JP6270659B2 - Stain adhesion inhibitor and oral composition - Google Patents

Description

  The present invention relates to a stain adhesion inhibitor and an oral composition, and more particularly to a stain adhesion inhibitor and an oral composition for use in an oral composition containing a cationic bactericidal agent.

Since cationic bactericides have high bactericidal activity against bacteria in the oral cavity, oral compositions containing such bactericides are widely used for the purpose of suppressing plaque that is a cause of periodontal disease and caries. Yes. For example, Patent Document 1 proposes an oral composition containing a cationic fungicide, a cationic polymer, and lauroyl glutamate and / or myristoyl glutamate.
Conventionally, as described in Patent Document 2, for the purpose of removing stains, an oral composition containing polyethylene glycol or polyvinylpyrrolidone having a stain-dissolving action, or another component in addition to the composition. Oral compositions that combine components are known.

JP 2013-203676 A JP 2001-131042 A

However, the cationic disinfectant is easily compatible with tannin pigments and the like contained in coffee, black tea, Japanese tea, etc., and tends to cause coloring of the tooth surface. Therefore, an oral composition containing a cationic bactericidal agent has the advantage that the bactericidal effect lasts longer, while stain adhesion due to the cationic bactericidal agent as described above is likely to occur, and the appearance of the teeth is deteriorated. Has the disadvantages.
Moreover, the composition for oral cavity as described in Patent Document 2 has a problem that a sufficient stain removal effect cannot be obtained, and further, attention is not paid to prevention of stain adhesion by a cationic disinfectant or the like.

  Then, the subject of this invention is providing the composition for oral cavity which mix | blended the stain adhesion inhibitor and this stain adhesion inhibitor which can fully suppress the stain adhesion caused by a cationic disinfectant.

As a result of intensive studies, the present inventors have found that a specific component can sufficiently suppress the adhesion of stains due to a cationic fungicide, and have completed the present invention.
That is, the present invention is as follows.
(1) A stain adhesion inhibitor for use in an oral composition containing a cationic fungicide,
A stain adhesion inhibitor comprising 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer.
(2) A composition for oral cavity comprising a cationic disinfectant and the stain adhesion inhibitor described in (1) above.

  The stain adhesion inhibitor of the present invention comprises a 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer. By using the stain adhesion inhibitor in an oral composition containing a cationic fungicide, the cation It has the effect of suppressing the adhesion of stains due to the fungicide.

It is a graph which shows the result of the stain adhesion rate of a control example, Examples 1-2, and Comparative Examples 1-2.

Hereinafter, the present invention will be described in more detail.
The stain adhesion inhibitor of the present invention is a stain adhesion inhibitor for use in an oral composition containing a cationic bactericidal agent, and comprises a 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer. . And this invention is made | formed based on the new knowledge that the 2-methacryloyloxy ethyl phosphoryl choline butyl methacrylate copolymer can suppress the stain adhesion caused by the cationic fungicide.

  2-Methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer is a phospholipid polymer obtained by copolymerizing 2-methacryloyloxyethyl phosphorylcholine and butyl methacrylate, a hydrophobic monomer, and is commercially available. It is. An example is LIPIDURE-PMB sold by NOF Corporation.

  Regarding the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer used in the present invention, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to butyl methacrylate is preferably 1: 9 to 3: 7. The average molecular weight of the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer is preferably 50,000 to 3000000.

  The composition for oral cavity of the present invention contains at least a cationic bactericidal agent and a stain adhesion inhibitor composed of the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer.

  When the stain adhesion inhibitor of the present invention is used for the oral composition, the blending amount may be appropriately adjusted according to the form of the oral composition. For example, 0.005 mass in the oral composition % Or more, preferably 0.01% by mass or more, a sufficient stain adhesion suppressing effect can be obtained. Moreover, in order to suppress foaming at the time of use and to improve a feeling of use, it is 1 mass% or less in an oral composition, Preferably it is 0.5 mass% or less. More preferably, it is 0.02 to 0.1% by mass.

  Examples of the cationic bactericidal agent include cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, decalinium chloride, chlorhexidine hydrochloride, chlorhexidine gluconate, and one or more of these can be used.

