JP2010155799A - Powder composition and food containing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a powder composition that has excellent transparency in redissolution and absorption and suppresses occurrence of bleeding and a food containing the same. <P>SOLUTION: The powder composition is prepared by drying an emulsion composition composed of a highly unsaturated fatty acid, an antioxidant, an emulsifying agent and an excipient in which ≥50 mass% and ≤95 mass% of the emulsifying agent is a 12-18C fatty acid sucrose ester. The powder composition includes the highly unsaturated fatty acid. The amount of the highly unsaturated fatty acid is ≥10 mass% and ≤30 mass% based on the total mass of the powder composition. The food contains the powder composition. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a powder composition obtained by drying an emulsion composition and a food containing the powder composition.

  In recent years, focusing on the functionality of oily components such as highly unsaturated fatty acids, many compositions containing these have been developed. When using such an oily component as an active ingredient in foods and cosmetics, it is used as an emulsion from the viewpoint of product appearance, taste, or absorbability of functional oily components from the skin and digestive organs, and It is desirable that the emulsified particles are as small as possible. A powder composition capable of forming a fine emulsified 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 component is applied to the emulsion. Is used.

For example, Patent Document 1 discloses a highly unsaturated fatty acid-containing fat and oil powder containing specific lecithin as a specific weight ratio with respect to fat and oil. This highly unsaturated fatty acid-containing oil and fat powder is described as having good flavor and oxidation stability.
Patent Documents 2 and 3 disclose an emulsified powder obtained by emulsification using a modified starch, an oil-soluble substance, water, and the like, and drying it. This emulsified powder is described as having no oil oozing during tableting.

  On the other hand, since highly unsaturated fatty acids are easy to oxidize, they must also be resistant to oxidation. For example, in Patent Documents 4 and 5, an oil emulsion that is not a powder composition, but includes an oil component having a concentration as high as 30% by mass, an emulsifier such as polysorbate ester, and a stabilizer such as xanthan gum, and has excellent stability. Is disclosed.

JP 2006-298969 A JP 11-193229 A JP 2007-204494 A JP 2005-529728 A Japanese Patent Laid-Open No. 2006-305569

However, in the powder composition containing highly unsaturated fatty acids, it is necessary to refine the dispersed particles at the time of re-dissolution in order to increase the absorbency. In the powder composition, if the particle diameter of the dispersed particles is made fine, bleeding of oil or the like may occur during storage in a powder state.
Therefore, this invention is providing the powder composition and foodstuff which have favorable transparency and the absorptivity at the time of re-dissolution, and the generation | occurrence | production of the bleeding was suppressed.

The present invention is as follows.
[1] A powder composition obtained by drying an emulsion composition containing a highly unsaturated fatty acid, an antioxidant, an emulsifier and an excipient, wherein the emulsifier is 50% by mass or more and 95% by mass of the total mass of the emulsifier. A powder composition comprising a sucrose ester of a fatty acid having 12 to 18 carbon atoms of not more than mass%, wherein the highly unsaturated fatty acid is not less than 10 mass% and not more than 30 mass% of the total mass of the powder composition.
[2] The powder composition according to [1], wherein the polyunsaturated fatty acid is a refined fish oil containing at least one of DHA and EPA, or an algae-derived fat containing DHA.
[3] The powder composition according to [1] or [2], wherein the emulsifier further comprises at least one of a polyglyceric acid fatty acid ester and a phospholipid.
[4] The emulsifier according to any one of [1] to [3], wherein the emulsifier is 0.6 to 1.6 times the total mass of the oily component including the highly unsaturated fatty acid. Powder composition.
[5] The powder composition according to any one of [1] to [4], wherein a volume average particle diameter of the dispersed particles when the powder composition is dispersed in water is 30 nm or more and 200 nm or less.
[6] In any one of [1] to [5], the excipient is 0.7 to 2.0 times the total mass of the oily component including the highly unsaturated fatty acid. The powder composition as described.
[7] The powder composition according to any one of [1] to [6], wherein the excipient is a polysaccharide.
[8] The powder composition according to any one of [1] to [7], wherein the emulsifier includes 20% by mass or less of phospholipid with respect to the total mass of the emulsifier.
[9] The powder composition according to any one of [1] to [8], wherein the antioxidant includes at least one selected from the group consisting of tocopherol, tocotrienol, and derivatives thereof.
[10] A food comprising the powder composition according to any one of [1] to [9].

