ES2574983T3 - Composition of oil-in-water emulsion and a process for producing it - Google Patents

Abstract

A water-in-oil emulsion composition comprising; (A) a polyoxyethylene phytosterol, (B) a glycerin fatty acid diester, (C) a polyoxyethylene-polyoxypropylene random copolymer dialkyl ether, (D) an oil soluble drug, (E) oil, and (F) water; wherein a layered gel structure composed of components (A) and (B) is present in an emulsion particle in the emulsion composition.

Description

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DESCRIPTION

Composition of oil-in-water emulsion and a procedure to produce the same RELATED APPLICATIONS

[0001] This application claims the priority of Japanese patent application No. 2007-195719 filed on July 27, 2007 and Japanese patent application No. 2008-049393 filed on February 29, 2008.

FIELD OF THE INVENTION

[0002] The present invention relates to an oil-in-water emulsion composition and a method of producing it, and in particular to the improvement of stability and sensation during the use of an oil-in-emulsion composition. water, in which an oil-soluble drug is incorporated, and the simplification of a process for producing such an oil-in-water emulsion composition.

BACKGROUND OF THE INVENTION

[0003] Conventionally, the development of a pharmaceutical agent has been vigorously carried out to incorporate an oil soluble drug as an active ingredient in a base material. In particular, since the fact that corneocyte lipids existing on the surface of the skin, such as ceramides, are deeply associated with the barrier function of the corneal layer, the development of a pharmaceutical agent has been revealed , in which such corneocyte lipids are mixed. However, such ceramides have high crystallinity, and therefore, when they have been incorporated into a cosmetic product, the amounts incorporated have been limited in terms of stability. As a result, the effect of incorporating such ceramides has not been sufficiently obtained. Therefore, it has been desired to develop a cosmetic product, which maintains high stability and does not cause problems with respect to the precipitation of crystals and the like, even if ceramides are incorporated therein in amounts that allow the effect of ceramides to be expressed enough.

[0004] In order to achieve the object, a method for finely and stably incorporating a lipid has been studied, for example, by the use in combination of a non-ionic surfactant and an ionic surfactant (see Patent Document 1 , for example), a process for the formation of crystal liquid using a lipid, a surfactant, and an oil (see Patent document 2, for example), a procedure that uses a complex obtained by precipitation of a lipid and a surfactant in an organic solvent (see patent document 3, for example), a procedure using a liposome (a vesicle consisting of a bimolecular phospholipid membrane), and the like.

[0005] However, in general, ceramides, such as sphinganine, have poor solubility in an oil. Consequently, even in the aforementioned procedures, relatively large amounts of surfactants and solvents must be incorporated, and therefore the cosmetic products produced have been problematic in terms of safety. In particular, when such ceramides are incorporated into a cosmetic product, which abhors the incorporation of an organic solvent, a complete removal technique of a large amount of organic solvent used to obtain a complex consisting of a lipid and a surfactant has been necessary. , and complicated operations should have been carried out in the process of producing the cosmetic product. On the other hand, as regards the procedure that uses a liposome, since a phospholipid is generally an unstable substance, it has been difficult to sufficiently guarantee high temperature stability and long term stability, when the liposome has been incorporated into a cosmetic product .

[0006] EP 1 801 185 A1 discloses a process for producing a liquid crystal emulsion comprising a step of mixing a polyoxyethylene phytosterol, a glycerine fatty acid ester, polyoxyethylene polyoxypropylene alkylene and an oil; and a step of adding a mixture comprising water and mixture.

Patent literature 1: Japanese publication not examined H4-193814

Patent literature 2: Japanese publication not examined H6-345633

Patent literature 3: Japanese publication not examined H11-199462

DISCLOSURE OF THE INVENTION

PROBLEM TO BE SOLVED BY THE INVENTION

[0007] The present invention has been made to solve the problems of the prior art techniques mentioned above. Therefore, it is an object of the present invention to provide: an oil-in-water emulsion composition, in which an oil-soluble drug is stably incorporated and which is excellent in sensation during use; and a procedure to produce the composition, which does not require complicated operations.

MEANS TO SOLVE THE PROBLEM

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[0008] As a result of intensive studies aimed at achieving the aforementioned object, the present inventors have found that the fine particle emulsion containing each one layered gel structure can be formed therein and being in the form of a capsule composed of an internal phase oil coated with the layered gel structure by preparing an oil-in-water emulsion composition comprising an oil-soluble drug, using a polyoxyethylene phytosterol, a glycerin fatty acid diester, and a dialkylether of polyoxyethylene-polyoxypropylene random copolymer. As a result, an oil-in-water emulsion composition can be easily produced in which the oil containing the oil-soluble drug is extremely stable in the internal oil phase and is excellent in terms of sensation during use. Thus the present inventors have completed the present invention.

[0009] Specifically, the oil-in-water emulsion composition according to the present invention comprises; a polyoxyethylene phytosterol (A), a glycerin fatty acid diester (B), a polyoxyethylene-polyoxypropylene random copolymer dialkylether (C), an oil-soluble drug (D), oil (E), and water (F); wherein a layered gel structure composed of components (A) and (B) is present in a particle of the emulsion in the emulsion composition.

[0010] Also, in the oil-in-water emulsion composition, it is preferred that the emulsion particles are whole or in part in the capsule form composed of an internal phase oil coated with the layered gel structure.

[0011] Also, in the oil-in-water emulsion composition, it is preferred that it comprises a polyoxyethylene-polyoxypropylene random copolymer dimethyl ether such as the polyoxyethylene-polyoxypropylene random copolymer dialkyl ether (C).

[0012] In addition, in the oil-in-water emulsion composition, the oil-soluble drug (D) is one or more selected from the group consisting of an emollient agent, a skin bleaching agent, a drug prevention agent. skin roughness, an ultraviolet absorber, an anti-inflammatory agent, vitamins, and an antioxidant.

[0013] In addition, the oil-in-water emulsion composition preferably comprises a higher fatty acid containing 8 to 20 carbon atoms and / or a higher alcohol containing 8 to 20 carbon atoms such as oil (E).

[0014] In addition, the oil-in-water emulsion composition preferably comprises isostearic acid as the higher fatty acid.

[0015] In addition, the oil-in-water emulsion composition preferably comprises isostearyl alcohol as the higher alcohol.

[0016] In addition, in the oil-in-water emulsion composition the particles of the emulsion with the internal phase oil each preferably have a diameter of 50 to 1000 nm.

[0017] In addition, the process for producing an oil-in-water emulsion composition according to the present invention comprises; a step of mixing a polyoxyethylene phytosterol (A), a glycerin fatty acid diester (B), a polyoxyethylene-polyoxypropylene random copolymer dialkylether (C), an oil soluble drug

(D), oil (E) to form a mixture of oil components containing a layered gel structure composed of components (A) and (B); and a step of adding an aqueous component containing water (F) in the oil component mixture obtained in the previous stage and mixing them to form an oil-in-water emulsion.

