JP2009060825A - Oil-soluble component-containing powder composition and functional food using the same - Google Patents

Abstract

An object of the present invention is to suppress the occurrence of stickiness on the powder surface during pulverization, to suppress agglomeration in the production process and the amount of adhesion to the apparatus, and to produce in high yield, and when dissolved and dispersed in an aqueous medium, the thickness is 150 nm or less An oil-soluble component-containing powder composition capable of obtaining an emulsion capable of stably forming the fine emulsified particles is provided. This powder composition is useful for functional foods.
A powder composition obtained by drying an emulsion composition containing an oil-soluble component and an emulsifier, wherein the emulsifier has a melting point of 45 ° C. or higher, and the ratio of the emulsifier to the oil-soluble component is 0.00. It is characterized by being 5-1.5. As the emulsifier, it is preferable to contain sucrose fatty acid ester having a melting point of 45 ° C. or more in an amount of 60% by mass or more of the total amount of the emulsifier.
[Selection figure] None

Description

  TECHNICAL FIELD The present invention relates to an oil-soluble component-containing powder composition obtained by drying an emulsion composition and a food containing the powder-like composition, and in particular, stably contains an oil-soluble component and is dissolved and dispersed in an aqueous medium. It is related with the powder composition from which the emulsion which has a fine emulsification particle | grain is obtained, and a functional food using the same.

In recent years, focusing on the functionality of oil-soluble components such as carotenoids and unsaturated fatty acids, many compositions containing these have been developed. When using such oil-soluble ingredients as active ingredients in foods and cosmetics, from the viewpoint of product appearance, taste, or absorbability of functional oil-soluble ingredients from the skin and digestive organs, In addition, it is desirable that the emulsified particles are as small as possible.
A powder composition capable of forming a fine emulsion dispersion when dispersed in an aqueous medium containing water as a main component from the viewpoint of good stability and transportability as a raw material when an oil-soluble component is applied to the emulsion. Things are used.
Such a powder composition having good re-dissolvability and re-dispersibility and capable of forming a suitable emulsion is prepared by first uniformly dispersing an oil-soluble component in an aqueous medium using an emulsifier. It is made by adjusting and drying it.

When improving the functionality by increasing the content of the functional oil-soluble component, as the oil-soluble component increases, the powder surface containing the oil-soluble component becomes sticky and flocculates easily when powdered. As a drying step of such an emulsion composition, a spray drying step of drying while spraying the emulsion composition is generally employed. When a powder having a sticky surface is produced in this step, the powder aggregates. Alternatively, a phenomenon such as a decrease in yield due to adhesion to the inner wall of the drying apparatus occurs, and when the powder composition containing aggregates is dissolved and dispersed in an aqueous solvent, the particle size of the emulsified particles increases, There is a problem that it is difficult to obtain a desired emulsion.
Moreover, when the powder surface of the obtained powder composition is sticky, the problem that workability | operativity in the case of making a powder encapsulate in a capsule or shape | molding into a tablet also arises.

As an emulsion stabilization technique for oil-soluble components, for example, a surfactant that is solid at a temperature of 45 ° C. or less and is an ester or ether of a predetermined sugar is used, and such an emulsifier is used in a ratio of 2 to the oil-soluble component. A technique for obtaining a nanoemulsion by adding in the range of -10 is disclosed (for example, see Patent Document 1). However, nanoemulsions by this technique are still insufficient from the viewpoint of emulsion stability, and further, no consideration is given to pulverization of the emulsion composition.
Further, as a water dispersion technique for carotenoids, which are functional oil-soluble components, a technique has been proposed in which edible fats and fat-soluble vitamins are added as suspending agents by dissolving in carotenoids (see, for example, Patent Document 2). Here, it is described that 30 to 99 parts by weight of a liquid or solid emulsifier at room temperature is added as an emulsifier to 1 part by weight of carotenoid. However, according to this technique, a stable amount containing a carotenoid in a sufficient amount is described. It is difficult to obtain such a composition, and it is intended to make the carotenoid water-dispersible without going through the powder composition as in the present invention, and the problem of powdering is not considered.
Japanese Patent No. 3583331 JP 2000-106844 A

The object of the present invention, which was made in consideration of the above problems, is a powder composition obtained by drying an emulsion composition containing a functional oil-soluble component, and suppresses the occurrence of stickiness on the powder surface during pulverization. It contains oil-soluble component-containing powder compositions that can be produced in high yields, with agglomeration in the production process and the amount attached to the device, and contains a sufficient amount of functional oil-soluble components, which are dissolved and dispersed in an aqueous medium. It is an object to provide an oil-soluble component-containing powder composition capable of obtaining an emulsion capable of stably forming fine emulsified particles of 150 nm or less.
In addition, a further object of the present invention is to use an oil-soluble component-containing powder composition containing an adequate amount of a functional oil-soluble component to obtain an emulsion capable of stably forming fine emulsified particles. The functional oil-soluble component is contained as fine emulsified particles, and the object is to provide a functional food with good absorbability.

As a result of intensive studies, the present inventors have found that the object of the present invention can be achieved by controlling the physical properties of the emulsifier, the oil-soluble component, and the amount of the emulsifier added, and have completed the present invention.
That is, the configuration of the present invention is as follows.
<1> A powder composition obtained by drying an emulsion composition containing an oil-soluble component and an emulsifier, wherein the melting point of the emulsifier is 45 ° C. or higher, and the ratio of the emulsifier to the oil-soluble component is 0.5. An oil-soluble component-containing powder composition characterized by being -1.5.
<2> The oil-soluble component-containing powder composition according to <1>, wherein the emulsifier contains a sucrose fatty acid ester having a melting point of 45 ° C. or higher in an amount of 60% by mass or more of the total amount of the emulsifier.
<3> The emulsified powder <4> of the oil-soluble composition according to <2>, wherein the emulsifier further contains a polyglycerin fatty acid ester having a melting point of 45 ° C. or higher. The oil-soluble component-containing powder composition according to any one of <1> to <3>, wherein the powder composition is at least one selected from the group consisting of unsaturated fatty acids.