  ADVANTAGE OF THE INVENTION According to this invention, the powder composition and foodstuff which have favorable transparency and absorptivity at the time of re-dissolution, and the generation | occurrence | production of the bleeding was suppressed are provided.

  The powder composition of the present invention is a powder composition obtained by drying an emulsion composition containing a highly unsaturated fatty acid, an antioxidant, an emulsifier and an excipient, and the emulsifier is 50% by mass of the emulsifier. The polyunsaturated fatty acid contains a sucrose ester of a fatty acid having 12 to 18 carbon atoms and having a mass of 95% or less, and the polyunsaturated fatty acid is 10% by mass to 30% by mass of the total mass of the powder composition.

In this powder composition, 50% by mass or more and 95% by mass or less of the emulsifier is sucrose fatty acid ester, and the powder composition obtained by drying the emulsion composition is highly concentrated at a concentration of 10% by mass to 30% by mass. Since the unsaturated fatty acid is contained, when the powder composition is redissolved in an aqueous medium or the like, it provides a dispersion containing fine dispersed particles and showing good transparency, and there is no bleeding when stored in a powder state. Also shows good storage stability. Furthermore, since the powder composition of the present invention can be made into fine dispersed particles when re-dissolved in an aqueous medium or the like, for example, the absorbability in the intestinal tract is also good, and the function due to highly unsaturated fatty acids can be expected. Provide food.
Hereinafter, the powder composition of the present invention will be described.

<Polyunsaturated fatty acids>
As the highly unsaturated fatty acid in the present invention, a monovalent highly unsaturated fatty acid (ω-9, oleic acid, etc.) or a polyvalent highly unsaturated fatty acid (ω-3, ω-) having 10 or more carbon atoms, preferably 18-30. 6).
Among polyhydric fatty acids that are preferred embodiments of unsaturated fatty acids, examples of ω-3 oils include linolenic acid, eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), and fish oils containing these. . These may be used alone or in combination. Particularly preferred examples include refined fish oil containing at least one of DHA and EPA, or algae-derived fats and oils containing DHA.

  The content of the highly unsaturated fatty acid is 10% by mass or more and 30% by mass or less with respect to the total mass of the powder composition of the present invention. If the polyunsaturated fatty acid exceeds 30% by mass with respect to the total mass of the powder composition, bleeding occurs when stored in a powder, and an increase in dispersed particles occurs when the powder composition is redissolved in an aqueous medium. . On the other hand, if the highly unsaturated fatty acid is less than 10% by mass relative to the total mass of the powder composition, the function due to the highly unsaturated fatty acid may not be expected.

<Other oil components>
In this invention, you may contain oily components other than said highly unsaturated fatty acid. Here, the “oil-based component” means a functional oil-soluble component that is generally recognized and used as an “oil-based component” in the fields of cosmetics and foods.

  In the powder composition of the present invention, as the total amount of the oil component containing the above highly unsaturated fatty acid, from the viewpoint of refining the emulsion particle diameter during re-dissolution and emulsion stability, and from the viewpoint of suppressing exudation from the powder, the powder It is preferably 10% by mass to 50% by mass of the total mass of the composition, more preferably 10% by mass to 40% by mass, and further preferably 10% by mass to 30% by mass. When the content of the oil component is within the above range, the effect of the functional oil component can be sufficiently obtained, and the exudation of the oil component to the powder surface with storage time is effectively suppressed, and the handling property is improved. Is possible and preferable.

  The other oily component in the present invention is not particularly limited and can be appropriately selected and used as a material having physical properties and functionality according to the purpose. For example, fat-soluble carotenoids, fat-soluble vitamins, ubiquinones, Examples include unsaturated fatty acids other than the above-mentioned highly unsaturated fatty acids, and fats and oils.

The other oily component preferably contains at least one selected from carotenoids because it has functionality applicable to food.
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, violaxanthin, zeaxanthin, and esters of them containing hydroxyl or carboxyl It is done.