[0018] In addition, the cosmetic oil-in-water emulsion product according to the present invention comprises the oil-in-water emulsion composition above.

EFFECTS OF THE INVENTION

[0019] According to the present invention, by preparing an oil-in-water emulsion composition using a polyoxyethylene phytosterol, a glycerin fatty acid diester, a polyoxyethylene-polyoxypropylene random copolymer dialkylether, a gel structure can be formed in layers in a particle of the emulsion and an internal phase oil is coated with the layered gel structure to form a capsule. As a result, an oil-in-water emulsion composition can be easily produced, in which an oil-soluble drug is extremely stable in the internal oil phase and is excellent in terms of sensation during use.

BRIEF DESCRIPTION OF THE DRAWINGS

[0020]

Figure 1 shows photographs of a transmission electron microscope (TEM) of the oil-in-water composition (Test Example 1-1) in accordance with the present invention; Figure 2 shows photographs of a transmission electron microscope (TEM) of the oil-in-water composition (Test Example 1-1) in accordance with the present invention; Figure 3 shows the results of X-ray dispersion measurement of oil-in-water compositions (Test Examples 1-1 and 1-2) according to the present invention; Figure 4 shows the results of X-ray dispersion measurement of oil-in-water compositions (Test Examples 1-3 to 1-5) in accordance with the present invention;

emulsion emulsion emulsion emulsion

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Figure 5 shows the results of the measurement of differential scanning calorimetry (DSC) of oil-in-water emulsion compositions (Test Examples 2-1 to 2-4) according to the present invention;

Figure 6 is a view showing the correlation between the incorporated amount of polyoxyethylene random copolymer dialkylene ether (14 moles) -polyoxypropylene (7 moles) (C) in the oil-in-water emulsion composition according to the present invention and a phase inversion temperature;

Figure 7 shows photographs of a transmission electron microscope (TEM) of the oil-in-water emulsion composition (Test Example 1-1) and the cosmetic product (Test Example 3-1) according to the present invention; Y

Figure 8 shows the results of the X-ray dispersion measurement of the oil-in-water emulsion composition (Example of formulation 5) according to the present invention.

BETTER WAY TO CARRY OUT THE INVENTION

[0021] The oil-in-water emulsion composition according to the present invention comprises; a polyoxyethylene phytosterol (A), a glycerin fatty acid diester (B), (C) a polyoxyethylene-polyoxypropylene random copolymer dialkyl ether (C), an oil-soluble drug (D), oil (E), and water ( F); wherein a layered gel structure composed of components (A) and (B) is present in a particle of the emulsion in the emulsion composition.

[0022] It is noted that the term "oil-in-water emulsion composition", according to the present invention is used herein to refer both to an oil-in-water emulsion composition (1), which It consists of components (A) to (F), and an oil-in-water emulsion composition (2) obtained by additionally adding the oil-in-water emulsion composition (1) as the base material in an aqueous component .

(A) polyoxyethylene phytosterol

[0023] The polyoxyethylene phytosterol (A) used in the oil-in-water emulsion composition of the present invention is not particularly limited. For example, they can preferably be used having 5 to 50 moles of oxyethylene. Specific examples of such may preferably be used include phytosterol polyoxyethylene (5 moles), phytosterol polyoxyethylene (10 moles), phytosterol polyoxyethylene (20 moles), and phytosterol polyoxyethylene (30 moles). Commercially available products of such include NIKKOL BPS-5, NIKKOL BPS-10, NIKKOL BPS-20, and NiKKOL BPS-30 (all manufactured by Nihon Surfactant Kogyo K.K.).

[0024] The incorporated amount of polyoxyethylene phytosterol (A) is not particularly limited. The polyoxyethylene phytosterol is incorporated in a weight percentage of preferably from 1% to 15%, and more preferably from 3% to 10%, with respect to the total weight of the oil-in-water composition (1) of the present invention . If the amount incorporated is less than 1% by weight, stable and uniform emulsion particles cannot be obtained. On the other hand, if the amount incorporated exceeds 15% by weight, the amount of a surfactant becomes too large when the composition is used for a cosmetic product or the like, so it is unfavorable in terms of safety.

(B) Glycerin fatty acid dieter

[0025] The type of glycerin fatty acid diester used in the oil-in-water emulsion composition of the present invention is not particularly limited, as long as it is a compound in which two glycerin hydroxyl groups ( which are generally two hydroxyl groups at both ends) are attached to a fatty acid by an ester bond. For example, a compound may be preferably used in which said two glycerin hydroxyl groups are attached to a linear or branched higher fatty acid containing 8 to 20 carbon atoms via an ester bond. Specific examples of such a glycerin fatty acid diester include glyceryl di-2-heptylundecanoate and glyceryl pyroglutamate oleate. Commercially available products of this type of glycerin fatty acid diester include SUN ESPOL G-218 (manufactured by Taiyo Kagaku Co., Ltd.), Ami Gly P-30V (manufactured by Taiyo Kagaku Co., Ltd.), and Ami Gly P-30 (manufactured by Taiyo Kagaku Co., Ltd.). A particularly preferred glycerin fatty acid diester is glyceryl di-2-heptylundecanoate.

[0026] The incorporated amount of glycerin fatty acid diester (B) is not particularly limited. The glycerin fatty acid diester is incorporated in a weight percentage of preferably from 1% to 10%, and more preferably from 2% to 8%, with respect to the total weight of the oil-in-water composition (1) of the present invention. If the amount incorporated is less than 1% by weight, an oil soluble drug cannot be stably maintained. On the other hand, if the amount incorporated exceeds 10% by weight, there may be a case where the sensation during use becomes poor, for example, tackiness is generated, when the composition is used for a cosmetic product or the like.

(C) Polyoxyethylene-polyoxypropylene random copolymer dialkylene ether

[0027] The type of polyoxyethylene-polyoxypropylene (C) random copolymer dialkylene ether used in the oil-in-water emulsion composition of the present invention is not particularly limited, as long as it is a compound generally used for products. Cosmetics Examples of such polyoxyethylene-polyoxypropylene random copolymer dialkyl ether include polyoxyethylene-polyoxypropylene random copolymer dimethyl ether,

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polyoxyethylene-polyoxypropylene random copolymer diethylene ether. The additive forms of a polyoxyethylene group and a polyoxyalkylene group in the copolymer need to be of the random type. A particularly preferred polyoxyethylene-polyoxypropylene random copolymer dialkylether is a polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles).

[0028] The polyoxyethylene-polyoxypropylene random copolymer dialkylene ether (C) can be produced by a known method. For example, such a polyoxyethylene-polyoxypropylene random copolymer dialkylether can be obtained by subjecting the ethylene oxide and propylene oxide to addition polymerization with a compound having a hydroxyl group and then subjecting halogenated alkyl to an ether reaction in the presence of an alkaline catalyst.

