JP5398059B2 - Composite emulsifier form composition - Google Patents

Description

  The present invention relates to an emulsified composition suitable for an external preparation for skin, and more particularly to a composition in the form of a complex emulsifier for external preparation for skin useful for aligning and distributing various active ingredients according to the purpose.

  In the external preparation for skin, the emulsifier form is an excellent preparation form having an advantage that both an oil-soluble active ingredient and a water-soluble active ingredient can be carried because an aqueous phase and an oil phase exist. However, the orientation distribution properties differ depending on the active ingredient, and it is preferable to adjust them. However, in the usual emulsifier form, there are only two means of inclusion in the continuous phase or inclusion in the dispersed phase. Adjustment was difficult. In view of such a point, attempts have been made to compound the emulsified state and control the orientation / distribution (see, for example, Patent Document 1, Patent Document 2, and Patent Document 3). However, any of these complex emulsifier forms is a form in which emulsified droplets are dispersed in a continuous phase, and there is no difference between dispersed emulsified droplets. Therefore, from the viewpoint of orientation / distributability, the possibility of selecting two types becomes three, and it can be said that only one type has been added. It can be said that the development of a means for increasing the diversity of dispersed droplets for controlling the orientation and distribution of various active ingredients has been desired. In addition, increasing the diversity of dispersed droplets means that the skin condition is diversified, and the needs for changing the characteristics of cosmetics to be used for each individual are increasing (for example, Patent Document 4, Patent It is expected to be a technology that makes an excellent contribution to the personal characteristics of cosmetics.

  On the other hand, it is known that an organically modified clay mineral has an oil phase thickener, a water-in-oil emulsifier-type stabilizing action resulting from the thickening action, and the like (for example, Patent Document 6 and Patent Document 7). See). Further, it is known that a fatty acid ester of polyethylene glycol having an average addition mole number of 100 or more is a suitable surfactant for preparing an oil-in-water emulsion composition (for example, Patent Document 8 and Patent Document 9). reference). However, 1) a composition obtained by dispersing a water-in-oil emulsion in an aqueous carrier containing a fatty acid ester of polyethylene glycol (average polymerization degree 100 to 300) is not known, and such a composition is used as an aqueous phase. Also, there is no known composite emulsion composition in which oil droplets are further dispersed. In addition, it is not known at all that the composite emulsion composition having such a configuration is excellent in the orientation and distribution of the active ingredient, particularly the water-soluble active ingredient.

JP 2008-208128 A JP 2007-45840 A JP 2003-48810 A JP 2001-233731 A JP-A-2005-270116 JP 2008-247785 A JP 2005-200329 A JP 2007-191408 A JP 2007-191406 A

  The present invention has been made under such circumstances, and an object of the present invention is to provide an emulsified composition excellent in controlling the orientation and distribution of various active ingredients.

In view of such circumstances, the present inventors sought an emulsion composition excellent in controlling the orientation and distribution of various active ingredients, and as a result of intensive research efforts, 1) polyethylene glycol (average polymerization) 100% to 300) of an aqueous carrier containing a fatty acid ester, 2) a composite emulsion composition in which a composition obtained by dispersing a water-in-oil emulsion is used as an aqueous phase, finds such characteristics and completes the invention. It came to. That is, the present invention is as follows.
<1> An oil-in-water / water-in-oil-in-water composite emulsion composition comprising an aqueous carrier in which a water-in-oil emulsion is dispersed, and an oil phase dispersed therein. Is an oil-in-water / water-in-oil-in-water composite emulsion composition comprising a fatty acid ester of polyethylene glycol (average degree of polymerization 100 to 300).
<2> The composition according to <1>, wherein the water-in-oil emulsion contains an active ingredient in an aqueous phase thereof.
<3> The composition according to <1> or <2>, wherein the water-in-oil emulsion contains an organically modified clay mineral.
<4> A water-in-oil emulsion containing an organically modified clay mineral is prepared in advance and dispersed in an aqueous carrier containing a fatty acid ester of polyethylene glycol (average polymerization degree 100 to 300), and then an oil phase is added. A method for producing an oil-in-water / water-in-oil-in-water composite emulsion composition characterized by dispersing oil droplets.

