JP2008150304A - Dentifrice composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a dentifrice composition having excellent bactericidal effects and long-term preservation stability. <P>SOLUTION: The dentifrice composition is characterized by comprising (a) isopropylmethylphenol, (b) lauroylsarcosine sodium and (c) polyvinylpyrrolidone in 0.1-3.0 mass ratio (c)/(b) of the (c) to the (b). The dentifrice composition has the excellent bactericidal effects and long-term preservation stability, scarcely causes solid-liquid phase separation even by preservation for a long period of time and is good in aspects of safety. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to a dentifrice composition having excellent bactericidal effects and excellent long-term storage stability.

  The cause of the two major oral diseases of caries and periodontal disease is thought to be due to various bacteria in the oral plaque. In particular, caries is streptococcus such as Streptococcus mutans (S. mutans), teeth Peripheral disease is an infection caused by bacteria such as obligate anaerobic gram-negative bacilli such as P. gingivalis, and the cause of bad breath is the oral cavity such as Fusobacterium nucleatum. Bacteria are involved. Therefore, it is said that it is useful to control plaque control, that is, to keep the number of pathogenic bacteria in the oral cavity at a low level as an effective means for preventing and improving oral diseases.

  As a means of reducing the number of pathogenic bacteria in the oral cavity, it is an effective means to add a poorly water-soluble bactericidal agent or a cationic bactericidal agent to an oral care product. Among them, poorly water-soluble disinfectants such as isopropylmethylphenol have a characteristic that the antibacterial spectrum tends to be broader than that of cationic disinfectants, and are therefore commercially available in some dentifrice compositions.

  However, the blending amount of these poorly water-soluble fungicides is regulated from the viewpoint of safety and the like, and it is often impossible to blend an amount that actually shows effective bactericidal activity.

  As a solution to this problem, studies have been made to improve the bactericidal effect by incorporating anionic antibacterial components such as lauroyl sarcosine sodium in addition to the poorly water-soluble bactericidal agent. The problem that collapsed solid-liquid phase separation occurred, which could not be a satisfactory solution and could not be put into practical use.

  As described above, the poorly water-soluble disinfectant is effective as an antibacterial component of the dentifrice composition because of its broad antibacterial spectrum. It is difficult to achieve a high bactericidal effect while satisfying stability and the like, which is difficult in the prior art and difficult to put into practical use. Therefore, a highly water-soluble bactericidal agent that exhibits high bactericidal activity and satisfies the quality can be obtained. Development of the dentifrice composition containing is desired.

JP-A-11-209256 JP 2001-131042 A JP 2001-278761 A Japanese Patent Laid-Open No. 2002-255772 JP 2005-187377 A

  The present invention has been made in view of the above circumstances, and provides a dentifrice composition that exhibits a high bactericidal effect, is excellent in long-term storage stability with suppressed solid-liquid phase separation, and has good safety. Objective.

  As a result of intensive studies to achieve the above object, the present inventor blended (a) isopropylmethylphenol, which is a poorly water-soluble fungicide, and (b) lauroyl sarcosine sodium, which is an anionic antibacterial component, (C) By combining polyvinylpyrrolidone in a specific mass ratio with respect to the blending amount of lauroyl sarcosine sodium, the balance of the solid-liquid phase produced when lauroyl sarcosine sodium is used in combination with isopropylmethylphenol as described above In addition, the combination of isopropylmethylphenol and sodium lauroyl sarcosine exhibits high bactericidal activity at a blending amount within a range where there is no problem in terms of safety to the human body. Excellent balance of liquid phase and long-term storage stability , And found that safety is also good dentifrice composition to the human body can be obtained, leading to completion of the present invention.

  Polyvinylpyrrolidone is known as a water-soluble polymer compound to be blended in a dentifrice composition, and is disclosed in Patent Documents 1 to 5 (Japanese Patent Laid-Open Nos. 11-209256, 2001-131042, JP-A 2001-278761, Japanese Patent Application Laid-Open Nos. 2002-255772 and 2005-187377 have been proposed. However, in Patent Documents 1 to 3, there is no combined use of sodium lauroylsarcosine and polyvinylpyrrolidone with respect to isopropylmethylphenol. However, there is no description of blending sodium lauroylsarcosine and polyvinylpyrrolidone in a specific ratio with respect to isopropylmethylphenol. Moreover, in patent document 5, there is no Example of the combination of 3 components, and there is no description of mix | blending in a specific ratio. In the present invention, (a) isopropylmethylphenol is used in combination with (b) sodium lauroyl sarcosine, and (c) polyvinylpyrrolidone is blended at a specific ratio to exert a high bactericidal effect and suppress solid-liquid phase separation. Thus, it has been found that an effect excellent in long-term storage stability can be obtained.