[0029] The incorporated amount of polyoxyethylene-polyoxypropylene random copolymer dialkylether (C) is preferably from 10% to 60% by weight, and particularly preferably from 20% to 40% by weight, based on the total weight of the emulsion composition. of oil-in-water (1). If the amount incorporated is less than 10% by weight, a fine emulsion is hardly obtained at a temperature of 70 ° C or less. On the other hand, if the amount incorporated exceeds 60% by weight, a stable oil-in-water emulsion composition could not be obtained when the composition is used for a cosmetic product or the like.

(D) Oil soluble drug

[0030] The type of oil-soluble drug (D) used as an active ingredient in the oil-in-water emulsion composition of the present invention is not particularly limited, as long as it is an ingredient that can be dissolved in oil that is generally incorporated into pharmaceuticals, cosmetic products, and the like. On the other hand, an amphipathic drug that is oil soluble can also be used. Specific examples of such oil soluble drugs include an emollient agent, a skin bleaching agent, a skin roughness prevention agent, an ultraviolet absorber, an anti-inflammatory agent, vitamins, and an antioxidant. In the present invention, one or more types of the aforementioned agents are preferably selected.

[0031] As an oil-soluble drug ingredient (D), a ceramide or a ceramide analogue is especially preferably incorporated as an emollient agent. Since the oil-in-water emulsion composition of the present invention can stably incorporate such a ceramide or a ceramide analog, the effect of incorporating such a ceramide or ceramide analog can be sufficiently obtained. Thus, for example, when the oil-in-water emulsion composition of the present invention is used for cosmetic products, it causes elasticity and a refreshing sensation during use.

[0032] Ceramide is a type of sphingolipid, and is a compound in which sphingosine binds to fat through an amide bond. Examples of such ceramide N- (w-acyloxy) acylphingosine, N-acylphingosine, N-acyl phytophingosine, N- (a-hydroxy) acylphingosine (consisting of sphingosines containing 18 and 20 carbon atoms and a-oxyacids contain 24 to 28 carbon atoms), N- (a-hydroxy)) acylphingosine (consisting of sphingosines containing 17 and 18 carbon atoms and a-oxipalmitic acids), N- [w (a-hydroxy) acyloxy] acylphingosine, and N- (a-hydroxy) acyl phytophingosine. These ceramides are all known lipid components derived from epidermal cells existing in nature. In addition, the ceramide analogue has a structure similar to that of the ceramide. Examples of such a ceramide analog include (phytosteryl / decyltetradecyl) N-myristylmethyl-p-alaninate (ELDEW (registered trademark) APS-307; manufactured by Ajinomoto Co., Inc.), di (cholesteryl, behenyl, octyldodecyl) N-lauroyl -L-glutamate (ELDEW (registered trademark) cL-301, manufactured by Ajinomoto Co., Inc.), di (cholesteryl, octyldodecyl) N-lauroyl-L-glutamate (ELDEW (registered trademark) CL-202, manufactured by Ajinomoto Co., Inc.), di (phytosteryl, 2-octyldodecyl) N-lauroyl-L-glutamate (ELDEW (registered trademark) PS-203, manufactured by Ajinomoto Co., Inc.), and di (phytosteryl, behenyl, 2 - octyldodecyl) N-lauroyl-Lglutamate (ELDEW (registered trademark) PS-304, manufactured by Ajinomoto Co., Inc.).

[0033] In addition, specific examples of other oil-soluble drugs (D) include: skin bleaching agents such as biota orientalis, L-ascorbyl dipalmitate, L-ascorbate-2-glucoside, 2-O-ethylocorbic acid, 3-O-ethylescorbic acid, and tranexamic acid; skin roughness prevention agents such as acetylsphinganine; ultraviolet light absorbers such as octyl methoxycinnamate; anti-inflammatory agents such as stearyl glycyrrheinate and peppermint oil; vitamins such as retinol, vitamin A and a derivative thereof (e.g., vitamin A palmitate), an oil-soluble vitamin B derivative such as vitamin B6 palmitate, vitamin D and a derivative thereof, vitamin E and a derivative thereof (eg, vitamin E acetate), vitamin K and its derivatives, and vitamin H; and antioxidants such as coenzyme Q10 and butylhydroxytoluene.

[0034] The incorporated amount of oil soluble drug (D) is preferably from 0.0001% to 10% by weight, and particularly preferably from 0.001% to 5% by weight, based on the total weight of the emulsion composition of oil-in-water (1). If the amount incorporated is less than 0.0001% by weight, the usefulness of said oil-soluble medicament cannot be sufficiently exhibited. On the other hand, if the amount incorporated exceeds 10% by weight, the oil-soluble drug cannot be maintained stably.

(E) Oil

[0035] The oil (E) used in the oil-in-water emulsion composition of the present invention is oil other than the oil soluble drug (D). In general, the type of such oil used here is not particularly limited, as long as it is used for cosmetic products and the like. All liquid and fatty oils, oils and solid fats, waxes, hydrocarbon oil, higher fatty acid, higher alcohol, synthetic ester oil, silicone oil, and the like can be used.

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[0036] Examples of liquid oil include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg oil, sesame oil, persico oil, wheat germ oil, sasanqua oil, castor oil, flaxseed oil, safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, oil of kaya, rice bran oil, paulownia oil, Japanese tung oil, jojoba oil, germ oil and triglycerin.

[0037] Examples of solid oil include cocoa butter, coconut oil, horse fat, hardened coconut oil, palm oil, ox tallow, lamb tallow, hardened cow tallow, palm kernel oil, tallow of pork, beef bone tallow, kernel oil Japon wax, hardened oil, ox leg oil, Japon wax and hardened castor oil.

[0038] Examples of waxes include beeswax, candelilla wax, cotton wax, carnauba wax, arrayan wax, Chinese wax, spermaceti, montana wax, rice bran wax, lanolin, kapok wax, lanolin acetate , liquid lanolin, sugarcane wax, isopropyl lanolate, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, lanolin alcohol POE ether, POE lanolin alcohol, POE cholesterol ether, fatty acid lanolin polyethylene glycol and hydrogenated lanolin ether alcohol.

[0039] Examples of hydrocarbon oils include paraffin oil, ozoquerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum and microcrystalline wax.

[0040] Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, sistolic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA) and dohexane acid. (DHA)

[0041]

Examples of higher alcohols include linear alcohols, such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol and ketostearyl alcohol; Branched chain alcohols such as ether glyceryl monostearyl (batylalcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, and octyldodecanol.

