JP5624102B2 - Emulsion composition, method for producing the same, and cosmetics - Google Patents

Description

  The present invention relates to an emulsion composition, a method for producing the same, and a cosmetic.

  Conventionally, oily components such as carotenoids have been added to cosmetics and pharmaceuticals for the purpose of preventing skin aging (for example, see Patent Document 1). Among carotenoids, astaxanthin is excellent in skin aging prevention effect and antioxidant effect, and cosmetics with particular attention to astaxanthin are also disclosed (see, for example, Patent Document 2 and Patent Document 3).

  In order for the skin aging prevention effect and the antioxidant effect to be exhibited, it is necessary that a medicinal component such as astaxanthin sufficiently penetrates into the skin. For this purpose, it is known to make oily components such as astaxanthin into emulsified particles and apply the emulsion to the skin or the like. However, astaxanthin skin permeation has not been sufficiently studied, and there is a problem that the amount of penetration into the skin is not sufficient even if the content of astaxanthin in cosmetics is large.

  For example, Patent Document 2 discloses a cosmetic containing astaxanthin, which contains a polyunsaturated fatty acid and a phospholipid simultaneously in addition to astaxanthin. However, the purpose of containing phospholipid and astaxanthin in this cosmetic is to prevent the oxidation of highly unsaturated fatty acids, and the skin permeability of astaxanthin has not been sufficiently studied. In addition, Patent Document 3 discloses shampoos, lotions, emollient creams, and the like using krill-derived astaxanthin, but these are only aimed at odor stability and color tone stability of these shampoos.

Special table 2004-518707 gazette JP-A-8-245335 Japanese Patent Application Laid-Open No. 5-15536

  An object of this invention is to provide the emulsion composition excellent in the permeability | transmittance to the skin of astaxanthins, its manufacturing method, and cosmetics.

In view of the above circumstances, the present inventors have conducted intensive research and found that the above problems can be solved, thereby completing the present invention.
That is, the present invention is achieved by the following means.

<1> The oil phase contains krill-derived astaxanthins and phosphatidylcholine, the content of the phosphatidylcholine in the oil phase is 0.1% by mass to 10% by mass, and the mass ratio with respect to the total oil component amount in more than 0.5 times, the 2 times or less of a water-soluble emulsifier seen including, particle size of the emulsified particles is an emulsion composition which is 48Nm～150nm.

<2> The emulsion composition according to <1>, wherein the content of the water-soluble emulsifier is more than 5 times and not more than 50 times in terms of mass ratio with respect to the total amount of phospholipid in the emulsion composition.

< 3 > The emulsion composition according to <1> or <2> , further containing an antioxidant in the oil phase.
<4> The emulsion composition according to any one of <1> to <3>, wherein the water-soluble emulsifier is at least one selected from the group consisting of a polyglycerol fatty acid ester and a sucrose fatty acid ester. .

< 5 > Cosmetics containing the emulsion composition according to any one of <1> to < 4 >.

< 6 > The method for producing an emulsion composition according to any one of <1> to < 4 >,
a) an aqueous medium and an aqueous phase preparation step in which an aqueous medium is mixed with a water-soluble emulsifier exceeding 0.5 times and not more than 2 times by mass ratio with respect to the total amount of oil components; b) derived from krill An astaxanthin and a phosphatidylcholine are mixed so that the content of the phosphatidylcholine in the oil phase is 0.1% by mass to 10% by mass to obtain an oil phase, and c) the aqueous phase. And an oil emulsification step of emulsifying the oil phase at a high pressure of 100 MPa to 300 MPa.

  ADVANTAGE OF THE INVENTION According to this invention, the emulsion composition excellent in the permeability to the skin of astaxanthin, its manufacturing method, and cosmetics can be provided.

<Emulsion composition>
The emulsion composition of the present invention contains krill-derived astaxanthins and phosphatidylcholine in the oil phase, the content of the phosphatidylcholine in the oil phase is 0.1% by mass to 10% by mass, and the total oil component amount more than 0.5 times a mass ratio relative to the 2 times or less of a water-soluble emulsifier seen including, particle size of the emulsified particles is 48Nm～150nm.
By containing a specific amount of phosphatidylcholine in the oil phase containing krill-derived astaxanthins, the familiarity between the oil phase and the intercellular lipids in the skin can be improved. As a result, the skin permeability of astaxanthin derived from krill with good skin permeability can be further improved.

[Astaxanthins]
The emulsion composition of the present invention contains krill-derived astaxanthins in its oil phase. The astaxanthins refer to derivatives such as astaxanthin and / or esters of astaxanthin.
Krill-derived astaxanthins are different in composition from astaxanthins derived from other natural products, for example, astaxanthins derived from Haematococcus algae. That is, astaxanthin includes diester, monoester, and free forms, but krill-derived astaxanthin contains a large amount of diester having particularly high skin permeability (monoester: 34% by mass, diester: 46 mass%, free body: 20 mass%).
Therefore, the emulsion composition of the present invention containing krill-derived astaxanthins containing a large amount of diesters can efficiently exhibit the antioxidant effect, anti-inflammatory effect, skin aging preventive effect, whitening effect, etc. by astaxanthins. .

Examples of the krill include the Antarctic krill (euphasia superba), the krill (Euphausia crystallorophias), and the euphasia pacifica. Among them, the Antarctic krill is preferable because it can be captured in large quantities at low cost.
The krill can be obtained from Astax-ST manufactured by Itano Shokuken Co., Ltd., which is commercially available as krill oil, krill extract and the like.

The krill-derived astaxanthin used in the emulsion composition of the present invention can be obtained by extraction from the above-mentioned commercially available krill oil, krill extract and the like by a conventional method.
In production of the emulsion composition of the present invention, astaxanthins may be extracted from krill oil, krill extract or the like, or may be used as it is, krill oil, krill extract or the like.

  Krill-derived astaxanthins are contained in the emulsion composition of the present invention in an amount of 0.1% by mass to 5% by mass from the viewpoints of antioxidant effect, anti-inflammatory effect, skin aging preventive effect, whitening effect and the like, and emulsion stability. %, Preferably 0.2% by mass to 2% by mass.

  In addition to the krill-derived astaxanthin, the emulsion composition of the present invention may contain other natural product-derived astaxanthins and synthetic astaxanthins.

