Drug – bio-affecting and body treating compositions – Dentifrices
Reexamination Certificate
2000-03-20
2002-12-10
Krass, Frederick (Department: 1614)
Drug, bio-affecting and body treating compositions
Dentifrices
C424S054000, C424S078180, C424S078230, C424S078240, C514S643000
Reexamination Certificate
active
06491898
ABSTRACT:
TECHNICAL FIELD
The present invention relates to a tooth coating composition.
BACKGROUND ART
The makeup of teeth is generally conducted by applying a composition containing a dye or pigment to the teeth.
For example, dental adhesives and the like have been known as means for applying such a composition to the teeth. These means are such that a monomer is applied to the teeth and polymerized in a short period of time by irradiation of ultraviolet light or heating for the purpose of enhancing the adhesive strength so as to keep the coating over a long period of time (for example, Japanese Patent Application Laid-Open Nos. 69494/1978 and 113089/1977).
On the other hand, the makeup of teeth requires such moderate adhesive strength that the coating is not easily peeled by eating and drinking, but can be easily removed if necessary. However, the application by the above-described dental adhesive is difficult to control the adhesive strength and the degree of application.
Accordingly, it is an object of the present invention to provide a tooth coating composition having such moderate adhesive strength that the coating is not easily peeled by eating and drinking, but can be easily removed if necessary.
DISCLOSURE OF THE INVENTION
The present inventors have found that a tooth coating composition comprising a film-forming polymer containing at least one carboxyl group or the like and having respective specific solubilities in water and ethanol, and water or/and a lower alcohol has moderate adhesive strength.
According to the present invention, there is thus provided a teeth coating composition comprising (A) a polymer having one or more carboxyl (—COOH) or carbonyloxycarbonyl (—COOCO—) groups in its molecule, a weight average molecular weight of 10,000 to 5,000,000, a solubility of 1 g or higher in 100 g of absolute ethanol at 20° C. and a solubility of 10 g or lower in 100 g of water at 20° C., and (B) water or an alcohol having 1 to 5 carbon atoms.
According to the present invention, there is also provided a method for coating teeth, which comprises applying the tooth coating composition described above to teeth.
According to the present invention, there is further provided use of the polymer (A) described above for coating teeth.
BEST MODE FOR CARRYING OUT THE INVENTION
The polymer (A) useful in the practice of the present invention has one or more carboxyl or carbonyloxycarbonyl groups in its molecule, and is preferably a polymer having, as a main chain, a chain obtained by polymerizing polymerizable vinyl group, and one or more carboxyl or carbonyloxycarbonyl groups at its side chains.
The side chain of the polymer (A) may have any other group than the carboxyl or carbonyloxycarbonyl group, and may have any other group than a phosphoric acid residue, for example, a sulfonic, hydroxyl or amide group.
Examples of the polymer (A) include homopolymers and copolymers having a structural unit represented by the following formula (1):
wherein R
1
and R
2
are the same or different from each other and are independently a hydrogen or halogen atom or a hydrocarbon group which may be substituted by a halogen atom, and at least one of R
3
and R
4
are the same or different from each other and are independently a group substituted by a carboxyl or carbonyloxycarbonyl group through an organic group, and the other group is a hydrogen or halogen atom or a hydrocarbon group which may be substituted by a halogen atom, with the proviso that R
3
and R
4
may form together a carbonyloxycarbonyl group.
Preferable examples of the polymer (A) include homopolymers and copolymers having a structural unit represented by the following formula (2):
wherein R
5
is a hydrogen atom or a hydrocarbon group which may be substituted by a halogen atom, X is —COO— or —CON(R
6
)—, in which R
6
is a hydrogen atom or an alkyl group, A
1
is a single bond or a hydrocarbon group which may be substituted by a halogen atom, B
1
is a single bond, —OCO—, —COO—, —O—, —NHCO— or —CONH—, or may represent a polyalkyleneoxy or poly(alkyleneoxy)carbonyl group together with A
1
, and Y is a hydrogen atom, a carboxyl group, an aryl group substituted by 1 to 3 carboxyl groups, an alkyl or alkenyl group substituted by 1 or 2 carboxyl groups, or a carbonyloxycarbonyl-substituted aryl group.
