JP4279319B2 - POWDER COMPOSITION AND PROCESS FOR PRODUCING THE SAME, AND FOOD COMPOSITION, COSMETIC COMPOSITION AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME - Google Patents

Description

  The present invention relates to a powder composition and a method for producing the same, and a food composition, a cosmetic composition and a pharmaceutical composition containing the same, and in particular, a powder composition containing a functional oily material, a method for producing the same, and a food containing the same. The present invention relates to a composition, a cosmetic composition, and a pharmaceutical composition.

  Conventionally, an oil component has been added to beverages, foods, cosmetics or pharmaceuticals. However, since the oily component is insoluble or hardly soluble in water, it is common to mix the oily component in an aqueous medium as a so-called emulsion by using some emulsifying means. Since emulsions scatter light depending on their particle size, the emulsion and food and cosmetics to which it is added may become turbid and may not be desirable in appearance, and the particle size of the emulsion until light scattering becomes very small. It has been desired to reduce the size. In addition, emulsions are generally in a metastable state, the particle size becomes large during storage, and separation of an aqueous phase and an oil phase after long-term storage has been a big problem.

  On the other hand, with the recent boom in healthcare products, there are many products such as foods and cosmetics containing various nutritional functional materials. Even in such products such as food and cosmetics, when containing a water-insoluble or sparingly soluble fat-soluble nutritional functional material, such as deterioration of the material itself or destruction of the emulsified state during storage as described above, It has been found that it has various problems.

As one method that can handle an oily component in a more stable state, a method of forming a powdered composition through a step of drying an emulsion has been proposed (for example, Patent Document 1). Pulverization is a desirable method in terms of improving handling properties such as improvement in storage stability by removing moisture and reduction in transportation costs.
Powdered fats and oils are known as a general purpose powdered composition, and examples of applications include bread products, frozen foods, Western confectionery, Japanese confectionery, fried products, and noodle products. As another example, flavors (fragrances) are known, and application examples include chewing gum, powdered beverages, powdered desserts, various toiletry products, fibers, and the like.

Patent Document 2 discloses a method of pulverizing an edible oily material by emulsification and drying using a film forming agent that is a combination of a high-resolution dextrin and a sucrose fatty acid ester. Patent Document 3 discloses a carotenoid composition for food containing an oily solvent containing carotenoid and a water-dispersible matrix, a stabilizer, and a natural emulsifier. Among these, sucrose, glucose, Fructose, mannose, pentose, maltose, maltodextrin are disclosed.
JP 2003-55688 A JP-A-4-262757 Patent No. 3302999

However, when a powdered composition is used for long-term storage, it is necessary to ensure transparency and storage stability of the dye even if it is redissolved. Is still inadequate.
Accordingly, the present invention provides a powder composition excellent in storage stability of transparency and functional oily components such as pigments even after re-dissolution, and a food composition, cosmetic composition and pharmaceutical composition using the same. The purpose is to do.

The powder composition of the present invention includes at least one kind of functional oil component, and at least one water-soluble encapsulating agent selected from sugar polymers and oligomers composed of fructose units from at least two comprise sugar units, the functional a powder composition of 10 wt% to 1000 wt% of the total mass to become at least one functional oil material obtained an emulsion composition containing an emulsifier and dried on the total weight of the oil component The powder composition having an average particle diameter of oil droplet particles obtained when the powder composition is made into a 1% by mass aqueous solution is in the range of 10 to 500 nm .

The powder composition may contain at least one emulsifier selected from sucrose fatty acid esters, polyglycerin fatty acid esters and phospholipids .
In the powder composition, the functional oil component may be a carotenoid pigment.
In the powder composition, the content of the water-soluble packaging agent may be 1 to 20 times by mass with respect to the oil phase.
Moreover, it is preferable that the said water-soluble packaging agent is inulin, and the repeating number of fructose contained in inulin is 2-60.

The method for producing a powder composition of the present invention comprises at least one functional oily component selected from sucrose fatty acid ester, polyglycerin fatty acid ester and phospholipid, and the total of the functional oily components. In the presence of an emulsifier in a total amount of 10% by mass to 1000% by mass with respect to the mass, it contains at least one water-soluble bulking agent selected from sugar polymers and oligomers consisting of sugar units containing at least two fructose units. A method for producing a powder composition, comprising emulsifying in an aqueous medium to obtain an emulsion composition and drying the obtained emulsion composition.

Moreover, the food composition, cosmetic composition and pharmaceutical composition of the present invention are in a powder form containing the powder composition .

According to the present invention, it is possible to provide a powder composition excellent in storage stability of transparency and functional oily components even after re-dissolution, and a food composition, cosmetic composition and pharmaceutical composition using the same. it can.

The powder composition of the present invention contains at least one functional oily component and at least one water-soluble bulking agent selected from sugar polymers and oligomers composed of sugar units containing at least two fructose units. It is a powder composition of a functional oily material obtained by drying an emulsion composition.
Since the powder composition of the present invention contains a specific water-soluble bulking agent, oil droplets can be protected during the pulverization process and during powder storage, and when the powder composition is redissolved, the functional oil component water Dispersibility can be improved. As a result, transparency and stability of the functional oil component can be kept good even after the powder composition is redissolved.

(A) Functional oil component The functional oil component used in the present invention represents an oil component that exhibits a useful effect when used in foods, cosmetics, and pharmaceuticals. In terms of chemical structure, there are oils and fats, hydrocarbons, waxes, esters, fatty acids, higher alcohols, polymers, oil-soluble pigments, oil-soluble proteins and the like. In addition, various plant-derived oils and animal-derived oils, which are mixtures thereof, are included, but are not particularly limited thereto.

  In addition, from the functional aspect of the functional oil component, an ultraviolet absorber, an antioxidant, an anti-inflammatory agent, a moisturizer, a hair protecting agent, a dispersant, a solvent, a whitening agent, an anti-staining agent, a cell activator, an emollient agent , Keratolytic agents, antistatic agents, vitamins, metabolic syndrome improving agents, antihypertensive agents, sedatives, and the like, but are not limited thereto.

  Examples of preferable functional oily components used in the present invention include carotenoids, vitamin Es (tocopherol, tocotrienol, etc.), ubiquinones, ω-3 oils (oils and fats containing EPA, DHA, linolenic acid, etc.), etc. Can be mentioned.

  In the present invention, the use of a carotenoid (also referred to as carotenoid) dye, which is an oil-soluble functional dye, as these functional oily components is particularly high in transparency and excellent storage stability when dispersed in water. A powder composition having an effect can be obtained.

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, and functions to color poultry skin and fat and eggs produced by poultry There is.

The carotenoids used in the present invention are preferably oily at room 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 when powdered.

