JP2014114256A - Polyalcohol phase composition containing skin whitening component - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a composition enhancing percutaneous absorbability of a skin whitening component, increasing skin moisture content, and improving formulation stability at a high temperature.SOLUTION: A polyalcohol phase composition is characterized by containing 1) a polyglycerol oleate ester, 2) α,ε-bis(γ-N-(C10-30)acylglutamyl)lysine, 3) a skin whitening component, and 4) 50 mass% or more of a polyalcohol, where the polyglycerol oleate ester is preferably a diglycerol monooleate ester, the α,ε-bis(γ-N-(C10-30)acylglutamyl)lysine is preferably an α,ε-bis(γ-N- lauroyl glutamyl)lysine), a fatty acid sorbitan is further preferably contained, and the fatty acid sorbitan is preferably sorbitan monoisostearate.

Description

The present invention relates to a preparation technique useful for a composition for external application to skin, and more particularly to a preparation technique using a polyhydric alcohol phase composition containing a whitening component.

The skin has a function of preventing invasion of foreign substances that adversely affect the living body such as bacteria, viruses, chemical substances, etc., which are undesirable in the living body. In particular, the part that plays a central role in the function is the stratum corneum having a dense multi-layer structure of stratum corneum cells. On the other hand, in order to improve skin spots, it is very important that the whitening component reaches inside the skin. However, since the percutaneous absorption of these whitening components is suppressed by the function of preventing the invasion of foreign matter into the stratum corneum, technological development relating to preparations and techniques for promoting percutaneous absorption has been actively conducted in the past.

For example, a method using a card house or network structure constructed by an oily gel (Patent Document 1), a method using ultrasonic waves as a driving force for percutaneous absorption (Patent Document 2), N-methyl-2-pyrrolidone, etc. A method using a solvent (Patent Document 3), a method using a transdermal absorption promoting component such as lauroyl sarcosine (Patent Document 4), a liposome having an inner aqueous phase inside a sphere having a phospholipid bilayer structure, Examples thereof include a method of encapsulating a drug in the internal aqueous phase of niosome and blending it into a skin external preparation (Patent Document 5). Although these techniques were able to improve the transdermal absorbability of the whitening component, it was difficult to say that the reachability was sufficient.

Other formulation technologies include technologies that use bicontinuous cubic liquid crystals to enable the inclusion of silicone oils and polar oils (Patent Document 6), and applied technologies for oil-based cleansing using microemulsion phases (Patent Documents). 7) is known. However, these technologies have increased the amount of surfactants and amphiphiles, causing problems with irritation to the skin, maintaining the moisture content of the skin, moisturizing, and stability of the formulation under high temperature storage. .

On the other hand, a polyhydric alcohol phase composition containing polyglycerin fatty acid ester, α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine, and 50% by mass or more of polyhydric alcohol. It is not known at all that the transdermal absorbability of the whitening component is increased, the skin moisture content is increased, and the formulation stability at high temperature is improved.

JP 2000-103722 A JP 11-335271 A JP-A-10-265379 Japanese Patent Application Laid-Open No. 09-169637 JP 2004-143080 A JP 2005-132797 A JP 2005-194249 A

The present invention has been made under such circumstances, and provides a composition that enhances the transdermal absorbability of the whitening component, increases the skin moisture content, and improves the stability of the preparation at high temperature. Is an issue.

In view of such a situation, the present inventors pay attention to emulsifiers, surfactants, oils, etc., which have a great influence on the effect of transdermal absorption and formulation stability, and these raw materials that can be used in the cosmetics field As a result of intensive studies aiming at a new formulation, the present inventors have found that a new formulation as shown below can solve the problem and completed the present invention. That is, the present invention is as follows.