In the formula (2), —COO— is preferred as X. A single bond or a linear or branched alkylene group having 1 to 20 carbon atoms is preferred as A
1
, and a single bond or —OCO is preferred as B
1
. It is also preferred that A
1
and B
1
represent a poly(alkyleneoxy)carbonyl group together with each other. As Y, is preferred a hydrogen atom, a phenyl or naphthyl group substituted by 1 to 3 carboxyl groups, a C
1-4
alkyl or alkenyl group substituted by 1 or 2 carboxyl groups, a naphthalenedicarboxylic acid anhydride residue or a phthalic acid anhydride residue.
Preferable other examples of the polymer (A) include homopolymers and copolymers having a structural unit represented by the following formula (3):
wherein R
7
and R
8
are the same or different from each other and are independently a single bond or an organic group which may be substituted.
In the formula (3), it is particularly preferred that R
7
and R
8
are the same or different from each other and are independently a single bond or a C
1-20
alkylene group.
Examples of another monomer in the case where the polymer (A) is a copolymer having the structural unit of the formula described above include other monomers than the carboxyl and carbonyloxycarbonyl groups, which may have a functional group. For example, one or more of (meth)acrylates (C
1
to C
18
alkyl esters, C
2
to C
18
alkenyl esters, cycloalkyl esters, alkoxyalkyl esters, cyclic ether esters, phenoxyalkyl esters, dialkylaminoalkyl esters, polyoxyalkylene esters, etc.), (meth)acrylamides (amides, alkylamides, dialkylamides, etc.), aliphatic vinyls (C
1
to C
24
aliphatic vinyls, etc.), styrene monomers (styrene, alkylstyrene monomers, etc.), vinylpyridine monomers, vinylpyrrolidone monomers and maleimides (N-phenyl- maleimide, etc.) may also be used. Examples of monomers having a sulfonic acid residue include 2-acrylamide-2-methylpropanesulfonic acid and sodium styrenesulfonate. These other monomers are preferably used in a proportion of about 2 to 10% of the whole monomer.
The weight average molecular weight of the polymer (A) is 10,000 to 5,000,000, preferably 10,000 to 1,000,000, more preferably 15,000 to 500,000, most preferably 20,000 to 200,000. If the weight average molecular weight is lower than 10,000, the strength of a coating formed on teeth becomes low, and so its durability is insufficient. If the weight average molecular weight is higher than 5,000,000, such a polymer is hard to be dissolved in a solvent, and so any tooth coating composition is hard to be prepared.
The polymer (A) must have such characteristics that the solubility in 100 g of absolute ethanol is 1 g or higher at 20° C. and the solubility in 100 g of water is 10 g or lower at 20° C. If the solubility in ethanol is lower than 1 g, any tooth coating composition is hard to be prepared. If the solubility in water exceeds 10 g, the water resistance of such a polymer is low, and so the durability of the resulting coating becomes insufficient. No upper limit is imposed on the solubility in absolute ethanol so far as it is 1 g or higher. On the other hand, the polymer (A) may be insoluble in water so far as the solubility in water is 10 g or lower. Incidentally, the solubility of a polymer in absolute ethanol is determined in the following manner. The polymer (10 g) is added to absolute ethanol (100 g), and the mixture is stirred at 20° C. for 1 hour. The remaining polymer is then separated by filtration to measure its weight, thereby finding an amount of the polymer dissolved from a difference between the weight of the polymer before the dissolution and the weight of the remaining polymer. The solubility of the calcium salt of the polymer is determined in the following manner. Calcium chloride in an equimolar amount to a carboxyl and/or phosphori
Nakano Yukihiro
Yamagishi Atsushi
Jagoe Donna
Kao Corporation
Krass Frederick
Oblon & Spivak, McClelland, Maier & Neustadt P.C.
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