JP6093231B2 - Liquid oral composition - Google Patents

Description

  The present invention relates to a liquid oral composition, and more particularly to a liquid oral composition that suppresses the occurrence of aggregation / precipitation due to a cationic bactericidal agent and shellac, exhibits excellent stability, and exhibits a high bactericidal effect.

Conventionally, toothpastes, mouthwashes, and the like have been used to keep teeth clean and keep the oral cavity healthy. In recent years, toothpastes and mouthwashes are not limited to such health and hygiene, but are expected to have more functions, and various means are being studied.
One of them is the one using shellac, for example, with a dentifrice containing shellac (for example, refer to Patent Document 1) and a cationic disinfectant for the purpose of giving a gloss to the teeth. A liquid oral composition (for example, refer to Patent Document 2) in which adsorption of a bactericidal agent to the tooth surface is enhanced by blending shellac is known.

JP-A-8-310929 JP-A-11-116452

As mentioned above, shellac is a component expected for oral use, such as giving teeth gloss and enhancing the adsorption of bactericides on the tooth surface, but it has poor stability in aqueous solution and is also a cationic sterilizer. When used together with the agent, there is a problem that aggregation / precipitation easily occurs.
To solve such problems, it is conceivable to increase the solubilizing agent and solubilizing agent, but there is a possibility that the activity of the cationic bactericidal agent and the adsorptivity to the teeth may be lowered, and the flavor is adversely affected. This is not an effective means.
Therefore, in liquid oral compositions containing shellac together with a cationic bactericidal agent, it is difficult to increase the amount of each component in anticipation of further effects, and effective means for solving the above problems are required.

  Accordingly, an object of the present invention is to provide a liquid oral composition that suppresses the occurrence of aggregation / precipitation due to a cationic bactericidal agent and shellac, and exhibits a high bactericidal effect against oral bacteria having excellent stability. Is to provide.

  As a result of intensive studies, the present inventors have found that the above problems can be solved by blending an imidazoline type amphoteric surfactant into a liquid oral composition, and have completed the present invention.

That is, the present invention is achieved by the following (1) to (2).
(1) A liquid oral composition comprising an imidazoline-type amphoteric surfactant in a liquid oral composition containing a cationic bactericidal agent and shellac.
(2) The composition for liquid oral cavity according to (1) above, further comprising polyoxyethylene alkyl ether.

  The composition for liquid oral cavity of the present invention suppresses the occurrence of aggregation / precipitation due to the cationic fungicide and shellac in the composition due to the presence of the imidazoline type amphoteric surfactant, and is excellent in stability during storage. is there. Therefore, it becomes possible to increase the compounding quantity of each component, and also can exhibit a high bactericidal effect with respect to oral bacteria. Also, it does not adversely affect the flavor.

Hereinafter, the present invention will be described in more detail.
The liquid oral composition of the present invention contains a cationic bactericidal agent and shellac, and is formulated with an imidazoline type amphoteric surfactant. The imidazoline-type amphoteric surfactant can suppress the occurrence of aggregation and precipitation due to the cationic fungicide and shellac in the composition in the presence of a low concentration, and can provide excellent stability during storage. It is possible to increase the blending amount, and to exhibit a high bactericidal effect against bacteria in the oral cavity without reducing the activity of the cationic bactericidal agent and the adsorptivity to the tooth surface.

<Cationic fungicide>
Examples of the cationic fungicide used in the present invention include cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, chlorhexidine hydrochloride, chlorhexidine gluconate, and the like, and one or more can be used. Among these, cetylpyridinium chloride is preferred because of its excellent bactericidal effect against oral bacteria and high adsorptivity to the tooth surface by shellac.

  If the cationic disinfectant is contained so as to be, for example, 0.005 to 0.1 mass / volume% (hereinafter also referred to as “w / v%”) with respect to the total amount of the liquid oral composition. Good. Within this range, a sufficient bactericidal effect against oral bacteria can be exhibited, and bitterness and astringency during use can be suppressed.