Astaxanthin is a red pigment that has 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 3,3'-dihydroxy-β, β- carotene-4,4'-dione (C 4 0 H 52 O 4, molecular weight 596.82) is.

  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 powder 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 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.

  The functional oil component in the present invention may bring about a synergistic effect by combining components having different functionalities. For example, an emulsion composition containing a combination of carotenoids and vitamin Es (tocopherols) is particularly preferable in terms of antioxidant power.

  Tocopherols are selected from the group of compounds consisting of tocopherols or derivatives thereof. The compound group consisting of tocopherol or 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, tocopherols such as dl-α-tocopherol succinate and derivatives thereof, α-tocotrienol, β-tocotrienol, γ-tocotrienol, δ-tocotrienol and the like. These are often used in the form of a mixture, and can be used in a state called extracted tocopherol, mixed tocopherol or the like. The content of tocopherol with respect to the carotenoid in the emulsion composition of the present invention is not particularly limited, but is preferably a ratio of 0.1 to 5, more preferably 0.2 to 3, and still more preferably with respect to the carotenoid amount. The ratio is 0.5-2.

  Preferable functional oil components other than carotenoid pigments include ubiquinones, particularly coenzyme Q10. Coenzyme Q10 was approved and sold in Japan in 1974 as an ethical drug for metabolic cardiotonic drugs. Since then, it has been treated as a medicine including OTC. On the other hand, overseas (mainly Europe and America) has been growing in demand for health food materials with high effectiveness and safety for the past 10 years. And in Japan, in 2001, the Ministry of Health, Labor and Welfare's Director General of Pharmacy “Revision of Standards on the Scope of Drugs” (Pharmaceutical Development No. 243) stated that Coenzyme Q10 “ (Raw materials) "list has been released and the regulation has been relaxed so that it can be handled as food. In Japan, attention has been paid to the various functions of this food material, and many general foods (so-called health foods) containing coenzyme Q10 are being commercialized.

  In order to make use of the function of coenzyme Q10, it is important to make this material, which is a fat-soluble substance, water-soluble. In the powder composition of the present invention, since the functional oil component is protected in a good state, the particle size when the powder is redispersed in water can be kept small, and the transparency of the liquid is improved. In addition, it can be sufficiently absorbed in vivo. As a result, by applying the present invention, it is possible to express a good performance equal to or higher than that of an emulsion preparation.

Examples of still another functional oil component preferable for the present invention include ω (omega) -3 oils and fats of unsaturated fatty acids having a double bond at the ω-3 position, which include linolenic acid, Examples thereof include 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.
Usually, DHA is contained in a large amount in fish oil, and is added to supplements and confectionery as “becomes healthy” or “becomes better” by ingestion. DHA is a major component of fatty acids contained in semen, brain and retinal phospholipids. DHA intake reduces the amount of triglycerides in the blood and reduces the risk of heart disease. There is also a report that deficiency of DHA reduces the amount of serotonin in the brain and causes hyperactivity disorder. It is said that taking DHA is also effective for diseases such as Alzheimer's dementia and depression.

Since most of DHA contained in fish and other living organisms is produced by one species of microalga, the genus Schizophytrium, is concentrated in the course of the food chain, it is preferable in the present invention to use naturally derived DHA. However, it is not limited to this.
Since DHA is also an oil and fat, it is preferable to preliminarily emulsify into fine oil droplets in order to enhance absorption in vivo. Further, it is known that DHA is likely to deteriorate over time during storage, and the flavor is very bad due to deterioration over time. By including it in the powder composition of the present invention, it is protected in a good state and can suppress deterioration of fats and oils and a decrease in flavor, and easily dissolves in water, so in an aqueous composition such as a soft drink or milk. Widely used as an ingredient. In the powder composition of the present invention, the DHA content can be easily increased, and the particle size when redispersed in water can be made sufficiently small, so that the transparency of the liquid is good. Can be.

In addition to the above, compounds that can be used as the functional oil component include liquid oils (fatty oils) and solid 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, grape seed oil, squalene, and squalane.
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.

  Other functional oil components include, for example, hydrocarbons such as liquid paraffin, paraffin, petrolatum, ceresin, microcrystalline wax, waxes such as carnauba wax, candelilla wax, jojoba oil, beeswax, lanolin, isopropyl myristate, myristine. Esters such as 2-octyldodecyl acid, cetyl 2-ethylhexanoate, diisostearyl malate, fatty acids such as palmitic acid, stearic acid, isostearic acid, linoleic acid, arachidonic acid, cetyl alcohol, stearyl alcohol, isostearyl List alcohols, higher alcohols such as 2-octyldodecanol, silicone oils such as methylpolysiloxane and methylphenylpolysiloxane, other polymers, oil-soluble pigments, oil-soluble proteins, etc. It can be. In addition, various plant-derived oils and animal-derived oils that are mixtures thereof are also included.

  In order to further improve the dispersibility in water, the functional oil component is preferably used in combination of two or more. As the oil component that can be used in combination for this purpose, DHA, squalene, and squalane are preferable, and squalene is particularly preferable. preferable. In particular, in the case of an oily component that is solid at room temperature, such as coenzyme Q10, it is particularly preferable to use it together with DHA, squalene, squalane and the like.

The content of the functional oil component in the powder composition of the present invention is 0.01% by mass to 50% by mass. However, from the viewpoint of effectively working the component and the handling property of the powder, 0.1% by mass to 30 mass% is preferable and 0.3 mass%-10 mass% are still more preferable.
The content of the functional oil component in the emulsion composition according to the present invention is preferably from 0.1 to 10% by mass, and more preferably from the viewpoint of refinement of the emulsion particle size and production efficiency. 2-5 wt%, more preferably 0. 5 to 2% by mass.

(B) Water-soluble bulking agent The powder composition of the present invention contains at least one water-soluble bulking agent selected from polymers and oligomers containing at least two fructose units.
The water-soluble bulking agent in the present invention can protect oil droplets during the pulverization process during drying and during powder storage. As a result, the oil droplet particle size is maintained in a fine state and the functional oil component in the oil droplets is maintained. Can be reduced.
Further, the present water-soluble bulking agent can improve the water dispersibility of the functional oil component when the powder composition is redissolved in water, and also improves the transparency after re-dissolution. be able to.

The polymers and oligomers containing at least two fructose units in the present invention (hereinafter simply referred to as “fructose polymers and oligomers”) contain at least two fructose as repeating units, and a plurality of sugar units are subjected to dehydration condensation. Refers to a bound polymer or oligomer. In the present invention, those having less than 20 sugar repeating units containing fructose units are called fructose oligomers, and those having 20 or more sugar units are called fructose polymers.
The number of repeating sugar units is preferably 2 to 60, more preferably 4 to 20 from the viewpoints of drying suitability and refinement of oil droplets during re-dissolution. If the number of repetitions (the degree of polymerization of fructose) is 2 or more, the hygroscopicity is not too strong, and it can effectively prevent the recovery rate from adhering to the drying container during the drying process, On the other hand, when the number is 60 or less, it is possible to effectively prevent the coarsening of the oil droplet diameter during re-dissolution of water.

