JPH05229923A - Composition for oral cavity - Google Patents

Abstract

PURPOSE:To provide an oral cavity composition having a good smell, a good taste, not changing the tastes of beverages and foods, having excellent foamability, minimized in irritative, having good cerumen dispersibility, and not inhibiting the actions of pharniacologically active agents such as bactericides and antiseptics. CONSTITUTION:A glyceryl-etherized polyhydric alcohol of the formula (R<1> is the residue of a polyhydric alcohol, saccharide alcohol or saccharide having four or more OH groups; R<2> is 4-20C linear or branched alkyl or alkenyl) is added preferably in an amount of 0.1-20wt.%, especially 0.5-5wt.%, based on the whole composition as an essential component to an oral cavity composition such as tooth paste, tooth powder, tooth liquid, mouth wash, gargling tablet gingiva-massaging cream, chewing gum, troche or candy to afford an oral cavity composition having the above-mentioned activities. The composition can be used together with a cationic bactericide because it does not inhibit the actions of pharmacologically active agents.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oral composition, and more specifically, it contains a glyceryl etherified polyhydric alcohol, has a good flavor, does not change the taste of foods and drinks, and has excellent foaming properties and a low level. The present invention relates to an oral composition that is irritating and has excellent plaque dispersibility.

[0002]

BACKGROUND OF THE INVENTION Active agents incorporated in oral compositions such as dentifrice do not adversely affect the flavor, do not change the taste of food and drink after toothbrushing, and effervescent. It is required to have functions such as excellent properties, low irritation, high penetrating power for dental plaque, having a dispersing action, helping removal, and not hindering action of medicinal agents. Conventionally, most of the active agents incorporated in the composition for oral cavity are anionic active agents such as sodium alkylsulfate and sodium alkylsarcosine, or polyoxyethylene-polyoxypropylene glycol block polymer, polyoxyethylene hydrogenated castor oil. And other polymeric nonionic activators.

However, these activators have not fulfilled all the above-mentioned functions. For example, the most widely used sodium alkylsulfate has a good taste and foam, and has high plaque dispersibility, but it significantly changes the taste of foods and drinks, has a strong irritating sensation, and significantly inhibits the action of cationic fungicides. There was a drawback that Further, the polymeric nonionic activator was significantly inferior to the anionic activator in foamability and plaque dispersibility. Therefore, there has been a demand for an activator that satisfies all the above functions.

On the other hand, sugar esters and alkyl glucosides, which are polyhydric alcohol derivatives, are widely used in foods, household products and the like. However, sugar esters have almost no foaming power, and alkyl glucosides are hardly used in oral compositions because they have a bad taste and cannot be used.

[0005]

Under such circumstances, as a result of intensive studies by the present inventors, the use of a glyceryl etherified polyhydric alcohol has a good flavor, does not change the taste of food and drink, and causes foaming. The inventors have found that an oral composition that is excellent, has little irritation, has good plaque dispersibility, and does not inhibit the action of medicinal agents such as bactericides and preservatives has been completed, and completed the present invention.

That is, the present invention provides the following general formula (1):

[0007]

[Chemical 3]

(Wherein R ¹ represents a polyhydric alcohol, sugar alcohol or sugar residue having 4 or more hydroxyl groups, and R ²
The present invention provides a composition for oral cavity containing a glyceryl etherified polyhydric alcohol represented by a straight chain or branched chain C4-20 alkyl group or alkenyl group).

The glyceryl etherified polyhydric alcohol used in the present invention is represented by the general formula (1). In the formula, R ¹ represents a polyhydric alcohol having 4 or more hydroxyl groups, a sugar alcohol, or a residue of a sugar. Examples of the polyhydric alcohol include pentaerythritol, and examples of the sugar alcohol include sorbitol and maltitol. However, examples of the sugar include sucrose, maltose, glucose, fructose and the like.

The linear or branched C 4-20 alkyl or alkenyl group represented by R ² is
For example, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group,
Dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicosyl group, butenyl group, pentenyl group, hexenyl group, heptenyl group, octenyl group, nonenyl group, decenyl group, dodecenyl group. , Undecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group, nonadecenyl group, eicosenyl group, methylhexyl group, ethylhexyl group, methylheptyl group,
Examples thereof include an ethylheptyl group, a methylnonyl group, a methylundecenyl group, a methylheptadecanyl group, a hexyldecyl group and an octyldecyl group. These alkyl groups or alkenyl groups may have a single chain length or a mixture of different carbon numbers, but preferably have a single chain length.

These glyceryl etherified polyhydric alcohols (1) can be produced as follows, for example, according to the method described in Japanese Patent Application No. 3-184726.

[0012]

[Chemical 4]

(Wherein R ¹ and R ² have the same meanings as described above)

That is, a polyhydric alcohol having 4 or more hydroxyl groups represented by the general formula (2), a sugar alcohol or a sugar and a glycidyl ether represented by the general formula (3) are reacted in the presence of a basic catalyst. It can be manufactured by

In the oral composition of the present invention, the blending amount of these glyceryl etherified polyhydric alcohols (1) is not particularly limited, but is 0.1 to 20% by weight in the total composition.
(Hereinafter, simply indicated by%), particularly preferably 0.5 to 5%.

