JP2003012486A - Skin care preparation - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a skin care preparation having high solubility of ceramide, excellent stability of the preparation and good transcutaneous absorptivity of ceramide, effectively improving the barrier function of the cuticle layer of the skin and exhibiting excellent skin moisturizing action and protecting action. SOLUTION: The preparation contains a mixture of type II ceramide and type III ceramide in combination with one or more compounds selected from 16-18C branched fatty acids, 10-24C branched aliphatic alcohols and glyceryl monooleyl ether. The fatty acid is selected preferably from 14- methylpentadecanoic acid, 16-methylheptadecanoic acid, 2-heptylundecanoic acid and 2-isoheptylisoundecanoic acid expressed by formula (1) and the aliphatic alcohol is selected preferably from an aliphatic alcohol expressed by formula (2), 2-hexyldecanol, 2-octyldodecanol and 2-decyltetradecanol.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a skin capable of improving the barrier function of the skin, exerting an excellent skin moisturizing effect and a skin protecting effect, and preventing and improving aging symptoms of the skin such as fine wrinkles and roughness of the skin. Regarding external preparations. For more details,
A mixture of type II ceramide and type III ceramide has 1 carbon atom
The present invention relates to a skin external preparation containing one or two or more selected from fatty acids having 6 to 18 branched chains, aliphatic alcohols having 10 to 24 carbon branched chains, and glyceryl monooleyl ether.

[0002]

It is known that the barrier function of the stratum corneum of the skin is lowered due to various environmental factors such as dryness and ultraviolet rays, aging of the skin with aging, atopic lesions, etc. Many external preparations for skin containing ceramide, which is involved in the barrier function of the stratum corneum of the skin, have been disclosed.

In order to construct the barrier function of the stratum corneum of the skin, ceramides need to be arranged in a lamella shape, but such a arrangement can be obtained by simply blending a ceramide mixture extracted from animal tissue with an external skin preparation. It is not possible.
It also has the same stereoisomeric structure as skin ceramide.
Although a method for producing type III ceramide is known, type III ceramide has a high melting point and is difficult to dissolve in a skin external preparation base.

As an attempt to lower the melting point of type III ceramide, a technique of using it in combination with type V ceramide is known (Japanese Patent Laid-Open No. 8-225427). However, in order to obtain a more stable skin external preparation, it is necessary to improve the solubility of ceramide in the skin external preparation base, and in order to improve the barrier function of the skin stratum corneum, the transdermal absorbability of ceramide is required. I needed to improve.

[0005]

Therefore, in the present invention, the solubility of ceramide is good and the formulation stability is excellent, and the transdermal absorption of ceramide is also good, and it is possible to effectively improve the skin stratum corneum barrier function. The object was to obtain an external preparation for skin which can be produced and can exert an excellent skin moisturizing effect and protective effect.

[0006]

[Means for Solving the Problems] As a result of various studies to solve the above problems, a mixture of a type II ceramide and a type III ceramide was selected from fatty acids having a branched chain having 16 to 18 carbon atoms,
An aliphatic alcohol having a branched chain having 10 to 24 carbon atoms,
By incorporating together with one or more selected from glyceryl monooleyl ether, the solubility and percutaneous absorbability of the skin external preparation base are improved, and excellent skin moisturizing effect and protective effect are obtained. As a result, they have found that they are also effective in preventing and improving skin aging symptoms such as fine wrinkles and roughness of texture, and have completed the present invention.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The type II ceramide used in the present invention is N-acyl sphingosine or N-acyl dihydrosphingosine, which is obtained by extraction and fractionation from various tissues such as animals, chemical or enzymatic What was synthesize | combined by the dynamic method can be used. The acyl group is preferably a saturated or unsaturated one having about 12 to 38 carbon atoms, and may have a hydroxyl group.

The type III ceramide used together with the type II ceramide in the present invention is N-acyl phytosphingosine, which is obtained by extracting and fractionating from tissues of animals, plants, yeasts, etc., or chemically or What was synthesize | combined by the enzymatic method can be used. The acyl group is preferably a saturated or unsaturated one having about 12 to 38 carbon atoms, and may have a hydroxyl group.

Type II ceramide and III used in the present invention
The mixing weight ratio of these ceramides in the mixture with the type ceramide is appropriately in the range of 4: 6 to 6: 4.

In the present invention, the branched chain fatty acid having 16 to 18 carbon atoms which is used together with the mixture of type II ceramide and type III ceramide is preferably a saturated fatty acid having a branched chain, such as 14-methylpentadecanoic acid, 16- Methylheptadecanoic acid, 2-heptylundecanoic acid and 2-isoheptylisoundecanoic acid represented by the formula (1) are exemplified as preferable ones, and in the present invention, one or two of them are used.
Select and use at least one species. In particular, those that are liquid at room temperature are preferably used.