In addition to fructose, the fructose polymer or oligomer may contain other monosaccharides at the molecular ends or chains. Other monosaccharide units that can be included here include glucose (glucose), galactose, mannose, idose, altrose, gulose, talose, allose, xylose, arabinose, lyxose, ribose, threose, erythrose, erythrulose, xylulose, There are ribulose, psicose, sorbose, tagatose, etc., but it is not limited thereto. Among these monosaccharides, glucose is preferable from the viewpoint of availability. Moreover, it is preferable from the viewpoint of refinement | miniaturization of the oil droplet at the time of re-dissolution that a coupling | bonding position exists in the terminal of a fructose chain.
When saccharides other than fructose are included, the content ratio is 50% or less, preferably 30% or less, in terms of the degree of polymerization with respect to the number of fructose units from the viewpoint of drying suitability and refinement of oil droplets during re-dissolution.

Inulin is mentioned as a water-soluble packaging agent preferably used in the present invention from the viewpoints of storage stability of dyes and availability. Inulin in the present invention refers to a fructose polymer or fructose oligomer having one glucose at the end. Inulin is widely known to exist in nature, and is abundant in chicory, Jerusalem artichoke, dahlia, garlic, leek, onion and the like. Details of inulin are described in the Handbook of Hydrocolloids, GOPhillips, PAWilliams Ed., 397-403, (2000) CRC Press. In general, the chain length is expressed with G as the glucose unit and F as the fructose unit. The inulin of the present invention does not include sucrose represented by GF.
Inulin, which is usually extracted from nature, is a polymer or oligomer ranging from GF2 (kestose), GF3 (nystose), GF4 (fructosylnystose) to about GF60, or a mixture thereof.

In the present invention, inulin can be extracted from hot roots such as chicory, Jerusalem artichoke and dahlia, extracted from hot water, concentrated and spray-dried for sale. Examples of this include Frutafit extracted from chicory root (manufactured by SENSUS), Beneo (Orafuti) also extracted from chicory root, Dahlia root-derived reagent (Wako Pure Chemical Industries, Ltd., Sigma), chicory root extraction A reagent (Sigma) etc. can be mentioned.
In addition, the fructose oligomers and polymers in the present invention can include those prepared from sucrose (sucrose) using the fructan transfer activity of β-fructofuranosidase. Examples of this include Fuji FF (Fuji Nippon Seika Co., Ltd.) and GF2 (Meiji Seika Co., Ltd.).

The inulin used in the present invention is preferably 2 to 60 in terms of the number of fructose repetitions (degree of polymerization) from the viewpoint of refinement of oil droplets during re-dissolution, and more preferably to the apparatus during spray drying From the viewpoint of adhesion and solubility in water, the degree of polymerization of fructose is 4-20.
The fructose polymer and fructose oligomer of the present invention are preferably added at the time of emulsification, but a part or all of them can be added after emulsification.

  Moreover, as a water-soluble packaging agent, if necessary, other water-soluble polymers and oligomers can be used in combination with the above-described fructose polymer and fructose oligomer. Examples of other water-soluble polymers and oligomers include agarose, starch, dextrin, maltodextrin, carrageenan, gelatin, xanthan gum, gellan gum, galactomannan, gum arabic, pectin, casein, tragand gum, xyloglucan, β-glucan, curdlan, Examples include, but are not limited to, water-soluble soybean fiber, chitosan, and alginic acid.

The content of the water-soluble bulking agent in the present invention is preferably 1 to 20 times by mass with respect to the oil phase containing the functional oil component as the emulsion composition, and the handling property and production efficiency of the obtained powder are particularly preferred. From 2 to 10 times is preferable. Moreover, as a powder composition, 30 mass%-95 mass% are preferable with respect to the total mass, and it is still more preferable that it is 50 mass%-80 mass%.
In addition, when the fructose polymer and the fructose oligomer are used in combination with other water-soluble polymers and oligomers, the blending amount of the fructose polymer and the fructose oligomer is determined from the viewpoint of refining oil droplets during re-dissolution, The total amount can be 50% by mass to 100% by mass, and more preferably 70% by mass to 100% by mass.

(C) Emulsifier The powder composition of the present invention emulsifies the oil phase in the emulsion composition containing the functional oil component in an aqueous medium before pulverization. Therefore, the sucrose fatty acid ester, polyglycerin fatty acid ester and phosphorus Contains at least one emulsifier selected from lipids.

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. By setting it to 12 or more carbon atoms, it may be possible to make emulsion particles having a smaller average particle diameter.
Preferable examples of the sucrose fatty acid ester include sucrose monooleate, sucrose monostearate, sucrose monopalmitate, sucrose monomyristate, sucrose monolaurate and the like.
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-1170, S-1170S, S-1570, S-1670, P-1570, P-1670, M-1695, and O-1570 manufactured by Mitsubishi Chemical Foods Corporation. , OWA-1570, L-1695, LWA-1570, DK Ester F140, DK Ester F160, DK Ester SS, etc. manufactured by Daiichi Kogyo Seiyaku Co., Ltd. are not limited thereto.

The polyglycerin fatty acid ester used in the present invention has an average degree of polymerization of 4 or more, preferably 6 to 10 and a fatty acid having 8 to 18 carbon atoms such as caprylic acid, capric acid, lauric acid, myristic acid. , Esters with palmitic acid, stearic acid, oleic acid, and linoleic acid.
Preferred examples of polyglycerol fatty acid esters include hexaglycerol monopalmitate, hexaglycerol monomyristate, hexaglycerol monolaurate, decaglycerol monooleate, decaglycerol monostearate, decaglycerol monopalmitate , Decaglycerin monomyristic acid ester, decaglycerin monolauric acid ester and the like.
These polyglycerin fatty acid esters can be used alone or in combination.
As a commercial item, Nikko Chemicals Co., Ltd. product, NIKKOL Hexaglyn 1-L, NIKKOL Hexaglyn 1-M, NIKKOL Decagly 1-L, NIKKOL Decaglin 1-M, NIKKOLDeKlyNlKlKlK1K , NIKKOL Decaglyn 1-ISV, NIKKOL Decaglyn 1-O, NIKKOL Decaglyn 1-OV, NIKKOL Decaglyn 1-LN, Mitsubishi Chemical Foods Co., Ltd., L-D 10 -7D, P-8D, S-28D, S-24D, SWA-20D, SWA-15D, SWA-10D, O-15D, Poem J-038 manufactured by Riken Vitamin Co., Ltd. V, and the like Poem J-0021V.

