JP5183919B2 - Oil-in-water fine emulsion composition and method for producing the same - Google Patents

Description

  The present invention relates to an oil-in-water microemulsion composition and a method for producing the same, and more particularly to improving the stability of the composition containing an oil-soluble drug.

  2. Description of the Related Art Conventionally, preparations for formulating oil-soluble drugs as active ingredients in bases have been actively developed. In particular, since it has been clarified that keratinocyte lipids such as ceramide on the skin surface are deeply involved in the barrier function of the stratum corneum, it has been attempted to develop a preparation containing the same. However, ceramides have high crystallinity, and when blended in cosmetics, the blending amount is limited from the viewpoint of stability, and as a result, the blending effect of ceramides is not sufficiently obtained. Therefore, there has been a demand for development of a cosmetic that maintains good stability and does not cause problems such as crystal precipitation even when an amount capable of sufficiently expressing the effects of ceramides is blended.

  In order to achieve the above object, for example, a method of finely and stably blending lipids by using a combination of a nonionic surfactant and an ionic surfactant (see, for example, Patent Document 1), A method of forming a liquid crystal with a lipid, a surfactant and an oil agent (see, for example, Patent Document 2), a method of depositing a lipid and a surfactant from an organic solvent, and utilizing a complex thereof (for example, Patent Document 3) For example), or methods using liposomes (vesicles composed of phospholipid bilayers) have been studied.

JP-A-4-193814 JP-A-6-345633 JP 11-199462 A

However, since ceramides such as sphinganine generally have poor solubility in oils, a relatively large amount of surfactant and solvent are required even by the above-described method, which is a problem in terms of safety as a cosmetic. Remained. In particular, when blended into cosmetics that do not want to be mixed with organic solvents, a technology that completely removes the large amount of organic solvents used to obtain the complex consisting of lipid and surfactant is required. The operation was complicated. Furthermore, in the method using liposome, due to the fact that phospholipids are generally unstable substances, high temperature storage stability and long-term storage stability can be sufficiently ensured when blended in cosmetics. It was difficult.
The present invention has been made in view of the above problems, and its object is to improve the stability of an oil-in-water emulsion composition containing an oil-soluble drug and to provide a method for producing the composition that does not require complicated operations. There is to do.

  In view of the above-mentioned problems, the present inventors have conducted extensive research, and as a result, include ester oil, higher fatty acid, higher alcohol, polyoxyethylene phytosterol, polyoxyethylene polyoxypropylene random copolymer dialkyl ether, and oil-soluble drug. An oil-in-water emulsion composition prepared by emulsifying at around 70 ° C. with an oily component and an aqueous component as constituent components, the emulsion particle diameter of the inner oil phase is as fine as 50 to 1000 nm, and is excellent It has been found that it has excellent stability and excellent usability, and the present invention has been completed.

That is, the oil-in-water fine emulsion composition of the present invention is characterized by including the following components (A) to (G).
(A) ester oil,
(B) a higher fatty acid,
(C) higher alcohol,
(D) polyoxyethylene phytosterol,
(E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether,
(F) oil-soluble drug,
(G) Aqueous component.

In the oil-in-water fine emulsion composition, it is preferable that (A) the ester oil contains at least glyceryl diisostearate.
Moreover, it is preferable that (B) at least isostearic acid is included as the higher fatty acid.
Further, (C) it is preferable that at least isostearyl alcohol is contained as the higher alcohol.
Further, (F) the oil-soluble drug is preferably one or more selected from the group consisting of a whitening agent, an anti-skin roughening agent, an ultraviolet absorber, an anti-inflammatory agent, vitamins, and an antioxidant. .

In the oil-in-water fine emulsion composition, (E) the polyoxyethylene polyoxypropylene random copolymer dialkyl ether is preferably polyoxyethylene polyoxypropylene random copolymer dimethyl ether.
In the oil-in-water fine emulsion composition, the inner oil phase includes a layered structure composed of a liquid crystal and / or a surfactant substance.
The surfactant substance is (D) polyoxyethylene phytosterol and / or (E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether.
In the oil-in-water fine emulsion composition, the emulsion particle diameter of the inner oil phase is 50 to 1000 nm.

