JP4302159B2 - Emulsion composition, food and cosmetic containing the emulsion composition - Google Patents

Description

  The present invention relates to an emulsion composition, a food containing the same, and a cosmetic.

  Conventionally, an oil component has been added to aqueous beverages, aqueous foods, and aqueous cosmetics. However, since the oily component is insoluble or hardly soluble in water, it has been common to disperse the oily component as a so-called emulsion in an aqueous medium using means such as emulsification. Emulsion scatters light depending on its particle size, so if the particle size is large, the emulsion and food and cosmetics to which it is added may become turbid, which may be undesirable in appearance, and light scattering is very high. It has been desired to reduce the particle size of the emulsion until it becomes smaller.

  In addition, emulsions are generally in a metastable state, and the particle size becomes large during storage, and the water phase and the oil phase are separated when stored for a long time. Adhesion of oil droplet aggregates and neck ring in beverages are one of the oil droplet separation phenomena in such emulsions.

  Regarding the improvement of the transparency and stability over time, a method is disclosed in which an amphiphilic substance such as lecithin and a surfactant are uniformly dispersed in water and then emulsified (see, for example, Patent Document 1).

For improving the transparency and stability over time, a surfactant which is a solid sugar ester or ether at 45 ° C. or lower, and at least one oil having a molecular weight exceeding 400 are used. A nanoemulsion in which the weight ratio of the amount is in the range of 2 to 10 is disclosed (for example, see Patent Document 2).
In addition, an emulsion-like water-soluble concentrate is disclosed in which the ratio of lecithin and lipid, the concentration thereof, and the concentration of the polyol solution contained therein are defined (see, for example, Patent Document 3).

  However, even the techniques of the above-mentioned patent documents do not fully satisfy the particle diameter and emulsion stability of the emulsion particles of the emulsion composition.

Japanese Patent Laid-Open No. 2-78432 JP 2000-178130 A JP-T-2006-513172

An object of the present invention is to provide an emulsion composition having a small particle diameter of emulsified particles and excellent emulsification stability.
Furthermore, an object of the present invention is to provide foods and cosmetics containing the emulsion composition having a small particle size of the emulsified particles and excellent emulsification stability.

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> In an emulsion composition that contains a phospholipid, an oily component, and a surfactant and is used for food or cosmetics , the content of the surfactant is 0.5 times the content of the oily component More than 2 times the amount and more than 5 times the content of the phospholipid, 2 to 15% by mass with respect to the emulsion composition, and further the emulsion composition The emulsion composition used for foodstuffs or cosmetics characterized by containing the polyhydric alcohol of 30-50 mass% with respect to this.

<2> the interface content of the active agent, before Symbol the emulsion composition according to <1>, wherein the phospholipid is not more than 50 times more than five times the amount of.
<3> The emulsion composition as described in <1> or <2> above, which contains carotenoids as the oil component.

<4> The emulsion composition according to <3>, wherein the carotenoid is an astaxanthin.
<5> The emulsion composition according to any one of <1> to <4>, wherein the surfactant is a nonionic surfactant having an HLB of 10 or more.

<6> The above <1> to <5, wherein the surfactant is one or more selected from sucrose fatty acid ester, polyglycerin fatty acid ester, sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. > The emulsion composition of any one of>.
<7> The content of the oil component is 0.1 to 50% by mass with respect to the total mass of the composition, and the content of phospholipid is 0.1 to 10% by mass with respect to the total mass of the composition. The emulsion composition according to any one of <1> to <6>, wherein the emulsion composition is any one of the above.

<8> The emulsion composition according to any one of <1> to <7>, wherein the polyhydric alcohol is glycerin .

< 9 > The emulsion composition according to any one of <1> to < 8 >, wherein the oil component contains a fat-soluble radical scavenger.

<10> The emulsion composition according to <9>, wherein the radical scavenger contains vitamin Es.
<11> The emulsion composition according to <9>, wherein the radical scavenger contains at least one selected from the group consisting of tocopherol and an acetate derivative thereof.
<12> The emulsion composition according to <9>, wherein the radical scavenger includes at least one selected from the group consisting of tocotrienol and an acetate derivative thereof.
<13> The emulsion composition according to any one of <1> to <12>, wherein the emulsion has a particle size of 200 nm or less.