Many of the carotenoids occur naturally in the form of cis and trans isomers, but synthetics are often cis-trans 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.

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.

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, the antioxidant function is high and the radical scavenger (antioxidant). It is preferable that the fat-soluble vitamin E can be used as an agent.

  Vitamin E is not particularly limited, and examples thereof include those selected from a compound group consisting of tocopherol and its derivatives, and a compound group consisting of tocotrienol and its derivatives. These may be used alone or in combination. Moreover, you may use combining the compound group which consists of a tocophenol and its derivative, and each selected from the compound group which consists of a tocotrienol and its derivative, respectively.

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

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

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 vitamin C fatty acid esters 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 in the powder composition of the present invention.

Examples of the fats and oils other than the above include liquid fats and oils (fatty oils) and solid fats and oils (fats) at room temperature.
Examples of the liquid oil include olive oil, camellia oil, macadamia nut oil, castor oil, avocado oil, evening primrose oil, turtle oil, corn oil, mink oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, and sasanca Oil, flaxseed oil, safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagari oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin, glycerin trioctanoate, Examples include glycerin triisopalmitate, salad oil, safflower oil (safflower oil), palm oil, coconut oil, peanut oil, almond oil, hazelnut oil, walnut oil, 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 oily component in the present invention is a compound selected from the group consisting of tocopherols, tocotrienols and their derivatives, which are oily components included in fat-soluble vitamins, in order to improve the physical properties in the emulsion composition (hereinafter referred to as the oily components). (Referred to as tocopherols as appropriate) together with other functional oil-soluble components.
When the tocopherols are used in combination in the functional oil 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 component. Can be used together.

<Emulsifier>
The emulsifier contained in the powder composition of the present invention contains a sucrose ester of a fatty acid having 12 to 18 carbon atoms. This sucrose fatty acid ester comprises 50 mass% or more and 95 mass% or less of the total mass of an emulsifier.
The content of the sucrose fatty acid ester in the emulsifier is preferably 50% by mass or more and 80% by mass or less from the viewpoint of fineness of the dispersed particles after redispersion of the powder composition.

  The sucrose fatty acid ester in this invention has a C12-C18 fatty acid. By setting the carbon number of the sucrose fatty acid ester to 12 or more, dispersed particles (emulsion particles) having an appropriate melting point and a smaller average particle size can be obtained. When the number of carbon atoms exceeds 18, the melting point increases, the solubility of the powder composition decreases, and the emulsion stability is poor. Preferred examples of the fatty acid contained in the sucrose fatty acid ester include lauryl, myristyl, stearyl, and oleyl, and these may be contained alone or in combination.

  Examples of the sucrose fatty acid ester that can be used as an emulsifier in the present invention include sucrose dioleate, sucrose distearate, sucrose dipalmitate, sucrose dimyristate, sucrose dilaurate, and sucrose. Monooleate, sucrose monostearate, sucrose monopalmitate, sucrose monomyristate, sucrose monolaurate, etc. Among these, sucrose monooleate, sucrose mono More preferred are stearic acid esters, sucrose monopalmitic acid esters, sucrose monomyristic acid esters, and sucrose monolauric acid esters.

Examples of commercially available sucrose fatty acid esters include Ryoto Sugar Esters S-070, S-170, S-270, S-370, S-370F, S-570, and S- manufactured by Mitsubishi Chemical Foods Corporation. 770, S-970, S-1170, S-1170F, S-1570, S-1670, P-070, P-170, P-1570, P-1670, M-1695, O-170, O-1570, OWA-1570, L-195, L-595, L-1695, LWA-1570, B-370, B-370F, ER-190, ER-290, POS-135, manufactured by Daiichi Kogyo Seiyaku Co., Ltd. , DK Ester SS, F160, F140, F110, F90, F70, F50, F-A50, F-20W, F-10, F-A10E, Cosmelike B-30, S-10, S-50, S-70, S-110, S-160, S-190, SA-10, SA-50, P-10, P-160, M-160, L-10, L-50, L- 160, L-150A, L-160A, R-10, R-20, O-10, O-150 and the like.
Among the above, preferably Leutou Sugar Esters S-1170, S-1170F, S-1570, S-1670, P-1570, P-1670, M-1695, O-1570, L-1695, DK Esters SS, F160, F140, F110, cosmetics S-110, S-160, S-190, P-160, M-160, L-160, L-150A, L-160A, O-150.

