JP5016233B2 - Dentifrice - Google Patents

Description

  The present invention relates to a dentifrice containing a flavor material composed of a specific combination, and more specifically, a flavor capable of maintaining a refreshing feeling from the time of use to the time of use and making the mouth feel dry after use. The present invention relates to a dentifrice containing a material.

  Oral compositions such as dentifrices and mouthwashes, chewing gum, and refreshing confectionery in the mouth are blended with peppermint oil and menthol, its main ingredient, to make the mouth feel refreshed during and after use. The In order to give and maintain a higher refreshing feeling, it is effective to add menthol. However, when menthol is made high, there is a drawback that a bitter taste derived from menthol is expressed and the feeling of use is deteriorated.

  Therefore, in order to maintain the refreshing feeling of menthol, menthol analogues such as menthyl lactate, isopulegol, and menthyl succinate and N-ethyl-p-menthane-3-carboxamide (WS-3), 2 -Contains amide compounds such as isopropyl-N, 2,3-trimethylbutyramide (WS-23), and furanone compounds such as 4-methyl-3- (1-pyrrolidinyl) -2 [5H] -furanone (MPF) There are things to do.

  However, in the oral composition, when menthol is used in combination with menthol analogs and cooling enhancers, there is a difference in the timing of the refreshing feeling between menthol and these compounds. It is difficult to feel the feeling.

  For example, when menthol is added to dentifrice, the refreshing sensation does not appear immediately after brushing, begins to appear after a while, and gradually increases immediately after rinsing. In addition, menthyl lactate and menthyl succinate develop a refreshing feeling after rinsing. That is, when menthol, a menthol analog, a cooling sensation enhancer, etc. are used together, the refreshing feeling after rinsing is mainly enhanced and sustained, but the refreshing feeling at the beginning of polishing is hardly enhanced.

  In order to give a refreshing feeling at the beginning of polishing, a method of adding a highly volatile sulfur-containing compound, ketone compound, lower ester compound or the like is known (see Patent Documents 1, 2, and 3). However, many of these compounds have a strong solvent-like fragrance, and the materials and amounts that can be naturally used are limited in preparing the flavor. In addition, when blended in a composition for oral cavity such as dentifrice, since it is highly volatile, there is no denying anxiety about stability over time or storage stability at high temperatures.

  In addition, abrasives and surfactants are blended in the dentifrice, and these have a stimulating taste such as a unique astringency and bitterness. Furthermore, menthol and menthol analogs also have pungent tastes such as pungent taste and bitter taste, and it is difficult to obtain a feeling of use without aftertaste. That is, in order to obtain a dry mouth feeling after use, it is important not to let the irritating taste of menthol, surfactant, etc. feel.

  On the other hand, it contains a component that undergoes an endothermic hydration reaction (sugar alcohols such as erythritol and xylitol) in order to give a feeling of use that has an excellent refreshing feeling, good taste and little irritation to the oral cavity, and moisture content A dentifrice composition with 10% by weight or less has been proposed (see Patent Document 4).

  However, since this dentifrice has a low water content, it takes time for the endothermic hydration reaction such as erythritol to occur when it is put in the oral cavity. There was a problem.

JP 9-104891 A Japanese Patent Laid-Open No. 8-157862 JP 2000-247859 JP 2000-191483 A

  An object of the present invention is to provide a dentifrice containing a flavoring material that can continuously generate a refreshing refreshing feeling from the beginning of use until after use, and can make the mouth feel dry after use. It is in.

  The present inventor has (A) a specific sugar alcohol that suppresses the stimulation of surfactant and (B) menthol, has no aftertaste, and maintains a refreshing feeling, so that the mouth feels dry after use. It was found that can be imparted. In addition, (C) a specific monoterpene or a plant extract containing this at a high concentration has an effect of more quickly expressing the cooling sensation of the sugar alcohol at the beginning of polishing, and (D) a salicylic acid ester or a carboxylic compound. It has been found that it has the effect of enhancing the refreshing feeling of menthol from during polishing to after rinsing.