< 14 > A food comprising the emulsion composition according to any one of <1> to < 13 >.
< 15 > Cosmetics containing the emulsion composition according to any one of <1> to < 13 >.

  ADVANTAGE OF THE INVENTION According to this invention, the particle diameter of emulsification particle | grains is small, and the emulsion composition excellent in the emulsion stability, and the foodstuffs and cosmetics containing this can be provided.

The emulsion composition of the present invention is an emulsion composition containing a phospholipid, an oil component, and a surfactant, wherein the surfactant content exceeds 0.5 times the oil component content. And more than 5 times the content of the phospholipid.
Thus, by adjusting the amount of the surfactant in the emulsion composition to the above range based on the content of the oil component and the content of the phospholipid, the particle size of the emulsified particles is reduced and the emulsion stability is good. Can be made.
More preferably, the content of the surfactant is more than 0.5 times and not more than 2 times the content of the oil component, and 5 times the content of the phospholipid. It is preferable that the amount is more than 50 times and not more than 50 times in that the particle diameter of the emulsified particles is smaller and the emulsion stability is more excellent.
The emulsion composition of the present invention is an oil-in-water emulsion, and each component contained in the oil phase and the water phase will be described below.

[Phospholipid]
The phospholipid contained in the emulsion composition of the present invention is an ester composed of fatty acid, alcohol, phosphoric acid and nitrogen compound among complex lipids, and is a group having a phosphate ester and a fatty acid ester. Glycerophospholipid and sphingophospholipid Say. Details will be described below.

Examples of glycerophospholipids that can be used in the present invention include phosphatidic acid, bisphosphatidic acid, lecithin (phosphatidylcholine), phosphatidylethanolamine, phosphatidylmethylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerin, and diphosphatidylglycerin. (Cardiolipin), etc., including those derived from plants such as soybeans, corn, peanuts, rapeseed, wheat, etc., those derived from animals such as egg yolk and cattle, and various lecithins derived from microorganisms such as E. coli Can do.
Examples of the sphingophospholipid that can be used in the present invention 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 it can also be obtained by hydrolysis of lecithin using phospholipase A ₁ or A ₂ .
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 food, pharmaceutical and cosmetic fields.

The lecithin having a purity of 60% by mass or more is industrially used as lecithin, but 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 obtained 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.

In the emulsion composition of the present invention, the phospholipid content is preferably 0.1 to 10% by mass, more preferably 0.2 to 5% by mass, and still more preferably 0.5 to 2%, based on the entire composition. % By mass.
When the content of the phospholipid is 0.1% by mass or more, the emulsion stability of the emulsion composition tends to be good. Moreover, it is preferable from the viewpoint of the emulsion stability of an emulsion composition by making the said content into 10 mass% or less, without an excess phospholipid separating from an oil-based component and forming a phospholipid dispersion in water.

[Oil component]
Next, the oil component used in the emulsion composition of the present invention will be described.
The 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 a radical scavenger containing oil-soluble vitamins such as carotenoids and tocopherols. In addition, fats and oils such as coconut oil are preferably used.

(Carotenoids)
As the oil component, carotenoids containing natural pigments can be preferably used.
The carotenoids in the emulsion composition of the present invention 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 will be contained in the carotenoid in this invention if it can be obtained in accordance with a conventional method. For example, many of the carotenoids described below are produced by synthesis, and many commercially available β-carotene is produced by synthesis.

Examples of carotenoids include hydrocarbons (carotenes) and oxidized alcohol derivatives thereof (xanthophylls).
As carotenoids, actinioerythrol, astaxanthin, bixin, canthaxanthin, capsanthin, capsorubin, 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, biorelythrin, zeaxanthin, and esters of those 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, coloring poultry skin and fat and poultry eggs There is a function.

  As carotenoids that are particularly preferably used in the present invention, astaxanthin and / or astaxane, which has an antioxidant effect, an anti-inflammatory effect, an anti-skin aging effect, a whitening effect, and the like, is known as a colorant in the yellow to red range. Derivatives such as chitin esters (hereinafter collectively referred to as “astaxanthins”).

Astaxanthin is a red pigment having absorption maxima at 476 nm (ethanol) and 468 nm (hexane) and belongs to a kind of carotenoid xanthophylls (Davies, BH: In “Chemistry and Biochemistry of Plant Pigments”, T. W. Goodwin ed., 2nd ed., 38-165, Academic Press, NY, 1976.). The chemical structure of astaxanthin is 3,3′-dihydroxy-β, β-carotene- ₄ , 4′-dione (C ₄₀ H ₅₂ 0 ₄ , molecular weight 596.82).