  In addition to the sucrose fatty acid ester, the emulsifier may contain other emulsifiers depending on the purpose. From the viewpoint of improving the fineness and dispersibility of the dispersed particles of the emulsion composition that is the raw material of the powder composition, It is preferable to further include at least one of glycerin fatty acid ester and phospholipid.

  In the powder composition of the present invention, the polyglycerin fatty acid ester is 1.0 times or less in terms of mass ratio with respect to the sucrose fatty acid ester from the viewpoint of dispersion stability of the powder composition and fineness at the time of re-dissolution. The amount is preferably 0.2 times or more and 1.0 times or less.

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 polyglycerin fatty acid ester include hexaglycerin stearic acid ester, tetraglycerin stearic acid ester, decaglycerin stearic acid ester, decaglycerin palmitic acid ester, decaglycerin benoic acid ester and the like.
Of these, more preferred are decaglycerin stearic acid ester (HLB = 12), decaglycerin palmitic acid ester (HLB = 13), and the like.

  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.

  As these sucrose fatty acid ester and polyglycerin fatty acid ester, those having an HLB of 8 or more are more preferred, those having 10 or more are more preferred, and those having 12 or more are particularly preferred. 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.

  In the powder composition of the present invention, the phospholipid is preferably 20% by mass or less and preferably 1% by mass or more and 20% by mass or less of the total mass of the total emulsifier from the viewpoint of the particle size of the dispersed particles during re-dissolution. More preferably, the content is 3% by mass or more and 18% by mass or less.

Examples of the phospholipid that can be used in the present invention include glycero such as lecithin, phosphatidic acid, bisphosphatidic acid, phosphatidylethanolamine, phosphatidylmethylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerin, diphosphatidylglycerin (cardiolipin) and the like. Lecithin; sphingolecithin such as sphingomyelin and the like. 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 cows, 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.
Among these phospholipids, lecithin 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 powder composition of the present invention, as other emulsifiers, other ionic, amphoteric and other nonionic surfactants may be used alone or in combination. Among them, other nonionic surfactants may be used. preferable.

  Other nonionic surfactants that can be used in the powder composition of the present invention include organic acid monoglyceride, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyglycerin condensed ricinoleic acid ester and sorbitan fatty acid ester, polyoxyethylene sorbitan Examples include fatty acid esters. More preferred are sorbitan fatty acid esters and polyoxyethylene sorbitan fatty acid esters. These surfactants are not necessarily highly purified by distillation or the like, and may be a reaction mixture.

The sorbitan fatty acid ester preferably has 8 or more carbon atoms, more preferably 12 or more. Preferred examples of sorbitan fatty acid esters include sorbitan monocaprylate, sorbitan monolaurate, sorbitan monostearate, sorbitan sesquistearate, sorbitan tristearate, sorbitan isostearate, sorbitan sesquiisostearate, sorbitan oleate, sorbitan sesquioleate And sorbitan trioleate.
In the present invention, these sorbitan fatty acid esters can be used alone or in combination.

  As a commercial item of sorbitan fatty acid ester, Nikko Chemicals Co., Ltd. make, NIKKOL SL-10, SP-10V, SS-10V, SS-10MV, SS-15V, SS-30V, SI-10RV, SI-10 15RV, SO-10V, SO-15MV, SO-15V, SO-30V, SO-10R, SO-15R, SO-30R, SO-15EX, manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Sorgen 30V, 40V, 50V, 90, 110, manufactured by Kao Corporation, Rheodor AS-10V, AO-10V, AO-15V, SP-L10, SP-P10, SP-S10V, SP-S30V, SP-O10V, SP-O30V Etc.