[Other oily ingredients]
The emulsion composition of the present invention may further contain other oily components in addition to the astaxanthins.
The other oily component that can be used in the present invention is not particularly limited as long as it is a component that does not dissolve in an aqueous medium but dissolves in an oily medium, but other carotenoids other than the astaxanthins, tocopherols Antioxidants (radical scavengers) containing oil-soluble vitamins such as unsaturated fatty acids, fats and oils, and ubiquinones are preferably used.

(Other carotenoids)
Examples of other carotenoids other than the astaxanthins include the following.
For example, carotenoids containing natural pigments are yellow to red terpenoid pigments, including those of plants, algae, and bacteria.
Moreover, it is not limited to the thing of natural origin, Any thing obtained according to a conventional method is contained in the other carotenoid in this invention. For example, many of the carotenoids described below are produced by synthesis, and many commercially available β-carotene is produced by synthesis.

  Examples of the other carotenoids include hydrocarbons (carotenes) and oxidized alcohol derivatives thereof (xanthophylls), such as actinioerythrol, bixin, canthaxanthin, capsanthin, capsorbin, β-8 ′. -Apo-carotenal (apocarotenal), β-12'-apo-carotenal, α-carotene, β-carotene, “carotene” (mixture of α- and β-carotenes), γ-carotene, β-cryptoxanthin, lutein , Lycopene, violaxanthin, zeaxanthin, and esters of them containing hydroxyl or carboxyl.

Many of the carotenoids occur naturally in the form of cis and trans isomers, but the composites are often racemic mixtures.
Carotenoids can generally be extracted from plant materials. These carotenoids have a variety of functions, for example, lutein extracted from marigold petals is widely used as an ingredient in poultry food and colors poultry skin and fat and eggs produced by poultry There is a function.

(Unsaturated fatty acids)
Examples of unsaturated fatty acids in the other oily components include monounsaturated fatty acids (ω-9, oleic acid, etc.) and polyunsaturated fatty acids (ω-3, ω-6). DHA, EPA, alpha Linolenic acid (linseed oil) is preferred.
Among the polyhydric fatty acids that are preferred embodiments of the saturated fatty acids, examples of the omega-3 oils include linolenic acid, eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), and fish oils containing these.
Among them, DHA is an abbreviation for docosahexaenoic acid, and is a general term for carboxylic acids having 22 carbon chains containing 6 double bonds (22: 6). , 7, 10, 13, 16, 19 all have cis-type double bonds.

(Oils and fats)
As fats and oils other than omega-3 fats and oils, liquid fats and oils (fatty oil) and solid fats and oils (fat) are mentioned at normal temperature.
Examples of the liquid oil include olive oil, camellia oil, macadamia nut oil, castor oil, avocado oil, evening primrose oil, turtle oil, corn oil, mink oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, and sasanca Oil, flaxseed oil, safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagari oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin, glycerin trioctanoate, Examples include glycerin triisopalmitate, salad oil, safflower oil (safflower oil), palm oil, coconut oil, peanut oil, almond oil, hazelnut oil, walnut oil, grape seed oil, squalene, and squalane.
Moreover, as the solid fats and oils, beef tallow, hardened beef tallow, beef leg fat, beef bone fat, mink oil, egg yolk oil, pork tallow, horse fat, sheep fat, hardened oil, cocoa butter, palm oil, hardened palm oil, Palm oil, palm hardened oil, owl, owl kernel oil, hardened castor oil and the like can be mentioned.
Among these, coconut oil, which is a medium-chain fatty acid triglyceride, is preferably used from the viewpoint of the particle size and stability of the emulsion composition.

  In the present invention, commercially available products can be used as the fats and oils. Moreover, in this invention, the said fats and oils may be used individually by 1 type, or may be mixed and used.

(Antioxidant)
It is preferable that the emulsion composition of the present invention further contains a fat-soluble antioxidant (radical scavenger) having a radical scavenging function.
It is a preferred embodiment that the antioxidant is used alone or in combination in order to prevent oxidation of other oily components.

  The antioxidant is an additive that suppresses the generation of radicals and also captures the generated radicals as quickly as possible and plays a role in breaking the chain reaction (Source: “Oil Chemistry Handbook 4th Edition”, Nippon Oil Chemical Co., Ltd.) Ed. 2001).

As a direct method for confirming the function as the antioxidant, there is known a method of measuring a state of capturing radicals by mixing with a reagent by a spectrophotometer or an ESR (electron spin resonance apparatus). In these methods, DPPH (1,1-diphenyl-2-picrylhydrazyl) or galvinoxyl radical is used as a reagent.
In the present invention, the time required to raise the peroxide value (POV value) of fats and oils to 60 meq / kg using the autoxidation reaction of fats and oils under the following experimental conditions is more than twice that of the blank. Certain compounds are defined as “antioxidants”. The peroxide value (POV value) of fats and oils is measured by a conventional method.

<Conditions>
Oil and fat: Olive oil Sample addition amount: 0.1% by mass based on oil and fat
Test method: The sample was heated at 190 ° C., the POV value was measured by a conventional method over time, and the time for 60 meq / kg was calculated.

  The antioxidant in the present invention is preferably an antioxidant in which the time required to reach the POV value of 60 meq / kg is 5 times or more that of the blank from the viewpoint of stability of the emulsion to oxidation.

  Compounds that can be used as antioxidants of the present invention are described in “Theory and Practice of Antioxidants” (Enomoto, Sanshobo 1984) and “Antioxidants Handbook” (Saruwatari, Nishino, Tabata, Taiseisha 1976). Of the various antioxidants described, any antioxidant can be used as long as it functions as a radical scavenger. Specifically, compounds having phenolic OH, amine compounds such as phenylenediamine, and oils of ascorbic acid and erythorbic acid Examples include solubilized derivatives.

The content of the antioxidant in the emulsion composition is generally 0.001% to 20.0% by mass, preferably 0.01% to 10.0% by mass, more preferably 0.1% by mass. % To 5.0% by mass.
Preferred antioxidants are exemplified below, but the present invention is not limited thereto.

  Examples of the compound having phenolic OH include polyphenols (for example, catechin), guaiac fat, nordihydroguaiaretic acid (NDGA), gallic acid esters, BHT (butylhydroxytoluene), BHA (butylhydroxyanisole), vitamins E, bisphenols, etc. are mentioned. Examples of gallic acid esters include propyl gallate, butyl gallate, and octyl gallate.