[Chemical 3]

In the present invention, type II ceramide and II
As the aliphatic alcohol having a branched chain having 10 to 24 carbon atoms which is used in combination with the mixture of I-type ceramide, a saturated aliphatic alcohol having a branched chain is preferable, and a liquid alcohol at room temperature is particularly preferably used. Aliphatic alcohols represented by the formula (2), 2-hexyldecanol, 2-octyldodecanol, 2-decyltetradecanol and the like are exemplified as preferable ones, and one kind or two or more kinds are selected and used from these.

[Chemical 4]

Further, in the present invention, a mixture of type II ceramide and type III ceramide can be used together with glyceryl monooleyl ether (ceracyl alcohol) which is liquid at room temperature.

A mixture of the type II ceramide and the type III ceramide in the present invention, a fatty acid having a branched chain having 16 to 18 carbon atoms, an aliphatic alcohol having a branched chain having 10 to 24 carbon atoms, and glyceryl monooleyl ether are selected. The mixing weight ratio with one or two or more kinds is 0.01:
A range of 100 to 1: 1 is suitable. Further, II type ceramide and II for the total amount of the external preparation for skin according to the present invention
Mixture of I-type ceramide, and fatty acid having a branched chain having 16 to 18 carbon atoms, aliphatic alcohol having a branched chain having 10 to 24 carbon atoms, and one or more kinds selected from glyceryl monooleyl ether Are 0.00001-10.0% by weight and 0.1-20.0%, respectively.
It is suitable that the content is 0.1% by weight, and more preferably 0.
0001 to 5.0% by weight and 0.5 to 10.0% by weight.

The external preparation for skin according to the present invention can be provided in the form of lotion, emulsion, gel, cream, ointment and the like. In addition, skin cosmetics such as lotions, emulsions, gels, creams and packs, liquid or creamy base cosmetics, liquid, creamy or oily foundations, make-up cosmetics such as eye color and cheek color, hand Lotion, hand cream, leg cream, neck cream, body lotion and other body cosmetics, cleansing lotion, cleansing cream, cleansing foam and other face wash, body soap and other body wash, hair shampoo, hair conditioner, hair conditioner , And can be provided as a hair cosmetic such as a hair cream.

The external preparation for skin according to the present invention contains animal and vegetable oils and fats, waxes, fatty acids, aliphatic alcohols, ester oils, and hydrocarbon oils as long as the solubility of the ceramide mixture is not affected. Other oily ingredients such as, surfactants, lower alcohols such as ethanol, polyhydric alcohols,
Moisturizers such as pyrrolidone carboxylate and mucopolysaccharides, lactic acid and its salts, pH adjusting agents such as citric acid and its salts, potassium hydroxide, sodium hydroxide, bases such as L-arginine, yeast extract, silk Cell activating agents such as hydrolysates, whitening agents such as ascorbic acid derivatives, antioxidants such as tocopherol and its derivatives, allantoin, anti-inflammatory agents such as glycyrrhetinic acid and its derivatives, UV inhibitors, antifungal agents, Ingredients generally contained in skin external preparations such as fragrances, pigments, pigments, seaweed extracts, and various plant extracts can be contained.

[0016]

EXAMPLES The features of the present invention will be described in detail with reference to Examples.

[Examples 1 and 2] Moisturizing cream In the formulation shown in Table 1, the aqueous phase component A is mixed and heated to 80 to 85 ° C. On the other hand, the C component is mixed and melted by heating to 80 to 85 ° C., and the B component previously mixed and heated and melted at 80 to 85 ° C. is added to make it uniform. The water phase component is gradually added to this oil phase component while stirring to uniformly emulsify, and after cooling, the D component is added at 50 ° C. and further cooled to 35 ° C.

[0018]

[Table 1]

[Examples 3 and 4] Moisturizing gel In the formulation shown in Table 2, the aqueous phase component A is mixed and heated to 80 to 85 ° C. On the other hand, the C component is mixed and melted by heating to 80 to 85 ° C., and the B component previously mixed and heated and melted at 80 to 85 ° C. is added to make it uniform. The water phase component is gradually added to this oil phase component while stirring to uniformly emulsify, and after cooling, the D component is added at 50 ° C. and further cooled to 35 ° C.

[0020]

[Table 2]

[Examples 5 and 6] Moisturizing emulsion In the formulation shown in Table 3, the aqueous phase component A is mixed and heated to 80 to 85 ° C. On the other hand, the C component is mixed and melted by heating to 80 to 85 ° C., and the B component previously mixed and heated and melted at 80 to 85 ° C. is added to make it uniform. The water phase component is gradually added to the oil phase component while stirring to uniformly emulsify, and after cooling, the D component and the E component are added at 50 ° C. and further cooled to 35 ° C.