[0042] Examples of synthetic ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl dimethyl octanoate, cetyl lactate Myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, 12-hydroxystearate cholesteryl, ethylene glycol di-2-ethylhexanoate, fatty acid ester of dipentaerythritol, N-alkyl glycol monoisoesterate, dicaprate, neopentyl diisole glycol, glyceryl di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisoestearate, pentaerythritol tetra-2- ethylhexanoate, glyceryl tri (2-ethylhexanoate), glyceryl trioctanoate, triisopathylacetate trimethylethethyl ethanoate, trimethylmethathylethatethyl trimethylethanoate trimethylethethyl ethanoate, 3 2-ethylhexyl palmitate, glyceryl trimiristate, tri-2-heptylundecanoate glyceride, fatty acid methyl ester of castor oil, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, 2-octyldodecyl ester of N-lauroyl-L-glutamate, di-2-heptylundecyl adipate, ethyl laurate, di-2- sebacate ethylhexyl, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2- hexyldecyl adipat, diisopropyl sebacate, 2- ethylhexyl succinate and triethyl citrate.

[0043] Examples of silicone oil include linear polysiloxanes, such as dimethylpolysiloxane, methylphenylpolysiloxane and diphenylpolysiloxane; cyclic polysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane; silicone resin that forms three-dimensional network structures; silicone rubber; various types of modified polysiloxanes, such as polysiloxane modified amido, polysiloxane modified polyether, polysiloxane modified alkyl, and polysiloxane modified fluorine; and acrylic silicones.

[0044] Among the oils (E) above, the oil-in-water emulsion composition of the present invention preferably comprises in particular a higher fatty acid containing from 8 to 20 carbon atoms and / or a higher alcohol containing from 8 to 20 carbon atoms. Furthermore, the present oil-in-water emulsion composition preferably comprises isosteary acid as such a higher fatty acid, or isostearyl alcohol, as such a higher alcohol.

[0045] The incorporated amount of oil (E) is preferably 5% to 25% by weight, and particularly preferably 8% to 20% by weight, based on the total weight of the oil-in-water emulsion composition. (one). If the amount incorporated is less than 5% by weight, the oil-soluble drug cannot be stably maintained. On the other hand, if the amount incorporated exceeds 25% by weight, it can cause a bad sensation during use, such as stickiness, when the composition is used for a cosmetic product or the like.

(F) Water

[0046] The incorporated amount of water (F) is preferably from 10% to 80% by weight, and particularly preferably from 20% to 60% by weight, based on the total weight of the oil-in-water emulsion composition. (one). If the amount incorporated is less than 10% by weight, there may be a case in which an oil-in-water emulsion composition cannot be obtained. On the other hand, if the incorporated amount exceeds 80% by weight, the incorporated quantities of the components (A) to (E) decrease relatively. As a result, the utility of the oil-soluble drug cannot be sufficiently exhibited, or a desired sensation cannot be obtained during use that is characteristic of the oil-in-water emulsion composition.

[0047] In addition, it is also possible to incorporate any given aqueous component, as well as water (F), into the water-in-oil emulsion composition (1) of the present invention. The type of said aqueous component is not particularly limited, as long as it is a component that has water or an aqueous solvent

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As the main medium. The components that are generally used for cosmetic products, pharmaceuticals, and the like, can be incorporated within a range that does not affect stability. Examples of such an aqueous component include: water; monoalcohols such as ethyl alcohol and isopropyl alcohol; polyhydric alcohols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, polyethylene glycol, glycerin, diglycerin and polyglycerin; and plant extracts such as aloe vera, witch hazel, cucumber, lemon, lavender, and rose. These aqueous components can be used alone or in combination of two or more types. The incorporated amount of said aqueous component is, as a total weight with water, preferably from 10% to 80% by weight, and particularly preferably from 20% to 60%, with respect to the total weight of the oil-in emulsion composition. - water (1).

Production procedure

[0048] The oil-in-water emulsion composition (1) according to the present invention is constituted with components (A) to (F). Hereinafter, a process for producing the oil-in-water emulsion composition (1) of the present invention will be described.

1) The oily components that are components (A) to (E) dissolve or disperse at a temperature of 70 ° C or higher. At this time, a layered gel structure is formed with polyoxyethylene phytosterol (A) and glycerin diester of glycerin fatty acid (B), and the oily mixture obtained containing such a layered gel structure.

2) While stirring the system at a constant temperature of 70 ° C or higher, an aqueous component containing (gradually add F) water and the mixture is emulsified. As a result, the obtained oil-in-water emulsion composition (1) contains a layered gel structure constituted with the components (A) and (B) in the particles of the emulsion thereof. In addition, a part of these emulsion particles is prepared in capsule form in which an internal phase oil is coated with the layered gel structure. Therefore, the oil-soluble drug (D) is extremely stable in the internal oil phase.

[0049] In the oil-in-water emulsion composition (1) of the present invention, a layered gel structure formed with polyoxyethylene phytosterol (A) and (B) glycerin fatty acid diester is a type of aggregate formed with a surfactant and an amphipathic substance. Such a layered gel structure has a crystalline structure characterized in that the bimolecular membranes of the surfactant and the amphipathic substance are arranged in sheets in the long period structure, and in which the hydrophobic groups of the surfactant and amphipathic substance are arranged in a hexagonal shape. on the short side of the surface. A hydrophobic group revolves around its long axis. However, unlike a liquid crystal structure, it does not become thermally free. In addition, it has been known that a large amount of water exists between hydrophilic groups (for example, see Shoji Fukushima, "Cetyl alcohol no butsuri kagaku (Physical chemistry of cetyl alcohol)," Fragrance Journal Ltd., Chapter 6, pp. 76 -88).

[0050] The presence or absence of a layered gel structure can be determined by a conventionally known method. For example, it can be carried out by an X-ray dispersion method. When an X-ray dispersion measurement is performed in a composition containing a layered gel structure, repeated peaks derived from long surface intervals are observed, which are similar to a laminar structure, it is observed, and, at the same time, a single acute peak derived from a hexagonal system is obtained on the short side of the surface in a wide-angle region. On the other hand, according to a differential scanning calorimetry (DSC) measurement, an assist endothermic peak is observed with the fusion of a crystal structure containing a layer gels structure, and using such a peak, it is also possible to analyze the crystalline structure

[0051] In addition, in the process for producing the oil-in-water emulsion composition of the present invention, a phase inversion temperature in the system is reduced by incorporating polyoxyethylene-polyoxypropylene random copolymer dialkyleter therein (C). Therefore, even if the oil-in-water emulsion composition of the present invention is emulsified at a temperature of about 70 ° C or a temperature above 70 ° C, an oil emulsion composition can be produced in water that has fine emulsion particles with an internal oil phase that has a particle diameter of 50 to 1000.

[0052] In addition, in the oil-in-water emulsion composition (1) of the present invention, a layered gel structure formed with polyoxyethylene phytosterol (A) and glycerin fatty acid diester (B) is formed around of the interface of an emulsion particle. Thus, a capsule can be prepared in which an internal phase oil is coated with the layered gel structure. Consequently, an oil-soluble drug incorporated in the internal oil phase can be kept extremely stable, for example.