This invention contains the following component (A)-(G), the process which melt | dissolves or disperse | distributes the oil-based component containing (A)-(F) at the temperature of 70 degreeC or more, and hold | maintains the temperature of 70 degreeC or more. And a step of mixing and stirring the aqueous component while adding the (G) aqueous component to the oily mixture, and providing a method for producing an oil-in-water fine emulsion composition.
(A) ester oil,
(B) a higher fatty acid,
(C) higher alcohol,
(D) polyoxyethylene phytosterol,
(E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether,
(F) oil-soluble drug,
(G) Aqueous component.
Moreover, this invention provides the cosmetics characterized by including the said oil-in-water type fine emulsion composition.

  According to the present invention, it is possible to easily obtain an oil-in-water fine emulsion composition having excellent stability containing an oil-soluble drug without using a special apparatus. In addition, when the composition is blended in cosmetics, it is excellent in use feeling such as penetrating feeling and smoothness, and due to the fact that the drug is stably held in the composition, sufficient skin of the active ingredient is obtained. The effect can be expected.

Hereinafter, the present invention will be described in detail.
The “oil-in-water fine emulsion composition” in the present invention is an “oil-in-water fine emulsion composition prepared from the oil components (A) to (F) and the aqueous component (G)”. (1) ”and“ oil-in-water microemulsion composition (2) ”obtained by diluting with an aqueous component based on the oil-in-water microemulsion composition (1). is there.
(A) Ester oil As long as (A) ester oil mix | blended with the oil-in-water type fine emulsion composition (1) concerning this invention is normally used for cosmetics etc., any thing can be used. Specifically, cetyl ethylhexanoate, octyl palmitate, jojoba oil, triethylhexanoin, glyceryl trioctanoate, pentaerythrityl tetraoctanoate, cholesteryl hydroxystearate, isostearyl oxystearate, isononyl isononanoate , Isocetyl isostearate, di-2-ethylhexyl succinate, glyceryl diisostearate, glyceryl triisostearate, isopropyl lanolate, dipentaerythritol fatty acid ester, pentaerythritol tetraoctanoate, neopentyl glycol dicaprate, and the like. In the present invention, glyceryl diisostearate is particularly preferably used.

  In this invention, it is preferable that the said (A) ester oil is mix | blended with 1-10 mass% with respect to the whole quantity of an oil-in-water type fine emulsion composition (1). Especially preferably, it is 2-8 mass%. If it is less than 1% by mass, the oil-soluble drug tends not to be stably maintained, and if it exceeds 10% by mass, the use feeling such as stickiness may be inferior when the composition is used in cosmetics. is there.

(B) Higher fatty acid As the (B) higher fatty acid to be blended in the oil-in-water fine emulsion composition (1) according to the present invention, any fatty acid can be used as long as it is usually used in cosmetics and the like. Specifically, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, lanolin fatty acid, linoleic acid, linolenic acid, oleic acid and the like can be mentioned. In the present invention, isostearic acid is particularly preferably used.

  In this invention, it is preferable that the said (B) higher fatty acid is mix | blended with 5-20 mass% with respect to the whole quantity of an oil-in-water type fine emulsion composition (1). Most preferably, it is 7-15 mass%. If it is less than 5% by mass, the oil-soluble drug tends not to be stably maintained, and if it exceeds 20% by mass, the use feeling such as stickiness may be inferior when the composition is used in cosmetics. is there.

(C) Higher alcohol As the (C) higher alcohol to be blended in the oil-in-water fine emulsion composition (1) according to the present invention, any alcohol can be used as long as it is usually used in cosmetics and the like. Specifically, capryl alcohol, lauryl alcohol, myristyl alcohol, isostearyl alcohol, cetyl alcohol, cholesterol, phytosterol, stearyl alcohol, oleyl alcohol, cetostearyl alcohol, batyl alcohol and the like can be mentioned. In the present invention, isostearyl alcohol is particularly preferably used.

  In this invention, it is preferable that the said (C) higher alcohol is mix | blended with 5-25 mass% with respect to the whole quantity of an oil-in-water type fine emulsion composition (1). Most preferably, it is 8-20 mass%. If it is less than 5% by mass, the oil-soluble drug tends not to be stably maintained, and if it exceeds 25% by mass, the use feeling such as stickiness may be inferior when the composition is used in cosmetics. is there.