  According to the present invention, it is possible to provide an emulsified composition excellent in controlling the orientation and distribution of various active ingredients.

<1> Polyethylene glycol fatty acid ester which is an essential component of the composite emulsion composition of the present invention The composite emulsion composition of the present invention comprises a polyethylene glycol fatty acid ester having an average degree of polymerization of 100 to 300 as an essential component. And The polyethylene glycol moiety constituting the component is preferably 100 to 300, more preferably 120 to 200, in terms of the degree of polymerization of polyoxyethylene. The fatty acid residue is not particularly limited, but is preferably a saturated or unsaturated fatty acid having 10 to 30 carbon atoms and may have a branch. The ester may be either a monoester having a fatty acid residue on one side of polyethylene glycol or a diester having a fatty acid residue on both sides, and is particularly preferably a monoester. Specifically, lauric acid residue, myristic acid residue, palmitic acid residue, stearic acid residue, behenic acid residue, oleic acid residue, linoleic acid residue, linolenic acid residue, isostearic acid residue, Preferred examples include octyldodecanoic acid residues. Particularly preferred is a stearic acid residue. As a particularly preferred compound, polyethylene glycol (150) monostearate or polyethylene glycol (150) distearate can be exemplified. Some of these components are already on the market, and such commercial products can be purchased and used. As commercial products, Nikkor CMS6000 (polyethylene glycol (150) monostearate ester; manufactured by Nippon Surfactant Co., Ltd.), Nikkor CDS6000 (polyethylene glycol (150) distearate ester; manufactured by Nippon Surfactant Co., Ltd.), Emarex 6300MST (polyethylene glycol) (150) monostearic acid ester; manufactured by Nippon Emulsion Co., Ltd.). This component is preferably 0.1 to 10% by mass, and more preferably 0.5 to 5% by mass with respect to the total amount of the composite emulsion composition. Moreover, it is preferable that it is 1-30 mass% with respect to the water-in-oil emulsion composition of a postscript, and it is more preferable that it is 5-20 mass%. By employing such a surfactant, the water-in-oil emulsion composition can be uniformly and stably dispersed in the aqueous carrier. Because of such stability, a stable complex emulsion composition can also be prepared .

<2> Aqueous Carrier Containing Polyethylene Glycol Fatty Acid In the composite emulsion composition of the present invention, the polyethylene glycol fatty acid ester having an average polymerization degree of 100 to 300 is contained in an aqueous carrier. The aqueous carrier having such a structure should serve as a dispersion medium for stably dispersing both the emulsified droplets composed of the water-in-oil emulsion composition and the oil droplets composed of the oil phase. It can contain water-soluble ingredients that are used in skin preparations such as paints. Examples of such water-soluble components include polyhydric alcohols such as 1,3-butanediol, glycerin, diglycerin, dipropylene glycol, polyethylene glycol, 1,2-pentanediol, 1,2-hexanediol, and isoprene glycol. Suitable examples include thickening components such as xanthan gum, quince extract, carboxyvinyl polymer that may be alkyl-modified, phospholipids such as lecithin, hydrogenated lecithin, hydroxylated lecithin, and lysolecithin, and antiseptic components such as phenoxyethanol and paraben. In addition, surfactants that do not belong to the essential components can be contained within the range not impairing the effects of the present invention. As a preferable form, the content of the surfactant other than the essential surfactant is 0.1% by mass or less, more preferably a form that does not substantially contain. In order to prevent coalescence of oil droplets and water-in-oil emulsified droplets, it is preferable to contain a phospholipid to strengthen the interface, and more preferably to include lecithin hydroxide. The content of such phospholipid is preferably 0.01 to 1% by mass and more preferably 0.05 to 0.5% by mass with respect to the total amount of the composite emulsion composition. Moreover, it is preferable that it is 0.1-3 mass% with respect to the water-in-oil emulsion composition of a postscript, and it is more preferable that it is 0.5-2 mass%. The aqueous carrier, which is an essential component of the composition of the present invention having such a component structure, can stably disperse water-in-oil emulsified droplets in the same manner as oil droplets. Can coexist stably. This characteristic means that the water-in-oil-in-water emulsion composition having the same aqueous carrier as a continuous phase and the oil-in-water emulsion composition can be stably mixed at an arbitrary ratio, and the diversity of the emulsion composition is remarkably increased. It can be improved. Such diversity means that it is possible to respond by changing the mixing ratio of the water-in-oil-in-water emulsion composition and the oil-in-water emulsion composition according to the skin characteristics of the individual. When the composition of the present invention is used for the purpose of diversifying the formulation, it belongs to the technical scope of the present invention.

