JPH0769827A - Skin cosmetic - Google Patents

Abstract

PURPOSE:To prepare the skin cosmetic reduced in stickiness, improved in extensiblity, giving an excellent touch, having a good emulsion-stabilizing performance, and high in a moisture-retaining performance and in safety. CONSTITUTION:This skin cosmetic contains (A) an oil-soluble N-long chain acyl acidic amino acid ester of the formula (X, Y are the ester-producing residues of sterols, or one of X and Y is the ester-producing residue of the sterol and the other is H, an 8-30C liquid alkyl or an alkenyl, or the ester- producing residue of a 12-38C solid alkyl monohydric alcohol; COR is an 8-22C long chain acyl), e.g. Ncocoylglutamic acid dichoresteryl ester, and (B) at least one ester compound selected from a glycerol fatty acid pyrrolidone carboxylic acid ester, glycerol fatty acid acetylamino acid ester and a phospholipid preferably in an A/B ratio of 0.5-90wt.%/0.1-10wt.%.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention contains at least one ester compound selected from the group consisting of oil-soluble N-long chain acyl acidic amino acid ester, glycerin fatty acid pyrrolidone carboxylic acid ester, glycerin fatty acid acetyl amino acid ester and phospholipid. The present invention relates to a skin external preparation which is excellent in usability and skin moisturizing property and is excellent in emulsion stability.

[0002]

2. Description of the Related Art Various esters are widely used as an oil phase raw material for skin or hair cosmetics and external medicines. Japanese Unexamined Patent Publication No. 3-275697 discloses at least 1
Oil-soluble N-long chain acyl acidic amino acid mono- or diesters having 1 sterol ester are disclosed. Although this ester compound is excellent in emulsifying property and water repellency, it was slightly insufficient in terms of usability (stickiness, spreadability) when incorporated into cosmetics and the like.

[0003]

An object of the present invention is to provide an external preparation for skin which has improved emulsification formulation stability, improved moisturizing property, spreadability and usability, and high moisturizing performance and safety. That is.

[0004]

[Means for Solving the Problems] As a result of intensive studies in view of such circumstances, the present inventors have found that (A) an oil-soluble N-long chain acyl acidic amino acid ester represented by the following general formula (I): It was found that the intended external preparation for skin can be obtained by blending (B) at least one ester compound selected from the group consisting of glycerin fatty acid pyrrolidone carboxylic acid ester, glycerin fatty acid acetylamino acid ester and phospholipid, and the present invention. Was completed.

[0005]

[Chemical 2]

(In the formula, both X and Y may be the same or different, but are sterol ester-forming residues,
Alternatively, one of X and Y is a sterol ester-forming residue, and the other is a hydrogen atom or 8 to 8 carbon atoms.
It is an ester-forming residue of 30 liquid higher alkyl or alkenyl or a solid higher alkyl monohydric alcohol having 12 to 38 carbon atoms, and COR has 8 to 2 carbon atoms.
2 is a long-chain acyl group, and n is 1 or 2. )

The oil-soluble N-long chain acyl acidic amino acid ester of the above-mentioned general formula (I) which is the component (A) of the present invention is an ester compound disclosed in JP-A-3-275697. The long-chain acyl group COR has 8 to 8 carbon atoms.
22 acyl groups derived from saturated or unsaturated fatty acids such as lauric acid, palmitic acid, stearic acid,
The acyl group may be an acyl group of a fatty acid having a single composition such as oleic acid, or a naturally occurring fatty acid (including a branched fatty acid) such as coconut oil fatty acid, beef fatty acid, and hardened beef tallow fatty acid. The amino acid moiety may be optically active or racemic.

Examples of sterols include cholesterol, lanosterol, stigmasterol, hydrogenated products thereof, and blended products thereof. The liquid higher alkyl or alkenyl having 8 to 30 carbon atoms is a natural or synthetic aliphatic alcohol having 8 to 30 carbon atoms and exhibits a liquid state at room temperature, such as 2-octyldodecyl alcohol and isostearyl alcohol. Examples of the unsaturated alcohol include branched alcohol and oleyl alcohol. The solid higher alkyl monohydric alcohol having 12 to 38 carbon atoms has 12 to 12 carbon atoms.
It is a saturated monohydric alcohol of 38 and is solid at room temperature, and examples thereof include cetyl alcohol, stearyl alcohol, and behenyl alcohol.

