JPS5845402B2 - Oral composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an oral composition that has a weak exfoliating effect on the oral mucosa, is highly safe in use, has excellent permeability, and has a high oral cavity cleaning effect.

Foaming agents are blended into oral compositions, especially during tooth brushing, in order to enhance the cleaning power of the abrasives. It is preferable that the toothpaste is good, and that it does not make the taste of the toothpaste itself or the aftertaste bad after use.

Furthermore, since it is used in the oral cavity, it must be highly safe, and from a product value point of view, it may reduce the toothpaste's ability to retain its shape, or it may become hard in the winter, making it difficult to remove from the tube. It should not make it difficult to push out the toothpaste.

Therefore, in consideration of the above points, sodium lauryl sulfate, sodium N-lauroyl sarcosinate, etc. are conventionally used as foaming agents for toothpaste, but these foaming agents have some irritation to the oral mucosa, especially When sodium N-lauroyl sulfoxylate exceeds 0.5%, there is a problem in that it strengthens the exfoliating effect on the oral mucosa, and when combined alone, sodium lauryl sulfate makes it difficult to push toothpaste out of the tube in winter. For this reason, we have developed a mild foaming agent that has the above-mentioned good properties as a foaming agent for toothpaste, has a weak oral mucosal exfoliating effect, and does not irritate the mucous membrane. was desired.

The present inventors conducted extensive research in order to meet the above-mentioned needs, and found that the amino group of the mono- or dialkali metal salt of L-glutamic acid contains 1:1 of coconut oil fatty acid and hydrogenated beef tallow fatty acid.
The weight ratio of a mixture of oleic acid and a mixture at a weight ratio of 9 to 3 Nia is 65:35 when calculated excluding the amount of oleic acid in coconut oil fatty acid.
The mono- or dialkali metal salt of N-mixed fatty acid acylglutamic acid obtained by acylating mixed fatty acids containing a ratio of ~85:15 has excellent properties as a foaming agent for toothpaste, etc. I found out.

That is, glutamic acid-based active agents have been conventionally known as anionic active agents, and it is also known that, for example, N-balmitoylglutamic acid can be used as a foaming agent for tooth brushing (Japanese Patent Publication No. 45-24480). However, the present inventors found that the above-mentioned N-mixed fatty acid acylglutamate has a very weak exfoliating effect on the oral mucosa even when applied in the oral cavity, does not cause mucosal irritation, and is extremely mild. 1:9 of coconut oil fatty acid and hydrogenated beef tallow fatty acid.
In addition to combining oleic acid in a weight ratio of ~3nia, the above coconut oil-hydrogenated beef tallow fatty acid and oleic acid are combined as the weight ratio when the amount of oleic acid is calculated excluding the amount of oleic acid in the coconut oil fatty acid. 65:35-85:15
By using mixed fatty acids added at a mixing ratio of Even if an acid is added, the consistency in a highly concentrated solution system, the shape retention for toothpaste, etc., and the retention from the tube will be lower than when using a mixed fatty acid whose mixing ratio and addition ratio are outside the above range. It exhibits extremely specific effects in terms of extrusion properties and permeability, and has the effect of improving the shape retention of toothpaste and making it easy to extrude from the tube even under low temperature conditions such as winter. It has an extremely high level of oxidation, and penetrates well into areas where the lateral teeth cannot reach, such as interdental areas, pits and fissures, and dental plaque, and has a favorable effect on preventing caries. The present invention was based on the discovery that it has properties suitable as a foaming agent for oral compositions such as dentifrices, without the inconvenience of making the taste of oral compositions bad, and also highly safe. .

The present invention will be explained in detail below.

The oral composition according to the present invention comprises, as a foaming agent, a mixture of a mono- or dialkali metal salt of L-glutamic acid, a coconut oil fatty acid and a hydrogenated beef tallow fatty acid in a weight ratio of 1:9 to 3 nia. A general product obtained by acylating a mixed fatty acid containing oleic acid in a weight ratio of 65:35 to 85:15 when calculated excluding the amount of oleic acid in coconut oil fatty acid. A mono- or dialkali metal salt of N-mixed fatty acid acylglutamic acid represented by formula (1) is blended, provided that (
In formula 1), one of Ml and M2 is an alkali metal group and the other is a hydrogen group, or both are alkali metal groups, and sodium is usually used as the alkali metal.