In addition to the above-mentioned essential components, various known components can be added to the oral composition of the present invention depending on the form thereof. For example, dibasic calcium phosphate, tribasic calcium phosphate, calcium pyrophosphate, magnesium phosphate, insoluble sodium metaphosphate, anhydrous silicic acid, aluminum hydroxide, alumina, hydroxyapatite, calcium carbonate, magnesium carbonate, calcium sulfate, zeolite, synthetic aluminosilicate, Abrasives such as red iron oxide; granular abrasives obtained by granulating the above abrasives with a binder; glycerin, sorbit, propylene glycol,
Wetting agents such as 1,3-butylene glycol, ethylene glycol, polyethylene glycol, polypropylene glycol, xylit, maltite, and lactit; carboxymethyl cellulose and its salts, methyl cellulose, hydroxyethyl cellulose, carrageenan, sodium polyacrylate, hydroxypropyl cellulose, carboxymethyl. Hydroxyl cellulose sodium, sodium alginate, propylene glycol alginate, xanthan gum, tragacanth gum, karaya gum, arabia gum, polyvinyl alcohol, polyvinylpyrrolidone, bee gum, laponite and other binders; sodium monofluorphosphate, tin fluoride,
Dental strengthening agents such as sodium fluoride; chlorhexidine and its salts, bactericides such as triclosan, cetylpyridinium chloride, thymol, benzalkonium chloride; pH adjusting agents such as sodium phosphate; dextranase, amylase, protease, Enzymes such as lysozyme, mutanase; sodium chloride, hinokitiol, ε-aminocaproic acid, tranexamic acid, allantoins, tocopherols, octylphthalide, nicotinic acid esters,
Dihydrocholesterol, glycyrrhetinic acid, glycyrrhizic acid and its salts, glycerophosphate, chlorophyll, water-soluble inorganic phosphate compound, azulene, chamomile, assembly, toki, senkyu, anti-inflammatory agent such as herbal medicine, blood circulation promoter; sodium saccharin, Sweeteners such as stevioside, thaumatin, aspartyl phenylalanine methyl ester; preservatives such as p-hydroxybenzoic acid, ethyl p-hydroxybenzoate, propyl p-hydroxybenzoate, butyl p-hydroxybenzoate, sodium benzoate; Colorants and pigments such as titanium; peppermint oil, spearmint oil, menthol, carvone, anethole, eugenol, methyl salicylate, limonene, ocimene, n-decyl alcohol, citronellol, α-terpineo Le, methyl acetate, citronellyl acetate, methyl eugenol, cineol,
Linalool, ethyl linalool, wanillin, thymol,
Fragrances such as anise oil, lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, piment oil, cinnamon leaf oil, perilla oil, winter green oil, clove oil, eucalyptus oil, etc. can be appropriately used.

Further, conventionally used activators such as lauryl sulfate, myristyl sulfate, α-olefin sulfonate, N-acyl amino acid salt, acyl monoglyceride sulfate, soap, fatty acid monoglyceride, fatty acid monoalkanolamide, Polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hydrogenated castor oil, alkyl glycoside, imidazolinium betaine, alkyl betaine, alkylamido betaine, sulfobetaine,
Amine oxide and the like can be used in combination.

The oral composition of the present invention can be produced by a conventional method by incorporating a glyceryl etherified polyhydric alcohol, and it can be prepared by a conventional method, such as toothpaste, powder toothpaste, liquid toothpaste, mouthwash, mouthwash tablet, and gingival massage cream. , Chewing gum, troche, candy and the like.

[0019]

EXAMPLES Next, the present invention will be further described with reference to test examples and examples, but the present invention is not limited thereto. The surfactants used in the examples are as follows, and are indicated by abbreviations. Anion activator-sodium lauryl sulfate Abbreviated as AS Nonion activator-alkyl glucoside (C = 10) A
Abbreviated as G Nonionic polymer activator-polyoxyethylene polyoxypropylene glycol (Emulgen PP29 manufactured by Kao Corporation)
0) Abbreviated as PP Glyceryl etherified sorbitol (R ^{2 in} formula (1)
= C12 alkyl) SE Glyceryl etherified glucose (R ^{2 in} formula (1) =
C12 alkyl) GE abbreviated glyceryl etherified sucrose (R in formula (1)
² = C12 alkyl) SU

Test Example 1 A dentifrice having the following composition was produced by a conventional method, and a sensory evaluation was conducted by 20 panelists regarding flavor, foaming, stimulating feeling and taste of food and drink. The taste of food and drink was evaluated by drinking orange juice after tooth brushing and evaluating the taste. The evaluation was made into three grades of ◯ Δ ×. The results are shown in Table 1. (Component) Calcium hydrogen phosphate 45.0% Sorbitol liquid 25.0 Propylene glycol 3.0 Sodium carboxymethylcellulose 1.5 Silicic anhydride 2.0 Sodium saccharin 0.15 Methylparaben 0.1 Perfume 1.0 Surfactant 1. 5 Purified water Balance 100.0%