(D) Polyoxyethylene phytosterol In this invention, (D) polyoxyethylene phytosterol is used suitably as a nonionic surfactant as an oil-in-water type fine emulsion composition (1). Particularly preferred is polyoxyethylene phytosterol added with 5 to 50 mol of oxyethylene. Specific examples include polyoxyethylene (5 mol) phytosterol, polyoxyethylene (10 mol) phytosterol, polyoxyethylene (20 mol) phytosterol, polyoxyethylene (30 mol) phytosterol and the like. BPS-5, NIKKOL BPS-10, NIKKOL BPS-20, and NIKKOL BPS-30 (manufactured by Nippon Surfactant Co., Ltd.).

  In this invention, it is preferable that the said (D) polyoxyethylene phytosterol is mix | blended with 1-15 mass% with respect to the whole quantity of an oil-in-water type fine emulsion composition (1). Especially preferably, it is 3-10 mass%. When the amount is less than 1% by mass, stable and uniform emulsified particles tend not to be obtained. When the amount exceeds 15% by mass, when the composition is used in cosmetics, the amount of the surfactant is large. This is not preferable for safety.

(E) Polyoxyethylene / polyoxypropylene random copolymer dialkyl ether The oil-in-water fine emulsion composition (1) according to the present invention includes (E) a polyoxyethylene / polyoxypropylene random copolymer dialkyl ether. included. As the component (E), any component can be used as long as it is usually used in cosmetics. For example, polyoxyethylene / polyoxypropylene copolymer dimethyl ether, polyoxyethylene / polyoxypropylene Copolymer dimethyl ether, particularly random type is preferred. The polyoxyethylene / polyoxypropylene random copolymer dialkyl ether can be produced by a known method. Particularly preferred is a polyoxyethylene (14 mol) polyoxypropylene (7 mol) dimethyl ether random copolymer.
The polyoxyethylene / polyoxypropylene random copolymer dialkyl ether can be produced by a known method. For example, it can be obtained by addition-polymerizing ethylene oxide and propylene oxide to a compound having a hydroxyl group and then ether-reacting an alkyl halide in the presence of an alkali catalyst.

  In the present invention, the (E) polyoxyethylene / polyoxypropylene random copolymer dialkyl ether is preferably blended in an amount of 10 to 60% by mass based on the total amount of the oil-in-water fine emulsion composition (1). . Most preferably, it is 20-40 mass%. When blended at less than 10% by weight, it becomes difficult to obtain a fine emulsion at 70 ° C., and when blended at more than 60% by weight, a stable oil-in-water microemulsion composition is obtained when the composition is used in cosmetics and the like. There is a tendency not to be obtained.

(F) Oil-soluble drug The oil-in-water fine emulsion composition (1) of the present invention contains (F) an oil-soluble drug as an active ingredient. As the oil-soluble drug, any component that can be dissolved in an oil that is usually blended in pharmaceuticals, cosmetics and the like can be used. In addition, amphipathic drugs that can be dissolved in the oil can also be used. Specific examples include whitening agents, anti-skin roughening agents, ultraviolet absorbers, anti-inflammatory agents, vitamins, and antioxidants. In the present invention, it is preferable to select one or more of these.

  More specifically, the oil-soluble drug is exemplified by hakusinin, L-ascorbic acid dipalmitate, L-ascorbic acid-2-glucoside, 2-O-ethylascorbic acid, 3-O-ethylascorbic acid as a whitening agent. , Tranexamic acid, acetyl sphinganine as an anti-skin roughening agent, octyl methoxycinnamate as an ultraviolet absorber, stearyl glycyrrhetinate as an anti-inflammatory agent, mint oil, retinol as vitamins, vitamin A and its derivatives (for example, vitamin A palmitate), Oil-soluble vitamin B derivatives such as vitamin B6 palmitate, vitamin D and its derivatives, vitamin E and its derivatives (eg, vitamin E acetate), vitamin K and its derivatives, vitamin H, coenzyme Q10 as an antioxidant, butyl hydroxide Toluene, butyl hydroxy toluene and the like.

  In this invention, it is preferable that the said (F) oil-soluble chemical | medical agent is mix | blended with 0.0001-10 mass% with respect to the whole quantity of an oil-in-water type fine emulsion composition (1). Most preferably, it is 0.001-5 mass%. When the amount is less than 0.0001% by mass, the effectiveness of the oil-soluble drug is not sufficiently exhibited, and when it exceeds 10% by mass, the oil-soluble drug may not be stably maintained.