<3> Water-in-oil emulsion to be dispersed in aqueous carrier of the present invention In the composition of the present invention, the water-in-oil emulsion to be dispersed in the aqueous carrier is in the field of topical skin preparations such as cosmetics. In water, a water-in-oil emulsion prepared by a conventional technique can be used, but an organically modified clay mineral such as distearyldimonium chloride modified hectorite (for example, “Benton 38V” manufactured by Elementis Co., Ltd.) A water-in-oil emulsified composition using the is preferred. This is preferable in the emulsion composition having such a configuration because the oil phase interface is strong and coalescence with coexisting oil droplets can be avoided more. Such a water-in-oil emulsion contains 0.1 to 10% by mass, more preferably 0.5 to 5% by mass of an organically modified clay mineral, based on the total amount of the water-in-oil emulsion, and if desired, polyethylene oxide or A polyether-modified silicone such as dimethicone modified with polypropylene oxide or the like is contained in an amount of 0.1 to 10% by mass, more preferably 1 to 5% by mass, based on the total amount of the water-in-oil emulsion. In such a water-in-oil emulsion, the inner aqueous phase contains an active ingredient, especially a herbal extract extracted or diluted with an aqueous carrier, an aqueous active ingredient such as a water-soluble polymer, a glycoside, etc. Is preferred. Such an aqueous active ingredient is usually inhibited by the skin barrier function and is difficult to absorb percutaneously. However, by incorporating it in the inner aqueous phase of such a water-in-oil emulsified droplet, the transdermal absorbability is improved. However, the manifestation of the effect becomes remarkable. As such an active ingredient, for example, an extract of herbal medicine, for example, kujin extract, yarrow extract, cornflower extract, hypericum extract, mugwort extract, assembly extract, rosemary extract, birch extract, Koki extract, camellia extract, marjoram extract, sweet marjoram extract, oregano extract, bacmond extract, clove extract, korai ginseng extract, auren extract, arnica extract, mulberry extract, chamomile extract, Extracts from fermented cereals such as rice, soy protein extract and the like can be preferably exemplified, and if it is a water-soluble polymer, polymethacryloyl lysine, polymethacryloyloxyethyl phosphorylcholine, methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer, Methacryloyl Preferred examples include (meth) acrylic acid-based polymers having a bio-like structure such as xylethylphosphorylcholine / stearyl methacrylate copolymer and polyglycosyl ethyl methacrylate, and as long as glycosides, ascorbic acid glucoside and / or salt, glycyrrhizic acid And / or a salt, arbutin and / or a salt, soybean isoflavone glycoside and the like. Such components are preferably contained in an effective amount at a concentration in the recorrecting agent. In the water-in-oil emulsion, each component is contained in an amount of 0.001 to 10% by mass based on the total amount of the water-in-oil emulsion. It is preferable to make it contain, and it is preferable to make it contain 0.01-5 mass%.

<4> Composite Emulsion Composition of the Present Invention The composite emulsion composition of the present invention is characterized in that emulsified droplets of the water-in-oil emulsion and oil droplets coexist on the aqueous carrier. Such a composite emulsion composition can be prepared , for example, by the method listed below. In any production method, a stable composite emulsion composition can be obtained by taking a continuous constitution of the aqueous carrier of the present invention. It becomes a thing. Among them, the preparation method 2 is particularly preferable because coalescence of oil droplets and water-in-oil emulsified droplets hardly occurs and dispersion stability of water-in-oil emulsified droplets is easily obtained.

