WO2007066497A1

WO2007066497A1 - Dentifrice composition

Info

Publication number: WO2007066497A1
Application number: PCT/JP2006/323076
Authority: WO
Inventors: Masato Arai; Keiji Ishiguro; Yukio Yamamoto
Original assignee: Lion Corporation
Priority date: 2005-12-09
Filing date: 2006-11-20
Publication date: 2007-06-14
Also published as: JPWO2007066497A1

Abstract

A dentifrice composition containing (A) cetylpyridinium chloride, (B) hydroxyethylcellulose, and (C) an amphoteric surfactant selected from alkyldimethylaminoacetate betaine, fatty acid amide propylbetaine and 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolium betaine in which the mass ratio of (C)/(B) is 0.06 to 3, the water content is 50% by mass or less and an anionic surfactant is not practically contained. The dentifrice composition further containing (D) hydroxypropylmethylcellulose in which the mass ratio of (D)/(B) is 0.06 to 2.5, and the dentifrice composition further contained 7 to 60% by mass of an abrasive agent, 5 to 50% by mass of a thickening agent, and 0.1 to 5% by mass of a binder which is prepared as a toothpaste composition. The dentifrice composition is excellent in a bactericidal action against bacteria in the oral cavity, good in usability and useful for the prevention or treatment of a periodontal disease or dental caries.

Description

Specification

toothpaste composition

Technical field

[0001] The present invention enables stable blending of cetylpyridinium salt while maintaining its high bactericidal activity without impairing foaming performance, taste, or feeling of use, and is effective against oral bacteria. The present invention relates to a toothpaste composition that has a bactericidal effect, is suitable for the prevention and treatment of periodontal diseases such as gingivitis and alveolar pyorrhea caused by oral bacteria, and caries, and is comfortable to use.

Background technology

[0002] The two major oral diseases, caries and periodontal disease, are thought to be caused by various bacteria in oral plaque. Cocci and periodontal diseases are infections caused by bacteria, mainly obligate anaerobic Durum-negative rods such as P. gingivalis, and causes of bad breath include F. nucleatum and other bacteria. oral bacteria are involved. Therefore, it is said that plaque control, that is, keeping the number of pathogenic bacteria in the oral cavity at a low level, is useful as an effective means for preventing and improving oral diseases.

[0003] As a means to reduce the number of pathogenic bacteria in the oral cavity, salt pyridine, a cationic bactericidal agent that has excellent oral tissue adsorption properties and has high bactericidal and plaque formation inhibiting effects, has been used. It is known that dentifrice compositions include dentifrice compositions. In addition, in oral compositions such as dentifrices, it is necessary to dissolve oily ingredients such as fragrances, which are essential, and to provide sufficient foaming, anionic surfactants such as sodium lauryl sulfate are used. is also known.

[0004] When the above cetylpyridinium salt is used in combination with an anionic surfactant, it forms an electrostatic complex with the anionic surfactant due to the charge it has. There was a problem that the bactericidal activity decreased due to the formation of microorganisms. On the other hand, if an ionic surfactant is not included in order to maintain the bactericidal activity of cetylpyridium salt, it may not be possible to solubilize oil-soluble components or provide sufficient foaming. There was an issue.

[0005] As a means to maintain the bactericidal activity of cetylpyridium chloride, Oral liquid preparations containing Cetyl pyridium and specific polyoxyethylene hydrogenated castor oil (see Patent Document 1), and oral liquid preparations containing Cetyl pyridium salt and polyoxyethylene polyoxypropylene glycol. (see Patent Document 2), oral compositions containing a cationic bactericide and a water-soluble inorganic carbonate (see Patent Document 4), and oral compositions containing a cationic bactericide and crystalline cellulose. (See Patent Document 8) have been proposed, but none of them have been able to provide sufficient foaming.

[0006] In addition, as a means to maintain both the bactericidal activity of cetylpyridium chloride and foaming, a certain ratio of cyclodextrins and a nonionic foaming agent to an alkyl quaternary ammonium compound was added. Oral compositions containing a cationic bactericide and polyoxyethylene alkyl ether as a foaming agent (see Patent Document 6) have been proposed. In this technology, specific binders and amphoteric surfactants are not proposed, and compared to the case where an aionic surfactant such as sodium lauryl sulfate is blended, sufficient foaming cannot be imparted. There wasn't.

[0007] On the other hand, by using a water-insoluble solid in which organosilicon type quaternary ammonium is fixed as an active ingredient, and adding a betaine type surfactant and a nonionic and cationic binder, It has been proposed to incorporate cetylpyridium salt into oral compositions stably containing organosilicon-type fixed fungicides (see Patent Documents 3 and 7). However, even with these technologies, stabilization of water-soluble fungicides such as cetylpyridium salt has not been attempted. In addition, the inclusion of a betaine type surfactant to provide sufficient foaming compared to anionic surfactants causes irritation to the oral mucosa, bitterness, and stringiness as a formulation. It has not been possible to obtain a product that satisfies both sufficient sterilizing power and a good feeling of use.