[0021]

[Table 1]

Test Example 2 Hydroxyapatite pellets were dispersed in saliva from dental plaque collected from the human oral cavity, placed in a medium containing sucrose and casamino acid, and anaerobically cultured for 24 hours to artificial plaque on the surface. Was formed. The pellets were immersed in a 1% active agent solution for 3 minutes, lightly washed with running water, dyed and measured with a color difference meter to determine the plaque removal rate relative to the blank. Activator Plaque removal rate AS 35% AG 28% PP 4% SE 34% GE 32% SU 29%

Test Example 3 To a 1% solution of an activator, 100 ppm of chlorhexidine hydrochloride was added to prepare a test solution. 50 ml of this solution was stirred with 1 g of keratin powder for 3 minutes, washed twice with purified water, and then the keratin powder was extracted with acetonitrile.
It quantified by PLC and the cationic bactericide adsorption rate was calculated | required. Activator Adsorption rate AS 3% AG 61% PP 64% SE 65% GE 62% SU 65%

Example 1 Toothpaste: A toothpaste having the following composition was produced by a conventional method. Aluminum hydroxide 30.0% Silica anhydride 8.0 Carboxymethylcellulose sodium 0.7 Glycerin 7.0 Sorbit solution 20.0 Saccharin sodium 0.2 Methylparaben 0.1 Glyceryl etherified sorbitol (R ^{2 in} formula (1) = C10 alkyl) 1.5 Glycyrrhetinic acid 0.05 Perfume 0.9 Purified water Balance 100.0%

Example 2 Toothpaste: A toothpaste having the following composition was produced by a conventional method. Aluminum hydroxide 15.0% Silicic anhydride 7.5 Carboxymethylcellulose sodium 1.5 Glycerin 5.0 Sorbitt solution 40.0 Saccharin sodium 0.2 Methylparaben 0.1 Glyceryl etherified sorbitol (R ^{2 in} formula (1) = C12 alkyl) 1.5 Sodium monofluorophosphate 0.76 Perfume 0.9 Purified water Balance 100.0%

Example 3 Toothpaste: A toothpaste having the following composition was produced by a conventional method. Calcium hydrogen phosphate 45.0% Silica anhydride 2.0 Carboxymethylcellulose sodium 1.2 Glycerin 7.0 Sorbit solution 20.0 Saccharin sodium 0.2 Methylparaben 0.1 Glyceryl etherified glucose (R ^{2 in} formula (1) = C10 alkyl) 1.5 Allantoin 0.1 Perfume 0.9 Purified water Balance 100.0%

Example 4 Toothpaste: A toothpaste having the following composition was produced by a conventional method. Calcium hydrogen phosphate 35.0% Silicic anhydride 2.0 Carboxymethylcellulose sodium 1.2 Glycerin 7.0 Sorbit solution 15.0 Saccharin sodium 0.2 Methylparaben 0.1 Sodium chloride 5.0 Glyceryl etherified glucose (Formula (1 R ² = C12 alkyl)) 1.5 Allantoin 0.1 Perfume 0.9 Purified water Balance 100.0%

Example 5 Liquid dentifrice: A liquid dentifrice having the following composition was produced by a conventional method. Silicic anhydride 7.5% Sodium carboxymethylcellulose 0.8 Glycerin 3.0 Sorbit solution 45.0 Sodium saccharin 0.3 Methylparaben 0.1 Glyceryl etherified sucrose (R ² = C10 alkyl in formula (1)) 1. 5 Sodium fluoride 0.2 Chlorhexidine hydrochloride 0.01 Perfume 0.9 Purified water Balance 100.0%

Example 6 Mouthwash: A mouthwash having the following composition was produced by a conventional method. Glycerin 5.0% Ethanol 8.0 Saccharin 0.1 Glyceryl etherified sucrose (R ² = C12 alkyl in formula (1)) 1.0 Perfume 0.1 Purified water Balance 100.0%

[0030]

EFFECTS OF THE INVENTION The oral composition of the present invention has a good flavor,
Uses a cationic bactericide because it does not change the taste of food and drink, has excellent foaming properties, has little irritation, and has good plaque dispersibility and does not interfere with the action of medicinal agents such as bactericides and preservatives. It is possible to

Claims (3)

[Claims] 1. The following general formula (1): (In the formula, R ¹ represents a polyhydric alcohol, sugar alcohol, or sugar residue having 4 or more hydroxyl groups, and R ² represents a linear or branched C 4-20 alkyl group or alkenyl group.) An oral composition containing a glyceryl etherified polyhydric alcohol represented by: 2. The following general formula (1): (In the formula, R ¹ represents a polyhydric alcohol, sugar alcohol, or sugar residue having 4 or more hydroxyl groups, and R ² represents a linear or branched C 4-20 alkyl group or alkenyl group.) An oral composition containing 0.1 to 20% by weight of a glyceryl etherified polyhydric alcohol represented by: 3. The oral composition according to claim 1, which further contains a cationic bactericide.