That is, the present invention includes the following components (A), (B), (C) and (D)
(A) Erythritol or xylitol: 35-60% by weight
(B) Menthol: 0.3-0.8% by weight
(C) One or more types selected from plant extracts, pinenes, and limonene having a total content of pinene and limonene of 40% by weight or more: 0.004 to 0.17% by weight
(D) One or more selected from salicylic acid esters and carboxylic compounds: 0.006 to 0.15% by weight
The dentifrice containing this is provided.

  According to the present invention, since a refreshing refreshing feeling is expressed from the beginning of brushing to after rinsing, and no aftertaste is left, a dentifrice that provides a dry mouthfeel can be obtained.

  Ingredients (A) erythritol and xylitol are sugar alcohols that give a feeling of cooling due to endothermic reaction, but also have a good aftertaste sweetness compared to other sugar alcohols. Any one of erythritol and xylitol may be used alone, or both may be used in combination. The content of component (A) is defined as 35-60% by weight of the dentifrice of the present invention, from 36 to 50% by weight, particularly 38-45% by weight, from the appearance of the refreshing feeling and the stability of the formulation. Is preferred.

  The content of menthol as component (B) is 0.3 to 0.8% by weight of the dentifrice of the present invention, preferably 0.45 to 0.75% by weight, particularly 0.55 to 0.7% by weight.

  Component (C), pinene and limonene, have a function of enhancing the cool feeling at the beginning of brushing in dentifrices containing erythritol and xylitol. Further, not only pinene and limonene, but also a plant extract having a total content of 40% by weight or more may be used.

  Plant extracts include essential oils obtained from steam distillation of plant flowers, fruits, leaves, roots, stems, seeds, etc., and extracts with organic solvents such as hexane, acetone, hydrous ethanol, ethanol, propanol, propylene glycol, An extract of supercritical carbon dioxide can be used. In particular, it is preferable to use an essential oil obtained by steam distillation because of cost and coloring problems when blended into a dentifrice.

  Essential oils with a total content of pinene and limonene of 40% or more include lemon, lime, grapefruit, orange, bergamot, petit gren lemon, celery seed, cypress, Elemi, galvanum, juniper berry, mace, mandarin, mirute, nutmeg , Olibanum, black pepper, pine, etc., but lemon, lime, grapefruit, bergamot, petit gren lemon, elemi, juniper berry are preferred, especially lime, bergamot, in terms of fragrance strength and compatibility with erythritol, xylitol, menthol Puchigren lemon and juniper berry are preferred.

  These plant extracts, pinenes and limonenes having a total content of pinene and limonene of 40% by weight or more can be used alone or in combination of two or more. Component (C) has a bitter taste peculiar to terpene compounds. In order not to express the bitter taste of component (C) itself or menthol and to prevent the refreshing feeling of menthol, the content of component (C) is 0.004 to 0.17% by weight of the dentifrice of the present invention. , Preferably 0.006 to 0.15% by weight, especially 0.01 to 0.12% by weight.

  In addition, the weight ratio of the component (B) to the component (C) is preferably 150: 1 to 3: 1, and more preferably 100: 1 to 10: 1 from the viewpoint of the bitterness strength and flavor balance of the aftertaste, 30 : 1 to 5: 1 is particularly preferable.

  The salicylic acid ester and the carboxylic compound as the component (D) have a function of further maintaining the refreshing feeling expressed by the component (B) and the component (C) and enhancing the refreshing feeling during brushing.

  Salicylic acid ester is an ester compound of salicylic acid and aliphatic alcohol, aromatic alcohol, or terpene alcohol. Specifically, methyl salicylate, ethyl salicylate, propyl salicylate, butyl salicylate, isobutyl salicylate, amyl salicylate, isoamyl salicylate, salicylic acid. Examples include hexyl, hexenyl salicylate, heptyl salicylate, octyl salicylate, benzyl salicylate, phenyl salicylate, phenylethyl salicylate, menthyl salicylate, 2-methylbutyl salicylate, and cyclohexyl salicylate. Of these, methyl salicylate, ethyl salicylate, menthyl salicylate, hexyl salicylate, and amyl salicylate are preferred, particularly methyl salicylate and ethyl salicylate, from the viewpoint of compatibility with menthol, erythritol, limonene, pinene, etc. Menthyl salicylate is preferred.