  Examples of the amine compound include phenylenediamine, diphenyl-p-phenylenediamine, and 4-amino-p-diphenylamine, and diphenyl-p-phenylenediamine or 4-amino-p-diphenylamine is more preferable.

  Examples of oil-solubilized derivatives of ascorbic acid and erythorbic acid include stearic acid L-ascorbyl ester, tetraisopalmitic acid L-ascorbyl ester, palmitic acid L-ascorbyl ester, palmitic acid erythorbyl ester, tetraisopalmitic acid erythorbyl ester, etc. Is mentioned.

Among these, vitamin E is particularly preferably used from the viewpoint of excellent safety and antioxidant function.
Vitamin E is not specifically limited, For example, what is chosen from the compound group which consists of tocopherol and its derivative (s), and the compound group which consists of tocotrienol and its derivative (s) can be mentioned. These may be used alone or in combination. Moreover, you may use combining the compound group which consists of a tocophenol and its derivative, and each selected from the compound group which consists of a tocotrienol and its derivative, respectively.

The compound group consisting of tocopherol and its derivatives includes dl-α-tocopherol, dl-β-tocopherol, dl-γ-tocopherol, dl-δ-tocopherol, dl-α-tocopherol acetate, nicotinic acid-dl-α-tocopherol Linoleic acid-dl-α-tocopherol, succinic acid dl-α-tocopherol and the like. Among these, dl-α-tocopherol, dl-β-tocopherol, dl-γ-tocopherol, dl-δ-tocopherol, and a mixture thereof (mixed tocopherol) are more preferable. In addition, as the tocopherol derivative, these acetates are preferably used.
The compound group consisting of tocotrienol and derivatives thereof includes α-tocotrienol, β-tocotrienol, γ-tocotrienol, δ-tocotrienol and the like. In addition, as the tocotrienol derivative, these acetates are preferably used. Tocotrienol is a tocopherol-like compound contained in wheat, rice bran, palm oil, and the like, and has three double bonds in the side chain portion of tocopherol and has excellent antioxidant performance.

  These vitamin Es are preferably contained as an oil-soluble antioxidant, particularly in the oil phase of the emulsion composition, because the antioxidant function of the oil component can be effectively exhibited. Among the above vitamin E, it is more preferable to contain at least one selected from the group of compounds consisting of tocotrienol and derivatives thereof from the viewpoint of the antioxidant effect.

(Ubiquinones)
Examples of ubiquinones include coenzyme Qs such as coenzyme Q10. Coenzyme Q10 is a kind of coenzyme described in the Japanese Pharmacopoeia as “Ubidecarenone” and is sometimes called ubiquinone 10, coenzyme UQ10, or the like. In nature, it is abundant in natural products such as yeast, koji, koji, and wheat germ. Coenzyme Q10 can be extracted with a solvent such as hot water, hydrous alcohol, and acetone. It can also be produced industrially, and generally a fermentation method or a synthesis method is known. Coenzyme Q10 used in the present invention may be extracted from a natural product or may be industrially synthesized. Commercially available products may be used as Coenzyme Q10, such as Coenzyme Q10 manufactured by Nisshin Pharma, Coenzyme Q10 powder manufactured by Nippon Oil & Fats, and the like.

The content of the total oil component in the emulsion composition of the present invention is preferably 0.1% by mass to 50% by mass, more preferably 0, from the viewpoints of application of the emulsion composition and emulsion particle diameter / emulsion stability. 0.5 mass% to 25 mass%, more preferably 0.2 mass% to 10 mass%.
When the content of the total oil component is 0.1% by mass or more, the function of the active ingredient is easily expressed. Therefore, the emulsion composition is easily applied to cosmetics, and the emulsion particle size is 50% by mass or less. Increase and emulsification stability are less likely to occur.

[Phosphatidylcholine]
The emulsion composition of the present invention contains 0.1% by mass to 10% by mass of phosphatidylcholine with respect to the total mass of the oil phase.
Thereby, the familiarity between the oil phase of the emulsion composition and the intercellular lipids of the skin can be improved, and the skin permeability of astaxanthin derived from krill can be further improved.
Moreover, by setting the content of phosphatidylcholine in the oil phase to 10% by mass or less, phosphatidylcholine can be prevented from precipitating in the emulsion composition, and the skin permeability of the aforementioned krill-derived astaxanthin is impaired. There is no.
The content of phosphatidylcholine is preferably 0.5% by mass to 5% by mass and more preferably 1% by mass to 3% by mass with respect to the total mass of the oil phase.

  In the emulsion composition of the present invention, krill-derived astaxanthin having high skin permeability is used as astaxanthin, and phosphatidylcholine is further contained in the oil phase in the above specific range. Accordingly, astaxanthin is excellent in skin permeability, and astaxanthin can be sufficiently absorbed even by using a small amount of the emulsion composition of the present invention in cosmetics and the like.

Phosphatidylcholine can be obtained by extraction from natural components or by synthesis. Examples of the natural component include soy lecithin and egg yolk lecithin. Among them, soy lecithin is preferable from the viewpoint of productivity.
The phosphatidylcholine may be used in a state of being contained in a phospholipid such as soybean lecithin, or may be used in combination with other phospholipids other than phosphatidylcholine.

[Phospholipid]
The above-described phospholipids containing phosphatidylcholine and the other phospholipids will be described.
The phospholipid is an ester composed of fatty acid, alcohol, phosphoric acid and nitrogen compound among complex lipids, and is a group having phosphate ester and fatty acid ester, and refers to glycerophospholipid and sphingophospholipid. Details will be described below.

Examples of the glycerophospholipid include phosphatidic acid, bisphosphatidic acid, lecithin, phosphatidylethanolamine, phosphatidylmethylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerin, diphosphatidylglycerin (cardiolipin), and soy beans containing these, Examples include those derived from plants such as corn, peanut, rapeseed, and wheat, those derived from animals such as egg yolk and cows, and various lecithins derived from microorganisms such as Escherichia coli.
Examples of the sphingophospholipid include sphingomyelin.

