JP2000103726A - Tooth surface coating agent and composition for oral cavity containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a tooth surface coating agent having a more excellent tooth surface coating action than that of a conventional one, excellent adsorbing action of other components such as a germicide, on a tooth surface, useful as a component for a composition for oral cavity by making the coating agent include a fatty acid salt. SOLUTION: This tooth surface coating agent comprises preferably 0.05-10 wt.% more preferably 0.1-5 wt.%, based on the total weight of the tooth coating agent, of a fatty acid salt. A 10-20C fatty acid salt may be cited as the fatty acid salt. An unsaturated higher fatty acid salt of the formula R-COO-.X (R is CnH2n+1; (n) is 9-19; X is Na+, K+ or NH4+) is preferable. To be concrete sodium salt, potassium salt, ammonium salt, or the like, of oleic acid, caproleic acid, lauroleic acid, myristoleic acid, palimtoleic acid and elaidic acid may be cited as the fatty acid salt. Especially sodium oleate is preferable.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a tooth surface coating agent and an oral composition containing the same.

[0002]

2. Description of the Related Art In order to impart gloss to a tooth surface and prevent plaque formation, it has been studied to apply a coating agent to the tooth surface or mix it with a dentifrice. As the coating agent, for example, wax, phosphate, shellac, polyvinylpyrrolidone and the like are known. However, these coating agents do not always have a satisfactory coating effect on the tooth surface, and there is room for study.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide a tooth-surface coating agent which has a superior tooth-surface coating effect and a superior effect of adsorbing other components such as a disinfectant to the tooth surface. Another object of the present invention is to provide an oral composition containing the same.

[0004]

Means for Solving the Problems The present inventors have conducted various studies on tooth surface coating agents, and as a result, have found that fatty acid salts are useful, and have reached the present invention. That is, the object can be achieved by the following means. (1) A tooth surface coating agent comprising a fatty acid salt. (2) The tooth surface coating agent according to the above (1), wherein the fatty acid salt contains a compound represented by the formula (1). ^{R-COO - · X (1} ) (. Wherein, R represents C _n H _{2n-1, n} represents an integer of 9 to 19, X is the Na ^+, represents a K ⁺ or NH ₄ ⁺⁾ ( 3) An oral composition comprising the tooth surface coating agent according to the above (1) or (2).

Conventionally, it has been studied to mix fatty acid salts into oral compositions, but the purpose of the compounding is, for example, to impart a surfactant effect or to be used in combination with a medicinal ingredient such as ascorbic acid. Thus, the effect of preventing and treating periodontal disease was enhanced. In the present invention, the fatty acid salt has an excellent tooth surface coating effect, and further has an effect of protecting the tooth surface from the acid produced by bacteria.
Thereby, adhesion of bacteria and food debris to teeth can be prevented.
Furthermore, the adsorbability of other components (for example, a bactericide) to the tooth surface can be improved. Thereby, the action of other components such as a bactericide can be directly expressed on the tooth surface, and the action can be maintained. The effects of these fatty acid salts are not known, and have been newly found by the study of the present inventors. Further, as another aspect, the present invention comprises a fatty acid salt (preferably a compound represented by the above formula (1)) as an active ingredient, and adsorbs a desired component (particularly, a quaternary ammonium salt) to the tooth surface. There are also uses as adsorption promoters that can be promoted. Hereinafter, specific embodiments of the present invention will be described.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION The fatty acid salt contained in the tooth surface coating agent of the present invention includes salts of higher fatty acids having 10 to 20 carbon atoms. The hydrocarbon group contained in the higher fatty acid having 10 to 20 carbon atoms may be linear or branched, and may be saturated or unsaturated. Examples of the cation include a potassium ion, a sodium ion, and an ammonium ion.

As the fatty acid salt, for example, caprate,
Laurate, tridecylate, myristate, palmitate, stearate, arachiate, oleate, caprolate, lauronate, myristoleate, palmitoleate, elaidate, etc. And salts of these compounds include sodium salts, potassium salts, ammonium salts and the like.

In the present invention, unsaturated higher fatty acid salts having 10 to 20 carbon atoms are preferred. Preferably, it is a compound represented by the above formula (1). n is 9-1
It represents an integer of 9, but is preferably 11 to 17. X represents a sodium ion, a potassium ion, or an ammonium ion, and is preferably a sodium ion.

The compound represented by the formula (1) includes, for example, sodium oleate, sodium caprolenate,
Sodium lauronate, sodium myristoleate, sodium palmitoleate, sodium elaidate, and the sodium salt of these compounds are potassium,
Examples of the compound include ammonium salts. Among them, sodium oleate is particularly preferred.