[0053] Using the thus prepared oil-in-water composition (1) as the base material, such an emulsion composition is diluted with an aqueous formulation and dispersed uniformly, so that an oil emulsion composition can be obtained. -in-water (2) that has excellent stability. In this document, the oil-in-water emulsion composition (2) can also have a fine particle size of the emulsion, which can be achieved by the oil-in-water emulsion composition (1). The composition thus prepared of oil-in-water (2) can preferably be used as in particular a cosmetic product. In such a case, other components that are generally used in cosmetic products, pharmaceuticals, and the like can be incorporated into the aqueous formulation.

[0054] Examples of other components include water, a water soluble component, a wetting agent, an oil, a surfactant, a thickener, various types of powders, a pigment, a film-forming agent, a pH adjuster, an agent. anti-discoloration, an antifoaming agent, an antiseptic, a drug, and a taste.

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These components can be suitably incorporated into the aqueous formulation in a range that does not impair the effects of the present invention.

[0055] Examples of a water soluble component that can be used herein include sugars such as sorbitol, maltitol and sucrose, electrolytes such as sodium chloride, magnesium chloride and sodium lactate, as well as monoalcohols, polyols, and plant extracts, which are exemplified as the aforementioned aqueous components.

[0056] Examples of a wetting agent include proteins, mucopolysaccharides, collagen, and elastin.

[0057] Examples of an oil include animal oil, vegetable oil and synthetic oil. Regardless of the states of oils, such as solid oil, semi-solid oil, liquid oil and volatile oil, more specific examples of such oil include hydrocarbon oil, oils and fats, waxes, hardened oil, ester oil, fatty acid, higher alcohol , silicone oil, fluorine oil, a lanolin derivative, and an oil gelling agent.

[0058] Any type of surfactant can be used, provided that it is generally used for cosmetic products.

[0059] Examples of thickener include water soluble polymers such as guar gum, sodium chondroitin sulfate, sodium hyaluronate, arabic gum, sodium alginate, carrageenan, methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, a carboxy vinyl polymer, polyvinyl alcohol, polyvinylpyrrolidone, and sodium polyacrylate.

[0060] Dusts are not particularly limited by shapes such as plate, fusiform, acicular or spherical shape, particle structures such as porous or non-perforated, particle diameter, and the like. Various types of powders can be used, such as inorganic powders, powders, laminated film photoluminescent powders, organic powders, pigment powders and composite powders. In addition, these powders can be treated on the surface by a known method using a fluorine compound, a silicone oil, a metal soap, a wax, a surfactant, oils and greases, hydrocarbons, and the like.

[0061] As the film-forming agent, emulsion polymers, such as an acid-alkyl (meth) acrylic copolymer can be used. As a pH adjuster, a-hydroxyacids such as lactic acid and citric acid and their salts, edetate, and the like can be used. As an antioxidant, a-tocopherol, butylhydroxytoluene, ascorbic acid, and the like can be used. As an antiseptic, hydroxybenzoic ester, phenoxyethanol, and the like can be used.

[0062] The shape of a cosmetic product is not particularly limited. Various forms, such as a solution, a solubilized product, an emulsion, an oil, an aqueous product, and a product of two or three types of layer having two or more of the form of the aforementioned product can be adopted. Examples of a cosmetic product include a skin care product, a hair care product, and a makeup product. Of these, a skin care product is preferable. In order to effectively achieve the effects of the incorporated active ingredients, when preparing a skin care product, an aqueous product, such as a lotion, a milky lotion, or a cream, is particularly preferable. When the oil-in-water emulsion composition according to the present invention is incorporated into said cosmetic product, the type of cosmetic product is appropriately selected depending on the form.

EXAMPLES

[0063] Hereinafter, the present invention will be described more specifically in the following examples. However, these examples are not intended to limit the scope of the present invention.

[0064] First, the present inventors have prepared an oil-in-water emulsion composition having the following formulation. After that, an image of a TEM (transmission electron microscope) of a frozen replica was photographed. Therefore, the fine structure of the oil-in-water emulsion composition was analyzed. An H-7000 transmission electron microscope (manufactured by Hitachi, Ltd.) was used for such TEM photography.

Test example 1 -1: Oil-in-water emulsion composition Quantity (% by weight)

Polyoxyethylene (30 moles) of phytosterol ester 5.38

Isostearic acid 10.75

Isostearyl Alcohol 12.90

Glyceryl di-2-heptylundecanoate 6.45

Polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles). 32.26

Purified water______________________________________________________________Resto

(Production procedure)

[0065] Phytosterol Polyoxyethylene (30 moles) ester, isosteary acid, isostearyl alcohol, Glyceryl di-2-heptylundecanoate, and random copolymer dimethylether polyoxyethylene (14 moles) -polyoxypropylene (7 moles) were dissolved by heating at 70 ° C, after It stirred and mixed. Subsequently, while the mixture obtained was stirred at a constant temperature of 70 ° C, purified water was gradually added thereto for the emulsion, in order to obtain the oil-in-water emulsion composition of Test Example 1 - one.

[0066] TEM photographs of the oil-in-water emulsion composition of Test Example 1-1 are shown in Figure 1, and enlarged TEM photographs of several emulsion particles are shown in Figure 2.

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65

[0067] As shown in Figure 1, it was found that fine particles of the emulsion were formed with a particle diameter of about 50 to 1,000 nm in the oil-in-water emulsion composition of Test Example 1-1. In the same figure, in several particles of the emulsion (in particular, A and B in Figure 1), the presence of layered gel structures can be confirmed, which probably broke down in each of the layers during the production of the frozen replica sample. Furthermore, in the same figure, it is found that such a layered gel structure is present in such a way that it covers the emulsion particles as a whole, and therefore capsule particles of the emulsion containing an internal phase oil are formed. covered.

[0068] On the other hand, in Figure 2, it was found that the thickness of the layered structure of the outer membrane of the emulsion particles was approximately 9 nm. Accordingly, such a layered structure is supposed to correspond to the bimolecular membrane of laminar structure formed with a surfactant and an amphipathic substance.

[0069] Next, in order to further analyze the formation of such a layered gel structure, a basic composition was prepared as Test Example 1-1, a composition prepared by mixing oily components in the base composition except purified water as Test Example 1-2, and a composition prepared by also removing the polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles) from the same mixture of above oily components as test example 1-3. Each of the compositions were analyzed by low angle X-ray scattering. Such measurement by low angle X-ray scattering was performed using SAXSESS (manufactured by PANalytical).

[0070] The results of the X-ray scatter measurement of the compositions of Test Examples 1-1 to 1-3 are shown in Figure 3.