Further, RCO- represents a fatty acid residue, and as this fatty acid, in the present invention, as described above, a mixture of coconut oil fatty acid and hydrogenated beef tallow fatty acid at a ratio of 1:9 to 3 (weight ratio) and oleic acid are used. When calculated excluding the amount of oleic acid in coconut oil fatty acids, the amount of oleic acid is 65:35-85:
15 (weight ratio) is used.

In this case, in the present invention, other unsaturated fatty acids such as palmitoleic acid, myristoleic acid, linoleic acid, and liluic acid may be present in this mixed fatty acid.

The present invention uses N-mixed fatty acid acylglutamate represented by the above formula (1) as a blowing agent,
This product has an oral mucosal exfoliating effect that is similar to sodium lauryl sulfate and N, which have been widely used as foaming agents for toothpaste.
- It is weaker than sodium lauroyl sarcosinate, and has the property that the consistency of a highly concentrated solution is moderate between 110°C and 40°C. Furthermore, it has extremely high permeability, great detergency, and has a good taste. It has properties suitable as a foaming agent for oral compositions, such as no problems and high safety.

On the other hand, those that use coconut oil, hydrogenated beef tallow fatty acid, lauric acid, etc. alone as fatty acids, or those that have oleic acid added to them, have problems in terms of consistency, as well as poor penetration and detergency. etc., and the object of the present invention cannot be achieved.

Furthermore, even if coconut oil fatty acids and hydrogenated beef tallow fatty acids are combined,
If the amount of coconut oil fatty acids is too high, the taste will be bitter, and the consistency will also be highly temperature dependent, and the permeability and detergency will also decrease. In addition, the consistency is inappropriate, the permeability and detergency are also reduced, and the mixing range of coconut oil fatty acid and hydrogenated beef tallow fatty acid is out of the range of 1:9 to 3 in terms of weight ratio. Both are inappropriate.

Furthermore, even if coconut oil and hydrogenated tallow fatty acids are mixed in the above ratio, those that do not add oleic acid to this mixture, or those that add only a small amount, have a large consistency even at high temperatures and are difficult to remove from toothpaste tubes at low temperatures. Both of these are unsuitable because they reduce the extrusion properties of toothpaste, and conversely, those containing too much oleic acid reduce the shape retention of toothpaste.

The alkali metal salt of Na synthetic fatty acid acylglutamate is usually blended in an amount of 0.1 to 5% (wt%, same hereinafter) in the oral composition.

In this case, the N-mixed fatty acid acylglutamate may be blended alone or together with other anionic active agents or nonionic active agents.

In addition to blending the N-mixed fatty acid acylglutamic acid alkali metal salt represented by formula (1), the oral composition according to the present invention can be prepared by adding various ingredients according to the type of the oral composition by a conventional method. (Any conventionally used ingredients can be used.

).

For example, in the case of toothpaste, abrasives such as calcium phosphate, calcium carbonate, and calcium sulfate, humectants such as glycerin, sorbitol, and propylene chloride, and binders such as carboxymethyl cellulose, sodium alginate, and gum arabic; Further, fragrances, sweeteners, preservatives, fluorine compounds, antibacterial agents, anti-enzyme agents, etc. are kneaded with the foaming agent shown in formula 1) and other foaming agents used in combination if necessary, and the product is produced by a conventional method.

The same applies to powdered toothpaste, toothpaste, mouthwash, etc.

The oral composition produced in this manner has excellent suppression of peeling of the oral mucosa, no mucosal irritation, and safety due to the use of the alkali metal salt of N-mixed fatty acid acylglutamate as a foaming agent. It's expensive.

Furthermore, it has very good permeability and has a high oral cleaning effect, so it is suitable for preventing caries, and there is no problem in terms of taste.
Good in terms of bitterness, off-taste, and aftertaste.

