JP7126753B2 - Skin topical agent - Google Patents

Description

TECHNICAL FIELD The present invention relates to an external preparation for skin containing one or more selected from glyceryl glucoside, water-holding oil and ceramide, and glycine.

It is well known to incorporate glyceryl glucoside (Patent Document 1), water-holding oil (Patent Document 2), ceramide (Patent Document 3), and glycine (Patent Document 4) into skin preparations for external use.

However, when these components are blended in effective amounts, there are problems such as stickiness and crystal precipitation. Therefore, combined use with various ingredients has been investigated, but the effect has been limited.

JP-A-11-222496 JP 2011-046653 A Japanese Patent Application Laid-Open No. 2008-231061 JP 2015-134752 A

It is an object of the present invention to provide an external preparation for skin that exhibits a moisturizing effect by synergistically increasing the water content of stratum corneum by using specific ingredients together.

The present invention provides an external preparation for skin containing one or more selected from glyceryl glucoside, a water-holding oil and ceramide, and glycine.
In addition, water-holding oil agents include N-lauroyl-L-glutamic acid di(cholesteryl or phytosteryl behenyl octyldodecyl), dipentaerythrite fatty acid ester, hydrogenated castor oil stearate, macadamia nut oil fatty acid phytosteryl, hydroxystearin. Provided is the aforementioned external preparation for skin characterized by one or more selected from cholesteryl acid.

The external preparation for skin of the present invention synergistically increases the moisture content of stratum corneum and exhibits a high moisturizing effect.

A mode for carrying out the present invention will be described below.

The external preparation for skin of the present invention can be used for any application such as cosmetics, quasi-drugs, and pharmaceuticals.

The glyceryl glucoside used in the present invention may be produced by synthesis, fermentation by microorganisms, or the like, as long as it can be incorporated into external preparations for skin. Specifically, α-form, β-form, or a mixture thereof can be used.

The content of glyceryl glucoside is preferably 0.001 to 5% by mass, more preferably 0.001 to 1% by mass, based on the total mass of the external preparation for skin. If the glyceryl glucoside content is less than 0.001% by mass, a sufficient moisturizing effect may not be obtained. If the content of glyceryl glucoside exceeds 5% by mass, it may cause stickiness.

The water-holding oil agent used in the present invention is not particularly limited as long as it can be blended in the external preparation for skin. In the present invention, water holding capacity refers to water holding capacity (%) measured by the following water holding capacity test. In the water holding power test method, 10 g of a sample heated to 50°C was weighed into a 200 ml beaker, and while stirring at 3000 rpm with a Despa mixer, water at 50°C was gradually added until the water drained from the sample. , the maximum amount (mass) of water not drained was measured, this value was divided by 10 g of the sample, and multiplied by 100 to obtain water holding capacity (%).

The water-holding oil agent of the present invention may be any oil agent that can hold water in itself. Especially, when the water-holding power is 100% or more, the water-holding oil agent can hold water equal to or more than its own weight. It is preferable because Specifically, for example, lanolin, reduced lanolin, lanolin fatty acid, lanolin alcohol, lanolin acetate, lanolin derivatives such as hydroxyl lanolin and those modified with polyoxyalkylene, macadamia nut oil fatty acid phytosteryl, lauroyl glutamate dioctyldodecyl, Amino acid phytosterols, castor oil, stearic acid hydrogenated castor oil, polyhydric alcohol fatty acid esters such as shea butter, hexaglycerin fatty acid esters, decaglycerin fatty acid esters, dipentaerythritol fatty acid esters, cholesteryl hydroxystearate, etc. These can be used singly or in combination of two or more as needed. Among these, di(cholesteryl or phytosteryl-behenyl-octyldodecyl) N-lauroyl-L-glutamic acid, dipentaerythritol fatty acid ester, hydrogenated castor oil stearate, and macadamia nut oil are preferred from the viewpoint of the effects of the present invention. Fatty acid phytosteryl, cholesteryl hydroxystearate are preferred. In the present invention, the water-holding oil agents are used singly or in combination of two or more.

The blending amount of the water-holding oil agent in the present invention is not particularly limited, but is preferably 0.01 to 20% by mass, more preferably 0.1 to 10% by mass. If the content is less than 0.01% by mass, synergistic improvement in moisturizing effect may not be observed. If the content exceeds 20% by mass, the feeling of use may be sticky.

The ceramide used in the present invention includes both ceramide and ceramide-like structural substances.

Examples of ceramide include the following natural ceramides such as ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, and ceramide 7, sphingomyelin, sphingophospholipids, glycosphingolipids, phytosphingolipids, and the like. are mentioned.