  Astaxanthin has a 3S, 3S′-form, 3S, 3R′-form (meso-form), 3R, 3R ′-, due to the configuration of the 3 (3 ′)-positioned hydroxyl groups of the ring structure present at both ends of the molecule. There are three isomers of the body. In addition, there are cis- and trans- isomers of conjugated double bonds at the center of the molecule. For example, all cis-, 9-cis and 13-cis isomers.

  The hydroxyl group at the 3 (3 ')-position can form an ester with a fatty acid. Astaxanthin obtained from krill is a diester (Yamaguchi, K., Miki, W., Toriu, N., Kondo, Y., Murakami, M., Konosu, S., Satake, M., Fujita). , T .: The composition of carotenoid pigments in the artificial krill Euphausia superba, Bull. Jap. Sos. Sci., 1983, 14. Plumialis is obtained from 3S, 3S′-form, and contains many monoesters linked to one fatty acid (Renstrom, B., Liaen-Jensen, S .: Fatty acids of some calibrated biochemicals, Com. Physiol.B, Comp. Biochem., 1981, 69, p.625-627.).

  In addition, astaxanthin obtained from Phaffia Rhodozyma is a 3R, 3R′-form (Andrewes, AG, Starr, MP: (3R, 3′R) -Astaxanthin from the Pharmopharm. , 15, p.1009-1011.) And has a structure opposite to that of the 3S, 3S′-form usually found in nature. It also exists in free form that does not esterify with fatty acids (Andrewes, AG, Phaffia, HJ, Starr, MP: Carotenids of Phaffia rhodozyma, ared pigmented fermment , Phytochem., 1976, 15, p. 1003-1007.).

  Astaxanthin and its ester are described in Kuhn et al. First isolated from lobster (Astacus gammarus L.) and disclosed its putative structure (Kuhn, R., Sorensen, N.A .: The coloring matters of the lobster (Astacus gammars. L.)). Angew.Chem., 1938, 51, p.465-466.). Since then, it has been clarified that astaxanthin is widely distributed in nature and usually exists as an astaxanthin fatty acid ester, and also exists as an astaxanthin protein (oborbin, cluster cyanine) bound to proteins in crustaceans (Cheesman) , DF: Ovorubin, a chromoprotein from the eggs of the gastropod molluca Pomacea canalicula, Proc. Roy. Soc. B, 1958, 149, 149, 149, 149, 149, 149, 149

The astaxanthin and / or its ester (astaxanthins) may be contained in the emulsion composition of the present invention as an astaxanthin-containing oil separated and extracted from a natural product containing astaxanthin and / or its ester. Examples of such astaxanthin-containing oils include red yeast paffia, green algae hematococcus, marine bacteria, and the like, and extracts from the cultures, extracts from Antarctic krill, and the like.
It is known that the Haematococcus alga extract (haematococcus alga-derived pigment) differs from the krill-derived pigment and the synthesized astaxanthin in terms of the type of ester and its content.

Astaxanthins that can be used in the present invention may be the above-mentioned extract, or a product obtained by appropriately purifying the extract as necessary, or a synthetic product.
As the astaxanthins, those extracted from Haematococcus alga (also referred to as Haematococcus alga extract) are particularly preferred from the viewpoint of quality and productivity.

  Specific examples of the haematococcus alga extract that can be used in the present invention include Haematococcus pluviaris, Haematococcus lacustris, Examples thereof include Haematococcus droebakensis, Haematococcus zimbabiensis, and the like.

  The method for culturing Haematococcus algae that can be used in the present invention can employ various methods disclosed in JP-A-8-103288 and the like, and is not particularly limited. What is necessary is just to change the form to a cyst cell.