(G) Aqueous component (G) The aqueous component which comprises the oil-in-water fine emulsion composition (1) concerning this invention will not be specifically limited if it is a component which uses water or an aqueous solvent as a main medium. In general, components used in cosmetics, pharmaceuticals and the like may be blended in a blending amount that does not affect stability. For example, 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, polyglycerin; aloe vera, hammamels, Examples include plant extracts such as cucumber, lemon, lavender and rose. One or more of these aqueous components can be used.

  In this invention, it is preferable that the said (G) aqueous component is mix | blended with 10-50 mass% with respect to the whole quantity of an oil-in-water type fine emulsion composition (1). Most preferably, it is 20-40 mass%. When the amount is less than 0.0001% by mass, the effectiveness of the oil-soluble drug is not sufficiently exhibited, and when it exceeds 10% by mass, the oil-soluble drug may not be stably maintained.

The oil-in-water fine emulsion composition (1) according to the present invention is composed of the components (A) to (G) described above. Then, the manufacturing method of an oil-in-water type fine emulsion composition is demonstrated.
The components (A) to (F) are dissolved or dispersed at a temperature of 70 ° C. or higher. The aqueous component (G) is gradually added to the mixture while stirring the system while maintaining a temperature of 70 ° C. or higher to emulsify. As a result, an oil-in-water fine emulsion composition (1) is obtained. The emulsion particle diameter of the inner oil phase of the obtained emulsion is preferably 50 to 1000 nm, more preferably 50 to 300 nm.

  In the preparation process of the oil-in-water fine emulsion composition (1) according to the present invention, the surfactant substances are laminated together in the oil phase to form a layered structure. The layered structure is considered to be formed because the polyoxyethylene phytosterol used as a surfactant has a planar phytosterol skeleton as a lipophilic group and thus has high crystallinity. . However, examples of the surfactant substance constituting the layered structure include component (E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether in addition to polyoxyethylene phytosterol.

The layered structure formed by the active substance contained in the inner oil phase can be confirmed by observation with an electron micrograph (see FIG. 1).
Measurement conditions: negative staining (uranium acetate)
Measuring instrument: Transmission electron microscope JEM-2000EX (manufactured by JEOL Ltd.)
As is clear from FIG. 1, there are a large number of layered structures in the oil phase of the emulsified particles. And (F) oil-soluble chemical | medical agent is carry | supported in the oil component which surrounds the circumference | surroundings of this layered structure, or a layered structure. The underwater type fine emulsion composition according to the present invention is such that hard emulsion particles are formed by the layered structure present in the inner oil phase of the emulsion particles, and is excellent in thermal stability and in addition, the inclusion stability of the oil-soluble drug. It becomes.

Moreover, the result of having measured the oil-in-water type fine emulsion composition (1) with the differential scanning calorimeter (DSC) is shown in FIG.
Sample composition Glyceryl diisostearate 7.94 5.38 (% by weight)
Isostearic acid 15.87 10.75
Isostearyl alcohol 19.05 12.90
POE (30 mol) phytosterol 9.52 6.45
POE (14 mol) / POP (7 mol)
Random copolymer dimethyl ether 0 32.26
Ion exchange water 47.62 32.26
Measurement conditions: sample 20 mg, temperature increase rate 2 K / min, measurement temperature range 30 to 110 ° C.
Measuring instrument: Differential scanning calorimeter DSC8230D (manufactured by Rigaku Corporation)
Based on the results of FIG. 2, the correlation between the blending amount of (E) polyoxyethylene / polyoxypropylene random copolymer dialkyl ether and the phase inversion temperature is shown in FIG.
From the results shown in FIG. 3, when the blending amount of (E) polyoxyethylene / polyoxypropylene random copolymer dialkyl ether is within the preferred range of the present invention, the phase inversion temperature of the sample increases as the blending amount increases. Is clearly descending.
Therefore, when preparing the oil-in-water fine emulsified composition according to the present invention, emulsification at around 70 ° C. can be easily performed.

  Thus, the oil-in-water fine emulsion composition according to the present invention is a fine emulsion composition in which the inner oil phase has an emulsified particle diameter of 50 to 1000 nm even when emulsified at a temperature near 70 ° C. or higher than 70 ° C. Can be prepared. Further, since the inner oil phase includes a layered structure composed of the surfactant substance, the stability of the emulsified particles is excellent even at a high temperature, and the oil-soluble drug contained in the inner oil phase is stably maintained.

