JPH1160457A - Skin preparation for external use - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a skin preparation for external use, capable of manifesting a refreshing feeling together with excellent protecting effects on skin and persistence thereof and useful as a cosmetic or the like by including a specific amide compound, a polymeric silicone and a volatile silicone therein. SOLUTION: This skin preparation for external use contains (A) an amide compound having 0-50 deg.C melting point [e. g. a compound represented by the formula R<1> and R<2> are each a (hydroxylated) l-40C hydrocarbon group; R<3> is a single bond or a 1-6C (branched chain)alkylene; R<4> is H, a 1-12C (branched chain)alkoxy or 2,3-dihydroxypropyloxy; R<4> is H when R<3> is the single bond)], (B) a polymeric silicone and (C) a volatile silicone. For example, the respective amounts of the ingredients A, B and C in the preparation for external use are 0.02-20 wt.% ingredient A, 0.05-5 wt.% ingredient B and 1-30 wt.% ingredient C.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an external preparation for skin which has a high water-retaining function of the stratum corneum, is excellent in the protective effect of skin and its persistence, and has a good feeling upon use.

[0002]

2. Description of the Related Art Conventionally, cosmetics containing oils and fats such as paraffin, fatty acid esters, higher alcohols and glycerides, and high molecular weight dimethylpolysiloxane have been used for the purpose of protecting the skin and preventing rough skin.

[0003]

However, these cosmetics have an oily residual sensation after use, that is, an oily sticky sensation or a coating sensation when used as an external preparation for skin, and furthermore, have a close contact with the skin. Insufficient properties have poor skin protection effect, and even if it has a skin protection effect, there is a drawback that its persistence is insufficient.

[0004] Therefore, there has been a demand for the development of an external preparation for skin having an excellent skin protection effect and its durability, and having a refreshing feeling of use.

[0005]

Under such circumstances, the present inventors have conducted intensive studies and have found that a specific amide compound,
The present inventors have found that a skin external preparation containing a high molecular silicone and a volatile silicone solves the above-mentioned problems, and completed the present invention.

That is, the present invention provides the following component (A):
(B) and (C): A skin external preparation comprising (A) an amide compound having a melting point of 0 to 50 ° C. or more, (B) a high molecular silicone, and (C) a volatile silicone. It is.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The amide compound of the component (A) used in the present invention has a melting point of 0 to 50 ° C, preferably 10 to 50 ° C.
40 ° C. If it is out of this range, it cannot be stably incorporated into the composition.

Examples of such amide compounds include acid amides such as isostearic acid amide, isopalmitic acid amide, and isomyristic acid amide, and the following general formulas (1) to (3):

[0009]

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(Wherein R ¹ and R ² are the same or different and each represent a hydrocarbon group which may be hydroxylated and has 1 to 40 carbon atoms, and R ³ is a linear or branched chain having 1 to 6 carbon atoms) Represents an alkylene group or a single bond, R ⁴ is a hydrogen atom,
It represents a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-dihydroxypropyloxy group. However, when R ³ is a single bond, R ⁴ is a hydrogen atom. )

[0011]

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(Wherein, R ¹ and R ² have the same meanings as above, R ^3a represents a linear or branched alkylene group having 3 to 6 carbon atoms, and R ^4a represents a straight-chain or alkylene group having 1 to 12 carbon atoms. A chain or branched chain alkoxy group is shown.)

[0013]

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(Wherein R ¹ , R ² and R ³ have the same meanings as described above, and R ^4b is a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or 2,3-epoxypropyl Represents an oxy group, provided that when R ³ is a single bond, R ^4b
Is a hydrogen atom. ) And the like.

Among these, in the amide derivative (1), R ¹ and R ² are the same or different and each may be a straight-chain or branched-chain saturated or unsaturated hydrocarbon group having 1 to 40 carbon atoms, which may be hydroxylated. Represents a group. As R ¹ and R ² , methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, heneicosyl, docosyl, Nonacosyl, triacontyl, isostearyl, isoheptadecyl, 2
-Ethylhexyl, 1-ethylheptyl, 8-heptadecyl, 8-heptadecenyl, 8,11-heptadecadienyl, 2-heptylundecyl, 9-octadecenyl,
1-hydroxynonyl, 1-hydroxypentadecyl,
2-hydroxypentadecyl, 15-hydroxypentadecyl, 11-hydroxyheptadecyl, 11-hydroxy-8-heptadecenyl and the like.

