JPS6215526B2 - - Google Patents

Description

[Detailed description of the invention]

TECHNICAL FIELD The present invention relates to an oral composition that has excellent foaming properties and is comfortable to use. Oral compositions such as toothpaste usually contain surfactants, but the surfactants used in oral compositions must have high cleaning power and be used in the oral cavity. Therefore, it is desirable to have excellent foaming properties, no unpleasant tastes and odors such as bitterness and astringency, excellent use effects, and a good feeling of use, as well as high safety. . In particular, stability when blended into toothpaste is also an important condition. Surfactants conventionally used in oral compositions include anionic surfactants such as sodium alkyl sulfate and nonionic surfactants such as fatty acid diethanolamide and sucrose fatty acid ester. Sodium alkyl sulfate has excellent foaming properties and taste, but
There is a problem that the use effect is inferior. On the other hand, although nonionic surfactants are superior to anionic surfactants in terms of youth effect, they often have poor foaming properties and problems with taste and odor. For example, sucrose fatty acid esters include lauric acid esters and myristate esters, which have a small number of carbon atoms in the acyl group, and although they foam well, they have a very strong bitter taste. Although it has little bitterness, it has the disadvantage of poor foaming, and it is difficult to achieve both foaming and taste. In addition, when a toothpaste containing sucrose fatty acid ester is stored for a long period of time or at high temperatures, it turns yellow and also has disadvantages in terms of stability, such as liquid separation. The applicant previously proposed lactitol fatty acid ester and the following formula (1). (However, n = 1 to 6) It was proposed to include fatty acid esters of sugar alcohols in oral compositions.
No. 35963). All of these activators are highly safe, and their foaming properties are equivalent to or better than sucrose fatty acid esters, which are said to be relatively good among nonionic activators, and they have a lower taste and odor. No bitterness like sugar lauric acid esters,
It has a good feeling of use and has a good use effect. Furthermore, both lactitol and the sugar alcohol of formula (1), which are raw materials for the above active agent, have properties that are far superior to sucrose in heat resistance, acid resistance, and alkali resistance, and are difficult to ferment. When incorporated into toothpaste, it has good stability and has excellent performance as a surfactant for oral compositions. However, its foaming properties are not necessarily sufficient compared to sodium alkyl sulfates. For this reason, the present inventors conducted research to improve the foaming properties of the above-mentioned activator without impairing its excellent performance. The present inventors have discovered that the above object can be achieved by using chain acylamino acids) in combination, and have accomplished the present invention. That is, in order to achieve the above object, the present invention provides a sugar alcohol selected from the group consisting of lactitol, maltitol, maltotriitol, maltotetriitol, maltopentitol, maltohexitol, and maltoheptitol. It contains a fatty acid ester and an N-long chain acylamino acid or a salt thereof, and the fatty acid ester of the sugar alcohol has a saturated or unsaturated acyl group having 8 to 20 carbon atoms, and has an average degree of esterification of 0.5. ~3.0
and the monoester content is 60% by weight or more, and the above N-long chain acylamino acid or its salt is a saturated or unsaturated acyl group having 8 to 20 carbon atoms.
-substituted glutamic acid, sarcosine or N-
It is methyl-β-alanine or its salt, and the content of the fatty acid ester of sugar alcohol is 0.1 to 5% by weight of the entire composition, and the content of the N-long chain acylamino acid or its salt is 0.1 to 5% by weight of the entire composition.
According to the present invention, the fatty acid ester of the sugar alcohol and the N-long chain acylamino acids act synergistically. In addition to significantly improving the foaming properties compared to when each of these active agents is blended alone, it also has good stability when blended into toothpaste, and has good taste, odor, etc. when used, and has a good use effect. , the excellent performance of the above-mentioned sugar alcohol fatty acid ester is fully exhibited. The present invention will be explained in detail below. The oral composition of the present invention comprises lactitol or a sugar alcohol represented by the above formula (1) (maltitol,
1 of the sugar alcohol fatty acid esters obtained from maltotriitol, maltotetriitol, maltopentitol, maltohexitol, maltoheptitol) and fatty acids or fatty acid derivatives.
species or two or more species and one of the N-long chain acylamino acids
It contains one species or two or more species. The sugar alcohols used here include lactose, maltose, maltotriose, maltotetraose, maltopentaose, maltohexaose,
Electrolytic reduction of maltoheptaose, high pressure catalytic reduction,
Alternatively, it can be obtained by reduction using various methods such as using a metal hydride. In this case, when amylose is hydrolyzed to produce maltose, etc., by adjusting the degree of hydrolysis of amylose, for example, products with a large amount of maltose, products with maltotriose as the main component, and products with maltoheptaose etc. It is also possible to produce a mixture with a large amount of sugar alcohol, reduce it as it is, and use it as a mixed sugar alcohol. The acyl group of the fatty acid or fatty acid derivative to be reacted with the sugar alcohol may be linear or branched, but the number of carbon atoms is 8 to 20, particularly 10 to 18 saturated acyl groups and 16 to 18 unsaturated acyl groups. Acyl groups are more preferred. Such acyl groups include, for example, capryl, lauroyl, tridecanoyl, 2-