( Preparation method 1) An oil phase is added to the aqueous carrier to prepare an oil-in-water emulsion, and a water-in-oil emulsion prepared in advance is added thereto to form a composite emulsion composition .

( Preparation Method 2) An oil phase is added to the aqueous carrier to prepare an oil-in-water emulsion, and a water-in-oil emulsion droplet in which the water-in-oil emulsion previously prepared is separately dispersed in the aqueous carrier. A dispersed aqueous carrier is mixed to obtain a composite emulsion composition.

( Preparation method 3) An oil-in-water emulsion is prepared in advance (the continuous phase is different from the aqueous carrier of the present invention), and the essential components have been prepared separately to be the aqueous carrier at a final concentration separately. A water-in-oil emulsion-dispersed aqueous carrier in which a water-in-oil emulsion prepared in advance is dispersed in an aqueous carrier is mixed to obtain a composite emulsion composition.

In the composite emulsion composition of the present invention, in addition to the above-mentioned components, any component that is usually used in an external preparation for skin and an emulsion composition can be contained. Examples of such optional components, e.g., macadamia nut oil, Abou transient oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower over oil, cottonseed oil, jojoba oil, coconut oil, palm oil Oils such as liquid lanolin, hydrogenated palm oil, hydrogenated oil, molasses, hydrogenated castor oil, beeswax, candelilla wax, carnauba wax, ibota wax, lanolin, reduced lanolin, hard lanolin, jojoba wax, waxes , liquid paraffin, squalane, pristane, ozokerite, paraffin, ceresin, vaseline, hydrocarbons such as microcrystalline wax, oleic acid, isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, higher fatty acids such as undecylenic acid, Sechiruaruko Lumpur, stearyl alcohol, Isosuteari Alcohol, behenyl alcohol, octyl dodecanoate Lumpur, myristyl alcohol, higher alcohols such as cetostearyl alcohol, cetyl isooctanoate, isopropyl myristate, isostearate hexyl decyl, diisopropyl adipate, sebacic acid di-2-ethylhexyl, cetyl lactate, diisostearyl malate, di-2-ethyl hexanoate of ethylene glycol, neopentyl glycol dicaprate, glyceryl di-2-heptylundecanoate, tri-2-ethylhexanoate glycerin , tri-2-ethylhexanoate trimethylol over trimethylolpropane triisostearate trimethylol over trimethylolpropane, synthetic ester oils such as tetra-2-ethylhexanoate pentane pentaerythritol, dimethyl polysiloxane, methylphenyl Rokisan, linear polysiloxanes such as diphenyl polysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, cyclic polysiloxanes such as dodeca methylcyclohexane siloxane, amino-modified polysiloxane, polyether chromatography ether-modified polysiloxane, alkyl-modified polysiloxane , oils such silicone oils of modified polysiloxanes and fluorine-modified polysiloxane, potassium lauryl sulfate, an anionic surfactant such as alkyl sulfate triethanol over Ruamin'e over ether, stearyl trimethyl ammonium chloride, benzalkonium chloride, laurylamine Cationic surfactants such as oxides , imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc. ), Betaine surfactants (alkyl betaines, amido betaines, sulfobetaine and the like), amphoteric surfactants such as acyl methyl taurine, sorbitan fatty acid esters (sorbitan monostearate over preparative, sorbitan sesquioleate etc.), glycerol fatty acids (glycerol