[0008] Patent document 1: Japanese Patent Application Laid-open No. 4 173728

Patent document 2: Japanese Patent Application Laid-Open No. 4-198120

Patent Document 3: Japanese Unexamined Patent Publication No. 6-24947

Patent document 4: Japanese Patent Application Laid-Open No. 8-245353

Patent document 5: Japanese Patent Application Laid-Open No. 8-259428

Patent document 6: Japanese Patent Application Laid-Open No. 10-175832 Patent document 7: Patent No. 3006960

Patent document 8: Japanese Patent Application Publication No. 2002-179541

Disclosure of invention

Problems that the invention seeks to solve

[0009] The present invention was developed in view of the above circumstances, and it is possible to maintain the high bactericidal activity of cetylpyridium salt without impairing the foaming performance, taste, or feeling of use, and to stably blend it into the oral cavity. An object of the present invention is to provide a toothpaste composition that has an excellent bactericidal effect against bacteria and has a good feeling of use.

Means to solve problems

[0010] As a result of extensive research in order to achieve the above object, the present inventor has not only searched for a surfactant that can replace the foaming performance of anionic surfactants, but also developed a surfactant that can be used in making meringue. Focusing on the mechanism, they discovered that hydroxyethylcellulose, a nonionic binder that does not form an electrostatic complex with cetylpyridium salt, has a high foam stabilizing effect. For chill cellulose, alkyldimethylaminoacetic acid betaine, fatty acid amidopropyl betaine, 2-alkyldimethylaminoacetic acid betaine, 2-alkyl-N-canoleboxymethynole-N-hydroxy are used to solubilize and foam oil-soluble ingredients such as fragrances. By blending at least one amphoteric surfactant selected from ethyl imidazolium betaine in a mass ratio of 0.06 to 3, and by controlling the water content in the composition to 50% by mass or less, -We have discovered that it is possible to obtain a toothpaste composition that has a composition that does not substantially contain onionic surfactants, has good foaming performance, taste, and feeling of use, and can also exhibit sufficient bactericidal effects derived from cetylpyridinium chloride. The invention was completed.

[0011] Therefore, the present invention provides [I] (A) cetylpyridium chloride, (B) hydroxyethylcellulose, (C) alkyl dimethylaminoacetic acid betaine, fatty acid amidopropyl betaine, 2-a Contains at least one kind of amphoteric surfactant selected from the group consisting of N, N, and Hydroxyethyl imidazolium betaine, and the blending ratio of component (C) to component (B) is 0.06 by mass. - 3, the water content in the composition is 50% by mass or less, and the dentifrice composition is characterized in that it does not substantially contain an ionic surfactant, [II] furthermore, (D ) Contains hydroxypropyl methylcellulose, and contains (B) component ( D) The toothpaste composition of [I] above, characterized in that the blending ratio of the components is 0.06-2.5 in terms of mass ratio, and [III] the toothpaste composition further contains an abrasive of 7 to 60% by mass and a viscous The dentifrice composition of [I] or [II] above is prepared as a toothpaste composition by blending 5 to 50% by mass of the agent and 0.1 to 5% by mass of the binder.

Effect of the invention

[0012] The dentifrice composition of the present invention has excellent foaming performance, taste, and feeling of use, and can be stably blended while maintaining high bactericidal activity derived from cetyl pyridium chloride. It has an excellent bactericidal effect against bacteria and has a pleasant feeling of use, making it useful for the prevention and treatment of periodontal diseases such as gingivitis and pyorrhea caused by oral bacteria, and dental caries.

BEST MODE FOR CARRYING OUT THE INVENTION

[0013] To explain the present invention in more detail below, the dentifrice composition of the present invention includes (A) salt acylpyridium, (B) hydroxyethylcellulose, and (C) alkyldimethylaminoacetic acid. Betaine, fatty acid amidopropyl betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, at least one selected amphoteric surfactant, more preferably (D) hydroxypropyl methylcellulose. It contains substantially no aionic surfactant.

[0014] Component (A) used in the present invention, cetylpyridium salt, is a cationic bactericide and is manufactured by Wako Pure Chemical Industries, Ltd., Kanto Igaku Kogyo Co., Ltd., and Tokyo Kasei Kogyo Co., Ltd. It is available from reagent manufacturers such as The blending amount is preferably 0.001-0.5% by mass, more preferably 0.01-0.1% by mass based on the total amount of the composition in terms of bactericidal activity and usability. If the blending amount is less than 0.001% by mass, sufficient bactericidal activity will not be exhibited, and if it exceeds 0.5% by mass, a unique bitter taste may occur and the texture may be unfavorable.

[0015] Hydroxyethyl cellulose, component (B), is a nonionic binder, and those sold by Daicel Chemical Industries, Ltd. can be used. The blending amount is preferably 0.2 to 1.5% by weight, more preferably ^0.4 to _1.0 % by weight, based on the total amount of the composition in terms of foaming and stringability. If the amount is less than 0.2% by mass, foaming will not be sufficient, and if it exceeds 1.5% by mass, stringiness may occur.

[0016] In addition, the molecular weight of hydroxyethyl cellulose is not particularly limited, but the composition retains its shape. The weight average molecular weight is preferably 100,000 to 3,000,000, more preferably 500,000 to 2,000,000 from the viewpoint of imparting properties. Here, the weight average molecular weight of hydroxyethylcellulose was measured using size exclusion chromatography (SEC), short dispersion polyethylene oxide was used to create a calibration curve, and the molecular weight was measured in terms of polyethylene oxide. Specifically, the column and refractive index detector were incubated in a 0.20 mol/L lithium acetate buffer (pH 4.8) and a _0.25 mass ^0/0 random methyl j8-cyclodextrin (RAMEB-CD) mobile phase. Both were thermostatted at 40°C for SEC measurements, and the polymer was collected using a pair of TSK—Gel columns (3 GMPW XL Linears + G3000P WXL in series) at a flow rate of 1.0 mL/min. Chromatographed. A sample concentration of _0.20 mass ^0/0 was used and measured in an injection volume of 200 μL·.