Examples of ceramide-like structural substances include compounds represented by the following general formulas (1) to (6).

［式中、Ｒ^１及びＲ^２は同一又は異なり、水酸基が置換していてもよい炭素数８～２６の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示す。］

[In the formula, R ¹ and R ² are the same or different and represent a linear or branched, saturated or unsaturated hydrocarbon group having 8 to 26 carbon atoms which may be substituted with a hydroxyl group. ]

［式中、Ｒ^３は炭素数１０～２６の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示し、Ｒ^４は炭素数９～２５の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示し、Ｘ^１及びＹ^１は、水素原子又は水酸基を示し、ａは０又は１の数を示し、ｃは０～４の数を示し、ｂ及びｄは０～３の数を示す。］

[In the formula, R ³ represents a linear or branched saturated or unsaturated hydrocarbon group having 10 to 26 carbon atoms, and R ⁴ represents a linear or branched saturated or unsaturated hydrocarbon group having 9 to 25 carbon atoms. represents a hydrocarbon group, X ¹ and Y ¹ represent a hydrogen atom or a hydroxyl group, a represents a number of 0 or 1, c represents a number of 0 to 4, b and d represent a number of 0 to 3 show. ]

［式中、Ｒ^５及びＲ^６は同一又は異なり、炭素数１～４０の直鎖又は分岐鎖の飽和又は不飽和のヒドロキシル化されていてもよい炭化水素基を示し、Ｒ^７は炭素数１～６の直鎖若しくは分岐鎖のアルキレン基又は単結合を示し、Ｒ^８は水素原子、炭素数１～１２の直鎖若しくは分岐鎖のアルコキシ基又は２，３－ジヒドロキシプロピルオキシ基を示す。ただしＲ^７が単結合の時はＲ^８は水素原子である。］

[ ^In the formula, R ⁵ and R ⁶ are the same or different and represent a linear or branched, saturated or unsaturated hydrocarbon group having 1 to 40 carbon atoms, which may be hydroxylated; ~6 linear or branched alkylene group or a single bond, and R ⁸ denotes a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-dihydroxypropyloxy group. However, when ^R7 is a single bond, ^R8 is a hydrogen atom. ]

［式中、Ｒ^９は炭素数４～４０のヒドロキシル化されていてもよい炭化水素基を示し、Ｒ^１０は炭素数３～６の直鎖又は分岐鎖のアルキレン基を示し、Ｒ^１１は炭素数１～１２の直鎖又は分岐鎖のアルコキシ基を示す。］

[In the formula, R ⁹ represents an optionally hydroxylated hydrocarbon group having 4 to 40 carbon atoms, R ¹⁰ represents a linear or branched alkylene group having 3 to 6 carbon atoms, and R ¹¹ represents a carbon represents a linear or branched alkoxy group of numbers 1 to 12; ]

［式中、Ｒ^５、Ｒ^６、Ｒ^１０、Ｒ^１１は前記と同じ意味を示す。］

[wherein, R ⁵ , R ⁶ , R ¹⁰ and R ¹¹ have the same meanings as defined above. ]

［式中、Ｒ^５、Ｒ^６及びＲ^７は前記と同じ意味を示し、Ｒ^１２は水素原子、炭素数１～１２の直鎖若しくは分岐鎖のアルコキシ基又は２，３－エポキシプロピルオキシ基を示す。
ただし、Ｒ^７が単結合の時Ｒ^１２は水素原子である］

[In the formula, R ⁵ , R ⁶ and R ⁷ have the same meanings as above, and R ¹² represents a hydrogen atom, a straight or branched alkoxy group having 1 to 12 carbon atoms, or a 2,3-epoxypropyloxy group. show.
However, when ^R7 is a single bond, ^R12 is a hydrogen atom]

As the ceramide, it is preferable to use at least one natural ceramide selected from the group consisting of ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6 and ceramide 7, and ceramide 1 and/or ceramide 3 are used. It is more preferable to use Such a ceramide is excellent in moisturizing properties when used as a skin preparation for external use.

The content of ceramide is preferably 0.0001 to 1% by mass, more preferably 0.0005 to 1% by mass, still more preferably 0.0005 to 1% by mass, based on the total mass of the external skin preparation, and 0.001 to 1% by mass. 1% by weight is particularly preferred. If the ceramide content is less than 0.0001% by mass, a sufficient moisturizing effect may not be obtained. If the content of ceramide exceeds the above upper limit, there is a risk of decomposition or denaturation due to the necessity of heating at a high temperature.