  It is possible to obtain an oil-in-water microemulsion composition (2) having excellent stability even when the oil-in-water microemulsion composition (1) prepared by the above-described production method is further diluted and uniformly dispersed by an aqueous formulation. It is. By dissolving the component (E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether contained in the inner oil phase of the emulsified particles of the oil-in-water fine emulsion composition (1) into the added aqueous formulation The emulsified particles retain a fine particle size.

  Moreover, various preparations can be prepared by further blending other components usually used in cosmetics and pharmaceuticals, etc., using the oil-in-water fine emulsion composition (1) as a base. In addition, the oil-in-water fine emulsion composition (1) according to the present invention can be used in the agricultural and food fields.

Other components include, for example, water, water-soluble components, humectants, oils, surfactants, thickeners, various powders, pigments, film forming agents, pH adjusters, antifading agents, antifoaming agents, antiseptics An agent, a medicine, a fragrance, etc. are mentioned, and these can be appropriately blended within a range not impairing the effects of the present invention.
Examples of water-soluble components include monoalcohols, polyhydric alcohols, plant extracts and the like listed as the component (G), sugars such as sorbitol, maltitol, and sucrose, sodium chloride, magnesium chloride, sodium lactate, and the like. Electrolytes can be used.

Examples of the humectant include protein, mucopolysaccharide, collagen, and elastin.
Examples of oil agents include animal oils, vegetable oils, synthetic oils, and more specifically, hydrocarbon oils, fats and oils, regardless of properties such as solid oils, semi-solid oils, liquid oils, and volatile oils. , Hardened oil, ester oil, fatty acid, higher alcohol, silicone oil, fluorine-based oil, lanolin derivative, oily gelling agent and the like.
As the surfactant, any surfactant can be used as long as it is generally used in cosmetics.

As a thickener, water-soluble such as guar gum, sodium chondroitin sulfate, sodium hyaluronate, gum arabic, sodium alginate, carrageenan, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, carboxyvinyl polymer, polyvinyl alcohol, polyvinylpyrrolidone, sodium polyacrylate Examples thereof include polymers.
The powder is not particularly limited by the shape of a plate, spindle, needle, sphere, etc., the particle structure such as porous or nonporous, the particle diameter, etc., and is not limited by inorganic powder, glitter powder, laminated film In addition, various powders such as organic powders, pigment-based powders, and composite powders can be used. Further, these powders may be subjected to a surface treatment by a known method using a fluorine compound, a silicone-based oil agent, a metal soap, a wax, a surfactant, an oil, a hydrocarbon, or the like.

  The film forming agent is in the form of an emulsion polymer such as an alkyl (meth) acrylate copolymer, and the pH adjuster is an antioxidant such as α-hydroxy acids such as lactic acid and citric acid and salts thereof, edetates, etc. Examples of the agent include α-tocopherol, butylhydroxytoluene, and ascorbic acid. Examples of the preservative include paraoxybenzoic acid ester and phenoxyethanol.

  The form of the cosmetic is not particularly limited, and various forms such as a solution system, a solubilization system, an emulsification system, an oil system, an aqueous system, or a two-layer type or a three-layer type having both of them can be used. Examples of cosmetics include skin care cosmetics, hair cosmetics, makeup cosmetics, and the like, and skin care cosmetics are preferred. When preparing a skin care cosmetic, an aqueous dosage form such as lotion, milky lotion, cream or the like is particularly preferable for effective expression of the blended active ingredient. When the oil-in-water fine emulsion composition according to the present invention is blended in cosmetics, it is appropriately selected according to the dosage form.

Hereinafter, the present invention will be described more specifically, but the present invention is not limited to the following.
First, the composition (mass%) shown in Table 1 was used to examine the emulsified particle diameter, the feeling in use, and the stability during the preparation of a lotion containing an oil-in-water emulsion composition.
The method for producing the lotion and the evaluation items are as follows.
Production Method (1) The components (A) to (F), (B ′) and (E ′) in the table are dissolved or dispersed at a temperature of 70 ° C. or higher. To the mixture, the aqueous component (G) was gradually added while stirring the system while maintaining a temperature of 70 ° C. or higher to obtain an oil-in-water emulsion composition.
(2) After adding an aqueous formulation to this emulsified composition at 70 ° C. and cooling, a lotion for each test example was obtained.