Furthermore, by blending the N-mixed fatty acid acylglutamate into toothpaste and the like, its shape retention is improved and its extrusion properties from a tube at low temperatures are improved.

Therefore, when putting toothpaste on a toothbrush, even in the hot summer months, the shape does not shift or clump, and a constant formability is always maintained. can be easily pushed out from
It has extremely high product value.

Next, experimental examples will be shown to specifically explain the features of the present invention.

Experimental Example 1 0 cavity mucosal exfoliation effect A mixture of 2 parts by weight of coconut oil fatty acid and 8 parts by weight of hydrogenated beef tallow fatty acid and oleic acid in a weight ratio of 75:2.
N-mixed fatty acid acyl monosodium glutamate obtained by acylating the amino group of L-glutamate monosodium salt with mixed fatty acids mixed at a ratio of A 0.2% throat solution containing three types of surfactants was prepared, and one dose was given to 10 subjects.
After impregnating the mouth with these solutions three times a day for two days, the inside of the oral cavity is washed with water, and finally the solution is impregnated for 5 minutes.
The number of mucosal cells exfoliated in 7TL of throat fluid was measured.

The results are shown in Table 1 and Figure 1. In addition, the control impregnation agent group used one that did not contain a surfactant.

Moreover, the cell count measurement result is the average value of 5 repeated measurements.

From the above results, there was no statistically significant difference between the N-mixed fatty acid acyl monosodium glutamate group and the control group. It was found that it is a mild foaming agent that has a weaker effect on the oral mucosa than the currently used sodium lauryl sulfate.

Similar results were also obtained with N-mixed fatty acid acylglutamic acid disodium salt.

Experimental Example 2 Using the surfactants shown in Table 2 for the consistency of a highly concentrated solution system, a composition of 25% surfactant, 40% water, and 35% glycerin was prepared using the following formula, and the composition was prepared from 60°C to -10'G. The consistency within the temperature range was measured using an ASTM penetrometer, and JIS
It was measured according to the method of K-2524 (1961).

The results are shown in Figure 2. As is clear from the above results,
Sodium N-lauroylglutamate (sample number 7)
In this system, there is a nearly linear relationship between consistency and temperature, and the temperature dependence is extremely high.

In addition, sodium N-hardened beef tallow acylglutamate is
In contrast to sodium N-lauroylglutamate, it has less temperature dependence, but has a high consistency even at high temperatures.

On the other hand, IJum (sample number 1), a mixture of hydrogenated beef tallow 8:coconut oil 2 (sample number 1), showed a tendency similar to that of IJum (N-hardened beef tallow acylglutamic acid), and a mixture of hydrogenated beef tallow 8:coconut oil 2. 5 oleic acid to
% added sodium mixed fatty acid acylglutamate (
Even in sample number 2), the change was small, and 45% of oleic acid
% (sample number 6), the consistency becomes too small.

In contrast, those to which 15 to 35% of oleic acid was added (
Sample numbers 3 to 5) showed completely different trends from sample number 1.2, mixed fatty acid acyl sodium glutamate,
It has an inflection point around 30°C, and has a moderate consistency around room temperature, and even at low temperatures, sample number 1.7.
Compared to Sample No. 8, there was no sudden change in consistency and the consistency was stable, showing a very distinctive curve.

Therefore, from the above, if sodium acylglutamate, a mixed fatty acid in which 15 to 35% of oleic acid is added to a hydrogenated beef tallow-coconut oil mixture, is blended into toothpaste, when the toothpaste is placed under high temperature, N-lauroyl Unlike monosodium glutamate, it does not have the disadvantage of becoming lumpy, and maintains a certain level of moldability, allowing it to be placed on the tooth side in good shape. Since the toothpaste does not become stored, there is no problem of the toothpaste becoming hard in winter and being difficult to push out from the tube, and it always maintains appropriate hardness and moldability and has extremely effective effects. Thus, oleic acid was added to the hardened beef tallow-coconut oil mixture at a predetermined ratio, that is, 15 to 15%.
By adding 35%, when using this as a foaming agent for toothpaste, it is possible to use mixed fatty acids without unsaturated fatty acids or acylglutamic acid of mixed fatty acids with unsaturated fatty acids added outside the above addition range. It has been found that compared to other methods, it exhibits unique effects in terms of the shape retention of toothpaste and the ease with which it can be extruded from tubes at low temperatures, such as in winter.