  Therefore, the present invention contains (a) isopropylmethylphenol, (b) sodium lauroylsarcosine and (c) polyvinylpyrrolidone, and the mass ratio of (c) / (b) is 0.1 to 3.0. A dentifrice composition is provided.

  The dentifrice composition of the present invention is excellent in bactericidal effect, has almost no solid-liquid phase separation even after long-term storage, has excellent long-term storage stability, has good safety, and is prepared in various dosage forms Can be used widely.

  Hereinafter, the present invention will be described in more detail. The dentifrice composition of the present invention is prepared as a toothpaste, a liquid dentifrice, a liquid dentifrice, a moisturized dentifrice, etc. (a) isopropylmethylphenol, (b) It is characterized by containing lauroyl sarcosine sodium and (c) polyvinylpyrrolidone.

  (A) Isopropylmethylphenol used in the present invention is 1-hydroxy-4-isopropyl-3-methylphenol, and is available from Osaka Kasei Co., Ltd. under the trade name Biosol, for example. The blending amount is preferably 0.01 to 0.5% (mass%, the same applies hereinafter) with respect to the total amount of the composition, and more preferably 0.05 to 0.1% from the viewpoint of bactericidal effect and solid-liquid phase separation. is there. If it is less than 0.01%, a sufficient bactericidal effect may not be exhibited. If it exceeds 0.5%, solid-liquid phase separation may occur or irritation to the oral mucosa may occur.

  (B) Lauroyl sarcosine sodium can use a commercial item, for example, what is sold from Kawaken Fine Chemical Co., Ltd. as a brand name Soypon SLP can be used. The blending amount of lauroyl sarcosine sodium is preferably 0.05 to 2%, particularly preferably 0.1 to 1%, based on the total amount of the composition. If the blending amount is less than 0.05%, a sufficient bactericidal effect may not be exhibited, and if it exceeds 2%, solid-liquid phase separation may occur or irritation to the oral mucosa may occur.

  The polyvinylpyrrolidone (c) used in the present invention has a weight average molecular weight of 10,000 to 1,500,000, particularly 30,000 to 1,300,000, especially 40,000 to 1,200,000. preferable. If the weight average molecular weight is less than 10,000, sufficient effects may not be exhibited in preventing solid-liquid phase separation, and if it exceeds 1,500,000, spinnability may occur and the usability may deteriorate. .

  As such polyvinyl pyrrolidone, a commercially available product can be used. Specifically, Rubiscol K30 (BASF Japan Ltd.) having a weight average molecular weight of about 40,000 or a weight average molecular weight of 1,200,000 can be used. Rubiscol K90 (BASF Japan Co., Ltd.) etc. are mentioned. In addition, the said weight average molecular weight converts K value prescribed | regulated in USP into the weight average molecular weight measured by the light-scattering method.

  The compounding quantity of polyvinylpyrrolidone is 0.01-2% with respect to the composition whole quantity, 0.05-1% is especially preferable. If it is less than 0.01%, a sufficient effect may not be exhibited in terms of suppressing solid-liquid phase separation, and if it exceeds 2%, spinnability may occur and the usability may deteriorate.

  In the present invention, in order to suppress solid-liquid phase separation while maintaining the bactericidal effect, (c) polyvinylpyrrolidone is (c) / (b) = 0.1 to 0.1 by mass relative to (b) sodium lauroyl sarcosine. It is necessary to mix | blend in the ratio of 3.0, preferably 0.5-2.0. If the mass ratio is less than 0.1, solid-liquid phase separation occurs, and if it exceeds 3.0, sufficient bactericidal activity cannot be ensured.

  The dentifrice composition of the present invention can contain other additives as optional components in addition to the above essential components. For example, abrasives, thickeners, binders, surfactants, sweeteners, preservatives, active ingredients other than isopropylmethylphenol and sodium lauroyl sarcosine, pigments, fragrances, etc. can be blended, and these ingredients are mixed with water. And can be manufactured by a usual method.

  As abrasives, anhydrous silicic acid, dibasic calcium phosphate dihydrate, dibasic calcium phosphate anhydrate, calcium pyrophosphate, aluminum hydroxide, alumina, titanium dioxide, crystalline zirconium silicate, polymethyl methacrylate, insoluble calcium metaphosphate , Light calcium carbonate, heavy calcium carbonate, magnesium carbonate, tribasic magnesium phosphate, zirconium silicate, tribasic calcium phosphate, hydroxyapatite, fluoroapatite, calcium deficient apatite, tricalcium phosphate, tetracalcium phosphate, eighth calcium phosphate, synthesis Examples thereof include resin-based abrasives (usually 2 to 50%, particularly 10 to 40%).