<5> The oil-soluble component further includes at least one compound selected from the group consisting of tocopherol, tocotrienol and derivatives thereof (hereinafter, appropriately referred to as tocopherols) <4 The oil-soluble component-containing powder composition according to>.
<6> Any one of <1> to <5>, wherein an emulsion particle diameter of an emulsion obtained by dissolving and dispersing the oil-soluble component-containing powder composition in an aqueous solvent is 150 nm or less. The oil-soluble component-containing powder composition described in 1.
<7> A functional food comprising the oil-soluble component-containing powder composition according to any one of <1> to <6>.
<8> The functional food according to <7>, which has a dosage form of a beverage, a capsule inclusion, a granule, or a tablet.

The oil-soluble component-containing powder composition of the present invention suppresses a decrease in yield due to powder stickiness in the production process, and emulsified particles in an emulsion obtained by redispersion resulting from unwanted aggregates It is also possible to suppress an increase in particle size. For this reason, the oil-soluble component-containing powder composition of the present invention is excellent in processability, and an emulsion obtained by dissolving and dispersing it in an aqueous medium has a small emulsion particle size of 150 nm or less. .
By stably including such fine emulsified particles, when the oil-soluble component-containing powder composition of the present invention is used in food, the functional oil-soluble component is absorbed well into the body and applied to functional food. This will produce an excellent effect.

According to the present invention, it contains a functional oil-soluble component, suppresses the occurrence of stickiness on the powder surface during pulverization, reduces the amount of aggregation and adhesion to the apparatus in the production process, and can be produced in high yield. Component-containing powder composition, containing a sufficient amount of functional oil-soluble component, and oil-soluble to obtain an emulsion that can stably form fine emulsified particles of 150 nm or less when dissolved and dispersed in an aqueous medium An ingredient-containing powder composition can be provided.
By using the oil-soluble component-containing powder composition of the present invention, a functional food containing a functional oil-soluble component as fine emulsified particles and having good absorbability can be provided.

[Oil-soluble component-containing powder composition]
The oil-soluble component-containing powder composition of the present invention is a powder composition obtained by drying an emulsion composition containing an oil-soluble component and an emulsifier, wherein the emulsifier has a melting point of 45 ° C. or higher, and the emulsifier and oil The ratio with the soluble component is 0.5 to 1.5.
Thus, while using a thing with melting | fusing point of 45 degreeC or more as an emulsifier, the stickiness generation | occurrence | production of the powder surface resulting from an oil-soluble component can be effectively suppressed by adjusting content of the emulsifier with respect to an oil-soluble component.
Hereinafter, each component contained in the powder composition of the present invention will be described.

<Emulsifier with a melting point of 45 ° C. or higher>
The melting point of the emulsifier that can be used in the present invention needs to be 45 ° C. or higher, and is preferably 47 ° C. or higher, more preferably 50 ° C. or higher from the viewpoint of improving the yield. Although there is no restriction | limiting in particular in the upper limit of melting | fusing point, when the preparation temperature of an emulsion composition is generally 60-70 degreeC, it is preferable that it is 70 degreeC or less from a viewpoint of handling property, and it is 60 degreeC or less. More preferably.
Examples of emulsifiers that can be suitably used in the present invention include sucrose fatty acid esters having a melting point of 45 ° C. or higher.
The sucrose fatty acid ester used in the present invention preferably has a fatty acid having 12 or more carbon atoms, more preferably 12 to 20 from the viewpoint of surface activity and melting point. By setting the number of carbon atoms to 12 or more, the melting point can be maintained within a preferable range, and emulsion particles having a smaller average particle diameter can be formed.
The emulsifier can contain a compound other than sucrose fatty acid ester, but sucrose fatty acid ester is preferably contained in a proportion of 60% by mass or more in the total amount of the emulsifier, and the powder composition is dissolved and dispersed in an aqueous medium. From the viewpoint of appropriately maintaining the emulsified particle diameter of the emulsion obtained in this manner, it is more preferably 70% by mass or more, and further preferably 75% by mass or more.

Although the sucrose fatty acid ester which can be used as an emulsifier in this invention is mentioned with the melting | fusing point [Peak value: It describes in ()], this invention is not restrict | limited to this.
Sucrose stearate (56 ° C), sucrose palmitate (48 ° C), sucrose myristic ester (47 ° C), sucrose laurate (47 ° C), sucrose monostearate (52 ° C) Sucrose monopalmitate (45 ° C.).
Among these, sucrose laurate (47 ° C), sucrose monopalmitate (45 ° C), and sucrose monostearate (52 ° C) are more preferable. In the present invention, these sucrose fatty acid esters can be used alone or in combination.

  Examples of commercially available products that can be used as sucrose fatty acid esters in the present invention include Ryoto Sugar Esters S-1170, S-1570, S-1670, P-1570, P-1670, L manufactured by Mitsubishi Chemical Foods Corporation. -1695, monoester-P, and Daiichi Kogyo Seiyaku Co., Ltd. DK ester SS, F-160, F-140, F-110, F-90 etc. are mentioned.

In addition to the sucrose fatty acid ester, the emulsifier may contain another emulsifier having a melting point of 45 ° C. or higher depending on the purpose.
For example, in order to improve the dispersibility of the oil-soluble component, it is also a preferable aspect to use a polyglycerin fatty acid ester having a melting point of 45 ° C. or higher in combination.
The polyglycerol 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 a fatty acid having 8 to 18 carbon atoms such as caprylic acid and capric acid. And esters with lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, and linoleic acid. Preferable examples of the polyglycerol fatty acid ester include hexaglycerol stearate (about 50 ° C.), tetraglycerol stearate (about 52 ° C.), decaglycerol stearate (about 50 ° C.), decaglycerol palmitate (40 ° C), decaglycerin benoic acid ester (71 ° C) and the like.
Of these, more preferred are decaglycerin stearic acid ester (HLB = 12), decaglycerin palmitic acid ester (HLB = 13), and the like.
These polyglycerol fatty acid esters having a melting point of 45 ° C. or higher can be used alone or in combination with the sucrose fatty acid esters having a melting point of 45 ° C. or higher.
The polyglycerin ester that is in a viscous liquid state at room temperature has a melting point of less than 45 ° C., but, for example, sucrose fatty acid ester having a melting point of 45 ° C. or more and the effect of the present invention are not affected. It can be suitably used in an amount of less than 40% by mass relative to the sugar fatty acid ester.