Emulsified particle size (1) The emulsion particles of the oil-in-water emulsion obtained after the step (in the table, referred to as the emulsion particle size after the step (1)) and the emulsion particles after the preparation of the lotion (in the table, (2 The measurement of the particle diameter of the emulsified particles after the step) was carried out by the light scattering method. The apparatus used was F-PAR-1000 (manufactured by Otsuka Electronics Co., Ltd.).
The feeling of use The obtained feeling of use of the lotion was tested as follows. Twenty female panels performed sensory evaluation on the usability of the skin lotion immediately after preparation, and evaluated it according to the following criteria.
a: 16 or more panels that feel familiar to the skin and have a sense of penetration.
b: 10 to 15 panels that are well-familiar with the skin and feel a penetration feeling.
c: 6 to 9 panel members who felt that they were well-familiar with the skin and provided a sense of penetration.
d: No more than 5 panels feel familiar to the skin and provide a sense of penetration.

Stability (2) The stability of the skin lotion obtained after the step was determined according to the following criteria after being stored for 1 month under the temperature test conditions of 0 ° C., room temperature, 37 ° C. and 50 ° C.
a: No abnormality such as separation or appearance change is observed.
b: Although some separation is observed, the original state is restored by shaking.
c: Separation is observed.
d: Separation and creaming are observed.

As is clear from the results in Table 1 above, the skin lotion using the oil-in-water emulsion composition in which the conventional oil-soluble drug is not blended (Test Example 3) is excellent in both stability and feel in use. When an oil-soluble drug is further blended using the same composition (Test Example 4), the stability at a temperature higher than room temperature tends to be slightly inferior.
Therefore, even if the type of oil was changed in order to improve the solubility of the oil-soluble drug in the oil, problems remained in stability (Test Example 2).
On the other hand, when the type of surfactant used was changed to polyoxyethylene phytosterol as in Test Example 5, the formation of a layered structure that was not found in conventional emulsified particles was confirmed in the micrograph, and the stability was slightly improved. There was an upward trend. Thus, as in Test Example 1, when (A) ester oil, (B) higher fatty acid, and (C) higher alcohol were combined as the oil and a lotion was prepared using polyoxyethylene phytosterol as the surfactant, A skin lotion having good stability at high temperatures even when a drug was added was obtained. Furthermore, in Test Example 1, formation of a layered structure was confirmed. In Test Example 2, formation of the layered structure was not confirmed.

Moreover, when the compounding quantity of a nonionic surfactant is increased without blending the POE / POP copolymer commonly contained in Test Examples 1 to 4, both the stability and the feeling in use are inferior. (Test Example 6). Even when hydrogenated soybean phospholipid was blended in place of the POE / POP copolymer, a sufficiently satisfactory result was not obtained (Test Example 7).
From the above results, the oil-in-water type finely emulsified composition containing the oil-soluble drug becomes different in the liquid crystal state of the inner oil phase when a specific surfactant is used, which is the stability of the composition. It was suggested that it affects the
Subsequently, the amount of the specific surfactant was examined. The results are shown in Table 2 below.

As is clear from the results in Table 2 above, when the blending amount of (D) polyoxyethylene (30 mol) phytosterol ether exceeds 1.0% by mass with respect to the total amount of components (A) to (G), It is clear that the stability is excellent. However, as in Test Example 13, when the content was 15% by mass or more, there was a tendency that the feeling of stickiness increased in use feeling.
In addition, even when the blending ratio of (D) polyoxyethylene (30 mol) phytosterol ether is appropriate in the composition, it is stable when the blending amount of (E) POE / POP copolymer is small. In addition, it was inferior in both the use feeling (Test Example 14).
Furthermore, the present inventors recognized that the combination of oil components is also important, and continued to study the oil content. The results are shown in Table 3 below.

  As is clear from the results in Table 3 above, overall stability and feel in use were confirmed in the composition containing (A) ester oil, (B) higher fatty acid, and (C) higher alcohol. Among these, particularly in Test Example 15, excellent stability was observed even at high temperatures.