  As the thickener, one or two or more kinds of polyhydric alcohols such as glycerin, sorbit, propylene glycol, polyethylene glycol having a molecular weight of 200 to 6000, ethylene glycol, and reduced starch saccharified product can be used (usually 5 to 5). 50%).

  Examples of the binder include sodium polyacrylate, xanthan gum, sodium alginate, propylene glycol ester alginate, carboxymethyl cellulose, hydroxyethyl cellulose, carbopol, guar gum, gelatin, avicel, and inorganic binders such as montmorillonite, kaolin and bentonite. (Usually 0 to 5%).

  As the surfactant, as an anionic surfactant, for example, sodium lauryl sulfate, polyoxyethylene alkyl sulfate, N-lauroyl taurate, α-olefin sulfonate, as an amphoteric surfactant, for example, N-acyl glutamate, 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine, nonionic activators such as alkyl glycosides, sucrose fatty acid esters, alkylol amides, polyoxyethylene sorbitan monostearate, polyoxyethylene polyoxy Examples include propylene glycol, polyoxyethylene alkyl ether, decaglyceryl laurate and the like (usually 0.1 to 3%, particularly 0.5 to 2%).

  Sweeteners include saccharin sodium, aspartame, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone, perilartin, etc., and preservatives include parabens such as butylparaben and ethylparaben, paraoxybenzoates And sodium benzoate.

  Various active ingredients include: fluorides such as sodium fluoride, potassium fluoride, stannous fluoride, strontium fluoride, sodium monofluorophosphate, and water-soluble phosphate compounds such as orthophosphoric acid potassium salt and sodium salt. , Tranexamic acid, epsilon-aminocaproic acid, allantoin chlorohydroxyaluminum, hinokitiol, ascorbic acid, sodium chloride, dl-tocopherol acetate, dihydrocholesterol, α-bisabolol, chlorhexidine salts, azulene, glycyrrhetinic acid, glycyrrhetic acid, copper chlorophyllin sodium, chlorophyll, Chelating phosphate compounds such as glycerophosphate, copper compounds such as copper gluconate, aluminum lactate, strontium chloride, potassium nitrate, berberine, hydroxamic acid and its Conductor, sodium tripolyphosphate, zeolite, methoxyethylene, epidihydrocholesterin, benzethonium chloride, dihydrocholesterol, trichlorocarbanilide, zinc citrate, Japanese cinnamon soft extract, buckwheat extract, chamomile, clove, rosemary, hornon, safflower, etc. An extract etc. are mentioned. In addition, the compounding quantity of these active ingredients can be made into an effective quantity in the range which does not prevent the effect of this invention.

  Perfumes are peppermint oil, spearmint oil, anise oil, eucalyptus oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, peppermint oil, cardamom oil, coriander oil, mandarin oil, lime Oil, lavender oil, rosemary oil, laurel oil, camomil oil, caraway oil, marjoram oil, bay oil, lemongrass oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, iris concrete, absolute peppermint , Absolute rose, orange flower, and other natural fragrances, and fragrances processed by these natural fragrances (front reservoir cut, rear reservoir cut, fractional distillation, liquid extraction, essence, powder fragrance, etc.), and menthol , Carvone, anethole, cineol, methyl salicylate Cinnamic aldehyde, eugenol, 3-l-mentoxypropane-1.2-diol, thymol, linalool, linalyl acetate, limonene, menthone, menthyl acetate, N-substituted-paramentane-3-carboxamide, pinene, octylaldehyde, Citral, pulegone, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, allyl cyclohexane propionate, methyl anthranilate, ethyl methyl phenyl glycidate, vanillin, undecalactone, hexanal, propyl alcohol, butanol, isoamyl alcohol , Hexenol, dimethyl sulfide, cycloten, furfural, trimethylpyrazine, ethyl lactate, methyl lactate, ethylthioacetate Used in dentifrice compositions such as strawberry flavor, apple flavor, banana flavor, pineapple flavor, grape flavor, mango flavor, butter flavor, milk flavor, fruit mix flavor, tropical fruit flavor, etc. The known perfume material can be used.

  Moreover, although a compounding quantity is not specifically limited, It is preferable to use said fragrance | flavor raw material 0.000001 to 1% in a formulation composition. Moreover, as a fragrance | flavor for fragrance | flavor using the said fragrance | flavor raw material, it is preferable to use 0.1 to 2.0% in a formulation composition.