Examples include methyllauroyl, myristoyl, pentadecanoyl, palmitoyl, stearoyl, isostearoyl, oleoyl, and the like, and these may be used alone or as a mixture. Examples of mixtures include coconut oil fatty acid residues, palm oil fatty acid residues, hydrogenated beef tallow fatty acid residues, and the like. The fatty acid ester of the sugar alcohol has an average degree of esterification of 0.5 to 3.0, and more preferably,
It is between 0.8 and 2.0. Also used are monoester contents of at least 60% by weight. N-long chain acylamino acids have a carbon number of 8
An amino acid N-substituted with ~20 saturated or unsaturated acyl groups or a water-soluble salt thereof is used.
The above acyl groups include capryl, lauroyl,
Examples include tridecanoyl, 2-methyllauroyl, myristoyl, pentadecanoyl, palmitoyl, stearoyl, isostearoyl, and oleoyl. Further, it may be a mixture such as a coconut oil fatty acid residue, a palm oil fatty acid residue, a hydrogenated beef tallow fatty acid residue, or a mixed fatty acid residue of coconut oil and hydrogenated beef tallow. As amino acids, glutamic acid, sarcosine, N-methyl-β-alanine are used,
Preferred salts are alkali metal salts such as sodium salts and potassium salts. The present invention uses one or more of the above-mentioned sugar alcohol fatty acid esters and one or more N-long chain acylamino acids in combination, and in this case, the ratio of these two active agents in combination is particularly determined. Although not limited, it is desirable to use 1 to 2 parts by weight of the N-long chain acylamino acid to 1 to 50 parts by weight of the sugar alcohol fatty acid ester. In other words, if the amount of N-long chain acylamino acids added is greater than the above-mentioned mixing ratio, the storage stability of the toothpaste may be poor and the toothpaste may become discolored; There may also be cases where the desired effect cannot be obtained. Also,
The sugar alcohol fatty acid ester is contained in an amount of 0.1 to 5% by weight, and the N-long chain acylamino acid is contained in an amount of 0.05 to 2% by weight. In addition, when using N-acylsarcosine and its salt, the total
It is preferable that the amount is 0.5% by weight or less. In addition, in the present invention, it is also possible to further blend other surfactants as foam modifiers. The oral composition of the present invention can further contain various other ingredients depending on the type thereof, and can be prepared as toothpaste, moist toothpaste, powdered toothpaste,
Liquid toothpaste, mouthwash, etc. can be obtained. For example, toothpaste contains dibasic calcium phosphate.
Abrasives such as dihydrates and anhydrides, calcium carbonate, calcium pyrophosphate, insoluble sodium metaphosphate, anhydrous silicic acid, hydrated silicic acid, aluminosilicate, alumina, aluminum hydroxide, glycerin, sorbitol, propylene glycol, polyethylene glycol, etc. Thickening agent, carboxymethyl cellulose, carrageenan, sodium alginate, vegum, hydroxyethyl cellulose,
Binder such as polyvinyl alcohol, sweeteners such as saccharin sodium, glycyrrhizin salts, stevioside, neohesperidyl dihydrochalcone, paramethoxycinnamic aldehyde, perilartine, and flavoring agents such as menthol, carvone, anethole, etc. are used. Fluorides such as sodium fluorophosphate, tin fluoride, and sodium fluoride, disinfectants such as chlorhexidine salts, phosphoric acid compounds such as sodium phosphate, enzymes such as dextranase and amylase, ε-aminocaproic acid, tranexamic acid, Anti-inflammatory agents such as allantoinate and active ingredients such as sodium chloride are used as appropriate, and toothpastes can be manufactured by mixing these ingredients with water. Also, in mouthwashes and other mouthwashes, ingredients are appropriately blended according to the properties of each product. The oral composition of the present invention comprises a fatty acid ester of a sugar alcohol selected from lactitol, maltitol, maltotriitol, maltotetriitol, maltopentitol, maltohexitol, and maltoheptitol and an N-long chain. When used in combination with acylamino acids, these active agents act synergistically with each other, and the foaming properties are significantly improved compared to when each of these active agents is blended alone. In addition, when blended into toothpaste, the stability is good, the taste and odor are good, and the use effect is good, and the excellent performance of the above-mentioned sugar alcohol fatty acid ester is fully exhibited. Next, an experimental example will be shown. Experimental Example 1 The following formulation: dicalcium phosphate dihydrate 50.0% sorbitol 20.0 carboxymethylcellulose 1.0 saccharin sodium 0.1 fragrance 1.0 foaming agent 2.0 water In a toothpaste composition with the balance of 100.0%, lactitol fatty acid ester (degree of esterification) was used as a foaming agent. DS=1.1) or maltitol fatty acid ester (degree of polymerization=1.2,
esterification degree DS = 1.1) and N-long chain acylamino acids (toothpaste of the present invention), and the above-mentioned lactitol fatty acid ester, maltitol fatty acid ester, and N-long chain acylamino acids each used alone. Comparative toothpastes were prepared using conventional methods, and the foaming and stability of each of these toothpastes was evaluated using the following methods. The results are shown in Table 1. Foaming Foaming was evaluated by preparing reference toothpastes using sodium lauryl sulfate (SDS) as a foaming agent at 0.5%, 1.0%, 1.5%, and 2.0%, respectively, in the toothpaste composition of the above formulation, and comparing each of the toothpastes of the present invention, The foaming of the comparison toothpaste was sensually compared with this standard toothpaste by a panel of eight experts, and the foaming of the toothpaste of the present invention and the comparison toothpaste was evaluated to determine whether the foaming of the toothpaste of the present invention was the same as that of which standard toothpaste. . 1st
In the table, the results are expressed in terms of sodium lauryl sulfate (SDS) content in the corresponding reference toothpaste. Stability Stability was evaluated by visual observation based on the following evaluation criteria after storing each toothpaste at 50°C for one month. ○: No discoloration. △: Slight discoloration is observed, but within a no-problem range. ×: Discoloration is clearly observed.