[0022]

[Table 3]

[Examples 7 and 8] Moisturizing gel In the formulation shown in Table 4, the component A was mixed and dissolved to obtain 80-85.
℃. To this, mix beforehand and dissolve by heating to 80
Add the components B and C at ˜85 ° C., mix, homogenize, and cool. Next, component D is mixed and gradually added to this, and after stirring and mixing to form a gel, component E is added and mixed.

[0024]

[Table 4]

With respect to the above examples of the present invention, the formulation stability, skin moisturizing effect and skin protective effect were evaluated. At that time, as shown in Table 5 in each Example, the contained components were replaced to obtain Comparative Examples 1 to 8, respectively, which were simultaneously tested.

[0026]

[Table 5]

Regarding the formulation stability, each of the Examples and Comparative Examples was stored at 25 ° C. for 6 months, and the presence or absence of state changes such as precipitation, separation, aggregation and phase separation of contained components was observed, and these state changes were observed. Is not seen at all, ○,
The case where it was slightly observed was represented by Δ, and the case where it was significantly observed was represented by x. Further, the skin moisturizing effect and the skin protecting effect were evaluated by conducting a use test in which 20 female panelists exhibiting remarkable skin roughening symptoms were used as one group. That is, each of the Examples and Comparative Examples was blindly used twice a day for 2 months, and the water content of the stratum corneum was measured and the skin condition was observed before the start of the use test and after the end of the use test. . The stratum corneum water content was represented by the conductance value of the skin surface by measuring the high frequency electric conductivity (conductance) of the skin surface. On the other hand, the skin condition was evaluated and scored according to the evaluation criteria shown in Table 6, and the average value of 20 persons was calculated and shown. The results are summarized in Table 7.

[0028]

[Table 6]

[0029]

[Table 7]

As is clear from Table 7, all of the examples of the present invention showed good formulation stability, and in the use test, a clear improvement in the skin stratum corneum water content was observed in all groups. The condition was improved to almost good condition.

On the other hand, except for Comparative Example 4 in which N-stearoyl phytosphingosine was replaced with squalane and Comparative Example 7 in which N-palmitoyl phytosphingosine was replaced with 16-methylheptadecanoic acid, the stability of the preparation was decreased. Was admitted. Further, although the skin stratum corneum water content and the skin condition after the use test were improved and improved in the comparative example use group, the degree thereof was smaller than that of the corresponding example use group. Was there.

Regarding Examples 1 to 8 of the present invention, no problem skin irritation reaction was observed in the 48-hour back-occlusion patch test using 30 male panelists as one group.

[0033]

As described in detail above, according to the present invention, the solubility of ceramide is excellent and the stability of the preparation is excellent, and the percutaneous absorption of ceramide is also good, thereby effectively improving the skin stratum corneum barrier function. Thus, it was possible to obtain an external preparation for skin capable of exerting an excellent skin moisturizing effect and protective effect.

Therefore, by using the external preparation for skin according to the present invention, it is possible to effectively prevent and improve skin aging symptoms such as fine wrinkles and roughness of skin.

Continued front page    (72) Inventor Yasuyuki Yamamoto             112-1 Nogami, Okada-cho, Yoka-shi, Shiga             Ceremony Noevir Shiga Central Research Institute F-term (reference) 4C083 AA112 AB032 AC022 AC072                       AC091 AC092 AC102 AC122                       AC132 AC171 AC242 AC261                       AC262 AC422 AC482 AC582                       AC641 AC642 AC662 AD042                       AD092 AD172 AD192 AD222                       AD332 AD352 AD532 CC05                       DD31 DD41 EE03 EE12

Claims (5)

[Claims] 1. A mixture of type II ceramide and type III ceramide, a fatty acid having a branched chain having 16 to 18 carbon atoms, an aliphatic alcohol having a branched chain having 10 to 24 carbon atoms, and glyceryl monooleyl ether. A skin external preparation containing one or more species. 2. The external preparation for skin according to claim 1, wherein the type II ceramide is N-acyl dihydrosphingosine. 3. The external skin preparation according to claim 1, wherein the type III ceramide is N-acyl phytosphingosine. 4. The fatty acid having a branched chain having 16 to 18 carbon atoms is represented by 14-methylpentadecanoic acid, 16-methylheptadecanoic acid, 2-heptylundecanoic acid and the formula (1).
The external preparation for skin according to claim 1, which is selected from 2-isoheptylisoundecanoic acid. [Chemical 1] 5. The aliphatic alcohol having a branched chain having 10 to 24 carbon atoms is an aliphatic alcohol represented by the formula (2), 2-hexyldecanol, 2-octyldodecanol,
The external preparation for skin according to any one of claims 1 to 4, which is selected from 2-decyltetradecanol. [Chemical 2]