[0071] In Figure 3, with respect to the two test examples 1-2 and 1-3, a single acute peak derived from a hexagonal system on the short side of the surface in a wide-angle region was observed, and repeated peaks derived from the long surface intervals of a structure in a low angle region were observed. Therefore, the presence of a layered gel structure in the compositions of both test examples 1-2 and 1-3 was confirmed. In this document, the presence of the polyoxyethylene random copolymer dimethyl ether (14 moles) - polyoxypropylene (7 moles) did not affect the surface intervals of the laminar structure in the low angle region. This fact suggests that the component does not directly influence the formation of a layered gel structure.

[0072] On the other hand, in the oil-in-water emulsion composition of Test Example 1 -1, a peak derived from a layered gel structure disappeared. This is due to an oil phase that contains a gel structure became spherical due to emulsification and because the anisotropy caused by said layered structure disappeared. Therefore, it is considered that the layered gel structure was still present in the oil phase.

[0073] Furthermore, in order to analyze in detail the components of said layered gel structure, a composition prepared by the removal of isostearic acid from the oily component mixture of Test Example 1-2 (Test Example 1) was prepared -4), a composition prepared by the removal of isostearyl alcohol from the oily component mixture of Test Example 1-2 (Test Example 1-5), and a composition prepared by the removal of glyceryl di-2-heptylundecanoate from the oil component mixture of Test Example 1-2 (Test Example 1-6). Each of the compositions was analyzed by measurement by anterior X-ray scattering.

[0074] The results of the X-ray scatter measurement of the compositions of Test Examples 1-4 to 1-6 are shown in Figure 4.

[0075] In Figure 4, with respect to the two test examples 1-4 and 1-5, from which isosteary acid and isostearyl alcohol were removed, respectively, a single acute peak was observed in a wide-angle region and no repeated peaks were observed in a low angle region, as in the case of the previous test examples. Therefore, it is confirmed that a layered gel structure was formed in each composition.

[0076] In contrast, in the oil-in-water emulsion composition of Test Example 1-6, from which the di-2-heptylundecanoate glyceryl was removed, a peak became wide in the wide-angle region, and repeated peaks disappeared from the low angle region. Therefore, it is evident that a layered gel structure was not formed, and that the di-2-heptylundecanoate glyceryl was directly associated with the formation of said layered gel structure.

[0077] From the above results, it is understood that the layered gel structures observed in Test Example 1-2 and Test Examples 1-3 were each formed with polyoxyethylene ester (14 moles) - polyoxypropylene (7 moles) and glyceryl di-2-heptylundecanoate, and that these components are essential for the formation of the layered gel structure.

[0078] After that, in order to analyze the influence of the polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles) in the production of an oil-in-water emulsion composition, the present inventors have made a measurement with a differential scanning calorimeter (DSC) in various types of oil-in-water emulsion compositions, in which the incorporated amount of the component was appropriately changed. Using the oil-in-water emulsion composition of Test Example 1-1 as a base composition, the following oil-in-water emulsion compositions were prepared: a composition in which the concentration of the polyoxyethylene random copolymer dimethyl ether ( 14 moles) -polyoxypropylene (7 moles) was set to 0 (zero) (Test example 2-1); a composition in which the same above concentration was set at 10% by weight (Test Example 2-2); a composition in which the same above concentration was set at 20% by weight (Test Example 2-3); and a composition in which the same above concentration was set at 32% by weight (Test Example 2-4), and thereafter, were used in the subsequent test. In addition, the measurement of

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DSC was performed using DSC8230D (manufactured by Rigaku Denki Co., Ltd), under conditions consisting of 20 mg of sample, a temperature increase rate of 2 K / min, and a measurement temperature range of 30 ° C to 110 ° C.

[0079] The results of the DSC measurement of the samples of Test Examples 2-1 to 2-4 are shown in Figure 5. In addition, the correlation between the mixed amount of polyoxyethylene random copolymer dimethylether (14 moles) - Polyoxypropylene (7 moles) and a phase inversion temperature, which was obtained based on the results shown in Figure 5, is shown in Figure 6.

[0080] From the results shown in Figures 5 and 6, it is evident that the phase inversion temperature of each sample was reduced, since the incorporated amount of polyoxyethylene random copolymer dimethyl ether (14 mol) -polyoxypropylene was increased (7 moles) From such results, it is understood that the addition of polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles) allows the easy preparation of an oil-in-water emulsion composition at an emulsification temperature of about 70 ° C.

[0081] Subsequently, using the oil-in-water emulsion composition of Test Example 1-1 as the base material, the present inventors have attempted to prepare a lotion (Test Example 3-1) by uniformly diluting and dispersing the base material. in an aqueous formulation. The final composition of the lotion ingredients of Test Example 3-1 is described below. In addition, the lotion of Test Example 3-1 was photographed using TEM (transmission electron microscope) in the same manner as in the previous test, and the emulsified state was analyzed.

Test Example 3-1: Lotion Quantity (% by weight)

(Oil-in-water emulsion composition)

Phytosterol ester Polyoxyethylene (30 moles) 0.3

0.5 isostearic acid

0.6 isostearyl alcohol

Glyceryl di-2-heptylundecanoate 0.25

Polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles). 1.5

Purified water 1.5

(aqueous formulation)

Ethanol 5.6

1,3Bylene glycol 13.0

Methylparaben 0.15

Purified water Rest

(Production procedure)

[0082] Phytosterol ester Polyoxyethylene (30 moles), isosteary acid, isostearyl alcohol, Glyceryl di-2-heptylundecanoate, and random copolymer dimethylether polyoxyethylene (14 moles) -polyoxypropylene (7 moles) were dissolved by heating at 70 ° C, after It stirred and mixed. Subsequently, while the mixture obtained was stirred at a constant temperature of 70 ° C, purified water was gradually added thereto for the emulsion, in order to obtain the oil-in-water emulsion composition. The oil-in-water emulsion composition obtained was added to an aqueous formulation containing ethanol, 1,3-butylene glycol, and methylparaben, and then the mixture was uniformly dispersed by stirring, in order to obtain the lotion of Test Example 3 - one.

[0083] A summary of the TEM photographs of the oil-in-water emulsion composition of Test Example 1-1 and the lotion of Test Example 3-1 is shown in Figure 7.

[0084] From Figure 7, almost no changes were found in terms of the size of an emulsion particle before and after the addition of the emulsion composition in the aqueous formulation. Therefore, it was found that an emulsion fine particle diameter was maintained even in a case in which the composition was diluted with a large amount of an aqueous formulation. Also, from the same figure, it became clear that, even in the case of the lotion of Test Example 3-1, the emulsion particles were kept in capsule form coated with a layered gel structure.

[0085] In addition, the present inventors have produced lotions comprising various types of oil-soluble drugs in the same manner as in Test Example 3-1, and then evaluated such lotions in terms of emulsion particle diameter, the sensation during use, and the stability of the emulsion. The lotion compositions used in the test and the evaluation results are shown in Table 1 below. The following evaluation standards were applied.

Sensation during use

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[0086] Regarding the sensation during use of the lotions of the respective test examples, 20 female panelists actually use the lotions, and then evaluate the sensation during use according to the following standards.