The glycerin fatty acid pyrrolidonecarboxylic acid ester used as the component (B) in the present invention includes
The compounds disclosed in Japanese Examined Patent Publication No. 47-44733 are listed, and examples of the fatty acids include saturated or unsaturated fatty acids having 8 to 22 carbon atoms, and may be branched fatty acids. Further, examples of the glycerin fatty acid acetyl amino acid ester include compounds disclosed in Japanese Patent Publication No. 51-224488.

The phospholipids include soybean, rapeseed or egg yolk lecithin, hydrogenated lecithin obtained by chemically modifying them, or phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, etc., which are the main components. Can be used.

The blending amounts of the components (A) and (B) in the external preparation for skin of the present invention vary depending on the dosage form, but the component (A) in the external preparation for skin is 0.05 to 95% by weight, preferably 0.
5 to 90% by weight, the component (B) is 0.001 to 50% by weight, preferably 0.1 to 10% by weight.

The external preparation for skin of the present invention can be used as a cosmetic for external use in addition to cosmetics such as emulsion, lotion, cream, and makeup. The dosage form is arbitrary, and a solubilizing system, an emulsifying system, a powder dispersion system and the like can be adopted.

The external preparation for skin of the present invention includes, as other oil phase raw materials, lanolin containing saturated and unsaturated fatty acids and higher alcohols obtained therefrom, squalane, castor oil and its derivatives, beeswax, liquid and purified lanolin, and Its derivatives, cholesterol and its derivatives, macadamia nut oil, jojoba oil, carnauba wax, sesame oil, cocoa oil, palm oil, mink oil, wood wax,
Oil phase raw materials derived from animals and plants such as candelilla wax and whale wax,
Paraffin, microcrystalline wax, liquid paraffin, petrolatum, ceresin, and other oil-phase raw materials derived from petroleum and minerals, as well as silicon, resin acids, esters, ketones, etc. as long as they are commonly used as oily ingredients, the effect is impaired. They can be used in combination as long as they are not present.

In the external preparation for skin of the present invention, as an emulsifier, N-long chain acyl amino acid salt, N-long chain fatty acid acyl-N-methyl taurine salt, alkyl sulfate and its alkylene oxide adduct, fatty acid amide ether sulfate are used. , Fatty acid metal salts and weak base salts, sulfosuccinic acid surfactants, alkyl phosphates and their alkylene oxide adducts, isethionic acid surfactants, anionic surfactants such as alkyl ether carboxylic acids; glycerin ether and its alkylenes Ether type such as oxide adducts, ester type such as glycerin ester and alkylene oxide adducts thereof, ether ester type such as sorbitan ester and alkylene oxide adducts thereof, polyoxyalkylene fatty acid ester, glycerin Stell, ester type such as sorbitan ester, sucrose fatty acid ester, etc., hydrogenated castor oil pyroglutamic acid diester and its ethylene oxide adduct such as alkyl glucoside, and nitrogen-containing nonionic surfactant such as fatty acid alkanolamide; alkyl ammonium chloride; Aliphatic amine salts such as dialkylammonium chloride, quaternary ammonium salts thereof, aromatic quaternary ammonium salts such as benzalkonium salts, and cationic surfactants such as fatty acid acylarginine esters; and betaine type such as carboxybetaine; Various kinds of surfactants such as amphoteric surfactants such as aminocarboxylic acid type and imidazoline derivatives can be added.

As the aqueous phase component, polyhydric alcohols such as glycerin, ethylene glycol, 1,3-butylene glycol, propylene glycol and isoprene glycol; polyamino acids containing polyglutamic acid and salts thereof, polyethylene glycol, gum arabic, Alginate, betaine, betaine hydrate, xanthan gum,
Hyaluronic acid, water-soluble chitin, carboxyvinyl polymer, carboxymethylcellulose, hydroxyethylcellulose, hydroxypropyltrimethylammonium chloride, poly (dimethylmethylenepiperidinium chloride),
Polyvinylpyrrolidone derivative quaternary ammonium, cationized protein, collagen degradation product and its derivative,
Water-soluble polymers such as acylated proteins; sorbitol,
Sugar alcohols such as mannitol and alkylene oxide adducts thereof; organic acids such as citric acid, succinic acid, lactic acid, pyroglutamic acid and salts thereof; lower alcohols such as ethanol and propanol; and urea can be added.

Further, as the drug to be added to the external preparation for skin of the present invention, there can be enumerated all the agents usually added to the external preparation for skin. As an example, various agents such as a bactericide, an ultraviolet absorber, a whitening agent, an antiperspirant / deodorant, a vitamin agent, a hair restorer and a thickener can be exemplified.

[0017]

EXAMPLES Next, the present invention will be described more specifically by way of examples. In addition, each compounding quantity in this Example was represented by weight%.