  Carboxylic compounds are compounds having a carboxylic skeleton, specifically, carvone, carbeol, carbyl acetate, carboxylic oxide, carbyl butyrate, carbyl formate, carbyl hexanoate, carbyl isobutyrate. Rate, carbyl isovalerate, carbyl propionate, carbyl valerate, dihydrocarbon, dihydrocarbyl acetate, dihydrocarbyl butyrate, dihydrocarbyl formate, dihydrocarbyl hexanoate, dihydrocarbyl isobutyrate, dihydrocarbyl Isovalerate, dihydrocarbyl propionate, dihydrocarbyl valerate and the like. Of these, carvone, carbyl acetate, carveol, dihydrocarvone and dihydrocarbyl acetate are preferred from the viewpoints of compatibility with menthol, erythritol, limonene, pinene and the like, and fragrance suitability as a dentifrice. Is preferred.

  The salicylic acid ester and the carboxylic compound can be used alone or in combination of two or more. The content of the component (D) is 0.006 to 0.15% by weight of the dentifrice of the present invention, preferably 0.008 to 0.14% by weight, particularly 0.009 to 0.12% by weight, from the viewpoint of sustaining a refreshing feeling.

The weight ratio of component (C) to component (D) is preferably 10: 1 to 1:20, but 8: 1 to 1:10 is preferable because component (D) has a characteristic strong scent. 4: 1 to 1: 5 are particularly preferred.

  The dentifrice of the present invention further includes menthyl lactate, menthyl succinate, isopulegol, N-ethyl-p-menthane-3-carboxamide, 2-isopropyl-N, 2,3-trimethylbutyramide as a cooling sensation enhancer. 4-methyl-3- (1-pyrrolidinyl) -2 [5H] -furanone and the like can be contained. These may be used alone or in combination of two or more, and the content thereof is preferably 0.001 to 0.2% by weight, particularly 0.01 to 0.15% by weight of the dentifrice of the present invention.

  The dentifrice of the present invention includes various components commonly used in dentifrices, such as sodium monofluorophosphate, sodium fluoride, potassium fluoride, stannous fluoride, sodium chloride, aluminum lactate, Glycyrrhetinic acid, allantoinchlorohydroxyaluminum, lysozyme chloride, epsilon aminocaproic acid, azulene, copper chlorophyllin sodium, copper gluconate, aluminum lactate, dl-tocopherol acetate, potassium nitrate, sodium tripolyphosphate, zeolite, dextranase, amylase, zinc citrate Active ingredients such as zinc chloride; Abrasives such as silicic anhydride, calcium hydrogen phosphate and calcium carbonate; Wetting agents such as propylene glycol, polyethylene glycol, glycerin and sorbitol; Carboxymethyl cellulose Binders such as sodium thorium, hydroxyethylcellulose sodium, carrageenan and gum arabic; preservatives such as methyl paraoxybenzoate; bactericides such as triclosan, isopropylmethylphenol, chlorhexidine salts, cetylpyridinium chloride and benzethonium chloride; tranexamic acid, glycyrrhetin and the like Anti-inflammatory agents: Acids such as citric acid, malic acid, tartaric acid, succinic acid, phosphoric acid and their salts and esters, sodium hydroxide, potassium hydroxide and other pH adjusters; peppermint oil, spearmint oil, eucapritol, eugenol , Natural fragrance materials obtained from synthetic aldehydes, herbs and spices, various fruit flavors such as dentifrices and foods; coloring agents; detergents, cleaning agents, foaming agents, surfactants added can do.