0: 16 or more panelists, they felt that the lotion fit comfortably on the skin and penetrated it.

Or: 10 to 15 panelists, they felt that the lotion fit comfortably on the skin and penetrated it. A: 6 to 9 panelists, they felt that the lotion fit comfortably on the skin and penetrated it. X: 5 or less panelists, they felt that the lotion fit comfortably on the skin and penetrated it.

Emulsion particle diameter

[0087] The lotions of the respective test examples were stored under temperature conditions of 0 ° C, an ambient temperature, 370C, and 50oC, for 1 month. Thereafter, the particle diameter of the emulsion was measured by a light scattering method. The F-PAR-1000 (manufactured by Otsuka Electronics Co., Ltd.) was used as a device.

Emulsion Stability

[0088] The lotions of the respective test examples were stored under conditions of temperature of 0 ° C, an ambient temperature, 370C, and 50 ° C, for 1 month. Thereafter, emulsion stability was evaluated according to the following standards.

0: No anomaly such as separation or change in appearance was observed.

O: Separation was observed in a small part, but it was readjusted to its original state by agitation.

A: separation was observed.

X: Separation and cream formation were observed.

Table 1

 Test Example 4-1 Test Example 4-4 Test Example 4-3 Test Example 4-4

 (A) POE (30) esterfitosterol

 0.3 0.3 0.3 0.3

 (B) Glyceryl di-2-heptylundecanoate

 0.15 0.25 0.25 0.15

 (C) POE (14) POP (7) dimethyl ether (random)

 1.5 1.5 1.5 1.5

 (D) Isostearic acid

 0.5 0.4 0.5 0.5

 (D) Isostearyl Alcohol

 0.6 0.6 0.6 0.6

 (E) Biota orientalis

 0.1 - - -

 (E) Acetylsphinganine

 - 0,1 - -

 (E) Coenzyme Q10

 - - 0,01 -

 (E) Ethylhexylmethoxycinnamate

 - - - 0.1

 (F) Ionic exchange water

 Rest Rest Rest Rest

 Ethanol

 5.6 5.6 5.6 5.6

 1,3 Butylene glycol

 13.0 13.0 13.0 13.0

 Methylparaben

 0.15 0.15 0.15 0.15

 Evaluation

 Sensation during use 0 0 0 0

 Diameter of the emulsion particle [nm] (0 ° C)

 189 170 191 204

 Diameter of the emulsion particle [nm] (RT)

 218 185 195 206

 Diameter of the emulsion particle [nm] (37 ° C)

 207 182 193 207

 Diameter of the emulsion particle [nm] (50 ° C)

 203 173 189 204

 Emulsion stability (0 ° C)

 0 0 0 0

 Emulsion Stability (RT)

 O O O O

 Emulsion stability (37)

 O O O O

 Emulsion stability (0 ° C)

 O O O O

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(Production procedure)

[0089] Components (A) to (E) dissolve or disperse at a temperature of 70oC or higher. While stirring the reaction system at a constant temperature of 70 ° C or higher, water (F) was gradually added to the oil component mixture, in order to emulsify it. The emulsion composition obtained was added to an aqueous formulation containing ethanol, 1,3-butylene glycol, and methylparaben, and then the mixture was uniformly dispersed by stirring, in order to obtain the lotions of various types of test examples.

[0090] As shown in Table 1 above, in the case of lotions of Test Examples 4-1 to 4-4, in which various types of oil soluble (E) drugs such as Biota have been incorporated orientalis, acetilesfinganine, coenzyme Q10, and Ethylhexylmethoxycinnamate, since a layered gel structure formed in the system, a very good sensation was obtained during use. In addition, since the oil-soluble drugs (E) remained extremely stable in an internal oil phase due to such a layered gel structure, it led only to a small change in the emulsion particle diameter, and good stability was obtained. of the emulsion over time.

[0091] Hereinafter, Examples of formulation of cosmetic products will be described, in which the oil-in-water emulsion composition according to the present invention is used, and therefore, the present invention will be explained in more detail. . However, these examples are not intended to limit the scope of the present invention. It should be noted that the numerical values of each formulation Example are indicated by "% by weight" with respect to the total mass of the final cosmetic product.

Formulation example 1: White lotion Quantity (% by weight)

(Oil-in-water emulsion composition)

(1) Coenzyme Q10 0.03

(2) Glyceryl di-2-heptylundecanoate 0.25

(3) 0.5 isostearic acid

(4) 0.6 isostearyl alcohol

(5) Polyoxyethylene (30 mol) -polyoxypropylene ester 0.3

(6) Polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles)

1.5

(7) Purified water 1.5

(aqueous formulation)

(8) Ethanol 5.0

(9) 1.3 Butylene glycol 7.0

(10) 5.0 glycerin

(11) Diglycerin 0.5

(12) Methylparaben 0.2

(13) Purified water Rest

(Production procedure)

[0092] Components (1) to (6) were dissolved by heating at 70 ° C, then stirred and mixed. While the mixture was stirred at a constant temperature of 70 ° C, component (7) was gradually added thereto for the emulsion, and, as a result, an oil-in-water emulsion composition was obtained. The oil-in-water emulsion composition obtained was added to an aqueous formulation containing components (8) to (13), and then dispersed uniformly by stirring, to obtain a white lotion.

Formulation example 2: White lotion Quantity (% by weight)

(Oil-in-water emulsion composition)

(1) Acetylphinganine 0.1

(2) Glyceryl di-2-heptylundecanoate 0.25

(3) Isostearic acid 0.4

(4) 0.6 isostearyl alcohol

(5) Polyoxyethylene (30 mol) -polyoxypropylene ester 0.3

(6) Polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles)

1.5

 (7) Purified water

 1.7

 (aqueous formulation)

 (8) Ethanol

 6.0

 (9) 1,3 Butylene glycol

 8.0

 (10) Glycerin

 4.0

 (11) Diglycerin

 0.3

 (12) Methylparaben

 0.1

 (13) Purified water

 Rest

(Production procedure)

[0093] Components (1) to (6) were dissolved by heating at 70 ° C, then stirred and mixed. While the mixture was stirred at a constant temperature of 70 ° C, component (7) was gradually added thereto for the emulsion, and, as a result, an oil-in-water emulsion composition was obtained. The oil-in-water emulsion composition obtained was added to an aqueous formulation containing components (8) to (13), and then dispersed uniformly by stirring, to obtain a white lotion.