<1> 1) 50 oleic acid polyglycerol ester, 2) α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine, 3) whitening component, and 4) polyhydric alcohol A polyhydric alcohol phase composition comprising: mass% or more.
<2> The polyhydric alcohol phase composition according to <1>, wherein the oleic acid polyglycerol ester is monooleic acid diglycerol ester.
<3> α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine is α, ε-bis (γ-N-lauroylglutamyl) lysine) <1 > Or <2>.
<4> Whitening component is 4-n-butylresorcinol, ascorbic acid glucoside, 3-O-ethylascorbic acid, tranexamic acid, arbutin, 2-[(triphenylmethyl) oxy] ethanol, 1- (triphenyl) <1> to <3> characterized by comprising one or more selected from methyl) piperidine, N- (p-toluyl) cysteic acid, and N- (p-methoxybenzoyl) cysteic acid A polyhydric alcohol phase composition as described.
<5> The polyhydric alcohol phase composition according to any one of <1> to <4>, which comprises fatty acid sorbitan.
<6> The polyhydric alcohol phase composition according to <5>, wherein the fatty acid sorbitan is sorbitan monoisostearate.
<7> A composition for external use on skin, comprising the polyhydric alcohol phase composition according to any one of <1> to <6>.

ADVANTAGE OF THE INVENTION According to this invention, the composition which improved the percutaneous absorbability of the whitening component, increased the skin moisture content, and improved the formulation stability at high temperature can be provided.

<Oleic acid polyglycerol ester used in the present invention>
The polyhydric alcohol phase composition of the present invention contains oleic acid polyglycerol ester as an essential component. The degree of polymerization of glycerol in the polyglycerol structure of oleic acid polyglycerol ester is preferably 2 to 6, more preferably 2 to 4, and most preferably 2. Furthermore, the number of oleic acid residues is preferably 4 or less, more preferably 2 or less, and most preferably 1. However, it is not preferable that oleic acid is esterified with all the hydroxyl groups of polyglycerol because the function as a surfactant is lost. Preferable specific examples include monooleic acid diglycerol ester, dioleic acid diglycerol ester, monooleic acid triglycerol ester, dioleic acid triglycerol ester, monooleic acid tetraglycerol ester, dioleic acid tetraglycerol ester, trioleic acid diglycerol Glycerol ester, trioleic acid triglycerol ester, tetraoleic acid triglycerol ester, trioleic acid tetraglycerol ester, tetraoleic acid tetraglycerol ester, monooleic acid pentaglycerol ester, dioleic acid pentaglycerol ester, trioleic acid pentaglycerol ester , Tetraoleic acid pentaglycerol ester, monooleic acid hexaglycerol Ester, dioleate hexaglycerol ester trioleate hexaglycerol esters, tetraoleate hexaglycerol esters. In content of the oleic acid polyglycerol ester in the polyhydric alcohol phase composition of this invention, 0.1-10 mass% is preferable, and 1-5 mass% is more preferable. In the mass content ratio of the oleic acid polyglycerol ester in the polyhydric alcohol phase composition, α, ε-bis (γ-N- (10 to 30 carbon atoms) acylglutamyl) lysine is 1 while oleic acid polyglycerol is The ester is preferably 0.1 to 10, and more preferably 0.5 to 2.

<Α, ε-Bis (γ-N- (C10-30) acylglutamyl) lysine used in the present invention>
The polyhydric alcohol phase composition of the present invention contains α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine as an essential component. Such a component may contain a free form or may be contained in the form of a salt. These salts can be used without any particular limitation as long as they are used in skin external preparations, for example, alkali metal salts such as sodium salts and potassium salts, alkaline earth metal salts such as calcium salts and magnesium salts. Preferred examples include organic amine salts such as ammonium salt, triethylamine salt, triethanolamine salt, and monoethanolamine salt, and basic amino acid salts such as lysine salt and alginate. The acyl group has 10 to 30 carbon atoms. Such an acyl group may be linear, branched or cyclic, and may be saturated or unsaturated. . Specific examples of the acyl group include, for example, decanoyl group, lauroyl group, myristoyl group, palmitoyl group, stearoyl group, behenoyl group, isostearoyl group, oleoyl group, linoloyl group, etc. Particularly preferred. Α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine has two acyl groups, and these two acyl groups may be the same or different. . α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine can be produced, for example, by the following procedure. That is, glutamic acid is reacted with acyl chloride in the presence of an alkali such as triethylamine to obtain N-acyl glutamic acid. Thereafter, it can be produced by condensing lysine at a molar ratio of 2: 1 in the presence of a peptide synthesis reagent such as DCC. The reaction product thus obtained can be purified by silica gel column chromatography or the like. Preferred examples of the elution solvent for silica gel column chromatography include a chloroform-methanol mixed solution system. The content of α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine in the polyhydric alcohol phase composition of the present invention is preferably 0.1 to 10% by mass, and 1 to 5% by mass. % Is more preferable.