  Commercially available products include, for example, Mitsubishi Chemical Foods Co., Ltd., Ryoto PolyGlyester HS11, HS9, TS4, TS2, S24D, P8D, and Nikko Chemicals Co., Ltd., NIKKOL Decaglyn 1-SV, Tetraglyn 1 -SV, Hexaglyn 1-SV and the like.

  The powder composition according to the present invention may contain any one of these sucrose fatty acid ester and polyglycerin fatty acid ester, and is preferably used in combination from the viewpoint of further improving the storage stability of the powder.

  As these sucrose fatty acid ester and polyglycerin fatty acid ester, those having HLB of 8 or more are preferable, those having 10 or more are more preferable, and those having 12 or more are particularly preferable. The upper limit value of the HLB value is not particularly limited, but is generally 18 or less, and preferably 17 or less.

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.

Moreover, in this invention, unless the effect of this invention is impaired, the emulsifier of melting | fusing point less than 45 degreeC can also be used together.
As mentioned above, a preferable emulsifier in the present invention includes a sucrose fatty acid ester having a melting point of 45 ° C. or higher of 60% by mass or more of the total amount of the emulsifier. An emulsifier other than sucrose fatty acid ester having a melting point of 45 ° C. or higher can be used in combination only up to 40% by mass.
Examples of the emulsifier having a melting point of less than 45 ° C. include polyglycerin ester, a mixed liquid solution of sucrose fatty acid ester, sucrose ester of unsaturated fatty acid, etc., which are in a viscous liquid state at room temperature as described above. it can.

Moreover, phospholipid is mentioned as an emulsifier which can be used together other than the sucrose fatty acid ester which is the said preferable aspect, glycerol fatty acid ester, etc.
Examples of the phospholipid that can be used in the present invention include lecithin (phosphatidylcholine), phosphatidic acid, bisphosphatidic acid, phosphatidylethanolamine, phosphatidylmethylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerol, and diphosphatidylglycerol (cardiolipin). Glycerolecithin such as sphingomyecitins such as sphingomyelin. Moreover, various lecithins derived from plants such as soybeans, corn, peanuts, rapeseed, wheat and the like, those derived from animals such as egg yolk and cattle, and microorganisms such as Escherichia coli can be mentioned. The origin of these phospholipids is not particularly limited, but purified ones are particularly suitable. In the present invention, these phospholipids can be used alone or in combination.
Of these phospholipids, lecithin (phosphatidylcholine) is preferable from the viewpoint of availability, safety, and emulsification.

  Since 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. Industrially, lecithin having a purity of 60% or more is used as lecithin and can be used in the present invention. However, from the viewpoint of formation of fine oil droplet diameter and stability of a fat-soluble substance, it is generally high. It is referred to as purity lecithin, which has a lecithin purity of 80% by mass or more, more preferably 90% by mass or more.

  Examples of lecithin include various conventionally known ones extracted and separated from plants, animals and microorganisms. Examples of commercially available lecithins include the Riken series manufactured by Riken Vitamin Co., Ltd. and Recimar EL.

In the present invention, hydrogenated lecithin, enzymatically decomposed lecithin, enzymatically decomposed hydrogenated lecithin, hydroxylecithin, and the like can be used in addition to the high-purity lecithin described above. Such hydrogenated, hydroxylated lecithin is particularly preferred for cosmetic applications. 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.
The enzyme-degraded lecithin, also called lysolecithin, has increased hydrophilicity by allowing phospholipase A2 to act on lecithin, hydrolyzing the ester bond at the β-position, and increasing the number of hydroxyl groups.
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 phospholipids that can be used in the present invention can be used alone or in the form of a mixture of plural kinds.
In the powdered composition of the present invention, when phospholipid is used in combination as an emulsifier, the content is preferably 0.1 to 10% by mass, more preferably 0.2 to 8% by mass, and still more preferably. 0.5-5 mass%.

  In the powder composition according to the present invention, the emulsifier having a melting point of 45 ° C. or higher has a ratio of the total emulsifier containing the emulsifier having a melting point of 45 ° C. or higher to the oil-soluble component to be described later of 0.5 to 1.5. It is used in an amount that falls within the range. From the viewpoint of appropriately maintaining the emulsified particle size of the emulsion obtained by dissolving and dispersing this powder composition in an aqueous medium, the ratio of the two is preferably 0.6 to 1.4. More preferably, it is in the range of 5 to 1.2.

<Oil-soluble component>
The oil-soluble component in the present invention is not particularly limited, and those having physical properties and functionality depending on the purpose can be appropriately selected and used. For example, fat-soluble carotenoids, fat-soluble vitamins, ubiquinones, Examples include saturated fatty acids and fats and oils.
The oil-soluble component preferably contains at least one selected from the group consisting of carotenoids and unsaturated fatty acids because it has functionality applicable to foods.
The content of these oil-soluble components in the present invention is 0.1 to 30% by mass with respect to the emulsion composition for obtaining a powder composition, from the viewpoint of refining the emulsion particle diameter and emulsion stability. The content is preferably 1 to 20% by mass, more preferably 5 to 15% by mass.

The carotenoids in the present invention are preferably carotenoids containing natural pigments, which 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 of carotenoids described below are also produced by synthesis, and most of commercially available β-carotene is produced by synthesis.

Examples of carotenoids include hydrocarbons (carotenes) and oxidized alcohol derivatives thereof (xanthophylls).
Examples of these include actinioerythrol, astaxanthin, 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, echinone, 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 a raw material for poultry food, coloring the poultry skin and fat and eggs produced by poultry There is.