  The content of the cationic bactericide is preferably 0.005% by mass or more, and more preferably 0.01% by mass or more in the oral composition. When the content of the cationic bactericidal agent is 0.005% by mass or more, a bactericidal effect on oral bacteria, a suppressive effect on plaque, and the like can be obtained. The upper limit of the content of the cationic fungicide is preferably 1% by mass or less, and more preferably 0.05% by mass or less from the viewpoint of bitterness and the like.

  In the present invention, the ratio of the stain adhesion inhibitor and the cationic bactericide of the present invention is 0.01: 1 to 100: 1, more preferably 0.1: 1 to 10: 1. Is preferably blended. By containing the stain adhesion inhibitor of the present invention so as to be 0.01 or more with respect to the cationic bactericidal agent 1, a sufficient stain adhesion suppression effect can be obtained.

The oral composition of the present invention can be in the form of mouthwashes such as mouthwash, liquid toothpaste, mouth freshener, mouthwash (gargle), liquid toothpaste and toothpaste, troches, chewing gum and the like.
Among these, from the viewpoint that the effect of the present invention can be achieved well throughout the oral cavity, it is preferably used as a form of a liquid preparation such as a mouthwash, a liquid toothpaste, and a mouth freshener. These can be made into preparations by known means.

Moreover, when setting it as the said composition for oral cavity, various well-known additives can be mix | blended as needed.
For example, fluorides such as sodium fluoride and sodium monofluorophosphate; azulene, azulene sulfonate, β-glycyrrhetinic acid, glycyrrhizic acid and salts, dihydrocholesterol, epidihydrocholesterin, buckwheat extract, sugar beet extract, dlα-acetate Anti-inflammatory agents such as tocopherol, ε-aminocaproic acid, tranexamic acid; anticalculus agents such as gantrezic acid, zinc chloride, and organic acid zinc; Wetting agents such as glycerin, sorbitol, polyethylene glycol; foaming agents such as sodium lauryl sulfate; pinene, peppermint oil, cinnamon oil, glove oil, eugenol, lemon oy Flavors such as saccharin, sodium saccharin, xylitol, sweeteners such as saccharin, saccharin sodium, xylitol, erystol, sorbitol, stevia, dipotassium glycyrrhizinate; blue 1, yellow 5, yellow 4, yellow 202 (1) Coloring agents such as Green No. 3, Green No. 201 and Red No. 102; Preservatives such as parabens, sodium benzoate and butyl paraoxybenzoate; pH adjusting agents such as monosodium phosphate and disodium phosphate; POE curing Castor oil, POE / POP block polymer, POE / POP alkyl ether, POE alkyl ether, POE alkyl phenyl ether, POE fatty acid ester, POE higher alcohol ether, POE / POP fatty acid ester, POE sorbitan fatty acid ester, sorbitan fatty acid ester Nonionic surfactants such as glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester; sodium lauryl sulfate, sodium myristyl sulfate, POE alkyl ether sulfate, lauroyl sarcosine sodium, myristoyl sarcosine sodium, alkyl ether carvone Acid surfactants, alkyl phosphates, POE alkyl ether phosphates, N-acyl taurate salts, POE alkyl ether phosphates / phosphates, sulfonates, etc .; alkyltrimethylammonium chloride, dialkyldimethylchloride Cationic surfactants such as ammonium, POE alkylamine and fatty acid amide, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, coconut oil Fatty acid amidopropyl betaine, amphoteric surfactants such as lauryl di aminoethyl sodium glycine and the like.

For example, in order to obtain a mouthwash, it may be prepared by a conventional method using water, ethanol, or the like as a solvent and the desired additives as described above.
Moreover, when the pH is adjusted to 5 to 10 using a pH adjuster, the usability in the oral cavity is further improved. Furthermore, it is preferable that the amount of ethanol used is in the range of 25% by mass or less, preferably 10% by mass or less, based on the total amount of the mouthwash, because irritation in the oral cavity can be suppressed and an appropriate refreshing feeling can be obtained.

  EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention further, this invention is not restrict | limited to the following example at all.

The test methods employed in the following test examples are as follows.
(Create test plate)
One surface of a hydroxyapatite plate (HAP; φ = 13 × 2 mm, manufactured by PENTAX) was polished with water-resistant abrasive paper (No. 4000), and then washed with ion-exchanged water as a test plate.

(Preparation of tannin extract)
Into 1000 ml of boiling ion-exchanged water, 40 g of green tea (Itoen Co., Ltd.), 7.5 g of black tea (Ion Co., Ltd.) and 10 g of instant coffee (Nestlé Japan Co., Ltd.) are allowed to stand overnight. An extract was obtained.

(Stain adhesion test procedure)
The following steps (1) to (4) were sequentially performed in a state heated to 50 ° C., and this was repeated 5 times to adhere the stain.
(1) Immerse the test plate in 1 ml of 0.5% by weight albumin aqueous solution for 20 minutes.
(2) Immerse the test plate in 1 ml of specimen for 30 seconds.
(3) Immerse the test plate in 1 ml of ion exchange water for 30 seconds.
(4) Tannin extract: 0.6% by mass Iron (III) ammonium citrate aqueous solution = 1: 1 The test plate is immersed in 1 ml of a mixed solution for 30 minutes.
Finally, the test plate was immersed in 1 ml of ion exchange water for 30 seconds and air-dried.

(Calculation of stain adhesion rate)
The polished surface of the HAP before and after the test was measured with a color difference meter (“CR-321” manufactured by Konica Minolta Co., Ltd.), the L value (lightness) was calculated, and the stain adhesion rate was calculated by the following formula. In addition, calculation of L value was repeated 3 times and the average was calculated | required.
Stain adhesion rate (%) = (L1-L2) / L1 × 100
(In the formula, L1 is the L value of the polished surface of the HAP before the test, and L2 is the L value of the polished surface of the HAP after the test.)

Test Example 1 (Control Example, Examples 1-2 and Comparative Examples 1-2)
Components shown in Table 1 below were mixed to prepare various specimens. Subsequently, preparation of the test plate, preparation of a tannin extract, stain adhesion test, and calculation of the stain adhesion rate were sequentially performed.
The results are shown in the following Table 1 and FIG. 1 together with the stain adhesion ratio (comparative value when the stain adhesion ratio of the control example is 1).

FIG. 1 is a graph showing the results of the stain adhesion rate of the control example, Examples 1-2 and Comparative Examples 1-2.
From the results shown in Table 1 and FIG. 1, when compared with a control example containing only cetylpyridinium chloride (cationic fungicide), Example 1 containing 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was stained. It can be seen that the adhesion of is suppressed by 18%. Moreover, it turns out that Example 2 which mix | blended dipotassium glycyrrhizinate further improved the stain adhesion inhibitory effect and has suppressed the adhesion of stain 24%. In addition, since Comparative Example 1 in which polyethylene glycol, which is said to have a dissolving action of stain, was compared with Comparative Example 2 in which dipotassium glycyrrhizinate was blended, 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was not blended, There was almost no difference with respect to the control example, and the adhesion inhibiting effect of stain was not confirmed.

Test Example 2 (Example 3 and Comparative Examples 3 to 4)
The components shown in Table 2 below were mixed to prepare various preparations. In the same manner as in Test Example 1, preparation of a test plate, preparation of a tannin extract, stain adhesion test, and calculation of stain adhesion rate were sequentially performed.
The results are shown in Table 2 below together with the stain adhesion ratio (comparative value when the stain adhesion ratio of the control example of Test Example 1 is 1).

  From the results of Table 2, Example 3 in which 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was blended could confirm an excellent stain adhesion inhibiting effect of 24%. On the other hand, Comparative Examples 3 and 4 in which 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was not blended resulted in significantly inferior stain adhesion compared to Example 3.

Claims (2)

A stain adhesion inhibitor for use in an oral composition containing a cationic fungicide,
A stain adhesion inhibitor comprising 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer. A composition for oral cavity for inhibiting stain adhesion, comprising a cationic fungicide and a 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer .

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