In the present invention, glycerophospholipid that has been enzymatically decomposed can be used as glycerophospholipid.
For example, lysolecithin (enzymatically decomposed lecithin) obtained by enzymatic degradation of lecithin is a product in which either one of fatty acids (acyl groups) bonded to the 1-position or 2-position of glycerophospholipid is lost. By using one fatty acid group, the hydrophilicity of lecithin can be improved, and the emulsifiability and dispersibility in water can be improved.
Lysolecithin can be obtained by hydrolysis of lecithin with an acid or alkali catalyst, but can also be obtained by hydrolysis of lecithin using phospholipase A1 or A2.
When lyso compounds represented by such lysolecithin are represented by compound names, lysophosphatidic acid, lysophosphatidylglycerin, lysophosphatidylinositol, lysophosphatidylethanolamine, lysophosphatidylmethylethanolamine, lysophosphatidylcholine (lysolecithin), lysophosphatidylserine, etc. Is mentioned.

Furthermore, the glycerophospholipids typified by the above lecithin can also be used in the present invention after being hydrogenated or hydroxylated.
The hydrogenation is performed, for example, by reacting lecithin with hydrogen in the presence of a catalyst, and the unsaturated bond of the fatty acid moiety is hydrogenated. Hydrogenation improves the oxidation stability of lecithin.
Moreover, the said hydroxylation heats a lecithin with high concentration hydrogen peroxide and organic acids, such as an acetic acid, tartaric acid, and butyric acid, and the unsaturated bond of a fatty-acid part is hydroxylated. Hydroxylation improves the hydrophilicity of lecithin.
These hydrogenated, hydroxylated lecithins are particularly preferred for cosmetic applications.

Among these, glycerophospholipid lecithin and lysolecithin are preferable from the viewpoint of emulsion stability, and lecithin is more preferable.
Since the lecithin has a hydrophilic group and a hydrophobic group in the molecule, it has been widely used as an emulsifier in the pharmaceutical and cosmetic fields.

Although the lecithin having a purity of 60% by mass or more is industrially used as lecithin, in the present invention, a lecithin having a purity of 80% by mass or more generally called “high purity lecithin” is preferable. Preferably it is 90 mass% or more.
The lecithin purity (mass%) is determined by subtracting the weight of the toluene insoluble matter and the acetone soluble matter by utilizing the property that lecithin is easily dissolved in toluene and not dissolved in acetone.
High-purity lecithin is higher in lipophilicity than lysolecithin, and therefore, the compatibility between lecithin and the oil component is increased, and it is considered that the emulsion stability is improved.

  The phospholipid used in the present invention can be used alone or in the form of a mixture of plural kinds including the phosphatidylcholine.

  Further, from the viewpoint of skin permeability of astaxanthin, the ratio (mass ratio; krill-derived astaxanthin / phosphatidylcholine) of astaxanthin derived from krill and phosphatidylcholine is preferably 50/1 to 0.5 / 1. It is more preferably 1 to 5/1, and further preferably 3/1 to 1/1.

[Surfactant (water-soluble emulsifier)]
Next, the surfactant used in the emulsion composition of the present invention will be described.
As the surfactant in the present invention, a water-soluble emulsifier (hydrophilic surfactant) that dissolves in an aqueous medium can greatly reduce the interfacial tension of the oil phase / water phase in the emulsion composition. This is preferable in that the diameter can be reduced.
The surfactant in the present invention is preferably an HLB of 8 or more, more preferably 10 or more, and particularly preferably 12 or more, from the viewpoint of emulsion stability. Moreover, although the upper limit of an HLB value is not specifically limited, Generally, it is 20 or less, and 18 or less is preferable.

  Here, HLB is a hydrophilic-hydrophobic balance that is usually used in the field of surfactants, and a commonly used calculation formula such as the Kawakami formula can be used. In the present invention, the following Kawakami equation is adopted.

HLB = 7 + 11.7 log (M _w / M ₀ )
Here, the molecular weight M _w of the hydrophilic group, M ₀ is the molecular weight of the hydrophobic group.

Moreover, you may use the numerical value of HLB described in the catalog etc.
Further, as can be seen from the above formula, a surfactant having an arbitrary HLB value can be obtained by utilizing the additivity of HLB.

  Examples of the surfactant that can be used in the present invention include cationic, anionic, amphoteric, and nonionic surfactants, and nonionic surfactants are preferred. Examples of nonionic surfactants include glycerin fatty acid ester, organic acid monoglyceride, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyglycerin condensed ricinoleic acid ester, sorbitan fatty acid ester, sucrose fatty acid ester, polyoxyethylene sorbitan Examples include fatty acid esters. More preferred are polyglycerin fatty acid ester, sorbitan fatty acid ester, sucrose fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. In addition, the surfactant described above is not necessarily highly purified by distillation or the like, and may be a reaction mixture.