The polyoxyethylene sorbitan fatty acid ester preferably has 8 or more carbon atoms, more preferably 12 or more. Moreover, as length (addition mole number) of the ethylene oxide of polyoxyethylene, 2-100 are preferable and 4-50 are more preferable.
Preferable examples of polyoxyethylene sorbitan fatty acid ester include sorbitan polyoxyethylene monocaprylate, sorbitan polyoxyethylene monolaurate, sorbitan polyoxyethylene monostearate, sorbitan polyoxyethylene sesquistearate, sorbitan polyoxyethylene tristearate Sorbitan polyoxyethylene isostearate, sorbitan polyoxyethylene sesquiisostearate, sorbitan polyoxyethylene oleate, sorbitan polyoxyethylene sesquioleate, sorbitan polyoxyethylene trioleate, and the like.
These polyoxyethylene sorbitan fatty acid esters can be used alone or in combination.

  As a commercial item of a polyoxyethylene sorbitan fatty acid ester, Nikko Chemicals Co., Ltd. make, NIKKOL TL-10, NIKKOL TP-10V, NIKKOL TS-10V, NIKKOL TS-10MV, NIKKOL TS-106V, NIKKOL TS- 30V, NIKKOL TI-10V, NIKKOL TO-10V, NIKKOL TO-10MV, NIKKOL TO-106V, NIKKOL TO-30V, manufactured by Kao Corporation, Rheodor TW-L106, TW-L120, TW-P120, TW-P120 S106V, TW-S120V, TW-S320V, TW-O106V, TW-O120V, TW-O320V, TW-IS399C, Rheodor Super SP-L10, TW-L120, Daiichi Kogyo Seiyaku ( Sorgen TW-20, TW-60V, TW-80V, etc. made by a company company are mentioned.

  The content of the emulsifier in the powder composition of the present invention is 0.6 times or more and 1.6 times or less with respect to the total mass of the oil component containing the highly unsaturated fatty acid as the total emulsifier containing sucrose fatty acid ester. It is preferably used from the viewpoint of appropriately maintaining the emulsion particle size of the emulsion obtained by dissolving and dispersing the powder composition in an aqueous medium, and is 0.85 times or more and 1.0 times or less. Is more preferred.

<Excipient>
The powder composition of the present invention contains an excipient for imparting tableting ability and granulation ability. As an excipient | filler, it may contain individually by 1 type or in combination of 2 or more types.
The excipient may be any commonly used water-soluble substance, such as glucose, fructose, lactose, maltose, sucrose, dextrin, maltodextrin, cyclodextrin, maltose, trehalose, gum arabic, guar gum, pectin, Monosaccharides and polysaccharides such as thickening polysaccharides such as pullulan; sugar alcohols such as sorbitol, mannitol, maltitol, lactose, maltotriitol, xylitol; inorganic salts such as sodium chloride and sodium sulfate; hydroxyethylcellulose, hydroxypropylcellulose Cellulose derivatives such as starch derivatives, starch derivatives obtained by esterification, etherification treatment, and terminal reduction treatment; processed starch, gelatin degradation products, agar, polyvinyl alcohol and the like. Among these, monosaccharides, polysaccharides, sugar alcohols, and inorganic salts are preferable from the viewpoint of solubility.

Among the excipients, polysaccharides are particularly preferable. Among the above polysaccharides, at least one polysaccharide selected from a fructose polymer and an oligomer comprising a sugar unit containing a fructose unit (hereinafter simply referred to as “fructose polymer”). Or “oligomer”) is more preferred.
Such fructose polymers or oligomers can protect the oil droplets during the pulverization process and storage of the powder composition, and as a result, the oil droplet size is kept fine and the oil droplets in the oil droplets are protected. The deterioration of the oil component can be reduced, and when the powder composition is redissolved in water, the water dispersibility of the oil component can be improved, and the transparency after re-dissolution can be improved.

The fructose polymer or oligomer in the present invention refers to a polymer or oligomer composed of a saccharide unit containing fructose (fructose) as a repeating unit and a plurality of saccharide units bonded by dehydration condensation. 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. In addition, it is preferable that the binding position is present at the end of the fructose chain from the viewpoint of refinement of oil droplets during re-dissolution.
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. Generally, 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 SENSSUS), 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 or oligomer of the present invention is preferably added during emulsification, but part or all of the fructose polymer or oligomer can also be added after emulsification.