  Examples of the colorant include Blue No. 1, Responsible Color No. 4, Green No. 3, and the like. In addition, the compounding quantity of these components can be made into a normal quantity in the range which does not prevent the effect of this invention.

  The material in particular of the container which accommodates the dentifrice composition of this invention is not restrict | limited, Usually, the container used for a dentifrice composition can be used. Specifically, plastic containers such as polyethylene, polypropylene, polyethylene terephthalate, and nylon can be used.

  EXAMPLES Hereinafter, although an experimental example, an Example, and a comparative example are shown and this invention is demonstrated concretely, this invention is not restrict | limited to the following Example. In the following examples, the blending amount is mass%.

[Experimental example]
A dentifrice composition having the composition shown in Table 1 was prepared by the following method and evaluated as follows. The results are shown in Table 1.

(1) Preparation of test dentifrice composition A dentifrice composition having the composition shown in Table 1 was prepared, and the innermost layer was a linear low-density polyethylene 26 mm diameter and 8 mm diameter laminated tube (low-density polyethylene 72 μm / ethylene 50 g of acrylic acid copolymer resin 90 μm / aluminum 10 μm / ethylene acrylic acid copolymer resin 35 μm / linear low density polyethylene 50 μm, thickness 257 μm (Dai Nippon Printing Co., Ltd.) was filled.

  For preparation of these dentifrice compositions, isopropylmethylphenol (Biosol, Osaka Kasei Co., Ltd.), lauroyl sarcosine sodium (Soibon SLP, Kawaken Fine Chemical Co., Ltd.), polyvinylpyrrolidone (Lubicol K30, Rubiscol K90, BASF Japan Ltd.) was used. For other ingredients, anhydrous silicic acid, sorbite solution, propylene glycol, sodium alginate, xylit, sodium saccharin, titanium oxide, sodium lauryl sulfate, purified water is a cosmetic base (cosmetic raw material standard) standard, and sodium fluoride is an external standard ( For quasi-drug raw material standard) and xanthan gum, makeup standard (combination ingredient standard by cosmetic variety) standard product was used.

(2) Evaluation of bactericidal power Todd Hewitt containing 5 mg / L hemin (manufactured by Sigma) and 1 mg / L vitamin K (manufactured by Wako Pure Chemical Industries, Ltd.) Broth (Becton and Dickinson) culture solution (THBHM) was added to 4 mL, and after anaerobic culture at 37 ° C. overnight (80 vol% nitrogen, 10 vol% carbon dioxide, 10 vol% hydrogen), turbidity at a wavelength of 660 nm (OD ₆₆₀ ) = 1 to obtain a bacterial solution.

A dentifrice composition having the composition shown in Table 1 was prepared. After stirring and adding 40 mL of artificial saliva to 10 g of the dentifrice composition, the mixture was centrifuged (10,000 rpm, 10 minutes), and the resulting supernatant was used as a sample stock solution. . After 2 mL of the sample stock solution was allowed to act on 2 mL of the bacterial solution for 30 seconds, 50 μL was collected to obtain a sample solution for bactericidal evaluation. Bactericidal power evaluation is performed by adding a bactericidal power evaluation sample solution (50 μL) to a THB liquid medium (4 mL), culturing (37 ° C., 8 hours), and measuring the amount of grown bacteria using turbidity (OD ₆₆₀ ) as an index. However, evaluation was performed on the assumption that a smaller numerical value gave higher sterilizing power.

  As artificial saliva, 3.73 g of potassium chloride, 0.14 g of potassium dihydrogen phosphate, 0.15 g of calcium chloride dihydrate, and 0.02 g of magnesium chloride hexahydrate were purified. Dissolved in water and adjusted to pH 7 with potassium hydroxide to a volume of 1,000 mL was used.

(3) Solid-liquid phase separation stability evaluation About the dentifrice composition of the composition shown in Table 1, three each were preserve | saved at 60 degreeC for 1 month, and this was made into the evaluation sample. A sample of 20 cm was taken from the mouth of the sheet and the range stained on the sheet was evaluated according to the following criteria, and an average value was obtained and evaluated according to the following criteria.