The polyglycerin fatty acid ester used in the present invention has an average degree of polymerization of 2 or more, preferably 6 to 15, more preferably 8 to 10 and fatty acid having 8 to 18 carbon atoms, such as caprylic acid and caprin. Esters with acids, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, and linoleic acid. Preferred examples of polyglycerol fatty acid esters include hexaglycerol monooleate, hexaglycerol monostearate, hexaglycerol monopalmitate, hexaglycerol monomyristate, hexaglycerol monolaurate, decaglycerol monooleate , Decaglycerin monostearic acid ester, decaglycerin monopalmitic acid ester, decaglycerin monomyristic acid ester, decaglycerin monolauric acid ester and the like.
Among these, more preferably, decaglycerol monooleate (HLB = 12), decaglycerol monostearate (HLB = 12), decaglycerol monopalmitate (HLB = 13), decaglycerol monomyristate (HLB = 14), decaglycerin monolaurate (HLB = 16), and the like.
These polyglycerin fatty acid esters can be used alone or in combination.
Examples of commercially available products include Nikko Chemicals, Inc., NIKKOL DGMS, NIKKOL DGMO-CV, NIKKOL DGMO-90V, NIKKOL DGDO, NIKKOL DGMIS, NIKKOL DGTI, NIKKOL DGTI, NIKKOL DGTI Tetraglyn 3-S, NIKKOL Tetraglyn 5-S, NIKKOL Tetraglyn 5-O, NIKKOL Hexaglyn 1-L, NIKKOL Hexaglyn 1-M, NIKKOL Hexaglyn 1-SV, NIKKOL Hexaglyn 1-O, NIKKOL Hexaglyn 3-S, NIKKOL Hexaglyn 4 -B, NIKKOL Hexaglyn 5-S, IKKOL Hexaglyn 5-O, NIKKOL Hexaglyn PR-15, NIKKOL Decaglyn 1-L, NIKKOL Decaglyn 1-M, NIKKOL Decaglyn 1-SV, NIKKOL Decaglyn 1-50SV, NIKKOL Decaglyn 1-ISV, NIKKOL Decaglyn 1-O, NIKKOL Decaglyn 1-OV, NIKKOL Decaglyn 1-LN, NIKKOL Decaglyn 2-SV, NIKKOL Decaglyn 2-ISV, NIKKOL Decaglyn 3-SV, NIKKOL Decaglyn 3-OV, NIKKOL Decaglyn 5-SV, NIKKOL Decaglyn 5-HS, NIKKOL Decaglyn 5- I , NIKKOL Decaglyn 5-OV, NIKKOL Decaglyn 5-O-R, NIKKOL Decaglyn 7-S, NIKKOL Decaglyn 7-O, NIKKOL Decaglyn 10-SV, NIKKOL Decaglyn 10-IS, NIKKOL Decaglyn 10-OV, NIKKOL Decaglyn 10-MAC , NIKKOL Decaglyn PR-20, Ryoto polyglycerase manufactured by Mitsubishi Chemical Foods, Inc., L-7D, L-10D, M-10D, P-8D, SWA-10D, SWA-15D, SWA-20D, S- 24D, S-28D, O-15D, O-50D, B-70D, B-100D, ER-60D, LOP-120DP, DS13W, DS3, HS11, HS9, TS4, S2, DL15, DO13, Sunsoft Q-17UL, Sunsoft Q-14S, Sunsoft A-141C, Riken Vitamin Co., Ltd. Poem DO-100, Poem J-0021, etc. It is done.
Among these, preferably, NIKKOL Decaglyn 1-L, NIKKOL Decaglyn 1-M, NIKKOL Decaglyn 1-SV, NIKKOL Decaglyn 1-50SV, NIKKOL Decaglyn 1-ISV, NIKKOL Decaglyn 1-O, NIKKOL Decaglyn 1-OV, NIKKOL Decaglyn 1-LN, Ryoto-polyglycerester L-7D, L-10D, M-10D, P-8D, SWA-10D, SWA-15D, SWA-20D, S-24D, S-28D, O-15D, O -50D, B-70D, B-100D, ER-60D, LOP-120DP.

The sorbitan fatty acid ester used in the present invention preferably has a fatty acid having 8 or more carbon atoms, more preferably 12 or more. Preferred examples of sorbitan fatty acid esters include sorbitan monocaprylate, sorbitan monolaurate, sorbitan monostearate, sorbitan sesquistearate, sorbitan tristearate, sorbitan isostearate, sorbitan sesquiisostearate, sorbitan oleate, sorbitan sesquioleate And sorbitan trioleate.
These sorbitan fatty acid esters can be used alone or in combination.
As a commercial item, Nikko Chemicals Co., Ltd. make, NIKKOL SL-10, SP-10V, SS-10V, SS-10MV, SS-15V, SS-30V, SI-10RV, SI-15RV, SO-15 10V, SO-15MV, SO-15V, SO-30V, SO-10R, SO-15R, SO-30R, SO-15EX, manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Sorgen 30V, 40V, 50V, 90, 110, manufactured by Kao Corporation, Rheodor AS-10V, AO-10V, AO-15V, SP-L10, SP-P10, SP-S10V, SP-S30V, SP-O10V, SP-O30V and the like. .

The sucrose fatty acid ester used in the present invention preferably has a fatty acid having 12 or more carbon atoms, more preferably 12-20.
Preferred examples of sucrose fatty acid esters include sucrose dioleate, sucrose distearate, sucrose dipalmitate, sucrose dimyristic ester, sucrose dilaurate, sucrose monooleate, sucrose Examples include sugar monostearate, sucrose monopalmitate, sucrose monomyristic ester, and sucrose monolaurate. Among these, sucrose monooleate, sucrose monostearate, sucrose Monopalmitate, sucrose monomyristate, and sucrose monolaurate are more preferable.
In the present invention, these sucrose fatty acid esters can be used alone or in combination.
Examples of commercially available products include Ryoto Sugar Esters S-070, S-170, S-270, S-370, S-370F, S-570, S-770, and S-970 manufactured by Mitsubishi Chemical Foods Corporation. , S-1170, S-1170F, S-1570, S-1670, P-070, P-170, P-1570, P-1670, M-1695, O-170, O-1570, OWA-1570, L -195, L-595, L-1695, LWA-1570, B-370, B-370F, ER-190, ER-290, POS-135, Surf Hope SE COSME C-22203, C-1800, C-1801 , C-1802, C-1803, C-1805, C-1807, C-1809, C-1811, C-1815, C-1816, C-1601, C 1615, C-1616, C-1416, C-1201, C-1205, C-1216, C-1215L, C-2101, C-2102, C-1701, C-1715, C-1715L, Daiichi Kogyo Seiyaku DK ester SS, F160, F140, F110, F90, F70, F50, F-A50, F-20W, F-10, F-A10E, Cosmelike B-30, S-10, S manufactured by Co., Ltd. -50, S-70, S-110, S-160, S-190, SA-10, SA-50, P-10, P-160, M-160, L-10, L-50, L-160 , L-150A, L-160A, R-10, R-20, O-10, O-150 and the like.
Among the above, Surf Hope SE COSME C-22203, C-1800, C-1801, C-1802, C-1803, C-1805, C-1807, C-1809, C-1811, C- 1815, C-1816, C-1601, C-1615, C-1616, C-1416, C-1201, C-1205, C-1216, C-1215L, C-2101, C-2102, C-1701, C-1715, C-1715L, Cosmelike B-30, S-10, S-50, S-70, S-110, S-160, S-190, SA-10, SA-50, P-10, P-160, M-160, L-10, L-50, L-160, L-150A, L-160A, R-10, R-20, O-10, O-150.