The Haematococcus alga extract that can be used in the present invention is prepared by using the above-mentioned raw materials, if necessary, by crushing the cell wall by a method disclosed in, for example, JP-A-5-68585, etc., and adding acetone, ether, chloroform, and alcohol. It can be obtained by adding an organic solvent such as (ethanol, methanol, etc.) or an extraction solvent such as supercritical carbon dioxide.
In addition, in the present invention, commercially available Haematococcus alga extract can be used. For example, ASTOTS-S, -2.5 O, -5 O, and -10 manufactured by Takeda Shiki Co., Ltd. O, etc., Asteryl Oil 50F, 5F, etc. manufactured by Fuji Chemical Industry Co., Ltd., BioAstin SCE7 manufactured by Toyo Enzyme Chemical Co., Ltd., and the like.

The content of astaxanthin in the Haematococcus alga extract that can be used in the present invention as a pure pigment content is preferably 0.001 to 50% by mass, more preferably from the viewpoint of handling during the production of the emulsion composition. 0.01 to 25% by mass.
The Haematococcus alga extract that can be used in the present invention contains astaxanthin or an ester thereof as a pure component of the pigment described in JP-A-2-49091, but the ester is generally 50 mol%. As mentioned above, it contains 75 mol% or more, more preferably 90% mol or more.
For more detailed explanation, see “Astaxanthin Chemistry”, 2005, Internet <URL: http: // www. astaxanthin. co. jp / chemical / basic. htm>.

(Oils and fats)
Examples of the fats and oils in the oil component include liquid fats and oils (fatty oils) and solid fats and oils (fats) at room 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, and grape seed oil.
Moreover, as the solid fats and oils, beef fat, hardened beef fat, beef leg fat, beef bone fat, mink oil, egg yolk oil, pork fat, horse fat, sheep fat, hardened oil, cocoa butter, palm oil, hardened palm oil, Palm oil, palm hardened oil, owl, crow 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.

(Radical scavenger)
As the oil component in the present invention, it is preferable to contain a fat-soluble radical scavenger (antioxidant) having a radical scavenging function.
The radical scavenger may be used alone as an oil component, or may be used in combination in order to prevent oxidation of other oil components.

  The radical scavenger is an additive that suppresses the generation of radicals, 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 radical scavenger, there is known a method in which the state of trapping radicals by mixing with a reagent is measured 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 “radical scavengers”. 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 radical scavenger in the present invention is preferably a radical scavenger 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 the stability against emulsion oxidation.

  Compounds that can be used as radical scavengers 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, it is sufficient that 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 radical scavenger in the emulsion composition is generally 0.001 to 20.0 mass%, preferably 0.01 to 10.0 mass%, more preferably 0.1 to 5.0 mass%. %.
Although the preferable radical scavenger is illustrated below, this invention is not limited to these.

  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.

The content of the oil component in the emulsion composition of the present invention is preferably 0.1 to 50% by mass, more preferably 0.5 to 0.5% from the viewpoints of application of the emulsion composition and emulsified particle size / emulsion stability. It is 25 mass%, More preferably, it is 0.2-10 mass%.
When the content of the oil component is 0.1% by mass or more, the active ingredient does not decrease, and the emulsion composition tends to be easily applied to foods and cosmetics. When the content is 50% by mass or less, There is a tendency that the increase of the emulsified particle diameter and the deterioration of the emulsion stability are difficult to occur.