monostearate, etc.), propylene glycol fatty acid esters (monostearate propylene glycol, etc.), hardened castor oil derivatives, glycerin alkyl error over ether, POE sorbitan fatty acid esters (POE sorbitan monooleate over preparative monostearate polyoxyethylated sorbitan, etc.), POE sorbitol fatty acid esters (POE over sorbit monolaurate over preparative etc.), POE glycerol fatty acid esters (POE- glyceryl monoisostearyl array over preparative etc.), POE fatty Ester compounds (polyethylene glycol Rumonoore over preparative, POE Jisuteare over preparative etc.), POE alkyl ether over ethers (POE2- octyldodecyl error over ether, etc.), POE alkyl phenyl et chromatography ethers (POE nonylphenyl error over ether, etc.), Pluronic type compounds, POE-POP alkyl ether over ethers (POE-POP2- decyltetradecyl et chromatography ether, etc.), Tetronic acids, POE castor oil and hardened castor oil derivatives (POE castor oil, POE hardened castor oil, etc.), sucrose sugar fatty acid esters, nonionic surfactants such as alkyl glucoside, polyethylene glycol, glycerin, 1,3-butylene glycol, Erisurito Lumpur, sorbitol Lumpur, xylitol Lumpur, multitrack Lumpur, propylene glycol Le, dipropylene glycol, diglycerin, isoprene glycolate Le, 1,2-pentanediol Lumpur, 2,4 hexanediol Lumpur, 1,2 hexanediol Lumpur, polyhydric alcohol such as 1,2 Okutanjio Lumpur, sodium pyrrolidone carboxylic acid, lactic acid, lactic acid Moisturizing ingredients such as sodium , surface may be treated, powders such as mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, anhydrous silicic acid (silica), aluminum oxide, barium sulfate , surface May be treated, bengara, yellow iron oxide, black iron oxide, cobalt oxide, ultramarine, bitumen, titanium oxide, zinc oxide inorganic pigments , surface may be treated, titanium mica, fish phosphorus foil , Pa Lumpur agent such as bismuth oxychloride, Les chromatography vaporization is good red No. 202 even if the red No. 228, red No. 226, yellow No. 4, blue No. 404, yellow No. 5, red 50 Organic dyes such as No. 5, Red No. 230, Red No. 223, Orange No. 201, Red No. 213, Yellow No. 204, Yellow No. 203, Blue No. 1, Green No. 201, Purple No. 201, Red No. 204 , polyethylene powder , polymethyl methacrylate, nylon powder, organic powders such as organopolysiloxane elastomers, para-aminobenzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid ultraviolet absorbers, cinnamic acid UV absorbers, benzophenone system ultraviolet absorber, a sugar-based ultraviolet absorber, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, 4-methoxy-4'-t-butyl-dibenzo yl ultraviolet absorbers such as methane , ethanol, lower alcohols such as isopropanol Lumpur, vitamin a or its derivatives, vitamin B ₆ hydrochloride, vitamin B ₆ tri Rumite over DOO, vitamin B ₆ Jiokutanoe over preparative, vitamin B ₂ or derivatives thereof, vitamin B such as vitamin B _12, vitamin B ₁₅ or a derivative thereof, alpha-tocopherol Lumpur, beta-tocopherol Lumpur, .gamma. tocopherol chromatography Le, vitamin E such as vitamin E Asete over preparative, vitamin D, vitamin H, pantothenic acid, pantethine, vitamins pyrroloquinoline quinone such like, antibacterial agents such as phenoxyethanol Lumpur, and clay minerals such as hectorite Preferred examples can be given. The composite emulsion composition of the present invention can be produced by assigning these to the charged sites according to a conventional method and processing according to the method described above.