[0017] The toothpaste composition of the present invention also contains alkyldimethylaminoacetic acid betaine, fatty acid amidopropyl betaine, and 2-alkyl-N-carboxymethyl-N-hydroxycetylimidazolium betaine as the component (C). Contains at least one selected amphoteric surfactant.

[0018] The alkyl chain length of the amphoteric surfactant is preferably 8 to 20 carbon atoms, more preferably 10 to 18 carbon atoms, from the viewpoint of no foaming or bitter taste. As an example of alkyl dimethylaminoacetic acid betaine, an aqueous lauryl dimethylaminoacetic acid betaine solution sold by Nikko Chemicals Co., Ltd. under the trade name NIKKOL AM-301 can be used. Examples of fatty acid amidopropyl betaine include aqueous solutions of coconut oil fatty acid amidopropyl betaine sold by Degussa under the trade names TEGO BetainCK, TEGO BetainF50, and TEGO BetainZF. In addition, 2-alkyl N-carboxymethyl-N-hydroxyethylimidazolium betaine is sold by Lion Co., Ltd. under the trade name Nadicol C-40H. -N-Hydroxyethylimidazolium betaine sodium aqueous solution, etc. are used. In any case, it is not limited to the above.

[0019] These amphoteric surfactants may be used alone or in combination of two or more. In addition, from the viewpoint of foaming amount and bitterness, the total amount of the composition is preferably 0.05 to 2.0 mass _0/0 , more preferably ^0.1 based on the total amount of the composition in terms of pure content. ~1.5 _mass ^0/0 . 0.05 quality If it is less than 2.0% by mass, sufficient foaming volume cannot be obtained, and if it exceeds 2.0% by mass, bitterness may occur.

[0020] In the present invention, in order to actively blend cetylpyridium salt without impairing foaming performance, taste, and feeling of use, the above component (C) is added to the hydroxyethylcellulose component (B). It is necessary to blend the amphoteric surfactant in a mass ratio of 0.06 to 3, preferably 0.1 to 2 from the viewpoint of foaming and feel on use. When the blending ratio is less than 0.06, sufficient foaming cannot be imparted, and when it exceeds 3, stringiness and bitterness occur, resulting in a poor feeling of use.

[0021] Furthermore, in the present invention, hydroxypropyl methylcellulose can be blended as component (D) in order to enhance foam retention and give fineness to the foam. The hydroxypropyl methyl cellulose used in the present invention is a nonionic binder like hydroxyethyl cellulose, and the one sold by Shin-Etsu Igaku Kogyo Co., Ltd. under the trade name Metrose can be used. can.

[0022] The viscosity of hydroxypropylcellulose is not particularly limited! However, the viscosity of a 2 mass ^0/0 aqueous solution ( ₂₀ °C) can be measured using a single cylindrical rotational viscometer (TVB-20L model manufactured by Tokimec Co., Ltd.). To ensure foam retention, the viscosity when measured using rotor No. L, M2 or M4 (rotation speed 60 rpm, measurement time 4 minutes) is between 2 and 35000 mPa's, especially between 20 and LO, OOOmPa's. preferred in terms of gender

[0023] When hydroxypropylcellulose is blended, the blending amount is preferably 0.05 to 2% by mass, more preferably 0.1 to 1.0% by mass based on the total amount of the composition from the viewpoint of foam retention. It is. If it is less than 0.05% by mass, sufficient foam retention may not be achieved, and if it exceeds 2% by mass, insoluble hydroxypropyl methylcellulose may cause skin roughness at low temperatures.

[0024] Furthermore, when the above-mentioned hydroxypropyl methylcellulose is blended, the mass ratio of hydroxypropyl methylcellulose (D) to the blended amount of hydroxypropylcellulose (B) is 0.06-2. . 5, especially blending at a ratio of 0.2 to 2 is preferable from the viewpoint of foam retention and feeling of use. If the blending ratio is less than 0.06, it may not be possible to provide sufficient foam retention, and if it exceeds 2.5, the foam may lose its fineness and may become stringy. [0025] Furthermore, the dentifrice composition of the present invention has a water content of 50% by mass or less, preferably 15 to 40% by mass. When the water content exceeds 50% by mass, initial and temporal foaming decreases, and stringiness occurs. If the amount is less than 15% by mass, insoluble hydroxyethylcellulose and hydroxypropylmethylcellulose may precipitate.

[0026] The dentifrice composition of the present invention does not substantially contain an ionic surfactant, and in this case, "substantially does not contain" means that it does not contain it in the dentifrice composition.

[0027] The dentifrice composition of the present invention can be prepared as a toothpaste, a liquid dentifrice, a liquid dentifrice, a moisturized dentifrice, etc. Depending on the dosage form, in addition to the above-mentioned essential ingredients, it may be added to a range that does not impair the effects of the present invention. Other optional ingredients can be added. For example, toothpaste can contain abrasives, thickeners, binders, surfactants, sweeteners, preservatives, active ingredients, pigments, fragrances, etc., and is manufactured by mixing these ingredients with water. can.