[Surfactant]
Next, the surfactant used in the emulsion composition of the present invention will be described.
As the surfactant in the present invention, a surfactant emulsifier (hydrophilic surfactant) that dissolves in an aqueous medium can greatly reduce the interfacial tension of the oil phase / aqueous phase in the emulsion composition. This is preferable in that the particle 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 there is no particular limitation, but 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. Preferable examples of sorbitan fatty acid esters include sorbitan monocaprylate, sorbitan monolaurate, sorbitan monostearate, sorbitan tristearate, 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 dimyristate, sucrose dilaurate, sucrose monooleate, sucrose Sugar monostearate, sucrose monopalmitate, sucrose monomyristic ester, sucrose monolaurate, etc. Among these, sucrose monooleate, sucrose monostearate, sucrose Monopalmitate, sucrose monomyristate, and sucrose monolaurate are more preferred.
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, DK ester SS manufactured by Daiichi Kogyo Seiyaku Co., Ltd., F160, F140, F110, F90, F70, F50, F-A50, F-20W, F-10, F-A10E, 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 and the like.
Among the above, preferably Leutou Sugar Esters S-1170, S-1170F, S-1570, S-1670, P-1570, P-1670, M-1695, O-1570, L-1695, DK Esters SS, F160, F140, F110, cosmetics S-110, S-160, S-190, P-160, M-160, L-160, L-150A, L-160A, 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 the polyoxyethylene sorbitan fatty acid ester include sorbitan polyoxyethylene monocaprylate, sorbitan polyoxyethylene monolaurate, sorbitan polyoxyethylene monostearate, sorbitan polyoxyethylene dextearate, sorbitan polyoxyethylene tristearate 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.
Examples of commercially available products include Nikko Chemicals, Inc., NIKKOL TL-10, NIKKOL TP-10V, NIKKOL TS-10V, NIKKOL TS-10MV, NIKKOL TS-106V, NIKKOL TS-30V, NIKKOL TS-30V, NIKKOL 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 needs to exceed 0.5 times the amount of the oil component and more than 5 times the amount of phospholipid. By making the amount of the surfactant 0.5 times or more with respect to the amount of the oil component, it is possible to obtain an emulsion having a fine particle diameter, and by making the amount of phospholipid more than 5 times. Emulsification stability is not impaired. The amount of such a surfactant can make the emulsion stability remarkably good, particularly when ascorbic acid, citric acid, or a salt thereof is simultaneously present in the composition.
In order to obtain a fine particle size, the amount of the surfactant with respect to the amount of the oily component needs to exceed 0.5 times, but preferably 2 times or less, and 1.5 times or less. Is more preferable, and a 1-fold amount or less is particularly preferable. By making the amount of the surfactant 2 times or less, it is preferable in that the problem that foaming becomes severe tends to be eliminated.
In addition, the surfactant amount relative to the phospholipid amount needs to exceed 5 times the amount in order to improve the emulsion stability, but is preferably 50 times or less, more preferably 30 times or less. The amount of 15 times or less is particularly preferable. When the amount of the surfactant is 50 times or less, the particle size can be reduced to an appropriate amount for emulsification stability, and the tendency to suppress the occurrence of problems such as foaming of the composition can be suppressed. It is preferable.

0.5-30 mass% is preferable with respect to an emulsion composition, and, as for the addition amount of the said surfactant, 1-20 mass% is more preferable, and 2-15 mass% is still more preferable.
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, fructose, glucose, sucrose, lactitol, palatinit, erythritol, sorbitol, Mannitol, xylitol, xylose, glucose, lactose, mannose, maltose, galactose, fructose, inositol, pentaerythritol Lumpur, maltotriose, sorbitol, 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, intestinal absorbability can be made higher for food use, and transdermal absorbability can be made higher for cosmetic use.

  Among the polyhydric alcohols that satisfy the above-mentioned conditions, particularly when glycerin is used, the particle diameter of the emulsion becomes smaller, and it is preferable because the particle diameter is small and stably maintained over a long period of time. .

The content of the polyhydric alcohol is preferably 10 to 60% by mass, more preferably 20%, based on the emulsion composition, from the viewpoint of the viscosity of the emulsion composition in addition to the particle size, stability and antiseptic properties described above. It is -55 mass%, More preferably, it is 30-50 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, transparency of foods, cosmetics and the like produced using the emulsion is hardly deteriorated, and it is preferable in that the absorbability in the body and percutaneous is hardly 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 method for producing the emulsion composition described later and the ratio of the oil phase to the water phase. Can be miniaturized.

<Method for producing emulsion composition>
The method for producing the emulsion composition of the present invention is not particularly limited. For example, a) a surfactant is dissolved in an aqueous medium (water, etc.) to obtain an aqueous phase, and b) the oil component (carotenoid, etc.). And an phospholipid (lecithin, etc.) are mixed and dissolved to obtain an oil phase, and c) an aqueous phase and an oil phase are mixed with stirring, emulsified and dispersed to obtain an emulsion composition. Is preferred.
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.

The emulsification dispersion may be carried out by one step of emulsification, but it is preferable to carry out two or more steps of emulsification from the viewpoint of obtaining uniform and fine emulsified particles.
Specifically, in addition to a one-step emulsification operation in which emulsification is performed using a normal emulsification apparatus (for example, stirrer, impeller stirring, homomixer, continuous flow shearing apparatus, etc.) using a shearing action, a high-pressure homogenizer, It is particularly preferable to use two or more types of emulsifying devices together by a method such as emulsification through an ultrasonic disperser. By using a high-pressure homogenizer, the emulsion can be arranged into even more uniform droplets of fine particles. Further, it may be performed a plurality of times for the purpose of forming droplets having a more uniform particle diameter.