<Whitening component used in the present invention>
The polyhydric alcohol phase composition of the present invention contains a whitening component as an essential component. The whitening component is not particularly limited as long as it is generally used in cosmetics and the like. 4-n-butylresorcinol, ascorbic acid glucoside, 3-O-ethylascorbic acid, tranexamic acid, arbutin, 2-[(triphenylmethyl) oxy] ethanol, 1- (triphenylmethyl) piperidine, N- Whitening components such as (p-toluyl) cysteic acid and N- (p-methoxybenzoyl) cysteic acid are preferred. Some of these whitening components are already on the market, or they can be obtained by synthesis. For example, 3-O-ethylascorbic acid can be synthesized by a known method described in JP-A-8-134055. There are also commercially available products (“VC ethyl” manufactured by Nippon Seika Co., Ltd.), and these can be obtained and used. 2-[(Triphenylmethyl) oxy] ethanol and 1- (triphenylmethyl) piperidine are disclosed in Patent Document WO2010-074052, N- (p-toluyl) cysteic acid, N- (p-methoxybenzoyl) cysteic acid. Is available in WO 2010-058730 since its synthesis method is disclosed. 0.01-10 mass% is preferable and, as for content of the whitening component in the polyhydric alcohol phase composition of this invention, 0.1-5 mass% is more preferable.

<Polyhydric alcohol used in the present invention>
The polyhydric alcohol phase composition of the present invention contains a polyhydric alcohol as an essential component. The polyhydric alcohol is not particularly limited as long as it is generally used for cosmetics and the like. Polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, propylene glycol, dipropylene glycol, diglycerin, isoprene glycol, 1,2-pentanediol, 2,4-hexylene glycol, 1 , 2-hexanediol, 1,2-octanediol and the like, and glycerin and 1,3-butylene glycol are preferable. The content of the polyhydric alcohol in the polyhydric alcohol phase composition of the present invention is preferably 50% by mass or more, and more preferably 70% by mass or more.

<Fatty acid sorbitan used in the present invention>
The polyhydric alcohol phase composition of the present invention contains fatty acid sorbitan. Examples of fatty acid sorbitan include sorbitan monoisostearate, sorbitan monooleate, sorbitan monostearate, sorbitan monopalmitate, sorbitan monomyristate, sorbitan monolaurate, sorbitan sesquiisostearate, sorbitan sesquioleate, sorbitan sesquistearate, sesquistearate Examples include sorbitan palmitate, sorbitan sesquimyristate, sorbitan sesquilaurate, sorbitan diisostearate, sorbitan dioleate, sorbitan distearate, sorbitan dipalmitate, sorbitan dimyristate, sorbitan dilaurate, sorbitan monoisostearate, mono More preferred are sorbitan oleate, sorbitan sesquioleate, and sorbitan sesquistearate. Ku, more preferably sorbitan monoisostearate. 0.01-10 mass% is preferable and, as for content of the fatty acid sorbitan in the polyhydric-alcohol phase composition of this invention, 0.1-1 mass% is more preferable.

<Polyhydric alcohol phase composition of the present invention>
The polyhydric alcohol phase composition of the present invention is an optically isotropic liquid composition having a polyhydric alcohol phase as a continuous phase. Optical isotropy can be confirmed by placing a sample while the two polarizing plates are orthogonal, and not transmitting light. In addition, the appearance is transparent, but it may be translucent depending on the composition and blending amount. Furthermore, although it is a low-viscosity liquid, it can also be a high-viscosity liquid depending on its composition and blending amount. The content of the polyhydric alcohol phase composition of the present invention in the external composition for skin is preferably 0.01 to 30% by mass, and more preferably 0.1 to 10% by mass.