The carotenoids used in the present invention are preferably oily at normal temperature from the viewpoint of reducing the emulsion particle size. Particularly preferred examples include derivatives such as astaxanthin and esters of astaxanthin that have an antioxidant effect, an anti-inflammatory effect, an anti-skin aging effect, a whitening effect, etc., and are known as colorants in the yellow to red range ( Hereinafter, at least one selected from “astaxanthins”) may be included.
These astaxanthins are more preferably extracted from natural materials using supercritical carbon dioxide in terms of odor.

Astaxanthin is a red pigment with absorption maxima at 476 nm (ethanol) and 468 nm (hexane) and belongs to a kind of carotenoid xanthophyll (Davies, BH: In “Chemistry and Biochemistry of Plant Pigments”, TW 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 ₄ OH ₅₂ O 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 antarctic krill Euphausia superba, Bull. Jap. Sos. Sci. Fish., 1983, 49, p.1411-1415. The product obtained from Pluvialis is 3S, 3S'-, which contains many monoesters with one fatty acid (Renstrom, B., Liaaen-Jensen, S .: Fatty acids of some esterified carotenols, Comp. Biochem Physiol. B, Comp. Biochem., 1981, 69, p. 625-627.).

  Astaxanthin obtained from Phaffia Rhodozyma is a 3R, 3R′-form (Andrewes, AG, Starr, MP: (3R, 3′R) -Asttaxanthin from the yeast Phaffa rhodozyma, Phytochem., 1976, 15, p.1009. -1011.) And has the opposite structure to the 3S, 3S′-form normally found in nature. It also exists in free form that does not form esters with fatty acids (Andrewes, AG, Phaffia, HJ, Starr, MP: Carotenids of Phaffia rhodozyma, a red pigmented fermenting yeast, Phytochem., 1976, 15, p. .1003-1007.)

  Astaxanthin and its ester are R.I. Kuhn et al. First isolated from lobster (Astacus gammarus L.) and disclosed its putative structure (Kuhn, R., Soerensen, NA: The coloring matters of the lobster (Astacus gammarus L.), Z. 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 mollusc Pomacea canaliculata, Proc. Roy. Soc. B, 1958, 149, p.571-587.).

The astaxanthin and its ester (astaxanthins) may be contained in the emulsion composition according to 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 faffia, green algae hematococcus, marine bacteria, and the like, and extracts from the culture, extracts from Antarctic krill, and the like.
It is known that a haematococcus alga extract (haematococcus alga-derived pigment) differs from a krill-derived pigment or 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-described extract (extract extract), a product obtained by appropriately purifying the extract as necessary, or a synthetic product. As the astaxanthins, those extracted from Haematococcus alga (hereinafter 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.
The Haematococcus alga extract contains astaxanthin or an ester thereof as the pure pigment, as in the dye described in JP-A-2-49091, and the ester is generally at least 50 mol%, preferably 75 mol. % Or more, more preferably 90 mol% or more.
In addition, in the present invention, commercially available Haematococcus alga extract can be used, for example, ASTOTS-S, -2.5O, -5O, -10O, etc., manufactured by Takeda Shiki Co., Ltd. Examples include Asteryl Oil 50F and 5F manufactured by Fuji Chemical Industry Co., Ltd., and BioAstin SCE7 manufactured by Toyo Enzyme Chemical Co., Ltd.
In the present invention, the content of pure astaxanthin in the Haematococcus alga extract is preferably 0.001 to 50% by mass, more preferably 0.01 to 25% by mass from the viewpoint of extraction cost. It is.

  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.

Examples of the fat-soluble vitamins include fat-soluble vitamin Es, retinoids, vitamin Ds, oil-solubilized derivatives of ascorbic acid and erythorbic acid, and among them, it has a high antioxidant function and is used as a radical scavenger. Preferred are fat-soluble vitamin Es.
Fat-soluble vitamin Es include, but are not limited to, tocopherol and tocotrienol and their derivatives, such as dl-α-tocopherol, dl-β-tocopherol, dl-γ-tocopherol, dl-δ-tocopherol, acetic acid. dl-α-tocopherol, nicotinic acid-dl-α-tocopherol, linoleic acid-dl-α-tocopherol, tocopherols and derivatives thereof such as dl-α-tocopherol succinate, α-tocotrienol, β-tocotrienol, γ-tocotrienol, and δ-tocotrienol. These may be used singly or in combination, but are preferably used in the form of a mixture, and those in the form of a mixture include those called extracted tocopherol, mixed tocopherol and the like.

Examples of retinoids include retinol, 3-hydroretinol, retinal, 3-hydroretinal, retinoic acid, 3-dehydroretinoic acid, vitamin A acetate and other vitamin A; α, β, γ-carotene, β-cryptoxanthin, Examples thereof include carotenoids such as echinenone and provitamins A such as xanthophyll. Examples of vitamin Ds include vitamin Ds such as vitamins D _{2 to} D ₇ .
Examples of other fat-soluble vitamins substances, esters such as nicotinic acid vitamin E; may be mentioned vitamin K ₁ or vitamin K, such as K _3.
Examples of oil-solubilized derivatives such as 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, Examples include fatty acid esters of vitamin C such as ascorbyl dioleate, and fatty acid esters of vitamin B ₆ such as pyridoxine dipalmitate, pyridoxine tripalmitate, pyridoxine dilaurate, and pyridoxine dioctanoate. Of these, oil-solubilized derivatives of ascorbic acid and erythorbic acid can also be used as radical scavengers.

Examples of saturated fatty acids include monounsaturated fatty acids (ω-9, oleic acid, etc.), polyunsaturated fatty acids (ω-3, ω-6), and DHA, EPA, and alpha linolenic acid (linseed oil). preferable.
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 six double bonds (22: 6). , 7, 10, 13, 16, 19 all have cis-type double bonds.

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.