[Table] *: Causes oral mucosal detachment.
From the results in Table 1, the comparative toothpaste containing 2% of lactitol fatty acid ester, maltitol fatty acid ester, and N-long chain acylamino acids alone:
While the foaming level was comparable to that of the standard toothpaste containing 1% sodium lauryl sulfate, the toothpaste of the present invention (total foaming agent) containing a combination of lactitol fatty acid ester, maltitol fatty acid ester, and N-long chain acylamino acids 2%) has the same level of foaming as the standard toothpaste containing 1.5% sodium lauryl sulfate, and the foaming is definitely improved compared to the comparison toothpaste. A synergistic effect with other types is recognized. Furthermore, it has been found that the toothpaste of the present invention has good storage stability. Experimental Example 2 In the same manner as in Experimental Example 1, toothpastes using the foaming agents shown in Table 2 were prepared, and their foaming and stability were evaluated.

[Table] Note: The DS of lactitol laurate monoester is 1.1.
As is clear from the results in Table 2, even when the acyl group of the N-long chain acylamino acids was changed, good results were shown in both foaming and stability. In addition, almost similar results were obtained when the acyl groups of lactitol fatty acid ester and maltitol fatty acid ester were changed. Experimental Example 3 Contains approximately 20%, 40%, 20%, 10%, 5%, and 5% of maltitol, maltotriitol, maltotetriitol, maltopentitol, maltohexitol, and maltoheptitol, respectively. Sugar alcohol dilaurate obtained from mixed sugar alcohol and lauric acid (=2.6, DS=
2.0) was used in combination with N-lauroylsarcosine sodium, and the foaming and stability were evaluated in the same manner as in Experimental Example 1. As a result, foaming was "1.0 to 1.5%" and stability was "0". Examples are shown below. Example 1 Toothpaste dicalcium phosphate dihydrate 50.0% Sorbit 20.0 Lactitol laurate (DS=1.1) 1.5 N-coconut oil/hardened beef tallow mixed fatty acid Sodium glutamate 0.5 Carboxymethyl cellulose 0.8 Sodium saccharin 0.1 Flavor 1.0 Anhydrous Silicic acid 2.0 Water Balance 100.0% Example 2 Toothpaste dicalcium phosphate dihydrate 50.0% Glycerin 20.0 Maltitol coconut oil fatty acid ester (=1.0, DS=1.4) 2.0 N-Lauroylsarcosine sodium 0.5 Carrageenan 1.0 Satucalin Sodium 0.1 Flavor 1.0 Water Balance 100.0% Example 3 Toothpaste dicalcium phosphate dihydrate 48.0% Sorbit 10.0 Glycerin 10.0 Lactitol myristate ester (DS=1.8) 1.5 N-Lauroyl-N-methyl-β-alanine sodium 0.8 Carrageenan 1.0 Sodium saccharin 0.1 Sodium monofluorophosphate 0.76 Flavor 1.0 Silicic anhydride 2.0 Water Remaining 100.0% Example 4 Toothpaste calcium carbonate 45.0% Sorbit 25.0 Maltitol Hardened tallow fatty acid ester (=2.3, DS=1.2) 2.5 N-coconut oil fatty acid monosodium glutamate 1.0 Sodium alginate 0.5 Carrageenan 0.5 Sodium saccharin 0.1 Allantoin chlorhydroxyaluminum