R ¹ is preferably a linear or branched alkyl or alkenyl group having 8 to 26 carbon atoms, such as octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl, triacontyl, isostearyl, 2-ethylhexyl, 2-heptylundecyl and 9-octadecenyl and the like. Particularly preferred hydrocarbon groups for R ¹ are linear or branched alkyl groups having 12 to 22 carbon atoms, such as dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl and methyl-branched isostearyl groups.

R ² is preferably a straight-chain or branched-chain alkyl or alkenyl group having 9 to 25 carbon atoms, such as nonyl, undecyl, tridecyl, pentadecyl, heptadecyl, heneicosyl, nonacosyl, isoheptadecyl, 1-ethylheptyl, 8- Heptadecyl, 8-heptadecenyl, 8,11-heptadecadienyl, 1-hydroxynonyl, 1-hydroxypentadecyl, 2-hydroxypentadecyl, 15-hydroxypentadecyl,
11-hydroxyheptadecyl and 11-hydroxy-
8-heptadecenyl and the like. Particularly preferred hydrocarbon groups for R ² are linear or branched alkyl groups having 11 to 21 carbon atoms, such as undecyl, tridecyl,
Pentadecyl, heptadecyl, heneicosyl and methyl-branched isoheptadecyl groups.

R^ThreeIs a straight or branched chain having 1 to 6 carbon atoms
Represents an alkylene group or a single bond, as an alkylene group
Is, for example, methylene, ethylene, trimethylene, tetrame
Tylene, pentamethylene, hexamethylene, 1-methyl
Ethylene, 1-methyltrimethylene, 2-methyltrime
Tylene, 1,1-dimethylethylene, 1-ethylethylene
, 1-methyltetramethylene, 2-ethyltrimethyle
And the like. R ^ThreeIs a straight-chain having 1 to 6 carbon atoms
Alkylene groups are preferred, of which methylene, ethylene
And trimethylene are particularly preferred.

R ⁴ represents a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-dihydroxypropyloxy group, such as methoxy, ethoxy, propoxy, butoxy, hexyloxy; Octyloxy, decyloxy, 1-methylethoxy and 2-ethylhexyloxy.
R ⁴ is preferably a hydrogen atom, an alkoxy group having 1 to 8 carbon atoms and a 2,3-dihydroxypropyloxy group,
Of these, hydrogen atom, methoxy, ethoxy, propoxy,
Butoxy, 1-methylethoxy, 2-ethylhexyloxy and 2,3-dihydroxypropyloxy groups are particularly preferred.

As the amide derivative (1), a compound in which R ¹ , R ² , R ³ and R ⁴ in the general formula are each a group in the above particularly preferred range is preferred.

In the amide derivative (2), R ¹
And R ² have the same meaning as described above, and the same group is preferable. Examples of R ^3a include groups obtained by removing methylene and ethylene from the alkylene groups exemplified for R ³ in the amide derivative (1). R ^3a is preferably a straight-chain alkylene group having 3 to 6 carbon atoms, and among them, trimethylene is particularly preferable. The alkoxy group of R ^4a, include the same groups as R ⁴ in the amide derivative (1), the same groups are preferred.

In the amide derivative (3),
R ¹ , R ² and R ³ have the same meaning as described above, and R ^4b represents a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-epoxypropyloxy group. Specific examples of R ¹ , R ² and R ³ include the same groups as in the amide derivative (1), and the same groups are preferable.
Examples of the linear or branched alkoxy group having 1 to 12 carbon atoms for R ^4b include the same groups as R ⁴ of the amide derivative (1), and include a hydrogen atom, an alkoxy group similar to R ⁴ , and 2,3. -An epoxypropyloxy group is preferred.