[0028] As the abrasive, precipitated silica, silica gel, aluminosilicate, zirconosilicate, dibasic calcium phosphate dihydrate, dibasic calcium phosphate anhydrate, calcium pyrophosphate, aluminum hydroxide, alumina, titanium dioxide , crystalline zirconium silicate, polymethyl metatallate, insoluble calcium metaphosphate, light calcium carbonate, heavy lucium carbonate, magnesium carbonate, tribasic magnesium phosphate, zeolite, zirconium silicate, tribasic calcium phosphate, hydroxyapatite, One type or a combination of two or more of fluoroapatite, calcium-deficient apatite, tertiary calcium phosphate, quaternary calcium phosphate, octai calcium phosphate, synthetic resin abrasive, etc. can be blended. The blending amount is usually 7 to 60% by mass based on the total amount of the composition.

[0029] Thickening agents include polyhydric alcohols such as glycerin, sorbitol, propylene glycoyl, polyethylene glycol with a molecular weight of 200 to 6000, ethylene glycol, 1,3-butylene glycol, and reduced starch sugars. It is possible to blend one type or a combination of two or more types. The blending amount is usually 5 to 50% by mass based on the total amount of the composition.

[0030] In addition to the above-mentioned hydroxyethyl cellulose as component (B) and hydroxypropyl methyl cellulose as component (D), binders that do not reduce the activity of cetyl pyridium may also be used. Cationic binders can be added, and other non-ionic binders include methylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, etc. Can be mentioned. Examples of the cationic binder include cationic hydroxyethylcellulose. These binders can be blended singly or in combination of two or more, and the blending amount is usually 0.1 to 5% by mass based on the total amount of the composition.

[0031] As the surfactant, since using an ionic surfactant may impair the bactericidal activity of cetyl pyridium salt in the composition, use other than ionic surfactants. These include amphoteric surfactants, nonionic surfactants, and cationic surfactants other than the component (C) above. Other amphoteric surfactants other than component (C), which is an essential component of the present invention, include N-acylglutamate, N-alkyldiaminoethyldaricin such as N-myristyldiaminoethyldaricin, and the like. Nonionic surfactants include, for example, polyoxyethylene hydrogenated castor oil in which the number of added moles of ethylene oxide is 5 to 80, and polyoxyethylene hydrogenated castor oil in which the number of added moles of ethylene oxide is 2 to 25, and the number of carbon atoms in the alkyl chain length is 2 to 25. polyoxyethylene alkyl ether whose alkyl chain length is 10 to 20, alkyl glycoside whose alkyl chain length is ¾ to 16, sucrose fatty acid ester whose fatty acid group has 12 to 18 carbon atoms, such as sucrose mono- and dilaurate; Ratatose fatty acid ester, ratatitol fatty acid ester, maltitol fatty acid ester, stearic acid monodaliseride, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monostearate, alkylylethanolamide such as lauroyl jetanolamide, polyoxyethylene polyoxy Examples include propylene glycol and decaglyceryl laurate. These surfactants can be blended singly or in combination of two or more, and the blending amount is usually 0.1 to 5% by mass based on the total amount of the composition.

[0032] Sweeteners include saccharin sodium, asparatame, stepioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone, perilartine, etc. Preservatives include parabens such as butylparaben, ethylparaben, paraoxybenzoin, etc. Examples include acid esters, sodium benzoate, and the like. The blending amounts of these components can be set to normal amounts within a range that does not impede the effects of the present invention.

[0033] Various active ingredients other than cetylpyridium salt include, for example, sodium fluoride, potassium fluoride, stannous fluoride, strontium fluoride, fluorides such as sodium monofluorophosphate, potassium salt of orthophosphoric acid, and sodium fluoride. Water-soluble phosphoric acid compounds such as salts, tranexamic acid, Epsilon-aminocaproic acid, allantoin chlorhydroxyaluminum, hinokitiol, ascorbic acid, sodium chloride, dl-tocopherol acetate, dihydrocholesterol, a-bisabolol, chlorhexidine salts, azulene, glycyrrhetinic acid, glycyrrhetinic acid, sodium copper chlorophyllin, chlorophyll , chelating phosphoric acid compounds such as griseite phosphate, copper compounds such as copper dalconate, aluminum lactate, strontium chloride, potassium nitrate, berberine, hydroxamic acid and its derivatives, sodium tripolyphosphate, Folite, methoxyethylene, maleic anhydride copolymer, polypyrrolidone, epidihydro cholesterin, benzethonium chloride, sodium chloride, dihydrocholesterol, trichlorocarbalide, zinc citrate, soft angelica extract, ovata extract, power Examples include extracts of honeysuckle, chiyoji, rosemary, sagebrush, safflower, etc. The blending amount is usually 0.001 to 5% by mass based on the total amount of the composition.