The emulsion composition of the present invention can be widely used for food or cosmetics. Here, foods include beverages, frozen desserts, and cosmetics include skin cosmetics (skin lotion, cosmetic liquid, milky lotion, cream, etc.), lipsticks, sunscreen cosmetics, makeup cosmetics, However, it is not limited to these.
Moreover, although the emulsion composition of the present invention is contained in the food or cosmetic of the present invention, components that can be added to the food or cosmetic can be appropriately added as necessary.

The addition amount of the emulsion composition of the present invention used for foods, cosmetics and the like varies depending on the type and purpose of the product and cannot be specified unconditionally, but is 0.01 to 10% by mass, preferably , 0.05 to 5% by 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 used in particular for beverages (in the case of food), lotions, cosmetic liquids, emulsions, cream packs / masks, packs, hair-washing cosmetics, fragrance cosmetics, liquid body cleaning agents, UV care cosmetics, deodorant cosmetics, When used in aqueous products such as oral care cosmetics (in the case of cosmetics), a transparent product is obtained, and insoluble precipitates, precipitates or precipitates under severe conditions such as long-term storage or sterilization Occurrence of inconvenient phenomena such as neck ring can be suppressed.

  The food or cosmetic 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) 33.0 g
・ Decaglyceryl monooleate (HLB = 12) 67.0 g
・ Glycerin 450.0g
・ Pure water 300.0g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition was obtained.
・ Hematococcus alga extract (astaxanthin content 20% by mass) 37.5 g
・ 9.5g mixed tocopherol
・ Coconut oil 93.0g
・ Lecithin (derived from soybean) 10.0 g

While maintaining the aqueous phase composition at 70 ° C., the mixture is stirred with a homogenizer (model name HP93, manufactured by SMT Co., Ltd.) (10000 rpm), and the oil phase composition is added to the aqueous phase composition to obtain an emulsion. Obtained.
Subsequently, the obtained preliminary emulsified product was cooled to about 40 ° C., and high pressure emulsification was performed at 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.
Astaxanthins-containing emulsion compositions EM-02 to 10 were obtained in the same manner except that the compositions were in accordance with Table 1 below.
In addition, astaxanthin-containing emulsion compositions EM-02 to EM-05 are reference examples of the present invention.

  In the table, sucrose stearate is Ryoto Sugar Ester S-1670 (HLB = 16), S-770 (HLB = 7) manufactured by Mitsubishi Chemical Foods, Ltd., and sucrose laurate is Ryo manufactured by Mitsubishi Chemical Foods, Inc. Tosugar ester L-1695 (HLB = 16), decaglyceryl monooleate manufactured by Nikko Chemicals Co., Ltd. NIKKOL Decaglyn 1-O (HLB = 12), monooleic acid hexaglyceryl manufactured by Nikko Chemicals Co., Ltd. NIKKOL Hexaglyn 1-OV (HLB = 9) and decaglyceryl monolaurate used NIKKOL Decaglyn 1-L (HLB = 15.5) by Nikko Chemicals. As the Haematococcus extract, ASTOTS-S manufactured by Takeda Paper Co., Ltd. was used. Riken E Oil 800 manufactured by Riken Vitamin Co., Ltd. was used as the mixed tocopherol. The coconut oil used was Coconut MT from Kao Corporation. For lecithin (derived from soybean), Resion P, manufactured by Riken Vitamin Co., Ltd., and for lysolecithin, Recimar EL manufactured by Riken Vitamin Co., Ltd. were used. As sphingomyelin, Cotosome NM-70 manufactured by Nippon Oil & Fats Co., Ltd. was used.

(Particle size measurement)
1.0 g of the astaxanthin-containing emulsion composition (EM-01 to 10) 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 dispersion measuring device LB-550 (manufactured by Horiba, Ltd.). The results are shown in Table 2 below.
The specific measurement method is as described above.