The oil-soluble component is preferably contained in an amount of 0.1 to 10% by mass, more preferably 0.5 to 5% by mass, and still more preferably 1.0 to 10% by mass with respect to the emulsion composition that is the raw material of the powdery composition. It is 4.0 mass%. Content in this emulsion composition is content with respect to the emulsion composition whole quantity containing a water phase. The liquid concentration with respect to water as a solvent in this emulsion composition is about 17.7% by mass. Therefore, the content of the oil-soluble component in the powdery composition is 0.018 to 1.77% by mass. preferable.
When the content of the oil-soluble component is within the above range, the effect of the functional oil-soluble component can be sufficiently obtained, and the oil-soluble component oozes out on the powder surface with storage time is effectively suppressed, and the handling property is improved. Improvement is possible, which is preferable.

The oil-soluble component in the present invention is composed of tocopherol, tocotrienol and their derivatives, which are oil-soluble components included in the fat-soluble vitamins in the functional oil-soluble component in order to improve the physical properties in the emulsion composition. It is preferable to contain a compound selected from the group (hereinafter appropriately referred to as tocopherols) together with other functional oil-soluble components.
When the tocopherols are used in combination with the functional oil-soluble component, the amount is preferably 5% by mass to 35% by mass, more preferably 7% by mass to 20% by mass, based on the total amount of the functional oil-soluble component. Can be used together in a range.

<Other ingredients>
In addition to the above components, various components can be used in combination with the powder composition of the present invention depending on the purpose as long as the effects of the present invention are not impaired. Hereinafter, components that can be used in combination will be described.

<Method for producing water-in-oil emulsion composition>
The method for producing the emulsion composition in the present invention is not particularly limited. For example, a) an emulsifier is dissolved in an aqueous medium (water or a mixture of water and a polyhydric alcohol) to obtain an aqueous phase, and b ) Mixing and dissolving fat-soluble components (such as fat-soluble carotenoids) and phospholipids to obtain an oil phase, c) Mixing the water phase and the oil phase with stirring, emulsifying and dispersing, and emulsion composition A manufacturing method comprising steps 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 according to 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 such as emulsification using a normal emulsification apparatus (for example, stirrer, impeller stirring, homomixer, continuous flow type shearing apparatus, etc.) utilizing a shearing action, a high-pressure homogenizer, etc. It is particularly preferable to use two or more types of emulsifiers together by a method such as emulsification. 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 a droplet having a more uniform particle diameter.

  The temperature condition for emulsifying and dispersing in the present invention is not particularly limited, but is preferably 10 to 100 ° C. from the viewpoint of the stability of the fat-soluble substance, and is preferably suitably determined depending on the melting point of the fat-soluble substance to be handled. A range can be selected.

Examples of the high-pressure homogenizer include a chamber-type high-pressure homogenizer having a chamber in which a flow path for processing liquid is fixed, and a homogeneous valve-type high-pressure homogenizer having a homogeneous valve. Among these, the homogeneous valve type high-pressure homogenizer can easily adjust the width of the flow path of the processing liquid and can arbitrarily set the pressure and flow rate during the operation, so that the operation range is wide, especially the emulsion composition according to the present invention. It is preferable for the manufacturing method of a thing.
In addition, although the degree of freedom of operation is low, a mechanism for increasing the pressure is easy to make. Therefore, when an ultra-high pressure is required, a chamber-type high-pressure homogenizer can be suitably used.

Examples of the chamber-type high-pressure homogenizer include a microfluidizer (manufactured by Microfluidics), a nanomizer (manufactured by Yoshida Kikai Kogyo Co., Ltd.), and an optimizer (manufactured by Sugino Machine Co., Ltd.).
Examples of the homogeneous valve type high pressure homogenizer include Gorin type homogenizer (manufactured by APV), Lanier type homogenizer (manufactured by Lanier), high pressure homogenizer (manufactured by Niro Soavi), homogenizer (manufactured by Sanwa Machinery Co., Ltd.), and high pressure homogenizer. (Made by Izumi Food Machinery Co., Ltd.), ultrahigh pressure homogenizer (made by Ika Co., Ltd.) and the like.

In the present invention, the pressure of the high-pressure homogenizer is preferably 50 MPa or more, more preferably 50 to 250 MPa, and still more preferably 100 to 250 MPa.
Moreover, it is preferable from the viewpoint of maintaining the particle size of the dispersed particles that the emulsified liquid, which is an emulsified and dispersed composition, is cooled through some cooler within 30 seconds, preferably within 3 seconds immediately after passing through the chamber.

  Another effective method for obtaining a fine emulsion is the use of an ultrasonic homogenizer. Specifically, a method of irradiating ultrasonic waves at a frequency of 15 to 40 kHz after emulsification using a normal emulsification apparatus using a shearing action as described above has been known. However, devices that generate ultrasonic waves are not yet commercially available that can be irradiated at a sufficient scale, and the volume of liquid media that can be processed by a small device is limited. Therefore, the method for producing an emulsion using such an apparatus for generating ultrasonic waves is very excellent in terms of the performance of the obtained emulsion, but the amount that can be processed becomes small, and industrial mass production. Was difficult.

Recently, the output of the ultrasonic irradiation apparatus has been increased, and it has become possible to achieve mass production to some extent. Examples of high-power ultrasonic homogenizers include ultrasonic homogenizers US-1200T, RUS-1200T, and MUS-1200T (manufactured by Nippon Seiki Seisakusho Co., Ltd.), ultrasonic processors UIP2000, UIP-4000, and UIP. -8000, UIP-16000 (above, manufactured by Heelscher). By using these high-power ultrasonic irradiation devices, the frequency is 25 kHz or less, preferably 15 to 20 kHz, and the energy density of the dispersed portion is 100 W / cm ² or more, preferably 120 W / cm ^2. Emulsification became possible,

  Ultrasonic irradiation may be batch-type, but in that case, it is preferable to use it together with a means for stirring the entire dispersion. As the stirring means used in combination, stirring such as an agitator, a magnetic stirrer, or a disper is used. More preferably, flow type ultrasonic irradiation can be performed. The flow type means that a dispersion liquid supply tank and a supply pump are provided, and the dispersion liquid is sent into a chamber having an ultrasonic irradiation unit at a constant flow rate. Supply of the liquid to the chamber is effective in any direction, but a method of supplying the liquid in a direction in which the liquid flow collides perpendicularly to the ultrasonic irradiation surface is particularly preferable.