The polyoxyethylene sorbitan fatty acid ester used in the present invention preferably has a fatty acid having 8 or more carbon atoms, more preferably 12 or more. Moreover, as length (addition mole number) of the ethylene oxide of polyoxyethylene, 2-100 are preferable and 4-50 are more preferable.
Preferable examples of polyoxyethylene sorbitan fatty acid esters include sorbitan polyoxyethylene monocaprylate, sorbitan polyoxyethylene monolaurate, sorbitan polyoxyethylene monostearate, sorbitan polyoxyethylene sesquitate, polyoxyethylene tristearic acid Examples include sorbitan, sorbitan polyoxyethylene isostearate, sorbitan polyoxyethylene sesquiisostearate, sorbitan polyoxyethylene oleate, sorbitan polyoxyethylene sesquioleate, sorbitan polyoxyethylene trioleate, and the like.
These polyoxyethylene sorbitan fatty acid esters can be used alone or in combination.
As a commercial item, Nikko Chemicals Co., Ltd. make, NIKKOL TL-10, NIKKOL TP-10V, NIKKOL TS-10V, NIKKOL TS-10MV, NIKKOL TS-106V, NIKKOL TS-30V, NIKKOL TS-30V, NIKOL TS-30V NIKKOL TO-10V, NIKKOL TO-10MV, NIKKOL TO-106V, NIKKOL TO-30V, manufactured by Kao Corporation, Rheodor TW-L106, TW-L120, TW-P120, TW-S106V, TW-S120V, TW -S320V, TW-O106V, TW-O120V, TW-O320V, TW-IS399C, Rheodor Super SP-L10, TW-L120, manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Sorgen TW-20, TW-60V, TW 80V, and the like.

The amount of the surfactant in the emulsion composition of the present invention is more than 0.5 times by mass with respect to the total amount of oil components, and more than 5 times by mass with respect to the total amount of phospholipids. An amount is preferred. By making the amount of the surfactant more than 0.5 times by mass with respect to the total amount of oil components, an emulsion with a fine particle diameter can be obtained, and the mass ratio with respect to the total amount of phospholipids When the amount is 5 times or more, a decrease in emulsion stability can be suppressed. Such an amount of the surfactant can make the emulsion stability remarkably good especially when ascorbic acid, citric acid, or a salt thereof and the like are simultaneously present in the composition.
In order to obtain a fine particle size, the amount of the surfactant with respect to the total oil component amount is more than 0.5 times by mass and less than 2 times by mass. The amount is preferably 5 times or less, and particularly preferably 1 time or less by mass ratio. By making the amount of the surfactant not more than twice the mass ratio, it is preferable in that the problem of excessive foaming tends to be eliminated.
Further, the surfactant amount relative to the total phospholipid amount is preferably more than 5 times by mass ratio, more preferably 50 times by mass or less, in order to improve the emulsion stability. The ratio is more preferably 30 times or less, and the mass ratio is particularly preferably 15 times or less. When the amount of the surfactant is 50 times or less in terms of mass ratio, it can be an amount appropriate for finer particle size and emulsion stability, and also prevents problems such as foaming of the composition. It tends to be suppressed, which is preferable.

The addition amount of the surfactant is preferably 0.5% by mass to 30% by mass, more preferably 1% by mass to 20% by mass, and still more preferably 2% by mass to 15% by mass with respect to the emulsion composition.
By setting the amount of the surfactant to 0.5% by mass or more, the interfacial tension between the oil phase and the water phase can be easily lowered, and by setting the amount to 30% by mass or less, the emulsion composition is not made excessive. This is preferable because it is difficult to cause problems such as excessive foaming.

[Polyhydric alcohol]
The emulsion composition of the present invention preferably contains a polyhydric alcohol from the viewpoints of particle size, stability, and antiseptic properties.
The polyhydric alcohol has a moisturizing function and a viscosity adjusting function. The polyhydric alcohol also has a function of reducing the interfacial tension between water and an oil and fat component, facilitating the widening of the interface, and facilitating the formation of fine and stable fine particles.
From the above, the emulsion composition contains a polyhydric alcohol from the viewpoint that the emulsion particle diameter can be further refined and can be stably maintained over a long period of time while the particle diameter is in a fine particle diameter state. preferable.
Moreover, the addition of a polyhydric alcohol can lower the water activity of the emulsion composition and suppress the growth of microorganisms.

The polyhydric alcohol that can be used in the present invention is not particularly limited as long as it is a dihydric or higher alcohol.
Examples of the polyhydric alcohol include glycerin, diglycerin, triglycerin, polyglycerin, 3-methyl-1,3-butanediol, 1,3-butylene glycol, isoprene glycol, polyethylene glycol, and 1,2-pentanediol. 1,2-hexanediol, propylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol, diethylene glycol, pentaerythritol, neopentyl glycol, maltitol, reduced starch syrup, sucrose, lactitol, palatinit, erythritol, sorbitol, mannitol, xylitol, Xylose, glucose, lactose, mannose, maltose, galactose, fructose, inositol, pentaerythritol, maltoto Orth, sorbitan, trehalose, starch degradation sugars, starch decomposing sugar reduced alcohol and the like, these may be used alone or in the form of a plurality of kinds of mixtures.

  As the polyhydric alcohol, it is preferable to use a polyhydric alcohol having 3 or more hydroxyl groups in one molecule. Thereby, the interfacial tension between the aqueous solvent and the oil and fat component can be reduced more effectively, and finer and more stable fine particles can be formed. As a result, in the case of cosmetic use, the skin permeability can be made higher.

  Among the polyhydric alcohols that satisfy the above-described conditions, particularly when glycerin is used, the particle diameter of the emulsion becomes smaller, and it is preferable because the particle diameter is kept small and stable for a long period of time. .

The content of the polyhydric alcohol is preferably 10% by mass to 60% by mass with respect to the emulsion composition, more preferably from the viewpoint of the viscosity of the emulsion composition in addition to the particle size, stability and antiseptic properties described above. Is 20% by mass to 55% by mass, more preferably 30% by mass to 50% by mass.
It is preferable that the content of the polyhydric alcohol is 10% by mass or more from the viewpoint that sufficient storage stability is easily obtained depending on the type and content of the fat and oil component. On the other hand, when the content of the polyhydric alcohol is 60% by mass or less, the maximum effect is obtained, and this is preferable because it is easy to suppress an increase in the viscosity of the emulsion composition.

  The emulsion composition of this invention can add another additive as needed.

The particle size of the emulsion composition of the present invention is not particularly limited, but is preferably 200 nm or less, more preferably 150 nm or less, and most preferably 90 nm or less.
By setting the particle size of the emulsion composition to 200 nm or less, it is preferable in that the transparency of cosmetics produced using the emulsion is not easily deteriorated and the skin permeability is not easily lowered.