Fragrances include peppermint oil, spearmint oil, anise oil, eucalyptus oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, chili oil, rhudamon oil, coriander oil, mandarin oil. , lime oil, lavender oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, bean oil, lemongrass oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, iris oil Natural fragrances such as concrete, absolute peppermint, absolute rose, orange flower, etc., and the processing of these natural fragrances (front distillation cut, rear distillation cut, fractional distillation, liquid-liquid extraction, essence production, powder fragrance production, etc.) ) and menthol, carvone, phanethole, cineole, methyl salicylate, cinnamic aldehyde, eugenol, 3-1-menthoxypropane-1.2-diol, thymol, linalool, linary acetate, limonene, menthone , menthyl acetate, N-substituted para-menthane-3-carboxamide, binene, octyraldehyde, citral, pulegone, carbyl acetate, arsaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexanepropionate, methyl anthralate , ethyl methyl phenol glycidate, vanillin, undecalactone, hexanal, propyl alcohol, butanol, isoamyl alcohol, hexenol, dimethyl sulfide, cyclotene, furfural, trimethylvirazine, ethyl latatate, methyl lactate, ethyl thioacetate, etc. , furthermore, strawberry flavor, Compounded fragrances such as Upnorefreno-ichi, No-Nanafreno-ichi, No-Nup-Norefreno-ichi, Grape Flavorino-ichi, Mango Freno-ichi, Notafureno-ichi, Minorekfureno-ichi, Funoret Mix Flavor, Tropical Fruit Flavor, etc. Any known flavoring material used in dentifrice compositions can be used, and is not limited to the flavoring materials in the Examples.

[0035]Although the blending amount of the fragrance is not particularly limited, the above fragrance materials may be included in the formulation composition in an amount of 0.

It is preferable to use 000001 to 1% by mass. In addition, it is preferable to use 0.1 to 2.0% by mass of the perfume material in the formulation composition as a perfume for flavoring using the above-mentioned perfume material.

[0036] Examples of the coloring agent include Blue No. 1, Shinshoku No. 4, and Green No. 3. The blending amounts of these components can be set to normal amounts within a range that does not impede the effects of the present invention.

Example

[0037] Examples and comparative examples are shown below, including a bactericidal power test, a foam height test, and a feeling of use using a composition example (example) that corresponds to the dentifrice composition of the present invention and a composition example that does not correspond (comparative example). The characteristics and excellent effects of the present invention will be specifically explained by showing the evaluation results of stringability, but the present invention is not limited to the following examples. In the following examples, the blending amounts are all mass %, and the blending ratios are mass ratios.

[0038] [Examples 1 to 8, Comparative Examples 1 to 7]

Test toothpastes containing the ingredients listed in Tables 1 and 2 were prepared using conventional methods, and tested for bactericidal activity, foam height, usability (foaming in the mouth, lack of bitterness, mucous membrane irritation), and stringability. It was evaluated using the following method. The results are shown in Tables 1 and 2. In addition, for the preparation of these toothpaste compositions, cetylpyridium salt (Wako Pure Chemical Industries, Ltd.), hydroxyethyl cellulose (Daicel Chemical Industries, Ltd., HEC EE—820, weight average molecular weight 1.3 million) are used. , lauryldimethylaminoacetic acid betaine (Nikko Chemicals Co., Ltd. NIKKOL AM— 301), 2-coconut oil alkyl- N-carboxymethyl-N-hydroxyethylimidazolium betaine sodium (Lion Co., Ltd. enadicol C— 40H) and coconut oil fatty acid amidopropyl betaine (TEGO BetainCK, Degussa.). Other ingredients include sodium lauryl sulfate, toothpaste calcium hydrogen phosphate dihydrate, silicic anhydride, titanium oxide, polyethylene glycol 400, sodium carboxymethyl cellulose, carrageenan, polyoxyethylene (20) hardened castor oil. , saccharin sodium, 85% glycerin, and purified water are cosmetic raw material standard products. For sodium monofluorophosphate, a quasi-drug raw material standard product was used.

[0039] [Examples 9 to 16]

A test dentifrice containing the ingredients listed in Table 3 was prepared using a conventional method, and tested for bactericidal activity, foam height, and usability (foaming in the mouth, lack of bitterness, mucous membrane irritation, fineness of the foam). The stringiness was evaluated by the following method. The results are shown in Table 3. In the preparation of these toothpaste compositions, cetylpyridium salt (Wako Pure Chemical Industries, Ltd.), hydroxyethyl cellulose (Daicel Chemical Industries, Ltd.), HEC EE—820, weight average molecular weight 1.3 million, were used. ), hydroxypropyl methylcellulose (Shin-Etsu Chemical Co., Ltd. Metrose 60SH— 50 20°C viscosity 50 mPa • s), lauryl dimethylaminoacetic acid betaine (Nikko Chemicals Co., Ltd. NIKKOL AM— 30 1), N—coconut oil Fatty acid acyl-N-carboxymethyl-N-hydroxyethylimidazolium betaine (Lion Co., Ltd., enadicol C 40H) and coconut oil fatty acid amidopropyl betaine (Degussa., TEGO BetainCK) were used. Other ingredients include calcium hydrogen phosphate dihydrate for toothpaste, silicic anhydride, titanium oxide, polyethylene glycol 400, polyoxyethylene (20) hydrogenated castor oil, sodium saccharin, 85% glycerin, and purified water. The standard standard product, sodium monofluorophosphate, was an external standard standard product.

[0040] (1) Evaluation method of bactericidal activity test

40 μL of frozen Boruphyromonas gingivalis culture was added to Becton and Dickinson broth containing 5 m gZL hemin (Sigma) and lmgZL vitamin K (Wako Pure Chemical Industries, Ltd.). The bacteria were added to 4 mL of culture solution (THBHM) and cultured anaerobically at 37°C for two nights (80 vol% nitrogen, 10 vol% carbon dioxide, 10 vol% hydrogen) to obtain a bacterial solution. Prepare the dentifrices listed in Tables 1 to 3, add 49 mL of THBHM medium to dentifrice lg, stir, and then add THBHM medium to dilute each toothpaste so that the dilution ratio is 400 to 2,400 times. A drug dilution medium was prepared. 50 μL of the bacterial solution was added to 3 mL of each dentifrice dilution medium, and after anaerobic culture at 37°C for 10 days, the presence or absence of bacterial growth was determined using appearance, smell, and microscopy. The bactericidal activity was expressed as the highest dilution at which no bacterial growth was observed.