  The composite emulsion composition of the present invention thus obtained is preferably applied to external preparations for skin such as cosmetics and external preparations for skin because of excellent transdermal permeability of the active ingredient. Particularly preferred are cosmetics, which are suitably applied to skin-beautifying cosmetics, whitening cosmetics and the like.

  Hereinafter, the present invention will be described in more detail with reference to examples.

  In accordance with the formulation shown below, a cosmetic which is a composite emulsion composition of the present invention was produced. That is, each of the ingredients i, b, and c is heated to 80 ° C., and b is gradually added to a while stirring to form a primary emulsified oil-in-water emulsion. In addition, secondary emulsification was carried out to obtain a diversified dispersion diversification type composite emulsifier type in which water-in-oil-in-water / oil-in-water mixed. This was stirred and cooled to obtain Cosmetic 1 as the cosmetic of the present invention.

＊ 中間油中水乳液１

（製法）イ、ロを８０℃で加熱溶解させ、非溶解分を良く攪拌して均一に為し、攪拌下イにロを徐々に加えて、乳化を行い、中間油中水乳液１を得た。
アルニカ抽出物は、ヨーロッパを原産とするキク科アルニカ属アルニカの抽出物であり、この植物は現代では世界各国で栽培され、本願発明では日本での栽培品を購入し用いて抽出物を作成した。
オウレン抽出物は、中国中南部原産であり、古くより日本でも栽培されている、キンポウゲ科オウレン属の植物の内、日本で栽培されているものを購入し抽出物を作成した。
クジン抽出物は、中国原産のクジン（S. flavescens）の日本での変種クララ（S. flavescens var. angustifolia）を購入し、作成した。
セイヨウノコギリソウ抽出物は、ヨーロッパ原産のキク科セイヨウノコギリソウ（Achillea millefolium L）の乾燥物を購入し、作成した。
オトギリソウ抽出物は、日本、韓国、中国を原産とするオトギリソウ科オトギリソウ属の植物（Hypericum erectum Thunb.）の抽出物であり、抽出物作成には日本に自生するものを購入し用いて作成した。
シラカバ抽出物は、ロシアを原産とするカバノキ科シラカンバ（Betula platyphylla Sukatchev var. japonica Hara）の日本へ移植され、定着した植物を購入し用いて作成した。
ローズマリー抽出物は、南欧原産のシソ科ローズマリー（Rosmarinus officinalis L）の日本へ移植され、繁殖したものを購入し用いて作成した。
ツボクサ抽出物は、インド原産のセリ科ツボクサ属の植物（Centella asiatica (L.)）の日本への渡来、繁殖したものを用いて作成した。
チョウジ抽出物は、モルッカ諸島原産のフトモモ科チョウジの花蕾の乾燥物の抽出物であり、フトモモ科チョウジの花蕾の乾燥物はニューギニア産のものを購入し用いて、作成した。

* Water-in-oil emulsion 1

(Manufacturing method) A and B are heated and dissolved at 80 ° C., the non-dissolved portion is well stirred to make it uniform, and B is gradually added to A while stirring to emulsify to obtain water-in-oil emulsion 1 It was.
Arnica extract is an extract of Arnica genus Arnica that originated in Europe, and this plant is currently cultivated in various countries around the world, and in the present invention, an cultivated product was purchased and used in Japan. .
Auren extract is native to central and southern China, and among the plants belonging to the genus Auranthaceae, which has been cultivated in Japan for a long time, the plant was cultivated in Japan to make an extract.
The kujin extract was prepared by purchasing a variety of Chinese varieties (S. flavescens var. Angustifolia) in Japan.
Achillea millefolium extract was prepared by purchasing a dried product of Achillea millefolium L from Europe.
Hypericum extract is an extract of Hypericum erectum Thunb. (Hypericum erectum Thunb.) Native to Japan, Korea, and China. The extract was made by purchasing and using a native plant in Japan.
The birch extract was made by purchasing and using a plant that had been transplanted to Japan in the birch (Betula platyphylla Sukatchev var. Japonica Hara) native to Russia.
The rosemary extract was made by purchasing and using a plant that was transplanted and bred to Japan of Rosmarinus officinalis L native to Southern Europe.
The camellia extract was made from the indigenous genus Cerellaceae (Centella asiatica (L.)) native to India.
The clove extract is an extract of the dried floret of the Myrtaceae clove that originated from the Molucca Islands.

  In order to compare properties with the cosmetic 1, a comparative example 1 in the form of an oil-in-water emulsifier without changing the composition was also produced. That is, both a and b were heated to 80 ° C., and b was gradually added and emulsified with stirring to homogenize the particles, followed by stirring and cooling to obtain Comparative Example 1.