Examples according to the present invention will be specifically described below. In addition, the numerical value in prescription is the mass% with respect to the final cosmetics composition using the oil-in-water type fine emulsion composition concerning this invention. However, the present invention is not limited to the following.
Formulation Example 1: Cloudy lotion (formulation component) (mass%)
(1) Glyceryl diisostearate 0.15
(2) Isostearic acid 0.5
(3) Isostearyl alcohol 0.6
(4) POE (30 mol) phytosterol 0.3
(5) POE (14 mol) · POP (7 mol) dimethyl ether 1.5
(Random type)
(6) Acetyl sphinganine 0.1
(7) Ion exchange water 1.5
(8) Ethanol 5.6
(9) 1,3-butylene glycol 7.8
(10) Glycerin 4.8
(11) Diglycerin 0.4
(12) Methylparaben 0.15
(13) The balance of ion-exchanged water (production method)
(1) to (6) were mixed at 70 ° C., and (7) was added thereto at 70 ° C. with stirring, followed by cooling to obtain an oil-in-water fine emulsion composition. Separately from this, the oil-in-water fine emulsion composition was added to an aqueous formulation in which (8) to (13) were mixed at 70 ° C. with stirring, and then cooled to obtain a desired cloudy lotion. .

Formulation Example 2: Cloudy lotion (formulation component) (mass%)
(1) Glyceryl diisostearate 0.25
(2) Isostearic acid 0.5
(3) Isostearyl alcohol 0.6
(4) POE (30 mol) phytosterol 0.3
(5) POE (14 mol) · POP (7 mol) dimethyl ether 1.5
(Random type)
(6) Coenzyme Q10 0.03
(7) Ion exchange water 1.5
(8) Ethanol 5.6
(9) 1,3-butylene glycol 7.8
(10) Glycerin 4.8
(11) Diglycerin 0.4
(12) Methylparaben 0.15
(13) The balance of ion-exchanged water (production method)
(1) to (6) were mixed at 70 ° C., and (7) was added thereto at 70 ° C. with stirring, followed by cooling to obtain an oil-in-water fine emulsion composition. Separately from this, the oil-in-water fine emulsion composition was added to an aqueous formulation in which (8) to (13) were mixed at 70 ° C. with stirring, and then cooled to obtain a desired cloudy lotion. .

Formulation Example 3: Cloudy lotion (formulation component) (mass%)
(1) Glyceryl diisostearate 0.15
(2) Isostearic acid 0.5
(3) Isostearyl alcohol 0.6
(4) POE (20 mol) phytosterol 0.3
(5) POE (14 mol) · POP (7 mol) dimethyl ether 1.5
(Random type)
(6) Octyl methoxycinnamate 0.1
(7) Ion exchange water 1.5
(8) Ethanol 5.6
(9) 1,3-butylene glycol 7.8
(10) Glycerin 4.8
(11) Diglycerin 0.4
(12) Phenoxyethanol 0.15
(13) The balance of ion-exchanged water (production method)
(1) to (6) were mixed at 70 ° C., and (7) was added thereto at 70 ° C. with stirring, followed by cooling to obtain an oil-in-water fine emulsion composition. Separately from this, the oil-in-water fine emulsion composition was added to an aqueous formulation in which (8) to (13) were mixed at 70 ° C. with stirring, and then cooled to obtain a desired cloudy lotion. .

Formulation Example 4: Cosmetic liquid (formulation component) (mass%)
(1) Glyceryl diisostearate 0.45
(2) Isostearic acid 1.5
(3) Isostearyl alcohol 1.8
(4) POE (30 mol) phytosterol 0.9
(5) POE (14 mol) · POP (7 mol) dimethyl ether 4.5
(Random type)
(6) Ascorbic acid glucoside 1.5
(7) Ion exchange water 1.5
(8) Ethanol 5.0
(9) 1,3-butylene glycol 5.0
(10) Glycerin 5.0
(11) Phenoxyethanol 0.5
(12) Carboxyvinyl polymer 0.2
(13) Caustic potash 0.26
(14) Trisodium edetate 0.01
(15) The balance of ion-exchanged water (production method)
(1) to (6) were mixed at 70 ° C., and (7) was added thereto at 70 ° C. with stirring, followed by cooling to obtain an oil-in-water fine emulsion composition. Separately from this, the oil-in-water fine emulsion composition was added to an aqueous formulation in which (8) to (15) were mixed at 70 ° C. with stirring, and then cooled to obtain a desired cosmetic liquid.