The phospholipid used in the present invention comprises a glycerin skeleton, a fatty acid residue, and a phosphate residue as essential components, and a base, a polyhydric alcohol, and the like bound thereto, and is also referred to as lecithin.
Examples of phospholipids that can be used in the present invention include glycerolecithin such as lecithin, phosphatidic acid, phosphatidylglycerin, phosphatidylinositol, phosphatidylethanolamine, phosphatidylcholine, phosphatidylserine, bisphosphatidic acid, diphosphatidylglycerin (cardiolipin); Sphingolecithin, such as sphingomyelin, and the like, and those derived from plants such as soybeans, corn, peanuts, rapeseed, wheat, etc., those derived from animals such as egg yolk, cattle, and microorganisms such as Escherichia coli Various lecithins derived from them can also be mentioned. The origin of these phospholipids is not particularly limited. For example, vegetable oils such as soybean oil, those derived from animals such as egg yolk, etc. are used, and particularly purified ones are preferred.

Since phospholipids have a hydrophilic group and a hydrophobic group in the molecule, they have been widely used as emulsifiers in the food, pharmaceutical and cosmetic fields. Industrially, phospholipids having a purity of 60% or more are used as lecithin and can be used in the present invention. From the viewpoint of formation of fine oil droplet diameters and stability of functional oil components, This is generally called high-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.

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.
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.

  These emulsifiers may be used alone but are preferably used in combination of two or more. It is also preferable to combine them in the same system. For example, it is more preferable to use sucrose fatty acid ester and polyglycerin fatty acid ester in combination, or to use sucrose fatty acid ester, polyglycerin fatty acid ester and lecithin in combination. .

  The total amount of the emulsifier used in the present invention can be used in the range of 10% by mass to 1000% by mass of the oil phase containing the functional oil component, but 50% by mass from the viewpoint of finer emulsification and foaming. -800 mass% is preferable, and 80 mass% -500 mass% is especially preferable. If it exists in this range, the emulsion stability of an emulsion composition can be made favorable.

Moreover, in this invention, in addition to the said emulsifier, you may contain another emulsifier. As such other emulsifiers, anionic, cationic, nonionic and amphoteric surfactants are used, and among these, nonionic surfactants are preferred from the viewpoint of emulsion stability.
The surfactant in the present invention is preferably HLB10 to HLB19, more preferably HLB12 to HLB17 from the viewpoint of emulsion stability.

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 anionic surfactant include fatty acid soaps such as sodium stearate and triethanolamine palmitate; alkyl ether carboxylic acids and salts thereof; carboxylates such as condensation of amino acids and fatty acids; alkyl sulfonic acids and alkene sulfonates Sulfonates such as sulfonates of fatty acid esters, sulfonates of fatty acid amides, sulfonates of alkyl sulfonates and their formalin condensates; alkyl sulfate esters, secondary higher alcohol sulfates, alkyls and Allyl ether sulfate, fatty acid ester sulfate, fatty acid alkylolamide sulfate ester, sulfate ester salt such as funnel oil, etc .; alkyl phosphate, ether phosphate, alkyl allyl ether phosphate Salt, amide phosphate And the like N- acylamino acid-based active agent; phosphate.

  Examples of the cationic surfactant include amine salts such as alkylamine salts, polyamines and aminoalcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, imidazolium salts and the like.

Examples of the nonionic surfactant include organic acid monoglyceride, sorbitan fatty acid ester, glycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, polyglycerin-linked ricinoleic acid ester, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether , Polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene castor oil, poly Oxyethylene hydrogenated castor oil, polyoxyethylene phytostanol ether Examples include polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, polyoxyalkylene-modified organopolysiloxane, polyoxyalkylene / alkyl co-modified organopolysiloxane, alkanolamide, sugar ether, sugar amide, etc. .
Examples of the amphoteric surfactant include betaine, aminocarboxylate, and imidazoline derivative.

What is generally marketed can be used suitably for the said surfactant. Examples of the fatty acid include the Lunac series manufactured by Kao Corporation, various fatty acids manufactured by Shin Nippon Rika Co., Ltd., and various fatty acids manufactured by Nippon Seika Co., Ltd. Examples of alkyl sulfates and polyoxyethylene alkyl ether sulfates include Kao Corporation Emar series. Examples of the polyoxyethylene alkyl ether acetate include Kao Corporation Kao Akipo series.
Examples of the glycerin fatty acid ester include NIKKOL MGO, NIKKOL DGO, NIKKOL MGS, NIKKOL F series manufactured by Nikko Chemicals Co., Ltd., and Excel series manufactured by Kao Corporation. Examples of the organic acid monoglyceride include Poem G-002 manufactured by Riken Vitamin Co., Ltd. Examples of sorbitan fatty acid esters include Nikko Chemical's NIKKOL SS series and SO series, and Kao's Emazole series. Examples of the propylene glycol fatty acid ester include NIKKOL PMS-SE manufactured by Nikko Chemicals.

  The amount of the surfactant as such other emulsifier is preferably 0.5 times or less with respect to the amount of the oil component in order to easily obtain an emulsion having a fine particle size. The amount is more preferably less than the amount, still more preferably 1.5 times the amount or less, and particularly preferably 1 time the amount or less. 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.

The addition amount of the surfactant as these other emulsifiers is preferably 0.01 to 30% by mass, more preferably 0.1 to 20% by mass, and 1 to 15% by mass with respect to the entire powder composition. Further preferred.
By making the amount of the surfactant 0.01% by mass or more, it is easy to lower the interfacial tension between the oil phase / water phase when the emulsion composition is made, and by making it 30% by mass or less, This is preferable in that it does not easily cause problems such as the foaming of the emulsion composition becoming severe.

  The emulsifier may be present at the time of emulsification when the emulsion composition is prepared, and may be added to either the oil phase or the aqueous phase before the emulsification. Adding a plurality of emulsifiers separately in an oil phase and an aqueous phase is also a preferable method from the viewpoint of refinement and emulsion stability. Moreover, some emulsifiers may be added after emulsification from a viewpoint of emulsion stability.

  The ratio (mass) of the oil phase to the aqueous phase in the oil-in-water emulsion composition according to the present invention is not particularly limited, but generally the oil phase / water phase ratio (mass%) is 0. 1 / 99.9 to 50/50 is preferable, 0.5 / 99.5 to 30/70 is preferable, and 1/99 to 20/80 is more preferable. If it is 0.1 / 99.9 or more, the effect of the active ingredient in the oily component can be sufficiently expected. On the other hand, if it is 50/50 or less, an emulsion having a particle size that does not impair the transparency is easy. It is preferable for each of them. The components contained in the oil phase and the aqueous phase in the production method are the same as the constituent components of the powder composition of the present invention described above, and preferred examples and preferred amounts are the same, and preferred combinations are more preferred.