Glycine used in the present invention, also called aminoacetic acid, has the simplest form among protein-constituting amino acids and is an amino acid abundantly contained in collagen. Glycine is not particularly limited as long as it can be used in external preparations for skin.

The glycine content is preferably 0.001 to 5% by mass, more preferably 0.001 to 2% by mass, based on the total mass of the external preparation for skin. If the glycine content is less than 0.001% by mass, a sufficient moisturizing effect may not be obtained.

The external preparation for skin of the present invention can contain, in addition to the above-described components, optional components used in ordinary cosmetics and quasi-drugs to the extent that the effects of the present invention are not impaired. Specific examples include oils, surfactants, thickeners, preservatives, perfumes, moisturizing agents, antioxidants, anti-inflammatory agents, antibacterial agents, and the like.

The dosage form of the external preparation for skin of the present invention is not particularly limited, and any dosage form such as water-based, oil-based, or emulsified type may be used.

The external preparation for skin of the present invention can be prepared by a conventional method.

The external preparation for skin of the present invention can be used, for example, in the form of lotions, emulsions and ointments.

EXAMPLES The present invention will be specifically described below with reference to examples, but the scope of the present invention is not limited by these examples. In addition, the compounding quantity is mass % unless otherwise specified. In the examples, "COSARTE 2G" manufactured by Toyo Sugar Refining Co., Ltd. was used as glyceryl glucoside.

[Moisturizing effect test]
[Moisturizing effect test]
・Wash the inside of the forearm with a predetermined soap (trade name: Nobu Soap D) and wipe off the water on the forearm.
・Acclimate by resting for 15 minutes in an environment of 21±0.5°C and 50±5% relative humidity.
- Mark four areas of 3.0 cm x 3.0 cm on each of the left and right forearms, and measure the water content of the stratum corneum before application. A total of 9 μL of each of the examples or comparative examples shown in Table 1 was applied, and the keratin moisture content was measured 60 minutes after application.
The subject was instructed not to use cosmetics on the inside of the forearm for one week prior to the test, and the average value of 5 measurements for each measurement area was used as the measured value. The n-number for each test is 20. The keratin moisture content was measured using SKICON-200EX manufactured by IBS.

As shown in Table 1, Examples 1 to 3, by using glycine in combination with glyceryl glucoside, cholesteryl hydroxystearate or ceramide 3, 60 minutes after the comparative example in which each was blended alone in double amounts The moisture content of the keratin increased. From this, it was clarified that the combined use of glycine and a specific component synergistically improves the moisturizing effect.

[Example 4] Emulsion (1) Squalane 10.0 (mass%)
(2) Methylphenylpolysiloxane 4.0
(3) Cholesteryl hydroxystearate 0.5
(4) Ceramide 3 0.002
(5) Hydrogenated soybean phospholipid 0.1
(6) Polyoxyethylene monostearate
Sorbitan (20 E.O.) 1.3
(7) Sorbitan monostearate 1.0
(8) Glycerin 3.0
(9) glyceryl glucoside 1.0
(10) glycine 0.5
(11) methyl paraoxybenzoate 0.1
(12) carboxyvinyl polymer 0.15
(13) Remainder of purified water 100 (14) Arginine (1% by mass aqueous solution) 20.0
Production method: The oil phase components (1) to (7) are heated and dissolved at 80°C. On the other hand, the water phase components (8) to (13) are dissolved by heating at 80°C. The oil phase components are added to this while stirring, and uniformly emulsified with a homogenizer. After cooling to 40° C., (14) is added and mixed uniformly.

[Example 5] Cream (1) Squalane 10.0 (% by mass)
(2) stearic acid 2.0
(3) Cholesteryl hydroxystearate 0.5
(4) Ceramide 3 0.002
(5) Hydrogenated soybean phospholipid 0.1
(6) Cetanol 3.6
(7) Lipophilic glyceryl monostearate 2.0
(8) Glycerin 9.0
(9) glyceryl glucoside 1.0
(10) glycine 0.3
(11) methyl paraoxybenzoate 0.1
(12) Arginine (20% by mass aqueous solution) 15.0
(13) Remainder of purified water 100 (14) Carboxyvinyl polymer (1% by mass aqueous solution) 15.0
Production method: The oil phase components (1) to (7) are heated and dissolved at 80°C. On the other hand, the water phase components (8) to (13) are dissolved by heating at 80°C. The oil phase components are added to this while stirring, and the mixture is uniformly emulsified with a homogenizer. Add (14) and mix evenly.

Claims (1)

An external preparation for skin containing glyceryl glucoside, cholesteryl hydroxystearate, ceramide and glycine.