Formulation Example 5: Cosmetic liquid (formulation component) (mass%)
(1) Glyceryl diisostearate 0.25
(2) Isostearic acid 0.5
(3) Isostearyl alcohol 0.6
(4) POE (30 mol) phytosterol 0.3
(5) POE (14 mol) · POP (7 mol) dimethyl ether 1.5
(Random type)
(6) Coenzyme Q10 0.01
(7) Ion exchange water 1.5
(8) Ethanol 5.0
(9) 1,3-butylene glycol 5.0
(10) Glycerin 7.0
(11) Phenoxyethanol 0.5
(12) Carboxyvinyl polymer 0.2
(13) 2-Amino-2-methyl-1,3-propanediol 0.15
(14) Trisodium edetate 0.01
(15) The balance of ion-exchanged water (production method)
(1) to (6) were mixed at 70 ° C., and (7) was added thereto at 70 ° C. with stirring, followed by cooling to obtain an oil-in-water fine emulsion composition. Separately from this, the oil-in-water fine emulsion composition was added to an aqueous formulation in which (8) to (15) were mixed at 70 ° C. with stirring, and then cooled to obtain a desired cosmetic liquid.

It is an electron micrograph figure of the inner oil phase of the oil-in-water type fine emulsion composition concerning the present invention. It is the figure which showed the result of having measured the oil-in-water type fine emulsion composition concerning this invention with the differential scanning calorimeter (DSC). (E) It is the figure which showed the correlation of the compounding quantity of polyoxyethylene and a polyoxypropylene random copolymer dialkyl ether, and phase inversion temperature.

Claims (10)

(A) ester oil,
(B) a higher fatty acid,
(C) higher alcohol,
(D) polyoxyethylene phytosterol,
(E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether,
(F) oil-soluble drug,
(G) an aqueous component,
Containing the door,
The inner oil phase includes a layered structure composed of a liquid crystal and / or a surfactant substance,
An oil-in-water fine emulsion composition characterized by the above.   The oil-in-water fine emulsion composition according to claim 1, wherein (A) the ester oil contains at least glyceryl diisostearate.   The oil-in-water fine emulsion composition according to claim 1 or 2, wherein (B) at least isostearic acid is included as a higher fatty acid.   The oil-in-water fine emulsion composition according to any one of claims 1 to 3, wherein (C) at least isostearyl alcohol is included as a higher alcohol.   The oil-in-water fine emulsion composition according to any one of claims 1 to 4, wherein (F) the oil-soluble drug is a whitening agent, an anti-skin roughening agent, an ultraviolet absorber, an anti-inflammatory agent, vitamins, and an antioxidant. An oil-in-water type fine emulsion composition, which is one or more selected from the group consisting of:   The oil-in-water fine emulsion composition according to any one of claims 1 to 5, wherein (E) the polyoxyethylene polyoxypropylene random copolymer dialkyl ether is a polyoxyethylene polyoxypropylene random copolymer dimethyl ether. An oil-in-water fine emulsion composition characterized by the above. The oil-in-water type fine emulsion composition according to claim 1 , wherein the surfactant substance is (D) polyoxyethylene phytosterol and / or (E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether. An oil-in-water fine emulsion composition characterized by the above. The oil-in-water fine emulsion composition according to any one of claims 1 to 7 , wherein the emulsion particle diameter of the inner oil phase is 50 to 1000 nm. (A) ester oil,
(B) a higher fatty acid,
(C) higher alcohol,
(D) polyoxyethylene phytosterol,
(E) polyoxyethylene polyoxypropylene random copolymer dialkyl ether,
(F) oil-soluble drug,
(G) an aqueous component,
And containing
The inner oil phase includes a layered structure composed of a liquid crystal and / or a surfactant substance,
In the method for producing an oil-in-water fine emulsion composition characterized by:
The step of dissolving or dispersing the oily component containing (A) to (F) at a temperature of 70 ° C. or higher, and mixing while adding the (G) aqueous component to the oily mixture while maintaining the temperature of 70 ° C. or higher. And a step of stirring. A method for producing an oil-in-water fine emulsion composition, comprising: Cosmetics containing the oil-in-water type fine emulsion composition in any one of Claims 1-8 .