  The powder composition of this invention may contain the other component normally used other than said compounding component. Examples of such components include radical scavengers and excipients.

The radical scavenger is an additive that suppresses the generation of radicals and also captures the generated radicals as quickly as possible and plays a role in breaking the chain reaction (Source: “Oil Chemistry Handbook 4th Edition”, Japan Oil Chemists' Society). 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, any antioxidant can be used as long as it functions as a radical scavenger. Specifically, compounds having phenolic OH, amine compounds such as phenylenediamine, and oils of ascorbic acid and erythorbic acid Examples include solubilized derivatives.

Preferred radical scavengers (antioxidants) below include, for example, (I) ascorbic acid or erythorbic acid or a salt thereof, or a group of compounds consisting of an ascorbic acid derivative or an erythorbic acid derivative or a salt thereof, and (II) polyphenols. There may be mentioned at least two compounds selected from the group consisting of:
The content of the radical scavenger in the emulsion composition is generally 0.001 to 5.0 mass%, preferably 0.01 to 3.0 mass%, more preferably 0.1 to 2.0 mass%. %.

(I) Ascorbic acid or erythorbic acid or salts thereof Ascorbic acid or ascorbic acid derivatives or salts thereof include L-ascorbic acid, L-ascorbic acid Na, L-ascorbic acid K, L-ascorbic acid Ca, and L-ascorbic acid phosphorus Acid ester, magnesium salt of L-ascorbic acid phosphate, L-ascorbic acid sulfate, L-ascorbic acid sulfate disodium salt, L-ascorbic acid stearate, L-ascorbic acid 2-glucoside, L-ascorbyl Acid palmitate ester, tetraisopalmitate L-ascorbyl and the like can be mentioned. Among these, L-ascorbic acid, L-ascorbic acid Na, L-ascorbic acid stearate, L-ascorbic acid 2-glucoside, L-ascorbyl palmitate, magnesium salt of L-ascorbic acid phosphate, L-ascorbic acid sulfate disodium salt and L-ascorbyl tetraisopalmitate are particularly preferred.

  As erythorbic acid or erythorbic acid derivatives or salts thereof, erythorbic acid, erythorbic acid Na, erythorbic acid K, erythorbic acid Ca, erythorbic acid phosphate ester, erythorbic acid sulfate ester, erythorbic acid palmitate ester, tetraisopalmitate erythorbyl, etc. Is mentioned. Of these, erythorbic acid and erythorbic acid Na are particularly preferred.

  As the radical scavenger belonging to the compound group (I) used in the present invention, commercially available ones can be appropriately used. For example, L-ascorbic acid (Takeda Pharmaceutical, Fuso Chemical, BASF Japan, Daiichi Pharmaceutical, etc.), L-ascorbic acid Na (Takeda Pharmaceutical, Fuso Chemical, BASF Japan, Daiichi Pharmaceutical, etc.), Ascorbic acid 2-glucoside (Product name: AA-2G: Hayashibara Biochemical Research Institute), Mg as L-ascorbate phosphate (Product name: Ascorbic acid PM “SDK” (Showa Denko), Product name: NIKKOL VC-PMG (Nikko Chemicals), Product name: Seamate (Takeda) Pharmaceutical industry)), ascorbyl palmitate (DSM Nutrition Japan, Kongo Pharmaceutical, Merck, etc.).

(II) Compound group consisting of polyphenols As compound group consisting of polyphenols, flavonoids (catechin, anthocyanin, flavone, isoflavone, flavan, flavanone, rutin), phenolic acids (chlorogenic acid, ellagic acid, gallic acid, propyl gallate) ), Lignans, curcumins, coumarins and the like. Moreover, since these compounds are contained in a large amount in the following natural product-derived extracts, they can be used in the form of extracts.

  For example, licorice extract, cucumber extract, quette extract, gentian (gentian) extract, Gentian extract, cholesterol and its derivatives, hawthorn extract, peonies extract, ginkgo biloba extract, sorghum (ogon) extract, carrot Extract, Maika (Maika, Hamanasu) extract, Sunpens (Kawara-Ketsumei) extract, Tormentilla extract, Parsley extract, Button (buttonpi) extract, Mokka (bokeh) extract, Melissa extract, Yashajitsu (Yasha) extract , Yukinoshita extract, Rosemary (mannenrou) extract, lettuce extract, tea extract (Oolong tea, black tea, green tea, etc.), microbial fermentation metabolites, Rakan fruit extract, etc. (in parentheses are plant aliases) , Herbal medicine name etc. were described.) Among these polyphenols, catechin, rosemary extract, glucosyl rutin, ellagic acid, and gallic acid are particularly preferable.

  As the radical scavenger belonging to the compound group (II) used in the present invention, commercially available ones can be appropriately used. For example, ellagic acid (Wako Pure Chemicals, etc.), rosemary extract (trade names RM-21A, RM-21E: Mitsubishi Chemical Foods, etc.), catechin (trade names Sancatol W-5, No. 1: Taiyo Kagaku, etc.) , Na gallate (trade name: Sancatol: Taiyo Kagaku, etc.), rutin, glucosylrutin, enzymatically-degraded rutin (trade names: Rutin K-2, P-10: Kiriya Chemical, trade name: αG rutin: Hayashibara Biochemical Research Institute, etc. ) And the like.

In addition, the powder composition of the present invention may further contain an excipient, if necessary, in order to have subsequent tableting ability and granulation ability.
The excipient may be any commonly used water-soluble substance. Glucose, fructose, lactose, maltose, sucrose, dextrin, maltodextrin, cyclodextrin, maltose, trehalose and other monosaccharides and polysaccharides; sorbitol Sugar alcohols such as sodium mannitol, maltitol, lactose, maltotriitol and xylitol; inorganic salts such as sodium chloride and sodium sulfate; thickening polysaccharides such as gum arabic, guar gum, pectin, pullulan and sodium alginate; hydroxyethylcellulose, hydroxy Cellulose derivatives such as propylcellulose; starch derivatives obtained by subjecting starch to esterification, etherification treatment, and terminal reduction treatment; processed starch, gelatin degradation product, agar, polyvinyl alcohol and the like. Among these, monosaccharides, polysaccharides, sugar alcohols, and inorganic salts are preferable from the viewpoint of solubility, and gum arabic, dextrin, sugar alcohol, and inorganic salts are more preferable from the viewpoint of hygroscopicity and particle formation, and gum arabic and dextrin. Is particularly preferred. These can be used alone or in combination of two or more.
These excipients are preferably used in an amount of 0% by mass to 40% by mass, more preferably 0% by mass to 30% by mass with respect to the water-soluble packaging agent of the present invention from the viewpoint of shape maintenance and solubility.