[0041] (2) Evaluation method of foam height test

The dentifrices shown in Tables 1 to 3 were prepared, and 1g of dentifrice was added to 10mL of artificial saliva and dispersed to form a dispersion liquid. Transfer the dispersion to a lOOmL Nessler tube, shake vigorously 20 times for 10 seconds, and immediately , and the foam height after 10 minutes of standing was shown as the foam height test value using the mL value of the Nessler tube. In addition, the artificial saliva includes 3.73g of potassium salt, 0.14g of dihydrogen phosphate, 0.15g of calcium chloride dihydrate, and 0.02g of magnesium chloride hexahydrate. The solution was dissolved in purified water, the pH was adjusted to 7 with potassium hydroxide, and the solution was used.

[0042] (3) Evaluation method for feeling of use (foaming in the mouth)

The toothpastes shown in Tables 1 to 3 were prepared, and 10 subjects placed about 1g of the toothpaste on a commercially available toothbrush and brushed for 3 minutes.The foaming in the mouth was sensory-evaluated using the following criteria and the average value was evaluated. I asked for Note that the sample of Comparative Example 5 was used as a control sample for foaming, and evaluation was performed using this as a standard.

[0043] (Rating)

4 points: Very good compared to the control sample!ヽ

3 points: Good compared to the control sample!ヽ

2 points: Slightly better than the control sample!

1 point: Equal or lower than the control sample

(Evaluation criteria)

◎: Average score 3. 5 points or more 4. 0 points or less

〇：Average score 3. 0 points or more 3. Less than 5 points

Δ: Average score 2. 0 points or more 3. Less than 0 points

X: Average score 1. 0 points or more 2. Less than 0 points

[0044] (4) Evaluation method of usability (lack of bitterness)

The toothpastes listed in Tables 1 to 3 were prepared, and 10 subjects placed about 1g of the dentifrice on a commercially available toothbrush and brushed for 3 minutes. Responses were given on a three-point scale: "Yes" and "Yes." Of these answers, 3 points were given for ``no,'' 2 points were given for ``somewhat,'' and 1 point were given for ``yes.'' The usability was evaluated using the following criteria based on the average score of the 10 respondents.

(Evaluation criteria)

◎: Average score 2. 5 points or more 3. 0 points or less

〇：Average score 2. 0 points or more 2. Less than 5 points

Δ: Average score 1. 5 points or more 2. Less than 0 points X: Average score 1. 0 points or more 1. Less than 5 points

[0045] (5) Evaluation method for usability (mucosal irritation)

The dentifrices listed in Tables 1 to 3 were prepared, and 10 test subjects who were sensitive to mucosal irritation were asked to put about 1g of the dentifrice on a commercially available toothbrush and brush for 3 minutes. Sensory evaluation was performed using the criteria below and the average value was determined. Furthermore, as a control sample for mucosal irritation, the sample of Comparative Example 4 containing sodium lauryl sulfate was used, and evaluation was performed using this as a standard.

[0046] (Rating)

4 points: Very good compared to the control sample!ヽ

3 points: Good compared to the control sample!ヽ

2 points: Slightly better than the control sample!

1 point: Equal or lower than the control sample

(Evaluation criteria)

◎: Average score 3. 5 points or more 4. 0 points or less

〇：Average score 3. 0 points or more 3. Less than 5 points

Δ: Average score 2. 0 points or more 3. Less than 0 points

X: Average score 1. 0 points or more 2. Less than 0 points

[0047] (6) Evaluation method of stringiness

The dentifrices shown in Tables 1 to 3 were prepared and 60g was filled into a 90g tube with a diameter of 8mm. After dispensing 1 cm of toothpaste onto the paper, the mouth of the tube was pressed and the height of the thread when pulled up vertically was evaluated according to the following criteria as stringability evaluation.

(Evaluation criteria)

◎: Thread height is less than 1.Ocm

〇: Thread height is 1.Ocm or more but less than 2.Ocm

△: Thread height is 2. Ocm or more but less than 3. Ocm

X: Thread height is 3.Ocm or more

[0048] (7) Evaluation method of usability (fineness of foam)

The dentifrice shown in Table 3 was prepared and 10 subjects were asked to apply approximately 1 g of the dentifrice to a commercially available toothbrush. After brushing for 3 minutes, students were asked to rate the fineness of the bubbles in their mouths on a five-point scale: ``very good,'' ``somewhat good,''``neutral,'' ``somewhat bad,'' and ``poor.'' Obtained. Of these responses, 10 people gave 5 points for "very good," 4 points for "somewhat good," 3 points for "neutral," 2 points for "somewhat bad," and 1 point for "poor." The usability was evaluated using the following criteria based on the average score.

◎: Average score 4. 0 points or more 5. 0 points or less

〇：Average score 3. 0 points or more 4. Less than 0 points

Δ: Average score 2. 0 points or more 3. Less than 0 points

X: Average score 1. 0 points or more 2. Less than 0 points

[table 1]

Example

Composition (%)

1 2 3 4 5 6 7 8

(A) Cetylpyrinium chloride 0. 05 0. 05 0. 05 0. 05 0. 05 0. 05 0. 05 0. 05

(B) Human quincetylate cellulose 0. 8 0. 8 0. 8 0. 9 1. 5 1. 4 0. 5 1. 2 Lauri; Reci'meth; Rare aminoacetic acid

0. 6 0. 4 1. 4 Tine (*1)

2-coconut alkyl-N-?