<External skin composition of the present invention>
The external composition for skin of the present invention is characterized by containing the polyhydric alcohol phase composition. The whitening component contained in the polyhydric alcohol phase composition can be effectively penetrated into the skin to increase the skin moisture content. In addition, by using the polyhydric alcohol phase composition of the present invention, it is possible to blend into a composition for external use such as lotion, emulsion, face wash, etc., which are likely to cause problems in high temperature stability. The external composition for skin referred to in the present invention is not particularly limited as long as it is externally administered to the skin. For example, cosmetics including quasi-drugs, skin external goods and the like can be suitably exemplified. Of these, cosmetics are particularly preferred. In addition, the external composition for skin of the present invention can take any of the conventionally known lotion dosage forms, emulsion dosage forms, essence dosage forms, cream dosage forms, and powder-containing dosage forms. As the cosmetic, any of basic cosmetics, hair cosmetics, and makeup cosmetics can be applied, but it is particularly preferable to apply to basic cosmetics.

The polyhydric alcohol phase composition of the present invention or the external composition for skin containing the same can contain, in addition to the above components, optional components that are usually used in cosmetics and external pharmaceuticals for skin. Examples of such optional ingredients include macadamia nut oil, avocado oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin, and hardened coconut oil. Oil, wax, liquid paraffin, squalane, pristane, ozokerite, paraffin, ceresin, petrolatum, oil, wax, liquid wax, liquid paraffin, squalane, bean wax, candelilla wax, carnauba wax, ibotarou, lanolin, reduced lanolin, hard lanolin , Hydrocarbons such as microcrystalline wax, higher fatty acids such as oleic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, cetyl alcohol, stearyl alcohol, isostearyl alcohol, Higher alcohols such as alcohol, octyldodecanol, myristyl alcohol, cetostearyl alcohol, cetyl isooctanoate, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, di-2-ethylhexyl sebacate, cetyl lactate, diacid malate Isostearyl, ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, glycerin di-2-heptylundecanoate, glycerin tri-2-ethylhexanoate, tri-2-ethylhexanoate trimethylolpropane, triisostearin Synthetic ester oils such as acid trimethylolpropane, tetra-2-ethylhexanoic acid pentane erythritol, dimethylpolysiloxane, methylphenylpolysiloxane, diphenyl Linear polysiloxanes such as polypolysiloxane, cyclic polysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexanesiloxane, amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified Oil agents such as silicone oils such as modified polysiloxanes such as polysiloxane, fatty acid soap (sodium laurate, sodium palmitate, etc.), anionic surfactants such as potassium lauryl sulfate, alkyl sulfate triethanolamine ether, stearyl trimethyl chloride Cationic surfactants such as ammonium, benzalkonium chloride, laurylamine oxide, betaine surfactants (alkyl betaines, amide betaines, sulfobetaines, etc.) ), Imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc.), amphoteric surfactants such as acylmethyltaurine, sorbitan fatty acid esters (sorbitan monoester) Stearate, sorbitan sesquioleate, etc.)
Glycerin fatty acids (such as glyceryl monostearate), propylene glycol fatty acid esters (such as propylene glycol monostearate), hydrogenated castor oil derivatives, glycerin alkyl ethers, POE sorbitan fatty acid esters (POE sorbitan monooleate, monostearic acid) Polyoxyethylene sorbitan, etc.), POE sorbite fatty acid esters (POE-sorbite monolaurate, etc.), POE glycerin fatty acid esters (POE-glycerin monoisostearate, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate). etc)
POE alkyl ethers (POE2-octyldodecyl ether, etc.), POE alkylphenyl ethers (POE nonylphenyl ether, etc.), Pluronic types, POE / POP alkyl ethers (POE / POP2-decyltetradecyl ether, etc.), Te Tronics, POE castor oil / hardened castor oil derivatives (POE castor oil, POE hardened castor oil, etc.), nonionic surfactants such as sucrose fatty acid ester, alkyl glucoside, polyethylene glycol, glycerin, 1,3-butylene glycol Erythritol, sorbitol, xylitol, maltitol, propylene glycol, dipropylene glycol, diglycerin, isoprene glycol, 1,2-pentanediol, 2,4-hexylene glycol, 1,2-he Polyhydric alcohols such as sundiol, 1,2-octanediol, moisturizing ingredients such as sodium pyrrolidonecarboxylate, lactic acid, sodium lactate, guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum , Curdlan, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, methylhydroxypropylcellulose, chondroitin sulfate, dermatan sulfate, glycogen, heparan sulfate, hyaluronic acid, sodium hyaluronate, tragacanth gum, keratan sulfate, chondroitin, mucoitin sulfate, hydroxyethyl guar gum, carboxy Methyl guar gum, dextran, keratosulfate, locust bean gum, succinoglucan, caronic acid, chitin, Thickeners such as tosan, carboxymethyl chitin, agar, polyvinyl alcohol, polyvinyl pyrrolidone, carboxy vinyl polymer, alkyl-modified carboxy vinyl polymer, sodium polyacrylate, polyethylene glycol, bentonite, surface may be treated, mica, Powders such as talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, silicic anhydride (silica), aluminum oxide, barium sulfate, surface may be treated, bengara, yellow iron oxide, black iron oxide, Cobalt oxide, ultramarine, bitumen, titanium oxide, zinc oxide inorganic pigments, surface may be treated, pearlescent agents such as titanium mica, fish phosphorus foil, bismuth oxychloride, red may be raked 202, Red 228, Red 226, Yellow 4, Blue 40 No. 4, Yellow No. 5, Red No. 505, Red No. 230, Red No. 223, Orange No. 201, Red No. 213, Yellow No. 204, Yellow No. 203, Blue No. 1, Green No. 201, Purple No. 201, Red No. 204 Organic dyes such as polyethylene powder, polymethyl methacrylate, nylon powder, organic powders such as organopolysiloxane elastomers, paraaminobenzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid UV absorbers, cinnamon Acid UV absorber, benzophenone UV absorber, sugar UV absorber, 2- (2′-hydroxy-5′-t-octylphenyl) benzotriazole, 4-methoxy-4′-t-butyldibenzoylmethane ultraviolet absorbing agents and the like, ethanol, lower alcohols such as isopropanol, vitamin a or a derivative thereof, vitamin B Hydrochloride, vitamin _{B 6} tripalmitate, vitamin _{B 6} dioctanoate, vitamin _{B 2} or derivatives thereof, vitamin _{B 12,} vitamin B such as vitamin _{B 15} or a derivative thereof, alpha-tocopherol, beta-tocopherol, .gamma.-tocopherol, Preferable examples include vitamin E such as vitamin E acetate, vitamin D, vitamin H, pantothenic acid, panthetin, pyrroloquinoline quinone and the like.