  In addition, the powder composition of this invention can add another additive suitably as needed, and may contain the polyhydric alcohol liquid at normal temperature. In that case, the content is preferably 10% by mass or less, more preferably 5% by mass or less with respect to the water-soluble packaging agent from the viewpoint of ease of powderization. The polyhydric alcohol here means a dihydric or higher alcohol, for example, glycerin, diglycerin, triglycerin, polyglycerin, 3-methyl-1,3-butanediol, 1,3-butylene glycol, isoprene. Glycol, 1,2-pentanediol, 1,2-hexanediol, propylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol, diethylene glycol, pentaerythritol, neopentyl glycol, and the like. It can be used in the form of a mixture.

The powder composition of this invention can be obtained by manufacturing the emulsion composition containing each component mentioned above, and drying this.
That is, the method for producing a powder composition of the present invention comprises at least one functional oily component in the presence of at least one emulsifier selected from sucrose fatty acid ester, polyglycerin fatty acid ester and phospholipid. Is emulsified in an aqueous medium containing at least one water-soluble bulking agent selected from polymers and oligomers containing at least two (emulsification step) to obtain an emulsion composition, and the obtained emulsion composition is dried (Drying process).

  In the emulsification step in this production method, an oil-in-water emulsion composition is obtained in which oil droplets containing a functional oil component among the various components described above are finely dispersed in water. At this time, the water-soluble covering agent may be added to the aqueous phase before the emulsification step, or may be added after emulsification, but it is preferable to add it before emulsification from the viewpoint of including oil droplets. The emulsifying means usable here may be any of generally known emulsification methods such as natural emulsification method, interfacial chemical emulsification method, electroemulsification method, capillary emulsification method, mechanical emulsification method, ultrasonic emulsification method and the like. it can.

  As a useful method for making an emulsion fine, a surface chemical emulsification method such as a PIT emulsification method or a gel emulsification method is known. This method has the advantage that less energy is consumed, and is suitable for finely emulsifying a material that is easily deteriorated by heat.

  Moreover, as a general-purpose emulsification method, a method using mechanical force, that is, a method of breaking oil droplets by applying a strong shearing force from the outside is applied. The most common mechanical force is a high speed, high shear stirrer. As such a stirrer, what is called a homomixer, a disper mixer and an ultramixer are commercially available.

Moreover, there is a high-pressure homogenizer as another mechanical emulsification apparatus useful for miniaturization, and various apparatuses are commercially available. Since the high-pressure homogenizer can give a larger shearing force than the stirring method, it can be miniaturized even if the amount of the emulsifier is relatively small.
High-pressure homogenizers can be broadly classified into a chamber-type high-pressure homogenizer having a fixed throttle portion and a homogeneous valve-type high-pressure homogenizer that controls the opening of the throttle.
Examples of the chamber type high-pressure homogenizer include a microfluidizer (manufactured by Microfluidics), a nanomizer (manufactured by Yoshida Kikai Kogyo Co., Ltd.), an optimizer (manufactured by Sugino Machine Co., Ltd.), and the like.
As the homogeneous valve type high-pressure homogenizer, Gorin type homogenizer (manufactured by APV), Lanier type homogenizer (manufactured by Lanier), high-pressure homogenizer (manufactured by Niro Soabi), homogenizer (manufactured by Sanwa Machinery Co., Ltd.), high-pressure homogenizer ( Izumi Food Machinery Co., Ltd.), ultra-high pressure homogenizer (manufactured by Ika), and the like.

  There is an ultrasonic homogenizer as an emulsifying device which is a relatively energy efficient dispersion device and has a simple structure. Examples of high-power ultrasonic homogenizers that can be manufactured include ultrasonic homogenizers US-600, US-1200T, RUS-1200T, MUS-1200T (above, manufactured by Nippon Seiki Seisakusho Co., Ltd.), ultrasonic processor UIP2000, UIP-4000, UIP-8000, UIP-16000 (above, manufactured by Heelscher) and the like. These high-power ultrasonic irradiation devices are used at a frequency of 25 kHz or less, preferably 15 to 20 kHz.

  As another known emulsifying means, a method using a static mixer, a microchannel, a micromixer, a membrane emulsifying apparatus or the like which does not have an external stirring unit and requires only low energy is also a useful method.

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 functional oil component, and depending on the melting point of the functional oil component to be handled, A preferable range can be appropriately selected.
In the present invention, when a high-pressure homogenizer is used, the pressure is preferably 50 MPa or more, more preferably 50 to 250 MPa, 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.

The oil-in-water emulsion composition obtained by emulsification is then dried and powdered in a powdering step.
In the present oil-in-water emulsion composition, the functional oil component is included in the water-soluble emulsifying agent, so that an easily water-dispersible dry powder can be obtained by drying the emulsion. As a result, it can be set as the functional powder by which the fine oil droplet state of the functional oil component was hold | maintained.
In addition, since the powder composition obtained by the method for producing a functional powder of the present invention removes most of the water in the emulsion, it prevents coarsening due to coalescence of oil droplets, hydrolysis of the functional oil component, etc. It is possible to prevent deterioration due to, and to prevent corruption and fouling during storage. Moreover, since it can reduce in weight by obtaining functional powder by removing the water | moisture content in an emulsion, it becomes possible to reduce a transportation cost significantly.

As the drying means, known drying means can be used, and examples thereof include natural drying, heat drying, hot air drying, high frequency drying, ultrasonic drying, reduced pressure drying, vacuum drying, freeze drying, and spray drying. These means may be used alone or in combination of two or more kinds.
In the present invention, since functional materials that are relatively weak against heat are often contained, vacuum drying, vacuum drying, freeze drying, and spray drying are preferable. Moreover, although it is one of vacuum drying, the method of drying in vacuum (reduced pressure), maintaining the temperature below 0 degreeC or more and the freezing temperature is also preferable.
In the case of vacuum drying or vacuum drying, it is preferable to dry while repeating the concentration while gradually increasing the degree of vacuum to avoid scattering of the emulsion due to bumping.

As a means for drying the emulsion of the present invention, lyophilization in which water is removed by sublimating ice from a frozen material is preferable. In this freeze-drying method, the drying process usually proceeds at 0 ° C. or less, usually from about −20 ° C. to −50 ° C., so that the material does not undergo thermal denaturation, and the taste, color, nutritional value, shape in the condensate process A great merit is that the texture and the like can be easily restored to the state before drying.
Examples of commercially available freeze dryers include freeze dryer VD-800F (Tytec Corporation), Flexi Dry MP (FTS Systems), Duratop Durastop (FTS Systems), Takara Vacuum Freeze Dryer Type A (Takara ETM Co., Ltd.), desktop freeze dryer FD-1000 (Tokyo Rika Kikai Co., Ltd.), vacuum freeze dryer FD-550 (Tokyo Rika Kikai Co., Ltd.), vacuum freeze dryer (Takara Manufacturing Co., Ltd.) ) And the like, but are not limited thereto.