These fatty acid salts may be contained in an effective amount in the tooth surface coating agent, but as a guide, it is preferably 0.05 to 10% by weight, more preferably 0.1 to 10% by weight, based on the total weight of the tooth surface coating agent. 1 to 5% by weight can be blended. The content of the tooth surface coating agent in the oral composition is set so that the fatty acid salt is incorporated in the oral composition in an amount of 0.05 to 5% by weight, preferably 0.1 to 2.5% by weight. can do.

When the tooth-surface coating agent of the present invention is used in combination with a bactericide, the adsorption of the bactericide to hydroxyapatite on the tooth surface can be increased. The bactericide is preferably a quaternary ammonium salt, and is particularly useful in combination with cetylpyridinium chloride, benzethonium chloride, and benzalkonium chloride. In this case, the blending balance (weight) in the composition is as follows:
Quaternary ammonium salt (cetylpyridinium chloride) is 10:
A ratio of 1 to 1: 1 is appropriate.

The tooth-surface coating agent of the present invention may be used alone, or the tooth-surface coating agent may be contained in an oral composition. The composition for oral cavity can be used as various dosage forms such as dentifrice such as toothpaste, mouthwash, mouthwash, topical application, chewing gum and the like. The tooth surface coating agent or the oral composition of the present invention is preferably a liquid preparation such as a mouthwash, a mouth freshener and the like. Thereby, when applied to the oral cavity, fatty acid salts and other components, especially fungicides,
The tooth surface can be coated uniformly and firmly, and the use is simple.

The tooth surface coating agent or the oral composition of the present invention may contain various components which can be applied to the oral cavity as long as the use feeling is not lowered or the effects of the present invention are not impaired. As the solvent, purified water, water such as ionic water,
Alcohols such as ethanol and various denatured alcohols,
Fungicides include decalinium chloride, benzethonium chloride, benzalkonium chloride, cetylpyridinium chloride,
Alkyl diaminoethyl glycine hydrochloride, chlorhexidine hydrochloride, triclosan, isopropyl methyl phenol, etc.Also, as substances with tooth surface strengthening action, fluorine ion sources such as sodium fluoride, fluorophosphate, fluoroborate, calcium phosphate, hydroxyapatite Phosphate ion source, etc., humectants such as glycerin, propylene glycol, polyethylene glycol, sorbit, etc., foaming agents such as sodium lauryl sulfate, sweeteners such as steviaside, xylitol, erythritol, sorbitol, sodium saccharin, parahydroxybenzoate, benzoic acid Preservatives such as sodium acid

Polyoxyethylene hydrogenated castor oil, polyoxyethylene / polyoxypropylene block polymer, polyoxyethylene / polyoxypropylene alkyl ether, polyoxyethylene / alkyl ether,
Polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene higher alcohol ether, polyoxyethylene polyoxypropylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbit fatty acid ester, sorbitan fatty acid ester, poly Non-ionic surfactants such as oxyethylene sorbitan monolaurate, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester,

Sodium lauryl sulfate, sodium myristyl sulfate, polyoxyethylene alkyl ether sulfate, sodium lauroyl sarcosine, myristoyl sarcosine sodium, alkyl ether carboxylate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, N- Anionic surfactants such as acyltaurine salt, polyoxyethylene alkyl ether phosphate / phosphate, sulfonate, alkyltrimethylammonium chloride, dialkyldimethylammonium chloride, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, poly Cationic surfactants such as oxyethylene alkylamines and fatty acid amides

In addition, lysozyme chloride, dextranase, mutanase, glycyrrhizinate and its derivatives, glycyrrhetinate and its derivatives, azulene,
Azulene sulfonic acid, dihydrocholesterol, epidihydrocholesterine, oak extract, soft corn extract, hinokitiol, allantoin, allantoinchlorohydroxyaluminum, sodium chloride, acetic acid dl
-Α-tocopherol, dl-α-tocopherol nicotinate, epsilonaminocaproic acid, tranexamic acid, polyphosphate, thymol, sodium copper chlorophyllin, wax, etc.

As fragrances, peppermint oil, peppermint oil, menthol, carvacrol, eucalyptus oil, eugenol, etc.
And legal dyes such as Yellow No. 4, Red No. 102 and Green No. 201. Among these, a bactericide such as cetylpyridinium chloride or triclosan is usually used in an amount of 0.005.
About 0.1% by weight, 0.005 to 0.5% by weight of a fluoride ion source or a phosphate ion source having a tooth surface strengthening action.
Degree can be blended.