<Shellac>
The shellac used in the present invention is a resinous substance obtained by purifying the secretions covering the body of the scale insect as described in the Japanese Pharmacopoeia, etc., and is a purified shellac or bleached white shellac Can be used.

  What is necessary is just to contain shellac so that it may become 0.1-0.5 w / v% with respect to the whole quantity of the composition for liquid oral cavity. If it is this range, adsorption | suction to the tooth surface of a cationic disinfectant can be improved, and also a tooth surface can be protected from an acid by a coating effect | action. Moreover, the bitterness at the time of use can be suppressed.

<Imidazoline-type amphoteric surfactant>
Examples of the imidazoline type amphoteric surfactant used in the present invention include 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, N-lauroyl-N′-carboxymethyl-N′-hydroxyethylethylenediamine. Sodium, N-coconut oil fatty acid acyl-N′-carboxyethyl-N′-hydroxyethylethylenediamine sodium and the like can be mentioned, and one or more can be used. Among these, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine is preferable because it suppresses the occurrence of aggregation / precipitation due to a cationic fungicide and shellac and is excellent in stability during storage. The imidazoline type amphoteric surfactant is commercially available, for example, Nissan Anone GLM-R-LV (manufactured by NOF Corporation) as 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine NIKKOL AM-101 (made by Nikko Chemicals Co., Ltd.) etc. are mentioned.

  What is necessary is just to mix | blend imidazoline type amphoteric surfactant so that it may become 0.05-1.0 w / v% with respect to the whole quantity of the composition for liquid oral cavity, for example, 0.05-0.5 w / v%. It is preferable to blend so that. Within this range, aggregation and precipitation due to the cationic fungicide and shellac are suppressed, and the stability during storage is excellent. Moreover, a higher sterilizing effect can be exhibited, and bitterness during use can be suppressed.

<Method for Preparing Liquid Oral Composition>
The composition for liquid oral cavity of the present invention can be prepared by selecting desired components. However, since shellac is hardly soluble in water, it is preferably prepared by the following method. For example, shellac is dissolved in an alcohol such as ethanol, and an aqueous sodium hydroxide solution is added to make a strong alkali. However, since it is highly irritating to be applied to the oral cavity as it is, it is appropriate to return to neutral to weak alkali, for example, pH of about 7.0 to 9.0 with sodium phosphate or the like. Further, shellac may be added directly to the strong alkaline aqueous solution without using alcohol, but in this case, it takes time to dissolve, but the same can be obtained.

  The liquid oral composition of the present invention is preferably a solvent mainly composed of water from the viewpoint of application in the oral cavity, and may contain other solvents such as alcohol in an amount smaller than water. For example, 0-30 volume% is mentioned as the quantity of the alcohol contained in a solvent. Moreover, as a quantity of the water contained in a solvent, 50-90 volume% is mentioned, for example.

<Other ingredients>
The liquid oral composition of the present invention can contain various components applicable to the oral cavity as long as the effects of the invention are not impaired.
For example, purified water, water such as ionic water; alcohol such as ethanol; wetting agent such as glycerin, propylene glycol, sorbit; foaming agent such as sodium lauryl sulfate; sweetener such as steviaside, xylitol, erythritol, sorbitol, sodium saccharin; Bactericides such as triclosan and isopropylmethylphenol; enzymes such as protease; fluoride ion sources such as sodium fluoride, fluorophosphate and fluoroborate; phosphate ion sources such as calcium phosphate and hydroxyapatite; parahydroxybenzoic acid esters; Preservatives such as sodium benzoate; essential oil components such as peppermint oil, peppermint oil, menthol, carvacrol, eucalyptus oil, eugenol, anethole, cineol, hinokitiol Phellodendron bark extract, crude drugs such as Toukiekisu; Blue No. 1, Yellow No. 4, Red No. 102, pigments such as green No. 201, and various perfumes.
In addition, lysozyme chloride, dextranase, mutanase, glycyrrhizinate and its derivatives, glycyrrhetinate and its derivatives, azulene, azulenesulfonic acid, dihydrocholesterol, epidihydrocholesterin, allantoin, allantochlorohydroxyaluminum, sodium chloride, Examples include dl-α-tocopherol acetate, dl-α-tocopherol nicotinate, epsilon aminocaproic acid, tranexamic acid, polyphosphate, thymol, copper chlorophyllin sodium, vitamins and amino acids.