Degree of solid-liquid phase separation:
3 points: 0 square centimeters or more and less than 1.0 square centimeters 2 points: 1.0 square centimeters or more and less than 2.0 square centimeters 1 point: 2.0 square centimeters or more Evaluation criteria:
◎ Average point of degree of solid-liquid phase separation is 3.0 point ○ Average point of degree of solid-liquid phase separation is 2.5 points or more and less than 3.0 points
△ Average point of degree of solid-liquid phase separation is 2.0 points or more and less than 2.5 points
× The average point of the degree of solid-liquid phase separation is less than 2.0

  From the results of Table 1, in the composition in which any of the components (a) to (c) according to the present invention is a non-blended composition or the mass ratio of (c) / (b) is outside the range of the present invention, While the satisfactory effect is not exhibited at any point of the degree of solid-liquid phase separation, the dentifrice composition of the present invention has a high bactericidal effect and the solid-liquid phase separation is suppressed. Was confirmed.

[Example 8] Toothpaste isopropylmethylphenol 0.1%
Lauroyl sarcosine sodium 0.2
Polyvinylpyrrolidone (Rubicol K30) 0.2
Sodium lauryl sulfate 1.0
Fragrance 1.2
Triclosan 0.03
Polyoxyethylene (20) hydrogenated castor oil 1.4
Silicic anhydride 20
Sodium polyacrylate 0.7
Xanthan gum 0.5
Sorbit liquid (70%) 35
Saccharin sodium 0.2
Propylene glycol 3.0
Methyl paraoxybenzoate 0.05
Butyl paraoxybenzoate 0.01
Titanium oxide 0.4
Sodium fluoride 0.21
Water remaining
Total 100.0%
Mass ratio of polyvinylpyrrolidone / lauroyl sarcosine sodium: 1.0
It was confirmed that the dentifrice composition was excellent in bactericidal power and solid-liquid phase separation was suppressed.

[Example 9] Toothpaste isopropylmethylphenol 0.1%
Lauroyl sarcosine sodium 0.3
Polyvinylpyrrolidone (Rubicol K30) 0.15
Cetylpyridinium chloride 0.05
Sodium lauryl sulfate 1.2
Fragrance 1.3
Polyoxyethylene (5) stearyl ether 0.8
Polyoxyethylene (20) hydrogenated castor oil 1.4
Silicic anhydride 22
Carboxymethylcellulose 1.0
Xanthan gum 0.4
Sorbit liquid (70%) 40
Saccharin sodium 0.2
Propylene glycol 4.0
Titanium oxide 0.4
Sodium fluoride 0.21
Water remaining
Total 100.0%
Mass ratio of polyvinylpyrrolidone / lauroyl sarcosine sodium: 0.5
It was confirmed that the dentifrice composition was excellent in sterilizing power and solid-liquid phase separation was suppressed.

[Example 10] Toothpaste isopropylmethylphenol 0.07%
Lauroyl sarcosine sodium 0.2
Polyvinylpyrrolidone (Rubicol K30) 0.3
Sodium lauryl sulfate 1.0
Fragrance 1.3
Polyoxyethylene (20) hydrogenated castor oil 0.8
Polyoxyethylene (5) stearyl ether 0.8
Silicic anhydride 20
Carrageenan 0.4
Xanthan gum 0.6
Sodium alginate 0.5
Sorbit liquid (70%) 45
Saccharin sodium 0.2
Propylene glycol 3.0
ε-aminocaproic acid 0.03
Titanium oxide 0.4
Sodium fluoride 0.21
Water remaining
Total 100.0%
Mass ratio of polyvinylpyrrolidone / lauroyl sarcosine sodium: 1.5
It was confirmed that the dentifrice composition was excellent in bactericidal power and solid-liquid phase separation was suppressed.

[Example 11] Toothpaste isopropylmethylphenol 0.05%
Lauroyl sarcosine sodium 0.2
Polyvinylpyrrolidone (Lubicol K30) 0.05
Sodium lauryl sulfate 1.2
Fragrance 1.2
Polyoxyethylene (10) stearyl ether 1.5
Dicalcium phosphate dihydrate 40
Carrageenan 0.4
Carboxymethylcellulose 0.6
Sorbit liquid (70%) 25
Saccharin sodium 0.2
Propylene glycol 4.0
Methyl paraoxybenzoate 0.05
Butyl paraoxybenzoate 0.01
Titanium oxide 0.3
Sodium monofluorophosphate 0.73
Water remaining
Total 100.0%
Mass ratio of polyvinylpyrrolidone / lauroyl sarcosine sodium: 0.25
It was confirmed that the dentifrice composition was excellent in bactericidal power and solid-liquid phase separation was suppressed.

Claims (1)

  A dentifrice comprising (a) isopropylmethylphenol, (b) sodium lauroyl sarcosine and (c) polyvinylpyrrolidone, wherein the mass ratio of (c) / (b) is 0.1 to 3.0. Composition.