<Test Example 1>
Select clove extract as a control active ingredient, use Eugenol as an index, set Franz cell with Millipore filter as septum, fill 40% polyethylene glycol (average molecular weight 400) aqueous solution on the receptor side, and place 10 mg / cm2 of specimen on the filter. The amount of movement from the filter in one hour to the 40% polyethylene glycol aqueous solution on the acceptor side in 24 hours was measured by HPLC analysis using an absolute calibration curve method. The results are shown in Table 3 as a percentage of the total amount transferred relative to the dose. From this, it can be seen that the cosmetic 1 which is the composite emulsion composition of the present invention is excellent in the percutaneous permeation promoting property of the active ingredient. This is considered to be because the stability of the water-in-oil emulsion in the aqueous carrier is excellent.
(HPLC conditions)
Column: ODS 4.6 × 150 mm, column temperature: 40 ° C., detection: ultraviolet part 280 nm, mobile phase: 50% acetonitrile aqueous solution, flow rate 1 ml / min

  Cosmetic 2 was prepared with the same formulation as cosmetic 1 but with the active ingredient blending phase changed to the outermost phase. The permeability of Cosmetic 2 and Comparative Example 1 was compared with the procedure of Test Example 1 at 6 hours after administration. Also here, it was confirmed that the composite emulsion composition of the present invention was excellent in percutaneous permeability.

＊ 中間油中水乳液２

（製法）イ、ロを８０℃で加熱溶解させ、非溶解分を良く攪拌して均一に為し、攪拌下イにロを徐々に加えて、乳化を行い、中間油中水乳液２を得た。

* Intermediate oil-in-water emulsion 2

(Production method) A and B are heated and dissolved at 80 ° C., and the undissolved portion is stirred well to make it uniform. It was.

From Examples 1 and 2, it was found that the percutaneous permeability of the active ingredient depends on the stability of the water-in-oil emulsion when dispersed in an aqueous carrier. The effect of activator was examined. That is, 20 parts by mass of the intermediate water-in-oil emulsion 1 of Example 1 was added to 20 parts by mass of the aqueous carrier whose formulation is shown in the following Table 7, and dispersed for 5 minutes with a disper (4000 rpm). The degree of coalescence was determined according to the criteria in Table 6 under the microscope. The evaluation results are shown in Table 8. Moreover, the microscope observation photograph of each evaluation standard is shown in FIG. This shows that fatty acid monoesters or diesters of polyethylene glycol having an average added mole number of 100 to 300 are preferable.

  Similarly to cosmetic 1, cosmetic 3 as a composite emulsion composition of the present invention was prepared according to the following formulation.

  Similarly to cosmetic 1, cosmetic 4 as a composite emulsion composition of the present invention was prepared according to the following formulation.

For cosmetics 1 to 4 and Comparative Example 1, after storing at 40 ° C. for 1 month, change back to 20 ° C. for 24 hours, and observe and determine the dispersibility of the emulsified particles under the standard of Example 3 under the microscope. Table 11 shows. From this, it can be seen that the composite emulsion is in the form of a composite emulsifier, the active ingredient is encapsulated in the inner aqueous phase of the water-in-oil emulsion, and the dispersion stability of the emulsified particles containing lecithin hydroxide in the outermost phase is excellent.

It can be applied to skin preparations such as cosmetics.

It is a figure which shows the microscope observation image corresponding to each evaluation criteria with respect to the grade of dispersion | distribution and unity of the emulsified particle after one day of an emulsion.

Claims (4)

An oil-in-water / water-in-oil-in-water composite emulsion composition comprising an aqueous carrier in which a water-in-oil emulsion is dispersed as an aqueous phase, and an oil phase dispersed therein.
  An oil-in-water / water-in-oil-in-water composite emulsion composition, wherein the aqueous carrier contains a fatty acid ester of polyethylene glycol (average polymerization degree: 100 to 300).   The said water-in-oil emulsion contains an active ingredient in the water phase, The composition of Claim 1 characterized by the above-mentioned.   The composition according to claim 1 or 2, wherein the water-in-oil emulsion contains an organically modified clay mineral.   A water-in-oil emulsion containing an organically modified clay mineral is prepared in advance and dispersed in an aqueous carrier containing a fatty acid ester of polyethylene glycol (average polymerization degree 100 to 300), and then an oil phase is added to form oil droplets. A method for producing an oil-in-water / water-in-oil-in-water composite emulsion composition, characterized by comprising dispersing water.

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