(Emulsification stability)
As the emulsification stability, an increase in the particle diameter was examined when Na ascorbate was added and when it was not added.
10 g of ascorbic acid Na (powder) was added to 90 g of the emulsion composition in water, and the mixture was stirred for 10 minutes using a stirrer. The particle diameter of the obtained aqueous solution was measured using LB-550 as described above.
Similarly, instead of Na ascorbate, tri-Na citrate (crystal) was added to measure the particle size.
Similarly, 1 g of catechin was added instead of 10 g of Na ascorbate (powder), and the particle size was measured. As catechin, PF-TP80 manufactured by Pharma Foods Co., Ltd. was used. The results are shown in Table 2 below.

  As is apparent from Table 2 above, the emulsion composition of the present invention has a fine particle size, and even when an organic acid (salt) such as sodium ascorbate or a polyphenol such as catechin is added. It was found that the emulsion stability was excellent.

(Example 2)
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition.
・ Sucrose stearate (HLB = 16) 33.0 g
・ Decaglyceryl monooleate (HLB = 12) 67.0 g
・ Glycerin 450.0g
・ Pure water 300.0g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition was obtained.
・ Hematococcus alga extract (astaxanthin content 20% by mass) 37.5 g
・ Tocotrienol-containing oil (tocotrienol content 50 mass%) 9.5 g
・ Coconut oil 93.0g
・ Lecithin (derived from soybean) 10.0 g

While maintaining the aqueous phase composition at 70 ° C., the mixture is stirred with a homogenizer (model name HP93, manufactured by SMT Co., Ltd.) (10000 rpm), and the oil phase composition is added to the aqueous phase composition to obtain an emulsion. Obtained.
Subsequently, the obtained preliminary emulsified product was cooled to about 40 ° C., and high pressure emulsification was performed at 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-21.

  Astaxanthin-containing emulsion compositions EM-22 to 24 were obtained in the same manner except that the compositions were in accordance with Table 3 below. Note that EM-23 corresponds to EM-01 in Example 1.

  In the table, Ryoto Sugar Ester S-1670 (HLB = 16) manufactured by Mitsubishi Chemical Foods Co., Ltd. was used as the sucrose stearate, and NIKKOL Decaglyn 1-O manufactured by Nikko Chemicals Co., Ltd. was used as the decaglyceryl monooleate. As the Haematococcus extract, ASTOTS-S manufactured by Takeda Paper Co., Ltd. was used. Tocotrienol-containing oil was 50% Tocomine manufactured by Carotech. Riken E Oil 800 manufactured by Riken Vitamin Co., Ltd. was used as the mixed tocopherol. The coconut oil used was Coconut MT from Kao Corporation. For lecithin (soybean-derived), Reion P manufactured by Riken Vitamin Co., Ltd. was used.

(Dilution)
1.0 g of the obtained astaxanthin-containing emulsion composition (EM-21 to 24) was added to 99.0 g of pure water, and the mixture was stirred for 5 minutes with a magnetic costar. Evaluation of the water dilution liquid of the obtained emulsion composition was performed as follows. The results are shown in Table 4 below.
The particle size measurement and storage stability were the same as in Example 1.
(Astaxanthin degradation stability evaluation)
Absorbance measurement of water dilutions of the emulsion composition was carried out by NanoDrop Technologies, Inc. This was performed using a ND-1000 Spectrophotometer manufactured by the company (Ci). The water dilution of the emulsion composition was placed in a glass bottle with a lid and stored in a thermostatic bath maintained at 50 ° C. The storage days were 1, 3, 5, 7, 10, 14 days. After storage for each day, the absorbance was measured, the absorbance after storage (Cf) was determined, and the residual ratio of astaxanthin [%] = Cf / Ci × 100 was determined.
Taking the storage days on the horizontal axis and the astaxanthin residual rate on the vertical axis, a graph was prepared, and the storage days at which the astaxanthin residual rate was 80% were read from this graph and evaluated as 80% astaxanthin residual days.

For the emulsion compositions EM-21, EM-22, EM-23, and EM-24 according to the present invention, the oil droplet particle diameter after dilution with pure water and the particle diameter measurement after addition of the organic acid were performed in the same manner as in Example 1. It was. The results are shown in Table 4.
Even when emulsion compositions EM-21 to EM-24 according to the present invention are added with an organic acid (salt) such as sodium ascorbate and polyphenols such as catechin, as in EM-01 in Example 1. The emulsion exhibited good emulsification stability with no aggregation or the like.
As is clear from Table 4, among the astaxanthin-containing emulsion compositions EM-21 to EM-24 according to the present invention, EM-21 to EM-23 to which an oil-soluble antioxidant (oil-soluble radical scavenger) was added. Shows high decomposition stability compared with EM-24 not containing a radical scavenger, and EM-21 containing tocotrienol showed particularly good storage stability. Thus, by selecting tocotrienol as an oil-soluble antioxidant, effective storage stability can be obtained in a smaller amount, so the amount of oil-soluble oxidant added can be reduced and the amount of functional oil-based components can be reduced. It has been found to be particularly useful when wanting to increase.

