed as including all such
modifications and
21
CA 03112967 2021-03-16
WO 2020/081051 PCT/US2018/055972
alterations insofar as they come within the scope of the appended claims or
the equivalents
thereof.
22