Examples 1 to 3 and Comparative Examples 1 to 4 Emulsions having the compositions shown in Tables were prepared, and the feeling of use and the emulsion stability were evaluated by the following methods.

Evaluation of Feel of Use Each emulsion was used by 10 male and female panelists and sensory evaluation was performed. The evaluation was expressed as an average value based on the following criteria. Sticky-2; Sticky-1; Slightly sticky0; Normal1; Slightly sticky2; No sticky growth-2

Evaluation of Emulsion Stability The emulsion stability of each emulsion was evaluated and expressed according to the following criteria. ×: Separation immediately after emulsification △: Separation within 40 days at 40 ° C ○: Stable at 40 ° C for 1 week or more

[0021]

[Table 1]

Example 4 Emulsion N-Cocoyl Glutamic Acid Dicholesterol Ester 7% Monopropylidonecarboic Acid Monolauric Acid Glyceryl 0.5% Triglyceryl Diisostearate 0.5% Glyceryl Trioctanoate 10% Squalane 5% Polydimethylsiloxane (200 cPs ) 3% POE dimethylsiloxane (HLB = 7) 3% Decamethylcyclopentasiloxane 3% Salt 0.5% Methyl paraoxybenzoate Appropriate amount Glycerin 5% Partially deacetylated chitin 0.03% Purified water Residual lotion It was an epoch-making thing that it had a viscosity of, and was excellent in usability and stability.

Example 5 Emollient cream squalane 10% Macadamia nut oil 5% N-lauroylglutamic acid (behenyl, cholesterol) ester 2% Monopyrrolidone carboxylic acid monolaurate glyceryl 3% 2-pyrrolidone-5-carboxylic acid behenyl ester 1% Hardened oil 4% Dimethylsiloxane (5000 cPs) 1.5% Behenyl alcohol 2% Stearic acid 3% Oleic acid diglyceride 3% Tocopheryl acetate 0.2% Preservative A suitable amount Purified water Residual

USE EXAMPLE 6 Lotion Sodium pyrrolidonecarboxylate 2% 1,3-butylene glycol 2% Polyethylene glycol 1000 1% Polyoxyethylene oleyl ether (25E.O.) 0.5% Pectin 0.5% N-lauroyl Glutamic acid (octyl tedecyl, cholesterol) ester 0.1% Phosphatidylethanolamine 0.05% Perfume proper amount sodium citrate proper amount dl-α-tocopherol 0.2% preservative proper amount purified water residue

Use Example 7 Oil-based stick foundation Liquid paraffin 18% Isopropyl myristate 15% N-stearoylglutamic acid (phytosterol, octyl edecanol) ester 5% Hydrogenated soybean lecithin 1% Microcrystalline wax 5% Ceresin 10% Carnauba wax 1% Macadamian nut oil 1% Titanium dioxide 14% Kaolin 20% Talc 10%

Use Example 8 Lip cream N-stearoylglutamic acid (phytosterol, behenyl) ester 90% Pyrrolidonecarboxylic acid Glyceryl oleate 8% Macadamian nut oil 1% dl-α-tocopherol 0.01% Purified water Residue

Use Example 9 Emollient lotion Liquid paraffin 0.5% N-lauroylglutamic acid (cholesterol, stearyl) ester 0.5% Glyceryl stearate acetylglutamate 0.1% POE (15) glyceryl monoisostearate 1.5% Sodium hyaluronate 0.1% 1,3-butylene glycol 2% Preservative Suitable amount Purified water Residual

[0028]

EFFECT OF THE INVENTION The external preparation for skin of the present invention is excellent in feeling of use and moisturizing property of skin, and also excellent in emulsion stability.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI technical display area A61K 7/00 W

Claims (1)

[Claims] 1. A group consisting of (A) an oil-soluble N-long chain acyl acidic amino acid ester represented by the following general formula (I), and (B) a glycerin fatty acid pyrrolidone carboxylic acid ester, a glycerin fatty acid acetyl amino acid ester and a phospholipid. An external preparation for skin, comprising at least one ester compound selected from the following. [Chemical 1] (In the formula, both X and Y may be the same or different, but they are sterol ester-forming residues, or one of X and Y is a sterol ester-forming residue, and the other is a hydrogen atom, Liquid higher alkyl or alkenyl having 8 to 30 carbon atoms or 12 to 12 carbon atoms
38 is an ester-forming residue of a solid higher alkyl monohydric alcohol of 38, COR is a long-chain acyl group having 8 to 22 carbon atoms, and n is 1 or 2. )