  The time for performing ultrasonic irradiation is not particularly limited, but is substantially the time during which ultrasonic waves are irradiated in the container, and is preferably 2 to 200 minutes / kg. If it is too short, emulsification is insufficient, and if it is too long, reaggregation may occur. The optimum time varies depending on the emulsion, but is generally preferably between 10 minutes and 100 minutes.

  It is preferable to use a cooling means in combination because the temperature rise of the emulsion due to high energy density ultrasonic irradiation may cause deterioration of components in the emulsion and reaggregation of particles. In the case of batch irradiation, the irradiation container can be cooled from the outside, or a cooling unit can be installed in the container. In the case of the flow type, it is preferable to install a cooling means such as a heat exchanger in the middle of the flow circulation in addition to cooling the ultrasonic irradiation chamber from the outside.

  When an ultrasonic homogenizer is used in combination with the ultrahigh pressure homogenizer, a more preferable dispersion can be obtained. That is, after emulsification using a normal emulsifier using a shearing action, ultra-high pressure homogenizer dispersion is performed to increase the efficiency of ultra-high pressure homogenizer dispersion, thereby reducing the number of passes and reducing coarse particles. A high-quality emulsion can be obtained. Moreover, after carrying out ultrahigh pressure homogenizer emulsification, coarse particles can be reduced by further irradiating with ultrasonic waves. Also, these steps can be repeated in an arbitrary order such as alternately performing ultra-high pressure dispersion and ultrasonic irradiation.

The emulsion composition obtained by such a process is an O / W emulsion in which emulsified particles containing a fat-soluble substance are dispersed in an aqueous medium.
In particular, in the present invention, obtaining an emulsion composition in which fine emulsion particles are uniformly dispersed is important in determining the characteristics of the powdery composition of the present invention.

<Particle size and evaluation of emulsion composition>
The particle size of the emulsion composition according to the present invention is preferably 200 nm or less from the viewpoint of particle stability and transparency, more preferably 130 nm or less, and most preferably 90 nm or less from the viewpoint of transparency.

The particle size of the emulsion composition used in 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.
The dynamic light scattering method is preferred for measuring the emulsion particle size in the present invention because of the particle size range in the present invention and ease of measurement. 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 was represented by a D50 value measured using a concentrated particle size analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.).
The value measured at 25 ° C. is used as the particle size in the present invention.

<Preparation of powder composition>
The emulsion composition obtained as described above is then subjected to drying in a drying step.
As a drying method applicable to this production method, any method usually used in this application may be used, and spray drying, freeze drying, vacuum drying, shelf drying, belt drying, drum drying are possible. And so on. Of these, spray drying and freeze drying are preferred from the viewpoint of handling the powder. You may collect the powder dried by spray drying etc. using the apparatus which applied the principle of the cyclone.

In the present invention, by appropriately selecting the emulsifier and the oil-soluble component, the aggregation of the powder due to the stickiness of the powder surface and the adhesion to the inside of the drying apparatus are suppressed in this drying process, Excellent yield of powder production.
The yield in the drying step is determined as follows, but according to the present invention, the yield can be 60% or more.
(Yield calculation method)
Here, a calculation method according to an example in which spray drying is employed as a drying method and collection by a cyclone is performed in the collection of the powder after drying will be described.
・ Emalon composition used for drying process A kg
・ Emulsion non-volatile content x%
・ Powder collected from cyclone B kg
・ Non-volatile content of powder y% (dried at 105 ° C for 6 hours)
Using the above numerical values, the yield is calculated according to the following formula.
(Formula) Yield = [(B × y) / (A × x)] × 100 (%)

Further, in the present invention, as described above, the emulsion surface obtained by appropriately selecting the type of emulsifier, the emulsifier and the oil-soluble component, and the ratio thereof is used as a raw material. Therefore, the powder composition of the present invention thus obtained is re-dissolved in an aqueous medium according to the target product, so that the particle size, the pigment and the dispersibility of the emulsion particles can be reduced. An emulsion composition having good storage stability can be constituted.
The particle size in the emulsion composition obtained after re-dissolution can be set to 150 nm or less from the viewpoint of transparency and absorbability when the aqueous solution is 1% by mass, and the transparency and dispersion stability are good. From the viewpoints of the properties and the above-mentioned various storage stability, it is preferably 1 nm or more and less than 130 nm.

  Thus, the oil-soluble component-containing powder composition of the present invention can provide an emulsion excellent in not only transparency and dispersion stability but also emulsification stability of the functional oil-soluble component, and thus a food composition and a cosmetic composition. It can be preferably applied to pharmaceutical compositions.

  The oil-soluble component-containing powder composition of the present invention can be stored as a powder for a long period of time, and is particularly re-dissolved to produce a water-soluble product such as a beverage (in the case of food), lotion, cosmetic liquid, milky lotion, cream pack / mask. When used in packs, hair-washing cosmetics, fragrance cosmetics, liquid body cleaning agents, UV care cosmetics, deodorant cosmetics, oral care cosmetics (in the case of cosmetics), etc., a transparent product is obtained, and It is possible to suppress the occurrence of inconvenient phenomena such as precipitation, precipitation or neck ring of insoluble matter under severe conditions such as long-term storage or sterilization treatment.