  In the present invention, the spray drying method is particularly preferable as a drying means from the viewpoint of achieving both production efficiency and quality. Spray drying is a type of convection hot air drying. The liquid emulsion is sprayed as fine particles of several hundreds μm or less in hot air, and is recovered as a solid powder by falling inside the tower while being dried. The material is temporarily exposed to hot air, but because the exposure time is very short and the temperature does not rise excessively due to the latent heat of vaporization of water, heat denaturation of the material is unlikely to occur as in freeze-drying. Changes due to water are also small. In the case of a material that is very sensitive to heat, it is possible to supply cold air instead of hot air. In that case, although a drying capability falls, it is preferable at the point which can implement | achieve milder drying.

Examples of commercially available spray dryers include spray dryer SD-1000 (Tokyo Rika Kikai Co., Ltd.), spray dryer L-8i (Okawara Chemical Co., Ltd.), and closed spray dryer CL-12 (Okawara Kako). ), Spray dryer ADL310 (Yamato Scientific Co., Ltd.), mini spray dryer B-290 (Buch), PJ-MiniMax (Powdering Japan), PHARMASD (Niro), etc. It is not limited to this.
Further, for example, fluidized bed granulator / dryer MP-01 (Paulec Co., Ltd.), fluidized bed built-in spray dryer FSD (Niro Co., Ltd.), etc. It is also preferable to use a device that can perform drying and granulation at the same time and form a granule that is excellent in handleability simultaneously with drying.

The functional powder of the present invention has a property of restoring water, that is, restoring the state of the emulsion before drying when re-dissolved in water.
By using this functional powder, when producing beverages, functional foods, cosmetics, etc., it is possible to easily produce beverages, functional foods, cosmetics, etc.
In addition, by using this functional powder, the function can be exerted without impairing the function of the functional component, and the appearance such as the transparency of the redispersed product and the stability during storage are also good. .
If the particle size at the time of condensate in the functional powder of the present invention is significantly coarser than the particle size before drying, it is highly likely that oil droplets are coalesced during the drying process.
By subjecting the oil-in-water emulsion of the present invention to drying using the above-mentioned drying device, the oil droplet diameter when it is made into a 1% by mass aqueous solution (during condensate) From the viewpoint of the above, the thickness is preferably 10 to 500 nm, and more preferably 10 to 200 nm from the viewpoints of better transparency and dispersion stability and the above various storage stability.

The particle size of the oil-in-water emulsion 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.
In addition to the components of the emulsion composition, the particle size of the emulsion composition can be adjusted by factors such as the stirring conditions (shearing force / temperature / pressure) in the production method and the ratio of the oil phase to the water phase.
As the particle size in the present invention, a value measured at 25 ° C. using the dynamic light scattering particle size distribution measuring apparatus is adopted.

Thus, the powder composition of the present invention has not only transparency and dispersion stability, but also storage stability of the contained components, storage stability of the particle size, and storage stability as an emulsion. It is preferable to apply to compositions, cosmetic compositions and pharmaceutical compositions.
That is, the food composition, cosmetic composition, and pharmaceutical composition of the present invention each include the powder composition of the present invention.

Here, foods include beverages, frozen desserts, cosmetics include skin cosmetics (skin lotion, serum, milk, cream, etc.), lipsticks, sunscreen cosmetics, makeup cosmetics, etc. , Nourishment tonics and the like, but are not limited thereto.
In addition, the food composition, cosmetic composition, and pharmaceutical composition of the present invention are prepared by mixing the powder composition of the present invention and an optional component that can be added to achieve a desired object by a conventional method. And get it.
Here, the present powder composition may be mixed with other components in a powdered state or redissolved in an aqueous medium according to the form of various target product compositions.

The amount of the powder composition of the present invention used for foods, cosmetics, pharmaceuticals and the like varies depending on the type and purpose of the product and cannot be specified unconditionally. Preferably, it can be added and used so that it may become the range of 0.05-5 mass%.
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.

  The powder composition of the present invention can be stored for a long time as a powder. In particular, it can be redissolved to dissolve in water-soluble products such as beverages (in the case of food), lotions, cosmetics, emulsions, cream packs / masks, packs, hair washing When used for cosmetics, fragrance cosmetics, liquid body cleansers, UV care cosmetics, deodorant cosmetics, oral care cosmetics (in the case of cosmetics), etc., a transparent product is obtained, and long-term storage or sterilization Generation | occurrence | production of inconvenient phenomena, such as precipitation of an insoluble matter, precipitation, or neck ring under severe conditions, such as a process, can be suppressed.

  The present invention will be described more specifically with reference to the following examples. In the following description, “parts” and “%}” are based on mass unless otherwise specified.

<Example 1>
(Preparation of powder sample A)
(Preparation of emulsion)
The following components were dissolved at 70 ° C. for 1 hour, and then homogenized for 1 minute using an ultrasonic homogenizer U600 type manufactured by Nippon Seiki to obtain an aqueous phase composition A.
・ Sucrose laurate ester 5.2g
・ Decaglyceryl monolaurate 5.2g
・ Lecithin (from soybean) 1.9g
・ Inulin (derived from dahlia root) 34.3g
・ Pure water 246.8g

Moreover, the following component was melt | dissolved at 70 degreeC for 1 hour, and the oil phase composition A was obtained.
・ Hematococcus alga extract (astaxanthin content 20% by mass)
5.2g
・ Mixed tocopherol 1.4g

Here, Ryoto Sugar Ester L-1695 manufactured by Mitsubishi Chemical Foods Co., Ltd. was used as the sucrose lauric acid ester, and NIKKOL Decaglyn 1-L manufactured by Nikko Chemicals Co., Ltd. was used as the decaglyceryl monolaurate. As the Haematococcus alga extract, ASTOTS-S manufactured by Takeda Paper Instruments Co., Ltd. was used. As the mixed tocopherol, Riken E Oil 800 manufactured by Riken Vitamin Co., Ltd. was used. For lecithin (derived from soybean), Reion P manufactured by Riken Vitamin Co., Ltd. was used.
Inulin used was Wako Pure Chemical (catalog number 096-00322).

The aqueous phase A and the oil phase A were mixed, and immediately emulsified for 20 minutes using the ultrasonic homogenizer. In order to homogenize the liquid, stirring with a magnetic stirrer was used in combination, and ultrasonic irradiation was performed while performing a cooling operation to keep the liquid temperature at 60 ° C. The finished emulsion was collected and immediately cooled to room temperature to obtain an astaxanthin-containing oil-in-water emulsion A.
(Spray drying)
The emulsion A was spray-dried under the conditions of spray pressure 0.15 MPa, outlet temperature 80 ° C., throughput 7 ml / min using a spray dryer ADL310 manufactured by Yamato Scientific, and a dry powder sample A was obtained. The mass of the dry powder collected by drying 100 g of the emulsion was weighed, and the yield relative to the theoretical amount was calculated.