  In addition, other water-soluble polymers and oligomers may be used in combination with the fructose polymer or oligomer. Examples of other water-soluble polymers and oligomers include agarose, starch, carrageenan, gelatin, xanthan gum, gellan gum, galactomannan, casein, tragand gum, xyloglucan, β-glucan, curdlan, water-soluble soybean fiber, chitosan, alginic acid, alginic acid Although sodium etc. are mentioned, it is not limited to these.

The excipient in the powder composition of the present invention is 0.7 times or more and 2 times or less with respect to the total mass of the oil component in the powder composition of the present invention, preferably 1. It is 2 times or more and 1.7 times or less.
When the fructose polymer or oligomer is used in combination with other water-soluble polymers and oligomers, the blending amount of the fructose polymer or oligomer is the total amount of the excipient from the viewpoint of refining oil droplets during re-dissolution. It can be made into 50 mass%-100 mass%, and it is still more preferable that it is 70 mass%-100 mass%.

<Radical scavenger>
The powder composition of the present invention may contain other antioxidant (radical scavenger) in addition to the above-described antioxidant. 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 below are selected from, for example, (I) ascorbic acid or erythorbic acid or a salt thereof, a compound group consisting of an ascorbic acid derivative or an erythorbic acid derivative or a salt thereof, and (II) a compound group consisting of polyphenols. And at least two kinds of compounds.
The content of the radical scavenger (antioxidant) in the powder composition of the present invention is generally 0.001 to 5.0% by mass, preferably 0.01 to 3.0% by mass, more preferably 0.1 to 2.5% by 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, the oil described above Examples include solubilized derivatives, L-ascorbyl palmitate, and tetraisopalmitate L-ascorbyl. 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.

  Examples of erythorbic acid or erythorbic acid derivatives or salts thereof include erythorbic acid, erythorbic acid Na, erythorbic acid K, erythorbic acid Ca, erythorbic acid phosphoric acid ester, erythorbic acid sulfuric acid ester, and the aforementioned oil-solubilized derivatives. 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-decomposed rutin (trade names: rutin K-2, P-10: Kiriya Chemical, trade name: αG rutin: Hayashibara Biochemical Laboratory, etc. ) And the like.

  In addition to the above components, the powder composition of the present invention may be used in combination with other components that can be used for food, pharmaceuticals, etc., depending on the purpose, as long as the effects of the present invention are not impaired. Good.

<Manufacturing method>
The powder composition of this invention can be obtained by manufacturing the emulsion composition containing each component mentioned above, and drying this.
That is, in the method for producing a powder composition of the present invention, a highly unsaturated fatty acid that is 10% by mass or more and 30% by mass or less of the total mass of the powder composition is 50 to 95% by mass of 12 to 18 carbon atoms. Emulsified in an aqueous medium in the presence of an emulsifier which is a sucrose ester of a fatty acid (emulsification step) to obtain an emulsion composition comprising a highly unsaturated fatty acid, an emulsifier, an antioxidant and an excipient. It includes drying the emulsion composition (drying step).

  In the emulsification step in this production method, an oil-in-water emulsion composition in which oil droplets containing oily components among the various components described above are finely dispersed in water is obtained. At this time, the excipient may be added to the aqueous phase before the emulsification step, or may be added after the emulsification, but it is preferably added before the emulsification from the viewpoint of including oil droplets.

The production method of the emulsion composition used as a raw material is not particularly limited. For example, a) a water-soluble emulsifier is dissolved in an aqueous medium to obtain an aqueous phase, and b) an oily component and other oily components are mixed. -A production method comprising each step is preferred in which an oil phase is obtained by dissolution, and c) an aqueous phase and an oil phase are mixed with stirring and emulsified and dispersed to obtain an emulsion composition.
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 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 280 MPa, still more preferably 100 to 280 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 singly 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 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 condensing 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 ATM 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 hundred μm or less in hot air, and is recovered as a solid powder by falling in 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 powder composition of the present invention has a property of restoring water, that is, restoring the state of the emulsion before drying when re-dissolved (re-dispersed) in water.

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.

  In the powder composition of the present invention, after drying using the drying device, the oil droplet diameter when the aqueous solution is 1% by mass (at the time of re-dissolution) is from the viewpoint of transparency and absorbency. It is preferably 30 nm or more and 200 nm or less, and more preferably 30 nm or more and 130 nm or less, and most preferably 30 nm or more and 90 nm or less from the viewpoint of transparency.