Kinmetyl-N

(0 0. 6 0. 5 0. 1

Im so...! ] Nium, Taynat

Rium (*2)

Coconut oil fatty acid amide

- - 0. 6 - - - - 0. 2 h. Le, Tine (*3)

(C) / (B) 0, 75 0. 75 0. 75 0. 56 0, 27 0. 07 2. 80 0. 1 7 Sodium lauryl sulfate - - - - - - - - For toothpaste Calcicum hydrogen phosphate · dihydration

45 45 45 35 25 25 50 45 things

Silicic anhydride 3 3 3 4 5 5 5 3 Titanium oxide 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 Liethylene; Recall 400 3 3 3 3 3 3 3 3 Cal ''xymethylcellulose sodium

Karakinan - - - - - - - - ί'rio: t-ethylene (20) hydrogenated castor oil 0. 7 0. 7 0. 7 0. 7 0. 7 0. 7 0. 7 0. 7 Sodium saccharin 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 Sodium monofluorophosphate 0. 73 0. 73 0. 73 0. 73 0. 73 0. 73 0. 73 0. 73 Fragrance 1 1 1 1 1 1 1 1

85% lyserine 20 20 20 20 16 20 20 20 Purified water 24. 72 24. 72 24. 72 33. 72 46. 22 42. 62 17. 22 24. 72 Total 100 100 100 100 100 100 100 1 00 Moisture content ( *4) 27. 72 27. 72 27. 72 36. 72 48. 62 45. 62 20. 22 21. 12 Sterilizing power 1600 1600 1600 1600 1600 1600 1600 1600 Y packet ift s^ Immediately after 44 46 42 44 40 34 36 42 Test (mL) After 10 minutes of stillness 30 34 32 32 32 28 32 32 Foaming in the mouth 〇 © 0 〇〇〇〇〇 Feeling of use No bitterness © © @ 〇

Mucosal irritation © @ ©

Threadability @ @ 〇〇〇 Table 2] Comparative example

Composition (%)

1 2 3 4 5 6 7

(A) Cetyl bilicinium chloride 0. 05 0. 05 0. 05 0. 05 0. 05 0. 05 0. 05

(B) Human-'loxethyl cellulose 0. 8 1. 0 0. 8 1. 0 0. 9 Lauryl methylaminoacetic acid

Four

(*1)

2-Cocoalkyl ί,'kisime

(c) Chill-N-tDrokishetyrui W, ) 0. 02 0. 5 Linium Tine Sodium (*2)

Coconut oil fatty acid amide pill

0.6 to tine (*3)

(C) / (B) 0. 02 5. 00 0. 56 Sodium lauryl sulfate 0. 8

Hydrogen phosphate for toothpaste or H/cum dihydrate 45 45 45 45 45 45 20 Silicic anhydride 3 3 3 3 3 3 5 Titanium oxide 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 ho. Liethylene glycol 400 3 3 3 3 3 3 3 Sodium carboxymethyl cellulose 1 1 Karaki Nan 0. 2 0. 2 Polyoxyethylene (20) hard castor oil 0. 7 0. 7 0. 7 0. 7 0. 7 0. 7 0. 7 Sodium saccharin 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 0. 2 Sodium monofluorophosphate 0. 73 0. 73 0. 73 0. 73 0. 73 0 . 73 0. 73 Aromaceae 1 1 1 1 1 1 1

85% Chrycerin 20 20 20 20 20 20 14 Purified water 25. 32 25. 10 21. 32 24. 32 24. 92 24. 32 53. 72 Total 100 100 100 100 100 100 100 Water content (*4) 28. 32 28. 10 24. 32 27. 32 27. 92 27. 32 55. 82 Bactericidal power 1200 1600 1200 400 400 400 1200 Immediately after foam height test 20 24 32 44 12 20 26 (mL) After standing for 10 minutes 18 20 24 34 12 12 24 Foaming in the mouth X X Δ 〇 X

[0051] * A 1:35% product was used, and the values in the table indicate the blended amount in terms of pure content.

* A 2:30% product was used, and the values in the table show the blended amount converted to pure content.

* A 3:30% product was used, and the values in the table indicate the blended amount converted to pure content.

* 4: Total amount of water and purified water contained in 85% glycerin.

[0052] Contains (A) cetylpyridium chloride, (B) hydroxyethylcellulose, and (C) a specific amphoteric surfactant, and the blending ratio of component (C) to component (B) is the mass ratio. 0.06 to 3, the water content in the composition is 50% by mass or less, and the composition contains an aionic surfactant. It was confirmed that the dentifrice composition (Example 1-8), which does not contain any sulfuric acid, has high bactericidal activity derived from cetylpyridium salt, does not impair foaming performance, taste, or feeling of use, and does not irritate mucous membranes.

[Table 3]

* A 1:35% product was used, and the values in the table indicate the blended amount converted to pure content.

* A 2:30% product was used, and the values in the table indicate the blended amount converted to pure content.

* 4: Total amount of water and purified water contained in 85% glycerin. [0055] In the above composition, the flavors shown in Table 4 (the flavor compositions in Table 4 are as shown in Table 5) were prepared and blended.