[0018]

EXAMPLES The present invention will be described in detail below with reference to examples, but the present invention is not limited to these examples. Example 1 A hydroxyapatite plate (diameter 13) was used as a tooth model.
mm × 2 mm in thickness), the contact angle was measured by the following method to examine the tooth surface coating effect. For the purpose of tooth surface coating, the compounds shown in Table 1 below were used as liquid preparations (alcohol 5%, glycerin 15%, fragrance 1%, nonionic surfactant 0.2%, other trace components, 100 ml with purified water). Test Samples 1 to 10 were prepared by mixing 0.2 g of the test sample. One piece of the above hydroxyapatite is immersed in 10 ml of each sample for 30 seconds, taken out, washed and dried, and then subjected to a contact angle meter (KYOWA CONT).
The contact angle was measured using ACT ANGLEMETER CA-X (manufactured by Kyowa Kagaku). The test was repeated twice, and the average was calculated.

Table 1 Contact angle with hydroxyapatite Sample compound Contact angle 1 Sodium oleate 85.5 2 POE hydrogenated castor oil 60.93 POE / POP glycol 57.9 4 Carboxylated POE lauryl 54.5 Sodium ether 5 Lauroyl Sarcosine 58.5 Sodium 6 Polyvinylpyrrolidone K30 58.9 (Mw: 4000) 7 Copolyvidone K90 62.1 (Mw: 12000) 8 Polyethylene glycol 600 60.89 Methyl vinyl ether / 59.2 Maleic anhydride copolymer 10 None Formulation 59.3 In the above, POE comprises polyoxyethylene and P
OP means polyoxypropylene.

As shown in Table 1, it was confirmed that sodium oleate, which is a fatty acid salt of the present invention, has a significantly larger contact angle than other compounds, and has an excellent coating effect on hydroxyapatite.

Example 2 Cetylpyridinium chloride (hereinafter referred to as CPC) was added in 0.1 ml.
01% w / v liquid formulation (alcohol 5%, glycerin 15%, flavor 1%, nonionic surfactant 0.2
%, Other trace amounts, and 100 ml with purified water).
Was mixed with sodium oleate at the concentration described in the above section, and the adsorption rate of CPC to hydroxyapatite was measured as follows.

The initial concentration of CPC in the test sample was measured by high performance liquid chromatography (HPLC). To 5 ml of the test sample, 50 mg of hydroxyapatite powder (HAP300; manufactured by Taihei Chemical Co., Ltd.) was added, and 30
Shake for 2 seconds and mix well. The solution obtained above was added to 50
Centrifugation was performed under the condition of 00 rpm / 10 minutes, and the supernatant was removed. The process of adding 5 ml of water to the precipitate obtained above, stirring the mixture, centrifuging under the same conditions as above, and removing the supernatant was repeated three times. 5N of the finally obtained precipitate
Was dissolved in 1 ml of hydrochloric acid, and water was added thereto to make 5 ml. The solution obtained above was measured by HPLC to determine the amount of CPC adsorbed on the hydroxyapatite powder. From the measurement results and the initial concentration of CPC, the adsorption rate (%) of CPC was calculated by the following equation. CPC adsorption rate (%) = [(adsorbed CPC amount / initial CPC amount) × 100]

Table 2 CPC for hydroxyapatite
Sodium oleate Adsorption rate of CPC (%) 0 (w / v%) 0 0.05 (w / v%) 39.2 0.1 (w / v%) 60.8 0.2 (w / V%) 64.1 0.5 (w / v%) 40.2 1.0 (w / v%) 21.6

As shown in Table 2, the addition of sodium oleate increased the adsorption rate of CPC to hydroxyapatite. In particular, the effect is remarkable at 0.05 to 0.5 w / v%, and especially 0.1 to 0.2 w / v%.
/ V% was the most effective.

Example 3 Hereinafter, a formulation example of the oral composition of the present invention will be described. Formulation Example 1 Ingredient name Ingredient amount (/ 100ml) CPC 0.01g Na oleate 0.2g Denatured alcohol 5ml Concentrated glycerin 15g POE / POP block polymer 0.2g Phosphate 0.5g Flavor 1.0g Purified water

[0026]

[0027]

[0028]

According to the present invention, an excellent tooth surface coating effect can be achieved. Furthermore, by using a bactericide such as a quaternary ammonium salt, particularly cetylpyridinium chloride, or other components together, it is possible to increase the adsorption of other components to hydroxyapatite on the tooth surface.

 ──────────────────────────────────────────────────続 き Continued on front page F term (reference) 4C083 AB282 AC102 AC122 AC132 AC182 AC241 AC242 AC432 AC622 AC692 AD042 AD052 AD072 AD092 CC41 EE36 4C089 AA20 BC05 BE07 BE09 CA03

Claims (3)

[Claims] 1. A tooth surface coating agent containing a fatty acid salt. 2. The tooth surface coating agent according to claim 1, wherein the fatty acid salt contains a compound represented by the formula (1). ^{R-COO - · X (1} ) ( wherein, R represents C _n H _{2n-1, n} represents an integer of 9 to 19, X is Na ^+, represents a K ⁺ or NH ₄ ^+.) 3. An oral composition comprising the tooth surface coating agent according to claim 1 or 2.