  The powder composition of the present invention not only provides an emulsion composition having excellent emulsification stability and transparency upon re-dissolution, but also has an excellent appearance (prevention of bleeding) during storage. For this reason, it can be preferably applied to food compositions, cosmetic compositions, and pharmaceutical compositions.

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.
In particular, when used in foods, it can be stored for a long period of time as a powdered food, and provides a favorable appearance without bleeding or the like during storage. In addition, when the powdered food product containing the powder composition of the present invention is dissolved in an aqueous medium, it becomes a dispersion composition having fine dispersed particles and excellent in transparency, which is not only preferable in appearance but also exhibits good absorbability. obtain.

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 powder composition of the present invention and an optional component that can be added to achieve a desired object by a conventional method.

When used as a functional food, the amount of the powder composition of the present invention varies depending on the type and purpose of the product and cannot be specified unconditionally, but is 0.01 to 10% by mass, preferably 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.

  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]
<Preparation of powder composition>
The aqueous phase components shown below and in Table 1 were mixed and stirred while being heated at 70 ° C., and then dissolved in a 600 W ultrasonic homogenizer (US-150T, manufactured by Nippon Seiki Seisakusho Co., Ltd.) for 90 seconds. The aqueous composition A was obtained by dispersing. The oil phase components shown below and in Table 1 were mixed and stirred while heating at 70 ° C. to obtain an oil phase composition A.
Sucrose laurate is Ryoto Sugar Ester L-1695 (manufactured by Mitsubishi Chemical Foods), monolaurate decaglyceryl is Nikko Chemicals NIKKOL Decaglyn 1-L, lecithin is Recion P (manufactured by Riken Vitamin Co., Ltd.), and inulin is Fuji FF (manufactured by Fuji Nippon Seika Co., Ltd.), DHA DHA-70 (DHA = 70%, EPA = 3.6%: manufactured by Maruha Co., Ltd.), Mikkoltocopherol Riken E Oil 800 (RIKEN Vitamin Co., Ltd.) )).

The oil phase composition A was added to the produced water phase composition A and dispersed for 3 minutes with a 600 W ultrasonic homogenizer to obtain a coarsely dispersed emulsion A.
Subsequently, the coarse dispersion emulsion A is subjected to high pressure emulsification treatment at a pressure of 245 MPa and a temperature of 60 ° C. three times using a minilab optimizer HJP-25001 (manufactured by Sugino Machine Co., Ltd.) to obtain an emulsion A. It was.

[Water phase component A]
・ Sucrose laurate 12.7g
・ Decaglyceryl monolaurate 3.5g
・ Lecithin 0.5g
・ Inulin 55.0g
・ Water 200.0g

[Oil phase component A]
・ DHA 25.9g
・ Mixed tocopherol 1.6g

  The obtained emulsion A is then subjected to a drying treatment under conditions of a temperature of 140 ° C. and an air pressure of 0.15 MPa by spray drying (mini spray dryer ADL-310: manufactured by YAMATO), and the powder is collected with a cyclone. A powder composition A was obtained.

<Evaluation>
Evaluation of the emulsion before a drying process and the obtained powder composition was performed as follows. These evaluation results are shown in Table 2.
(1) Particle size measurement The volume average particle size of the emulsified particles in the emulsion obtained from the water phase component and the oil phase component is diluted 20 times with pure water, and the powder composition has a solid content concentration of 1%. It diluted with the pure water so that it might become, It measured using the thick type particle size analyzer FPER1000 (made by Otsuka Electronics Co., Ltd.).

  The volume average particle size of the emulsified particles in the redispersed emulsion composition was obtained by adding 1.0 g of the powder composition to 99.0 g of pure water and stirring the mixture 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.

(2) Transparency Transparency was performed based on visual changes in properties. The properties of the aqueous emulsion were visually observed immediately after emulsification and at the time of re-dissolution, and evaluated according to the following evaluation criteria.
Transparency: Unrecognizable changes in appearance and appearance immediately after mixing.
Almost transparent: Some turbidity is felt in the liquid.
White turbidity / precipitation: Vigorous turbidity occurs. The liquid is separated. Precipitation is occurring.