The particle diameter of the emulsion composition of the present invention can be measured with a commercially available particle size distribution meter or the like. Emulsion particle size distribution measurement methods include optical microscopy, confocal laser microscopy, electron microscopy, atomic force microscopy, static light scattering, laser diffraction, dynamic light scattering, centrifugal sedimentation, electricity A pulse measurement method, a chromatography method, an ultrasonic attenuation method, and the like are known, and apparatuses corresponding to the respective principles are commercially available.
In view of the particle size range and the ease of measurement in the present invention, the dynamic light scattering method is preferred for the emulsion particle size measurement of the present invention. As a commercially available measuring device using dynamic light scattering, Nanotrac UPA (Nikkiso Co., Ltd.), dynamic light scattering type particle size distribution measuring device LB-550 (Horiba, Ltd.), a concentrated particle size analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.) etc. are mentioned.
The particle diameter in the present invention is a value measured using the dynamic light scattering particle size distribution measuring device LB-550 (Horiba, Ltd.), and specifically, the value measured as follows is adopted. .
The particle diameter is measured by diluting with pure water so that the concentration of the oil component is 1% by mass and using a quartz cell. The particle diameter can be obtained as a median diameter when the sample refractive index is 1.600, the dispersion medium refractive index is 1.333 (pure water), and the viscosity of the pure water is set as the dispersion medium viscosity.

  In addition to the components of the emulsion composition described above, the particle size of the emulsion composition is a factor such as stirring conditions (shearing force / temperature / pressure) in the emulsion composition production method described later, and the ratio of oil phase to water phase. Can be miniaturized.

<Method for producing emulsion composition>
The method for producing an emulsion composition of the present invention comprises: a) mixing an aqueous medium with a water-soluble emulsifier of more than 0.5 times and not more than 2 times by mass ratio with respect to the total amount of oil components, An aqueous phase preparation step, and b) krill-derived astaxanthin and phosphatidylcholine are mixed so that the content of phosphatidylcholine in the oil phase is 0.1% by mass to 10% by mass to obtain an oil phase. An oil phase preparation step, and c) an emulsification step of high-pressure emulsification of the aqueous phase and the oil phase at 100 MPa to 300 MPa.
The components contained in the oil phase and the aqueous phase in the production method are the same as the constituent components of the emulsion composition of the present invention described above, and preferred examples and preferred amounts are also the same, and preferred combinations are more preferred.

The ratio (mass) of the oil phase and the water phase in the emulsification dispersion is not particularly limited, but the oil phase / water phase ratio (mass%) is preferably 0.1 / 99.9 to 50/50. 0.5 / 99.5-30 / 70 is more preferable, and 1 / 99-20 / 80 is still more preferable.
By setting the oil phase / water phase ratio to 0.1 / 99.9 or more, the active ingredient does not become low, and the practical problem of the emulsion composition tends not to occur, which is preferable. Further, by setting the oil phase / water phase ratio to 50/50 or less, the surfactant concentration does not become thin, and the emulsion stability of the emulsion composition tends not to deteriorate, which is preferable.

c) It is essential that the emulsification step is performed by high-pressure emulsification of 100 MPa to 300 MPa, and uniform and fine emulsified particles can be obtained by this emulsification step. Before and after high-pressure emulsification, other conditions, that is, emulsification under less than 100 MPa, or emulsification by stirring may be performed.
For example, the first phase emulsification (preliminary emulsification) is performed by mixing the aqueous phase and the oil phase under stirring, and then the second step emulsification (high pressure emulsification) is performed at 100 MPa to 300 MPa. Is preferred. Thus, by emulsifying two or more steps, the emulsion composition can be more stably emulsified, and uniform and fine emulsified particles can be obtained.

Specifically, the pre-emulsification in the first step is performed using a normal emulsifying device (for example, a stirrer or impeller stirring, a homomixer, a continuous flow type shearing device, etc.), an ultrasonic disperser, or the like using a shearing action. Can be done.
The high-pressure emulsification in the second step can be performed using a high-pressure homogenizer. As described above, by using the high-pressure homogenizer, the emulsion can be arranged into even more uniform droplets of fine particles.

  The pressure of the high-pressure emulsification is 100 MPa to 300 MPa. If the pressure is 100 MPa or more, the emulsion particles can be sufficiently refined, and if it is 300 MPa or less, the emulsion can be produced stably. From the viewpoint of the particle diameter of the emulsified particles of the emulsion and stable production, it is preferably 150 MPa to 250 MPa.

  The temperature condition in the emulsification step of c) is not particularly limited, but is preferably 10 to 100 ° C. from the viewpoint of the stability of the functional oil component, and may be appropriately determined depending on the melting point of the functional oil component to be handled A preferred range can be selected.

The emulsion composition of the present invention can be widely used in cosmetics. Here, examples of cosmetics include skin cosmetics (skin lotion, cosmetic liquid, milky lotion, cream, etc.), lipsticks, sunscreen cosmetics, makeup cosmetics, and the like, but are not limited thereto.
Moreover, although the cosmetic composition of the present invention contains the emulsion composition of the present invention, components that can be added to the cosmetic product can be appropriately added as necessary.

The amount of the emulsion composition of the present invention used for cosmetics and the like varies depending on the type and purpose of the product and cannot be specified unconditionally, but is 0.01% by mass to 10% by mass, preferably , 0.05 mass% to 5 mass%.
If the amount added is too small, the desired effect may not be achieved, and if it is too large, the excessively added emulsion composition may not contribute to exerting the effect.
The emulsion composition of the present invention is water-based, particularly for skin lotions, cosmetic liquids, emulsions, cream packs / masks, packs, cosmetics for washing hair, fragrance cosmetics, liquid body cleaning agents, UV care cosmetics, deodorant cosmetics, oral care cosmetics, etc. When used in products, a transparent product can be obtained, and the occurrence of undesired phenomena such as precipitation, precipitation or neck ring of insoluble materials under severe conditions such as long-term storage or sterilization is suppressed. be able to.

<Cosmetics>
The cosmetic product of the present invention can be obtained, for example, by mixing the emulsion composition of the present invention and components that can be added as necessary, by a conventional method.