The liquid oral composition of the present invention can use a surfactant other than the imidazoline type amphoteric surfactant as long as the effects of the invention are not impaired.
For example, polyoxyethylene (POE) hydrogenated castor oil, polyoxyethylene / polyoxypropylene (POE / POP) block polymer, POE / POP alkyl ether, POE alkyl ether, POE alkyl phenyl ether, POE fatty acid ester, POE higher alcohol ether , Nonionic surfactants such as POE / POP fatty acid ester, POE sorbitan fatty acid ester, sorbitan fatty acid ester, glycerin 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 carboxylate, alkyl phosphate, POE alkyl ether phosphate, -Anionic surfactants such as acyltaurine salts, POE alkyl ether phosphates or phosphates, sulfonates; cationic surfactants such as alkyltrimethylammonium chloride, dialkyldimethylammonium chloride, polyoxyethylene alkylamine and fatty acid amide Agents and the like.

Among these, the POE alkyl ether can suppress the occurrence of aggregation / precipitation without impairing the effects of the present invention, can obtain excellent stability, and can exhibit a high bactericidal effect. Of the POE alkyl ethers, POE cetyl ether is preferred.
When POE alkyl ether is used, it is preferably contained so as to be, for example, 0.1 to 0.2 w / v% with respect to the total amount of the liquid oral composition, and with respect to the imidazoline type amphoteric surfactant 1 It is preferable to use it so that it may become a compounding ratio of 0.8-3.3.

  The composition for liquid oral cavity of the present invention can be used by rinsing with an appropriate amount in the oral cavity as a mouthwash or a mouth freshener. Moreover, it can also be used as a liquid dentifrice including what mix | blended abrasive | polishing agents, such as calcium hydrogen phosphate, aluminum hydroxide, anhydrous silicic acid, and calcium carbonate, as needed.

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

<Test Example 1: Shellac Stability Test 1 in the Presence of Cationic Bactericide>
According to the formulation of Table 1 and Table 2 below, various components were mixed to prepare various liquid oral compositions 1-20. First, shellac, a fragrance, and a surfactant are dissolved in ethanol, and an aqueous sodium hydroxide solution is added to obtain a mixed solution 1. Similarly, other components are dissolved in purified water to obtain a mixed solution 2. A mixed solution 2 was gradually mixed with the mixed solution 1 so that the pH did not drop rapidly to prepare a composition. Immediately after the preparation of the various liquid oral compositions obtained and the appearance after storage at 50 ° C. for 7 days in a thermostatic bath were visually confirmed. The results are also shown in Table 2. In Table 2, those in which aggregates (turbidity) did not occur were evaluated as “◯”, and those in which aggregates (turbidity) occurred were evaluated as “x”.

  From the results of Table 2, the compositions 1 and 2 containing 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine and the compositions 3 and 4 containing sodium lauroylmethyltaurine aggregated and generated precipitates. It was confirmed that the stability was excellent.

<Test Example 2: Tooth surface adsorptive evaluation test of cationic fungicide>
Teeth of cetylpyridinium chloride (hereinafter also referred to as “CPC”) using 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine and sodium lauroylmethyltaurine, which were excellent in stability in Test Example 1. The surface adsorptivity was evaluated.
According to the formulation of Table 3 below, various components were mixed in the same manner as in Test Example 1 to prepare a liquid oral composition (Example 1, Comparative Example 1). The obtained Example 1 and Comparative Example 1 were subjected to the following test to determine the cetylpyridinium chloride (CPC) adsorption rate.