<Production Example of Polyhydric Alcohol Phase Composition of the Present Invention>
The polyhydric alcohol phase composition of the present invention was prepared according to the formulation shown in Example 1 of Table 1 below. That is, the components contained in A were heated to 90 ° C. and dissolved uniformly, and the components contained in B were gradually added to A with stirring to obtain each Example.

Examples 2 to 4 in which the amount of sorbitan monoisostearate was changed with respect to Example 1, Example 5 in which sorbitan monoisostearate was replaced with sorbitan monooleate, α, ε-bis (γ-N-lauroylglutamyl) Examples 6 and 7 in which the amount of lysine) was changed, Comparative Examples 1 and 2, α, ε-bis (γ-N-lauroylglutamyl) lysine) was substituted with sodium N-lauroylglutamate, monooleic acid Examples 8 and 9, Comparative Examples 4 and 5 in which the amount of diglycerol ester was changed, dioleic acid diglycerol ester was converted to dioleic acid tetraglycerol ester, tetraoleic acid hexaglycerol ester, monostearic acid diglycerol ester, POE (10 ) Examples 10 and 11 substituted with oleic acid ester, Comparative Examples 6 and 7, other whitening Min Examples 12 and 13 were added, was prepared similarly Examples 14-16, Comparative Example 8 was changed only polyhydric alcohol amounts varying amounts and the composition of a polyhydric alcohol at the same time. It shows in Tables 1-3.