[0056] [Table 4]

Fragrance composition

(The numbers in the table are mass% based on the total amount of fragrance composition)

[0057] [Table 5]

flavor composition

(Parts in the table are parts by mass) [0058] Contains (A) cetylpyridium chloride, (B) hydroxyethylcellulose, (C) a specific amphoteric surfactant as component, and further contains (D) hydroxypropylmethylcellulose, and The mass ratio of component (C) is 0.06-3, the water content in the composition is 50% by mass or less, and the mass ratio of component (D) to component (B) is 0.06-3. 2. The toothpaste compositions (Examples 9 to 16) of 5 have high bactericidal activity derived from cetylpyridium salt, and do not impair foaming performance, taste, or feeling of use, and do not cause irritation to mucous membranes. It was confirmed that there was no foam, and that the foam retention and fineness of the foam were high.

[0059] [Example 17] Toothpaste

Cetylpyridium chloride 0.02%

Isopropylmethylphenol 0.05

Hydroxyethinoresenolose 1.0

Hydroxypropyl methylcellulose 0.2

Polyoxyethylene (20) hydrogenated castor oil 1.0

2-Coconut oil alkyl- N-carboxymethyl- N-hydroxyethynoleimidazolium betaine sodium (* 1) 0. 6

Calcium hydrogen phosphate dihydrate for toothpaste 45

85% Glycerin 18

Saccharin sodium 0.2

Polyoxyethylene glycol 400 3. 0

Methyl Noraoxybenzoate 0.06

Butyl paraoxybenzoate 0.01

Titanium oxide 0.3

Sodium monofluorophosphate 0.73

Fragrance 1.0

2t 28. 83

Total 100.0%

*1: Using a 30% product, the blended amount is shown in terms of pure content.

(C) / (B) : 0.6 (D) / (C) : 0. 2

Moisture content: 31.53% by mass

The above toothpaste composition has high bactericidal power derived from cetylpyridium salt, does not impair foaming performance, taste, and feeling of use, does not irritate mucous membranes, and has excellent foam retention and fine foam. I confirmed that it was high.

[Example 18] Toothpaste

Cetylpyridium chloride 0.05%

Acetic acid dl—tocopherol 0.05

Hydroxyethinoresenolose 1.0

Hydroxypropyl methylcellulose 0.4

Polyoxyethylene (20) hydrogenated castor oil 0.8

2-Coconut oil alkyl- N-carboxymethyl- N-hydroxyethynoleimidazolium betaine sodium (* 1) 0. 8

Calcium hydrogen phosphate dihydrate for toothpaste 40

85% Glycerin 18

Saccharin sodium 0.2

Polyoxyethylene glycol 400 3. 0

Titanium oxide 0.3

Sodium monofluorophosphate 0.73

Fragrance 1.0

2t 33.67

Total 100.0%

* 1:30% product is used, and the blended amount is shown in terms of pure content.

(C) / (B) : 0.8

(D) / (C) : 0.4

Moisture content: 36.37% by mass

The above dentifrice composition has high bactericidal power derived from cetylpyridium salt, and also has good foam retention and fine foam that does not impair foaming performance, taste, or feeling of use, and does not cause mucous membrane irritation. high I confirmed that it was.

[Example 19] Toothpaste

Cetylpyridium chloride 0.05%

Acetic acid dl—tocopherol 0.1

Hydroxyethinoresenolose 1.0

Hydroxypropynoremethinoresenolose 0.1

Alkyl glycoside 2.0

Coconut oil fatty acid amidopropyl betaine (* 1) 0. 1

2-Coconut oil alkyl- N-carboxymethyl- N-hydroxyethynoleimidazolium betaine sodium (* 2) 0. 3

Calcium hydrogen phosphate dihydrate for toothpaste 38

70% Sonolevit liquid 15

80% glycerin 4.0

Saccharin sodium 0.2

Propylene glycol 3.0

Titanium oxide 0.1

Sodium monofluorophosphate 0.73

Fragrance 1.0

Zt 34. 32

Total 100.0%

* 2:30% product is used, and the blended amount is shown in terms of pure content.

(C) / (B) : 0. 4

(D) / (C) : 0. 1

Moisture content: 39.62% by mass

The above toothpaste composition has the bactericidal power of cetylpyridinium salt, does not impair foaming performance, taste, and feeling of use, does not irritate mucous membranes, and has excellent foam retention and foam fineness. It was confirmed that the

Claims

The scope of the claims

[1] (A) Cetylpyridium chloride, (B) Hydroxyethyl cellulose, (C) Alkyl dimethylaminoacetic acid betaine, fatty acid amidopropyl betaine, 2-alkyl-N-carboxy methyl N-hydroxyethyl imidazolyte The composition contains at least one amphoteric surfactant selected from -umbetaine, the proportion of component (C) to component (B) is 0.06 to 3 by mass, and the water content in the composition is 0.06 to 3. A dentifrice composition characterized in that it contains no more than 50% by mass and substantially no anionic surfactant.

[2] Claim 1, further comprising (D) hydroxypropyl methylcellulose, and the blending ratio of component (D) to component (B) is 0.06 to 2.5 by mass. toothpaste composition.

[3] A claim in which the toothpaste composition is prepared by further blending 7 to 60% by mass of an abrasive, 5 to 50% by mass of a thickening agent, and 0.1 to 5% by mass of a binding agent. The dentifrice composition according to 1 or 2.