[Measurement of CPC adsorption rate]
Hydroxyapatite powder, which is a constituent of tooth enamel, was used as a tooth surface adsorption model for CPC. 200 mg of hydroxyapatite powder was weighed into a 50 ml centrifuge tube, 10 ml of various liquid oral compositions were added, and the mixture was stirred for 30 seconds. Thereafter, centrifugation (3000 rpm × 10 minutes) was carried out to separate the supernatant and the precipitate, and the CPC concentration of the supernatant was measured by HPLC.
Moreover, the CPC density | concentration in the various liquid oral cavity composition before a process was measured separately, and the CPC adsorption rate to hydroxyapatite was calculated | required from those results by the following formula. The results are also shown in Table 3.

  CPC adsorption rate (%) = {(CPC content in liquid oral composition-CPC content in supernatant after centrifugation) / (CPC content in liquid oral composition)} × 100

<Test Example 3: Bactericidal evaluation test 1 of cationic fungicide>
Using Example 1 and Comparative Example 1 prepared in Test Example 2, the bactericidal activity was evaluated by measuring the kill rate of the test bacterial solution according to the following test method.

[Evaluation of sterilizing power]
S. Mutans MT8148R strain was cultured (37 ° C., aerobic conditions) in a SCDLP liquid medium (manufactured by Nippon Pharmaceutical Co., Ltd.) until saturated (OD600 = 0.9 to 1.0) to obtain a test bacterial solution. Each liquid oral composition and test bacterial solution were mixed in equal amounts and allowed to stand, then 0.1 mL was taken and mixed with 10 mL of SCDLP liquid medium, stirred for 30 seconds, and allowed to stand for 10 minutes. Perform appropriate dilution (1 to 10 ⁴ times) at SCDLP broth, was inoculated culture immediately 0.1 mL SCDLP agar medium (1.5% agar, manufactured by Nippon Pharmaceutical Co., Ltd.) to. The culture conditions were 37 ° C. and 48 hours (aerobic conditions). After the cultivation, colonies in which proliferation was observed were counted, and the number of surviving bacteria (CFU) per 1 mL of the bacterial solution was calculated. The number of surviving bacteria when mixed with physiological saline was used as a control, and the death rate of each composition was calculated.

The death rate was calculated by the following formula.
Death rate (%) = 100− (number of surviving bacteria in composition / number of surviving bacteria in physiological saline × 100)
The results are shown in Table 4.

  From the results of Tables 3 and 4, Example 1 containing an imidazoline-type amphoteric surfactant was higher in both CPC adsorption rate to hydroxyapatite and killing rate against oral bacteria than Comparative Example 1. . From this, it was found that the imidazoline type surfactant has a high bactericidal effect on oral bacteria without reducing the adsorptivity of the cationic bactericidal agent to the tooth surface.

<Test Example 4: Shellac stability test 2 in the presence of a cationic fungicide>
A stability test of the composition was performed by using 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine in combination with another surfactant.
According to the formulation of Table 5 below, various components were mixed in the same manner as in Test Example 1 to prepare liquid oral compositions (Examples 2 to 7). About the obtained Examples 2-7, the time-dependent stability test was done by the method similar to Test Example 1. The results are also shown in Table 5.

<Test Example 5: Bactericidal evaluation test 2 of cationic fungicide>
Using Examples 2 and 3 prepared in Test Example 4, the bactericidal activity of cetylpyridinium chloride (CPC) was evaluated in the same manner as in Test Example 3. The results are shown in Table 6.

  From the results of Table 5 and Table 6, when an imidazoline type amphoteric surfactant and a POE alkyl ether such as POE cetyl ether are used in combination, aggregation and precipitation due to a cationic fungicide and shellac are suppressed, and excellent stability is achieved. It was found that the high bactericidal effect against bacteria and oral bacteria can be maintained.

Claims (2)

  A liquid oral composition containing a cationic bactericidal agent and shellac, wherein an imidazoline type amphoteric surfactant is blended.   Furthermore, polyoxyethylene alkyl ether was mix | blended, The composition for liquid oral cavity of Claim 1 characterized by the above-mentioned.