EXAMPLES Hereinafter, although an Example demonstrates this invention, this invention is not limited to this.
Example 1
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition.
・ Sucrose stearate (HLB = 16) 33g
・ 67 g of decaglyceryl monooleate (HLB = 12)
・ Glycerin 384g
・ Pure water 300g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition was obtained.
-Krill extract (astaxanthin content 5 mass%) 150g
・ Mixed tocopherol 46g
・ Lecithin (phosphatidylcholine content 17% by mass) 20 g

The aqueous phase composition is stirred with a homogenizer (model name HP93, manufactured by SMT Co., Ltd.) while maintaining the temperature at 70 ° C. (10,000 rpm), and the oil phase composition is added to the aqueous phase composition and stirred. Was pre-emulsified for 1 minute.
Subsequently, the obtained pre-emulsified product was subjected to high-pressure emulsification at a pressure of 200 MPa using an optimizer HJP-25005 (manufactured by Sugino Machine Co., Ltd.).
Then, it filtered with the micro filter with an average hole diameter of 1 micrometer, and prepared the astaxanthin containing emulsion composition EM-01.
Astaxanthin-containing emulsion compositions EM-02 to EM-09 were obtained in the same manner except that the compositions were in accordance with Table 1 below.

In Table 1, sucrose stearate is Surf Hope SE COSME C-1816 (HLB = 16) manufactured by Mitsubishi Chemical Foods, and decaglyceryl monooleate is NIKKOL Decaglyn 1-O (HLB = manufactured by Nikko Chemicals). 12) was used.
The krill extract was Astax-ST manufactured by Itano Shokuken Co., Ltd., the hematococcus algae extract was ASTOTS-5O manufactured by Takeda Paper Co., Ltd., and the astaxanthin-free product was a reagent manufactured by Wako Pure Chemical Industries, Ltd.
Riken E Oil 800 manufactured by Riken Vitamin Co., Ltd. was used as the mixed tocopherol.
For lecithin (phosphatidylcholine content: 17% by mass), SLP-Paste manufactured by Sakai Oil Co., Ltd. was used, and for lecithin (phosphatidylcholine content: 70% by mass), Basis LS-60 of Nisshin Oillio Group was used.
Coconut oil used was Coconut MT manufactured by Kao Corporation.

(Particle size measurement)
1.0 g of the astaxanthin-containing emulsion composition (EM-01 to 09) obtained above was added to 99.0 g of pure water, and stirred for 10 minutes using a magnetic stirrer. The particle size of the water dilution of the obtained emulsion composition was measured using a dynamic light scattering particle size measuring device FPAR-1000 (manufactured by Otsuka Electronics Co., Ltd.). The results are shown in Table 2 below.
The specific measurement method is as described above.

(Asthaxanthin skin permeability evaluation)
The skin permeability of astaxanthins was examined using rat skin.
Specifically, 1.0 g of the astaxanthin-containing emulsion composition (EM-01 to 09) obtained above was added to 99.0 g of pure water, and stirred for 10 minutes using a magnetic stirrer. This was used as a test solution. The skin of the rat was used by collecting the skin of the abdomen of the hairless rat. As the receptor solution, a 30% by mass PEG400 aqueous solution was used.
These were set in a Franz cell of Microette Plus, an automatic percutaneous absorption tester manufactured by HANSON RESEARCH CORPORATION (USA), and a skin penetration experiment was conducted at 25 ° C. for 8 hours.

-Sample preparation-
The receptor liquid after the test was extracted using a chloroform / methanol mixed liquid (2/1 volume ratio), dehydrated with anhydrous sodium sulfate, dissolved in acetone after removing the solvent. Tris buffer (pH = 7.0) and cholesterol esterase were added here, and it hold | maintained at 37 degreeC for 120 minute (s), and converted the astaxanthin into the free body. Further, after extraction with a chloroform / methanol mixed solution (2/1 volume ratio), the solvent was removed and dissolved in the mobile phase of the following high performance liquid chromatography.

-High-performance liquid chromatography measurement method and measurement conditions-
Quantification of astaxanthin (free form) in the sample solution obtained above was performed using high performance liquid chromatography LC-20AT (manufactured by Shimadzu Corporation). The measurement conditions are as follows.
Detection method: UV-visible absorption (wavelength 470 nm)
Column: Luna3μ Silica
Column temperature: 30 ° C
Mobile phase: Hexane / acetone (8/2 volume ratio)
As a result, the concentration of astaxanthin (free body) in the receptor solution was shown as permeability in Table 2 below.

As is clear from Table 2 above, it was found that the astaxanthin-containing emulsion composition of the present invention can reduce the particle size of the emulsion and is excellent in the penetration of astaxanthins into the skin. In E-07 containing phosphatidylcholine exceeding 10% by mass, precipitation of phosphatidylcholine was also observed.

Claims (6)

The oil phase contains krill-derived astaxanthins and phosphatidylcholine, the content of the phosphatidylcholine in the oil phase is 0.1% by mass to 10% by mass, and the mass ratio relative to the total oily component amount is 0.00. 5-fold greater than, two times or less of a water-soluble emulsifier seen including, emulsion compositions particle size of the emulsified particles is 48Nm～150nm.   The emulsion composition according to claim 1, wherein the content of the water-soluble emulsifier is more than 5 times and not more than 50 times in terms of mass ratio with respect to the total amount of phospholipid in the emulsion composition. The emulsion composition according to claim 1 or 2 , further comprising an antioxidant in the oil phase. The emulsion composition according to any one of claims 1 to 3, wherein the water-soluble emulsifier is at least one selected from the group consisting of polyglycerin fatty acid esters and sucrose fatty acid esters. Cosmetics containing the emulsion composition according to any one of claims 1 to 4 . It is a manufacturing method of the emulsion composition given in any 1 paragraph of Claims 1-4 ,
a) A water phase preparation step of mixing a water-based emulsifier with a water-soluble emulsifier exceeding 0.5 times and not more than 2 times by mass ratio with respect to the total amount of oil components,
b) An oil phase preparation step in which an astaxanthin derived from krill and phosphatidylcholine are mixed so that the content of phosphatidylcholine in the oil phase is 0.1% by mass to 10% by mass to obtain an oil phase;
c) A method for producing an emulsion composition comprising an emulsification step of high-pressure emulsification of the aqueous phase and the oil phase at 100 MPa to 300 MPa.