Formulation example 3: White lotion Quantity (% by weight)

 (Oil-in-water emulsion composition) (1) Octyl Methoxycinnamate

 0.1

 (2) Glyceryl di-2-heptylundecanoate

 0.15

 (3) Isostearic acid

 0.5

 (4) Isostearyl alcohol

 0.6

 (5) Polyoxyethylene (30 moles) -polyoxypropylene ester (6) Random copolymer dimethylether polyoxyethylene (14 moles) -polyoxypropylene (7 moles)

 0.3

 1.5

 (7) Purified water (aqueous formulation)

 1.5

 (8) Ethanol

 5.5

 (9) 1,3 Butylene glycol

 7.5

 (10) Glycerin

 4,5

 (11) Diglycerin

 1.0

 (12) Methylparaben

 0.2

 (13) Purified water

 Rest

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(Production procedure)

[0094] Components (1) to (6) were dissolved by heating at 70 ° C, then stirred and mixed. While the mixture was stirred at a constant temperature of 70 ° C, component (7) was gradually added thereto for the emulsion, and, as a result, an oil-in-water emulsion composition was obtained. The oil-in-water emulsion composition obtained was added to an aqueous formulation containing components (8) to (13), and then dispersed uniformly by stirring, to obtain a white lotion.

Formulation example 4: Milky lotion Quantity (% by weight)

(Oil-in-water emulsion composition)

(1) Coenzyme 0.01

(2) Glyceryl di-2-heptylundecanoate 0.15

(3) 0.5 isostearic acid

(4) 0.6 isostearyl alcohol

(5) Polyoxyethylene (30 mol) -polyoxypropylene ester 0.3

(6) Polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles)

(7) Polyoxyethylene random copolymer dimethyl ether (17 moles) -polyoxypropylene (4 moles)

(8) Acetate Vitamin E

(9) Purified Water (aqueous formulation)

(10) Ethanol

(11) 1,3 Butylene glycol

(12) Glycerin

(13) Diglycerin

(14) Glycol Polyethylene

(15) Polyacrylic acid

(16) Xanthan gum

(17) Potassium hydroxide

(18) Sodium hexametaphosphate

(19) EDTA

(20) Phenoxy ethanol

1.5

1.0

0.01

1.5

5.0

5.0

7.0

1.0 2.0 0.15 0.2

0.005

0.03

0.01

0.5

(Production procedure)

[0095] Components (1) to (8) were dissolved by heating at 70 ° C, then stirred and mixed. While the mixture was stirred at a constant temperature of 70 ° C, component (9) was gradually added thereto for the emulsion, and, as a result, an oil-in-water emulsion composition was obtained. The oil-in-water emulsion composition obtained was added to an aqueous formulation containing components (10) to (21), and then dispersed uniformly by stirring, to obtain a white lotion.

Formulation example 5: Milky lotion Quantity (% by weight)

(Oil-in-water emulsion composition)

(1) Polyoxyethylene random copolymer dimethyl ether (14 moles) -polyoxypropylene (7 moles)

1.25

(2) Polyoxyethylene (30 mol) -polyoxypropylene ester 0.75

(3) (Phytosteryl / decyltetradecyl) N-mystolymethyl-8-alaninate * 1.0

(4) Glyceryl di-2-heptylundecanoate 0.5

(5) 0.5 isostearic acid

(6) Purified Water 1.5

(Aqueous formulation)

(7) Purified Water 81.99

(8) Citric acid 0.01

(9) Sodium citrate 0.09

(10) Ethylene hydrogen diamine tetraacetate 0.01

(11) Glycerin 2.0

(12) 1.3 Butylene glycol 5.0

(13) 0.1 xanthan gum

(14) Ethanol 5.0

(15) Phenoxy ethanol 0.3

* ELDEW (Registered Trademark) APS-307: Manufactured by Ajinomoto Co., Inc.

(Production procedure)

[0096] Components (1) to (5) were dissolved by heating at 70 ° C, then stirred and mixed. While the mixture was stirred at a constant temperature of 70 ° C, component (6) was gradually added thereto

for the emulsion, and, as a result, an oil-in-water emulsion composition was obtained. The oil-in-water emulsion composition obtained was added to an aqueous formulation containing components (7) to (15), and then dispersed uniformly by stirring, to obtain a white lotion.

[0097] The emulsion obtained by the Example of Formula 5 was particularly excellent in terms of elasticity, and brought a refreshing sensation during use without tackiness.

[0098] On the other hand, the oil-in-water emulsion composition of the Example of Formula 5 was subjected to a low angle X-ray dispersion measurement (SAXSESS: manufactured by PANalytical). The results of the X-ray scattering measurement are shown in Figure 8. As shown in Figure 8, repeated peaks were observed derived from the long surface intervals of a laminar structure in the region of the low angle. By

Therefore, it was confirmed that a layered gel structure was present in the oil-in-water emulsion composition.

Claims (10)

5 10 fifteen twenty 25 30 35 40 Four. Five fifty 1. A water-in-oil emulsion composition comprising; (A) a polyoxyethylene phytosterol, (B) a glycerin fatty acid diester, (C) a polyoxyethylene-polyoxypropylene random copolymer dialkylene ether, (D) an oil soluble drug, (E) oil, and (f) water; wherein a layered gel structure composed of components (A) and (B) is present in a particle of the emulsion in the emulsion composition. 2. The oil-in-water emulsion composition according to claim 1, in which the emulsion particles are whole or in part in the capsule form composed of an internal phase oil coated with the layered gel structure. 3. The oil-in-water emulsion composition according to claim 1 or 2, comprising a polyoxyethylene-polyoxypropylene random copolymer dimethyl ether such as (C) polyoxyethylene-polyoxypropylene random copolymer dialkylene 4. The oil-in-water emulsion composition according to any one of claims 1 to 3, the oil soluble drug (D) is one or more selected from the group consisting of an emollient agent, a skin bleaching agent , a skin roughness prevention agent, an ultraviolet absorber, an anti-inflammatory agent, vitamins, and an antioxidant. 5. The oil-in-water emulsion composition according to any one of claims 1 to 4, comprising a higher fatty acid containing from 8 to 20 carbon atoms and / or a higher alcohol containing from 8 to 20 atoms of carbon like oil (E). 6. Oil-in-water composition according to claim 5, which comprises isostearic acid as the higher fatty acid. 7. The oil-in-water emulsion composition according to claim 5, which comprises isostearyl alcohol as the higher alcohol. 8. The oil-in-water emulsion composition according to any one of claims 1 to 7, wherein the particles of the emulsion with the internal phase oil each have a diameter of 50 to 1000 nm. 9. A process for producing an oil-in-water emulsion composition comprising; a stage of mixing (A) a polyoxyethylene phytosterol, (B) a glycerin fatty acid diester, (C) a polyoxyethylene-polyoxypropylene random copolymer dialkylene ether, (D) an oil soluble drug, (E) oil to form a mixture of oily components containing a layered gel structure composed of components (A) and (B); and a step of adding an aqueous component containing water (F) in the mixture of oily components obtained in the previous stage and mixing them to form an oil-in-water emulsion. 10. An oil-in-water emulsion cosmetic product comprising the oil-in-water emulsion composition according to any one of claims 1 to 8.