(Example 3): Beverage Next, using the emulsion composition obtained in Example 1, a beverage was prepared by the following composition and production method.
<Composition>
(1) 20 g of the emulsion composition of Example 1 (EM-01)
(2) Fructose glucose liquid sugar 120g
(3) Vitamin C (L-ascorbic acid) 10g
(4) Citric acid 10g
(5) Orange flavor 3g
(6) Water 837g
Total 1000g

After the components (2) to (6) were mixed and dissolved, the component (1) was added and further mixed to prepare a beverage. This was filled in a bottle and sterilized by heating at 85 ° C. for 10 minutes. This was cooled to room temperature to obtain a beverage.
The resulting beverage was excellent in transparency, and no turbidity or neck ring was observed even when left standing.

(Example 4): Toner lotion Next, using the emulsion composition obtained in Example 1, a lotion was prepared by the following composition and production method.
<Composition>
(1) 1,3-butanediol 60 g
(2) Glycerin 40g
(3) 1g oleyl alcohol
(4) Polyoxyethylene (20) sorbitan monolaurate 5g
(5) Polyoxyethylene (15) lauryl alcohol ether 5 g
(6) Ethanol 100g
(7) Methylparaben 2g
(8) L-ascorbic acid Na 10 g
(9) Emulsion composition of Example 1 (EM-01) 1 g
(10) 776 g of purified water
Total 1000g

(1) was added to and dissolved in (10) to obtain an aqueous phase. Next, (2) to (5), (7), and (8) were dissolved in (6) and mixed with the aqueous phase with stirring. Furthermore, (9) was added and mixed by stirring to obtain a skin lotion.
The obtained lotion was excellent in transparency, and no turbidity was observed even when stored at 50 ° C. for 3 months.

Claims (15)

In an emulsion composition containing a phospholipid, an oily component, and a surfactant and used for food or cosmetics , the content of the surfactant exceeds 0.5 times the content of the oily component. 2 times or less and more than 5 times the content of the phospholipid, 2 to 15% by mass with respect to the emulsion composition, and further to the emulsion composition The emulsion composition used for the foodstuff or cosmetics characterized by containing the polyhydric alcohol of content of 30-50 mass%.   The emulsion composition according to claim 1, wherein the content of the surfactant is more than 5 times and not more than 50 times the content of the phospholipid.   The emulsion composition according to claim 1 or 2, wherein the oily component contains carotenoids.   The emulsion composition according to claim 3, wherein the carotenoids are astaxanthins.   The emulsion composition according to any one of claims 1 to 4, wherein the surfactant is a nonionic surfactant having an HLB of 10 or more.   6. The surfactant according to claim 1, wherein the surfactant is at least one selected from sucrose fatty acid esters, polyglycerin fatty acid esters, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters. The emulsion composition described in 1.   The oil component content is 0.1 to 50% by mass with respect to the total mass of the composition, and the phospholipid content is 0.1 to 10% by mass with respect to the total mass of the composition. The emulsion composition according to any one of claims 1 to 6.   The emulsion composition according to any one of claims 1 to 7, wherein the polyhydric alcohol is glycerin.   The emulsion composition according to any one of claims 1 to 8, wherein the oil component contains a fat-soluble radical scavenger.   The emulsion composition according to claim 9, wherein the radical scavenger contains vitamin Es. The emulsion composition according to claim 9, wherein the radical scavenger contains at least one selected from the group consisting of tocopherol and an acetate derivative thereof. The emulsion composition according to claim 9, wherein the radical scavenger contains at least one selected from the group consisting of tocotrienol and an acetate derivative thereof.   The emulsion composition according to any one of claims 1 to 12, wherein a particle diameter of the emulsion is 200 nm or less. The foodstuff containing the emulsion composition of any one of Claims 1-13. Cosmetics comprising the emulsion composition according to any one of claims 1 to 13.