[Functional foods]
The functional food of the present invention includes the oil-soluble component-containing powder composition of the present invention.
Here, the form of the functional food of the present invention includes not only general foods such as nutrition drinks, nourishing tonics, palatability drinks, frozen desserts, but also nutritional supplements in the form of tablets, granules, capsules, etc. However, it is not limited to these examples.
The functional food of the present invention can be obtained by mixing the oil-soluble component-containing powder composition of the present invention and an optional component that can be added to achieve a desired object by a conventional method. .
Here, the powder composition of the present invention is mixed with other ingredients in a powdered state or redissolved in an aqueous medium according to the form of various target product compositions, and is mixed into a food form. That's fine.

The amount of the powder composition according to the present invention used for functional foods varies depending on the type and purpose of the product and cannot be specified unconditionally, but is 0.01 to 10% by weight, preferably , 0.05 to 5% by mass can be added and used.
If the added amount is 0.01% by mass or more, the desired effect can be expected, and if it is 10% by mass or less, the appropriate effect can often be exhibited efficiently.

EXAMPLES Hereinafter, although an Example demonstrates this invention, this invention is not limited to this. In the following description, “parts” and “%” are based on mass unless otherwise specified.
[Example 1]
<1. Preparation of emulsion>
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition.
・ Water 246.9g
・ Lecithin (Resion P) 1.3g
Sugar ester (L-1695, mp: 47 ° C.) 5.9 g
・ Polyglycerin ester (Decalyn1-L) 2.0 g
・ Inulin 34.7g

Moreover, the following components were melt | dissolved for 1 hour, ripening at 70 degreeC, and the extraction phase composition was obtained.
・ Hematococcus alga extract (astaxanthin content: 20.3% by mass) 7.8 g
・ Mixed tocopherol 1.3g

While maintaining the aqueous phase at 70 ° C., the mixture was stirred with a homogenizer (10000 rpm), and the oil phase was added thereto to obtain an emulsion. The obtained preliminary emulsion is subjected to ultrasonic treatment (5 minutes), and then emulsified at a pressure of 200 MPa at 60 ° C. using an optimizer HJP-25005 (manufactured by Sugino Machine Co., Ltd.) to obtain an emulsion composition. Obtained.
When the particle diameter of the emulsified particles in the obtained emulsion composition was measured by the following method, it was 50 nm, and the presence of fine emulsified particles was confirmed.
In addition, the particle size measurement of the emulsified particles of the water-diluted emulsion was performed using a concentrated particle size analyzer FPER1000 (manufactured by Otsuka Electronics Co., Ltd.).

Thereafter, the emulsion composition was dried by spray drying, collected with a cyclone, and a powder composition (powder sample) 1 of Example 1 containing 3% by mass of astaxanthin was produced.
<Yield>
The yield of the powder composition 1 was determined in the same manner using the formula in the yield calculation method described above based on the amount of the emulsion composition and the powder, and was 91%. It was confirmed that the composition 1 can be obtained.

<Evaluation of powder composition>
(Particle size of emulsified particles in the redispersed emulsion composition)
The average particle diameter of the emulsified particles of the emulsion composition obtained by adding 1 g of the powder composition 1 to 99 g of water was measured under the measurement conditions of 25 ° C. in the same manner as described above. As a result, the particle diameter of the emulsified particles is 121 nm, and it is understood that fine emulsified particles can be obtained even in the emulsion composition by redispersion.
<Adhesiveness>
The inner wall of the spray-drying apparatus that dried the emulsion composition obtained above was visually observed after the drying of the powder was completed. No deposits accompanied or welded were observed.
<Processability>
Using a hard capsule filling machine (BOSCH: GKF-400 type), the operation of filling the obtained powdery composition into capsules was performed. A comprehensive evaluation of the fluidity of the powdery composition during work, variation in filling weight, adhesion of undesired powder to the filling machine and capsule outer wall surface, etc. The case where any of fluidity, uniform weighability, and adhesion of the powder to the apparatus is a practically problematic level due to mutual adhesion of the powder was evaluated as “x”.
The evaluation results are shown in Table 2 below.

[Example 2]
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition 2.
・ Water 246.9g
・ Lecithin (Resion P) 0.8g
・ Sugar ester (monoester P) 5.0 g
・ Inulin 35.7g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition 2 was obtained.
-Hematococcus alga extract (astaxanthin content 20.3% by mass) 9.2 g
・ Mixed tocopherol 2.4g
An emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition 2 and the oil phase composition 2 were used, and then dried in the same manner as in Example 1 to obtain 3.5 masses. A powder composition of Example 2 containing% astaxanthin was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Example 3]
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition 3.
・ Water 246.9g
・ Lecithin (Lecion P) 1.8g
・ Sugar ester (S-1670) 10.0 g
・ 1.1 g of polyglycerin ester (DS-3)
・ Inulin 31.5g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition 3 was obtained.
・ Hematococcus alga extract (astaxanthin content: 20.3% by mass) 7.8 g
・ Mixed tocopherol 0.8g
The emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition 2 and the oil phase composition 2 were used, and then dried in the same manner as in Example 1 to obtain 3.0 mass. A powder composition of Example 3 containing% astaxanthin was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Example 4]
<1. Preparation of emulsion>
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition 4.
・ Water 246.9g
・ Lecithin (Lecion P) 1.6g
・ Sugar ester (L-1695) 8.4g
・ Polyglycerin ester (Decalyn1-L) 1.5 g
・ Inulin 30.1g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition 4 was obtained.
・ Hematococcus alga extract (astaxanthin content: 20.3% by mass) 10.5 g
・ Mixed Tocopherol 1.0g
An emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition 4 and the oil phase composition 4 were used, and then dried in the same manner as in Example 1 to obtain 4.0 mass. A powder composition of Example 4 containing% astaxanthin was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Example 5]
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition 5.
・ Water 206.4g
・ Lecithin (Resion P) 3.8 g
・ Sugar ester (L-1695) 19.9g
・ Inulin 42.0g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition 5 was obtained.
・ DHA-70 (manufactured by Maruha: 70% by mass of DHA content) 26.7 g
・ Mixed tocopherol 1.2g
An emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition 5 and the oil phase composition 5 were used, and then dried in the same manner as in Example 1 to obtain an oil-soluble component. A powder composition of Example 5 containing 20% by mass of DHA was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Example 6]
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition 6.
・ Water 206.4g
・ Lecithin (Resion P) 4.3g
・ Sugar ester (L-1695) 11.25g
・ Sugar ester (monoester P) 11.25g
・ Inulin 40.1g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition 6 was obtained.
・ DHA-70 (manufactured by Maruha: 70% by mass of DHA content) 26.7 g
An emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition 6 and the oil phase composition 6 were used, and then dried in the same manner as in Example 1 to obtain an oil-soluble component. A powder composition of Example 6 containing 20% by mass of DHA was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Comparative Example 1]
<1. Preparation of emulsion>
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition C1.
・ Water 246.9g
・ Lecithin (Resion P) 1.4g
・ Decaglyn1-L 1.5g
・ Inulin 33.2g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil-phase composition C1 was obtained.
・ Hematococcus alga extract (astaxanthin content: 20.3% by mass) 7.8 g
・ Mixed tocopherol 2.1g
The emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition C1 and the oil phase composition C1 were used. Then, the emulsion composition was dried in the same manner as in Example 1 to obtain 3.0 mass. A powder composition of Comparative Example 1 containing% astaxanthin was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Comparative Example 2]
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition C2.
・ Water 200g
・ Lecithin (Resion P) 3.9g
・ Decaglyn1-L 20.4g
・ Inulin 38.0g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil-phase composition C2 was obtained.
・ DHA-70 (manufactured by Maruha: DHA content 70 mass%) 25.9 g
・ Mixed tocopherol 2.6g
An emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition C2 and the oil phase composition C2 were used. After that, the emulsion composition was dried in the same manner as in Example 1 to obtain 20% by mass. A powder composition of Comparative Example 2 containing DHA was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.