Experiment 1 Experiment 3 Taste test Prepare a 0.01% aqueous solution of the surfactant shown in Table 3,
Twenty-five expert taste testers were asked to answer the tastes they felt from these aqueous solutions, including bitterness, sweetness, saltiness, sourness, and umami.

The results are shown in Table 4. Each active agent has a slightly bitter taste, but the more coconut oil fatty acids that contain relatively low fatty acids are contained, the stronger the bitterness tends to be. N-hardened beef tallow fatty acid acylglutamic acid) IJum (sample number 13)
), and coconut oil 2, hydrogenated beef tallow 8ON-mixed fatty acid acylglutamate (sample number 12) are preferred,
Both of these active agents were found to have a better taste than sodium lauryl sulfate, which is widely used as a foaming agent for toothpaste.

Experimental Example 4 Penetration Test Prepare 0.25% aqueous solutions of monosodium N-mixed fatty acid acylglutamate having the mixed fatty acid compositions shown in Table 5, and odor ☆☆ at 40°C. The settling time of the felt disk was measured, and the results shown in FIG. 3 were obtained.

The results show that the shorter the settling time, the better the permeability.

From the results shown in Figure 3, the activators of sample numbers 16 to 20 have properties intermediate between coconut oil fatty acids and hydrogenated beef tallow fatty acids, even though they are mixtures of coconut oil fatty acids and hydrogenated tallow fatty acids. First, the permeability was improved compared to coconut oil fatty acid or hydrogenated beef tallow fatty acid alone (sample number 15.21), and especially the combination of coconut oil and hydrogenated beef tallow at a mixing ratio of 1:9 to 3 (sample number 18). .19,20) was found to improve permeability in a very specific manner, therefore, mixed fatty acid monosodium acylglutamate (sample numbers 18 to 20) in a ratio of 1:9 to 3 ratio of coconut oil and hydrogenated beef tallow was added to toothpaste. In this case, toothpaste can penetrate well into caries-prone areas such as small cavities, fissures, and interdental areas that are difficult to reach with conventional toothbrushing and tooth flanks alone, as well as into remaining dental plaque. It was recognized that the active agent's inherent excellent bacteriostatic power suppresses bacterial activity and has excellent effects on oral cavity cleaning and caries prevention.

Experimental Example 5 Cleaning Power Test Using the same active agent as in Experimental Example 4, the cleaning power of its 0.25% aqueous solution was investigated under the following cleaning conditions [Test method was based on Oil Chemistry, -[Dan, 158 (1970)] .

], the results shown in Table 6 were obtained. Cleaning conditions Temperature 25°C Time 10 minutes Use of contaminated cloth From the results in Table 6, it is clear that the activator of sample number 16.19 was
Coconut oil fatty acid alone or hydrogenated beef tallow fatty acid alone (
It was found that the activators of sample number 19, coconut oil 2 and hardened beef tallow 8, had better detergency than sample number 15.21).

In addition, although the monosodium salt of N-mixed fatty acid acylglutamic acid was used in all of the above experiments, similar results were obtained when the disodium salt was used.

Accordingly, from Experimental Examples 3 to 5, a predetermined weight ratio of coconut oil fatty acid and hydrogenated beef tallow fatty acid of around 8:2, that is, 7
: Mixed at a ratio of 3 to 9:1 and further added with an unsaturated fatty acid, the mixed fatty acid sodium N-acylglutamate is mixed with coconut oil fatty acid or hydrogenated beef tallow fatty acid alone, or sodium N-acylglutamate, or coconut oil. Even when a fatty acid is mixed with hydrogenated beef tallow fatty acid, it has superior properties as a toothpaste foaming agent compared to sodium N-acylglutamate, which has a large amount of coconut oil fatty acid, and has a uniquely high penetration power, and has a pleasant taste. It was also found that the cleaning power was good.