(3) Bleeding The powder composition was visually observed after storage at room temperature for 30 days.
No bleeding: No change is visually confirmed Slight bleeding: A slight non-uniformity (color tone change) can be confirmed visually. Bleeding: Non-uniformity (color tone change) of approximately 10% or more in area ratio can be confirmed.

[Examples 2 to 7]
Emulsions B to G and powder compositions B to G were obtained in the same manner as in Example 1 except that the phase components in Example 1 were changed as follows. Evaluation regarding particle diameter, transparency, and bleeding was performed in the same manner as in Example 1. Each evaluation result is shown in Table 2.
The sucrose stearate is Ryoto Sugar Ester S-1670 (Mitsubishi Chemical Foods), the sucrose myristic acid ester is Ryoto Sugar Ester M-1695 (Mitsubishi Chemical Foods), and the sucrose oleate is Ryoto. Sugar ester L-1570 (Mitsubishi Chemical Foods) and 1-kestose used GF-2 (oligosaccharides: Meiji Seika). DHA-22 (manufactured by Maruha Corporation) is a mixture of DHA = 22% and EPA = 6%.

[Comparative Examples 1-5]
Emulsions H to L and powder compositions H to L were obtained in the same manner as in Example 1 except that the phase components in Example 1 were changed as follows. Evaluation regarding particle diameter, transparency, and bleeding was performed in the same manner as in Example 1. Each evaluation result is shown in Table 2.

From the results of Table 2, the powder compositions A to G of Examples 1 to 7 have no bleeding even after 30 days of storage, and the aqueous emulsion obtained by redispersion has a particle size of 200 nm or less. It contained dispersed particles and showed good transparency. Therefore, the powder composition of the present invention was able to provide an aqueous emulsion showing good storage stability, excellent transparency when re-dissolved, and good absorbability of oil components.
On the other hand, when the content of the highly unsaturated fatty acid was 30% by mass or more (Comparative Example 1), the storage was not stable and bleeding occurred. In addition, when the content of sucrose fatty acid ester is less than 50% by mass with respect to the emulsifier (Comparative Example 2) and when it exceeds 95% by mass (Comparative Example 3), the particle size at the time of re-dissolution exceeds 200 nm. It was shown to be inferior in stability and absorbency.

Claims (10)

  A powder composition obtained by drying an emulsion composition containing a highly unsaturated fatty acid, an antioxidant, an emulsifier and an excipient, wherein the emulsifier is 50% by mass or more and 95% by mass or less of the total mass of the emulsifier. A powder composition comprising a sucrose ester of a fatty acid having 12 to 18 carbon atoms, wherein the highly unsaturated fatty acid is 10% by mass or more and 30% by mass or less of the total mass of the powder composition.   The powder composition according to claim 1, wherein the polyunsaturated fatty acid is a refined fish oil containing at least one of DHA and EPA, or an algae-derived fat containing DHA.   The powder composition according to claim 1 or 2, wherein the emulsifier further comprises at least one of a polyglyceric acid fatty acid ester and a phospholipid.   The powder composition according to any one of claims 1 to 3, wherein the emulsifier is 0.6 to 1.6 times the total mass of the oily component containing the highly unsaturated fatty acid. .   The powder composition according to any one of claims 1 to 4, wherein a volume average particle diameter of the dispersed particles when the powder composition is dispersed in water is 30 nm or more and 200 nm or less.   The powder according to any one of claims 1 to 5, wherein the excipient is 0.7 to 2.0 times the total mass of the oil component containing the polyunsaturated fatty acid. Composition.   The powder composition according to any one of claims 1 to 6, wherein the excipient is a polysaccharide.   The powder composition according to any one of claims 1 to 7, wherein the emulsifier contains 20% by mass or less of phospholipid with respect to the total mass of the emulsifier.   The powder composition according to any one of claims 1 to 8, wherein the antioxidant comprises at least one selected from the group consisting of tocopherol, tocotrienol and derivatives thereof.   The foodstuff containing the powder composition of any one of Claims 1-9.