Of these amide derivatives (1) to (3), those represented by the general formula (1) are particularly preferred.

As the amide compound of the component (A), an N-substituted amide compound having a total carbon number of 30 or more is particularly preferred.
Further, the amide compound contains 1% by weight or more of bound water, especially 5% by weight.
Those capable of holding not less than% by weight are more preferable. Here, the content of bound water is determined by first adding water to a sample at room temperature, measuring the maximum amount of water that can maintain a homogeneous phase, and calculating the amount of bound water, and then calculating the percentage of the total weight of bound water relative to the total weight of the sample. And can be obtained according to the following equation.

[0025]

(Equation 1)

The amide compound of the component (A) may be one kind or two kinds.
More than one species may be used in combination, with 0.1% being present in the total composition.
It is preferred that the compounding amount be from 0.2 to 20% by weight.
It is more preferable to mix in an amount of from 10 to 10% by weight, more preferably from 0.02 to 5% by weight, in terms of stability.

The high molecular silicone of the component (B) used in the external preparation for skin of the present invention includes, for example, a high molecular silicone oil represented by the following general formula (4).

[0028]

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Wherein R ⁵ and R ⁶ represent a methyl group or a hydroxyl group, and n represents an integer of 500 to 50,000. However, all of R ⁵ are not hydroxyl groups.)

In the formula (4), n is an integer of 500 to 50,000.
It is preferably an integer of 0000.

The component (B) can be used alone or in an appropriate combination of two or more. The amount of the component (B) is 0.05 to 5 based on the total feeling of the external preparation for skin of the present invention.
%, Particularly preferably in the range of 0.2 to 2%. (B)
For handling, the high molecular silicone is preferably blended after being dissolved in the volatile silicone of the component (C) described later or other silicone oils.

The volatile silicone of the component (C) used in the external preparation for skin of the present invention includes, for example, a linear volatile silicone oil represented by the following general formula (5) or the following general formula (6) )), And the like.

[0033]

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[0034]

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The component (C) can be used alone or in an appropriate combination of two or more kinds. The amount of the component (C) is usually in the range of 1 to 30% in the skin external preparation of the present invention, and is preferably. It is in the range of 3 to 10%.

The external preparation for skin of the present invention may further contain other components which are usually added to cosmetics. For example, non-volatile silicone can be blended with liquid oil such as squalane and fatty acid ester for the purpose of giving a refreshing feeling of use, and squalane and fatty acid ester can be blended with the purpose of improving the feeling of spread and adaptation to the skin. Ingredients, other absorption enhancers of keratinocyte intercellular lipids, UV absorbers, chelating agents, pH
A regulator, a preservative, a pigment, a fragrance, a viscosity regulator, a medicinal agent such as an anti-inflammatory agent and the like can be added.

The external preparation for skin of the present invention is prepared by emulsifying the above components with an emulsifier according to a conventional method. The emulsifier used here is not particularly limited as long as it is an emulsifier usually added to cosmetics, and a nonionic surfactant,
Examples include anionic surfactants, cationic surfactants, amphoteric surfactants, and modified silicone oils.

[0038] The skin external preparations to which the present invention is applied include:
Skin cosmetics such as face care creams or emulsions, skin care creams or emulsions, emulsions or creamy foundations, hair cosmetics, and external medicines.

[0039]

The external preparation for skin of the present invention has a high moisturizing property and a good feeling in use, as well as an excellent effect of protecting the skin and its persistence.

[0040]

Next, the present invention will be described with reference to examples, but the present invention is not limited to these examples. The amide derivatives (1a) to (1) used in the following Examples
The structural formula of i) is shown below.

[0041]

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Example 1 Skin external preparations having the compositions shown in Tables 1 to 3 were produced and evaluated for their skin protection effect, moisturizing effect and feeling of use. The results are shown in Tables 1 to 3. The melting point shown in the table was determined by using a differential scanning calorimeter (DSC) manufactured by Seiko Denshi Kogyo Co., Ltd., placing about 1 mg of the sample in a DSC cell (5 μl), and raising the scanning temperature from -10 to 200 ° C. Measured at a rate of 2 ° C / min.
The extrapolated melting point onset temperature of IS-K7121-1987-9-9.1 (2) was shown as the melting point.