[Comparative Example 3]
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition C3.
・ Water 246.9g
・ Lecithin (Resion P) 1.3g
・ Sugar ester (O-1570: mp43 ° C.) 5.9 g
・ Decaglyn1-L 2.0g
・ Inulin 34.7g

Moreover, the following component was melt | dissolved for 1 hour, heating at 70 degreeC, and the oil phase composition C3 was obtained.
・ Hematococcus alga extract (astaxanthin content: 20.3% by mass) 7.8 g
・ Mixed tocopherol 1.3g
An emulsion composition was obtained in the same manner as in Example 1 except that the aqueous phase composition C3 and the oil phase composition C3 were used. Then, the emulsion composition was dried in the same manner as in Example 1 to obtain 3.0 mass. A powder composition of Comparative Example 3 containing% astaxanthin was obtained.
Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2 below.
The main components used in Examples 1 to 6 and Comparative Examples 1 to 3 are summarized in Table 1 below.

In addition, L-1695, monoester P, S-1670, M-1695, and O-1570 described as sucrose fatty acid esters in Table 1 are commercially available products manufactured by Mitsubishi Chemical Foods Corporation. The melting point is as shown in Table 1. Further, Decaglyn1-L described as a polyglycerin ester is a commercial product manufactured by Nikko Chemicals Co., Ltd., and DS-3 is a Ryoto polyglycer ester manufactured by Mitsubishi Chemical Foods Co., Ltd.
As the Haematococcus extract, ASTOTS-S manufactured by Takeda Paper Co., Ltd. was used. For lecithin (soybean-derived), Reion P manufactured by Riken Vitamin Co., Ltd. was used. Riken E Oil 800 manufactured by Riken Vitamin Co., Ltd. was used as the mixed tocopherol. As DHA-70, DHA-70 manufactured by Maruha Corporation was used.

From the results shown in Table 2, all of the powder compositions of the present invention were produced in a high yield, and the resulting powdery composition was improved in adhesion due to stickiness of the powder surface and was excellent in workability.
Moreover, when the powder composition of the present invention was redispersed in an aqueous medium, an emulsion containing fine emulsified particles having a particle size of 150 nm or less was obtained.
On the other hand, in the powder compositions of Comparative Examples 1 and 2 that do not contain an emulsifier as defined in the present invention, the particle size of the emulsified particles of the redispersed emulsion was relatively good, but the yield was low and the processability was also low. Inferiority was confirmed. Moreover, even if it is sucrose fatty acid ester as an emulsifier, although the improvement is seen in the comparative example 3 which used melting | fusing point less than 45 degreeC more than the prescription | regulation of this invention, it is inferior to processability. Furthermore, the desired fine emulsified particle diameter was not obtained in the emulsion composition obtained by redispersion.

Claims (8)

  A powder composition obtained by drying an emulsion composition containing an oil-soluble component and an emulsifier, wherein the emulsifier has a melting point of 45 ° C. or higher, and the ratio of the emulsifier to the oil-soluble component is 0.5 to 1. An oil-soluble component-containing powder composition characterized by being 5.   2. The oil-soluble component-containing powder composition according to claim 1, wherein the emulsifier contains sucrose fatty acid ester having a melting point of 45 ° C. or more in an amount of 60% by mass or more of the total amount of the emulsifier.   The oil-soluble component-containing powder composition according to claim 2, further comprising a polyglycerin fatty acid ester having a melting point of 45 ° C or higher as the emulsifier.   The oil-soluble component-containing powder composition according to any one of claims 1 to 3, wherein the oil-soluble component is at least one selected from the group consisting of carotenoids and unsaturated fatty acids.   The oil-soluble component-containing powder composition according to claim 4, further comprising at least one selected from the group consisting of tocopherol, tocotrienol and derivatives thereof as the oil-soluble component.   6. The emulsion according to claim 1, wherein the emulsion obtained by dissolving and dispersing the oil-soluble component-containing powder composition in an aqueous solvent has an emulsified particle size of 150 nm or less. Oil-soluble component-containing powder composition.   A functional food comprising the oil-soluble component-containing powder composition according to any one of claims 1 to 6.   The functional food according to claim 7, which has a dosage form of a beverage, a capsule inclusion, a granule, or a tablet.