Therefore, as is clear from the above explanation, the oral composition according to the present invention has a very weak exfoliating effect on the oral mucosa when applied, is mild without irritating the mucous membrane, and is safe. In addition to being highly permeable, it also has a high cleaning power in the oral cavity, does not have a bad taste due to the foaming agent (active agent), and has extremely good shape retention when used as a toothpaste. It can be seen that the quality of the product is good, that it is easy to extrude from a tube etc. in winter, etc., and that it has a high product value.

Examples are shown below.

Example 1 A toothpaste having the following composition was produced by a conventional method.

Calcium phosphate dihydrate dihydrate Carboxymethylcellulose Carrageenan Glycerin Sorbitol N-Mixed fatty acid Monosodium acylglutamate (Mixed fatty acid residues: [Hydrogenated beef tallow fatty acid 8: Coconut oil fatty acid 2] 75 + Oleic acid 25) Flavoring Sodium saccharin Preservative Water 45. 0% by weight 0.5〃 0.5〃 10.0 // 10.0 // 2.0 1, O 0,2 Minor balance 100.0% by weight In addition, each component shown as mixed fatty acid residue All mixing ratios are weight ratios (the same applies below).

Example 2 A toothpaste having the following composition was produced by a conventional method.

Dicalcium phosphate dihydrate 45.0% by weight Carrageenan 1.1% by weight Sorbitol Glycerin N-Mixed fatty acid acyl monosodium glutamate (Mixed fatty acid residues: [Hydrogenated beef tallow fatty acid 8: Coconut oil fatty acid 2] 65 + Oleic acid 35 ] Sodium lauryl sulfate Flavor Sodium saccharin Preservative Water 10, 0 1/10, 0 // 1, 0 1, O 1, O 0, 2 Small amount remaining 100, 0% by weight Example 3 The following was prepared by the conventional method A mouthwash of the following composition was manufactured.

Ethyl alcohol Sorbitol Disodium N-mixed fatty acid acylglutamate (Mixed fatty acid residues: [Hydrogenated beef tallow fatty acid 8: Coconut oil fatty acid 2) 8 5+ Oleic acid 15) Sodium fluoride Flavor Preservative Water 25.0 Weight % 14.0 1 , 5 0, 22 / 1 0, 5 Small amount remaining 100, 0% by weight Examples 1 to 30 All of the oral compositions were non-irritating to the oral mucosa and had an excellent oral cavity cleaning effect. Moreover, there was no sense of community in use.

Furthermore, the oral compositions (toothpastes) of Examples 1 and 20 had good shape retention at high temperatures and good ease of extrusion from tubes at low temperatures.

[Brief explanation of the drawing]

Figure 1 is a graph showing the strength of the mucosal exfoliating effect of each active agent, Figure 2 is a graph showing the consistency of each active agent at a given temperature in a highly concentrated solution system, and Figure 3 is a graph showing the strength of the mucosal exfoliating effect of each active agent. It is a graph showing the penetration power of N-mixed fatty acid acyl sodium glutamate when the mixing ratio with hardened beef tallow fatty acid is changed.

Claims (1)

[Claims] 1 General formula [However, one of M 1 and M2 is an alkali metal group and the other is a hydrogen group, or both are alkali metal groups, and RCO- represents a combination of coconut oil fatty acid and hydrogenated beef tallow fatty acid. 1:
The weight ratio is 65:35 to 8 when calculated excluding the amount of oleic acid in the coconut oil fatty acid based on the amount of oleic acid of a mixture formed by mixing at a weight ratio of 9 to 3 Nia.
Mixed fatty acid residues containing a ratio of 5:15 are shown. An oral composition comprising a mono- or dialkali metal salt of N-mixed fatty acid acylglutamic acid represented by the following formula as a foaming agent.