[0043]

[Table 1]

[0044]

[Table 2]

[0045]

[Table 3]

[Evaluation Method] (1) Evaluation of Skin Protective Effect on Rough Skin (Effect of Methyl Nicotinate on Skin Penetration): Glass cup with acetone / ether (volume ratio 1: 1) inside human forearm. Inner diameter 2
cm) and degreased for 10 minutes to induce rough skin. A fixed amount of each sample was applied to half the area of the rough skin, allowed to stand for 3 hours, and then washed with hot water. One drop of an aqueous solution of methyl nicotinate was dropped on the sample-coated and uncoated areas, and wiped off after 5 seconds. When methyl nicotinate penetrates into the skin, it dilates blood vessels, so if penetrated into the skin, redness is observed at the dropping site within a few minutes. Ten minutes after the dropping of methyl nicotinate, the degree of redness of the sample-applied site was visually determined as compared to the sample-unapplied site, and the skin permeation inhibitory effect of methyl nicotinate was evaluated according to the following criteria. Table 1 to Table 3
Are shown as average values (N = 5). (Evaluation criteria) 0: No redness is observed 1: Redness is slightly observed 2: Redness is observed 3: Remarkable redness is observed

(2) Evaluation of moisturizing effect on rough skin: (1)
Apply a certain amount of each sample to the rough skin induced as in
After leaving still for 3 hours, it was washed with hot water, entered into a constant temperature and humidity room at a temperature of 20 ° C. and a humidity of 50%. After 3 hours, the moisture content in the stratum corneum was measured with an impedance meter (manufactured by IBS), and the moisturizing effect was obtained. Value. The results in Tables 1 to 3 are average values (N =
5).

(3) Evaluation of feeling of use: After washing the inside of the human forearm with soap and drying, a certain amount of each sample was applied, and the sensory evaluation for each item of residual feeling and smoothness was performed according to the following criteria. went. (Evaluation criteria) A: Very good B: Good C: Somewhat bad D: Bad

Continued on the front page (51) Int.Cl. ⁶ Identification code FI A61K 9/06 A61K 9/06 E

Claims (5)

[Claims] 1. The following components (A), (B) and (C): (A) an amide compound having a melting point of 0 to 50 ° C. or higher, (B) a polymeric silicone, and (C) a volatile silicone. An external preparation for skin, characterized in that: 2. The composition according to claim 1, wherein the component (A) is N-type having 30 or more carbon atoms.
The external preparation for skin according to claim 1, which is a substituted amide compound. 3. The compound represented by the following general formula (1):
(3) (Wherein R ¹ and R ² are the same or different and each have 1 to 4 carbon atoms)
0 represents an optionally hydroxylated hydrocarbon group; R ³ represents a linear or branched alkylene group having 1 to 6 carbon atoms or a single bond; R ⁴ represents a hydrogen atom;
12 linear or branched alkoxy groups or 2,3-
Shows a dihydroxypropyloxy group. However, when R ³ is a single bond, R ⁴ is a hydrogen atom. ) (Wherein, R ¹ and R ² have the same meanings as described above, R ^3a represents a linear or branched alkylene group having 3 to 6 carbon atoms, and R ^4a represents a linear or branched alkyl group having 1 to 12 carbon atoms. It represents a chain alkoxy group.) (Wherein, R ¹ , R ² and R ³ have the same meanings as described above;
R ^4b represents a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-epoxypropyloxy group. However, when R ³ is a single bond, R ^4b is a hydrogen atom. 3. The cosmetic according to claim 1, wherein the cosmetic is selected from the amide derivatives represented by the formula (1). 4. The composition according to claim 1, wherein the component (A) is an amide compound capable of holding 1% by weight or more of bound water.
Cosmetics described in the item. 5. The cosmetic according to claim 1, comprising 0.02 to 20% by weight of the component (A).