(Preparation of powder sample B)
It was prepared in the same manner as Sample A except that Veneo HP manufactured by Olafty (derived from chicory root; average degree of polymerization of fructose 23) was used instead of Inulin made by Wako Pure Chemicals in Sample A.
(Preparation of powder sample C)
It was prepared in the same manner as Sample A except that Veneo ST manufactured by Olafty Corp. (oligofructose derived from chicory root; average degree of polymerization of fructose of 10) was used instead of Inulin made by Wako Pure Chemical Industries.
(Preparation of powder sample D)
It was prepared in the same manner as Sample A, except that Fuji FF (sugar-derived; average polymerization degree of fructose of 16) manufactured by Fuji Nippon Seika Co., Ltd. was used in place of Inulin made by Wako Pure Chemicals in Sample A.
(Preparation of powder sample E)
A sample A was prepared in the same manner as Sample A except that GF2 (kestose, derived from sugar; degree of polymerization of fructose 2) manufactured by Meiji Seika Co., Ltd. was used instead of Inulin manufactured by Wako Pure Chemical Industries.

(Preparation of powder sample F)
The sample A was prepared in the same manner as the sample A except that Oligotose (Maltotriose) manufactured by Mitsubishi Chemical Foods Co., Ltd. was used instead of Inulin manufactured by Wako Pure Chemical Industries.
(Preparation of powder sample G)
It was prepared in the same manner as Sample A except that Wako Pure Chemical Inulin was used instead of Wako Pure Chemical Inulin in Sample A, and Wako Pure Chemical sucrose (degree of polymerization of fructose 1) was used.
(Preparation of powder sample H)
A sample A was prepared in the same manner as sample A except that instant gum AB (acacia gum) manufactured by Colloid Nature was used in place of Wulin Pure Chemical Inulin in Sample A.

(Preparation of powder sample I)
A sample C was prepared in the same manner as the sample D except that the amount of Fuji FF added was 17.2 g and the amount of water in the aqueous phase during emulsification was 263.9 g.
(Preparation of powder sample J)
Sample D was prepared in the same manner as Sample D except that sucrose stearate was used instead of sucrose laurate. In addition, Ryoto sugar ester S-1670 manufactured by Mitsubishi Chemical Foods Corporation was used as the sucrose stearate.
(Preparation of powder sample K)
Sample D was prepared in the same manner as Sample D, except that decaglyceryl monooleate was used instead of decaglyceryl monolaurate. As decaglyceryl monolaurate, NIKKOL Decaglyn 1-O manufactured by Nikko Chemicals Co., Ltd. was used.

[Evaluation]
(Re-dissolved particle size measurement)
99.0 g of pure water was added to each 1.00 g of the obtained astaxanthin-containing powders (A to K), and the mixture was stirred with a magnetic stirrer for 5 minutes. About the obtained aqueous | water-based emulsion, the particle size measurement was performed at 25 degreeC using the dynamic light-scattering particle size dispersion measuring apparatus FPAR-1000 (made by Otsuka Electronics Co., Ltd.). The value of the average particle diameter is indicated by the median diameter.
(Powder stability over time)
The powders A to N obtained above were put in a glass bottle with a lid and stored in a thermostatic bath kept at 50 ° C. for 4 weeks.

-Dye concentration measurement-
In order to evaluate the pigment concentration when the powders AK before and after storage for 4 weeks were redissolved in water, the spectrophotometric measurement (ND-1000: manufactured by Nanodrop) was performed. The absorbance at 479 nm before storage was Ab0, and the absorbance at 479 nm after storage was Ab1, and the dye residual ratio was determined by the following formula. When the storage stability is poor, the dye residual ratio is low.
Formula: Dye remaining rate (%) = Ab1 / Ab0 * 100

-Average particle size-
The average particle size when powders AK before and after storage for 4 weeks were redissolved in water was measured at 25 ° C. according to the particle size measurement method.

These results are summarized in Table 1 and Table 2.
From the above results, the powder sample using the present invention had a small average particle size when redissolved in water and the liquid was transparent, and the change in the particle size was small even after forced storage at 50 ° C. The phenomenon that astaxanthin is deteriorated and deteriorated due to the forced storage time at 50 ° C. has been improved, and it has been found to be favorable.
Therefore, according to the present invention, oil droplets can be protected in a fine state during dry storage, and a powder composition excellent in transparency and storage stability can be obtained even when redissolved.

Claims (11)

A total of at least one functional oil component , at least one water-soluble bulking agent selected from sugar polymers and oligomers consisting of sugar units containing at least two fructose units, and the oil phase containing the functional oil component A functional oily material powder composition obtained by drying an emulsion composition containing at least one emulsifier having a total mass of 10% by mass to 1000% by mass relative to the mass , wherein the powder composition The said powder composition whose average particle diameter of the oil droplet particle | grains obtained when a thing is made into 1 mass% aqueous solution is the range of 10-500 nm . The powder composition according to claim 1, wherein the powder composition contains at least one emulsifier selected from sucrose fatty acid esters, polyglycerin fatty acid esters and phospholipids . The powder composition according to claim 1 or 2 , wherein the functional oily component is a carotenoid pigment. The powder composition according to claim 3 , wherein the carotenoid pigment is a natural extract containing astaxanthin and / or an ester thereof. The powder composition according to claim 4 , wherein the carotenoid pigment is a Haematococcus alga pigment extract. The powder composition according to any one of claims 1 to 5 , wherein a content of the water-soluble packaging agent is 1 to 20 times by mass with respect to the oil phase. The powder composition according to any one of claims 1 to 6 , wherein the water-soluble packaging agent is inulin, and the number of repetitions of fructose contained in inulin is 2 to 60. The at least one functional oily component is at least one selected from sucrose fatty acid ester, polyglycerin fatty acid ester and phospholipid, and is 10% by mass to 1000% by mass with respect to the total mass of the functional oily component Emulsification in an aqueous medium containing at least one water-soluble emulsifying agent selected from sugar polymers and oligomers consisting of sugar units containing at least two fructose units in the presence of an emulsifier in a total amount of thing,
The manufacturing method of the powder composition of any one of Claims 1-7 including drying the obtained emulsion composition. Powdered food composition comprising a powder composition according to any one of claims 1 to 7. A powdery cosmetic composition containing the powder composition according to any one of claims 1 to 7 . Powdery pharmaceutical composition containing the powder composition according to any one of claims 1 to 7.