0.1 Fragrance 1.0 Silicic anhydride 1.5 Water Remaining 100.0% Example 5 Toothpaste aluminum hydroxide 45.0% Sorbit 10.0 Glycerin 10.0 Maltitol laurate (=2.6, DS=2.0) 2.0 Sodium N-lauroylglutamate 0.5 Carboxymethyl cellulose 0.5 Carrageenan 0.5 Satucalin sodium 0.1 ε-Aminocaproic acid 0.1 Flavor 1.0 Water Remaining 100.0% Example 6 Toothpaste calcium carbonate 40.0% Sorbitto 20.0 Lactitol oleate (DS=0.8) 2.0 N-Myristoyl sarcosinate sodium 0.5 Carboxymethylcellulose 1.0 Satucalin Sodium 0.1 Sodium chloride 8.0 Fragrance 1.0 Water Balance 100.0% Example 7 Transparent toothpaste polyethylene glycol (=400) 5.0% Glycerin 25.0 Sorbiturate 40.0 Aluminosilicate 4.0 Silicic anhydride 4.0 Carboxymethylcellulose 0.5 Lactitol myristate ester (DS=1.5) 1. 5 Sodium N-palmitoylglutamate 1.0 Sodium saccharin 0.1 Flavoring 1.0 Water Balance 100.0% Example 8 Toothpaste microcrystalline cellulose 30.0% Glycerin 30.0 Carboxymethyl cellulose 0.5 Lactitol laurate (DS=1.3) 1.0 Sodium N-stearate glutamate 0.5 Glycyrrhizin Dipotassium salt 0.1 Water Balance 100.0% Example 9 Toothpaste calcium carbonate 75.0% Glycerin 10.0 Lactitol palmitate ester (DS=1.2) 1.5 N-Lauroylphenylalanine sodium
0.5 Satucharin sodium 0.1 Fragrance 1.0 Water Balance 100.0% Example 10 Liquid toothpaste glycerin 35.0% Hydroxyethylcellulose 5.0 Maltitol oleate (=1.8, DS=1.1) 3.0 Potassium N-myristoylglutamate 1.5 Chlorhexidine hydrochloride 0.01 Glycyrrhizine dipotassium salt 0.1 Stevioside 0.1 Ethyl alcohol 3.0 Fragrance 1.5 Water Remaining 100.0% Example 11 Mouthwash Ethyl alcohol 20.0% Satucharin sodium 0.3 Lactitol laurate (DS=1.1) 1.0 N-Myristoyl-N-methyl-β-alanine sodium 0.3 Fragrance 1.0 water remaining 100.0%

Claims (1)

[Scope of Claims] 1. A fatty acid ester of a sugar alcohol selected from the group consisting of lactitol, maltitol, maltotriitol, maltotetriitol, maltopentitol, maltohexitol, and maltoheptitol and an N-length The fatty acid ester of the sugar alcohol has a saturated or unsaturated acyl group having 8 to 20 carbon atoms, and has an average degree of esterification of 0.5 to 20.
Glutamic acid, sarcosine or N-methyl-β-alanine or a salt thereof, the content of fatty acid ester of sugar alcohol is 0.1 to 5% by weight of the entire composition, and the content of N-long chain acylamino acid or a salt thereof is An oral composition comprising 0.05 to 2% by weight of the entire composition. 2. The oral composition according to claim 1, wherein 1 to 2 parts by weight of N-long chain acylamino acid or a salt thereof is blended with 1 to 50 parts by weight of fatty acid ester of sugar alcohol.