<Test Example 1 Transdermal absorbability evaluation of polyhydric alcohol phase composition>
Evaluation of transdermal absorbability was performed by the following method. Six portions of 1 cm × 1 cm were provided on the inner side of the forearm of 10 panelists, and 7 μL of the test sample, which was the polyhydric alcohol phase composition prepared above, was applied to each panel and allowed to stand at 20 ° C. for 1 hour. The skin was wiped off with a cotton wool impregnated with (THF), this cotton wool was extracted three times with 100 ml of THF, and the amount of 4-n-butylresorcinol recovered was quantified by high performance liquid chromatography, and percutaneous absorbability was determined by the recovery rate. (The lower the value, the higher the transdermal absorbability). Each test sample was evaluated twice and the average is shown in Tables 1-3.

<Test Example 2 Skin Moisture Evaluation>
Skin moisture content evaluation was conducted in a room at 20 ° C. and 50% relative humidity for 12 panelists. After washing each of two portions of the left and right forearm inner portions, which are measurement sites, with warm water of 32 ° C. for 30 seconds and resting for 20 minutes, the skin moisture content was measured with SKICON-200EX (manufactured by IBS). Thereafter, each test sample was applied three times a day, and after one week, the skin moisture content was measured again in the same manner. Each test sample was evaluated twice, and the average of the difference in skin moisture (the value obtained by subtracting the skin moisture before applying the test sample from the skin moisture after one week) is shown in Tables 1-3.

<Test Example 3 Appearance Evaluation of Polyhydric Alcohol Phase Composition>
After preparing the test sample, it was stored at 50 ° C. One week after the preparation, appearance evaluation was performed. However, on the day before the evaluation, the test sample stored at 50 ° C. was stored at 20 ° C. for 24 hours and evaluated. The criteria for each evaluation are shown below. The results are shown in Tables 1-3.

[Appearance evaluation]
0: Uniform transparent appearance.
1: Uniform but translucent appearance.
2: The entire appearance is opaque.
3: There are transparent, translucent and opaque parts, and the appearance is uneven.

<External skin composition containing polyhydric alcohol phase composition>
The composition for external use of the skin of the present invention was prepared according to the formulations shown in Tables 4 and 5 below. That is, the components contained in C and D in Table 4 were heated to 70 ° C. and dissolved uniformly, the components contained in C were gradually added to D, then cooled to 30 ° C., and Example 1 was further added. A lotion dosage form of Example 17 was obtained. In addition, the ingredients contained in E and F in Table 5 were heated to 70 ° C. and dissolved uniformly. While stirring with a homomixer at 3000 rpm for 5 minutes, the ingredients contained in F were gradually added to E, and then After cooling to 30 ° C., Example 1 was further added to obtain Example 18 in the form of an emulsion. These were external compositions for skin that can solve the above-mentioned problems.

From the results of Tables 1 to 3, the polyhydric alcohol phase composition of the present invention increases the transdermal absorbability of the whitening component, increases the skin moisture content, and improves the formulation stability at high temperatures. You can see that it can be provided.

The present invention relates to a preparation technique useful for an external composition for skin, and more specifically, to a preparation technique using a polyhydric alcohol phase composition.

Claims (7)

50% by mass or more of 1) oleic acid polyglycerol ester, 2) α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine, 3) whitening component, and 4) polyhydric alcohol And a polyhydric alcohol phase composition. 2. The polyhydric alcohol phase composition according to claim 1, wherein the oleic acid polyglycerol ester is monooleic acid diglycerol ester. The α, ε-bis (γ-N- (C10-30) acylglutamyl) lysine is α, ε-bis (γ-N-lauroylglutamyl) lysine). The polyhydric alcohol phase composition described in 1. Whitening component is 4-n-butylresorcinol, ascorbic acid glucoside, 3-O-ethylascorbic acid, tranexamic acid, arbutin, 2-[(triphenylmethyl) oxy] ethanol, 1- (triphenylmethyl) piperidine The polyhydric alcohol according to any one of claims 1 to 3, comprising 1 or 2 or more selected from N- (p-toluyl) cysteic acid and N- (p-methoxybenzoyl) cysteic acid. Phase composition. Fatty acid sorbitan is contained, The polyhydric-alcohol phase composition of any one of Claims 1-4 characterized by the above-mentioned. The polyhydric alcohol phase composition according to claim 5, wherein the fatty acid sorbitan is sorbitan monoisostearate. An external composition for skin comprising the polyhydric alcohol phase composition according to any one of claims 1 to 6.