  The dentifrice of the present invention can be made into a dosage form such as a powder dentifrice, a moisturizing dentifrice, a toothpaste, a liquid / liquid dentifrice, and the components (A) to (D) and water (purified water). Etc.), and further using the above-mentioned optional components depending on the dosage form, and can be produced according to a general production method.

Examples 1-9 and Comparative Examples 1-7
In accordance with a conventional method, the dentifrice shown in Table 1 was prepared, and “the strength of the refreshing feeling over time in the oral cavity”, “the strength of the aftertaste remaining after rinsing” and “the feeling of dryness after rinsing” Two expert panels evaluated.
Examples 1, 2, 3, 7, and 8 are reference examples and are not included in the scope of claims.

<Strength of coolness over time in the oral cavity>
Take 1g of the prepared dentifrice into a toothbrush and set the beginning of brushing as 0 seconds, then evaluate the refreshing strength after 15 seconds, 30 seconds and 60 seconds, and the refreshing strength after 15 seconds after rinsing. 1 was checked on the line in FIG. 1 (the horizontal bar on the vertical line in FIG. 1 is an example of a check by evaluation). The length of the vertical axis was 18 cm, and the distance to the checked point on the vertical axis was measured to obtain the refreshing intensity. In addition, each measured value rounded off the decimal point.
This method was based on the magnitude estimation method that quantifies how people feel about stimuli (Reference: New edition Sensory Test Handbook (1979), P465, Barry G. Green et al., Chemical Senses. , 18, 683 (1993)).
The average value of evaluation is shown in Table 1.

<"Strength of aftertaste that remains after rinsing" and "Smooth feeling after rinsing">
Simultaneously with the above evaluation, the strength of the aftertaste and the light feeling after 15 seconds after the end of rinsing were evaluated according to the following criteria. The average value of evaluation is shown in Table 1.

・ Evaluation criteria for strength of aftertaste 1: Not remaining 2: Slightly remaining 3: Remaining 4: Remaining strongly 5: Remaining extremely strong

・ Evaluation criteria of dry feeling 1: Not dry 2: Slightly dry 3: Dry easily 4: Strongly dry 5: Very strong dry

  In Comparative Examples 2 and 3, only menthol was increased with respect to Comparative Example 1. As the amount of menthol increased, the refreshing sensation increased, but the refreshing sensation at the beginning of polishing was weak. In Comparative Examples 6 and 7, the component (A) exhibiting an endothermic reaction was added, but compared with Comparative Examples 1 to 3, the refreshing feeling at the beginning of polishing became stronger, but the refreshing feeling became weak after 15 seconds after starting polishing. . This was the same in Comparative Examples 4 and 5 when component (C) or component (D) was further added in addition to component (A).

  On the other hand, the examples in which the components (A), (B), (C) and (D) were blended at a certain quantitative ratio at the same time exhibited a refreshing feeling from the beginning of polishing until after rinsing, and the aftertaste. I was able to get a dry mouth feeling without any remaining.

In an Example, it is the figure used for the time-dependent evaluation of the strength of a refreshing feeling.

Claims (4)

Next ingredients (A), (B), (C) and (D)
(A) Erythritol or xylitol: 35-60% by weight
(B) Menthol: 0.3-0.8% by weight
(C) Lyme, Baie Rugamo' preparative and di Yunipaberi chromatography or al least one essential oil selected: from 0.004 to 0.17 wt%
(D) methyl salicylate and carboxy down or al least one selected: from 0.006 to 0.15 wt%
Containing dentifrice. Weight ratio of component (B) and the component (C) is 150: 1 to 3: dentifrice of claim 1 Symbol placement is 1. The dentifrice according to claim 1 or 2 , wherein the weight ratio of component (C) to component (D) is 10: 1 to 1:20. Further, menthyl lactate, menthyl succinate, isopulegol, N-ethyl-p-menthane-3-carboxamide, 2-isopropyl-N, 2,3-trimethylbutyramide and 4-methyl-3- (1-pyrrolidinyl) -2 The dentifrice according to any one of claims 1 to 3 , comprising one or more selected from [5H] -furanone.